#------------------------------------------------------------------------------
#$Date: 2020-05-04 05:28:10 +0300 (Mon, 04 May 2020) $
#$Revision: 251437 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/47/4134701.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_4134701
loop_
_publ_author_name
'Winterfeld, Kim A.'
'Lavarda, Giulia'
'Yoshida, Kota'
'Bayerlein, Maximilian J.'
'Kise, Koki'
'Tanaka, Takayuki'
'Osuka, Atsuhiro'
'Guldi, Dirk M.'
'Torres, Tomás'
'Bottari, Giovanni'
_publ_section_title
;
 Synthesis and Optical Features of Axially and Peripherally Substituted
 Subporphyrins. A Paradigmatic Example of Charge Transfer versus Exciplex
 States.
;
_journal_issue                   17
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7920
_journal_page_last               7929
_journal_paper_doi               10.1021/jacs.0c01646
_journal_volume                  142
_journal_year                    2020
_chemical_formula_sum            'C49.5 H32 B Cl N8'
_chemical_formula_weight         785.09
_chemical_name_common            SubPTCBDaniline_axial_E2
_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
_cell_angle_alpha                108.158(6)
_cell_angle_beta                 90.077(7)
_cell_angle_gamma                94.144(6)
_cell_formula_units_Z            2
_cell_length_a                   11.0129(14)
_cell_length_b                   13.4588(16)
_cell_length_c                   15.067(2)
_cell_measurement_reflns_used    38
_cell_measurement_temperature    270.(2)
_cell_measurement_theta_max      32.7902
_cell_measurement_theta_min      2.8056
_cell_volume                     2115.8(5)
_computing_cell_refinement       'APEX3 v2015.5-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      270.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1456
_diffrn_reflns_av_unetI/netI     0.1304
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            58281
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.42
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             814
_exptl_crystal_size_max          0.404
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.404
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     552
_refine_ls_number_reflns         7754
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.2096
_refine_ls_R_factor_gt           0.0977
_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)+(0.1770P)²+1.8643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2772
_refine_ls_wR_factor_ref         0.3459
_reflns_number_gt                3484
_reflns_number_total             7754
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c01646_si_004.cif
_cod_data_source_block           02423GiuliaLavarda
_cod_depositor_comments
'Adding full bibliography for 4134700--4134702.cif.'
_cod_original_formula_sum        'C49.50 H32 B Cl N8'
_cod_database_code               4134701
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7791(5) 0.3405(5) 0.2582(4) 0.0386(15) Uani d . . . 1 . .
C C1 0.8974(5) 0.3701(4) 0.1245(4) 0.0417(13) Uani d . . . 1 . .
C C2 0.8846(5) 0.4307(5) 0.0639(4) 0.0507(15) Uani d . . . 1 . .
H H2 0.9355 0.432 0.015 0.061 Uiso calc U . R 1 . .
C C3 0.7852(5) 0.4867(5) 0.0892(4) 0.0508(15) Uani d . . . 1 . .
H H3 0.7563 0.5323 0.0602 0.061 Uiso calc U . R 1 . .
C C4 0.7331(5) 0.4638(4) 0.1675(4) 0.0452(14) Uani d . . . 1 . .
C C5 0.6532(5) 0.5154(4) 0.2370(4) 0.0447(14) Uani d . . . 1 . .
C C6 0.6594(5) 0.4991(4) 0.3254(4) 0.0436(14) Uani d . . . 1 . .
C C7 0.6238(5) 0.5563(5) 0.4175(4) 0.0499(15) Uani d . . . 1 . .
H H7 0.5722 0.6106 0.4326 0.06 Uiso calc U . R 1 . .
C C8 0.6791(5) 0.5171(4) 0.4791(4) 0.0464(14) Uani d . . . 1 . .
H H8 0.6721 0.5409 0.5437 0.056 Uiso calc U . R 1 . .
C C9 0.7493(5) 0.4338(4) 0.4285(4) 0.0397(13) Uani d . . . 1 . .
C C10 0.8444(5) 0.3821(4) 0.4538(4) 0.0380(13) Uani d . . . 1 . .
C C11 0.9280(4) 0.3372(4) 0.3842(4) 0.0385(13) Uani d . . . 1 . .
C C12 1.0508(5) 0.3061(4) 0.3829(4) 0.0463(14) Uani d . . . 1 . .
H H12 1.0931 0.2989 0.4338 0.056 Uiso calc U . R 1 . .
C C13 1.0948(5) 0.2889(4) 0.2956(4) 0.0514(15) Uani d . . . 1 . .
H H13 1.172 0.2684 0.2769 0.062 Uiso calc U . R 1 . .
C C14 1.0018(5) 0.3079(4) 0.2372(4) 0.0452(14) Uani d . . . 1 . .
C C15 0.9970(5) 0.3212(4) 0.1475(4) 0.0420(14) Uani d . . . 1 . .
C C16 0.5823(5) 0.5993(4) 0.2205(4) 0.0454(14) Uani d . . . 1 . .
C C17 0.5089(5) 0.5762(5) 0.1416(4) 0.0498(15) Uani d . . . 1 . .
H H17 0.5032 0.5087 0.0995 0.06 Uiso calc U . R 1 . .
C C18 0.4436(5) 0.6528(5) 0.1246(5) 0.0564(16) Uani d . . . 1 . .
H H18 0.3937 0.6367 0.0713 0.068 Uiso calc U . R 1 . .
C C19 0.4528(6) 0.7529(5) 0.1869(5) 0.0623(18) Uani d . . . 1 . .
H H19 0.4095 0.8048 0.1757 0.075 Uiso calc U . R 1 . .
C C20 0.5252(6) 0.7754(5) 0.2643(5) 0.0641(18) Uani d . . . 1 . .
H H20 0.5305 0.8429 0.3065 0.077 Uiso calc U . R 1 . .
C C21 0.5912(6) 0.7000(5) 0.2816(5) 0.0597(17) Uani d . . . 1 . .
H H21 0.6418 0.7171 0.3345 0.072 Uiso calc U . R 1 . .
C C22 0.8595(5) 0.3886(4) 0.5522(4) 0.0414(13) Uani d . . . 1 . .
C C23 0.7582(5) 0.3730(5) 0.6018(4) 0.0538(16) Uani d . . . 1 . .
H H23 0.6826 0.3552 0.5712 0.065 Uiso calc U . R 1 . .
C C24 0.7670(7) 0.3832(6) 0.6967(5) 0.0696(19) Uani d . . . 1 . .
H H24 0.6973 0.3748 0.7292 0.083 Uiso calc U . R 1 . .
C C25 0.8789(7) 0.4056(5) 0.7421(5) 0.0684(19) Uani d . . . 1 . .
H H25 0.8853 0.4116 0.8051 0.082 Uiso calc U . R 1 . .
C C26 0.9814(7) 0.4192(5) 0.6936(5) 0.0604(18) Uani d . . . 1 . .
H H26 1.0574 0.4328 0.7237 0.073 Uiso calc U . R 1 . .
C C27 0.9718(5) 0.4128(4) 0.5996(4) 0.0473(14) Uani d . . . 1 . .
H H27 1.0412 0.4248 0.5683 0.057 Uiso calc U . R 1 . .
C C28 1.0983(5) 0.2965(4) 0.0819(4) 0.0491(15) Uani d . . . 1 . .
C C29 1.2184(6) 0.3239(5) 0.1104(5) 0.0626(18) Uani d . . . 1 . .
H H29 1.2372 0.362 0.1725 0.075 Uiso calc U . R 1 . .
C C30 1.3110(7) 0.2958(6) 0.0484(7) 0.081(2) Uani d . . . 1 . .
H H30 1.3918 0.3136 0.0686 0.097 Uiso calc U . R 1 . .
C C31 1.2827(9) 0.2409(7) -0.0443(8) 0.099(3) Uani d . . . 1 . .
H H31 1.3448 0.2213 -0.0865 0.119 Uiso calc U . R 1 . .
C C32 1.1651(9) 0.2156(6) -0.0734(6) 0.094(3) Uani d . . . 1 . .
H H32 1.1468 0.1798 -0.136 0.113 Uiso calc U . R 1 . .
C C33 1.0721(7) 0.2424(5) -0.0115(5) 0.0685(19) Uani d . . . 1 . .
H H33 0.9916 0.2241 -0.0323 0.082 Uiso calc U . R 1 . .
C C34 0.6957(5) 0.2263(4) 0.2284(4) 0.0429(14) Uani d . . . 1 . .
C C35 0.6599(6) 0.1697(5) 0.1425(5) 0.0623(18) Uani d . . . 1 . .
C C36 0.6881(6) 0.1956(5) 0.0565(5) 0.0598(18) Uani d . . . 1 . .
C C37 0.5909(8) 0.0683(6) 0.1241(5) 0.081(2) Uani d . . . 1 . .
C C38 0.6549(6) 0.1830(5) 0.3049(4) 0.0560(16) Uani d . . . 1 . .
C C39 0.5431(6) 0.2170(5) 0.3432(5) 0.0636(18) Uani d . . . 1 . .
C C40 0.4775(6) 0.2821(6) 0.3088(5) 0.0637(19) Uani d . . . 1 . .
C C41 0.4845(8) 0.1868(6) 0.4176(6) 0.086(2) Uani d . . . 1 . .
C C42 0.7309(6) 0.1117(5) 0.3295(5) 0.0602(18) Uani d . . . 1 . .
C C43 0.7007(8) 0.0622(7) 0.3979(6) 0.093(3) Uani d . . . 1 . .
H H43 0.6301 0.0787 0.4314 0.111 Uiso calc U . R 1 . .
C C44 0.7689(9) -0.0063(7) 0.4159(7) 0.104(3) Uani d . . . 1 . .
H H44 0.7446 -0.0379 0.4605 0.125 Uiso calc U . R 1 . .
C C45 0.8759(8) -0.0317(6) 0.3692(6) 0.081(2) Uani d . . . 1 . .
C C46 0.9074(7) 0.0155(5) 0.3052(5) 0.073(2) Uani d . . . 1 . .
H H46 0.9813 0.0019 0.2757 0.088 Uiso calc U . R 1 . .
C C47 0.8366(6) 0.0818(5) 0.2818(5) 0.0598(17) Uani d . . . 1 . .
H H47 0.859 0.1076 0.2332 0.072 Uiso calc U . R 1 . .
C C48 1.0628(10) -0.1245(8) 0.3427(8) 0.138(4) Uani d . . . 1 . .
H H48A 1.045 -0.175 0.2824 0.207 Uiso calc U . R 1 . .
H H48B 1.1165 -0.1526 0.3775 0.207 Uiso calc U . R 1 . .
H H48C 1.1012 -0.0614 0.3352 0.207 Uiso calc U . R 1 . .
C C49 0.9166(10) -0.1540(7) 0.4576(8) 0.132(4) Uani d . . . 1 . .
H H49A 0.8445 -0.1995 0.4345 0.198 Uiso calc U . R 1 . .
H H49B 0.9002 -0.1032 0.5162 0.198 Uiso calc U . R 1 . .
H H49C 0.981 -0.1948 0.4663 0.198 Uiso calc U . R 1 . .
C C50 0.2563(11) 0.0557(9) 0.1362(11) 0.071(4) Uani d . P . 0.5 . .
H H50A 0.3119 0.0101 0.0961 0.085 Uiso calc U P R 0.5 . .
H H50B 0.2796 0.1269 0.1371 0.085 Uiso calc U P R 0.5 . .
Cl Cl1 0.2708(3) 0.0483(3) 0.2477(3) 0.0794(11) Uani d . P . 0.5 . .
Cl Cl2 0.1098(4) 0.0205(3) 0.0893(3) 0.0914(13) Uani d . P . 0.5 . .
N N1 0.7996(4) 0.3871(3) 0.1816(3) 0.0375(11) Uani d . . . 1 . .
N N2 0.7272(4) 0.4226(3) 0.3363(3) 0.0382(11) Uani d . . . 1 . .
N N3 0.9032(4) 0.3305(3) 0.2936(3) 0.0378(11) Uani d . . . 1 . .
N N4 0.7034(7) 0.2101(5) -0.0109(5) 0.092(2) Uani d . . . 1 . .
N N5 0.5388(8) -0.0102(6) 0.1105(6) 0.116(3) Uani d . . . 1 . .
N N6 0.4202(6) 0.3335(6) 0.2850(5) 0.091(2) Uani d . . . 1 . .
N N7 0.4279(9) 0.1672(6) 0.4746(6) 0.128(3) Uani d . . . 1 . .
N N8 0.9523(8) -0.1015(6) 0.3920(6) 0.110(2) Uani d . . . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B1 N2 . . 106.3(4) ?
N1 B1 N3 . . 105.7(4) ?
N2 B1 N3 . . 104.5(5) ?
N1 B1 C34 . . 115.1(5) ?
N2 B1 C34 . . 113.1(4) ?
N3 B1 C34 . . 111.3(4) ?
N1 C1 C2 . . 106.1(5) ?
N1 C1 C15 . . 119.6(5) ?
C2 C1 C15 . . 132.5(5) ?
C3 C2 C1 . . 108.5(5) ?
C2 C3 C4 . . 108.5(5) ?
N1 C4 C5 . . 119.3(5) ?
N1 C4 C3 . . 105.5(5) ?
C5 C4 C3 . . 133.6(5) ?
C4 C5 C6 . . 118.3(5) ?
C4 C5 C16 . . 118.4(5) ?
C6 C5 C16 . . 122.3(5) ?
N2 C6 C5 . . 119.4(5) ?
N2 C6 C7 . . 105.6(5) ?
C5 C6 C7 . . 134.3(5) ?
C8 C7 C6 . . 107.8(5) ?
C7 C8 C9 . . 109.0(5) ?
N2 C9 C10 . . 119.8(5) ?
N2 C9 C8 . . 105.1(4) ?
C10 C9 C8 . . 133.7(5) ?
C9 C10 C11 . . 117.4(5) ?
C9 C10 C22 . . 118.5(5) ?
C11 C10 C22 . . 123.6(5) ?
N3 C11 C10 . . 119.3(4) ?
N3 C11 C12 . . 104.1(5) ?
C10 C11 C12 . . 135.9(5) ?
C13 C12 C11 . . 109.2(5) ?
C12 C13 C14 . . 108.4(5) ?
N3 C14 C15 . . 119.0(5) ?
N3 C14 C13 . . 104.7(5) ?
C15 C14 C13 . . 135.6(5) ?
C1 C15 C14 . . 118.3(5) ?
C1 C15 C28 . . 119.0(5) ?
C14 C15 C28 . . 122.3(5) ?
C17 C16 C21 . . 119.1(5) ?
C17 C16 C5 . . 119.5(5) ?
C21 C16 C5 . . 121.4(5) ?
C16 C17 C18 . . 120.5(6) ?
C19 C18 C17 . . 119.6(6) ?
C20 C19 C18 . . 119.8(6) ?
C19 C20 C21 . . 121.1(6) ?
C20 C21 C16 . . 120.0(6) ?
C23 C22 C27 . . 117.7(5) ?
C23 C22 C10 . . 119.3(5) ?
C27 C22 C10 . . 122.9(5) ?
C22 C23 C24 . . 121.5(6) ?
C25 C24 C23 . . 119.9(6) ?
C24 C25 C26 . . 119.6(6) ?
C25 C26 C27 . . 120.3(6) ?
C22 C27 C26 . . 120.9(6) ?
C29 C28 C33 . . 118.6(6) ?
C29 C28 C15 . . 122.3(6) ?
C33 C28 C15 . . 119.0(6) ?
C30 C29 C28 . . 120.9(7) ?
C29 C30 C31 . . 119.4(8) ?
C32 C31 C30 . . 120.1(7) ?
C31 C32 C33 . . 120.7(8) ?
C32 C33 C28 . . 120.1(7) ?
C35 C34 C38 . . 116.0(5) ?
C35 C34 B1 . . 125.9(5) ?
C38 C34 B1 . . 118.0(5) ?
C34 C35 C37 . . 121.2(6) ?
C34 C35 C36 . . 126.1(6) ?
C37 C35 C36 . . 112.6(6) ?
N4 C36 C35 . . 175.4(7) ?
N5 C37 C35 . . 179.2(9) ?
C39 C38 C42 . . 127.8(6) ?
C39 C38 C34 . . 114.0(5) ?
C42 C38 C34 . . 118.2(5) ?
C40 C39 C38 . . 121.0(6) ?
C40 C39 C41 . . 114.2(6) ?
C38 C39 C41 . . 124.7(7) ?
N6 C40 C39 . . 175.9(8) ?
N7 C41 C39 . . 173.1(10) ?
C47 C42 C43 . . 115.1(6) ?
C47 C42 C38 . . 120.9(6) ?
C43 C42 C38 . . 123.9(7) ?
C44 C43 C42 . . 122.6(8) ?
C43 C44 C45 . . 120.7(8) ?
C46 C45 C44 . . 117.7(7) ?
C46 C45 N8 . . 121.5(9) ?
C44 C45 N8 . . 120.7(8) ?
C45 C46 C47 . . 123.0(7) ?
C46 C47 C42 . . 120.6(7) ?
Cl1 C50 Cl2 . . 113.2(8) ?
C1 N1 C4 . . 111.0(4) ?
C1 N1 B1 . . 124.0(4) ?
C4 N1 B1 . . 124.4(4) ?
C6 N2 C9 . . 112.0(4) ?
C6 N2 B1 . . 124.7(5) ?
C9 N2 B1 . . 123.2(4) ?
C11 N3 C14 . . 113.3(4) ?
C11 N3 B1 . . 123.2(4) ?
C14 N3 B1 . . 123.4(5) ?
C45 N8 C49 . . 121.3(9) ?
C45 N8 C48 . . 118.8(8) ?
C49 N8 C48 . . 119.8(8) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.487(7) ?
B1 N2 . 1.487(7) ?
B1 N3 . 1.497(7) ?
B1 C34 . 1.665(8) ?
C1 N1 . 1.367(7) ?
C1 C2 . 1.415(8) ?
C1 C15 . 1.415(7) ?
C2 C3 . 1.362(8) ?
C3 C4 . 1.420(8) ?
C4 N1 . 1.376(6) ?
C4 C5 . 1.412(8) ?
C5 C6 . 1.419(8) ?
C5 C16 . 1.499(7) ?
C6 N2 . 1.364(6) ?
C6 C7 . 1.432(8) ?
C7 C8 . 1.365(8) ?
C8 C9 . 1.425(7) ?
C9 N2 . 1.370(7) ?
C9 C10 . 1.413(7) ?
C10 C11 . 1.415(7) ?
C10 C22 . 1.465(7) ?
C11 N3 . 1.365(7) ?
C11 C12 . 1.443(7) ?
C12 C13 . 1.360(8) ?
C13 C14 . 1.438(8) ?
C14 N3 . 1.371(7) ?
C14 C15 . 1.419(8) ?
C15 C28 . 1.477(8) ?
C16 C17 . 1.375(8) ?
C16 C21 . 1.378(8) ?
C17 C18 . 1.385(8) ?
C18 C19 . 1.378(9) ?
C19 C20 . 1.353(9) ?
C20 C21 . 1.377(8) ?
C22 C23 . 1.383(8) ?
C22 C27 . 1.394(8) ?
C23 C24 . 1.395(9) ?
C24 C25 . 1.376(10) ?
C25 C26 . 1.377(9) ?
C26 C27 . 1.395(8) ?
C28 C29 . 1.378(9) ?
C28 C33 . 1.386(9) ?
C29 C30 . 1.376(9) ?
C30 C31 . 1.384(12) ?
C31 C32 . 1.352(13) ?
C32 C33 . 1.377(10) ?
C34 C35 . 1.323(8) ?
C34 C38 . 1.501(8) ?
C35 C37 . 1.459(10) ?
C35 C36 . 1.472(10) ?
C36 N4 . 1.102(8) ?
C37 N5 . 1.125(9) ?
C38 C39 . 1.407(9) ?
C38 C42 . 1.447(8) ?
C39 C40 . 1.391(10) ?
C39 C41 . 1.443(10) ?
C40 N6 . 1.106(8) ?
C41 N7 . 1.147(9) ?
C42 C47 . 1.387(9) ?
C42 C43 . 1.419(10) ?
C43 C44 . 1.320(11) ?
C44 C45 . 1.382(12) ?
C45 C46 . 1.343(10) ?
C45 N8 . 1.423(10) ?
C46 C47 . 1.351(9) ?
C48 N8 . 1.429(12) ?
C49 N8 . 1.423(12) ?
C50 Cl1 . 1.721(16) ?
C50 Cl2 . 1.733(13) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C48 H48C Cl1 1_655 0.96 2.87 3.745(14) 152.2 ?
C50 H50A N5 . 0.97 2.55 3.287(15) 132.9 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 C3 . . . . 3.6(6) ?
C15 C1 C2 C3 . . . . -160.4(6) ?
C1 C2 C3 C4 . . . . 0.6(7) ?
C2 C3 C4 N1 . . . . -4.6(6) ?
C2 C3 C4 C5 . . . . 160.4(6) ?
N1 C4 C5 C6 . . . . 10.5(8) ?
C3 C4 C5 C6 . . . . -152.8(6) ?
N1 C4 C5 C16 . . . . 179.6(5) ?
C3 C4 C5 C16 . . . . 16.3(9) ?
C4 C5 C6 N2 . . . . -10.3(8) ?
C16 C5 C6 N2 . . . . -178.9(5) ?
C4 C5 C6 C7 . . . . 158.2(6) ?
C16 C5 C6 C7 . . . . -10.4(10) ?
N2 C6 C7 C8 . . . . 4.6(6) ?
C5 C6 C7 C8 . . . . -165.0(6) ?
C6 C7 C8 C9 . . . . -0.8(6) ?
C7 C8 C9 N2 . . . . -3.3(6) ?
C7 C8 C9 C10 . . . . 162.8(6) ?
N2 C9 C10 C11 . . . . 12.0(7) ?
C8 C9 C10 C11 . . . . -152.5(6) ?
N2 C9 C10 C22 . . . . -175.1(5) ?
C8 C9 C10 C22 . . . . 20.3(9) ?
C9 C10 C11 N3 . . . . -10.5(7) ?
C22 C10 C11 N3 . . . . 177.1(5) ?
C9 C10 C11 C12 . . . . 158.4(6) ?
C22 C10 C11 C12 . . . . -14.0(9) ?
N3 C11 C12 C13 . . . . 3.6(6) ?
C10 C11 C12 C13 . . . . -166.5(6) ?
C11 C12 C13 C14 . . . . -0.3(6) ?
C12 C13 C14 N3 . . . . -3.1(6) ?
C12 C13 C14 C15 . . . . 166.9(6) ?
N1 C1 C15 C14 . . . . -10.8(7) ?
C2 C1 C15 C14 . . . . 151.4(6) ?
N1 C1 C15 C28 . . . . 175.8(5) ?
C2 C1 C15 C28 . . . . -22.0(9) ?
N3 C14 C15 C1 . . . . 8.1(8) ?
C13 C14 C15 C1 . . . . -160.8(6) ?
N3 C14 C15 C28 . . . . -178.7(5) ?
C13 C14 C15 C28 . . . . 12.3(10) ?
C4 C5 C16 C17 . . . . 56.2(7) ?
C6 C5 C16 C17 . . . . -135.2(6) ?
C4 C5 C16 C21 . . . . -122.2(6) ?
C6 C5 C16 C21 . . . . 46.4(8) ?
C21 C16 C17 C18 . . . . -1.0(9) ?
C5 C16 C17 C18 . . . . -179.4(5) ?
C16 C17 C18 C19 . . . . 0.4(9) ?
C17 C18 C19 C20 . . . . -0.3(10) ?
C18 C19 C20 C21 . . . . 0.7(10) ?
C19 C20 C21 C16 . . . . -1.3(10) ?
C17 C16 C21 C20 . . . . 1.4(9) ?
C5 C16 C21 C20 . . . . 179.8(6) ?
C9 C10 C22 C23 . . . . 45.7(7) ?
C11 C10 C22 C23 . . . . -141.9(5) ?
C9 C10 C22 C27 . . . . -132.6(5) ?
C11 C10 C22 C27 . . . . 39.7(8) ?
C27 C22 C23 C24 . . . . 1.4(9) ?
C10 C22 C23 C24 . . . . -177.0(5) ?
C22 C23 C24 C25 . . . . -2.3(10) ?
C23 C24 C25 C26 . . . . 0.8(10) ?
C24 C25 C26 C27 . . . . 1.5(10) ?
C23 C22 C27 C26 . . . . 1.0(8) ?
C10 C22 C27 C26 . . . . 179.3(5) ?
C25 C26 C27 C22 . . . . -2.5(9) ?
C1 C15 C28 C29 . . . . 130.3(6) ?
C14 C15 C28 C29 . . . . -42.8(8) ?
C1 C15 C28 C33 . . . . -50.8(7) ?
C14 C15 C28 C33 . . . . 136.1(6) ?
C33 C28 C29 C30 . . . . -1.8(9) ?
C15 C28 C29 C30 . . . . 177.1(6) ?
C28 C29 C30 C31 . . . . 1.2(10) ?
C29 C30 C31 C32 . . . . 0.3(12) ?
C30 C31 C32 C33 . . . . -1.1(13) ?
C31 C32 C33 C28 . . . . 0.5(12) ?
C29 C28 C33 C32 . . . . 1.0(9) ?
C15 C28 C33 C32 . . . . -178.0(6) ?
N1 B1 C34 C35 . . . . 8.4(8) ?
N2 B1 C34 C35 . . . . 130.9(6) ?
N3 B1 C34 C35 . . . . -111.9(6) ?
N1 B1 C34 C38 . . . . -170.7(5) ?
N2 B1 C34 C38 . . . . -48.1(6) ?
N3 B1 C34 C38 . . . . 69.1(6) ?
C38 C34 C35 C37 . . . . -3.5(9) ?
B1 C34 C35 C37 . . . . 177.5(6) ?
C38 C34 C35 C36 . . . . -180.0(6) ?
B1 C34 C35 C36 . . . . 1.0(10) ?
C35 C34 C38 C39 . . . . -90.5(7) ?
B1 C34 C38 C39 . . . . 88.6(6) ?
C35 C34 C38 C42 . . . . 88.5(7) ?
B1 C34 C38 C42 . . . . -92.4(6) ?
C42 C38 C39 C40 . . . . -176.8(6) ?
C34 C38 C39 C40 . . . . 2.1(9) ?
C42 C38 C39 C41 . . . . 1.3(11) ?
C34 C38 C39 C41 . . . . -179.8(6) ?
C39 C38 C42 C47 . . . . 176.9(6) ?
C34 C38 C42 C47 . . . . -1.9(9) ?
C39 C38 C42 C43 . . . . 1.2(11) ?
C34 C38 C42 C43 . . . . -177.6(6) ?
C47 C42 C43 C44 . . . . 0.8(12) ?
C38 C42 C43 C44 . . . . 176.7(8) ?
C42 C43 C44 C45 . . . . 1.4(15) ?
C43 C44 C45 C46 . . . . -0.2(14) ?
C43 C44 C45 N8 . . . . 176.8(8) ?
C44 C45 C46 C47 . . . . -3.3(12) ?
N8 C45 C46 C47 . . . . 179.7(7) ?
C45 C46 C47 C42 . . . . 5.7(11) ?
C43 C42 C47 C46 . . . . -4.2(10) ?
C38 C42 C47 C46 . . . . 179.8(6) ?
C2 C1 N1 C4 . . . . -6.7(6) ?
C15 C1 N1 C4 . . . . 159.8(5) ?
C2 C1 N1 B1 . . . . -178.1(5) ?
C15 C1 N1 B1 . . . . -11.7(8) ?
C5 C4 N1 C1 . . . . -160.5(5) ?
C3 C4 N1 C1 . . . . 7.1(6) ?
C5 C4 N1 B1 . . . . 10.9(8) ?
C3 C4 N1 B1 . . . . 178.4(5) ?
N2 B1 N1 C1 . . . . 142.2(5) ?
N3 B1 N1 C1 . . . . 31.6(7) ?
C34 B1 N1 C1 . . . . -91.6(6) ?
N2 B1 N1 C4 . . . . -28.1(7) ?
N3 B1 N1 C4 . . . . -138.7(5) ?
C34 B1 N1 C4 . . . . 98.1(6) ?
C5 C6 N2 C9 . . . . 164.5(5) ?
C7 C6 N2 C9 . . . . -7.0(6) ?
C5 C6 N2 B1 . . . . -11.5(7) ?
C7 C6 N2 B1 . . . . 177.1(5) ?
C10 C9 N2 C6 . . . . -162.0(5) ?
C8 C9 N2 C6 . . . . 6.5(6) ?
C10 C9 N2 B1 . . . . 14.0(7) ?
C8 C9 N2 B1 . . . . -177.5(5) ?
N1 B1 N2 C6 . . . . 28.4(6) ?
N3 B1 N2 C6 . . . . 139.9(5) ?
C34 B1 N2 C6 . . . . -98.9(6) ?
N1 B1 N2 C9 . . . . -147.1(5) ?
N3 B1 N2 C9 . . . . -35.6(6) ?
C34 B1 N2 C9 . . . . 85.6(6) ?
C10 C11 N3 C14 . . . . 166.2(4) ?
C12 C11 N3 C14 . . . . -5.8(6) ?
C10 C11 N3 B1 . . . . -17.1(7) ?
C12 C11 N3 B1 . . . . 170.8(5) ?
C15 C14 N3 C11 . . . . -166.3(5) ?
C13 C14 N3 C11 . . . . 5.7(6) ?
C15 C14 N3 B1 . . . . 17.0(7) ?
C13 C14 N3 B1 . . . . -170.9(5) ?
N1 B1 N3 C11 . . . . 149.3(4) ?
N2 B1 N3 C11 . . . . 37.4(6) ?
C34 B1 N3 C11 . . . . -85.0(6) ?
N1 B1 N3 C14 . . . . -34.4(6) ?
N2 B1 N3 C14 . . . . -146.3(5) ?
C34 B1 N3 C14 . . . . 91.3(6) ?
C46 C45 N8 C49 . . . . -177.9(8) ?
C44 C45 N8 C49 . . . . 5.2(13) ?
C46 C45 N8 C48 . . . . -2.3(12) ?
C44 C45 N8 C48 . . . . -179.2(9) ?
