Version2.0 2020-07-31T01:48:54Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 16-Jul-2020 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccc(c(c1)NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3ccco3)[N+](=O)[O-] C49885834 RHF 6-31G(d) (6D,7F) c1ccc(c(c1)NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3ccco3)[N+](=O)[O-] C01[X(C18H14N4O5S1)] 120 C1 452 N#C[C@@H]1C(=NC(=O)C[C@@H]1c1ccco1)SCC(=O)Nc1ccccc1[N+](=O)[O-] N#C[C@@H]1C(=NC(=O)C[C@@H]1c1ccco1)SCC(=O)Nc1ccccc1[N+](=O)[O-] [O-][N+](=O)c1ccccc1NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3occc3 InChIKey=NFWJTJKYLIDKND-RYUDHWBXSA-N InChI=1S/C18H14N4O5S/c19-9-12-11(15-6-3-7-27-15)8-16(23)21-18(12)28-10-17(24)20-13-4-1-2-5-14(13)22(25)26/h1-7,11-12H,8,10H2,(H,20,24)/t11-,12-/m0/s1 InChI=1/C18H14N4O5S/c19-9-12-11(15-6-3-7-27-15)8-16(23)21-18(12)28-10-17(24)20-13-4-1-2-5-14(13)22(25)26/h1-7,11-12H,8,10H2,(H,20,24)/t11-,12-/m0/s1/f/h20H c1ccc(c(c1)NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3ccco3)[N+](=O)[O-] C01[X(C18H14N4O5S1)] 120 C01 452 N#C[C@@H]1C(=NC(=O)C[C@@H]1c1ccco1)SCC(=O)Nc1ccccc1[N+](=O)[O-] N#C[C@@H]1C(=NC(=O)C[C@@H]1C1=[CH][CH]=CO1)SCC(=O)N[C]1[CH][CH][CH][CH][C]1[N]([O])[O] [O]N([O])[C]1[CH][CH][CH][CH][C]1NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3occc3 InChIKey=NFWJTJKYLIDKND-RYUDHWBXSA-N InChI=1S/C18H14N4O5S/c19-9-12-11(15-6-3-7-27-15)8-16(23)21-18(12)28-10-17(24)20-13-4-1-2-5-14(13)22(25)26/h1-7,11-12H,8,10H2,(H,20,24)/t11-,12-/m0/s1 InChI=1/C18H14N4O5S/c19-9-12-11(15-6-3-7-27-15)8-16(23)21-18(12)28-10-17(24)20-13-4-1-2-5-14(13)22(25)26/h1-7,11-12H,8,10H2,(H,20,24)/t11-,12-/m0/s1/f/h20H 2533.4722264254 -1679.2595702 1-A 18909.7013 103 349 452 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -91.98733 -20.64578 -20.61905 -20.61540 -20.57002 -20.56318 -15.87412 -15.62845 -15.59057 -15.58939 -11.39444 -11.37013 -11.36835 -11.34165 -11.32560 -11.31469 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7.2014 2.7963 3.2462 2.8878 6.2059 6.2040 5.2852 1.1428 4.3593 4.6787 5.4521 7.0492 1.9039 5.3255 1.2969 2.5742 6.2497 4.1484 1.5292 3.6052 8.8409 6.1860 3.6546 1.4150 1.3915 1.9752 2.9688 4.5904 4.4387 1.5651 1.3508 2.6192 1.3438 2.8682 3.1452 3.0521 2.7054 2.9652 2.4140 2.0141 1.8744 2.0620 1.4741 1.1195 1.7304 1.7164 3.5973 2.0981 3.0851 1.4195 1.3704 1.4507 1.7028 1.7272 1.4310 1.8098 2.4691 1.1853 3.7069 2.2646 1.0874 3.1016 4.5750 2.4836 4.6013 3.6195 6.0560 11.1157 6.7758 8.8390 12.5355 12.6932 1.0841 1.0681 1.0854 1.0599 1.1005 1.1067 1.0905 1.0957 1.0962 1.0941 1.0971 1.0932 1.1062 1.0786 0.0002 0.0008 0.0042 0.0039 0.0058 0.0059 0.0204 0.0224 0.0225 0.0245 0.0218 0.0692 0.0727 0.0948 0.0940 0.0893 0.2051 0.2536 0.2918 0.2555 0.4685 0.3992 0.5218 0.7118 0.7563 0.9444 1.0632 0.8546 0.4907 1.4717 0.8420 0.6318 1.4611 1.4304 1.6646 0.6619 0.8129 0.7397 1.8351 1.9638 1.7047 0.3735 1.5617 1.7324 2.0906 2.7719 0.8068 2.3427 0.5724 1.2160 3.0290 2.1512 0.8100 1.9552 4.8897 3.4525 2.1062 0.8408 0.8422 1.2042 1.9015 3.0180 2.9544 1.1246 0.9841 1.9392 1.0358 2.2484 2.5409 2.5636 2.3065 2.6000 2.2013 1.9261 1.8201 2.0338 1.4695 1.1213 1.8078 1.8227 3.9029 2.3249 3.4624 1.7019 1.6732 1.7787 2.0967 2.2597 1.8997 2.5097 3.5469 1.7704 5.6189 3.4608 1.6687 4.9708 7.8051 4.2783 8.6665 6.8967 11.6910 22.1106 13.8697 20.4837 30.6014 51.3456 6.6724 6.6241 6.8224 6.6791 7.0851 7.2000 7.3377 7.4666 7.6147 7.6643 7.6933 7.8139 7.9322 9.4313 0.2454 2.0185 1.0668 1.5095 0.5236 0.2888 3.8326 4.6327 0.6136 0.0880 7.1434 6.4770 3.5086 4.4514 3.6635 3.2076 8.7804 4.1293 3.8644 0.0534 3.1433 0.8362 7.6276 11.9043 13.1911 8.5480 6.7492 2.7290 0.2541 0.7555 2.4892 15.1370 11.3418 7.2812 3.4889 6.7487 8.1650 9.5091 9.1755 16.6569 1.0108 80.0752 1.9930 1.6916 34.0997 24.2486 104.5516 4.7155 52.7729 3.1771 3.6192 8.8074 11.4146 6.5858 38.0459 5.1541 15.4818 5.2012 0.1633 11.8837 27.9508 22.5354 4.9376 17.1575 2.8524 16.3107 2.6326 46.3362 57.7331 70.0411 14.1300 16.1894 116.3679 13.5283 10.8197 301.4982 15.9414 1.5374 100.7132 98.3094 320.2369 104.1650 32.9088 4.4807 2.4691 55.9794 18.9288 48.1557 23.8953 44.9709 0.3727 1.3316 192.8114 171.0783 10.0017 153.8005 22.2265 829.3211 335.9758 224.6670 3.3806 536.1900 337.6748 168.4500 370.3760 6.1690 7.7199 4.9397 2.5941 13.4593 6.2212 0.0654 7.4823 14.1730 5.7482 2.1361 1.4614 8.6703 1.5325 151.7803 1.6788 1.3127 3.5132 0.9014 1.0854 5.0450 2.0606 0.4542 3.1724 0.8282 3.8747 1.7986 1.5383 1.1234 1.8323 1.5174 0.7282 1.7157 1.4470 2.1043 0.5758 2.6153 1.5052 3.5651 0.9100 1.1510 2.7497 2.6970 0.1479 1.7227 2.4443 0.1712 0.3851 2.4680 10.0013 1.2701 2.0534 0.9042 0.8755 1.2501 2.6393 0.9311 1.0504 3.4568 1.0231 3.5490 1.6275 9.1531 1.8234 1.0235 16.0702 22.7480 6.9636 10.5747 1.8422 6.0883 3.2416 2.4977 2.2222 1.5261 1.5061 1.9014 15.2020 2.6695 0.6784 1.7005 0.4044 34.1602 5.9692 8.3483 11.2339 10.6622 39.3515 23.0206 2.5291 7.5297 8.1657 10.9532 9.7736 14.4398 4.4611 38.1225 3.1144 2.0645 14.8170 21.8263 12.9607 23.5891 2.3505 2.1155 20.6287 17.1056 83.8410 27.5467 9.1793 18.3688 117.2032 1.1086 42.3733 45.2891 42.2510 94.3083 16.6626 20.0680 41.4372 58.5866 72.4934 31.9054 49.0934 47.0245 82.2643 24.5846 77.5449 173.2761 65.5744 80.4514 100.6619 49.8946 122.6900 66.4512 0.7459 0.7466 0.7311 0.7500 0.7344 0.7470 0.7259 0.7408 0.7203 0.7387 0.7467 0.3847 0.5573 0.6042 0.7352 0.5813 0.5040 0.5612 0.4178 0.7309 0.7019 0.3428 0.3320 0.3891 0.6333 0.7182 0.2477 0.1878 0.7496 0.4161 0.3175 0.6290 0.6962 0.3490 0.7360 0.7417 0.4413 0.7386 0.2873 0.1259 0.6654 0.4854 0.6778 0.3047 0.5325 0.5541 0.7186 0.4726 0.7455 0.7050 0.1159 0.2442 0.3367 0.0795 0.5312 0.7453 0.5977 0.7492 0.7434 0.7335 0.4592 0.5187 0.2090 0.4582 0.6685 0.6585 0.3860 0.1120 0.1727 0.4833 0.6244 0.4611 0.6609 0.1870 0.7175 0.4683 0.0955 0.7451 0.1934 0.6218 0.6595 0.1086 0.2660 0.2195 0.5553 0.3907 0.3102 0.2036 0.7301 0.3765 0.4869 0.5827 0.1124 0.2402 0.7445 0.4285 0.2331 0.7164 0.7118 0.6223 0.3191 0.3140 0.3934 0.1962 0.3274 0.2137 0.2358 0.0991 0.2049 0.0293 0.4442 0.7476 0.6189 0.2439 0.6757 0.2219 0.2968 0.1950 0.1701 0.1393 0.8545 0.8549 0.8447 0.8571 0.8469 0.8552 0.8412 0.8511 0.8374 0.8497 0.8550 0.5556 0.7157 0.7533 0.8474 0.7352 0.6702 0.7189 0.5893 0.8445 0.8248 0.5106 0.4985 0.5603 0.7755 0.8360 0.3971 0.3163 0.8569 0.5876 0.4819 0.7722 0.8209 0.5174 0.8479 0.8517 0.6124 0.8497 0.4464 0.2237 0.7991 0.6536 0.8079 0.4671 0.6950 0.7131 0.8363 0.6419 0.8542 0.8270 0.2077 0.3926 0.5037 0.1473 0.6938 0.8540 0.7482 0.8566 0.8528 0.8463 0.6293 0.6831 0.3457 0.6284 0.8013 0.7941 0.5570 0.2015 0.2946 0.6517 0.7687 0.6311 0.7958 0.3151 0.8355 0.6379 0.1743 0.8540 0.3241 0.7668 0.7948 0.1959 0.4202 0.3600 0.7140 0.5619 0.4736 0.3384 0.8440 0.5470 0.6549 0.7363 0.2022 0.3873 0.8535 0.5999 0.3780 0.8347 0.8316 0.7672 0.4838 0.4780 0.5647 0.3281 0.4933 0.3521 0.3817 0.1804 0.3401 0.0570 0.6151 0.8556 0.7646 0.3922 0.8065 0.3632 0.4577 0.3264 0.2907 0.2446 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 6 6 7 6 8 6 16 6 7 6 8 6 6 1 6 1 6 7 6 6 6 6 8 7 8 8 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 14.00307 12.00000 15.99491 12.00000 31.97207 12.00000 14.00307 12.00000 15.99491 12.00000 12.00000 1.00783 12.00000 1.00783 12.00000 14.00307 12.00000 12.00000 12.00000 12.00000 15.99491 14.00307 15.99491 15.99491 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 3829.6410 32222.4020 34600.3054 0.99999 -0.00356 0.00210 0.00354 0.99995 0.00937 -0.00213 -0.00936 0.99995 1 0.02262 0.00269 0.00250 0.47126 0.05601 0.05216 9.34 19.62 36.59 40.65 48.69 64.23 89.17 105.15 112.11 129.38 154.46 174.68 180.41 225.18 233.23 258.84 279.19 340.79 380.83 419.98 445.15 485.90 508.16 539.85 562.42 596.78 644.03 664.32 682.25 711.66 820.21 832.30 854.49 883.35 901.19 911.98 937.99 948.64 1019.29 1054.58 1064.54 1071.57 1121.92 1140.58 1160.70 1175.40 1220.21 1243.23 1245.22 1288.27 1304.93 1349.81 1364.24 1380.37 1394.00 1400.34 1422.98 1444.90 1458.25 1463.59 1500.13 1519.87 1529.23 1588.85 1599.88 1612.85 1645.64 1659.60 1684.77 1717.88 1730.73 1755.19 1789.94 1833.00 1847.05 1861.58 1871.51 1875.96 1915.87 1931.60 1952.42 1973.13 1985.74 2052.42 2071.16 2075.52 2079.95 2144.01 2159.68 2207.32 2246.58 2290.86 2307.74 2317.15 2321.94 2372.96 2448.29 2460.19 2572.49 2587.41 2604.36 2643.63 2681.78 2853.46 2928.66 3769.95 4650.23 4667.95 4699.45 4705.30 4756.10 4781.01 4862.14 4893.01 4940.17 4961.02 4963.69 5011.30 5019.45 5542.86 0.331020 0.354362 0.355306 0.271027 -1678.928550 -1678.905209 -1678.904264 -1678.988543 2.826732D-04 MUNgauss RevisionA2.0 retrievium 31-Jul-2020 DUDE c1ccc(c(c1)NC(=O)CSC2=NC(=O)C[C@@H]([C@@H]2C#N)c3ccco3)[N+](=O)[O-] C49885834 RHF 6-31G(d) (6D,10F) C1 398.068492 |X|Y|Z| 41.991835 22.779523 128.947466 49.778380 21 6 7 8 16 17 2 1 1 |36.858105| |13.727876|36.858105| |8.027313|13.879066|36.858105| |6.940217|7.932487|13.682070|36.858105| |7.879566|6.741474|7.798295|13.531061|36.858105| |13.824191|7.892961|6.889059|7.970721|13.618772|36.858105| |5.152869|4.514746|5.118156|7.785420|13.668466|7.817483|53.358707| |4.369168|3.673730|3.867340|5.085261|7.658262|6.383829|18.979860|36.858105| |4.565272|3.629024|3.594766|4.399038|6.481777|6.669277|11.365544|15.949636|73.516695| |3.262643|2.904642|3.117758|3.968118|5.073725|4.261089|10.840635|12.534759|14.215212|36.858105| |2.744600|2.418111|2.494272|2.971706|3.659222|3.415903|6.532280|7.000903|11.912341|10.518675|388.023441| |2.253039|2.056446|2.155839|2.535461|2.940736|2.691554|5.063002|4.642701|7.517234|6.978980|77.223981|36.858105| |2.203555|2.050358|2.192053|2.603537|2.946436|2.615934|5.112307|4.395459|6.747797|6.757281|51.290845|15.139471|53.358707| |1.905560|1.800842|1.925400|2.239608|2.455462|2.203558|4.071301|3.328347|5.263888|4.531135|34.089940|8.171480|18.325948|36.858105| |1.843101|1.767960|1.912533|2.222668|2.381230|2.110758|3.901392|3.059515|4.781265|4.021864|27.733600|5.630410|11.543034|16.077152|73.516695| |1.711979|1.612248|1.697701|1.935132|2.118721|1.952820|3.412329|2.809921|4.634612|3.599214|29.604617|6.737432|10.236872|12.550643|14.341421|36.858105| |1.756262|1.630338|1.692582|1.919962|2.139510|2.011225|3.436367|2.918360|4.960539|3.686421|33.719429|7.637654|9.108080|7.524823|9.374796|12.461941|36.858105| |1.794243|1.662663|1.724630|1.957745|2.187321|2.058039|3.515276|2.983654|5.066570|3.753074|33.664703|7.114713|8.774907|6.840722|8.962679|8.890040|17.551803|0.500000| |1.966815|1.799154|1.858448|2.126977|2.425601|2.290186|3.967753|3.524558|6.069774|4.577655|49.304106|12.428124|10.454155|6.625105|8.346703|7.643233|12.319439|0.250646|36.858105| |1.994861|1.804711|1.840424|2.089526|2.406853|2.321035|3.887253|3.508257|6.285816|4.337542|49.690884|8.870164|7.911443|4.958178|6.742452|5.545360|8.792698|0.220086|17.584886|0.500000| |1.879281|1.727176|1.780982|2.021719|2.282603|2.165829|3.670387|3.201240|5.570264|3.980351|39.688055|7.776337|7.928536|5.398421|7.351653|6.252824|7.532927|0.155198|12.906515|0.255324|36.858105| |1.798732|1.661455|1.710193|1.925108|2.151762|2.051347|3.401705|2.908724|5.095614|3.479774|32.251191|5.569117|6.276898|4.418498|6.425471|4.980615|5.392487|0.117920|7.299082|0.170235|16.798115|53.358707| |1.571445|1.462596|1.505134|1.679749|1.854092|1.771223|2.901468|2.427308|4.222503|2.906497|25.956730|4.937108|5.998735|4.917813|6.976743|7.531925|12.744391|0.254382|7.472463|0.188840|6.226374|6.778064|36.858105| |1.485891|1.382004|1.411856|1.560312|1.717607|1.660291|2.648157|2.200474|3.882917|2.555634|22.447958|3.912161|4.795190|3.791088|5.669101|5.107250|7.346273|0.195124|5.347783|0.152969|4.557176|5.263101|14.196296|36.858105| |1.357743|1.268917|1.293196|1.416977|1.546444|1.501841|2.353904|1.932468|3.425770|2.201478|18.882899|3.176049|3.963220|3.150809|4.877903|4.128413|5.140606|0.130524|4.163335|0.117341|3.966354|4.910746|8.569201|13.231982|36.858105| |1.360946|1.275772|1.305722|1.434461|1.561289|1.507191|2.384558|1.953542|3.439216|2.244150|19.175463|3.298413|4.146314|3.366646|5.201123|4.554838|5.330164|0.124760|4.380586|0.117010|4.518327|5.789507|8.778159|8.607132|14.233600|36.858105| |1.478557|1.383848|1.424995|1.581832|1.730778|1.654121|2.683938|2.218313|3.860493|2.619161|22.768721|4.185571|5.225637|4.363394|6.451170|6.515436|7.829415|0.160976|5.941510|0.146594|6.168419|7.465919|14.154701|8.645396|8.633036|14.171152|73.516695| |4.537637|5.163408|7.909533|13.078126|7.562821|5.068779|8.829956|4.440434|6.574243|3.851650|20.193832|2.536879|3.663441|2.349833|4.245080|1.996922|1.936866|0.054716|2.113057|0.056682|2.011231|2.609277|1.685616|1.555454|1.413813|1.438887|2.833142|53.358707| |3.951373|4.765025|7.250787|8.386105|5.349348|4.090326|6.305517|3.487134|5.378455|3.126594|17.231452|2.214763|3.200356|2.104628|3.839861|1.811853|1.747885|0.049215|1.883908|0.050522|1.810484|2.369789|1.539729|1.427379|1.308242|1.333155|2.607560|21.808683|73.516695| |3.852403|4.068372|5.440886|8.293673|6.753378|4.529780|9.850518|4.931629|6.904474|4.562480|22.644455|2.896204|4.299791|2.726174|4.976205|2.255336|2.159031|0.061087|2.351017|0.062237|2.214649|2.846162|1.848733|1.689790|1.524208|1.555181|3.092320|21.537642|16.109544|73.516695| |17.722645|8.910608|5.685513|4.987357|5.637583|9.012182|5.700138|3.815257|7.417047|2.927283|18.295503|2.113799|2.781551|1.779730|3.044467|1.620869|1.677700|0.047606|1.877751|0.053418|1.800018|2.352187|1.516298|1.444056|1.324730|1.323328|2.539156|4.917296|5.768164|5.641675|0.500000| |8.866320|17.747688|8.956482|5.643063|4.885662|5.623879|4.898877|3.053050|5.428732|2.497513|15.191191|1.844653|2.501763|1.635136|2.861376|1.478032|1.494620|0.042300|1.636863|0.045692|1.578804|2.077157|1.353294|1.285472|1.187112|1.192287|2.285132|5.717071|7.314014|6.041065|0.213478|0.500000| |5.679028|8.943063|17.805194|8.975198|5.607184|4.967628|5.676799|3.260388|5.369754|2.752947|15.888795|1.979370|2.765673|1.812789|3.234557|1.602319|1.584335|0.044772|1.720233|0.047094|1.655536|2.173111|1.416065|1.330099|1.224016|1.237723|2.394389|10.145825|14.937150|9.037444|0.124464|0.214740|0.500000| |8.972386|5.643705|4.971472|5.668559|8.943471|17.858574|9.764266|7.123266|15.763306|4.551712|27.190595|2.885724|3.716909|2.274271|3.810711|2.034475|2.132410|0.060692|2.466641|0.070527|2.321167|2.975922|1.878221|1.764314|1.589455|1.589368|3.101506|5.591909|6.029049|6.915541|0.218224|0.124131|0.107960|0.500000| |4.294368|4.037497|4.822593|7.427338|9.427631|5.787920|26.047939|9.424481|10.833451|7.814063|32.155575|3.770878|5.446692|3.204770|5.587131|2.615392|2.567567|0.072885|2.910672|0.077522|2.688497|3.389045|2.148977|1.947240|1.730131|1.760819|3.542179|10.309255|9.211592|18.207760|0.098556|0.091623|0.114535|0.145720|0.500000| |3.067761|2.807146|3.075440|3.929114|4.763098|3.895959|9.763314|8.843095|10.926742|17.614890|56.445366|6.597238|9.521214|4.781411|7.743481|3.679799|3.582858|0.098007|4.395527|0.110786|4.049543|4.948069|2.835797|2.456426|2.147597|2.228723|4.657428|5.435558|5.803520|8.629091|0.076064|0.067388|0.076566|0.111413|0.217200|0.500000| |3.081157|2.798346|3.040908|3.861929|4.736272|3.927936|9.676899|8.863184|11.023530|17.617329|56.396910|6.603214|9.721215|4.832643|7.793310|3.713318|3.747638|0.110010|4.367102|0.114263|3.645129|4.294339|2.918714|2.584951|2.202089|2.221698|4.600463|5.267406|5.593944|8.404337|0.076698|0.067215|0.075485|0.113586|0.212467|0.303727|0.500000| |1.649167|1.557552|1.638476|1.858000|2.022922|1.870438|3.227947|2.641452|4.386348|3.317052|27.171136|5.793017|8.417261|8.986127|12.102693|17.550321|8.825841|0.173835|6.808444|0.139201|6.836627|7.923317|6.862073|4.671546|4.075340|4.830877|12.779829|2.611956|3.116208|3.825976|0.043456|0.039784|0.043083|0.054016|0.068563|0.096724|0.092158|0.500000| |1.596507|1.514503|1.596059|1.805141|1.952161|1.802697|3.098283|2.500132|4.133872|3.110807|24.578940|5.040697|7.774792|9.012259|13.355423|17.612928|8.773063|0.213271|5.521650|0.123483|4.687626|5.397622|6.787208|5.025819|4.128355|4.455049|10.583743|2.549890|3.048601|3.747959|0.042061|0.038767|0.042117|0.051837|0.066227|0.087746|0.090977|0.303559|0.500000| 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