Version2.4 2021-05-08T14:48:31Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 22-Dec-2019 #N HF/6-31G(d) OPT=(MaxStep=1,RFO) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccnc(c1)C#C[C@@]2(c3cc(ccc3NC(=O)O2)Cl)C(F)(F)F C05940555 RHF 6-31G(d) (6D,7F) c1ccnc(c1)C#C[C@@]2(c3cc(ccc3NC(=O)O2)Cl)C(F)(F)F C01[X(C16H8Cl1F3N2O2)] 90 C1 380 O=C1Nc2ccc(cc2[C@](O1)(C#Cc1ccccn1)C(F)(F)F)Cl O=C1Nc2ccc(cc2[C@](O1)(C#Cc1ccccn1)C(F)(F)F)Cl FC(F)(F)[C@@]1(OC(=O)Nc2ccc(Cl)cc12)C#Cc3ccccn3 InChIKey=UNHDJMPLTLYTTJ-OAHLLOKOSA-N InChI=1S/C16H8ClF3N2O2/c17-10-4-5-13-12(9-10)15(16(18,19)20,24-14(23)22-13)7-6-11-3-1-2-8-21-11/h1-5,8-9H,(H,22,23)/t15-/m1/s1 InChI=1/C16H8ClF3N2O2/c17-10-4-5-13-12(9-10)15(16(18,19)20,24-14(23)22-13)7-6-11-3-1-2-8-21-11/h1-5,8-9H,(H,22,23)/t15-/m1/s1/f/h22H c1ccnc(c1)C#C[C@@]2(c3cc(ccc3NC(=O)O2)Cl)C(F)(F)F C01[X(C16H8Cl1F3N2O2)] 90 C01 380 O=C1Nc2ccc(cc2[C@](O1)(C#Cc1ccccn1)C(F)(F)F)Cl O=C1N[C]2[CH][CH][C]([CH][C]2[C@](O1)(C#C[C]1[CH][CH][CH][CH][N]1)C(F)(F)F)Cl FC(F)(F)[C@@]1(OC(=O)N[C]2[CH][CH][C](Cl)[CH][C]12)C#C[C]3[CH][CH][CH][CH][N]3 InChIKey=UNHDJMPLTLYTTJ-OAHLLOKOSA-N InChI=1S/C16H8ClF3N2O2/c17-10-4-5-13-12(9-10)15(16(18,19)20,24-14(23)22-13)7-6-11-3-1-2-8-21-11/h1-5,8-9H,(H,22,23)/t15-/m1/s1 InChI=1/C16H8ClF3N2O2/c17-10-4-5-13-12(9-10)15(16(18,19)20,24-14(23)22-13)7-6-11-3-1-2-8-21-11/h1-5,8-9H,(H,22,23)/t15-/m1/s1/f/h22H 2157.5693142109 -1626.9543739 1-A 9018.4191 89 291 380 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -104.83496 -26.35498 -26.35422 -26.34956 -20.63815 -20.54912 -15.62926 -15.58319 -11.51785 -11.42878 -11.38250 -11.32403 -11.31295 -11.31193 -11.28577 -11.28007 -11.27535 -11.27509 -11.27085 -11.26711 -11.26098 -11.25892 -11.25577 -11.25367 -10.56821 -8.03763 -8.03426 -8.03419 -1.75404 -1.65143 -1.64875 -1.50743 -1.39817 -1.29765 -1.28982 -1.21055 -1.15303 -1.11563 -1.10841 -1.08487 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|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.08303 0.10016 0.11468 0.11649 0.18002 0.18742 0.21940 0.22929 0.23129 0.24301 0.26602 0.28178 0.29772 0.30764 0.31027 0.31472 0.32341 0.33950 0.36569 0.37653 0.38773 0.40415 0.40747 0.41465 0.43696 0.44313 0.44957 0.45694 0.46978 0.47222 0.48335 0.48724 0.49817 0.50844 0.52534 0.53228 0.56409 0.58042 0.59501 0.61737 0.62632 0.62835 0.64514 0.65712 0.66818 0.67811 0.68167 0.70384 0.71517 0.72491 0.73127 0.74154 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2.14180 2.14544 2.15235 2.17270 2.18817 2.19573 2.21089 2.21792 2.23078 2.23823 2.25378 2.26496 2.28295 2.30266 2.30865 2.31930 2.33677 2.34039 2.35417 2.38197 2.39404 2.40573 2.40968 2.41909 2.43249 2.44729 2.45494 2.46903 2.47328 2.48481 2.48936 2.50359 2.50624 2.52344 2.53083 2.54673 2.56032 2.58615 2.60147 2.60676 2.62370 2.63953 2.64813 2.66065 2.67397 2.69474 2.71692 2.72734 2.75426 2.80722 2.82005 2.85637 2.87395 2.91475 2.94156 2.94893 2.96085 2.97003 2.97872 3.00896 3.03460 3.04558 3.04827 3.05934 3.07382 3.07762 3.10027 3.12017 3.13913 3.15550 3.17249 3.18836 3.21210 3.23487 3.26082 3.28085 3.30325 3.33229 3.34909 3.40165 3.45486 3.48078 3.49279 3.49832 3.58859 3.62290 3.74676 3.78149 3.83908 3.99989 4.44661 4.46734 4.47381 4.50165 4.50812 4.54473 4.58445 4.60136 4.64427 4.65080 4.69762 4.72767 4.76484 4.84159 4.89127 4.94142 4.97571 4.98245 5.14715 5.21878 5.45399 5.52774 5.59143 6.06306 11.16746 -1.6316 2.3601 -1.6139 3.2919 |XX|YY|ZZ|XY|XZ|YZ| -94.1307 -160.3611 -144.7724 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352.02264 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 79 80 81 82 83 84 85 86 87 88 89 90 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 13.0031 25.4765 33.3548 57.8512 73.8687 83.7263 90.4607 129.5346 139.4578 167.0598 212.1424 224.8256 245.2074 282.2540 331.2470 343.6194 364.2539 387.9408 398.6187 428.2155 458.6606 460.5261 501.5309 512.2412 524.2696 557.3591 577.2802 590.7831 608.2009 618.3991 639.2042 641.1266 668.7790 697.5769 728.2328 766.3005 784.6886 826.5639 833.9266 848.1892 872.9547 883.4564 887.3702 930.8768 961.2929 1014.5488 1033.5692 1058.7665 1083.5228 1089.9804 1093.3027 1106.4620 1137.3749 1145.6224 1174.5209 1190.7826 1208.4640 1210.8321 1227.1752 1266.4001 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0.0803 0.1331 0.2904 0.2100 0.3132 0.5382 0.8156 0.7508 0.7233 0.5444 0.9720 0.6928 0.4542 1.2036 0.8700 0.7497 0.5575 0.3203 0.8629 1.9392 0.9581 1.4492 2.2895 1.1482 2.0620 2.1703 2.4110 2.8203 2.7210 2.5078 0.9343 4.8523 2.9805 0.8191 3.8143 0.7560 3.5408 0.8005 1.0810 2.6352 2.8166 1.0704 5.2723 1.0096 1.0266 2.3019 2.9794 2.6731 1.4626 2.0315 3.0853 5.9236 1.9604 1.4509 4.4821 3.6147 3.2696 5.3584 2.9106 5.4174 2.0412 7.6518 7.1937 3.7042 3.1150 3.5291 3.7506 5.0762 10.8690 10.6358 12.5247 11.3313 24.5330 46.8338 7.2942 7.3234 7.3574 7.4709 7.4924 7.5194 7.5291 9.5760 2.1839 1.1507 1.6918 0.9330 0.2009 0.3530 0.3688 1.3654 1.7724 0.4819 2.4456 0.2631 2.6592 2.3571 0.1826 1.3532 0.2946 0.0766 2.8878 1.9894 4.8946 6.9320 0.6537 2.4006 10.4700 96.2187 14.1616 3.1437 39.6568 6.9859 4.9371 1.8820 3.3894 3.5652 6.9932 24.2211 18.5914 14.0017 5.7566 61.8765 0.1953 50.9203 20.4515 46.9669 15.2814 1.6231 36.4489 17.0294 30.2649 5.4274 9.8219 0.3016 0.1884 21.9731 75.7991 24.1955 11.1480 38.1539 32.5140 86.3806 63.5693 2.5217 48.2392 68.0397 332.7481 105.9320 140.4315 18.7764 5.8585 405.3102 249.8375 8.5312 37.5499 25.9204 60.5520 291.9415 34.6275 101.1904 13.4050 34.5544 1156.1177 21.4180 10.4435 9.1933 17.1186 24.7385 3.4944 4.2515 0.2979 96.4983 5.8147 2.4715 3.1358 1.7898 0.3284 1.0374 4.2970 1.3459 1.3019 0.4883 1.1124 2.0291 1.8426 0.8594 0.6831 5.7317 4.8182 1.5688 3.0676 3.3474 0.5682 2.1185 3.7253 3.2861 1.4519 1.0972 0.6594 0.8985 1.2387 3.2823 12.1341 16.1590 3.5425 0.7916 5.8520 3.4408 8.5994 4.8042 4.6785 1.5761 5.1108 1.9023 1.7676 1.8886 18.7385 2.0921 2.8925 3.0502 4.4454 1.4724 45.9313 1.0653 1.4011 18.6165 2.1805 8.5939 8.1221 5.0115 8.4246 12.1328 22.6715 6.2735 20.8940 13.6688 18.6377 21.0915 4.3071 26.5345 7.0060 5.4501 4.0411 1.5619 20.6196 10.1271 24.6062 13.4110 13.7201 184.1532 54.5957 44.6439 21.0376 1122.4295 65.9871 92.4915 105.8601 139.9907 137.4717 154.0643 48.8795 86.9990 0.7500 0.7355 0.7437 0.7468 0.7457 0.7261 0.7472 0.6878 0.7136 0.5788 0.4873 0.6477 0.5482 0.4140 0.6979 0.3012 0.5412 0.4771 0.3079 0.5995 0.5584 0.1635 0.5422 0.7175 0.7213 0.6291 0.3695 0.7438 0.4755 0.5922 0.6178 0.7478 0.7443 0.7211 0.3884 0.3093 0.2582 0.1453 0.7379 0.2816 0.6209 0.7327 0.7476 0.7244 0.2518 0.7495 0.3575 0.7488 0.2954 0.7015 0.1571 0.7444 0.7497 0.0972 0.5754 0.7361 0.1751 0.1715 0.1874 0.2570 0.1398 0.1489 0.5585 0.6281 0.1646 0.1122 0.7244 0.2686 0.7261 0.6702 0.5984 0.5429 0.3555 0.1908 0.4133 0.1322 0.6008 0.3228 0.7234 0.6529 0.2671 0.3174 0.4425 0.4017 0.7497 0.2495 0.2345 0.1099 0.2494 0.2293 0.8571 0.8476 0.8530 0.8551 0.8543 0.8413 0.8553 0.8150 0.8329 0.7332 0.6553 0.7862 0.7082 0.5856 0.8221 0.4629 0.7023 0.6460 0.4708 0.7496 0.7166 0.2811 0.7032 0.8355 0.8381 0.7723 0.5396 0.8530 0.6445 0.7439 0.7638 0.8557 0.8534 0.8380 0.5595 0.4725 0.4105 0.2538 0.8492 0.4395 0.7661 0.8457 0.8556 0.8402 0.4023 0.8568 0.5267 0.8564 0.4561 0.8246 0.2716 0.8535 0.8569 0.1772 0.7305 0.8480 0.2981 0.2927 0.3157 0.4089 0.2452 0.2592 0.7168 0.7715 0.2827 0.2018 0.8402 0.4235 0.8413 0.8026 0.7488 0.7038 0.5246 0.3204 0.5848 0.2335 0.7506 0.4881 0.8395 0.7900 0.4216 0.4818 0.6136 0.5732 0.8569 0.3994 0.3798 0.1980 0.3993 0.3730 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 6 6 6 7 6 6 6 6 6 6 6 6 6 6 6 7 6 8 8 17 6 9 9 9 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 14.00307 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 14.00307 12.00000 15.99491 15.99491 34.96885 12.00000 18.99840 18.99840 18.99840 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 6750.5977 11566.2474 15325.5866 0.99999 0.00270 -0.00379 -0.00267 0.99995 0.00931 0.00382 -0.00930 0.99995 1 0.01283 0.00749 0.00565 0.26735 0.15604 0.11776 18.71 36.65 47.99 83.24 106.28 120.46 130.15 186.37 200.65 240.36 305.23 323.47 352.80 406.10 476.59 494.39 524.08 558.16 573.52 616.11 659.91 662.59 721.59 737.00 754.31 801.92 830.58 850.01 875.07 889.74 919.67 922.44 962.22 1003.66 1047.76 1102.54 1128.99 1189.24 1199.83 1220.36 1255.99 1271.10 1276.73 1339.32 1383.09 1459.71 1487.08 1523.33 1558.95 1568.24 1573.02 1591.95 1636.43 1648.30 1689.87 1713.27 1738.71 1742.12 1765.63 1822.07 1837.82 1897.02 1939.16 1983.51 2003.79 2015.46 2035.31 2053.75 2069.33 2084.32 2118.26 2229.06 2302.75 2360.25 2375.36 2414.95 2559.12 2585.92 2589.34 2616.16 2939.53 3703.24 4851.24 4855.13 4864.90 4892.67 4901.71 4904.99 4917.57 5583.93 0.230878 0.249167 0.250111 0.180604 -1626.723496 -1626.705207 -1626.704263 -1626.773770 2.331276D-04 MUNgauss RevisionA2.1 retrievium 08-May-2021 DUDE c1ccnc(c1)C#C[C@@]2(c3cc(ccc3NC(=O)O2)Cl)C(F)(F)F C05940555 RHF 6-31G(d) (6D,10F) C1 352.022640 |X|Y|Z| 73.606727 52.448690 29.147786 48.278367 18 6 7 8 15 2 1 |36.858105| |13.783958|36.858105| |8.016875|13.736026|36.858105| |6.873390|7.993960|14.462244|53.358707| |8.015133|7.046784|8.417909|19.572037|36.858105| |13.768610|8.001721|7.042578|10.853710|13.725696|36.858105| |5.137975|4.589596|5.333714|10.979371|13.159431|7.764027|36.858105| |3.934768|3.570038|4.044241|7.520965|7.235416|5.402658|16.070601|36.858105| |3.032008|2.798709|3.102753|5.346484|4.642097|3.856449|7.172083|12.950167|36.858105| |2.654560|2.543134|2.876806|4.878494|3.909940|3.221474|5.427363|7.679931|12.529301|36.858105| |2.654285|2.634176|3.087522|5.288122|3.955372|3.145868|5.196839|6.461899|7.469480|13.742983|36.858105| |2.290048|2.307884|2.679021|4.380676|3.175739|2.621279|3.847537|4.438440|5.005932|7.970433|13.810682|36.858105| |2.043582|2.033618|2.296754|3.658943|2.711929|2.321941|3.241558|3.757581|4.442790|6.879768|7.933853|13.756811|36.858105| |2.044700|1.991988|2.207354|3.516861|2.698426|2.352824|3.296089|3.957282|5.049288|7.929547|6.867704|7.963016|13.807376|36.858105| |2.292311|2.190937|2.419783|3.938442|3.131735|2.711919|4.037569|5.210751|7.672599|13.762638|7.940831|6.904322|7.955321|13.725583|36.858105| |2.211041|2.071171|2.229102|3.564661|2.908509|2.618910|3.694164|4.711107|6.914610|7.982759|5.206994|4.592125|5.186107|7.874945|13.709829|53.358707| |2.418972|2.209136|2.337843|3.745905|3.175422|2.926123|4.103721|5.329076|7.819268|6.706196|4.512841|3.786116|3.951830|5.176982|7.825334|19.051754|36.858105| |2.261894|2.048504|2.125318|3.328077|2.817921|2.692718|3.475140|4.234947|5.456114|4.735689|3.526396|3.080945|3.243770|4.103478|5.417594|11.563622|16.114935|73.516695| |2.875538|2.585535|2.756191|4.554112|4.030421|3.629906|5.660039|8.218645|13.469449|7.829664|5.135256|3.966735|3.834847|4.637001|6.972259|11.340647|14.213827|15.433411|73.516695| |2.168880|2.256321|2.661778|4.225855|2.898435|2.402640|3.277131|3.509488|3.627421|4.770065|7.044122|10.943764|7.034322|4.771032|4.233470|4.402913|2.827621|4.287641|5.305240|448.794386| |2.750700|2.557338|2.805319|4.684883|3.945410|3.393663|5.478297|7.762406|12.349931|7.559381|5.756922|4.226268|3.791774|4.183730|5.680686|7.396221|5.998354|8.351403|14.336649|26.263629|36.858105| |2.907167|2.631364|2.804513|4.593961|4.002079|3.618882|5.322489|6.814972|8.063085|5.176591|4.248280|3.311882|3.024082|3.305033|4.248941|5.931412|5.196301|7.939370|12.444932|21.813669|14.519445|97.533100| |2.323295|2.176714|2.357518|3.809102|3.120037|2.774972|4.039458|5.274952|8.107546|6.645257|5.002493|4.016108|3.856600|4.460891|5.993047|8.392227|6.400356|9.059954|12.394148|24.748866|14.423031|20.131278|97.533100| |2.717180|2.603877|2.931657|4.920980|3.932063|3.276612|5.221777|6.668720|8.081289|6.631781|6.155033|4.502181|3.807967|3.905467|4.860176|5.843045|4.369933|6.366523|9.590817|29.228385|14.465126|20.105349|20.072742|97.533100| |17.723936|8.893871|5.666411|6.741197|5.670008|8.908964|4.153206|3.365517|2.700105|2.369603|2.339899|2.047466|1.857006|1.872572|2.089176|2.786213|2.251425|3.810282|4.676424|15.560484|2.484403|5.981561|4.808935|5.462748|0.500000| |8.870640|17.739315|8.900927|7.761467|5.044685|5.657462|3.647287|2.972649|2.417917|2.231702|2.316632|2.071807|1.844544|1.801840|1.956102|2.527940|1.967209|3.274510|4.015420|16.499265|2.240423|5.183627|4.369251|5.146207|0.212247|0.500000| |5.671196|8.891912|17.713718|12.752110|5.916075|5.039743|4.334575|3.485692|2.788079|2.667293|2.930744|2.611273|2.231630|2.109950|2.267854|2.819049|2.135333|3.455842|4.389375|21.597184|2.555086|5.667360|4.913401|6.108917|0.124042|0.213940|0.500000| |8.856791|5.656465|5.043772|7.749215|8.905038|17.752660|7.140211|5.450860|4.004731|3.228110|3.031723|2.524087|2.279022|2.359680|2.760909|3.734002|3.162894|5.259011|7.054972|18.184971|3.527587|8.758753|6.518640|7.363752|0.212461|0.123657|0.109077|0.500000| |2.941403|2.966960|3.596268|6.401370|4.620969|3.501511|6.074118|7.087133|6.879266|8.911139|17.764441|8.942676|5.649489|4.952987|5.649035|5.734331|3.919011|5.621448|8.285188|53.819031|5.652521|9.771470|10.315276|14.897724|0.070731|0.071615|0.094846|0.091210|0.500000| |1.861798|1.867313|2.097002|3.271765|2.393320|2.079302|2.771413|3.115386|3.553460|4.958089|5.651052|8.925170|17.750162|8.938142|5.653983|5.703480|3.302677|5.006896|5.637673|53.781695|3.145188|5.836178|7.265197|7.179946|0.047320|0.047556|0.057264|0.056552|0.124369|0.500000| |1.863279|1.810751|1.979034|3.094946|2.376679|2.119069|2.832213|3.321143|4.121551|5.642423|4.949613|5.656247|8.934072|17.721350|8.903734|9.754889|4.761462|7.105956|7.186686|31.594675|3.556578|6.577128|8.773789|7.407771|0.047918|0.045897|0.052706|0.059461|0.107531|0.215309|0.500000| 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