Electronic Supplementary Material
A density functional theory approach toward substituent effect in Meerwein–Eschenmoser–Claisen rearrangement
Rahim Ghadari, Ahmad Shaabani*
Department of Chemistry, Shahid Beheshti University, G. C., P. O. Box 19396-4716, Tehran, Iran
Computational method
B3LYP/6-31G(d) method was used for the full optimization of the structures. The nature of the transition structures were confirmed by the presence of a single imaginary frequency (NMIG=1). All the transition state structures were traced with IRC calculation in the both directions. The non-scaled frequencies were used to compute zero-point energies. All of the calculations were carried out in gas phase. All of the calculations were performed with Gaussian 98.19 GaussView 3.020 and CYLview21 (v1.0beta) programs were used as graphical interface. Hyperchem (ver. 8.0.6) was used for investigating the HMO energy analysis.
Contents
Electronic Supplementary Material
Structures of reactants
Structures of products
Substituent effects on activation energies
Substituent effect on the HOMO energy levels
Reactant 1
Reactant 2
Reactant 3
Reactant 4
Reactant 5
Reactant 6
Reactant 7
Reactant 8
Reactant 9
Reactant 10
Reactant 11
Reactant 12
Reactant 13
Product 1
Product 2
Product 3
Product 4
Product 5
Product 6
Product 7
Product 8
Product 9
Product 10
Product 11
Product 12
Product 13
TS 1
TS 2
TS 3
TS 4
TS 5
TS 6
TS 7
TS 8
TS 9
TS 10
TS 11
TS 12
TS 13
Structures of reactants
In the structures R5(NO2) and R9(NH2), there are NO2and NH2 groups with S configuration in the position 4. In these structures the above mentioned dihedral angle is greater than structure R1. In these structures, the NO2 and NH2 groups are far from NMe2 group and the repulsion of these two groups has no effect in the dihedral angle. Therefore, repulsion between two π-bonds has the main effect in the increasing of dihedral angle.
Structures R8(NO2) and R12(NH2) have the very similar dihedral angles (80.2° and 81.3°, respectively). In these structures, NO2 and NH2 groups are located in position 5. In thesestructures, the substituent and NMe2 groups are located far from each other and there is no steric interaction between them. Therefore, the repulsion between to π-bond can be attributed as the main reason for the large dihedral angle.
Structures R10(NH2), R13(NH2), and R14(NH2) have very similar dihedral angles. In the case of structure R11(NH2), the dihedral angle is about 7° larger. In this structure, the steric effect of NH2 group with NMe2 group can be assigned as a reason for the increased dihedral angle.
Structures of products
StructuresP6(NO2)andP13(NH2) have the dihedral angles smaller than structure P1. In the structure P6(NO2), any decrease or increase of dihedral angle will cause an increase in the repulsion between NMe2 or NO2 groups with electron-rich π-bond. The structure P13(NH2) has the same situation. In this structure NH2 group plays a role like NO2 group in the structure P6(NO2). The repulsion between NH2 and NMe2 groups plays a strong role for the observed dihedral angle.
Substituent effects on activation energies
Comparison between the structures TS4(NO2)and TS5(NO2) is interesting (Figure 3 and 5-a). These two structures vary in the stereochemistry of the nitro group on C4 position. By exterior comparison of these two structures it can be deduced that the presence of a steric repulsion between nitro group with NMe2 group, will increase the distances between C1 with C6 and O with C4. Results of calculations show that the distances between above mentioned atoms are greater in structure TS5(NO2) in comparison with structure TS4(NO2)(Table 3).
As NO2 group, the effect of NH2 group is related to its position. Amine group in the positions C4 and C6 (structures S9(NH2), S15(NH2), S13(NH2), and S14(NH2)respectively) lowers the Ea. In this case comparison between structures S9(NH2) and S15(NH2) is valuable (Figure 5-b). Like the structures S4(NO2) and S5(NO2), in spite of the presence of the repulsion between NH2 and NO2 groups in the structure S15(NH2), the decrease in the Ea is lesser than structure S9(NH2). Results for the structures S13(NH2) and S14(NH2) are in the opposite direction (Figure 5-c). In these cases, structure S13(NH2) causes lesser decrease in Ea. The repulsion between NH2 and NMe2 groups in the structure TS13(NH2) could be accounted for this observation. The presence of amine group in the position C5, structure S12(NH2), increases the Ea by an amount of 4.3 kcal/mol.
The decreased Ea of S9(NH2) can be attributed to the attraction between the partial positive charge on C4 with negative charge on O; because the NH2 group is in equatorial position, therefore there is no repulsion between this group with NMe2 group. Same kind of explanation can be qualified to the structure S15(NH2). But in this structure, there is a 1,3-diaxial repulsion.
The higher Ea of S7(NO2) in contrast withS6(NO2) can be attributed to the greater disorder caused by repulsion between large NO2 group with NMe2 group in the TS structure (Figure 1, TS7(NO2)). This repulsion will be diminished to the least amount in the structure S6(NO2) (Figure 1, TS6(NO2)).
The results of S10(NH2) and S11(NH2) can be analyzed similar to S6(NO2) and S7(NO2). Because the NH2 group is smaller than NO2 group, the quantity of discordance is lesser; therefore the effect of it in Ea is lesser.
Substituent effect on the HOMO energy levels
In the Figure 6, HOMOs’ energies of the investigated structures relative to structure 1 have been presented. In the cases 2 through 6 which contain NO2 substituent, all of the orbital are more stable than structure 1. The amount of the stabilization is related to the position of the substituent. In the structure 2, the stabilization for the reactant, TS, and product is in the same level. In the structure 3, the amount of the stabilization on the TS structure relative to the structure 1 is very little. Structures 4, 5, and 6 have the relatively same situation. In the structure 5, the amount of the stabilization on the reactant is more than others. The comparison between structures 3 and 4 shows that the stabilization ability of the NO2 group is related to the configuration of the substituent. In the structure 3, nitro group has very little effect on the HOMO of the TS; but in the structure 4, this effect is more than the same effect on the HOMOs of reactant or product.
Figure 6. HOMOs’ energies of the investigated structures relative to structure 1
The effect of the NH2 group on the energy level of the HOMOs is completely different from nitro group. In the structures 7, 10, and 13 NH2 group causes a very strong instability of the HOMO of the product. Structures 7 and 13 have the similar structures except the configuration of the amine on the double bond. In all of these structures amine group is located on the terminal carbon-carbon double bond. The comparison between structures 11 and 12 shows that, the effect of the substituent is related to the configuration of it. In the structure 11, the amount of the destabilization on the reactant, TS, and product is comparable; but in the structure 12, amine group has stabilization effect on the product and destabilization effect on the reactant and TS. The structures 8 and 9 have very similar situations. In the both of these cases the effect of substitution on the product is negligible. The amount of the destabilization on the reactant and TS is considerable.
Reactant 1
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.394470 -0.999261 -0.287784
2 6 0 0.521324 0.393682 -0.640232
3 1 0 -0.934302 -1.360881 0.638498
4 1 0 -1.820788 -1.853794 -0.825598
5 8 0 -0.388120 -0.487950 -1.187579
6 7 0 1.294896 -0.157827 0.392049
7 6 0 2.109388 0.763162 1.165021
8 1 0 1.500631 1.615571 1.477915
9 1 0 2.479294 0.247453 2.057905
10 1 0 2.982399 1.143490 0.605494
11 6 0 1.973188 -1.418655 0.089922
12 1 0 1.317009 -2.055428 -0.504425
13 1 0 2.906808 -1.260266 -0.476818
14 1 0 2.220009 -1.934922 1.024204
15 6 0 -2.840338 0.365002 1.236644
16 1 0 -2.386437 -0.077754 2.121149
17 1 0 -3.627872 1.093766 1.409039
18 6 0 -2.452266 0.024521 0.008041
19 1 0 -2.912810 0.488720 -0.863738
20 6 0 0.595859 1.645361 -1.114908
21 1 0 1.382869 2.327913 -0.820340
22 1 0 -0.142238 1.991644 -1.827224
Zero-point correction= 0.192534 (Hartree/Particle)
Thermal correction to Energy= 0.203265
Thermal correction to Enthalpy= 0.204209
Thermal correction to Gibbs Free Energy= 0.155826
Sum of electronic and zero-point Energies= -404.285115
Sum of electronic and thermal Energies= -404.274384
Sum of electronic and thermal Enthalpies= -404.273440
Sum of electronic and thermal Free Energies= -404.321823
Reactant 2
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -0.143739 -1.366754 -0.754557
2 6 0 -1.676532 -0.257830 0.696394
3 1 0 -0.447229 -0.692362 -1.562549
4 1 0 -0.044626 -2.379999 -1.160763
5 8 0 -1.167304 -1.466026 0.242792
6 7 0 -2.293706 0.502364 -0.305369
7 6 0 -2.636207 1.873729 0.037131
8 1 0 -1.768692 2.367523 0.482709
9 1 0 -2.915334 2.408092 -0.876900
10 1 0 -3.480654 1.942855 0.744475
11 6 0 -3.332790 -0.176636 -1.083953
12 1 0 -3.025735 -1.201956 -1.293918
13 1 0 -4.295640 -0.207529 -0.547095
14 1 0 -3.481333 0.351460 -2.031833
15 6 0 1.934285 0.009192 -0.676036
16 1 0 1.722657 0.600141 -1.557558
17 6 0 1.162813 -0.938904 -0.150242
18 1 0 1.488715 -1.444685 0.754876
19 6 0 -1.534253 0.066172 1.988252
20 1 0 -2.024301 0.928861 2.421127
21 1 0 -0.925578 -0.553932 2.634199
22 7 0 3.215976 0.366333 -0.073498
23 8 0 3.588822 -0.229976 0.936174
24 8 0 3.841031 1.264357 -0.641045
Zero-point correction= 0.195691 (Hartree/Particle)
Thermal correction to Energy= 0.208816
Thermal correction to Enthalpy= 0.209760
Thermal correction to Gibbs Free Energy= 0.153873
Sum of electronic and zero-point Energies= -608.782663
Sum of electronic and thermal Energies= -608.769537
Sum of electronic and thermal Enthalpies= -608.768593
Sum of electronic and thermal Free Energies= -608.824480
Reactant 3
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.170606 -0.576016 -0.665486
2 6 0 -1.248996 -0.430803 -0.668935
3 1 0 1.819201 -0.947658 -1.461798
4 8 0 -0.016250 -0.140868 -1.268832
5 7 0 -1.655686 0.504267 0.273402
6 6 0 -2.825022 0.153040 1.061770
7 1 0 -2.696624 -0.847406 1.484140
8 1 0 -2.922383 0.871286 1.881701
9 1 0 -3.761870 0.171000 0.477785
10 6 0 -1.624141 1.914161 -0.125874
11 1 0 -0.729269 2.110305 -0.711334
12 1 0 -2.514843 2.186350 -0.716242
13 1 0 -1.591378 2.539466 0.771473
14 6 0 1.150954 -1.354955 1.738914
15 1 0 1.351223 -0.363029 2.132864
16 1 0 1.044747 -2.156685 2.463751
17 6 0 1.034443 -1.597842 0.435158
18 1 0 0.817823 -2.600771 0.076535
19 6 0 -1.897770 -1.539712 -1.054270
20 1 0 -2.901436 -1.763257 -0.716882
21 1 0 -1.420379 -2.241193 -1.727007
22 7 0 1.986699 0.632344 -0.139460
23 8 0 1.392753 1.567815 0.380290
24 8 0 3.201954 0.532814 -0.263988
Zero-point correction= 0.195064 (Hartree/Particle)
Thermal correction to Energy= 0.208243
Thermal correction to Enthalpy= 0.209187
Thermal correction to Gibbs Free Energy= 0.154579
Sum of electronic and zero-point Energies= -608.773440
Sum of electronic and thermal Energies= -608.760260
Sum of electronic and thermal Enthalpies= -608.759316
Sum of electronic and thermal Free Energies= -608.813925
Reactant 4
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 0.951405 0.206576 -0.086989
2 6 0 -1.303811 0.404961 0.633009
3 1 0 0.484417 0.089823 -1.070791
4 8 0 0.008808 0.050030 0.942602
5 7 0 -1.848340 -0.311300 -0.436336
6 6 0 -3.078033 0.219936 -1.006158
7 1 0 -2.963248 1.290191 -1.196608
8 1 0 -3.276043 -0.290178 -1.954397
9 1 0 -3.953436 0.072048 -0.350984
10 6 0 -1.859277 -1.774582 -0.297850
11 1 0 -0.912860 -2.113589 0.122689
12 1 0 -2.682413 -2.112126 0.352890
13 1 0 -1.990207 -2.226152 -1.286709
14 6 0 1.659754 2.442808 -0.890142
15 1 0 1.105974 2.313137 -1.817210
16 1 0 2.173659 3.390485 -0.759345
17 6 0 1.711866 1.487435 0.036242
18 1 0 2.262212 1.624215 0.963977
19 6 0 -1.882897 1.373776 1.351546
20 1 0 -2.937244 1.600121 1.256725
21 1 0 -1.296497 1.942328 2.061913
22 7 0 1.915812 -1.001122 0.022544
23 8 0 3.076250 -0.796360 -0.312322
24 8 0 1.454858 -2.073520 0.386776
Zero-point correction= 0.194905 (Hartree/Particle)
Thermal correction to Energy= 0.208114
Thermal correction to Enthalpy= 0.209058
Thermal correction to Gibbs Free Energy= 0.153568
Sum of electronic and zero-point Energies= -608.780796
Sum of electronic and thermal Energies= -608.767586
Sum of electronic and thermal Enthalpies= -608.766642
Sum of electronic and thermal Free Energies= -608.822132
Reactant 5
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -0.998793 1.610750 -0.853713
2 6 0 -0.173517 -0.572780 -0.297436
3 1 0 -2.061527 1.388160 -0.699426
4 1 0 -0.899433 2.231828 -1.748821
5 8 0 -0.276872 0.402730 -1.225897
6 7 0 -1.352746 -1.153541 0.105400
7 6 0 -1.370436 -2.051316 1.249915
8 1 0 -0.741655 -1.646679 2.046198
9 1 0 -2.398096 -2.127068 1.618758
10 1 0 -1.019936 -3.064322 0.998139
11 6 0 -2.434107 -1.355163 -0.857661
12 1 0 -2.253293 -0.753662 -1.747418
13 1 0 -2.491737 -2.411125 -1.159311
14 1 0 -3.395022 -1.069124 -0.414692
15 6 0 -1.138450 2.660308 1.401715
16 1 0 -2.208620 2.468414 1.458596
17 1 0 -0.695091 3.182882 2.244822
18 6 0 -0.411261 2.288405 0.348092
19 1 0 0.659852 2.467907 0.306130
20 6 0 1.039223 -0.992191 0.173043
21 1 0 1.161584 -1.919585 0.708343
22 7 0 2.283649 -0.323513 -0.021943
23 8 0 2.331645 0.822038 -0.489949
24 8 0 3.289062 -0.966808 0.318440
Zero-point correction= 0.196035 (Hartree/Particle)
Thermal correction to Energy= 0.209295
Thermal correction to Enthalpy= 0.210239
Thermal correction to Gibbs Free Energy= 0.155374
Sum of electronic and zero-point Energies= -608.785377
Sum of electronic and thermal Energies= -608.772117
Sum of electronic and thermal Enthalpies= -608.771173
Sum of electronic and thermal Free Energies= -608.826038
Reactant 6
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 0.414862 -0.850112 -0.719539
2 6 0 -1.283278 0.077703 0.680838
3 1 0 -0.267878 -0.639487 -1.547758
4 1 0 0.849452 -1.842149 -0.837252
5 8 0 -0.307288 -0.888815 0.525654
6 7 0 -2.322814 -0.014368 -0.256582
7 6 0 -3.272324 1.086312 -0.285221
8 1 0 -2.732725 2.036035 -0.333642
9 1 0 -3.899542 0.991118 -1.177784
10 1 0 -3.934948 1.106757 0.597323
11 6 0 -2.958540 -1.328135 -0.389633
12 1 0 -2.200761 -2.110765 -0.341564
13 1 0 -3.695804 -1.511414 0.409797
14 1 0 -3.471854 -1.388276 -1.355240
15 6 0 1.415972 1.412242 -1.236542
16 1 0 0.542614 1.697844 -1.812967
17 1 0 2.221313 2.127927 -1.122458
18 6 0 1.483783 0.202110 -0.684915
19 6 0 -1.158508 0.985644 1.659204
20 1 0 -1.956980 1.670720 1.914525
21 1 0 -0.244840 1.025554 2.238462
22 7 0 2.703110 -0.140011 0.092732
23 8 0 3.536677 0.741595 0.289747
24 8 0 2.805370 -1.302503 0.480892
Zero-point correction= 0.195631 (Hartree/Particle)
Thermal correction to Energy= 0.208645
Thermal correction to Enthalpy= 0.209589
Thermal correction to Gibbs Free Energy= 0.154096
Sum of electronic and zero-point Energies= -608.781330
Sum of electronic and thermal Energies= -608.768316
Sum of electronic and thermal Enthalpies= -608.767372
Sum of electronic and thermal Free Energies= -608.822865
Reactant 7
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.376614 0.543002 -0.175965
2 6 0 0.737879 -0.278739 0.698220
3 1 0 -0.839072 0.607370 -1.126181
4 8 0 -0.372536 0.507709 0.907094
5 7 0 1.536591 0.141538 -0.380281
6 6 0 2.596097 -0.758518 -0.800889
7 1 0 2.191634 -1.766466 -0.925504
8 1 0 2.992688 -0.416234 -1.762931
9 1 0 3.435300 -0.805188 -0.084208
10 6 0 1.943893 1.546218 -0.376095
11 1 0 1.117796 2.165690 -0.025311
12 1 0 2.811360 1.724748 0.282628
13 1 0 2.213652 1.854092 -1.392406
14 6 0 -2.167158 -1.672875 -1.036025
15 1 0 -1.542451 -1.590938 -1.922650
16 1 0 -2.765413 -2.575212 -0.944289
17 6 0 -2.197477 -0.713485 -0.113193
18 1 0 -2.822313 -0.818583 0.774423
19 6 0 0.966525 -1.337833 1.489167
20 1 0 1.889607 -1.901981 1.448867
21 1 0 0.211995 -1.641543 2.203560
22 7 0 -2.199414 1.703497 -0.013846
23 1 0 -2.666758 1.675221 0.891212
24 1 0 -1.626839 2.545486 -0.026391
Zero-point correction= 0.209442 (Hartree/Particle)
Thermal correction to Energy= 0.221479
Thermal correction to Enthalpy= 0.222423
Thermal correction to Gibbs Free Energy= 0.170898
Sum of electronic and zero-point Energies= -459.621017
Sum of electronic and thermal Energies= -459.608980
Sum of electronic and thermal Enthalpies= -459.608036
Sum of electronic and thermal Free Energies= -459.659561
Reactant 8
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.347819 -0.797383 -1.021338
2 6 0 0.515799 0.461744 -0.197452
3 1 0 -0.834418 -1.742496 -0.812592
4 1 0 -1.863004 -0.881837 -1.985272
5 8 0 -0.380976 0.252824 -1.238123
6 7 0 1.302224 -0.662324 0.135095
7 6 0 1.931496 -0.655439 1.443051
8 1 0 1.189033 -0.394083 2.202043
9 1 0 2.321347 -1.657162 1.658755
10 1 0 2.777493 0.053340 1.522151
11 6 0 2.197420 -1.111013 -0.931810
12 1 0 1.660364 -1.094561 -1.882723
13 1 0 3.092350 -0.470077 -1.027570
14 1 0 2.525659 -2.137318 -0.730824
15 6 0 -2.572223 -1.279953 1.108476
16 1 0 -2.065135 -2.236291 1.220571
17 1 0 -3.296474 -1.020698 1.876103
18 6 0 -2.318086 -0.472889 0.078588
19 1 0 -2.826511 0.487488 -0.003015
20 6 0 0.552390 1.672798 0.381923
21 1 0 1.308430 1.904460 1.123604
22 7 0 -0.413290 2.682724 0.170382
23 1 0 -0.923580 2.509723 -0.690926
24 1 0 0.005858 3.606930 0.127717
Zero-point correction= 0.209980 (Hartree/Particle)
Thermal correction to Energy= 0.222120
Thermal correction to Enthalpy= 0.223064
Thermal correction to Gibbs Free Energy= 0.171459
Sum of electronic and zero-point Energies= -459.614450
Sum of electronic and thermal Energies= -459.602310
Sum of electronic and thermal Enthalpies= -459.601366
Sum of electronic and thermal Free Energies= -459.652970
Reactant 9
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.771046 -0.694628 -0.709950
2 6 0 0.433293 0.217506 -0.514293
3 1 0 -1.480494 -1.485670 -0.008419
4 1 0 -2.350859 -1.144608 -1.524503
5 8 0 -0.605661 -0.154978 -1.361764
6 7 0 0.960490 -0.831304 0.260938
7 6 0 1.420562 -0.576848 1.612817
8 1 0 0.828855 0.229499 2.051197
9 1 0 1.286139 -1.483275 2.218933
10 1 0 2.487098 -0.296450 1.684275
11 6 0 1.628661 -1.917246 -0.441290
12 1 0 1.131566 -2.080386 -1.400445
13 1 0 2.698159 -1.714217 -0.633118
14 1 0 1.562543 -2.841738 0.146625
15 6 0 -2.950144 0.305860 1.265260
16 1 0 -2.680231 -0.536688 1.899190
17 1 0 -3.546741 1.088191 1.727230
18 6 0 -2.572606 0.366752 -0.011697
19 1 0 -2.848048 1.226214 -0.623410
20 6 0 0.833768 1.499789 -0.545148
21 1 0 0.204983 2.214203 -1.066011
22 7 0 1.953347 2.058632 0.115994
23 1 0 2.713047 1.396052 0.229464
24 1 0 2.307488 2.870298 -0.379606
Zero-point correction= 0.209118 (Hartree/Particle)
Thermal correction to Energy= 0.221666
Thermal correction to Enthalpy= 0.222611
Thermal correction to Gibbs Free Energy= 0.169769
Sum of electronic and zero-point Energies= -459.609045
Sum of electronic and thermal Energies= -459.596497
Sum of electronic and thermal Enthalpies= -459.595552
Sum of electronic and thermal Free Energies= -459.648394
Reactant 10
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.011818 -0.961317 -0.481344
2 6 0 0.777521 0.609714 -0.284599
3 1 0 -0.454736 -1.591384 0.217740
4 1 0 -1.375232 -1.586033 -1.307082
5 8 0 -0.139181 -0.009952 -1.116635
6 7 0 1.746829 -0.267757 0.222075
7 6 0 2.609408 0.245777 1.271390
8 1 0 2.000372 0.720268 2.045334
9 1 0 3.160514 -0.588504 1.718613
10 1 0 3.345876 0.983037 0.905239
11 6 0 2.447393 -1.103105 -0.753034
12 1 0 1.743536 -1.452361 -1.509162
13 1 0 3.259779 -0.555836 -1.261811
14 1 0 2.882168 -1.970930 -0.245052
15 6 0 -2.635062 -0.774093 1.393228
16 1 0 -2.111462 -1.570249 1.909508
17 1 0 -3.523609 -0.371877 1.872725
18 6 0 -2.183568 -0.306514 0.217743
19 6 0 0.671949 1.922544 -0.039769
20 1 0 1.438453 2.471380 0.492676
21 1 0 -0.212776 2.454368 -0.364669
22 7 0 -2.731649 0.770103 -0.473868
23 1 0 -3.693856 0.998426 -0.262141
24 1 0 -2.506776 0.824843 -1.457980
Zero-point correction= 0.209558 (Hartree/Particle)
Thermal correction to Energy= 0.221544
Thermal correction to Enthalpy= 0.222488
Thermal correction to Gibbs Free Energy= 0.171471
Sum of electronic and zero-point Energies= -459.623533
Sum of electronic and thermal Energies= -459.611547
Sum of electronic and thermal Enthalpies= -459.610603
Sum of electronic and thermal Free Energies= -459.661620
Reactant 11
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.169962 -1.172377 -0.793533
2 6 0 -0.721740 -0.637197 0.604689
3 1 0 0.814528 -0.506660 -1.589563
4 1 0 1.511063 -2.100423 -1.259786
5 8 0 0.024686 -1.614617 -0.000101
6 7 0 -1.273461 0.311159 -0.291603
7 6 0 -1.930514 1.457562 0.322877
8 1 0 -1.245688 1.931011 1.030707
9 1 0 -2.186922 2.179986 -0.459640
10 1 0 -2.860003 1.186161 0.852200
11 6 0 -2.059787 -0.265872 -1.388293
12 1 0 -1.543279 -1.137366 -1.791697
13 1 0 -3.061299 -0.583160 -1.052593
14 1 0 -2.180427 0.478490 -2.182899
15 6 0 2.423511 0.793703 0.162007
16 1 0 3.300245 1.166896 0.689856
17 6 0 2.275848 -0.535225 -0.015803
18 1 0 3.007115 -1.190124 0.448543
19 6 0 -0.880420 -0.650729 1.935140
20 1 0 -1.564695 0.013077 2.447285
21 1 0 -0.312008 -1.356842 2.526913
22 7 0 1.534922 1.793147 -0.195805
23 1 0 0.699041 1.500751 -0.693148
24 1 0 1.933459 2.665800 -0.516023
Zero-point correction= 0.210917 (Hartree/Particle)
Thermal correction to Energy= 0.222425
Thermal correction to Enthalpy= 0.223369
Thermal correction to Gibbs Free Energy= 0.174220
Sum of electronic and zero-point Energies= -459.622580
Sum of electronic and thermal Energies= -459.611072
Sum of electronic and thermal Enthalpies= -459.610127
Sum of electronic and thermal Free Energies= -459.659276
Reactant 12
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 0.710308 -1.469664 -0.433537
2 6 0 -0.956694 -0.205444 0.751153
3 1 0 0.366007 -1.057000 -1.388775
4 1 0 0.882842 -2.543292 -0.561425
5 8 0 -0.375691 -1.432678 0.537308
6 7 0 -1.531936 0.365183 -0.397990
7 6 0 -1.967840 1.746256 -0.294869
8 1 0 -1.165376 2.351362 0.135273
9 1 0 -2.196425 2.123803 -1.297816
10 1 0 -2.871303 1.870714 0.328638
11 6 0 -2.467858 -0.482005 -1.136490
12 1 0 -2.098344 -1.507984 -1.152517
13 1 0 -3.473129 -0.484924 -0.680357
14 1 0 -2.558669 -0.119192 -2.166709
15 6 0 2.379372 0.369382 -0.546571
16 1 0 1.837100 0.789226 -1.392813
17 6 0 1.941280 -0.763438 0.027361
18 1 0 2.464473 -1.180248 0.887952
19 6 0 -0.938458 0.333335 1.979214
20 1 0 -1.503301 1.222365 2.229851
21 1 0 -0.351501 -0.137076 2.757790
22 7 0 3.451346 1.152712 -0.132526
23 1 0 4.091568 0.700346 0.509985
24 1 0 3.945054 1.637521 -0.871490
Zero-point correction= 0.210027 (Hartree/Particle)
Thermal correction to Energy= 0.222055
Thermal correction to Enthalpy= 0.223000
Thermal correction to Gibbs Free Energy= 0.171264
Sum of electronic and zero-point Energies= -459.622997
Sum of electronic and thermal Energies= -459.610969
Sum of electronic and thermal Enthalpies= -459.610025
Sum of electronic and thermal Free Energies= -459.661761
Reactant 13
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.458152 -0.524263 -0.650385
2 6 0 0.709923 0.602943 -0.565582
3 1 0 -2.057015 -0.825516 -1.516936
4 8 0 -0.218122 -0.072461 -1.322792
5 7 0 1.388815 -0.204966 0.375059
6 6 0 2.218430 0.495626 1.344009
7 1 0 1.633517 1.284615 1.823880
8 1 0 2.545468 -0.215983 2.109498
9 1 0 3.119009 0.949710 0.894505
10 6 0 2.059230 -1.380218 -0.190429
11 1 0 1.416811 -1.839094 -0.942019
12 1 0 3.017863 -1.116142 -0.668165
13 1 0 2.258965 -2.107731 0.604248
14 6 0 -2.796719 0.560359 1.185889
15 1 0 -2.907967 -0.384049 1.709828
16 1 0 -3.271132 1.435326 1.622461
17 6 0 -2.118029 0.641821 0.042393
18 1 0 -2.031478 1.590487 -0.481833
19 6 0 0.914055 1.914454 -0.763418
20 1 0 1.712372 2.457981 -0.274534
21 1 0 0.273853 2.458325 -1.446652
22 7 0 -1.320135 -1.660993 0.210905
23 1 0 -0.973872 -2.461699 -0.311516
24 1 0 -0.644612 -1.449155 0.942952
Zero-point correction= 0.210210 (Hartree/Particle)
Thermal correction to Energy= 0.221809
Thermal correction to Enthalpy= 0.222753
Thermal correction to Gibbs Free Energy= 0.173148
Sum of electronic and zero-point Energies= -459.619502
Sum of electronic and thermal Energies= -459.607903
Sum of electronic and thermal Enthalpies= -459.606959
Sum of electronic and thermal Free Energies= -459.656564
Product 1
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.633055 -0.573317 1.395214
2 6 0 0.540866 -0.339309 -0.724680
3 1 0 -2.286579 0.040392 2.224918
4 1 0 -3.190582 -1.468951 1.655098
5 8 0 0.462307 -1.519729 -1.053839
6 7 0 1.500057 0.103163 0.160320
7 6 0 1.681407 1.468812 0.617299
8 1 0 0.979144 2.148436 0.138317
9 1 0 1.537230 1.537994 1.705022
10 1 0 2.700026 1.815569 0.393194
11 6 0 2.429583 -0.862788 0.727725
12 1 0 2.195986 -1.844026 0.317826
13 1 0 3.464496 -0.593913 0.476219
14 1 0 2.337491 -0.889184 1.821981
15 6 0 -1.630143 0.981446 -0.311652
16 1 0 -1.265571 1.522749 0.570167
17 1 0 -2.314383 1.665013 -0.836264
18 6 0 -2.385367 -0.244390 0.127487
19 1 0 -2.740524 -0.895220 -0.672084
20 6 0 -0.464200 0.669212 -1.282543
21 1 0 0.014070 1.604050 -1.596215
22 1 0 -0.864200 0.194794 -2.182806
Zero-point correction= 0.193521 (Hartree/Particle)
Thermal correction to Energy= 0.204570
Thermal correction to Enthalpy= 0.205515
Thermal correction to Gibbs Free Energy= 0.155792
Sum of electronic and zero-point Energies= -404.337999
Sum of electronic and thermal Energies= -404.326950
Sum of electronic and thermal Enthalpies= -404.326006
Sum of electronic and thermal Free Energies= -404.375728
Product 2
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.172977 2.309642 1.325011
2 6 0 -1.353676 0.297497 -0.730360
3 1 0 0.754827 1.890170 2.237579
4 1 0 1.408101 3.369626 1.341543
5 8 0 -1.717238 1.338399 -1.266026
6 7 0 -2.151563 -0.403991 0.143294
7 6 0 -1.859021 -1.719443 0.696541
8 1 0 -0.801131 -1.968746 0.627598
9 1 0 -2.139774 -1.738928 1.756589
10 1 0 -2.434675 -2.503293 0.183046
11 6 0 -3.506080 0.078414 0.384720
12 1 0 -3.606476 1.066130 -0.062145
13 1 0 -4.246711 -0.598816 -0.062511
14 1 0 -3.697418 0.135439 1.463196
15 6 0 1.021118 0.116833 0.166452
16 1 0 0.623477 -0.235281 1.119912
17 6 0 1.377177 1.569451 0.236303
18 1 0 1.790899 2.008511 -0.667309
19 6 0 0.058042 -0.238677 -0.990792
20 1 0 0.067173 -1.320350 -1.149936
21 1 0 0.401934 0.245038 -1.907656
22 7 0 2.268067 -0.754331 -0.038644
23 8 0 3.252678 -0.250503 -0.562774
24 8 0 2.164687 -1.928339 0.311338
Zero-point correction= 0.196540 (Hartree/Particle)
Thermal correction to Energy= 0.210078
Thermal correction to Enthalpy= 0.211022
Thermal correction to Gibbs Free Energy= 0.153928
Sum of electronic and zero-point Energies= -608.833065
Sum of electronic and thermal Energies= -608.819527
Sum of electronic and thermal Enthalpies= -608.818582
Sum of electronic and thermal Free Energies= -608.875676
Product 3
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.368415 -0.925531 -0.215887
2 6 0 -1.883036 -0.528732 0.447076
3 1 0 2.782021 -1.853935 -0.585885
4 8 0 -1.865378 -1.753045 0.305299
5 7 0 -2.703207 0.274420 -0.304956
6 6 0 -2.767882 1.726228 -0.251127
7 1 0 -1.961090 2.143030 0.348989
8 1 0 -2.678575 2.138193 -1.264415
9 1 0 -3.726548 2.064644 0.166691
10 6 0 -3.621558 -0.347725 -1.250905
11 1 0 -3.515087 -1.428472 -1.175706
12 1 0 -4.655642 -0.059991 -1.020898
13 1 0 -3.393423 -0.026774 -2.275678
14 6 0 0.455689 0.421199 0.843186
15 1 0 0.373380 1.175953 0.050549
16 1 0 1.097568 0.887562 1.598552
17 6 0 1.135917 -0.802621 0.289650
18 1 0 0.543250 -1.716225 0.291991
19 6 0 -0.929164 0.112337 1.454542
20 1 0 -1.332322 1.020176 1.911165
21 1 0 -0.816920 -0.626072 2.253659
22 7 0 3.321716 0.161279 -0.333370
23 8 0 4.431504 -0.134350 -0.781696
24 8 0 2.984316 1.300032 0.010154
Zero-point correction= 0.197032 (Hartree/Particle)
Thermal correction to Energy= 0.210259
Thermal correction to Enthalpy= 0.211203
Thermal correction to Gibbs Free Energy= 0.154836
Sum of electronic and zero-point Energies= -608.836904
Sum of electronic and thermal Energies= -608.823677
Sum of electronic and thermal Enthalpies= -608.822733
Sum of electronic and thermal Free Energies= -608.879100
Product 4
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.909364 0.195274 -0.690860
2 6 0 -1.604953 0.134676 0.723598
3 1 0 1.699277 -0.115951 -1.705616
4 8 0 -1.072963 -0.454045 1.661071
5 7 0 -2.469501 -0.495964 -0.139238
6 6 0 -3.159328 0.116543 -1.262136
7 1 0 -2.746678 1.095202 -1.501879
8 1 0 -3.054457 -0.518614 -2.150901
9 1 0 -4.233556 0.231541 -1.057157
10 6 0 -2.813609 -1.890411 0.111091
11 1 0 -2.242732 -2.236348 0.971087
12 1 0 -3.887650 -1.990756 0.317322
13 1 0 -2.570939 -2.505402 -0.764883
14 6 0 -0.025109 1.757455 -0.459013
15 1 0 -0.268093 1.420720 -1.473940
16 1 0 0.206020 2.830318 -0.529405
17 6 0 1.195895 1.046553 0.044395
18 1 0 1.523099 1.241770 1.062619
19 6 0 -1.247993 1.602251 0.478043
20 1 0 -2.080130 2.196036 0.088755
21 1 0 -0.996352 2.001803 1.464172
22 7 0 3.107656 -0.444037 -0.161946
23 8 0 3.496470 -0.150307 0.968188
24 8 0 3.658932 -1.251193 -0.914583
Zero-point correction= 0.196755 (Hartree/Particle)
Thermal correction to Energy= 0.210220
Thermal correction to Enthalpy= 0.211164
Thermal correction to Gibbs Free Energy= 0.153972
Sum of electronic and zero-point Energies= -608.837070
Sum of electronic and thermal Energies= -608.823605
Sum of electronic and thermal Enthalpies= -608.822661
Sum of electronic and thermal Free Energies= -608.879853
Product 5
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 0.673620 3.164423 -0.301101
2 6 0 -0.627658 -0.354271 -0.381517
3 1 0 0.018524 3.562804 0.472117
4 1 0 0.850890 3.804152 -1.161049
5 8 0 -0.342130 -0.417584 -1.569360
6 7 0 -1.908967 -0.216261 0.078916
7 6 0 -2.331874 -0.200913 1.470917
8 1 0 -1.499011 -0.012750 2.147045
9 1 0 -3.064091 0.601679 1.618829
10 1 0 -2.806484 -1.150750 1.754304
11 6 0 -2.993560 -0.202964 -0.897793
12 1 0 -2.560086 -0.211316 -1.896246
13 1 0 -3.634436 -1.085137 -0.770292
14 1 0 -3.606484 0.696842 -0.766332
15 6 0 1.044318 1.047526 0.984021
16 1 0 0.341359 1.506595 1.690465
17 1 0 1.994031 0.918772 1.518260
18 6 0 1.234986 1.959903 -0.200108
19 1 0 1.883021 1.588444 -0.989000
20 6 0 0.511955 -0.361402 0.659559
21 1 0 0.236229 -0.885934 1.575381
22 7 0 1.592598 -1.270573 0.083799
23 8 0 2.660406 -0.776950 -0.255989
24 8 0 1.305523 -2.460388 0.033304
Zero-point correction= 0.196086 (Hartree/Particle)
Thermal correction to Energy= 0.209682
Thermal correction to Enthalpy= 0.210626
Thermal correction to Gibbs Free Energy= 0.154161
Sum of electronic and zero-point Energies= -608.827582
Sum of electronic and thermal Energies= -608.813985
Sum of electronic and thermal Enthalpies= -608.813041
Sum of electronic and thermal Free Energies= -608.869506
Product 6
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.384828 -1.135610 1.536414
2 6 0 1.241530 -0.059496 -0.668116
3 1 0 -0.556308 -1.229044 2.230202
4 1 0 -2.111371 -1.936875 1.485135
5 8 0 0.840893 -1.039826 -1.289553
6 7 0 2.460223 -0.056615 -0.023442
7 6 0 3.048676 1.067039 0.685875
8 1 0 2.306691 1.829996 0.916489
9 1 0 3.477339 0.719211 1.634304
10 1 0 3.857834 1.532591 0.103910
11 6 0 3.329608 -1.216873 -0.169827
12 1 0 2.786809 -1.985091 -0.718102
13 1 0 4.242783 -0.950937 -0.719870
14 1 0 3.621784 -1.600558 0.816177
15 6 0 -0.562803 1.120038 0.709528
16 1 0 0.054047 1.090800 1.614650
17 1 0 -1.152363 2.041082 0.742271
18 6 0 -1.489348 -0.061513 0.756739
19 6 0 0.341899 1.169428 -0.549663
20 1 0 0.898374 2.111268 -0.547529
21 1 0 -0.291069 1.165206 -1.438188
22 7 0 -2.654478 -0.000061 -0.164509
23 8 0 -3.435971 -0.945942 -0.195699
24 8 0 -2.770318 1.024645 -0.840934
Zero-point correction= 0.196740 (Hartree/Particle)
Thermal correction to Energy= 0.210013
Thermal correction to Enthalpy= 0.210957
Thermal correction to Gibbs Free Energy= 0.154504
Sum of electronic and zero-point Energies= -608.836437
Sum of electronic and thermal Energies= -608.823164
Sum of electronic and thermal Enthalpies= -608.822220
Sum of electronic and thermal Free Energies= -608.878673
Product 7
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.439355 -0.412286 -0.569816
2 6 0 -1.022727 0.278900 0.771899
3 1 0 2.117629 -0.577778 -1.597962
4 8 0 -0.842370 -0.259368 1.860544
5 7 0 -1.778146 -0.321743 -0.213466
6 6 0 -2.053781 0.222086 -1.529775
7 1 0 -1.708718 1.250838 -1.617099
8 1 0 -1.567473 -0.373383 -2.316636
9 1 0 -3.135241 0.209588 -1.723866
10 6 0 -2.321084 -1.649698 0.029955
11 1 0 -2.064979 -1.942564 1.046901
12 1 0 -3.412789 -1.645462 -0.090974
13 1 0 -1.899237 -2.376542 -0.677973
14 6 0 0.893774 1.557024 -0.395567
15 1 0 0.632849 1.272047 -1.422938
16 1 0 1.298306 2.579379 -0.456320
17 6 0 1.934251 0.609894 0.135339
18 1 0 2.256260 0.759619 1.166747
19 6 0 -0.384378 1.636876 0.479791
20 1 0 -1.096787 2.340115 0.030887
21 1 0 -0.119235 2.033872 1.463448
22 7 0 3.315502 -1.398568 -0.103693
23 1 0 3.756024 -1.174008 0.782332
24 1 0 4.008408 -1.695378 -0.781750
Zero-point correction= 0.210979 (Hartree/Particle)
Thermal correction to Energy= 0.223293
Thermal correction to Enthalpy= 0.224237
Thermal correction to Gibbs Free Energy= 0.171512
Sum of electronic and zero-point Energies= -459.673399
Sum of electronic and thermal Energies= -459.661085
Sum of electronic and thermal Enthalpies= -459.660141
Sum of electronic and thermal Free Energies= -459.712866
Product 8
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.143142 -2.083357 -0.501706
2 6 0 0.557946 0.539220 -0.375221
3 1 0 -1.519540 -2.794368 0.037636
4 1 0 -2.710526 -2.477278 -1.340619
5 8 0 0.420276 0.770613 -1.575492
6 7 0 1.647533 -0.143381 0.106904
7 6 0 1.912207 -0.463575 1.498954
8 1 0 1.196814 0.014335 2.165396
9 1 0 1.869034 -1.548925 1.668221
10 1 0 2.917811 -0.120908 1.777541
11 6 0 2.637210 -0.647992 -0.836382
12 1 0 2.337580 -0.353022 -1.840534
13 1 0 3.628132 -0.233066 -0.609269
14 1 0 2.700410 -1.742890 -0.778028
15 6 0 -1.466546 -0.185047 1.004486
16 1 0 -0.884326 -0.958930 1.519696
17 1 0 -2.188125 0.222532 1.724951
18 6 0 -2.209553 -0.798841 -0.150072
19 1 0 -2.851965 -0.122726 -0.713080
20 6 0 -0.548056 1.005143 0.606462
21 1 0 -0.103148 1.398416 1.526770
22 7 0 -1.354577 2.076464 0.020782
23 1 0 -0.827823 2.947914 0.072129
24 1 0 -1.417618 1.879111 -0.979807
Zero-point correction= 0.211035 (Hartree/Particle)
Thermal correction to Energy= 0.223270
Thermal correction to Enthalpy= 0.224214
Thermal correction to Gibbs Free Energy= 0.172368
Sum of electronic and zero-point Energies= -459.665337
Sum of electronic and thermal Energies= -459.653101
Sum of electronic and thermal Enthalpies= -459.652157
Sum of electronic and thermal Free Energies= -459.704004
Product 9
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.488559 -1.759728 -0.566015
2 6 0 -0.572755 0.066239 0.757280
3 1 0 2.172927 -1.842626 -1.604428
4 1 0 2.965282 -2.634775 -0.132923
5 8 0 -0.584388 -0.454709 1.872206
6 7 0 -1.465428 -0.293553 -0.220584
7 6 0 -1.463144 0.170081 -1.602013
8 1 0 -0.912419 1.105703 -1.683300
9 1 0 -1.035345 -0.588617 -2.274298
10 1 0 -2.498194 0.350276 -1.919073
11 6 0 -2.399162 -1.374820 0.066493
12 1 0 -2.334743 -1.619316 1.125354
13 1 0 -3.420840 -1.063960 -0.185671
14 1 0 -2.154281 -2.266851 -0.526964
15 6 0 1.659163 0.608328 -0.396695
16 1 0 1.308303 0.447731 -1.421582
17 1 0 2.413629 1.410816 -0.447660
18 6 0 2.301278 -0.643178 0.137772
19 1 0 2.624806 -0.608561 1.178344
20 6 0 0.507566 1.139334 0.488771
21 1 0 0.918389 1.299732 1.496134
22 7 0 -0.032400 2.375292 -0.101284
23 1 0 0.716373 3.064775 -0.164990
24 1 0 -0.733015 2.773634 0.522923
Zero-point correction= 0.210922 (Hartree/Particle)
Thermal correction to Energy= 0.223056
Thermal correction to Enthalpy= 0.224001
Thermal correction to Gibbs Free Energy= 0.172619
Sum of electronic and zero-point Energies= -459.661695
Sum of electronic and thermal Energies= -459.649561
Sum of electronic and thermal Enthalpies= -459.648616
Sum of electronic and thermal Free Energies= -459.699998
Product 10
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.953987 -0.216931 1.745477
2 6 0 0.783149 -0.447979 -0.668151
3 1 0 -1.146685 0.186157 2.346111
4 1 0 -2.600646 -0.952832 2.216566
5 8 0 0.641683 -1.654317 -0.835454
6 7 0 1.839150 0.059867 0.063261
7 6 0 2.153813 1.462967 0.257138
8 1 0 1.473665 2.106522 -0.297945
9 1 0 2.097081 1.737524 1.320585
10 1 0 3.176297 1.674113 -0.086777
11 6 0 2.774433 -0.869477 0.679416
12 1 0 2.423061 -1.882951 0.492476
13 1 0 3.780883 -0.746788 0.255435
14 1 0 2.833860 -0.691334 1.761547
15 6 0 -1.196090 1.148826 -0.209126
16 1 0 -0.638280 1.686266 0.563249
17 1 0 -1.813589 1.900749 -0.724747
18 6 0 -2.099531 0.135641 0.458349
19 6 0 -0.231966 0.534759 -1.256541
20 1 0 0.265650 1.341717 -1.808059
21 1 0 -0.808114 -0.049993 -1.976133
22 7 0 -3.032696 -0.448905 -0.409699
23 1 0 -3.485080 0.202530 -1.042710
24 1 0 -3.715663 -1.040708 0.049729
Zero-point correction= 0.210811 (Hartree/Particle)
Thermal correction to Energy= 0.222968
Thermal correction to Enthalpy= 0.223913
Thermal correction to Gibbs Free Energy= 0.171709
Sum of electronic and zero-point Energies= -459.674189
Sum of electronic and thermal Energies= -459.662031
Sum of electronic and thermal Enthalpies= -459.661087
Sum of electronic and thermal Free Energies= -459.713291
Product 11
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.178618 -0.963522 1.488533
2 6 0 0.777222 -0.507885 -0.622145
3 1 0 -2.077394 -0.089066 2.125084
4 1 0 -2.399179 -1.904183 1.984917
5 8 0 0.870275 -1.727146 -0.758669
6 7 0 1.655100 0.208246 0.150112
7 6 0 1.587248 1.644717 0.378127
8 1 0 0.551696 1.984355 0.362627
9 1 0 1.984071 1.857987 1.376774
10 1 0 2.190539 2.209295 -0.349476
11 6 0 2.790817 -0.484290 0.742128
12 1 0 2.733544 -1.536129 0.466345
13 1 0 3.735184 -0.057959 0.376689
14 1 0 2.771624 -0.390836 1.835753
15 6 0 -1.705453 0.338840 -0.630599
16 1 0 -2.466168 0.391251 -1.432445
17 6 0 -2.010955 -0.905301 0.167531
18 1 0 -2.078524 -1.815352 -0.425464
19 6 0 -0.339552 0.228043 -1.373975
20 1 0 -0.038235 1.226805 -1.711826
21 1 0 -0.494101 -0.382518 -2.267493
22 7 0 -1.733450 1.546053 0.207594
23 1 0 -1.739184 2.366025 -0.398043
24 1 0 -2.611884 1.573789 0.724370
Zero-point correction= 0.211299 (Hartree/Particle)
Thermal correction to Energy= 0.223269
Thermal correction to Enthalpy= 0.224213
Thermal correction to Gibbs Free Energy= 0.173022
Sum of electronic and zero-point Energies= -459.660698
Sum of electronic and thermal Energies= -459.648728
Sum of electronic and thermal Enthalpies= -459.647784
Sum of electronic and thermal Free Energies= -459.698976
Product 12
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.941279 1.751723 1.191597
2 6 0 -0.823114 0.132499 -0.770887
3 1 0 1.600322 1.391351 2.160720
4 1 0 2.265177 2.787904 1.147420
5 8 0 -0.943687 1.143675 -1.456306
6 7 0 -1.770360 -0.222259 0.166216
7 6 0 -1.741556 -1.400089 1.013373
8 1 0 -0.842468 -1.989941 0.846101
9 1 0 -1.768797 -1.113419 2.074012
10 1 0 -2.614364 -2.039455 0.817728
11 6 0 -2.939380 0.628460 0.336938
12 1 0 -2.847096 1.476669 -0.339383
13 1 0 -3.858482 0.072083 0.107478
14 1 0 -3.004587 0.987721 1.372745
15 6 0 1.521785 -0.478868 0.115409
16 1 0 1.124773 -0.713390 1.119697
17 6 0 1.948545 0.967316 0.114494
18 1 0 2.293969 1.349668 -0.844997
19 6 0 0.415898 -0.747309 -0.934800
20 1 0 0.169473 -1.816707 -0.934650
21 1 0 0.821400 -0.509342 -1.920625
22 7 0 2.685162 -1.306391 -0.249254
23 1 0 3.427966 -1.159506 0.432565
24 1 0 2.437848 -2.294868 -0.203837
Zero-point correction= 0.210564 (Hartree/Particle)
Thermal correction to Energy= 0.222889
Thermal correction to Enthalpy= 0.223834
Thermal correction to Gibbs Free Energy= 0.171257
Sum of electronic and zero-point Energies= -459.662830
Sum of electronic and thermal Energies= -459.650505
Sum of electronic and thermal Enthalpies= -459.649561
Sum of electronic and thermal Free Energies= -459.702137
Product 13
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.119561 -0.547584 -0.557224
2 6 0 -1.178076 -0.522596 0.513138
3 1 0 3.545208 -1.437786 -1.015543
4 8 0 -1.192598 -1.751550 0.467043
5 7 0 -2.108725 0.232644 -0.167584
6 6 0 -2.167913 1.682380 -0.220050
7 1 0 -1.387924 2.137445 0.386968
8 1 0 -2.046313 2.037129 -1.253330
9 1 0 -3.141155 2.040499 0.144194
10 6 0 -3.120900 -0.449784 -0.961091
11 1 0 -2.992249 -1.523086 -0.831537
12 1 0 -4.126497 -0.154177 -0.633312
13 1 0 -3.016740 -0.193375 -2.024293
14 6 0 1.114783 0.626480 0.442820
15 1 0 0.773936 1.345989 -0.318704
16 1 0 1.804419 1.190705 1.090449
17 6 0 1.826470 -0.539127 -0.198133
18 1 0 1.239510 -1.432374 -0.387618
19 6 0 -0.091480 0.196054 1.312839
20 1 0 -0.487393 1.061044 1.855856
21 1 0 0.244796 -0.531004 2.056407
22 7 0 4.022563 0.521513 -0.492979
23 1 0 4.978336 0.242989 -0.301776
24 1 0 3.741314 1.274365 0.126041
Zero-point correction= 0.211140 (Hartree/Particle)
Thermal correction to Energy= 0.223470
Thermal correction to Enthalpy= 0.224414
Thermal correction to Gibbs Free Energy= 0.170974
Sum of electronic and zero-point Energies= -459.673142
Sum of electronic and thermal Energies= -459.660811
Sum of electronic and thermal Enthalpies= -459.659867
Sum of electronic and thermal Free Energies= -459.713307
TS 1
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.609824 -1.272575 -0.459055
2 6 0 -0.261231 0.056765 0.659995
3 1 0 0.882066 -1.339280 -1.264487
4 1 0 2.011868 -2.228957 -0.139772
5 8 0 0.386441 -1.048203 0.891079
6 7 0 -1.363072 -0.020934 -0.204065
7 6 0 -2.130849 1.181503 -0.479484
8 1 0 -2.669007 1.561410 0.405707
9 1 0 -1.480037 1.976832 -0.853907
10 1 0 -2.868099 0.959453 -1.256849
11 6 0 -2.146865 -1.251766 -0.190414
12 1 0 -1.493472 -2.084588 0.064532
13 1 0 -2.967578 -1.211223 0.545317
14 1 0 -2.583365 -1.424783 -1.180727
15 6 0 1.863091 1.107012 -0.695554
16 1 0 1.064776 1.171540 -1.429631
17 1 0 2.407182 2.030821 -0.518555
18 6 0 2.416866 -0.118375 -0.380000
19 1 0 3.299067 -0.150007 0.256673
20 6 0 0.309570 1.269520 1.036446
21 1 0 -0.217914 2.213311 0.950301
22 1 0 1.102060 1.225128 1.769615
Zero-point correction= 0.191170 (Hartree/Particle)
Thermal correction to Energy= 0.201145
Thermal correction to Enthalpy= 0.202089
Thermal correction to Gibbs Free Energy= 0.156603
Sum of electronic and zero-point Energies= -404.254037
Sum of electronic and thermal Energies= -404.244062
Sum of electronic and thermal Enthalpies= -404.243118
Sum of electronic and thermal Free Energies= -404.288604
TS 2
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 0.203221 2.046600 -0.669497
2 6 0 1.139880 0.107802 0.691931
3 1 0 0.816072 1.603648 -1.451012
4 1 0 0.373726 3.106578 -0.514341
5 8 0 1.167607 1.409794 0.736210
6 7 0 2.064903 -0.529043 -0.128464
7 6 0 2.067493 -1.982445 -0.218118
8 1 0 1.075142 -2.356959 -0.483671
9 1 0 2.760132 -2.283409 -1.008804
10 1 0 2.384246 -2.465180 0.720182
11 6 0 3.363082 0.106187 -0.339619
12 1 0 3.262392 1.180346 -0.193568
13 1 0 4.120222 -0.276355 0.362791
14 1 0 3.711056 -0.089120 -1.359914
15 6 0 -1.251065 0.160175 -0.536615
16 1 0 -0.715959 -0.465473 -1.238408
17 6 0 -1.089536 1.527953 -0.447152
18 1 0 -1.815820 2.093762 0.126821
19 6 0 0.030628 -0.551428 1.228367
20 1 0 -0.033425 -1.631993 1.290825
21 1 0 -0.586823 0.011234 1.914679
22 7 0 -2.527267 -0.454891 -0.162245
23 8 0 -3.290033 0.171155 0.573068
24 8 0 -2.739654 -1.584526 -0.607578
Zero-point correction= 0.194290 (Hartree/Particle)
Thermal correction to Energy= 0.206772
Thermal correction to Enthalpy= 0.207716
Thermal correction to Gibbs Free Energy= 0.155259
Sum of electronic and zero-point Energies= -608.752423
Sum of electronic and thermal Energies= -608.739941
Sum of electronic and thermal Enthalpies= -608.738997
Sum of electronic and thermal Free Energies= -608.791454
TS 3
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.552276 0.309138 -0.626922
2 6 0 0.967457 0.491610 -0.620178
3 1 0 -2.206392 0.095255 -1.463118
4 8 0 -0.088731 0.099916 -1.329850
5 7 0 1.820206 -0.487382 -0.182136
6 6 0 2.962238 -0.146532 0.647621
7 1 0 2.677765 0.073711 1.687037
8 1 0 3.656298 -0.990724 0.654582
9 1 0 3.487649 0.722737 0.238261
10 6 0 1.494031 -1.901186 -0.315742
11 1 0 0.775040 -2.030791 -1.123759
12 1 0 2.406015 -2.456825 -0.559111
13 1 0 1.059751 -2.306788 0.606744
14 6 0 -0.731506 2.002033 0.922373
15 1 0 -0.694175 3.049000 1.213686
16 1 0 -0.349609 1.304570 1.656727
17 6 0 -1.663249 1.597183 -0.018322
18 1 0 -2.157411 2.348088 -0.629878
19 6 0 1.104326 1.851547 -0.310548
20 1 0 1.951075 2.204363 0.267107
21 1 0 0.688417 2.558902 -1.013214
22 7 0 -1.650693 -0.870183 0.291815
23 8 0 -2.490924 -1.718795 -0.000111