#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006357.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_2006357 loop_ _publ_author_name 'Fitzgerald, Lawrence J.' 'Gerkin, Roger E.' _publ_section_title ; Anthracene-1-carboxylic Acid ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1080 _journal_page_last 1082 _journal_paper_doi 10.1107/S0108270197004927 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C15 H10 O2 ' _chemical_formula_sum 'C15 H10 O2' _chemical_formula_weight 222.24 _chemical_name_common 'anthracene-1-carboxylic acid' _chemical_name_systematic 'anthracene-1-carboxylic acid' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 90.08(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 20.527(2) _cell_length_b 6.144(2) _cell_length_c 8.604(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 13.4 _cell_volume 1085.1(4) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device AFC5S _diffrn_measurement_method '\w scans ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 2788 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% ' +- 1.8 (ave. max. rel. intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_meas ? _exptl_crystal_description 'clear column ' _exptl_crystal_F_000 464 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.19 _refine_diff_density_max 0.21 _refine_diff_density_min -0.20 _refine_ls_extinction_coef '2.7(3) \\times 10^-7^' _refine_ls_extinction_method 'Zachariasen (1963,1968)' _refine_ls_goodness_of_fit_obs 1.56 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 195 _refine_ls_number_reflns 1377 _refine_ls_R_factor_obs .054 _refine_ls_shift/esd_max '< 0.01' _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = \s~F~^-2^' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .053 _reflns_number_observed 1377 _reflns_number_total 2717 _reflns_observed_criterion 'I > 1\s~I~' _cod_data_source_file bk1321.cif _cod_data_source_block 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: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 17 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'none' 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 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = \s~F~^-2^' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = \s~F~^-2^'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1085.0(4) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2006357 loop_ _symmetry_equiv_pos_as_xyz x,y,z '1/2 -x, 1/2 +y, 1/2 -z' -x,-y,-z '1/2 +x, 1/2 -y, 1/2 +z' 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 .0460(10) .073(2) .083(2) .0210(10) -.0270(10) -.0250(10) O2 .0450(10) .073(2) .0610(10) .0190(10) -.0180(10) -.0240(10) C1 .0330(10) .046(2) .0410(10) -.0040(10) -.0020(10) -.0010(10) C2 .039(2) .067(2) .058(2) -.004(2) -.0090(10) -.011(2) C3 .058(2) .059(2) .058(2) -.012(2) -.009(2) -.018(2) C4 .059(2) .047(2) .057(2) -.007(2) .007(2) -.016(2) C5 .050(2) .050(2) .052(2) .018(2) .0060(10) .012(2) C6 .039(2) .076(3) .057(2) .020(2) -.0030(10) .019(2) C7 .042(2) .070(3) .048(2) .003(2) -.0060(10) .005(2) C8 .0360(10) .053(2) .042(2) .0040(10) -.0010(10) -.003(2) C9 .0370(10) .036(2) .041(2) .0040(10) .0010(10) -.0060(10) C10 .055(2) .033(2) .044(2) .0030(10) .0100(10) -.0010(10) C11 .0410(10) .040(2) .0380(10) .0070(10) .0070(10) .0070(10) C12 .0340(10) .041(2) .0340(10) .0030(10) .0030(10) .0030(10) C13 .0350(10) .035(2) .0360(10) -.0050(10) .0030(10) .0020(10) C14 .0430(10) .039(2) .041(2) -.0040(10) .0050(10) -.0050(10) C15 .0310(10) .051(2) .051(2) .0020(10) -.0040(10) -.003(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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom O1 .51269(10) -.3109(4) .6575(3) .0677(8) Uani ? ? O2 .43621(8) -.3454(4) .4786(2) .0597(7) Uani ? ? C1 .42770(10) -.0536(5) .6622(3) .0401(8) Uani ? ? C2 .46230(10) .0558(6) .7735(3) .0550(10) Uani ? ? C3 .4396(2) .2513(6) .8386(4) .0580(10) Uani ? ? C4 .3827(2) .3384(6) .7902(4) .0540(10) Uani ? ? C5 .18200(10) .3018(6) .4766(4) .0506(10) Uani ? ? C6 .14370(10) .1904(6) .3762(3) .0570(10) Uani ? ? C7 .16260(10) -.0154(6) .3203(4) .0533(10) Uani ? ? C8 .21990(10) -.1052(5) .3646(3) .0433(8) Uani ? ? C9 .32250(10) -.0809(5) .5120(3) .0381(8) Uani ? ? C10 .28370(10) .3198(5) .6309(3) .0441(9) Uani ? ? C11 .24290(10) .2148(5) .5263(3) .0397(8) Uani ? ? C12 .26240(10) .0058(5) .4684(3) .0363(8) Uani ? ? C13 .36460(10) .0274(5) .6132(3) .0353(7) Uani ? ? C14 .34340(10) .2308(4) .6782(3) .0409(8) Uani ? ? C15 .45790(10) -.2494(5) .5913(3) .0446(8) Uani ? ? H1 .530(2) -.429(6) .600(4) .100(10) Uiso ? ? H2 .5040(10) -.003(4) .801(3) .048(8) Uiso ? ? H3 .4670(10) .327(5) .917(3) .080(10) Uiso ? ? H4 .3680(10) .474(5) .830(3) .070(10) Uiso ? ? H5 .1700(10) .440(5) .514(3) .051(9) Uiso ? ? H6 .1040(10) .249(4) .342(3) .050(8) Uiso ? ? H7 .1340(10) -.091(5) .244(3) .065(9) Uiso ? ? H8 .2340(10) -.258(4) .323(2) .039(7) Uiso ? ? H9 .3340(10) -.206(4) .470(2) .028(7) Uiso ? ? H10 .2710(10) .464(4) .676(3) .044(8) Uiso ? ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson and Simpson (1965)' C .002 .002 'Cromer and Waber (1974)' O .008 .006 'Cromer and Waber (1974)' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 -2 3 -1 -1 -5 2 3 -7 2 -2 0 0 -6 10 -3 0 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 C15 O1 H1 108.0(10) no C2 C1 C13 119.9(3) no C2 C1 C15 118.0(2) yes C13 C1 C15 122.1(2) yes C1 C2 C3 121.8(3) no C1 C2 H2 116.0(10) no C3 C2 H2 121.0(10) no C2 C3 C4 120.1(3) no C2 C3 H3 119.0(10) no C4 C3 H3 120.0(10) no C3 C4 C14 121.0(3) no C3 C4 H4 120.0(10) no C14 C4 H4 118.0(10) no C6 C5 C11 120.7(3) no C6 C5 H5 121.0(10) no C11 C5 H5 117.0(10) no C5 C6 C7 120.8(3) no C5 C6 H6 120.0(10) no C7 C6 H6 118.0(10) no C6 C7 C8 120.6(3) no C6 C7 H7 118.0(10) no C8 C7 H7 120.0(10) no C7 C8 C12 120.9(3) no C7 C8 H8 120.0(10) no C12 C8 H8 118.0(10) no C12 C9 C13 122.2(3) no C12 C9 H9 117.0(10) no C13 C9 H9 119.0(10) no C11 C10 C14 122.2(3) no C11 C10 H10 120.0(10) no C14 C10 H10 117.0(10) no C5 C11 C10 123.3(3) no C5 C11 C12 118.4(3) no C10 C11 C12 118.2(2) no C8 C12 C9 121.8(3) no C8 C12 C11 118.5(2) no C9 C12 C11 119.7(2) no C1 C13 C9 124.8(3) no C1 C13 C14 117.1(2) no C9 C13 C14 118.0(2) no C4 C14 C10 120.7(3) no C4 C14 C13 119.8(3) no C10 C14 C13 119.4(3) no O1 C15 O2 121.1(3) yes O1 C15 C1 114.4(3) yes O2 C15 C1 124.5(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C15 ? ? 1.315(3) yes O1 H1 ? ? .95(4) no O2 C15 ? ? 1.219(3) yes C1 C2 ? ? 1.368(4) no C1 C13 ? ? 1.449(3) no C1 C15 ? ? 1.485(4) yes C2 C3 ? ? 1.405(4) no C2 H2 ? ? .95(2) no C3 C4 ? ? 1.350(4) no C3 H3 ? ? .99(3) no C4 C14 ? ? 1.419(4) no C4 H4 ? ? .95(3) no C5 C6 ? ? 1.353(4) no C5 C11 ? ? 1.424(4) no C5 H5 ? ? .94(3) no C6 C7 ? ? 1.408(5) no C6 H6 ? ? .94(2) no C7 C8 ? ? 1.354(4) no C7 H7 ? ? 1.00(3) no C8 C12 ? ? 1.421(3) no C8 H8 ? ? 1.04(2) no C9 C12 ? ? 1.395(3) no C9 C13 ? ? 1.395(3) no C9 H9 ? ? .88(2) no C10 C11 ? ? 1.388(4) no C10 C14 ? ? 1.401(4) no C10 H10 ? ? 1.00(3) no C11 C12 ? ? 1.434(4) no C13 C14 ? ? 1.437(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 150789