#------------------------------------------------------------------------------
#$Date: 2023-06-05 06:55:46 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284213 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/89/1568913.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_1568913
loop_
_publ_author_name
'Zhou, Li'
'Li, Yankun'
'Li, Shunian'
'Shi, Zhenwei'
'Zhang, Xue'
'Tung, Chen-Ho'
'Xu, Zhenghu'
_publ_section_title
;
 Asymmetric rhodium-catalyzed click cycloaddition to access C-N axially
 chiral N-triazolyl indoles.
;
_journal_issue                   19
_journal_name_full               'Chemical science'
_journal_page_first              5182
_journal_page_last               5187
_journal_paper_doi               10.1039/d3sc00610g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C31 H26 N4 O3 S'
_chemical_formula_sum            'C31 H26 N4 O3 S'
_chemical_formula_weight         534.62
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-07-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-07-25 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2557(5)
_cell_length_b                   14.5568(9)
_cell_length_c                   21.8087(12)
_cell_measurement_reflns_used    5787
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      68.519
_cell_measurement_theta_min      3.651
_cell_volume                     2620.9(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12512
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.513
_diffrn_reflns_theta_min         3.651
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.431
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0911 before and 0.0637 after correction.
The Ratio of minimum to maximum transmission is 0.8089.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       cube
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1684 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4693
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0350
_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)+(0.0382P)²+0.1959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0878
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                4270
_reflns_number_total             4693
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc00610g2.cif
_cod_data_source_block           cu_220715c_0m
_cod_depositor_comments
'Adding full bibliography for 1568912--1568913.cif.'
_cod_database_code               1568913
_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_max   0.972
_shelx_estimated_absorpt_t_min   0.958
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
1.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C10(H10), C12(H12), C14(H14), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28),
  C29(H29), C30(H30)
1.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C31(H31A,H31B,H31C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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 0.48285(9) 0.68004(4) 0.43455(3) 0.03328(18) Uani 1 1 d . . . . .
O1 O 0.8260(3) 0.35411(15) 0.20090(9) 0.0407(5) Uani 1 1 d . . . . .
O2 O 0.3344(2) 0.66905(16) 0.40114(10) 0.0456(5) Uani 1 1 d . . . . .
O3 O 0.5085(3) 0.76038(13) 0.47173(9) 0.0490(6) Uani 1 1 d . . . . .
N1 N 0.4482(3) 0.49841(15) 0.47047(9) 0.0295(5) Uani 1 1 d . . . . .
N2 N 0.1685(3) 0.48547(15) 0.43985(10) 0.0320(5) Uani 1 1 d . . . . .
N3 N 0.1768(3) 0.41643(17) 0.35348(10) 0.0368(6) Uani 1 1 d . . . . .
N4 N 0.0779(3) 0.45142(17) 0.39452(11) 0.0382(6) Uani 1 1 d . . . . .
C1 C 0.6466(3) 0.67044(19) 0.38379(11) 0.0276(6) Uani 1 1 d . . . . .
C2 C 0.4686(4) 0.40179(18) 0.33195(11) 0.0301(6) Uani 1 1 d . . . . .
C3 C 0.3339(4) 0.42896(19) 0.37211(12) 0.0308(6) Uani 1 1 d . . . . .
C4 C 0.6029(4) 0.5835(2) 0.53463(12) 0.0374(7) Uani 1 1 d . . . . .
H4 H 0.658189 0.633846 0.552746 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6045(4) 0.4901(2) 0.55560(11) 0.0354(7) Uani 1 1 d . . . . .
C6 C 0.7159(4) 0.3675(2) 0.24714(12) 0.0343(7) Uani 1 1 d . . . . .
C7 C 0.3279(3) 0.47273(18) 0.42799(11) 0.0301(6) Uani 1 1 d . . . . .
C8 C 0.5071(4) 0.58623(18) 0.48384(11) 0.0298(6) Uani 1 1 d . . . . .
C9 C 0.9320(4) 0.6798(2) 0.36754(12) 0.0359(6) Uani 1 1 d . . . . .
H9 H 1.037359 0.693490 0.382510 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8004(3) 0.6916(2) 0.40508(12) 0.0334(6) Uani 1 1 d . . . . .
H10 H 0.814509 0.714104 0.445605 0.040 Uiso 1 1 calc R U . . .
C11 C 0.9129(4) 0.6481(2) 0.30754(12) 0.0353(7) Uani 1 1 d . . . . .
C12 C 0.5559(4) 0.3504(2) 0.23193(12) 0.0418(8) Uani 1 1 d . . . . .
H12 H 0.529840 0.327159 0.192422 0.050 Uiso 1 1 calc R U . . .
C13 C 0.5063(4) 0.43936(19) 0.51578(11) 0.0331(6) Uani 1 1 d . . . . .
C14 C 0.4737(4) 0.3462(2) 0.52376(12) 0.0446(8) Uani 1 1 d . . . . .
H14 H 0.405360 0.313174 0.496509 0.053 Uiso 1 1 calc R U . . .
C15 C 0.1024(4) 0.4735(2) 0.54989(12) 0.0335(6) Uani 1 1 d . . . . .
C16 C 0.4345(4) 0.3667(2) 0.27363(12) 0.0414(7) Uani 1 1 d . . . . .
H16 H 0.325397 0.353985 0.262663 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6305(4) 0.4139(2) 0.34731(12) 0.0352(7) Uani 1 1 d . . . . .
H17 H 0.657394 0.434676 0.387339 0.042 Uiso 1 1 calc R U . . .
C18 C 0.6241(4) 0.6392(2) 0.32411(12) 0.0335(6) Uani 1 1 d . . . . .
H18 H 0.518765 0.625074 0.309371 0.040 Uiso 1 1 calc R U . . .
C19 C 0.7572(4) 0.6292(2) 0.28688(12) 0.0373(7) Uani 1 1 d . . . . .
H19 H 0.742381 0.608871 0.245872 0.045 Uiso 1 1 calc R U . . .
C20 C 0.6793(4) 0.4446(3) 0.60511(13) 0.0488(9) Uani 1 1 d . . . . .
H20 H 0.748816 0.476608 0.632449 0.059 Uiso 1 1 calc R U . . .
C21 C 0.0910(4) 0.5308(2) 0.49242(12) 0.0367(7) Uani 1 1 d . . . . .
H21A H -0.024415 0.542300 0.482794 0.044 Uiso 1 1 calc R U . . .
H21B H 0.143737 0.590944 0.499633 0.044 Uiso 1 1 calc R U . . .
C22 C 0.7544(4) 0.3966(2) 0.30561(13) 0.0379(7) Uani 1 1 d . . . . .
H22 H 0.864328 0.404617 0.317270 0.045 Uiso 1 1 calc R U . . .
C23 C 0.1501(4) 0.5111(2) 0.60443(14) 0.0467(8) Uani 1 1 d . . . . .
H23 H 0.178525 0.574253 0.606140 0.056 Uiso 1 1 calc R U . . .
C24 C 1.0595(4) 0.6334(2) 0.26796(15) 0.0510(9) Uani 1 1 d . . . . .
H24A H 1.131182 0.686819 0.271093 0.077 Uiso 1 1 calc R U . . .
H24B H 1.025586 0.625349 0.225230 0.077 Uiso 1 1 calc R U . . .
H24C H 1.117386 0.578324 0.281727 0.077 Uiso 1 1 calc R U . . .
C25 C 0.0606(5) 0.3814(2) 0.54878(14) 0.0528(10) Uani 1 1 d . . . . .
H25 H 0.025518 0.354063 0.511524 0.063 Uiso 1 1 calc R U . . .
C26 C 0.6487(5) 0.3524(3) 0.61269(13) 0.0535(10) Uani 1 1 d . . . . .
H26 H 0.698911 0.320613 0.645641 0.064 Uiso 1 1 calc R U . . .
C27 C 0.1177(4) 0.3671(3) 0.65526(14) 0.0511(9) Uani 1 1 d . . . . .
H27 H 0.123511 0.330642 0.691330 0.061 Uiso 1 1 calc R U . . .
C28 C 0.1576(5) 0.4586(3) 0.65706(15) 0.0599(10) Uani 1 1 d . . . . .
H28 H 0.190458 0.485834 0.694628 0.072 Uiso 1 1 calc R U . . .
C29 C 0.5465(5) 0.3045(2) 0.57348(13) 0.0544(10) Uani 1 1 d . . . . .
H29 H 0.526040 0.241333 0.581119 0.065 Uiso 1 1 calc R U . . .
C30 C 0.0697(5) 0.3292(3) 0.60127(15) 0.0580(10) Uani 1 1 d . . . . .
H30 H 0.042017 0.265891 0.599749 0.070 Uiso 1 1 calc R U . . .
C31 C 0.9886(4) 0.3804(2) 0.21266(15) 0.0531(9) Uani 1 1 d . . . . .
H31A H 1.054853 0.368297 0.176264 0.080 Uiso 1 1 calc R U . . .
H31B H 1.030679 0.344950 0.247384 0.080 Uiso 1 1 calc R U . . .
H31C H 0.992481 0.446053 0.222454 0.080 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O2 S1 O3 120.18(15) . . ?
O2 S1 C1 109.21(13) . . ?
O2 S1 C8 108.84(14) . . ?
O3 S1 C1 107.88(14) . . ?
O3 S1 C8 105.75(12) . . ?
C8 S1 C1 103.74(13) . . ?
C6 O1 C31 117.1(2) . . ?
C8 N1 C7 128.7(2) . . ?
C13 N1 C7 123.0(2) . . ?
C13 N1 C8 107.2(2) . . ?
N4 N2 C7 110.6(2) . . ?
N4 N2 C21 120.0(2) . . ?
C7 N2 C21 129.3(2) . . ?
N4 N3 C3 109.5(2) . . ?
N3 N4 N2 107.4(2) . . ?
C10 C1 S1 118.5(2) . . ?
C10 C1 C18 120.5(3) . . ?
C18 C1 S1 120.9(2) . . ?
C16 C2 C3 119.2(3) . . ?
C17 C2 C3 123.4(2) . . ?
C17 C2 C16 117.4(3) . . ?
N3 C3 C2 120.2(2) . . ?
N3 C3 C7 106.9(3) . . ?
C7 C3 C2 132.8(3) . . ?
C5 C4 H4 126.5 . . ?
C8 C4 H4 126.5 . . ?
C8 C4 C5 107.0(3) . . ?
C13 C5 C4 107.3(2) . . ?
C13 C5 C20 118.8(3) . . ?
C20 C5 C4 133.9(3) . . ?
O1 C6 C12 115.5(2) . . ?
O1 C6 C22 124.8(3) . . ?
C22 C6 C12 119.7(3) . . ?
N2 C7 N1 121.6(2) . . ?
N2 C7 C3 105.5(2) . . ?
C3 C7 N1 132.8(3) . . ?
N1 C8 S1 123.07(19) . . ?
C4 C8 S1 126.1(2) . . ?
C4 C8 N1 110.1(2) . . ?
C10 C9 H9 119.6 . . ?
C10 C9 C11 120.7(3) . . ?
C11 C9 H9 119.6 . . ?
C1 C10 H10 120.1 . . ?
C9 C10 C1 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C9 C11 C24 119.7(3) . . ?
C19 C11 C9 118.3(3) . . ?
C19 C11 C24 122.1(3) . . ?
C6 C12 H12 119.8 . . ?
C16 C12 C6 120.4(3) . . ?
C16 C12 H12 119.8 . . ?
N1 C13 C5 108.3(2) . . ?
C14 C13 N1 128.5(3) . . ?
C14 C13 C5 123.2(3) . . ?
C13 C14 H14 121.9 . . ?
C29 C14 C13 116.2(3) . . ?
C29 C14 H14 121.9 . . ?
C23 C15 C21 121.3(3) . . ?
C23 C15 C25 118.3(3) . . ?
C25 C15 C21 120.4(3) . . ?
C2 C16 H16 119.4 . . ?
C12 C16 C2 121.2(3) . . ?
C12 C16 H16 119.4 . . ?
C2 C17 H17 119.1 . . ?
C2 C17 C22 121.7(2) . . ?
C22 C17 H17 119.1 . . ?
C1 C18 H18 120.6 . . ?
C19 C18 C1 118.8(3) . . ?
C19 C18 H18 120.6 . . ?
C11 C19 H19 119.1 . . ?
C18 C19 C11 121.8(2) . . ?
C18 C19 H19 119.1 . . ?
C5 C20 H20 121.0 . . ?
C26 C20 C5 118.1(3) . . ?
C26 C20 H20 121.0 . . ?
N2 C21 C15 111.9(2) . . ?
N2 C21 H21A 109.2 . . ?
N2 C21 H21B 109.2 . . ?
C15 C21 H21A 109.2 . . ?
C15 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C6 C22 C17 119.4(3) . . ?
C6 C22 H22 120.3 . . ?
C17 C22 H22 120.3 . . ?
C15 C23 H23 119.5 . . ?
C15 C23 C28 121.0(3) . . ?
C28 C23 H23 119.5 . . ?
C11 C24 H24A 109.5 . . ?
C11 C24 H24B 109.5 . . ?
C11 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C15 C25 H25 119.8 . . ?
C30 C25 C15 120.4(3) . . ?
C30 C25 H25 119.8 . . ?
C20 C26 H26 119.1 . . ?
C20 C26 C29 121.8(3) . . ?
C29 C26 H26 119.1 . . ?
C28 C27 H27 120.4 . . ?
C30 C27 H27 120.4 . . ?
C30 C27 C28 119.2(3) . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.2(3) . . ?
C27 C28 H28 119.9 . . ?
C14 C29 C26 121.9(3) . . ?
C14 C29 H29 119.1 . . ?
C26 C29 H29 119.1 . . ?
C25 C30 H30 119.6 . . ?
C27 C30 C25 120.8(3) . . ?
C27 C30 H30 119.6 . . ?
O1 C31 H31A 109.5 . . ?
O1 C31 H31B 109.5 . . ?
O1 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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 O2 1.435(2) . ?
S1 O3 1.439(2) . ?
S1 C1 1.753(3) . ?
S1 C8 1.749(3) . ?
O1 C6 1.371(3) . ?
O1 C31 1.419(4) . ?
N1 C7 1.409(3) . ?
N1 C8 1.398(3) . ?
N1 C13 1.395(3) . ?
N2 N4 1.335(3) . ?
N2 C7 1.353(4) . ?
N2 C21 1.470(3) . ?
N3 N4 1.314(3) . ?
N3 C3 1.371(4) . ?
C1 C10 1.386(4) . ?
C1 C18 1.391(4) . ?
C2 C3 1.470(4) . ?
C2 C16 1.399(4) . ?
C2 C17 1.389(4) . ?
C3 C7 1.376(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.434(4) . ?
C4 C8 1.361(4) . ?
C5 C13 1.399(4) . ?
C5 C20 1.410(4) . ?
C6 C12 1.385(4) . ?
C6 C22 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.371(4) . ?
C9 C11 1.397(4) . ?
C10 H10 0.9500 . ?
C11 C19 1.389(4) . ?
C11 C24 1.502(4) . ?
C12 H12 0.9500 . ?
C12 C16 1.374(4) . ?
C13 C14 1.394(4) . ?
C14 H14 0.9500 . ?
C14 C29 1.380(4) . ?
C15 C21 1.509(4) . ?
C15 C23 1.367(4) . ?
C15 C25 1.385(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C17 C22 1.392(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.374(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C26 1.375(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C28 1.380(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 0.9500 . ?
C25 C30 1.376(4) . ?
C26 H26 0.9500 . ?
C26 C29 1.389(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(5) . ?
C27 C30 1.359(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
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 C1 C10 C9 176.4(2) . . . . ?
S1 C1 C18 C19 -177.3(2) . . . . ?
O1 C6 C12 C16 -176.2(3) . . . . ?
O1 C6 C22 C17 175.4(3) . . . . ?
O2 S1 C1 C10 171.2(2) . . . . ?
O2 S1 C1 C18 -11.1(3) . . . . ?
O2 S1 C8 N1 30.9(3) . . . . ?
O2 S1 C8 C4 -159.4(3) . . . . ?
O3 S1 C1 C10 39.0(3) . . . . ?
O3 S1 C1 C18 -143.3(2) . . . . ?
O3 S1 C8 N1 161.3(2) . . . . ?
O3 S1 C8 C4 -29.0(3) . . . . ?
N1 C13 C14 C29 -179.1(3) . . . . ?
N3 C3 C7 N1 175.7(3) . . . . ?
N3 C3 C7 N2 -0.8(3) . . . . ?
N4 N2 C7 N1 -176.6(2) . . . . ?
N4 N2 C7 C3 0.4(3) . . . . ?
N4 N2 C21 C15 108.8(3) . . . . ?
N4 N3 C3 C2 -175.5(2) . . . . ?
N4 N3 C3 C7 1.0(3) . . . . ?
C1 S1 C8 N1 -85.3(3) . . . . ?
C1 S1 C8 C4 84.4(3) . . . . ?
C1 C18 C19 C11 1.0(4) . . . . ?
C2 C3 C7 N1 -8.4(5) . . . . ?
C2 C3 C7 N2 175.1(3) . . . . ?
C2 C17 C22 C6 0.8(5) . . . . ?
C3 N3 N4 N2 -0.7(3) . . . . ?
C3 C2 C16 C12 172.4(3) . . . . ?
C3 C2 C17 C22 -173.0(3) . . . . ?
C4 C5 C13 N1 1.4(3) . . . . ?
C4 C5 C13 C14 -177.1(3) . . . . ?
C4 C5 C20 C26 177.7(3) . . . . ?
C5 C4 C8 S1 -171.7(2) . . . . ?
C5 C4 C8 N1 -0.8(3) . . . . ?
C5 C13 C14 C29 -1.0(5) . . . . ?
C5 C20 C26 C29 -0.5(5) . . . . ?
C6 C12 C16 C2 0.7(5) . . . . ?
C7 N1 C8 S1 -19.0(4) . . . . ?
C7 N1 C8 C4 169.8(3) . . . . ?
C7 N1 C13 C5 -170.8(2) . . . . ?
C7 N1 C13 C14 7.6(5) . . . . ?
C7 N2 N4 N3 0.2(3) . . . . ?
C7 N2 C21 C15 -72.7(4) . . . . ?
C8 S1 C1 C10 -72.9(2) . . . . ?
C8 S1 C1 C18 104.8(2) . . . . ?
C8 N1 C7 N2 -76.6(4) . . . . ?
C8 N1 C7 C3 107.4(4) . . . . ?
C8 N1 C13 C5 -1.9(3) . . . . ?
C8 N1 C13 C14 176.5(3) . . . . ?
C8 C4 C5 C13 -0.4(3) . . . . ?
C8 C4 C5 C20 -179.7(3) . . . . ?
C9 C11 C19 C18 -1.4(5) . . . . ?
C10 C1 C18 C19 0.4(4) . . . . ?
C10 C9 C11 C19 0.4(5) . . . . ?
C10 C9 C11 C24 -178.3(3) . . . . ?
C11 C9 C10 C1 1.0(4) . . . . ?
C12 C6 C22 C17 -4.1(5) . . . . ?
C13 N1 C7 N2 89.8(3) . . . . ?
C13 N1 C7 C3 -86.2(4) . . . . ?
C13 N1 C8 S1 172.9(2) . . . . ?
C13 N1 C8 C4 1.7(3) . . . . ?
C13 C5 C20 C26 -1.5(5) . . . . ?
C13 C14 C29 C26 -1.2(5) . . . . ?
C15 C23 C28 C27 0.3(6) . . . . ?
C15 C25 C30 C27 0.8(6) . . . . ?
C16 C2 C3 N3 2.7(4) . . . . ?
C16 C2 C3 C7 -172.8(3) . . . . ?
C16 C2 C17 C22 3.2(4) . . . . ?
C17 C2 C3 N3 178.8(3) . . . . ?
C17 C2 C3 C7 3.3(5) . . . . ?
C17 C2 C16 C12 -3.9(5) . . . . ?
C18 C1 C10 C9 -1.4(4) . . . . ?
C20 C5 C13 N1 -179.2(3) . . . . ?
C20 C5 C13 C14 2.3(5) . . . . ?
C20 C26 C29 C14 1.9(6) . . . . ?
C21 N2 N4 N3 179.0(2) . . . . ?
C21 N2 C7 N1 4.7(4) . . . . ?
C21 N2 C7 C3 -178.3(3) . . . . ?
C21 C15 C23 C28 178.9(3) . . . . ?
C21 C15 C25 C30 -179.5(3) . . . . ?
C22 C6 C12 C16 3.4(5) . . . . ?
C23 C15 C21 N2 132.9(3) . . . . ?
C23 C15 C25 C30 -1.0(6) . . . . ?
C24 C11 C19 C18 177.3(3) . . . . ?
C25 C15 C21 N2 -48.7(4) . . . . ?
C25 C15 C23 C28 0.4(5) . . . . ?
C28 C27 C30 C25 -0.1(6) . . . . ?
C30 C27 C28 C23 -0.5(6) . . . . ?
C31 O1 C6 C12 173.4(3) . . . . ?
C31 O1 C6 C22 -6.2(4) . . . . ?
