#------------------------------------------------------------------------------
#$Date: 2020-12-02 07:34:37 +0200 (Wed, 02 Dec 2020) $
#$Revision: 259456 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/77/7157780.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_7157780
loop_
_publ_author_name
'Yang, Zhen'
'He, Jing'
'Wei, Yueting'
'Li, Weiwei'
'Liu, Ping'
'Zhao, Jixing'
'Wei, Yu'
_publ_section_title
;
 NCS-promoted thiocyanation and selenocyanation of
 pyrrolo[1,2-a]quinoxalines
;
_journal_issue                   44
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              9088
_journal_page_last               9094
_journal_paper_doi               10.1039/D0OB01818J
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C12 H7 N3 S'
_chemical_formula_sum            'C12 H7 N3 S'
_chemical_formula_weight         225.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-27 deposited with the CCDC.	2020-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.9340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.2160(5)
_cell_length_b                   8.5645(2)
_cell_length_c                   16.5649(5)
_cell_measurement_reflns_used    5390
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.327
_cell_measurement_theta_min      2.410
_cell_volume                     2032.52(10)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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_temperature      150.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0683
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18145
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.379
_diffrn_reflns_theta_min         2.378
_exptl_absorpt_coefficient_mu    0.289
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1050 before and 0.0558 after correction. The Ratio of minimum to maximum transmission is 0.9125. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details
;
 Flack x determined using 2226 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         7628
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0451
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0319P)²+0.6438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0997
_reflns_Friedel_coverage         0.851
_reflns_Friedel_fraction_full    0.868
_reflns_Friedel_fraction_max     0.843
_reflns_number_gt                5963
_reflns_number_total             7628
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob01818j2.cif
_cod_data_source_block           22019820shz_0m
_cod_database_code               7157780
_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   0.977
_shelx_estimated_absorpt_t_min   0.955
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C19(H19), C31(H31), C22(H22), C9(H9), C14(H14), C21(H21), C2(H2),
 C16(H16), C40(H40), C15(H15), C37(H37), C13(H13), C34(H34), C10(H10), C1(H1),
 C26(H26), C28(H28), C33(H33), C3(H3), C45(H45), C27(H27), C39(H39), C7(H7),
 C46(H46), C38(H38), C43(H43), C25(H25)
;
_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'
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 0.44611(6) 0.77938(11) 0.03873(6) 0.0252(2) Uani 1 1 d . . . . .
S3 S 0.55753(6) 0.98125(11) 0.59008(6) 0.0279(2) Uani 1 1 d . . . . .
S4 S 0.55470(6) 0.47269(11) 0.96005(6) 0.0231(2) Uani 1 1 d . . . . .
S2 S 0.44168(6) 0.27878(11) 0.41033(6) 0.0255(2) Uani 1 1 d . . . . .
N4 N 0.5258(2) 0.4568(3) 0.1301(2) 0.0256(8) Uani 1 1 d . . . . .
C18 C 0.5704(2) 0.5000(4) 0.2221(2) 0.0211(10) Uani 1 1 d . . . . .
N8 N 0.54452(19) 0.9049(4) 0.7504(2) 0.0213(8) Uani 1 1 d . . . . .
N12 N 0.6205(2) 0.1739(4) 1.0404(2) 0.0300(8) Uani 1 1 d . . . . .
N10 N 0.53755(19) 0.3987(3) 0.78595(19) 0.0198(7) Uani 1 1 d . . . . .
N1 N 0.45784(19) 0.8523(4) 0.2103(2) 0.0217(8) Uani 1 1 d . . . . .
N11 N 0.4739(2) 0.3050(4) 0.6029(2) 0.0292(8) Uani 1 1 d . . . . .
N5 N 0.46165(19) 0.3551(4) 0.25366(19) 0.0198(7) Uani 1 1 d . . . . .
C11 C 0.4118(3) 0.7838(4) 0.1247(2) 0.0223(9) Uani 1 1 d . . . . .
C4 C 0.5829(2) 1.0162(5) 0.2082(3) 0.0241(10) Uani 1 1 d . . . . .
H4 H 0.563835 0.990552 0.146134 0.029 Uiso 1 1 calc R . . . .
C19 C 0.4533(2) 0.3673(4) 0.1038(2) 0.0246(9) Uani 1 1 d . . . . .
H19 H 0.421791 0.337545 0.041297 0.029 Uiso 1 1 calc R . . . .
N6 N 0.3737(2) 0.5785(4) 0.4271(2) 0.0330(9) Uani 1 1 d . . . . .
N7 N 0.6233(2) 0.6798(4) 0.5733(2) 0.0303(8) Uani 1 1 d . . . . .
C29 C 0.4291(3) 0.2589(4) 0.6524(3) 0.0232(9) Uani 1 1 d . . . . .
C32 C 0.5826(2) 0.4455(4) 0.7356(3) 0.0233(10) Uani 1 1 d . . . . .
C47 C 0.5903(2) 0.9749(4) 0.7067(3) 0.0242(9) Uani 1 1 d . . . . .
C5 C 0.5349(2) 0.9536(4) 0.2519(2) 0.0199(9) Uani 1 1 d . . . . .
C31 C 0.5468(2) 0.3932(4) 0.6444(2) 0.0257(9) Uani 1 1 d . . . . .
H31 H 0.578382 0.424939 0.611224 0.031 Uiso 1 1 calc R . . . .
C17 C 0.5404(2) 0.4554(4) 0.2864(2) 0.0196(9) Uani 1 1 d . . . . .
C20 C 0.4175(2) 0.3105(4) 0.1620(3) 0.0237(10) Uani 1 1 d . . . . .
C22 C 0.3400(3) 0.1994(5) 0.2278(3) 0.0244(10) Uani 1 1 d . . . . .
H22 H 0.295427 0.140848 0.237101 0.029 Uiso 1 1 calc R . . . .
N2 N 0.5185(2) 0.9491(4) 0.3936(2) 0.0288(8) Uani 1 1 d . . . . .
C12 C 0.4051(2) 0.9582(4) -0.0091(2) 0.0250(9) Uani 1 1 d . . . . .
N3 N 0.3790(2) 1.0789(4) -0.0405(2) 0.0320(9) Uani 1 1 d . . . . .
N9 N 0.4844(2) 0.8013(4) 0.8766(2) 0.0260(8) Uani 1 1 d . . . . .
C9 C 0.3363(3) 0.7095(5) 0.2040(3) 0.0271(10) Uani 1 1 d . . . . .
H9 H 0.292732 0.662262 0.219652 0.033 Uiso 1 1 calc R . . . .
C41 C 0.4665(2) 0.8044(4) 0.7194(2) 0.0204(9) Uani 1 1 d . . . . .
C14 C 0.6971(3) 0.6446(5) 0.3403(3) 0.0285(11) Uani 1 1 d . . . . .
H14 H 0.751937 0.706215 0.359927 0.034 Uiso 1 1 calc R . . . .
C36 C 0.5948(2) 0.2942(4) 1.0076(2) 0.0223(9) Uani 1 1 d . . . . .
C21 C 0.3433(2) 0.2137(5) 0.1454(3) 0.0252(10) Uani 1 1 d . . . . .
H21 H 0.302350 0.165961 0.088861 0.030 Uiso 1 1 calc R . . . .
C2 C 0.6861(3) 1.1537(5) 0.3439(3) 0.0269(11) Uani 1 1 d . . . . .
H2 H 0.738012 1.221082 0.375308 0.032 Uiso 1 1 calc R . . . .
C48 C 0.5973(2) 0.8018(5) 0.5800(2) 0.0241(9) Uani 1 1 d . . . . .
C16 C 0.5874(2) 0.5099(5) 0.3751(3) 0.0252(10) Uani 1 1 d . . . . .
H16 H 0.566323 0.483074 0.418013 0.030 Uiso 1 1 calc R . . . .
C40 C 0.4172(3) 0.7490(5) 0.6308(3) 0.0259(10) Uani 1 1 d . . . . .
H40 H 0.436462 0.777513 0.586735 0.031 Uiso 1 1 calc R . . . .
C15 C 0.6648(2) 0.6028(5) 0.4012(3) 0.0270(10) Uani 1 1 d . . . . .
H15 H 0.696789 0.639209 0.462472 0.032 Uiso 1 1 calc R . . . .
C37 C 0.3615(2) 0.6599(5) 0.7587(3) 0.0282(10) Uani 1 1 d . . . . .
H37 H 0.342224 0.629323 0.802363 0.034 Uiso 1 1 calc R . . . .
C13 C 0.6488(2) 0.5957(5) 0.2508(3) 0.0266(10) Uani 1 1 d . . . . .
H13 H 0.669061 0.627605 0.208097 0.032 Uiso 1 1 calc R . . . .
C34 C 0.6580(2) 0.5538(5) 0.8726(3) 0.0244(10) Uani 1 1 d . . . . .
H34 H 0.701928 0.612734 0.922934 0.029 Uiso 1 1 calc R . . . .
C10 C 0.3381(3) 0.6974(5) 0.1207(3) 0.0274(10) Uani 1 1 d . . . . .
H10 H 0.295401 0.638791 0.069368 0.033 Uiso 1 1 calc R . . . .
C24 C 0.4006(2) 0.4585(5) 0.4200(2) 0.0245(9) Uani 1 1 d . . . . .
C1 C 0.6390(3) 1.0949(5) 0.3875(3) 0.0272(11) Uani 1 1 d . . . . .
H1 H 0.658778 1.122282 0.449406 0.033 Uiso 1 1 calc R . . . .
C8 C 0.4119(3) 0.8058(5) 0.2599(3) 0.0252(9) Uani 1 1 d . . . . .
C26 C 0.3369(2) 0.1416(5) 0.7449(3) 0.0265(10) Uani 1 1 d . . . . .
H26 H 0.305516 0.100920 0.776504 0.032 Uiso 1 1 calc R . . . .
C28 C 0.3494(3) 0.1623(5) 0.6071(3) 0.0319(11) Uani 1 1 d . . . . .
H28 H 0.327187 0.137313 0.544427 0.038 Uiso 1 1 calc R . . . .
C33 C 0.6553(2) 0.5410(5) 0.7882(3) 0.0254(10) Uani 1 1 d . . . . .
H33 H 0.696671 0.589979 0.770179 0.031 Uiso 1 1 calc R . . . .
C30 C 0.4592(2) 0.2968(4) 0.7451(2) 0.0199(9) Uani 1 1 d . . . . .
C3 C 0.6575(3) 1.1144(5) 0.2540(3) 0.0281(10) Uani 1 1 d . . . . .
H3 H 0.689685 1.155668 0.223355 0.034 Uiso 1 1 calc R . . . .
C45 C 0.6651(3) 1.0441(5) 0.8558(3) 0.0291(11) Uani 1 1 d . . . . .
H45 H 0.708706 1.090320 0.911822 0.035 Uiso 1 1 calc R . . . .
C44 C 0.5911(3) 0.9470(4) 0.8421(3) 0.0241(10) Uani 1 1 d . . . . .
C27 C 0.3040(3) 0.1042(5) 0.6532(3) 0.0308(11) Uani 1 1 d . . . . .
H27 H 0.250749 0.039262 0.622569 0.037 Uiso 1 1 calc R . . . .
C39 C 0.3401(3) 0.6525(5) 0.6052(3) 0.0319(11) Uani 1 1 d . . . . .
H39 H 0.305850 0.617643 0.543776 0.038 Uiso 1 1 calc R . . . .
C7 C 0.4445(3) 0.8597(4) 0.3495(3) 0.0288(9) Uani 1 1 d . . . . .
H7 H 0.410834 0.829464 0.380934 0.035 Uiso 1 1 calc R . . . .
C46 C 0.6626(3) 1.0601(5) 0.7713(3) 0.0293(11) Uani 1 1 d . . . . .
H46 H 0.704995 1.121187 0.759924 0.035 Uiso 1 1 calc R . . . .
C38 C 0.3134(3) 0.6069(5) 0.6710(3) 0.0312(11) Uani 1 1 d . . . . .
H38 H 0.261592 0.538957 0.654478 0.037 Uiso 1 1 calc R . . . .
C43 C 0.5578(3) 0.8900(4) 0.9016(3) 0.0284(10) Uani 1 1 d . . . . .
H43 H 0.591286 0.918304 0.964258 0.034 Uiso 1 1 calc R . . . .
C35 C 0.5856(2) 0.4659(4) 0.8712(2) 0.0210(9) Uani 1 1 d . . . . .
C6 C 0.5626(3) 0.9957(5) 0.3428(3) 0.0252(10) Uani 1 1 d . . . . .
C25 C 0.4142(2) 0.2366(4) 0.7913(3) 0.0234(10) Uani 1 1 d . . . . .
H25 H 0.435876 0.260037 0.854117 0.028 Uiso 1 1 calc R . . . .
C23 C 0.4133(2) 0.2858(4) 0.2941(3) 0.0238(10) Uani 1 1 d . . . . .
C42 C 0.4388(2) 0.7585(4) 0.7854(3) 0.0224(10) Uani 1 1 d . . . . .
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
_geom_angle_publ_flag
C12 S1 C11 98.87(19) . . ?
C48 S3 C47 98.47(18) . . ?
C36 S4 C35 99.26(19) . . ?
C24 S2 C23 99.06(18) . . ?
C19 N4 C18 116.7(3) . . ?
N4 C18 C17 124.4(3) . . ?
C13 C18 N4 116.9(4) . . ?
C13 C18 C17 118.7(3) . . ?
C47 N8 C41 132.7(3) . . ?
C44 N8 C47 107.9(3) . . ?
C44 N8 C41 119.4(3) . . ?
C32 N10 C30 119.3(3) . . ?
C35 N10 C32 106.8(3) . . ?
C35 N10 C30 133.9(3) . . ?
C11 N1 C5 133.7(3) . . ?
C11 N1 C8 107.5(3) . . ?
C8 N1 C5 118.8(3) . . ?
C31 N11 C29 117.0(3) . . ?
C20 N5 C17 119.6(3) . . ?
C23 N5 C17 133.5(3) . . ?
C23 N5 C20 106.9(3) . . ?
N1 C11 S1 128.0(3) . . ?
C10 C11 S1 123.0(3) . . ?
C10 C11 N1 108.4(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.7(4) . . ?
N4 C19 H19 117.7 . . ?
N4 C19 C20 124.6(3) . . ?
C20 C19 H19 117.7 . . ?
N11 C29 C28 117.0(4) . . ?
N11 C29 C30 124.6(3) . . ?
C30 C29 C28 118.4(4) . . ?
N10 C32 C31 118.6(3) . . ?
C33 C32 N10 109.1(3) . . ?
C33 C32 C31 132.3(4) . . ?
N8 C47 S3 128.9(3) . . ?
C46 C47 S3 123.5(3) . . ?
C46 C47 N8 107.1(4) . . ?
C4 C5 N1 124.5(3) . . ?
C4 C5 C6 118.8(3) . . ?
C6 C5 N1 116.6(4) . . ?
N11 C31 C32 124.6(4) . . ?
N11 C31 H31 117.7 . . ?
C32 C31 H31 117.7 . . ?
C18 C17 N5 116.1(3) . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 N5 124.1(4) . . ?
N5 C20 C19 118.6(3) . . ?
C21 C20 N5 109.7(4) . . ?
C21 C20 C19 131.7(4) . . ?
C21 C22 H22 125.8 . . ?
C23 C22 H22 125.8 . . ?
C23 C22 C21 108.4(4) . . ?
C7 N2 C6 115.1(3) . . ?
N3 C12 S1 178.9(4) . . ?
C43 N9 C42 116.3(4) . . ?
C10 C9 H9 126.9 . . ?
C10 C9 C8 106.2(4) . . ?
C8 C9 H9 126.9 . . ?
N8 C41 C42 116.2(3) . . ?
C40 C41 N8 124.6(4) . . ?
C40 C41 C42 119.2(4) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.1(4) . . ?
N12 C36 S4 178.6(4) . . ?
C20 C21 C22 106.7(3) . . ?
C20 C21 H21 126.7 . . ?
C22 C21 H21 126.7 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.5(4) . . ?
C3 C2 H2 120.3 . . ?
N7 C48 S3 179.2(4) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 119.9(4) . . ?
C15 C16 H16 120.0 . . ?
C41 C40 H40 119.4 . . ?
C41 C40 C39 121.2(4) . . ?
C39 C40 H40 119.4 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.5(4) . . ?
C16 C15 H15 119.2 . . ?
C38 C37 H37 119.4 . . ?
C38 C37 C42 121.2(4) . . ?
C42 C37 H37 119.4 . . ?
C18 C13 H13 119.5 . . ?
C14 C13 C18 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C33 C34 H34 125.8 . . ?
C33 C34 C35 108.4(3) . . ?
C35 C34 H34 125.8 . . ?
C11 C10 C9 109.3(3) . . ?
C11 C10 H10 125.4 . . ?
C9 C10 H10 125.4 . . ?
N6 C24 S2 179.5(4) . . ?
C2 C1 H1 119.3 . . ?
C2 C1 C6 121.3(4) . . ?
C6 C1 H1 119.3 . . ?
N1 C8 C9 108.6(3) . . ?
N1 C8 C7 119.2(3) . . ?
C7 C8 C9 132.1(4) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.6(4) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 C29 120.5(4) . . ?
C27 C28 H28 119.7 . . ?
C32 C33 C34 107.6(4) . . ?
C32 C33 H33 126.2 . . ?
C34 C33 H33 126.2 . . ?
C29 C30 N10 115.8(4) . . ?
C25 C30 N10 123.4(3) . . ?
C25 C30 C29 120.8(3) . . ?
C4 C3 C2 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C44 C45 H45 126.9 . . ?
C44 C45 C46 106.2(3) . . ?
C46 C45 H45 126.9 . . ?
N8 C44 C43 118.8(3) . . ?
C45 C44 N8 108.7(4) . . ?
C45 C44 C43 132.5(4) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.4(4) . . ?
C28 C27 H27 120.3 . . ?
C40 C39 H39 120.3 . . ?
C40 C39 C38 119.3(4) . . ?
C38 C39 H39 120.3 . . ?
N2 C7 C8 124.9(4) . . ?
N2 C7 H7 117.6 . . ?
C8 C7 H7 117.6 . . ?
C47 C46 C45 110.2(4) . . ?
C47 C46 H46 124.9 . . ?
C45 C46 H46 124.9 . . ?
C37 C38 C39 120.2(4) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
N9 C43 C44 124.7(4) . . ?
N9 C43 H43 117.7 . . ?
C44 C43 H43 117.7 . . ?
N10 C35 S4 128.5(3) . . ?
N10 C35 C34 108.2(3) . . ?
C34 C35 S4 122.5(3) . . ?
N2 C6 C5 125.3(3) . . ?
N2 C6 C1 115.7(4) . . ?
C1 C6 C5 119.0(4) . . ?
C26 C25 H25 120.4 . . ?
C30 C25 C26 119.1(4) . . ?
C30 C25 H25 120.4 . . ?
N5 C23 S2 128.9(3) . . ?
N5 C23 C22 108.3(3) . . ?
C22 C23 S2 122.3(3) . . ?
N9 C42 C41 124.6(3) . . ?
N9 C42 C37 116.5(4) . . ?
C37 C42 C41 118.9(3) . . ?
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 C11 1.755(4) . ?
S1 C12 1.709(4) . ?
S3 C47 1.748(4) . ?
S3 C48 1.705(4) . ?
S4 C36 1.703(4) . ?
S4 C35 1.764(4) . ?
S2 C24 1.714(4) . ?
S2 C23 1.759(4) . ?
N4 C18 1.396(5) . ?
N4 C19 1.296(5) . ?
C18 C17 1.417(6) . ?
C18 C13 1.395(5) . ?
N8 C47 1.392(5) . ?
N8 C41 1.413(5) . ?
N8 C44 1.390(5) . ?
N12 C36 1.148(5) . ?
N10 C32 1.400(5) . ?
N10 C30 1.424(4) . ?
N10 C35 1.378(5) . ?
N1 C11 1.385(5) . ?
N1 C5 1.408(5) . ?
N1 C8 1.401(5) . ?
N11 C29 1.384(6) . ?
N11 C31 1.296(5) . ?
N5 C17 1.419(5) . ?
N5 C20 1.395(5) . ?
N5 C23 1.381(5) . ?
C11 C10 1.380(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(6) . ?
C4 C3 1.374(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.424(6) . ?
N6 C24 1.144(5) . ?
N7 C48 1.151(5) . ?
C29 C28 1.417(5) . ?
C29 C30 1.413(5) . ?
C32 C31 1.413(5) . ?
C32 C33 1.363(5) . ?
C47 C46 1.370(5) . ?
C5 C6 1.402(5) . ?
C31 H31 0.9500 . ?
C17 C16 1.381(5) . ?
C20 C21 1.379(5) . ?
C22 H22 0.9500 . ?
C22 C21 1.396(6) . ?
C22 C23 1.394(5) . ?
N2 C7 1.318(5) . ?
N2 C6 1.394(6) . ?
C12 N3 1.145(5) . ?
N9 C43 1.305(5) . ?
N9 C42 1.384(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.398(6) . ?
C9 C8 1.406(5) . ?
C41 C40 1.386(5) . ?
C41 C42 1.419(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(6) . ?
C14 C13 1.378(5) . ?
C21 H21 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.369(6) . ?
C2 C3 1.378(6) . ?
C16 H16 0.9500 . ?
C16 C15 1.372(5) . ?
C40 H40 0.9500 . ?
C40 C39 1.389(6) . ?
C15 H15 0.9500 . ?
C37 H37 0.9500 . ?
C37 C38 1.364(6) . ?
C37 C42 1.400(5) . ?
C13 H13 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.382(6) . ?
C34 C35 1.385(5) . ?
C10 H10 0.9500 . ?
C1 H1 0.9500 . ?
C1 C6 1.395(5) . ?
C8 C7 1.401(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.392(6) . ?
C26 C25 1.386(5) . ?
C28 H28 0.9500 . ?
C28 C27 1.378(7) . ?
C33 H33 0.9500 . ?
C30 C25 1.383(6) . ?
C3 H3 0.9500 . ?
C45 H45 0.9500 . ?
C45 C44 1.388(6) . ?
C45 C46 1.388(6) . ?
C44 C43 1.415(6) . ?
C27 H27 0.9500 . ?
C39 H39 0.9500 . ?
C39 C38 1.405(7) . ?
C7 H7 0.9500 . ?
C46 H46 0.9500 . ?
C38 H38 0.9500 . ?
C43 H43 0.9500 . ?
C25 H25 0.9500 . ?
