Supporting Information Section for Pancake Bonding in ...

Supporting Information Section for

Pancake Bonding in Organic Radicals

CHAPTER V

Pancake Bond Orders of a Series of π-Stacked Triangulene Radicals*

Contents

S1. Tables and illustrations for π-stacked dimers of each radical/multiradical in Scheme 1.

S2. Degenerate or near-degenerate SOMO orbitals of 1 - 7.

S3. Additional information on geometry optimization.

S4. Convex vs. concave structures.

S5. CASSCF evaluation of the SOMO-SOMO energy.

S6. Basis set evaluation, comments on alternative density functionals and calculation of the approximate SOMO-SOMO energy.

S7. Cartesian coordinates of the converged geometries and the corresponding absolute energies (in Hartrees).

S8. References.

S1. Tables of π-stacked dimers of selected radical/multiradicals listed in Scheme 1.

Table 5.S1. Calculated properties of the optimized π-dimers of 12 and 22 at the (U)M05-2X/6-311G(d,p)a level.

aEnergies are in kcal/mol and distances in Å. cNumber of contact carbons with effective SOMO-SOMO orbital

overlap. dSum of Mulliken spin density of a monomer in the dimer. eShortest intermolecular distance.

12(stag) 22 (slip-6) 22 (slip-2)

22(twist-stag) 22 (ecl) 22 (Open-edge)

Figure 5.S1. Optimized geometries of 12 and 22 π-dimers. Selected intermolecular distance (d) are shown in Å.

In 22 (slip-6) there are 10 short contacts (d < 3.3 Å). In 22 (slip-2) there are 7 short contacts. In 22 (open-edge)

there are 3 short contacts.

(slip-6)

(slip-2)

(twist-stag)

(open-edge)

(stag)

Eint -19.58 -16.40 -18.71 -13.62 -8.28 -13.13

ESOMO -7.66 -4.48 -7.19 -10.19 -2.51 -15.24

# of SS sitesc 12 4 0 18 6 12

Spind 1.764 1.906 1.855 1.814 1.595 0.580

EvdW -11.92 -11.92 -11.53 -3.43 -5.77 2.11

Symmetry C2h C2h D3 D3h C2h D3h

Shortest de 3.120 3.130 3.286 3.360 3.080 3.051

Table 5.S2. Calculated properties of the optimized 32 dimers using (U)M05-2X/6-311G(d,p)

(π-dimer, staggered)

(π-dimer, eclipsed)

(π-dimer, open-edge)

(3σ-dimer)

Eint before ZPE -30.04 -21.83 -12.32 -32.27

Eint ZPE corr. -1.77 -5.22 -0.74 -9.53

Eint after ZPE -28.28 -16.60 -11.57 -22.75

ESOMO -12.76 -51.41 -6.13 NA

# of SS sitesa 12 36 8 NA

Spinb 2.447 0 2.8873 0

EvdW -17.28 29.58 -6.18 NA

Symmetry C2h D3h C2h C1

Shortest dc 3.101 2.908 2.970 1.621

aNumber of contact carbons with effective SOMO-SOMO orbital overlap. bSum of Mulliken spin density of a monomer in the dimer. cShortest intermolecular distance, in Å.

32 (eclipsed) 32(staggered)

32 (open-edge) 32 (3σ-dimer)

Figure 5.S2. Optimized geometries of 32 dimers. Selected intermolecular distances (d) are shown in Å. In 32 (eclipsed) there are 33 short contacts (d < 3.3 Å). In 32 (staggered) there are 14 short contacts. In 32 (open-edge) there are 4 short contact. Pancake bond to monomer angle (in degrees) is shown in 32 (open-edge).

Table 5.S3. Calculated properties of the optimized π-dimers of 62 using (U)M05-2X/6-311G(d,p)a

(staggered)

(eclipsed)

(slip-2)

Einta -33.67 -19.07 -23.35

ESOMOa -15.03 -5.04 -2.87

# of SS sitesb 12 24 4

Spin 0 0.834 0.898

EvdWa -18.65 -14.03 -20.47

Symmetry D3d D3h C2h

Shortest dc 3.174 3.511 3.190

aShown in kcal/mol without ZPE correction. bNumber of contact carbons with effective SOMO-SOMO orbital

overlap. cShortest intermolecular distance in Å.

62(staggered) 62 (eclipsed)

62 (2OL)

Figure 5.S3. Optimized geometries of 12-TRL2 π-dimers. Selected intermolecular distances (d) are shown in Å. In 62(staggered) there are 19 short contacts (d < 3.3 Å). In 62(slip-2) there are 10 short contacts.

Table 5.S4. Calculated properties of the optimized 72 π-dimers using (U)M05-2X/6-311G(d,p)a and the

comparison with crystal configuration.

7a2(stag) 7a2(ecl) 7b2(stag) 7c2(stag)

Einta -23.03 -10.54 -23.75 -33.84

ESOMO -10.67 -3.33 -10.21 -9.47

# of SS sitesb 14 26 14 14

Spinc 0.679 0.924 0.329 0.707

EvdW -12.36 -7.21 -13.54 -24.37

Symmetry D3d D3h D3d D3

Shortest dd 3.007 3.420 3.002 3.042

In crystal 3.390(1D chain)e 2.979f

aAll energies are in kcal/mol and distances in without ZPE correction because ZPE correction very are similar

and negligible for these dimers. bNumber of contact carbons with direct effective SOMO-SOMO orbital overlaps.

cSum of Mulliken spin density of a monomer in the dimer dShortest intermolecular distance in Å. eShortest

intermolecular distance along the 1D chain from Ref.3d in main text, Cambridge Structural Database (CSD)

refcode: LEHYEE. fDimer structure, from Ref. 3d in main text CSD, refcode: LEHYAA.

7a2 (eclipsed) 7a2 (staggered)

7b2 (staggered) 7c2 (staggered)

Figure 5.S4. Optimized geometries of 72 π-dimers. Selected intermolecular distance are shown in Å. Carbons

are pink, hydrogens are blue, oxygens are red and bromines are burgundy. Hydrogens are omitted for

7c2(staggered) for clarity. In all 72 staggered dimers, there are 13 short contacts (d < 3.3 Å) including 6 carbon

to oxygen short contacts.

S2. Degenerate or near-degenerate SOMO orbitals of all (multi-)radicals in this study.

SOMO of 1

Degenerate SOMOs of 2

Near-degenerate SOMOs of 3.

Energy from left to right: -6.07 eV, -5.87 eV, -5.87 eV

Energy from left to right: -6.10 eV, -6.10 eV, -5.90 eV, -5.73 eV.

Energy from left to right: -6.19 eV, -6.10 eV, -6.10 eV, -5.73 eV, -5.73 eV.

SOMO of 6. SOMO of 7a.

Figure 5.S5. SOMO orbitals of all (multi-)radicals in this study at the UM052X/6-311G(d,p) level.

S3. Additional information on optimized geometries.

All geometry optimizations and frequency calculations were done using the Gaussian 09 package (revision D.01).

[i] The basis set used in this study is the Pople type 6-311G(d,p).[ii] Visualizations were done using Chemcraft.[iii]

S4. Convex vs. concave structures.

The eclipsed π-dimers for 12-62 are convex because the SOMOs bind the monomers and the SOMOs are largely

localized emphasis on peripheral carbons as shown in Figure 5.S5. The eclipsed π-dimer for 72 is concave because

the largest SOMO coefficient is at the central carbon. Therefore, the shortest contacts for 12-62 eclipsed π-dimers

are at the peripheral carbons while for the eclipsed π-dimer for 72 the shortest contact is between the central

carbons as illustrated in Figure 5.S6. (See also ref. [6] in the main text.)

Figure 5.S6. Side view of 32(ecl) (left) vs. 7a2(stag) (right) showing convex vs. concave shapes reflecting the

location of the SOMO coefficients that are localized at the periphery vs. the center, respectively.

S5. CASSCF evaluation of the SOMO-SOMO energy (ESOMO).

A post-HF method, Complete Active Space Self-Consistent Field (CASSCF, or CAS) was adopted to reevaluate

the ESOMO vs. PBO. Different active spaces are chosen based on the multi-radical nature of various triangulenes.

In order to reflect the important orbitals with occupancies significantly different from 0 and 2, we chose CAS(2,2)

for 12, CAS(4,4) for 22, CAS(6,6) for 32, CAS(8,8) for 42. A CAS(10,10) computation for 52 was not conducted

due to computational limitations of the large size of the system. The geometries at the UM05-2X/6-311G(d,p)

level were used. ESOMO was calculated the same way using equation (3) in the main text where the Etot (dimer

singlet) was calculated by CAS/(6-311G(d,p)) and Etot (dimer high spin @ min. singlet) is calculated at the

ROHF/(6-311G(d,p)) level.

Figure 5.S7. ESOMO vs PBO using CAS/6-311G(d,p)//UM05-2X/6-311G(d,p) level. Full symbols indicate

optimized geometries. Empty symbol refers to the 22(ecl) at 3 Å structure listed in Tables 1 and S5.

y = ‐24.449xR² = 0.9743

‐140

‐120

‐100

0 1 2 3 4 5

E / kcal m

ol‐1

Table 5.S5. Detailed CAS calculation result for selected systems as shown in Figure 5.S7.

12(stag) 22(ecl)

at 3 Å 32(ecl) 42(ecl)

CAS active space 2,2 4,4 6,6 8,8

PBO 1 2 3 4

ni of CAS orbitalsa 1.85;

1.84, 1.84;

0.16.0.16

1.86,1.86, 1.86;

0.14, 0.14 ,0.14

1.94, 1.92, 1.91, 1.90;

0.10, 0.09, 0.08,0.05

ESOMOb -24.50 -43.92 -68.24 -104.11

anatural orbital occupancies bin kcal/mol

As shown in Figure 5.S7 the CAS-based calculation reproduced and accentuates the linear correlation between

SOMO-SOMO energy and the formal pancake bond order. We mentioned that previous high-level MR-AQCC/6-

31g(d) calculation predicted ˗17.2 kcal/mol SOMO energy for phenalenyl (1) with a single pancake bond (See

Ref. 1e in the main text). The DFT predicted correlation presented in Figure 5.4 (˗15.91 kcal/mol per bond) being

much closer to MR-AQCC value is more accurate than the CAS predicted one in Figure 5.S7 (˗24.5 kcal/mol per

bond), therefore we presented the DFT-based value in the main text. The reason for this overestimation of the

ESOMO by CAS is due to the different way electron correlation is included in the two methodologies. In CAS the

orbital relaxation includes some electron correlation for the singlet state that is absent in the high spin state,

leading to a relatively larger stabilization of the singlet and thus a larger SOMO-SOMO energy term. Note that

the trends are very similar, and this is the key point of this work.

S6. Basis set evaluation, comments on alternative density functionals and the calculation of the

approximate SOMO-SOMO energy.

Basis set evaluation: The basis set superposition error (BSSE) in intermolecular computations is widely

recognized. However, in order to treat large systems compromises are needed. One is the use of form of density

functional (DF), the other is to use practically useful basis sets. An important point in this respect is that on the

potential energy surfaces that include both σ- bonded and π-stacking dimers, the use of methods such as the Boys–

Bernardi counterpoise approach are not applicable because interactions that are intermolecular at one end of the

potential energy surface become intramolecular as the contact distances change. We have used a reasonably

accurate basis set for rather large systems with complex potential energy surfaces. While computations would be

difficult to do with much larger basis sets, we present below a comparison with full geometry optimizations for

the phenalenyl dimer, 12(stag) providing validation for the use of the 6-311G(d,p) basis.

Table 5.S6. Comparison between different basis set for 12(stag) using UM05-2X.

Basis set comparison for 12(stag) Eint (kcal mol-1) α-α distance (Å)a c-c distance (Å)a

6-31g(d) -10.71 3.085 3.137

6-31g(d,p) -10.77 3.082 3.136

6-31g+(d,p) -10.74 3.114 3.154

6-311G(d,p) -13.13 3.051 3.101

6-311+G(d,p) -13.17 3.059 3.107

6-311++G(2d,2p) -10.26 3.101 3.147

6-311++G(3df,3pd) -12.71 3.050 3.107

aRefer to Figure 5.S1 for the definition of α-α and central-central (c-c) carbon distances in 12(stag). In Figure

5.S1 we used 6-311G(d,p) and obtained 3.051 Å for α-α distance and for 3.101 for c-c distance.

Comments on alternative density functionals

The number of available density functionals (DFs) for intermolecular interactions is quite large. We have tested

over 50 DFs for their quality to adequately describe pancake bonding in phenalenyl, a system for which both

experiments and high level data are available (see main text for references). M05-2X was clearly superior to all

others, including +D methods when the following parameters were monitored: direct CC contact distances,

interaction energy and the SOMO-SOMO energy component as defined in this article.

SOMO-SOMO energy elaboration: It is desirable to obtain a separation of the SOMO-SOMO contribution and

the rest of the interaction energy.[9a] This SOMO-SOMO contribution is not dominated by dispersion in this case.

Equation (2) in the main text is an approximation that provides consistent data and is generally applicable across

various approaches including DFT or wave function methods for pancake bonded systems. The approximate

nature of this decomposition is mentioned below equations (1) and (2) in the manuscript. It has its limitations as

discussed for instance in ref.[1e] in the main text. Using this approximate energy decomposition, we arrive at a

surprisingly clear correlation between the formal bond order and the SOMO-SOMO binding energy (Figure 5.4),

which turns out to be quite substantial for the larger members of the series providing a relatively large driving

force for π-stacking as compared to vdW interactions. (See references [1c, 1e, 6, 9] of the main text for the

discussion in this paragraph.

S7. Cartesian coordinates of the converged geometries and the corresponding absolute energies (in hartrees).

2(monomer): UM052x/6-311G(d,p), -845.723662853 H C -1.408188000 -2.439023000 0.000000000 C -2.127367000 -1.233792000 0.000000000 C -3.541795000 -1.205432000 0.000000000 C -0.004795000 -2.459331000 0.000000000 C -1.416317000 0.000000000 0.000000000 C 0.000022000 0.000000000 0.000000000 C 0.708119000 -1.226595000 0.000000000 C 0.708119000 1.226595000 0.000000000 C -0.004795000 2.459331000 0.000000000 C -1.408188000 2.439023000 0.000000000 C -2.127367000 1.233792000 0.000000000 C -3.541795000 1.205432000 0.000000000 C -4.226280000 0.000000000 0.000000000 H -4.082784000 2.141656000 0.000000000 H -1.949607000 3.376086000 0.000000000 C 0.727052000 -3.670082000 0.000000000 C 2.113367000 -3.660246000 0.000000000 C 2.814719000 -2.464539000 0.000000000 C 2.132191000 -1.225505000 0.000000000 H 3.896023000 -2.464496000 0.000000000 C 2.132191000 1.225505000 0.000000000 C 2.816114000 0.000000000 0.000000000 H 3.898351000 0.000000000 0.000000000 C 2.814719000 2.464539000 0.000000000 C 2.113367000 3.660246000 0.000000000 C 0.727052000 3.670082000 0.000000000 H 3.896023000 2.464496000 0.000000000 H 0.186369000 4.606487000 0.000000000 H 2.654114000 4.596444000 0.000000000 H -5.307464000 0.000000000 0.000000000 H -4.082784000 -2.141656000 0.000000000 H -1.949607000 -3.376086000 0.000000000 H 0.186369000 -4.606487000 0.000000000 H 2.654114000 -4.596444000 0.000000000 22(slip-6): UM052x/6-311G(d,p), -1691.47853152 H C 1.599387000 0.001818000 -2.093321000 C 0.937035000 -1.221876000 -1.922684000 C 1.597151000 -2.463245000 -2.102016000 C 0.935560000 1.224646000 -1.922282000 C -0.431299000 -1.224359000 -1.529949000 C -1.112572000 0.000039000 -1.333545000 C -0.432802000 1.225323000 -1.529646000 C -2.465580000 -0.000849000 -0.906629000 C -3.143038000 -1.234917000 -0.694043000 C -2.449583000 -2.440258000 -0.898891000 C -1.112535000 -2.459847000 -1.322042000

C -0.406763000 -3.667661000 -1.519963000 C 0.921252000 -3.657664000 -1.924232000 H -0.925049000 -4.604357000 -1.366152000 H -2.962499000 -3.378644000 -0.732053000 C 1.594215000 2.466900000 -2.100908000 C 0.916896000 3.660442000 -1.922548000 C -0.411235000 3.668650000 -1.518631000 C -1.115599000 2.459887000 -1.321462000 H -0.930664000 4.604642000 -1.364421000 C -3.144628000 1.232282000 -0.693891000 C -2.452652000 2.438524000 -0.898485000 H -2.966691000 3.376257000 -0.731455000 C -4.484883000 1.203820000 -0.248253000 C -5.133489000 -0.002642000 -0.029789000 C -4.483316000 -1.208250000 -0.248368000 H -4.999911000 2.140290000 -0.081348000 H -4.997154000 -2.145404000 -0.081616000 H -6.160202000 -0.003331000 0.310181000 H 1.439640000 -4.594371000 -2.078381000 H 2.638636000 -2.457675000 -2.395253000 H 2.647847000 0.002487000 -2.365699000 H 2.635759000 2.462727000 -2.393964000 H 1.434238000 4.597833000 -2.076071000 C -1.599285000 -0.002575000 2.093586000 C -0.937300000 1.221317000 1.922930000 C -1.597651000 2.462496000 2.102684000 C -0.935174000 -1.225219000 1.922388000 C 0.431003000 1.224177000 1.530092000 C 1.112622000 -0.000033000 1.333690000 C 0.433166000 -1.225521000 1.529645000 C 2.465585000 0.001247000 0.906654000 C 3.142727000 1.235472000 0.694063000 C 2.448991000 2.440626000 0.899095000 C 1.111958000 2.459834000 1.322277000 C 0.405879000 3.667465000 1.520327000 C -0.922054000 3.657099000 1.924834000 H 0.923927000 4.604298000 1.366542000 H 2.961666000 3.379152000 0.732303000 C -1.593578000 -2.467609000 2.100916000 C -0.916000000 -3.660977000 1.922351000 C 0.412077000 -3.668824000 1.518260000 C 1.116199000 -2.459896000 1.321170000 H 0.931685000 -4.604690000 1.363872000 C 3.144858000 -1.231710000 0.693546000 C 2.453196000 -2.438159000 0.897996000 H 2.967460000 -3.375713000 0.730656000 C 4.485015000 -1.202892000 0.247644000 C 5.133318000 0.003745000 0.029232000

C 4.482921000 1.209174000 0.248128000 H 5.000210000 -2.139225000 0.080481000 H 4.996503000 2.146470000 0.081375000 H 6.159958000 0.004713000 -0.310955000 H -1.440604000 4.593660000 2.079318000 H -2.638884000 2.456614000 2.396798000 H -2.647633000 -0.003541000 2.366399000 H -2.635094000 -2.463692000 2.394065000 H -1.433100000 -4.598512000 2.075808000 22(slip-2): UM052x/6-311G(d,p), -1691.47346154 H C -0.591228000 2.437772000 -1.448810000 C 0.064634000 1.232373000 -1.747063000 C 1.383158000 1.204169000 -2.255330000 C -1.898087000 2.458636000 -0.937945000 C -0.602195000 -0.000435000 -1.495857000 C -1.918885000 -0.000004000 -0.973709000 C -2.569708000 1.226614000 -0.696278000 C -2.570486000 -1.226191000 -0.696217000 C -1.899571000 -2.458649000 -0.937637000 C -0.592676000 -2.438618000 -1.448433000 C 0.063874000 -1.233672000 -1.746973000 C 1.382325000 -1.206369000 -2.255452000 C 2.016602000 -0.001301000 -2.515116000 H 1.895866000 -2.143251000 -2.426570000 H -0.076498000 -3.374313000 -1.621818000 C -2.561081000 3.668579000 -0.625038000 C -3.846410000 3.659571000 -0.105776000 C -4.513613000 2.463938000 0.118598000 C -3.893515000 1.226513000 -0.167362000 H -5.518099000 2.465127000 0.519275000 C -3.894288000 -1.225219000 -0.167292000 C -4.532071000 0.000857000 0.078600000 H -5.537513000 0.001189000 0.479886000 C -4.515162000 -2.462236000 0.118752000 C -3.848673000 -3.658300000 -0.105451000 C -2.563306000 -3.668154000 -0.624601000 H -5.519667000 -2.462756000 0.519384000 H -2.052527000 -4.604711000 -0.803512000 H -4.340366000 -4.594049000 0.122210000 H 3.028963000 -0.001637000 -2.894179000 H 1.897396000 2.140710000 -2.426227000 H -0.074556000 3.373157000 -1.622409000 H -2.049772000 4.604806000 -0.804162000 H -4.337516000 4.595646000 0.121811000 C 0.591263000 -2.437734000 1.449207000 C -0.064645000 -1.232276000 1.747193000 C -1.383093000 -1.204007000 2.255641000

C 1.898096000 -2.458643000 0.938289000 C 0.602163000 0.000508000 1.495788000 C 1.918856000 0.000013000 0.973648000 C 2.569672000 -1.226635000 0.696373000 C 2.570436000 1.226160000 0.695931000 C 1.899587000 2.458655000 0.937360000 C 0.592750000 2.438706000 1.448307000 C -0.063848000 1.233782000 1.746872000 C -1.382341000 1.206523000 2.255242000 C -2.016567000 0.001495000 2.515198000 H -1.895962000 2.143422000 2.426025000 H 0.076659000 3.374449000 1.621720000 C 2.561152000 -3.668627000 0.625661000 C 3.846468000 -3.659678000 0.106364000 C 4.513605000 -2.464066000 -0.118300000 C 3.893466000 -1.226604000 0.167424000 H 5.518080000 -2.465291000 -0.519004000 C 3.894224000 1.225124000 0.166967000 C 4.532002000 -0.000984000 -0.078764000 H 5.537433000 -0.001375000 -0.480077000 C 4.515082000 2.462102000 -0.119269000 C 3.848631000 3.658200000 0.104875000 C 2.563322000 3.668121000 0.624168000 H 5.519556000 2.462571000 -0.519981000 H 2.052598000 4.604705000 0.803096000 H 4.340312000 4.593917000 -0.122936000 H -3.028935000 0.001873000 2.894240000 H -1.897313000 -2.140522000 2.426740000 H 0.074872000 -3.373089000 1.623792000 H 2.049879000 -4.604835000 0.804983000 H 4.337610000 -4.595784000 -0.121017000 22(ecl): UM052x/6-311G(d,p), -1691.46902350 H C 1.259150000 2.428490000 1.748168000 C -0.142186000 2.460470000 1.688025000 C -0.862948000 3.676583000 1.644328000 C 1.967003000 1.218584000 1.805125000 C -0.864289000 1.233664000 1.656142000 C -0.167269000 0.001724000 1.699754000 C 1.247030000 -0.009287000 1.772723000 C -0.883483000 -1.219190000 1.656697000 C -2.304957000 -1.207133000 1.573421000 C -2.976662000 0.023571000 1.520730000 C -2.285765000 1.243650000 1.573472000 C -2.956360000 2.488146000 1.532402000 C -2.247163000 3.677643000 1.581896000 H -4.036448000 2.496847000 1.472898000 H -4.057443000 0.032022000 1.454953000

C 3.378829000 1.179025000 1.878738000 C 4.051546000 -0.031199000 1.927528000 C 3.360022000 -1.230773000 1.880055000 C 1.947704000 -1.248203000 1.806446000 H 3.892991000 -2.171518000 1.907818000 C -0.180675000 -2.457066000 1.689815000 C 1.220946000 -2.446944000 1.750551000 H 1.754848000 -3.388526000 1.771846000 C -0.920459000 -3.661887000 1.646044000 C -2.304392000 -3.641430000 1.581991000 C -2.994948000 -2.440967000 1.531933000 H -0.387425000 -4.602547000 1.673444000 H -4.075011000 -2.432821000 1.471599000 H -2.851693000 -4.573689000 1.550943000 H -2.779797000 4.618313000 1.551332000 H -0.315217000 4.608858000 1.671028000 H 1.807763000 3.361631000 1.769039000 H 3.926546000 2.111316000 1.905396000 H 5.131566000 -0.039643000 1.983272000 C 1.589528000 2.425643000 -1.595108000 C 0.189784000 2.457171000 -1.689322000 C -0.532228000 3.672684000 -1.726369000 C 2.299684000 1.215868000 -1.571826000 C -0.530771000 1.230002000 -1.734097000 C 0.167151000 -0.001708000 -1.699306000 C 1.580945000 -0.012481000 -1.616637000 C -0.549485000 -1.222624000 -1.733968000 C -1.971624000 -1.210688000 -1.806268000 C -2.645246000 0.019589000 -1.827921000 C -1.952894000 1.239502000 -1.806567000 C -2.625091000 2.483237000 -1.841179000 C -1.915220000 3.672660000 -1.813971000 H -3.705155000 2.491232000 -1.897954000 H -3.726671000 0.027898000 -1.878604000 C 3.711344000 1.176327000 -1.490769000 C 4.386092000 -0.033794000 -1.466106000 C 3.693130000 -1.233490000 -1.490900000 C 2.280998000 -1.251542000 -1.571768000 H 4.226253000 -2.174098000 -1.460083000 C 0.152397000 -2.460491000 -1.689187000 C 1.552443000 -2.450355000 -1.595451000 H 2.085555000 -3.391918000 -1.557649000 C -0.588219000 -3.664925000 -1.725548000 C -1.970982000 -3.644060000 -1.812786000 C -2.662777000 -2.444002000 -1.840412000 H -0.055653000 -4.605813000 -1.693964000 H -3.742850000 -2.435474000 -1.897234000 H -2.518219000 -4.576450000 -1.840166000

H -2.448171000 4.613224000 -1.841849000 H 0.014674000 4.605404000 -1.694849000 H 2.137047000 3.358980000 -1.557468000 H 4.258705000 2.108762000 -1.459877000 H 5.465998000 -0.041967000 -1.406976000 22(stag): UM052x/6-311G(d,p), -1691.47431911 H C -1.337856000 -2.473099000 -1.634683000 C -2.091455000 -1.289681000 -1.638742000 C -3.505721000 -1.302919000 -1.630855000 C 0.065077000 -2.452694000 -1.640845000 C -1.416891000 -0.036017000 -1.637277000 C -0.001205000 0.004861000 -1.638369000 C 0.742307000 -1.200437000 -1.639489000 C 0.671294000 1.251617000 -1.635739000 C -0.077329000 2.462201000 -1.633323000 C -1.479053000 2.401509000 -1.627423000 C -2.162830000 1.176244000 -1.634592000 C -3.575440000 1.108076000 -1.626662000 C -4.225297000 -0.117311000 -1.626059000 H -4.141299000 2.029710000 -1.622065000 H -2.046768000 3.322400000 -1.610344000 C 0.830948000 -3.641671000 -1.636306000 C 2.217012000 -3.591661000 -1.634401000 C 2.884166000 -2.375582000 -1.634710000 C 2.165131000 -1.157774000 -1.639292000 H 3.965127000 -2.341641000 -1.632303000 C 2.094206000 1.291182000 -1.635429000 C 2.813598000 0.086635000 -1.631742000 H 3.895012000 0.118628000 -1.616342000 C 2.741382000 2.548850000 -1.626281000 C 2.004722000 3.723984000 -1.621736000 C 0.618145000 3.693777000 -1.624308000 H 3.822501000 2.578842000 -1.623399000 H 0.048839000 4.613308000 -1.620371000 H 2.517890000 4.676231000 -1.618984000 H -5.306469000 -0.149004000 -1.624653000 H -4.017400000 -2.255816000 -1.629499000 H -1.851156000 -3.425533000 -1.621046000 H 0.316353000 -4.593015000 -1.635494000 H 2.784896000 -4.512195000 -1.635437000 C 1.332165000 2.476266000 1.634059000 C 2.088524000 1.294566000 1.637970000 C 3.502774000 1.311078000 1.630650000 C -0.070721000 2.452527000 1.640517000 C 1.416809000 0.039326000 1.636700000 C 0.001210000 -0.004870000 1.638048000 C -0.745097000 1.198703000 1.639226000

C -0.668436000 -1.253187000 1.635704000 C 0.082970000 -2.462039000 1.633283000 C 1.484578000 -2.398073000 1.627084000 C 2.165538000 -1.171239000 1.634172000 C 3.577984000 -1.099743000 1.626616000 C 4.225040000 0.127109000 1.626229000 H 4.145959000 -2.020075000 1.622251000 H 2.054367000 -3.317691000 1.610065000 C -0.839432000 3.639674000 1.636012000 C -2.225372000 3.586453000 1.634677000 C -2.889723000 2.368840000 1.635178000 C -2.167817000 1.152753000 1.639281000 H -3.970605000 2.332384000 1.633303000 C -2.091219000 -1.296011000 1.635830000 C -2.813391000 -0.093171000 1.631737000 H -3.894732000 -0.127643000 1.616503000 C -2.735491000 -2.555160000 1.627097000 C -1.996150000 -3.728635000 1.622789000 C -0.609622000 -3.695251000 1.624790000 H -3.816555000 -2.587597000 1.624146000 H -0.038207000 -4.613457000 1.621080000 H -2.507194000 -4.682028000 1.620415000 H 5.306134000 0.161212000 1.625059000 H 4.012259000 2.265129000 1.629469000 H 1.843270000 3.429902000 1.620304000 H -0.327074000 4.592229000 1.635012000 H -2.795341000 4.505693000 1.636017000 22(stag-twist): UM052x/6-311G(d,p), -1691.47714763 H C 1.943471000 2.036671000 -1.619600000 C 2.357281000 0.696781000 -1.618265000 C 3.724208000 0.335160000 -1.569012000 C 0.584047000 2.384955000 -1.621368000 C 1.377760000 -0.335874000 -1.632370000 C 0.001205000 -0.003692000 -1.643560000 C -0.399338000 1.354485000 -1.634230000 C -0.975170000 -1.029616000 -1.632197000 C -0.570710000 -2.394008000 -1.617822000 C 0.796708000 -2.705427000 -1.617366000 C 1.778379000 -1.702293000 -1.619144000 C 3.158902000 -2.008369000 -1.583268000 C 4.107593000 -0.997086000 -1.558618000 H 3.461775000 -3.046173000 -1.574015000 H 1.103106000 -3.742842000 -1.602953000 C 0.157935000 3.733276000 -1.587246000 C -1.192173000 4.049244000 -1.565324000 C -2.154121000 3.051569000 -1.575432000 C -1.783185000 1.687008000 -1.622234000

H -3.206006000 3.304413000 -1.555584000 C -2.358966000 -0.692919000 -1.621676000 C -2.737003000 0.658629000 -1.622629000 H -3.788825000 0.912446000 -1.611362000 C -3.314521000 -1.735548000 -1.585854000 C -2.912899000 -3.063131000 -1.562592000 C -1.567622000 -3.397344000 -1.569521000 H -4.365014000 -1.479013000 -1.577858000 H -1.260774000 -4.434447000 -1.547974000 H -3.658145000 -3.846835000 -1.534169000 H 5.158760000 -1.250645000 -1.529242000 H 4.469090000 1.119815000 -1.548889000 H 2.688374000 2.821421000 -1.606022000 H 0.904876000 4.515261000 -1.577020000 H -1.497831000 5.086374000 -1.536656000 C -1.347497000 -2.470001000 1.621564000 C -2.095979000 -1.283007000 1.621439000 C -3.509910000 -1.291696000 1.587360000 C 0.054735000 -2.453812000 1.622310000 C -1.416535000 -0.031321000 1.631749000 C -0.000982000 0.003603000 1.642179000 C 0.737333000 -1.205018000 1.633724000 C 0.676518000 1.246856000 1.629881000 C -0.067932000 2.461120000 1.616019000 C -1.470436000 2.406939000 1.616298000 C -2.157090000 1.183988000 1.618170000 C -3.569739000 1.118111000 1.571903000 C -4.224696000 -0.103469000 1.563930000 H -4.132609000 2.042065000 1.551910000 H -2.033398000 3.330997000 1.602868000 C 0.817609000 -3.644563000 1.577990000 C 2.203090000 -3.601177000 1.570054000 C 2.875185000 -2.387977000 1.589511000 C 2.161000000 -1.167269000 1.622495000 H 3.956052000 -2.358554000 1.580126000 C 2.099423000 1.280468000 1.616899000 C 2.815297000 0.074546000 1.619566000 H 3.896913000 0.100772000 1.607154000 C 2.748875000 2.536688000 1.568128000 C 2.018326000 3.714416000 1.556603000 C 0.631976000 3.689721000 1.579173000 H 3.830343000 2.562762000 1.548299000 H 0.066479000 4.611484000 1.569441000 H 2.535786000 4.663841000 1.527011000 H -5.305651000 -0.130598000 1.536244000 H -4.024868000 -2.242371000 1.578818000 H -1.865892000 -3.419570000 1.610184000 H 0.298969000 -4.593894000 1.559786000

H 2.766391000 -4.524414000 1.544201000 22(open-edge): UM052x/6-311G(d,p), -1691.46052562 H C -1.440467000 0.545346000 0.000000000 C -1.235959000 1.200158000 1.226379000 C -1.471228000 0.559684000 2.462784000 C -1.235959000 1.200158000 -1.226379000 C -0.755359000 2.540464000 1.227515000 C -0.507572000 3.205059000 0.000000000 C -0.755359000 2.540464000 -1.227515000 C -0.021728000 4.534289000 0.000000000 C 0.219434000 5.203425000 1.234449000 C -0.039227000 4.531942000 2.439394000 C -0.525553000 3.216064000 2.459989000 C -0.800400000 2.535574000 3.672024000 C -1.267390000 1.233918000 3.660915000 H -0.637487000 3.052157000 4.608125000 H 0.136956000 5.043841000 3.376589000 C -1.471228000 0.559684000 -2.462784000 C -1.267390000 1.233918000 -3.660915000 C -0.800400000 2.535574000 -3.672024000 C -0.525553000 3.216064000 -2.459989000 H -0.637487000 3.052157000 -4.608125000 C 0.219434000 5.203425000 -1.234449000 C -0.039227000 4.531942000 -2.439394000 H 0.136956000 5.043841000 -3.376589000 C 0.708909000 6.530483000 -1.205526000 C 0.946929000 7.172119000 0.000000000 C 0.708909000 6.530483000 1.205526000 H 0.893023000 7.039217000 -2.141734000 H 0.893023000 7.039217000 2.141734000 H 1.320296000 8.186811000 0.000000000 H -1.461139000 0.725198000 4.595171000 H -1.809377000 -0.467924000 2.463646000 H -1.781158000 -0.482505000 0.000000000 H -1.809377000 -0.467924000 -2.463646000 H -1.461139000 0.725198000 -4.595171000 C 1.440467000 -0.545346000 0.000000000 C 1.235959000 -1.200158000 -1.226379000 C 1.471228000 -0.559684000 -2.462784000 C 1.235959000 -1.200158000 1.226379000 C 0.755359000 -2.540464000 -1.227515000 C 0.507572000 -3.205059000 0.000000000 C 0.755359000 -2.540464000 1.227515000 C 0.021728000 -4.534289000 0.000000000 C -0.219434000 -5.203425000 -1.234449000 C 0.039227000 -4.531942000 -2.439394000 C 0.525553000 -3.216064000 -2.459989000

C 0.800400000 -2.535574000 -3.672024000 C 1.267390000 -1.233918000 -3.660915000 H 0.637487000 -3.052157000 -4.608125000 H -0.136956000 -5.043841000 -3.376589000 C 1.471228000 -0.559684000 2.462784000 C 1.267390000 -1.233918000 3.660915000 C 0.800400000 -2.535574000 3.672024000 C 0.525553000 -3.216064000 2.459989000 H 0.637487000 -3.052157000 4.608125000 C -0.219434000 -5.203425000 1.234449000 C 0.039227000 -4.531942000 2.439394000 H -0.136956000 -5.043841000 3.376589000 C -0.708909000 -6.530483000 1.205526000 C -0.946929000 -7.172119000 0.000000000 C -0.708909000 -6.530483000 -1.205526000 H -0.893023000 -7.039217000 2.141734000 H -0.893023000 -7.039217000 -2.141734000 H -1.320296000 -8.186811000 0.000000000 H 1.461139000 -0.725198000 -4.595171000 H 1.809377000 0.467924000 -2.463646000 H 1.781158000 0.482505000 0.000000000 H 1.809377000 0.467924000 2.463646000 H 1.461139000 -0.725198000 4.595171000 3 (monomer): UM052x/6-311G(d,p), -1266.82784178 H C 3.526605000 1.227624000 0.000000000 C 2.845694000 0.000000000 0.000000000 C 1.413905000 0.000000000 0.000000000 C 0.707620000 1.225519000 0.000000000 C 1.417291000 2.454814000 0.000000000 C 2.840350000 2.453698000 0.000000000 C 0.707620000 -1.225519000 0.000000000 C -0.706903000 1.224485000 0.000000000 C -1.414996000 0.000000000 0.000000000 C -0.706903000 -1.224485000 0.000000000 C -2.834483000 0.000000000 0.000000000 C -3.545018000 1.232904000 0.000000000 C -2.826499000 2.440401000 0.000000000 C -1.422770000 2.464361000 0.000000000 C -0.700219000 3.668040000 0.000000000 C 0.704835000 3.686639000 0.000000000 H -1.239813000 4.605976000 0.000000000 H 4.608686000 1.229628000 0.000000000 H -3.369558000 3.376346000 0.000000000 C 3.526605000 -1.227624000 0.000000000 C 2.840350000 -2.453698000 0.000000000 C 1.417291000 -2.454814000 0.000000000

H 4.608686000 -1.229629000 0.000000000 C 0.704836000 -3.686639000 0.000000000 C -0.700219000 -3.668040000 0.000000000 C -1.422770000 -2.464361000 0.000000000 H -1.239813000 -4.605976000 0.000000000 C -3.545018000 -1.232904000 0.000000000 C -2.826498000 -2.440402000 0.000000000 H -3.369558000 -3.376346000 0.000000000 C 3.522805000 -3.691408000 0.000000000 C 2.821891000 -4.887443000 0.000000000 C 1.435506000 -4.896694000 0.000000000 H 0.894572000 -5.832971000 0.000000000 H 4.604125000 -3.691121000 0.000000000 C -4.958267000 -1.205197000 0.000000000 C -5.643284000 0.000000000 0.000000000 C -4.958267000 1.205196000 0.000000000 H -5.499005000 -2.141581000 0.000000000 H -5.499005000 2.141581000 0.000000000 H 3.362591000 -5.823612000 0.000000000 H -6.724420000 0.000000000 0.000000000 C 1.435506000 4.896694000 0.000000000 C 2.821891000 4.887443000 0.000000000 C 3.522805000 3.691408000 0.000000000 H 4.604125000 3.691121000 0.000000000 H 3.362591000 5.823612000 0.000000000 H 0.894572000 5.832971000 0.000000000 32(stag): UM052x/6-311G(d,p), -2533.70356130 H C -4.428309000 1.228784000 0.836371000 C -3.762196000 0.002237000 0.974774000 C -2.351519000 0.001112000 1.226525000 C -1.655610000 1.225764000 1.348748000 C -2.349625000 2.456258000 1.196763000 C -3.750394000 2.456472000 0.946523000 C -1.657469000 -1.224642000 1.348325000 C -0.261508000 1.223728000 1.583741000 C 0.433877000 -0.001105000 1.712307000 C -0.263391000 -1.224834000 1.583512000 C 1.835289000 -0.002218000 1.937544000 C 2.538726000 1.230235000 2.044643000 C 1.835680000 2.438240000 1.899911000 C 0.449605000 2.462883000 1.685347000 C -0.256579000 3.666670000 1.529468000 C -1.642711000 3.687521000 1.296885000 H 0.283438000 4.602789000 1.591637000 H -5.492276000 1.230024000 0.638417000 H 2.377532000 3.374168000 1.954512000 C -4.430158000 -1.223245000 0.835863000

C -3.754093000 -2.452000000 0.945508000 C -2.353347000 -2.454014000 1.195861000 H -5.494124000 -1.222812000 0.637897000 C -1.648309000 -3.686389000 1.295576000 C -0.262197000 -3.667746000 1.528471000 C 0.445822000 -2.465098000 1.684855000 H 0.276368000 -4.604710000 1.590516000 C 2.536757000 -1.235764000 2.044848000 C 1.831870000 -2.442665000 1.899859000 H 2.372268000 -3.379429000 1.954482000 C -4.419268000 -3.686032000 0.779886000 C -3.723000000 -4.883118000 0.865027000 C -2.359948000 -4.894016000 1.119892000 H -1.824224000 -5.831040000 1.192116000 H -5.483558000 -3.684278000 0.586472000 C 3.932452000 -1.208363000 2.268457000 C 4.607164000 -0.004371000 2.397384000 C 3.934401000 1.200675000 2.268065000 H 4.463104000 -2.147748000 2.347410000 H 4.466552000 2.139238000 2.346655000 H -4.250253000 -5.818455000 0.736583000 H 5.673530000 -0.005196000 2.578527000 C -2.352533000 4.896292000 1.121742000 C -3.715626000 4.887571000 0.867020000 C -4.413713000 3.691577000 0.781425000 H -5.478014000 3.691499000 0.588070000 H -4.241478000 5.823759000 0.738986000 H -1.815378000 5.832478000 1.194233000 C 4.428618000 -1.227983000 -0.836566000 C 3.762260000 -0.001615000 -0.975142000 C 2.351575000 -0.000790000 -1.226831000 C 1.655890000 -1.225596000 -1.348824000 C 2.350120000 -2.455919000 -1.196579000 C 3.750875000 -2.455816000 -0.946255000 C 1.657239000 1.224802000 -1.348538000 C 0.261794000 -1.223892000 -1.583918000 C -0.433878000 0.000780000 -1.712308000 C 0.263129000 1.224669000 -1.583507000 C -1.835303000 0.001564000 -1.937467000 C -2.538404000 -1.231045000 -2.044954000 C -1.835113000 -2.438879000 -1.900184000 C -0.449058000 -2.463210000 -1.685358000 C 0.257330000 -3.666829000 -1.529165000 C 1.643435000 -3.687350000 -1.296342000 H -0.282487000 -4.603066000 -1.591262000 H 5.492575000 -1.229008000 -0.638567000 H -2.376699000 -3.374945000 -1.955036000 C 4.430011000 1.224035000 -0.836499000

C 3.753671000 2.452624000 -0.946112000 C 2.352871000 2.454331000 -1.196230000 H 5.494015000 1.223827000 -0.638747000 C 1.647537000 3.686544000 -1.295778000 C 0.261366000 3.667580000 -1.528346000 C -0.446374000 2.464770000 -1.684691000 H -0.277432000 4.604420000 -1.590216000 C -2.537094000 1.234955000 -2.044474000 C -1.832477000 2.441992000 -1.899372000 H -2.373053000 3.378652000 -1.953996000 C 4.418588000 3.686811000 -0.780566000 C 3.722026000 4.883736000 -0.865529000 C 2.358924000 4.894326000 -1.120157000 H 1.822962000 5.831228000 -1.192208000 H 5.482907000 3.685292000 -0.587305000 C -3.932779000 1.207248000 -2.268136000 C -4.607114000 0.003112000 -2.397795000 C -3.934056000 -1.201774000 -2.268676000 H -4.463674000 2.146522000 -2.346774000 H -4.465923000 -2.140466000 -2.347695000 H 4.249078000 5.819192000 -0.737120000 H -5.673453000 0.003707000 -2.579094000 C 2.353422000 -4.895938000 -1.120662000 C 3.716488000 -4.886896000 -0.865766000 C 4.414368000 -3.690754000 -0.780610000 H 5.478653000 -3.690425000 -0.587155000 H 4.242471000 -5.822945000 -0.737264000 H 1.816413000 -5.832233000 -1.192828000 32(eclipsed): UM052x/6-311G(d,p), -2533.67276964 H C 0.680800000000 -3.664232000000 1.457366000000 C 1.410954000000 -2.469211000000 1.539123000000 C 0.700999000000 -1.226570000000 1.613838000000 C -0.712765000000 -1.221761000000 1.629523000000 C -1.427870000000 -2.447219000000 1.587075000000 C -0.721091000000 -3.681038000000 1.556513000000 C 1.414552000000 -0.006313000000 1.631236000000 C -1.412969000000 0.006601000000 1.612973000000 C -0.701726000000 1.228431000000 1.631858000000 C 0.711936000000 1.220824000000 1.614466000000 C -1.405717000000 2.460769000000 1.591451000000 C -2.827418000000 2.464979000000 1.557658000000 C -3.513543000000 1.242074000000 1.454075000000 C -2.843697000000 0.012657000000 1.534599000000 C -3.524541000000 -1.211072000000 1.450193000000 C -2.849536000000 -2.439852000000 1.553364000000 H -4.606753000000 -1.208798000000 1.409794000000 H 1.215533000000 -4.605360000000 1.418217000000

H -4.595744000000 1.248645000000 1.413496000000 C 2.811017000000 -2.447595000000 1.461442000000 C 3.537555000000 -1.248214000000 1.560540000000 C 2.833455000000 -0.012792000000 1.590588000000 H 3.349622000000 -3.386541000000 1.422268000000 C 3.548555000000 1.215732000000 1.553686000000 C 2.832561000000 2.421393000000 1.448326000000 C 1.433018000000 2.456533000000 1.533506000000 H 3.379831000000 3.354816000000 1.404480000000 C -0.687783000000 3.688051000000 1.556412000000 C 0.714067000000 3.658032000000 1.451539000000 H 1.257554000000 4.593737000000 1.408754000000 C 4.948902000000 -1.226330000000 1.549581000000 C 5.636968000000 -0.025407000000 1.592351000000 C 4.959056000000 1.181777000000 1.543516000000 H 5.503786000000 2.116426000000 1.538613000000 H 5.485951000000 -2.165872000000 1.549338000000 C -1.412073000000 4.899140000000 1.546015000000 C -2.796623000000 4.894352000000 1.591331000000 C -3.503348000000 3.704107000000 1.546782000000 H -0.867617000000 5.834069000000 1.542140000000 H -4.585282000000 3.708827000000 1.544190000000 H 6.718573000000 -0.029636000000 1.602264000000 H -3.333119000000 5.833758000000 1.600627000000 C -3.536543000000 -3.672600000000 1.543573000000 C -2.840477000000 -4.868996000000 1.591674000000 C -1.456454000000 -4.885729000000 1.546718000000 H -0.920011000000 -5.825531000000 1.546451000000 H -3.385141000000 -5.803351000000 1.602161000000 H -4.618499000000 -3.668309000000 1.540557000000 C 0.680800000000 -3.664232000000 -1.457366000000 C 1.410954000000 -2.469211000000 -1.539123000000 C 0.700999000000 -1.226570000000 -1.613838000000 C -0.712765000000 -1.221761000000 -1.629523000000 C -1.427870000000 -2.447219000000 -1.587075000000 C -0.721091000000 -3.681038000000 -1.556513000000 C 1.414552000000 -0.006313000000 -1.631236000000 C -1.412969000000 0.006601000000 -1.612973000000 C -0.701726000000 1.228431000000 -1.631858000000 C 0.711936000000 1.220824000000 -1.614466000000 C -1.405717000000 2.460769000000 -1.591451000000 C -2.827418000000 2.464979000000 -1.557658000000 C -3.513543000000 1.242074000000 -1.454075000000 C -2.843697000000 0.012657000000 -1.534599000000 C -3.524541000000 -1.211072000000 -1.450193000000 C -2.849536000000 -2.439852000000 -1.553364000000 H -4.606753000000 -1.208798000000 -1.409794000000 H 1.215533000000 -4.605360000000 -1.418217000000

H -4.595744000000 1.248645000000 -1.413496000000 C 2.811017000000 -2.447595000000 -1.461442000000 C 3.537555000000 -1.248214000000 -1.560540000000 C 2.833455000000 -0.012792000000 -1.590588000000 H 3.349622000000 -3.386541000000 -1.422268000000 C 3.548555000000 1.215732000000 -1.553686000000 C 2.832561000000 2.421393000000 -1.448326000000 C 1.433018000000 2.456533000000 -1.533506000000 H 3.379831000000 3.354816000000 -1.404480000000 C -0.687783000000 3.688051000000 -1.556412000000 C 0.714067000000 3.658032000000 -1.451539000000 H 1.257554000000 4.593737000000 -1.408754000000 C 4.948902000000 -1.226330000000 -1.549581000000 C 5.636968000000 -0.025407000000 -1.592351000000 C 4.959056000000 1.181777000000 -1.543516000000 H 5.503786000000 2.116426000000 -1.538613000000 H 5.485951000000 -2.165872000000 -1.549338000000 C -1.412073000000 4.899140000000 -1.546015000000 C -2.796623000000 4.894352000000 -1.591331000000 C -3.503348000000 3.704107000000 -1.546782000000 H -0.867617000000 5.834069000000 -1.542140000000 H -4.585282000000 3.708827000000 -1.544190000000 H 6.718573000000 -0.029636000000 -1.602264000000 H -3.333119000000 5.833758000000 -1.600627000000 C -3.536543000000 -3.672600000000 -1.543573000000 C -2.840477000000 -4.868996000000 -1.591674000000 C -1.456454000000 -4.885729000000 -1.546718000000 H -0.920011000000 -5.825531000000 -1.546451000000 H -3.385141000000 -5.803351000000 -1.602161000000 H -4.618499000000 -3.668309000000 -1.540557000000 32(open-edge): UM052x/6-311G(d,p), -2533.67530964 H C 1.591009000000 6.413430000000 2.436380000000 C 1.586170000000 5.009624000000 2.462839000000 C 1.570229000000 4.292252000000 1.223593000000 C 1.573478000000 4.999008000000 -0.002048000000 C 1.583379000000 6.418227000000 -0.004127000000 C 1.587793000000 7.130316000000 1.228092000000 C 1.556343000000 2.878206000000 1.226698000000 C 1.572059000000 4.288981000000 -1.225779000000 C 1.557895000000 2.875010000000 -1.224745000000 C 1.542025000000 2.169363000000 0.001949000000 C 1.566116000000 2.162704000000 -2.454083000000 C 1.599718000000 2.873662000000 -3.686325000000 C 1.606709000000 4.278335000000 -3.669429000000 C 1.590036000000 5.002915000000 -2.467110000000 C 1.595174000000 6.406803000000 -2.444711000000 C 1.589999000000 7.126908000000 -1.238422000000

H 1.605812000000 6.948071000000 -3.381661000000 H 1.600044000000 6.957268000000 3.371776000000 H 1.628389000000 4.816329000000 -4.608178000000 C 1.601416000000 4.288470000000 3.667274000000 C 1.595174000000 2.883839000000 3.688427000000 C 1.563383000000 2.169333000000 2.458162000000 H 1.621668000000 4.829158000000 4.604394000000 C 1.541287000000 0.747123000000 2.459204000000 C 1.483783000000 0.058322000000 1.231967000000 C 1.516270000000 0.737848000000 0.004152000000 H 1.447430000000 -1.023938000000 1.235662000000 C 1.543141000000 0.740520000000 -2.450846000000 C 1.484267000000 0.054989000000 -1.221769000000 H 1.447329000000 -1.027247000000 -1.222964000000 C 1.622063000000 2.152845000000 4.900233000000 C 1.602097000000 0.770453000000 4.891727000000 C 1.546878000000 0.066019000000 3.694144000000 H 1.502576000000 -1.015022000000 3.696271000000 H 1.657851000000 2.695009000000 5.835346000000 C 1.549111000000 0.056077000000 -3.683728000000 C 1.606092000000 0.756910000000 -4.883199000000 C 1.627359000000 2.139053000000 -4.895928000000 H 1.503456000000 -1.024966000000 -3.682932000000 H 1.664487000000 2.678535000000 -5.832649000000 H 1.613169000000 0.227605000000 5.826826000000 H 1.617387000000 0.211075000000 -5.816420000000 C 1.595174000000 8.540347000000 -1.212415000000 C 1.595716000000 9.227039000000 -0.008147000000 C 1.592944000000 8.543678000000 1.198003000000 H 1.595384000000 9.085358000000 2.133765000000 H 1.599624000000 10.308248000000 -0.009642000000 H 1.599319000000 9.079391000000 -2.149782000000 C -1.595174000000 -6.406803000000 -2.444711000000 C -1.590036000000 -5.002915000000 -2.467110000000 C -1.572059000000 -4.288981000000 -1.225779000000 C -1.573478000000 -4.999008000000 -0.002048000000 C -1.583379000000 -6.418227000000 -0.004127000000 C -1.589999000000 -7.126908000000 -1.238422000000 C -1.557895000000 -2.875010000000 -1.224745000000 C -1.570229000000 -4.292252000000 1.223593000000 C -1.556343000000 -2.878206000000 1.226698000000 C -1.542025000000 -2.169363000000 0.001949000000 C -1.563383000000 -2.169333000000 2.458162000000 C -1.595174000000 -2.883839000000 3.688427000000 C -1.601416000000 -4.288470000000 3.667274000000 C -1.586170000000 -5.009624000000 2.462839000000 C -1.591009000000 -6.413430000000 2.436380000000 C -1.587793000000 -7.130316000000 1.228092000000

H -1.600044000000 -6.957268000000 3.371776000000 H -1.605812000000 -6.948071000000 -3.381661000000 H -1.621668000000 -4.829158000000 4.604394000000 C -1.606709000000 -4.278335000000 -3.669429000000 C -1.599718000000 -2.873662000000 -3.686325000000 C -1.566116000000 -2.162704000000 -2.454083000000 H -1.628389000000 -4.816329000000 -4.608178000000 C -1.543141000000 -0.740520000000 -2.450846000000 C -1.484267000000 -0.054989000000 -1.221769000000 C -1.516270000000 -0.737848000000 0.004152000000 H -1.447329000000 1.027247000000 -1.222964000000 C -1.541287000000 -0.747123000000 2.459204000000 C -1.483783000000 -0.058322000000 1.231967000000 H -1.447430000000 1.023938000000 1.235662000000 C -1.627359000000 -2.139053000000 -4.895928000000 C -1.606092000000 -0.756910000000 -4.883199000000 C -1.549111000000 -0.056077000000 -3.683728000000 H -1.503456000000 1.024966000000 -3.682932000000 H -1.664487000000 -2.678535000000 -5.832649000000 C -1.546878000000 -0.066019000000 3.694144000000 C -1.602097000000 -0.770453000000 4.891727000000 C -1.622063000000 -2.152845000000 4.900233000000 H -1.502576000000 1.015022000000 3.696271000000 H -1.657851000000 -2.695009000000 5.835346000000 H -1.617387000000 -0.211075000000 -5.816420000000 H -1.613169000000 -0.227605000000 5.826826000000 C -1.592944000000 -8.543678000000 1.198003000000 C -1.595716000000 -9.227039000000 -0.008147000000 C -1.595174000000 -8.540347000000 -1.212415000000 H -1.599319000000 -9.079391000000 -2.149782000000 H -1.599624000000 -10.308248000000 -0.009642000000 H -1.595384000000 -9.085358000000 2.133765000000 32(sigma): M052x/6-311G(d,p), -2533.70711308 C 4.509590000000 1.121024000000 -1.104683000000 C 3.797497000000 -0.087367000000 -1.173363000000 C 2.365843000000 -0.045617000000 -1.279351000000 C 1.700807000000 1.197964000000 -1.292752000000 C 2.424805000000 2.383488000000 -1.127063000000 C 3.855401000000 2.344117000000 -1.069805000000 C 1.630203000000 -1.249384000000 -1.320375000000 C 0.264001000000 1.244910000000 -1.496506000000 C -0.451557000000 0.039124000000 -1.710383000000 C 0.193045000000 -1.211687000000 -1.517360000000 C -1.855126000000 0.077480000000 -1.850793000000 C -2.538988000000 1.312400000000 -1.766661000000 C -1.807781000000 2.476974000000 -1.636495000000 C -0.421443000000 2.449369000000 -1.415548000000

C 0.255073000000 3.629502000000 -0.767987000000 C 1.745131000000 3.633727000000 -0.972916000000 H -0.177775000000 4.562111000000 -1.133825000000 H 5.590774000000 1.093099000000 -1.049693000000 H -2.330553000000 3.423089000000 -1.554699000000 C 4.439844000000 -1.335627000000 -1.141604000000 C 3.717717000000 -2.520457000000 -1.139284000000 C 2.287024000000 -2.477615000000 -1.188133000000 H 5.520997000000 -1.370197000000 -1.089375000000 C 1.537394000000 -3.689118000000 -1.058753000000 C 0.052530000000 -3.602275000000 -0.826828000000 C -0.563274000000 -2.374791000000 -1.445762000000 H -0.438769000000 -4.499714000000 -1.206902000000 C -2.582435000000 -1.137646000000 -1.988092000000 C -1.927615000000 -2.336292000000 -1.779815000000 H -2.493998000000 -3.260825000000 -1.795054000000 C 4.356647000000 -3.797270000000 -1.059275000000 C 3.619672000000 -4.937861000000 -1.006547000000 C 2.196530000000 -4.882480000000 -0.992109000000 H 1.630736000000 -5.801773000000 -0.900261000000 H 5.438011000000 -3.833843000000 -1.040407000000 C -4.010894000000 -1.050520000000 -2.262972000000 C -4.681151000000 0.093804000000 -2.080421000000 C -4.011966000000 1.287623000000 -1.488141000000 H -4.517066000000 -1.943455000000 -2.608369000000 H -4.482673000000 2.215194000000 -1.813910000000 H 4.110439000000 -5.900075000000 -0.955660000000 H -5.745192000000 0.144831000000 -2.274131000000 C 2.471492000000 4.784421000000 -0.866660000000 C 3.895381000000 4.758574000000 -0.868124000000 C 4.565798000000 3.579194000000 -0.949133000000 H 5.647324000000 3.552984000000 -0.922840000000 H 4.440063000000 5.689092000000 -0.785931000000 H 1.958000000000 5.731631000000 -0.753938000000 C -4.429910000000 -1.111191000000 0.835461000000 C -3.713875000000 0.042340000000 0.757525000000 C -2.312816000000 0.030581000000 1.083921000000 C -1.653200000000 -1.198131000000 1.230741000000 C -2.387315000000 -2.423747000000 1.109110000000 C -3.793554000000 -2.379623000000 1.032500000000 C -1.589878000000 1.239352000000 1.175468000000 C -0.263848000000 -1.229300000000 1.473514000000 C 0.428005000000 -0.027590000000 1.686925000000 C -0.228107000000 1.212309000000 1.468961000000 C 1.804614000000 -0.057816000000 2.029732000000 C 2.464436000000 -1.301578000000 2.172145000000 C 1.755242000000 -2.501192000000 1.836196000000 C 0.454269000000 -2.469940000000 1.443603000000

C -0.219459000000 -3.636264000000 0.771094000000 C -1.706906000000 -3.655953000000 1.009535000000 H 0.231729000000 -4.571706000000 1.105129000000 H -5.493026000000 -1.100776000000 0.627412000000 H 2.307309000000 -3.433950000000 1.812069000000 C -4.274032000000 1.292756000000 0.162833000000 C -3.644836000000 2.543643000000 0.693471000000 C -2.275861000000 2.515845000000 0.998633000000 H -5.359209000000 1.320276000000 0.264081000000 C -1.543587000000 3.714431000000 1.021605000000 C -0.051768000000 3.637651000000 0.833781000000 C 0.553106000000 2.424759000000 1.482602000000 H 0.433827000000 4.542830000000 1.200701000000 C 2.510982000000 1.156489000000 2.206533000000 C 1.842397000000 2.393531000000 1.898123000000 H 2.429542000000 3.304961000000 1.905634000000 C -4.302209000000 3.768731000000 0.627886000000 C -3.602611000000 4.954588000000 0.809552000000 C -2.217700000000 4.925148000000 0.957321000000 H -1.654760000000 5.850101000000 0.988152000000 H -5.362017000000 3.791283000000 0.404881000000 C 3.854269000000 1.105198000000 2.572610000000 C 4.494221000000 -0.118730000000 2.746678000000 C 3.815665000000 -1.308565000000 2.538527000000 H 4.401985000000 2.029931000000 2.699673000000 H 4.328450000000 -2.256330000000 2.639218000000 H -4.123812000000 5.901258000000 0.779044000000 H 5.538472000000 -0.140056000000 3.027390000000 C -2.435185000000 -4.825400000000 0.960682000000 C -3.839358000000 -4.794757000000 0.975092000000 C -4.508226000000 -3.591788000000 0.985212000000 H -5.589224000000 -3.564415000000 0.937492000000 H -4.394551000000 -5.722120000000 0.944522000000 H -1.917989000000 -5.774283000000 0.886330000000 4(monomer): UM052x/6-311G(d,p), -1764.18213858 H C 0.000000000000 0.000000000000 0.000000000000 C 0.000000000000 1.417562000000 0.000000000000 C 1.226849000000 2.122789000000 0.000000000000 C -1.227645000000 -0.708781000000 0.000000000000 C -1.226849000000 2.122789000000 0.000000000000 C -2.451833000000 1.415567000000 0.000000000000 C -2.451814000000 0.001088000000 0.000000000000 C -3.681274000000 2.125385000000 0.000000000000 C -3.680670000000 3.548286000000 0.000000000000 C -2.453889000000 4.235152000000 0.000000000000 C -1.227771000000 3.554208000000 0.000000000000 C 0.000000000000 4.237374000000 0.000000000000

C 1.227771000000 3.554208000000 0.000000000000 H 0.000000000000 5.319328000000 0.000000000000 H -2.455968000000 5.317179000000 0.000000000000 C -1.224965000000 -2.123877000000 0.000000000000 C -2.464149000000 -2.840385000000 0.000000000000 C -3.669674000000 -2.118687000000 0.000000000000 C -3.691920000000 -0.713824000000 0.000000000000 H -4.606673000000 -2.659664000000 0.000000000000 C -4.913240000000 1.413411000000 0.000000000000 C -4.894694000000 0.007554000000 0.000000000000 H -5.832796000000 -0.531659000000 0.000000000000 C -2.440805000000 -4.242706000000 0.000000000000 H -3.376829000000 -4.785520000000 0.000000000000 C -6.122953000000 2.143462000000 0.000000000000 C -6.113758000000 3.529780000000 0.000000000000 C -4.917769000000 4.230902000000 0.000000000000 H -7.059438000000 1.602892000000 0.000000000000 H -4.917864000000 5.312207000000 0.000000000000 H -7.050061000000 4.070354000000 0.000000000000 C 2.453889000000 4.235152000000 0.000000000000 H 2.455968000000 5.317179000000 0.000000000000 C 3.680670000000 3.548286000000 0.000000000000 C 4.917769000000 4.230902000000 0.000000000000 C 6.113758000000 3.529780000000 0.000000000000 C 6.122953000000 2.143462000000 0.000000000000 H 4.917864000000 5.312207000000 0.000000000000 H 7.050061000000 4.070354000000 0.000000000000 H 7.059438000000 1.602892000000 0.000000000000 C 3.669674000000 -2.118687000000 0.000000000000 C 2.464149000000 -2.840385000000 0.000000000000 C 2.440805000000 -4.242706000000 0.000000000000 C 1.224965000000 -2.123877000000 0.000000000000 C 0.000000000000 -2.831133000000 0.000000000000 C 0.000000000000 -4.250770000000 0.000000000000 C 1.232570000000 -4.961696000000 0.000000000000 C 3.691920000000 -0.713824000000 0.000000000000 C 1.227645000000 -0.708781000000 0.000000000000 C -1.232570000000 -4.961696000000 0.000000000000 C 1.205184000000 -6.374364000000 0.000000000000 C 0.000000000000 -7.059559000000 0.000000000000 C -1.205184000000 -6.374364000000 0.000000000000 H 2.141574000000 -6.915098000000 0.000000000000 H 0.000000000000 -8.140709000000 0.000000000000 H -2.141574000000 -6.915098000000 0.000000000000 C 2.451814000000 0.001088000000 0.000000000000 H 4.606673000000 -2.659664000000 0.000000000000 H 3.376829000000 -4.785520000000 0.000000000000 C 4.894694000000 0.007554000000 0.000000000000

C 2.451833000000 1.415567000000 0.000000000000 C 4.913240000000 1.413411000000 0.000000000000 C 3.681274000000 2.125385000000 0.000000000000 H 5.832796000000 -0.531659000000 0.000000000000 42(ecl): UM052x/6-311G(d,p), -3528.39318088 H C 0.000055000000 0.000039000000 1.685686000000 C 1.324051000000 0.508222000000 1.667645000000 C 2.420544000000 -0.385025000000 1.619339000000 C -1.102125000000 0.892539000000 1.667575000000 C 1.541411000000 1.905754000000 1.619291000000 C 0.442977000000 2.795866000000 1.637016000000 C -0.876834000000 2.288737000000 1.619270000000 C 0.664999000000 4.197184000000 1.593285000000 C 1.992561000000 4.705585000000 1.561309000000 C 3.067481000000 3.803184000000 1.450371000000 C 2.874686000000 2.419145000000 1.520756000000 C 3.943343000000 1.513646000000 1.392330000000 C 3.754777000000 0.125710000000 1.520728000000 H 4.952828000000 1.900953000000 1.332723000000 H 4.076997000000 4.192366000000 1.401150000000 C -2.421123000000 0.382039000000 1.619533000000 C -3.532294000000 1.279991000000 1.521101000000 C -3.282462000000 2.658210000000 1.392375000000 C -1.986250000000 3.188882000000 1.520670000000 H -4.122592000000 3.338809000000 1.332391000000 C -0.440539000000 5.090889000000 1.561144000000 C -1.741772000000 4.564773000000 1.449640000000 H -2.581461000000 5.247080000000 1.400966000000 C -4.827357000000 0.754994000000 1.450809000000 H -5.669106000000 1.434785000000 1.402213000000 C -0.192843000000 6.479014000000 1.557959000000 C 1.103359000000 6.965356000000 1.603049000000 C 2.185805000000 6.102388000000 1.557579000000 H -1.033457000000 7.160367000000 1.554700000000 H 3.195941000000 6.490365000000 1.554148000000 H 1.272535000000 8.033676000000 1.615841000000 C 4.824125000000 -0.773912000000 1.450545000000 H 5.834898000000 -0.387961000000 1.401946000000 C 4.629067000000 -2.163842000000 1.561692000000 C 5.707359000000 -3.072493000000 1.558783000000 C 5.480446000000 -4.438136000000 1.604722000000 C 4.191884000000 -4.944246000000 1.558894000000 H 6.717721000000 -2.685140000000 1.555691000000 H 6.320989000000 -5.118851000000 1.618145000000 H 4.022939000000 -6.013069000000 1.555764000000 C -0.660882000000 -4.171977000000 1.394151000000 C -1.768508000000 -3.314598000000 1.521114000000

C -3.082465000000 -3.790819000000 1.450280000000 C -1.543609000000 -1.903762000000 1.619213000000 C -2.642787000000 -1.014320000000 1.637333000000 C -3.967309000000 -1.522662000000 1.593884000000 C -4.188476000000 -2.927008000000 1.561552000000 C 0.657504000000 -3.699114000000 1.521229000000 C -0.221825000000 -1.400846000000 1.667486000000 C -5.071480000000 -0.627172000000 1.562219000000 C -5.514593000000 -3.406372000000 1.558112000000 C -6.583826000000 -2.527117000000 1.604184000000 C -6.377787000000 -1.158107000000 1.559179000000 H -5.684188000000 -4.475081000000 1.554520000000 H -7.593626000000 -2.914684000000 1.617224000000 H -7.218868000000 -0.477317000000 1.556231000000 C 0.879736000000 -2.287812000000 1.619250000000 H -0.830232000000 -5.239884000000 1.334446000000 H -3.253392000000 -4.859180000000 1.401374000000 C 1.759896000000 -4.558249000000 1.450689000000 C 2.199876000000 -1.781598000000 1.637139000000 C 3.078828000000 -4.078493000000 1.561603000000 C 3.302369000000 -2.674481000000 1.593700000000 H 1.592125000000 -5.627147000000 1.402422000000 C 0.000055000000 0.000039000000 -1.685686000000 C 1.324051000000 0.508222000000 -1.667645000000 C 2.420544000000 -0.385025000000 -1.619339000000 C -1.102125000000 0.892539000000 -1.667575000000 C 1.541411000000 1.905754000000 -1.619291000000 C 0.442977000000 2.795866000000 -1.637016000000 C -0.876834000000 2.288737000000 -1.619270000000 C 0.664999000000 4.197184000000 -1.593285000000 C 1.992561000000 4.705585000000 -1.561309000000 C 3.067481000000 3.803184000000 -1.450371000000 C 2.874686000000 2.419145000000 -1.520756000000 C 3.943343000000 1.513646000000 -1.392330000000 C 3.754777000000 0.125710000000 -1.520728000000 H 4.952828000000 1.900953000000 -1.332723000000 H 4.076997000000 4.192366000000 -1.401150000000 C -2.421123000000 0.382039000000 -1.619533000000 C -3.532294000000 1.279991000000 -1.521101000000 C -3.282462000000 2.658210000000 -1.392375000000 C -1.986250000000 3.188882000000 -1.520670000000 H -4.122592000000 3.338809000000 -1.332391000000 C -0.440539000000 5.090889000000 -1.561144000000 C -1.741772000000 4.564773000000 -1.449640000000 H -2.581461000000 5.247080000000 -1.400966000000 C -4.827357000000 0.754994000000 -1.450809000000 H -5.669106000000 1.434785000000 -1.402213000000 C -0.192843000000 6.479014000000 -1.557959000000

C 1.103359000000 6.965356000000 -1.603049000000 C 2.185805000000 6.102388000000 -1.557579000000 H -1.033457000000 7.160367000000 -1.554700000000 H 3.195941000000 6.490365000000 -1.554148000000 H 1.272535000000 8.033676000000 -1.615841000000 C 4.824125000000 -0.773912000000 -1.450545000000 H 5.834898000000 -0.387961000000 -1.401946000000 C 4.629067000000 -2.163842000000 -1.561692000000 C 5.707359000000 -3.072493000000 -1.558783000000 C 5.480446000000 -4.438136000000 -1.604722000000 C 4.191884000000 -4.944246000000 -1.558894000000 H 6.717721000000 -2.685140000000 -1.555691000000 H 6.320989000000 -5.118851000000 -1.618145000000 H 4.022939000000 -6.013069000000 -1.555764000000 C -0.660882000000 -4.171977000000 -1.394151000000 C -1.768508000000 -3.314598000000 -1.521114000000 C -3.082465000000 -3.790819000000 -1.450280000000 C -1.543609000000 -1.903762000000 -1.619213000000 C -2.642787000000 -1.014320000000 -1.637333000000 C -3.967309000000 -1.522662000000 -1.593884000000 C -4.188476000000 -2.927008000000 -1.561552000000 C 0.657504000000 -3.699114000000 -1.521229000000 C -0.221825000000 -1.400846000000 -1.667486000000 C -5.071480000000 -0.627172000000 -1.562219000000 C -5.514593000000 -3.406372000000 -1.558112000000 C -6.583826000000 -2.527117000000 -1.604184000000 C -6.377787000000 -1.158107000000 -1.559179000000 H -5.684188000000 -4.475081000000 -1.554520000000 H -7.593626000000 -2.914684000000 -1.617224000000 H -7.218868000000 -0.477317000000 -1.556231000000 C 0.879736000000 -2.287812000000 -1.619250000000 H -0.830232000000 -5.239884000000 -1.334446000000 H -3.253392000000 -4.859180000000 -1.401374000000 C 1.759896000000 -4.558249000000 -1.450689000000 C 2.199876000000 -1.781598000000 -1.637139000000 C 3.078828000000 -4.078493000000 -1.561603000000 C 3.302369000000 -2.674481000000 -1.593700000000 H 1.592125000000 -5.627147000000 -1.402422000000 5(monomer): UM052x/6-311G(d,p), -2337.78639305 H C 0.000000000000 1.415884000000 0.000000000000 C 0.000000000000 0.000000000000 0.000000000000 C -1.226191000000 -0.707942000000 0.000000000000 C 1.228459000000 2.124973000000 0.000000000000 C 1.226191000000 -0.707942000000 0.000000000000 C 2.454510000000 0.001390000000 0.000000000000 C 2.452374000000 1.415879000000 0.000000000000 C 3.678331000000 -0.708846000000 0.000000000000

C 1.225286000000 3.539951000000 0.000000000000 C 2.464173000000 4.256829000000 0.000000000000 C 3.670047000000 3.535066000000 0.000000000000 C 3.692706000000 2.131985000000 0.000000000000 H 4.606807000000 4.076549000000 0.000000000000 C 4.918609000000 0.005621000000 0.000000000000 C 4.896480000000 1.410821000000 0.000000000000 H 5.833798000000 1.951337000000 0.000000000000 C 2.440422000000 5.658882000000 0.000000000000 H 3.376301000000 6.202000000000 0.000000000000 C 6.120947000000 -0.715974000000 0.000000000000 H 7.059240000000 -0.177038000000 0.000000000000 C -6.120947000000 -0.715974000000 0.000000000000 H -7.059240000000 -0.177038000000 0.000000000000 C -3.670047000000 3.535066000000 0.000000000000 C -2.464173000000 4.256829000000 0.000000000000 C -2.440422000000 5.658882000000 0.000000000000 C -1.225286000000 3.539951000000 0.000000000000 C 0.000000000000 4.247299000000 0.000000000000 C 0.000000000000 5.666111000000 0.000000000000 C -1.232609000000 6.377447000000 0.000000000000 C -3.692706000000 2.131985000000 0.000000000000 C -1.228459000000 2.124973000000 0.000000000000 C 1.232609000000 6.377447000000 0.000000000000 C -1.204996000000 7.790181000000 0.000000000000 C 0.000000000000 8.475733000000 0.000000000000 C 1.204996000000 7.790181000000 0.000000000000 H -2.141719000000 8.330352000000 0.000000000000 H 0.000000000000 9.556764000000 0.000000000000 H 2.141719000000 8.330352000000 0.000000000000 C -2.452374000000 1.415879000000 0.000000000000 H -4.606807000000 4.076549000000 0.000000000000 H -3.376301000000 6.202000000000 0.000000000000 C -4.896480000000 1.410821000000 0.000000000000 C -2.454510000000 0.001390000000 0.000000000000 C -4.918609000000 0.005621000000 0.000000000000 C -3.678331000000 -0.708846000000 0.000000000000 H -5.833798000000 1.951337000000 0.000000000000 C 6.139335000000 -2.121253000000 0.000000000000 C 7.348993000000 -2.851534000000 0.000000000000 C 4.906996000000 -2.833055000000 0.000000000000 C 7.340200000000 -4.237867000000 0.000000000000 C 4.906726000000 -4.256194000000 0.000000000000 C 6.143997000000 -4.938647000000 0.000000000000 H 8.285156000000 -2.310392000000 0.000000000000 H 8.276400000000 -4.778382000000 0.000000000000 H 6.143436000000 -6.019959000000 0.000000000000 C 3.678269000000 -2.123649000000 0.000000000000

C 2.453044000000 -2.831105000000 0.000000000000 C 2.454436000000 -4.262451000000 0.000000000000 C 3.680525000000 -4.942908000000 0.000000000000 H 3.682939000000 -6.024962000000 0.000000000000 C 1.226051000000 -2.126363000000 0.000000000000 C 0.000000000000 -2.831757000000 0.000000000000 C 0.000000000000 -4.263970000000 0.000000000000 C 1.226433000000 -4.945887000000 0.000000000000 H 1.226992000000 -6.027886000000 0.000000000000 C -1.226051000000 -2.126363000000 0.000000000000 C -2.453044000000 -2.831105000000 0.000000000000 C -2.454436000000 -4.262451000000 0.000000000000 C -1.226433000000 -4.945887000000 0.000000000000 H -1.226992000000 -6.027886000000 0.000000000000 C -3.678269000000 -2.123649000000 0.000000000000 C -4.906996000000 -2.833055000000 0.000000000000 C -4.906726000000 -4.256194000000 0.000000000000 C -3.680525000000 -4.942908000000 0.000000000000 H -3.682939000000 -6.024962000000 0.000000000000 C -6.139335000000 -2.121253000000 0.000000000000 C -7.348993000000 -2.851534000000 0.000000000000 C -7.340200000000 -4.237867000000 0.000000000000 C -6.143997000000 -4.938647000000 0.000000000000 H -6.143436000000 -6.019959000000 0.000000000000 H -8.285156000000 -2.310392000000 0.000000000000 H -8.276400000000 -4.778382000000 0.000000000000 52(ecl): UM052x/6-311G(d,p), -4675.61827267 H C 0.711691000000 -1.224345000000 1.716352000000 C -0.000046000000 0.000145000000 1.740235000000 C 0.704268000000 1.228744000000 1.715347000000 C 0.006028000000 -2.454683000000 1.682649000000 C -1.416127000000 -0.004240000000 1.715111000000 C -2.121179000000 -1.234936000000 1.681454000000 C -1.407311000000 -2.454883000000 1.630963000000 C -3.534859000000 -1.234968000000 1.623415000000 C 0.720257000000 -3.674785000000 1.625342000000 C 0.012421000000 -4.913982000000 1.524758000000 C -1.389014000000 -4.885164000000 1.386532000000 C -2.116593000000 -3.692284000000 1.505434000000 H -1.926639000000 -5.822578000000 1.316919000000 C -4.246493000000 -2.472053000000 1.523593000000 C -3.513715000000 -3.666926000000 1.386131000000 H -4.051138000000 -4.604466000000 1.316672000000 C 0.735321000000 -6.108712000000 1.461179000000 H 0.198318000000 -7.047886000000 1.409882000000 C -5.642784000000 -2.451572000000 1.459910000000 H -6.182066000000 -3.389457000000 1.408804000000

C 4.922130000000 3.691137000000 1.460739000000 H 6.003844000000 3.695581000000 1.408682000000 C 4.932128000000 -1.209937000000 1.386842000000 C 4.263823000000 -2.442160000000 1.524921000000 C 4.944221000000 -3.661668000000 1.460550000000 C 2.836752000000 -2.444159000000 1.625447000000 C 2.134252000000 -3.671326000000 1.643058000000 C 2.846626000000 -4.896961000000 1.602156000000 C 4.268307000000 -4.891648000000 1.569030000000 C 4.255490000000 0.012689000000 1.506084000000 C 2.129955000000 -1.219683000000 1.682273000000 C 2.138607000000 -6.129791000000 1.569709000000 C 4.952917000000 -6.124384000000 1.562429000000 C 4.255247000000 -7.320268000000 1.605669000000 C 2.870744000000 -7.334723000000 1.563656000000 H 6.034864000000 -6.121774000000 1.557688000000 H 4.798869000000 -8.255383000000 1.615483000000 H 2.332878000000 -8.273614000000 1.559805000000 C 2.829291000000 0.008553000000 1.631034000000 H 6.012661000000 -1.206450000000 1.316938000000 H 6.025938000000 -3.659665000000 1.408125000000 C 4.924752000000 1.239388000000 1.386650000000 C 2.122515000000 1.232673000000 1.681468000000 C 4.249034000000 2.467558000000 1.524518000000 C 2.821937000000 2.461264000000 1.624378000000 H 6.005296000000 1.242274000000 1.316997000000 C -6.369773000000 -1.251155000000 1.568361000000 C -7.779460000000 -1.227899000000 1.563935000000 C -5.663675000000 -0.017182000000 1.599726000000 C -8.466217000000 -0.025697000000 1.606770000000 C -6.377277000000 1.212576000000 1.567911000000 C -7.786773000000 1.180704000000 1.562791000000 H -8.317994000000 -2.166432000000 1.560780000000 H -9.547723000000 -0.029024000000 1.617981000000 H -8.331161000000 2.115884000000 1.558983000000 C -4.246190000000 -0.012778000000 1.640648000000 C -3.542226000000 1.213628000000 1.623051000000 C -4.261356000000 2.446365000000 1.523800000000 C -5.657569000000 2.417378000000 1.459136000000 H -6.202653000000 3.351900000000 1.408178000000 C -2.128608000000 1.222319000000 1.681219000000 C -1.422125000000 2.446559000000 1.630369000000 C -2.138956000000 3.679649000000 1.506334000000 C -3.535987000000 3.645787000000 1.387352000000 H -4.079258000000 4.580009000000 1.319017000000 C -0.008783000000 2.454974000000 1.681753000000 C 0.698037000000 3.679311000000 1.624217000000 C -0.017362000000 4.914294000000 1.525315000000

C -1.418643000000 4.877094000000 1.388515000000 H -1.962147000000 5.811174000000 1.320066000000 C 2.112067000000 3.684332000000 1.641863000000 C 2.817099000000 4.914003000000 1.601130000000 C 2.101737000000 6.142754000000 1.569189000000 C 0.698569000000 6.113354000000 1.461124000000 H 0.155871000000 7.049276000000 1.410542000000 C 4.238815000000 4.917037000000 1.568705000000 C 4.916095000000 6.153720000000 1.562785000000 C 4.211390000000 7.345432000000 1.605958000000 C 2.826807000000 7.351845000000 1.563001000000 H 2.283404000000 8.287582000000 1.559096000000 H 5.998039000000 6.157433000000 1.558631000000 H 4.749432000000 8.283723000000 1.615946000000 C 0.711691000000 -1.224345000000 -1.716352000000 C -0.000046000000 0.000145000000 -1.740235000000 C 0.704268000000 1.228744000000 -1.715347000000 C 0.006028000000 -2.454683000000 -1.682649000000 C -1.416127000000 -0.004240000000 -1.715111000000 C -2.121179000000 -1.234936000000 -1.681454000000 C -1.407311000000 -2.454883000000 -1.630963000000 C -3.534859000000 -1.234968000000 -1.623415000000 C 0.720257000000 -3.674785000000 -1.625342000000 C 0.012421000000 -4.913982000000 -1.524758000000 C -1.389014000000 -4.885164000000 -1.386532000000 C -2.116593000000 -3.692284000000 -1.505434000000 H -1.926639000000 -5.822578000000 -1.316919000000 C -4.246493000000 -2.472053000000 -1.523593000000 C -3.513715000000 -3.666926000000 -1.386131000000 H -4.051138000000 -4.604466000000 -1.316672000000 C 0.735321000000 -6.108712000000 -1.461179000000 H 0.198318000000 -7.047886000000 -1.409882000000 C -5.642784000000 -2.451572000000 -1.459910000000 H -6.182066000000 -3.389457000000 -1.408804000000 C 4.922130000000 3.691137000000 -1.460739000000 H 6.003844000000 3.695581000000 -1.408682000000 C 4.932128000000 -1.209937000000 -1.386842000000 C 4.263823000000 -2.442160000000 -1.524921000000 C 4.944221000000 -3.661668000000 -1.460550000000 C 2.836752000000 -2.444159000000 -1.625447000000 C 2.134252000000 -3.671326000000 -1.643058000000 C 2.846626000000 -4.896961000000 -1.602156000000 C 4.268307000000 -4.891648000000 -1.569030000000 C 4.255490000000 0.012689000000 -1.506084000000 C 2.129955000000 -1.219683000000 -1.682273000000 C 2.138607000000 -6.129791000000 -1.569709000000 C 4.952917000000 -6.124384000000 -1.562429000000 C 4.255247000000 -7.320268000000 -1.605669000000

C 2.870744000000 -7.334723000000 -1.563656000000 H 6.034864000000 -6.121774000000 -1.557688000000 H 4.798869000000 -8.255383000000 -1.615483000000 H 2.332878000000 -8.273614000000 -1.559805000000 C 2.829291000000 0.008553000000 -1.631034000000 H 6.012661000000 -1.206450000000 -1.316938000000 H 6.025938000000 -3.659665000000 -1.408125000000 C 4.924752000000 1.239388000000 -1.386650000000 C 2.122515000000 1.232673000000 -1.681468000000 C 4.249034000000 2.467558000000 -1.524518000000 C 2.821937000000 2.461264000000 -1.624378000000 H 6.005296000000 1.242274000000 -1.316997000000 C -6.369773000000 -1.251155000000 -1.568361000000 C -7.779460000000 -1.227899000000 -1.563935000000 C -5.663675000000 -0.017182000000 -1.599726000000 C -8.466217000000 -0.025697000000 -1.606770000000 C -6.377277000000 1.212576000000 -1.567911000000 C -7.786773000000 1.180704000000 -1.562791000000 H -8.317994000000 -2.166432000000 -1.560780000000 H -9.547723000000 -0.029024000000 -1.617981000000 H -8.331161000000 2.115884000000 -1.558983000000 C -4.246190000000 -0.012778000000 -1.640648000000 C -3.542226000000 1.213628000000 -1.623051000000 C -4.261356000000 2.446365000000 -1.523800000000 C -5.657569000000 2.417378000000 -1.459136000000 H -6.202653000000 3.351900000000 -1.408178000000 C -2.128608000000 1.222319000000 -1.681219000000 C -1.422125000000 2.446559000000 -1.630369000000 C -2.138956000000 3.679649000000 -1.506334000000 C -3.535987000000 3.645787000000 -1.387352000000 H -4.079258000000 4.580009000000 -1.319017000000 C -0.008783000000 2.454974000000 -1.681753000000 C 0.698037000000 3.679311000000 -1.624217000000 C -0.017362000000 4.914294000000 -1.525315000000 C -1.418643000000 4.877094000000 -1.388515000000 H -1.962147000000 5.811174000000 -1.320066000000 C 2.112067000000 3.684332000000 -1.641863000000 C 2.817099000000 4.914003000000 -1.601130000000 C 2.101737000000 6.142754000000 -1.569189000000 C 0.698569000000 6.113354000000 -1.461124000000 H 0.155871000000 7.049276000000 -1.410542000000 C 4.238815000000 4.917037000000 -1.568705000000 C 4.916095000000 6.153720000000 -1.562785000000 C 4.211390000000 7.345432000000 -1.605958000000 C 2.826807000000 7.351845000000 -1.563001000000 H 2.283404000000 8.287582000000 -1.559096000000 H 5.998039000000 6.157433000000 -1.558631000000 H 4.749432000000 8.283723000000 -1.615946000000

6(monomer): UM052x/6-311G(d,p), -1419.37623045 H C 4.228087000000 0.000000000000 0.000000000000 C 3.545843000000 -1.220425000000 0.000000000000 C 2.125174000000 -1.224146000000 0.000000000000 C 1.417213000000 0.000000000000 0.000000000000 C 2.125175000000 1.224146000000 0.000000000000 C 3.545843000000 1.220426000000 0.000000000000 C 1.416491000000 -2.453418000000 0.000000000000 C 0.000015000000 0.000000000000 0.000000000000 C -0.708527000000 -1.227287000000 0.000000000000 C -0.002504000000 -2.452581000000 0.000000000000 C -2.122723000000 -1.228368000000 0.000000000000 C -2.832937000000 0.000000000000 0.000000000000 C -2.122723000000 1.228369000000 0.000000000000 C -0.708528000000 1.227287000000 0.000000000000 C -0.002504000000 2.452580000000 0.000000000000 C 1.416491000000 2.453418000000 0.000000000000 H 5.310835000000 -0.000001000000 0.000000000000 C 4.229176000000 -2.473309000000 0.000000000000 C 3.543150000000 -3.650159000000 0.000000000000 C 2.122625000000 -3.676393000000 0.000000000000 H 5.311128000000 -2.470241000000 0.000000000000 C 1.389732000000 -4.893546000000 0.000000000000 C 0.027414000000 -4.899339000000 0.000000000000 C -0.716097000000 -3.681000000000 0.000000000000 H -0.516185000000 -5.834805000000 0.000000000000 C -2.829759000000 -2.460481000000 0.000000000000 C -2.114257000000 -3.661770000000 0.000000000000 H -2.655933000000 -4.599251000000 0.000000000000 C -4.256578000000 -2.425831000000 0.000000000000 C -4.932696000000 -1.243228000000 0.000000000000 C -4.245230000000 0.000000000000 0.000000000000 H -4.795143000000 -3.364185000000 0.000000000000 H -6.014916000000 -1.234513000000 0.000000000000 C 2.122625000000 3.676393000000 0.000000000000 C 3.543149000000 3.650159000000 0.000000000000 C 4.229176000000 2.473309000000 0.000000000000 H 5.311128000000 2.470242000000 0.000000000000 H 4.076905000000 4.591583000000 0.000000000000 C 1.389732000000 4.893547000000 0.000000000000 C 0.027414000000 4.899339000000 0.000000000000 C -0.716098000000 3.680999000000 0.000000000000 C -2.114257000000 3.661770000000 0.000000000000 C -2.829760000000 2.460481000000 0.000000000000 C -4.256578000000 2.425831000000 0.000000000000 C -4.932696000000 1.243227000000 0.000000000000 H 1.938500000000 5.826348000000 0.000000000000

H -0.516186000000 5.834805000000 0.000000000000 H -2.655931000000 4.599252000000 0.000000000000 H -4.795144000000 3.364184000000 0.000000000000 H -6.014916000000 1.234512000000 0.000000000000 H 4.076906000000 -4.591582000000 0.000000000000 H 1.938501000000 -5.826347000000 0.000000000000 62(ecl): UM052x/6-311G(d,p), -2838.78285065 H C 0.028397000000 4.227233000000 1.753419000000 C 1.243937000000 3.537258000000 1.763002000000 C 1.238202000000 2.116830000000 1.762511000000 C 0.009518000000 1.417086000000 1.763853000000 C -1.209646000000 2.133276000000 1.762704000000 C -1.196304000000 3.553655000000 1.763236000000 C 2.462416000000 1.399831000000 1.769367000000 C 0.000001000000 0.000083000000 1.755571000000 C 1.222313000000 -0.716813000000 1.764730000000 C 2.452048000000 -0.018882000000 1.762217000000 C 1.213836000000 -2.130762000000 1.762706000000 C -0.019033000000 -2.832768000000 1.770020000000 C -1.242350000000 -2.114259000000 1.762816000000 C -1.231841000000 -0.700324000000 1.764832000000 C -2.452078000000 0.014068000000 1.762381000000 C -2.443391000000 1.432793000000 1.769506000000 H 0.035676000000 5.310338000000 1.751331000000 C 2.501185000000 4.211847000000 1.771280000000 C 3.672864000000 3.517890000000 1.780370000000 C 3.689869000000 2.097768000000 1.773840000000 H 2.505257000000 5.294084000000 1.769409000000 C 4.901359000000 1.356515000000 1.777621000000 C 4.898148000000 -0.005305000000 1.765877000000 C 3.675356000000 -0.740875000000 1.760469000000 H 5.830249000000 -0.555230000000 1.762821000000 C 2.440993000000 -2.846037000000 1.761666000000 C 3.646375000000 -2.138365000000 1.749744000000 H 4.580634000000 -2.686343000000 1.746533000000 C 2.396484000000 -4.272215000000 1.768856000000 C 1.209746000000 -4.940110000000 1.781427000000 C -0.028509000000 -4.244763000000 1.775464000000 H 3.331513000000 -4.817133000000 1.766151000000 H 1.193507000000 -6.022538000000 1.785370000000 C -3.661342000000 2.147164000000 1.773892000000 C -3.625265000000 3.566931000000 1.780159000000 C -2.444376000000 4.245075000000 1.771051000000 H -2.433903000000 5.327268000000 1.768980000000 H -4.563474000000 4.106937000000 1.784235000000 C -4.882692000000 1.422261000000 1.777768000000 C -4.897779000000 0.060520000000 1.766149000000

C -3.684990000000 -0.691418000000 1.760719000000 C -3.674781000000 -2.089172000000 1.750037000000 C -2.479017000000 -2.812980000000 1.761883000000 C -2.453662000000 -4.239627000000 1.769088000000 C -1.275996000000 -4.923412000000 1.781552000000 H -5.812029000000 1.977473000000 1.781679000000 H -5.837190000000 -0.476829000000 1.763171000000 H -4.616321000000 -2.624553000000 1.746898000000 H -3.395929000000 -4.771942000000 1.766469000000 H -1.274304000000 -6.005960000000 1.785500000000 H 4.618243000000 4.045247000000 1.784689000000 H 5.838078000000 1.899189000000 1.781570000000 C 0.028397000000 4.227233000000 -1.753419000000 C 1.243937000000 3.537258000000 -1.763002000000 C 1.238202000000 2.116830000000 -1.762511000000 C 0.009518000000 1.417086000000 -1.763853000000 C -1.209646000000 2.133276000000 -1.762704000000 C -1.196304000000 3.553655000000 -1.763236000000 C 2.462416000000 1.399831000000 -1.769367000000 C 0.000001000000 0.000083000000 -1.755571000000 C 1.222313000000 -0.716813000000 -1.764730000000 C 2.452048000000 -0.018882000000 -1.762217000000 C 1.213836000000 -2.130762000000 -1.762706000000 C -0.019033000000 -2.832768000000 -1.770020000000 C -1.242350000000 -2.114259000000 -1.762816000000 C -1.231841000000 -0.700324000000 -1.764832000000 C -2.452078000000 0.014068000000 -1.762381000000 C -2.443391000000 1.432793000000 -1.769506000000 H 0.035676000000 5.310338000000 -1.751331000000 C 2.501185000000 4.211847000000 -1.771280000000 C 3.672864000000 3.517890000000 -1.780370000000 C 3.689869000000 2.097768000000 -1.773840000000 H 2.505257000000 5.294084000000 -1.769409000000 C 4.901359000000 1.356515000000 -1.777621000000 C 4.898148000000 -0.005305000000 -1.765877000000 C 3.675356000000 -0.740875000000 -1.760469000000 H 5.830249000000 -0.555230000000 -1.762821000000 C 2.440993000000 -2.846037000000 -1.761666000000 C 3.646375000000 -2.138365000000 -1.749744000000 H 4.580634000000 -2.686343000000 -1.746533000000 C 2.396484000000 -4.272215000000 -1.768856000000 C 1.209746000000 -4.940110000000 -1.781427000000 C -0.028509000000 -4.244763000000 -1.775464000000 H 3.331513000000 -4.817133000000 -1.766151000000 H 1.193507000000 -6.022538000000 -1.785370000000 C -3.661342000000 2.147164000000 -1.773892000000 C -3.625265000000 3.566931000000 -1.780159000000 C -2.444376000000 4.245075000000 -1.771051000000

H -2.433903000000 5.327268000000 -1.768980000000 H -4.563474000000 4.106937000000 -1.784235000000 C -4.882692000000 1.422261000000 -1.777768000000 C -4.897779000000 0.060520000000 -1.766149000000 C -3.684990000000 -0.691418000000 -1.760719000000 C -3.674781000000 -2.089172000000 -1.750037000000 C -2.479017000000 -2.812980000000 -1.761883000000 C -2.453662000000 -4.239627000000 -1.769088000000 C -1.275996000000 -4.923412000000 -1.781552000000 H -5.812029000000 1.977473000000 -1.781679000000 H -5.837190000000 -0.476829000000 -1.763171000000 H -4.616321000000 -2.624553000000 -1.746898000000 H -3.395929000000 -4.771942000000 -1.766469000000 H -1.274304000000 -6.005960000000 -1.785500000000 H 4.618243000000 4.045247000000 -1.784689000000 H 5.838078000000 1.899189000000 -1.781570000000 62(stag): UM052x/6-311G(d,p), -2838.80611918 H C -0.735802000000 4.163134000000 1.568266000000 C -1.818352000000 3.280403000000 1.590678000000 C -1.575299000000 1.880717000000 1.597055000000 C -0.246582000000 1.396830000000 1.602557000000 C 0.835418000000 2.307058000000 1.596989000000 C 0.583864000000 3.705253000000 1.591019000000 C -2.662704000000 0.968973000000 1.605957000000 C 0.000200000000 0.001346000000 1.590188000000 C -1.084907000000 -0.910171000000 1.603523000000 C -2.414281000000 -0.428143000000 1.597959000000 C -0.839723000000 -2.302679000000 1.598613000000 C 0.493723000000 -2.788573000000 1.607340000000 C 1.579474000000 -1.874852000000 1.598658000000 C 1.332300000000 -0.482687000000 1.603373000000 C 2.415572000000 0.425997000000 1.597469000000 C 2.169730000000 1.823592000000 1.605455000000 H -0.924390000000 5.229889000000 1.555834000000 C -3.172724000000 3.734373000000 1.596571000000 C -4.211772000000 2.855052000000 1.617441000000 C -3.989850000000 1.451178000000 1.605215000000 H -3.356390000000 4.800888000000 1.594003000000 C -5.061242000000 0.517159000000 1.618237000000 C -4.829036000000 -0.823896000000 1.597903000000 C -3.499292000000 -1.345207000000 1.592214000000 H -5.654529000000 -1.523587000000 1.595973000000 C -1.930303000000 -3.213171000000 1.592679000000 C -3.236025000000 -2.716924000000 1.569876000000 H -4.065599000000 -3.413404000000 1.557211000000 C -1.646250000000 -4.612925000000 1.598257000000 C -0.365386000000 -5.073033000000 1.618846000000

C 0.739479000000 -4.178877000000 1.606530000000 H -2.478006000000 -5.305096000000 1.595859000000 H -0.167785000000 -6.137589000000 1.631903000000 C 3.250762000000 2.731712000000 1.604136000000 C 2.977729000000 4.126645000000 1.616781000000 C 1.700253000000 4.596127000000 1.596981000000 H 1.507100000000 5.660991000000 1.594809000000 H 3.812736000000 4.815708000000 1.630006000000 C 4.577642000000 2.221941000000 1.616476000000 C 4.819612000000 0.882621000000 1.596873000000 C 3.749471000000 -0.063291000000 1.591600000000 C 3.972582000000 -1.442123000000 1.569910000000 C 2.916325000000 -2.356079000000 1.592863000000 C 3.129634000000 -3.768232000000 1.599101000000 C 2.084189000000 -4.639941000000 1.619537000000 H 5.400692000000 2.925269000000 1.629748000000 H 5.835241000000 0.508816000000 1.595308000000 H 4.990880000000 -1.811821000000 1.557564000000 H 4.148596000000 -4.132985000000 1.596748000000 H 2.263593000000 -5.707677000000 1.632829000000 H -5.232626000000 3.215923000000 1.630679000000 H -6.075783000000 0.895310000000 1.631617000000 C 0.735803000000 -4.163162000000 -1.568956000000 C 1.818346000000 -3.280410000000 -1.591175000000 C 1.575284000000 -1.880730000000 -1.597407000000 C 0.246574000000 -1.396841000000 -1.602860000000 C -0.835416000000 -2.307073000000 -1.597249000000 C -0.583858000000 -3.705271000000 -1.591361000000 C 2.662688000000 -0.968967000000 -1.606039000000 C -0.000200000000 -0.001346000000 -1.590315000000 C 1.084895000000 0.910183000000 -1.603673000000 C 2.414263000000 0.428157000000 -1.598061000000 C 0.839725000000 2.302688000000 -1.598811000000 C -0.493718000000 2.788584000000 -1.607365000000 C -1.579450000000 1.874858000000 -1.598485000000 C -1.332280000000 0.482687000000 -1.603342000000 C -2.415545000000 -0.426017000000 -1.597344000000 C -2.169725000000 -1.823603000000 -1.605546000000 H 0.924406000000 -5.229915000000 -1.556605000000 C 3.172722000000 -3.734372000000 -1.596742000000 C 4.211765000000 -2.855043000000 -1.617210000000 C 3.989830000000 -1.451164000000 -1.605006000000 H 3.356395000000 -4.800887000000 -1.594186000000 C 5.061226000000 -0.517156000000 -1.617790000000 C 4.829019000000 0.823905000000 -1.597637000000 C 3.499281000000 1.345208000000 -1.592299000000 H 5.654517000000 1.523589000000 -1.595547000000 C 1.930313000000 3.213180000000 -1.593062000000

C 3.236019000000 2.716942000000 -1.570166000000 H 4.065602000000 3.413410000000 -1.557497000000 C 1.646246000000 4.612940000000 -1.598756000000 C 0.365385000000 5.073047000000 -1.619196000000 C -0.739491000000 4.178897000000 -1.606605000000 H 2.478003000000 5.305111000000 -1.596525000000 H 0.167785000000 6.137603000000 -1.632320000000 C -3.250769000000 -2.731710000000 -1.604079000000 C -2.977737000000 -4.126653000000 -1.616850000000 C -1.700267000000 -4.596137000000 -1.597243000000 H -1.507113000000 -5.661002000000 -1.595149000000 H -3.812750000000 -4.815710000000 -1.629979000000 C -4.577638000000 -2.221939000000 -1.616088000000 C -4.819592000000 -0.882614000000 -1.596194000000 C -3.749440000000 0.063274000000 -1.590975000000 C -3.972548000000 1.442112000000 -1.569163000000 C -2.916310000000 2.356073000000 -1.592370000000 C -3.129629000000 3.768220000000 -1.598668000000 C -2.084197000000 4.639945000000 -1.619396000000 H -5.400698000000 -2.925258000000 -1.629284000000 H -5.835216000000 -0.508800000000 -1.594343000000 H -4.990850000000 1.811793000000 -1.556567000000 H -4.148594000000 4.132965000000 -1.596144000000 H -2.263624000000 5.707676000000 -1.632749000000 H 5.232627000000 -3.215900000000 -1.630177000000 H 6.075770000000 -0.895307000000 -1.630879000000 62(slip-2): UM052x/6-311G(d,p), -2838.78966362 H C -0.418567000000 3.657448000000 -1.539170000000 C 0.259890000000 2.457388000000 -1.764586000000 C -0.427679000000 1.226320000000 -1.588666000000 C -1.786982000000 1.226040000000 -1.198047000000 C -2.457303000000 2.452599000000 -0.977197000000 C -1.764819000000 3.678585000000 -1.154858000000 C 0.253132000000 -0.001627000000 -1.788738000000 C -2.464515000000 -0.000006000000 -0.991629000000 C -1.788377000000 -1.226849000000 -1.197793000000 C -0.429020000000 -1.228759000000 -1.588241000000 C -2.460027000000 -2.452608000000 -0.976525000000 C -3.815375000000 -2.453537000000 -0.554447000000 C -4.492685000000 -1.222237000000 -0.346688000000 C -3.821972000000 0.000806000000 -0.573899000000 C -4.491328000000 1.224659000000 -0.346991000000 C -3.812646000000 2.455143000000 -0.555071000000 C 1.637302000000 2.422335000000 -2.139066000000 C 2.284442000000 1.239621000000 -2.335222000000 C 1.616338000000 -0.002438000000 -2.162289000000 C 2.283049000000 -1.245236000000 -2.334929000000

C 1.634615000000 -2.427208000000 -2.138278000000 C 0.257225000000 -2.460624000000 -1.763719000000 C -1.768840000000 -3.679419000000 -1.153631000000 C -0.422504000000 -3.659885000000 -1.537631000000 C -2.466947000000 -4.896218000000 -0.897589000000 C -3.767844000000 -4.890884000000 -0.489868000000 C -4.476552000000 -3.674156000000 -0.303757000000 C -4.472517000000 3.676558000000 -0.304876000000 C -3.762504000000 4.892451000000 -0.491501000000 C -2.461635000000 4.896229000000 -0.899327000000 C -5.823591000000 3.651178000000 0.140482000000 C -6.480955000000 2.476264000000 0.339291000000 C -5.837681000000 1.221583000000 0.107677000000 C -6.485434000000 0.002403000000 0.325646000000 C -5.839032000000 -1.217538000000 0.107996000000 C -6.483678000000 -2.471446000000 0.339981000000 C -5.827605000000 -3.647142000000 0.141577000000 C 0.420828000000 -3.658886000000 1.537793000000 C -0.258346000000 -2.459319000000 1.763852000000 C 0.428556000000 -1.227779000000 1.588647000000 C 1.787861000000 -1.226520000000 1.197992000000 C 2.459006000000 -2.452590000000 0.976933000000 C 1.767170000000 -3.679062000000 1.153816000000 C -0.253132000000 -0.000340000000 1.788803000000 C 2.464666000000 0.000002000000 0.992072000000 C 1.787538000000 1.226354000000 1.197969000000 C 0.428263000000 1.227277000000 1.588716000000 C 2.458373000000 2.452598000000 0.976906000000 C 3.813696000000 2.454504000000 0.554720000000 C 4.491953000000 1.223706000000 0.347109000000 C 3.822039000000 0.000174000000 0.574080000000 C 4.492279000000 -1.223190000000 0.347171000000 C 3.814339000000 -2.454160000000 0.554803000000 C -1.635772000000 -2.425252000000 2.138307000000 C -2.283617000000 -1.242998000000 2.335095000000 C -1.616323000000 -0.000504000000 2.162457000000 C -2.283842000000 1.241852000000 2.335368000000 C -1.636185000000 2.424262000000 2.138998000000 C -0.258822000000 2.458658000000 1.764316000000 C 1.766319000000 3.678900000000 1.154100000000 C 0.420090000000 3.658397000000 1.538511000000 C 2.463562000000 4.896205000000 0.898109000000 C 3.764440000000 4.891813000000 0.490319000000 C 4.474031000000 3.675601000000 0.304177000000 C 4.474969000000 -3.675091000000 0.304208000000 C 3.765640000000 -4.891479000000 0.490186000000 C 2.464700000000 -4.896190000000 0.897771000000 C 5.826070000000 -3.648726000000 -0.141007000000

C 6.482718000000 -2.473341000000 -0.339384000000 C 5.838622000000 -1.219129000000 -0.107520000000 C 6.485569000000 0.000512000000 -0.325275000000 C 5.838301000000 1.219989000000 -0.107572000000 C 6.482073000000 2.474366000000 -0.339467000000 C 5.825131000000 3.649581000000 -0.141075000000 H -6.329070000000 -4.588635000000 0.325123000000 H -4.283361000000 -5.823488000000 -0.299844000000 H -1.940484000000 -5.831778000000 -1.035448000000 H 0.108239000000 -4.596489000000 -1.657295000000 H 2.162234000000 -3.366367000000 -2.246430000000 H 3.331291000000 -1.236212000000 -2.605950000000 H 3.332680000000 1.229346000000 -2.606217000000 H 2.165955000000 3.360891000000 -2.247397000000 H 0.113164000000 4.593421000000 -1.659365000000 H -1.934197000000 5.831175000000 -1.037618000000 H -4.277022000000 5.825683000000 -0.301849000000 H -6.324037000000 4.593285000000 0.323672000000 H -7.507556000000 2.473518000000 0.681448000000 H -7.510722000000 0.003020000000 0.674274000000 H -7.510272000000 -2.467456000000 0.682149000000 H 4.279294000000 5.824789000000 0.300323000000 H 1.936442000000 5.831386000000 1.036029000000 H 6.325934000000 4.591445000000 -0.324535000000 H 7.508697000000 2.471129000000 -0.681552000000 H 7.510875000000 0.000638000000 -0.673849000000 H 7.509341000000 -2.469845000000 -0.681467000000 H 6.327110000000 -4.590460000000 -0.324481000000 H 4.280723000000 -5.824325000000 0.300174000000 H 1.937758000000 -5.831496000000 1.035527000000 H -0.110421000000 -4.595221000000 1.657329000000 H -2.163879000000 -3.364167000000 2.246219000000 H -3.331838000000 -1.233477000000 2.606176000000 H -3.332066000000 1.232084000000 2.606444000000 H -2.164387000000 3.363064000000 2.247383000000 H -0.111265000000 4.594613000000 1.658490000000 7a(monomer): UM052x/6-311G(d,p), -1069.64709579 H C 2.514495000000 1.451744000000 0.000000000000 C 1.211212000000 2.153964000000 0.000000000000 C 1.201300000000 3.542709000000 0.000000000000 C 2.470994000000 -0.028042000000 0.000000000000 C 0.000000000000 1.432689000000 0.000000000000 C 0.000000000000 0.000000000000 0.000000000000 C 1.240745000000 -0.716344000000 0.000000000000 C -1.240745000000 -0.716344000000 0.000000000000 C -2.470994000000 -0.028042000000 0.000000000000 C -2.514495000000 1.451744000000 0.000000000000

C -1.211212000000 2.153964000000 0.000000000000 C -1.201300000000 3.542709000000 0.000000000000 C 0.000000000000 4.239749000000 0.000000000000 H -2.153038000000 4.055017000000 0.000000000000 C 3.668726000000 -0.730998000000 0.000000000000 C 3.671730000000 -2.119874000000 0.000000000000 C 2.467426000000 -2.811711000000 0.000000000000 C 1.259782000000 -2.125922000000 0.000000000000 H 2.435229000000 -3.892094000000 0.000000000000 C -1.259782000000 -2.125922000000 0.000000000000 C 0.000000000000 -2.903488000000 0.000000000000 C -2.467426000000 -2.811711000000 0.000000000000 C -3.671730000000 -2.119874000000 0.000000000000 C -3.668726000000 -0.730998000000 0.000000000000 H -2.435229000000 -3.892094000000 0.000000000000 H -4.588267000000 -0.162923000000 0.000000000000 H -4.607353000000 -2.660057000000 0.000000000000 H 0.000000000000 5.320113000000 0.000000000000 H 2.153038000000 4.055017000000 0.000000000000 H 4.588267000000 -0.162923000000 0.000000000000 H 4.607353000000 -2.660057000000 0.000000000000 O -3.567091000000 2.059461000000 0.000000000000 O 3.567091000000 2.059461000000 0.000000000000 O 0.000000000000 -4.118922000000 0.000000000000 7a2(stag): UM052x/6-311G(d,p), -2139.33089651 H C -2.604811000000 1.280509000000 -1.534180000000 C -2.464170000000 -0.193913000000 -1.576815000000 C -3.611370000000 -0.973878000000 -1.638631000000 C -1.351564000000 2.069901000000 -1.576331000000 C -1.189508000000 -0.796360000000 -1.560773000000 C -0.000235000000 0.000560000000 -1.503703000000 C -0.095782000000 1.429106000000 -1.560403000000 C 1.284688000000 -0.630722000000 -1.560997000000 C 1.399891000000 -2.035860000000 -1.577402000000 C 0.193520000000 -2.894796000000 -1.534620000000 C -1.116738000000 -2.204405000000 -1.577152000000 C -2.274286000000 -2.968997000000 -1.638757000000 C -3.521586000000 -2.359330000000 -1.668092000000 H -2.170035000000 -4.044792000000 -1.648878000000 C -1.435016000000 3.454845000000 -1.636903000000 C -0.283286000000 4.229956000000 -1.665823000000 C 0.961477000000 3.615136000000 -1.637189000000 C 1.063390000000 2.231491000000 -1.576524000000 H 1.876538000000 4.190129000000 -1.647433000000 C 2.467778000000 0.136031000000 -1.577203000000 C 2.410666000000 1.616119000000 -1.534408000000 C 3.708720000000 -0.484218000000 -1.639414000000

C 3.803966000000 -1.869314000000 -1.668952000000 C 2.648938000000 -2.639499000000 -1.639250000000 H 4.588424000000 0.143757000000 -1.649764000000 H 2.688755000000 -3.719495000000 -1.649552000000 H 4.772587000000 -2.345748000000 -1.702864000000 H -4.418267000000 -2.960344000000 -1.701540000000 H -4.566645000000 -0.468411000000 -1.648493000000 H -2.418673000000 3.902685000000 -1.646861000000 H -0.355311000000 5.307028000000 -1.698731000000 O 0.274770000000 -4.106108000000 -1.465617000000 O -3.694408000000 1.815956000000 -1.465896000000 O 3.419112000000 2.292032000000 -1.465517000000 C -2.410113000000 -1.616980000000 1.534357000000 C -1.062615000000 -2.231874000000 1.576423000000 C -0.960223000000 -3.615455000000 1.637483000000 C -2.467714000000 -0.136917000000 1.577335000000 C 0.096288000000 -1.429066000000 1.560464000000 C 0.000252000000 -0.000572000000 1.503787000000 C -1.284910000000 0.630247000000 1.561071000000 C 1.189225000000 0.796778000000 1.560851000000 C 2.464109000000 0.194805000000 1.576970000000 C 2.605273000000 -1.279569000000 1.534762000000 C 1.352299000000 -2.069394000000 1.576502000000 C 1.436216000000 -3.454300000000 1.637388000000 C 0.284765000000 -4.229817000000 1.666403000000 H 2.420035000000 -3.901782000000 1.647626000000 C -3.708877000000 0.482900000000 1.639593000000 C -3.804601000000 1.867958000000 1.668970000000 C -2.649846000000 2.638545000000 1.638982000000 C -1.400599000000 2.035336000000 1.577273000000 H -2.690047000000 3.718530000000 1.648969000000 C 1.115970000000 2.204789000000 1.576948000000 C -0.194534000000 2.894692000000 1.533785000000 C 2.273224000000 2.969810000000 1.638704000000 C 3.520747000000 2.360598000000 1.668162000000 C 3.611030000000 0.975180000000 1.638702000000 H 2.168560000000 4.045565000000 1.648799000000 H 4.566482000000 0.470053000000 1.648659000000 H 4.417215000000 2.961931000000 1.701620000000 H 0.357165000000 -5.306856000000 1.699505000000 H -1.875074000000 -4.190779000000 1.647741000000 H -4.588361000000 -0.145386000000 1.649936000000 H -4.773387000000 2.344067000000 1.702794000000 O 3.695042000000 -1.814644000000 1.466196000000 O -3.418344000000 -2.293223000000 1.465584000000 O -0.276202000000 4.105925000000 1.464017000000 7a2(ecl): UM052x/6-311G(d,p), -2139.31099486 H

C 1.211366000000 -2.641005000000 1.749984000000 C -0.258995000000 -2.457816000000 1.749042000000 C -1.070054000000 -3.584195000000 1.781755000000 C 2.031571000000 -1.406841000000 1.749240000000 C -0.828795000000 -1.168410000000 1.735251000000 C 0.000005000000 0.000034000000 1.709822000000 C 1.426219000000 -0.133811000000 1.735169000000 C -0.597194000000 1.302055000000 1.735631000000 C -1.998855000000 1.453243000000 1.749132000000 C -2.892533000000 0.271345000000 1.749798000000 C -2.234030000000 -1.056086000000 1.748673000000 C -3.029335000000 -2.193514000000 1.781429000000 C -2.453081000000 -3.457150000000 1.797200000000 H -4.101946000000 -2.057977000000 1.792359000000 C 3.414297000000 -1.526877000000 1.782095000000 C 4.220210000000 -0.395784000000 1.797071000000 C 3.638607000000 0.865375000000 1.780791000000 C 2.257703000000 1.004554000000 1.748355000000 H 4.235708000000 1.766575000000 1.791404000000 C 0.202457000000 2.463108000000 1.749560000000 C 1.681213000000 2.369597000000 1.749582000000 C -0.384949000000 3.720638000000 1.783188000000 C -1.767449000000 3.853183000000 1.799159000000 C -2.568665000000 2.718740000000 1.782594000000 H 0.268385000000 4.582026000000 1.794586000000 H -3.647761000000 2.785127000000 1.793729000000 H -2.217963000000 4.835065000000 1.826776000000 H -3.078306000000 -4.338187000000 1.824083000000 H -0.588531000000 -4.552111000000 1.792973000000 H 3.833623000000 -2.523295000000 1.793558000000 H 5.295903000000 -0.496579000000 1.823882000000 O -4.101718000000 0.384476000000 1.760498000000 O 1.717886000000 -3.744689000000 1.759953000000 O 2.384157000000 3.359846000000 1.759179000000 C 1.211366000000 -2.641005000000 -1.749984000000 C -0.258995000000 -2.457816000000 -1.749042000000 C -1.070054000000 -3.584195000000 -1.781755000000 C 2.031571000000 -1.406841000000 -1.749240000000 C -0.828795000000 -1.168410000000 -1.735251000000 C 0.000005000000 0.000034000000 -1.709822000000 C 1.426219000000 -0.133811000000 -1.735169000000 C -0.597194000000 1.302055000000 -1.735631000000 C -1.998855000000 1.453243000000 -1.749132000000 C -2.892533000000 0.271345000000 -1.749798000000 C -2.234030000000 -1.056086000000 -1.748673000000 C -3.029335000000 -2.193514000000 -1.781429000000 C -2.453081000000 -3.457150000000 -1.797200000000 H -4.101946000000 -2.057977000000 -1.792359000000

C 3.414297000000 -1.526877000000 -1.782095000000 C 4.220210000000 -0.395784000000 -1.797071000000 C 3.638607000000 0.865375000000 -1.780791000000 C 2.257703000000 1.004554000000 -1.748355000000 H 4.235708000000 1.766575000000 -1.791404000000 C 0.202457000000 2.463108000000 -1.749560000000 C 1.681213000000 2.369597000000 -1.749582000000 C -0.384949000000 3.720638000000 -1.783188000000 C -1.767449000000 3.853183000000 -1.799159000000 C -2.568665000000 2.718740000000 -1.782594000000 H 0.268385000000 4.582026000000 -1.794586000000 H -3.647761000000 2.785127000000 -1.793729000000 H -2.217963000000 4.835065000000 -1.826776000000 H -3.078306000000 -4.338187000000 -1.824083000000 H -0.588531000000 -4.552111000000 -1.792973000000 H 3.833623000000 -2.523295000000 -1.793558000000 H 5.295903000000 -0.496579000000 -1.823882000000 O -4.101718000000 0.384476000000 -1.760498000000 O 1.717886000000 -3.744689000000 -1.759953000000 O 2.384157000000 3.359846000000 -1.759179000000 7b(monomer): UM052x/6-311G(d,p), -8790.07992770 H C 0.000000000000 2.516713000000 1.455158000000 C 0.000000000000 1.210164000000 2.155540000000 C 0.000000000000 1.208213000000 3.542782000000 C 0.000000000000 2.470430000000 -0.026565000000 C 0.000000000000 0.000000000000 1.433319000000 C 0.000000000000 0.000000000000 0.002872000000 C 0.000000000000 1.239144000000 -0.712416000000 C 0.000000000000 -1.239144000000 -0.712416000000 C 0.000000000000 -2.470430000000 -0.026565000000 C 0.000000000000 -2.516713000000 1.455158000000 C 0.000000000000 -1.210164000000 2.155540000000 C 0.000000000000 -1.208213000000 3.542782000000 C 0.000000000000 0.000000000000 4.224652000000 H 0.000000000000 -2.153861000000 4.065036000000 C 0.000000000000 3.671056000000 -0.722122000000 C 0.000000000000 3.656638000000 -2.109380000000 C 0.000000000000 2.461192000000 -2.813417000000 C 0.000000000000 1.259272000000 -2.121580000000 H 0.000000000000 2.440182000000 -3.893581000000 C 0.000000000000 -1.259272000000 -2.121580000000 C 0.000000000000 0.000000000000 -2.902667000000 C 0.000000000000 -2.461192000000 -2.813417000000 C 0.000000000000 -3.656638000000 -2.109380000000 C 0.000000000000 -3.671056000000 -0.722122000000 H 0.000000000000 -2.440182000000 -3.893581000000 H 0.000000000000 -4.596315000000 -0.164427000000

H 0.000000000000 2.153861000000 4.065036000000 H 0.000000000000 4.596315000000 -0.164427000000 O 0.000000000000 -3.566922000000 2.062277000000 O 0.000000000000 3.566922000000 2.062277000000 O 0.000000000000 0.000000000000 -4.115695000000 Br 0.000000000000 -5.289258000000 -3.063632000000 Br 0.000000000000 5.289258000000 -3.063632000000 Br 0.000000000000 0.000000000000 6.115551000000 7b2(stag): UM052x/6-311G(d,p), -17580.1976991 H C 2.540098000000 -1.410169000000 1.504464000000 C 1.247080000000 -2.135202000000 1.566531000000 C 1.269315000000 -3.520748000000 1.630281000000 C 2.471700000000 0.070695000000 1.564452000000 C 0.026165000000 -1.431033000000 1.554829000000 C 0.002288000000 -0.001541000000 1.498776000000 C 1.228183000000 0.734234000000 1.551998000000 C -1.247979000000 0.692197000000 1.555474000000 C -2.468073000000 -0.012889000000 1.569728000000 C -2.486996000000 -1.494997000000 1.509945000000 C -1.170107000000 -2.175957000000 1.568910000000 C -1.146117000000 -3.561526000000 1.632502000000 C 0.073020000000 -4.223325000000 1.664199000000 H -2.083131000000 -4.099660000000 1.641830000000 C 3.659371000000 0.784532000000 1.628278000000 C 3.622821000000 2.171244000000 1.662707000000 C 2.416416000000 2.855983000000 1.627906000000 C 1.227747000000 2.143645000000 1.564030000000 H 2.377659000000 3.935847000000 1.636744000000 C -1.295142000000 2.100627000000 1.566866000000 C -0.047024000000 2.900468000000 1.504169000000 C -2.507130000000 2.772425000000 1.632303000000 C -3.689844000000 2.047458000000 1.667335000000 C -3.679226000000 0.660322000000 1.635048000000 H -2.504714000000 3.852909000000 1.638963000000 H -4.595040000000 0.087024000000 1.643570000000 H 2.223761000000 -4.027405000000 1.637626000000 H 4.594462000000 0.242828000000 1.634675000000 O -3.523631000000 -2.116653000000 1.405142000000 O 3.596537000000 -1.996706000000 1.396525000000 O -0.068038000000 4.108699000000 1.397461000000 Br -5.339367000000 2.961222000000 1.745884000000 Br 5.240607000000 3.139827000000 1.751115000000 Br 0.106120000000 -6.109249000000 1.740157000000 C 0.047461000000 -2.900735000000 -1.513425000000 C -1.227436000000 -2.143955000000 -1.570403000000 C -2.416135000000 -2.856490000000 -1.631394000000 C 1.295444000000 -2.100561000000 -1.573827000000

C -1.228070000000 -0.734562000000 -1.557172000000 C -0.002329000000 0.001383000000 -1.503610000000 C 1.248040000000 -0.692164000000 -1.560147000000 C -0.026419000000 1.430921000000 -1.558561000000 C -1.247328000000 2.135002000000 -1.570847000000 C -2.540091000000 1.409780000000 -1.507487000000 C -2.471624000000 -0.071099000000 -1.568009000000 C -3.659361000000 -0.785115000000 -1.628146000000 C -3.622714000000 -2.171899000000 -1.660223000000 H -4.594576000000 -0.243602000000 -1.631760000000 C 2.507632000000 -2.772026000000 -1.638480000000 C 3.690250000000 -2.046712000000 -1.669592000000 C 3.679345000000 -0.659630000000 -1.636554000000 C 2.467974000000 0.013161000000 -1.571726000000 H 4.595077000000 -0.086192000000 -1.642365000000 C 1.169713000000 2.176014000000 -1.570375000000 C 2.486322000000 1.495092000000 -1.506893000000 C 1.145760000000 3.561573000000 -1.633573000000 C -0.073384000000 4.223248000000 -1.667092000000 C -1.269661000000 3.520551000000 -1.634526000000 H 2.082737000000 4.099786000000 -1.640444000000 H -2.224148000000 4.027133000000 -1.642046000000 H -2.377206000000 -3.936355000000 -1.640679000000 H 2.505436000000 -3.852500000000 -1.646716000000 O -3.596769000000 1.996228000000 -1.402215000000 O 0.068649000000 -4.109234000000 -1.409859000000 O 3.522668000000 2.116939000000 -1.401501000000 Br -0.106502000000 6.109313000000 -1.740743000000 Br 5.340334000000 -2.960001000000 -1.744057000000 Br -5.241060000000 -3.140636000000 -1.736523000000 7c(monomer): UM052x/6-311G(d,p), -1541.47582785 H C -2.780535000000 0.781066000000 0.000122000000 C -1.684761000000 1.780941000000 0.000035000000 C -2.007897000000 3.127262000000 0.000031000000 C -2.375763000000 -0.645304000000 0.000018000000 C -0.335408000000 1.373015000000 0.000000000000 C 0.012062000000 -0.013210000000 -0.000005000000 C -1.013080000000 -1.007270000000 -0.000005000000 C 1.385655000000 -0.404341000000 -0.000008000000 C 2.412625000000 0.560500000000 -0.000023000000 C 2.093217000000 2.008437000000 -0.000128000000 C 0.655852000000 2.369507000000 -0.000030000000 C 0.304744000000 3.715136000000 -0.000017000000 C -1.026629000000 4.124709000000 0.000009000000 H 1.116239000000 4.427279000000 -0.000048000000 C -3.358132000000 -1.620908000000 -0.000012000000 C -3.047246000000 -2.985459000000 -0.000050000000

C -1.699279000000 -3.336467000000 -0.000047000000 C -0.693369000000 -2.376338000000 -0.000024000000 H -1.381440000000 -4.368611000000 -0.000067000000 C 1.752300000000 -1.761517000000 0.000003000000 C 0.719331000000 -2.824143000000 -0.000015000000 C 3.093206000000 -2.130275000000 0.000028000000 C 4.113020000000 -1.181280000000 0.000041000000 C 3.739985000000 0.167377000000 0.000010000000 H 3.304142000000 -3.189342000000 0.000039000000 H 4.481864000000 0.954388000000 -0.000010000000 H -3.061029000000 3.374584000000 0.000062000000 H -4.384297000000 -1.278756000000 0.000018000000 O 2.965977000000 2.855406000000 0.000114000000 O -3.949992000000 1.114592000000 -0.000086000000 O 1.015910000000 -4.004420000000 -0.000022000000 C 5.591388000000 -1.552305000000 0.000060000000 C -4.170768000000 -4.014905000000 -0.000048000000 C -1.441783000000 5.591411000000 -0.000004000000 C -5.035618000000 -3.817328000000 -1.254504000000 H -4.438471000000 -3.950205000000 -2.157499000000 H -5.843640000000 -4.550931000000 -1.262954000000 H -5.481758000000 -2.823480000000 -1.283129000000 C -3.635934000000 -5.447840000000 -0.000053000000 H -4.477255000000 -6.141441000000 -0.000078000000 H -3.033624000000 -5.650992000000 -0.886504000000 H -3.033663000000 -5.651016000000 0.886419000000 C -5.035590000000 -3.817320000000 1.254426000000 H -5.843636000000 -4.550896000000 1.262884000000 H -4.438428000000 -3.950226000000 2.157407000000 H -5.481691000000 -2.823454000000 1.283069000000 C 5.802591000000 -3.067107000000 0.000049000000 H 6.872410000000 -3.278013000000 0.000071000000 H 5.369172000000 -3.531981000000 0.886449000000 H 5.369211000000 -3.531962000000 -0.886380000000 C 6.258083000000 -0.967057000000 -1.254536000000 H 6.175211000000 0.119169000000 -1.284651000000 H 7.318473000000 -1.225604000000 -1.260749000000 H 5.798239000000 -1.370657000000 -2.157318000000 C 6.258049000000 -0.967081000000 1.254686000000 H 5.798175000000 -1.370695000000 2.157447000000 H 7.318437000000 -1.225634000000 1.260925000000 H 6.175182000000 0.119145000000 1.284817000000 C -0.234431000000 6.530057000000 -0.000010000000 H 0.384593000000 6.385991000000 0.886466000000 H 0.384588000000 6.385996000000 -0.886490000000 H -0.586311000000 7.562079000000 -0.000007000000 C -2.282095000000 5.877018000000 1.254406000000 H -3.185331000000 5.267874000000 1.280139000000

H -1.705918000000 5.673058000000 2.157705000000 H -2.581803000000 6.926576000000 1.264260000000 C -2.282088000000 5.876981000000 -1.254429000000 H -1.705902000000 5.673002000000 -2.157718000000 H -3.185315000000 5.267822000000 -1.280149000000 H -2.581808000000 6.926535000000 -1.264312000000 7c2(stag): UM052x/6-311G(d,p), -3083.00558342 H C -0.927805000000 2.747278000000 1.545754000000 C 0.516405000000 2.415526000000 1.590349000000 C 1.442935000000 3.445556000000 1.634800000000 C -1.874597000000 1.607253000000 1.571564000000 C 0.943351000000 1.073169000000 1.569328000000 C 0.000502000000 0.001860000000 1.521318000000 C -1.398806000000 0.282690000000 1.569643000000 C 0.457160000000 -1.350242000000 1.570235000000 C 1.833042000000 -1.651857000000 1.592309000000 C 2.842311000000 -0.566994000000 1.548279000000 C 2.328198000000 0.822659000000 1.571467000000 C 3.236545000000 1.873542000000 1.603735000000 C 2.820078000000 3.203564000000 1.627251000000 H 4.283413000000 1.611042000000 1.590921000000 C -3.238830000000 1.868151000000 1.605931000000 C -4.182400000000 0.842296000000 1.630136000000 C -3.703084000000 -0.471189000000 1.636386000000 C -2.347767000000 -0.758213000000 1.591020000000 H -4.380799000000 -1.312986000000 1.660353000000 C -0.451978000000 -2.424174000000 1.571700000000 C -1.912393000000 -2.174577000000 1.546802000000 C 0.003812000000 -3.736258000000 1.604542000000 C 1.363812000000 -4.040761000000 1.628814000000 C 2.261904000000 -2.969209000000 1.636872000000 H -0.747295000000 -4.511227000000 1.590514000000 H 3.329720000000 -3.135485000000 1.661399000000 H 1.053088000000 4.453527000000 1.659747000000 H -3.534930000000 2.906093000000 1.593189000000 O 4.035777000000 -0.806261000000 1.488839000000 O -1.316936000000 3.900537000000 1.483574000000 O -2.715834000000 -3.088877000000 1.487570000000 C -5.681767000000 1.110162000000 1.680710000000 C 3.802133000000 4.367744000000 1.674140000000 C -6.004013000000 2.571173000000 1.358482000000 H -5.611408000000 2.844523000000 0.377592000000 H -7.086457000000 2.702551000000 1.344414000000 H -5.599373000000 3.252089000000 2.108028000000 C -6.414696000000 0.225961000000 0.660232000000 H -7.478623000000 0.468430000000 0.673740000000 H -6.022721000000 0.404506000000 -0.340696000000

H -6.317334000000 -0.833456000000 0.896102000000 C -6.184112000000 0.781693000000 3.095408000000 H -7.259507000000 0.959718000000 3.156670000000 H -5.994270000000 -0.263139000000 3.344927000000 H -5.685542000000 1.406777000000 3.837445000000 C 5.228396000000 3.915604000000 1.352320000000 H 5.616469000000 3.226542000000 2.103295000000 H 5.268627000000 3.436674000000 0.372550000000 H 5.883280000000 4.787399000000 1.335711000000 C 3.769966000000 4.971478000000 3.086913000000 H 2.770912000000 5.331559000000 3.336146000000 H 4.061577000000 4.228877000000 3.830900000000 H 4.462927000000 5.813067000000 3.145386000000 C 3.402176000000 5.440710000000 0.650244000000 H 3.363864000000 5.008302000000 -0.349243000000 H 2.434325000000 5.884113000000 0.883065000000 H 4.142309000000 6.242591000000 0.662788000000 C 0.664215000000 -2.822837000000 -1.547879000000 C 1.714200000000 -1.777316000000 -1.591716000000 C 3.045174000000 -2.161682000000 -1.636709000000 C -0.742327000000 -2.356051000000 -1.571880000000 C 1.366809000000 -0.412307000000 -1.569314000000 C 0.000107000000 -0.001733000000 -1.520427000000 C -1.038884000000 -0.980232000000 -1.568844000000 C -0.327473000000 1.387268000000 -1.569223000000 C 0.680748000000 2.370929000000 -1.591635000000 C 2.110969000000 1.984060000000 -1.546118000000 C 2.409778000000 0.532702000000 -1.570547000000 C 3.736461000000 0.120994000000 -1.602875000000 C 4.086085000000 -1.228182000000 -1.627730000000 H 4.486506000000 0.897028000000 -1.589482000000 C -1.762300000000 -3.299050000000 -1.606053000000 C -3.105610000000 -2.927100000000 -1.628490000000 C -3.393137000000 -1.558795000000 -1.634182000000 C -2.394719000000 -0.598562000000 -1.589383000000 H -4.413608000000 -1.203176000000 -1.657413000000 C -1.667057000000 1.818019000000 -1.571018000000 C -2.774405000000 0.833663000000 -1.545395000000 C -1.973959000000 3.172646000000 -1.605606000000 C -0.980659000000 4.150220000000 -1.630919000000 C 0.348164000000 3.715680000000 -1.637789000000 H -3.021210000000 3.433581000000 -1.592604000000 H 1.166309000000 4.421571000000 -1.663369000000 H 3.247412000000 -3.223247000000 -1.661493000000 H -1.465125000000 -4.336657000000 -1.594440000000 O 2.997090000000 2.818781000000 -1.486972000000 O 0.944461000000 -4.007406000000 -1.487763000000 O -3.939806000000 1.184334000000 -1.483135000000

C -4.237726000000 -3.946140000000 -1.677603000000 C 5.534973000000 -1.697851000000 -1.673571000000 C -3.738659000000 -5.359577000000 -1.368968000000 H -3.253549000000 -5.392012000000 -0.391924000000 H -4.589102000000 -6.041977000000 -1.353085000000 H -3.041610000000 -5.719684000000 -2.126430000000 C -5.319078000000 -3.589000000000 -0.646326000000 H -6.098538000000 -4.352602000000 -0.664448000000 H -4.885810000000 -3.547821000000 0.352645000000 H -5.792189000000 -2.632630000000 -0.867734000000 C -4.848620000000 -3.922911000000 -3.087514000000 H -5.667600000000 -4.642346000000 -3.147343000000 H -5.242111000000 -2.934181000000 -3.327443000000 H -4.100632000000 -4.184729000000 -3.837104000000 C 6.506501000000 -0.562523000000 -1.342992000000 H 6.474569000000 0.231416000000 -2.090004000000 H 6.285039000000 -0.139467000000 -0.361674000000 H 7.522902000000 -0.957228000000 -1.325427000000 C 5.830170000000 -2.219926000000 -3.088395000000 H 5.173121000000 -3.052475000000 -3.343399000000 H 5.686664000000 -1.431578000000 -3.828585000000 H 6.863461000000 -2.567486000000 -3.146264000000 C 5.759361000000 -2.825817000000 -0.655024000000 H 5.496580000000 -2.484105000000 0.345846000000 H 5.171882000000 -3.711981000000 -0.893854000000 H 6.811210000000 -3.116402000000 -0.666846000000 C -0.444044000000 6.401390000000 -0.657783000000 H 0.618889000000 6.338415000000 -0.889185000000 H -0.614358000000 6.004252000000 0.342619000000 H -0.721023000000 7.456874000000 -0.673063000000 H -3.033553000000 5.507933000000 -0.381436000000 H -3.436811000000 5.483084000000 -2.112751000000 H -2.940595000000 6.987738000000 -1.347026000000 C -2.771843000000 5.910463000000 -1.361419000000 H 0.063880000000 6.001059000000 -3.343568000000 H -1.594027000000 5.635343000000 -3.837759000000 C -0.987018000000 6.154318000000 -3.094638000000 H -1.201975000000 7.222996000000 -3.154661000000 C -1.299958000000 5.639307000000 -1.681048000000 C 0.776553000000 -6.481550000000 1.347636000000 H 0.345708000000 -6.274000000000 0.366742000000 H -0.016980000000 -6.474559000000 2.095671000000 H 1.203747000000 -7.484780000000 1.330380000000 H 1.619423000000 -5.633975000000 3.831115000000 H 3.221516000000 -5.064338000000 3.345971000000 H 2.795764000000 -6.770582000000 3.148976000000 C 2.412400000000 -5.749989000000 3.091019000000 H 2.664076000000 -5.412825000000 -0.343942000000

H 3.881993000000 -5.048822000000 0.894839000000 C 3.014282000000 -5.663617000000 0.657102000000 H 3.337216000000 -6.705994000000 0.669827000000 C 1.880425000000 -5.473603000000 1.676117000000 S8. References.

[i] M. J. Frisch, G.W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V.

Barone, B. Men-nucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J.

Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T.

Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr. ,J. E. Peralta, F. Ogliaro, M. Bearpark,

J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Ko-bayashi, J. Normand, K. Raghavachari, A. Rendell,

J. C. Burant, S. S. Iyen-gar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V.

Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli,

J. W. Ochterski, R. L. Martin,K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J.J.Dannenberg, S.

Dapprich, A. D. Daniels, Farkas, J. B. Foresman, J. V. Ortiz, J. Cio-slowski, D. J. Fox, Gaussian 09, Revision

D.01, Gaussian, Inc. Wallingford CT, 2013. [ii]

R. Krishnan, J. S. Binkley, R. Seeger, J. A. Pople, J. Chem. Phys. 1980, 72, 650.

[iii] G. A. Zhurko, D. A. Zhurko, Chemcraft, Version 1.8, http://chemcraftprog.com [4] See e.g. Grimme, S., Hansen, A., Brandenburg, J. G., Bannwarth, C. Chem. Rev. 2016, 116, 5105-5154.

Supporting Information Section for Pancake Bonding in ...

Documents

Transcript of Supporting Information Section for Pancake Bonding in ...

Ligações Metálicas Bond between atoms with similar low electronegativities (ΔX ~0). Metallic bonding is essentially covalent bonding with delocalized electrons.

acids Bonding Introduction nd · Bonding π-acids Metal Carbonyl Compounds ... compounds in many important chemical processes that include catalysis, sensors and others. Metal Carbonyl

Supporting Information - Wayne State University

Bonding with Pango

SUPPORTING INFORMATION amplification (μcMDA) · number variations by micro-channel multiple displacement amplification (μcMDA) Supporting Information: Supplementary Methods Supplementary

Chapter 9 Molecular Geometries and Bonding Theories

Direct NMR Detection of Bifurcated Hydrogen Bonding in the ...lectka.chemistry.jhu.edu/...bifurcatedhbonding.pdf · new insights into the H-bonding properties of histidine, a reﬁned

Covalent Bonding

Chapter 4 Symmetry and Chemical Bonding

SUPPORTING INFORMATION Synthesis, Electrochemistry and ...bard.cm.utexas.edu/resources/Bard-Reprint/869_SI.pdf · S1 SUPPORTING INFORMATION Synthesis, Electrochemistry and Electrogenerated

Sub-nanometer Scale Atomic Bonding Characterization via HAADF STEM

Chapter 5 - Bonding in Polyatomic moleculesmichael.lufaso/chem3610/Inorganic...2.Valence bond theory 3.Molecular orbital theory Chapter 5 Bonding in polyatomic molecules 2 Orbital

IBDP HL bonding

Electronic Supporting Information Systematic theoretical … · 2014. 12. 17. · Electronic Supporting Information Systematic theoretical investigation of geometries, stabilities

Supporting Information - University of Michigan

CHAPTER X A New Non-covalent Bonding Mode in ...

Supporting Information v2 - CaltechAUTHORS

Chapter 5 - Bonding in Polyatomic molecules - unf.edumichael.lufaso/chem3610/Inorganic_Chapter5.pdf · Chapter 5 Bonding in polyatomic molecules. 2 Orbital hybridization - sp ...

2.Atomic Structure and Bonding

Atomic structure and bonding