#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/24/2202429.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_2202429 loop_ _publ_author_name ' Philip J Cox' ' Marion T. Murphy ' _publ_section_title ; Disordered 4-hydroxyisophthalic acid ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1108 _journal_page_last o1110 _journal_paper_doi 10.1107/S1600536803014740 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C8 H6 O5' _chemical_formula_moiety 'C8 H6 O5' _chemical_formula_sum 'C8 H6 O5' _chemical_formula_weight 182.13 _space_group_IT_number 11 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yb' _symmetry_space_group_name_H-M 'P 1 21/m 1' _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90 _cell_angle_beta 90.229(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 3.6831(3) _cell_length_b 16.4717(14) _cell_length_c 6.0485(4) _cell_measurement_reflns_used 20143 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.91 _cell_volume 366.94(5) _computing_cell_refinement 'DENZO and COLLECT' _computing_data_collection ; DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998) ; _computing_data_reduction 'DENZO and COLLECT' _computing_molecular_graphics 'PLATON (Spek, 2002)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_measured_fraction_theta_full 0.975 _diffrn_measured_fraction_theta_max 0.975 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0798 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 5614 _diffrn_reflns_theta_full 27.64 _diffrn_reflns_theta_max 27.64 _diffrn_reflns_theta_min 3.37 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.141 _exptl_absorpt_correction_T_max 0.997 _exptl_absorpt_correction_T_min 0.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.648 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 188 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.314 _refine_diff_density_min -0.359 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 70 _refine_ls_number_reflns 859 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.003 _refine_ls_R_factor_gt 0.0842 _refine_ls_shift/su_max 0.0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.098P)^2^+0.6881P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.2145 _reflns_number_gt 598 _reflns_number_total 859 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cf6269.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). '_geom_bond_publ_flag' value 'N' changed to 'n' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). '_geom_bond_publ_flag' value 'N' changed to 'n' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). '_geom_angle_publ_flag' value 'N' changed to 'n' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (16 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times). '_geom_torsion_publ_flag' value 'N' changed to 'n' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). '_geom_torsion_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/m' _cod_database_code 2202429 _cod_database_fobs_code 2202429 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -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 O1 0.5697(7) 0.10634(14) -0.0328(4) 0.0405(8) Uani d . 1 C . O H1 0.5922 0.0603 -0.0906 0.049 Uiso calc R 1 . . H O2 0.3059(7) 0.03305(14) 0.2336(4) 0.0399(7) Uani d . 1 C . O C2 0.3924(13) 0.25 0.1644(7) 0.0283(10) Uani d S 1 . . C H2 0.504 0.25 0.0231 0.034 Uiso calc SR 1 A 1 H C4 0.1521(9) 0.1769(2) 0.4763(5) 0.0284(8) Uani d . 1 . . C H4 0.0953 0.1271 0.5471 0.034 Uiso calc PR 0.5 B 1 H C6 0.3967(9) 0.09968(19) 0.1524(5) 0.0298(8) Uani d . 1 . . C C3 0.3136(9) 0.17694(19) 0.2642(5) 0.0275(8) Uani d . 1 C 1 C C5 0.0773(12) 0.25 0.5798(7) 0.0290(10) Uani d S 1 . 1 C H5 -0.0263 0.25 0.7234 0.035 Uiso calc SR 1 . 1 H O3 0.0566(13) 0.1079(3) 0.5782(7) 0.0358(12) Uani d P 0.5 C 2 O H3 0.1566 0.0683 0.5154 0.043 Uiso calc PR 0.5 C 2 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 0.0588(17) 0.0296(13) 0.0331(13) 0.0031(12) 0.0214(12) -0.0038(10) O2 0.0552(16) 0.0277(13) 0.0370(13) -0.0009(11) 0.0182(11) -0.0013(10) C2 0.032(2) 0.031(2) 0.022(2) 0 0.0110(18) 0 C4 0.0306(17) 0.0292(16) 0.0256(16) -0.0010(13) 0.0073(13) 0.0030(12) C6 0.0337(18) 0.0275(17) 0.0282(15) 0.0009(14) 0.0107(13) -0.0011(13) C3 0.0285(17) 0.0295(17) 0.0244(16) 0.0015(13) 0.0064(13) 0.0002(12) C5 0.031(2) 0.033(2) 0.023(2) 0 0.0088(18) 0 O3 0.047(3) 0.029(2) 0.031(2) -0.004(2) 0.016(2) -0.001(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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C6 O1 H1 . . 109.5 n C3 C2 C3 4_565 . 121.7(4) n C3 C2 H2 4_565 . 119.1 n C3 C2 H2 . . 119.1 n O3 C4 C5 . . 118.4(3) n O3 C4 C3 . . 121.9(3) n C5 C4 C3 . . 119.6(3) n C5 C4 H4 . . 120.2 n C3 C4 H4 . . 120.2 n O2 C6 O1 . . 123.2(3) y O2 C6 C3 . . 121.5(3) y O1 C6 C3 . . 115.3(3) y C2 C3 C4 . . 119.1(3) n C2 C3 C6 . . 120.6(3) n C4 C3 C6 . . 120.3(3) n C4 C5 C4 . 4_565 120.7(4) n C4 C5 H5 . . 119.6 n C4 C5 H5 4_565 . 119.6 n C4 O3 H3 . . 109.5 n 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 C6 . 1.296(4) y O1 H1 . 0.84 n O2 C6 . 1.248(4) y C2 C3 4_565 1.378(4) n C2 C3 . 1.378(4) n C2 H2 . 0.95 n C4 O3 . 1.341(5) y C4 C5 . 1.385(4) n C4 C3 . 1.416(4) n C4 H4 . 0.95 n C6 C3 . 1.474(4) y C5 C4 4_565 1.385(4) n C5 H5 . 0.95 n O3 H3 . 0.84 n loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1 O2 3_655 0.84 1.80 2.638(3) 172 yes O3 H3 O2 . 0.84 1.88 2.593(5) 141 yes 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 C3 C2 C3 C4 4_565 . -0.9(7) n C3 C2 C3 C6 4_565 . 179.2(3) n O3 C4 C3 C2 . . 177.5(4) n C5 C4 C3 C2 . . -0.2(6) n O3 C4 C3 C6 . . -2.7(6) n C5 C4 C3 C6 . . 179.6(3) n O2 C6 C3 C2 . . -175.3(4) n O1 C6 C3 C2 . . 5.0(5) y O2 C6 C3 C4 . . 4.9(5) y O1 C6 C3 C4 . . -174.8(3) n O3 C4 C5 C4 . 4_565 -176.4(3) n C3 C4 C5 C4 . 4_565 1.3(7) n loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 8496