Version2.4 2021-04-30T01:38:48Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 09-Jan-2019 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE C[C@@H](c1ccc(cc1O)O)Nc2ccc(c(c2)Cl)F C20429864 RHF 6-31G(d) (6D,7F) C[C@@H](c1ccc(cc1O)O)Nc2ccc(c(c2)Cl)F C01[X(C14H13Cl1F1N1O2)] 90 C1 315 Oc1ccc(c(c1)O)[C@@H](Nc1ccc(c(c1)Cl)F)C Oc1ccc(c(c1)O)[C@@H](Nc1ccc(c(c1)Cl)F)C C[C@H](Nc1ccc(F)c(Cl)c1)c2ccc(O)cc2O InChIKey=GXGVKWGLDPUFBR-QMMMGPOBSA-N InChI=1S/C14H13ClFNO2/c1-8(11-4-3-10(18)7-14(11)19)17-9-2-5-13(16)12(15)6-9/h2-8,17-19H,1H3/t8-/m0/s1 InChI=1/C14H13ClFNO2/c1-8(11-4-3-10(18)7-14(11)19)17-9-2-5-13(16)12(15)6-9/h2-8,17-19H,1H3/t8-/m0/s1 C[C@@H](c1ccc(cc1O)O)Nc2ccc(c(c2)Cl)F C01[X(C14H13Cl1F1N1O2)] 90 C01 315 Oc1ccc(c(c1)O)[C@@H](Nc1ccc(c(c1)Cl)F)C O[C]1[CH][CH][C]([C]([CH]1)O)[C@@H](N[C]1[CH][CH][C]([C]([CH]1)Cl)F)C C[C@H](N[C]1[CH][CH][C](F)[C](Cl)[CH]1)[C]2[CH][CH][C](O)[CH][C]2O InChIKey=GXGVKWGLDPUFBR-QMMMGPOBSA-N InChI=1S/C14H13ClFNO2/c1-8(11-4-3-10(18)7-14(11)19)17-9-2-5-13(16)12(15)6-9/h2-8,17-19H,1H3/t8-/m0/s1 InChI=1/C14H13ClFNO2/c1-8(11-4-3-10(18)7-14(11)19)17-9-2-5-13(16)12(15)6-9/h2-8,17-19H,1H3/t8-/m0/s1 1472.6239699343 -1300.7930153 1-A 8043.7263 73 242 315 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -104.82400 -26.30604 -20.60353 -20.60160 -15.56638 -11.31775 -11.31389 -11.31374 -11.30164 -11.28602 -11.27318 -11.25072 -11.24630 -11.23914 -11.23806 -11.23328 -11.22910 -11.22857 -11.21864 -10.55716 -8.02662 -8.02317 -8.02314 -1.62341 -1.42470 -1.42187 -1.25258 -1.18400 -1.15655 -1.11567 -1.05986 -1.02250 -1.01334 -0.99646 -0.97730 -0.88709 -0.86396 -0.85524 -0.82936 -0.80559 -0.77187 -0.74332 -0.72694 -0.70263 -0.69193 -0.68852 -0.68034 -0.66569 -0.63170 -0.62509 -0.61369 -0.60987 -0.60426 -0.59628 -0.59265 -0.58613 -0.57914 -0.56895 -0.55629 -0.55270 -0.53717 -0.53009 -0.50796 -0.50125 -0.48986 -0.47599 -0.46728 -0.45016 -0.41770 -0.34278 -0.33795 -0.31158 -0.28791 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.12632 0.13899 0.15878 0.16582 0.20272 0.21482 0.21705 0.23091 0.24354 0.25695 0.28043 0.29387 0.30407 0.30861 0.32605 0.33135 0.35024 0.36608 0.37089 0.37883 0.38702 0.40722 0.42006 0.43552 0.44605 0.45403 0.46945 0.48179 0.50240 0.51617 0.53647 0.54962 0.56120 0.58421 0.58685 0.60987 0.63382 0.64189 0.64804 0.68178 0.69371 0.70020 0.71428 0.72959 0.73213 0.74081 0.74449 0.76334 0.78187 0.79390 0.80294 0.80652 0.81590 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281.06188 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| 17.3039 25.1208 37.6264 68.4836 108.6665 152.0497 179.5590 198.4250 233.0992 250.2734 254.6421 288.8174 317.8088 326.9072 343.7976 358.0054 379.1759 397.9305 424.5887 441.9596 495.0702 507.5226 509.5590 535.1119 555.1361 569.5480 590.9544 622.5343 646.9799 665.3114 713.8983 756.4478 772.4725 802.8073 816.4107 826.3867 871.1183 896.7115 922.1176 937.8487 967.5046 975.6565 1032.6420 1062.7114 1068.2547 1074.9674 1146.3399 1156.3749 1168.4953 1203.1297 1211.3196 1226.7216 1252.0274 1281.5917 1301.2620 1331.2292 1340.3589 1372.7253 1387.4246 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0.1309 0.1945 0.3296 0.0615 0.1585 0.2115 0.0872 0.0892 0.3716 0.4601 0.6056 0.3378 0.4609 0.4695 0.7542 0.6106 0.5504 0.7865 0.7079 1.0240 1.2143 0.9639 0.9751 2.1481 1.3657 1.5524 1.6620 1.6801 1.1510 0.8893 0.7423 0.8952 0.8406 1.4633 2.0270 0.8801 0.9354 2.2158 1.5561 1.8104 2.2763 2.0204 3.0419 2.4575 1.9701 1.7342 1.3292 1.6360 2.0696 2.1730 2.2176 1.7918 6.3064 2.9011 2.0669 1.9276 2.0197 2.9215 2.1262 4.9221 1.6861 1.7068 3.0306 3.7444 4.9577 9.9775 11.4979 12.6189 11.9310 6.3011 6.9288 7.0094 6.9771 7.2280 7.2679 7.3084 7.4043 7.4494 7.5384 9.3004 10.6437 10.6504 0.3876 0.0707 0.1075 0.2532 0.6434 1.4949 0.2607 0.1681 0.2669 5.5527 1.4022 0.9181 3.0693 6.4076 10.2068 242.0130 16.7616 12.1929 1.7655 12.5147 6.7551 1.0590 1.0544 64.5360 56.6061 14.1626 41.8668 17.7869 16.5262 2.3350 9.2543 12.4030 0.7327 10.9127 13.6651 24.1823 16.9950 33.6913 49.5103 69.0580 25.6070 5.6391 30.0609 1.5583 1.7108 45.9730 9.0658 13.6126 20.7673 69.9698 45.3903 22.9013 138.7009 51.2832 24.7109 30.0094 246.9799 173.9403 72.5629 30.2541 18.2582 46.8022 98.1233 48.1960 9.2485 27.4287 17.1844 92.6550 5.3148 3.9636 45.8746 559.6213 67.6231 22.7073 102.0284 64.8409 196.9381 20.0365 18.1120 45.5296 22.6436 20.6190 13.6474 8.7034 13.2655 7.8906 3.8754 13.1640 108.0450 94.7328 7.4041 2.5725 1.8788 2.1801 1.3044 0.6156 2.0022 1.0216 0.5229 0.8527 1.2885 0.5595 0.7315 1.3816 1.4975 2.5817 0.7347 5.2060 4.1494 3.6963 0.0851 1.3791 0.8052 4.0665 2.4596 4.9643 2.6939 2.2843 5.0999 0.4180 0.2015 10.8821 1.3492 2.7165 3.1914 32.9238 4.5008 2.4190 2.2429 2.5966 1.0892 9.0737 10.6224 1.0867 0.9429 7.1938 7.6789 5.0570 1.8468 4.5694 4.3533 2.6924 2.1954 0.8050 3.0265 3.0679 0.2770 5.8410 13.2512 1.5986 31.2664 4.3759 3.3404 4.5694 6.0719 5.1832 1.8371 1.8649 17.4709 12.8774 1.3730 20.1876 0.1392 6.5769 7.8043 67.9250 37.9803 100.3057 58.3920 75.0139 32.5552 98.9760 57.8141 96.8365 88.4217 152.3231 51.0463 48.0290 103.9003 85.4043 0.7484 0.7496 0.7499 0.7453 0.5615 0.7390 0.5431 0.5735 0.7044 0.6978 0.4887 0.1704 0.3048 0.6780 0.7080 0.7466 0.3559 0.7183 0.5199 0.0679 0.3566 0.4051 0.6912 0.3189 0.7207 0.1897 0.7500 0.7416 0.7346 0.7468 0.6449 0.2386 0.7195 0.4361 0.7393 0.0910 0.4096 0.4001 0.7191 0.7500 0.4952 0.1280 0.2482 0.7449 0.7498 0.1047 0.4170 0.0775 0.5962 0.6158 0.6913 0.7163 0.1374 0.5497 0.7445 0.5612 0.4404 0.3997 0.1484 0.5653 0.1287 0.2400 0.2350 0.4049 0.4944 0.7443 0.6760 0.2764 0.6995 0.7464 0.4414 0.4724 0.3554 0.4051 0.5847 0.4802 0.5682 0.0232 0.7253 0.7377 0.0700 0.3752 0.4837 0.2969 0.1919 0.2320 0.2329 0.1860 0.3237 0.2571 0.8561 0.8569 0.8571 0.8540 0.7191 0.8499 0.7039 0.7290 0.8266 0.8220 0.6565 0.2912 0.4672 0.8081 0.8290 0.8549 0.5249 0.8361 0.6842 0.1271 0.5258 0.5766 0.8174 0.4836 0.8377 0.3189 0.8571 0.8516 0.8470 0.8550 0.7842 0.3853 0.8368 0.6073 0.8501 0.1668 0.5812 0.5715 0.8366 0.8571 0.6624 0.2269 0.3977 0.8538 0.8570 0.1896 0.5885 0.1439 0.7470 0.7622 0.8174 0.8347 0.2417 0.7095 0.8535 0.7189 0.6115 0.5711 0.2585 0.7223 0.2281 0.3871 0.3806 0.5764 0.6617 0.8534 0.8067 0.4331 0.8232 0.8548 0.6125 0.6416 0.5244 0.5766 0.7380 0.6488 0.7246 0.0454 0.8408 0.8491 0.1309 0.5457 0.6520 0.4578 0.3220 0.3766 0.3778 0.3137 0.4891 0.4090 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 1 6 6 6 6 6 6 8 8 7 6 6 6 6 6 6 17 9 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 12.00000 1.00783 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 15.99491 15.99491 14.00307 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 34.96885 18.99840 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1993.2185 13808.9127 14283.5296 0.99999 0.00289 0.00158 -0.00279 0.99832 -0.05783 -0.00175 0.05783 0.99833 1 0.04345 0.00627 0.00606 0.90544 0.13069 0.12635 24.90 36.14 54.14 98.53 156.35 218.77 258.35 285.49 335.38 360.09 366.37 415.54 457.26 470.35 494.65 515.09 545.55 572.53 610.89 635.88 712.30 730.21 733.14 769.91 798.72 819.45 850.25 895.69 930.86 957.23 1027.14 1088.36 1111.42 1155.06 1174.63 1188.99 1253.34 1290.17 1326.72 1349.36 1392.02 1403.75 1485.74 1529.00 1536.98 1546.64 1649.33 1663.77 1681.20 1731.04 1742.82 1764.98 1801.39 1843.92 1872.23 1915.34 1928.48 1975.05 1996.19 2031.09 2064.00 2075.18 2126.82 2132.94 2184.88 2245.20 2251.08 2340.60 2355.89 2377.16 2410.05 2442.42 2452.12 2574.58 2588.81 2618.69 2632.25 4619.95 4703.47 4725.86 4746.25 4824.58 4838.87 4847.20 4879.07 4888.37 4925.56 5508.99 5920.81 5922.68 0.264097 0.280476 0.281420 0.217857 -1300.528918 -1300.512539 -1300.511595 -1300.575158 2.131913D-04 MUNgauss RevisionA2.1 retrievium 30-Apr-2021 DUDE C[C@@H](c1ccc(cc1O)O)Nc2ccc(c(c2)Cl)F C20429864 RHF 6-31G(d) (6D,10F) C1 281.061885 |X|Y|Z| 27.415158 22.993567 82.239894 37.287210 14 6 7 13 1 |36.858105| |12.424562|36.858105| |8.943733|17.648524|0.500000| |7.439169|12.523710|0.251869|36.858105| |6.376808|7.444630|0.158540|13.786056|36.858105| |4.371772|4.955095|0.117642|7.831927|13.708404|36.858105| |3.683058|4.404754|0.111666|6.792417|7.983116|13.793340|36.858105| |3.846130|5.000985|0.133394|7.843985|6.927417|7.937220|13.720160|36.858105| |4.998758|7.540599|0.202833|13.584490|8.029587|6.881515|7.950893|13.797665|36.858105| |4.530654|6.862393|0.222072|8.106136|5.302303|4.628980|5.240595|8.022199|14.139207|73.516695| |2.932351|3.359342|0.087499|4.588866|5.229050|7.945915|14.131560|8.165975|5.289069|7.194195|73.516695| |7.646274|13.047330|0.257328|7.889672|5.706042|4.204362|3.846053|4.337991|6.020139|10.536786|5.418045|53.358707| |6.026700|7.588592|0.194279|5.095603|4.060078|3.220460|3.015913|3.367867|4.350764|8.245632|4.452679|18.682638|36.858105| |4.501335|5.098053|0.129137|3.963501|3.418361|2.830828|2.652254|2.877548|3.493716|6.450708|4.024257|10.778908|13.620966|36.858105| |3.612142|3.883790|0.103899|3.128896|2.756476|2.354156|2.236255|2.416755|2.852917|5.369210|3.472592|7.056452|7.875430|13.821946|36.858105| |3.481243|3.688869|0.104021|2.932630|2.550975|2.187737|2.099362|2.292734|2.715471|5.251370|3.273871|6.203575|6.820532|7.975692|13.816086|36.858105| |4.048075|4.354418|0.129751|3.301538|2.778837|2.347043|2.260286|2.511341|3.053890|6.072208|3.483866|7.012185|7.896256|6.923004|7.996401|13.847110|36.858105| |5.448402|6.346146|0.194067|4.339534|3.464130|2.820633|2.695182|3.045226|3.890612|7.811235|4.045176|10.628316|13.678704|7.965774|6.891077|7.943044|13.748304|36.858105| |3.337627|3.468121|0.107343|2.764454|2.366355|2.046804|1.996347|2.215149|2.629864|5.281576|3.128449|5.044260|4.756773|4.245537|4.785150|7.060138|10.977476|7.048194|448.794386| |2.842598|2.945045|0.083496|2.437057|2.166930|1.898297|1.833011|1.984423|2.293249|4.413971|2.905409|4.707922|4.622587|5.296157|8.142481|14.344255|8.107973|5.271367|52.028531|97.533100| |17.556936|8.765632|0.212233|6.816336|6.225288|4.430461|3.727617|3.834064|4.821389|7.664543|5.309944|7.565545|4.585381|3.598724|3.021457|2.978187|3.459301|4.422133|24.322531|5.644960|0.500000| |17.576258|8.819761|0.216769|5.464904|4.702934|3.509497|3.075144|3.251346|4.122516|7.109993|4.497552|9.394766|6.516625|4.822336|3.996133|3.984762|4.784553|6.447821|31.366469|7.230529|0.301261|0.500000| |17.555789|8.729204|0.173699|6.604026|6.630442|4.525234|3.639293|3.622535|4.467409|6.951267|5.198043|9.389830|5.460832|4.456696|3.542945|3.286390|3.624834|4.622936|23.804192|6.107686|0.300560|0.303082|0.500000| |7.167320|6.872125|0.143382|8.955972|17.735899|9.003537|5.690701|4.981994|5.678878|7.576428|7.514863|7.405354|4.017351|3.451102|2.789848|2.566220|2.767883|3.411410|18.855384|4.914290|0.192199|0.142974|0.239332|0.500000| |3.827978|4.050399|0.097379|5.603252|8.880400|17.701182|8.897633|5.635878|4.955219|6.523579|12.678421|4.840418|2.833624|2.559818|2.162059|2.006008|2.124748|2.499921|15.002731|3.962148|0.108816|0.087422|0.113909|0.217340|0.500000| |3.228438|4.078791|0.113498|5.591378|4.979848|5.657819|8.946561|17.711767|8.882609|12.819110|13.359599|5.019433|3.006178|2.614218|2.243890|2.149140|2.345083|2.781879|16.899718|4.236655|0.089651|0.078407|0.084292|0.108012|0.124224|0.500000| |3.705191|5.119364|0.160582|6.034925|4.458631|4.187296|5.022678|7.892920|10.015048|35.755190|7.277621|6.359189|3.878987|3.183729|2.724425|2.677711|3.043921|3.737952|21.832087|5.169612|0.099812|0.092836|0.091272|0.101210|0.094291|0.233318|0.500000| |2.815420|3.117958|0.080240|4.140799|4.983555|7.783388|10.020366|6.068782|4.437840|6.168344|35.756008|3.868831|2.357348|2.155920|1.868024|1.755503|1.854916|2.137318|13.386722|3.521223|0.079995|0.067566|0.079509|0.117134|0.228791|0.152654|0.095832|0.500000| |6.669687|9.237300|0.182257|7.393841|6.079202|4.492324|3.977434|4.277135|5.559943|9.001159|5.611891|26.013039|9.504262|7.623192|4.919742|4.094502|4.314859|5.810116|25.622948|7.195618|0.138877|0.161886|0.192762|0.165917|0.106927|0.100076|0.115742|0.082818|0.500000| |4.209101|4.738943|0.115268|3.941152|3.531907|2.956211|2.741550|2.913831|3.455356|6.141111|4.172313|9.881170|8.886393|17.710614|8.972654|5.672311|4.977455|5.653658|27.492265|9.610871|0.094467|0.119166|0.121905|0.099777|0.074900|0.073141|0.085032|0.062494|0.231033|0.500000| |3.087054|3.261163|0.086621|2.742503|2.482691|2.163191|2.057705|2.194093|2.526190|4.688799|3.240405|5.706468|5.608432|8.900139|17.735928|8.995871|5.688805|4.962973|31.755149|16.729570|0.073240|0.093056|0.086091|0.070132|0.055897|0.057003|0.067186|0.048722|0.115802|0.215184|0.500000| |5.860674|6.943443|0.248450|4.644999|3.598963|2.919769|2.814333|3.232914|4.217544|8.755297|4.197519|9.572008|8.850300|5.641308|4.967693|5.680322|9.009234|17.787061|54.490805|9.607147|0.137766|0.191815|0.129062|0.096948|0.071202|0.082032|0.114448|0.061223|0.144090|0.123744|0.107805|0.500000| 1299.501525 -6012.022269 2077.384157 -138.280516 -2773.417103 1472.624076 -1300.793027 2.000994 3D12000000000007 42EC391AB82B0FF7 4278BE568C6BE3EA 412929FFFFFFFFFF 37C5C72F9A2489FF 422BB72FB407FFFF