#------------------------------------------------------------------------------
#$Date: 2019-11-22 00:23:39 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231126 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/62/4516236.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_4516236
loop_
_publ_author_name
'Dos Santos, Paloma Lays'
'Chen, Dongyang'
'Rajamalli, Pachaiyappan'
'Matulaitis, Tomas'
'Cordes, David B.'
'Slawin, Alexandra M. Z.'
'Jacquemin, Denis'
'Zysman-Colman, Eli'
'Samuel, Ifor D. W.'
_publ_section_title
;
 The use of Pyrimidine and Pyrazine Bridges as a Design Strategy to
 Improve the Performance of Thermally Activated Delayed Fluorescence
 Organic Light Emitting Diodes.
;
_journal_name_full               'ACS applied materials & interfaces'
_journal_paper_doi               10.1021/acsami.9b16952
_journal_year                    2019
_chemical_formula_moiety         'C48 H52 N6 O2 S, 2(C6 H5 Cl)'
_chemical_formula_sum            'C60 H62 Cl2 N6 O2 S'
_chemical_formula_weight         1002.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-08-13
_audit_creation_method           'by CrystalStructure 4.3'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.153(6)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   11.920(3)
_cell_length_b                   27.276(5)
_cell_length_c                   16.301(3)
_cell_measurement_reflns_used    7360
_cell_measurement_temperature    93
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.90
_cell_volume                     5299.9(19)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1982
_diffrn_reflns_av_unetI/netI     0.0890
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29898
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.332
_diffrn_reflns_theta_min         1.864
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2120.00
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.29
_refine_diff_density_min         -0.58
_refine_ls_extinction_coef       0.0065(9)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     356
_refine_ls_number_reflns         4834
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.1422
_refine_ls_R_factor_gt           0.1395
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0708P)²+111.7742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3642
_refine_ls_wR_factor_ref         0.3652
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4508
_reflns_number_total             4834
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            am9b16952_si_003.cif
_cod_data_source_block           pDTCz-DPmS
_cod_database_code               4516236
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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 1.000000 0.83230(8) 0.750000 0.0202(6) Uani 1 2 d S T P . .
O1 O 0.9320(4) 0.85825(17) 0.8081(3) 0.0259(11) Uani 1 1 d . . . . .
N1 N 0.8853(5) 0.7375(2) 0.5838(3) 0.0217(12) Uani 1 1 d . . . . .
N5 N 0.7343(5) 0.7525(2) 0.6790(3) 0.0238(13) Uani 1 1 d . . . . .
N7 N 0.7126(5) 0.6995(2) 0.5683(3) 0.0223(12) Uani 1 1 d . . . . .
C2 C 0.9481(5) 0.7678(2) 0.6264(4) 0.0209(14) Uani 1 1 d . . . . .
H2 H 1.023203 0.773121 0.609167 0.025 Uiso 1 1 calc R U . . .
C3 C 0.9102(6) 0.7924(2) 0.6954(4) 0.0206(14) Uani 1 1 d . . . . .
C4 C 0.8013(6) 0.7830(3) 0.7204(4) 0.0235(15) Uani 1 1 d . . . . .
H4 H 0.773568 0.798606 0.768308 0.028 Uiso 1 1 calc R U . . .
C6 C 0.7785(5) 0.7307(2) 0.6130(4) 0.0186(13) Uani 1 1 d . . . . .
C8 C 0.5939(5) 0.6926(2) 0.5780(4) 0.0199(14) Uani 1 1 d . . . . .
C9 C 0.5171(6) 0.7155(2) 0.6286(4) 0.0241(15) Uani 1 1 d . . . . .
H9 H 0.539770 0.739893 0.666794 0.029 Uiso 1 1 calc R U . . .
C10 C 0.4050(6) 0.7014(2) 0.6215(4) 0.0227(14) Uani 1 1 d . . . . .
H10 H 0.352469 0.715670 0.658098 0.027 Uiso 1 1 calc R U . . .
C11 C 0.3654(6) 0.6678(3) 0.5643(4) 0.0234(15) Uani 1 1 d . . . . .
C12 C 0.4459(6) 0.6440(2) 0.5148(4) 0.0218(14) Uani 1 1 d . . . . .
H12 H 0.423344 0.619388 0.476923 0.026 Uiso 1 1 calc R U . . .
C13 C 0.5588(5) 0.6570(2) 0.5218(4) 0.0194(14) Uani 1 1 d . . . . .
C14 C 0.6580(6) 0.6402(2) 0.4770(4) 0.0208(14) Uani 1 1 d . . . . .
C15 C 0.6669(6) 0.6045(2) 0.4163(4) 0.0220(14) Uani 1 1 d . . . . .
H15 H 0.602623 0.587183 0.397561 0.026 Uiso 1 1 calc R U . . .
C16 C 0.7740(6) 0.5948(2) 0.3832(4) 0.0216(14) Uani 1 1 d . . . . .
C17 C 0.8645(6) 0.6232(3) 0.4118(4) 0.0249(15) Uani 1 1 d . . . . .
H17 H 0.936369 0.617110 0.388949 0.030 Uiso 1 1 calc R U . . .
C18 C 0.8563(6) 0.6592(2) 0.4707(4) 0.0224(14) Uani 1 1 d . . . . .
H18 H 0.919567 0.677863 0.487646 0.027 Uiso 1 1 calc R U . . .
C19 C 0.7489(6) 0.6669(2) 0.5044(4) 0.0209(14) Uani 1 1 d . . . . .
C20 C 0.2413(6) 0.6553(3) 0.5510(5) 0.0272(16) Uani 1 1 d . . . . .
C21 C 0.1653(6) 0.6838(3) 0.6102(5) 0.0338(18) Uani 1 1 d . . . . .
H21A H 0.186727 0.676247 0.666922 0.041 Uiso 1 1 calc R U . . .
H21B H 0.173617 0.719066 0.600467 0.041 Uiso 1 1 calc R U . . .
H21C H 0.086968 0.674252 0.601110 0.041 Uiso 1 1 calc R U . . .
C22 C 0.2208(6) 0.6000(3) 0.5666(5) 0.0340(18) Uani 1 1 d . . . . .
H22A H 0.243573 0.591773 0.622764 0.041 Uiso 1 1 calc R U . . .
H22B H 0.140890 0.592656 0.559334 0.041 Uiso 1 1 calc R U . . .
H22C H 0.264845 0.580627 0.527683 0.041 Uiso 1 1 calc R U . . .
C23 C 0.2063(7) 0.6677(3) 0.4650(5) 0.0395(19) Uani 1 1 d . . . . .
H23A H 0.126859 0.659549 0.457362 0.047 Uiso 1 1 calc R U . . .
H23B H 0.217419 0.702842 0.455260 0.047 Uiso 1 1 calc R U . . .
H23C H 0.251633 0.648867 0.426079 0.047 Uiso 1 1 calc R U . . .
C24 C 0.7927(6) 0.5552(3) 0.3177(4) 0.0262(15) Uani 1 1 d . . . . .
C25 C 0.8242(7) 0.5799(3) 0.2360(5) 0.0307(17) Uani 1 1 d . . . . .
H25A H 0.836188 0.554785 0.193995 0.037 Uiso 1 1 calc R U . . .
H25B H 0.763289 0.601775 0.218633 0.037 Uiso 1 1 calc R U . . .
H25C H 0.893163 0.599021 0.243335 0.037 Uiso 1 1 calc R U . . .
C26 C 0.8877(7) 0.5204(3) 0.3452(5) 0.0306(17) Uani 1 1 d . . . . .
H26A H 0.899337 0.495202 0.303234 0.037 Uiso 1 1 calc R U . . .
H26B H 0.957083 0.539184 0.352732 0.037 Uiso 1 1 calc R U . . .
H26C H 0.867096 0.504740 0.397126 0.037 Uiso 1 1 calc R U . . .
C27 C 0.6861(7) 0.5240(3) 0.3037(5) 0.0340(18) Uani 1 1 d . . . . .
H27A H 0.700901 0.499208 0.261694 0.041 Uiso 1 1 calc R U . . .
H27B H 0.665113 0.507856 0.355133 0.041 Uiso 1 1 calc R U . . .
H27C H 0.624569 0.545297 0.285525 0.041 Uiso 1 1 calc R U . . .
Cl31 Cl 0.9143(4) 0.61224(19) 0.6870(3) 0.0559(17) Uani 0.505(7) 1 d G U P A 1
C31 C 0.7881(4) 0.5840(2) 0.6593(3) 0.030(4) Uani 0.505(7) 1 d G U P A 1
C32 C 0.7898(6) 0.5446(3) 0.6051(6) 0.040(5) Uani 0.505(7) 1 d G U P A 1
H32 H 0.858766 0.533041 0.583250 0.049 Uiso 0.505(7) 1 calc R U P A 1
C33 C 0.6888(8) 0.5222(4) 0.5833(7) 0.049(6) Uani 0.505(7) 1 d G U P A 1
H33 H 0.688880 0.495309 0.546311 0.059 Uiso 0.505(7) 1 calc R U P A 1
C34 C 0.5876(6) 0.5392(4) 0.6153(7) 0.050(5) Uani 0.505(7) 1 d G U P A 1
H34 H 0.518986 0.523856 0.600262 0.060 Uiso 0.505(7) 1 calc R U P A 1
C35 C 0.5874(4) 0.5787(5) 0.6696(9) 0.043(5) Uani 0.505(7) 1 d G U P A 1
H35 H 0.518528 0.590284 0.691401 0.052 Uiso 0.505(7) 1 calc R U P A 1
C36 C 0.6878(4) 0.6014(4) 0.6920(8) 0.029(5) Uani 0.505(7) 1 d G U P A 1
H36 H 0.687765 0.628378 0.728896 0.035 Uiso 0.505(7) 1 calc R U P A 1
Cl3A Cl 0.5805(4) 0.50152(16) 0.5536(3) 0.0485(15) Uani 0.495(7) 1 d G U P A 2
C31A C 0.6735(4) 0.54063(17) 0.6047(3) 0.027(4) Uani 0.495(7) 1 d G U P A 2
C32A C 0.7884(4) 0.5358(3) 0.5914(6) 0.033(4) Uani 0.495(7) 1 d G U P A 2
H32A H 0.816084 0.511462 0.554986 0.040 Uiso 0.495(7) 1 calc R U P A 2
C33A C 0.8620(5) 0.5671(4) 0.6324(7) 0.040(4) Uani 0.495(7) 1 d G U P A 2
H33A H 0.940545 0.564134 0.623841 0.048 Uiso 0.495(7) 1 calc R U P A 2
C34A C 0.8213(7) 0.6028(3) 0.6859(6) 0.035(4) Uani 0.495(7) 1 d G U P A 2
H34A H 0.871819 0.624017 0.713681 0.042 Uiso 0.495(7) 1 calc R U P A 2
C35A C 0.7060(8) 0.6071(4) 0.6985(8) 0.036(6) Uani 0.495(7) 1 d G U P A 2
H35A H 0.678222 0.631398 0.734931 0.044 Uiso 0.495(7) 1 calc R U P A 2
C36A C 0.6313(6) 0.5760(4) 0.6580(7) 0.033(5) Uani 0.495(7) 1 d G U P A 2
H36A H 0.552752 0.578984 0.666496 0.040 Uiso 0.495(7) 1 calc R U 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(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
O1 S1 O1 120.9(4) . 2_756
O1 S1 C3 107.1(3) . .
O1 S1 C3 108.3(3) 2_756 .
O1 S1 C3 108.3(3) . 2_756
O1 S1 C3 107.1(3) 2_756 2_756
C3 S1 C3 103.9(4) . 2_756
C2 N1 C6 115.5(5) . .
C4 N5 C6 116.6(6) . .
C6 N7 C19 126.8(6) . .
C6 N7 C8 125.9(5) . .
C19 N7 C8 107.3(5) . .
N1 C2 C3 123.2(6) . .
N1 C2 H2 118.4 . .
C3 C2 H2 118.4 . .
C2 C3 C4 117.2(6) . .
C2 C3 S1 120.6(5) . .
C4 C3 S1 122.2(5) . .
N5 C4 C3 121.8(6) . .
N5 C4 H4 119.1 . .
C3 C4 H4 119.1 . .
N5 C6 N7 118.6(6) . .
N5 C6 N1 125.8(6) . .
N7 C6 N1 115.5(6) . .
C9 C8 C13 120.4(6) . .
C9 C8 N7 131.4(6) . .
C13 C8 N7 108.2(5) . .
C8 C9 C10 117.5(6) . .
C8 C9 H9 121.3 . .
C10 C9 H9 121.3 . .
C11 C10 C9 124.2(6) . .
C11 C10 H10 117.9 . .
C9 C10 H10 117.9 . .
C10 C11 C12 117.1(6) . .
C10 C11 C20 124.7(6) . .
C12 C11 C20 118.2(6) . .
C13 C12 C11 119.5(6) . .
C13 C12 H12 120.3 . .
C11 C12 H12 120.3 . .
C12 C13 C8 121.1(6) . .
C12 C13 C14 131.2(6) . .
C8 C13 C14 107.6(6) . .
C19 C14 C15 122.5(6) . .
C19 C14 C13 108.0(6) . .
C15 C14 C13 129.5(6) . .
C14 C15 C16 118.3(6) . .
C14 C15 H15 120.9 . .
C16 C15 H15 120.9 . .
C17 C16 C15 117.6(6) . .
C17 C16 C24 120.4(6) . .
C15 C16 C24 122.0(6) . .
C18 C17 C16 124.7(6) . .
C18 C17 H17 117.7 . .
C16 C17 H17 117.7 . .
C17 C18 C19 116.4(6) . .
C17 C18 H18 121.8 . .
C19 C18 H18 121.8 . .
C14 C19 C18 120.6(6) . .
C14 C19 N7 108.9(6) . .
C18 C19 N7 130.5(6) . .
C23 C20 C11 110.4(6) . .
C23 C20 C21 108.1(6) . .
C11 C20 C21 111.7(6) . .
C23 C20 C22 109.2(7) . .
C11 C20 C22 110.2(6) . .
C21 C20 C22 107.1(6) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C20 C23 H23A 109.5 . .
C20 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C20 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C16 C24 C25 109.2(6) . .
C16 C24 C26 109.8(6) . .
C25 C24 C26 109.9(6) . .
C16 C24 C27 111.6(6) . .
C25 C24 C27 108.4(6) . .
C26 C24 C27 107.9(6) . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C24 C27 H27A 109.5 . .
C24 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C24 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C36 C31 C32 121.3 . .
C36 C31 Cl31 119.3 . .
C32 C31 Cl31 119.3 . .
C31 C32 C33 119.0 . .
C31 C32 H32 120.5 . .
C33 C32 H32 120.5 . .
C34 C33 C32 120.5 . .
C34 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
C35 C34 C33 119.8 . .
C35 C34 H34 120.1 . .
C33 C34 H34 120.1 . .
C34 C35 C36 120.5 . .
C34 C35 H35 119.8 . .
C36 C35 H35 119.8 . .
C31 C36 C35 119.0 . .
C31 C36 H36 120.5 . .
C35 C36 H36 120.5 . .
C36A C31A C32A 121.3 . .
C36A C31A Cl3A 119.3 . .
C32A C31A Cl3A 119.3 . .
C31A C32A C33A 119.0 . .
C31A C32A H32A 120.5 . .
C33A C32A H32A 120.5 . .
C34A C33A C32A 120.5 . .
C34A C33A H33A 119.8 . .
C32A C33A H33A 119.8 . .
C35A C34A C33A 119.8 . .
C35A C34A H34A 120.1 . .
C33A C34A H34A 120.1 . .
C34A C35A C36A 120.5 . .
C34A C35A H35A 119.8 . .
C36A C35A H35A 119.8 . .
C31A C36A C35A 119.0 . .
C31A C36A H36A 120.5 . .
C35A C36A H36A 120.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.435(5) .
S1 O1 1.435(5) 2_756
S1 C3 1.766(7) .
S1 C3 1.766(7) 2_756
N1 C2 1.313(9) .
N1 C6 1.373(8) .
N5 C4 1.334(9) .
N5 C6 1.338(8) .
N7 C6 1.367(9) .
N7 C19 1.436(8) .
N7 C8 1.437(8) .
C2 C3 1.386(9) .
C2 H2 0.9500 .
C3 C4 1.386(9) .
C4 H4 0.9500 .
C8 C9 1.383(9) .
C8 C13 1.399(9) .
C9 C10 1.394(10) .
C9 H9 0.9500 .
C10 C11 1.389(10) .
C10 H10 0.9500 .
C11 C12 1.414(9) .
C11 C20 1.532(10) .
C12 C13 1.396(9) .
C12 H12 0.9500 .
C13 C14 1.465(9) .
C14 C19 1.378(10) .
C14 C15 1.394(9) .
C15 C16 1.412(9) .
C15 H15 0.9500 .
C16 C17 1.407(10) .
C16 C24 1.535(9) .
C17 C18 1.376(10) .
C17 H17 0.9500 .
C18 C19 1.411(9) .
C18 H18 0.9500 .
C20 C23 1.501(11) .
C20 C21 1.537(10) .
C20 C22 1.550(10) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C25 1.541(10) .
C24 C26 1.544(10) .
C24 C27 1.545(10) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
Cl31 C31 1.7481 .
C31 C36 1.3932 .
C31 C32 1.3932 .
C32 C33 1.3948 .
C32 H32 0.9500 .
C33 C34 1.3947 .
C33 H33 0.9500 .
C34 C35 1.3947 .
C34 H34 0.9500 .
C35 C36 1.3948 .
C35 H35 0.9500 .
C36 H36 0.9500 .
Cl3A C31A 1.7482 .
C31A C36A 1.3932 .
C31A C32A 1.3932 .
C32A C33A 1.3947 .
C32A H32A 0.9500 .
C33A C34A 1.3947 .
C33A H33A 0.9500 .
C34A C35A 1.3946 .
C34A H34A 0.9500 .
C35A C36A 1.3948 .
C35A H35A 0.9500 .
C36A H36A 0.9500 .
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
C6 N1 C2 C3 -1.2(9) .
N1 C2 C3 C4 1.6(10) .
N1 C2 C3 S1 179.6(5) .
O1 S1 C3 C2 170.1(5) .
O1 S1 C3 C2 38.2(6) 2_756
C3 S1 C3 C2 -75.4(5) 2_756
O1 S1 C3 C4 -12.1(7) .
O1 S1 C3 C4 -144.0(6) 2_756
C3 S1 C3 C4 102.4(6) 2_756
C6 N5 C4 C3 1.4(10) .
C2 C3 C4 N5 -1.7(10) .
S1 C3 C4 N5 -179.6(5) .
C4 N5 C6 N7 -179.5(6) .
C4 N5 C6 N1 -1.0(10) .
C19 N7 C6 N5 -169.1(6) .
C8 N7 C6 N5 9.5(10) .
C19 N7 C6 N1 12.2(9) .
C8 N7 C6 N1 -169.2(6) .
C2 N1 C6 N5 0.9(9) .
C2 N1 C6 N7 179.4(6) .
C6 N7 C8 C9 3.3(11) .
C19 N7 C8 C9 -177.8(7) .
C6 N7 C8 C13 -178.8(6) .
C19 N7 C8 C13 0.0(7) .
C13 C8 C9 C10 0.3(10) .
N7 C8 C9 C10 177.9(7) .
C8 C9 C10 C11 -3.3(11) .
C9 C10 C11 C12 4.9(10) .
C9 C10 C11 C20 -174.5(7) .
C10 C11 C12 C13 -3.6(9) .
C20 C11 C12 C13 175.8(6) .
C11 C12 C13 C8 0.9(10) .
C11 C12 C13 C14 -177.3(7) .
C9 C8 C13 C12 0.8(10) .
N7 C8 C13 C12 -177.3(6) .
C9 C8 C13 C14 179.4(6) .
N7 C8 C13 C14 1.3(7) .
C12 C13 C14 C19 176.3(7) .
C8 C13 C14 C19 -2.1(7) .
C12 C13 C14 C15 -3.1(12) .
C8 C13 C14 C15 178.5(7) .
C19 C14 C15 C16 1.5(10) .
C13 C14 C15 C16 -179.2(6) .
C14 C15 C16 C17 -2.2(9) .
C14 C15 C16 C24 178.3(6) .
C15 C16 C17 C18 1.1(10) .
C24 C16 C17 C18 -179.5(7) .
C16 C17 C18 C19 1.0(10) .
C15 C14 C19 C18 0.6(10) .
C13 C14 C19 C18 -178.8(6) .
C15 C14 C19 N7 -178.5(6) .
C13 C14 C19 N7 2.1(7) .
C17 C18 C19 C14 -1.8(10) .
C17 C18 C19 N7 177.1(7) .
C6 N7 C19 C14 177.5(6) .
C8 N7 C19 C14 -1.3(7) .
C6 N7 C19 C18 -1.5(11) .
C8 N7 C19 C18 179.7(7) .
C10 C11 C20 C23 119.0(8) .
C12 C11 C20 C23 -60.4(8) .
C10 C11 C20 C21 -1.3(10) .
C12 C11 C20 C21 179.3(6) .
C10 C11 C20 C22 -120.2(8) .
C12 C11 C20 C22 60.4(8) .
C17 C16 C24 C25 -67.7(8) .
C15 C16 C24 C25 111.7(7) .
C17 C16 C24 C26 52.8(8) .
C15 C16 C24 C26 -127.8(7) .
C17 C16 C24 C27 172.4(6) .
C15 C16 C24 C27 -8.2(9) .
C36 C31 C32 C33 0.0 .
Cl31 C31 C32 C33 180.0 .
C31 C32 C33 C34 0.0 .
C32 C33 C34 C35 0.0 .
C33 C34 C35 C36 0.0 .
C32 C31 C36 C35 0.0 .
Cl31 C31 C36 C35 180.0 .
C34 C35 C36 C31 0.0 .
C36A C31A C32A C33A 0.0 .
Cl3A C31A C32A C33A 180.0 .
C31A C32A C33A C34A 0.0 .
C32A C33A C34A C35A 0.0 .
C33A C34A C35A C36A 0.0 .
C32A C31A C36A C35A 0.0 .
Cl3A C31A C36A C35A 180.0 .
C34A C35A C36A C31A 0.0 .
