#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006301.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_2006301 loop_ _publ_author_name 'Fitzgerald, Lawrence J.' 'Gerkin, Roger E.' _publ_section_title ; Interwoven Hydrogen-Bonding Networks in Benzene-1,3,5-triacetic Acid ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 967 _journal_page_last 969 _journal_paper_doi 10.1107/S0108270197002886 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C12 H12 O6 ' _chemical_formula_sum 'C12 H12 O6' _chemical_formula_weight 252.22 _chemical_name_common 'benzene-1,3,5-triacetic acid' _chemical_name_systematic ' ?' _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 92.94(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.994(2) _cell_length_b 4.798(2) _cell_length_c 24.160(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 14.9 _cell_measurement_theta_min 13.4 _cell_volume 1157.0(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, 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 0.023 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 3141 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% ' +- 2.4 (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.970 _exptl_absorpt_correction_type 'empirical via \y scan (North, Phillips & Mathews, 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_meas ? _exptl_crystal_description 'clear plate' _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.38 _refine_diff_density_min -0.35 _refine_ls_extinction_coef '8.2(23) \\times 10^-7^' _refine_ls_extinction_method 'Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_obs 1.11 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 212 _refine_ls_number_reflns 2132 _refine_ls_R_factor_obs .057 _refine_ls_shift/esd_max 0.01 _refine_ls_structure_factor_coef ' F^2^' _refine_ls_weighting_details 'w = 1/[\s~F~^2^]^2^' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .093 _reflns_number_observed 2132 _reflns_number_total 2976 _reflns_observed_criterion 'I > 0.01\s~I~' _cod_data_source_file fg1266.cif _cod_data_source_block I _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 18 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 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. '_geom_hbond_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (5 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z 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 = 1/[\s~F~^2^]^2^' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s~F~^2^]^2^'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1156.8(4) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2006301 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 .0372(10) .0770(10) .0860(10) -.0050(10) -.0123(9) .0280(10) O2 .0417(10) .0900(10) .0560(10) -.0110(10) -.0084(8) .0230(10) O3 .0387(10) .0730(10) .0650(10) .0006(10) -.0111(8) .0180(10) O4 .0345(9) .0680(10) .0870(10) -.0095(9) -.0097(9) .0300(10) O5 .0590(10) .0690(10) .0590(10) -.0100(10) -.0013(9) -.0230(10) O6 .0540(10) .089(2) .0780(10) -.0210(10) .0130(10) -.0350(10) C1 .0290(10) .0340(10) .0450(10) -.0085(10) .0005(9) -.0030(10) C2 .0310(10) .0440(10) .0450(10) -.0110(10) -.0036(10) .0020(10) C3 .0280(10) .0390(10) .061(2) -.0080(10) -.0020(10) .0080(10) C4 .0310(10) .0400(10) .067(2) -.0020(10) .0120(10) -.0060(10) C5 .0340(10) .0460(10) .0440(10) -.0080(10) .0062(10) -.0030(10) C6 .0290(10) .0410(10) .0470(10) -.0040(10) -.0020(10) .0020(10) C7 .0360(10) .045(2) .052(2) -.0050(10) -.0010(10) -.0110(10) C8 .0330(10) .048(2) .090(2) -.0020(10) -.0070(10) .017(2) C9 .052(2) .064(2) .049(2) -.010(2) .0080(10) -.014(2) C10 .0330(10) .051(2) .0420(10) .0040(10) .0010(10) -.0110(10) C11 .0290(10) .0430(10) .0520(10) .0040(10) .0020(10) .0000(10) C12 .0510(10) .050(2) .0370(10) -.0030(10) -.0040(10) -.0030(10) 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 .5032(2) .3549(4) .63989(8) .0671(6) Uani ? ? O2 .5712(2) .0761(4) .70813(7) .0632(6) Uani ? ? O3 1.3429(2) -.2052(4) .70769(7) .0596(6) Uani ? ? O4 1.2691(2) .0876(4) .64175(7) .0636(6) Uani ? ? O5 .6604(2) -.5168(4) .46373(7) .0623(6) Uani ? ? O6 .5870(2) -.2644(4) .53245(8) .0732(7) Uani ? ? C1 .8177(2) .1902(4) .64227(9) .0362(6) Uani ? ? C2 .9288(2) .0684(5) .66888(10) .0398(7) Uani ? ? C3 1.0048(2) -.1289(5) .64270(10) .0427(7) Uani ? ? C4 .9663(2) -.2040(5) .58900(10) .0456(7) Uani ? ? C5 .8555(2) -.0878(5) .56086(9) .0412(6) Uani ? ? C6 .7832(2) .1126(5) .58812(9) .0392(7) Uani ? ? C7 .7292(2) .3914(6) .67180(10) .0446(7) Uani ? ? C8 1.1217(3) -.2659(7) .6733(2) .0575(9) Uani ? ? C9 .8095(3) -.1846(7) .50370(10) .0549(9) Uani ? ? C10 .5929(2) .2637(5) .67521(9) .0422(7) Uani ? ? C11 1.2517(2) -.1090(5) .67270(10) .0414(7) Uani ? ? C12 .6745(3) -.3251(5) .50149(10) .0461(7) Uani ? ? H2 .951(2) .113(4) .7075(8) .040(6) Uiso ? ? H4 1.013(2) -.341(5) .5709(9) .052(7) Uiso ? ? H6 .703(2) .191(4) .5700(8) .044(6) Uiso ? ? H7A .723(2) .568(5) .6517(9) .053(7) Uiso ? ? H7B .765(2) .428(5) .7101(9) .057(7) Uiso ? ? H8A 1.106(3) -.296(6) .7130(10) .090(10) Uiso ? ? H8B 1.141(3) -.433(7) .6580(10) .080(10) Uiso ? ? H9A .874(3) -.319(6) .4890(10) .081(9) Uiso ? ? H9B .800(3) -.026(6) .4780(10) .080(10) Uiso ? ? H10 .410(4) .252(7) .6410(10) .140(10) Uiso ? ? H11 1.431(3) -.102(8) .7040(10) .130(10) Uiso ? ? H12 .564(4) -.604(8) .4660(10) .130(10) Uiso ? ? 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 0 0 6 1 1 -3 4 0 4 2 2 -7 6 0 8 6 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 C10 O1 H10 114(2) yes C11 O3 H11 111(2) yes C12 O5 H12 108(2) yes C2 C1 C6 118.7(2) n C2 C1 C7 121.7(2) n C6 C1 C7 119.6(2) n C1 C2 C3 121.4(2) n C1 C2 H2 119.0(10) no C3 C2 H2 119.0(10) no C2 C3 C4 118.3(2) n C2 C3 C8 120.3(3) n C4 C3 C8 121.3(3) n C3 C4 C5 122.2(2) n C3 C4 H4 120.0(10) no C5 C4 H4 117.0(10) no C4 C5 C6 117.9(2) n C4 C5 C9 121.6(2) n C6 C5 C9 120.4(2) n C1 C6 C5 121.5(2) n C1 C6 H6 119.0(10) no C5 C6 H6 119.0(10) no C1 C7 C10 108.6(2) yes C1 C7 H7A 110.0(10) no C1 C7 H7B 111.0(10) no C10 C7 H7A 110.0(10) no C10 C7 H7B 108.0(10) no H7A C7 H7B 109(2) no C3 C8 C11 115.3(2) yes C3 C8 H8A 112(2) no C3 C8 H8B 111(2) no C11 C8 H8A 105(2) no C11 C8 H8B 104(2) no H8A C8 H8B 109(3) no C5 C9 C12 113.6(2) yes C5 C9 H9A 110.0(10) no C5 C9 H9B 111(2) no C12 C9 H9A 107(2) no C12 C9 H9B 106(2) no H9A C9 H9B 109(2) no O1 C10 O2 122.7(2) yes O1 C10 C7 115.5(2) yes O2 C10 C7 121.8(2) yes O3 C11 O4 123.8(2) yes O3 C11 C8 113.3(2) yes O4 C11 C8 123.0(2) yes O5 C12 O6 123.1(2) yes O5 C12 C9 114.0(2) yes O6 C12 C9 122.9(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 C10 ? ? 1.282(3) yes O1 H10 ? ? 1.06(4) no O2 C10 ? ? 1.228(3) yes O3 C11 ? ? 1.296(2) yes O3 H11 ? ? 1.02(3) no O4 C11 ? ? 1.222(3) yes O5 C12 ? ? 1.298(3) yes O5 H12 ? ? 1.05(4) no O6 C12 ? ? 1.216(3) yes C1 C2 ? ? 1.384(3) no C1 C6 ? ? 1.387(3) no C1 C7 ? ? 1.513(3) yes C2 C3 ? ? 1.386(3) no C2 H2 ? ? .97(2) no C3 C4 ? ? 1.382(3) no C3 C8 ? ? 1.502(3) yes C4 C5 ? ? 1.386(3) no C4 H4 ? ? .93(2) no C5 C6 ? ? 1.389(3) no C5 C9 ? ? 1.507(3) yes C6 H6 ? ? .96(2) no C7 C10 ? ? 1.499(3) yes C7 H7A ? ? .98(2) no C7 H7B ? ? .99(2) no C8 C11 ? ? 1.502(3) yes C8 H8A ? ? .99(3) no C8 H8B ? ? .91(3) no C9 C12 ? ? 1.506(3) yes C9 H9A ? ? .99(3) no C9 H9B ? ? .99(3) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H10 O4 1_455 1.06(4) 1.61(4) 2.670(2) 178(3) yes O1 H10 O5 3_656 1.06(4) 2.88(3) 3.020(2) 87(2) yes O3 H11 O2 1_655 1.02(3) 1.64(3) 2.650(2) 172(3) yes O5 H12 O6 3_646 1.05(4) 1.64(4) 2.692(2) 178(3) yes O5 H12 O1 3_656 1.05(4) 2.88(3) 3.020(2) 87(2) yes