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

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

data_TP_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2368687'
loop_
_audit_author_name
_audit_author_address
'Subhradeep Kar'
;Indian Institute of Technology, Guwahati
India
;
_audit_update_record             
;
2024-07-08 deposited with the CCDC.	2024-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        SK-N3-1
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H28 N2 O2 S'
_chemical_formula_sum            'C31 H28 N2 O2 S'
_chemical_formula_weight         492.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   28.290(4)
_cell_length_b                   9.2132(14)
_cell_length_c                   20.312(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.531(4)
_cell_angle_gamma                90
_cell_volume                     5147.1(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      22.28

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.157
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56655
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.481
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4536
_reflns_number_gt                2950
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+10.3091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4536
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_restrained_S_all      1.131
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S1 S 0.60879(3) 0.55072(10) 0.71395(4) 0.0495(3) Uani 1 1 d . . . . .
O1 O 0.65077(8) 0.5204(3) 0.76700(11) 0.0614(7) Uani 1 1 d . . . . .
O2 O 0.57696(9) 0.6680(3) 0.72059(12) 0.0641(7) Uani 1 1 d . . . . .
N1 N 0.62859(9) 0.5807(3) 0.64626(12) 0.0443(7) Uani 1 1 d . . . . .
N2 N 0.71999(11) 1.0281(3) 0.61710(15) 0.0584(8) Uani 1 1 d . . . . .
C1 C 0.57348(12) 0.3921(4) 0.69949(16) 0.0484(8) Uani 1 1 d . . . . .
C2 C 0.59459(13) 0.2575(4) 0.71206(18) 0.0604(10) Uani 1 1 d . . . . .
H2 H 0.627867 0.249881 0.730258 0.072 Uiso 1 1 calc R U . . .
C3 C 0.56665(15) 0.1335(5) 0.6978(2) 0.0707(11) Uani 1 1 d . . . . .
H3 H 0.581455 0.043166 0.706687 0.085 Uiso 1 1 calc R U . . .
C4 C 0.51746(15) 0.1408(5) 0.67079(19) 0.0675(11) Uani 1 1 d . . . . .
C5 C 0.49644(14) 0.2763(6) 0.6589(2) 0.0745(12) Uani 1 1 d . . . . .
H5 H 0.463153 0.283578 0.640775 0.089 Uiso 1 1 calc R U . . .
C6 C 0.48703(17) 0.0049(5) 0.6544(2) 0.0997(16) Uani 1 1 d . . . . .
H6A H 0.461836 0.005658 0.678874 0.150 Uiso 1 1 calc R U . . .
H6B H 0.507267 -0.078870 0.667177 0.150 Uiso 1 1 calc R U . . .
H6C H 0.472656 0.001663 0.606644 0.150 Uiso 1 1 calc R U . . .
C7 C 0.52384(13) 0.4015(5) 0.67348(19) 0.0660(11) Uani 1 1 d . . . . .
H7 H 0.508902 0.491889 0.665798 0.079 Uiso 1 1 calc R U . . .
C8 C 0.59723(11) 0.6567(4) 0.58774(15) 0.0438(8) Uani 1 1 d . . . . .
H8 H 0.564178 0.656523 0.594985 0.053 Uiso 1 1 calc R U . . .
C9 C 0.61195(12) 0.8128(4) 0.58438(15) 0.0451(8) Uani 1 1 d . . . . .
C10 C 0.57694(14) 0.9129(4) 0.55384(18) 0.0581(10) Uani 1 1 d . . . . .
H10 H 0.544864 0.882422 0.539031 0.070 Uiso 1 1 calc R U . . .
C11 C 0.58834(15) 1.0576(4) 0.5447(2) 0.0678(11) Uani 1 1 d . . . . .
H11 H 0.563790 1.121741 0.524576 0.081 Uiso 1 1 calc R U . . .
C12 C 0.63527(16) 1.1067(4) 0.56484(19) 0.0651(11) Uani 1 1 d . . . . .
H12 H 0.643047 1.202862 0.558289 0.078 Uiso 1 1 calc R U . . .
C13 C 0.67082(13) 1.0082(4) 0.59538(17) 0.0514(9) Uani 1 1 d . . . . .
C14 C 0.66039(12) 0.8609(3) 0.60656(15) 0.0448(8) Uani 1 1 d . . . . .
C15 C 0.67692(11) 0.5315(3) 0.64187(16) 0.0449(8) Uani 1 1 d . . . . .
H15A H 0.676127 0.507882 0.595082 0.054 Uiso 1 1 calc R U . . .
H15B H 0.684721 0.443215 0.668223 0.054 Uiso 1 1 calc R U . . .
C16 C 0.71740(11) 0.6429(4) 0.66708(16) 0.0459(8) Uani 1 1 d . . . . .
H16 H 0.721989 0.651118 0.716272 0.055 Uiso 1 1 calc R U . . .
C17 C 0.70614(12) 0.7929(4) 0.63733(16) 0.0468(8) Uani 1 1 d . . . . .
C18 C 0.74050(14) 0.8983(4) 0.64150(18) 0.0574(9) Uani 1 1 d . . . . .
H18 H 0.773630 0.883974 0.658713 0.069 Uiso 1 1 calc R U . . .
C19 C 0.59533(12) 0.5746(4) 0.52167(15) 0.0459(8) Uani 1 1 d . . . . .
C20 C 0.56556(14) 0.4544(4) 0.50514(18) 0.0581(9) Uani 1 1 d . . . . .
H20 H 0.546695 0.423743 0.534354 0.070 Uiso 1 1 calc R U . . .
C21 C 0.56361(16) 0.3795(4) 0.44565(19) 0.0717(12) Uani 1 1 d . . . . .
H21 H 0.543085 0.299856 0.434834 0.086 Uiso 1 1 calc R U . . .
C22 C 0.59173(18) 0.4218(5) 0.4023(2) 0.0771(13) Uani 1 1 d . . . . .
H22 H 0.590450 0.370479 0.362505 0.093 Uiso 1 1 calc R U . . .
C23 C 0.62162(16) 0.5397(5) 0.4180(2) 0.0768(12) Uani 1 1 d . . . . .
H23 H 0.641028 0.568127 0.389156 0.092 Uiso 1 1 calc R U . . .
C24 C 0.62296(13) 0.6167(4) 0.47691(17) 0.0625(10) Uani 1 1 d . . . . .
H24 H 0.642769 0.698157 0.486642 0.075 Uiso 1 1 calc R U . . .
C25 C 0.76381(12) 0.5793(4) 0.65336(17) 0.0475(8) Uani 1 1 d . . . . .
C26 C 0.77363(15) 0.5879(5) 0.5898(2) 0.0738(12) Uani 1 1 d . . . . .
H26 H 0.752669 0.639377 0.555682 0.089 Uiso 1 1 calc R U . . .
C27 C 0.8137(2) 0.5219(6) 0.5765(3) 0.1015(17) Uani 1 1 d . . . . .
H27 H 0.819789 0.530688 0.533577 0.122 Uiso 1 1 calc R U . . .
C28 C 0.84455(19) 0.4443(6) 0.6244(4) 0.107(2) Uani 1 1 d . . . . .
H28 H 0.871265 0.398380 0.614306 0.128 Uiso 1 1 calc R U . . .
C29 C 0.83617(16) 0.4338(5) 0.6882(3) 0.0947(17) Uani 1 1 d . . . . .
H29 H 0.857363 0.381040 0.721599 0.114 Uiso 1 1 calc R U . . .
C30 C 0.79576(13) 0.5025(4) 0.7030(2) 0.0631(10) Uani 1 1 d . . . . .
H30 H 0.790402 0.496407 0.746382 0.076 Uiso 1 1 calc R U . . .
C31 C 0.74694(16) 1.1603(4) 0.6106(3) 0.0906(14) Uani 1 1 d . . . . .
H31A H 0.780757 1.145880 0.631352 0.136 Uiso 1 1 calc R U . . .
H31B H 0.734598 1.238954 0.632672 0.136 Uiso 1 1 calc R U . . .
H31C H 0.743203 1.182912 0.563539 0.136 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
S1 O1 1.432(2) . ?
S1 O2 1.433(2) . ?
S1 N1 1.625(2) . ?
S1 C1 1.755(4) . ?
N1 C15 1.463(4) . ?
N1 C8 1.482(4) . ?
N2 C13 1.370(4) . ?
N2 C18 1.370(4) . ?
N2 C31 1.459(5) . ?
C1 C2 1.374(5) . ?
C1 C7 1.383(5) . ?
C2 C3 1.381(5) . ?
C3 C4 1.373(5) . ?
C4 C5 1.380(6) . ?
C4 C6 1.512(6) . ?
C5 C7 1.383(5) . ?
C8 C9 1.504(4) . ?
C8 C19 1.530(4) . ?
C9 C10 1.388(4) . ?
C9 C14 1.410(4) . ?
C10 C11 1.395(5) . ?
C11 C12 1.371(5) . ?
C12 C13 1.389(5) . ?
C13 C14 1.418(5) . ?
C14 C17 1.442(4) . ?
C15 C16 1.534(4) . ?
C16 C17 1.512(4) . ?
C16 C25 1.522(4) . ?
C17 C18 1.362(5) . ?
C19 C20 1.384(5) . ?
C19 C24 1.386(4) . ?
C20 C21 1.381(5) . ?
C21 C22 1.373(6) . ?
C22 C23 1.368(6) . ?
C23 C24 1.383(5) . ?
C25 C30 1.381(5) . ?
C25 C26 1.385(5) . ?
C26 C27 1.368(6) . ?
C27 C28 1.350(7) . ?
C28 C29 1.375(7) . ?
C29 C30 1.399(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.34(16) . . ?
O1 S1 N1 106.28(14) . . ?
O2 S1 N1 107.48(14) . . ?
O1 S1 C1 107.63(16) . . ?
O2 S1 C1 107.32(16) . . ?
N1 S1 C1 107.15(15) . . ?
C15 N1 C8 119.4(2) . . ?
C15 N1 S1 120.7(2) . . ?
C8 N1 S1 119.9(2) . . ?
C13 N2 C18 108.2(3) . . ?
C13 N2 C31 126.6(3) . . ?
C18 N2 C31 125.1(3) . . ?
C2 C1 C7 119.1(4) . . ?
C2 C1 S1 121.0(3) . . ?
C7 C1 S1 119.9(3) . . ?
C1 C2 C3 120.4(3) . . ?
C4 C3 C2 121.3(4) . . ?
C3 C4 C5 118.0(4) . . ?
C3 C4 C6 121.3(4) . . ?
C5 C4 C6 120.7(4) . . ?
C4 C5 C7 121.4(4) . . ?
C5 C7 C1 119.9(4) . . ?
N1 C8 C9 111.6(3) . . ?
N1 C8 C19 111.2(3) . . ?
C9 C8 C19 112.7(3) . . ?
C10 C9 C14 118.2(3) . . ?
C10 C9 C8 118.6(3) . . ?
C14 C9 C8 123.0(3) . . ?
C9 C10 C11 122.1(4) . . ?
C12 C11 C10 120.9(4) . . ?
C11 C12 C13 117.9(4) . . ?
N2 C13 C12 129.1(3) . . ?
N2 C13 C14 108.1(3) . . ?
C12 C13 C14 122.7(3) . . ?
C9 C14 C13 118.2(3) . . ?
C9 C14 C17 135.1(3) . . ?
C13 C14 C17 106.6(3) . . ?
N1 C15 C16 114.1(3) . . ?
C17 C16 C25 112.9(3) . . ?
C17 C16 C15 114.0(3) . . ?
C25 C16 C15 106.8(3) . . ?
C18 C17 C14 105.8(3) . . ?
C18 C17 C16 123.1(3) . . ?
C14 C17 C16 130.9(3) . . ?
C17 C18 N2 111.3(3) . . ?
C20 C19 C24 118.0(3) . . ?
C20 C19 C8 120.2(3) . . ?
C24 C19 C8 121.9(3) . . ?
C21 C20 C19 120.6(4) . . ?
C22 C21 C20 120.6(4) . . ?
C23 C22 C21 119.6(4) . . ?
C22 C23 C24 120.0(4) . . ?
C23 C24 C19 121.2(4) . . ?
C30 C25 C26 118.0(3) . . ?
C30 C25 C16 120.6(3) . . ?
C26 C25 C16 121.2(3) . . ?
C27 C26 C25 121.0(4) . . ?
C28 C27 C26 121.2(5) . . ?
C27 C28 C29 119.5(5) . . ?
C28 C29 C30 120.0(5) . . ?
C25 C30 C29 120.2(4) . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.051



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ACETONITRILE'
####################################################################### 
# 
# 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_SK_TP_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2368691'
loop_
_audit_author_name
_audit_author_address
'Subhradeep Kar'
;Indian Institute of Technology, Guwahati
India
;
_audit_update_record             
;
2024-07-08 deposited with the CCDC.	2024-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        SK-N3-74
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H27 Br N2 O2 S'
_chemical_formula_sum            'C31 H27 Br N2 O2 S'
_chemical_formula_weight         571.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3606(12)
_cell_length_b                   10.4276(16)
_cell_length_c                   15.974(2)
_cell_angle_alpha                92.585(4)
_cell_angle_beta                 105.246(4)
_cell_angle_gamma                95.304(4)
_cell_volume                     1334.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      25.99

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    1.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26832
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0296
_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       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.967
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4656
_reflns_number_gt                4039
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+1.0493P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4656
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_restrained_S_all      0.763
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br01 Br 1.04929(4) 0.73793(3) 0.67620(2) 0.07242(16) Uani 1 1 d . . . . .
S002 S 0.92205(7) 0.74238(5) 0.20256(4) 0.04065(16) Uani 1 1 d . . . . .
O003 O 0.8916(3) 0.84428(16) 0.14494(12) 0.0560(5) Uani 1 1 d . . . . .
O004 O 1.0786(2) 0.74372(19) 0.26600(12) 0.0574(5) Uani 1 1 d . . . . .
N005 N 0.7773(2) 0.73670(17) 0.25330(12) 0.0380(4) Uani 1 1 d . . . . .
N006 N 0.6973(2) 1.06406(19) 0.47644(12) 0.0434(4) Uani 1 1 d . . . . .
C007 C 0.6453(3) 0.94164(19) 0.24898(13) 0.0343(4) Uani 1 1 d . . . . .
H007 H 0.748181 0.980265 0.237591 0.041 Uiso 1 1 calc R U . . .
C008 C 0.7578(3) 0.8839(2) 0.41239(14) 0.0359(5) Uani 1 1 d . . . . .
C009 C 0.6252(3) 0.7984(2) 0.21732(14) 0.0370(5) Uani 1 1 d . . . . .
H00A H 0.533018 0.753729 0.234355 0.044 Uiso 1 1 calc R U . . .
H00B H 0.598746 0.790709 0.154303 0.044 Uiso 1 1 calc R U . . .
C00A C 0.6700(3) 0.9596(2) 0.34586(14) 0.0349(4) Uani 1 1 d . . . . .
C00B C 0.5049(3) 1.00668(19) 0.19337(13) 0.0359(5) Uani 1 1 d . . . . .
C00C C 0.8246(3) 0.7648(2) 0.41395(14) 0.0381(5) Uani 1 1 d . . . . .
C00D C 0.6362(3) 1.0662(2) 0.38807(14) 0.0408(5) Uani 1 1 d . . . . .
H00D H 0.579240 1.131800 0.360531 0.049 Uiso 1 1 calc R U . . .
C00E C 0.7742(3) 0.9546(2) 0.49329(14) 0.0407(5) Uani 1 1 d . . . . .
C00F C 0.7947(3) 0.6709(2) 0.33410(14) 0.0380(5) Uani 1 1 d . . . . .
H00F H 0.894079 0.624880 0.341923 0.046 Uiso 1 1 calc R U . . .
C00G C 0.3468(3) 0.9991(2) 0.20620(16) 0.0448(5) Uani 1 1 d . . . . .
H00G H 0.326208 0.958976 0.253732 0.054 Uiso 1 1 calc R U . . .
C00H C 0.8913(3) 0.5973(2) 0.13675(14) 0.0377(5) Uani 1 1 d . . . . .
C00I C 0.6463(3) 0.5684(2) 0.32522(16) 0.0408(5) Uani 1 1 d . . . . .
C00J C 0.9103(3) 0.7257(3) 0.49313(16) 0.0474(6) Uani 1 1 d . . . . .
H00J H 0.958189 0.648518 0.494919 0.057 Uiso 1 1 calc R U . . .
C00K C 0.9887(3) 0.4990(2) 0.16196(16) 0.0482(6) Uani 1 1 d . . . . .
H00K H 1.073632 0.508922 0.213535 0.058 Uiso 1 1 calc R U . . .
C00L C 0.8589(3) 0.9132(3) 0.57338(15) 0.0487(6) Uani 1 1 d . . . . .
H00L H 0.868463 0.960510 0.625569 0.058 Uiso 1 1 calc R U . . .
C00M C 0.9268(3) 0.7995(3) 0.57059(15) 0.0493(6) Uani 1 1 d . . . . .
C00N C 0.2185(3) 1.0515(3) 0.14788(19) 0.0550(6) Uani 1 1 d . . . . .
H00N H 0.112922 1.047158 0.157101 0.066 Uiso 1 1 calc R U . . .
C00O C 0.7662(3) 0.5822(3) 0.05929(17) 0.0518(6) Uani 1 1 d . . . . .
H00O H 0.701127 0.648917 0.041875 0.062 Uiso 1 1 calc R U . . .
C00P C 0.2472(4) 1.1096(3) 0.07685(18) 0.0592(7) Uani 1 1 d . . . . .
H00P H 0.161381 1.144209 0.038000 0.071 Uiso 1 1 calc R U . . .
C00Q C 0.5303(4) 1.0664(2) 0.12150(16) 0.0501(6) Uani 1 1 d . . . . .
H00Q H 0.635922 1.073146 0.112186 0.060 Uiso 1 1 calc R U . . .
C00R C 0.8339(3) 0.3675(2) 0.03284(18) 0.0513(6) Uani 1 1 d . . . . .
C00S C 0.7388(3) 0.4684(3) 0.00831(18) 0.0586(7) Uani 1 1 d . . . . .
H00S H 0.654880 0.458944 -0.043655 0.070 Uiso 1 1 calc R U . . .
C00T C 0.6801(4) 1.1618(3) 0.54019(17) 0.0573(7) Uani 1 1 d . . . . .
H00C H 0.643170 1.236871 0.511437 0.086 Uiso 1 1 calc R U . . .
H00E H 0.785853 1.184783 0.582044 0.086 Uiso 1 1 calc R U . . .
H00H H 0.599900 1.128396 0.569254 0.086 Uiso 1 1 calc R U . . .
C00U C 0.6123(4) 0.4710(2) 0.2593(2) 0.0578(7) Uani 1 1 d . . . . .
H00U H 0.678049 0.470184 0.220505 0.069 Uiso 1 1 calc R U . . .
C00V C 0.9586(4) 0.3854(3) 0.10972(19) 0.0563(7) Uani 1 1 d . . . . .
H00V H 1.024443 0.319055 0.126911 0.068 Uiso 1 1 calc R U . . .
C00W C 0.5449(4) 0.5676(3) 0.3807(2) 0.0645(8) Uani 1 1 d . . . . .
H00W H 0.564459 0.632050 0.425406 0.077 Uiso 1 1 calc R U . . .
C00X C 0.4024(4) 1.1160(3) 0.06369(18) 0.0628(8) Uani 1 1 d . . . . .
H00X H 0.421749 1.154251 0.015283 0.075 Uiso 1 1 calc R U . . .
C00Y C 0.3842(4) 0.3745(3) 0.3057(2) 0.0682(8) Uani 1 1 d . . . . .
H00Y H 0.297846 0.308924 0.299904 0.082 Uiso 1 1 calc R U . . .
C00Z C 0.4821(4) 0.3749(3) 0.2500(2) 0.0676(8) Uani 1 1 d . . . . .
H00Z H 0.461531 0.310079 0.205396 0.081 Uiso 1 1 calc R U . . .
C010 C 0.8024(4) 0.2436(3) -0.0240(2) 0.0771(10) Uani 1 1 d . . . . .
H01A H 0.868228 0.180602 0.006145 0.116 Uiso 1 1 calc R U . . .
H01B H 0.832602 0.259309 -0.076899 0.116 Uiso 1 1 calc R U . . .
H01C H 0.686378 0.211795 -0.037478 0.116 Uiso 1 1 calc R U . . .
C011 C 0.4135(4) 0.4708(3) 0.3701(3) 0.0790(10) Uani 1 1 d . . . . .
H011 H 0.344817 0.471956 0.407411 0.095 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 C00M 1.902(2) . ?
S002 O004 1.428(2) . ?
S002 O003 1.4339(19) . ?
S002 N005 1.6227(18) . ?
S002 C00H 1.761(2) . ?
N005 C00F 1.469(3) . ?
N005 C009 1.470(3) . ?
N006 C00E 1.365(3) . ?
N006 C00D 1.371(3) . ?
N006 C00T 1.452(3) . ?
C007 C00A 1.507(3) . ?
C007 C00B 1.510(3) . ?
C007 C009 1.535(3) . ?
C008 C00C 1.407(3) . ?
C008 C00E 1.426(3) . ?
C008 C00A 1.436(3) . ?
C00A C00D 1.364(3) . ?
C00B C00Q 1.386(3) . ?
C00B C00G 1.386(3) . ?
C00C C00J 1.380(3) . ?
C00C C00F 1.524(3) . ?
C00E C00L 1.398(3) . ?
C00F C00I 1.533(3) . ?
C00G C00N 1.395(4) . ?
C00H C00K 1.377(3) . ?
C00H C00O 1.386(3) . ?
C00I C00U 1.384(4) . ?
C00I C00W 1.377(4) . ?
C00J C00M 1.395(4) . ?
C00K C00V 1.381(4) . ?
C00L C00M 1.365(4) . ?
C00N C00P 1.375(4) . ?
C00O C00S 1.374(4) . ?
C00P C00X 1.363(4) . ?
C00Q C00X 1.375(4) . ?
C00R C00V 1.378(4) . ?
C00R C00S 1.386(4) . ?
C00R C010 1.506(3) . ?
C00U C00Z 1.382(4) . ?
C00W C011 1.391(4) . ?
C00Y C00Z 1.358(5) . ?
C00Y C011 1.363(5) . ?

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
O004 S002 O003 120.63(12) . . ?
O004 S002 N005 107.84(10) . . ?
O003 S002 N005 106.56(10) . . ?
O004 S002 C00H 107.10(11) . . ?
O003 S002 C00H 106.80(11) . . ?
N005 S002 C00H 107.28(10) . . ?
C00F N005 C009 119.41(17) . . ?
C00F N005 S002 121.42(15) . . ?
C009 N005 S002 119.18(15) . . ?
C00E N006 C00D 108.31(18) . . ?
C00E N006 C00T 126.6(2) . . ?
C00D N006 C00T 125.1(2) . . ?
C00A C007 C00B 115.98(17) . . ?
C00A C007 C009 111.87(17) . . ?
C00B C007 C009 109.10(17) . . ?
C00C C008 C00E 118.2(2) . . ?
C00C C008 C00A 135.5(2) . . ?
C00E C008 C00A 106.34(19) . . ?
N005 C009 C007 111.90(17) . . ?
C00D C00A C008 106.13(19) . . ?
C00D C00A C007 124.8(2) . . ?
C008 C00A C007 128.26(18) . . ?
C00Q C00B C00G 118.2(2) . . ?
C00Q C00B C007 118.7(2) . . ?
C00G C00B C007 122.8(2) . . ?
C00J C00C C008 118.4(2) . . ?
C00J C00C C00F 117.8(2) . . ?
C008 C00C C00F 123.6(2) . . ?
C00A C00D N006 111.1(2) . . ?
N006 C00E C00L 128.9(2) . . ?
N006 C00E C008 108.10(19) . . ?
C00L C00E C008 123.0(2) . . ?
N005 C00F C00C 112.64(17) . . ?
N005 C00F C00I 110.52(19) . . ?
C00C C00F C00I 112.86(18) . . ?
C00B C00G C00N 120.0(2) . . ?
C00K C00H C00O 120.0(2) . . ?
C00K C00H S002 120.72(18) . . ?
C00O C00H S002 119.24(17) . . ?
C00U C00I C00W 117.9(2) . . ?
C00U C00I C00F 119.1(2) . . ?
C00W C00I C00F 123.0(2) . . ?
C00C C00J C00M 121.4(2) . . ?
C00H C00K C00V 119.2(2) . . ?
C00M C00L C00E 116.2(2) . . ?
C00L C00M C00J 122.7(2) . . ?
C00L C00M Br01 119.10(19) . . ?
C00J C00M Br01 118.2(2) . . ?
C00P C00N C00G 120.4(3) . . ?
C00S C00O C00H 119.7(2) . . ?
C00X C00P C00N 119.6(2) . . ?
C00B C00Q C00X 121.2(3) . . ?
C00V C00R C00S 117.8(2) . . ?
C00V C00R C010 121.6(3) . . ?
C00S C00R C010 120.6(3) . . ?
C00O C00S C00R 121.3(2) . . ?
C00I C00U C00Z 121.1(3) . . ?
C00R C00V C00K 121.9(2) . . ?
C00I C00W C011 120.4(3) . . ?
C00P C00X C00Q 120.5(3) . . ?
C00Z C00Y C011 119.5(3) . . ?
C00Y C00Z C00U 120.4(3) . . ?
C00Y C011 C00W 120.7(3) . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.041



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ACETONITRILE'
