1

Electronic Supplementary

Information (ESI†)

Deciphering the Grounds of the Suitability of

Acylhydrazones as Efficient Photoswitches

Miquel Morenoa,*, Ricard Gelaberta and José M. Llucha,b

a Departament de Química. Universitat Autònoma de Barcelona, 08193 Bellaterra, Barcelona, Spain

b Institut de Biotecnologia i de Biomedicina, Universitat Autònoma de Barceloma, 08193, Bellaterra, Barcelona, Spain

* Corresponding author: Prof. Miquel Moreno, Universitat Autònoma de Barcelona.

Tel: +34935812174; E-mail address: miquel.moreno@uab.cat

Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.This journal is © the Owner Societies 2019

2

TABLE S1. Comparison of the TDDFT results with the SAC-CI method (in gas phase). The

lowest 5 electronic excited states are posted.

SAC-CI

Compound Isomer S1

S2 S3 S4 S5

ΔEa fb ΔEa fb ΔEa fb ΔEa fb ΔEa fb

2 E 4.7242 0.84 4.9829 0.01 5.0971 0.01 5.2813 0.00 5.6841 0.00

Z 4.9679 0.44 5.0638 0.00 5.1004 0.01 5.2280 0.01 5.7188 0.07

14 E 4.5089 0.65 4.7807 0.01 5.2118 0.01 5.3794 0.04 5.5819 0.26

Z 4.3925 0.46 4.7326 0.00 5.1589 0.02 5.3090 0.05 5.5508 0.13

15 E 4.3670 0.71 4.5017 0.00 5.3286 0.04 5.3502 0.00 5.6391 0.20

Z 4.1994 0.46 4.3423 0.01 5.2034 0.09 5.3207 0.02 5.5138 0.09

TD-DFT (CAM-B3LYP)

Compound Isomer S1

S2 S3 S4 S5

ΔEa fb ΔEa fb ΔEa fb ΔEa fb ΔEa fb

2 E 4.5363 0.90 4.8002 0.02 5.0341 0.00 5.2750 0.01 5.4614 0.00

Z 4.8466 0.44 5.2202 0.00 5.2775 0.01 5.4668 0.06 5.6847 0.14

14 E 4.2504 0.72 4.6074 0.01 5.1791 0.13 5.2785 0.05 5.3065 0.02

Z 4.3951 0.47 4.5854 0.01 5.2632 0.08 5.3019 0.03 5.3663 0.06

15 E 4.1807 0.77 4.4582 0.00 5.2221 0.12 5.4060 0.00 5.7561 0.09

Z 4.2969 0.49 4.4334 0.00 5.1419 0.05 5.2739 0.03 5.3772 0.06 a Excitation energy in eV.

b Oscillator strength

COMMENTARY

SAC-CI results have been obtained with the 6-31G(d,p) basis set whereas CAM-B3LYP

TD-DFT calculations have been found with the larger 6-311+G(d,p). Calculations are for

the ground electronic state optimized geometries at the DFT level. 10 excited states

have been converged in the TD-DFT calculations whereas only 8 states are obtained

within the SAC-CI method. In the Table we analyze the results of just the lowest 5

excited states as the highest ones may not be well converged. It can be seen that no

major differences appear between both levels of calculation. The differences in the

excitation energies between both methods are always well below the 0.35 eV mark,

the value of the largest expected error when using the linear TD-DFT level so these

results confirm, globally, the validity of the TD-DFT calculations in order to analyze the

photochemical properties of acylhydrazones.

3

TABLE S2. Full list of the lowest allowed electronic transitions of the analyzed

acylhydrazones in acetonitrile as obtained from the TDDFT calculations.

Compound E Z T/Aa

λabsb f c λabs

b f c λabsb f c

2 290 1.18 267 0.80 358 0.07

3 293 1.15 298 0.89 - -

11 311 1.00 298 0.77 406 0.54

14 312 0.95 299 0.77 387 0.35

15 304 0.88 294 0.61 - -

18 326 0.83 292 0.49 - -

24 302 0.94 291 0.61 405 0.07

27 293 0.98 288 0.69 397 0.05

32d 310(295) 0.01(1.20) 310(278) 0.00(0.67) - -

36 316 0.98 284 0.79 435 0.45

38 301 0.44 293 0.06 - - aT/A stands for the tautomer or the anion when available in the compound. See main

text for details.

b Maximum of the absorption wavelength (vertical transition) in nm.

cOscillator strength.

d Transition to S1 has a null oscillator strength. The values within parenthesis

correspond to the clearly allowed transition to S2.

4

TABLE S3.Comparison of results in gas phase and in condensed (acetonitrile) medium

for some selected acylhydrazones.

Compound E Z ΔEEZc

Gas phase Acetonitrile Gas phase Acetonitrile Gas phase Acetonitrile

λabsa f b λabs

a f b λabsa f b λabs

a f b

2 273 0.90 290 1.18 256d 0.44 267 0.80 4.22 4.50

3 277 0.87d 293 1.15 288d 0.59 298 0.89 0.91 –0.33

11 290 0.77 311 1.00 283 0.47 298 0.77 3.46 4.65

14 292 0.72 312 0.95 282 0.47 299 0.77 3.48 4.64

15 297 0.77 304 0.88 289 0.49 294 0.61 4.13 4.48

18 314 0.61 326 0.83 279 0.23 292 0.49 1.65 2.47

32 279d 0.76 287d 1.20 269e 0.35 278d 0.67 6.87 5.79

36 295 0.70 316 0.98 270 0.47 284 0.79 1.11 2.68 a Maximum of the absorption wavelength (vertical transition) in nm.

b Oscillator strength.

c E(Z)-E(E) in kcal/mol

dTransition to S1 has a null oscillator strength. The given values correspond to the

clearly allowed transition to S2.

e Transition to S1 has a null oscillator strength. The given values correspond to the

lowest clearly allowed transition to S4.

COMMENTARY:

In gas phase the differences in energy between the ground and first singlet excited

electronic states are always higher. This probably reflects the fact that the excited sate

has a larger polarity because the electronic transition involves some intramolecular

charge transfer as seen in the shape of the frontier molecular orbitals posted in the

next section. Usually the λabs for the Z isomer is lower as compared with the (more

stable) E structure, a result that reflects the less planar geometry (and so the less

extended π system) of the more congested Z isomer. At any rate the differences

between gas and condensed phase are not important and the same ordering is usually

maintained between the E and Z results and also along the whole family of

compounds.

5

TABLE S4. Shape of the molecular orbitals involved in the lowest allowed

electronic excitation for each analyzed acylhydrazone.

Compound E Z

2

HOMO LUMO HOMO LUMO

3

HOMO LUMO HOMO LUMO

11

HOMO LUMO HOMO LUMO 14

HOMO LUMO HOMO LUMO 15

HOMO LUMO HOMO LUMO

18

HOMO LUMO HOMO LUMO

6

24

HOMO LUMO HOMO LUMO 27

HOMO LUMO HOMO LUMO 32

HOMO LUMO HOMO-1 LUMO 36

HOMO LUMO HOMO LUMO

38

HOMO LUMO HOMO-1 LUMO

COMMENTARY:

For the E isomers all the molecular orbitals involved in the electronic excitations are

clearly of π type. This classification is not so crystalline for the Z isomers as now in

some cases, due to the steric hindrance, the optimized geometry is far from planar as

seen in the next section.

7

Geometries and Cartesian Coordinates of all the relevant structures

theoretically calculated.

Compound 2. Isomer E. S0

6 -2.127966 1.407448 0.138784

1 -1.074998 1.326711 0.425154

1 -1.222838 -0.852412 0.276225

6 -2.884448 -1.998314 -0.159874

7 -2.828567 0.373654 -0.105066

7 -2.198199 -0.828104 -0.000078

8 -4.088364 -2.045289 -0.345867

6 -2.681795 2.761710 0.050874

6 -1.852422 3.844697 0.341527

6 -4.009917 2.998190 -0.315543

6 -2.338065 5.143634 0.269387

1 -0.821013 3.668105 0.625819

6 -4.491673 4.293810 -0.386789

1 -4.654627 2.158747 -0.542256

6 -3.657896 5.370583 -0.094798

1 -1.684910 5.977027 0.497580

1 -5.522040 4.469564 -0.671650

1 -4.039407 6.382881 -0.152167

6 -2.043056 -3.232848 -0.074757

6 -2.644164 -4.395208 0.404214

8

6 -0.711229 -3.266729 -0.485318

6 -1.917009 -5.571734 0.493334

1 -3.682765 -4.363604 0.707607

6 0.011779 -4.449243 -0.405914

1 -0.236001 -2.385340 -0.898870

6 -0.587333 -5.600252 0.088376

1 -2.387578 -6.468809 0.876649

1 1.042515 -4.471429 -0.737448

1 -0.020385 -6.521084 0.152665

Compound 2. Isomer Z. S0

6 -1.761788 1.295557 0.404077

1 -0.965425 -1.061191 0.171828

6 -2.765737 -2.071697 0.185146

7 -2.518970 0.269735 0.446393

7 -1.970382 -0.960751 0.240679

8 -3.982950 -2.019827 0.163665

6 -2.023759 -3.369558 0.120877

6 -2.619054 -4.423408 -0.569919

6 -0.795627 -3.566861 0.750495

6 -1.984363 -5.652758 -0.649941

1 -3.579274 -4.265800 -1.044183

6 -0.167636 -4.803053 0.679427

1 -0.334333 -2.774682 1.327929

9

6 -0.757185 -5.844213 -0.025004

1 -2.447343 -6.464148 -1.198018

1 0.780096 -4.953297 1.181466

1 -0.263716 -6.806880 -0.082424

1 -2.264914 2.227453 0.647700

6 -0.314434 1.384686 0.109792

6 0.473208 2.216882 0.907952

6 0.277993 0.717007 -0.964877

6 1.830918 2.349945 0.661212

1 0.016017 2.758798 1.727972

6 1.635244 0.862129 -1.217385

1 -0.323882 0.107612 -1.628425

6 2.415343 1.670342 -0.401079

1 2.432826 2.990675 1.293946

1 2.081621 0.346563 -2.058819

1 3.474831 1.779330 -0.598328

Compound 2.Conical Intersection.

6 -1.109773 0.920957 0.882487

1 -0.976151 -1.630566 1.249367

6 -2.179380 -2.282644 -0.316698

7 -1.889377 -0.040983 0.365585

7 -1.592389 -1.341361 0.497114

8 -2.893859 -1.925569 -1.230004

10

6 -1.913622 -3.709049 0.025350

6 -2.009079 -4.637176 -1.003053

6 -1.600206 -4.146772 1.305509

6 -1.775186 -5.982503 -0.762608

1 -2.265646 -4.289070 -1.994592

6 -1.372930 -5.495754 1.547062

1 -1.563787 -3.456057 2.138687

6 -1.454166 -6.413348 0.513753

1 -1.844999 -6.697182 -1.573326

1 -1.137467 -5.828712 2.549974

1 -1.273255 -7.463884 0.703920

1 -1.395043 1.300486 1.860324

6 -0.025910 1.553851 0.179963

6 0.741377 2.533068 0.835988

6 0.347434 1.210152 -1.134190

6 1.814115 3.140753 0.207712

1 0.462352 2.822945 1.842139

6 1.433957 1.825367 -1.747816

1 -0.224228 0.469589 -1.672341

6 2.169840 2.787778 -1.085835

1 2.378675 3.907992 0.724112

1 1.710030 1.546175 -2.757574

1 3.015998 3.260107 -1.568856

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Compound 2.Anion.

6 -1.62867 1.16254 0.59612

6 -2.69788 -2.08349 0.23036

7 -2.36996 0.11243 0.61716

7 -1.80062 -1.09648 0.34934

8 -3.94506 -2.01254 0.24617

6 -2.06743 -3.44575 0.02556

6 -2.8741 -4.50687 -0.38141

6 -0.70962 -3.68492 0.24189

6 -2.34096 -5.77462 -0.57618

1 -3.92814 -4.31974 -0.54206

6 -0.17469 -4.9526 0.05636

1 -0.08026 -2.86561 0.56135

6 -0.98805 -6.00241 -0.35621

1 -2.98235 -6.58686 -0.89865

1 0.88086 -5.1232 0.23502

1 -0.56973 -6.99137 -0.50332

1 -2.15569 2.07968 0.85638

6 -0.20295 1.36915 0.29017

6 0.28248 2.67826 0.42969

6 0.69414 0.37854 -0.13381

6 1.60573 2.99106 0.16523

1 -0.39668 3.45999 0.75314

6 2.02032 0.69625 -0.40059

12

1 0.3284 -0.62991 -0.24536

6 2.48435 1.99698 -0.25245

1 1.95318 4.01078 0.28366

1 2.69831 -0.08384 -0.72804

1 3.52048 2.23595 -0.46113

Compound 3. Isomer E. S0

6 -1.619559 -0.613397 -0.163492

1 -1.352738 -1.645754 -0.399816

1 0.814517 -1.039075 -0.276698

6 1.555266 0.811513 0.138672

7 -0.749990 0.292580 0.036421

7 0.549444 -0.080891 -0.057235

8 1.396647 1.988588 0.407155

6 -3.059211 -0.324320 -0.087975

6 -3.550126 0.947125 0.204281

6 -5.173434 -1.179643 -0.267919

6 -4.919700 1.131884 0.255601

1 -2.860409 1.760220 0.384336

6 -5.753539 0.047877 0.014966

1 -5.793688 -2.048632 -0.461148

1 -5.333217 2.107390 0.480085

1 -6.830668 0.147386 0.044922

6 2.922996 0.198820 -0.009770

13

6 4.046035 0.992706 0.162987

6 4.180385 -1.657818 -0.440065

6 5.293464 0.402843 0.020545

1 3.930284 2.040624 0.401835

6 5.364153 -0.946348 -0.286441

1 4.198776 -2.715151 -0.680393

1 6.195305 0.988535 0.147502

1 6.316021 -1.446739 -0.406558

7 -3.857067 -1.371692 -0.320528

7 2.981849 -1.100748 -0.305403

Compound 3. Isomer Z. S0

6 -2.050325 1.779434 0.076647

1 -0.181228 0.125322 -0.033248

6 1.441439 1.421599 0.055243

7 -0.808715 2.086205 0.098119

7 0.119312 1.101887 0.032697

8 1.881291 2.555378 0.131701

6 2.352166 0.224442 -0.024676

6 3.725425 0.419820 -0.010605

6 2.581685 -2.041232 -0.176920

6 4.548775 -0.693618 -0.084940

1 4.122096 1.423041 0.057146

6 3.968142 -1.948844 -0.169765

14

1 2.094517 -3.008146 -0.242286

1 5.625852 -0.582093 -0.076708

1 4.571401 -2.845237 -0.229650

1 -2.720173 2.632056 0.133191

6 -2.708166 0.465332 -0.011844

6 -4.102012 0.417816 -0.016203

6 -4.730557 -0.812869 -0.099082

1 -4.675296 1.334015 0.044611

6 -2.571531 -1.820812 -0.164682

6 -3.952236 -1.958101 -0.175050

1 -5.811470 -0.877373 -0.104317

1 -1.929538 -2.693072 -0.222489

1 -4.399880 -2.940835 -0.241185

7 1.785410 -0.979896 -0.106071

7 -1.958221 -0.643775 -0.085403

Compound 3. Conical Intersection

6 -2.047754 1.498411 -0.645020

1 0.327321 0.536286 -1.321267

6 1.285399 0.930964 0.436012

7 -0.835026 1.728407 -0.163448

7 0.256897 1.056778 -0.455245

8 1.319910 1.503538 1.505892

6 2.391513 0.047101 -0.073658

15

6 3.543655 -0.099977 0.678331

6 3.143007 -1.382845 -1.690800

6 4.540415 -0.936446 0.192261

1 3.646854 0.431847 1.613653

6 4.339381 -1.587793 -1.012676

1 2.950139 -1.880664 -2.634774

1 5.457772 -1.074639 0.750513

1 5.089790 -2.247082 -1.428628

1 -2.452143 2.110106 -1.447913

6 -2.845266 0.459675 -0.014716

6 -4.198961 0.284863 -0.369828

6 -4.890483 -0.774957 0.169212

1 -4.669926 0.986161 -1.048168

6 -2.887952 -1.396708 1.306637

6 -4.224675 -1.639589 1.037542

1 -5.935910 -0.931438 -0.071613

1 -2.349716 -2.034356 2.001028

1 -4.732198 -2.486953 1.478925

7 2.187993 -0.580858 -1.233320

7 -2.191872 -0.379389 0.795298

Compound 3. Isomer E. S1

6 -1.620793 -0.630874 -0.167460

1 -1.274537 -1.636835 -0.398433

16

1 0.790139 -0.952866 -0.256875

6 1.569404 0.900146 0.158748

7 -0.735073 0.376257 0.055369

7 0.509819 0.010006 -0.036261

8 1.376985 2.079248 0.427875

6 -2.989198 -0.386480 -0.102595

6 -3.498074 0.918838 0.197511

6 -5.120493 -1.225607 -0.278753

6 -4.859753 1.110063 0.250260

1 -2.799425 1.724292 0.375778

6 -5.700864 0.027824 0.010056

1 -5.768012 -2.077122 -0.467847

1 -5.268103 2.087601 0.475193

1 -6.777915 0.128088 0.040187

6 2.883867 0.256256 0.003565

6 4.048863 1.006490 0.166069

6 4.071000 -1.651637 -0.437872

6 5.266738 0.368012 0.012771

1 3.979559 2.058495 0.405502

6 5.285017 -0.985936 -0.294901

1 4.048906 -2.709257 -0.677959

1 6.191846 0.918352 0.131498

1 6.215718 -1.522407 -0.423079

7 -3.830815 -1.448627 -0.338233

7 2.896988 -1.054440 -0.294247

17

Compound 11. Isomer E. S0

6 -1.666653 -0.557525 -0.307812

1 -1.409346 -1.454184 -0.877913

1 0.722696 -0.989849 -0.548952

6 1.544365 0.638630 0.419358

7 -0.777175 0.204464 0.193952

7 0.519544 -0.157197 -0.007336

8 1.369717 1.723284 0.947810

6 2.911763 0.082526 0.174671

6 3.181878 -1.285121 0.180185

6 3.951622 0.987251 -0.030438

6 4.476797 -1.739847 -0.029117

1 2.396678 -2.004642 0.378818

6 5.241540 0.530549 -0.250290

1 3.736074 2.047954 -0.019158

6 5.505963 -0.834325 -0.250228

1 4.681568 -2.803139 -0.012076

1 6.042885 1.239271 -0.419689

1 6.515117 -1.191309 -0.416566

6 -3.078827 -0.283862 -0.152186

6 -4.106136 -1.038804 -0.648147

16 -3.678280 1.091837 0.720320

6 -5.386214 -0.512669 -0.327725

1 -3.947579 -1.941520 -1.223149

18

6 -5.307170 0.631051 0.404832

1 -6.320038 -0.965893 -0.629212

1 -6.116240 1.237206 0.782672

Compound 11. Isomer Z. S0

6 -1.421658 -0.862276 -0.188358

1 -2.441782 -0.497127 -0.107233

1 1.079966 -1.057059 -0.581941

6 1.728310 0.581966 0.471520

7 -0.539410 -0.003077 0.152950

7 0.783454 -0.321294 0.048460

8 1.445012 1.633223 1.014369

6 3.145068 0.171794 0.222317

6 3.552245 -1.161161 0.197131

6 4.088478 1.182084 0.044617

6 4.887226 -1.477095 -0.015517

1 2.843261 -1.960736 0.373609

6 5.418637 0.863842 -0.178798

1 3.766111 2.214801 0.079791

6 5.819937 -0.466929 -0.209368

1 5.198778 -2.514274 -0.022174

1 6.144560 1.653884 -0.326953

1 6.860610 -0.715894 -0.378302

19

6 -1.328578 -2.232488 -0.670681

6 -2.388294 -2.901948 -1.226348

16 0.059337 -3.280531 -0.579139

6 -2.084704 -4.235486 -1.595997

1 -3.357786 -2.441948 -1.363776

6 -0.798964 -4.576243 -1.308547

1 -2.792507 -4.913726 -2.050951

1 -0.302013 -5.520299 -1.470044

Compound 11.Tautomer. S0

6 -3.067974 -0.138005 -1.017450

1 -4.128089 -0.260106 -1.209494

6 -1.104488 2.512326 -0.037365

7 -2.680084 1.062227 -0.708705

7 -1.380262 1.259774 -0.499381

8 -1.914131 3.373449 0.322822

6 0.370482 2.808392 0.054923

6 1.332526 2.020554 -0.577372

6 0.785523 3.922504 0.782772

6 2.679932 2.341537 -0.482550

1 1.014309 1.161119 -1.150971

6 2.132411 4.239898 0.886657

1 0.034775 4.534543 1.265942

20

6 3.084115 3.449808 0.252505

1 3.417082 1.725803 -0.984510

1 2.441217 5.105063 1.461578

1 4.136263 3.697819 0.329052

6 -2.234281 -1.304785 -1.119084

6 -0.928390 -1.578621 -0.892831

16 -3.056005 -2.861885 -1.554207

6 -0.548156 -2.958656 -1.113158

1 -0.253016 -0.803866 -0.570719

6 -1.531867 -3.768361 -1.517270

1 0.462869 -3.313164 -0.962390

1 -1.544640 -4.823552 -1.734092

1 -3.189682 -2.673095 -2.888581

Compound 11. Conical Intersection

6 -1.195642 -0.956433 -0.877455

1 -1.688157 -0.431866 -1.693122

1 1.212867 -0.479831 -1.284826

6 1.872749 0.106235 0.597285

7 -0.385661 -0.229452 -0.045425

7 0.930334 -0.287343 -0.330738

8 1.556630 0.481492 1.709086

6 3.292496 0.044877 0.141467

6 3.722613 -0.716597 -0.946351

21

6 4.225195 0.778987 0.872514

6 5.063005 -0.726328 -1.303479

1 3.034017 -1.336812 -1.505935

6 5.563257 0.769730 0.512463

1 3.885110 1.359402 1.720154

6 5.983916 0.018947 -0.578546

1 5.388929 -1.324354 -2.145282

1 6.278823 1.347869 1.083897

1 7.029516 0.009982 -0.861356

6 -1.531197 -2.310494 -0.636039

6 -2.410265 -3.114966 -1.349057

16 -0.759761 -3.243888 0.631285

6 -2.471107 -4.436006 -0.866148

1 -2.984661 -2.736278 -2.183066

6 -1.640980 -4.651212 0.199307

1 -3.108394 -5.205351 -1.279399

1 -1.498340 -5.568307 0.749403

Compound 11. Isomer E. S1

6 -1.687103 -0.646602 -0.397226

1 -1.374423 -1.546892 -0.923873

1 0.681512 -1.047290 -0.457600

6 1.532381 0.694100 0.298704

7 -0.779150 0.235828 0.091863

22

7 0.473354 -0.140353 -0.044578

8 1.320209 1.836799 0.686827

6 2.880751 0.115451 0.127786

6 3.138562 -1.260246 0.075561

6 3.955517 1.007968 0.045661

6 4.435494 -1.723985 -0.077206

1 2.342985 -1.986809 0.187492

6 5.248602 0.539537 -0.109995

1 3.755705 2.070117 0.099247

6 5.493943 -0.828196 -0.175095

1 4.621114 -2.790501 -0.109147

1 6.070022 1.242101 -0.181110

1 6.506147 -1.194831 -0.294373

6 -3.024620 -0.379944 -0.226346

6 -4.169309 -1.122019 -0.631341

16 -3.522803 1.093335 0.640925

6 -5.352624 -0.524042 -0.242689

1 -4.092931 -2.050331 -1.179425

6 -5.171555 0.673292 0.450913

1 -6.333874 -0.928129 -0.450438

1 -5.943356 1.315779 0.848085

Compound 14. Isomer E. S0

23

6 -1.674422 -0.550026 -0.302884

1 -1.414280 -1.443948 -0.875807

1 0.715299 -0.975991 -0.550890

6 1.529772 0.643227 0.433436

7 -0.787295 0.212697 0.202323

7 0.510954 -0.147497 -0.002582

8 1.368845 1.714452 0.988429

6 2.901779 0.095163 0.166261

6 3.197908 -1.262476 0.173533

6 3.936475 0.993533 -0.062000

6 4.508701 -1.656710 -0.057218

1 2.447517 -2.014263 0.381831

6 5.209162 0.498123 -0.293505

1 3.748470 2.058673 -0.061044

1 4.766849 -2.710202 -0.046495

1 6.031646 1.178537 -0.486194

6 -3.086653 -0.280795 -0.147530

6 -4.110810 -1.039603 -0.644806

16 -3.691437 1.091871 0.725831

6 -5.392579 -0.518748 -0.324509

1 -3.948443 -1.941291 -1.220341

6 -5.317724 0.624868 0.409086

1 -6.324648 -0.975074 -0.626578

1 -6.129334 1.227629 0.786952

7 5.502006 -0.802928 -0.293392

24

Compound 14. Isomer Z. S0

6 -1.420681 -0.920831 -0.054541

1 -2.439665 -0.659629 0.217390

1 1.092896 -1.257680 -0.072629

6 1.693295 0.676983 0.272854

7 -0.552972 -0.059559 0.318730

7 0.770762 -0.312198 0.094786

8 1.406485 1.844484 0.456017

6 3.121491 0.221848 0.189329

6 3.554666 -1.019548 0.639091

6 4.065027 1.101375 -0.326478

6 4.905398 -1.325318 0.543801

1 2.880502 -1.738653 1.086801

6 5.388093 0.696122 -0.389612

1 3.768951 2.081899 -0.674058

1 5.269596 -2.283717 0.897931

1 6.142002 1.359674 -0.799325

6 -1.307635 -2.185799 -0.764821

6 -2.329224 -3.098075 -0.830933

16 0.054426 -2.742083 -1.698764

6 -2.015662 -4.243648 -1.602571

1 -3.278088 -2.944220 -0.334712

25

6 -0.761885 -4.189371 -2.129030

1 -2.694048 -5.069191 -1.764210

1 -0.267608 -4.911186 -2.760745

7 5.812373 -0.494586 0.035615

Compound 14.Tautomer. S0

7 0.010510 0.287898 0.187926

6 0.034340 0.183405 1.516405

6 1.203037 0.093859 2.258576

6 2.424525 0.099710 1.594787

6 2.404152 0.188377 0.207385

6 1.185592 0.290163 -0.443975

6 3.748268 -0.029960 2.307328

8 4.685862 -0.574172 1.715505

7 3.750040 0.515713 3.542391

7 4.893459 0.312934 4.230769

6 4.980930 0.953815 5.344736

6 3.992393 1.860828 5.871929

6 4.014355 2.627202 6.980502

6 2.833788 3.439616 7.181261

6 1.908364 3.310530 6.223058

16 2.390644 2.035232 5.083484

1 5.877199 0.815102 5.939519

26

1 2.693725 2.759110 3.987562

1 1.156582 0.001000 3.334512

1 3.330043 0.178658 -0.352056

1 -0.928945 0.169011 2.016246

1 1.150820 0.374669 -1.525380

1 4.857386 2.638200 7.657812

1 2.719051 4.096826 8.032328

1 0.936753 3.770242 6.133734

Compound 14. Conical Intersection

6 -1.165144 -1.489231 0.347904

1 -1.725535 -1.616103 1.268345

1 1.225049 -1.219576 0.987292

6 1.797097 0.402116 -0.208280

7 -0.407724 -0.340372 0.203095

7 0.883691 -0.474192 0.382219

8 1.444319 1.277022 -0.964444

6 3.227264 0.149400 0.122922

6 3.661090 -0.565121 1.235804

6 4.190448 0.679633 -0.729663

6 5.024690 -0.730009 1.428862

1 2.982463 -0.967942 1.976291

6 5.527377 0.457292 -0.448806

1 3.893964 1.249269 -1.599707

27

1 5.384006 -1.282021 2.290330

1 6.294364 0.856083 -1.103631

6 -1.453761 -2.304498 -0.752369

6 -2.302502 -3.420644 -0.815435

16 -0.677378 -2.068189 -2.319328

6 -2.309424 -4.037703 -2.073010

1 -2.866389 -3.756422 0.043082

6 -1.496639 -3.419319 -2.993760

1 -2.896999 -4.912590 -2.315482

1 -1.325622 -3.702323 -4.020693

7 5.949791 -0.237469 0.608377

Compound 14. Isomer E. S1

6 -1.704362 -0.704685 -0.293736

1 -1.403507 -1.670500 -0.696435

1 0.666144 -1.092551 -0.388974

6 1.515956 0.697347 0.259285

7 -0.788117 0.216150 0.090645

7 0.458687 -0.161058 -0.035080

8 1.297977 1.850797 0.612412

6 2.865878 0.130998 0.092079

6 3.160009 -1.225840 -0.089268

6 3.947691 1.016290 0.136694

6 4.481476 -1.613248 -0.228375

28

1 2.401971 -1.998299 -0.103987

6 5.230650 0.524833 -0.014078

1 3.774122 2.073260 0.283021

1 4.720521 -2.662319 -0.367202

1 6.076782 1.203568 0.012740

6 -3.040122 -0.397778 -0.171411

6 -4.183968 -1.175344 -0.495814

16 -3.534049 1.179315 0.483115

6 -5.367753 -0.517163 -0.220902

1 -4.108291 -2.170572 -0.910299

6 -5.181669 0.759003 0.309569

1 -6.350027 -0.934094 -0.394408

1 -5.951546 1.458761 0.599594

7 5.513302 -0.767651 -0.197278

Compound 14.Tautomer. S1

7 -0.019902 0.113636 0.145691

6 0.013464 -0.046962 1.469122

6 1.185036 -0.078923 2.209227

6 2.400085 0.059946 1.543618

6 2.372643 0.221885 0.162036

6 1.147856 0.244992 -0.484939

6 3.719418 0.041794 2.242128

29

8 4.772782 -0.066325 1.626042

7 3.615493 0.121737 3.618290

7 4.727953 0.249268 4.271055

6 4.843454 0.903640 5.403659

6 3.982651 1.902339 5.875607

6 4.023352 2.633657 7.065466

6 2.914114 3.472275 7.252553

6 2.008837 3.499763 6.224199

16 2.510126 2.381721 4.967076

1 5.731727 0.693978 5.989405

1 3.090286 3.217834 4.045639

1 1.151670 -0.219016 3.280257

1 3.294931 0.328615 -0.392758

1 -0.944796 -0.158067 1.965738

1 1.102930 0.374544 -1.561244

1 4.811941 2.500461 7.791608

1 2.759200 4.045356 8.157296

1 1.037621 3.959818 6.159573

Compound 15. Isomer E. S0

6 -1.604845 -0.594800 -0.160314

1 -1.316961 -1.621739 -0.398775

1 0.833214 -1.013076 -0.242697

6 1.565666 0.831784 0.193629

30

7 -0.740388 0.316210 0.058343

7 0.564412 -0.056658 -0.020607

8 1.406508 2.008999 0.468056

6 2.935510 0.219291 0.058997

6 4.056359 1.011815 0.251545

6 4.199578 -1.634296 -0.366705

6 5.305769 0.423296 0.121761

1 3.936814 2.058044 0.495592

1 4.221300 -2.690087 -0.613609

1 6.205683 1.008403 0.264375

6 -3.024549 -0.323203 -0.105805

6 -4.028566 -1.226482 -0.323579

16 -3.665490 1.248610 0.257904

6 -5.324050 -0.656939 -0.198541

1 -3.842458 -2.264532 -0.565307

6 -5.279617 0.667006 0.111574

1 -6.243739 -1.208585 -0.333480

1 -6.106857 1.343079 0.264531

6 5.381133 -0.923891 -0.192987

1 6.334627 -1.423323 -0.303802

7 2.999116 -1.078352 -0.244232

Compound 15. Isomer Z. S0

31

6 -1.361971 -0.801164 -0.485862

1 -2.384915 -0.443952 -0.567893

1 1.206313 -1.006223 -0.633116

6 1.708626 0.729583 0.273514

7 -0.514357 0.121888 -0.232471

7 0.810727 -0.194074 -0.165035

8 1.414934 1.797698 0.778834

6 3.138864 0.294442 0.094261

6 4.162108 1.100323 0.568446

6 4.603980 -1.262906 -0.707252

6 5.469748 0.677201 0.380994

1 3.925164 2.029412 1.067608

1 4.745048 -2.208476 -1.219216

1 6.297508 1.277736 0.736876

6 -1.227470 -2.235975 -0.682604

6 -2.251539 -3.022036 -1.146913

16 0.161457 -3.218419 -0.310506

6 -1.920535 -4.396772 -1.221275

1 -3.214856 -2.615585 -1.424820

6 -0.649835 -4.648478 -0.802709

1 -2.597674 -5.165343 -1.565876

1 -0.138979 -5.597233 -0.744440

6 5.697021 -0.525447 -0.268565

1 6.700763 -0.893042 -0.436607

7 3.348773 -0.864715 -0.531501

32

Compound 18. Isomer E. S0

6 -1.640798 -0.736295 -0.057888

1 -1.320833 -1.765920 -0.223843

1 0.759056 -1.156623 -0.143477

6 1.521037 0.752394 0.038956

7 -0.780129 0.194864 0.061293

7 0.528463 -0.179371 0.002261

8 1.325419 1.952598 0.085267

6 2.909857 0.183133 0.008890

6 3.254876 -1.017726 0.616897

6 3.908602 0.912546 -0.623675

6 4.577096 -1.435981 0.555639

1 2.533453 -1.615845 1.158736

6 5.196079 0.401669 -0.640503

1 3.682150 1.858974 -1.095855

1 4.873929 -2.364213 1.031977

1 5.991283 0.945425 -1.139034

7 5.536043 -0.751673 -0.063624

6 -3.079250 -0.461074 0.051890

6 -4.041809 -1.379170 -0.479241

6 -3.506268 0.678175 0.695591

6 -3.692696 -2.564562 -1.178769

6 -5.424074 -1.083636 -0.315254

33

6 -4.873697 0.966442 0.843191

1 -2.767543 1.354378 1.105841

6 -4.653763 -3.407807 -1.664962

1 -2.653503 -2.813002 -1.345196

6 -6.395286 -1.979072 -0.830980

6 -5.812671 0.102380 0.352633

1 -5.175855 1.870372 1.357461

6 -6.023135 -3.116644 -1.488360

1 -4.361412 -4.306375 -2.194756

1 -7.443785 -1.739506 -0.694755

1 -6.869752 0.312205 0.469415

1 -6.772642 -3.793967 -1.879044

Compound 18. Isomer Z. S0

6 -1.565633 -0.591157 -0.954616

1 -2.581141 -0.213726 -1.037814

1 0.815898 -1.110778 -0.500401

6 1.510809 0.744868 0.083823

7 -0.723808 0.262386 -0.521103

7 0.564107 -0.144039 -0.329921

8 1.311123 1.936412 0.223527

6 2.860812 0.140341 0.343103

6 3.040394 -1.146720 0.835183

6 3.986848 0.920852 0.113820

34

6 4.334115 -1.594281 1.065287

1 2.206186 -1.794744 1.071138

6 5.235896 0.376935 0.364346

1 3.887083 1.932437 -0.255786

1 4.500005 -2.591326 1.458939

1 6.131083 0.961736 0.182084

7 5.418354 -0.858486 0.832245

6 -1.320537 -1.999174 -1.350192

6 -2.066560 -3.048198 -0.730244

6 -0.435904 -2.291487 -2.359972

6 -2.984426 -2.812053 0.324230

6 -1.872852 -4.381731 -1.178403

6 -0.246940 -3.618566 -2.799067

1 0.108027 -1.491482 -2.848969

6 -3.680128 -3.844514 0.891426

1 -3.130757 -1.803493 0.690520

6 -2.606554 -5.429114 -0.567836

6 -0.949303 -4.637668 -2.222726

1 0.452736 -3.818251 -3.600916

6 -3.491111 -5.168617 0.441164

1 -4.378721 -3.647199 1.695447

1 -2.451339 -6.444028 -0.915744

1 -0.811075 -5.659212 -2.557922

1 -4.047173 -5.976321 0.901224

35

Compound 18. Conical Intersection

6 -1.150613 -1.244579 -0.037970

1 -1.676234 -1.221359 0.913730

1 1.261494 -1.123029 0.659221

6 1.937082 0.557021 -0.368443

7 -0.298303 -0.221079 -0.277108

7 0.995431 -0.340696 0.071902

8 1.661165 1.468543 -1.127842

6 3.312316 0.365934 0.182037

6 3.601014 -0.363454 1.330831

6 4.370175 0.956336 -0.500456

6 4.924511 -0.479441 1.729592

1 2.832507 -0.816867 1.943054

6 5.657217 0.779033 -0.021270

1 4.185165 1.539580 -1.392141

1 5.171444 -1.043667 2.622374

1 6.497644 1.227267 -0.540078

7 5.942656 0.071714 1.072409

6 -1.355841 -2.334002 -0.935531

6 -2.394571 -3.311639 -0.682356

6 -0.473380 -2.555747 -1.998123

6 -3.457114 -3.083467 0.220273

6 -2.379975 -4.526613 -1.410680

36

6 -0.501401 -3.747372 -2.731218

1 0.275671 -1.811699 -2.236660

6 -4.404621 -4.047788 0.452958

1 -3.543579 -2.125102 0.715595

6 -3.362598 -5.511367 -1.140941

6 -1.412308 -4.727322 -2.432124

1 0.222805 -3.891648 -3.523307

6 -4.346615 -5.284385 -0.218395

1 -5.213636 -3.858289 1.147863

1 -3.325869 -6.441148 -1.697180

1 -1.433167 -5.657475 -2.988193

1 -5.098958 -6.036589 -0.015950

Compound 18. Isomer E. S1

6 -1.655810 -0.703658 -0.221325

1 -1.294816 -1.661307 -0.589450

1 0.715566 -1.058687 -0.344089

6 1.536181 0.747581 0.254492

7 -0.765735 0.237021 0.134102

7 0.497434 -0.126744 0.002232

8 1.331254 1.914270 0.564358

6 2.897558 0.179784 0.096477

6 3.200992 -1.182237 0.143576

6 3.957431 1.069570 -0.078457

37

6 4.520291 -1.579072 -0.003868

1 2.451461 -1.942318 0.322695

6 5.239565 0.569735 -0.219790

1 3.772316 2.134469 -0.107616

1 4.772441 -2.633451 0.035508

1 6.073273 1.248448 -0.365931

7 5.533057 -0.731977 -0.187775

6 -3.021909 -0.450440 -0.115667

6 -4.036203 -1.433467 -0.485620

6 -3.458716 0.828871 0.379581

6 -3.729809 -2.700045 -0.981877

6 -5.412203 -1.084552 -0.333243

6 -4.791754 1.124811 0.509616

1 -2.700980 1.550882 0.647959

6 -4.727524 -3.609945 -1.321910

1 -2.700084 -3.002830 -1.114433

6 -6.404071 -2.022903 -0.683362

6 -5.769516 0.188738 0.162073

1 -5.092980 2.094955 0.885488

6 -6.068018 -3.271084 -1.171856

1 -4.451493 -4.584545 -1.704561

1 -7.445327 -1.747298 -0.562621

1 -6.820033 0.433647 0.268040

1 -6.843395 -3.979128 -1.436023

38

Compound 24. Isomer E. S0

6 -1.746994 -0.609411 -0.360542

1 -1.458754 -1.505025 -0.915720

1 0.654943 -0.987563 -0.556598

6 1.420873 0.666923 0.400549

7 -0.886001 0.184068 0.149088

7 0.426038 -0.152049 -0.029327

8 1.233451 1.748454 0.930246

6 2.807198 0.140421 0.163393

6 3.131012 -1.210045 0.213073

6 3.826369 1.052582 -0.079917

6 4.451855 -1.583958 0.007429

1 2.393445 -1.970504 0.435305

6 5.111212 0.576875 -0.283948

1 3.617143 2.113297 -0.111381

1 4.731031 -2.631219 0.051476

1 5.921884 1.268163 -0.487775

6 -3.158347 -0.363238 -0.227362

6 -4.227988 -1.096982 -0.704934

6 -5.409412 -0.432044 -0.303577

1 -4.154500 -2.008311 -1.278241

6 -5.025898 0.684962 0.405475

1 -6.424834 -0.732199 -0.507413

39

1 -5.615030 1.452393 0.880669

7 5.430456 -0.717336 -0.243209

7 -3.667184 0.717555 0.445702

1 -3.103963 1.421255 0.898259

Compound 24. Isomer Z. S0

6 -1.454434 -1.003623 0.059097

1 -2.469215 -0.783222 0.377142

1 1.041147 -1.363315 0.197661

6 1.654497 0.597810 0.181179

7 -0.594861 -0.122605 0.414165

7 0.730545 -0.400645 0.144743

8 1.367553 1.781183 0.189344

6 3.084339 0.138607 0.156766

6 3.524829 -1.024846 0.775918

6 4.022734 0.937963 -0.483928

6 4.875964 -1.337865 0.717408

1 2.856207 -1.675262 1.325280

6 5.346788 0.531163 -0.496733

1 3.721470 1.858604 -0.965104

1 5.245085 -2.235257 1.202219

1 6.096217 1.131749 -1.000983

40

6 -1.313266 -2.235666 -0.684252

6 -2.225112 -3.275276 -0.733221

6 -1.715139 -4.257786 -1.606810

1 -3.152456 -3.311313 -0.182416

6 -0.513172 -3.788357 -2.085854

1 -2.171345 -5.200897 -1.861460

1 0.179548 -4.218950 -2.790549

7 5.777617 -0.585874 0.090804

7 -0.265277 -2.579545 -1.515942

1 0.484788 -1.967859 -1.797690

Compound 24.Tautomer. S0

6 -1.367725 -0.968760 -0.263967

1 -2.408947 -0.697592 -0.117760

1 -2.924786 -2.703338 -1.731829

6 1.629481 0.644693 0.130479

7 -0.495479 -0.070895 0.057674

7 0.798779 -0.401458 -0.073104

8 1.343691 1.837788 0.292186

6 3.090166 0.251593 0.119563

6 3.525212 -1.064029 0.243608

6 4.061007 1.239743 0.003477

6 4.886643 -1.326001 0.245103

41

1 2.811606 -1.868600 0.347221

6 5.399051 0.878056 0.005879

1 3.767225 2.276778 -0.086483

1 5.243904 -2.345778 0.348083

1 6.169291 1.636645 -0.091017

6 -1.100744 -2.280064 -0.796356

6 -0.014248 -2.992117 -1.150488

6 -0.423707 -4.299133 -1.644619

1 0.991514 -2.621834 -1.072978

6 -1.748293 -4.404401 -1.600088

1 0.246531 -5.069079 -1.994952

1 -2.442844 -5.183012 -1.864643

7 5.820989 -0.381515 0.125252

7 -2.282674 -3.144990 -1.064047

1 -2.822686 -3.309387 -0.206977

Compound 27. Isomer E. S0

6 -1.709808 -0.627976 -0.360508

1 -1.425728 -1.512915 -0.934134

1 0.687182 -1.001971 -0.570548

6 1.453331 0.635028 0.422562

7 -0.850784 0.155134 0.161900

7 0.456876 -0.177575 -0.026222

8 1.263150 1.704764 0.970743

42

6 2.839380 0.112786 0.177191

6 3.162395 -1.238477 0.203114

6 3.858589 1.029331 -0.048506

6 4.483603 -1.608741 -0.007088

1 2.424478 -2.002729 0.410646

6 5.143664 0.557061 -0.259159

1 3.649482 2.090463 -0.061700

1 4.762606 -2.656646 0.018669

1 5.954733 1.251653 -0.449579

6 -3.127280 -0.405045 -0.230652

6 -4.183376 -1.115742 -0.714288

8 -3.575295 0.667144 0.474972

6 -5.358345 -0.436118 -0.277875

1 -4.124678 -2.013394 -1.308895

6 -4.928560 0.632005 0.435480

1 -6.383575 -0.707111 -0.469585

1 -5.436686 1.426046 0.956244

7 5.462403 -0.737754 -0.240875

Compound 27. Isomer Z. S0

6 -1.522096 -0.825300 -0.102898

1 -2.542349 -0.499969 0.073093

1 0.945146 -1.184687 -0.359701

6 1.650881 0.632961 0.324117

43

7 -0.625206 0.028506 0.218610

7 0.688000 -0.289798 0.040813

8 1.420950 1.768831 0.694216

6 3.056726 0.141017 0.131909

6 3.439780 -1.177982 0.343137

6 4.031959 1.058271 -0.238716

6 4.773674 -1.518191 0.165197

1 2.738076 -1.935683 0.667632

6 5.334402 0.615784 -0.402032

1 3.775637 2.096843 -0.398603

1 5.099225 -2.539099 0.333816

1 6.111808 1.309972 -0.702658

6 -1.414001 -2.152665 -0.661846

6 -2.384754 -3.046589 -0.996982

8 -0.186281 -2.691361 -0.938043

6 -1.719986 -4.198320 -1.507315

1 -3.446849 -2.895057 -0.890010

6 -0.394563 -3.929887 -1.449289

1 -2.170331 -5.107425 -1.870353

1 0.488150 -4.484513 -1.718351

7 5.710497 -0.648568 -0.205826

Compound 27.Tautomer. S0

44

6 -2.348562 1.609461 0.074055

1 -3.082448 2.405630 0.137968

1 -4.836337 0.765269 0.493989

6 1.068172 1.413595 -0.072260

7 -1.102555 1.951428 0.095317

7 -0.202957 0.961355 0.043917

8 1.458975 2.573743 -0.239033

6 2.096722 0.307217 -0.012320

6 1.818373 -0.963561 0.480359

6 3.393372 0.558640 -0.445550

6 2.832485 -1.908421 0.515913

1 0.828946 -1.207133 0.839591

6 4.336857 -0.454570 -0.379726

1 3.655388 1.535757 -0.828265

1 2.635698 -2.902797 0.903966

1 5.351822 -0.277791 -0.721206

6 -2.834528 0.263250 -0.034933

6 -2.388203 -0.995703 -0.195627

8 -4.283714 0.142511 -0.015622

6 -3.502942 -1.912862 -0.227981

1 -1.346039 -1.236479 -0.292950

6 -4.639887 -1.238916 -0.088670

1 -3.438565 -2.981613 -0.353029

1 -5.695564 -1.438240 -0.056748

7 4.075406 -1.674146 0.092564

45

Compound 32. Isomer E. S0

6 -1.706496 -0.557156 -0.379527

1 -1.481496 -1.464031 -0.945456

1 0.672544 -1.017161 -0.654801

6 1.516871 0.610556 0.301914

7 -0.803210 0.196406 0.101089

7 0.484560 -0.180585 -0.112424

8 1.366346 1.693406 0.833925

6 -3.134013 -0.253514 -0.199262

6 -3.574906 0.869488 0.498210

6 -5.278479 -0.924296 -0.626297

6 -4.936659 1.077949 0.621758

1 -2.854973 1.552863 0.927314

6 -5.810880 0.163938 0.049059

1 -5.931553 -1.658625 -1.086014

1 -5.312755 1.940865 1.157379

1 -6.883401 0.287896 0.121970

6 2.882114 0.045126 0.039886

6 3.908009 0.945941 -0.236640

6 4.437095 -1.787856 -0.108678

6 5.193301 0.491797 -0.467852

1 3.689739 2.004705 -0.271482

6 5.431882 -0.871397 -0.399573

46

1 4.666893 -2.841485 -0.048533

1 5.998520 1.175084 -0.694791

7 -3.970553 -1.136909 -0.753282

6 3.151750 -1.319737 0.109472

1 2.374183 -2.028929 0.362299

7 6.797858 -1.363709 -0.637779

8 6.992702 -2.563385 -0.573762

8 7.664413 -0.546571 -0.887736

Compound 32. Isomer Z. S0

6 -1.510299 -0.661010 -0.222398

1 -2.514879 -0.251453 -0.175379

1 0.953217 -1.092811 -0.471715

6 1.705250 0.636689 0.362483

7 -0.588168 0.140719 0.135834

7 0.714142 -0.250721 0.038965

8 1.498243 1.752853 0.793799

6 -1.411319 -2.052247 -0.731099

6 -0.609131 -3.021055 -0.136527

47

6 -2.194912 -3.545723 -2.275816

6 -0.614703 -4.305046 -0.662996

1 -0.018684 -2.788412 0.740253

6 -1.413557 -4.573150 -1.760826

1 -2.845630 -3.724959 -3.125193

1 -0.007529 -5.081701 -0.215175

1 -1.448135 -5.558623 -2.206238

6 3.099547 0.125810 0.143780

6 4.069487 1.051389 -0.234603

6 4.757077 -1.621594 0.155465

6 5.376860 0.649955 -0.438111

1 3.790427 2.087356 -0.371144

6 5.694457 -0.684035 -0.239676

1 5.047613 -2.649313 0.316396

1 6.139327 1.351739 -0.742869

7 -2.208618 -2.316140 -1.772677

6 3.448959 -1.207274 0.345270

1 2.717688 -1.930520 0.681018

7 7.083912 -1.119972 -0.450845

8 7.343613 -2.298565 -0.293573

8 7.903380 -0.280138 -0.773394

Compound 32. Conical Intersection

48

6 -2.482117 1.609557 1.537089

1 -1.921084 1.860602 2.431271

1 -1.643490 -0.396796 0.102255

6 -2.709764 -1.939881 1.006912

7 -2.993704 0.386754 1.382950

7 -2.359674 -0.613668 0.784282

8 -3.588053 -2.190143 1.809865

6 -2.730413 2.665512 0.638225

6 -2.205990 3.952033 0.906188

6 -3.501977 2.460256 -0.530269

6 -2.431867 4.991630 0.033442

1 -1.628779 4.120322 1.806938

6 -3.712236 3.510616 -1.401209

1 -3.930233 1.492473 -0.731286

6 -3.182229 4.775678 -1.128757

1 -2.028509 5.972881 0.250664

1 -4.300460 3.351087 -2.295209

1 -3.358371 5.595519 -1.814999

6 -2.010070 -3.023940 0.257672

6 -2.388489 -4.316293 0.646779

6 -1.031309 -2.898188 -0.749831

6 -1.823397 -5.437085 0.066382

1 -3.138788 -4.419472 1.417385

6 -0.465945 -4.025136 -1.323786

1 -0.672378 -1.951809 -1.130229

6 -0.856277 -5.299155 -0.921284

1 -2.138343 -6.423815 0.384444

49

1 0.288077 -3.906661 -2.091077

1 -0.408504 -6.176513 -1.373008

Compound 32. Isomer Z. S1

6 -1.514581 -0.663562 -0.226048

1 -2.518454 -0.252461 -0.177612

1 0.948364 -1.098471 -0.477074

6 1.704596 0.644035 0.329417

7 -0.589850 0.139148 0.123709

7 0.711352 -0.252107 0.026858

8 1.489811 1.770200 0.732845

6 -1.420905 -2.057772 -0.727392

6 -0.612805 -3.024074 -0.136477

6 -2.222233 -3.560099 -2.254877

6 -0.624712 -4.310997 -0.655517

1 -0.012931 -2.787242 0.732791

6 -1.435780 -4.585072 -1.742890

1 -2.882550 -3.743801 -3.095875

1 -0.013020 -5.085389 -0.209903

1 -1.475785 -5.573050 -2.182255

6 3.096358 0.133180 0.125855

6 4.081247 1.065792 -0.202521

6 4.748162 -1.625277 0.116540

50

6 5.389545 0.673689 -0.393824

1 3.806640 2.106378 -0.310770

6 5.707937 -0.676065 -0.232104

1 5.026283 -2.661291 0.254217

1 6.156173 1.388641 -0.660572

7 -2.229670 -2.327619 -1.758723

6 3.442389 -1.208144 0.290458

1 2.703926 -1.940525 0.588906

7 7.014522 -1.082794 -0.414475

8 7.469927 -2.279098 -0.312343

8 8.013678 -0.344103 -0.737333

Compound 36. Isomer E. S0

6 -1.686370 -0.809809 -0.317706

1 0.769551 -1.176724 -0.485249

6 1.480004 0.650897 0.141313

7 -0.806912 0.069355 -0.005033

7 0.504524 -0.263517 -0.141642

8 1.249958 1.809597 0.447214

6 -3.084327 -0.413437 -0.147839

6 -4.217003 -1.148105 -0.367603

16 -3.487702 1.185251 0.408449

6 -5.413457 -0.431290 -0.090164

1 -4.212874 -2.171381 -0.713872

51

6 -5.171608 0.836801 0.335103

1 -6.404829 -0.846995 -0.204146

1 -5.888371 1.594752 0.612125

6 -1.354061 -2.182054 -0.830758

1 -0.758110 -2.116465 -1.745154

1 -0.778121 -2.741589 -0.088474

1 -2.243779 -2.759104 -1.060964

6 2.859234 0.130708 0.041335

6 3.330477 -1.153378 0.032337

16 4.155446 1.274763 -0.041964

6 4.745048 -1.218958 -0.054256

1 2.704976 -2.032698 0.108596

6 5.318303 0.015837 -0.105562

1 5.306959 -2.142053 -0.071173

1 6.367686 0.258144 -0.175997

Compound 36. Isomer Z. S0

6 -1.680180 -0.867285 0.102165

1 0.756542 -1.207796 -0.298238

6 1.469570 0.705476 0.021984

7 -0.788847 0.039958 0.244561

7 0.504338 -0.253195 -0.072095

8 1.235182 1.883026 0.245900

52

6 -1.434824 -2.213491 -0.453735

6 -0.781272 -2.556475 -1.606119

16 -2.070592 -3.628470 0.329197

6 -0.784369 -3.955681 -1.857504

1 -0.339080 -1.830973 -2.275797

6 -1.437164 -4.656469 -0.892773

1 -0.321507 -4.413733 -2.720179

1 -1.580413 -5.723676 -0.822313

6 -3.075366 -0.531412 0.536862

1 -3.116472 0.495071 0.896022

1 -3.775547 -0.658035 -0.291854

1 -3.401013 -1.197717 1.340263

6 2.848563 0.218480 -0.192789

6 3.359445 -1.050378 -0.209103

16 4.091965 1.397384 -0.440017

6 4.760397 -1.076339 -0.431686

1 2.775043 -1.946673 -0.050161

6 5.284625 0.172696 -0.576645

1 5.348099 -1.982332 -0.475654

1 6.313901 0.443907 -0.755345

Compound 36. Conical Intersection

53

6 -1.494166 -1.254528 0.028663

1 0.941313 -0.849046 0.662605

6 1.593732 0.243463 -0.995106

7 -0.663741 -0.252617 -0.448776

7 0.639018 -0.377176 -0.187353

8 1.302131 0.787173 -2.041018

6 -1.725255 -2.356930 -0.827377

6 -1.098198 -2.688293 -2.040484

16 -2.905034 -3.598088 -0.416613

6 -1.550815 -3.910402 -2.578599

1 -0.379190 -2.041705 -2.518873

6 -2.507009 -4.518822 -1.819251

1 -1.176877 -4.339221 -3.498927

1 -2.984872 -5.471119 -1.987920

6 -2.239410 -1.014620 1.307691

1 -1.935371 -0.065999 1.746082

1 -3.321482 -0.983844 1.143813

1 -2.042023 -1.809782 2.033996

6 2.970801 0.157843 -0.492523

6 3.458981 -0.257345 0.720326

16 4.243631 0.667558 -1.555299

6 4.867392 -0.180405 0.791418

1 2.847811 -0.589657 1.548707

6 5.415723 0.302786 -0.363258

1 5.443892 -0.461615 1.661275

1 6.460042 0.468259 -0.578256

54

Compound 36.Tautomer. S0

6 2.077443 1.667065 0.319375

6 -1.371425 1.721680 0.199591

7 0.844974 2.066487 0.246762

7 -0.137394 1.158658 0.275210

8 -1.673436 2.918564 0.118390

6 2.475262 0.276779 0.428653

6 1.817200 -0.901339 0.531430

16 4.251641 -0.088548 0.560262

6 2.661413 -2.073558 0.631804

1 0.741156 -0.928503 0.530013

6 3.976221 -1.836692 0.601663

1 2.256568 -3.072636 0.722396

1 4.822472 -2.499495 0.675853

6 3.148555 2.724441 0.278831

1 2.674169 3.700776 0.208140

1 3.771985 2.715070 1.178325

1 3.810289 2.613686 -0.586373

6 -2.462238 0.708084 0.223990

6 -3.803331 0.955620 0.178573

16 -2.154091 -0.995776 0.318189

6 -4.594389 -0.225377 0.220502

1 -4.201810 1.958461 0.117488

55

6 -3.837498 -1.354674 0.296879

1 -5.675526 -0.232111 0.194911

1 -4.173514 -2.379629 0.341374

1 4.615002 0.073198 -0.734525

Compound 36. Isomer E. S1

6 -1.716450 -0.890365 -0.264343

1 0.726564 -1.186452 -0.326194

6 1.470088 0.680102 0.196874

7 -0.806190 0.089259 0.014391

7 0.457299 -0.241399 -0.066740

8 1.204724 1.839410 0.515719

6 -3.035838 -0.484574 -0.163086

6 -4.251844 -1.187920 -0.367982

16 -3.380041 1.200220 0.300349

6 -5.368638 -0.397284 -0.158511

1 -4.291854 -2.227839 -0.656166

6 -5.062155 0.911024 0.206198

1 -6.386152 -0.747686 -0.264037

1 -5.762047 1.705130 0.420122

6 -1.324426 -2.280760 -0.645922

1 -0.724831 -2.288857 -1.562448

1 -0.738399 -2.761240 0.144842

1 -2.197916 -2.901535 -0.824600

56

6 2.814272 0.156175 0.062950

6 3.286390 -1.096224 -0.279951

16 4.131967 1.247127 0.376095

6 4.697171 -1.166990 -0.287793

1 2.661662 -1.945868 -0.520507

6 5.287255 0.018349 0.045427

1 5.252635 -2.061985 -0.531029

1 6.341394 0.238730 0.115257

Compound 38. Isomer E. S0

6 1.625307 0.869414 0.059702

6 -1.233847 0.149208 0.216193

7 0.851885 0.469309 -0.882011

7 -0.512844 0.755998 -0.773065

8 -0.715370 -0.601313 1.037237

6 3.036155 0.502498 -0.080160

6 4.074166 0.797154 0.760211

16 3.585183 -0.440032 -1.433522

6 5.318349 0.273501 0.316928

1 3.961296 1.366799 1.671572

6 5.203208 -0.412700 -0.852046

1 6.251561 0.403950 0.846631

1 5.982150 -0.908836 -1.410872

57

6 1.217107 1.671214 1.254767

1 1.989412 2.391612 1.518376

1 0.288058 2.203545 1.058279

1 1.053831 1.007592 2.106096

6 -2.679964 0.459713 0.304407

6 -3.361997 1.615900 0.049375

16 -3.725391 -0.742217 0.986958

6 -4.739042 1.531266 0.385675

1 -2.898416 2.508498 -0.346299

6 -5.075654 0.312218 0.890292

1 -5.442602 2.341893 0.258038

1 -6.047483 -0.029238 1.212451

6 -1.059475 1.225862 -2.043742

1 -2.117061 0.995402 -2.114806

1 -0.911414 2.301296 -2.153373

1 -0.525122 0.713602 -2.844113

Compound 38. Isomer Z. S0

6 -1.398975 -0.190830 0.420250

6 1.503329 0.053406 -0.355369

7 -0.685649 0.827663 0.116377

7 0.687416 0.786067 0.444142

8 1.062071 -0.792357 -1.131201

6 -0.962452 -1.385549 1.159976

58

6 -0.083869 -1.488081 2.203152

16 -1.668777 -2.935554 0.807206

6 0.030883 -2.807989 2.711741

1 0.456190 -0.647439 2.611595

6 -0.758083 -3.694943 2.046207

1 0.675170 -3.082235 3.535270

1 -0.853484 -4.757641 2.207580

6 -2.835768 -0.132569 -0.007572

1 -3.036425 0.811068 -0.509807

1 -3.060943 -0.951547 -0.695391

1 -3.495385 -0.241017 0.855327

6 2.971588 0.261946 -0.259689

6 3.725059 1.399566 -0.199347

16 3.979761 -1.140158 -0.420374

6 5.121767 1.144094 -0.263291

1 3.308750 2.394254 -0.136785

6 5.403322 -0.182979 -0.369566

1 5.877416 1.916471 -0.231692

1 6.371815 -0.656577 -0.419059

6 1.072798 1.865012 1.341219

1 2.055275 1.666162 1.758121

1 1.072083 2.831964 0.832016

1 0.350980 1.901900 2.156172