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#$Date: 2023-07-05 21:38:49 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284990 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/94/1569444.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_1569444
loop_
_publ_author_name
'Salama, Eid E.'
'Youssef, Mohamed F.'
'Boraei, Ahmed T. A.'
'Haukka, Matti'
'Soliman, Saied M.'
'Barakat, Assem'
'Sarhan, Ahmed A. M.'
_publ_section_title
;
 Base-Controlled Regiospecific Mono-Benzylation/Allylation and
 Diallylation of 4-Aryl-5-indolyl-1,2,4-triazole-3-thione: Thio-Aza Allyl
 Rearrangement
;
_journal_issue                   7
_journal_name_full               Crystals
_journal_page_first              992
_journal_paper_doi               10.3390/cryst13070992
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C22 H19 Cl N4 S'
_chemical_formula_sum            'C22 H19 Cl N4 S'
_chemical_formula_weight         406.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 97.688(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0242(3)
_cell_length_b                   16.5074(4)
_cell_length_c                   11.0507(2)
_cell_measurement_reflns_used    7814
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.9160
_cell_measurement_theta_min      2.7470
_cell_volume                     1992.94(8)
_computing_cell_refinement
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
;
_computing_data_collection
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
;
_computing_data_reduction
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
;
_computing_molecular_graphics
'CrystaMaker X (CrystalMaker Software ltd., 2021)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.0107
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23307
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.426
_diffrn_reflns_theta_min         2.232
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.999
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         6619
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0461
_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)+(0.0517P)²+0.7367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1230
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4997
_reflns_number_total             6619
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            2264129.cif
_cod_data_source_block           cftb_9a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1569444
_shelx_shelxl_version_number     2018/3
_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   0.932
_shelx_estimated_absorpt_t_max   0.964
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
Cl1 Cl 0.64773(4) 0.38440(2) -0.10940(3) 0.02574(10) Uani 1 1 d . . . . .
S1 S 0.78917(4) 0.39963(3) 0.49147(3) 0.03206(12) Uani 1 1 d . . . . .
N1 N 0.22225(12) 0.34034(8) 0.40143(11) 0.0214(2) Uani 1 1 d . . . . .
N2 N 0.54845(11) 0.39165(7) 0.40330(10) 0.0179(2) Uani 1 1 d . . . . .
N3 N 0.58077(12) 0.39725(8) 0.60513(11) 0.0214(3) Uani 1 1 d . . . . .
N4 N 0.45428(12) 0.39256(8) 0.56769(11) 0.0211(3) Uani 1 1 d . . . . .
C1 C 0.28853(14) 0.41884(9) 0.25546(13) 0.0219(3) Uani 1 1 d . . . . .
H1 H 0.338834 0.452267 0.212945 0.026 Uiso 1 1 calc R U . . .
C2 C 0.16535(14) 0.39507(9) 0.21401(14) 0.0236(3) Uani 1 1 d . . . . .
C3 C 0.08324(16) 0.41116(11) 0.10758(16) 0.0315(4) Uani 1 1 d . . . . .
H3A H 0.106854 0.444435 0.044592 0.038 Uiso 1 1 calc R U . . .
C4 C -0.03255(18) 0.37732(12) 0.09704(19) 0.0389(4) Uani 1 1 d . . . . .
H4A H -0.088844 0.387459 0.025776 0.047 Uiso 1 1 calc R U . . .
C5 C -0.06811(17) 0.32845(12) 0.1895(2) 0.0412(5) Uani 1 1 d . . . . .
H5 H -0.148305 0.306200 0.179507 0.049 Uiso 1 1 calc R U . . .
C6 C 0.00997(15) 0.31157(11) 0.29508(17) 0.0325(4) Uani 1 1 d . . . . .
H6 H -0.014833 0.278262 0.357451 0.039 Uiso 1 1 calc R U . . .
C7 C 0.12720(14) 0.34569(10) 0.30609(14) 0.0237(3) Uani 1 1 d . . . . .
C8 C 0.23249(15) 0.27806(10) 0.49562(13) 0.0261(3) Uani 1 1 d . . . . .
H8A H 0.149584 0.263907 0.513889 0.031 Uiso 1 1 calc R U . . .
H8B H 0.279384 0.299963 0.571202 0.031 Uiso 1 1 calc R U . . .
C9 C 0.29438(15) 0.20297(10) 0.45862(15) 0.0282(3) Uani 1 1 d . . . . .
H9 H 0.310017 0.161181 0.517763 0.034 Uiso 1 1 calc R U . . .
C10 C 0.32887(16) 0.19027(10) 0.35042(16) 0.0297(3) Uani 1 1 d . . . . .
H10A H 0.314877 0.230574 0.288769 0.036 Uiso 1 1 calc R U . . .
H10B H 0.367716 0.140826 0.334153 0.036 Uiso 1 1 calc R U . . .
C11 C 0.32058(14) 0.38431(9) 0.36825(13) 0.0192(3) Uani 1 1 d . . . . .
C12 C 0.43712(13) 0.38919(8) 0.44736(12) 0.0181(3) Uani 1 1 d . . . . .
C13 C 0.57435(13) 0.38907(9) 0.27938(12) 0.0172(3) Uani 1 1 d . . . . .
C14 C 0.60472(14) 0.46060(9) 0.22507(12) 0.0211(3) Uani 1 1 d . . . . .
H14 H 0.608641 0.510070 0.269361 0.025 Uiso 1 1 calc R U . . .
C15 C 0.62942(14) 0.45907(9) 0.10470(12) 0.0210(3) Uani 1 1 d . . . . .
H15 H 0.650881 0.507356 0.065889 0.025 Uiso 1 1 calc R U . . .
C16 C 0.62217(13) 0.38595(9) 0.04249(12) 0.0183(3) Uani 1 1 d . . . . .
C17 C 0.59296(14) 0.31437(9) 0.09704(12) 0.0198(3) Uani 1 1 d . . . . .
H17 H 0.588998 0.264915 0.052716 0.024 Uiso 1 1 calc R U . . .
C18 C 0.56943(14) 0.31577(9) 0.21777(12) 0.0196(3) Uani 1 1 d . . . . .
H18 H 0.550294 0.267210 0.257287 0.024 Uiso 1 1 calc R U . . .
C19 C 0.63374(14) 0.39700(9) 0.50560(12) 0.0199(3) Uani 1 1 d . . . . .
C20A C 0.85477(15) 0.40384(11) 0.65152(14) 0.0279(3) Uani 0.518(5) 1 d . . P A 1
H20A H 0.801655 0.435290 0.699758 0.034 Uiso 0.518(5) 1 calc R U P A 1
H20B H 0.865985 0.348698 0.686456 0.034 Uiso 0.518(5) 1 calc R U P A 1
C21A C 0.9795(3) 0.44644(19) 0.6505(3) 0.0233(7) Uani 0.518(5) 1 d . . P A 1
H21A H 0.968345 0.494050 0.601957 0.028 Uiso 0.518(5) 1 calc R U P A 1
C22A C 1.0678(5) 0.4407(4) 0.6836(6) 0.0477(10) Uani 0.518(5) 1 d . . P A 1
H22A H 1.094451 0.395925 0.734304 0.057 Uiso 0.518(5) 1 calc R U P A 1
H22B H 1.125227 0.480026 0.664500 0.057 Uiso 0.518(5) 1 calc R U P A 1
C20B C 0.85477(15) 0.40384(11) 0.65152(14) 0.0279(3) Uani 0.482(5) 1 d . . P A 2
H20C H 0.840956 0.458051 0.685475 0.034 Uiso 0.482(5) 1 calc R U P A 2
H20D H 0.815208 0.362968 0.698855 0.034 Uiso 0.482(5) 1 calc R U P A 2
C21B C 0.9897(4) 0.3871(3) 0.6607(4) 0.0374(11) Uani 0.482(5) 1 d . . P A 2
H21B H 0.993972 0.333215 0.631530 0.045 Uiso 0.482(5) 1 calc R U P A 2
C22B C 1.0860(6) 0.4053(4) 0.6838(7) 0.0477(10) Uani 0.482(5) 1 d . . P A 2
H22C H 1.105681 0.457866 0.715460 0.057 Uiso 0.482(5) 1 calc R U P A 2
H22D H 1.149521 0.368376 0.672089 0.057 Uiso 0.482(5) 1 calc R U P A 2
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'
Cl Cl 0.1484 0.1585 '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'
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
C19 S1 C20B 100.46(7) . . ?
C19 S1 C20A 100.46(7) . . ?
C7 N1 C11 107.60(12) . . ?
C7 N1 C8 124.52(13) . . ?
C11 N1 C8 124.53(13) . . ?
C19 N2 C12 104.76(11) . . ?
C19 N2 C13 125.82(12) . . ?
C12 N2 C13 129.42(12) . . ?
C19 N3 N4 106.79(11) . . ?
C12 N4 N3 107.61(12) . . ?
C11 C1 C2 107.17(14) . . ?
C11 C1 H1 126.4 . . ?
C2 C1 H1 126.4 . . ?
C3 C2 C7 119.36(15) . . ?
C3 C2 C1 133.80(16) . . ?
C7 C2 C1 106.84(13) . . ?
C4 C3 C2 118.43(18) . . ?
C4 C3 H3A 120.8 . . ?
C2 C3 H3A 120.8 . . ?
C3 C4 C5 121.12(17) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C6 C5 C4 121.95(18) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 117.11(17) . . ?
C5 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
N1 C7 C6 129.47(16) . . ?
N1 C7 C2 108.48(13) . . ?
C6 C7 C2 122.04(15) . . ?
N1 C8 C9 112.56(13) . . ?
N1 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C8 125.17(15) . . ?
C10 C9 H9 117.4 . . ?
C8 C9 H9 117.4 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?
C1 C11 N1 109.89(13) . . ?
C1 C11 C12 128.41(14) . . ?
N1 C11 C12 121.70(13) . . ?
N4 C12 N2 109.88(13) . . ?
N4 C12 C11 127.12(13) . . ?
N2 C12 C11 122.99(12) . . ?
C14 C13 C18 121.81(12) . . ?
C14 C13 N2 118.56(12) . . ?
C18 C13 N2 119.63(12) . . ?
C13 C14 C15 119.17(13) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C16 C15 C14 118.93(13) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C17 C16 C15 121.92(12) . . ?
C17 C16 Cl1 119.02(11) . . ?
C15 C16 Cl1 119.05(11) . . ?
C16 C17 C18 119.14(13) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 119.01(13) . . ?
C13 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
N3 C19 N2 110.96(13) . . ?
N3 C19 S1 128.93(11) . . ?
N2 C19 S1 120.08(11) . . ?
C21A C20A S1 104.37(14) . . ?
C21A C20A H20A 110.9 . . ?
S1 C20A H20A 110.9 . . ?
C21A C20A H20B 110.9 . . ?
S1 C20A H20B 110.9 . . ?
H20A C20A H20B 108.9 . . ?
C22A C21A C20A 141.2(5) . . ?
C22A C21A H21A 109.4 . . ?
C20A C21A H21A 109.4 . . ?
C21A C22A H22A 120.0 . . ?
C21A C22A H22B 120.0 . . ?
H22A C22A H22B 120.0 . . ?
C21B C20B S1 108.63(18) . . ?
C21B C20B H20C 110.0 . . ?
S1 C20B H20C 110.0 . . ?
C21B C20B H20D 110.0 . . ?
S1 C20B H20D 110.0 . . ?
H20C C20B H20D 108.3 . . ?
C22B C21B C20B 151.9(5) . . ?
C22B C21B H21B 104.1 . . ?
C20B C21B H21B 104.1 . . ?
C21B C22B H22C 120.0 . . ?
C21B C22B H22D 120.0 . . ?
H22C C22B H22D 120.0 . . ?
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
Cl1 C16 1.7389(13) . yes
S1 C19 1.7418(16) . yes
S1 C20B 1.8204(16) . yes
S1 C20A 1.8204(16) . yes
N1 C7 1.386(2) . yes
N1 C11 1.3938(19) . yes
N1 C8 1.457(2) . yes
N2 C19 1.3732(18) . yes
N2 C12 1.3802(18) . yes
N2 C13 1.4364(17) . yes
N3 C19 1.3124(18) . yes
N3 N4 1.4027(18) . yes
N4 C12 1.3190(17) . yes
C1 C11 1.373(2) . ?
C1 C2 1.429(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.410(2) . ?
C2 C7 1.411(2) . ?
C3 C4 1.384(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.399(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.400(2) . ?
C6 H6 0.9500 . ?
C8 C9 1.498(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.319(2) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9500 . ?
C10 H10B 0.9500 . ?
C11 C12 1.456(2) . ?
C13 C14 1.3857(19) . ?
C13 C18 1.3859(19) . ?
C14 C15 1.3932(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(2) . ?
C17 C18 1.3930(18) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20A C21A 1.546(4) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C22A 0.997(6) . ?
C21A H21A 0.9500 . ?
C22A H22A 0.9500 . ?
C22A H22B 0.9500 . ?
C20B C21B 1.502(4) . ?
C20B H20C 0.9900 . ?
C20B H20D 0.9900 . ?
C21B C22B 1.100(8) . ?
C21B H21B 0.9500 . ?
C22B H22C 0.9500 . ?
C22B H22D 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
_geom_torsion_publ_flag
C19 N3 N4 C12 0.40(16) . . . . ?
C11 C1 C2 C3 179.65(17) . . . . ?
C11 C1 C2 C7 -0.09(17) . . . . ?
C7 C2 C3 C4 -0.3(2) . . . . ?
C1 C2 C3 C4 -179.99(17) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?
C11 N1 C7 C6 179.50(16) . . . . ?
C8 N1 C7 C6 19.5(3) . . . . ?
C11 N1 C7 C2 -1.50(16) . . . . ?
C8 N1 C7 C2 -161.55(14) . . . . ?
C5 C6 C7 N1 178.69(16) . . . . ?
C5 C6 C7 C2 -0.2(2) . . . . ?
C3 C2 C7 N1 -178.79(14) . . . . ?
C1 C2 C7 N1 0.99(17) . . . . ?
C3 C2 C7 C6 0.3(2) . . . . ?
C1 C2 C7 C6 -179.93(15) . . . . ?
C7 N1 C8 C9 86.49(18) . . . . ?
C11 N1 C8 C9 -70.25(18) . . . . ?
N1 C8 C9 C10 -4.7(2) . . . . ?
C2 C1 C11 N1 -0.85(17) . . . . ?
C2 C1 C11 C12 178.87(14) . . . . ?
C7 N1 C11 C1 1.47(17) . . . . ?
C8 N1 C11 C1 161.52(14) . . . . ?
C7 N1 C11 C12 -178.27(13) . . . . ?
C8 N1 C11 C12 -18.2(2) . . . . ?
N3 N4 C12 N2 -0.12(16) . . . . ?
N3 N4 C12 C11 -179.59(14) . . . . ?
C19 N2 C12 N4 -0.18(16) . . . . ?
C13 N2 C12 N4 179.61(13) . . . . ?
C19 N2 C12 C11 179.31(13) . . . . ?
C13 N2 C12 C11 -0.9(2) . . . . ?
C1 C11 C12 N4 144.30(16) . . . . ?
N1 C11 C12 N4 -36.0(2) . . . . ?
C1 C11 C12 N2 -35.1(2) . . . . ?
N1 C11 C12 N2 144.59(14) . . . . ?
C19 N2 C13 C14 -77.30(19) . . . . ?
C12 N2 C13 C14 102.95(18) . . . . ?
C19 N2 C13 C18 102.18(17) . . . . ?
C12 N2 C13 C18 -77.6(2) . . . . ?
C18 C13 C14 C15 0.9(2) . . . . ?
N2 C13 C14 C15 -179.66(13) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
C14 C15 C16 C17 -1.0(2) . . . . ?
C14 C15 C16 Cl1 177.79(12) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
Cl1 C16 C17 C18 -178.41(11) . . . . ?
C14 C13 C18 C17 -1.5(2) . . . . ?
N2 C13 C18 C17 179.05(13) . . . . ?
C16 C17 C18 C13 0.9(2) . . . . ?
N4 N3 C19 N2 -0.53(17) . . . . ?
N4 N3 C19 S1 -178.63(11) . . . . ?
C12 N2 C19 N3 0.45(16) . . . . ?
C13 N2 C19 N3 -179.35(13) . . . . ?
C12 N2 C19 S1 178.74(11) . . . . ?
C13 N2 C19 S1 -1.1(2) . . . . ?
C20B S1 C19 N3 -0.58(17) . . . . ?
C20A S1 C19 N3 -0.58(17) . . . . ?
C20B S1 C19 N2 -178.53(12) . . . . ?
C20A S1 C19 N2 -178.53(12) . . . . ?
C19 S1 C20A C21A -153.66(15) . . . . ?
S1 C20A C21A C22A -131.4(7) . . . . ?
C19 S1 C20B C21B 167.0(2) . . . . ?
S1 C20B C21B C22B 116.6(11) . . . . ?
