# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_d1491a_a
_database_code_depnum_ccdc_archive 'CCDC 1452383'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
(Chloro)(subnaphthalocyaninato)boron 
;
_chemical_name_common            
;
Cl-BsubNc 
;
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H16.87 B Cl2.13 N6'
_chemical_formula_weight         619.83

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   14.6230(5)
_cell_length_b                   18.4530(6)
_cell_length_c                   10.3923(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2804.24(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9530
_cell_measurement_theta_min      4.79
_cell_measurement_theta_max      66.17

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    2.515
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6630
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32890
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.793
_diffrn_reflns_theta_max         67.293
_diffrn_reflns_theta_full        67.293
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2588
_reflns_number_gt                2187
_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       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0603P)²+1.9885P] 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         2588
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1366
_refine_ls_wR_factor_gt          0.1263
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_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 0.72078(6) 0.2500 0.76319(7) 0.0521(3) Uani 1 2 d S T P . .
Cl2 Cl 1.0450(4) 0.0849(4) 0.4398(4) 0.100(3) Uani 0.162(3) 1 d . . P A 1
Cl3 Cl 0.7565(2) -0.04626(15) 0.4188(3) 0.0789(14) Uani 0.236(3) 1 d . . P B 1
Cl4 Cl 0.4149(3) 0.1260(2) 0.3617(3) 0.0595(15) Uani 0.169(3) 1 d . . P C 1
N2 N 0.82633(16) 0.12425(14) 0.4874(2) 0.0651(6) Uani 1 1 d . . . . .
N3 N 0.82543(19) 0.2500 0.5367(3) 0.0570(7) Uani 1 2 d S T P . .
N4 N 0.68633(13) 0.18645(10) 0.52255(17) 0.0467(5) Uani 1 1 d . . . . .
N5 N 0.55404(18) 0.2500 0.4539(2) 0.0429(6) Uani 1 2 d S T P . .
C1 C 1.2704(2) 0.2118(4) 0.3052(4) 0.169(5) Uani 1 1 d . . . . .
H1 H 1.3224 0.1871 0.2783 0.203 Uiso 1 1 calc R U . . .
C2 C 1.1956(2) 0.1735(3) 0.3440(3) 0.139(2) Uani 1 1 d . . . . .
H2 H 1.1966 0.1231 0.3437 0.166 Uiso 1 1 calc R U . . .
C3 C 1.11537(19) 0.2116(2) 0.3851(2) 0.1050(17) Uani 1 1 d . . . . .
C4 C 1.0365(2) 0.1723(3) 0.4232(3) 0.0921(12) Uani 0.162(3) 1 d . . P A 1
C4A C 1.0365(2) 0.1723(3) 0.4232(3) 0.0921(12) Uani 0.838(3) 1 d . . P A 2
H4A H 1.0361 0.1219 0.4222 0.110 Uiso 0.838(3) 1 calc R U P A 2
C5 C 0.96002(17) 0.21113(19) 0.4619(2) 0.0749(9) Uani 1 1 d . . . . .
C6 C 0.86952(18) 0.18751(17) 0.5023(2) 0.0632(7) Uani 1 1 d . . . . .
C7 C 0.73453(18) 0.12497(14) 0.4913(2) 0.0551(6) Uani 1 1 d . . . . .
C8 C 0.66737(19) 0.07546(13) 0.4386(2) 0.0559(6) Uani 1 1 d . . . . .
C9 C 0.6706(2) 0.00402(14) 0.3997(3) 0.0705(8) Uani 0.236(3) 1 d . . P B 1
C9A C 0.6706(2) 0.00402(14) 0.3997(3) 0.0705(8) Uani 0.764(3) 1 d . . P B 2
H9A H 0.7247 -0.0221 0.4081 0.085 Uiso 0.764(3) 1 calc R U P B 2
C10 C 0.5926(3) -0.02956(13) 0.3475(3) 0.0755(9) Uani 1 1 d . . . . .
C11 C 0.5919(3) -0.10439(16) 0.3130(3) 0.1014(14) Uani 1 1 d . . . . .
H11A H 0.6441 -0.1324 0.3244 0.122 Uiso 1 1 calc R U . . .
C12 C 0.5142(4) -0.13502(18) 0.2631(4) 0.121(2) Uani 1 1 d . . . . .
H12A H 0.5139 -0.1841 0.2426 0.145 Uiso 1 1 calc R U . . .
C13 C 0.4363(4) -0.0943(2) 0.2428(3) 0.1154(18) Uani 1 1 d . . . . .
H13A H 0.3851 -0.1161 0.2064 0.138 Uiso 1 1 calc R U . . .
C14 C 0.4330(3) -0.02307(16) 0.2751(3) 0.0865(11) Uani 1 1 d . . . . .
H14A H 0.3798 0.0034 0.2609 0.104 Uiso 1 1 calc R U . . .
C15 C 0.5108(2) 0.01127(14) 0.3306(2) 0.0672(8) Uani 1 1 d . . . . .
C16 C 0.50764(19) 0.08418(13) 0.3705(2) 0.0551(6) Uani 0.169(3) 1 d . . P C 1
C16A C 0.50764(19) 0.08418(13) 0.3705(2) 0.0551(6) Uani 0.831(3) 1 d . . P C 2
H16A H 0.4544 0.1111 0.3598 0.066 Uiso 0.831(3) 1 calc R U P C 2
C17 C 0.58300(17) 0.11519(12) 0.4250(2) 0.0488(6) Uani 1 1 d . . . . .
C18 C 0.60020(15) 0.18821(11) 0.4726(2) 0.0432(5) Uani 1 1 d . . . . .
B1 B 0.7296(3) 0.2500 0.5827(4) 0.0482(8) Uani 1 2 d S T P . .


_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 1.880(4) . ?
Cl2 C4 1.627(8) . ?
Cl3 C9 1.574(4) . ?
Cl4 C16 1.564(5) . ?
N2 C6 1.336(4) . ?
N2 C7 1.343(3) . ?
N3 C6 1.369(3) . ?
N3 C6 1.369(3) 8_565 ?
N3 B1 1.481(5) . ?
N4 C18 1.363(3) . ?
N4 C7 1.375(3) . ?
N4 B1 1.471(3) . ?
N5 C18 1.339(2) 8_565 ?
N5 C18 1.339(2) . ?
C1 C2 1.363(6) . ?
C1 C1 1.409(14) 8_565 ?
C1 H1 0.9300 . ?
C2 C3 1.433(5) . ?
C2 H2 0.9300 . ?
C3 C3 1.416(9) 8_565 ?
C3 C4A 1.419(5) . ?
C3 C4 1.419(5) . ?
C4 C5 1.388(4) . ?
C4A C5 1.388(4) . ?
C4A H4A 0.9300 . ?
C5 C5 1.435(7) 8_565 ?
C5 C6 1.455(4) . ?
C7 C8 1.449(4) . ?
C8 C9A 1.380(3) . ?
C8 C9 1.380(3) . ?
C8 C17 1.442(3) . ?
C9 C10 1.407(5) . ?
C9A C10 1.407(5) . ?
C9A H9A 0.9300 . ?
C10 C15 1.425(5) . ?
C10 C11 1.427(4) . ?
C11 C12 1.371(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.381(7) . ?
C12 H12A 0.9300 . ?
C13 C14 1.357(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.425(5) . ?
C14 H14A 0.9300 . ?
C15 C16A 1.409(3) . ?
C15 C16 1.409(3) . ?
C16 C17 1.365(3) . ?
C16A C17 1.365(3) . ?
C16A H16A 0.9300 . ?
C17 C18 1.457(3) . ?
B1 N4 1.471(3) 8_565 ?

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 N2 C7 117.4(2) . . ?
C6 N3 C6 114.8(3) . 8_565 ?
C6 N3 B1 122.01(17) . . ?
C6 N3 B1 122.01(17) 8_565 . ?
C18 N4 C7 113.8(2) . . ?
C18 N4 B1 122.7(2) . . ?
C7 N4 B1 122.5(2) . . ?
C18 N5 C18 116.7(3) 8_565 . ?
C2 C1 C1 121.2(3) . 8_565 ?
C2 C1 H1 119.4 . . ?
C1 C1 H1 119.4 8_565 . ?
C1 C2 C3 119.4(6) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C3 C3 C4A 120.8(2) 8_565 . ?
C3 C3 C4 120.8(2) 8_565 . ?
C3 C3 C2 119.4(3) 8_565 . ?
C4A C3 C2 119.8(4) . . ?
C4 C3 C2 119.8(4) . . ?
C5 C4 C3 118.1(4) . . ?
C5 C4 Cl2 122.9(4) . . ?
C3 C4 Cl2 118.4(3) . . ?
C5 C4A C3 118.1(4) . . ?
C5 C4A H4A 121.0 . . ?
C3 C4A H4A 121.0 . . ?
C4A C5 C5 121.1(2) . 8_565 ?
C4 C5 C5 121.1(2) . 8_565 ?
C4A C5 C6 131.4(3) . . ?
C4 C5 C6 131.4(3) . . ?
C5 C5 C6 107.42(18) 8_565 . ?
N2 C6 N3 122.9(2) . . ?
N2 C6 C5 131.1(3) . . ?
N3 C6 C5 104.6(3) . . ?
N2 C7 N4 121.9(2) . . ?
N2 C7 C8 131.3(2) . . ?
N4 C7 C8 105.2(2) . . ?
C9A C8 C17 119.1(3) . . ?
C9 C8 C17 119.1(3) . . ?
C9A C8 C7 133.6(3) . . ?
C9 C8 C7 133.6(3) . . ?
C17 C8 C7 107.2(2) . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 Cl3 123.6(3) . . ?
C10 C9 Cl3 115.8(3) . . ?
C8 C9A C10 120.4(3) . . ?
C8 C9A H9A 119.8 . . ?
C10 C9A H9A 119.8 . . ?
C9A C10 C15 119.7(2) . . ?
C9 C10 C15 119.7(2) . . ?
C9A C10 C11 122.0(4) . . ?
C9 C10 C11 122.0(4) . . ?
C15 C10 C11 118.3(4) . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C11 C12 C13 121.1(3) . . ?
C11 C12 H12A 119.4 . . ?
C13 C12 H12A 119.4 . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 H13A 119.4 . . ?
C12 C13 H13A 119.4 . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14A 119.9 . . ?
C15 C14 H14A 119.9 . . ?
C16A C15 C10 119.8(3) . . ?
C16 C15 C10 119.8(3) . . ?
C16A C15 C14 121.2(3) . . ?
C16 C15 C14 121.2(3) . . ?
C10 C15 C14 119.0(3) . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 Cl4 121.2(2) . . ?
C15 C16 Cl4 118.9(3) . . ?
C17 C16A C15 119.7(3) . . ?
C17 C16A H16A 120.1 . . ?
C15 C16A H16A 120.1 . . ?
C16A C17 C8 121.2(2) . . ?
C16 C17 C8 121.2(2) . . ?
C16A C17 C18 131.9(2) . . ?
C16 C17 C18 131.9(2) . . ?
C8 C17 C18 106.8(2) . . ?
N5 C18 N4 122.8(2) . . ?
N5 C18 C17 130.6(2) . . ?
N4 C18 C17 105.47(19) . . ?
N4 B1 N4 105.7(3) 8_565 . ?
N4 B1 N3 105.6(2) 8_565 . ?
N4 B1 N3 105.6(2) . . ?
N4 B1 Cl1 113.22(18) 8_565 . ?
N4 B1 Cl1 113.21(18) . . ?
N3 B1 Cl1 112.8(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
C1 C1 C2 C3 0.2(4) 8_565 . . . ?
C1 C2 C3 C3 -0.2(4) . . . 8_565 ?
C1 C2 C3 C4A 178.8(3) . . . . ?
C1 C2 C3 C4 178.8(3) . . . . ?
C3 C3 C4 C5 -0.8(3) 8_565 . . . ?
C2 C3 C4 C5 -179.7(2) . . . . ?
C3 C3 C4 Cl2 -171.8(2) 8_565 . . . ?
C2 C3 C4 Cl2 9.2(4) . . . . ?
C3 C3 C4A C5 -0.8(3) 8_565 . . . ?
C2 C3 C4A C5 -179.7(2) . . . . ?
C3 C4A C5 C5 0.8(3) . . . 8_565 ?
C3 C4A C5 C6 178.1(2) . . . . ?
C3 C4 C5 C5 0.8(3) . . . 8_565 ?
Cl2 C4 C5 C5 171.4(2) . . . 8_565 ?
C3 C4 C5 C6 178.1(2) . . . . ?
Cl2 C4 C5 C6 -11.3(5) . . . . ?
C7 N2 C6 N3 8.2(4) . . . . ?
C7 N2 C6 C5 -156.2(3) . . . . ?
C6 N3 C6 N2 -156.79(19) 8_565 . . . ?
B1 N3 C6 N2 11.2(4) . . . . ?
C6 N3 C6 C5 11.2(4) 8_565 . . . ?
B1 N3 C6 C5 179.2(3) . . . . ?
C4A C5 C6 N2 -17.3(5) . . . . ?
C4 C5 C6 N2 -17.3(5) . . . . ?
C5 C5 C6 N2 160.3(2) 8_565 . . . ?
C4A C5 C6 N3 176.2(3) . . . . ?
C4 C5 C6 N3 176.2(3) . . . . ?
C5 C5 C6 N3 -6.3(2) 8_565 . . . ?
C6 N2 C7 N4 -6.6(3) . . . . ?
C6 N2 C7 C8 156.5(3) . . . . ?
C18 N4 C7 N2 154.2(2) . . . . ?
B1 N4 C7 N2 -14.8(4) . . . . ?
C18 N4 C7 C8 -12.7(3) . . . . ?
B1 N4 C7 C8 178.4(2) . . . . ?
N2 C7 C8 C9A 21.0(5) . . . . ?
N4 C7 C8 C9A -173.9(3) . . . . ?
N2 C7 C8 C9 21.0(5) . . . . ?
N4 C7 C8 C9 -173.9(3) . . . . ?
N2 C7 C8 C17 -157.2(3) . . . . ?
N4 C7 C8 C17 7.9(3) . . . . ?
C17 C8 C9 C10 0.0(4) . . . . ?
C7 C8 C9 C10 -177.9(3) . . . . ?
C17 C8 C9 Cl3 -175.5(2) . . . . ?
C7 C8 C9 Cl3 6.5(4) . . . . ?
C17 C8 C9A C10 0.0(4) . . . . ?
C7 C8 C9A C10 -177.9(3) . . . . ?
C8 C9A C10 C15 2.2(4) . . . . ?
C8 C9A C10 C11 -176.4(2) . . . . ?
C8 C9 C10 C15 2.2(4) . . . . ?
Cl3 C9 C10 C15 178.1(2) . . . . ?
C8 C9 C10 C11 -176.4(2) . . . . ?
Cl3 C9 C10 C11 -0.5(4) . . . . ?
C9A C10 C11 C12 179.6(3) . . . . ?
C9 C10 C11 C12 179.6(3) . . . . ?
C15 C10 C11 C12 1.0(4) . . . . ?
C10 C11 C12 C13 1.3(5) . . . . ?
C11 C12 C13 C14 -2.0(5) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C9A C10 C15 C16A -2.3(4) . . . . ?
C11 C10 C15 C16A 176.3(2) . . . . ?
C9 C10 C15 C16 -2.3(4) . . . . ?
C11 C10 C15 C16 176.3(2) . . . . ?
C9A C10 C15 C14 178.7(2) . . . . ?
C9 C10 C15 C14 178.7(2) . . . . ?
C11 C10 C15 C14 -2.7(4) . . . . ?
C13 C14 C15 C16A -176.9(3) . . . . ?
C13 C14 C15 C16 -176.9(3) . . . . ?
C13 C14 C15 C10 2.1(4) . . . . ?
C10 C15 C16 C17 0.1(3) . . . . ?
C14 C15 C16 C17 179.1(2) . . . . ?
C10 C15 C16 Cl4 -175.0(2) . . . . ?
C14 C15 C16 Cl4 4.1(4) . . . . ?
C10 C15 C16A C17 0.1(3) . . . . ?
C14 C15 C16A C17 179.1(2) . . . . ?
C15 C16A C17 C8 2.2(3) . . . . ?
C15 C16A C17 C18 178.8(2) . . . . ?
C15 C16 C17 C8 2.2(3) . . . . ?
Cl4 C16 C17 C8 177.1(2) . . . . ?
C15 C16 C17 C18 178.8(2) . . . . ?
Cl4 C16 C17 C18 -6.3(4) . . . . ?
C9A C8 C17 C16A -2.3(3) . . . . ?
C7 C8 C17 C16A 176.2(2) . . . . ?
C9 C8 C17 C16 -2.3(3) . . . . ?
C7 C8 C17 C16 176.2(2) . . . . ?
C9A C8 C17 C18 -179.6(2) . . . . ?
C9 C8 C17 C18 -179.6(2) . . . . ?
C7 C8 C17 C18 -1.2(3) . . . . ?
C18 N5 C18 N4 7.5(4) 8_565 . . . ?
C18 N5 C18 C17 -158.51(17) 8_565 . . . ?
C7 N4 C18 N5 -157.0(2) . . . . ?
B1 N4 C18 N5 11.8(4) . . . . ?
C7 N4 C18 C17 12.0(2) . . . . ?
B1 N4 C18 C17 -179.1(2) . . . . ?
C16A C17 C18 N5 -15.2(4) . . . . ?
C16 C17 C18 N5 -15.2(4) . . . . ?
C8 C17 C18 N5 161.7(2) . . . . ?
C16A C17 C18 N4 176.9(2) . . . . ?
C16 C17 C18 N4 176.9(2) . . . . ?
C8 C17 C18 N4 -6.1(2) . . . . ?
C18 N4 B1 N4 -26.7(4) . . . 8_565 ?
C7 N4 B1 N4 141.19(19) . . . 8_565 ?
C18 N4 B1 N3 -138.4(2) . . . . ?
C7 N4 B1 N3 29.5(3) . . . . ?
C18 N4 B1 Cl1 97.7(2) . . . . ?
C7 N4 B1 Cl1 -94.3(3) . . . . ?
C6 N3 B1 N4 -139.4(2) . . . 8_565 ?
C6 N3 B1 N4 27.7(4) 8_565 . . 8_565 ?
C6 N3 B1 N4 -27.7(4) . . . . ?
C6 N3 B1 N4 139.4(2) 8_565 . . . ?
C6 N3 B1 Cl1 96.4(3) . . . . ?
C6 N3 B1 Cl1 -96.4(3) 8_565 . . . ?

_refine_diff_density_max         0.262
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_d1589b_a
_database_code_depnum_ccdc_archive 'CCDC 1452384'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
(Chloro)(subnaphthalocyaninato)boron 
;
_chemical_name_common            
;
Cl-BsubNc
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H15.04 B Cl3.96 N6'
_chemical_formula_sum            'C36 H15.04 B Cl3.96 N6'
_chemical_formula_weight         682.51

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   14.9062(5)
_cell_length_b                   18.3548(6)
_cell_length_c                   10.7766(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2948.48(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      4.76
_cell_measurement_theta_max      66.10

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             1381.3
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.933
_shelx_estimated_absorpt_T_min   0.609
_shelx_estimated_absorpt_T_max   0.694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6278
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with mutli-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53684
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.758
_diffrn_reflns_theta_max         67.376
_diffrn_reflns_theta_full        67.376
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2705
_reflns_number_gt                2367
_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       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0400P)²+1.9200P] 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         2705
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1084
_refine_ls_wR_factor_gt          0.1005
_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
Cl1 Cl 0.21609(5) 0.7500 0.76349(6) 0.0508(2) Uani 1 2 d S T P . .
Cl2 Cl 0.52693(12) 0.58458(13) 0.43772(13) 0.0887(9) Uani 0.421(3) 1 d . . P A
1
Cl3 Cl 0.25982(9) 0.45555(6) 0.42784(13) 0.0740(5) Uani 0.533(3) 1 d . . P B 1
Cl4 Cl -0.08627(7) 0.63070(5) 0.36461(9) 0.0499(4) Uani 0.525(2) 1 d . . P C 1
N2 N 0.31815(14) 0.62330(12) 0.49672(17) 0.0586(5) Uani 1 1 d . . . . .
N3 N 0.31758(18) 0.7500 0.5453(2) 0.0522(6) Uani 1 2 d S T P . .
N4 N 0.18120(12) 0.68604(9) 0.53155(15) 0.0439(4) Uani 1 1 d . . . . .
N5 N 0.05170(16) 0.7500 0.4644(2) 0.0397(5) Uani 1 2 d S T P . .
C1 C 0.7432(2) 0.7125(3) 0.2832(3) 0.161(4) Uani 1 1 d . . . . .
H1 H 0.7932 0.6873 0.2492 0.193 Uiso 1 1 calc R U . . .
C2 C 0.6725(2) 0.6729(3) 0.3315(3) 0.1273(18) Uani 1 1 d . . . . .
H2 H 0.6741 0.6212 0.3319 0.153 Uiso 1 1 calc R U . . .
C3 C 0.59700(18) 0.7112(2) 0.3807(2) 0.0970(14) Uani 1 1 d . . . . .
C4 C 0.52221(18) 0.6728(2) 0.4265(2) 0.0830(10) Uani 0.421(3) 1 d . . P A 1
C4A C 0.52221(18) 0.6728(2) 0.4265(2) 0.0830(10) Uani 0.579(3) 1 d . . P A 2
H4A H 0.5225 0.6210 0.4282 0.100 Uiso 0.579(3) 1 calc R U P A 2
C5 C 0.44869(17) 0.71086(17) 0.4688(2) 0.0687(7) Uani 1 1 d . . . . .
C6 C 0.36078(16) 0.68721(16) 0.5107(2) 0.0587(6) Uani 1 1 d . . . . .
C7 C 0.22854(16) 0.62448(12) 0.50078(19) 0.0507(5) Uani 1 1 d . . . . .
C8 C 0.16304(17) 0.57501(11) 0.44775(19) 0.0506(5) Uani 1 1 d . . . . .
C9 C 0.1677(2) 0.50401(12) 0.4072(2) 0.0611(7) Uani 0.533(3) 1 d . . P B 1
C9A C 0.1677(2) 0.50401(12) 0.4072(2) 0.0611(7) Uani 0.467(3) 1 d . . P B 2
H9A H 0.2220 0.4774 0.4158 0.073 Uiso 0.467(3) 1 calc R U P B 2
C10 C 0.0922(2) 0.47073(12) 0.3533(2) 0.0631(7) Uani 1 1 d . . . . .
C11 C 0.0933(3) 0.39615(14) 0.3149(2) 0.0835(10) Uani 1 1 d . . . . .
H11 H 0.1463 0.3681 0.3252 0.100 Uiso 1 1 calc R U . . .
C12 C 0.0201(3) 0.36535(15) 0.2643(3) 0.0987(14) Uani 1 1 d . . . . .
H12 H 0.0218 0.3155 0.2407 0.118 Uiso 1 1 calc R U . . .
C13 C -0.0582(3) 0.40516(17) 0.2458(3) 0.0950(13) Uani 1 1 d . . . . .
H13 H -0.1086 0.3825 0.2079 0.114 Uiso 1 1 calc R U . . .
C14 C -0.0635(2) 0.47667(14) 0.2815(2) 0.0737(8) Uani 1 1 d . . . . .
H14 H -0.1173 0.5033 0.2687 0.088 Uiso 1 1 calc R U . . .
C15 C 0.01150(19) 0.51080(12) 0.33781(19) 0.0576(6) Uani 1 1 d . . . . .
C16 C 0.00729(16) 0.58394(11) 0.37965(18) 0.0487(5) Uani 0.525(2) 1 d . . P C 1
C16A C 0.00729(16) 0.58394(11) 0.37965(18) 0.0487(5) Uani 0.475(2) 1 d . . P C
2
H16A H -0.0462 0.6114 0.3692 0.058 Uiso 0.475(2) 1 calc R U P C 2
C17 C 0.08020(15) 0.61478(11) 0.43485(18) 0.0441(5) Uani 1 1 d . . . . .
C18 C 0.09680(14) 0.68781(10) 0.48264(17) 0.0407(4) Uani 1 1 d . . . . .
B1 B 0.2240(2) 0.7500 0.5895(3) 0.0469(8) Uani 1 2 d S T P . .


_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 1.879(3) . ?
Cl2 C4 1.625(4) . ?
Cl3 C9 1.651(3) . ?
Cl4 C16 1.646(3) . ?
N2 C7 1.337(3) . ?
N2 C6 1.343(3) . ?
N3 C6 1.372(3) . ?
N3 C6 1.372(3) 7_575 ?
N3 B1 1.474(5) . ?
N4 C18 1.364(3) . ?
N4 C7 1.373(3) . ?
N4 B1 1.475(3) . ?
N5 C18 1.339(2) 7_575 ?
N5 C18 1.339(2) . ?
C1 C1 1.377(12) 7_575 ?
C1 C2 1.382(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.429(4) . ?
C2 H2 0.9500 . ?
C3 C4A 1.408(4) . ?
C3 C4 1.408(4) . ?
C3 C3 1.426(8) 7_575 ?
C4 C5 1.378(4) . ?
C4A C5 1.378(4) . ?
C4A H4A 0.9500 . ?
C5 C5 1.437(6) 7_575 ?
C5 C6 1.452(4) . ?
C7 C8 1.451(3) . ?
C8 C9A 1.376(3) . ?
C8 C9 1.376(3) . ?
C8 C17 1.441(3) . ?
C9 C10 1.406(4) . ?
C9A C10 1.406(4) . ?
C9A H9A 0.9500 . ?
C10 C15 1.420(4) . ?
C10 C11 1.430(3) . ?
C11 C12 1.345(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.391(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.370(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.418(4) . ?
C14 H14 0.9500 . ?
C15 C16A 1.418(3) . ?
C15 C16 1.418(3) . ?
C16 C17 1.362(3) . ?
C16A C17 1.362(3) . ?
C16A H16A 0.9500 . ?
C17 C18 1.457(3) . ?
B1 N4 1.475(3) 7_575 ?

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
C7 N2 C6 117.1(2) . . ?
C6 N3 C6 114.3(3) . 7_575 ?
C6 N3 B1 122.14(15) . . ?
C6 N3 B1 122.15(15) 7_575 . ?
C18 N4 C7 113.60(18) . . ?
C18 N4 B1 122.92(19) . . ?
C7 N4 B1 122.3(2) . . ?
C18 N5 C18 116.9(2) 7_575 . ?
C1 C1 C2 121.7(3) 7_575 . ?
C1 C1 H1 119.1 7_575 . ?
C2 C1 H1 119.1 . . ?
C1 C2 C3 118.8(5) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4A C3 C3 120.0(2) . 7_575 ?
C4 C3 C3 120.0(2) . 7_575 ?
C4A C3 C2 120.5(4) . . ?
C4 C3 C2 120.5(4) . . ?
C3 C3 C2 119.4(3) 7_575 . ?
C5 C4 C3 119.5(4) . . ?
C5 C4 Cl2 121.0(3) . . ?
C3 C4 Cl2 119.4(3) . . ?
C5 C4A C3 119.5(4) . . ?
C5 C4A H4A 120.3 . . ?
C3 C4A H4A 120.3 . . ?
C4A C5 C5 120.5(2) . 7_575 ?
C4 C5 C5 120.5(2) . 7_575 ?
C4A C5 C6 132.0(3) . . ?
C4 C5 C6 132.0(3) . . ?
C5 C5 C6 107.39(16) 7_575 . ?
N2 C6 N3 122.8(2) . . ?
N2 C6 C5 130.8(2) . . ?
N3 C6 C5 104.9(2) . . ?
N2 C7 N4 122.3(2) . . ?
N2 C7 C8 130.5(2) . . ?
N4 C7 C8 105.32(19) . . ?
C9A C8 C17 119.5(2) . . ?
C9 C8 C17 119.5(2) . . ?
C9A C8 C7 133.1(2) . . ?
C9 C8 C7 133.1(2) . . ?
C17 C8 C7 107.33(18) . . ?
C8 C9 C10 120.2(2) . . ?
C8 C9 Cl3 120.6(2) . . ?
C10 C9 Cl3 119.14(19) . . ?
C8 C9A C10 120.2(2) . . ?
C8 C9A H9A 119.9 . . ?
C10 C9A H9A 119.9 . . ?
C9A C10 C15 120.1(2) . . ?
C9 C10 C15 120.1(2) . . ?
C9A C10 C11 121.8(3) . . ?
C9 C10 C11 121.8(3) . . ?
C15 C10 C11 118.1(3) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 121.2(3) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16A C15 C14 121.3(3) . . ?
C16 C15 C14 121.3(3) . . ?
C16A C15 C10 119.4(2) . . ?
C16 C15 C10 119.4(2) . . ?
C14 C15 C10 119.3(2) . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 Cl4 120.16(16) . . ?
C15 C16 Cl4 120.0(2) . . ?
C17 C16A C15 119.8(2) . . ?
C17 C16A H16A 120.1 . . ?
C15 C16A H16A 120.1 . . ?
C16A C17 C8 121.02(19) . . ?
C16 C17 C8 121.02(19) . . ?
C16A C17 C18 132.2(2) . . ?
C16 C17 C18 132.2(2) . . ?
C8 C17 C18 106.63(19) . . ?
N5 C18 N4 122.67(18) . . ?
N5 C18 C17 130.31(19) . . ?
N4 C18 C17 105.74(17) . . ?
N3 B1 N4 105.83(19) . 7_575 ?
N3 B1 N4 105.83(19) . . ?
N4 B1 N4 105.5(2) 7_575 . ?
N3 B1 Cl1 112.4(2) . . ?
N4 B1 Cl1 113.28(16) 7_575 . ?
N4 B1 Cl1 113.28(16) . . ?

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
C1 C1 C2 C3 1.0(3) 7_575 . . . ?
C1 C2 C3 C4A 177.6(3) . . . . ?
C1 C2 C3 C4 177.6(3) . . . . ?
C1 C2 C3 C3 -1.0(3) . . . 7_575 ?
C3 C3 C4 C5 1.3(3) 7_575 . . . ?
C2 C3 C4 C5 -177.3(2) . . . . ?
C3 C3 C4 Cl2 -174.35(11) 7_575 . . . ?
C2 C3 C4 Cl2 7.0(3) . . . . ?
C3 C3 C4A C5 1.3(3) 7_575 . . . ?
C2 C3 C4A C5 -177.3(2) . . . . ?
C3 C4A C5 C5 -1.3(3) . . . 7_575 ?
C3 C4A C5 C6 174.2(2) . . . . ?
C3 C4 C5 C5 -1.3(3) . . . 7_575 ?
Cl2 C4 C5 C5 174.27(12) . . . 7_575 ?
C3 C4 C5 C6 174.2(2) . . . . ?
Cl2 C4 C5 C6 -10.3(4) . . . . ?
C7 N2 C6 N3 9.2(3) . . . . ?
C7 N2 C6 C5 -154.7(2) . . . . ?
C6 N3 C6 N2 -156.55(16) 7_575 . . . ?
B1 N3 C6 N2 10.2(4) . . . . ?
C6 N3 C6 C5 10.9(3) 7_575 . . . ?
B1 N3 C6 C5 177.6(2) . . . . ?
C4A C5 C6 N2 -16.0(4) . . . . ?
C4 C5 C6 N2 -16.0(4) . . . . ?
C5 C5 C6 N2 159.9(2) 7_575 . . . ?
C4A C5 C6 N3 178.0(2) . . . . ?
C4 C5 C6 N3 178.0(2) . . . . ?
C5 C5 C6 N3 -6.17(18) 7_575 . . . ?
C6 N2 C7 N4 -7.2(3) . . . . ?
C6 N2 C7 C8 155.1(2) . . . . ?
C18 N4 C7 N2 153.9(2) . . . . ?
B1 N4 C7 N2 -14.3(3) . . . . ?
C18 N4 C7 C8 -12.2(2) . . . . ?
B1 N4 C7 C8 179.6(2) . . . . ?
N2 C7 C8 C9A 20.3(4) . . . . ?
N4 C7 C8 C9A -175.2(2) . . . . ?
N2 C7 C8 C9 20.3(4) . . . . ?
N4 C7 C8 C9 -175.2(2) . . . . ?
N2 C7 C8 C17 -157.0(2) . . . . ?
N4 C7 C8 C17 7.6(2) . . . . ?
C17 C8 C9 C10 0.2(3) . . . . ?
C7 C8 C9 C10 -176.8(2) . . . . ?
C17 C8 C9 Cl3 -176.56(16) . . . . ?
C7 C8 C9 Cl3 6.4(4) . . . . ?
C17 C8 C9A C10 0.2(3) . . . . ?
C7 C8 C9A C10 -176.8(2) . . . . ?
C8 C9A C10 C15 1.4(3) . . . . ?
C8 C9A C10 C11 -177.3(2) . . . . ?
C8 C9 C10 C15 1.4(3) . . . . ?
Cl3 C9 C10 C15 178.29(17) . . . . ?
C8 C9 C10 C11 -177.3(2) . . . . ?
Cl3 C9 C10 C11 -0.5(3) . . . . ?
C9A C10 C11 C12 179.5(2) . . . . ?
C9 C10 C11 C12 179.5(2) . . . . ?
C15 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C16A -177.9(2) . . . . ?
C13 C14 C15 C16 -177.9(2) . . . . ?
C13 C14 C15 C10 1.7(3) . . . . ?
C9A C10 C15 C16A -1.4(3) . . . . ?
C11 C10 C15 C16A 177.46(19) . . . . ?
C9 C10 C15 C16 -1.4(3) . . . . ?
C11 C10 C15 C16 177.46(19) . . . . ?
C9A C10 C15 C14 179.1(2) . . . . ?
C9 C10 C15 C14 179.1(2) . . . . ?
C11 C10 C15 C14 -2.1(3) . . . . ?
C14 C15 C16 C17 179.1(2) . . . . ?
C10 C15 C16 C17 -0.5(3) . . . . ?
C14 C15 C16 Cl4 0.6(3) . . . . ?
C10 C15 C16 Cl4 -178.95(16) . . . . ?
C14 C15 C16A C17 179.1(2) . . . . ?
C10 C15 C16A C17 -0.5(3) . . . . ?
C15 C16A C17 C8 2.2(3) . . . . ?
C15 C16A C17 C18 177.7(2) . . . . ?
C15 C16 C17 C8 2.2(3) . . . . ?
Cl4 C16 C17 C8 -179.34(16) . . . . ?
C15 C16 C17 C18 177.7(2) . . . . ?
Cl4 C16 C17 C18 -3.8(3) . . . . ?
C9A C8 C17 C16A -2.1(3) . . . . ?
C7 C8 C17 C16A 175.62(18) . . . . ?
C9 C8 C17 C16 -2.1(3) . . . . ?
C7 C8 C17 C16 175.62(18) . . . . ?
C9A C8 C17 C18 -178.66(19) . . . . ?
C9 C8 C17 C18 -178.66(19) . . . . ?
C7 C8 C17 C18 -0.9(2) . . . . ?
C18 N5 C18 N4 7.6(4) 7_575 . . . ?
C18 N5 C18 C17 -157.52(15) 7_575 . . . ?
C7 N4 C18 N5 -156.6(2) . . . . ?
B1 N4 C18 N5 11.4(3) . . . . ?
C7 N4 C18 C17 11.7(2) . . . . ?
B1 N4 C18 C17 179.7(2) . . . . ?
C16A C17 C18 N5 -15.0(4) . . . . ?
C16 C17 C18 N5 -15.0(4) . . . . ?
C8 C17 C18 N5 161.0(2) . . . . ?
C16A C17 C18 N4 177.9(2) . . . . ?
C16 C17 C18 N4 177.9(2) . . . . ?
C8 C17 C18 N4 -6.1(2) . . . . ?
C6 N3 B1 N4 -138.7(2) . . . 7_575 ?
C6 N3 B1 N4 27.0(3) 7_575 . . 7_575 ?
C6 N3 B1 N4 -27.0(3) . . . . ?
C6 N3 B1 N4 138.7(2) 7_575 . . . ?
C6 N3 B1 Cl1 97.2(2) . . . . ?
C6 N3 B1 Cl1 -97.2(2) 7_575 . . . ?
C18 N4 B1 N3 -137.9(2) . . . . ?
C7 N4 B1 N3 29.1(3) . . . . ?
C18 N4 B1 N4 -26.1(3) . . . 7_575 ?
C7 N4 B1 N4 140.96(18) . . . 7_575 ?
C18 N4 B1 Cl1 98.4(2) . . . . ?
C7 N4 B1 Cl1 -94.6(3) . . . . ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.041



