#------------------------------------------------------------------------------
#$Date: 2019-09-28 07:27:18 +0300 (Sat, 28 Sep 2019) $
#$Revision: 218918 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/23/1552355.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_1552355
loop_
_publ_author_name
'Selvakumar, Jayaraman'
'Arumugam, Kuppuswamy'
_publ_section_title
;
 1,1',3,3'-Tetramesitylquinobis(imidazole)-2,2'-dithione
;
_journal_coeditor_code           ZQ4037
_journal_issue                   9
_journal_name_full               IUCrData
_journal_page_first              x191268
_journal_paper_doi               10.1107/S2414314619012689
_journal_volume                  4
_journal_year                    2019
_chemical_formula_iupac          'C44 H44 N4 O2 S2'
_chemical_formula_moiety         'C44 H44 N4 O2 S2'
_chemical_formula_sum            'C44 H44 N4 O2 S2'
_chemical_formula_weight         724.9772
_chemical_name_common
;
1,1',3,3'-Tetramesitylquinobis(imidazole)-2,2'-dithione
[+solvent]
;
_chemical_name_systematic
;
5,11-Disulfanylidene-4,6,10,12-tetrakis(2,4,6-trimethylphenyl)-4,6,10,12-\
tetraazatricyclo[7.3.0.0^{3,7}]dodeca-1(9),3(7)-diene-2,8-dione
[+solvent]
;
_space_group_crystal_system      cubic
_space_group_IT_number           204
_space_group_name_Hall           '-I 2 2 3'
_space_group_name_H-M_alt        'I m -3'
_symmetry_space_group_name_Hall  '-I 2 2 3'
_symmetry_space_group_name_H-M   'I m -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   18.1038(11)
_cell_length_b                   18.1038(11)
_cell_length_c                   18.1038(11)
_cell_measurement_reflns_used    9582
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.76
_cell_volume                     5933.5(6)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
ShelXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0071
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            82590
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.464
_diffrn_reflns_theta_min         3.183
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       needle
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         1246
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0406P)²+16.2491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1221
_reflns_number_gt                1074
_reflns_number_total             1249
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zq4037sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        5933.5(11)
_cod_database_code               1552355
_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.
;
_shelx_estimated_absorpt_t_min   0.957
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'z, x, y'
'z, -x, -y'
'-z, -x, y'
'-z, x, -y'
'y, z, x'
'-y, z, -x'
'y, -z, -x'
'-y, -z, x'
'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+1/2'
'x+1/2, -y+1/2, -z+1/2'
'z+1/2, 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+1/2, x+1/2, -y+1/2'
'y+1/2, z+1/2, 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+1/2, x+1/2'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-z, -x, -y'
'-z, x, y'
'z, x, -y'
'z, -x, y'
'-y, -z, -x'
'y, -z, x'
'-y, z, x'
'y, z, -x'
'-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+1/2'
'-x+1/2, y+1/2, z+1/2'
'-z+1/2, -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+1/2, -x+1/2, y+1/2'
'-y+1/2, -z+1/2, -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+1/2, -x+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
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.500000 1.000000 0.77751(5) 0.0225(2) Uani d 1 . .
O O1 0.500000 0.84916(13) 0.500000 0.0217(5) Uani d 1 . .
N N1 0.500000 0.93936(10) 0.63961(10) 0.0155(4) Uani d 1 . .
C C2 0.500000 0.96233(12) 0.56706(12) 0.0152(4) Uani d 1 . .
C C3 0.500000 0.91602(17) 0.500000 0.0160(6) Uani d 1 . .
C C4 0.500000 0.86372(12) 0.66431(12) 0.0154(4) Uani d 1 . .
C C1 0.500000 1.000000 0.68589(18) 0.0170(6) Uani d 1 . .
C C5 0.43245(9) 0.82885(9) 0.67454(9) 0.0191(4) Uani d 1 . .
C C6 0.43410(10) 0.75514(10) 0.69637(10) 0.0231(4) Uani d 1 . .
H H6 0.389700 0.730325 0.703546 0.028 Uiso calc 1 . .
C C7 0.500000 0.71749(14) 0.70777(15) 0.0262(6) Uani d 1 . .
C C8 0.36117(9) 0.86931(10) 0.66228(11) 0.0273(4) Uani d 1 . .
H H8B 0.358366 0.910622 0.695412 0.041 Uiso calc 1 . .
H H8A 0.320463 0.836567 0.671379 0.041 Uiso calc 1 . .
H H8C 0.359060 0.886643 0.612208 0.041 Uiso calc 1 . .
C C9 0.500000 0.63900(17) 0.7330(2) 0.0495(9) Uani d 1 . .
H H9B 0.485357 0.636818 0.783948 0.074 Uiso calc 0.5 A -1
H H9A 0.548719 0.618737 0.727763 0.074 Uiso calc 0.5 A -1
H H9C 0.465923 0.610968 0.703621 0.074 Uiso calc 0.5 A -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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 N1 C4 . . 125.65(18)
C2 N1 C1 . . 109.79(19)
C1 N1 C4 . . 124.57(19)
N1 C2 C3 . . 127.8(2)
C2 C2 N1 2_675 . 107.56(12)
C2 C2 C3 2_675 . 124.63(13)
O1 C3 C2 . . 124.63(13)
O1 C3 C2 . 26_556 124.63(13)
C2 C3 C2 26_556 . 110.7(3)
C5 C4 N1 . . 118.27(10)
C5 C4 N1 28_655 . 118.27(10)
C5 C4 C5 . 28_655 123.4(2)
N1 C1 S1 . . 127.35(13)
N1 C1 S1 2_675 . 127.35(13)
N1 C1 N1 2_675 . 105.3(3)
C4 C5 C6 . . 117.05(16)
C4 C5 C8 . . 121.05(15)
C6 C5 C8 . . 121.90(15)
C5 C6 H6 . . 119.0
C7 C6 C5 . . 122.06(17)
C7 C6 H6 . . 119.0
C6 C7 C6 . 28_655 118.3(2)
C6 C7 C9 28_655 . 120.83(11)
C6 C7 C9 . . 120.83(11)
C5 C8 H8B . . 109.5
C5 C8 H8A . . 109.5
C5 C8 H8C . . 109.5
H8B C8 H8A . . 109.5
H8B C8 H8C . . 109.5
H8A C8 H8C . . 109.5
C7 C9 H9B . . 109.5
C7 C9 H9A . . 109.5
C7 C9 H9C . . 109.5
H9B C9 H9A . . 109.5
H9B C9 H9C . . 109.5
H9A C9 H9C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S1 C1 . 1.659(3)
O1 C3 . 1.210(4)
N1 C2 . 1.378(3)
N1 C4 . 1.440(3)
N1 C1 . 1.381(3)
C2 C2 2_675 1.364(4)
C2 C3 . 1.475(3)
C4 C5 . 1.3886(19)
C4 C5 28_655 1.3886(19)
C5 C6 . 1.392(2)
C5 C8 . 1.500(2)
C6 H6 . 0.9300
C6 C7 . 1.389(2)
C7 C9 . 1.493(4)
C8 H8B . 0.9600
C8 H8A . 0.9600
C8 H8C . 0.9600
C9 H9B . 0.9600
C9 H9A . 0.9600
C9 H9C . 0.9600

_cod_database_fobs_code 1552355
