# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_mo190507b
_audit_block_doi                 10.5517/ccdc.csd.cc237f5z
_database_code_depnum_ccdc_archive 'CCDC 1943550'
loop_
_audit_author_name
_audit_author_address
o-I-BDP
;Hangzhou Normal University
China
;
_audit_update_record             
;
2019-07-26 deposited with the CCDC.	2021-10-13 downloaded from the CCDC.
;
_audit_creation_date             2019-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            o-I-BDP
_chemical_name_systematic        o-I-BDP
_chemical_formula_moiety         'C15 H10 B F2 I N2'
_chemical_formula_sum            'C15 H10 B F2 I N2'
_chemical_formula_weight         393.96
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_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                   7.7660(8)
_cell_length_b                   15.9828(16)
_cell_length_c                   12.3621(12)
_cell_angle_alpha                90
_cell_angle_beta                 105.335(2)
_cell_angle_gamma                90
_cell_volume                     1479.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3689
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.51
_cell_measurement_theta_min      2.72
_shelx_estimated_absorpt_T_max   0.812
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    2.178
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0901 before and 0.0398 after correction. The Ratio of minimum to maximum transmission is 0.7964. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11036
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.461
_diffrn_reflns_theta_min         2.131
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.854
_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                2914
_reflns_number_total             3842
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         1.167
_refine_diff_density_min         -1.028
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3842
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.037
_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)+(0.0367P)²+1.2869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0939
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14)
;
_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
I1 I 0.32953(3) 0.87521(2) 0.65025(2) 0.05868(11) Uani 1 1 d . . . . .
F1 F 0.0510(3) 0.56048(13) 0.30667(19) 0.0745(7) Uani 1 1 d . . . . .
F2 F -0.0755(3) 0.62484(14) 0.4296(2) 0.0705(6) Uani 1 1 d . . . . .
N1 N 0.0840(3) 0.70931(15) 0.3275(2) 0.0394(5) Uani 1 1 d . . . . .
N2 N 0.2439(4) 0.61316(15) 0.4777(2) 0.0425(6) Uani 1 1 d . . . . .
C1 C 0.2929(5) 0.5471(2) 0.5446(3) 0.0570(9) Uani 1 1 d . . . . .
H1 H 0.2244 0.4990 0.5423 0.068 Uiso 1 1 calc R . . . .
C2 C 0.4616(5) 0.5599(2) 0.6187(3) 0.0647(10) Uani 1 1 d . . . . .
H2 H 0.5235 0.5228 0.6732 0.078 Uiso 1 1 calc R . . . .
C3 C 0.5180(5) 0.6379(2) 0.5953(3) 0.0553(9) Uani 1 1 d . . . . .
H3 H 0.6254 0.6634 0.6313 0.066 Uiso 1 1 calc R . . . .
C4 C 0.3830(4) 0.67166(19) 0.5069(3) 0.0409(7) Uani 1 1 d . . . . .
C5 C 0.3718(4) 0.74699(18) 0.4504(2) 0.0376(6) Uani 1 1 d . . . . .
C6 C 0.2238(4) 0.76633(19) 0.3615(2) 0.0389(6) Uani 1 1 d . . . . .
C7 C 0.1876(4) 0.8353(2) 0.2896(3) 0.0490(8) Uani 1 1 d . . . . .
H7 H 0.2593 0.8824 0.2931 0.059 Uiso 1 1 calc R . . . .
C8 C 0.0268(5) 0.8209(2) 0.2128(3) 0.0546(9) Uani 1 1 d . . . . .
H8 H -0.0313 0.8565 0.1552 0.065 Uiso 1 1 calc R . . . .
C9 C -0.0327(4) 0.7431(2) 0.2377(3) 0.0507(8) Uani 1 1 d . . . . .
H9 H -0.1383 0.7179 0.1978 0.061 Uiso 1 1 calc R . . . .
C10 C 0.5214(4) 0.80905(19) 0.4826(2) 0.0403(7) Uani 1 1 d . . . . .
C11 C 0.6602(5) 0.8064(3) 0.4276(3) 0.0614(10) Uani 1 1 d . . . . .
H11 H 0.6589 0.7664 0.3728 0.074 Uiso 1 1 calc R . . . .
C12 C 0.7967(5) 0.8637(3) 0.4564(4) 0.0733(12) Uani 1 1 d . . . . .
H12 H 0.8884 0.8619 0.4210 0.088 Uiso 1 1 calc R . . . .
C13 C 0.7996(5) 0.9233(2) 0.5364(3) 0.0609(10) Uani 1 1 d . . . . .
H13 H 0.8924 0.9620 0.5538 0.073 Uiso 1 1 calc R . . . .
C14 C 0.6684(4) 0.9269(2) 0.5908(3) 0.0506(8) Uani 1 1 d . . . . .
H14 H 0.6721 0.9674 0.6454 0.061 Uiso 1 1 calc R . . . .
C15 C 0.5280(4) 0.86915(17) 0.5640(3) 0.0394(6) Uani 1 1 d . . . . .
B1 B 0.0692(5) 0.6239(2) 0.3840(3) 0.0455(8) 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
I1 C15 2.096(3) . ?
F1 B1 1.374(4) . ?
F2 B1 1.384(5) . ?
N1 C6 1.394(4) . ?
N1 C9 1.347(4) . ?
N1 B1 1.552(4) . ?
N2 C1 1.334(4) . ?
N2 C4 1.402(4) . ?
N2 B1 1.542(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.401(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.407(4) . ?
C4 C5 1.383(4) . ?
C5 C6 1.399(4) . ?
C5 C10 1.499(4) . ?
C6 C7 1.397(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.374(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.388(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.419(5) . ?
C10 C15 1.383(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.399(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 B1 125.7(2) . . ?
C9 N1 C6 106.6(3) . . ?
C9 N1 B1 127.6(3) . . ?
C1 N2 C4 107.1(3) . . ?
C1 N2 B1 127.1(3) . . ?
C4 N2 B1 125.7(2) . . ?
N2 C1 H1 124.6 . . ?
N2 C1 C2 110.7(3) . . ?
C2 C1 H1 124.6 . . ?
C1 C2 H2 126.6 . . ?
C3 C2 C1 106.8(3) . . ?
C3 C2 H2 126.6 . . ?
C2 C3 H3 126.4 . . ?
C2 C3 C4 107.3(3) . . ?
C4 C3 H3 126.4 . . ?
N2 C4 C3 108.0(3) . . ?
C5 C4 N2 120.6(3) . . ?
C5 C4 C3 131.4(3) . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 C10 120.1(3) . . ?
C6 C5 C10 118.7(3) . . ?
N1 C6 C5 120.3(3) . . ?
N1 C6 C7 108.4(3) . . ?
C7 C6 C5 131.2(3) . . ?
C6 C7 H7 126.3 . . ?
C8 C7 C6 107.4(3) . . ?
C8 C7 H7 126.3 . . ?
C7 C8 H8 126.5 . . ?
C7 C8 C9 107.0(3) . . ?
C9 C8 H8 126.5 . . ?
N1 C9 C8 110.6(3) . . ?
N1 C9 H9 124.7 . . ?
C8 C9 H9 124.7 . . ?
C11 C10 C5 119.2(3) . . ?
C15 C10 C5 122.0(3) . . ?
C15 C10 C11 118.8(3) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2(4) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C10 C15 I1 120.8(2) . . ?
C10 C15 C14 120.5(3) . . ?
C14 C15 I1 118.7(2) . . ?
F1 B1 F2 110.3(3) . . ?
F1 B1 N1 110.0(3) . . ?
F1 B1 N2 110.4(3) . . ?
F2 B1 N1 109.7(3) . . ?
F2 B1 N2 110.1(3) . . ?
N2 B1 N1 106.3(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Vapour deposition'
_chemical_compound_source        Roomtemperature
####################################################################### 
# 
# 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_mo191230a
_audit_block_doi                 10.5517/ccdc.csd.cc28kj4j
_database_code_depnum_ccdc_archive 'CCDC 2102207'
loop_
_audit_author_name
_audit_author_address
'Zhikuan Zhou'
;Hangzhou Normal University
China
;
_audit_update_record             
;
2021-08-07 deposited with the CCDC.	2021-10-13 downloaded from the CCDC.
;
_audit_creation_method           Olex2
_audit_creation_date             2020-03-15
_chemical_formula_sum            'C27 H19 B F2 N2 Si'
_chemical_formula_weight         448.340
_refine_ls_R_factor_all          0.068
_cell_length_a                   9.515(3)
_cell_length_b                   10.803(4)
_cell_length_c                   11.632(4)
_cell_angle_alpha                103.385(6)
_cell_angle_beta                 102.110(6)
_cell_angle_gamma                95.597(6)
_cell_volume                     1123.8(7)
_cell_formula_units_Z            2
_symmetry_int_tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  -P_1

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
Si ? 1.200
F ? 1.200
N ? 1.200
C ? 1.200
H ? 1.200
B ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
Si1 Si 0.2928(0) 0.3806(0) 0.7403(0) 1.000 2 i ? d Uani 0.04150(13)
F1 F 0.1540(1) 0.0756(1) 0.2013(1) 1.000 2 i ? d Uani 0.0760(4)
F2 F 0.1499(1) -0.0884(1) 0.2919(1) 1.000 2 i ? d Uani 0.0770(4)
N1 N 0.3724(2) 0.0559(1) 0.3404(1) 1.000 2 i ? d Uani 0.0465(3)
N2 N 0.1647(1) 0.1265(1) 0.4156(1) 1.000 2 i ? d Uani 0.0461(3)
C1 C 0.0332(2) 0.1268(2) 0.4407(2) 1.000 2 i ? d Uani 0.0565(5)
H1 H -0.0511 0.0724 0.3933 1.000 2 i ? calc Uiso 0.06800
C2 C 0.0411(2) 0.2196(2) 0.5470(2) 1.000 2 i ? d Uani 0.0573(5)
H2 H -0.0356 0.2370 0.5832 1.000 2 i ? calc Uiso 0.06900
C3 C 0.1840(2) 0.2824(2) 0.5904(2) 1.000 2 i ? d Uani 0.0439(4)
C4 C 0.2598(2) 0.2234(2) 0.5057(1) 1.000 2 i ? d Uani 0.0402(4)
C5 C 0.4104(2) 0.2448(2) 0.5097(1) 1.000 2 i ? d Uani 0.0393(4)
C6 C 0.4663(2) 0.1535(2) 0.4318(2) 1.000 2 i ? d Uani 0.0425(4)
C7 C 0.6089(2) 0.1268(2) 0.4329(2) 1.000 2 i ? d Uani 0.0551(5)
H7 H 0.6940 0.1750 0.4857 1.000 2 i ? calc Uiso 0.06600
C8 C 0.5995(2) 0.0176(2) 0.3427(2) 1.000 2 i ? d Uani 0.0652(6)
H8 H 0.6767 -0.0217 0.3221 1.000 2 i ? calc Uiso 0.07800
C9 C 0.4528(2) -0.0233(2) 0.2875(2) 1.000 2 i ? d Uani 0.0593(5)
H9 H 0.4159 -0.0958 0.2228 1.000 2 i ? calc Uiso 0.07100
C10 C 0.5049(2) 0.3608(2) 0.5949(2) 1.000 2 i ? d Uani 0.0413(4)
C11 C 0.6306(2) 0.4105(2) 0.5653(2) 1.000 2 i ? d Uani 0.0515(4)
H11 H 0.6520 0.3702 0.4926 1.000 2 i ? calc Uiso 0.06200
C12 C 0.7229(2) 0.5177(2) 0.6415(2) 1.000 2 i ? d Uani 0.0621(5)
H12 H 0.8069 0.5477 0.6211 1.000 2 i ? calc Uiso 0.07500
C13 C 0.6907(2) 0.5805(2) 0.7478(2) 1.000 2 i ? d Uani 0.0683(6)
H13 H 0.7535 0.6519 0.8004 1.000 2 i ? calc Uiso 0.08200
C14 C 0.5638(2) 0.5361(2) 0.7758(2) 1.000 2 i ? d Uani 0.0586(5)
H14 H 0.5416 0.5804 0.8467 1.000 2 i ? calc Uiso 0.07000
C15 C 0.4687(2) 0.4280(2) 0.7018(2) 1.000 2 i ? d Uani 0.0437(4)
C16 C 0.2128(2) 0.5228(2) 0.8090(2) 1.000 2 i ? d Uani 0.0477(4)
C17 C 0.1776(3) 0.6156(2) 0.7482(2) 1.000 2 i ? d Uani 0.0797(7)
H17 H 0.1933 0.6070 0.6706 1.000 2 i ? calc Uiso 0.09600
C18 C 0.1195(3) 0.7210(3) 0.8004(3) 1.000 2 i ? d Uani 0.1006(9)
H18 H 0.0968 0.7823 0.7578 1.000 2 i ? calc Uiso 0.12100
C19 C 0.0955(3) 0.7353(2) 0.9132(3) 1.000 2 i ? d Uani 0.0893(8)
H19 H 0.0568 0.8065 0.9480 1.000 2 i ? calc Uiso 0.10700
C20 C 0.1278(3) 0.6456(2) 0.9756(2) 1.000 2 i ? d Uani 0.0789(7)
H20 H 0.1110 0.6553 1.0529 1.000 2 i ? calc Uiso 0.09500
C21 C 0.1860(2) 0.5397(2) 0.9235(2) 1.000 2 i ? d Uani 0.0582(5)
H21 H 0.2075 0.4787 0.9667 1.000 2 i ? calc Uiso 0.07000
C22 C 0.3168(2) 0.2737(2) 0.8462(2) 1.000 2 i ? d Uani 0.0415(4)
C23 C 0.4529(2) 0.2674(2) 0.9154(2) 1.000 2 i ? d Uani 0.0508(4)
H23 H 0.5347 0.3182 0.9099 1.000 2 i ? calc Uiso 0.06100
C24 C 0.4682(3) 0.1863(2) 0.9926(2) 1.000 2 i ? d Uani 0.0673(6)
H24 H 0.5599 0.1829 1.0383 1.000 2 i ? calc Uiso 0.08100
C25 C 0.3479(3) 0.1112(2) 1.0016(2) 1.000 2 i ? d Uani 0.0740(7)
H25 H 0.3584 0.0569 1.0533 1.000 2 i ? calc Uiso 0.08900
C26 C 0.2129(3) 0.1158(2) 0.9349(2) 1.000 2 i ? d Uani 0.0691(6)
H26 H 0.1319 0.0648 0.9414 1.000 2 i ? calc Uiso 0.08300
C27 C 0.1964(2) 0.1961(2) 0.8577(2) 1.000 2 i ? d Uani 0.0532(5)
H27 H 0.1041 0.1986 0.8128 1.000 2 i ? calc Uiso 0.06400
B1 B 0.2046(2) 0.0395(2) 0.3066(2) 1.000 2 i ? d Uani 0.0512(5)



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 C3 . . 1.8466(18) no
Si1 C15 . . 1.8752(18) no
Si1 C16 . . 1.8689(18) no
Si1 C22 . . 1.8698(18) no
F1 B1 . . 1.377(3) no
F2 B1 . . 1.386(3) no
N1 C6 . . 1.393(2) no
N1 C9 . . 1.333(2) no
N1 B1 . . 1.544(3) no
N2 C1 . . 1.343(2) no
N2 C4 . . 1.386(2) no
N2 B1 . . 1.535(2) no
C1 H1 . . 0.9300 no
C1 C2 . . 1.383(3) no
C2 H2 . . 0.9300 no
C2 C3 . . 1.392(2) no
C3 C4 . . 1.411(2) no
C4 C5 . . 1.418(2) no
C5 C6 . . 1.403(2) no
C5 C10 . . 1.481(2) no
C6 C7 . . 1.412(2) no
C7 H7 . . 0.9300 no
C7 C8 . . 1.367(3) no
C8 H8 . . 0.9300 no
C8 C9 . . 1.388(3) no
C9 H9 . . 0.9300 no
C10 C11 . . 1.403(2) no
C10 C15 . . 1.415(2) no
C11 H11 . . 0.9300 no
C11 C12 . . 1.378(3) no
C12 H12 . . 0.9300 no
C12 C13 . . 1.376(3) no
C13 H13 . . 0.9300 no
C13 C14 . . 1.384(3) no
C14 H14 . . 0.9300 no
C14 C15 . . 1.388(3) no
C16 C17 . . 1.383(3) no
C16 C21 . . 1.382(3) no
C17 H17 . . 0.9300 no
C17 C18 . . 1.384(3) no
C18 H18 . . 0.9300 no
C18 C19 . . 1.355(4) no
C19 H19 . . 0.9300 no
C19 C20 . . 1.360(4) no
C20 H20 . . 0.9300 no
C20 C21 . . 1.388(3) no
C21 H21 . . 0.9300 no
C22 C23 . . 1.391(2) no
C22 C27 . . 1.401(2) no
C23 H23 . . 0.9300 no
C23 C24 . . 1.389(3) no
C24 H24 . . 0.9300 no
C24 C25 . . 1.374(3) no
C25 H25 . . 0.9300 no
C25 C26 . . 1.367(3) no
C26 H26 . . 0.9300 no
C26 C27 . . 1.381(3) no
C27 H27 . . 0.9300 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 Si1 C15 . . . 100.96(8) no
C3 Si1 C16 . . . 114.82(8) no
C3 Si1 C22 . . . 107.96(8) no
C16 Si1 C15 . . . 112.59(8) no
C16 Si1 C22 . . . 109.20(8) no
C22 Si1 C15 . . . 111.04(8) no
C6 N1 B1 . . . 126.59(14) no
C9 N1 C6 . . . 107.93(15) no
C9 N1 B1 . . . 125.47(16) no
C1 N2 C4 . . . 107.09(14) no
C1 N2 B1 . . . 127.46(15) no
C4 N2 B1 . . . 125.42(14) no
N2 C1 H1 . . . 124.90 no
N2 C1 C2 . . . 110.26(16) no
C2 C1 H1 . . . 124.90 no
C1 C2 H2 . . . 126.00 no
C1 C2 C3 . . . 108.05(15) no
C3 C2 H2 . . . 126.00 no
C2 C3 Si1 . . . 134.23(13) no
C2 C3 C4 . . . 105.37(15) no
C4 C3 Si1 . . . 117.64(12) no
N2 C4 C3 . . . 109.20(14) no
N2 C4 C5 . . . 121.56(14) no
C3 C4 C5 . . . 129.02(15) no
C4 C5 C10 . . . 120.22(14) no
C6 C5 C4 . . . 118.32(15) no
C6 C5 C10 . . . 121.46(14) no
N1 C6 C5 . . . 120.18(14) no
N1 C6 C7 . . . 106.86(15) no
C5 C6 C7 . . . 132.51(16) no
C6 C7 H7 . . . 126.10 no
C8 C7 C6 . . . 107.82(17) no
C8 C7 H7 . . . 126.10 no
C7 C8 H8 . . . 126.50 no
C7 C8 C9 . . . 106.99(17) no
C9 C8 H8 . . . 126.50 no
N1 C9 C8 . . . 110.39(17) no
N1 C9 H9 . . . 124.80 no
C8 C9 H9 . . . 124.80 no
C11 C10 C5 . . . 119.00(15) no
C11 C10 C15 . . . 118.62(15) no
C15 C10 C5 . . . 122.28(14) no
C10 C11 H11 . . . 119.30 no
C12 C11 C10 . . . 121.44(17) no
C12 C11 H11 . . . 119.30 no
C11 C12 H12 . . . 120.00 no
C13 C12 C11 . . . 119.98(18) no
C13 C12 H12 . . . 120.00 no
C12 C13 H13 . . . 120.30 no
C12 C13 C14 . . . 119.31(19) no
C14 C13 H13 . . . 120.30 no
C13 C14 H14 . . . 118.80 no
C13 C14 C15 . . . 122.41(18) no
C15 C14 H14 . . . 118.80 no
C10 C15 Si1 . . . 121.97(13) no
C14 C15 Si1 . . . 119.83(13) no
C14 C15 C10 . . . 118.11(16) no
C17 C16 Si1 . . . 121.81(15) no
C21 C16 Si1 . . . 121.22(14) no
C21 C16 C17 . . . 116.97(17) no
C16 C17 H17 . . . 119.40 no
C16 C17 C18 . . . 121.3(2) no
C18 C17 H17 . . . 119.40 no
C17 C18 H18 . . . 119.90 no
C19 C18 C17 . . . 120.3(2) no
C19 C18 H18 . . . 119.90 no
C18 C19 H19 . . . 119.90 no
C18 C19 C20 . . . 120.2(2) no
C20 C19 H19 . . . 119.90 no
C19 C20 H20 . . . 120.10 no
C19 C20 C21 . . . 119.7(2) no
C21 C20 H20 . . . 120.10 no
C16 C21 C20 . . . 121.6(2) no
C16 C21 H21 . . . 119.20 no
C20 C21 H21 . . . 119.20 no
C23 C22 Si1 . . . 121.91(14) no
C23 C22 C27 . . . 117.67(17) no
C27 C22 Si1 . . . 120.42(13) no
C22 C23 H23 . . . 119.60 no
C24 C23 C22 . . . 120.89(19) no
C24 C23 H23 . . . 119.60 no
C23 C24 H24 . . . 120.00 no
C25 C24 C23 . . . 120.0(2) no
C25 C24 H24 . . . 120.00 no
C24 C25 H25 . . . 119.90 no
C26 C25 C24 . . . 120.3(2) no
C26 C25 H25 . . . 119.90 no
C25 C26 H26 . . . 119.90 no
C25 C26 C27 . . . 120.2(2) no
C27 C26 H26 . . . 119.90 no
C22 C27 H27 . . . 119.50 no
C26 C27 C22 . . . 120.96(19) no
C26 C27 H27 . . . 119.50 no
F1 B1 F2 . . . 109.96(16) no
F1 B1 N1 . . . 111.20(15) no
F1 B1 N2 . . . 111.13(17) no
F2 B1 N1 . . . 108.70(17) no
F2 B1 N2 . . . 110.77(15) no
N2 B1 N1 . . . 104.97(14) no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Si1 C3 C4 N2 . . . . 162.83(11) no
Si1 C3 C4 C5 . . . . -11.9(2) no
Si1 C16 C17 C18 . . . . -179.5(2) no
Si1 C16 C21 C20 . . . . 179.43(17) no
Si1 C22 C23 C24 . . . . -179.38(13) no
Si1 C22 C27 C26 . . . . 179.44(14) no
N1 C6 C7 C8 . . . . 1.2(2) no
N2 C1 C2 C3 . . . . 0.9(2) no
N2 C4 C5 C6 . . . . -9.8(2) no
N2 C4 C5 C10 . . . . 170.51(15) no
C1 N2 C4 C3 . . . . 1.6(2) no
C1 N2 C4 C5 . . . . 176.76(16) no
C1 N2 B1 F1 . . . . 73.8(2) no
C1 N2 B1 F2 . . . . -48.8(3) no
C1 N2 B1 N1 . . . . -165.90(17) no
C1 C2 C3 Si1 . . . . -159.82(16) no
C1 C2 C3 C4 . . . . 0.1(2) no
C2 C3 C4 N2 . . . . -1.0(2) no
C2 C3 C4 C5 . . . . -175.72(17) no
C3 Si1 C15 C10 . . . . -18.45(16) no
C3 Si1 C15 C14 . . . . 157.85(15) no
C3 Si1 C16 C17 . . . . -55.9(2) no
C3 Si1 C16 C21 . . . . 124.01(16) no
C3 Si1 C22 C23 . . . . 129.10(13) no
C3 Si1 C22 C27 . . . . -50.61(15) no
C3 C4 C5 C6 . . . . 164.30(17) no
C3 C4 C5 C10 . . . . -15.4(3) no
C4 N2 C1 C2 . . . . -1.6(2) no
C4 N2 B1 F1 . . . . -104.23(19) no
C4 N2 B1 F2 . . . . 133.22(17) no
C4 N2 B1 N1 . . . . 16.1(2) no
C4 C5 C6 N1 . . . . 9.9(2) no
C4 C5 C6 C7 . . . . -161.28(19) no
C4 C5 C10 C11 . . . . -152.81(16) no
C4 C5 C10 C15 . . . . 23.3(2) no
C5 C6 C7 C8 . . . . 173.27(19) no
C5 C10 C11 C12 . . . . -179.62(17) no
C5 C10 C15 Si1 . . . . -3.3(2) no
C5 C10 C15 C14 . . . . -179.65(16) no
C6 N1 C9 C8 . . . . 0.9(2) no
C6 N1 B1 F1 . . . . 104.21(19) no
C6 N1 B1 F2 . . . . -134.60(17) no
C6 N1 B1 N2 . . . . -16.0(2) no
C6 C5 C10 C11 . . . . 27.5(2) no
C6 C5 C10 C15 . . . . -156.33(16) no
C6 C7 C8 C9 . . . . -0.6(2) no
C7 C8 C9 N1 . . . . -0.2(2) no
C9 N1 C6 C5 . . . . -174.55(16) no
C9 N1 C6 C7 . . . . -1.3(2) no
C9 N1 B1 F1 . . . . -77.0(2) no
C9 N1 B1 F2 . . . . 44.2(2) no
C9 N1 B1 N2 . . . . 162.77(17) no
C10 C5 C6 N1 . . . . -170.40(15) no
C10 C5 C6 C7 . . . . 18.4(3) no
C10 C11 C12 C13 . . . . -1.7(3) no
C11 C10 C15 Si1 . . . . 172.88(13) no
C11 C10 C15 C14 . . . . -3.5(3) no
C11 C12 C13 C14 . . . . -1.2(3) no
C12 C13 C14 C15 . . . . 1.7(3) no
C13 C14 C15 Si1 . . . . -175.77(17) no
C13 C14 C15 C10 . . . . 0.7(3) no
C15 Si1 C3 C2 . . . . -176.94(19) no
C15 Si1 C3 C4 . . . . 25.02(15) no
C15 Si1 C16 C17 . . . . 58.9(2) no
C15 Si1 C16 C21 . . . . -121.20(16) no
C15 Si1 C22 C23 . . . . 19.29(16) no
C15 Si1 C22 C27 . . . . -160.41(13) no
C15 C10 C11 C12 . . . . 4.1(3) no
C16 Si1 C3 C2 . . . . -55.6(2) no
C16 Si1 C3 C4 . . . . 146.40(13) no
C16 Si1 C15 C10 . . . . -141.39(14) no
C16 Si1 C15 C14 . . . . 34.92(18) no
C16 Si1 C22 C23 . . . . -105.45(14) no
C16 Si1 C22 C27 . . . . 74.85(15) no
C16 C17 C18 C19 . . . . -0.1(5) no
C17 C16 C21 C20 . . . . -0.6(3) no
C17 C18 C19 C20 . . . . -0.3(5) no
C18 C19 C20 C21 . . . . 0.2(4) no
C19 C20 C21 C16 . . . . 0.2(4) no
C21 C16 C17 C18 . . . . 0.6(4) no
C22 Si1 C3 C2 . . . . 66.5(2) no
C22 Si1 C3 C4 . . . . -91.54(14) no
C22 Si1 C15 C10 . . . . 95.81(15) no
C22 Si1 C15 C14 . . . . -87.88(16) no
C22 Si1 C16 C17 . . . . -177.31(17) no
C22 Si1 C16 C21 . . . . 2.63(18) no
C22 C23 C24 C25 . . . . -0.2(3) no
C23 C22 C27 C26 . . . . -0.3(3) no
C23 C24 C25 C26 . . . . 0.0(3) no
C24 C25 C26 C27 . . . . 0.1(3) no
C25 C26 C27 C22 . . . . 0.1(3) no
C27 C22 C23 C24 . . . . 0.3(2) no
B1 N1 C6 C5 . . . . 4.4(3) no
B1 N1 C6 C7 . . . . 177.68(17) no
B1 N1 C9 C8 . . . . -178.06(18) no
B1 N2 C1 C2 . . . . -179.88(18) no
B1 N2 C4 C3 . . . . 179.97(16) no
B1 N2 C4 C5 . . . . -4.9(3) no
