#------------------------------------------------------------------------------
#$Date: 2024-12-07 18:43:15 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023328.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023328
loop_
_publ_author_name
'Madhan, S.'
'NizamMohideen, M.'
'Pavunkumar, Vinayagam'
'MohanaKrishnan, Arasambattu K.'
_publ_section_title
;
 The crystal structures determination and Hirshfeld surface analysis of
 N-(4-bromo-3-methoxyphenyl)- and
 N-{[3-bromo-1-(phenylsulfonyl)-1H-indol-2-yl]methyl}- derivatives of
 N-{[3-bromo-1-(phenylsulfonyl)-1H-indol-2-yl]methyl}benzenesulfonamide
;
_journal_coeditor_code           NU2007
_journal_issue                   11
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              1110
_journal_page_last               1117
_journal_paper_doi               10.1107/S2056989024009587
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C28 H22 Br2 N2 O5 S2'
_chemical_formula_moiety         'C28 H22 Br2 N2 O5 S2'
_chemical_formula_sum            'C28 H22 Br2 N2 O5 S2'
_chemical_formula_weight         690.41
_chemical_name_systematic
N-{[3-Bromo-1-(phenylsulfonyl)-1H-indol-2-yl]methyl}-N-(4-bromo-3-methoxyphenyl)benzenesulfonamide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 92.874(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5718(6)
_cell_length_b                   14.4498(8)
_cell_length_c                   20.0041(12)
_cell_measurement_reflns_used    90697
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      24.995
_cell_measurement_theta_min      1.405
_cell_volume                     2763.3(3)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al.,
2020)
;
_computing_publication_material
;
WinGX (Farrugia, 2012), pubCIF (Westrip, 2010) and PLATON (Spek,
2020)
;
_computing_structure_refinement
;
SHELXL2019/2 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      303(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            90697
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.665
_diffrn_reflns_theta_min         2.479
_diffrn_source                   'micro focus sealed tube'
_exptl_absorpt_coefficient_mu    3.127
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_description       Block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.744
_refine_diff_density_min         -1.411
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         5234
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0403
_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)+(0.0293P)²+5.9561P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0992
_reflns_number_gt                4173
_reflns_number_total             5234
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            nu2007.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2023328
_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.
;
_shelx_estimated_absorpt_t_min   0.464
_shelx_estimated_absorpt_t_max   0.574
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5912(4) 0.6131(2) 0.46145(17) 0.0360(8) Uani d 1 . .
C C2 0.7216(4) 0.6188(3) 0.4946(2) 0.0485(9) Uani d 1 . .
H H2 0.746482 0.669420 0.521272 0.058 Uiso calc 1 . .
C C3 0.8133(5) 0.5462(3) 0.4864(2) 0.0581(11) Uani d 1 . .
H H3 0.901819 0.548866 0.507653 0.070 Uiso calc 1 . .
C C4 0.7775(5) 0.4695(3) 0.4473(2) 0.0575(11) Uani d 1 . .
H H4 0.841931 0.421970 0.443087 0.069 Uiso calc 1 . .
C C5 0.6482(5) 0.4633(3) 0.41506(19) 0.0486(10) Uani d 1 . .
H H5 0.623774 0.411785 0.389142 0.058 Uiso calc 1 . .
C C6 0.5536(4) 0.5362(2) 0.42199(17) 0.0372(8) Uani d 1 . .
C C7 0.4158(4) 0.5529(2) 0.39470(17) 0.0397(8) Uani d 1 . .
C C8 0.3685(4) 0.6356(2) 0.41568(16) 0.0337(7) Uani d 1 . .
C C9 0.5386(4) 0.8611(2) 0.46312(18) 0.0401(8) Uani d 1 . .
C C10 0.6823(5) 0.8709(3) 0.4644(3) 0.0610(12) Uani d 1 . .
H H10 0.740032 0.827279 0.485932 0.073 Uiso calc 1 . .
C C11 0.7389(6) 0.9465(3) 0.4332(3) 0.0775(16) Uani d 1 . .
H H11 0.835512 0.953850 0.433711 0.093 Uiso calc 1 . .
C C12 0.6537(6) 1.0105(3) 0.4017(2) 0.0686(14) Uani d 1 . .
H H12 0.692625 1.061212 0.380876 0.082 Uiso calc 1 . .
C C13 0.5117(6) 1.0007(3) 0.4006(2) 0.0617(12) Uani d 1 . .
H H13 0.454818 1.044675 0.379011 0.074 Uiso calc 1 . .
C C14 0.4518(5) 0.9258(3) 0.43145(19) 0.0479(9) Uani d 1 . .
H H14 0.355072 0.919091 0.430866 0.057 Uiso calc 1 . .
C C15 0.2288(4) 0.6783(3) 0.39902(17) 0.0374(8) Uani d 1 . .
H H15A 0.168446 0.632698 0.376678 0.045 Uiso calc 1 . .
H H15B 0.186408 0.696104 0.440144 0.045 Uiso calc 1 . .
C C16 -0.0367(4) 0.7764(3) 0.31156(18) 0.0404(8) Uani d 1 . .
C C17 -0.1273(4) 0.7228(3) 0.3466(2) 0.0544(11) Uani d 1 . .
H H17 -0.117432 0.718441 0.392956 0.065 Uiso calc 1 . .
C C18 -0.2334(5) 0.6754(3) 0.3113(2) 0.0640(12) Uani d 1 . .
H H18 -0.296109 0.639804 0.334362 0.077 Uiso calc 1 . .
C C19 -0.2469(4) 0.6806(3) 0.2427(2) 0.0564(11) Uani d 1 . .
H H19 -0.317930 0.648112 0.219529 0.068 Uiso calc 1 . .
C C20 -0.1556(4) 0.7338(3) 0.2082(2) 0.0557(11) Uani d 1 . .
H H20 -0.165121 0.737115 0.161734 0.067 Uiso calc 1 . .
C C21 -0.0501(4) 0.7820(3) 0.2420(2) 0.0508(10) Uani d 1 . .
H H21 0.011626 0.818004 0.218646 0.061 Uiso calc 1 . .
C C22 0.2982(4) 0.7476(2) 0.29018(16) 0.0347(8) Uani d 1 . .
C C23 0.2612(4) 0.6733(3) 0.24960(19) 0.0453(9) Uani d 1 . .
H H23 0.195602 0.630544 0.263040 0.054 Uiso calc 1 . .
C C24 0.3227(4) 0.6627(3) 0.18851(18) 0.0482(10) Uani d 1 . .
H H24 0.300825 0.611588 0.161749 0.058 Uiso calc 1 . .
C C25 0.4159(4) 0.7279(3) 0.16766(17) 0.0395(8) Uani d 1 . .
C C26 0.4523(4) 0.8037(3) 0.20774(18) 0.0405(8) Uani d 1 . .
C C27 0.3937(4) 0.8122(3) 0.26980(18) 0.0386(8) Uani d 1 . .
H H27 0.418840 0.861639 0.297649 0.046 Uiso calc 1 . .
C C28 0.5954(7) 0.9366(4) 0.2262(3) 0.090(2) Uani d 1 . .
H H28A 0.519832 0.977821 0.235067 0.135 Uiso calc 1 . .
H H28B 0.667708 0.970260 0.205184 0.135 Uiso calc 1 . .
H H28C 0.632434 0.910622 0.267595 0.135 Uiso calc 1 . .
N N1 0.4763(3) 0.67482(19) 0.45867(14) 0.0344(6) Uani d 1 . .
N N2 0.2386(3) 0.7612(2) 0.35510(14) 0.0356(6) Uani d 1 . .
O O1 0.5542(3) 0.75110(19) 0.56538(13) 0.0516(7) Uani d 1 . .
O O2 0.3206(3) 0.78625(18) 0.51436(13) 0.0488(7) Uani d 1 . .
O O3 0.1411(3) 0.91308(19) 0.31900(14) 0.0516(7) Uani d 1 . .
O O4 0.0678(3) 0.8422(2) 0.42399(13) 0.0552(7) Uani d 1 . .
O O5 0.5454(3) 0.8642(2) 0.18304(14) 0.0589(8) Uani d 1 . .
S S1 0.46528(10) 0.76919(6) 0.50760(4) 0.0375(2) Uani d 1 . .
S S2 0.10295(10) 0.83326(7) 0.35581(5) 0.0412(2) Uani d 1 . .
Br Br1 0.50238(5) 0.71099(4) 0.08522(2) 0.05801(14) Uani d 1 . .
Br Br2 0.31588(6) 0.46768(3) 0.34009(2) 0.06813(17) Uani d 1 . .
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'
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
C2 C1 C6 . . 121.1(3) ?
C2 C1 N1 . . 131.4(3) ?
C6 C1 N1 . . 107.5(3) ?
C3 C2 C1 . . 117.4(4) ?
C3 C2 H2 . . 121.3 ?
C1 C2 H2 . . 121.3 ?
C2 C3 C4 . . 122.2(4) ?
C2 C3 H3 . . 118.9 ?
C4 C3 H3 . . 118.9 ?
C5 C4 C3 . . 120.6(4) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 118.5(4) ?
C4 C5 H5 . . 120.8 ?
C6 C5 H5 . . 120.8 ?
C1 C6 C5 . . 120.3(4) ?
C1 C6 C7 . . 106.8(3) ?
C5 C6 C7 . . 132.9(4) ?
C8 C7 C6 . . 110.5(3) ?
C8 C7 Br2 . . 126.3(3) ?
C6 C7 Br2 . . 123.2(3) ?
C7 C8 N1 . . 107.1(3) ?
C7 C8 C15 . . 127.2(3) ?
N1 C8 C15 . . 125.6(3) ?
C10 C9 C14 . . 120.9(4) ?
C10 C9 S1 . . 119.3(3) ?
C14 C9 S1 . . 119.6(3) ?
C9 C10 C11 . . 119.1(4) ?
C9 C10 H10 . . 120.5 ?
C11 C10 H10 . . 120.5 ?
C12 C11 C10 . . 120.3(5) ?
C12 C11 H11 . . 119.9 ?
C10 C11 H11 . . 119.9 ?
C13 C12 C11 . . 120.5(4) ?
C13 C12 H12 . . 119.8 ?
C11 C12 H12 . . 119.8 ?
C12 C13 C14 . . 120.6(4) ?
C12 C13 H13 . . 119.7 ?
C14 C13 H13 . . 119.7 ?
C9 C14 C13 . . 118.6(4) ?
C9 C14 H14 . . 120.7 ?
C13 C14 H14 . . 120.7 ?
N2 C15 C8 . . 112.3(3) ?
N2 C15 H15A . . 109.1 ?
C8 C15 H15A . . 109.1 ?
N2 C15 H15B . . 109.1 ?
C8 C15 H15B . . 109.1 ?
H15A C15 H15B . . 107.9 ?
C17 C16 C21 . . 120.7(4) ?
C17 C16 S2 . . 119.0(3) ?
C21 C16 S2 . . 120.1(3) ?
C16 C17 C18 . . 118.8(4) ?
C16 C17 H17 . . 120.6 ?
C18 C17 H17 . . 120.6 ?
C19 C18 C17 . . 120.7(4) ?
C19 C18 H18 . . 119.7 ?
C17 C18 H18 . . 119.7 ?
C18 C19 C20 . . 120.1(4) ?
C18 C19 H19 . . 120.0 ?
C20 C19 H19 . . 120.0 ?
C19 C20 C21 . . 120.4(4) ?
C19 C20 H20 . . 119.8 ?
C21 C20 H20 . . 119.8 ?
C20 C21 C16 . . 119.3(4) ?
C20 C21 H21 . . 120.3 ?
C16 C21 H21 . . 120.3 ?
C23 C22 C27 . . 120.4(3) ?
C23 C22 N2 . . 121.9(3) ?
C27 C22 N2 . . 117.7(3) ?
C22 C23 C24 . . 119.6(4) ?
C22 C23 H23 . . 120.2 ?
C24 C23 H23 . . 120.2 ?
C25 C24 C23 . . 120.0(4) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.8(3) ?
C24 C25 Br1 . . 119.5(3) ?
C26 C25 Br1 . . 119.6(3) ?
O5 C26 C25 . . 116.5(3) ?
O5 C26 C27 . . 124.6(3) ?
C25 C26 C27 . . 118.8(3) ?
C22 C27 C26 . . 120.3(3) ?
C22 C27 H27 . . 119.8 ?
C26 C27 H27 . . 119.8 ?
O5 C28 H28A . . 109.5 ?
O5 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
O5 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C1 N1 C8 . . 108.1(3) ?
C1 N1 S1 . . 124.0(2) ?
C8 N1 S1 . . 127.4(2) ?
C22 N2 C15 . . 117.1(3) ?
C22 N2 S2 . . 115.6(2) ?
C15 N2 S2 . . 115.1(2) ?
C26 O5 C28 . . 117.3(3) ?
O2 S1 O1 . . 120.03(17) ?
O2 S1 N1 . . 106.60(15) ?
O1 S1 N1 . . 105.69(15) ?
O2 S1 C9 . . 109.41(18) ?
O1 S1 C9 . . 108.10(18) ?
N1 S1 C9 . . 106.14(15) ?
O3 S2 O4 . . 119.92(18) ?
O3 S2 N2 . . 106.35(16) ?
O4 S2 N2 . . 106.66(15) ?
O3 S2 C16 . . 108.91(17) ?
O4 S2 C16 . . 108.18(18) ?
N2 S2 C16 . . 105.98(16) ?
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
C1 C2 . 1.386(5) ?
C1 C6 . 1.399(5) ?
C1 N1 . 1.415(4) ?
C2 C3 . 1.382(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.388(6) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.370(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.400(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.423(5) ?
C7 C8 . 1.352(5) ?
C7 Br2 . 1.876(4) ?
C8 N1 . 1.427(4) ?
C8 C15 . 1.495(5) ?
C9 C10 . 1.381(6) ?
C9 C14 . 1.384(5) ?
C9 S1 . 1.764(4) ?
C10 C11 . 1.382(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.367(7) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.365(7) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.384(6) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 N2 . 1.491(4) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.380(5) ?
C16 C21 . 1.393(5) ?
C16 S2 . 1.768(4) ?
C17 C18 . 1.388(6) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.375(6) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.375(6) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.377(6) ?
C20 H20 . 0.9300 ?
C21 H21 . 0.9300 ?
C22 C23 . 1.381(5) ?
C22 C27 . 1.383(5) ?
C22 N2 . 1.457(4) ?
C23 C24 . 1.391(5) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.377(5) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.391(5) ?
C25 Br1 . 1.898(3) ?
C26 O5 . 1.358(4) ?
C26 C27 . 1.394(5) ?
C27 H27 . 0.9300 ?
C28 O5 . 1.425(6) ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
N1 S1 . 1.685(3) ?
N2 S2 . 1.665(3) ?
O1 S1 . 1.425(3) ?
O2 S1 . 1.420(3) ?
O3 S2 . 1.426(3) ?
O4 S2 . 1.427(3) ?
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
C2 H2 O1 . 0.93 2.39 2.908(5) 115 yes
C11 H11 O4 1_655 0.93 2.76 3.503(6) 137 yes
C15 H15B O2 . 0.97 2.31 2.886(4) 117 yes
C18 H18 <i>Cg</i>(N1/C1/C6--C8) 1_455 0.93 2.99 3.861(8) 156 yes
C18 H18 <i>Cg</i>(C1--C6) 1_455 0.93 2.81 3.5790(10) 141 yes
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
C6 C1 C2 C3 . . . . 0.8(6) ?
N1 C1 C2 C3 . . . . -179.1(4) ?
C1 C2 C3 C4 . . . . -0.8(6) ?
C2 C3 C4 C5 . . . . 0.2(7) ?
C3 C4 C5 C6 . . . . 0.4(6) ?
C2 C1 C6 C5 . . . . -0.2(5) ?
N1 C1 C6 C5 . . . . 179.7(3) ?
C2 C1 C6 C7 . . . . -179.1(3) ?
N1 C1 C6 C7 . . . . 0.8(4) ?
C4 C5 C6 C1 . . . . -0.4(5) ?
C4 C5 C6 C7 . . . . 178.1(4) ?
C1 C6 C7 C8 . . . . -0.1(4) ?
C5 C6 C7 C8 . . . . -178.7(4) ?
C1 C6 C7 Br2 . . . . -177.9(2) ?
C5 C6 C7 Br2 . . . . 3.4(6) ?
C6 C7 C8 N1 . . . . -0.7(4) ?
Br2 C7 C8 N1 . . . . 177.1(2) ?
C6 C7 C8 C15 . . . . -179.3(3) ?
Br2 C7 C8 C15 . . . . -1.5(5) ?
C14 C9 C10 C11 . . . . -0.3(7) ?
S1 C9 C10 C11 . . . . -175.7(4) ?
C9 C10 C11 C12 . . . . 0.1(8) ?
C10 C11 C12 C13 . . . . 0.0(8) ?
C11 C12 C13 C14 . . . . 0.1(7) ?
C10 C9 C14 C13 . . . . 0.3(6) ?
S1 C9 C14 C13 . . . . 175.7(3) ?
C12 C13 C14 C9 . . . . -0.2(6) ?
C7 C8 C15 N2 . . . . -111.1(4) ?
N1 C8 C15 N2 . . . . 70.5(4) ?
C21 C16 C17 C18 . . . . -0.9(6) ?
S2 C16 C17 C18 . . . . -177.5(3) ?
C16 C17 C18 C19 . . . . 1.0(7) ?
C17 C18 C19 C20 . . . . -0.6(7) ?
C18 C19 C20 C21 . . . . 0.1(7) ?
C19 C20 C21 C16 . . . . 0.1(7) ?
C17 C16 C21 C20 . . . . 0.4(6) ?
S2 C16 C21 C20 . . . . 177.0(3) ?
C27 C22 C23 C24 . . . . 1.3(6) ?
N2 C22 C23 C24 . . . . -179.0(3) ?
C22 C23 C24 C25 . . . . -2.4(6) ?
C23 C24 C25 C26 . . . . 1.5(6) ?
C23 C24 C25 Br1 . . . . 178.5(3) ?
C24 C25 C26 O5 . . . . 179.8(4) ?
Br1 C25 C26 O5 . . . . 2.8(5) ?
C24 C25 C26 C27 . . . . 0.5(6) ?
Br1 C25 C26 C27 . . . . -176.4(3) ?
C23 C22 C27 C26 . . . . 0.8(5) ?
N2 C22 C27 C26 . . . . -178.9(3) ?
O5 C26 C27 C22 . . . . 179.1(3) ?
C25 C26 C27 C22 . . . . -1.7(5) ?
C2 C1 N1 C8 . . . . 178.6(4) ?
C6 C1 N1 C8 . . . . -1.2(4) ?
C2 C1 N1 S1 . . . . -9.6(5) ?
C6 C1 N1 S1 . . . . 170.5(2) ?
C7 C8 N1 C1 . . . . 1.2(4) ?
C15 C8 N1 C1 . . . . 179.8(3) ?
C7 C8 N1 S1 . . . . -170.2(3) ?
C15 C8 N1 S1 . . . . 8.4(5) ?
C23 C22 N2 C15 . . . . 44.3(5) ?
C27 C22 N2 C15 . . . . -136.0(3) ?
C23 C22 N2 S2 . . . . -96.5(4) ?
C27 C22 N2 S2 . . . . 83.3(3) ?
C8 C15 N2 C22 . . . . 59.7(4) ?
C8 C15 N2 S2 . . . . -159.4(2) ?
C25 C26 O5 C28 . . . . -173.4(4) ?
C27 C26 O5 C28 . . . . 5.8(6) ?
C1 N1 S1 O2 . . . . -152.6(3) ?
C8 N1 S1 O2 . . . . 17.5(3) ?
C1 N1 S1 O1 . . . . -23.9(3) ?
C8 N1 S1 O1 . . . . 146.3(3) ?
C1 N1 S1 C9 . . . . 90.8(3) ?
C8 N1 S1 C9 . . . . -99.1(3) ?
C10 C9 S1 O2 . . . . 164.5(3) ?
C14 C9 S1 O2 . . . . -11.0(3) ?
C10 C9 S1 O1 . . . . 32.2(4) ?
C14 C9 S1 O1 . . . . -143.3(3) ?
C10 C9 S1 N1 . . . . -80.8(4) ?
C14 C9 S1 N1 . . . . 103.7(3) ?
C22 N2 S2 O3 . . . . -46.6(3) ?
C15 N2 S2 O3 . . . . 171.8(2) ?
C22 N2 S2 O4 . . . . -175.7(3) ?
C15 N2 S2 O4 . . . . 42.8(3) ?
C22 N2 S2 C16 . . . . 69.2(3) ?
C15 N2 S2 C16 . . . . -72.3(3) ?
C17 C16 S2 O3 . . . . -153.9(3) ?
C21 C16 S2 O3 . . . . 29.4(4) ?
C17 C16 S2 O4 . . . . -22.0(4) ?
C21 C16 S2 O4 . . . . 161.3(3) ?
C17 C16 S2 N2 . . . . 92.0(3) ?
C21 C16 S2 N2 . . . . -84.6(3) ?
