#------------------------------------------------------------------------------ #$Date: 2011-01-02 20:00:31 +0000 (Sun, 02 Jan 2011) $ #$Revision: 5310 $ #$URL: svn://www.crystallography.net/cod/cif/2/2205246.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_2205246 loop_ _publ_author_name 'Gao, Shan' 'Huo, Li-Hua' 'Ng, Seik Weng' _publ_section_title ; 2,6-Diammonio-4-toluenesulfonate chloride dihydrate ; _journal_issue 3 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o612 _journal_page_last o613 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C7 H11 N2 O3 S +, Cl -, 2H2 O' _chemical_formula_moiety 'C7 H11 N2 O3 S +, Cl -, 2H2 O' _chemical_formula_sum 'C7 H15 Cl N2 O5 S' _chemical_formula_weight 274.72 _chemical_name_systematic ; 2,6-Diammonio-4-toluenesulfonate chloride dihydrate ; _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.196(2) _cell_length_b 9.407(2) _cell_length_c 13.322(3) _cell_measurement_reflns_used 9848 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 3.1 _cell_volume 1152.4(4) _computing_cell_refinement RAPID-AUTO _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2002)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Rigaki R-AXIS-RAPID IP' _diffrn_measurement_method \w _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 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0099 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 10743 _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.1 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.521 _exptl_absorpt_correction_T_max 0.903 _exptl_absorpt_correction_T_min 0.798 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_crystal_colour 'Pale pink' _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.48 _refine_diff_density_min -0.31 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.11 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 125 _refine_ls_number_reflns 1393 _refine_ls_number_restraints 40 _refine_ls_restrained_S_all 1.14 _refine_ls_R_factor_all 0.041 _refine_ls_R_factor_gt 0.039 _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^)+(0.0844P)^2^+0.4374P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.127 _refine_ls_wR_factor_ref 0.130 _reflns_number_gt 1286 _reflns_number_total 1393 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cv6455.cif _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 ; _cod_database_code 2205246 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, 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 Cl1 0.6010(10) 0.7500 -0.0293(3) 0.0500(10) Uani d SP 0.78(3) A 1 Cl Cl1' 0.546(3) 0.7500 -0.0160(10) 0.047(2) Uani d SP 0.22(3) A 2 Cl S1 0.5924(2) 0.7500 0.62908(9) 0.0235(3) Uani d SPD 0.744(5) . 3 S O1 0.7257(3) 0.7500 0.6869(2) 0.0355(7) Uani d SPDU 0.744(5) . 3 O O2 0.5128(3) 0.6184(3) 0.6437(2) 0.0461(8) Uani d PDU 0.744(5) . 3 O S1' 0.5357(6) 0.7500 0.6113(3) 0.0326(9) Uani d SPD 0.256(5) . 4 S O1' 0.3836(7) 0.7500 0.5850(6) 0.042(2) Uani d SPDU 0.256(5) . 4 O O2' 0.569(2) 0.6190(10) 0.6590(10) 0.088(4) Uani d PDU 0.256(5) . 4 O O1w 0.5780(2) 0.5091(2) 0.14040(10) 0.0402(4) Uani d D 1 . . O N1 0.7661(2) 0.48910(10) 0.30940(10) 0.0286(3) Uani d D 1 . . N C1 0.6469(2) 0.7500 0.5006(2) 0.0233(4) Uani d SD 1 . . C C2 0.67650(10) 0.62190(10) 0.45300(10) 0.0237(3) Uani d . 1 . . C C3 0.73860(10) 0.62470(10) 0.35890(10) 0.0223(3) Uani d R 1 . . C C4 0.7752(2) 0.7500 0.3091(2) 0.0220(4) Uani d S 1 . . C C5 0.8509(3) 0.7500 0.2085(2) 0.0316(5) Uani d S 1 . . C H1w1 0.583(3) 0.574(2) 0.096(2) 0.069(9) Uiso d D 1 . . H H1w2 0.568(3) 0.4290(10) 0.111(2) 0.059(8) Uiso d D 1 . . H H1n1 0.741(2) 0.423(2) 0.349(2) 0.077(9) Uiso d D 1 . . H H1n2 0.8550(10) 0.480(3) 0.293(2) 0.049(7) Uiso d D 1 . . H H1n3 0.713(2) 0.484(3) 0.2560(10) 0.072(9) Uiso d D 1 . . H H2 0.6548 0.5359 0.4840 0.028 Uiso calc R 1 . . H H5a 0.7888 0.7068 0.1592 0.047 Uiso calc PR 0.50 . . H H5b 0.9399 0.6971 0.2133 0.047 Uiso calc PR 0.50 . . H H5c 0.8720 0.8460 0.1890 0.047 Uiso calc PR 0.50 . . 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 Cl1 0.080(4) 0.0368(6) 0.0330(7) 0.000 0.0010(10) 0.000 Cl1' 0.048(6) 0.053(3) 0.040(3) 0.000 0.005(3) 0.000 S1 0.0318(7) 0.0211(4) 0.0178(5) 0.000 0.0044(4) 0.000 O1 0.0500(10) 0.0340(10) 0.0230(10) 0.000 -0.0080(10) 0.000 O2 0.059(2) 0.0460(10) 0.0340(10) -0.0280(10) 0.0150(10) -0.0050(10) S1' 0.032(2) 0.048(2) 0.0180(10) 0.000 0.0030(10) 0.000 O1' 0.039(4) 0.049(4) 0.037(4) 0.000 0.008(3) 0.000 O2' 0.109(8) 0.093(7) 0.062(6) 0.048(6) 0.033(5) 0.051(5) O1w 0.0460(10) 0.0390(10) 0.0360(10) 0.0030(10) -0.0040(10) 0.0010(10) N1 0.0330(10) 0.0220(10) 0.0310(10) -0.0002(5) 0.0050(5) -0.0058(5) C1 0.0260(10) 0.0250(10) 0.0190(10) 0.000 0.0020(10) 0.000 C2 0.0280(10) 0.0210(10) 0.0230(10) -0.0020(10) 0.0010(10) 0.0020(10) C3 0.0230(10) 0.0200(10) 0.0240(10) 0.0000(10) -0.0010(10) -0.0040(10) C4 0.0210(10) 0.0250(10) 0.0210(10) 0.000 0.0010(10) 0.000 C5 0.0350(10) 0.0310(10) 0.0280(10) 0.000 0.0110(10) 0.000 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' N N 0.0061 0.0033 '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' Cl Cl 0.1484 0.1585 '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 _geom_angle_publ_flag O1 S1 O2 . . 110.9(2) no O1 S1 O2 . 7_575 110.9(2) no O2 S1 O2 . 7_575 117.0(3) no O1 S1 C1 . . 105.80(10) no O2 S1 C1 . . 105.70(10) no O2 S1 C1 7_575 . 105.70(10) no O2' S1' O2' 7_575 . 121(2) no O2' S1' O1' 7_575 . 108.4(8) no O2' S1' O1' . . 108.4(8) no O2' S1' C1 7_575 . 103.9(6) no O2' S1' C1 . . 103.9(6) no O1' S1' C1 . . 110.7(4) no C2 C1 C2 . 7_575 120.4(2) no C2 C1 S1 . . 119.60(10) no C2 C1 S1 7_575 . 119.60(10) no C2 C1 S1' . . 119.10(10) no C2 C1 S1' 7_575 . 119.10(10) no C3 C2 C1 . . 118.70(10) no C2 C3 C4 . . 123.40(10) no C2 C3 N1 . . 117.80(10) no C4 C3 N1 . . 118.80(10) no C3 C4 C3 . 7_575 115.5(2) no C3 C4 C5 . . 122.30(10) no C3 C4 C5 7_575 . 122.30(10) no H1w1 O1w H1w2 . . 109(2) no C3 N1 H1n1 . . 108(2) no C3 N1 H1n2 . . 112(2) no H1n1 N1 H1n2 . . 110(2) no C3 N1 H1n3 . . 109(2) no H1n1 N1 H1n3 . . 109(2) no H1n2 N1 H1n3 . . 109(2) no C3 C2 H2 . . 120.7 no C1 C2 H2 . . 120.7 no C4 C5 H5a . . 109.5 no C4 C5 H5b . . 109.5 no H5a C5 H5b . . 109.5 no C4 C5 H5c . . 109.5 no H5a C5 H5c . . 109.5 no H5b C5 H5c . . 109.5 no 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 S1 O1 . 1.447(3) no S1 O2 . 1.451(2) no S1 O2 7_575 1.451(2) no S1 C1 . 1.783(2) no S1' O1' . 1.442(7) no S1' O2' . 1.421(7) no S1' O2' 7_575 1.421(7) no S1' C1 . 1.795(4) no N1 C3 . 1.459(2) no C1 C2 . 1.3890(10) no C1 C2 7_575 1.3890(10) no C2 C3 . 1.3780(10) no C3 C4 . 1.394(2) no C4 C3 7_575 1.394(2) no C4 C5 . 1.511(3) no O1w H1w1 . 0.850(10) no O1w H1w2 . 0.850(10) no N1 H1n1 . 0.850(10) no N1 H1n2 . 0.850(10) no N1 H1n3 . 0.860(10) no C2 H2 . 0.93 no C5 H5a . 0.96 no C5 H5b . 0.96 no C5 H5c . 0.96 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 N1 H1n3 O1 2_664 0.860(10) 2.45(3) 2.780(2) 103(2) yes N1 H1n1 O2 5_666 0.850(10) 2.37(2) 2.827(3) 114(2) yes N1 H1n2 O1w 6_656 0.850(10) 2.25(2) 2.952(2) 140(2) yes N1 H1n3 O1w . 0.860(10) 2.000(10) 2.845(2) 169(3) yes N1 H1n1 O1' 5_666 0.850(10) 2.180(10) 2.989(5) 160(2) yes N1 H1n2 O2' 2_664 0.850(10) 2.14(2) 2.710(10) 125(2) yes O1w H1w1 Cl1 . 0.850(10) 2.360(10) 3.207(4) 179(3) yes O1w H1w2 Cl1 5_665 0.850(10) 2.54(2) 3.291(5) 148(2) yes O1w H1w1 Cl1' . 0.850(10) 2.260(10) 3.094(9) 168(3) yes O1w H1w2 Cl1' 5_665 0.850(10) 2.35(2) 3.158(5) 158(2) 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 S1 C1 C2 . . 86.10(10) no O2 S1 C1 C2 . . -31.6(3) no O2 S1 C1 C2 7_575 . -156.3(2) no O1 S1 C1 C2 . 7_575 -86.10(10) no O2 S1 C1 C2 . 7_575 156.3(2) no O2 S1 C1 C2 7_575 7_575 31.6(3) no O2' S1' C1 C2 7_575 . 160.4(8) no O2' S1' C1 C2 . . 33.0(10) no O1' S1' C1 C2 . . -83.5(2) no O2' S1' C1 C2 7_575 7_575 -33.0(10) no O2' S1' C1 C2 . 7_575 -160.4(8) no O1' S1' C1 C2 . 7_575 83.45(17) no C2 C1 C2 C3 7_575 . 1.5(2) no S1 C1 C2 C3 . . -170.60(10) no S1' C1 C2 C3 . . 168.2(2) no C1 C2 C3 C4 . . 0.80(10) no C1 C2 C3 N1 . . -178.8(2) no C2 C3 C4 C3 . 7_575 -2.9(2) no N1 C3 C4 C3 . 7_575 176.70(10) no C2 C3 C4 C5 . . 176.50(10) no N1 C3 C4 C5 . . -3.9(2) no