Version2.4 2021-04-29T23:39:02Z 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 Cn1c2ccccc2nc1[C@@H](c3ccccc3Br)N C19931209 RHF 6-31G(d) (6D,7F) Cn1c2ccccc2nc1[C@@H](c3ccccc3Br)N C01[X(C15H14Br1N3)] 93 C1 328 Brc1ccccc1[C@H](c1nc2c(n1C)cccc2)N Brc1ccccc1[C@H](c1nc2c(n1C)cccc2)N Cn1c2ccccc2nc1[C@H](N)c3ccccc3Br InChIKey=PLVULIRIDJGAMB-CQSZACIVSA-N InChI=1S/C15H14BrN3/c1-19-13-9-5-4-8-12(13)18-15(19)14(17)10-6-2-3-7-11(10)16/h2-9,14H,17H2,1H3/t14-/m1/s1 InChI=1/C15H14BrN3/c1-19-13-9-5-4-8-12(13)18-15(19)14(17)10-6-2-3-7-11(10)16/h2-9,14H,17H2,1H3/t14-/m1/s1 Cn1c2ccccc2nc1[C@@H](c3ccccc3Br)N C01[X(C15H14Br1N3)] 93 C01 328 Brc1ccccc1[C@H](c1nc2c(n1C)cccc2)N Br[C]1[CH][CH][CH][CH][C]1[C@H]([C]1[N][C]2[C]([CH][CH][CH][CH]2)N1C)N CN1[C]2[CH][CH][CH][CH][C]2[N][C]1[C@H](N)[C]3[CH][CH][CH][CH][C]3Br InChIKey=PLVULIRIDJGAMB-CQSZACIVSA-N InChI=1S/C15H14BrN3/c1-19-13-9-5-4-8-12(13)18-15(19)14(17)10-6-2-3-7-11(10)16/h2-9,14H,17H2,1H3/t14-/m1/s1 InChI=1/C15H14BrN3/c1-19-13-9-5-4-8-12(13)18-15(19)14(17)10-6-2-3-7-11(10)16/h2-9,14H,17H2,1H3/t14-/m1/s1 1813.7000286947 -3309.4136051 1-A 5918.7901 80 248 328 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -490.06627 -64.47722 -58.61616 -58.61435 -58.61417 -15.61582 -15.55778 -15.53363 -11.30496 -11.30221 -11.28563 -11.27530 -11.26397 -11.25798 -11.25186 -11.24794 -11.24592 -11.24309 -11.23956 -11.23082 -11.22490 -11.22211 -11.21864 -9.72478 -7.47372 -7.46502 -7.46491 -3.21266 -3.20846 -3.20832 -3.19820 -3.19819 -1.35127 -1.21802 -1.19218 -1.17461 -1.13326 -1.07281 -1.04631 -1.01458 -1.00506 -0.97454 -0.96804 -0.92742 -0.84137 -0.82868 -0.81961 -0.80225 -0.77216 -0.71623 -0.69609 -0.68545 -0.67507 -0.66297 -0.65360 -0.63759 -0.62895 -0.61045 -0.59750 -0.59555 -0.58300 -0.57455 -0.57022 -0.55894 -0.55546 -0.52103 -0.51664 -0.50509 -0.50224 -0.48633 -0.46559 -0.43617 -0.42997 -0.41670 -0.40775 -0.40219 -0.34732 -0.33314 -0.30332 -0.29156 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.12065 0.12427 0.13442 0.17054 0.17584 0.20974 0.22883 0.24612 0.25442 0.26547 0.27295 0.29136 0.29742 0.31303 0.31431 0.32013 0.32436 0.33935 0.33989 0.35105 0.35396 0.36265 0.38307 0.39953 0.41177 0.42336 0.45019 0.45506 0.46128 0.47005 0.47680 0.48865 0.50483 0.51780 0.52800 0.53911 0.55127 0.57522 0.62517 0.63252 0.64079 0.64841 0.66115 0.66542 0.67966 0.68883 0.70988 0.72050 0.72681 0.74722 0.75611 0.76207 0.76730 0.77483 0.78231 0.79408 0.79979 0.80928 0.81889 0.82584 0.82930 0.83452 0.84124 0.84297 0.84642 0.85188 0.86892 0.87280 0.87613 0.89616 0.90699 0.91265 0.93769 0.94760 0.95187 0.97054 0.97827 0.98959 1.01139 1.01563 1.02739 1.03913 1.04660 1.06160 1.08263 1.09268 1.10682 1.10946 1.12046 1.12273 1.12602 1.13366 1.13689 1.14471 1.15100 1.16556 1.16918 1.17908 1.18640 1.20041 1.21405 1.21714 1.21865 1.23190 1.23566 1.24928 1.25260 1.26224 1.26410 1.28199 1.30328 1.32644 1.33269 1.34681 1.36120 1.37248 1.40682 1.42673 1.45153 1.46248 1.48029 1.48166 1.51035 1.52145 1.53920 1.55807 1.56466 1.59915 1.60072 1.62244 1.64125 1.67163 1.69171 1.70009 1.70990 1.72604 1.73452 1.74340 1.76686 1.76901 1.77143 1.78805 1.79659 1.83694 1.88138 1.90123 1.92044 1.94472 1.95755 2.01709 2.05466 2.06921 2.09922 2.10849 2.12232 2.13652 2.15280 2.16116 2.16346 2.17058 2.19263 2.22681 2.23352 2.25145 2.27890 2.29538 2.31509 2.32315 2.34462 2.34790 2.35436 2.36203 2.39514 2.40652 2.43654 2.45222 2.46401 2.46688 2.48043 2.49192 2.50712 2.51663 2.53359 2.53859 2.57728 2.58238 2.58870 2.60686 2.61115 2.61700 2.62267 2.64094 2.66754 2.69123 2.71662 2.74868 2.78822 2.81440 2.82669 2.85202 2.89576 2.91058 2.92434 2.95085 2.97371 2.99089 3.00016 3.01714 3.04240 3.05142 3.06309 3.07343 3.10373 3.11852 3.13164 3.14235 3.16488 3.20157 3.23087 3.26095 3.28502 3.34441 3.42529 3.51390 3.61432 3.65663 3.78343 3.90008 4.29441 4.49721 4.51519 4.53276 4.53642 4.56793 4.59160 4.63856 4.71917 4.74520 4.77254 4.82965 4.86242 4.88989 4.93633 5.07471 5.13958 5.24271 9.33077 75.43646 11.21671 1.8459 2.1622 -3.4458 4.4672 |XX|YY|ZZ|XY|XZ|YZ| -115.2149 -120.6689 -120.8385 1.5608 -3.4435 -1.9731 |XX|YY|ZZ|XY|XZ|YZ| 3.6926 -1.7615 -1.9311 1.5608 -3.4435 -1.9731 |XXX|YYY|ZZZ|XYY|XXY|XXZ|XZZ|YZZ|YYZ|XYZ| 50.1908 -44.6518 0.3855 23.2734 -32.0920 -29.5638 -1.2623 -17.6858 1.0285 0.8633 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1.1340 6.1174 32.6851 2.6971 3.9383 2.1244 1.7363 14.3332 10.2498 4.2820 6.3443 8.8019 5.4832 37.3640 13.9978 5.6123 14.2623 111.5653 23.9395 6.4838 90.0401 29.7945 33.1328 47.7969 25.5270 17.7579 14.0570 10.4381 81.8800 4.1479 0.3137 2.4430 12.2831 39.9275 37.6907 3.9850 24.8608 17.9407 1.7779 4.7528 18.2131 32.9567 25.5321 22.5448 8.5855 2.9416 3.1714 6.4360 5.1279 2.7916 6.3494 1.3661 3.0311 0.9390 5.2076 3.8513 1.3464 2.2398 0.7621 1.5100 0.4035 1.8234 1.5962 10.2082 2.5374 0.9524 1.6793 4.0807 0.4935 0.2253 2.2952 8.7623 0.6386 3.2628 4.5912 6.6471 6.6532 6.6335 1.5508 0.8447 1.5658 2.9404 1.4448 6.0317 1.9479 2.7071 1.4598 0.6546 8.9306 0.9616 0.3973 19.2096 9.1000 0.1928 17.1460 3.1699 12.8079 7.2916 6.2422 2.9054 13.2784 16.6132 6.1335 4.8323 10.4801 2.3786 54.6183 13.7557 8.6010 2.0387 58.3291 19.1226 6.8254 14.8019 1.1806 15.8679 12.5358 3.6309 14.7532 11.7768 8.8752 135.2367 10.5652 33.0898 26.1056 8.7640 6.8227 88.7109 55.8848 48.4239 42.5306 47.4543 69.3146 127.7757 80.3958 174.8485 241.9991 121.0126 100.4173 63.2683 59.9291 0.7460 0.7456 0.7226 0.7175 0.7461 0.6284 0.7450 0.7498 0.6952 0.6825 0.5425 0.6958 0.6513 0.3678 0.3112 0.2079 0.5264 0.1994 0.3859 0.1469 0.5136 0.6438 0.4688 0.6103 0.3340 0.3915 0.0725 0.1647 0.2119 0.4127 0.5012 0.7086 0.7437 0.6629 0.5669 0.0869 0.7108 0.2561 0.6185 0.5034 0.0832 0.1090 0.7464 0.1164 0.2109 0.6996 0.1377 0.6185 0.7483 0.2074 0.7495 0.6458 0.3818 0.2753 0.5122 0.3572 0.1755 0.5383 0.2132 0.5060 0.5602 0.2799 0.3028 0.3656 0.5397 0.3301 0.4500 0.5654 0.2498 0.5981 0.5537 0.6713 0.7305 0.2559 0.6730 0.7202 0.6201 0.7141 0.7497 0.0434 0.1631 0.6389 0.5884 0.7499 0.7359 0.6607 0.3060 0.3272 0.1342 0.1670 0.1886 0.1320 0.5993 0.8545 0.8543 0.8390 0.8355 0.8546 0.7718 0.8539 0.8570 0.8202 0.8113 0.7034 0.8206 0.7888 0.5378 0.4747 0.3442 0.6897 0.3325 0.5569 0.2562 0.6787 0.7833 0.6383 0.7580 0.5007 0.5627 0.1352 0.2829 0.3497 0.5843 0.6677 0.8295 0.8530 0.7973 0.7236 0.1600 0.8310 0.4078 0.7643 0.6697 0.1537 0.1966 0.8548 0.2085 0.3484 0.8233 0.2420 0.7643 0.8560 0.3436 0.8568 0.7848 0.5526 0.4318 0.6774 0.5264 0.2986 0.6999 0.3515 0.6720 0.7181 0.4374 0.4649 0.5355 0.7011 0.4964 0.6207 0.7224 0.3998 0.7485 0.7128 0.8033 0.8443 0.4075 0.8045 0.8374 0.7655 0.8332 0.8570 0.0832 0.2804 0.7797 0.7409 0.8571 0.8478 0.7957 0.4686 0.4931 0.2366 0.2862 0.3174 0.2332 0.7495 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 29 30 31 32 33 6 7 6 6 6 6 6 6 7 6 6 1 6 6 6 6 6 6 35 7 1 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 14.00307 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 14.00307 12.00000 12.00000 1.00783 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 78.91834 14.00307 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 3107.23842 8551.66185 9523.89073 0.99973 0.02298 -0.00251 -0.02291 0.99941 0.02548 0.00309 -0.02542 0.99967 1 0.02787 0.01013 0.00909 0.58082 0.21104 0.18950 38.74 47.11 78.66 159.75 180.05 190.94 209.70 228.95 302.02 367.55 391.09 432.42 435.60 463.35 489.82 542.65 597.84 701.23 703.77 758.76 796.87 825.94 853.79 903.55 926.59 995.97 1053.79 1090.24 1140.95 1183.17 1206.15 1218.29 1231.66 1243.39 1290.40 1362.45 1385.94 1409.03 1451.44 1524.35 1525.21 1581.84 1585.07 1598.09 1610.61 1636.44 1650.34 1702.24 1731.23 1741.07 1767.60 1779.43 1795.04 1809.09 1850.69 1868.26 1906.79 1916.86 1973.11 2008.88 2038.19 2048.34 2078.11 2148.89 2225.55 2238.71 2305.86 2327.87 2355.76 2363.75 2367.88 2369.94 2391.10 2479.84 2539.91 2570.26 2583.89 2614.63 2651.91 4657.22 4714.04 4756.08 4824.48 4830.04 4845.45 4850.75 4869.53 4870.92 4882.00 4899.79 4929.58 5356.05 5484.05 0.283306 0.298623 0.299567 0.238655 -3309.130299 -3309.114982 -3309.114038 -3309.174950 2.042998D-04 MUNgauss RevisionA2.1 retrievium 29-Apr-2021 DUDE Cn1c2ccccc2nc1[C@@H](c3ccccc3Br)N C19931209 RHF 6-31G(d) (6D,10F) C1 315.037109 |X|Y|Z| 33.454547 26.537910 63.996965 38.443869 16 6 7 14 2 |36.858105| |13.161848|53.358707| |7.622934|18.760275|36.858105| |6.074092|10.220510|13.701026|36.858105| |4.239646|6.992505|8.069721|13.808257|36.858105| |3.663217|6.334499|6.950253|7.852345|13.595273|36.858105| |3.916737|7.341212|7.892335|6.721927|7.869875|13.821935|36.858105| |5.281684|11.753565|13.694229|7.823967|6.911976|8.023234|13.688179|36.858105| |5.256065|11.673132|8.418295|5.313521|4.628824|5.143333|7.587470|13.826371|53.358707| |7.466107|18.935389|8.681188|5.336275|4.251420|4.278768|5.457827|8.965895|20.146512|36.858105| |5.918534|10.024955|5.176070|3.790295|3.177139|3.206184|3.897027|5.321618|10.680517|12.518696|36.858105| |4.583575|7.749793|4.512764|3.399722|2.969485|3.098359|3.843935|5.021324|10.508903|9.230562|17.614096|0.500000| |6.011820|8.176176|4.268524|3.360362|2.799853|2.735038|3.150374|4.061438|6.985027|7.313120|12.452446|0.250130|36.858105| |5.076103|6.315589|3.481472|2.888024|2.438116|2.358217|2.642964|3.268110|5.315373|5.120902|7.510474|0.166223|13.679695|36.858105| |4.256465|5.071835|2.938824|2.542598|2.172772|2.082918|2.280771|2.733333|4.255564|3.884517|4.983232|0.120833|7.852038|13.761677|36.858105| |4.053539|4.827751|2.859329|2.506885|2.151696|2.056772|2.235221|2.653238|4.062620|3.637331|4.387963|0.111064|6.774448|7.944179|13.776877|36.858105| |4.467803|5.500790|3.237617|2.787463|2.380571|2.285855|2.510443|3.018475|4.665223|4.207344|4.954008|0.128200|7.840458|6.912286|7.979839|13.778270|36.858105| |5.450050|7.208388|4.010325|3.261734|2.742007|2.664167|3.018539|3.789662|6.183215|5.937786|7.421335|0.187146|13.679296|8.032721|6.928605|7.957277|13.763744|36.858105| |4.720602|7.086720|4.387914|3.553863|3.070327|3.062612|3.533916|4.379004|7.004154|5.937107|5.906770|0.171292|6.610973|4.584305|4.096536|4.624085|6.776056|10.012050|2539.412838| |4.939125|7.782063|4.366625|3.373056|2.890708|2.922154|3.479885|4.486281|8.215106|7.776733|13.054142|0.258419|7.722172|6.885782|4.593174|3.779724|3.895422|5.036216|138.570275|53.358707| |17.620027|12.556878|7.180976|6.709451|4.532930|3.717285|3.778211|4.828965|6.096067|5.696164|4.589056|0.103575|4.535812|4.107926|3.591129|3.415004|3.635155|4.176984|128.725576|5.662748|0.500000| |17.679675|12.418217|5.698552|4.633985|3.496367|3.138300|3.403073|4.462474|6.493989|6.877323|6.517866|0.133521|7.165750|6.569768|5.238037|4.643494|4.824651|5.815820|150.939713|7.825243|0.302788|0.500000| |17.583510|12.352305|6.366517|5.455448|3.956531|3.422362|3.605029|4.669782|6.310326|6.201506|5.207712|0.118321|5.823256|4.841164|4.331099|4.429828|5.130409|6.044280|181.996573|5.688487|0.299991|0.301043|0.500000| |6.399572|8.944874|8.802257|17.725996|8.903883|5.600206|4.873828|5.576772|5.857889|4.589528|3.473120|0.085512|3.230624|2.850766|2.561282|2.536109|2.782570|3.165070|113.106223|4.264482|0.220909|0.133461|0.163487|0.500000| |3.647187|5.599868|5.700412|8.969480|17.715302|8.889930|5.629685|4.972295|4.995986|3.458350|2.715836|0.070852|2.458314|2.185907|1.982870|1.972909|2.159719|2.428928|91.377444|3.417033|0.110857|0.085304|0.096563|0.215442|0.500000| |3.039914|5.018212|4.992245|5.624168|8.895287|17.716881|8.954092|5.678147|5.616654|3.483797|2.747444|0.074888|2.382276|2.087022|1.866550|1.848573|2.038907|2.335466|91.052664|3.466210|0.086040|0.074094|0.080066|0.123834|0.215993|0.500000| |3.314026|5.961059|5.622196|4.874033|5.598270|8.874007|17.729362|8.879918|9.180890|4.745746|3.632961|0.103621|2.927635|2.475113|2.143352|2.099384|2.348876|2.806153|112.356196|4.489428|0.087989|0.082699|0.085813|0.106192|0.123639|0.213744|0.500000| |4.639721|5.932265|3.340572|2.785506|2.373246|2.308351|2.589007|3.173339|5.157805|4.841025|7.038869|0.155865|8.962952|17.783088|8.953825|5.661617|4.978191|5.697145|129.536494|11.092770|0.108844|0.167882|0.116862|0.076105|0.059216|0.056967|0.067740|0.500000| 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