#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:41:59 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281580 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/90/7159075.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_7159075
loop_
_publ_author_name
'Fukuda, Yui'
'Akamatsu, Yuki'
'Umetani, Masataka'
'Kise, Koki'
'Kato, Kenichi'
'Osuka, Atsuhiro'
'Tanaka, Takayuki'
_publ_section_title
;
 Double helices of dissymmetrical α,α'-disubstituted
 tripyrrins.
;
_journal_issue                   6
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1158
_journal_page_last               1162
_journal_paper_doi               10.1039/d2ob02125k
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety
'2(C48 H43 F6 N5), 0.5(C6 H14) ,C6 H14, 0.5(C6 H14)'
_chemical_formula_sum            'C108 H114 F12 N10'
_chemical_formula_weight         1780.09
_chemical_name_common            'asymetrically substituted tripyrrin'
_chemical_name_systematic
1-(3,5-di-tert-butyl)phenylamino-14-(3,5-bis(trifluoromethyl)phenylamino)tripyrrin
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-07-25 deposited with the CCDC.	2023-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                108.0093(6)
_cell_angle_beta                 104.2933(6)
_cell_angle_gamma                93.4445(6)
_cell_formula_units_Z            2
_cell_length_a                   14.72950(10)
_cell_length_b                   15.72690(10)
_cell_length_c                   22.3191(2)
_cell_measurement_reflns_used    46603
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      73.3430
_cell_measurement_theta_min      2.1820
_cell_volume                     4712.21(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            62996
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.637
_diffrn_reflns_theta_min         2.168
_exptl_absorpt_coefficient_mu    0.742
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74847
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Purple
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1880
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1357
_refine_ls_number_reflns         18138
_refine_ls_number_restraints     432
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0477
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0672P)²+2.0772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1274
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16871
_reflns_number_total             18138
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02125k2.cif
_cod_data_source_block           200224umetani
_cod_depositor_comments
'Adding full bibliography for 7159075--7159076.cif.'
_cod_original_cell_volume        4712.20(6)
_cod_database_code               7159075
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
F1 F -0.02357(7) 0.76709(8) 0.27971(5) 0.0551(3) Uani 1 1 d . . . . .
F2 F -0.00136(8) 0.64470(8) 0.21200(5) 0.0604(3) Uani 1 1 d . . . . .
F3 F 0.08502(9) 0.76882(9) 0.23189(6) 0.0614(3) Uani 1 1 d . . . . .
F10 F 0.39575(9) 0.07266(7) 0.48559(6) 0.0621(3) Uani 1 1 d . . . . .
C1 C 0.56116(9) 0.47132(9) 0.24288(6) 0.0258(3) Uani 1 1 d . . . . .
C2 C 0.62637(10) 0.54945(9) 0.29187(7) 0.0285(3) Uani 1 1 d . . . . .
H1 H 0.6900 0.5504 0.3152 0.034 Uiso 1 1 calc R U . . .
C3 C 0.57733(10) 0.61982(9) 0.29712(7) 0.0288(3) Uani 1 1 d . . . . .
H2 H 0.6005 0.6806 0.3247 0.035 Uiso 1 1 calc R U . . .
C4 C 0.48239(10) 0.58569(9) 0.25274(6) 0.0260(3) Uani 1 1 d . . . . .
C5 C 0.40752(10) 0.63312(9) 0.24471(7) 0.0266(3) Uani 1 1 d . . . . .
C6 C 0.31249(10) 0.58838(9) 0.20693(7) 0.0268(3) Uani 1 1 d . . . . .
C7 C 0.23628(10) 0.62113(10) 0.17465(7) 0.0310(3) Uani 1 1 d . . . . .
H3 H 0.2346 0.6819 0.1758 0.037 Uiso 1 1 calc R U . . .
C8 C 0.16266(10) 0.54887(10) 0.14025(7) 0.0308(3) Uani 1 1 d . . . . .
H4 H 0.1029 0.5514 0.1129 0.037 Uiso 1 1 calc R U . . .
C9 C 0.19277(9) 0.47260(9) 0.15336(6) 0.0260(3) Uani 1 1 d . . . . .
C10 C 0.14291(9) 0.38080(9) 0.13112(7) 0.0261(3) Uani 1 1 d . . . . .
F11 F 0.38879(8) 0.20818(8) 0.53982(5) 0.0565(3) Uani 1 1 d . . . . .
C11 C 0.15634(9) 0.32732(9) 0.16984(7) 0.0262(3) Uani 1 1 d . . . . .
F12 F 0.47667(7) 0.18339(10) 0.47646(6) 0.0680(4) Uani 1 1 d . . . . .
C12 C 0.12845(10) 0.23105(9) 0.15169(7) 0.0295(3) Uani 1 1 d . . . . .
H5 H 0.0948 0.1919 0.1089 0.035 Uiso 1 1 calc R U . . .
C13 C 0.15744(10) 0.20540(9) 0.20477(7) 0.0304(3) Uani 1 1 d . . . . .
H6 H 0.1483 0.1456 0.2057 0.036 Uiso 1 1 calc R U . . .
C14 C 0.20534(9) 0.28581(9) 0.26064(7) 0.0270(3) Uani 1 1 d . . . . .
C15 C 0.42226(10) 0.73307(9) 0.27629(7) 0.0286(3) Uani 1 1 d . . . . .
C16 C 0.49531(12) 0.78787(10) 0.27034(8) 0.0373(3) Uani 1 1 d . . . . .
H7 H 0.5336 0.7616 0.2430 0.045 Uiso 1 1 calc R U . . .
C17 C 0.51272(13) 0.88042(11) 0.30395(9) 0.0445(4) Uani 1 1 d . . . . .
H8 H 0.5622 0.9170 0.2990 0.053 Uiso 1 1 calc R U . . .
C18 C 0.45843(13) 0.91950(10) 0.34454(9) 0.0428(4) Uani 1 1 d . . . . .
H9 H 0.4718 0.9824 0.3686 0.051 Uiso 1 1 calc R U . . .
C19 C 0.38454(12) 0.86654(10) 0.34988(8) 0.0380(3) Uani 1 1 d . . . . .
H10 H 0.3465 0.8933 0.3773 0.046 Uiso 1 1 calc R U . . .
C20 C 0.36564(11) 0.77426(10) 0.31534(7) 0.0317(3) Uani 1 1 d . . . . .
H11 H 0.3135 0.7387 0.3183 0.038 Uiso 1 1 calc R U . . .
C21 C 0.07771(10) 0.34643(9) 0.06374(7) 0.0278(3) Uani 1 1 d . . . . .
C22 C 0.10240(10) 0.36851(10) 0.01304(7) 0.0328(3) Uani 1 1 d . . . . .
H12 H 0.1602 0.4067 0.0223 0.039 Uiso 1 1 calc R U . . .
C23 C 0.04339(11) 0.33531(12) -0.05046(8) 0.0389(3) Uani 1 1 d . . . . .
H13 H 0.0608 0.3511 -0.0843 0.047 Uiso 1 1 calc R U . . .
C24 C -0.04097(11) 0.27918(12) -0.06501(8) 0.0400(4) Uani 1 1 d . . . . .
H14 H -0.0806 0.2555 -0.1088 0.048 Uiso 1 1 calc R U . . .
C25 C -0.06721(11) 0.25773(11) -0.01527(8) 0.0372(3) Uani 1 1 d . . . . .
H15 H -0.1252 0.2196 -0.0250 0.045 Uiso 1 1 calc R U . . .
C26 C -0.00890(10) 0.29184(10) 0.04874(7) 0.0308(3) Uani 1 1 d . . . . .
H16 H -0.0281 0.2779 0.0827 0.037 Uiso 1 1 calc R U . . .
C27 C 0.66217(10) 0.34951(9) 0.23373(6) 0.0275(3) Uani 1 1 d . . . . .
C28 C 0.74964(10) 0.40035(10) 0.24726(7) 0.0300(3) Uani 1 1 d . . . . .
H17 H 0.7529 0.4602 0.2459 0.036 Uiso 1 1 calc R U . . .
C29 C 0.83292(10) 0.36392(11) 0.26294(7) 0.0335(3) Uani 1 1 d . . . . .
C30 C 0.82552(11) 0.27506(11) 0.26170(8) 0.0377(3) Uani 1 1 d . . . . .
H18 H 0.8819 0.2503 0.2734 0.045 Uiso 1 1 calc R U . . .
C31 C 0.73773(11) 0.22023(10) 0.24380(8) 0.0355(3) Uani 1 1 d . . . . .
C32 C 0.65634(10) 0.25915(10) 0.23071(7) 0.0304(3) Uani 1 1 d . . . . .
H19 H 0.5960 0.2241 0.2196 0.036 Uiso 1 1 calc R U . . .
C33 C 0.92832(11) 0.42230(12) 0.27790(8) 0.0401(4) Uani 1 1 d . . . . .
C34 C 0.93303(12) 0.51491(13) 0.32903(9) 0.0469(4) Uani 1 1 d . . . . .
H20 H 0.8854 0.5477 0.3106 0.070 Uiso 1 1 calc R U . . .
H21 H 0.9962 0.5496 0.3410 0.070 Uiso 1 1 calc R U . . .
H22 H 0.9205 0.5066 0.3682 0.070 Uiso 1 1 calc R U . . .
C35 C 1.01203(12) 0.37876(15) 0.30487(11) 0.0563(5) Uani 1 1 d . . . . .
H23 H 1.0048 0.3672 0.3442 0.084 Uiso 1 1 calc R U . . .
H24 H 1.0712 0.4196 0.3161 0.084 Uiso 1 1 calc R U . . .
H25 H 1.0138 0.3216 0.2716 0.084 Uiso 1 1 calc R U . . .
C36 C 0.93710(13) 0.43453(15) 0.21379(9) 0.0537(5) Uani 1 1 d . . . . .
H26 H 0.9317 0.3751 0.1807 0.081 Uiso 1 1 calc R U . . .
H27 H 0.9988 0.4697 0.2218 0.081 Uiso 1 1 calc R U . . .
H28 H 0.8865 0.4666 0.1980 0.081 Uiso 1 1 calc R U . . .
C37 C 0.73394(14) 0.12227(12) 0.24281(11) 0.0518(4) Uani 1 1 d . . . . .
C38 C 0.63468(15) 0.06829(12) 0.20803(12) 0.0588(5) Uani 1 1 d . . . . .
H29 H 0.6141 0.0710 0.1635 0.088 Uiso 1 1 calc R U . . .
H30 H 0.5904 0.0942 0.2325 0.088 Uiso 1 1 calc R U . . .
H31 H 0.6360 0.0052 0.2058 0.088 Uiso 1 1 calc R U . . .
C39 C 0.80284(17) 0.07406(15) 0.20712(16) 0.0797(8) Uani 1 1 d . . . . .
H32 H 0.7858 0.0744 0.1619 0.120 Uiso 1 1 calc R U . . .
H33 H 0.7991 0.0115 0.2068 0.120 Uiso 1 1 calc R U . . .
H34 H 0.8676 0.1055 0.2299 0.120 Uiso 1 1 calc R U . . .
C40 C 0.7617(2) 0.12367(17) 0.31381(14) 0.0763(7) Uani 1 1 d . . . . .
H35 H 0.7622 0.0616 0.3144 0.115 Uiso 1 1 calc R U . . .
H36 H 0.7158 0.1517 0.3359 0.115 Uiso 1 1 calc R U . . .
H37 H 0.8250 0.1586 0.3367 0.115 Uiso 1 1 calc R U . . .
C41 C 0.23841(10) 0.22981(9) 0.34892(7) 0.0283(3) Uani 1 1 d . . . . .
C42 C 0.15509(10) 0.16919(10) 0.33202(8) 0.0331(3) Uani 1 1 d . . . . .
H38 H 0.1003 0.1738 0.3009 0.040 Uiso 1 1 calc R U . . .
C43 C 0.15207(11) 0.10228(10) 0.36050(8) 0.0349(3) Uani 1 1 d . . . . .
C44 C 0.22981(11) 0.09524(10) 0.40755(7) 0.0329(3) Uani 1 1 d . . . . .
H39 H 0.2277 0.0487 0.4262 0.039 Uiso 1 1 calc R U . . .
C45 C 0.31098(10) 0.15800(9) 0.42681(7) 0.0295(3) Uani 1 1 d . . . . .
C46 C 0.31567(10) 0.22453(9) 0.39837(7) 0.0285(3) Uani 1 1 d . . . . .
H40 H 0.3718 0.2669 0.4125 0.034 Uiso 1 1 calc R U . . .
C47 C 0.06291(13) 0.03691(13) 0.33991(10) 0.0495(4) Uani 1 1 d . . . . .
C48 C 0.39265(11) 0.15447(10) 0.48112(7) 0.0329(3) Uani 1 1 d . . . . .
C49 C 0.35248(9) 0.27424(9) 0.10317(6) 0.0257(3) Uani 1 1 d . . . . .
C50 C 0.28824(10) 0.19289(9) 0.05862(7) 0.0297(3) Uani 1 1 d . . . . .
H41 H 0.2500 0.1837 0.0155 0.036 Uiso 1 1 calc R U . . .
C51 C 0.29433(10) 0.13336(9) 0.09129(7) 0.0299(3) Uani 1 1 d . . . . .
H42 H 0.2619 0.0732 0.0750 0.036 Uiso 1 1 calc R U . . .
C52 C 0.35943(10) 0.17797(9) 0.15597(7) 0.0265(3) Uani 1 1 d . . . . .
C53 C 0.38285(10) 0.14282(9) 0.20605(7) 0.0271(3) Uani 1 1 d . . . . .
C54 C 0.43825(10) 0.19562(9) 0.27164(7) 0.0264(3) Uani 1 1 d . . . . .
C55 C 0.49077(10) 0.16708(9) 0.32108(7) 0.0303(3) Uani 1 1 d . . . . .
H43 H 0.4917 0.1063 0.3200 0.036 Uiso 1 1 calc R U . . .
C56 C 0.54184(10) 0.24388(9) 0.37253(7) 0.0297(3) Uani 1 1 d . . . . .
H44 H 0.5850 0.2445 0.4121 0.036 Uiso 1 1 calc R U . . .
C57 C 0.51833(9) 0.31933(9) 0.35560(6) 0.0256(3) Uani 1 1 d . . . . .
C58 C 0.54997(9) 0.41464(9) 0.39340(6) 0.0255(3) Uani 1 1 d . . . . .
C59 C 0.64945(10) 0.43975(9) 0.43460(6) 0.0264(3) Uani 1 1 d . . . . .
C60 C 0.72105(10) 0.39829(10) 0.41067(7) 0.0322(3) Uani 1 1 d . . . . .
H45 H 0.7053 0.3548 0.3679 0.039 Uiso 1 1 calc R U . . .
C61 C 0.81438(11) 0.42004(11) 0.44868(8) 0.0385(3) Uani 1 1 d . . . . .
H46 H 0.8621 0.3912 0.4319 0.046 Uiso 1 1 calc R U . . .
C62 C 0.83864(11) 0.48380(11) 0.51121(8) 0.0379(3) Uani 1 1 d . . . . .
H47 H 0.9028 0.4986 0.5372 0.045 Uiso 1 1 calc R U . . .
C63 C 0.76883(11) 0.52592(10) 0.53570(7) 0.0324(3) Uani 1 1 d . . . . .
H48 H 0.7853 0.5700 0.5783 0.039 Uiso 1 1 calc R U . . .
C64 C 0.67515(10) 0.50357(9) 0.49798(7) 0.0283(3) Uani 1 1 d . . . . .
H49 H 0.6277 0.5319 0.5153 0.034 Uiso 1 1 calc R U . . .
C65 C 0.49037(9) 0.47784(9) 0.39121(6) 0.0248(3) Uani 1 1 d . . . . .
C66 C 0.51201(10) 0.57555(9) 0.41678(6) 0.0267(3) Uani 1 1 d . . . . .
H50 H 0.5733 0.6092 0.4396 0.032 Uiso 1 1 calc R U . . .
C67 C 0.43155(10) 0.61127(9) 0.40312(7) 0.0276(3) Uani 1 1 d . . . . .
H51 H 0.4265 0.6739 0.4146 0.033 Uiso 1 1 calc R U . . .
C68 C 0.35356(10) 0.53690(9) 0.36766(6) 0.0252(3) Uani 1 1 d . . . . .
C69 C 0.22239(9) 0.61321(9) 0.35582(7) 0.0268(3) Uani 1 1 d . . . . .
C70 C 0.24365(10) 0.67866(10) 0.41841(7) 0.0311(3) Uani 1 1 d . . . . .
H52 H 0.2868 0.6697 0.4545 0.037 Uiso 1 1 calc R U . . .
C71 C 0.20151(11) 0.75671(10) 0.42760(8) 0.0355(3) Uani 1 1 d . . . . .
C72 C 0.13557(11) 0.77067(10) 0.37673(8) 0.0347(3) Uani 1 1 d . . . . .
H53 H 0.1075 0.8244 0.3836 0.042 Uiso 1 1 calc R U . . .
C73 C 0.11170(10) 0.70417(10) 0.31556(7) 0.0308(3) Uani 1 1 d . . . . .
C74 C 0.15387(10) 0.62637(9) 0.30480(7) 0.0280(3) Uani 1 1 d . . . . .
H54 H 0.1361 0.5816 0.2624 0.034 Uiso 1 1 calc R U . . .
C75 C 0.22814(14) 0.82859(13) 0.49384(9) 0.0503(4) Uani 1 1 d . . . . .
C76 C 0.04285(12) 0.72055(11) 0.26012(8) 0.0385(3) Uani 1 1 d . . . . .
C77 C 0.35142(9) 0.37113(9) 0.03345(6) 0.0251(3) Uani 1 1 d . . . . .
C78 C 0.35724(9) 0.46220(9) 0.03845(7) 0.0264(3) Uani 1 1 d . . . . .
H55 H 0.3736 0.5076 0.0805 0.032 Uiso 1 1 calc R U . . .
C79 C 0.33928(9) 0.48707(9) -0.01755(7) 0.0266(3) Uani 1 1 d . . . . .
C80 C 0.31165(10) 0.41837(9) -0.07860(7) 0.0289(3) Uani 1 1 d . . . . .
H56 H 0.2958 0.4344 -0.1172 0.035 Uiso 1 1 calc R U . . .
C81 C 0.30652(10) 0.32757(9) -0.08477(7) 0.0283(3) Uani 1 1 d . . . . .
C82 C 0.32907(10) 0.30431(9) -0.02777(7) 0.0267(3) Uani 1 1 d . . . . .
H57 H 0.3291 0.2427 -0.0309 0.032 Uiso 1 1 calc R U . . .
C83 C 0.34689(11) 0.58683(10) -0.01238(7) 0.0319(3) Uani 1 1 d . . . . .
C84 C 0.42287(14) 0.64539(11) 0.05000(9) 0.0491(4) Uani 1 1 d . . . . .
H58 H 0.4323 0.7073 0.0494 0.074 Uiso 1 1 calc R U . . .
H59 H 0.4825 0.6205 0.0518 0.074 Uiso 1 1 calc R U . . .
H60 H 0.4023 0.6458 0.0886 0.074 Uiso 1 1 calc R U . . .
C85 C 0.25183(13) 0.61822(13) -0.01037(11) 0.0531(5) Uani 1 1 d . . . . .
H61 H 0.2344 0.6098 0.0272 0.080 Uiso 1 1 calc R U . . .
H62 H 0.2035 0.5828 -0.0510 0.080 Uiso 1 1 calc R U . . .
H63 H 0.2563 0.6824 -0.0061 0.080 Uiso 1 1 calc R U . . .
C86 C 0.37611(15) 0.60054(12) -0.07040(9) 0.0486(4) Uani 1 1 d . . . . .
H64 H 0.3247 0.5720 -0.1108 0.073 Uiso 1 1 calc R U . . .
H65 H 0.4332 0.5730 -0.0745 0.073 Uiso 1 1 calc R U . . .
H66 H 0.3891 0.6654 -0.0630 0.073 Uiso 1 1 calc R U . . .
C87 C 0.27803(12) 0.25192(10) -0.15181(7) 0.0345(3) Uani 1 1 d . . . . .
C88 C 0.26261(15) 0.28962(12) -0.20861(8) 0.0467(4) Uani 1 1 d . . . . .
H67 H 0.2122 0.3275 -0.2068 0.070 Uiso 1 1 calc R U . . .
H68 H 0.2444 0.2395 -0.2504 0.070 Uiso 1 1 calc R U . . .
H69 H 0.3214 0.3260 -0.2049 0.070 Uiso 1 1 calc R U . . .
C89 C 0.35617(13) 0.19203(11) -0.15657(8) 0.0428(4) Uani 1 1 d . . . . .
H70 H 0.3399 0.1465 -0.2005 0.064 Uiso 1 1 calc R U . . .
H71 H 0.3621 0.1618 -0.1237 0.064 Uiso 1 1 calc R U . . .
H72 H 0.4164 0.2295 -0.1485 0.064 Uiso 1 1 calc R U . . .
C90 C 0.18565(12) 0.19409(11) -0.15899(8) 0.0410(4) Uani 1 1 d . . . . .
H73 H 0.1359 0.2324 -0.1549 0.061 Uiso 1 1 calc R U . . .
H74 H 0.1957 0.1664 -0.1245 0.061 Uiso 1 1 calc R U . . .
H75 H 0.1664 0.1466 -0.2021 0.061 Uiso 1 1 calc R U . . .
C94 C 0.7453(5) 0.1649(4) 0.0661(3) 0.0977(19) Uani 0.5 1 d . U P A -1
H83 H 0.7758 0.1459 0.1032 0.147 Uiso 0.5 1 calc R U P A -1
H84 H 0.7584 0.2309 0.0790 0.147 Uiso 0.5 1 calc R U P A -1
H85 H 0.7704 0.1373 0.0290 0.147 Uiso 0.5 1 calc R U P A -1
C95 C 0.6370(9) 0.1345(7) 0.0458(5) 0.0710(18) Uani 0.5 1 d . U P A -1
H86 H 0.6122 0.1669 0.0826 0.085 Uiso 0.5 1 calc R U P A -1
H87 H 0.6076 0.1535 0.0080 0.085 Uiso 0.5 1 calc R U P A -1
C96 C 0.6056(5) 0.0350(4) 0.0275(2) 0.0781(13) Uani 0.5 1 d . U P A -1
H88 H 0.6307 0.0164 0.0663 0.094 Uiso 0.5 1 calc R U P A -1
H89 H 0.6338 0.0019 -0.0073 0.094 Uiso 0.5 1 calc R U P A -1
C97 C 0.4915(15) 0.0049(16) 0.0017(13) 0.081(3) Uani 0.5 1 d . U P A -1
H90 H 0.4620 0.0382 0.0356 0.097 Uiso 0.5 1 calc R U P A -1
H91 H 0.4656 0.0198 -0.0386 0.097 Uiso 0.5 1 calc R U P A -1
C98 C 0.4688(5) -0.0936(4) -0.0125(3) 0.0963(17) Uani 0.5 1 d . U P A -1
H92 H 0.4937 -0.1087 0.0278 0.116 Uiso 0.5 1 calc R U P A -1
H93 H 0.4985 -0.1272 -0.0461 0.116 Uiso 0.5 1 calc R U P A -1
C99 C 0.3610(15) -0.1199(12) -0.0374(8) 0.143(6) Uani 0.5 1 d . U P A -1
H94 H 0.3319 -0.0830 -0.0052 0.214 Uiso 0.5 1 calc R U P A -1
H95 H 0.3444 -0.1839 -0.0436 0.214 Uiso 0.5 1 calc R U P A -1
H96 H 0.3376 -0.1096 -0.0793 0.214 Uiso 0.5 1 calc R U P A -1
C100 C 0.35298(11) 0.04542(9) 0.19270(7) 0.0329(3) Uani 1 1 d . . . . .
C101 C 0.37725(15) -0.01960(11) 0.14289(8) 0.0473(4) Uani 1 1 d . . . . .
H76 H 0.4151 -0.0012 0.1190 0.057 Uiso 1 1 calc R U . . .
C102 C 0.34668(19) -0.11056(12) 0.12798(10) 0.0652(6) Uani 1 1 d . . . . .
H77 H 0.3640 -0.1542 0.0941 0.078 Uiso 1 1 calc R U . . .
C103 C 0.29201(18) -0.13772(13) 0.16154(11) 0.0667(7) Uani 1 1 d . . . . .
H78 H 0.2702 -0.2002 0.1504 0.080 Uiso 1 1 calc R U . . .
C104 C 0.26793(14) -0.07484(14) 0.21193(11) 0.0582(6) Uani 1 1 d . . . . .
H79 H 0.2300 -0.0944 0.2354 0.070 Uiso 1 1 calc R U . . .
C105 C 0.29931(11) 0.01724(12) 0.22834(9) 0.0407(4) Uani 1 1 d . . . . .
H80 H 0.2841 0.0603 0.2636 0.049 Uiso 1 1 calc R U . . .
N1 N 0.57656(8) 0.38440(8) 0.22120(6) 0.0271(2) Uani 1 1 d . . . . .
H139 H 0.5264 0.3447 0.1960 0.033 Uiso 1 1 calc R U . . .
N2 N 0.47657(8) 0.49264(7) 0.22051(5) 0.0260(2) Uani 1 1 d . . . . .
N3 N 0.28327(8) 0.49839(7) 0.19389(5) 0.0248(2) Uani 1 1 d . . . . .
H81 H 0.3180 0.4622 0.2095 0.030 Uiso 1 1 calc R U . . .
N4 N 0.20530(8) 0.35636(7) 0.23673(5) 0.0258(2) Uani 1 1 d . . . . .
H140 H 0.2323 0.4122 0.2602 0.031 Uiso 1 1 calc R U . . .
N5 N 0.24774(8) 0.29860(8) 0.32230(6) 0.0276(2) Uani 1 1 d . . . . .
N6 N 0.37270(8) 0.35268(8) 0.09273(5) 0.0270(2) Uani 1 1 d . . . . .
H141 H 0.4034 0.3984 0.1279 0.032 Uiso 1 1 calc R U . . .
N7 N 0.39290(8) 0.26590(7) 0.16101(5) 0.0257(2) Uani 1 1 d . . . . .
N8 N 0.45516(8) 0.28840(7) 0.29438(5) 0.0248(2) Uani 1 1 d . . . . .
H82 H 0.4291 0.3231 0.2727 0.030 Uiso 1 1 calc R U . . .
N9 N 0.39277(8) 0.45857(7) 0.36029(5) 0.0252(2) Uani 1 1 d . . . . .
H142 H 0.3610 0.4038 0.3391 0.030 Uiso 1 1 calc R U . . .
N10 N 0.26309(8) 0.53392(8) 0.34149(6) 0.0267(2) Uani 1 1 d . . . . .
F4 F 0.2366(4) 0.91489(16) 0.48487(13) 0.0823(14) Uani 0.504(6) 1 d . U P B 1
F5 F 0.3095(4) 0.8338(4) 0.5285(3) 0.091(3) Uani 0.504(6) 1 d . U P B 1
F6 F 0.1660(3) 0.8339(4) 0.5228(2) 0.106(2) Uani 0.504(6) 1 d . U P B 1
F13 F 0.2209(4) 0.7848(2) 0.54212(13) 0.0838(13) Uani 0.496(6) 1 d . U P B 2
F14 F 0.3137(4) 0.8600(5) 0.5167(4) 0.112(3) Uani 0.496(6) 1 d . U P B 2
F15 F 0.1724(3) 0.8855(3) 0.50385(18) 0.091(2) Uani 0.496(6) 1 d . U P B 2
F7 F 0.0661(3) -0.0202(3) 0.3709(3) 0.0848(18) Uani 0.638(9) 1 d . U P C 3
F8 F -0.00996(17) 0.0837(2) 0.3562(3) 0.0815(12) Uani 0.638(9) 1 d . U P C 3
F9 F 0.0329(3) -0.0040(3) 0.27850(12) 0.0913(19) Uani 0.638(9) 1 d . U P C 3
F16 F -0.0105(3) 0.0552(4) 0.3087(5) 0.073(2) Uani 0.362(9) 1 d . U P C 4
F17 F 0.0751(5) -0.0457(4) 0.2926(5) 0.099(2) Uani 0.362(9) 1 d . U P C 4
F18 F 0.0546(7) 0.0024(8) 0.3840(5) 0.112(3) Uani 0.362(9) 1 d . U P C 4
C106 C 0.8614(4) 0.6948(4) 0.4674(3) 0.0743(13) Uani 0.621(6) 1 d . U P D 5
H97 H 0.8290 0.7243 0.5006 0.089 Uiso 0.621(6) 1 calc R U P D 5
H98 H 0.8284 0.6321 0.4444 0.089 Uiso 0.621(6) 1 calc R U P D 5
C107 C 0.8607(4) 0.8971(3) 0.4012(3) 0.0678(12) Uani 0.621(6) 1 d . U P D 5
H137 H 0.8970 0.9587 0.4239 0.081 Uiso 0.621(6) 1 calc R U P D 5
H138 H 0.8815 0.8698 0.3615 0.081 Uiso 0.621(6) 1 calc R U P D 5
C108 C 0.8497(4) 0.7457(4) 0.4163(3) 0.0762(13) Uani 0.621(6) 1 d . U P D 5
H99 H 0.8831 0.7179 0.3834 0.091 Uiso 0.621(6) 1 calc R U P D 5
H100 H 0.7817 0.7390 0.3932 0.091 Uiso 0.621(6) 1 calc R U P D 5
C109 C 0.7584(3) 0.9053(3) 0.3803(2) 0.0721(12) Uani 0.621(6) 1 d . U P D 5
H101 H 0.7220 0.8454 0.3539 0.108 Uiso 0.621(6) 1 calc R U P D 5
H102 H 0.7498 0.9455 0.3540 0.108 Uiso 0.621(6) 1 calc R U P D 5
H103 H 0.7361 0.9303 0.4191 0.108 Uiso 0.621(6) 1 calc R U P D 5
C110 C 0.9612(4) 0.6914(3) 0.5024(3) 0.0799(14) Uani 0.621(6) 1 d . U P D 5
H104 H 0.9999 0.6816 0.4716 0.120 Uiso 0.621(6) 1 calc R U P D 5
H105 H 0.9620 0.6416 0.5201 0.120 Uiso 0.621(6) 1 calc R U P D 5
H106 H 0.9869 0.7486 0.5384 0.120 Uiso 0.621(6) 1 calc R U P D 5
C111 C 0.8870(3) 0.8402(4) 0.4472(2) 0.0787(14) Uani 0.621(6) 1 d . U P D 5
H107 H 0.9569 0.8468 0.4632 0.094 Uiso 0.621(6) 1 calc R U P D 5
H108 H 0.8629 0.8649 0.4859 0.094 Uiso 0.621(6) 1 calc R U P D 5
C112 C 0.8230(7) 0.9215(6) 0.3755(4) 0.071(2) Uani 0.379(6) 1 d . U P D 6
H109 H 0.8625 0.9043 0.3454 0.106 Uiso 0.379(6) 1 calc R U P D 6
H110 H 0.8335 0.9873 0.3961 0.106 Uiso 0.379(6) 1 calc R U P D 6
H111 H 0.7561 0.9009 0.3509 0.106 Uiso 0.379(6) 1 calc R U P D 6
C113 C 0.9587(6) 0.7497(8) 0.4926(5) 0.102(3) Uani 0.379(6) 1 d . U P D 6
H112 H 0.9985 0.7266 0.4629 0.123 Uiso 0.379(6) 1 calc R U P D 6
H113 H 0.9767 0.8161 0.5120 0.123 Uiso 0.379(6) 1 calc R U P D 6
C114 C 0.9786(8) 0.7109(9) 0.5448(6) 0.100(3) Uani 0.379(6) 1 d . U P D 6
H114 H 0.9295 0.7209 0.5679 0.150 Uiso 0.379(6) 1 calc R U P D 6
H115 H 1.0405 0.7398 0.5758 0.150 Uiso 0.379(6) 1 calc R U P D 6
H116 H 0.9792 0.6458 0.5261 0.150 Uiso 0.379(6) 1 calc R U P D 6
C115 C 0.8293(7) 0.7868(7) 0.4024(4) 0.085(2) Uani 0.379(6) 1 d . U P D 6
H117 H 0.8624 0.7656 0.3681 0.102 Uiso 0.379(6) 1 calc R U P D 6
H118 H 0.7605 0.7701 0.3802 0.102 Uiso 0.379(6) 1 calc R U P D 6
C116 C 0.8484(9) 0.8792(7) 0.4262(5) 0.091(3) Uani 0.379(6) 1 d . U P D 6
H119 H 0.9168 0.8976 0.4490 0.110 Uiso 0.379(6) 1 calc R U P D 6
H120 H 0.8132 0.9022 0.4590 0.110 Uiso 0.379(6) 1 calc R U P D 6
C117 C 0.8563(6) 0.7284(6) 0.4528(4) 0.0619(17) Uani 0.379(6) 1 d . U P D 6
H121 H 0.8160 0.7409 0.4832 0.074 Uiso 0.379(6) 1 calc R U P D 6
H122 H 0.8416 0.6631 0.4269 0.074 Uiso 0.379(6) 1 calc R U P D 6
C91 C -0.0443(2) 1.0064(3) 0.0096(2) 0.0548(10) Uani 0.692(6) 1 d . . P E 7
H123 H -0.0970 0.9919 -0.0310 0.066 Uiso 0.692(6) 1 calc R U P E 7
H124 H -0.0402 1.0714 0.0344 0.066 Uiso 0.692(6) 1 calc R U P E 7
C92 C -0.0710(2) 0.9534(2) 0.05006(16) 0.0601(10) Uani 0.692(6) 1 d . . P E 7
H125 H -0.0741 0.8884 0.0258 0.072 Uiso 0.692(6) 1 calc R U P E 7
H126 H -0.1356 0.9633 0.0533 0.072 Uiso 0.692(6) 1 calc R U P E 7
C93 C -0.0054(5) 0.9743(6) 0.1208(4) 0.117(4) Uani 0.692(6) 1 d . . P E 7
H127 H 0.0556 0.9538 0.1186 0.176 Uiso 0.692(6) 1 calc R U P E 7
H128 H -0.0353 0.9428 0.1442 0.176 Uiso 0.692(6) 1 calc R U P E 7
H129 H 0.0049 1.0396 0.1442 0.176 Uiso 0.692(6) 1 calc R U P E 7
C118 C 0.0514(6) 0.9782(5) 0.0832(5) 0.072(3) Uani 0.308(6) 1 d . . P E 8
H130 H 0.0984 1.0337 0.1065 0.086 Uiso 0.308(6) 1 calc R U P E 8
H131 H 0.0864 0.9264 0.0724 0.086 Uiso 0.308(6) 1 calc R U P E 8
C119 C -0.0020(12) 0.9848(6) 0.0282(4) 0.076(4) Uani 0.308(6) 1 d . . P E 8
H132 H -0.0508 1.0187 0.0441 0.091 Uiso 0.308(6) 1 calc R U P E 8
H133 H -0.0347 0.9219 0.0053 0.091 Uiso 0.308(6) 1 calc R U P E 8
C120 C -0.0012(9) 0.9667(12) 0.1236(5) 0.068(5) Uani 0.308(6) 1 d . . P E 8
H134 H -0.0361 1.0179 0.1343 0.102 Uiso 0.308(6) 1 calc R U P E 8
H135 H 0.0410 0.9634 0.1641 0.102 Uiso 0.308(6) 1 calc R U P E 8
H136 H -0.0461 0.9105 0.1014 0.102 Uiso 0.308(6) 1 calc R U P E 8
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
N2 C1 N1 119.58(12) . . ?
N2 C1 C2 112.02(12) . . ?
N1 C1 C2 128.36(13) . . ?
C3 C2 C1 105.67(12) . . ?
C3 C2 H1 127.2 . . ?
C1 C2 H1 127.2 . . ?
C2 C3 C4 107.54(12) . . ?
C2 C3 H2 126.2 . . ?
C4 C3 H2 126.2 . . ?
C5 C4 N2 123.91(12) . . ?
C5 C4 C3 127.31(12) . . ?
N2 C4 C3 108.69(12) . . ?
C4 C5 C6 121.84(12) . . ?
C4 C5 C15 120.16(12) . . ?
C6 C5 C15 117.99(12) . . ?
N3 C6 C7 106.53(12) . . ?
N3 C6 C5 123.06(12) . . ?
C7 C6 C5 130.34(12) . . ?
C6 C7 C8 108.08(12) . . ?
C6 C7 H3 126.0 . . ?
C8 C7 H3 126.0 . . ?
C9 C8 C7 107.63(13) . . ?
C9 C8 H4 126.2 . . ?
C7 C8 H4 126.2 . . ?
N3 C9 C8 107.04(12) . . ?
N3 C9 C10 123.05(12) . . ?
C8 C9 C10 129.90(13) . . ?
C11 C10 C9 122.01(12) . . ?
C11 C10 C21 120.96(12) . . ?
C9 C10 C21 117.02(12) . . ?
C10 C11 N4 125.63(12) . . ?
C10 C11 C12 128.97(13) . . ?
N4 C11 C12 105.35(11) . . ?
C13 C12 C11 109.53(12) . . ?
C13 C12 H5 125.2 . . ?
C11 C12 H5 125.2 . . ?
C12 C13 C14 107.98(12) . . ?
C12 C13 H6 126.0 . . ?
C14 C13 H6 126.0 . . ?
N5 C14 N4 120.44(12) . . ?
N5 C14 C13 133.12(13) . . ?
N4 C14 C13 106.35(12) . . ?
C16 C15 C20 118.10(13) . . ?
C16 C15 C5 121.29(13) . . ?
C20 C15 C5 120.54(12) . . ?
C17 C16 C15 120.76(15) . . ?
C17 C16 H7 119.6 . . ?
C15 C16 H7 119.6 . . ?
C18 C17 C16 120.33(15) . . ?
C18 C17 H8 119.8 . . ?
C16 C17 H8 119.8 . . ?
C19 C18 C17 119.62(15) . . ?
C19 C18 H9 120.2 . . ?
C17 C18 H9 120.2 . . ?
C18 C19 C20 120.24(15) . . ?
C18 C19 H10 119.9 . . ?
C20 C19 H10 119.9 . . ?
C19 C20 C15 120.85(14) . . ?
C19 C20 H11 119.6 . . ?
C15 C20 H11 119.6 . . ?
C26 C21 C22 118.28(13) . . ?
C26 C21 C10 121.82(13) . . ?
C22 C21 C10 119.90(12) . . ?
C23 C22 C21 120.67(14) . . ?
C23 C22 H12 119.7 . . ?
C21 C22 H12 119.7 . . ?
C22 C23 C24 120.46(15) . . ?
C22 C23 H13 119.8 . . ?
C24 C23 H13 119.8 . . ?
C23 C24 C25 119.64(14) . . ?
C23 C24 H14 120.2 . . ?
C25 C24 H14 120.2 . . ?
C24 C25 C26 120.18(14) . . ?
C24 C25 H15 119.9 . . ?
C26 C25 H15 119.9 . . ?
C25 C26 C21 120.73(14) . . ?
C25 C26 H16 119.6 . . ?
C21 C26 H16 119.6 . . ?
C28 C27 C32 120.20(13) . . ?
C28 C27 N1 122.64(13) . . ?
C32 C27 N1 117.15(12) . . ?
C27 C28 C29 120.28(14) . . ?
C27 C28 H17 119.9 . . ?
C29 C28 H17 119.9 . . ?
C30 C29 C28 118.38(14) . . ?
C30 C29 C33 122.76(14) . . ?
C28 C29 C33 118.80(14) . . ?
C29 C30 C31 122.39(14) . . ?
C29 C30 H18 118.8 . . ?
C31 C30 H18 118.8 . . ?
C32 C31 C30 117.88(14) . . ?
C32 C31 C37 121.96(15) . . ?
C30 C31 C37 120.08(14) . . ?
C31 C32 C27 120.64(13) . . ?
C31 C32 H19 119.7 . . ?
C27 C32 H19 119.7 . . ?
C35 C33 C34 107.81(14) . . ?
C35 C33 C29 112.13(15) . . ?
C34 C33 C29 110.24(12) . . ?
C35 C33 C36 108.98(15) . . ?
C34 C33 C36 109.64(16) . . ?
C29 C33 C36 108.03(13) . . ?
C33 C34 H20 109.5 . . ?
C33 C34 H21 109.5 . . ?
H20 C34 H21 109.5 . . ?
C33 C34 H22 109.5 . . ?
H20 C34 H22 109.5 . . ?
H21 C34 H22 109.5 . . ?
C33 C35 H23 109.5 . . ?
C33 C35 H24 109.5 . . ?
H23 C35 H24 109.5 . . ?
C33 C35 H25 109.5 . . ?
H23 C35 H25 109.5 . . ?
H24 C35 H25 109.5 . . ?
C33 C36 H26 109.5 . . ?
C33 C36 H27 109.5 . . ?
H26 C36 H27 109.5 . . ?
C33 C36 H28 109.5 . . ?
H26 C36 H28 109.5 . . ?
H27 C36 H28 109.5 . . ?
C40 C37 C38 108.76(19) . . ?
C40 C37 C31 108.05(16) . . ?
C38 C37 C31 111.90(15) . . ?
C40 C37 C39 109.57(19) . . ?
C38 C37 C39 107.85(17) . . ?
C31 C37 C39 110.68(17) . . ?
C37 C38 H29 109.5 . . ?
C37 C38 H30 109.5 . . ?
H29 C38 H30 109.5 . . ?
C37 C38 H31 109.5 . . ?
H29 C38 H31 109.5 . . ?
H30 C38 H31 109.5 . . ?
C37 C39 H32 109.5 . . ?
C37 C39 H33 109.5 . . ?
H32 C39 H33 109.5 . . ?
C37 C39 H34 109.5 . . ?
H32 C39 H34 109.5 . . ?
H33 C39 H34 109.5 . . ?
C37 C40 H35 109.5 . . ?
C37 C40 H36 109.5 . . ?
H35 C40 H36 109.5 . . ?
C37 C40 H37 109.5 . . ?
H35 C40 H37 109.5 . . ?
H36 C40 H37 109.5 . . ?
N5 C41 C42 124.22(13) . . ?
N5 C41 C46 117.83(12) . . ?
C42 C41 C46 117.84(13) . . ?
C43 C42 C41 120.54(14) . . ?
C43 C42 H38 119.7 . . ?
C41 C42 H38 119.7 . . ?
C44 C43 C42 121.26(13) . . ?
C44 C43 C47 119.53(14) . . ?
C42 C43 C47 119.20(14) . . ?
C43 C44 C45 118.35(13) . . ?
C43 C44 H39 120.8 . . ?
C45 C44 H39 120.8 . . ?
C46 C45 C44 121.17(13) . . ?
C46 C45 C48 120.46(13) . . ?
C44 C45 C48 118.34(13) . . ?
C45 C46 C41 120.70(13) . . ?
C45 C46 H40 119.7 . . ?
C41 C46 H40 119.7 . . ?
F9 C47 F7 110.2(3) . . ?
F16 C47 F18 116.3(5) . . ?
F9 C47 F8 105.0(3) . . ?
F7 C47 F8 102.8(3) . . ?
F16 C47 F17 101.5(4) . . ?
F18 C47 F17 96.6(6) . . ?
F16 C47 C43 118.1(2) . . ?
F9 C47 C43 113.97(18) . . ?
F7 C47 C43 114.4(3) . . ?
F18 C47 C43 113.1(4) . . ?
F8 C47 C43 109.41(19) . . ?
F17 C47 C43 107.4(2) . . ?
F10 C48 F12 107.46(14) . . ?
F10 C48 F11 105.85(13) . . ?
F12 C48 F11 104.37(13) . . ?
F10 C48 C45 113.17(12) . . ?
F12 C48 C45 113.51(12) . . ?
F11 C48 C45 111.80(13) . . ?
N7 C49 N6 119.58(12) . . ?
N7 C49 C50 111.87(12) . . ?
N6 C49 C50 128.55(13) . . ?
C51 C50 C49 105.79(12) . . ?
C51 C50 H41 127.1 . . ?
C49 C50 H41 127.1 . . ?
C50 C51 C52 107.48(12) . . ?
C50 C51 H42 126.3 . . ?
C52 C51 H42 126.3 . . ?
C53 C52 N7 124.30(12) . . ?
C53 C52 C51 126.67(12) . . ?
N7 C52 C51 108.97(11) . . ?
C52 C53 C54 123.14(12) . . ?
C52 C53 C100 119.51(12) . . ?
C54 C53 C100 117.33(12) . . ?
N8 C54 C55 106.87(12) . . ?
N8 C54 C53 123.47(12) . . ?
C55 C54 C53 129.42(12) . . ?
C54 C55 C56 107.77(12) . . ?
C54 C55 H43 126.1 . . ?
C56 C55 H43 126.1 . . ?
C57 C56 C55 107.95(12) . . ?
C57 C56 H44 126.0 . . ?
C55 C56 H44 126.0 . . ?
N8 C57 C56 107.05(12) . . ?
N8 C57 C58 123.75(12) . . ?
C56 C57 C58 129.18(13) . . ?
C65 C58 C57 121.57(12) . . ?
C65 C58 C59 121.72(12) . . ?
C57 C58 C59 116.71(12) . . ?
C64 C59 C60 118.13(13) . . ?
C64 C59 C58 122.00(12) . . ?
C60 C59 C58 119.87(12) . . ?
C61 C60 C59 120.80(13) . . ?
C61 C60 H45 119.6 . . ?
C59 C60 H45 119.6 . . ?
C60 C61 C62 120.30(14) . . ?
C60 C61 H46 119.9 . . ?
C62 C61 H46 119.9 . . ?
C61 C62 C63 119.79(14) . . ?
C61 C62 H47 120.1 . . ?
C63 C62 H47 120.1 . . ?
C64 C63 C62 120.02(13) . . ?
C64 C63 H48 120.0 . . ?
C62 C63 H48 120.0 . . ?
C63 C64 C59 120.95(13) . . ?
C63 C64 H49 119.5 . . ?
C59 C64 H49 119.5 . . ?
C58 C65 N9 125.17(12) . . ?
C58 C65 C66 129.33(12) . . ?
N9 C65 C66 105.47(11) . . ?
C67 C66 C65 109.33(12) . . ?
C67 C66 H50 125.3 . . ?
C65 C66 H50 125.3 . . ?
C66 C67 C68 108.05(12) . . ?
C66 C67 H51 126.0 . . ?
C68 C67 H51 126.0 . . ?
N10 C68 N9 120.39(12) . . ?
N10 C68 C67 133.02(12) . . ?
N9 C68 C67 106.47(12) . . ?
N10 C69 C74 117.76(12) . . ?
N10 C69 C70 124.06(13) . . ?
C74 C69 C70 118.14(13) . . ?
C71 C70 C69 119.98(13) . . ?
C71 C70 H52 120.0 . . ?
C69 C70 H52 120.0 . . ?
C72 C71 C70 121.71(14) . . ?
C72 C71 C75 118.50(14) . . ?
C70 C71 C75 119.78(14) . . ?
C71 C72 C73 118.18(14) . . ?
C71 C72 H53 120.9 . . ?
C73 C72 H53 120.9 . . ?
C72 C73 C74 121.26(13) . . ?
C72 C73 C76 118.18(13) . . ?
C74 C73 C76 120.48(13) . . ?
C73 C74 C69 120.61(13) . . ?
C73 C74 H54 119.7 . . ?
C69 C74 H54 119.7 . . ?
F6 C75 F5 114.8(4) . . ?
F14 C75 F15 115.2(4) . . ?
F6 C75 F4 102.6(4) . . ?
F5 C75 F4 99.0(4) . . ?
F14 C75 F13 97.8(4) . . ?
F15 C75 F13 100.7(3) . . ?
F6 C75 C71 114.2(2) . . ?
F5 C75 C71 115.7(3) . . ?
F14 C75 C71 115.3(4) . . ?
F15 C75 C71 116.7(2) . . ?
F4 C75 C71 108.17(18) . . ?
F13 C75 C71 107.73(18) . . ?
F2 C76 F1 107.42(14) . . ?
F2 C76 F3 105.50(14) . . ?
F1 C76 F3 105.90(13) . . ?
F2 C76 C73 113.12(13) . . ?
F1 C76 C73 112.24(13) . . ?
F3 C76 C73 112.16(14) . . ?
C82 C77 C78 120.08(12) . . ?
C82 C77 N6 123.29(12) . . ?
C78 C77 N6 116.58(12) . . ?
C79 C78 C77 120.69(12) . . ?
C79 C78 H55 119.7 . . ?
C77 C78 H55 119.7 . . ?
C78 C79 C80 118.01(12) . . ?
C78 C79 C83 120.94(12) . . ?
C80 C79 C83 121.02(12) . . ?
C81 C80 C79 122.26(13) . . ?
C81 C80 H56 118.9 . . ?
C79 C80 H56 118.9 . . ?
C80 C81 C82 118.64(13) . . ?
C80 C81 C87 122.40(12) . . ?
C82 C81 C87 118.95(12) . . ?
C77 C82 C81 120.14(12) . . ?
C77 C82 H57 119.9 . . ?
C81 C82 H57 119.9 . . ?
C85 C83 C86 110.30(14) . . ?
C85 C83 C79 108.82(12) . . ?
C86 C83 C79 110.95(12) . . ?
C85 C83 C84 109.09(15) . . ?
C86 C83 C84 106.71(14) . . ?
C79 C83 C84 110.95(12) . . ?
C83 C84 H58 109.5 . . ?
C83 C84 H59 109.5 . . ?
H58 C84 H59 109.5 . . ?
C83 C84 H60 109.5 . . ?
H58 C84 H60 109.5 . . ?
H59 C84 H60 109.5 . . ?
C83 C85 H61 109.5 . . ?
C83 C85 H62 109.5 . . ?
H61 C85 H62 109.5 . . ?
C83 C85 H63 109.5 . . ?
H61 C85 H63 109.5 . . ?
H62 C85 H63 109.5 . . ?
C83 C86 H64 109.5 . . ?
C83 C86 H65 109.5 . . ?
H64 C86 H65 109.5 . . ?
C83 C86 H66 109.5 . . ?
H64 C86 H66 109.5 . . ?
H65 C86 H66 109.5 . . ?
C88 C87 C89 108.21(13) . . ?
C88 C87 C90 108.66(14) . . ?
C89 C87 C90 109.17(13) . . ?
C88 C87 C81 111.90(12) . . ?
C89 C87 C81 109.71(13) . . ?
C90 C87 C81 109.14(12) . . ?
C87 C88 H67 109.5 . . ?
C87 C88 H68 109.5 . . ?
H67 C88 H68 109.5 . . ?
C87 C88 H69 109.5 . . ?
H67 C88 H69 109.5 . . ?
H68 C88 H69 109.5 . . ?
C87 C89 H70 109.5 . . ?
C87 C89 H71 109.5 . . ?
H70 C89 H71 109.5 . . ?
C87 C89 H72 109.5 . . ?
H70 C89 H72 109.5 . . ?
H71 C89 H72 109.5 . . ?
C87 C90 H73 109.5 . . ?
C87 C90 H74 109.5 . . ?
H73 C90 H74 109.5 . . ?
C87 C90 H75 109.5 . . ?
H73 C90 H75 109.5 . . ?
H74 C90 H75 109.5 . . ?
C95 C94 H83 109.5 . . ?
C95 C94 H84 109.5 . . ?
H83 C94 H84 109.5 . . ?
C95 C94 H85 109.5 . . ?
H83 C94 H85 109.5 . . ?
H84 C94 H85 109.5 . . ?
C96 C95 C94 115.9(7) . . ?
C96 C95 H86 108.3 . . ?
C94 C95 H86 108.3 . . ?
C96 C95 H87 108.3 . . ?
C94 C95 H87 108.3 . . ?
H86 C95 H87 107.4 . . ?
C95 C96 C97 114.4(10) . . ?
C95 C96 H88 108.7 . . ?
C97 C96 H88 108.7 . . ?
C95 C96 H89 108.7 . . ?
C97 C96 H89 108.7 . . ?
H88 C96 H89 107.6 . . ?
C98 C97 C96 109.7(13) . . ?
C98 C97 H90 109.7 . . ?
C96 C97 H90 109.7 . . ?
C98 C97 H91 109.7 . . ?
C96 C97 H91 109.7 . . ?
H90 C97 H91 108.2 . . ?
C97 C98 C99 108.4(11) . . ?
C97 C98 H92 110.0 . . ?
C99 C98 H92 110.0 . . ?
C97 C98 H93 110.0 . . ?
C99 C98 H93 110.0 . . ?
H92 C98 H93 108.4 . . ?
C98 C99 H94 109.5 . . ?
C98 C99 H95 109.5 . . ?
H94 C99 H95 109.5 . . ?
C98 C99 H96 109.5 . . ?
H94 C99 H96 109.5 . . ?
H95 C99 H96 109.5 . . ?
C105 C100 C101 118.96(15) . . ?
C105 C100 C53 121.16(14) . . ?
C101 C100 C53 119.87(14) . . ?
C102 C101 C100 120.64(19) . . ?
C102 C101 H76 119.7 . . ?
C100 C101 H76 119.7 . . ?
C103 C102 C101 120.3(2) . . ?
C103 C102 H77 119.9 . . ?
C101 C102 H77 119.9 . . ?
C102 C103 C104 120.41(17) . . ?
C102 C103 H78 119.8 . . ?
C104 C103 H78 119.8 . . ?
C103 C104 C105 120.12(19) . . ?
C103 C104 H79 119.9 . . ?
C105 C104 H79 119.9 . . ?
C100 C105 C104 119.54(18) . . ?
C100 C105 H80 120.2 . . ?
C104 C105 H80 120.2 . . ?
C1 N1 C27 128.42(12) . . ?
C1 N1 H139 115.8 . . ?
C27 N1 H139 115.8 . . ?
C1 N2 C4 106.07(11) . . ?
C9 N3 C6 110.67(11) . . ?
C9 N3 H81 124.7 . . ?
C6 N3 H81 124.7 . . ?
C14 N4 C11 110.71(11) . . ?
C14 N4 H140 124.6 . . ?
C11 N4 H140 124.6 . . ?
C14 N5 C41 120.65(12) . . ?
C49 N6 C77 128.93(12) . . ?
C49 N6 H141 115.5 . . ?
C77 N6 H141 115.5 . . ?
C49 N7 C52 105.84(11) . . ?
C57 N8 C54 110.31(11) . . ?
C57 N8 H82 124.8 . . ?
C54 N8 H82 124.8 . . ?
C68 N9 C65 110.62(11) . . ?
C68 N9 H142 124.7 . . ?
C65 N9 H142 124.7 . . ?
C68 N10 C69 119.50(12) . . ?
C110 C106 C108 115.9(5) . . ?
C110 C106 H97 108.3 . . ?
C108 C106 H97 108.3 . . ?
C110 C106 H98 108.3 . . ?
C108 C106 H98 108.3 . . ?
H97 C106 H98 107.4 . . ?
C109 C107 C111 115.7(4) . . ?
C109 C107 H137 108.3 . . ?
C111 C107 H137 108.3 . . ?
C109 C107 H138 108.3 . . ?
C111 C107 H138 108.3 . . ?
H137 C107 H138 107.4 . . ?
C111 C108 C106 111.8(5) . . ?
C111 C108 H99 109.3 . . ?
C106 C108 H99 109.3 . . ?
C111 C108 H100 109.3 . . ?
C106 C108 H100 109.3 . . ?
H99 C108 H100 107.9 . . ?
C107 C109 H101 109.5 . . ?
C107 C109 H102 109.5 . . ?
H101 C109 H102 109.5 . . ?
C107 C109 H103 109.5 . . ?
H101 C109 H103 109.5 . . ?
H102 C109 H103 109.5 . . ?
C106 C110 H104 109.5 . . ?
C106 C110 H105 109.5 . . ?
H104 C110 H105 109.5 . . ?
C106 C110 H106 109.5 . . ?
H104 C110 H106 109.5 . . ?
H105 C110 H106 109.5 . . ?
C108 C111 C107 113.8(4) . . ?
C108 C111 H107 108.8 . . ?
C107 C111 H107 108.8 . . ?
C108 C111 H108 108.8 . . ?
C107 C111 H108 108.8 . . ?
H107 C111 H108 107.7 . . ?
C116 C112 H109 109.5 . . ?
C116 C112 H110 109.5 . . ?
H109 C112 H110 109.5 . . ?
C116 C112 H111 109.5 . . ?
H109 C112 H111 109.5 . . ?
H110 C112 H111 109.5 . . ?
C114 C113 C117 113.4(9) . . ?
C114 C113 H112 108.9 . . ?
C117 C113 H112 108.9 . . ?
C114 C113 H113 108.9 . . ?
C117 C113 H113 108.9 . . ?
H112 C113 H113 107.7 . . ?
C113 C114 H114 109.5 . . ?
C113 C114 H115 109.5 . . ?
H114 C114 H115 109.5 . . ?
C113 C114 H116 109.5 . . ?
H114 C114 H116 109.5 . . ?
H115 C114 H116 109.5 . . ?
C116 C115 C117 119.9(8) . . ?
C116 C115 H117 107.3 . . ?
C117 C115 H117 107.3 . . ?
C116 C115 H118 107.3 . . ?
C117 C115 H118 107.3 . . ?
H117 C115 H118 106.9 . . ?
C115 C116 C112 113.7(9) . . ?
C115 C116 H119 108.8 . . ?
C112 C116 H119 108.8 . . ?
C115 C116 H120 108.8 . . ?
C112 C116 H120 108.8 . . ?
H119 C116 H120 107.7 . . ?
C113 C117 C115 113.6(8) . . ?
C113 C117 H121 108.9 . . ?
C115 C117 H121 108.9 . . ?
C113 C117 H122 108.9 . . ?
C115 C117 H122 108.9 . . ?
H121 C117 H122 107.7 . . ?
C91 C91 C92 118.4(6) 2_575 . ?
C91 C91 H123 107.7 2_575 . ?
C92 C91 H123 107.7 . . ?
C91 C91 H124 107.7 2_575 . ?
C92 C91 H124 107.7 . . ?
H123 C91 H124 107.1 . . ?
C91 C92 C93 117.4(4) . . ?
C91 C92 H125 107.9 . . ?
C93 C92 H125 107.9 . . ?
C91 C92 H126 107.9 . . ?
C93 C92 H126 107.9 . . ?
H125 C92 H126 107.2 . . ?
C92 C93 H127 109.5 . . ?
C92 C93 H128 109.5 . . ?
H127 C93 H128 109.5 . . ?
C92 C93 H129 109.5 . . ?
H127 C93 H129 109.5 . . ?
H128 C93 H129 109.5 . . ?
C119 C118 C120 112.0(9) . . ?
C119 C118 H130 109.2 . . ?
C120 C118 H130 109.2 . . ?
C119 C118 H131 109.2 . . ?
C120 C118 H131 109.2 . . ?
H130 C118 H131 107.9 . . ?
C118 C119 C119 142.5(18) . 2_575 ?
C118 C119 H132 101.3 . . ?
C119 C119 H132 101.3 2_575 . ?
C118 C119 H133 101.3 . . ?
C119 C119 H133 101.3 2_575 . ?
H132 C119 H133 104.6 . . ?
C118 C120 H134 109.5 . . ?
C118 C120 H135 109.5 . . ?
H134 C120 H135 109.5 . . ?
C118 C120 H136 109.5 . . ?
H134 C120 H136 109.5 . . ?
H135 C120 H136 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
F1 C76 1.3354(18) . ?
F2 C76 1.330(2) . ?
F3 C76 1.338(2) . ?
F10 C48 1.3235(17) . ?
C1 N2 1.3269(18) . ?
C1 N1 1.3553(18) . ?
C1 C2 1.4616(18) . ?
C2 C3 1.348(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.4567(19) . ?
C3 H2 0.9500 . ?
C4 C5 1.374(2) . ?
C4 N2 1.4035(17) . ?
C5 C6 1.4483(19) . ?
C5 C15 1.4876(19) . ?
C6 N3 1.3723(17) . ?
C6 C7 1.394(2) . ?
C7 C8 1.399(2) . ?
C7 H3 0.9500 . ?
C8 C9 1.3921(19) . ?
C8 H4 0.9500 . ?
C9 N3 1.3683(17) . ?
C9 C10 1.4559(18) . ?
C10 C11 1.3706(19) . ?
C10 C21 1.4826(19) . ?
F11 C48 1.3384(18) . ?
C11 N4 1.4017(17) . ?
C11 C12 1.4453(19) . ?
F12 C48 1.3322(18) . ?
C12 C13 1.347(2) . ?
C12 H5 0.9500 . ?
C13 C14 1.4613(19) . ?
C13 H6 0.9500 . ?
C14 N5 1.3091(19) . ?
C14 N4 1.3718(17) . ?
C15 C16 1.396(2) . ?
C15 C20 1.396(2) . ?
C16 C17 1.390(2) . ?
C16 H7 0.9500 . ?
C17 C18 1.382(3) . ?
C17 H8 0.9500 . ?
C18 C19 1.382(2) . ?
C18 H9 0.9500 . ?
C19 C20 1.390(2) . ?
C19 H10 0.9500 . ?
C20 H11 0.9500 . ?
C21 C26 1.399(2) . ?
C21 C22 1.402(2) . ?
C22 C23 1.384(2) . ?
C22 H12 0.9500 . ?
C23 C24 1.386(2) . ?
C23 H13 0.9500 . ?
C24 C25 1.387(2) . ?
C24 H14 0.9500 . ?
C25 C26 1.390(2) . ?
C25 H15 0.9500 . ?
C26 H16 0.9500 . ?
C27 C28 1.3876(19) . ?
C27 C32 1.398(2) . ?
C27 N1 1.4047(18) . ?
C28 C29 1.397(2) . ?
C28 H17 0.9500 . ?
C29 C30 1.386(2) . ?
C29 C33 1.534(2) . ?
C30 C31 1.405(2) . ?
C30 H18 0.9500 . ?
C31 C32 1.387(2) . ?
C31 C37 1.531(2) . ?
C32 H19 0.9500 . ?
C33 C35 1.530(2) . ?
C33 C34 1.533(2) . ?
C33 C36 1.536(2) . ?
C34 H20 0.9800 . ?
C34 H21 0.9800 . ?
C34 H22 0.9800 . ?
C35 H23 0.9800 . ?
C35 H24 0.9800 . ?
C35 H25 0.9800 . ?
C36 H26 0.9800 . ?
C36 H27 0.9800 . ?
C36 H28 0.9800 . ?
C37 C40 1.529(3) . ?
C37 C38 1.531(3) . ?
C37 C39 1.535(3) . ?
C38 H29 0.9800 . ?
C38 H30 0.9800 . ?
C38 H31 0.9800 . ?
C39 H32 0.9800 . ?
C39 H33 0.9800 . ?
C39 H34 0.9800 . ?
C40 H35 0.9800 . ?
C40 H36 0.9800 . ?
C40 H37 0.9800 . ?
C41 N5 1.4007(17) . ?
C41 C42 1.402(2) . ?
C41 C46 1.403(2) . ?
C42 C43 1.391(2) . ?
C42 H38 0.9500 . ?
C43 C44 1.385(2) . ?
C43 C47 1.497(2) . ?
C44 C45 1.389(2) . ?
C44 H39 0.9500 . ?
C45 C46 1.3877(19) . ?
C45 C48 1.500(2) . ?
C46 H40 0.9500 . ?
C47 F16 1.235(4) . ?
C47 F9 1.268(3) . ?
C47 F7 1.288(4) . ?
C47 F18 1.288(8) . ?
C47 F8 1.396(4) . ?
C47 F17 1.453(6) . ?
C49 N7 1.3314(18) . ?
C49 N6 1.3537(17) . ?
C49 C50 1.4575(18) . ?
C50 C51 1.348(2) . ?
C50 H41 0.9500 . ?
C51 C52 1.4508(19) . ?
C51 H42 0.9500 . ?
C52 C53 1.3743(19) . ?
C52 N7 1.4010(17) . ?
C53 C54 1.4406(19) . ?
C53 C100 1.4836(18) . ?
C54 N8 1.3729(17) . ?
C54 C55 1.394(2) . ?
C55 C56 1.396(2) . ?
C55 H43 0.9500 . ?
C56 C57 1.3903(19) . ?
C56 H44 0.9500 . ?
C57 N8 1.3697(17) . ?
C57 C58 1.4546(18) . ?
C58 C65 1.3692(19) . ?
C58 C59 1.4796(19) . ?
C59 C64 1.4014(19) . ?
C59 C60 1.403(2) . ?
C60 C61 1.384(2) . ?
C60 H45 0.9500 . ?
C61 C62 1.388(2) . ?
C61 H46 0.9500 . ?
C62 C63 1.389(2) . ?
C62 H47 0.9500 . ?
C63 C64 1.386(2) . ?
C63 H48 0.9500 . ?
C64 H49 0.9500 . ?
C65 N9 1.4011(17) . ?
C65 C66 1.4483(18) . ?
C66 C67 1.349(2) . ?
C66 H50 0.9500 . ?
C67 C68 1.4599(19) . ?
C67 H51 0.9500 . ?
C68 N10 1.3077(18) . ?
C68 N9 1.3731(17) . ?
C69 N10 1.3981(17) . ?
C69 C74 1.400(2) . ?
C69 C70 1.402(2) . ?
C70 C71 1.390(2) . ?
C70 H52 0.9500 . ?
C71 C72 1.384(2) . ?
C71 C75 1.498(2) . ?
C72 C73 1.385(2) . ?
C72 H53 0.9500 . ?
C73 C74 1.387(2) . ?
C73 C76 1.495(2) . ?
C74 H54 0.9500 . ?
C75 F6 1.237(4) . ?
C75 F5 1.239(5) . ?
C75 F14 1.243(7) . ?
C75 F15 1.257(3) . ?
C75 F4 1.435(3) . ?
C75 F13 1.467(4) . ?
C77 C82 1.3886(19) . ?
C77 C78 1.3975(18) . ?
C77 N6 1.4058(17) . ?
C78 C79 1.3917(19) . ?
C78 H55 0.9500 . ?
C79 C80 1.3973(19) . ?
C79 C83 1.5323(19) . ?
C80 C81 1.387(2) . ?
C80 H56 0.9500 . ?
C81 C82 1.3987(19) . ?
C81 C87 1.5361(19) . ?
C82 H57 0.9500 . ?
C83 C85 1.519(2) . ?
C83 C86 1.531(2) . ?
C83 C84 1.534(2) . ?
C84 H58 0.9800 . ?
C84 H59 0.9800 . ?
C84 H60 0.9800 . ?
C85 H61 0.9800 . ?
C85 H62 0.9800 . ?
C85 H63 0.9800 . ?
C86 H64 0.9800 . ?
C86 H65 0.9800 . ?
C86 H66 0.9800 . ?
C87 C88 1.533(2) . ?
C87 C89 1.534(2) . ?
C87 C90 1.536(2) . ?
C88 H67 0.9800 . ?
C88 H68 0.9800 . ?
C88 H69 0.9800 . ?
C89 H70 0.9800 . ?
C89 H71 0.9800 . ?
C89 H72 0.9800 . ?
C90 H73 0.9800 . ?
C90 H74 0.9800 . ?
C90 H75 0.9800 . ?
C94 C95 1.549(16) . ?
C94 H83 0.9800 . ?
C94 H84 0.9800 . ?
C94 H85 0.9800 . ?
C95 C96 1.501(13) . ?
C95 H86 0.9900 . ?
C95 H87 0.9900 . ?
C96 C97 1.62(2) . ?
C96 H88 0.9900 . ?
C96 H89 0.9900 . ?
C97 C98 1.48(3) . ?
C97 H90 0.9900 . ?
C97 H91 0.9900 . ?
C98 C99 1.53(2) . ?
C98 H92 0.9900 . ?
C98 H93 0.9900 . ?
C99 H94 0.9800 . ?
C99 H95 0.9800 . ?
C99 H96 0.9800 . ?
C100 C105 1.393(2) . ?
C100 C101 1.395(2) . ?
C101 C102 1.384(2) . ?
C101 H76 0.9500 . ?
C102 C103 1.359(4) . ?
C102 H77 0.9500 . ?
C103 C104 1.386(3) . ?
C103 H78 0.9500 . ?
C104 C105 1.397(2) . ?
C104 H79 0.9500 . ?
C105 H80 0.9500 . ?
N1 H139 0.8800 . ?
N3 H81 0.8800 . ?
N4 H140 0.8800 . ?
N6 H141 0.8800 . ?
N8 H82 0.8800 . ?
N9 H142 0.8800 . ?
C106 C110 1.498(8) . ?
C106 C108 1.565(7) . ?
C106 H97 0.9900 . ?
C106 H98 0.9900 . ?
C107 C109 1.490(7) . ?
C107 C111 1.554(8) . ?
C107 H137 0.9900 . ?
C107 H138 0.9900 . ?
C108 C111 1.438(7) . ?
C108 H99 0.9900 . ?
C108 H100 0.9900 . ?
C109 H101 0.9800 . ?
C109 H102 0.9800 . ?
C109 H103 0.9800 . ?
C110 H104 0.9800 . ?
C110 H105 0.9800 . ?
C110 H106 0.9800 . ?
C111 H107 0.9900 . ?
C111 H108 0.9900 . ?
C112 C116 1.467(11) . ?
C112 H109 0.9800 . ?
C112 H110 0.9800 . ?
C112 H111 0.9800 . ?
C113 C114 1.453(14) . ?
C113 C117 1.506(12) . ?
C113 H112 0.9900 . ?
C113 H113 0.9900 . ?
C114 H114 0.9800 . ?
C114 H115 0.9800 . ?
C114 H116 0.9800 . ?
C115 C116 1.369(13) . ?
C115 C117 1.653(11) . ?
C115 H117 0.9900 . ?
C115 H118 0.9900 . ?
C116 H119 0.9900 . ?
C116 H120 0.9900 . ?
C117 H121 0.9900 . ?
C117 H122 0.9900 . ?
C91 C91 1.479(7) 2_575 ?
C91 C92 1.505(6) . ?
C91 H123 0.9900 . ?
C91 H124 0.9900 . ?
C92 C93 1.557(9) . ?
C92 H125 0.9900 . ?
C92 H126 0.9900 . ?
C93 H127 0.9800 . ?
C93 H128 0.9800 . ?
C93 H129 0.9800 . ?
C118 C119 1.321(14) . ?
C118 C120 1.369(18) . ?
C118 H130 0.9900 . ?
C118 H131 0.9900 . ?
C119 C119 1.491(18) 2_575 ?
C119 H132 0.9900 . ?
C119 H133 0.9900 . ?
C120 H134 0.9800 . ?
C120 H135 0.9800 . ?
C120 H136 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C56 H44 F5 0.95 2.43 3.280(5) 149.0 2_666
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
N2 C1 C2 C3 -1.17(15) . . . . ?
N1 C1 C2 C3 -178.77(13) . . . . ?
C1 C2 C3 C4 0.85(15) . . . . ?
C2 C3 C4 C5 176.50(13) . . . . ?
C2 C3 C4 N2 -0.34(15) . . . . ?
N2 C4 C5 C6 6.7(2) . . . . ?
C3 C4 C5 C6 -169.74(13) . . . . ?
N2 C4 C5 C15 -174.59(12) . . . . ?
C3 C4 C5 C15 9.0(2) . . . . ?
C4 C5 C6 N3 20.8(2) . . . . ?
C15 C5 C6 N3 -158.02(12) . . . . ?
C4 C5 C6 C7 -155.63(15) . . . . ?
C15 C5 C6 C7 25.6(2) . . . . ?
N3 C6 C7 C8 -2.21(16) . . . . ?
C5 C6 C7 C8 174.64(14) . . . . ?
C6 C7 C8 C9 2.02(17) . . . . ?
C7 C8 C9 N3 -1.03(16) . . . . ?
C7 C8 C9 C10 178.53(14) . . . . ?
N3 C9 C10 C11 33.8(2) . . . . ?
C8 C9 C10 C11 -145.68(15) . . . . ?
N3 C9 C10 C21 -145.03(13) . . . . ?
C8 C9 C10 C21 35.5(2) . . . . ?
C9 C10 C11 N4 10.7(2) . . . . ?
C21 C10 C11 N4 -170.49(12) . . . . ?
C9 C10 C11 C12 -166.30(13) . . . . ?
C21 C10 C11 C12 12.5(2) . . . . ?
C10 C11 C12 C13 178.64(14) . . . . ?
N4 C11 C12 C13 1.17(16) . . . . ?
C11 C12 C13 C14 0.59(16) . . . . ?
C12 C13 C14 N5 -178.43(15) . . . . ?
C12 C13 C14 N4 -2.17(16) . . . . ?
C4 C5 C15 C16 49.43(19) . . . . ?
C6 C5 C15 C16 -131.76(15) . . . . ?
C4 C5 C15 C20 -127.63(15) . . . . ?
C6 C5 C15 C20 51.18(18) . . . . ?
C20 C15 C16 C17 1.9(2) . . . . ?
C5 C15 C16 C17 -175.26(15) . . . . ?
C15 C16 C17 C18 0.8(3) . . . . ?
C16 C17 C18 C19 -2.2(3) . . . . ?
C17 C18 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C15 1.8(2) . . . . ?
C16 C15 C20 C19 -3.2(2) . . . . ?
C5 C15 C20 C19 173.99(14) . . . . ?
C11 C10 C21 C26 39.5(2) . . . . ?
C9 C10 C21 C26 -141.60(14) . . . . ?
C11 C10 C21 C22 -140.42(14) . . . . ?
C9 C10 C21 C22 38.44(18) . . . . ?
C26 C21 C22 C23 -1.5(2) . . . . ?
C10 C21 C22 C23 178.50(14) . . . . ?
C21 C22 C23 C24 -0.4(2) . . . . ?
C22 C23 C24 C25 1.3(2) . . . . ?
C23 C24 C25 C26 -0.4(2) . . . . ?
C24 C25 C26 C21 -1.4(2) . . . . ?
C22 C21 C26 C25 2.3(2) . . . . ?
C10 C21 C26 C25 -177.62(13) . . . . ?
C32 C27 C28 C29 -5.0(2) . . . . ?
N1 C27 C28 C29 176.46(12) . . . . ?
C27 C28 C29 C30 2.8(2) . . . . ?
C27 C28 C29 C33 -179.73(13) . . . . ?
C28 C29 C30 C31 1.6(2) . . . . ?
C33 C29 C30 C31 -175.76(14) . . . . ?
C29 C30 C31 C32 -3.8(2) . . . . ?
C29 C30 C31 C37 179.52(15) . . . . ?
C30 C31 C32 C27 1.6(2) . . . . ?
C37 C31 C32 C27 178.25(15) . . . . ?
C28 C27 C32 C31 2.7(2) . . . . ?
N1 C27 C32 C31 -178.66(13) . . . . ?
C30 C29 C33 C35 -12.0(2) . . . . ?
C28 C29 C33 C35 170.66(14) . . . . ?
C30 C29 C33 C34 -132.13(16) . . . . ?
C28 C29 C33 C34 50.5(2) . . . . ?
C30 C29 C33 C36 108.09(18) . . . . ?
C28 C29 C33 C36 -69.23(18) . . . . ?
C32 C31 C37 C40 -103.7(2) . . . . ?
C30 C31 C37 C40 72.9(2) . . . . ?
C32 C31 C37 C38 16.0(2) . . . . ?
C30 C31 C37 C38 -167.43(16) . . . . ?
C32 C31 C37 C39 136.33(19) . . . . ?
C30 C31 C37 C39 -47.1(2) . . . . ?
N5 C41 C42 C43 179.54(14) . . . . ?
C46 C41 C42 C43 -4.3(2) . . . . ?
C41 C42 C43 C44 2.0(2) . . . . ?
C41 C42 C43 C47 -178.18(16) . . . . ?
C42 C43 C44 C45 1.2(2) . . . . ?
C47 C43 C44 C45 -178.62(15) . . . . ?
C43 C44 C45 C46 -2.0(2) . . . . ?
C43 C44 C45 C48 175.69(14) . . . . ?
C44 C45 C46 C41 -0.4(2) . . . . ?
C48 C45 C46 C41 -178.06(13) . . . . ?
N5 C41 C46 C45 179.95(13) . . . . ?
C42 C41 C46 C45 3.5(2) . . . . ?
C44 C43 C47 F16 165.3(6) . . . . ?
C42 C43 C47 F16 -14.5(6) . . . . ?
C44 C43 C47 F9 -125.7(4) . . . . ?
C42 C43 C47 F9 54.4(4) . . . . ?
C44 C43 C47 F7 2.3(4) . . . . ?
C42 C43 C47 F7 -177.5(3) . . . . ?
C44 C43 C47 F18 24.6(7) . . . . ?
C42 C43 C47 F18 -155.3(7) . . . . ?
C44 C43 C47 F8 117.0(3) . . . . ?
C42 C43 C47 F8 -62.9(3) . . . . ?
C44 C43 C47 F17 -80.8(5) . . . . ?
C42 C43 C47 F17 99.3(5) . . . . ?
C46 C45 C48 F10 -154.78(14) . . . . ?
C44 C45 C48 F10 27.5(2) . . . . ?
C46 C45 C48 F12 -31.9(2) . . . . ?
C44 C45 C48 F12 150.33(14) . . . . ?
C46 C45 C48 F11 85.80(17) . . . . ?
C44 C45 C48 F11 -91.92(16) . . . . ?
N7 C49 C50 C51 -2.32(16) . . . . ?
N6 C49 C50 C51 178.77(14) . . . . ?
C49 C50 C51 C52 1.58(16) . . . . ?
C50 C51 C52 C53 177.05(14) . . . . ?
C50 C51 C52 N7 -0.48(16) . . . . ?
N7 C52 C53 C54 5.7(2) . . . . ?
C51 C52 C53 C54 -171.43(13) . . . . ?
N7 C52 C53 C100 -172.34(13) . . . . ?
C51 C52 C53 C100 10.5(2) . . . . ?
C52 C53 C54 N8 14.9(2) . . . . ?
C100 C53 C54 N8 -166.99(13) . . . . ?
C52 C53 C54 C55 -158.66(15) . . . . ?
C100 C53 C54 C55 19.5(2) . . . . ?
N8 C54 C55 C56 -2.15(16) . . . . ?
C53 C54 C55 C56 172.24(14) . . . . ?
C54 C55 C56 C57 1.92(16) . . . . ?
C55 C56 C57 N8 -0.94(16) . . . . ?
C55 C56 C57 C58 177.79(13) . . . . ?
N8 C57 C58 C65 35.58(19) . . . . ?
C56 C57 C58 C65 -142.97(15) . . . . ?
N8 C57 C58 C59 -144.81(13) . . . . ?
C56 C57 C58 C59 36.6(2) . . . . ?
C65 C58 C59 C64 40.48(19) . . . . ?
C57 C58 C59 C64 -139.13(13) . . . . ?
C65 C58 C59 C60 -140.36(14) . . . . ?
C57 C58 C59 C60 40.03(18) . . . . ?
C64 C59 C60 C61 -0.1(2) . . . . ?
C58 C59 C60 C61 -179.28(14) . . . . ?
C59 C60 C61 C62 -0.3(2) . . . . ?
C60 C61 C62 C63 0.0(2) . . . . ?
C61 C62 C63 C64 0.7(2) . . . . ?
C62 C63 C64 C59 -1.0(2) . . . . ?
C60 C59 C64 C63 0.7(2) . . . . ?
C58 C59 C64 C63 179.92(13) . . . . ?
C57 C58 C65 N9 8.1(2) . . . . ?
C59 C58 C65 N9 -171.49(12) . . . . ?
C57 C58 C65 C66 -169.54(13) . . . . ?
C59 C58 C65 C66 10.9(2) . . . . ?
C58 C65 C66 C67 179.49(13) . . . . ?
N9 C65 C66 C67 1.48(14) . . . . ?
C65 C66 C67 C68 0.00(15) . . . . ?
C66 C67 C68 N10 -177.34(14) . . . . ?
C66 C67 C68 N9 -1.52(15) . . . . ?
N10 C69 C70 C71 178.20(13) . . . . ?
C74 C69 C70 C71 -4.0(2) . . . . ?
C69 C70 C71 C72 2.5(2) . . . . ?
C69 C70 C71 C75 -176.92(15) . . . . ?
C70 C71 C72 C73 0.3(2) . . . . ?
C75 C71 C72 C73 179.65(15) . . . . ?
C71 C72 C73 C74 -1.4(2) . . . . ?
C71 C72 C73 C76 -178.05(14) . . . . ?
C72 C73 C74 C69 -0.3(2) . . . . ?
C76 C73 C74 C69 176.36(13) . . . . ?
N10 C69 C74 C73 -179.13(12) . . . . ?
C70 C69 C74 C73 2.9(2) . . . . ?
C72 C71 C75 F6 72.7(4) . . . . ?
C70 C71 C75 F6 -107.9(4) . . . . ?
C72 C71 C75 F5 -150.7(4) . . . . ?
C70 C71 C75 F5 28.7(5) . . . . ?
C72 C71 C75 F14 -121.7(5) . . . . ?
C70 C71 C75 F14 57.7(5) . . . . ?
C72 C71 C75 F15 18.1(4) . . . . ?
C70 C71 C75 F15 -162.5(4) . . . . ?
C72 C71 C75 F4 -40.8(3) . . . . ?
C70 C71 C75 F4 138.6(3) . . . . ?
C72 C71 C75 F13 130.3(3) . . . . ?
C70 C71 C75 F13 -50.3(3) . . . . ?
C72 C73 C76 F2 -156.72(14) . . . . ?
C74 C73 C76 F2 26.6(2) . . . . ?
C72 C73 C76 F1 -35.0(2) . . . . ?
C74 C73 C76 F1 148.30(14) . . . . ?
C72 C73 C76 F3 84.10(17) . . . . ?
C74 C73 C76 F3 -92.62(17) . . . . ?
C82 C77 C78 C79 1.1(2) . . . . ?
N6 C77 C78 C79 178.71(12) . . . . ?
C77 C78 C79 C80 2.5(2) . . . . ?
C77 C78 C79 C83 -179.14(12) . . . . ?
C78 C79 C80 C81 -3.4(2) . . . . ?
C83 C79 C80 C81 178.30(13) . . . . ?
C79 C80 C81 C82 0.6(2) . . . . ?
C79 C80 C81 C87 -178.78(13) . . . . ?
C78 C77 C82 C81 -4.0(2) . . . . ?
N6 C77 C82 C81 178.53(12) . . . . ?
C80 C81 C82 C77 3.2(2) . . . . ?
C87 C81 C82 C77 -177.46(13) . . . . ?
C78 C79 C83 C85 -88.45(17) . . . . ?
C80 C79 C83 C85 89.81(17) . . . . ?
C78 C79 C83 C86 150.02(14) . . . . ?
C80 C79 C83 C86 -31.72(19) . . . . ?
C78 C79 C83 C84 31.58(19) . . . . ?
C80 C79 C83 C84 -150.16(14) . . . . ?
C80 C81 C87 C88 3.4(2) . . . . ?
C82 C81 C87 C88 -175.98(14) . . . . ?
C80 C81 C87 C89 123.49(15) . . . . ?
C82 C81 C87 C89 -55.86(17) . . . . ?
C80 C81 C87 C90 -116.95(15) . . . . ?
C82 C81 C87 C90 63.71(18) . . . . ?
C94 C95 C96 C97 -175.9(12) . . . . ?
C95 C96 C97 C98 -177.9(12) . . . . ?
C96 C97 C98 C99 -179.4(13) . . . . ?
C52 C53 C100 C105 -123.94(16) . . . . ?
C54 C53 C100 C105 57.87(19) . . . . ?
C52 C53 C100 C101 54.9(2) . . . . ?
C54 C53 C100 C101 -123.30(16) . . . . ?
C105 C100 C101 C102 1.5(3) . . . . ?
C53 C100 C101 C102 -177.33(17) . . . . ?
C100 C101 C102 C103 0.4(3) . . . . ?
C101 C102 C103 C104 -1.4(3) . . . . ?
C102 C103 C104 C105 0.4(3) . . . . ?
C101 C100 C105 C104 -2.4(2) . . . . ?
C53 C100 C105 C104 176.40(14) . . . . ?
C103 C104 C105 C100 1.5(3) . . . . ?
N2 C1 N1 C27 173.41(12) . . . . ?
C2 C1 N1 C27 -9.2(2) . . . . ?
C28 C27 N1 C1 -27.8(2) . . . . ?
C32 C27 N1 C1 153.60(13) . . . . ?
N1 C1 N2 C4 178.77(11) . . . . ?
C2 C1 N2 C4 0.94(14) . . . . ?
C5 C4 N2 C1 -177.36(12) . . . . ?
C3 C4 N2 C1 -0.38(14) . . . . ?
C8 C9 N3 C6 -0.36(15) . . . . ?
C10 C9 N3 C6 -179.96(12) . . . . ?
C7 C6 N3 C9 1.60(15) . . . . ?
C5 C6 N3 C9 -175.53(12) . . . . ?
N5 C14 N4 C11 179.80(12) . . . . ?
C13 C14 N4 C11 2.96(15) . . . . ?
C10 C11 N4 C14 179.81(13) . . . . ?
C12 C11 N4 C14 -2.61(15) . . . . ?
N4 C14 N5 C41 172.24(12) . . . . ?
C13 C14 N5 C41 -11.9(2) . . . . ?
C42 C41 N5 C14 -36.6(2) . . . . ?
C46 C41 N5 C14 147.25(13) . . . . ?
N7 C49 N6 C77 168.29(13) . . . . ?
C50 C49 N6 C77 -12.9(2) . . . . ?
C82 C77 N6 C49 -19.3(2) . . . . ?
C78 C77 N6 C49 163.18(13) . . . . ?
N6 C49 N7 C52 -179.00(12) . . . . ?
C50 C49 N7 C52 1.98(15) . . . . ?
C53 C52 N7 C49 -178.55(13) . . . . ?
C51 C52 N7 C49 -0.95(15) . . . . ?
C56 C57 N8 C54 -0.42(15) . . . . ?
C58 C57 N8 C54 -179.24(12) . . . . ?
C55 C54 N8 C57 1.60(15) . . . . ?
C53 C54 N8 C57 -173.20(12) . . . . ?
N10 C68 N9 C65 178.97(11) . . . . ?
C67 C68 N9 C65 2.51(14) . . . . ?
C58 C65 N9 C68 179.40(12) . . . . ?
C66 C65 N9 C68 -2.49(14) . . . . ?
N9 C68 N10 C69 172.59(12) . . . . ?
C67 C68 N10 C69 -12.1(2) . . . . ?
C74 C69 N10 C68 140.89(13) . . . . ?
C70 C69 N10 C68 -41.31(19) . . . . ?
C110 C106 C108 C111 -64.3(6) . . . . ?
C106 C108 C111 C107 -169.2(4) . . . . ?
C109 C107 C111 C108 66.8(5) . . . . ?
C117 C115 C116 C112 178.3(8) . . . . ?
C114 C113 C117 C115 169.6(9) . . . . ?
C116 C115 C117 C113 -54.9(12) . . . . ?
C91 C91 C92 C93 65.5(6) 2_575 . . . ?
C120 C118 C119 C119 162(2) . . . 2_575 ?
