#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005675.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_2005675 loop_ _publ_author_name 'Biradha, K.' 'Desiraju, G. R.' 'Carrell, H. L.' 'Katz, A. K.' _publ_section_title ; 2,6-Dibenzoylhydroquinone ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2839 _journal_page_last 2841 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C20 H14 O4' _chemical_formula_weight 318.31 _chemical_melting_point 483 _chemical_name_common 2,6-dibenzoylhydroquinone _chemical_name_systematic ; ? ; _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 SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.0310(10) _cell_length_b 13.1610(10) _cell_length_c 14.4770(10) _cell_measurement_reflns_used 250 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 18.8 _cell_measurement_theta_min 10.5 _cell_volume 1530.2(2) _computing_cell_refinement MADNES _computing_data_collection 'MADNES (Enraf-Nonius, 1990)' _computing_data_reduction MADNES _computing_molecular_graphics 'ORTEP (Johnson, 1976), PLUTO (Motherwell & Clegg, 1978)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 120 _diffrn_measurement_device 'Enraf-Nonius FAST area detector diffractometer' _diffrn_measurement_method rotation _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 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2209 _diffrn_reflns_theta_max 28.69 _diffrn_reflns_theta_min 2.81 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_meas 1.377 _exptl_crystal_density_method 'flotation method' _exptl_crystal_description needle _exptl_crystal_F_000 664 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.682 _refine_diff_density_min -0.233 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.3(17) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.711 _refine_ls_goodness_of_fit_obs 0.709 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_matrix_type full _refine_ls_number_parameters 273 _refine_ls_number_reflns 2207 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.730 _refine_ls_restrained_S_obs 0.709 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_obs 0.0526 _refine_ls_shift/esd_max -0.105 _refine_ls_shift/esd_mean 0.011 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.1258P)^2^+2.7021P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1441 _refine_ls_wR_factor_obs 0.1335 _reflns_number_observed 2031 _reflns_number_total 2209 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file pa1231.cif _[local]_cod_data_source_block dbhq _cod_depositor_comments ; The following automatic conversions were performed: '_diffrn_ambient_temperature' value '120K' was changed to '120' - the value should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2005675 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_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_type_symbol O1 1 0.0659(3) 0.6626(2) 0.87665(15) 0.0282(5) Uani d O O2 1 -0.1716(3) 0.9239(2) 0.54636(13) 0.0196(4) Uani d O O3 1 0.0722(3) 0.74704(15) 0.71695(13) 0.0173(4) Uani d O O4 1 -0.3226(3) 1.0525(2) 0.86010(14) 0.0202(4) Uani d O C1 1 -0.0128(3) 0.7445(2) 1.0138(2) 0.0161(5) Uani d C C2 1 -0.0683(4) 0.6564(2) 1.0590(2) 0.0193(5) Uani d C C3 1 -0.0801(4) 0.6553(2) 1.1549(2) 0.0242(6) Uani d C C4 1 -0.0346(4) 0.7409(3) 1.2060(2) 0.0267(7) Uani d C C5 1 0.0239(4) 0.8271(2) 1.1610(2) 0.0238(6) Uani d C C6 1 0.0333(4) 0.8292(2) 1.0649(2) 0.0194(6) Uani d C C7 1 0.0036(4) 0.7399(2) 0.9112(2) 0.0176(5) Uani d C C8 1 -0.0550(3) 0.8242(2) 0.8520(2) 0.0134(5) Uani d C C9 1 -0.0177(3) 0.8223(2) 0.7561(2) 0.0132(5) Uani d C C10 1 -0.0819(3) 0.8991(2) 0.6987(2) 0.0130(5) Uani d C C11 1 -0.1858(3) 0.9739(2) 0.7360(2) 0.0150(5) Uani d C C12 1 -0.2218(4) 0.9762(2) 0.8297(2) 0.0148(5) Uani d C C13 1 -0.1568(3) 0.9014(2) 0.8877(2) 0.0146(5) Uani d C C14 1 -0.0535(3) 0.9023(2) 0.5962(2) 0.0143(5) Uani d C C15 1 0.1158(3) 0.8874(2) 0.5574(2) 0.0139(5) Uani d C C16 1 0.2588(4) 0.9103(2) 0.6079(2) 0.0180(5) Uani d C C17 1 0.4154(4) 0.9017(2) 0.5680(2) 0.0224(6) Uani d C C18 1 0.4307(4) 0.8694(2) 0.4768(2) 0.0231(6) Uani d C C19 1 0.2885(4) 0.8454(2) 0.4260(2) 0.0227(6) Uani d C C20 1 0.1324(4) 0.8546(2) 0.4657(2) 0.0171(5) Uani d C H2 1 -0.0953(53) 0.5944(32) 1.0248(27) 0.028(10) Uiso d H H3 1 -0.1174(47) 0.5983(29) 1.1840(24) 0.019(9) Uiso d H H4 1 -0.0389(39) 0.7448(24) 1.2783(22) 0.006(7) Uiso d H H5 1 0.0434(48) 0.8843(29) 1.1946(24) 0.019(9) Uiso d H H6 1 0.0779(43) 0.8888(24) 1.0361(22) 0.008(7) Uiso d H H11 1 -0.2477(41) 1.0311(23) 0.6964(21) 0.009(7) Uiso d H H13 1 -0.1801(46) 0.9027(26) 0.9538(24) 0.016(8) Uiso d H H16 1 0.2491(46) 0.9346(28) 0.6710(26) 0.019(9) Uiso d H H17 1 0.5136(51) 0.9182(29) 0.6001(27) 0.025(10) Uiso d H H18 1 0.5346(53) 0.8653(30) 0.4510(28) 0.026(10) Uiso d H H19 1 0.2893(56) 0.8163(34) 0.3664(29) 0.036(11) Uiso d H H20 1 0.0367(42) 0.8391(24) 0.4358(22) 0.005(7) Uiso d H H41 1 -0.3244(60) 1.0522(35) 0.9187(34) 0.040(12) Uiso d H H31 1 0.1000(69) 0.7042(41) 0.7639(37) 0.056(15) Uiso d 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 O1 0.0498(14) 0.0194(10) 0.0154(10) 0.0137(10) 0.0056(10) 0.0022(8) O2 0.0211(9) 0.0267(10) 0.0109(9) 0.0063(8) -0.0033(8) 0.0001(8) O3 0.0252(10) 0.0179(9) 0.0088(8) 0.0063(8) -0.0003(7) -0.0007(7) O4 0.0302(11) 0.0192(9) 0.0111(9) 0.0103(9) 0.0029(8) -0.0011(7) C1 0.0195(12) 0.0192(12) 0.0095(12) 0.0051(11) 0.0012(9) 0.0013(10) C2 0.0241(13) 0.0177(12) 0.0160(13) 0.0042(11) 0.0014(11) 0.0041(10) C3 0.0290(15) 0.0245(14) 0.0192(15) 0.0037(13) 0.0045(12) 0.0093(11) C4 0.034(2) 0.035(2) 0.0110(12) 0.0098(14) 0.0004(12) 0.0051(12) C5 0.0287(15) 0.0276(15) 0.0152(14) 0.0028(13) -0.0018(11) -0.0040(12) C6 0.0229(13) 0.0208(13) 0.0145(13) 0.0019(11) 0.0002(10) 0.0030(11) C7 0.0264(14) 0.0152(11) 0.0112(12) 0.0031(11) 0.0006(10) 0.0028(9) C8 0.0184(12) 0.0117(11) 0.0101(11) 0.0006(9) 0.0002(9) 0.0020(9) C9 0.0160(11) 0.0126(11) 0.0112(11) 0.0000(9) -0.0011(9) -0.0004(9) C10 0.0156(11) 0.0155(11) 0.0077(11) 0.0004(10) 0.0001(9) -0.0003(8) C11 0.0151(11) 0.0160(11) 0.0140(12) -0.0001(10) 0.0005(10) 0.0016(9) C12 0.0180(12) 0.0141(10) 0.0124(12) 0.0021(10) 0.0004(9) -0.0001(9) C13 0.0186(12) 0.0174(11) 0.0079(11) 0.0004(10) 0.0009(10) 0.0004(9) C14 0.0190(12) 0.0128(11) 0.0110(12) 0.0023(10) 0.0007(9) 0.0014(9) C15 0.0181(12) 0.0152(11) 0.0083(12) 0.0030(9) 0.0019(9) 0.0032(9) C16 0.0201(13) 0.0202(12) 0.0137(12) 0.0006(10) -0.0004(10) 0.0036(10) C17 0.0177(13) 0.0251(14) 0.0246(15) -0.0022(11) -0.0003(11) 0.0068(12) C18 0.0199(13) 0.0214(13) 0.028(2) 0.0060(11) 0.0083(12) 0.0077(11) C19 0.030(2) 0.0223(13) 0.0156(13) 0.0092(12) 0.0081(11) 0.0013(11) C20 0.0225(13) 0.0177(12) 0.0113(13) 0.0064(10) 0.0008(10) -0.0003(10) 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' 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 C6 C1 C2 120.0(2) yes C6 C1 C7 122.6(3) ? C2 C1 C7 117.3(3) ? C3 C2 C1 119.7(3) ? C2 C3 C4 120.1(3) ? C5 C4 C3 119.9(3) ? C4 C5 C6 120.2(3) ? C1 C6 C5 120.1(3) ? O1 C7 C8 120.7(2) yes O1 C7 C1 118.1(2) yes C8 C7 C1 121.2(2) yes C13 C8 C9 119.7(2) yes C13 C8 C7 121.1(2) yes C9 C8 C7 119.1(2) yes O3 C9 C10 118.4(2) yes O3 C9 C8 122.4(2) yes C10 C9 C8 119.1(2) yes C11 C10 C9 119.8(2) yes C11 C10 C14 116.9(2) yes C9 C10 C14 123.2(2) yes C12 C11 C10 121.1(2) yes O4 C12 C11 117.1(2) yes O4 C12 C13 123.2(2) yes C11 C12 C13 119.7(2) yes C12 C13 C8 120.5(2) yes O2 C14 C15 121.1(2) yes O2 C14 C10 118.1(2) yes C15 C14 C10 120.7(2) yes C16 C15 C20 119.0(3) yes C16 C15 C14 121.8(2) yes C20 C15 C14 119.1(2) yes C17 C16 C15 120.7(3) ? C16 C17 C18 119.9(3) ? C17 C18 C19 119.8(3) ? C20 C19 C18 120.2(3) ? C19 C20 C15 120.4(3) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.239(3) yes O2 C14 1.225(3) yes O3 C9 1.351(3) yes O4 C12 1.363(3) yes C1 C6 1.389(4) yes C1 C2 1.403(4) ? C1 C7 1.493(3) ? C2 C3 1.391(4) ? C3 C4 1.397(5) ? C4 C5 1.390(5) ? C5 C6 1.394(4) ? C7 C8 1.479(4) yes C8 C13 1.403(4) yes C8 C9 1.421(3) yes C9 C10 1.406(3) yes C10 C11 1.398(4) yes C10 C14 1.502(3) yes C11 C12 1.388(4) yes C12 C13 1.395(4) yes C14 C15 1.484(4) yes C15 C16 1.394(4) ? C15 C20 1.402(4) ? C16 C17 1.389(4) ? C17 C18 1.393(5) ? C18 C19 1.394(5) ? C19 C20 1.384(4) ?