#------------------------------------------------------------------------------ #$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201955 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005684.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_2005684 loop_ _publ_author_name 'Nagel, N.' 'Endruschat, U.' 'Bock, H.' _publ_section_title ; cis-Aconitic Acid at 150K ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2912 _journal_page_last 2915 _journal_paper_doi 10.1107/S0108270196008220 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C6 H6 O6' _chemical_formula_sum 'C6 H6 O6' _chemical_formula_weight 174.11 _chemical_name_common 'cis-aconitic acid' _chemical_name_systematic '1-propene-cis(1,2),3-tricarboxylic acid' _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.603(1) _cell_length_b 13.634(2) _cell_length_c 13.405(2) _cell_measurement_reflns_used 80 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 19.4 _cell_measurement_theta_min 10.2 _cell_volume 1389.6(3) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1986)' _diffrn_ambient_temperature 150(2) _diffrn_measurement_device 'Siemens P4 four-circle diffractometer' _diffrn_measurement_method \w-scan _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0150 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 2623 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 3.00 _diffrn_standards_decay_% negligible _diffrn_standards_interval_count 96 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 0.154 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method none _exptl_crystal_description block _exptl_crystal_F_000 720 _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.65 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.414 _refine_diff_density_min -0.165 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.029 _refine_ls_goodness_of_fit_obs 1.059 _refine_ls_hydrogen_treatment 'H atoms: see text' _refine_ls_matrix_type full _refine_ls_number_parameters 125 _refine_ls_number_reflns 2012 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_restrained_S_obs 1.059 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_obs 0.0375 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.5385P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0995 _refine_ls_wR_factor_obs 0.0917 _reflns_number_observed 1637 _reflns_number_total 2012 _reflns_observed_criterion >2sigma(I) _cod_data_source_file sk1040.cif _cod_data_source_block aconit _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_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 (11 times). '_geom_angle_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 (11 times). '_geom_angle_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times). '_geom_torsion_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). '_geom_torsion_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 (2 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.5385P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.5385P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2005684 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, 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 0.0402(5) 0.0138(4) 0.0197(4) -0.0015(4) 0.0001(4) 0.0025(3) O2 0.0670(8) 0.0233(4) 0.0235(5) -0.0093(5) 0.0166(5) -0.0015(4) O3 0.0530(6) 0.0215(4) 0.0154(4) -0.0003(4) 0.0055(4) -0.0027(3) O4 0.0370(5) 0.0212(4) 0.0262(5) -0.0022(4) 0.0028(4) -0.0082(3) O5 0.0205(4) 0.0182(4) 0.0388(5) 0.0008(3) 0.0032(4) 0.0041(4) O6 0.0265(5) 0.0199(4) 0.0486(6) 0.0011(4) 0.0088(4) 0.0133(4) C1 0.0252(5) 0.0153(5) 0.0139(4) 0.0023(4) 0.0006(4) 0.0007(4) C2 0.0198(5) 0.0152(5) 0.0146(4) 0.0040(4) 0.0001(4) 0.0002(4) C3 0.0231(5) 0.0141(5) 0.0184(5) 0.0034(4) 0.0032(4) 0.0016(4) C4 0.0290(6) 0.0157(5) 0.0185(5) 0.0013(4) 0.0002(4) 0.0015(4) C5 0.0254(5) 0.0168(5) 0.0171(5) 0.0055(4) -0.0007(4) -0.0028(4) C6 0.0224(5) 0.0139(4) 0.0190(5) -0.0002(4) -0.0005(4) 0.0013(4) loop_ _atom_site_label _atom_site_occupancy _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_refinement_flags _atom_site_type_symbol O1 1 0.54701(14) 0.53649(6) 0.36507(7) 0.0246(2) Uani d . O H1O 1 0.5995(29) 0.5808(15) 0.3160(17) 0.053(6) Uiso d . H O2 1 0.5684(2) 0.43688(7) 0.23583(8) 0.0379(3) Uani d . O O3 1 0.4600(2) 0.27367(7) 0.19233(7) 0.0300(2) Uani d . O H3O 1 0.5092(33) 0.3405(18) 0.2115(18) 0.069(7) Uiso d . H O4 1 0.32506(14) 0.15268(7) 0.26741(7) 0.0281(2) Uani d . O O5 1 0.55895(12) 0.11231(6) 0.44784(8) 0.0258(2) Uani d . O O6 1 0.30633(13) 0.06452(7) 0.51631(9) 0.0316(2) Uani d . O H6O 1 0.3630(35) 0.0084(22) 0.5257(20) 0.081(8) Uiso d . H C1 1 0.4475(2) 0.37732(8) 0.39085(8) 0.0181(2) Uani d . C H1 1 0.4378(21) 0.4014(12) 0.4580(12) 0.024(4) Uiso d . H C2 1 0.39405(15) 0.28554(8) 0.37075(8) 0.0165(2) Uani d . C C3 1 0.3146(2) 0.22440(8) 0.45253(8) 0.0185(2) Uani d . C H3A 1 0.1897(2) 0.21194(8) 0.43595(8) 0.022 Uiso calc R H H3B 1 0.3172(2) 0.26284(8) 0.51517(8) 0.022 Uiso calc R H C4 1 0.5250(2) 0.45155(8) 0.32282(9) 0.0211(2) Uani d . C C5 1 0.3923(2) 0.23393(8) 0.27156(8) 0.0197(2) Uani d . C C6 1 0.4038(2) 0.12713(8) 0.47100(8) 0.0184(2) Uani d . C loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C2 C1 C4 129.21(11) yes C1 C2 C3 119.46(10) no C1 C2 C5 128.01(10) yes C3 C2 C5 112.42(10) no C2 C3 C6 115.22(9) no O2 C4 O1 121.60(11) yes O2 C4 C1 125.38(11) yes O1 C4 C1 113.01(10) yes O4 C5 O3 120.47(11) yes O4 C5 C2 117.91(10) yes O3 C5 C2 121.61(11) yes O5 C6 O6 124.13(11) yes O5 C6 C3 122.06(10) yes O6 C6 C3 113.75(10) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C4 1.3001(14) yes O2 C4 1.228(2) yes O3 C5 1.2987(15) yes O4 C5 1.2214(15) yes O5 C6 1.2365(15) yes O6 C6 1.2833(14) yes C1 C2 1.343(2) yes C1 C4 1.484(2) yes C2 C3 1.504(2) yes C2 C5 1.504(2) yes C3 C6 1.5099(15) yes 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 C4 C1 C2 C3 -178.42(11) no C4 C1 C2 C5 -2.5(2) no C1 C2 C3 C6 -123.96(12) yes C5 C2 C3 C6 59.50(13) no C2 C1 C4 O2 -7.2(2) no C2 C1 C4 O1 174.04(12) no C1 C2 C5 O4 -174.19(12) no C3 C2 C5 O4 2.0(2) no C1 C2 C5 O3 5.9(2) no C3 C2 C5 O3 -177.88(11) no C2 C3 C6 O5 23.8(2) yes C2 C3 C6 O6 -159.20(11) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 558863