#------------------------------------------------------------------------------
#$Date: 2022-03-28 10:20:45 +0300 (Mon, 28 Mar 2022) $
#$Revision: 274022 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/48/8104886.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8104886
loop_
_publ_author_name
'Maritz, Marius'
'Hosten, Eric C.'
'Betz, Richard'
_publ_section_title
;
 Crystal structure of benzylthiouronium chloride, C8H11ClN2S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              73
_journal_page_last               75
_journal_paper_doi               10.1515/ncrs-2020-0429
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C8 H11 N2 S, Cl'
_chemical_formula_sum            'C8 H11 Cl N2 S'
_chemical_formula_weight         202.70
_chemical_name_common            'benzylthiouronium chloride'
_chemical_name_systematic        'benzylthiouronium chloride'
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     SHELXS
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.3126(6)
_cell_length_b                   8.3567(4)
_cell_length_c                   20.4130(11)
_cell_measurement_reflns_used    9107
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.69
_cell_volume                     1929.76(17)
_computing_cell_refinement       'SAINT [1]'
_computing_data_collection       'APEX2 [1]'
_computing_data_reduction        'SAINT [1]'
_computing_molecular_graphics    'ORTEP3 [3], Mercury [4]'
_computing_publication_material  'SHELXL-97 [2], PLATON [5]'
_computing_structure_refinement  'SHELXL-97 [2]'
_computing_structure_solution    'SHELXS-97 [2]'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0145
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            16553
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.9313
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS [6]                                         		
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.505
_exptl_crystal_size_mid          0.453
_exptl_crystal_size_min          0.294
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0240
_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)+(0.015P)²+3.2P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0680
_reflns_number_gt                2077
_reflns_number_total             2398
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_j_ncrs-2020-0429_suppl.cif
_cod_data_source_block           g
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the built-in table derived from
the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      'Pbca '
_cod_database_code               8104886
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.55112(3) 0.39898(4) 0.404030(15) 0.02740(9) Uani 1 1 d . . .
N1 N 0.41950(10) 0.66140(14) 0.42571(6) 0.0283(2) Uani 1 1 d . . .
H711 H 0.4078(14) 0.753(2) 0.4414(8) 0.036(4) Uiso 1 1 d . . .
H712 H 0.3581(14) 0.606(2) 0.4219(8) 0.036(4) Uiso 1 1 d . . .
N2 N 0.61698(10) 0.67443(14) 0.45016(6) 0.0310(2) Uani 1 1 d . . .
H721 H 0.6812(16) 0.627(2) 0.4586(9) 0.047(5) Uiso 1 1 d . . .
H722 H 0.6070(14) 0.766(2) 0.4670(8) 0.043(5) Uiso 1 1 d . . .
C1 C 0.52448(11) 0.59542(14) 0.42863(6) 0.0235(2) Uani 1 1 d . . .
C2 C 0.41370(11) 0.33877(14) 0.36493(6) 0.0274(2) Uani 1 1 d . . .
H2A H 0.4126 0.2206 0.3613 0.033 Uiso 1 1 calc R . .
H2B H 0.3470 0.3706 0.3935 0.033 Uiso 1 1 calc R . .
C3 C 0.39410(10) 0.40884(14) 0.29786(6) 0.0241(2) Uani 1 1 d . . .
C4 C 0.47472(11) 0.38159(14) 0.24754(6) 0.0281(3) Uani 1 1 d . . .
H4 H 0.5446 0.3219 0.2559 0.034 Uiso 1 1 calc R . .
C5 C 0.45361(12) 0.44104(16) 0.18535(6) 0.0331(3) Uani 1 1 d . . .
H5 H 0.5089 0.4216 0.1512 0.040 Uiso 1 1 calc R . .
C6 C 0.35232(13) 0.52865(17) 0.17262(7) 0.0372(3) Uani 1 1 d . . .
H6 H 0.3380 0.5687 0.1298 0.045 Uiso 1 1 calc R . .
C7 C 0.27218(12) 0.55783(19) 0.22206(7) 0.0397(3) Uani 1 1 d . . .
H7 H 0.2029 0.6186 0.2134 0.048 Uiso 1 1 calc R . .
C8 C 0.29289(11) 0.49806(16) 0.28464(7) 0.0326(3) Uani 1 1 d . . .
H8 H 0.2375 0.5183 0.3186 0.039 Uiso 1 1 calc R . .
Cl1 Cl 0.66773(3) 0.50164(3) 0.027813(16) 0.02983(9) Uani 1 1 d . . .
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'
Cl Cl 0.1484 0.1585 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 S1 C2 103.84(6) . .
C1 N1 H711 120.6(11) . .
C1 N1 H712 121.4(11) . .
H711 N1 H712 114.2(15) . .
C1 N2 H721 121.1(12) . .
C1 N2 H722 118.9(11) . .
H721 N2 H722 117.2(16) . .
N1 C1 N2 121.72(12) . .
N1 C1 S1 122.67(10) . .
N2 C1 S1 115.61(10) . .
C3 C2 S1 114.67(8) . .
C3 C2 H2A 108.6 . .
S1 C2 H2A 108.6 . .
C3 C2 H2B 108.6 . .
S1 C2 H2B 108.6 . .
H2A C2 H2B 107.6 . .
C4 C3 C8 118.89(12) . .
C4 C3 C2 120.72(11) . .
C8 C3 C2 120.36(11) . .
C5 C4 C3 120.33(12) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C4 C5 C6 120.32(13) . .
C4 C5 H5 119.8 . .
C6 C5 H5 119.8 . .
C7 C6 C5 120.03(13) . .
C7 C6 H6 120.0 . .
C5 C6 H6 120.0 . .
C6 C7 C8 119.86(13) . .
C6 C7 H7 120.1 . .
C8 C7 H7 120.1 . .
C7 C8 C3 120.56(13) . .
C7 C8 H8 119.7 . .
C3 C8 H8 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.7430(12) .
S1 C2 1.8186(13) .
N1 C1 1.3107(16) .
N1 H711 0.841(18) .
N1 H712 0.840(17) .
N2 C1 1.3130(16) .
N2 H721 0.846(18) .
N2 H722 0.845(18) .
C2 C3 1.5054(17) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.3923(17) .
C3 C8 1.3927(17) .
C4 C5 1.3840(19) .
C4 H4 0.9500 .
C5 C6 1.384(2) .
C5 H5 0.9500 .
C6 C7 1.378(2) .
C6 H6 0.9500 .
C7 C8 1.391(2) .
C7 H7 0.9500 .
C8 H8 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H711 Cl1 0.841(18) 2.333(18) 3.1557(11) 166.3(14) 4_655
N1 H712 Cl1 0.840(17) 2.539(17) 3.2855(12) 148.6(15) 6_556
N2 H721 Cl1 0.846(18) 2.464(19) 3.2572(13) 156.5(16) 2_665
N2 H722 Cl1 0.845(18) 2.406(18) 3.1890(12) 154.3(15) 8_576
C2 H2B Cl1 0.99 2.81 3.7933(13) 172.6 6_556
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 S1 C1 N1 9.01(12) . . . .
C2 S1 C1 N2 -170.63(9) . . . .
C1 S1 C2 C3 74.91(10) . . . .
S1 C2 C3 C4 58.85(13) . . . .
S1 C2 C3 C8 -123.15(11) . . . .
C8 C3 C4 C5 -0.65(18) . . . .
C2 C3 C4 C5 177.38(11) . . . .
C3 C4 C5 C6 0.21(19) . . . .
C4 C5 C6 C7 0.4(2) . . . .
C5 C6 C7 C8 -0.5(2) . . . .
C6 C7 C8 C3 0.0(2) . . . .
C4 C3 C8 C7 0.53(19) . . . .
C2 C3 C8 C7 -177.50(12) . . . .
