#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/67/2206708.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_2206708 loop_ _publ_author_name 'Zain, Sharifuddin M.' 'Ng, Seik Weng' _publ_section_title ; 1,8-Dihydroxyanthraquinone ; _journal_coeditor_code HG6225 _journal_issue 9 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o2921 _journal_page_last o2923 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety 'C14 H8 O4' _chemical_formula_sum 'C14 H8 O4' _chemical_formula_weight 240.20 _chemical_name_systematic ; 1,8-Dihydroxyanthraquinone ; _space_group_IT_number 92 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall 'P 4abw 2nw' _symmetry_space_group_name_H-M 'P 41 21 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.7440(6) _cell_length_b 5.7440 _cell_length_c 31.393(3) _cell_measurement_reflns_used 1561 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 21.9 _cell_measurement_theta_min 3.6 _cell_volume 1035.77(15) _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_collection 'SMART (Bruker, 2001)' _computing_data_reduction SAINT _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Bruker SMART area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _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 0.048 _diffrn_reflns_av_sigmaI/netI 0.035 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_number 6173 _diffrn_reflns_theta_full 27.0 _diffrn_reflns_theta_max 27.0 _diffrn_reflns_theta_min 2.6 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type none _exptl_crystal_colour Red _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 496 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.12 _refine_diff_density_min -0.14 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.10 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 85 _refine_ls_number_reflns 766 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.10 _refine_ls_R_factor_all 0.074 _refine_ls_R_factor_gt 0.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0761P)^2^+0.1067P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.138 _refine_ls_wR_factor_ref 0.153 _reflns_number_gt 509 _reflns_number_total 766 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file hg6225.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'None' changed to 'none' 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: '_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'None' changed to 'none' 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1035.8(2) _cod_database_code 2206708 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z+3/4' '-x, -y, z+1/2' '-x+1/2, y+1/2, -z+1/4' 'y, x, -z' 'y+1/2, -x+1/2, z+3/4' '-y+1/2, x+1/2, z+1/4' '-y, -x, -z+1/2' 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_type_symbol O1 0.5216(3) 0.5216(3) 0.0000 0.0720(10) Uani d S 1 O O2 0.7251(4) 0.3374(5) 0.06320(10) 0.0880(10) Uani d . 1 O O3 -0.1363(4) -0.1363(4) 0.0000 0.1070(10) Uani d S 1 O C1 0.3680(5) 0.3680(5) 0.0000 0.0510(10) Uani d S 1 C C2 0.3723(5) 0.1863(5) 0.03190(10) 0.0510(10) Uani d . 1 C C3 0.5513(6) 0.1810(6) 0.06240(10) 0.0680(10) Uani d . 1 C C4 0.5552(8) 0.0069(8) 0.09280(10) 0.0910(10) Uani d . 1 C C5 0.3833(9) -0.1567(8) 0.09360(10) 0.099(2) Uani d . 1 C C6 0.2047(7) -0.1555(6) 0.06380(10) 0.0850(10) Uani d . 1 C C7 0.1983(6) 0.0143(5) 0.03280(10) 0.0630(10) Uani d . 1 C C8 0.0138(5) 0.0138(5) 0.0000 0.0660(10) Uani d S 1 C H2 0.7099 0.4285 0.0433 0.105 Uiso calc R 1 H H4 0.6750 0.0014 0.1127 0.109 Uiso calc R 1 H H5 0.3858 -0.2715 0.1145 0.119 Uiso calc R 1 H H6 0.0895 -0.2692 0.0647 0.102 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 O1 0.0730(10) 0.0730(10) 0.070(2) -0.032(2) -0.0010(10) 0.0010(10) O2 0.077(2) 0.113(2) 0.073(2) -0.009(2) -0.0180(10) -0.012(2) O3 0.092(2) 0.092(2) 0.137(3) -0.048(3) 0.032(2) -0.032(2) C1 0.0540(10) 0.0540(10) 0.045(2) -0.011(2) 0.0050(10) -0.0050(10) C2 0.055(2) 0.055(2) 0.0440(10) -0.001(2) 0.0070(10) -0.0010(10) C3 0.071(2) 0.083(2) 0.049(2) 0.007(2) 0.002(2) 0.001(2) C4 0.093(3) 0.117(3) 0.062(2) 0.028(3) 0.006(2) 0.015(2) C5 0.131(4) 0.092(3) 0.074(3) 0.036(3) 0.035(3) 0.035(2) C6 0.101(3) 0.065(2) 0.089(3) 0.006(2) 0.040(3) 0.015(2) C7 0.070(2) 0.052(2) 0.066(2) -0.005(2) 0.026(2) -0.002(2) C8 0.054(2) 0.054(2) 0.092(3) -0.015(2) 0.019(2) -0.019(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 0.0000 '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 0.0000 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 C1 C2 . 119.9(2) yes O1 C1 C2 5 119.9(2) yes C2 C1 C2 5 120.3(3) yes C3 C2 C7 . 119.4(3) yes C3 C2 C1 . 120.0(3) yes C7 C2 C1 . 120.6(3) yes O2 C3 C4 . 117.3(3) yes O2 C3 C2 . 122.8(3) yes C4 C3 C2 . 119.9(4) yes C5 C4 C3 . 119.9(4) yes C4 C5 C6 . 121.3(4) yes C7 C6 C5 . 119.9(4) yes C6 C7 C2 . 119.6(3) yes C6 C7 C8 . 120.6(3) yes C2 C7 C8 . 119.8(3) yes O3 C8 C7 5 120.6(2) no O3 C8 C7 . 120.6(2) yes C7 C8 C7 5 118.9(4) yes C3 O2 H2 . 109.5 no C5 C4 H4 . 120.1 no C3 C4 H4 . 120.1 no C4 C5 H5 . 119.3 no C6 C5 H5 . 119.3 no C7 C6 H6 . 120.1 no C5 C6 H6 . 120.1 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 O1 C1 . 1.247(4) yes O2 C3 . 1.344(4) yes O3 C8 . 1.219(5) yes C1 C2 . 1.447(3) yes C1 C2 5 1.447(3) no C2 C3 . 1.405(4) yes C2 C7 . 1.406(4) yes C3 C4 . 1.383(5) yes C4 C5 . 1.363(5) yes C5 C6 . 1.389(6) yes C6 C7 . 1.376(5) yes C7 C8 . 1.479(4) yes C8 C7 5 1.479(4) no O2 H2 . 0.8200 no C4 H4 . 0.9300 no C5 H5 . 0.9300 no C6 H6 . 0.9300 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O2 H2 O1 0.82 1.82 2.535(3) 145 no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C1 C2 C3 . . -1.0(3) no C2 C1 C2 C3 5 . 179.0(3) no O1 C1 C2 C7 . . 178.9(2) no C2 C1 C2 C7 5 . -1.1(2) no C7 C2 C3 O2 . . 179.1(3) no C1 C2 C3 O2 . . -1.0(4) no C7 C2 C3 C4 . . 0.3(4) no C1 C2 C3 C4 . . -179.8(3) no O2 C3 C4 C5 . . -180.0(3) no C2 C3 C4 C5 . . -1.1(5) no C3 C4 C5 C6 . . 1.2(6) no C4 C5 C6 C7 . . -0.4(6) no C5 C6 C7 C2 . . -0.5(5) no C5 C6 C7 C8 . . 178.0(3) no C3 C2 C7 C6 . . 0.5(4) no C1 C2 C7 C6 . . -179.4(2) no C3 C2 C7 C8 . . -177.9(2) no C1 C2 C7 C8 . . 2.2(4) no C6 C7 C8 O3 . . 0.4(3) no C2 C7 C8 O3 . . 178.9(2) no C6 C7 C8 C7 . 5 -179.6(3) no C2 C7 C8 C7 . 5 -1.1(2) no