#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/71/2227178.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_2227178
loop_
_publ_author_name
'Ramzan, Muhammad'
'Pervez, Humayun'
'Tahir, M. Nawaz'
'Yaqub, Muhammad'
'Iqbal, Mohammad S.'
_publ_section_title
;
 1-(2-Oxoindolin-3-ylidene)-4-[2-(trifluoromethoxy)phenyl]thiosemicarbazide
;
_journal_coeditor_code           BQ2229
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2447
_journal_paper_doi               10.1107/S1600536810034148
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C16 H11 F3 N4 O2 S'
_chemical_formula_moiety         'C16 H11 F3 N4 O2 S'
_chemical_formula_sum            'C16 H11 F3 N4 O2 S'
_chemical_formula_weight         380.35
_chemical_name_systematic
;
1-(2-Oxoindolin-3-ylidene)-4-[2-(trifluoromethoxy)phenyl]thiosemicarbazide
;
_space_group_IT_number           86
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.4746(8)
_cell_length_b                   13.4746(8)
_cell_length_c                   18.1073(10)
_cell_measurement_reflns_used    2321
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      3.10
_cell_volume                     3287.6(3)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009)'
_computing_publication_material
'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 7.50
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       ω
_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  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15673
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         3.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.393
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4051
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.159
_refine_ls_R_factor_all          0.1223
_refine_ls_R_factor_gt           0.0690
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0768P)²+2.2770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.2019
_reflns_number_gt                2321
_reflns_number_total             4051
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bq2229.cif
_cod_data_source_block           I
_cod_original_cell_volume        3287.7(3)
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               2227178
_cod_database_fobs_code          2227178
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -y,1/2+x,1/2+z
3 1/2-x,1/2-y,z
4 1/2+y,-x,1/2+z
5 -x,-y,-z
6 y,1/2-x,1/2-z
7 1/2+x,1/2+y,-z
8 1/2-y,x,1/2-z
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.12312(12) -0.17880(9) -0.07998(6) 0.1023(5) Uani d . 1 . .
O O1 0.13028(17) 0.12230(19) -0.19341(11) 0.0617(6) Uani d . 1 . .
O O2A 0.1645(8) -0.0082(5) 0.1781(4) 0.098(3) Uani d PD 0.642(10) A 1
C C16A 0.1209(8) 0.0557(10) 0.2175(6) 0.110(3) Uani d PD 0.642(10) A 1
F F1A 0.1590(10) 0.1485(9) 0.2063(6) 0.142(4) Uani d PDU 0.642(10) A 1
F F2A 0.0226(6) 0.0520(8) 0.2108(9) 0.256(8) Uani d PDU 0.642(10) A 1
F F3A 0.1494(6) 0.0461(6) 0.2903(2) 0.143(3) Uani d PDU 0.642(10) A 1
O O2B 0.1302(18) 0.0168(10) 0.1743(8) 0.146(9) Uani d PD 0.358(10) A 2
C C16B 0.1390(16) 0.0527(18) 0.2389(9) 0.110(3) Uani d PD 0.358(10) A 2
F F1B 0.1175(18) 0.1457(16) 0.2154(13) 0.155(9) Uani d PDU 0.358(10) A 2
F F2B 0.230(2) 0.0142(14) 0.246(2) 0.42(2) Uani d PDU 0.358(10) A 2
F F3B 0.0538(17) 0.0320(11) 0.2705(9) 0.184(9) Uani d PDU 0.358(10) A 2
C C1 0.1288(2) 0.1907(3) -0.14785(15) 0.0506(7) Uani d . 1 . .
C C2 0.1252(2) 0.1801(2) -0.06543(13) 0.0452(7) Uani d . 1 . .
C C3 0.1269(2) 0.2802(2) -0.03581(15) 0.0471(7) Uani d . 1 . .
C C4 0.1262(2) 0.3187(3) 0.03511(17) 0.0596(8) Uani d . 1 . .
H H4 0.1239 0.2771 0.0761 0.071 Uiso calc R 1 . .
C C5 0.1289(3) 0.4203(3) 0.0433(2) 0.0715(10) Uani d . 1 . .
H H5 0.1288 0.4474 0.0905 0.086 Uiso calc R 1 . .
C C6 0.1319(3) 0.4826(3) -0.0170(2) 0.0729(10) Uani d . 1 . .
H H6 0.1332 0.5509 -0.0095 0.087 Uiso calc R 1 . .
C C7 0.1330(3) 0.4460(3) -0.0883(2) 0.0639(9) Uani d . 1 . .
H H7 0.1351 0.4881 -0.1290 0.077 Uiso calc R 1 . .
C C8 0.1307(2) 0.3447(3) -0.09654(16) 0.0516(7) Uani d . 1 . .
C C9 0.1229(2) -0.0776(2) -0.02940(17) 0.0537(7) Uani d . 1 A .
C C10A 0.1224(4) -0.1399(3) 0.0985(2) 0.0673(11) Uani d PG 0.642(10) A 1
C C11A 0.1162(5) -0.2412(3) 0.0844(2) 0.0673(11) Uani d PG 0.642(10) A 1
H H11A 0.1136 -0.2640 0.0360 0.081 Uiso calc PR 0.642(10) A 1
C C12A 0.1139(4) -0.3082(3) 0.1428(3) 0.0673(11) Uani d PG 0.642(10) A 1
H H12A 0.1098 -0.3759 0.1333 0.081 Uiso calc PR 0.642(10) A 1
C C13A 0.1178(3) -0.2740(4) 0.2151(2) 0.0673(11) Uani d PG 0.642(10) A 1
H H13A 0.1163 -0.3189 0.2541 0.081 Uiso calc PR 0.642(10) A 1
C C14A 0.1240(4) -0.1728(4) 0.22919(19) 0.0673(11) Uani d PG 0.642(10) A 1
H H14A 0.1266 -0.1500 0.2776 0.081 Uiso calc PR 0.642(10) A 1
C C15A 0.1263(4) -0.1058(3) 0.1709(3) 0.0673(11) Uani d PGD 0.642(10) A 1
C C10B 0.1284(4) -0.1331(4) 0.1078(3) 0.0557(16) Uani d PG 0.358(10) A 2
C C11B 0.1090(6) -0.2343(4) 0.1039(4) 0.0557(16) Uani d PG 0.358(10) A 2
H H11B 0.0957 -0.2637 0.0585 0.067 Uiso calc PR 0.358(10) A 2
C C12B 0.1096(6) -0.2914(5) 0.1678(5) 0.0557(16) Uani d PG 0.358(10) A 2
H H12B 0.0967 -0.3591 0.1652 0.067 Uiso calc PR 0.358(10) A 2
C C13B 0.1296(5) -0.2474(6) 0.2356(4) 0.0557(16) Uani d PG 0.358(10) A 2
H H13B 0.1300 -0.2856 0.2784 0.067 Uiso calc PR 0.358(10) A 2
C C14B 0.1490(6) -0.1462(6) 0.2395(3) 0.0557(16) Uani d PG 0.358(10) A 2
H H14B 0.1623 -0.1167 0.2849 0.067 Uiso calc PR 0.358(10) A 2
C C15B 0.1484(5) -0.0890(5) 0.1756(3) 0.0557(16) Uani d PGD 0.358(10) A 2
N N1 0.13202(18) 0.2883(2) -0.16207(12) 0.0553(7) Uani d G 1 . .
H H1 0.1345 0.3134 -0.2057 0.066 Uiso calc R 1 . .
N N2 0.12204(17) 0.09849(19) -0.02780(12) 0.0475(6) Uani d . 1 . .
N N3 0.12066(19) 0.0127(2) -0.06555(13) 0.0528(7) Uani d . 1 . .
H H3 0.1184 0.0140 -0.1130 0.063 Uiso calc R 1 . .
N N4 0.12473(19) -0.0670(2) 0.04415(13) 0.0553(7) Uani d . 1 . .
H H4A 0.1278 -0.0069 0.0599 0.066 Uiso calc R 1 A 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'
F F 0.0171 0.0103 '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
C16A O2A C15A . . 121.0(9) ?
O2A C16A F2A . . 112.7(9) ?
O2A C16A F1A . . 111.4(11) ?
F2A C16A F1A . . 113.3(11) ?
O2A C16A F3A . . 110.2(10) ?
F2A C16A F3A . . 111.1(10) ?
F1A C16A F3A . . 97.1(9) ?
C16B O2B C15B . . 110.1(16) ?
O2B C16B F3B . . 103.8(18) ?
O2B C16B F2B . . 91.6(18) ?
F3B C16B F2B . . 133(3) ?
O2B C16B F1B . . 92.5(15) ?
F3B C16B F1B . . 98(2) ?
F2B C16B F1B . . 126(2) ?
O1 C1 N1 . . 127.0(3) ?
O1 C1 C2 . . 126.4(3) ?
N1 C1 C2 . . 106.5(3) ?
N2 C2 C3 . . 126.5(2) ?
N2 C2 C1 . . 127.2(3) ?
C3 C2 C1 . . 106.2(2) ?
C4 C3 C8 . . 119.7(3) ?
C4 C3 C2 . . 133.7(3) ?
C8 C3 C2 . . 106.6(2) ?
C5 C4 C3 . . 118.2(3) ?
C5 C4 H4 . . 120.9 ?
C3 C4 H4 . . 120.9 ?
C4 C5 C6 . . 121.4(3) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
C5 C6 C7 . . 121.6(4) ?
C5 C6 H6 . . 119.2 ?
C7 C6 H6 . . 119.2 ?
C8 C7 C6 . . 117.1(3) ?
C8 C7 H7 . . 121.5 ?
C6 C7 H7 . . 121.5 ?
C7 C8 C3 . . 122.1(3) ?
C7 C8 N1 . . 128.8(3) ?
C3 C8 N1 . . 109.1(3) ?
N4 C9 N3 . . 112.2(3) ?
N4 C9 S1 . . 130.0(3) ?
N3 C9 S1 . . 117.8(2) ?
C11A C10A C15A . . 120.0 ?
C11A C10A N4 . . 124.4(3) ?
C15A C10A N4 . . 115.6(3) ?
C10A C11A C12A . . 120.0 ?
C10A C11A H11A . . 120.0 ?
C12A C11A H11A . . 120.0 ?
C13A C12A C11A . . 120.0 ?
C13A C12A H12A . . 120.0 ?
C11A C12A H12A . . 120.0 ?
C12A C13A C14A . . 120.0 ?
C12A C13A H13A . . 120.0 ?
C14A C13A H13A . . 120.0 ?
C13A C14A C15A . . 120.0 ?
C13A C14A H14A . . 120.0 ?
C15A C14A H14A . . 120.0 ?
C14A C15A C10A . . 120.0 ?
C14A C15A O2A . . 122.7(4) ?
C10A C15A O2A . . 114.1(5) ?
C11B C10B C15B . . 120.0 ?
C11B C10B N4 . . 123.6(3) ?
C15B C10B N4 . . 116.4(3) ?
C12B C11B C10B . . 120.0 ?
C12B C11B H11B . . 120.0 ?
C10B C11B H11B . . 120.0 ?
C13B C12B C11B . . 120.0 ?
C13B C12B H12B . . 120.0 ?
C11B C12B H12B . . 120.0 ?
C12B C13B C14B . . 120.0 ?
C12B C13B H13B . . 120.0 ?
C14B C13B H13B . . 120.0 ?
C13B C14B C15B . . 120.0 ?
C13B C14B H14B . . 120.0 ?
C15B C14B H14B . . 120.0 ?
C14B C15B C10B . . 120.0 ?
C14B C15B O2B . . 124.1(6) ?
C10B C15B O2B . . 111.9(7) ?
C1 N1 C8 . . 111.5(2) ?
C1 N1 H1 . . 124.2 ?
C8 N1 H1 . . 124.2 ?
C2 N2 N3 . . 117.6(2) ?
N2 N3 C9 . . 121.1(2) ?
N2 N3 H3 . . 119.5 ?
C9 N3 H3 . . 119.5 ?
C9 N4 C10A . . 128.9(3) ?
C9 N4 C10B . . 136.2(4) ?
C10A N4 C10B . . 8.0(4) ?
C9 N4 H4A . . 115.6 ?
C10A N4 H4A . . 115.6 ?
C10B N4 H4A . . 108.1 ?
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
S1 C9 . 1.643(3) ?
O1 C1 . 1.237(4) ?
O2A C16A . 1.263(12) ?
O2A C15A . 1.418(8) ?
C16A F2A . 1.331(12) ?
C16A F1A . 1.367(13) ?
C16A F3A . 1.380(9) ?
O2B C16B . 1.271(17) ?
O2B C15B . 1.448(11) ?
C16B F3B . 1.314(19) ?
C16B F2B . 1.337(19) ?
C16B F1B . 1.35(2) ?
C1 N1 . 1.342(4) ?
C1 C2 . 1.500(4) ?
C2 N2 . 1.295(4) ?
C2 C3 . 1.452(4) ?
C3 C4 . 1.385(4) ?
C3 C8 . 1.403(4) ?
C4 C5 . 1.377(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.378(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.383(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.373(5) ?
C7 H7 . 0.9300 ?
C8 N1 . 1.409(4) ?
C9 N4 . 1.340(4) ?
C9 N3 . 1.382(4) ?
C10A C11A . 1.3900 ?
C10A C15A . 1.3900 ?
C10A N4 . 1.391(4) ?
C11A C12A . 1.3900 ?
C11A H11A . 0.9300 ?
C12A C13A . 1.3900 ?
C12A H12A . 0.9300 ?
C13A C14A . 1.3900 ?
C13A H13A . 0.9300 ?
C14A C15A . 1.3900 ?
C14A H14A . 0.9300 ?
C10B C11B . 1.3900 ?
C10B C15B . 1.3900 ?
C10B N4 . 1.457(4) ?
C11B C12B . 1.3900 ?
C11B H11B . 0.9300 ?
C12B C13B . 1.3900 ?
C12B H12B . 0.9300 ?
C13B C14B . 1.3900 ?
C13B H13B . 0.9300 ?
C14B C15B . 1.3900 ?
C14B H14B . 0.9300 ?
N1 H1 . 0.8600 ?
N2 N3 . 1.342(3) ?
N3 H3 . 0.8600 ?
N4 H4A . 0.8600 ?
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
N1 H1 O1 6_554 0.86 1.99 2.841(3) 173 yes
N3 H3 O1 . 0.86 2.07 2.748(3) 136 yes
N4 H4A O2A . 0.86 2.20 2.607(8) 109 yes
N4 H4A N2 . 0.86 2.13 2.583(4) 112 yes
C11A H11A S1 . 0.93 2.40 3.096(4) 132 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
C15A O2A C16A F2A . . . . -40.2(14) ?
C15A O2A C16A F1A . . . . -168.9(7) ?
C15A O2A C16A F3A . . . . 84.6(12) ?
C15B O2B C16B F3B . . . . -80(2) ?
C15B O2B C16B F2B . . . . 54(2) ?
C15B O2B C16B F1B . . . . -179.8(18) ?
O1 C1 C2 N2 . . . . -0.7(5) ?
N1 C1 C2 N2 . . . . -179.6(3) ?
O1 C1 C2 C3 . . . . 178.8(3) ?
N1 C1 C2 C3 . . . . -0.1(3) ?
N2 C2 C3 C4 . . . . 0.4(5) ?
C1 C2 C3 C4 . . . . -179.2(3) ?
N2 C2 C3 C8 . . . . 179.8(3) ?
C1 C2 C3 C8 . . . . 0.2(3) ?
C8 C3 C4 C5 . . . . 0.3(5) ?
C2 C3 C4 C5 . . . . 179.6(3) ?
C3 C4 C5 C6 . . . . 0.3(5) ?
C4 C5 C6 C7 . . . . -0.5(6) ?
C5 C6 C7 C8 . . . . 0.2(5) ?
C6 C7 C8 C3 . . . . 0.4(5) ?
C6 C7 C8 N1 . . . . -179.4(3) ?
C4 C3 C8 C7 . . . . -0.6(4) ?
C2 C3 C8 C7 . . . . 179.9(3) ?
C4 C3 C8 N1 . . . . 179.2(3) ?
C2 C3 C8 N1 . . . . -0.3(3) ?
C15A C10A C11A C12A . . . . 0.0 ?
N4 C10A C11A C12A . . . . -179.7(4) ?
C10A C11A C12A C13A . . . . 0.0 ?
C11A C12A C13A C14A . . . . 0.0 ?
C12A C13A C14A C15A . . . . 0.0 ?
C13A C14A C15A C10A . . . . 0.0 ?
C13A C14A C15A O2A . . . . -158.6(7) ?
C11A C10A C15A C14A . . . . 0.0 ?
N4 C10A C15A C14A . . . . 179.8(4) ?
C11A C10A C15A O2A . . . . 160.3(6) ?
N4 C10A C15A O2A . . . . -19.9(6) ?
C16A O2A C15A C14A . . . . -67.6(12) ?
C16A O2A C15A C10A . . . . 132.6(8) ?
C15B C10B C11B C12B . . . . 0.0 ?
N4 C10B C11B C12B . . . . -177.1(2) ?
C10B C11B C12B C13B . . . . 0.0 ?
C11B C12B C13B C14B . . . . 0.0 ?
C12B C13B C14B C15B . . . . 0.0 ?
C13B C14B C15B C10B . . . . 0.0 ?
C13B C14B C15B O2B . . . . 155.7(14) ?
C11B C10B C15B C14B . . . . 0.0 ?
N4 C10B C15B C14B . . . . 177.3(2) ?
C11B C10B C15B O2B . . . . -158.5(12) ?
N4 C10B C15B O2B . . . . 18.8(12) ?
C16B O2B C15B C14B . . . . 16(3) ?
C16B O2B C15B C10B . . . . 173.1(16) ?
O1 C1 N1 C8 . . . . -179.0(3) ?
C2 C1 N1 C8 . . . . -0.1(3) ?
C7 C8 N1 C1 . . . . -179.9(3) ?
C3 C8 N1 C1 . . . . 0.3(3) ?
C3 C2 N2 N3 . . . . 179.8(3) ?
C1 C2 N2 N3 . . . . -0.8(4) ?
C2 N2 N3 C9 . . . . 176.3(3) ?
N4 C9 N3 N2 . . . . 1.1(4) ?
S1 C9 N3 N2 . . . . -178.9(2) ?
N3 C9 N4 C10A . . . . 176.6(3) ?
S1 C9 N4 C10A . . . . -3.5(5) ?
N3 C9 N4 C10B . . . . -179.2(4) ?
S1 C9 N4 C10B . . . . 0.7(6) ?
C11A C10A N4 C9 . . . . -0.9(5) ?
C15A C10A N4 C9 . . . . 179.4(3) ?
C11A C10A N4 C10B . . . . -159(3) ?
C15A C10A N4 C10B . . . . 21(2) ?
C11B C10B N4 C9 . . . . -14.8(5) ?
C15B C10B N4 C9 . . . . 168.0(4) ?
C11B C10B N4 C10A . . . . 10(2) ?
C15B C10B N4 C10A . . . . -168(3) ?
