#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/91/2009124.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_2009124 loop_ _publ_author_name 'Gerkin, Roger E.' _publ_section_title ; 2',5'-Dimethylbiphenyl-2-carboxylic acid ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1859 _journal_page_last 1861 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C15 H14 O2 ' _chemical_formula_sum 'C15 H14 O2' _chemical_formula_weight 226.27 _chemical_name_common '2',5'-dimethylbiphenyl-2-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 105.540(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.374(2) _cell_length_b 10.3910(10) _cell_length_c 13.4100(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.3 _cell_measurement_theta_min 13.6 _cell_volume 1258.5(3) _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, 1995)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'TEXSAN and PLATON (Spek, 1990)' _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type 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 0.015 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3086 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% ' +-1.4 (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.194 _exptl_crystal_description chunk _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _refine_diff_density_max 0.38 _refine_diff_density_min -0.34 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.52 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 158 _refine_ls_number_reflns 2914 _refine_ls_R_factor_gt 0.056 _refine_ls_shift/su_max 0.0003 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'w = 1/[ \s^2^~cs~ + (0.004 I)^2^]' _refine_ls_wR_factor_ref 0.063 _reflns_number_gt 1222 _reflns_number_total 2914 _reflns_threshold_expression 'I > 2.0\sI' _[local]_cod_data_source_file fr1218.cif _[local]_cod_data_source_block 1 _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_adp_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 ; _cod_original_cell_volume 1258.4(3) _cod_database_code 2009124 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_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_calc_attached_atom O1 .1757(2) -.0274(2) .97540(10) .0843(6) Uani ? ? O2 -.0099(2) .10780(10) .90720(10) .0829(6) Uani ? ? C1 .1602(2) .1880(2) .7628(2) .0661(8) Uani ? ? C2 .2162(2) .1285(2) .8590(2) .0656(8) Uani ? ? C3 .3672(3) .1295(2) .9062(2) .0863(9) Uani ? ? C4 .4639(3) .1893(3) .8602(2) .1050(10) Uani ? ? C5 .4105(3) .2484(3) .7660(2) .1050(10) Uani ? ? C6 .2608(3) .2476(2) .7179(2) .0868(9) Uani ? ? C7 .0005(3) .1848(2) .7043(2) .0644(8) Uani ? ? C8 -.0953(3) .2861(2) .7082(2) .0786(9) Uani ? ? C9 -.2416(3) .2749(3) .6508(2) .0910(10) Uani ? ? C10 -.2924(3) .1694(3) .5904(2) .0930(10) Uani ? ? C11 -.1979(3) .0699(3) .5837(2) .0820(9) Uani ? ? C12 -.0521(2) .0797(2) .6415(2) .0695(8) Uani ? ? C13 .1168(3) .0677(2) .9148(2) .0674(8) Uani ? ? C14 -.0413(3) .4019(2) .7749(2) .1210(10) Uani ? ? C15 -.2508(3) -.0460(3) .5158(2) .1270(10) Uani ? ? H1 .108(2) -.054(2) 1.016(2) .180(10) Uiso ? ? H3 .4054 .0870 .9733 .1035 Uiso calc C3 H4 .5703 .1897 .8944 .1258 Uiso calc C4 H5 .4790 .2912 .7329 .1263 Uiso calc C5 H6 .2243 .2900 .6506 .1041 Uiso calc C6 H9 -.3109 .3446 .6535 .1094 Uiso calc C9 H10 -.3970 .1646 .5515 .1120 Uiso calc C10 H12 .0166 .0098 .6380 .0833 Uiso calc C12 H14A -.1218 .4646 .7659 .1449 Uiso calc C14 H14B .0419 .4410 .7547 .1449 Uiso calc C14 H14C -.0087 .3754 .8477 .1449 Uiso calc C14 H15A -.1739 -.0726 .4830 .1519 Uiso calc C15 H15B -.3412 -.0238 .4623 .1519 Uiso calc C15 H15C -.2716 -.1168 .5582 .1519 Uiso calc C15 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 .0980(10) .0840(10) .0780(10) .0090(10) .0370(10) .0139(10) O2 .0770(10) .1050(10) .0720(10) .0020(10) .0280(9) .0211(9) C1 .083(2) .059(2) .0650(10) -.0140(10) .0350(10) -.0100(10) C2 .071(2) .068(2) .0620(10) -.0130(10) .0240(10) -.0110(10) C3 .085(2) .096(2) .078(2) -.013(2) .022(2) -.0110(10) C4 .085(2) .118(3) .117(2) -.029(2) .037(2) -.030(2) C5 .109(2) .103(2) .124(2) -.044(2) .067(2) -.025(2) C6 .107(2) .080(2) .086(2) -.027(2) .047(2) -.0070(10) C7 .084(2) .062(2) .0520(10) -.006(2) .0280(10) .0090(10) C8 .109(2) .069(2) .069(2) .006(2) .044(2) .0120(10) C9 .108(2) .088(2) .089(2) .027(2) .047(2) .033(2) C10 .087(2) .112(2) .082(2) .010(2) .024(2) .030(2) C11 .085(2) .089(2) .071(2) -.005(2) .019(2) .004(2) C12 .072(2) .073(2) .0660(10) -.0020(10) .0220(10) .0040(10) C13 .084(2) .068(2) .0490(10) -.008(2) .0170(10) -.0050(10) C14 .177(3) .078(2) .126(2) .009(2) .073(2) -.016(2) C15 .102(2) .145(3) .117(2) -.017(2) .001(2) -.029(2) 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 C13 ? ? 1.304(2) yes O1 H1 ? ? .98(3) no O2 C13 ? ? 1.236(2) yes C1 C2 ? ? 1.400(2) no C1 C6 ? ? 1.393(2) no C1 C7 ? ? 1.492(3) yes C2 C3 ? ? 1.387(3) no C2 C13 ? ? 1.484(3) yes C3 C4 ? ? 1.374(3) no C3 H3 ? ? .980 no C4 C5 ? ? 1.372(3) no C4 H4 ? ? .980 no C5 C6 ? ? 1.379(3) no C5 H5 ? ? .980 no C6 H6 ? ? .980 no C7 C8 ? ? 1.394(3) no C7 C12 ? ? 1.387(3) no C8 C9 ? ? 1.386(3) no C8 C14 ? ? 1.504(3) no C9 C10 ? ? 1.371(3) no C9 H9 ? ? .980 no C10 C11 ? ? 1.381(3) no C10 H10 ? ? .980 no C11 C12 ? ? 1.382(3) no C11 C15 ? ? 1.511(3) no C12 H12 ? ? .980 no C14 H14A ? ? .980 no C14 H14B ? ? .980 no C14 H14C ? ? .980 no C15 H15A ? ? .980 no C15 H15B ? ? .980 no C15 H15C ? ? .980 no 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 .003 .002 'Creagh & McAuley (1992)' O .011 .006 'Creagh & McAuley (1992)' 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 C13 O1 H1 109.0(10) no C2 C1 C6 117.7(2) no C2 C1 C7 123.4(2) no C6 C1 C7 118.9(2) no C1 C2 C3 120.2(2) no C1 C2 C13 121.4(2) yes C3 C2 C13 118.4(2) yes C2 C3 C4 120.9(2) no C2 C3 H3 119.5 no C4 C3 H3 119.5 no C3 C4 C5 119.6(3) no C3 C4 H4 120.2 no C5 C4 H4 120.2 no C4 C5 C6 120.2(2) no C4 C5 H5 119.9 no C6 C5 H5 119.9 no C1 C6 C5 121.5(2) no C1 C6 H6 119.3 no C5 C6 H6 119.3 no C1 C7 C8 121.9(2) no C1 C7 C12 118.7(2) no C8 C7 C12 119.3(2) no C7 C8 C9 117.9(2) no C7 C8 C14 120.6(3) no C9 C8 C14 121.5(3) no C8 C9 C10 122.0(3) no C8 C9 H9 119.0 no C10 C9 H9 119.0 no C9 C10 C11 120.7(3) no C9 C10 H10 119.7 no C11 C10 H10 119.7 no C10 C11 C12 117.6(2) no C10 C11 C15 121.5(3) no C12 C11 C15 120.8(3) no C7 C12 C11 122.4(2) no C7 C12 H12 118.8 no C11 C12 H12 118.8 no O1 C13 O2 122.9(2) yes O1 C13 C2 114.7(2) no O2 C13 C2 122.3(3) no C8 C14 H14A 109.5 no C8 C14 H14B 109.5 no C8 C14 H14C 109.5 no H14A C14 H14B 109.5 no H14A C14 H14C 109.5 no H14B C14 H14C 109.5 no C11 C15 H15A 109.5 no C11 C15 H15B 109.5 no C11 C15 H15C 109.5 no H15A C15 H15B 109.5 no H15A C15 H15C 109.5 no H15B C15 H15C 109.5 no