#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/32/2013284.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_2013284
loop_
_publ_author_name
'Matković-Čalogović, Dubravka'
'Popović, Zora'
'Tralić-Kulenović, Vesna'
'Racanè, Livio'
'Karminski-Zamola, Grace'
_publ_section_title
;
 1,3-Benzothiazole-6-carboxamidinium chloride dihydrate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o190
_journal_page_last               o191
_journal_paper_doi               10.1107/S0108270103001574
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C8 H8 N3 S 1+, Cl 1-, 2H2 O'
_chemical_formula_moiety         'C8 H8 N3 S 1+, Cl 1-, 2H2 O'
_chemical_formula_sum            'C8 H12 Cl N3 O2 S'
_chemical_formula_weight         249.72
_chemical_melting_point          548
_chemical_name_systematic
;
Benzo-1,3-thiazole-6-carboxamidinium chloride dihydrate
;
_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
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9296(9)
_cell_length_b                   9.3433(5)
_cell_length_c                   7.3389(15)
_cell_measurement_reflns_used    60
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.8
_cell_measurement_theta_min      12.5
_cell_volume                     1160.9(3)
_computing_cell_refinement       'X-RED (Stoe & Cie, 1995)'
_computing_data_collection       'STADI4 (Stoe & Cie, 1995)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1995)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.00
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_device_type  'Philips PW1100 (updated by STOE)'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Planar Graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4203
_diffrn_reflns_theta_full        30.0
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_min         3.25
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  90
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    0.494
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   '\Y scan'
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.20
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.02(6)
_refine_ls_extinction_coef       0.083(4)
_refine_ls_extinction_expression
'Fc^*^ = kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0323
_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)+(0.0471P)²+0.0723P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0812
_reflns_number_gt                2945
_reflns_number_total             3377
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg1150.cif
_cod_data_source_block           I
_cod_database_code               2013284
_cod_database_fobs_code          2013284
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_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
Cl 0.51091(2) 0.31217(5) 0.39859(8) 0.04496(12) Uani d . 1 . . Cl
N1 0.79005(10) 0.30764(15) 0.1236(2) 0.0438(3) Uani d . 1 . . N
C1 0.86375(13) 0.30760(18) 0.0754(3) 0.0455(4) Uani d . 1 . . C
S 0.90695(2) 0.47046(5) 0.02443(7) 0.04415(12) Uani d . 1 . . S
C2 0.81749(9) 0.55165(16) 0.0712(2) 0.0335(3) Uani d . 1 . . C
C3 0.79721(9) 0.69579(15) 0.0596(2) 0.0337(3) Uani d . 1 . . C
C4 0.72051(9) 0.73514(16) 0.1035(2) 0.0317(3) Uani d . 1 . . C
C5 0.66498(9) 0.63239(18) 0.1604(2) 0.0367(3) Uani d . 1 . . C
C6 0.68528(11) 0.48995(19) 0.1721(3) 0.0394(3) Uani d . 1 . . C
C7 0.76184(10) 0.44770(16) 0.1244(2) 0.0349(3) Uani d . 1 . . C
C8 0.69649(9) 0.88729(17) 0.0880(2) 0.0347(3) Uani d . 1 . . C
N2 0.74765(11) 0.98737(16) 0.1322(2) 0.0424(3) Uani d . 1 . . N
N3 0.62544(9) 0.91850(17) 0.0301(3) 0.0434(3) Uani d . 1 . . N
O1 0.90985(10) 0.92882(19) 0.2589(3) 0.0576(4) Uani d . 1 . . O
O2 0.57384(14) 0.20048(17) 0.0155(4) 0.0705(5) Uani d . 1 . . O
H1 0.8971(13) 0.227(3) 0.068(3) 0.048(6) Uiso d . 1 . . H
H3 0.8363(12) 0.758(3) 0.017(3) 0.047(5) Uiso d . 1 . . H
H5 0.6120(14) 0.660(2) 0.192(3) 0.042(5) Uiso d . 1 . . H
H6 0.6527(13) 0.420(3) 0.215(3) 0.046(6) Uiso d . 1 . . H
H21 0.7921(13) 0.964(2) 0.177(3) 0.037(5) Uiso d . 1 . . H
H22 0.7352(15) 1.074(3) 0.120(3) 0.051(6) Uiso d . 1 . . H
H31 0.5958(16) 0.855(3) -0.003(4) 0.061(8) Uiso d . 1 . . H
H32 0.6107(15) 1.002(3) 0.027(5) 0.052(6) Uiso d . 1 . . H
H101 0.938(2) 0.910(4) 0.156(5) 0.078(9) Uiso d . 1 . . H
H102 0.929(2) 0.991(5) 0.300(6) 0.093(12) Uiso d . 1 . . H
H201 0.558(2) 0.225(4) 0.109(5) 0.067(9) Uiso d . 1 . . H
H202 0.5813(16) 0.264(4) -0.053(4) 0.068(9) Uiso d . 1 . . H
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'
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 '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
_geom_angle_publ_flag
C1 S C2 88.43(9) y
S C2 C3 128.93(12) y
S C2 C7 109.79(12) y
S C1 N1 117.76(13) y
C1 N1 C7 109.34(14) y
N1 C7 C2 114.67(15) y
N1 C7 C6 125.70(15) y
N2 C8 N3 121.80(16) y
N2 C8 C4 118.81(15) y
N3 C8 C4 119.38(15) y
N1 C1 H1 126.2(15) ?
S C1 H1 116.0(15) ?
C3 C2 C7 121.27(15) ?
C2 C3 C4 118.21(13) ?
C4 C3 H3 125.3(14) ?
C2 C3 H3 116.4(15) ?
C3 C4 C5 120.90(14) ?
C3 C4 C8 119.51(13) ?
C5 C4 C8 119.59(14) ?
C4 C5 C6 120.74(15) ?
C6 C5 H5 118.3(14) ?
C4 C5 H5 120.9(14) ?
C5 C6 C7 119.22(15) ?
C5 C6 H6 124.2(15) ?
C7 C6 H6 116.5(15) ?
C2 C7 C6 119.63(14) ?
C8 N2 H21 119.5(14) ?
C8 N2 H22 119.6(18) ?
H21 N2 H22 121(2) ?
C8 N3 H31 120(2) ?
C8 N3 H32 120.1(18) ?
H31 N3 H32 120(3) ?
H101 O1 H102 105(4) ?
H201 O2 H202 113(4) ?
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
S C1 . 1.7292(19) y
S C2 . 1.7283(16) y
N1 C1 . 1.297(3) y
N1 C7 . 1.393(2) y
C1 H1 . 0.95(3) ?
C2 C3 . 1.392(2) y
C2 C7 . 1.408(2) y
C3 C4 . 1.388(2) y
C3 H3 . 0.93(2) ?
C4 C5 . 1.407(2) y
C4 C8 . 1.483(2) y
C5 C6 . 1.377(2) y
C5 H5 . 0.96(2) ?
C6 C7 . 1.399(3) y
C6 H6 . 0.91(3) ?
C8 N3 . 1.309(2) ?
C8 N2 . 1.315(2) ?
N2 H21 . 0.85(2) ?
N2 H22 . 0.84(3) ?
N3 H31 . 0.82(3) ?
N3 H32 . 0.82(3) ?
O1 H101 . 0.91(4) ?
O1 H102 . 0.73(4) ?
O2 H201 . 0.77(4) ?
O2 H202 . 0.79(4) ?
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 H21 O1 . 0.85(2) 2.11(2) 2.950(3) 171(2)
N2 H22 N1 1_565 0.84(3) 2.37(3) 3.078(2) 142(2)
N3 H31 Cl 2_664 0.81(3) 2.49(3) 3.3023(18) 171(3)
N3 H32 O2 1_565 0.82(3) 1.96(3) 2.778(2) 179(4)
O1 H101 Cl 4_654 0.91(4) 2.27(3) 3.159(2) 165(3)
O1 H102 Cl 3_565 0.73(5) 2.41(4) 3.136(2) 170(3)
O2 H201 Cl . 0.77(4) 2.41(4) 3.183(3) 177.4(17)
O2 H202 O1 4_644 0.79(3) 2.07(3) 2.859(3) 175(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652360
