Supplementary material for :
A Combined Experimental and Theoretical Study of Phenol-(Acetylene)n (n ≤ 7) Clusters.
GurmeetSingh,aApurbaNandi,a Shridhar R. Gadrea,b* and Takashi Chiba,cAsukaFujiic*
aDepartment of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India
bInterdisciplinary School of Scientific Computing, SPPU, Pune-411007, India
cDepartment of Chemistry, Tohoku University, Sendai 980-8578, Japan
Email: ,
Supporting Information for experiment:
Evaluation of the maximum size uncertainty in infrared spectroscopy
Because clusters usually suffer from fragmentations in an ionization process, it is difficult to precisely measure the size distribution of neutral clusters only from ionization combined with mass spectrometry. However, for phenol-(acetylene)n, the maximum number of evaporated acetylene molecules (Δn) upon the two-color resonance-enhanced ionization can be roughly estimated by the energetics calculations.
We assume the sequential evaporation of acetylene one by one upon the ionization. Then, the maximumΔn is evaluated by
maximumΔn = Eexcess/ D(D0) (1)
where Eexcess is the maximum excess energy upon the ionizations and D(D0) is the dissociation energy of the one acetylene loss channel in the cationic state. Eexcess is given by:
Eexcess = [E(UV)+E(UV2)] – IP[phenol-(acetylene)n] (2)
where E(UV1) and E(UV2) are the UV photon energies (36354 and 31740 cm−1, respectively), and IP[phenol-(acetylene)n] is the adiabatic ionization energy of phenol-(acetylene)n.
The correct value of D(D0) should depend on the cluster size, and its precise evaluation is practically difficult. Therefore, here we assume that the value is approximated by the dissociation energy of one acetylene molecule from an (acetylene)n cluster of n ~4. Then, it is estimated to be ~9 kJ/mol (~750 cm-1) from the previously reported binding energy of (acetylene)n clusters at the CCSD(T)/CBS level.1
The value of IP[phenol-(acetylene)n] is given by
IP[phenol-(acetylene)n] = IP(phenol) – [D’(D0) - D’(S0)] (3)
where, IP(phenol) is the adiabatic ionization energy of bare phenol (68625 cm-1),2D’(D0) is the binding energy between phenol+ cation and (acetylene)n, and D’(S0) is the binding energy between neutral phenol and (acetylene)n. The value of [D’(D0) - D’(S0)] is roughly estimated by the scaling of the value in phenol-(H2O)n. Here we assume that the magnitude of the redshift of the phenolic OH stretch frequency in the cluster is a measure of the interaction energy between phenol and (acetylene)n or (H2O)n moiety (Badger-Bauer rule).3 The redshift of the OH frequency of phenol-H2O is about twice larger than that in phenol-acetylene.4-6 Therefore, D’(D0), D’(S0), (and also [D’(D0) - D’(S0)]) of phenol-(acetylene)n are estimated to be about half of those of phenol-(H2O)n. The ionization energy of phenol-(H2O)n (n = 1- 12) has been observed,7 and [D’(D0) - D’(S0)] in phenol-(H2O)n is converged to ~6000 cm-1. Therefore, we evaluate [D’(D0) - D’(S0)] in phenol-(acetylene)n to be ~3000 cm-1.
On the basis of these estimated values and Eqs. (2) and (3), Eexess is estimated to be ~2500 cm-1. Thus, from eq.(1), maximum Δn is estimated to be ~3.3.
References
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Table S1: Cartesian coordinates (in Å) for the reported isomers of Ph(Ac)n cluster for n = 1, 2, 4, 6 and 7 optimized at MP2/aug-cc-pVDZ level of theory
Ph(Ac)1-I / Ph(Ac)1-II / Ph(Ac)1-IIIC -1.4515 -1.2596 0.0005
C -2.6249 -0.5116 0.0010
C -2.5779 0.8824 0.0003
C -1.3413 1.5234 -0.0008
C -0.1600 0.7830 -0.0014
C -0.2166 -0.6117 -0.0007
H -1.4731 -2.3412 0.0010
H -3.5793 -1.0220 0.0019
H -3.4922 1.4598 0.0007
H -1.2890 2.6046 -0.0014
H 0.8012 1.2823 -0.0024
O 0.9021 -1.3963 -0.0012
H 1.6867 -0.8286 -0.0013
C 3.5983 0.3696 -0.6056
H 3.6036 0.3687 -1.6691
C 3.5955 0.3704 0.6080
H 3.5959 0.3706 1.6716 / C 0.9623 0.1425 -1.2118
C 0.7503 -1.2468 -1.1765
C 0.5802 -1.9156 0.0521
C 0.6251 -1.1805 1.2512
C 0.8373 0.2110 1.2262
C 1.0047 0.8690 -0.0073
H 1.0864 0.6766 -2.1574
H 0.7103 -1.8065 -2.1154
H 0.4087 -2.9948 0.0740
H 0.4866 -1.6848 2.2118
H 0.8628 0.7818 2.1610
O 1.2112 2.2287 -0.1068
H 1.1781 2.6140 0.7808
C -3.6551 0.4284 -0.0326
H -4.6776 0.7555 0.0154
C -2.4861 0.0433 -0.0966
H -1.4595 -0.2793 -0.1432 / C -0.2085 -0.4683 0.8665
C -1.1416 -1.4647 0.5953
C -2.2362 -1.2070 -0.2292
C -2.3926 0.0601 -0.7859
C -1.4620 1.0638 -0.5235
C -0.3743 0.7948 0.3037
H 0.6439 -0.6552 1.5055
H -1.0096 -2.4460 1.0316
H -2.9584 -1.9848 -0.4354
H -3.2368 0.2732 -1.4283
H -1.5819 2.0494 -0.9591
O 0.5805 1.7403 0.5962
H 0.3332 2.5708 0.1725
C 4.0008 -0.8624 -0.5831
H 4.7431 -1.5728 -0.8524
C 3.1506 -0.0524 -0.2768
H 2.4058 0.6599 -0.0059
Ph(Ac)2-I / Ph(Ac)2-II
C 1.483093 -0.653097 -1.202138
C 2.567159 -0.070984 -0.521653
C 2.516463 0.123101 0.873811
C 1.372615 -0.284651 1.586225
C 0.284707 -0.874953 0.915323
C 0.337932 -1.048447 -0.483543
H 1.500904 -0.795151 -2.285958
H 3.450176 0.241510 -1.086624
H 3.357693 0.583838 1.398118
H 1.320920 -0.143106 2.669711
H -0.604124 -1.189732 1.469910
O -0.692165 -1.608617 -1.202746
H -1.500278 -1.573103 -0.662490
C -3.606684 -0.922942 0.516890
H -4.268516 -1.749842 0.703423
C -2.878793 0.051147 0.308614
H -2.217217 0.885319 0.121498
C -0.109551 2.364485 -0.235163
H 0.679724 1.650073 -0.062348
C -1.028766 3.163004 -0.430869
H -1.811004 3.879156 -0.608264 / C 0.001354 0.360647 1.280866
C 0.002071 -1.045962 1.268584
C 0.000652 -1.753080 0.048648
C -0.001488 -1.038116 -1.164281
C -0.002218 0.369962 -1.161990
C -0.000817 1.066677 0.062452
H 0.002455 0.922502 2.218154
H 0.003773 -1.589694 2.216952
H 0.001164 -2.845490 0.044093
H -0.002722 -1.572520 -2.117978
H -0.004006 0.922396 -2.107769
O -0.001492 2.440641 0.141306
H -0.003473 2.806055 -0.755603
C -3.339790 -0.295875 -0.011164
H -2.280301 -0.432992 0.121788
C -4.549650 -0.129350 -0.174914
H -5.606777 0.009952 -0.309566
C 3.340733 -0.293625 -0.014294
H 2.280771 -0.430085 0.116327
C 4.551183 -0.128772 -0.175459
H 5.608860 0.009717 -0.307530
Ph(Ac)2-III / Ph(Ac)2-IV
C 0.651796 -0.703666 1.072121
C 1.718667 0.041097 1.601968
C 2.761980 0.492006 0.768604
C 2.735820 0.181902 -0.604480
C 1.671243 -0.563783 -1.144751
C 0.629916 -0.994277 -0.303441
H -0.172342 -1.046047 1.703825
H 1.729612 0.276824 2.669917
H 3.587869 1.074462 1.185083
H 3.540833 0.522992 -1.261783
H 1.644005 -0.792546 -2.215849
O -0.458806 -1.705417 -0.772808
H -0.374151 -1.806250 -1.732610
C -4.478091 -0.183410 0.558606
H -5.474355 0.085470 0.859299
C -3.331703 -0.492408 0.226363
H -2.335030 -0.773624 -0.077279
C -0.301179 2.043212 -0.449558
H 0.747215 1.937369 -0.225624
C -1.502581 2.167021 -0.698028
H -2.558414 2.238519 -0.886935 / C 0.224415 -0.758227 1.058290
C 1.200492 0.032329 1.688421
C 2.365728 0.416109 0.999044
C 2.554391 -0.002940 -0.330794
C 1.584695 -0.795407 -0.971686
C 0.423915 -1.165218 -0.272419
H -0.684278 -1.064076 1.583767
H 1.043927 0.353304 2.722278
H 3.121084 1.032176 1.494282
H 3.458188 0.284709 -0.876276
H 1.727985 -1.114457 -2.009984
O -0.575285 -1.938559 -0.848393
H -0.312839 -2.156267 -1.754863
C -4.095263 0.388782 0.494304
H -4.859540 1.037343 0.883119
C -3.223122 -0.366683 0.058738
H -2.448849 -1.010064 -0.333869
C -0.731289 2.022253 -0.632667
H -1.676172 1.601146 -0.331981
C 0.352192 2.499853 -0.977373
H 1.295859 2.919558 -1.272468
Ph(Ac)4-I / Ph(Ac)4-II
C -1.400215 1.840194 -0.729030
C -0.846954 2.823458 0.112358
C 0.533013 2.825996 0.398955
C 1.358659 1.833687 -0.161862
C 0.816687 0.845145 -1.005347
C -0.562820 0.857225 -1.291310
H -2.469536 1.823976 -0.955745
H -1.499959 3.584823 0.548603
H 0.957727 3.589345 1.056169
H 2.429731 1.814488 0.057340
H 1.462256 0.073597 -1.435344
O -1.153356 -0.068976 -2.130059
H -0.562607 -0.841016 -2.191582
C 0.471754 -2.984819 -1.699160
H 0.784091 -3.466113 -2.609012
C 0.134980 -2.464005 -0.632093
H -0.168777 -2.000027 0.294528
C -0.208764 -0.141363 2.098984
H -0.593045 0.636614 1.457929
C 0.227359 -1.035200 2.829260
H 0.603149 -1.806948 3.477277
C 4.221232 -1.021440 0.085163
H 5.157727 -1.146974 -0.427430
C 3.148938 -0.891229 0.679685
H 2.212055 -0.759346 1.197169
C -3.507534 -1.219128 1.375995
H -3.893414 -1.387924 2.364988
C -3.047759 -1.017580 0.249554
H -2.640525 -0.842576 -0.734691 / C 0.484113 1.504870 1.319219
C 0.692797 2.692431 0.595301
C 0.536981 2.712184 -0.805524
C 0.160242 1.533109 -1.476763
C -0.057000 0.339613 -0.762584
C 0.115227 0.330582 0.636246
H 0.616198 1.469546 2.404082
H 0.985432 3.601931 1.127571
H 0.706171 3.635413 -1.365811
H 0.033126 1.536425 -2.563167
H -0.363485 -0.573718 -1.278336
O -0.088801 -0.800829 1.400372
H -0.046434 -1.579511 0.815249
C -3.946001 1.106830 1.741855
H -4.854424 1.638867 1.523651
C -2.892916 0.519774 2.001410
H -1.983555 -0.026547 2.199626
C -2.806077 -1.695768 -0.732008
H -3.056380 -0.943250 -0.000062
C -2.526577 -2.544365 -1.582109
H -2.289503 -3.274551 -2.334613
C 4.345655 -0.276038 -0.675572
H 5.201110 -0.910619 -0.822424
C 3.387252 0.480261 -0.501415
H 2.534371 1.123378 -0.352572
C 0.601980 -3.488918 -0.451346
H -0.160678 -4.241718 -0.361907
C 1.492723 -2.640842 -0.553596
H 2.249773 -1.872987 -0.624860
Ph(Ac)4-III / Ph(Ac)4-IV
C 0.142186 -1.097081 -1.168068
C 0.778388 -2.325765 -0.917853
C 1.376146 -2.580684 0.334367
C 1.326841 -1.593265 1.338612
C 0.684951 -0.363406 1.100392
C 0.097916 -0.118295 -0.157380
H -0.323444 -0.883032 -2.133575
H 0.810855 -3.084215 -1.705040
H 1.876940 -3.533731 0.522568
H 1.786163 -1.778752 2.313735
H 0.634689 0.397919 1.883639
O -0.553415 1.059126 -0.451336
H -0.244086 1.746942 0.165836
C 0.807356 3.500254 1.426779
H 0.090631 4.106722 1.952071
C 1.657843 2.834467 0.829931
H 2.379194 2.225523 0.303185
C 3.474302 0.160550 -0.879814
H 2.733525 -0.606240 -0.719145
C 4.308199 1.052857 -1.050270
H 5.050991 1.812267 -1.217308
C -3.742977 1.289689 -0.944738
H -2.693816 1.090394 -0.779181
C -4.940424 1.521448 -1.125445
H -5.982275 1.725414 -1.293110
C -3.274590 -1.506253 0.861115
H -4.209141 -0.989198 0.735209
C -2.177775 -2.060961 0.960457
H -1.220842 -2.547571 1.046559 / C 0.249035 -1.506135 -0.113685
C -0.601387 -2.592470 0.159902
C -1.924300 -2.610125 -0.327689
C -2.388810 -1.533113 -1.107578
C -1.543747 -0.444586 -1.396599
C -0.227177 -0.432692 -0.891820
H 1.269172 -1.470440 0.275944
H -0.229809 -3.423015 0.766960
H -2.582913 -3.453938 -0.106072
H -3.411576 -1.536365 -1.495562
H -1.900977 0.390641 -2.006074
O 0.650293 0.598968 -1.149684
H 0.139540 1.400021 -1.362415
C -1.153640 3.443672 -1.422314
H -0.908555 4.058357 -2.270477
C -1.451441 2.770684 -0.431882
H -1.701091 2.159601 0.423282
C -2.134016 0.116586 1.971810
H -1.996843 -0.702992 1.282556
C -2.275346 1.066966 2.745681
H -2.412794 1.876573 3.440249
C 3.784965 -0.093689 -1.021405
H 2.745095 0.199000 -1.035475
C 4.974281 -0.418565 -1.000818
H 6.008909 -0.709734 -0.992555
C 1.411732 0.706908 2.179341
H 0.345435 0.696059 2.331839
C 2.632547 0.710855 2.006620
H 3.689496 0.704556 1.809701
Ph(Ac)6-I / Ph(Ac)6-II
C 0.096892 0.707040 -1.436866
C 0.667090 0.396844 -2.683104
C 1.340475 -0.827672 -2.879763
C 1.438666 -1.742635 -1.811510
C 0.871669 -1.443100 -0.557418
C 0.197590 -0.217513 -0.377900
H -0.429522 1.649629 -1.270717
H 0.584852 1.114777 -3.504028
H 1.783143 -1.064911 -3.850660
H 1.958536 -2.694925 -1.950618
H 0.930921 -2.156160 0.269219
O -0.410779 0.119475 0.806258
H -0.079768 -0.467111 1.510848
C 1.265940 -1.238058 3.356776
H 0.635962 -1.699015 4.096183
C 2.001724 -0.691103 2.530939
H 2.619005 -0.207794 1.788541
C 3.436400 0.859345 -0.468432
H 2.831602 0.373730 -1.219063
C 4.119269 1.419680 0.392864
H 4.726792 1.912822 1.130876
C -3.085703 1.830027 0.647889
H -2.154853 1.284048 0.708280
C -4.149380 2.451950 0.593127
H -5.075319 2.995566 0.540170
C 0.793431 3.136218 0.754806
H 1.700622 2.592614 0.548968
C -0.255791 3.746293 0.971658
H -1.184789 4.251865 1.164388
C -1.638643 -2.768176 1.241840
H -2.036192 -2.150976 0.450349
C -1.154593 -3.478364 2.126565
H -0.757202 -4.122526 2.889949
C -2.243064 -1.340888 -1.990788
H -1.352744 -1.742218 -2.446327
C -3.252801 -0.868317 -1.462347
H -4.109831 -0.414644 -0.996442 / C 1.419441 -1.138571 -1.329422
C 2.499835 -2.023036 -1.172592
C 2.835317 -2.521709 0.102828
C 2.067957 -2.139399 1.220644
C 0.980871 -1.256686 1.076200
C 0.671937 -0.751096 -0.201599
H 1.154953 -0.730606 -2.309069
H 3.085211 -2.317665 -2.048089
H 3.678977 -3.206627 0.222220
H 2.313170 -2.527946 2.213421
H 0.379159 -0.961186 1.938638
O -0.359407 0.138194 -0.420801
H -0.755920 0.399690 0.431861
C -2.603815 -2.925271 -2.320776
H -3.004546 -3.889061 -2.578159
C -2.127340 -1.818051 -2.059033
H -1.725781 -0.857328 -1.772663
C -2.340362 -1.776313 1.412135
H -2.256029 -2.147152 0.402378
C -2.442611 -1.348898 2.564859
H -2.522409 -0.990934 3.575560
C 3.146405 2.288145 0.168547
H 3.006656 3.342557 0.008888
C 3.271985 1.069931 0.318549
H 3.387583 0.004464 0.440111
C -1.070270 1.866853 2.342737
H -2.123120 1.903268 2.557776
C 0.133149 1.861477 2.067516
H 1.174625 1.831331 1.784792
C -3.586202 1.012036 -0.164719
H -4.196452 0.179180 0.135903
C -2.890563 1.973091 -0.502219
H -2.252067 2.785405 -0.808154
C 0.250079 4.296450 -1.737513
H 0.234368 5.329721 -2.033880
C 0.286677 3.110494 -1.400815
H 0.281932 2.070650 -1.107092
Ph(Ac)6-III / Ph(Ac)6-IV
C 0.054574 -2.248992 -0.448790
C -0.555364 -2.580082 -1.673149
C -0.760987 -1.596208 -2.661546
C -0.352034 -0.272262 -2.415445
C 0.261666 0.071859 -1.196136
C 0.462780 -0.921002 -0.218523
H 0.213588 -3.001431 0.327739
H -0.873398 -3.611223 -1.851046
H -1.239033 -1.859109 -3.608795
H -0.510415 0.505208 -3.168514
H 0.592133 1.096057 -1.012273
O 1.072379 -0.652121 0.993470
H 1.218014 0.310624 1.061178
C -0.347314 1.963918 2.799013
H 0.365150 2.417134 3.464770
C -1.161586 1.443933 2.031849
H -1.887703 0.973313 1.387945
C -3.045590 -0.323261 -0.406461
H -2.273484 -1.069005 -0.514095
C -3.928299 0.527022 -0.263882
H -4.709289 1.257296 -0.147699
C -0.694101 3.902884 -1.585356
H -0.104636 4.760487 -1.856403
C -1.384307 2.925166 -1.286862
H -1.978736 2.059183 -1.041120
C -2.624335 -2.441051 2.483793
H -3.581051 -2.928093 2.538865
C -1.529664 -1.877354 2.412384
H -0.578094 -1.373216 2.346813
C 4.111127 -1.288158 0.179270
H 3.058597 -1.276597 0.420795
C 5.317675 -1.263709 -0.073257
H 6.366966 -1.265703 -0.307005
C 1.945364 2.637036 0.584303
H 1.033493 3.210170 0.571124
C 2.972767 1.953213 0.558213
H 3.854631 1.334166 0.523452 / C -1.509458 -2.046621 -0.635732
C -2.014608 -2.852732 0.399811
C -2.160498 -2.334019 1.702984
C -1.806258 -0.995224 1.960950
C -1.302876 -0.177506 0.932259
C -1.147169 -0.715447 -0.359545
H -1.377976 -2.436966 -1.648922
H -2.289467 -3.890021 0.188435
H -2.550215 -2.965340 2.505889
H -1.912727 -0.580017 2.967308
H -1.017698 0.858120 1.134540
O -0.646051 0.027301 -1.412840
H -0.431896 0.926914 -1.092747
C -0.694509 3.096661 -0.695486
H -1.717175 3.297692 -0.970126
C 0.464538 2.822643 -0.369674
H 1.476857 2.568810 -0.094220
C 1.369117 -2.180368 1.098211
H 0.366188 -2.447331 1.390338
C 2.515033 -1.876737 0.756460
H 3.509653 -1.603639 0.453966
C 1.036238 2.116992 3.184374
H 0.774145 3.028684 3.690457
C 1.329815 1.069182 2.603151
H 1.581898 0.152022 2.091986
C 3.102108 -1.484166 -3.230214
H 4.007644 -1.775056 -3.731499
C 2.054977 -1.177957 -2.654995
H 1.139001 -0.879024 -2.164559
C -3.578941 1.439828 -1.638580
H -2.788471 0.724971 -1.802502
C -4.462740 2.281723 -1.464327
H -5.249903 2.996135 -1.303754
C 3.862888 1.735454 0.528961
H 4.055583 2.268256 1.443122
C 3.636941 1.110284 -0.510255
H 3.425368 0.545436 -1.405092
Ph(Ac)7-I / Ph(Ac)7-II
C 0.019037 -2.187985 -0.080402
C -0.693001 -2.805230 -1.125257
C -1.211928 -2.039987 -2.191175
C -1.023314 -0.644224 -2.195943
C -0.310206 -0.017287 -1.157363
C 0.220679 -0.794703 -0.110701
H 0.434671 -2.772285 0.744233
H -0.840847 -3.888662 -1.105582
H -1.765813 -2.525415 -2.998822
H -1.430104 -0.033172 -3.006935
H -0.138845 1.060162 -1.177929
O 0.960998 -0.241831 0.911544
H 0.977417 0.727195 0.791870
C -0.611531 2.491764 2.349237
H 0.102908 3.197928 2.732457
C -1.426108 1.682159 1.898647
H -2.145938 0.965741 1.536535
C -3.352549 -0.733312 0.173651
H -2.502504 -1.394175 0.108274
C -4.321069 0.024324 0.276511
H -5.175315 0.672478 0.359820
C -1.863286 3.535835 -2.049172
H -1.483385 4.394495 -2.573575
C -2.326988 2.556659 -1.459417
H -2.721935 1.686964 -0.958147
C -2.166851 -2.177477 3.232761
H -3.030335 -2.752219 3.515008
C -1.178139 -1.517649 2.903657
H -0.324289 -0.926884 2.610469
C 4.145061 -0.237946 1.308563
H 3.110724 -0.510645 1.152961
C 5.318183 0.108755 1.466239
H 6.344250 0.389216 1.622987
C 1.303494 2.951626 -0.195281
H 0.319923 3.348372 -0.388264
C 2.424155 2.473715 0.004685
H 3.388061 2.034255 0.203279
C 2.409561 -1.438047 -2.258622
H 1.433919 -1.728550 -2.611214
C 3.523669 -1.097315 -1.854010
H 4.486238 -0.812197 -1.469431 / C -1.115024 -1.136039 1.379684
C -2.122867 -2.102273 1.539442
C -2.651101 -2.779329 0.420692
C -2.149610 -2.491801 -0.864080
C -1.139406 -1.526697 -1.039097
C -0.636714 -0.846357 0.087395
H -0.693181 -0.599102 2.233506
H -2.500539 -2.323271 2.541851
H -3.437229 -3.527996 0.549828
H -2.545226 -3.017394 -1.738151
H -0.742068 -1.302958 -2.032066
O 0.333681 0.129242 -0.005106
H 0.571926 0.266476 -0.941146
C 2.996914 -2.886129 1.256570
H 3.445556 -3.862194 1.301444
C 2.475541 -1.768154 1.230929
H 2.019744 -0.791268 1.173446
C 2.052991 -1.635894 -2.196407
H 2.235732 -2.006485 -1.199023
C 1.837887 -1.208768 -3.333715
H 1.642459 -0.847997 -4.327438
C -3.588796 1.906202 -0.198398
H -3.625793 2.979648 -0.250997
C -3.520929 0.676997 -0.117232
H -3.465141 -0.397285 -0.036087
C 0.286374 1.763808 -2.899450
H 1.288439 1.966707 -3.232926
C -0.859332 1.557680 -2.488614
H -1.841741 1.373251 -2.081858
C 3.365790 1.238572 -0.865256
H 4.029459 0.486812 -1.253216
C 2.611996 2.106905 -0.418884
H 1.928203 2.839618 -0.024413
C -0.511525 4.260011 1.087426
H -0.493057 5.285635 1.410023
C -0.563609 3.086316 0.710649
H -0.554233 2.052409 0.397184
C 1.136875 1.277107 3.128829
H 0.686764 2.118732 2.629506
C 1.642122 0.309808 3.702649
H 2.095019 -0.539048 4.182583
Ph(Ac)7-III / Ph(Ac)7-IV
C -1.624009 -1.494637 0.812378
C -3.027963 -1.499330 0.873151
C -3.783763 -0.640215 0.048088
C -3.118164 0.214390 -0.853769
C -1.712230 0.228702 -0.921397
C -0.969398 -0.614483 -0.070839
H -1.024293 -2.155814 1.443203
H -3.533678 -2.177228 1.567028
H -4.875888 -0.643680 0.100733
H -3.692079 0.881401 -1.504086
H -1.194217 0.901365 -1.610289
O 0.402486 -0.611052 -0.045324
H 0.732003 -0.137012 -0.833117
C 1.270204 0.197014 -2.995365
H 0.924434 -0.697678 -3.484968
C 1.635113 1.211735 -2.393977
H 1.933702 2.086616 -1.841564
C -1.678813 1.461094 2.165716
H -2.550518 1.013020 1.714904
C -0.675933 1.969653 2.674394
H 0.209204 2.393502 3.114463
C -0.381955 4.069515 -1.663154
H -0.287382 4.663920 -2.554065
C -0.495687 3.388100 -0.641185
H -0.607106 2.792042 0.251648
C 1.689303 -1.948983 3.548551
H 2.222632 -2.712587 4.085829
C 1.080519 -1.058754 2.949971
H 0.538731 -0.293186 2.418644
C 0.323125 -2.939206 -2.030294
H 1.350801 -2.951715 -1.707319
C -0.868910 -2.856050 -2.337796
H -1.911672 -2.798883 -2.595884
C 2.388933 2.845368 0.948431
H 2.228901 3.906399 1.018665
C 2.560315 1.626677 0.864827
H 2.718706 0.566069 0.761078
C 3.758035 -1.642813 -0.921720
H 4.355925 -1.430224 -1.789806
C 3.091785 -1.893712 0.085718
H 2.478859 -2.062302 0.957128 / C 1.677168 -0.638229 1.086698
C 2.903596 -1.325716 1.060094
C 3.541207 -1.610253 -0.164529
C 2.952354 -1.173127 -1.367559
C 1.726409 -0.483062 -1.355258
C 1.078971 -0.246763 -0.126392
H 1.167507 -0.423584 2.027741
H 3.360368 -1.641234 2.002632
H 4.492039 -2.149556 -0.180230
H 3.448035 -1.366931 -2.323287
H 1.269006 -0.139134 -2.285807
O -0.152823 0.369364 -0.045692
H -0.441430 0.642179 -0.936557
C 0.798096 3.087611 3.107721
H 1.313190 3.725646 3.802981
C 0.198017 2.350591 2.320973
H -0.303096 1.713657 1.606773
C 1.639147 2.856701 -0.874548
H 1.674480 2.636852 0.180151
C 1.579134 3.120351 -2.078065
H 1.549629 3.346666 -3.128707
C -0.948318 -3.521763 -0.342970
H -2.008249 -3.707609 -0.335300
C 0.261755 -3.277046 -0.337834
H 1.319782 -3.064227 -0.333102
C -1.528873 0.372476 -3.176913
H -1.762119 1.337934 -3.589155
C -1.302787 -0.741656 -2.696237
H -1.070728 -1.691380 -2.240136
C -1.833449 3.045544 -0.652087
H -1.015871 3.744587 -0.668271
C -2.750554 2.220479 -0.651491
H -3.530200 1.478595 -0.622770
C -4.278452 -1.421052 0.003253
H -5.289776 -1.762589 -0.124566
C -3.115250 -1.036277 0.146547
H -2.103928 -0.685637 0.286259
C -1.279331 -0.577674 3.535560
H -1.465341 0.218231 4.234130
C -1.071397 -1.486315 2.728038
H -0.865371 -2.256284 2.002769
Table S2: Cartesian coordinates (in Å) for the reported isomers of Ph(Ac)n cluster for n = 1, 2, 4, 6 and 7 optimized at B97-D/aug-cc-pVDZ level of theory
Ph(Ac)1-I / Ph(Ac)1-IIC -1.515765 -1.262370 0.000209
C -2.677512 -0.475112 0.000635
C -2.595970 0.930345 0.000309
C -1.331462 1.544643 -0.000404
C -0.158845 0.769504 -0.000786
C -0.252571 -0.637942 -0.000515
H -1.569330 -2.355308 0.000443
H -3.656907 -0.966273 0.001190
H -3.506349 1.537995 0.000624
H -1.251527 2.637399 -0.000642
H 0.827327 1.246673 -0.001327
O 0.854628 -1.454641 -0.000821
H 1.657758 -0.905320 -0.001061
C 3.704563 0.373082 -0.608894
H 3.708962 0.373695 -1.684867
C 3.702499 0.373443 0.610413
H 3.703420 0.374711 1.686396 / C 0.976396 0.183289 -1.208148
C 0.863858 -1.215297 -1.165003
C 0.722326 -1.889737 0.063304
C 0.696295 -1.147045 1.257033
C 0.808004 0.253433 1.228026
C 0.948204 0.918035 -0.006741
H 1.078341 0.716904 -2.157286
H 0.880668 -1.782192 -2.101573
H 0.630062 -2.979393 0.088769
H 0.580194 -1.656089 2.219322
H 0.777769 0.832406 2.158773
O 1.058135 2.286457 -0.104606
H 0.990363 2.672539 0.781934
C -3.676994 0.302539 -0.038698
H -4.685415 0.667573 0.034146
C -2.536740 -0.118864 -0.127486
H -1.525161 -0.481524 -0.200959
Ph(Ac)1-III
C -0.291910 -0.559364 0.815546
C -1.284966 -1.503973 0.512611
C -2.395870 -1.153280 -0.276881
C -2.507105 0.159200 -0.767363
C -1.519652 1.115334 -0.473879
C -0.414969 0.751006 0.318601
H 0.575304 -0.823903 1.427403
H -1.187194 -2.524271 0.898438
H -3.165839 -1.895675 -0.508513
H -3.365643 0.446184 -1.383858
H -1.604467 2.139609 -0.857218
O 0.591181 1.645088 0.642030
H 0.387845 2.505295 0.244403
C 4.355471 -0.747551 -0.562657
H 5.215308 -1.332226 -0.835457
C 3.375601 -0.090493 -0.256027
H 2.515634 0.499004 0.018859
Ph(Ac)2-I / Ph(Ac)2-II
C 1.556673 -0.672640 -1.178829
C 2.616277 -0.053159 -0.497600
C 2.537629 0.190531 0.887808
C 1.384807 -0.204029 1.590191
C 0.317522 -0.826947 0.921524
C 0.400294 -1.055434 -0.468698
H 1.602900 -0.854566 -2.256357
H 3.508311 0.249103 -1.056262
H 3.364721 0.678981 1.411426
H 1.308745 -0.022095 2.667291
H -0.584852 -1.122804 1.465408
O -0.610877 -1.645834 -1.183834
H -1.418074 -1.662373 -0.639476
C -3.650746 -1.005024 0.511341
H -4.281510 -1.855787 0.698290
C -2.964128 -0.017831 0.305182
H -2.329048 0.836480 0.117322
C -0.202837 2.394565 -0.308470
H 0.625681 1.718445 -0.173434
C -1.151441 3.146092 -0.457259
H -1.974156 3.824549 -0.594674 / C -0.001274 0.335944 1.297297
C -0.000440 -1.068073 1.272400
C 0.000959 -1.767748 0.049452
C 0.001560 -1.044013 -1.156634
C 0.000734 0.360896 -1.145428
C -0.000692 1.051509 0.083375
H -0.002387 0.887995 2.240780
H -0.000875 -1.619304 2.217579
H 0.001754 -2.860867 0.037846
H 0.002919 -1.572329 -2.114770
H 0.001360 0.923056 -2.086277
O -0.001676 2.422571 0.164441
H -0.000476 2.793702 -0.731122
C -3.401190 -0.309428 -0.018625
H -2.360254 -0.524890 0.152281
C -4.577360 -0.059337 -0.216658
H -5.616341 0.157415 -0.387254
C 3.401599 -0.308355 -0.018078
H 2.360627 -0.524070 0.152286
C 4.577813 -0.058082 -0.215620
H 5.616832 0.158847 -0.385761
Ph(Ac)2-III / Ph(Ac)2-IV
C 1.063701 -0.696117 1.193593
C 2.198539 0.107386 1.379405
C 2.954771 0.551337 0.277291
C 2.568763 0.172651 -1.021203
C 1.433829 -0.631042 -1.220700
C 0.680149 -1.058105 -0.110984
H 0.461597 -1.034169 2.041570
H 2.489951 0.395249 2.394796
H 3.837158 1.179947 0.429237
H 3.147341 0.509196 -1.887668
H 1.122618 -0.912423 -2.233596
O -0.458486 -1.826289 -0.241073
H -0.615353 -2.001646 -1.181733
C -4.770519 -0.239130 0.145753
H -5.830642 -0.064162 0.110809
C -3.570280 -0.449124 0.185911
H -2.507723 -0.628158 0.222265
C -0.383486 2.100480 -0.167057
H 0.675054 1.921443 -0.086327
C -1.585591 2.281485 -0.255180
H -2.651373 2.406107 -0.321753 / C 0.364325 -0.868685 0.995989
C 1.301355 -0.081993 1.683079
C 2.438496 0.421058 1.025917
C 2.634221 0.129537 -0.335032
C 1.704143 -0.656205 -1.036006
C 0.570831 -1.150753 -0.365963
H -0.523658 -1.260628 1.499880
H 1.136702 0.142472 2.742100
H 3.163947 1.034770 1.568730
H 3.515490 0.513685 -0.859894
H 1.852330 -0.879167 -2.099641
O -0.383655 -1.927250 -1.002873
H -0.132444 -2.032415 -1.932887
C -4.175886 0.046679 0.562130
H -4.991491 0.609986 0.978595
C -3.255148 -0.600788 0.093628
H -2.430532 -1.155685 -0.326085
C -1.069919 2.189539 -0.500483
H -1.941580 1.627242 -0.207443
C -0.076846 2.815117 -0.828179
H 0.807044 3.356709 -1.110850
Ph(Ac)4-I / Ph(Ac)4-II
C -0.438553 -2.442103 0.219741
C -1.633732 -2.880032 -0.373812
C -2.338582 -2.052521 -1.269603
C -1.829770 -0.776482 -1.571134
C -0.633739 -0.327231 -0.987518
C 0.061454 -1.160976 -0.087513
H 0.108892 -3.073804 0.925181
H -2.020107 -3.874684 -0.128119
H -3.272269 -2.397542 -1.723379
H -2.368154 -0.116594 -2.259031
H -0.243740 0.667949 -1.220208
O 1.226345 -0.772229 0.526539
H 1.426752 0.153236 0.289716
C 5.710008 -0.552114 0.245921
H 6.724962 -0.210306 0.149765
C 4.566474 -0.960214 0.357699
H 3.546777 -1.298754 0.454373
C 2.824051 2.040403 -0.093194
H 3.790670 1.565236 -0.038985
C 1.711089 2.538209 -0.149269
H 0.724525 2.973818 -0.199137
C -1.670417 3.784160 -1.005499
H -1.436137 4.599811 -1.665899
C -1.951885 2.862835 -0.257694
H -2.203051 2.046434 0.403736
C -3.087944 0.784446 2.564037
H -3.392112 1.565956 3.236849
C -2.747767 -0.112435 1.811500
H -2.441887 -0.898600 1.140855 / C -1.391890 1.858432 -0.646843
C -0.772087 2.856924 0.122775
C 0.623572 2.858024 0.309382
C 1.399252 1.847487 -0.285731
C 0.792850 0.841826 -1.057190
C -0.605203 0.849531 -1.236857
H -2.476011 1.843590 -0.787852
H -1.387900 3.635472 0.584667
H 1.099317 3.635572 0.914335
H 2.483398 1.823730 -0.141831
H 1.397150 0.047092 -1.504974
O -1.262613 -0.109593 -1.975909
H -0.658008 -0.856249 -2.138017
C 0.484808 -3.115174 -1.877711
H 0.624570 -3.592717 -2.831185
C 0.339465 -2.606841 -0.778490
H 0.204140 -2.132831 0.182252
C -0.095989 -0.250938 2.059128
H -0.409742 0.607195 1.487675
C 0.262209 -1.228755 2.693493
H 0.567114 -2.083465 3.270145
C 4.543936 -0.742095 0.378217
H 5.521912 -0.822613 -0.060981
C 3.438060 -0.657823 0.883746
H 2.456489 -0.576993 1.322845
C -4.190350 -1.224031 1.337233
H -4.843907 -1.402406 2.171749
C -3.443508 -1.021187 0.395589
H -2.788369 -0.840904 -0.441992
Ph(Ac)4-III / Ph(Ac)4-IV
C 0.253710 -1.194404 -1.261611
C 0.859239 -2.407363 -0.899139
C 1.367912 -2.597444 0.401482
C 1.262813 -1.554323 1.340420
C 0.656315 -0.336856 0.990797
C 0.153665 -0.156711 -0.314265
H -0.144542 -1.037190 -2.267437
H 0.934898 -3.210433 -1.638933
H 1.843068 -3.543237 0.676446
H 1.653492 -1.686798 2.354185
H 0.570521 0.473483 1.720042
O -0.454075 1.006713 -0.716508
H -0.256033 1.709937 -0.071501
C 0.793276 3.616979 1.244421
H 0.040064 4.245083 1.686203
C 1.671087 2.930002 0.748269
H 2.424444 2.295240 0.303521
C 3.616060 0.143425 -0.772218
H 2.872045 -0.630248 -0.677977
C 4.448610 1.028528 -0.871901
H 5.195268 1.795917 -0.971155
C -3.864681 1.334775 -0.756156
H -2.838767 1.001718 -0.750378
C -5.026866 1.703201 -0.762778
H -6.048955 2.036197 -0.773248
C -3.404519 -1.668651 0.807476
H -4.384118 -1.230462 0.742509
C -2.278704 -2.132731 0.857058
H -1.276297 -2.523470 0.888663 / C 0.119217 -1.562083 -0.135314
C -0.782479 -2.593771 0.168630
C -2.107588 -2.557951 -0.308901
C -2.522102 -1.475769 -1.106685
C -1.629284 -0.436925 -1.421629
C -0.307754 -0.480168 -0.930607
H 1.139996 -1.569806 0.253916
H -0.448079 -3.428513 0.793199
H -2.806100 -3.363498 -0.064096
H -3.548231 -1.434273 -1.486456
H -1.952617 0.410022 -2.034456
O 0.610527 0.506653 -1.200158
H 0.148641 1.293630 -1.539284
C -1.162259 3.510324 -1.677089
H -0.931558 4.067930 -2.567452
C -1.438523 2.908513 -0.652598
H -1.668668 2.349088 0.242261
C -2.096829 0.340542 1.959559
H -2.057602 -0.523218 1.315148
C -2.124447 1.324671 2.679325
H -2.159403 2.181726 3.327810
C 3.954751 -0.066583 -0.911469
H 2.898993 0.154200 -0.916287
C 5.148812 -0.312177 -0.894025
H 6.201155 -0.531882 -0.892975
C 1.544322 0.403478 2.423370
H 0.482148 0.513954 2.566895
C 2.741980 0.275098 2.237077
H 3.790200 0.164221 2.025169
Ph(Ac)6-I / Ph(Ac)6-II
C 1.709935 1.601695 -1.523778
C 2.063196 2.864293 -1.020539
C 2.007055 3.127607 0.362040
C 1.598329 2.108685 1.241892
C 1.244076 0.840851 0.752983
C 1.296671 0.593748 -0.632486
H 1.738247 1.390623 -2.596738
H 2.379054 3.649026 -1.715546
H 2.279416 4.114600 0.747484
H 1.540543 2.299017 2.318174
H 0.911003 0.054402 1.435608
O 0.948805 -0.625876 -1.175503
H 0.652547 -1.225670 -0.461861
C 0.674544 -2.964655 1.070217
H 1.693824 -3.305691 0.987492
C -0.470287 -2.547497 1.142630
H -1.480237 -2.170556 1.198081
C -1.514314 2.468769 -0.409828
H -0.505739 2.845319 -0.378299
C -2.650612 2.028602 -0.444836
H -3.641628 1.613426 -0.468598
C -1.337246 0.111444 3.877983
H -1.141585 -0.379962 4.813944
C -1.554833 0.673220 2.817999
H -1.735981 1.161491 1.872501
C -2.835118 -1.174126 -3.696577
H -3.716526 -1.426168 -4.258264
C -1.825955 -0.886742 -3.075628
H -0.935502 -0.638243 -2.518453
C 3.741546 -2.368127 -0.461390
H 3.085037 -1.679276 -0.968194
C 4.456594 -3.166096 0.120131
H 5.105686 -3.857924 0.626160
C -3.950529 -1.188899 1.168062
H -4.165688 -1.083823 2.216150
C -3.689682 -1.288581 -0.018947
H -3.433128 -1.358721 -1.065193 / C -0.329772 -2.160837 -0.968369
C -1.188311 -2.281646 -2.073812
C -1.468020 -1.170768 -2.892388
C -0.875939 0.069494 -2.595049
C -0.012938 0.205101 -1.495201
C 0.257704 -0.913165 -0.682262
H -0.121283 -3.014614 -0.318810
H -1.646821 -3.251787 -2.290557
H -2.142958 -1.270725 -3.747494
H -1.088640 0.945595 -3.215730
H 0.450332 1.168306 -1.268301
O 1.090372 -0.844429 0.414330
H 1.339734 0.085154 0.575840
C 0.332361 1.490732 3.045874
H 1.245217 1.807670 3.516324
C -0.701449 1.136956 2.506016
H -1.607686 0.808926 2.023217
C -3.154028 -0.020474 0.060316
H -2.502232 -0.739900 -0.407587
C -3.882232 0.797544 0.596202
H -4.537073 1.510160 1.064514
C -0.779481 4.258504 -0.896808
H -0.243525 5.158352 -1.139960
C -1.399374 3.243918 -0.627358
H -1.945366 2.342323 -0.397355
C -2.111465 -3.014911 2.744292
H -2.966970 -3.586356 3.055919
C -1.140624 -2.367498 2.392209
H -0.291021 -1.785017 2.075582
C 4.340560 -1.426020 -0.136270
H 3.272480 -1.531264 -0.023419
C 5.544871 -1.275177 -0.252335
H 6.608574 -1.162663 -0.361453
C 2.126627 2.466052 0.433560
H 1.212068 3.029933 0.518417
C 3.144547 1.803904 0.312880
H 4.023976 1.191088 0.197221
Ph(Ac)6-III / Ph(Ac)6-IV
C 0.168562 0.265105 -1.503045
C 0.259430 -0.554191 -2.638652
C 0.073453 -1.948824 -2.539791
C -0.201939 -2.517775 -1.281896
C -0.296253 -1.709990 -0.136166
C -0.115189 -0.314935 -0.249292
H 0.327238 1.343394 -1.568569
H 0.478680 -0.099057 -3.609311
H 0.143270 -2.580777 -3.429234
H -0.347394 -3.598345 -1.188366
H -0.517336 -2.146975 0.841149
O -0.207294 0.527065 0.824321
H -0.393934 0.012433 1.630262
C 1.067200 -1.182255 3.727338
H 0.556240 -1.125952 4.670901
C 1.680081 -1.248853 2.675866
H 2.213698 -1.296694 1.739378
C 3.209255 -1.474760 -0.703930
H 2.295090 -1.553369 -1.269346
C 4.236841 -1.371662 -0.055947
H 5.148121 -1.289750 0.508835
C -0.860353 3.831468 0.369049
H -0.618422 2.794801 0.542055
C -1.123956 5.006121 0.177031
H -1.368482 6.039186 0.007673
C 2.916057 2.166599 -0.465048
H 3.347147 1.179800 -0.501182
C 2.403047 3.271321 -0.419550
H 1.907703 4.223970 -0.359799
C -2.873305 -0.827980 1.948521
H -3.132095 -0.663148 0.913179
C -2.563343 -1.015897 3.112510
H -2.320684 -1.189406 4.144593
C -3.288993 -0.633394 -1.713243
H -2.288276 -0.926333 -1.983463
C -4.416968 -0.297263 -1.396284
H -5.413978 0.002691 -1.128159 / C -0.327571 -1.413374 -0.934348
C -0.111961 -2.524840 -0.103628
C -0.480506 -2.489933 1.256192
C -1.058340 -1.319936 1.781517
C -1.278875 -0.199999 0.963133
C -0.922230 -0.251460 -0.400864
H -0.045405 -1.432352 -1.989590
H 0.345819 -3.425468 -0.523944
H -0.310567 -3.359157 1.897368
H -1.340402 -1.274114 2.837746
H -1.737088 0.706760 1.365737
O -1.132034 0.794810 -1.259627
H -1.519082 1.542973 -0.769474
C -0.479525 3.890445 0.217987
H -1.075559 4.702673 -0.156413
C 0.227767 2.989807 0.635928
H 0.852361 2.184242 0.990933
C 2.129327 -0.057347 1.487219
H 1.566414 -0.696171 0.827405
C 2.759594 0.678417 2.227326
H 3.319101 1.320950 2.883138
C -4.053357 1.437465 -0.080384
H -4.167793 0.399766 -0.356820
C -3.893303 2.600971 0.247163
H -3.773666 3.624528 0.551402
C -4.909848 -2.116470 -0.903573
H -5.901400 -2.024667 -1.309012
C -3.786415 -2.238273 -0.446271
H -2.791750 -2.334270 -0.043622
C 2.073415 0.836176 -2.114494
H 1.038535 1.133329 -2.074977
C 3.243225 0.494539 -2.149026
H 4.275323 0.189872 -2.136061
C 5.580391 -0.556906 0.131750
H 4.637195 -0.330937 0.604950
C 6.639226 -0.802939 -0.420162
H 7.578152 -1.024489 -0.894545
Ph(Ac)7-I / Ph(Ac)7-II
C -0.981486 -2.036636 -1.255795
C -1.364646 -3.138486 -0.474622
C -1.450827 -3.030654 0.928182
C -1.152348 -1.799848 1.542617
C -0.768907 -0.689220 0.773250
C -0.678627 -0.810940 -0.629276
H -0.910514 -2.111499 -2.344278
H -1.599445 -4.087638 -0.966171
H -1.750707 -3.892004 1.531181
H -1.209093 -1.699004 2.630575
H -0.523293 0.260703 1.254866
O -0.295174 0.229659 -1.435862
H -0.129849 1.024158 -0.890375
C -0.296751 3.059311 0.206401
H -1.320489 3.343705 0.015531
C 0.851768 2.710188 0.427611
H 1.863257 2.386615 0.619817
C 2.117763 -2.471987 0.342138
H 1.125804 -2.884797 0.414461
C 3.233076 -1.987959 0.253940
H 4.205242 -1.536289 0.176021
C 1.495444 0.953566 3.775041
H 1.201745 1.668586 4.522219
C 1.824217 0.141272 2.927439
H 2.103502 -0.571740 2.166869
C 3.690427 0.258623 -3.680583
H 4.612710 0.385206 -4.218326
C 2.636042 0.107294 -3.087124
H 1.703957 -0.016948 -2.556465
C -3.879679 2.796735 -0.428368
H -3.959215 1.721651 -0.360770
C -3.808338 4.011467 -0.508481
H -3.755241 5.082862 -0.582742
C 4.357499 1.592437 1.072769
H 4.467295 1.769488 2.127521
C 4.215362 1.373289 -0.118340
H 4.062590 1.163272 -1.166134
C -5.410351 -0.475420 -0.341035
H -6.378383 -0.046468 -0.527967
C -4.313208 -0.962438 -0.128634
H -3.347067 -1.400713 0.058273 / C -3.043321 1.071275 -0.858810
C -3.476136 0.618026 -2.115528
C -2.998998 -0.597431 -2.643770
C -2.085626 -1.362920 -1.896505
C -1.644044 -0.921639 -0.638943
C -2.121517 0.300084 -0.126198
H -3.398422 2.019491 -0.444862
H -4.187641 1.222565 -2.687377
H -3.338271 -0.943905 -3.624486
H -1.699065 -2.305840 -2.295068
H -0.919614 -1.507388 -0.066749
O -1.720506 0.789803 1.099371
H -1.004722 0.227151 1.456587
C 0.190719 -1.341687 2.644934
H -0.619774 -1.928596 3.045805
C 1.085153 -0.658888 2.172225
H 1.871281 -0.045569 1.757298
C 0.105104 1.329402 -2.388659
H -0.888033 1.039837 -2.688452
C 1.226691 1.649722 -2.033168
H 2.204346 1.924946 -1.677849
C 1.684266 -3.187456 -1.437756
H 1.897076 -4.224323 -1.248945
C 1.445266 -2.011661 -1.654981
H 1.215168 -0.972982 -1.840998
C 0.356002 4.858389 1.257530
H 0.855258 5.802014 1.384858
C -0.224474 3.796136 1.112201
H -0.733827 2.852362 0.988295
C -3.269220 -1.729461 2.753002
H -3.200201 -0.800775 2.210998
C -3.320082 -2.773993 3.379387
H -3.386586 -3.698319 3.924535
C 3.854453 1.349183 0.699880
H 4.578983 0.575528 0.498910
C 3.018407 2.210445 0.918254
H 2.260111 2.957998 1.096636
C 6.105949 -1.601099 -0.052104
H 7.108129 -1.405161 0.284334
C 4.974733 -1.840416 -0.439189
H 3.969907 -2.043522 -0.779250
Ph(Ac)7-III / Ph(Ac)7-IV
C -0.619202 2.540657 0.445282
C -0.388640 3.617462 -0.425869
C -0.047275 3.390028 -1.773164
C 0.054676 2.068388 -2.245417
C -0.175506 0.981905 -1.386150
C -0.507525 1.224463 -0.039546
H -0.873389 2.707390 1.496000
H -0.471974 4.640944 -0.046476
H 0.134913 4.232976 -2.446318
H 0.326651 1.874351 -3.287788
H -0.080032 -0.045283 -1.748770
O -0.729988 0.200752 0.858959
H -0.637271 -0.661105 0.404952
C -1.104375 -2.729423 -0.540879
H -2.175961 -2.751948 -0.674425
C 0.106990 -2.703930 -0.391859
H 1.177239 -2.673745 -0.255637
C 2.798522 1.936286 0.006259
H 2.053595 2.592681 -0.411243
C 3.629264 1.182016 0.482850
H 4.341447 0.493386 0.899703
C 2.388769 -1.609078 -3.342107
H 2.179945 -2.314184 -4.126346
C 2.622614 -0.804383 -2.456480
H 2.816481 -0.093878 -1.667132
C 2.047854 -0.572850 4.403143
H 2.650819 -0.854269 5.247620
C 1.352466 -0.242398 3.457813
H 0.740287 0.039678 2.614746
C -4.728160 -2.064642 -0.605320
H -4.728026 -1.204335 0.047978
C -4.729316 -3.036693 -1.341613
H -4.742246 -3.892979 -1.991823
C 3.794048 -2.617960 0.196566
H 4.178501 -2.923338 -0.759934
C 3.348256 -2.247619 1.269509
H 2.937776 -1.895642 2.203705
C -3.904833 0.727392 1.584442
H -2.846395 0.575923 1.433486
C -5.102865 0.880333 1.751386
H -6.157025 1.027635 1.902962 / C 0.036374 -2.171028 0.299823
C -0.481645 -3.021759 -0.690006
C -0.804192 -2.525755 -1.968875
C -0.610762 -1.159727 -2.245313
C -0.090158 -0.298937 -1.265908
C 0.239971 -0.808384 0.005539
H 0.284701 -2.547626 1.294645
H -0.634442 -4.080317 -0.458468
H -1.210427 -3.193176 -2.733942
H -0.865160 -0.754330 -3.229230
H 0.075937 0.757064 -1.488706
O 0.771398 -0.023163 0.999420
H 0.777899 0.909378 0.711385
C -1.090304 2.846428 2.058897
H -0.403339 3.603994 2.389289
C -1.865834 1.989198 1.672928
H -2.539521 1.218454 1.335785
C -3.366271 -0.800107 -0.132269
H -2.479356 -1.411809 -0.120433
C -4.362876 -0.097815 -0.139918
H -5.250371 0.509076 -0.147139
C -1.851995 3.150929 -2.790736
H -1.495500 3.965804 -3.394927
C -2.269784 2.225822 -2.115568
H -2.634832 1.401241 -1.523571
C -2.299703 -1.886312 3.714502
H -3.047725 -2.531849 4.137866
C -1.450908 -1.152928 3.237717
H -0.709783 -0.502002 2.803992
C 4.135742 0.367024 1.358956
H 3.205512 -0.146778 1.176146
C 5.177911 0.971382 1.547477
H 6.102138 1.489796 1.729224
C 1.026667 3.093042 -0.493785
H 0.030288 3.311284 -0.842339
C 2.149333 2.815425 -0.104510
H 3.129839 2.534325 0.244785
C 2.873412 -1.999255 -1.681930
H 1.864884 -2.291525 -1.919377
C 4.009337 -1.656321 -1.403887
H 5.002179 -1.341226 -1.139149
Table S3: Energies (EB97-D/aVDZ); ZPE-corrected Energies (EZPE/Corrected); the sum of electronic and thermal energies, U;the sum of electronic and thermal enthalpies, H and the sum of electronic and thermal free energies, Gof the best four isomers of Ph(Ac)n (n = 6 and7) optimized at B97-D/aug-cc-pVDZ (aVDZ) level of theory. The thermal parameters (in a.u.) are calculated by using the Gaussian33 package at the default temperature of 298.15 K.
Geometry / Energy / EZPE/Corrected / U / H / GPh(Ac)6-1 / -771.02491 / -770.76236 / -770.73034 / -770.72940 / -770.83397
Ph(Ac)6-2 / -771.02395 / -770.76158 / -770.72938 / -770.72843 / -770.83445
Ph(Ac)6-3 / -771.02371 / -770.76074 / -770.72871 / -770.72777 / -770.83180
Ph(Ac)6-4 / -771.02329 / -770.76036 / -770.72840 / -770.72746 / -770.83076
Ph(Ac)7-1 / -848.31417 / -848.02433 / -847.98808 / -847.98712 / -848.10142
Ph(Ac)7-2 / -848.31291 / -848.02293 / -847.98690 / -847.98596 / -848.09981
Ph(Ac)7-3 / -848.31275 / -848.02286 / -847.98670 / -847.98575 / -848.10033
Ph(Ac)7-4 / -848.31252 / -848.02333 / -847.98761 / -847.98667 / -848.09809
FigureS1:Four lowest energy isomers of Ph(Ac)n(n=1 and 2) clusters, optimized at B97-D/aVDZ level of theory. See text and Table 2 for details.
Ph(Ac)1-I / Ph(Ac)1-II / Ph(Ac)1-IIIPh(Ac)2-I / Ph(Ac)2-II / Ph(Ac)2-III / Ph(Ac)2-IV
Figure S2:Four lowest energy isomers of Ph(Ac)n(n=4 and 6) clusters, optimized at B97-D/aVDZ level of theory. See text and Table 2 for details.
Ph(Ac)4-I / Ph(Ac)4-II / Ph(Ac)4-III / Ph(Ac)4-IVPh(Ac)6-I / Ph(Ac)6-II / Ph(Ac)6-III / Ph(Ac)6-IV
Figure S3: Vibrational IR-Spectra for Ph(Ac)n cluster for n = 1, 2, and 4 optimized at MP2/aug-cc-pVDZ level of theory.
Ph(Ac)1-I /
Ph(Ac)1-II
Ph(Ac)1-III
Ph(Ac)2-I /
Ph(Ac)2-II
Ph(Ac)2-III
Ph(Ac)4-I / Ph(Ac)4-II
Ph(Ac)4-III
Figure S4: Grafted-MTA based vibrational IR-Spectra for Ph(Ac)n cluster for n = 6 and 7 calculatedat MP2/aug-cc-pVDZ level of theory.
Ph(Ac)6-I /
Ph(Ac)6-II
Ph(Ac)6-III
Ph(Ac)7-I /
Ph(Ac)7-II
Figure S5: Vibrational IR-Spectra for Ph(Ac)n cluster for n = 4, 6 and 7 calculated at B97-D/aug-cc-pVDZ level of theory.
Ph(Ac)4-I /
Ph(Ac)4-II
Ph(Ac)4-III /
Ph(Ac)4-IV
Ph(Ac)4-V
Ph(Ac)6-I /
Ph(Ac)6-II
Ph(Ac)6-III /
Ph(Ac)6-IV
Ph(Ac)6-V /
Ph(Ac)6-VI
Ph(Ac)6-VII
Ph(Ac)7-I /
Ph(Ac)7-II
Ph(Ac)7-III /
Ph(Ac)7-IV
Ph(Ac)7-V /
Ph(Ac)7-VI
Ph(Ac)7-VII /
Ph(Ac)7-VIII
Ph(Ac)7-IX
1