#------------------------------------------------------------------------------
#$Date: 2021-06-23 07:04:32 +0300 (Wed, 23 Jun 2021) $
#$Revision: 266632 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/30/7243092.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_7243092
loop_
_publ_author_name
'Cao, Xian-Ting'
'Wei, Su-Ning'
'Sun, Hao-Tian'
'Li, Meng'
'Zheng, Zuo-Ling'
'Wang, Guannan'
_publ_section_title
;
 Iridium-catalyzed regioselective C--H sulfonamidation of
 1,2,4-thiadiazoles with sulfonyl azides in water
;
_journal_issue                   36
_journal_name_full               'RSC Advances'
_journal_page_first              22000
_journal_page_last               22004
_journal_paper_doi               10.1039/D1RA04450H
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C21 H17 N3 O2 S2'
_chemical_formula_sum            'C21 H17 N3 O2 S2'
_chemical_formula_weight         407.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-12-11
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2021-05-05 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                92.4680(10)
_cell_angle_beta                 98.2970(10)
_cell_angle_gamma                99.7790(10)
_cell_formula_units_Z            2
_cell_length_a                   7.46420(10)
_cell_length_b                   11.1508(2)
_cell_length_c                   11.6693(2)
_cell_measurement_reflns_used    5810
_cell_measurement_temperature    293(14)
_cell_measurement_theta_max      73.7550
_cell_measurement_theta_min      5.3760
_cell_volume                     944.85(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293(14)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  15.00   0.50    0.50    --    0.00 -38.00 -90.00   52
  2  ω     -8.00  21.00   0.50    0.50    --    0.00 -57.00-150.00   58
  3  ω    -25.00   1.00   0.50    0.50    --    0.00 -38.00   0.00   52
  4  ω    -88.00 -24.00   0.50    0.50    --    0.00 -38.00 -90.00  128
  5  ω    -87.00 -50.00   0.50    0.50    --    0.00 -38.00   0.00   74
  6  ω    -89.00 -28.00   0.50    0.50    --    0.00 -57.00-150.00  122
  7  ω     11.00  44.00   0.50    0.50    --   95.20 -61.00  90.00   66
  8  ω     11.00 115.00   0.50    0.50    --   95.20 -61.00  30.00  208
  9  ω      7.00 108.00   0.50    0.50    --   95.20 -30.00-120.00  202
 10  ω     25.00  56.00   0.50    0.50    --   95.20 -82.00  30.00   62
 11  ω     77.00 127.00   0.50    0.50    --   95.20 -82.00  30.00  100
 12  ω     10.00  98.00   0.50    0.50    --   95.20 -61.00-120.00  176
 13  ω     62.00 127.00   0.50    0.50    --   95.20 -82.00-120.00  130
 14  ω     81.00 185.00   0.50    0.50    --   95.20  15.00   0.00  208
 15  ω     61.00 104.00   0.50    0.50    --   95.20 -61.00  90.00   86
 16  ω      7.00  50.00   0.50    0.50    --   95.20 -82.00-120.00   86
 17  ω     15.00 117.00   0.50    0.50    --   95.20 -82.00 150.00  204
 18  ω      6.00  64.00   0.50    0.50    --   95.20 -30.00 150.00  116
 19  ω     87.00 112.00   0.50    0.50    --   95.20 -82.00 -60.00   50
 20  ω     16.00  41.00   0.50    0.50    --   95.20 -77.00 120.00   50
 21  ω     87.00 112.00   0.50    0.50    --   95.20 -77.00 120.00   50
 22  ω    124.00 149.00   0.50    0.50    --   95.20  30.00 -90.00   50
 23  ω     68.00 104.00   0.50    0.50    --   95.20 -30.00 -30.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0675510000
_diffrn_orient_matrix_UB_12      -0.1070777000
_diffrn_orient_matrix_UB_13      -0.0581204000
_diffrn_orient_matrix_UB_21      0.0496225000
_diffrn_orient_matrix_UB_22      0.0796106000
_diffrn_orient_matrix_UB_23      -0.0994565000
_diffrn_orient_matrix_UB_31      0.1946878000
_diffrn_orient_matrix_UB_32      0.0441108000
_diffrn_orient_matrix_UB_33      0.0679389000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8588
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.257
_diffrn_reflns_theta_min         3.837
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0061(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0464
_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)+(0.0771P)²+0.1888P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1330
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3189
_reflns_number_total             3682
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra04450h2.cif
_cod_data_source_block           xj-1
_cod_database_code               7243092
_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.
;
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.830
_oxdiff_exptl_absorpt_empirical_full_min 0.394
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.41710(7) 0.02359(4) 0.70549(5) 0.04949(18) Uani 1 1 d . . . . .
S2 S 0.64415(9) 0.34186(5) 0.38030(5) 0.0607(2) Uani 1 1 d . . . . .
O1 O 0.3365(2) -0.03576(14) 0.59436(15) 0.0643(5) Uani 1 1 d . . . . .
O2 O 0.3075(2) 0.02756(16) 0.79600(16) 0.0650(4) Uani 1 1 d . . . . .
N1 N 0.5009(3) 0.16151(15) 0.67745(15) 0.0506(4) Uani 1 1 d . . . . .
H1 H 0.5088 0.1719 0.6056 0.061 Uiso 1 1 calc R . . . .
N2 N 0.7359(2) 0.49668(14) 0.55072(14) 0.0436(4) Uani 1 1 d . . . . .
N3 N 0.5922(3) 0.29673(15) 0.50546(15) 0.0535(4) Uani 1 1 d . . . . .
C1 C 0.5623(3) 0.26599(17) 0.75340(17) 0.0437(4) Uani 1 1 d . . . . .
C2 C 0.6303(3) 0.37697(17) 0.70770(17) 0.0425(4) Uani 1 1 d . . . . .
C3 C 0.6505(3) 0.38822(16) 0.58521(17) 0.0419(4) Uani 1 1 d . . . . .
C4 C 0.7435(3) 0.48556(16) 0.43975(17) 0.0431(4) Uani 1 1 d . . . . .
C6 C 0.8269(3) 0.58410(17) 0.37390(17) 0.0433(4) Uani 1 1 d . . . . .
C7 C 0.8944(4) 0.6985(2) 0.4293(2) 0.0609(6) Uani 1 1 d . . . . .
H7 H 0.8870 0.7120 0.5076 0.073 Uiso 1 1 calc R . . . .
C8 C 0.9723(4) 0.7924(2) 0.3693(2) 0.0684(7) Uani 1 1 d . . . . .
H8 H 1.0181 0.8688 0.4074 0.082 Uiso 1 1 calc R . . . .
C9 C 0.9826(3) 0.7737(2) 0.2534(2) 0.0595(6) Uani 1 1 d . . . . .
H9 H 1.0330 0.8375 0.2126 0.071 Uiso 1 1 calc R . . . .
C10 C 0.9187(3) 0.6613(2) 0.1989(2) 0.0634(6) Uani 1 1 d . . . . .
H10 H 0.9277 0.6483 0.1209 0.076 Uiso 1 1 calc R . . . .
C11 C 0.8404(3) 0.5659(2) 0.2575(2) 0.0568(5) Uani 1 1 d . . . . .
H11 H 0.7967 0.4896 0.2189 0.068 Uiso 1 1 calc R . . . .
C12 C 0.6847(3) 0.4814(2) 0.78346(19) 0.0532(5) Uani 1 1 d . . . . .
H12 H 0.7277 0.5552 0.7540 0.064 Uiso 1 1 calc R . . . .
C13 C 0.6766(4) 0.4786(2) 0.9000(2) 0.0644(6) Uani 1 1 d . . . . .
H13 H 0.7125 0.5495 0.9487 0.077 Uiso 1 1 calc R . . . .
C14 C 0.6139(4) 0.3684(2) 0.9439(2) 0.0640(6) Uani 1 1 d . . . . .
H14 H 0.6101 0.3652 1.0230 0.077 Uiso 1 1 calc R . . . .
C15 C 0.5574(3) 0.2637(2) 0.87219(19) 0.0558(5) Uani 1 1 d . . . . .
H15 H 0.5154 0.1907 0.9032 0.067 Uiso 1 1 calc R . . . .
C16 C 0.6058(3) -0.04454(17) 0.75864(17) 0.0443(4) Uani 1 1 d . . . . .
C17 C 0.7228(3) -0.07423(19) 0.68449(18) 0.0499(5) Uani 1 1 d . . . . .
H17 H 0.7023 -0.0582 0.6066 0.060 Uiso 1 1 calc R . . . .
C18 C 0.8707(3) -0.1280(2) 0.7272(2) 0.0543(5) Uani 1 1 d . . . . .
H18 H 0.9507 -0.1465 0.6776 0.065 Uiso 1 1 calc R . . . .
C19 C 0.9015(3) -0.15472(19) 0.8423(2) 0.0549(5) Uani 1 1 d . . . . .
C20 C 0.7828(4) -0.1249(3) 0.9145(2) 0.0699(7) Uani 1 1 d . . . . .
H20 H 0.8021 -0.1420 0.9921 0.084 Uiso 1 1 calc R . . . .
C21 C 0.6352(4) -0.0699(2) 0.8739(2) 0.0640(6) Uani 1 1 d . . . . .
H21 H 0.5566 -0.0501 0.9239 0.077 Uiso 1 1 calc R . . . .
C22 C 1.0612(4) -0.2150(3) 0.8873(3) 0.0777(8) Uani 1 1 d . . . . .
H22A H 1.0254 -0.3019 0.8741 0.117 Uiso 1 1 calc GR . . . .
H22B H 1.0969 -0.1940 0.9690 0.117 Uiso 1 1 calc GR . . . .
H22C H 1.1629 -0.1876 0.8475 0.117 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0180 0.0090 '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 0.0310 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0490 0.0320 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3330 0.5570 '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
O1 S1 N1 104.38(9) . . ?
O1 S1 C16 107.94(10) . . ?
O2 S1 O1 120.00(11) . . ?
O2 S1 N1 109.72(10) . . ?
O2 S1 C16 107.45(10) . . ?
N1 S1 C16 106.63(9) . . ?
N3 S2 C4 92.34(9) . . ?
S1 N1 H1 115.3 . . ?
C1 N1 S1 129.36(15) . . ?
C1 N1 H1 115.3 . . ?
C4 N2 C3 109.45(16) . . ?
C3 N3 S2 108.76(14) . . ?
N1 C1 C2 118.82(18) . . ?
C15 C1 N1 122.04(19) . . ?
C15 C1 C2 119.14(19) . . ?
C1 C2 C3 123.60(17) . . ?
C12 C2 C1 118.34(19) . . ?
C12 C2 C3 118.05(18) . . ?
N2 C3 C2 119.61(17) . . ?
N3 C3 N2 117.77(18) . . ?
N3 C3 C2 122.60(17) . . ?
N2 C4 S2 111.68(14) . . ?
N2 C4 C6 124.09(18) . . ?
C6 C4 S2 124.23(15) . . ?
C7 C6 C4 119.37(19) . . ?
C7 C6 C11 118.7(2) . . ?
C11 C6 C4 121.91(19) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.5(2) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.1(2) . . ?
C11 C10 H10 119.5 . . ?
C6 C11 H11 120.0 . . ?
C10 C11 C6 119.9(2) . . ?
C10 C11 H11 120.0 . . ?
C2 C12 H12 119.0 . . ?
C13 C12 C2 122.1(2) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.9(2) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 H14 119.5 . . ?
C1 C15 H15 119.7 . . ?
C14 C15 C1 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C17 C16 S1 119.94(15) . . ?
C21 C16 S1 119.95(17) . . ?
C21 C16 C17 120.10(19) . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.47(19) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.1(2) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C22 120.7(2) . . ?
C20 C19 C18 118.4(2) . . ?
C20 C19 C22 121.0(2) . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.4(2) . . ?
C21 C20 H20 119.3 . . ?
C16 C21 C20 119.5(2) . . ?
C16 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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
S1 O1 1.4308(17) . ?
S1 O2 1.4298(17) . ?
S1 N1 1.6246(17) . ?
S1 C16 1.760(2) . ?
S2 N3 1.6423(19) . ?
S2 C4 1.7179(19) . ?
N1 H1 0.8600 . ?
N1 C1 1.402(3) . ?
N2 C3 1.373(2) . ?
N2 C4 1.306(2) . ?
N3 C3 1.322(3) . ?
C1 C2 1.412(3) . ?
C1 C15 1.393(3) . ?
C2 C3 1.467(3) . ?
C2 C12 1.396(3) . ?
C4 C6 1.471(3) . ?
C6 C7 1.384(3) . ?
C6 C11 1.385(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.378(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.375(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.357(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.371(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.383(3) . ?
C16 C21 1.380(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(3) . ?
C19 C20 1.377(3) . ?
C19 C22 1.507(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
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
S1 N1 C1 C2 179.99(14) . . . . ?
S1 N1 C1 C15 -0.3(3) . . . . ?
S1 C16 C17 C18 -179.88(15) . . . . ?
S1 C16 C21 C20 179.2(2) . . . . ?
S2 N3 C3 N2 0.6(2) . . . . ?
S2 N3 C3 C2 -178.19(15) . . . . ?
S2 C4 C6 C7 176.54(17) . . . . ?
S2 C4 C6 C11 -3.5(3) . . . . ?
O1 S1 N1 C1 165.80(18) . . . . ?
O1 S1 C16 C17 41.09(19) . . . . ?
O1 S1 C16 C21 -137.98(19) . . . . ?
O2 S1 N1 C1 36.0(2) . . . . ?
O2 S1 C16 C17 171.85(16) . . . . ?
O2 S1 C16 C21 -7.2(2) . . . . ?
N1 S1 C16 C17 -70.57(18) . . . . ?
N1 S1 C16 C21 110.4(2) . . . . ?
N1 C1 C2 C3 -3.6(3) . . . . ?
N1 C1 C2 C12 177.67(17) . . . . ?
N1 C1 C15 C14 -178.3(2) . . . . ?
N2 C4 C6 C7 -3.4(3) . . . . ?
N2 C4 C6 C11 176.51(19) . . . . ?
N3 S2 C4 N2 0.01(15) . . . . ?
N3 S2 C4 C6 -179.96(16) . . . . ?
C1 C2 C3 N2 -173.06(17) . . . . ?
C1 C2 C3 N3 5.7(3) . . . . ?
C1 C2 C12 C13 1.1(3) . . . . ?
C2 C1 C15 C14 1.4(3) . . . . ?
C2 C12 C13 C14 0.6(4) . . . . ?
C3 N2 C4 S2 0.3(2) . . . . ?
C3 N2 C4 C6 -179.73(16) . . . . ?
C3 C2 C12 C13 -177.8(2) . . . . ?
C4 S2 N3 C3 -0.33(16) . . . . ?
C4 N2 C3 N3 -0.6(2) . . . . ?
C4 N2 C3 C2 178.22(16) . . . . ?
C4 C6 C7 C8 -179.7(2) . . . . ?
C4 C6 C11 C10 179.57(19) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
C7 C6 C11 C10 -0.5(3) . . . . ?
C7 C8 C9 C10 -1.3(4) . . . . ?
C8 C9 C10 C11 1.2(4) . . . . ?
C9 C10 C11 C6 -0.3(4) . . . . ?
C11 C6 C7 C8 0.4(4) . . . . ?
C12 C2 C3 N2 5.7(3) . . . . ?
C12 C2 C3 N3 -175.56(19) . . . . ?
C12 C13 C14 C15 -1.2(4) . . . . ?
C13 C14 C15 C1 0.2(4) . . . . ?
C15 C1 C2 C3 176.70(18) . . . . ?
C15 C1 C2 C12 -2.0(3) . . . . ?
C16 S1 N1 C1 -80.1(2) . . . . ?
C16 C17 C18 C19 1.2(3) . . . . ?
C17 C16 C21 C20 0.1(4) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C17 C18 C19 C22 179.0(2) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C19 C20 C21 C16 0.2(4) . . . . ?
C21 C16 C17 C18 -0.8(3) . . . . ?
C22 C19 C20 C21 -179.7(3) . . . . ?
