Version2.4 2021-04-30T01:49:06Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 29-Oct-2018 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1cc(c(cc1Br)Cl)NCc2cc(cc(c2O)Cl)Cl C37392228 RHF 6-31G(d) (6D,7F) c1cc(c(cc1Br)Cl)NCc2cc(cc(c2O)Cl)Cl C01[X(C13H9Br1Cl3N1O1)] 78 C1 330 Brc1ccc(c(c1)Cl)NCc1cc(Cl)cc(c1O)Cl Brc1ccc(c(c1)Cl)NCc1cc(Cl)cc(c1O)Cl Oc1c(Cl)cc(Cl)cc1CNc2ccc(Br)cc2Cl InChIKey=JUKZFPHXHWRATP-UHFFFAOYSA-N InChI=1S/C13H9BrCl3NO/c14-8-1-2-12(10(16)4-8)18-6-7-3-9(15)5-11(17)13(7)19/h1-5,18-19H,6H2 InChI=1/C13H9BrCl3NO/c14-8-1-2-12(10(16)4-8)18-6-7-3-9(15)5-11(17)13(7)19/h1-5,18-19H,6H2 c1cc(c(cc1Br)Cl)NCc2cc(cc(c2O)Cl)Cl C01[X(C13H9Br1Cl3N1O1)] 78 C01 330 Brc1ccc(c(c1)Cl)NCc1cc(Cl)cc(c1O)Cl Br[C]1[CH][CH][C]([C]([CH]1)Cl)NC[C]1[CH][C]([CH][C]([C]1O)Cl)Cl O[C]1[C](Cl)[CH][C](Cl)[CH][C]1CN[C]2[CH][CH][C](Br)[CH][C]2Cl InChIKey=JUKZFPHXHWRATP-UHFFFAOYSA-N InChI=1S/C13H9BrCl3NO/c14-8-1-2-12(10(16)4-8)18-6-7-3-9(15)5-11(17)13(7)19/h1-5,18-19H,6H2 InChI=1/C13H9BrCl3NO/c14-8-1-2-12(10(16)4-8)18-6-7-3-9(15)5-11(17)13(7)19/h1-5,18-19H,6H2 2021.2101475169 -4575.1612673 1-A 13589.8574 94 236 330 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -490.06492 -104.85666 -104.84044 -104.83536 -64.47635 -58.61587 -58.61402 -58.61388 -20.62092 -15.58567 -11.34150 -11.32407 -11.31742 -11.30717 -11.30449 -11.29349 -11.28708 -11.28023 -11.27463 -11.27256 -11.26387 -11.25891 -11.24698 -10.58993 -10.57367 -10.56857 -9.72459 -8.05926 -8.05611 -8.05584 -8.04309 -8.03972 -8.03965 -8.03792 -8.03476 -8.03457 -7.47386 -7.46509 -7.46493 -3.21280 -3.20858 -3.20844 -3.19823 -3.19823 -1.44673 -1.27598 -1.22551 -1.19028 -1.17344 -1.13704 -1.12859 -1.06776 -1.04577 -1.01566 -1.00946 -0.98171 -0.93806 -0.86815 -0.85446 -0.82600 -0.81411 -0.77637 -0.74117 -0.72479 -0.69640 -0.66588 -0.64286 -0.63857 -0.63537 -0.62736 -0.61871 -0.61530 -0.60556 -0.59897 -0.59074 -0.56544 -0.55710 -0.54668 -0.52901 -0.52036 -0.51765 -0.50947 -0.49078 -0.48741 -0.46783 -0.46579 -0.46186 -0.46074 -0.41258 -0.40696 -0.36849 -0.35262 -0.33369 -0.29768 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.10003 0.11907 0.12053 0.13910 0.15780 0.16201 0.21402 0.22040 0.22654 0.24838 0.26004 0.27667 0.29119 0.29556 0.30898 0.31743 0.32167 0.34401 0.35105 0.37634 0.38225 0.39047 0.40477 0.43915 0.44298 0.44752 0.46648 0.47202 0.47681 0.49606 0.52122 0.53404 0.56201 0.57282 0.57716 0.59132 0.60066 0.60099 0.61014 0.61579 0.62669 0.63038 0.63358 0.63665 0.65193 0.65472 0.66172 0.66835 0.68633 0.69310 0.69402 0.69549 0.69931 0.71374 0.73412 0.74509 0.75603 0.76957 0.79234 0.79978 0.80834 0.81068 0.81245 0.81868 0.82224 0.83365 0.84438 0.85440 0.86200 0.87493 0.88154 0.88810 0.90089 0.93461 0.94363 0.96022 0.97063 0.97359 0.98644 0.99805 1.01811 1.02008 1.03367 1.04799 1.05825 1.06445 1.07029 1.07777 1.08479 1.09298 1.10549 1.11312 1.11551 1.12122 1.12545 1.13778 1.14010 1.15278 1.15693 1.16472 1.17321 1.17620 1.18502 1.19166 1.21606 1.21884 1.22944 1.24387 1.25394 1.26497 1.27923 1.28059 1.29617 1.30217 1.31620 1.33739 1.34875 1.38066 1.38693 1.40609 1.41631 1.42780 1.45290 1.46394 1.46935 1.47385 1.49020 1.53148 1.54923 1.56779 1.60506 1.60906 1.62105 1.62953 1.65330 1.68776 1.70108 1.70194 1.71376 1.72187 1.74263 1.74568 1.76211 1.81279 1.82258 1.83718 1.84151 1.85431 1.89693 1.91017 1.99281 2.01015 2.02600 2.04704 2.05553 2.06499 2.09187 2.10839 2.12627 2.16732 2.17563 2.20110 2.21629 2.23764 2.25396 2.27560 2.29670 2.29912 2.31988 2.34583 2.37812 2.38273 2.41278 2.42055 2.43898 2.44454 2.46405 2.47466 2.48738 2.52937 2.55122 2.55382 2.57836 2.60117 2.61450 2.62198 2.63166 2.68700 2.72022 2.75528 2.80562 2.82789 2.83758 2.86722 2.88800 2.92816 2.93139 2.96253 2.98217 3.00178 3.01913 3.05150 3.09059 3.09685 3.11664 3.12583 3.14505 3.16701 3.19281 3.25775 3.31059 3.34398 3.50344 3.55401 3.74955 3.75668 4.40706 4.45701 4.47219 4.49173 4.51065 4.51304 4.55170 4.59886 4.68140 4.68879 4.72420 4.76998 4.78840 4.79270 4.84598 4.92704 5.12129 5.20315 9.27922 74.48597 10.82215 2.2609 -0.7202 -1.6855 2.9106 |XX|YY|ZZ|XY|XZ|YZ| -155.0552 -143.7980 -141.3142 -5.3299 2.4083 0.5492 |XX|YY|ZZ|XY|XZ|YZ| -8.3327 2.9244 5.4082 -5.3299 2.4083 0.5492 |XXX|YYY|ZZZ|XYY|XXY|XXZ|XZZ|YZZ|YYZ|XYZ| -97.7336 -34.2454 -11.4400 -42.8767 -28.2200 18.6536 -65.5899 -5.1921 1.0754 -5.2540 |XXXX|YYYY|ZZZZ|XXXY|XXXZ|YYYX|YYYZ|ZZZX|ZZZY|XXYY|XXZZ|YYZZ|XXYZ|YYXZ|ZZXY| -13585.3761 -1583.3613 -1015.6400 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378.89331 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 15.1878 18.2301 36.9301 71.2332 105.0760 122.5477 149.6298 168.1173 184.1123 187.1593 214.6527 235.3100 274.6610 307.9672 337.7331 357.4099 361.3729 370.9824 406.8975 412.3165 427.2900 446.8918 458.9890 499.3195 532.0451 603.7226 617.4795 622.3063 640.1782 657.5830 717.7677 792.6104 800.8933 805.1830 839.1549 919.0939 923.2021 938.6601 1009.3191 1017.4215 1041.5173 1042.5443 1089.7885 1098.2685 1149.1641 1199.3450 1201.5432 1212.1956 1231.6357 1244.7324 1286.1570 1295.9500 1345.3874 1371.1750 1393.2524 1426.8730 1451.1490 1453.5237 1523.3203 1546.4991 1574.6157 1633.6410 1639.1316 1676.5588 1693.5134 1769.4284 1785.8800 1792.6487 1804.1443 3182.7553 3288.1342 3393.1755 3395.9876 3413.8673 3417.6097 3419.0872 3872.0627 4094.9827 13.3197 13.7743 12.9265 6.9042 13.1037 10.2508 5.2254 10.6217 17.6712 5.4133 8.5951 6.9695 3.9559 4.0510 7.3286 1.7935 1.7727 5.0418 4.7081 10.4817 3.2272 3.4538 5.7607 3.3402 5.0089 4.0576 4.5066 3.7294 3.6786 6.0477 6.6217 7.9131 6.5378 3.7626 7.7776 3.3068 1.9173 5.5117 2.9562 1.6027 1.5365 1.4291 1.4635 1.5751 5.0709 4.1002 3.3016 2.9313 4.5104 2.1715 1.6969 2.4801 1.9206 1.2683 1.6591 2.3586 1.9703 1.3606 1.3940 3.1334 3.8606 2.0905 3.2177 1.1482 1.9871 3.8993 6.4009 5.3769 6.4273 1.0728 1.0924 1.0933 1.0900 1.0948 1.0941 1.0944 1.0773 1.0662 0.0018 0.0027 0.0104 0.0206 0.0852 0.0907 0.0689 0.1769 0.3529 0.1117 0.2333 0.2274 0.1758 0.2264 0.4925 0.1350 0.1364 0.4088 0.4593 1.0499 0.3472 0.4064 0.7150 0.4907 0.8354 0.8713 1.0124 0.8509 0.8883 1.5408 2.0100 2.9290 2.4708 1.4372 3.2268 1.6458 0.9628 2.8612 1.7743 0.9775 0.9820 0.9152 1.0241 1.1194 3.9455 3.4749 2.8083 2.5378 4.0311 1.9822 1.6539 2.4541 2.0483 1.4050 1.8976 2.8292 2.4446 1.6937 1.9059 4.4154 5.6397 3.2871 5.0936 1.9016 3.3577 7.1930 12.0280 10.1806 12.3259 6.4031 6.9585 7.4164 7.4067 7.5178 7.5295 7.5382 9.5167 10.5338 0.1200 0.1746 0.0394 0.7168 0.1883 0.0252 0.4177 0.2564 0.0490 0.2301 0.8420 1.1736 2.7937 31.6113 6.3011 66.5243 65.5590 4.5650 41.1801 5.2154 38.2112 75.1909 12.6555 2.5241 6.1370 6.9429 6.1965 2.3139 5.3033 2.7799 13.5443 76.2273 25.4198 15.1045 46.7071 56.8758 10.9308 9.7426 16.8656 13.7200 2.6397 10.4668 7.0675 15.9736 15.9694 64.7221 27.3876 35.5848 13.6952 9.3697 2.3601 100.4674 4.1887 22.6079 27.3135 111.3478 245.7876 18.4447 9.8311 89.4965 37.4821 91.4273 186.4173 75.8754 357.9163 26.4975 15.8820 114.5376 12.0676 47.6190 11.3436 1.6783 6.8318 10.4044 0.3258 0.4185 40.3110 144.4972 2.4876 7.0563 1.3142 0.9288 2.0229 0.4187 0.9408 0.2178 3.3888 1.8834 2.3307 2.8682 0.5907 1.5682 5.4437 1.4821 1.2289 0.8058 4.4942 9.2802 3.5326 5.6038 4.7199 0.1117 0.8453 2.4770 1.7531 0.1411 0.9901 3.1169 7.4262 4.1527 5.5548 1.7574 0.2262 2.8474 2.2401 35.7455 1.7864 0.8008 0.8970 1.3830 2.8226 4.0229 2.5223 5.2026 2.2532 9.3037 10.0788 9.0120 5.2268 4.7029 2.1568 5.5225 3.3302 16.7597 21.9812 2.0724 2.4053 9.1532 1.0341 3.4014 2.3004 23.7140 4.9754 2.9520 11.6429 157.5428 29.1204 65.1975 39.8909 55.8378 49.9452 98.7872 83.4587 73.7088 54.4328 54.9998 0.7496 0.7499 0.7339 0.7446 0.5834 0.3484 0.6553 0.5237 0.5533 0.7424 0.6782 0.3020 0.6857 0.4036 0.3068 0.7233 0.6786 0.5112 0.7463 0.1971 0.2376 0.1856 0.7496 0.7494 0.7056 0.3720 0.7404 0.7094 0.4101 0.5022 0.2961 0.3596 0.0816 0.2099 0.7006 0.7425 0.5707 0.0708 0.4730 0.7252 0.7494 0.7459 0.2782 0.1930 0.7380 0.1855 0.3084 0.1339 0.6456 0.0978 0.1766 0.5208 0.7016 0.6011 0.2980 0.1508 0.2002 0.5239 0.4895 0.2950 0.1961 0.6511 0.0725 0.5905 0.2947 0.6112 0.5455 0.4541 0.6998 0.1219 0.3051 0.2770 0.7040 0.1476 0.2531 0.2935 0.1590 0.2146 0.8569 0.8571 0.8465 0.8536 0.7369 0.5168 0.7918 0.6874 0.7124 0.8522 0.8083 0.4638 0.8136 0.5751 0.4696 0.8395 0.8085 0.6766 0.8547 0.3293 0.3840 0.3131 0.8569 0.8567 0.8274 0.5423 0.8508 0.8300 0.5817 0.6686 0.4569 0.5290 0.1509 0.3470 0.8239 0.8522 0.7267 0.1322 0.6422 0.8407 0.8568 0.8544 0.4353 0.3236 0.8493 0.3129 0.4714 0.2361 0.7846 0.1781 0.3002 0.6849 0.8247 0.7508 0.4592 0.2621 0.3336 0.6876 0.6573 0.4556 0.3279 0.7887 0.1352 0.7425 0.4552 0.7587 0.7059 0.6245 0.8234 0.2173 0.4676 0.4338 0.8263 0.2572 0.4040 0.4538 0.2744 0.3533 298.150 1.00000 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 6 6 6 6 6 6 35 17 7 6 6 6 6 6 6 6 8 17 17 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 78.91834 34.96885 14.00307 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 15.99491 34.96885 34.96885 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 3775.1406 25052.9231 26169.1187 1.00000 -0.00096 -0.00237 0.00098 0.99997 0.00722 0.00237 -0.00723 0.99997 1 0.02294 0.00346 0.00331 0.47806 0.07204 0.06896 21.85 26.23 53.13 102.49 151.18 176.32 215.28 241.88 264.90 269.28 308.84 338.56 395.18 443.10 485.92 514.23 519.94 533.76 585.43 593.23 614.77 642.98 660.38 718.41 765.49 868.62 888.42 895.36 921.07 946.12 1032.71 1140.39 1152.31 1158.48 1207.36 1322.37 1328.28 1350.52 1452.19 1463.84 1498.51 1499.99 1567.96 1580.16 1653.39 1725.59 1728.75 1744.08 1772.05 1790.89 1850.49 1864.58 1935.71 1972.82 2004.58 2052.95 2087.88 2091.30 2191.72 2225.07 2265.52 2350.45 2358.34 2412.19 2436.59 2545.81 2569.48 2579.22 2595.76 4579.28 4730.89 4882.02 4886.07 4911.79 4917.18 4919.30 5571.03 5891.77 0.207445 0.224402 0.225347 0.158464 -4574.953822 -4574.936865 -4574.935921 -4575.002803 2.243233D-04 MUNgauss RevisionA2.1 retrievium 30-Apr-2021 DUDE c1cc(c(cc1Br)Cl)NCc2cc(cc(c2O)Cl)Cl C37392228 RHF 6-31G(d) (6D,10F) C1 378.893308 |X|Y|Z| 107.065623 36.514351 28.185223 47.941510 14 6 7 13 1 |36.858105| |13.783376|36.858105| |7.850461|13.633723|36.858105| |6.927463|8.003027|13.598301|36.858105| |7.971353|6.898673|7.829618|13.819954|36.858105| |13.812227|7.962362|6.787595|7.987579|13.791495|36.858105| |6.676045|4.592408|4.050320|4.604932|6.691609|10.043516|2539.412838| |4.235491|4.757400|6.977891|10.896782|7.089609|4.787125|117.584129|448.794386| |5.158739|7.842179|13.852618|7.882273|5.167994|4.555867|106.650237|51.001850|53.358707| |4.442589|6.550153|7.707366|5.082284|3.888249|3.724569|92.941557|34.610408|17.903582|36.858105| |3.302740|4.339574|5.098008|3.948387|3.119793|2.929831|77.289471|30.421458|10.686647|12.600988|36.858105| |2.873977|3.603054|4.158742|3.437337|2.788134|2.609328|70.697779|27.602638|7.813826|7.578103|13.785414|36.858105| |2.390340|2.877933|3.262725|2.839045|2.368444|2.215209|61.856861|23.665832|5.739936|5.021787|7.915516|13.749257|36.858105| |2.234833|2.662912|2.999775|2.639986|2.221572|2.080516|58.647656|22.182565|5.209287|4.428661|6.828314|7.950631|13.847513|36.858105| |2.421587|2.926219|3.306007|2.854470|2.380465|2.233943|62.275780|23.592436|5.865626|5.028818|7.942908|6.939310|8.015401|13.759569|36.858105| |2.926845|3.694920|4.242962|3.461540|2.806224|2.638809|71.306460|27.460562|8.113816|7.552856|13.626187|7.940416|6.860835|7.873164|13.739459|36.858105| |3.127542|3.945374|4.418451|3.579648|2.934434|2.793060|75.191088|27.421796|7.981431|6.845458|8.130691|5.285635|4.629595|5.205425|7.940798|14.228132|73.516695| |2.113545|2.470188|2.724373|2.433665|2.090442|1.975084|56.468911|20.226874|4.523003|3.643982|4.755078|4.242229|4.786542|7.047915|10.914707|7.031352|11.271603|448.794386| |2.072328|2.412087|2.678027|2.418651|2.077179|1.950693|55.883852|20.382828|4.408145|3.650792|4.757724|7.026697|10.944870|7.051412|4.781432|4.217263|5.784090|28.353637|448.794386| |17.750967|8.949108|5.615849|4.982880|5.662724|8.937105|218.742611|27.451547|5.692260|3.877832|2.967642|2.613643|2.203444|2.069816|2.234582|2.664626|5.072741|15.853875|15.505668|0.500000| |9.005841|17.768535|8.888952|5.665637|4.969692|5.680979|130.472247|31.400504|9.685024|7.370944|4.673185|3.805206|3.005781|2.778854|3.072990|3.938919|7.508677|20.652759|20.004585|0.218162|0.500000| |5.659251|4.969590|5.609610|8.968133|17.770675|8.910071|218.963658|54.657638|5.711649|3.263631|2.741962|2.503227|2.174898|2.052782|2.179571|2.509307|4.631698|15.598223|15.573298|0.124301|0.107879|0.500000| |4.301539|5.820895|9.466709|7.426136|4.843089|4.061447|98.803951|60.475958|26.077013|9.181051|7.579310|6.103474|4.557413|4.074624|4.449427|5.829492|9.498827|27.165405|28.135350|0.098656|0.145883|0.114571|0.500000| |4.588454|6.757949|6.863445|4.607733|3.705361|3.702122|93.459389|30.431627|12.508430|17.625375|8.952247|5.742548|4.249367|3.989566|4.733743|7.123550|13.647320|29.231463|25.482228|0.114534|0.236750|0.086226|0.182626|0.500000| 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