#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:32:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180144 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/41/7104172.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_7104172
loop_
_publ_author_name
'Chevallier, Floris'
'Charlot, Marina'
'Katan, Claudine'
'Mongin, Florence'
'Blanchard-Desce, Mireille'
_publ_section_title
;
 Novel chromophores from alternated pyridine-ethylenedioxythiophene
 unit oligomers: dramatic enhancement of photoluminescence properties
 in elongated derivatives.
;
_journal_issue                   6
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              692
_journal_page_last               694
_journal_paper_doi               10.1039/b815656e
_journal_volume                  34
_journal_year                    2009
_chemical_absolute_configuration unk
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C22 H16 N2 O4 S2'
_chemical_formula_sum            'C22 H16 N2 O4 S2'
_chemical_formula_weight         436.49
_chemical_name_systematic
;
?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2008-09-10T17:07:51-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90.604(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   49.259(5)
_cell_length_b                   4.9656(4)
_cell_length_c                   15.3119(13)
_cell_measurement_reflns_used    2234
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.7
_cell_measurement_theta_min      4.27
_cell_measurement_wavelength     0.71073
_cell_volume                     3745.1(6)
_computing_cell_refinement       'Bruker SMART, 2006'
_computing_data_collection       'Bruker SMART, 2006'
_computing_data_reduction        'Bruker SAINT, 2006'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.098
_diffrn_reflns_limit_h_max       63
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11164
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.62
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_correction_T_min  0.836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.006
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6033
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0724
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0992P)²+8.6775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1789
_refine_ls_wR_factor_ref         0.1901
_reflns_number_gt                5081
_reflns_number_total             6033
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815656e.txt
_cod_data_source_block           cpd6
_cod_database_code               7104172
loop_
_symmetry_equiv_pos_as_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'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.93149(10) 0.9336(9) 0.7836(3) 0.0217(10) Uani 1 d . . .
C2 C 0.95539(15) 1.0160(12) 0.7394(4) 0.0231(14) Uani 1 d . . .
H2A H 0.9585 0.896 0.6889 0.028 Uiso 1 calc R . .
H2B H 0.9712 1.0016 0.7794 0.028 Uiso 1 calc R . .
C3 C 0.95252(14) 1.3046(12) 0.7079(4) 0.0240(14) Uani 1 d . . .
H3A H 0.9485 1.4235 0.7581 0.029 Uiso 1 calc R . .
H3B H 0.9698 1.3647 0.6818 0.029 Uiso 1 calc R . .
O4 O 0.93074(9) 1.3251(8) 0.6433(3) 0.0220(10) Uani 1 d . . .
C5 C 0.90839(13) 1.1766(11) 0.6649(4) 0.0190(13) Uani 1 d . . .
C6 C 0.90870(14) 0.9793(11) 0.7331(4) 0.0199(14) Uani 1 d . . .
C7 C 0.88439(15) 0.8481(13) 0.7413(4) 0.0227(14) Uani 1 d . . .
H7 H 0.8809 0.7114 0.783 0.027 Uiso 1 calc R . .
S8 S 0.86114(3) 0.9645(3) 0.66563(10) 0.0194(3) Uani 1 d . . .
C9 C 0.88384(13) 1.1886(11) 0.6209(4) 0.0173(12) Uani 1 d . . .
C10 C 0.87554(14) 1.3506(12) 0.5449(4) 0.0203(13) Uani 1 d . . .
C11 C 0.89147(13) 1.5627(12) 0.5138(4) 0.0185(13) Uani 1 d . . .
H11 H 0.908 1.6115 0.5422 0.022 Uiso 1 calc R . .
C12 C 0.88250(14) 1.6979(12) 0.4409(4) 0.0205(13) Uani 1 d . . .
H12 H 0.893 1.8432 0.4191 0.025 Uiso 1 calc R . .
C13 C 0.85860(13) 1.6284(11) 0.3983(4) 0.0178(13) Uani 1 d . . .
H13 H 0.8524 1.7236 0.3481 0.021 Uiso 1 calc R . .
C14 C 0.84383(13) 1.4099(11) 0.4327(4) 0.0179(13) Uani 1 d . . .
N15 N 0.85207(11) 1.2773(9) 0.5063(3) 0.0186(11) Uani 1 d . . .
C16 C 0.81922(13) 1.3054(11) 0.3916(4) 0.0196(13) Uani 1 d . . .
C17 C 0.80858(14) 1.3582(12) 0.3103(4) 0.0201(13) Uani 1 d . . .
O18 O 0.81948(10) 1.5275(8) 0.2511(3) 0.0200(9) Uani 1 d . . .
C19 C 0.80249(18) 1.5678(17) 0.1760(5) 0.0366(19) Uani 1 d . . .
H19A H 0.8137 1.6366 0.1276 0.044 Uiso 1 calc R . .
H19B H 0.7888 1.7069 0.1896 0.044 Uiso 1 calc R . .
C20 C 0.78844(18) 1.3222(16) 0.1467(5) 0.0373(19) Uani 1 d . . .
H20A H 0.7775 1.3631 0.0937 0.045 Uiso 1 calc R . .
H20B H 0.8021 1.1841 0.1311 0.045 Uiso 1 calc R . .
O21 O 0.77104(10) 1.2170(9) 0.2126(3) 0.0254(11) Uani 1 d . . .
C22 C 0.78445(14) 1.2010(12) 0.2920(4) 0.0216(14) Uani 1 d . . .
C23 C 0.77751(13) 1.0352(11) 0.3608(4) 0.0172(13) Uani 1 d . . .
S24 S 0.80034(3) 1.0642(3) 0.44640(10) 0.0200(3) Uani 1 d . . .
C25 C 0.75551(13) 0.8424(12) 0.3659(4) 0.0210(13) Uani 1 d . . .
C26 C 0.73602(16) 0.8099(13) 0.2994(5) 0.0288(16) Uani 1 d . . .
H26 H 0.7364 0.9192 0.2485 0.035 Uiso 1 calc R . .
C27 C 0.71608(14) 0.6148(14) 0.3093(5) 0.0260(15) Uani 1 d . . .
H27 H 0.7026 0.5894 0.2653 0.031 Uiso 1 calc R . .
C28 C 0.71610(15) 0.4582(14) 0.3837(5) 0.0275(15) Uani 1 d . . .
H28 H 0.7029 0.3214 0.3916 0.033 Uiso 1 calc R . .
C29 C 0.73618(15) 0.5066(12) 0.4473(5) 0.0237(14) Uani 1 d . . .
H29 H 0.7364 0.3975 0.4983 0.028 Uiso 1 calc R . .
N30 N 0.75490(12) 0.6981(11) 0.4397(4) 0.0242(12) Uani 1 d . . .
O51 O 0.48084(10) 0.4860(8) 1.0343(3) 0.0205(10) Uani 1 d . . .
C52 C 0.45700(15) 0.5822(12) 0.9907(5) 0.0238(14) Uani 1 d . . .
H52A H 0.4414 0.5749 1.0308 0.029 Uiso 1 calc R . .
H52B H 0.4528 0.4662 0.9397 0.029 Uiso 1 calc R . .
C53 C 0.46137(15) 0.8698(13) 0.9605(4) 0.0249(14) Uani 1 d . . .
H53A H 0.4442 0.9422 0.9359 0.03 Uiso 1 calc R . .
H53B H 0.4667 0.983 1.0111 0.03 Uiso 1 calc R . .
O54 O 0.48226(10) 0.8814(8) 0.8951(3) 0.0219(10) Uani 1 d . . .
C55 C 0.50402(14) 0.7158(12) 0.9140(4) 0.0188(13) Uani 1 d . . .
C56 C 0.50328(13) 0.5176(11) 0.9821(4) 0.0158(12) Uani 1 d . . .
C57 C 0.52636(15) 0.3765(12) 0.9896(4) 0.0218(14) Uani 1 d . . .
H57 H 0.5296 0.2404 1.0321 0.026 Uiso 1 calc R . .
S58 S 0.54957(3) 0.4747(3) 0.91186(10) 0.0182(3) Uani 1 d . . .
C59 C 0.52781(13) 0.7113(11) 0.8690(4) 0.0179(13) Uani 1 d . . .
C60 C 0.53587(13) 0.8643(11) 0.7902(4) 0.0179(13) Uani 1 d . . .
C61 C 0.52038(13) 1.0769(12) 0.7567(4) 0.0178(13) Uani 1 d . . .
H61 H 0.5042 1.1317 0.7851 0.021 Uiso 1 calc R . .
C62 C 0.52879(14) 1.2066(11) 0.6819(4) 0.0204(13) Uani 1 d . . .
H62 H 0.5187 1.353 0.6582 0.024 Uiso 1 calc R . .
C63 C 0.55271(14) 1.1160(12) 0.6417(4) 0.0209(14) Uani 1 d . . .
H63 H 0.5591 1.2015 0.5904 0.025 Uiso 1 calc R . .
C64 C 0.56694(14) 0.8983(11) 0.6783(4) 0.0179(13) Uani 1 d . . .
N65 N 0.55906(11) 0.7796(9) 0.7527(3) 0.0182(11) Uani 1 d . . .
C66 C 0.59094(14) 0.7827(11) 0.6392(4) 0.0199(13) Uani 1 d . . .
C67 C 0.60217(15) 0.8229(12) 0.5579(4) 0.0234(14) Uani 1 d . . .
O68 O 0.59115(10) 0.9981(8) 0.4970(3) 0.0188(9) Uani 1 d . . .
C69 C 0.60813(18) 1.0251(18) 0.4222(5) 0.039(2) Uani 1 d . . .
H69A H 0.5968 1.0895 0.3726 0.047 Uiso 1 calc R . .
H69B H 0.6219 1.1654 0.4347 0.047 Uiso 1 calc R . .
C70 C 0.62170(19) 0.7876(18) 0.3961(5) 0.043(2) Uani 1 d . . .
H70A H 0.6331 0.8293 0.3449 0.051 Uiso 1 calc R . .
H70B H 0.608 0.6528 0.3775 0.051 Uiso 1 calc R . .
O71 O 0.63893(10) 0.6691(9) 0.4646(3) 0.0232(10) Uani 1 d . . .
C72 C 0.62517(14) 0.6621(12) 0.5418(4) 0.0228(14) Uani 1 d . . .
C73 C 0.63170(14) 0.4944(11) 0.6103(4) 0.0172(13) Uani 1 d . . .
S74 S 0.60914(3) 0.5349(3) 0.69535(10) 0.0197(3) Uani 1 d . . .
C75 C 0.65307(13) 0.2924(11) 0.6199(4) 0.0194(13) Uani 1 d . . .
C76 C 0.67255(15) 0.2504(13) 0.5530(5) 0.0286(16) Uani 1 d . . .
H76 H 0.6727 0.3594 0.5021 0.034 Uiso 1 calc R . .
C77 C 0.69128(15) 0.0434(13) 0.5654(5) 0.0286(16) Uani 1 d . . .
H77 H 0.7044 0.0069 0.5218 0.034 Uiso 1 calc R . .
C78 C 0.69088(15) -0.1064(13) 0.6396(5) 0.0266(15) Uani 1 d . . .
H78 H 0.7034 -0.2499 0.648 0.032 Uiso 1 calc R . .
C79 C 0.67195(14) -0.0466(13) 0.7027(4) 0.0211(14) Uani 1 d . . .
H79 H 0.6724 -0.1473 0.7555 0.025 Uiso 1 calc R . .
N80 N 0.65305(12) 0.1442(11) 0.6940(4) 0.0253(13) Uani 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 0 '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 0.006 '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 O1 C2 111.1(5) . . ?
O1 C2 C3 110.3(6) . . ?
O1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
O1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
O4 C3 C2 110.3(5) . . ?
O4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
O4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 O4 C3 112.8(5) . . ?
O4 C5 C9 124.2(6) . . ?
O4 C5 C6 122.9(6) . . ?
C9 C5 C6 112.8(6) . . ?
C7 C6 O1 125.4(6) . . ?
C7 C6 C5 112.9(6) . . ?
O1 C6 C5 121.7(6) . . ?
C6 C7 S8 110.8(5) . . ?
C6 C7 H7 124.6 . . ?
S8 C7 H7 124.6 . . ?
C7 S8 C9 93.1(3) . . ?
C5 C9 C10 130.2(6) . . ?
C5 C9 S8 110.3(5) . . ?
C10 C9 S8 119.5(5) . . ?
N15 C10 C11 122.5(5) . . ?
N15 C10 C9 115.5(6) . . ?
C11 C10 C9 122.0(6) . . ?
C12 C11 C10 117.9(6) . . ?
C12 C11 H11 121 . . ?
C10 C11 H11 121 . . ?
C11 C12 C13 121.8(6) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C12 C13 C14 117.1(5) . . ?
C12 C13 H13 121.5 . . ?
C14 C13 H13 121.5 . . ?
N15 C14 C13 122.0(6) . . ?
N15 C14 C16 115.1(5) . . ?
C13 C14 C16 122.9(6) . . ?
C10 N15 C14 118.7(5) . . ?
C17 C16 C14 129.3(6) . . ?
C17 C16 S24 111.7(5) . . ?
C14 C16 S24 119.0(5) . . ?
O18 C17 C16 125.3(6) . . ?
O18 C17 C22 122.4(6) . . ?
C16 C17 C22 112.2(6) . . ?
C17 O18 C19 113.2(5) . . ?
O18 C19 C20 113.5(6) . . ?
O18 C19 H19A 108.9 . . ?
C20 C19 H19A 108.9 . . ?
O18 C19 H19B 108.9 . . ?
C20 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
O21 C20 C19 111.8(7) . . ?
O21 C20 H20A 109.3 . . ?
C19 C20 H20A 109.3 . . ?
O21 C20 H20B 109.3 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 107.9 . . ?
C22 O21 C20 111.0(5) . . ?
O21 C22 C23 125.8(6) . . ?
O21 C22 C17 121.6(5) . . ?
C23 C22 C17 112.5(6) . . ?
C22 C23 C25 128.7(6) . . ?
C22 C23 S24 111.4(5) . . ?
C25 C23 S24 119.8(5) . . ?
C23 S24 C16 92.2(3) . . ?
N30 C25 C26 122.1(6) . . ?
N30 C25 C23 115.0(6) . . ?
C26 C25 C23 123.0(6) . . ?
C27 C26 C25 118.7(6) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C28 C27 C26 119.3(7) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C27 C28 C29 118.1(6) . . ?
C27 C28 H28 120.9 . . ?
C29 C28 H28 120.9 . . ?
N30 C29 C28 123.1(7) . . ?
N30 C29 H29 118.5 . . ?
C28 C29 H29 118.5 . . ?
C29 N30 C25 118.6(6) . . ?
C56 O51 C52 110.5(5) . . ?
O51 C52 C53 109.8(6) . . ?
O51 C52 H52A 109.7 . . ?
C53 C52 H52A 109.7 . . ?
O51 C52 H52B 109.7 . . ?
C53 C52 H52B 109.7 . . ?
H52A C52 H52B 108.2 . . ?
O54 C53 C52 110.7(5) . . ?
O54 C53 H53A 109.5 . . ?
C52 C53 H53A 109.5 . . ?
O54 C53 H53B 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 108.1 . . ?
C55 O54 C53 112.8(5) . . ?
C59 C55 O54 124.9(6) . . ?
C59 C55 C56 112.6(6) . . ?
O54 C55 C56 122.4(6) . . ?
C57 C56 O51 125.1(6) . . ?
C57 C56 C55 113.2(6) . . ?
O51 C56 C55 121.7(5) . . ?
C56 C57 S58 111.1(5) . . ?
C56 C57 H57 124.4 . . ?
S58 C57 H57 124.4 . . ?
C59 S58 C57 92.4(3) . . ?
C55 C59 C60 129.8(5) . . ?
C55 C59 S58 110.7(5) . . ?
C60 C59 S58 119.3(5) . . ?
N65 C60 C61 122.7(6) . . ?
N65 C60 C59 114.9(5) . . ?
C61 C60 C59 122.4(6) . . ?
C62 C61 C60 119.3(6) . . ?
C62 C61 H61 120.4 . . ?
C60 C61 H61 120.4 . . ?
C61 C62 C63 118.2(6) . . ?
C61 C62 H62 120.9 . . ?
C63 C62 H62 120.9 . . ?
C64 C63 C62 119.2(6) . . ?
C64 C63 H63 120.4 . . ?
C62 C63 H63 120.4 . . ?
N65 C64 C63 122.0(6) . . ?
N65 C64 C66 114.9(5) . . ?
C63 C64 C66 123.1(6) . . ?
C64 N65 C60 118.5(5) . . ?
C67 C66 C64 130.6(6) . . ?
C67 C66 S74 109.7(5) . . ?
C64 C66 S74 119.6(5) . . ?
O68 C67 C66 122.7(6) . . ?
O68 C67 C72 123.3(6) . . ?
C66 C67 C72 113.9(6) . . ?
C67 O68 C69 111.7(5) . . ?
C70 C69 O68 115.4(7) . . ?
C70 C69 H69A 108.4 . . ?
O68 C69 H69A 108.4 . . ?
C70 C69 H69B 108.4 . . ?
O68 C69 H69B 108.4 . . ?
H69A C69 H69B 107.5 . . ?
C69 C70 O71 113.8(7) . . ?
C69 C70 H70A 108.8 . . ?
O71 C70 H70A 108.8 . . ?
C69 C70 H70B 108.8 . . ?
O71 C70 H70B 108.8 . . ?
H70A C70 H70B 107.7 . . ?
C72 O71 C70 109.9(6) . . ?
O71 C72 C73 124.0(6) . . ?
O71 C72 C67 122.9(6) . . ?
C73 C72 C67 113.1(6) . . ?
C72 C73 C75 131.0(7) . . ?
C72 C73 S74 110.9(5) . . ?
C75 C73 S74 118.1(5) . . ?
C73 S74 C66 92.4(3) . . ?
N80 C75 C76 121.9(6) . . ?
N80 C75 C73 116.8(6) . . ?
C76 C75 C73 121.2(6) . . ?
C77 C76 C75 117.4(6) . . ?
C77 C76 H76 121.3 . . ?
C75 C76 H76 121.3 . . ?
C78 C77 C76 120.1(7) . . ?
C78 C77 H77 119.9 . . ?
C76 C77 H77 119.9 . . ?
C77 C78 C79 118.9(6) . . ?
C77 C78 H78 120.6 . . ?
C79 C78 H78 120.6 . . ?
N80 C79 C78 123.9(7) . . ?
N80 C79 H79 118.1 . . ?
C78 C79 H79 118.1 . . ?
C79 N80 C75 117.7(6) . . ?
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
O1 C6 1.375(8) . ?
O1 C2 1.424(9) . ?
C2 C3 1.518(8) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 O4 1.455(7) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
O4 C5 1.368(8) . ?
C5 C9 1.379(9) . ?
C5 C6 1.431(9) . ?
C6 C7 1.370(10) . ?
C7 S8 1.720(7) . ?
C7 H7 0.95 . ?
S8 C9 1.724(6) . ?
C9 C10 1.469(8) . ?
C10 N15 1.343(8) . ?
C10 C11 1.401(9) . ?
C11 C12 1.371(9) . ?
C11 H11 0.95 . ?
C12 C13 1.384(9) . ?
C12 H12 0.95 . ?
C13 C14 1.411(9) . ?
C13 H13 0.95 . ?
C14 N15 1.364(8) . ?
C14 C16 1.456(8) . ?
C16 C17 1.370(9) . ?
C16 S24 1.738(7) . ?
C17 O18 1.352(8) . ?
C17 C22 1.447(9) . ?
O18 C19 1.429(9) . ?
C19 C20 1.470(11) . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
C20 O21 1.430(9) . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?
O21 C22 1.380(7) . ?
C22 C23 1.383(9) . ?
C23 C25 1.449(9) . ?
C23 S24 1.724(6) . ?
C25 N30 1.339(9) . ?
C25 C26 1.401(9) . ?
C26 C27 1.389(10) . ?
C26 H26 0.95 . ?
C27 C28 1.380(10) . ?
C27 H27 0.95 . ?
C28 C29 1.402(10) . ?
C28 H28 0.95 . ?
C29 N30 1.331(9) . ?
C29 H29 0.95 . ?
O51 C56 1.380(8) . ?
O51 C52 1.427(8) . ?
C52 C53 1.517(9) . ?
C52 H52A 0.99 . ?
C52 H52B 0.99 . ?
C53 O54 1.445(8) . ?
C53 H53A 0.99 . ?
C53 H53B 0.99 . ?
O54 C55 1.380(7) . ?
C55 C59 1.366(10) . ?
C55 C56 1.434(9) . ?
C56 C57 1.339(9) . ?
C57 S58 1.729(7) . ?
C57 H57 0.95 . ?
S58 C59 1.716(6) . ?
C59 C60 1.484(9) . ?
C60 N65 1.351(8) . ?
C60 C61 1.397(8) . ?
C61 C62 1.382(9) . ?
C61 H61 0.95 . ?
C62 C63 1.409(10) . ?
C62 H62 0.95 . ?
C63 C64 1.402(8) . ?
C63 H63 0.95 . ?
C64 N65 1.343(8) . ?
C64 C66 1.449(9) . ?
C66 C67 1.382(10) . ?
C66 S74 1.744(6) . ?
C67 O68 1.382(8) . ?
C67 C72 1.410(10) . ?
O68 C69 1.432(10) . ?
C69 C70 1.415(12) . ?
C69 H69A 0.99 . ?
C69 H69B 0.99 . ?
C70 O71 1.466(9) . ?
C70 H70A 0.99 . ?
C70 H70B 0.99 . ?
O71 C72 1.369(8) . ?
C72 C73 1.375(9) . ?
C73 C75 1.460(8) . ?
C73 S74 1.733(7) . ?
C75 N80 1.352(8) . ?
C75 C76 1.426(10) . ?
C76 C77 1.393(9) . ?
C76 H76 0.95 . ?
C77 C78 1.359(11) . ?
C77 H77 0.95 . ?
C78 C79 1.382(11) . ?
C78 H78 0.95 . ?
C79 N80 1.334(9) . ?
C79 H79 0.95 . ?
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
C6 O1 C2 C3 52.6(7) . . . . ?
O1 C2 C3 O4 -64.0(7) . . . . ?
C2 C3 O4 C5 41.5(7) . . . . ?
C3 O4 C5 C9 171.2(6) . . . . ?
C3 O4 C5 C6 -12.6(8) . . . . ?
C2 O1 C6 C7 156.9(6) . . . . ?
C2 O1 C6 C5 -23.3(8) . . . . ?
O4 C5 C6 C7 -177.8(6) . . . . ?
C9 C5 C6 C7 -1.2(8) . . . . ?
O4 C5 C6 O1 2.4(9) . . . . ?
C9 C5 C6 O1 178.9(6) . . . . ?
O1 C6 C7 S8 -180.0(5) . . . . ?
C5 C6 C7 S8 0.2(7) . . . . ?
C6 C7 S8 C9 0.7(5) . . . . ?
O4 C5 C9 C10 0.0(11) . . . . ?
C6 C5 C9 C10 -176.5(6) . . . . ?
O4 C5 C9 S8 178.2(5) . . . . ?
C6 C5 C9 S8 1.7(7) . . . . ?
C7 S8 C9 C5 -1.4(5) . . . . ?
C7 S8 C9 C10 177.0(5) . . . . ?
C5 C9 C10 N15 166.8(6) . . . . ?
S8 C9 C10 N15 -11.2(8) . . . . ?
C5 C9 C10 C11 -11.5(11) . . . . ?
S8 C9 C10 C11 170.5(5) . . . . ?
N15 C10 C11 C12 -0.2(10) . . . . ?
C9 C10 C11 C12 178.1(6) . . . . ?
C10 C11 C12 C13 -0.5(10) . . . . ?
C11 C12 C13 C14 -0.5(9) . . . . ?
C12 C13 C14 N15 2.1(9) . . . . ?
C12 C13 C14 C16 -176.3(6) . . . . ?
C11 C10 N15 C14 1.7(9) . . . . ?
C9 C10 N15 C14 -176.7(5) . . . . ?
C13 C14 N15 C10 -2.7(9) . . . . ?
C16 C14 N15 C10 175.8(5) . . . . ?
N15 C14 C16 C17 -166.6(6) . . . . ?
C13 C14 C16 C17 11.9(10) . . . . ?
N15 C14 C16 S24 9.4(7) . . . . ?
C13 C14 C16 S24 -172.1(5) . . . . ?
C14 C16 C17 O18 -0.7(10) . . . . ?
S24 C16 C17 O18 -176.9(5) . . . . ?
C14 C16 C17 C22 176.6(6) . . . . ?
S24 C16 C17 C22 0.4(7) . . . . ?
C16 C17 O18 C19 -173.2(7) . . . . ?
C22 C17 O18 C19 9.8(9) . . . . ?
C17 O18 C19 C20 -38.7(9) . . . . ?
O18 C19 C20 O21 60.6(9) . . . . ?
C19 C20 O21 C22 -48.6(8) . . . . ?
C20 O21 C22 C23 -157.7(7) . . . . ?
C20 O21 C22 C17 20.4(8) . . . . ?
O18 C17 C22 O21 -0.5(10) . . . . ?
C16 C17 C22 O21 -177.9(6) . . . . ?
O18 C17 C22 C23 177.9(6) . . . . ?
C16 C17 C22 C23 0.5(8) . . . . ?
O21 C22 C23 C25 0.8(11) . . . . ?
C17 C22 C23 C25 -177.4(6) . . . . ?
O21 C22 C23 S24 177.2(5) . . . . ?
C17 C22 C23 S24 -1.1(7) . . . . ?
C22 C23 S24 C16 1.1(5) . . . . ?
C25 C23 S24 C16 177.8(5) . . . . ?
C17 C16 S24 C23 -0.8(5) . . . . ?
C14 C16 S24 C23 -177.6(5) . . . . ?
C22 C23 C25 N30 176.0(6) . . . . ?
S24 C23 C25 N30 -0.1(8) . . . . ?
C22 C23 C25 C26 -4.7(11) . . . . ?
S24 C23 C25 C26 179.2(5) . . . . ?
N30 C25 C26 C27 -2.4(10) . . . . ?
C23 C25 C26 C27 178.4(6) . . . . ?
C25 C26 C27 C28 -0.3(10) . . . . ?
C26 C27 C28 C29 1.0(10) . . . . ?
C27 C28 C29 N30 0.9(11) . . . . ?
C28 C29 N30 C25 -3.6(10) . . . . ?
C26 C25 N30 C29 4.3(10) . . . . ?
C23 C25 N30 C29 -176.4(6) . . . . ?
C56 O51 C52 C53 -53.9(7) . . . . ?
O51 C52 C53 O54 65.1(7) . . . . ?
C52 C53 O54 C55 -41.1(7) . . . . ?
C53 O54 C55 C59 -171.9(6) . . . . ?
C53 O54 C55 C56 11.2(8) . . . . ?
C52 O51 C56 C57 -157.4(6) . . . . ?
C52 O51 C56 C55 24.1(7) . . . . ?
C59 C55 C56 C57 2.4(8) . . . . ?
O54 C55 C56 C57 179.6(5) . . . . ?
C59 C55 C56 O51 -178.9(5) . . . . ?
O54 C55 C56 O51 -1.7(9) . . . . ?
O51 C56 C57 S58 179.8(4) . . . . ?
C55 C56 C57 S58 -1.6(7) . . . . ?
C56 C57 S58 C59 0.3(5) . . . . ?
O54 C55 C59 C60 -2.9(10) . . . . ?
C56 C55 C59 C60 174.3(6) . . . . ?
O54 C55 C59 S58 -179.2(5) . . . . ?
C56 C55 C59 S58 -2.0(7) . . . . ?
C57 S58 C59 C55 1.0(5) . . . . ?
C57 S58 C59 C60 -175.7(5) . . . . ?
C55 C59 C60 N65 -168.9(6) . . . . ?
S58 C59 C60 N65 7.2(7) . . . . ?
C55 C59 C60 C61 10.1(9) . . . . ?
S58 C59 C60 C61 -173.8(5) . . . . ?
N65 C60 C61 C62 0.4(9) . . . . ?
C59 C60 C61 C62 -178.5(5) . . . . ?
C60 C61 C62 C63 0.7(9) . . . . ?
C61 C62 C63 C64 0.4(9) . . . . ?
C62 C63 C64 N65 -2.7(9) . . . . ?
C62 C63 C64 C66 176.8(6) . . . . ?
C63 C64 N65 C60 3.7(8) . . . . ?
C66 C64 N65 C60 -175.8(5) . . . . ?
C61 C60 N65 C64 -2.6(8) . . . . ?
C59 C60 N65 C64 176.4(5) . . . . ?
N65 C64 C66 C67 168.6(6) . . . . ?
C63 C64 C66 C67 -10.9(10) . . . . ?
N65 C64 C66 S74 -6.9(7) . . . . ?
C63 C64 C66 S74 173.6(5) . . . . ?
C64 C66 C67 O68 0.8(10) . . . . ?
S74 C66 C67 O68 176.6(5) . . . . ?
C64 C66 C67 C72 -177.0(6) . . . . ?
S74 C66 C67 C72 -1.2(7) . . . . ?
C66 C67 O68 C69 173.7(6) . . . . ?
C72 C67 O68 C69 -8.7(8) . . . . ?
C67 O68 C69 C70 36.3(9) . . . . ?
O68 C69 C70 O71 -57.4(10) . . . . ?
C69 C70 O71 C72 45.8(9) . . . . ?
C70 O71 C72 C73 159.1(6) . . . . ?
C70 O71 C72 C67 -19.0(8) . . . . ?
O68 C67 C72 O71 1.2(9) . . . . ?
C66 C67 C72 O71 178.9(6) . . . . ?
O68 C67 C72 C73 -177.1(5) . . . . ?
C66 C67 C72 C73 0.7(8) . . . . ?
O71 C72 C73 C75 -0.4(10) . . . . ?
C67 C72 C73 C75 177.9(6) . . . . ?
O71 C72 C73 S74 -178.1(5) . . . . ?
C67 C72 C73 S74 0.2(7) . . . . ?
C72 C73 S74 C66 -0.7(5) . . . . ?
C75 C73 S74 C66 -178.7(5) . . . . ?
C67 C66 S74 C73 1.1(5) . . . . ?
C64 C66 S74 C73 177.5(5) . . . . ?
C72 C73 C75 N80 -175.3(6) . . . . ?
S74 C73 C75 N80 2.2(7) . . . . ?
C72 C73 C75 C76 3.2(10) . . . . ?
S74 C73 C75 C76 -179.2(5) . . . . ?
N80 C75 C76 C77 2.0(10) . . . . ?
C73 C75 C76 C77 -176.4(6) . . . . ?
C75 C76 C77 C78 -1.2(10) . . . . ?
C76 C77 C78 C79 -1.1(10) . . . . ?
C77 C78 C79 N80 2.9(10) . . . . ?
C78 C79 N80 C75 -2.1(10) . . . . ?
C76 C75 N80 C79 -0.4(9) . . . . ?
C73 C75 N80 C79 178.1(5) . . . . ?
