#------------------------------------------------------------------------------
#$Date: 2021-02-03 21:57:04 +0200 (Wed, 03 Feb 2021) $
#$Revision: 261399 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/84/4518454.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_4518454
loop_
_publ_author_name
'Wang, Xing-Huo'
'Lou, Xin-Yue'
'Lu, Tong'
'Wang, Chunyu'
'Tang, Jun'
'Liu, Fengqi'
'Wang, Yan'
'Yang, Ying-Wei'
_publ_section_title
;
 Supramolecular Engineering of Efficient Artificial Light-Harvesting
 Systems from Cyanovinylene Chromophores and Pillar[5]arene-Based Polymer
 Hosts.
;
_journal_issue                   3
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              4593
_journal_page_last               4604
_journal_paper_doi               10.1021/acsami.0c21651
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'C27 H26 N4 O S, 0.45(O)'
_chemical_formula_sum            'C27 H26 N4 O1.45 S'
_chemical_formula_weight         461.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-12-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6132)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.265(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.1525(17)
_cell_length_b                   22.975(3)
_cell_length_c                   15.2020(17)
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.634
_cell_measurement_theta_min      3.014
_cell_volume                     4720.3(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1087
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            82592
_diffrn_reflns_theta_full        26.85
_diffrn_reflns_theta_max         26.85
_diffrn_reflns_theta_min         2.90
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1949
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.513
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     607
_refine_ls_number_reflns         10086
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.1639
_refine_ls_R_factor_gt           0.1035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1537P)²+15.6818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2871
_refine_ls_wR_factor_ref         0.3350
_reflns_number_gt                6302
_reflns_number_total             10086
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            am0c21651_si_003.cif
_cod_data_source_block           1
_cod_database_code               4518454
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O3) = Uanis(O4) = Uanis(O5)
3. Others
 Fixed Sof: O3(0.4) O5(0.1) O4(0.4)
4.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,
 H18B), C19(H19A,H19B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B),
 C26(H26A,H26B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B),
  C48(H48A,H48B), C49(H49A,H49B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,
 H55B), C56(H56A,H56B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C32(H32), C33(H33),
 C34(H34), C35(H35), C40(H40), C42(H42)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.65723(10) 0.42985(6) 0.63647(10) 0.0356(4) Uani 1 1 d . . .
O1 O 0.6158(3) 0.62357(16) 0.7245(2) 0.0322(8) Uani 1 1 d . . .
N1 N 0.4910(3) 0.37638(19) 0.5610(3) 0.0323(10) Uani 1 1 d . . .
N2 N 0.2804(4) 0.4580(2) 0.5118(4) 0.0444(12) Uani 1 1 d . . .
N3 N 0.3307(3) 0.74510(19) 0.6729(3) 0.0337(10) Uani 1 1 d . . .
N4 N 1.0530(5) 0.6312(3) 0.8104(5) 0.075(2) Uani 1 1 d . . .
C1 C 0.5657(4) 0.3362(2) 0.5673(3) 0.0311(11) Uani 1 1 d . . .
C2 C 0.5520(5) 0.2778(2) 0.5400(4) 0.0383(13) Uani 1 1 d . . .
H2 H 0.4872 0.2626 0.5146 0.046 Uiso 1 1 calc R . .
C3 C 0.6330(5) 0.2431(3) 0.5504(4) 0.0424(14) Uani 1 1 d . . .
H3 H 0.6236 0.2036 0.5310 0.051 Uiso 1 1 calc R . .
C4 C 0.7285(5) 0.2639(3) 0.5886(4) 0.0449(15) Uani 1 1 d . . .
H4 H 0.7833 0.2387 0.5944 0.054 Uiso 1 1 calc R . .
C5 C 0.7445(4) 0.3210(3) 0.6183(4) 0.0399(13) Uani 1 1 d . . .
H5 H 0.8097 0.3353 0.6453 0.048 Uiso 1 1 calc R . .
C6 C 0.6617(4) 0.3573(2) 0.6074(4) 0.0341(12) Uani 1 1 d . . .
C7 C 0.5283(4) 0.4267(2) 0.5949(3) 0.0296(11) Uani 1 1 d . . .
C8 C 0.4664(4) 0.4776(2) 0.5965(3) 0.0309(11) Uani 1 1 d . . .
C9 C 0.3632(4) 0.4669(2) 0.5504(4) 0.0345(12) Uani 1 1 d . . .
C10 C 0.5025(4) 0.5288(2) 0.6371(3) 0.0282(10) Uani 1 1 d . . .
H10 H 0.5720 0.5288 0.6654 0.034 Uiso 1 1 calc R . .
C11 C 0.4556(4) 0.5829(2) 0.6452(3) 0.0263(10) Uani 1 1 d . . .
C12 C 0.3518(4) 0.5922(2) 0.6166(4) 0.0294(11) Uani 1 1 d . . .
H12 H 0.3096 0.5605 0.5902 0.035 Uiso 1 1 calc R . .
C13 C 0.3095(4) 0.6447(2) 0.6255(3) 0.0300(11) Uani 1 1 d . . .
C14 C 0.1988(4) 0.6520(3) 0.5948(4) 0.0378(13) Uani 1 1 d . . .
H14A H 0.1665 0.6146 0.6006 0.045 Uiso 1 1 calc R . .
H14B H 0.1761 0.6642 0.5295 0.045 Uiso 1 1 calc R . .
C15 C 0.1705(4) 0.6981(3) 0.6550(4) 0.0406(14) Uani 1 1 d . . .
H15A H 0.0983 0.7052 0.6324 0.049 Uiso 1 1 calc R . .
H15B H 0.1867 0.6837 0.7192 0.049 Uiso 1 1 calc R . .
C16 C 0.2245(4) 0.7534(3) 0.6532(4) 0.0439(14) Uani 1 1 d . . .
H16A H 0.1982 0.7715 0.5916 0.053 Uiso 1 1 calc R . .
H16B H 0.2121 0.7806 0.6991 0.053 Uiso 1 1 calc R . .
C17 C 0.3889(4) 0.7987(2) 0.6996(4) 0.0399(13) Uani 1 1 d . . .
H17A H 0.3911 0.8092 0.7633 0.048 Uiso 1 1 calc R . .
H17B H 0.3557 0.8307 0.6585 0.048 Uiso 1 1 calc R . .
C18 C 0.4934(4) 0.7925(3) 0.6945(4) 0.0402(13) Uani 1 1 d . . .
H18A H 0.5337 0.8259 0.7259 0.048 Uiso 1 1 calc R . .
H18B H 0.4930 0.7926 0.6293 0.048 Uiso 1 1 calc R . .
C19 C 0.5385(4) 0.7363(2) 0.7400(4) 0.0340(12) Uani 1 1 d . . .
H19A H 0.6061 0.7319 0.7343 0.041 Uiso 1 1 calc R . .
H19B H 0.5438 0.7376 0.8064 0.041 Uiso 1 1 calc R . .
C20 C 0.4758(4) 0.6849(2) 0.6955(3) 0.0298(11) Uani 1 1 d . . .
C21 C 0.3713(4) 0.6926(2) 0.6646(3) 0.0295(11) Uani 1 1 d . . .
C22 C 0.5140(4) 0.6309(2) 0.6857(3) 0.0281(11) Uani 1 1 d . . .
C23 C 0.6739(4) 0.6364(2) 0.6636(4) 0.0324(11) Uani 1 1 d . . .
H23A H 0.6561 0.6751 0.6347 0.039 Uiso 1 1 calc R . .
H23B H 0.6625 0.6067 0.6143 0.039 Uiso 1 1 calc R . .
C24 C 0.7811(4) 0.6357(3) 0.7225(4) 0.0416(14) Uani 1 1 d . . .
H24A H 0.7900 0.6639 0.7735 0.050 Uiso 1 1 calc R . .
H24B H 0.8236 0.6482 0.6847 0.050 Uiso 1 1 calc R . .
C25 C 0.8141(4) 0.5757(3) 0.7624(5) 0.0454(15) Uani 1 1 d . . .
H25A H 0.8268 0.5508 0.7140 0.054 Uiso 1 1 calc R . .
H25B H 0.7602 0.5576 0.7821 0.054 Uiso 1 1 calc R . .
C26 C 0.9083(5) 0.5788(3) 0.8453(5) 0.0511(16) Uani 1 1 d . . .
H26A H 0.8925 0.5991 0.8966 0.061 Uiso 1 1 calc R . .
H26B H 0.9294 0.5387 0.8660 0.061 Uiso 1 1 calc R . .
C27 C 0.9896(5) 0.6086(3) 0.8249(5) 0.0512(16) Uani 1 1 d . . .
S2 S 0.33475(10) 0.64130(6) 0.89351(9) 0.0321(3) Uani 1 1 d . . .
O2 O 0.3874(3) 0.44624(18) 0.8472(3) 0.0440(10) Uani 1 1 d . . .
N5 N 0.4933(3) 0.70596(18) 0.9433(3) 0.0303(9) Uani 1 1 d . . .
N6 N 0.7158(4) 0.6309(2) 0.9740(4) 0.0432(12) Uani 1 1 d . . .
N7 N 0.6763(3) 0.33600(19) 0.8533(3) 0.0336(10) Uani 1 1 d . . .
N8 N 0.0583(6) 0.4387(4) 0.9054(6) 0.097(3) Uani 1 1 d . . .
C31 C 0.4133(4) 0.7412(2) 0.9398(3) 0.0305(11) Uani 1 1 d . . .
C32 C 0.4191(4) 0.8018(2) 0.9615(4) 0.0370(12) Uani 1 1 d . . .
H32 H 0.4812 0.8212 0.9790 0.044 Uiso 1 1 calc R . .
C33 C 0.3331(4) 0.8317(2) 0.9568(4) 0.0408(13) Uani 1 1 d . . .
H33 H 0.3364 0.8721 0.9711 0.049 Uiso 1 1 calc R . .
C34 C 0.2412(4) 0.8038(3) 0.9312(4) 0.0397(13) Uani 1 1 d . . .
H34 H 0.1831 0.8254 0.9285 0.048 Uiso 1 1 calc R . .
C35 C 0.2336(4) 0.7451(2) 0.9098(4) 0.0371(12) Uani 1 1 d . . .
H35 H 0.1711 0.7262 0.8921 0.044 Uiso 1 1 calc R . .
C36 C 0.3201(4) 0.7144(2) 0.9147(3) 0.0311(11) Uani 1 1 d . . .
C37 C 0.4630(4) 0.6524(2) 0.9208(3) 0.0274(10) Uani 1 1 d . . .
C38 C 0.5306(4) 0.6044(2) 0.9190(3) 0.0300(11) Uani 1 1 d . . .
C39 C 0.6327(4) 0.6196(2) 0.9478(4) 0.0332(12) Uani 1 1 d . . .
C40 C 0.4956(4) 0.5498(2) 0.8912(3) 0.0297(11) Uani 1 1 d . . .
H40 H 0.4256 0.5463 0.8751 0.036 Uiso 1 1 calc R . .
C41 C 0.5459(4) 0.4969(2) 0.8821(3) 0.0282(10) Uani 1 1 d . . .
C42 C 0.6483(4) 0.4911(2) 0.8964(4) 0.0329(11) Uani 1 1 d . . .
H42 H 0.6891 0.5245 0.9142 0.039 Uiso 1 1 calc R . .
C43 C 0.6919(4) 0.4393(2) 0.8857(4) 0.0349(12) Uani 1 1 d . . .
C44 C 0.8009(4) 0.4348(3) 0.8955(5) 0.0449(14) Uani 1 1 d . . .
H44A H 0.8373 0.4661 0.9366 0.054 Uiso 1 1 calc R . .
H44B H 0.8117 0.4398 0.8345 0.054 Uiso 1 1 calc R . .
C45 C 0.8397(4) 0.3761(3) 0.9349(5) 0.0484(15) Uani 1 1 d . . .
H45A H 0.9107 0.3729 0.9390 0.058 Uiso 1 1 calc R . .
H45B H 0.8336 0.3724 0.9979 0.058 Uiso 1 1 calc R . .
C46 C 0.7832(4) 0.3281(3) 0.8757(4) 0.0408(13) Uani 1 1 d . . .
H46A H 0.8018 0.3264 0.8178 0.049 Uiso 1 1 calc R . .
H46B H 0.8018 0.2905 0.9081 0.049 Uiso 1 1 calc R . .
C47 C 0.6195(4) 0.2832(2) 0.8193(4) 0.0361(12) Uani 1 1 d . . .
H47A H 0.6248 0.2566 0.8718 0.043 Uiso 1 1 calc R . .
H47B H 0.6487 0.2632 0.7759 0.043 Uiso 1 1 calc R . .
C48 C 0.5111(4) 0.2953(3) 0.7712(4) 0.0426(14) Uani 1 1 d . . .
H48A H 0.5039 0.3124 0.7098 0.051 Uiso 1 1 calc R . .
H48B H 0.4736 0.2583 0.7622 0.051 Uiso 1 1 calc R . .
C49 C 0.4695(4) 0.3364(3) 0.8266(4) 0.0415(13) Uani 1 1 d . . .
H49A H 0.4695 0.3175 0.8851 0.050 Uiso 1 1 calc R . .
H49B H 0.4002 0.3460 0.7920 0.050 Uiso 1 1 calc R . .
C50 C 0.5303(4) 0.3917(2) 0.8471(4) 0.0324(11) Uani 1 1 d . . .
C51 C 0.6338(4) 0.3880(2) 0.8620(3) 0.0275(10) Uani 1 1 d . . .
C52 C 0.4890(4) 0.4447(2) 0.8567(4) 0.0340(12) Uani 1 1 d . . .
C53 C 0.3345(5) 0.4545(3) 0.7526(5) 0.0533(17) Uani 1 1 d . . .
H53A H 0.3516 0.4231 0.7155 0.064 Uiso 1 1 calc R . .
H53B H 0.3537 0.4921 0.7312 0.064 Uiso 1 1 calc R . .
C54 C 0.2223(5) 0.4540(3) 0.7391(7) 0.068(2) Uani 1 1 d . . .
H54A H 0.1864 0.4508 0.6727 0.081 Uiso 1 1 calc R . .
H54B H 0.2051 0.4197 0.7707 0.081 Uiso 1 1 calc R . .
C55 C 0.1913(6) 0.5080(4) 0.7767(6) 0.065(2) Uani 1 1 d . . .
H55A H 0.1221 0.5174 0.7418 0.078 Uiso 1 1 calc R . .
H55B H 0.2336 0.5408 0.7691 0.078 Uiso 1 1 calc R . .
C56 C 0.1994(6) 0.5012(4) 0.8763(7) 0.073(2) Uani 1 1 d . . .
H56A H 0.2637 0.4829 0.9084 0.088 Uiso 1 1 calc R . .
H56B H 0.1981 0.5402 0.9037 0.088 Uiso 1 1 calc R . .
C57 C 0.1202(6) 0.4660(4) 0.8909(6) 0.066(2) Uani 1 1 d . . .
O3 O 0.0538(6) 0.5616(4) 0.3261(9) 0.051(2) Uani 0.40 1 d P A 1
O5 O 0.0000 0.5000 0.5000 0.051(2) Uani 0.10 1 d P B 2
O4 O 0.0318(6) 0.4531(4) 0.4073(9) 0.051(2) Uani 0.40 1 d P C 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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
_geom_angle_publ_flag
C6 S1 C7 88.9(3) . . ?
C22 O1 C23 114.8(4) . . ?
C7 N1 C1 110.4(5) . . ?
C16 N3 C17 114.0(4) . . ?
C21 N3 C16 122.5(5) . . ?
C21 N3 C17 123.5(4) . . ?
N1 C1 C2 125.5(5) . . ?
N1 C1 C6 115.0(5) . . ?
C6 C1 C2 119.4(5) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(6) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.8(6) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.5(6) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.2(6) . . ?
C6 C5 H5 120.9 . . ?
C1 C6 S1 109.8(4) . . ?
C1 C6 C5 120.9(5) . . ?
C5 C6 S1 129.3(5) . . ?
N1 C7 S1 115.8(4) . . ?
N1 C7 C8 122.5(5) . . ?
C8 C7 S1 121.8(4) . . ?
C9 C8 C7 112.3(5) . . ?
C10 C8 C7 123.6(5) . . ?
C10 C8 C9 124.0(5) . . ?
N2 C9 C8 178.7(6) . . ?
C8 C10 H10 113.9 . . ?
C8 C10 C11 132.1(5) . . ?
C11 C10 H10 113.9 . . ?
C12 C11 C10 124.6(5) . . ?
C22 C11 C10 119.4(4) . . ?
C22 C11 C12 115.9(4) . . ?
C11 C12 H12 118.5 . . ?
C13 C12 C11 123.0(5) . . ?
C13 C12 H12 118.5 . . ?
C12 C13 C14 120.8(5) . . ?
C12 C13 C21 119.4(5) . . ?
C21 C13 C14 119.7(5) . . ?
C13 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C13 C14 C15 109.0(5) . . ?
H14A C14 H14B 108.3 . . ?
C15 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 C14 110.7(5) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
N3 C16 C15 112.9(5) . . ?
N3 C16 H16A 109.0 . . ?
N3 C16 H16B 109.0 . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
N3 C17 H17A 109.1 . . ?
N3 C17 H17B 109.1 . . ?
N3 C17 C18 112.6(5) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C17 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
C17 C18 C19 110.1(5) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
C18 C19 H19A 109.6 . . ?
C18 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 C18 110.4(4) . . ?
C20 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
C21 C20 C19 117.8(5) . . ?
C22 C20 C19 123.7(5) . . ?
C22 C20 C21 118.6(5) . . ?
N3 C21 C13 120.2(5) . . ?
N3 C21 C20 120.4(5) . . ?
C13 C21 C20 119.4(5) . . ?
O1 C22 C11 119.3(4) . . ?
C20 C22 O1 116.9(4) . . ?
C20 C22 C11 123.7(5) . . ?
O1 C23 H23A 110.5 . . ?
O1 C23 H23B 110.5 . . ?
O1 C23 C24 106.3(4) . . ?
H23A C23 H23B 108.7 . . ?
C24 C23 H23A 110.5 . . ?
C24 C23 H23B 110.5 . . ?
C23 C24 H24A 109.1 . . ?
C23 C24 H24B 109.1 . . ?
C23 C24 C25 112.3(5) . . ?
H24A C24 H24B 107.9 . . ?
C25 C24 H24A 109.1 . . ?
C25 C24 H24B 109.1 . . ?
C24 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
C24 C25 C26 111.9(5) . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 H25A 109.2 . . ?
C26 C25 H25B 109.2 . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C27 C26 C25 113.4(6) . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
N4 C27 C26 179.0(8) . . ?
C36 S2 C37 89.3(2) . . ?
C52 O2 C53 108.9(5) . . ?
C37 N5 C31 109.9(4) . . ?
C46 N7 C47 113.7(4) . . ?
C51 N7 C46 122.9(5) . . ?
C51 N7 C47 123.4(4) . . ?
N5 C31 C32 125.0(5) . . ?
N5 C31 C36 116.5(5) . . ?
C36 C31 C32 118.4(5) . . ?
C31 C32 H32 120.5 . . ?
C33 C32 C31 118.9(5) . . ?
C33 C32 H32 120.5 . . ?
C32 C33 H33 119.4 . . ?
C32 C33 C34 121.2(5) . . ?
C34 C33 H33 119.4 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.9(5) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 120.8 . . ?
C34 C35 C36 118.3(5) . . ?
C36 C35 H35 120.8 . . ?
C31 C36 S2 108.8(4) . . ?
C35 C36 S2 129.1(4) . . ?
C35 C36 C31 122.1(5) . . ?
N5 C37 S2 115.5(4) . . ?
N5 C37 C38 123.0(5) . . ?
C38 C37 S2 121.4(4) . . ?
C39 C38 C37 114.8(5) . . ?
C40 C38 C37 121.1(5) . . ?
C40 C38 C39 124.1(5) . . ?
N6 C39 C38 177.7(6) . . ?
C38 C40 H40 114.3 . . ?
C38 C40 C41 131.4(5) . . ?
C41 C40 H40 114.3 . . ?
C42 C41 C40 125.7(5) . . ?
C42 C41 C52 115.7(5) . . ?
C52 C41 C40 118.6(4) . . ?
C41 C42 H42 118.6 . . ?
C43 C42 C41 122.9(5) . . ?
C43 C42 H42 118.6 . . ?
C42 C43 C44 122.0(5) . . ?
C42 C43 C51 120.1(5) . . ?
C51 C43 C44 117.8(5) . . ?
C43 C44 H44A 109.7 . . ?
C43 C44 H44B 109.7 . . ?
C43 C44 C45 109.9(5) . . ?
H44A C44 H44B 108.2 . . ?
C45 C44 H44A 109.7 . . ?
C45 C44 H44B 109.7 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 108.1 . . ?
C46 C45 C44 110.6(5) . . ?
C46 C45 H45A 109.5 . . ?
C46 C45 H45B 109.5 . . ?
N7 C46 C45 112.4(5) . . ?
N7 C46 H46A 109.1 . . ?
N7 C46 H46B 109.1 . . ?
C45 C46 H46A 109.1 . . ?
C45 C46 H46B 109.1 . . ?
H46A C46 H46B 107.9 . . ?
N7 C47 H47A 109.0 . . ?
N7 C47 H47B 109.0 . . ?
N7 C47 C48 112.9(5) . . ?
H47A C47 H47B 107.8 . . ?
C48 C47 H47A 109.0 . . ?
C48 C47 H47B 109.0 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 108.1 . . ?
C49 C48 C47 110.8(5) . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C48 C49 H49A 109.6 . . ?
C48 C49 H49B 109.6 . . ?
C48 C49 C50 110.5(5) . . ?
H49A C49 H49B 108.1 . . ?
C50 C49 H49A 109.6 . . ?
C50 C49 H49B 109.6 . . ?
C51 C50 C49 118.8(5) . . ?
C52 C50 C49 122.0(5) . . ?
C52 C50 C51 119.1(5) . . ?
N7 C51 C43 120.8(5) . . ?
N7 C51 C50 120.1(5) . . ?
C50 C51 C43 119.1(5) . . ?
O2 C52 C41 119.0(5) . . ?
C50 C52 O2 117.8(5) . . ?
C50 C52 C41 123.1(5) . . ?
O2 C53 H53A 109.6 . . ?
O2 C53 H53B 109.6 . . ?
O2 C53 C54 110.3(6) . . ?
H53A C53 H53B 108.1 . . ?
C54 C53 H53A 109.6 . . ?
C54 C53 H53B 109.6 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 108.1 . . ?
C55 C54 C53 110.7(6) . . ?
C55 C54 H54A 109.5 . . ?
C55 C54 H54B 109.5 . . ?
C54 C55 H55A 109.4 . . ?
C54 C55 H55B 109.4 . . ?
C54 C55 C56 111.1(8) . . ?
H55A C55 H55B 108.0 . . ?
C56 C55 H55A 109.4 . . ?
C56 C55 H55B 109.4 . . ?
C55 C56 H56A 109.1 . . ?
C55 C56 H56B 109.1 . . ?
H56A C56 H56B 107.8 . . ?
C57 C56 C55 112.6(8) . . ?
C57 C56 H56A 109.1 . . ?
C57 C56 H56B 109.1 . . ?
N8 C57 C56 177.8(10) . . ?
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 C6 1.732(6) . ?
S1 C7 1.746(5) . ?
O1 C22 1.396(6) . ?
O1 C23 1.439(6) . ?
N1 C1 1.385(7) . ?
N1 C7 1.312(7) . ?
N2 C9 1.162(7) . ?
N3 C16 1.455(7) . ?
N3 C17 1.470(7) . ?
N3 C21 1.357(7) . ?
N4 C27 1.115(8) . ?
C1 C2 1.401(8) . ?
C1 C6 1.400(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.367(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.408(8) . ?
C7 C8 1.466(7) . ?
C8 C9 1.442(8) . ?
C8 C10 1.356(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.432(7) . ?
C11 C12 1.419(7) . ?
C11 C22 1.406(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(7) . ?
C13 C14 1.506(7) . ?
C13 C21 1.423(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.528(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.488(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.509(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.514(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.511(7) . ?
C20 C21 1.424(7) . ?
C20 C22 1.379(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.516(8) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.522(8) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.540(9) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.449(9) . ?
S2 C36 1.735(5) . ?
S2 C37 1.757(5) . ?
O2 C52 1.402(7) . ?
O2 C53 1.422(8) . ?
N5 C31 1.380(7) . ?
N5 C37 1.315(6) . ?
N6 C39 1.154(7) . ?
N7 C46 1.460(7) . ?
N7 C47 1.462(7) . ?
N7 C51 1.363(7) . ?
N8 C57 1.151(10) . ?
C31 C32 1.427(7) . ?
C31 C36 1.402(8) . ?
C32 H32 0.9500 . ?
C32 C33 1.382(8) . ?
C33 H33 0.9500 . ?
C33 C34 1.398(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.383(8) . ?
C35 H35 0.9500 . ?
C35 C36 1.395(8) . ?
C37 C38 1.464(7) . ?
C38 C39 1.423(8) . ?
C38 C40 1.369(7) . ?
C40 H40 0.9500 . ?
C40 C41 1.438(7) . ?
C41 C42 1.406(7) . ?
C41 C52 1.433(7) . ?
C42 H42 0.9500 . ?
C42 C43 1.372(8) . ?
C43 C44 1.509(8) . ?
C43 C51 1.420(7) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.511(9) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.497(9) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.517(8) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.496(8) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.514(8) . ?
C50 C51 1.416(7) . ?
C50 C52 1.378(7) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.539(10) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.487(10) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.492(12) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C57 1.451(11) . ?
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
S1 C7 C8 C9 174.1(4) . . . . ?
S1 C7 C8 C10 -6.1(7) . . . . ?
O1 C23 C24 C25 64.5(6) . . . . ?
N1 C1 C2 C3 -180.0(5) . . . . ?
N1 C1 C6 S1 -0.7(6) . . . . ?
N1 C1 C6 C5 179.8(5) . . . . ?
N1 C7 C8 C9 -4.8(7) . . . . ?
N1 C7 C8 C10 175.0(5) . . . . ?
N3 C17 C18 C19 -46.7(7) . . . . ?
C1 N1 C7 S1 0.5(5) . . . . ?
C1 N1 C7 C8 179.4(4) . . . . ?
C1 C2 C3 C4 1.0(9) . . . . ?
C2 C1 C6 S1 -178.8(4) . . . . ?
C2 C1 C6 C5 1.7(8) . . . . ?
C2 C3 C4 C5 0.5(9) . . . . ?
C3 C4 C5 C6 -0.9(8) . . . . ?
C4 C5 C6 S1 -179.6(4) . . . . ?
C4 C5 C6 C1 -0.2(8) . . . . ?
C6 S1 C7 N1 -0.8(4) . . . . ?
C6 S1 C7 C8 -179.7(4) . . . . ?
C6 C1 C2 C3 -2.1(8) . . . . ?
C7 S1 C6 C1 0.8(4) . . . . ?
C7 S1 C6 C5 -179.8(5) . . . . ?
C7 N1 C1 C2 178.1(5) . . . . ?
C7 N1 C1 C6 0.2(6) . . . . ?
C7 C8 C9 N2 -60(26) . . . . ?
C7 C8 C10 C11 179.2(5) . . . . ?
C8 C10 C11 C12 6.5(9) . . . . ?
C8 C10 C11 C22 -174.9(5) . . . . ?
C9 C8 C10 C11 -1.0(9) . . . . ?
C10 C8 C9 N2 121(26) . . . . ?
C10 C11 C12 C13 -180.0(5) . . . . ?
C10 C11 C22 O1 -5.6(7) . . . . ?
C10 C11 C22 C20 179.2(5) . . . . ?
C11 C12 C13 C14 -179.4(5) . . . . ?
C11 C12 C13 C21 0.2(8) . . . . ?
C12 C11 C22 O1 173.1(4) . . . . ?
C12 C11 C22 C20 -2.1(7) . . . . ?
C12 C13 C14 C15 149.7(5) . . . . ?
C12 C13 C21 N3 179.2(5) . . . . ?
C12 C13 C21 C20 -1.2(7) . . . . ?
C13 C14 C15 C16 55.1(6) . . . . ?
C14 C13 C21 N3 -1.1(7) . . . . ?
C14 C13 C21 C20 178.4(5) . . . . ?
C14 C15 C16 N3 -51.0(7) . . . . ?
C16 N3 C17 C18 -164.5(5) . . . . ?
C16 N3 C21 C13 7.4(7) . . . . ?
C16 N3 C21 C20 -172.1(5) . . . . ?
C17 N3 C16 C15 -162.1(5) . . . . ?
C17 N3 C21 C13 -170.7(5) . . . . ?
C17 N3 C21 C20 9.8(8) . . . . ?
C17 C18 C19 C20 57.1(6) . . . . ?
C18 C19 C20 C21 -35.4(6) . . . . ?
C18 C19 C20 C22 146.4(5) . . . . ?
C19 C20 C21 N3 1.9(7) . . . . ?
C19 C20 C21 C13 -177.7(4) . . . . ?
C19 C20 C22 O1 4.0(7) . . . . ?
C19 C20 C22 C11 179.3(5) . . . . ?
C21 N3 C16 C15 19.6(7) . . . . ?
C21 N3 C17 C18 13.8(7) . . . . ?
C21 C13 C14 C15 -30.0(7) . . . . ?
C21 C20 C22 O1 -174.2(4) . . . . ?
C21 C20 C22 C11 1.2(8) . . . . ?
C22 O1 C23 C24 170.7(4) . . . . ?
C22 C11 C12 C13 1.4(7) . . . . ?
C22 C20 C21 N3 -179.9(5) . . . . ?
C22 C20 C21 C13 0.6(7) . . . . ?
C23 O1 C22 C11 93.5(5) . . . . ?
C23 O1 C22 C20 -91.0(5) . . . . ?
C23 C24 C25 C26 -161.2(5) . . . . ?
C24 C25 C26 C27 -54.7(8) . . . . ?
C25 C26 C27 N4 -162(100) . . . . ?
S2 C37 C38 C39 -176.5(4) . . . . ?
S2 C37 C38 C40 3.5(7) . . . . ?
O2 C53 C54 C55 71.9(8) . . . . ?
N5 C31 C32 C33 -178.8(5) . . . . ?
N5 C31 C36 S2 -0.7(6) . . . . ?
N5 C31 C36 C35 179.2(5) . . . . ?
N5 C37 C38 C39 2.9(7) . . . . ?
N5 C37 C38 C40 -177.1(5) . . . . ?
N7 C47 C48 C49 -46.5(6) . . . . ?
C31 N5 C37 S2 0.1(5) . . . . ?
C31 N5 C37 C38 -179.3(4) . . . . ?
C31 C32 C33 C34 0.1(9) . . . . ?
C32 C31 C36 S2 -179.3(4) . . . . ?
C32 C31 C36 C35 0.6(8) . . . . ?
C32 C33 C34 C35 -0.1(9) . . . . ?
C33 C34 C35 C36 0.3(8) . . . . ?
C34 C35 C36 S2 179.3(4) . . . . ?
C34 C35 C36 C31 -0.6(8) . . . . ?
C36 S2 C37 N5 -0.4(4) . . . . ?
C36 S2 C37 C38 179.0(4) . . . . ?
C36 C31 C32 C33 -0.3(8) . . . . ?
C37 S2 C36 C31 0.6(4) . . . . ?
C37 S2 C36 C35 -179.3(5) . . . . ?
C37 N5 C31 C32 178.9(5) . . . . ?
C37 N5 C31 C36 0.4(6) . . . . ?
C37 C38 C39 N6 104(15) . . . . ?
C37 C38 C40 C41 178.8(5) . . . . ?
C38 C40 C41 C42 -3.8(9) . . . . ?
C38 C40 C41 C52 175.9(5) . . . . ?
C39 C38 C40 C41 -1.2(9) . . . . ?
C40 C38 C39 N6 -76(16) . . . . ?
C40 C41 C42 C43 -179.3(5) . . . . ?
C40 C41 C52 O2 -3.9(7) . . . . ?
C40 C41 C52 C50 -179.3(5) . . . . ?
C41 C42 C43 C44 176.0(5) . . . . ?
C41 C42 C43 C51 -2.1(8) . . . . ?
C42 C41 C52 O2 175.9(5) . . . . ?
C42 C41 C52 C50 0.5(8) . . . . ?
C42 C43 C44 C45 147.1(6) . . . . ?
C42 C43 C51 N7 -178.4(5) . . . . ?
C42 C43 C51 C50 1.9(8) . . . . ?
C43 C44 C45 C46 57.2(7) . . . . ?
C44 C43 C51 N7 3.4(8) . . . . ?
C44 C43 C51 C50 -176.3(5) . . . . ?
C44 C45 C46 N7 -49.1(7) . . . . ?
C46 N7 C47 C48 -163.4(5) . . . . ?
C46 N7 C51 C43 5.9(8) . . . . ?
C46 N7 C51 C50 -174.4(5) . . . . ?
C47 N7 C46 C45 -163.2(5) . . . . ?
C47 N7 C51 C43 -173.0(5) . . . . ?
C47 N7 C51 C50 6.7(7) . . . . ?
C47 C48 C49 C50 55.1(7) . . . . ?
C48 C49 C50 C51 -34.6(7) . . . . ?
C48 C49 C50 C52 149.1(6) . . . . ?
C49 C50 C51 N7 3.4(7) . . . . ?
C49 C50 C51 C43 -177.0(5) . . . . ?
C49 C50 C52 O2 0.2(8) . . . . ?
C49 C50 C52 C41 175.7(5) . . . . ?
C51 N7 C46 C45 17.8(7) . . . . ?
C51 N7 C47 C48 15.6(7) . . . . ?
C51 C43 C44 C45 -34.8(8) . . . . ?
C51 C50 C52 O2 -176.0(5) . . . . ?
C51 C50 C52 C41 -0.6(8) . . . . ?
C52 O2 C53 C54 177.8(5) . . . . ?
C52 C41 C42 C43 0.9(8) . . . . ?
C52 C50 C51 N7 179.7(5) . . . . ?
C52 C50 C51 C43 -0.6(8) . . . . ?
C53 O2 C52 C41 96.2(6) . . . . ?
C53 O2 C52 C50 -88.1(6) . . . . ?
C53 C54 C55 C56 -88.2(8) . . . . ?
C54 C55 C56 C57 -75.6(9) . . . . ?
C55 C56 C57 N8 -168(26) . . . . ?
