#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/62/2236286.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_2236286
loop_
_publ_author_name
'Gao, Xing-Jun'
'Jin, Shou-Wen'
'Huang, Yan-Fei'
'Zhou, Yong'
'Zhou, Ying-Ping'
_publ_section_title
;
 6-Bromo-1,3-benzothiazol-2-amine
;
_journal_coeditor_code           HB6956
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3016
_journal_paper_doi               10.1107/S1600536812040123
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C7 H5 Br N2 S'
_chemical_formula_moiety         'C7 H5 Br N2 S'
_chemical_formula_sum            'C7 H5 Br N2 S'
_chemical_formula_weight         229.10
_chemical_name_systematic
;
6-Bromo-1,3-benzothiazol-2-amine
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6268(7)
_cell_length_b                   22.487(2)
_cell_length_c                   4.0585(3)
_cell_measurement_reflns_used    868
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.41
_cell_measurement_theta_min      3.62
_cell_volume                     787.31(11)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_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  0.0872
_diffrn_reflns_av_sigmaI/netI    0.0914
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            3645
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    5.413
_exptl_absorpt_correction_T_max  0.421
_exptl_absorpt_correction_T_min  0.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.933
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.131
_refine_diff_density_min         -0.740
_refine_ls_abs_structure_details
'Flack (1983), with how many Friedel pairs?'
_refine_ls_abs_structure_Flack   0.42(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1340
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1404
_refine_ls_R_factor_gt           0.0953
_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/[σ²(Fo²)+(0.0670P)²+14.6225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2108
_refine_ls_wR_factor_ref         0.2455
_reflns_number_gt                929
_reflns_number_total             1340
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6956.cif
_cod_data_source_block           I
_cod_original_cell_volume        787.30(11)
_cod_database_code               2236286
_cod_database_fobs_code          2236286
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Br Br1 1.2451(2) 0.69710(7) 0.3819(16) 0.0745(8) Uani d . 1 1
S S1 0.6334(4) 0.65747(14) 0.8676(16) 0.0407(9) Uani d . 1 1
N N2 0.4231(13) 0.5675(5) 0.884(6) 0.051(3) Uani d . 1 1
H H2A 0.3952 0.5318 0.8379 0.061 Uiso calc R 1 1
H H2B 0.3608 0.5908 0.9878 0.061 Uiso calc R 1 1
C C7 0.9282(17) 0.5595(6) 0.404(6) 0.044(4) Uani d . 1 1
H H7 0.9250 0.5204 0.3294 0.052 Uiso calc R 1 1
C C6 1.0594(18) 0.5939(6) 0.352(6) 0.043(4) Uani d . 1 1
H H6 1.1456 0.5786 0.2435 0.052 Uiso calc R 1 1
N N1 0.6666(18) 0.5508(6) 0.627(4) 0.047(4) Uani d . 1 1
C C1 0.5630(19) 0.5869(7) 0.795(4) 0.046(5) Uani d . 1 1
C C2 0.802(2) 0.5836(7) 0.568(4) 0.042(4) Uani d . 1 1
C C4 0.933(2) 0.6779(7) 0.634(5) 0.046(4) Uani d . 1 1
H H4 0.9364 0.7170 0.7084 0.055 Uiso calc R 1 1
C C3 0.804(2) 0.6421(8) 0.682(4) 0.045(4) Uani d . 1 1
C C5 1.057(2) 0.6520(7) 0.469(4) 0.052(5) Uani d . 1 1
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
Br1 0.0513(10) 0.0510(9) 0.1212(18) -0.0117(8) 0.005(2) 0.005(2)
S1 0.0394(18) 0.0344(16) 0.048(2) -0.0010(15) 0.006(3) 0.015(3)
N2 0.041(7) 0.041(6) 0.071(10) -0.005(5) -0.012(15) -0.004(11)
C7 0.045(8) 0.033(7) 0.053(11) 0.000(6) 0.007(13) -0.012(11)
C6 0.052(9) 0.038(7) 0.040(10) -0.002(6) 0.014(14) -0.007(11)
N1 0.054(9) 0.040(7) 0.047(9) -0.001(7) 0.010(8) -0.006(7)
C1 0.043(9) 0.037(8) 0.059(15) -0.007(7) 0.000(9) -0.009(8)
C2 0.047(10) 0.038(9) 0.041(10) -0.005(8) 0.011(8) -0.004(8)
C4 0.052(11) 0.035(8) 0.051(11) 0.002(8) 0.005(9) -0.008(8)
C3 0.050(11) 0.044(9) 0.040(10) -0.004(8) 0.005(8) -0.001(8)
C5 0.051(10) 0.044(9) 0.060(16) -0.001(8) 0.004(9) 0.002(8)
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'
Br Br -0.2901 2.4595 '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
C3 S1 C1 92.4(9)
C1 N2 H2A 120.0
C1 N2 H2B 120.0
H2A N2 H2B 120.0
C6 C7 C2 119.7(14)
C6 C7 H7 120.1
C2 C7 H7 120.1
C7 C6 C5 117.5(15)
C7 C6 H6 121.2
C5 C6 H6 121.2
C1 N1 C2 108.1(14)
N2 C1 N1 121.7(14)
N2 C1 S1 125.0(13)
N1 C1 S1 113.3(12)
C7 C2 C3 121.1(16)
C7 C2 N1 122.0(15)
C3 C2 N1 116.9(16)
C3 C4 C5 116.3(15)
C3 C4 H4 121.8
C5 C4 H4 121.8
C4 C3 C2 120.7(17)
C4 C3 S1 130.0(14)
C2 C3 S1 109.2(14)
C6 C5 C4 124.6(16)
C6 C5 Br1 114.7(13)
C4 C5 Br1 120.7(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C5 1.944(18)
S1 C3 1.686(19)
S1 C1 1.725(16)
N2 C1 1.33(2)
N2 H2A 0.8600
N2 H2B 0.8600
C7 C6 1.39(2)
C7 C2 1.39(2)
C7 H7 0.9300
C6 C5 1.39(2)
C6 H6 0.9300
N1 C1 1.39(2)
N1 C2 1.40(2)
C2 C3 1.39(2)
C4 C3 1.39(3)
C4 C5 1.39(2)
C4 H4 0.9300
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 Br1 1_456 0.86 3.04 3.864(17) 160
N2 H2A N1 2_665 0.86 2.26 2.94(2) 136
C4 H4 Br1 3_465 0.93 2.87 3.402(17) 118
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
C2 C7 C6 C5 0(3)
C2 N1 C1 N2 179.8(19)
C2 N1 C1 S1 0.3(18)
C3 S1 C1 N2 -179.9(18)
C3 S1 C1 N1 -0.4(15)
C6 C7 C2 C3 0(3)
C6 C7 C2 N1 -179.9(19)
C1 N1 C2 C7 180(2)
C1 N1 C2 C3 0(2)
C5 C4 C3 C2 0(3)
C5 C4 C3 S1 -179.7(15)
C7 C2 C3 C4 0(3)
N1 C2 C3 C4 -180.0(17)
C7 C2 C3 S1 179.8(17)
N1 C2 C3 S1 0(2)
C1 S1 C3 C4 -180(2)
C1 S1 C3 C2 0.4(15)
C7 C6 C5 C4 0(3)
C7 C6 C5 Br1 -179.5(15)
C3 C4 C5 C6 0(3)
C3 C4 C5 Br1 179.6(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 76795
