# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_compound_1a
_database_code_depnum_ccdc_archive 'CCDC 2120998'
loop_
_audit_author_name
_audit_author_address
'Hiroto Yoshida'
;Hiroshima University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 B N2 Si'
_chemical_formula_weight         302.25

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.0647(16)
_cell_length_b                   11.425(3)
_cell_length_c                   20.803(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1679.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3341
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      26.10

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.137
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8946
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.958
_diffrn_reflns_theta_max         26.394
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3420
_reflns_number_gt                3100
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.995

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+0.4112P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1204 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3420
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0760
_refine_ls_wR_factor_gt          0.0731
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.4859(4) 0.6696(2) 0.65595(13) 0.0206(6) Uani 1 1 d . . . . .
C1 C 0.5080(3) 0.80825(19) 0.56369(10) 0.0179(5) Uani 1 1 d . . . . .
C2 C 0.3254(3) 0.8526(2) 0.57950(10) 0.0164(5) Uani 1 1 d . . . . .
C3 C 0.2203(3) 0.80697(18) 0.63237(10) 0.0180(5) Uani 1 1 d . . . . .
C4 C 0.0415(3) 0.8482(2) 0.64486(10) 0.0198(5) Uani 1 1 d . . . . .
H4 H -0.0293 0.8166 0.6796 0.024 Uiso 1 1 calc R U . . .
C6 C 0.0606(3) 0.9831(2) 0.55595(11) 0.0223(5) Uani 1 1 d . . . . .
H6 H 0.0046 1.0431 0.5307 0.027 Uiso 1 1 calc R U . . .
C5 C -0.0372(3) 0.9370(2) 0.60649(11) 0.0225(5) Uani 1 1 d . . . . .
H5 H -0.1605 0.9654 0.6159 0.027 Uiso 1 1 calc R U . . .
C8 C 0.3487(4) 0.9855(2) 0.48763(11) 0.0228(6) Uani 1 1 d . . . . .
H8 H 0.2968 1.0457 0.4615 0.027 Uiso 1 1 calc R U . . .
C7 C 0.2449(3) 0.94248(19) 0.54073(10) 0.0186(5) Uani 1 1 d . . . . .
C9 C 0.5239(4) 0.9407(2) 0.47372(10) 0.0240(6) Uani 1 1 d . . . . .
H9 H 0.5917 0.9701 0.4377 0.029 Uiso 1 1 calc R U . . .
C10 C 0.6053(4) 0.8522(2) 0.51150(10) 0.0223(5) Uani 1 1 d . . . . .
H10 H 0.7273 0.8226 0.5012 0.027 Uiso 1 1 calc R U . . .
C14 C 0.6751(5) 0.2073(2) 0.58262(13) 0.0350(7) Uani 1 1 d . . . . .
H14 H 0.6912 0.1410 0.5556 0.042 Uiso 1 1 calc R U . . .
C13 C 0.5020(4) 0.2642(2) 0.58506(13) 0.0350(7) Uani 1 1 d . . . . .
H13 H 0.3984 0.2369 0.5601 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4813(4) 0.3618(2) 0.62443(12) 0.0283(6) Uani 1 1 d . . . . .
H12 H 0.3622 0.4004 0.6259 0.034 Uiso 1 1 calc R U . . .
C11 C 0.6298(3) 0.4050(2) 0.66186(11) 0.0212(5) Uani 1 1 d . . . . .
C17 C 0.4217(4) 0.5062(2) 0.77731(12) 0.0375(7) Uani 1 1 d . . . . .
H17A H 0.3010 0.4819 0.7584 0.056 Uiso 1 1 calc R U . . .
H17B H 0.4019 0.5759 0.8039 0.056 Uiso 1 1 calc R U . . .
H17C H 0.4720 0.4428 0.8040 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8009(4) 0.3439(2) 0.65868(12) 0.0260(6) Uani 1 1 d . . . . .
H16 H 0.9046 0.3695 0.6841 0.031 Uiso 1 1 calc R U . . .
C15 C 0.8231(4) 0.2469(2) 0.61940(12) 0.0325(7) Uani 1 1 d . . . . .
H15 H 0.9416 0.2077 0.6179 0.039 Uiso 1 1 calc R U . . .
C18 C 0.8273(4) 0.5885(2) 0.74567(14) 0.0397(7) Uani 1 1 d . . . . .
H18A H 0.9185 0.5991 0.7107 0.060 Uiso 1 1 calc R U . . .
H18B H 0.8743 0.5286 0.7754 0.060 Uiso 1 1 calc R U . . .
H18C H 0.8112 0.6626 0.7687 0.060 Uiso 1 1 calc R U . . .
N1 N 0.5817(3) 0.71782(16) 0.60202(9) 0.0214(4) Uani 1 1 d . . . . .
H1 H 0.6936 0.6894 0.5920 0.026 Uiso 1 1 calc R U . . .
N2 N 0.3058(3) 0.71852(16) 0.66905(9) 0.0208(4) Uani 1 1 d . . . . .
H2 H 0.2431 0.6916 0.7025 0.025 Uiso 1 1 calc R U . . .
Si1 Si 0.59424(10) 0.54087(6) 0.71170(3) 0.02246(17) Uani 1 1 d . . . . .


_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
B1 N2 1.417(3) . ?
B1 N1 1.421(3) . ?
B1 Si1 2.023(3) . ?
C1 C10 1.380(3) . ?
C1 N1 1.405(3) . ?
C1 C2 1.424(3) . ?
C2 C7 1.424(3) . ?
C2 C3 1.425(3) . ?
C3 C4 1.373(3) . ?
C3 N2 1.403(3) . ?
C4 C5 1.406(3) . ?
C4 H4 0.9500 . ?
C6 C5 1.364(3) . ?
C6 C7 1.418(3) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C8 C9 1.371(3) . ?
C8 C7 1.414(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.404(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C14 C15 1.373(4) . ?
C14 C13 1.386(4) . ?
C14 H14 0.9500 . ?
C13 C12 1.391(4) . ?
C13 H13 0.9500 . ?
C12 C11 1.397(4) . ?
C12 H12 0.9500 . ?
C11 C16 1.397(3) . ?
C11 Si1 1.884(2) . ?
C17 Si1 1.872(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16 C15 1.385(4) . ?
C16 H16 0.9500 . ?
C15 H15 0.9500 . ?
C18 Si1 1.873(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?

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
N2 B1 N1 115.3(2) . . ?
N2 B1 Si1 121.08(19) . . ?
N1 B1 Si1 123.66(19) . . ?
C10 C1 N1 121.9(2) . . ?
C10 C1 C2 120.3(2) . . ?
N1 C1 C2 117.8(2) . . ?
C1 C2 C7 119.2(2) . . ?
C1 C2 C3 121.3(2) . . ?
C7 C2 C3 119.5(2) . . ?
C4 C3 N2 122.7(2) . . ?
C4 C3 C2 120.0(2) . . ?
N2 C3 C2 117.3(2) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C5 C6 C7 120.7(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C7 C6 122.5(2) . . ?
C8 C7 C2 119.1(2) . . ?
C6 C7 C2 118.5(2) . . ?
C8 C9 C10 121.4(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C1 C10 C9 119.9(2) . . ?
C1 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C12 C11 122.1(2) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C12 C11 C16 116.6(2) . . ?
C12 C11 Si1 119.81(18) . . ?
C16 C11 Si1 123.59(19) . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 C11 121.7(3) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 N1 B1 123.8(2) . . ?
C1 N1 H1 118.1 . . ?
B1 N1 H1 118.1 . . ?
C3 N2 B1 124.5(2) . . ?
C3 N2 H2 117.8 . . ?
B1 N2 H2 117.8 . . ?
C17 Si1 C18 111.02(14) . . ?
C17 Si1 C11 108.30(11) . . ?
C18 Si1 C11 109.25(13) . . ?
C17 Si1 B1 108.98(12) . . ?
C18 Si1 B1 109.73(12) . . ?
C11 Si1 B1 109.53(10) . . ?

_refine_diff_density_max         0.214
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.037

