Version2.4 2021-04-30T21:00:26Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 27-Oct-2018 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE C[C@H](c1ccccc1F)N[C@H]2CCCCC[C@@H]2C#N C54826997 RHF 6-31G(d) (6D,7F) C[C@H](c1ccccc1F)N[C@H]2CCCCC[C@@H]2C#N C01[X(C16H21F1N2)] 114 C1 327 N#C[C@H]1CCCCC[C@@H]1N[C@@H](c1ccccc1F)C N#C[C@H]1CCCCC[C@@H]1N[C@@H](c1ccccc1F)C C[C@@H](N[C@H]1CCCCC[C@@H]1C#N)c2ccccc2F InChIKey=IQMSKAGYQFEJQB-IOASZLSFSA-N InChI=1S/C16H21FN2/c1-12(14-8-5-6-9-15(14)17)19-16-10-4-2-3-7-13(16)11-18/h5-6,8-9,12-13,16,19H,2-4,7,10H2,1H3/t12-,13-,16+/m1/s1 InChI=1/C16H21FN2/c1-12(14-8-5-6-9-15(14)17)19-16-10-4-2-3-7-13(16)11-18/h5-6,8-9,12-13,16,19H,2-4,7,10H2,1H3/t12-,13-,16+/m1/s1 C[C@H](c1ccccc1F)N[C@H]2CCCCC[C@@H]2C#N C01[X(C16H21F1N2)] 114 C01 327 N#C[C@H]1CCCCC[C@@H]1N[C@@H](c1ccccc1F)C N#C[C@H]1CCCCC[C@@H]1N[C@@H]([C]1[CH][CH][CH][CH][C]1F)C C[C@@H](N[C@H]1CCCCC[C@@H]1C#N)[C]2[CH][CH][CH][CH][C]2F InChIKey=IQMSKAGYQFEJQB-IOASZLSFSA-N InChI=1S/C16H21FN2/c1-12(14-8-5-6-9-15(14)17)19-16-10-4-2-3-7-13(16)11-18/h5-6,8-9,12-13,16,19H,2-4,7,10H2,1H3/t12-,13-,16+/m1/s1 InChI=1/C16H21FN2/c1-12(14-8-5-6-9-15(14)17)19-16-10-4-2-3-7-13(16)11-18/h5-6,8-9,12-13,16,19H,2-4,7,10H2,1H3/t12-,13-,16+/m1/s1 1461.9106095462 -826.4452421 1-A 5412.4634 70 257 327 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -26.30708 -15.55263 -15.55212 -11.31743 -11.27505 -11.27449 -11.26793 -11.25750 -11.24074 -11.23784 -11.23668 -11.23283 -11.23215 -11.23138 -11.23036 -11.22986 -11.22967 -11.22679 -11.21884 -1.62265 -1.23860 -1.21018 -1.15956 -1.12389 -1.06577 -1.05720 -1.02259 -1.01487 -0.98284 -0.92308 -0.89148 -0.87146 -0.83831 -0.80774 -0.80003 -0.78484 -0.73419 -0.70594 -0.70276 -0.68820 -0.67211 -0.65775 -0.64649 -0.64343 -0.61716 -0.61076 -0.60675 -0.60126 -0.59040 -0.58443 -0.55836 -0.55185 -0.54685 -0.54395 -0.53364 -0.52661 -0.52149 -0.50606 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1.3335 2.3122 1.5754 1.9173 1.3271 2.0705 1.9995 1.9560 2.1650 2.5552 2.1832 2.4232 2.3976 1.7350 2.9712 1.7107 1.6974 1.5809 1.5325 1.2854 2.7869 1.3012 1.5266 1.2124 1.2169 1.2039 1.1705 1.3201 1.3172 1.3700 1.4079 1.4104 1.4920 1.4415 1.4559 1.2765 2.1724 1.0835 1.0698 1.0936 1.0819 1.0854 1.0989 1.1037 2.2221 1.3510 5.9621 6.3458 12.7017 1.0734 1.0689 1.0657 1.0611 1.0657 1.0634 1.0787 1.0760 1.0953 1.1019 1.0906 1.0885 1.0936 1.1019 1.0970 1.1043 1.0882 1.0936 1.0966 1.0942 1.0751 0.0022 0.0026 0.0056 0.0137 0.0125 0.0309 0.0624 0.0545 0.0958 0.0642 0.0984 0.1437 0.0702 0.1237 0.2211 0.1530 0.2885 0.2540 0.4100 0.4433 0.3965 0.4562 0.3872 0.8486 0.8496 1.0933 0.8462 0.9020 1.0299 0.8120 0.7258 0.7647 1.5848 0.8953 0.9972 0.5535 2.7852 0.7417 0.9328 1.5054 0.7883 1.2576 1.4585 1.7630 0.9340 1.6331 1.1213 1.4077 0.9963 1.5768 1.5486 1.5845 1.7973 2.1618 1.8860 2.1112 2.1291 1.6128 2.7889 1.6989 1.7354 1.6524 1.6422 1.3828 3.1072 1.5106 1.8066 1.4407 1.5134 1.5093 1.4865 1.7519 1.7715 1.8809 1.9503 1.9766 2.0930 2.0352 2.0649 1.8343 3.3723 1.7014 1.6839 1.7281 1.7181 1.7243 1.7591 1.7869 3.6431 2.2401 11.2439 12.3595 50.7743 6.3723 6.4023 6.3883 6.3936 6.4335 6.4315 6.5704 6.5761 6.7279 6.7874 6.7440 6.7450 6.8259 6.9226 6.9023 7.0645 7.2667 7.3774 7.4612 7.5080 8.9510 1.9908 0.5311 0.6938 2.5274 0.9075 1.0956 3.6102 0.6728 4.1244 0.0961 2.3397 4.4012 0.9209 4.3133 1.1836 1.0717 0.7919 3.9973 1.7847 2.4614 0.2958 3.3344 2.0195 8.7723 2.7873 3.1675 0.6299 5.8587 3.6746 11.4980 42.1348 2.2053 2.2165 13.9138 11.5803 77.0902 18.6466 4.4831 1.4482 7.0752 0.5585 2.4449 2.3328 12.5473 5.6188 0.3656 1.8036 1.7313 3.4502 2.6829 1.2113 3.8466 8.3975 7.0068 4.0981 1.0277 5.6106 10.3031 63.4250 6.3119 8.2112 8.1412 6.0037 7.1952 46.3621 1.6423 21.6564 5.4916 3.0815 0.2435 0.5096 5.4396 4.0439 1.9005 33.0100 2.3399 0.3639 20.0973 1.0880 6.9262 20.9859 1.7692 3.6745 1.9341 8.9394 5.9618 9.1964 2.0486 65.3194 20.9626 23.1693 13.0154 18.9294 21.2489 19.3480 22.3613 25.7926 11.1498 35.6223 10.1712 3.5952 84.6226 49.2944 91.2244 16.2568 20.9431 91.3057 43.0942 25.7300 4.0325 21.5546 12.3527 2.0303 1.0143 2.0361 3.5031 1.2639 0.6958 0.4281 3.0393 2.7169 1.3302 0.5331 1.0199 1.8529 1.9656 1.3813 2.1697 2.3694 0.5958 2.1665 1.0247 1.8882 3.2538 1.9110 2.0437 1.0810 1.3173 2.9236 4.8551 1.8934 0.9660 4.6934 1.3007 5.0807 12.1613 0.3064 14.7912 2.5542 0.9271 5.0879 2.4709 2.1280 2.4370 2.7835 2.2521 3.1100 2.1087 0.6650 8.4347 2.5619 8.5483 1.3814 12.5222 7.0988 1.6832 3.9517 0.8677 2.5258 5.4050 2.5184 1.9420 7.1893 1.4201 2.6590 1.6094 1.9105 4.0700 14.1675 4.6868 5.8401 13.6371 7.5890 7.1866 9.7277 2.5532 2.8335 4.0652 2.8392 9.4964 3.4291 1.4952 4.2409 2.6997 1.1427 18.0508 21.1961 11.0357 13.5411 8.1069 2.9523 4.3190 2.4678 1.0993 6.1060 24.3877 55.9420 51.1545 62.4032 50.2327 54.6633 42.7287 90.5997 27.7494 166.1017 104.5571 48.3348 127.4154 115.6515 75.2363 29.5399 66.0969 53.3803 60.7619 98.6171 154.2330 83.2322 62.5714 0.7498 0.7329 0.7385 0.7412 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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 3465.82205 7227.40721 7887.71384 0.99938 0.03183 0.01495 -0.03065 0.99682 -0.07352 -0.01724 0.07301 0.99718 1 0.02499 0.01198 0.01098 0.52073 0.24971 0.22880 38.77 41.08 70.34 96.05 121.99 171.42 227.30 234.67 279.28 294.99 347.46 375.92 396.17 431.25 456.54 490.57 514.73 587.04 612.75 653.59 681.37 778.06 780.75 802.19 814.13 853.32 865.94 892.88 924.57 960.14 1111.64 1162.04 1180.89 1195.86 1230.00 1244.27 1296.83 1319.04 1365.23 1399.83 1419.48 1455.33 1491.18 1516.96 1568.75 1575.30 1581.36 1606.09 1624.05 1635.76 1649.59 1687.05 1707.84 1724.10 1742.16 1749.60 1766.36 1807.23 1816.03 1867.96 1895.25 1916.30 1940.34 1944.15 1979.23 2019.61 2039.10 2043.28 2090.31 2098.76 2112.41 2159.35 2173.76 2196.32 2206.17 2218.98 2220.11 2227.25 2232.24 2246.95 2335.41 2348.85 2351.65 2356.33 2362.11 2362.55 2371.59 2385.05 2400.09 2413.60 2574.11 2615.92 3747.65 4567.15 4587.34 4589.26 4601.18 4605.46 4609.73 4626.01 4633.93 4645.62 4652.19 4661.24 4666.10 4682.93 4698.17 4701.79 4740.87 4843.85 4868.45 4889.30 4909.91 5408.55 0.370623 0.387453 0.388397 0.324609 -826.074619 -826.057789 -826.056845 -826.120633 2.139460D-04 MUNgauss RevisionA2.1 retrievium 30-Apr-2021 DUDE C[C@H](c1ccccc1F)N[C@H]2CCCCC[C@@H]2C#N C54826997 RHF 6-31G(d) (6D,10F) C1 260.168877 |X|Y|Z| 34.876005 30.187427 57.313434 39.222604 15 6 7 14 1 |36.858105| |12.441736|36.858105| |8.953320|17.530824|0.500000| |7.592371|12.506674|0.249537|36.858105| |5.747143|7.457511|0.156368|13.688574|36.858105| |4.207682|4.975146|0.116948|7.872571|13.751754|36.858105| |3.775388|4.404499|0.111167|6.797227|7.932849|13.745821|36.858105| |4.169972|4.988592|0.133167|7.836042|6.877272|7.947996|13.766703|36.858105| |5.666555|7.534199|0.203131|13.770890|8.060412|6.967743|8.020176|13.822196|36.858105| |5.416952|6.770537|0.222526|8.128014|5.306474|4.677979|5.313171|8.190746|14.233299|97.533100| |7.835616|13.071804|0.250375|7.759282|6.565161|4.475454|3.765351|3.942946|5.179335|10.421308|53.358707| |5.059925|7.682429|0.198274|6.067378|5.383452|4.047542|3.519974|3.681819|4.615009|9.538111|17.819432|36.858105| |4.704485|7.421051|0.197993|7.012799|6.120922|4.667723|4.115842|4.347641|5.466893|10.871147|12.652248|17.572552|0.500000| |4.394728|5.950886|0.183113|4.562168|3.896601|3.145071|2.896997|3.132768|3.875086|8.798622|10.455127|12.350421|0.244189|36.858105| |3.312354|4.240452|0.131285|3.662235|3.238832|2.773222|2.630088|2.835852|3.339101|7.687330|6.687374|7.234646|0.187785|12.437606|36.858105| |2.803560|3.466584|0.100786|3.154825|2.966607|2.606549|2.438048|2.534459|2.863379|6.352441|5.632681|5.960547|0.157407|7.304682|12.435592|36.858105| |2.798366|3.524544|0.098593|3.406447|3.345484|2.981851|2.743566|2.772545|3.062341|6.508862|5.761638|6.195542|0.181215|5.896643|7.449364|12.424757|36.858105| |3.063604|3.853588|0.101549|3.733053|3.874393|3.360459|2.935042|2.867242|3.176042|6.494026|6.794791|7.254630|0.197354|5.653391|5.635488|7.303268|12.406792|36.858105| |3.894491|5.029735|0.126728|4.465608|4.533116|3.629366|3.082912|3.054364|3.548674|7.230057|10.504540|12.253182|0.245590|7.502956|5.886554|6.234593|7.241972|12.296470|36.858105| |3.630621|4.406889|0.114219|3.756297|3.726127|3.052592|2.651724|2.656161|3.072621|6.465377|8.874295|8.862255|0.176299|7.440529|5.848444|6.344802|6.296169|8.838314|17.542351|0.500000| |3.937987|4.764674|0.112405|4.464333|5.031063|3.995385|3.211437|3.041968|3.446816|6.771675|9.601344|7.548847|0.177054|5.011238|4.065238|4.234883|4.949112|7.828031|12.879985|0.258073|36.858105| |3.681749|4.174171|0.097564|4.081804|4.881466|4.018725|3.155922|2.900635|3.195058|6.210086|7.616935|5.368805|0.134776|3.903928|3.274613|3.398883|3.920052|5.646852|7.290699|0.172103|16.774609|53.358707| |17.581465|8.805852|0.214738|6.983263|5.200786|4.084396|3.871128|4.453159|6.039172|13.768387|7.678738|4.139416|0.112284|3.741109|2.971146|2.521317|2.519346|2.692451|3.264984|0.084666|3.279877|4.238198|0.500000| |17.569506|8.804416|0.174296|6.844420|6.096496|4.430816|3.785086|3.937287|4.992213|10.044290|9.705040|4.634331|0.119464|3.862123|2.983232|2.624230|2.674063|3.015790|3.839623|0.099163|4.158184|5.535377|0.300591|0.500000| |17.522383|8.782076|0.214981|5.507988|4.437746|3.424924|3.123612|3.427457|4.447587|10.161839|9.589597|4.803571|0.118401|4.520650|3.355472|2.810891|2.716327|2.940574|3.766453|0.101917|3.711765|4.678244|0.301448|0.300241|0.500000| |5.663268|6.940603|0.141957|8.956577|17.751244|8.922061|5.646814|4.956897|5.707549|9.605097|9.977114|5.720210|0.166636|3.979304|3.239912|3.036503|3.436494|4.208432|5.183234|0.117124|6.425908|8.883576|0.133581|0.180018|0.125574|0.500000| |3.590669|4.065482|0.096768|5.623675|8.932659|17.724092|8.906579|5.648710|5.001569|8.327548|5.298560|3.588030|0.111611|2.820198|2.524004|2.438528|2.818595|3.236268|3.417914|0.080569|3.915293|5.613221|0.095906|0.107886|0.083768|0.215596|0.500000| |3.132337|3.527715|0.091035|4.912763|5.639782|8.896691|17.720200|8.934720|5.683211|9.623316|4.247114|2.978526|0.095088|2.516706|2.338598|2.205097|2.483029|2.630210|2.693689|0.065281|2.812601|3.813180|0.089668|0.087882|0.074063|0.124077|0.214158|0.500000| |3.563168|4.096855|0.114585|5.623420|4.956516|5.629450|8.837249|17.737541|8.978857|16.879882|4.510417|3.165626|0.102109|2.813424|2.616803|2.340365|2.525222|2.547737|2.664859|0.065560|2.618899|3.402838|0.107851|0.092623|0.084169|0.107630|0.123638|0.212741|0.500000| |7.754268|9.378663|0.207460|5.777197|5.067221|3.707240|3.190530|3.337284|4.238998|8.970852|25.893714|9.365513|0.183249|7.339471|4.638572|3.924368|3.819452|4.442596|6.819513|0.183947|6.339032|7.089375|0.151197|0.198069|0.227027|0.158770|0.092321|0.075345|0.080142|0.500000| |4.954141|6.751256|0.240173|4.856941|3.889077|3.136256|2.960629|3.317344|4.248060|10.229801|9.993323|8.894030|0.206677|17.554605|8.964954|5.443714|4.596044|4.380096|5.509832|0.149390|4.178757|4.660855|0.118929|0.114233|0.144258|0.106672|0.076765|0.071006|0.083437|0.197422|0.500000| |4.169293|5.124716|0.149910|3.900734|3.454311|2.814732|2.570259|2.731630|3.306256|7.487588|9.325594|8.889196|0.173969|17.480047|8.845759|6.504576|5.083402|5.145238|7.096687|0.233804|4.948453|5.308718|0.097479|0.104158|0.125110|0.101017|0.071511|0.062793|0.068628|0.211458|0.304661|0.500000| |3.256384|4.249601|0.135422|3.850011|3.342202|2.912379|2.832483|3.116333|3.658015|8.553864|6.238000|6.466676|0.193988|8.868740|17.507709|8.908166|6.967984|5.103734|5.054124|0.130687|3.702933|4.152274|0.083093|0.080824|0.089374|0.089894|0.072695|0.069883|0.080622|0.115509|0.220706|0.174154|0.500000| |3.049183|3.710172|0.116607|3.174899|2.802404|2.433139|2.336913|2.534608|2.958316|7.000162|5.635220|5.408108|0.138729|8.954144|17.528978|8.873586|5.482421|4.374051|4.602188|0.133988|3.412648|3.863980|0.077068|0.075977|0.088012|0.077784|0.061888|0.058338|0.066055|0.113648|0.218588|0.219891|0.304616|0.500000| |2.459976|2.966458|0.087185|2.754781|2.594100|2.336994|2.228220|2.323718|2.576382|5.797212|4.605997|4.514971|0.124015|5.443497|8.941046|17.539731|8.897738|5.476196|4.622352|0.130667|3.436907|3.909101|0.062637|0.064016|0.068626|0.072823|0.061064|0.056756|0.060631|0.089908|0.124517|0.138459|0.214174|0.222635|0.500000| |2.728035|3.270305|0.093181|2.918589|2.784810|2.435130|2.249616|2.313674|2.609427|5.767884|5.464982|5.506553|0.135432|6.684406|8.780759|17.496517|8.772801|6.926885|6.356931|0.205380|4.364335|4.770794|0.067510|0.071816|0.077263|0.080982|0.064029|0.056725|0.059256|0.110201|0.138049|0.192051|0.173518|0.209349|0.304722|0.500000| |2.887663|3.729612|0.106070|3.743224|3.617172|3.265986|3.067553|3.139513|3.452306|7.313219|5.804387|6.173054|0.206043|5.720427|7.229467|8.901109|17.529256|8.827701|6.178416|0.142723|4.510550|4.983853|0.073193|0.075795|0.076492|0.099551|0.084218|0.076720|0.079476|0.103466|0.130993|0.128898|0.223381|0.146395|0.204921|0.174152|0.500000| |2.421568|2.948505|0.082199|2.905116|2.908198|2.676300|2.487113|2.482064|2.667501|5.682876|4.681484|4.607209|0.134186|4.454945|5.530243|8.844028|17.544626|8.975790|5.450714|0.138932|4.181956|4.744526|0.061379|0.064988|0.065447|0.082920|0.071635|0.063785|0.063653|0.087950|0.101870|0.112251|0.148088|0.125178|0.227848|0.200727|0.305741|0.500000| |3.013862|3.796029|0.098214|3.923961|4.283770|3.825119|3.280451|3.106488|3.349610|6.637513|6.405529|6.284328|0.190938|4.684960|4.606609|5.462481|8.901377|17.563248|8.842064|0.175634|7.543937|8.016175|0.074450|0.083542|0.078394|0.128646|0.104024|0.081868|0.075886|0.112803|0.107424|0.116450|0.124316|0.102201|0.124036|0.139673|0.226587|0.208482|0.500000| |2.720155|3.265148|0.085963|3.144162|3.304218|2.930562|2.569871|2.488302|2.712162|5.601405|5.654380|5.436276|0.142183|4.614652|4.657883|6.254158|8.843544|17.552852|8.920716|0.226429|7.029779|7.458592|0.066796|0.075458|0.073579|0.100998|0.080249|0.065082|0.062155|0.107840|0.102318|0.125203|0.115359|0.107030|0.139085|0.185195|0.175746|0.228670|0.305001|0.500000| 825.655155 -4855.596441 1855.641444 -114.056129 -2288.355970 1461.910715 -826.445256 2.000957 4038000000000006 429C568430F20000 4229E8B35FF33333 417A8C8CFFFFFFFA B7E16C2614EA0800 4254318A0CF38001