# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2281719'
loop_
_audit_author_name
_audit_author_address
'Yonghong Xiao'
;Shantou University
China
;
_audit_update_record             
;
2023-07-15 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-06-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.11.02 svn.ra8b101fa for OlexSys, GUI svn.r6635)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H39 Br S'
_chemical_formula_sum            'C29 H39 Br S'
_chemical_formula_weight         499.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
_chemical_oxdiff_usercomment     LXR4-3huan
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.1141(6)
_cell_length_b                   5.2760(2)
_cell_length_c                   45.0011(15)
_cell_angle_alpha                90
_cell_angle_beta                 95.564(3)
_cell_angle_gamma                90
_cell_volume                     5225.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4781
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      70.7310
_cell_measurement_theta_min      1.9620
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.588
_exptl_absorpt_coefficient_mu    2.970
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
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    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            9862
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.356
_diffrn_reflns_theta_min         3.948
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  15.00   0.50    0.50    --    0.00  77.00 -60.00   88
  2  ω     50.00  82.00   0.50    0.50    --    0.00  77.00 -60.00   64
  3  ω     38.00  80.00   0.50    0.50    --    0.00  77.00-120.00   84
  4  ω     66.00 177.00   0.50    2.00    --   89.30  15.00 120.00  222
  5  ω     29.00 110.00   0.50    2.00    --   89.30 -61.00  90.00  162
  6  ω     39.00  66.00   0.50    2.00    --   89.30 -82.00  90.00   54
  7  ω     11.00 105.00   0.50    2.00    --   89.30 -30.00 -60.00  188
  8  ω     80.00 121.00   0.50    2.00    --   89.30 -82.00  90.00   82
  9  ω     73.00  99.00   0.50    2.00    --   89.30 -45.00 120.00   52
 10  ω     21.00  56.00   0.50    2.00    --   89.30 -45.00 120.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0470044000
_diffrn_orient_matrix_UB_12      0.0519309000
_diffrn_orient_matrix_UB_13      -0.0224047000
_diffrn_orient_matrix_UB_21      0.0518810000
_diffrn_orient_matrix_UB_22      -0.0477770000
_diffrn_orient_matrix_UB_23      0.0247549000
_diffrn_orient_matrix_UB_31      -0.0001532000
_diffrn_orient_matrix_UB_32      -0.2832950000
_diffrn_orient_matrix_UB_33      -0.0082442000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4101
_reflns_number_total             4815
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.052
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0757
_refine_ls_restrained_S_all      1.054
_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)+(0.1042P)²+20.4859P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2051
_refine_ls_wR_factor_ref         0.2113
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: S1A(0.5) H8A(0.5) H8B(0.5) S1B(0.5)
3.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14), C20(H20), C17(H17), C8(H8A), C8(H8B)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C19(H19A,H19B), C10(H10A,H10B), C18(H18A,H18B), C12(H12A,
 H12B), C16(H16A,H16B), C13(H13A,H13B), C22(H22A,H22B), C21(H21A,H21B), C9(H9A,
 H9B)
3.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C28(H28), C25(H25), C27(H27), C6(H6), C5(H5), C2(H2), C3(H3)
3.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.86873(3) 0.07435(17) 0.24946(2) 0.0852(3) Uani 1 1 d . . . . .
S1A S 0.7320(2) 0.1024(16) 0.36764(16) 0.0556(12) Uani 0.5 1 d . . P A 1
C11 C 0.65023(15) 0.5065(7) 0.44607(7) 0.0304(7) Uani 1 1 d . . . . .
H11 H 0.618056 0.373515 0.446297 0.036 Uiso 1 1 calc R U . . .
C14 C 0.63168(14) 0.7848(6) 0.50260(7) 0.0269(7) Uani 1 1 d . . . . .
H14 H 0.665028 0.910521 0.500949 0.032 Uiso 1 1 calc R U . . .
C20 C 0.57994(15) 0.7692(7) 0.59530(7) 0.0312(7) Uani 1 1 d . . . . .
H20 H 0.603855 0.609119 0.598645 0.037 Uiso 1 1 calc R U . . .
C17 C 0.60239(14) 0.8504(6) 0.53137(7) 0.0282(7) Uani 1 1 d . . . . .
H17 H 0.578748 1.010402 0.527395 0.034 Uiso 1 1 calc R U . . .
C23 C 0.55382(15) 0.8351(7) 0.62432(7) 0.0332(7) Uani 1 1 d . . . . .
C15 C 0.66097(16) 0.5222(7) 0.50270(7) 0.0323(7) Uani 1 1 d . . . . .
H15A H 0.690592 0.505084 0.520549 0.039 Uiso 1 1 calc R U . . .
H15B H 0.629282 0.390992 0.503881 0.039 Uiso 1 1 calc R U . . .
C19 C 0.53061(15) 0.7219(8) 0.56970(8) 0.0354(8) Uani 1 1 d . . . . .
H19A H 0.505650 0.876769 0.566231 0.042 Uiso 1 1 calc R U . . .
H19B H 0.503669 0.583684 0.575333 0.042 Uiso 1 1 calc R U . . .
C10 C 0.68508(16) 0.4608(7) 0.41863(8) 0.0362(8) Uani 1 1 d . . . . .
H10A H 0.713518 0.603619 0.416798 0.043 Uiso 1 1 calc R U . . .
H10B H 0.709629 0.304672 0.421948 0.043 Uiso 1 1 calc R U . . .
C18 C 0.55791(15) 0.6497(7) 0.54078(7) 0.0325(7) Uani 1 1 d . . . . .
H18A H 0.579380 0.485588 0.543685 0.039 Uiso 1 1 calc R U . . .
H18B H 0.524682 0.627680 0.524593 0.039 Uiso 1 1 calc R U . . .
C12 C 0.61947(16) 0.7657(7) 0.44596(7) 0.0340(8) Uani 1 1 d . . . . .
H12A H 0.589202 0.777887 0.428311 0.041 Uiso 1 1 calc R U . . .
H12B H 0.650354 0.899238 0.444161 0.041 Uiso 1 1 calc R U . . .
C16 C 0.69323(15) 0.4797(7) 0.47467(8) 0.0338(8) Uani 1 1 d . . . . .
H16A H 0.711318 0.307849 0.475382 0.041 Uiso 1 1 calc R U . . .
H16B H 0.726687 0.603932 0.474273 0.041 Uiso 1 1 calc R U . . .
C13 C 0.58767(15) 0.8133(7) 0.47427(7) 0.0311(7) Uani 1 1 d . . . . .
H13A H 0.553771 0.691619 0.474987 0.037 Uiso 1 1 calc R U . . .
H13B H 0.570357 0.986526 0.473533 0.037 Uiso 1 1 calc R U . . .
C22 C 0.65069(15) 0.9041(8) 0.55725(8) 0.0367(8) Uani 1 1 d . . . . .
H22A H 0.676448 0.751793 0.560974 0.044 Uiso 1 1 calc R U . . .
H22B H 0.677054 1.044104 0.551547 0.044 Uiso 1 1 calc R U . . .
C21 C 0.62340(16) 0.9757(8) 0.58595(8) 0.0376(8) Uani 1 1 d . . . . .
H21A H 0.601006 1.137612 0.582931 0.045 Uiso 1 1 calc R U . . .
H21B H 0.656489 1.001063 0.602129 0.045 Uiso 1 1 calc R U . . .
C9 C 0.64493(18) 0.4344(9) 0.38938(8) 0.0444(9) Uani 1 1 d . . . . .
H9A H 0.619819 0.589240 0.386262 0.053 Uiso 1 1 calc R U . . .
H9B H 0.616994 0.289660 0.391097 0.053 Uiso 1 1 calc R U . . .
C26 C 0.50686(19) 0.9533(10) 0.67860(9) 0.0505(11) Uani 1 1 d . . . . .
C8 C 0.67952(19) 0.3936(8) 0.36194(9) 0.0449(9) Uani 1 1 d . . . . .
H8A H 0.707217 0.542935 0.361275 0.054 Uiso 0.5 1 calc R U P A 1
H8B H 0.712950 0.520875 0.361542 0.054 Uiso 0.5 1 calc R U P A 2
C1 C 0.8238(2) 0.0883(10) 0.28290(9) 0.0509(11) Uani 1 1 d . . . . .
C24 C 0.5179(2) 1.0448(9) 0.62693(9) 0.0496(10) Uani 1 1 d . . . . .
H24 H 0.508644 1.151581 0.610108 0.060 Uiso 1 1 calc R U . . .
C28 C 0.56626(19) 0.6890(9) 0.64932(9) 0.0481(10) Uani 1 1 d . . . . .
H28 H 0.591352 0.543667 0.648350 0.058 Uiso 1 1 calc R U . . .
C25 C 0.4949(2) 1.1035(10) 0.65369(10) 0.0591(12) Uani 1 1 d . . . . .
H25 H 0.470311 1.250208 0.654858 0.071 Uiso 1 1 calc R U . . .
C27 C 0.5430(2) 0.7484(11) 0.67605(9) 0.0584(12) Uani 1 1 d . . . . .
H27 H 0.552741 0.643041 0.692962 0.070 Uiso 1 1 calc R U . . .
C6 C 0.8363(2) 0.2750(11) 0.30409(12) 0.0622(13) Uani 1 1 d . . . . .
H6 H 0.866374 0.399536 0.301526 0.075 Uiso 1 1 calc R U . . .
C4 C 0.7605(3) 0.1014(9) 0.33290(10) 0.0598(13) Uani 1 1 d . . . . .
C29 C 0.4814(3) 1.0238(13) 0.70792(11) 0.0738(17) Uani 1 1 d . . . . .
H29A H 0.499226 1.184465 0.715326 0.111 Uiso 1 1 calc R U . . .
H29B H 0.491418 0.890270 0.722726 0.111 Uiso 1 1 calc R U . . .
H29C H 0.437131 1.041651 0.704497 0.111 Uiso 1 1 calc R U . . .
C5 C 0.8045(2) 0.2789(10) 0.32917(10) 0.0598(12) Uani 1 1 d . . . . .
H5 H 0.813265 0.405806 0.343929 0.072 Uiso 1 1 calc R U . . .
C7 C 0.6386(3) 0.4029(14) 0.33342(10) 0.0802(19) Uani 1 1 d . . . . .
H7A H 0.661260 0.349445 0.316817 0.120 Uiso 1 1 calc R U . . .
H7B H 0.623805 0.576392 0.329903 0.120 Uiso 1 1 calc R U . . .
H7C H 0.604051 0.288844 0.334859 0.120 Uiso 1 1 calc R U . . .
C2 C 0.7790(3) -0.0851(11) 0.28617(13) 0.0739(16) Uani 1 1 d . . . . .
H2 H 0.769683 -0.209944 0.271209 0.089 Uiso 1 1 calc R U . . .
C3 C 0.7475(4) -0.0796(11) 0.31099(13) 0.0831(19) Uani 1 1 d . . . . .
H3 H 0.716588 -0.201233 0.313131 0.100 Uiso 1 1 calc R U . . .
S1B S 0.7089(2) 0.0895(14) 0.36362(14) 0.0573(13) Uani 0.5 1 d . . P A 2


_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 1.883(4) . ?
S1A C8 1.928(9) . ?
S1A C4 1.741(9) . ?
C11 H11 1.0000 . ?
C11 C10 1.536(5) . ?
C11 C12 1.527(5) . ?
C11 C16 1.531(5) . ?
C14 H14 1.0000 . ?
C14 C17 1.542(4) . ?
C14 C15 1.529(5) . ?
C14 C13 1.535(4) . ?
C20 H20 1.0000 . ?
C20 C23 1.518(4) . ?
C20 C19 1.528(5) . ?
C20 C21 1.539(5) . ?
C17 H17 1.0000 . ?
C17 C18 1.533(5) . ?
C17 C22 1.529(4) . ?
C23 C24 1.374(6) . ?
C23 C28 1.369(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.525(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.535(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.521(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.534(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C21 1.525(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.529(5) . ?
C26 C25 1.377(7) . ?
C26 C27 1.356(7) . ?
C26 C29 1.530(6) . ?
C8 H8A 1.0000 . ?
C8 H8B 1.0000 . ?
C8 C7 1.498(6) . ?
C8 S1B 1.730(8) . ?
C1 C6 1.380(7) . ?
C1 C2 1.366(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(6) . ?
C28 H28 0.9500 . ?
C28 C27 1.389(6) . ?
C25 H25 0.9500 . ?
C27 H27 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.386(7) . ?
C4 C5 1.372(8) . ?
C4 C3 1.382(8) . ?
C4 S1B 1.878(8) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.373(7) . ?
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
C4 S1A C8 98.6(4) . . ?
C10 C11 H11 108.1 . . ?
C12 C11 H11 108.1 . . ?
C12 C11 C10 113.3(3) . . ?
C12 C11 C16 109.0(3) . . ?
C16 C11 H11 108.1 . . ?
C16 C11 C10 110.0(3) . . ?
C17 C14 H14 106.6 . . ?
C15 C14 H14 106.6 . . ?
C15 C14 C17 114.4(3) . . ?
C15 C14 C13 109.0(3) . . ?
C13 C14 H14 106.6 . . ?
C13 C14 C17 113.0(3) . . ?
C23 C20 H20 107.7 . . ?
C23 C20 C19 112.5(3) . . ?
C23 C20 C21 111.9(3) . . ?
C19 C20 H20 107.7 . . ?
C19 C20 C21 109.2(3) . . ?
C21 C20 H20 107.7 . . ?
C14 C17 H17 107.1 . . ?
C18 C17 C14 114.2(3) . . ?
C18 C17 H17 107.1 . . ?
C22 C17 C14 111.2(3) . . ?
C22 C17 H17 107.1 . . ?
C22 C17 C18 109.7(3) . . ?
C24 C23 C20 122.0(3) . . ?
C28 C23 C20 121.0(3) . . ?
C28 C23 C24 117.0(4) . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 C14 111.3(3) . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C20 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C20 C19 C18 111.7(3) . . ?
H19A C19 H19B 107.9 . . ?
C18 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C9 C10 C11 114.4(3) . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
C17 C18 C19 112.2(3) . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C11 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C11 C12 C13 112.6(3) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C16 H16A 109.1 . . ?
C11 C16 H16B 109.1 . . ?
C15 C16 C11 112.3(3) . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 C14 111.6(3) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C17 C22 H22A 109.0 . . ?
C17 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C21 C22 C17 112.7(3) . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C22 C21 C20 111.4(3) . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
H21A C21 H21B 108.0 . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C10 C9 C8 114.6(3) . . ?
H9A C9 H9B 107.6 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C25 C26 C29 120.3(5) . . ?
C27 C26 C25 117.3(4) . . ?
C27 C26 C29 122.4(5) . . ?
S1A C8 H8A 105.6 . . ?
C9 C8 S1A 110.3(4) . . ?
C9 C8 H8A 105.6 . . ?
C9 C8 H8B 110.4 . . ?
C9 C8 S1B 108.1(4) . . ?
C7 C8 S1A 116.5(4) . . ?
C7 C8 C9 112.3(4) . . ?
C7 C8 H8A 105.6 . . ?
C7 C8 H8B 110.4 . . ?
C7 C8 S1B 105.1(4) . . ?
S1B C8 H8B 110.4 . . ?
C6 C1 Br1 119.6(4) . . ?
C2 C1 Br1 120.2(4) . . ?
C2 C1 C6 120.1(4) . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.2(4) . . ?
C25 C24 H24 119.4 . . ?
C23 C28 H28 119.2 . . ?
C23 C28 C27 121.5(4) . . ?
C27 C28 H28 119.2 . . ?
C26 C25 C24 121.3(4) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C26 C27 C28 121.6(4) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C1 C6 H6 120.3 . . ?
C1 C6 C5 119.3(5) . . ?
C5 C6 H6 120.3 . . ?
C5 C4 S1A 115.5(4) . . ?
C5 C4 C3 119.0(5) . . ?
C5 C4 S1B 127.0(4) . . ?
C3 C4 S1A 125.1(5) . . ?
C3 C4 S1B 113.8(5) . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.6 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.2(5) . . ?
C3 C2 H2 119.9 . . ?
C4 C3 H3 119.7 . . ?
C2 C3 C4 120.6(6) . . ?
C2 C3 H3 119.7 . . ?
C8 S1B C4 100.9(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
Br1 C1 C6 C5 -177.8(4) . . . . ?
Br1 C1 C2 C3 178.0(5) . . . . ?
S1A C4 C5 C6 171.4(5) . . . . ?
S1A C4 C3 C2 -170.3(6) . . . . ?
C11 C10 C9 C8 179.0(3) . . . . ?
C11 C12 C13 C14 56.1(4) . . . . ?
C14 C17 C18 C19 179.3(3) . . . . ?
C14 C17 C22 C21 178.7(3) . . . . ?
C14 C15 C16 C11 -58.3(4) . . . . ?
C20 C23 C24 C25 -179.4(4) . . . . ?
C20 C23 C28 C27 179.5(4) . . . . ?
C20 C19 C18 C17 -56.5(4) . . . . ?
C17 C14 C15 C16 -175.5(3) . . . . ?
C17 C14 C13 C12 175.8(3) . . . . ?
C17 C22 C21 C20 56.6(4) . . . . ?
C23 C20 C19 C18 -178.7(3) . . . . ?
C23 C20 C21 C22 178.4(3) . . . . ?
C23 C24 C25 C26 -0.3(8) . . . . ?
C23 C28 C27 C26 0.2(7) . . . . ?
C15 C14 C17 C18 -51.9(4) . . . . ?
C15 C14 C17 C22 73.0(4) . . . . ?
C15 C14 C13 C12 -55.8(4) . . . . ?
C19 C20 C23 C24 -60.8(5) . . . . ?
C19 C20 C23 C28 120.5(4) . . . . ?
C19 C20 C21 C22 -56.4(4) . . . . ?
C10 C11 C12 C13 -177.1(3) . . . . ?
C10 C11 C16 C15 -179.8(3) . . . . ?
C10 C9 C8 S1A 55.8(5) . . . . ?
C10 C9 C8 C7 -172.5(4) . . . . ?
C10 C9 C8 S1B 72.0(4) . . . . ?
C18 C17 C22 C21 -54.0(4) . . . . ?
C12 C11 C10 C9 -68.5(4) . . . . ?
C12 C11 C16 C15 55.4(4) . . . . ?
C16 C11 C10 C9 169.2(3) . . . . ?
C16 C11 C12 C13 -54.2(4) . . . . ?
C13 C14 C17 C18 73.7(4) . . . . ?
C13 C14 C17 C22 -161.4(3) . . . . ?
C13 C14 C15 C16 56.9(3) . . . . ?
C22 C17 C18 C19 53.6(4) . . . . ?
C21 C20 C23 C24 62.6(5) . . . . ?
C21 C20 C23 C28 -116.1(4) . . . . ?
C21 C20 C19 C18 56.5(4) . . . . ?
C9 C8 S1B C4 -169.7(3) . . . . ?
C8 S1A C4 C5 77.1(5) . . . . ?
C8 S1A C4 C3 -111.0(6) . . . . ?
C1 C6 C5 C4 -0.7(7) . . . . ?
C1 C2 C3 C4 0.2(10) . . . . ?
C24 C23 C28 C27 0.7(6) . . . . ?
C28 C23 C24 C25 -0.7(7) . . . . ?
C25 C26 C27 C28 -1.2(7) . . . . ?
C27 C26 C25 C24 1.2(7) . . . . ?
C6 C1 C2 C3 -2.0(9) . . . . ?
C29 C26 C25 C24 179.4(5) . . . . ?
C29 C26 C27 C28 -179.3(5) . . . . ?
C5 C4 C3 C2 1.3(10) . . . . ?
C5 C4 S1B C8 51.8(6) . . . . ?
C7 C8 S1B C4 70.2(4) . . . . ?
C2 C1 C6 C5 2.3(7) . . . . ?
C3 C4 C5 C6 -1.1(8) . . . . ?
C3 C4 S1B C8 -122.5(5) . . . . ?
S1B C4 C5 C6 -175.1(4) . . . . ?
S1B C4 C3 C2 176.1(6) . . . . ?

_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 1.546
_oxdiff_exptl_absorpt_empirical_full_min 0.692
####################################################################### 
# 
# 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_35
_database_code_depnum_ccdc_archive 'CCDC 2281720'
loop_
_audit_author_name
_audit_author_address
'Yonghong Xiao'
;Shantou University
China
;
_audit_update_record             
;
2023-07-15 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-02-28
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.11.02 svn.ra8b101fa for OlexSys, GUI svn.r6635)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H20 Br N O2 S'
_chemical_formula_sum            'C15 H20 Br N O2 S'
_chemical_formula_weight         358.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Br S'
_chemical_oxdiff_usercomment     BOC-N-4MR-S-PHBR
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.0887(5)
_cell_length_b                   10.8043(10)
_cell_length_c                   13.1121(11)
_cell_angle_alpha                80.047(7)
_cell_angle_beta                 88.378(7)
_cell_angle_gamma                79.464(7)
_cell_volume                     835.26(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2981
_cell_measurement_temperature    297.99(10)
_cell_measurement_theta_max      69.7210
_cell_measurement_theta_min      4.2160
_shelx_estimated_absorpt_T_max   0.805
_shelx_estimated_absorpt_T_min   0.190
_exptl_absorpt_coefficient_mu    4.529
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
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    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6744
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.242
_diffrn_reflns_theta_min         3.422
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00 -28.00   0.50    0.50    --    0.00 -77.00 150.00  114
  2  ω     31.00  83.00   0.50    0.50    --    0.00  38.00 120.00  104
  3  ω     -9.00  16.00   0.50    0.50    --    0.00  38.00 120.00   50
  4  ω     49.00  88.00   0.50    0.50    --    0.00  57.00-180.00   78
  5  ω    -15.00  29.00   0.50    0.50    --    0.00 -77.00 150.00   88
  6  ω    -21.00   7.00   0.50    0.50    --    0.00  57.00-180.00   56
  7  ω      4.00  47.00   0.50    0.50    --   89.30 -82.00-180.00   86
  8  ω     38.00 100.00   0.50    0.50    --   89.30 -30.00-120.00  124
  9  ω      8.00  52.00   0.50    0.50    --   89.30 -61.00 120.00   88
 10  ω     12.00  40.00   0.50    0.50    --   89.30 -82.00  30.00   56
 11  ω     44.00 118.00   0.50    0.50    --   89.30 -82.00  30.00  148
 12  ω     70.00 157.00   0.50    0.50    --   89.30  45.00-120.00  174
 13  ω     28.00  61.00   0.50    0.50    --   89.30 -82.00 -90.00   66
 14  ω     64.00 118.00   0.50    0.50    --   89.30 -82.00 -90.00  108
 15  ω      0.00  33.00   0.50    0.50    --   89.30 -82.00 120.00   66
 16  ω      1.00  91.00   0.50    0.50    --   89.30 -61.00  30.00  180
 17  ω    117.00 179.00   0.50    0.50    --   89.30  30.00 -30.00  124
 18  ω     76.00 116.00   0.50    0.50    --   89.30 -82.00-180.00   80
 19  ω     54.00 111.00   0.50    0.50    --   89.30 -61.00 120.00  114
 20  ω     16.00 111.00   0.50    0.50    --   89.30 -61.00 -90.00  190
 21  ω     82.00 107.00   0.50    0.50    --   89.30 -82.00 120.00   50
 22  ω    114.00 176.00   0.50    0.50    --   89.30  45.00-150.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2084003000
_diffrn_orient_matrix_UB_12      0.0063182000
_diffrn_orient_matrix_UB_13      0.0696627000
_diffrn_orient_matrix_UB_21      -0.0287131000
_diffrn_orient_matrix_UB_22      0.1467868000
_diffrn_orient_matrix_UB_23      -0.0176509000
_diffrn_orient_matrix_UB_31      -0.1482564000
_diffrn_orient_matrix_UB_32      0.0088730000
_diffrn_orient_matrix_UB_33      -0.0952106000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2542
_reflns_number_total             2990
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2990
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.073
_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)+(0.0840P)²+0.1004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1309
_refine_ls_wR_factor_ref         0.1357
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_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 0.82909(6) 1.10472(3) 0.19171(3) 0.0783(2) Uani 1 1 d . . . . .
S1 S 0.33564(12) 0.66453(7) 0.08598(6) 0.0583(2) Uani 1 1 d . . . . .
O2 O 0.2044(4) 0.3421(2) 0.43085(15) 0.0582(5) Uani 1 1 d . . . . .
O1 O 0.1432(4) 0.2333(2) 0.30294(17) 0.0675(6) Uani 1 1 d . . . . .
N1 N 0.2824(5) 0.4138(3) 0.2690(2) 0.0702(8) Uani 1 1 d . . . . .
C8 C 0.4789(4) 0.5236(3) 0.1716(2) 0.0480(6) Uani 1 1 d . . . . .
C4 C 0.4681(5) 0.7882(3) 0.1141(2) 0.0505(6) Uani 1 1 d . . . . .
C3 C 0.3741(5) 0.8666(3) 0.1826(2) 0.0562(7) Uani 1 1 d . . . . .
H3 H 0.240127 0.853629 0.214765 0.067 Uiso 1 1 calc R U . . .
C1 C 0.6748(5) 0.9811(3) 0.1565(3) 0.0563(7) Uani 1 1 d . . . . .
C11 C 0.2057(5) 0.3202(3) 0.3335(2) 0.0534(7) Uani 1 1 d . . . . .
C10 C 0.3544(5) 0.4122(3) 0.1627(2) 0.0520(6) Uani 1 1 d . . . . .
H10A H 0.233180 0.435149 0.112707 0.062 Uiso 1 1 calc R U . . .
H10B H 0.452502 0.333854 0.152563 0.062 Uiso 1 1 calc R U . . .
C9 C 0.4037(5) 0.5127(3) 0.2869(2) 0.0559(7) Uani 1 1 d . . . . .
H9A H 0.525384 0.482513 0.336322 0.067 Uiso 1 1 calc R U . . .
H9B H 0.308600 0.589154 0.303058 0.067 Uiso 1 1 calc R U . . .
C2 C 0.4743(5) 0.9634(3) 0.2041(3) 0.0597(7) Uani 1 1 d . . . . .
H2 H 0.408643 1.015992 0.249930 0.072 Uiso 1 1 calc R U . . .
C5 C 0.6653(6) 0.8105(3) 0.0641(2) 0.0605(7) Uani 1 1 d . . . . .
H5 H 0.727099 0.760606 0.015731 0.073 Uiso 1 1 calc R U . . .
C6 C 0.7700(5) 0.9062(3) 0.0859(3) 0.0612(7) Uani 1 1 d . . . . .
H6 H 0.903195 0.919957 0.053291 0.073 Uiso 1 1 calc R U . . .
C12 C 0.1194(5) 0.2553(3) 0.5159(2) 0.0570(7) Uani 1 1 d . . . . .
C7 C 0.7288(5) 0.4958(3) 0.1559(3) 0.0621(8) Uani 1 1 d . . . . .
H7A H 0.760195 0.490776 0.084427 0.093 Uiso 1 1 calc R U . . .
H7B H 0.791023 0.416027 0.198220 0.093 Uiso 1 1 calc R U . . .
H7C H 0.794017 0.562998 0.175084 0.093 Uiso 1 1 calc R U . . .
C13 C 0.1629(6) 0.3105(4) 0.6104(3) 0.0717(9) Uani 1 1 d . . . . .
H13A H 0.320951 0.302540 0.619754 0.108 Uiso 1 1 calc R U . . .
H13B H 0.100836 0.264953 0.670405 0.108 Uiso 1 1 calc R U . . .
H13C H 0.094334 0.399138 0.600940 0.108 Uiso 1 1 calc R U . . .
C14 C -0.1288(6) 0.2620(5) 0.5006(3) 0.0867(12) Uani 1 1 d . . . . .
H14A H -0.204985 0.348711 0.496855 0.130 Uiso 1 1 calc R U . . .
H14B H -0.185752 0.208902 0.557815 0.130 Uiso 1 1 calc R U . . .
H14C H -0.152695 0.232656 0.437462 0.130 Uiso 1 1 calc R U . . .
C15 C 0.2532(8) 0.1208(3) 0.5219(3) 0.0859(11) Uani 1 1 d . . . . .
H15A H 0.223739 0.087289 0.461529 0.129 Uiso 1 1 calc R U . . .
H15B H 0.210749 0.067189 0.582700 0.129 Uiso 1 1 calc R U . . .
H15C H 0.409703 0.123125 0.525325 0.129 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 1.891(3) . ?
S1 C8 1.822(3) . ?
S1 C4 1.776(3) . ?
O2 C11 1.338(4) . ?
O2 C12 1.474(3) . ?
O1 C11 1.207(3) . ?
N1 C11 1.346(4) . ?
N1 C10 1.451(4) . ?
N1 C9 1.458(4) . ?
C8 C10 1.557(4) . ?
C8 C9 1.558(4) . ?
C8 C7 1.512(3) . ?
C4 C3 1.381(4) . ?
C4 C5 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.375(4) . ?
C1 C2 1.385(4) . ?
C1 C6 1.381(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.382(4) . ?
C6 H6 0.9300 . ?
C12 C13 1.515(5) . ?
C12 C14 1.517(5) . ?
C12 C15 1.521(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
C4 S1 C8 103.06(13) . . ?
C11 O2 C12 120.6(2) . . ?
C11 N1 C10 127.0(3) . . ?
C11 N1 C9 132.5(3) . . ?
C10 N1 C9 96.1(2) . . ?
C10 C8 S1 107.01(18) . . ?
C10 C8 C9 88.0(2) . . ?
C9 C8 S1 114.8(2) . . ?
C7 C8 S1 114.0(2) . . ?
C7 C8 C10 115.5(2) . . ?
C7 C8 C9 114.8(2) . . ?
C3 C4 S1 121.0(2) . . ?
C3 C4 C5 118.9(3) . . ?
C5 C4 S1 120.1(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C1 Br1 120.2(3) . . ?
C6 C1 Br1 118.8(2) . . ?
C6 C1 C2 121.0(3) . . ?
O2 C11 N1 110.1(3) . . ?
O1 C11 O2 127.5(3) . . ?
O1 C11 N1 122.3(3) . . ?
N1 C10 C8 88.1(2) . . ?
N1 C10 H10A 114.0 . . ?
N1 C10 H10B 114.0 . . ?
C8 C10 H10A 114.0 . . ?
C8 C10 H10B 114.0 . . ?
H10A C10 H10B 111.2 . . ?
N1 C9 C8 87.8(2) . . ?
N1 C9 H9A 114.0 . . ?
N1 C9 H9B 114.0 . . ?
C8 C9 H9A 114.0 . . ?
C8 C9 H9B 114.0 . . ?
H9A C9 H9B 111.2 . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
O2 C12 C13 102.6(3) . . ?
O2 C12 C14 109.4(3) . . ?
O2 C12 C15 109.8(3) . . ?
C13 C12 C14 111.1(3) . . ?
C13 C12 C15 110.6(3) . . ?
C14 C12 C15 112.9(3) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
Br1 C1 C2 C3 -175.3(2) . . . . ?
Br1 C1 C6 C5 176.2(2) . . . . ?
S1 C8 C10 N1 -112.4(2) . . . . ?
S1 C8 C9 N1 105.0(2) . . . . ?
S1 C4 C3 C2 -179.4(2) . . . . ?
S1 C4 C5 C6 -179.7(2) . . . . ?
C8 S1 C4 C3 -97.1(2) . . . . ?
C8 S1 C4 C5 85.2(3) . . . . ?
C4 S1 C8 C10 173.12(18) . . . . ?
C4 S1 C8 C9 77.4(2) . . . . ?
C4 S1 C8 C7 -57.9(2) . . . . ?
C4 C3 C2 C1 -0.6(5) . . . . ?
C4 C5 C6 C1 -1.1(5) . . . . ?
C3 C4 C5 C6 2.6(5) . . . . ?
C11 O2 C12 C13 176.5(3) . . . . ?
C11 O2 C12 C14 -65.5(4) . . . . ?
C11 O2 C12 C15 58.9(4) . . . . ?
C11 N1 C10 C8 -161.5(3) . . . . ?
C11 N1 C9 C8 159.6(4) . . . . ?
C10 N1 C11 O2 165.7(3) . . . . ?
C10 N1 C11 O1 -16.2(5) . . . . ?
C10 N1 C9 C8 3.1(2) . . . . ?
C10 C8 C9 N1 -2.8(2) . . . . ?
C9 N1 C11 O2 15.4(5) . . . . ?
C9 N1 C11 O1 -166.6(4) . . . . ?
C9 N1 C10 C8 -3.1(2) . . . . ?
C9 C8 C10 N1 2.9(2) . . . . ?
C2 C1 C6 C5 -1.3(5) . . . . ?
C5 C4 C3 C2 -1.8(4) . . . . ?
C6 C1 C2 C3 2.1(5) . . . . ?
C12 O2 C11 O1 -0.1(5) . . . . ?
C12 O2 C11 N1 177.8(3) . . . . ?
C7 C8 C10 N1 119.4(3) . . . . ?
C7 C8 C9 N1 -120.1(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 1.900
_oxdiff_exptl_absorpt_empirical_full_min 0.515
####################################################################### 
# 
# 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_40
_database_code_depnum_ccdc_archive 'CCDC 2281721'
loop_
_audit_author_name
_audit_author_address
'Yonghong Xiao'
;Shantou University
China
;
_audit_update_record             
;
2023-07-15 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-06-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.11.02 svn.ra8b101fa for OlexSys, GUI svn.r6635)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H21 Br S'
_chemical_formula_sum            'C17 H21 Br S'
_chemical_formula_weight         337.31
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S Br'
_chemical_oxdiff_usercomment     LXR2-jgw-s-ph-br
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'
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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   11.19329(7)
_cell_length_b                   19.33429(12)
_cell_length_c                   6.77041(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1465.214(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12332
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      70.8960
_cell_measurement_theta_min      4.5310
_shelx_estimated_absorpt_T_max   0.788
_shelx_estimated_absorpt_T_min   0.240
_exptl_absorpt_coefficient_mu    4.999
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56307
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
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    1.529
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            14601
_diffrn_reflns_point_group_measured_fraction_full 0.811
_diffrn_reflns_point_group_measured_fraction_max 0.795
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.048
_diffrn_reflns_theta_min         4.565
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_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  31.00   0.50    0.50    --    0.00 -82.00  60.00   80
  2  ω    -84.00 -55.00   0.50    0.50    --    0.00 -82.00  60.00   58
  3  ω     74.00 109.00   0.50    0.50    --   89.30 -45.00 -90.00   70
  4  ω     43.00 118.00   0.50    0.50    --   89.30 -77.00-150.00  150
  5  ω      3.00 112.00   0.50    0.50    --   89.30 -15.00-180.00  218
  6  ω      3.00  29.00   0.50    0.50    --   89.30 -61.00  90.00   52
  7  ω     66.00 108.00   0.50    0.50    --   89.30 -61.00  90.00   84
  8  ω     34.00  59.00   0.50    0.50    --   89.30 -61.00  90.00   50
  9  ω      2.00  28.00   0.50    0.50    --   89.30 -77.00-150.00   52
 10  ω     59.00  89.00   0.50    0.50    --    0.00  77.00  90.00   60
 11  ω    -21.00  16.00   0.50    0.50    --    0.00  57.00 -60.00   74
 12  ω     48.00  87.00   0.50    0.50    --    0.00  57.00 -60.00   78
 13  ω    -24.00   2.00   0.50    0.50    --    0.00  77.00  90.00   52
 14  ω     61.00  89.00   0.50    0.50    --    0.00  38.00   0.00   56
 15  ω     33.00  69.00   0.50    0.50    --   89.30 -82.00  90.00   72
 16  ω     38.00 113.00   0.50    0.50    --   89.30 -15.00 -30.00  150
 17  ω      8.00  58.00   0.50    0.50    --   89.30 -77.00 -30.00  100
 18  ω      2.00 110.00   0.50    0.50    --   89.30 -61.00 -30.00  216
 19  ω     68.00  96.00   0.50    0.50    --   89.30 -30.00  90.00   56
 20  ω      0.00 112.00   0.50    0.50    --   89.30 -61.00-150.00  224
 21  ω     18.00  67.00   0.50    0.50    --   89.30 -15.00  60.00   98
 22  ω     88.00 113.00   0.50    0.50    --   89.30 -15.00  60.00   50
 23  ω     65.00 121.00   0.50    0.50    --   89.30 -82.00   0.00  112
 24  ω     84.00 110.00   0.50    0.50    --   89.30 -82.00-150.00   52
 25  ω     85.00 119.00   0.50    0.50    --   89.30 -82.00  90.00   68
 26  ω     77.00 103.00   0.50    0.50    --   89.30 -82.00 -60.00   52
 27  ω     67.00  98.00   0.50    0.50    --   89.30  61.00 150.00   62
 28  ω    103.00 170.00   0.50    0.50    --   89.30  61.00 150.00  134
 29  ω     27.00  64.00   0.50    0.50    --   89.30 -30.00  90.00   74
 30  ω    -64.00 -52.50   0.50    0.50    --   24.00 -42.00 151.31   23
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1190848000
_diffrn_orient_matrix_UB_12      0.0397157000
_diffrn_orient_matrix_UB_13      -0.0123581000
_diffrn_orient_matrix_UB_21      -0.0672561000
_diffrn_orient_matrix_UB_22      -0.0687248000
_diffrn_orient_matrix_UB_23      -0.0293110000
_diffrn_orient_matrix_UB_31      -0.0152979000
_diffrn_orient_matrix_UB_32      -0.0067671000
_diffrn_orient_matrix_UB_33      0.2253835000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.473
_reflns_Friedel_fraction_full    0.587
_reflns_Friedel_fraction_max     0.561
_reflns_number_gt                2228
_reflns_number_total             2250
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.27(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2250
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0202
_refine_ls_restrained_S_all      1.068
_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)+(0.0375P)²+0.2846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0548
_refine_ls_wR_factor_ref         0.0549
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.73(2)
 0.27(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C8(H8), C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C11(H11A,H11B), C9(H9A,H9B), C13(H13A,H13B), C14(H14A,H14B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C2(H2)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.37051(2) 0.32433(2) 0.21297(7) 0.02939(10) Uani 1 1 d . . . . .
S1 S -0.05480(6) 0.31660(3) 0.85128(11) 0.02280(15) Uani 1 1 d . . . . .
C3 C 0.1774(2) 0.33981(13) 0.7322(5) 0.0244(5) Uani 1 1 d . . . . .
H3 H 0.194315 0.348348 0.867549 0.029 Uiso 1 1 calc R U . . .
C1 C 0.2440(3) 0.32810(10) 0.3994(5) 0.0221(6) Uani 1 1 d . . . . .
C4 C 0.0602(2) 0.32742(11) 0.6734(5) 0.0216(7) Uani 1 1 d . . . . .
C16 C -0.2613(2) 0.49016(12) 0.6940(5) 0.0262(6) Uani 1 1 d . . . . .
H16A H -0.203058 0.527162 0.724606 0.031 Uiso 1 1 calc R U . . .
H16B H -0.302549 0.502420 0.569464 0.031 Uiso 1 1 calc R U . . .
C5 C 0.0368(2) 0.31662(12) 0.4729(5) 0.0238(6) Uani 1 1 d . . . . .
H5 H -0.043045 0.308871 0.430630 0.029 Uiso 1 1 calc R U . . .
C6 C 0.1276(2) 0.31703(13) 0.3360(5) 0.0255(7) Uani 1 1 d . . . . .
H6 H 0.110930 0.309847 0.199964 0.031 Uiso 1 1 calc R U . . .
C2 C 0.2695(2) 0.33983(14) 0.5961(5) 0.0250(6) Uani 1 1 d . . . . .
H2 H 0.349449 0.347825 0.637421 0.030 Uiso 1 1 calc R U . . .
C7 C -0.12966(19) 0.40285(12) 0.8632(5) 0.0205(5) Uani 1 1 d . . . . .
C12 C -0.3531(2) 0.48440(13) 0.8623(5) 0.0283(6) Uani 1 1 d . . . . .
H12 H -0.394590 0.529810 0.879301 0.034 Uiso 1 1 calc R U . . .
C15 C -0.1954(2) 0.42066(12) 0.6688(4) 0.0211(5) Uani 1 1 d . . . . .
H15 H -0.136031 0.424627 0.559021 0.025 Uiso 1 1 calc R U . . .
C11 C -0.4447(2) 0.42892(14) 0.8093(5) 0.0312(6) Uani 1 1 d . . . . .
H11A H -0.485967 0.441581 0.685050 0.037 Uiso 1 1 calc R U . . .
H11B H -0.505364 0.425316 0.915231 0.037 Uiso 1 1 calc R U . . .
C8 C -0.2239(2) 0.39532(13) 1.0290(4) 0.0250(5) Uani 1 1 d . . . . .
H8 H -0.183390 0.382497 1.155435 0.030 Uiso 1 1 calc R U . . .
C17 C -0.0325(2) 0.45549(13) 0.9163(5) 0.0301(6) Uani 1 1 d . . . . .
H17A H 0.029022 0.455636 0.813192 0.045 Uiso 1 1 calc R U . . .
H17B H 0.003794 0.442823 1.042960 0.045 Uiso 1 1 calc R U . . .
H17C H -0.068008 0.501667 0.926589 0.045 Uiso 1 1 calc R U . . .
C9 C -0.3169(2) 0.34003(15) 0.9758(5) 0.0294(6) Uani 1 1 d . . . . .
H9A H -0.276917 0.294678 0.960252 0.035 Uiso 1 1 calc R U . . .
H9B H -0.376041 0.335981 1.083942 0.035 Uiso 1 1 calc R U . . .
C13 C -0.2902(3) 0.46497(14) 1.0550(5) 0.0299(6) Uani 1 1 d . . . . .
H13A H -0.349631 0.460931 1.162649 0.036 Uiso 1 1 calc R U . . .
H13B H -0.232387 0.501584 1.091428 0.036 Uiso 1 1 calc R U . . .
C14 C -0.2887(2) 0.36518(14) 0.6165(4) 0.0262(6) Uani 1 1 d . . . . .
H14A H -0.329518 0.377820 0.491968 0.031 Uiso 1 1 calc R U . . .
H14B H -0.248554 0.320074 0.596881 0.031 Uiso 1 1 calc R U . . .
C10 C -0.3807(2) 0.35921(14) 0.7838(5) 0.0299(7) Uani 1 1 d . . . . .
H10 H -0.440454 0.322612 0.750249 0.036 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 1.899(3) . ?
S1 C4 1.775(3) . ?
S1 C7 1.868(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(4) . ?
C3 C2 1.383(4) . ?
C1 C6 1.388(4) . ?
C1 C2 1.381(4) . ?
C4 C5 1.398(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C12 1.538(4) . ?
C16 C15 1.543(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(4) . ?
C6 H6 0.9500 . ?
C2 H2 0.9500 . ?
C7 C15 1.546(4) . ?
C7 C8 1.547(4) . ?
C7 C17 1.533(3) . ?
C12 H12 1.0000 . ?
C12 C11 1.527(4) . ?
C12 C13 1.529(4) . ?
C15 H15 1.0000 . ?
C15 C14 1.538(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.536(4) . ?
C8 H8 1.0000 . ?
C8 C9 1.535(4) . ?
C8 C13 1.547(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.529(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C10 1.535(4) . ?
C10 H10 1.0000 . ?

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
C4 S1 C7 104.43(11) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C6 C1 Br1 119.3(2) . . ?
C2 C1 Br1 119.5(2) . . ?
C2 C1 C6 121.2(3) . . ?
C3 C4 S1 120.6(2) . . ?
C3 C4 C5 118.7(3) . . ?
C5 C4 S1 120.3(2) . . ?
H16A C16 H16B 108.2 . . ?
C12 C16 H16A 109.7 . . ?
C12 C16 H16B 109.7 . . ?
C12 C16 C15 109.8(2) . . ?
C15 C16 H16A 109.7 . . ?
C15 C16 H16B 109.7 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 H6 120.5 . . ?
C3 C2 H2 120.4 . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H2 120.4 . . ?
C15 C7 S1 112.06(18) . . ?
C15 C7 C8 108.30(18) . . ?
C8 C7 S1 104.65(17) . . ?
C17 C7 S1 106.52(15) . . ?
C17 C7 C15 112.9(2) . . ?
C17 C7 C8 112.1(2) . . ?
C16 C12 H12 109.4 . . ?
C11 C12 C16 109.0(3) . . ?
C11 C12 H12 109.4 . . ?
C11 C12 C13 109.7(2) . . ?
C13 C12 C16 110.0(2) . . ?
C13 C12 H12 109.4 . . ?
C16 C15 C7 109.1(2) . . ?
C16 C15 H15 109.5 . . ?
C7 C15 H15 109.5 . . ?
C14 C15 C16 107.9(2) . . ?
C14 C15 C7 111.31(19) . . ?
C14 C15 H15 109.5 . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
C12 C11 C10 109.2(2) . . ?
H11A C11 H11B 108.3 . . ?
C10 C11 H11A 109.8 . . ?
C10 C11 H11B 109.8 . . ?
C7 C8 H8 109.6 . . ?
C7 C8 C13 109.1(2) . . ?
C9 C8 C7 111.0(2) . . ?
C9 C8 H8 109.6 . . ?
C9 C8 C13 107.9(2) . . ?
C13 C8 H8 109.6 . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 C8 110.3(2) . . ?
C10 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C12 C13 C8 109.7(2) . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C8 C13 H13A 109.7 . . ?
C8 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C10 C14 C15 109.8(2) . . ?
C10 C14 H14A 109.7 . . ?
C10 C14 H14B 109.7 . . ?
C11 C10 H10 109.5 . . ?
C9 C10 C11 109.6(3) . . ?
C9 C10 C14 109.4(2) . . ?
C9 C10 H10 109.5 . . ?
C14 C10 C11 109.3(2) . . ?
C14 C10 H10 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
Br1 C1 C6 C5 177.01(19) . . . . ?
Br1 C1 C2 C3 -177.48(19) . . . . ?
S1 C4 C5 C6 -172.5(2) . . . . ?
S1 C7 C15 C16 176.48(16) . . . . ?
S1 C7 C15 C14 57.5(2) . . . . ?
S1 C7 C8 C9 -62.4(2) . . . . ?
S1 C7 C8 C13 178.78(19) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C4 S1 C7 C15 66.90(19) . . . . ?
C4 S1 C7 C8 -175.97(17) . . . . ?
C4 S1 C7 C17 -57.1(2) . . . . ?
C4 C3 C2 C1 0.7(4) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C16 C12 C11 C10 60.6(3) . . . . ?
C16 C12 C13 C8 -58.9(3) . . . . ?
C16 C15 C14 C10 -60.5(3) . . . . ?
C6 C1 C2 C3 0.7(4) . . . . ?
C2 C3 C4 S1 172.0(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C2 C1 C6 C5 -1.1(4) . . . . ?
C7 S1 C4 C3 99.0(2) . . . . ?
C7 S1 C4 C5 -87.6(2) . . . . ?
C7 C15 C14 C10 59.3(3) . . . . ?
C7 C8 C9 C10 -59.4(3) . . . . ?
C7 C8 C13 C12 60.5(3) . . . . ?
C12 C16 C15 C7 -60.4(3) . . . . ?
C12 C16 C15 C14 60.7(3) . . . . ?
C12 C11 C10 C9 59.3(3) . . . . ?
C12 C11 C10 C14 -60.5(3) . . . . ?
C15 C16 C12 C11 -61.4(3) . . . . ?
C15 C16 C12 C13 59.0(3) . . . . ?
C15 C7 C8 C9 57.3(3) . . . . ?
C15 C7 C8 C13 -61.5(3) . . . . ?
C15 C14 C10 C11 60.9(3) . . . . ?
C15 C14 C10 C9 -59.1(3) . . . . ?
C11 C12 C13 C8 61.0(3) . . . . ?
C8 C7 C15 C16 61.6(2) . . . . ?
C8 C7 C15 C14 -57.5(3) . . . . ?
C8 C9 C10 C11 -60.3(3) . . . . ?
C8 C9 C10 C14 59.4(3) . . . . ?
C17 C7 C15 C16 -63.2(3) . . . . ?
C17 C7 C15 C14 177.8(2) . . . . ?
C17 C7 C8 C9 -177.5(2) . . . . ?
C17 C7 C8 C13 63.7(3) . . . . ?
C9 C8 C13 C12 -60.2(3) . . . . ?
C13 C12 C11 C10 -59.9(3) . . . . ?
C13 C8 C9 C10 60.1(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 1.781
_oxdiff_exptl_absorpt_empirical_full_min 0.679
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.73(2)
2 0.27(2)

####################################################################### 
# 
# 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_38
_database_code_depnum_ccdc_archive 'CCDC 2281781'
loop_
_audit_author_name
_audit_author_address
'Yonghong Xiao'
;Shantou University
China
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-07-16
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.11.02 svn.ra8b101fa for OlexSys, GUI svn.r6635)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H21 Br S'
_chemical_formula_sum            'C19 H21 Br S'
_chemical_formula_weight         361.33
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S Br'
_chemical_oxdiff_usercomment     'LIXIANGRUI PHCYSMEPHBR'
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'
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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   9.09912(15)
_cell_length_b                   9.97277(13)
_cell_length_c                   37.5925(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3411.27(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    19221
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.4670
_cell_measurement_theta_min      4.4180
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.312
_exptl_absorpt_coefficient_mu    4.337
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
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    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            37814
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.749
_diffrn_reflns_theta_min         4.434
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  69.00   0.50    0.50    --    0.00  57.00 -60.00  206
  2  ω     55.00  82.00   0.50    0.50    --    0.00  77.00 -90.00   54
  3  ω     11.00  85.00   0.50    0.50    --   94.80 -30.00  90.00  148
  4  ω     78.00 104.00   0.50    0.50    --   94.80 -61.00  30.00   52
  5  ω      6.00 124.00   0.50    0.50    --   94.80 -45.00-180.00  236
  6  ω      7.00 115.00   0.50    0.50    --   94.80 -45.00 -30.00  216
  7  ω     31.00 121.00   0.50    0.50    --   94.80 -61.00-180.00  180
  8  ω      6.00 130.00   0.50    0.50    --   94.80 -61.00 -30.00  248
  9  ω     85.00 110.00   0.50    0.50    --   94.80 -61.00  90.00   50
 10  ω      7.00  32.00   0.50    0.50    --   94.80 -77.00 150.00   50
 11  ω    -75.00 -44.00   0.50    0.50    --    0.00 -57.00  60.00   62
 12  ω    -41.00 -10.00   0.50    0.50    --    0.00  38.00-150.00   62
 13  ω    -34.00  -7.00   0.50    0.50    --    0.00  57.00 150.00   54
 14  ω    -40.00  35.00   0.50    0.50    --    0.00 -57.00  60.00  150
 15  ω     25.00  78.00   0.50    0.50    --    0.00  57.00 150.00  106
 16  ω    -15.00  33.00   0.50    0.50    --    0.00 -57.00 -90.00   96
 17  ω    -66.00 -16.00   0.50    0.50    --    0.00 -57.00 -90.00  100
 18  ω    -53.00  39.00   0.50    0.50    --    0.00 -77.00-180.00  184
 19  ω      9.00  71.00   0.50    0.50    --    0.00  38.00-150.00  124
 20  ω    130.00 170.00   0.50    0.50    --   94.80  51.00  83.50   80
 21  ω    107.00 169.00   0.50    0.50    --   94.80  42.00-165.78  124
 22  ω     54.00 100.00   0.50    0.50    --   94.80  42.00-165.78   92
 23  ω     55.00 178.00   0.50    0.50    --   94.80  45.00-137.21  246
 24  ω     58.00 174.00   0.50    0.50    --   94.80  52.00  95.87  232
 25  ω     59.00 121.00   0.50    0.50    --   94.80  51.00  83.50  124
 26  ω    112.00 138.00   0.50    0.50    --   94.80  47.00 -82.52   52
 27  ω    131.00 157.00   0.50    0.50    --   94.80  45.00  16.98   52
 28  ω     60.00  86.00   0.50    0.50    --   94.80  55.00-147.55   52
 29  ω     58.00 183.00   0.50    0.50    --   94.80  54.00-131.55  250
 30  ω     55.00  90.00   0.50    0.50    --   94.80  45.00  16.98   70
 31  ω     54.00  86.00   0.50    0.50    --   94.80  81.00  10.63   64
 32  ω     53.00  78.00   0.50    0.50    --   94.80  82.00-158.94   50
 33  ω    158.00 184.00   0.50    0.50    --   94.80  82.00-158.94   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0478167000
_diffrn_orient_matrix_UB_12      0.1281755000
_diffrn_orient_matrix_UB_13      0.0197223000
_diffrn_orient_matrix_UB_21      -0.0505358000
_diffrn_orient_matrix_UB_22      -0.0853657000
_diffrn_orient_matrix_UB_23      0.0319032000
_diffrn_orient_matrix_UB_31      0.1543840000
_diffrn_orient_matrix_UB_32      0.0118549000
_diffrn_orient_matrix_UB_33      0.0165081000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                6224
_reflns_number_total             6516
_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 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Flack x determined using 2786 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.024(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         6516
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.070
_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)+(0.0458P)²+4.0850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.0988
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C30(H30), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C28(H28A,H28B), C32(H32A,H32B), C29(H29A,H29B), C9(H9A,H9B),
 C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C38(H38), C25(H25), C17(H17), C24(H24), C6(H6), C35(H35), C34(H34), C37(H37),
 C36(H36), C5(H5), C22(H22), C3(H3), C19(H19), C21(H21), C18(H18), C2(H2),
 C15(H15), C16(H16)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.08980(8) 0.32957(6) 0.43334(2) 0.04564(18) Uani 1 1 d . . . . .
Br2 Br 0.21557(9) 0.21449(7) 0.27027(2) 0.0522(2) Uani 1 1 d . . . . .
S1 S 0.30048(17) 0.41997(14) 0.59540(4) 0.0366(3) Uani 1 1 d . . . . .
S2 S 0.35072(17) 0.75726(15) 0.35697(4) 0.0392(3) Uani 1 1 d . . . . .
C33 C 0.1553(6) 0.8667(6) 0.47929(16) 0.0326(12) Uani 1 1 d . . . . .
C38 C 0.2588(7) 0.7784(7) 0.49348(17) 0.0393(14) Uani 1 1 d . . . . .
H38 H 0.308088 0.717568 0.478130 0.047 Uiso 1 1 calc R U . . .
C25 C 0.2392(7) 0.3755(6) 0.33231(17) 0.0367(13) Uani 1 1 d . . . . .
H25 H 0.207894 0.297151 0.344543 0.044 Uiso 1 1 calc R U . . .
C23 C 0.3139(6) 0.6075(6) 0.33293(16) 0.0347(12) Uani 1 1 d . . . . .
C31 C 0.1035(7) 0.7345(6) 0.42224(16) 0.0365(13) Uani 1 1 d . . . . .
H31A H 0.196998 0.684145 0.423909 0.044 Uiso 1 1 calc R U . . .
H31B H 0.026852 0.682799 0.434923 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2433(7) 0.3915(6) 0.55075(16) 0.0334(12) Uani 1 1 d . . . . .
C17 C 0.8872(7) 0.2172(7) 0.71881(19) 0.0431(15) Uani 1 1 d . . . . .
H17 H 0.980006 0.224978 0.730178 0.052 Uiso 1 1 calc R U . . .
C20 C 0.2562(7) 0.3753(7) 0.29583(17) 0.0387(13) Uani 1 1 d . . . . .
C28 C 0.1951(8) 0.9697(6) 0.38073(17) 0.0428(15) Uani 1 1 d . . . . .
H28A H 0.275354 1.017509 0.368262 0.051 Uiso 1 1 calc R U . . .
H28B H 0.105874 1.026295 0.379244 0.051 Uiso 1 1 calc R U . . .
C24 C 0.2689(7) 0.4929(6) 0.35059(15) 0.0370(13) Uani 1 1 d . . . . .
H24 H 0.258328 0.494774 0.375722 0.044 Uiso 1 1 calc R U . . .
C30 C 0.1218(6) 0.8727(6) 0.43999(15) 0.0335(13) Uani 1 1 d . . . . .
H30 H 0.026225 0.921099 0.437289 0.040 Uiso 1 1 calc R U . . .
C6 C 0.2718(7) 0.2806(6) 0.49420(17) 0.0368(13) Uani 1 1 d . . . . .
H6 H 0.319393 0.216126 0.479591 0.044 Uiso 1 1 calc R U . . .
C35 C 0.1175(8) 0.9520(7) 0.53894(18) 0.0454(15) Uani 1 1 d . . . . .
H35 H 0.067841 1.011654 0.554565 0.054 Uiso 1 1 calc R U . . .
C32 C 0.0604(7) 0.7501(6) 0.38333(17) 0.0374(13) Uani 1 1 d . . . . .
H32A H -0.038847 0.790591 0.382158 0.045 Uiso 1 1 calc R U . . .
H32B H 0.054415 0.659914 0.372424 0.045 Uiso 1 1 calc R U . . .
C27 C 0.1654(7) 0.8357(6) 0.36143(16) 0.0374(13) Uani 1 1 d . . . . .
C34 C 0.0852(7) 0.9541(6) 0.50286(17) 0.0402(14) Uani 1 1 d . . . . .
H34 H 0.014572 1.015939 0.494062 0.048 Uiso 1 1 calc R U . . .
C37 C 0.2911(8) 0.7777(7) 0.52930(17) 0.0434(15) Uani 1 1 d . . . . .
H37 H 0.362554 0.717020 0.538273 0.052 Uiso 1 1 calc R U . . .
C36 C 0.2201(8) 0.8648(7) 0.55232(17) 0.0428(15) Uani 1 1 d . . . . .
H36 H 0.242157 0.864058 0.577015 0.051 Uiso 1 1 calc R U . . .
C5 C 0.3157(7) 0.2999(6) 0.52877(17) 0.0350(13) Uani 1 1 d . . . . .
H5 H 0.396534 0.250305 0.537867 0.042 Uiso 1 1 calc R U . . .
C29 C 0.2371(7) 0.9529(6) 0.41966(16) 0.0360(13) Uani 1 1 d . . . . .
H29A H 0.247998 1.042376 0.430752 0.043 Uiso 1 1 calc R U . . .
H29B H 0.333007 0.906414 0.421236 0.043 Uiso 1 1 calc R U . . .
C9 C 0.2250(7) 0.3180(7) 0.65940(17) 0.0393(14) Uani 1 1 d . . . . .
H9A H 0.168436 0.252607 0.673736 0.047 Uiso 1 1 calc R U . . .
H9B H 0.177268 0.406624 0.662111 0.047 Uiso 1 1 calc R U . . .
C26 C 0.1019(8) 0.8615(8) 0.32458(17) 0.0502(17) Uani 1 1 d . . . . .
H26A H 0.172354 0.913454 0.310480 0.075 Uiso 1 1 calc R U . . .
H26B H 0.009940 0.912037 0.326810 0.075 Uiso 1 1 calc R U . . .
H26C H 0.082471 0.775789 0.312754 0.075 Uiso 1 1 calc R U . . .
C10 C 0.3812(7) 0.3262(6) 0.67401(15) 0.0350(13) Uani 1 1 d . . . . .
H10A H 0.377949 0.349951 0.699571 0.042 Uiso 1 1 calc R U . . .
H10B H 0.435974 0.397436 0.661338 0.042 Uiso 1 1 calc R U . . .
C22 C 0.3309(8) 0.6033(6) 0.29643(16) 0.0412(14) Uani 1 1 d . . . . .
H22 H 0.362225 0.681488 0.284140 0.049 Uiso 1 1 calc R U . . .
C11 C 0.4607(7) 0.1921(6) 0.66936(15) 0.0359(13) Uani 1 1 d . . . . .
H11 H 0.402983 0.122330 0.682403 0.043 Uiso 1 1 calc R U . . .
C3 C 0.1279(7) 0.4671(6) 0.53681(16) 0.0358(13) Uani 1 1 d . . . . .
H3 H 0.078121 0.529872 0.551503 0.043 Uiso 1 1 calc R U . . .
C1 C 0.1565(7) 0.3570(6) 0.48097(16) 0.0372(13) Uani 1 1 d . . . . .
C14 C 0.6123(6) 0.1967(6) 0.68555(16) 0.0337(12) Uani 1 1 d . . . . .
C19 C 0.6528(7) 0.1100(6) 0.71280(15) 0.0379(13) Uani 1 1 d . . . . .
H19 H 0.586437 0.042144 0.720312 0.045 Uiso 1 1 calc R U . . .
C21 C 0.3032(8) 0.4872(7) 0.27748(16) 0.0455(15) Uani 1 1 d . . . . .
H21 H 0.316195 0.484527 0.252412 0.055 Uiso 1 1 calc R U . . .
C18 C 0.7896(8) 0.1215(7) 0.72924(17) 0.0450(15) Uani 1 1 d . . . . .
H18 H 0.815075 0.061768 0.747939 0.054 Uiso 1 1 calc R U . . .
C7 C 0.0588(7) 0.2586(6) 0.60871(19) 0.0432(15) Uani 1 1 d . . . . .
H7A H 0.005442 0.342966 0.612139 0.065 Uiso 1 1 calc R U . . .
H7B H 0.012759 0.187922 0.622972 0.065 Uiso 1 1 calc R U . . .
H7C H 0.055960 0.233492 0.583516 0.065 Uiso 1 1 calc R U . . .
C8 C 0.2182(7) 0.2765(6) 0.62038(16) 0.0362(13) Uani 1 1 d . . . . .
C12 C 0.4613(7) 0.1538(6) 0.62984(17) 0.0390(13) Uani 1 1 d . . . . .
H12A H 0.518992 0.220753 0.616320 0.047 Uiso 1 1 calc R U . . .
H12B H 0.509423 0.065439 0.626905 0.047 Uiso 1 1 calc R U . . .
C2 C 0.0853(7) 0.4512(6) 0.50171(16) 0.0388(13) Uani 1 1 d . . . . .
H2 H 0.008313 0.504196 0.492036 0.047 Uiso 1 1 calc R U . . .
C15 C 0.7153(7) 0.2914(7) 0.6746(2) 0.0467(17) Uani 1 1 d . . . . .
H15 H 0.692784 0.348931 0.655209 0.056 Uiso 1 1 calc R U . . .
C13 C 0.3068(7) 0.1472(6) 0.61490(17) 0.0399(14) Uani 1 1 d . . . . .
H13A H 0.253840 0.072006 0.626353 0.048 Uiso 1 1 calc R U . . .
H13B H 0.312457 0.127899 0.589106 0.048 Uiso 1 1 calc R U . . .
C16 C 0.8491(8) 0.3033(7) 0.6914(2) 0.0520(17) Uani 1 1 d . . . . .
H16 H 0.915945 0.371042 0.684078 0.062 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 1.910(6) . ?
Br2 C20 1.905(7) . ?
S1 C4 1.780(6) . ?
S1 C8 1.868(6) . ?
S2 C23 1.777(6) . ?
S2 C27 1.866(7) . ?
C33 C38 1.395(9) . ?
C33 C30 1.510(8) . ?
C33 C34 1.397(8) . ?
C38 H38 0.9500 . ?
C38 C37 1.378(9) . ?
C25 H25 0.9500 . ?
C25 C20 1.380(9) . ?
C25 C24 1.385(9) . ?
C23 C24 1.384(8) . ?
C23 C22 1.382(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C30 1.540(8) . ?
C31 C32 1.522(8) . ?
C4 C5 1.397(8) . ?
C4 C3 1.394(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.361(10) . ?
C17 C16 1.385(10) . ?
C20 C21 1.380(9) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C27 1.545(9) . ?
C28 C29 1.522(8) . ?
C24 H24 0.9500 . ?
C30 H30 1.0000 . ?
C30 C29 1.525(8) . ?
C6 H6 0.9500 . ?
C6 C5 1.373(9) . ?
C6 C1 1.389(9) . ?
C35 H35 0.9500 . ?
C35 C34 1.388(9) . ?
C35 C36 1.372(10) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C27 1.523(9) . ?
C27 C26 1.523(8) . ?
C34 H34 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.386(9) . ?
C36 H36 0.9500 . ?
C5 H5 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.526(9) . ?
C9 C8 1.526(9) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.531(8) . ?
C22 H22 0.9500 . ?
C22 C21 1.383(9) . ?
C11 H11 1.0000 . ?
C11 C14 1.509(9) . ?
C11 C12 1.534(8) . ?
C3 H3 0.9500 . ?
C3 C2 1.384(8) . ?
C1 C2 1.382(8) . ?
C14 C19 1.390(8) . ?
C14 C15 1.392(9) . ?
C19 H19 0.9500 . ?
C19 C18 1.395(9) . ?
C21 H21 0.9500 . ?
C18 H18 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 C8 1.525(9) . ?
C8 C13 1.534(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.515(9) . ?
C2 H2 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.376(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C16 H16 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
C4 S1 C8 103.6(3) . . ?
C23 S2 C27 103.1(3) . . ?
C38 C33 C30 122.4(5) . . ?
C38 C33 C34 117.3(6) . . ?
C34 C33 C30 120.2(5) . . ?
C33 C38 H38 119.3 . . ?
C37 C38 C33 121.4(6) . . ?
C37 C38 H38 119.3 . . ?
C20 C25 H25 120.9 . . ?
C20 C25 C24 118.2(6) . . ?
C24 C25 H25 120.9 . . ?
C24 C23 S2 120.4(4) . . ?
C22 C23 S2 120.6(5) . . ?
C22 C23 C24 119.0(6) . . ?
H31A C31 H31B 108.1 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C32 C31 C30 110.7(5) . . ?
C5 C4 S1 121.6(5) . . ?
C3 C4 S1 119.2(4) . . ?
C3 C4 C5 119.1(5) . . ?
C18 C17 H17 120.5 . . ?
C18 C17 C16 119.1(7) . . ?
C16 C17 H17 120.5 . . ?
C25 C20 Br2 118.7(5) . . ?
C25 C20 C21 122.0(6) . . ?
C21 C20 Br2 119.2(5) . . ?
H28A C28 H28B 107.7 . . ?
C27 C28 H28A 108.9 . . ?
C27 C28 H28B 108.9 . . ?
C29 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C29 C28 C27 113.6(5) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 C25 121.2(5) . . ?
C23 C24 H24 119.4 . . ?
C33 C30 C31 114.2(5) . . ?
C33 C30 H30 107.1 . . ?
C33 C30 C29 111.9(5) . . ?
C31 C30 H30 107.1 . . ?
C29 C30 C31 109.1(5) . . ?
C29 C30 H30 107.1 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C1 118.8(6) . . ?
C1 C6 H6 120.6 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C36 C35 C34 120.8(6) . . ?
C31 C32 H32A 108.6 . . ?
C31 C32 H32B 108.6 . . ?
C31 C32 C27 114.5(5) . . ?
H32A C32 H32B 107.6 . . ?
C27 C32 H32A 108.6 . . ?
C27 C32 H32B 108.6 . . ?
C28 C27 S2 104.3(4) . . ?
C32 C27 S2 112.4(4) . . ?
C32 C27 C28 109.9(5) . . ?
C26 C27 S2 109.4(5) . . ?
C26 C27 C28 110.3(5) . . ?
C26 C27 C32 110.4(5) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 120.9(6) . . ?
C35 C34 H34 119.5 . . ?
C38 C37 H37 119.8 . . ?
C38 C37 C36 120.5(7) . . ?
C36 C37 H37 119.8 . . ?
C35 C36 C37 119.1(6) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.5 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.9(6) . . ?
C6 C5 H5 119.5 . . ?
C28 C29 C30 111.5(5) . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C8 C9 C10 113.5(5) . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 C11 110.6(5) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C23 C22 H22 119.4 . . ?
C23 C22 C21 121.1(6) . . ?
C21 C22 H22 119.4 . . ?
C10 C11 H11 107.7 . . ?
C10 C11 C12 109.3(5) . . ?
C14 C11 C10 111.0(5) . . ?
C14 C11 H11 107.7 . . ?
C14 C11 C12 113.3(5) . . ?
C12 C11 H11 107.7 . . ?
C4 C3 H3 119.8 . . ?
C2 C3 C4 120.5(6) . . ?
C2 C3 H3 119.8 . . ?
C6 C1 Br1 119.8(5) . . ?
C2 C1 Br1 118.5(5) . . ?
C2 C1 C6 121.7(6) . . ?
C19 C14 C11 121.3(6) . . ?
C19 C14 C15 117.5(6) . . ?
C15 C14 C11 121.1(5) . . ?
C14 C19 H19 119.6 . . ?
C14 C19 C18 120.8(6) . . ?
C18 C19 H19 119.6 . . ?
C20 C21 C22 118.4(6) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C17 C18 C19 120.8(6) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
C9 C8 S1 105.0(4) . . ?
C9 C8 C13 109.6(5) . . ?
C7 C8 S1 109.0(4) . . ?
C7 C8 C9 110.3(5) . . ?
C7 C8 C13 111.3(5) . . ?
C13 C8 S1 111.4(4) . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 C11 111.5(5) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C3 C2 H2 120.5 . . ?
C1 C2 C3 119.0(6) . . ?
C1 C2 H2 120.5 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(6) . . ?
C16 C15 H15 119.4 . . ?
C8 C13 H13A 108.8 . . ?
C8 C13 H13B 108.8 . . ?
C12 C13 C8 113.7(5) . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.6(7) . . ?
C15 C16 H16 119.7 . . ?

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 C3 176.8(5) . . . . ?
Br2 C20 C21 C22 179.5(5) . . . . ?
S1 C4 C5 C6 -179.0(5) . . . . ?
S1 C4 C3 C2 177.2(5) . . . . ?
S1 C8 C13 C12 64.6(6) . . . . ?
S2 C23 C24 C25 179.7(5) . . . . ?
S2 C23 C22 C21 179.7(5) . . . . ?
C33 C38 C37 C36 0.5(11) . . . . ?
C33 C30 C29 C28 -174.6(5) . . . . ?
C38 C33 C30 C31 44.9(8) . . . . ?
C38 C33 C30 C29 -79.6(7) . . . . ?
C38 C33 C34 C35 -0.4(9) . . . . ?
C38 C37 C36 C35 -0.2(10) . . . . ?
C25 C20 C21 C22 -1.3(10) . . . . ?
C23 S2 C27 C28 -177.4(4) . . . . ?
C23 S2 C27 C32 63.6(5) . . . . ?
C23 S2 C27 C26 -59.4(5) . . . . ?
C23 C22 C21 C20 0.7(11) . . . . ?
C31 C30 C29 C28 58.1(6) . . . . ?
C31 C32 C27 S2 65.6(6) . . . . ?
C31 C32 C27 C28 -50.0(7) . . . . ?
C31 C32 C27 C26 -171.9(5) . . . . ?
C4 S1 C8 C9 -163.7(4) . . . . ?
C4 S1 C8 C7 -45.5(5) . . . . ?
C4 S1 C8 C13 77.7(5) . . . . ?
C4 C3 C2 C1 1.6(9) . . . . ?
C20 C25 C24 C23 0.3(9) . . . . ?
C24 C25 C20 Br2 -180.0(5) . . . . ?
C24 C25 C20 C21 0.8(10) . . . . ?
C24 C23 C22 C21 0.3(10) . . . . ?
C30 C33 C38 C37 177.9(6) . . . . ?
C30 C33 C34 C35 -178.5(6) . . . . ?
C30 C31 C32 C27 55.6(7) . . . . ?
C6 C1 C2 C3 -1.6(9) . . . . ?
C32 C31 C30 C33 176.3(5) . . . . ?
C32 C31 C30 C29 -57.7(6) . . . . ?
C27 S2 C23 C24 -84.6(5) . . . . ?
C27 S2 C23 C22 96.0(6) . . . . ?
C27 C28 C29 C30 -55.3(7) . . . . ?
C34 C33 C38 C37 -0.2(10) . . . . ?
C34 C33 C30 C31 -137.1(6) . . . . ?
C34 C33 C30 C29 98.4(6) . . . . ?
C34 C35 C36 C37 -0.4(10) . . . . ?
C36 C35 C34 C33 0.7(10) . . . . ?
C5 C4 C3 C2 0.2(9) . . . . ?
C5 C6 C1 Br1 -178.5(5) . . . . ?
C5 C6 C1 C2 -0.2(9) . . . . ?
C29 C28 C27 S2 -71.3(6) . . . . ?
C29 C28 C27 C32 49.4(7) . . . . ?
C29 C28 C27 C26 171.4(6) . . . . ?
C9 C10 C11 C14 -176.8(5) . . . . ?
C9 C10 C11 C12 57.5(7) . . . . ?
C9 C8 C13 C12 -51.2(7) . . . . ?
C10 C9 C8 S1 -67.7(6) . . . . ?
C10 C9 C8 C7 175.0(5) . . . . ?
C10 C9 C8 C13 52.2(7) . . . . ?
C10 C11 C14 C19 119.9(6) . . . . ?
C10 C11 C14 C15 -57.7(8) . . . . ?
C10 C11 C12 C13 -56.9(7) . . . . ?
C22 C23 C24 C25 -0.9(9) . . . . ?
C11 C14 C19 C18 -175.5(6) . . . . ?
C11 C14 C15 C16 174.4(7) . . . . ?
C11 C12 C13 C8 55.0(7) . . . . ?
C3 C4 C5 C6 -2.1(9) . . . . ?
C1 C6 C5 C4 2.0(9) . . . . ?
C14 C11 C12 C13 178.7(5) . . . . ?
C14 C19 C18 C17 -0.5(10) . . . . ?
C14 C15 C16 C17 2.6(12) . . . . ?
C19 C14 C15 C16 -3.3(10) . . . . ?
C18 C17 C16 C15 -0.7(12) . . . . ?
C7 C8 C13 C12 -173.5(5) . . . . ?
C8 S1 C4 C5 -80.5(5) . . . . ?
C8 S1 C4 C3 102.7(5) . . . . ?
C8 C9 C10 C11 -56.9(7) . . . . ?
C12 C11 C14 C19 -116.7(6) . . . . ?
C12 C11 C14 C15 65.7(8) . . . . ?
C15 C14 C19 C18 2.3(9) . . . . ?
C16 C17 C18 C19 -0.4(11) . . . . ?

_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 1.685
_oxdiff_exptl_absorpt_empirical_full_min 0.669
