# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_1220wj2433_0m
_database_code_depnum_ccdc_archive 'CCDC 2193717'
loop_
_audit_author_name
_audit_author_address
'Caiyan Zhang'
;Southwest University of Science and Technology
China
;
_audit_update_record             
;
2022-07-30 deposited with the CCDC.	2023-02-09 downloaded from the CCDC.
;
_audit_creation_date             2020-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H17 B10 N O2'
_chemical_formula_sum            'C10 H17 B10 N O2'
_chemical_formula_weight         291.35
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7495(4)
_cell_length_b                   11.4159(5)
_cell_length_c                   12.8872(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.2450(10)
_cell_angle_gamma                90
_cell_volume                     1510.36(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2776
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.346
_cell_measurement_theta_min      2.433
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0662 before and 0.0540 after correction. The Ratio of minimum to maximum transmission is 0.8920. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12290
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.433
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2166
_reflns_number_total             3056
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3056
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+1.0781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1442
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
2.c Boron cage BH refined with riding coordinates:
 C1(H1), C2(H2), B5(H5A), B9(H9), B12(H12), B10(H10), B8(H8), B6(H6A),
 B11(H11), B7(H7A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.46652(14) 0.49647(14) 0.66763(12) 0.0334(4) Uani 1 1 d . . . . .
O2 O 0.68432(15) 0.50116(14) 0.74077(12) 0.0335(4) Uani 1 1 d . . . . .
N1 N 0.59451(16) 0.62823(16) 0.60936(14) 0.0260(4) Uani 1 1 d . . . . .
C9 C 0.5713(2) 0.5375(2) 0.67118(17) 0.0263(5) Uani 1 1 d . . . . .
C1 C 0.7493(2) 0.6619(2) 0.48406(17) 0.0243(5) Uani 1 1 d . . . . .
H1 H 0.680969 0.606756 0.420233 0.029 Uiso 1 1 calc R . . . .
C8 C 0.4925(2) 0.6959(2) 0.53606(17) 0.0261(5) Uani 1 1 d . . . . .
C4 C 0.4488(2) 0.8599(2) 0.41122(18) 0.0312(5) Uani 1 1 d . . . . .
H4 H 0.478791 0.923034 0.377006 0.037 Uiso 1 1 calc R . . . .
C2 C 0.8009(2) 0.7850(2) 0.45167(17) 0.0272(5) Uani 1 1 d . . . . .
H2 H 0.768022 0.817179 0.365718 0.033 Uiso 1 1 calc R . . . .
C3 C 0.5383(2) 0.7894(2) 0.48508(17) 0.0260(5) Uani 1 1 d . . . . .
C7 C 0.3591(2) 0.6763(2) 0.51320(19) 0.0306(5) Uani 1 1 d . . . . .
H7 H 0.327408 0.615092 0.548413 0.037 Uiso 1 1 calc R . . . .
C6 C 0.2735(2) 0.7480(2) 0.4380(2) 0.0346(6) Uani 1 1 d . . . . .
H6 H 0.182519 0.733951 0.421172 0.042 Uiso 1 1 calc R . . . .
C5 C 0.3164(2) 0.8388(2) 0.38710(19) 0.0337(6) Uani 1 1 d . . . . .
H5 H 0.255776 0.886554 0.335902 0.040 Uiso 1 1 calc R . . . .
C10 C 0.6746(2) 0.3984(2) 0.8042(2) 0.0371(6) Uani 1 1 d . . . . .
H10A H 0.630467 0.335410 0.755333 0.056 Uiso 1 1 calc GR . . . .
H10B H 0.624648 0.417742 0.854295 0.056 Uiso 1 1 calc GR . . . .
H10C H 0.762142 0.372480 0.845681 0.056 Uiso 1 1 calc GR . . . .
B5 B 0.8605(2) 0.5906(2) 0.5850(2) 0.0275(6) Uani 1 1 d . . . . .
H5A H 0.869649 0.493201 0.594385 0.033 Uiso 1 1 calc R . . . .
B9 B 0.8884(2) 0.6868(2) 0.6990(2) 0.0282(6) Uani 1 1 d . . . . .
H9 H 0.917816 0.652476 0.784276 0.034 Uiso 1 1 calc R . . . .
B4 B 0.7272(2) 0.6690(2) 0.60988(19) 0.0250(5) Uani 1 1 d . . . . .
B12 B 0.9497(2) 0.8222(3) 0.6635(2) 0.0309(6) Uani 1 1 d . . . . .
H12 H 1.020430 0.877257 0.725717 0.037 Uiso 1 1 calc R . . . .
B10 B 0.9974(2) 0.6860(3) 0.6172(2) 0.0299(6) Uani 1 1 d . . . . .
H10 H 1.099235 0.651660 0.649003 0.036 Uiso 1 1 calc R . . . .
B8 B 0.7839(2) 0.8113(2) 0.6594(2) 0.0275(6) Uani 1 1 d . . . . .
H8 H 0.745488 0.859375 0.719162 0.033 Uiso 1 1 calc R . . . .
B6 B 0.9054(2) 0.6660(2) 0.4801(2) 0.0281(6) Uani 1 1 d . . . . .
H6A H 0.944237 0.619189 0.419886 0.034 Uiso 1 1 calc R . . . .
B3 B 0.6890(2) 0.7910(2) 0.5227(2) 0.0249(5) Uani 1 1 d . . . . .
B11 B 0.9574(2) 0.8093(2) 0.5277(2) 0.0294(6) Uani 1 1 d . . . . .
H11 H 1.031857 0.856938 0.498612 0.035 Uiso 1 1 calc R . . . .
B7 B 0.8257(3) 0.8863(2) 0.5534(2) 0.0302(6) Uani 1 1 d . . . . .
H7A H 0.813951 0.983212 0.541059 0.036 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C9 1.208(2) . ?
O2 C9 1.344(3) . ?
O2 C10 1.451(3) . ?
N1 C9 1.374(3) . ?
N1 C8 1.442(3) . ?
N1 B4 1.499(3) . ?
C1 H1 1.1200 . ?
C1 C2 1.611(3) . ?
C1 B5 1.692(3) . ?
C1 B4 1.709(3) . ?
C1 B6 1.695(3) . ?
C1 B3 1.740(3) . ?
C8 C3 1.417(3) . ?
C8 C7 1.393(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.391(3) . ?
C4 C5 1.385(3) . ?
C2 H2 1.1200 . ?
C2 B6 1.731(3) . ?
C2 B3 1.715(3) . ?
C2 B11 1.700(3) . ?
C2 B7 1.708(3) . ?
C3 B3 1.546(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.388(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.378(3) . ?
C5 H5 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
B5 H5A 1.1200 . ?
B5 B9 1.786(4) . ?
B5 B4 1.796(3) . ?
B5 B10 1.777(4) . ?
B5 B6 1.786(4) . ?
B9 H9 1.1200 . ?
B9 B4 1.784(3) . ?
B9 B12 1.793(4) . ?
B9 B10 1.793(3) . ?
B9 B8 1.790(4) . ?
B4 B8 1.785(4) . ?
B4 B3 1.760(4) . ?
B12 H12 1.1200 . ?
B12 B10 1.794(4) . ?
B12 B8 1.771(3) . ?
B12 B11 1.783(4) . ?
B12 B7 1.789(4) . ?
B10 H10 1.1200 . ?
B10 B6 1.766(4) . ?
B10 B11 1.791(4) . ?
B8 H8 1.1200 . ?
B8 B3 1.770(3) . ?
B8 B7 1.778(4) . ?
B6 H6A 1.1200 . ?
B6 B11 1.778(4) . ?
B3 B7 1.776(4) . ?
B11 H11 1.1200 . ?
B11 B7 1.778(4) . ?
B7 H7A 1.1200 . ?

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
C9 O2 C10 115.06(18) . . ?
C9 N1 C8 123.38(18) . . ?
C9 N1 B4 124.60(18) . . ?
C8 N1 B4 112.02(18) . . ?
O1 C9 O2 123.6(2) . . ?
O1 C9 N1 126.7(2) . . ?
O2 C9 N1 109.63(18) . . ?
C2 C1 H1 120.1 . . ?
C2 C1 B5 113.57(17) . . ?
C2 C1 B4 111.10(17) . . ?
C2 C1 B6 63.12(14) . . ?
C2 C1 B3 61.42(13) . . ?
B5 C1 H1 117.0 . . ?
B5 C1 B4 63.78(14) . . ?
B5 C1 B6 63.65(14) . . ?
B5 C1 B3 115.19(17) . . ?
B4 C1 H1 118.6 . . ?
B4 C1 B3 61.35(14) . . ?
B6 C1 H1 115.6 . . ?
B6 C1 B4 116.39(16) . . ?
B6 C1 B3 116.20(18) . . ?
B3 C1 H1 117.9 . . ?
C3 C8 N1 113.94(18) . . ?
C7 C8 N1 126.0(2) . . ?
C7 C8 C3 120.0(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C5 C4 C3 120.6(2) . . ?
C1 C2 H2 120.7 . . ?
C1 C2 B6 60.80(14) . . ?
C1 C2 B3 63.02(14) . . ?
C1 C2 B11 110.56(17) . . ?
C1 C2 B7 112.25(17) . . ?
B6 C2 H2 117.4 . . ?
B3 C2 H2 116.7 . . ?
B3 C2 B6 115.58(18) . . ?
B11 C2 H2 119.0 . . ?
B11 C2 B6 62.43(15) . . ?
B11 C2 B3 114.64(17) . . ?
B11 C2 B7 62.91(15) . . ?
B7 C2 H2 118.0 . . ?
B7 C2 B6 115.13(17) . . ?
B7 C2 B3 62.51(14) . . ?
C8 C3 B3 109.83(19) . . ?
C4 C3 C8 119.2(2) . . ?
C4 C3 B3 131.0(2) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 C8 118.8(2) . . ?
C6 C7 H7 120.6 . . ?
C7 C6 H6 119.0 . . ?
C5 C6 C7 121.9(2) . . ?
C5 C6 H6 119.0 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 B5 H5A 125.5 . . ?
C1 B5 B9 104.19(18) . . ?
C1 B5 B4 58.57(13) . . ?
C1 B5 B10 103.44(18) . . ?
C1 B5 B6 58.25(13) . . ?
B9 B5 H5A 122.2 . . ?
B9 B5 B4 59.72(14) . . ?
B4 B5 H5A 121.6 . . ?
B10 B5 H5A 122.9 . . ?
B10 B5 B9 60.40(14) . . ?
B10 B5 B4 107.57(19) . . ?
B10 B5 B6 59.41(14) . . ?
B6 B5 H5A 121.7 . . ?
B6 B5 B9 108.03(19) . . ?
B6 B5 B4 107.68(18) . . ?
B5 B9 H9 121.5 . . ?
B5 B9 B12 107.75(17) . . ?
B5 B9 B10 59.55(14) . . ?
B5 B9 B8 108.36(17) . . ?
B4 B9 B5 60.42(14) . . ?
B4 B9 H9 122.0 . . ?
B4 B9 B12 107.08(18) . . ?
B4 B9 B10 107.45(17) . . ?
B4 B9 B8 59.93(14) . . ?
B12 B9 H9 122.3 . . ?
B12 B9 B10 60.07(15) . . ?
B10 B9 H9 122.1 . . ?
B8 B9 H9 121.9 . . ?
B8 B9 B12 59.24(14) . . ?
B8 B9 B10 107.47(18) . . ?
N1 B4 C1 112.37(17) . . ?
N1 B4 B5 130.7(2) . . ?
N1 B4 B9 141.23(19) . . ?
N1 B4 B8 120.53(19) . . ?
N1 B4 B3 101.59(17) . . ?
C1 B4 B5 57.65(13) . . ?
C1 B4 B9 103.59(16) . . ?
C1 B4 B8 104.68(17) . . ?
C1 B4 B3 60.22(13) . . ?
B9 B4 B5 59.86(14) . . ?
B9 B4 B8 60.21(14) . . ?
B8 B4 B5 108.13(17) . . ?
B3 B4 B5 109.14(17) . . ?
B3 B4 B9 108.66(18) . . ?
B3 B4 B8 59.90(14) . . ?
B9 B12 H12 121.6 . . ?
B9 B12 B10 59.97(15) . . ?
B10 B12 H12 121.6 . . ?
B8 B12 B9 60.31(14) . . ?
B8 B12 H12 121.7 . . ?
B8 B12 B10 108.24(18) . . ?
B8 B12 B11 107.68(18) . . ?
B8 B12 B7 59.92(14) . . ?
B11 B12 B9 107.87(19) . . ?
B11 B12 H12 122.0 . . ?
B11 B12 B10 60.08(15) . . ?
B11 B12 B7 59.71(14) . . ?
B7 B12 B9 108.14(18) . . ?
B7 B12 H12 121.8 . . ?
B7 B12 B10 108.04(18) . . ?
B5 B10 B9 60.05(14) . . ?
B5 B10 B12 108.07(17) . . ?
B5 B10 H10 121.6 . . ?
B5 B10 B11 107.88(18) . . ?
B9 B10 B12 59.97(15) . . ?
B9 B10 H10 121.7 . . ?
B12 B10 H10 121.8 . . ?
B6 B10 B5 60.53(14) . . ?
B6 B10 B9 108.64(17) . . ?
B6 B10 B12 108.30(19) . . ?
B6 B10 H10 121.2 . . ?
B6 B10 B11 60.00(15) . . ?
B11 B10 B9 107.52(19) . . ?
B11 B10 B12 59.64(15) . . ?
B11 B10 H10 122.2 . . ?
B9 B8 H8 121.4 . . ?
B4 B8 B9 59.86(14) . . ?
B4 B8 H8 122.3 . . ?
B12 B8 B9 60.45(15) . . ?
B12 B8 B4 107.97(18) . . ?
B12 B8 H8 121.2 . . ?
B12 B8 B7 60.56(15) . . ?
B3 B8 B9 107.92(18) . . ?
B3 B8 B4 59.33(14) . . ?
B3 B8 B12 108.51(17) . . ?
B3 B8 H8 121.8 . . ?
B3 B8 B7 60.08(14) . . ?
B7 B8 B9 108.76(18) . . ?
B7 B8 B4 107.50(17) . . ?
B7 B8 H8 121.4 . . ?
C1 B6 C2 56.07(13) . . ?
C1 B6 B5 58.10(13) . . ?
C1 B6 B10 103.82(17) . . ?
C1 B6 H6A 125.7 . . ?
C1 B6 B11 103.16(17) . . ?
C2 B6 B5 103.55(17) . . ?
C2 B6 B10 104.26(18) . . ?
C2 B6 H6A 125.4 . . ?
C2 B6 B11 57.92(14) . . ?
B5 B6 H6A 122.3 . . ?
B10 B6 B5 60.06(14) . . ?
B10 B6 H6A 122.8 . . ?
B10 B6 B11 60.71(15) . . ?
B11 B6 B5 108.07(18) . . ?
B11 B6 H6A 122.3 . . ?
C1 B3 B4 58.44(13) . . ?
C1 B3 B8 104.00(17) . . ?
C1 B3 B7 103.20(17) . . ?
C2 B3 C1 55.56(13) . . ?
C2 B3 B4 103.96(17) . . ?
C2 B3 B8 104.32(17) . . ?
C2 B3 B7 58.55(13) . . ?
C3 B3 C1 110.19(18) . . ?
C3 B3 C2 131.86(19) . . ?
C3 B3 B4 102.48(18) . . ?
C3 B3 B8 123.68(18) . . ?
C3 B3 B7 142.8(2) . . ?
B4 B3 B8 60.76(14) . . ?
B4 B3 B7 108.71(18) . . ?
B8 B3 B7 60.18(14) . . ?
C2 B11 B12 104.66(17) . . ?
C2 B11 B10 104.50(18) . . ?
C2 B11 B6 59.66(14) . . ?
C2 B11 H11 124.8 . . ?
C2 B11 B7 58.78(14) . . ?
B12 B11 B10 60.28(15) . . ?
B12 B11 H11 122.3 . . ?
B10 B11 H11 122.6 . . ?
B6 B11 B12 108.25(18) . . ?
B6 B11 B10 59.30(15) . . ?
B6 B11 H11 120.9 . . ?
B7 B11 B12 60.33(15) . . ?
B7 B11 B10 108.68(18) . . ?
B7 B11 B6 109.41(17) . . ?
B7 B11 H11 120.7 . . ?
C2 B7 B12 104.03(19) . . ?
C2 B7 B8 104.27(18) . . ?
C2 B7 B3 58.93(14) . . ?
C2 B7 B11 58.31(14) . . ?
C2 B7 H7A 125.0 . . ?
B12 B7 H7A 122.8 . . ?
B8 B7 B12 59.52(14) . . ?
B8 B7 B11 107.56(19) . . ?
B8 B7 H7A 122.8 . . ?
B3 B7 B12 107.41(19) . . ?
B3 B7 B8 59.74(14) . . ?
B3 B7 B11 107.92(19) . . ?
B3 B7 H7A 121.5 . . ?
B11 B7 B12 59.96(14) . . ?
B11 B7 H7A 121.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 2193719'
loop_
_audit_author_name
_audit_author_address
'Caiyan Zhang'
;Southwest University of Science and Technology
China
;
_audit_update_record             
;
2022-07-30 deposited with the CCDC.	2023-02-09 downloaded from the CCDC.
;
_audit_creation_date             2022-01-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H19 B10 N O2'
_chemical_formula_sum            'C11 H19 B10 N O2'
_chemical_formula_weight         305.37
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.480(2)
_cell_length_b                   12.8355(12)
_cell_length_c                   12.6104(13)
_cell_angle_alpha                90
_cell_angle_beta                 105.394(3)
_cell_angle_gamma                90
_cell_volume                     3352.0(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1912
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.299
_cell_measurement_theta_min      2.308
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_correction_T_min  0.675249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 33989 reflections, Rint = 0.1032
 (10290 with I > 3sig(I), Rint = 0.0554)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.2214
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            6821
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.459
_diffrn_reflns_theta_min         2.307
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3556
_reflns_number_total             6821
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6821
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2130
_refine_ls_R_factor_gt           0.1045
_refine_ls_restrained_S_all      1.055
_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)+(0.0538P)²+6.7029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1858
_refine_ls_wR_factor_ref         0.2232
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C4(H4), C21(H21), C23(H23), C6(H6), C24(H24)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C17(H17A,H17B,H17C), C9(H9A,H9B,H9C), C25(H25A,H25B,H25C)
2.c Boron cage BH refined with riding coordinates:
 C16(H16), C2(H2), C1(H1), C15(H15), B16(H16A), B21(H21A), B5(H5), B8(H8),
 B20(H20), B11(H11), B6(H6A), B12(H12), B9(H9), B10(H10), B17(H17), B18(H18),
 B7(H7A), B22(H22), B19(H19), B15(H15A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O -0.03734(15) 0.5210(2) 0.3360(2) 0.0360(8) Uani 1 1 d . . . . .
O1AA O 0.57027(15) -0.0264(2) 0.7342(2) 0.0377(8) Uani 1 1 d . . . . .
O2 O 0.06434(15) 0.5421(2) 0.3217(2) 0.0379(8) Uani 1 1 d . . . . .
O0AA O 0.46750(16) -0.0089(2) 0.6320(2) 0.0364(8) Uani 1 1 d . . . . .
N2 N 0.54658(16) 0.1091(2) 0.6209(3) 0.0254(8) Uani 1 1 d . . . . .
N1 N 0.04355(17) 0.4017(2) 0.4093(3) 0.0270(8) Uani 1 1 d . . . . .
C10 C 0.0179(2) 0.4913(3) 0.3540(3) 0.0293(10) Uani 1 1 d . . . . .
C8 C 0.00589(19) 0.3251(3) 0.4475(3) 0.0231(9) Uani 1 1 d . . . . .
C19 C 0.5068(2) 0.1836(3) 0.5476(3) 0.0266(10) Uani 1 1 d . . . . .
C20 C 0.5420(2) 0.2648(3) 0.5146(3) 0.0259(10) Uani 1 1 d . . . . .
C7 C -0.0601(2) 0.3267(3) 0.4314(3) 0.0287(10) Uani 1 1 d . . . . .
H7 H -0.085180 0.382499 0.392674 0.034 Uiso 1 1 calc R . . . .
C18 C 0.5227(2) 0.0221(3) 0.6593(3) 0.0302(10) Uani 1 1 d . . . . .
C4 C 0.0119(2) 0.1626(3) 0.5459(3) 0.0283(10) Uani 1 1 d . . . . .
H4 H 0.036653 0.106891 0.585412 0.034 Uiso 1 1 calc R . . . .
C3 C 0.0432(2) 0.2421(3) 0.5051(3) 0.0246(9) Uani 1 1 d . . . . .
C16 C 0.6432(2) 0.1341(3) 0.5280(3) 0.0272(10) Uani 1 1 d . . . . .
H16 H 0.612804 0.095662 0.452089 0.033 Uiso 1 1 calc R . . . .
C2 C 0.1851(2) 0.2593(3) 0.6103(3) 0.0257(10) Uani 1 1 d . . . . .
H2 H 0.185217 0.218465 0.688841 0.031 Uiso 1 1 calc R . . . .
C1 C 0.1467(2) 0.3682(3) 0.5767(3) 0.0255(10) Uani 1 1 d . . . . .
H1 H 0.120178 0.404681 0.632686 0.031 Uiso 1 1 calc R . . . .
C5 C -0.0548(2) 0.1627(3) 0.5304(3) 0.0306(10) Uani 1 1 d . . . . .
C21 C 0.5085(2) 0.3433(3) 0.4459(3) 0.0304(10) Uani 1 1 d . . . . .
H21 H 0.531993 0.398414 0.424262 0.036 Uiso 1 1 calc R . . . .
C23 C 0.4090(2) 0.2609(3) 0.4427(3) 0.0324(11) Uani 1 1 d . . . . .
H23 H 0.363244 0.259736 0.417690 0.039 Uiso 1 1 calc R . . . .
C22 C 0.4419(2) 0.3422(3) 0.4088(3) 0.0297(10) Uani 1 1 d . . . . .
C6 C -0.0892(2) 0.2458(3) 0.4725(3) 0.0313(10) Uani 1 1 d . . . . .
H6 H -0.134756 0.246995 0.460711 0.038 Uiso 1 1 calc R . . . .
C24 C 0.4399(2) 0.1812(3) 0.5114(3) 0.0312(10) Uani 1 1 d . . . . .
H24 H 0.415879 0.126728 0.532855 0.037 Uiso 1 1 calc R . . . .
C15 C 0.6818(2) 0.2394(3) 0.5175(3) 0.0293(10) Uani 1 1 d . . . . .
H15 H 0.678553 0.275549 0.435390 0.035 Uiso 1 1 calc R . . . .
C11 C 0.0451(2) 0.6389(3) 0.2634(4) 0.0424(12) Uani 1 1 d . . . . .
H11A H 0.016035 0.624053 0.190778 0.064 Uiso 1 1 calc GR . . . .
H11B H 0.083418 0.675526 0.254637 0.064 Uiso 1 1 calc GR . . . .
H11C H 0.022666 0.682648 0.305264 0.064 Uiso 1 1 calc GR . . . .
C17 C 0.5529(3) -0.1216(3) 0.7806(4) 0.0439(13) Uani 1 1 d . . . . .
H17A H 0.591963 -0.155352 0.825415 0.066 Uiso 1 1 calc GR . . . .
H17B H 0.530922 -0.168509 0.721153 0.066 Uiso 1 1 calc GR . . . .
H17C H 0.523944 -0.105302 0.826786 0.066 Uiso 1 1 calc GR . . . .
B3 B 0.1146(2) 0.2557(3) 0.5076(4) 0.0237(11) Uani 1 1 d . . . . .
C9 C -0.0889(2) 0.0776(4) 0.5755(4) 0.0477(13) Uani 1 1 d . . . . .
H9A H -0.064042 0.012900 0.581633 0.072 Uiso 1 1 calc GR . . . .
H9B H -0.132029 0.066834 0.525884 0.072 Uiso 1 1 calc GR . . . .
H9C H -0.092926 0.097933 0.648347 0.072 Uiso 1 1 calc GR . . . .
B13 B 0.6166(2) 0.1340(4) 0.6445(4) 0.0245(11) Uani 1 1 d . . . . .
B4 B 0.1133(2) 0.3756(3) 0.4381(4) 0.0260(11) Uani 1 1 d . . . . .
C25 C 0.4053(3) 0.4257(4) 0.3334(4) 0.0478(13) Uani 1 1 d . . . . .
H25A H 0.424541 0.493832 0.357424 0.072 Uiso 1 1 calc GR . . . .
H25B H 0.360089 0.425449 0.335841 0.072 Uiso 1 1 calc GR . . . .
H25C H 0.407536 0.412107 0.258052 0.072 Uiso 1 1 calc GR . . . .
B16 B 0.6482(3) 0.2521(4) 0.7124(4) 0.0286(12) Uani 1 1 d . . . . .
H16A H 0.623782 0.294643 0.767768 0.034 Uiso 1 1 calc R . . . .
B21 B 0.6826(2) 0.0557(4) 0.6319(4) 0.0281(11) Uani 1 1 d . . . . .
H21A H 0.679778 -0.031450 0.631892 0.034 Uiso 1 1 calc R . . . .
B5 B 0.1832(2) 0.4500(4) 0.5064(4) 0.0284(12) Uani 1 1 d . . . . .
H5 H 0.181999 0.537195 0.509755 0.034 Uiso 1 1 calc R . . . .
B8 B 0.1410(2) 0.2600(4) 0.3859(4) 0.0290(12) Uani 1 1 d . . . . .
H8 H 0.113061 0.221685 0.308040 0.035 Uiso 1 1 calc R . . . .
B20 B 0.7548(3) 0.1250(4) 0.6921(4) 0.0321(12) Uani 1 1 d . . . . .
H20 H 0.800752 0.083652 0.733410 0.039 Uiso 1 1 calc R . . . .
B14 B 0.6148(3) 0.2506(4) 0.5675(4) 0.0267(11) Uani 1 1 d . . . . .
B11 B 0.2535(3) 0.2579(4) 0.5674(4) 0.0306(12) Uani 1 1 d . . . . .
H11 H 0.299406 0.217987 0.611521 0.037 Uiso 1 1 calc R . . . .
B6 B 0.2286(3) 0.3742(4) 0.6196(4) 0.0301(12) Uani 1 1 d . . . . .
H6A H 0.257308 0.410890 0.697953 0.036 Uiso 1 1 calc R . . . .
B12 B 0.2251(2) 0.2624(4) 0.4217(4) 0.0286(11) Uani 1 1 d . . . . .
H12 H 0.252916 0.226135 0.367676 0.034 Uiso 1 1 calc R . . . .
B9 B 0.1812(2) 0.3809(4) 0.3827(4) 0.0297(12) Uani 1 1 d . . . . .
H9 H 0.179213 0.422816 0.303926 0.036 Uiso 1 1 calc R . . . .
B10 B 0.2527(3) 0.3787(4) 0.4967(4) 0.0308(12) Uani 1 1 d . . . . .
H10 H 0.298376 0.418756 0.492671 0.037 Uiso 1 1 calc R . . . .
B17 B 0.6889(2) 0.1314(4) 0.7529(4) 0.0287(11) Uani 1 1 d . . . . .
H17 H 0.691154 0.094325 0.834188 0.034 Uiso 1 1 calc R . . . .
B18 B 0.7330(3) 0.2472(4) 0.7414(4) 0.0339(12) Uani 1 1 d . . . . .
H18 H 0.764903 0.286251 0.815556 0.041 Uiso 1 1 calc R . . . .
B7 B 0.1839(2) 0.1846(4) 0.4985(4) 0.0300(12) Uani 1 1 d . . . . .
H7A H 0.184076 0.097314 0.497455 0.036 Uiso 1 1 calc R . . . .
B22 B 0.7234(3) 0.1234(4) 0.5477(4) 0.0323(12) Uani 1 1 d . . . . .
H22 H 0.747837 0.081516 0.491942 0.039 Uiso 1 1 calc R . . . .
B19 B 0.7534(3) 0.2428(4) 0.6144(4) 0.0362(13) Uani 1 1 d . . . . .
H19 H 0.798313 0.279874 0.602829 0.043 Uiso 1 1 calc R . . . .
B15 B 0.6878(2) 0.3202(4) 0.6270(4) 0.0312(12) Uani 1 1 d . . . . .
H15A H 0.689438 0.407355 0.623650 0.037 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C10 1.209(5) . ?
O1AA C18 1.346(5) . ?
O1AA C17 1.446(5) . ?
O2 C10 1.342(5) . ?
O2 C11 1.447(5) . ?
O0AA C18 1.211(5) . ?
N2 C19 1.442(5) . ?
N2 C18 1.370(5) . ?
N2 B13 1.488(6) . ?
N1 C10 1.382(5) . ?
N1 C8 1.435(5) . ?
N1 B4 1.484(6) . ?
C8 C7 1.377(6) . ?
C8 C3 1.414(5) . ?
C19 C20 1.414(5) . ?
C19 C24 1.388(6) . ?
C20 C21 1.397(5) . ?
C20 B14 1.541(7) . ?
C7 C6 1.383(6) . ?
C4 C3 1.393(5) . ?
C4 C5 1.392(6) . ?
C3 B3 1.535(6) . ?
C16 C15 1.610(6) . ?
C16 B13 1.712(6) . ?
C16 B21 1.690(6) . ?
C16 B14 1.738(6) . ?
C16 B22 1.679(7) . ?
C2 C1 1.622(5) . ?
C2 B3 1.713(6) . ?
C2 B11 1.694(6) . ?
C2 B6 1.732(6) . ?
C2 B7 1.700(6) . ?
C1 B3 1.734(6) . ?
C1 B4 1.707(6) . ?
C1 B5 1.694(6) . ?
C1 B6 1.699(7) . ?
C5 C6 1.389(6) . ?
C5 C9 1.508(6) . ?
C21 C22 1.382(6) . ?
C23 C22 1.389(6) . ?
C23 C24 1.389(6) . ?
C22 C25 1.508(6) . ?
C15 B14 1.724(6) . ?
C15 B22 1.726(6) . ?
C15 B19 1.690(7) . ?
C15 B15 1.704(6) . ?
B3 B4 1.768(6) . ?
B3 B8 1.772(6) . ?
B3 B7 1.775(7) . ?
B13 B16 1.784(6) . ?
B13 B21 1.780(7) . ?
B13 B14 1.779(6) . ?
B13 B17 1.776(7) . ?
B4 B5 1.795(7) . ?
B4 B8 1.788(6) . ?
B4 B9 1.777(7) . ?
B16 B14 1.777(7) . ?
B16 B17 1.785(7) . ?
B16 B18 1.762(7) . ?
B16 B15 1.770(7) . ?
B21 B20 1.774(7) . ?
B21 B17 1.784(7) . ?
B21 B22 1.773(7) . ?
B5 B6 1.788(7) . ?
B5 B9 1.786(6) . ?
B5 B10 1.784(7) . ?
B8 B12 1.741(7) . ?
B8 B9 1.781(7) . ?
B8 B7 1.762(7) . ?
B20 B17 1.781(7) . ?
B20 B18 1.795(7) . ?
B20 B22 1.766(7) . ?
B20 B19 1.799(7) . ?
B14 B15 1.786(7) . ?
B11 B6 1.770(7) . ?
B11 B12 1.777(7) . ?
B11 B10 1.786(7) . ?
B11 B7 1.786(7) . ?
B6 B10 1.761(7) . ?
B12 B9 1.789(7) . ?
B12 B10 1.783(7) . ?
B12 B7 1.782(7) . ?
B9 B10 1.805(7) . ?
B17 B18 1.789(7) . ?
B18 B19 1.770(7) . ?
B18 B15 1.778(7) . ?
B22 B19 1.785(7) . ?
B19 B15 1.765(7) . ?

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
C18 O1AA C17 116.4(4) . . ?
C10 O2 C11 115.8(4) . . ?
C19 N2 B13 112.4(3) . . ?
C18 N2 C19 123.6(4) . . ?
C18 N2 B13 123.9(4) . . ?
C10 N1 C8 123.7(4) . . ?
C10 N1 B4 123.6(3) . . ?
C8 N1 B4 112.7(3) . . ?
O1 C10 O2 124.2(4) . . ?
O1 C10 N1 126.6(4) . . ?
O2 C10 N1 109.2(4) . . ?
C7 C8 N1 126.2(4) . . ?
C7 C8 C3 120.5(4) . . ?
C3 C8 N1 113.3(3) . . ?
C20 C19 N2 113.9(4) . . ?
C24 C19 N2 125.6(4) . . ?
C24 C19 C20 120.5(4) . . ?
C19 C20 B14 110.3(3) . . ?
C21 C20 C19 119.1(4) . . ?
C21 C20 B14 130.5(4) . . ?
C8 C7 C6 118.9(4) . . ?
O1AA C18 N2 109.8(4) . . ?
O0AA C18 O1AA 123.4(4) . . ?
O0AA C18 N2 126.7(4) . . ?
C5 C4 C3 121.8(4) . . ?
C8 C3 B3 110.6(3) . . ?
C4 C3 C8 118.6(4) . . ?
C4 C3 B3 130.8(4) . . ?
C15 C16 B13 111.6(3) . . ?
C15 C16 B21 113.6(3) . . ?
C15 C16 B14 61.8(3) . . ?
C15 C16 B22 63.3(3) . . ?
B13 C16 B14 62.1(2) . . ?
B21 C16 B13 63.1(3) . . ?
B21 C16 B14 115.6(3) . . ?
B22 C16 B13 115.9(3) . . ?
B22 C16 B21 63.5(3) . . ?
B22 C16 B14 116.9(3) . . ?
C1 C2 B3 62.6(2) . . ?
C1 C2 B11 110.5(3) . . ?
C1 C2 B6 60.8(3) . . ?
C1 C2 B7 112.0(3) . . ?
B3 C2 B6 115.3(3) . . ?
B11 C2 B3 115.2(3) . . ?
B11 C2 B6 62.2(3) . . ?
B11 C2 B7 63.5(3) . . ?
B7 C2 B3 62.7(3) . . ?
B7 C2 B6 115.2(3) . . ?
C2 C1 B3 61.3(2) . . ?
C2 C1 B4 111.2(3) . . ?
C2 C1 B5 113.4(3) . . ?
C2 C1 B6 62.8(3) . . ?
B4 C1 B3 61.8(2) . . ?
B5 C1 B3 115.5(3) . . ?
B5 C1 B4 63.7(3) . . ?
B5 C1 B6 63.6(3) . . ?
B6 C1 B3 116.0(3) . . ?
B6 C1 B4 116.2(3) . . ?
C4 C5 C9 122.1(4) . . ?
C6 C5 C4 117.3(4) . . ?
C6 C5 C9 120.6(4) . . ?
C22 C21 C20 121.2(4) . . ?
C24 C23 C22 123.2(4) . . ?
C21 C22 C23 118.0(4) . . ?
C21 C22 C25 121.7(4) . . ?
C23 C22 C25 120.3(4) . . ?
C7 C6 C5 122.9(4) . . ?
C19 C24 C23 118.0(4) . . ?
C16 C15 B14 62.7(3) . . ?
C16 C15 B22 60.3(3) . . ?
C16 C15 B19 110.6(3) . . ?
C16 C15 B15 112.0(3) . . ?
B14 C15 B22 115.1(3) . . ?
B19 C15 B14 114.9(3) . . ?
B19 C15 B22 63.0(3) . . ?
B19 C15 B15 62.7(3) . . ?
B15 C15 B14 62.8(3) . . ?
B15 C15 B22 115.1(3) . . ?
C3 B3 C2 134.1(3) . . ?
C3 B3 C1 111.5(3) . . ?
C3 B3 B4 101.8(3) . . ?
C3 B3 B8 122.3(4) . . ?
C3 B3 B7 142.2(4) . . ?
C2 B3 C1 56.1(2) . . ?
C2 B3 B4 104.2(3) . . ?
C2 B3 B8 103.4(3) . . ?
C2 B3 B7 58.3(3) . . ?
C1 B3 B4 58.4(2) . . ?
C1 B3 B8 103.5(3) . . ?
C1 B3 B7 103.4(3) . . ?
B4 B3 B8 60.7(2) . . ?
B4 B3 B7 108.6(3) . . ?
B8 B3 B7 59.6(3) . . ?
N2 B13 C16 112.3(3) . . ?
N2 B13 B16 120.9(3) . . ?
N2 B13 B21 130.4(4) . . ?
N2 B13 B14 101.4(3) . . ?
N2 B13 B17 141.3(4) . . ?
C16 B13 B16 103.9(3) . . ?
C16 B13 B21 57.8(2) . . ?
C16 B13 B14 59.7(2) . . ?
C16 B13 B17 103.7(3) . . ?
B21 B13 B16 108.2(4) . . ?
B14 B13 B16 59.8(3) . . ?
B14 B13 B21 109.2(3) . . ?
B17 B13 B16 60.2(3) . . ?
B17 B13 B21 60.2(3) . . ?
B17 B13 B14 108.8(3) . . ?
N1 B4 C1 112.7(3) . . ?
N1 B4 B3 101.5(3) . . ?
N1 B4 B5 131.2(4) . . ?
N1 B4 B8 120.7(4) . . ?
N1 B4 B9 140.9(4) . . ?
C1 B4 B3 59.8(2) . . ?
C1 B4 B5 57.8(2) . . ?
C1 B4 B8 103.9(3) . . ?
C1 B4 B9 103.9(3) . . ?
B3 B4 B5 109.0(3) . . ?
B3 B4 B8 59.8(3) . . ?
B3 B4 B9 108.8(3) . . ?
B8 B4 B5 107.5(3) . . ?
B9 B4 B5 60.0(3) . . ?
B9 B4 B8 60.0(3) . . ?
B13 B16 B17 59.7(3) . . ?
B14 B16 B13 59.9(3) . . ?
B14 B16 B17 108.5(3) . . ?
B18 B16 B13 108.1(3) . . ?
B18 B16 B14 109.0(3) . . ?
B18 B16 B17 60.6(3) . . ?
B18 B16 B15 60.5(3) . . ?
B15 B16 B13 108.1(3) . . ?
B15 B16 B14 60.5(3) . . ?
B15 B16 B17 108.9(4) . . ?
C16 B21 B13 59.1(2) . . ?
C16 B21 B20 103.5(3) . . ?
C16 B21 B17 104.3(3) . . ?
C16 B21 B22 57.9(3) . . ?
B13 B21 B17 59.8(3) . . ?
B20 B21 B13 107.8(3) . . ?
B20 B21 B17 60.1(3) . . ?
B22 B21 B13 108.0(3) . . ?
B22 B21 B20 59.7(3) . . ?
B22 B21 B17 107.9(3) . . ?
C1 B5 B4 58.5(2) . . ?
C1 B5 B6 58.3(3) . . ?
C1 B5 B9 104.0(3) . . ?
C1 B5 B10 103.3(3) . . ?
B6 B5 B4 107.6(3) . . ?
B9 B5 B4 59.5(3) . . ?
B9 B5 B6 108.0(3) . . ?
B10 B5 B4 107.6(3) . . ?
B10 B5 B6 59.1(3) . . ?
B10 B5 B9 60.8(3) . . ?
B3 B8 B4 59.5(2) . . ?
B3 B8 B9 108.4(3) . . ?
B12 B8 B3 109.0(3) . . ?
B12 B8 B4 108.3(3) . . ?
B12 B8 B9 61.0(3) . . ?
B12 B8 B7 61.1(3) . . ?
B9 B8 B4 59.7(3) . . ?
B7 B8 B3 60.3(3) . . ?
B7 B8 B4 108.3(3) . . ?
B7 B8 B9 110.2(4) . . ?
B21 B20 B17 60.2(3) . . ?
B21 B20 B18 108.0(4) . . ?
B21 B20 B19 107.6(4) . . ?
B17 B20 B18 60.0(3) . . ?
B17 B20 B19 107.1(3) . . ?
B18 B20 B19 59.0(3) . . ?
B22 B20 B21 60.1(3) . . ?
B22 B20 B17 108.3(4) . . ?
B22 B20 B18 107.7(4) . . ?
B22 B20 B19 60.1(3) . . ?
C20 B14 C16 111.7(3) . . ?
C20 B14 C15 134.6(4) . . ?
C20 B14 B13 102.0(3) . . ?
C20 B14 B16 122.0(4) . . ?
C20 B14 B15 143.1(4) . . ?
C16 B14 B13 58.2(2) . . ?
C16 B14 B16 103.2(3) . . ?
C16 B14 B15 102.4(3) . . ?
C15 B14 C16 55.4(2) . . ?
C15 B14 B13 103.3(3) . . ?
C15 B14 B16 103.2(3) . . ?
C15 B14 B15 58.1(3) . . ?
B13 B14 B15 107.6(3) . . ?
B16 B14 B13 60.3(3) . . ?
B16 B14 B15 59.6(3) . . ?
C2 B11 B6 60.0(3) . . ?
C2 B11 B12 104.0(3) . . ?
C2 B11 B10 104.9(3) . . ?
C2 B11 B7 58.4(3) . . ?
B6 B11 B12 107.6(4) . . ?
B6 B11 B10 59.4(3) . . ?
B6 B11 B7 109.2(4) . . ?
B12 B11 B10 60.0(3) . . ?
B12 B11 B7 60.0(3) . . ?
B7 B11 B10 108.6(4) . . ?
C2 B6 B5 103.8(3) . . ?
C2 B6 B11 57.8(3) . . ?
C2 B6 B10 104.3(3) . . ?
C1 B6 C2 56.4(2) . . ?
C1 B6 B5 58.1(3) . . ?
C1 B6 B11 103.5(3) . . ?
C1 B6 B10 104.1(3) . . ?
B11 B6 B5 108.5(3) . . ?
B10 B6 B5 60.3(3) . . ?
B10 B6 B11 60.8(3) . . ?
B8 B12 B11 108.3(3) . . ?
B8 B12 B9 60.6(3) . . ?
B8 B12 B10 109.2(3) . . ?
B8 B12 B7 60.0(3) . . ?
B11 B12 B9 108.8(3) . . ?
B11 B12 B10 60.2(3) . . ?
B11 B12 B7 60.2(3) . . ?
B10 B12 B9 60.7(3) . . ?
B7 B12 B9 108.9(3) . . ?
B7 B12 B10 108.9(3) . . ?
B4 B9 B5 60.5(3) . . ?
B4 B9 B8 60.3(3) . . ?
B4 B9 B12 106.7(3) . . ?
B4 B9 B10 107.4(3) . . ?
B5 B9 B12 107.1(3) . . ?
B5 B9 B10 59.6(3) . . ?
B8 B9 B5 108.2(3) . . ?
B8 B9 B12 58.4(3) . . ?
B8 B9 B10 106.4(3) . . ?
B12 B9 B10 59.5(3) . . ?
B5 B10 B11 107.9(3) . . ?
B5 B10 B9 59.7(3) . . ?
B11 B10 B9 107.7(3) . . ?
B6 B10 B5 60.6(3) . . ?
B6 B10 B11 59.9(3) . . ?
B6 B10 B12 107.8(3) . . ?
B6 B10 B9 108.3(4) . . ?
B12 B10 B5 107.4(4) . . ?
B12 B10 B11 59.7(3) . . ?
B12 B10 B9 59.8(3) . . ?
B13 B17 B16 60.1(3) . . ?
B13 B17 B21 60.0(3) . . ?
B13 B17 B20 107.6(3) . . ?
B13 B17 B18 107.2(3) . . ?
B16 B17 B18 59.1(3) . . ?
B21 B17 B16 108.0(3) . . ?
B21 B17 B18 107.8(3) . . ?
B20 B17 B16 107.6(3) . . ?
B20 B17 B21 59.7(3) . . ?
B20 B17 B18 60.4(3) . . ?
B16 B18 B20 108.0(4) . . ?
B16 B18 B17 60.4(3) . . ?
B16 B18 B19 107.7(4) . . ?
B16 B18 B15 60.0(3) . . ?
B17 B18 B20 59.6(3) . . ?
B19 B18 B20 60.6(3) . . ?
B19 B18 B17 108.1(4) . . ?
B19 B18 B15 59.7(3) . . ?
B15 B18 B20 108.4(4) . . ?
B15 B18 B17 108.4(4) . . ?
C2 B7 B3 59.0(3) . . ?
C2 B7 B8 104.4(3) . . ?
C2 B7 B11 58.1(3) . . ?
C2 B7 B12 103.5(3) . . ?
B3 B7 B11 107.8(3) . . ?
B3 B7 B12 107.0(3) . . ?
B8 B7 B3 60.1(3) . . ?
B8 B7 B11 107.0(3) . . ?
B8 B7 B12 58.8(3) . . ?
B12 B7 B11 59.8(3) . . ?
C16 B22 C15 56.4(3) . . ?
C16 B22 B21 58.5(3) . . ?
C16 B22 B20 104.3(3) . . ?
C16 B22 B19 103.1(3) . . ?
C15 B22 B21 104.2(3) . . ?
C15 B22 B20 104.5(3) . . ?
C15 B22 B19 57.5(3) . . ?
B21 B22 B19 108.2(3) . . ?
B20 B22 B21 60.1(3) . . ?
B20 B22 B19 60.9(3) . . ?
C15 B19 B20 104.6(4) . . ?
C15 B19 B18 105.0(4) . . ?
C15 B19 B22 59.5(3) . . ?
C15 B19 B15 59.0(3) . . ?
B18 B19 B20 60.4(3) . . ?
B18 B19 B22 108.0(4) . . ?
B22 B19 B20 59.1(3) . . ?
B15 B19 B20 108.8(4) . . ?
B15 B19 B18 60.4(3) . . ?
B15 B19 B22 109.2(4) . . ?
C15 B15 B16 104.3(3) . . ?
C15 B15 B14 59.1(3) . . ?
C15 B15 B18 104.1(3) . . ?
C15 B15 B19 58.3(3) . . ?
B16 B15 B14 59.9(3) . . ?
B16 B15 B18 59.5(3) . . ?
B18 B15 B14 107.9(3) . . ?
B19 B15 B16 107.5(4) . . ?
B19 B15 B14 108.2(4) . . ?
B19 B15 B18 59.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1213wj2491_0m
_database_code_depnum_ccdc_archive 'CCDC 2193718'
loop_
_audit_author_name
_audit_author_address
'Caiyan Zhang'
;Southwest University of Science and Technology
China
;
_audit_update_record             
;
2022-07-30 deposited with the CCDC.	2023-02-09 downloaded from the CCDC.
;
_audit_creation_date             2020-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H17 B10 N O2'
_chemical_formula_sum            'C10 H17 B10 N O2'
_chemical_formula_weight         291.35
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.0289(5)
_cell_length_b                   19.6397(15)
_cell_length_c                   11.4366(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.502(3)
_cell_angle_gamma                90
_cell_volume                     1565.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2790
_cell_measurement_temperature    170
_cell_measurement_theta_max      27.222
_cell_measurement_theta_min      2.923
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.2616
_exptl_absorpt_correction_T_min  0.2195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0988 before and 0.0519 after correction. The Ratio of minimum to maximum transmission is 0.8391. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12801
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         2.074
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2170
_reflns_number_total             3548
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3548
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      1.031
_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)+(0.0655P)²+0.8164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1711
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
2.c Boron cage BH refined with riding coordinates:
 C1(H1), C2(H2), B9(H9), B12(H12), B10(H10), B4(H4A), B7(H7A), B5(H5A),
 B11(H11), B6(H6A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O2 O 0.4436(2) 0.62003(8) 0.52265(14) 0.0394(4) Uani 1 1 d . . . . .
O1 O 0.3090(2) 0.72344(9) 0.48931(14) 0.0448(5) Uani 1 1 d . . . . .
N1 N 0.5730(2) 0.70589(9) 0.62980(15) 0.0311(4) Uani 1 1 d . . . . .
C9 C 0.4305(3) 0.68716(12) 0.54186(19) 0.0330(5) Uani 1 1 d . . . . .
C3 C 0.5982(3) 0.77390(11) 0.67526(19) 0.0318(5) Uani 1 1 d . . . . .
C8 C 0.7445(3) 0.78073(11) 0.7722(2) 0.0371(5) Uani 1 1 d . . . . .
C4 C 0.4934(4) 0.83070(12) 0.6323(2) 0.0410(6) Uani 1 1 d . . . . .
H4 H 0.392843 0.826438 0.568631 0.049 Uiso 1 1 calc R . . . .
C7 C 0.7832(4) 0.84444(12) 0.8219(2) 0.0463(6) Uani 1 1 d . . . . .
H7 H 0.880791 0.849374 0.887037 0.056 Uiso 1 1 calc R . . . .
C6 C 0.6805(4) 0.90090(13) 0.7771(2) 0.0491(7) Uani 1 1 d . . . . .
H6 H 0.708536 0.944542 0.810859 0.059 Uiso 1 1 calc R . . . .
C5 C 0.5378(4) 0.89353(13) 0.6836(2) 0.0480(7) Uani 1 1 d . . . . .
H5 H 0.467938 0.932524 0.653399 0.058 Uiso 1 1 calc R . . . .
C10 C 0.2949(3) 0.59078(14) 0.4388(2) 0.0505(7) Uani 1 1 d . . . . .
H10A H 0.278293 0.618468 0.366946 0.076 Uiso 1 1 calc GR . . . .
H10B H 0.174243 0.589654 0.473106 0.076 Uiso 1 1 calc GR . . . .
H10C H 0.331196 0.544340 0.419528 0.076 Uiso 1 1 calc GR . . . .
C1 C 1.0561(3) 0.67425(12) 0.8328(2) 0.0461(7) Uani 1 1 d . . . . .
H1 H 1.179721 0.709482 0.858651 0.055 Uiso 1 1 calc R . . . .
B8 B 0.7101(3) 0.65652(13) 0.6970(2) 0.0293(5) Uani 1 1 d . . . . .
C2 C 0.8949(4) 0.65943(13) 0.9228(2) 0.0472(7) Uani 1 1 d . . . . .
H2 H 0.905571 0.684185 1.011612 0.057 Uiso 1 1 calc R . . . .
B9 B 0.8669(3) 0.58949(14) 0.6632(2) 0.0342(6) Uani 1 1 d . . . . .
H9 H 0.855257 0.565417 0.573740 0.041 Uiso 1 1 calc R . . . .
B12 B 0.6924(4) 0.57400(13) 0.7606(2) 0.0352(6) Uani 1 1 d . . . . .
H12 H 0.566330 0.539875 0.734569 0.042 Uiso 1 1 calc R . . . .
B10 B 0.9314(4) 0.54203(15) 0.7960(3) 0.0404(7) Uani 1 1 d . . . . .
H10 H 0.963857 0.486238 0.794153 0.049 Uiso 1 1 calc R . . . .
B4 B 0.9571(4) 0.67313(14) 0.6907(3) 0.0379(6) Uani 1 1 d . . . . .
H4A H 1.009039 0.704589 0.619566 0.045 Uiso 1 1 calc R . . . .
B3 B 0.8334(4) 0.70950(14) 0.8011(2) 0.0365(6) Uani 1 1 d . . . . .
B7 B 0.6760(4) 0.64740(14) 0.8475(2) 0.0375(6) Uani 1 1 d . . . . .
H7A H 0.539136 0.661721 0.881528 0.045 Uiso 1 1 calc R . . . .
B5 B 1.0921(4) 0.60358(15) 0.7517(3) 0.0452(7) Uani 1 1 d . . . . .
H5A H 1.231746 0.589091 0.721245 0.054 Uiso 1 1 calc R . . . .
B11 B 0.8113(5) 0.57784(15) 0.9081(3) 0.0470(7) Uani 1 1 d . . . . .
H11 H 0.765010 0.546337 0.981003 0.056 Uiso 1 1 calc R . . . .
B6 B 1.0574(4) 0.59699(16) 0.9022(3) 0.0512(8) Uani 1 1 d . . . . .
H6A H 1.174038 0.579190 0.971570 0.061 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O2 C9 1.342(3) . ?
O2 C10 1.442(3) . ?
O1 C9 1.210(3) . ?
N1 C9 1.374(3) . ?
N1 C3 1.436(3) . ?
N1 B8 1.505(3) . ?
C3 C8 1.416(3) . ?
C3 C4 1.390(3) . ?
C8 C7 1.386(3) . ?
C8 B3 1.550(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.384(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.375(4) . ?
C5 H5 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1 H1 1.1200 . ?
C1 C2 1.653(4) . ?
C1 B4 1.682(4) . ?
C1 B3 1.707(3) . ?
C1 B5 1.706(4) . ?
C1 B6 1.712(4) . ?
B8 B9 1.792(3) . ?
B8 B12 1.787(4) . ?
B8 B4 1.777(3) . ?
B8 B3 1.727(3) . ?
B8 B7 1.777(4) . ?
C2 H2 1.1200 . ?
C2 B3 1.713(4) . ?
C2 B7 1.679(4) . ?
C2 B11 1.707(4) . ?
C2 B6 1.713(4) . ?
B9 H9 1.1200 . ?
B9 B12 1.788(4) . ?
B9 B10 1.789(4) . ?
B9 B4 1.774(4) . ?
B9 B5 1.786(4) . ?
B12 H12 1.1200 . ?
B12 B10 1.790(4) . ?
B12 B7 1.763(4) . ?
B12 B11 1.784(4) . ?
B10 H10 1.1200 . ?
B10 B5 1.773(4) . ?
B10 B11 1.771(4) . ?
B10 B6 1.773(4) . ?
B4 H4A 1.1200 . ?
B4 B3 1.774(4) . ?
B4 B5 1.755(4) . ?
B3 B7 1.773(4) . ?
B7 H7A 1.1200 . ?
B7 B11 1.755(4) . ?
B5 H5A 1.1200 . ?
B5 B6 1.774(5) . ?
B11 H11 1.1200 . ?
B11 B6 1.780(5) . ?
B6 H6A 1.1200 . ?

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
C9 O2 C10 116.16(18) . . ?
C9 N1 C3 123.90(18) . . ?
C9 N1 B8 123.95(18) . . ?
C3 N1 B8 111.95(17) . . ?
O2 C9 N1 108.89(18) . . ?
O1 C9 O2 123.8(2) . . ?
O1 C9 N1 127.3(2) . . ?
C8 C3 N1 114.46(19) . . ?
C4 C3 N1 125.7(2) . . ?
C4 C3 C8 119.8(2) . . ?
C3 C8 B3 108.22(19) . . ?
C7 C8 C3 119.3(2) . . ?
C7 C8 B3 132.5(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C8 C7 H7 119.8 . . ?
C6 C7 C8 120.5(2) . . ?
C6 C7 H7 119.8 . . ?
C7 C6 H6 120.2 . . ?
C5 C6 C7 119.7(2) . . ?
C5 C6 H6 120.2 . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C1 H1 121.0 . . ?
C2 C1 B4 111.62(18) . . ?
C2 C1 B3 61.27(15) . . ?
C2 C1 B5 111.0(2) . . ?
C2 C1 B6 61.18(17) . . ?
B4 C1 H1 118.2 . . ?
B4 C1 B3 63.13(15) . . ?
B4 C1 B5 62.40(16) . . ?
B4 C1 B6 114.38(19) . . ?
B3 C1 H1 117.6 . . ?
B3 C1 B6 114.0(2) . . ?
B5 C1 H1 118.8 . . ?
B5 C1 B3 114.33(19) . . ?
B5 C1 B6 62.53(18) . . ?
B6 C1 H1 117.9 . . ?
N1 B8 B9 137.21(19) . . ?
N1 B8 B12 135.88(19) . . ?
N1 B8 B4 115.13(19) . . ?
N1 B8 B3 101.19(17) . . ?
N1 B8 B7 113.65(18) . . ?
B12 B8 B9 59.94(14) . . ?
B4 B8 B9 59.61(14) . . ?
B4 B8 B12 107.65(18) . . ?
B4 B8 B7 108.28(18) . . ?
B3 B8 B9 108.92(17) . . ?
B3 B8 B12 108.73(18) . . ?
B3 B8 B4 60.82(15) . . ?
B3 B8 B7 60.79(15) . . ?
B7 B8 B9 107.44(18) . . ?
B7 B8 B12 59.29(15) . . ?
C1 C2 H2 121.2 . . ?
C1 C2 B3 60.91(15) . . ?
C1 C2 B7 111.23(19) . . ?
C1 C2 B11 111.0(2) . . ?
C1 C2 B6 61.10(17) . . ?
B3 C2 H2 117.9 . . ?
B3 C2 B6 113.7(2) . . ?
B7 C2 H2 118.3 . . ?
B7 C2 B3 63.05(15) . . ?
B7 C2 B11 62.41(16) . . ?
B7 C2 B6 114.3(2) . . ?
B11 C2 H2 118.5 . . ?
B11 C2 B3 114.32(19) . . ?
B11 C2 B6 62.73(18) . . ?
B6 C2 H2 118.0 . . ?
B8 B9 H9 122.3 . . ?
B12 B9 B8 59.92(14) . . ?
B12 B9 H9 121.5 . . ?
B12 B9 B10 60.04(15) . . ?
B10 B9 B8 107.11(18) . . ?
B10 B9 H9 122.4 . . ?
B4 B9 B8 59.79(14) . . ?
B4 B9 H9 122.3 . . ?
B4 B9 B12 107.77(18) . . ?
B4 B9 B10 106.66(19) . . ?
B4 B9 B5 59.08(15) . . ?
B5 B9 B8 106.77(18) . . ?
B5 B9 H9 122.5 . . ?
B5 B9 B12 107.61(19) . . ?
B5 B9 B10 59.46(16) . . ?
B8 B12 B9 60.14(14) . . ?
B8 B12 H12 121.9 . . ?
B8 B12 B10 107.27(19) . . ?
B9 B12 H12 121.3 . . ?
B9 B12 B10 60.02(15) . . ?
B10 B12 H12 122.5 . . ?
B7 B12 B8 60.07(14) . . ?
B7 B12 B9 108.22(19) . . ?
B7 B12 H12 122.1 . . ?
B7 B12 B10 106.73(19) . . ?
B7 B12 B11 59.30(15) . . ?
B11 B12 B8 107.31(19) . . ?
B11 B12 B9 107.91(19) . . ?
B11 B12 H12 122.2 . . ?
B11 B12 B10 59.41(16) . . ?
B9 B10 B12 59.94(15) . . ?
B9 B10 H10 121.6 . . ?
B12 B10 H10 121.8 . . ?
B5 B10 B9 60.17(16) . . ?
B5 B10 B12 108.10(19) . . ?
B5 B10 H10 121.5 . . ?
B11 B10 B9 108.42(19) . . ?
B11 B10 B12 60.13(16) . . ?
B11 B10 H10 121.3 . . ?
B11 B10 B5 108.5(2) . . ?
B11 B10 B6 60.32(18) . . ?
B6 B10 B9 108.2(2) . . ?
B6 B10 B12 108.15(19) . . ?
B6 B10 H10 121.6 . . ?
B6 B10 B5 60.04(18) . . ?
C1 B4 B8 104.26(19) . . ?
C1 B4 B9 106.1(2) . . ?
C1 B4 H4A 124.2 . . ?
C1 B4 B3 59.12(15) . . ?
C1 B4 B5 59.48(16) . . ?
B8 B4 H4A 122.9 . . ?
B9 B4 B8 60.60(14) . . ?
B9 B4 H4A 121.6 . . ?
B9 B4 B3 107.59(19) . . ?
B3 B4 B8 58.18(14) . . ?
B3 B4 H4A 122.1 . . ?
B5 B4 B8 108.75(19) . . ?
B5 B4 B9 60.79(15) . . ?
B5 B4 H4A 120.5 . . ?
B5 B4 B3 108.7(2) . . ?
C8 B3 C1 138.1(2) . . ?
C8 B3 B8 104.17(18) . . ?
C8 B3 C2 138.0(2) . . ?
C8 B3 B4 115.7(2) . . ?
C8 B3 B7 115.8(2) . . ?
C1 B3 B8 105.40(18) . . ?
C1 B3 C2 57.82(15) . . ?
C1 B3 B4 57.74(15) . . ?
C1 B3 B7 104.36(19) . . ?
B8 B3 B4 61.00(14) . . ?
B8 B3 B7 61.01(15) . . ?
C2 B3 B8 105.36(19) . . ?
C2 B3 B4 104.58(19) . . ?
C2 B3 B7 57.54(15) . . ?
B7 B3 B4 108.59(19) . . ?
B8 B7 H7A 122.8 . . ?
C2 B7 B8 104.60(19) . . ?
C2 B7 B12 106.33(19) . . ?
C2 B7 B3 59.41(15) . . ?
C2 B7 H7A 123.9 . . ?
C2 B7 B11 59.60(16) . . ?
B12 B7 B8 60.64(15) . . ?
B12 B7 B3 107.73(19) . . ?
B12 B7 H7A 121.6 . . ?
B3 B7 B8 58.19(14) . . ?
B3 B7 H7A 121.9 . . ?
B11 B7 B8 109.06(19) . . ?
B11 B7 B12 60.94(16) . . ?
B11 B7 B3 109.1(2) . . ?
B11 B7 H7A 120.3 . . ?
C1 B5 B9 104.51(19) . . ?
C1 B5 B10 104.7(2) . . ?
C1 B5 B4 58.13(15) . . ?
C1 B5 H5A 125.0 . . ?
C1 B5 B6 58.90(17) . . ?
B9 B5 H5A 122.1 . . ?
B10 B5 B9 60.37(15) . . ?
B10 B5 H5A 122.2 . . ?
B10 B5 B6 59.98(17) . . ?
B4 B5 B9 60.12(15) . . ?
B4 B5 B10 108.21(19) . . ?
B4 B5 H5A 121.6 . . ?
B4 B5 B6 107.9(2) . . ?
B6 B5 B9 108.3(2) . . ?
B6 B5 H5A 121.3 . . ?
C2 B11 B12 104.20(19) . . ?
C2 B11 B10 104.7(2) . . ?
C2 B11 B7 57.99(16) . . ?
C2 B11 H11 125.1 . . ?
C2 B11 B6 58.79(17) . . ?
B12 B11 H11 122.3 . . ?
B10 B11 B12 60.46(15) . . ?
B10 B11 H11 122.1 . . ?
B10 B11 B6 59.90(17) . . ?
B7 B11 B12 59.77(15) . . ?
B7 B11 B10 107.9(2) . . ?
B7 B11 H11 122.0 . . ?
B7 B11 B6 107.4(2) . . ?
B6 B11 B12 108.1(2) . . ?
B6 B11 H11 121.6 . . ?
C1 B6 C2 57.72(16) . . ?
C1 B6 B10 104.5(2) . . ?
C1 B6 B5 58.58(17) . . ?
C1 B6 B11 105.0(2) . . ?
C1 B6 H6A 124.4 . . ?
C2 B6 B10 104.34(19) . . ?
C2 B6 B5 105.1(2) . . ?
C2 B6 B11 58.48(17) . . ?
C2 B6 H6A 124.4 . . ?
B10 B6 B5 59.98(16) . . ?
B10 B6 B11 59.78(16) . . ?
B10 B6 H6A 123.3 . . ?
B5 B6 B11 108.1(2) . . ?
B5 B6 H6A 122.0 . . ?
B11 B6 H6A 122.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
