#------------------------------------------------------------------------------
#$Date: 2019-11-14 12:12:13 +0200 (Thu, 14 Nov 2019) $
#$Revision: 227770 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/50/7235060.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_7235060
loop_
_publ_author_name
'Xin He'
'Tong Shan'
'Xiangyang Tang'
'Yu Gao'
'Jinyu Li'
'Bing Yang'
'Ping Lu'
_publ_section_title
;
 Highly efficient organic light emitting diodes based on a D-A-D type
 dibenzothiophene derivative exhibiting thermally activated delayed
 fluorescence with small deltaEST
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10205
_journal_page_last               10208
_journal_paper_doi               10.1039/C6TC03382B
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C62 H42 N2 O2 S'
_chemical_formula_sum            'C62 H42 N2 O2 S'
_chemical_formula_weight         879.04
_chemical_name_systematic        DPAC-DBTDO
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                97.46(3)
_cell_angle_beta                 91.84(3)
_cell_angle_gamma                105.68(3)
_cell_formula_units_Z            2
_cell_length_a                   9.907(2)
_cell_length_b                   14.375(3)
_cell_length_c                   16.621(3)
_cell_measurement_reflns_used    17331
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.03
_cell_volume                     2254.1(9)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction
'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scans'
_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  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21929
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9843
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'sky blue'
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         10167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0485
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1053P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1627
_reflns_number_gt                7224
_reflns_number_total             10167
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-10205.cif
_cod_data_source_block           hx-d-sfo
_cod_original_cell_volume        2253.9(8)
_cod_database_code               7235060
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.48475(17) 1.22559(12) 0.36117(10) 0.0307(4) Uani 1 1 d . . .
C2 C 0.62737(19) 1.27656(15) 0.36349(12) 0.0430(4) Uani 1 1 d . . .
H2 H 0.6818 1.2597 0.3225 0.052 Uiso 1 1 calc R . .
C3 C 0.6884(2) 1.35124(18) 0.42549(14) 0.0536(6) Uani 1 1 d . . .
H3 H 0.7830 1.3846 0.4258 0.064 Uiso 1 1 calc R . .
C4 C 0.6089(2) 1.37662(18) 0.48730(14) 0.0592(6) Uani 1 1 d . . .
H4 H 0.6483 1.4287 0.5280 0.071 Uiso 1 1 calc R . .
C5 C 0.4708(2) 1.32360(16) 0.48751(13) 0.0500(5) Uani 1 1 d . . .
H5 H 0.4182 1.3399 0.5297 0.060 Uiso 1 1 calc R . .
C6 C 0.40682(18) 1.24625(13) 0.42681(10) 0.0334(4) Uani 1 1 d . . .
C7 C 0.26053(17) 1.17938(12) 0.43673(10) 0.0306(4) Uani 1 1 d . . .
C8 C 0.16680(18) 1.24101(14) 0.47483(11) 0.0373(4) Uani 1 1 d . . .
C9 C 0.1632(3) 1.32562(17) 0.44506(16) 0.0578(6) Uani 1 1 d . . .
H9 H 0.2175 1.3447 0.4023 0.069 Uiso 1 1 calc R . .
C10 C 0.0803(3) 1.3827(2) 0.4777(2) 0.0822(9) Uani 1 1 d . . .
H10 H 0.0805 1.4399 0.4571 0.099 Uiso 1 1 calc R . .
C11 C -0.0017(3) 1.3559(3) 0.5398(2) 0.0803(10) Uani 1 1 d . . .
H11 H -0.0551 1.3953 0.5626 0.096 Uiso 1 1 calc R . .
C12 C -0.0043(2) 1.2708(3) 0.56789(17) 0.0741(9) Uani 1 1 d . . .
H12 H -0.0623 1.2509 0.6090 0.089 Uiso 1 1 calc R . .
C13 C 0.0793(2) 1.21265(19) 0.53573(14) 0.0545(6) Uani 1 1 d . . .
H13 H 0.0761 1.1545 0.5554 0.065 Uiso 1 1 calc R . .
C14 C 0.28472(18) 1.10559(13) 0.49205(11) 0.0344(4) Uani 1 1 d . . .
C15 C 0.3319(3) 1.13704(17) 0.57372(13) 0.0580(6) Uani 1 1 d . . .
H15 H 0.3471 1.2025 0.5947 0.070 Uiso 1 1 calc R . .
C16 C 0.3563(3) 1.07368(19) 0.62387(15) 0.0657(7) Uani 1 1 d . . .
H16 H 0.3856 1.0965 0.6783 0.079 Uiso 1 1 calc R . .
C17 C 0.3379(3) 0.97679(18) 0.59452(15) 0.0602(6) Uani 1 1 d . . .
H17 H 0.3563 0.9342 0.6282 0.072 Uiso 1 1 calc R . .
C18 C 0.2921(3) 0.94458(17) 0.51493(15) 0.0644(7) Uani 1 1 d . . .
H18 H 0.2784 0.8792 0.4942 0.077 Uiso 1 1 calc R . .
C19 C 0.2655(3) 1.00810(16) 0.46458(13) 0.0539(6) Uani 1 1 d . . .
H19 H 0.2338 0.9842 0.4106 0.065 Uiso 1 1 calc R . .
C20 C 0.19162(17) 1.12657(13) 0.35328(10) 0.0325(4) Uani 1 1 d . . .
C21 C 0.0464(2) 1.08604(16) 0.34188(12) 0.0462(5) Uani 1 1 d . . .
H21 H -0.0086 1.0935 0.3853 0.055 Uiso 1 1 calc R . .
C22 C -0.0182(2) 1.03531(17) 0.26838(14) 0.0527(6) Uani 1 1 d . . .
H22 H -0.1151 1.0084 0.2627 0.063 Uiso 1 1 calc R . .
C23 C 0.0623(2) 1.02479(15) 0.20317(12) 0.0445(5) Uani 1 1 d . . .
H23 H 0.0194 0.9910 0.1533 0.053 Uiso 1 1 calc R . .
C24 C 0.2059(2) 1.06432(13) 0.21211(11) 0.0368(4) Uani 1 1 d . . .
H24 H 0.2593 1.0575 0.1679 0.044 Uiso 1 1 calc R . .
C25 C 0.27263(17) 1.11470(12) 0.28700(10) 0.0296(3) Uani 1 1 d . . .
C26 C 0.50015(18) 1.13471(13) 0.22743(10) 0.0328(4) Uani 1 1 d . . .
C27 C 0.51534(17) 1.04092(12) 0.20762(10) 0.0311(4) Uani 1 1 d . . .
H27 H 0.4725 0.9912 0.2368 0.037 Uiso 1 1 calc R . .
C28 C 0.59614(17) 1.02322(12) 0.14308(10) 0.0293(3) Uani 1 1 d . . .
C29 C 0.66193(17) 1.09998(13) 0.10264(10) 0.0314(4) Uani 1 1 d . . .
C30 C 0.6435(2) 1.19187(14) 0.11962(11) 0.0403(4) Uani 1 1 d . . .
H30 H 0.6861 1.2414 0.0902 0.048 Uiso 1 1 calc R . .
C31 C 0.5595(2) 1.20824(14) 0.18197(12) 0.0411(4) Uani 1 1 d . . .
H31 H 0.5427 1.2690 0.1935 0.049 Uiso 1 1 calc R . .
C32 C 0.62400(17) 0.92975(12) 0.11047(10) 0.0309(4) Uani 1 1 d . . .
C33 C 0.56271(18) 0.83720(13) 0.12910(11) 0.0343(4) Uani 1 1 d . . .
H33 H 0.4961 0.8279 0.1676 0.041 Uiso 1 1 calc R . .
C34 C 0.60235(19) 0.75802(13) 0.08929(11) 0.0362(4) Uani 1 1 d . . .
C35 C 0.7072(2) 0.77229(14) 0.03411(13) 0.0443(5) Uani 1 1 d . . .
H35 H 0.7374 0.7196 0.0112 0.053 Uiso 1 1 calc R . .
C36 C 0.76637(19) 0.86390(15) 0.01330(12) 0.0437(5) Uani 1 1 d . . .
H36 H 0.8340 0.8735 -0.0246 0.052 Uiso 1 1 calc R . .
C37 C 0.72148(17) 0.94090(13) 0.05087(11) 0.0331(4) Uani 1 1 d . . .
C38 C 0.5562(2) 0.62892(13) 0.17759(11) 0.0391(4) Uani 1 1 d . . .
C39 C 0.6913(2) 0.65763(17) 0.21589(14) 0.0530(5) Uani 1 1 d . . .
H39 H 0.7625 0.7038 0.1962 0.064 Uiso 1 1 calc R . .
C40 C 0.7186(3) 0.6169(2) 0.28340(16) 0.0685(8) Uani 1 1 d . . .
H40 H 0.8085 0.6361 0.3091 0.082 Uiso 1 1 calc R . .
C41 C 0.6131(3) 0.5478(2) 0.31308(15) 0.0708(8) Uani 1 1 d . . .
H41 H 0.6328 0.5188 0.3573 0.085 Uiso 1 1 calc R . .
C42 C 0.4794(3) 0.52248(17) 0.27673(13) 0.0564(6) Uani 1 1 d . . .
H42 H 0.4087 0.4768 0.2973 0.068 Uiso 1 1 calc R . .
C43 C 0.4469(2) 0.56346(14) 0.20973(11) 0.0406(4) Uani 1 1 d . . .
C44 C 0.2981(2) 0.55305(13) 0.17414(12) 0.0394(4) Uani 1 1 d . . .
C45 C 0.1871(2) 0.46722(14) 0.20021(13) 0.0464(5) Uani 1 1 d . . .
C46 C 0.2021(3) 0.37264(16) 0.18371(16) 0.0588(6) Uani 1 1 d . . .
H46 H 0.2813 0.3632 0.1591 0.071 Uiso 1 1 calc R . .
C47 C 0.1015(3) 0.29321(17) 0.20321(18) 0.0694(7) Uani 1 1 d . . .
H47 H 0.1133 0.2309 0.1919 0.083 Uiso 1 1 calc R . .
C48 C -0.0163(3) 0.3062(2) 0.23942(19) 0.0724(7) Uani 1 1 d . . .
H48 H -0.0841 0.2528 0.2527 0.087 Uiso 1 1 calc R . .
C49 C -0.0335(3) 0.3977(2) 0.25584(18) 0.0714(7) Uani 1 1 d . . .
H49 H -0.1135 0.4063 0.2800 0.086 Uiso 1 1 calc R . .
C50 C 0.0678(2) 0.47813(17) 0.23661(15) 0.0563(6) Uani 1 1 d . . .
H50 H 0.0550 0.5401 0.2484 0.068 Uiso 1 1 calc R . .
C51 C 0.30319(19) 0.54102(13) 0.08121(11) 0.0363(4) Uani 1 1 d . . .
C52 C 0.1951(2) 0.48154(15) 0.02732(13) 0.0477(5) Uani 1 1 d . . .
H52 H 0.1197 0.4388 0.0471 0.057 Uiso 1 1 calc R . .
C53 C 0.1978(2) 0.48493(17) -0.05604(14) 0.0542(6) Uani 1 1 d . . .
H53 H 0.1244 0.4448 -0.0914 0.065 Uiso 1 1 calc R . .
C54 C 0.3094(2) 0.54782(15) -0.08591(13) 0.0488(5) Uani 1 1 d . . .
H54 H 0.3106 0.5509 -0.1414 0.059 Uiso 1 1 calc R . .
C55 C 0.4190(2) 0.60603(14) -0.03386(12) 0.0411(4) Uani 1 1 d . . .
H55 H 0.4948 0.6475 -0.0546 0.049 Uiso 1 1 calc R . .
C56 C 0.41778(19) 0.60363(13) 0.04981(11) 0.0344(4) Uani 1 1 d . . .
C57 C 0.2647(2) 0.65132(13) 0.20185(12) 0.0403(4) Uani 1 1 d . . .
C58 C 0.1822(2) 0.68779(16) 0.15226(14) 0.0523(5) Uani 1 1 d . . .
H58 H 0.1470 0.6533 0.1012 0.063 Uiso 1 1 calc R . .
C59 C 0.1514(3) 0.77557(18) 0.17808(17) 0.0660(7) Uani 1 1 d . . .
H59 H 0.0958 0.7992 0.1443 0.079 Uiso 1 1 calc R . .
C60 C 0.2031(3) 0.82712(17) 0.25327(18) 0.0677(8) Uani 1 1 d . . .
H60 H 0.1818 0.8854 0.2705 0.081 Uiso 1 1 calc R . .
C61 C 0.2859(3) 0.79290(18) 0.30278(16) 0.0633(7) Uani 1 1 d . . .
H61 H 0.3221 0.8285 0.3533 0.076 Uiso 1 1 calc R . .
C62 C 0.3160(2) 0.70504(16) 0.27772(14) 0.0522(5) Uani 1 1 d . . .
H62 H 0.3712 0.6818 0.3121 0.063 Uiso 1 1 calc R . .
N1 N 0.42020(15) 1.15325(11) 0.29528(9) 0.0329(3) Uani 1 1 d . . .
N2 N 0.52836(16) 0.66221(11) 0.10467(9) 0.0376(3) Uani 1 1 d . . .
O1 O 0.71109(17) 1.06423(12) -0.05196(8) 0.0536(4) Uani 1 1 d . . .
O2 O 0.91342(14) 1.11014(11) 0.04841(10) 0.0536(4) Uani 1 1 d . . .
S1 S 0.76743(4) 1.06199(3) 0.02822(3) 0.03445(13) 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'
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'
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
C2 C1 C6 118.75(16) . .
C2 C1 N1 121.19(15) . .
C6 C1 N1 120.04(15) . .
C3 C2 C1 121.14(17) . .
C3 C2 H2 119.4 . .
C1 C2 H2 119.4 . .
C2 C3 C4 120.08(18) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C5 C4 C3 118.97(18) . .
C5 C4 H4 120.5 . .
C3 C4 H4 120.5 . .
C4 C5 C6 122.37(18) . .
C4 C5 H5 118.8 . .
C6 C5 H5 118.8 . .
C5 C6 C1 118.37(16) . .
C5 C6 C7 120.17(15) . .
C1 C6 C7 121.15(15) . .
C20 C7 C6 109.82(14) . .
C20 C7 C8 108.46(14) . .
C6 C7 C8 109.70(14) . .
C20 C7 C14 110.93(14) . .
C6 C7 C14 105.84(14) . .
C8 C7 C14 112.06(14) . .
C9 C8 C13 117.6(2) . .
C9 C8 C7 119.63(18) . .
C13 C8 C7 122.7(2) . .
C8 C9 C10 121.2(3) . .
C8 C9 H9 119.4 . .
C10 C9 H9 119.4 . .
C11 C10 C9 120.6(3) . .
C11 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
C12 C11 C10 119.2(2) . .
C12 C11 H11 120.4 . .
C10 C11 H11 120.4 . .
C11 C12 C13 120.8(3) . .
C11 C12 H12 119.6 . .
C13 C12 H12 119.6 . .
C8 C13 C12 120.5(3) . .
C8 C13 H13 119.7 . .
C12 C13 H13 119.7 . .
C19 C14 C15 116.36(19) . .
C19 C14 C7 123.29(16) . .
C15 C14 C7 120.33(16) . .
C16 C15 C14 121.6(2) . .
C16 C15 H15 119.2 . .
C14 C15 H15 119.2 . .
C15 C16 C17 120.7(2) . .
C15 C16 H16 119.6 . .
C17 C16 H16 119.6 . .
C18 C17 C16 118.5(2) . .
C18 C17 H17 120.7 . .
C16 C17 H17 120.7 . .
C17 C18 C19 120.8(2) . .
C17 C18 H18 119.6 . .
C19 C18 H18 119.6 . .
C14 C19 C18 121.9(2) . .
C14 C19 H19 119.0 . .
C18 C19 H19 119.0 . .
C21 C20 C25 118.03(16) . .
C21 C20 C7 120.72(15) . .
C25 C20 C7 121.21(14) . .
C22 C21 C20 122.12(18) . .
C22 C21 H21 118.9 . .
C20 C21 H21 118.9 . .
C21 C22 C23 119.47(18) . .
C21 C22 H22 120.3 . .
C23 C22 H22 120.3 . .
C24 C23 C22 119.98(17) . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
C23 C24 C25 120.90(17) . .
C23 C24 H24 119.5 . .
C25 C24 H24 119.5 . .
C24 C25 C20 119.48(16) . .
C24 C25 N1 120.03(15) . .
C20 C25 N1 120.49(15) . .
C31 C26 C27 120.80(15) . .
C31 C26 N1 120.76(15) . .
C27 C26 N1 118.43(16) . .
C26 C27 C28 118.63(16) . .
C26 C27 H27 120.7 . .
C28 C27 H27 120.7 . .
C29 C28 C27 118.99(15) . .
C29 C28 C32 113.07(14) . .
C27 C28 C32 127.94(16) . .
C30 C29 C28 122.83(15) . .
C30 C29 S1 126.37(14) . .
C28 C29 S1 110.79(12) . .
C29 C30 C31 117.85(17) . .
C29 C30 H30 121.1 . .
C31 C30 H30 121.1 . .
C30 C31 C26 120.66(16) . .
C30 C31 H31 119.7 . .
C26 C31 H31 119.7 . .
C33 C32 C37 119.00(15) . .
C33 C32 C28 128.52(15) . .
C37 C32 C28 112.42(15) . .
C32 C33 C34 119.08(16) . .
C32 C33 H33 120.5 . .
C34 C33 H33 120.5 . .
C33 C34 C35 120.61(17) . .
C33 C34 N2 117.72(16) . .
C35 C34 N2 121.62(15) . .
C36 C35 C34 120.75(16) . .
C36 C35 H35 119.6 . .
C34 C35 H35 119.6 . .
C35 C36 C37 117.70(17) . .
C35 C36 H36 121.1 . .
C37 C36 H36 121.1 . .
C36 C37 C32 122.61(17) . .
C36 C37 S1 126.59(14) . .
C32 C37 S1 110.70(12) . .
C39 C38 C43 120.4(2) . .
C39 C38 N2 120.8(2) . .
C43 C38 N2 118.80(17) . .
C40 C39 C38 119.5(3) . .
C40 C39 H39 120.2 . .
C38 C39 H39 120.2 . .
C39 C40 C41 120.6(2) . .
C39 C40 H40 119.7 . .
C41 C40 H40 119.7 . .
C42 C41 C40 119.5(2) . .
C42 C41 H41 120.3 . .
C40 C41 H41 120.3 . .
C41 C42 C43 121.7(3) . .
C41 C42 H42 119.2 . .
C43 C42 H42 119.2 . .
C42 C43 C38 118.1(2) . .
C42 C43 C44 125.3(2) . .
C38 C43 C44 116.15(18) . .
C43 C44 C45 113.20(17) . .
C43 C44 C51 106.88(15) . .
C45 C44 C51 110.85(16) . .
C43 C44 C57 106.78(15) . .
C45 C44 C57 111.02(15) . .
C51 C44 C57 107.84(16) . .
C50 C45 C46 117.6(2) . .
C50 C45 C44 122.73(18) . .
C46 C45 C44 119.61(18) . .
C47 C46 C45 121.2(2) . .
C47 C46 H46 119.4 . .
C45 C46 H46 119.4 . .
C48 C47 C46 120.0(2) . .
C48 C47 H47 120.0 . .
C46 C47 H47 120.0 . .
C49 C48 C47 119.9(2) . .
C49 C48 H48 120.0 . .
C47 C48 H48 120.0 . .
C48 C49 C50 120.4(2) . .
C48 C49 H49 119.8 . .
C50 C49 H49 119.8 . .
C45 C50 C49 120.9(2) . .
C45 C50 H50 119.5 . .
C49 C50 H50 119.5 . .
C52 C51 C56 118.57(18) . .
C52 C51 C44 124.14(18) . .
C56 C51 C44 116.81(16) . .
C51 C52 C53 121.0(2) . .
C51 C52 H52 119.5 . .
C53 C52 H52 119.5 . .
C54 C53 C52 119.9(2) . .
C54 C53 H53 120.1 . .
C52 C53 H53 120.1 . .
C55 C54 C53 120.2(2) . .
C55 C54 H54 119.9 . .
C53 C54 H54 119.9 . .
C54 C55 C56 120.7(2) . .
C54 C55 H55 119.7 . .
C56 C55 H55 119.7 . .
C55 C56 N2 122.05(18) . .
C55 C56 C51 119.70(17) . .
N2 C56 C51 118.25(17) . .
C58 C57 C62 118.06(19) . .
C58 C57 C44 121.15(18) . .
C62 C57 C44 120.79(19) . .
C57 C58 C59 120.7(2) . .
C57 C58 H58 119.6 . .
C59 C58 H58 119.6 . .
C60 C59 C58 120.1(3) . .
C60 C59 H59 119.9 . .
C58 C59 H59 119.9 . .
C61 C60 C59 120.1(2) . .
C61 C60 H60 120.0 . .
C59 C60 H60 120.0 . .
C60 C61 C62 120.1(2) . .
C60 C61 H61 120.0 . .
C62 C61 H61 120.0 . .
C61 C62 C57 120.9(2) . .
C61 C62 H62 119.5 . .
C57 C62 H62 119.5 . .
C1 N1 C25 120.26(13) . .
C1 N1 C26 119.47(14) . .
C25 N1 C26 118.81(14) . .
C38 N2 C56 118.94(16) . .
C38 N2 C34 120.85(15) . .
C56 N2 C34 119.96(16) . .
O2 S1 O1 117.65(10) . .
O2 S1 C37 111.82(10) . .
O1 S1 C37 110.21(10) . .
O2 S1 C29 111.21(9) . .
O1 S1 C29 110.46(9) . .
C37 S1 C29 92.74(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.402(2) .
C1 C6 1.403(2) .
C1 N1 1.411(2) .
C2 C3 1.379(3) .
C2 H2 0.9300 .
C3 C4 1.385(3) .
C3 H3 0.9300 .
C4 C5 1.374(3) .
C4 H4 0.9300 .
C5 C6 1.394(3) .
C5 H5 0.9300 .
C6 C7 1.535(2) .
C7 C20 1.533(2) .
C7 C8 1.544(2) .
C7 C14 1.551(3) .
C8 C9 1.380(3) .
C8 C13 1.383(3) .
C9 C10 1.386(3) .
C9 H9 0.9300 .
C10 C11 1.364(5) .
C10 H10 0.9300 .
C11 C12 1.359(5) .
C11 H11 0.9300 .
C12 C13 1.399(3) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C19 1.376(3) .
C14 C15 1.397(3) .
C15 C16 1.373(4) .
C15 H15 0.9300 .
C16 C17 1.375(3) .
C16 H16 0.9300 .
C17 C18 1.363(3) .
C17 H17 0.9300 .
C18 C19 1.385(3) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C21 1.395(2) .
C20 C25 1.403(2) .
C21 C22 1.378(3) .
C21 H21 0.9300 .
C22 C23 1.382(3) .
C22 H22 0.9300 .
C23 C24 1.377(3) .
C23 H23 0.9300 .
C24 C25 1.402(2) .
C24 H24 0.9300 .
C25 N1 1.412(2) .
C26 C31 1.391(3) .
C26 C27 1.395(2) .
C26 N1 1.437(2) .
C27 C28 1.397(2) .
C27 H27 0.9300 .
C28 C29 1.388(3) .
C28 C32 1.482(2) .
C29 C30 1.376(2) .
C29 S1 1.7712(16) .
C30 C31 1.386(2) .
C30 H30 0.9300 .
C31 H31 0.9300 .
C32 C33 1.385(3) .
C32 C37 1.400(2) .
C33 C34 1.396(2) .
C33 H33 0.9300 .
C34 C35 1.399(3) .
C34 N2 1.434(2) .
C35 C36 1.382(3) .
C35 H35 0.9300 .
C36 C37 1.385(2) .
C36 H36 0.9300 .
C37 S1 1.7696(19) .
C38 C39 1.395(3) .
C38 C43 1.400(3) .
C38 N2 1.405(3) .
C39 C40 1.382(4) .
C39 H39 0.9300 .
C40 C41 1.386(4) .
C40 H40 0.9300 .
C41 C42 1.372(4) .
C41 H41 0.9300 .
C42 C43 1.393(3) .
C42 H42 0.9300 .
C43 C44 1.532(3) .
C44 C45 1.535(3) .
C44 C51 1.536(3) .
C44 C57 1.553(2) .
C45 C50 1.382(3) .
C45 C46 1.400(3) .
C46 C47 1.380(4) .
C46 H46 0.9300 .
C47 C48 1.376(4) .
C47 H47 0.9300 .
C48 C49 1.365(4) .
C48 H48 0.9300 .
C49 C50 1.391(3) .
C49 H49 0.9300 .
C50 H50 0.9300 .
C51 C52 1.387(3) .
C51 C56 1.407(3) .
C52 C53 1.393(3) .
C52 H52 0.9300 .
C53 C54 1.378(3) .
C53 H53 0.9300 .
C54 C55 1.374(3) .
C54 H54 0.9300 .
C55 C56 1.396(3) .
C55 H55 0.9300 .
C56 N2 1.407(2) .
C57 C58 1.386(3) .
C57 C62 1.392(3) .
C58 C59 1.395(3) .
C58 H58 0.9300 .
C59 C60 1.373(4) .
C59 H59 0.9300 .
C60 C61 1.368(4) .
C60 H60 0.9300 .
C61 C62 1.390(3) .
C61 H61 0.9300 .
C62 H62 0.9300 .
O1 S1 1.4357(16) .
O2 S1 1.4321(15) .
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
C6 C1 C2 C3 -5.3(3) . . . .
N1 C1 C2 C3 176.1(2) . . . .
C1 C2 C3 C4 0.5(4) . . . .
C2 C3 C4 C5 2.8(4) . . . .
C3 C4 C5 C6 -1.3(4) . . . .
C4 C5 C6 C1 -3.4(4) . . . .
C4 C5 C6 C7 170.3(2) . . . .
C2 C1 C6 C5 6.6(3) . . . .
N1 C1 C6 C5 -174.77(19) . . . .
C2 C1 C6 C7 -167.10(17) . . . .
N1 C1 C6 C7 11.6(3) . . . .
C5 C6 C7 C20 159.36(19) . . . .
C1 C6 C7 C20 -27.1(2) . . . .
C5 C6 C7 C8 40.2(2) . . . .
C1 C6 C7 C8 -146.21(17) . . . .
C5 C6 C7 C14 -80.8(2) . . . .
C1 C6 C7 C14 92.71(19) . . . .
C20 C7 C8 C9 -73.6(2) . . . .
C6 C7 C8 C9 46.4(2) . . . .
C14 C7 C8 C9 163.62(18) . . . .
C20 C7 C8 C13 103.1(2) . . . .
C6 C7 C8 C13 -136.98(19) . . . .
C14 C7 C8 C13 -19.7(2) . . . .
C13 C8 C9 C10 3.1(3) . . . .
C7 C8 C9 C10 180.0(2) . . . .
C8 C9 C10 C11 -0.8(4) . . . .
C9 C10 C11 C12 -1.9(4) . . . .
C10 C11 C12 C13 2.2(4) . . . .
C9 C8 C13 C12 -2.8(3) . . . .
C7 C8 C13 C12 -179.56(18) . . . .
C11 C12 C13 C8 0.2(4) . . . .
C20 C7 C14 C19 8.9(2) . . . .
C6 C7 C14 C19 -110.2(2) . . . .
C8 C7 C14 C19 130.28(19) . . . .
C20 C7 C14 C15 -172.85(18) . . . .
C6 C7 C14 C15 68.1(2) . . . .
C8 C7 C14 C15 -51.5(2) . . . .
C19 C14 C15 C16 -0.6(3) . . . .
C7 C14 C15 C16 -179.0(2) . . . .
C14 C15 C16 C17 1.5(4) . . . .
C15 C16 C17 C18 -1.3(4) . . . .
C16 C17 C18 C19 0.4(4) . . . .
C15 C14 C19 C18 -0.3(3) . . . .
C7 C14 C19 C18 178.0(2) . . . .
C17 C18 C19 C14 0.4(4) . . . .
C6 C7 C20 C21 -160.18(18) . . . .
C8 C7 C20 C21 -40.3(2) . . . .
C14 C7 C20 C21 83.2(2) . . . .
C6 C7 C20 C25 22.0(2) . . . .
C8 C7 C20 C25 141.83(17) . . . .
C14 C7 C20 C25 -94.69(19) . . . .
C25 C20 C21 C22 0.1(3) . . . .
C7 C20 C21 C22 -177.8(2) . . . .
C20 C21 C22 C23 -0.8(4) . . . .
C21 C22 C23 C24 0.4(4) . . . .
C22 C23 C24 C25 0.6(3) . . . .
C23 C24 C25 C20 -1.2(3) . . . .
C23 C24 C25 N1 178.92(17) . . . .
C21 C20 C25 C24 0.9(3) . . . .
C7 C20 C25 C24 178.76(17) . . . .
C21 C20 C25 N1 -179.31(18) . . . .
C7 C20 C25 N1 -1.4(3) . . . .
C31 C26 C27 C28 2.5(3) . . . .
N1 C26 C27 C28 -178.29(15) . . . .
C26 C27 C28 C29 2.0(2) . . . .
C26 C27 C28 C32 -178.61(16) . . . .
C27 C28 C29 C30 -4.6(3) . . . .
C32 C28 C29 C30 175.96(16) . . . .
C27 C28 C29 S1 175.99(12) . . . .
C32 C28 C29 S1 -3.50(19) . . . .
C28 C29 C30 C31 2.4(3) . . . .
S1 C29 C30 C31 -178.19(15) . . . .
C29 C30 C31 C26 2.2(3) . . . .
C27 C26 C31 C30 -4.7(3) . . . .
N1 C26 C31 C30 176.14(17) . . . .
C29 C28 C32 C33 -171.37(18) . . . .
C27 C28 C32 C33 9.2(3) . . . .
C29 C28 C32 C37 5.7(2) . . . .
C27 C28 C32 C37 -173.77(17) . . . .
C37 C32 C33 C34 1.5(3) . . . .
C28 C32 C33 C34 178.35(17) . . . .
C32 C33 C34 C35 3.0(3) . . . .
C32 C33 C34 N2 -174.72(16) . . . .
C33 C34 C35 C36 -4.8(3) . . . .
N2 C34 C35 C36 172.76(19) . . . .
C34 C35 C36 C37 2.0(3) . . . .
C35 C36 C37 C32 2.5(3) . . . .
C35 C36 C37 S1 -173.51(16) . . . .
C33 C32 C37 C36 -4.3(3) . . . .
C28 C32 C37 C36 178.31(17) . . . .
C33 C32 C37 S1 172.27(14) . . . .
C28 C32 C37 S1 -5.08(18) . . . .
C43 C38 C39 C40 3.6(3) . . . .
N2 C38 C39 C40 -174.12(17) . . . .
C38 C39 C40 C41 0.2(3) . . . .
C39 C40 C41 C42 -2.4(3) . . . .
C40 C41 C42 C43 0.9(3) . . . .
C41 C42 C43 C38 2.7(3) . . . .
C41 C42 C43 C44 -169.22(19) . . . .
C39 C38 C43 C42 -4.9(3) . . . .
N2 C38 C43 C42 172.80(16) . . . .
C39 C38 C43 C44 167.72(16) . . . .
N2 C38 C43 C44 -14.6(2) . . . .
C42 C43 C44 C45 -18.7(2) . . . .
C38 C43 C44 C45 169.26(15) . . . .
C42 C43 C44 C51 -141.00(18) . . . .
C38 C43 C44 C51 46.9(2) . . . .
C42 C43 C44 C57 103.8(2) . . . .
C38 C43 C44 C57 -68.3(2) . . . .
C43 C44 C45 C50 125.7(2) . . . .
C51 C44 C45 C50 -114.2(2) . . . .
C57 C44 C45 C50 5.6(3) . . . .
C43 C44 C45 C46 -57.3(3) . . . .
C51 C44 C45 C46 62.8(3) . . . .
C57 C44 C45 C46 -177.4(2) . . . .
C50 C45 C46 C47 -0.1(4) . . . .
C44 C45 C46 C47 -177.3(2) . . . .
C45 C46 C47 C48 0.1(4) . . . .
C46 C47 C48 C49 0.1(5) . . . .
C47 C48 C49 C50 -0.4(5) . . . .
C46 C45 C50 C49 -0.1(4) . . . .
C44 C45 C50 C49 176.9(2) . . . .
C48 C49 C50 C45 0.4(4) . . . .
C43 C44 C51 C52 143.91(19) . . . .
C45 C44 C51 C52 20.1(3) . . . .
C57 C44 C51 C52 -101.6(2) . . . .
C43 C44 C51 C56 -44.1(2) . . . .
C45 C44 C51 C56 -167.91(16) . . . .
C57 C44 C51 C56 70.4(2) . . . .
C56 C51 C52 C53 -1.4(3) . . . .
C44 C51 C52 C53 170.43(19) . . . .
C51 C52 C53 C54 0.3(3) . . . .
C52 C53 C54 C55 1.0(3) . . . .
C53 C54 C55 C56 -1.1(3) . . . .
C54 C55 C56 N2 179.94(17) . . . .
C54 C55 C56 C51 0.0(3) . . . .
C52 C51 C56 C55 1.3(3) . . . .
C44 C51 C56 C55 -171.16(16) . . . .
C52 C51 C56 N2 -178.68(16) . . . .
C44 C51 C56 N2 8.9(2) . . . .
C43 C44 C57 C58 145.94(19) . . . .
C45 C44 C57 C58 -90.2(2) . . . .
C51 C44 C57 C58 31.4(2) . . . .
C43 C44 C57 C62 -34.6(2) . . . .
C45 C44 C57 C62 89.3(2) . . . .
C51 C44 C57 C62 -149.12(19) . . . .
C62 C57 C58 C59 -0.2(3) . . . .
C44 C57 C58 C59 179.3(2) . . . .
C57 C58 C59 C60 0.1(4) . . . .
C58 C59 C60 C61 0.5(4) . . . .
C59 C60 C61 C62 -1.1(4) . . . .
C60 C61 C62 C57 1.0(3) . . . .
C58 C57 C62 C61 -0.3(3) . . . .
C44 C57 C62 C61 -179.82(19) . . . .
C2 C1 N1 C25 -169.13(17) . . . .
C6 C1 N1 C25 12.2(3) . . . .
C2 C1 N1 C26 -3.1(3) . . . .
C6 C1 N1 C26 178.29(16) . . . .
C24 C25 N1 C1 162.42(17) . . . .
C20 C25 N1 C1 -17.4(3) . . . .
C24 C25 N1 C26 -3.7(2) . . . .
C20 C25 N1 C26 176.43(16) . . . .
C31 C26 N1 C1 -59.7(2) . . . .
C27 C26 N1 C1 121.06(19) . . . .
C31 C26 N1 C25 106.5(2) . . . .
C27 C26 N1 C25 -72.7(2) . . . .
C39 C38 N2 C56 151.94(17) . . . .
C43 C38 N2 C56 -25.8(2) . . . .
C39 C38 N2 C34 -33.7(2) . . . .
C43 C38 N2 C34 148.55(16) . . . .
C55 C56 N2 C38 -151.27(17) . . . .
C51 C56 N2 C38 28.7(2) . . . .
C55 C56 N2 C34 34.3(2) . . . .
C51 C56 N2 C34 -145.70(16) . . . .
C33 C34 N2 C38 -76.3(2) . . . .
C35 C34 N2 C38 106.0(2) . . . .
C33 C34 N2 C56 98.0(2) . . . .
C35 C34 N2 C56 -79.7(2) . . . .
C36 C37 S1 O2 -66.70(19) . . . .
C32 C37 S1 O2 116.85(13) . . . .
C36 C37 S1 O1 66.14(19) . . . .
C32 C37 S1 O1 -110.30(14) . . . .
C36 C37 S1 C29 179.14(18) . . . .
C32 C37 S1 C29 2.69(14) . . . .
C30 C29 S1 O2 66.41(19) . . . .
C28 C29 S1 O2 -114.16(14) . . . .
C30 C29 S1 O1 -66.13(19) . . . .
C28 C29 S1 O1 113.30(14) . . . .
C30 C29 S1 C37 -178.90(17) . . . .
C28 C29 S1 C37 0.54(14) . . . .
