#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/65/2006584.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_2006584 loop_ _publ_author_name 'Okabe, Nobuo ' ' Inubushi, Chika' _publ_contact_author ; Nobuo Okabe Faculty of Pharmaceutical Sciences Kinki University Kowakae 3-4-1 Higashiosaka Osaka 577 Japan ; _publ_section_title ; Phenylpyruvic Acid ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1449 _journal_page_last 1450 _journal_paper_doi 10.1107/S0108270197006525 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C9 H8 O3' _chemical_formula_sum 'C9 H8 O3' _chemical_formula_weight 164.16 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_type_scat_source 'International Tables for X-ray Crystallography Vol.IV' _cell_angle_alpha 90 _cell_angle_beta 91.30(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.4890(10) _cell_length_b 5.534(4) _cell_length_c 18.722(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 19.59 _cell_measurement_theta_min 15.34 _cell_volume 775.7(6) _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, 1985)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_structure_refinement TEXSAN _computing_structure_solution 'MITHRIL (Gilmore, 1984), DIRDIF (Beurskens, 1984)' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.061 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 2110 _diffrn_reflns_theta_max 27.5 _diffrn_standards_decay_% 2.76 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.27 _refine_diff_density_min -0.35 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.160 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_number_parameters 141 _refine_ls_number_reflns 1301 _refine_ls_R_factor_obs .057 _refine_ls_shift/esd_max 0.007 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 4F~o~^2^/\s^2^(F~o~^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .070 _reflns_number_observed 1301 _reflns_number_total 1964 _reflns_observed_criterion I>1.5\s(I) _cod_data_source_file fr1047.cif _cod_data_source_block global _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not determined' 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 = 4F~o~^2^/\s^2^(F~o~^2^)' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 4F~o~^2^/\s^2^(F~o~^2^)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 776.0(10) _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2006584 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,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 .089(2) .0490(10) .0260(10) .0090(10) -.0270(10) .0020(10) O2 .090(2) .0560(10) .0270(10) -.0050(10) -.0250(10) -.0070(10) O3 .091(2) .0360(10) .0340(10) .0050(10) -.0270(10) -.0055(9) C1 .0330(10) .0300(10) .0190(10) -.0040(10) -.0070(10) .0000(10) C2 .0400(10) .0300(10) .0250(10) .0020(10) -.0110(10) -.0010(10) C3 .0430(10) .043(2) .0220(10) -.0030(10) -.0080(10) -.0070(10) C4 .0410(10) .047(2) .0210(10) -.0050(10) -.0110(10) .0040(10) C5 .0400(10) .0360(10) .0310(10) .0040(10) -.0130(10) .0070(10) C6 .0380(10) .0330(10) .0250(10) .0010(10) -.0080(10) -.0010(10) C7 .0450(10) .0320(10) .0210(10) .0000(10) -.0110(10) .0020(10) C8 .0470(10) .0340(10) .0240(10) -.0010(10) -.0110(10) .0010(10) C9 .051(2) .046(2) .0200(10) -.0010(10) -.0110(10) -.0010(10) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z O1 -.1587(3) .2380(4) .57920(10) O2 -.1713(3) -.1479(4) .54330(10) O3 -.0149(3) -.3091(4) .66170(10) C1 .0489(3) .0375(4) .78310(10) C2 .0162(3) .2110(5) .83520(10) C3 .0714(3) .1737(5) .90580(10) C4 .1621(3) -.0332(5) .92440(10) C5 .1994(3) -.2044(5) .87310(10) C6 .1420(3) -.1714(5) .80270(10) C7 -.0201(3) .0865(5) .71060(10) C8 -.0495(3) -.0692(5) .65680(10) C9 -.1322(4) .0056(5) .58790(10) H2 -.047(3) .355(5) .8260(10) H3 .047(3) .299(5) .939(2) H4 .204(4) -.061(5) .973(2) H5 .263(3) -.347(5) .8850(10) H6 .169(4) -.299(6) .765(2) H7 -.057(4) .250(6) .704(2) H8 -.064(5) -.391(7) .620(2) H9 -.225(6) .258(8) .540(2) 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 118.7(2) yes C2 C1 C7 117.2(2) yes C6 C1 C7 124.1(2) yes C1 C2 C3 120.6(2) yes C2 C3 C4 120.0(2) yes C3 C4 C5 120.1(2) yes C4 C5 C6 120.4(2) yes C1 C6 C5 120.1(2) yes C1 C7 C8 128.6(2) yes O3 C8 C7 123.5(2) yes O3 C8 C9 114.1(2) yes C7 C8 C9 122.3(2) yes O1 C9 O2 124.4(2) yes O1 C9 C8 116.2(2) yes O2 C9 C8 119.4(2) yes C9 O1 H9 108(3) no C8 O3 H8 110(2) no C1 C2 H2 123(2) no C3 C2 H2 116(2) no C2 C3 H3 117(2) no C4 C3 H3 123(2) no C3 C4 H4 121(2) no C5 C4 H4 119(2) no C4 C5 H5 121(2) no C6 C5 H5 118(2) no C1 C6 H6 119(2) no C5 C6 H6 121(2) no C1 C7 H7 113(2) no C8 C7 H7 118(2) no 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 C9 . . 1.311(3) yes O2 C9 . . 1.222(3) yes O3 C8 . . 1.355(3) yes C1 C2 . . 1.395(3) yes C1 C6 . . 1.395(3) yes C1 C7 . . 1.467(3) yes C2 C3 . . 1.391(3) yes C3 C4 . . 1.373(4) yes C4 C5 . . 1.382(4) yes C5 C6 . . 1.388(3) yes C7 C8 . . 1.339(3) yes C8 C9 . . 1.479(3) yes O1 H9 . . .88(5) no O3 H8 . . .97(4) no C2 H2 . . .94(2) no C3 H3 . . .95(3) no C4 H4 . . .97(3) no C5 H5 . . .95(3) no C6 H6 . . 1.03(3) no C7 H7 . . .95(3) no 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 _geom_torsion_publ_flag O1 C9 C8 O3 -176.2(3) no O1 C9 C8 C7 6.8(4) no O2 C9 C8 O3 3.8(4) no O2 C9 C8 C7 -173.1(3) no O3 C8 C7 C1 -1.1(5) no C1 C2 C3 C4 1.3(4) no C1 C6 C5 C4 1.1(4) no C1 C7 C8 C9 175.5(3) no C2 C1 C6 C5 0.4(4) no C2 C1 C7 C8 -160.5(3) no C2 C3 C4 C5 0.3(4) no C3 C2 C1 C6 -1.6(4) no C3 C2 C1 C7 177.6(2) no C3 C4 C5 C6 -1.5(4) no C5 C6 C1 C7 -178.7(2) no C6 C1 C7 C8 18.6(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 641637