#------------------------------------------------------------------------------ #$Date: 2015-02-25 13:01:53 +0000 (Wed, 25 Feb 2015) $ #$Revision: 132410 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/53/2005321.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_2005321 loop_ _publ_author_name 'Blackburn, A. C.' 'Dobson, A. J.' 'Gerkin, R. E.' _publ_section_title ; Biphenyl-3-carboxylic Acid at 296 and 203K ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2320 _journal_page_last 2323 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C13 H10 O2' _chemical_formula_moiety 'C13 H10 O2' _chemical_formula_sum 'C13 H10 O2' _chemical_formula_weight 198.22 _chemical_name_common 'Biphenyl-3-carboxylic acid' _chemical_name_systematic ? _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _cell_angle_alpha 90. _cell_angle_beta 94.90(1) _cell_angle_gamma 90. _cell_formula_units_Z 8 _cell_length_a 41.121(2) _cell_length_b 7.039(2) _cell_length_c 7.085(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.3 _cell_measurement_theta_min 15.0 _cell_volume 2043.3(8) _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 'MITHRIL (Gilmore, 1983)' _diffrn_ambient_temperature 296 _diffrn_measurement_device 'Rigaku AFC-5S' _diffrn_measurement_method \w _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 0.013 _diffrn_reflns_limit_h_max 53 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 2566 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% 'intensity variation: +-2.1%' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'cut block' _exptl_crystal_F_000 832 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.27 _refine_diff_density_max 0.17 _refine_diff_density_min -0.16 _refine_ls_extinction_coef 39E-7(2) _refine_ls_extinction_method 'Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_obs 1.98 _refine_ls_matrix_type full _refine_ls_number_parameters 141 _refine_ls_number_reflns 1340 _refine_ls_R_factor_obs 0.044 _refine_ls_shift/esd_max <0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 1/\s^2^(F)' _refine_ls_wR_factor_obs 0.056 _reflns_number_observed 1340 _reflns_number_total 2531 _reflns_observed_criterion 'I >3\s~I~' _[local]_cod_data_source_file bk1218.cif _[local]_cod_data_source_block I_at_296K _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_original_cell_volume 2043.2(9) _cod_database_code 2005321 loop_ _symmetry_equiv_pos_as_xyz x,y,z '-x, y, 1/2 -z' -x,-y,-z 'x, -y,1/2 +z' '1/2 +x, 1/2 +y, z' '1/2 -x, 1/2 +y, 1/2 -z' '1/2 -x, 1/2-y, -z' '1/2 +x, 1/2 -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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol O1 0.99092(4) 0.2659(4) -0.0160(3) 0.1027(7) Uij ? ? O O2 0.95870(4) 0.2753(3) -0.2808(2) 0.0872(6) Uij ? ? O C1 0.87573(4) 0.2376(3) 0.0200(3) 0.0453(5) Uij ? ? C C2 0.90291(5) 0.2562(3) -0.0819(3) 0.0509(6) Uij ? ? C C3 0.93437(5) 0.2541(3) 0.0093(3) 0.0542(6) Uij ? ? C C4 0.93888(5) 0.2355(4) 0.2039(3) 0.0639(7) Uij ? ? C C5 0.91198(6) 0.2180(4) 0.3072(3) 0.0662(8) Uij ? ? C C6 0.88102(5) 0.2181(3) 0.2154(3) 0.0557(6) Uij ? ? C C7 0.84209(4) 0.2399(3) -0.0757(3) 0.0427(5) Uij ? ? C C8 0.83452(5) 0.3458(3) -0.2399(3) 0.0526(6) Uij ? ? C C9 0.80286(5) 0.3521(3) -0.3233(3) 0.0580(7) Uij ? ? C C10 0.77847(5) 0.2519(3) -0.2475(3) 0.0557(6) Uij ? ? C C11 0.78566(5) 0.1443(3) -0.0878(3) 0.0545(6) Uij ? ? C C12 0.81698(5) 0.1373(3) -0.0031(3) 0.0496(6) Uij ? ? C C13 0.96267(5) 0.2666(4) -0.1058(3) 0.0649(7) Uij ? ? C H1 1.0110(9) 0.278(5) -0.103(5) 0.20(2) Uiso ? ? H H2 0.9000 0.2711 -0.2198 0.0610 Uiso calc C2 H H4 0.9610 0.2355 0.2678 0.0767 Uiso calc C4 H H5 0.9149 0.2044 0.4454 0.0793 Uiso calc C5 H H6 0.8621 0.2042 0.2900 0.0664 Uiso calc C6 H H8 0.8518 0.4163 -0.2969 0.0629 Uiso calc C8 H H9 0.7978 0.4293 -0.4371 0.0691 Uiso calc C9 H H10 0.7562 0.2568 -0.3071 0.0666 Uiso calc C10 H H11 0.7684 0.0726 -0.0337 0.0648 Uiso calc C11 H H12 0.8217 0.0586 0.1102 0.0593 Uiso calc C12 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 0.0377(9) 0.201(2) 0.0680(10) -0.0050(10) -0.0054(8) -0.0030(10) O2 0.0430(9) 0.160(2) 0.0580(10) -0.0010(10) 0.0002(8) 0.0070(10) C1 0.0410(10) 0.0450(10) 0.0490(10) 0.0010(9) 0.0016(9) 0.0010(10) C2 0.0420(10) 0.0640(10) 0.0450(10) 0.0000(10) -0.0003(8) 0.0000(10) C3 0.0410(10) 0.065(2) 0.0550(10) -0.0010(10) -0.0011(9) -0.0030(10) C4 0.0440(10) 0.085(2) 0.0600(10) -0.0010(10) -0.0100(10) -0.0020(10) C5 0.0620(10) 0.092(2) 0.0440(10) 0.0010(10) -0.0040(10) 0.0030(10) C6 0.0500(10) 0.066(2) 0.0510(10) 0.0010(10) 0.0037(9) 0.0040(10) C7 0.0388(9) 0.0460(10) 0.0427(10) 0.0018(9) 0.0030(8) -0.0024(9) C8 0.0450(10) 0.0570(10) 0.0550(10) -0.0050(10) 0.0025(9) 0.0070(10) C9 0.0530(10) 0.065(2) 0.0540(10) 0.0030(10) -0.0040(10) 0.0110(10) C10 0.0390(10) 0.067(2) 0.0590(10) 0.0030(10) -0.0036(9) -0.0030(10) C11 0.0440(10) 0.0630(10) 0.0580(10) -0.0040(10) 0.0096(10) 0.0000(10) C12 0.0450(10) 0.0550(10) 0.0490(10) -0.0010(10) 0.0070(9) 0.0051(10) C13 0.0400(10) 0.092(2) 0.0620(10) -0.0020(10) -0.0040(10) -0.0030(10) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson \& Simpson (1965)' C .002 .002 'Cromer \& Waber (1974)' O .008 .006 'Cromer \& Waber (1974)' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 1 -1 0 2 -1 1 1 3 2 4 0 16 0 4 17 1 -5 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 C2 C1 C6 117.6(2) yes C2 C1 C7 121.4(2) yes C6 C1 C7 121.0(2) yes C1 C2 C3 120.9(2) yes C2 C3 C4 120.2(2) yes C3 C4 C5 119.4(2) yes C4 C5 C6 119.9(2) yes C1 C6 C5 122.0(2) yes C1 C7 C8 121.2(2) yes C1 C7 C12 121.0(2) yes C8 C7 C12 117.7(2) yes C7 C8 C9 120.5(2) yes C8 C9 C10 120.6(2) yes C9 C10 C11 119.5(2) yes C10 C11 C12 120.5(2) yes C7 C12 C11 121.1(2) yes C2 C3 C13 119.1(2) yes C4 C3 C13 120.7(2) yes C3 C13 O1 116.8(2) yes C3 C13 O2 120.8(2) yes O1 C13 O2 122.4(2) yes C13 O1 H1 115(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.388(3) yes C1 C6 1.390(3) yes C1 C7 1.488(2) yes C2 C3 1.396(3) yes C3 C4 1.382(3) yes C4 C5 1.383(3) yes C5 C6 1.379(3) yes C7 C8 1.395(3) yes C7 C12 1.393(3) yes C8 C9 1.383(3) yes C9 C10 1.372(3) yes C10 C11 1.373(3) yes C11 C12 1.375(3) yes C3 C13 1.479(3) yes C13 O1 1.276(2) yes C13 O2 1.238(2) yes _journal_paper_doi 10.1107/S0108270196003514