A DFT Study of Electronic Structuresand Relative Stabilities of Isomeric N,M-Diazaphenanthrines
Supplementary Data
A DFT Study of Electronic Structuresand Relative Stabilities of Isomeric n,m-Diazaphenanthrines
Rahman Aliveisi1, Avat (Arman) Taherpour2, and Issa Yavari1,*
______
1 Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran Iran
2 Department of Organic Chemistry, Faculty of Chemistry, Razi University, PO Box 67149-67346, Kermanshah, Iran andMedical Biology Research Centre, Kermanshah University of Medical Sciences, Kermanshah, Iran
______
Address correspondene to Issa Yavari, Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran Iran. E-mail:
Table of ContentsPage Number
Supplementary Tables S1 - S272-28
Supplementary Figures S1-S252-26
Supplementary Figures S26 29
Reference S27 29
Table S1: The Cartesian Coordinates for P12 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -1.388028 0.879848 0.000000
2 6 C -0.699906 -0.365736 -0.000001
3 6 C 0.753919 -0.358010 -0.000001
4 6 C 1.454864 0.880509 -0.000001
5 6 C 0.724316 2.114973 -0.000001
6 6 C -0.636691 2.107038 -0.000001
7 6 C -2.801199 0.884074 0.000002
8 6 C -3.509674 -0.303286 0.000002
9 6 C -2.824049 -1.533465 0.000000
10 6 C -1.440510 -1.565659 -0.000002
11 7 N 1.391400 -1.552414 0.000000
12 7 N 2.706121 -1.612710 0.000001
13 6 C 3.423399 -0.466953 0.000002
14 6 C 2.853804 0.792999 0.000001
15 1 H 1.278288 3.050243 -0.000002
16 1 H -1.188263 3.044240 -0.000001
17 1 H -3.324412 1.837308 0.000002
18 1 H -4.596128 -0.288348 0.000004
19 1 H -3.385598 -2.463621 -0.000001
20 1 H -0.898690 -2.504544 -0.000003
21 1 H 4.500942 -0.606269 0.000003
22 1 H 3.469756 1.688874 0.000001
------
Table S2: The Cartesian Coordinates for P13 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -0.632032 2.104887 -0.000002
2 6 C -1.387349 0.880905 -0.000001
3 6 C -0.707282 -0.371164 -0.000001
4 6 C 0.741721 -0.375368 0.000000
5 6 C 1.444510 0.857883 0.000001
6 6 C 0.729545 2.099237 -0.000002
7 6 C -2.801199 0.887215 0.000000
8 6 C -3.512809 -0.297808 0.000002
9 6 C -2.834492 -1.533163 0.000002
10 6 C -1.452352 -1.569178 0.000000
11 7 N 1.408335 -1.555281 -0.000003
12 6 C 2.729389 -1.496519 -0.000007
13 7 N 3.504347 -0.388033 0.000004
14 6 C 2.851557 0.764514 0.000004
15 1 H -1.178052 3.045132 -0.000004
16 1 H 1.293063 3.029147 -0.000002
17 1 H -3.322772 1.841359 0.000001
18 1 H -4.599367 -0.278004 0.000004
19 1 H -3.401607 -2.459946 0.000003
20 1 H -0.912018 -2.509520 0.000001
21 1 H 3.260672 -2.446418 0.000005
22 1 H 3.456062 1.672805 0.000008
Table S3: The Cartesian Coordinates for P14 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -0.617183 2.096347 0.000000
2 6 C -1.380766 0.878023 -0.000001
3 6 C -0.705427 -0.375887 0.000000
4 6 C 0.744385 -0.386459 0.000000
5 6 C 1.460868 0.845144 0.000000
6 6 C 0.744462 2.086940 0.000000
7 6 C -2.794513 0.892525 -0.000001
8 6 C -3.513418 -0.288021 0.000000
9 6 C -2.840193 -1.525912 0.000001
10 6 C -1.457980 -1.569322 0.000001
11 7 N 1.400916 -1.569972 -0.000001
12 6 C 2.723607 -1.520864 -0.000001
13 6 C 3.431087 -0.300956 0.000001
14 7 N 2.817436 0.871422 0.000001
15 1 H -1.158058 3.039750 -0.000001
16 1 H 1.328610 3.001842 0.000001
17 1 H -3.309922 1.850052 -0.000002
18 1 H -4.599808 -0.262796 0.000000
19 1 H -3.411211 -2.450395 0.000002
20 1 H -0.925233 -2.513959 0.000001
21 1 H 3.257615 -2.469824 -0.000002
22 1 H 4.519961 -0.294160 0.000001
------
Table S4: The Cartesian Coordinates for P15 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 0.566598 2.057302 -0.000002
2 6 C 1.370789 0.864691 0.000000
3 6 C 0.711422 -0.391696 -0.000003
4 6 C -0.736151 -0.384714 -0.000002
5 6 C -1.399881 0.872639 -0.000001
6 7 N -0.735878 2.084659 -0.000002
7 6 C 2.782474 0.913128 0.000002
8 6 C 3.516806 -0.257309 0.000004
9 6 C 2.858189 -1.505388 0.000001
10 6 C 1.476977 -1.576129 -0.000004
11 7 N -1.404355 -1.562668 -0.000001
12 6 C -2.728999 -1.524048 0.000002
13 6 C -3.482755 -0.333107 0.000003
14 6 C -2.810412 0.872596 0.000002
15 1 H 1.076425 3.022702 -0.000003
16 1 H 3.280073 1.880142 0.000004
17 1 H 4.602735 -0.220468 0.000008
18 1 H 3.445550 -2.419844 0.000000
19 1 H 0.957257 -2.527932 -0.000007
20 1 H -3.236586 -2.487936 0.000002
21 1 H -4.567895 -0.376662 0.000005
22 1 H -3.326267 1.828266 0.000002
------
Table S5: The Cartesian Coordinates for P16 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 7 N 0.689166 2.084406 0.000000
2 6 C 1.363960 0.875474 0.000000
3 6 C 0.703047 -0.385531 0.000000
4 6 C -0.743094 -0.390190 -0.000001
5 6 C -1.408076 0.862826 -0.000001
6 6 C -0.611739 2.059769 -0.000001
7 6 C 2.776292 0.912390 0.000000
8 6 C 3.507141 -0.260416 0.000001
9 6 C 2.849411 -1.507925 0.000000
10 6 C 1.468243 -1.570510 -0.000001
11 7 N -1.413448 -1.568463 -0.000001
12 6 C -2.737488 -1.522728 0.000000
13 6 C -3.492829 -0.331111 0.000001
14 6 C -2.817311 0.872466 0.000001
15 1 H -1.125225 3.023560 0.000000
16 1 H 3.255752 1.886348 0.000002
17 1 H 4.593323 -0.223682 0.000003
18 1 H 3.433045 -2.424633 0.000002
19 1 H 0.945390 -2.520947 0.000001
20 1 H -3.248821 -2.484833 0.000000
21 1 H -4.577624 -0.374788 0.000003
22 1 H -3.351211 1.820293 0.000002
------
Table S6: The Cartesian Coordinates for P17 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 0.696079 2.086699 -0.000002
2 6 C 1.424026 0.847840 -0.000001
3 6 C 0.713482 -0.383722 -0.000002
4 6 C -0.736311 -0.372545 -0.000003
5 6 C -1.418638 0.877082 0.000000
6 6 C -0.665432 2.099037 -0.000002
7 7 N 2.781310 0.912751 0.000001
8 6 C 3.449927 -0.230209 0.000003
9 6 C 2.841088 -1.502025 0.000002
10 6 C 1.462670 -1.577371 -0.000001
11 7 N -1.389658 -1.559279 -0.000004
12 6 C -2.714015 -1.543909 -0.000001
13 6 C -3.486007 -0.365175 0.000003
14 6 C -2.829842 0.849112 0.000004
15 1 H 1.278474 3.002628 -0.000004
16 1 H -1.209403 3.040792 -0.000003
17 1 H 4.536576 -0.149217 0.000007
18 1 H 3.454712 -2.398097 0.000003
19 1 H 0.935629 -2.525483 -0.000001
20 1 H -3.205860 -2.515925 -0.000004
21 1 H -4.570273 -0.423223 0.000008
22 1 H -3.383578 1.785325 0.000007
------
Table S7: The Cartesian Coordinates for P18 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -0.683183 2.094332 -0.000003
2 6 C -1.407707 0.856626 -0.000001
3 6 C -0.709662 -0.378978 -0.000002
4 6 C 0.741771 -0.371357 -0.000002
5 6 C 1.425373 0.877634 0.000000
6 6 C 0.678555 2.104394 -0.000003
7 6 C -2.822481 0.810064 0.000003
8 7 N -3.534622 -0.304550 0.000003
9 6 C -2.850574 -1.473848 0.000001
10 6 C -1.471190 -1.563641 -0.000001
11 7 N 1.391283 -1.559267 -0.000004
12 6 C 2.715465 -1.547816 -0.000001
13 6 C 3.489568 -0.370049 0.000004
14 6 C 2.837113 0.845904 0.000003
15 1 H -1.244176 3.025711 -0.000004
16 1 H 1.226538 3.043605 -0.000004
17 1 H -3.383167 1.745874 0.000005
18 1 H -3.460859 -2.374699 0.000002
19 1 H -0.965737 -2.522587 -0.000001
20 1 H 3.205118 -2.520786 -0.000001
21 1 H 4.573746 -0.430376 0.000009
22 1 H 3.393614 1.780390 0.000007
------
Table S8: The Cartesian Coordinates for P19 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 0.677633 2.110283 -0.000001
2 6 C 1.415095 0.877753 -0.000001
3 6 C 0.717224 -0.358603 -0.000001
4 6 C -0.732358 -0.364505 -0.000001
5 6 C -1.426385 0.879214 0.000000
6 6 C -0.684011 2.107968 0.000000
7 6 C 2.825919 0.829155 0.000000
8 6 C 3.458417 -0.398566 0.000002
9 7 N 2.805462 -1.584201 0.000002
10 6 C 1.480078 -1.549130 0.000000
11 7 N -1.377388 -1.555402 -0.000002
12 6 C -2.701851 -1.549398 -0.000001
13 6 C -3.483839 -0.377320 0.000002
14 6 C -2.837043 0.842006 0.000002
15 1 H 1.229296 3.046904 -0.000003
16 1 H -1.236884 3.044649 0.000000
17 1 H 3.404431 1.749325 0.000000
18 1 H 4.545191 -0.458771 0.000003
19 1 H 0.959052 -2.502660 0.000001
20 1 H -3.185746 -2.525335 -0.000002
21 1 H -4.567519 -0.444207 0.000004
22 1 H -3.397609 1.774173 0.000004
Table S9: The Cartesian Coordinates for P110 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 1.417003 0.870719 -0.000004
2 6 C 0.729427 -0.378022 0.000001
3 6 C -0.729427 -0.378022 -0.000001
4 6 C -1.417003 0.870719 0.000004
5 6 C -0.680375 2.101533 0.000003
6 6 C 0.680375 2.101533 -0.000003
7 6 C 2.829117 0.841486 -0.000006
8 6 C 3.482276 -0.372698 -0.000001
9 6 C 2.703941 -1.548602 0.000007
10 7 N 1.381064 -1.563687 0.000008
11 7 N -1.381064 -1.563687 -0.000008
12 6 C -2.703941 -1.548602 -0.000007
13 6 C -3.482276 -0.372698 0.000001
14 6 C -2.829117 0.841486 0.000006
15 1 H -1.234518 3.037286 0.000006
16 1 H 1.234518 3.037286 -0.000006
17 1 H 3.382727 1.777808 -0.000011
18 1 H 4.566592 -0.433728 -0.000003
19 1 H 3.193848 -2.522052 0.000015
20 1 H -3.193848 -2.522052 -0.000015
21 1 H -4.566592 -0.433728 0.000003
22 1 H -3.382727 1.777808 0.000011
------
Table S10: The Cartesian Coordinates for P23 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.538884 -0.274819 0.000000
2 6 C 2.871919 -1.515546 0.000003
3 6 C 1.490395 -1.567484 0.000004
4 6 C 0.717931 -0.383308 0.000000
5 6 C 1.395560 0.873363 -0.000002
6 6 C 2.809775 0.897746 -0.000002
7 6 C -0.731226 -0.379087 -0.000001
8 6 C -1.431794 0.845766 0.000002
9 6 C -0.723672 2.088538 0.000000
10 6 C 0.638558 2.093771 -0.000003
11 6 C -1.546831 -1.538287 -0.000006
12 7 N -2.868572 -1.538448 -0.000005
13 7 N -3.536928 -0.358282 0.000003
14 6 C -2.845884 0.765035 0.000005
15 1 H 4.624722 -0.242931 0.000000
16 1 H 3.445949 -2.437776 0.000006
17 1 H 0.998278 -2.534331 0.000009
18 1 H 3.315961 1.859979 -0.000004
19 1 H -1.288252 3.017097 0.000001
20 1 H 1.184642 3.033967 -0.000005
21 1 H -1.104527 -2.531273 -0.000013
22 1 H -3.439968 1.678255 0.000010
------
Table S11: The Cartesian Coordinates for P24 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -3.537162 -0.263230 0.000003
2 6 C -2.877268 -1.506509 -0.000016
3 6 C -1.495245 -1.566764 -0.000020
4 6 C -0.714554 -0.388838 -0.000003
5 6 C -1.385634 0.869870 0.000008
6 6 C -2.798835 0.904109 0.000014
7 6 C 0.737270 -0.394153 0.000000
8 6 C 1.454983 0.832964 -0.000009
9 6 C 0.742140 2.076780 -0.000005
10 6 C -0.618685 2.085438 0.000008
11 6 C 1.539880 -1.554361 0.000025
12 7 N 2.865473 -1.528895 0.000021
13 6 C 3.431012 -0.301342 -0.000014
14 7 N 2.812542 0.865989 -0.000017
15 1 H -4.622831 -0.224296 0.000009
16 1 H -3.456183 -2.425930 -0.000029
17 1 H -1.011471 -2.538085 -0.000039
18 1 H -3.298008 1.870186 0.000025
19 1 H 1.327708 2.990318 -0.000011
20 1 H -1.159911 3.028799 0.000017
21 1 H 1.087926 -2.544671 0.000057
22 1 H 4.519245 -0.279766 -0.000007
------
Table S12: The Cartesian Coordinates for P25 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.539848 -0.233011 -0.000003
2 6 C 2.894797 -1.485874 0.000016
3 6 C 1.513788 -1.574272 0.000017
4 6 C 0.719473 -0.405869 0.000000
5 6 C 1.375358 0.854912 -0.000010
6 6 C 2.785245 0.923844 -0.000014
7 6 C -0.729770 -0.391587 -0.000002
8 6 C -1.395033 0.864310 0.000008
9 7 N -0.731604 2.077900 0.000008
10 6 C 0.569400 2.046514 -0.000007
11 6 C -1.542840 -1.548592 -0.000020
12 7 N -2.867630 -1.539419 -0.000016
13 6 C -3.481617 -0.333345 0.000006
14 6 C -2.804429 0.869869 0.000016
15 1 H 4.624843 -0.181892 -0.000004
16 1 H 3.489709 -2.395257 0.000030
17 1 H 1.044446 -2.552409 0.000038
18 1 H 3.265610 1.899557 -0.000022
19 1 H 1.082132 3.010641 -0.000014
20 1 H -1.083289 -2.535451 -0.000044
21 1 H -4.569405 -0.358081 0.000013
22 1 H -3.324724 1.822129 0.000026
------
Table S13: The Cartesian Coordinates for P26 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.530531 -0.237309 -0.000001
2 6 C 2.885236 -1.489273 0.000002
3 6 C 1.504141 -1.567761 0.000003
4 6 C 0.712120 -0.397982 0.000001
5 6 C 1.369733 0.867295 -0.000001
6 6 C 2.781117 0.922873 -0.000002
7 6 C -0.736559 -0.396787 0.000000
8 6 C -1.403222 0.852835 0.000001
9 6 C -0.608189 2.052566 0.000001
10 7 N 0.691429 2.073885 -0.000001
11 6 C -1.551664 -1.554828 -0.000003
12 7 N -2.875941 -1.536700 -0.000002
13 6 C -3.492383 -0.331723 0.000000
14 6 C -2.811850 0.869719 0.000002
15 1 H 4.615845 -0.187536 -0.000003
16 1 H 3.475678 -2.401438 0.000002
17 1 H 1.029160 -2.543678 0.000006
18 1 H 3.244065 1.904714 -0.000003
19 1 H -1.120758 3.016196 0.000001
20 1 H -1.097598 -2.543623 -0.000006
21 1 H -4.579922 -0.357436 0.000001
22 1 H -3.348955 1.814749 0.000003
------
Table S14: The Cartesian Coordinates for P27 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.473354 -0.204204 -0.000009
2 6 C 2.880463 -1.481343 0.000017
3 6 C 1.502725 -1.575042 0.000024
4 6 C 0.722226 -0.398489 0.000003
5 6 C 1.427782 0.839917 -0.000010
6 7 N 2.782898 0.924725 -0.000019
7 6 C -0.729742 -0.380610 0.000000
8 6 C -1.413468 0.867009 0.000011
9 6 C -0.663877 2.091575 0.000010
10 6 C 0.696122 2.076867 -0.000006
11 6 C -1.528452 -1.548464 -0.000021
12 7 N -2.853280 -1.560430 -0.000019
13 6 C -3.485694 -0.365222 0.000002
14 6 C -2.824437 0.846393 0.000014
15 1 H 4.558245 -0.106129 -0.000020
16 1 H 3.502088 -2.371683 0.000035
17 1 H 1.029989 -2.551792 0.000050
18 1 H -1.208635 3.032316 0.000019
19 1 H 1.280719 2.991476 -0.000013
20 1 H -1.057697 -2.529653 -0.000047
21 1 H -4.573068 -0.404904 0.000007
22 1 H -3.380974 1.779981 0.000024
------
Table S15: The Cartesian Coordinates for P28 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 1.411541 0.848002 -0.000005
2 6 C 0.716891 -0.392954 0.000000
3 6 C -0.735133 -0.378149 -0.000001
4 6 C -1.420264 0.869165 0.000004
5 6 C -0.675928 2.097524 0.000003
6 6 C 0.684578 2.084245 -0.000004
7 6 C -1.528369 -1.548951 -0.000010
8 7 N -2.853224 -1.565099 -0.000007
9 6 C -3.487794 -0.370994 0.000003
10 6 C -2.831221 0.843469 0.000007
11 6 C 2.825723 0.822741 -0.000005
12 7 N 3.557564 -0.279079 0.000000
13 6 C 2.887116 -1.453712 0.000007
14 6 C 1.508432 -1.561537 0.000008
15 1 H -1.223717 3.036217 0.000006
16 1 H 1.247608 3.014547 -0.000008
17 1 H -1.051831 -2.527132 -0.000021
18 1 H -4.575097 -0.413447 0.000007
19 1 H -3.391881 1.774505 0.000012
20 1 H 3.369978 1.768089 -0.000010
21 1 H 3.504994 -2.349358 0.000013
22 1 H 1.056138 -2.547274 0.000017
------
Table S16: The Cartesian Coordinates for P29 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 1.420245 0.869122 -0.000002
2 6 C 0.726093 -0.372454 -0.000005
3 6 C -0.726093 -0.372454 -0.000005
4 6 C -1.420245 0.869122 -0.000002
5 6 C -0.680013 2.100332 -0.000004
6 6 C 0.680013 2.100332 -0.000004
7 6 C 2.830599 0.841111 0.000005
8 6 C 3.483285 -0.375383 0.000007
9 7 N 2.841714 -1.565061 0.000002
10 6 C 1.516686 -1.546728 -0.000005
11 6 C -1.516686 -1.546728 -0.000005
12 7 N -2.841714 -1.565061 0.000002
13 6 C -3.483285 -0.375383 0.000007
14 6 C -2.830599 0.841111 0.000005
15 1 H -1.233396 3.036067 -0.000007
16 1 H 1.233396 3.036067 -0.000007
17 1 H 3.393182 1.771082 0.000007
18 1 H 4.570288 -0.423195 0.000015
19 1 H 1.040465 -2.524524 -0.000011
20 1 H -1.040465 -2.524524 -0.000011
21 1 H -4.570288 -0.423195 0.000015
22 1 H -3.393182 1.771082 0.000007
------
Table S17: The Cartesian Coordinates for P34 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -3.542677 -0.258043 0.000000
2 6 C -2.891427 -1.505328 -0.000006
3 6 C -1.509252 -1.569389 -0.000006
4 6 C -0.725446 -0.394957 0.000000
5 6 C -1.386497 0.868077 0.000004
6 6 C -2.798839 0.907069 0.000005
7 6 C 0.727966 -0.417084 0.000001
8 6 C 1.449440 0.809990 -0.000004
9 6 C 0.745085 2.060924 -0.000002
10 6 C -0.613320 2.082611 0.000004
11 6 C 1.522991 -1.571788 0.000009
12 6 C 2.898157 -1.419057 0.000006
13 7 N 3.525099 -0.222086 -0.000004
14 7 N 2.806468 0.878385 -0.000007
15 1 H -4.628103 -0.212429 0.000000
16 1 H -3.474857 -2.421666 -0.000012
17 1 H -1.026187 -2.541419 -0.000013
18 1 H -3.294672 1.874643 0.000008
19 1 H 1.342522 2.966691 -0.000005
20 1 H -1.149091 3.028638 0.000008
21 1 H 1.090573 -2.567252 0.000018
22 1 H 3.561763 -2.279438 0.000011
------
Table S18: The Cartesian Coordinates for P35 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.544140 -0.228736 0.000001
2 6 C 2.906606 -1.485354 -0.000006
3 6 C 1.525939 -1.576844 -0.000007
4 6 C 0.729122 -0.411329 0.000000
5 6 C 1.375997 0.853836 0.000005
6 6 C 2.785635 0.926080 0.000006
7 6 C -0.721187 -0.411530 0.000001
8 6 C -1.386804 0.842359 -0.000004
9 7 N -0.735953 2.060194 -0.000003
10 6 C 0.564637 2.043442 0.000003
11 6 C -1.534849 -1.564006 0.000008
12 6 C -2.910395 -1.426033 0.000006
13 7 N -3.554650 -0.235952 -0.000003
14 6 C -2.801977 0.852134 -0.000006
15 1 H 4.628980 -0.172285 0.000002
16 1 H 3.505842 -2.391792 -0.000013
17 1 H 1.056210 -2.555229 -0.000014
18 1 H 3.263688 1.902830 0.000010
19 1 H 1.070733 3.010694 0.000007
20 1 H -1.099409 -2.558346 0.000017
21 1 H -3.548409 -2.307657 0.000012
22 1 H -3.304598 1.817965 -0.000012
------
Table S19: The Cartesian Coordinates for P36 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -3.533993 -0.232832 -0.000002
2 6 C -2.896444 -1.488937 0.000004
3 6 C -1.515947 -1.570889 0.000005
4 6 C -0.720725 -0.403980 0.000001
5 6 C -1.369094 0.866186 -0.000002
6 6 C -2.780432 0.925006 -0.000005
7 6 C 0.727911 -0.417461 0.000001
8 6 C 1.394850 0.832835 0.000004
9 6 C 0.613102 2.036916 0.000002
10 7 N -0.687323 2.071553 -0.000002
11 6 C 1.542901 -1.569546 -0.000004
12 6 C 2.918163 -1.425001 -0.000005
13 7 N 3.563995 -0.234376 0.000000
14 6 C 2.806869 0.850845 0.000004
15 1 H -4.619137 -0.177446 -0.000004
16 1 H -3.491524 -2.397978 0.000009
17 1 H -1.040767 -2.547158 0.000013
18 1 H -3.240786 1.908009 -0.000007
19 1 H 1.134162 2.996080 0.000006
20 1 H 1.111943 -2.565201 -0.000009
21 1 H 3.558853 -2.304649 -0.000009
22 1 H 3.327576 1.809247 0.000007
------
Table S20: The Cartesian Coordinates for P37 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -3.477358 -0.200016 -0.000003
2 6 C -2.891866 -1.480849 0.000007
3 6 C -1.514569 -1.577765 0.000008
4 6 C -0.731263 -0.404470 0.000001
5 6 C -1.428071 0.839689 -0.000004
6 7 N -2.783665 0.926924 -0.000007
7 6 C 0.720866 -0.401243 0.000000
8 6 C 1.404841 0.845338 0.000004
9 6 C 0.667988 2.075369 0.000003
10 6 C -0.692353 2.073839 -0.000003
11 6 C 1.520925 -1.563998 -0.000008
12 6 C 2.898480 -1.447947 -0.000007
13 7 N 3.559598 -0.267864 0.000002
14 6 C 2.819624 0.828503 0.000006
15 1 H -4.561949 -0.097304 -0.000007
16 1 H -3.517868 -2.368018 0.000013
17 1 H -1.041327 -2.554782 0.000017
18 1 H 1.222384 3.010773 0.000006
19 1 H -1.271258 2.991748 -0.000006
20 1 H 1.074782 -2.553143 -0.000016
21 1 H 3.523047 -2.339008 -0.000013
22 1 H 3.357184 1.777615 0.000011
------
Table S21: The Cartesian Coordinates for P38 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 7 N 3.561844 -0.274142 0.000003
2 6 C 2.898738 -1.453078 -0.000013
3 6 C 1.520609 -1.564426 -0.000014
4 6 C 0.726602 -0.398642 -0.000001
5 6 C 1.411596 0.847361 0.000009
6 6 C 2.826931 0.825374 0.000012
7 6 C -0.726602 -0.398642 0.000001
8 6 C -1.411596 0.847361 -0.000009
9 6 C -0.680353 2.081415 -0.000007
10 6 C 0.680353 2.081415 0.000007
11 6 C -1.520609 -1.564426 0.000014
12 6 C -2.898738 -1.453078 0.000013
13 7 N -3.561844 -0.274142 -0.000003
14 6 C -2.826931 0.825374 -0.000012
15 1 H 3.521395 -2.345302 -0.000025
16 1 H 1.067760 -2.550357 -0.000030
17 1 H 3.368645 1.772031 0.000023
18 1 H -1.238008 3.014608 -0.000015
19 1 H 1.238008 3.014608 0.000015
20 1 H -1.067760 -2.550357 0.000030
21 1 H -3.521395 -2.345302 0.000025
22 1 H -3.368645 1.772031 -0.000023
------
Table S22: The Cartesian Coordinates for P45 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 1.372241 0.851198 0.000003
2 6 C 0.720661 -0.409838 0.000001
3 6 C -0.729480 -0.405707 0.000001
4 6 C -1.409759 0.848599 -0.000002
5 7 N -0.742264 2.058104 -0.000001
6 6 C 0.557323 2.036086 0.000003
7 6 C 2.781853 0.924382 0.000003
8 6 C 3.540397 -0.229996 0.000000
9 6 C 2.899408 -1.485162 -0.000005
10 6 C 1.518738 -1.576142 -0.000004
11 6 C -1.524149 -1.571365 0.000006
12 6 C -2.899610 -1.459044 0.000004
13 6 C -3.466609 -0.169720 -0.000003
14 7 N -2.760051 0.948149 -0.000005
15 1 H 1.063626 3.003963 0.000005
16 1 H 3.258321 1.901879 0.000006
17 1 H 4.625190 -0.175198 0.000000
18 1 H 3.496642 -2.392960 -0.000009
19 1 H 1.053072 -2.556388 -0.000009
20 1 H -1.060221 -2.553074 0.000014
21 1 H -3.536451 -2.338519 0.000008
22 1 H -4.550060 -0.053215 -0.000007
------
Table S23: The Cartesian Coordinates for P46 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C -3.531219 -0.226446 0.000005
2 6 C -2.896379 -1.483845 -0.000009
3 6 C -1.516101 -1.570670 -0.000013
4 6 C -0.715392 -0.406818 -0.000003
5 6 C -1.361493 0.863889 0.000005
6 6 C -2.772826 0.927866 0.000011
7 6 C 0.733598 -0.423600 -0.000001
8 6 C 1.409773 0.822962 -0.000007
9 6 C 0.624771 2.030805 -0.000005
10 7 N -0.675090 2.065613 0.000004
11 6 C 1.538702 -1.584537 0.000012
12 6 C 2.912500 -1.452185 0.000011
13 6 C 3.477181 -0.159164 -0.000002
14 7 N 2.759999 0.952367 -0.000010
15 1 H -4.616174 -0.167840 0.000009
16 1 H -3.493755 -2.391531 -0.000020
17 1 H -1.047344 -2.550211 -0.000028
18 1 H -3.228470 1.913147 0.000019
19 1 H 1.167086 2.975987 -0.000008
20 1 H 1.087576 -2.571930 0.000027
21 1 H 3.558483 -2.325303 0.000023
22 1 H 4.559544 -0.037725 -0.000006
------
Table S24: The Cartesian Coordinates for P47 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 3.474672 -0.194012 -0.000001
2 6 C 2.891907 -1.475882 0.000000
3 6 C 1.514858 -1.577255 0.000000
4 6 C 0.726020 -0.407006 0.000000
5 6 C 1.421328 0.837799 0.000000
6 7 N 2.776473 0.929890 0.000000
7 6 C -0.726020 -0.407006 0.000000
8 6 C -1.421328 0.837799 0.000000
9 6 C -0.679984 2.068008 0.000000
10 6 C 0.679984 2.068008 0.000000
11 6 C -1.514858 -1.577255 0.000000
12 6 C -2.891907 -1.475882 0.000000
13 6 C -3.474672 -0.194012 -0.000001
14 7 N -2.776473 0.929890 0.000000
15 1 H 4.558942 -0.088024 0.000000
16 1 H 3.519908 -2.361766 0.000001
17 1 H 1.048145 -2.557548 0.000002
18 1 H -1.255675 2.988196 0.000001
19 1 H 1.255675 2.988196 0.000001
20 1 H -1.048145 -2.557548 0.000002
21 1 H -3.519908 -2.361766 0.000001
22 1 H -4.558942 -0.088024 0.000000
------
Table S25: The Cartesian Coordinates for P56 Isomer of n,m-Diazaphenanthrines
Cartesian Coordinates (Angstroms)
Center Atomic Atomic
Number Number Type X Y Z
------
1 6 C 0.000000 1.345602 0.844602
2 6 C 0.000000 0.720853 -0.428620
3 6 C 0.000000 -0.720853 -0.428620
4 6 C 0.000000 -1.345602 0.844602
5 7 N 0.000000 -0.641340 2.042981
6 7 N 0.000000 0.641340 2.042981
7 6 C 0.000000 2.754266 0.948783
8 6 C 0.000000 3.532293 -0.190736
9 6 C 0.000001 2.916634 -1.460978
10 6 C 0.000001 1.539073 -1.580746
11 6 C -0.000001 -1.539073 -1.580746
12 6 C -0.000001 -2.916634 -1.460978
13 6 C 0.000000 -3.532293 -0.190736
14 6 C 0.000000 -2.754266 0.948783
15 1 H -0.000001 3.185530 1.944904
16 1 H 0.000001 4.615874 -0.115847
17 1 H 0.000002 3.532997 -2.355886
18 1 H 0.000002 1.087435 -2.567869
19 1 H -0.000002 -1.087435 -2.567869
20 1 H -0.000002 -3.532997 -2.355886
21 1 H -0.000001 -4.615874 -0.115847
22 1 H 0.000001 -3.185530 1.944904
------
Table S26: The calculated bond lengths (Å) for the isomeric DAPs (P12-P56), using the DFT(B3LYP/6-31+G(d)) method. Bond designations are shown in Figure S26
Bond length (in Ǻ) / BondP26 / P25 / P24 / P23 / P110 / P19 / P18 / P17 / P16 / P15 / P14 / P13 / P12
1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1-2
1.35 / 1.35 / 1.35 / 1.36 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.35 / 2-3
1.38 / 1.38 / 1.32 / 1.32 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.32 / 1.38 / 3-4
1.41 / 1.41 / 1.36 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.36 / 1.41 / 1.41 / 4-13
1.44 / 1.38 / 1.43 / 1.43 / 1.43 / 1.44 / 1.44 / 1.43 / 1.44 / 1.38 / 1.44 / 1.43 / 1.43 / 13-5
1.30 / 1.30 / 1.36 / 1.36 / 1.36 / 1.36 / 1.36 / 1.36 / 1.30 / 1.30 / 1.36 / 1.36 / 1.36 / 5-6
1.38 / 1.44 / 1.44 / 1.44 / 1.43 / 1.44 / 1.43 / 1.44 / 1.38 / 1.44 / 1.44 / 1.44 / 1.44 / 6-14
1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.36 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 14-7
1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.32 / 1.32 / 1.38 / 1.38 / 1.38 / 1.38 / 7-8
1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.35 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 8-9
1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.32 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 9-10
1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 10-11
1.45 / 1.45 / 1.45 / 1.45 / 1.46 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 11-12
1.42 / 1.42 / 1.42 / 1.41 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 12-13
1.43 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 11-14
1.41 / 1.41 / 1.41 / 1.42 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1-12
Bond length (in Ǻ) / Bond
- / P56 / P47 / P46 / P45 / P38 / P37 / P36 / P35 / P34 / P29 / P28 / P27
- / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.32 / 1.32 / 1-2
- / 1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 1.35 / 2-3
- / 1.38 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.32 / 1.31 / 1.38 / 1.38 / 1.38 / 3-4
- / 1.41 / 1.36 / 1.36 / 1.35 / 1.41 / 1.41 / 1.41 / 1.41 / 1.36 / 1.41 / 1.41 / 1.41 / 4-13
- / 1.39 / 1.44 / 1.44 / 1.38 / 1.43 / 1.43 / 1.44 / 1.38 / 1.44 / 1.44 / 1.44 / 1.44 / 13-5
- / 1.28 / 1.36 / 1.30 / 1.30 / 1.36 / 1.36 / 1.30 / 1.30 / 1.36 / 1.36 / 1.36 / 1.36 / 5-6
- / 1.39 / 1.44 / 1.38 / 1.44 / 1.43 / 1.44 / 1.38 / 1.44 / 1.44 / 1.44 / 1.43 / 1.44 / 6-14
- / 1.41 / 1.36 / 1.41 / 1.41 / 1.41 / 1.36 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.36 / 14-7
- / 1.38 / 1.32 / 1.38 / 1.38 / 1.32 / 1.32 / 1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.32 / 7-8
- / 1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.41 / 1.41 / 1.41 / 1.41 / 1.35 / 1.35 / 1.41 / 8-9
- / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.38 / 1.32 / 1.38 / 1.38 / 9-10
- / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 10-11
- / 1.44 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 1.45 / 11-12
- / 1.42 / 1.43 / 1.42 / 1.43 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 12-13
- / 1.42 / 1.43 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 1.42 / 11-14
- / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.41 / 1.40 / 1.41 / 1.41 / 1.41 / 1-12
Table S27: Selected bond angles (○) for the isomeric DAPs (P12-P56), using the DFT(B3LYP/6-31+G(d)) method. Angle designations are shown in FigureS26
Angle Bond Angle (○)P26 / P25 / P24 / P23 / P110 / P19 / P18 / P17 / P16 / P15 / P14 / P13 / P12
117.9 / 117.4 / 115.8 / 119.5 / 124.1 / 124.0 / 123.8 / 123.9 / 124.3 / 124.0 / 122.2 / 127.5 / 119.4 / 1-2-3
123.4 / 123.6 / 127.3 / 118.9 / 118.2 / 118.3 / 118.5 / 118.4 / 118.3 / 118.5 / 122.3 / 115.5 / 123.6 / 2-3-4
118.8 / 119.1 / 116.5 / 124.9 / 119.5 / 119.7 / 119.5 / 119.5 / 118.9 / 119.1 / 116.5 / 123.3 / 117.9 / 3-4-13
118.8 / 118.1 / 121.7 / 116.5 / 117.6 / 117.6 / 117.4 / 117.5 / 118.3 / 117.8 / 121.3 / 115.9 / 115.9 / 4-13-12
116.8 / 117.0 / 115.0 / 115.1 / 122.4 / 122.4 / 122.6 / 122.5 / 122.4 / 122.6 / 120.8 / 120.8 / 122.4 / 1-12-13
124.4 / 124.7 / 123.6 / 125.1 / 118.1 / 118.2 / 118.2 / 118.1 / 117.7 / 117.9 / 116.9 / 116.9 / 120.7 / 2-1-12
118.4 / 125.4 / 121.9 / 121.6 / 120.9 / 120.8 / 120.8 / 121.0 / 118.1 / 125.2 / 121.7 / 121.4 / 121.8 / 5-6-14
123.2 / 118.4 / 119.7 / 119.8 / 120.3 / 119.7 / 120.2 / 119.6 / 123.2 / 118.3 / 119.6 / 119.8 / 119.6 / 6-14-11
117.4 / 116.9 / 118.3 / 118.2 / 118.8 / 119.7 / 119.1 / 119.5 / 117.8 / 117.4 / 118.7 / 118.7 / 118.6 / 12-11-14
118.1 / 118.4 / 120.1 / 119.9 / 118.8 / 118.9 / 119.0 / 119.1 / 117.8 / 118.1 / 119.8 / 119.5 / 119.8 / 11-12-13
118.4 / 123.4 / 119.9 / 120.6 / 120.3 / 119.7 / 120.0 / 119.7 / 118.4 / 123.4 / 119.8 / 120.4 / 119.9 / 5-13-12
120.6 / 120.3 / 120.9 / 120.9 / 119.5 / 119.2 / 124.5 / 117.6 / 120.4 / 120.1 / 120.7 / 120.7 / 120.6 / 8-7-14
119.9 / 119.6 / 119.7 / 119.9 / 118.2 / 123.9 / 117.1 / 124.1 / 120.3 / 120.1 / 120.1 / 120.2 / 120.0 / 7-8-9
120.5 / 120.9 / 120.4 / 120.4 / 124.1 / 117.3 / 124.0 / 118.7 / 120.4 / 120.7 / 120.3 / 120.3 / 120.5 / 8-9-10
120.8 / 120.5 / 121.0 / 121.0 / 118.1 / 124.2 / 119.0 / 119.0 / 120.2 / 119.9 / 120.4 / 120.4 / 120.3 / 9-10-11
118.4 / 118.3 / 118.4 / 118.5 / 122.4 / 117.9 / 118.8 / 117.9 / 119.5 / 119.4 / 119.5 / 119.6 / 119.4 / 10-11-14
119.7 / 120.3 / 119.4 / 119.3 / 117.6 / 117.5 / 117.6 / 122.7 / 119.2 / 119.7 / 118.9 / 118.8 / 119.1 / 11-14-7
122.8 / 118.4 / 118.4 / 122.9 / 122.1 / 122.6 / 122.6 / 122.8 / 123.7 / 118.7 / 118.9 / 123.7 / 124.2 / 4-13-5
117.1 / 121.3 / 120.9 / 122.8 / 122.1 / 122.7 / 122.8 / 117.7 / 117.7 / 122.0 / 121.5 / 121.4 / 121.3 / 6-14-7
Bond Angle (○) / Angle
- / P56 / P47 / P46 / P45 / P38 / P37 / P36 / P35 / P34 / P29 / P28 / P27
120.8 / 118.7 / 119.1 / 118.4 / 124.0 / 124.1 / 124.7 / 124.2 / 124.0 / 117.5 / 117.3 / 117.4 / 1-2-3
- / 119.8 / 123.7 / 123.6 / 124.0 / 116.9 / 116.7 / 116.6 / 116.9 / 119.2 / 123.4 / 123.6 / 123.5 / 2-3-4
- / 120.1 / 118.0 / 117.3 / 118.1 / 124.6 / 124.7 / 124.2 / 124.3 / 120.2 / 119.3 / 119.4 / 119.5 / 3-4-13
120.4 / 123.1 / 123.9 / 122.7 / 117.9 / 118.1 / 118.8 / 118.4 / 123.3 / 118.1 / 117.7 / 117.9 / 4-13-12
- / 118.5 / 116.8 / 116.8 / 117.2 / 116.9 / 116.7 / 116.6 / 116.8 / 115.0 / 116.8 / 117.1 / 117.0 / 1-12-13
- / 120.4 / 119.8 / 119.2 / 119.6 / 119.6 / 119.7 / 119.3 / 119.5 / 118.2 / 124.7 / 124.8 / 124.9 / 2-1-12
- / 120.4 / 121.1 / 118.2 / 125.5 / 120.6 / 120.8 / 118.0 / 125.0 / 121.6 / 121.0 / 121.0 / 121.2 / 5-6-14
123.4 / 119.7 / 123.3 / 118.2 / 120.5 / 119.9 / 123.5 / 118.6 / 119.9 / 119.8 / 120.3 / 119.7 / 6-14-11
- / 116.1 / 119.2 / 117.6 / 117.2 / 118.8 / 119.1 / 117.6 / 117.1 / 118.5 / 119.2 / 118.6 / 119.0 / 12-11-14
- / 116.1 / 119.2 / 117.8 / 118.6 / 118.8 / 118.9 / 117.5 / 117.9 / 119.6 / 119.2 / 119.4 / 119.4 / 11-12-13
123.4 / 119.7 / 118.5 / 122.6 / 120.5 / 120.3 / 118.9 / 123.9 / 120.2 / 119.8 / 120.0 / 119.8 / 5-13-12
- / 120.1 / 118.0 / 120.7 / 120.3 / 124.6 / 117.9 / 120.7 / 120.4 / 120.9 / 119.3 / 124.6 / 117.9 / 8-7-14
- / 119.8 / 123.7 / 119.9 / 119.7 / 116.9 / 123.8 / 120.0 / 119.8 / 119.9 / 123.4 / 116.7 / 123.6 / 7-8-9
120.8 / 118.7 / 120.4 / 120.8 / 124.0 / 118.6 / 120.3 / 120.7 / 120.2 / 117.5 / 124.2 / 118.8 / 8-9-10
- / 120.4 / 119.8 / 120.9 / 120.6 / 119.6 / 119.7 / 120.9 / 120.6 / 121.0 / 124.7 / 119.6 / 119.7 / 9-10-11
- / 118.5 / 116.8 / 118.5 / 118.3 / 116.9 / 117.0 / 118.7 / 118.6 / 118.6 / 116.8 / 116.7 / 116.8 / 10-11-14
120.4 / 123.1 / 119.5 / 120.3 / 117.9 / 122.9 / 119.4 / 120.0 / 119.2 / 118.1 / 118.2 / 123.2 / 11-14-7
- / 116.2 / 117.2 / 117.5 / 114.8 / 121.5 / 121.6 / 122.2 / 117.7 / 116.5 / 122.1 / 122.3 / 122.3 / 4-13-5
- / 116.2 / 117.2 / 117.1 / 121.5 / 121.5 / 117.1 / 117.1 / 121.4 / 120.9 / 122.1 / 121.5 / 117.0 / 6-14-7
Figure S26: The digits of the atoms for the selected structural data of isomeric DAPs
Reference S27
22. Frisch, M. J., G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewfki, J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, F. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. G. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, and J. A. Pople. (2004) Gaussian 03, revision D.01. Gaussian, Inc., Wallingford.
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