#------------------------------------------------------------------------------
#$Date: 2024-12-07 19:09:48 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296771 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/32/2023278.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_2023278
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          'C36 H27 Br2 N3 O6 S3'
_chemical_formula_moiety         'C36 H27 Br2 N3 O6 S3'
_chemical_formula_sum            'C36 H27 Br2 N3 O6 S3'
_chemical_formula_weight         853.60
_chemical_name_systematic
N,N-Bis{[3-bromo-1-(phenylsulfonyl)-1H-indol-2-yl]methyl}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                 104.550(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2664(4)
_cell_length_b                   34.7886(18)
_cell_length_c                   12.5972(6)
_cell_measurement_reflns_used    73921
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.995
_cell_measurement_theta_min      1.405
_cell_volume                     3506.5(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      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_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  0.0709
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            73921
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.453
_diffrn_reflns_theta_min         2.671
_diffrn_source                   'micro focus sealed tube'
_exptl_absorpt_coefficient_mu    2.542
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4912
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_description       Block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.466
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0478
_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)+(0.0397P)²+5.0983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1199
_reflns_number_gt                5196
_reflns_number_total             6434
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            nu2007.cif
_cod_data_source_block           II
_cod_depositor_comments
'Adding full bibliography for 2023277--2023278.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2023278
_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   0.526
_shelx_estimated_absorpt_t_max   0.905
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 0.2266(5) 0.42112(11) 0.6112(3) 0.0474(10) Uani d 1 . .
C C2 0.2075(6) 0.45836(12) 0.5688(4) 0.0691(14) Uani d 1 . .
H H2 0.242319 0.465117 0.506636 0.083 Uiso calc 1 . .
C C3 0.1341(8) 0.48456(15) 0.6241(6) 0.090(2) Uani d 1 . .
H H3 0.119704 0.509708 0.598397 0.108 Uiso calc 1 . .
C C4 0.0814(7) 0.47499(17) 0.7155(6) 0.091(2) Uani d 1 . .
H H4 0.032049 0.493682 0.749854 0.109 Uiso calc 1 . .
C C5 0.1002(5) 0.43816(16) 0.7576(4) 0.0700(14) Uani d 1 . .
H H5 0.065741 0.431822 0.820239 0.084 Uiso calc 1 . .
C C6 0.1726(5) 0.41075(12) 0.7029(3) 0.0482(10) Uani d 1 . .
C C7 0.2180(5) 0.37117(11) 0.7239(3) 0.0432(9) Uani d 1 . .
C C8 0.2986(4) 0.35808(10) 0.6506(3) 0.0361(8) Uani d 1 . .
C C9 0.0542(5) 0.37495(11) 0.3929(3) 0.0431(9) Uani d 1 . .
C C10 -0.0441(6) 0.40600(13) 0.3488(3) 0.0568(11) Uani d 1 . .
H H10 0.004062 0.429860 0.343575 0.068 Uiso calc 1 . .
C C11 -0.2147(7) 0.40109(18) 0.3127(4) 0.0713(14) Uani d 1 . .
H H11 -0.282247 0.421807 0.283294 0.086 Uiso calc 1 . .
C C12 -0.2844(6) 0.36617(19) 0.3199(4) 0.0747(15) Uani d 1 . .
H H12 -0.399556 0.363131 0.295081 0.090 Uiso calc 1 . .
C C13 -0.1865(6) 0.33531(16) 0.3634(4) 0.0711(14) Uani d 1 . .
H H13 -0.235668 0.311493 0.367608 0.085 Uiso calc 1 . .
C C14 -0.0158(6) 0.33944(12) 0.4008(4) 0.0564(11) Uani d 1 . .
H H14 0.050914 0.318655 0.430778 0.068 Uiso calc 1 . .
C C15 0.3938(5) 0.32126(10) 0.6489(3) 0.0416(9) Uani d 1 . .
H H15A 0.315178 0.300654 0.621888 0.050 Uiso calc 1 . .
H H15B 0.464582 0.324063 0.598503 0.050 Uiso calc 1 . .
C C16 0.6415(5) 0.24696(10) 0.6959(3) 0.0429(9) Uani d 1 . .
C C17 0.8099(6) 0.24045(14) 0.7415(4) 0.0619(12) Uani d 1 . .
H H17 0.853833 0.242415 0.816857 0.074 Uiso calc 1 . .
C C18 0.9117(7) 0.23100(17) 0.6738(6) 0.0870(18) Uani d 1 . .
H H18 1.024933 0.226412 0.703439 0.104 Uiso calc 1 . .
C C19 0.8454(10) 0.22842(16) 0.5629(6) 0.091(2) Uani d 1 . .
H H19 0.914182 0.222430 0.517049 0.109 Uiso calc 1 . .
C C20 0.6786(10) 0.23460(17) 0.5192(4) 0.094(2) Uani d 1 . .
H H20 0.634731 0.232593 0.443842 0.113 Uiso calc 1 . .
C C21 0.5756(7) 0.24368(13) 0.5848(4) 0.0671(14) Uani d 1 . .
H H21 0.462055 0.247598 0.554608 0.081 Uiso calc 1 . .
C C22 0.6628(5) 0.33072(11) 0.7938(3) 0.0455(9) Uani d 1 . .
H H22A 0.717555 0.322827 0.868007 0.055 Uiso calc 1 . .
H H22B 0.732885 0.322749 0.746573 0.055 Uiso calc 1 . .
C C23 0.6489(4) 0.37330(11) 0.7907(3) 0.0390(8) Uani d 1 . .
C C24 0.6816(5) 0.39717(12) 0.7143(3) 0.0454(9) Uani d 1 . .
C C25 0.6421(5) 0.43593(12) 0.7368(3) 0.0462(9) Uani d 1 . .
C C26 0.6451(6) 0.47079(14) 0.6812(4) 0.0646(13) Uani d 1 . .
H H26 0.682286 0.471908 0.617395 0.078 Uiso calc 1 . .
C C27 0.5912(7) 0.50320(14) 0.7244(5) 0.0746(15) Uani d 1 . .
H H27 0.592151 0.526653 0.689090 0.090 Uiso calc 1 . .
C C28 0.5358(7) 0.50180(13) 0.8183(5) 0.0706(14) Uani d 1 . .
H H28 0.501929 0.524470 0.845424 0.085 Uiso calc 1 . .
C C29 0.5286(5) 0.46829(12) 0.8734(4) 0.0541(11) Uani d 1 . .
H H29 0.487987 0.467571 0.935870 0.065 Uiso calc 1 . .
C C30 0.5854(5) 0.43506(10) 0.8315(3) 0.0415(9) Uani d 1 . .
C C31 0.8482(5) 0.39173(12) 1.0480(3) 0.0443(9) Uani d 1 . .
C C32 0.9122(6) 0.42849(16) 1.0514(4) 0.0699(14) Uani d 1 . .
H H32 0.841943 0.449515 1.030325 0.084 Uiso calc 1 . .
C C33 1.0838(8) 0.4333(2) 1.0869(5) 0.094(2) Uani d 1 . .
H H33 1.130676 0.457639 1.088526 0.113 Uiso calc 1 . .
C C34 1.1843(7) 0.4018(3) 1.1197(5) 0.098(2) Uani d 1 . .
H H34 1.299428 0.405079 1.142745 0.117 Uiso calc 1 . .
C C35 1.1190(7) 0.3657(2) 1.1194(5) 0.0891(19) Uani d 1 . .
H H35 1.188587 0.344814 1.144262 0.107 Uiso calc 1 . .
C C36 0.9479(6) 0.36050(15) 1.0816(4) 0.0664(13) Uani d 1 . .
H H36 0.901555 0.336052 1.079059 0.080 Uiso calc 1 . .
N N1 0.3054(4) 0.38863(8) 0.5760(2) 0.0400(7) Uani d 1 . .
N N2 0.4990(4) 0.31064(8) 0.7588(2) 0.0389(7) Uani d 1 . .
N N3 0.5879(4) 0.39605(8) 0.8669(2) 0.0375(7) Uani d 1 . .
O O1 0.3214(4) 0.41488(10) 0.3958(3) 0.0727(9) Uani d 1 . .
O O2 0.3521(4) 0.34514(9) 0.4273(2) 0.0566(7) Uani d 1 . .
O O3 0.3523(4) 0.24801(9) 0.7430(3) 0.0728(10) Uani d 1 . .
O O4 0.6071(5) 0.25830(9) 0.8922(2) 0.0659(9) Uani d 1 . .
O O5 0.5475(4) 0.41314(9) 1.0495(2) 0.0549(7) Uani d 1 . .
O O6 0.5948(4) 0.34548(8) 1.0092(2) 0.0606(8) Uani d 1 . .
S S1 0.27243(13) 0.38060(3) 0.43993(8) 0.0467(2) Uani d 1 . .
S S2 0.51553(13) 0.26365(3) 0.78055(9) 0.0470(2) Uani d 1 . .
S S3 0.63083(12) 0.38513(3) 1.00122(8) 0.0416(2) Uani d 1 . .
Br Br1 0.74777(6) 0.38250(2) 0.58953(4) 0.07276(18) Uani d 1 . .
Br Br2 0.17344(7) 0.34427(2) 0.84137(4) 0.07746(19) 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
C6 C1 C2 . . 122.1(4) ?
C6 C1 N1 . . 108.6(3) ?
C2 C1 N1 . . 129.2(4) ?
C3 C2 C1 . . 116.3(6) ?
C3 C2 H2 . . 121.8 ?
C1 C2 H2 . . 121.8 ?
C4 C3 C2 . . 122.5(5) ?
C4 C3 H3 . . 118.7 ?
C2 C3 H3 . . 118.7 ?
C3 C4 C5 . . 121.3(5) ?
C3 C4 H4 . . 119.4 ?
C5 C4 H4 . . 119.4 ?
C4 C5 C6 . . 117.7(6) ?
C4 C5 H5 . . 121.1 ?
C6 C5 H5 . . 121.1 ?
C1 C6 C5 . . 120.1(4) ?
C1 C6 C7 . . 106.2(3) ?
C5 C6 C7 . . 133.6(5) ?
C8 C7 C6 . . 110.4(4) ?
C8 C7 Br2 . . 127.2(3) ?
C6 C7 Br2 . . 122.3(3) ?
C7 C8 N1 . . 107.9(3) ?
C7 C8 C15 . . 130.4(3) ?
N1 C8 C15 . . 121.1(3) ?
C14 C9 C10 . . 121.0(4) ?
C14 C9 S1 . . 119.2(3) ?
C10 C9 S1 . . 119.8(3) ?
C11 C10 C9 . . 119.0(5) ?
C11 C10 H10 . . 120.5 ?
C9 C10 H10 . . 120.5 ?
C12 C11 C10 . . 120.4(5) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C11 C12 C13 . . 120.6(5) ?
C11 C12 H12 . . 119.7 ?
C13 C12 H12 . . 119.7 ?
C12 C13 C14 . . 120.3(5) ?
C12 C13 H13 . . 119.8 ?
C14 C13 H13 . . 119.8 ?
C9 C14 C13 . . 118.8(4) ?
C9 C14 H14 . . 120.6 ?
C13 C14 H14 . . 120.6 ?
N2 C15 C8 . . 112.6(3) ?
N2 C15 H15A . . 109.1 ?
C8 C15 H15A . . 109.1 ?
N2 C15 H15B . . 109.1 ?
C8 C15 H15B . . 109.1 ?
H15A C15 H15B . . 107.8 ?
C21 C16 C17 . . 120.6(4) ?
C21 C16 S2 . . 120.0(3) ?
C17 C16 S2 . . 119.2(3) ?
C18 C17 C16 . . 119.3(5) ?
C18 C17 H17 . . 120.4 ?
C16 C17 H17 . . 120.4 ?
C19 C18 C17 . . 119.7(5) ?
C19 C18 H18 . . 120.1 ?
C17 C18 H18 . . 120.1 ?
C20 C19 C18 . . 120.3(5) ?
C20 C19 H19 . . 119.8 ?
C18 C19 H19 . . 119.8 ?
C21 C20 C19 . . 120.8(5) ?
C21 C20 H20 . . 119.6 ?
C19 C20 H20 . . 119.6 ?
C20 C21 C16 . . 119.3(5) ?
C20 C21 H21 . . 120.4 ?
C16 C21 H21 . . 120.4 ?
C23 C22 N2 . . 113.7(3) ?
C23 C22 H22A . . 108.8 ?
N2 C22 H22A . . 108.8 ?
C23 C22 H22B . . 108.8 ?
N2 C22 H22B . . 108.8 ?
H22A C22 H22B . . 107.7 ?
C24 C23 N3 . . 107.8(3) ?
C24 C23 C22 . . 127.3(3) ?
N3 C23 C22 . . 124.9(3) ?
C23 C24 C25 . . 110.0(3) ?
C23 C24 Br1 . . 126.0(3) ?
C25 C24 Br1 . . 123.7(3) ?
C30 C25 C26 . . 120.0(4) ?
C30 C25 C24 . . 107.0(3) ?
C26 C25 C24 . . 132.9(4) ?
C27 C26 C25 . . 117.5(5) ?
C27 C26 H26 . . 121.2 ?
C25 C26 H26 . . 121.2 ?
C28 C27 C26 . . 121.6(5) ?
C28 C27 H27 . . 119.2 ?
C26 C27 H27 . . 119.2 ?
C29 C28 C27 . . 122.3(5) ?
C29 C28 H28 . . 118.8 ?
C27 C28 H28 . . 118.8 ?
C28 C29 C30 . . 116.9(5) ?
C28 C29 H29 . . 121.6 ?
C30 C29 H29 . . 121.6 ?
C25 C30 C29 . . 121.6(4) ?
C25 C30 N3 . . 107.9(3) ?
C29 C30 N3 . . 130.3(4) ?
C36 C31 C32 . . 122.1(4) ?
C36 C31 S3 . . 119.1(3) ?
C32 C31 S3 . . 118.8(3) ?
C31 C32 C33 . . 118.3(5) ?
C31 C32 H32 . . 120.9 ?
C33 C32 H32 . . 120.9 ?
C34 C33 C32 . . 119.6(6) ?
C34 C33 H33 . . 120.2 ?
C32 C33 H33 . . 120.2 ?
C35 C34 C33 . . 121.6(5) ?
C35 C34 H34 . . 119.2 ?
C33 C34 H34 . . 119.2 ?
C34 C35 C36 . . 119.2(6) ?
C34 C35 H35 . . 120.4 ?
C36 C35 H35 . . 120.4 ?
C31 C36 C35 . . 119.2(5) ?
C31 C36 H36 . . 120.4 ?
C35 C36 H36 . . 120.4 ?
C8 N1 C1 . . 106.8(3) ?
C8 N1 S1 . . 121.4(2) ?
C1 N1 S1 . . 118.4(3) ?
C15 N2 C22 . . 115.8(3) ?
C15 N2 S2 . . 113.9(2) ?
C22 N2 S2 . . 112.5(2) ?
C30 N3 C23 . . 107.2(3) ?
C30 N3 S3 . . 120.8(2) ?
C23 N3 S3 . . 121.9(2) ?
O1 S1 O2 . . 119.9(2) ?
O1 S1 N1 . . 105.65(19) ?
O2 S1 N1 . . 107.17(16) ?
O1 S1 C9 . . 109.3(2) ?
O2 S1 C9 . . 109.17(18) ?
N1 S1 C9 . . 104.47(17) ?
O3 S2 O4 . . 120.0(2) ?
O3 S2 N2 . . 106.90(17) ?
O4 S2 N2 . . 106.97(18) ?
O3 S2 C16 . . 109.1(2) ?
O4 S2 C16 . . 107.72(19) ?
N2 S2 C16 . . 105.13(17) ?
O5 S3 O6 . . 120.34(19) ?
O5 S3 N3 . . 105.89(16) ?
O6 S3 N3 . . 107.18(17) ?
O5 S3 C31 . . 109.42(18) ?
O6 S3 C31 . . 108.5(2) ?
N3 S3 C31 . . 104.31(17) ?
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 C6 . 1.387(6) ?
C1 C2 . 1.395(6) ?
C1 N1 . 1.429(5) ?
C2 C3 . 1.377(8) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.371(9) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.380(8) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.397(6) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.434(6) ?
C7 C8 . 1.347(5) ?
C7 Br2 . 1.864(4) ?
C8 N1 . 1.429(5) ?
C8 C15 . 1.507(5) ?
C9 C14 . 1.378(6) ?
C9 C10 . 1.381(6) ?
C9 S1 . 1.763(4) ?
C10 C11 . 1.379(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.357(8) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.373(8) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.379(7) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 N2 . 1.485(5) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C21 . 1.373(6) ?
C16 C17 . 1.385(6) ?
C16 S2 . 1.765(4) ?
C17 C18 . 1.380(7) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.370(9) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.367(9) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.364(8) ?
C20 H20 . 0.9300 ?
C21 H21 . 0.9300 ?
C22 C23 . 1.485(5) ?
C22 N2 . 1.489(5) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.348(5) ?
C23 N3 . 1.430(4) ?
C24 C25 . 1.432(6) ?
C24 Br1 . 1.861(4) ?
C25 C30 . 1.387(6) ?
C25 C26 . 1.405(6) ?
C26 C27 . 1.374(7) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.373(8) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.366(6) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.400(6) ?
C29 H29 . 0.9300 ?
C30 N3 . 1.427(5) ?
C31 C36 . 1.365(6) ?
C31 C32 . 1.381(6) ?
C31 S3 . 1.760(4) ?
C32 C33 . 1.386(7) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.375(10) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.366(10) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.387(7) ?
C35 H35 . 0.9300 ?
C36 H36 . 0.9300 ?
N1 S1 . 1.690(3) ?
N2 S2 . 1.658(3) ?
N3 S3 . 1.683(3) ?
O1 S1 . 1.417(3) ?
O2 S1 . 1.426(3) ?
O3 S2 . 1.421(3) ?
O4 S2 . 1.432(3) ?
O5 S3 . 1.416(3) ?
O6 S3 . 1.420(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 2.43 2.993(7) 119 yes
C13 H13 O3 4_565 0.93 2.80 3.324(6) 117 yes
C14 H14 O4 4_565 0.93 2.78 3.558(5) 142 yes
C15 H15B O2 . 0.97 2.25 2.850(5) 119 yes
C18 H18 O3 1_655 0.93 2.73 3.575(6) 151 yes
C19 H19 O4 4_665 0.93 2.59 3.443(6) 152 yes
C19 H19 O6 4_665 0.93 2.81 3.467(6) 129 yes
C20 H20 Br2 4_665 0.93 3.02 3.536(5) 117 yes
C22 H22A O6 . 0.97 2.39 2.950(5) 116 yes
C27 H27 O1 3_666 0.93 2.48 3.389(6) 164 yes
C28 H28 O5 3_667 0.93 2.63 3.547(6) 170 yes
C29 H29 O5 . 0.93 2.35 2.907(5) 118 yes
C34 H34 O5 1_655 0.93 2.62 3.360(6) 137 yes
C35 H35 <i>Cg</i>(C16--C21) 4_555 0.93 2.91 3.729(7) 147 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 . . . . 1.0(6) ?
N1 C1 C2 C3 . . . . -176.3(4) ?
C1 C2 C3 C4 . . . . -0.3(8) ?
C2 C3 C4 C5 . . . . 0.3(9) ?
C3 C4 C5 C6 . . . . -0.9(8) ?
C2 C1 C6 C5 . . . . -1.7(6) ?
N1 C1 C6 C5 . . . . 176.1(3) ?
C2 C1 C6 C7 . . . . -178.1(4) ?
N1 C1 C6 C7 . . . . -0.4(4) ?
C4 C5 C6 C1 . . . . 1.6(6) ?
C4 C5 C6 C7 . . . . 176.9(4) ?
C1 C6 C7 C8 . . . . 1.2(4) ?
C5 C6 C7 C8 . . . . -174.6(4) ?
C1 C6 C7 Br2 . . . . 179.2(3) ?
C5 C6 C7 Br2 . . . . 3.4(6) ?
C6 C7 C8 N1 . . . . -1.6(4) ?
Br2 C7 C8 N1 . . . . -179.4(3) ?
C6 C7 C8 C15 . . . . 169.0(4) ?
Br2 C7 C8 C15 . . . . -8.8(6) ?
C14 C9 C10 C11 . . . . 0.2(6) ?
S1 C9 C10 C11 . . . . -179.8(3) ?
C9 C10 C11 C12 . . . . -0.4(7) ?
C10 C11 C12 C13 . . . . 0.2(8) ?
C11 C12 C13 C14 . . . . 0.2(8) ?
C10 C9 C14 C13 . . . . 0.2(6) ?
S1 C9 C14 C13 . . . . -179.8(3) ?
C12 C13 C14 C9 . . . . -0.5(7) ?
C7 C8 C15 N2 . . . . -41.2(5) ?
N1 C8 C15 N2 . . . . 128.3(3) ?
C21 C16 C17 C18 . . . . 0.7(7) ?
S2 C16 C17 C18 . . . . -173.8(4) ?
C16 C17 C18 C19 . . . . 0.4(8) ?
C17 C18 C19 C20 . . . . -1.0(9) ?
C18 C19 C20 C21 . . . . 0.5(10) ?
C19 C20 C21 C16 . . . . 0.6(9) ?
C17 C16 C21 C20 . . . . -1.2(7) ?
S2 C16 C21 C20 . . . . 173.2(4) ?
N2 C22 C23 C24 . . . . -103.1(4) ?
N2 C22 C23 N3 . . . . 73.1(5) ?
N3 C23 C24 C25 . . . . -0.6(4) ?
C22 C23 C24 C25 . . . . 176.1(3) ?
N3 C23 C24 Br1 . . . . -174.8(3) ?
C22 C23 C24 Br1 . . . . 1.9(6) ?
C23 C24 C25 C30 . . . . 0.7(4) ?
Br1 C24 C25 C30 . . . . 175.1(3) ?
C23 C24 C25 C26 . . . . -176.4(4) ?
Br1 C24 C25 C26 . . . . -2.0(6) ?
C30 C25 C26 C27 . . . . 0.3(6) ?
C24 C25 C26 C27 . . . . 177.2(4) ?
C25 C26 C27 C28 . . . . -0.1(7) ?
C26 C27 C28 C29 . . . . -1.0(8) ?
C27 C28 C29 C30 . . . . 1.8(7) ?
C26 C25 C30 C29 . . . . 0.6(6) ?
C24 C25 C30 C29 . . . . -177.0(4) ?
C26 C25 C30 N3 . . . . 177.0(3) ?
C24 C25 C30 N3 . . . . -0.6(4) ?
C28 C29 C30 C25 . . . . -1.6(6) ?
C28 C29 C30 N3 . . . . -177.1(4) ?
C36 C31 C32 C33 . . . . 2.0(7) ?
S3 C31 C32 C33 . . . . -179.1(4) ?
C31 C32 C33 C34 . . . . -1.4(8) ?
C32 C33 C34 C35 . . . . -0.7(9) ?
C33 C34 C35 C36 . . . . 2.2(9) ?
C32 C31 C36 C35 . . . . -0.6(7) ?
S3 C31 C36 C35 . . . . -179.4(4) ?
C34 C35 C36 C31 . . . . -1.6(8) ?
C7 C8 N1 C1 . . . . 1.3(4) ?
C15 C8 N1 C1 . . . . -170.3(3) ?
C7 C8 N1 S1 . . . . -138.7(3) ?
C15 C8 N1 S1 . . . . 49.7(4) ?
C6 C1 N1 C8 . . . . -0.5(4) ?
C2 C1 N1 C8 . . . . 177.0(4) ?
C6 C1 N1 S1 . . . . 140.9(3) ?
C2 C1 N1 S1 . . . . -41.6(5) ?
C8 C15 N2 C22 . . . . -80.9(4) ?
C8 C15 N2 S2 . . . . 146.3(3) ?
C23 C22 N2 C15 . . . . 55.1(4) ?
C23 C22 N2 S2 . . . . -171.5(3) ?
C25 C30 N3 C23 . . . . 0.3(4) ?
C29 C30 N3 C23 . . . . 176.2(4) ?
C25 C30 N3 S3 . . . . 146.3(3) ?
C29 C30 N3 S3 . . . . -37.7(5) ?
C24 C23 N3 C30 . . . . 0.2(4) ?
C22 C23 N3 C30 . . . . -176.6(3) ?
C24 C23 N3 S3 . . . . -145.4(3) ?
C22 C23 N3 S3 . . . . 37.8(5) ?
C8 N1 S1 O1 . . . . -168.6(3) ?
C1 N1 S1 O1 . . . . 55.9(3) ?
C8 N1 S1 O2 . . . . -39.6(3) ?
C1 N1 S1 O2 . . . . -175.2(3) ?
C8 N1 S1 C9 . . . . 76.1(3) ?
C1 N1 S1 C9 . . . . -59.4(3) ?
C14 C9 S1 O1 . . . . 163.0(3) ?
C10 C9 S1 O1 . . . . -17.0(4) ?
C14 C9 S1 O2 . . . . 30.0(4) ?
C10 C9 S1 O2 . . . . -150.0(3) ?
C14 C9 S1 N1 . . . . -84.3(3) ?
C10 C9 S1 N1 . . . . 95.7(3) ?
C15 N2 S2 O3 . . . . -45.1(3) ?
C22 N2 S2 O3 . . . . -179.5(3) ?
C15 N2 S2 O4 . . . . -174.9(3) ?
C22 N2 S2 O4 . . . . 50.7(3) ?
C15 N2 S2 C16 . . . . 70.8(3) ?
C22 N2 S2 C16 . . . . -63.6(3) ?
C21 C16 S2 O3 . . . . 39.1(4) ?
C17 C16 S2 O3 . . . . -146.4(3) ?
C21 C16 S2 O4 . . . . 170.9(4) ?
C17 C16 S2 O4 . . . . -14.6(4) ?
C21 C16 S2 N2 . . . . -75.3(4) ?
C17 C16 S2 N2 . . . . 99.2(4) ?
C30 N3 S3 O5 . . . . 40.2(3) ?
C23 N3 S3 O5 . . . . -178.7(3) ?
C30 N3 S3 O6 . . . . 169.8(3) ?
C23 N3 S3 O6 . . . . -49.1(3) ?
C30 N3 S3 C31 . . . . -75.2(3) ?
C23 N3 S3 C31 . . . . 65.8(3) ?
C36 C31 S3 O5 . . . . 134.2(3) ?
C32 C31 S3 O5 . . . . -44.7(4) ?
C36 C31 S3 O6 . . . . 1.1(4) ?
C32 C31 S3 O6 . . . . -177.8(3) ?
C36 C31 S3 N3 . . . . -112.9(3) ?
C32 C31 S3 N3 . . . . 68.2(4) ?
