#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013852.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_2013852 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o75 _journal_page_last o78 _publ_section_title ; Two androst-5-ene derivatives: 16-[4-(3-chloropropoxy)-3-methoxybenzylidene]-17-oxoandrost-5-en-3\b-ol and 16-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)benzylidene]-3\b-pyrrolidinoandrost- 5-en-17\b-ol monohydrate ; loop_ _publ_author_name 'Thamotharan, S.' 'Parthasarathi, V.' 'Gupta, Ranju' 'Guleria, Sheetal' 'Jindal, D. P.' 'Linden, Anthony' _chemical_formula_moiety 'C30 H39 Cl O4' _chemical_formula_sum 'C30 H39 Cl O4' _chemical_formula_iupac 'C30 H39 Cl O4' _chemical_formula_weight 499.09 _chemical_melting_point 469 _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R 3' _symmetry_space_group_name_Hall 'R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 34.3749(8) _cell_length_b 34.3749(8) _cell_length_c 5.75850(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 5892.8(2) _cell_formula_units_Z 9 _cell_measurement_temperature 160(2) _exptl_crystal_density_diffrn 1.266 _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 Cl1 -0.06166(3) -0.00522(3) -0.34802(14) 0.0493(2) Uani d . 1 . . Cl O3 0.34998(6) 0.03704(6) 0.4690(3) 0.0290(4) Uani d . 1 . . O H3A 0.3353(9) 0.0203(9) 0.377(5) 0.013(7) Uiso d . 1 . . H O17 0.22766(6) 0.26738(7) 0.8851(3) 0.0358(4) Uani d . 1 . . O O23 -0.01387(6) 0.15520(7) 0.5467(3) 0.0382(5) Uani d . 1 . . O O28 -0.02007(6) 0.10901(7) 0.1773(4) 0.0400(5) Uani d . 1 . . O C1 0.34027(8) 0.13116(8) 0.7416(4) 0.0241(5) Uani d . 1 . . C H1A 0.3624 0.1575 0.8319 0.029 Uiso calc R 1 . . H H1B 0.3142 0.1131 0.8442 0.029 Uiso calc R 1 . . H C2 0.36165(8) 0.10263(9) 0.6755(4) 0.0260(5) Uani d . 1 . . C H2A 0.3898 0.1213 0.5878 0.031 Uiso calc R 1 . . H H2B 0.3693 0.0918 0.8182 0.031 Uiso calc R 1 . . H C3 0.32981(8) 0.06328(8) 0.5301(4) 0.0248(5) Uani d . 1 . . C H3 0.3018 0.0442 0.6214 0.030 Uiso calc R 1 . . H C4 0.31764(9) 0.07993(8) 0.3105(4) 0.0254(5) Uani d . 1 . . C H4A 0.3450 0.0977 0.2159 0.030 Uiso calc R 1 . . H H4B 0.2961 0.0539 0.2167 0.030 Uiso calc R 1 . . H C5 0.29703(8) 0.10863(8) 0.3712(4) 0.0222(5) Uani d . 1 . . C C6 0.25712(8) 0.09782(8) 0.2857(4) 0.0255(5) Uani d . 1 . . C H6 0.2425 0.0718 0.1906 0.031 Uiso calc R 1 . . H C7 0.23348(8) 0.12370(8) 0.3282(4) 0.0265(5) Uani d . 1 . . C H7A 0.2076 0.1061 0.4325 0.032 Uiso calc R 1 . . H H7B 0.2217 0.1278 0.1790 0.032 Uiso calc R 1 . . H C8 0.26414(8) 0.16971(8) 0.4371(4) 0.0200(5) Uani d . 1 . . C H8 0.2837 0.1909 0.3133 0.024 Uiso calc R 1 . . H C9 0.29420(8) 0.16681(8) 0.6278(4) 0.0204(4) Uani d . 1 . . C H9 0.2735 0.1446 0.7447 0.025 Uiso calc R 1 . . H C10 0.32422(8) 0.14817(7) 0.5334(4) 0.0199(4) Uani d . 1 . . C C11 0.32102(8) 0.21191(8) 0.7566(4) 0.0240(5) Uani d . 1 . . C H11A 0.3438 0.2342 0.6496 0.029 Uiso calc R 1 . . H H11B 0.3371 0.2078 0.8885 0.029 Uiso calc R 1 . . H C12 0.29172(8) 0.23087(8) 0.8496(4) 0.0243(5) Uani d . 1 . . C H12A 0.2716 0.2109 0.9729 0.029 Uiso calc R 1 . . H H12B 0.3112 0.2609 0.9181 0.029 Uiso calc R 1 . . H C13 0.26382(8) 0.23446(8) 0.6540(4) 0.0214(5) Uani d . 1 . . C C14 0.23609(8) 0.18781(7) 0.5438(4) 0.0212(5) Uani d . 1 . . C H14 0.2196 0.1671 0.6756 0.025 Uiso calc R 1 . . H C15 0.19985(8) 0.19076(8) 0.4008(4) 0.0230(5) Uani d . 1 . . C H15A 0.2119 0.2061 0.2505 0.028 Uiso calc R 1 . . H H15B 0.1736 0.1606 0.3721 0.028 Uiso calc R 1 . . H C16 0.18793(8) 0.21839(8) 0.5595(4) 0.0233(5) Uani d . 1 . . C C17 0.22647(8) 0.24382(8) 0.7243(4) 0.0245(5) Uani d . 1 . . C C18 0.29329(8) 0.27166(8) 0.4783(4) 0.0255(5) Uani d . 1 . . C H18A 0.3075 0.3009 0.5562 0.038 Uiso calc R 1 . . H H18B 0.2745 0.2717 0.3502 0.038 Uiso calc R 1 . . H H18C 0.3166 0.2660 0.4171 0.038 Uiso calc R 1 . . H C19 0.36533(8) 0.18453(8) 0.4001(4) 0.0274(5) Uani d . 1 . . C H19A 0.3811 0.1708 0.3250 0.041 Uiso calc R 1 . . H H19B 0.3857 0.2078 0.5088 0.041 Uiso calc R 1 . . H H19C 0.3553 0.1981 0.2818 0.041 Uiso calc R 1 . . H C20 0.14950(8) 0.21898(8) 0.5840(4) 0.0259(5) Uani d . 1 . . C H20 0.1497 0.2388 0.6997 0.031 Uiso calc R 1 . . H C21 0.10732(8) 0.19336(8) 0.4574(4) 0.0261(5) Uani d . 1 . . C C22 0.06748(9) 0.18875(9) 0.5571(4) 0.0284(5) Uani d . 1 . . C H22 0.0695 0.2048 0.6952 0.034 Uiso calc R 1 . . H C23 0.02602(8) 0.16171(9) 0.4593(4) 0.0293(5) Uani d . 1 . . C C24 0.02237(9) 0.13695(9) 0.2560(5) 0.0306(6) Uani d . 1 . . C C25 0.06123(9) 0.14357(9) 0.1482(4) 0.0310(6) Uani d . 1 . . C H25 0.0593 0.1288 0.0056 0.037 Uiso calc R 1 . . H C26 0.10314(9) 0.17170(9) 0.2474(4) 0.0287(5) Uani d . 1 . . C H26 0.1294 0.1762 0.1696 0.034 Uiso calc R 1 . . H C27 -0.01146(10) 0.18450(11) 0.7261(5) 0.0405(7) Uani d . 1 . . C H27A 0.0013 0.1789 0.8660 0.061 Uiso calc R 1 . . H H27B -0.0417 0.1792 0.7603 0.061 Uiso calc R 1 . . H H27C 0.0077 0.2157 0.6763 0.061 Uiso calc R 1 . . H C29 -0.02468(9) 0.08087(11) -0.0190(5) 0.0388(6) Uani d . 1 . . C H29A -0.0118 0.0615 0.0178 0.047 Uiso calc R 1 . . H H29B -0.0087 0.0996 -0.1556 0.047 Uiso calc R 1 . . H C30 -0.07440(10) 0.05247(13) -0.0691(6) 0.0527(9) Uani d . 1 . . C H30A -0.0883 0.0288 0.0510 0.063 Uiso calc R 1 . . H H30B -0.0883 0.0716 -0.0577 0.063 Uiso calc R 1 . . H C31 -0.08459(12) 0.03056(13) -0.3051(7) 0.0545(9) Uani d . 1 . . C H31A -0.0725 0.0543 -0.4256 0.065 Uiso calc R 1 . . H H31B -0.1176 0.0128 -0.3255 0.065 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 Cl1 0.0498(5) 0.0436(4) 0.0585(5) 0.0262(4) -0.0040(4) -0.0074(3) O3 0.0324(10) 0.0271(9) 0.0341(9) 0.0199(8) -0.0076(8) -0.0053(8) O17 0.0365(10) 0.0395(11) 0.0372(10) 0.0233(9) -0.0040(8) -0.0156(8) O23 0.0255(10) 0.0541(13) 0.0387(10) 0.0227(9) -0.0008(8) -0.0096(9) O28 0.0263(10) 0.0507(12) 0.0422(11) 0.0186(9) -0.0065(8) -0.0158(9) C1 0.0279(12) 0.0280(12) 0.0195(11) 0.0163(10) -0.0044(9) -0.0016(9) C2 0.0284(12) 0.0307(13) 0.0247(11) 0.0190(11) -0.0033(9) -0.0008(9) C3 0.0246(12) 0.0244(12) 0.0289(12) 0.0149(10) -0.0023(9) 0.0013(9) C4 0.0308(13) 0.0262(12) 0.0232(11) 0.0173(11) -0.0045(9) -0.0037(9) C5 0.0282(12) 0.0208(11) 0.0184(10) 0.0128(10) -0.0019(9) -0.0005(8) C6 0.0298(13) 0.0226(12) 0.0261(11) 0.0146(10) -0.0065(9) -0.0048(9) C7 0.0252(12) 0.0240(12) 0.0308(12) 0.0127(10) -0.0089(9) -0.0075(10) C8 0.0198(11) 0.0198(11) 0.0206(10) 0.0101(9) -0.0030(8) -0.0008(8) C9 0.0225(11) 0.0219(11) 0.0191(10) 0.0128(10) -0.0023(8) -0.0002(8) C10 0.0214(11) 0.0192(11) 0.0185(10) 0.0097(9) -0.0009(8) 0.0004(8) C11 0.0246(12) 0.0251(12) 0.0246(11) 0.0140(10) -0.0077(9) -0.0052(9) C12 0.0286(12) 0.0241(12) 0.0212(11) 0.0139(10) -0.0043(9) -0.0034(9) C13 0.0237(12) 0.0192(11) 0.0215(11) 0.0109(9) 0.0001(9) -0.0012(8) C14 0.0216(11) 0.0189(11) 0.0215(10) 0.0089(9) -0.0016(8) 0.0010(8) C15 0.0211(11) 0.0254(12) 0.0244(11) 0.0129(10) -0.0029(9) -0.0010(9) C16 0.0247(12) 0.0206(11) 0.0240(11) 0.0110(10) 0.0003(9) 0.0011(9) C17 0.0267(12) 0.0225(12) 0.0251(12) 0.0130(10) 0.0007(9) 0.0007(9) C18 0.0252(12) 0.0213(12) 0.0281(12) 0.0102(10) -0.0007(9) 0.0001(9) C19 0.0246(12) 0.0274(13) 0.0288(12) 0.0120(11) 0.0019(10) 0.0015(10) C20 0.0276(12) 0.0245(12) 0.0285(12) 0.0151(10) -0.0007(10) -0.0016(9) C21 0.0270(13) 0.0267(12) 0.0293(12) 0.0169(11) -0.0001(10) 0.0036(10) C22 0.0287(13) 0.0323(13) 0.0297(12) 0.0195(11) 0.0008(10) -0.0006(10) C23 0.0246(12) 0.0375(14) 0.0318(13) 0.0200(11) 0.0014(10) 0.0003(11) C24 0.0260(13) 0.0328(14) 0.0334(13) 0.0150(11) -0.0046(10) -0.0014(10) C25 0.0272(13) 0.0388(15) 0.0287(13) 0.0178(12) -0.0023(10) -0.0034(10) C26 0.0263(12) 0.0356(14) 0.0284(12) 0.0186(11) 0.0017(10) 0.0016(10) C27 0.0358(15) 0.0527(18) 0.0419(15) 0.0288(14) 0.0038(12) -0.0058(13) C29 0.0302(14) 0.0447(17) 0.0413(15) 0.0185(13) -0.0046(12) -0.0122(13) C30 0.0304(16) 0.064(2) 0.061(2) 0.0218(16) -0.0073(14) -0.0238(17) C31 0.050(2) 0.061(2) 0.064(2) 0.0370(18) -0.0215(16) -0.0246(18) 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 Cl1 C31 . 1.779(3) ? O3 C3 . 1.430(3) ? O3 H3A . 0.76(3) ? O17 C17 . 1.218(3) ? O23 C23 . 1.370(3) ? O23 C27 . 1.416(3) ? O28 C24 . 1.362(3) ? O28 C29 . 1.444(3) ? C1 C2 . 1.539(3) ? C1 C10 . 1.551(3) ? C1 H1A . 0.9900 ? C1 H1B . 0.9900 ? C2 C3 . 1.499(3) ? C2 H2A . 0.9900 ? C2 H2B . 0.9900 ? C3 C4 . 1.530(3) ? C3 H3 . 1.0000 ? C4 C5 . 1.515(3) ? C4 H4A . 0.9900 ? C4 H4B . 0.9900 ? C5 C6 . 1.324(3) ? C5 C10 . 1.524(3) ? C6 C7 . 1.495(3) ? C6 H6 . 0.9500 ? C7 C8 . 1.529(3) ? C7 H7A . 0.9900 ? C7 H7B . 0.9900 ? C8 C14 . 1.515(3) ? C8 C9 . 1.545(3) ? C8 H8 . 1.0000 ? C9 C11 . 1.541(3) ? C9 C10 . 1.560(3) ? C9 H9 . 1.0000 ? C10 C19 . 1.543(3) ? C11 C12 . 1.544(3) ? C11 H11A . 0.9900 ? C11 H11B . 0.9900 ? C12 C13 . 1.523(3) ? C12 H12A . 0.9900 ? C12 H12B . 0.9900 ? C13 C17 . 1.526(3) ? C13 C14 . 1.534(3) ? C13 C18 . 1.546(3) ? C14 C15 . 1.538(3) ? C14 H14 . 1.0000 ? C15 C16 . 1.514(3) ? C15 H15A . 0.9900 ? C15 H15B . 0.9900 ? C16 C20 . 1.339(3) ? C16 C17 . 1.504(3) ? C18 H18A . 0.9800 ? C18 H18B . 0.9800 ? C18 H18C . 0.9800 ? C19 H19A . 0.9800 ? C19 H19B . 0.9800 ? C19 H19C . 0.9800 ? C20 C21 . 1.460(3) ? C20 H20 . 0.9500 ? C21 C26 . 1.389(4) ? C21 C22 . 1.419(3) ? C22 C23 . 1.374(4) ? C22 H22 . 0.9500 ? C23 C24 . 1.415(4) ? C24 C25 . 1.385(4) ? C25 C26 . 1.394(4) ? C25 H25 . 0.9500 ? C26 H26 . 0.9500 ? C27 H27A . 0.9800 ? C27 H27B . 0.9800 ? C27 H27C . 0.9800 ? C29 C30 . 1.513(4) ? C29 H29A . 0.9900 ? C29 H29B . 0.9900 ? C30 C31 . 1.507(5) ? C30 H30A . 0.9900 ? C30 H30B . 0.9900 ? C31 H31A . 0.9900 ? C31 H31B . 0.9900 ?