#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2202637.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_2202637 loop_ _publ_author_name 'Dale, Sophie H.' 'Elsegood, Mark R. J.' _publ_section_title ; Benzene-1,2,4,5-tetracarboxylic acid dimethyl sulfoxide disolvate: a redetermination at 150K ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1205 _journal_page_last o1207 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C10 H6 O8, 2C2 H6 O S' _chemical_formula_moiety 'C10 H6 O8, 2C2 H6 O S' _chemical_formula_sum 'C14 H18 O10 S2' _chemical_formula_weight 410.40 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens 'Geom except OH coords freely refined' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'All non-H atoms found by direct methods' _audit_creation_method SHELXL-97 _cell_angle_alpha 80.510(2) _cell_angle_beta 81.124(2) _cell_angle_gamma 75.474(2) _cell_formula_units_Z 1 _cell_length_a 7.3283(6) _cell_length_b 7.3331(6) _cell_length_c 8.9456(8) _cell_measurement_reflns_used 3039 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 28.96 _cell_measurement_theta_min 2.32 _cell_volume 455.77(7) _computing_cell_refinement 'SAINT (Siemens, 1994)' _computing_data_collection 'SMART (Siemens, 1994)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material 'SHELXTL and local programs' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Bruker, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.871 _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0101 _diffrn_reflns_av_sigmaI/netI 0.0160 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 4046 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 29.05 _diffrn_reflns_theta_min 2.32 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.343 _exptl_absorpt_correction_T_max 0.931 _exptl_absorpt_correction_T_min 0.849 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2001)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 214 _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.384 _refine_diff_density_min -0.263 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 126 _refine_ls_number_reflns 2112 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.067 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0278 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0387P)^2^+0.1844P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0731 _refine_ls_wR_factor_ref 0.0754 _reflns_number_gt 1918 _reflns_number_total 2112 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fl6049.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (12 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2202637 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -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_refinement_flags _atom_site_occupancy _atom_site_type_symbol C1 0.56940(17) 0.94904(17) 0.14218(13) 0.0162(2) Uani d . 1 C C2 0.58863(17) 1.11937(17) 0.05261(14) 0.0168(2) Uani d . 1 C H2 0.6497 1.2009 0.0885 0.020 Uiso calc R 1 H C3 0.51965(17) 1.17155(17) -0.08860(14) 0.0160(2) Uani d . 1 C C4 0.64701(18) 0.90580(17) 0.29329(14) 0.0178(2) Uani d . 1 C O1 0.54595(14) 0.81614(14) 0.40204(10) 0.0229(2) Uani d . 1 O H1 0.604(3) 0.793(3) 0.484(2) 0.034 Uiso d . 1 H O2 0.78731(15) 0.95498(16) 0.31123(11) 0.0295(2) Uani d . 1 O C5 0.52586(18) 1.36689(17) -0.17080(14) 0.0174(2) Uani d . 1 C O3 0.69967(14) 1.39404(14) -0.19728(12) 0.0268(2) Uani d . 1 O H3 0.704(3) 1.496(3) -0.238(2) 0.040 Uiso d . 1 H O4 0.38433(14) 1.48471(14) -0.20067(13) 0.0290(2) Uani d . 1 O S1 0.88455(4) 0.82189(4) 0.65791(4) 0.01906(10) Uani d . 1 S O5 0.72689(13) 0.72202(13) 0.64578(10) 0.0217(2) Uani d . 1 O C6 1.09286(19) 0.6984(2) 0.55329(16) 0.0257(3) Uani d . 1 C H6A 1.1141 0.5620 0.5895 0.039 Uiso calc R 1 H H6B 1.2022 0.7447 0.5683 0.039 Uiso calc R 1 H H6C 1.0769 0.7206 0.4445 0.039 Uiso calc R 1 H C7 0.9472(2) 0.7387(2) 0.84614(16) 0.0291(3) Uani d . 1 C H7A 0.8374 0.7794 0.9206 0.044 Uiso calc R 1 H H7B 1.0522 0.7912 0.8617 0.044 Uiso calc R 1 H H7C 0.9863 0.5996 0.8595 0.044 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 C1 0.0158(5) 0.0178(6) 0.0150(5) -0.0041(4) -0.0023(4) -0.0016(4) C2 0.0177(6) 0.0165(6) 0.0173(6) -0.0055(4) -0.0032(4) -0.0021(4) C3 0.0160(5) 0.0158(5) 0.0164(5) -0.0046(4) -0.0017(4) -0.0011(4) C4 0.0206(6) 0.0166(6) 0.0170(6) -0.0052(4) -0.0047(4) -0.0007(4) O1 0.0253(5) 0.0295(5) 0.0160(4) -0.0125(4) -0.0064(4) 0.0043(4) O2 0.0303(5) 0.0405(6) 0.0235(5) -0.0204(5) -0.0117(4) 0.0066(4) C5 0.0220(6) 0.0173(6) 0.0143(5) -0.0066(5) -0.0037(4) -0.0013(4) O3 0.0230(5) 0.0219(5) 0.0344(6) -0.0107(4) -0.0051(4) 0.0101(4) O4 0.0244(5) 0.0184(5) 0.0426(6) -0.0036(4) -0.0098(4) 0.0036(4) S1 0.01852(16) 0.01855(16) 0.02112(17) -0.00685(11) -0.00345(11) -0.00049(11) O5 0.0227(5) 0.0241(5) 0.0209(4) -0.0126(4) -0.0072(4) 0.0048(4) C6 0.0228(7) 0.0299(7) 0.0235(7) -0.0054(5) 0.0004(5) -0.0049(5) C7 0.0227(7) 0.0480(9) 0.0187(6) -0.0111(6) -0.0037(5) -0.0040(6) 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' S S 0.1246 0.1234 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle C2 C1 C3 . 2_675 119.41(11) C2 C1 C4 . . 117.05(11) C3 C1 C4 2_675 . 123.54(11) C3 C2 C1 . . 120.94(11) C3 C2 H2 . . 119.5 C1 C2 H2 . . 119.5 C2 C3 C1 . 2_675 119.64(11) C2 C3 C5 . . 117.87(11) C1 C3 C5 2_675 . 122.17(11) O2 C4 O1 . . 124.39(11) O2 C4 C1 . . 121.73(11) O1 C4 C1 . . 113.86(10) C4 O1 H1 . . 107.3(12) O4 C5 O3 . . 125.33(12) O4 C5 C3 . . 122.35(11) O3 C5 C3 . . 112.22(10) C5 O3 H3 . . 112.9(15) H6A C6 H6B . . 109.5 H6A C6 H6C . . 109.5 H6B C6 H6C . . 109.5 H7A C7 H7B . . 109.5 H7A C7 H7C . . 109.5 H7B C7 H7C . . 109.5 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 C1 C2 . 1.3947(17) y C1 C3 2_675 1.4013(16) y C1 C4 . 1.5022(16) y C2 C3 . 1.3922(17) y C2 H2 . 0.9500 ? C3 C5 . 1.5066(16) y C4 O2 . 1.2120(15) y C4 O1 . 1.3184(15) y O1 H1 . 0.87(2) ? O2 S1 . 3.2270(10) ? C5 O4 . 1.2056(16) y C5 O3 . 1.3178(15) y O3 H3 . 0.78(2) ? S1 O5 . 1.5403(9) y S1 C6 . 1.7808(14) y S1 C7 . 1.7825(14) y C6 H6A . 0.9800 ? C6 H6B . 0.9800 ? C6 H6C . 0.9800 ? C7 H7A . 0.9800 ? C7 H7B . 0.9800 ? C7 H7C . 0.9800 ? 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 O1 H1 O5 . 0.87(2) 1.76(2) 2.6317(13) 173.9(18) O3 H3 O5 1_564 0.78(2) 1.84(2) 2.6146(13) 173(2) C6 H6C O2 . 0.98 2.67 3.3595(18) 127 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion C3 C1 C2 C3 2_675 . 0.38(19) C4 C1 C2 C3 . . -179.55(11) C1 C2 C3 C1 . 2_675 -0.39(19) C1 C2 C3 C5 . . 173.29(11) C2 C1 C4 O2 . . -33.53(17) C3 C1 C4 O2 2_675 . 146.55(13) C2 C1 C4 O1 . . 144.69(11) C3 C1 C4 O1 2_675 . -35.24(16) O1 C4 O2 S1 . . 2.03(16) C1 C4 O2 S1 . . -179.96(9) C2 C3 C5 O4 . . -118.06(14) C1 C3 C5 O4 2_675 . 55.45(18) C2 C3 C5 O3 . . 58.60(15) C1 C3 C5 O3 2_675 . -127.89(13)