#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:08:28 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201955 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/82/2008240.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2008240 loop_ _publ_author_name 'Sawicki, Mark W.' 'Li, Naiyin' 'Ghosh, Debashis' _publ_section_title ; Equilin ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 425 _journal_page_last 427 _journal_paper_doi 10.1107/S0108270198013250 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C18 H20 O2' _chemical_formula_sum 'C18 H20 O2' _chemical_formula_weight 268.34 _chemical_name_common Equilin _chemical_name_systematic ; 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method 'SHELXL97/manual editing' _cell_angle_alpha 90.000(11) _cell_angle_beta 90.000(11) _cell_angle_gamma 90.000(10) _cell_formula_units_Z 4 _cell_length_a 6.5429(8) _cell_length_b 9.0345(9) _cell_length_c 23.894(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13.7 _cell_measurement_theta_min 7.1 _cell_volume 1412.4(3) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'CHAIN (Sack, 1988)' _computing_publication_material 'ORTEPIII (Burnett & Johnson, 1996)' _computing_structure_refinement SHELXL97 _computing_structure_solution SHELXS97 _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type CAD-4 _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.067 _diffrn_reflns_av_sigmaI/netI 0.041 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 6070 _diffrn_reflns_theta_full 75.02 _diffrn_reflns_theta_max 75.02 _diffrn_reflns_theta_min 3.70 _diffrn_standards_decay_% 'not significant' _diffrn_standards_interval_count 300 _diffrn_standards_interval_time 150 _diffrn_standards_number 5 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method none _exptl_crystal_description plate _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.345 _refine_diff_density_min -0.235 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.2(3) _refine_ls_extinction_coef 0.0107(13) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_hydrogen_treatment 'H atoms: see below' _refine_ls_matrix_type full _refine_ls_number_parameters 184 _refine_ls_number_reflns 2890 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.071 _refine_ls_R_factor_all 0.052 _refine_ls_R_factor_gt 0.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0926P)^2^+0.1263P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.134 _reflns_number_gt 2782 _reflns_number_total 2890 _reflns_threshold_expression I>2\s(I) _cod_data_source_file da1048.cif _cod_data_source_block equilin _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0926P)^2^+0.1263P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0926P)^2^+0.1263P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2008240 _cod_database_fobs_code 2008240 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 O3 0.6715(2) 0.3917(2) 0.69027(5) 0.0596(4) Uani d . 1 . . O H3 0.5785 0.3942 0.7133 0.089 Uiso calc R 1 . . H O17 0.1041(3) 0.6460(2) 0.27757(6) 0.0715(5) Uani d . 1 . . O C1 0.3261(2) 0.48816(19) 0.57538(7) 0.0387(4) Uani d . 1 . . C H1 0.1909 0.5163 0.5697 0.046 Uiso calc R 1 . . H C2 0.3925(3) 0.4620(2) 0.62922(7) 0.0421(4) Uani d . 1 . . C H2 0.3030 0.4717 0.6592 0.051 Uiso calc R 1 . . H C3 0.5953(3) 0.42091(18) 0.63829(7) 0.0395(4) Uani d . 1 . . C C4 0.7261(3) 0.40779(18) 0.59306(7) 0.0381(4) Uani d . 1 . . C H4 0.8617 0.3813 0.5990 0.046 Uiso calc R 1 . . H C5 0.6574(2) 0.43365(15) 0.53868(6) 0.0317(3) Uani d . 1 . . C C6 0.8056(3) 0.41502(18) 0.49081(7) 0.0386(4) Uani d . 1 . . C H6A 0.9024 0.4963 0.4916 0.046 Uiso calc R 1 . . H H6B 0.8818 0.3241 0.4964 0.046 Uiso calc R 1 . . H C7 0.7072(3) 0.41019(17) 0.43433(7) 0.0370(4) Uani d . 1 . . C H7 0.7867 0.3806 0.4041 0.044 Uiso calc R 1 . . H C8 0.5139(2) 0.44542(16) 0.42477(6) 0.0324(3) Uani d . 1 . . C C9 0.3683(2) 0.49212(16) 0.47074(6) 0.0311(3) Uani d . 1 . . C H9 0.2506 0.4254 0.4683 0.037 Uiso calc R 1 . . H C10 0.4547(2) 0.47390(15) 0.52903(6) 0.0311(3) Uani d . 1 . . C C11 0.2859(3) 0.64931(17) 0.45876(6) 0.0379(4) Uani d . 1 . . C H11A 0.1854 0.6751 0.4870 0.046 Uiso calc R 1 . . H H11B 0.3974 0.7197 0.4614 0.046 Uiso calc R 1 . . H C12 0.1878(3) 0.66123(17) 0.40066(7) 0.0393(4) Uani d . 1 . . C H12A 0.0655 0.6007 0.3993 0.047 Uiso calc R 1 . . H H12B 0.1487 0.7631 0.3935 0.047 Uiso calc R 1 . . H C13 0.3374(3) 0.60988(17) 0.35596(6) 0.0374(4) Uani d . 1 . . C C14 0.4131(3) 0.45146(17) 0.36869(6) 0.0354(3) Uani d . 1 . . C H14 0.2903 0.3898 0.3716 0.042 Uiso calc R 1 . . H C15 0.5217(4) 0.4030(2) 0.31496(7) 0.0509(5) Uani d . 1 . . C H15A 0.5318 0.2961 0.3126 0.061 Uiso calc R 1 . . H H15B 0.6574 0.4457 0.3124 0.061 Uiso calc R 1 . . H C16 0.3786(4) 0.4655(3) 0.26947(7) 0.0571(5) Uani d . 1 . . C H16A 0.4574 0.5070 0.2389 0.069 Uiso calc R 1 . . H H16B 0.2909 0.3881 0.2548 0.069 Uiso calc R 1 . . H C17 0.2524(3) 0.5847(2) 0.29772(7) 0.0486(4) Uani d . 1 . . C C18 0.5152(3) 0.7207(2) 0.34956(8) 0.0544(5) Uani d . 1 . . C H18A 0.5963 0.6941 0.3176 0.082 Uiso calc R 1 . . H H18B 0.5986 0.7183 0.3826 0.082 Uiso calc R 1 . . H H18C 0.4612 0.8186 0.3445 0.082 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 O3 0.0613(8) 0.0833(10) 0.0343(6) 0.0124(8) -0.0020(6) 0.0096(7) O17 0.0918(12) 0.0792(11) 0.0436(7) 0.0257(10) -0.0176(8) -0.0085(7) C1 0.0368(7) 0.0465(8) 0.0326(7) 0.0013(7) 0.0041(6) -0.0023(6) C2 0.0449(8) 0.0506(9) 0.0309(7) 0.0009(7) 0.0072(7) -0.0007(7) C3 0.0497(8) 0.0381(8) 0.0308(7) 0.0013(7) 0.0002(7) 0.0030(6) C4 0.0387(8) 0.0356(7) 0.0400(8) 0.0009(6) -0.0003(6) 0.0027(6) C5 0.0345(7) 0.0257(6) 0.0350(7) -0.0012(5) 0.0039(6) 0.0002(5) C6 0.0357(7) 0.0411(8) 0.0390(8) 0.0045(6) 0.0059(6) 0.0024(6) C7 0.0406(8) 0.0345(7) 0.0360(7) 0.0024(6) 0.0105(6) -0.0026(6) C8 0.0413(7) 0.0268(6) 0.0291(7) -0.0019(6) 0.0063(6) -0.0029(5) C9 0.0333(6) 0.0317(6) 0.0283(7) -0.0004(5) 0.0032(5) -0.0027(5) C10 0.0347(7) 0.0300(6) 0.0286(7) -0.0014(6) 0.0024(6) -0.0015(5) C11 0.0464(8) 0.0352(7) 0.0322(7) 0.0085(7) -0.0001(6) -0.0061(5) C12 0.0499(9) 0.0332(7) 0.0347(7) 0.0054(7) -0.0007(7) -0.0012(6) C13 0.0505(9) 0.0300(7) 0.0318(7) -0.0026(7) 0.0024(6) 0.0002(6) C14 0.0458(8) 0.0303(6) 0.0301(7) -0.0004(6) 0.0045(6) -0.0040(6) C15 0.0700(12) 0.0509(9) 0.0317(8) 0.0084(9) 0.0070(8) -0.0083(7) C16 0.0830(14) 0.0584(11) 0.0300(8) 0.0055(11) 0.0022(9) -0.0078(7) C17 0.0672(12) 0.0459(9) 0.0328(8) -0.0003(9) -0.0007(7) 0.0008(7) C18 0.0706(12) 0.0434(9) 0.0491(10) -0.0158(9) 0.0069(9) 0.0075(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C3 O3 H3 109.5 no C2 C1 C10 122.29(15) n C2 C1 H1 118.9 no C10 C1 H1 118.9 no C1 C2 C3 119.38(15) n C1 C2 H2 120.3 no C3 C2 H2 120.3 no O3 C3 C4 117.94(16) yes O3 C3 C2 122.73(15) yes C4 C3 C2 119.33(15) yes C3 C4 C5 120.94(15) n C3 C4 H4 119.5 no C5 C4 H4 119.5 no C10 C5 C4 120.29(13) n C10 C5 C6 120.99(14) n C4 C5 C6 118.71(14) n C7 C6 C5 114.25(13) n C7 C6 H6A 108.7 no C5 C6 H6A 108.7 no C7 C6 H6B 108.7 no C5 C6 H6B 108.7 no H6A C6 H6B 107.6 no C8 C7 C6 124.03(14) yes C8 C7 H7 118.0 no C6 C7 H7 118.0 no C7 C8 C14 125.80(14) yes C7 C8 C9 122.88(14) yes C14 C8 C9 111.27(13) yes C10 C9 C8 113.74(12) n C10 C9 C11 113.63(12) n C8 C9 C11 109.94(12) n C10 C9 H9 106.3 no C8 C9 H9 106.3 no C11 C9 H9 106.3 no C5 C10 C1 117.76(14) n C5 C10 C9 122.45(13) n C1 C10 C9 119.66(13) n C12 C11 C9 112.21(12) n C12 C11 H11A 109.2 no C9 C11 H11A 109.2 no C12 C11 H11B 109.2 no C9 C11 H11B 109.2 no H11A C11 H11B 107.9 no C13 C12 C11 110.18(14) yes C13 C12 H12A 109.6 no C11 C12 H12A 109.6 no C13 C12 H12B 109.6 no C11 C12 H12B 109.6 no H12A C12 H12B 108.1 no C17 C13 C12 117.01(15) yes C17 C13 C18 106.44(13) yes C12 C13 C18 110.91(14) yes C17 C13 C14 99.20(13) yes C12 C13 C14 110.53(12) yes C18 C13 C14 112.26(14) yes C8 C14 C15 122.46(15) yes C8 C14 C13 110.61(12) yes C15 C14 C13 104.39(13) yes C8 C14 H14 106.1 no C15 C14 H14 106.1 no C13 C14 H14 106.1 no C14 C15 C16 101.82(15) yes C14 C15 H15A 111.4 no C16 C15 H15A 111.4 no C14 C15 H15B 111.4 no C16 C15 H15B 111.4 no H15A C15 H15B 109.3 no C17 C16 C15 106.09(15) yes C17 C16 H16A 110.5 no C15 C16 H16A 110.5 no C17 C16 H16B 110.5 no C15 C16 H16B 110.5 no H16A C16 H16B 108.7 no O17 C17 C13 126.02(18) yes O17 C17 C16 125.57(18) yes C13 C17 C16 108.37(16) yes C13 C18 H18A 109.5 no C13 C18 H18B 109.5 no H18A C18 H18B 109.5 no C13 C18 H18C 109.5 no H18A C18 H18C 109.5 no H18B C18 H18C 109.5 no 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 O3 C3 . 1.364(2) yes O3 H3 . 0.8200 no O17 C17 . 1.216(3) yes C1 C2 . 1.378(2) n C1 C10 . 1.3971(19) n C1 H1 . 0.9300 no C2 C3 . 1.395(3) n C2 H2 . 0.9300 no C3 C4 . 1.383(2) n C4 C5 . 1.395(2) n C4 H4 . 0.9300 no C5 C10 . 1.394(2) n C5 C6 . 1.509(2) yes C6 C7 . 1.496(2) yes C6 H6A . 0.9700 no C6 H6B . 0.9700 no C7 C8 . 1.324(2) yes C7 H7 . 0.9300 no C8 C14 . 1.494(2) yes C8 C9 . 1.5140(19) yes C9 C10 . 1.5122(19) yes C9 C11 . 1.546(2) yes C9 H9 . 0.9800 no C11 C12 . 1.534(2) n C11 H11A . 0.9700 no C11 H11B . 0.9700 no C12 C13 . 1.521(2) n C12 H12A . 0.9700 no C12 H12B . 0.9700 no C13 C17 . 1.516(2) n C13 C18 . 1.542(2) n C13 C14 . 1.545(2) n C14 C15 . 1.531(2) n C14 H14 . 0.9800 no C15 C16 . 1.542(3) n C15 H15A . 0.9700 no C15 H15B . 0.9700 no C16 C17 . 1.516(3) n C16 H16A . 0.9700 no C16 H16B . 0.9700 no C18 H18A . 0.9600 no C18 H18B . 0.9600 no C18 H18C . 0.9600 no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 193995