# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_88
_audit_block_doi                 10.5517/ccdc.csd.cc2h13g4
_database_code_depnum_ccdc_archive 'CCDC 2294975'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2023-jx61g 2023
loop_
_audit_author_name
_audit_author_address
'V. Ramkumar'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2023-09-14 deposited with the CCDC.	2024-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H24 Br N O2 S'
_chemical_formula_weight         554.48

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'
Br Br -0.2901 2.4595 '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                   8.2477(2)
_cell_length_b                   10.7805(3)
_cell_length_c                   15.3993(4)
_cell_angle_alpha                80.6827(13)
_cell_angle_beta                 78.5517(12)
_cell_angle_gamma                76.5102(12)
_cell_volume                     1295.32(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7279
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      24.16

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.697
_shelx_estimated_absorpt_T_min   0.676
_shelx_estimated_absorpt_T_max   0.810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_T_max  0.810
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_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            18359
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -8
_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         1.957
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_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             4552
_reflns_number_gt                3709
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0328P)²+0.3318P] 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         4552
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0710
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_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
Br1 Br 0.72674(3) 0.79038(3) -0.14485(2) 0.05529(10) Uani 1 1 d . . . . .
C1 C 0.2276(2) 0.86458(17) 0.27863(12) 0.0297(4) Uani 1 1 d . . . . .
H1 H 0.1486 0.9008 0.2367 0.036 Uiso 1 1 calc R U . . .
C2 C 0.2399(2) 0.71675(18) 0.30389(13) 0.0315(4) Uani 1 1 d . . . . .
H2 H 0.3401 0.6695 0.2681 0.038 Uiso 1 1 calc R U . . .
C3 C 0.2653(2) 0.70233(18) 0.40049(13) 0.0329(4) Uani 1 1 d . . . . .
C4 C 0.2158(2) 0.81825(19) 0.43003(13) 0.0338(5) Uani 1 1 d . . . . .
H4 H 0.2157 0.8315 0.4882 0.041 Uiso 1 1 calc R U . . .
C5 C 0.4050(2) 0.88958(17) 0.24016(13) 0.0317(4) Uani 1 1 d . . . . .
C6 C 0.4776(2) 0.86452(18) 0.14627(13) 0.0321(4) Uani 1 1 d . . . . .
C7 C 0.6454(3) 0.8713(2) 0.11537(14) 0.0423(5) Uani 1 1 d . . . . .
H7 H 0.7088 0.8905 0.1532 0.051 Uiso 1 1 calc R U . . .
C8 C 0.7193(3) 0.8498(2) 0.02913(15) 0.0472(6) Uani 1 1 d . . . . .
H8 H 0.8316 0.8553 0.0086 0.057 Uiso 1 1 calc R U . . .
C9 C 0.6257(3) 0.82024(19) -0.02622(13) 0.0376(5) Uani 1 1 d . . . . .
C10 C 0.4601(3) 0.8127(2) 0.00248(14) 0.0426(5) Uani 1 1 d . . . . .
H10 H 0.3978 0.7930 -0.0357 0.051 Uiso 1 1 calc R U . . .
C11 C 0.3862(3) 0.8348(2) 0.08877(14) 0.0403(5) Uani 1 1 d . . . . .
H11 H 0.2735 0.8297 0.1086 0.048 Uiso 1 1 calc R U . . .
C12 C 0.0829(3) 0.67423(18) 0.29315(13) 0.0337(5) Uani 1 1 d . . . . .
C13 C 0.0818(3) 0.6139(2) 0.22045(15) 0.0492(6) Uani 1 1 d . . . . .
H13 H 0.1793 0.5971 0.1782 0.059 Uiso 1 1 calc R U . . .
C14 C -0.0645(4) 0.5783(2) 0.21032(18) 0.0622(7) Uani 1 1 d . . . . .
H14 H -0.0644 0.5383 0.1611 0.075 Uiso 1 1 calc R U . . .
C15 C -0.2087(3) 0.6019(2) 0.2725(2) 0.0618(7) Uani 1 1 d . . . . .
H15 H -0.3060 0.5777 0.2655 0.074 Uiso 1 1 calc R U . . .
C16 C -0.2090(3) 0.6608(2) 0.34449(19) 0.0573(7) Uani 1 1 d . . . . .
H16 H -0.3067 0.6769 0.3867 0.069 Uiso 1 1 calc R U . . .
C17 C -0.0644(3) 0.6967(2) 0.35486(16) 0.0465(6) Uani 1 1 d . . . . .
H17 H -0.0660 0.7367 0.4043 0.056 Uiso 1 1 calc R U . . .
C18 C 0.3253(3) 0.5838(2) 0.45074(15) 0.0437(5) Uani 1 1 d . . . . .
H18 H 0.3285 0.5847 0.5107 0.052 Uiso 1 1 calc R U . . .
C19 C 0.1314(2) 1.04893(18) 0.37248(12) 0.0311(4) Uani 1 1 d . . . . .
C20 C 0.2378(3) 1.1006(2) 0.40852(14) 0.0405(5) Uani 1 1 d . . . . .
H20 H 0.3298 1.0468 0.4310 0.049 Uiso 1 1 calc R U . . .
C21 C 0.2087(3) 1.2318(2) 0.41153(15) 0.0461(6) Uani 1 1 d . . . . .
H21 H 0.2796 1.2662 0.4365 0.055 Uiso 1 1 calc R U . . .
C22 C 0.0734(3) 1.3108(2) 0.37710(14) 0.0454(6) Uani 1 1 d . . . . .
H22 H 0.0557 1.3992 0.3769 0.054 Uiso 1 1 calc R U . . .
C23 C -0.0359(3) 1.26037(19) 0.34289(14) 0.0402(5) Uani 1 1 d . . . . .
H23 H -0.1271 1.3150 0.3203 0.048 Uiso 1 1 calc R U . . .
C24 C -0.0114(2) 1.12881(18) 0.34182(12) 0.0328(5) Uani 1 1 d . . . . .
C25 C -0.3290(3) 1.1838(2) 0.28497(16) 0.0489(6) Uani 1 1 d . . . . .
H25A H -0.4241 1.1464 0.2829 0.059 Uiso 1 1 calc R U . . .
H25B H -0.3610 1.2330 0.3354 0.059 Uiso 1 1 calc R U . . .
C26 C -0.3046(3) 1.2770(2) 0.20109(15) 0.0411(5) Uani 1 1 d . . . . .
C27 C -0.4271(3) 1.3891(2) 0.19247(17) 0.0535(6) Uani 1 1 d . . . . .
H27 H -0.5188 1.4057 0.2381 0.064 Uiso 1 1 calc R U . . .
C28 C -0.4130(4) 1.4761(2) 0.11640(19) 0.0654(8) Uani 1 1 d . . . . .
H28 H -0.4963 1.5504 0.1112 0.079 Uiso 1 1 calc R U . . .
C29 C -0.2794(4) 1.4550(2) 0.04893(18) 0.0617(7) Uani 1 1 d . . . . .
H29 H -0.2716 1.5142 -0.0020 0.074 Uiso 1 1 calc R U . . .
C30 C -0.1567(3) 1.3458(3) 0.05674(17) 0.0594(7) Uani 1 1 d . . . . .
H30 H -0.0640 1.3313 0.0114 0.071 Uiso 1 1 calc R U . . .
C31 C -0.1704(3) 1.2567(2) 0.13249(16) 0.0512(6) Uani 1 1 d . . . . .
H31 H -0.0873 1.1821 0.1368 0.061 Uiso 1 1 calc R U . . .
N1 N 0.1658(2) 0.91450(15) 0.36545(10) 0.0312(4) Uani 1 1 d . . . . .
O1 O 0.48681(18) 0.92211(14) 0.28625(10) 0.0447(4) Uani 1 1 d . . . . .
O2 O 0.3733(2) 0.48032(15) 0.42074(12) 0.0620(5) Uani 1 1 d . . . . .
S1 S -0.15425(7) 1.05347(5) 0.30772(4) 0.04436(15) Uani 1 1 d . . . . .


_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 C9 1.896(2) . ?
C1 N1 1.474(2) . ?
C1 C5 1.534(3) . ?
C1 C2 1.562(3) . ?
C1 H1 0.9800 . ?
C2 C12 1.517(3) . ?
C2 C3 1.521(3) . ?
C2 H2 0.9800 . ?
C3 C4 1.344(3) . ?
C3 C18 1.419(3) . ?
C4 N1 1.366(2) . ?
C4 H4 0.9300 . ?
C5 O1 1.210(2) . ?
C5 C6 1.493(3) . ?
C6 C11 1.387(3) . ?
C6 C7 1.386(3) . ?
C7 C8 1.379(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(3) . ?
C10 C11 1.381(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C17 1.385(3) . ?
C12 C13 1.385(3) . ?
C13 C14 1.392(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.364(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 O2 1.226(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(3) . ?
C19 C24 1.402(3) . ?
C19 N1 1.428(2) . ?
C20 C21 1.386(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.377(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.387(3) . ?
C23 H23 0.9300 . ?
C24 S1 1.776(2) . ?
C25 C26 1.513(3) . ?
C25 S1 1.808(2) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C31 1.374(3) . ?
C26 C27 1.389(3) . ?
C27 C28 1.380(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.360(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.368(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.390(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C5 110.37(15) . . ?
N1 C1 C2 102.82(14) . . ?
C5 C1 C2 108.94(15) . . ?
N1 C1 H1 111.5 . . ?
C5 C1 H1 111.5 . . ?
C2 C1 H1 111.5 . . ?
C12 C2 C3 113.40(16) . . ?
C12 C2 C1 112.73(15) . . ?
C3 C2 C1 100.14(14) . . ?
C12 C2 H2 110.1 . . ?
C3 C2 H2 110.1 . . ?
C1 C2 H2 110.1 . . ?
C4 C3 C18 126.56(19) . . ?
C4 C3 C2 108.85(16) . . ?
C18 C3 C2 124.55(18) . . ?
C3 C4 N1 112.82(17) . . ?
C3 C4 H4 123.6 . . ?
N1 C4 H4 123.6 . . ?
O1 C5 C6 121.13(18) . . ?
O1 C5 C1 120.70(17) . . ?
C6 C5 C1 118.06(17) . . ?
C11 C6 C7 118.57(19) . . ?
C11 C6 C5 123.50(18) . . ?
C7 C6 C5 117.93(18) . . ?
C8 C7 C6 120.6(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C9 C8 C7 119.5(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 121.16(19) . . ?
C10 C9 Br1 119.18(16) . . ?
C8 C9 Br1 119.66(16) . . ?
C9 C10 C11 119.2(2) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C6 120.92(19) . . ?
C10 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
C17 C12 C13 118.0(2) . . ?
C17 C12 C2 120.98(18) . . ?
C13 C12 C2 120.97(19) . . ?
C12 C13 C14 120.3(2) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 121.3(2) . . ?
C16 C17 H17 119.3 . . ?
C12 C17 H17 119.3 . . ?
O2 C18 C3 124.6(2) . . ?
O2 C18 H18 117.7 . . ?
C3 C18 H18 117.7 . . ?
C20 C19 C24 120.03(18) . . ?
C20 C19 N1 120.63(18) . . ?
C24 C19 N1 119.34(17) . . ?
C19 C20 C21 120.6(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 120.8(2) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C24 120.6(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 118.58(19) . . ?
C23 C24 S1 124.03(16) . . ?
C19 C24 S1 117.35(14) . . ?
C26 C25 S1 118.56(16) . . ?
C26 C25 H25A 107.7 . . ?
S1 C25 H25A 107.7 . . ?
C26 C25 H25B 107.7 . . ?
S1 C25 H25B 107.7 . . ?
H25A C25 H25B 107.1 . . ?
C31 C26 C27 118.1(2) . . ?
C31 C26 C25 124.1(2) . . ?
C27 C26 C25 117.9(2) . . ?
C28 C27 C26 120.2(2) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C29 C28 C27 121.2(2) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 119.4(2) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C31 120.0(3) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 C30 121.1(2) . . ?
C26 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C4 N1 C19 125.67(16) . . ?
C4 N1 C1 107.55(15) . . ?
C19 N1 C1 121.45(15) . . ?
C24 S1 C25 104.17(10) . . ?

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
N1 C1 C2 C12 94.69(18) . . . . ?
C5 C1 C2 C12 -148.22(16) . . . . ?
N1 C1 C2 C3 -26.13(18) . . . . ?
C5 C1 C2 C3 90.96(17) . . . . ?
C12 C2 C3 C4 -101.81(19) . . . . ?
C1 C2 C3 C4 18.5(2) . . . . ?
C12 C2 C3 C18 75.9(2) . . . . ?
C1 C2 C3 C18 -163.76(19) . . . . ?
C18 C3 C4 N1 179.47(19) . . . . ?
C2 C3 C4 N1 -2.9(2) . . . . ?
N1 C1 C5 O1 13.3(2) . . . . ?
C2 C1 C5 O1 -98.9(2) . . . . ?
N1 C1 C5 C6 -170.56(15) . . . . ?
C2 C1 C5 C6 77.26(19) . . . . ?
O1 C5 C6 C11 -175.85(19) . . . . ?
C1 C5 C6 C11 8.0(3) . . . . ?
O1 C5 C6 C7 4.2(3) . . . . ?
C1 C5 C6 C7 -171.92(17) . . . . ?
C11 C6 C7 C8 0.5(3) . . . . ?
C5 C6 C7 C8 -179.64(19) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C7 C8 C9 Br1 -179.92(17) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
Br1 C9 C10 C11 -179.81(16) . . . . ?
C9 C10 C11 C6 0.1(3) . . . . ?
C7 C6 C11 C10 -0.2(3) . . . . ?
C5 C6 C11 C10 179.92(19) . . . . ?
C3 C2 C12 C17 37.0(2) . . . . ?
C1 C2 C12 C17 -75.9(2) . . . . ?
C3 C2 C12 C13 -144.17(19) . . . . ?
C1 C2 C12 C13 102.9(2) . . . . ?
C17 C12 C13 C14 0.5(3) . . . . ?
C2 C12 C13 C14 -178.39(19) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C15 C16 C17 C12 0.1(4) . . . . ?
C13 C12 C17 C16 -0.3(3) . . . . ?
C2 C12 C17 C16 178.5(2) . . . . ?
C4 C3 C18 O2 -178.1(2) . . . . ?
C2 C3 C18 O2 4.6(3) . . . . ?
C24 C19 C20 C21 -2.6(3) . . . . ?
N1 C19 C20 C21 177.01(18) . . . . ?
C19 C20 C21 C22 -0.8(3) . . . . ?
C20 C21 C22 C23 2.4(3) . . . . ?
C21 C22 C23 C24 -0.5(3) . . . . ?
C22 C23 C24 C19 -2.9(3) . . . . ?
C22 C23 C24 S1 174.64(16) . . . . ?
C20 C19 C24 C23 4.4(3) . . . . ?
N1 C19 C24 C23 -175.18(17) . . . . ?
C20 C19 C24 S1 -173.31(15) . . . . ?
N1 C19 C24 S1 7.1(2) . . . . ?
S1 C25 C26 C31 12.6(3) . . . . ?
S1 C25 C26 C27 -168.39(17) . . . . ?
C31 C26 C27 C28 0.5(3) . . . . ?
C25 C26 C27 C28 -178.5(2) . . . . ?
C26 C27 C28 C29 -0.6(4) . . . . ?
C27 C28 C29 C30 -0.2(4) . . . . ?
C28 C29 C30 C31 1.0(4) . . . . ?
C27 C26 C31 C30 0.3(3) . . . . ?
C25 C26 C31 C30 179.3(2) . . . . ?
C29 C30 C31 C26 -1.1(4) . . . . ?
C3 C4 N1 C19 -169.89(18) . . . . ?
C3 C4 N1 C1 -15.7(2) . . . . ?
C20 C19 N1 C4 43.7(3) . . . . ?
C24 C19 N1 C4 -136.7(2) . . . . ?
C20 C19 N1 C1 -107.2(2) . . . . ?
C24 C19 N1 C1 72.4(2) . . . . ?
C5 C1 N1 C4 -89.69(18) . . . . ?
C2 C1 N1 C4 26.38(19) . . . . ?
C5 C1 N1 C19 65.9(2) . . . . ?
C2 C1 N1 C19 -178.08(16) . . . . ?
C23 C24 S1 C25 -3.5(2) . . . . ?
C19 C24 S1 C25 174.04(15) . . . . ?
C26 C25 S1 C24 73.83(19) . . . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.040


# start Validation Reply Form
_vrf_PLAT919_88                  
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check 
RESPONSE: This alert is due to some of low-order reflections might have 
been 'Omitted'from the final least-squares refinement.  
;
# end Validation Reply Form
####################################################################### 
# 
# 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_47
_audit_block_doi                 10.5517/ccdc.csd.cc2h13m9
_database_code_depnum_ccdc_archive 'CCDC 2294980'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2023-jx61g 2023
loop_
_audit_author_name
_audit_author_address
'V. Ramkumar '
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2023-09-14 deposited with the CCDC.	2024-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H27 N O2 S'
_chemical_formula_weight         525.63

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   8.8836(16)
_cell_length_b                   11.1569(18)
_cell_length_c                   27.770(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2752.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9002
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      23.93

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.151
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_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            15955
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.467
_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             4847
_reflns_number_gt                4219
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0510P)²+0.4363P] 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_abs_structure_details 
; 
 Flack x determined using 1583 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.02(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4847
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_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
C1 C 0.7503(3) 0.1963(2) 0.81567(9) 0.0331(6) Uani 1 1 d . . . . .
H1 H 0.6462 0.2145 0.8247 0.040 Uiso 1 1 calc R U . . .
C2 C 0.8264(4) 0.1129(2) 0.85481(10) 0.0399(7) Uani 1 1 d . . . . .
H2 H 0.9228 0.1486 0.8643 0.048 Uiso 1 1 calc R U . . .
C3 C 0.8573(3) 0.0011(3) 0.82600(10) 0.0389(6) Uani 1 1 d . . . . .
C4 C 0.8114(3) 0.0160(2) 0.78009(10) 0.0382(6) Uani 1 1 d . . . . .
H4 H 0.8190 -0.0437 0.7568 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8414(3) 0.3113(2) 0.81112(10) 0.0345(6) Uani 1 1 d . . . . .
C6 C 0.8269(3) 0.4030(2) 0.84951(10) 0.0346(6) Uani 1 1 d . . . . .
C7 C 0.9285(3) 0.5006(3) 0.84951(10) 0.0430(7) Uani 1 1 d . . . . .
H7 H 1.0022 0.5051 0.8258 0.052 Uiso 1 1 calc R U . . .
C8 C 0.9205(4) 0.5879(3) 0.88360(11) 0.0491(8) Uani 1 1 d . . . . .
H8 H 0.9878 0.6517 0.8826 0.059 Uiso 1 1 calc R U . . .
C9 C 0.8113(4) 0.5830(3) 0.92057(11) 0.0466(8) Uani 1 1 d . . . . .
C10 C 0.7975(5) 0.6726(3) 0.95645(13) 0.0665(11) Uani 1 1 d . . . . .
H10 H 0.8603 0.7392 0.9554 0.080 Uiso 1 1 calc R U . . .
C11 C 0.6951(6) 0.6631(4) 0.99208(16) 0.0827(14) Uani 1 1 d . . . . .
H11 H 0.6881 0.7231 1.0152 0.099 Uiso 1 1 calc R U . . .
C12 C 0.5996(5) 0.5642(4) 0.99458(14) 0.0809(13) Uani 1 1 d . . . . .
H12 H 0.5316 0.5574 1.0199 0.097 Uiso 1 1 calc R U . . .
C13 C 0.6054(5) 0.4768(3) 0.95990(12) 0.0650(10) Uani 1 1 d . . . . .
H13 H 0.5396 0.4121 0.9613 0.078 Uiso 1 1 calc R U . . .
C14 C 0.7111(4) 0.4850(3) 0.92220(10) 0.0445(7) Uani 1 1 d . . . . .
C15 C 0.7211(3) 0.3969(2) 0.88551(10) 0.0395(7) Uani 1 1 d . . . . .
H15 H 0.6540 0.3330 0.8858 0.047 Uiso 1 1 calc R U . . .
C16 C 0.7334(5) 0.0925(3) 0.89953(10) 0.0540(9) Uani 1 1 d . . . . .
C17 C 0.7801(7) 0.1415(4) 0.94250(13) 0.0975(17) Uani 1 1 d . . . . .
H17 H 0.8691 0.1852 0.9442 0.117 Uiso 1 1 calc R U . . .
C18 C 0.6907(13) 0.1244(7) 0.98380(18) 0.161(4) Uani 1 1 d . . . . .
H18 H 0.7181 0.1603 1.0127 0.193 Uiso 1 1 calc R U . . .
C19 C 0.5632(12) 0.0547(8) 0.9816(2) 0.157(4) Uani 1 1 d . . . . .
H19 H 0.5087 0.0381 1.0095 0.189 Uiso 1 1 calc R U . . .
C20 C 0.5181(8) 0.0111(6) 0.9391(2) 0.131(2) Uani 1 1 d . . . . .
H20 H 0.4283 -0.0316 0.9373 0.157 Uiso 1 1 calc R U . . .
C21 C 0.6021(5) 0.0281(4) 0.89811(14) 0.0822(13) Uani 1 1 d . . . . .
H21 H 0.5694 -0.0044 0.8691 0.099 Uiso 1 1 calc R U . . .
C22 C 0.9306(4) -0.1035(3) 0.84342(12) 0.0474(7) Uani 1 1 d . . . . .
H22 H 0.9357 -0.1684 0.8225 0.057 Uiso 1 1 calc R U . . .
C23 C 0.6698(3) 0.1556(2) 0.72864(9) 0.0365(7) Uani 1 1 d . . . . .
C24 C 0.5239(3) 0.1134(3) 0.72138(10) 0.0412(7) Uani 1 1 d . . . . .
C25 C 0.4488(4) 0.1474(3) 0.67975(12) 0.0549(9) Uani 1 1 d . . . . .
H25 H 0.3509 0.1207 0.6747 0.066 Uiso 1 1 calc R U . . .
C26 C 0.5159(5) 0.2196(3) 0.64583(12) 0.0629(10) Uani 1 1 d . . . . .
H26 H 0.4633 0.2419 0.6183 0.075 Uiso 1 1 calc R U . . .
C27 C 0.6604(5) 0.2585(3) 0.65275(12) 0.0640(10) Uani 1 1 d . . . . .
H27 H 0.7066 0.3063 0.6297 0.077 Uiso 1 1 calc R U . . .
C28 C 0.7378(4) 0.2267(3) 0.69399(11) 0.0535(9) Uani 1 1 d . . . . .
H28 H 0.8361 0.2532 0.6985 0.064 Uiso 1 1 calc R U . . .
C29 C 0.2619(4) 0.0693(4) 0.77567(13) 0.0619(10) Uani 1 1 d . . . . .
H29A H 0.2205 0.1060 0.7469 0.074 Uiso 1 1 calc R U . . .
H29B H 0.1948 0.0051 0.7853 0.074 Uiso 1 1 calc R U . . .
C30 C 0.2682(4) 0.1606(3) 0.81487(12) 0.0469(8) Uani 1 1 d . . . . .
C31 C 0.3169(5) 0.2759(3) 0.80571(13) 0.0587(10) Uani 1 1 d . . . . .
H31 H 0.3478 0.2964 0.7748 0.070 Uiso 1 1 calc R U . . .
C32 C 0.3206(5) 0.3605(3) 0.84131(14) 0.0672(10) Uani 1 1 d . . . . .
H32 H 0.3537 0.4377 0.8345 0.081 Uiso 1 1 calc R U . . .
C33 C 0.2756(5) 0.3317(3) 0.88695(14) 0.0663(10) Uani 1 1 d . . . . .
H33 H 0.2764 0.3894 0.9111 0.080 Uiso 1 1 calc R U . . .
C34 C 0.2294(6) 0.2173(4) 0.89681(15) 0.0845(14) Uani 1 1 d . . . . .
H34 H 0.1998 0.1968 0.9279 0.101 Uiso 1 1 calc R U . . .
C35 C 0.2265(5) 0.1328(3) 0.86085(14) 0.0695(11) Uani 1 1 d . . . . .
H35 H 0.1957 0.0551 0.8680 0.083 Uiso 1 1 calc R U . . .
N1 N 0.7538(3) 0.1243(2) 0.77101(8) 0.0377(5) Uani 1 1 d . . . . .
O1 O 0.9873(3) -0.1169(2) 0.88298(9) 0.0621(7) Uani 1 1 d . . . . .
O2 O 0.9306(3) 0.32429(19) 0.77811(7) 0.0511(6) Uani 1 1 d . . . . .
S1 S 0.44615(10) 0.00629(8) 0.76155(3) 0.0530(2) Uani 1 1 d . . . . .


_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
C1 N1 1.478(3) . ?
C1 C5 1.522(4) . ?
C1 C2 1.582(4) . ?
C1 H1 0.9800 . ?
C2 C3 1.508(4) . ?
C2 C16 1.509(4) . ?
C2 H2 0.9800 . ?
C3 C4 1.349(4) . ?
C3 C22 1.421(4) . ?
C4 N1 1.335(4) . ?
C4 H4 0.9300 . ?
C5 O2 1.221(3) . ?
C5 C6 1.483(4) . ?
C6 C15 1.374(4) . ?
C6 C7 1.414(4) . ?
C7 C8 1.360(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.414(5) . ?
C8 H8 0.9300 . ?
C9 C14 1.411(5) . ?
C9 C10 1.417(5) . ?
C10 C11 1.348(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.393(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.371(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.409(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.419(4) . ?
C15 H15 0.9300 . ?
C16 C21 1.371(6) . ?
C16 C17 1.377(5) . ?
C17 C18 1.408(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(12) . ?
C18 H18 0.9300 . ?
C19 C20 1.338(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.375(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O1 1.218(4) . ?
C22 H22 0.9300 . ?
C23 C28 1.386(4) . ?
C23 C24 1.393(4) . ?
C23 N1 1.436(3) . ?
C24 C25 1.387(4) . ?
C24 S1 1.775(3) . ?
C25 C26 1.375(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.368(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.492(5) . ?
C29 S1 1.824(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C35 1.365(5) . ?
C30 C31 1.381(5) . ?
C31 C32 1.367(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.367(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.368(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(5) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C5 112.2(2) . . ?
N1 C1 C2 104.3(2) . . ?
C5 C1 C2 109.0(2) . . ?
N1 C1 H1 110.4 . . ?
C5 C1 H1 110.4 . . ?
C2 C1 H1 110.4 . . ?
C3 C2 C16 114.3(2) . . ?
C3 C2 C1 101.5(2) . . ?
C16 C2 C1 114.9(3) . . ?
C3 C2 H2 108.6 . . ?
C16 C2 H2 108.6 . . ?
C1 C2 H2 108.6 . . ?
C4 C3 C22 124.2(3) . . ?
C4 C3 C2 110.1(3) . . ?
C22 C3 C2 125.6(3) . . ?
N1 C4 C3 114.0(3) . . ?
N1 C4 H4 123.0 . . ?
C3 C4 H4 123.0 . . ?
O2 C5 C6 120.9(3) . . ?
O2 C5 C1 120.5(2) . . ?
C6 C5 C1 118.4(2) . . ?
C15 C6 C7 118.4(3) . . ?
C15 C6 C5 123.2(3) . . ?
C7 C6 C5 118.4(3) . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.9(3) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C14 C9 C8 119.1(3) . . ?
C14 C9 C10 118.0(3) . . ?
C8 C9 C10 122.9(3) . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.6(4) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 119.6(3) . . ?
C13 C14 C15 122.1(3) . . ?
C9 C14 C15 118.3(3) . . ?
C6 C15 C14 122.1(3) . . ?
C6 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C21 C16 C17 119.3(4) . . ?
C21 C16 C2 121.4(3) . . ?
C17 C16 C2 119.2(4) . . ?
C16 C17 C18 118.8(7) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C19 C18 C17 120.4(6) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 119.4(6) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 121.2(7) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C16 C21 C20 120.7(5) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
O1 C22 C3 126.7(3) . . ?
O1 C22 H22 116.7 . . ?
C3 C22 H22 116.7 . . ?
C28 C23 C24 119.9(3) . . ?
C28 C23 N1 118.8(3) . . ?
C24 C23 N1 121.3(3) . . ?
C25 C24 C23 118.4(3) . . ?
C25 C24 S1 121.3(3) . . ?
C23 C24 S1 119.9(2) . . ?
C26 C25 C24 121.5(3) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 119.7(3) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 120.1(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C23 120.3(3) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.8 . . ?
C30 C29 S1 112.7(2) . . ?
C30 C29 H29A 109.0 . . ?
S1 C29 H29A 109.0 . . ?
C30 C29 H29B 109.0 . . ?
S1 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C35 C30 C31 118.0(3) . . ?
C35 C30 C29 121.1(3) . . ?
C31 C30 C29 120.9(3) . . ?
C32 C31 C30 121.1(3) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C34 119.5(4) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C33 C34 C35 120.0(4) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C30 C35 C34 121.2(3) . . ?
C30 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C4 N1 C23 125.0(2) . . ?
C4 N1 C1 110.0(2) . . ?
C23 N1 C1 123.0(2) . . ?
C24 S1 C29 103.00(17) . . ?

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
N1 C1 C2 C3 -2.1(3) . . . . ?
C5 C1 C2 C3 -122.1(2) . . . . ?
N1 C1 C2 C16 -125.9(3) . . . . ?
C5 C1 C2 C16 114.1(3) . . . . ?
C16 C2 C3 C4 124.9(3) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C16 C2 C3 C22 -57.9(4) . . . . ?
C1 C2 C3 C22 177.8(3) . . . . ?
C22 C3 C4 N1 -176.0(3) . . . . ?
C2 C3 C4 N1 1.3(4) . . . . ?
N1 C1 C5 O2 -14.9(4) . . . . ?
C2 C1 C5 O2 100.1(3) . . . . ?
N1 C1 C5 C6 169.3(2) . . . . ?
C2 C1 C5 C6 -75.7(3) . . . . ?
O2 C5 C6 C15 175.2(3) . . . . ?
C1 C5 C6 C15 -9.0(4) . . . . ?
O2 C5 C6 C7 -5.8(4) . . . . ?
C1 C5 C6 C7 170.0(2) . . . . ?
C15 C6 C7 C8 -1.3(4) . . . . ?
C5 C6 C7 C8 179.7(3) . . . . ?
C6 C7 C8 C9 0.8(4) . . . . ?
C7 C8 C9 C14 0.9(4) . . . . ?
C7 C8 C9 C10 -179.2(3) . . . . ?
C14 C9 C10 C11 2.1(5) . . . . ?
C8 C9 C10 C11 -177.9(4) . . . . ?
C9 C10 C11 C12 0.1(7) . . . . ?
C10 C11 C12 C13 -2.0(7) . . . . ?
C11 C12 C13 C14 1.8(6) . . . . ?
C12 C13 C14 C9 0.5(5) . . . . ?
C12 C13 C14 C15 -179.9(4) . . . . ?
C8 C9 C14 C13 177.6(3) . . . . ?
C10 C9 C14 C13 -2.3(5) . . . . ?
C8 C9 C14 C15 -2.0(4) . . . . ?
C10 C9 C14 C15 178.0(3) . . . . ?
C7 C6 C15 C14 0.1(4) . . . . ?
C5 C6 C15 C14 179.1(3) . . . . ?
C13 C14 C15 C6 -178.1(3) . . . . ?
C9 C14 C15 C6 1.5(4) . . . . ?
C3 C2 C16 C21 -49.2(4) . . . . ?
C1 C2 C16 C21 67.6(4) . . . . ?
C3 C2 C16 C17 132.1(4) . . . . ?
C1 C2 C16 C17 -111.1(4) . . . . ?
C21 C16 C17 C18 -0.3(7) . . . . ?
C2 C16 C17 C18 178.5(5) . . . . ?
C16 C17 C18 C19 3.3(11) . . . . ?
C17 C18 C19 C20 -5.2(13) . . . . ?
C18 C19 C20 C21 4.2(12) . . . . ?
C17 C16 C21 C20 -0.8(7) . . . . ?
C2 C16 C21 C20 -179.5(4) . . . . ?
C19 C20 C21 C16 -1.2(9) . . . . ?
C4 C3 C22 O1 172.2(3) . . . . ?
C2 C3 C22 O1 -4.7(5) . . . . ?
C28 C23 C24 C25 -1.9(4) . . . . ?
N1 C23 C24 C25 179.8(3) . . . . ?
C28 C23 C24 S1 171.4(2) . . . . ?
N1 C23 C24 S1 -6.9(4) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
S1 C24 C25 C26 -172.4(3) . . . . ?
C24 C25 C26 C27 0.6(6) . . . . ?
C25 C26 C27 C28 -0.9(6) . . . . ?
C26 C27 C28 C23 -0.1(6) . . . . ?
C24 C23 C28 C27 1.6(5) . . . . ?
N1 C23 C28 C27 179.9(3) . . . . ?
S1 C29 C30 C35 -101.5(4) . . . . ?
S1 C29 C30 C31 78.3(4) . . . . ?
C35 C30 C31 C32 -1.3(6) . . . . ?
C29 C30 C31 C32 178.9(4) . . . . ?
C30 C31 C32 C33 0.0(6) . . . . ?
C31 C32 C33 C34 1.0(7) . . . . ?
C32 C33 C34 C35 -0.8(7) . . . . ?
C31 C30 C35 C34 1.5(6) . . . . ?
C29 C30 C35 C34 -178.7(4) . . . . ?
C33 C34 C35 C30 -0.5(7) . . . . ?
C3 C4 N1 C23 -166.7(3) . . . . ?
C3 C4 N1 C1 -2.8(4) . . . . ?
C28 C23 N1 C4 -106.6(3) . . . . ?
C24 C23 N1 C4 71.7(4) . . . . ?
C28 C23 N1 C1 91.5(3) . . . . ?
C24 C23 N1 C1 -90.2(3) . . . . ?
C5 C1 N1 C4 120.8(3) . . . . ?
C2 C1 N1 C4 3.0(3) . . . . ?
C5 C1 N1 C23 -74.9(3) . . . . ?
C2 C1 N1 C23 167.2(2) . . . . ?
C25 C24 S1 C29 -55.2(3) . . . . ?
C23 C24 S1 C29 131.6(2) . . . . ?
C30 C29 S1 C24 -83.4(3) . . . . ?

_refine_diff_density_max         0.272
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.059


# start Validation Reply Form
_vrf_PLAT919_47                  
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check 
RESPONSE: This ALERT is due to the number of reflections with intensities 
seriously effected by the beamstop. Few reflections are removed from 
the final refinement. 
;
# end Validation Reply Form
