# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1a_mo_fr1
_database_code_depnum_ccdc_archive 'CCDC 1535682'
_audit_update_record             
;
2017-03-02 deposited with the CCDC.
2018-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H6 B Cl3 F N'
_chemical_formula_weight         228.28

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   11.2213(3)
_cell_length_b                   12.4120(3)
_cell_length_c                   6.7073(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     934.18(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4951
_cell_measurement_theta_min      2.446
_cell_measurement_theta_max      28.11

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.045
_exptl_absorpt_coefficient_mu    0.935
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8400
_exptl_absorpt_correction_T_max  0.9590
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10743
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.641
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             2231
_reflns_number_gt                2138
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     0.911
_reflns_Friedel_fraction_full    0.950

_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 COSMO'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-13 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0396P)²+0.1727P] 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 899 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.11(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2231
_refine_ls_number_parameters     109
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0642
_refine_ls_wR_factor_gt          0.0629
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
Cl1 Cl 0.97420(6) 0.89979(4) 0.68593(10) 0.01838(15) Uani 1 1 d . . . . .
Cl2 Cl 1.21841(6) 0.96031(5) 0.53029(10) 0.01872(15) Uani 1 1 d . . . . .
Cl3 Cl 1.16351(6) 0.72848(5) 0.64008(11) 0.02089(16) Uani 1 1 d . . . . .
F1 F 0.72459(16) 0.52023(13) 0.1728(3) 0.0312(4) Uani 1 1 d . . . . .
N1 N 1.0639(2) 0.83652(16) 0.3128(3) 0.0150(4) Uani 1 1 d . . . . .
H5 H 1.0337 0.9059 0.2604 0.018 Uiso 1 1 calc R U . . .
H6 H 1.1361 0.8180 0.2352 0.018 Uiso 1 1 calc R U . . .
C2 C 0.9729(2) 0.75328(19) 0.2726(4) 0.0143(5) Uani 1 1 d . . . . .
C3 C 0.8539(3) 0.77957(19) 0.2814(4) 0.0167(5) Uani 1 1 d . . . . .
H4 H 0.8301 0.8514 0.3102 0.020 Uiso 1 1 calc R U . . .
C4 C 0.7687(3) 0.7002(2) 0.2480(4) 0.0186(6) Uani 1 1 d . . . . .
H3 H 0.6860 0.7163 0.2540 0.022 Uiso 1 1 calc R U . . .
C5 C 0.8078(3) 0.5976(2) 0.2059(5) 0.0208(6) Uani 1 1 d . . . . .
C6 C 0.9261(3) 0.5701(2) 0.1936(5) 0.0246(6) Uani 1 1 d . . . . .
H1 H 0.9494 0.4985 0.1625 0.030 Uiso 1 1 calc R U . . .
B1 B 1.1035(3) 0.8551(2) 0.5404(5) 0.0144(5) Uani 1 1 d . . . . .
C7 C 1.0110(3) 0.6496(2) 0.2279(5) 0.0220(6) Uani 1 1 d . . . . .
H2 H 1.0936 0.6332 0.2209 0.026 Uiso 1 1 calc R U . . .


_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
Cl1 B1 1.835(3) . ?
Cl2 B1 1.836(3) . ?
Cl3 B1 1.836(3) . ?
F1 C5 1.357(3) . ?
N1 C2 1.478(3) . ?
N1 B1 1.606(4) . ?
N1 H5 0.9900 . ?
N1 H6 0.9900 . ?
C2 C3 1.376(4) . ?
C2 C7 1.389(4) . ?
C3 C4 1.391(4) . ?
C3 H4 0.9500 . ?
C4 C5 1.376(4) . ?
C4 H3 0.9500 . ?
C5 C6 1.373(4) . ?
C6 C7 1.390(4) . ?
C6 H1 0.9500 . ?
C7 H2 0.9500 . ?

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
C2 N1 B1 117.7(2) . . ?
C2 N1 H5 107.9 . . ?
B1 N1 H5 107.9 . . ?
C2 N1 H6 107.9 . . ?
B1 N1 H6 107.9 . . ?
H5 N1 H6 107.2 . . ?
C3 C2 C7 121.9(2) . . ?
C3 C2 N1 119.8(2) . . ?
C7 C2 N1 118.3(3) . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H4 120.3 . . ?
C4 C3 H4 120.3 . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 H3 121.0 . . ?
C3 C4 H3 121.0 . . ?
F1 C5 C4 118.0(3) . . ?
F1 C5 C6 118.7(2) . . ?
C4 C5 C6 123.4(2) . . ?
C5 C6 C7 118.5(2) . . ?
C5 C6 H1 120.8 . . ?
C7 C6 H1 120.8 . . ?
N1 B1 Cl3 108.92(17) . . ?
N1 B1 Cl1 109.27(18) . . ?
Cl3 B1 Cl1 110.78(16) . . ?
N1 B1 Cl2 105.16(18) . . ?
Cl3 B1 Cl2 111.41(16) . . ?
Cl1 B1 Cl2 111.11(14) . . ?
C2 C7 C6 118.8(3) . . ?
C2 C7 H2 120.6 . . ?
C6 C7 H2 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 N1 C2 C3 87.2(3) . . . . ?
B1 N1 C2 C7 -92.4(3) . . . . ?
C7 C2 C3 C4 1.0(4) . . . . ?
N1 C2 C3 C4 -178.5(2) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 F1 -179.9(3) . . . . ?
C3 C4 C5 C6 -0.6(5) . . . . ?
F1 C5 C6 C7 -179.9(3) . . . . ?
C4 C5 C6 C7 0.8(5) . . . . ?
C2 N1 B1 Cl3 59.1(3) . . . . ?
C2 N1 B1 Cl1 -62.0(3) . . . . ?
C2 N1 B1 Cl2 178.64(18) . . . . ?
C3 C2 C7 C6 -0.8(4) . . . . ?
N1 C2 C7 C6 178.7(3) . . . . ?
C5 C6 C7 C2 -0.1(5) . . . . ?

_refine_diff_density_max         0.710
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.065

_shelxl_version_number           2013-3


_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
####################################################################### 
# 
# 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_3a_mo_jh142
_database_code_depnum_ccdc_archive 'CCDC 1535683'
_audit_update_record             
;
2017-03-02 deposited with the CCDC.
2018-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H12 B3 Cl3 F3 N3'
_chemical_formula_weight         466.09

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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.7426(2)
_cell_length_b                   27.2822(10)
_cell_length_c                   13.2120(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.990(2)
_cell_angle_gamma                90
_cell_volume                     2024.78(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9932
_cell_measurement_theta_min      2.748
_cell_measurement_theta_max      28.55

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    0.490
_shelx_estimated_absorpt_T_min   0.862
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8620
_exptl_absorpt_correction_T_max  0.9690
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38758
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.576
_diffrn_reflns_theta_max         29.596
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.004
_diffrn_measured_fraction_theta_full 1.004
_diffrn_reflns_Laue_measured_fraction_max 1.004
_diffrn_reflns_Laue_measured_fraction_full 1.004
_diffrn_reflns_point_group_measured_fraction_max 1.004
_diffrn_reflns_point_group_measured_fraction_full 1.004
_reflns_number_total             5668
_reflns_number_gt                5082
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'COSMO v1.61'
_computing_cell_refinement       'APEX2 v2014.1-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          'Refined as a 2-component twin., Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+3.7900P] 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_number_reflns         5668
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1258
_refine_ls_wR_factor_gt          0.1163
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
C1 C 0.6023(4) 0.48724(8) 0.26932(17) 0.0139(4) Uani 1 1 d . . . . .
C2 C 0.5260(5) 0.52237(9) 0.33109(18) 0.0176(4) Uani 1 1 d . . . . .
H2 H 0.3957 0.5155 0.3629 0.021 Uiso 1 1 calc R U . . .
C3 C 0.6404(5) 0.56770(9) 0.34654(19) 0.0203(5) Uani 1 1 d . . . . .
H3 H 0.5894 0.5921 0.3885 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8289(5) 0.57613(8) 0.29940(18) 0.0178(5) Uani 1 1 d . . . . .
C5 C 0.9079(5) 0.54213(9) 0.23676(19) 0.0198(5) Uani 1 1 d . . . . .
H5 H 1.0371 0.5493 0.2044 0.024 Uiso 1 1 calc R U . . .
C6 C 0.7921(5) 0.49707(9) 0.22252(19) 0.0184(5) Uani 1 1 d . . . . .
H6 H 0.8435 0.4728 0.1804 0.022 Uiso 1 1 calc R U . . .
C7 C 0.0423(4) 0.37129(8) 0.04805(16) 0.0146(4) Uani 1 1 d . . . . .
C8 C -0.1846(5) 0.39042(10) 0.01604(19) 0.0205(5) Uani 1 1 d . . . . .
H8 H -0.2469 0.4122 0.0598 0.025 Uiso 1 1 calc R U . . .
C9 C -0.3212(5) 0.37766(10) -0.0803(2) 0.0244(5) Uani 1 1 d . . . . .
H9 H -0.4760 0.3910 -0.1035 0.029 Uiso 1 1 calc R U . . .
C10 C -0.2271(5) 0.34537(10) -0.14084(18) 0.0235(5) Uani 1 1 d . . . . .
C11 C -0.0034(5) 0.32577(9) -0.11132(19) 0.0234(5) Uani 1 1 d . . . . .
H11 H 0.0567 0.3036 -0.1550 0.028 Uiso 1 1 calc R U . . .
C12 C 0.1333(5) 0.33928(8) -0.01561(18) 0.0175(4) Uani 1 1 d . . . . .
H12 H 0.2897 0.3265 0.0062 0.021 Uiso 1 1 calc R U . . .
C13 C 0.4095(4) 0.32656(8) 0.41192(16) 0.0137(4) Uani 1 1 d . . . . .
C14 C 0.2539(4) 0.32791(8) 0.47987(17) 0.0152(4) Uani 1 1 d . . . . .
H14 H 0.1266 0.3508 0.4694 0.018 Uiso 1 1 calc R U . . .
C15 C 0.2853(4) 0.29554(8) 0.56337(17) 0.0159(4) Uani 1 1 d . . . . .
H15 H 0.1810 0.2960 0.6106 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4714(4) 0.26295(8) 0.57532(17) 0.0161(4) Uani 1 1 d . . . . .
C17 C 0.6261(5) 0.26024(9) 0.50816(18) 0.0175(4) Uani 1 1 d . . . . .
H17 H 0.7516 0.2369 0.5185 0.021 Uiso 1 1 calc R U . . .
C18 C 0.5931(5) 0.29262(9) 0.42482(18) 0.0169(4) Uani 1 1 d . . . . .
H18 H 0.6959 0.2915 0.3771 0.020 Uiso 1 1 calc R U . . .
N1 N 0.4813(4) 0.44033(7) 0.25464(14) 0.0134(4) Uani 1 1 d . . . . .
N2 N 0.1885(4) 0.38451(7) 0.14734(14) 0.0137(4) Uani 1 1 d . . . . .
N3 N 0.3801(4) 0.36128(7) 0.32684(14) 0.0139(4) Uani 1 1 d . . . . .
B1 B 0.3201(5) 0.42944(9) 0.15880(18) 0.0140(5) Uani 1 1 d . . . . .
B2 B 0.2102(5) 0.35145(9) 0.23332(19) 0.0135(4) Uani 1 1 d . . . . .
B3 B 0.5159(5) 0.40523(9) 0.33743(19) 0.0141(5) Uani 1 1 d . . . . .
F1 F 0.9436(3) 0.61981(5) 0.31533(12) 0.0254(3) Uani 1 1 d . . . . .
F2 F -0.3627(4) 0.33240(7) -0.23370(12) 0.0361(4) Uani 1 1 d . . . . .
F3 F 0.5036(3) 0.23149(6) 0.65707(11) 0.0220(3) Uani 1 1 d . . . . .
Cl1 Cl 0.28025(11) 0.47178(2) 0.05589(4) 0.01881(13) Uani 1 1 d . . . . .
Cl2 Cl 0.72775(11) 0.41720(2) 0.45262(4) 0.01806(13) Uani 1 1 d . . . . .
Cl3 Cl 0.01916(11) 0.30034(2) 0.22534(4) 0.01913(13) 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
C1 C6 1.386(3) . ?
C1 C2 1.387(3) . ?
C1 N1 1.450(3) . ?
C2 C3 1.395(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 F1 1.357(3) . ?
C4 C5 1.381(3) . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.385(3) . ?
C7 C12 1.388(3) . ?
C7 N2 1.449(3) . ?
C8 C9 1.393(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9500 . ?
C10 F2 1.356(3) . ?
C10 C11 1.371(4) . ?
C11 C12 1.392(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.387(3) . ?
C13 C14 1.392(3) . ?
C13 N3 1.453(3) . ?
C14 C15 1.395(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.374(3) . ?
C15 H15 0.9500 . ?
C16 F3 1.362(3) . ?
C16 C17 1.382(3) . ?
C17 C18 1.394(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
N1 B1 1.436(3) . ?
N1 B3 1.436(3) . ?
N2 B1 1.431(3) . ?
N2 B2 1.436(3) . ?
N3 B3 1.421(3) . ?
N3 B2 1.432(3) . ?
B1 Cl1 1.762(3) . ?
B2 Cl3 1.764(3) . ?
B3 Cl2 1.770(3) . ?

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 C1 C2 120.2(2) . . ?
C6 C1 N1 120.7(2) . . ?
C2 C1 N1 119.2(2) . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 118.2(2) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
F1 C4 C3 118.6(2) . . ?
F1 C4 C5 118.3(2) . . ?
C3 C4 C5 123.1(2) . . ?
C4 C5 C6 117.8(2) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C1 C6 C5 120.6(2) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C12 120.1(2) . . ?
C8 C7 N2 120.9(2) . . ?
C12 C7 N2 119.0(2) . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 118.5(3) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
F2 C10 C11 118.9(3) . . ?
F2 C10 C9 118.2(3) . . ?
C11 C10 C9 122.9(2) . . ?
C10 C11 C12 118.2(2) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C7 C12 C11 120.3(2) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C18 C13 C14 120.8(2) . . ?
C18 C13 N3 119.6(2) . . ?
C14 C13 N3 119.7(2) . . ?
C13 C14 C15 119.9(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 118.0(2) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
F3 C16 C15 118.2(2) . . ?
F3 C16 C17 118.4(2) . . ?
C15 C16 C17 123.3(2) . . ?
C16 C17 C18 118.3(2) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 H17 120.9 . . ?
C13 C18 C17 119.7(2) . . ?
C13 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
B1 N1 B3 119.71(19) . . ?
B1 N1 C1 120.26(19) . . ?
B3 N1 C1 120.00(18) . . ?
B1 N2 B2 119.81(19) . . ?
B1 N2 C7 120.20(18) . . ?
B2 N2 C7 119.93(19) . . ?
B3 N3 B2 120.31(19) . . ?
B3 N3 C13 120.06(18) . . ?
B2 N3 C13 119.62(19) . . ?
N2 B1 N1 120.0(2) . . ?
N2 B1 Cl1 119.91(17) . . ?
N1 B1 Cl1 120.09(18) . . ?
N3 B2 N2 119.8(2) . . ?
N3 B2 Cl3 120.24(18) . . ?
N2 B2 Cl3 119.92(17) . . ?
N3 B3 N1 120.1(2) . . ?
N3 B3 Cl2 120.34(17) . . ?
N1 B3 Cl2 119.57(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.1(4) . . . . ?
N1 C1 C2 C3 179.8(2) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 F1 -179.0(2) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
F1 C4 C5 C6 178.8(2) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C2 C1 C6 C5 -0.1(4) . . . . ?
N1 C1 C6 C5 -180.0(2) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C12 C7 C8 C9 -0.2(4) . . . . ?
N2 C7 C8 C9 179.3(2) . . . . ?
C7 C8 C9 C10 1.1(4) . . . . ?
C8 C9 C10 F2 178.8(2) . . . . ?
C8 C9 C10 C11 -1.0(4) . . . . ?
F2 C10 C11 C12 -179.8(2) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C8 C7 C12 C11 -0.8(4) . . . . ?
N2 C7 C12 C11 179.8(2) . . . . ?
C10 C11 C12 C7 0.8(4) . . . . ?
C18 C13 C14 C15 1.4(3) . . . . ?
N3 C13 C14 C15 -178.2(2) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 F3 179.6(2) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
F3 C16 C17 C18 -179.8(2) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C14 C13 C18 C17 -1.6(4) . . . . ?
N3 C13 C18 C17 178.1(2) . . . . ?
C16 C17 C18 C13 0.5(4) . . . . ?
C6 C1 N1 B1 -75.3(3) . . . . ?
C2 C1 N1 B1 104.7(3) . . . . ?
C6 C1 N1 B3 106.9(3) . . . . ?
C2 C1 N1 B3 -73.1(3) . . . . ?
C8 C7 N2 B1 -81.7(3) . . . . ?
C12 C7 N2 B1 97.7(3) . . . . ?
C8 C7 N2 B2 101.1(3) . . . . ?
C12 C7 N2 B2 -79.4(3) . . . . ?
C18 C13 N3 B3 -83.6(3) . . . . ?
C14 C13 N3 B3 96.0(3) . . . . ?
C18 C13 N3 B2 97.7(3) . . . . ?
C14 C13 N3 B2 -82.6(3) . . . . ?
B2 N2 B1 N1 2.8(3) . . . . ?
C7 N2 B1 N1 -174.4(2) . . . . ?
B2 N2 B1 Cl1 -176.18(18) . . . . ?
C7 N2 B1 Cl1 6.6(3) . . . . ?
B3 N1 B1 N2 2.2(3) . . . . ?
C1 N1 B1 N2 -175.6(2) . . . . ?
B3 N1 B1 Cl1 -178.87(19) . . . . ?
C1 N1 B1 Cl1 3.3(3) . . . . ?
B3 N3 B2 N2 4.3(3) . . . . ?
C13 N3 B2 N2 -177.1(2) . . . . ?
B3 N3 B2 Cl3 -173.08(19) . . . . ?
C13 N3 B2 Cl3 5.6(3) . . . . ?
B1 N2 B2 N3 -6.0(3) . . . . ?
C7 N2 B2 N3 171.2(2) . . . . ?
B1 N2 B2 Cl3 171.35(19) . . . . ?
C7 N2 B2 Cl3 -11.5(3) . . . . ?
B2 N3 B3 N1 0.7(3) . . . . ?
C13 N3 B3 N1 -177.9(2) . . . . ?
B2 N3 B3 Cl2 -179.49(18) . . . . ?
C13 N3 B3 Cl2 1.9(3) . . . . ?
B1 N1 B3 N3 -3.9(3) . . . . ?
C1 N1 B3 N3 173.9(2) . . . . ?
B1 N1 B3 Cl2 176.27(19) . . . . ?
C1 N1 B3 Cl2 -5.9(3) . . . . ?

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.075

_shelxl_version_number           2013-3


_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
####################################################################### 
# 
# 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_mo_4_jh425_0m
_database_code_depnum_ccdc_archive 'CCDC 1590012'
_audit_update_record             
;
2017-12-08 deposited with the CCDC.
2018-11-05 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 H15 B F3 N3'
_chemical_formula_weight         341.14

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'
N N 0.0061 0.0033 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.377(7)
_cell_length_b                   10.109(9)
_cell_length_c                   10.309(9)
_cell_angle_alpha                99.27(2)
_cell_angle_beta                 112.227(16)
_cell_angle_gamma                90.341(17)
_cell_volume                     795.5(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1052
_cell_measurement_theta_min      2.082
_cell_measurement_theta_max      29.27

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_F_000             352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.110
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9710
_exptl_absorpt_correction_T_max  0.9910
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II DUO'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24544
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.047
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3483
_reflns_number_gt                2873
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX3 v2016.5-0 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5,SHELXS-13 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0460P)²+0.3572P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3483
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
C1 C 0.26861(18) 0.61806(14) 0.64332(15) 0.0154(3) Uani 1 1 d . . . . .
C2 C 0.37011(18) 0.70039(14) 0.77190(15) 0.0179(3) Uani 1 1 d . . . . .
H2 H 0.4751 0.6702 0.8321 0.021 Uiso 1 1 calc R U . . .
C3 C 0.31968(19) 0.82556(15) 0.81282(16) 0.0203(3) Uani 1 1 d . . . . .
H3 H 0.3885 0.8808 0.9006 0.024 Uiso 1 1 calc R U . . .
C4 C 0.16831(19) 0.86791(14) 0.72381(16) 0.0204(3) Uani 1 1 d . . . . .
C5 C 0.06422(18) 0.78989(15) 0.59734(16) 0.0190(3) Uani 1 1 d . . . . .
H5 H -0.0400 0.8216 0.5379 0.023 Uiso 1 1 calc R U . . .
C6 C 0.11364(18) 0.66374(14) 0.55752(15) 0.0171(3) Uani 1 1 d . . . . .
H6 H 0.0414 0.6081 0.4712 0.020 Uiso 1 1 calc R U . . .
C7 C 0.46457(17) 0.22198(13) 0.56322(15) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.61326(18) 0.15799(14) 0.56577(16) 0.0181(3) Uani 1 1 d . . . . .
H8 H 0.6558 0.1637 0.4934 0.022 Uiso 1 1 calc R U . . .
C9 C 0.69898(19) 0.08647(14) 0.67283(17) 0.0215(3) Uani 1 1 d . . . . .
H9 H 0.8001 0.0434 0.6746 0.026 Uiso 1 1 calc R U . . .
C10 C 0.6350(2) 0.07897(15) 0.77654(16) 0.0226(3) Uani 1 1 d . . . . .
C11 C 0.48738(19) 0.13872(15) 0.77617(16) 0.0206(3) Uani 1 1 d . . . . .
H11 H 0.4452 0.1316 0.8485 0.025 Uiso 1 1 calc R U . . .
C12 C 0.40156(18) 0.20945(14) 0.66837(15) 0.0173(3) Uani 1 1 d . . . . .
H12 H 0.2987 0.2499 0.6661 0.021 Uiso 1 1 calc R U . . .
C13 C 0.20712(17) 0.43580(14) 0.20233(15) 0.0154(3) Uani 1 1 d . . . . .
C14 C 0.23633(18) 0.52001(15) 0.11731(16) 0.0179(3) Uani 1 1 d . . . . .
H14 H 0.2816 0.6101 0.1581 0.021 Uiso 1 1 calc R U . . .
C15 C 0.20013(18) 0.47387(15) -0.02609(16) 0.0198(3) Uani 1 1 d . . . . .
H15 H 0.2187 0.5315 -0.0841 0.024 Uiso 1 1 calc R U . . .
C16 C 0.13657(19) 0.34215(16) -0.08186(15) 0.0202(3) Uani 1 1 d . . . . .
C17 C 0.10875(19) 0.25509(15) -0.00139(15) 0.0195(3) Uani 1 1 d . . . . .
H17 H 0.0669 0.1644 -0.0426 0.023 Uiso 1 1 calc R U . . .
C18 C 0.14323(18) 0.30283(14) 0.14144(15) 0.0174(3) Uani 1 1 d . . . . .
H18 H 0.1232 0.2445 0.1982 0.021 Uiso 1 1 calc R U . . .
H1A H 0.400(2) 0.4662(18) 0.6743(19) 0.022(4) Uiso 1 1 d . . . . .
H2A H 0.401(2) 0.2725(18) 0.3769(19) 0.023(4) Uiso 1 1 d . . . . .
H3A H 0.229(2) 0.573(2) 0.358(2) 0.034(5) Uiso 1 1 d . . . . .
N1 N 0.32352(16) 0.49202(12) 0.60487(13) 0.0171(3) Uani 1 1 d . . . . .
N2 N 0.37981(15) 0.29518(12) 0.45420(13) 0.0166(3) Uani 1 1 d . . . . .
N3 N 0.23682(16) 0.48689(12) 0.34535(13) 0.0170(3) Uani 1 1 d . . . . .
F1 F 0.11932(12) 0.99161(9) 0.76287(10) 0.0301(2) Uani 1 1 d . . . . .
F2 F 0.71903(13) 0.00904(10) 0.88222(10) 0.0342(3) Uani 1 1 d . . . . .
F3 F 0.09409(12) 0.29765(10) -0.22378(9) 0.0283(2) Uani 1 1 d . . . . .
B1 B 0.3103(2) 0.42414(16) 0.46736(17) 0.0157(3) 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
C1 C6 1.397(2) . ?
C1 C2 1.399(2) . ?
C1 N1 1.405(2) . ?
C2 C3 1.388(2) . ?
C3 C4 1.373(2) . ?
C4 F1 1.3650(19) . ?
C4 C5 1.372(2) . ?
C5 C6 1.390(2) . ?
C7 C12 1.395(2) . ?
C7 C8 1.400(2) . ?
C7 N2 1.409(2) . ?
C8 C9 1.386(2) . ?
C9 C10 1.377(2) . ?
C10 F2 1.3625(19) . ?
C10 C11 1.378(2) . ?
C11 C12 1.386(2) . ?
C13 C18 1.397(2) . ?
C13 C14 1.397(2) . ?
C13 N3 1.406(2) . ?
C14 C15 1.390(2) . ?
C15 C16 1.379(2) . ?
C16 F3 1.364(2) . ?
C16 C17 1.377(2) . ?
C17 C18 1.390(2) . ?
N1 B1 1.435(2) . ?
N2 B1 1.438(2) . ?
N3 B1 1.428(2) . ?

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 C1 C2 118.51(14) . . ?
C6 C1 N1 121.96(13) . . ?
C2 C1 N1 119.53(13) . . ?
C3 C2 C1 120.94(14) . . ?
C4 C3 C2 118.68(14) . . ?
F1 C4 C5 118.89(14) . . ?
F1 C4 C3 118.85(14) . . ?
C5 C4 C3 122.26(14) . . ?
C4 C5 C6 118.98(14) . . ?
C5 C6 C1 120.60(14) . . ?
C12 C7 C8 118.76(13) . . ?
C12 C7 N2 121.29(13) . . ?
C8 C7 N2 119.93(13) . . ?
C9 C8 C7 120.68(14) . . ?
C10 C9 C8 118.80(14) . . ?
F2 C10 C9 119.02(15) . . ?
F2 C10 C11 118.83(14) . . ?
C9 C10 C11 122.15(14) . . ?
C10 C11 C12 118.81(14) . . ?
C11 C12 C7 120.76(14) . . ?
C18 C13 C14 118.89(14) . . ?
C18 C13 N3 121.27(13) . . ?
C14 C13 N3 119.80(14) . . ?
C15 C14 C13 120.98(15) . . ?
C16 C15 C14 118.17(14) . . ?
F3 C16 C17 118.69(15) . . ?
F3 C16 C15 118.52(13) . . ?
C17 C16 C15 122.76(15) . . ?
C16 C17 C18 118.56(15) . . ?
C17 C18 C13 120.62(13) . . ?
C1 N1 B1 129.46(13) . . ?
C7 N2 B1 127.81(13) . . ?
C13 N3 B1 128.98(13) . . ?
N3 B1 N1 120.38(14) . . ?
N3 B1 N2 119.99(14) . . ?
N1 B1 N2 119.55(13) . . ?

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.048

