# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20201230-yanhl-pl-zza-53
_database_code_depnum_ccdc_archive 'CCDC 2203132'
loop_
_audit_author_name
_audit_author_address
'Xiangnan Gong'
;Chongqing University
China
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_audit_creation_date             2020-12-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H12 Br2 O S'
_chemical_formula_sum            'C22 H12 Br2 O S'
_chemical_formula_weight         484.20
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.0277(5)
_cell_length_b                   10.4982(4)
_cell_length_c                   22.0586(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1859.02(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1905
_cell_measurement_temperature    295
_cell_measurement_theta_min      3.8790
_cell_measurement_theta_max      25.1730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.481
_exptl_absorpt_correction_T_min  0.62092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.27
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0728
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            7547
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.111
_diffrn_reflns_theta_min         3.383
_diffrn_ambient_temperature      295
_diffrn_detector_area_resol_mean 16.0892
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.676
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.797
_reflns_number_gt                3101
_reflns_number_total             4232
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 
;
 Flack x determined using 950 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0413P)²+1.5979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1236
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C17(H17), C16(H16), C15(H15), C21(H21), C22(H22), C8(H8), C7(H7),
 C14(H14), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 1.02927(12) 0.37158(9) 0.69086(5) 0.0472(3) Uani 1 1 d . . . . .
Br2 Br 0.69736(16) 0.70710(9) 0.56885(6) 0.0627(4) Uani 1 1 d . . . . .
S1 S 0.4115(3) 0.1897(2) 0.71069(11) 0.0441(6) Uani 1 1 d . . . . .
O1 O 0.7004(10) -0.0178(5) 0.6255(3) 0.0495(18) Uani 1 1 d . . . . .
C10 C 0.7131(11) 0.2068(7) 0.6095(3) 0.0336(19) Uani 1 1 d . . . . .
C18 C 0.6959(10) 0.1368(7) 0.7745(3) 0.0286(17) Uani 1 1 d . . . . .
C13 C 0.8315(11) 0.2167(7) 0.7740(3) 0.0306(18) Uani 1 1 d . . . . .
C12 C 0.8537(10) 0.2633(7) 0.7113(3) 0.0302(18) Uani 1 1 d . . . . .
C9 C 0.6901(13) 0.0865(8) 0.5873(4) 0.041(2) Uani 1 1 d . . . . .
C1 C 0.7018(12) 0.3128(7) 0.5679(4) 0.037(2) Uani 1 1 d . . . . .
C19 C 0.6261(10) 0.1291(7) 0.7114(3) 0.0307(17) Uani 1 1 d . . . . .
C2 C 0.7119(12) 0.4404(7) 0.5858(4) 0.037(2) Uani 1 1 d . . . . .
H2 H 0.729026 0.460924 0.626362 0.045 Uiso 1 1 calc R U . . .
C11 C 0.7388(10) 0.2137(6) 0.6746(3) 0.0275(17) Uani 1 1 d . . . . .
C17 C 0.6433(12) 0.0794(8) 0.8272(4) 0.040(2) Uani 1 1 d . . . . .
H17 H 0.552554 0.024328 0.826793 0.047 Uiso 1 1 calc R U . . .
C20 C 0.6218(11) -0.0096(7) 0.6829(4) 0.037(2) Uani 1 1 d . . . . .
H20 H 0.678301 -0.068046 0.710745 0.045 Uiso 1 1 calc R U . . .
C16 C 0.7253(14) 0.1038(9) 0.8803(4) 0.048(3) Uani 1 1 d . . . . .
H16 H 0.688667 0.067619 0.916358 0.058 Uiso 1 1 calc R U . . .
C15 C 0.8628(14) 0.1825(9) 0.8799(4) 0.050(3) Uani 1 1 d . . . . .
H15 H 0.920465 0.196565 0.915830 0.061 Uiso 1 1 calc R U . . .
C21 C 0.4419(15) -0.0471(9) 0.6791(4) 0.054(3) Uani 1 1 d . . . . .
H21 H 0.409966 -0.129630 0.669073 0.065 Uiso 1 1 calc R U . . .
C3 C 0.6963(15) 0.5354(8) 0.5431(4) 0.050(3) Uani 1 1 d . . . . .
C22 C 0.3344(14) 0.0398(9) 0.6903(4) 0.053(2) Uani 1 1 d . . . . .
H22 H 0.220577 0.023943 0.687771 0.064 Uiso 1 1 calc R U . . .
C6 C 0.6746(16) 0.2843(9) 0.5045(4) 0.054(3) Uani 1 1 d . . . . .
C8 C 0.6614(18) 0.0601(9) 0.5254(4) 0.062(3) Uani 1 1 d . . . . .
H8 H 0.644196 -0.022967 0.512134 0.075 Uiso 1 1 calc R U . . .
C7 C 0.6595(18) 0.1561(9) 0.4867(4) 0.066(4) Uani 1 1 d . . . . .
H7 H 0.647628 0.138044 0.445662 0.080 Uiso 1 1 calc R U . . .
C14 C 0.9175(13) 0.2419(8) 0.8266(4) 0.044(2) Uani 1 1 d . . . . .
H14 H 1.008817 0.296347 0.826795 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6769(18) 0.5096(9) 0.4830(4) 0.069(4) Uani 1 1 d . . . . .
H4 H 0.669213 0.575324 0.454878 0.083 Uiso 1 1 calc R U . . .
C5 C 0.669(2) 0.3864(10) 0.4651(5) 0.087(5) Uani 1 1 d . . . . .
H5 H 0.659429 0.369568 0.423852 0.104 Uiso 1 1 calc R U . . .


_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 C12 1.866(8) . ?
Br2 C3 1.890(8) . ?
S1 C19 1.836(8) . ?
S1 C22 1.750(9) . ?
O1 C9 1.384(10) . ?
O1 C20 1.417(10) . ?
C10 C9 1.367(10) . ?
C10 C1 1.446(10) . ?
C10 C11 1.451(10) . ?
C18 C13 1.374(11) . ?
C18 C19 1.503(10) . ?
C18 C17 1.377(10) . ?
C13 C12 1.477(11) . ?
C13 C14 1.376(11) . ?
C12 C11 1.334(11) . ?
C9 C8 1.413(12) . ?
C1 C2 1.398(10) . ?
C1 C6 1.448(12) . ?
C19 C11 1.506(10) . ?
C19 C20 1.587(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(11) . ?
C17 H17 0.9300 . ?
C17 C16 1.366(13) . ?
C20 H20 0.9800 . ?
C20 C21 1.499(13) . ?
C16 H16 0.9300 . ?
C16 C15 1.378(14) . ?
C15 H15 0.9300 . ?
C15 C14 1.401(13) . ?
C21 H21 0.9300 . ?
C21 C22 1.280(14) . ?
C3 C4 1.362(13) . ?
C22 H22 0.9300 . ?
C6 C7 1.407(12) . ?
C6 C5 1.380(13) . ?
C8 H8 0.9300 . ?
C8 C7 1.320(12) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.355(14) . ?
C5 H5 0.9300 . ?

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
C22 S1 C19 91.3(5) . . ?
C9 O1 C20 118.0(6) . . ?
C9 C10 C1 118.4(7) . . ?
C9 C10 C11 114.8(7) . . ?
C1 C10 C11 126.7(7) . . ?
C13 C18 C19 108.7(6) . . ?
C13 C18 C17 121.1(8) . . ?
C17 C18 C19 130.1(8) . . ?
C18 C13 C12 107.7(7) . . ?
C18 C13 C14 120.5(8) . . ?
C14 C13 C12 131.7(8) . . ?
C13 C12 Br1 121.3(6) . . ?
C11 C12 Br1 127.8(6) . . ?
C11 C12 C13 110.9(7) . . ?
O1 C9 C8 116.3(7) . . ?
C10 C9 O1 120.3(7) . . ?
C10 C9 C8 123.3(8) . . ?
C10 C1 C6 117.6(7) . . ?
C2 C1 C10 123.6(8) . . ?
C2 C1 C6 118.7(7) . . ?
C18 C19 S1 109.8(5) . . ?
C18 C19 C11 104.1(6) . . ?
C18 C19 C20 115.1(6) . . ?
C11 C19 S1 110.8(5) . . ?
C11 C19 C20 109.9(6) . . ?
C20 C19 S1 107.1(5) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.6(8) . . ?
C3 C2 H2 120.2 . . ?
C10 C11 C19 114.7(7) . . ?
C12 C11 C10 136.0(8) . . ?
C12 C11 C19 108.5(6) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.6(9) . . ?
C16 C17 H17 120.2 . . ?
O1 C20 C19 113.6(6) . . ?
O1 C20 H20 108.4 . . ?
O1 C20 C21 111.3(7) . . ?
C19 C20 H20 108.4 . . ?
C21 C20 C19 106.5(7) . . ?
C21 C20 H20 108.4 . . ?
C17 C16 H16 120.2 . . ?
C17 C16 C15 119.5(9) . . ?
C15 C16 H16 120.2 . . ?
C16 C15 H15 119.2 . . ?
C16 C15 C14 121.5(9) . . ?
C14 C15 H15 119.2 . . ?
C20 C21 H21 121.6 . . ?
C22 C21 C20 116.8(8) . . ?
C22 C21 H21 121.6 . . ?
C2 C3 Br2 119.0(7) . . ?
C4 C3 Br2 118.8(7) . . ?
C4 C3 C2 122.2(8) . . ?
S1 C22 H22 121.6 . . ?
C21 C22 S1 116.9(8) . . ?
C21 C22 H22 121.6 . . ?
C7 C6 C1 118.7(8) . . ?
C5 C6 C1 116.9(8) . . ?
C5 C6 C7 124.4(9) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 C9 118.5(8) . . ?
C7 C8 H8 120.8 . . ?
C6 C7 H7 118.3 . . ?
C8 C7 C6 123.3(9) . . ?
C8 C7 H7 118.3 . . ?
C13 C14 C15 117.7(9) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.6(9) . . ?
C5 C4 H4 120.7 . . ?
C6 C5 H5 118.1 . . ?
C4 C5 C6 123.8(9) . . ?
C4 C5 H5 118.1 . . ?

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
Br1 C12 C11 C10 9.4(13) . . . . ?
Br1 C12 C11 C19 178.3(5) . . . . ?
Br2 C3 C4 C5 -177.2(12) . . . . ?
S1 C19 C11 C10 -71.2(7) . . . . ?
S1 C19 C11 C12 117.2(6) . . . . ?
S1 C19 C20 O1 111.0(7) . . . . ?
S1 C19 C20 C21 -11.9(8) . . . . ?
O1 C9 C8 C7 -176.4(11) . . . . ?
O1 C20 C21 C22 -115.1(10) . . . . ?
C10 C9 C8 C7 1(2) . . . . ?
C10 C1 C2 C3 -178.7(10) . . . . ?
C10 C1 C6 C7 0.4(17) . . . . ?
C10 C1 C6 C5 -178.1(12) . . . . ?
C18 C13 C12 Br1 -178.3(5) . . . . ?
C18 C13 C12 C11 -0.7(9) . . . . ?
C18 C13 C14 C15 0.5(12) . . . . ?
C18 C19 C11 C10 170.7(6) . . . . ?
C18 C19 C11 C12 -0.8(8) . . . . ?
C18 C19 C20 O1 -126.6(7) . . . . ?
C18 C19 C20 C21 110.5(8) . . . . ?
C18 C17 C16 C15 -2.0(13) . . . . ?
C13 C18 C19 S1 -118.3(6) . . . . ?
C13 C18 C19 C11 0.4(8) . . . . ?
C13 C18 C19 C20 120.7(7) . . . . ?
C13 C18 C17 C16 1.1(13) . . . . ?
C13 C12 C11 C10 -168.0(8) . . . . ?
C13 C12 C11 C19 0.9(9) . . . . ?
C12 C13 C14 C15 179.2(8) . . . . ?
C9 O1 C20 C19 -34.0(11) . . . . ?
C9 O1 C20 C21 86.2(9) . . . . ?
C9 C10 C1 C2 175.6(10) . . . . ?
C9 C10 C1 C6 -2.9(14) . . . . ?
C9 C10 C11 C12 125.9(10) . . . . ?
C9 C10 C11 C19 -42.5(11) . . . . ?
C9 C8 C7 C6 -4(2) . . . . ?
C1 C10 C9 O1 179.8(9) . . . . ?
C1 C10 C9 C8 2.2(16) . . . . ?
C1 C10 C11 C12 -57.3(14) . . . . ?
C1 C10 C11 C19 134.3(9) . . . . ?
C1 C2 C3 Br2 176.4(8) . . . . ?
C1 C2 C3 C4 -2.3(18) . . . . ?
C1 C6 C7 C8 3(2) . . . . ?
C1 C6 C5 C4 -4(2) . . . . ?
C19 S1 C22 C21 -5.3(9) . . . . ?
C19 C18 C13 C12 0.1(8) . . . . ?
C19 C18 C13 C14 179.1(7) . . . . ?
C19 C18 C17 C16 -178.2(8) . . . . ?
C19 C20 C21 C22 9.2(12) . . . . ?
C2 C1 C6 C7 -178.2(11) . . . . ?
C2 C1 C6 C5 3.3(17) . . . . ?
C2 C3 C4 C5 1(2) . . . . ?
C11 C10 C9 O1 -3.2(14) . . . . ?
C11 C10 C9 C8 179.3(10) . . . . ?
C11 C10 C1 C2 -1.1(15) . . . . ?
C11 C10 C1 C6 -179.6(10) . . . . ?
C11 C19 C20 O1 -9.5(10) . . . . ?
C11 C19 C20 C21 -132.3(7) . . . . ?
C17 C18 C13 C12 -179.3(7) . . . . ?
C17 C18 C13 C14 -0.4(12) . . . . ?
C17 C18 C19 S1 61.1(10) . . . . ?
C17 C18 C19 C11 179.8(8) . . . . ?
C17 C18 C19 C20 -59.9(11) . . . . ?
C17 C16 C15 C14 2.2(13) . . . . ?
C20 O1 C9 C10 43.6(13) . . . . ?
C20 O1 C9 C8 -138.7(10) . . . . ?
C20 C19 C11 C10 46.9(9) . . . . ?
C20 C19 C11 C12 -124.6(7) . . . . ?
C20 C21 C22 S1 -1.8(13) . . . . ?
C16 C15 C14 C13 -1.4(13) . . . . ?
C3 C4 C5 C6 2(3) . . . . ?
C22 S1 C19 C18 -115.9(6) . . . . ?
C22 S1 C19 C11 129.6(6) . . . . ?
C22 S1 C19 C20 9.8(6) . . . . ?
C6 C1 C2 C3 -0.1(16) . . . . ?
C7 C6 C5 C4 177.2(15) . . . . ?
C14 C13 C12 Br1 3.0(13) . . . . ?
C14 C13 C12 C11 -179.4(8) . . . . ?
C5 C6 C7 C8 -178.4(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20220411-zzx-0411-200k
_database_code_depnum_ccdc_archive 'CCDC 2203136'
loop_
_audit_author_name
_audit_author_address
'Xiangnan Gong'
;Chongqing University
China
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_audit_creation_date             2022-04-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H11 Br O S2'
_chemical_formula_sum            'C20 H11 Br O S2'
_chemical_formula_weight         411.32
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H11 Br O S2'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           145
_space_group_name_H-M_alt        'P 32'
_space_group_name_Hall           'P 32'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'

_cell_length_a                   12.4762(8)
_cell_length_b                   12.4762(8)
_cell_length_c                   9.5066(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1281.50(18)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2425
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      25.6070
_cell_measurement_theta_min      1.8750
_shelx_estimated_absorpt_T_max   0.484
_shelx_estimated_absorpt_T_min   0.448
_exptl_absorpt_coefficient_mu    2.653
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             618
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0753
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6071
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.016
_diffrn_reflns_theta_min         1.885
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00  38.00   1.00    3.31    --  -18.93   0.00 -90.00  115
  2  ω    -77.00  38.00   1.00    3.31    --  -18.93   0.00  90.00  115
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0168420000
_diffrn_orient_matrix_UB_12      0.0340784000
_diffrn_orient_matrix_UB_13      -0.0455467000
_diffrn_orient_matrix_UB_21      0.0178319000
_diffrn_orient_matrix_UB_22      0.0465915000
_diffrn_orient_matrix_UB_23      0.0520675000
_diffrn_orient_matrix_UB_31      0.0609390000
_diffrn_orient_matrix_UB_32      0.0311614000
_diffrn_orient_matrix_UB_33      -0.0280109000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.990
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.849
_reflns_number_gt                2971
_reflns_number_total             3885
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Flack x determined using 1066 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      0.997
_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)+(0.0192P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0774
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C19(H19), C16(H16), C14(H14), C8(H8), C18(H18), C4(H4), C17(H17),
 C7(H7), C3(H3)
2.b Tetrahedral OH refined with riding coordinates:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.55788(8) 0.41990(6) 0.21748(7) 0.0620(3) Uani 1 1 d . . . . .
S2 S 0.46139(18) 0.5363(2) 0.8453(2) 0.0572(5) Uani 1 1 d . . . . .
S1 S 0.4227(2) 0.19928(16) 0.4614(2) 0.0587(6) Uani 1 1 d . . . . .
O1 O 0.4262(4) 0.6584(4) 0.2820(6) 0.0621(15) Uani 1 1 d . . . . .
H1 H 0.401236 0.591264 0.325158 0.093 Uiso 1 1 calc R U . . .
C11 C 0.6195(5) 0.6780(5) 0.3456(6) 0.0305(14) Uani 1 1 d . . . . .
C10 C 0.5570(5) 0.5703(5) 0.4434(7) 0.0295(13) Uani 1 1 d . . . . .
C13 C 0.6109(8) 0.8163(7) 0.1709(7) 0.0491(19) Uani 1 1 d . . . . .
H13 H 0.562333 0.840230 0.116775 0.059 Uiso 1 1 calc R U . . .
C20 C 0.7507(6) 0.7429(5) 0.3312(6) 0.0308(14) Uani 1 1 d . . . . .
C1 C 0.5256(5) 0.4527(5) 0.4038(6) 0.0320(14) Uani 1 1 d . . . . .
C12 C 0.5536(6) 0.7172(6) 0.2670(8) 0.0414(16) Uani 1 1 d . . . . .
C9 C 0.5315(5) 0.5877(5) 0.5850(7) 0.0310(14) Uani 1 1 d . . . . .
C15 C 0.8099(7) 0.8441(6) 0.2371(7) 0.0404(16) Uani 1 1 d . . . . .
C19 C 0.8269(5) 0.7107(5) 0.4093(7) 0.0379(16) Uani 1 1 d . . . . .
H19 H 0.789213 0.643155 0.473115 0.046 Uiso 1 1 calc R U . . .
C6 C 0.4777(5) 0.4891(6) 0.6789(6) 0.0357(15) Uani 1 1 d . . . . .
C16 C 0.9405(7) 0.9062(6) 0.2251(9) 0.056(2) Uani 1 1 d . . . . .
H16 H 0.980031 0.973082 0.160746 0.067 Uiso 1 1 calc R U . . .
C14 C 0.7349(8) 0.8768(6) 0.1563(7) 0.053(2) Uani 1 1 d . . . . .
H14 H 0.772901 0.942824 0.090574 0.064 Uiso 1 1 calc R U . . .
C5 C 0.4444(6) 0.3678(6) 0.6370(7) 0.0381(15) Uani 1 1 d . . . . .
C8 C 0.5573(6) 0.7022(6) 0.6502(8) 0.0451(17) Uani 1 1 d . . . . .
H8 H 0.593148 0.779240 0.602141 0.054 Uiso 1 1 calc R U . . .
C2 C 0.4693(6) 0.3519(6) 0.4982(7) 0.0377(16) Uani 1 1 d . . . . .
C18 C 0.9528(6) 0.7732(7) 0.3964(8) 0.0520(19) Uani 1 1 d . . . . .
H18 H 1.001308 0.749238 0.450673 0.062 Uiso 1 1 calc R U . . .
C4 C 0.3871(7) 0.2527(7) 0.7108(8) 0.054(2) Uani 1 1 d . . . . .
H4 H 0.363767 0.245022 0.807054 0.065 Uiso 1 1 calc R U . . .
C17 C 1.0105(7) 0.8740(7) 0.3015(9) 0.064(3) Uani 1 1 d . . . . .
H17 H 1.098052 0.918459 0.292002 0.077 Uiso 1 1 calc R U . . .
C7 C 0.5249(6) 0.6878(7) 0.7873(8) 0.060(2) Uani 1 1 d . . . . .
H7 H 0.535815 0.754038 0.846176 0.072 Uiso 1 1 calc R U . . .
C3 C 0.3697(7) 0.1578(7) 0.6320(9) 0.064(2) Uani 1 1 d . . . . .
H3 H 0.331825 0.075165 0.665725 0.077 Uiso 1 1 calc R U . . .


_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 C1 1.905(6) . ?
S2 C6 1.735(6) . ?
S2 C7 1.734(8) . ?
S1 C2 1.726(6) . ?
S1 C3 1.730(8) . ?
O1 H1 0.8400 . ?
O1 C12 1.386(8) . ?
C11 C10 1.494(8) . ?
C11 C20 1.424(8) . ?
C11 C12 1.370(8) . ?
C10 C1 1.369(8) . ?
C10 C9 1.424(8) . ?
C13 H13 0.9500 . ?
C13 C12 1.411(10) . ?
C13 C14 1.346(10) . ?
C20 C15 1.417(8) . ?
C20 C19 1.414(8) . ?
C1 C2 1.413(8) . ?
C9 C6 1.391(9) . ?
C9 C8 1.438(8) . ?
C15 C16 1.416(9) . ?
C15 C14 1.420(10) . ?
C19 H19 0.9500 . ?
C19 C18 1.365(9) . ?
C6 C5 1.412(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.342(10) . ?
C14 H14 0.9500 . ?
C5 C2 1.393(9) . ?
C5 C4 1.427(9) . ?
C8 H8 0.9500 . ?
C8 C7 1.350(9) . ?
C18 H18 0.9500 . ?
C18 C17 1.418(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.325(10) . ?
C17 H17 0.9500 . ?
C7 H7 0.9500 . ?
C3 H3 0.9500 . ?

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
C7 S2 C6 90.7(3) . . ?
C2 S1 C3 90.4(4) . . ?
C12 O1 H1 109.5 . . ?
C20 C11 C10 120.4(5) . . ?
C12 C11 C10 121.6(6) . . ?
C12 C11 C20 118.0(6) . . ?
C1 C10 C11 122.2(6) . . ?
C1 C10 C9 117.2(5) . . ?
C9 C10 C11 120.5(5) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.7(7) . . ?
C15 C20 C11 120.4(6) . . ?
C19 C20 C11 122.2(6) . . ?
C19 C20 C15 117.4(6) . . ?
C10 C1 Br1 120.6(5) . . ?
C10 C1 C2 121.8(6) . . ?
C2 C1 Br1 117.6(4) . . ?
O1 C12 C13 118.4(6) . . ?
C11 C12 O1 119.3(6) . . ?
C11 C12 C13 122.3(7) . . ?
C10 C9 C8 127.0(6) . . ?
C6 C9 C10 121.2(5) . . ?
C6 C9 C8 111.8(6) . . ?
C20 C15 C14 118.2(7) . . ?
C16 C15 C20 118.9(7) . . ?
C16 C15 C14 122.9(7) . . ?
C20 C19 H19 118.8 . . ?
C18 C19 C20 122.4(6) . . ?
C18 C19 H19 118.8 . . ?
C9 C6 S2 111.8(5) . . ?
C9 C6 C5 121.3(6) . . ?
C5 C6 S2 126.8(5) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.4(7) . . ?
C17 C16 H16 118.8 . . ?
C13 C14 C15 121.4(7) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C6 C5 C4 132.1(7) . . ?
C2 C5 C6 116.9(6) . . ?
C2 C5 C4 111.0(6) . . ?
C9 C8 H8 123.8 . . ?
C7 C8 C9 112.4(7) . . ?
C7 C8 H8 123.8 . . ?
C1 C2 S1 126.6(5) . . ?
C5 C2 S1 111.9(5) . . ?
C5 C2 C1 121.5(6) . . ?
C19 C18 H18 120.2 . . ?
C19 C18 C17 119.5(7) . . ?
C17 C18 H18 120.2 . . ?
C5 C4 H4 123.3 . . ?
C3 C4 C5 113.4(7) . . ?
C3 C4 H4 123.3 . . ?
C16 C17 C18 119.5(7) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
S2 C7 H7 123.4 . . ?
C8 C7 S2 113.3(6) . . ?
C8 C7 H7 123.4 . . ?
S1 C3 H3 123.3 . . ?
C4 C3 S1 113.3(6) . . ?
C4 C3 H3 123.3 . . ?

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
Br1 C1 C2 S1 -1.7(8) . . . . ?
Br1 C1 C2 C5 178.8(5) . . . . ?
S2 C6 C5 C2 -178.2(5) . . . . ?
S2 C6 C5 C4 2.4(11) . . . . ?
C11 C10 C1 Br1 -1.3(8) . . . . ?
C11 C10 C1 C2 178.3(6) . . . . ?
C11 C10 C9 C6 -177.5(5) . . . . ?
C11 C10 C9 C8 1.5(9) . . . . ?
C11 C20 C15 C16 -179.8(6) . . . . ?
C11 C20 C15 C14 -1.2(9) . . . . ?
C11 C20 C19 C18 -179.6(6) . . . . ?
C10 C11 C20 C15 179.3(5) . . . . ?
C10 C11 C20 C19 -1.2(9) . . . . ?
C10 C11 C12 O1 2.3(9) . . . . ?
C10 C11 C12 C13 -178.0(6) . . . . ?
C10 C1 C2 S1 178.8(5) . . . . ?
C10 C1 C2 C5 -0.8(9) . . . . ?
C10 C9 C6 S2 178.0(4) . . . . ?
C10 C9 C6 C5 -1.0(9) . . . . ?
C10 C9 C8 C7 -178.2(6) . . . . ?
C20 C11 C10 C1 -85.6(7) . . . . ?
C20 C11 C10 C9 92.1(7) . . . . ?
C20 C11 C12 O1 -177.9(6) . . . . ?
C20 C11 C12 C13 1.8(9) . . . . ?
C20 C15 C16 C17 -1.2(11) . . . . ?
C20 C15 C14 C13 1.9(10) . . . . ?
C20 C19 C18 C17 -0.1(11) . . . . ?
C1 C10 C9 C6 0.4(8) . . . . ?
C1 C10 C9 C8 179.3(6) . . . . ?
C12 C11 C10 C1 94.2(8) . . . . ?
C12 C11 C10 C9 -88.1(7) . . . . ?
C12 C11 C20 C15 -0.6(9) . . . . ?
C12 C11 C20 C19 179.0(6) . . . . ?
C12 C13 C14 C15 -0.8(10) . . . . ?
C9 C10 C1 Br1 -179.1(4) . . . . ?
C9 C10 C1 C2 0.5(9) . . . . ?
C9 C6 C5 C2 0.7(9) . . . . ?
C9 C6 C5 C4 -178.7(7) . . . . ?
C9 C8 C7 S2 -0.2(8) . . . . ?
C15 C20 C19 C18 0.0(9) . . . . ?
C15 C16 C17 C18 1.0(11) . . . . ?
C19 C20 C15 C16 0.7(9) . . . . ?
C19 C20 C15 C14 179.2(6) . . . . ?
C19 C18 C17 C16 -0.3(11) . . . . ?
C6 S2 C7 C8 -0.3(6) . . . . ?
C6 C9 C8 C7 0.8(8) . . . . ?
C6 C5 C2 S1 -179.4(5) . . . . ?
C6 C5 C2 C1 0.1(9) . . . . ?
C6 C5 C4 C3 179.0(7) . . . . ?
C16 C15 C14 C13 -179.6(7) . . . . ?
C14 C13 C12 O1 178.6(6) . . . . ?
C14 C13 C12 C11 -1.1(10) . . . . ?
C14 C15 C16 C17 -179.6(7) . . . . ?
C5 C4 C3 S1 0.7(9) . . . . ?
C8 C9 C6 S2 -1.0(7) . . . . ?
C8 C9 C6 C5 179.9(5) . . . . ?
C2 S1 C3 C4 -0.5(7) . . . . ?
C2 C5 C4 C3 -0.5(9) . . . . ?
C4 C5 C2 S1 0.1(7) . . . . ?
C4 C5 C2 C1 179.7(6) . . . . ?
C7 S2 C6 C9 0.8(5) . . . . ?
C7 S2 C6 C5 179.8(6) . . . . ?
C3 S1 C2 C1 -179.3(6) . . . . ?
C3 S1 C2 C5 0.2(5) . . . . ?

_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 1.127
_oxdiff_exptl_absorpt_empirical_full_min 0.857
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20220613-zzx-1290
_database_code_depnum_ccdc_archive 'CCDC 2203141'
loop_
_audit_author_name
_audit_author_address
'Xiangnan Gong'
;Chongqing University
China
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_audit_creation_date             2022-06-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H13 Br O S'
_chemical_formula_sum            'C22 H13 Br O S'
_chemical_formula_weight         405.29
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H13 Br O S'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.0211(4)
_cell_length_b                   8.9321(3)
_cell_length_c                   11.4528(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.132(6)
_cell_angle_gamma                90
_cell_volume                     848.64(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6955
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9720
_cell_measurement_theta_min      1.9200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13415
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.340
_diffrn_reflns_theta_min         1.934
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     47.00  87.00   1.00    3.29    --   18.89 178.00   0.00   40
  2  ω      5.00  31.00   1.00    3.29    --   18.89  77.00  60.00   26
  3  ω    -52.00  74.00   1.00    3.29    --   18.89   0.00  90.00  126
  4  ω    -27.00  -1.00   1.00    3.29    --  -18.78  19.00-150.00   26
  5  ω     39.00  64.00   1.00    3.29    --   18.58 178.00  30.00   25
  6  ω    -30.00  18.00   1.00    3.29    --   18.58 -57.00  60.00   48
  7  ω     15.00  62.00   1.00    3.29    --   18.58-109.00 178.00   47
  8  ω      8.00  54.00   1.00    3.29    --  -18.78   0.00 -90.00   46
  9  ω    -37.00  50.00   1.00    3.29    --  -18.78  57.00   0.00   87
 10  ω    -42.00  11.00   1.00    3.29    --  -18.78 -77.00 -60.00   53
 11  ω    -88.00   3.00   1.00    3.29    --  -18.78 -57.00  90.00   91
 12  ω    -88.00   3.00   1.00    3.29    --  -18.78 -57.00-150.00   91
 13  ω    -74.00 -42.00   1.00    3.29    --  -18.78 121.00  13.74   32
 14  ω    -81.00 -44.00   1.00    3.29    --  -18.78 132.00-156.47   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0307967000
_diffrn_orient_matrix_UB_12      0.0214887000
_diffrn_orient_matrix_UB_13      0.0457706000
_diffrn_orient_matrix_UB_21      0.0616022000
_diffrn_orient_matrix_UB_22      -0.0418567000
_diffrn_orient_matrix_UB_23      0.0469792000
_diffrn_orient_matrix_UB_31      0.0506574000
_diffrn_orient_matrix_UB_32      0.0639646000
_diffrn_orient_matrix_UB_33      0.0153448000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.807
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.825
_reflns_number_gt                3564
_reflns_number_total             4043
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 
;
 Flack x determined using 1448 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4043
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.077
_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)+(0.0419P)²+0.0955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0834
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C6(H6), C19(H19), C20(H20), C9(H9), C2(H2), C12(H12), C18(H18),
 C7(H7), C10(H10), C1(H1), C11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.88946(5) 0.62366(5) 0.15419(4) 0.04533(14) Uani 1 1 d . . . . .
S1 S 0.37436(16) 0.37207(19) 0.41225(14) 0.0619(4) Uani 1 1 d . . . . .
O1 O 0.6924(3) 0.3769(4) 0.4794(2) 0.0416(7) Uani 1 1 d . . . . .
C17 C 0.6088(5) 0.7259(5) 0.1973(4) 0.0305(8) Uani 1 1 d . . . . .
C22 C 0.5002(5) 0.6757(4) 0.2483(4) 0.0291(9) Uani 1 1 d . . . . .
C8 C 0.9256(4) 0.1169(6) 0.3018(3) 0.0337(8) Uani 1 1 d . . . . .
C14 C 0.7534(4) 0.3333(4) 0.2949(3) 0.0274(8) Uani 1 1 d . . . . .
C21 C 0.3927(5) 0.7742(5) 0.2652(4) 0.0369(9) Uani 1 1 d . . . . .
H21 H 0.318556 0.741647 0.297680 0.044 Uiso 1 1 calc R U . . .
C5 C 0.7589(5) 0.2919(5) 0.4128(4) 0.0319(8) Uani 1 1 d . . . . .
C13 C 0.8293(4) 0.2398(4) 0.2338(4) 0.0270(8) Uani 1 1 d . . . . .
C16 C 0.7123(4) 0.5986(4) 0.2002(3) 0.0290(9) Uani 1 1 d . . . . .
C3 C 0.5245(5) 0.5095(5) 0.2764(4) 0.0286(8) Uani 1 1 d . . . . .
C4 C 0.5550(5) 0.4674(5) 0.4157(4) 0.0332(9) Uani 1 1 d . . . . .
H4 H 0.567409 0.560407 0.464017 0.040 Uiso 1 1 calc R U . . .
C6 C 0.8501(5) 0.1683(5) 0.4780(4) 0.0429(11) Uani 1 1 d . . . . .
H6 H 0.852535 0.142830 0.557497 0.051 Uiso 1 1 calc R U . . .
C19 C 0.5036(6) 0.9721(5) 0.1812(5) 0.0433(11) Uani 1 1 d . . . . .
H19 H 0.503181 1.072291 0.159040 0.052 Uiso 1 1 calc R U . . .
C20 C 0.3978(5) 0.9225(5) 0.2329(4) 0.0410(10) Uani 1 1 d . . . . .
H20 H 0.328109 0.990669 0.246309 0.049 Uiso 1 1 calc R U . . .
C9 C 1.0031(5) 0.0264(5) 0.2433(4) 0.0385(10) Uani 1 1 d . . . . .
H9 H 1.069972 -0.050696 0.289155 0.046 Uiso 1 1 calc R U . . .
C2 C 0.3805(5) 0.4194(5) 0.1916(4) 0.0372(9) Uani 1 1 d . . . . .
H2 H 0.351716 0.413330 0.104368 0.045 Uiso 1 1 calc R U . . .
C12 C 0.8072(5) 0.2587(4) 0.1049(4) 0.0314(9) Uani 1 1 d . . . . .
H12 H 0.741554 0.335562 0.057376 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6108(5) 0.8731(5) 0.1620(4) 0.0365(9) Uani 1 1 d . . . . .
H18 H 0.681841 0.905253 0.126404 0.044 Uiso 1 1 calc R U . . .
C7 C 0.9337(5) 0.0867(5) 0.4265(4) 0.0440(12) Uani 1 1 d . . . . .
H7 H 0.998295 0.008681 0.472966 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6738(5) 0.4754(4) 0.2486(4) 0.0279(8) Uani 1 1 d . . . . .
C10 C 0.9818(5) 0.0498(5) 0.1196(5) 0.0399(10) Uani 1 1 d . . . . .
H10 H 1.034028 -0.011020 0.081835 0.048 Uiso 1 1 calc R U . . .
C1 C 0.2996(5) 0.3510(5) 0.2473(5) 0.0479(11) Uani 1 1 d . . . . .
H1 H 0.208042 0.294702 0.202621 0.058 Uiso 1 1 calc R U . . .
C11 C 0.8809(5) 0.1657(4) 0.0502(4) 0.0356(10) Uani 1 1 d . . . . .
H11 H 0.864079 0.179315 -0.034607 0.043 Uiso 1 1 calc R U . . .


_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 C16 1.882(4) . ?
S1 C4 1.826(4) . ?
S1 C1 1.749(5) . ?
O1 C5 1.370(5) . ?
O1 C4 1.418(5) . ?
C17 C22 1.397(6) . ?
C17 C16 1.464(5) . ?
C17 C18 1.377(6) . ?
C22 C21 1.379(6) . ?
C22 C3 1.517(6) . ?
C8 C13 1.427(6) . ?
C8 C9 1.400(6) . ?
C8 C7 1.426(6) . ?
C14 C5 1.382(5) . ?
C14 C13 1.426(5) . ?
C14 C15 1.452(5) . ?
C21 H21 0.9300 . ?
C21 C20 1.381(6) . ?
C5 C6 1.404(6) . ?
C13 C12 1.419(6) . ?
C16 C15 1.338(5) . ?
C3 C4 1.554(5) . ?
C3 C2 1.513(6) . ?
C3 C15 1.531(5) . ?
C4 H4 0.9800 . ?
C6 H6 0.9300 . ?
C6 C7 1.341(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(7) . ?
C19 C18 1.391(6) . ?
C20 H20 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.369(7) . ?
C2 H2 0.9300 . ?
C2 C1 1.295(6) . ?
C12 H12 0.9300 . ?
C12 C11 1.362(5) . ?
C18 H18 0.9300 . ?
C7 H7 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.402(6) . ?
C1 H1 0.9300 . ?
C11 H11 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 92.0(2) . . ?
C5 O1 C4 121.0(3) . . ?
C22 C17 C16 106.7(3) . . ?
C18 C17 C22 121.4(4) . . ?
C18 C17 C16 131.8(4) . . ?
C17 C22 C3 109.6(3) . . ?
C21 C22 C17 120.1(4) . . ?
C21 C22 C3 130.2(4) . . ?
C9 C8 C13 119.6(4) . . ?
C9 C8 C7 122.1(4) . . ?
C7 C8 C13 118.3(4) . . ?
C5 C14 C13 118.9(3) . . ?
C5 C14 C15 114.4(3) . . ?
C13 C14 C15 126.6(3) . . ?
C22 C21 H21 120.8 . . ?
C22 C21 C20 118.3(4) . . ?
C20 C21 H21 120.8 . . ?
O1 C5 C14 122.7(3) . . ?
O1 C5 C6 115.6(4) . . ?
C14 C5 C6 121.3(4) . . ?
C14 C13 C8 119.3(4) . . ?
C12 C13 C8 117.8(3) . . ?
C12 C13 C14 122.8(3) . . ?
C17 C16 Br1 120.4(3) . . ?
C15 C16 Br1 127.0(3) . . ?
C15 C16 C17 112.4(3) . . ?
C22 C3 C4 114.0(3) . . ?
C22 C3 C15 102.5(3) . . ?
C2 C3 C22 111.6(3) . . ?
C2 C3 C4 106.9(3) . . ?
C2 C3 C15 111.3(3) . . ?
C15 C3 C4 110.5(3) . . ?
S1 C4 H4 108.1 . . ?
O1 C4 S1 109.7(3) . . ?
O1 C4 C3 115.6(3) . . ?
O1 C4 H4 108.1 . . ?
C3 C4 S1 107.1(3) . . ?
C3 C4 H4 108.1 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(4) . . ?
C7 C6 H6 119.8 . . ?
C20 C19 H19 119.8 . . ?
C20 C19 C18 120.4(4) . . ?
C18 C19 H19 119.8 . . ?
C21 C20 H20 119.2 . . ?
C19 C20 C21 121.7(4) . . ?
C19 C20 H20 119.2 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 H9 119.5 . . ?
C3 C2 H2 121.9 . . ?
C1 C2 C3 116.3(4) . . ?
C1 C2 H2 121.9 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C17 C18 C19 118.1(4) . . ?
C17 C18 H18 121.0 . . ?
C19 C18 H18 121.0 . . ?
C8 C7 H7 119.3 . . ?
C6 C7 C8 121.4(4) . . ?
C6 C7 H7 119.3 . . ?
C14 C15 C3 116.6(3) . . ?
C16 C15 C14 134.3(4) . . ?
C16 C15 C3 108.4(3) . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.7(4) . . ?
C11 C10 H10 120.1 . . ?
S1 C1 H1 122.3 . . ?
C2 C1 S1 115.4(4) . . ?
C2 C1 H1 122.3 . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?

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
Br1 C16 C15 C14 8.2(7) . . . . ?
Br1 C16 C15 C3 177.5(3) . . . . ?
O1 C5 C6 C7 -173.3(4) . . . . ?
C17 C22 C21 C20 -1.2(6) . . . . ?
C17 C22 C3 C4 125.5(4) . . . . ?
C17 C22 C3 C2 -113.2(4) . . . . ?
C17 C22 C3 C15 6.1(4) . . . . ?
C17 C16 C15 C14 -165.6(4) . . . . ?
C17 C16 C15 C3 3.7(5) . . . . ?
C22 C17 C16 Br1 -174.0(3) . . . . ?
C22 C17 C16 C15 0.3(5) . . . . ?
C22 C17 C18 C19 1.4(6) . . . . ?
C22 C21 C20 C19 1.9(7) . . . . ?
C22 C3 C4 S1 108.6(3) . . . . ?
C22 C3 C4 O1 -128.8(4) . . . . ?
C22 C3 C2 C1 -114.1(5) . . . . ?
C22 C3 C15 C14 165.6(3) . . . . ?
C22 C3 C15 C16 -5.8(4) . . . . ?
C8 C13 C12 C11 -2.5(6) . . . . ?
C8 C9 C10 C11 -0.1(7) . . . . ?
C14 C5 C6 C7 -0.4(7) . . . . ?
C14 C13 C12 C11 -179.3(4) . . . . ?
C21 C22 C3 C4 -54.7(6) . . . . ?
C21 C22 C3 C2 66.6(6) . . . . ?
C21 C22 C3 C15 -174.1(4) . . . . ?
C5 O1 C4 S1 99.9(4) . . . . ?
C5 O1 C4 C3 -21.3(5) . . . . ?
C5 C14 C13 C8 -7.8(5) . . . . ?
C5 C14 C13 C12 169.0(4) . . . . ?
C5 C14 C15 C16 130.2(5) . . . . ?
C5 C14 C15 C3 -38.5(5) . . . . ?
C5 C6 C7 C8 -3.6(7) . . . . ?
C13 C8 C9 C10 -3.1(7) . . . . ?
C13 C8 C7 C6 1.8(7) . . . . ?
C13 C14 C5 O1 178.5(4) . . . . ?
C13 C14 C5 C6 6.1(6) . . . . ?
C13 C14 C15 C16 -47.0(7) . . . . ?
C13 C14 C15 C3 144.3(4) . . . . ?
C13 C12 C11 C10 -0.6(6) . . . . ?
C16 C17 C22 C21 176.0(4) . . . . ?
C16 C17 C22 C3 -4.2(5) . . . . ?
C16 C17 C18 C19 -174.1(4) . . . . ?
C3 C22 C21 C20 179.0(4) . . . . ?
C3 C2 C1 S1 -1.3(6) . . . . ?
C4 S1 C1 C2 -7.4(4) . . . . ?
C4 O1 C5 C14 30.4(6) . . . . ?
C4 O1 C5 C6 -156.8(4) . . . . ?
C4 C3 C2 C1 11.3(5) . . . . ?
C4 C3 C15 C14 43.8(5) . . . . ?
C4 C3 C15 C16 -127.7(4) . . . . ?
C20 C19 C18 C17 -0.7(7) . . . . ?
C9 C8 C13 C14 -178.8(4) . . . . ?
C9 C8 C13 C12 4.3(6) . . . . ?
C9 C8 C7 C6 -175.5(5) . . . . ?
C9 C10 C11 C12 2.0(6) . . . . ?
C2 C3 C4 S1 -15.3(4) . . . . ?
C2 C3 C4 O1 107.3(4) . . . . ?
C2 C3 C15 C14 -74.9(4) . . . . ?
C2 C3 C15 C16 113.6(4) . . . . ?
C18 C17 C22 C21 -0.5(6) . . . . ?
C18 C17 C22 C3 179.3(4) . . . . ?
C18 C17 C16 Br1 1.9(6) . . . . ?
C18 C17 C16 C15 176.3(4) . . . . ?
C18 C19 C20 C21 -1.0(7) . . . . ?
C7 C8 C13 C14 4.0(6) . . . . ?
C7 C8 C13 C12 -173.0(4) . . . . ?
C7 C8 C9 C10 174.1(4) . . . . ?
C15 C14 C5 O1 1.0(5) . . . . ?
C15 C14 C5 C6 -171.4(4) . . . . ?
C15 C14 C13 C8 169.3(4) . . . . ?
C15 C14 C13 C12 -13.9(6) . . . . ?
C15 C3 C4 S1 -136.6(3) . . . . ?
C15 C3 C4 O1 -14.0(5) . . . . ?
C15 C3 C2 C1 132.0(4) . . . . ?
C1 S1 C4 O1 -113.2(3) . . . . ?
C1 S1 C4 C3 13.0(3) . . . . ?

_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.766
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20220708-zzx-1312
_database_code_depnum_ccdc_archive 'CCDC 2203146'
loop_
_audit_author_name
_audit_author_address
'Xiangnan Gong'
;Chongqing University
China
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C21 H12 Br2 O3 S2)'
_chemical_formula_sum            'C42 H24 Br4 O6 S4'
_chemical_formula_weight         1072.49
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.1561(6)
_cell_length_b                   10.0689(3)
_cell_length_c                   15.4836(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.024(5)
_cell_angle_gamma                90
_cell_volume                     1939.05(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5900
_cell_measurement_theta_min      1.7680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.417
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.837
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15893
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.087
_diffrn_reflns_theta_min         1.637
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  39.00   1.00   11.50    --   18.74  77.00  30.00   48
  2  ω     -1.00  27.00   1.00   11.50    --   18.74  90.00  84.00   28
  3  ω     48.00  94.00   1.00   11.50    --   18.74 178.00   0.00   46
  4  ω    -50.00 -11.00   1.00   11.50    --   18.74 -57.00  30.00   39
  5  ω     -1.00  88.00   1.00   11.50    --   18.74  57.00-180.00   89
  6  ω    -13.00  24.00   1.00   11.50    --  -18.93  56.00 -22.00   37
  7  ω    -90.00  22.00   1.00   11.50    --  -18.93 -19.00   0.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0307072000
_diffrn_orient_matrix_UB_12      -0.0571302000
_diffrn_orient_matrix_UB_13      -0.0020027000
_diffrn_orient_matrix_UB_21      -0.0458427000
_diffrn_orient_matrix_UB_22      -0.0291441000
_diffrn_orient_matrix_UB_23      -0.0322737000
_diffrn_orient_matrix_UB_31      0.0143665000
_diffrn_orient_matrix_UB_32      0.0291716000
_diffrn_orient_matrix_UB_33      -0.0360837000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.813
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                6533
_reflns_number_total             8839
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Flack x determined using 2333 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         8839
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      1.023
_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)+(0.0204P)²+0.2777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0734
_refine_special_details          ?
_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:
 C00Q(H00Q), C00T(H00T), C00U(H00U), C012(H012), C013(H013), C014(H014),
 C015(H015), C016(H016), C017(H017), C019(H019), C01B(H01B), C01C(H01C),
 C01E(H01L), C01F(H01M), C01G(H01G), C01H(H01H), C01I(H01N), C01J(H01J)
2.b Idealised Me refined as rotating group:
 C01A(H01F,H01I,H01K), C01K(H01A,H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br01 Br 0.81657(6) 0.93972(7) 0.65453(5) 0.0480(2) Uani 1 1 d . . . . .
Br02 Br 0.68352(6) 0.09625(7) -0.14462(5) 0.0505(2) Uani 1 1 d . . . . .
Br03 Br 0.93617(7) 1.21183(8) 0.31634(6) 0.0594(2) Uani 1 1 d . . . . .
Br04 Br 1.10080(7) -0.21179(9) 0.18487(6) 0.0730(3) Uani 1 1 d . . . . .
S005 S 0.64054(15) 0.37823(17) 0.13545(11) 0.0397(4) Uani 1 1 d . . . . .
S006 S 0.53514(14) 0.61014(18) 0.43139(12) 0.0399(4) Uani 1 1 d . . . . .
S007 S 0.43032(14) 0.2924(2) -0.19275(12) 0.0441(4) Uani 1 1 d . . . . .
S008 S 0.62706(15) 0.76112(18) 0.74663(12) 0.0468(5) Uani 1 1 d . . . . .
O009 O 0.8280(3) 0.4878(4) 0.5173(3) 0.0388(11) Uani 1 1 d . . . . .
O00A O 0.8266(4) 0.5197(4) 0.0121(3) 0.0433(12) Uani 1 1 d . . . . .
O00B O 0.5247(4) 0.7430(4) 0.3963(3) 0.0581(14) Uani 1 1 d . . . . .
O00C O 0.6631(4) 0.2434(4) 0.1625(3) 0.0598(15) Uani 1 1 d . . . . .
O00D O 0.5391(4) 0.4312(6) 0.1344(3) 0.0638(15) Uani 1 1 d . . . . .
O00E O 0.4468(4) 0.5533(6) 0.4524(3) 0.0644(16) Uani 1 1 d . . . . .
C00F C 0.8221(5) 0.8306(6) 0.4310(4) 0.0339(15) Uani 1 1 d . . . . .
C00G C 0.7982(5) 0.7165(6) 0.4759(4) 0.0317(14) Uani 1 1 d . . . . .
C00H C 0.8352(5) 0.2860(7) 0.0409(4) 0.0323(14) Uani 1 1 d . . . . .
C00I C 0.7305(5) 0.7148(6) 0.5343(4) 0.0311(14) Uani 1 1 d . . . . .
C00J C 0.8850(6) 1.0534(6) 0.3551(4) 0.0398(17) Uani 1 1 d . . . . .
C00K C 0.6604(5) 0.5932(6) 0.5300(4) 0.0310(14) Uani 1 1 d . . . . .
C00L C 0.7178(5) 0.2937(6) -0.0022(4) 0.0316(14) Uani 1 1 d . . . . .
C00M C 0.7332(5) 0.7885(6) 0.6077(4) 0.0350(15) Uani 1 1 d . . . . .
C00N C 0.8476(5) 0.5978(7) 0.4729(4) 0.0333(14) Uani 1 1 d . . . . .
C00O C 0.9043(5) 0.8209(6) 0.3911(4) 0.0343(15) Uani 1 1 d . . . . .
C00P C 0.6283(5) 0.6074(7) 0.6147(4) 0.0351(15) Uani 1 1 d . . . . .
C00Q C 0.9355(5) 0.9367(7) 0.3536(4) 0.0393(16) Uani 1 1 d . . . . .
H00Q H 0.990445 0.932307 0.328126 0.047 Uiso 1 1 calc R U . . .
C00R C 1.0194(6) -0.0525(8) 0.1441(5) 0.0498(19) Uani 1 1 d . . . . .
C00S C 1.0109(5) 0.1795(7) 0.1076(4) 0.0389(17) Uani 1 1 d . . . . .
C00T C 0.9273(5) 0.5864(7) 0.4293(4) 0.0407(16) Uani 1 1 d . . . . .
H00T H 0.959563 0.504975 0.426818 0.049 Uiso 1 1 calc R U . . .
C00U C 1.0703(6) 0.0636(8) 0.1419(5) 0.0459(19) Uani 1 1 d . . . . .
H00U H 1.145051 0.066854 0.163072 0.055 Uiso 1 1 calc R U . . .
C00V C 0.8952(5) 0.1702(7) 0.0743(4) 0.0356(16) Uani 1 1 d . . . . .
C00W C 0.6601(5) 0.4113(6) 0.0239(4) 0.0330(15) Uani 1 1 d . . . . .
C00X C 0.7347(6) 0.5379(6) 0.0427(4) 0.0393(17) Uani 1 1 d . . . . .
C00Y C 0.5523(5) 0.4095(6) -0.0494(4) 0.0330(15) Uani 1 1 d . . . . .
C00Z C 0.5496(5) 0.3034(6) -0.1060(4) 0.0328(14) Uani 1 1 d . . . . .
C010 C 0.7145(5) 0.4657(6) 0.5070(4) 0.0352(16) Uani 1 1 d . . . . .
C011 C 0.8857(5) 0.4060(7) 0.0443(4) 0.0394(17) Uani 1 1 d . . . . .
C012 C 0.9555(5) 0.6960(7) 0.3916(4) 0.0420(17) Uani 1 1 d . . . . .
H012 H 1.009604 0.689510 0.365379 0.050 Uiso 1 1 calc R U . . .
C013 C 0.3834(6) 0.4289(7) -0.1516(5) 0.0473(18) Uani 1 1 d . . . . .
H013 H 0.315305 0.464666 -0.179255 0.057 Uiso 1 1 calc R U . . .
C014 C 0.7411(5) 0.4842(6) 0.1971(4) 0.0430(17) Uani 1 1 d . . . . .
H014 H 0.765398 0.488745 0.260585 0.052 Uiso 1 1 calc R U . . .
C015 C 0.8468(6) 0.0456(6) 0.0798(5) 0.0425(17) Uani 1 1 d . . . . .
H015 H 0.772299 0.038339 0.058922 0.051 Uiso 1 1 calc R U . . .
C016 C 1.0595(5) 0.3024(8) 0.1060(5) 0.0486(19) Uani 1 1 d . . . . .
H016 H 1.134153 0.307834 0.125075 0.058 Uiso 1 1 calc R U . . .
C017 C 0.7961(5) 1.0624(6) 0.3873(4) 0.0439(18) Uani 1 1 d . . . . .
H017 H 0.758426 1.141626 0.382850 0.053 Uiso 1 1 calc R U . . .
C018 C 0.6691(5) 0.7245(6) 0.6556(4) 0.0360(15) Uani 1 1 d . . . . .
C019 C 0.4552(5) 0.4798(7) -0.0747(4) 0.0422(17) Uani 1 1 d . . . . .
H019 H 0.441609 0.552249 -0.042732 0.051 Uiso 1 1 calc R U . . .
C01A C 0.6783(6) 0.6618(6) -0.0057(4) 0.0487(19) Uani 1 1 d . . . . .
H01F H 0.728328 0.734302 0.006663 0.073 Uiso 1 1 calc R U . . .
H01I H 0.619731 0.683531 0.015975 0.073 Uiso 1 1 calc R U . . .
H01K H 0.651042 0.645852 -0.070317 0.073 Uiso 1 1 calc R U . . .
C01B C 0.5605(6) 0.5448(7) 0.6564(5) 0.050(2) Uani 1 1 d . . . . .
H01B H 0.525669 0.464350 0.637374 0.060 Uiso 1 1 calc R U . . .
C01C C 0.7667(5) 0.9525(6) 0.4249(4) 0.0394(16) Uani 1 1 d . . . . .
H01C H 0.709059 0.957774 0.446968 0.047 Uiso 1 1 calc R U . . .
C01D C 0.6515(5) 0.2350(6) -0.0762(4) 0.0340(15) Uani 1 1 d . . . . .
C01E C 0.9070(5) -0.0621(7) 0.1146(5) 0.0472(18) Uani 1 1 d . . . . .
H01L H 0.874124 -0.142423 0.119063 0.057 Uiso 1 1 calc R U . . .
C01F C 0.7791(6) 0.5566(6) 0.1458(4) 0.0410(17) Uani 1 1 d . . . . .
H01M H 0.832526 0.619059 0.171414 0.049 Uiso 1 1 calc R U . . .
C01G C 0.5524(6) 0.6179(7) 0.7289(5) 0.053(2) Uani 1 1 d . . . . .
H01G H 0.510872 0.592434 0.764506 0.064 Uiso 1 1 calc R U . . .
C01H C 0.5734(6) 0.5002(7) 0.3611(5) 0.0461(18) Uani 1 1 d . . . . .
H01H H 0.537489 0.489473 0.298955 0.055 Uiso 1 1 calc R U . . .
C01I C 1.0000(6) 0.4150(8) 0.0771(5) 0.049(2) Uani 1 1 d . . . . .
H01N H 1.033767 0.496580 0.078740 0.059 Uiso 1 1 calc R U . . .
C01J C 0.6595(6) 0.4346(7) 0.4077(5) 0.0469(18) Uani 1 1 d . . . . .
H01J H 0.686878 0.368679 0.379423 0.056 Uiso 1 1 calc R U . . .
C01K C 0.7135(6) 0.3485(7) 0.5679(6) 0.058(2) Uani 1 1 d . . . . .
H01A H 0.748568 0.274214 0.550874 0.087 Uiso 1 1 calc R U . . .
H01D H 0.640513 0.325282 0.561126 0.087 Uiso 1 1 calc R U . . .
H01E H 0.750733 0.371662 0.630418 0.087 Uiso 1 1 calc R U . . .


_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
Br01 C00M 1.879(6) . ?
Br02 C01D 1.881(5) . ?
Br03 C00J 1.903(6) . ?
Br04 C00R 1.918(8) . ?
S005 O00C 1.423(5) . ?
S005 O00D 1.432(5) . ?
S005 C00W 1.857(6) . ?
S005 C014 1.725(7) . ?
S006 O00B 1.433(5) . ?
S006 O00E 1.425(5) . ?
S006 C00K 1.853(6) . ?
S006 C01H 1.738(7) . ?
S007 C00Z 1.704(6) . ?
S007 C013 1.713(7) . ?
S008 C018 1.713(6) . ?
S008 C01G 1.716(7) . ?
O009 C00N 1.372(7) . ?
O009 C010 1.466(7) . ?
O00A C00X 1.448(7) . ?
O00A C011 1.383(8) . ?
C00F C00G 1.430(8) . ?
C00F C00O 1.413(8) . ?
C00F C01C 1.414(8) . ?
C00G C00I 1.463(7) . ?
C00G C00N 1.368(9) . ?
C00H C00L 1.471(8) . ?
C00H C00V 1.409(9) . ?
C00H C011 1.370(8) . ?
C00I C00K 1.520(8) . ?
C00I C00M 1.347(8) . ?
C00J C00Q 1.354(9) . ?
C00J C017 1.416(9) . ?
C00K C00P 1.511(8) . ?
C00K C010 1.564(8) . ?
C00L C00W 1.530(8) . ?
C00L C01D 1.332(8) . ?
C00M C018 1.444(8) . ?
C00N C00T 1.424(8) . ?
C00O C00Q 1.422(9) . ?
C00O C012 1.425(9) . ?
C00P C018 1.362(8) . ?
C00P C01B 1.409(8) . ?
C00Q H00Q 0.9300 . ?
C00R C00U 1.353(10) . ?
C00R C01E 1.402(9) . ?
C00S C00U 1.408(9) . ?
C00S C00V 1.442(9) . ?
C00S C016 1.398(10) . ?
C00T H00T 0.9300 . ?
C00T C012 1.355(9) . ?
C00U H00U 0.9300 . ?
C00V C015 1.421(8) . ?
C00W C00X 1.576(8) . ?
C00W C00Y 1.501(8) . ?
C00X C01A 1.519(8) . ?
C00X C01F 1.522(9) . ?
C00Y C00Z 1.374(8) . ?
C00Y C019 1.401(8) . ?
C00Z C01D 1.443(8) . ?
C010 C01J 1.503(9) . ?
C010 C01K 1.514(8) . ?
C011 C01I 1.425(9) . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?
C013 C019 1.356(9) . ?
C014 H014 0.9300 . ?
C014 C01F 1.293(8) . ?
C015 H015 0.9300 . ?
C015 C01E 1.348(9) . ?
C016 H016 0.9300 . ?
C016 C01I 1.368(10) . ?
C017 H017 0.9300 . ?
C017 C01C 1.363(8) . ?
C019 H019 0.9300 . ?
C01A H01F 0.9600 . ?
C01A H01I 0.9600 . ?
C01A H01K 0.9600 . ?
C01B H01B 0.9300 . ?
C01B C01G 1.375(9) . ?
C01C H01C 0.9300 . ?
C01E H01L 0.9300 . ?
C01F H01M 0.9300 . ?
C01G H01G 0.9300 . ?
C01H H01H 0.9300 . ?
C01H C01J 1.307(9) . ?
C01I H01N 0.9300 . ?
C01J H01J 0.9300 . ?
C01K H01A 0.9600 . ?
C01K H01D 0.9600 . ?
C01K H01E 0.9600 . ?

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
O00C S005 O00D 117.6(3) . . ?
O00C S005 C00W 111.5(3) . . ?
O00C S005 C014 112.2(3) . . ?
O00D S005 C00W 109.5(3) . . ?
O00D S005 C014 108.6(3) . . ?
C014 S005 C00W 95.2(3) . . ?
O00B S006 C00K 110.3(3) . . ?
O00B S006 C01H 111.7(3) . . ?
O00E S006 O00B 118.5(3) . . ?
O00E S006 C00K 110.3(3) . . ?
O00E S006 C01H 108.1(3) . . ?
C01H S006 C00K 95.5(3) . . ?
C00Z S007 C013 90.3(3) . . ?
C018 S008 C01G 90.5(3) . . ?
C00N O009 C010 114.8(5) . . ?
C011 O00A C00X 114.7(5) . . ?
C00O C00F C00G 118.5(6) . . ?
C00O C00F C01C 118.8(6) . . ?
C01C C00F C00G 122.7(5) . . ?
C00F C00G C00I 125.8(5) . . ?
C00N C00G C00F 120.3(5) . . ?
C00N C00G C00I 113.7(5) . . ?
C00V C00H C00L 126.1(6) . . ?
C011 C00H C00L 113.2(6) . . ?
C011 C00H C00V 120.6(6) . . ?
C00G C00I C00K 117.7(5) . . ?
C00M C00I C00G 131.4(6) . . ?
C00M C00I C00K 109.3(5) . . ?
C00Q C00J Br03 119.7(5) . . ?
C00Q C00J C017 121.9(6) . . ?
C017 C00J Br03 118.4(5) . . ?
C00I C00K S006 109.0(4) . . ?
C00I C00K C010 110.9(4) . . ?
C00P C00K S006 106.3(4) . . ?
C00P C00K C00I 102.8(5) . . ?
C00P C00K C010 123.5(5) . . ?
C010 C00K S006 103.7(4) . . ?
C00H C00L C00W 117.3(5) . . ?
C01D C00L C00H 131.5(6) . . ?
C01D C00L C00W 109.2(5) . . ?
C00I C00M Br01 128.6(5) . . ?
C00I C00M C018 109.1(6) . . ?
C018 C00M Br01 121.9(5) . . ?
O009 C00N C00T 117.4(6) . . ?
C00G C00N O009 121.3(5) . . ?
C00G C00N C00T 121.2(6) . . ?
C00F C00O C00Q 119.1(6) . . ?
C00F C00O C012 119.1(6) . . ?
C00Q C00O C012 121.8(5) . . ?
C018 C00P C00K 107.8(5) . . ?
C018 C00P C01B 112.7(6) . . ?
C01B C00P C00K 138.9(6) . . ?
C00J C00Q C00O 119.7(6) . . ?
C00J C00Q H00Q 120.1 . . ?
C00O C00Q H00Q 120.1 . . ?
C00U C00R Br04 120.2(6) . . ?
C00U C00R C01E 122.0(7) . . ?
C01E C00R Br04 117.8(6) . . ?
C00U C00S C00V 118.2(6) . . ?
C016 C00S C00U 122.6(6) . . ?
C016 C00S C00V 119.1(6) . . ?
C00N C00T H00T 120.5 . . ?
C012 C00T C00N 119.1(6) . . ?
C012 C00T H00T 120.5 . . ?
C00R C00U C00S 120.4(7) . . ?
C00R C00U H00U 119.8 . . ?
C00S C00U H00U 119.8 . . ?
C00H C00V C00S 118.5(6) . . ?
C00H C00V C015 123.0(6) . . ?
C015 C00V C00S 118.5(6) . . ?
C00L C00W S005 109.7(4) . . ?
C00L C00W C00X 110.0(5) . . ?
C00X C00W S005 103.9(4) . . ?
C00Y C00W S005 108.5(4) . . ?
C00Y C00W C00L 102.6(5) . . ?
C00Y C00W C00X 121.8(5) . . ?
O00A C00X C00W 111.9(5) . . ?
O00A C00X C01A 105.6(5) . . ?
O00A C00X C01F 106.4(6) . . ?
C01A C00X C00W 113.5(6) . . ?
C01A C00X C01F 112.0(5) . . ?
C01F C00X C00W 107.3(5) . . ?
C00Z C00Y C00W 108.3(5) . . ?
C00Z C00Y C019 112.6(6) . . ?
C019 C00Y C00W 139.1(6) . . ?
C00Y C00Z S007 112.2(5) . . ?
C00Y C00Z C01D 109.8(6) . . ?
C01D C00Z S007 137.9(5) . . ?
O009 C010 C00K 112.0(5) . . ?
O009 C010 C01J 106.0(5) . . ?
O009 C010 C01K 105.5(5) . . ?
C01J C010 C00K 107.5(5) . . ?
C01J C010 C01K 112.1(6) . . ?
C01K C010 C00K 113.6(5) . . ?
O00A C011 C01I 118.6(6) . . ?
C00H C011 O00A 120.5(6) . . ?
C00H C011 C01I 120.8(7) . . ?
C00O C012 H012 119.1 . . ?
C00T C012 C00O 121.7(6) . . ?
C00T C012 H012 119.1 . . ?
S007 C013 H013 123.3 . . ?
C019 C013 S007 113.4(5) . . ?
C019 C013 H013 123.3 . . ?
S005 C014 H014 123.6 . . ?
C01F C014 S005 112.9(5) . . ?
C01F C014 H014 123.6 . . ?
C00V C015 H015 119.4 . . ?
C01E C015 C00V 121.2(6) . . ?
C01E C015 H015 119.4 . . ?
C00S C016 H016 119.2 . . ?
C01I C016 C00S 121.6(6) . . ?
C01I C016 H016 119.2 . . ?
C00J C017 H017 120.7 . . ?
C01C C017 C00J 118.7(6) . . ?
C01C C017 H017 120.7 . . ?
C00M C018 S008 136.5(5) . . ?
C00P C018 S008 112.6(5) . . ?
C00P C018 C00M 110.8(5) . . ?
C00Y C019 H019 124.3 . . ?
C013 C019 C00Y 111.4(6) . . ?
C013 C019 H019 124.3 . . ?
C00X C01A H01F 109.5 . . ?
C00X C01A H01I 109.5 . . ?
C00X C01A H01K 109.5 . . ?
H01F C01A H01I 109.5 . . ?
H01F C01A H01K 109.5 . . ?
H01I C01A H01K 109.5 . . ?
C00P C01B H01B 124.3 . . ?
C01G C01B C00P 111.3(6) . . ?
C01G C01B H01B 124.3 . . ?
C00F C01C H01C 119.3 . . ?
C017 C01C C00F 121.5(6) . . ?
C017 C01C H01C 119.3 . . ?
C00L C01D Br02 127.6(5) . . ?
C00L C01D C00Z 110.0(5) . . ?
C00Z C01D Br02 122.0(5) . . ?
C00R C01E H01L 120.2 . . ?
C015 C01E C00R 119.6(7) . . ?
C015 C01E H01L 120.2 . . ?
C00X C01F H01M 120.6 . . ?
C014 C01F C00X 118.8(6) . . ?
C014 C01F H01M 120.6 . . ?
S008 C01G H01G 123.6 . . ?
C01B C01G S008 112.8(5) . . ?
C01B C01G H01G 123.6 . . ?
S006 C01H H01H 124.7 . . ?
C01J C01H S006 110.6(6) . . ?
C01J C01H H01H 124.7 . . ?
C011 C01I H01N 120.4 . . ?
C016 C01I C011 119.3(7) . . ?
C016 C01I H01N 120.4 . . ?
C010 C01J H01J 120.0 . . ?
C01H C01J C010 120.1(6) . . ?
C01H C01J H01J 120.0 . . ?
C010 C01K H01A 109.5 . . ?
C010 C01K H01D 109.5 . . ?
C010 C01K H01E 109.5 . . ?
H01A C01K H01D 109.5 . . ?
H01A C01K H01E 109.5 . . ?
H01D C01K H01E 109.5 . . ?

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
Br01 C00M C018 S008 12.0(10) . . . . ?
Br01 C00M C018 C00P -171.5(5) . . . . ?
Br03 C00J C00Q C00O 173.7(5) . . . . ?
Br03 C00J C017 C01C -172.6(5) . . . . ?
Br04 C00R C00U C00S 176.8(5) . . . . ?
Br04 C00R C01E C015 -175.6(5) . . . . ?
S005 C00W C00X O00A 129.8(5) . . . . ?
S005 C00W C00X C01A -110.9(5) . . . . ?
S005 C00W C00X C01F 13.4(6) . . . . ?
S005 C00W C00Y C00Z -114.3(4) . . . . ?
S005 C00W C00Y C019 63.1(9) . . . . ?
S005 C014 C01F C00X -1.5(8) . . . . ?
S006 C00K C00P C018 -110.9(5) . . . . ?
S006 C00K C00P C01B 59.6(10) . . . . ?
S006 C00K C010 O009 130.7(4) . . . . ?
S006 C00K C010 C01J 14.7(6) . . . . ?
S006 C00K C010 C01K -110.0(5) . . . . ?
S006 C01H C01J C010 -3.5(8) . . . . ?
S007 C00Z C01D Br02 4.1(9) . . . . ?
S007 C00Z C01D C00L 177.9(5) . . . . ?
S007 C013 C019 C00Y 1.9(7) . . . . ?
O009 C00N C00T C012 -174.4(6) . . . . ?
O009 C010 C01J C01H -128.2(6) . . . . ?
O00A C00X C01F C014 -128.7(6) . . . . ?
O00A C011 C01I C016 -177.6(6) . . . . ?
O00B S006 C00K C00I -12.4(5) . . . . ?
O00B S006 C00K C00P 97.9(5) . . . . ?
O00B S006 C00K C010 -130.5(4) . . . . ?
O00B S006 C01H C01J 125.8(5) . . . . ?
O00C S005 C00W C00L -11.7(5) . . . . ?
O00C S005 C00W C00X -129.3(4) . . . . ?
O00C S005 C00W C00Y 99.8(5) . . . . ?
O00C S005 C014 C01F 124.8(5) . . . . ?
O00D S005 C00W C00L -143.5(5) . . . . ?
O00D S005 C00W C00X 98.9(5) . . . . ?
O00D S005 C00W C00Y -32.0(5) . . . . ?
O00D S005 C014 C01F -103.5(5) . . . . ?
O00E S006 C00K C00I -145.2(4) . . . . ?
O00E S006 C00K C00P -34.9(5) . . . . ?
O00E S006 C00K C010 96.7(4) . . . . ?
O00E S006 C01H C01J -102.1(6) . . . . ?
C00F C00G C00I C00K 143.8(6) . . . . ?
C00F C00G C00I C00M -52.7(10) . . . . ?
C00F C00G C00N O009 178.4(6) . . . . ?
C00F C00G C00N C00T 3.1(10) . . . . ?
C00F C00O C00Q C00J -1.2(10) . . . . ?
C00F C00O C012 C00T 0.0(10) . . . . ?
C00G C00F C00O C00Q -174.3(6) . . . . ?
C00G C00F C00O C012 4.1(9) . . . . ?
C00G C00F C01C C017 175.4(6) . . . . ?
C00G C00I C00K S006 -82.8(6) . . . . ?
C00G C00I C00K C00P 164.6(5) . . . . ?
C00G C00I C00K C010 30.7(7) . . . . ?
C00G C00I C00M Br01 8.8(11) . . . . ?
C00G C00I C00M C018 -164.2(6) . . . . ?
C00G C00N C00T C012 1.1(10) . . . . ?
C00H C00L C00W S005 -80.2(6) . . . . ?
C00H C00L C00W C00X 33.5(7) . . . . ?
C00H C00L C00W C00Y 164.5(5) . . . . ?
C00H C00L C01D Br02 10.5(10) . . . . ?
C00H C00L C01D C00Z -162.8(6) . . . . ?
C00H C00V C015 C01E -178.0(6) . . . . ?
C00H C011 C01I C016 -0.5(10) . . . . ?
C00I C00G C00N O009 3.7(9) . . . . ?
C00I C00G C00N C00T -171.6(6) . . . . ?
C00I C00K C00P C018 3.6(7) . . . . ?
C00I C00K C00P C01B 174.1(8) . . . . ?
C00I C00K C010 O009 13.8(7) . . . . ?
C00I C00K C010 C01J -102.2(6) . . . . ?
C00I C00K C010 C01K 133.2(6) . . . . ?
C00I C00M C018 S008 -174.5(6) . . . . ?
C00I C00M C018 C00P 2.1(8) . . . . ?
C00J C017 C01C C00F -0.9(11) . . . . ?
C00K S006 C01H C01J 11.4(6) . . . . ?
C00K C00I C00M Br01 173.4(4) . . . . ?
C00K C00I C00M C018 0.4(7) . . . . ?
C00K C00P C018 S008 173.8(4) . . . . ?
C00K C00P C018 C00M -3.6(7) . . . . ?
C00K C00P C01B C01G -170.4(8) . . . . ?
C00K C010 C01J C01H -8.3(8) . . . . ?
C00L C00H C00V C00S 175.0(5) . . . . ?
C00L C00H C00V C015 -7.5(10) . . . . ?
C00L C00H C011 O00A 2.1(8) . . . . ?
C00L C00H C011 C01I -174.9(6) . . . . ?
C00L C00W C00X O00A 12.4(7) . . . . ?
C00L C00W C00X C01A 131.7(5) . . . . ?
C00L C00W C00X C01F -104.0(6) . . . . ?
C00L C00W C00Y C00Z 1.8(6) . . . . ?
C00L C00W C00Y C019 179.2(7) . . . . ?
C00M C00I C00K S006 110.2(5) . . . . ?
C00M C00I C00K C00P -2.4(7) . . . . ?
C00M C00I C00K C010 -136.3(5) . . . . ?
C00N O009 C010 C00K -50.8(7) . . . . ?
C00N O009 C010 C01J 66.1(6) . . . . ?
C00N O009 C010 C01K -174.9(5) . . . . ?
C00N C00G C00I C00K -41.8(8) . . . . ?
C00N C00G C00I C00M 121.7(8) . . . . ?
C00N C00T C012 C00O -2.7(10) . . . . ?
C00O C00F C00G C00I 168.4(6) . . . . ?
C00O C00F C00G C00N -5.7(9) . . . . ?
C00O C00F C01C C017 -4.7(10) . . . . ?
C00P C00K C010 O009 -108.7(6) . . . . ?
C00P C00K C010 C01J 135.2(6) . . . . ?
C00P C00K C010 C01K 10.6(9) . . . . ?
C00P C01B C01G S008 -0.3(8) . . . . ?
C00Q C00J C017 C01C 5.7(11) . . . . ?
C00Q C00O C012 C00T 178.4(6) . . . . ?
C00S C00V C015 C01E -0.5(10) . . . . ?
C00S C016 C01I C011 -2.6(10) . . . . ?
C00U C00R C01E C015 2.5(11) . . . . ?
C00U C00S C00V C00H 179.3(6) . . . . ?
C00U C00S C00V C015 1.7(9) . . . . ?
C00U C00S C016 C01I -176.4(7) . . . . ?
C00V C00H C00L C00W 138.8(6) . . . . ?
C00V C00H C00L C01D -59.0(10) . . . . ?
C00V C00H C011 O00A -179.6(5) . . . . ?
C00V C00H C011 C01I 3.4(9) . . . . ?
C00V C00S C00U C00R -0.8(10) . . . . ?
C00V C00S C016 C01I 2.7(10) . . . . ?
C00V C015 C01E C00R -1.5(10) . . . . ?
C00W S005 C014 C01F 9.1(6) . . . . ?
C00W C00L C01D Br02 173.7(4) . . . . ?
C00W C00L C01D C00Z 0.5(7) . . . . ?
C00W C00X C01F C014 -8.7(8) . . . . ?
C00W C00Y C00Z S007 -179.5(4) . . . . ?
C00W C00Y C00Z C01D -1.7(6) . . . . ?
C00W C00Y C019 C013 -180.0(7) . . . . ?
C00X O00A C011 C00H 47.0(8) . . . . ?
C00X O00A C011 C01I -135.9(6) . . . . ?
C00X C00W C00Y C00Z 125.3(6) . . . . ?
C00X C00W C00Y C019 -57.3(10) . . . . ?
C00Y C00W C00X O00A -107.6(6) . . . . ?
C00Y C00W C00X C01A 11.7(8) . . . . ?
C00Y C00W C00X C01F 136.0(6) . . . . ?
C00Y C00Z C01D Br02 -172.9(4) . . . . ?
C00Y C00Z C01D C00L 0.8(7) . . . . ?
C00Z S007 C013 C019 -0.5(5) . . . . ?
C00Z C00Y C019 C013 -2.7(8) . . . . ?
C010 O009 C00N C00G 43.8(8) . . . . ?
C010 O009 C00N C00T -140.8(6) . . . . ?
C010 C00K C00P C018 129.7(6) . . . . ?
C010 C00K C00P C01B -59.8(11) . . . . ?
C011 O00A C00X C00W -52.2(7) . . . . ?
C011 O00A C00X C01A -176.1(5) . . . . ?
C011 O00A C00X C01F 64.7(6) . . . . ?
C011 C00H C00L C00W -42.9(7) . . . . ?
C011 C00H C00L C01D 119.2(8) . . . . ?
C011 C00H C00V C00S -3.2(9) . . . . ?
C011 C00H C00V C015 174.4(6) . . . . ?
C012 C00O C00Q C00J -179.6(6) . . . . ?
C013 S007 C00Z C00Y -1.1(5) . . . . ?
C013 S007 C00Z C01D -178.1(7) . . . . ?
C014 S005 C00W C00L 104.7(5) . . . . ?
C014 S005 C00W C00X -12.9(4) . . . . ?
C014 S005 C00W C00Y -143.9(5) . . . . ?
C016 C00S C00U C00R 178.3(6) . . . . ?
C016 C00S C00V C00H 0.1(9) . . . . ?
C016 C00S C00V C015 -177.5(6) . . . . ?
C017 C00J C00Q C00O -4.6(10) . . . . ?
C018 S008 C01G C01B 0.5(6) . . . . ?
C018 C00P C01B C01G -0.2(9) . . . . ?
C019 C00Y C00Z S007 2.3(7) . . . . ?
C019 C00Y C00Z C01D -179.8(5) . . . . ?
C01A C00X C01F C014 116.5(7) . . . . ?
C01B C00P C018 S008 0.6(8) . . . . ?
C01B C00P C018 C00M -176.9(6) . . . . ?
C01C C00F C00G C00I -11.7(10) . . . . ?
C01C C00F C00G C00N 174.3(6) . . . . ?
C01C C00F C00O C00Q 5.7(9) . . . . ?
C01C C00F C00O C012 -175.8(6) . . . . ?
C01D C00L C00W S005 113.9(5) . . . . ?
C01D C00L C00W C00X -132.4(6) . . . . ?
C01D C00L C00W C00Y -1.4(6) . . . . ?
C01E C00R C00U C00S -1.3(11) . . . . ?
C01G S008 C018 C00M 175.9(7) . . . . ?
C01G S008 C018 C00P -0.6(6) . . . . ?
C01H S006 C00K C00I 103.2(4) . . . . ?
C01H S006 C00K C00P -146.6(5) . . . . ?
C01H S006 C00K C010 -15.0(4) . . . . ?
C01K C010 C01J C01H 117.2(7) . . . . ?

_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 1.321
_oxdiff_exptl_absorpt_empirical_full_min 0.691
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20220613-zzx-1291
_database_code_depnum_ccdc_archive 'CCDC 2203144'
loop_
_audit_author_name
_audit_author_address
'Xiangnan Gong'
;Chongqing University
China
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_audit_creation_date             2022-06-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H11 Br O S2'
_chemical_formula_sum            'C20 H11 Br O S2'
_chemical_formula_weight         411.32
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H11 Br O S2'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.4965(3)
_cell_length_b                   19.1120(7)
_cell_length_c                   11.7078(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.131(4)
_cell_angle_gamma                90
_cell_volume                     1667.82(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9069
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3520
_cell_measurement_theta_min      1.7560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.31
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24487
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.068
_diffrn_reflns_theta_min         1.749
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0892
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  88.00   1.00    6.00    --   18.74  57.00 150.00   91
  2  ω     14.00  79.00   1.00    6.00    --   18.74-129.00 -41.32   65
  3  ω    -11.00  39.00   1.00    6.00    --   18.74  77.00-120.00   50
  4  ω    -50.00  37.00   1.00    6.00    --   18.74 -57.00-120.00   87
  5  ω    -50.00  31.00   1.00    6.00    --   18.74 -57.00   0.00   81
  6  ω     -3.00  88.00   1.00    6.00    --   18.74  57.00  30.00   91
  7  ω    -11.00  61.00   1.00    6.00    --   18.74 -99.00  90.00   72
  8  ω      0.00  91.00   1.00    6.00    --   18.74  38.00 -60.00   91
  9  ω    -53.00  30.00   1.00    6.00    --  -18.93  85.00 139.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0897502000
_diffrn_orient_matrix_UB_12      0.0055257000
_diffrn_orient_matrix_UB_13      0.0241797000
_diffrn_orient_matrix_UB_21      -0.0253213000
_diffrn_orient_matrix_UB_22      0.0324028000
_diffrn_orient_matrix_UB_23      0.0230019000
_diffrn_orient_matrix_UB_31      -0.0189473000
_diffrn_orient_matrix_UB_32      -0.0172530000
_diffrn_orient_matrix_UB_33      0.0509654000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.852
_reflns_number_gt                5943
_reflns_number_total             7929
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.311
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 2282 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         7929
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.030
_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)+(0.0489P)²+0.5257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00K(H00K), C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C013(H013),
 C014(H014), C015(H015), C017(H017), C018(H018), C019(H019), C01A(H01A),
 C01B(H01B), C01C(H01C)
2.b Idealised tetrahedral OH refined as rotating group:
 O007(H007), O008(H008)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br01 Br 0.85380(9) 0.31878(3) 0.49616(6) 0.0496(2) Uani 1 1 d . . . . .
Br02 Br 0.74362(11) 0.67674(4) 0.95328(6) 0.0579(2) Uani 1 1 d . . . . .
S003 S 0.7154(3) 0.50359(9) 0.95176(14) 0.0469(4) Uani 1 1 d . . . . .
S004 S 0.3644(3) 0.64837(9) 0.51107(15) 0.0482(5) Uani 1 1 d . . . . .
S005 S 1.2285(3) 0.35065(10) 0.93771(15) 0.0498(5) Uani 1 1 d . . . . .
S006 S 0.8570(2) 0.49335(10) 0.50157(14) 0.0464(4) Uani 1 1 d . . . . .
O007 O 1.3479(7) 0.2693(3) 0.6402(5) 0.0613(14) Uani 1 1 d . . . . .
H007 H 1.301250 0.286788 0.580290 0.092 Uiso 1 1 calc R U . . .
O008 O 0.8141(8) 0.7289(2) 0.6282(5) 0.0664(16) Uani 1 1 d . . . . .
H008 H 0.879292 0.752268 0.591069 0.100 Uiso 1 1 calc R U . . .
C009 C 1.0254(8) 0.4865(3) 0.7076(5) 0.0349(14) Uani 1 1 d . . . . .
C00A C 1.1106(8) 0.4533(3) 0.8068(5) 0.0355(14) Uani 1 1 d . . . . .
C00B C 0.6276(9) 0.6271(3) 0.8282(5) 0.0352(14) Uani 1 1 d . . . . .
C00C C 0.6256(8) 0.5532(3) 0.8359(5) 0.0346(14) Uani 1 1 d . . . . .
C00D C 0.5511(8) 0.6606(3) 0.7314(5) 0.0349(14) Uani 1 1 d . . . . .
C00E C 0.5483(8) 0.5108(3) 0.7459(5) 0.0341(13) Uani 1 1 d . . . . .
C00F C 0.9571(8) 0.4438(3) 0.6153(5) 0.0330(13) Uani 1 1 d . . . . .
C00G C 0.4678(8) 0.5450(3) 0.6451(5) 0.0330(13) Uani 1 1 d . . . . .
C00H C 0.4723(9) 0.6178(3) 0.6415(5) 0.0359(14) Uani 1 1 d . . . . .
C00I C 1.1299(11) 0.1150(4) 0.7459(6) 0.0498(18) Uani 1 1 d . . . . .
H00I H 1.150893 0.067192 0.754071 0.060 Uiso 1 1 calc R U . . .
C00J C 0.9759(10) 0.1434(3) 0.7838(6) 0.0419(17) Uani 1 1 d . . . . .
C00K C 0.6710(11) 0.2045(4) 0.8566(7) 0.061(2) Uani 1 1 d . . . . .
H00K H 0.568581 0.224718 0.880670 0.073 Uiso 1 1 calc R U . . .
C00L C 0.9693(9) 0.3713(3) 0.6218(5) 0.0357(14) Uani 1 1 d . . . . .
C00M C 0.9460(9) 0.2176(3) 0.7727(6) 0.0376(15) Uani 1 1 d . . . . .
C00N C 0.4267(10) 0.8548(4) 0.7530(5) 0.0404(16) Uani 1 1 d . . . . .
C00O C 1.1236(8) 0.3804(3) 0.8070(5) 0.0344(14) Uani 1 1 d . . . . .
C00P C 0.5523(9) 0.7389(3) 0.7201(5) 0.0366(15) Uani 1 1 d . . . . .
C00Q C 0.4178(9) 0.7811(3) 0.7638(6) 0.0372(15) Uani 1 1 d . . . . .
C00R C 0.3807(9) 0.5142(4) 0.5423(6) 0.0455(16) Uani 1 1 d . . . . .
H00R H 0.367403 0.466261 0.530848 0.055 Uiso 1 1 calc R U . . .
C00S C 1.0771(9) 0.2591(3) 0.7234(6) 0.0382(15) Uani 1 1 d . . . . .
C00T C 0.6963(11) 0.8446(3) 0.6600(7) 0.054(2) Uani 1 1 d . . . . .
H00T H 0.788702 0.865484 0.625262 0.064 Uiso 1 1 calc R U . . .
C00U C 1.1899(9) 0.4839(4) 0.9121(6) 0.0448(16) Uani 1 1 d . . . . .
H00U H 1.195553 0.531711 0.926502 0.054 Uiso 1 1 calc R U . . .
C00V C 0.9939(9) 0.5592(3) 0.6804(6) 0.0433(16) Uani 1 1 d . . . . .
H00V H 1.029420 0.595244 0.731082 0.052 Uiso 1 1 calc R U . . .
C00W C 0.9099(9) 0.5699(3) 0.5770(6) 0.0465(17) Uani 1 1 d . . . . .
H00W H 0.881861 0.614197 0.547551 0.056 Uiso 1 1 calc R U . . .
C00X C 0.8455(12) 0.1034(4) 0.8363(6) 0.055(2) Uani 1 1 d . . . . .
H00X H 0.864488 0.055580 0.846373 0.066 Uiso 1 1 calc R U . . .
C00Y C 1.2247(10) 0.2280(3) 0.6873(6) 0.0421(16) Uani 1 1 d . . . . .
C00Z C 0.2727(11) 0.7518(4) 0.8143(7) 0.0526(19) Uani 1 1 d . . . . .
H00Z H 0.263168 0.703538 0.822141 0.063 Uiso 1 1 calc R U . . .
C010 C 0.7877(10) 0.2451(4) 0.8094(7) 0.0487(18) Uani 1 1 d . . . . .
H010 H 0.763987 0.292681 0.800518 0.058 Uiso 1 1 calc R U . . .
C011 C 1.2493(11) 0.1549(4) 0.6977(7) 0.0526(19) Uani 1 1 d . . . . .
H011 H 1.349110 0.134132 0.670916 0.063 Uiso 1 1 calc R U . . .
C012 C 1.0533(9) 0.3373(3) 0.7159(5) 0.0363(14) Uani 1 1 d . . . . .
C013 C 0.5649(9) 0.4379(3) 0.7736(6) 0.0461(17) Uani 1 1 d . . . . .
H013 H 0.523508 0.401968 0.724206 0.055 Uiso 1 1 calc R U . . .
C014 C 0.2894(11) 0.8959(4) 0.7943(6) 0.0538(19) Uani 1 1 d . . . . .
H014 H 0.294765 0.944302 0.788022 0.065 Uiso 1 1 calc R U . . .
C015 C 0.5700(12) 0.8849(4) 0.7013(6) 0.052(2) Uani 1 1 d . . . . .
H015 H 0.577615 0.933333 0.695700 0.062 Uiso 1 1 calc R U . . .
C016 C 0.6893(11) 0.7712(3) 0.6689(6) 0.0461(18) Uani 1 1 d . . . . .
C017 C 1.2549(10) 0.4346(4) 0.9873(7) 0.0521(18) Uani 1 1 d . . . . .
H017 H 1.309653 0.445314 1.060296 0.062 Uiso 1 1 calc R U . . .
C018 C 0.6489(11) 0.4279(4) 0.8810(7) 0.0529(19) Uani 1 1 d . . . . .
H018 H 0.668505 0.383797 0.913448 0.063 Uiso 1 1 calc R U . . .
C019 C 0.3207(10) 0.5625(4) 0.4644(6) 0.0528(19) Uani 1 1 d . . . . .
H019 H 0.261752 0.551503 0.392713 0.063 Uiso 1 1 calc R U . . .
C01A C 0.1444(11) 0.7959(5) 0.8521(7) 0.062(2) Uani 1 1 d . . . . .
H01A H 0.049218 0.776248 0.885666 0.075 Uiso 1 1 calc R U . . .
C01B C 0.6975(12) 0.1316(4) 0.8714(7) 0.064(2) Uani 1 1 d . . . . .
H01B H 0.614484 0.104168 0.904594 0.077 Uiso 1 1 calc R U . . .
C01C C 0.1521(12) 0.8669(4) 0.8420(7) 0.062(2) Uani 1 1 d . . . . .
H01C H 0.063317 0.894922 0.867961 0.074 Uiso 1 1 calc R U . . .


_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
Br01 C00L 1.911(6) . ?
Br02 C00B 1.878(6) . ?
S003 C00C 1.732(6) . ?
S003 C018 1.714(8) . ?
S004 C00H 1.750(7) . ?
S004 C019 1.749(8) . ?
S005 C00O 1.740(6) . ?
S005 C017 1.711(8) . ?
S006 C00F 1.737(6) . ?
S006 C00W 1.733(7) . ?
O007 H007 0.8200 . ?
O007 C00Y 1.374(9) . ?
O008 H008 0.8200 . ?
O008 C016 1.360(8) . ?
C009 C00A 1.414(8) . ?
C009 C00F 1.405(8) . ?
C009 C00V 1.439(9) . ?
C00A C00O 1.396(8) . ?
C00A C00U 1.434(9) . ?
C00B C00C 1.415(8) . ?
C00B C00D 1.373(9) . ?
C00C C00E 1.405(8) . ?
C00D C00H 1.412(9) . ?
C00D C00P 1.502(9) . ?
C00E C00G 1.426(8) . ?
C00E C013 1.431(9) . ?
C00F C00L 1.390(8) . ?
C00G C00H 1.391(8) . ?
C00G C00R 1.434(9) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.391(11) . ?
C00I C011 1.345(11) . ?
C00J C00M 1.439(9) . ?
C00J C00X 1.431(11) . ?
C00K H00K 0.9300 . ?
C00K C010 1.334(10) . ?
C00K C01B 1.414(11) . ?
C00L C012 1.372(8) . ?
C00M C00S 1.432(9) . ?
C00M C010 1.407(10) . ?
C00N C00Q 1.416(8) . ?
C00N C014 1.419(10) . ?
C00N C015 1.410(11) . ?
C00O C012 1.405(8) . ?
C00P C00Q 1.429(9) . ?
C00P C016 1.388(10) . ?
C00Q C00Z 1.408(10) . ?
C00R H00R 0.9300 . ?
C00R C019 1.341(10) . ?
C00S C00Y 1.363(10) . ?
C00S C012 1.507(9) . ?
C00T H00T 0.9300 . ?
C00T C015 1.350(11) . ?
C00T C016 1.409(9) . ?
C00U H00U 0.9300 . ?
C00U C017 1.345(10) . ?
C00V H00V 0.9300 . ?
C00V C00W 1.319(10) . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C01B 1.338(12) . ?
C00Y C011 1.414(9) . ?
C00Z H00Z 0.9300 . ?
C00Z C01A 1.387(11) . ?
C010 H010 0.9300 . ?
C011 H011 0.9300 . ?
C013 H013 0.9300 . ?
C013 C018 1.359(10) . ?
C014 H014 0.9300 . ?
C014 C01C 1.342(12) . ?
C015 H015 0.9300 . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C019 H019 0.9300 . ?
C01A H01A 0.9300 . ?
C01A C01C 1.364(12) . ?
C01B H01B 0.9300 . ?
C01C H01C 0.9300 . ?

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
C018 S003 C00C 90.9(3) . . ?
C019 S004 C00H 90.7(3) . . ?
C017 S005 C00O 91.0(3) . . ?
C00W S006 C00F 90.7(3) . . ?
C00Y O007 H007 109.5 . . ?
C016 O008 H008 109.5 . . ?
C00A C009 C00V 131.5(6) . . ?
C00F C009 C00A 117.9(5) . . ?
C00F C009 C00V 110.6(6) . . ?
C009 C00A C00U 129.3(6) . . ?
C00O C00A C009 118.3(6) . . ?
C00O C00A C00U 112.5(6) . . ?
C00C C00B Br02 117.5(5) . . ?
C00D C00B Br02 121.7(5) . . ?
C00D C00B C00C 120.8(6) . . ?
C00B C00C S003 126.2(5) . . ?
C00E C00C S003 111.4(4) . . ?
C00E C00C C00B 122.3(6) . . ?
C00B C00D C00H 116.7(6) . . ?
C00B C00D C00P 122.1(6) . . ?
C00H C00D C00P 121.2(6) . . ?
C00C C00E C00G 117.3(5) . . ?
C00C C00E C013 111.9(6) . . ?
C00G C00E C013 130.8(6) . . ?
C009 C00F S006 111.4(4) . . ?
C00L C00F S006 127.3(5) . . ?
C00L C00F C009 121.3(6) . . ?
C00E C00G C00R 128.3(6) . . ?
C00H C00G C00E 118.4(6) . . ?
C00H C00G C00R 113.3(6) . . ?
C00D C00H S004 125.0(5) . . ?
C00G C00H S004 110.5(5) . . ?
C00G C00H C00D 124.5(6) . . ?
C00J C00I H00I 119.2 . . ?
C011 C00I H00I 119.2 . . ?
C011 C00I C00J 121.7(7) . . ?
C00I C00J C00M 118.8(7) . . ?
C00I C00J C00X 123.8(7) . . ?
C00X C00J C00M 117.3(7) . . ?
C010 C00K H00K 118.8 . . ?
C010 C00K C01B 122.3(8) . . ?
C01B C00K H00K 118.8 . . ?
C00F C00L Br01 117.4(5) . . ?
C012 C00L Br01 120.0(5) . . ?
C012 C00L C00F 122.5(6) . . ?
C00S C00M C00J 118.4(7) . . ?
C010 C00M C00J 118.0(7) . . ?
C010 C00M C00S 123.6(6) . . ?
C00Q C00N C014 118.4(7) . . ?
C015 C00N C00Q 119.3(7) . . ?
C015 C00N C014 122.3(7) . . ?
C00A C00O S005 110.7(5) . . ?
C00A C00O C012 124.3(6) . . ?
C012 C00O S005 125.0(5) . . ?
C00Q C00P C00D 121.4(6) . . ?
C016 C00P C00D 119.5(6) . . ?
C016 C00P C00Q 119.1(6) . . ?
C00N C00Q C00P 119.2(7) . . ?
C00Z C00Q C00N 118.7(7) . . ?
C00Z C00Q C00P 122.1(6) . . ?
C00G C00R H00R 123.9 . . ?
C019 C00R C00G 112.2(6) . . ?
C019 C00R H00R 123.9 . . ?
C00M C00S C012 119.4(6) . . ?
C00Y C00S C00M 119.9(6) . . ?
C00Y C00S C012 120.6(6) . . ?
C015 C00T H00T 119.7 . . ?
C015 C00T C016 120.6(7) . . ?
C016 C00T H00T 119.7 . . ?
C00A C00U H00U 124.3 . . ?
C017 C00U C00A 111.5(6) . . ?
C017 C00U H00U 124.3 . . ?
C009 C00V H00V 123.1 . . ?
C00W C00V C009 113.8(6) . . ?
C00W C00V H00V 123.1 . . ?
S006 C00W H00W 123.3 . . ?
C00V C00W S006 113.4(5) . . ?
C00V C00W H00W 123.3 . . ?
C00J C00X H00X 118.5 . . ?
C01B C00X C00J 122.9(7) . . ?
C01B C00X H00X 118.5 . . ?
O007 C00Y C011 121.0(7) . . ?
C00S C00Y O007 118.5(6) . . ?
C00S C00Y C011 120.5(7) . . ?
C00Q C00Z H00Z 120.5 . . ?
C01A C00Z C00Q 119.0(7) . . ?
C01A C00Z H00Z 120.5 . . ?
C00K C010 C00M 121.4(7) . . ?
C00K C010 H010 119.3 . . ?
C00M C010 H010 119.3 . . ?
C00I C011 C00Y 120.7(7) . . ?
C00I C011 H011 119.7 . . ?
C00Y C011 H011 119.7 . . ?
C00L C012 C00O 115.8(5) . . ?
C00L C012 C00S 123.9(6) . . ?
C00O C012 C00S 120.3(6) . . ?
C00E C013 H013 124.2 . . ?
C018 C013 C00E 111.5(6) . . ?
C018 C013 H013 124.2 . . ?
C00N C014 H014 119.0 . . ?
C01C C014 C00N 122.0(7) . . ?
C01C C014 H014 119.0 . . ?
C00N C015 H015 119.5 . . ?
C00T C015 C00N 121.1(6) . . ?
C00T C015 H015 119.5 . . ?
O008 C016 C00P 117.1(6) . . ?
O008 C016 C00T 122.2(7) . . ?
C00P C016 C00T 120.6(7) . . ?
S005 C017 H017 122.8 . . ?
C00U C017 S005 114.4(6) . . ?
C00U C017 H017 122.8 . . ?
S003 C018 H018 122.9 . . ?
C013 C018 S003 114.2(5) . . ?
C013 C018 H018 122.9 . . ?
S004 C019 H019 123.4 . . ?
C00R C019 S004 113.3(6) . . ?
C00R C019 H019 123.4 . . ?
C00Z C01A H01A 118.6 . . ?
C01C C01A C00Z 122.7(8) . . ?
C01C C01A H01A 118.6 . . ?
C00K C01B H01B 121.0 . . ?
C00X C01B C00K 118.0(7) . . ?
C00X C01B H01B 121.0 . . ?
C014 C01C C01A 119.2(8) . . ?
C014 C01C H01C 120.4 . . ?
C01A C01C H01C 120.4 . . ?

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
Br01 C00L C012 C00O -175.8(4) . . . . ?
Br01 C00L C012 C00S 6.1(9) . . . . ?
Br02 C00B C00C S003 1.7(8) . . . . ?
Br02 C00B C00C C00E -177.7(5) . . . . ?
Br02 C00B C00D C00H 178.2(4) . . . . ?
Br02 C00B C00D C00P -1.2(9) . . . . ?
S003 C00C C00E C00G 179.5(4) . . . . ?
S003 C00C C00E C013 -0.2(7) . . . . ?
S005 C00O C012 C00L 177.4(5) . . . . ?
S005 C00O C012 C00S -4.4(9) . . . . ?
S006 C00F C00L Br01 -3.4(8) . . . . ?
S006 C00F C00L C012 179.4(5) . . . . ?
O007 C00Y C011 C00I 178.7(7) . . . . ?
C009 C00A C00O S005 -178.8(5) . . . . ?
C009 C00A C00O C012 -1.7(9) . . . . ?
C009 C00A C00U C017 178.9(7) . . . . ?
C009 C00F C00L Br01 174.8(4) . . . . ?
C009 C00F C00L C012 -2.4(10) . . . . ?
C009 C00V C00W S006 0.8(8) . . . . ?
C00A C009 C00F S006 179.8(5) . . . . ?
C00A C009 C00F C00L 1.3(9) . . . . ?
C00A C009 C00V C00W 179.5(6) . . . . ?
C00A C00O C012 C00L 0.7(9) . . . . ?
C00A C00O C012 C00S 178.9(6) . . . . ?
C00A C00U C017 S005 0.7(8) . . . . ?
C00B C00C C00E C00G -1.0(9) . . . . ?
C00B C00C C00E C013 179.3(6) . . . . ?
C00B C00D C00H S004 179.1(5) . . . . ?
C00B C00D C00H C00G -0.1(9) . . . . ?
C00B C00D C00P C00Q -85.2(9) . . . . ?
C00B C00D C00P C016 93.1(8) . . . . ?
C00C S003 C018 C013 1.1(6) . . . . ?
C00C C00B C00D C00H -0.2(9) . . . . ?
C00C C00B C00D C00P -179.5(6) . . . . ?
C00C C00E C00G C00H 0.7(8) . . . . ?
C00C C00E C00G C00R -180.0(6) . . . . ?
C00C C00E C013 C018 1.0(9) . . . . ?
C00D C00B C00C S003 -179.9(5) . . . . ?
C00D C00B C00C C00E 0.7(10) . . . . ?
C00D C00P C00Q C00N 178.8(6) . . . . ?
C00D C00P C00Q C00Z -3.3(11) . . . . ?
C00D C00P C016 O008 1.8(11) . . . . ?
C00D C00P C016 C00T -178.3(7) . . . . ?
C00E C00G C00H S004 -179.4(4) . . . . ?
C00E C00G C00H C00D -0.2(9) . . . . ?
C00E C00G C00R C019 -179.8(6) . . . . ?
C00E C013 C018 S003 -1.4(8) . . . . ?
C00F S006 C00W C00V -0.9(6) . . . . ?
C00F C009 C00A C00O 0.6(8) . . . . ?
C00F C009 C00A C00U -179.5(6) . . . . ?
C00F C009 C00V C00W -0.1(8) . . . . ?
C00F C00L C012 C00O 1.3(9) . . . . ?
C00F C00L C012 C00S -176.8(6) . . . . ?
C00G C00E C013 C018 -178.7(6) . . . . ?
C00G C00R C019 S004 -0.4(8) . . . . ?
C00H S004 C019 C00R 0.9(6) . . . . ?
C00H C00D C00P C00Q 95.5(8) . . . . ?
C00H C00D C00P C016 -86.2(8) . . . . ?
C00H C00G C00R C019 -0.5(8) . . . . ?
C00I C00J C00M C00S -0.3(10) . . . . ?
C00I C00J C00M C010 178.8(7) . . . . ?
C00I C00J C00X C01B -179.5(7) . . . . ?
C00J C00I C011 C00Y 2.1(12) . . . . ?
C00J C00M C00S C00Y 0.7(10) . . . . ?
C00J C00M C00S C012 -177.2(6) . . . . ?
C00J C00M C010 C00K 2.2(11) . . . . ?
C00J C00X C01B C00K -0.6(13) . . . . ?
C00M C00J C00X C01B 2.0(11) . . . . ?
C00M C00S C00Y O007 179.9(6) . . . . ?
C00M C00S C00Y C011 0.2(11) . . . . ?
C00M C00S C012 C00L -92.8(8) . . . . ?
C00M C00S C012 C00O 89.2(8) . . . . ?
C00N C00Q C00Z C01A -0.3(11) . . . . ?
C00N C014 C01C C01A 0.4(13) . . . . ?
C00O S005 C017 C00U 0.0(6) . . . . ?
C00O C00A C00U C017 -1.3(8) . . . . ?
C00P C00D C00H S004 -1.6(8) . . . . ?
C00P C00D C00H C00G 179.2(6) . . . . ?
C00P C00Q C00Z C01A -178.2(7) . . . . ?
C00Q C00N C014 C01C -0.5(12) . . . . ?
C00Q C00N C015 C00T 1.4(11) . . . . ?
C00Q C00P C016 O008 -179.9(7) . . . . ?
C00Q C00P C016 C00T 0.0(12) . . . . ?
C00Q C00Z C01A C01C 0.3(13) . . . . ?
C00R C00G C00H S004 1.1(7) . . . . ?
C00R C00G C00H C00D -179.6(6) . . . . ?
C00S C00M C010 C00K -178.8(8) . . . . ?
C00S C00Y C011 C00I -1.7(12) . . . . ?
C00U C00A C00O S005 1.3(7) . . . . ?
C00U C00A C00O C012 178.4(6) . . . . ?
C00V C009 C00A C00O -178.9(6) . . . . ?
C00V C009 C00A C00U 0.9(12) . . . . ?
C00V C009 C00F S006 -0.6(6) . . . . ?
C00V C009 C00F C00L -179.0(6) . . . . ?
C00W S006 C00F C009 0.8(5) . . . . ?
C00W S006 C00F C00L 179.2(6) . . . . ?
C00X C00J C00M C00S 178.3(6) . . . . ?
C00X C00J C00M C010 -2.7(10) . . . . ?
C00Y C00S C012 C00L 89.3(9) . . . . ?
C00Y C00S C012 C00O -88.7(8) . . . . ?
C00Z C01A C01C C014 -0.4(14) . . . . ?
C010 C00K C01B C00X 0.0(14) . . . . ?
C010 C00M C00S C00Y -178.3(7) . . . . ?
C010 C00M C00S C012 3.8(10) . . . . ?
C011 C00I C00J C00M -1.1(11) . . . . ?
C011 C00I C00J C00X -179.6(7) . . . . ?
C012 C00S C00Y O007 -2.3(10) . . . . ?
C012 C00S C00Y C011 178.1(7) . . . . ?
C013 C00E C00G C00H -179.6(7) . . . . ?
C013 C00E C00G C00R -0.2(11) . . . . ?
C014 C00N C00Q C00P 178.4(6) . . . . ?
C014 C00N C00Q C00Z 0.4(11) . . . . ?
C014 C00N C015 C00T -178.2(8) . . . . ?
C015 C00N C00Q C00P -1.2(11) . . . . ?
C015 C00N C00Q C00Z -179.2(7) . . . . ?
C015 C00N C014 C01C 179.1(8) . . . . ?
C015 C00T C016 O008 -180.0(7) . . . . ?
C015 C00T C016 C00P 0.1(13) . . . . ?
C016 C00P C00Q C00N 0.5(11) . . . . ?
C016 C00P C00Q C00Z 178.4(7) . . . . ?
C016 C00T C015 C00N -0.9(13) . . . . ?
C017 S005 C00O C00A -0.8(5) . . . . ?
C017 S005 C00O C012 -177.9(6) . . . . ?
C018 S003 C00C C00B -179.9(6) . . . . ?
C018 S003 C00C C00E -0.5(5) . . . . ?
C019 S004 C00H C00D 179.6(6) . . . . ?
C019 S004 C00H C00G -1.1(5) . . . . ?
C01B C00K C010 C00M -0.8(13) . . . . ?

_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 1.319
_oxdiff_exptl_absorpt_empirical_full_min 0.714
