# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_gy_rh1
_audit_block_doi                 10.5517/ccdc.csd.cc2gsy18
_database_code_depnum_ccdc_archive 'CCDC 2288080'
loop_
_audit_author_name
_audit_author_address
'jun shi'
;Guizhou Medical University
China
;
_audit_update_record             
;
2023-08-18 deposited with the CCDC.	2023-08-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C34 H30 Br4 N2 O6 S2'
_chemical_formula_sum            'C34 H30 Br4 N2 O6 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         946.36

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   8.1543(2)
_cell_length_b                   10.4250(2)
_cell_length_c                   12.7925(3)
_cell_angle_alpha                66.4670(10)
_cell_angle_beta                 77.1400(10)
_cell_angle_gamma                80.7070(10)
_cell_volume                     968.81(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8449
_cell_measurement_theta_min      3.8278
_cell_measurement_theta_max      68.2497
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468

_exptl_absorpt_coefficient_mu    6.439
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.19
_exptl_absorpt_correction_T_max  0.66

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            14147
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_theta_min         3.83
_diffrn_reflns_theta_max         68.32
_diffrn_reflns_theta_full        68.32
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             3541
_reflns_number_gt                3066
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1130
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_number_reflns         3541
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²+0.3531P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.863
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.53336(5) 0.10982(4) 0.27187(3) 0.04363(15) Uani d . . . 1 . .
C C1 0.4513(4) 0.4120(4) 0.1695(3) 0.0357(7) Uani d . . . 1 . .
H H1 0.412194 0.370377 0.121975 0.043 Uiso calc U . R 1 . .
O O1 -0.0009(3) 0.4944(3) 0.2984(2) 0.0437(6) Uani d . . . 1 . .
N N1 0.3085(4) 0.4554(3) 0.2447(3) 0.0373(6) Uani d . . . 1 . .
S S1 0.13232(11) 0.53590(9) 0.20062(7) 0.0371(2) Uani d . . . 1 . .
Br Br2 0.54104(6) 0.22238(4) 0.70675(3) 0.04502(15) Uani d . . . 1 . .
C C2 0.4619(5) 0.2996(3) 0.5631(3) 0.0374(7) Uani d . . . 1 . .
O O2 0.1293(3) 0.5086(3) 0.0999(2) 0.0444(6) Uani d . . . 1 . .
O O3 0.5568(3) 0.5207(3) 0.0998(2) 0.0416(6) Uani d . . . 1 . .
C C3 0.2581(5) 0.4520(3) 0.4486(3) 0.0377(7) Uani d . . . 1 . .
H H3 0.160453 0.516201 0.440306 0.045 Uiso calc U . R 1 . .
C C10 0.5592(5) 0.3011(3) 0.2568(3) 0.0357(7) Uani d . . . 1 . .
C C11 0.4880(4) 0.3196(3) 0.3692(3) 0.0339(7) Uani d . . . 1 . .
C C12 0.5489(5) 0.2609(3) 0.4722(3) 0.0368(7) Uani d . . . 1 . .
H H12 0.646407 0.196569 0.480588 0.044 Uiso calc U . R 1 . .
C C13 0.2786(5) 0.9264(4) 0.0276(3) 0.0463(9) Uani d . . . 1 . .
H H13 0.362088 0.971896 -0.036228 0.056 Uiso calc U . R 1 . .
C C14 0.0476(6) 0.9363(4) 0.1775(4) 0.0522(10) Uani d . . . 1 . .
H H14 -0.029329 0.988681 0.216119 0.063 Uiso calc U . R 1 . .
C C15 0.0370(5) 0.7933(4) 0.2146(4) 0.0470(9) Uani d . . . 1 . .
H H15 -0.045793 0.747751 0.278857 0.056 Uiso calc U . R 1 . .
C C16 0.2678(5) 0.7839(4) 0.0623(3) 0.0445(8) Uani d . . . 1 . .
H H16 0.341484 0.732212 0.021639 0.053 Uiso calc U . R 1 . .
C C17 0.1829(7) 1.1598(4) 0.0453(5) 0.0601(12) Uani d . . . 1 . .
H H17A 0.070029 1.209106 0.04243 0.09 Uiso calc U . R 1 . .
H H17B 0.252645 1.19395 -0.031948 0.09 Uiso calc U . R 1 . .
H H17C 0.235005 1.177364 0.099863 0.09 Uiso calc U . R 1 . .
C C6 0.7394(4) 0.3426(4) 0.2043(3) 0.0369(7) Uani d . . . 1 . .
H H6A 0.81012 0.315867 0.264636 0.044 Uiso calc U . R 1 . .
H H6AB 0.793063 0.30031 0.146855 0.044 Uiso calc U . R 1 . .
C C5 0.3437(4) 0.4128(3) 0.3577(3) 0.0343(7) Uani d . . . 1 . .
C C9 0.1474(5) 0.7167(4) 0.1577(3) 0.0388(7) Uani d . . . 1 . .
C C8 0.1693(5) 1.0045(4) 0.0845(4) 0.0463(9) Uani d . . . 1 . .
C C7 0.7082(5) 0.5001(4) 0.1476(3) 0.0379(7) Uani d . . . 1 . .
H H7A 0.6911 0.544349 0.205163 0.045 Uiso calc U . R 1 . .
H H7AB 0.804224 0.540347 0.085814 0.045 Uiso calc U . R 1 . .
C C4 0.3201(5) 0.3943(3) 0.5521(3) 0.0378(8) Uani d . . . 1 . .
H H4 0.265031 0.419744 0.615546 0.045 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C10 . 1.967(3) ?
C1 O3 . 1.409(4) ?
C1 N1 . 1.472(4) ?
C1 C10 . 1.561(5) ?
C1 H1 . 1.0 ?
O1 S1 . 1.431(3) ?
N1 C5 . 1.414(5) ?
N1 S1 . 1.637(3) ?
S1 O2 . 1.433(3) ?
S1 C9 . 1.757(4) ?
Br2 C2 . 1.903(4) ?
C2 C4 . 1.388(5) ?
C2 C12 . 1.390(5) ?
O3 C7 . 1.446(5) ?
C3 C5 . 1.390(5) ?
C3 C4 . 1.390(6) ?
C3 H3 . 0.95 ?
C10 C11 . 1.501(5) ?
C10 C6 . 1.527(5) ?
C11 C12 . 1.380(5) ?
C11 C5 . 1.394(5) ?
C12 H12 . 0.95 ?
C13 C16 . 1.382(6) ?
C13 C8 . 1.391(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.384(6) ?
C14 C8 . 1.390(6) ?
C14 H14 . 0.95 ?
C15 C9 . 1.385(5) ?
C15 H15 . 0.95 ?
C16 C9 . 1.396(5) ?
C16 H16 . 0.95 ?
C17 C8 . 1.507(6) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C6 C7 . 1.510(5) ?
C6 H6A . 0.99 ?
C6 H6AB . 0.99 ?
C7 H7A . 0.99 ?
C7 H7AB . 0.99 ?
C4 H4 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 C1 N1 . . 112.9(3) ?
O3 C1 C10 . . 105.6(3) ?
N1 C1 C10 . . 103.4(3) ?
O3 C1 H1 . . 111.5 ?
N1 C1 H1 . . 111.5 ?
C10 C1 H1 . . 111.5 ?
C5 N1 C1 . . 110.8(3) ?
C5 N1 S1 . . 126.4(2) ?
C1 N1 S1 . . 122.8(3) ?
O1 S1 O2 . . 119.99(17) ?
O1 S1 N1 . . 107.34(16) ?
O2 S1 N1 . . 105.67(16) ?
O1 S1 C9 . . 107.90(16) ?
O2 S1 C9 . . 108.17(17) ?
N1 S1 C9 . . 107.10(17) ?
C4 C2 C12 . . 122.1(3) ?
C4 C2 Br2 . . 118.7(3) ?
C12 C2 Br2 . . 119.2(3) ?
C1 O3 C7 . . 109.9(3) ?
C5 C3 C4 . . 117.9(3) ?
C5 C3 H3 . . 121.1 ?
C4 C3 H3 . . 121.1 ?
C11 C10 C6 . . 115.2(3) ?
C11 C10 C1 . . 104.0(3) ?
C6 C10 C1 . . 103.7(3) ?
C11 C10 Br1 . . 110.4(2) ?
C6 C10 Br1 . . 112.1(2) ?
C1 C10 Br1 . . 111.0(2) ?
C12 C11 C5 . . 121.0(3) ?
C12 C11 C10 . . 128.8(3) ?
C5 C11 C10 . . 110.1(3) ?
C11 C12 C2 . . 117.5(3) ?
C11 C12 H12 . . 121.3 ?
C2 C12 H12 . . 121.3 ?
C16 C13 C8 . . 121.2(4) ?
C16 C13 H13 . . 119.4 ?
C8 C13 H13 . . 119.4 ?
C15 C14 C8 . . 120.9(4) ?
C15 C14 H14 . . 119.5 ?
C8 C14 H14 . . 119.5 ?
C14 C15 C9 . . 119.8(4) ?
C14 C15 H15 . . 120.1 ?
C9 C15 H15 . . 120.1 ?
C13 C16 C9 . . 119.4(4) ?
C13 C16 H16 . . 120.3 ?
C9 C16 H16 . . 120.3 ?
C8 C17 H17A . . 109.5 ?
C8 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C8 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C7 C6 C10 . . 100.8(3) ?
C7 C6 H6A . . 111.6 ?
C10 C6 H6A . . 111.6 ?
C7 C6 H6AB . . 111.6 ?
C10 C6 H6AB . . 111.6 ?
H6A C6 H6AB . . 109.4 ?
C3 C5 C11 . . 121.3(3) ?
C3 C5 N1 . . 129.4(3) ?
C11 C5 N1 . . 109.3(3) ?
C15 C9 C16 . . 120.1(3) ?
C15 C9 S1 . . 120.6(3) ?
C16 C9 S1 . . 119.3(3) ?
C14 C8 C13 . . 118.6(4) ?
C14 C8 C17 . . 121.0(4) ?
C13 C8 C17 . . 120.4(4) ?
O3 C7 C6 . . 104.5(3) ?
O3 C7 H7A . . 110.9 ?
C6 C7 H7A . . 110.9 ?
O3 C7 H7AB . . 110.9 ?
C6 C7 H7AB . . 110.9 ?
H7A C7 H7AB . . 108.9 ?
C2 C4 C3 . . 120.3(3) ?
C2 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 C1 N1 C5 . . . . -98.3(3) ?
C10 C1 N1 C5 . . . . 15.4(4) ?
O3 C1 N1 S1 . . . . 84.2(4) ?
C10 C1 N1 S1 . . . . -162.1(2) ?
C5 N1 S1 O1 . . . . -28.8(3) ?
C1 N1 S1 O1 . . . . 148.3(3) ?
C5 N1 S1 O2 . . . . -158.0(3) ?
C1 N1 S1 O2 . . . . 19.1(3) ?
C5 N1 S1 C9 . . . . 86.8(3) ?
C1 N1 S1 C9 . . . . -96.0(3) ?
N1 C1 O3 C7 . . . . 102.5(3) ?
C10 C1 O3 C7 . . . . -9.8(3) ?
O3 C1 C10 C11 . . . . 105.6(3) ?
N1 C1 C10 C11 . . . . -13.3(3) ?
O3 C1 C10 C6 . . . . -15.2(3) ?
N1 C1 C10 C6 . . . . -134.1(3) ?
O3 C1 C10 Br1 . . . . -135.7(2) ?
N1 C1 C10 Br1 . . . . 105.4(3) ?
C6 C10 C11 C12 . . . . -58.4(5) ?
C1 C10 C11 C12 . . . . -171.2(3) ?
Br1 C10 C11 C12 . . . . 69.7(4) ?
C6 C10 C11 C5 . . . . 120.1(3) ?
C1 C10 C11 C5 . . . . 7.3(4) ?
Br1 C10 C11 C5 . . . . -111.8(3) ?
C5 C11 C12 C2 . . . . -0.7(5) ?
C10 C11 C12 C2 . . . . 177.6(3) ?
C4 C2 C12 C11 . . . . -0.5(5) ?
Br2 C2 C12 C11 . . . . -179.7(3) ?
C8 C14 C15 C9 . . . . -0.8(8) ?
C8 C13 C16 C9 . . . . -1.4(7) ?
C11 C10 C6 C7 . . . . -80.3(3) ?
C1 C10 C6 C7 . . . . 32.7(3) ?
Br1 C10 C6 C7 . . . . 152.4(2) ?
C4 C3 C5 C11 . . . . -0.6(5) ?
C4 C3 C5 N1 . . . . -179.8(3) ?
C12 C11 C5 C3 . . . . 1.3(5) ?
C10 C11 C5 C3 . . . . -177.3(3) ?
C12 C11 C5 N1 . . . . -179.3(3) ?
C10 C11 C5 N1 . . . . 2.0(4) ?
C1 N1 C5 C3 . . . . 167.8(3) ?
S1 N1 C5 C3 . . . . -14.8(5) ?
C1 N1 C5 C11 . . . . -11.5(4) ?
S1 N1 C5 C11 . . . . 165.9(2) ?
C14 C15 C9 C16 . . . . -0.8(7) ?
C14 C15 C9 S1 . . . . -178.2(4) ?
C13 C16 C9 C15 . . . . 1.9(7) ?
C13 C16 C9 S1 . . . . 179.3(3) ?
O1 S1 C9 C15 . . . . -1.8(4) ?
O2 S1 C9 C15 . . . . 129.4(4) ?
N1 S1 C9 C15 . . . . -117.1(4) ?
O1 S1 C9 C16 . . . . -179.2(3) ?
O2 S1 C9 C16 . . . . -48.0(4) ?
N1 S1 C9 C16 . . . . 65.5(4) ?
C15 C14 C8 C13 . . . . 1.3(7) ?
C15 C14 C8 C17 . . . . -179.0(5) ?
C16 C13 C8 C14 . . . . -0.2(7) ?
C16 C13 C8 C17 . . . . -179.9(4) ?
C1 O3 C7 C6 . . . . 31.6(3) ?
C10 C6 C7 O3 . . . . -39.2(3) ?
C12 C2 C4 C3 . . . . 1.3(5) ?
Br2 C2 C4 C3 . . . . -179.6(3) ?
C5 C3 C4 C2 . . . . -0.6(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1 O3 2_665 1.00 2.57 3.242(4) 124.5 ?
C3 H3 O1 . 0.95 2.56 3.030(5) 110.5 ?
C16 H16 O3 . 0.95 2.59 3.268(5) 128.5 ?
C7 H7AB O2 1_655 0.99 2.66 3.361(5) 128.4 ?
C7 H7AB O2 2_665 0.99 2.55 3.179(4) 121.3 ?
C4 H4 O1 2_566 0.95 2.40 3.219(4) 144.2 ?



