Version2.4 2021-05-04T13:05:10Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 05-Jun-2019 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE C1CC[C@@H]2[C@@H](C1)N(CCO2)CC(=O)NC(=O)NCC(F)(F)F C51995589 RHF 6-31G(d) (6D,7F) C1CC[C@@H]2[C@@H](C1)N(CCO2)CC(=O)NC(=O)NCC(F)(F)F C01[X(C13H20F3N3O3)] 120 C1 370 O=C(CN1CCO[C@H]2[C@H]1CCCC2)NC(=O)NCC(F)(F)F O=C(CN1CCO[C@H]2[C@H]1CCCC2)NC(=O)NCC(F)(F)F FC(F)(F)CNC(=O)NC(=O)CN1CCO[C@@H]2CCCC[C@@H]12 InChIKey=KDFVWZXXYSGBDF-NXEZZACHSA-N InChI=1S/C13H20F3N3O3/c14-13(15,16)8-17-12(21)18-11(20)7-19-5-6-22-10-4-2-1-3-9(10)19/h9-10H,1-8H2,(H2,17,18,20,21)/t9-,10-/m1/s1 InChI=1/C13H20F3N3O3/c14-13(15,16)8-17-12(21)18-11(20)7-19-5-6-22-10-4-2-1-3-9(10)19/h9-10H,1-8H2,(H2,17,18,20,21)/t9-,10-/m1/s1/f/h17-18H C1CC[C@@H]2[C@@H](C1)N(CCO2)CC(=O)NC(=O)NCC(F)(F)F C01[X(C13H20F3N3O3)] 120 C01 370 O=C(CN1CCO[C@H]2[C@H]1CCCC2)NC(=O)NCC(F)(F)F O=C(CN1CCO[C@H]2[C@H]1CCCC2)NC(=O)NCC(F)(F)F FC(F)(F)CNC(=O)NC(=O)CN1CCO[C@@H]2CCCC[C@@H]12 InChIKey=KDFVWZXXYSGBDF-NXEZZACHSA-N InChI=1S/C13H20F3N3O3/c14-13(15,16)8-17-12(21)18-11(20)7-19-5-6-22-10-4-2-1-3-9(10)19/h9-10H,1-8H2,(H2,17,18,20,21)/t9-,10-/m1/s1 InChI=1/C13H20F3N3O3/c14-13(15,16)8-17-12(21)18-11(20)7-19-5-6-22-10-4-2-1-3-9(10)19/h9-10H,1-8H2,(H2,17,18,20,21)/t9-,10-/m1/s1/f/h17-18H 1891.3199125602 -1190.2262435 1-A 12897.0431 85 285 370 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -26.34649 -26.34597 -26.34319 -20.55514 -20.55246 -20.54429 -15.62198 -15.61461 -15.56314 -11.50621 -11.40573 -11.37213 -11.29878 -11.28006 -11.27239 -11.26573 -11.25944 -11.24434 -11.22958 -11.22686 -11.22261 -11.21640 -1.74371 -1.64190 -1.64033 -1.44113 -1.41202 -1.38842 -1.28481 -1.24851 -1.24178 -1.12139 -1.06306 -1.02955 -1.02134 -1.00990 -0.94363 -0.92013 -0.87192 -0.86750 -0.83776 -0.83324 -0.82575 -0.80820 -0.79270 -0.79005 -0.77848 -0.77217 -0.71836 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10.1413 10.4737 180.1136 21.1317 12.5308 159.5797 18.7433 1.2367 2.0076 10.6961 1.0771 22.9112 20.5472 6.3938 7.0069 56.5916 1.4234 2.1235 19.5100 2.8424 1.7492 1.9703 5.6976 2.1344 0.4057 303.1511 775.7235 93.3562 447.3452 23.1536 30.9212 104.7348 23.9574 25.0165 31.8357 30.7945 45.5338 36.8759 71.1502 81.5789 46.8065 32.5202 65.2069 59.1952 33.0142 18.7742 2.8291 18.2701 53.7943 0.1000 0.1252 0.5542 0.1582 0.2881 0.0492 0.3758 0.3753 0.0791 0.1713 0.2497 1.7759 0.2693 0.0690 0.7111 0.2510 0.6804 0.2487 0.1720 0.1380 0.1318 1.2296 2.4068 2.0794 2.8289 1.0727 1.6292 0.7481 1.7248 4.8564 0.4953 0.5991 0.8516 0.9442 1.1138 1.1295 1.2055 0.0449 4.6006 6.6895 0.4922 10.0503 3.0094 2.2954 2.5093 2.8062 2.5200 0.2289 2.9862 5.0205 0.7277 5.0574 5.8522 3.8628 4.4130 8.0474 1.1151 7.8104 1.9751 2.1277 2.5047 4.2006 4.2177 10.6123 3.0406 5.3344 1.1864 8.0323 3.5128 2.5727 13.7565 0.6768 5.7537 3.8554 11.9486 20.0075 3.0221 0.8045 1.8417 0.1993 2.0060 1.8471 1.2382 5.1508 10.2914 7.1124 0.6350 6.2630 11.7064 9.5024 16.9027 12.4432 5.7376 4.8558 1.8763 7.5432 1.7579 6.9608 2.3399 10.1783 15.2253 30.0169 118.8660 13.7590 103.2319 47.8166 22.0316 140.0502 36.1075 145.0542 94.8297 81.7972 100.7074 83.2700 118.4908 64.4841 81.9999 30.0787 16.7583 53.0281 0.7481 0.7487 0.7417 0.7335 0.7498 0.7348 0.6842 0.7474 0.6386 0.7348 0.2783 0.1756 0.6879 0.7180 0.6595 0.7470 0.3408 0.2421 0.7279 0.7081 0.6000 0.3250 0.6626 0.2544 0.6924 0.7488 0.2029 0.2773 0.6397 0.1571 0.7478 0.2243 0.4242 0.4548 0.4432 0.6412 0.4616 0.7466 0.2579 0.1140 0.5232 0.0742 0.0772 0.4980 0.6032 0.5631 0.3480 0.6257 0.2833 0.1274 0.7472 0.6629 0.3616 0.6893 0.7122 0.7109 0.7481 0.1952 0.5832 0.6819 0.3385 0.0611 0.4622 0.6646 0.5708 0.7299 0.6614 0.7499 0.6447 0.7000 0.7487 0.7469 0.6925 0.7133 0.7438 0.6942 0.7452 0.7238 0.6862 0.7011 0.7391 0.6938 0.7037 0.5569 0.7042 0.7497 0.2961 0.7017 0.7414 0.7272 0.7500 0.7462 0.7310 0.7500 0.4024 0.7316 0.6850 0.6666 0.3759 0.2658 0.4758 0.2171 0.2155 0.3797 0.2460 0.3878 0.3945 0.1983 0.3760 0.1894 0.4549 0.4731 0.1966 0.4203 0.4253 0.1788 0.2778 0.5099 0.2759 0.1702 0.8559 0.8563 0.8517 0.8463 0.8570 0.8471 0.8125 0.8554 0.7795 0.8471 0.4355 0.2987 0.8151 0.8359 0.7948 0.8552 0.5083 0.3898 0.8425 0.8291 0.7500 0.4906 0.7971 0.4056 0.8183 0.8564 0.3374 0.4341 0.7803 0.2716 0.8557 0.3664 0.5957 0.6252 0.6141 0.7814 0.6317 0.8549 0.4100 0.2047 0.6870 0.1381 0.1433 0.6649 0.7525 0.7205 0.5163 0.7697 0.4415 0.2260 0.8553 0.7973 0.5312 0.8161 0.8319 0.8311 0.8559 0.3267 0.7368 0.8108 0.5058 0.1151 0.6322 0.7985 0.7268 0.8439 0.7962 0.8571 0.7840 0.8235 0.8563 0.8551 0.8183 0.8327 0.8531 0.8195 0.8540 0.8398 0.8139 0.8243 0.8500 0.8192 0.8261 0.7154 0.8264 0.8570 0.4569 0.8247 0.8515 0.8421 0.8571 0.8546 0.8446 0.8571 0.5738 0.8450 0.8131 0.7999 0.5464 0.4200 0.6448 0.3567 0.3545 0.5504 0.3949 0.5589 0.5658 0.3310 0.5465 0.3185 0.6254 0.6424 0.3286 0.5918 0.5968 0.3033 0.4348 0.6755 0.4325 0.2909 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 34 35 36 37 38 39 40 41 42 6 6 6 6 1 6 1 6 7 6 6 8 6 6 8 7 6 8 7 6 6 9 9 9 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 12.00000 1.00783 12.00000 1.00783 12.00000 14.00307 12.00000 12.00000 15.99491 12.00000 12.00000 15.99491 14.00307 12.00000 15.99491 14.00307 12.00000 12.00000 18.99840 18.99840 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 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 2447.6296 22084.7705 23436.5274 0.99995 0.00902 0.00460 -0.00891 0.99968 -0.02364 -0.00481 0.02359 0.99971 1 0.03539 0.00392 0.00370 0.73734 0.08172 0.07701 14.21 30.60 38.69 48.80 74.31 94.89 111.60 150.73 167.05 225.46 253.20 257.29 328.21 374.25 398.07 442.81 469.23 473.51 512.54 558.06 580.43 588.01 627.27 631.49 672.17 696.93 730.67 757.92 792.11 812.24 830.65 852.89 880.98 911.04 966.01 1027.43 1104.55 1194.02 1225.12 1256.48 1311.97 1323.89 1337.28 1354.91 1402.96 1448.75 1456.28 1457.85 1508.30 1523.48 1588.64 1593.67 1622.13 1640.23 1671.08 1679.31 1713.57 1741.49 1770.36 1795.54 1831.82 1841.59 1847.23 1885.52 1903.05 1905.44 1940.31 1949.14 1960.64 1988.52 1996.35 2031.66 2066.84 2070.46 2087.60 2094.12 2120.54 2123.22 2146.52 2179.15 2194.04 2212.52 2224.44 2233.19 2261.98 2267.98 2279.10 2289.74 2349.47 2352.68 2354.64 2357.27 2366.22 2373.30 2385.09 2389.87 2434.29 2470.33 2861.24 2982.56 4459.37 4472.86 4493.81 4549.87 4588.89 4594.09 4612.74 4614.90 4617.42 4658.38 4664.15 4678.40 4680.24 4691.64 4728.64 4745.15 4765.13 4832.68 5557.11 5574.02 0.372564 0.392334 0.393278 0.319471 -1189.853680 -1189.833909 -1189.832965 -1189.906772 2.475499D-04 MUNgauss RevisionA2.1 retrievium 04-May-2021 DUDE C1CC[C@@H]2[C@@H](C1)N(CCO2)CC(=O)NC(=O)NCC(F)(F)F C51995589 RHF 6-31G(d) (6D,10F) C1 323.145676 |X|Y|Z| 34.135814 20.159148 106.420764 41.837874 10 6 7 8 8 1 1 |36.858105| |12.459543|36.858105| |7.572509|12.463540|36.858105| |6.520922|7.583683|12.528039|36.858105| |5.844446|6.935897|8.884012|17.463885|0.500000| |7.504973|6.381810|7.513648|12.404318|0.248467|36.858105| |6.885021|5.742654|6.949854|8.909628|0.175037|17.381989|0.500000| |12.420240|7.494776|6.469544|7.642377|0.196229|12.408441|0.245831|36.858105| |4.935639|4.397519|5.016043|7.839113|0.199942|12.985625|0.250421|7.576643|53.358707| |3.853343|3.706154|4.536857|6.820021|0.168343|7.905192|0.197454|5.012619|17.768028|36.858105| |3.738777|3.944273|5.233177|8.207056|0.207122|6.720511|0.164320|4.497435|10.615510|12.582661|36.858105| |4.519345|5.118552|8.061716|13.618374|0.260218|7.856455|0.197991|5.086990|9.217038|7.958315|13.620093|73.516695| |4.292774|3.605198|3.823787|5.064420|0.132821|7.762225|0.190778|6.365078|18.047305|7.987617|5.117777|8.100916|36.858105| |3.310867|2.917070|3.058568|3.913265|0.109335|5.032512|0.124632|4.496903|10.480469|6.261184|4.386950|6.575355|12.468240|36.858105| |3.039439|2.791178|2.960770|3.829065|0.111473|4.529083|0.109470|4.008966|9.280010|6.144381|4.611632|6.595309|7.904327|16.115410|73.516695| |2.903265|2.526791|2.587976|3.127469|0.086373|3.932040|0.102899|3.743270|7.028086|4.466720|3.367340|5.275959|7.896763|13.657936|14.890616|53.358707| |2.404288|2.146660|2.196369|2.592962|0.072428|3.083003|0.081453|2.959601|5.253367|3.575597|2.854971|4.466826|5.072435|7.659881|11.724472|18.614240|36.858105| |2.209921|2.021000|2.093182|2.478877|0.069920|2.849327|0.074873|2.683203|4.876455|3.481384|2.844365|4.360109|4.375055|6.537793|11.844245|11.323865|16.040800|73.516695| |2.226607|1.972663|1.985664|2.278411|0.063282|2.693103|0.072401|2.667767|4.341688|2.934899|2.414934|3.893452|4.090729|5.263777|8.101940|11.345994|13.884599|15.002122|53.358707| |1.909893|1.722062|1.733685|1.959947|0.054689|2.248262|0.060678|2.227689|3.543223|2.460905|2.091597|3.385667|3.151178|3.889846|6.429328|7.121248|7.799726|12.202788|18.039409|36.858105| |1.770663|1.597163|1.609687|1.792631|0.049426|2.048376|0.056348|2.025509|3.153729|2.219494|1.901010|3.116268|2.770857|3.219475|5.257865|5.661071|5.356527|8.542356|10.708068|12.627918|36.858105| |1.816588|1.619570|1.614368|1.779040|0.048833|2.049873|0.056749|2.062999|3.095860|2.141066|1.837040|3.058207|2.735652|3.061228|4.893438|5.368743|4.646516|7.060421|9.315166|8.139660|14.339566|97.533100| |1.583149|1.444153|1.454057|1.605541|0.044463|1.802702|0.049512|1.786124|2.743919|1.949366|1.703674|2.802681|2.343019|2.688032|4.517162|4.480303|4.102816|7.001933|7.249531|8.189268|14.412843|20.051914|97.533100| |1.771927|1.603975|1.636699|1.827092|0.049877|2.089147|0.058185|2.024441|3.230069|2.322964|1.973101|3.218188|2.837709|3.256750|5.282747|5.653582|5.188297|8.474792|9.095181|8.100416|14.451960|20.103231|20.072204|97.533100| |17.501827|8.864958|6.791423|5.686377|0.133654|6.772487|0.203703|8.854775|6.194716|3.708324|3.533464|7.619080|4.109645|3.135252|5.037557|3.824596|2.332364|3.795428|2.969198|1.873781|1.761262|4.088692|3.537564|3.999097|0.500000| |17.539356|8.812995|5.504838|4.886667|0.130687|5.486432|0.140768|8.848724|5.569974|3.249370|3.140863|6.462418|3.766420|3.037742|4.977036|3.725964|2.299629|3.744620|2.946618|1.869029|1.734198|4.035413|3.503211|3.864689|0.303644|0.500000| |8.854941|17.504412|8.852116|6.810281|0.204482|5.578085|0.131764|6.719168|5.694239|3.513381|3.801943|8.365054|3.433918|2.878858|5.005012|3.377598|2.128270|3.587276|2.654494|1.710808|1.573366|3.575928|3.214524|3.529050|0.173933|0.215359|0.500000| |8.819985|17.544013|8.821505|5.514292|0.141097|4.812440|0.128938|5.474346|4.839839|3.120711|3.321980|7.501409|3.039063|2.518312|4.288155|3.040403|1.928171|3.235496|2.442933|1.583656|1.482906|3.396572|3.035273|3.352322|0.215886|0.210700|0.303513|0.500000| |5.497433|8.779649|17.562494|8.942084|0.214708|5.503927|0.142269|4.853985|5.689421|4.004980|4.921214|13.184616|3.256280|2.724401|4.800948|3.161404|2.011609|3.454330|2.478991|1.610395|1.497099|3.361647|3.067418|3.424155|0.139114|0.123103|0.214487|0.209634|0.500000| |6.779079|8.811962|17.522236|8.920005|0.174299|6.831821|0.207868|5.682402|6.323783|4.377422|4.851459|13.036978|3.689663|2.918551|4.935511|3.423551|2.137528|3.607465|2.650253|1.701912|1.597995|3.618317|3.244251|3.684733|0.198704|0.138932|0.173339|0.213797|0.303242|0.500000| |8.930266|5.507899|4.855258|5.518426|0.142835|8.750421|0.211724|17.573992|9.203178|4.562123|3.873327|7.396820|6.945808|4.786573|7.184258|5.683439|3.219975|5.039686|4.017756|2.419836|2.204879|5.124151|4.325136|4.936422|0.217787|0.216179|0.139187|0.123854|0.106956|0.127307|0.500000| |8.794594|6.717825|5.677333|6.918166|0.211317|8.868598|0.173779|17.517603|9.541771|4.696430|4.357076|8.376188|5.867074|4.562828|7.549267|5.085917|2.997899|4.881611|3.649265|2.250730|2.014563|4.586368|4.018525|4.477043|0.173331|0.214048|0.196158|0.138145|0.127200|0.131519|0.303374|0.500000| |3.699567|3.509171|4.319168|5.896929|0.137121|7.035882|0.210511|4.585473|12.282837|17.403656|8.914507|12.597515|7.075828|5.372225|8.800411|5.703552|3.386565|5.788593|3.877102|2.397542|2.211316|4.828363|4.359572|5.292859|0.103559|0.086465|0.089665|0.084074|0.105262|0.123398|0.120048|0.113780|0.500000| |3.251810|3.121932|3.654132|5.076180|0.135638|5.700539|0.143970|4.153978|12.463582|17.636296|8.943465|10.215764|7.390893|7.186953|13.784080|6.732913|4.050543|7.267187|4.350489|2.681203|2.382285|5.071102|4.698413|5.637429|0.086686|0.078863|0.084214|0.074525|0.092562|0.097592|0.109079|0.112776|0.300085|0.500000| |3.155005|3.345585|4.362279|5.888874|0.149664|5.018690|0.132810|3.625381|7.668773|8.870600|17.604986|16.895688|4.211733|3.782230|7.098343|4.120197|2.643851|4.757540|3.068335|1.983284|1.821413|3.937116|3.698986|4.293801|0.084855|0.075119|0.089306|0.081187|0.118873|0.117541|0.089621|0.097160|0.218048|0.211422|0.500000| |3.558232|3.811202|4.797454|7.297223|0.223855|5.842011|0.135070|4.301334|9.483169|8.893294|17.518307|16.544470|4.739352|4.349423|8.645175|4.500173|2.848319|5.119262|3.260626|2.088774|1.874604|4.057372|3.801627|4.327949|0.090574|0.085026|0.107106|0.088893|0.129809|0.117487|0.102321|0.123250|0.174212|0.218141|0.300191|0.500000| |3.915141|3.302376|3.557748|4.486926|0.112788|6.576768|0.189546|5.306507|12.245187|7.323338|4.697949|7.572642|17.382543|8.912567|10.849689|9.949906|4.896400|7.453093|5.550292|3.150079|2.860094|6.385554|5.393171|6.779288|0.109776|0.095433|0.085335|0.079320|0.084570|0.099561|0.164211|0.129510|0.216100|0.188020|0.113009|0.115486|0.500000| |4.811578|3.785144|3.774057|4.732661|0.126133|7.344328|0.179509|7.524262|12.488423|5.734522|4.220448|7.140049|17.618127|9.077890|11.145297|9.921901|4.775824|7.088117|5.573801|3.134812|2.762360|6.299520|5.250957|6.222325|0.126253|0.120493|0.100334|0.088551|0.088272|0.100508|0.267888|0.190707|0.146491|0.146321|0.097878|0.111581|0.303398|0.500000| |3.015687|2.561944|2.595518|3.072595|0.083175|3.958691|0.106915|3.856686|6.687941|4.175930|3.169218|5.125985|7.756282|9.304833|10.844585|26.040861|9.342765|10.905409|10.793548|4.973950|4.221851|9.503618|7.394087|9.560830|0.082565|0.079299|0.068919|0.063285|0.064066|0.071031|0.124612|0.103568|0.113436|0.121999|0.079357|0.084723|0.221818|0.219248|0.500000| |2.346473|2.044704|2.028419|2.306341|0.063901|2.762377|0.074412|2.811377|4.357034|2.861373|2.362272|3.876573|4.159198|5.043163|7.522921|10.671619|9.330239|10.919431|26.059766|9.130041|6.785827|15.948399|10.757136|12.741902|0.063956|0.063999|0.056030|0.051728|0.051337|0.055286|0.088356|0.078199|0.077403|0.084368|0.060731|0.064900|0.114719|0.121575|0.237524|0.500000| |1.849900|1.670304|1.663751|1.866374|0.052501|2.123335|0.056901|2.141746|3.299237|2.265035|1.957404|3.196301|2.882623|3.497766|5.886107|6.120499|6.122142|9.862606|12.348196|17.575439|9.034503|16.328559|16.974456|13.204269|0.050116|0.050811|0.046411|0.042790|0.043061|0.045136|0.064535|0.060750|0.060812|0.067849|0.051382|0.054780|0.078550|0.081256|0.119398|0.218591|0.500000| |1.836051|1.677217|1.705708|1.939657|0.054327|2.195368|0.059041|2.140055|3.498449|2.484445|2.123189|3.392417|3.049574|3.844597|6.616816|6.706389|7.619726|14.478976|12.609936|17.677041|8.987749|13.194916|16.390751|16.513973|0.049899|0.049599|0.046419|0.042808|0.044293|0.046421|0.063565|0.060311|0.066879|0.076560|0.056385|0.059211|0.084354|0.082152|0.123967|0.180470|0.301262|0.500000| 1188.514639 -6584.394984 2464.241985 -149.907949 -3081.546308 1891.320049 -1190.226259 2.001440 3D1A40000000001C 43477C4D66D1DBA5 42D1AEE8F6137834 41015A5800000000 4026000000000000 4190A5EC43FFFFFE