#------------------------------------------------------------------------------
#$Date: 2019-11-23 23:30:57 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235599 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/53/7125316.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_7125316
loop_
_publ_author_name
'Böhnke, Julian'
'Braunschweig, Holger'
'Deißenberger, Andrea'
'Dellermann, Theresa'
'Dewhurst, Rian D.'
'Jiménez-Halla, J Oscar C'
'Kachel, Stephanie'
'Kelch, Hauke'
'Prieschl, Dominic'
_publ_section_title
;
 Alkylideneborate zwitterions and C-C coupling by atypical diboration of
 electron-rich alkynes.
;
_journal_issue                   89
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12132
_journal_page_last               12135
_journal_paper_doi               10.1039/c7cc07409c
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C32 H46 B2 Cl2 N2'
_chemical_formula_sum            'C32 H46 B2 Cl2 N2'
_chemical_formula_weight         551.23
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2017-07-05 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                97.766(14)
_cell_angle_beta                 102.763(8)
_cell_angle_gamma                100.085(8)
_cell_formula_units_Z            2
_cell_length_a                   9.198(2)
_cell_length_b                   10.869(2)
_cell_length_c                   16.114(4)
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.32
_cell_volume                     1521.3(6)
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38652
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         1.935
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2014/4 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0344
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0515P)²+0.5891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0966
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5339
_reflns_number_total             5998
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc07409c2.cif
_cod_data_source_block           4
_cod_original_cell_volume        1521.2(6)
_cod_database_code               7125316
_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   0.911
_shelx_estimated_absorpt_t_max   0.954
_shelxl_version_number           2014/6
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
Cl1 Cl 1.08042(4) 0.63773(3) 0.84530(2) 0.02398(10) Uani 1 1 d . .
C1 C 0.77921(14) 0.51910(12) 0.77993(9) 0.0157(3) Uani 1 1 d . .
B1 B 0.88490(16) 0.65676(14) 0.78720(10) 0.0161(3) Uani 1 1 d . .
B2 B 0.64388(17) 0.38644(14) 0.61932(10) 0.0161(3) Uani 1 1 d . .
Cl2 Cl 0.64120(4) 0.39137(3) 0.50715(2) 0.02052(10) Uani 1 1 d . .
C2 C 0.74868(14) 0.48736(12) 0.68962(9) 0.0150(3) Uani 1 1 d . .
C1_1 C 0.79543(17) 0.51499(14) 0.93206(9) 0.0236(3) Uani 1 1 d . .
H1A_1 H 0.8226 0.6065 0.9370 0.028 Uiso 1 1 calc R U
H1B_1 H 0.8839 0.4869 0.9620 0.028 Uiso 1 1 calc R U
N1_1 N 0.75193(13) 0.45500(11) 0.84079(7) 0.0181(2) Uani 1 1 d . .
C2_1 C 0.66444(19) 0.48062(15) 0.97374(10) 0.0271(3) Uani 1 1 d . .
H2A_1 H 0.5814 0.5194 0.9492 0.033 Uiso 1 1 calc R U
H2B_1 H 0.6983 0.5147 1.0353 0.033 Uiso 1 1 calc R U
C3_1 C 0.60643(19) 0.33684(15) 0.96020(10) 0.0273(3) Uani 1 1 d . .
H3A_1 H 0.6844 0.2988 0.9916 0.033 Uiso 1 1 calc R U
H3B_1 H 0.5168 0.3186 0.9825 0.033 Uiso 1 1 calc R U
C4_1 C 0.56683(18) 0.28024(14) 0.86467(10) 0.0255(3) Uani 1 1 d . .
H4A_1 H 0.5372 0.1884 0.8567 0.031 Uiso 1 1 calc R U
H4B_1 H 0.4814 0.3113 0.8341 0.031 Uiso 1 1 calc R U
C5_1 C 0.70333(17) 0.31654(13) 0.82810(9) 0.0217(3) Uani 1 1 d . .
H5A_1 H 0.7868 0.2813 0.8565 0.026 Uiso 1 1 calc R U
H5B_1 H 0.6769 0.2812 0.7668 0.026 Uiso 1 1 calc R U
C1_2 C 0.76937(16) 0.68658(12) 0.62362(9) 0.0186(3) Uani 1 1 d . .
H1A_2 H 0.6951 0.7161 0.6513 0.022 Uiso 1 1 calc R U
H1B_2 H 0.7145 0.6345 0.5680 0.022 Uiso 1 1 calc R U
N1_2 N 0.85224(12) 0.60704(10) 0.67860(7) 0.0158(2) Uani 1 1 d . .
C2_2 C 0.87678(18) 0.80068(14) 0.60923(10) 0.0255(3) Uani 1 1 d . .
H2A_2 H 0.8191 0.8463 0.5708 0.031 Uiso 1 1 calc R U
H2B_2 H 0.9236 0.8579 0.6640 0.031 Uiso 1 1 calc R U
C3_2 C 1.0006(2) 0.75918(16) 0.57015(11) 0.0327(4) Uani 1 1 d . .
H3A_2 H 0.9548 0.7079 0.5131 0.039 Uiso 1 1 calc R U
H3B_2 H 1.0704 0.8334 0.5640 0.039 Uiso 1 1 calc R U
C4_2 C 1.08735(17) 0.68282(15) 0.62769(11) 0.0289(4) Uani 1 1 d . .
H4A_2 H 1.1413 0.7368 0.6828 0.035 Uiso 1 1 calc R U
H4B_2 H 1.1621 0.6528 0.6007 0.035 Uiso 1 1 calc R U
C5_2 C 0.97927(16) 0.57010(14) 0.64273(10) 0.0228(3) Uani 1 1 d . .
H5A_2 H 0.9355 0.5113 0.5884 0.027 Uiso 1 1 calc R U
H5B_2 H 1.0369 0.5263 0.6826 0.027 Uiso 1 1 calc R U
C1_3 C 0.84424(15) 0.79170(12) 0.82151(9) 0.0156(3) Uani 1 1 d . .
C2_3 C 0.69517(15) 0.79592(12) 0.83075(9) 0.0162(3) Uani 1 1 d . .
C3_3 C 0.66323(16) 0.90672(13) 0.87236(9) 0.0178(3) Uani 1 1 d . .
C4_3 C 0.77917(17) 1.01385(13) 0.90343(9) 0.0193(3) Uani 1 1 d . .
H4_3 H 0.7592 1.0857 0.9334 0.023 Uiso 1 1 calc R U
C5_3 C 0.92357(16) 1.01720(13) 0.89119(9) 0.0188(3) Uani 1 1 d . .
C6_3 C 0.95657(15) 0.90715(13) 0.84942(9) 0.0172(3) Uani 1 1 d . .
C7_3 C 0.55954(15) 0.68599(13) 0.79558(10) 0.0194(3) Uani 1 1 d . .
H7A_3 H 0.4750 0.7158 0.7644 0.029 Uiso 1 1 calc R U
H7B_3 H 0.5320 0.6501 0.8426 0.029 Uiso 1 1 calc R U
H7C_3 H 0.5855 0.6223 0.7574 0.029 Uiso 1 1 calc R U
C8_3 C 0.50511(17) 0.91220(14) 0.88250(10) 0.0234(3) Uani 1 1 d . .
H8A_3 H 0.5087 0.9903 0.9195 0.035 Uiso 1 1 calc R U
H8B_3 H 0.4679 0.8417 0.9077 0.035 Uiso 1 1 calc R U
H8C_3 H 0.4382 0.9081 0.8268 0.035 Uiso 1 1 calc R U
C9_3 C 1.11572(16) 0.92148(13) 0.83638(10) 0.0216(3) Uani 1 1 d . .
H9A_3 H 1.1427 0.9998 0.8167 0.032 Uiso 1 1 calc R U
H9B_3 H 1.1193 0.8517 0.7940 0.032 Uiso 1 1 calc R U
H9C_3 H 1.1864 0.9220 0.8901 0.032 Uiso 1 1 calc R U
C10_3 C 1.04259(18) 1.13941(13) 0.92417(10) 0.0243(3) Uani 1 1 d . .
H10A_3 H 1.1332 1.1223 0.9592 0.036 Uiso 1 1 calc R U
H10B_3 H 1.0037 1.1990 0.9583 0.036 Uiso 1 1 calc R U
H10C_3 H 1.0665 1.1745 0.8760 0.036 Uiso 1 1 calc R U
C1_4 C 0.52527(15) 0.26893(12) 0.62938(9) 0.0158(3) Uani 1 1 d . .
C2_4 C 0.56301(16) 0.14823(13) 0.62285(9) 0.0181(3) Uani 1 1 d . .
C3_4 C 0.46251(17) 0.04397(13) 0.63524(9) 0.0207(3) Uani 1 1 d . .
C4_4 C 0.32539(17) 0.06120(13) 0.65225(9) 0.0224(3) Uani 1 1 d . .
H4_4 H 0.2591 -0.0081 0.6610 0.027 Uiso 1 1 calc R U
C5_4 C 0.28322(16) 0.17803(14) 0.65669(9) 0.0208(3) Uani 1 1 d . .
C6_4 C 0.38444(15) 0.28326(13) 0.64507(9) 0.0170(3) Uani 1 1 d . .
C7_4 C 0.71501(17) 0.13150(14) 0.60796(10) 0.0242(3) Uani 1 1 d . .
H7A_4 H 0.7678 0.0960 0.6541 0.036 Uiso 1 1 calc R U
H7B_4 H 0.7748 0.2125 0.6064 0.036 Uiso 1 1 calc R U
H7C_4 H 0.6992 0.0754 0.5539 0.036 Uiso 1 1 calc R U
C8_4 C 0.50366(19) -0.08479(13) 0.63269(11) 0.0279(3) Uani 1 1 d . .
H8A_4 H 0.4187 -0.1460 0.6379 0.042 Uiso 1 1 calc R U
H8B_4 H 0.5902 -0.0804 0.6798 0.042 Uiso 1 1 calc R U
H8C_4 H 0.5282 -0.1098 0.5788 0.042 Uiso 1 1 calc R U
C9_4 C 0.34063(16) 0.41101(13) 0.65187(10) 0.0204(3) Uani 1 1 d . .
H9A_4 H 0.2448 0.4046 0.6112 0.031 Uiso 1 1 calc R U
H9B_4 H 0.4178 0.4722 0.6393 0.031 Uiso 1 1 calc R U
H9C_4 H 0.3314 0.4375 0.7094 0.031 Uiso 1 1 calc R U
C10_4 C 0.13332(17) 0.19142(16) 0.67622(12) 0.0313(4) Uani 1 1 d . .
H10A_4 H 0.0736 0.2228 0.6302 0.047 Uiso 1 1 calc R U
H10B_4 H 0.1519 0.2499 0.7296 0.047 Uiso 1 1 calc R U
H10C_4 H 0.0789 0.1101 0.6813 0.047 Uiso 1 1 calc R U
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
N1_1 C1 C2 133.63(13)
N1_1 C1 B1 130.46(12)
C2 C1 B1 95.28(11)
C1 B1 C1_3 124.84(11)
C1 B1 N1_2 81.84(9)
C1_3 B1 N1_2 118.53(11)
C1 B1 Cl1 102.86(9)
C1_3 B1 Cl1 113.77(10)
N1_2 B1 Cl1 110.51(9)
C2 B2 C1_4 127.48(13)
C2 B2 Cl2 120.37(11)
C1_4 B2 Cl2 112.14(10)
C1 C2 B2 137.27(12)
C1 C2 N1_2 95.53(10)
B2 C2 N1_2 126.87(12)
N1_1 C1_1 C2_1 110.36(12)
N1_1 C1_1 H1A_1 109.6
C2_1 C1_1 H1A_1 109.6
N1_1 C1_1 H1B_1 109.6
C2_1 C1_1 H1B_1 109.6
H1A_1 C1_1 H1B_1 108.1
C1 N1_1 C1_1 121.63(12)
C1 N1_1 C5_1 124.84(12)
C1_1 N1_1 C5_1 112.62(11)
C1_1 C2_1 C3_1 111.91(13)
C1_1 C2_1 H2A_1 109.2
C3_1 C2_1 H2A_1 109.2
C1_1 C2_1 H2B_1 109.2
C3_1 C2_1 H2B_1 109.2
H2A_1 C2_1 H2B_1 107.9
C4_1 C3_1 C2_1 109.98(12)
C4_1 C3_1 H3A_1 109.7
C2_1 C3_1 H3A_1 109.7
C4_1 C3_1 H3B_1 109.7
C2_1 C3_1 H3B_1 109.7
H3A_1 C3_1 H3B_1 108.2
C5_1 C4_1 C3_1 109.86(12)
C5_1 C4_1 H4A_1 109.7
C3_1 C4_1 H4A_1 109.7
C5_1 C4_1 H4B_1 109.7
C3_1 C4_1 H4B_1 109.7
H4A_1 C4_1 H4B_1 108.2
N1_1 C5_1 C4_1 110.65(12)
N1_1 C5_1 H5A_1 109.5
C4_1 C5_1 H5A_1 109.5
N1_1 C5_1 H5B_1 109.5
C4_1 C5_1 H5B_1 109.5
H5A_1 C5_1 H5B_1 108.1
N1_2 C1_2 C2_2 112.39(12)
N1_2 C1_2 H1A_2 109.1
C2_2 C1_2 H1A_2 109.1
N1_2 C1_2 H1B_2 109.1
C2_2 C1_2 H1B_2 109.1
H1A_2 C1_2 H1B_2 107.9
C1_2 N1_2 C5_2 110.91(11)
C1_2 N1_2 C2 113.61(10)
C5_2 N1_2 C2 109.15(10)
C1_2 N1_2 B1 114.79(10)
C5_2 N1_2 B1 119.05(11)
C2 N1_2 B1 87.11(9)
C3_2 C2_2 C1_2 110.98(12)
C3_2 C2_2 H2A_2 109.4
C1_2 C2_2 H2A_2 109.4
C3_2 C2_2 H2B_2 109.4
C1_2 C2_2 H2B_2 109.4
H2A_2 C2_2 H2B_2 108.0
C4_2 C3_2 C2_2 110.05(13)
C4_2 C3_2 H3A_2 109.7
C2_2 C3_2 H3A_2 109.7
C4_2 C3_2 H3B_2 109.7
C2_2 C3_2 H3B_2 109.7
H3A_2 C3_2 H3B_2 108.2
C3_2 C4_2 C5_2 110.77(13)
C3_2 C4_2 H4A_2 109.5
C5_2 C4_2 H4A_2 109.5
C3_2 C4_2 H4B_2 109.5
C5_2 C4_2 H4B_2 109.5
H4A_2 C4_2 H4B_2 108.1
N1_2 C5_2 C4_2 113.23(12)
N1_2 C5_2 H5A_2 108.9
C4_2 C5_2 H5A_2 108.9
N1_2 C5_2 H5B_2 108.9
C4_2 C5_2 H5B_2 108.9
H5A_2 C5_2 H5B_2 107.7
C2_3 C1_3 C6_3 117.20(12)
C2_3 C1_3 B1 120.19(11)
C6_3 C1_3 B1 122.45(12)
C3_3 C2_3 C1_3 121.18(12)
C3_3 C2_3 C7_3 115.09(12)
C1_3 C2_3 C7_3 123.71(12)
C4_3 C3_3 C2_3 119.11(13)
C4_3 C3_3 C8_3 119.28(12)
C2_3 C3_3 C8_3 121.59(12)
C5_3 C4_3 C3_3 121.94(13)
C5_3 C4_3 H4_3 119.0
C3_3 C4_3 H4_3 119.0
C4_3 C5_3 C6_3 119.35(12)
C4_3 C5_3 C10_3 118.81(13)
C6_3 C5_3 C10_3 121.84(13)
C5_3 C6_3 C1_3 120.94(13)
C5_3 C6_3 C9_3 115.41(12)
C1_3 C6_3 C9_3 123.65(12)
C2_3 C7_3 H7A_3 109.5
C2_3 C7_3 H7B_3 109.5
H7A_3 C7_3 H7B_3 109.5
C2_3 C7_3 H7C_3 109.5
H7A_3 C7_3 H7C_3 109.5
H7B_3 C7_3 H7C_3 109.5
C3_3 C8_3 H8A_3 109.5
C3_3 C8_3 H8B_3 109.5
H8A_3 C8_3 H8B_3 109.5
C3_3 C8_3 H8C_3 109.5
H8A_3 C8_3 H8C_3 109.5
H8B_3 C8_3 H8C_3 109.5
C6_3 C9_3 H9A_3 109.5
C6_3 C9_3 H9B_3 109.5
H9A_3 C9_3 H9B_3 109.5
C6_3 C9_3 H9C_3 109.5
H9A_3 C9_3 H9C_3 109.5
H9B_3 C9_3 H9C_3 109.5
C5_3 C10_3 H10A_3 109.5
C5_3 C10_3 H10B_3 109.5
H10A_3 C10_3 H10B_3 109.5
C5_3 C10_3 H10C_3 109.5
H10A_3 C10_3 H10C_3 109.5
H10B_3 C10_3 H10C_3 109.5
C6_4 C1_4 C2_4 119.99(12)
C6_4 C1_4 B2 121.03(12)
C2_4 C1_4 B2 118.98(12)
C3_4 C2_4 C1_4 119.91(13)
C3_4 C2_4 C7_4 119.23(13)
C1_4 C2_4 C7_4 120.75(12)
C4_4 C3_4 C2_4 118.91(13)
C4_4 C3_4 C8_4 120.22(13)
C2_4 C3_4 C8_4 120.85(14)
C3_4 C4_4 C5_4 122.50(13)
C3_4 C4_4 H4_4 118.8
C5_4 C4_4 H4_4 118.8
C4_4 C5_4 C6_4 118.78(13)
C4_4 C5_4 C10_4 120.18(13)
C6_4 C5_4 C10_4 121.02(13)
C1_4 C6_4 C5_4 119.87(13)
C1_4 C6_4 C9_4 121.16(12)
C5_4 C6_4 C9_4 118.95(13)
C2_4 C7_4 H7A_4 109.5
C2_4 C7_4 H7B_4 109.5
H7A_4 C7_4 H7B_4 109.5
C2_4 C7_4 H7C_4 109.5
H7A_4 C7_4 H7C_4 109.5
H7B_4 C7_4 H7C_4 109.5
C3_4 C8_4 H8A_4 109.5
C3_4 C8_4 H8B_4 109.5
H8A_4 C8_4 H8B_4 109.5
C3_4 C8_4 H8C_4 109.5
H8A_4 C8_4 H8C_4 109.5
H8B_4 C8_4 H8C_4 109.5
C6_4 C9_4 H9A_4 109.5
C6_4 C9_4 H9B_4 109.5
H9A_4 C9_4 H9B_4 109.5
C6_4 C9_4 H9C_4 109.5
H9A_4 C9_4 H9C_4 109.5
H9B_4 C9_4 H9C_4 109.5
C5_4 C10_4 H10A_4 109.5
C5_4 C10_4 H10B_4 109.5
H10A_4 C10_4 H10B_4 109.5
C5_4 C10_4 H10C_4 109.5
H10A_4 C10_4 H10C_4 109.5
H10B_4 C10_4 H10C_4 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 B1 1.8952(16)
C1 N1_1 1.3200(18)
C1 C2 1.402(2)
C1 B1 1.6094(19)
B1 C1_3 1.631(2)
B1 N1_2 1.703(2)
B2 C2 1.492(2)
B2 C1_4 1.5791(19)
B2 Cl2 1.8104(17)
C2 N1_2 1.5278(16)
C1_1 N1_1 1.4621(18)
C1_1 C2_1 1.520(2)
C1_1 H1A_1 0.9700
C1_1 H1B_1 0.9700
N1_1 C5_1 1.4653(17)
C2_1 C3_1 1.529(2)
C2_1 H2A_1 0.9700
C2_1 H2B_1 0.9700
C3_1 C4_1 1.516(2)
C3_1 H3A_1 0.9700
C3_1 H3B_1 0.9700
C4_1 C5_1 1.515(2)
C4_1 H4A_1 0.9700
C4_1 H4B_1 0.9700
C5_1 H5A_1 0.9700
C5_1 H5B_1 0.9700
C1_2 N1_2 1.5009(18)
C1_2 C2_2 1.5223(19)
C1_2 H1A_2 0.9700
C1_2 H1B_2 0.9700
N1_2 C5_2 1.5034(17)
C2_2 C3_2 1.522(2)
C2_2 H2A_2 0.9700
C2_2 H2B_2 0.9700
C3_2 C4_2 1.516(3)
C3_2 H3A_2 0.9700
C3_2 H3B_2 0.9700
C4_2 C5_2 1.519(2)
C4_2 H4A_2 0.9700
C4_2 H4B_2 0.9700
C5_2 H5A_2 0.9700
C5_2 H5B_2 0.9700
C1_3 C2_3 1.4193(19)
C1_3 C6_3 1.4256(19)
C2_3 C3_3 1.4067(19)
C2_3 C7_3 1.5125(19)
C3_3 C4_3 1.384(2)
C3_3 C8_3 1.509(2)
C4_3 C5_3 1.380(2)
C4_3 H4_3 0.9300
C5_3 C6_3 1.406(2)
C5_3 C10_3 1.5126(19)
C6_3 C9_3 1.5087(19)
C7_3 H7A_3 0.9600
C7_3 H7B_3 0.9600
C7_3 H7C_3 0.9600
C8_3 H8A_3 0.9600
C8_3 H8B_3 0.9600
C8_3 H8C_3 0.9600
C9_3 H9A_3 0.9600
C9_3 H9B_3 0.9600
C9_3 H9C_3 0.9600
C10_3 H10A_3 0.9600
C10_3 H10B_3 0.9600
C10_3 H10C_3 0.9600
C1_4 C6_4 1.4038(19)
C1_4 C2_4 1.4110(19)
C2_4 C3_4 1.3980(19)
C2_4 C7_4 1.507(2)
C3_4 C4_4 1.386(2)
C3_4 C8_4 1.510(2)
C4_4 C5_4 1.388(2)
C4_4 H4_4 0.9300
C5_4 C6_4 1.4042(19)
C5_4 C10_4 1.507(2)
C6_4 C9_4 1.5088(19)
C7_4 H7A_4 0.9600
C7_4 H7B_4 0.9600
C7_4 H7C_4 0.9600
C8_4 H8A_4 0.9600
C8_4 H8B_4 0.9600
C8_4 H8C_4 0.9600
C9_4 H9A_4 0.9600
C9_4 H9B_4 0.9600
C9_4 H9C_4 0.9600
C10_4 H10A_4 0.9600
C10_4 H10B_4 0.9600
C10_4 H10C_4 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
N1_1 C1 B1 C1_3 -72.7(2)
C2 C1 B1 C1_3 115.60(14)
N1_1 C1 B1 N1_2 168.12(14)
C2 C1 B1 N1_2 -3.62(9)
N1_1 C1 B1 Cl1 58.83(16)
C2 C1 B1 Cl1 -112.91(10)
N1_1 C1 C2 B2 19.4(3)
B1 C1 C2 B2 -169.28(16)
N1_1 C1 C2 N1_2 -167.30(14)
B1 C1 C2 N1_2 4.01(10)
C1_4 B2 C2 C1 -2.3(3)
Cl2 B2 C2 C1 176.77(13)
C1_4 B2 C2 N1_2 -173.90(12)
Cl2 B2 C2 N1_2 5.13(19)
C2 C1 N1_1 C1_1 -178.80(14)
B1 C1 N1_1 C1_1 12.6(2)
C2 C1 N1_1 C5_1 12.9(2)
B1 C1 N1_1 C5_1 -155.66(14)
C2_1 C1_1 N1_1 C1 133.53(13)
C2_1 C1_1 N1_1 C5_1 -56.89(16)
N1_1 C1_1 C2_1 C3_1 53.72(17)
C1_1 C2_1 C3_1 C4_1 -53.67(18)
C2_1 C3_1 C4_1 C5_1 55.23(17)
C1 N1_1 C5_1 C4_1 -130.96(14)
C1_1 N1_1 C5_1 C4_1 59.85(15)
C3_1 C4_1 C5_1 N1_1 -58.31(16)
C2_2 C1_2 N1_2 C5_2 -53.08(15)
C2_2 C1_2 N1_2 C2 -176.46(11)
C2_2 C1_2 N1_2 B1 85.42(14)
C1 C2 N1_2 C1_2 -119.64(11)
B2 C2 N1_2 C1_2 54.68(17)
C1 C2 N1_2 C5_2 116.03(12)
B2 C2 N1_2 C5_2 -69.66(16)
C1 C2 N1_2 B1 -3.78(10)
B2 C2 N1_2 B1 170.53(13)
C1 B1 N1_2 C1_2 118.04(11)
C1_3 B1 N1_2 C1_2 -7.34(16)
Cl1 B1 N1_2 C1_2 -141.22(9)
C1 B1 N1_2 C5_2 -107.04(12)
C1_3 B1 N1_2 C5_2 127.59(13)
Cl1 B1 N1_2 C5_2 -6.29(14)
C1 B1 N1_2 C2 3.31(9)
C1_3 B1 N1_2 C2 -122.07(12)
Cl1 B1 N1_2 C2 104.05(9)
N1_2 C1_2 C2_2 C3_2 55.83(16)
C1_2 C2_2 C3_2 C4_2 -56.68(16)
C2_2 C3_2 C4_2 C5_2 55.98(16)
C1_2 N1_2 C5_2 C4_2 52.97(16)
C2 N1_2 C5_2 C4_2 178.88(12)
B1 N1_2 C5_2 C4_2 -83.55(16)
C3_2 C4_2 C5_2 N1_2 -55.04(17)
C1 B1 C1_3 C2_3 -13.0(2)
N1_2 B1 C1_3 C2_3 87.47(15)
Cl1 B1 C1_3 C2_3 -140.07(11)
C1 B1 C1_3 C6_3 162.16(13)
N1_2 B1 C1_3 C6_3 -97.38(15)
Cl1 B1 C1_3 C6_3 35.09(17)
C6_3 C1_3 C2_3 C3_3 -5.21(19)
B1 C1_3 C2_3 C3_3 170.19(12)
C6_3 C1_3 C2_3 C7_3 173.09(13)
B1 C1_3 C2_3 C7_3 -11.5(2)
C1_3 C2_3 C3_3 C4_3 1.1(2)
C7_3 C2_3 C3_3 C4_3 -177.37(12)
C1_3 C2_3 C3_3 C8_3 179.98(13)
C7_3 C2_3 C3_3 C8_3 1.54(19)
C2_3 C3_3 C4_3 C5_3 3.2(2)
C8_3 C3_3 C4_3 C5_3 -175.78(13)
C3_3 C4_3 C5_3 C6_3 -2.9(2)
C3_3 C4_3 C5_3 C10_3 177.73(13)
C4_3 C5_3 C6_3 C1_3 -1.5(2)
C10_3 C5_3 C6_3 C1_3 177.81(13)
C4_3 C5_3 C6_3 C9_3 178.01(13)
C10_3 C5_3 C6_3 C9_3 -2.67(19)
C2_3 C1_3 C6_3 C5_3 5.4(2)
B1 C1_3 C6_3 C5_3 -169.86(13)
C2_3 C1_3 C6_3 C9_3 -174.05(13)
B1 C1_3 C6_3 C9_3 10.7(2)
C2 B2 C1_4 C6_4 77.96(19)
Cl2 B2 C1_4 C6_4 -101.14(13)
C2 B2 C1_4 C2_4 -101.69(17)
Cl2 B2 C1_4 C2_4 79.21(14)
C6_4 C1_4 C2_4 C3_4 -2.4(2)
B2 C1_4 C2_4 C3_4 177.25(13)
C6_4 C1_4 C2_4 C7_4 -178.66(13)
B2 C1_4 C2_4 C7_4 1.0(2)
C1_4 C2_4 C3_4 C4_4 1.2(2)
C7_4 C2_4 C3_4 C4_4 177.52(13)
C1_4 C2_4 C3_4 C8_4 -177.13(13)
C7_4 C2_4 C3_4 C8_4 -0.8(2)
C2_4 C3_4 C4_4 C5_4 0.6(2)
C8_4 C3_4 C4_4 C5_4 178.95(14)
C3_4 C4_4 C5_4 C6_4 -1.2(2)
C3_4 C4_4 C5_4 C10_4 -179.43(14)
C2_4 C1_4 C6_4 C5_4 1.8(2)
B2 C1_4 C6_4 C5_4 -177.83(13)
C2_4 C1_4 C6_4 C9_4 -179.66(13)
B2 C1_4 C6_4 C9_4 0.7(2)
C4_4 C5_4 C6_4 C1_4 0.0(2)
C10_4 C5_4 C6_4 C1_4 178.19(13)
C4_4 C5_4 C6_4 C9_4 -178.61(13)
C10_4 C5_4 C6_4 C9_4 -0.4(2)
