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#$Date: 2023-10-06 19:27:52 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286824 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/00/1570055.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_1570055
loop_
_publ_author_name
'Aitken, R. Alan'
'Campbell, Alexandra H.'
'Fletcher, Chloé E.'
'Slawin, Alexandra M. Z.'
_publ_section_title
;
 2,2′-Trisulfanediyldibenzoyl Chloride
;
_journal_issue                   3
_journal_name_full               Molbank
_journal_page_first              M1731
_journal_paper_doi               10.3390/M1731
_journal_volume                  2023
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H8 Cl2 O2 S3'
_chemical_formula_sum            'C14 H8 Cl2 O2 S3'
_chemical_formula_weight         375.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-03-03
_audit_creation_method           'by CrystalStructure 4.3'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   15.1011(10)
_cell_length_b                   48.312(3)
_cell_length_c                   4.2805(4)
_cell_measurement_reflns_used    3008
_cell_measurement_temperature    93
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      2.85
_cell_volume                     3122.9(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.38a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.42.38a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.38a (Rigaku OD, 2021)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            8814
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.826
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.38a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1520.00
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.18
_refine_ls_abs_structure_details
;
 Flack x determined using 595 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1605
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0354P)²+2.8159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0705
_refine_ls_wR_factor_ref         0.0720
_reflns_Friedel_coverage         0.754
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1475
_reflns_number_total             1605
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            cpd5.cif
_cod_data_source_block           3
_cod_database_code               1570055
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,+Z
3 1/4-X,1/4+Y,1/4+Z
4 1/4+X,1/4-Y,1/4+Z
5 +X,1/2+Y,1/2+Z
6 -X,1/2-Y,1/2+Z
7 1/4-X,3/4+Y,3/4+Z
8 1/4+X,3/4-Y,3/4+Z
9 1/2+X,+Y,1/2+Z
10 1/2-X,-Y,1/2+Z
11 3/4-X,1/4+Y,3/4+Z
12 3/4+X,1/4-Y,3/4+Z
13 1/2+X,1/2+Y,+Z
14 1/2-X,1/2-Y,+Z
15 3/4-X,3/4+Y,1/4+Z
16 3/4+X,3/4-Y,1/4+Z
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
Cl7 Cl 0.71172(9) 0.36481(2) 0.9435(3) 0.0909(4) Uani 1 1 d . . . . .
S1 S 0.77016(5) 0.28356(2) 0.33589(19) 0.0507(2) Uani 1 1 d . . . . .
S2 S 0.750000 0.250000 0.0527(3) 0.0590(3) Uani 1 2 d S T P . .
O7 O 0.80584(16) 0.32943(5) 0.6469(8) 0.0759(8) Uani 1 1 d . . . . .
C1 C 0.65028(19) 0.31955(6) 0.6172(8) 0.0477(6) Uani 1 1 d . . . . .
C2 C 0.66018(17) 0.29519(6) 0.4406(7) 0.0446(6) Uani 1 1 d . . . . .
C3 C 0.58367(19) 0.28104(7) 0.3518(10) 0.0576(7) Uani 1 1 d . . . . .
H3 H 0.589050 0.264281 0.237322 0.069 Uiso 1 1 calc R U . . .
C4 C 0.4994(2) 0.29090(8) 0.4269(10) 0.0688(10) Uani 1 1 d . . . . .
H4 H 0.448512 0.280894 0.361199 0.083 Uiso 1 1 calc R U . . .
C5 C 0.4894(2) 0.31477(8) 0.5938(12) 0.0710(10) Uani 1 1 d . . . . .
H5 H 0.432074 0.321641 0.642041 0.085 Uiso 1 1 calc R U . . .
C6 C 0.5643(2) 0.32876(7) 0.6914(10) 0.0631(9) Uani 1 1 d . . . . .
H6 H 0.557516 0.345119 0.812267 0.076 Uiso 1 1 calc R U . . .
C7 C 0.7309(2) 0.33494(6) 0.7097(9) 0.0560(8) 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(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 S1 S2 104.83(10) . . ?
S1 S2 S1 107.39(7) . 14_655 ?
C2 C1 C6 118.9(3) . . ?
C2 C1 C7 118.5(3) . . ?
C6 C1 C7 122.6(3) . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 S1 122.7(2) . . ?
C1 C2 S1 119.4(2) . . ?
C2 C3 C4 121.7(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 122.1(3) . . ?
C5 C6 H6 118.9 . . ?
C1 C6 H6 118.9 . . ?
O7 C7 C1 127.4(3) . . ?
O7 C7 Cl7 117.5(3) . . ?
C1 C7 Cl7 115.1(2) . . ?
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
Cl7 C7 1.780(4) . ?
S1 C2 1.810(3) . ?
S1 S2 2.0473(10) . ?
O7 C7 1.194(4) . ?
C1 C2 1.407(4) . ?
C1 C6 1.409(4) . ?
C1 C7 1.480(5) . ?
C2 C3 1.395(4) . ?
C3 C4 1.396(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.365(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
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
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.1(4) . . . . ?
C7 C1 C2 C3 -179.3(3) . . . . ?
C6 C1 C2 S1 178.6(2) . . . . ?
C7 C1 C2 S1 0.4(4) . . . . ?
S2 S1 C2 C3 4.5(3) . . . . ?
S2 S1 C2 C1 -175.2(2) . . . . ?
C1 C2 C3 C4 1.7(5) . . . . ?
S1 C2 C3 C4 -177.9(3) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C3 C4 C5 C6 -1.0(6) . . . . ?
C4 C5 C6 C1 1.6(6) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
C7 C1 C6 C5 177.5(3) . . . . ?
C2 C1 C7 O7 1.5(5) . . . . ?
C6 C1 C7 O7 -176.6(4) . . . . ?
C2 C1 C7 Cl7 -178.0(2) . . . . ?
C6 C1 C7 Cl7 3.9(4) . . . . ?
