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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_syn
_database_code_depnum_ccdc_archive 'CCDC 1857286'
_audit_update_record             
;
2018-07-22 deposited with the CCDC.
2018-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H38 B2 N2 O2'
_chemical_formula_sum            'C54 H38 B2 N2 O2'
_chemical_formula_weight         768.48

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   21.956(7)
_cell_length_b                   10.8039(9)
_cell_length_c                   18.984(9)
_cell_angle_alpha                90
_cell_angle_beta                 119.63(4)
_cell_angle_gamma                90
_cell_volume                     3914(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16851
_cell_measurement_theta_min      2.8840
_cell_measurement_theta_max      68.4567

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    0.605

_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.048
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 9 8 0.0283
-2 -3 -9 0.0359
-2 4 10 0.0096
2 -13 -4 0.0758
2 -2 -11 0.0456
0 12 -5 0.0482
-9 3 9 0.0070
7 -7 -9 0.0498
2 3 9 0.0116
9 -3 -9 0.0498
-3 10 7 0.0082
-3 3 11 0.0082
-11 -3 7 0.0290
10 -1 -9 0.0473
5 12 1 0.0348
2 3 -10 0.0464
loop_
_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
-4.3302 9.2430 8.3408 -0.0390 -0.1602 0.9863
-1.9779 -3.0372 -9.0295 -0.6891 0.0529 -0.7517
-2.4758 4.0434 10.3095 0.4019 -0.3087 0.8621
2.3643 -13.2243 -4.1786 0.2988 -0.2283 -0.9266
2.3320 -2.4260 -10.5475 -0.4793 0.3680 -0.7968
-0.4900 12.2875 -4.9116 -0.7578 0.5807 0.2974
-9.0879 3.2314 9.1974 -0.1637 -0.6813 0.7135
7.0211 -6.5565 -9.1920 0.1059 0.4397 -0.8919
1.9779 3.0372 9.0295 0.6891 -0.0529 0.7517
8.9591 -3.4979 -9.2276 0.1598 0.6650 -0.7296
-2.5852 10.4178 7.4974 0.0015 0.0089 1.0000
-3.0361 2.5212 10.6636 0.4298 -0.4082 0.8054
-10.5793 -2.6708 7.4013 -0.2231 -0.9304 0.2908
9.9767 -0.9129 -8.7431 0.1930 0.8042 -0.5622
5.4318 11.5016 1.4055 0.1659 0.6939 0.7007
1.7139 2.5620 -10.3814 -0.6690 0.5133 -0.5376

_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.686
_oxdiff_exptl_absorpt_empirical_full_max 1.557
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;


_diffrn_ambient_temperature      100.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_reflns_number            8357
_diffrn_reflns_av_unetI/netI     0.0887
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.634
_diffrn_reflns_theta_max         76.928
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measured_fraction_theta_full 0.771
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_Laue_measured_fraction_full 0.771
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 0.771
_reflns_number_total             3483
_reflns_number_gt                1931
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1037P)²] 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         3483
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1302
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_ref         0.2347
_refine_ls_wR_factor_gt          0.1832
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
O1 O 0.00993(14) 0.5681(2) 0.42386(16) 0.0427(8) Uani 1 1 d . . . . .
N1 N 0.07923(18) 0.5789(3) 0.35841(19) 0.0386(9) Uani 1 1 d . . . . .
C27 C 0.0597(2) 0.4597(3) 0.3631(2) 0.0403(12) Uani 1 1 d . . . . .
C26 C 0.1218(2) 0.5972(4) 0.3292(2) 0.0416(12) Uani 1 1 d . . . . .
H26 H 0.1377 0.6787 0.3286 0.050 Uiso 1 1 calc R U . . .
C19 C 0.0203(2) 0.4553(3) 0.4012(2) 0.0392(11) Uani 1 1 d . . . . .
C20 C -0.0015(2) 0.3414(4) 0.4139(2) 0.0456(12) Uani 1 1 d . . . . .
H20 H -0.0286 0.3345 0.4402 0.055 Uiso 1 1 calc R U . . .
C6 C 0.2356(2) 0.5652(4) 0.5224(2) 0.0431(12) Uani 1 1 d . . . . .
H6 H 0.2496 0.6323 0.5011 0.052 Uiso 1 1 calc R U . . .
C14 C -0.0827(2) 0.7581(3) 0.3378(2) 0.0417(11) Uani 1 1 d . . . . .
H14 H -0.0824 0.7100 0.3799 0.050 Uiso 1 1 calc R U . . .
C16 C -0.1409(2) 0.9061(3) 0.2295(2) 0.0443(12) Uani 1 1 d . . . . .
H16 H -0.1789 0.9606 0.1985 0.053 Uiso 1 1 calc R U . . .
C1 C 0.1837(2) 0.5828(4) 0.5426(2) 0.0418(11) Uani 1 1 d . . . . .
C23 C 0.0808(2) 0.3560(4) 0.3365(2) 0.0443(12) Uani 1 1 d . . . . .
C25 C 0.1442(2) 0.4994(4) 0.2988(2) 0.0443(12) Uani 1 1 d . . . . .
H25 H 0.1738 0.5158 0.2767 0.053 Uiso 1 1 calc R U . . .
C24 C 0.1234(2) 0.3794(4) 0.3010(2) 0.0470(13) Uani 1 1 d . . . . .
H24 H 0.1373 0.3135 0.2790 0.056 Uiso 1 1 calc R U . . .
C13 C -0.0254(2) 0.7497(3) 0.3243(2) 0.0410(11) Uani 1 1 d . . . . .
C5 C 0.2677(2) 0.4495(4) 0.5329(2) 0.0441(12) Uani 1 1 d . . . . .
H5 H 0.3028 0.4376 0.5180 0.053 Uiso 1 1 calc R U . . .
C4 C 0.2483(2) 0.3529(4) 0.5650(2) 0.0462(12) Uani 1 1 d . . . . .
H4 H 0.2707 0.2748 0.5734 0.055 Uiso 1 1 calc R U . . .
C15 C -0.1405(2) 0.8348(3) 0.2912(2) 0.0430(11) Uani 1 1 d . . . . .
H15 H -0.1786 0.8384 0.3014 0.052 Uiso 1 1 calc R U . . .
C22 C 0.0581(2) 0.2397(4) 0.3490(3) 0.0495(13) Uani 1 1 d . . . . .
H22 H 0.0703 0.1657 0.3319 0.059 Uiso 1 1 calc R U . . .
C18 C -0.0282(2) 0.8198(3) 0.2606(2) 0.0404(10) Uani 1 1 d . . . . .
C21 C 0.0182(2) 0.2356(4) 0.3861(3) 0.0511(14) Uani 1 1 d . . . . .
H21 H 0.0030 0.1570 0.3937 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1967(2) 0.3690(4) 0.5849(3) 0.0517(13) Uani 1 1 d . . . . .
H3 H 0.1830 0.3018 0.6063 0.062 Uiso 1 1 calc R U . . .
C17 C -0.0865(2) 0.8970(3) 0.2137(3) 0.0444(12) Uani 1 1 d . . . . .
H17 H -0.0879 0.9435 0.1704 0.053 Uiso 1 1 calc R U . . .
C8 C 0.0930(2) 0.7545(3) 0.4699(2) 0.0406(11) Uani 1 1 d . . . . .
C2 C 0.1642(2) 0.4844(4) 0.5740(3) 0.0501(13) Uani 1 1 d . . . . .
H2 H 0.1286 0.4953 0.5881 0.060 Uiso 1 1 calc R U . . .
C9 C 0.0721(2) 0.8758(4) 0.4757(2) 0.0440(12) Uani 1 1 d . . . . .
H9 H 0.0316 0.9091 0.4304 0.053 Uiso 1 1 calc R U . . .
B1 B 0.0405(3) 0.6683(4) 0.3935(3) 0.0428(13) Uani 1 1 d . . . . .
C10 C 0.1078(2) 0.9487(4) 0.5443(3) 0.0472(13) Uani 1 1 d . . . . .
H10 H 0.0918 1.0300 0.5456 0.057 Uiso 1 1 calc R U . . .
C11 C 0.1668(2) 0.9023(4) 0.6108(3) 0.0529(14) Uani 1 1 d . . . . .
H11 H 0.1912 0.9506 0.6586 0.063 Uiso 1 1 calc R U . . .
C7 C 0.1538(2) 0.7099(3) 0.5390(2) 0.0423(11) Uani 1 1 d . . . . .
C12 C 0.1902(2) 0.7840(4) 0.6071(3) 0.0546(14) Uani 1 1 d . . . . .
H12 H 0.2318 0.7533 0.6521 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.349(4) . ?
O1 B1 1.528(6) . ?
N1 C26 1.316(6) . ?
N1 C27 1.374(5) . ?
N1 B1 1.632(6) . ?
C27 C19 1.376(6) . ?
C27 C23 1.400(6) . ?
C26 C25 1.404(6) . ?
C26 H26 0.9500 . ?
C19 C20 1.383(5) . ?
C20 C21 1.413(6) . ?
C20 H20 0.9500 . ?
C6 C1 1.384(7) . ?
C6 C5 1.400(5) . ?
C6 H6 0.9500 . ?
C14 C13 1.405(6) . ?
C14 C15 1.403(5) . ?
C14 H14 0.9500 . ?
C16 C17 1.373(7) . ?
C16 C15 1.397(6) . ?
C16 H16 0.9500 . ?
C1 C2 1.386(6) . ?
C1 C7 1.509(5) . ?
C23 C22 1.413(6) . ?
C23 C24 1.419(7) . ?
C25 C24 1.382(6) . ?
C25 H25 0.9500 . ?
C24 H24 0.9500 . ?
C13 C18 1.403(6) . ?
C13 B1 1.647(5) . ?
C5 C4 1.379(6) . ?
C5 H5 0.9500 . ?
C4 C3 1.370(7) . ?
C4 H4 0.9500 . ?
C15 H15 0.9500 . ?
C22 C21 1.370(7) . ?
C22 H22 0.9500 . ?
C18 C17 1.413(5) . ?
C18 C18 1.479(9) 2 ?
C21 H21 0.9500 . ?
C3 C2 1.400(6) . ?
C3 H3 0.9500 . ?
C17 H17 0.9500 . ?
C8 C9 1.411(5) . ?
C8 C7 1.414(5) . ?
C8 B1 1.627(5) . ?
C2 H2 0.9500 . ?
C9 C10 1.387(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.392(6) . ?
C11 H11 0.9500 . ?
C7 C12 1.389(5) . ?
C12 H12 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O1 B1 110.3(4) . . ?
C26 N1 C27 118.6(4) . . ?
C26 N1 B1 134.9(3) . . ?
C27 N1 B1 106.5(4) . . ?
C19 C27 N1 111.4(4) . . ?
C19 C27 C23 124.6(4) . . ?
N1 C27 C23 123.8(5) . . ?
N1 C26 C25 121.7(4) . . ?
N1 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
O1 C19 C27 112.6(4) . . ?
O1 C19 C20 128.5(5) . . ?
C27 C19 C20 118.9(4) . . ?
C19 C20 C21 117.3(5) . . ?
C19 C20 H20 121.4 . . ?
C21 C20 H20 121.4 . . ?
C1 C6 C5 120.5(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C13 C14 C15 122.3(4) . . ?
C13 C14 H14 118.8 . . ?
C15 C14 H14 118.8 . . ?
C17 C16 C15 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C6 C1 C2 119.1(4) . . ?
C6 C1 C7 120.7(4) . . ?
C2 C1 C7 119.8(5) . . ?
C27 C23 C22 116.4(5) . . ?
C27 C23 C24 116.2(4) . . ?
C22 C23 C24 127.4(4) . . ?
C24 C25 C26 120.3(5) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C24 C23 119.1(4) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C18 C13 C14 117.5(4) . . ?
C18 C13 B1 128.5(4) . . ?
C14 C13 B1 113.7(4) . . ?
C4 C5 C6 119.6(5) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C16 C15 C14 118.9(4) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C21 C22 C23 118.9(4) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C13 C18 C17 120.1(4) . . ?
C13 C18 C18 123.3(4) . 2 ?
C17 C18 C18 116.6(4) . 2 ?
C22 C21 C20 123.9(4) . . ?
C22 C21 H21 118.0 . . ?
C20 C21 H21 118.0 . . ?
C4 C3 C2 120.2(5) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C16 C17 C18 121.3(4) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C9 C8 C7 116.0(3) . . ?
C9 C8 B1 119.0(3) . . ?
C7 C8 B1 124.0(3) . . ?
C1 C2 C3 120.2(5) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C10 C9 C8 123.1(3) . . ?
C10 C9 H9 118.4 . . ?
C8 C9 H9 118.4 . . ?
O1 B1 C8 108.6(3) . . ?
O1 B1 N1 98.6(3) . . ?
C8 B1 N1 114.8(4) . . ?
O1 B1 C13 107.6(4) . . ?
C8 B1 C13 111.2(3) . . ?
N1 B1 C13 114.8(3) . . ?
C11 C10 C9 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 119.4(4) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C12 C7 C8 120.7(4) . . ?
C12 C7 C1 116.4(3) . . ?
C8 C7 C1 122.8(3) . . ?
C7 C12 C11 121.3(4) . . ?
C7 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?

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
C26 N1 C27 C19 174.8(3) . . . . ?
B1 N1 C27 C19 -5.1(4) . . . . ?
C26 N1 C27 C23 -1.8(5) . . . . ?
B1 N1 C27 C23 178.2(3) . . . . ?
C27 N1 C26 C25 3.6(5) . . . . ?
B1 N1 C26 C25 -176.4(3) . . . . ?
B1 O1 C19 C27 4.8(4) . . . . ?
B1 O1 C19 C20 -177.4(3) . . . . ?
N1 C27 C19 O1 0.5(4) . . . . ?
C23 C27 C19 O1 177.1(3) . . . . ?
N1 C27 C19 C20 -177.5(3) . . . . ?
C23 C27 C19 C20 -0.9(5) . . . . ?
O1 C19 C20 C21 -178.0(3) . . . . ?
C27 C19 C20 C21 -0.3(5) . . . . ?
C5 C6 C1 C2 0.4(6) . . . . ?
C5 C6 C1 C7 174.1(3) . . . . ?
C19 C27 C23 C22 1.3(5) . . . . ?
N1 C27 C23 C22 177.5(3) . . . . ?
C19 C27 C23 C24 -177.9(3) . . . . ?
N1 C27 C23 C24 -1.7(5) . . . . ?
N1 C26 C25 C24 -1.8(5) . . . . ?
C26 C25 C24 C23 -1.9(5) . . . . ?
C27 C23 C24 C25 3.5(5) . . . . ?
C22 C23 C24 C25 -175.7(4) . . . . ?
C15 C14 C13 C18 -1.3(5) . . . . ?
C15 C14 C13 B1 172.4(3) . . . . ?
C1 C6 C5 C4 -1.1(6) . . . . ?
C6 C5 C4 C3 1.4(6) . . . . ?
C17 C16 C15 C14 2.1(5) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C27 C23 C22 C21 -0.5(5) . . . . ?
C24 C23 C22 C21 178.6(4) . . . . ?
C14 C13 C18 C17 1.2(5) . . . . ?
B1 C13 C18 C17 -171.5(3) . . . . ?
C14 C13 C18 C18 -179.9(3) . . . 2 ?
B1 C13 C18 C18 7.5(6) . . . 2 ?
C23 C22 C21 C20 -0.6(6) . . . . ?
C19 C20 C21 C22 1.0(6) . . . . ?
C5 C4 C3 C2 -1.0(6) . . . . ?
C15 C16 C17 C18 -2.2(6) . . . . ?
C13 C18 C17 C16 0.5(5) . . . . ?
C18 C18 C17 C16 -178.5(3) 2 . . . ?
C6 C1 C2 C3 0.0(6) . . . . ?
C7 C1 C2 C3 -173.7(4) . . . . ?
C4 C3 C2 C1 0.3(7) . . . . ?
C7 C8 C9 C10 -0.3(7) . . . . ?
B1 C8 C9 C10 169.4(5) . . . . ?
C19 O1 B1 C8 -126.9(3) . . . . ?
C19 O1 B1 N1 -7.0(3) . . . . ?
C19 O1 B1 C13 112.6(3) . . . . ?
C9 C8 B1 O1 -107.8(5) . . . . ?
C7 C8 B1 O1 61.0(6) . . . . ?
C9 C8 B1 N1 143.0(4) . . . . ?
C7 C8 B1 N1 -48.2(6) . . . . ?
C9 C8 B1 C13 10.5(6) . . . . ?
C7 C8 B1 C13 179.3(4) . . . . ?
C26 N1 B1 O1 -172.8(3) . . . . ?
C27 N1 B1 O1 7.1(3) . . . . ?
C26 N1 B1 C8 -57.6(5) . . . . ?
C27 N1 B1 C8 122.3(3) . . . . ?
C26 N1 B1 C13 73.2(5) . . . . ?
C27 N1 B1 C13 -106.9(4) . . . . ?
C18 C13 B1 O1 -155.6(4) . . . . ?
C14 C13 B1 O1 31.6(4) . . . . ?
C18 C13 B1 C8 85.5(5) . . . . ?
C14 C13 B1 C8 -87.3(5) . . . . ?
C18 C13 B1 N1 -47.0(5) . . . . ?
C14 C13 B1 N1 140.2(4) . . . . ?
C8 C9 C10 C11 0.1(8) . . . . ?
C9 C10 C11 C12 1.3(8) . . . . ?
C9 C8 C7 C12 -0.9(7) . . . . ?
B1 C8 C7 C12 -169.9(5) . . . . ?
C9 C8 C7 C1 -179.4(4) . . . . ?
B1 C8 C7 C1 11.5(8) . . . . ?
C6 C1 C7 C12 -85.3(6) . . . . ?
C2 C1 C7 C12 88.3(5) . . . . ?
C6 C1 C7 C8 93.3(5) . . . . ?
C2 C1 C7 C8 -93.1(6) . . . . ?
C8 C7 C12 C11 2.3(8) . . . . ?
C1 C7 C12 C11 -179.1(5) . . . . ?
C10 C11 C12 C7 -2.5(9) . . . . ?

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.061

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_anti
_database_code_depnum_ccdc_archive 'CCDC 1857287'
_audit_update_record             
;
2018-07-22 deposited with the CCDC.
2018-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
2,2'-(perfluoro-[1,1'-biphenyl]-2,2'-diyl)bis(2-([1,1'-biphenyl]-2-yl)-2H-2l4,3l4-[1,3,2]oxazaborolo[5,4,3-ij]quinoline)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H30 B2 F8 N2 O2'
_chemical_formula_sum            'C54 H30 B2 F8 N2 O2'
_chemical_formula_weight         912.42

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.4963(2)
_cell_length_b                   11.8442(2)
_cell_length_c                   15.9638(3)
_cell_angle_alpha                77.924(2)
_cell_angle_beta                 76.456(2)
_cell_angle_gamma                81.249(2)
_cell_volume                     2054.29(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16851
_cell_measurement_theta_min      2.8840
_cell_measurement_theta_max      71.4370

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.1433
_exptl_crystal_size_mid          0.1180
_exptl_crystal_size_min          0.0691
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
-6 3 -1 0.0482 -6.1291 3.3685 -0.6677 -0.1334 -0.5548 0.8212
-1 6 6 0.0628 -1.1506 6.4457 5.8164 0.0623 0.2624 0.9630
7 0 4 0.0696 7.0890 -0.3414 4.4054 0.2077 0.8658 -0.4553
6 -3 1 0.0741 6.1156 -3.3894 0.6373 0.1327 0.5518 -0.8234
-6 -3 -7 0.0410 -6.3347 -2.8414 -7.1526 -0.2329 -0.9720 -0.0309
-5 -1 6 0.0528 -4.5574 -1.4440 6.1313 0.8093 -0.3859 0.4428
3 5 -5 0.0214 3.3897 4.9393 -4.5414 -0.9007 0.4291 0.0677
3 -6 -4 0.0722 3.1294 -5.7762 -4.2434 -0.0326 0.0162 -0.9993
-3 -6 4 0.0437 -2.8678 -5.7245 3.8345 0.8815 -0.4198 -0.2161
3 -2 9 0.0427 2.9931 -1.9860 9.0114 0.8799 0.4829 -0.1252
_exptl_absorpt_coefficient_mu    0.963
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      100.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            30427
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.895
_diffrn_reflns_theta_max         71.415
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7905
_reflns_number_gt                6832
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0451P)²+0.9054P] 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         7905
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
F8 F -0.09558(8) 0.40196(7) 0.37626(6) 0.02697(19) Uani 1 1 d . . . . .
F6 F -0.25789(7) 0.15719(8) 0.24930(6) 0.0280(2) Uani 1 1 d . . . . .
F7 F -0.27870(7) 0.35101(8) 0.31999(6) 0.0292(2) Uani 1 1 d . . . . .
F5 F -0.05011(7) 0.01275(7) 0.23943(6) 0.02596(19) Uani 1 1 d . . . . .
F3 F 0.25560(8) -0.22062(8) 0.42436(6) 0.0319(2) Uani 1 1 d . . . . .
F4 F 0.06459(8) -0.05745(8) 0.43099(6) 0.0285(2) Uani 1 1 d . . . . .
F1 F 0.42892(7) -0.03031(8) 0.14579(5) 0.0282(2) Uani 1 1 d . . . . .
F2 F 0.43979(8) -0.20188(8) 0.27984(6) 0.0309(2) Uani 1 1 d . . . . .
O2 O 0.24284(8) 0.17595(8) 0.37138(6) 0.0209(2) Uani 1 1 d . . . . .
O1 O 0.11548(9) 0.22816(9) 0.13187(6) 0.0221(2) Uani 1 1 d . . . . .
N1 N 0.23780(11) 0.09880(10) 0.04140(8) 0.0210(2) Uani 1 1 d . . . . .
N2 N 0.10684(10) 0.27877(10) 0.47521(8) 0.0196(2) Uani 1 1 d . . . . .
C6 C 0.14656(12) 0.04538(12) 0.29051(9) 0.0194(3) Uani 1 1 d . . . . .
C8 C 0.02923(12) 0.23161(12) 0.34096(9) 0.0198(3) Uani 1 1 d . . . . .
C10 C -0.17678(13) 0.27841(13) 0.31595(9) 0.0231(3) Uani 1 1 d . . . . .
C54 C 0.18153(12) 0.19505(12) 0.51443(9) 0.0207(3) Uani 1 1 d . . . . .
C7 C 0.03704(12) 0.13165(12) 0.30405(9) 0.0190(3) Uani 1 1 d . . . . .
C3 C 0.34227(13) -0.12305(13) 0.28366(10) 0.0238(3) Uani 1 1 d . . . . .
C44 C 0.05798(13) 0.20816(12) 0.07306(9) 0.0217(3) Uani 1 1 d . . . . .
C26 C 0.13949(13) 0.44341(13) 0.23572(9) 0.0246(3) Uani 1 1 d . . . . .
H26 H 0.0850 0.4030 0.2198 0.030 Uiso 1 1 calc R U . . .
C13 C 0.34962(13) 0.23481(12) 0.10356(9) 0.0221(3) Uani 1 1 d . . . . .
C53 C 0.25821(12) 0.13313(12) 0.45304(9) 0.0205(3) Uani 1 1 d . . . . .
C9 C -0.08016(13) 0.30108(12) 0.34506(9) 0.0219(3) Uani 1 1 d . . . . .
C11 C -0.16683(13) 0.17981(13) 0.28094(9) 0.0225(3) Uani 1 1 d . . . . .
C2 C 0.33319(13) -0.03215(13) 0.21485(9) 0.0222(3) Uani 1 1 d . . . . .
C25 C 0.18499(12) 0.39468(12) 0.31133(9) 0.0213(3) Uani 1 1 d . . . . .
C31 C 0.32953(13) 0.41492(12) 0.40659(9) 0.0217(3) Uani 1 1 d . . . . .
C46 C 0.02885(13) 0.34572(13) 0.52407(9) 0.0227(3) Uani 1 1 d . . . . .
H46 H -0.0244 0.4042 0.4976 0.027 Uiso 1 1 calc R U . . .
C5 C 0.15339(13) -0.04819(13) 0.35850(9) 0.0218(3) Uani 1 1 d . . . . .
C1 C 0.23723(12) 0.05449(12) 0.21307(9) 0.0206(3) Uani 1 1 d . . . . .
C33 C 0.35482(14) 0.43608(14) 0.54898(10) 0.0282(3) Uani 1 1 d . . . . .
H33 H 0.3299 0.4730 0.5986 0.034 Uiso 1 1 calc R U . . .
C48 C 0.10068(14) 0.24814(13) 0.65420(10) 0.0260(3) Uani 1 1 d . . . . .
H48 H 0.0976 0.2396 0.7152 0.031 Uiso 1 1 calc R U . . .
C50 C 0.27092(14) 0.08461(13) 0.63125(10) 0.0267(3) Uani 1 1 d . . . . .
H50 H 0.2797 0.0685 0.6904 0.032 Uiso 1 1 calc R U . . .
C4 C 0.24997(14) -0.13254(12) 0.35657(9) 0.0235(3) Uani 1 1 d . . . . .
C36 C 0.42553(13) 0.32683(13) 0.40433(10) 0.0250(3) Uani 1 1 d . . . . .
H36 H 0.4503 0.2890 0.3551 0.030 Uiso 1 1 calc R U . . .
C37 C 0.31875(13) 0.03245(13) -0.00652(10) 0.0250(3) Uani 1 1 d . . . . .
H37 H 0.3949 0.0073 0.0085 0.030 Uiso 1 1 calc R U . . .
C41 C -0.01997(14) 0.15296(14) -0.06723(10) 0.0277(3) Uani 1 1 d . . . . .
H41 H -0.0479 0.1372 -0.1146 0.033 Uiso 1 1 calc R U . . .
C32 C 0.29659(13) 0.46981(13) 0.47939(10) 0.0246(3) Uani 1 1 d . . . . .
H32 H 0.2331 0.5314 0.4813 0.029 Uiso 1 1 calc R U . . .
C23 C 0.13969(14) 0.43940(13) -0.10180(10) 0.0284(3) Uani 1 1 d . . . . .
H23 H 0.0651 0.4869 -0.0920 0.034 Uiso 1 1 calc R U . . .
C47 C 0.02375(14) 0.33142(13) 0.61463(10) 0.0256(3) Uani 1 1 d . . . . .
H47 H -0.0333 0.3797 0.6487 0.031 Uiso 1 1 calc R U . . .
C30 C 0.26874(13) 0.45617(13) 0.33070(9) 0.0218(3) Uani 1 1 d . . . . .
C19 C 0.31433(13) 0.33582(13) -0.04849(9) 0.0238(3) Uani 1 1 d . . . . .
C12 C -0.06055(13) 0.10792(12) 0.27658(9) 0.0213(3) Uani 1 1 d . . . . .
C24 C 0.20474(14) 0.40609(13) -0.03552(10) 0.0252(3) Uani 1 1 d . . . . .
H24 H 0.1744 0.4314 0.0189 0.030 Uiso 1 1 calc R U . . .
C52 C 0.33694(13) 0.04219(13) 0.48202(10) 0.0241(3) Uani 1 1 d . . . . .
H52 H 0.3867 -0.0046 0.4431 0.029 Uiso 1 1 calc R U . . .
C49 C 0.18469(13) 0.17508(13) 0.60344(9) 0.0235(3) Uani 1 1 d . . . . .
C35 C 0.48492(13) 0.29427(13) 0.47336(10) 0.0274(3) Uani 1 1 d . . . . .
H35 H 0.5503 0.2346 0.4709 0.033 Uiso 1 1 calc R U . . .
C18 C 0.41955(13) 0.22775(13) 0.16624(10) 0.0248(3) Uani 1 1 d . . . . .
H18 H 0.3952 0.1831 0.2229 0.030 Uiso 1 1 calc R U . . .
C43 C -0.05536(13) 0.25095(13) 0.05986(10) 0.0257(3) Uani 1 1 d . . . . .
H43 H -0.1075 0.2991 0.0967 0.031 Uiso 1 1 calc R U . . .
C40 C 0.09706(13) 0.10694(13) -0.05349(9) 0.0243(3) Uani 1 1 d . . . . .
C45 C 0.13008(12) 0.13499(12) 0.01808(9) 0.0212(3) Uani 1 1 d . . . . .
C17 C 0.52306(14) 0.28362(14) 0.14852(11) 0.0287(3) Uani 1 1 d . . . . .
H17 H 0.5662 0.2792 0.1933 0.034 Uiso 1 1 calc R U . . .
C38 C 0.29338(14) -0.00101(14) -0.07896(10) 0.0284(3) Uani 1 1 d . . . . .
H38 H 0.3521 -0.0492 -0.1121 0.034 Uiso 1 1 calc R U . . .
C15 C 0.49495(14) 0.35655(13) 0.00261(10) 0.0279(3) Uani 1 1 d . . . . .
H15 H 0.5220 0.3994 -0.0543 0.033 Uiso 1 1 calc R U . . .
C28 C 0.25087(15) 0.60841(14) 0.20448(10) 0.0307(3) Uani 1 1 d . . . . .
H28 H 0.2718 0.6807 0.1696 0.037 Uiso 1 1 calc R U . . .
C16 C 0.56282(14) 0.34543(14) 0.06574(11) 0.0302(3) Uani 1 1 d . . . . .
H16 H 0.6359 0.3800 0.0522 0.036 Uiso 1 1 calc R U . . .
C14 C 0.38711(13) 0.30580(13) 0.02114(9) 0.0235(3) Uani 1 1 d . . . . .
C34 C 0.44962(14) 0.34815(14) 0.54582(10) 0.0284(3) Uani 1 1 d . . . . .
H34 H 0.4902 0.3250 0.5931 0.034 Uiso 1 1 calc R U . . .
C27 C 0.17076(15) 0.54793(14) 0.18341(10) 0.0293(3) Uani 1 1 d . . . . .
H27 H 0.1373 0.5781 0.1331 0.035 Uiso 1 1 calc R U . . .
C39 C 0.18473(14) 0.03509(14) -0.10237(10) 0.0283(3) Uani 1 1 d . . . . .
H39 H 0.1682 0.0119 -0.1515 0.034 Uiso 1 1 calc R U . . .
C42 C -0.09224(14) 0.22080(14) -0.01082(10) 0.0280(3) Uani 1 1 d . . . . .
H42 H -0.1712 0.2490 -0.0196 0.034 Uiso 1 1 calc R U . . .
C20 C 0.35742(15) 0.30185(14) -0.12979(10) 0.0295(3) Uani 1 1 d . . . . .
H20 H 0.4325 0.2554 -0.1402 0.035 Uiso 1 1 calc R U . . .
C29 C 0.30003(14) 0.56150(14) 0.27749(10) 0.0286(3) Uani 1 1 d . . . . .
H29 H 0.3561 0.6018 0.2916 0.034 Uiso 1 1 calc R U . . .
C51 C 0.34157(14) 0.02050(13) 0.57202(10) 0.0265(3) Uani 1 1 d . . . . .
H51 H 0.3965 -0.0417 0.5924 0.032 Uiso 1 1 calc R U . . .
C22 C 0.18278(16) 0.40391(14) -0.18179(10) 0.0318(4) Uani 1 1 d . . . . .
H22 H 0.1380 0.4265 -0.2267 0.038 Uiso 1 1 calc R U . . .
B1 B 0.23745(14) 0.15803(14) 0.12637(10) 0.0213(3) Uani 1 1 d . . . . .
B2 B 0.14139(14) 0.27286(14) 0.36981(10) 0.0205(3) Uani 1 1 d . . . . .
C21 C 0.29209(16) 0.33495(15) -0.19569(10) 0.0337(4) Uani 1 1 d . . . . .
H21 H 0.3223 0.3103 -0.2504 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F8 C9 1.3602(16) . ?
F6 C11 1.3462(16) . ?
F7 C10 1.3408(16) . ?
F5 C12 1.3572(16) . ?
F3 C4 1.3429(17) . ?
F4 C5 1.3494(16) . ?
F1 C2 1.3625(16) . ?
F2 C3 1.3438(16) . ?
O2 C53 1.3386(17) . ?
O2 B2 1.5075(18) . ?
O1 C44 1.3439(17) . ?
O1 B1 1.5107(18) . ?
N1 C37 1.3283(19) . ?
N1 C45 1.3577(18) . ?
N1 B1 1.6514(19) . ?
N2 C46 1.3251(18) . ?
N2 C54 1.3585(18) . ?
N2 B2 1.6498(19) . ?
C6 C5 1.387(2) . ?
C6 C1 1.4146(19) . ?
C6 C7 1.4998(19) . ?
C8 C9 1.390(2) . ?
C8 C7 1.4113(19) . ?
C8 B2 1.636(2) . ?
C10 C11 1.375(2) . ?
C10 C9 1.381(2) . ?
C54 C49 1.399(2) . ?
C54 C53 1.405(2) . ?
C7 C12 1.381(2) . ?
C3 C4 1.377(2) . ?
C3 C2 1.379(2) . ?
C44 C43 1.372(2) . ?
C44 C45 1.403(2) . ?
C26 C27 1.386(2) . ?
C26 C25 1.406(2) . ?
C26 H26 0.9500 . ?
C13 C18 1.406(2) . ?
C13 C14 1.416(2) . ?
C13 B1 1.619(2) . ?
C53 C52 1.373(2) . ?
C11 C12 1.375(2) . ?
C2 C1 1.389(2) . ?
C25 C30 1.414(2) . ?
C25 B2 1.625(2) . ?
C31 C32 1.397(2) . ?
C31 C36 1.398(2) . ?
C31 C30 1.497(2) . ?
C46 C47 1.408(2) . ?
C46 H46 0.9500 . ?
C5 C4 1.375(2) . ?
C1 B1 1.646(2) . ?
C33 C32 1.387(2) . ?
C33 C34 1.388(2) . ?
C33 H33 0.9500 . ?
C48 C47 1.375(2) . ?
C48 C49 1.418(2) . ?
C48 H48 0.9500 . ?
C50 C51 1.372(2) . ?
C50 C49 1.418(2) . ?
C50 H50 0.9500 . ?
C36 C35 1.387(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.402(2) . ?
C37 H37 0.9500 . ?
C41 C42 1.377(2) . ?
C41 C40 1.421(2) . ?
C41 H41 0.9500 . ?
C32 H32 0.9500 . ?
C23 C22 1.385(2) . ?
C23 C24 1.393(2) . ?
C23 H23 0.9500 . ?
C47 H47 0.9500 . ?
C30 C29 1.399(2) . ?
C19 C20 1.396(2) . ?
C19 C24 1.398(2) . ?
C19 C14 1.497(2) . ?
C24 H24 0.9500 . ?
C52 C51 1.418(2) . ?
C52 H52 0.9500 . ?
C35 C34 1.386(2) . ?
C35 H35 0.9500 . ?
C18 C17 1.392(2) . ?
C18 H18 0.9500 . ?
C43 C42 1.421(2) . ?
C43 H43 0.9500 . ?
C40 C45 1.400(2) . ?
C40 C39 1.413(2) . ?
C17 C16 1.380(2) . ?
C17 H17 0.9500 . ?
C38 C39 1.368(2) . ?
C38 H38 0.9500 . ?
C15 C16 1.387(2) . ?
C15 C14 1.402(2) . ?
C15 H15 0.9500 . ?
C28 C27 1.386(2) . ?
C28 C29 1.389(2) . ?
C28 H28 0.9500 . ?
C16 H16 0.9500 . ?
C34 H34 0.9500 . ?
C27 H27 0.9500 . ?
C39 H39 0.9500 . ?
C42 H42 0.9500 . ?
C20 C21 1.390(2) . ?
C20 H20 0.9500 . ?
C29 H29 0.9500 . ?
C51 H51 0.9500 . ?
C22 C21 1.389(2) . ?
C22 H22 0.9500 . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C53 O2 B2 111.56(11) . . ?
C44 O1 B1 111.44(11) . . ?
C37 N1 C45 118.57(12) . . ?
C37 N1 B1 134.29(12) . . ?
C45 N1 B1 107.06(11) . . ?
C46 N2 C54 118.59(12) . . ?
C46 N2 B2 134.47(12) . . ?
C54 N2 B2 106.92(11) . . ?
C5 C6 C1 120.67(13) . . ?
C5 C6 C7 115.84(12) . . ?
C1 C6 C7 123.47(12) . . ?
C9 C8 C7 115.05(13) . . ?
C9 C8 B2 120.42(12) . . ?
C7 C8 B2 124.32(12) . . ?
F7 C10 C11 119.65(13) . . ?
F7 C10 C9 121.47(13) . . ?
C11 C10 C9 118.87(13) . . ?
N2 C54 C49 124.79(13) . . ?
N2 C54 C53 110.91(12) . . ?
C49 C54 C53 124.28(13) . . ?
C12 C7 C8 120.09(13) . . ?
C12 C7 C6 115.02(12) . . ?
C8 C7 C6 124.88(12) . . ?
F2 C3 C4 120.14(13) . . ?
F2 C3 C2 120.59(13) . . ?
C4 C3 C2 119.26(13) . . ?
O1 C44 C43 129.20(13) . . ?
O1 C44 C45 111.99(12) . . ?
C43 C44 C45 118.79(13) . . ?
C27 C26 C25 122.76(14) . . ?
C27 C26 H26 118.6 . . ?
C25 C26 H26 118.6 . . ?
C18 C13 C14 116.58(13) . . ?
C18 C13 B1 119.52(13) . . ?
C14 C13 B1 123.81(13) . . ?
O2 C53 C52 129.27(13) . . ?
O2 C53 C54 112.01(12) . . ?
C52 C53 C54 118.71(13) . . ?
F8 C9 C10 115.37(12) . . ?
F8 C9 C8 119.83(13) . . ?
C10 C9 C8 124.75(13) . . ?
F6 C11 C12 121.37(13) . . ?
F6 C11 C10 120.33(13) . . ?
C12 C11 C10 118.26(13) . . ?
F1 C2 C3 114.87(12) . . ?
F1 C2 C1 120.20(13) . . ?
C3 C2 C1 124.93(13) . . ?
C26 C25 C30 116.49(13) . . ?
C26 C25 B2 119.41(13) . . ?
C30 C25 B2 124.09(13) . . ?
C32 C31 C36 118.23(13) . . ?
C32 C31 C30 120.20(13) . . ?
C36 C31 C30 121.42(13) . . ?
N2 C46 C47 120.96(13) . . ?
N2 C46 H46 119.5 . . ?
C47 C46 H46 119.5 . . ?
F4 C5 C4 117.47(13) . . ?
F4 C5 C6 120.04(12) . . ?
C4 C5 C6 122.47(13) . . ?
C2 C1 C6 114.45(13) . . ?
C2 C1 B1 119.99(12) . . ?
C6 C1 B1 125.55(12) . . ?
C32 C33 C34 119.75(14) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C47 C48 C49 119.58(14) . . ?
C47 C48 H48 120.2 . . ?
C49 C48 H48 120.2 . . ?
C51 C50 C49 119.49(14) . . ?
C51 C50 H50 120.3 . . ?
C49 C50 H50 120.3 . . ?
F3 C4 C5 121.18(13) . . ?
F3 C4 C3 120.72(13) . . ?
C5 C4 C3 118.09(13) . . ?
C35 C36 C31 120.51(14) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
N1 C37 C38 120.94(14) . . ?
N1 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C42 C41 C40 119.03(14) . . ?
C42 C41 H41 120.5 . . ?
C40 C41 H41 120.5 . . ?
C33 C32 C31 121.24(14) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C22 C23 C24 120.56(15) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C48 C47 C46 120.57(14) . . ?
C48 C47 H47 119.7 . . ?
C46 C47 H47 119.7 . . ?
C29 C30 C25 120.38(13) . . ?
C29 C30 C31 115.92(13) . . ?
C25 C30 C31 123.70(13) . . ?
C20 C19 C24 118.27(14) . . ?
C20 C19 C14 121.29(13) . . ?
C24 C19 C14 120.28(13) . . ?
F5 C12 C11 117.88(12) . . ?
F5 C12 C7 119.08(12) . . ?
C11 C12 C7 122.95(13) . . ?
C23 C24 C19 120.57(14) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C53 C52 C51 117.78(13) . . ?
C53 C52 H52 121.1 . . ?
C51 C52 H52 121.1 . . ?
C54 C49 C48 115.49(13) . . ?
C54 C49 C50 116.07(13) . . ?
C48 C49 C50 128.44(14) . . ?
C34 C35 C36 120.51(14) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C17 C18 C13 122.56(14) . . ?
C17 C18 H18 118.7 . . ?
C13 C18 H18 118.7 . . ?
C44 C43 C42 117.78(14) . . ?
C44 C43 H43 121.1 . . ?
C42 C43 H43 121.1 . . ?
C45 C40 C39 115.35(14) . . ?
C45 C40 C41 116.28(14) . . ?
C39 C40 C41 128.36(14) . . ?
N1 C45 C40 124.57(13) . . ?
N1 C45 C44 111.01(13) . . ?
C40 C45 C44 124.37(13) . . ?
C16 C17 C18 119.84(15) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C39 C38 C37 120.55(14) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C16 C15 C14 121.29(15) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C27 C28 C29 118.88(15) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C17 C16 C15 119.29(15) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C15 C14 C13 120.16(14) . . ?
C15 C14 C19 116.31(13) . . ?
C13 C14 C19 123.47(13) . . ?
C35 C34 C33 119.74(14) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C28 C27 C26 119.98(14) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C38 C39 C40 120.00(14) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C41 C42 C43 123.65(14) . . ?
C41 C42 H42 118.2 . . ?
C43 C42 H42 118.2 . . ?
C21 C20 C19 121.01(15) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C28 C29 C30 121.47(15) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C50 C51 C52 123.51(14) . . ?
C50 C51 H51 118.2 . . ?
C52 C51 H51 118.2 . . ?
C23 C22 C21 119.38(15) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
O1 B1 C13 114.56(12) . . ?
O1 B1 C1 110.45(11) . . ?
C13 B1 C1 114.12(12) . . ?
O1 B1 N1 98.30(10) . . ?
C13 B1 N1 109.46(11) . . ?
C1 B1 N1 108.68(11) . . ?
O2 B2 C25 112.73(12) . . ?
O2 B2 C8 109.95(11) . . ?
C25 B2 C8 113.43(12) . . ?
O2 B2 N2 98.47(10) . . ?
C25 B2 N2 111.26(11) . . ?
C8 B2 N2 110.04(11) . . ?
C22 C21 C20 120.21(15) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?

_refine_diff_density_max         0.405
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene'
_exptl_crystal_preparation       Luminescent
