# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_20220326
_database_code_depnum_ccdc_archive 'CCDC 2175173'
loop_
_audit_author_name
_audit_author_address
'shaunghu chen'
;ZHENGZHOU UNIVERSITY
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 Br N O4 S'
_chemical_formula_sum            'C24 H18 Br N O4 S'
_chemical_formula_weight         496.36
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O3N2S1Br1
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.4992(11)
_cell_length_b                   14.135(2)
_cell_length_c                   20.507(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2173.8(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2415
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.6370
_cell_measurement_theta_min      3.7730
_shelx_estimated_absorpt_T_max   0.706
_shelx_estimated_absorpt_T_min   0.604
_exptl_absorpt_coefficient_mu    3.741
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8131
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.415
_diffrn_reflns_theta_min         3.798
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  37.00   1.00    1.00    --  -33.50  37.00-150.00   93
  2  ω   -103.00 -32.00   1.00    1.00    --  -33.50 178.00 -60.00   71
  3  ω    -54.00 -29.00   1.00    1.00    --  -33.50  37.00 -60.00   25
  4  ω     -1.00  36.00   1.00    1.00    --  -33.50  37.00 -60.00   37
  5  ω    -24.00   3.00   1.00    1.00    --   36.47 -77.00-150.00   27
  6  ω     22.00  80.00   1.00    1.00    --   36.47  57.00   0.00   58
  7  ω     42.00  87.00   1.00    1.00    --   36.47  57.00  30.00   45
  8  ω     17.00  65.00   1.00    1.00    --   36.47 -77.00-150.00   48
  9  ω     -4.00  41.00   1.00    1.00    --   36.47 -99.00  90.00   45
 10  ω     46.00  72.00   1.00    1.00    --   36.47 -99.00  90.00   26
 11  ω     39.00 128.00   1.00    4.75    --  108.00 -30.00   0.00   89
 12  ω     64.00  94.00   1.00    4.75    --  108.00 -94.00 -90.00   30
 13  ω     42.00  71.00   1.00    4.75    --  108.00 -61.00 -30.00   29
 14  ω     40.00 110.00   1.00    4.75    --  108.00 -94.00 150.00   70
 15  ω     37.00 133.00   1.00    4.75    --  108.00 -30.00  90.00   96
 16  ω     86.00 116.00   1.00    4.75    --  108.00 -61.00 -30.00   30
 17  ω     60.00 131.00   1.00    4.75    --  108.00 -77.00   0.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0076822000
_diffrn_orient_matrix_UB_12      -0.0914984000
_diffrn_orient_matrix_UB_13      -0.0407425000
_diffrn_orient_matrix_UB_21      -0.0201120000
_diffrn_orient_matrix_UB_22      0.0587938000
_diffrn_orient_matrix_UB_23      -0.0628860000
_diffrn_orient_matrix_UB_31      0.2041680000
_diffrn_orient_matrix_UB_32      0.0091450000
_diffrn_orient_matrix_UB_33      -0.0046511000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.942
_reflns_number_gt                2876
_reflns_number_total             4087
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 924 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4087
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.077
_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)+(0.0315P)²+2.2784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1351
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N1-H1
 0.87 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C12(H12A,H12B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C18(H18), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.8512(2) 0.68117(9) 0.96022(6) 0.0989(5) Uani 1 1 d . . . . .
S1 S -0.0299(3) 0.56302(18) 0.57721(12) 0.0641(6) Uani 1 1 d . . . . .
O1 O -0.1729(9) 0.5093(5) 0.5496(4) 0.089(2) Uani 1 1 d . . . . .
O2 O -0.0777(10) 0.6434(5) 0.6163(4) 0.090(2) Uani 1 1 d . . . . .
O3 O 0.3712(7) 0.5757(4) 0.6468(2) 0.0522(12) Uani 1 1 d . . . . .
O4 O 0.1550(8) 0.5252(5) 0.7605(3) 0.0738(18) Uani 1 1 d . . . . .
N1 N 0.1077(10) 0.4910(5) 0.6150(4) 0.0594(18) Uani 1 1 d D . . . .
H1 H 0.086(13) 0.492(7) 0.6566(16) 0.09(4) Uiso 1 1 d D . . . .
C1 C 0.1249(11) 0.5935(6) 0.5174(4) 0.059(2) Uani 1 1 d . . . . .
C2 C 0.0940(14) 0.6452(7) 0.4615(5) 0.080(3) Uani 1 1 d . . . . .
H2 H -0.0195 0.6672 0.4512 0.096 Uiso 1 1 calc R . . . .
C3 C 0.2375(15) 0.6629(9) 0.4215(5) 0.096(4) Uani 1 1 d . . . . .
H3 H 0.2211 0.6964 0.3829 0.115 Uiso 1 1 calc R . . . .
C4 C 0.4070(15) 0.6313(9) 0.4384(5) 0.093(4) Uani 1 1 d . . . . .
H4 H 0.5028 0.6452 0.4112 0.112 Uiso 1 1 calc R . . . .
C5 C 0.4360(12) 0.5796(8) 0.4945(4) 0.074(3) Uani 1 1 d . . . . .
H5 H 0.5495 0.5579 0.5050 0.089 Uiso 1 1 calc R . . . .
C6 C 0.2924(11) 0.5611(6) 0.5348(4) 0.057(2) Uani 1 1 d . . . . .
C7 C 0.2971(11) 0.5113(6) 0.6001(4) 0.053(2) Uani 1 1 d . . . . .
C8 C 0.4096(11) 0.4232(6) 0.6075(4) 0.0527(19) Uani 1 1 d . . . . .
H8A H 0.5226 0.4296 0.5849 0.063 Uiso 1 1 calc R . . . .
H8B H 0.3476 0.3679 0.5911 0.063 Uiso 1 1 calc R . . . .
C9 C 0.4365(10) 0.4173(5) 0.6813(4) 0.0477(17) Uani 1 1 d . . . . .
H9 H 0.3284 0.3892 0.6999 0.057 Uiso 1 1 calc R . . . .
C10 C 0.4394(11) 0.5243(6) 0.7019(3) 0.0492(19) Uani 1 1 d . . . . .
C11 C 0.3144(11) 0.5403(6) 0.7608(4) 0.057(2) Uani 1 1 d . . . . .
C12 C 0.6197(11) 0.5672(6) 0.7227(4) 0.057(2) Uani 1 1 d . . . . .
H12A H 0.7164 0.5231 0.7148 0.069 Uiso 1 1 calc R . . . .
H12B H 0.6434 0.6253 0.6991 0.069 Uiso 1 1 calc R . . . .
C13 C 0.5986(11) 0.5862(6) 0.7945(4) 0.055(2) Uani 1 1 d . . . . .
C14 C 0.4238(11) 0.5745(6) 0.8149(4) 0.055(2) Uani 1 1 d . . . . .
C15 C 0.3753(15) 0.5930(7) 0.8800(4) 0.072(3) Uani 1 1 d . . . . .
H15 H 0.2585 0.5843 0.8940 0.086 Uiso 1 1 calc R . . . .
C16 C 0.5049(16) 0.6241(7) 0.9223(4) 0.076(3) Uani 1 1 d . . . . .
H16 H 0.4772 0.6373 0.9656 0.091 Uiso 1 1 calc R . . . .
C17 C 0.6773(15) 0.6354(6) 0.8995(5) 0.068(3) Uani 1 1 d . . . . .
C18 C 0.7310(13) 0.6160(6) 0.8367(4) 0.062(2) Uani 1 1 d . . . . .
H18 H 0.8489 0.6226 0.8234 0.075 Uiso 1 1 calc R . . . .
C19 C 0.5941(11) 0.3602(6) 0.7061(4) 0.053(2) Uani 1 1 d . . . . .
C20 C 0.5919(14) 0.3287(7) 0.7704(4) 0.069(3) Uani 1 1 d . . . . .
H20 H 0.4918 0.3393 0.7962 0.083 Uiso 1 1 calc R . . . .
C21 C 0.7384(17) 0.2815(8) 0.7965(5) 0.087(4) Uani 1 1 d . . . . .
H21 H 0.7353 0.2598 0.8393 0.105 Uiso 1 1 calc R . . . .
C22 C 0.8868(16) 0.2671(7) 0.7592(5) 0.083(3) Uani 1 1 d . . . . .
H22 H 0.9861 0.2373 0.7770 0.100 Uiso 1 1 calc R . . . .
C23 C 0.8896(14) 0.2963(7) 0.6960(5) 0.076(3) Uani 1 1 d . . . . .
H23 H 0.9897 0.2850 0.6704 0.091 Uiso 1 1 calc R . . . .
C24 C 0.7433(12) 0.3429(6) 0.6695(4) 0.065(2) Uani 1 1 d . . . . .
H24 H 0.7469 0.3628 0.6263 0.078 Uiso 1 1 calc R . . . .


_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 C17 1.916(9) . ?
S1 O1 1.431(7) . ?
S1 O2 1.436(7) . ?
S1 N1 1.644(8) . ?
S1 C1 1.743(9) . ?
O3 C7 1.433(9) . ?
O3 C10 1.438(8) . ?
O4 C11 1.215(10) . ?
N1 H1 0.87(3) . ?
N1 C7 1.481(11) . ?
C1 C2 1.379(12) . ?
C1 C6 1.384(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.391(15) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(12) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(12) . ?
C6 C7 1.512(11) . ?
C7 C8 1.511(11) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.529(10) . ?
C9 H9 0.9800 . ?
C9 C10 1.570(10) . ?
C9 C19 1.519(11) . ?
C10 C11 1.545(10) . ?
C10 C12 1.542(11) . ?
C11 C14 1.462(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.506(10) . ?
C13 C14 1.386(12) . ?
C13 C18 1.382(11) . ?
C14 C15 1.407(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.376(14) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(15) . ?
C17 C18 1.377(13) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(10) . ?
C19 C24 1.370(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.392(13) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(14) . ?
C22 H22 0.9300 . ?
C22 C23 1.361(13) . ?
C23 H23 0.9300 . ?
C23 C24 1.391(12) . ?
C24 H24 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
O1 S1 O2 117.0(5) . . ?
O1 S1 N1 109.2(4) . . ?
O1 S1 C1 110.6(4) . . ?
O2 S1 N1 112.5(4) . . ?
O2 S1 C1 111.3(5) . . ?
N1 S1 C1 93.8(4) . . ?
C7 O3 C10 110.0(6) . . ?
S1 N1 H1 110(7) . . ?
C7 N1 S1 112.7(6) . . ?
C7 N1 H1 113(7) . . ?
C2 C1 S1 127.1(8) . . ?
C2 C1 C6 122.9(9) . . ?
C6 C1 S1 109.9(6) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.4(9) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(9) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.4(10) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(9) . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C7 113.8(7) . . ?
C5 C6 C1 119.3(8) . . ?
C5 C6 C7 126.8(8) . . ?
O3 C7 N1 110.9(7) . . ?
O3 C7 C6 107.7(7) . . ?
O3 C7 C8 103.9(6) . . ?
N1 C7 C6 104.5(6) . . ?
N1 C7 C8 110.8(7) . . ?
C8 C7 C6 119.0(7) . . ?
C7 C8 H8A 111.2 . . ?
C7 C8 H8B 111.2 . . ?
C7 C8 C9 102.6(6) . . ?
H8A C8 H8B 109.2 . . ?
C9 C8 H8A 111.2 . . ?
C9 C8 H8B 111.2 . . ?
C8 C9 H9 107.3 . . ?
C8 C9 C10 102.5(6) . . ?
C10 C9 H9 107.3 . . ?
C19 C9 C8 117.6(6) . . ?
C19 C9 H9 107.3 . . ?
C19 C9 C10 114.3(6) . . ?
O3 C10 C9 105.7(6) . . ?
O3 C10 C11 109.0(6) . . ?
O3 C10 C12 109.3(7) . . ?
C11 C10 C9 110.1(7) . . ?
C12 C10 C9 117.7(7) . . ?
C12 C10 C11 105.0(6) . . ?
O4 C11 C10 124.5(8) . . ?
O4 C11 C14 127.9(8) . . ?
C14 C11 C10 107.5(7) . . ?
C10 C12 H12A 110.9 . . ?
C10 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C13 C12 C10 104.4(7) . . ?
C13 C12 H12A 110.9 . . ?
C13 C12 H12B 110.9 . . ?
C14 C13 C12 111.9(7) . . ?
C18 C13 C12 126.2(8) . . ?
C18 C13 C14 121.8(8) . . ?
C13 C14 C11 109.9(7) . . ?
C13 C14 C15 120.6(8) . . ?
C15 C14 C11 129.5(9) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.4(10) . . ?
C16 C15 H15 120.8 . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.8(9) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 Br1 117.0(7) . . ?
C18 C17 Br1 118.5(8) . . ?
C18 C17 C16 124.5(9) . . ?
C13 C18 H18 122.1 . . ?
C17 C18 C13 115.8(9) . . ?
C17 C18 H18 122.1 . . ?
C20 C19 C9 118.6(8) . . ?
C24 C19 C9 123.1(7) . . ?
C24 C19 C20 118.2(9) . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.5(10) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.9(9) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.1(10) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(10) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 121.0(9) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O4 0.87(3) 2.24(5) 3.043(9) 153(9) .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C17 C18 C13 -178.0(6) . . . . ?
S1 N1 C7 O3 91.8(7) . . . . ?
S1 N1 C7 C6 -24.0(8) . . . . ?
S1 N1 C7 C8 -153.3(5) . . . . ?
S1 C1 C2 C3 178.5(8) . . . . ?
S1 C1 C6 C5 -178.6(8) . . . . ?
S1 C1 C6 C7 -1.4(10) . . . . ?
O1 S1 N1 C7 134.7(6) . . . . ?
O1 S1 C1 C2 58.7(10) . . . . ?
O1 S1 C1 C6 -123.6(7) . . . . ?
O2 S1 N1 C7 -93.7(7) . . . . ?
O2 S1 C1 C2 -73.1(9) . . . . ?
O2 S1 C1 C6 104.6(7) . . . . ?
O3 C7 C8 C9 39.6(8) . . . . ?
O3 C10 C11 O4 54.7(11) . . . . ?
O3 C10 C11 C14 -126.0(7) . . . . ?
O3 C10 C12 C13 127.7(7) . . . . ?
O4 C11 C14 C13 -177.5(9) . . . . ?
O4 C11 C14 C15 4.1(16) . . . . ?
N1 S1 C1 C2 170.9(9) . . . . ?
N1 S1 C1 C6 -11.4(7) . . . . ?
N1 C7 C8 C9 -79.5(8) . . . . ?
C1 S1 N1 C7 21.3(7) . . . . ?
C1 C2 C3 C4 -1.4(18) . . . . ?
C1 C6 C7 O3 -102.6(8) . . . . ?
C1 C6 C7 N1 15.3(10) . . . . ?
C1 C6 C7 C8 139.6(8) . . . . ?
C2 C1 C6 C5 -0.8(15) . . . . ?
C2 C1 C6 C7 176.4(8) . . . . ?
C2 C3 C4 C5 1(2) . . . . ?
C3 C4 C5 C6 -1.1(18) . . . . ?
C4 C5 C6 C1 0.8(15) . . . . ?
C4 C5 C6 C7 -176.1(9) . . . . ?
C5 C6 C7 O3 74.4(11) . . . . ?
C5 C6 C7 N1 -167.6(10) . . . . ?
C5 C6 C7 C8 -43.4(13) . . . . ?
C6 C1 C2 C3 1.1(15) . . . . ?
C6 C7 C8 C9 159.3(7) . . . . ?
C7 O3 C10 C9 10.6(8) . . . . ?
C7 O3 C10 C11 -107.6(7) . . . . ?
C7 O3 C10 C12 138.2(6) . . . . ?
C7 C8 C9 C10 -32.3(8) . . . . ?
C7 C8 C9 C19 -158.5(7) . . . . ?
C8 C9 C10 O3 14.3(8) . . . . ?
C8 C9 C10 C11 131.8(6) . . . . ?
C8 C9 C10 C12 -108.0(7) . . . . ?
C8 C9 C19 C20 -160.1(8) . . . . ?
C8 C9 C19 C24 24.0(12) . . . . ?
C9 C10 C11 O4 -60.7(11) . . . . ?
C9 C10 C11 C14 118.5(7) . . . . ?
C9 C10 C12 C13 -111.8(7) . . . . ?
C9 C19 C20 C21 -175.7(9) . . . . ?
C9 C19 C24 C23 175.2(8) . . . . ?
C10 O3 C7 N1 87.3(8) . . . . ?
C10 O3 C7 C6 -158.9(6) . . . . ?
C10 O3 C7 C8 -31.7(8) . . . . ?
C10 C9 C19 C20 79.7(9) . . . . ?
C10 C9 C19 C24 -96.2(10) . . . . ?
C10 C11 C14 C13 3.3(10) . . . . ?
C10 C11 C14 C15 -175.0(8) . . . . ?
C10 C12 C13 C14 -9.8(10) . . . . ?
C10 C12 C13 C18 173.1(8) . . . . ?
C11 C10 C12 C13 11.0(9) . . . . ?
C11 C14 C15 C16 179.2(9) . . . . ?
C12 C10 C11 O4 171.7(9) . . . . ?
C12 C10 C11 C14 -9.1(9) . . . . ?
C12 C13 C14 C11 4.2(10) . . . . ?
C12 C13 C14 C15 -177.3(8) . . . . ?
C12 C13 C18 C17 175.4(8) . . . . ?
C13 C14 C15 C16 1.0(13) . . . . ?
C14 C13 C18 C17 -1.5(13) . . . . ?
C14 C15 C16 C17 -0.4(14) . . . . ?
C15 C16 C17 Br1 178.9(7) . . . . ?
C15 C16 C17 C18 -1.3(15) . . . . ?
C16 C17 C18 C13 2.1(14) . . . . ?
C18 C13 C14 C11 -178.6(8) . . . . ?
C18 C13 C14 C15 0.0(14) . . . . ?
C19 C9 C10 O3 142.6(6) . . . . ?
C19 C9 C10 C11 -99.9(8) . . . . ?
C19 C9 C10 C12 20.3(9) . . . . ?
C19 C20 C21 C22 1.0(16) . . . . ?
C20 C19 C24 C23 -0.8(14) . . . . ?
C20 C21 C22 C23 -2.0(18) . . . . ?
C21 C22 C23 C24 1.6(17) . . . . ?
C22 C23 C24 C19 -0.2(16) . . . . ?
C24 C19 C20 C21 0.4(14) . . . . ?

_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 1.351
_oxdiff_exptl_absorpt_empirical_full_min 0.820
