#------------------------------------------------------------------------------
#$Date: 2024-04-04 18:30:56 +0300 (Thu, 04 Apr 2024) $
#$Revision: 290787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/98/7159877.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_7159877
loop_
_publ_author_name
'Shaikh, Aijaz'
'Sahoo, Satyajit'
'Marder, Seth R.'
'Barlow, Stephen'
'Mohapatra, Swagat K.'
_publ_section_title
;
 Reductive dimerization of benzothiazolium salts.
;
_journal_issue                   10
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2115
_journal_page_last               2123
_journal_paper_doi               10.1039/d3ob01871g
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C28 H36 N2 O2 S2'
_chemical_formula_weight         496.71
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.816(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.932(7)
_cell_length_b                   9.723(3)
_cell_length_c                   12.611(4)
_cell_measurement_reflns_used    5111
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.65
_cell_volume                     2684.6(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18065
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.600
_diffrn_reflns_theta_min         2.654
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       Block
_exptl_crystal_F_000             1064.0
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3098
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0638P)²+2.0501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1243
_refine_ls_wR_factor_ref         0.1584
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2099
_reflns_number_total             3125
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01871g2.cif
_cod_data_source_block           Cy_S2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_cell_volume        2684.4(14)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7159877
_shelx_shelxl_version_number     2019/1
_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_
_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_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.45414(3) 0.33313(7) 0.22172(6) 0.0664(2) Uani 1 1 d . . . . .
N1 N 0.33500(8) 0.35612(19) 0.22179(16) 0.0567(5) Uani 1 1 d . . . . .
O1 O 0.28821(9) 0.1530(2) 0.20694(18) 0.0858(6) Uani 1 1 d . . . . .
C1 C 0.43488(9) 0.4656(2) 0.29835(18) 0.0499(5) Uani 1 1 d . . . . .
C6 C 0.37493(9) 0.4632(2) 0.28830(18) 0.0491(5) Uani 1 1 d . . . . .
C2 C 0.47346(10) 0.5698(2) 0.3614(2) 0.0596(6) Uani 1 1 d . . . . .
H2 H 0.513755 0.572378 0.369029 0.071 Uiso 1 1 calc R U . . .
C7 C 0.32566(10) 0.2367(2) 0.2686(2) 0.0601(6) Uani 1 1 d . . . . .
C3 C 0.45189(12) 0.6698(2) 0.4128(2) 0.0653(6) Uani 1 1 d . . . . .
H3 H 0.478160 0.738324 0.456673 0.078 Uiso 1 1 calc R U . . .
C8 C 0.36133(11) 0.2117(2) 0.3959(2) 0.0618(6) Uani 1 1 d . . . . .
H8 H 0.394294 0.279702 0.424879 0.074 Uiso 1 1 calc R U . . .
C5 C 0.35368(10) 0.5661(2) 0.3378(2) 0.0593(6) Uani 1 1 d . . . . .
H5 H 0.313200 0.565616 0.329147 0.071 Uiso 1 1 calc R U . . .
C4 C 0.39230(12) 0.6694(2) 0.4001(2) 0.0647(6) Uani 1 1 d . . . . .
H4 H 0.377978 0.738764 0.433367 0.078 Uiso 1 1 calc R U . . .
C14 C 0.29889(14) 0.3854(3) 0.0991(2) 0.0907(9) Uani 1 1 d . . . . .
H14A H 0.303101 0.310849 0.052863 0.136 Uiso 1 1 calc R U . . .
H14B H 0.313198 0.468887 0.077925 0.136 Uiso 1 1 calc R U . . .
H14C H 0.256698 0.395483 0.085899 0.136 Uiso 1 1 calc R U . . .
C13 C 0.38992(15) 0.0686(3) 0.4181(3) 0.0843(8) Uani 1 1 d . . . . .
H13A H 0.358124 0.000311 0.383838 0.101 Uiso 1 1 calc R U . . .
H13B H 0.418180 0.061039 0.380760 0.101 Uiso 1 1 calc R U . . .
C9 C 0.32080(16) 0.2305(4) 0.4606(3) 0.0946(10) Uani 1 1 d . . . . .
H9A H 0.305501 0.324110 0.450213 0.114 Uiso 1 1 calc R U . . .
H9B H 0.286043 0.169029 0.428595 0.114 Uiso 1 1 calc R U . . .
C12 C 0.42357(17) 0.0393(3) 0.5463(3) 0.0946(9) Uani 1 1 d . . . . .
H12A H 0.439044 -0.054171 0.556757 0.114 Uiso 1 1 calc R U . . .
H12B H 0.458202 0.101022 0.578860 0.114 Uiso 1 1 calc R U . . .
C11 C 0.3832(2) 0.0570(4) 0.6097(3) 0.1131(13) Uani 1 1 d . . . . .
H11A H 0.406768 0.043464 0.692028 0.136 Uiso 1 1 calc R U . . .
H11B H 0.351004 -0.011565 0.583437 0.136 Uiso 1 1 calc R U . . .
C10 C 0.3548(2) 0.2014(5) 0.5886(3) 0.1254(14) Uani 1 1 d . . . . .
H10A H 0.326884 0.209306 0.626582 0.151 Uiso 1 1 calc R U . . .
H10B H 0.386824 0.269363 0.622397 0.151 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
C1 S1 S1 106.96(7) . 2_655 ?
C7 N1 C6 123.59(18) . . ?
C7 N1 C14 119.6(2) . . ?
C6 N1 C14 116.56(19) . . ?
C2 C1 C6 119.3(2) . . ?
C2 C1 S1 125.64(17) . . ?
C6 C1 S1 115.02(15) . . ?
C5 C6 C1 120.14(19) . . ?
C5 C6 N1 120.74(19) . . ?
C1 C6 N1 119.07(18) . . ?
C3 C2 C1 119.7(2) . . ?
O1 C7 N1 119.7(2) . . ?
O1 C7 C8 121.6(2) . . ?
N1 C7 C8 118.65(18) . . ?
C4 C3 C2 120.9(2) . . ?
C7 C8 C9 110.2(2) . . ?
C7 C8 C13 111.2(2) . . ?
C9 C8 C13 110.5(2) . . ?
C4 C5 C6 120.1(2) . . ?
C3 C4 C5 119.8(2) . . ?
C12 C13 C8 111.9(2) . . ?
C10 C9 C8 111.6(3) . . ?
C11 C12 C13 111.7(3) . . ?
C12 C11 C10 110.4(3) . . ?
C9 C10 C11 111.4(3) . . ?
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
S1 C1 1.779(2) . ?
S1 S1 2.0156(14) 2_655 ?
N1 C7 1.362(3) . ?
N1 C6 1.433(3) . ?
N1 C14 1.464(3) . ?
O1 C7 1.228(3) . ?
C1 C2 1.385(3) . ?
C1 C6 1.389(3) . ?
C6 C5 1.381(3) . ?
C2 C3 1.379(3) . ?
C7 C8 1.503(3) . ?
C3 C4 1.369(4) . ?
C8 C9 1.509(4) . ?
C8 C13 1.525(4) . ?
C5 C4 1.376(3) . ?
C13 C12 1.515(4) . ?
C9 C10 1.512(5) . ?
C12 C11 1.492(5) . ?
C11 C10 1.536(6) . ?
