#------------------------------------------------------------------------------
#$Date: 2023-06-05 06:57:54 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284215 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/88/1568867.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_1568867
loop_
_publ_author_name
'Zhang, Xue'
'Sukhanov, Andrey A.'
'Liu, Xi'
'Taddei, Maria'
'Zhao, Jianzhang'
'Harriman, Anthony'
'Voronkova, Violeta K.'
'Wan, Yan'
'Dick, Bernhard'
'Di Donato, Mariangela'
_publ_section_title
;
 Origin of intersystem crossing in highly distorted organic molecules: a
 case study with red light-absorbing
 N,N,O,O-boron-chelated Bodipys.
;
_journal_issue                   19
_journal_name_full               'Chemical science'
_journal_page_first              5014
_journal_page_last               5027
_journal_paper_doi               10.1039/d3sc00854a
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C28 H19 B N2 O2'
_chemical_formula_sum            'C28 H19 B N2 O2'
_chemical_formula_weight         426.26
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-10-04 deposited with the CCDC.	2023-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                97.129(3)
_cell_angle_beta                 98.579(3)
_cell_angle_gamma                105.788(3)
_cell_formula_units_Z            2
_cell_length_a                   7.9377(10)
_cell_length_b                   9.5122(12)
_cell_length_c                   14.8507(19)
_cell_measurement_reflns_used    4880
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      26.000
_cell_measurement_theta_min      2.446
_cell_volume                     1050.8(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_unetI/netI     0.0969
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22543
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.640
_diffrn_reflns_theta_min         2.259
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6747
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.1579 before and 0.0620 after correction.
The Ratio of minimum to maximum transmission is 0.9049.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'metallic bluish blue'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1459
_refine_ls_R_factor_gt           0.0659
_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)+(0.0447P)²+0.4030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1362
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2730
_reflns_number_total             4893
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc00854a2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 1568867.cif.'
_cod_database_code               1568867
_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_max   0.959
_shelx_estimated_absorpt_t_min   0.959
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C14(H14), C15(H15),
 C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
B1 B 0.3742(3) 0.2922(3) 0.30042(18) 0.0229(6) Uani 1 1 d . . . . .
C1 C 1.3169(3) 0.8333(3) 0.1246(2) 0.0495(8) Uani 1 1 d . . . . .
H1A H 1.329347 0.939184 0.140554 0.074 Uiso 1 1 calc R U . . .
H1B H 1.313552 0.807913 0.058187 0.074 Uiso 1 1 calc R U . . .
H1C H 1.418585 0.811086 0.159514 0.074 Uiso 1 1 calc R U . . .
C2 C 1.1462(3) 0.7434(3) 0.14837(17) 0.0332(6) Uani 1 1 d . . . . .
C3 C 1.0774(3) 0.5924(3) 0.11569(17) 0.0336(6) Uani 1 1 d . . . . .
H3 H 1.137799 0.545464 0.076520 0.040 Uiso 1 1 calc R U . . .
C4 C 0.9235(3) 0.5082(3) 0.13850(16) 0.0290(6) Uani 1 1 d . . . . .
H4 H 0.877694 0.405343 0.113552 0.035 Uiso 1 1 calc R U . . .
C5 C 0.8347(3) 0.5735(2) 0.19813(16) 0.0254(5) Uani 1 1 d . . . . .
C6 C 0.9029(3) 0.7257(3) 0.23031(18) 0.0347(6) Uani 1 1 d . . . . .
H6 H 0.843908 0.772902 0.270223 0.042 Uiso 1 1 calc R U . . .
C7 C 1.0548(3) 0.8093(3) 0.20518(18) 0.0384(7) Uani 1 1 d . . . . .
H7 H 1.097239 0.913195 0.227071 0.046 Uiso 1 1 calc R U . . .
C8 C 0.6818(3) 0.4813(2) 0.23031(16) 0.0245(5) Uani 1 1 d . . . . .
C9 C 0.5348(3) 0.3797(2) 0.16779(16) 0.0233(5) Uani 1 1 d . . . . .
C10 C 0.4798(3) 0.3629(2) 0.07135(16) 0.0270(6) Uani 1 1 d . . . . .
H10 H 0.551822 0.402787 0.029547 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3025(3) 0.2783(2) 0.04811(16) 0.0277(6) Uani 1 1 d . . . . .
H11 H 0.230993 0.249129 -0.012225 0.033 Uiso 1 1 calc R U . . .
C12 C 0.2480(3) 0.2435(2) 0.13077(16) 0.0232(5) Uani 1 1 d . . . . .
C13 C 0.6837(3) 0.4921(2) 0.32543(17) 0.0248(5) Uani 1 1 d . . . . .
C14 C 0.8236(3) 0.5571(3) 0.40332(17) 0.0313(6) Uani 1 1 d . . . . .
H14 H 0.933497 0.628971 0.403548 0.038 Uiso 1 1 calc R U . . .
C15 C 0.7723(3) 0.4982(3) 0.47794(17) 0.0325(6) Uani 1 1 d . . . . .
H15 H 0.839578 0.522706 0.539231 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6015(3) 0.3945(3) 0.44754(16) 0.0250(5) Uani 1 1 d . . . . .
C17 C 0.4966(3) 0.2758(3) 0.48574(16) 0.0263(6) Uani 1 1 d . . . . .
C18 C 0.3766(3) 0.1530(3) 0.42338(17) 0.0273(6) Uani 1 1 d . . . . .
C19 C 0.2798(3) 0.0321(3) 0.45634(18) 0.0376(7) Uani 1 1 d . . . . .
H19 H 0.198578 -0.050520 0.414502 0.045 Uiso 1 1 calc R U . . .
C20 C 0.3024(4) 0.0326(3) 0.5508(2) 0.0483(8) Uani 1 1 d . . . . .
H20 H 0.234403 -0.049415 0.573358 0.058 Uiso 1 1 calc R U . . .
C21 C 0.4224(4) 0.1507(3) 0.6127(2) 0.0457(7) Uani 1 1 d . . . . .
H21 H 0.437908 0.148951 0.677212 0.055 Uiso 1 1 calc R U . . .
C22 C 0.5193(3) 0.2709(3) 0.58031(17) 0.0357(6) Uani 1 1 d . . . . .
H22 H 0.602672 0.351453 0.622809 0.043 Uiso 1 1 calc R U . . .
C23 C 0.0644(3) 0.2462(2) 0.24958(16) 0.0226(5) Uani 1 1 d . . . . .
C24 C -0.1006(3) 0.2135(2) 0.27655(17) 0.0279(6) Uani 1 1 d . . . . .
H24 H -0.108720 0.250334 0.337700 0.033 Uiso 1 1 calc R U . . .
C25 C -0.2521(3) 0.1280(3) 0.21506(18) 0.0315(6) Uani 1 1 d . . . . .
H25 H -0.363648 0.104592 0.234518 0.038 Uiso 1 1 calc R U . . .
C26 C -0.2431(3) 0.0755(3) 0.12483(18) 0.0332(6) Uani 1 1 d . . . . .
H26 H -0.348113 0.016618 0.082748 0.040 Uiso 1 1 calc R U . . .
C27 C -0.0809(3) 0.1096(2) 0.09671(17) 0.0295(6) Uani 1 1 d . . . . .
H27 H -0.075679 0.075427 0.034588 0.035 Uiso 1 1 calc R U . . .
C28 C 0.0759(3) 0.1933(2) 0.15791(16) 0.0230(5) Uani 1 1 d . . . . .
N1 N 0.3916(2) 0.29632(19) 0.20064(12) 0.0215(4) Uani 1 1 d . . . . .
N2 N 0.5459(2) 0.39944(19) 0.35776(13) 0.0229(4) Uani 1 1 d . . . . .
O1 O 0.21122(19) 0.33251(16) 0.31211(10) 0.0249(4) Uani 1 1 d . . . . .
O2 O 0.3576(2) 0.14768(16) 0.32948(10) 0.0259(4) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 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'
O O 0.0106 0.0060 '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
N1 B1 N2 105.64(19) . . ?
O1 B1 N1 106.73(18) . . ?
O1 B1 N2 114.86(19) . . ?
O2 B1 N1 115.34(19) . . ?
O2 B1 N2 106.91(18) . . ?
O2 B1 O1 107.63(19) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.2(2) . . ?
C3 C2 C7 117.9(2) . . ?
C7 C2 C1 120.9(2) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.3(2) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C8 120.4(2) . . ?
C6 C5 C4 117.9(2) . . ?
C6 C5 C8 121.7(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 120.9(2) . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C5 121.7(2) . . ?
C13 C8 C5 119.2(2) . . ?
C13 C8 C9 119.1(2) . . ?
C10 C9 C8 131.8(2) . . ?
N1 C9 C8 120.1(2) . . ?
N1 C9 C10 106.7(2) . . ?
C9 C10 H10 125.9 . . ?
C11 C10 C9 108.1(2) . . ?
C11 C10 H10 125.9 . . ?
C10 C11 H11 126.5 . . ?
C10 C11 C12 107.1(2) . . ?
C12 C11 H11 126.5 . . ?
C11 C12 C28 134.3(2) . . ?
N1 C12 C11 108.36(19) . . ?
N1 C12 C28 116.1(2) . . ?
C8 C13 C14 131.6(2) . . ?
N2 C13 C8 120.3(2) . . ?
N2 C13 C14 106.3(2) . . ?
C13 C14 H14 126.0 . . ?
C15 C14 C13 108.1(2) . . ?
C15 C14 H14 126.0 . . ?
C14 C15 H15 126.1 . . ?
C14 C15 C16 107.8(2) . . ?
C16 C15 H15 126.1 . . ?
C15 C16 C17 133.9(2) . . ?
N2 C16 C15 108.1(2) . . ?
N2 C16 C17 117.0(2) . . ?
C18 C17 C16 117.8(2) . . ?
C22 C17 C16 123.2(2) . . ?
C22 C17 C18 118.8(2) . . ?
C19 C18 C17 120.1(2) . . ?
O2 C18 C17 121.3(2) . . ?
O2 C18 C19 118.6(2) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.5(3) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C28 119.8(2) . . ?
O1 C23 C24 118.7(2) . . ?
O1 C23 C28 121.5(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(2) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C28 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C23 C28 C12 117.4(2) . . ?
C27 C28 C12 123.9(2) . . ?
C27 C28 C23 118.4(2) . . ?
C9 N1 B1 127.48(19) . . ?
C12 N1 B1 121.59(19) . . ?
C12 N1 C9 109.29(19) . . ?
C13 N2 B1 127.1(2) . . ?
C16 N2 B1 122.19(19) . . ?
C16 N2 C13 109.39(19) . . ?
C23 O1 B1 112.74(17) . . ?
C18 O2 B1 114.08(17) . . ?
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
B1 N1 1.513(3) . ?
B1 N2 1.518(3) . ?
B1 O1 1.474(3) . ?
B1 O2 1.469(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.510(3) . ?
C2 C3 1.385(3) . ?
C2 C7 1.389(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(3) . ?
C5 C6 1.394(3) . ?
C5 C8 1.472(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.414(3) . ?
C8 C13 1.401(3) . ?
C9 C10 1.409(3) . ?
C9 N1 1.389(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.409(3) . ?
C12 C28 1.454(3) . ?
C12 N1 1.355(3) . ?
C13 C14 1.421(3) . ?
C13 N2 1.393(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.412(3) . ?
C16 C17 1.441(3) . ?
C16 N2 1.351(3) . ?
C17 C18 1.412(3) . ?
C17 C22 1.397(3) . ?
C18 C19 1.387(3) . ?
C18 O2 1.373(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.392(3) . ?
C23 C28 1.416(3) . ?
C23 O1 1.365(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.390(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.397(3) . ?
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
C1 C2 C3 C4 178.6(2) . . . . ?
C1 C2 C7 C6 -177.1(2) . . . . ?
C2 C3 C4 C5 -1.8(4) . . . . ?
C3 C2 C7 C6 1.8(4) . . . . ?
C3 C4 C5 C6 2.4(3) . . . . ?
C3 C4 C5 C8 -173.5(2) . . . . ?
C4 C5 C6 C7 -0.9(4) . . . . ?
C4 C5 C8 C9 -52.7(3) . . . . ?
C4 C5 C8 C13 125.8(2) . . . . ?
C5 C6 C7 C2 -1.2(4) . . . . ?
C5 C8 C9 C10 -14.7(4) . . . . ?
C5 C8 C9 N1 -178.98(19) . . . . ?
C5 C8 C13 C14 -13.9(4) . . . . ?
C5 C8 C13 N2 -176.02(19) . . . . ?
C6 C5 C8 C9 131.6(2) . . . . ?
C6 C5 C8 C13 -49.9(3) . . . . ?
C7 C2 C3 C4 -0.3(4) . . . . ?
C8 C5 C6 C7 174.9(2) . . . . ?
C8 C9 C10 C11 -162.2(2) . . . . ?
C8 C9 N1 B1 -4.0(3) . . . . ?
C8 C9 N1 C12 161.4(2) . . . . ?
C8 C13 C14 C15 -160.9(2) . . . . ?
C8 C13 N2 B1 -6.9(3) . . . . ?
C8 C13 N2 C16 160.3(2) . . . . ?
C9 C8 C13 C14 164.7(2) . . . . ?
C9 C8 C13 N2 2.5(3) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C9 N1 B1 -171.9(2) . . . . ?
C10 C9 N1 C12 -6.5(2) . . . . ?
C10 C11 C12 C28 161.5(2) . . . . ?
C10 C11 C12 N1 -4.3(2) . . . . ?
C11 C12 C28 C23 -144.9(3) . . . . ?
C11 C12 C28 C27 28.2(4) . . . . ?
C11 C12 N1 B1 173.14(19) . . . . ?
C11 C12 N1 C9 6.7(2) . . . . ?
C13 C8 C9 C10 166.8(2) . . . . ?
C13 C8 C9 N1 2.5(3) . . . . ?
C13 C14 C15 C16 0.8(3) . . . . ?
C14 C13 N2 B1 -173.0(2) . . . . ?
C14 C13 N2 C16 -5.9(2) . . . . ?
C14 C15 C16 C17 163.5(2) . . . . ?
C14 C15 C16 N2 -4.5(3) . . . . ?
C15 C16 C17 C18 -150.1(2) . . . . ?
C15 C16 C17 C22 24.2(4) . . . . ?
C15 C16 N2 B1 174.35(19) . . . . ?
C15 C16 N2 C13 6.4(2) . . . . ?
C16 C17 C18 C19 176.4(2) . . . . ?
C16 C17 C18 O2 -1.2(3) . . . . ?
C16 C17 C22 C21 -176.3(2) . . . . ?
C17 C16 N2 B1 4.1(3) . . . . ?
C17 C16 N2 C13 -163.84(19) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C17 C18 O2 B1 -35.3(3) . . . . ?
C18 C17 C22 C21 -2.1(3) . . . . ?
C18 C19 C20 C21 -1.2(4) . . . . ?
C19 C18 O2 B1 147.1(2) . . . . ?
C19 C20 C21 C22 1.0(4) . . . . ?
C20 C21 C22 C17 0.7(4) . . . . ?
C22 C17 C18 C19 1.9(3) . . . . ?
C22 C17 C18 O2 -175.7(2) . . . . ?
C23 C24 C25 C26 -1.3(4) . . . . ?
C24 C23 C28 C12 173.77(19) . . . . ?
C24 C23 C28 C27 0.3(3) . . . . ?
C24 C23 O1 B1 146.9(2) . . . . ?
C24 C25 C26 C27 0.0(4) . . . . ?
C25 C26 C27 C28 1.4(4) . . . . ?
C26 C27 C28 C12 -174.6(2) . . . . ?
C26 C27 C28 C23 -1.5(3) . . . . ?
C28 C12 N1 B1 4.4(3) . . . . ?
C28 C12 N1 C9 -161.97(18) . . . . ?
C28 C23 C24 C25 1.1(3) . . . . ?
C28 C23 O1 B1 -34.9(3) . . . . ?
N1 B1 N2 C13 5.1(3) . . . . ?
N1 B1 N2 C16 -160.53(18) . . . . ?
N1 B1 O1 C23 54.0(2) . . . . ?
N1 B1 O2 C18 168.07(18) . . . . ?
N1 C9 C10 C11 3.7(2) . . . . ?
N1 C12 C28 C23 20.0(3) . . . . ?
N1 C12 C28 C27 -166.9(2) . . . . ?
N2 B1 N1 C9 0.4(3) . . . . ?
N2 B1 N1 C12 -163.38(18) . . . . ?
N2 B1 O1 C23 170.75(18) . . . . ?
N2 B1 O2 C18 51.0(2) . . . . ?
N2 C13 C14 C15 3.0(2) . . . . ?
N2 C16 C17 C18 17.1(3) . . . . ?
N2 C16 C17 C22 -168.7(2) . . . . ?
O1 B1 N1 C9 123.1(2) . . . . ?
O1 B1 N1 C12 -40.7(3) . . . . ?
O1 B1 N2 C13 -112.2(2) . . . . ?
O1 B1 N2 C16 82.1(3) . . . . ?
O1 B1 O2 C18 -72.9(2) . . . . ?
O1 C23 C24 C25 179.3(2) . . . . ?
O1 C23 C28 C12 -4.4(3) . . . . ?
O1 C23 C28 C27 -177.91(19) . . . . ?
O2 B1 N1 C9 -117.4(2) . . . . ?
O2 B1 N1 C12 78.8(3) . . . . ?
O2 B1 N2 C13 128.5(2) . . . . ?
O2 B1 N2 C16 -37.2(3) . . . . ?
O2 B1 O1 C23 -70.3(2) . . . . ?
O2 C18 C19 C20 177.4(2) . . . . ?
