#------------------------------------------------------------------------------
#$Date: 2020-05-05 16:50:58 +0300 (Tue, 05 May 2020) $
#$Revision: 251732 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/74/7157410.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_7157410
loop_
_publ_author_name
'Kubo, Masahiro'
'Takase, Ko'
'Noguchi, Keiichi'
'Nakano, Koji'
_publ_section_title
;
 Solvent-sensitive circularly polarized luminescent compounds bearing a
 9,9'-spirobi[fluorene] skeleton.
;
_journal_issue                   15
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2866
_journal_page_last               2876
_journal_paper_doi               10.1039/c9ob02681a
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         '2(C51 H32 N4), 2(C H4 O), C1 H2 Cl2'
_chemical_formula_sum            'C105 H74 Cl2 N8 O2'
_chemical_formula_weight         1550.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-12-13 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.7876(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.19377(18)
_cell_length_b                   39.0375(7)
_cell_length_c                   11.4370(2)
_cell_measurement_reflns_used    64729
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      68.19
_cell_measurement_theta_min      3.40
_cell_volume                     4062.81(13)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, 2004)'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_diffrn_ambient_temperature      203(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            73644
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.216
_diffrn_reflns_theta_min         4.331
_diffrn_source                   'Rotating anode'
_exptl_absorpt_coefficient_mu    1.179
_exptl_absorpt_correction_T_max  0.868
_exptl_absorpt_correction_T_min  0.553
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       block
_exptl_crystal_F_000             1620
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.973
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details
;
 Flack x determined using 6047 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.126(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1072
_refine_ls_number_reflns         14564
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0619
_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)+(0.1239P)²+1.0220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1757
_refine_ls_wR_factor_ref         0.1809
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.963
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                13503
_reflns_number_total             14564
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ob02681a2.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 7157410.cif.'
_cod_original_cell_volume        4062.80(13)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7157410
_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   0.563
_shelx_estimated_absorpt_t_max   0.871
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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_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
Cl1 Cl -0.4246(2) 0.14607(6) 0.8751(2) 0.0985(7) Uani 1 1 d . . . . .
Cl2 Cl -0.1292(3) 0.13210(9) 0.9167(3) 0.1183(9) Uani 1 1 d . . . . .
N1 N 0.2885(5) -0.07883(9) 0.6336(4) 0.0383(8) Uani 1 1 d . . . . .
N2 N 0.8844(4) 0.01339(10) 1.1382(4) 0.0401(8) Uani 1 1 d . . . . .
N3 N 0.8183(6) 0.15226(11) 0.5468(5) 0.0516(11) Uani 1 1 d . . . . .
N4 N -0.0565(5) 0.11203(13) 0.2914(5) 0.0595(12) Uani 1 1 d . . . . .
N5 N 0.1784(5) 0.34957(10) 0.2951(4) 0.0398(8) Uani 1 1 d . . . . .
N6 N 0.0725(5) 0.25794(10) 0.7959(4) 0.0405(9) Uani 1 1 d . . . . .
N7 N -0.4610(5) 0.12174(10) 0.2121(4) 0.0452(9) Uani 1 1 d . . . . .
N8 N 0.2009(8) 0.15842(16) -0.0304(6) 0.0792(17) Uani 1 1 d . . . . .
C1 C 0.4986(4) 0.03938(10) 0.6766(4) 0.0283(8) Uani 1 1 d . . . . .
C2 C 0.5872(4) 0.05208(10) 0.6080(4) 0.0286(8) Uani 1 1 d . . . . .
C3 C 0.6440(4) 0.08446(10) 0.6144(4) 0.0305(8) Uani 1 1 d . . . . .
H3 H 0.6350 0.1014 0.6689 0.037 Uiso 1 1 calc R U . . .
C4 C 0.7152(5) 0.09141(11) 0.5380(4) 0.0334(8) Uani 1 1 d . . . . .
C5 C 0.7280(5) 0.06601(11) 0.4562(4) 0.0370(9) Uani 1 1 d . . . . .
H5 H 0.7775 0.0711 0.4060 0.044 Uiso 1 1 calc R U . . .
C6 C 0.6690(5) 0.03392(11) 0.4489(4) 0.0355(9) Uani 1 1 d . . . . .
H6 H 0.6773 0.0171 0.3938 0.043 Uiso 1 1 calc R U . . .
C7 C 0.5965(5) 0.02683(10) 0.5246(4) 0.0307(8) Uani 1 1 d . . . . .
C8 C 0.5194(4) -0.00399(10) 0.5361(4) 0.0289(8) Uani 1 1 d . . . . .
C9 C 0.4962(5) -0.03621(11) 0.4774(4) 0.0344(9) Uani 1 1 d . . . . .
H9 H 0.5328 -0.0412 0.4172 0.041 Uiso 1 1 calc R U . . .
C10 C 0.4198(5) -0.06068(10) 0.5078(4) 0.0354(9) Uani 1 1 d . . . . .
H10 H 0.4050 -0.0823 0.4680 0.043 Uiso 1 1 calc R U . . .
C11 C 0.3629(5) -0.05398(11) 0.5978(4) 0.0344(9) Uani 1 1 d . . . . .
C12 C 0.3853(5) -0.02136(10) 0.6554(4) 0.0309(8) Uani 1 1 d . . . . .
H12 H 0.3483 -0.0161 0.7151 0.037 Uiso 1 1 calc R U . . .
C13 C 0.4621(4) 0.00292(10) 0.6234(4) 0.0284(8) Uani 1 1 d . . . . .
C14 C 0.2177(5) -0.10789(11) 0.5551(4) 0.0353(9) Uani 1 1 d . . . . .
C15 C 0.1317(6) -0.10447(12) 0.4206(5) 0.0448(11) Uani 1 1 d . . . . .
H15 H 0.1204 -0.0830 0.3801 0.054 Uiso 1 1 calc R U . . .
C16 C 0.0625(6) -0.13334(14) 0.3464(5) 0.0506(12) Uani 1 1 d . . . . .
H16 H 0.0064 -0.1312 0.2553 0.061 Uiso 1 1 calc R U . . .
C17 C 0.0745(6) -0.16476(12) 0.4038(5) 0.0475(11) Uani 1 1 d . . . . .
H17 H 0.0269 -0.1840 0.3531 0.057 Uiso 1 1 calc R U . . .
C18 C 0.1581(6) -0.16752(12) 0.5376(5) 0.0456(11) Uani 1 1 d . . . . .
H18 H 0.1667 -0.1889 0.5784 0.055 Uiso 1 1 calc R U . . .
C19 C 0.2287(5) -0.13959(12) 0.6121(5) 0.0402(10) Uani 1 1 d . . . . .
H19 H 0.2854 -0.1421 0.7031 0.048 Uiso 1 1 calc R U . . .
C20 C 0.3127(5) -0.07959(11) 0.7676(4) 0.0378(9) Uani 1 1 d . . . . .
C21 C 0.4530(6) -0.08553(13) 0.8662(5) 0.0451(11) Uani 1 1 d . . . . .
H21 H 0.5319 -0.0888 0.8459 0.054 Uiso 1 1 calc R U . . .
C22 C 0.4761(7) -0.08662(15) 0.9970(5) 0.0575(14) Uani 1 1 d . . . . .
H22 H 0.5709 -0.0905 1.0649 0.069 Uiso 1 1 calc R U . . .
C23 C 0.3598(8) -0.08199(15) 1.0255(5) 0.0612(16) Uani 1 1 d . . . . .
H23 H 0.3752 -0.0827 1.1129 0.073 Uiso 1 1 calc R U . . .
C24 C 0.2182(8) -0.07617(15) 0.9240(6) 0.0613(15) Uani 1 1 d . . . . .
H24 H 0.1386 -0.0729 0.9431 0.074 Uiso 1 1 calc R U . . .
C25 C 0.1970(6) -0.07533(13) 0.7965(5) 0.0472(11) Uani 1 1 d . . . . .
H25 H 0.1021 -0.0718 0.7283 0.057 Uiso 1 1 calc R U . . .
C26 C 0.7722(5) 0.12495(12) 0.5408(5) 0.0391(10) Uani 1 1 d . . . . .
C27 C 0.3643(4) 0.06204(9) 0.6435(4) 0.0283(8) Uani 1 1 d . . . . .
C28 C 0.2578(5) 0.07141(10) 0.5222(4) 0.0337(9) Uani 1 1 d . . . . .
H28 H 0.2572 0.0625 0.4455 0.040 Uiso 1 1 calc R U . . .
C29 C 0.1498(5) 0.09460(11) 0.5159(5) 0.0388(9) Uani 1 1 d . . . . .
C30 C 0.1508(5) 0.10784(13) 0.6301(5) 0.0454(11) Uani 1 1 d . . . . .
H30 H 0.0783 0.1236 0.6239 0.054 Uiso 1 1 calc R U . . .
C31 C 0.2571(6) 0.09789(13) 0.7514(5) 0.0431(10) Uani 1 1 d . . . . .
H31 H 0.2573 0.1066 0.8280 0.052 Uiso 1 1 calc R U . . .
C32 C 0.3652(5) 0.07460(11) 0.7590(4) 0.0341(9) Uani 1 1 d . . . . .
C33 C 0.4926(5) 0.06092(11) 0.8707(4) 0.0344(9) Uani 1 1 d . . . . .
C34 C 0.5394(5) 0.06463(13) 1.0045(5) 0.0424(10) Uani 1 1 d . . . . .
H34 H 0.4837 0.0775 1.0357 0.051 Uiso 1 1 calc R U . . .
C35 C 0.6686(6) 0.04918(13) 1.0906(4) 0.0422(10) Uani 1 1 d . . . . .
H35 H 0.7013 0.0518 1.1811 0.051 Uiso 1 1 calc R U . . .
C36 C 0.7513(5) 0.02981(11) 1.0466(4) 0.0359(9) Uani 1 1 d . . . . .
C37 C 0.7056(5) 0.02571(10) 0.9119(4) 0.0308(8) Uani 1 1 d . . . . .
H37 H 0.7615 0.0127 0.8812 0.037 Uiso 1 1 calc R U . . .
C38 C 0.5755(4) 0.04135(10) 0.8251(4) 0.0282(8) Uani 1 1 d . . . . .
C39 C 0.8786(5) -0.00602(11) 1.2411(4) 0.0363(9) Uani 1 1 d . . . . .
C40 C 0.7612(5) -0.02825(12) 1.2124(5) 0.0413(10) Uani 1 1 d . . . . .
H40 H 0.6855 -0.0298 1.1263 0.050 Uiso 1 1 calc R U . . .
C41 C 0.7558(6) -0.04800(13) 1.3102(5) 0.0466(11) Uani 1 1 d . . . . .
H41 H 0.6773 -0.0633 1.2897 0.056 Uiso 1 1 calc R U . . .
C42 C 0.8646(6) -0.04554(14) 1.4378(5) 0.0520(13) Uani 1 1 d . . . . .
H42 H 0.8603 -0.0591 1.5040 0.062 Uiso 1 1 calc R U . . .
C43 C 0.9800(6) -0.02288(15) 1.4672(5) 0.0504(12) Uani 1 1 d . . . . .
H43 H 1.0540 -0.0209 1.5539 0.061 Uiso 1 1 calc R U . . .
C44 C 0.9870(6) -0.00314(13) 1.3696(5) 0.0432(10) Uani 1 1 d . . . . .
H44 H 1.0652 0.0123 1.3903 0.052 Uiso 1 1 calc R U . . .
C45 C 1.0204(5) 0.02295(13) 1.1425(4) 0.0414(10) Uani 1 1 d . . . . .
C46 C 1.0457(6) 0.05639(14) 1.1148(6) 0.0521(12) Uani 1 1 d . . . . .
H46 H 0.9702 0.0728 1.0889 0.062 Uiso 1 1 calc R U . . .
C47 C 1.1807(8) 0.0655(2) 1.1254(7) 0.075(2) Uani 1 1 d . . . . .
H47 H 1.1970 0.0881 1.1072 0.090 Uiso 1 1 calc R U . . .
C48 C 1.2904(8) 0.0423(3) 1.1614(8) 0.092(3) Uani 1 1 d . . . . .
H48 H 1.3828 0.0492 1.1702 0.110 Uiso 1 1 calc R U . . .
C49 C 1.2681(7) 0.0088(2) 1.1855(7) 0.084(2) Uani 1 1 d . . . . .
H49 H 1.3435 -0.0075 1.2071 0.101 Uiso 1 1 calc R U . . .
C50 C 1.1318(6) -0.00078(17) 1.1774(6) 0.0581(14) Uani 1 1 d . . . . .
H50 H 1.1163 -0.0235 1.1958 0.070 Uiso 1 1 calc R U . . .
C51 C 0.0349(5) 0.10450(12) 0.3905(5) 0.0443(11) Uani 1 1 d . . . . .
C52 C 0.0054(5) 0.23138(10) 0.3385(4) 0.0293(8) Uani 1 1 d . . . . .
C53 C -0.1533(4) 0.21913(10) 0.2674(4) 0.0290(8) Uani 1 1 d . . . . .
C54 C -0.2083(5) 0.18787(10) 0.2785(4) 0.0316(8) Uani 1 1 d . . . . .
H54 H -0.1474 0.1714 0.3381 0.038 Uiso 1 1 calc R U . . .
C55 C -0.3570(5) 0.18119(11) 0.1987(4) 0.0364(9) Uani 1 1 d . . . . .
C56 C -0.4465(5) 0.20588(12) 0.1118(5) 0.0410(10) Uani 1 1 d . . . . .
H56 H -0.5462 0.2009 0.0586 0.049 Uiso 1 1 calc R U . . .
C57 C -0.3915(5) 0.23759(12) 0.1021(5) 0.0408(10) Uani 1 1 d . . . . .
H57 H -0.4533 0.2542 0.0439 0.049 Uiso 1 1 calc R U . . .
C58 C -0.2425(5) 0.24441(11) 0.1803(4) 0.0332(8) Uani 1 1 d . . . . .
C59 C -0.1524(5) 0.27457(10) 0.1934(4) 0.0323(8) Uani 1 1 d . . . . .
C60 C -0.1879(5) 0.30648(11) 0.1336(4) 0.0364(9) Uani 1 1 d . . . . .
H60 H -0.2846 0.3113 0.0712 0.044 Uiso 1 1 calc R U . . .
C61 C -0.0783(5) 0.33123(11) 0.1672(5) 0.0384(10) Uani 1 1 d . . . . .
H61 H -0.1022 0.3530 0.1282 0.046 Uiso 1 1 calc R U . . .
C62 C 0.0655(5) 0.32421(11) 0.2573(4) 0.0347(9) Uani 1 1 d . . . . .
C63 C 0.1029(5) 0.29203(10) 0.3171(4) 0.0323(8) Uani 1 1 d . . . . .
H63 H 0.2002 0.2869 0.3776 0.039 Uiso 1 1 calc R U . . .
C64 C -0.0086(5) 0.26767(10) 0.2843(4) 0.0297(8) Uani 1 1 d . . . . .
C65 C 0.1693(5) 0.37800(11) 0.2157(4) 0.0360(9) Uani 1 1 d . . . . .
C66 C 0.1202(6) 0.37487(13) 0.0812(5) 0.0486(12) Uani 1 1 d . . . . .
H66 H 0.0898 0.3534 0.0403 0.058 Uiso 1 1 calc R U . . .
C67 C 0.1164(7) 0.40341(14) 0.0077(5) 0.0519(12) Uani 1 1 d . . . . .
H67 H 0.0826 0.4010 -0.0831 0.062 Uiso 1 1 calc R U . . .
C68 C 0.1609(6) 0.43532(13) 0.0642(5) 0.0484(11) Uani 1 1 d . . . . .
H68 H 0.1566 0.4545 0.0130 0.058 Uiso 1 1 calc R U . . .
C69 C 0.2123(6) 0.43831(12) 0.1995(5) 0.0433(10) Uani 1 1 d . . . . .
H69 H 0.2448 0.4597 0.2405 0.052 Uiso 1 1 calc R U . . .
C70 C 0.2156(5) 0.41015(12) 0.2730(5) 0.0392(9) Uani 1 1 d . . . . .
H70 H 0.2499 0.4126 0.3639 0.047 Uiso 1 1 calc R U . . .
C71 C 0.2851(5) 0.35038(11) 0.4302(4) 0.0388(10) Uani 1 1 d . . . . .
C72 C 0.2411(6) 0.35642(13) 0.5269(5) 0.0464(11) Uani 1 1 d . . . . .
H72 H 0.1408 0.3592 0.5039 0.056 Uiso 1 1 calc R U . . .
C73 C 0.3437(8) 0.35835(14) 0.6562(6) 0.0586(14) Uani 1 1 d . . . . .
H73 H 0.3144 0.3628 0.7218 0.070 Uiso 1 1 calc R U . . .
C74 C 0.4914(8) 0.35360(15) 0.6886(6) 0.0619(16) Uani 1 1 d . . . . .
H74 H 0.5619 0.3546 0.7769 0.074 Uiso 1 1 calc R U . . .
C75 C 0.5352(7) 0.34746(16) 0.5942(6) 0.0635(15) Uani 1 1 d . . . . .
H75 H 0.6352 0.3440 0.6177 0.076 Uiso 1 1 calc R U . . .
C76 C 0.4314(6) 0.34637(13) 0.4625(6) 0.0486(11) Uani 1 1 d . . . . .
H76 H 0.4614 0.3429 0.3968 0.058 Uiso 1 1 calc R U . . .
C77 C -0.4139(5) 0.14840(11) 0.2068(4) 0.0363(9) Uani 1 1 d . . . . .
C78 C 0.1069(5) 0.20760(10) 0.3102(4) 0.0339(9) Uani 1 1 d . . . . .
C79 C 0.0988(5) 0.19889(12) 0.1894(5) 0.0399(10) Uani 1 1 d . . . . .
H79 H 0.0287 0.2089 0.1115 0.048 Uiso 1 1 calc R U . . .
C80 C 0.1997(6) 0.17450(12) 0.1886(5) 0.0454(11) Uani 1 1 d . . . . .
C81 C 0.3032(7) 0.15929(14) 0.3037(6) 0.0551(13) Uani 1 1 d . . . . .
H81 H 0.3682 0.1428 0.2998 0.066 Uiso 1 1 calc R U . . .
C82 C 0.3109(6) 0.16834(14) 0.4234(6) 0.0504(12) Uani 1 1 d . . . . .
H82 H 0.3809 0.1582 0.5012 0.060 Uiso 1 1 calc R U . . .
C83 C 0.2119(5) 0.19301(11) 0.4265(5) 0.0360(9) Uani 1 1 d . . . . .
C84 C 0.1942(5) 0.20687(11) 0.5358(5) 0.0362(9) Uani 1 1 d . . . . .
C85 C 0.2728(6) 0.20156(13) 0.6695(5) 0.0468(11) Uani 1 1 d . . . . .
H85 H 0.3531 0.1864 0.7027 0.056 Uiso 1 1 calc R U . . .
C86 C 0.2319(6) 0.21880(13) 0.7538(5) 0.0472(11) Uani 1 1 d . . . . .
H86 H 0.2865 0.2156 0.8446 0.057 Uiso 1 1 calc R U . . .
C87 C 0.1129(5) 0.24044(11) 0.7068(4) 0.0379(9) Uani 1 1 d . . . . .
C88 C 0.0300(5) 0.24543(10) 0.5709(4) 0.0319(8) Uani 1 1 d . . . . .
H88 H -0.0529 0.2598 0.5380 0.038 Uiso 1 1 calc R U . . .
C89 C 0.0721(4) 0.22901(10) 0.4880(4) 0.0303(8) Uani 1 1 d . . . . .
C90 C 0.1823(5) 0.27678(11) 0.8984(4) 0.0378(9) Uani 1 1 d . . . . .
C91 C 0.2738(6) 0.29868(12) 0.8708(5) 0.0431(10) Uani 1 1 d . . . . .
H91 H 0.2625 0.3005 0.7848 0.052 Uiso 1 1 calc R U . . .
C92 C 0.3810(6) 0.31770(14) 0.9702(6) 0.0509(12) Uani 1 1 d . . . . .
H92 H 0.4413 0.3325 0.9508 0.061 Uiso 1 1 calc R U . . .
C93 C 0.4007(6) 0.31529(15) 1.0983(6) 0.0561(13) Uani 1 1 d . . . . .
H93 H 0.4740 0.3282 1.1655 0.067 Uiso 1 1 calc R U . . .
C94 C 0.3117(6) 0.29392(17) 1.1248(5) 0.0552(13) Uani 1 1 d . . . . .
H94 H 0.3240 0.2923 1.2112 0.066 Uiso 1 1 calc R U . . .
C95 C 0.2033(6) 0.27446(13) 1.0274(5) 0.0458(11) Uani 1 1 d . . . . .
H95 H 0.1441 0.2597 1.0484 0.055 Uiso 1 1 calc R U . . .
C96 C -0.0663(6) 0.25118(13) 0.7925(4) 0.0421(10) Uani 1 1 d . . . . .
C97 C -0.1339(7) 0.22007(15) 0.7504(6) 0.0558(13) Uani 1 1 d . . . . .
H97 H -0.0877 0.2029 0.7246 0.067 Uiso 1 1 calc R U . . .
C98 C -0.2699(9) 0.2138(2) 0.7459(8) 0.0750(19) Uani 1 1 d . . . . .
H98 H -0.3155 0.1925 0.7172 0.090 Uiso 1 1 calc R U . . .
C99 C -0.3380(8) 0.2387(2) 0.7832(8) 0.082(2) Uani 1 1 d . . . . .
H99 H -0.4302 0.2344 0.7800 0.098 Uiso 1 1 calc R U . . .
C100 C -0.2713(7) 0.2702(2) 0.8255(6) 0.0673(16) Uani 1 1 d . . . . .
H100 H -0.3186 0.2873 0.8506 0.081 Uiso 1 1 calc R U . . .
C101 C -0.1352(6) 0.27666(15) 0.8308(5) 0.0504(12) Uani 1 1 d . . . . .
H101 H -0.0894 0.2980 0.8601 0.061 Uiso 1 1 calc R U . . .
C102 C 0.1984(8) 0.16559(14) 0.0658(7) 0.0601(15) Uani 1 1 d . . . . .
C103 C -0.2444(11) 0.1462(4) 0.9770(11) 0.120(4) Uani 1 1 d . . . . .
H10A H -0.2283 0.1320 1.0531 0.144 Uiso 1 1 calc R U . . .
H10B H -0.2160 0.1697 1.0086 0.144 Uiso 1 1 calc R U . . .
C104 C 0.1598(18) 0.0120(4) 0.8115(19) 0.175(6) Uani 1 1 d D U . . .
H10C H 0.2233 0.0161 0.9037 0.263 Uiso 0.6 1 calc R U P A 1
H10D H 0.2061 0.0208 0.7599 0.263 Uiso 0.6 1 calc R U P A 1
H10E H 0.1434 -0.0125 0.7964 0.263 Uiso 0.6 1 calc R U P A 1
H10F H 0.1425 0.0315 0.7539 0.263 Uiso 0.4 1 calc R U P B 2
H10G H 0.1836 -0.0079 0.7739 0.263 Uiso 0.4 1 calc R U P B 2
H10H H 0.2411 0.0170 0.8963 0.263 Uiso 0.4 1 calc R U P B 2
O1 O 0.0222(18) 0.0289(4) 0.7739(15) 0.136(5) Uani 0.6 1 d D U P C 1
H1 H -0.0381 0.0151 0.7771 0.205 Uiso 0.6 1 calc R U P C 1
O2 O 0.026(2) 0.0049(5) 0.827(3) 0.145(8) Uani 0.4 1 d D U P C 2
H2 H -0.0457 0.0032 0.7541 0.217 Uiso 0.4 1 calc R U P C 2
C105 C 0.4793(15) 0.2610(4) 0.4550(11) 0.137(5) Uani 1 1 d D U . . .
H10I H 0.5113 0.2576 0.5479 0.206 Uiso 0.6 1 calc R U P D 1
H10J H 0.3757 0.2556 0.4069 0.206 Uiso 0.6 1 calc R U P D 1
H10K H 0.4950 0.2848 0.4393 0.206 Uiso 0.6 1 calc R U P D 1
H10L H 0.4790 0.2698 0.5343 0.206 Uiso 0.4 1 calc R U P E 2
H10M H 0.4630 0.2365 0.4497 0.206 Uiso 0.4 1 calc R U P E 2
H10N H 0.4017 0.2720 0.3794 0.206 Uiso 0.4 1 calc R U P E 2
O3 O 0.5609(15) 0.2395(3) 0.4128(11) 0.112(4) Uani 0.6 1 d D U P F 1
H3A H 0.5381 0.2192 0.4160 0.168 Uiso 0.6 1 calc R U P F 1
O4 O 0.619(2) 0.2683(5) 0.457(2) 0.144(7) Uani 0.4 1 d D U P F 2
H4 H 0.6397 0.2529 0.4182 0.215 Uiso 0.4 1 calc R U P F 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C11 N1 C14 123.7(4) . . ?
C11 N1 C20 118.0(4) . . ?
C14 N1 C20 116.7(3) . . ?
C45 N2 C39 121.1(4) . . ?
C45 N2 C36 119.7(4) . . ?
C39 N2 C36 117.5(4) . . ?
C65 N5 C62 122.7(4) . . ?
C65 N5 C71 118.3(4) . . ?
C62 N5 C71 117.3(3) . . ?
C90 N6 C96 121.8(4) . . ?
C90 N6 C87 117.7(4) . . ?
C96 N6 C87 119.6(4) . . ?
C38 C1 C2 115.7(3) . . ?
C38 C1 C13 113.8(3) . . ?
C2 C1 C13 101.1(3) . . ?
C38 C1 C27 101.6(3) . . ?
C2 C1 C27 110.9(3) . . ?
C13 C1 C27 114.3(3) . . ?
C3 C2 C7 121.6(4) . . ?
C3 C2 C1 127.2(4) . . ?
C7 C2 C1 111.0(3) . . ?
C2 C3 C4 118.1(4) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C5 120.7(4) . . ?
C3 C4 C26 119.2(4) . . ?
C5 C4 C26 120.1(4) . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 118.8(4) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 119.9(4) . . ?
C6 C7 C8 132.0(4) . . ?
C2 C7 C8 108.1(3) . . ?
C13 C8 C9 119.1(4) . . ?
C13 C8 C7 108.6(3) . . ?
C9 C8 C7 132.4(4) . . ?
C10 C9 C8 119.9(4) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.4(4) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
N1 C11 C12 119.1(4) . . ?
N1 C11 C10 122.5(4) . . ?
C12 C11 C10 118.4(4) . . ?
C13 C12 C11 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C8 121.9(4) . . ?
C12 C13 C1 126.9(3) . . ?
C8 C13 C1 111.2(3) . . ?
C19 C14 C15 119.0(4) . . ?
C19 C14 N1 120.4(4) . . ?
C15 C14 N1 120.5(4) . . ?
C14 C15 C16 119.2(4) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 121.3(5) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 118.6(4) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C19 C18 C17 121.1(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C14 120.7(4) . . ?
C18 C19 H19 119.6 . . ?
C14 C19 H19 119.6 . . ?
C25 C20 C21 120.7(4) . . ?
C25 C20 N1 120.0(4) . . ?
C21 C20 N1 119.3(4) . . ?
C20 C21 C22 119.1(5) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C23 C22 C21 120.0(5) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0(5) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 119.5(6) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C20 C25 C24 120.7(5) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
N3 C26 C4 177.9(5) . . ?
C28 C27 C32 121.7(4) . . ?
C28 C27 C1 128.1(4) . . ?
C32 C27 C1 110.1(3) . . ?
C27 C28 C29 118.0(4) . . ?
C27 C28 H28 121.0 . . ?
C29 C28 H28 121.0 . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 C51 119.4(4) . . ?
C28 C29 C51 119.5(4) . . ?
C31 C30 C29 120.5(4) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 119.1(4) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 H31 120.5 . . ?
C31 C32 C27 119.8(4) . . ?
C31 C32 C33 131.3(4) . . ?
C27 C32 C33 108.8(4) . . ?
C34 C33 C38 120.1(4) . . ?
C34 C33 C32 131.1(4) . . ?
C38 C33 C32 108.8(4) . . ?
C35 C34 C33 118.9(4) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 121.5(4) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C35 C36 C37 120.4(4) . . ?
C35 C36 N2 120.5(4) . . ?
C37 C36 N2 119.1(4) . . ?
C38 C37 C36 118.1(4) . . ?
C38 C37 H37 120.9 . . ?
C36 C37 H37 120.9 . . ?
C37 C38 C33 121.0(4) . . ?
C37 C38 C1 128.5(4) . . ?
C33 C38 C1 110.5(3) . . ?
C44 C39 C40 119.3(4) . . ?
C44 C39 N2 121.5(4) . . ?
C40 C39 N2 119.2(4) . . ?
C41 C40 C39 120.0(5) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C42 120.8(5) . . ?
C40 C41 H41 119.6 . . ?
C42 C41 H41 119.6 . . ?
C41 C42 C43 119.3(4) . . ?
C41 C42 H42 120.4 . . ?
C43 C42 H42 120.4 . . ?
C44 C43 C42 120.4(5) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C39 120.2(5) . . ?
C43 C44 H44 119.9 . . ?
C39 C44 H44 119.9 . . ?
C50 C45 C46 118.8(5) . . ?
C50 C45 N2 120.0(5) . . ?
C46 C45 N2 121.2(5) . . ?
C47 C46 C45 120.2(6) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C48 C47 C46 121.0(6) . . ?
C48 C47 H47 119.5 . . ?
C46 C47 H47 119.5 . . ?
C47 C48 C49 120.6(6) . . ?
C47 C48 H48 119.7 . . ?
C49 C48 H48 119.7 . . ?
C48 C49 C50 119.3(7) . . ?
C48 C49 H49 120.4 . . ?
C50 C49 H49 120.4 . . ?
C45 C50 C49 120.2(6) . . ?
C45 C50 H50 119.9 . . ?
C49 C50 H50 119.9 . . ?
N4 C51 C29 179.4(6) . . ?
C53 C52 C64 101.0(3) . . ?
C53 C52 C78 110.7(3) . . ?
C64 C52 C78 115.2(3) . . ?
C53 C52 C89 114.0(3) . . ?
C64 C52 C89 115.0(3) . . ?
C78 C52 C89 101.4(3) . . ?
C54 C53 C58 121.9(4) . . ?
C54 C53 C52 127.5(4) . . ?
C58 C53 C52 110.5(3) . . ?
C53 C54 C55 118.3(4) . . ?
C53 C54 H54 120.9 . . ?
C55 C54 H54 120.9 . . ?
C56 C55 C54 120.5(4) . . ?
C56 C55 C77 120.9(4) . . ?
C54 C55 C77 118.6(4) . . ?
C57 C56 C55 121.2(4) . . ?
C57 C56 H56 119.4 . . ?
C55 C56 H56 119.4 . . ?
C56 C57 C58 118.8(4) . . ?
C56 C57 H57 120.6 . . ?
C58 C57 H57 120.6 . . ?
C57 C58 C53 119.3(4) . . ?
C57 C58 C59 132.2(4) . . ?
C53 C58 C59 108.5(4) . . ?
C60 C59 C64 119.7(4) . . ?
C60 C59 C58 131.4(4) . . ?
C64 C59 C58 108.9(4) . . ?
C59 C60 C61 119.2(4) . . ?
C59 C60 H60 120.4 . . ?
C61 C60 H60 120.4 . . ?
C62 C61 C60 121.0(4) . . ?
C62 C61 H61 119.5 . . ?
C60 C61 H61 119.5 . . ?
C61 C62 C63 120.3(4) . . ?
C61 C62 N5 121.7(4) . . ?
C63 C62 N5 118.0(4) . . ?
C64 C63 C62 118.1(4) . . ?
C64 C63 H63 121.0 . . ?
C62 C63 H63 121.0 . . ?
C59 C64 C63 121.7(4) . . ?
C59 C64 C52 111.0(4) . . ?
C63 C64 C52 127.3(4) . . ?
C66 C65 C70 118.4(4) . . ?
C66 C65 N5 121.9(4) . . ?
C70 C65 N5 119.7(4) . . ?
C67 C66 C65 119.8(4) . . ?
C67 C66 H66 120.1 . . ?
C65 C66 H66 120.1 . . ?
C68 C67 C66 121.8(5) . . ?
C68 C67 H67 119.1 . . ?
C66 C67 H67 119.1 . . ?
C67 C68 C69 118.3(4) . . ?
C67 C68 H68 120.9 . . ?
C69 C68 H68 120.9 . . ?
C70 C69 C68 120.3(4) . . ?
C70 C69 H69 119.9 . . ?
C68 C69 H69 119.9 . . ?
C69 C70 C65 121.4(4) . . ?
C69 C70 H70 119.3 . . ?
C65 C70 H70 119.3 . . ?
C76 C71 C72 120.4(5) . . ?
C76 C71 N5 119.5(4) . . ?
C72 C71 N5 120.1(5) . . ?
C73 C72 C71 120.2(5) . . ?
C73 C72 H72 119.9 . . ?
C71 C72 H72 119.9 . . ?
C72 C73 C74 119.1(6) . . ?
C72 C73 H73 120.5 . . ?
C74 C73 H73 120.5 . . ?
C75 C74 C73 121.0(6) . . ?
C75 C74 H74 119.5 . . ?
C73 C74 H74 119.5 . . ?
C74 C75 C76 120.0(6) . . ?
C74 C75 H75 120.0 . . ?
C76 C75 H75 120.0 . . ?
C71 C76 C75 119.3(5) . . ?
C71 C76 H76 120.4 . . ?
C75 C76 H76 120.4 . . ?
N7 C77 C55 179.3(6) . . ?
C79 C78 C83 121.6(4) . . ?
C79 C78 C52 128.1(4) . . ?
C83 C78 C52 110.3(4) . . ?
C78 C79 C80 117.2(5) . . ?
C78 C79 H79 121.4 . . ?
C80 C79 H79 121.4 . . ?
C81 C80 C79 121.8(5) . . ?
C81 C80 C102 119.2(5) . . ?
C79 C80 C102 119.0(5) . . ?
C82 C81 C80 120.5(5) . . ?
C82 C81 H81 119.7 . . ?
C80 C81 H81 119.7 . . ?
C81 C82 C83 118.6(5) . . ?
C81 C82 H82 120.7 . . ?
C83 C82 H82 120.7 . . ?
C78 C83 C82 120.3(4) . . ?
C78 C83 C84 109.3(4) . . ?
C82 C83 C84 130.4(4) . . ?
C85 C84 C89 119.4(4) . . ?
C85 C84 C83 131.5(4) . . ?
C89 C84 C83 109.1(4) . . ?
C86 C85 C84 119.3(4) . . ?
C86 C85 H85 120.4 . . ?
C84 C85 H85 120.4 . . ?
C87 C86 C85 121.1(4) . . ?
C87 C86 H86 119.4 . . ?
C85 C86 H86 119.4 . . ?
C86 C87 C88 120.1(4) . . ?
C86 C87 N6 120.1(4) . . ?
C88 C87 N6 119.8(4) . . ?
C89 C88 C87 118.8(4) . . ?
C89 C88 H88 120.6 . . ?
C87 C88 H88 120.6 . . ?
C88 C89 C84 121.2(4) . . ?
C88 C89 C52 128.8(4) . . ?
C84 C89 C52 109.9(3) . . ?
C95 C90 C91 118.5(4) . . ?
C95 C90 N6 122.1(4) . . ?
C91 C90 N6 119.4(4) . . ?
C92 C91 C90 120.0(5) . . ?
C92 C91 H91 120.0 . . ?
C90 C91 H91 120.0 . . ?
C91 C92 C93 121.0(5) . . ?
C91 C92 H92 119.5 . . ?
C93 C92 H92 119.5 . . ?
C94 C93 C92 118.8(5) . . ?
C94 C93 H93 120.6 . . ?
C92 C93 H93 120.6 . . ?
C93 C94 C95 121.7(5) . . ?
C93 C94 H94 119.2 . . ?
C95 C94 H94 119.2 . . ?
C94 C95 C90 120.0(5) . . ?
C94 C95 H95 120.0 . . ?
C90 C95 H95 120.0 . . ?
C97 C96 C101 119.8(5) . . ?
C97 C96 N6 120.7(5) . . ?
C101 C96 N6 119.6(4) . . ?
C96 C97 C98 120.3(6) . . ?
C96 C97 H97 119.9 . . ?
C98 C97 H97 119.9 . . ?
C99 C98 C97 120.2(6) . . ?
C99 C98 H98 119.9 . . ?
C97 C98 H98 119.9 . . ?
C98 C99 C100 120.1(6) . . ?
C98 C99 H99 119.9 . . ?
C100 C99 H99 119.9 . . ?
C99 C100 C101 120.1(6) . . ?
C99 C100 H100 120.0 . . ?
C101 C100 H100 120.0 . . ?
C100 C101 C96 119.5(5) . . ?
C100 C101 H101 120.2 . . ?
C96 C101 H101 120.2 . . ?
N8 C102 C80 178.4(8) . . ?
Cl1 C103 Cl2 117.3(7) . . ?
Cl1 C103 H10A 108.0 . . ?
Cl2 C103 H10A 108.0 . . ?
Cl1 C103 H10B 108.0 . . ?
Cl2 C103 H10B 108.0 . . ?
H10A C103 H10B 107.2 . . ?
O1 C104 H10C 109.5 . . ?
O1 C104 H10D 109.5 . . ?
H10C C104 H10D 109.5 . . ?
O1 C104 H10E 109.5 . . ?
H10C C104 H10E 109.5 . . ?
H10D C104 H10E 109.5 . . ?
O2 C104 H10F 109.5 . . ?
O2 C104 H10G 109.5 . . ?
H10F C104 H10G 109.5 . . ?
O2 C104 H10H 109.5 . . ?
H10F C104 H10H 109.5 . . ?
H10G C104 H10H 109.5 . . ?
C104 O1 H1 109.5 . . ?
C104 O2 H2 109.5 . . ?
O3 C105 H10I 109.5 . . ?
O3 C105 H10J 109.5 . . ?
H10I C105 H10J 109.5 . . ?
O3 C105 H10K 109.5 . . ?
H10I C105 H10K 109.5 . . ?
H10J C105 H10K 109.5 . . ?
O4 C105 H10L 109.5 . . ?
O4 C105 H10M 109.5 . . ?
H10L C105 H10M 109.5 . . ?
O4 C105 H10N 109.5 . . ?
H10L C105 H10N 109.5 . . ?
H10M C105 H10N 109.5 . . ?
C105 O3 H3A 109.5 . . ?
C105 O4 H4 109.5 . . ?
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
Cl1 C103 1.674(10) . ?
Cl2 C103 1.699(11) . ?
N1 C11 1.401(6) . ?
N1 C14 1.425(5) . ?
N1 C20 1.439(6) . ?
N2 C45 1.415(6) . ?
N2 C39 1.423(5) . ?
N2 C36 1.438(6) . ?
N3 C26 1.155(6) . ?
N4 C51 1.134(7) . ?
N5 C65 1.411(6) . ?
N5 C62 1.429(5) . ?
N5 C71 1.434(6) . ?
N6 C90 1.408(6) . ?
N6 C96 1.423(6) . ?
N6 C87 1.433(6) . ?
N7 C77 1.159(6) . ?
N8 C102 1.146(8) . ?
C1 C38 1.518(6) . ?
C1 C2 1.522(5) . ?
C1 C13 1.526(5) . ?
C1 C27 1.528(5) . ?
C2 C3 1.379(6) . ?
C2 C7 1.404(6) . ?
C3 C4 1.390(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.409(6) . ?
C4 C26 1.427(6) . ?
C5 C6 1.376(6) . ?
C5 H5 0.9400 . ?
C6 C7 1.396(6) . ?
C6 H6 0.9400 . ?
C7 C8 1.475(6) . ?
C8 C13 1.391(5) . ?
C8 C9 1.395(6) . ?
C9 C10 1.372(6) . ?
C9 H9 0.9400 . ?
C10 C11 1.415(6) . ?
C10 H10 0.9400 . ?
C11 C12 1.404(6) . ?
C12 C13 1.379(6) . ?
C12 H12 0.9400 . ?
C14 C19 1.380(6) . ?
C14 C15 1.392(7) . ?
C15 C16 1.396(7) . ?
C15 H15 0.9400 . ?
C16 C17 1.371(7) . ?
C16 H16 0.9400 . ?
C17 C18 1.380(8) . ?
C17 H17 0.9400 . ?
C18 C19 1.371(7) . ?
C18 H18 0.9400 . ?
C19 H19 0.9400 . ?
C20 C25 1.370(7) . ?
C20 C21 1.384(7) . ?
C21 C22 1.407(7) . ?
C21 H21 0.9400 . ?
C22 C23 1.375(10) . ?
C22 H22 0.9400 . ?
C23 C24 1.404(10) . ?
C23 H23 0.9400 . ?
C24 C25 1.376(8) . ?
C24 H24 0.9400 . ?
C25 H25 0.9400 . ?
C27 C28 1.371(6) . ?
C27 C32 1.405(6) . ?
C28 C29 1.402(6) . ?
C28 H28 0.9400 . ?
C29 C30 1.400(7) . ?
C29 C51 1.437(7) . ?
C30 C31 1.376(8) . ?
C30 H30 0.9400 . ?
C31 C32 1.400(6) . ?
C31 H31 0.9400 . ?
C32 C33 1.453(6) . ?
C33 C34 1.390(6) . ?
C33 C38 1.402(6) . ?
C34 C35 1.378(7) . ?
C34 H34 0.9400 . ?
C35 C36 1.385(7) . ?
C35 H35 0.9400 . ?
C36 C37 1.404(6) . ?
C37 C38 1.390(6) . ?
C37 H37 0.9400 . ?
C39 C44 1.388(7) . ?
C39 C40 1.393(6) . ?
C40 C41 1.380(7) . ?
C40 H40 0.9400 . ?
C41 C42 1.383(8) . ?
C41 H41 0.9400 . ?
C42 C43 1.387(8) . ?
C42 H42 0.9400 . ?
C43 C44 1.385(7) . ?
C43 H43 0.9400 . ?
C44 H44 0.9400 . ?
C45 C50 1.378(8) . ?
C45 C46 1.394(7) . ?
C46 C47 1.373(8) . ?
C46 H46 0.9400 . ?
C47 C48 1.349(12) . ?
C47 H47 0.9400 . ?
C48 C49 1.377(12) . ?
C48 H48 0.9400 . ?
C49 C50 1.401(9) . ?
C49 H49 0.9400 . ?
C50 H50 0.9400 . ?
C52 C53 1.523(6) . ?
C52 C64 1.527(5) . ?
C52 C78 1.529(5) . ?
C52 C89 1.532(6) . ?
C53 C54 1.373(6) . ?
C53 C58 1.406(6) . ?
C54 C55 1.397(6) . ?
C54 H54 0.9400 . ?
C55 C56 1.390(7) . ?
C55 C77 1.426(6) . ?
C56 C57 1.384(7) . ?
C56 H56 0.9400 . ?
C57 C58 1.398(6) . ?
C57 H57 0.9400 . ?
C58 C59 1.458(6) . ?
C59 C60 1.388(6) . ?
C59 C64 1.389(6) . ?
C60 C61 1.394(6) . ?
C60 H60 0.9400 . ?
C61 C62 1.387(7) . ?
C61 H61 0.9400 . ?
C62 C63 1.399(6) . ?
C63 C64 1.398(6) . ?
C63 H63 0.9400 . ?
C65 C66 1.393(7) . ?
C65 C70 1.396(6) . ?
C66 C67 1.385(7) . ?
C66 H66 0.9400 . ?
C67 C68 1.382(7) . ?
C67 H67 0.9400 . ?
C68 C69 1.397(7) . ?
C68 H68 0.9400 . ?
C69 C70 1.375(7) . ?
C69 H69 0.9400 . ?
C70 H70 0.9400 . ?
C71 C76 1.374(7) . ?
C71 C72 1.388(7) . ?
C72 C73 1.376(8) . ?
C72 H72 0.9400 . ?
C73 C74 1.391(10) . ?
C73 H73 0.9400 . ?
C74 C75 1.362(10) . ?
C74 H74 0.9400 . ?
C75 C76 1.398(8) . ?
C75 H75 0.9400 . ?
C76 H76 0.9400 . ?
C78 C79 1.388(6) . ?
C78 C83 1.399(7) . ?
C79 C80 1.405(7) . ?
C79 H79 0.9400 . ?
C80 C81 1.396(8) . ?
C80 C102 1.441(7) . ?
C81 C82 1.381(8) . ?
C81 H81 0.9400 . ?
C82 C83 1.407(6) . ?
C82 H82 0.9400 . ?
C83 C84 1.446(6) . ?
C84 C85 1.385(7) . ?
C84 C89 1.407(6) . ?
C85 C86 1.384(8) . ?
C85 H85 0.9400 . ?
C86 C87 1.373(7) . ?
C86 H86 0.9400 . ?
C87 C88 1.409(6) . ?
C88 C89 1.365(6) . ?
C88 H88 0.9400 . ?
C90 C95 1.395(7) . ?
C90 C91 1.403(7) . ?
C91 C92 1.385(7) . ?
C91 H91 0.9400 . ?
C92 C93 1.389(9) . ?
C92 H92 0.9400 . ?
C93 C94 1.363(9) . ?
C93 H93 0.9400 . ?
C94 C95 1.389(8) . ?
C94 H94 0.9400 . ?
C95 H95 0.9400 . ?
C96 C97 1.372(7) . ?
C96 C101 1.397(8) . ?
C97 C98 1.385(9) . ?
C97 H97 0.9400 . ?
C98 C99 1.369(12) . ?
C98 H98 0.9400 . ?
C99 C100 1.384(10) . ?
C99 H99 0.9400 . ?
C100 C101 1.384(8) . ?
C100 H100 0.9400 . ?
C101 H101 0.9400 . ?
C103 H10A 0.9800 . ?
C103 H10B 0.9800 . ?
C104 O1 1.430(13) . ?
C104 O2 1.480(13) . ?
C104 H10C 0.9700 . ?
C104 H10D 0.9700 . ?
C104 H10E 0.9700 . ?
C104 H10F 0.9700 . ?
C104 H10G 0.9700 . ?
C104 H10H 0.9700 . ?
O1 H1 0.8300 . ?
O2 H2 0.8300 . ?
C105 O3 1.412(11) . ?
C105 O4 1.444(13) . ?
C105 H10I 0.9700 . ?
C105 H10J 0.9700 . ?
C105 H10K 0.9700 . ?
C105 H10L 0.9700 . ?
C105 H10M 0.9700 . ?
C105 H10N 0.9700 . ?
O3 H3A 0.8300 . ?
O4 H4 0.8300 . ?
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
C38 C1 C2 C3 -59.8(5) . . . . ?
C13 C1 C2 C3 176.8(4) . . . . ?
C27 C1 C2 C3 55.2(5) . . . . ?
C38 C1 C2 C7 124.9(4) . . . . ?
C13 C1 C2 C7 1.5(4) . . . . ?
C27 C1 C2 C7 -120.1(4) . . . . ?
C7 C2 C3 C4 -1.6(6) . . . . ?
C1 C2 C3 C4 -176.5(4) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C2 C3 C4 C26 178.7(4) . . . . ?
C3 C4 C5 C6 0.8(7) . . . . ?
C26 C4 C5 C6 -177.7(4) . . . . ?
C4 C5 C6 C7 -0.3(7) . . . . ?
C5 C6 C7 C2 -1.1(7) . . . . ?
C5 C6 C7 C8 178.1(4) . . . . ?
C3 C2 C7 C6 2.1(6) . . . . ?
C1 C2 C7 C6 177.7(4) . . . . ?
C3 C2 C7 C8 -177.2(4) . . . . ?
C1 C2 C7 C8 -1.6(5) . . . . ?
C6 C7 C8 C13 -178.1(5) . . . . ?
C2 C7 C8 C13 1.1(5) . . . . ?
C6 C7 C8 C9 1.5(8) . . . . ?
C2 C7 C8 C9 -179.3(4) . . . . ?
C13 C8 C9 C10 -1.0(6) . . . . ?
C7 C8 C9 C10 179.4(4) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?
C14 N1 C11 C12 158.6(4) . . . . ?
C20 N1 C11 C12 -36.2(6) . . . . ?
C14 N1 C11 C10 -22.9(7) . . . . ?
C20 N1 C11 C10 142.3(4) . . . . ?
C9 C10 C11 N1 -178.0(4) . . . . ?
C9 C10 C11 C12 0.5(7) . . . . ?
N1 C11 C12 C13 178.2(4) . . . . ?
C10 C11 C12 C13 -0.4(6) . . . . ?
C11 C12 C13 C8 -0.4(6) . . . . ?
C11 C12 C13 C1 -179.3(4) . . . . ?
C9 C8 C13 C12 1.1(6) . . . . ?
C7 C8 C13 C12 -179.2(4) . . . . ?
C9 C8 C13 C1 -179.8(4) . . . . ?
C7 C8 C13 C1 -0.1(5) . . . . ?
C38 C1 C13 C12 53.5(5) . . . . ?
C2 C1 C13 C12 178.2(4) . . . . ?
C27 C1 C13 C12 -62.6(5) . . . . ?
C38 C1 C13 C8 -125.5(4) . . . . ?
C2 C1 C13 C8 -0.8(4) . . . . ?
C27 C1 C13 C8 118.4(4) . . . . ?
C11 N1 C14 C19 138.6(5) . . . . ?
C20 N1 C14 C19 -26.7(6) . . . . ?
C11 N1 C14 C15 -43.9(7) . . . . ?
C20 N1 C14 C15 150.8(5) . . . . ?
C19 C14 C15 C16 -1.8(7) . . . . ?
N1 C14 C15 C16 -179.3(5) . . . . ?
C14 C15 C16 C17 1.6(8) . . . . ?
C15 C16 C17 C18 -0.5(9) . . . . ?
C16 C17 C18 C19 -0.5(8) . . . . ?
C17 C18 C19 C14 0.2(8) . . . . ?
C15 C14 C19 C18 0.9(7) . . . . ?
N1 C14 C19 C18 178.5(5) . . . . ?
C11 N1 C20 C25 120.6(5) . . . . ?
C14 N1 C20 C25 -73.2(6) . . . . ?
C11 N1 C20 C21 -61.0(6) . . . . ?
C14 N1 C20 C21 105.2(5) . . . . ?
C25 C20 C21 C22 -1.0(7) . . . . ?
N1 C20 C21 C22 -179.3(4) . . . . ?
C20 C21 C22 C23 0.3(8) . . . . ?
C21 C22 C23 C24 0.0(8) . . . . ?
C22 C23 C24 C25 0.3(9) . . . . ?
C21 C20 C25 C24 1.3(8) . . . . ?
N1 C20 C25 C24 179.7(4) . . . . ?
C23 C24 C25 C20 -1.0(8) . . . . ?
C38 C1 C27 C28 176.1(4) . . . . ?
C2 C1 C27 C28 52.6(5) . . . . ?
C13 C1 C27 C28 -61.0(5) . . . . ?
C38 C1 C27 C32 -0.8(4) . . . . ?
C2 C1 C27 C32 -124.3(4) . . . . ?
C13 C1 C27 C32 122.2(4) . . . . ?
C32 C27 C28 C29 1.1(6) . . . . ?
C1 C27 C28 C29 -175.4(4) . . . . ?
C27 C28 C29 C30 0.1(6) . . . . ?
C27 C28 C29 C51 -178.8(4) . . . . ?
C28 C29 C30 C31 -1.0(7) . . . . ?
C51 C29 C30 C31 178.0(5) . . . . ?
C29 C30 C31 C32 0.6(7) . . . . ?
C30 C31 C32 C27 0.6(7) . . . . ?
C30 C31 C32 C33 176.8(5) . . . . ?
C28 C27 C32 C31 -1.5(6) . . . . ?
C1 C27 C32 C31 175.6(4) . . . . ?
C28 C27 C32 C33 -178.5(4) . . . . ?
C1 C27 C32 C33 -1.3(4) . . . . ?
C31 C32 C33 C34 6.1(8) . . . . ?
C27 C32 C33 C34 -177.5(4) . . . . ?
C31 C32 C33 C38 -173.3(5) . . . . ?
C27 C32 C33 C38 3.1(5) . . . . ?
C38 C33 C34 C35 0.8(7) . . . . ?
C32 C33 C34 C35 -178.5(5) . . . . ?
C33 C34 C35 C36 -0.8(7) . . . . ?
C34 C35 C36 C37 0.6(7) . . . . ?
C34 C35 C36 N2 -178.9(4) . . . . ?
C45 N2 C36 C35 -116.9(5) . . . . ?
C39 N2 C36 C35 48.8(6) . . . . ?
C45 N2 C36 C37 63.6(6) . . . . ?
C39 N2 C36 C37 -130.7(4) . . . . ?
C35 C36 C37 C38 -0.5(6) . . . . ?
N2 C36 C37 C38 179.0(4) . . . . ?
C36 C37 C38 C33 0.5(6) . . . . ?
C36 C37 C38 C1 -176.5(4) . . . . ?
C34 C33 C38 C37 -0.7(6) . . . . ?
C32 C33 C38 C37 178.8(4) . . . . ?
C34 C33 C38 C1 176.8(4) . . . . ?
C32 C33 C38 C1 -3.7(4) . . . . ?
C2 C1 C38 C37 -59.8(5) . . . . ?
C13 C1 C38 C37 56.7(5) . . . . ?
C27 C1 C38 C37 -180.0(4) . . . . ?
C2 C1 C38 C33 123.0(4) . . . . ?
C13 C1 C38 C33 -120.6(4) . . . . ?
C27 C1 C38 C33 2.8(4) . . . . ?
C45 N2 C39 C44 30.7(7) . . . . ?
C36 N2 C39 C44 -134.8(5) . . . . ?
C45 N2 C39 C40 -149.7(5) . . . . ?
C36 N2 C39 C40 44.9(6) . . . . ?
C44 C39 C40 C41 -2.2(7) . . . . ?
N2 C39 C40 C41 178.2(4) . . . . ?
C39 C40 C41 C42 1.3(7) . . . . ?
C40 C41 C42 C43 0.0(8) . . . . ?
C41 C42 C43 C44 -0.5(8) . . . . ?
C42 C43 C44 C39 -0.4(8) . . . . ?
C40 C39 C44 C43 1.7(7) . . . . ?
N2 C39 C44 C43 -178.6(5) . . . . ?
C39 N2 C45 C50 45.5(7) . . . . ?
C36 N2 C45 C50 -149.3(5) . . . . ?
C39 N2 C45 C46 -133.0(5) . . . . ?
C36 N2 C45 C46 32.2(7) . . . . ?
C50 C45 C46 C47 -1.5(8) . . . . ?
N2 C45 C46 C47 177.1(6) . . . . ?
C45 C46 C47 C48 0.5(11) . . . . ?
C46 C47 C48 C49 1.6(13) . . . . ?
C47 C48 C49 C50 -2.6(13) . . . . ?
C46 C45 C50 C49 0.4(9) . . . . ?
N2 C45 C50 C49 -178.2(6) . . . . ?
C48 C49 C50 C45 1.6(11) . . . . ?
C64 C52 C53 C54 -179.4(4) . . . . ?
C78 C52 C53 C54 58.1(5) . . . . ?
C89 C52 C53 C54 -55.5(5) . . . . ?
C64 C52 C53 C58 2.7(4) . . . . ?
C78 C52 C53 C58 -119.8(4) . . . . ?
C89 C52 C53 C58 126.7(4) . . . . ?
C58 C53 C54 C55 1.0(6) . . . . ?
C52 C53 C54 C55 -176.7(4) . . . . ?
C53 C54 C55 C56 -0.7(6) . . . . ?
C53 C54 C55 C77 178.1(4) . . . . ?
C54 C55 C56 C57 -0.3(7) . . . . ?
C77 C55 C56 C57 -179.1(4) . . . . ?
C55 C56 C57 C58 1.0(7) . . . . ?
C56 C57 C58 C53 -0.8(7) . . . . ?
C56 C57 C58 C59 -179.8(5) . . . . ?
C54 C53 C58 C57 -0.2(6) . . . . ?
C52 C53 C58 C57 177.8(4) . . . . ?
C54 C53 C58 C59 179.1(4) . . . . ?
C52 C53 C58 C59 -2.9(5) . . . . ?
C57 C58 C59 C60 1.6(8) . . . . ?
C53 C58 C59 C60 -177.6(4) . . . . ?
C57 C58 C59 C64 -179.0(5) . . . . ?
C53 C58 C59 C64 1.9(5) . . . . ?
C64 C59 C60 C61 -0.7(6) . . . . ?
C58 C59 C60 C61 178.7(4) . . . . ?
C59 C60 C61 C62 1.2(7) . . . . ?
C60 C61 C62 C63 -0.5(7) . . . . ?
C60 C61 C62 N5 -178.5(4) . . . . ?
C65 N5 C62 C61 -23.3(6) . . . . ?
C71 N5 C62 C61 141.2(4) . . . . ?
C65 N5 C62 C63 158.8(4) . . . . ?
C71 N5 C62 C63 -36.7(6) . . . . ?
C61 C62 C63 C64 -0.6(6) . . . . ?
N5 C62 C63 C64 177.4(4) . . . . ?
C60 C59 C64 C63 -0.5(6) . . . . ?
C58 C59 C64 C63 -180.0(4) . . . . ?
C60 C59 C64 C52 179.5(4) . . . . ?
C58 C59 C64 C52 0.0(5) . . . . ?
C62 C63 C64 C59 1.2(6) . . . . ?
C62 C63 C64 C52 -178.8(4) . . . . ?
C53 C52 C64 C59 -1.6(4) . . . . ?
C78 C52 C64 C59 117.8(4) . . . . ?
C89 C52 C64 C59 -124.9(4) . . . . ?
C53 C52 C64 C63 178.4(4) . . . . ?
C78 C52 C64 C63 -62.3(5) . . . . ?
C89 C52 C64 C63 55.1(5) . . . . ?
C62 N5 C65 C66 -43.3(7) . . . . ?
C71 N5 C65 C66 152.3(5) . . . . ?
C62 N5 C65 C70 139.2(5) . . . . ?
C71 N5 C65 C70 -25.2(6) . . . . ?
C70 C65 C66 C67 -1.0(8) . . . . ?
N5 C65 C66 C67 -178.5(5) . . . . ?
C65 C66 C67 C68 0.3(9) . . . . ?
C66 C67 C68 C69 0.7(9) . . . . ?
C67 C68 C69 C70 -1.1(8) . . . . ?
C68 C69 C70 C65 0.5(8) . . . . ?
C66 C65 C70 C69 0.6(7) . . . . ?
N5 C65 C70 C69 178.2(4) . . . . ?
C65 N5 C71 C76 -73.2(6) . . . . ?
C62 N5 C71 C76 121.6(5) . . . . ?
C65 N5 C71 C72 104.5(5) . . . . ?
C62 N5 C71 C72 -60.7(6) . . . . ?
C76 C71 C72 C73 -0.2(7) . . . . ?
N5 C71 C72 C73 -177.8(4) . . . . ?
C71 C72 C73 C74 -1.1(8) . . . . ?
C72 C73 C74 C75 0.7(8) . . . . ?
C73 C74 C75 C76 0.9(9) . . . . ?
C72 C71 C76 C75 1.8(7) . . . . ?
N5 C71 C76 C75 179.5(4) . . . . ?
C74 C75 C76 C71 -2.2(8) . . . . ?
C53 C52 C78 C79 57.2(5) . . . . ?
C64 C52 C78 C79 -56.6(6) . . . . ?
C89 C52 C78 C79 178.5(4) . . . . ?
C53 C52 C78 C83 -119.4(4) . . . . ?
C64 C52 C78 C83 126.8(4) . . . . ?
C89 C52 C78 C83 1.9(4) . . . . ?
C83 C78 C79 C80 0.6(6) . . . . ?
C52 C78 C79 C80 -175.7(4) . . . . ?
C78 C79 C80 C81 0.6(7) . . . . ?
C78 C79 C80 C102 -177.9(4) . . . . ?
C79 C80 C81 C82 -1.1(8) . . . . ?
C102 C80 C81 C82 177.4(5) . . . . ?
C80 C81 C82 C83 0.3(8) . . . . ?
C79 C78 C83 C82 -1.3(7) . . . . ?
C52 C78 C83 C82 175.5(4) . . . . ?
C79 C78 C83 C84 180.0(4) . . . . ?
C52 C78 C83 C84 -3.2(5) . . . . ?
C81 C82 C83 C78 0.8(7) . . . . ?
C81 C82 C83 C84 179.3(5) . . . . ?
C78 C83 C84 C85 -177.6(5) . . . . ?
C82 C83 C84 C85 3.9(8) . . . . ?
C78 C83 C84 C89 3.2(5) . . . . ?
C82 C83 C84 C89 -175.4(5) . . . . ?
C89 C84 C85 C86 -1.5(7) . . . . ?
C83 C84 C85 C86 179.3(5) . . . . ?
C84 C85 C86 C87 1.4(8) . . . . ?
C85 C86 C87 C88 0.0(8) . . . . ?
C85 C86 C87 N6 179.8(5) . . . . ?
C90 N6 C87 C86 52.3(6) . . . . ?
C96 N6 C87 C86 -117.0(5) . . . . ?
C90 N6 C87 C88 -127.9(4) . . . . ?
C96 N6 C87 C88 62.8(6) . . . . ?
C86 C87 C88 C89 -1.4(6) . . . . ?
N6 C87 C88 C89 178.8(4) . . . . ?
C87 C88 C89 C84 1.3(6) . . . . ?
C87 C88 C89 C52 -177.0(4) . . . . ?
C85 C84 C89 C88 0.2(6) . . . . ?
C83 C84 C89 C88 179.5(4) . . . . ?
C85 C84 C89 C52 178.8(4) . . . . ?
C83 C84 C89 C52 -1.9(5) . . . . ?
C53 C52 C89 C88 -62.5(5) . . . . ?
C64 C52 C89 C88 53.5(6) . . . . ?
C78 C52 C89 C88 178.5(4) . . . . ?
C53 C52 C89 C84 119.0(4) . . . . ?
C64 C52 C89 C84 -125.0(4) . . . . ?
C78 C52 C89 C84 0.0(4) . . . . ?
C96 N6 C90 C95 35.4(7) . . . . ?
C87 N6 C90 C95 -133.7(5) . . . . ?
C96 N6 C90 C91 -144.5(5) . . . . ?
C87 N6 C90 C91 46.4(6) . . . . ?
C95 C90 C91 C92 -0.7(7) . . . . ?
N6 C90 C91 C92 179.1(5) . . . . ?
C90 C91 C92 C93 0.5(8) . . . . ?
C91 C92 C93 C94 -0.4(8) . . . . ?
C92 C93 C94 C95 0.5(9) . . . . ?
C93 C94 C95 C90 -0.7(9) . . . . ?
C91 C90 C95 C94 0.8(7) . . . . ?
N6 C90 C95 C94 -179.1(5) . . . . ?
C90 N6 C96 C97 -141.3(5) . . . . ?
C87 N6 C96 C97 27.6(7) . . . . ?
C90 N6 C96 C101 39.6(7) . . . . ?
C87 N6 C96 C101 -151.6(5) . . . . ?
C101 C96 C97 C98 0.0(9) . . . . ?
N6 C96 C97 C98 -179.2(6) . . . . ?
C96 C97 C98 C99 0.1(11) . . . . ?
C97 C98 C99 C100 0.1(12) . . . . ?
C98 C99 C100 C101 -0.3(12) . . . . ?
C99 C100 C101 C96 0.4(10) . . . . ?
C97 C96 C101 C100 -0.2(8) . . . . ?
N6 C96 C101 C100 179.0(5) . . . . ?
