# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_MU86A_acetone_solvate
_database_code_depnum_ccdc_archive 'CCDC 1529228'
_audit_update_record             
;
2017-01-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
2,6-bis(N-phenyliminomethyl)-1,5-dihydroxynaphalene bis(diphenylborinic) complex, acetone solvate
;
_chemical_name_common            ?
_chemical_melting_point          305
_chemical_formula_moiety         'C51 H42 B2 N2 O3'
_chemical_formula_sum            'C51 H42 B2 N2 O3'
_chemical_formula_weight         752.48

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      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                   11.7219(4)
_cell_length_b                   13.1009(4)
_cell_length_c                   14.2731(5)
_cell_angle_alpha                70.661(3)
_cell_angle_beta                 85.036(3)
_cell_angle_gamma                82.674(3)
_cell_volume                     2049.03(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(1)
_cell_measurement_reflns_used    10366
_cell_measurement_theta_min      3.2830
_cell_measurement_theta_max      75.0710

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_F_000             792
_exptl_absorpt_coefficient_mu    0.581
_exptl_crystal_size_max          0.2706
_exptl_crystal_size_mid          0.1219
_exptl_crystal_size_min          0.0506
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 3 9 0.0473 0.0275 2.9743 8.9974 0.2243 0.9220 0.2252
-7 3 1 0.1279 -7.0022 2.9752 1.0527 -0.0132 -0.0299 1.0342
0 -8 -1 0.0286 0.0213 -7.9983 -1.0329 0.8348 -0.2587 -0.4227
0 8 1 0.0220 -0.0213 7.9983 1.0329 -0.8348 0.2587 0.4227
0 -3 7 0.0496 0.0383 -3.0208 6.9749 0.7725 0.6084 -0.1015
-6 1 4 0.1144 -5.9840 0.9694 4.0329 0.3607 0.2430 0.8293
-6 -5 -6 0.1056 -6.0061 -5.0025 -5.9758 0.4105 -0.8359 0.4408
7 -1 1 0.1166 7.0041 -0.9807 0.9525 -0.0865 0.2620 -0.9150
0 -3 -9 0.0676 -0.0275 -2.9743 -8.9974 -0.2243 -0.9220 -0.2252
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.990
_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      110(1)
_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            19365
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.285
_diffrn_reflns_theta_max         75.879
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8386
_reflns_number_gt                7292
_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)+(0.1361P)²+0.5021P] 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         8386
_refine_ls_number_parameters     525
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0690
_refine_ls_wR_factor_ref         0.2068
_refine_ls_wR_factor_gt          0.1963
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.93353(14) 0.69713(14) 0.32512(14) 0.0289(4) Uani 1 1 d . . . . .
C2 C 0.8870(2) 0.62410(17) 0.41068(17) 0.0418(5) Uani 1 1 d . . . . .
H2 H 0.8539 0.6495 0.4615 0.050 Uiso 1 1 calc R U . . .
C3 C 0.8890(2) 0.51438(19) 0.4219(2) 0.0537(6) Uani 1 1 d . . . . .
H3 H 0.8574 0.4675 0.4797 0.064 Uiso 1 1 calc R U . . .
C4 C 0.9379(2) 0.47451(16) 0.3474(2) 0.0467(6) Uani 1 1 d . . . . .
H4 H 0.9397 0.4010 0.3550 0.056 Uiso 1 1 calc R U . . .
C5 C 0.98399(19) 0.54480(17) 0.26197(19) 0.0433(5) Uani 1 1 d . . . . .
H5 H 1.0168 0.5190 0.2114 0.052 Uiso 1 1 calc R U . . .
C6 C 0.98133(17) 0.65471(16) 0.25134(17) 0.0361(4) Uani 1 1 d . . . . .
H6 H 1.0125 0.7012 0.1931 0.043 Uiso 1 1 calc R U . . .
C7 C 1.01926(14) 0.89311(13) 0.23164(13) 0.0253(3) Uani 1 1 d . . . . .
C8 C 1.13798(15) 0.86163(14) 0.24107(15) 0.0311(4) Uani 1 1 d . . . . .
H8 H 1.1630 0.7995 0.2922 0.037 Uiso 1 1 calc R U . . .
C9 C 1.21906(16) 0.92121(16) 0.17566(16) 0.0355(4) Uani 1 1 d . . . . .
H9 H 1.2971 0.8987 0.1837 0.043 Uiso 1 1 calc R U . . .
C10 C 1.18418(17) 1.01337(16) 0.09902(15) 0.0341(4) Uani 1 1 d . . . . .
H10 H 1.2383 1.0532 0.0553 0.041 Uiso 1 1 calc R U . . .
C11 C 1.06716(17) 1.04615(15) 0.08785(15) 0.0343(4) Uani 1 1 d . . . . .
H11 H 1.0426 1.1082 0.0364 0.041 Uiso 1 1 calc R U . . .
C12 C 0.98720(15) 0.98636(15) 0.15348(14) 0.0304(4) Uani 1 1 d . . . . .
H12 H 0.9093 1.0095 0.1449 0.036 Uiso 1 1 calc R U . . .
C13 C 0.71461(14) 0.84765(14) 0.25636(14) 0.0274(4) Uani 1 1 d . . . . .
C14 C 0.60801(16) 0.83432(16) 0.30515(16) 0.0339(4) Uani 1 1 d . . . . .
H14 H 0.5931 0.8484 0.3650 0.041 Uiso 1 1 calc R U . . .
C16 C 0.54435(17) 0.78144(16) 0.17396(16) 0.0366(4) Uani 1 1 d . . . . .
H16 H 0.4869 0.7601 0.1457 0.044 Uiso 1 1 calc R U . . .
C17 C 0.65177(17) 0.79510(15) 0.12574(15) 0.0341(4) Uani 1 1 d . . . . .
H17 H 0.6661 0.7824 0.0652 0.041 Uiso 1 1 calc R U . . .
C18 C 0.73845(16) 0.82744(14) 0.16659(14) 0.0295(4) Uani 1 1 d . . . . .
H18 H 0.8109 0.8354 0.1346 0.035 Uiso 1 1 calc R U . . .
C19 C 0.52265(16) 0.79955(17) 0.26388(17) 0.0382(4) Uani 1 1 d . . . . .
H19 H 0.4511 0.7886 0.2971 0.046 Uiso 1 1 calc R U . . .
C20 C 0.77606(14) 0.97013(14) 0.32490(14) 0.0277(4) Uani 1 1 d . . . . .
H20 H 0.7053 1.0111 0.3090 0.033 Uiso 1 1 calc R U . . .
C21 C 0.94123(14) 0.92448(14) 0.42767(13) 0.0251(3) Uani 1 1 d . . . . .
C22 C 0.85416(14) 1.00335(14) 0.37843(13) 0.0262(3) Uani 1 1 d . . . . .
C23 C 0.83681(14) 1.10684(14) 0.39104(13) 0.0260(3) Uani 1 1 d . . . . .
H23 H 0.7791 1.1581 0.3576 0.031 Uiso 1 1 calc R U . . .
C24 C 1.00968(14) 0.94764(13) 0.49492(13) 0.0241(3) Uani 1 1 d . . . . .
C25 C 1.09595(14) 0.86776(13) 0.54808(13) 0.0253(3) Uani 1 1 d . . . . .
H25 H 1.1064 0.7989 0.5414 0.030 Uiso 1 1 calc R U . . .
C26 C 0.48963(14) 0.20918(12) 0.17684(12) 0.0237(3) Uani 1 1 d . . . . .
C27 C 0.47537(15) 0.14131(15) 0.12218(15) 0.0307(4) Uani 1 1 d . . . . .
H27 H 0.4024 0.1215 0.1205 0.037 Uiso 1 1 calc R U . . .
C28 C 0.56725(17) 0.10221(15) 0.06995(15) 0.0337(4) Uani 1 1 d . . . . .
H28 H 0.5549 0.0569 0.0344 0.040 Uiso 1 1 calc R U . . .
C29 C 0.67660(16) 0.13083(15) 0.07096(14) 0.0312(4) Uani 1 1 d . . . . .
H29 H 0.7378 0.1058 0.0356 0.037 Uiso 1 1 calc R U . . .
C30 C 0.69380(15) 0.19744(15) 0.12542(15) 0.0317(4) Uani 1 1 d . . . . .
H30 H 0.7671 0.2167 0.1270 0.038 Uiso 1 1 calc R U . . .
C31 C 0.60205(15) 0.23537(13) 0.17748(14) 0.0278(4) Uani 1 1 d . . . . .
H31 H 0.6154 0.2795 0.2139 0.033 Uiso 1 1 calc R U . . .
C32 C 0.36277(14) 0.38454(14) 0.21348(14) 0.0273(4) Uani 1 1 d . . . . .
C33 C 0.30441(18) 0.43055(16) 0.28245(16) 0.0358(4) Uani 1 1 d . . . . .
H33 H 0.2837 0.3853 0.3455 0.043 Uiso 1 1 calc R U . . .
C34 C 0.27677(19) 0.54272(17) 0.25848(19) 0.0434(5) Uani 1 1 d . . . . .
H34 H 0.2387 0.5712 0.3057 0.052 Uiso 1 1 calc R U . . .
C35 C 0.30522(17) 0.61131(15) 0.16606(19) 0.0425(5) Uani 1 1 d . . . . .
H35 H 0.2850 0.6859 0.1500 0.051 Uiso 1 1 calc R U . . .
C36 C 0.36445(18) 0.56885(16) 0.09641(19) 0.0429(5) Uani 1 1 d . . . . .
H36 H 0.3851 0.6149 0.0337 0.052 Uiso 1 1 calc R U . . .
C37 C 0.39289(17) 0.45654(15) 0.12103(15) 0.0347(4) Uani 1 1 d . . . . .
H37 H 0.4333 0.4290 0.0741 0.042 Uiso 1 1 calc R U . . .
C38 C 0.17593(15) 0.25533(13) 0.18319(14) 0.0280(4) Uani 1 1 d . . . . .
C39 C 0.19613(17) 0.30884(14) 0.08237(14) 0.0316(4) Uani 1 1 d . . . . .
H39 H 0.2709 0.3125 0.0547 0.038 Uiso 1 1 calc R U . . .
C40 C 0.10259(19) 0.35686(16) 0.02369(16) 0.0378(4) Uani 1 1 d . . . . .
H40 H 0.1146 0.3913 -0.0442 0.045 Uiso 1 1 calc R U . . .
C41 C -0.00908(18) 0.35349(16) 0.06619(18) 0.0408(5) Uani 1 1 d . . . . .
H41 H -0.0714 0.3851 0.0265 0.049 Uiso 1 1 calc R U . . .
C42 C -0.02727(17) 0.30342(16) 0.16671(18) 0.0383(4) Uani 1 1 d . . . . .
H42 H -0.1017 0.3031 0.1951 0.046 Uiso 1 1 calc R U . . .
C43 C 0.06545(16) 0.25324(15) 0.22594(16) 0.0332(4) Uani 1 1 d . . . . .
H43 H 0.0532 0.2186 0.2937 0.040 Uiso 1 1 calc R U . . .
C44 C 0.26384(15) 0.10139(14) 0.30194(13) 0.0279(4) Uani 1 1 d . . . . .
H44 H 0.2011 0.0663 0.2981 0.033 Uiso 1 1 calc R U . . .
C45 C 0.34919(15) 0.04501(14) 0.37208(13) 0.0270(4) Uani 1 1 d . . . . .
C46 C 0.42387(15) 0.10666(13) 0.39646(13) 0.0258(3) Uani 1 1 d . . . . .
C47 C 0.50035(15) 0.05674(12) 0.47528(13) 0.0254(3) Uani 1 1 d . . . . .
C48 C 0.57565(15) 0.11850(13) 0.50178(13) 0.0276(4) Uani 1 1 d . . . . .
H48 H 0.5744 0.1929 0.4687 0.033 Uiso 1 1 calc R U . . .
C49 C 0.64948(15) 0.06847(14) 0.57560(13) 0.0284(4) Uani 1 1 d . . . . .
H49 H 0.6997 0.1087 0.5921 0.034 Uiso 1 1 calc R U . . .
B1 B 0.93175(16) 0.82315(15) 0.31532(15) 0.0258(4) Uani 1 1 d . . . . .
B2 B 0.38960(16) 0.25449(15) 0.24315(15) 0.0255(4) Uani 1 1 d . . . . .
N1 N 0.80186(12) 0.88443(12) 0.29830(11) 0.0260(3) Uani 1 1 d . . . . .
N2 N 0.27174(13) 0.20042(12) 0.24342(11) 0.0264(3) Uani 1 1 d . . . . .
O1 O 0.95831(10) 0.82783(10) 0.41590(9) 0.0275(3) Uani 1 1 d . . . . .
O2 O 0.42167(11) 0.21289(9) 0.34992(9) 0.0269(3) Uani 1 1 d . . . . .
C50 C 0.6598(2) 0.43424(17) 0.3200(2) 0.0538(7) Uani 1 1 d . . . . .
C51 C 0.6777(3) 0.5015(2) 0.2133(3) 0.0711(9) Uani 1 1 d . . . . .
H51A H 0.7245 0.4587 0.1785 0.107 Uiso 1 1 calc R U . . .
H51B H 0.7155 0.5637 0.2095 0.107 Uiso 1 1 calc R U . . .
H51C H 0.6045 0.5254 0.1834 0.107 Uiso 1 1 calc R U . . .
C52 C 0.5848(3) 0.4857(3) 0.3851(4) 0.0917(12) Uani 1 1 d . . . . .
H52A H 0.5793 0.4346 0.4510 0.137 Uiso 1 1 calc R U . . .
H52B H 0.5095 0.5073 0.3591 0.137 Uiso 1 1 calc R U . . .
H52C H 0.6174 0.5485 0.3871 0.137 Uiso 1 1 calc R U . . .
O3 O 0.70478(16) 0.34132(13) 0.35166(16) 0.0567(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.392(3) . ?
C1 C2 1.396(3) . ?
C1 B1 1.608(2) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.390(2) . ?
C7 C8 1.405(2) . ?
C7 B1 1.619(3) . ?
C8 C9 1.392(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 C18 1.391(3) . ?
C13 N1 1.435(2) . ?
C14 C19 1.397(3) . ?
C14 H14 0.9300 . ?
C16 C19 1.378(3) . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 N1 1.293(2) . ?
C20 C22 1.433(2) . ?
C20 H20 0.9300 . ?
C21 O1 1.320(2) . ?
C21 C22 1.406(2) . ?
C21 C24 1.430(2) . ?
C22 C23 1.413(2) . ?
C23 C25 1.365(2) 2_776 ?
C23 H23 0.9300 . ?
C24 C24 1.415(3) 2_776 ?
C24 C25 1.425(2) . ?
C25 C23 1.365(2) 2_776 ?
C25 H25 0.9300 . ?
C26 C27 1.395(2) . ?
C26 C31 1.405(2) . ?
C26 B2 1.620(3) . ?
C27 C28 1.397(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.383(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.388(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.388(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C37 1.391(3) . ?
C32 C33 1.404(3) . ?
C32 B2 1.609(2) . ?
C33 C34 1.395(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.369(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.389(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.397(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C43 1.383(3) . ?
C38 C39 1.390(3) . ?
C38 N2 1.438(2) . ?
C39 C40 1.391(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.394(3) . ?
C40 H40 0.9300 . ?
C41 C42 1.376(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.392(3) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C44 N2 1.300(2) . ?
C44 C45 1.430(2) . ?
C44 H44 0.9300 . ?
C45 C46 1.400(2) . ?
C45 C49 1.424(2) 2_656 ?
C46 O2 1.327(2) . ?
C46 C47 1.426(2) . ?
C47 C47 1.420(3) 2_656 ?
C47 C48 1.421(2) . ?
C48 C49 1.358(3) . ?
C48 H48 0.9300 . ?
C49 C45 1.425(2) 2_656 ?
C49 H49 0.9300 . ?
B1 O1 1.517(2) . ?
B1 N1 1.626(2) . ?
B2 O2 1.503(2) . ?
B2 N2 1.630(2) . ?
C50 O3 1.216(3) . ?
C50 C52 1.488(5) . ?
C50 C51 1.498(5) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 116.65(18) . . ?
C6 C1 B1 122.96(17) . . ?
C2 C1 B1 120.39(18) . . ?
C3 C2 C1 121.7(2) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 122.1(2) . . ?
C1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C12 C7 C8 116.53(17) . . ?
C12 C7 B1 125.32(15) . . ?
C8 C7 B1 118.05(15) . . ?
C9 C8 C7 121.60(17) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C10 C9 C8 120.31(17) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.26(18) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C12 C11 C10 119.96(17) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C7 122.34(16) . . ?
C11 C12 H12 118.8 . . ?
C7 C12 H12 118.8 . . ?
C14 C13 C18 121.11(17) . . ?
C14 C13 N1 119.41(17) . . ?
C18 C13 N1 119.48(16) . . ?
C13 C14 C19 119.45(19) . . ?
C13 C14 H14 120.3 . . ?
C19 C14 H14 120.3 . . ?
C19 C16 C17 119.93(18) . . ?
C19 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C18 120.87(19) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C13 118.59(18) . . ?
C17 C18 H18 120.7 . . ?
C13 C18 H18 120.7 . . ?
C16 C19 C14 120.03(19) . . ?
C16 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
N1 C20 C22 121.39(15) . . ?
N1 C20 H20 119.3 . . ?
C22 C20 H20 119.3 . . ?
O1 C21 C22 121.27(15) . . ?
O1 C21 C24 119.21(14) . . ?
C22 C21 C24 119.48(15) . . ?
C21 C22 C23 120.92(16) . . ?
C21 C22 C20 117.18(15) . . ?
C23 C22 C20 121.50(15) . . ?
C25 C23 C22 120.60(15) 2_776 . ?
C25 C23 H23 119.7 2_776 . ?
C22 C23 H23 119.7 . . ?
C24 C24 C25 121.58(19) 2_776 . ?
C24 C24 C21 117.90(18) 2_776 . ?
C25 C24 C21 120.50(15) . . ?
C23 C25 C24 119.43(15) 2_776 . ?
C23 C25 H25 120.3 2_776 . ?
C24 C25 H25 120.3 . . ?
C27 C26 C31 116.33(16) . . ?
C27 C26 B2 125.61(15) . . ?
C31 C26 B2 117.98(15) . . ?
C26 C27 C28 122.10(16) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 H27 119.0 . . ?
C29 C28 C27 120.11(18) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 119.18(18) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C31 C30 C29 120.25(16) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C26 122.02(16) . . ?
C30 C31 H31 119.0 . . ?
C26 C31 H31 119.0 . . ?
C37 C32 C33 116.60(17) . . ?
C37 C32 B2 123.62(17) . . ?
C33 C32 B2 119.76(16) . . ?
C34 C33 C32 121.41(19) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C35 C34 C33 120.6(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 119.58(18) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C35 C36 C37 119.6(2) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
C32 C37 C36 122.16(19) . . ?
C32 C37 H37 118.9 . . ?
C36 C37 H37 118.9 . . ?
C43 C38 C39 121.07(17) . . ?
C43 C38 N2 119.71(17) . . ?
C39 C38 N2 119.22(16) . . ?
C40 C39 C38 118.84(18) . . ?
C40 C39 H39 120.6 . . ?
C38 C39 H39 120.6 . . ?
C39 C40 C41 120.3(2) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C42 C41 C40 120.12(18) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C41 C42 C43 120.18(19) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C38 C43 C42 119.48(19) . . ?
C38 C43 H43 120.3 . . ?
C42 C43 H43 120.3 . . ?
N2 C44 C45 121.66(16) . . ?
N2 C44 H44 119.2 . . ?
C45 C44 H44 119.2 . . ?
C46 C45 C49 120.31(16) . 2_656 ?
C46 C45 C44 117.91(15) . . ?
C49 C45 C44 121.39(16) 2_656 . ?
O2 C46 C45 120.93(16) . . ?
O2 C46 C47 118.78(15) . . ?
C45 C46 C47 120.23(15) . . ?
C47 C47 C48 121.5(2) 2_656 . ?
C47 C47 C46 117.6(2) 2_656 . ?
C48 C47 C46 120.91(15) . . ?
C49 C48 C47 119.72(15) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C48 C49 C45 120.63(16) . 2_656 ?
C48 C49 H49 119.7 . . ?
C45 C49 H49 119.7 2_656 . ?
O1 B1 C1 107.54(14) . . ?
O1 B1 C7 108.70(14) . . ?
C1 B1 C7 116.63(15) . . ?
O1 B1 N1 103.42(13) . . ?
C1 B1 N1 110.54(13) . . ?
C7 B1 N1 109.16(13) . . ?
O2 B2 C32 107.02(14) . . ?
O2 B2 C26 109.00(13) . . ?
C32 B2 C26 116.64(14) . . ?
O2 B2 N2 104.31(13) . . ?
C32 B2 N2 109.92(13) . . ?
C26 B2 N2 109.22(14) . . ?
C20 N1 C13 118.59(14) . . ?
C20 N1 B1 118.00(14) . . ?
C13 N1 B1 123.40(14) . . ?
C44 N2 C38 117.95(15) . . ?
C44 N2 B2 117.84(14) . . ?
C38 N2 B2 124.21(13) . . ?
C21 O1 B1 116.40(13) . . ?
C46 O2 B2 117.32(14) . . ?
O3 C50 C52 121.6(3) . . ?
O3 C50 C51 121.1(3) . . ?
C52 C50 C51 117.3(3) . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.4(3) . . . . ?
B1 C1 C2 C3 -179.0(2) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
B1 C1 C6 C5 178.78(17) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C12 C7 C8 C9 0.3(3) . . . . ?
B1 C7 C8 C9 -176.17(17) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C7 0.0(3) . . . . ?
C8 C7 C12 C11 -0.2(3) . . . . ?
B1 C7 C12 C11 175.99(17) . . . . ?
C18 C13 C14 C19 0.2(3) . . . . ?
N1 C13 C14 C19 179.37(16) . . . . ?
C19 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 C13 -1.0(3) . . . . ?
C14 C13 C18 C17 1.1(3) . . . . ?
N1 C13 C18 C17 -178.07(15) . . . . ?
C17 C16 C19 C14 1.6(3) . . . . ?
C13 C14 C19 C16 -1.6(3) . . . . ?
O1 C21 C22 C23 -179.68(16) . . . . ?
C24 C21 C22 C23 2.9(3) . . . . ?
O1 C21 C22 C20 7.4(3) . . . . ?
C24 C21 C22 C20 -170.02(16) . . . . ?
N1 C20 C22 C21 -19.5(3) . . . . ?
N1 C20 C22 C23 167.69(17) . . . . ?
C21 C22 C23 C25 -0.4(3) . . . 2_776 ?
C20 C22 C23 C25 172.21(17) . . . 2_776 ?
O1 C21 C24 C24 179.27(18) . . . 2_776 ?
C22 C21 C24 C24 -3.2(3) . . . 2_776 ?
O1 C21 C24 C25 0.5(3) . . . . ?
C22 C21 C24 C25 178.00(16) . . . . ?
C24 C24 C25 C23 -1.2(3) 2_776 . . 2_776 ?
C21 C24 C25 C23 177.51(16) . . . 2_776 ?
C31 C26 C27 C28 -0.6(3) . . . . ?
B2 C26 C27 C28 -177.39(16) . . . . ?
C26 C27 C28 C29 -0.3(3) . . . . ?
C27 C28 C29 C30 0.8(3) . . . . ?
C28 C29 C30 C31 -0.5(3) . . . . ?
C29 C30 C31 C26 -0.5(3) . . . . ?
C27 C26 C31 C30 1.0(2) . . . . ?
B2 C26 C31 C30 178.00(15) . . . . ?
C37 C32 C33 C34 0.9(3) . . . . ?
B2 C32 C33 C34 -178.18(18) . . . . ?
C32 C33 C34 C35 0.6(3) . . . . ?
C33 C34 C35 C36 -1.5(3) . . . . ?
C34 C35 C36 C37 0.9(3) . . . . ?
C33 C32 C37 C36 -1.5(3) . . . . ?
B2 C32 C37 C36 177.54(18) . . . . ?
C35 C36 C37 C32 0.7(3) . . . . ?
C43 C38 C39 C40 -2.7(3) . . . . ?
N2 C38 C39 C40 176.68(16) . . . . ?
C38 C39 C40 C41 1.6(3) . . . . ?
C39 C40 C41 C42 0.6(3) . . . . ?
C40 C41 C42 C43 -1.8(3) . . . . ?
C39 C38 C43 C42 1.5(3) . . . . ?
N2 C38 C43 C42 -177.88(16) . . . . ?
C41 C42 C43 C38 0.8(3) . . . . ?
N2 C44 C45 C46 17.5(3) . . . . ?
N2 C44 C45 C49 -169.63(17) . . . 2_656 ?
C49 C45 C46 O2 -178.41(16) 2_656 . . . ?
C44 C45 C46 O2 -5.4(3) . . . . ?
C49 C45 C46 C47 -1.3(3) 2_656 . . . ?
C44 C45 C46 C47 171.72(16) . . . . ?
O2 C46 C47 C47 179.09(18) . . . 2_656 ?
C45 C46 C47 C47 1.9(3) . . . 2_656 ?
O2 C46 C47 C48 -2.0(3) . . . . ?
C45 C46 C47 C48 -179.19(16) . . . . ?
C47 C47 C48 C49 0.4(3) 2_656 . . . ?
C46 C47 C48 C49 -178.49(17) . . . . ?
C47 C48 C49 C45 -1.1(3) . . . 2_656 ?
C6 C1 B1 O1 -139.62(17) . . . . ?
C2 C1 B1 O1 39.7(2) . . . . ?
C6 C1 B1 C7 -17.3(2) . . . . ?
C2 C1 B1 C7 162.02(17) . . . . ?
C6 C1 B1 N1 108.15(19) . . . . ?
C2 C1 B1 N1 -72.5(2) . . . . ?
C12 C7 B1 O1 -116.45(18) . . . . ?
C8 C7 B1 O1 59.66(19) . . . . ?
C12 C7 B1 C1 121.84(18) . . . . ?
C8 C7 B1 C1 -62.1(2) . . . . ?
C12 C7 B1 N1 -4.3(2) . . . . ?
C8 C7 B1 N1 171.81(15) . . . . ?
C37 C32 B2 O2 142.20(17) . . . . ?
C33 C32 B2 O2 -38.8(2) . . . . ?
C37 C32 B2 C26 19.9(2) . . . . ?
C33 C32 B2 C26 -161.06(16) . . . . ?
C37 C32 B2 N2 -105.10(19) . . . . ?
C33 C32 B2 N2 73.9(2) . . . . ?
C27 C26 B2 O2 117.98(17) . . . . ?
C31 C26 B2 O2 -58.72(18) . . . . ?
C27 C26 B2 C32 -120.76(18) . . . . ?
C31 C26 B2 C32 62.5(2) . . . . ?
C27 C26 B2 N2 4.6(2) . . . . ?
C31 C26 B2 N2 -172.11(14) . . . . ?
C22 C20 N1 C13 172.10(16) . . . . ?
C22 C20 N1 B1 -7.3(3) . . . . ?
C14 C13 N1 C20 -50.3(2) . . . . ?
C18 C13 N1 C20 128.82(18) . . . . ?
C14 C13 N1 B1 129.02(18) . . . . ?
C18 C13 N1 B1 -51.8(2) . . . . ?
O1 B1 N1 C20 40.0(2) . . . . ?
C1 B1 N1 C20 154.89(16) . . . . ?
C7 B1 N1 C20 -75.6(2) . . . . ?
O1 B1 N1 C13 -139.31(16) . . . . ?
C1 B1 N1 C13 -24.5(2) . . . . ?
C7 B1 N1 C13 105.10(18) . . . . ?
C45 C44 N2 C38 -173.08(16) . . . . ?
C45 C44 N2 B2 6.8(3) . . . . ?
C43 C38 N2 C44 47.7(2) . . . . ?
C39 C38 N2 C44 -131.69(18) . . . . ?
C43 C38 N2 B2 -132.24(18) . . . . ?
C39 C38 N2 B2 48.4(2) . . . . ?
O2 B2 N2 C44 -37.7(2) . . . . ?
C32 B2 N2 C44 -152.09(16) . . . . ?
C26 B2 N2 C44 78.76(19) . . . . ?
O2 B2 N2 C38 142.24(15) . . . . ?
C32 B2 N2 C38 27.8(2) . . . . ?
C26 B2 N2 C38 -101.35(18) . . . . ?
C22 C21 O1 B1 31.6(2) . . . . ?
C24 C21 O1 B1 -150.95(16) . . . . ?
C1 B1 O1 C21 -168.63(14) . . . . ?
C7 B1 O1 C21 64.27(18) . . . . ?
N1 B1 O1 C21 -51.65(18) . . . . ?
C45 C46 O2 B2 -31.6(2) . . . . ?
C47 C46 O2 B2 151.19(16) . . . . ?
C32 B2 O2 C46 166.18(14) . . . . ?
C26 B2 O2 C46 -66.86(18) . . . . ?
N2 B2 O2 C46 49.71(18) . . . . ?

_refine_diff_density_max         0.580
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone'
_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_7
_database_code_depnum_ccdc_archive 'CCDC 1905167'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          206.1
_chemical_formula_moiety         'C25 H18 B N O'
_chemical_formula_sum            'C25 H18 B N O'
_chemical_formula_weight         359.21

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      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   10.24530(10)
_cell_length_b                   10.24530(10)
_cell_length_c                   17.6924(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1857.10(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3087
_cell_measurement_theta_min      4.2900
_cell_measurement_theta_max      65.0710

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.598
_exptl_absorpt_correction_T_min  0.85889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_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 10.4391
_diffrn_reflns_number            8036
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.315
_diffrn_reflns_theta_max         65.414
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.929
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.929
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 0.846
_reflns_number_total             2862
_reflns_number_gt                2591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.759
_reflns_Friedel_fraction_max     0.809
_reflns_Friedel_fraction_full    0.757

_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)+(0.0662P)²+0.5288P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1038 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.13(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2862
_refine_ls_number_parameters     253
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1098
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.046
_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 0.8851(2) 0.2248(3) 0.20154(16) 0.0319(6) Uani 1 1 d . . . . .
N1 N 1.0980(3) 0.3373(3) 0.20633(18) 0.0258(7) Uani 1 1 d . . . . .
C8 C 0.7158(4) 0.6372(4) 0.2339(2) 0.0327(9) Uani 1 1 d . . . . .
H8 H 0.6662 0.6950 0.2033 0.039 Uiso 1 1 calc R U . . .
C7 C 0.7985(3) 0.5458(4) 0.2010(2) 0.0248(8) Uani 1 1 d . . . . .
C25 C 1.1501(4) 0.5689(4) 0.2228(2) 0.0314(9) Uani 1 1 d . . . . .
H25 H 1.0770 0.5898 0.1920 0.038 Uiso 1 1 calc R U . . .
C12 C 0.8713(4) 0.4582(4) 0.2460(2) 0.0279(8) Uani 1 1 d . . . . .
C24 C 1.2285(4) 0.6676(4) 0.2524(2) 0.0307(9) Uani 1 1 d . . . . .
H24 H 1.2079 0.7562 0.2422 0.037 Uiso 1 1 calc R U . . .
C18 C 1.0799(4) 0.1201(4) 0.1574(2) 0.0306(9) Uani 1 1 d . . . . .
C6 C 0.8262(3) 0.5256(3) 0.1198(2) 0.0253(8) Uani 1 1 d . . . . .
C14 C 0.8690(4) 0.0125(4) 0.1513(3) 0.0391(11) Uani 1 1 d . . . . .
H14 H 0.7777 0.0107 0.1607 0.047 Uiso 1 1 calc R U . . .
C22 C 1.3658(4) 0.5088(4) 0.3127(3) 0.0389(10) Uani 1 1 d . . . . .
H22 H 1.4394 0.4878 0.3430 0.047 Uiso 1 1 calc R U . . .
C19 C 1.1538(4) 0.2302(4) 0.1849(2) 0.0291(9) Uani 1 1 d . . . . .
H19 H 1.2462 0.2239 0.1873 0.035 Uiso 1 1 calc R U . . .
C13 C 0.9426(4) 0.1222(4) 0.1703(2) 0.0321(9) Uani 1 1 d . . . . .
C11 C 0.8599(4) 0.4674(4) 0.3242(2) 0.0297(9) Uani 1 1 d . . . . .
H11 H 0.9081 0.4093 0.3555 0.036 Uiso 1 1 calc R U . . .
C20 C 1.1803(4) 0.4387(4) 0.2388(2) 0.0282(8) Uani 1 1 d . . . . .
C10 C 0.7796(4) 0.5597(4) 0.3572(2) 0.0298(9) Uani 1 1 d . . . . .
H10 H 0.7746 0.5660 0.4107 0.036 Uiso 1 1 calc R U . . .
C9 C 0.7064(4) 0.6429(4) 0.3125(2) 0.0340(9) Uani 1 1 d . . . . .
H9 H 0.6495 0.7044 0.3355 0.041 Uiso 1 1 calc R U . . .
C21 C 1.2869(4) 0.4093(4) 0.2838(2) 0.0341(9) Uani 1 1 d . . . . .
H21 H 1.3066 0.3208 0.2952 0.041 Uiso 1 1 calc R U . . .
C2 C 0.9588(4) 0.3944(4) 0.0372(2) 0.0322(9) Uani 1 1 d . . . . .
H2 H 1.0203 0.3264 0.0291 0.039 Uiso 1 1 calc R U . . .
C1 C 0.9170(4) 0.4237(4) 0.1101(2) 0.0294(8) Uani 1 1 d . . . . .
C16 C 1.0642(4) -0.0951(4) 0.1060(3) 0.0427(10) Uani 1 1 d . . . . .
H16 H 1.1045 -0.1694 0.0838 0.051 Uiso 1 1 calc R U . . .
C17 C 1.1372(4) 0.0106(4) 0.1256(3) 0.0375(10) Uani 1 1 d . . . . .
H17 H 1.2288 0.0094 0.1173 0.045 Uiso 1 1 calc R U . . .
C4 C 0.8191(5) 0.5628(4) -0.0138(3) 0.0377(10) Uani 1 1 d . . . . .
H4 H 0.7859 0.6091 -0.0562 0.045 Uiso 1 1 calc R U . . .
C15 C 0.9304(5) -0.0937(4) 0.1188(3) 0.0432(10) Uani 1 1 d . . . . .
H15 H 0.8798 -0.1676 0.1048 0.052 Uiso 1 1 calc R U . . .
C5 C 0.7757(4) 0.5936(4) 0.0590(2) 0.0332(9) Uani 1 1 d . . . . .
H5 H 0.7124 0.6601 0.0665 0.040 Uiso 1 1 calc R U . . .
C23 C 1.3369(4) 0.6379(4) 0.2970(2) 0.0337(9) Uani 1 1 d . . . . .
H23 H 1.3904 0.7058 0.3164 0.040 Uiso 1 1 calc R U . . .
C3 C 0.9100(4) 0.4653(4) -0.0241(2) 0.0342(9) Uani 1 1 d . . . . .
H3 H 0.9400 0.4460 -0.0737 0.041 Uiso 1 1 calc R U . . .
B1 B 0.9448(4) 0.3563(4) 0.1924(3) 0.0281(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C13 1.326(5) . ?
O1 B1 1.489(5) . ?
N1 C19 1.295(5) . ?
N1 C20 1.456(5) . ?
N1 B1 1.600(5) . ?
C8 C7 1.391(5) . ?
C8 C9 1.395(6) . ?
C8 H8 0.9500 . ?
C7 C12 1.414(5) . ?
C7 C6 1.479(6) . ?
C25 C24 1.394(6) . ?
C25 C20 1.399(5) . ?
C25 H25 0.9500 . ?
C12 C11 1.393(6) . ?
C12 B1 1.598(6) . ?
C24 C23 1.395(6) . ?
C24 H24 0.9500 . ?
C18 C17 1.385(6) . ?
C18 C13 1.425(6) . ?
C18 C19 1.443(6) . ?
C6 C5 1.383(6) . ?
C6 C1 1.408(5) . ?
C14 C15 1.382(6) . ?
C14 C13 1.394(6) . ?
C14 H14 0.9500 . ?
C22 C23 1.383(6) . ?
C22 C21 1.398(6) . ?
C22 H22 0.9500 . ?
C19 H19 0.9500 . ?
C11 C10 1.383(6) . ?
C11 H11 0.9500 . ?
C20 C21 1.384(6) . ?
C10 C9 1.383(6) . ?
C10 H10 0.9500 . ?
C9 H9 0.9500 . ?
C21 H21 0.9500 . ?
C2 C1 1.392(6) . ?
C2 C3 1.398(6) . ?
C2 H2 0.9500 . ?
C1 B1 1.637(6) . ?
C16 C17 1.361(6) . ?
C16 C15 1.390(7) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C4 C3 1.378(6) . ?
C4 C5 1.399(6) . ?
C4 H4 0.9500 . ?
C15 H15 0.9500 . ?
C5 H5 0.9500 . ?
C23 H23 0.9500 . ?
C3 H3 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
C13 O1 B1 119.3(3) . . ?
C19 N1 C20 117.7(3) . . ?
C19 N1 B1 119.4(3) . . ?
C20 N1 B1 122.8(3) . . ?
C7 C8 C9 119.2(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C7 C12 120.9(4) . . ?
C8 C7 C6 128.2(3) . . ?
C12 C7 C6 110.8(3) . . ?
C24 C25 C20 119.2(4) . . ?
C24 C25 H25 120.4 . . ?
C20 C25 H25 120.4 . . ?
C11 C12 C7 118.2(3) . . ?
C11 C12 B1 132.4(4) . . ?
C7 C12 B1 109.2(3) . . ?
C25 C24 C23 120.9(4) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C17 C18 C13 119.7(3) . . ?
C17 C18 C19 123.2(4) . . ?
C13 C18 C19 116.9(4) . . ?
C5 C6 C1 121.7(4) . . ?
C5 C6 C7 127.8(3) . . ?
C1 C6 C7 110.5(3) . . ?
C15 C14 C13 119.2(4) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
N1 C19 C18 122.0(3) . . ?
N1 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
O1 C13 C14 119.9(4) . . ?
O1 C13 C18 121.1(3) . . ?
C14 C13 C18 118.9(4) . . ?
C10 C11 C12 121.0(4) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C21 C20 C25 119.9(4) . . ?
C21 C20 N1 121.9(3) . . ?
C25 C20 N1 118.1(4) . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C9 C8 120.4(4) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C20 C21 C22 120.5(4) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C1 C2 C3 119.8(4) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C1 C6 118.5(4) . . ?
C2 C1 B1 132.8(3) . . ?
C6 C1 B1 108.6(3) . . ?
C17 C16 C15 119.5(4) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 121.0(4) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C14 C15 C16 121.7(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C22 C23 C24 119.5(4) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
O1 B1 C12 109.4(3) . . ?
O1 B1 N1 106.0(3) . . ?
C12 B1 N1 116.7(3) . . ?
O1 B1 C1 114.0(3) . . ?
C12 B1 C1 99.8(3) . . ?
N1 B1 C1 111.1(3) . . ?

_refine_diff_density_max         0.455
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.039

_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
_database_code_depnum_ccdc_archive 'CCDC 1905166'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        (8?-oxyquinolinato)octafluoro-9-borafluorene
_chemical_name_common            ?
_chemical_melting_point          278.0
_chemical_formula_moiety         'C21 H6 B F8 N O'
_chemical_formula_sum            'C21 H6 B F8 N O'
_chemical_formula_weight         451.08

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

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

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

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

_cell_length_a                   8.8891(3)
_cell_length_b                   9.5342(3)
_cell_length_c                   11.7495(4)
_cell_angle_alpha                81.488(3)
_cell_angle_beta                 68.282(3)
_cell_angle_gamma                66.482(3)
_cell_volume                     848.25(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12647
_cell_measurement_theta_min      2.2800
_cell_measurement_theta_max      34.4010

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_min  0.80102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_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            34297
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.866
_diffrn_reflns_theta_max         34.746
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7052
_reflns_number_gt                5510
_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)+(0.0699P)²+0.3058P] 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         7052
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1372
_refine_ls_wR_factor_gt          0.1236
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
F6 F 0.19882(10) 0.28452(9) 0.27151(7) 0.02248(15) Uani 1 1 d . . . . .
F5 F -0.02886(10) 0.20025(9) 0.23143(6) 0.02135(15) Uani 1 1 d . . . . .
F4 F -0.23427(10) 0.14812(9) 0.14985(7) 0.02226(15) Uani 1 1 d . . . . .
F3 F -0.37986(10) 0.07506(9) 0.01904(8) 0.02521(17) Uani 1 1 d . . . . .
F1 F -0.00218(11) 0.19607(10) -0.34912(7) 0.02572(17) Uani 1 1 d . . . . .
F8 F 0.40759(11) 0.41885(10) -0.14184(7) 0.02589(17) Uani 1 1 d . . . . .
F7 F 0.40897(11) 0.40315(10) 0.09026(7) 0.02603(17) Uani 1 1 d . . . . .
O1 O 0.10938(11) 0.45132(10) -0.27438(8) 0.02031(17) Uani 1 1 d . . . . .
N1 N 0.34956(12) 0.21106(11) -0.31332(8) 0.01516(16) Uani 1 1 d . . . . .
F2 F -0.26896(11) 0.09757(11) -0.22883(8) 0.02971(19) Uani 1 1 d . . . . .
C1 C -0.03414(14) 0.21406(12) -0.03182(10) 0.01536(18) Uani 1 1 d . . . . .
C7 C 0.07125(14) 0.26057(12) 0.01706(10) 0.01491(18) Uani 1 1 d . . . . .
C10 C 0.29983(15) 0.35708(13) 0.06576(11) 0.0178(2) Uani 1 1 d . . . . .
C9 C 0.19182(15) 0.29766(13) 0.15832(10) 0.01706(19) Uani 1 1 d . . . . .
C2 C 0.02332(14) 0.22638(13) -0.16142(10) 0.01633(19) Uani 1 1 d . . . . .
C16 C 0.50477(15) 0.26542(13) -0.52462(10) 0.01724(19) Uani 1 1 d . . . . .
C15 C 0.64033(15) 0.12136(14) -0.52644(11) 0.0189(2) Uani 1 1 d . . . . .
H15 H 0.7415 0.0890 -0.5977 0.023 Uiso 1 1 calc R U . . .
C12 C 0.18732(14) 0.31571(12) -0.07926(10) 0.01583(19) Uani 1 1 d . . . . .
C21 C 0.36360(14) 0.30301(13) -0.41378(10) 0.01568(18) Uani 1 1 d . . . . .
C5 C -0.24903(15) 0.12530(13) -0.03972(11) 0.0193(2) Uani 1 1 d . . . . .
C4 C -0.19259(16) 0.13644(14) -0.16571(12) 0.0209(2) Uani 1 1 d . . . . .
C8 C 0.07560(14) 0.25239(13) 0.13470(10) 0.01596(19) Uani 1 1 d . . . . .
C13 C 0.47660(15) 0.07476(13) -0.31718(10) 0.01711(19) Uani 1 1 d . . . . .
H13 H 0.4673 0.0091 -0.2479 0.021 Uiso 1 1 calc R U . . .
C11 C 0.29624(15) 0.36444(13) -0.05234(10) 0.0177(2) Uani 1 1 d . . . . .
C3 C -0.05603(15) 0.18707(14) -0.22508(11) 0.0191(2) Uani 1 1 d . . . . .
C6 C -0.17073(14) 0.16401(13) 0.02728(10) 0.01706(19) Uani 1 1 d . . . . .
C20 C 0.21965(15) 0.44268(13) -0.39080(10) 0.0180(2) Uani 1 1 d . . . . .
C14 C 0.62493(15) 0.02810(13) -0.42420(11) 0.0184(2) Uani 1 1 d . . . . .
H14 H 0.7156 -0.0688 -0.4261 0.022 Uiso 1 1 calc R U . . .
C17 C 0.49417(17) 0.37698(15) -0.61901(11) 0.0233(2) Uani 1 1 d . . . . .
H17 H 0.5854 0.3589 -0.6963 0.028 Uiso 1 1 calc R U . . .
C19 C 0.20972(17) 0.54866(14) -0.48314(11) 0.0229(2) Uani 1 1 d . . . . .
H19 H 0.1128 0.6431 -0.4714 0.027 Uiso 1 1 calc R U . . .
C18 C 0.34991(18) 0.51193(15) -0.59710(11) 0.0250(2) Uani 1 1 d . . . . .
H18 H 0.3438 0.5844 -0.6617 0.030 Uiso 1 1 calc R U . . .
B1 B 0.16773(16) 0.30432(15) -0.20852(11) 0.0169(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F6 C9 1.3394(13) . ?
F5 C8 1.3495(12) . ?
F4 C6 1.3482(13) . ?
F3 C5 1.3457(13) . ?
F1 C3 1.3564(14) . ?
F8 C11 1.3537(13) . ?
F7 C10 1.3420(13) . ?
O1 C20 1.3473(14) . ?
O1 B1 1.4927(15) . ?
N1 C13 1.3321(14) . ?
N1 C21 1.3599(14) . ?
N1 B1 1.6197(16) . ?
F2 C4 1.3427(14) . ?
C1 C6 1.3873(15) . ?
C1 C2 1.4187(15) . ?
C1 C7 1.4863(15) . ?
C7 C8 1.3868(15) . ?
C7 C12 1.4193(15) . ?
C10 C9 1.3800(16) . ?
C10 C11 1.3905(16) . ?
C9 C8 1.3907(16) . ?
C2 C3 1.3718(16) . ?
C2 B1 1.6187(17) . ?
C16 C21 1.4032(15) . ?
C16 C15 1.4170(16) . ?
C16 C17 1.4207(17) . ?
C15 C14 1.3826(17) . ?
C15 H15 0.9500 . ?
C12 C11 1.3720(15) . ?
C12 B1 1.6150(17) . ?
C21 C20 1.4051(16) . ?
C5 C4 1.3786(18) . ?
C5 C6 1.3917(16) . ?
C4 C3 1.3909(18) . ?
C13 C14 1.4100(16) . ?
C13 H13 0.9500 . ?
C20 C19 1.3715(16) . ?
C14 H14 0.9500 . ?
C17 C18 1.3795(18) . ?
C17 H17 0.9500 . ?
C19 C18 1.4227(17) . ?
C19 H19 0.9500 . ?
C18 H18 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
C20 O1 B1 110.59(9) . . ?
C13 N1 C21 119.38(10) . . ?
C13 N1 B1 134.00(9) . . ?
C21 N1 B1 106.61(9) . . ?
C6 C1 C2 118.95(10) . . ?
C6 C1 C7 131.11(10) . . ?
C2 C1 C7 109.94(9) . . ?
C8 C7 C12 119.10(10) . . ?
C8 C7 C1 130.72(10) . . ?
C12 C7 C1 110.13(9) . . ?
F7 C10 C9 119.79(10) . . ?
F7 C10 C11 121.20(10) . . ?
C9 C10 C11 118.99(10) . . ?
F6 C9 C10 119.57(10) . . ?
F6 C9 C8 120.06(10) . . ?
C10 C9 C8 120.37(10) . . ?
C3 C2 C1 119.31(10) . . ?
C3 C2 B1 130.21(10) . . ?
C1 C2 B1 110.18(9) . . ?
C21 C16 C15 115.23(10) . . ?
C21 C16 C17 116.04(11) . . ?
C15 C16 C17 128.73(11) . . ?
C14 C15 C16 119.80(10) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C11 C12 C7 118.92(10) . . ?
C11 C12 B1 130.80(10) . . ?
C7 C12 B1 110.26(9) . . ?
N1 C21 C20 110.89(9) . . ?
N1 C21 C16 124.69(10) . . ?
C20 C21 C16 124.40(10) . . ?
F3 C5 C4 119.75(11) . . ?
F3 C5 C6 119.63(11) . . ?
C4 C5 C6 120.62(11) . . ?
F2 C4 C5 119.75(11) . . ?
F2 C4 C3 121.24(11) . . ?
C5 C4 C3 119.01(11) . . ?
F5 C8 C7 123.09(10) . . ?
F5 C8 C9 116.31(9) . . ?
C7 C8 C9 120.60(10) . . ?
N1 C13 C14 119.94(10) . . ?
N1 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
F8 C11 C12 120.46(10) . . ?
F8 C11 C10 117.59(10) . . ?
C12 C11 C10 121.93(10) . . ?
F1 C3 C2 120.48(11) . . ?
F1 C3 C4 117.86(10) . . ?
C2 C3 C4 121.66(11) . . ?
F4 C6 C1 123.40(10) . . ?
F4 C6 C5 116.15(10) . . ?
C1 C6 C5 120.45(10) . . ?
O1 C20 C19 129.37(11) . . ?
O1 C20 C21 111.63(10) . . ?
C19 C20 C21 118.99(11) . . ?
C15 C14 C13 120.95(11) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C18 C17 C16 119.26(11) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C20 C19 C18 117.57(11) . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 121.2 . . ?
C17 C18 C19 123.68(11) . . ?
C17 C18 H18 118.2 . . ?
C19 C18 H18 118.2 . . ?
O1 B1 C12 116.54(10) . . ?
O1 B1 N1 100.09(8) . . ?
C12 B1 N1 114.09(9) . . ?
O1 B1 C2 112.04(10) . . ?
C12 B1 C2 99.13(9) . . ?
N1 B1 C2 115.79(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C7 C8 7.6(2) . . . . ?
C2 C1 C7 C8 -172.39(11) . . . . ?
C6 C1 C7 C12 -175.01(11) . . . . ?
C2 C1 C7 C12 4.99(13) . . . . ?
F7 C10 C9 F6 -0.95(17) . . . . ?
C11 C10 C9 F6 177.46(10) . . . . ?
F7 C10 C9 C8 178.69(10) . . . . ?
C11 C10 C9 C8 -2.90(17) . . . . ?
C6 C1 C2 C3 -0.69(16) . . . . ?
C7 C1 C2 C3 179.31(10) . . . . ?
C6 C1 C2 B1 173.68(10) . . . . ?
C7 C1 C2 B1 -6.32(12) . . . . ?
C21 C16 C15 C14 1.44(16) . . . . ?
C17 C16 C15 C14 -179.55(12) . . . . ?
C8 C7 C12 C11 -2.28(16) . . . . ?
C1 C7 C12 C11 179.98(10) . . . . ?
C8 C7 C12 B1 176.22(10) . . . . ?
C1 C7 C12 B1 -1.51(12) . . . . ?
C13 N1 C21 C20 -178.47(10) . . . . ?
B1 N1 C21 C20 0.42(12) . . . . ?
C13 N1 C21 C16 0.04(17) . . . . ?
B1 N1 C21 C16 178.94(10) . . . . ?
C15 C16 C21 N1 -1.22(17) . . . . ?
C17 C16 C21 N1 179.65(11) . . . . ?
C15 C16 C21 C20 177.10(11) . . . . ?
C17 C16 C21 C20 -2.03(17) . . . . ?
F3 C5 C4 F2 0.23(18) . . . . ?
C6 C5 C4 F2 179.54(11) . . . . ?
F3 C5 C4 C3 -179.34(10) . . . . ?
C6 C5 C4 C3 -0.02(18) . . . . ?
C12 C7 C8 F5 -179.42(10) . . . . ?
C1 C7 C8 F5 -2.22(19) . . . . ?
C12 C7 C8 C9 0.07(17) . . . . ?
C1 C7 C8 C9 177.26(11) . . . . ?
F6 C9 C8 F5 1.72(16) . . . . ?
C10 C9 C8 F5 -177.93(10) . . . . ?
F6 C9 C8 C7 -177.80(10) . . . . ?
C10 C9 C8 C7 2.56(17) . . . . ?
C21 N1 C13 C14 0.90(16) . . . . ?
B1 N1 C13 C14 -177.63(11) . . . . ?
C7 C12 C11 F8 -179.47(10) . . . . ?
B1 C12 C11 F8 2.38(19) . . . . ?
C7 C12 C11 C10 1.95(17) . . . . ?
B1 C12 C11 C10 -176.19(11) . . . . ?
F7 C10 C11 F8 0.41(17) . . . . ?
C9 C10 C11 F8 -177.98(10) . . . . ?
F7 C10 C11 C12 179.02(11) . . . . ?
C9 C10 C11 C12 0.63(18) . . . . ?
C1 C2 C3 F1 -179.21(10) . . . . ?
B1 C2 C3 F1 7.71(19) . . . . ?
C1 C2 C3 C4 0.50(18) . . . . ?
B1 C2 C3 C4 -172.58(11) . . . . ?
F2 C4 C3 F1 0.02(18) . . . . ?
C5 C4 C3 F1 179.58(10) . . . . ?
F2 C4 C3 C2 -179.70(11) . . . . ?
C5 C4 C3 C2 -0.14(19) . . . . ?
C2 C1 C6 F4 179.81(10) . . . . ?
C7 C1 C6 F4 -0.20(19) . . . . ?
C2 C1 C6 C5 0.54(17) . . . . ?
C7 C1 C6 C5 -179.46(11) . . . . ?
F3 C5 C6 F4 -0.18(16) . . . . ?
C4 C5 C6 F4 -179.50(10) . . . . ?
F3 C5 C6 C1 179.13(10) . . . . ?
C4 C5 C6 C1 -0.18(18) . . . . ?
B1 O1 C20 C19 176.68(13) . . . . ?
B1 O1 C20 C21 -4.38(14) . . . . ?
N1 C21 C20 O1 2.42(14) . . . . ?
C16 C21 C20 O1 -176.10(10) . . . . ?
N1 C21 C20 C19 -178.52(11) . . . . ?
C16 C21 C20 C19 2.96(18) . . . . ?
C16 C15 C14 C13 -0.61(17) . . . . ?
N1 C13 C14 C15 -0.62(17) . . . . ?
C21 C16 C17 C18 -0.07(18) . . . . ?
C15 C16 C17 C18 -179.07(13) . . . . ?
O1 C20 C19 C18 177.22(12) . . . . ?
C21 C20 C19 C18 -1.66(19) . . . . ?
C16 C17 C18 C19 1.2(2) . . . . ?
C20 C19 C18 C17 -0.4(2) . . . . ?
C20 O1 B1 C12 127.71(11) . . . . ?
C20 O1 B1 N1 4.19(12) . . . . ?
C20 O1 B1 C2 -119.10(10) . . . . ?
C11 C12 B1 O1 -63.37(16) . . . . ?
C7 C12 B1 O1 118.36(11) . . . . ?
C11 C12 B1 N1 52.60(16) . . . . ?
C7 C12 B1 N1 -125.67(10) . . . . ?
C11 C12 B1 C2 176.29(12) . . . . ?
C7 C12 B1 C2 -1.98(12) . . . . ?
C13 N1 B1 O1 175.96(11) . . . . ?
C21 N1 B1 O1 -2.70(11) . . . . ?
C13 N1 B1 C12 50.74(16) . . . . ?
C21 N1 B1 C12 -127.92(10) . . . . ?
C13 N1 B1 C2 -63.42(16) . . . . ?
C21 N1 B1 C2 117.92(10) . . . . ?
C3 C2 B1 O1 54.97(16) . . . . ?
C1 C2 B1 O1 -118.60(10) . . . . ?
C3 C2 B1 C12 178.57(12) . . . . ?
C1 C2 B1 C12 5.00(12) . . . . ?
C3 C2 B1 N1 -58.96(16) . . . . ?
C1 C2 B1 N1 127.47(10) . . . . ?

_refine_diff_density_max         0.511
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.071

_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_5
_database_code_depnum_ccdc_archive 'CCDC 1905171'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
(2?-(2??-oxyphenyl)-benzoxazolato)-9-borafluorene
_chemical_name_common            ?
_chemical_melting_point          256.8
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H16 B N O2'
_chemical_formula_weight         373.20

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

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

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

_cell_length_a                   12.2286(2)
_cell_length_b                   9.9535(2)
_cell_length_c                   15.6960(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.304(2)
_cell_angle_gamma                90
_cell_volume                     1851.25(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4842
_cell_measurement_theta_min      3.7160
_cell_measurement_theta_max      65.3840

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_T_min  0.73517
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_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 10.4391
_diffrn_reflns_number            9116
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.730
_diffrn_reflns_theta_max         65.426
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.943
_reflns_number_total             3154
_reflns_number_gt                2790
_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)+(0.0482P)²+0.5792P] 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         3154
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0930
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_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
O2 O 0.73161(8) 0.25007(9) 1.06414(6) 0.0227(2) Uani 1 1 d . . . . .
O1 O 0.77544(9) 0.32331(10) 0.81818(6) 0.0295(2) Uani 1 1 d . . . . .
N1 N 0.72612(9) 0.17627(11) 0.92992(7) 0.0215(3) Uani 1 1 d . . . . .
C14 C 0.68490(11) 0.07255(13) 0.97377(8) 0.0219(3) Uani 1 1 d . . . . .
C13 C 0.75335(10) 0.27586(13) 0.98576(8) 0.0207(3) Uani 1 1 d . . . . .
C15 C 0.68817(11) 0.12025(13) 1.05724(8) 0.0209(3) Uani 1 1 d . . . . .
C20 C 0.79958(11) 0.39981(14) 0.96630(9) 0.0236(3) Uani 1 1 d . . . . .
C7 C 0.68215(12) 0.01202(13) 0.71850(8) 0.0235(3) Uani 1 1 d . . . . .
C25 C 0.80841(11) 0.41765(14) 0.87945(9) 0.0228(3) Uani 1 1 d . . . . .
C17 C 0.61829(12) -0.08207(14) 1.09609(9) 0.0282(3) Uani 1 1 d . . . . .
H17 H 0.5944 -0.1379 1.1372 0.034 Uiso 1 1 calc R U . . .
C19 C 0.64772(13) -0.05653(14) 0.94909(9) 0.0277(3) Uani 1 1 d . . . . .
H19 H 0.6452 -0.0909 0.8922 0.033 Uiso 1 1 calc R U . . .
C18 C 0.61441(13) -0.13252(14) 1.01236(9) 0.0293(3) Uani 1 1 d . . . . .
H18 H 0.5882 -0.2216 0.9983 0.035 Uiso 1 1 calc R U . . .
C1 C 0.80205(12) -0.01871(14) 0.76009(9) 0.0260(3) Uani 1 1 d . . . . .
C24 C 0.84883(12) 0.54037(14) 0.85683(9) 0.0271(3) Uani 1 1 d . . . . .
H24 H 0.8550 0.5553 0.7984 0.032 Uiso 1 1 calc R U . . .
C8 C 0.64537(11) 0.12383(13) 0.75882(8) 0.0210(3) Uani 1 1 d . . . . .
C16 C 0.65599(11) 0.04702(14) 1.12126(9) 0.0244(3) Uani 1 1 d . . . . .
H16 H 0.6593 0.0819 1.1782 0.029 Uiso 1 1 calc R U . . .
C21 C 0.83310(14) 0.50057(16) 1.02937(10) 0.0370(4) Uani 1 1 d . . . . .
H21 H 0.8285 0.4864 1.0882 0.044 Uiso 1 1 calc R U . . .
B1 B 0.74935(13) 0.18055(15) 0.83438(9) 0.0220(3) Uani 1 1 d . . . . .
C11 C 0.50032(14) -0.00745(17) 0.61795(10) 0.0402(4) Uani 1 1 d . . . . .
H11 H 0.4508 -0.0514 0.5698 0.048 Uiso 1 1 calc R U . . .
C9 C 0.53490(12) 0.16757(15) 0.72735(9) 0.0273(3) Uani 1 1 d . . . . .
H9 H 0.5087 0.2433 0.7534 0.033 Uiso 1 1 calc R U . . .
C2 C 0.84586(12) 0.07372(14) 0.82716(9) 0.0256(3) Uani 1 1 d . . . . .
C12 C 0.61040(14) -0.05244(15) 0.64792(9) 0.0343(4) Uani 1 1 d . . . . .
H12 H 0.6365 -0.1267 0.6204 0.041 Uiso 1 1 calc R U . . .
C10 C 0.46206(13) 0.10076(17) 0.65748(10) 0.0365(4) Uani 1 1 d . . . . .
H10 H 0.3861 0.1299 0.6372 0.044 Uiso 1 1 calc R U . . .
C23 C 0.87979(15) 0.63970(16) 0.91921(11) 0.0387(4) Uani 1 1 d . . . . .
H23 H 0.9065 0.7232 0.9030 0.046 Uiso 1 1 calc R U . . .
C3 C 0.95796(13) 0.05989(17) 0.87362(11) 0.0380(4) Uani 1 1 d . . . . .
H3 H 0.9888 0.1191 0.9209 0.046 Uiso 1 1 calc R U . . .
C22 C 0.87276(18) 0.62015(18) 1.00549(12) 0.0483(5) Uani 1 1 d . . . . .
H22 H 0.8954 0.6895 1.0478 0.058 Uiso 1 1 calc R U . . .
C6 C 0.86859(16) -0.12098(17) 0.73913(10) 0.0398(4) Uani 1 1 d . . . . .
H6 H 0.8371 -0.1842 0.6944 0.048 Uiso 1 1 calc R U . . .
C4 C 1.02491(14) -0.0401(2) 0.85108(14) 0.0519(5) Uani 1 1 d . . . . .
H4 H 1.1019 -0.0470 0.8822 0.062 Uiso 1 1 calc R U . . .
C5 C 0.98104(16) -0.1298(2) 0.78406(13) 0.0518(5) Uani 1 1 d . . . . .
H5 H 1.0279 -0.1971 0.7689 0.062 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
O2 C13 1.3460(16) . ?
O2 C15 1.3912(16) . ?
O1 C25 1.3332(17) . ?
O1 B1 1.4918(17) . ?
N1 C13 1.3105(17) . ?
N1 C14 1.4018(17) . ?
N1 B1 1.5943(17) . ?
C14 C15 1.3849(19) . ?
C14 C19 1.3857(19) . ?
C13 C20 1.4213(19) . ?
C15 C16 1.3751(19) . ?
C20 C21 1.398(2) . ?
C20 C25 1.4051(19) . ?
C7 C12 1.389(2) . ?
C7 C8 1.4077(19) . ?
C7 C1 1.482(2) . ?
C25 C24 1.396(2) . ?
C17 C16 1.389(2) . ?
C17 C18 1.397(2) . ?
C17 H17 0.9500 . ?
C19 C18 1.387(2) . ?
C19 H19 0.9500 . ?
C18 H18 0.9500 . ?
C1 C6 1.392(2) . ?
C1 C2 1.401(2) . ?
C24 C23 1.377(2) . ?
C24 H24 0.9500 . ?
C8 C9 1.3888(19) . ?
C8 B1 1.6116(19) . ?
C16 H16 0.9500 . ?
C21 C22 1.372(2) . ?
C21 H21 0.9500 . ?
B1 C2 1.613(2) . ?
C11 C10 1.381(3) . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C9 C10 1.398(2) . ?
C9 H9 0.9500 . ?
C2 C3 1.391(2) . ?
C12 H12 0.9500 . ?
C10 H10 0.9500 . ?
C23 C22 1.392(2) . ?
C23 H23 0.9500 . ?
C3 C4 1.389(3) . ?
C3 H3 0.9500 . ?
C22 H22 0.9500 . ?
C6 C5 1.384(3) . ?
C6 H6 0.9500 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9500 . ?
C5 H5 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
C13 O2 C15 105.30(10) . . ?
C25 O1 B1 125.96(10) . . ?
C13 N1 C14 106.95(11) . . ?
C13 N1 B1 122.28(11) . . ?
C14 N1 B1 130.60(11) . . ?
C15 C14 C19 120.87(12) . . ?
C15 C14 N1 106.39(11) . . ?
C19 C14 N1 132.73(12) . . ?
N1 C13 O2 113.09(11) . . ?
N1 C13 C20 124.17(12) . . ?
O2 C13 C20 122.74(11) . . ?
C16 C15 C14 124.27(13) . . ?
C16 C15 O2 127.46(12) . . ?
C14 C15 O2 108.26(11) . . ?
C21 C20 C25 121.14(13) . . ?
C21 C20 C13 122.23(13) . . ?
C25 C20 C13 116.62(12) . . ?
C12 C7 C8 120.99(14) . . ?
C12 C7 C1 128.12(14) . . ?
C8 C7 C1 110.87(12) . . ?
O1 C25 C24 119.72(12) . . ?
O1 C25 C20 121.92(12) . . ?
C24 C25 C20 118.30(12) . . ?
C16 C17 C18 122.14(13) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C14 C19 C18 116.07(12) . . ?
C14 C19 H19 122.0 . . ?
C18 C19 H19 122.0 . . ?
C19 C18 C17 122.00(13) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C6 C1 C2 121.36(14) . . ?
C6 C1 C7 128.25(14) . . ?
C2 C1 C7 110.39(12) . . ?
C23 C24 C25 119.99(13) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C9 C8 C7 118.60(12) . . ?
C9 C8 B1 132.31(13) . . ?
C7 C8 B1 109.04(11) . . ?
C15 C16 C17 114.66(12) . . ?
C15 C16 H16 122.7 . . ?
C17 C16 H16 122.7 . . ?
C22 C21 C20 119.39(14) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
O1 B1 N1 106.33(10) . . ?
O1 B1 C8 111.79(11) . . ?
N1 B1 C8 113.04(11) . . ?
O1 B1 C2 115.14(11) . . ?
N1 B1 C2 110.60(10) . . ?
C8 B1 C2 100.09(11) . . ?
C10 C11 C12 120.53(13) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C8 C9 C10 120.33(14) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C3 C2 C1 118.23(14) . . ?
C3 C2 B1 132.19(14) . . ?
C1 C2 B1 109.58(12) . . ?
C11 C12 C7 119.38(15) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C11 C10 C9 120.15(14) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C24 C23 C22 121.28(14) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C4 C3 C2 120.26(17) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C21 C22 C23 119.88(14) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C5 C6 C1 119.38(17) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C5 C4 C3 120.92(16) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 119.79(16) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?

_refine_diff_density_max         0.244
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.045

_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_8
_database_code_depnum_ccdc_archive 'CCDC 1905168'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
(2',6'-bis(N-phenyliminomethyl)-1',5'-dioxynaphthalenato)-bis(9-borafluorene)
_chemical_name_common            ?
_chemical_melting_point          449.4
_chemical_formula_moiety         'C48 H32 B2 N2 O2'
_chemical_formula_sum            'C48 H32 B2 N2 O2'
_chemical_formula_weight         690.37

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

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

_vrf_PLAT097_8                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.70 eA-3  
RESPONSE: The residual density peak is located close to borafluorene ring
As suggested by high ADPs values, the borafluorene ring can be disordered due to
the conformational isomerism around boron coordination sphere - so called
flat and distorted conformers (seem more datails in the text). This is
also confirmed by the presence of other residual density peak located in
the vicinity of borafluorene moiety. On the other hand, the second borafluorene 
group is not affected by disorder. The model that includes disordered
fraction was not stable.
;
_vrf_PLAT094_8                   
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       5.26 Report
RESPONSE: See above
;

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

_cell_length_a                   18.5530(2)
_cell_length_b                   10.96080(10)
_cell_length_c                   18.0089(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.6950(10)
_cell_angle_gamma                90
_cell_volume                     3447.97(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10794
_cell_measurement_theta_min      2.4840
_cell_measurement_theta_max      65.4200

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_T_min  0.82594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_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 10.4391
_diffrn_reflns_number            25695
_diffrn_reflns_av_unetI/netI     0.0157
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.529
_diffrn_reflns_theta_max         65.401
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.939
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.939
_reflns_number_total             5857
_reflns_number_gt                5205
_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)+(0.1012P)²+5.5590P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5857
_refine_ls_number_parameters     487
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.1999
_refine_ls_wR_factor_gt          0.1935
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_vrf_PLAT097_1                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.71 eA-3  
RESPONSE: One of the borafluorene ring is probably slightly disordered
;
_vrf_PLAT094_1                   
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       5.27 Report
RESPONSE: See above
;
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 0.41476(10) 0.37617(16) 0.27657(10) 0.0262(4) Uani 1 1 d . . . . .
O2 O 0.07637(10) 0.35498(18) 0.20881(13) 0.0372(5) Uani 1 1 d . . . . .
N2 N 0.47778(11) 0.55068(18) 0.36487(12) 0.0219(5) Uani 1 1 d . . . . .
C10 C 0.34800(14) 0.4157(2) 0.27791(14) 0.0224(5) Uani 1 1 d . . . . .
C2 C 0.14240(14) 0.3165(2) 0.20476(15) 0.0272(6) Uani 1 1 d . . . . .
N1 N 0.01220(12) 0.1745(2) 0.12665(14) 0.0311(5) Uani 1 1 d . . . . .
C3 C 0.20973(14) 0.3874(2) 0.24334(15) 0.0257(6) Uani 1 1 d . . . . .
C4 C 0.28078(14) 0.3450(2) 0.23936(14) 0.0235(5) Uani 1 1 d . . . . .
C9 C 0.34148(14) 0.5240(2) 0.31641(15) 0.0247(5) Uani 1 1 d . . . . .
C43 C 0.54060(14) 0.6281(2) 0.40899(15) 0.0233(5) Uani 1 1 d . . . . .
C12 C 0.40942(14) 0.5893(2) 0.35745(14) 0.0234(5) Uani 1 1 d . . . . .
H12 H 0.4046 0.6653 0.3807 0.028 Uiso 1 1 calc R U . . .
C11 C 0.07970(15) 0.1409(2) 0.12730(16) 0.0289(6) Uani 1 1 d . . . . .
H11 H 0.0838 0.0674 0.1011 0.035 Uiso 1 1 calc R U . . .
C8 C 0.26918(15) 0.5638(2) 0.31803(16) 0.0294(6) Uani 1 1 d . . . . .
H8 H 0.2658 0.6381 0.3438 0.035 Uiso 1 1 calc R U . . .
C6 C 0.22055(15) 0.1687(2) 0.16476(15) 0.0287(6) Uani 1 1 d . . . . .
H6 H 0.2239 0.0944 0.1390 0.034 Uiso 1 1 calc R U . . .
C37 C 0.60740(14) 0.3782(2) 0.29023(15) 0.0255(6) Uani 1 1 d . . . . .
C25 C -0.05167(15) 0.0931(3) 0.09183(17) 0.0323(6) Uani 1 1 d . . . . .
C19 C -0.10588(16) 0.3617(3) 0.21657(18) 0.0359(7) Uani 1 1 d . . . . .
C44 C 0.54035(15) 0.7494(2) 0.38719(16) 0.0284(6) Uani 1 1 d . . . . .
H44 H 0.5031 0.7783 0.3401 0.034 Uiso 1 1 calc R U . . .
C7 C 0.20470(15) 0.4972(2) 0.28319(16) 0.0309(6) Uani 1 1 d . . . . .
H7 H 0.1568 0.5239 0.2855 0.037 Uiso 1 1 calc R U . . .
C5 C 0.28549(15) 0.2342(2) 0.20028(15) 0.0272(6) Uani 1 1 d . . . . .
H5 H 0.3335 0.2061 0.1989 0.033 Uiso 1 1 calc R U . . .
C39 C 0.53252(15) 0.5336(2) 0.20423(15) 0.0275(6) Uani 1 1 d . . . . .
H39 H 0.4903 0.5883 0.1890 0.033 Uiso 1 1 calc R U . . .
C45 C 0.59512(16) 0.8282(3) 0.43494(18) 0.0346(6) Uani 1 1 d . . . . .
H45 H 0.5956 0.9114 0.4204 0.042 Uiso 1 1 calc R U . . .
C1 C 0.14812(15) 0.2089(2) 0.16536(15) 0.0265(6) Uani 1 1 d . . . . .
C20 C -0.14967(17) 0.3705(3) 0.2655(2) 0.0436(8) Uani 1 1 d . . . . .
H20 H -0.1893 0.4296 0.2554 0.052 Uiso 1 1 calc R U . . .
C40 C 0.58426(16) 0.5316(3) 0.16241(16) 0.0321(6) Uani 1 1 d . . . . .
H40 H 0.5770 0.5850 0.1189 0.038 Uiso 1 1 calc R U . . .
C31 C 0.54546(15) 0.3283(2) 0.38249(15) 0.0259(6) Uani 1 1 d . . . . .
C36 C 0.60923(14) 0.3024(2) 0.35900(15) 0.0264(6) Uani 1 1 d . . . . .
C18 C -0.11295(15) 0.4331(3) 0.14430(18) 0.0357(7) Uani 1 1 d . . . . .
C34 C 0.65508(17) 0.1547(3) 0.46326(17) 0.0357(7) Uani 1 1 d . . . . .
H34 H 0.6926 0.0976 0.4920 0.043 Uiso 1 1 calc R U . . .
C38 C 0.54311(14) 0.4556(2) 0.26771(15) 0.0248(5) Uani 1 1 d . . . . .
C24 C -0.04584(16) 0.2750(3) 0.23243(17) 0.0366(7) Uani 1 1 d . . . . .
C23 C -0.03298(15) 0.1952(3) 0.2903(2) 0.0419(7) Uani 1 1 d . U . . .
H23 H 0.0047 0.1335 0.2971 0.050 Uiso 1 1 calc R U . . .
C22 C -0.07739(19) 0.2026(3) 0.3440(2) 0.0470(7) Uani 1 1 d . U . . .
H22 H -0.0668 0.1477 0.3872 0.056 Uiso 1 1 calc R U . . .
C41 C 0.64596(16) 0.4517(3) 0.18453(17) 0.0328(6) Uani 1 1 d . . . . .
H41 H 0.6803 0.4503 0.1556 0.039 Uiso 1 1 calc R U . . .
C35 C 0.66377(16) 0.2155(3) 0.39903(17) 0.0330(6) Uani 1 1 d . . . . .
H35 H 0.7062 0.1982 0.3825 0.040 Uiso 1 1 calc R U . . .
C48 C 0.59678(15) 0.5833(2) 0.47567(16) 0.0289(6) Uani 1 1 d . . . . .
H48 H 0.5984 0.4991 0.4886 0.035 Uiso 1 1 calc R U . . .
C47 C 0.65068(15) 0.6637(3) 0.52323(17) 0.0322(6) Uani 1 1 d . . . . .
H47 H 0.6890 0.6346 0.5695 0.039 Uiso 1 1 calc R U . . .
C32 C 0.53733(16) 0.2634(2) 0.44528(15) 0.0303(6) Uani 1 1 d . . . . .
H32 H 0.4942 0.2776 0.4612 0.036 Uiso 1 1 calc R U . . .
B2 B 0.49208(16) 0.4287(3) 0.32299(17) 0.0243(6) Uani 1 1 d . . . . .
C33 C 0.59195(17) 0.1774(3) 0.48522(17) 0.0348(6) Uani 1 1 d . . . . .
H33 H 0.5856 0.1338 0.5282 0.042 Uiso 1 1 calc R U . . .
C27 C -0.10254(18) -0.1094(3) 0.0737(2) 0.0469(8) Uani 1 1 d . . . . .
H27 H -0.0956 -0.1944 0.0837 0.056 Uiso 1 1 calc R U . . .
C17 C -0.16542(17) 0.5237(3) 0.1101(2) 0.0470(8) Uani 1 1 d . . . . .
H17 H -0.2002 0.5530 0.1344 0.056 Uiso 1 1 calc R U . . .
C42 C 0.65797(15) 0.3741(3) 0.24830(17) 0.0315(6) Uani 1 1 d . . . . .
H42 H 0.7000 0.3192 0.2631 0.038 Uiso 1 1 calc R U . . .
C30 C -0.12204(17) 0.1365(3) 0.04478(19) 0.0427(8) Uani 1 1 d . . . . .
H30 H -0.1294 0.2215 0.0348 0.051 Uiso 1 1 calc R U . . .
C26 C -0.04201(17) -0.0299(3) 0.10725(19) 0.0411(7) Uani 1 1 d . . . . .
H26 H 0.0059 -0.0603 0.1407 0.049 Uiso 1 1 calc R U . . .
C13 C -0.05777(16) 0.3948(3) 0.11199(18) 0.0362(7) Uani 1 1 d . . . . .
B1 B -0.00147(18) 0.2966(3) 0.1701(2) 0.0330(7) Uani 1 1 d . . . . .
C46 C 0.64890(15) 0.7858(3) 0.50352(17) 0.0336(6) Uani 1 1 d . . . . .
H46 H 0.6848 0.8407 0.5373 0.040 Uiso 1 1 calc R U . . .
C21 C -0.13415(17) 0.2883(3) 0.33228(19) 0.0411(7) Uani 1 1 d . U . . .
H21 H -0.1627 0.2937 0.3672 0.049 Uiso 1 1 calc R U . . .
C16 C -0.16489(19) 0.5710(3) 0.0367(2) 0.0525(9) Uani 1 1 d . . . . .
H16 H -0.2004 0.6329 0.0110 0.063 Uiso 1 1 calc R U . . .
C14 C -0.0591(2) 0.4447(3) 0.04154(19) 0.0461(8) Uani 1 1 d . . . . .
H14 H -0.0222 0.4217 0.0183 0.055 Uiso 1 1 calc R U . . .
C28 C -0.17190(16) -0.0664(3) 0.02659(18) 0.0398(7) Uani 1 1 d . . . . .
H28 H -0.2131 -0.1213 0.0039 0.048 Uiso 1 1 calc R U . . .
C29 C -0.18180(17) 0.0565(3) 0.01217(19) 0.0432(8) Uani 1 1 d . . . . .
H29 H -0.2301 0.0866 -0.0205 0.052 Uiso 1 1 calc R U . . .
C15 C -0.1166(2) 0.5309(3) 0.0043(2) 0.0588(10) Uani 1 1 d . . . . .
H15 H -0.1200 0.5607 -0.0463 0.071 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 C10 1.320(3) . ?
O1 B2 1.510(3) . ?
O2 C2 1.321(3) . ?
O2 B1 1.517(4) . ?
N2 C12 1.300(3) . ?
N2 C43 1.444(3) . ?
N2 B2 1.600(3) . ?
C10 C9 1.401(4) . ?
C10 C4 1.433(3) . ?
C2 C1 1.399(4) . ?
C2 C3 1.436(4) . ?
N1 C11 1.302(4) . ?
N1 C25 1.447(3) . ?
N1 B1 1.613(4) . ?
C3 C7 1.421(4) . ?
C3 C4 1.422(4) . ?
C4 C5 1.421(4) . ?
C9 C8 1.420(4) . ?
C9 C12 1.421(3) . ?
C43 C44 1.386(4) . ?
C43 C48 1.388(4) . ?
C12 H12 0.9500 . ?
C11 C1 1.432(4) . ?
C11 H11 0.9500 . ?
C8 C7 1.361(4) . ?
C8 H8 0.9500 . ?
C6 C5 1.363(4) . ?
C6 C1 1.418(4) . ?
C6 H6 0.9500 . ?
C37 C42 1.389(4) . ?
C37 C38 1.407(4) . ?
C37 C36 1.482(4) . ?
C25 C26 1.375(4) . ?
C25 C30 1.380(4) . ?
C19 C20 1.388(4) . ?
C19 C24 1.419(4) . ?
C19 C18 1.486(4) . ?
C44 C45 1.389(4) . ?
C44 H44 0.9500 . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C39 C38 1.387(4) . ?
C39 C40 1.406(4) . ?
C39 H39 0.9500 . ?
C45 C46 1.381(4) . ?
C45 H45 0.9500 . ?
C20 C21 1.452(5) . ?
C20 H20 0.9500 . ?
C40 C41 1.389(4) . ?
C40 H40 0.9500 . ?
C31 C32 1.386(4) . ?
C31 C36 1.413(4) . ?
C31 B2 1.621(4) . ?
C36 C35 1.400(4) . ?
C18 C17 1.382(4) . ?
C18 C13 1.401(4) . ?
C34 C33 1.379(4) . ?
C34 C35 1.390(4) . ?
C34 H34 0.9500 . ?
C38 B2 1.615(4) . ?
C24 C23 1.318(4) . ?
C24 B1 1.618(5) . ?
C23 C22 1.469(5) . ?
C23 H23 0.9500 . ?
C22 C21 1.373(5) . ?
C22 H22 0.9500 . ?
C41 C42 1.385(4) . ?
C41 H41 0.9500 . ?
C35 H35 0.9500 . ?
C48 C47 1.391(4) . ?
C48 H48 0.9500 . ?
C47 C46 1.382(4) . ?
C47 H47 0.9500 . ?
C32 C33 1.393(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C27 C28 1.364(4) . ?
C27 C26 1.388(4) . ?
C27 H27 0.9500 . ?
C17 C16 1.422(5) . ?
C17 H17 0.9500 . ?
C42 H42 0.9500 . ?
C30 C29 1.380(4) . ?
C30 H30 0.9500 . ?
C26 H26 0.9500 . ?
C13 C14 1.374(4) . ?
C13 B1 1.615(4) . ?
C46 H46 0.9500 . ?
C21 H21 0.9500 . ?
C16 C15 1.301(6) . ?
C16 H16 0.9500 . ?
C14 C15 1.413(5) . ?
C14 H14 0.9500 . ?
C28 C29 1.372(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C15 H15 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
C10 O1 B2 125.94(19) . . ?
C2 O2 B1 126.7(2) . . ?
C12 N2 C43 116.3(2) . . ?
C12 N2 B2 122.3(2) . . ?
C43 N2 B2 121.25(19) . . ?
O1 C10 C9 121.7(2) . . ?
O1 C10 C4 118.9(2) . . ?
C9 C10 C4 119.5(2) . . ?
O2 C2 C1 121.8(2) . . ?
O2 C2 C3 118.2(2) . . ?
C1 C2 C3 119.9(2) . . ?
C11 N1 C25 118.3(2) . . ?
C11 N1 B1 122.6(2) . . ?
C25 N1 B1 118.9(2) . . ?
C7 C3 C4 121.5(2) . . ?
C7 C3 C2 120.5(2) . . ?
C4 C3 C2 118.0(2) . . ?
C5 C4 C3 121.1(2) . . ?
C5 C4 C10 120.9(2) . . ?
C3 C4 C10 118.0(2) . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 C12 118.4(2) . . ?
C8 C9 C12 120.9(2) . . ?
C44 C43 C48 121.0(2) . . ?
C44 C43 N2 118.9(2) . . ?
C48 C43 N2 120.0(2) . . ?
N2 C12 C9 123.6(2) . . ?
N2 C12 H12 118.2 . . ?
C9 C12 H12 118.2 . . ?
N1 C11 C1 123.5(2) . . ?
N1 C11 H11 118.2 . . ?
C1 C11 H11 118.2 . . ?
C7 C8 C9 121.0(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C5 C6 C1 121.5(2) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
C42 C37 C38 121.6(3) . . ?
C42 C37 C36 127.4(2) . . ?
C38 C37 C36 110.9(2) . . ?
C26 C25 C30 119.6(3) . . ?
C26 C25 N1 119.0(2) . . ?
C30 C25 N1 121.4(3) . . ?
C20 C19 C24 120.4(3) . . ?
C20 C19 C18 128.4(3) . . ?
C24 C19 C18 111.1(3) . . ?
C43 C44 C45 119.3(2) . . ?
C43 C44 H44 120.3 . . ?
C45 C44 H44 120.3 . . ?
C8 C7 C3 119.3(2) . . ?
C8 C7 H7 120.3 . . ?
C3 C7 H7 120.3 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C38 C39 C40 120.0(3) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C46 C45 C44 120.1(3) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 C11 118.4(2) . . ?
C6 C1 C11 121.6(2) . . ?
C19 C20 C21 119.2(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C41 C40 C39 120.1(3) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C32 C31 C36 118.3(2) . . ?
C32 C31 B2 132.7(2) . . ?
C36 C31 B2 109.0(2) . . ?
C35 C36 C31 121.0(3) . . ?
C35 C36 C37 128.4(2) . . ?
C31 C36 C37 110.6(2) . . ?
C17 C18 C13 122.2(3) . . ?
C17 C18 C19 127.6(3) . . ?
C13 C18 C19 110.2(3) . . ?
C33 C34 C35 120.0(3) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C39 C38 C37 118.7(2) . . ?
C39 C38 B2 132.1(2) . . ?
C37 C38 B2 109.2(2) . . ?
C23 C24 C19 121.6(3) . . ?
C23 C24 B1 130.3(3) . . ?
C19 C24 B1 108.1(3) . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C42 C41 C40 120.8(3) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C34 C35 C36 119.2(3) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C43 C48 C47 118.9(3) . . ?
C43 C48 H48 120.6 . . ?
C47 C48 H48 120.6 . . ?
C46 C47 C48 120.4(3) . . ?
C46 C47 H47 119.8 . . ?
C48 C47 H47 119.8 . . ?
C31 C32 C33 120.5(3) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
O1 B2 N2 107.59(19) . . ?
O1 B2 C38 111.9(2) . . ?
N2 B2 C38 111.3(2) . . ?
O1 B2 C31 111.2(2) . . ?
N2 B2 C31 114.7(2) . . ?
C38 B2 C31 100.2(2) . . ?
C34 C33 C32 120.9(3) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C28 C27 C26 120.6(3) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C18 C17 C16 116.9(3) . . ?
C18 C17 H17 121.6 . . ?
C16 C17 H17 121.6 . . ?
C41 C42 C37 118.8(3) . . ?
C41 C42 H42 120.6 . . ?
C37 C42 H42 120.6 . . ?
C25 C30 C29 120.0(3) . . ?
C25 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C25 C26 C27 119.7(3) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C14 C13 C18 118.4(3) . . ?
C14 C13 B1 132.1(3) . . ?
C18 C13 B1 109.5(3) . . ?
O2 B1 N1 107.0(2) . . ?
O2 B1 C13 108.9(2) . . ?
N1 B1 C13 114.3(2) . . ?
O2 B1 C24 111.8(2) . . ?
N1 B1 C24 114.5(2) . . ?
C13 B1 C24 100.3(2) . . ?
C47 C46 C45 120.2(3) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C22 C21 C20 118.7(3) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C15 C16 C17 121.0(3) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C13 C14 C15 118.7(3) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C27 C28 C29 119.6(3) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C28 C29 C30 120.4(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C16 C15 C14 122.4(3) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?

_refine_diff_density_max         1.700
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.065

_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_6
_database_code_depnum_ccdc_archive 'CCDC 1905169'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
(2?-(2??-oxyphenyl)-benzothiazolato)-9-borafluorene
_chemical_name_common            ?
_chemical_melting_point          302.8
_chemical_formula_moiety         'C25 H16 B N O S'
_chemical_formula_sum            'C25 H16 B N O S'
_chemical_formula_weight         389.26

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.39560(10)
_cell_length_b                   10.41190(10)
_cell_length_c                   15.3378(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.1660(10)
_cell_angle_gamma                90
_cell_volume                     1901.25(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10427
_cell_measurement_theta_min      3.6760
_cell_measurement_theta_max      76.5740

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.630
_exptl_absorpt_correction_T_min  0.84518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(1)
_diffrn_ambient_environment      air
_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            13976
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.713
_diffrn_reflns_theta_max         76.877
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3978
_reflns_number_gt                3796
_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)+(0.0587P)²+0.5927P] 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         3978
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.003
_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
S1 S 0.72473(2) 0.76357(3) 1.09442(2) 0.01986(10) Uani 1 1 d . . . . .
O1 O 0.76640(8) 0.80477(8) 0.81416(5) 0.02396(19) Uani 1 1 d . . . . .
N1 N 0.72907(8) 0.67384(9) 0.93919(6) 0.0175(2) Uani 1 1 d . . . . .
C19 C 0.75421(9) 0.77681(11) 0.99152(7) 0.0179(2) Uani 1 1 d . . . . .
C21 C 0.68825(9) 0.57339(11) 0.98169(7) 0.0186(2) Uani 1 1 d . . . . .
C20 C 0.67889(9) 0.60748(11) 1.06770(8) 0.0191(2) Uani 1 1 d . . . . .
C25 C 0.63834(10) 0.52247(12) 1.12124(8) 0.0230(2) Uani 1 1 d . . . . .
H25 H 0.6313 0.5472 1.1790 0.028 Uiso 1 1 calc R U . . .
C1 C 0.64129(10) 0.60944(11) 0.76354(7) 0.0190(2) Uani 1 1 d . . . . .
C13 C 0.80413(9) 0.89978(11) 0.87309(8) 0.0194(2) Uani 1 1 d . . . . .
C12 C 0.84434(10) 0.57031(12) 0.83396(8) 0.0204(2) Uani 1 1 d . . . . .
C22 C 0.66027(11) 0.44906(12) 0.94850(8) 0.0233(2) Uani 1 1 d . . . . .
H22 H 0.6681 0.4237 0.8911 0.028 Uiso 1 1 calc R U . . .
C6 C 0.67880(10) 0.50354(11) 0.72261(7) 0.0207(2) Uani 1 1 d . . . . .
C18 C 0.80012(9) 0.89181(11) 0.96368(8) 0.0196(2) Uani 1 1 d . . . . .
C7 C 0.80007(10) 0.47946(11) 0.76505(8) 0.0213(2) Uani 1 1 d . . . . .
C2 C 0.53043(10) 0.64907(13) 0.72971(8) 0.0248(3) Uani 1 1 d . . . . .
H2 H 0.5039 0.7212 0.7556 0.030 Uiso 1 1 calc R U . . .
C14 C 0.84392(10) 1.01334(12) 0.84372(8) 0.0239(2) Uani 1 1 d . . . . .
H14 H 0.8471 1.0208 0.7828 0.029 Uiso 1 1 calc R U . . .
C23 C 0.62085(11) 0.36433(12) 1.00195(9) 0.0268(3) Uani 1 1 d . . . . .
H23 H 0.6015 0.2794 0.9807 0.032 Uiso 1 1 calc R U . . .
C3 C 0.45770(11) 0.58266(15) 0.65729(9) 0.0324(3) Uani 1 1 d . . . . .
H3 H 0.3813 0.6082 0.6356 0.039 Uiso 1 1 calc R U . . .
C17 C 0.83619(11) 0.99460(13) 1.02337(9) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.8340 0.9878 1.0846 0.034 Uiso 1 1 calc R U . . .
C4 C 0.49674(12) 0.47983(15) 0.61708(9) 0.0347(3) Uani 1 1 d . . . . .
H4 H 0.4472 0.4363 0.5674 0.042 Uiso 1 1 calc R U . . .
C11 C 0.95759(10) 0.56240(14) 0.88112(9) 0.0286(3) Uani 1 1 d . . . . .
H11 H 0.9889 0.6214 0.9287 0.034 Uiso 1 1 calc R U . . .
C15 C 0.87841(12) 1.11426(13) 0.90348(10) 0.0307(3) Uani 1 1 d . . . . .
H15 H 0.9050 1.1909 0.8829 0.037 Uiso 1 1 calc R U . . .
C24 C 0.60878(11) 0.40085(12) 1.08696(9) 0.0267(3) Uani 1 1 d . . . . .
H24 H 0.5798 0.3409 1.1214 0.032 Uiso 1 1 calc R U . . .
C16 C 0.87491(13) 1.10578(14) 0.99358(10) 0.0345(3) Uani 1 1 d . . . . .
H16 H 0.8990 1.1759 1.0339 0.041 Uiso 1 1 calc R U . . .
B1 B 0.74671(11) 0.67036(12) 0.83955(8) 0.0180(2) Uani 1 1 d . . . . .
C8 C 0.86732(13) 0.38426(13) 0.74338(9) 0.0299(3) Uani 1 1 d . . . . .
H8 H 0.8361 0.3230 0.6974 0.036 Uiso 1 1 calc R U . . .
C9 C 0.98107(13) 0.38044(15) 0.79028(10) 0.0368(3) Uani 1 1 d . . . . .
H9 H 1.0283 0.3174 0.7752 0.044 Uiso 1 1 calc R U . . .
C5 C 0.60782(12) 0.44004(13) 0.64900(8) 0.0289(3) Uani 1 1 d . . . . .
H5 H 0.6348 0.3705 0.6209 0.035 Uiso 1 1 calc R U . . .
C10 C 1.02551(11) 0.46803(16) 0.85872(10) 0.0364(3) Uani 1 1 d . . . . .
H10 H 1.1030 0.4640 0.8908 0.044 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
S1 C19 1.7218(11) . ?
S1 C20 1.7327(12) . ?
O1 C13 1.3337(14) . ?
O1 B1 1.4909(15) . ?
N1 C19 1.3234(15) . ?
N1 C21 1.3994(14) . ?
N1 B1 1.6033(14) . ?
C19 C18 1.4406(16) . ?
C21 C22 1.3989(16) . ?
C21 C20 1.4018(15) . ?
C20 C25 1.3930(16) . ?
C25 C24 1.3810(18) . ?
C25 H25 0.9500 . ?
C1 C2 1.3895(16) . ?
C1 C6 1.4102(16) . ?
C1 B1 1.6189(16) . ?
C13 C14 1.4028(17) . ?
C13 C18 1.4066(16) . ?
C12 C11 1.3912(17) . ?
C12 C7 1.4108(17) . ?
C12 B1 1.6171(17) . ?
C22 C23 1.3828(17) . ?
C22 H22 0.9500 . ?
C6 C5 1.3902(17) . ?
C6 C7 1.4836(17) . ?
C18 C17 1.3984(17) . ?
C7 C8 1.3936(17) . ?
C2 C3 1.4025(19) . ?
C2 H2 0.9500 . ?
C14 C15 1.3815(18) . ?
C14 H14 0.9500 . ?
C23 C24 1.4056(18) . ?
C23 H23 0.9500 . ?
C3 C4 1.388(2) . ?
C3 H3 0.9500 . ?
C17 C16 1.3788(19) . ?
C17 H17 0.9500 . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
C11 C10 1.398(2) . ?
C11 H11 0.9500 . ?
C15 C16 1.398(2) . ?
C15 H15 0.9500 . ?
C24 H24 0.9500 . ?
C16 H16 0.9500 . ?
C8 C9 1.394(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C5 H5 0.9500 . ?
C10 H10 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 S1 C20 89.86(5) . . ?
C13 O1 B1 124.84(9) . . ?
C19 N1 C21 112.18(10) . . ?
C19 N1 B1 121.66(10) . . ?
C21 N1 B1 126.16(9) . . ?
N1 C19 C18 122.63(10) . . ?
N1 C19 S1 114.64(9) . . ?
C18 C19 S1 122.71(9) . . ?
N1 C21 C22 127.40(10) . . ?
N1 C21 C20 112.61(10) . . ?
C22 C21 C20 119.98(10) . . ?
C25 C20 C21 122.14(11) . . ?
C25 C20 S1 127.22(9) . . ?
C21 C20 S1 110.64(9) . . ?
C24 C25 C20 117.34(11) . . ?
C24 C25 H25 121.3 . . ?
C20 C25 H25 121.3 . . ?
C2 C1 C6 118.71(11) . . ?
C2 C1 B1 131.96(11) . . ?
C6 C1 B1 109.08(10) . . ?
O1 C13 C14 119.72(10) . . ?
O1 C13 C18 121.56(10) . . ?
C14 C13 C18 118.64(11) . . ?
C11 C12 C7 118.40(11) . . ?
C11 C12 B1 132.25(11) . . ?
C7 C12 B1 109.33(10) . . ?
C23 C22 C21 117.87(11) . . ?
C23 C22 H22 121.1 . . ?
C21 C22 H22 121.1 . . ?
C5 C6 C1 121.39(12) . . ?
C5 C6 C7 127.64(12) . . ?
C1 C6 C7 110.87(10) . . ?
C17 C18 C13 120.58(11) . . ?
C17 C18 C19 121.52(11) . . ?
C13 C18 C19 117.87(10) . . ?
C8 C7 C12 121.46(12) . . ?
C8 C7 C6 128.01(12) . . ?
C12 C7 C6 110.52(10) . . ?
C1 C2 C3 120.01(13) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C15 C14 C13 119.96(11) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C22 C23 C24 121.59(12) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C4 C3 C2 120.35(12) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C16 C17 C18 120.20(12) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C3 C4 C5 120.47(12) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C12 C11 C10 120.23(13) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C14 C15 C16 121.27(12) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C25 C24 C23 121.05(11) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C17 C16 C15 119.35(12) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
O1 B1 N1 107.67(9) . . ?
O1 B1 C12 114.30(10) . . ?
N1 B1 C12 111.58(9) . . ?
O1 B1 C1 109.74(9) . . ?
N1 B1 C1 113.48(9) . . ?
C12 B1 C1 100.09(9) . . ?
C7 C8 C9 118.92(13) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 120.31(13) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C6 C5 C4 119.03(13) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C9 C10 C11 120.66(13) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?

_refine_diff_density_max         0.358
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.044

_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_3
_database_code_depnum_ccdc_archive 'CCDC 1905170'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        (2?-(2??-pyridyl)phenolato)-9-borafluorene
_chemical_name_common            ?
_chemical_melting_point          319.1
_chemical_formula_moiety         'C23 H16 B N O'
_chemical_formula_sum            'C23 H16 B N O'
_chemical_formula_weight         333.18

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'
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'

_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'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   8.78210(10)
_cell_length_b                   8.78210(10)
_cell_length_c                   21.8367(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1684.16(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6011
_cell_measurement_theta_min      4.9900
_cell_measurement_theta_max      73.9160

_exptl_crystal_description       block
_exptl_crystal_size_max          0.1559
_exptl_crystal_size_mid          0.1032
_exptl_crystal_size_min          0.0795
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.617

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 -1 0.0500 -0.0001 -0.0001 -1.0001 -0.0064 -0.0351 0.0608
-2 0 -5 0.0557 -1.9984 -0.0001 -4.9969 0.0058 0.1248 0.4814
-5 0 1 0.0535 -4.9941 0.0009 1.0085 0.1002 0.7865 0.3828
5 1 -4 0.0318 4.9946 0.9983 -4.0059 -0.2927 -0.8678 -0.2046
-2 -5 2 0.0462 -2.0018 -4.9963 1.9895 0.9171 0.2500 0.0767
1 -1 5 0.0558 0.9987 -0.9991 4.9958 0.1864 0.0013 -0.3886
2 5 -4 0.0230 2.0015 4.9961 -3.9896 -0.9299 -0.3203 0.0449
4 -3 -5 0.0361 3.9921 -2.9991 -5.0155 0.4133 -0.8493 -0.0384
-4 3 5 0.0623 -3.9921 2.9991 5.0155 -0.4133 0.8493 0.0384
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.988
_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      100.01(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            8239
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         5.036
_diffrn_reflns_theta_max         74.212
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_point_group_measured_fraction_full 0.872
_reflns_number_total             2889
_reflns_number_gt                2742
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.659
_reflns_Friedel_fraction_max     0.689
_reflns_Friedel_fraction_full    0.737

_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_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)+(0.0503P)²+0.1649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1023 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_number_reflns         2889
_refine_ls_number_parameters     235
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.068
_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 0.11972(19) 0.75553(19) 0.08030(9) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.0134(2) 0.5571(2) 0.01072(9) 0.0183(4) Uani 1 1 d . . . . .
C17 C -0.0840(3) 0.6613(3) -0.01341(11) 0.0202(5) Uani 1 1 d . . . . .
C18 C -0.0983(3) 0.8087(3) 0.01766(11) 0.0200(5) Uani 1 1 d . . . . .
C13 C 0.0278(3) 0.4181(3) -0.01530(12) 0.0236(5) Uani 1 1 d . . . . .
H13 H 0.0960 0.3469 0.0026 0.028 Uiso 1 1 calc R U . . .
C1 C 0.0221(3) 0.4988(3) 0.12844(12) 0.0194(5) Uani 1 1 d . . . . .
C23 C 0.0066(3) 0.8491(3) 0.06341(11) 0.0183(5) Uani 1 1 d . . . . .
C3 C 0.0843(3) 0.2974(3) 0.20148(13) 0.0274(5) Uani 1 1 d . . . . .
H3 H 0.1552 0.2263 0.2177 0.033 Uiso 1 1 calc R U . . .
C22 C 0.0013(3) 0.9942(3) 0.09012(12) 0.0220(5) Uani 1 1 d . . . . .
H22 H 0.0729 1.0214 0.1208 0.026 Uiso 1 1 calc R U . . .
C2 C 0.1249(3) 0.3899(3) 0.15261(12) 0.0201(5) Uani 1 1 d . . . . .
C19 C -0.2102(3) 0.9157(3) 0.00087(13) 0.0267(6) Uani 1 1 d . . . . .
H19 H -0.2834 0.8895 -0.0294 0.032 Uiso 1 1 calc R U . . .
C5 C -0.1643(3) 0.4132(3) 0.20275(14) 0.0299(6) Uani 1 1 d . . . . .
H5 H -0.2638 0.4200 0.2196 0.036 Uiso 1 1 calc R U . . .
C11 C 0.4068(3) 0.5423(3) 0.04412(12) 0.0250(5) Uani 1 1 d . . . . .
H11 H 0.4092 0.6207 0.0142 0.030 Uiso 1 1 calc R U . . .
C6 C -0.1233(3) 0.5067(3) 0.15449(12) 0.0224(5) Uani 1 1 d . . . . .
H6 H -0.1951 0.5775 0.1388 0.027 Uiso 1 1 calc R U . . .
C8 C 0.4028(3) 0.3125(3) 0.13242(13) 0.0263(5) Uani 1 1 d . . . . .
H8 H 0.4008 0.2332 0.1620 0.032 Uiso 1 1 calc R U . . .
C7 C 0.2723(3) 0.3982(3) 0.12070(11) 0.0203(5) Uani 1 1 d . . . . .
C21 C -0.1084(3) 1.0977(3) 0.07178(13) 0.0247(5) Uani 1 1 d . . . . .
H21 H -0.1107 1.1965 0.0894 0.030 Uiso 1 1 calc R U . . .
C15 C -0.1485(4) 0.4833(3) -0.09309(13) 0.0321(6) Uani 1 1 d . . . . .
H15 H -0.2037 0.4585 -0.1291 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2715(3) 0.5111(3) 0.07502(12) 0.0196(5) Uani 1 1 d . . . . .
C4 C -0.0608(3) 0.3095(4) 0.22662(13) 0.0326(6) Uani 1 1 d . . . . .
H4 H -0.0891 0.2467 0.2602 0.039 Uiso 1 1 calc R U . . .
C20 C -0.2153(3) 1.0577(3) 0.02766(14) 0.0299(6) Uani 1 1 d . . . . .
H20 H -0.2919 1.1283 0.0160 0.036 Uiso 1 1 calc R U . . .
C10 C 0.5382(3) 0.4599(3) 0.05670(13) 0.0292(6) Uani 1 1 d . . . . .
H10 H 0.6300 0.4823 0.0355 0.035 Uiso 1 1 calc R U . . .
C14 C -0.0522(3) 0.3762(3) -0.06655(12) 0.0275(6) Uani 1 1 d . . . . .
H14 H -0.0422 0.2769 -0.0834 0.033 Uiso 1 1 calc R U . . .
C9 C 0.5351(3) 0.3440(3) 0.10053(14) 0.0297(6) Uani 1 1 d . . . . .
H9 H 0.6246 0.2865 0.1085 0.036 Uiso 1 1 calc R U . . .
C16 C -0.1635(3) 0.6249(3) -0.06708(12) 0.0282(6) Uani 1 1 d . . . . .
H16 H -0.2280 0.6985 -0.0856 0.034 Uiso 1 1 calc R U . . .
B1 B 0.1053(3) 0.5902(3) 0.07329(13) 0.0192(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C23 1.341(3) . ?
O1 B1 1.465(3) . ?
N1 C13 1.352(3) . ?
N1 C17 1.359(3) . ?
N1 B1 1.614(3) . ?
C17 C16 1.401(4) . ?
C17 C18 1.467(3) . ?
C18 C23 1.405(3) . ?
C18 C19 1.408(4) . ?
C13 C14 1.372(4) . ?
C13 H13 0.9500 . ?
C1 C6 1.400(3) . ?
C1 C2 1.417(3) . ?
C1 B1 1.621(4) . ?
C23 C22 1.401(3) . ?
C3 C2 1.388(4) . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C22 C21 1.384(4) . ?
C22 H22 0.9500 . ?
C2 C7 1.471(3) . ?
C19 C20 1.378(4) . ?
C19 H19 0.9500 . ?
C5 C6 1.384(4) . ?
C5 C4 1.388(4) . ?
C5 H5 0.9500 . ?
C11 C10 1.389(4) . ?
C11 C12 1.394(4) . ?
C11 H11 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.383(4) . ?
C8 C7 1.395(3) . ?
C8 H8 0.9500 . ?
C7 C12 1.406(4) . ?
C21 C20 1.390(4) . ?
C21 H21 0.9500 . ?
C15 C16 1.374(4) . ?
C15 C14 1.391(4) . ?
C15 H15 0.9500 . ?
C12 B1 1.617(3) . ?
C4 H4 0.9500 . ?
C20 H20 0.9500 . ?
C10 C9 1.397(4) . ?
C10 H10 0.9500 . ?
C14 H14 0.9500 . ?
C9 H9 0.9500 . ?
C16 H16 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
C23 O1 B1 120.98(19) . . ?
C13 N1 C17 120.2(2) . . ?
C13 N1 B1 118.2(2) . . ?
C17 N1 B1 121.5(2) . . ?
N1 C17 C16 119.0(2) . . ?
N1 C17 C18 118.0(2) . . ?
C16 C17 C18 123.1(2) . . ?
C23 C18 C19 118.3(2) . . ?
C23 C18 C17 119.7(2) . . ?
C19 C18 C17 121.9(2) . . ?
N1 C13 C14 122.5(2) . . ?
N1 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C6 C1 C2 117.6(2) . . ?
C6 C1 B1 133.5(2) . . ?
C2 C1 B1 108.9(2) . . ?
O1 C23 C22 117.9(2) . . ?
O1 C23 C18 121.8(2) . . ?
C22 C23 C18 120.2(2) . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C3 C2 C1 121.2(2) . . ?
C3 C2 C7 128.2(2) . . ?
C1 C2 C7 110.5(2) . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C10 C11 C12 120.6(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C5 C6 C1 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C7 C12 121.0(2) . . ?
C8 C7 C2 127.5(2) . . ?
C12 C7 C2 111.5(2) . . ?
C22 C21 C20 120.3(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C11 C12 C7 118.6(2) . . ?
C11 C12 B1 132.3(2) . . ?
C7 C12 B1 108.9(2) . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C19 C20 C21 120.0(2) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C11 C10 C9 119.9(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C13 C14 C15 118.0(2) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
O1 B1 N1 108.09(19) . . ?
O1 B1 C12 110.22(19) . . ?
N1 B1 C12 113.2(2) . . ?
O1 B1 C1 116.9(2) . . ?
N1 B1 C1 108.31(18) . . ?
C12 B1 C1 100.2(2) . . ?

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.038

_shelxl_version_number           2013-4


_exptl_crystal_colour            yellow
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1905165'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2019-03-23 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        (8?-oxyquinolinato)-9-borafluorene
_chemical_name_common            ?
_chemical_melting_point          218.1
_chemical_formula_moiety         'C21 H14 B N O'
_chemical_formula_sum            'C21 H14 B N O'
_chemical_formula_weight         307.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   12.5739(7)
_cell_length_b                   15.6280(9)
_cell_length_c                   16.2194(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3187.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6710
_cell_measurement_theta_min      2.0230
_cell_measurement_theta_max      26.4950

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_min  0.76771
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_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            43050
_diffrn_reflns_av_unetI/netI     0.1021
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.049
_diffrn_reflns_theta_max         33.305
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11600
_reflns_number_gt                7058
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_max     0.927
_reflns_Friedel_fraction_full    1.000

_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)+(0.0479P)²+0.9057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2180 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_number_reflns         11600
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1322
_refine_ls_R_factor_gt           0.0733
_refine_ls_wR_factor_ref         0.1636
_refine_ls_wR_factor_gt          0.1333
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
O2 O 0.56490(17) 0.74346(14) 0.92795(15) 0.0280(5) Uani 1 1 d . . . . .
C42 C 0.4488(2) 0.6398(2) 0.96943(18) 0.0216(6) Uani 1 1 d . . . . .
N2 N 0.3831(2) 0.70681(16) 0.95273(16) 0.0227(5) Uani 1 1 d . . . . .
C37 C 0.4144(3) 0.5605(2) 0.99929(18) 0.0245(7) Uani 1 1 d . . . . .
C28 C 0.4026(2) 0.9368(2) 0.9269(2) 0.0239(6) Uani 1 1 d . . . . .
C39 C 0.5991(3) 0.5203(2) 0.9990(2) 0.0297(7) Uani 1 1 d . . . . .
H39 H 0.6521 0.4785 1.0100 0.036 Uiso 1 1 calc R U . . .
C34 C 0.2794(3) 0.6989(2) 0.9664(2) 0.0253(7) Uani 1 1 d . . . . .
H34 H 0.2330 0.7454 0.9549 0.030 Uiso 1 1 calc R U . . .
C36 C 0.3040(3) 0.5543(2) 1.0138(2) 0.0289(7) Uani 1 1 d . . . . .
H36 H 0.2750 0.5027 1.0348 0.035 Uiso 1 1 calc R U . . .
C38 C 0.4956(3) 0.4989(2) 1.0129(2) 0.0286(7) Uani 1 1 d . . . . .
H38 H 0.4778 0.4431 1.0316 0.034 Uiso 1 1 calc R U . . .
C41 C 0.5554(2) 0.6621(2) 0.95421(19) 0.0233(6) Uani 1 1 d . . . . .
C35 C 0.2382(3) 0.6224(2) 0.9976(2) 0.0299(7) Uani 1 1 d . . . . .
H35 H 0.1641 0.6175 1.0078 0.036 Uiso 1 1 calc R U . . .
C23 C 0.4261(3) 0.8216(2) 0.83205(19) 0.0249(7) Uani 1 1 d . . . . .
C29 C 0.4375(2) 0.8692(2) 0.9780(2) 0.0229(6) Uani 1 1 d . . . . .
C27 C 0.3663(3) 0.9558(2) 0.7705(2) 0.0317(8) Uani 1 1 d . . . . .
H27 H 0.3465 1.0142 0.7760 0.038 Uiso 1 1 calc R U . . .
C30 C 0.4459(3) 0.8837(2) 1.0625(2) 0.0287(7) Uani 1 1 d . . . . .
H30 H 0.4683 0.8387 1.0978 0.034 Uiso 1 1 calc R U . . .
C31 C 0.4215(3) 0.9641(2) 1.0960(2) 0.0322(8) Uani 1 1 d . . . . .
H31 H 0.4274 0.9735 1.1537 0.039 Uiso 1 1 calc R U . . .
B2 B 0.4565(3) 0.7852(2) 0.9221(2) 0.0244(7) Uani 1 1 d . . . . .
C40 C 0.6326(3) 0.6015(2) 0.9689(2) 0.0278(7) Uani 1 1 d . . . . .
H40 H 0.7056 0.6134 0.9593 0.033 Uiso 1 1 calc R U . . .
C22 C 0.3954(3) 0.9080(2) 0.8399(2) 0.0256(7) Uani 1 1 d . . . . .
C24 C 0.4269(3) 0.7844(2) 0.7540(2) 0.0320(8) Uani 1 1 d . . . . .
H24 H 0.4474 0.7263 0.7477 0.038 Uiso 1 1 calc R U . . .
C33 C 0.3790(3) 1.0171(2) 0.9598(2) 0.0299(7) Uani 1 1 d . . . . .
H33 H 0.3566 1.0625 0.9248 0.036 Uiso 1 1 calc R U . . .
C32 C 0.3884(3) 1.0300(2) 1.0442(2) 0.0322(8) Uani 1 1 d . . . . .
H32 H 0.3721 1.0845 1.0668 0.039 Uiso 1 1 calc R U . . .
C26 C 0.3665(3) 0.9169(3) 0.6936(2) 0.0390(9) Uani 1 1 d . . . . .
H26 H 0.3451 0.9486 0.6465 0.047 Uiso 1 1 calc R U . . .
C25 C 0.3976(3) 0.8324(3) 0.6849(2) 0.0373(9) Uani 1 1 d . . . . .
H25 H 0.3990 0.8069 0.6317 0.045 Uiso 1 1 calc R U . . .
O1 O 1.00617(18) 0.12138(15) 0.81638(15) 0.0287(5) Uani 1 1 d . . . . .
N1 N 0.9268(2) 0.24976(17) 0.76480(16) 0.0240(6) Uani 1 1 d . . . . .
B1 B 0.8969(3) 0.1626(2) 0.8134(2) 0.0244(7) Uani 1 1 d . . . . .
C1 C 0.7201(3) 0.0970(2) 0.8277(2) 0.0264(7) Uani 1 1 d . . . . .
C20 C 1.0789(3) 0.1743(2) 0.78390(19) 0.0268(7) Uani 1 1 d . . . . .
C2 C 0.8069(3) 0.1027(2) 0.7731(2) 0.0252(7) Uani 1 1 d . . . . .
C12 C 0.8423(3) 0.1844(2) 0.9019(2) 0.0259(7) Uani 1 1 d . . . . .
C21 C 1.0341(2) 0.2505(2) 0.75392(18) 0.0243(7) Uani 1 1 d . . . . .
C13 C 0.8697(3) 0.3165(2) 0.7403(2) 0.0301(7) Uani 1 1 d . . . . .
H13 H 0.7945 0.3158 0.7457 0.036 Uiso 1 1 calc R U . . .
C16 C 1.0906(3) 0.3182(2) 0.7190(2) 0.0306(8) Uani 1 1 d . . . . .
C4 C 0.7202(3) -0.0007(2) 0.6850(2) 0.0334(8) Uani 1 1 d . . . . .
H4 H 0.7205 -0.0346 0.6364 0.040 Uiso 1 1 calc R U . . .
C7 C 0.7404(3) 0.1477(2) 0.9035(2) 0.0271(7) Uani 1 1 d . . . . .
C3 C 0.8058(3) 0.0535(2) 0.7020(2) 0.0293(7) Uani 1 1 d . . . . .
H3 H 0.8637 0.0566 0.6645 0.035 Uiso 1 1 calc R U . . .
C10 C 0.8124(3) 0.2369(2) 1.0401(2) 0.0381(9) Uani 1 1 d . . . . .
H10 H 0.8376 0.2666 1.0872 0.046 Uiso 1 1 calc R U . . .
C19 C 1.1864(3) 0.1625(3) 0.7743(2) 0.0371(9) Uani 1 1 d . . . . .
H19 H 1.2198 0.1112 0.7922 0.045 Uiso 1 1 calc R U . . .
C6 C 0.6341(3) 0.0437(2) 0.8105(2) 0.0329(8) Uani 1 1 d . . . . .
H6 H 0.5754 0.0406 0.8473 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6355(3) -0.0052(2) 0.7386(2) 0.0346(8) Uani 1 1 d . . . . .
H5 H 0.5774 -0.0419 0.7264 0.042 Uiso 1 1 calc R U . . .
C14 C 0.9209(3) 0.3883(2) 0.7063(2) 0.0359(8) Uani 1 1 d . . . . .
H14 H 0.8797 0.4362 0.6896 0.043 Uiso 1 1 calc R U . . .
C8 C 0.6749(3) 0.1562(2) 0.9722(2) 0.0340(8) Uani 1 1 d . . . . .
H8 H 0.6059 0.1316 0.9725 0.041 Uiso 1 1 calc R U . . .
C15 C 1.0295(3) 0.3904(2) 0.6969(2) 0.0371(9) Uani 1 1 d . . . . .
H15 H 1.0632 0.4401 0.6755 0.045 Uiso 1 1 calc R U . . .
C17 C 1.2015(3) 0.3048(3) 0.7107(2) 0.0424(10) Uani 1 1 d . . . . .
H17 H 1.2450 0.3480 0.6871 0.051 Uiso 1 1 calc R U . . .
C11 C 0.8775(3) 0.2293(2) 0.9704(2) 0.0317(7) Uani 1 1 d . . . . .
H11 H 0.9460 0.2549 0.9701 0.038 Uiso 1 1 calc R U . . .
C9 C 0.7118(3) 0.2013(2) 1.0406(2) 0.0390(9) Uani 1 1 d . . . . .
H9 H 0.6676 0.2076 1.0878 0.047 Uiso 1 1 calc R U . . .
C18 C 1.2461(3) 0.2289(3) 0.7370(2) 0.0451(11) Uani 1 1 d . . . . .
H18 H 1.3204 0.2208 0.7297 0.054 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
O2 C41 1.346(4) . ?
O2 B2 1.514(4) . ?
C42 N2 1.360(4) . ?
C42 C37 1.399(4) . ?
C42 C41 1.408(4) . ?
N2 C34 1.329(4) . ?
N2 B2 1.612(4) . ?
C37 C36 1.411(5) . ?
C37 C38 1.420(5) . ?
C28 C33 1.396(4) . ?
C28 C29 1.413(4) . ?
C28 C22 1.484(5) . ?
C39 C38 1.363(5) . ?
C39 C40 1.423(5) . ?
C39 H39 0.9500 . ?
C34 C35 1.398(5) . ?
C34 H34 0.9500 . ?
C36 C35 1.372(5) . ?
C36 H36 0.9500 . ?
C38 H38 0.9500 . ?
C41 C40 1.377(4) . ?
C35 H35 0.9500 . ?
C23 C24 1.393(5) . ?
C23 C22 1.410(5) . ?
C23 B2 1.614(5) . ?
C29 C30 1.394(5) . ?
C29 B2 1.613(5) . ?
C27 C26 1.387(5) . ?
C27 C22 1.399(5) . ?
C27 H27 0.9500 . ?
C30 C31 1.403(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.394(5) . ?
C31 H31 0.9500 . ?
C40 H40 0.9500 . ?
C24 C25 1.398(5) . ?
C24 H24 0.9500 . ?
C33 C32 1.388(5) . ?
C33 H33 0.9500 . ?
C32 H32 0.9500 . ?
C26 C25 1.384(6) . ?
C26 H26 0.9500 . ?
C25 H25 0.9500 . ?
O1 C20 1.341(4) . ?
O1 B1 1.518(4) . ?
N1 C13 1.327(4) . ?
N1 C21 1.360(4) . ?
N1 B1 1.617(4) . ?
B1 C2 1.607(5) . ?
B1 C12 1.627(5) . ?
C1 C6 1.394(5) . ?
C1 C2 1.408(4) . ?
C1 C7 1.484(5) . ?
C20 C19 1.372(5) . ?
C20 C21 1.404(5) . ?
C2 C3 1.388(5) . ?
C12 C11 1.387(5) . ?
C12 C7 1.404(5) . ?
C21 C16 1.395(5) . ?
C13 C14 1.406(5) . ?
C13 H13 0.9500 . ?
C16 C15 1.411(5) . ?
C16 C17 1.416(5) . ?
C4 C5 1.376(5) . ?
C4 C3 1.397(5) . ?
C4 H4 0.9500 . ?
C7 C8 1.392(5) . ?
C3 H3 0.9500 . ?
C10 C9 1.382(5) . ?
C10 C11 1.400(5) . ?
C10 H10 0.9500 . ?
C19 C18 1.417(6) . ?
C19 H19 0.9500 . ?
C6 C5 1.394(5) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C14 C15 1.374(5) . ?
C14 H14 0.9500 . ?
C8 C9 1.394(5) . ?
C8 H8 0.9500 . ?
C15 H15 0.9500 . ?
C17 C18 1.380(6) . ?
C17 H17 0.9500 . ?
C11 H11 0.9500 . ?
C9 H9 0.9500 . ?
C18 H18 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
C41 O2 B2 110.3(2) . . ?
N2 C42 C37 124.3(3) . . ?
N2 C42 C41 110.7(3) . . ?
C37 C42 C41 125.0(3) . . ?
C34 N2 C42 119.4(3) . . ?
C34 N2 B2 133.2(3) . . ?
C42 N2 B2 107.3(2) . . ?
C42 C37 C36 115.0(3) . . ?
C42 C37 C38 115.6(3) . . ?
C36 C37 C38 129.4(3) . . ?
C33 C28 C29 120.9(3) . . ?
C33 C28 C22 128.6(3) . . ?
C29 C28 C22 110.5(3) . . ?
C38 C39 C40 123.9(3) . . ?
C38 C39 H39 118.0 . . ?
C40 C39 H39 118.0 . . ?
N2 C34 C35 120.2(3) . . ?
N2 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C35 C36 C37 120.5(3) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C39 C38 C37 119.6(3) . . ?
C39 C38 H38 120.2 . . ?
C37 C38 H38 120.2 . . ?
O2 C41 C40 130.0(3) . . ?
O2 C41 C42 111.9(3) . . ?
C40 C41 C42 118.1(3) . . ?
C36 C35 C34 120.6(3) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C24 C23 C22 118.8(3) . . ?
C24 C23 B2 132.4(3) . . ?
C22 C23 B2 108.7(3) . . ?
C30 C29 C28 118.7(3) . . ?
C30 C29 B2 132.3(3) . . ?
C28 C29 B2 109.0(3) . . ?
C26 C27 C22 119.2(3) . . ?
C26 C27 H27 120.4 . . ?
C22 C27 H27 120.4 . . ?
C29 C30 C31 120.6(3) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C32 C31 C30 119.6(3) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
O2 B2 N2 99.7(2) . . ?
O2 B2 C29 116.7(3) . . ?
N2 B2 C29 111.2(3) . . ?
O2 B2 C23 114.9(3) . . ?
N2 B2 C23 114.3(3) . . ?
C29 B2 C23 100.7(3) . . ?
C41 C40 C39 117.7(3) . . ?
C41 C40 H40 121.2 . . ?
C39 C40 H40 121.2 . . ?
C27 C22 C23 120.7(3) . . ?
C27 C22 C28 128.2(3) . . ?
C23 C22 C28 111.1(3) . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C32 C33 C28 119.3(3) . . ?
C32 C33 H33 120.4 . . ?
C28 C33 H33 120.4 . . ?
C33 C32 C31 120.9(3) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C25 C26 C27 120.7(4) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C20 O1 B1 110.0(2) . . ?
C13 N1 C21 119.4(3) . . ?
C13 N1 B1 133.1(3) . . ?
C21 N1 B1 107.5(3) . . ?
O1 B1 C2 113.7(3) . . ?
O1 B1 N1 99.4(2) . . ?
C2 B1 N1 117.1(3) . . ?
O1 B1 C12 116.3(3) . . ?
C2 B1 C12 100.5(3) . . ?
N1 B1 C12 110.6(3) . . ?
C6 C1 C2 121.0(3) . . ?
C6 C1 C7 128.2(3) . . ?
C2 C1 C7 110.7(3) . . ?
O1 C20 C19 129.3(3) . . ?
O1 C20 C21 112.6(3) . . ?
C19 C20 C21 118.0(3) . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 B1 131.9(3) . . ?
C1 C2 B1 109.1(3) . . ?
C11 C12 C7 118.9(3) . . ?
C11 C12 B1 132.7(3) . . ?
C7 C12 B1 108.4(3) . . ?
N1 C21 C16 124.3(3) . . ?
N1 C21 C20 110.3(3) . . ?
C16 C21 C20 125.4(3) . . ?
N1 C13 C14 119.9(3) . . ?
N1 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C21 C16 C15 115.6(3) . . ?
C21 C16 C17 115.4(4) . . ?
C15 C16 C17 129.0(4) . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C8 C7 C12 121.0(3) . . ?
C8 C7 C1 127.8(3) . . ?
C12 C7 C1 111.1(3) . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C20 C19 C18 118.1(4) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C1 C6 H6 120.5 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C7 C8 C9 119.3(4) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C18 C17 C16 119.9(4) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C17 C18 C19 123.1(4) . . ?
C17 C18 H18 118.5 . . ?
C19 C18 H18 118.5 . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.062

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_exptl_crystal_preparation       Luminescent
