#------------------------------------------------------------------------------
#$Date: 2023-01-17 11:50:51 +0200 (Tue, 17 Jan 2023) $
#$Revision: 280372 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/64/8106477.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8106477
loop_
_publ_author_name
'Al-Wahaibi, Lamya H.'
'Hassan, Hanan M.'
'Abo-Kamar, Amal M.'
'Ghabbour, Hazem A.'
'El-Emam, Ali A.'
_publ_section_title
;
 Crystal structure of 4-bromobenzyl
 (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate,
 C28H34BrN3S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              189
_journal_page_last               191
_journal_paper_doi               10.1515/ncrs-2016-0184
_journal_volume                  232
_journal_year                    2017
_chemical_formula_sum            'C28 H34 Br N3 S'
_chemical_formula_weight         524.55
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.864(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4529(8)
_cell_length_b                   11.8724(10)
_cell_length_c                   21.3800(19)
_cell_measurement_reflns_used    9989
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      2.59
_cell_volume                     2596.6(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            85675
_diffrn_reflns_theta_full        33.85
_diffrn_reflns_theta_max         33.85
_diffrn_reflns_theta_min         2.39
_diffrn_standards_decay_%        .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.684
_exptl_absorpt_correction_T_max  0.6870
_exptl_absorpt_correction_T_min  0.4329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS_Bruker_2014
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.979
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         10433
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.0601
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0539P)²+1.4182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1479
_reflns_number_gt                5674
_reflns_number_total             10433
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2016-0184_suppl.cif
_cod_data_source_block           a_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8106477
loop_
_symmetry_equiv_pos_as_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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.84202(3) 0.81330(3) 0.472660(16) 0.06371(12) Uani 1 1 d . . .
S1 S 0.15012(5) 0.78802(4) 0.45003(3) 0.03792(13) Uani 1 1 d . . .
N1 N 0.18870(18) 0.57214(15) 0.41215(9) 0.0378(4) Uani 1 1 d . . .
N2 N 0.24159(17) 0.60603(14) 0.52058(8) 0.0353(4) Uani 1 1 d . . .
N3 N 0.28939(19) 0.49161(16) 0.64046(9) 0.0413(4) Uani 1 1 d . . .
C1 C 0.0201(2) 0.6483(2) 0.32144(11) 0.0419(5) Uani 1 1 d . . .
H1A H -0.0456 0.5974 0.3337 0.050 Uiso 1 1 calc R . .
H1B H 0.0152 0.7218 0.3428 0.050 Uiso 1 1 calc R . .
C2 C -0.0098(3) 0.6646(2) 0.24901(12) 0.0517(6) Uani 1 1 d . . .
H2A H -0.0985 0.6988 0.2353 0.062 Uiso 1 1 calc R . .
C3 C 0.0927(3) 0.7431(2) 0.23081(12) 0.0536(6) Uani 1 1 d . . .
H3A H 0.0723 0.7564 0.1841 0.064 Uiso 1 1 calc R . .
H3B H 0.0912 0.8165 0.2526 0.064 Uiso 1 1 calc R . .
C4 C 0.2273(3) 0.6903(2) 0.25031(12) 0.0490(6) Uani 1 1 d . . .
H4A H 0.2935 0.7414 0.2376 0.059 Uiso 1 1 calc R . .
C5 C 0.2600(2) 0.67440(19) 0.32300(11) 0.0403(5) Uani 1 1 d . . .
H5A H 0.2612 0.7485 0.3444 0.048 Uiso 1 1 calc R . .
H5B H 0.3476 0.6400 0.3361 0.048 Uiso 1 1 calc R . .
C6 C 0.1570(2) 0.59800(17) 0.34313(10) 0.0339(4) Uani 1 1 d . . .
C7 C 0.1604(3) 0.48390(19) 0.30938(11) 0.0468(5) Uani 1 1 d . . .
H7A H 0.2482 0.4498 0.3227 0.056 Uiso 1 1 calc R . .
H7B H 0.0959 0.4322 0.3221 0.056 Uiso 1 1 calc R . .
C8 C 0.1287(3) 0.4991(2) 0.23652(12) 0.0544(6) Uani 1 1 d . . .
H8A H 0.1304 0.4241 0.2154 0.065 Uiso 1 1 calc R . .
C9 C 0.2309(3) 0.5762(2) 0.21750(13) 0.0577(7) Uani 1 1 d . . .
H9A H 0.2123 0.5863 0.1705 0.069 Uiso 1 1 calc R . .
H9B H 0.3188 0.5422 0.2306 0.069 Uiso 1 1 calc R . .
C10 C -0.0060(3) 0.5514(2) 0.21582(13) 0.0593(7) Uani 1 1 d . . .
H10A H -0.0728 0.5005 0.2271 0.071 Uiso 1 1 calc R . .
H10B H -0.0259 0.5621 0.1689 0.071 Uiso 1 1 calc R . .
C11 C 0.19440(19) 0.64072(16) 0.45736(10) 0.0324(4) Uani 1 1 d . . .
C12 C 0.1538(2) 0.6184(2) 0.56522(11) 0.0414(5) Uani 1 1 d . . .
H12A H 0.0827 0.5621 0.5553 0.050 Uiso 1 1 calc R . .
H12B H 0.1138 0.6944 0.5606 0.050 Uiso 1 1 calc R . .
C13 C 0.2282(2) 0.6021(2) 0.63298(11) 0.0444(5) Uani 1 1 d . . .
H13A H 0.2961 0.6611 0.6437 0.053 Uiso 1 1 calc R . .
H13B H 0.1677 0.6096 0.6628 0.053 Uiso 1 1 calc R . .
C14 C 0.3747(2) 0.4759(2) 0.59465(11) 0.0472(6) Uani 1 1 d . . .
H14A H 0.4112 0.3987 0.5990 0.057 Uiso 1 1 calc R . .
H14B H 0.4486 0.5297 0.6045 0.057 Uiso 1 1 calc R . .
C15 C 0.3019(2) 0.49402(19) 0.52697(11) 0.0450(5) Uani 1 1 d . . .
H15A H 0.3630 0.4872 0.4974 0.054 Uiso 1 1 calc R . .
H15B H 0.2334 0.4357 0.5154 0.054 Uiso 1 1 calc R . .
C16 C 0.3413(2) 0.4548(2) 0.70369(11) 0.0441(5) Uani 1 1 d . . .
C17 C 0.3479(3) 0.5232(3) 0.75644(13) 0.0591(7) Uani 1 1 d . . .
H17A H 0.3192 0.5992 0.7511 0.071 Uiso 1 1 calc R . .
C18 C 0.3971(4) 0.4807(4) 0.81787(15) 0.0792(10) Uani 1 1 d . . .
H18A H 0.4015 0.5284 0.8540 0.095 Uiso 1 1 calc R . .
C19 C 0.4385(3) 0.3720(4) 0.82642(17) 0.0842(11) Uani 1 1 d . . .
H19A H 0.4717 0.3439 0.8682 0.101 Uiso 1 1 calc R . .
C20 C 0.4320(3) 0.3032(3) 0.77418(18) 0.0756(10) Uani 1 1 d . . .
H20A H 0.4613 0.2275 0.7800 0.091 Uiso 1 1 calc R . .
C21 C 0.3831(3) 0.3433(2) 0.71315(15) 0.0596(7) Uani 1 1 d . . .
H21A H 0.3780 0.2946 0.6775 0.072 Uiso 1 1 calc R . .
C22 C 0.2751(2) 0.85457(19) 0.51026(11) 0.0422(5) Uani 1 1 d . . .
H22A H 0.2555 0.9360 0.5115 0.051 Uiso 1 1 calc R . .
H22B H 0.2713 0.8224 0.5526 0.051 Uiso 1 1 calc R . .
C23 C 0.4109(2) 0.84063(17) 0.49910(10) 0.0363(4) Uani 1 1 d . . .
C24 C 0.5038(2) 0.7830(2) 0.54283(11) 0.0472(5) Uani 1 1 d . . .
H24A H 0.4794 0.7491 0.5789 0.057 Uiso 1 1 calc R . .
C25 C 0.6315(2) 0.7739(2) 0.53516(12) 0.0495(6) Uani 1 1 d . . .
H25A H 0.6946 0.7348 0.5659 0.059 Uiso 1 1 calc R . .
C26 C 0.6662(2) 0.82187(19) 0.48282(12) 0.0431(5) Uani 1 1 d . . .
C27 C 0.5751(2) 0.8770(2) 0.43725(12) 0.0459(5) Uani 1 1 d . . .
H27A H 0.5994 0.9079 0.4004 0.055 Uiso 1 1 calc R . .
C28 C 0.4480(2) 0.88679(19) 0.44584(11) 0.0435(5) Uani 1 1 d . . .
H28A H 0.3852 0.9256 0.4149 0.052 Uiso 1 1 calc R . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C11 S1 C22 103.02(10) . .
C11 N1 C6 126.85(18) . .
C11 N2 C12 117.15(16) . .
C11 N2 C15 114.56(17) . .
C12 N2 C15 110.25(17) . .
C16 N3 C13 117.15(19) . .
C16 N3 C14 115.57(18) . .
C13 N3 C14 110.82(18) . .
C2 C1 C6 109.83(19) . .
C2 C1 H1A 109.7 . .
C6 C1 H1A 109.7 . .
C2 C1 H1B 109.7 . .
C6 C1 H1B 109.7 . .
H1A C1 H1B 108.2 . .
C10 C2 C1 110.0(2) . .
C10 C2 C3 109.4(2) . .
C1 C2 C3 109.1(2) . .
C10 C2 H2A 109.4 . .
C1 C2 H2A 109.4 . .
C3 C2 H2A 109.4 . .
C4 C3 C2 109.6(2) . .
C4 C3 H3A 109.7 . .
C2 C3 H3A 109.7 . .
C4 C3 H3B 109.7 . .
C2 C3 H3B 109.7 . .
H3A C3 H3B 108.2 . .
C3 C4 C9 110.4(2) . .
C3 C4 C5 109.3(2) . .
C9 C4 C5 109.6(2) . .
C3 C4 H4A 109.2 . .
C9 C4 H4A 109.2 . .
C5 C4 H4A 109.2 . .
C4 C5 C6 109.51(18) . .
C4 C5 H5A 109.8 . .
C6 C5 H5A 109.8 . .
C4 C5 H5B 109.8 . .
C6 C5 H5B 109.8 . .
H5A C5 H5B 108.2 . .
N1 C6 C1 112.80(17) . .
N1 C6 C5 112.12(17) . .
C1 C6 C5 110.47(18) . .
N1 C6 C7 105.28(17) . .
C1 C6 C7 108.16(18) . .
C5 C6 C7 107.67(18) . .
C8 C7 C6 110.58(19) . .
C8 C7 H7A 109.5 . .
C6 C7 H7A 109.5 . .
C8 C7 H7B 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 108.1 . .
C10 C8 C9 109.6(2) . .
C10 C8 C7 109.7(2) . .
C9 C8 C7 108.9(2) . .
C10 C8 H8A 109.5 . .
C9 C8 H8A 109.5 . .
C7 C8 H8A 109.5 . .
C8 C9 C4 108.9(2) . .
C8 C9 H9A 109.9 . .
C4 C9 H9A 109.9 . .
C8 C9 H9B 109.9 . .
C4 C9 H9B 109.9 . .
H9A C9 H9B 108.3 . .
C8 C10 C2 109.6(2) . .
C8 C10 H10A 109.7 . .
C2 C10 H10A 109.7 . .
C8 C10 H10B 109.7 . .
C2 C10 H10B 109.7 . .
H10A C10 H10B 108.2 . .
N1 C11 N2 120.21(18) . .
N1 C11 S1 126.14(16) . .
N2 C11 S1 113.63(14) . .
N2 C12 C13 110.18(18) . .
N2 C12 H12A 109.6 . .
C13 C12 H12A 109.6 . .
N2 C12 H12B 109.6 . .
C13 C12 H12B 109.6 . .
H12A C12 H12B 108.1 . .
N3 C13 C12 110.47(19) . .
N3 C13 H13A 109.6 . .
C12 C13 H13A 109.6 . .
N3 C13 H13B 109.6 . .
C12 C13 H13B 109.6 . .
H13A C13 H13B 108.1 . .
N3 C14 C15 111.5(2) . .
N3 C14 H14A 109.3 . .
C15 C14 H14A 109.3 . .
N3 C14 H14B 109.3 . .
C15 C14 H14B 109.3 . .
H14A C14 H14B 108.0 . .
N2 C15 C14 109.98(18) . .
N2 C15 H15A 109.7 . .
C14 C15 H15A 109.7 . .
N2 C15 H15B 109.7 . .
C14 C15 H15B 109.7 . .
H15A C15 H15B 108.2 . .
C17 C16 C21 118.6(2) . .
C17 C16 N3 122.9(2) . .
C21 C16 N3 118.5(2) . .
C16 C17 C18 120.1(3) . .
C16 C17 H17A 120.0 . .
C18 C17 H17A 120.0 . .
C19 C18 C17 120.8(3) . .
C19 C18 H18A 119.6 . .
C17 C18 H18A 119.6 . .
C18 C19 C20 119.5(3) . .
C18 C19 H19A 120.2 . .
C20 C19 H19A 120.2 . .
C19 C20 C21 120.6(3) . .
C19 C20 H20A 119.7 . .
C21 C20 H20A 119.7 . .
C20 C21 C16 120.4(3) . .
C20 C21 H21A 119.8 . .
C16 C21 H21A 119.8 . .
C23 C22 S1 114.00(15) . .
C23 C22 H22A 108.8 . .
S1 C22 H22A 108.8 . .
C23 C22 H22B 108.8 . .
S1 C22 H22B 108.8 . .
H22A C22 H22B 107.6 . .
C24 C23 C28 118.3(2) . .
C24 C23 C22 120.3(2) . .
C28 C23 C22 121.4(2) . .
C25 C24 C23 121.3(2) . .
C25 C24 H24A 119.3 . .
C23 C24 H24A 119.3 . .
C26 C25 C24 119.2(2) . .
C26 C25 H25A 120.4 . .
C24 C25 H25A 120.4 . .
C25 C26 C27 121.0(2) . .
C25 C26 Br1 119.77(19) . .
C27 C26 Br1 119.26(18) . .
C26 C27 C28 119.2(2) . .
C26 C27 H27A 120.4 . .
C28 C27 H27A 120.4 . .
C27 C28 C23 120.9(2) . .
C27 C28 H28A 119.6 . .
C23 C28 H28A 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C26 1.897(2) .
S1 C11 1.808(2) .
S1 C22 1.816(2) .
N1 C11 1.256(3) .
N1 C6 1.477(3) .
N2 C11 1.402(3) .
N2 C12 1.461(3) .
N2 C15 1.466(3) .
N3 C16 1.418(3) .
N3 C13 1.454(3) .
N3 C14 1.466(3) .
C1 C2 1.528(3) .
C1 C6 1.532(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C10 1.524(4) .
C2 C3 1.529(4) .
C2 H2A 1.0000 .
C3 C4 1.519(4) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C9 1.529(4) .
C4 C5 1.533(3) .
C4 H4A 1.0000 .
C5 C6 1.536(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.539(3) .
C7 C8 1.535(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C10 1.518(4) .
C8 C9 1.525(4) .
C8 H8A 1.0000 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C12 C13 1.509(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.506(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.380(4) .
C16 C21 1.396(4) .
C17 C18 1.402(4) .
C17 H17A 0.9500 .
C18 C19 1.362(5) .
C18 H18A 0.9500 .
C19 C20 1.374(5) .
C19 H19A 0.9500 .
C20 C21 1.384(4) .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C22 C23 1.496(3) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.383(3) .
C23 C28 1.389(3) .
C24 C25 1.382(3) .
C24 H24A 0.9500 .
C25 C26 1.369(3) .
C25 H25A 0.9500 .
C26 C27 1.379(3) .
C27 C28 1.383(3) .
C27 H27A 0.9500 .
C28 H28A 0.9500 .
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
C6 C1 C2 C10 60.8(3) . . . .
C6 C1 C2 C3 -59.2(3) . . . .
C10 C2 C3 C4 -58.9(3) . . . .
C1 C2 C3 C4 61.5(3) . . . .
C2 C3 C4 C9 58.9(3) . . . .
C2 C3 C4 C5 -61.6(3) . . . .
C3 C4 C5 C6 59.4(2) . . . .
C9 C4 C5 C6 -61.7(3) . . . .
C11 N1 C6 C1 -60.9(3) . . . .
C11 N1 C6 C5 64.6(3) . . . .
C11 N1 C6 C7 -178.6(2) . . . .
C2 C1 C6 N1 -175.75(18) . . . .
C2 C1 C6 C5 57.9(2) . . . .
C2 C1 C6 C7 -59.7(2) . . . .
C4 C5 C6 N1 175.50(18) . . . .
C4 C5 C6 C1 -57.8(2) . . . .
C4 C5 C6 C7 60.2(2) . . . .
N1 C6 C7 C8 180.00(19) . . . .
C1 C6 C7 C8 59.2(3) . . . .
C5 C6 C7 C8 -60.2(3) . . . .
C6 C7 C8 C10 -59.2(3) . . . .
C6 C7 C8 C9 60.8(3) . . . .
C10 C8 C9 C4 60.0(3) . . . .
C7 C8 C9 C4 -60.1(3) . . . .
C3 C4 C9 C8 -59.3(3) . . . .
C5 C4 C9 C8 61.1(3) . . . .
C9 C8 C10 C2 -60.9(3) . . . .
C7 C8 C10 C2 58.6(3) . . . .
C1 C2 C10 C8 -59.8(3) . . . .
C3 C2 C10 C8 60.0(3) . . . .
C6 N1 C11 N2 -172.08(18) . . . .
C6 N1 C11 S1 6.3(3) . . . .
C12 N2 C11 N1 -121.5(2) . . . .
C15 N2 C11 N1 10.0(3) . . . .
C12 N2 C11 S1 60.0(2) . . . .
C15 N2 C11 S1 -168.55(16) . . . .
C22 S1 C11 N1 -140.63(19) . . . .
C22 S1 C11 N2 37.80(17) . . . .
C11 N2 C12 C13 -167.49(18) . . . .
C15 N2 C12 C13 59.1(2) . . . .
C16 N3 C13 C12 -168.06(19) . . . .
C14 N3 C13 C12 56.4(3) . . . .
N2 C12 C13 N3 -58.4(3) . . . .
C16 N3 C14 C15 167.9(2) . . . .
C13 N3 C14 C15 -55.8(3) . . . .
C11 N2 C15 C14 167.51(19) . . . .
C12 N2 C15 C14 -57.8(3) . . . .
N3 C14 C15 N2 56.1(3) . . . .
C13 N3 C16 C17 -6.9(3) . . . .
C14 N3 C16 C17 126.5(3) . . . .
C13 N3 C16 C21 170.7(2) . . . .
C14 N3 C16 C21 -55.8(3) . . . .
C21 C16 C17 C18 0.6(4) . . . .
N3 C16 C17 C18 178.2(3) . . . .
C16 C17 C18 C19 -0.1(5) . . . .
C17 C18 C19 C20 0.0(5) . . . .
C18 C19 C20 C21 -0.3(5) . . . .
C19 C20 C21 C16 0.9(5) . . . .
C17 C16 C21 C20 -1.0(4) . . . .
N3 C16 C21 C20 -178.7(2) . . . .
C11 S1 C22 C23 61.89(19) . . . .
S1 C22 C23 C24 -117.3(2) . . . .
S1 C22 C23 C28 64.1(3) . . . .
C28 C23 C24 C25 1.8(4) . . . .
C22 C23 C24 C25 -176.7(2) . . . .
C23 C24 C25 C26 -0.7(4) . . . .
C24 C25 C26 C27 -1.3(4) . . . .
C24 C25 C26 Br1 178.44(19) . . . .
C25 C26 C27 C28 2.0(4) . . . .
Br1 C26 C27 C28 -177.68(18) . . . .
C26 C27 C28 C23 -0.9(4) . . . .
C24 C23 C28 C27 -1.0(3) . . . .
C22 C23 C28 C27 177.5(2) . . . .
