#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/02/1550200.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_1550200
loop_
_publ_author_name
'Shotonwa, Ibukun O.'
'Boeré, René T.'
_publ_section_title
;
 1-Methyl-4-thiocarbamoylpyridin-1-ium iodide
;
_journal_coeditor_code           BH4040
_journal_issue                   11
_journal_name_full               IUCrData
_journal_page_first              x181491
_journal_paper_doi               10.1107/S2414314618014918
_journal_volume                  3
_journal_year                    2018
_chemical_formula_iupac          'C7 H9 N2 S +, I -'
_chemical_formula_moiety         'C7 H9 N2 S +, I -'
_chemical_formula_sum            'C7 H9 I N2 S'
_chemical_formula_weight         280.12
_chemical_melting_point          493
_chemical_name_common            4-(Aminothioxomethyl)-1-methyl-pyridinium
_chemical_name_systematic
;
1-Methyl-4-thiocarbamoylpyridin-1-ium iodide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.5920(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.6249(16)
_cell_length_b                   7.2198(6)
_cell_length_c                   14.9117(12)
_cell_measurement_reflns_used    13927
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.492
_cell_measurement_theta_min      2.190
_cell_volume                     2002.5(3)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2008)
;
_computing_data_collection
;
APEX2 (Bruker, 2008)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2008)
;
_computing_molecular_graphics
;
Mercury CSD (Macrae et al.,  2008)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker APEXII CCD area-detector diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support
;
On fine capillary in Paratone (TM).
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.190
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.351
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.149
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         2294
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0161
_refine_ls_R_factor_gt           0.0138
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0118P)²+2.1492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0309
_refine_ls_wR_factor_ref         0.0317
_reflns_number_gt                2121
_reflns_number_total             2294
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bh4040sup1.cif
_cod_data_source_block           I
_cod_database_code               1550200
_cod_database_fobs_code          1550200
#BEGIN Tags that were not found in dictionaries:
_shelx_estimated_absorpt_t_min   0.467
_shelx_estimated_absorpt_t_max   0.782
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_occupancy
I I1 0.11514(2) 0.17323(2) 0.42525(2) 0.02707(4) Uani d 1
S S1 0.14565(2) 0.31395(7) 0.75400(3) 0.03144(10) Uani d 1
N N1 0.23622(9) 0.2254(2) 0.66302(11) 0.0301(3) Uani d 1
H H1A 0.2776(12) 0.196(3) 0.6589(15) 0.036 Uiso d 1
H H1B 0.2037(12) 0.228(3) 0.6114(16) 0.036 Uiso d 1
N N2 0.40862(7) 0.20871(19) 0.98789(10) 0.0241(3) Uani d 1
C C5 0.41537(9) 0.2872(2) 0.90990(12) 0.0269(4) Uani d 1
H H5 0.461071 0.330808 0.910006 0.032 Uiso calc 1
C C3 0.28424(9) 0.1655(2) 0.91256(12) 0.0235(3) Uani d 1
H H3 0.238945 0.124022 0.915043 0.028 Uiso calc 1
C C4 0.34445(9) 0.1489(2) 0.99079(12) 0.0256(3) Uani d 1
H H4 0.340682 0.095014 1.047130 0.031 Uiso calc 1
C C7 0.47204(10) 0.1918(3) 1.07418(13) 0.0333(4) Uani d 1
H H7A 0.516062 0.208892 1.057507 0.050 Uiso calc 1
H H7B 0.472432 0.068642 1.102007 0.050 Uiso calc 1
H H7C 0.469549 0.286572 1.120068 0.050 Uiso calc 1
C C6 0.35692(9) 0.3056(2) 0.82953(12) 0.0263(4) Uani d 1
H H6 0.362264 0.360346 0.774227 0.032 Uiso calc 1
C C2 0.28980(8) 0.2431(2) 0.82991(11) 0.0207(3) Uani d 1
C C1 0.22502(8) 0.2579(2) 0.74402(12) 0.0227(3) Uani 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
C1 N1 H1A 123.2(14)
C1 N1 H1B 123.0(15)
H1A N1 H1B 114(2)
C5 N2 C4 121.14(14)
C5 N2 C7 120.07(15)
C4 N2 C7 118.76(15)
N2 C5 C6 120.80(16)
N2 C5 H5 119.6
C6 C5 H5 119.6
C4 C3 C2 119.89(15)
C4 C3 H3 120.1
C2 C3 H3 120.1
N2 C4 C3 120.31(15)
N2 C4 H4 119.8
C3 C4 H4 119.8
N2 C7 H7A 109.5
N2 C7 H7B 109.5
H7A C7 H7B 109.5
N2 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C5 C6 C2 119.45(16)
C5 C6 H6 120.3
C2 C6 H6 120.3
C3 C2 C6 118.39(15)
C3 C2 C1 120.23(14)
C6 C2 C1 121.37(15)
N1 C1 C2 115.41(14)
N1 C1 S1 124.14(13)
C2 C1 S1 120.44(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.6615(17)
N1 C1 1.316(2)
N1 H1A 0.86(2)
N1 H1B 0.83(2)
N2 C5 1.338(2)
N2 C4 1.345(2)
N2 C7 1.483(2)
C5 C6 1.376(2)
C5 H5 0.9500
C3 C4 1.376(2)
C3 C2 1.389(2)
C3 H3 0.9500
C4 H4 0.9500
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C6 C2 1.394(2)
C6 H6 0.9500
C2 C1 1.493(2)
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
N1 H1B I1 . 0.83(2) 2.79(2) 3.6037(16) 166.2(19)
N1 H1A I1 7_556 0.86(2) 2.93(2) 3.6367(16) 140.6(17)
C5 H5 I1 8_556 0.95 2.96 3.8642(17) 159.7
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 134102002
