@MOLECULE 2b 30 33 0 0 0 Article: Redox Chemistry of Non-innocent Quinones Annulated to 2Fe2S Cores Authors: Gabriel B. Hall, Jinzhu Chen, Charles A. Mebi, Noriko Okumura, Matthew T. Swenson, Stephanie E. Ossowski, Uzma I. Zakai, Gary S. Nichol, Dennis L. Lichtenberger, Dennis H. Evans, and Richard S. Glass SMALL GASTEIGER @ATOM 1 FE 0.4495 -1.3054 -1.2366 Fe 1 LIG1 0.0000 2 FE 0.4237 -1.2910 1.2435 Fe 1 LIG1 0.0000 3 S -0.5883 -2.9535 0.0073 S.3 1 LIG1 0.0000 4 C 0.6532 -4.2157 0.0378 C.2 1 LIG1 0.0000 5 C 1.4155 -6.5363 0.0714 C.2 1 LIG1 0.0000 6 C 3.0903 -4.6889 0.0113 C.2 1 LIG1 0.0000 7 C 2.7174 -6.1291 0.0846 C.2 1 LIG1 0.0000 8 C 1.9608 -3.7961 0.0454 C.2 1 LIG1 0.0000 9 C 0.2848 -5.6189 0.0348 C.2 1 LIG1 0.0000 10 O 4.2784 -4.3025 -0.1105 O.2 1 LIG1 0.0000 11 O -0.9024 -6.0208 0.0235 O.2 1 LIG1 0.0000 12 C -1.1336 -0.5791 -1.5880 C.3 1 LIG1 0.0000 13 C -1.1664 -0.5567 1.5434 C.3 1 LIG1 0.0000 14 C 1.2695 0.2388 1.5687 C.3 1 LIG1 0.0000 15 C 1.3023 0.2205 -1.5580 C.3 1 LIG1 0.0000 16 C 0.7469 -2.1473 -2.7712 C.3 1 LIG1 0.0000 17 S 2.2328 -2.0386 0.0252 S.3 1 LIG1 0.0000 18 C 0.6776 -2.1230 2.7906 C.3 1 LIG1 0.0000 19 O 1.8404 1.2278 -1.7719 O.3 1 LIG1 0.0000 20 O 0.9353 -2.6586 -3.7949 O.3 1 LIG1 0.0000 21 O -2.1586 -0.0840 -1.8213 O.3 1 LIG1 0.0000 22 O 1.8017 1.2488 1.7844 O.3 1 LIG1 0.0000 23 O -2.1980 -0.0600 1.7407 O.3 1 LIG1 0.0000 24 O 0.8335 -2.6352 3.8197 O.3 1 LIG1 0.0000 25 H 1.1813 -7.6136 0.0889 H 1 LIG1 0.0000 26 O 3.6858 -7.0852 0.0449 O.2 1 LIG1 0.0000 27 C 4.8220 -6.8846 0.8906 C.3 1 LIG1 0.0000 28 H 4.5204 -6.9839 1.9591 H 1 LIG1 0.0000 29 H 5.2667 -5.8854 0.7075 H 1 LIG1 0.0000 30 H 5.5358 -7.6925 0.6389 H 1 LIG1 0.0000 @BOND 1 20 16 1 2 16 1 1 3 21 12 1 4 19 15 1 5 12 1 1 6 15 1 1 7 1 3 1 8 1 17 1 9 1 2 1 10 10 6 2 11 3 4 1 12 3 2 1 13 6 8 1 14 6 7 1 15 11 9 2 16 17 8 1 17 17 2 1 18 9 4 1 19 9 5 1 20 4 8 2 21 26 7 1 22 26 27 1 23 5 7 2 24 5 25 1 25 30 27 1 26 29 27 1 27 27 28 1 28 2 13 1 29 2 14 1 30 2 18 1 31 13 23 1 32 14 22 1 33 18 24 1 @MOLECULE 2c 29 32 0 0 0 SMALL GASTEIGER @ATOM 1 FE 0.4402 -1.3049 -1.2402 Fe 1 LIG1 0.0000 2 FE 0.4402 -1.3049 1.2402 Fe 1 LIG1 0.0000 3 S -0.5862 -2.9590 0.0000 S.3 1 LIG1 0.0000 4 C 0.6563 -4.2252 0.0000 C.2 1 LIG1 0.0000 5 C 1.4238 -6.5467 0.0000 C.2 1 LIG1 0.0000 6 C 3.0861 -4.7122 0.0000 C.2 1 LIG1 0.0000 7 C 2.7251 -6.1493 0.0000 C.2 1 LIG1 0.0000 8 C 1.9647 -3.8044 0.0000 C.2 1 LIG1 0.0000 9 C 0.2860 -5.6244 0.0000 C.2 1 LIG1 0.0000 10 O 4.2868 -4.3514 0.0000 O.2 1 LIG1 0.0000 11 O -0.8985 -6.0350 0.0000 O.2 1 LIG1 0.0000 12 C 3.8742 -7.0961 0.0000 C.3 1 LIG1 0.0000 13 C -1.1421 -0.5615 -1.5593 C.3 1 LIG1 0.0000 14 C -1.1421 -0.5615 1.5593 C.3 1 LIG1 0.0000 15 C 1.2995 0.2156 1.5696 C.3 1 LIG1 0.0000 16 C 1.2995 0.2156 -1.5696 C.3 1 LIG1 0.0000 17 C 0.7013 -2.1469 -2.7805 C.3 1 LIG1 0.0000 18 S 2.2369 -2.0492 0.0000 S.3 1 LIG1 0.0000 19 C 0.7013 -2.1469 2.7805 C.3 1 LIG1 0.0000 20 O 1.8406 1.2202 -1.7892 O.3 1 LIG1 0.0000 21 O 0.8588 -2.6641 -3.8069 O.3 1 LIG1 0.0000 22 O -2.1655 -0.0537 -1.7707 O.3 1 LIG1 0.0000 23 O 1.8406 1.2202 1.7892 O.3 1 LIG1 0.0000 24 O -2.1655 -0.0537 1.7707 O.3 1 LIG1 0.0000 25 O 0.8588 -2.6641 3.8069 O.3 1 LIG1 0.0000 26 H 4.5244 -6.9123 -0.8824 H 1 LIG1 0.0000 27 H 4.5244 -6.9123 0.8824 H 1 LIG1 0.0000 28 H 3.5291 -8.1491 0.0000 H 1 LIG1 0.0000 29 H 1.1544 -7.6190 0.0000 H 1 LIG1 0.0000 @BOND 1 21 17 1 2 17 1 1 3 20 16 1 4 22 13 1 5 16 1 1 6 13 1 1 7 1 3 1 8 1 18 1 9 1 2 1 10 26 12 1 11 3 4 1 12 3 2 1 13 4 8 2 14 4 9 1 15 5 7 2 16 5 9 1 17 5 29 1 18 6 7 1 19 6 8 1 20 6 10 2 21 7 12 1 22 8 18 1 23 9 11 2 24 12 28 1 25 12 27 1 26 18 2 1 27 2 14 1 28 2 15 1 29 2 19 1 30 14 24 1 31 15 23 1 32 19 25 1 @MOLECULE 2d 38 41 0 0 0 SMALL GASTEIGER @ATOM 1 FE 0.1104 -0.0812 1.2404 Fe 1 LIG1 0.0000 2 FE 0.1104 -0.0812 -1.2404 Fe 1 LIG1 0.0000 3 S -1.8240 0.0992 0.0000 S.3 1 LIG1 0.0000 4 S 0.2544 -2.0197 0.0000 S.3 1 LIG1 0.0000 5 C 1.8554 -0.1600 -1.5661 C.3 1 LIG1 0.0000 6 C 0.0566 1.6639 -1.5720 C.3 1 LIG1 0.0000 7 C 0.0566 1.6639 1.5720 C.3 1 LIG1 0.0000 8 C 1.8554 -0.1600 1.5661 C.3 1 LIG1 0.0000 9 C -0.5213 -0.7116 2.7749 C.3 1 LIG1 0.0000 10 C -0.5213 -0.7116 -2.7749 C.3 1 LIG1 0.0000 11 O 2.9966 -0.1890 1.7825 O.3 1 LIG1 0.0000 12 O 0.0436 2.8043 1.7938 O.3 1 LIG1 0.0000 13 O -0.9103 -1.1040 3.7946 O.3 1 LIG1 0.0000 14 O 0.0436 2.8043 -1.7938 O.3 1 LIG1 0.0000 15 O 2.9966 -0.1890 -1.7825 O.3 1 LIG1 0.0000 16 O -0.9103 -1.1040 -3.7946 O.3 1 LIG1 0.0000 17 C -1.4349 -2.5605 0.0000 C.2 1 LIG1 0.0000 18 C -2.3986 -1.5831 0.0000 C.2 1 LIG1 0.0000 19 C -3.8165 -1.8481 0.0000 C.2 1 LIG1 0.0000 20 C -4.1878 -3.2890 0.0000 C.2 1 LIG1 0.0000 21 C -3.2084 -4.2382 0.0000 C.2 1 LIG1 0.0000 22 C -1.7694 -3.9643 0.0000 C.2 1 LIG1 0.0000 23 O -0.9235 -4.8898 0.0000 O.2 1 LIG1 0.0000 24 O -4.6695 -0.9246 0.0000 O.2 1 LIG1 0.0000 25 H -3.4521 -5.3144 0.0000 H 1 LIG1 0.0000 26 C -5.6650 -3.6458 0.0000 C.3 1 LIG1 0.0000 27 C -6.3329 -3.0562 -1.2482 C.3 1 LIG1 0.0000 28 H -5.8894 -3.4878 -2.1724 H 1 LIG1 0.0000 29 H -6.1979 -1.9552 -1.2601 H 1 LIG1 0.0000 30 H -7.4204 -3.2964 -1.2350 H 1 LIG1 0.0000 31 C -6.3329 -3.0562 1.2482 C.3 1 LIG1 0.0000 32 H -5.8894 -3.4878 2.1724 H 1 LIG1 0.0000 33 H -7.4204 -3.2964 1.2350 H 1 LIG1 0.0000 34 H -6.1979 -1.9552 1.2601 H 1 LIG1 0.0000 35 C -5.8807 -5.1529 0.0000 C.3 1 LIG1 0.0000 36 H -5.4363 -5.6293 0.9007 H 1 LIG1 0.0000 37 H -5.4363 -5.6293 -0.9007 H 1 LIG1 0.0000 38 H -6.9727 -5.3635 0.0000 H 1 LIG1 0.0000 @BOND 1 16 10 1 2 10 2 1 3 28 27 1 4 14 6 1 5 15 5 1 6 6 2 1 7 5 2 1 8 29 27 1 9 27 30 1 10 27 26 1 11 2 3 1 12 2 4 1 13 2 1 1 14 37 35 1 15 20 19 1 16 20 21 2 17 20 26 1 18 3 18 1 19 3 1 1 20 4 17 1 21 4 1 1 22 35 38 1 23 35 26 1 24 35 36 1 25 17 18 2 26 17 22 1 27 18 19 1 28 19 24 2 29 21 22 1 30 21 25 1 31 22 23 2 32 26 31 1 33 33 31 1 34 1 8 1 35 1 7 1 36 1 9 1 37 31 34 1 38 31 32 1 39 8 11 1 40 7 12 1 41 9 13 1 @MOLECULE 2e 26 29 0 0 0 SMALL GASTEIGER @ATOM 1 FE -0.0018 0.7707 1.2395 Fe 1 LIG1 0.0000 2 FE -0.0018 0.7707 -1.2395 Fe 1 LIG1 0.0000 3 S 1.4842 -0.4827 0.0000 S.3 1 LIG1 0.0000 4 S -1.4820 -0.4875 0.0000 S.3 1 LIG1 0.0000 5 C -0.0126 -0.1066 -2.7837 C.3 1 LIG1 0.0000 6 O -0.0199 -0.6424 -3.8118 O.3 1 LIG1 0.0000 7 C -1.2806 1.9625 -1.5608 C.3 1 LIG1 0.0000 8 C 1.2799 1.9568 -1.5687 C.3 1 LIG1 0.0000 9 C 1.2799 1.9568 1.5687 C.3 1 LIG1 0.0000 10 C -1.2806 1.9625 1.5608 C.3 1 LIG1 0.0000 11 C -0.0126 -0.1066 2.7837 C.3 1 LIG1 0.0000 12 O 2.1041 2.7457 -1.7864 O.3 1 LIG1 0.0000 13 O -2.1013 2.7560 -1.7736 O.3 1 LIG1 0.0000 14 O -2.1013 2.7560 1.7736 O.3 1 LIG1 0.0000 15 O -0.0199 -0.6424 3.8118 O.3 1 LIG1 0.0000 16 O 2.1041 2.7457 1.7864 O.3 1 LIG1 0.0000 17 C 0.6918 -2.0714 0.0000 C.2 1 LIG1 0.0000 18 C -0.6815 -2.0760 0.0000 C.2 1 LIG1 0.0000 19 C -1.4862 -3.2766 0.0000 C.2 1 LIG1 0.0000 20 C 1.4818 -3.2825 0.0000 C.2 1 LIG1 0.0000 21 C 0.6923 -4.5167 0.0000 C.2 1 LIG1 0.0000 22 C -0.6642 -4.5097 0.0000 C.2 1 LIG1 0.0000 23 O 2.7341 -3.3048 0.0000 O.2 1 LIG1 0.0000 24 O -2.7321 -3.2951 0.0000 O.2 1 LIG1 0.0000 25 CL -1.5650 -6.0036 0.0000 Cl 1 LIG1 0.0000 26 H 1.2629 -5.4592 0.0000 H 1 LIG1 0.0000 @BOND 1 6 5 1 2 5 2 1 3 12 8 1 4 13 7 1 5 8 2 1 6 7 2 1 7 2 3 1 8 2 4 1 9 2 1 1 10 3 17 1 11 3 1 1 12 4 18 1 13 4 1 1 14 17 18 2 15 17 20 1 16 18 19 1 17 19 22 1 18 19 24 2 19 20 21 1 20 20 23 2 21 21 22 2 22 21 26 1 23 22 25 1 24 1 10 1 25 1 9 1 26 1 11 1 27 10 14 1 28 9 16 1 29 11 15 1 @MOLECULE 3a 32 36 0 0 0 SMALL GASTEIGER @ATOM 1 FE 0.0000 -1.2405 0.7760 Fe 1 LIG1 0.0000 2 FE 0.0000 1.2405 0.7760 Fe 1 LIG1 0.0000 3 S 1.4836 0.0000 -0.4806 S.3 1 LIG1 0.0000 4 S -1.4836 0.0000 -0.4806 S.3 1 LIG1 0.0000 5 C 0.0000 2.7791 -0.1091 C.3 1 LIG1 0.0000 6 O 0.0000 3.8012 -0.6572 O.3 1 LIG1 0.0000 7 C -1.2826 1.5679 1.9627 C.3 1 LIG1 0.0000 8 C 1.2826 1.5679 1.9627 C.3 1 LIG1 0.0000 9 C 1.2826 -1.5679 1.9627 C.3 1 LIG1 0.0000 10 C -1.2826 -1.5679 1.9627 C.3 1 LIG1 0.0000 11 C 0.0000 -2.7791 -0.1091 C.3 1 LIG1 0.0000 12 O 2.1025 1.7854 2.7567 O.3 1 LIG1 0.0000 13 O -2.1025 1.7854 2.7567 O.3 1 LIG1 0.0000 14 O -2.1025 -1.7854 2.7567 O.3 1 LIG1 0.0000 15 O 0.0000 -3.8012 -0.6572 O.3 1 LIG1 0.0000 16 O 2.1025 -1.7854 2.7567 O.3 1 LIG1 0.0000 17 C 0.6911 0.0000 -2.0658 C.2 1 LIG1 0.0000 18 C -0.6911 0.0000 -2.0658 C.2 1 LIG1 0.0000 19 C -1.4909 0.0000 -3.2624 C.2 1 LIG1 0.0000 20 C 1.4909 0.0000 -3.2624 C.2 1 LIG1 0.0000 21 C 0.7053 0.0000 -4.5243 C.ar 1 LIG1 0.0000 22 C -0.7053 0.0000 -4.5243 C.ar 1 LIG1 0.0000 23 O 2.7404 0.0000 -3.2698 O.2 1 LIG1 0.0000 24 O -2.7404 0.0000 -3.2698 O.2 1 LIG1 0.0000 25 C 1.3954 0.0000 -5.7396 C.ar 1 LIG1 0.0000 26 H 2.4973 0.0000 -5.6849 H 1 LIG1 0.0000 27 C 0.7006 0.0000 -6.9426 C.ar 1 LIG1 0.0000 28 H 1.2512 0.0000 -7.8984 H 1 LIG1 0.0000 29 C -0.7006 0.0000 -6.9426 C.ar 1 LIG1 0.0000 30 H -1.2512 0.0000 -7.8984 H 1 LIG1 0.0000 31 C -1.3954 0.0000 -5.7396 C.ar 1 LIG1 0.0000 32 H -2.4973 0.0000 -5.6849 H 1 LIG1 0.0000 @BOND 1 28 27 1 2 30 29 1 3 27 29 ar 4 27 25 ar 5 29 31 ar 6 25 26 1 7 25 21 ar 8 31 32 1 9 31 22 ar 10 21 22 ar 11 21 20 1 12 22 19 1 13 23 20 2 14 24 19 2 15 19 18 1 16 20 17 1 17 17 18 2 18 17 3 1 19 18 4 1 20 6 5 1 21 15 11 1 22 3 1 1 23 3 2 1 24 4 1 1 25 4 2 1 26 5 2 1 27 11 1 1 28 1 2 1 29 1 9 1 30 1 10 1 31 2 7 1 32 2 8 1 33 7 13 1 34 8 12 1 35 9 16 1 36 10 14 1 @MOLECULE 3b 96 106 0 0 0 SMALL GASTEIGER @ATOM 1 FE -1.2156 0.3204 -8.3282 Fe 1 LIG1 0.0000 2 P -3.0844 0.8813 -9.3707 P.3 1 LIG1 0.0000 3 S -0.3874 -1.4246 -9.5683 S.3 1 LIG1 0.0000 4 O -1.0505 -2.5379 -12.3667 O.2 1 LIG1 0.0000 5 O -1.1431 2.4910 -6.3708 O.3 1 LIG1 0.0000 6 O -2.2828 -1.5040 -6.3093 O.3 1 LIG1 0.0000 7 C -4.1726 -0.3872 -10.1588 C.ar 1 LIG1 0.0000 8 C -5.5615 -0.2050 -10.2213 C.ar 1 LIG1 0.0000 9 H -6.0210 0.6814 -9.7512 H 1 LIG1 0.0000 10 C -6.3674 -1.1399 -10.8693 C.ar 1 LIG1 0.0000 11 H -7.4593 -0.9869 -10.9001 H 1 LIG1 0.0000 12 C -5.7962 -2.2609 -11.4742 C.ar 1 LIG1 0.0000 13 H -6.4360 -2.9981 -11.9891 H 1 LIG1 0.0000 14 C -4.4150 -2.4441 -11.4204 C.ar 1 LIG1 0.0000 15 H -3.9315 -3.3112 -11.9000 H 1 LIG1 0.0000 16 C -3.6092 -1.5199 -10.7566 C.ar 1 LIG1 0.0000 17 H -2.5222 -1.7076 -10.7261 H 1 LIG1 0.0000 18 C -4.3133 1.7503 -8.3027 C.ar 1 LIG1 0.0000 19 C -4.5631 1.2519 -7.0180 C.ar 1 LIG1 0.0000 20 H -3.9994 0.3758 -6.6536 H 1 LIG1 0.0000 21 C -5.5148 1.8561 -6.1990 C.ar 1 LIG1 0.0000 22 H -5.6989 1.4538 -5.1891 H 1 LIG1 0.0000 23 C -6.2223 2.9723 -6.6495 C.ar 1 LIG1 0.0000 24 H -6.9676 3.4570 -5.9963 H 1 LIG1 0.0000 25 C -5.9753 3.4761 -7.9260 C.ar 1 LIG1 0.0000 26 H -6.5258 4.3595 -8.2902 H 1 LIG1 0.0000 27 C -5.0280 2.8667 -8.7497 C.ar 1 LIG1 0.0000 28 H -4.8322 3.2632 -9.7612 H 1 LIG1 0.0000 29 C -2.8519 2.0878 -10.7359 C.ar 1 LIG1 0.0000 30 C -2.1901 3.2899 -10.4423 C.ar 1 LIG1 0.0000 31 H -1.8769 3.5000 -9.4040 H 1 LIG1 0.0000 32 C -1.9034 4.1979 -11.4560 C.ar 1 LIG1 0.0000 33 H -1.3635 5.1286 -11.2182 H 1 LIG1 0.0000 34 C -2.2553 3.9068 -12.7764 C.ar 1 LIG1 0.0000 35 H -1.9928 4.6096 -13.5846 H 1 LIG1 0.0000 36 C -2.9064 2.7120 -13.0741 C.ar 1 LIG1 0.0000 37 H -3.1646 2.4634 -14.1167 H 1 LIG1 0.0000 38 C -3.2101 1.8042 -12.0564 C.ar 1 LIG1 0.0000 39 H -3.7138 0.8514 -12.2961 H 1 LIG1 0.0000 40 C -0.2175 -0.6571 -11.1696 C.2 1 LIG1 0.0000 41 C -0.5401 -1.3883 -12.3626 C.2 1 LIG1 0.0000 42 C -0.2593 -0.6577 -13.6203 C.ar 1 LIG1 0.0000 43 C -0.5129 -1.2970 -14.8386 C.ar 1 LIG1 0.0000 44 H -0.9192 -2.3216 -14.7835 H 1 LIG1 0.0000 45 C -0.2578 -0.6523 -16.0420 C.ar 1 LIG1 0.0000 46 H -0.4604 -1.1645 -16.9980 H 1 LIG1 0.0000 47 C -1.1933 1.6379 -7.1663 C.3 1 LIG1 0.0000 48 C -1.8738 -0.7905 -7.1412 C.3 1 LIG1 0.0000 49 S 0.3874 1.4246 -9.5683 S.3 1 LIG1 0.0000 50 O 1.0505 2.5379 -12.3667 O.2 1 LIG1 0.0000 51 C 0.2175 0.6571 -11.1696 C.2 1 LIG1 0.0000 52 C 0.5401 1.3883 -12.3626 C.2 1 LIG1 0.0000 53 C 0.2593 0.6577 -13.6203 C.ar 1 LIG1 0.0000 54 C 0.5129 1.2970 -14.8386 C.ar 1 LIG1 0.0000 55 H 0.9192 2.3216 -14.7835 H 1 LIG1 0.0000 56 C 0.2578 0.6523 -16.0420 C.ar 1 LIG1 0.0000 57 H 0.4604 1.1645 -16.9980 H 1 LIG1 0.0000 58 FE 1.2156 -0.3204 -8.3282 Fe 1 LIG1 0.0000 59 P 3.0844 -0.8813 -9.3707 P.3 1 LIG1 0.0000 60 O 1.1431 -2.4910 -6.3708 O.3 1 LIG1 0.0000 61 O 2.2828 1.5040 -6.3093 O.3 1 LIG1 0.0000 62 C 4.1726 0.3872 -10.1588 C.ar 1 LIG1 0.0000 63 C 5.5615 0.2050 -10.2213 C.ar 1 LIG1 0.0000 64 H 6.0210 -0.6814 -9.7512 H 1 LIG1 0.0000 65 C 6.3674 1.1399 -10.8693 C.ar 1 LIG1 0.0000 66 H 7.4593 0.9869 -10.9001 H 1 LIG1 0.0000 67 C 5.7962 2.2609 -11.4742 C.ar 1 LIG1 0.0000 68 H 6.4360 2.9981 -11.9891 H 1 LIG1 0.0000 69 C 4.4150 2.4441 -11.4204 C.ar 1 LIG1 0.0000 70 H 3.9315 3.3112 -11.9000 H 1 LIG1 0.0000 71 C 3.6092 1.5199 -10.7566 C.ar 1 LIG1 0.0000 72 H 2.5222 1.7076 -10.7261 H 1 LIG1 0.0000 73 C 4.3133 -1.7503 -8.3027 C.ar 1 LIG1 0.0000 74 C 4.5631 -1.2519 -7.0180 C.ar 1 LIG1 0.0000 75 H 3.9994 -0.3758 -6.6536 H 1 LIG1 0.0000 76 C 5.5148 -1.8561 -6.1990 C.ar 1 LIG1 0.0000 77 H 5.6989 -1.4538 -5.1891 H 1 LIG1 0.0000 78 C 6.2223 -2.9723 -6.6495 C.ar 1 LIG1 0.0000 79 H 6.9676 -3.4570 -5.9963 H 1 LIG1 0.0000 80 C 5.9753 -3.4761 -7.9260 C.ar 1 LIG1 0.0000 81 H 6.5258 -4.3595 -8.2902 H 1 LIG1 0.0000 82 C 5.0280 -2.8667 -8.7497 C.ar 1 LIG1 0.0000 83 H 4.8322 -3.2632 -9.7612 H 1 LIG1 0.0000 84 C 2.8519 -2.0878 -10.7359 C.ar 1 LIG1 0.0000 85 C 2.1901 -3.2899 -10.4423 C.ar 1 LIG1 0.0000 86 H 1.8769 -3.5000 -9.4040 H 1 LIG1 0.0000 87 C 1.9034 -4.1979 -11.4560 C.ar 1 LIG1 0.0000 88 H 1.3635 -5.1286 -11.2182 H 1 LIG1 0.0000 89 C 2.2553 -3.9068 -12.7764 C.ar 1 LIG1 0.0000 90 H 1.9928 -4.6096 -13.5846 H 1 LIG1 0.0000 91 C 2.9064 -2.7120 -13.0741 C.ar 1 LIG1 0.0000 92 H 3.1646 -2.4634 -14.1167 H 1 LIG1 0.0000 93 C 3.2101 -1.8042 -12.0564 C.ar 1 LIG1 0.0000 94 H 3.7138 -0.8514 -12.2961 H 1 LIG1 0.0000 95 C 1.1933 -1.6379 -7.1663 C.3 1 LIG1 0.0000 96 C 1.8738 0.7905 -7.1412 C.3 1 LIG1 0.0000 @BOND 1 57 56 1 2 46 45 1 3 56 45 ar 4 56 54 ar 5 45 43 ar 6 54 55 1 7 54 53 ar 8 43 44 1 9 43 42 ar 10 92 91 1 11 37 36 1 12 53 42 ar 13 53 52 1 14 42 41 1 15 35 34 1 16 90 89 1 17 36 34 ar 18 36 38 ar 19 91 89 ar 20 91 93 ar 21 34 32 ar 22 89 87 ar 23 50 52 2 24 4 41 2 25 52 51 1 26 41 40 1 27 94 93 1 28 39 38 1 29 38 29 ar 30 93 84 ar 31 13 12 1 32 68 67 1 33 70 69 1 34 15 14 1 35 67 69 ar 36 67 65 ar 37 12 14 ar 38 12 10 ar 39 87 88 1 40 87 85 ar 41 32 33 1 42 32 30 ar 43 69 71 ar 44 14 16 ar 45 51 40 2 46 51 49 1 47 40 3 1 48 11 10 1 49 66 65 1 50 10 8 ar 51 65 63 ar 52 16 17 1 53 16 7 ar 54 71 72 1 55 71 62 ar 56 29 30 ar 57 29 2 1 58 84 85 ar 59 84 59 1 60 30 31 1 61 85 86 1 62 63 62 ar 63 63 64 1 64 8 7 ar 65 8 9 1 66 7 2 1 67 62 59 1 68 28 27 1 69 83 82 1 70 49 58 1 71 49 1 1 72 3 58 1 73 3 1 1 74 59 58 1 75 59 73 1 76 2 1 1 77 2 18 1 78 27 18 ar 79 27 25 ar 80 82 73 ar 81 82 80 ar 82 58 1 1 83 58 95 1 84 58 96 1 85 1 47 1 86 1 48 1 87 18 19 ar 88 73 74 ar 89 81 80 1 90 26 25 1 91 80 78 ar 92 25 23 ar 93 95 60 1 94 47 5 1 95 48 6 1 96 96 61 1 97 74 75 1 98 74 76 ar 99 19 20 1 100 19 21 ar 101 78 76 ar 102 78 79 1 103 23 21 ar 104 23 24 1 105 76 77 1 106 21 22 1 @MOLECULE q2b 16 16 0 0 0 SMALL GASTEIGER @ATOM 1 C 0.6511 -4.2169 0.0282 C.2 1 LIG1 -0.0111 2 C 1.4174 -6.5355 0.0709 C.2 1 LIG1 0.0306 3 C 3.0843 -4.6995 0.0016 C.2 1 LIG1 0.2205 4 C 2.7272 -6.1164 0.0613 C.2 1 LIG1 0.1701 5 C 1.9590 -3.7964 0.0174 C.2 1 LIG1 -0.0076 6 C 0.2988 -5.6219 0.0465 C.2 1 LIG1 0.1827 7 O 4.2888 -4.2861 -0.0881 O.2 1 LIG1 -0.2840 8 O -0.9092 -6.0196 0.0543 O.2 1 LIG1 -0.2878 9 H 1.1971 -7.6173 0.0930 H 1 LIG1 0.0694 10 O 3.7051 -7.0866 0.0098 O.2 1 LIG1 -0.4912 11 C 4.7843 -6.8956 0.9183 C.3 1 LIG1 0.0790 12 H 4.4430 -7.0770 1.9676 H 1 LIG1 0.0660 13 H 5.1847 -5.8620 0.8148 H 1 LIG1 0.0660 14 H 5.5562 -7.6489 0.6579 H 1 LIG1 0.0660 15 H 2.2235 -2.7234 -0.0136 H 1 LIG1 0.0658 16 H -0.1910 -3.5020 0.0173 H 1 LIG1 0.0657 @BOND 1 7 3 2 2 15 5 1 3 3 5 1 4 3 4 1 5 10 4 1 6 10 11 1 7 16 1 1 8 5 1 2 9 1 6 1 10 6 8 2 11 6 2 1 12 4 2 2 13 2 9 1 14 14 11 1 15 13 11 1 16 11 12 1 @MOLECULE q2c 15 15 0 0 0 SMALL GASTEIGER @ATOM 1 C -0.5626 0.7596 0.0000 C.2 1 LIG1 0.1795 2 C -0.8232 3.2160 0.0000 C.2 1 LIG1 -0.0111 3 C -2.8260 1.7887 0.0000 C.2 1 LIG1 -0.0002 4 C -2.2648 3.1343 0.0000 C.2 1 LIG1 0.1821 5 C -2.0073 0.6825 0.0000 C.2 1 LIG1 -0.0084 6 C -0.0189 2.1012 0.0000 C.2 1 LIG1 -0.0113 7 H -0.3998 4.2375 0.0000 H 1 LIG1 0.0657 8 H -2.4395 -0.3374 0.0000 H 1 LIG1 0.0659 9 H 1.0839 2.1792 0.0000 H 1 LIG1 0.0657 10 O 0.1772 -0.2770 0.0000 O.2 1 LIG1 -0.2879 11 O -3.0152 4.1642 0.0000 O.2 1 LIG1 -0.2876 12 C -4.3160 1.6895 0.0000 C.3 1 LIG1 -0.0360 13 H -4.7436 2.2146 0.8829 H 1 LIG1 0.0279 14 H -4.6483 0.6301 0.0000 H 1 LIG1 0.0279 15 H -4.7436 2.2146 -0.8829 H 1 LIG1 0.0279 @BOND 1 15 12 1 2 1 5 1 3 1 6 1 4 1 10 2 5 2 4 1 6 2 6 2 7 2 7 1 8 3 4 1 9 3 5 2 10 3 12 1 11 4 11 2 12 5 8 1 13 6 9 1 14 12 14 1 15 12 13 1 @MOLECULE q2d 24 24 0 0 0 SMALL GASTEIGER @ATOM 1 C -1.6560 -2.2173 0.0000 C.2 1 LIG1 0.0083 2 C -2.6597 -1.2717 0.0000 C.2 1 LIG1 -0.0076 3 C -4.0740 -1.5804 0.0000 C.2 1 LIG1 0.1795 4 C -4.3977 -2.9879 0.0000 C.2 1 LIG1 -0.0113 5 C -3.4169 -3.9478 0.0000 C.2 1 LIG1 -0.0110 6 C -2.0063 -3.6398 0.0000 C.2 1 LIG1 0.1829 7 O -1.1335 -4.5735 0.0000 O.2 1 LIG1 -0.2876 8 O -4.9651 -0.6717 0.0000 O.2 1 LIG1 -0.2879 9 H -3.6587 -5.0265 0.0000 H 1 LIG1 0.0657 10 H -5.4719 -3.2482 0.0000 H 1 LIG1 0.0657 11 H -2.4259 -0.1918 0.0000 H 1 LIG1 0.0660 12 C -0.1814 -1.8309 0.0000 C.3 1 LIG1 -0.0089 13 C 0.4968 -2.4152 -1.2447 C.3 1 LIG1 -0.0559 14 H 1.5880 -2.1835 -1.2271 H 1 LIG1 0.0238 15 H 0.0576 -1.9783 -2.1691 H 1 LIG1 0.0238 16 H 0.3447 -3.5160 -1.2507 H 1 LIG1 0.0238 17 C 0.0227 -0.3213 0.0000 C.3 1 LIG1 -0.0559 18 H 1.1143 -0.1010 0.0000 H 1 LIG1 0.0238 19 H -0.4287 0.1514 0.8998 H 1 LIG1 0.0238 20 H -0.4287 0.1514 -0.8998 H 1 LIG1 0.0238 21 C 0.4968 -2.4152 1.2447 C.3 1 LIG1 -0.0559 22 H 1.5880 -2.1835 1.2271 H 1 LIG1 0.0238 23 H 0.3447 -3.5160 1.2507 H 1 LIG1 0.0238 24 H 0.0576 -1.9783 2.1691 H 1 LIG1 0.0238 @BOND 1 15 13 1 2 16 13 1 3 13 14 1 4 13 12 1 5 20 17 1 6 1 2 2 7 1 6 1 8 1 12 1 9 2 3 1 10 2 11 1 11 3 4 1 12 3 8 2 13 4 5 2 14 4 10 1 15 5 6 1 16 5 9 1 17 6 7 2 18 12 17 1 19 12 21 1 20 17 18 1 21 17 19 1 22 22 21 1 23 21 23 1 24 21 24 1 @MOLECULE q2e 12 12 0 0 0 SMALL GASTEIGER @ATOM 1 C -0.5663 0.7590 0.0000 C.2 1 LIG1 0.1806 2 C -0.8212 3.2146 0.0000 C.2 1 LIG1 -0.0099 3 C -2.7948 1.8064 0.0000 C.2 1 LIG1 0.0911 4 C -2.2696 3.1641 0.0000 C.2 1 LIG1 0.1974 5 C -2.0131 0.6816 0.0000 C.2 1 LIG1 0.0071 6 C -0.0216 2.1001 0.0000 C.2 1 LIG1 -0.0112 7 H -0.3944 4.2336 0.0000 H 1 LIG1 0.0657 8 H -2.4648 -0.3244 0.0000 H 1 LIG1 0.0671 9 H 1.0804 2.1776 0.0000 H 1 LIG1 0.0657 10 O 0.1651 -0.2790 0.0000 O.2 1 LIG1 -0.2879 11 O -2.9946 4.1989 0.0000 O.2 1 LIG1 -0.2864 12 CL -4.5512 1.6500 0.0000 Cl 1 LIG1 -0.0795 @BOND 1 1 5 1 2 1 6 1 3 1 10 2 4 2 4 1 5 2 6 2 6 2 7 1 7 3 4 1 8 3 5 2 9 3 12 1 10 4 11 2 11 5 8 1 12 6 9 1