#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/50/2205082.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_2205082 loop_ _publ_author_name 'Yu, Yun' 'Zhong, Hui-Ping' 'Yang, Kai-Bin' 'Huang, Rong-Bin ' 'Zheng, Lan-Sun ' _publ_section_title ; 7-Amino-1H-3,1-benzothiazine-2,4-dithione ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o387 _journal_page_last o388 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C8 H6 N2 S3' _chemical_formula_moiety 'C8 H6 N2 S3' _chemical_formula_sum 'C8 H6 N2 S3' _chemical_formula_weight 226.33 _chemical_name_systematic ; 7-Amino-1H-3,1-benzothiazine-2,4-dithione ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 97.116(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 3.9117(9) _cell_length_b 17.232(4) _cell_length_c 13.686(3) _cell_measurement_reflns_used 4962 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 27.02 _cell_measurement_theta_min 1.95 _cell_volume 915.4(4) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'SMART (Bruker, 2001)' _computing_data_reduction SAINT _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 298(2) _diffrn_detector_area_resol_mean none _diffrn_measured_fraction_theta_full 0.977 _diffrn_measured_fraction_theta_max 0.977 _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method '\f and \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 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 5279 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 1.91 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.756 _exptl_absorpt_correction_T_max 0.8886 _exptl_absorpt_correction_T_min 0.7620 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 464 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.747 _refine_diff_density_min -0.311 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 118 _refine_ls_number_reflns 2042 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.136 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0589 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0963P)^2^+0.2434P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1547 _refine_ls_wR_factor_ref 0.1602 _reflns_number_gt 1779 _reflns_number_total 2042 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file hg6127.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_original_cell_volume 915.4(3) _cod_database_code 2205082 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 S1 -0.0275(2) 0.26429(5) 0.51697(5) 0.0346(3) Uani d . 1 S S2 -0.2128(2) 0.38650(5) 0.64453(6) 0.0357(3) Uani d . 1 S S3 0.1935(3) 0.13140(6) 0.41999(6) 0.0532(3) Uani d . 1 S N2 0.1111(7) 0.25842(14) 0.71171(17) 0.0288(5) Uani d . 1 N H2B 0.1021 0.2786 0.7688 0.035 Uiso calc R 1 H C7 0.2988(8) 0.14466(17) 0.6231(2) 0.0280(6) Uani d . 1 C C4 0.3981(8) 0.15485(18) 0.8017(2) 0.0288(6) Uani d . 1 C H4A 0.3766 0.1827 0.8588 0.035 Uiso calc R 1 H C5 -0.0279(7) 0.30042(17) 0.6346(2) 0.0275(6) Uani d . 1 C N1 0.6820(8) 0.05181(16) 0.89665(19) 0.0424(7) Uani d . 1 N H1B 0.6613 0.0768 0.9500 0.051 Uiso calc R 1 H H1C 0.7808 0.0071 0.8994 0.051 Uiso calc R 1 H C6 0.1732(8) 0.17435(18) 0.5277(2) 0.0320(6) Uani d . 1 C C1 0.4618(9) 0.07190(18) 0.6317(2) 0.0385(7) Uani d . 1 C H1A 0.4843 0.0437 0.5748 0.046 Uiso calc R 1 H C8 0.2690(7) 0.18585(16) 0.7105(2) 0.0257(6) Uani d . 1 C C3 0.5585(8) 0.08288(18) 0.8080(2) 0.0309(6) Uani d . 1 C C2 0.5884(9) 0.04123(19) 0.7209(2) 0.0365(7) Uani d . 1 C H2A 0.6944 -0.0072 0.7241 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 S1 0.0504(5) 0.0301(4) 0.0225(4) 0.0071(3) 0.0009(3) 0.0019(3) S2 0.0434(5) 0.0260(4) 0.0373(5) 0.0070(3) 0.0033(3) -0.0004(3) S3 0.1000(8) 0.0364(5) 0.0221(4) 0.0151(5) 0.0035(4) -0.0043(3) N2 0.0395(14) 0.0255(13) 0.0210(11) 0.0023(10) 0.0022(9) -0.0030(9) C7 0.0388(16) 0.0246(14) 0.0206(13) 0.0002(11) 0.0040(11) -0.0008(11) C4 0.0361(15) 0.0273(15) 0.0220(13) -0.0007(12) 0.0000(11) -0.0019(11) C5 0.0309(15) 0.0243(14) 0.0278(14) -0.0031(11) 0.0059(11) -0.0008(11) N1 0.0683(19) 0.0267(14) 0.0295(14) 0.0077(13) -0.0049(12) 0.0032(11) C6 0.0435(17) 0.0271(15) 0.0244(14) 0.0012(12) 0.0004(12) 0.0002(12) C1 0.057(2) 0.0267(16) 0.0322(16) 0.0052(13) 0.0089(14) -0.0034(13) C8 0.0291(14) 0.0209(13) 0.0273(14) -0.0010(10) 0.0043(11) -0.0021(11) C3 0.0360(16) 0.0282(16) 0.0279(14) -0.0026(12) 0.0011(11) 0.0034(11) C2 0.0520(19) 0.0264(16) 0.0307(15) 0.0077(13) 0.0036(13) 0.0004(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S1 C5 1.727(3) yes S1 C6 1.735(3) yes S2 C5 1.663(3) yes S3 C6 1.660(3) yes N2 C5 1.338(4) yes N2 C8 1.396(4) yes N2 H2B 0.8600 ? C7 C1 1.405(4) yes C7 C8 1.409(4) yes C7 C6 1.431(4) yes C4 C3 1.388(4) yes C4 C8 1.393(4) yes C4 H4A 0.9300 ? N1 C3 1.359(4) yes N1 H1B 0.8600 ? N1 H1C 0.8600 ? C1 C2 1.366(4) yes C1 H1A 0.9300 ? C3 C2 1.409(4) yes C2 H2A 0.9300 ? 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 C5 S1 C6 107.22(14) yes C5 N2 C8 127.8(2) yes C5 N2 H2B 116.1 ? C8 N2 H2B 116.1 ? C1 C7 C8 117.6(3) yes C1 C7 C6 119.8(3) yes C8 C7 C6 122.7(3) yes C3 C4 C8 120.6(3) yes C3 C4 H4A 119.7 ? C8 C4 H4A 119.7 ? N2 C5 S2 123.8(2) yes N2 C5 S1 119.5(2) yes S2 C5 S1 116.64(17) yes C3 N1 H1B 120.0 ? C3 N1 H1C 120.0 ? H1B N1 H1C 120.0 ? C7 C6 S3 127.0(2) yes C7 C6 S1 119.8(2) yes S3 C6 S1 113.21(17) yes C2 C1 C7 122.1(3) yes C2 C1 H1A 119.0 ? C7 C1 H1A 119.0 ? N2 C8 C4 116.4(2) yes N2 C8 C7 123.0(2) yes C4 C8 C7 120.6(3) yes N1 C3 C4 121.0(3) yes N1 C3 C2 119.8(3) yes C4 C3 C2 119.1(3) yes C1 C2 C3 120.0(3) yes C1 C2 H2A 120.0 ? C3 C2 H2A 120.0 ? 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 N2 H2B S3 4_566 0.86 2.58 3.407(3) 163 N1 H1B S2 4_666 0.86 2.72 3.530(3) 157 N1 H1C S2 2_646 0.86 2.79 3.610(3) 160