#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/42/2104217.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_2104217
loop_
_publ_author_name
'Małuszyńska, H.'
'Czarnecki, P.'
'Fojud, Z.'
'Wasicki, J.'
_publ_section_title
;
 Redetermination of the structure and dielectric properties of
 bis(thiourea) pyridinium iodide -- a new ferroelectric inclusion
 compound
;
_journal_coeditor_code           WS5061
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              567
_journal_page_last               572
_journal_paper_doi               10.1107/S0108768108018223
_journal_volume                  64
_journal_year                    2008
_chemical_formula_sum            'C7 H14 I N5 S2'
_chemical_formula_weight         359.25
_chemical_melting_point          '2[SC(NH2)2] [C5H6N]+ [I]-'
_chemical_name_systematic
;
 bis-thiourea pyridinium iodide
;
_space_group_IT_number           63
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2c 2'
_symmetry_space_group_name_H-M   'C m c m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.180(3)
_cell_length_b                   11.827(2)
_cell_length_c                   8.375(2)
_cell_measurement_reflns_used    34
_cell_measurement_temperature    295.0(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      7.0
_cell_volume                     1503.6(5)
_computing_cell_refinement       'KUMA KM-4'
_computing_data_collection       'KUMA KM-4'
_computing_data_reduction        'KUMA KM-4 Data reduction program'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295.0(2)
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'KUMA KM-4 diffractometer'
_diffrn_measurement_method       'omega - 2theta'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\alpha
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2244
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.18
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.389
_exptl_absorpt_correction_T_max  0.56
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.915
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.737
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     50
_refine_ls_number_reflns         1158
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.737
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.135
_refine_ls_shift/su_mean         0.032
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0904
_reflns_number_gt                965
_reflns_number_total             1158
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ws5061.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      Cmcm
_cod_database_code               2104217
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z-1/2'
'x+1/2, -y+1/2, z-1/2'
'-x+1/2, y+1/2, z'
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 0.0000 0.40856(3) 0.2500 0.03794(14) Uani d S 1
S S1 0.22815(11) 0.27706(18) 0.2500 0.0843(6) Uani d S 1
C C11 0.3118(3) 0.1785(4) 0.2500 0.0518(11) Uani d S 1
N N11 0.3458(2) 0.1386(3) 0.1146(3) 0.0668(10) Uani d . 1
H H11A 0.3221 0.1674 0.0068 0.080 Uiso d R 1
H H11B 0.3957 0.0796 0.1172 0.080 Uiso d R 1
C C2 0.435(2) 0.424(3) -0.054(4) 0.145(13) Uani d P 0.50
C C3 0.4206(19) 0.458(3) 0.032(4) 0.142(11) Uani d P 0.50
C C1 0.5000 0.3829(16) -0.027(3) 0.178(11) Uani d S 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
I1 0.03287(18) 0.0397(2) 0.0413(2) 0.000 0.000 0.000
S1 0.0916(10) 0.1316(14) 0.0297(5) 0.0793(10) 0.000 0.000
C11 0.057(2) 0.068(3) 0.0309(16) 0.026(2) 0.000 0.000
N11 0.080(2) 0.091(2) 0.0296(11) 0.0498(19) 0.0027(13) -0.0013(13)
C2 0.17(3) 0.15(3) 0.114(16) -0.07(2) -0.02(2) 0.030(18)
C3 0.116(13) 0.18(3) 0.125(17) -0.041(16) -0.001(14) 0.021(16)
C1 0.26(3) 0.100(8) 0.17(2) 0.000 0.000 -0.024(11)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 C11 N11 . 10_556 116.7(4) y
N11 C11 S1 . . 121.7(2) y
N11 C11 S1 10_556 . 121.7(2) y
C1 C2 C3 . 4_565 122(4) y
C2 C3 C1 4_565 . 118(3) y
C2 C1 C3 12_655 . 119(2) y
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
S1 C11 . 1.724(4) y
C11 N11 . 1.333(3) y
C11 N11 10_556 1.333(3) y
C2 C1 . 1.13(4) y
C2 C3 4_565 1.42(4) y
C3 C1 . 1.58(4) y
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
N11 H11A S1 13 1.03 2.37 3.403(3) 176.1
N11 H11B I1 5_545 1.03 2.80 3.763(3) 156.1
