#------------------------------------------------------------------------------
#$Date: 2020-03-25 01:39:19 +0200 (Wed, 25 Mar 2020) $
#$Revision: 249656 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/45/4134522.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_4134522
loop_
_publ_author_name
'Dai, Wen'
'Geib, Steven J.'
'Curran, Dennis P.'
_publ_section_title
;
 1,4-Hydroboration Reactions of Electron-Poor Aromatic Rings by
 N-Heterocyclic Carbene Boranes.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c00490
_journal_year                    2020
_chemical_formula_sum            'C29 H31 B N4'
_chemical_formula_weight         446.39
_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   mixed
_atom_sites_solution_primary     'intrinsic phasing'
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                103.0815(13)
_cell_angle_beta                 93.1613(13)
_cell_angle_gamma                99.9907(11)
_cell_formula_units_Z            2
_cell_length_a                   10.3229(3)
_cell_length_b                   10.4949(3)
_cell_length_c                   12.5496(3)
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.267
_cell_measurement_theta_min      4.370
_cell_volume                     1297.90(6)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21682
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_min         3.633
_diffrn_source                   'Bruker X8 Prospector Ultra Cu IMuS'
_exptl_absorpt_coefficient_mu    0.518
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_description       'rectangular prism'
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         4647
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.078
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0680P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1599
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4381
_reflns_number_total             4647
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c00490_si_003.cif
_cod_data_source_block           wendai011419
_cod_database_code               4134522
_shelx_shelxl_version_number     2017/1
_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   0.890
_shelx_estimated_absorpt_t_max   0.917
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 0.67421(13) 0.18387(13) 0.68843(11) 0.0265(3) Uani 1 1 d . . . . .
H1A H 0.7543(18) 0.2142(17) 0.6369(15) 0.047(5) Uiso 1 1 d . . . . .
H1B H 0.6071(16) 0.0870(15) 0.6463(13) 0.032(4) Uiso 1 1 d . . . . .
C1 C 0.58619(11) 0.29769(11) 0.71567(9) 0.0253(3) Uani 1 1 d . . . . .
N1 N 0.61042(10) 0.42327(10) 0.70082(8) 0.0266(3) Uani 1 1 d . . . . .
C2 C 0.51145(12) 0.49122(12) 0.73831(11) 0.0310(3) Uani 1 1 d . . . . .
H2 H 0.5149(17) 0.5810(17) 0.7373(14) 0.040(4) Uiso 1 1 d . . . . .
N2 N 0.47129(10) 0.28857(10) 0.76272(8) 0.0267(3) Uani 1 1 d . . . . .
C3 C 0.42438(12) 0.40712(12) 0.77722(11) 0.0310(3) Uani 1 1 d . . . . .
H3 H 0.3483(17) 0.4198(15) 0.8124(13) 0.035(4) Uiso 1 1 d . . . . .
N3 N 0.61340(14) -0.17843(12) 0.75825(12) 0.0481(3) Uani 1 1 d . . . . .
C4 C 0.69357(14) 0.43731(13) 0.52529(11) 0.0342(3) Uani 1 1 d . . . . .
N4 N 1.16635(12) 0.47702(13) 0.92184(11) 0.0460(3) Uani 1 1 d . . . . .
C5 C 0.78212(15) 0.50281(16) 0.46650(13) 0.0412(4) Uani 1 1 d . . . . .
H5 H 0.7732(19) 0.4732(18) 0.3860(16) 0.049(5) Uiso 1 1 d . . . . .
C6 C 0.88448(15) 0.60696(15) 0.51851(14) 0.0414(4) Uani 1 1 d . . . . .
C7 C 0.90029(14) 0.64204(14) 0.63216(13) 0.0383(3) Uani 1 1 d . . . . .
H7 H 0.968(2) 0.7159(19) 0.6688(16) 0.049(5) Uiso 1 1 d . . . . .
C8 C 0.81476(12) 0.58056(12) 0.69567(12) 0.0320(3) Uani 1 1 d . . . . .
C9 C 0.71138(12) 0.47909(12) 0.63973(11) 0.0289(3) Uani 1 1 d . . . . .
C10 C 0.58313(16) 0.32653(16) 0.46760(12) 0.0429(4) Uani 1 1 d . . . . .
H10A H 0.590(2) 0.245(2) 0.4893(16) 0.056(5) Uiso 1 1 d . . . . .
H10B H 0.587(2) 0.3109(19) 0.3895(18) 0.056(5) Uiso 1 1 d . . . . .
H10C H 0.499(2) 0.3516(19) 0.4825(17) 0.056(5) Uiso 1 1 d . . . . .
C11 C 0.9751(2) 0.6793(2) 0.4517(2) 0.0595(5) Uani 1 1 d . . . . .
H11A H 0.979(3) 0.775(3) 0.475(2) 0.091(8) Uiso 1 1 d . . . . .
H11B H 1.066(4) 0.685(3) 0.475(3) 0.125(12) Uiso 1 1 d . . . . .
H11C H 0.967(4) 0.641(4) 0.377(3) 0.127(12) Uiso 1 1 d . . . . .
C12 C 0.83459(15) 0.62400(15) 0.81886(13) 0.0391(3) Uani 1 1 d . . . . .
H12A H 0.843(2) 0.719(2) 0.8444(17) 0.060(5) Uiso 1 1 d . . . . .
H12B H 0.773(3) 0.575(2) 0.855(2) 0.075(7) Uiso 1 1 d . . . . .
H12C H 0.919(4) 0.589(3) 0.844(3) 0.123(11) Uiso 1 1 d . . . . .
C13 C 0.40901(12) 0.16215(13) 0.89867(11) 0.0313(3) Uani 1 1 d . . . . .
C14 C 0.34761(13) 0.04325(15) 0.92218(12) 0.0376(3) Uani 1 1 d . . . . .
H14 H 0.351(2) 0.0357(19) 0.9985(17) 0.055(5) Uiso 1 1 d . . . . .
C15 C 0.28160(13) -0.06445(13) 0.83970(13) 0.0377(3) Uani 1 1 d . . . . .
C16 C 0.27405(13) -0.05076(12) 0.73227(12) 0.0348(3) Uani 1 1 d . . . . .
H16 H 0.2256(17) -0.1295(17) 0.6716(14) 0.040(4) Uiso 1 1 d . . . . .
C17 C 0.33306(12) 0.06600(12) 0.70435(11) 0.0301(3) Uani 1 1 d . . . . .
C18 C 0.40314(11) 0.16912(11) 0.78933(10) 0.0273(3) Uani 1 1 d . . . . .
C19 C 0.47632(15) 0.27815(16) 0.98993(12) 0.0406(3) Uani 1 1 d . . . . .
H19A H 0.484(2) 0.2518(19) 1.0575(18) 0.054(5) Uiso 1 1 d . . . . .
H19B H 0.568(2) 0.312(2) 0.9760(17) 0.060(5) Uiso 1 1 d . . . . .
H19C H 0.427(2) 0.3548(19) 1.0043(16) 0.051(5) Uiso 1 1 d . . . . .
C20 C 0.21863(19) -0.19198(18) 0.86710(17) 0.0601(5) Uani 1 1 d . . . . .
H20A H 0.180381 -0.257801 0.799231 0.090 Uiso 1 1 calc R U . . .
H20B H 0.148826 -0.174761 0.915222 0.090 Uiso 1 1 calc R U . . .
H20C H 0.285657 -0.226460 0.904689 0.090 Uiso 1 1 calc R U . . .
C21 C 0.31847(15) 0.07898(15) 0.58769(12) 0.0394(3) Uani 1 1 d . . . . .
H21A H 0.400(2) 0.075(2) 0.5581(19) 0.065(6) Uiso 1 1 d . . . . .
H21B H 0.307(2) 0.169(2) 0.5861(19) 0.068(6) Uiso 1 1 d . . . . .
H21C H 0.251(2) 0.006(2) 0.5392(18) 0.065(6) Uiso 1 1 d . . . . .
C22 C 0.74379(12) 0.16375(12) 0.80612(10) 0.0276(3) Uani 1 1 d . . . . .
H22 H 0.6727(17) 0.1605(15) 0.8570(14) 0.035(4) Uiso 1 1 d . . . . .
C23 C 0.79303(13) 0.03403(12) 0.78358(11) 0.0312(3) Uani 1 1 d . . . . .
C24 C 0.91982(14) 0.02498(13) 0.77830(13) 0.0398(3) Uani 1 1 d . . . . .
H24 H 0.943(2) -0.0638(19) 0.7631(16) 0.053(5) Uiso 1 1 d . . . . .
C25 C 1.02823(14) 0.14394(14) 0.79832(15) 0.0416(4) Uani 1 1 d . . . . .
H25A H 1.100(2) 0.133(2) 0.8473(18) 0.058(5) Uiso 1 1 d . . . . .
H25B H 1.067(2) 0.149(2) 0.7273(18) 0.060(6) Uiso 1 1 d . . . . .
C26 C 0.98045(12) 0.27004(12) 0.84992(11) 0.0300(3) Uani 1 1 d . . . . .
C27 C 0.85254(12) 0.27642(12) 0.85477(10) 0.0288(3) Uani 1 1 d . . . . .
H27 H 0.8262(17) 0.3594(17) 0.8913(14) 0.040(4) Uiso 1 1 d . . . . .
C28 C 0.69385(14) -0.08472(13) 0.76651(12) 0.0363(3) Uani 1 1 d . . . . .
C29 C 1.08093(13) 0.38693(13) 0.89140(11) 0.0344(3) 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 0.0181 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'
B B 0.0090 0.0039 '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'
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
C1 B1 C22 109.54(10) . . ?
C1 B1 H1A 109.7(9) . . ?
C22 B1 H1A 109.1(9) . . ?
C1 B1 H1B 108.5(8) . . ?
C22 B1 H1B 107.6(8) . . ?
H1A B1 H1B 112.4(12) . . ?
N2 C1 N1 104.48(10) . . ?
N2 C1 B1 126.50(10) . . ?
N1 C1 B1 128.99(11) . . ?
C1 N1 C2 110.93(10) . . ?
C1 N1 C9 127.21(10) . . ?
C2 N1 C9 121.21(10) . . ?
C3 C2 N1 106.86(11) . . ?
C3 C2 H2 131.0(11) . . ?
N1 C2 H2 122.1(11) . . ?
C1 N2 C3 111.09(10) . . ?
C1 N2 C18 124.33(10) . . ?
C3 N2 C18 124.52(10) . . ?
C2 C3 N2 106.65(11) . . ?
C2 C3 H3 130.9(10) . . ?
N2 C3 H3 122.3(10) . . ?
C5 C4 C9 117.49(13) . . ?
C5 C4 C10 121.14(13) . . ?
C9 C4 C10 121.37(12) . . ?
C6 C5 C4 122.02(14) . . ?
C6 C5 H5 119.1(11) . . ?
C4 C5 H5 118.9(11) . . ?
C7 C6 C5 118.25(13) . . ?
C7 C6 C11 121.32(17) . . ?
C5 C6 C11 120.42(17) . . ?
C6 C7 C8 122.43(14) . . ?
C6 C7 H7 119.0(12) . . ?
C8 C7 H7 118.4(12) . . ?
C7 C8 C9 117.18(13) . . ?
C7 C8 C12 120.42(12) . . ?
C9 C8 C12 122.39(12) . . ?
C4 C9 C8 122.56(12) . . ?
C4 C9 N1 117.72(11) . . ?
C8 C9 N1 119.42(11) . . ?
C4 C10 H10A 110.8(12) . . ?
C4 C10 H10B 109.8(12) . . ?
H10A C10 H10B 108.3(16) . . ?
C4 C10 H10C 110.0(12) . . ?
H10A C10 H10C 111.1(17) . . ?
H10B C10 H10C 106.8(17) . . ?
C6 C11 H11A 110.2(17) . . ?
C6 C11 H11B 112(2) . . ?
H11A C11 H11B 94(3) . . ?
C6 C11 H11C 116(2) . . ?
H11A C11 H11C 119(3) . . ?
H11B C11 H11C 104(3) . . ?
C8 C12 H12A 111.6(13) . . ?
C8 C12 H12B 114.6(15) . . ?
H12A C12 H12B 113.1(19) . . ?
C8 C12 H12C 106.6(19) . . ?
H12A C12 H12C 113(2) . . ?
H12B C12 H12C 97(2) . . ?
C18 C13 C14 117.65(12) . . ?
C18 C13 C19 121.91(12) . . ?
C14 C13 C19 120.43(13) . . ?
C15 C14 C13 121.67(13) . . ?
C15 C14 H14 119.2(11) . . ?
C13 C14 H14 119.1(11) . . ?
C16 C15 C14 118.50(12) . . ?
C16 C15 C20 120.96(14) . . ?
C14 C15 C20 120.54(14) . . ?
C15 C16 C17 122.13(12) . . ?
C15 C16 H16 118.7(10) . . ?
C17 C16 H16 119.2(10) . . ?
C18 C17 C16 117.21(12) . . ?
C18 C17 C21 122.19(12) . . ?
C16 C17 C21 120.59(12) . . ?
C13 C18 C17 122.71(12) . . ?
C13 C18 N2 118.53(11) . . ?
C17 C18 N2 118.75(11) . . ?
C13 C19 H19A 110.7(12) . . ?
C13 C19 H19B 111.5(12) . . ?
H19A C19 H19B 105.5(18) . . ?
C13 C19 H19C 113.5(11) . . ?
H19A C19 H19C 105.9(16) . . ?
H19B C19 H19C 109.3(16) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 108.6(14) . . ?
C17 C21 H21B 110.3(14) . . ?
H21A C21 H21B 102.0(19) . . ?
C17 C21 H21C 113.2(13) . . ?
H21A C21 H21C 107.3(18) . . ?
H21B C21 H21C 114.6(19) . . ?
C27 C22 C23 110.76(10) . . ?
C27 C22 B1 110.61(10) . . ?
C23 C22 B1 109.25(10) . . ?
C27 C22 H22 109.8(9) . . ?
C23 C22 H22 109.9(9) . . ?
B1 C22 H22 106.5(10) . . ?
C24 C23 C28 119.88(11) . . ?
C24 C23 C22 124.10(11) . . ?
C28 C23 C22 116.02(11) . . ?
C23 C24 C25 122.79(11) . . ?
C23 C24 H24 118.5(12) . . ?
C25 C24 H24 118.7(12) . . ?
C24 C25 C26 111.39(11) . . ?
C24 C25 H25A 109.7(12) . . ?
C26 C25 H25A 108.8(12) . . ?
C24 C25 H25B 109.0(12) . . ?
C26 C25 H25B 112.1(12) . . ?
H25A C25 H25B 105.7(17) . . ?
C27 C26 C29 120.58(11) . . ?
C27 C26 C25 123.24(12) . . ?
C29 C26 C25 116.15(11) . . ?
C26 C27 C22 123.70(11) . . ?
C26 C27 H27 120.5(10) . . ?
C22 C27 H27 115.8(10) . . ?
N3 C28 C23 176.62(16) . . ?
N4 C29 C26 176.32(13) . . ?
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 C1 1.6110(16) . ?
B1 C22 1.6789(18) . ?
B1 H1A 1.125(18) . ?
B1 H1B 1.124(15) . ?
C1 N2 1.3520(15) . ?
C1 N1 1.3551(16) . ?
N1 C2 1.3884(15) . ?
N1 C9 1.4480(16) . ?
C2 C3 1.3393(19) . ?
C2 H2 0.940(17) . ?
N2 C3 1.3899(15) . ?
N2 C18 1.4448(15) . ?
C3 H3 0.937(17) . ?
N3 C28 1.1526(19) . ?
C4 C5 1.392(2) . ?
C4 C9 1.3952(19) . ?
C4 C10 1.498(2) . ?
N4 C29 1.1521(18) . ?
C5 C6 1.392(2) . ?
C5 H5 0.98(2) . ?
C6 C7 1.383(2) . ?
C6 C11 1.511(2) . ?
C7 C8 1.3943(19) . ?
C7 H7 0.96(2) . ?
C8 C9 1.3965(18) . ?
C8 C12 1.501(2) . ?
C10 H10A 0.97(2) . ?
C10 H10B 0.96(2) . ?
C10 H10C 0.96(2) . ?
C11 H11A 0.97(3) . ?
C11 H11B 0.96(4) . ?
C11 H11C 0.93(4) . ?
C12 H12A 0.96(2) . ?
C12 H12B 0.95(3) . ?
C12 H12C 1.06(4) . ?
C13 C18 1.3891(19) . ?
C13 C14 1.400(2) . ?
C13 C19 1.5047(19) . ?
C14 C15 1.392(2) . ?
C14 H14 0.98(2) . ?
C15 C16 1.387(2) . ?
C15 C20 1.504(2) . ?
C16 C17 1.3980(19) . ?
C16 H16 1.021(17) . ?
C17 C18 1.3974(18) . ?
C17 C21 1.503(2) . ?
C19 H19A 0.95(2) . ?
C19 H19B 0.99(2) . ?
C19 H19C 1.01(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.95(3) . ?
C21 H21B 0.97(2) . ?
C21 H21C 1.00(2) . ?
C22 C27 1.4725(17) . ?
C22 C23 1.5077(16) . ?
C22 H22 1.000(17) . ?
C23 C24 1.333(2) . ?
C23 C28 1.4352(18) . ?
C24 C25 1.489(2) . ?
C24 H24 0.98(2) . ?
C25 C26 1.5126(17) . ?
C25 H25A 0.98(2) . ?
C25 H25B 1.00(2) . ?
C26 C27 1.3376(18) . ?
C26 C29 1.4358(18) . ?
C27 H27 0.979(18) . ?
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
C22 B1 C1 N2 -69.80(14) . . . . ?
C22 B1 C1 N1 107.92(13) . . . . ?
N2 C1 N1 C2 -0.01(13) . . . . ?
B1 C1 N1 C2 -178.11(11) . . . . ?
N2 C1 N1 C9 -170.75(11) . . . . ?
B1 C1 N1 C9 11.15(19) . . . . ?
C1 N1 C2 C3 0.09(14) . . . . ?
C9 N1 C2 C3 171.47(11) . . . . ?
N1 C1 N2 C3 -0.08(13) . . . . ?
B1 C1 N2 C3 178.09(11) . . . . ?
N1 C1 N2 C18 177.08(10) . . . . ?
B1 C1 N2 C18 -4.75(18) . . . . ?
N1 C2 C3 N2 -0.13(14) . . . . ?
C1 N2 C3 C2 0.13(15) . . . . ?
C18 N2 C3 C2 -177.02(11) . . . . ?
C9 C4 C5 C6 -0.5(2) . . . . ?
C10 C4 C5 C6 179.26(12) . . . . ?
C4 C5 C6 C7 2.4(2) . . . . ?
C4 C5 C6 C11 -177.46(13) . . . . ?
C5 C6 C7 C8 -2.5(2) . . . . ?
C11 C6 C7 C8 177.29(13) . . . . ?
C6 C7 C8 C9 0.82(19) . . . . ?
C6 C7 C8 C12 -178.82(12) . . . . ?
C5 C4 C9 C8 -1.33(19) . . . . ?
C10 C4 C9 C8 178.91(12) . . . . ?
C5 C4 C9 N1 172.37(11) . . . . ?
C10 C4 C9 N1 -7.40(18) . . . . ?
C7 C8 C9 C4 1.18(18) . . . . ?
C12 C8 C9 C4 -179.19(12) . . . . ?
C7 C8 C9 N1 -172.41(11) . . . . ?
C12 C8 C9 N1 7.23(18) . . . . ?
C1 N1 C9 C4 72.58(15) . . . . ?
C2 N1 C9 C4 -97.30(14) . . . . ?
C1 N1 C9 C8 -113.52(13) . . . . ?
C2 N1 C9 C8 76.60(14) . . . . ?
C18 C13 C14 C15 -0.6(2) . . . . ?
C19 C13 C14 C15 178.28(13) . . . . ?
C13 C14 C15 C16 -1.9(2) . . . . ?
C13 C14 C15 C20 178.86(14) . . . . ?
C14 C15 C16 C17 1.6(2) . . . . ?
C20 C15 C16 C17 -179.18(13) . . . . ?
C15 C16 C17 C18 1.21(19) . . . . ?
C15 C16 C17 C21 -177.72(12) . . . . ?
C14 C13 C18 C17 3.58(18) . . . . ?
C19 C13 C18 C17 -175.28(12) . . . . ?
C14 C13 C18 N2 -177.06(10) . . . . ?
C19 C13 C18 N2 4.07(18) . . . . ?
C16 C17 C18 C13 -3.87(18) . . . . ?
C21 C17 C18 C13 175.04(12) . . . . ?
C16 C17 C18 N2 176.77(10) . . . . ?
C21 C17 C18 N2 -4.32(17) . . . . ?
C1 N2 C18 C13 105.00(13) . . . . ?
C3 N2 C18 C13 -78.22(15) . . . . ?
C1 N2 C18 C17 -75.62(15) . . . . ?
C3 N2 C18 C17 101.17(14) . . . . ?
C1 B1 C22 C27 -73.70(12) . . . . ?
C1 B1 C22 C23 164.13(10) . . . . ?
C27 C22 C23 C24 -17.74(19) . . . . ?
B1 C22 C23 C24 104.34(15) . . . . ?
C27 C22 C23 C28 162.68(11) . . . . ?
B1 C22 C23 C28 -75.24(14) . . . . ?
C28 C23 C24 C25 -178.17(14) . . . . ?
C22 C23 C24 C25 2.3(2) . . . . ?
C23 C24 C25 C26 13.3(2) . . . . ?
C24 C25 C26 C27 -13.1(2) . . . . ?
C24 C25 C26 C29 168.91(13) . . . . ?
C29 C26 C27 C22 174.90(12) . . . . ?
C25 C26 C27 C22 -3.0(2) . . . . ?
C23 C22 C27 C26 17.89(17) . . . . ?
B1 C22 C27 C26 -103.39(14) . . . . ?
