#------------------------------------------------------------------------------
#$Date: 2017-10-28 07:33:54 +0300 (Sat, 28 Oct 2017) $
#$Revision: 202400 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/59/7155953.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_7155953
loop_
_publ_author_name
'He, Wei'
'Zhuang, Junpeng'
'Du, Hongguang'
'Yang, Zhanhui'
'Xu, Jiaxi'
_publ_section_title
;
 Stereochemistry and mechanistic insights in the [2t + 2i + 2i]
 annulations of thioketenes and imines
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB02212C
_journal_year                    2017
_chemical_formula_moiety         'C26 H30 N2 S, C2.3333'
_chemical_formula_sum            'C28.33 H30 N2 S'
_chemical_formula_weight         430.60
_chemical_melting_point          452.1(10)
_chemical_name_common
6H,8H-pyrimido[2,1-a:4,3-a']diisoquinoline-6-thione
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-11-11
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2017-09-01 deposited with the CCDC.
2017-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   35.4337(15)
_cell_length_b                   35.4337(15)
_cell_length_c                   9.6326(4)
_cell_measurement_reflns_used    3431
_cell_measurement_temperature    109.6
_cell_measurement_theta_max      29.1972
_cell_measurement_theta_min      3.0359
_cell_volume                     10473.9(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      109.6
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -60.00   -7.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0609  -37.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
  2 omega    4.00   83.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2952   37.0000   30.0000 79
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0098174000
_diffrn_orient_matrix_UB_12      0.0229539000
_diffrn_orient_matrix_UB_13      -0.0063183000
_diffrn_orient_matrix_UB_21      0.0165202000
_diffrn_orient_matrix_UB_22      0.0004082000
_diffrn_orient_matrix_UB_23      -0.0426462000
_diffrn_orient_matrix_UB_31      -0.0128472000
_diffrn_orient_matrix_UB_32      -0.0027178000
_diffrn_orient_matrix_UB_33      -0.0596836000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8312
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         3.04
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4140
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         4562
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0465
_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)+(0.0453P)²+18.9210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1125
_reflns_number_gt                3820
_reflns_number_total             4562
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ob02212c3.cif
_cod_data_source_block           exp_4624
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '178-180 deg' was changed to
'452.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               7155953
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'
10 '-x, -y, -z'
11 'y, -x+y, -z'
12 'x-y, x, -z'
13 '-x+2/3, -y+1/3, -z+1/3'
14 'y+2/3, -x+y+1/3, -z+1/3'
15 'x-y+2/3, x+1/3, -z+1/3'
16 '-x+1/3, -y+2/3, -z+2/3'
17 'y+1/3, -x+y+2/3, -z+2/3'
18 'x-y+1/3, x+2/3, -z+2/3'
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
S1 S 0.228701(15) 0.097779(15) 0.68579(4) 0.01878(13) Uani 1 1 d . . .
N1 N 0.24387(5) 0.11417(5) 0.25156(14) 0.0134(3) Uani 1 1 d . . .
C3 C 0.28704(6) 0.13920(6) 0.31798(17) 0.0135(4) Uani 1 1 d . . .
H3 H 0.3071 0.1342 0.2615 0.016 Uiso 1 1 calc R . .
C13 C 0.18733(6) 0.03911(6) 0.19124(18) 0.0148(4) Uani 1 1 d . . .
C1 C 0.24253(6) 0.09200(6) 0.52411(18) 0.0148(4) Uani 1 1 d . . .
C12 C 0.22582(6) 0.06835(6) 0.28365(17) 0.0139(4) Uani 1 1 d . . .
H12 H 0.2487 0.0611 0.2660 0.017 Uiso 1 1 calc R . .
N2 N 0.21493(5) 0.06103(5) 0.43612(14) 0.0145(3) Uani 1 1 d . . .
C21 C 0.31570(6) 0.09848(6) 0.47549(17) 0.0144(4) Uani 1 1 d . . .
H21 H 0.3052 0.0761 0.4029 0.017 Uiso 1 1 calc R . .
C2 C 0.28814(6) 0.12194(6) 0.46893(17) 0.0137(4) Uani 1 1 d . . .
H2 H 0.3021 0.1473 0.5306 0.016 Uiso 1 1 calc R . .
C5 C 0.27789(6) 0.20492(6) 0.26412(18) 0.0164(4) Uani 1 1 d . . .
C16 C 0.17035(6) 0.02961(6) 0.48024(18) 0.0181(4) Uani 1 1 d . . .
H16A H 0.1522 0.0428 0.4723 0.022 Uiso 1 1 calc R . .
H16B H 0.1705 0.0219 0.5768 0.022 Uiso 1 1 calc R . .
C14 C 0.15250(6) 0.00019(6) 0.24086(18) 0.0174(4) Uani 1 1 d . . .
C6 C 0.23105(6) 0.17476(6) 0.22246(19) 0.0185(4) Uani 1 1 d . . .
H6A H 0.2291 0.1719 0.1222 0.022 Uiso 1 1 calc R . .
H6B H 0.2133 0.1870 0.2520 0.022 Uiso 1 1 calc R . .
C26 C 0.36412(6) 0.13135(6) 0.44785(19) 0.0171(4) Uani 1 1 d . . .
H26A H 0.3671 0.1430 0.3548 0.021 Uiso 1 1 calc R . .
H26B H 0.3738 0.1554 0.5127 0.021 Uiso 1 1 calc R . .
C15 C 0.15156(6) -0.01114(6) 0.39175(19) 0.0201(4) Uani 1 1 d . . .
H15A H 0.1684 -0.0256 0.4054 0.024 Uiso 1 1 calc R . .
H15B H 0.1218 -0.0310 0.4199 0.024 Uiso 1 1 calc R . .
C8 C 0.34705(6) 0.21733(6) 0.34996(17) 0.0167(4) Uani 1 1 d . . .
H8 H 0.3644 0.2065 0.3832 0.020 Uiso 1 1 calc R . .
C9 C 0.36443(6) 0.26203(6) 0.33924(18) 0.0188(4) Uani 1 1 d . . .
H9 H 0.3933 0.2809 0.3636 0.023 Uiso 1 1 calc R . .
C11 C 0.29568(6) 0.25012(6) 0.25518(19) 0.0203(4) Uani 1 1 d . . .
H11 H 0.2784 0.2612 0.2239 0.024 Uiso 1 1 calc R . .
C4 C 0.30389(6) 0.18810(6) 0.31193(17) 0.0144(4) Uani 1 1 d . . .
C17 C 0.18854(6) 0.05007(6) 0.05114(18) 0.0173(4) Uani 1 1 d . . .
H17 H 0.2118 0.0758 0.0175 0.021 Uiso 1 1 calc R . .
C20 C 0.11911(6) -0.02695(6) 0.15027(19) 0.0211(4) Uani 1 1 d . . .
H20 H 0.0958 -0.0527 0.1833 0.025 Uiso 1 1 calc R . .
C10 C 0.33855(6) 0.27860(6) 0.29191(19) 0.0206(4) Uani 1 1 d . . .
H10 H 0.3499 0.3085 0.2850 0.025 Uiso 1 1 calc R . .
C7 C 0.21414(6) 0.13039(6) 0.28792(18) 0.0162(4) Uani 1 1 d . . .
H7A H 0.2127 0.1325 0.3880 0.019 Uiso 1 1 calc R . .
H7B H 0.1850 0.1104 0.2539 0.019 Uiso 1 1 calc R . .
C22 C 0.31114(6) 0.07634(6) 0.61620(18) 0.0192(4) Uani 1 1 d . . .
H22A H 0.3184 0.0977 0.6895 0.023 Uiso 1 1 calc R . .
H22B H 0.2810 0.0537 0.6290 0.023 Uiso 1 1 calc R . .
C24 C 0.38795(6) 0.08987(7) 0.6036(2) 0.0245(4) Uani 1 1 d . . .
H24A H 0.4055 0.0759 0.6076 0.029 Uiso 1 1 calc R . .
H24B H 0.3981 0.1119 0.6756 0.029 Uiso 1 1 calc R . .
C18 C 0.15520(6) 0.02264(6) -0.03807(19) 0.0193(4) Uani 1 1 d . . .
H18 H 0.1562 0.0301 -0.1311 0.023 Uiso 1 1 calc R . .
C23 C 0.34034(6) 0.05617(6) 0.6290(2) 0.0212(4) Uani 1 1 d . . .
H23A H 0.3372 0.0439 0.7212 0.025 Uiso 1 1 calc R . .
H23B H 0.3311 0.0327 0.5622 0.025 Uiso 1 1 calc R . .
C19 C 0.12037(6) -0.01587(6) 0.01153(19) 0.0216(4) Uani 1 1 d . . .
H19 H 0.0980 -0.0342 -0.0481 0.026 Uiso 1 1 calc R . .
C25 C 0.39342(6) 0.11127(6) 0.4621(2) 0.0222(4) Uani 1 1 d . . .
H25A H 0.3862 0.0897 0.3898 0.027 Uiso 1 1 calc R . .
H25B H 0.4236 0.1338 0.4499 0.027 Uiso 1 1 calc R . .
C30 C 0.0356(2) 0.0441(2) 0.2338(10) 0.128(3) Uani 0.714(8) 1 d P A 1
C27 C 0.0763(3) 0.0572(4) 0.3167(8) 0.233(4) Uani 1 1 d . . .
C28 C 0.0000 0.0000 0.2876(17) 0.218(6) Uani 1 3 d S . .
C29 C 0.0447(6) 0.0141(6) 0.246(2) 0.128(3) Uani 0.286(8) 1 d 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'
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
C12 N1 C3 108.95(13) . .
C12 N1 C7 112.65(13) . .
C7 N1 C3 113.03(13) . .
N1 C3 H3 106.2 . .
N1 C3 C2 112.56(13) . .
N1 C3 C4 111.43(14) . .
C2 C3 H3 106.2 . .
C4 C3 H3 106.2 . .
C4 C3 C2 113.70(13) . .
C14 C13 C12 121.40(15) . .
C14 C13 C17 119.57(16) . .
C17 C13 C12 118.87(16) . .
N2 C1 S1 123.23(13) . .
N2 C1 C2 115.82(15) . .
C2 C1 S1 120.94(13) . .
N1 C12 C13 112.41(14) . .
N1 C12 H12 107.3 . .
N1 C12 N2 109.40(13) . .
C13 C12 H12 107.3 . .
N2 C12 C13 112.81(14) . .
N2 C12 H12 107.3 . .
C1 N2 C12 117.04(14) . .
C1 N2 C16 120.28(14) . .
C16 N2 C12 119.87(13) . .
C2 C21 H21 108.4 . .
C26 C21 H21 108.4 . .
C26 C21 C2 110.21(14) . .
C22 C21 H21 108.4 . .
C22 C21 C2 111.86(14) . .
C22 C21 C26 109.41(14) . .
C3 C2 H2 107.5 . .
C1 C2 C3 111.57(14) . .
C1 C2 C21 110.04(14) . .
C1 C2 H2 107.5 . .
C21 C2 C3 112.53(13) . .
C21 C2 H2 107.5 . .
C11 C5 C6 119.98(16) . .
C11 C5 C4 119.38(16) . .
C4 C5 C6 120.63(16) . .
N2 C16 H16A 109.5 . .
N2 C16 H16B 109.5 . .
N2 C16 C15 110.68(15) . .
H16A C16 H16B 108.1 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
C13 C14 C15 119.01(16) . .
C20 C14 C13 119.49(16) . .
C20 C14 C15 121.49(16) . .
C5 C6 H6A 109.6 . .
C5 C6 H6B 109.6 . .
C5 C6 C7 110.41(15) . .
H6A C6 H6B 108.1 . .
C7 C6 H6A 109.6 . .
C7 C6 H6B 109.6 . .
C21 C26 H26A 109.0 . .
C21 C26 H26B 109.0 . .
H26A C26 H26B 107.8 . .
C25 C26 C21 113.03(15) . .
C25 C26 H26A 109.0 . .
C25 C26 H26B 109.0 . .
C16 C15 H15A 109.6 . .
C16 C15 H15B 109.6 . .
C14 C15 C16 110.43(15) . .
C14 C15 H15A 109.6 . .
C14 C15 H15B 109.6 . .
H15A C15 H15B 108.1 . .
C9 C8 H8 119.3 . .
C9 C8 C4 121.49(17) . .
C4 C8 H8 119.3 . .
C8 C9 H9 120.1 . .
C8 C9 C10 119.79(17) . .
C10 C9 H9 120.1 . .
C5 C11 H11 119.3 . .
C10 C11 C5 121.36(17) . .
C10 C11 H11 119.3 . .
C5 C4 C3 121.87(15) . .
C8 C4 C3 119.50(15) . .
C8 C4 C5 118.58(16) . .
C13 C17 H17 119.8 . .
C18 C17 C13 120.33(17) . .
C18 C17 H17 119.8 . .
C14 C20 H20 119.6 . .
C19 C20 C14 120.73(17) . .
C19 C20 H20 119.6 . .
C9 C10 H10 120.3 . .
C11 C10 C9 119.39(17) . .
C11 C10 H10 120.3 . .
N1 C7 C6 108.52(14) . .
N1 C7 H7A 110.0 . .
N1 C7 H7B 110.0 . .
C6 C7 H7A 110.0 . .
C6 C7 H7B 110.0 . .
H7A C7 H7B 108.4 . .
C21 C22 H22A 109.0 . .
C21 C22 H22B 109.0 . .
H22A C22 H22B 107.8 . .
C23 C22 C21 112.81(15) . .
C23 C22 H22A 109.0 . .
C23 C22 H22B 109.0 . .
H24A C24 H24B 108.1 . .
C23 C24 H24A 109.6 . .
C23 C24 H24B 109.6 . .
C23 C24 C25 110.45(15) . .
C25 C24 H24A 109.6 . .
C25 C24 H24B 109.6 . .
C17 C18 H18 119.9 . .
C19 C18 C17 120.10(17) . .
C19 C18 H18 119.9 . .
C22 C23 H23A 109.4 . .
C22 C23 H23B 109.4 . .
C24 C23 C22 111.35(16) . .
C24 C23 H23A 109.4 . .
C24 C23 H23B 109.4 . .
H23A C23 H23B 108.0 . .
C20 C19 C18 119.77(17) . .
C20 C19 H19 120.1 . .
C18 C19 H19 120.1 . .
C26 C25 H25A 109.4 . .
C26 C25 H25B 109.4 . .
C24 C25 C26 111.36(15) . .
C24 C25 H25A 109.4 . .
C24 C25 H25B 109.4 . .
H25A C25 H25B 108.0 . .
C27 C30 C28 108.0(7) . .
C30 C27 C29 49.1(8) . .
C30 C28 C30 109.1(7) 3 .
C30 C28 C30 109.1(7) 3 2
C30 C28 C30 109.1(7) . 2
C29 C28 C30 63.9(9) 2 .
C29 C28 C30 63.9(9) 3 2
C29 C28 C30 143.5(16) . 2
C29 C28 C30 50.0(8) 2 2
C29 C28 C30 50.0(8) . .
C29 C28 C30 50.0(8) 3 3
C29 C28 C30 63.9(9) . 3
C29 C28 C30 143.5(16) 3 .
C29 C28 C30 143.5(16) 2 3
C29 C28 C29 112.8(10) 3 .
C29 C28 C29 112.8(10) 3 2
C29 C28 C29 112.8(10) . 2
C28 C29 C27 110.3(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.6757(17) .
N1 C3 1.476(2) .
N1 C12 1.450(2) .
N1 C7 1.473(2) .
C3 H3 0.9800 .
C3 C2 1.585(2) .
C3 C4 1.526(2) .
C13 C12 1.521(2) .
C13 C14 1.397(2) .
C13 C17 1.399(2) .
C1 N2 1.344(2) .
C1 C2 1.518(2) .
C12 H12 0.9800 .
C12 N2 1.508(2) .
N2 C16 1.469(2) .
C21 H21 0.9800 .
C21 C2 1.569(2) .
C21 C26 1.540(2) .
C21 C22 1.534(2) .
C2 H2 0.9800 .
C5 C6 1.511(2) .
C5 C11 1.400(2) .
C5 C4 1.402(2) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C16 C15 1.514(3) .
C14 C15 1.504(2) .
C14 C20 1.396(3) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C6 C7 1.512(2) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C26 C25 1.530(2) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C8 H8 0.9300 .
C8 C9 1.387(3) .
C8 C4 1.400(2) .
C9 H9 0.9300 .
C9 C10 1.390(3) .
C11 H11 0.9300 .
C11 C10 1.385(3) .
C17 H17 0.9300 .
C17 C18 1.389(3) .
C20 H20 0.9300 .
C20 C19 1.387(3) .
C10 H10 0.9300 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C22 C23 1.528(3) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C24 C23 1.522(3) .
C24 C25 1.525(3) .
C18 H18 0.9300 .
C18 C19 1.389(3) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C19 H19 0.9300 .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C30 C27 1.506(10) .
C30 C28 1.525(8) .
C27 C29 1.53(2) .
C28 C30 1.525(8) 2
C28 C30 1.525(8) 3
C28 C29 1.46(2) 2
C28 C29 1.46(2) .
C28 C29 1.46(2) 3
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_4
S1 C1 N2 C12 160.09(12) . .
S1 C1 N2 C16 -0.9(2) . .
S1 C1 C2 C3 -133.71(13) . .
S1 C1 C2 C21 100.63(15) . .
N1 C3 C2 C1 -14.77(19) . .
N1 C3 C2 C21 109.50(15) . .
N1 C3 C4 C5 7.4(2) . .
N1 C3 C4 C8 -170.06(14) . .
N1 C12 N2 C1 -37.7(2) . .
N1 C12 N2 C16 123.39(16) . .
C3 N1 C12 C13 -165.40(13) . .
C3 N1 C12 N2 68.46(16) . .
C3 N1 C7 C6 68.40(17) . .
C13 C12 N2 C1 -163.64(15) . .
C13 C12 N2 C16 -2.5(2) . .
C13 C14 C15 C16 35.4(2) . .
C13 C14 C20 C19 0.6(3) . .
C13 C17 C18 C19 0.1(3) . .
C1 N2 C16 C15 -157.99(15) . .
C12 N1 C3 C2 -39.92(17) . .
C12 N1 C3 C4 -169.01(13) . .
C12 N1 C7 C6 -167.56(14) . .
C12 C13 C14 C15 4.8(3) . .
C12 C13 C14 C20 -176.16(16) . .
C12 C13 C17 C18 175.93(16) . .
C12 N2 C16 C15 41.5(2) . .
N2 C1 C2 C3 46.9(2) . .
N2 C1 C2 C21 -78.74(18) . .
N2 C16 C15 C14 -57.0(2) . .
C21 C26 C25 C24 -55.2(2) . .
C21 C22 C23 C24 56.3(2) . .
C2 C3 C4 C5 -121.06(17) . .
C2 C3 C4 C8 61.4(2) . .
C2 C1 N2 C12 -20.5(2) . .
C2 C1 N2 C16 178.42(15) . .
C2 C21 C26 C25 176.23(14) . .
C2 C21 C22 C23 -175.70(15) . .
C5 C6 C7 N1 -54.28(19) . .
C5 C11 C10 C9 -0.3(3) . .
C14 C13 C12 N1 -146.40(16) . .
C14 C13 C12 N2 -22.1(2) . .
C14 C13 C17 C18 0.5(3) . .
C14 C20 C19 C18 0.0(3) . .
C6 C5 C11 C10 -179.67(17) . .
C6 C5 C4 C3 2.8(2) . .
C6 C5 C4 C8 -179.70(16) . .
C26 C21 C2 C3 66.21(18) . .
C26 C21 C2 C1 -168.68(14) . .
C26 C21 C22 C23 -53.3(2) . .
C15 C14 C20 C19 179.60(18) . .
C8 C9 C10 C11 -0.4(3) . .
C9 C8 C4 C3 176.60(15) . .
C9 C8 C4 C5 -1.0(3) . .
C11 C5 C6 C7 -159.12(16) . .
C11 C5 C4 C3 -177.24(15) . .
C11 C5 C4 C8 0.3(2) . .
C4 C3 C2 C1 113.14(16) . .
C4 C3 C2 C21 -122.59(15) . .
C4 C5 C6 C7 20.9(2) . .
C4 C5 C11 C10 0.4(3) . .
C4 C8 C9 C10 1.0(3) . .
C17 C13 C12 N1 38.3(2) . .
C17 C13 C12 N2 162.53(15) . .
C17 C13 C14 C15 -179.86(16) . .
C17 C13 C14 C20 -0.8(3) . .
C17 C18 C19 C20 -0.3(3) . .
C20 C14 C15 C16 -143.63(18) . .
C7 N1 C3 C2 86.13(17) . .
C7 N1 C3 C4 -42.96(18) . .
C7 N1 C12 C13 68.34(18) . .
C7 N1 C12 N2 -57.80(18) . .
C22 C21 C2 C3 -171.84(14) . .
C22 C21 C2 C1 -46.73(19) . .
C22 C21 C26 C25 52.83(19) . .
C23 C24 C25 C26 55.7(2) . .
C25 C24 C23 C22 -56.3(2) . .
C30 C27 C29 C28 -51.4(12) . .
C30 C28 C29 C27 -157.9(17) 3 .
C30 C28 C29 C27 49.6(11) . .
C30 C28 C29 C27 115.0(17) 2 .
C27 C30 C28 C30 165.2(8) . 2
C27 C30 C28 C30 -75.7(14) . 3
C27 C30 C28 C29 -123.2(16) . 3
C27 C30 C28 C29 -49.7(14) . .
C27 C30 C28 C29 143.2(14) . 2
C28 C30 C27 C29 47.4(13) . .
C29 C28 C29 C27 -168.6(12) 3 .
C29 C28 C29 C27 62(3) 2 .
