#------------------------------------------------------------------------------
#$Date: 2022-06-07 10:07:50 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275856 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/53/1565384.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_1565384
loop_
_publ_author_name
'Borys, Andryj M.'
'Clark, Ewan R.'
'Saines, Paul J.'
'Alberola, Antonio'
'Rawson, Jeremy M.'
_publ_section_title
;
 A short, versatile route towards benzothiadiazinyl radicals.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              149
_journal_page_last               158
_journal_paper_doi               10.1039/d1sc04248c
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'C14 H8 Cl4 N2 S'
_chemical_formula_sum            'C14 H8 Cl4 N2 S'
_chemical_formula_weight         378.08
_chemical_properties_physical    Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-03 deposited with the CCDC.	2021-11-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.513(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0246(3)
_cell_length_b                   13.7857(5)
_cell_length_c                   12.0756(4)
_cell_measurement_reflns_used    37692
_cell_measurement_temperature    100.0(6)
_cell_measurement_theta_max      75.7670
_cell_measurement_theta_min      3.6390
_cell_volume                     1485.78(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2774
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  25.00   1.00    5.00    --   38.00  95.00 -26.00   26
  2  ω      6.00  34.00   1.00    5.00    --   42.00  87.00-137.12   28
  3  ω   -114.00 -14.00   1.00    5.00    --  -42.08 -57.00-180.00  100
  4  ω   -116.00 -18.00   1.00    5.00    --  -42.08 -38.00  60.00   98
  5  ω    -67.00  32.00   1.00    5.00    --  -42.08  38.00-120.00   99
  6  ω   -116.00 -18.00   1.00    5.00    --  -42.08 -38.00 -90.00   98
  7  ω     23.00  98.00   1.00    5.00    --   42.08-125.00   0.00   75
  8  ω     23.00  98.00   1.00    5.00    --   42.08-125.00 150.00   75
  9  ω     16.00  45.00   1.00    5.00    --   50.00  82.00 123.54   29
 10  ω     17.00  46.00   1.00    5.00    --   50.00  80.00 -25.04   29
 11  ω     20.00  46.00   1.00    5.00    --   54.00  81.00-124.45   26
 12  ω     20.00  46.00   1.00    5.00    --   54.00  81.00  62.43   26
 13  ω     25.00 134.00   1.00    5.00    --   58.00  77.00  21.36  109
 14  ω     29.00 138.00   1.00    5.00    --   62.00  77.00 114.13  109
 15  ω     30.00 138.00   1.00    5.00    --   62.00  76.00 154.66  108
 16  ω     33.00 142.00   1.00    5.00    --   66.00  77.00-172.27  109
 17  ω     33.00 142.00   1.00    5.00    --   66.00  77.00 -44.94  109
 18  ω     38.00 146.00   1.00    5.00    --   70.00  76.00  34.91  108
 19  ω     38.00 146.00   1.00    5.00    --   70.00  76.00-137.16  108
 20  ω     38.00 146.00   1.00    5.00    --   70.00  76.00 -91.12  108
 21  ω     38.00 146.00   1.00    5.00    --   70.00  76.00 -15.51  108
 22  ω     78.00 178.00   1.00   20.00    --  111.00  77.00-180.00  100
 23  ω     82.00 178.00   1.00   20.00    --  111.00  61.00-150.00   96
 24  ω     78.00 178.00   1.00   20.00    --  111.00  77.00 -30.00  100
 25  ω     82.00 178.00   1.00   20.00    --  111.00  61.00  90.00   96
 26  ω     82.00 178.00   1.00   20.00    --  111.00  61.00 -30.00   96
 27  ω     82.00 178.00   1.00   20.00    --  111.00  61.00 -90.00   96
 28  ω     82.00 178.00   1.00   20.00    --  111.00  61.00-180.00   96
 29  ω     35.00 116.00   1.00   20.00    --  111.00-111.00 -90.00   81
 30  ω     78.00 178.00   1.00   20.00    --  111.00  77.00  90.00  100
 31  ω    100.00 178.00   1.00   20.00    --  111.00 111.00  30.00   78
 32  ω     35.00 116.00   1.00   20.00    --  111.00-111.00 120.00   81
 33  ω     78.00 178.00   1.00   20.00    --  111.00  77.00 -60.00  100
 34  ω     82.00 178.00   1.00   20.00    --  111.00  61.00  30.00   96
 35  ω     78.00 178.00   1.00   20.00    --  111.00  77.00   0.00  100
 36  ω     78.00 178.00   1.00   20.00    --  111.00  77.00-120.00  100
 37  ω     35.00 116.00   1.00   20.00    --  111.00-111.00   0.00   81
 38  ω     82.00 178.00   1.00   20.00    --  111.00  61.00 150.00   96
 39  ω     78.00 178.00   1.00   20.00    --  111.00  77.00-150.00  100
 40  ω     82.00 178.00   1.00   20.00    --  111.00  61.00  60.00   96
 41  ω     78.00 178.00   1.00   20.00    --  111.00  77.00  60.00  100
 42  ω     82.00 178.00   1.00   20.00    --  111.00  61.00 120.00   96
 43  ω     78.00 178.00   1.00   20.00    --  111.00  77.00 120.00  100
 44  ω     82.00 178.00   1.00   20.00    --  111.00  61.00   0.00   96
 45  ω     28.00 109.00   1.00   20.00    --  111.00 -94.00-180.00   81
 46  ω     78.00 178.00   1.00   20.00    --  111.00  77.00 150.00  100
 47  ω     35.00 116.00   1.00   20.00    --  111.00-111.00 -30.00   81
 48  ω     78.00 178.00   1.00   20.00    --  111.00  77.00  30.00  100
 49  ω     35.00 116.00   1.00   20.00    --  111.00-111.00  30.00   81
 50  ω     82.00 178.00   1.00   20.00    --  111.00  61.00 -60.00   96
 51  ω     38.00 137.00   1.00   20.00    --  111.00 -45.00  30.00   99
 52  ω     28.00 109.00   1.00   20.00    --  111.00 -94.00-150.00   81
 53  ω     35.00 144.00   1.00   20.00    --  111.00 -77.00  30.00  109
 54  ω     78.00 178.00   1.00   20.00    --  111.00  77.00 -90.00  100
 55  ω      7.00  35.00   1.00    5.00    --   42.00  86.00  79.66   28
 56  ω   -114.00 -14.00   1.00    5.00    --  -42.08 -57.00 120.00  100
 57  ω     11.00 116.00   1.00    5.00    --   42.08  70.00 142.30  105
 58  ω     16.00  45.00   1.00    5.00    --   50.00  82.00-163.20   29
 59  ω     21.00  49.00   1.00    5.00    --   54.00  78.00 -75.62   28
 60  ω     20.00  46.00   1.00    5.00    --   54.00  81.00 -55.32   26
 61  ω     20.00  46.00   1.00    5.00    --   54.00  81.00 104.84   26
 62  ω     25.00 134.00   1.00    5.00    --   58.00  77.00 -71.09  109
 63  ω     26.00 133.00   1.00    5.00    --   58.00  75.00   6.09  107
 64  ω     26.00 133.00   1.00    5.00    --   58.00  75.00 110.06  107
 65  ω     25.00 134.00   1.00    5.00    --   58.00  77.00-132.01  109
 66  ω     30.00 138.00   1.00    5.00    --   62.00  76.00-107.44  108
 67  ω     30.00 137.00   1.00    5.00    --   62.00  75.00  33.64  107
 68  ω     30.00 137.00   1.00    5.00    --   62.00  75.00-135.39  107
 69  ω     30.00 137.00   1.00    5.00    --   62.00  75.00  79.94  107
 70  ω     34.00 142.00   1.00    5.00    --   66.00  76.00 -67.40  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1599030000
_diffrn_orient_matrix_UB_12      0.0129340000
_diffrn_orient_matrix_UB_13      0.0276028000
_diffrn_orient_matrix_UB_21      0.0535925000
_diffrn_orient_matrix_UB_22      -0.0329002000
_diffrn_orient_matrix_UB_23      0.1214787000
_diffrn_orient_matrix_UB_31      0.0358979000
_diffrn_orient_matrix_UB_32      0.1059595000
_diffrn_orient_matrix_UB_33      0.0343349000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            54843
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.067
_diffrn_reflns_theta_min         3.701
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.491
_exptl_absorpt_correction_T_max  0.722
_exptl_absorpt_correction_T_min  0.328
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.048
_refine_diff_density_max         1.102
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.128
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5617
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0766
_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)+(0.1760P)²+0.9125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2049
_refine_ls_wR_factor_ref         0.2058
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    0.964
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                5556
_reflns_number_total             5617
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc04248c2.cif
_cod_data_source_block           serc118-r1-fm-non-equiv-rf1
_cod_depositor_comments
;
Adding full bibliography for 1565368--1565385.cif.

2022-05-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C28 H16 Cl8 N4 S2'
_cod_original_formula_weight         756.17
_cod_original_formula_moiety         '2(C14 H8 Cl4 N2 S)'
_cod_original_formula_units_Z            2
_cod_database_code               1565384
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C28 N4 S2 Cl8 H14'
_chemical_oxdiff_usercomment     ABS-295
_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.
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C27(H27), C7(H7), C5(H5), C19(H19), C21(H21), C18(H18), C4(H4),
 C20(H20), C6(H6)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C22(H22A,H22B,H22C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.373
_oxdiff_exptl_absorpt_empirical_full_min 0.432
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Cl3 Cl 0.7755(2) -0.02263(15) 0.98505(17) 0.0311(4) Uani 1 1 d . . . . .
S1 S 1.05732(19) 0.29669(13) 0.71939(14) 0.0243(4) Uani 1 1 d . . . . .
Cl4 Cl 1.0142(2) -0.07809(14) 0.83257(17) 0.0337(5) Uani 1 1 d . . . . .
Cl2 Cl 0.6901(2) 0.19556(15) 1.01086(19) 0.0361(5) Uani 1 1 d . . . . .
Cl8 Cl 0.6563(2) 0.29726(17) 0.58548(17) 0.0358(5) Uani 1 1 d . . . . .
Cl6 Cl 0.8387(2) 0.65634(17) 0.48551(17) 0.0343(5) Uani 1 1 d . . . . .
Cl1 Cl 1.2968(2) 0.30046(16) 0.81799(17) 0.0337(4) Uani 1 1 d . . . . .
Cl7 Cl 0.8636(2) 0.43066(17) 0.46551(15) 0.0342(5) Uani 1 1 d . . . . .
S2 S 0.4058(2) 0.61450(17) 0.74021(16) 0.0327(5) Uani 1 1 d . . . . .
Cl5 Cl 0.2023(2) 0.6139(2) 0.6107(2) 0.0451(6) Uani 1 1 d . . . . .
N2 N 0.8486(7) 0.3311(5) 0.8880(5) 0.0236(12) Uani 1 1 d . . . . .
N4 N 0.6171(7) 0.7242(6) 0.6173(6) 0.0289(14) Uani 1 1 d . . . . .
N1 N 0.9747(7) 0.3925(5) 0.7416(6) 0.0268(13) Uani 1 1 d . . . . .
C9 C 0.8841(8) 0.2371(6) 0.8685(6) 0.0237(14) Uani 1 1 d . . . . .
C23 C 0.6218(8) 0.6248(7) 0.6112(6) 0.0271(16) Uani 1 1 d . . . . .
C11 C 0.8560(9) 0.0657(7) 0.9141(6) 0.0268(16) Uani 1 1 d . . . . .
C13 C 1.0240(8) 0.1102(6) 0.7834(6) 0.0236(14) Uani 1 1 d . . . . .
H13 H 1.090943 0.093133 0.735064 0.028 Uiso 1 1 calc R . . . .
C14 C 0.9843(8) 0.2075(6) 0.7963(6) 0.0229(14) Uani 1 1 d . . . . .
N3 N 0.4549(8) 0.7222(7) 0.7579(6) 0.0348(16) Uani 1 1 d . . . . .
C27 C 0.5377(9) 0.4614(7) 0.6528(7) 0.0313(17) Uani 1 1 d . . . . .
H27 H 0.474210 0.421711 0.686726 0.038 Uiso 1 1 calc R . . . .
C2 C 0.8577(8) 0.5041(6) 0.8544(6) 0.0228(15) Uani 1 1 d . . . . .
C25 C 0.7358(8) 0.4819(7) 0.5395(6) 0.0282(16) Uani 1 1 d . . . . .
C1 C 0.8947(8) 0.4012(6) 0.8297(6) 0.0229(14) Uani 1 1 d . . . . .
C7 C 0.9445(9) 0.5770(6) 0.8138(7) 0.0275(16) Uani 1 1 d . . . . .
H7 H 1.017614 0.560011 0.770534 0.033 Uiso 1 1 calc R . . . .
C10 C 0.8171(8) 0.1621(6) 0.9255(6) 0.0239(14) Uani 1 1 d . . . . .
C16 C 0.5404(9) 0.8746(7) 0.6932(6) 0.0319(18) Uani 1 1 d . . . . .
C17 C 0.6382(9) 0.9351(7) 0.6410(7) 0.0327(18) Uani 1 1 d . . . . .
C5 C 0.8172(10) 0.6987(6) 0.9025(8) 0.0347(19) Uani 1 1 d . . . . .
H5 H 0.804355 0.763565 0.919989 0.042 Uiso 1 1 calc R . . . .
C19 C 0.5228(11) 1.0772(8) 0.7121(8) 0.038(2) Uani 1 1 d . . . . .
H19 H 0.516535 1.144245 0.717898 0.046 Uiso 1 1 calc R . . . .
C26 C 0.6411(9) 0.4221(7) 0.5936(6) 0.0286(16) Uani 1 1 d . . . . .
C12 C 0.9617(9) 0.0407(5) 0.8435(6) 0.0243(15) Uani 1 1 d . . . . .
C24 C 0.7256(9) 0.5811(7) 0.5485(6) 0.0296(17) Uani 1 1 d . . . . .
C21 C 0.4378(10) 0.9195(8) 0.7544(7) 0.0354(19) Uani 1 1 d . . . . .
H21 H 0.373921 0.880900 0.789282 0.043 Uiso 1 1 calc R . . . .
C3 C 0.7446(9) 0.5289(7) 0.9190(6) 0.0288(17) Uani 1 1 d . . . . .
C15 C 0.5406(8) 0.7679(7) 0.6861(6) 0.0284(17) Uani 1 1 d . . . . .
C28 C 0.5294(9) 0.5614(7) 0.6610(6) 0.0299(17) Uani 1 1 d . . . . .
C18 C 0.6254(10) 1.0355(8) 0.6516(8) 0.038(2) Uani 1 1 d . . . . .
H18 H 0.687551 1.075652 0.617011 0.045 Uiso 1 1 calc R . . . .
C4 C 0.7295(10) 0.6277(7) 0.9422(7) 0.0338(18) Uani 1 1 d . . . . .
H4 H 0.657801 0.646501 0.985886 0.041 Uiso 1 1 calc R . . . .
C20 C 0.4296(10) 1.0178(8) 0.7638(7) 0.038(2) Uani 1 1 d . . . . .
H20 H 0.361155 1.045232 0.805100 0.046 Uiso 1 1 calc R . . . .
C8 C 0.6366(10) 0.4589(7) 0.9583(7) 0.0323(17) Uani 1 1 d . . . . .
H8A H 0.591135 0.420250 0.896348 0.048 Uiso 1 1 calc GR . . . .
H8B H 0.560309 0.494159 0.988934 0.048 Uiso 1 1 calc GR . . . .
H8C H 0.689022 0.417468 1.014923 0.048 Uiso 1 1 calc GR . . . .
C6 C 0.9228(11) 0.6727(7) 0.8372(8) 0.0358(18) Uani 1 1 d . . . . .
H6 H 0.979875 0.720249 0.808802 0.043 Uiso 1 1 calc R . . . .
C22 C 0.7550(11) 0.8986(8) 0.5743(9) 0.041(2) Uani 1 1 d . . . . .
H22A H 0.816870 0.851387 0.617413 0.062 Uiso 1 1 calc GR . . . .
H22B H 0.815867 0.951901 0.556591 0.062 Uiso 1 1 calc GR . . . .
H22C H 0.706661 0.869383 0.506244 0.062 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 9 -1 0.0966
-3 -2 -6 0.0316
1 -8 2 0.1104
3 2 6 0.0453
5 1 -5 0.0271
-5 0 5 0.0135
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
N1 S1 Cl1 109.1(3) . . ?
N1 S1 C14 106.3(4) . . ?
C14 S1 Cl1 98.1(3) . . ?
N3 S2 Cl5 106.7(3) . . ?
N3 S2 C28 106.6(4) . . ?
C28 S2 Cl5 98.2(3) . . ?
C1 N2 C9 120.7(7) . . ?
C15 N4 C23 121.3(8) . . ?
C1 N1 S1 121.7(6) . . ?
N2 C9 C14 124.9(7) . . ?
N2 C9 C10 118.6(7) . . ?
C14 C9 C10 116.5(8) . . ?
N4 C23 C24 118.7(7) . . ?
N4 C23 C28 125.0(8) . . ?
C28 C23 C24 116.3(8) . . ?
C10 C11 Cl3 120.0(6) . . ?
C10 C11 C12 119.8(7) . . ?
C12 C11 Cl3 120.2(7) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.5(7) . . ?
C9 C14 S1 117.2(6) . . ?
C13 C14 S1 119.8(6) . . ?
C13 C14 C9 123.0(7) . . ?
C15 N3 S2 121.2(6) . . ?
C26 C27 H27 120.7 . . ?
C26 C27 C28 118.7(8) . . ?
C28 C27 H27 120.7 . . ?
C7 C2 C1 117.1(7) . . ?
C7 C2 C3 120.3(8) . . ?
C3 C2 C1 122.6(7) . . ?
C26 C25 Cl7 120.0(7) . . ?
C24 C25 Cl7 120.6(7) . . ?
C24 C25 C26 119.4(8) . . ?
N2 C1 N1 126.9(7) . . ?
N2 C1 C2 119.8(7) . . ?
N1 C1 C2 113.2(7) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.8(8) . . ?
C6 C7 H7 119.6 . . ?
C9 C10 Cl2 117.7(6) . . ?
C11 C10 Cl2 121.3(6) . . ?
C11 C10 C9 121.0(7) . . ?
C17 C16 C15 123.5(8) . . ?
C21 C16 C17 118.2(9) . . ?
C21 C16 C15 118.3(8) . . ?
C16 C17 C22 124.7(9) . . ?
C18 C17 C16 118.3(9) . . ?
C18 C17 C22 117.0(9) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C6 C5 C4 119.7(8) . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(10) . . ?
C20 C19 H19 120.3 . . ?
C27 C26 Cl8 119.3(7) . . ?
C27 C26 C25 121.0(9) . . ?
C25 C26 Cl8 119.7(7) . . ?
C11 C12 Cl4 119.9(6) . . ?
C13 C12 Cl4 119.1(6) . . ?
C13 C12 C11 121.0(7) . . ?
C23 C24 Cl6 117.6(7) . . ?
C25 C24 Cl6 121.1(7) . . ?
C25 C24 C23 121.4(8) . . ?
C16 C21 H21 119.1 . . ?
C20 C21 C16 121.8(9) . . ?
C20 C21 H21 119.1 . . ?
C2 C3 C8 125.2(8) . . ?
C4 C3 C2 116.3(8) . . ?
C4 C3 C8 118.4(8) . . ?
N4 C15 N3 125.6(9) . . ?
N4 C15 C16 120.2(8) . . ?
N3 C15 C16 114.1(8) . . ?
C23 C28 S2 116.4(7) . . ?
C27 C28 S2 120.4(7) . . ?
C27 C28 C23 123.2(8) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 122.0(10) . . ?
C19 C18 H18 119.0 . . ?
C5 C4 C3 122.6(8) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(9) . . ?
C21 C20 H20 119.8 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C6 C5 120.2(9) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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
Cl3 C11 1.712(8) . ?
S1 Cl1 2.308(2) . ?
S1 N1 1.560(7) . ?
S1 C14 1.729(8) . ?
Cl4 C12 1.715(8) . ?
Cl2 C10 1.714(8) . ?
Cl8 C26 1.730(9) . ?
Cl6 C24 1.711(9) . ?
Cl7 C25 1.713(8) . ?
S2 Cl5 2.229(3) . ?
S2 N3 1.556(9) . ?
S2 C28 1.735(9) . ?
N2 C9 1.364(11) . ?
N2 C1 1.300(11) . ?
N4 C23 1.373(13) . ?
N4 C15 1.303(11) . ?
N1 C1 1.376(10) . ?
C9 C14 1.407(11) . ?
C9 C10 1.425(11) . ?
C23 C24 1.423(11) . ?
C23 C28 1.404(12) . ?
C11 C10 1.386(12) . ?
C11 C12 1.413(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.403(12) . ?
C13 C12 1.372(11) . ?
N3 C15 1.394(11) . ?
C27 H27 0.9300 . ?
C27 C26 1.368(12) . ?
C27 C28 1.385(14) . ?
C2 C1 1.498(11) . ?
C2 C7 1.406(11) . ?
C2 C3 1.415(11) . ?
C25 C26 1.415(12) . ?
C25 C24 1.375(14) . ?
C7 H7 0.9300 . ?
C7 C6 1.370(14) . ?
C16 C17 1.426(13) . ?
C16 C21 1.410(12) . ?
C16 C15 1.474(14) . ?
C17 C18 1.397(15) . ?
C17 C22 1.505(13) . ?
C5 H5 0.9300 . ?
C5 C4 1.388(15) . ?
C5 C6 1.371(14) . ?
C19 H19 0.9300 . ?
C19 C18 1.385(15) . ?
C19 C20 1.386(15) . ?
C21 H21 0.9300 . ?
C21 C20 1.363(15) . ?
C3 C4 1.402(14) . ?
C3 C8 1.498(13) . ?
C18 H18 0.9300 . ?
C4 H4 0.9300 . ?
C20 H20 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6 H6 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.8737 8.6500 -1.4451 0.2117 -0.5070 0.8356
-3.1764 -2.0279 -5.6337 0.3262 -0.7879 -0.5223
1.1753 -8.3854 1.9807 -0.2417 0.5795 -0.7783
3.1737 2.0577 5.6294 -0.3255 0.7862 0.5252
4.9184 0.5528 -5.1710 -0.9221 -0.3828 0.0576
-4.8595 0.0125 5.3025 0.9236 0.3833 0.0089
