Version2.4 2021-05-07T12:17:08Z 10.1021/jm300687e Gaussian16 RevisionB.01 RPOIRIER 11-Apr-2019 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1cc2cccnc2c(c1)Oc3cccc(c3C4=[NH+]CCN4)F C62714041 RHF 6-31G(d) (6D,7F) c1cc2cccnc2c(c1)Oc3cccc(c3C4=[NH+]CCN4)F C01[X(C18H15F1N3O1)] 108 C1 375 Fc1cccc(c1C1=[NH+]CCN1)Oc1cccc2c1nccc2 Fc1cccc(c1C1=[NH+]CCN1)Oc1cccc2c1nccc2 Fc1cccc(Oc2cccc3cccnc23)c1C4=[NH+]CCN4 InChIKey=AWMDPTYDPGGDTE-UHFFFAOYSA-O InChI=1S/C18H14FN3O/c19-13-6-2-7-14(16(13)18-21-10-11-22-18)23-15-8-1-4-12-5-3-9-20-17(12)15/h1-9H,10-11H2,(H,21,22)/p+1 InChI=1/C18H14FN3O/c19-13-6-2-7-14(16(13)18-21-10-11-22-18)23-15-8-1-4-12-5-3-9-20-17(12)15/h1-9H,10-11H2,(H,21,22)/p+1/fC18H15FN3O/h21-22H/q+1 c1cc2cccnc2c(c1)Oc3cccc(c3C4=[NH+]CCN4)F C01[X(C18H15F1N3O1)] 108 C01 375 Fc1cccc(c1C1=[NH+]CCN1)Oc1cccc2c1nccc2 F[C]1[CH][CH][CH][C]([C]1[C]1[NH]CC[NH]1)O[C]1=[CH][CH]=[CH][C]2[C]1[N][CH][CH]=[CH]2 F[C]1[CH][CH][CH][C](OC2=CC=C[C]3C=C[CH][N][C]23)[C]1[C]4NCCN4 InChIKey=HFLQBVRBNJMRKM-UHFFFAOYSA-N InChI=1S/C18H15FN3O/c19-13-6-2-7-14(16(13)18-21-10-11-22-18)23-15-8-1-4-12-5-3-9-20-17(12)15/h1-9,21-22H,10-11H2 InChI=1/C18H15FN3O/c19-13-6-2-7-14(16(13)18-21-10-11-22-18)23-15-8-1-4-12-5-3-9-20-17(12)15/h1-9,21-22H,10-11H2 1887.0351179680 -1027.8486429 1-A 6912.3351 80 295 375 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -26.45447 -20.73266 -15.75025 -15.74141 -15.68660 -11.51391 -11.47462 -11.45766 -11.41360 -11.41271 -11.41192 -11.39280 -11.39139 -11.38894 -11.38106 -11.36462 -11.35797 -11.35592 -11.35512 -11.35217 -11.34613 -11.34462 -11.34383 -1.77405 -1.57015 -1.50644 -1.38700 -1.34766 -1.30468 -1.26153 -1.21435 -1.20435 -1.15933 -1.15131 -1.13879 -1.11503 -1.02066 -1.01700 -0.99936 -0.99478 -0.98483 -0.97849 -0.93473 -0.90244 -0.87599 -0.85935 -0.84983 -0.83492 -0.82849 -0.82228 -0.81775 -0.81340 -0.79461 -0.77698 -0.76567 -0.76013 -0.74755 -0.73694 -0.73261 -0.71064 -0.70322 -0.69633 -0.68715 -0.68559 -0.67609 -0.67474 -0.67302 -0.65986 -0.64853 -0.63394 -0.62375 -0.59649 -0.57779 -0.53684 -0.52038 -0.51720 -0.48049 -0.45335 -0.43635 -0.42025 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -0.03934 -0.02562 0.01312 0.02856 0.06525 0.06845 0.10154 0.12944 0.13865 0.14250 0.15251 0.15556 0.16820 0.17262 0.18086 0.18955 0.19524 0.20825 0.21432 0.21865 0.22756 0.23055 0.23873 0.24670 0.25175 0.25693 0.28362 0.30512 0.31220 0.32275 0.32521 0.34082 0.34765 0.35525 0.36877 0.37925 0.39801 0.40631 0.43234 0.43555 0.44273 0.46903 0.48787 0.50540 0.51578 0.53217 0.55873 0.57388 0.58731 0.59534 0.60270 0.60918 0.61342 0.62160 0.62428 0.63748 0.63911 0.64842 0.65579 0.65880 0.66529 0.67634 0.68310 0.69331 0.69931 0.70188 0.70484 0.71083 0.71981 0.72128 0.72984 0.73357 0.74053 0.74818 0.75291 0.75977 0.76791 0.77513 0.78145 0.79233 0.80492 0.81027 0.82429 0.82577 0.83117 0.84280 0.84770 0.86222 0.89225 0.90491 0.92180 0.92768 0.95228 0.95852 0.96427 0.98013 0.99076 0.99204 0.99737 0.99781 1.00716 1.01023 1.02287 1.03106 1.03267 1.04347 1.05253 1.05597 1.05783 1.06507 1.07692 1.08363 1.08829 1.10084 1.11447 1.12051 1.12895 1.13471 1.13669 1.16167 1.17940 1.19265 1.20075 1.20245 1.22081 1.23037 1.24633 1.24746 1.30223 1.31717 1.32560 1.32845 1.35091 1.35871 1.37303 1.38211 1.39318 1.40451 1.41836 1.43232 1.43284 1.45575 1.46915 1.48162 1.48585 1.52627 1.53378 1.55233 1.55815 1.56928 1.57049 1.58086 1.59142 1.61195 1.61651 1.62436 1.62881 1.63367 1.64622 1.65691 1.66798 1.68187 1.68293 1.71220 1.73361 1.76016 1.78196 1.84018 1.84561 1.86257 1.87196 1.90021 1.91970 1.93143 1.94762 1.95700 1.98017 1.98200 1.98626 1.99471 2.01334 2.02572 2.03148 2.04842 2.06656 2.07206 2.09447 2.11328 2.11702 2.13527 2.14194 2.14756 2.16060 2.17170 2.17374 2.17782 2.18507 2.20383 2.22374 2.23419 2.24326 2.25827 2.26741 2.27214 2.29653 2.31293 2.31723 2.33117 2.34871 2.36822 2.37546 2.37636 2.39477 2.40179 2.42020 2.43374 2.45575 2.48382 2.49344 2.50346 2.51278 2.51711 2.52762 2.54110 2.54883 2.56262 2.56430 2.58282 2.59791 2.62477 2.66224 2.67137 2.68756 2.69307 2.70898 2.71525 2.76237 2.80048 2.82125 2.84588 2.85692 2.86065 2.87737 2.87835 2.88138 2.89866 2.91540 2.92661 2.95212 2.95724 2.95822 2.97583 2.98730 2.99345 3.01483 3.02825 3.04074 3.07105 3.13361 3.14302 3.21170 3.22747 3.26766 3.30788 3.33879 3.37625 3.40776 3.44087 3.57116 3.69608 3.73917 3.78129 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|X|Y|Z| 66.140862 43.024629 26.202993 42.090036 22 6 7 8 18 3 1 |36.858105| |14.030900|36.858105| |7.906923|13.426048|36.858105| |5.117200|7.638016|13.431319|36.858105| |3.963602|5.128079|7.945454|14.039679|36.858105| |3.865264|4.596038|6.982692|8.003863|13.476002|36.858105| |4.580963|5.146105|7.863426|6.835375|7.958338|14.691015|53.358707| |6.795569|7.800886|13.569879|7.910650|6.983270|8.368044|19.117068|36.858105| |7.941931|6.860330|7.868524|5.143676|4.592906|5.332931|10.826366|13.416819|36.858105| |13.452214|7.917401|6.828455|4.528056|3.821039|4.056303|7.123890|7.868720|14.063792|36.858105| |5.190531|4.585278|5.196582|3.968225|3.852684|4.743741|9.535671|7.962334|13.821689|8.014665|73.516695| |4.213686|3.802435|4.242486|3.441973|3.426330|4.195013|7.802532|5.901422|8.011461|5.867852|25.135192|36.858105| |4.233698|3.757593|3.992240|3.257632|3.155474|3.650741|6.320444|5.059191|6.560862|5.627699|14.073259|13.771289|36.858105| |3.279601|3.000121|3.167490|2.729510|2.701711|3.083993|5.020437|3.795770|4.459828|4.015498|9.283547|7.966715|13.757747|36.858105| |2.758589|2.576529|2.768206|2.456732|2.501853|2.905732|4.644405|3.325382|3.766196|3.322110|8.180403|6.811065|7.868550|13.746343|36.858105| |2.765591|2.601602|2.859868|2.541718|2.638689|3.169413|5.170802|3.552392|4.014652|3.388411|9.411554|7.955782|6.927291|8.082890|13.902487|36.858105| |3.253985|3.041831|3.420558|2.953698|3.065377|3.816591|6.669933|4.524683|5.326741|4.175761|14.507414|13.575205|7.886389|6.874751|7.845111|13.682066|36.858105| |2.973149|2.843337|3.251767|2.885064|3.077371|3.925768|6.723240|4.275563|4.727437|3.703492|12.229694|7.603134|5.056150|4.495330|5.063627|7.660496|12.965320|36.858105| |2.515515|2.403080|2.679496|2.431227|2.585929|3.173933|5.102822|3.334445|3.637653|3.038697|8.613752|5.203234|3.931196|3.720249|4.341990|6.284666|7.712709|14.459167|53.358707| |2.333164|2.212410|2.424321|2.205287|2.322602|2.785258|4.402888|2.950990|3.248522|2.796421|7.511656|4.748586|3.795252|3.767232|4.599432|6.691665|6.996841|9.355979|26.065777|0.500000| |2.317769|2.260229|2.540063|2.364973|2.559537|3.134158|4.838744|3.091752|3.220545|2.716390|7.127277|3.989757|3.143590|2.951402|3.308097|4.338233|5.123885|8.279350|17.718216|0.242709|36.858105| |2.644216|2.626296|3.046979|2.840745|3.135215|3.998966|6.273452|3.813706|3.825442|3.101369|8.353792|4.319999|3.303244|2.961929|3.166322|4.029020|5.138107|8.313947|11.137754|0.160520|12.347199|36.858105| |3.114823|3.073208|3.656599|3.291312|3.620197|4.871047|8.492704|4.935405|5.045645|3.802937|12.112073|6.298139|4.371999|3.760683|3.977367|5.278560|7.774550|14.616209|11.992555|0.170793|8.162630|13.035250|53.358707| |2.346569|2.238648|2.456897|2.243564|2.362823|2.816554|4.415070|2.970579|3.236064|2.788483|7.261649|5.293168|4.674004|5.337774|8.208143|14.368990|8.169556|6.877574|9.380141|0.231526|4.734178|4.024648|6.590243|97.533100| |17.742214|9.000953|5.620658|4.136273|3.298285|3.183222|4.956268|4.913841|5.668370|8.845601|7.480983|3.578859|3.689657|2.971651|2.513834|2.488133|2.851503|2.612600|3.082655|0.059109|2.093384|2.341215|3.665228|4.811007|0.500000| |8.996503|17.724939|8.835607|6.989214|4.678564|3.973154|5.671853|5.589391|4.946051|5.624016|6.476324|3.142581|3.153366|2.617859|2.276788|2.280939|2.602854|2.457237|2.886651|0.054679|2.017828|2.318328|3.598932|4.490247|0.215911|0.500000| |4.666668|6.969592|8.816899|17.720269|8.980518|5.652152|6.713935|5.624484|4.163690|3.925743|5.875677|2.927553|2.837798|2.431268|2.192632|2.240150|2.546339|2.483782|2.912511|0.054530|2.091452|2.462345|3.783492|4.498698|0.110435|0.209670|0.500000| |3.291567|4.128383|5.622986|8.951848|17.750971|8.828594|7.760637|5.013866|3.649996|3.151007|5.667831|2.913355|2.719607|2.398034|2.254128|2.366754|2.682634|2.719015|3.188492|0.058935|2.353117|2.837177|4.304605|4.863078|0.078800|0.110158|0.213662|0.500000| |3.190955|3.649059|5.007398|5.683943|8.837727|17.699410|12.815338|5.875194|4.312516|3.382707|7.357337|3.823965|3.314530|2.905321|2.830750|3.136927|3.700544|3.949645|4.432300|0.079066|3.304180|4.242244|6.786521|6.457348|0.075238|0.090304|0.124209|0.213966|0.500000| |8.786827|5.641767|4.930027|3.607122|3.159393|3.377159|5.765571|5.616735|9.051603|17.731867|12.998868|5.744547|5.667103|4.111746|3.393199|3.428651|4.153565|3.629474|4.148195|0.079228|2.679951|2.965280|4.865084|6.343177|0.213148|0.123818|0.089480|0.074577|0.081186|0.500000| |5.123814|4.364060|4.415522|3.480856|3.234670|3.595259|6.136948|5.338844|7.139822|6.840604|12.662413|8.932496|17.788346|8.918538|5.624131|4.985911|5.623595|4.110917|4.500569|0.088245|2.758095|2.948678|5.133020|8.328453|0.123512|0.100384|0.084970|0.076919|0.088355|0.189729|0.500000| |3.107342|2.846813|2.932276|2.557381|2.500426|2.768814|4.369081|3.360257|3.853582|3.650186|7.488415|5.670989|8.967945|17.736617|8.954686|5.717312|4.954441|3.586616|4.197099|0.087264|2.532310|2.541453|4.240504|9.650225|0.079981|0.070254|0.064408|0.062348|0.072388|0.104343|0.216315|0.500000| |2.411287|2.272247|2.418821|2.189767|2.236410|2.552307|3.952563|2.821104|3.114316|2.818618|6.498874|4.923747|5.598661|8.817488|17.766063|8.986364|5.619001|4.136764|5.138012|0.114040|2.972830|2.791034|4.565313|16.776187|0.061980|0.056706|0.055028|0.056858|0.069933|0.080128|0.123453|0.212847|0.500000| |2.105708|2.078105|2.339499|2.222357|2.435384|2.961518|4.420497|2.795417|2.843781|2.421516|6.092015|3.504938|2.865225|2.764054|3.147092|4.054721|4.471849|6.481374|12.354442|0.206755|17.603322|8.674989|8.725169|10.480544|0.053093|0.052061|0.054964|0.063182|0.088860|0.066013|0.070070|0.066657|0.080447|0.500000| |2.190561|2.117944|2.334946|2.170758|2.313380|2.755484|4.212344|2.782364|2.935545|2.548992|6.366515|3.494067|2.824292|2.656952|2.937532|3.711112|4.270357|6.144907|12.327558|0.204589|17.651056|8.666524|8.176602|9.051570|0.055620|0.052897|0.053946|0.059420|0.079536|0.070856|0.070011|0.064281|0.074333|0.300349|0.500000| |2.469383|2.512457|2.953510|2.853241|3.248842|4.166497|6.124891|3.602758|3.437939|2.812867|7.093284|3.721050|2.962531|2.694993|2.870328|3.544010|4.296694|6.169041|8.185171|0.129468|8.667239|17.646197|12.336371|8.073391|0.060857|0.062368|0.068897|0.083335|0.129501|0.073688|0.074482|0.065225|0.071456|0.221895|0.183860|0.500000| 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