#------------------------------------------------------------------------------
#$Date: 2021-01-07 07:01:11 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260722 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127205.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_7127205
loop_
_publ_author_name
'Ohtsuka, Nobuhiko'
'Nakano, Masahiro'
'Nakagawa, Sae'
'Shahiduzzaman, Md'
'Karakawa, Makoto'
'Taima, Tetsuya'
'Minoura, Mao'
_publ_section_title
;
 Naphthalene diimide-incorporated helical thienoacene: a helical molecule
 with high electron mobility, good solubility, and thermally stable solid
 phase.
;
_journal_issue                   82
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12343
_journal_page_last               12346
_journal_paper_doi               10.1039/d0cc04634e
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C70 H76 N4 O8 S2'
_chemical_formula_weight         1165.46
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-05-08 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.746(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   33.803(7)
_cell_length_b                   13.242(3)
_cell_length_c                   13.405(3)
_cell_measurement_reflns_used    2742
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      12.12
_cell_measurement_theta_min      2.29
_cell_volume                     5682(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Dectris PILATUS-CdTe'
_diffrn_measurement_method       'Phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.4268
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            66385
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        14.838
_diffrn_reflns_theta_max         16.089
_diffrn_reflns_theta_min         0.999
_diffrn_source                   'BL02B1 SPring-8'
_exptl_absorpt_coefficient_mu    0.055
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             2480
_exptl_crystal_size_max          0.010
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_transmission_factor_max   0.7440
_exptl_transmission_factor_min   0.5614
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         6510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.1177
_refine_ls_R_factor_gt           0.0733
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1063P)²+8.7507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1942
_refine_ls_wR_factor_ref         0.2717
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3860
_reflns_number_total             6510
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc04634e2.cif
_cod_data_source_block           Comp_01_Nakano
_cod_depositor_comments          'Adding full bibliography for 7127205.cif.'
_cod_original_cell_volume        5682.4(19)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7127205
_shelx_shelxl_version_number     2014/7
_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_min   0.999
_shelx_estimated_absorpt_t_max   0.999
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 0.57104(3) 0.64113(6) 0.46537(8) 0.0682(3) Uani 1 1 d . . . . .
C1 C 0.53170(12) 0.6506(2) 0.3458(3) 0.0610(9) Uani 1 1 d . . . . .
C2 C 0.51744(13) 0.74645(19) 0.2959(3) 0.0674(10) Uani 1 1 d . . . . .
C3 C 0.53530(16) 0.8391(2) 0.3405(3) 0.0808(13) Uani 1 1 d . . . . .
H1 H 0.5593 0.8402 0.4016 0.097 Uiso 1 1 calc R U . . .
C4 C 0.51735(17) 0.9276(2) 0.2939(3) 0.0939(17) Uani 1 1 d . . . . .
H2 H 0.5293 0.9902 0.3232 0.113 Uiso 1 1 calc R U . . .
C5 C 0.51327(11) 0.55992(19) 0.3032(2) 0.0563(8) Uani 1 1 d . . . . .
C6 C 0.52563(11) 0.48156(19) 0.3832(3) 0.0561(8) Uani 1 1 d . . . . .
C7 C 0.55958(12) 0.5146(2) 0.4719(3) 0.0614(9) Uani 1 1 d . . . . .
C8 C 0.57956(12) 0.4513(3) 0.5557(3) 0.0660(9) Uani 1 1 d . . . . .
C9 C 0.61570(15) 0.4872(3) 0.6422(3) 0.0791(11) Uani 1 1 d . . . . .
N1 N 0.63381(12) 0.4199(3) 0.7244(3) 0.0868(10) Uani 1 1 d . . . . .
C10 C 0.62018(17) 0.3212(4) 0.7287(4) 0.0934(14) Uani 1 1 d . . . . .
C11 C 0.58551(14) 0.2846(3) 0.6371(3) 0.0761(11) Uani 1 1 d . . . . .
C12 C 0.57280(17) 0.1857(3) 0.6337(4) 0.0852(13) Uani 1 1 d . . . . .
H3 H 0.5872 0.1405 0.6883 0.102 Uiso 1 1 calc R U . . .
C13 C 0.53900(17) 0.1518(3) 0.5511(4) 0.0829(13) Uani 1 1 d . . . . .
H4 H 0.5310 0.0828 0.5483 0.100 Uiso 1 1 calc R U . . .
C14 C 0.51662(14) 0.2175(2) 0.4723(3) 0.0695(10) Uani 1 1 d . . . . .
C15 C 0.47984(15) 0.1819(2) 0.3910(3) 0.0771(12) Uani 1 1 d . . . . .
N2 N 0.45623(14) 0.25329(19) 0.3207(3) 0.0776(10) Uani 1 1 d . . . . .
C16 C 0.46729(12) 0.3556(2) 0.3208(3) 0.0595(9) Uani 1 1 d . . . . .
C17 C 0.50878(12) 0.38546(19) 0.3892(3) 0.0564(8) Uani 1 1 d . . . . .
C18 C 0.53025(13) 0.3194(2) 0.4723(3) 0.0623(9) Uani 1 1 d . . . . .
C19 C 0.56548(13) 0.3518(2) 0.5544(3) 0.0666(10) Uani 1 1 d . . . . .
O1 O 0.62998(10) 0.5715(2) 0.6418(2) 0.0875(9) Uani 1 1 d . . . . .
C20 C 0.67019(17) 0.4569(5) 0.8098(4) 0.1082(17) Uani 1 1 d . . . . .
H5 H 0.6873 0.4998 0.7792 0.130 Uiso 1 1 calc R U . . .
H6 H 0.6875 0.3984 0.8440 0.130 Uiso 1 1 calc R U . . .
C21 C 0.65898(16) 0.5169(4) 0.8926(4) 0.1032(16) Uani 1 1 d . . . . .
H7 H 0.6502 0.4703 0.9393 0.124 Uiso 1 1 calc R U . . .
H8 H 0.6352 0.5622 0.8581 0.124 Uiso 1 1 calc R U . . .
C22 C 0.6959(2) 0.5794(7) 0.9580(5) 0.143(3) Uani 1 1 d . . . . .
H9 H 0.7199 0.5339 0.9894 0.172 Uiso 1 1 calc R U . . .
H10 H 0.7039 0.6271 0.9109 0.172 Uiso 1 1 calc R U . . .
C23 C 0.6873(3) 0.6383(7) 1.0446(6) 0.167(3) Uani 1 1 d . . . . .
H11 H 0.6918 0.5924 1.1056 0.200 Uiso 0.5 1 calc R U P A 1
H12 H 0.6574 0.6567 1.0202 0.200 Uiso 0.5 1 calc R U P A 1
H13 H 0.6757 0.5938 1.0877 0.200 Uiso 0.5 1 calc R U P B 2
H14 H 0.6672 0.6934 1.0151 0.200 Uiso 0.5 1 calc R U P B 2
C24 C 0.7334(6) 0.6849(15) 1.1168(15) 0.148(6) Uani 0.5 1 d . . P C 2
H15 H 0.7548 0.6316 1.1261 0.178 Uiso 0.5 1 calc R U P C 2
H16 H 0.7408 0.7411 1.0775 0.178 Uiso 0.5 1 calc R U P C 2
C25 C 0.7350(6) 0.7231(19) 1.2243(15) 0.195(9) Uani 0.5 1 d . . P C 2
H17 H 0.7373 0.6646 1.2718 0.234 Uiso 0.5 1 calc R U P C 2
H18 H 0.7085 0.7583 1.2181 0.234 Uiso 0.5 1 calc R U P C 2
C26 C 0.7713(7) 0.795(2) 1.2739(15) 0.217(11) Uani 0.5 1 d . . P C 2
H19 H 0.7729 0.8461 1.2216 0.261 Uiso 0.5 1 calc R U P C 2
H20 H 0.7979 0.7567 1.2961 0.261 Uiso 0.5 1 calc R U P C 2
C27 C 0.7639 0.8555 1.3848 0.356 Uani 0.5 1 d . . P C 2
H21 H 0.7698 0.8076 1.4435 0.534 Uiso 0.5 1 calc R U P C 2
H22 H 0.7349 0.8789 1.3666 0.534 Uiso 0.5 1 calc R U P C 2
H23 H 0.7828 0.9133 1.4054 0.534 Uiso 0.5 1 calc R U P C 2
O2 O 0.63655(13) 0.2689(3) 0.8063(3) 0.1143(12) Uani 1 1 d . . . . .
C28 C 0.7135(4) 0.7391(14) 1.0863(13) 0.121(5) Uani 0.5 1 d . . P C 1
H24 H 0.7436 0.7213 1.1114 0.145 Uiso 0.5 1 calc R U P C 1
H25 H 0.7091 0.7857 1.0258 0.145 Uiso 0.5 1 calc R U P C 1
C29 C 0.7041(4) 0.7928(10) 1.1695(10) 0.109(4) Uani 0.5 1 d . . P C 1
H26 H 0.7057 0.7448 1.2273 0.131 Uiso 0.5 1 calc R U P C 1
H27 H 0.6749 0.8177 1.1421 0.131 Uiso 0.5 1 calc R U P C 1
C30 C 0.7322(4) 0.8807(11) 1.2142(10) 0.121(4) Uani 0.5 1 d . . P C 1
H28 H 0.7319 0.9273 1.1561 0.146 Uiso 0.5 1 calc R U P C 1
H29 H 0.7612 0.8557 1.2458 0.146 Uiso 0.5 1 calc R U P C 1
C31 C 0.7196(5) 0.9399(12) 1.2986(12) 0.152(6) Uani 0.5 1 d . . P C 1
H30 H 0.6935 0.9763 1.2649 0.228 Uiso 0.5 1 calc R U P C 1
H31 H 0.7417 0.9882 1.3335 0.228 Uiso 0.5 1 calc R U P C 1
H32 H 0.7157 0.8926 1.3508 0.228 Uiso 0.5 1 calc R U P C 1
O3 O 0.46777(13) 0.09422(17) 0.3851(3) 0.1027(11) Uani 1 1 d . . . . .
C32 C 0.4169(14) 0.225(2) 0.276(2) 0.066(10) Uani 0.3333 1 d . . P D 4
H33 H 0.3982 0.2845 0.2621 0.079 Uiso 0.3333 1 calc R U P D 4
H34 H 0.4083 0.1784 0.3235 0.079 Uiso 0.3333 1 calc R U P D 4
C33 C 0.4148(7) 0.1721(14) 0.1740(19) 0.066(5) Uani 0.3333 1 d . . P D 4
H35 H 0.4413 0.1352 0.1838 0.079 Uiso 0.3333 1 calc R U P D 4
H36 H 0.4118 0.2233 0.1183 0.079 Uiso 0.3333 1 calc R U P D 4
C34 C 0.3784(5) 0.0981(11) 0.1387(12) 0.076(4) Uani 0.3333 1 d . . P D 4
H37 H 0.3519 0.1367 0.1221 0.091 Uiso 0.3333 1 calc R U P D 4
H38 H 0.3797 0.0524 0.1981 0.091 Uiso 0.3333 1 calc R U P D 4
C35 C 0.3772(6) 0.0341(12) 0.0429(12) 0.081(4) Uani 0.3333 1 d . . P D 4
H39 H 0.3726 0.0793 -0.0187 0.098 Uiso 0.3333 1 calc R U P D 4
H40 H 0.4048 0.0016 0.0563 0.098 Uiso 0.3333 1 calc R U P D 4
C36 C 0.3465(6) -0.0408(14) 0.0175(15) 0.088(4) Uani 0.3333 1 d . . P D 4
H41 H 0.3190 -0.0076 0.0050 0.106 Uiso 0.5 1 calc R U P D 4
H42 H 0.3512 -0.0852 0.0796 0.106 Uiso 0.5 1 calc R U P D 4
C37 C 0.3435(7) -0.1091(18) -0.0805(17) 0.120(7) Uani 0.3333 1 d . . P D 4
H43 H 0.3444 -0.0657 -0.1398 0.144 Uiso 1 1 calc R U . D 4
H44 H 0.3680 -0.1546 -0.0628 0.144 Uiso 1 1 calc R U . D 4
C38 C 0.3059(9) -0.1689(14) -0.1131(17) 0.329(17) Uani 0.6667 1 d . . P D 4
H45 H 0.2823 -0.1225 -0.1188 0.395 Uiso 1 1 calc R U . D 4
H46 H 0.3024 -0.1935 -0.1852 0.395 Uiso 1 1 calc R U . D 4
C39 C 0.3008(5) -0.2523(15) -0.0545(10) 0.315(9) Uani 1 1 d . . . D 4
H47 H 0.2734 -0.2831 -0.0888 0.472 Uiso 1 1 calc R U . D 4
H48 H 0.3228 -0.3018 -0.0502 0.472 Uiso 1 1 calc R U . D 4
H49 H 0.3026 -0.2303 0.0167 0.472 Uiso 1 1 calc R U . D 4
O4 O 0.44181(8) 0.41454(15) 0.26740(19) 0.0631(6) Uani 1 1 d . . . . .
C40 C 0.4241(9) 0.2188(13) 0.234(2) 0.078(5) Uani 0.3333 1 d . . P D 5
H50 H 0.4317 0.1529 0.2100 0.093 Uiso 0.3333 1 calc R U P D 5
H51 H 0.4190 0.2674 0.1747 0.093 Uiso 0.3333 1 calc R U P D 5
C41 C 0.3856(5) 0.2078(13) 0.2651(15) 0.100(5) Uani 0.3333 1 d . . P D 5
H52 H 0.3924 0.1681 0.3310 0.120 Uiso 0.3333 1 calc R U P D 5
H53 H 0.3761 0.2755 0.2791 0.120 Uiso 0.3333 1 calc R U P D 5
C42 C 0.3511(8) 0.157(2) 0.182(3) 0.208(15) Uani 0.3333 1 d . . P D 5
H54 H 0.3489 0.1862 0.1123 0.250 Uiso 0.3333 1 calc R U P D 5
H55 H 0.3244 0.1690 0.1950 0.250 Uiso 0.3333 1 calc R U P D 5
C43 C 0.3585(12) 0.040(2) 0.179(5) 0.37(4) Uani 0.3333 1 d . . P D 5
H56 H 0.3618 0.0109 0.2488 0.441 Uiso 0.3333 1 calc R U P D 5
H57 H 0.3846 0.0277 0.1622 0.441 Uiso 0.3333 1 calc R U P D 5
C44 C 0.3176(13) -0.016(3) 0.086(7) 0.55(9) Uani 0.3333 1 d . . P D 5
H58 H 0.2965 0.0352 0.0511 0.665 Uiso 0.5 1 calc R U P D 5
H59 H 0.3043 -0.0658 0.1206 0.665 Uiso 0.5 1 calc R U P D 5
C45 C 0.3355(12) -0.080(2) -0.012(3) 0.35(2) Uani 0.6667 1 d . . P D 5
C46 C 0.4052(14) 0.226(3) 0.254(4) 0.074(11) Uani 0.3333 1 d . . P D 3
H60 H 0.3957 0.1710 0.2899 0.088 Uiso 0.3333 1 calc R U P D 3
H61 H 0.3879 0.2866 0.2541 0.088 Uiso 0.3333 1 calc R U P D 3
C47 C 0.3990(7) 0.196(2) 0.142(2) 0.087(6) Uani 0.3333 1 d . . P D 3
H62 H 0.4017 0.2571 0.1018 0.104 Uiso 0.3333 1 calc R U P D 3
H63 H 0.4218 0.1493 0.1413 0.104 Uiso 0.3333 1 calc R U P D 3
C48 C 0.3581(9) 0.147(4) 0.0861(16) 0.21(2) Uani 0.3333 1 d . . P D 3
H64 H 0.3537 0.0927 0.1328 0.249 Uiso 0.3333 1 calc R U P D 3
H65 H 0.3358 0.1974 0.0786 0.249 Uiso 0.3333 1 calc R U P D 3
C49 C 0.3519(9) 0.103(3) -0.0139(19) 0.171(12) Uani 0.3333 1 d . . P D 3
H66 H 0.3628 0.1525 -0.0544 0.205 Uiso 0.3333 1 calc R U P D 3
H67 H 0.3213 0.0996 -0.0492 0.205 Uiso 0.3333 1 calc R U P D 3
C50 C 0.371(3) -0.005(4) -0.028(6) 0.41(5) Uani 0.3333 1 d . . P D 3
C51 C 0.3138(17) 0.033(5) -0.062(4) 0.143(16) Uiso 0.1667 1 d . . P D -3
C52 C 0.326(3) 0.026(7) -0.183(7) 0.25(3) Uiso 0.1667 1 d . . P D -3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0005 '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 0.0007 0.0011 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0020 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0478 0.0437 '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
C1 S1 C7 89.94(16) . . ?
C5 C1 C2 122.1(4) . . ?
C5 C1 S1 115.4(2) . . ?
C2 C1 S1 122.5(3) . . ?
C2 C2 C3 119.7(3) 2_655 . ?
C2 C2 C1 117.9(2) 2_655 . ?
C3 C2 C1 122.3(4) . . ?
C4 C3 C2 118.8(5) . . ?
C4 C3 H1 120.6 . . ?
C2 C3 H1 120.6 . . ?
C4 C4 C3 121.5(3) 2_655 . ?
C4 C4 H2 119.3 2_655 . ?
C3 C4 H2 119.3 . . ?
C1 C5 C5 117.9(2) . 2_655 ?
C1 C5 C6 109.2(3) . . ?
C5 C5 C6 132.8(2) 2_655 . ?
C17 C6 C7 117.5(3) . . ?
C17 C6 C5 131.5(3) . . ?
C7 C6 C5 111.0(3) . . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 S1 124.5(3) . . ?
C6 C7 S1 112.8(2) . . ?
C7 C8 C19 118.8(4) . . ?
C7 C8 C9 120.6(3) . . ?
C19 C8 C9 120.5(4) . . ?
O1 C9 N1 121.0(5) . . ?
O1 C9 C8 121.6(4) . . ?
N1 C9 C8 117.4(4) . . ?
C10 N1 C9 124.3(4) . . ?
C10 N1 C20 119.1(4) . . ?
C9 N1 C20 116.6(4) . . ?
O2 C10 N1 120.0(6) . . ?
O2 C10 C11 122.7(5) . . ?
N1 C10 C11 117.2(4) . . ?
C12 C11 C19 120.6(5) . . ?
C12 C11 C10 119.7(4) . . ?
C19 C11 C10 119.8(4) . . ?
C11 C12 C13 120.3(4) . . ?
C11 C12 H3 119.9 . . ?
C13 C12 H3 119.9 . . ?
C12 C13 C14 120.8(4) . . ?
C12 C13 H4 119.6 . . ?
C14 C13 H4 119.6 . . ?
C13 C14 C18 119.7(4) . . ?
C13 C14 C15 119.7(3) . . ?
C18 C14 C15 120.6(3) . . ?
O3 C15 N2 119.6(4) . . ?
O3 C15 C14 123.1(4) . . ?
N2 C15 C14 117.2(3) . . ?
C32 N2 C15 112.7(15) . . ?
C15 N2 C40 117.9(7) . . ?
C32 N2 C16 120.1(15) . . ?
C15 N2 C16 124.0(4) . . ?
C40 N2 C16 117.0(7) . . ?
C15 N2 C46 118.6(14) . . ?
C16 N2 C46 115.1(14) . . ?
O4 C16 N2 118.8(4) . . ?
O4 C16 C17 123.6(3) . . ?
N2 C16 C17 117.6(3) . . ?
C6 C17 C18 119.2(3) . . ?
C6 C17 C16 122.2(3) . . ?
C18 C17 C16 118.1(3) . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 C14 118.8(3) . . ?
C17 C18 C14 120.0(4) . . ?
C8 C19 C18 119.8(3) . . ?
C8 C19 C11 120.5(4) . . ?
C18 C19 C11 119.6(3) . . ?
N1 C20 C21 113.8(4) . . ?
N1 C20 H5 108.8 . . ?
C21 C20 H5 108.8 . . ?
N1 C20 H6 108.8 . . ?
C21 C20 H6 108.8 . . ?
H5 C20 H6 107.7 . . ?
C20 C21 C22 110.9(5) . . ?
C20 C21 H7 109.5 . . ?
C22 C21 H7 109.5 . . ?
C20 C21 H8 109.5 . . ?
C22 C21 H8 109.5 . . ?
H7 C21 H8 108.0 . . ?
C23 C22 C21 113.7(5) . . ?
C23 C22 H9 108.8 . . ?
C21 C22 H9 108.8 . . ?
C23 C22 H10 108.8 . . ?
C21 C22 H10 108.8 . . ?
H9 C22 H10 107.7 . . ?
C22 C23 C28 118.7(7) . . ?
C22 C23 C24 105.4(9) . . ?
C22 C23 H11 107.6 . . ?
C28 C23 H11 107.6 . . ?
C22 C23 H12 107.6 . . ?
C28 C23 H12 107.6 . . ?
H11 C23 H12 107.1 . . ?
C22 C23 H13 110.7 . . ?
C24 C23 H13 110.7 . . ?
C22 C23 H14 110.7 . . ?
C24 C23 H14 110.7 . . ?
H13 C23 H14 108.8 . . ?
C25 C24 C23 114.8(14) . . ?
C25 C24 H15 108.6 . . ?
C23 C24 H15 108.6 . . ?
C25 C24 H16 108.6 . . ?
C23 C24 H16 108.6 . . ?
H15 C24 H16 107.5 . . ?
C24 C25 C26 113.7(14) . . ?
C24 C25 H17 108.8 . . ?
C26 C25 H17 108.8 . . ?
C24 C25 H18 108.8 . . ?
C26 C25 H18 108.8 . . ?
H17 C25 H18 107.7 . . ?
C25 C26 C27 109.7(13) . . ?
C25 C26 H19 109.7 . . ?
C27 C26 H19 109.7 . . ?
C25 C26 H20 109.7 . . ?
C27 C26 H20 109.7 . . ?
H19 C26 H20 108.2 . . ?
C26 C27 H21 109.5 . . ?
C26 C27 H22 109.5 . . ?
H21 C27 H22 109.5 . . ?
C26 C27 H23 109.5 . . ?
H21 C27 H23 109.5 . . ?
H22 C27 H23 109.5 . . ?
C29 C28 C23 116.5(10) . . ?
C29 C28 H24 108.2 . . ?
C23 C28 H24 108.2 . . ?
C29 C28 H25 108.2 . . ?
C23 C28 H25 108.2 . . ?
H24 C28 H25 107.3 . . ?
C28 C29 C30 114.9(10) . . ?
C28 C29 H26 108.6 . . ?
C30 C29 H26 108.6 . . ?
C28 C29 H27 108.6 . . ?
C30 C29 H27 108.6 . . ?
H26 C29 H27 107.5 . . ?
C29 C30 C31 113.3(11) . . ?
C29 C30 H28 108.9 . . ?
C31 C30 H28 108.9 . . ?
C29 C30 H29 108.9 . . ?
C31 C30 H29 108.9 . . ?
H28 C30 H29 107.7 . . ?
C30 C31 H30 109.5 . . ?
C30 C31 H31 109.5 . . ?
H30 C31 H31 109.5 . . ?
C30 C31 H32 109.5 . . ?
H30 C31 H32 109.5 . . ?
H31 C31 H32 109.5 . . ?
N2 C32 C33 106(3) . . ?
N2 C32 H33 110.4 . . ?
C33 C32 H33 110.4 . . ?
N2 C32 H34 110.4 . . ?
C33 C32 H34 110.4 . . ?
H33 C32 H34 108.6 . . ?
C32 C33 C34 112(2) . . ?
C32 C33 H35 109.2 . . ?
C34 C33 H35 109.2 . . ?
C32 C33 H36 109.2 . . ?
C34 C33 H36 109.2 . . ?
H35 C33 H36 107.9 . . ?
C33 C34 C35 114.7(14) . . ?
C33 C34 H37 108.6 . . ?
C35 C34 H37 108.6 . . ?
C33 C34 H38 108.6 . . ?
C35 C34 H38 108.6 . . ?
H37 C34 H38 107.6 . . ?
C36 C35 C34 114.5(14) . . ?
C36 C35 H39 108.6 . . ?
C34 C35 H39 108.6 . . ?
C36 C35 H40 108.6 . . ?
C34 C35 H40 108.6 . . ?
H39 C35 H40 107.6 . . ?
C35 C36 C37 117.0(15) . . ?
C35 C36 H41 108.0 . . ?
C37 C36 H41 108.0 . . ?
C35 C36 H42 108.0 . . ?
C37 C36 H42 108.0 . . ?
H41 C36 H42 107.3 . . ?
C38 C37 C36 112.5(17) . . ?
C38 C37 H43 109.1 . . ?
C36 C37 H43 109.1 . . ?
C38 C37 H44 109.1 . . ?
C36 C37 H44 109.1 . . ?
H43 C37 H44 107.8 . . ?
C39 C38 C37 121(2) . . ?
C39 C38 H45 107.0 . . ?
C37 C38 H45 107.0 . . ?
C39 C38 H46 107.0 . . ?
C37 C38 H46 107.0 . . ?
H45 C38 H46 106.7 . . ?
C38 C39 H47 109.5 . . ?
C38 C39 H48 109.5 . . ?
H47 C39 H48 109.5 . . ?
C38 C39 H49 109.5 . . ?
H47 C39 H49 109.5 . . ?
H48 C39 H49 109.5 . . ?
N2 C40 C41 108.0(19) . . ?
N2 C40 H50 110.1 . . ?
C41 C40 H50 110.1 . . ?
N2 C40 H51 110.1 . . ?
C41 C40 H51 110.1 . . ?
H50 C40 H51 108.4 . . ?
C42 C41 C40 112(2) . . ?
C42 C41 H52 109.2 . . ?
C40 C41 H52 109.2 . . ?
C42 C41 H53 109.2 . . ?
C40 C41 H53 109.2 . . ?
H52 C41 H53 107.9 . . ?
C41 C42 C43 112(2) . . ?
C41 C42 H54 109.2 . . ?
C43 C42 H54 109.2 . . ?
C41 C42 H55 109.2 . . ?
C43 C42 H55 109.2 . . ?
H54 C42 H55 107.9 . . ?
C42 C43 C44 111(3) . . ?
C42 C43 H56 109.5 . . ?
C44 C43 H56 109.5 . . ?
C42 C43 H57 109.5 . . ?
C44 C43 H57 109.5 . . ?
H56 C43 H57 108.1 . . ?
C43 C44 C45 111(4) . . ?
C43 C44 H58 109.5 . . ?
C45 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
C45 C44 H59 109.5 . . ?
H58 C44 H59 108.1 . . ?
C47 C46 N2 112(3) . . ?
C47 C46 H60 109.2 . . ?
N2 C46 H60 109.2 . . ?
C47 C46 H61 109.2 . . ?
N2 C46 H61 109.2 . . ?
H60 C46 H61 107.9 . . ?
C48 C47 C46 115(2) . . ?
C48 C47 H62 108.5 . . ?
C46 C47 H62 108.5 . . ?
C48 C47 H63 108.5 . . ?
C46 C47 H63 108.5 . . ?
H62 C47 H63 107.5 . . ?
C49 C48 C47 119(2) . . ?
C49 C48 H64 107.6 . . ?
C47 C48 H64 107.6 . . ?
C49 C48 H65 107.6 . . ?
C47 C48 H65 107.6 . . ?
H64 C48 H65 107.0 . . ?
C48 C49 C51 119(3) . . ?
C48 C49 C50 122(5) . . ?
C51 C49 C50 74(4) . . ?
C48 C49 H66 106.8 . . ?
C51 C49 H66 124.9 . . ?
C50 C49 H66 106.8 . . ?
C48 C49 H67 106.8 . . ?
C51 C49 H67 34.1 . . ?
C50 C49 H67 106.8 . . ?
H66 C49 H67 106.6 . . ?
C49 C50 C51 52(3) . . ?
C49 C51 C52 90(4) . . ?
C49 C51 C50 54(3) . . ?
C52 C51 C50 72(4) . . ?
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 C1 1.728(4) . ?
S1 C7 1.728(3) . ?
C1 C5 1.388(4) . ?
C1 C2 1.443(4) . ?
C2 C2 1.404(8) 2_655 ?
C2 C3 1.412(4) . ?
C3 C4 1.375(5) . ?
C3 H1 0.9500 . ?
C4 C4 1.368(10) 2_655 ?
C4 H2 0.9500 . ?
C5 C5 1.420(7) 2_655 ?
C5 C6 1.454(4) . ?
C6 C17 1.407(4) . ?
C6 C7 1.430(5) . ?
C7 C8 1.391(5) . ?
C8 C19 1.400(5) . ?
C8 C9 1.467(6) . ?
C9 O1 1.218(5) . ?
C9 N1 1.396(6) . ?
N1 C10 1.393(6) . ?
N1 C20 1.469(7) . ?
C10 O2 1.224(5) . ?
C10 C11 1.480(7) . ?
C11 C12 1.374(6) . ?
C11 C19 1.413(5) . ?
C12 C13 1.386(7) . ?
C12 H3 0.9500 . ?
C13 C14 1.390(5) . ?
C13 H4 0.9500 . ?
C14 C18 1.426(4) . ?
C14 C15 1.444(6) . ?
C15 O3 1.225(4) . ?
C15 N2 1.391(5) . ?
N2 C32 1.32(4) . ?
N2 C40 1.39(3) . ?
N2 C16 1.405(4) . ?
N2 C46 1.71(4) . ?
C16 O4 1.212(4) . ?
C16 C17 1.462(5) . ?
C17 C18 1.419(5) . ?
C18 C19 1.403(6) . ?
C20 C21 1.509(7) . ?
C20 H5 0.9900 . ?
C20 H6 0.9900 . ?
C21 C22 1.519(8) . ?
C21 H7 0.9900 . ?
C21 H8 0.9900 . ?
C22 C23 1.502(9) . ?
C22 H9 0.9900 . ?
C22 H10 0.9900 . ?
C23 C28 1.600(19) . ?
C23 C24 1.66(2) . ?
C23 H11 0.9900 . ?
C23 H12 0.9900 . ?
C23 H13 0.9900 . ?
C23 H14 0.9900 . ?
C24 C25 1.51(2) . ?
C24 H15 0.9900 . ?
C24 H16 0.9900 . ?
C25 C26 1.52(2) . ?
C25 H17 0.9900 . ?
C25 H18 0.9900 . ?
C26 C27 1.776(19) . ?
C26 H19 0.9900 . ?
C26 H20 0.9900 . ?
C27 H21 0.9800 . ?
C27 H22 0.9800 . ?
C27 H23 0.9800 . ?
C28 C29 1.44(2) . ?
C28 H24 0.9900 . ?
C28 H25 0.9900 . ?
C29 C30 1.502(18) . ?
C29 H26 0.9900 . ?
C29 H27 0.9900 . ?
C30 C31 1.545(18) . ?
C30 H28 0.9900 . ?
C30 H29 0.9900 . ?
C31 H30 0.9800 . ?
C31 H31 0.9800 . ?
C31 H32 0.9800 . ?
C32 C33 1.52(3) . ?
C32 H33 0.9900 . ?
C32 H34 0.9900 . ?
C33 C34 1.53(3) . ?
C33 H35 0.9900 . ?
C33 H36 0.9900 . ?
C34 C35 1.53(2) . ?
C34 H37 0.9900 . ?
C34 H38 0.9900 . ?
C35 C36 1.40(3) . ?
C35 H39 0.9900 . ?
C35 H40 0.9900 . ?
C36 C37 1.57(2) . ?
C36 H41 0.9900 . ?
C36 H42 0.9900 . ?
C37 C38 1.44(3) . ?
C37 H43 0.9900 . ?
C37 H44 0.9900 . ?
C38 C39 1.397(19) . ?
C38 H45 0.9900 . ?
C38 H46 0.9900 . ?
C39 H47 0.9800 . ?
C39 H48 0.9800 . ?
C39 H49 0.9800 . ?
C40 C41 1.50(3) . ?
C40 H50 0.9900 . ?
C40 H51 0.9900 . ?
C41 C42 1.49(3) . ?
C41 H52 0.9900 . ?
C41 H53 0.9900 . ?
C42 C43 1.56(4) . ?
C42 H54 0.9900 . ?
C42 H55 0.9900 . ?
C43 C44 1.71(5) . ?
C43 H56 0.9900 . ?
C43 H57 0.9900 . ?
C44 C45 1.83(9) . ?
C44 H58 0.9900 . ?
C44 H59 0.9900 . ?
C46 C47 1.50(5) . ?
C46 H60 0.9900 . ?
C46 H61 0.9900 . ?
C47 C48 1.50(3) . ?
C47 H62 0.9900 . ?
C47 H63 0.9900 . ?
C48 C49 1.41(3) . ?
C48 H64 0.9900 . ?
C48 H65 0.9900 . ?
C49 C51 1.55(6) . ?
C49 C50 1.61(7) . ?
C49 H66 0.9900 . ?
C49 H67 0.9900 . ?
C50 C51 1.90(11) . ?
C51 C52 1.79(10) . ?
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
C7 S1 C1 C5 -7.5(2) . . . . ?
C7 S1 C1 C2 169.4(3) . . . . ?
C5 C1 C2 C2 3.0(5) . . . 2_655 ?
S1 C1 C2 C2 -173.8(3) . . . 2_655 ?
C5 C1 C2 C3 178.1(3) . . . . ?
S1 C1 C2 C3 1.4(5) . . . . ?
C2 C2 C3 C4 1.5(6) 2_655 . . . ?
C1 C2 C3 C4 -173.6(3) . . . . ?
C2 C3 C4 C4 0.4(8) . . . 2_655 ?
C2 C1 C5 C5 15.0(5) . . . 2_655 ?
S1 C1 C5 C5 -168.0(3) . . . 2_655 ?
C2 C1 C5 C6 -163.8(3) . . . . ?
S1 C1 C5 C6 13.1(3) . . . . ?
C1 C5 C6 C17 163.1(3) . . . . ?
C5 C5 C6 C17 -15.5(6) 2_655 . . . ?
C1 C5 C6 C7 -13.0(4) . . . . ?
C5 C5 C6 C7 168.4(4) 2_655 . . . ?
C17 C6 C7 C8 8.6(4) . . . . ?
C5 C6 C7 C8 -174.7(3) . . . . ?
C17 C6 C7 S1 -168.8(2) . . . . ?
C5 C6 C7 S1 7.9(3) . . . . ?
C1 S1 C7 C8 -177.9(3) . . . . ?
C1 S1 C7 C6 -0.6(2) . . . . ?
C6 C7 C8 C19 -1.1(5) . . . . ?
S1 C7 C8 C19 175.9(2) . . . . ?
C6 C7 C8 C9 176.7(3) . . . . ?
S1 C7 C8 C9 -6.3(4) . . . . ?
C7 C8 C9 O1 -2.2(5) . . . . ?
C19 C8 C9 O1 175.6(3) . . . . ?
C7 C8 C9 N1 179.1(3) . . . . ?
C19 C8 C9 N1 -3.1(5) . . . . ?
O1 C9 N1 C10 -177.7(4) . . . . ?
C8 C9 N1 C10 0.9(5) . . . . ?
O1 C9 N1 C20 0.8(6) . . . . ?
C8 C9 N1 C20 179.5(3) . . . . ?
C9 N1 C10 O2 -176.3(4) . . . . ?
C20 N1 C10 O2 5.1(6) . . . . ?
C9 N1 C10 C11 3.1(6) . . . . ?
C20 N1 C10 C11 -175.4(4) . . . . ?
O2 C10 C11 C12 -5.1(6) . . . . ?
N1 C10 C11 C12 175.4(4) . . . . ?
O2 C10 C11 C19 174.2(4) . . . . ?
N1 C10 C11 C19 -5.3(5) . . . . ?
C19 C11 C12 C13 -2.7(6) . . . . ?
C10 C11 C12 C13 176.7(4) . . . . ?
C11 C12 C13 C14 -2.1(6) . . . . ?
C12 C13 C14 C18 4.4(5) . . . . ?
C12 C13 C14 C15 -175.8(3) . . . . ?
C13 C14 C15 O3 -2.7(5) . . . . ?
C18 C14 C15 O3 177.0(3) . . . . ?
C13 C14 C15 N2 173.5(3) . . . . ?
C18 C14 C15 N2 -6.7(5) . . . . ?
O3 C15 N2 C32 20.1(13) . . . . ?
C14 C15 N2 C32 -156.3(12) . . . . ?
O3 C15 N2 C40 -12.3(13) . . . . ?
C14 C15 N2 C40 171.4(12) . . . . ?
O3 C15 N2 C16 180.0(3) . . . . ?
C14 C15 N2 C16 3.6(5) . . . . ?
O3 C15 N2 C46 18(2) . . . . ?
C14 C15 N2 C46 -158.4(19) . . . . ?
C32 N2 C16 O4 -10.5(15) . . . . ?
C15 N2 C16 O4 -169.0(3) . . . . ?
C40 N2 C16 O4 23.2(13) . . . . ?
C46 N2 C16 O4 -6.4(19) . . . . ?
C32 N2 C16 C17 167.4(14) . . . . ?
C15 N2 C16 C17 8.9(5) . . . . ?
C40 N2 C16 C17 -159.0(12) . . . . ?
C46 N2 C16 C17 171.4(19) . . . . ?
C7 C6 C17 C18 -11.0(4) . . . . ?
C5 C6 C17 C18 173.1(3) . . . . ?
C7 C6 C17 C16 161.0(3) . . . . ?
C5 C6 C17 C16 -14.9(5) . . . . ?
O4 C16 C17 C6 -12.7(4) . . . . ?
N2 C16 C17 C6 169.6(3) . . . . ?
O4 C16 C17 C18 159.4(3) . . . . ?
N2 C16 C17 C18 -18.3(4) . . . . ?
C6 C17 C18 C19 6.6(4) . . . . ?
C16 C17 C18 C19 -165.8(3) . . . . ?
C6 C17 C18 C14 -172.1(3) . . . . ?
C16 C17 C18 C14 15.6(4) . . . . ?
C13 C14 C18 C19 -1.9(5) . . . . ?
C15 C14 C18 C19 178.3(3) . . . . ?
C13 C14 C18 C17 176.8(3) . . . . ?
C15 C14 C18 C17 -3.0(4) . . . . ?
C7 C8 C19 C18 -3.7(5) . . . . ?
C9 C8 C19 C18 178.5(3) . . . . ?
C7 C8 C19 C11 178.7(3) . . . . ?
C9 C8 C19 C11 0.9(5) . . . . ?
C17 C18 C19 C8 1.0(5) . . . . ?
C14 C18 C19 C8 179.7(3) . . . . ?
C17 C18 C19 C11 178.6(3) . . . . ?
C14 C18 C19 C11 -2.7(4) . . . . ?
C12 C11 C19 C8 -177.4(3) . . . . ?
C10 C11 C19 C8 3.3(5) . . . . ?
C12 C11 C19 C18 5.1(5) . . . . ?
C10 C11 C19 C18 -174.3(3) . . . . ?
C10 N1 C20 C21 -97.4(6) . . . . ?
C9 N1 C20 C21 84.0(5) . . . . ?
N1 C20 C21 C22 -162.2(5) . . . . ?
C20 C21 C22 C23 -177.9(7) . . . . ?
C21 C22 C23 C28 -154.1(9) . . . . ?
C21 C22 C23 C24 171.0(9) . . . . ?
C22 C23 C24 C25 -164.3(17) . . . . ?
C23 C24 C25 C26 -161(2) . . . . ?
C24 C25 C26 C27 167.6(19) . . . . ?
C22 C23 C28 C29 180.0(11) . . . . ?
C23 C28 C29 C30 173.9(11) . . . . ?
C28 C29 C30 C31 176.7(12) . . . . ?
C15 N2 C32 C33 -93(2) . . . . ?
C16 N2 C32 C33 106.7(18) . . . . ?
N2 C32 C33 C34 155.5(18) . . . . ?
C32 C33 C34 C35 -173.7(19) . . . . ?
C33 C34 C35 C36 173.6(17) . . . . ?
C34 C35 C36 C37 179.9(18) . . . . ?
C35 C36 C37 C38 -168(2) . . . . ?
C36 C37 C38 C39 -73(3) . . . . ?
C15 N2 C40 C41 87.2(15) . . . . ?
C16 N2 C40 C41 -104.2(12) . . . . ?
N2 C40 C41 C42 -171.5(16) . . . . ?
C40 C41 C42 C43 76(4) . . . . ?
C41 C42 C43 C44 178(5) . . . . ?
C42 C43 C44 C45 121(5) . . . . ?
C15 N2 C46 C47 -103(2) . . . . ?
C16 N2 C46 C47 94(3) . . . . ?
N2 C46 C47 C48 165(3) . . . . ?
C46 C47 C48 C49 -172(4) . . . . ?
C47 C48 C49 C51 167(4) . . . . ?
C47 C48 C49 C50 79(6) . . . . ?
C48 C49 C50 C51 115(4) . . . . ?
C48 C49 C51 C52 174(5) . . . . ?
C50 C49 C51 C52 -68(4) . . . . ?
C48 C49 C51 C50 -118(5) . . . . ?
C49 C50 C51 C52 104(4) . . . . ?
