data_(o-Br)2-DBTO

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety		'C12 H6 Br2 O S'
_chemical_formula_sum                   'C12 H6 Br2 O S'
_chemical_formula_weight                358.03

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting                  monoclinic
_symmetry_space_group_name_H-M          'P 21/n'
_symmetry_space_group_name_Hall         '-P 2yn'
_symmetry_Int_Tables_number             14
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                          7.6547(4)
_cell_length_b                          8.0798(4)
_cell_length_c                          18.3175(11)
_cell_angle_alpha                       90
_cell_angle_beta                        95.204(3)
_cell_angle_gamma                       90
_cell_volume                            1128.24(11)
_cell_formula_units_Z                   4
_cell_measurement_temperature           193(2)
_cell_measurement_reflns_used      5680
_cell_measurement_theta_min        2.23
_cell_measurement_theta_max       29.57

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'block'
_exptl_crystal_colour            'colourless'
_exptl_crystal_size_max                 0.2
_exptl_crystal_size_mid                 0.16
_exptl_crystal_size_min                 0.1
_exptl_crystal_density_diffrn           2.108
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    688

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu           7.341
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_correction_T_min  0.4451  
_exptl_absorpt_correction_T_max   0.7459 
_exptl_absorpt_process_details          'SADABS(Bruker AXS Inc.)'

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature             193(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_source          'microfocus sealed tube'
_diffrn_radiation_monochromator   'multilayer optics'
_diffrn_measurement_device_type   'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_standards_number          0
_diffrn_standards_interval_count  0
_diffrn_standards_interval_time   0
_diffrn_standards_decay_%         0
_diffrn_reflns_av_R_equivalents         0.0292
_diffrn_reflns_av_unetI/netI            0.0237
_diffrn_reflns_number                   15090
_diffrn_reflns_limit_h_min              -10
_diffrn_reflns_limit_h_max              10
_diffrn_reflns_limit_k_min              -11
_diffrn_reflns_limit_k_max              10
_diffrn_reflns_limit_l_min              -25
_diffrn_reflns_limit_l_max              24
_diffrn_reflns_theta_min                2.801
_diffrn_reflns_theta_max                29.627
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_full
                                        0.999
_diffrn_measured_fraction_theta_max
                                        0.998
_diffrn_reflns_Laue_measured_fraction_full
                                        0.999
_diffrn_reflns_Laue_measured_fraction_max
                                        0.998
_diffrn_reflns_point_group_measured_fraction_full
                                        0.999
_diffrn_reflns_point_group_measured_fraction_max
                                        0.998
_reflns_Friedel_coverage                0
_reflns_number_total                    3176
_reflns_number_gt                       2729
_reflns_threshold_expression            'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution     'SHELXT (Sheldrick 2015)'
_computing_structure_refinement         'SHELXL-2019/2 (Sheldrick, 2015)'
_computing_molecular_graphics     'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                                  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary      'dual' 
_atom_sites_solution_secondary    'difmap'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number            2019/3
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            'w=1/[σ²(Fo²)+(0.0207P)²+0.5909P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment           constr
_refine_ls_extinction_method            none
_refine_ls_number_reflns                3176
_refine_ls_number_parameters            145
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0294
_refine_ls_R_factor_gt                  0.0222
_refine_ls_wR_factor_ref                0.0512
_refine_ls_wR_factor_gt                 0.0492
_refine_ls_goodness_of_fit_ref          1.026
_refine_ls_restrained_S_all             1.026
_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.379
_refine_diff_density_min                -0.495
_refine_diff_density_rms                0.088

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Br1 Br 0.10841(3) 0.39145(3) 0.28097(2) 0.03102(6) Uani 1 1 d . . . . .
Br2 Br 0.16570(3) 0.81168(3) 0.59057(2) 0.03570(7) Uani 1 1 d . . . . .
C1 C 0.3766(2) 0.5649(2) 0.36724(9) 0.0192(3) Uani 1 1 d . . . . .
C2 C 0.3374(2) 0.4739(2) 0.30418(10) 0.0227(3) Uani 1 1 d . . . . .
C3 C 0.4676(3) 0.4417(2) 0.25768(10) 0.0273(4) Uani 1 1 d . . . . .
H3 H 0.441682 0.38005 0.213886 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6347(2) 0.5008(3) 0.27619(11) 0.0297(4) Uani 1 1 d . . . . .
H4 H 0.72321 0.479189 0.244295 0.036 Uiso 1 1 calc R U . . .
C5 C 0.6784(2) 0.5912(2) 0.34009(10) 0.0254(4) Uani 1 1 d . . . . .
H5 H 0.794582 0.630207 0.351978 0.03 Uiso 1 1 calc R U . . .
C6 C 0.5473(2) 0.6225(2) 0.38584(10) 0.0202(3) Uani 1 1 d . . . . .
C7 C 0.5616(2) 0.7119(2) 0.45598(10) 0.0207(3) Uani 1 1 d . . . . .
C8 C 0.7086(2) 0.7855(2) 0.49206(11) 0.0255(4) Uani 1 1 d . . . . .
H8 H 0.819219 0.779396 0.472558 0.031 Uiso 1 1 calc R U . . .
C9 C 0.6903(3) 0.8683(2) 0.55746(11) 0.0286(4) Uani 1 1 d . . . . .
H9 H 0.789579 0.921323 0.582109 0.034 Uiso 1 1 calc R U . . .
C10 C 0.5306(3) 0.8755(2) 0.58756(11) 0.0285(4) Uani 1 1 d . . . . .
H10 H 0.521065 0.9321 0.632474 0.034 Uiso 1 1 calc R U . . .
C11 C 0.3852(2) 0.7993(2) 0.55153(10) 0.0238(4) Uani 1 1 d . . . . .
C12 C 0.4002(2) 0.7191(2) 0.48613(9) 0.0197(3) Uani 1 1 d . . . . .
O1 O 0.09885(17) 0.74435(17) 0.39955(7) 0.0273(3) Uani 1 1 d . . . . .
S1 S 0.22398(5) 0.61724(5) 0.43234(2) 0.01999(9) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Br1 C2 1.8872(18) . ?
Br2 C11 1.8873(18) . ?
C1 C2 1.379(3) . ?
C1 C6 1.400(2) . ?
C1 S1 1.7941(17) . ?
C2 C3 1.393(2) . ?
C3 C4 1.378(3) . ?
C3 H3 0.95 . ?
C4 C5 1.394(3) . ?
C4 H4 0.95 . ?
C5 C6 1.388(2) . ?
C5 H5 0.95 . ?
C6 C7 1.469(2) . ?
C7 C8 1.386(3) . ?
C7 C12 1.399(2) . ?
C8 C9 1.390(3) . ?
C8 H8 0.95 . ?
C9 C10 1.387(3) . ?
C9 H9 0.95 . ?
C10 C11 1.386(3) . ?
C10 H10 0.95 . ?
C11 C12 1.376(2) . ?
C12 S1 1.7960(18) . ?
O1 S1 1.4928(14) . ?

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 C6 120.57(16) . . ?
C2 C1 S1 125.24(13) . . ?
C6 C1 S1 114.18(13) . . ?
C1 C2 C3 119.87(17) . . ?
C1 C2 Br1 120.26(13) . . ?
C3 C2 Br1 119.87(14) . . ?
C4 C3 C2 118.98(18) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 122.30(17) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 118.09(17) . . ?
C6 C5 H5 121 . . ?
C4 C5 H5 121 . . ?
C5 C6 C1 120.17(17) . . ?
C5 C6 C7 128.11(17) . . ?
C1 C6 C7 111.72(15) . . ?
C8 C7 C12 120.10(17) . . ?
C8 C7 C6 128.36(17) . . ?
C12 C7 C6 111.54(15) . . ?
C7 C8 C9 118.47(18) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C10 C9 C8 121.58(18) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C11 C10 C9 119.41(18) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 119.79(17) . . ?
C12 C11 Br2 120.15(14) . . ?
C10 C11 Br2 120.03(14) . . ?
C11 C12 C7 120.63(17) . . ?
C11 C12 S1 125.14(14) . . ?
C7 C12 S1 114.23(13) . . ?
O1 S1 C1 109.12(8) . . ?
O1 S1 C12 109.16(8) . . ?
C1 S1 C12 88.32(8) . . ?

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 -1.4(3) . . . . ?
S1 C1 C2 C3 179.77(14) . . . . ?
C6 C1 C2 Br1 178.24(13) . . . . ?
S1 C1 C2 Br1 -0.6(2) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
Br1 C2 C3 C4 -178.99(15) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C5 C6 C7 179.00(18) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
S1 C1 C6 C5 -179.77(14) . . . . ?
C2 C1 C6 C7 -178.22(15) . . . . ?
S1 C1 C6 C7 0.76(19) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C1 C6 C7 C8 179.70(17) . . . . ?
C5 C6 C7 C12 179.74(17) . . . . ?
C1 C6 C7 C12 -0.9(2) . . . . ?
C12 C7 C8 C9 -1.3(3) . . . . ?
C6 C7 C8 C9 178.12(17) . . . . ?
C7 C8 C9 C10 1.4(3) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C9 C10 C11 Br2 -178.66(14) . . . . ?
C10 C11 C12 C7 0.7(3) . . . . ?
Br2 C11 C12 C7 178.75(13) . . . . ?
C10 C11 C12 S1 -179.09(14) . . . . ?
Br2 C11 C12 S1 -1.1(2) . . . . ?
C8 C7 C12 C11 0.2(3) . . . . ?
C6 C7 C12 C11 -179.26(16) . . . . ?
C8 C7 C12 S1 -179.92(13) . . . . ?
C6 C7 C12 S1 0.59(19) . . . . ?
C2 C1 S1 O1 -71.73(17) . . . . ?
C6 C1 S1 O1 109.34(14) . . . . ?
C2 C1 S1 C12 178.56(16) . . . . ?
C6 C1 S1 C12 -0.37(14) . . . . ?
C11 C12 S1 O1 70.02(17) . . . . ?
C7 C12 S1 O1 -109.81(14) . . . . ?
C11 C12 S1 C1 179.69(16) . . . . ?
C7 C12 S1 C1 -0.14(14) . . . . ?




# END of CIF

data_Br2-OTO


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety 		'C12 H6 Br2 O2 S'
_chemical_formula_sum                   'C12 H6 Br2 O2 S'
_chemical_formula_weight                374.03

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting                  monoclinic
_symmetry_space_group_name_H-M          'P 21/c'
_symmetry_space_group_name_Hall         '-P 2ybc'
_symmetry_Int_Tables_number             14
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                          14.908(6)
_cell_length_b                          14.778(9)
_cell_length_c                          11.443(4)
_cell_angle_alpha                       90
_cell_angle_beta                        109.731(10)
_cell_angle_gamma                       90
_cell_volume                            2373.0(19)
_cell_formula_units_Z                   8
_cell_measurement_temperature           193(2)
_cell_measurement_reflns_used      9883
_cell_measurement_theta_min        2.75
_cell_measurement_theta_max       25.86

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'block'
_exptl_crystal_colour            'orange'
_exptl_crystal_size_max                 0.16
_exptl_crystal_size_mid                 0.08
_exptl_crystal_size_min                 0.06
_exptl_crystal_density_diffrn           2.094
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    1440

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu           6.991
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details          'SADABS(Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min         0.5680         
_exptl_absorpt_correction_T_max    	 0.7453 

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature             193(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_source          'fine focus sealed tube'
_diffrn_radiation_monochromator   'triumph'
_diffrn_measurement_device_type   'Bruker D8 VENTURE PHOTON3'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_standards_number          0
_diffrn_standards_interval_count  0
_diffrn_standards_interval_time   0
_diffrn_standards_decay_%         0
_diffrn_reflns_av_R_equivalents         0.0582
_diffrn_reflns_av_unetI/netI            0.0327
_diffrn_reflns_number                   41559
_diffrn_reflns_limit_h_min              -18
_diffrn_reflns_limit_h_max              18
_diffrn_reflns_limit_k_min              -18
_diffrn_reflns_limit_k_max              18
_diffrn_reflns_limit_l_min              -14
_diffrn_reflns_limit_l_max              12
_diffrn_reflns_theta_min                2.757
_diffrn_reflns_theta_max                25.938
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_full
                                        0.999
_diffrn_measured_fraction_theta_max
                                        0.998
_diffrn_reflns_Laue_measured_fraction_full
                                        0.999
_diffrn_reflns_Laue_measured_fraction_max
                                        0.998
_diffrn_reflns_point_group_measured_fraction_full
                                        0.999
_diffrn_reflns_point_group_measured_fraction_max
                                        0.998
_reflns_Friedel_coverage                0
_reflns_number_total                    4603
_reflns_number_gt                       3749
_reflns_threshold_expression            'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement      'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics      'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                              'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary      'dual' 
_atom_sites_solution_secondary    'difmap' 

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number            2019/3
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            'w=1/[σ²(Fo²)+(0.0307P)²+4.4288P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment           constr
_refine_ls_extinction_method            none
_refine_ls_number_reflns                4603
_refine_ls_number_parameters            307
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0453
_refine_ls_R_factor_gt                  0.0325
_refine_ls_wR_factor_ref                0.0817
_refine_ls_wR_factor_gt                 0.0754
_refine_ls_goodness_of_fit_ref          1.033
_refine_ls_restrained_S_all             1.033
_refine_ls_shift/su_max                 0.003
_refine_ls_shift/su_mean                0
_refine_diff_density_max                1.388
_refine_diff_density_min                -1.064
_refine_diff_density_rms                0.083

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Br Br -0.2901 2.4595 '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'

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
Br1 Br 0.80036(3) 0.40893(3) 0.31552(4) 0.04542(13) Uani 1 1 d . . . . .
Br2 Br 0.84942(3) 0.32302(3) 0.98768(4) 0.04627(13) Uani 1 1 d . . . . .
Br3 Br 0.73116(4) 0.79621(3) 0.65101(4) 0.05190(14) Uani 1 1 d . . . . .
Br4 Br 0.59379(5) 0.41956(4) 1.00213(5) 0.06895(18) Uani 1 1 d . . . . .
C1 C 0.8608(3) 0.4833(2) 0.5594(3) 0.0277(8) Uani 1 1 d . . . . .
C2 C 0.8593(3) 0.4958(3) 0.4387(3) 0.0312(8) Uani 1 1 d . . . . .
C3 C 0.8998(3) 0.5716(3) 0.4080(4) 0.0367(9) Uani 1 1 d . . . . .
H3 H 0.899418 0.579749 0.32545 0.044 Uiso 1 1 calc R U . . .
C4 C 0.9411(3) 0.6361(3) 0.4976(4) 0.0369(9) Uani 1 1 d . . . . .
H4 H 0.970694 0.687752 0.477095 0.044 Uiso 1 1 calc R U . . .
C5 C 0.9396(3) 0.6257(3) 0.6171(4) 0.0341(8) Uani 1 1 d . . . . .
H5 H 0.966803 0.671109 0.677436 0.041 Uiso 1 1 calc R U . . .
C6 C 0.8984(3) 0.5487(2) 0.6502(3) 0.0278(8) Uani 1 1 d . . . . .
C7 C 0.8912(2) 0.5369(2) 0.7751(3) 0.0272(7) Uani 1 1 d . . . . .
C8 C 0.8991(3) 0.6104(3) 0.8552(3) 0.0338(8) Uani 1 1 d . . . . .
H8 H 0.910086 0.669358 0.829794 0.041 Uiso 1 1 calc R U . . .
C9 C 0.8910(3) 0.5981(3) 0.9706(4) 0.0409(10) Uani 1 1 d . . . . .
H9 H 0.897222 0.648787 1.023838 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8741(3) 0.5136(3) 1.0105(4) 0.0395(10) Uani 1 1 d . . . . .
H10 H 0.868167 0.505762 1.089967 0.047 Uiso 1 1 calc R U . . .
C11 C 0.8661(3) 0.4406(3) 0.9318(3) 0.0327(8) Uani 1 1 d . . . . .
C12 C 0.8736(3) 0.4517(2) 0.8151(3) 0.0279(8) Uani 1 1 d . . . . .
C13 C 0.6618(3) 0.6155(2) 0.6343(3) 0.0282(8) Uani 1 1 d . . . . .
C14 C 0.6842(3) 0.6861(3) 0.5692(4) 0.0333(8) Uani 1 1 d . . . . .
C15 C 0.6752(3) 0.6760(3) 0.4462(4) 0.0376(9) Uani 1 1 d . . . . .
H15 H 0.691483 0.724194 0.402256 0.045 Uiso 1 1 calc R U . . .
C16 C 0.6419(3) 0.5946(3) 0.3873(4) 0.0391(9) Uani 1 1 d . . . . .
H16 H 0.633665 0.587458 0.301819 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6206(3) 0.5238(3) 0.4525(4) 0.0355(9) Uani 1 1 d . . . . .
H17 H 0.598209 0.468351 0.410923 0.043 Uiso 1 1 calc R U . . .
C18 C 0.6311(2) 0.5320(2) 0.5779(3) 0.0279(8) Uani 1 1 d . . . . .
C19 C 0.6162(3) 0.4561(2) 0.6521(3) 0.0303(8) Uani 1 1 d . . . . .
C20 C 0.6073(3) 0.3668(3) 0.6090(4) 0.0433(10) Uani 1 1 d . . . . .
H20 H 0.611072 0.354459 0.529318 0.052 Uiso 1 1 calc R U . . .
C21 C 0.5931(4) 0.2970(3) 0.6792(5) 0.0523(12) Uani 1 1 d . . . . .
H21 H 0.586591 0.23718 0.646952 0.063 Uiso 1 1 calc R U . . .
C22 C 0.5882(3) 0.3115(3) 0.7955(5) 0.0500(11) Uani 1 1 d . . . . .
H22 H 0.577717 0.262631 0.843326 0.06 Uiso 1 1 calc R U . . .
C23 C 0.5987(3) 0.3984(3) 0.8409(4) 0.0409(10) Uani 1 1 d . . . . .
C24 C 0.6114(3) 0.4703(2) 0.7703(3) 0.0313(8) Uani 1 1 d . . . . .
O1 O 0.9679(2) 0.33199(17) 0.7370(2) 0.0360(6) Uani 1 1 d . . . . .
O2 O 0.81942(18) 0.40491(16) 0.5854(2) 0.0308(6) Uani 1 1 d . . . . .
O3 O 0.5104(2) 0.61500(19) 0.7637(3) 0.0440(7) Uani 1 1 d . . . . .
O4 O 0.6761(2) 0.62944(17) 0.7605(2) 0.0374(6) Uani 1 1 d . . . . .
S1 S 0.86854(7) 0.35402(6) 0.72101(8) 0.0301(2) Uani 1 1 d . . . . .
S2 S 0.60750(7) 0.58274(6) 0.82740(9) 0.0352(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Br1 C2 1.890(4) . ?
Br2 C11 1.897(4) . ?
Br3 C14 1.890(4) . ?
Br4 C23 1.897(4) . ?
C1 C2 1.386(5) . ?
C1 O2 1.390(4) . ?
C1 C6 1.392(5) . ?
C2 C3 1.374(6) . ?
C3 C4 1.383(6) . ?
C3 H3 0.95 . ?
C4 C5 1.383(6) . ?
C4 H4 0.95 . ?
C5 C6 1.405(5) . ?
C5 H5 0.95 . ?
C6 C7 1.479(5) . ?
C7 C12 1.395(5) . ?
C7 C8 1.401(5) . ?
C8 C9 1.377(6) . ?
C8 H8 0.95 . ?
C9 C10 1.382(6) . ?
C9 H9 0.95 . ?
C10 C11 1.385(6) . ?
C10 H10 0.95 . ?
C11 C12 1.387(5) . ?
C12 S1 1.786(4) . ?
C13 C14 1.387(5) . ?
C13 C18 1.396(5) . ?
C13 O4 1.403(4) . ?
C14 C15 1.375(5) . ?
C15 C16 1.386(6) . ?
C15 H15 0.95 . ?
C16 C17 1.382(6) . ?
C16 H16 0.95 . ?
C17 C18 1.395(5) . ?
C17 H17 0.95 . ?
C18 C19 1.468(5) . ?
C19 C24 1.395(5) . ?
C19 C20 1.400(5) . ?
C20 C21 1.368(6) . ?
C20 H20 0.95 . ?
C21 C22 1.374(7) . ?
C21 H21 0.95 . ?
C22 C23 1.375(6) . ?
C22 H22 0.95 . ?
C23 C24 1.386(5) . ?
C24 S2 1.793(4) . ?
O1 S1 1.467(3) . ?
O2 S1 1.656(3) . ?
O3 S2 1.464(3) . ?
O4 S2 1.624(3) . ?

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 O2 117.8(3) . . ?
C2 C1 C6 121.2(3) . . ?
O2 C1 C6 121.0(3) . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 Br1 119.8(3) . . ?
C1 C2 Br1 119.9(3) . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.3(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 117.7(3) . . ?
C1 C6 C7 119.8(3) . . ?
C5 C6 C7 122.5(3) . . ?
C12 C7 C8 118.0(3) . . ?
C12 C7 C6 120.4(3) . . ?
C8 C7 C6 121.6(3) . . ?
C9 C8 C7 120.7(4) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 121.4(4) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C11 118.3(4) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C10 C11 C12 121.2(4) . . ?
C10 C11 Br2 119.1(3) . . ?
C12 C11 Br2 119.7(3) . . ?
C11 C12 C7 120.5(3) . . ?
C11 C12 S1 118.9(3) . . ?
C7 C12 S1 120.4(3) . . ?
C14 C13 C18 121.2(3) . . ?
C14 C13 O4 117.5(3) . . ?
C18 C13 O4 121.2(3) . . ?
C15 C14 C13 120.6(4) . . ?
C15 C14 Br3 119.5(3) . . ?
C13 C14 Br3 119.9(3) . . ?
C14 C15 C16 119.2(4) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 120.3(4) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 121.5(4) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C13 117.3(3) . . ?
C17 C18 C19 122.8(3) . . ?
C13 C18 C19 119.8(3) . . ?
C24 C19 C20 117.0(4) . . ?
C24 C19 C18 120.9(3) . . ?
C20 C19 C18 122.1(4) . . ?
C21 C20 C19 121.3(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 121.4(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C21 C22 C23 118.4(4) . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
C22 C23 C24 121.1(4) . . ?
C22 C23 Br4 119.0(3) . . ?
C24 C23 Br4 119.9(3) . . ?
C23 C24 C19 120.8(4) . . ?
C23 C24 S2 118.1(3) . . ?
C19 C24 S2 120.8(3) . . ?
C1 O2 S1 119.4(2) . . ?
C13 O4 S2 121.5(2) . . ?
O1 S1 O2 109.02(15) . . ?
O1 S1 C12 105.57(16) . . ?
O2 S1 C12 96.51(15) . . ?
O3 S2 O4 107.57(17) . . ?
O3 S2 C24 105.57(17) . . ?
O4 S2 C24 96.84(16) . . ?

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
O2 C1 C2 C3 -179.5(3) . . . . ?
C6 C1 C2 C3 3.4(5) . . . . ?
O2 C1 C2 Br1 1.2(4) . . . . ?
C6 C1 C2 Br1 -175.9(3) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
Br1 C2 C3 C4 178.6(3) . . . . ?
C2 C3 C4 C5 -1.7(6) . . . . ?
C3 C4 C5 C6 1.6(6) . . . . ?
C2 C1 C6 C5 -3.5(5) . . . . ?
O2 C1 C6 C5 179.5(3) . . . . ?
C2 C1 C6 C7 174.6(3) . . . . ?
O2 C1 C6 C7 -2.4(5) . . . . ?
C4 C5 C6 C1 1.0(5) . . . . ?
C4 C5 C6 C7 -177.1(3) . . . . ?
C1 C6 C7 C12 19.0(5) . . . . ?
C5 C6 C7 C12 -163.0(3) . . . . ?
C1 C6 C7 C8 -159.2(3) . . . . ?
C5 C6 C7 C8 18.8(5) . . . . ?
C12 C7 C8 C9 0.9(5) . . . . ?
C6 C7 C8 C9 179.2(4) . . . . ?
C7 C8 C9 C10 -0.6(6) . . . . ?
C8 C9 C10 C11 0.5(6) . . . . ?
C9 C10 C11 C12 -0.7(6) . . . . ?
C9 C10 C11 Br2 176.8(3) . . . . ?
C10 C11 C12 C7 1.1(6) . . . . ?
Br2 C11 C12 C7 -176.5(3) . . . . ?
C10 C11 C12 S1 176.9(3) . . . . ?
Br2 C11 C12 S1 -0.6(4) . . . . ?
C8 C7 C12 C11 -1.1(5) . . . . ?
C6 C7 C12 C11 -179.5(3) . . . . ?
C8 C7 C12 S1 -176.9(3) . . . . ?
C6 C7 C12 S1 4.8(5) . . . . ?
C18 C13 C14 C15 1.1(6) . . . . ?
O4 C13 C14 C15 177.7(3) . . . . ?
C18 C13 C14 Br3 -177.1(3) . . . . ?
O4 C13 C14 Br3 -0.5(5) . . . . ?
C13 C14 C15 C16 1.0(6) . . . . ?
Br3 C14 C15 C16 179.1(3) . . . . ?
C14 C15 C16 C17 -1.7(6) . . . . ?
C15 C16 C17 C18 0.4(6) . . . . ?
C16 C17 C18 C13 1.6(5) . . . . ?
C16 C17 C18 C19 -175.2(3) . . . . ?
C14 C13 C18 C17 -2.3(5) . . . . ?
O4 C13 C18 C17 -178.8(3) . . . . ?
C14 C13 C18 C19 174.5(3) . . . . ?
O4 C13 C18 C19 -2.0(5) . . . . ?
C17 C18 C19 C24 -168.9(4) . . . . ?
C13 C18 C19 C24 14.5(5) . . . . ?
C17 C18 C19 C20 11.8(6) . . . . ?
C13 C18 C19 C20 -164.9(4) . . . . ?
C24 C19 C20 C21 0.8(6) . . . . ?
C18 C19 C20 C21 -179.8(4) . . . . ?
C19 C20 C21 C22 -0.7(7) . . . . ?
C20 C21 C22 C23 -0.6(8) . . . . ?
C21 C22 C23 C24 1.8(7) . . . . ?
C21 C22 C23 Br4 -179.2(4) . . . . ?
C22 C23 C24 C19 -1.7(6) . . . . ?
Br4 C23 C24 C19 179.3(3) . . . . ?
C22 C23 C24 S2 171.3(4) . . . . ?
Br4 C23 C24 S2 -7.7(5) . . . . ?
C20 C19 C24 C23 0.4(6) . . . . ?
C18 C19 C24 C23 -179.0(4) . . . . ?
C20 C19 C24 S2 -172.4(3) . . . . ?
C18 C19 C24 S2 8.2(5) . . . . ?
C2 C1 O2 S1 143.4(3) . . . . ?
C6 C1 O2 S1 -39.5(4) . . . . ?
C14 C13 O4 S2 147.2(3) . . . . ?
C18 C13 O4 S2 -36.2(5) . . . . ?
C1 O2 S1 O1 -56.8(3) . . . . ?
C1 O2 S1 C12 52.1(3) . . . . ?
C11 C12 S1 O1 -98.9(3) . . . . ?
C7 C12 S1 O1 76.9(3) . . . . ?
C11 C12 S1 O2 149.2(3) . . . . ?
C7 C12 S1 O2 -34.9(3) . . . . ?
C13 O4 S2 O3 -60.3(3) . . . . ?
C13 O4 S2 C24 48.5(3) . . . . ?
C23 C24 S2 O3 -97.3(3) . . . . ?
C19 C24 S2 O3 75.7(3) . . . . ?
C23 C24 S2 O4 152.3(3) . . . . ?
C19 C24 S2 O4 -34.7(3) . . . . ?



# END of CIF

data_(o-Br)2-DBTO2

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety 		'C12 H6 Br2 O2 S'
_chemical_formula_sum                   'C12 H6 Br2 O2 S'
_chemical_formula_weight                374.03

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting                  triclinic
_symmetry_space_group_name_H-M          'P -1'
_symmetry_space_group_name_Hall         '-P 1'
_symmetry_Int_Tables_number             2
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                          7.7340(9)
_cell_length_b                          12.7252(16)
_cell_length_c                          13.8282(18)
_cell_angle_alpha                       116.240(4)
_cell_angle_beta                        99.561(5)
_cell_angle_gamma                       97.142(5)
_cell_volume                            1173.3(3)
_cell_formula_units_Z                   4
_cell_measurement_temperature           193(2)
_cell_measurement_reflns_used      9891
_cell_measurement_theta_min        2.94
_cell_measurement_theta_max       31.99

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'plate'
_exptl_crystal_colour            'colourless'
_exptl_crystal_size_max                 0.18
_exptl_crystal_size_mid                 0.08
_exptl_crystal_size_min                 0.02
_exptl_crystal_density_diffrn           2.117
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    720

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu           7.071
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details          'SADABS(Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min          0.4981           
_exptl_absorpt_correction_T_max    	 0.7465

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature             193(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_source          'fine focus sealed tube'
_diffrn_radiation_monochromator   'triumph'
_diffrn_measurement_device_type   'Bruker D8 VENTURE PHOTON3'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_standards_number          0
_diffrn_standards_interval_count  0
_diffrn_standards_interval_time   0
_diffrn_standards_decay_%         0
_diffrn_reflns_av_R_equivalents         0.0525
_diffrn_reflns_av_unetI/netI            0.0413
_diffrn_reflns_number                   47884
_diffrn_reflns_limit_h_min              -11
_diffrn_reflns_limit_h_max              11
_diffrn_reflns_limit_k_min              -19
_diffrn_reflns_limit_k_max              19
_diffrn_reflns_limit_l_min              -21
_diffrn_reflns_limit_l_max              21
_diffrn_reflns_theta_min                2.74
_diffrn_reflns_theta_max                33.224
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_full
                                        0.999
_diffrn_measured_fraction_theta_max
                                        0.991
_diffrn_reflns_Laue_measured_fraction_full
                                        0.999
_diffrn_reflns_Laue_measured_fraction_max
                                        0.991
_diffrn_reflns_point_group_measured_fraction_full
                                        0.999
_diffrn_reflns_point_group_measured_fraction_max
                                        0.991
_reflns_Friedel_coverage                0
_reflns_number_total                    8940
_reflns_number_gt                       6519
_reflns_threshold_expression            'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement      'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics      'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                              'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary      'dual' 
_atom_sites_solution_secondary    'difmap'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number            2019/3
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            'w=1/[σ²(Fo²)+(0.0271P)²+0.3607P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment           constr
_refine_ls_extinction_method            none
_refine_ls_number_reflns                8940
_refine_ls_number_parameters            307
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0547
_refine_ls_R_factor_gt                  0.0308
_refine_ls_wR_factor_ref                0.071
_refine_ls_wR_factor_gt                 0.0632
_refine_ls_goodness_of_fit_ref          1.002
_refine_ls_restrained_S_all             1.002
_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.454
_refine_diff_density_min                -0.846
_refine_diff_density_rms                0.101

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Br Br -0.2901 2.4595 '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'

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
C1 C -0.0184(3) 0.15162(18) 0.44921(16) 0.0209(4) Uani 1 1 d . . . . .
C2 C -0.0414(3) 0.02848(19) 0.38295(17) 0.0239(4) Uani 1 1 d . . . . .
C3 C -0.2145(3) -0.0424(2) 0.33388(18) 0.0290(4) Uani 1 1 d . . . . .
H3 H -0.232694 -0.126478 0.287401 0.035 Uiso 1 1 calc R U . . .
C4 C -0.3603(3) 0.0093(2) 0.35260(19) 0.0313(5) Uani 1 1 d . . . . .
H4 H -0.478282 -0.040231 0.319118 0.038 Uiso 1 1 calc R U . . .
C5 C -0.3388(3) 0.1321(2) 0.41927(19) 0.0280(4) Uani 1 1 d . . . . .
H5 H -0.440692 0.166246 0.431601 0.034 Uiso 1 1 calc R U . . .
C6 C -0.1659(3) 0.20432(18) 0.46765(17) 0.0217(4) Uani 1 1 d . . . . .
C7 C -0.1120(3) 0.33584(18) 0.53858(17) 0.0214(4) Uani 1 1 d . . . . .
C8 C -0.2235(3) 0.4157(2) 0.57311(19) 0.0267(4) Uani 1 1 d . . . . .
H8 H -0.3503 0.387278 0.553249 0.032 Uiso 1 1 calc R U . . .
C9 C -0.1461(3) 0.5384(2) 0.6375(2) 0.0304(5) Uani 1 1 d . . . . .
H9 H -0.221469 0.593645 0.660829 0.037 Uiso 1 1 calc R U . . .
C10 C 0.0394(3) 0.5811(2) 0.66814(19) 0.0299(5) Uani 1 1 d . . . . .
H10 H 0.089849 0.664897 0.711834 0.036 Uiso 1 1 calc R U . . .
C11 C 0.1501(3) 0.50137(19) 0.63482(17) 0.0246(4) Uani 1 1 d . . . . .
C12 C 0.0740(3) 0.37979(18) 0.57028(16) 0.0211(4) Uani 1 1 d . . . . .
C13 C 0.9439(3) 0.18864(17) 0.04942(16) 0.0205(4) Uani 1 1 d . . . . .
C14 C 0.9282(3) 0.12757(18) 0.11004(17) 0.0224(4) Uani 1 1 d . . . . .
C15 C 1.0828(3) 0.1112(2) 0.16348(18) 0.0276(4) Uani 1 1 d . . . . .
H15 H 1.074552 0.070107 0.206106 0.033 Uiso 1 1 calc R U . . .
C16 C 1.2494(3) 0.1550(2) 0.15458(18) 0.0283(4) Uani 1 1 d . . . . .
H16 H 1.354549 0.143287 0.191444 0.034 Uiso 1 1 calc R U . . .
C17 C 1.2663(3) 0.21576(19) 0.09283(18) 0.0256(4) Uani 1 1 d . . . . .
H17 H 1.38122 0.24494 0.087004 0.031 Uiso 1 1 calc R U . . .
C18 C 1.1118(2) 0.23271(17) 0.04007(16) 0.0207(4) Uani 1 1 d . . . . .
C19 C 1.0989(3) 0.29533(18) -0.02822(16) 0.0210(4) Uani 1 1 d . . . . .
C20 C 1.2392(3) 0.3506(2) -0.05244(19) 0.0272(4) Uani 1 1 d . . . . .
H20 H 1.360252 0.350624 -0.024935 0.033 Uiso 1 1 calc R U . . .
C21 C 1.1995(3) 0.4060(2) -0.1176(2) 0.0308(5) Uani 1 1 d . . . . .
H21 H 1.294835 0.445556 -0.133423 0.037 Uiso 1 1 calc R U . . .
C22 C 1.0234(3) 0.4048(2) -0.16013(18) 0.0283(4) Uani 1 1 d . . . . .
H22 H 0.999049 0.44355 -0.204282 0.034 Uiso 1 1 calc R U . . .
C23 C 0.8823(3) 0.34686(19) -0.13817(17) 0.0236(4) Uani 1 1 d . . . . .
C24 C 0.9214(3) 0.29405(18) -0.07129(16) 0.0208(4) Uani 1 1 d . . . . .
Br1 Br 0.15849(3) -0.04166(2) 0.35932(2) 0.03267(6) Uani 1 1 d . . . . .
Br2 Br 0.40178(3) 0.55888(2) 0.67732(2) 0.04017(7) Uani 1 1 d . . . . .
Br3 Br 0.70146(3) 0.06858(2) 0.12336(2) 0.03066(6) Uani 1 1 d . . . . .
Br4 Br 0.64235(3) 0.33481(2) -0.20569(2) 0.03413(6) Uani 1 1 d . . . . .
O1 O 0.2808(2) 0.27006(14) 0.43985(13) 0.0291(3) Uani 1 1 d . . . . .
O2 O 0.2872(2) 0.24892(15) 0.60822(14) 0.0333(4) Uani 1 1 d . . . . .
O3 O 0.6814(2) 0.30329(14) 0.04658(13) 0.0293(3) Uani 1 1 d . . . . .
O4 O 0.6570(2) 0.11050(14) -0.11851(13) 0.0301(3) Uani 1 1 d . . . . .
S1 S 0.18721(6) 0.26140(4) 0.51833(4) 0.02177(10) Uani 1 1 d . . . . .
S2 S 0.76828(6) 0.21962(5) -0.02680(4) 0.02079(9) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 1.391(3) . ?
C1 C6 1.397(3) . ?
C1 S1 1.776(2) . ?
C2 C3 1.387(3) . ?
C2 Br1 1.883(2) . ?
C3 C4 1.379(3) . ?
C3 H3 0.95 . ?
C4 C5 1.389(3) . ?
C4 H4 0.95 . ?
C5 C6 1.390(3) . ?
C5 H5 0.95 . ?
C6 C7 1.475(3) . ?
C7 C8 1.389(3) . ?
C7 C12 1.396(3) . ?
C8 C9 1.397(3) . ?
C8 H8 0.95 . ?
C9 C10 1.390(3) . ?
C9 H9 0.95 . ?
C10 C11 1.382(3) . ?
C10 H10 0.95 . ?
C11 C12 1.384(3) . ?
C11 Br2 1.886(2) . ?
C12 S1 1.770(2) . ?
C13 C14 1.381(3) . ?
C13 C18 1.399(3) . ?
C13 S2 1.771(2) . ?
C14 C15 1.387(3) . ?
C14 Br3 1.8909(19) . ?
C15 C16 1.386(3) . ?
C15 H15 0.95 . ?
C16 C17 1.393(3) . ?
C16 H16 0.95 . ?
C17 C18 1.386(3) . ?
C17 H17 0.95 . ?
C18 C19 1.480(3) . ?
C19 C20 1.388(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.389(3) . ?
C20 H20 0.95 . ?
C21 C22 1.386(3) . ?
C21 H21 0.95 . ?
C22 C23 1.391(3) . ?
C22 H22 0.95 . ?
C23 C24 1.380(3) . ?
C23 Br4 1.889(2) . ?
C24 S2 1.7768(19) . ?
O1 S1 1.4355(15) . ?
O2 S1 1.4330(16) . ?
O3 S2 1.4368(16) . ?
O4 S2 1.4352(16) . ?

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 C6 121.21(18) . . ?
C2 C1 S1 127.64(16) . . ?
C6 C1 S1 111.15(15) . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 Br1 120.24(16) . . ?
C1 C2 Br1 120.84(15) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120 . . ?
C2 C3 H3 120 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 119.34(19) . . ?
C5 C6 C7 128.18(19) . . ?
C1 C6 C7 112.47(17) . . ?
C8 C7 C12 119.37(19) . . ?
C8 C7 C6 127.58(18) . . ?
C12 C7 C6 113.04(17) . . ?
C7 C8 C9 118.9(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 119.8(2) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 119.25(19) . . ?
C10 C11 Br2 119.91(16) . . ?
C12 C11 Br2 120.84(15) . . ?
C11 C12 C7 121.49(18) . . ?
C11 C12 S1 127.43(15) . . ?
C7 C12 S1 111.07(15) . . ?
C14 C13 C18 121.29(18) . . ?
C14 C13 S2 127.55(15) . . ?
C18 C13 S2 111.14(15) . . ?
C13 C14 C15 118.97(18) . . ?
C13 C14 Br3 121.36(15) . . ?
C15 C14 Br3 119.67(15) . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.5(2) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C16 118.56(19) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C17 C18 C13 119.78(19) . . ?
C17 C18 C19 127.53(18) . . ?
C13 C18 C19 112.69(17) . . ?
C20 C19 C24 119.86(19) . . ?
C20 C19 C18 127.36(18) . . ?
C24 C19 C18 112.77(16) . . ?
C19 C20 C21 118.7(2) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C22 C21 C20 121.3(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120 . . ?
C23 C22 H22 120 . . ?
C24 C23 C22 118.87(19) . . ?
C24 C23 Br4 121.29(15) . . ?
C22 C23 Br4 119.77(16) . . ?
C23 C24 C19 121.18(17) . . ?
C23 C24 S2 127.85(15) . . ?
C19 C24 S2 110.97(14) . . ?
O2 S1 O1 117.51(10) . . ?
O2 S1 C12 110.16(10) . . ?
O1 S1 C12 111.40(9) . . ?
O2 S1 C1 111.69(10) . . ?
O1 S1 C1 111.03(9) . . ?
C12 S1 C1 92.23(9) . . ?
O4 S2 O3 117.92(10) . . ?
O4 S2 C13 110.81(10) . . ?
O3 S2 C13 110.88(9) . . ?
O4 S2 C24 111.47(9) . . ?
O3 S2 C24 110.48(9) . . ?
C13 S2 C24 92.40(9) . . ?

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 0.6(3) . . . . ?
S1 C1 C2 C3 -178.54(16) . . . . ?
C6 C1 C2 Br1 -179.66(15) . . . . ?
S1 C1 C2 Br1 1.2(3) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
Br1 C2 C3 C4 179.21(17) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C4 C5 C6 C7 178.5(2) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
S1 C1 C6 C5 179.56(16) . . . . ?
C2 C1 C6 C7 -179.03(18) . . . . ?
S1 C1 C6 C7 0.2(2) . . . . ?
C5 C6 C7 C8 0.7(4) . . . . ?
C1 C6 C7 C8 180.0(2) . . . . ?
C5 C6 C7 C12 -178.1(2) . . . . ?
C1 C6 C7 C12 1.2(2) . . . . ?
C12 C7 C8 C9 0.9(3) . . . . ?
C6 C7 C8 C9 -177.8(2) . . . . ?
C7 C8 C9 C10 -0.6(3) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C9 C10 C11 Br2 -179.43(17) . . . . ?
C10 C11 C12 C7 -0.4(3) . . . . ?
Br2 C11 C12 C7 179.71(15) . . . . ?
C10 C11 C12 S1 -179.79(17) . . . . ?
Br2 C11 C12 S1 0.3(3) . . . . ?
C8 C7 C12 C11 -0.4(3) . . . . ?
C6 C7 C12 C11 178.49(18) . . . . ?
C8 C7 C12 S1 179.08(16) . . . . ?
C6 C7 C12 S1 -2.0(2) . . . . ?
C18 C13 C14 C15 0.8(3) . . . . ?
S2 C13 C14 C15 179.32(16) . . . . ?
C18 C13 C14 Br3 179.70(15) . . . . ?
S2 C13 C14 Br3 -1.7(3) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
Br3 C14 C15 C16 -179.57(16) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C13 -0.2(3) . . . . ?
C16 C17 C18 C19 179.3(2) . . . . ?
C14 C13 C18 C17 -0.3(3) . . . . ?
S2 C13 C18 C17 -179.12(16) . . . . ?
C14 C13 C18 C19 -179.93(18) . . . . ?
S2 C13 C18 C19 1.3(2) . . . . ?
C17 C18 C19 C20 -0.6(3) . . . . ?
C13 C18 C19 C20 179.0(2) . . . . ?
C17 C18 C19 C24 178.7(2) . . . . ?
C13 C18 C19 C24 -1.7(2) . . . . ?
C24 C19 C20 C21 1.3(3) . . . . ?
C18 C19 C20 C21 -179.4(2) . . . . ?
C19 C20 C21 C22 -1.3(3) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C21 C22 C23 C24 1.7(3) . . . . ?
C21 C22 C23 Br4 -175.11(17) . . . . ?
C22 C23 C24 C19 -1.7(3) . . . . ?
Br4 C23 C24 C19 175.14(15) . . . . ?
C22 C23 C24 S2 177.66(17) . . . . ?
Br4 C23 C24 S2 -5.5(3) . . . . ?
C20 C19 C24 C23 0.1(3) . . . . ?
C18 C19 C24 C23 -179.26(18) . . . . ?
C20 C19 C24 S2 -179.31(16) . . . . ?
C18 C19 C24 S2 1.3(2) . . . . ?
C11 C12 S1 O2 67.2(2) . . . . ?
C7 C12 S1 O2 -112.30(15) . . . . ?
C11 C12 S1 O1 -65.1(2) . . . . ?
C7 C12 S1 O1 115.44(15) . . . . ?
C11 C12 S1 C1 -178.7(2) . . . . ?
C7 C12 S1 C1 1.80(16) . . . . ?
C2 C1 S1 O2 -69.2(2) . . . . ?
C6 C1 S1 O2 111.62(16) . . . . ?
C2 C1 S1 O1 64.1(2) . . . . ?
C6 C1 S1 O1 -115.10(15) . . . . ?
C2 C1 S1 C12 178.05(19) . . . . ?
C6 C1 S1 C12 -1.13(16) . . . . ?
C14 C13 S2 O4 -65.1(2) . . . . ?
C18 C13 S2 O4 113.59(15) . . . . ?
C14 C13 S2 O3 67.8(2) . . . . ?
C18 C13 S2 O3 -113.48(15) . . . . ?
C14 C13 S2 C24 -179.16(19) . . . . ?
C18 C13 S2 C24 -0.48(16) . . . . ?
C23 C24 S2 O4 66.6(2) . . . . ?
C19 C24 S2 O4 -113.98(15) . . . . ?
C23 C24 S2 O3 -66.5(2) . . . . ?
C19 C24 S2 O3 112.86(15) . . . . ?
C23 C24 S2 C13 -179.9(2) . . . . ?
C19 C24 S2 C13 -0.50(16) . . . . ?



# END of CIF