Version2.4 2021-04-27T07:29:09Z 10.1021/jm300687e Gaussian16 RevisionB.01 RPOIRIER 13-Sep-2018 #N HF/6-31G(d) OPT=(MaxStep=1,RFO) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccc(c(c1)c2nc(no2)CCl)Br C34956000 RHF 6-31G(d) (6D,7F) c1ccc(c(c1)c2nc(no2)CCl)Br C01[X(C9H6Br1Cl1N2O1)] 54 C1 241 ClCc1noc(n1)c1ccccc1Br ClCc1noc(n1)c1ccccc1Br ClCc1noc(n1)c2ccccc2Br InChIKey=JOPNZOAIFNPJOM-UHFFFAOYSA-N InChI=1S/C9H6BrClN2O/c10-7-4-2-1-3-6(7)9-12-8(5-11)13-14-9/h1-4H,5H2 InChI=1/C9H6BrClN2O/c10-7-4-2-1-3-6(7)9-12-8(5-11)13-14-9/h1-4H,5H2 c1ccc(c(c1)c2nc(no2)CCl)Br C01[X(C9H6Br1Cl1N2O1)] 54 C01 241 ClCc1noc(n1)c1ccccc1Br ClC[C]1=NO[C]([N]1)[C]1[CH][CH][CH][CH][C]1Br ClCC1=NO[C]([N]1)[C]2[CH][CH][CH][CH][C]2Br InChIKey=JOPNZOAIFNPJOM-UHFFFAOYSA-N InChI=1S/C9H6BrClN2O/c10-7-4-2-1-3-6(7)9-12-8(5-11)13-14-9/h1-4H,5H2 InChI=1/C9H6BrClN2O/c10-7-4-2-1-3-6(7)9-12-8(5-11)13-14-9/h1-4H,5H2 1246.0758127763 -3557.3990287 1-A 4885.7867 67 174 241 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -490.07709 -104.82305 -64.48828 -58.62764 -58.62566 -58.62554 -20.67910 -15.64187 -15.58291 -11.37500 -11.32753 -11.32542 -11.31552 -11.28765 -11.26846 -11.26772 -11.26419 -11.25920 -10.55686 -9.73635 -8.02625 -8.02282 -8.02271 -7.48572 -7.47661 -7.47634 -3.22478 -3.22044 -3.22012 -3.20950 -3.20949 -1.56315 -1.28052 -1.22050 -1.18635 -1.14079 -1.08690 -1.06260 -0.98900 -0.96913 -0.90455 -0.85797 -0.84349 -0.81078 -0.75078 -0.71218 -0.69985 -0.66611 -0.66253 -0.63733 -0.61668 -0.60697 -0.59094 -0.56882 -0.55535 -0.54182 -0.53160 -0.50674 -0.48087 -0.47763 -0.44875 -0.44711 -0.44360 -0.43205 -0.41789 -0.35944 -0.34682 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.07308 0.11300 0.14313 0.15715 0.19541 0.22148 0.24296 0.27353 0.28099 0.29702 0.30926 0.31753 0.31793 0.34619 0.37470 0.39061 0.42386 0.43293 0.44492 0.46079 0.46582 0.50568 0.51780 0.53791 0.57623 0.61064 0.62258 0.63478 0.64029 0.64183 0.65310 0.65597 0.66344 0.67231 0.67717 0.70916 0.72784 0.73283 0.75491 0.76016 0.77391 0.78421 0.78890 0.79320 0.80282 0.81126 0.82022 0.82804 0.84286 0.85845 0.87021 0.89620 0.90278 0.91494 0.94579 0.94867 0.95603 0.99559 1.00220 1.01517 1.01653 1.03297 1.05755 1.07596 1.08309 1.08924 1.10012 1.11049 1.12259 1.12835 1.14810 1.16151 1.16755 1.17477 1.19014 1.20277 1.23197 1.24190 1.26311 1.29088 1.31266 1.32088 1.34915 1.38188 1.40061 1.42334 1.44155 1.46785 1.48458 1.50296 1.54091 1.56979 1.62504 1.63202 1.65747 1.67006 1.67704 1.68483 1.71181 1.72769 1.74304 1.75823 1.77058 1.81059 1.81924 1.83361 1.88634 1.90109 2.00211 2.03278 2.07555 2.08420 2.11959 2.13711 2.17477 2.21519 2.23357 2.24021 2.25525 2.28303 2.33263 2.37334 2.40264 2.42099 2.42633 2.43880 2.44589 2.46821 2.49230 2.50909 2.55495 2.56882 2.60248 2.60865 2.63059 2.65494 2.70874 2.76322 2.79958 2.83347 2.87758 2.88747 2.91184 2.95678 2.98300 3.00139 3.03216 3.07180 3.08096 3.08783 3.13556 3.18282 3.20739 3.23220 3.38334 3.43876 3.49577 3.62861 3.78691 4.21018 4.46431 4.49173 4.50139 4.50840 4.52797 4.64645 4.70005 4.72145 4.77581 4.83047 4.92640 5.13024 9.28939 74.87078

11.42597 -2.4334 2.1345 -1.2673 3.4761 |XX|YY|ZZ|XY|XZ|YZ| -95.1001 -93.2146 -102.1955 -11.2277 -5.0441 4.2146

|XX|YY|ZZ|XY|XZ|YZ| 1.7366 3.6222 -5.3588 -11.2277 -5.0441 4.2146

|XXX|YYY|ZZZ|XYY|XXY|XXZ|XZZ|YZZ|YYZ|XYZ| -113.0792 -21.1540 -2.2215 -37.8360 -24.1088 -18.0417 -6.1731 -23.6895 -2.1168 8.9526

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2135.33891 7236.81046 9198.99036 0.99897 -0.04506 -0.00558 0.04507 0.99898 0.00112 0.00552 -0.00137 0.99998 1 0.04056 0.01197 0.00942 0.84518 0.24938 0.19619 26.24 70.36 120.30 158.41 166.68 246.97 346.99 389.42 429.01 550.76 568.95 627.39 726.98 757.27 851.06 1004.95 1031.28 1115.79 1155.42 1208.84 1216.46 1247.31 1297.76 1454.36 1462.29 1554.11 1575.21 1594.79 1624.57 1646.31 1657.42 1669.35 1741.77 1785.18 1815.63 1884.56 1914.89 2007.20 2073.80 2113.26 2246.95 2312.75 2334.58 2355.51 2499.54 2547.75 2589.14 2637.01 4758.65 4857.59 4860.81 4881.97 4907.54 4912.02 0.148193 0.159408 0.160352 0.107033 -3557.250836 -3557.239621 -3557.238677 -3557.291995 1.788294D-04 MUNgauss RevisionA2.1 retrievium 27-Apr-2021 DUDE c1ccc(c(c1)c2nc(no2)CCl)Br C34956000 RHF 6-31G(d) (6D,10F) C1 271.935202 |X|Y|Z| 60.306860 33.537388 11.156816

28.258259 11 6 7 8 8 2 1

|36.858105| |13.759783|36.858105| |7.939719|13.772500|36.858105| |6.863680|7.941332|13.760654|36.858105| |7.884265|6.844807|7.906648|13.675508|36.858105| |13.802177|7.975894|6.901238|7.948071|13.665093|36.858105| |5.114010|4.477506|5.016069|7.477533|12.915790|7.825400|36.858105| |4.452744|3.755224|3.940912|5.173207|7.756425|6.538889|14.855841|53.358707| |3.438736|3.046950|3.258105|4.171907|5.433300|4.572823|9.263231|19.006289|36.858105| |3.262515|3.009731|3.341547|4.381599|5.335038|4.207731|8.827914|11.676940|14.907293|53.358707| |3.989919|3.737247|4.344184|6.272438|7.844397|5.329033|14.528951|11.992573|9.160103|18.944103|73.516695| |2.821480|2.511712|2.621032|3.167694|3.885455|3.541152|5.440676|10.294557|12.780550|10.705378|9.605510|36.858105| |2.708597|2.357561|2.374238|2.760636|3.389923|3.329786|4.340664|7.767347|7.016751|7.117562|7.379574|10.652575|448.794386| |4.081941|4.629204|6.791111|10.056672|6.576752|4.559637|5.779572|5.814569|3.890875|6.046947|10.968067|3.018546|20.301793|2539.412838| |17.735728|8.900021|5.643903|4.948607|5.625884|8.941752|4.173278|5.267902|3.067226|3.906388|5.972844|2.609589|20.766898|112.917613|0.500000| |8.904973|17.725257|8.951595|5.655655|4.938023|5.659340|3.574665|4.233231|2.602008|3.504496|5.503888|2.205002|16.834234|131.462027|0.213929|0.500000| |5.646690|8.912268|17.763400|8.959207|5.642869|4.970352|4.080264|4.499774|2.846977|4.038578|6.666163|2.342554|17.020223|226.228739|0.124045|0.215506|0.500000| |8.925471|5.660634|4.969729|5.664521|8.960514|17.755359|7.378364|9.989608|4.949634|5.823843|8.958783|3.918618|30.934993|129.099954|0.215148|0.124214|0.107872|0.500000| |2.498642|2.276553|2.403483|2.882424|3.391501|3.050255|4.585079|7.669365|8.999981|10.214368|8.795675|17.693083|65.038080|97.641784|0.064279|0.056076|0.060663|0.091157|0.500000| |2.753182|2.454443|2.546223|3.036698|3.677613|3.407078|4.905378|9.349478|8.986147|8.189919|8.220618|17.674080|65.289870|98.303451|0.071205|0.060172|0.063440|0.104535|0.299196|0.500000| 3556.174893 -10970.185565 2795.855858 -187.533198 -4805.688013 1246.075902 -3559.612111 2.000967 4037FFFFFFFFFFFD 425C631AE98DFFF9 41EB1DB65D2FC2D7 40B2D00000000000 37A16C2614EA0800 41BC8480A1FFFFFE