# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1518783'
_audit_update_record             
;
2016-11-23 deposited with the CCDC.
2017-01-09 downloaded from the CCDC.
;
_audit_creation_date             2016-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H12 B Cl2 N2, Cl'
_chemical_formula_sum            'C18 H12 B Cl3 N2'
_chemical_formula_weight         373.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H12 N2 B1 Cl3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8065(6)
_cell_length_b                   11.7319(7)
_cell_length_c                   14.6860(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.874(8)
_cell_angle_gamma                90
_cell_volume                     1608.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1650
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      74.9380
_cell_measurement_theta_min      4.8060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.157
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.1117
_exptl_crystal_size_mid          0.0393
_exptl_crystal_size_min          0.0222
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5078
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.995
_diffrn_reflns_theta_min         4.823
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector_area_resol_mean 5.1977
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   12.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176   37.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  2 omega -129.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176    0.0000 -180.0000 175

#__ type_ start__ end____ width___ exp.time_
  3 omega   59.00   91.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00   91.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  120.0000 50

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   99.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
  6 omega   80.00  172.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000   60.0000 92

#__ type_ start__ end____ width___ exp.time_
  7 omega   44.00   81.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
  8 omega   84.00  177.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  150.0000 93
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0909373000
_diffrn_orient_matrix_UB_12      0.0916639000
_diffrn_orient_matrix_UB_13      -0.0668075000
_diffrn_orient_matrix_UB_21      0.0647326000
_diffrn_orient_matrix_UB_22      -0.0354685000
_diffrn_orient_matrix_UB_23      -0.0789816000
_diffrn_orient_matrix_UB_31      -0.1216005000
_diffrn_orient_matrix_UB_32      -0.0871600000
_diffrn_orient_matrix_UB_33      -0.0377566000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2278
_reflns_number_total             2959
_reflns_odcompleteness_completeness 98.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2959
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.036
_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)+(0.0475P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1211
_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:
 C14(H14), C12(H12), C2(H2), C15(H15), C8(H8), C3(H3), C5(H5), C17(H17),
 C11(H11), C7(H7), C16(H16), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cl2 Cl 0.39815(8) 0.38273(7) 0.14268(6) 0.0283(2) Uani 1 1 d . . . . .
Cl1 Cl 0.47676(8) 0.34424(7) -0.04065(6) 0.0286(2) Uani 1 1 d . . . . .
N1 N 0.3794(3) 0.1689(2) 0.0534(2) 0.0258(6) Uani 1 1 d . . . . .
N2 N 0.2027(3) 0.3023(3) -0.02985(19) 0.0248(6) Uani 1 1 d . . . . .
C10 C 0.1497(3) 0.1957(3) -0.0436(2) 0.0243(7) Uani 1 1 d . . . . .
C13 C -0.0200(3) 0.3762(3) -0.1314(2) 0.0245(7) Uani 1 1 d . . . . .
C14 C -0.1044(4) 0.4711(3) -0.1735(2) 0.0286(8) Uani 1 1 d . . . . .
H14 H -0.1965 0.4603 -0.2149 0.034 Uiso 1 1 calc R . . . .
C12 C -0.0713(3) 0.2633(3) -0.1475(2) 0.0268(7) Uani 1 1 d . . . . .
H12 H -0.1631 0.2502 -0.1885 0.032 Uiso 1 1 calc R . . . .
C2 C 0.6285(4) 0.1693(3) 0.1529(2) 0.0298(7) Uani 1 1 d . . . . .
H2 H 0.6351 0.2478 0.1462 0.036 Uiso 1 1 calc R . . . .
C1 C 0.4988(3) 0.1117(3) 0.1086(2) 0.0264(7) Uani 1 1 d . . . . .
C9 C 0.2570(3) 0.1141(3) 0.0088(2) 0.0256(7) Uani 1 1 d . . . . .
C15 C -0.0507(4) 0.5787(3) -0.1533(3) 0.0296(7) Uani 1 1 d . . . . .
H15 H -0.1078 0.6411 -0.1796 0.035 Uiso 1 1 calc R . . . .
C8 C 0.2425(4) -0.0037(3) 0.0139(2) 0.0268(7) Uani 1 1 d . . . . .
H8 H 0.1574 -0.0404 -0.0188 0.032 Uiso 1 1 calc R . . . .
C3 C 0.7449(4) 0.1076(4) 0.2060(3) 0.0339(8) Uani 1 1 d . . . . .
H3 H 0.8310 0.1448 0.2350 0.041 Uiso 1 1 calc R . . . .
C5 C 0.6109(4) -0.0679(3) 0.1742(3) 0.0334(8) Uani 1 1 d . . . . .
H5 H 0.6062 -0.1463 0.1822 0.040 Uiso 1 1 calc R . . . .
C17 C 0.1772(4) 0.5068(3) -0.0527(3) 0.0267(7) Uani 1 1 d . . . . .
H17 H 0.2707 0.5194 -0.0139 0.032 Uiso 1 1 calc R . . . .
C11 C 0.0107(3) 0.1725(3) -0.1042(2) 0.0256(7) Uani 1 1 d . . . . .
H11 H -0.0240 0.0983 -0.1146 0.031 Uiso 1 1 calc R . . . .
C18 C 0.1230(3) 0.3953(3) -0.0705(2) 0.0250(7) Uani 1 1 d . . . . .
C7 C 0.3589(4) -0.0634(3) 0.0692(3) 0.0285(7) Uani 1 1 d . . . . .
H7 H 0.3520 -0.1419 0.0750 0.034 Uiso 1 1 calc R . . . .
C6 C 0.4891(4) -0.0081(3) 0.1176(3) 0.0286(7) Uani 1 1 d . . . . .
C16 C 0.0909(4) 0.5963(3) -0.0930(3) 0.0292(7) Uani 1 1 d . . . . .
H16 H 0.1258 0.6703 -0.0805 0.035 Uiso 1 1 calc R . . . .
B1 B 0.3636(4) 0.3001(4) 0.0330(3) 0.0274(8) Uani 1 1 d . . . . .
C4 C 0.7358(4) -0.0106(4) 0.2171(3) 0.0349(9) Uani 1 1 d . . . . .
H4 H 0.8155 -0.0505 0.2541 0.042 Uiso 1 1 calc R . . . .
Cl3 Cl 0.07135(8) 0.12566(7) 0.15466(6) 0.0310(2) 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
Cl2 B1 1.820(4) . ?
Cl1 B1 1.846(4) . ?
N1 C1 1.377(4) . ?
N1 C9 1.342(4) . ?
N1 B1 1.566(5) . ?
N2 C10 1.346(4) . ?
N2 C18 1.368(4) . ?
N2 B1 1.565(4) . ?
C10 C9 1.456(5) . ?
C10 C11 1.407(4) . ?
C13 C14 1.411(5) . ?
C13 C12 1.411(5) . ?
C13 C18 1.431(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.364(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.367(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.410(5) . ?
C2 C3 1.374(5) . ?
C1 C6 1.418(5) . ?
C9 C8 1.394(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.415(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.373(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.402(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.414(5) . ?
C5 C4 1.370(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.407(5) . ?
C17 C16 1.365(5) . ?
C11 H11 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.414(5) . ?
C16 H16 0.9300 . ?
C4 H4 0.9300 . ?

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
C1 N1 B1 127.4(3) . . ?
C9 N1 C1 121.6(3) . . ?
C9 N1 B1 110.9(3) . . ?
C10 N2 C18 122.2(3) . . ?
C10 N2 B1 110.3(3) . . ?
C18 N2 B1 127.5(3) . . ?
N2 C10 C9 110.4(3) . . ?
N2 C10 C11 122.0(3) . . ?
C11 C10 C9 127.6(3) . . ?
C14 C13 C18 118.8(3) . . ?
C12 C13 C14 122.5(3) . . ?
C12 C13 C18 118.8(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C12 H12 119.2 . . ?
C11 C12 C13 121.7(3) . . ?
C11 C12 H12 119.2 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C3 C2 C1 118.9(4) . . ?
N1 C1 C2 121.4(3) . . ?
N1 C1 C6 118.0(3) . . ?
C2 C1 C6 120.6(3) . . ?
N1 C9 C10 109.6(3) . . ?
N1 C9 C8 122.7(3) . . ?
C8 C9 C10 127.7(3) . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C9 C8 H8 121.4 . . ?
C7 C8 C9 117.2(3) . . ?
C7 C8 H8 121.4 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.1(4) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(3) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 C10 117.4(3) . . ?
C12 C11 H11 121.3 . . ?
N2 C18 C13 117.9(3) . . ?
N2 C18 C17 121.9(3) . . ?
C17 C18 C13 120.2(3) . . ?
C8 C7 H7 119.2 . . ?
C8 C7 C6 121.5(3) . . ?
C6 C7 H7 119.2 . . ?
C5 C6 C1 118.6(3) . . ?
C7 C6 C1 118.9(3) . . ?
C7 C6 C5 122.5(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
Cl2 B1 Cl1 112.8(2) . . ?
N1 B1 Cl2 111.9(3) . . ?
N1 B1 Cl1 110.2(2) . . ?
N2 B1 Cl2 113.2(3) . . ?
N2 B1 Cl1 109.2(3) . . ?
N2 B1 N1 98.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?

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
N1 C1 C6 C5 -179.9(3) . . . . ?
N1 C1 C6 C7 0.7(5) . . . . ?
N1 C9 C8 C7 1.6(5) . . . . ?
N2 C10 C9 N1 -1.8(4) . . . . ?
N2 C10 C9 C8 178.9(3) . . . . ?
N2 C10 C11 C12 -1.7(5) . . . . ?
C10 N2 C18 C13 -1.7(5) . . . . ?
C10 N2 C18 C17 177.3(3) . . . . ?
C10 N2 B1 Cl2 -121.4(3) . . . . ?
C10 N2 B1 Cl1 112.1(3) . . . . ?
C10 N2 B1 N1 -2.9(4) . . . . ?
C10 C9 C8 C7 -179.2(3) . . . . ?
C13 C14 C15 C16 2.1(5) . . . . ?
C13 C12 C11 C10 -0.7(5) . . . . ?
C14 C13 C12 C11 -178.4(3) . . . . ?
C14 C13 C18 N2 179.5(3) . . . . ?
C14 C13 C18 C17 0.5(5) . . . . ?
C14 C15 C16 C17 -0.5(6) . . . . ?
C12 C13 C14 C15 178.2(3) . . . . ?
C12 C13 C18 N2 -0.7(5) . . . . ?
C12 C13 C18 C17 -179.7(3) . . . . ?
C2 C1 C6 C5 1.7(5) . . . . ?
C2 C1 C6 C7 -177.6(3) . . . . ?
C2 C3 C4 C5 0.9(6) . . . . ?
C1 N1 C9 C10 179.8(3) . . . . ?
C1 N1 C9 C8 -0.9(5) . . . . ?
C1 N1 B1 Cl2 -58.8(4) . . . . ?
C1 N1 B1 Cl1 67.6(4) . . . . ?
C1 N1 B1 N2 -178.2(3) . . . . ?
C1 C2 C3 C4 -0.6(6) . . . . ?
C9 N1 C1 C2 178.0(3) . . . . ?
C9 N1 C1 C6 -0.3(5) . . . . ?
C9 N1 B1 Cl2 121.2(3) . . . . ?
C9 N1 B1 Cl1 -112.4(3) . . . . ?
C9 N1 B1 N2 1.8(4) . . . . ?
C9 C10 C11 C12 -178.9(3) . . . . ?
C9 C8 C7 C6 -1.2(5) . . . . ?
C8 C7 C6 C1 0.0(5) . . . . ?
C8 C7 C6 C5 -179.3(4) . . . . ?
C3 C2 C1 N1 -179.1(3) . . . . ?
C3 C2 C1 C6 -0.8(5) . . . . ?
C11 C10 C9 N1 175.7(3) . . . . ?
C11 C10 C9 C8 -3.6(6) . . . . ?
C18 N2 C10 C9 -179.4(3) . . . . ?
C18 N2 C10 C11 3.0(5) . . . . ?
C18 N2 B1 Cl2 61.2(4) . . . . ?
C18 N2 B1 Cl1 -65.3(4) . . . . ?
C18 N2 B1 N1 179.7(3) . . . . ?
C18 C13 C14 C15 -2.1(5) . . . . ?
C18 C13 C12 C11 1.9(5) . . . . ?
C18 C17 C16 C15 -1.0(5) . . . . ?
C6 C5 C4 C3 0.1(6) . . . . ?
C16 C17 C18 N2 -177.9(3) . . . . ?
C16 C17 C18 C13 1.0(5) . . . . ?
B1 N1 C1 C2 -1.9(5) . . . . ?
B1 N1 C1 C6 179.7(3) . . . . ?
B1 N1 C9 C10 -0.3(4) . . . . ?
B1 N1 C9 C8 179.1(3) . . . . ?
B1 N2 C10 C9 3.1(4) . . . . ?
B1 N2 C10 C11 -174.6(3) . . . . ?
B1 N2 C18 C13 175.4(3) . . . . ?
B1 N2 C18 C17 -5.6(5) . . . . ?
C4 C5 C6 C1 -1.4(5) . . . . ?
C4 C5 C6 C7 178.0(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4 -5 -1 0.0197 -4.0001 -5.0000 -0.9998 -0.0278 -0.0026 0.9600
4 5 1 0.0197 4.0001 5.0000 0.9998 0.0278 0.0026 -0.9600
-3 6 -3 0.0508 -2.9999 6.0000 -3.0001 1.0232 -0.1701 -0.0449
-3 0 9 0.0041 -3.0000 0.0000 9.0000 -0.3285 -0.9050 0.0250
3 0 -9 0.0181 3.0000 -0.0000 -9.0000 0.3285 0.9050 -0.0250
5 -1 3 0.0443 5.0000 -1.0000 3.0000 -0.7468 0.1222 -0.6341
2 -7 2 0.0513 1.9999 -7.0000 2.0002 -0.9571 0.2198 0.2914

_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_2
_database_code_depnum_ccdc_archive 'CCDC 1518784'
_audit_update_record             
;
2016-11-23 deposited with the CCDC.
2017-01-09 downloaded from the CCDC.
;
_audit_creation_date             2016-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H12 B Cl2 N2'
_chemical_formula_sum            'C18 H12 B Cl2 N2'
_chemical_formula_weight         338.01
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H12 N2 B1 Cl2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7519(13)
_cell_length_b                   7.7698(14)
_cell_length_c                   14.179(3)
_cell_angle_alpha                86.739(15)
_cell_angle_beta                 86.016(15)
_cell_angle_gamma                86.206(15)
_cell_volume                     739.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1604
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      73.3910
_cell_measurement_theta_min      5.6970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.920
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_correction_T_min  0.562
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             346
_exptl_crystal_size_max          0.1276
_exptl_crystal_size_mid          0.028
_exptl_crystal_size_min          0.0194
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4291
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.998
_diffrn_reflns_theta_min         5.715
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -110.00  -22.00   2.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176  -57.0000  150.0000 44

#__ type_ start__ end____ width___ exp.time_
  2 omega  -69.00   29.00   2.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176   57.0000  -60.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega  -23.00   73.00   2.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1176  -77.0000   30.0000 48

#__ type_ start__ end____ width___ exp.time_
  4 omega   33.00  121.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688 -125.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
  5 omega   27.00   97.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -94.0000 -180.0000 35

#__ type_ start__ end____ width___ exp.time_
  6 omega   25.00  107.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -94.0000    0.0000 41

#__ type_ start__ end____ width___ exp.time_
  7 omega   42.00  104.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -94.0000   90.0000 31

#__ type_ start__ end____ width___ exp.time_
  8 omega   90.00  166.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688   45.0000  150.0000 38

#__ type_ start__ end____ width___ exp.time_
  9 omega   91.00  175.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688   45.0000   90.0000 42

#__ type_ start__ end____ width___ exp.time_
 10 omega   94.00  164.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  125.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 11 omega   46.00   90.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -30.0000  120.0000 22

#__ type_ start__ end____ width___ exp.time_
 12 omega   69.00   97.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -45.0000 -120.0000 14

#__ type_ start__ end____ width___ exp.time_
 13 omega   66.00   98.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -45.0000   30.0000 16

#__ type_ start__ end____ width___ exp.time_
 14 omega   30.00   90.00   2.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      106.5688  -30.0000  -30.0000 30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0198412000
_diffrn_orient_matrix_UB_12      0.1859425000
_diffrn_orient_matrix_UB_13      -0.0417782000
_diffrn_orient_matrix_UB_21      0.1803831000
_diffrn_orient_matrix_UB_22      0.0171053000
_diffrn_orient_matrix_UB_23      0.0588784000
_diffrn_orient_matrix_UB_31      0.1399490000
_diffrn_orient_matrix_UB_32      -0.0687620000
_diffrn_orient_matrix_UB_33      -0.0817471000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2150
_reflns_number_total             2698
_reflns_odcompleteness_completeness 98.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.439
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2698
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0603
_refine_ls_restrained_S_all      1.038
_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)+(0.0985P)²+0.1434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.1690
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C11(H11), C12(H12), C14(H14),
 C15(H15), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cl1 Cl 0.48852(13) 0.15198(11) 0.25280(6) 0.0214(3) Uani 1 1 d . . . . .
Cl2 Cl 0.03379(13) 0.16664(11) 0.27107(6) 0.0200(3) Uani 1 1 d . . . . .
N1 N 0.2501(5) 0.4405(4) 0.1864(2) 0.0182(6) Uani 1 1 d . . . . .
N2 N 0.2561(5) 0.4078(4) 0.3524(2) 0.0182(6) Uani 1 1 d . . . . .
C1 C 0.2525(5) 0.4255(5) 0.0889(3) 0.0196(8) Uani 1 1 d . . . . .
C2 C 0.2679(6) 0.2642(5) 0.0491(3) 0.0230(8) Uani 1 1 d . . . . .
H2 H 0.2748 0.1634 0.0877 0.028 Uiso 1 1 calc R . . . .
C3 C 0.2727(6) 0.2557(5) -0.0485(3) 0.0243(8) Uani 1 1 d . . . . .
H3 H 0.2832 0.1485 -0.0751 0.029 Uiso 1 1 calc R . . . .
C4 C 0.2620(6) 0.4067(6) -0.1077(3) 0.0263(9) Uani 1 1 d . . . . .
H4 H 0.2665 0.3994 -0.1731 0.032 Uiso 1 1 calc R . . . .
C5 C 0.2451(6) 0.5642(5) -0.0690(3) 0.0237(8) Uani 1 1 d . . . . .
H5 H 0.2366 0.6637 -0.1085 0.028 Uiso 1 1 calc R . . . .
C6 C 0.2400(5) 0.5789(5) 0.0296(3) 0.0210(8) Uani 1 1 d . . . . .
C7 C 0.2238(6) 0.7421(5) 0.0715(3) 0.0239(8) Uani 1 1 d . . . . .
H7 H 0.2140 0.8428 0.0330 0.029 Uiso 1 1 calc R . . . .
C8 C 0.2225(6) 0.7531(5) 0.1676(3) 0.0228(8) Uani 1 1 d . . . . .
H8 H 0.2122 0.8601 0.1944 0.027 Uiso 1 1 calc R . . . .
C9 C 0.2369(5) 0.6002(5) 0.2250(3) 0.0186(7) Uani 1 1 d . . . . .
C10 C 0.2395(5) 0.5801(5) 0.3245(3) 0.0198(8) Uani 1 1 d . . . . .
C11 C 0.2263(6) 0.7086(5) 0.3908(3) 0.0215(8) Uani 1 1 d . . . . .
H11 H 0.2162 0.8248 0.3709 0.026 Uiso 1 1 calc R . . . .
C12 C 0.2284(6) 0.6604(5) 0.4853(3) 0.0221(8) Uani 1 1 d . . . . .
H12 H 0.2155 0.7447 0.5297 0.026 Uiso 1 1 calc R . . . .
C13 C 0.2501(5) 0.4821(5) 0.5163(3) 0.0199(8) Uani 1 1 d . . . . .
C14 C 0.2546(6) 0.4282(5) 0.6126(3) 0.0221(8) Uani 1 1 d . . . . .
H14 H 0.2460 0.5102 0.6582 0.026 Uiso 1 1 calc R . . . .
C15 C 0.2718(6) 0.2554(5) 0.6399(3) 0.0242(8) Uani 1 1 d . . . . .
H15 H 0.2745 0.2214 0.7038 0.029 Uiso 1 1 calc R . . . .
C16 C 0.2850(6) 0.1309(5) 0.5721(3) 0.0227(8) Uani 1 1 d . . . . .
H16 H 0.2974 0.0143 0.5911 0.027 Uiso 1 1 calc R . . . .
C17 C 0.2797(6) 0.1797(5) 0.4768(3) 0.0212(8) Uani 1 1 d . . . . .
H17 H 0.2877 0.0959 0.4321 0.025 Uiso 1 1 calc R . . . .
C18 C 0.2623(5) 0.3547(5) 0.4475(3) 0.0182(7) Uani 1 1 d . . . . .
B1 B 0.2583(6) 0.2971(5) 0.2655(3) 0.0164(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
Cl1 B1 1.863(4) . ?
Cl2 B1 1.874(4) . ?
N1 C1 1.394(5) . ?
N1 C9 1.380(5) . ?
N1 B1 1.536(5) . ?
N2 C10 1.373(5) . ?
N2 C18 1.390(5) . ?
N2 B1 1.541(5) . ?
C1 C2 1.398(6) . ?
C1 C6 1.421(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.387(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.404(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.364(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.406(5) . ?
C6 C7 1.425(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.403(5) . ?
C9 C10 1.411(5) . ?
C10 C11 1.404(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.431(6) . ?
C13 C14 1.406(5) . ?
C13 C18 1.424(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.397(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.398(5) . ?

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
C1 N1 B1 128.9(3) . . ?
C9 N1 C1 121.1(3) . . ?
C9 N1 B1 110.0(3) . . ?
C10 N2 C18 121.0(3) . . ?
C10 N2 B1 110.0(3) . . ?
C18 N2 B1 129.0(3) . . ?
N1 C1 C2 121.5(3) . . ?
N1 C1 C6 118.5(3) . . ?
C2 C1 C6 120.0(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(4) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.3(4) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C7 119.2(3) . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 C7 122.3(4) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.9(4) . . ?
C9 C8 H8 120.6 . . ?
N1 C9 C8 121.2(3) . . ?
N1 C9 C10 110.0(3) . . ?
C8 C9 C10 128.8(3) . . ?
N2 C10 C9 110.1(3) . . ?
N2 C10 C11 121.4(3) . . ?
C11 C10 C9 128.5(4) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.1(4) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 122.3(3) . . ?
C14 C13 C18 118.9(4) . . ?
C18 C13 C12 118.8(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.5(4) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
N2 C18 C13 118.9(3) . . ?
N2 C18 C17 121.5(3) . . ?
C17 C18 C13 119.6(3) . . ?
Cl1 B1 Cl2 109.9(2) . . ?
N1 B1 Cl1 112.2(2) . . ?
N1 B1 Cl2 111.5(3) . . ?
N1 B1 N2 99.9(3) . . ?
N2 B1 Cl1 112.1(3) . . ?
N2 B1 Cl2 111.0(2) . . ?

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
N1 C1 C2 C3 -179.0(4) . . . . ?
N1 C1 C6 C5 179.2(3) . . . . ?
N1 C1 C6 C7 -0.5(5) . . . . ?
N1 C9 C10 N2 0.5(4) . . . . ?
N1 C9 C10 C11 -179.0(4) . . . . ?
N2 C10 C11 C12 -0.5(6) . . . . ?
C1 N1 C9 C8 1.0(6) . . . . ?
C1 N1 C9 C10 -179.3(3) . . . . ?
C1 N1 B1 Cl1 59.5(5) . . . . ?
C1 N1 B1 Cl2 -64.3(4) . . . . ?
C1 N1 B1 N2 178.4(3) . . . . ?
C1 C2 C3 C4 -0.1(6) . . . . ?
C1 C6 C7 C8 0.8(6) . . . . ?
C2 C1 C6 C5 -0.5(6) . . . . ?
C2 C1 C6 C7 179.8(4) . . . . ?
C2 C3 C4 C5 -0.5(6) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C4 C5 C6 C1 -0.2(6) . . . . ?
C4 C5 C6 C7 179.5(4) . . . . ?
C5 C6 C7 C8 -178.9(4) . . . . ?
C6 C1 C2 C3 0.6(6) . . . . ?
C6 C7 C8 C9 -0.2(6) . . . . ?
C7 C8 C9 N1 -0.7(6) . . . . ?
C7 C8 C9 C10 179.6(4) . . . . ?
C8 C9 C10 N2 -179.8(4) . . . . ?
C8 C9 C10 C11 0.7(7) . . . . ?
C9 N1 C1 C2 179.4(4) . . . . ?
C9 N1 C1 C6 -0.3(5) . . . . ?
C9 N1 B1 Cl1 -121.2(3) . . . . ?
C9 N1 B1 Cl2 115.1(3) . . . . ?
C9 N1 B1 N2 -2.2(4) . . . . ?
C9 C10 C11 C12 178.9(4) . . . . ?
C10 N2 C18 C13 0.3(5) . . . . ?
C10 N2 C18 C17 -179.8(3) . . . . ?
C10 N2 B1 Cl1 121.6(3) . . . . ?
C10 N2 B1 Cl2 -115.2(3) . . . . ?
C10 N2 B1 N1 2.6(4) . . . . ?
C10 C11 C12 C13 2.0(6) . . . . ?
C11 C12 C13 C14 179.4(4) . . . . ?
C11 C12 C13 C18 -2.3(6) . . . . ?
C12 C13 C14 C15 178.7(4) . . . . ?
C12 C13 C18 N2 1.1(5) . . . . ?
C12 C13 C18 C17 -178.8(4) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C14 C13 C18 N2 179.4(3) . . . . ?
C14 C13 C18 C17 -0.4(6) . . . . ?
C14 C15 C16 C17 -0.4(6) . . . . ?
C15 C16 C17 C18 0.4(6) . . . . ?
C16 C17 C18 N2 -179.9(3) . . . . ?
C16 C17 C18 C13 0.0(6) . . . . ?
C18 N2 C10 C9 179.9(3) . . . . ?
C18 N2 C10 C11 -0.6(6) . . . . ?
C18 N2 B1 Cl1 -60.5(5) . . . . ?
C18 N2 B1 Cl2 62.7(4) . . . . ?
C18 N2 B1 N1 -179.5(3) . . . . ?
C18 C13 C14 C15 0.4(6) . . . . ?
B1 N1 C1 C2 -1.3(6) . . . . ?
B1 N1 C1 C6 179.0(3) . . . . ?
B1 N1 C9 C8 -178.5(3) . . . . ?
B1 N1 C9 C10 1.2(4) . . . . ?
B1 N2 C10 C9 -2.0(4) . . . . ?
B1 N2 C10 C11 177.5(3) . . . . ?
B1 N2 C18 C13 -177.4(3) . . . . ?
B1 N2 C18 C17 2.5(6) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -2 -8 0.0132 -0.0001 -1.9996 -8.0000 -0.0376 -0.5053 0.7915
0 2 8 0.0062 0.0001 1.9996 8.0000 0.0376 0.5053 -0.7915
4 0 0 0.0582 4.0002 -0.0002 0.0003 0.0793 0.7216 0.5598
-4 0 -1 0.0667 -4.0002 0.0003 -1.0002 -0.0375 -0.7804 -0.4781
0 -5 3 0.0180 -0.0001 -5.0007 2.9978 -1.0551 0.0910 0.0988
0 5 -2 0.0086 0.0001 5.0006 -1.9979 1.0133 -0.0321 -0.1805
-2 1 7 0.0348 -2.0000 0.9997 6.9996 -0.1462 0.0685 -0.9208
2 -2 -8 0.0227 2.0000 -1.9997 -7.9999 0.0021 -0.1445 1.0714

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
