Version2.4 2021-04-30T10:12:49Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 28-Oct-2018 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccc(cc1)[C@@H]2C[C@H]([C@@H](C[C@@H]2Br)C(=O)[O-])C(=O)[O-] C59842824 RHF 6-31G(d) (6D,7F) c1ccc(cc1)[C@@H]2C[C@H]([C@@H](C[C@@H]2Br)C(=O)[O-])C(=O)[O-] C01[X(C14H13Br1O4)] 90 C1 326 Br[C@H]1C[C@@H](C(=O)[O-])[C@@H](C[C@H]1c1ccccc1)C(=O)[O-] Br[C@H]1C[C@@H](C(=O)[O-])[C@@H](C[C@H]1c1ccccc1)C(=O)[O-] [O-]C(=O)[C@@H]1C[C@H](Br)[C@@H](C[C@H]1C([O-])=O)c2ccccc2 InChIKey=WRYZSUSHNQIDDX-QCNOEVLYSA-L InChI=1S/C14H15BrO4/c15-12-7-11(14(18)19)10(13(16)17)6-9(12)8-4-2-1-3-5-8/h1-5,9-12H,6-7H2,(H,16,17)(H,18,19)/p-2/t9-,10+,11+,12-/m0/s1 InChI=1/C14H15BrO4/c15-12-7-11(14(18)19)10(13(16)17)6-9(12)8-4-2-1-3-5-8/h1-5,9-12H,6-7H2,(H,16,17)(H,18,19)/p-2/t9-,10+,11+,12-/m0/s1/fC14H13BrO4/q-2 c1ccc(cc1)[C@@H]2C[C@H]([C@@H](C[C@@H]2Br)C(=O)[O-])C(=O)[O-] C01[X(C14H13Br1O4)] 90 C01 326 Br[C@H]1C[C@@H](C(=O)[O-])[C@@H](C[C@H]1c1ccccc1)C(=O)[O-] Br[C@H]1C[C@@H]([C]([O])=O)[C@@H](C[C@H]1[C]1[CH][CH][CH][CH][CH]1)[C]([O])[O] [O][C]([O])[C@@H]1C[C@@H]([C]2[CH][CH][CH][CH][CH]2)[C@@H](Br)C[C@H]1C([O])=O InChIKey=UDXRUFKOJVHQKV-QCNOEVLYSA-N InChI=1S/C14H13BrO4/c15-12-7-11(14(18)19)10(13(16)17)6-9(12)8-4-2-1-3-5-8/h1-5,9-12H,6-7H2/t9-,10+,11+,12-/m0/s1 InChI=1/C14H13BrO4/c15-12-7-11(14(18)19)10(13(16)17)6-9(12)8-4-2-1-3-5-8/h1-5,9-12H,6-7H2/t9-,10+,11+,12-/m0/s1 1847.9349499961 -3407.0480335 1-A 6177.8280 83 243 326 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -489.83897 -64.25077 -58.38939 -58.38810 -58.38806 -20.18920 -20.18750 -20.18132 -20.18073 -11.08765 -11.05206 -11.05049 -11.04506 -11.04370 -11.04097 -11.03506 -11.02824 -11.02425 -11.02214 -10.99121 -10.98986 -10.94869 -10.94350 -9.49810 -7.24583 -7.23933 -7.23923 -2.98401 -2.98106 -2.98096 -2.97352 -2.97352 -1.07454 -1.06759 -0.96949 -0.96769 -0.96183 -0.91522 -0.83600 -0.82422 -0.80114 -0.77300 -0.73057 -0.65030 -0.63556 -0.60419 -0.59078 -0.53889 -0.49344 -0.45854 -0.44489 -0.42366 -0.41495 -0.40492 -0.39480 -0.38066 -0.35972 -0.34813 -0.34389 -0.32767 -0.31054 -0.30827 -0.30071 -0.29737 -0.29094 -0.28832 -0.27164 -0.27106 -0.24789 -0.24297 -0.21004 -0.20876 -0.19195 -0.18811 -0.18430 -0.14452 -0.13565 -0.10298 -0.09426 -0.08757 -0.08314 -0.08088 -0.07391 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.33096 0.33335 0.36114 0.40852 0.43927 0.46861 0.48382 0.49379 0.50723 0.51608 0.52898 0.53476 0.54333 0.55647 0.55929 0.57669 0.59213 0.59691 0.60533 0.61788 0.62992 0.64424 0.66690 0.66843 0.67558 0.69029 0.69492 0.71208 0.72098 0.72843 0.74912 0.75797 0.77975 0.81727 0.82733 0.84956 0.85455 0.87021 0.88114 0.88614 0.89166 0.89575 0.91352 0.93042 0.93842 0.94931 0.95215 0.97093 0.98409 0.99725 1.00828 1.02063 1.02392 1.03217 1.03814 1.04795 1.06231 1.07513 1.08611 1.10632 1.13180 1.13871 1.16594 1.17172 1.17814 1.19340 1.20040 1.21385 1.22276 1.22956 1.25348 1.26228 1.27156 1.28119 1.28512 1.28781 1.29841 1.30734 1.31118 1.33267 1.34092 1.35124 1.35851 1.37242 1.37999 1.38460 1.38897 1.39894 1.40404 1.41168 1.42142 1.43014 1.43705 1.45781 1.46500 1.47268 1.48672 1.50169 1.51443 1.52042 1.53010 1.55293 1.56750 1.58668 1.61524 1.62197 1.62809 1.63316 1.64867 1.66411 1.66598 1.69229 1.70278 1.71377 1.72988 1.75213 1.77936 1.79169 1.81596 1.84870 1.87166 1.88708 1.90229 1.90939 1.92712 1.95177 1.96227 1.98828 1.99851 2.01285 2.03075 2.05258 2.05832 2.07877 2.11478 2.12289 2.14345 2.16611 2.21197 2.24539 2.25063 2.27135 2.28810 2.30211 2.30741 2.32141 2.35647 2.37034 2.38206 2.40353 2.41029 2.42517 2.42836 2.45603 2.46596 2.47071 2.47962 2.48207 2.48728 2.51443 2.53032 2.53575 2.54305 2.56178 2.57065 2.58032 2.59517 2.61429 2.61616 2.64404 2.65146 2.65916 2.66426 2.67434 2.68520 2.69805 2.70397 2.72568 2.73939 2.76984 2.78125 2.79982 2.82414 2.84086 2.85616 2.87846 2.89922 2.91088 2.92628 2.93829 2.96880 3.00437 3.01243 3.09769 3.12078 3.12319 3.13738 3.15592 3.17095 3.19763 3.20608 3.27425 3.29023 3.32035 3.32982 3.34293 3.35444 3.37501 3.39566 3.42521 3.43267 3.45347 3.47323 3.53648 3.59334 3.62918 3.63705 3.66373 3.67921 3.70825 3.86431 3.87727 4.01312 4.68644 4.71127 4.71776 4.74839 4.78807 4.82559 4.93850 4.94942 4.97525 5.04374 5.07983 5.13406 5.17707 5.22853 5.27168 5.35642 5.40800 5.47815 9.53698 75.32134 11.01698 21.8755 -1.4468 -3.2592 22.1642 |XX|YY|ZZ|XY|XZ|YZ| -236.7848 -153.6388 -169.6983 11.8422 -2.5749 8.0517 |XX|YY|ZZ|XY|XZ|YZ| -50.0775 33.0685 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323.99972 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| 29.6851 36.5548 52.0476 61.1830 74.5829 90.8423 118.8988 145.3717 177.8005 193.3812 216.1962 247.8431 269.9863 290.5022 341.8723 368.8988 417.8458 448.4042 467.6880 480.1725 525.1027 610.1879 619.6229 676.9424 691.0606 725.2443 784.3294 787.5658 803.7853 840.6491 861.3182 866.9466 875.1505 896.8436 959.4373 976.9681 996.3029 1008.6587 1038.3502 1056.9726 1077.7518 1081.8466 1086.1826 1123.3845 1137.4172 1147.4939 1191.2687 1195.7382 1207.8247 1213.9773 1220.9208 1280.5247 1290.8772 1308.2245 1320.6358 1327.4031 1357.2347 1376.9930 1383.7748 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0.0990 0.1512 0.2455 0.1526 0.2370 0.1514 0.3536 0.3027 0.5310 0.6339 0.4109 0.5089 0.7055 0.8306 0.8155 1.7085 1.3638 1.6796 0.8288 1.3858 1.3208 1.2213 1.3897 1.8186 1.2610 2.1107 0.7073 1.8256 2.6561 1.3625 0.9841 1.7285 1.8849 0.9223 3.1113 1.8431 1.7781 1.8354 1.3820 1.6427 1.8754 1.8193 1.6591 1.3737 1.4060 1.3807 1.3982 1.3805 1.5649 1.5453 1.6343 1.6703 1.6018 1.8138 1.9427 1.8972 1.8501 1.8515 10.7920 5.4947 2.3714 3.0076 1.7497 1.9215 3.0531 8.8018 9.3037 21.3453 21.4275 6.4479 6.4784 6.6074 6.8147 6.9142 7.0381 7.0200 7.0409 7.1175 7.1514 7.2481 7.2995 7.3934 1.1735 0.9394 3.8946 3.9367 5.9971 4.3000 7.6460 6.1682 1.8735 2.3217 6.5478 0.3800 8.2801 8.6880 8.4568 3.7349 24.7773 56.3292 1.1750 13.2411 2.0113 4.4641 45.4143 4.6301 41.3393 11.2119 51.3317 9.3251 12.6461 9.9624 83.3628 5.4173 13.6467 25.2325 0.4342 34.5454 41.3179 46.2607 1.2741 2.9071 19.1410 0.3244 5.7585 2.1076 4.1081 2.5384 2.8601 2.0701 0.7924 1.2560 1.4042 25.0248 7.9795 10.4818 6.1518 1.3629 51.2674 0.1114 4.3178 12.7733 12.1129 2.8613 0.5283 27.4263 35.3287 15.1900 419.6656 318.6410 59.9558 18.3901 1.2531 2.6540 11.1320 1.9109 3.6749 515.5299 743.6779 13.0117 78.5430 44.6994 26.7381 7.0160 6.5858 6.7745 20.8563 33.2546 79.2674 83.5568 27.5405 64.3389 0.2744 1.8156 0.8868 3.7591 3.5800 4.3262 0.3692 0.7348 1.8416 5.3656 7.9971 1.9268 1.7195 0.8034 1.2590 1.0953 2.4996 1.3342 0.4763 2.3366 5.9357 0.5566 5.6525 6.1422 14.9874 2.2118 1.9043 3.8213 2.8730 3.2738 2.8649 1.3556 8.9974 1.6292 3.1386 9.6695 5.1383 6.5258 0.7113 3.7565 8.5966 1.0372 25.5844 2.7184 20.1304 7.0112 0.9903 0.3801 3.5770 3.6867 5.2805 2.6757 6.6962 3.9385 9.6127 9.9296 6.6713 5.6541 5.7760 16.4919 3.5871 5.8984 2.8461 1.0981 4.9950 5.3087 4.8862 6.1075 0.3293 0.6211 10.0065 8.7149 0.7694 11.6383 25.3626 0.6099 0.2007 32.6607 97.3666 71.1154 86.7293 79.5938 35.4821 69.1470 32.6032 52.6949 133.4622 67.8837 182.4346 118.1131 0.7170 0.7493 0.7076 0.7452 0.7441 0.7498 0.4456 0.7487 0.5747 0.3781 0.3346 0.3501 0.4182 0.2491 0.7471 0.7023 0.2468 0.7433 0.7095 0.5411 0.0500 0.3199 0.2779 0.6972 0.3595 0.6252 0.5716 0.6219 0.5692 0.5406 0.2984 0.6431 0.0247 0.6523 0.7407 0.1686 0.0902 0.4663 0.5961 0.5564 0.7496 0.1735 0.0911 0.7486 0.1088 0.7498 0.5535 0.7337 0.6167 0.6915 0.4330 0.4780 0.5382 0.6796 0.7294 0.6748 0.0748 0.7239 0.3167 0.2574 0.6540 0.6983 0.3944 0.4814 0.3821 0.7496 0.7254 0.6783 0.7486 0.4000 0.7438 0.7315 0.7407 0.7419 0.5965 0.7497 0.6834 0.6704 0.0523 0.2347 0.7246 0.2345 0.5396 0.7487 0.3096 0.1684 0.5277 0.2223 0.1716 0.1535 0.8352 0.8567 0.8288 0.8540 0.8533 0.8570 0.6165 0.8563 0.7299 0.5487 0.5014 0.5186 0.5897 0.3989 0.8552 0.8251 0.3959 0.8527 0.8300 0.7022 0.0952 0.4848 0.4350 0.8216 0.5288 0.7694 0.7274 0.7669 0.7255 0.7018 0.4597 0.7828 0.0481 0.7896 0.8510 0.2885 0.1655 0.6360 0.7469 0.7150 0.8569 0.2957 0.1670 0.8562 0.1963 0.8570 0.7126 0.8464 0.7629 0.8176 0.6043 0.6469 0.6998 0.8092 0.8435 0.8058 0.1392 0.8398 0.4810 0.4094 0.7908 0.8224 0.5657 0.6499 0.5529 0.8569 0.8409 0.8083 0.8562 0.5714 0.8531 0.8449 0.8511 0.8518 0.7473 0.8569 0.8119 0.8027 0.0995 0.3802 0.8403 0.3799 0.7010 0.8563 0.4728 0.2883 0.6908 0.3637 0.2929 0.2662 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 6 6 6 6 6 1 6 6 1 6 1 6 6 1 35 6 8 8 6 8 8 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 1.00783 12.00000 12.00000 1.00783 12.00000 1.00783 12.00000 12.00000 1.00783 78.91834 12.00000 15.99491 15.99491 12.00000 15.99491 15.99491 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 4957.77593 8103.25024 9598.57949 0.99640 0.08473 0.00119 -0.08474 0.99633 0.01205 -0.00017 -0.01211 0.99993 1 0.01747 0.01069 0.00902 0.36402 0.22272 0.18802 42.71 52.59 74.88 88.03 107.31 130.70 171.07 209.16 255.82 278.23 311.06 356.59 388.45 417.97 491.88 530.76 601.19 645.15 672.90 690.86 755.51 877.92 891.50 973.97 994.28 1043.46 1128.48 1133.13 1156.47 1209.51 1239.24 1247.34 1259.15 1290.36 1380.42 1405.64 1433.46 1451.23 1493.95 1520.75 1550.64 1556.54 1562.77 1616.30 1636.49 1650.99 1713.97 1720.40 1737.79 1746.64 1756.63 1842.39 1857.28 1882.24 1900.10 1909.84 1952.76 1981.19 1990.94 2052.65 2073.13 2122.52 2135.24 2160.50 2172.12 2181.13 2197.05 2221.22 2238.28 2332.03 2369.64 2398.19 2416.59 2558.26 2599.02 2687.02 2698.73 4588.54 4614.69 4652.98 4657.00 4730.63 4759.27 4767.92 4773.00 4790.54 4798.09 4825.18 4839.13 4863.75 0.264814 0.280747 0.281692 0.218228 -3406.783220 -3406.767286 -3406.766342 -3406.829806 2.128593D-04 MUNgauss RevisionA2.1 retrievium 30-Apr-2021 DUDE c1ccc(cc1)[C@@H]2C[C@H]([C@@H](C[C@@H]2Br)C(=O)[O-])C(=O)[O-] C59842824 RHF 6-31G(d) (6D,10F) C1 323.999720 |X|Y|Z| 58.135906 41.849910 32.360358 42.859862 12 6 12 |36.858105| |13.750431|36.858105| |7.886648|13.732884|36.858105| |6.779287|7.887304|13.631871|36.858105| |7.950491|6.938413|7.975946|13.674151|36.858105| |13.766787|7.981546|6.861933|7.841677|13.748222|36.858105| |4.396028|4.956509|7.376349|12.487850|7.605005|5.011007|36.858105| |4.045329|4.223451|5.588848|9.065583|7.647748|4.917292|17.534923|0.500000| |3.665014|4.236209|5.960709|7.334341|5.182189|3.922666|12.314176|0.247961|36.858105| |3.374218|4.125459|5.718776|5.685348|4.085376|3.366131|7.223463|0.150553|12.338671|36.858105| |3.743823|4.809507|6.699943|5.857651|4.186567|3.576757|6.265732|0.132773|8.847262|17.670844|0.500000| |3.127952|3.824407|5.166742|5.012179|3.687475|3.091454|6.247379|0.132295|7.335922|12.294932|0.245529|36.858105| |2.684462|3.157546|4.043773|4.093055|3.191514|2.696861|5.232909|0.119507|6.252971|8.901552|0.177874|17.629498|0.500000| |3.473916|4.196164|5.798571|5.960474|4.301185|3.506700|7.463277|0.153399|6.445126|7.243339|0.170256|12.216908|0.245819|36.858105| |3.641459|4.136049|5.732627|7.340877|5.315043|3.963789|12.491879|0.250409|7.841710|6.473176|0.148398|7.495245|0.180502|12.622497|36.858105| |3.065843|3.384777|4.412297|5.462642|4.359253|3.356597|8.936527|0.224183|7.223692|5.883780|0.129527|6.697942|0.186571|8.856133|17.679189|0.500000| |3.543381|3.720960|4.536805|5.633987|5.081260|3.995527|6.470247|0.174881|4.433041|3.859261|0.097858|4.354602|0.111742|6.497688|9.325108|0.213656|2539.412838| |2.984991|3.737374|4.698767|4.105441|3.165907|2.814403|4.425654|0.099031|4.855508|7.334632|0.202326|12.189851|0.243856|7.772596|4.998538|0.123742|121.156105|36.858105| |2.524465|3.043463|3.629959|3.289556|2.661009|2.400997|3.572002|0.083678|3.867852|5.312182|0.141416|7.994578|0.213248|5.966489|4.132851|0.107959|107.561340|15.470156|73.516695| |3.412718|4.506352|5.569569|4.393534|3.369248|3.081940|4.313677|0.096190|4.579197|6.520833|0.214452|8.016593|0.162924|6.437878|4.516093|0.107797|115.438850|15.311251|15.217393|73.516695| |2.718031|3.169677|3.973593|4.006691|3.191891|2.726918|4.896326|0.116565|7.790196|12.148516|0.246329|7.301385|0.202584|4.811626|4.533773|0.127002|103.817663|5.502401|8.207179|8.543958|36.858105| |2.398002|2.726997|3.348677|3.484027|2.863272|2.444162|4.393895|0.109257|6.365691|7.980685|0.163901|6.526472|0.216879|4.543123|4.376669|0.131695|102.112885|4.851154|7.847435|7.184506|15.384485|73.516695| |2.659407|3.083425|3.711013|3.633328|2.988549|2.629423|4.112691|0.100763|6.052633|8.019463|0.216753|5.272383|0.140448|3.839095|3.660601|0.100381|89.766360|4.571212|6.955105|7.700951|15.422224|15.210449|73.516695| |17.673326|8.886098|5.617233|4.899798|5.641511|8.892606|3.520476|0.091851|3.051490|2.873243|0.088286|2.695702|0.065370|2.944304|3.032145|0.072723|102.737191|2.635665|4.046001|5.351695|2.391524|3.786214|4.213605|0.500000| |8.903879|17.700561|8.968106|5.635170|4.984675|5.658851|4.049913|0.096737|3.676757|3.800831|0.125748|3.599223|0.083044|3.812701|3.569578|0.083082|109.579545|3.742972|5.469602|8.385309|3.002915|4.588780|5.279786|0.213946|0.500000| |5.648359|8.990266|17.720682|8.808258|5.637697|4.947483|6.718614|0.137745|6.194558|7.028729|0.249671|6.536109|0.132748|6.791436|5.801845|0.125103|144.788168|6.252816|7.967501|14.370639|4.563820|6.653380|7.456674|0.124342|0.219504|0.500000| |5.660251|4.984175|5.659884|8.924151|17.695033|8.953657|7.142055|0.240857|4.903426|3.726303|0.102047|3.386498|0.084126|3.937443|5.139683|0.123512|176.988730|2.857823|4.364281|5.244809|3.023717|4.951917|5.000050|0.124251|0.108032|0.123712|0.500000| |8.895319|5.653456|4.942760|5.605380|8.914469|17.671229|4.104086|0.117238|3.324089|2.863933|0.083289|2.653962|0.065782|2.980127|3.376378|0.082142|120.869262|2.432176|3.767230|4.666928|2.402028|3.889838|4.145878|0.213747|0.124026|0.107370|0.216537|0.500000| |3.792893|4.286709|5.721267|6.874268|5.259571|4.076410|8.806969|0.211609|17.532177|8.822836|0.222352|5.433571|0.132182|4.831774|5.619976|0.145480|127.280910|4.091164|5.922504|7.214506|6.986617|9.761263|11.259050|0.088026|0.103061|0.157212|0.137870|0.096464|0.500000| |3.088018|3.438094|4.506163|5.486279|4.321856|3.350973|8.951655|0.227344|17.533612|8.898409|0.175948|6.433138|0.174771|5.678243|7.194989|0.221073|144.641075|4.286846|6.428035|6.884854|7.637545|13.098333|10.096575|0.073232|0.084640|0.129101|0.120650|0.081691|0.303448|0.500000| |4.009023|5.083022|7.156834|6.527461|4.627608|3.889429|6.728597|0.139375|5.538866|6.211979|0.166179|8.724380|0.175106|17.638816|8.950057|0.174628|210.924462|7.587473|10.020247|13.180752|4.193246|6.781805|6.294996|0.093331|0.128718|0.242435|0.112198|0.089874|0.124080|0.129707|0.500000| 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