#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:06:14 +0200 (Mon 18 de Aug de 2025) $
#$Revision: 301780 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/94/1559497.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_1559497
loop_
_publ_author_name
'Gangada, Suneel'
'Ramnagar, Ramya Athira'
'Sangolkar, Akanksha Ashok'
'Pawar, Ravinder'
'Nanubolu, Jagadeesh Babu'
'Roy, Partha'
'Giribabu, Lingamallu'
'Chitta, Raghu'
_publ_section_title
;
 Excitation-Wavelength-Dependent Light-Induced Electron Transfer and
 Twisted Intramolecular Charge Transfer in
 N,N-Bis(4'-tert-butylbiphenyl-4-yl)aniline
 Functionalized Borondipyrromethenes.
;
_journal_issue                   47
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              9738
_journal_page_last               9750
_journal_paper_doi               10.1021/acs.jpca.0c04789
_journal_volume                  124
_journal_year                    2020
_chemical_formula_moiety         'C47 H44 B F2 N3'
_chemical_formula_sum            'C47 H44 B F2 N3'
_chemical_formula_weight         699.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 105.986(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.5433(6)
_cell_length_b                   14.4891(7)
_cell_length_c                   20.4970(9)
_cell_measurement_reflns_used    9927
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.447
_cell_measurement_theta_min      2.5265
_cell_volume                     3866.6(3)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            36145
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.145
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_description       block
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0046(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         8877
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0620
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1716
_refine_ls_wR_factor_ref         0.1945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5739
_reflns_number_total             8877
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp0c04789_si_002.cif
_cod_data_source_block           KA383_0m
_cod_depositor_comments          'Adding full bibliography for 1559497.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1559497
_shelx_shelxl_version_number     2018/3
_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   0.976
_shelx_estimated_absorpt_t_max   0.988
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.21942(12) 1.06682(9) 0.52534(8) 0.0927(5) Uani 1 1 d . . . . .
F2 F 0.25802(11) 1.05272(9) 0.42542(7) 0.0841(4) Uani 1 1 d . . . . .
N1 N 0.25324(11) 0.40384(10) 0.49282(8) 0.0515(4) Uani 1 1 d . . . . .
N2 N 0.32631(13) 0.94101(10) 0.51203(8) 0.0512(4) Uani 1 1 d . . . . .
N3 N 0.14252(13) 0.94171(11) 0.45188(8) 0.0529(4) Uani 1 1 d . . . . .
C1 C 0.34349(13) 0.35974(12) 0.53275(9) 0.0424(4) Uani 1 1 d . . . . .
C2 C 0.43891(13) 0.39936(12) 0.54031(9) 0.0459(4) Uani 1 1 d . . . . .
H2 H 0.443950 0.453960 0.517590 0.055 Uiso 1 1 calc R U . . .
C3 C 0.52664(13) 0.35918(13) 0.58099(9) 0.0468(4) Uani 1 1 d . . . . .
H3 H 0.589630 0.388070 0.586072 0.056 Uiso 1 1 calc R U . . .
C4 C 0.52306(14) 0.27646(13) 0.61458(8) 0.0446(4) Uani 1 1 d . . . . .
C5 C 0.42737(15) 0.23548(13) 0.60439(10) 0.0529(5) Uani 1 1 d . . . . .
H5 H 0.422762 0.178976 0.624885 0.063 Uiso 1 1 calc R U . . .
C6 C 0.33885(14) 0.27601(13) 0.56479(10) 0.0525(5) Uani 1 1 d . . . . .
H6 H 0.275807 0.247133 0.559523 0.063 Uiso 1 1 calc R U . . .
C7 C 0.61871(15) 0.23500(13) 0.65839(9) 0.0479(5) Uani 1 1 d . . . . .
C8 C 0.69395(17) 0.28883(15) 0.70059(11) 0.0658(6) Uani 1 1 d . . . . .
H8 H 0.682649 0.351850 0.703284 0.079 Uiso 1 1 calc R U . . .
C9 C 0.78556(18) 0.25157(15) 0.73893(11) 0.0680(6) Uani 1 1 d . . . . .
H9 H 0.833969 0.290237 0.766873 0.082 Uiso 1 1 calc R U . . .
C10 C 0.80726(16) 0.15907(15) 0.73699(9) 0.0545(5) Uani 1 1 d . . . . .
C11 C 0.73267(19) 0.10532(16) 0.69505(13) 0.0760(7) Uani 1 1 d . . . . .
H11 H 0.744231 0.042319 0.692532 0.091 Uiso 1 1 calc R U . . .
C12 C 0.64129(18) 0.14195(16) 0.65664(12) 0.0720(7) Uani 1 1 d . . . . .
H12 H 0.593260 0.103013 0.628663 0.086 Uiso 1 1 calc R U . . .
C13 C 0.91047(17) 0.12006(17) 0.77966(10) 0.0646(6) Uani 1 1 d . . . . .
C14 C 0.99931(19) 0.1841(2) 0.77739(14) 0.0964(9) Uani 1 1 d . . . . .
H14A H 1.063012 0.157157 0.802911 0.145 Uiso 1 1 calc R U . . .
H14B H 0.990217 0.242766 0.796693 0.145 Uiso 1 1 calc R U . . .
H14C H 1.000432 0.192483 0.731142 0.145 Uiso 1 1 calc R U . . .
C15 C 0.9075(2) 0.1111(2) 0.85319(12) 0.0940(9) Uani 1 1 d . . . . .
H15A H 0.972319 0.088208 0.880327 0.141 Uiso 1 1 calc R U . . .
H15B H 0.853906 0.069073 0.855712 0.141 Uiso 1 1 calc R U . . .
H15C H 0.894388 0.170522 0.869836 0.141 Uiso 1 1 calc R U . . .
C16 C 0.9334(2) 0.0262(2) 0.75379(14) 0.0975(9) Uani 1 1 d . . . . .
H16A H 1.000645 0.006335 0.779154 0.146 Uiso 1 1 calc R U . . .
H16B H 0.930752 0.030854 0.706618 0.146 Uiso 1 1 calc R U . . .
H16C H 0.883288 -0.017780 0.759290 0.146 Uiso 1 1 calc R U . . .
C17 C 0.16833(13) 0.34956(12) 0.45474(9) 0.0448(4) Uani 1 1 d . . . . .
C18 C 0.18169(15) 0.28274(14) 0.41013(11) 0.0613(6) Uani 1 1 d . . . . .
H18 H 0.246783 0.271713 0.404983 0.074 Uiso 1 1 calc R U . . .
C19 C 0.09890(14) 0.23208(14) 0.37303(10) 0.0555(5) Uani 1 1 d . . . . .
H19 H 0.109103 0.187437 0.342937 0.067 Uiso 1 1 calc R U . . .
C20 C 0.00145(13) 0.24616(11) 0.37958(8) 0.0389(4) Uani 1 1 d . . . . .
C21 C -0.01041(13) 0.31235(12) 0.42582(8) 0.0433(4) Uani 1 1 d . . . . .
H21 H -0.075119 0.322492 0.431872 0.052 Uiso 1 1 calc R U . . .
C22 C 0.07214(13) 0.36345(13) 0.46302(9) 0.0448(4) Uani 1 1 d . . . . .
H22 H 0.062551 0.407398 0.493782 0.054 Uiso 1 1 calc R U . . .
C23 C -0.08760(13) 0.19124(11) 0.33988(8) 0.0382(4) Uani 1 1 d . . . . .
C24 C -0.10234(16) 0.17051(15) 0.27215(9) 0.0576(5) Uani 1 1 d . . . . .
H24 H -0.055019 0.191387 0.250146 0.069 Uiso 1 1 calc R U . . .
C25 C -0.18545(17) 0.11966(15) 0.23649(10) 0.0629(6) Uani 1 1 d . . . . .
H25 H -0.192952 0.107580 0.190823 0.075 Uiso 1 1 calc R U . . .
C26 C -0.25843(15) 0.08579(13) 0.26623(9) 0.0490(5) Uani 1 1 d . . . . .
C27 C -0.24301(16) 0.10657(16) 0.33337(10) 0.0643(6) Uani 1 1 d . . . . .
H27 H -0.289963 0.085306 0.355536 0.077 Uiso 1 1 calc R U . . .
C28 C -0.16018(16) 0.15800(16) 0.36929(9) 0.0604(6) Uani 1 1 d . . . . .
H28 H -0.153218 0.170580 0.414829 0.072 Uiso 1 1 calc R U . . .
C29 C -0.34719(18) 0.02444(17) 0.22717(11) 0.0695(6) Uani 1 1 d . . . . .
C31 C -0.3869(2) 0.0543(2) 0.15352(14) 0.1088(11) Uani 1 1 d . . . . .
H31A H -0.439337 0.012360 0.129751 0.163 Uiso 1 1 calc R U . . .
H31B H -0.331388 0.054127 0.132771 0.163 Uiso 1 1 calc R U . . .
H31C H -0.414973 0.115449 0.151500 0.163 Uiso 1 1 calc R U . . .
C33 C 0.24578(12) 0.50072(12) 0.48946(8) 0.0421(4) Uani 1 1 d . . . . .
C34 C 0.29047(13) 0.55507(12) 0.54605(9) 0.0437(4) Uani 1 1 d . . . . .
H34 H 0.323891 0.526930 0.586950 0.052 Uiso 1 1 calc R U . . .
C35 C 0.28570(13) 0.64970(12) 0.54209(9) 0.0425(4) Uani 1 1 d . . . . .
H35 H 0.316588 0.684478 0.580411 0.051 Uiso 1 1 calc R U . . .
C36 C 0.23569(12) 0.69483(12) 0.48202(8) 0.0384(4) Uani 1 1 d . . . . .
C37 C 0.18789(13) 0.63998(12) 0.42609(9) 0.0441(4) Uani 1 1 d . . . . .
H37 H 0.151792 0.668033 0.385763 0.053 Uiso 1 1 calc R U . . .
C38 C 0.19335(14) 0.54546(12) 0.42971(9) 0.0464(4) Uani 1 1 d . . . . .
H38 H 0.161500 0.510608 0.391630 0.056 Uiso 1 1 calc R U . . .
C39 C 0.23510(13) 0.79662(12) 0.47912(8) 0.0404(4) Uani 1 1 d . . . . .
C40 C 0.32649(14) 0.84511(12) 0.50827(9) 0.0439(4) Uani 1 1 d . . . . .
C41 C 0.42772(15) 0.81480(14) 0.53759(9) 0.0528(5) Uani 1 1 d . . . . .
H41 H 0.450517 0.753983 0.540971 0.063 Uiso 1 1 calc R U . . .
C42 C 0.48676(18) 0.89166(17) 0.56032(12) 0.0676(6) Uani 1 1 d . . . . .
H42 H 0.556555 0.892469 0.582665 0.081 Uiso 1 1 calc R U . . .
C43 C 0.42283(19) 0.96745(16) 0.54369(11) 0.0654(6) Uani 1 1 d . . . . .
H43 H 0.443657 1.028336 0.553089 0.078 Uiso 1 1 calc R U . . .
C44 C 0.14331(14) 0.84517(12) 0.45134(8) 0.0445(4) Uani 1 1 d . . . . .
C45 C 0.04075(15) 0.81533(15) 0.42779(9) 0.0543(5) Uani 1 1 d . . . . .
H45 H 0.018185 0.754456 0.422569 0.065 Uiso 1 1 calc R U . . .
C46 C -0.01985(18) 0.89287(18) 0.41393(12) 0.0691(6) Uani 1 1 d . . . . .
H46 H -0.091025 0.894030 0.397244 0.083 Uiso 1 1 calc R U . . .
C47 C 0.04394(19) 0.96860(17) 0.42924(11) 0.0683(6) Uani 1 1 d . . . . .
H47 H 0.021929 1.029653 0.424563 0.082 Uiso 1 1 calc R U . . .
B1 B 0.2365(2) 1.00558(16) 0.47869(13) 0.0593(6) Uani 1 1 d . . . . .
C30 C -0.2958(7) -0.0723(4) 0.2211(5) 0.099(3) Uani 0.679(18) 1 d . U P A 1
H30A H -0.347875 -0.115481 0.198703 0.149 Uiso 0.679(18) 1 calc R U P A 1
H30B H -0.261451 -0.094744 0.265627 0.149 Uiso 0.679(18) 1 calc R U P A 1
H30C H -0.246927 -0.065210 0.195272 0.149 Uiso 0.679(18) 1 calc R U P A 1
C32 C -0.4294(9) 0.0098(10) 0.2624(6) 0.135(4) Uani 0.679(18) 1 d . U P A 1
H32A H -0.480575 -0.031367 0.236074 0.202 Uiso 0.679(18) 1 calc R U P A 1
H32B H -0.460599 0.067886 0.267387 0.202 Uiso 0.679(18) 1 calc R U P A 1
H32C H -0.399589 -0.016599 0.306438 0.202 Uiso 0.679(18) 1 calc R U P A 1
C30D C -0.3390(18) -0.0711(11) 0.2491(12) 0.124(5) Uani 0.321(18) 1 d . U P A 2
H30D H -0.396222 -0.105413 0.221802 0.186 Uiso 0.321(18) 1 calc R U P A 2
H30E H -0.339315 -0.074199 0.295846 0.186 Uiso 0.321(18) 1 calc R U P A 2
H30F H -0.276190 -0.096901 0.244211 0.186 Uiso 0.321(18) 1 calc R U P A 2
C32D C -0.4490(13) 0.067(2) 0.2452(11) 0.124(6) Uani 0.321(18) 1 d . U P A 2
H32D H -0.508806 0.032889 0.220726 0.186 Uiso 0.321(18) 1 calc R U P A 2
H32E H -0.456901 0.130472 0.232260 0.186 Uiso 0.321(18) 1 calc R U P A 2
H32F H -0.441005 0.061184 0.293021 0.186 Uiso 0.321(18) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
C33 N1 C1 121.01(13) . . ?
C33 N1 C17 118.97(13) . . ?
C1 N1 C17 120.02(14) . . ?
C43 N2 C40 107.15(17) . . ?
C43 N2 B1 125.85(18) . . ?
C40 N2 B1 126.60(16) . . ?
C47 N3 C44 107.22(18) . . ?
C47 N3 B1 126.22(18) . . ?
C44 N3 B1 126.41(16) . . ?
C2 C1 C6 118.17(16) . . ?
C2 C1 N1 120.43(15) . . ?
C6 C1 N1 121.40(15) . . ?
C3 C2 C1 121.03(16) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.47(17) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 116.94(16) . . ?
C5 C4 C7 122.73(17) . . ?
C3 C4 C7 120.32(17) . . ?
C6 C5 C4 122.01(17) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C1 120.30(17) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C8 C7 C12 115.82(17) . . ?
C8 C7 C4 121.36(17) . . ?
C12 C7 C4 122.70(17) . . ?
C7 C8 C9 121.8(2) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C10 C9 C8 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 116.38(18) . . ?
C11 C10 C13 122.96(19) . . ?
C9 C10 C13 120.66(19) . . ?
C10 C11 C12 122.0(2) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C7 122.0(2) . . ?
C11 C12 H12 119.0 . . ?
C7 C12 H12 119.0 . . ?
C16 C13 C15 109.4(2) . . ?
C16 C13 C14 107.1(2) . . ?
C15 C13 C14 108.5(2) . . ?
C16 C13 C10 111.78(19) . . ?
C15 C13 C10 109.03(18) . . ?
C14 C13 C10 111.05(19) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 119.16(16) . . ?
C22 C17 N1 119.86(17) . . ?
C18 C17 N1 120.98(17) . . ?
C17 C18 C19 120.28(18) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 121.48(18) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C21 117.57(16) . . ?
C19 C20 C23 121.45(16) . . ?
C21 C20 C23 120.97(15) . . ?
C22 C21 C20 121.24(16) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C17 C22 C21 120.25(17) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C28 C23 C24 116.25(16) . . ?
C28 C23 C20 121.20(15) . . ?
C24 C23 C20 122.55(16) . . ?
C25 C24 C23 121.45(18) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 122.31(17) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C27 C26 C25 115.77(17) . . ?
C27 C26 C29 122.29(18) . . ?
C25 C26 C29 121.85(17) . . ?
C26 C27 C28 122.19(19) . . ?
C26 C27 H27 118.9 . . ?
C28 C27 H27 118.9 . . ?
C23 C28 C27 122.02(17) . . ?
C23 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C30D C29 C31 123.8(9) . . ?
C32 C29 C31 114.4(6) . . ?
C30D C29 C26 114.2(7) . . ?
C32 C29 C26 114.2(4) . . ?
C31 C29 C26 111.5(2) . . ?
C32 C29 C30 108.2(5) . . ?
C31 C29 C30 102.5(4) . . ?
C26 C29 C30 104.8(3) . . ?
C30D C29 C32D 106.4(9) . . ?
C31 C29 C32D 91.6(9) . . ?
C26 C29 C32D 104.7(6) . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C38 C33 C34 117.85(16) . . ?
C38 C33 N1 121.26(15) . . ?
C34 C33 N1 120.89(15) . . ?
C35 C34 C33 120.78(15) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C36 121.59(16) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C35 C36 C37 117.39(16) . . ?
C35 C36 C39 120.02(14) . . ?
C37 C36 C39 122.59(14) . . ?
C38 C37 C36 121.12(15) . . ?
C38 C37 H37 119.4 . . ?
C36 C37 H37 119.4 . . ?
C37 C38 C33 121.21(16) . . ?
C37 C38 H38 119.4 . . ?
C33 C38 H38 119.4 . . ?
C44 C39 C40 119.96(16) . . ?
C44 C39 C36 120.72(15) . . ?
C40 C39 C36 119.21(15) . . ?
N2 C40 C39 120.52(16) . . ?
N2 C40 C41 107.71(16) . . ?
C39 C40 C41 131.76(17) . . ?
C42 C41 C40 107.41(19) . . ?
C42 C41 H41 126.3 . . ?
C40 C41 H41 126.3 . . ?
C41 C42 C43 107.1(2) . . ?
C41 C42 H42 126.5 . . ?
C43 C42 H42 126.5 . . ?
N2 C43 C42 110.63(19) . . ?
N2 C43 H43 124.7 . . ?
C42 C43 H43 124.7 . . ?
N3 C44 C39 120.34(16) . . ?
N3 C44 C45 107.51(16) . . ?
C39 C44 C45 131.67(18) . . ?
C46 C45 C44 107.3(2) . . ?
C46 C45 H45 126.4 . . ?
C44 C45 H45 126.4 . . ?
C45 C46 C47 107.6(2) . . ?
C45 C46 H46 126.2 . . ?
C47 C46 H46 126.2 . . ?
N3 C47 C46 110.4(2) . . ?
N3 C47 H47 124.8 . . ?
C46 C47 H47 124.8 . . ?
F1 B1 F2 110.08(19) . . ?
F1 B1 N2 110.43(19) . . ?
F2 B1 N2 109.76(18) . . ?
F1 B1 N3 110.77(19) . . ?
F2 B1 N3 110.24(19) . . ?
N2 B1 N3 105.46(16) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C30D H30D 109.5 . . ?
C29 C30D H30E 109.5 . . ?
H30D C30D H30E 109.5 . . ?
C29 C30D H30F 109.5 . . ?
H30D C30D H30F 109.5 . . ?
H30E C30D H30F 109.5 . . ?
C29 C32D H32D 109.5 . . ?
C29 C32D H32E 109.5 . . ?
H32D C32D H32E 109.5 . . ?
C29 C32D H32F 109.5 . . ?
H32D C32D H32F 109.5 . . ?
H32E C32D H32F 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 B1 1.370(3) . ?
F2 B1 1.385(3) . ?
N1 C33 1.408(2) . ?
N1 C1 1.422(2) . ?
N1 C17 1.434(2) . ?
N2 C43 1.345(3) . ?
N2 C40 1.392(2) . ?
N2 B1 1.537(3) . ?
N3 C47 1.345(3) . ?
N3 C44 1.399(2) . ?
N3 B1 1.547(3) . ?
C1 C2 1.383(2) . ?
C1 C6 1.389(2) . ?
C2 C3 1.379(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(3) . ?
C4 C7 1.485(2) . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.382(3) . ?
C7 C12 1.385(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.374(3) . ?
C10 C13 1.538(3) . ?
C11 C12 1.377(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C16 1.522(4) . ?
C13 C15 1.524(3) . ?
C13 C14 1.530(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C22 1.374(2) . ?
C17 C18 1.377(3) . ?
C18 C19 1.380(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.378(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(2) . ?
C20 C23 1.487(2) . ?
C21 C22 1.382(2) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.374(3) . ?
C23 C24 1.380(2) . ?
C24 C25 1.375(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.386(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.367(3) . ?
C26 C29 1.532(3) . ?
C27 C28 1.379(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30D 1.450(15) . ?
C29 C32 1.500(10) . ?
C29 C31 1.519(4) . ?
C29 C30 1.585(7) . ?
C29 C32D 1.64(2) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C33 C38 1.395(2) . ?
C33 C34 1.395(2) . ?
C34 C35 1.374(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.394(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.399(2) . ?
C36 C39 1.476(2) . ?
C37 C38 1.372(2) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C44 1.405(2) . ?
C39 C40 1.405(2) . ?
C40 C41 1.407(3) . ?
C41 C42 1.375(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.382(3) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C44 C45 1.407(3) . ?
C45 C46 1.374(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.378(3) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C30D H30D 0.9600 . ?
C30D H30E 0.9600 . ?
C30D H30F 0.9600 . ?
C32D H32D 0.9600 . ?
C32D H32E 0.9600 . ?
C32D H32F 0.9600 . ?
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
C33 N1 C1 C2 -33.4(3) . . . . ?
C17 N1 C1 C2 146.11(18) . . . . ?
C33 N1 C1 C6 147.01(19) . . . . ?
C17 N1 C1 C6 -33.5(3) . . . . ?
C6 C1 C2 C3 -2.9(3) . . . . ?
N1 C1 C2 C3 177.46(17) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C2 C3 C4 C7 -179.65(17) . . . . ?
C3 C4 C5 C6 -2.3(3) . . . . ?
C7 C4 C5 C6 178.43(18) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C2 C1 C6 C5 1.7(3) . . . . ?
N1 C1 C6 C5 -178.69(17) . . . . ?
C5 C4 C7 C8 -140.1(2) . . . . ?
C3 C4 C7 C8 40.6(3) . . . . ?
C5 C4 C7 C12 44.1(3) . . . . ?
C3 C4 C7 C12 -135.2(2) . . . . ?
C12 C7 C8 C9 -0.5(3) . . . . ?
C4 C7 C8 C9 -176.6(2) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C8 C9 C10 C11 -0.3(4) . . . . ?
C8 C9 C10 C13 179.3(2) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C13 C10 C11 C12 -179.2(2) . . . . ?
C10 C11 C12 C7 -0.6(4) . . . . ?
C8 C7 C12 C11 0.6(3) . . . . ?
C4 C7 C12 C11 176.6(2) . . . . ?
C11 C10 C13 C16 18.1(3) . . . . ?
C9 C10 C13 C16 -161.4(2) . . . . ?
C11 C10 C13 C15 -103.0(3) . . . . ?
C9 C10 C13 C15 77.5(3) . . . . ?
C11 C10 C13 C14 137.6(3) . . . . ?
C9 C10 C13 C14 -42.0(3) . . . . ?
C33 N1 C17 C22 -54.7(2) . . . . ?
C1 N1 C17 C22 125.84(19) . . . . ?
C33 N1 C17 C18 125.9(2) . . . . ?
C1 N1 C17 C18 -53.6(3) . . . . ?
C22 C17 C18 C19 1.6(3) . . . . ?
N1 C17 C18 C19 -178.96(18) . . . . ?
C17 C18 C19 C20 -0.3(3) . . . . ?
C18 C19 C20 C21 -1.0(3) . . . . ?
C18 C19 C20 C23 -179.68(18) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C23 C20 C21 C22 179.81(15) . . . . ?
C18 C17 C22 C21 -1.5(3) . . . . ?
N1 C17 C22 C21 179.08(16) . . . . ?
C20 C21 C22 C17 0.1(3) . . . . ?
C19 C20 C23 C28 137.8(2) . . . . ?
C21 C20 C23 C28 -40.8(2) . . . . ?
C19 C20 C23 C24 -42.1(3) . . . . ?
C21 C20 C23 C24 139.34(19) . . . . ?
C28 C23 C24 C25 0.2(3) . . . . ?
C20 C23 C24 C25 -179.91(19) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C24 C25 C26 C27 0.4(3) . . . . ?
C24 C25 C26 C29 -176.3(2) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C29 C26 C27 C28 176.7(2) . . . . ?
C24 C23 C28 C27 0.2(3) . . . . ?
C20 C23 C28 C27 -179.7(2) . . . . ?
C26 C27 C28 C23 -0.3(4) . . . . ?
C27 C26 C29 C30D -67.2(14) . . . . ?
C25 C26 C29 C30D 109.2(14) . . . . ?
C27 C26 C29 C32 14.9(8) . . . . ?
C25 C26 C29 C32 -168.6(7) . . . . ?
C27 C26 C29 C31 146.5(3) . . . . ?
C25 C26 C29 C31 -37.0(3) . . . . ?
C27 C26 C29 C30 -103.3(5) . . . . ?
C25 C26 C29 C30 73.1(5) . . . . ?
C27 C26 C29 C32D 48.8(11) . . . . ?
C25 C26 C29 C32D -134.8(11) . . . . ?
C1 N1 C33 C38 144.46(18) . . . . ?
C17 N1 C33 C38 -35.0(3) . . . . ?
C1 N1 C33 C34 -35.8(3) . . . . ?
C17 N1 C33 C34 144.75(18) . . . . ?
C38 C33 C34 C35 -2.2(3) . . . . ?
N1 C33 C34 C35 178.05(16) . . . . ?
C33 C34 C35 C36 0.5(3) . . . . ?
C34 C35 C36 C37 1.7(3) . . . . ?
C34 C35 C36 C39 -178.00(16) . . . . ?
C35 C36 C37 C38 -2.3(3) . . . . ?
C39 C36 C37 C38 177.38(16) . . . . ?
C36 C37 C38 C33 0.7(3) . . . . ?
C34 C33 C38 C37 1.5(3) . . . . ?
N1 C33 C38 C37 -178.66(17) . . . . ?
C35 C36 C39 C44 -131.95(17) . . . . ?
C37 C36 C39 C44 48.4(2) . . . . ?
C35 C36 C39 C40 44.2(2) . . . . ?
C37 C36 C39 C40 -135.48(17) . . . . ?
C43 N2 C40 C39 178.33(16) . . . . ?
B1 N2 C40 C39 -8.6(3) . . . . ?
C43 N2 C40 C41 -1.36(19) . . . . ?
B1 N2 C40 C41 171.73(17) . . . . ?
C44 C39 C40 N2 2.2(2) . . . . ?
C36 C39 C40 N2 -173.93(15) . . . . ?
C44 C39 C40 C41 -178.16(18) . . . . ?
C36 C39 C40 C41 5.7(3) . . . . ?
N2 C40 C41 C42 1.6(2) . . . . ?
C39 C40 C41 C42 -177.99(19) . . . . ?
C40 C41 C42 C43 -1.3(2) . . . . ?
C40 N2 C43 C42 0.6(2) . . . . ?
B1 N2 C43 C42 -172.59(19) . . . . ?
C41 C42 C43 N2 0.5(3) . . . . ?
C47 N3 C44 C39 -173.36(17) . . . . ?
B1 N3 C44 C39 2.4(3) . . . . ?
C47 N3 C44 C45 -0.4(2) . . . . ?
B1 N3 C44 C45 175.34(17) . . . . ?
C40 C39 C44 N3 0.7(2) . . . . ?
C36 C39 C44 N3 176.78(15) . . . . ?
C40 C39 C44 C45 -170.35(18) . . . . ?
C36 C39 C44 C45 5.8(3) . . . . ?
N3 C44 C45 C46 0.6(2) . . . . ?
C39 C44 C45 C46 172.45(19) . . . . ?
C44 C45 C46 C47 -0.5(2) . . . . ?
C44 N3 C47 C46 0.0(2) . . . . ?
B1 N3 C47 C46 -175.69(19) . . . . ?
C45 C46 C47 N3 0.3(3) . . . . ?
C43 N2 B1 F1 -58.5(3) . . . . ?
C40 N2 B1 F1 129.68(19) . . . . ?
C43 N2 B1 F2 63.1(3) . . . . ?
C40 N2 B1 F2 -108.8(2) . . . . ?
C43 N2 B1 N3 -178.19(17) . . . . ?
C40 N2 B1 N3 10.0(2) . . . . ?
C47 N3 B1 F1 48.6(3) . . . . ?
C44 N3 B1 F1 -126.3(2) . . . . ?
C47 N3 B1 F2 -73.5(3) . . . . ?
C44 N3 B1 F2 111.6(2) . . . . ?
C47 N3 B1 N2 168.09(18) . . . . ?
C44 N3 B1 N2 -6.8(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168306897
