# 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).
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_aud100217_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1538131'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-05-22 downloaded from the CCDC.
;
_audit_creation_date             2017-03-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2.5(C21 H15 B F2 N6), 0.5(C H2 Cl2)'
_chemical_formula_sum            'C53 H38.50 B2.50 Cl F5 N15'
_chemical_formula_weight         1042.96
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.0671(5)
_cell_length_b                   32.4681(14)
_cell_length_c                   12.0173(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4708.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9730
_cell_measurement_temperature    150
_cell_measurement_theta_max      23.148
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6548
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0813 before and 0.0749 after correction. The Ratio of minimum to maximum transmission is 0.8782. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.075
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            144944
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_min         3.025
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.805
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                9045
_reflns_number_total             10767
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.908
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 3442 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     730
_refine_ls_number_reflns         10767
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+2.3893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1380
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 N3B, N3, C16B, C18, N4, C17B, C17, N4B, C16, C18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(N3B)=Sof(C18B)=Sof(H18B)=Sof(C16B)=Sof(H16B)=Sof(C17B)=Sof(H17B)=Sof(N4B)=
 1-FVAR(1)
 Sof(N3)=Sof(C18)=Sof(H18)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(N4)=FVAR(1)
 Fixed Sof: Cl1(0.5) Cl2(0.5) C55(0.5) H55A(0.5) H55B(0.5)
4.a Free rotating group:
 N3(C18,C16,C17,N4), N3B(C18B,C16B,C17B,N4B), Cl1(Cl2,C55)
4.b Secondary CH2 refined with riding coordinates:
 C55(H55A,H55B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C19(H19), C20(H20), C21(H21), C18(H18), C16(H16), C17(H17),
 C18B(H18B), C16B(H16B), C17B(H17B), C23(H23), C24(H24), C28(H28), C29(H29),
 C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39),
  C40(H40), C41(H41), C42(H42), C44(H44), C45(H45), C49(H49), C50(H50),
 C51(H51), C52(H52), C53(H53), C54(H54)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.2696(3) 0.39239(13) 0.4606(3) 0.0271(8) Uani 1 1 d . . . . .
C1 C 0.3202(3) 0.40086(11) 0.6723(3) 0.0303(8) Uani 1 1 d . . . . .
C2 C 0.4129(3) 0.39496(13) 0.7406(3) 0.0334(8) Uani 1 1 d . . . . .
H2 H 0.4150 0.3971 0.8194 0.040 Uiso 1 1 calc R . . . .
C3 C 0.5001(3) 0.38548(12) 0.6721(3) 0.0326(8) Uani 1 1 d . . . . .
H3 H 0.5743 0.3804 0.6947 0.039 Uiso 1 1 calc R . . . .
C4 C 0.4597(3) 0.38468(11) 0.5619(3) 0.0254(7) Uani 1 1 d . . . . .
C5 C 0.5167(3) 0.38101(10) 0.4610(3) 0.0246(7) Uani 1 1 d . . . . .
C6 C 0.4596(3) 0.38472(11) 0.3595(3) 0.0245(7) Uani 1 1 d . . . . .
C7 C 0.4991(3) 0.38474(11) 0.2492(3) 0.0277(7) Uani 1 1 d . . . . .
H7 H 0.5740 0.3813 0.2266 0.033 Uiso 1 1 calc R . . . .
C8 C 0.4097(3) 0.39057(11) 0.1802(3) 0.0304(8) Uani 1 1 d . . . . .
H8 H 0.4114 0.3925 0.1013 0.037 Uiso 1 1 calc R . . . .
C9 C 0.3163(3) 0.39315(11) 0.2477(3) 0.0279(7) Uani 1 1 d . . . . .
C10 C 0.6385(3) 0.37413(11) 0.4610(3) 0.0284(7) Uani 1 1 d . . . . .
C11 C 0.7072(3) 0.39873(12) 0.3959(3) 0.0316(8) Uani 1 1 d . . . . .
H11 H 0.6766 0.4201 0.3514 0.038 Uiso 1 1 calc R . . . .
C12 C 0.8210(3) 0.39191(14) 0.3962(4) 0.0391(9) Uani 1 1 d . . . . .
H12 H 0.8679 0.4088 0.3520 0.047 Uiso 1 1 calc R . . . .
C13 C 0.8665(3) 0.36092(16) 0.4601(4) 0.0439(11) Uani 1 1 d . . . . .
H13 H 0.9443 0.3566 0.4600 0.053 Uiso 1 1 calc R . . . .
C14 C 0.7987(4) 0.33627(15) 0.5243(3) 0.0443(10) Uani 1 1 d . . . . .
H14 H 0.8300 0.3149 0.5680 0.053 Uiso 1 1 calc R . . . .
C15 C 0.6841(3) 0.34264(13) 0.5252(3) 0.0341(8) Uani 1 1 d . . . . .
H15 H 0.6376 0.3256 0.5693 0.041 Uiso 1 1 calc R . . . .
C19 C 0.1133(3) 0.37738(16) 0.2396(4) 0.0438(10) Uani 1 1 d . . . . .
H19 H 0.1088 0.3595 0.3020 0.053 Uiso 1 1 calc R . . . .
C20 C 0.0719(4) 0.41175(18) 0.0945(4) 0.0544(13) Uani 1 1 d . . . . .
H20 H 0.0303 0.4229 0.0345 0.065 Uiso 1 1 calc R . . . .
C21 C 0.1800(4) 0.42002(16) 0.1142(4) 0.0476(11) Uani 1 1 d . . . . .
H21 H 0.2275 0.4373 0.0717 0.057 Uiso 1 1 calc R . . . .
F1 F 0.20447(18) 0.35658(7) 0.46790(18) 0.0348(5) Uani 1 1 d . . . . .
F2 F 0.20093(18) 0.42619(7) 0.45374(18) 0.0341(5) Uani 1 1 d . . . . .
N1 N 0.3465(2) 0.39437(9) 0.5641(2) 0.0258(6) Uani 1 1 d . . . . .
N2 N 0.3452(2) 0.39004(9) 0.3568(2) 0.0242(6) Uani 1 1 d . . . . .
N3 N 0.2086(8) 0.4136(5) 0.7017(13) 0.030(3) Uani 0.55(3) 1 d . U . A 1
C18 C 0.1076(9) 0.4025(4) 0.6636(10) 0.035(2) Uani 0.55(3) 1 d G U . A 1
H18 H 0.0959 0.3834 0.6050 0.042 Uiso 0.55(3) 1 calc R . . A 1
C16 C 0.1906(10) 0.4414(4) 0.7855(12) 0.047(3) Uani 0.55(3) 1 d G U . A 1
H16 H 0.2454 0.4549 0.8290 0.056 Uiso 0.55(3) 1 calc R . . A 1
C17 C 0.0797(11) 0.4459(3) 0.7940(12) 0.052(4) Uani 0.55(3) 1 d G U . A 1
H17 H 0.0431 0.4634 0.8455 0.062 Uiso 0.55(3) 1 calc R . . A 1
N4 N 0.0276(8) 0.4213(3) 0.7172(10) 0.046(3) Uani 0.55(3) 1 d G U . A 1
N5 N 0.2070(3) 0.39800(11) 0.2096(3) 0.0344(7) Uani 1 1 d . . . . .
N6 N 0.0301(3) 0.38501(16) 0.1727(3) 0.0549(11) Uani 1 1 d . . . . .
N3B N 0.2242(9) 0.4153(7) 0.7180(15) 0.031(3) Uani 0.45(3) 1 d . U . A 2
C18B C 0.2173(9) 0.4382(5) 0.8114(13) 0.036(3) Uani 0.45(3) 1 d G U . A 2
H18B H 0.2789 0.4449 0.8572 0.044 Uiso 0.45(3) 1 calc R . . A 2
C16B C 0.1187(11) 0.4125(7) 0.6763(12) 0.052(5) Uani 0.45(3) 1 d G U . A 2
H16B H 0.0961 0.3983 0.6110 0.063 Uiso 0.45(3) 1 calc R . . A 2
C17B C 0.0533(8) 0.4340(6) 0.7467(10) 0.052(4) Uani 0.45(3) 1 d G U . A 2
H17B H -0.0245 0.4374 0.7386 0.062 Uiso 0.45(3) 1 calc R . . A 2
N4B N 0.1156(11) 0.4501(4) 0.8314(11) 0.046(4) Uani 0.45(3) 1 d G U . A 2
B2 B 0.4912(3) 0.30075(12) 0.0264(3) 0.0244(8) Uani 1 1 d . . . . .
C22 C 0.6979(3) 0.31413(11) 0.0879(3) 0.0257(7) Uani 1 1 d . . . . .
C23 C 0.7615(3) 0.31113(12) 0.1851(3) 0.0322(8) Uani 1 1 d . . . . .
H23 H 0.8371 0.3187 0.1935 0.039 Uiso 1 1 calc R . . . .
C24 C 0.6938(3) 0.29512(11) 0.2655(3) 0.0275(7) Uani 1 1 d . . . . .
H24 H 0.7142 0.2894 0.3403 0.033 Uiso 1 1 calc R . . . .
C25 C 0.5883(3) 0.28860(10) 0.2179(3) 0.0236(7) Uani 1 1 d . . . . .
C26 C 0.4894(3) 0.27694(10) 0.2675(3) 0.0239(7) Uani 1 1 d . . . . .
C27 C 0.3903(3) 0.27826(11) 0.2075(3) 0.0261(7) Uani 1 1 d . . . . .
C28 C 0.2805(3) 0.26970(13) 0.2417(3) 0.0341(9) Uani 1 1 d . . . . .
H28 H 0.2583 0.2596 0.3125 0.041 Uiso 1 1 calc R . . . .
C29 C 0.2119(3) 0.27869(14) 0.1536(3) 0.0381(9) Uani 1 1 d . . . . .
H29 H 0.1335 0.2764 0.1525 0.046 Uiso 1 1 calc R . . . .
C30 C 0.2789(3) 0.29183(12) 0.0664(3) 0.0296(8) Uani 1 1 d . . . . .
C31 C 0.4871(3) 0.26572(10) 0.3882(3) 0.0236(7) Uani 1 1 d . . . . .
C32 C 0.4114(3) 0.28503(11) 0.4596(3) 0.0267(7) Uani 1 1 d . . . . .
H32 H 0.3612 0.3049 0.4307 0.032 Uiso 1 1 calc R . . . .
C33 C 0.4092(3) 0.27551(12) 0.5719(3) 0.0312(8) Uani 1 1 d . . . . .
H33 H 0.3574 0.2887 0.6197 0.037 Uiso 1 1 calc R . . . .
C34 C 0.4826(3) 0.24677(12) 0.6142(3) 0.0341(8) Uani 1 1 d . . . . .
H34 H 0.4810 0.2402 0.6912 0.041 Uiso 1 1 calc R . . . .
C35 C 0.5583(3) 0.22746(12) 0.5452(3) 0.0327(8) Uani 1 1 d . . . . .
H35 H 0.6086 0.2078 0.5750 0.039 Uiso 1 1 calc R . . . .
C36 C 0.5609(3) 0.23687(11) 0.4313(3) 0.0270(7) Uani 1 1 d . . . . .
H36 H 0.6127 0.2236 0.3839 0.032 Uiso 1 1 calc R . . . .
C37 C 0.7002(4) 0.32534(15) -0.1196(4) 0.0486(11) Uani 1 1 d . . . . .
H37 H 0.6360 0.3101 -0.1397 0.058 Uiso 1 1 calc R . . . .
C38 C 0.8489(4) 0.36319(16) -0.1247(5) 0.0545(13) Uani 1 1 d . . . B 1
H38 H 0.9083 0.3794 -0.1526 0.065 Uiso 1 1 calc R . . B 1
C39 C 0.8324(3) 0.35408(15) -0.0194(4) 0.0455(11) Uani 1 1 d . . . . .
H39 H 0.8770 0.3627 0.0415 0.055 Uiso 1 1 calc R . . B .
C40 C 0.2846(3) 0.30000(13) -0.1428(3) 0.0351(9) Uani 1 1 d . . . . .
H40 H 0.3576 0.2903 -0.1565 0.042 Uiso 1 1 calc R . . . .
C41 C 0.1215(4) 0.32257(15) -0.1664(4) 0.0432(10) Uani 1 1 d . . . . .
H41 H 0.0567 0.3326 -0.2021 0.052 Uiso 1 1 calc R . . . .
C42 C 0.1318(4) 0.31742(16) -0.0561(4) 0.0449(11) Uani 1 1 d . . . . .
H42 H 0.0767 0.3223 -0.0012 0.054 Uiso 1 1 calc R . . . .
F3 F 0.50375(18) 0.26965(7) -0.05329(17) 0.0325(5) Uani 1 1 d . . . . .
F4 F 0.48105(18) 0.33855(6) -0.02650(16) 0.0307(5) Uani 1 1 d . . . . .
N7 N 0.5933(2) 0.30090(9) 0.1059(2) 0.0236(6) Uani 1 1 d . . . . .
N8 N 0.3865(2) 0.29168(9) 0.0968(2) 0.0253(6) Uani 1 1 d . . . . .
N9 N 0.7377(3) 0.32945(10) -0.0129(3) 0.0320(7) Uani 1 1 d . . . . .
N10 N 0.7634(5) 0.34487(15) -0.1906(4) 0.0675(14) Uani 1 1 d . . . . .
N11 N 0.2388(3) 0.30356(10) -0.0384(3) 0.0308(7) Uani 1 1 d . . . . .
N12 N 0.2161(3) 0.31149(11) -0.2205(3) 0.0383(8) Uani 1 1 d . . . . .
B3 B 0.5000 0.5000 0.8779(5) 0.0296(12) Uani 1 2 d S T P . .
C43 C 0.6813(3) 0.46050(13) 0.8296(3) 0.0349(9) Uani 1 1 d . . . . .
C44 C 0.7433(4) 0.44881(16) 0.7363(4) 0.0462(11) Uani 1 1 d . . . . .
H44 H 0.8126 0.4349 0.7362 0.055 Uiso 1 1 calc R . . . .
C45 C 0.6842(3) 0.46151(13) 0.6455(3) 0.0385(9) Uani 1 1 d . . . . .
H45 H 0.7045 0.4574 0.5699 0.046 Uiso 1 1 calc R . . . .
C46 C 0.5876(3) 0.48174(12) 0.6832(3) 0.0310(8) Uani 1 1 d . . . . .
C47 C 0.5000 0.5000 0.6249(4) 0.0295(11) Uani 1 2 d S T P . .
C48 C 0.5000 0.5000 0.5015(4) 0.0317(11) Uani 1 2 d S T P . .
C49 C 0.4041(4) 0.48999(11) 0.4424(4) 0.0384(9) Uani 1 1 d . . . . .
H49 H 0.3381 0.4830 0.4811 0.046 Uiso 1 1 calc R . . . .
C50 C 0.4056(5) 0.49031(13) 0.3269(4) 0.0524(13) Uani 1 1 d . . . . .
H50 H 0.3398 0.4837 0.2874 0.063 Uiso 1 1 calc R . . . .
C51 C 0.5000 0.5000 0.2683(5) 0.059(2) Uani 1 2 d S T P . .
H51 H 0.5000 0.5000 0.1893 0.071 Uiso 1 2 calc RS T P . .
C52 C 0.6550(4) 0.4309(2) 1.0179(5) 0.0618(15) Uani 1 1 d . . . . .
H52 H 0.5878 0.4168 1.0026 0.074 Uiso 1 1 calc R . . . .
C53 C 0.7987(5) 0.45410(17) 1.0998(4) 0.0558(13) Uani 1 1 d . . . . .
H53 H 0.8516 0.4599 1.1562 0.067 Uiso 1 1 calc R . . . .
C54 C 0.8047(4) 0.46835(15) 0.9934(4) 0.0474(11) Uani 1 1 d . . . . .
H54 H 0.8620 0.4846 0.9615 0.057 Uiso 1 1 calc R . . . .
F5 F 0.55145(19) 0.52963(8) 0.9430(2) 0.0418(6) Uani 1 1 d . . . . .
N13 N 0.5881(3) 0.48052(10) 0.8002(2) 0.0284(6) Uani 1 1 d . . . . .
N14 N 0.7102(3) 0.45429(11) 0.9421(3) 0.0361(7) Uani 1 1 d . . . . .
N15 N 0.7054(3) 0.43007(16) 1.1148(4) 0.0629(13) Uani 1 1 d . . . . .
Cl1 Cl 0.9086(2) 0.48629(10) 1.5297(3) 0.0777(9) Uani 0.5 1 d . . . C -3
Cl2 Cl 1.0362(4) 0.49486(15) 1.3232(3) 0.1068(16) Uani 0.5 1 d G . . C -3
C55 C 1.0257(7) 0.5080(4) 1.4650(4) 0.075(4) Uani 0.5 1 d G . . C -3
H55A H 1.0932 0.4984 1.5042 0.090 Uiso 0.5 1 calc R . . C -3
H55B H 1.0222 0.5383 1.4720 0.090 Uiso 0.5 1 calc R . . C -3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 F1 1.406(5) . ?
B1 F2 1.377(5) . ?
B1 N1 1.553(5) . ?
B1 N2 1.547(5) . ?
C1 C2 1.401(6) . ?
C1 N1 1.355(5) . ?
C1 N3 1.453(9) . ?
C1 N3B 1.365(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.411(5) . ?
C4 C5 1.398(5) . ?
C4 N1 1.402(5) . ?
C5 C6 1.407(5) . ?
C5 C10 1.486(5) . ?
C6 C7 1.408(5) . ?
C6 N2 1.392(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.373(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(5) . ?
C9 N2 1.360(4) . ?
C9 N5 1.406(5) . ?
C10 C11 1.393(5) . ?
C10 C15 1.394(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.390(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(6) . ?
C15 H15 0.9500 . ?
C19 H19 0.9500 . ?
C19 N5 1.363(6) . ?
C19 N6 1.310(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.353(7) . ?
C20 N6 1.375(7) . ?
C21 H21 0.9500 . ?
C21 N5 1.390(5) . ?
N3 C18 1.3503 . ?
N3 C16 1.3702 . ?
C18 H18 0.9500 . ?
C18 N4 1.3108 . ?
C16 H16 0.9500 . ?
C16 C17 1.3499 . ?
C17 H17 0.9500 . ?
C17 N4 1.3710 . ?
N3B C18B 1.3495 . ?
N3B C16B 1.3712 . ?
C18B H18B 0.9500 . ?
C18B N4B 1.3087 . ?
C16B H16B 0.9500 . ?
C16B C17B 1.3508 . ?
C17B H17B 0.9500 . ?
C17B N4B 1.3692 . ?
B2 F3 1.400(4) . ?
B2 F4 1.388(4) . ?
B2 N7 1.558(5) . ?
B2 N8 1.550(5) . ?
C22 C23 1.401(5) . ?
C22 N7 1.351(4) . ?
C22 N9 1.395(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.368(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.412(5) . ?
C25 C26 1.387(5) . ?
C25 N7 1.405(4) . ?
C26 C27 1.398(5) . ?
C26 C31 1.495(4) . ?
C27 C28 1.414(5) . ?
C27 N8 1.401(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.376(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(5) . ?
C30 N8 1.349(5) . ?
C30 N11 1.401(5) . ?
C31 C32 1.402(5) . ?
C31 C36 1.392(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.383(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.384(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.402(5) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C37 N9 1.366(6) . ?
C37 N10 1.309(6) . ?
C38 H38 0.9500 . ?
C38 C39 1.315(7) . ?
C38 N10 1.431(8) . ?
C39 H39 0.9500 . ?
C39 N9 1.397(5) . ?
C40 H40 0.9500 . ?
C40 N11 1.375(5) . ?
C40 N12 1.302(5) . ?
C41 H41 0.9500 . ?
C41 C42 1.341(6) . ?
C41 N12 1.362(6) . ?
C42 H42 0.9500 . ?
C42 N11 1.384(5) . ?
B3 F5 1.386(4) 2_665 ?
B3 F5 1.386(4) . ?
B3 N13 1.550(5) . ?
B3 N13 1.550(5) 2_665 ?
C43 C44 1.400(6) . ?
C43 N13 1.346(5) . ?
C43 N14 1.411(5) . ?
C44 H44 0.9500 . ?
C44 C45 1.368(6) . ?
C45 H45 0.9500 . ?
C45 C46 1.413(6) . ?
C46 C47 1.400(5) . ?
C46 N13 1.406(5) . ?
C47 C46 1.400(5) 2_665 ?
C47 C48 1.482(7) . ?
C48 C49 1.397(5) . ?
C48 C49 1.397(5) 2_665 ?
C49 H49 0.9500 . ?
C49 C50 1.388(6) . ?
C50 H50 0.9500 . ?
C50 C51 1.376(7) . ?
C51 C50 1.376(7) 2_665 ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C52 N14 1.360(6) . ?
C52 N15 1.313(7) . ?
C53 H53 0.9500 . ?
C53 C54 1.361(7) . ?
C53 N15 1.382(7) . ?
C54 H54 0.9500 . ?
C54 N14 1.374(6) . ?
Cl1 C55 1.7603 . ?
Cl2 C55 1.7606 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?

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
F1 B1 N1 108.5(3) . . ?
F1 B1 N2 109.8(3) . . ?
F2 B1 F1 109.1(3) . . ?
F2 B1 N1 112.0(3) . . ?
F2 B1 N2 110.2(3) . . ?
N2 B1 N1 107.2(3) . . ?
C2 C1 N3 129.5(7) . . ?
N1 C1 C2 110.8(3) . . ?
N1 C1 N3 119.7(7) . . ?
N1 C1 N3B 129.7(9) . . ?
N3B C1 C2 119.3(8) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 C1 106.9(3) . . ?
C3 C2 H2 126.5 . . ?
C2 C3 H3 126.2 . . ?
C2 C3 C4 107.6(4) . . ?
C4 C3 H3 126.2 . . ?
C5 C4 C3 130.2(3) . . ?
C5 C4 N1 121.0(3) . . ?
N1 C4 C3 108.4(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 C10 119.9(3) . . ?
C6 C5 C10 119.8(3) . . ?
C5 C6 C7 130.6(3) . . ?
N2 C6 C5 121.1(3) . . ?
N2 C6 C7 108.3(3) . . ?
C6 C7 H7 126.2 . . ?
C8 C7 C6 107.6(3) . . ?
C8 C7 H7 126.2 . . ?
C7 C8 H8 126.5 . . ?
C7 C8 C9 107.0(3) . . ?
C9 C8 H8 126.5 . . ?
C8 C9 N5 125.3(3) . . ?
N2 C9 C8 110.5(3) . . ?
N2 C9 N5 124.2(3) . . ?
C11 C10 C5 120.2(3) . . ?
C11 C10 C15 119.7(3) . . ?
C15 C10 C5 120.1(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.7(4) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.9(4) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.3(4) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 119.7(4) . . ?
C10 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
N5 C19 H19 123.8 . . ?
N6 C19 H19 123.8 . . ?
N6 C19 N5 112.3(4) . . ?
C21 C20 H20 124.5 . . ?
C21 C20 N6 111.0(4) . . ?
N6 C20 H20 124.5 . . ?
C20 C21 H21 127.2 . . ?
C20 C21 N5 105.6(4) . . ?
N5 C21 H21 127.2 . . ?
C1 N1 B1 129.4(3) . . ?
C1 N1 C4 106.3(3) . . ?
C4 N1 B1 123.9(3) . . ?
C6 N2 B1 124.9(3) . . ?
C9 N2 B1 128.5(3) . . ?
C9 N2 C6 106.5(3) . . ?
C18 N3 C1 132.7(7) . . ?
C18 N3 C16 106.4 . . ?
C16 N3 C1 120.9(7) . . ?
N3 C18 H18 124.0 . . ?
N4 C18 N3 111.9 . . ?
N4 C18 H18 124.0 . . ?
N3 C16 H16 126.8 . . ?
C17 C16 N3 106.4 . . ?
C17 C16 H16 126.8 . . ?
C16 C17 H17 125.0 . . ?
C16 C17 N4 110.0 . . ?
N4 C17 H17 125.0 . . ?
C18 N4 C17 105.3 . . ?
C19 N5 C9 129.6(3) . . ?
C19 N5 C21 106.0(4) . . ?
C21 N5 C9 123.1(4) . . ?
C19 N6 C20 105.0(4) . . ?
C1 N3B C16B 128.2(10) . . ?
C18B N3B C1 125.2(10) . . ?
C18B N3B C16B 106.5 . . ?
N3B C18B H18B 124.1 . . ?
N4B C18B N3B 111.9 . . ?
N4B C18B H18B 124.1 . . ?
N3B C16B H16B 126.9 . . ?
C17B C16B N3B 106.2 . . ?
C17B C16B H16B 126.9 . . ?
C16B C17B H17B 125.0 . . ?
C16B C17B N4B 110.0 . . ?
N4B C17B H17B 125.0 . . ?
C18B N4B C17B 105.4 . . ?
F3 B2 N7 109.7(3) . . ?
F3 B2 N8 108.9(3) . . ?
F4 B2 F3 109.5(3) . . ?
F4 B2 N7 110.4(3) . . ?
F4 B2 N8 110.2(3) . . ?
N8 B2 N7 108.1(3) . . ?
N7 C22 C23 110.9(3) . . ?
N7 C22 N9 125.1(3) . . ?
N9 C22 C23 124.0(3) . . ?
C22 C23 H23 126.6 . . ?
C24 C23 C22 106.7(3) . . ?
C24 C23 H23 126.6 . . ?
C23 C24 H24 126.0 . . ?
C23 C24 C25 108.0(3) . . ?
C25 C24 H24 126.0 . . ?
C26 C25 C24 130.0(3) . . ?
C26 C25 N7 121.7(3) . . ?
N7 C25 C24 107.9(3) . . ?
C25 C26 C27 120.4(3) . . ?
C25 C26 C31 120.0(3) . . ?
C27 C26 C31 119.5(3) . . ?
C26 C27 C28 130.2(3) . . ?
C26 C27 N8 121.8(3) . . ?
N8 C27 C28 107.9(3) . . ?
C27 C28 H28 126.3 . . ?
C29 C28 C27 107.3(3) . . ?
C29 C28 H28 126.3 . . ?
C28 C29 H29 126.4 . . ?
C28 C29 C30 107.2(3) . . ?
C30 C29 H29 126.4 . . ?
C29 C30 N11 124.1(3) . . ?
N8 C30 C29 110.7(3) . . ?
N8 C30 N11 125.2(3) . . ?
C32 C31 C26 119.8(3) . . ?
C36 C31 C26 120.9(3) . . ?
C36 C31 C32 119.3(3) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.7(3) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 120.2 . . ?
C34 C33 C32 119.7(3) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 H34 119.7 . . ?
C33 C34 C35 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 120.0(3) . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C35 119.7(3) . . ?
C31 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
N9 C37 H37 124.1 . . ?
N10 C37 H37 124.1 . . ?
N10 C37 N9 111.8(5) . . ?
C39 C38 H38 125.4 . . ?
C39 C38 N10 109.3(4) . . ?
N10 C38 H38 125.4 . . ?
C38 C39 H39 126.1 . . ?
C38 C39 N9 107.8(4) . . ?
N9 C39 H39 126.1 . . ?
N11 C40 H40 124.0 . . ?
N12 C40 H40 124.0 . . ?
N12 C40 N11 112.1(4) . . ?
C42 C41 H41 124.4 . . ?
C42 C41 N12 111.2(4) . . ?
N12 C41 H41 124.4 . . ?
C41 C42 H42 126.9 . . ?
C41 C42 N11 106.2(4) . . ?
N11 C42 H42 126.9 . . ?
C22 N7 B2 129.9(3) . . ?
C22 N7 C25 106.5(3) . . ?
C25 N7 B2 123.6(3) . . ?
C27 N8 B2 123.5(3) . . ?
C30 N8 B2 129.5(3) . . ?
C30 N8 C27 106.9(3) . . ?
C22 N9 C39 122.3(4) . . ?
C37 N9 C22 131.8(3) . . ?
C37 N9 C39 106.0(3) . . ?
C37 N10 C38 105.1(4) . . ?
C40 N11 C30 131.2(3) . . ?
C40 N11 C42 105.2(3) . . ?
C42 N11 C30 123.3(3) . . ?
C40 N12 C41 105.4(3) . . ?
F5 B3 F5 111.3(5) . 2_665 ?
F5 B3 N13 111.33(15) . 2_665 ?
F5 B3 N13 108.41(15) . . ?
F5 B3 N13 108.41(15) 2_665 2_665 ?
F5 B3 N13 111.33(15) 2_665 . ?
N13 B3 N13 105.9(4) 2_665 . ?
C44 C43 N14 126.5(4) . . ?
N13 C43 C44 111.6(4) . . ?
N13 C43 N14 121.8(3) . . ?
C43 C44 H44 126.9 . . ?
C45 C44 C43 106.1(4) . . ?
C45 C44 H44 126.9 . . ?
C44 C45 H45 125.8 . . ?
C44 C45 C46 108.3(4) . . ?
C46 C45 H45 125.8 . . ?
C47 C46 C45 131.2(4) . . ?
C47 C46 N13 121.0(4) . . ?
N13 C46 C45 107.7(3) . . ?
C46 C47 C46 119.9(5) 2_665 . ?
C46 C47 C48 120.0(2) . . ?
C46 C47 C48 120.0(2) 2_665 . ?
C49 C48 C47 120.6(3) 2_665 . ?
C49 C48 C47 120.6(3) . . ?
C49 C48 C49 118.8(5) 2_665 . ?
C48 C49 H49 120.1 . . ?
C50 C49 C48 119.8(5) . . ?
C50 C49 H49 120.1 . . ?
C49 C50 H50 119.2 . . ?
C51 C50 C49 121.6(5) . . ?
C51 C50 H50 119.2 . . ?
C50 C51 C50 118.5(6) 2_665 . ?
C50 C51 H51 120.8 2_665 . ?
C50 C51 H51 120.8 . . ?
N14 C52 H52 123.9 . . ?
N15 C52 H52 123.9 . . ?
N15 C52 N14 112.3(5) . . ?
C54 C53 H53 124.5 . . ?
C54 C53 N15 111.0(5) . . ?
N15 C53 H53 124.5 . . ?
C53 C54 H54 127.3 . . ?
C53 C54 N14 105.3(4) . . ?
N14 C54 H54 127.3 . . ?
C43 N13 B3 127.7(3) . . ?
C43 N13 C46 106.2(3) . . ?
C46 N13 B3 126.0(3) . . ?
C52 N14 C43 126.9(4) . . ?
C52 N14 C54 106.9(4) . . ?
C54 N14 C43 126.0(4) . . ?
C52 N15 C53 104.5(4) . . ?
Cl1 C55 Cl2 112.9 . . ?
Cl1 C55 H55A 109.0 . . ?
Cl1 C55 H55B 109.0 . . ?
Cl2 C55 H55A 109.0 . . ?
Cl2 C55 H55B 109.0 . . ?
H55A C55 H55B 107.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_preparation       ', Luminescent'
