#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:52:15 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301804 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/51/2215124.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_2215124
loop_
_publ_author_name
'Ge, Chun-Hua'
'Guo, Zhi-Jun'
'Guo Yanan'
'Guan, Wei'
'Zhang, Xiang-Dong'
_publ_section_title
;
 (E)-2-(2-Anilinovinyl)-3,4-dimethylthiazol-3-ium iodide
;
_journal_coeditor_code           HB2497
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3798
_journal_page_last               o3798
_journal_paper_doi               10.1107/S1600536807038780
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C13 H15 N2 S + , I -'
_chemical_formula_moiety         'C13 H15 N2 S + , I -'
_chemical_formula_sum            'C13 H15 I N2 S'
_chemical_formula_weight         358.24
_chemical_name_systematic
;
(E)-2-(2-Anilinovinyl)-3,4-dimethylthiazol-3-ium iodide
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 114.118(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.830(3)
_cell_length_b                   11.3918(15)
_cell_length_c                   16.787(3)
_cell_measurement_reflns_used    842
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      22.52
_cell_measurement_theta_min      2.67
_cell_volume                     2763.0(8)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1999)'
_computing_data_reduction        'SHELXTL (Bruker, 1999)'
_computing_molecular_graphics    SHELXTL
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3886
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.28
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 99
_diffrn_standards_number         7
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_T_max  0.760
_exptl_absorpt_correction_T_min  0.602
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.882
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         3185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0310
_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)+(0.0384P)²+2.2252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0837
_reflns_number_gt                2530
_reflns_number_total             3185
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2497.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -C2yc
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2215124
_cod_database_fobs_code          2215124
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'
'-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
I I1 0.910963(14) 0.004448(18) 0.580356(13) 0.04055(9) Uani d . 1
S S1 0.60582(5) 0.30762(7) 0.23224(5) 0.03483(17) Uani d . 1
N N2 0.75770(15) 0.2168(2) 0.24803(14) 0.0307(5) Uani d . 1
C C8 0.7179(2) 0.1634(3) 0.36907(18) 0.0342(6) Uani d . 1
H H8 0.7731 0.1220 0.3955 0.041 Uiso calc R 1
C C7 0.6589(2) 0.1649(2) 0.40926(18) 0.0333(6) Uani d . 1
H H7 0.6023 0.2029 0.3819 0.040 Uiso calc R 1
C C11 0.6462(2) 0.3346(3) 0.15299(18) 0.0343(6) Uani d . 1
H H11 0.6147 0.3797 0.1035 0.041 Uiso calc R 1
N N1 0.67922(19) 0.1137(2) 0.48681(16) 0.0366(6) Uani d . 1
C C10 0.7276(2) 0.2835(3) 0.17069(18) 0.0329(6) Uani d . 1
C C6 0.5398(2) 0.1630(3) 0.5086(2) 0.0418(7) Uani d . 1
H H6 0.5172 0.2079 0.4579 0.050 Uiso calc R 1
C C9 0.70041(19) 0.2212(2) 0.28914(18) 0.0300(6) Uani d . 1
C C2 0.6599(2) 0.0458(3) 0.61312(19) 0.0382(7) Uani d . 1
H H2 0.7181 0.0112 0.6324 0.046 Uiso calc R 1
C C1 0.6249(2) 0.1085(2) 0.53502(17) 0.0318(6) Uani d . 1
C C3 0.6082(3) 0.0355(3) 0.6613(2) 0.0441(8) Uani d . 1
H H3 0.6315 -0.0070 0.7132 0.053 Uiso calc R 1
C C5 0.4884(2) 0.1506(3) 0.5578(2) 0.0480(8) Uani d . 1
H H5 0.4304 0.1857 0.5391 0.058 Uiso calc R 1
C C13 0.7850(3) 0.2912(3) 0.1196(2) 0.0480(8) Uani d . 1
H H13A 0.7552 0.3418 0.0703 0.072 Uiso calc R 1
H H13B 0.7920 0.2143 0.0997 0.072 Uiso calc R 1
H H13C 0.8448 0.3224 0.1558 0.072 Uiso calc R 1
C C4 0.5222(2) 0.0870(3) 0.6340(2) 0.0459(8) Uani d . 1
H H4 0.4874 0.0788 0.6668 0.055 Uiso calc R 1
C C12 0.8446(2) 0.1497(3) 0.2817(2) 0.0431(7) Uani d . 1
H H12A 0.8873 0.1849 0.3349 0.065 Uiso calc R 1
H H12B 0.8709 0.1501 0.2393 0.065 Uiso calc R 1
H H12C 0.8323 0.0703 0.2929 0.065 Uiso calc R 1
H H1A 0.730(2) 0.084(3) 0.508(2) 0.043(10) Uiso d . 1
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'
I I -0.4742 1.8119 '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
C9 S1 C11 91.02(14)
C9 N2 C10 114.0(2)
C9 N2 C12 122.9(2)
C10 N2 C12 123.1(2)
C7 C8 C9 123.8(3)
C7 C8 H8 118.1
C9 C8 H8 118.1
N1 C7 C8 122.5(3)
N1 C7 H7 118.8
C8 C7 H7 118.8
C10 C11 S1 112.3(2)
C10 C11 H11 123.8
S1 C11 H11 123.8
C7 N1 C1 128.2(3)
C7 N1 H1A 114(2)
C1 N1 H1A 118(2)
C11 C10 N2 111.9(2)
C11 C10 C13 127.6(3)
N2 C10 C13 120.5(3)
C1 C6 C5 119.7(3)
C1 C6 H6 120.1
C5 C6 H6 120.1
N2 C9 C8 123.8(3)
N2 C9 S1 110.7(2)
C8 C9 S1 125.6(2)
C3 C2 C1 119.7(3)
C3 C2 H2 120.2
C1 C2 H2 120.2
C6 C1 C2 119.6(3)
C6 C1 N1 122.9(3)
C2 C1 N1 117.5(3)
C2 C3 C4 120.9(3)
C2 C3 H3 119.6
C4 C3 H3 119.6
C4 C5 C6 120.6(3)
C4 C5 H5 119.7
C6 C5 H5 119.7
C10 C13 H13A 109.5
C10 C13 H13B 109.5
H13A C13 H13B 109.5
C10 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C5 C4 C3 119.4(3)
C5 C4 H4 120.3
C3 C4 H4 120.3
N2 C12 H12A 109.5
N2 C12 H12B 109.5
H12A C12 H12B 109.5
N2 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C9 1.719(3)
S1 C11 1.722(3)
N2 C9 1.346(3)
N2 C10 1.408(3)
N2 C12 1.470(4)
C8 C7 1.358(4)
C8 C9 1.417(4)
C8 H8 0.9300
C7 N1 1.340(4)
C7 H7 0.9300
C11 C10 1.333(4)
C11 H11 0.9300
N1 C1 1.403(4)
N1 H1A 0.81(3)
C10 C13 1.485(4)
C6 C1 1.381(4)
C6 C5 1.384(4)
C6 H6 0.9300
C2 C3 1.371(5)
C2 C1 1.393(4)
C2 H2 0.9300
C3 C4 1.377(5)
C3 H3 0.9300
C5 C4 1.374(5)
C5 H5 0.9300
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C4 H4 0.9300
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
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 H1A I1 . 0.81(3) 2.77(3) 3.573(3) 174(3) yes
C12 H12A Cg 7_656 0.96 2.76 Missing Missing yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21123610
2 PubChem 139072928
