#------------------------------------------------------------------------------ #$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201978 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/22/27/2222772.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_2222772 loop_ _publ_author_name 'Altaf, Muhammad' 'Stoeckli-Evans, Helen' _publ_section_title ; 1,3-Benzothiazol-2-amine ; _journal_coeditor_code JH2090 _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1894 _journal_paper_doi 10.1107/S1600536809027561 _journal_volume 65 _journal_year 2009 _chemical_formula_iupac 'C7 H6 N2 S' _chemical_formula_moiety 'C7 H6 N2 S' _chemical_formula_sum 'C7 H6 N2 S' _chemical_formula_weight 150.20 _chemical_name_common 2-aminobenzothiazole _chemical_name_systematic ; 1,3-Benzothiazol-2-amine ; _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 SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 94.47(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 14.606(4) _cell_length_b 3.9970(10) _cell_length_c 11.565(4) _cell_measurement_reflns_used 42133 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.56 _cell_measurement_theta_min 3.54 _cell_volume 673.1(3) _computing_cell_refinement 'X-AREA (Stoe & Cie, 2006)' _computing_data_collection 'X-AREA (Stoe & Cie, 2006)' _computing_data_reduction 'X-RED32 (Stoe & Cie, 2006)' _computing_molecular_graphics 'PLATON (Spek, 2009) and Mercury (Macrae et al., 2006)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.978 _diffrn_measurement_device_type 'Stoe IPDS-2' _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 0.0858 _diffrn_reflns_av_sigmaI/netI 0.0593 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 2783 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.17 _diffrn_reflns_theta_min 3.53 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.390 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 312 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _refine_diff_density_max 0.378 _refine_diff_density_min -0.313 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 99 _refine_ls_number_reflns 1181 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.064 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0517 _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^)+(0.1031P)^2^+0.0494P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1386 _refine_ls_wR_factor_ref 0.1427 _reflns_number_gt 1061 _reflns_number_total 1181 _reflns_threshold_expression I>2\s(I) _cod_data_source_file jh2090.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2222772 _cod_database_fobs_code 2222772 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 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 S1 0.0458(5) 0.0516(5) 0.0240(4) 0.0062(2) 0.0010(3) 0.0025(2) N1 0.0421(10) 0.0481(10) 0.0218(8) 0.0010(8) 0.0038(7) -0.0002(7) N2 0.0419(11) 0.0582(12) 0.0282(11) -0.0013(9) 0.0048(8) 0.0087(8) C1 0.0429(12) 0.0467(11) 0.0278(11) 0.0062(9) 0.0038(9) -0.0062(8) C2 0.0472(13) 0.0581(14) 0.0376(12) 0.0064(11) -0.0050(10) -0.0080(10) C3 0.0391(12) 0.0645(16) 0.0526(15) 0.0011(11) -0.0001(11) -0.0144(12) C4 0.0458(14) 0.0573(15) 0.0456(14) -0.0084(10) 0.0103(11) -0.0114(10) C5 0.0454(13) 0.0546(14) 0.0310(11) -0.0034(10) 0.0067(9) -0.0056(9) C6 0.0443(12) 0.0456(11) 0.0242(10) 0.0010(9) 0.0023(8) -0.0057(8) C7 0.0425(12) 0.0459(13) 0.0215(10) 0.0039(9) 0.0017(9) -0.0031(8) loop_ _atom_site_type_symbol _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_refinement_flags _atom_site_occupancy S S1 0.17155(4) 0.19806(15) 0.24812(4) 0.0406(3) Uani . . 1.000 N N1 0.12810(12) 0.4914(5) 0.04966(13) 0.0373(5) Uani . . 1.000 N N2 0.00290(14) 0.2707(6) 0.14135(17) 0.0427(7) Uani . . 1.000 C C1 0.25983(15) 0.3777(6) 0.17558(17) 0.0391(7) Uani . . 1.000 C C2 0.35252(17) 0.3886(7) 0.2091(2) 0.0481(8) Uani . . 1.000 C C3 0.40994(17) 0.5406(7) 0.1364(2) 0.0523(8) Uani . . 1.000 C C4 0.37475(18) 0.6870(6) 0.0321(2) 0.0492(8) Uani . . 1.000 C C5 0.28136(17) 0.6797(6) -0.0011(2) 0.0435(7) Uani . . 1.000 C C6 0.22260(15) 0.5222(5) 0.07108(17) 0.0381(6) Uani . . 1.000 C C7 0.09342(15) 0.3274(5) 0.13327(18) 0.0367(7) Uani . . 1.000 H H2 0.37610 0.29340 0.28060 0.0580 Uiso calc R 1.000 H H2A -0.009(2) 0.116(6) 0.182(2) 0.062(9) Uiso . . 1.000 H H2B -0.0377(18) 0.328(7) 0.091(2) 0.063(9) Uiso . . 1.000 H H3 0.47420 0.54640 0.15710 0.0630 Uiso calc R 1.000 H H4 0.41550 0.79300 -0.01660 0.0590 Uiso calc R 1.000 H H5 0.25790 0.78020 -0.07170 0.0520 Uiso calc R 1.000 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' 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_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 S1 C7 . . . 88.64(10) n C6 N1 C7 . . . 110.53(17) n H2A N2 H2B . . . 117(3) no C7 N2 H2B . . . 123.7(18) no C7 N2 H2A . . . 115(2) no C2 C1 C6 . . . 122.2(2) no S1 C1 C6 . . . 109.29(16) n S1 C1 C2 . . . 128.54(17) n C1 C2 C3 . . . 118.3(2) no C2 C3 C4 . . . 120.7(2) no C3 C4 C5 . . . 121.0(2) no C4 C5 C6 . . . 118.8(2) no C1 C6 C5 . . . 119.0(2) no N1 C6 C1 . . . 115.36(18) n N1 C6 C5 . . . 125.68(19) n S1 C7 N1 . . . 116.18(16) n S1 C7 N2 . . . 118.60(16) n N1 C7 N2 . . . 125.1(2) n C1 C2 H2 . . . 121.00 no C3 C2 H2 . . . 121.00 no C2 C3 H3 . . . 120.00 no C4 C3 H3 . . . 120.00 no C3 C4 H4 . . . 119.00 no C5 C4 H4 . . . 120.00 no C4 C5 H5 . . . 121.00 no C6 C5 H5 . . . 121.00 no 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 S1 C1 . . 1.747(2) no S1 C7 . . 1.760(2) n N1 C6 . . 1.389(3) n N1 C7 . . 1.303(3) n N2 C7 . . 1.352(3) n N2 H2B . . 0.83(2) no N2 H2A . . 0.80(2) no C1 C6 . . 1.410(3) no C1 C2 . . 1.380(3) no C2 C3 . . 1.375(4) no C3 C4 . . 1.402(3) no C4 C5 . . 1.388(4) no C5 C6 . . 1.393(3) no C2 H2 . . 0.9500 no C3 H3 . . 0.9500 no C4 H4 . . 0.9500 no C5 H5 . . 0.9500 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 N2 H2B N1 3_565 0.83(2) 2.14(2) 2.964(3) 172(2) yes N2 H2A N2 2_545 0.80(2) 2.46(2) 3.217(3) 157(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_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C7 S1 C1 C2 . . . . -179.8(2) no C7 S1 C1 C6 . . . . 0.41(17) no C1 S1 C7 N1 . . . . -0.79(18) no C1 S1 C7 N2 . . . . -176.53(19) no C7 N1 C6 C1 . . . . -0.6(3) no C7 N1 C6 C5 . . . . 179.2(2) no C6 N1 C7 S1 . . . . 0.9(2) no C6 N1 C7 N2 . . . . 176.3(2) no S1 C1 C2 C3 . . . . 179.0(2) no C6 C1 C2 C3 . . . . -1.2(4) no S1 C1 C6 N1 . . . . 0.0(2) no S1 C1 C6 C5 . . . . -179.83(17) no C2 C1 C6 N1 . . . . -179.8(2) no C2 C1 C6 C5 . . . . 0.4(3) no C1 C2 C3 C4 . . . . 1.4(4) no C2 C3 C4 C5 . . . . -0.6(4) no C3 C4 C5 C6 . . . . -0.3(4) no C4 C5 C6 N1 . . . . -179.4(2) no C4 C5 C6 C1 . . . . 0.4(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 8382