#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013868.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_2013868 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o161 _journal_page_last o162 _publ_section_title ; 16-Cyano-3\a-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost- 5-en-3\b-yl acetate ; loop_ _publ_author_name 'Thamotharan, S.' 'Parthasarathi, V.' 'Gupta, Ranju' 'Jindal, D. P.' 'Linden, Anthony' _chemical_formula_moiety 'C23 H31 N3 O3' _chemical_formula_sum 'C23 H31 N3 O3' _chemical_formula_iupac 'C23 H31 N3 O3' _chemical_formula_weight 397.51 _chemical_melting_point 501 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.18550(10) _cell_length_b 7.55110(10) _cell_length_c 22.6406(4) _cell_angle_alpha 90 _cell_angle_beta 95.9439(10) _cell_angle_gamma 90 _cell_volume 1051.80(3) _cell_formula_units_Z 2 _cell_measurement_temperature 160(2) _exptl_crystal_density_diffrn 1.255 _diffrn_ambient_temperature 160(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 O20 0.7192(2) 0.7510(2) -0.00274(5) 0.0307(3) Uani d . 1 . . O O21 1.0737(3) 0.8135(4) 0.00479(7) 0.0704(8) Uani d . 1 . . O O23 0.7870(2) 0.6753(2) 0.45148(6) 0.0329(3) Uani d . 1 . . O N17 0.1172(3) 0.2107(3) 0.31234(10) 0.0478(5) Uani d . 1 . . N N25 0.4838(3) 0.5614(3) 0.47730(7) 0.0359(4) Uani d . 1 . . N N26 0.6412(3) 0.5634(3) 0.52778(7) 0.0360(4) Uani d . 1 . . N C1 0.6515(4) 0.8938(3) 0.15431(8) 0.0301(4) Uani d . 1 . . C H1A 0.5937 1.0041 0.1703 0.036 Uiso calc R 1 . . H H1B 0.8054 0.8827 0.1709 0.036 Uiso calc R 1 . . H C2 0.6429(4) 0.9110(3) 0.08648(9) 0.0309(5) Uani d . 1 . . C H2A 0.4917 0.9342 0.0693 0.037 Uiso calc R 1 . . H H2B 0.7349 1.0112 0.0761 0.037 Uiso calc R 1 . . H C3 0.7239(3) 0.7407(3) 0.06163(8) 0.0282(4) Uani d . 1 . . C H3 0.8758 0.7170 0.0795 0.034 Uiso calc R 1 . . H C4 0.5786(3) 0.5884(3) 0.07514(8) 0.0276(4) Uani d . 1 . . C H4A 0.6318 0.4775 0.0584 0.033 Uiso calc R 1 . . H H4B 0.4288 0.6103 0.0567 0.033 Uiso calc R 1 . . H C5 0.5783(3) 0.5699(3) 0.14187(8) 0.0245(4) Uani d . 1 . . C C6 0.6234(3) 0.4153(3) 0.16783(9) 0.0280(4) Uani d . 1 . . C H6 0.6613 0.3205 0.1433 0.034 Uiso calc R 1 . . H C7 0.6195(4) 0.3776(3) 0.23258(9) 0.0315(4) Uani d . 1 . . C H7A 0.7703 0.3589 0.2508 0.038 Uiso calc R 1 . . H H7B 0.5376 0.2666 0.2372 0.038 Uiso calc R 1 . . H C8 0.5160(3) 0.5263(2) 0.26557(8) 0.0235(4) Uani d . 1 . . C H8 0.3546 0.5181 0.2564 0.028 Uiso calc R 1 . . H C9 0.5900(3) 0.7070(2) 0.24390(8) 0.0238(4) Uani d . 1 . . C H9 0.7525 0.7072 0.2496 0.029 Uiso calc R 1 . . H C10 0.5226(3) 0.7345(3) 0.17601(8) 0.0235(4) Uani d . 1 . . C C11 0.5143(4) 0.8580(3) 0.28173(8) 0.0320(5) Uani d . 1 . . C H11A 0.5779 0.9706 0.2693 0.038 Uiso calc R 1 . . H H11B 0.3542 0.8683 0.2747 0.038 Uiso calc R 1 . . H C12 0.5800(4) 0.8287(3) 0.34791(9) 0.0313(5) Uani d . 1 . . C H12A 0.5270 0.9292 0.3705 0.038 Uiso calc R 1 . . H H12B 0.7406 0.8264 0.3553 0.038 Uiso calc R 1 . . H C13 0.4883(3) 0.6553(3) 0.37047(8) 0.0267(4) Uani d . 1 . . C C14 0.5717(3) 0.5015(3) 0.33298(8) 0.0234(4) Uani d . 1 . . C H14 0.7339 0.5055 0.3401 0.028 Uiso calc R 1 . . H C15 0.5050(3) 0.3158(3) 0.35370(8) 0.0283(4) Uani d . 1 . . C H15A 0.6114 0.2282 0.3418 0.034 Uiso calc R 1 . . H H15B 0.5141 0.3155 0.3976 0.034 Uiso calc R 1 . . H C16 0.2865(3) 0.2584(3) 0.33025(9) 0.0335(4) Uani d . 1 . . C C18 0.2388(3) 0.6622(3) 0.36805(9) 0.0353(5) Uani d . 1 . . C H18A 0.1860 0.5549 0.3862 0.053 Uiso calc R 1 . . H H18B 0.1759 0.6699 0.3266 0.053 Uiso calc R 1 . . H H18C 0.1958 0.7664 0.3898 0.053 Uiso calc R 1 . . H C19 0.2774(3) 0.7709(3) 0.16270(9) 0.0330(5) Uani d . 1 . . C H19A 0.2395 0.7778 0.1196 0.049 Uiso calc R 1 . . H H19B 0.2415 0.8833 0.1810 0.049 Uiso calc R 1 . . H H19C 0.1951 0.6748 0.1790 0.049 Uiso calc R 1 . . H C21 0.9064(3) 0.7815(3) -0.02480(9) 0.0345(5) Uani d . 1 . . C C22 0.8805(4) 0.7718(4) -0.09128(9) 0.0407(5) Uani d . 1 . . C H22A 1.0026 0.8325 -0.1069 0.061 Uiso calc R 1 . . H H22B 0.7440 0.8290 -0.1066 0.061 Uiso calc R 1 . . H H22C 0.8782 0.6474 -0.1038 0.061 Uiso calc R 1 . . H C24 0.5763(3) 0.6295(3) 0.43444(8) 0.0267(4) Uani d . 1 . . C C27 0.8126(3) 0.6313(3) 0.51027(8) 0.0332(5) Uani d . 1 . . C C28 1.0251(4) 0.6661(5) 0.54410(10) 0.0481(6) Uani d . 1 . . C H28A 1.0435 0.7939 0.5502 0.072 Uiso calc R 1 . . H H28B 1.1413 0.6211 0.5219 0.072 Uiso calc R 1 . . H H28C 1.0316 0.6064 0.5827 0.072 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 O20 0.0275(6) 0.0442(9) 0.0207(6) 0.0001(7) 0.0042(5) 0.0038(6) O21 0.0354(9) 0.136(2) 0.0390(9) -0.0266(12) 0.0014(8) 0.0176(12) O23 0.0337(7) 0.0445(9) 0.0210(6) -0.0036(7) 0.0054(5) 0.0032(6) N17 0.0453(11) 0.0457(13) 0.0511(12) -0.0086(10) -0.0010(9) 0.0079(10) N25 0.0407(9) 0.0442(11) 0.0235(8) -0.0028(9) 0.0065(7) 0.0027(8) N26 0.0426(10) 0.0438(11) 0.0218(8) 0.0005(9) 0.0050(7) 0.0018(8) C1 0.0438(11) 0.0261(10) 0.0207(9) -0.0053(9) 0.0044(8) 0.0005(8) C2 0.0416(11) 0.0258(11) 0.0254(10) -0.0067(9) 0.0044(8) 0.0024(8) C3 0.0283(9) 0.0370(11) 0.0192(8) -0.0017(8) 0.0026(7) 0.0030(8) C4 0.0342(10) 0.0281(10) 0.0208(8) -0.0002(8) 0.0037(7) -0.0017(8) C5 0.0261(8) 0.0247(9) 0.0228(8) -0.0025(8) 0.0031(7) -0.0013(8) C6 0.0363(10) 0.0255(10) 0.0230(9) 0.0024(8) 0.0066(8) -0.0032(7) C7 0.0465(12) 0.0227(9) 0.0261(9) 0.0077(9) 0.0072(9) 0.0029(8) C8 0.0290(9) 0.0209(9) 0.0207(8) 0.0023(7) 0.0029(7) 0.0007(7) C9 0.0294(9) 0.0220(9) 0.0200(8) 0.0001(7) 0.0031(7) 0.0006(7) C10 0.0280(8) 0.0223(9) 0.0202(8) 0.0004(7) 0.0021(7) 0.0014(7) C11 0.0519(13) 0.0216(10) 0.0228(9) 0.0049(9) 0.0057(9) 0.0014(8) C12 0.0506(12) 0.0227(10) 0.0211(9) 0.0008(9) 0.0051(8) -0.0008(8) C13 0.0330(10) 0.0262(10) 0.0211(8) 0.0025(8) 0.0040(7) 0.0004(8) C14 0.0265(8) 0.0231(9) 0.0207(8) 0.0007(7) 0.0035(7) 0.0011(7) C15 0.0363(10) 0.0241(10) 0.0244(9) 0.0008(8) 0.0026(8) 0.0023(8) C16 0.0412(11) 0.0289(11) 0.0308(10) -0.0020(10) 0.0055(9) 0.0048(9) C18 0.0339(10) 0.0397(12) 0.0328(10) 0.0096(10) 0.0056(8) -0.0006(10) C19 0.0291(9) 0.0414(12) 0.0283(9) 0.0048(9) 0.0022(7) 0.0010(9) C21 0.0299(10) 0.0438(13) 0.0307(10) -0.0004(9) 0.0068(8) 0.0077(10) C22 0.0375(10) 0.0571(15) 0.0285(9) 0.0090(11) 0.0084(8) 0.0068(11) C24 0.0306(9) 0.0251(10) 0.0249(9) 0.0014(8) 0.0055(8) -0.0008(8) C27 0.0389(11) 0.0409(13) 0.0203(9) 0.0031(10) 0.0058(8) 0.0003(9) C28 0.0412(12) 0.0739(19) 0.0287(10) -0.0024(13) 0.0010(9) 0.0014(12) 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 O20 C21 . 1.328(2) ? O20 C3 . 1.457(2) ? O21 C21 . 1.198(3) ? O23 C24 . 1.365(2) ? O23 C27 . 1.365(2) ? N17 C16 . 1.142(3) ? N25 C24 . 1.284(3) ? N25 N26 . 1.423(2) ? N26 C27 . 1.277(3) ? C1 C2 . 1.536(3) ? C1 C10 . 1.551(3) ? C1 H1A . 0.9900 ? C1 H1B . 0.9900 ? C2 C3 . 1.510(3) ? C2 H2A . 0.9900 ? C2 H2B . 0.9900 ? C3 C4 . 1.510(3) ? C3 H3 . 1.0000 ? C4 C5 . 1.517(2) ? C4 H4A . 0.9900 ? C4 H4B . 0.9900 ? C5 C6 . 1.324(3) ? C5 C10 . 1.522(3) ? C6 C7 . 1.496(3) ? C6 H6 . 0.9500 ? C7 C8 . 1.526(3) ? C7 H7A . 0.9900 ? C7 H7B . 0.9900 ? C8 C9 . 1.536(3) ? C8 C14 . 1.541(2) ? C8 H8 . 1.0000 ? C9 C11 . 1.528(3) ? C9 C10 . 1.564(2) ? C9 H9 . 1.0000 ? C10 C19 . 1.540(3) ? C11 C12 . 1.527(3) ? C11 H11A . 0.9900 ? C11 H11B . 0.9900 ? C12 C13 . 1.535(3) ? C12 H12A . 0.9900 ? C12 H12B . 0.9900 ? C13 C24 . 1.506(3) ? C13 C18 . 1.539(3) ? C13 C14 . 1.557(3) ? C14 C15 . 1.548(3) ? C14 H14 . 1.0000 ? C15 C16 . 1.465(3) ? C15 H15A . 0.9900 ? C15 H15B . 0.9900 ? C18 H18A . 0.9800 ? C18 H18B . 0.9800 ? C18 H18C . 0.9800 ? C19 H19A . 0.9800 ? C19 H19B . 0.9800 ? C19 H19C . 0.9800 ? C21 C22 . 1.499(3) ? C22 H22A . 0.9800 ? C22 H22B . 0.9800 ? C22 H22C . 0.9800 ? C27 C28 . 1.475(3) ? C28 H28A . 0.9800 ? C28 H28B . 0.9800 ? C28 H28C . 0.9800 ?