#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/39/2013932.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2013932 loop_ _publ_author_name 'Steel, Peter J.' 'Brimble, Margaret A.' 'Hopkins, Brian' 'Rennison, David' _publ_section_title ; Two stereoisomers of the rat toxicant norbormide ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o374 _journal_page_last o376 _journal_volume 60 _journal_year 2004 _chemical_formula_moiety 'C33 H25 N3 O3' _chemical_formula_sum 'C33 H25 N3 O3' _chemical_formula_weight 511.56 _chemical_name_common cis-endo-threo-norbormide _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.00 _cell_angle_beta 115.427(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 15.433(4) _cell_length_b 11.437(3) _cell_length_c 17.048(5) _cell_measurement_temperature 163(2) _cell_volume 2717.6(13) _diffrn_ambient_temperature 163(2) _exptl_crystal_density_diffrn 1.250 _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 2013932 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.15030(13) 0.08044(17) 1.00886(11) 0.0327(4) Uani d . 1 . . C H1A 0.1668 0.0067 1.0438 0.039 Uiso calc R 1 . . H C2 0.16733(13) 0.19920(17) 1.06143(12) 0.0365(5) Uani d . 1 . . C H2A 0.2275 0.1958 1.1167 0.044 Uiso calc R 1 . . H C3 0.17546(13) 0.29269(17) 0.99779(12) 0.0356(5) Uani d . 1 . . C H3A 0.2418 0.3259 1.0215 0.043 Uiso calc R 1 . . H C4 0.15304(12) 0.21932(16) 0.91173(12) 0.0319(4) Uani d . 1 . . C H4A 0.1712 0.2567 0.8679 0.038 Uiso calc R 1 . . H C5 0.04975(12) 0.16937(16) 0.87695(11) 0.0296(4) Uani d . 1 . . C C6 0.04842(13) 0.08785(16) 0.93384(11) 0.0323(4) Uani d . 1 . . C H6A -0.0056 0.0430 0.9286 0.039 Uiso calc R 1 . . H C7 0.20668(13) 0.10513(17) 0.95393(12) 0.0333(4) Uani d . 1 . . C C8 0.26886(12) 0.03462(17) 0.93888(12) 0.0345(5) Uani d . 1 . . C C9 0.08178(14) 0.23983(18) 1.07805(12) 0.0376(5) Uani d . 1 . . C O2 0.04485(10) 0.18937(13) 1.11970(9) 0.0490(4) Uani d . 1 . . O N1 0.05095(12) 0.34756(15) 1.03628(11) 0.0387(4) Uani d . 1 . . N H1C 0.0042(16) 0.397(2) 1.0405(13) 0.058 Uiso d . 1 . . H C10 0.10295(13) 0.38728(18) 0.99176(13) 0.0371(5) Uani d . 1 . . C O3 0.09162(10) 0.48418(12) 0.95654(9) 0.0464(4) Uani d . 1 . . O C11 -0.03079(13) 0.20914(16) 0.79085(12) 0.0320(4) Uani d . 1 . . C O1 -0.04084(10) 0.33481(12) 0.79381(10) 0.0427(4) Uani d . 1 . . O H1B -0.0796(18) 0.343(2) 0.8119(16) 0.064 Uiso d . 1 . . H N11 -0.18153(12) 0.21414(16) 0.80464(11) 0.0467(5) Uani d . 1 . . N C12 -0.12722(12) 0.15035(16) 0.77675(11) 0.0308(4) Uani d . 1 . . C C13 -0.15571(15) 0.0413(2) 0.73925(16) 0.0556(6) Uani d . 1 . . C H13A -0.1154 -0.0028 0.7211 0.067 Uiso calc R 1 . . H C14 -0.24485(17) -0.0032(2) 0.72846(18) 0.0642(7) Uani d . 1 . . C H14A -0.2660 -0.0774 0.7021 0.077 Uiso calc R 1 . . H C15 -0.30180(15) 0.0621(2) 0.75653(14) 0.0472(6) Uani d . 1 . . C H15A -0.3624 0.0340 0.7501 0.057 Uiso calc R 1 . . H C16 -0.26766(15) 0.1683(2) 0.79383(15) 0.0525(6) Uani d . 1 . . C H16A -0.3063 0.2131 0.8135 0.063 Uiso calc R 1 . . H C21 -0.00638(13) 0.18096(17) 0.71371(12) 0.0347(5) Uani d . 1 . . C C22 -0.04828(15) 0.2475(2) 0.63708(13) 0.0463(5) Uani d . 1 . . C H22A -0.0883 0.3121 0.6341 0.056 Uiso calc R 1 . . H C23 -0.03113(18) 0.2187(2) 0.56499(14) 0.0611(7) Uani d . 1 . . C H23A -0.0600 0.2636 0.5132 0.073 Uiso calc R 1 . . H C24 0.02784(19) 0.1249(3) 0.56890(15) 0.0620(7) Uani d . 1 . . C H24A 0.0392 0.1059 0.5199 0.074 Uiso calc R 1 . . H C25 0.07036(17) 0.0583(2) 0.64469(14) 0.0575(6) Uani d . 1 . . C H25A 0.1110 -0.0054 0.6474 0.069 Uiso calc R 1 . . H C26 0.05275(15) 0.0860(2) 0.71689(13) 0.0449(5) Uani d . 1 . . C H26A 0.0810 0.0402 0.7682 0.054 Uiso calc R 1 . . H N31 0.30032(12) 0.17276(15) 0.84285(11) 0.0451(4) Uani d . 1 . . N C32 0.30634(13) 0.06049(18) 0.87189(12) 0.0357(5) Uani d . 1 . . C C33 0.34284(14) -0.0300(2) 0.83825(13) 0.0421(5) Uani d . 1 . . C H33A 0.3483 -0.1072 0.8605 0.051 Uiso calc R 1 . . H C34 0.37085(15) -0.0055(2) 0.77205(14) 0.0520(6) Uani d . 1 . . C H34A 0.3958 -0.0656 0.7492 0.062 Uiso calc R 1 . . H C35 0.36181(16) 0.1077(2) 0.74013(14) 0.0556(6) Uani d . 1 . . C H35A 0.3788 0.1264 0.6942 0.067 Uiso calc R 1 . . H C36 0.32678(15) 0.1937(2) 0.77787(15) 0.0531(6) Uani d . 1 . . C H36A 0.3213 0.2714 0.7565 0.064 Uiso calc R 1 . . H C41 0.29342(13) -0.08423(17) 0.98251(12) 0.0356(5) Uani d . 1 . . C C42 0.38742(14) -0.1114(2) 1.04453(13) 0.0454(5) Uani d . 1 . . C H42A 0.4361 -0.0533 1.0616 0.054 Uiso calc R 1 . . H C43 0.40925(17) -0.2237(2) 1.08103(14) 0.0546(6) Uani d . 1 . . C H43A 0.4725 -0.2408 1.1230 0.066 Uiso calc R 1 . . H C44 0.33935(18) -0.3101(2) 1.05638(15) 0.0555(6) Uani d . 1 . . C H44A 0.3550 -0.3864 1.0804 0.067 Uiso calc R 1 . . H C45 0.24611(18) -0.2844(2) 0.99633(15) 0.0538(6) Uani d . 1 . . C H45A 0.1979 -0.3430 0.9799 0.065 Uiso calc R 1 . . H C46 0.22335(15) -0.17213(18) 0.96006(13) 0.0447(5) Uani d . 1 . . C H46A 0.1594 -0.1553 0.9196 0.054 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0322(10) 0.0323(11) 0.0302(10) 0.0028(8) 0.0101(8) 0.0013(9) C2 0.0289(10) 0.0428(12) 0.0329(10) 0.0003(9) 0.0086(8) -0.0050(9) C3 0.0274(10) 0.0368(12) 0.0392(11) -0.0041(9) 0.0111(9) -0.0068(9) C4 0.0293(10) 0.0313(11) 0.0348(10) 0.0011(8) 0.0133(8) -0.0017(9) C5 0.0291(10) 0.0289(11) 0.0310(10) 0.0018(8) 0.0129(8) -0.0048(9) C6 0.0292(10) 0.0328(11) 0.0327(10) -0.0011(8) 0.0113(8) -0.0042(9) C7 0.0269(10) 0.0355(11) 0.0316(10) -0.0019(8) 0.0068(8) -0.0032(9) C8 0.0254(10) 0.0367(12) 0.0351(10) -0.0005(9) 0.0071(8) -0.0044(9) C9 0.0355(11) 0.0393(13) 0.0328(11) -0.0024(9) 0.0096(9) -0.0077(10) O2 0.0528(9) 0.0524(10) 0.0484(9) 0.0008(7) 0.0281(8) 0.0034(8) N1 0.0395(10) 0.0351(10) 0.0444(10) 0.0021(8) 0.0206(8) -0.0055(8) C10 0.0350(11) 0.0350(12) 0.0396(11) -0.0074(9) 0.0145(9) -0.0106(10) O3 0.0520(9) 0.0326(9) 0.0616(9) -0.0018(7) 0.0309(8) -0.0046(8) C11 0.0309(10) 0.0282(11) 0.0344(10) 0.0032(8) 0.0116(8) 0.0013(9) O1 0.0383(8) 0.0315(8) 0.0554(9) 0.0038(7) 0.0174(7) 0.0041(7) N11 0.0401(10) 0.0497(11) 0.0549(11) -0.0068(9) 0.0248(9) -0.0150(9) C12 0.0303(10) 0.0318(11) 0.0262(9) 0.0030(8) 0.0082(8) 0.0034(8) C13 0.0430(13) 0.0442(14) 0.0831(17) -0.0058(11) 0.0304(12) -0.0181(13) C14 0.0476(14) 0.0456(15) 0.097(2) -0.0151(11) 0.0285(13) -0.0211(14) C15 0.0349(11) 0.0528(15) 0.0495(13) -0.0093(11) 0.0141(10) 0.0020(11) C16 0.0422(13) 0.0631(16) 0.0598(14) -0.0055(12) 0.0291(11) -0.0131(13) C21 0.0288(10) 0.0405(12) 0.0305(10) -0.0049(9) 0.0087(8) 0.0006(9) C22 0.0414(12) 0.0524(14) 0.0396(12) -0.0049(10) 0.0121(10) 0.0083(10) C23 0.0695(17) 0.0747(19) 0.0364(13) -0.0151(15) 0.0202(12) 0.0091(12) C24 0.0723(17) 0.0798(19) 0.0441(14) -0.0202(15) 0.0346(13) -0.0118(13) C25 0.0548(14) 0.0710(17) 0.0500(14) -0.0002(13) 0.0257(12) -0.0122(13) C26 0.0445(12) 0.0553(15) 0.0338(11) 0.0047(11) 0.0156(10) -0.0012(10) N31 0.0429(10) 0.0466(12) 0.0503(11) 0.0026(8) 0.0243(9) 0.0014(9) C32 0.0258(10) 0.0393(13) 0.0367(11) 0.0001(9) 0.0083(8) -0.0036(9) C33 0.0379(11) 0.0450(13) 0.0415(12) 0.0053(10) 0.0151(9) -0.0044(10) C34 0.0499(13) 0.0611(17) 0.0456(13) 0.0115(12) 0.0212(11) -0.0071(12) C35 0.0530(14) 0.0729(18) 0.0461(13) 0.0111(13) 0.0262(11) 0.0069(13) C36 0.0496(13) 0.0550(15) 0.0595(14) 0.0088(11) 0.0280(12) 0.0094(12) C41 0.0325(11) 0.0375(12) 0.0352(10) 0.0045(9) 0.0130(9) -0.0044(9) C42 0.0345(11) 0.0538(14) 0.0439(12) 0.0057(10) 0.0131(10) 0.0007(11) C43 0.0476(13) 0.0683(18) 0.0467(13) 0.0230(13) 0.0190(11) 0.0136(13) C44 0.0737(17) 0.0481(15) 0.0524(14) 0.0196(13) 0.0345(13) 0.0126(12) C45 0.0679(16) 0.0432(14) 0.0535(14) -0.0072(12) 0.0290(12) -0.0023(12) C46 0.0412(12) 0.0443(13) 0.0412(12) -0.0003(10) 0.0107(10) -0.0011(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . 1.586(3) ? C1 C6 . 1.545(2) ? C1 C7 . 1.553(3) ? C1 H1A . 1.0000 ? C2 C9 . 1.536(3) ? C2 C3 . 1.566(3) ? C2 H2A . 1.0000 ? C3 C10 . 1.528(3) ? C3 C4 . 1.594(3) ? C3 H3A . 1.0000 ? C4 C7 . 1.548(3) ? C4 C5 . 1.551(2) ? C4 H4A . 1.0000 ? C5 C6 . 1.352(3) ? C5 C11 . 1.530(2) ? C6 H6A . 0.9500 ? C7 C8 . 1.360(3) ? C8 C32 . 1.515(3) ? C8 C41 . 1.517(3) ? C9 O2 . 1.229(2) ? C9 N1 . 1.400(3) ? N1 C10 . 1.396(3) ? N1 H1C . 0.95(2) ? C10 O3 . 1.237(2) ? C11 O1 . 1.449(2) ? C11 C21 . 1.549(3) ? C11 C12 . 1.555(3) ? O1 H1B . 0.79(2) ? N11 C12 . 1.343(2) ? N11 C16 . 1.366(3) ? C12 C13 . 1.384(3) ? C13 C14 . 1.403(3) ? C13 H13A . 0.9500 ? C14 C15 . 1.385(3) ? C14 H14A . 0.9500 ? C15 C16 . 1.367(3) ? C15 H15A . 0.9500 ? C16 H16A . 0.9500 ? C21 C26 . 1.405(3) ? C21 C22 . 1.407(3) ? C22 C23 . 1.403(3) ? C22 H22A . 0.9500 ? C23 C24 . 1.390(4) ? C23 H23A . 0.9500 ? C24 C25 . 1.397(3) ? C24 H24A . 0.9500 ? C25 C26 . 1.406(3) ? C25 H25A . 0.9500 ? C26 H26A . 0.9500 ? N31 C36 . 1.356(3) ? N31 C32 . 1.365(3) ? C32 C33 . 1.413(3) ? C33 C34 . 1.400(3) ? C33 H33A . 0.9500 ? C34 C35 . 1.387(3) ? C34 H34A . 0.9500 ? C35 C36 . 1.404(3) ? C35 H35A . 0.9500 ? C36 H36A . 0.9500 ? C41 C46 . 1.404(3) ? C41 C42 . 1.415(3) ? C42 C43 . 1.403(3) ? C42 H42A . 0.9500 ? C43 C44 . 1.388(3) ? C43 H43A . 0.9500 ? C44 C45 . 1.393(3) ? C44 H44A . 0.9500 ? C45 C46 . 1.403(3) ? C45 H45A . 0.9500 ? C46 H46A . 0.9500 ?