#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/10/06/1100689.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_1100689 loop_ _publ_author_name 'Soriano-Garcia, Manuel' 'Valencia, Norma' 'Flores, Eugenio' 'Bratoeff, Eugene' 'Ramirez, Elena' 'Cabeza, Marisa' _publ_section_title ; Crystal structure and Synthesis of beta-(p-Fluorobenzoyloxy)-4,16-pregnadiene- 6,20-dione ; _journal_name_full 'Analytical Sciences' _journal_page_first x79 _journal_page_last x80 _journal_volume 19 _journal_year 2003 _chemical_formula_moiety 'C28 H31 F O4' _chemical_formula_sum 'C28 H31 F O4' _chemical_formula_weight 450.53 _chemical_name_systematic ; Crystal structure and Synthesis of beta-(p-Fluorobenzoyloxy)-4,16-pregnadiene- 6,20-dione ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 102.243(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 12.4629(10) _cell_length_b 6.1705(5) _cell_length_c 15.5815(13) _cell_measurement_reflns_used 3041 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 30.91 _cell_measurement_theta_min 2.35 _cell_volume 1171.00(17) _diffrn_ambient_temperature 291(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0742 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 9645 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.35 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Prism _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.328 _refine_diff_density_min -0.137 _refine_diff_density_rms 0.029 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(12) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.911 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 301 _refine_ls_number_reflns 4105 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.911 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_gt 0.0476 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0255P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.0868 _reflns_number_gt 2458 _reflns_number_total 4105 _reflns_threshold_expression >2sigma(I) _[local]_cod_cif_authors_sg_H-M 'P2(1) ' _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 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'No' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 1100689 #BEGIN Tags that were not found in dictionaries: _solved_by 'Simon Hernandez-Ortega' #END Tags that were not found in dictionaries loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.89588(16) -0.2856(4) 0.93806(15) 0.1216(9) Uani 1 1 d . . . O1 O 0.47275(15) 0.2761(4) 0.85507(13) 0.0760(7) Uani 1 1 d . . . O2 O 0.11870(16) -0.0393(4) 0.86268(14) 0.0790(7) Uani 1 1 d . . . O3 O 0.55700(17) 0.4447(4) 0.97741(16) 0.0895(8) Uani 1 1 d . . . O4 O -0.35254(19) 0.8746(4) 0.51195(17) 0.0998(9) Uani 1 1 d . . . C1 C 0.2393(2) 0.6067(5) 0.7320(2) 0.0658(10) Uani 1 1 d . .. . H1A H 0.2260 0.7092 0.7758 0.079 Uiso 1 1 calc R . . H1B H 0.2298 0.6829 0.6765 0.079 Uiso 1 1 calc R . . C2 C 0.3579(2) 0.5249(6) 0.7583(2) 0.0707(10) Uani 1 1 d . . . H2A H 0.3726 0.4247 0.7142 0.085 Uiso 1 1 calc R . . H2B H 0.4083 0.6460 0.7617 0.085 Uiso 1 1 calc R . .. C3 C 0.3753(2) 0.4127(6) 0.8462(2) 0.0676(10) Uani 1 1 d . . . H3 H 0.3876 0.5217 0.8930 0.081 Uiso 1 1 calc R . . C4 C 0.2824(2) 0.2735(6) 0.85550(19) 0.0665(10) Uani 1 1 d . . . H4 H 0.2941 0.1744 0.9015 0.080 Uiso 1 1 calc R . . C5 C 0.0962(3) 0.1368(5) 0.82529(19) 0.0538(8) Uani 1 1 d . . . C6 C -0.0186(2) 0.2159(5) 0.80490(17) 0.0523(8) Uani 1 1 d . . . H6A H -0.0301 0.3095 0.8522 0.063 Uiso 1 1 calc R . . H6B H -0.0678 0.0930 0.8022 0.063 Uiso 1 1 calc R . . C7 C -0.0479(2) 0.3402(5) 0.71859(17) 0.0438(7) Uani 1 1 d . . . H7 H -0.0486 0.2387 0.6701 0.053 Uiso 1 1 calc R . . C8 C 0.0368(2) 0.5170(5) 0.71485(18) 0.0441(7) Uani 1 1 d . . . H8 H 0.0396 0.6057 0.7674 0.053 Uiso 1 1 calc R . . C9 C 0.1549(2) 0.4247(5) 0.72332(18) 0.0454(7) Uani 1 1 d . . . C10 C 0.1834(2) 0.2785(5) 0.80326(18) 0.0493(8) Uani 1 1 d . . . C11 C 0.0019(2) 0.6724(5) 0.63654(19) 0.0582(9) Uani 1 1 d . . . H11A H 0.0512 0.7960 0.6449 0.070 Uiso 1 1 calc R .. . H11B H 0.0106 0.5986 0.5835 0.070 Uiso 1 1 calc R . . C12 C -0.1164(2) 0.7555(5) 0.62308(19) 0.0585(9) Uani 1 1 d . . . H12A H -0.1225 0.8535 0.6705 0.070 Uiso 1 1 calc R . . H12B H -0.1349 0.8353 0.5683 0.070 Uiso 1 1 calc R . . C13 C -0.1961(2) 0.5684(4) 0.62092(18) 0.0437(7) Uani 1 1 d . . . C14 C -0.1607(2) 0.4427(5) 0.70715(17) 0.0443(7) Uani 1 1 d . . . H14 H -0.1531 0.5527 0.7534 0.053 Uiso 1 1 calc R . . C15 C -0.2640(2) 0.3117(6) 0.71456(19) 0.0609(9) Uani 1 1 d . . . H15A H -0.2693 0.1778 0.6813 0.073 Uiso 1 1 calc R . . H15B H -0.2656 0.2795 0.7752 0.073 Uiso 1 1 calc R . . C16 C -0.3518(2) 0.4684(6) 0.67502(19) 0.0614(9) Uani 1 1 d . .. . H16 H -0.4232 0.4641 0.6840 0.074 Uiso 1 1 calc R . . C17 C -0.3151(2) 0.6164(5) 0.6249(2) 0.0532(8) Uani 1 1 d . . . C18 C -0.1999(2) 0.4263(5) 0.53894(17) 0.0619(9) Uani 1 1 d . . . H18A H -0.1265 0.3863 0.5353 0.074 Uiso 1 1 calc R .. . H18B H -0.2334 0.5062 0.4873 0.074 Uiso 1 1 calc R . . H18C H -0.2420 0.2980 0.5431 0.074 Uiso 1 1 calc R . . C19 C 0.1606(2) 0.2852(5) 0.64282(17) 0.0636(9) Uani 1 1 d . . . H19A H 0.2320 0.2204 0.6505 0.076 Uiso 1 1 calc R .. . H19B H 0.1474 0.3745 0.5912 0.076 Uiso 1 1 calc R . . H19C H 0.1059 0.1735 0.6364 0.076 Uiso 1 1 calc R . . C20 C -0.3827(3) 0.7843(6) 0.5708(2) 0.0640(9) Uani 1 1 d . . . C21 C -0.4921(2) 0.8383(6) 0.5906(2) 0.0954(13) Uani 1 1 d . .. . H21A H -0.4826 0.8788 0.6513 0.114 Uiso 1 1 calc R . . H21B H -0.5393 0.7141 0.5792 0.114 Uiso 1 1 calc R . . H21C H -0.5244 0.9566 0.5541 0.114 Uiso 1 1 calc R . . C22 C 0.5541(2) 0.3037(6) 0.9236(2) 0.0584(9) Uani 1 1 d . .. . C23 C 0.6445(2) 0.1450(6) 0.92648(19) 0.0504(8) Uani 1 1 d . . . C24 C 0.7465(3) 0.1907(6) 0.97516(19) 0.0632(9) Uani 1 1 d . . . H24 H 0.7585 0.3203 1.0062 0.076 Uiso 1 1 calc R . . C25 C 0.8323(3) 0.0457(8) 0.9787(2) 0.0800(12) Uani 1 1 d . . . H25 H 0.9020 0.0772 1.0114 0.096 Uiso 1 1 calc R . . C26 C 0.8122(3) -0.1426(7) 0.9337(3) 0.0745(11) Uani 1 1 d . . . C27 C 0.7130(3) -0.1965(6) 0.8856(2) 0.0775(10) Uani 1 1 d . .. . H27 H 0.7019 -0.3284 0.8562 0.093 Uiso 1 1 calc R . . C28 C 0.6279(3) -0.0495(7) 0.8811(2) 0.0687(10) Uani 1 1 d . . . H28 H 0.5588 -0.0817 0.8473 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0798(14) 0.134(2) 0.157(2) 0.0349(18) 0.0392(14) 0.0445(15) O1 0.0461(13) 0.109(2) 0.0678(14) -0.0186(16) 0.0010(11) 0.0104(14) O2 0.0752(16) 0.0749(19) 0.0853(17) 0.0228(16) 0.0131(13) 0.0091(15) O3 0.0664(15) 0.094(2) 0.1009(19) -0.0428(18) 0.0023(13) 0.0030(15) O4 0.0761(18) 0.103(2) 0.115(2) 0.0533(19) 0.0072(15) 0.0122(15) C1 0.051(2) 0.065(2) 0.081(2) 0.001(2) 0.0134(18) -0.0033(19) C2 0.0449(19) 0.080(3) 0.086(3) 0.002(2) 0.0124(18) -0.0040(19) C3 0.0417(19) 0.093(3) 0.068(2) -0.012(2) 0.0111(17) 0.009(2) C4 0.059(2) 0.089(3) 0.0527(19) 0.003(2) 0.0143(17) 0.014(2) C5 0.065(2) 0.052(2) 0.0433(19) 0.0079(17) 0.0086(16) 0.0125(19) C6 0.0519(19) 0.057(2) 0.0513(19) 0.0072(17) 0.0176(15) 0.0043(16) C7 0.0467(17) 0.0461(19) 0.0390(16) 0.0022(14) 0.0101(13) 0.0042(15) C8 0.0419(17) 0.0380(18) 0.0516(19) -0.0026(15) 0.0081(14) -0.0034(15) C9 0.0494(18) 0.0437(18) 0.0454(18) -0.0038(17) 0.0149(14) -0.0029(16) C10 0.0467(18) 0.058(2) 0.0438(18) -0.0010(17) 0.0105(15) 0.0136(18) C11 0.0505(19) 0.050(2) 0.070(2) 0.0157(18) 0.0033(16) -0.0105(16) C12 0.055(2) 0.047(2) 0.068(2) 0.0087(18) -0.0003(16) -0.0049(18) C13 0.0463(18) 0.0371(17) 0.0438(18) 0.0022(15) 0.0011(14) -0.0029(15) C14 0.0467(17) 0.0429(19) 0.0426(17) -0.0007(16) 0.0085(14) -0.0013(16) C15 0.061(2) 0.061(2) 0.062(2) 0.015(2) 0.0172(16) 0.0004(19) C16 0.0388(17) 0.078(3) 0.069(2) 0.019(2) 0.0146(16) 0.0002(19) C17 0.0439(19) 0.052(2) 0.058(2) -0.0025(18) -0.0012(16) 0.0029(17) C18 0.062(2) 0.067(2) 0.0538(19) 0.0060(19) 0.0057(15) -0.0115(19) C19 0.065(2) 0.074(2) 0.0530(18) 0.002(2) 0.0153(15) 0.001(2) C20 0.056(2) 0.056(2) 0.076(2) 0.007(2) 0.0035(19) 0.002(2) C21 0.064(2) 0.089(3) 0.127(3) 0.024(3) 0.006(2) 0.020(2) C22 0.051(2) 0.069(2) 0.056(2) -0.011(2) 0.0124(17) -0.012(2) C23 0.0388(18) 0.059(2) 0.054(2) 0.0023(18) 0.0116(15) -0.0058(17) C24 0.050(2) 0.079(3) 0.059(2) 0.002(2) 0.0089(17) -0.013(2) C25 0.049(2) 0.118(4) 0.071(3) 0.017(3) 0.0058(19) -0.010(3) C26 0.050(2) 0.091(3) 0.088(3) 0.021(3) 0.028(2) 0.015(2) C27 0.069(2) 0.067(3) 0.098(3) -0.011(2) 0.022(2) 0.008(2) C28 0.053(2) 0.087(3) 0.064(2) -0.003(2) 0.0084(17) -0.014(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C22 O1 C3 118.9(3) . . y C9 C1 C2 112.9(2) . . y C3 C2 C1 109.8(2) .. . y O1 C3 C4 108.0(3) . . y O1 C3 C2 107.9(2) . . y C4 C3 C2 113.1(3) . . y C10 C4 C3 125.0(3) . . y O2 C5 C6 120.2(3) .. . y O2 C5 C10 121.4(3) . . y C6 C5 C10 118.4(3) . . y C5 C6 C7 113.3(2) . . y C14 C7 C6 110.9(2) . . y C14 C7 C8 109.2(2) . . y C6 C7 C8 110.8(2) . . y C7 C8 C11 113.2(2) . . y C7 C8 C9 112.6(2) . .. y C11 C8 C9 113.4(2) . . y C10 C9 C1 109.1(2) . . y C10 C9 C19 107.1(2) . . y C1 C9 C19 109.6(2) . . y C10 C9 C8 109.8(2) .. . y C1 C9 C8 111.1(2) . . y C19 C9 C8 110.0(2) . . y C4 C10 C5 118.3(3) . . y C4 C10 C9 122.9(3) . . y C5 C10 C9 118.9(2) . . y C12 C11 C8 114.7(2) . . y C13 C12 C11 110.8(2) . . y C12 C13 C17 119.2(2) . . y C12 C13 C14 107.4(2) . . y C17 C13 C14 99.5(2) . . y C12 C13 C18 110.8(2) . . y C17 C13 C18 106.5(2) . . y C14 C13 C18 113.0(2) . . y C7 C14 C13 113.7(2) . . y C7 C14 C15 122.6(2) . . y C13 C14 C15 103.9(2) . . y C16 C15 C14 100.3(2) . . y C17 C16 C15 111.7(3) . . y C16 C17 C20 125.7(3) . . y C16 C17 C13 110.2(3) . . y C20 C17 C13 123.6(3) . . y O4 C20 C17 121.8(3) . . y O4 C20 C21 120.1(3) . . y C17 C20 C21 118.1(3) . . y O3 C22 O1 124.2(3) . . y O3 C22 C23 123.0(3) . . y O1 C22 C23 112.8(3) . . y C24 C23 C28 119.0(3) . . y C24 C23 C22 119.4(3) . . y C28 C23 C22 121.6(3) . . y C23 C24 C25 120.6(4) . . y C26 C25 C24 118.5(3) . . y C27 C26 C25 123.3(4) . . y C27 C26 F1 118.2(4) . . y C25 C26 F1 118.5(4) . . y C26 C27 C28 118.0(4) . . y C23 C28 C27 120.7(3) . . y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C26 1.356(4) . y O1 C22 1.318(3) . y O1 C3 1.460(3) . y O2 C5 1.236(3) . y O3 C22 1.203(3) . y O4 C20 1.199(3) . y C1 C9 1.525(4) . y C1 C2 1.533(3) . y C2 C3 1.509(4) . y C3 C4 1.473(4) . y C4 C10 1.327(3) . y C5 C6 1.482(3) . y C5 C10 1.490(4) . y C6 C7 1.524(3) . y C7 C14 1.516(3) . y C7 C8 1.528(3) . y C8 C11 1.541(4) . y C8 C9 1.558(3) . y C9 C10 1.518(4) . y C9 C19 1.535(4) . y C11 C12 1.532(3) . y C12 C13 1.519(4) . y C13 C17 1.526(4) . y C13 C14 1.533(3) . y C13 C18 1.542(4) . y C14 C15 1.545(4) . y C15 C16 1.492(4) . y C16 C17 1.344(4) . y C17 C20 1.481(4) . y C20 C21 1.497(4) . y C22 C23 1.487(4) . y C23 C24 1.364(4) . y C23 C28 1.386(4) . y C24 C25 1.386(5) . y C25 C26 1.353(5) . y C26 C27 1.345(4) . y C27 C28 1.387(4) . y