#------------------------------------------------------------------------------
#$Date: 2020-08-22 04:51:30 +0300 (Sat, 22 Aug 2020) $
#$Revision: 255570 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/10/7241089.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_7241089
loop_
_publ_author_name
'Braun, Doris Elfriede'
'Lampl, Martin'
'Kahlenberg, Volker'
'Wurst, Klaus'
'Schottenberger, Herwig'
'Hummel, Michael'
'Griesser, Ulrich J.'
_publ_section_title
;
 2-Mercaptoimidazolium halides: structural diversity, stability and
 spontaneous racemisation
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00774A
_journal_year                    2020
_chemical_formula_moiety         'C7 H11 N2 O S, Cl '
_chemical_formula_sum            'C7 H11 Cl N2 O S'
_chemical_formula_weight         206.70
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2014-06-19T17:51:19-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2020-05-27 deposited with the CCDC.	2020-08-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.270(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.1116(2)
_cell_length_b                   14.6502(3)
_cell_length_c                   12.1138(4)
_cell_measurement_reflns_used    8123
_cell_measurement_temperature    233(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_measurement_wavelength     0.71073
_cell_volume                     1837.64(8)
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Kappa CCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7134
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.409
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             864
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0062(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2099
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0327P)²+1.6045P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0747
_reflns_number_gt                1937
_reflns_number_total             2099
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00774a2.cif
_cod_data_source_block           shelx_CCDC1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C7 H11 Cl N2 O S '
_cod_database_code               7241089
_shelx_estimated_absorpt_t_min   0.797
_shelx_estimated_absorpt_t_max   0.865
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_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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34232(13) 0.79614(10) 0.65795(12) 0.0285(3) Uani 1 d . .
H1 H 0.2957 0.8212 0.7017 0.034 Uiso 1 calc . .
C2 C 0.35922(13) 0.70675(10) 0.64222(12) 0.0290(3) Uani 1 d . .
H2 H 0.3263 0.6578 0.6728 0.035 Uiso 1 calc . .
C3 C 0.47765(14) 0.61445(9) 0.53652(13) 0.0308(3) Uani 1 d . .
H3A H 0.4094 0.5905 0.4658 0.037 Uiso 1 calc . .
H3B H 0.4943 0.5692 0.6 0.037 Uiso 1 calc . .
C4 C 0.59965(15) 0.62897(9) 0.50996(13) 0.0329(3) Uani 1 d . .
H4 H 0.6205 0.571 0.4788 0.039 Uiso 1 calc . .
C5 C 0.58055(17) 0.70214(10) 0.41653(13) 0.0361(3) Uani 1 d . .
H5A H 0.5059 0.6859 0.346 0.043 Uiso 1 calc . .
H5B H 0.6567 0.7037 0.3939 0.043 Uiso 1 calc . .
C6 C 0.46151(12) 0.78457(9) 0.54635(11) 0.0239(3) Uani 1 d . .
C7 C 0.41370(15) 0.94385(9) 0.58828(13) 0.0332(3) Uani 1 d . .
H7A H 0.5035 0.9626 0.6145 0.05 Uiso 1 calc . .
H7B H 0.3726 0.9725 0.6377 0.05 Uiso 1 calc . .
H7C H 0.3697 0.9623 0.5066 0.05 Uiso 1 calc . .
H1O H 0.718(2) 0.6090(13) 0.6594(18) 0.063(7) Uiso 1 d . .
N1 N 0.40661(10) 0.84434(7) 0.59752(9) 0.0253(2) Uani 1 d . .
N2 N 0.43401(10) 0.70008(7) 0.57266(10) 0.0250(2) Uani 1 d . .
O1 O 0.70631(10) 0.65284(7) 0.61297(10) 0.0354(3) Uani 1 d . .
S1 S 0.55497(4) 0.81534(2) 0.46570(3) 0.03563(14) Uani 1 d . .
Cl1 Cl 0.71363(4) 0.48335(2) 0.77188(3) 0.03704(14) Uani 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 0 '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'
O O 0.0106 0.006 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 107.19(12) . . ?
C2 C1 H1 126.4 . . ?
N1 C1 H1 126.4 . . ?
C1 C2 N2 107.46(11) . . ?
C1 C2 H2 126.3 . . ?
N2 C2 H2 126.3 . . ?
N2 C3 C4 111.14(11) . . ?
N2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108 . . ?
O1 C4 C5 109.17(12) . . ?
O1 C4 C3 111.94(11) . . ?
C5 C4 C3 111.30(12) . . ?
O1 C4 H4 108.1 . . ?
C5 C4 H4 108.1 . . ?
C3 C4 H4 108.1 . . ?
C4 C5 S1 113.34(10) . . ?
C4 C5 H5A 108.9 . . ?
S1 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
S1 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
N1 C6 N2 108.17(11) . . ?
N1 C6 S1 124.05(10) . . ?
N2 C6 S1 127.75(10) . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 N1 C1 108.62(11) . . ?
C6 N1 C7 124.61(11) . . ?
C1 N1 C7 126.77(11) . . ?
C6 N2 C2 108.56(11) . . ?
C6 N2 C3 126.13(11) . . ?
C2 N2 C3 125.30(11) . . ?
C4 O1 H1O 106.2(16) . . ?
C6 S1 C5 98.33(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.346(2) . ?
C1 N1 1.3872(16) . ?
C1 H1 0.94 . ?
C2 N2 1.3850(17) . ?
C2 H2 0.94 . ?
C3 N2 1.4678(17) . ?
C3 C4 1.518(2) . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C4 O1 1.4181(18) . ?
C4 C5 1.517(2) . ?
C4 H4 0.99 . ?
C5 S1 1.8190(15) . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C6 N1 1.3407(16) . ?
C6 N2 1.3408(16) . ?
C6 S1 1.7241(13) . ?
C7 N1 1.4664(17) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C7 H7C 0.97 . ?
O1 H1O 0.833(16) . ?
