#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/13/2011306.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_2011306 loop_ _publ_author_name 'Chen, Chung-Der' 'Brunskill, Andrew P. J.' 'Hall, Stan S.' 'Lalancette, Roger A.' 'Thompson, Hugh W.' _publ_section_title ; Phenyl- and mesitylglyoxylic acids: catemeric hydrogen bonding in two \a-keto acids ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1148 _journal_page_last 1151 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C8 H6 O3' _chemical_formula_sum 'C8 H6 O3' _chemical_formula_weight 150.13 _chemical_melting_point 342 _chemical_name_common 'phenylglyoxylic acid' _chemical_name_systematic ; \a-Oxobenzeneacetic acid ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 115.32(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.462(2) _cell_length_b 16.513(5) _cell_length_c 6.483(3) _cell_measurement_reflns_used 15 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.3 _cell_measurement_theta_min 3.2 _cell_volume 722.1(5) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '2\q-\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .022 _diffrn_reflns_av_sigmaI/netI .047 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 1562 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.47 _diffrn_standards_decay_% 'variation < 1.8' _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .107 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 312 _exptl_crystal_size_max .64 _exptl_crystal_size_mid .50 _exptl_crystal_size_min .30 _refine_diff_density_max .20 _refine_diff_density_min -.19 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.05 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 105 _refine_ls_number_reflns 1271 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.05 _refine_ls_R_factor_all .114 _refine_ls_R_factor_gt .059 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0743P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .153 _reflns_number_gt 740 _reflns_number_total 1271 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fg1604.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_original_cell_volume 722.1(4) _cod_database_code 2011306 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, 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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .1528(4) .62379(13) .4709(4) .0711(7) Uani d . 1 . . O O2 .3784(4) .68636(14) .1497(4) .0777(8) Uani d . 1 . . O O3 .0991(3) .73600(13) .1469(4) .0667(7) Uani d . 1 . . O H3 .125(6) .780(3) .075(7) .123(16) Uiso d . 1 . . H C1 .2363(4) .52537(16) .2631(5) .0510(8) Uani d . 1 . . C C2 .2801(5) .50725(19) .0795(6) .0617(9) Uani d . 1 . . C C3 .3127(5) .4272(2) .0415(7) .0761(11) Uani d . 1 . . C C4 .3020(5) .3672(2) .1792(8) .0807(12) Uani d . 1 . . C C5 .2541(5) .3844(2) .3572(7) .0808(12) Uani d . 1 . . C C6 .2219(5) .46344(18) .3989(6) .0645(9) Uani d . 1 . . C C7 .2028(4) .60937(17) .3189(5) .0523(8) Uani d . 1 . . C C8 .2376(5) .68093(17) .1917(5) .0555(8) Uani d . 1 . . C H2 .2872 .5481 -.0155 .085(5) Uiso calc R 1 . . H H3A .3424 .4143 -.0801 .085(5) Uiso calc R 1 . . H H4 .3274 .3140 .1530 .085(5) Uiso calc R 1 . . H H5 .2436 .3430 .4485 .085(5) Uiso calc R 1 . . H H6 .1901 .4754 .5195 .085(5) 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 .1039(18) .0484(13) .0811(16) -.0081(11) .0588(15) -.0032(12) O2 .0759(16) .0660(15) .108(2) .0024(12) .0554(15) .0166(13) O3 .0732(15) .0471(12) .0856(18) .0051(11) .0396(13) .0091(12) C1 .0442(17) .0442(16) .058(2) -.0009(13) .0156(15) .0034(15) C2 .058(2) .059(2) .069(2) -.0046(15) .0283(18) -.0027(17) C3 .067(2) .069(2) .088(3) .0021(19) .029(2) -.023(2) C4 .064(2) .044(2) .119(4) .0031(16) .025(2) -.010(2) C5 .083(3) .0471(19) .103(3) -.0015(18) .031(2) .014(2) C6 .067(2) .0499(18) .074(2) -.0034(15) .0280(19) .0026(17) C7 .0517(18) .0452(17) .061(2) -.0049(13) .0250(16) .0012(16) C8 .0580(19) .0433(16) .065(2) -.0037(15) .0262(17) -.0020(15) 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 C7 . 1.217(3) y O2 C8 . 1.196(3) y O3 C8 . 1.312(4) y C1 C6 . 1.383(4) ? C1 C2 . 1.395(4) ? C1 C7 . 1.481(4) ? C2 C3 . 1.386(4) ? C3 C4 . 1.358(5) ? C4 C5 . 1.376(5) ? C5 C6 . 1.374(5) ? C7 C8 . 1.525(4) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 '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 _geom_angle_publ_flag C6 C1 C2 119.7(3) ? C6 C1 C7 118.0(3) ? C2 C1 C7 122.3(3) ? C3 C2 C1 118.7(3) ? C4 C3 C2 121.0(4) ? C3 C4 C5 120.7(3) ? C6 C5 C4 119.4(3) ? C5 C6 C1 120.6(3) ? O1 C7 C1 121.5(3) ? O1 C7 C8 117.9(3) ? C1 C7 C8 120.6(3) ? O2 C8 O3 125.7(3) ? O2 C8 C7 123.4(3) y O3 C8 C7 110.9(3) y 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 C6 C1 C2 C3 -1.5(5) C7 C1 C2 C3 178.9(3) C1 C2 C3 C4 .2(5) C2 C3 C4 C5 1.4(5) C3 C4 C5 C6 -1.7(5) C4 C5 C6 C1 .3(5) C2 C1 C6 C5 1.3(5) C7 C1 C6 C5 -179.1(3) C6 C1 C7 O1 -4.2(4) C2 C1 C7 O1 175.4(3) C6 C1 C7 C8 173.6(3) C2 C1 C7 C8 -6.8(4) O1 C7 C8 O2 134.3(3) C1 C7 C8 O2 -43.6(4) O1 C7 C8 O3 -42.5(4) C1 C7 C8 O3 139.6(3)