# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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 1023719'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
; 
 5,10-Bis(8-oxyquinolinato)-5,10-dihydroboranthrene 
;
_chemical_name_common            ?
_chemical_melting_point          344
_chemical_formula_moiety         'C30 H20 B2 N2 O2'
_chemical_formula_sum            'C30 H20 B2 N2 O2'
_chemical_formula_weight         462.10

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      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                   9.5948(3)
_cell_length_b                   20.3932(5)
_cell_length_c                   11.8402(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.680(3)
_cell_angle_gamma                90
_cell_volume                     2290.22(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    11865
_cell_measurement_theta_min      1.7363
_cell_measurement_theta_max      32.7328

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_min  0.97884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_source                   'rotating-anode X-ray source'
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_probe          X-ray
_diffrn_detector                 'APEXII CCD camera'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_type       'X-axis to radiation source'
_diffrn_reflns_number            59124
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.147
_diffrn_reflns_theta_max         32.807
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8163
_reflns_number_gt                5101
_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.
;

_diffrn_reflns_reduction_process 
;
 Scaled and merged with SORTAV
 R. H. Blessing, Cryst. Rev., 1987, 1, 3
 R. H. Blessing, J. Appl. Cryst., 1989, 22, 396
;
_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'Bruker APEX2 software'
_computing_data_reduction        
;
 SAINT intergration software, Bruker AXS
 SORTAV, R. H. Blessing, Acta Cryst., 1995, A51, 33
;
_computing_structure_solution    
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;
_computing_structure_refinement  
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;

_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)+(0.0393P)²+1.0366P] 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         8163
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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 0.19432(15) 0.51345(7) 0.80601(12) 0.0195(3) Uani 1 1 d . . . . .
C2 C 0.28965(15) 0.46004(7) 0.81866(12) 0.0201(3) Uani 1 1 d . . . . .
C3 C 0.25108(17) 0.40253(8) 0.87080(13) 0.0260(3) Uani 1 1 d . . . . .
H3 H 0.3149 0.3666 0.8803 0.031 Uiso 1 1 calc R U . . .
C4 C 0.12119(18) 0.39675(8) 0.90914(14) 0.0279(3) Uani 1 1 d . . . . .
H4 H 0.0968 0.3572 0.9438 0.033 Uiso 1 1 calc R U . . .
C5 C 0.02821(17) 0.44881(8) 0.89643(14) 0.0271(3) Uani 1 1 d . . . . .
H5 H -0.0606 0.4452 0.9221 0.033 Uiso 1 1 calc R U . . .
C6 C 0.06473(16) 0.50666(8) 0.84591(13) 0.0234(3) Uani 1 1 d . . . . .
H6 H 0.0004 0.5424 0.8383 0.028 Uiso 1 1 calc R U . . .
C7 C 0.40031(15) 0.59414(7) 0.76504(12) 0.0192(3) Uani 1 1 d . . . . .
C8 C 0.49645(15) 0.54107(7) 0.77954(12) 0.0210(3) Uani 1 1 d . . . . .
C9 C 0.64086(17) 0.55514(8) 0.79988(14) 0.0282(3) Uani 1 1 d . . . . .
H9 H 0.7063 0.5199 0.8095 0.034 Uiso 1 1 calc R U . . .
C10 C 0.69111(18) 0.61890(9) 0.80643(15) 0.0332(4) Uani 1 1 d . . . . .
H10 H 0.7897 0.6270 0.8205 0.040 Uiso 1 1 calc R U . . .
C11 C 0.59678(18) 0.67080(8) 0.79234(15) 0.0309(4) Uani 1 1 d . . . . .
H11 H 0.6303 0.7147 0.7968 0.037 Uiso 1 1 calc R U . . .
C12 C 0.45302(17) 0.65813(8) 0.77164(13) 0.0246(3) Uani 1 1 d . . . . .
H12 H 0.3888 0.6939 0.7617 0.030 Uiso 1 1 calc R U . . .
C13 C 0.05079(15) 0.65652(7) 0.69085(13) 0.0209(3) Uani 1 1 d . . . . .
C14 C -0.05242(16) 0.70382(8) 0.68648(15) 0.0259(3) Uani 1 1 d . . . . .
H016 H -0.0616 0.7299 0.7514 0.031 Uiso 1 1 calc R U . . .
C15 C -0.14456(17) 0.71229(8) 0.58199(16) 0.0306(4) Uani 1 1 d . . . . .
H018 H -0.2176 0.7439 0.5793 0.037 Uiso 1 1 calc R U . . .
C16 C -0.13412(17) 0.67747(8) 0.48504(15) 0.0300(4) Uani 1 1 d . . . . .
H010 H -0.1984 0.6853 0.4171 0.036 Uiso 1 1 calc R U . . .
C17 C -0.02623(16) 0.62939(7) 0.48648(14) 0.0240(3) Uani 1 1 d . . . . .
C18 C 0.00344(17) 0.58900(8) 0.39610(14) 0.0260(3) Uani 1 1 d . . . . .
H011 H -0.0521 0.5921 0.3227 0.031 Uiso 1 1 calc R U . . .
C19 C 0.11321(17) 0.54523(8) 0.41525(13) 0.0246(3) Uani 1 1 d . . . . .
H013 H 0.1338 0.5184 0.3543 0.029 Uiso 1 1 calc R U . . .
C20 C 0.19551(16) 0.53941(7) 0.52325(12) 0.0223(3) Uani 1 1 d . . . . .
H009 H 0.2709 0.5088 0.5347 0.027 Uiso 1 1 calc R U . . .
C21 C 0.06133(15) 0.62087(7) 0.59056(13) 0.0202(3) Uani 1 1 d . . . . .
C22 C 0.51015(16) 0.39801(7) 0.62948(13) 0.0213(3) Uani 1 1 d . . . . .
C23 C 0.53389(17) 0.36667(7) 0.53150(13) 0.0244(3) Uani 1 1 d . . . . .
H012 H 0.4808 0.3771 0.4594 0.029 Uiso 1 1 calc R U . . .
C24 C 0.64078(17) 0.31815(8) 0.54232(14) 0.0265(3) Uani 1 1 d . . . . .
H015 H 0.6583 0.2963 0.4750 0.032 Uiso 1 1 calc R U . . .
C25 C 0.72056(17) 0.30070(7) 0.64387(14) 0.0253(3) Uani 1 1 d . . . . .
H006 H 0.7914 0.2680 0.6457 0.030 Uiso 1 1 calc R U . . .
C26 C 0.69630(15) 0.33190(7) 0.74629(13) 0.0210(3) Uani 1 1 d . . . . .
C27 C 0.76179(16) 0.32027(7) 0.85972(14) 0.0238(3) Uani 1 1 d . . . . .
H008 H 0.8341 0.2882 0.8748 0.029 Uiso 1 1 calc R U . . .
C28 C 0.72056(16) 0.35546(8) 0.94847(14) 0.0251(3) Uani 1 1 d . . . . .
H017 H 0.7640 0.3470 1.0246 0.030 Uiso 1 1 calc R U . . .
C29 C 0.61493(16) 0.40369(8) 0.92777(13) 0.0242(3) Uani 1 1 d . . . . .
H014 H 0.5884 0.4280 0.9896 0.029 Uiso 1 1 calc R U . . .
C30 C 0.59090(15) 0.38005(7) 0.73393(12) 0.0198(3) Uani 1 1 d . . . . .
B1 B 0.23427(17) 0.57984(8) 0.74524(14) 0.0196(3) Uani 1 1 d . . . . .
B2 B 0.43488(18) 0.46793(8) 0.76904(14) 0.0217(3) Uani 1 1 d . . . . .
N1 N 0.16855(13) 0.57646(6) 0.60939(10) 0.0194(2) Uani 1 1 d . . . . .
N2 N 0.55240(13) 0.41526(6) 0.82206(10) 0.0208(2) Uani 1 1 d . . . . .
O1 O 0.14868(11) 0.63852(5) 0.77840(9) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.41666(11) 0.44501(5) 0.64310(9) 0.0252(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
C1 C6 1.402(2) . ?
C1 C2 1.416(2) . ?
C1 B1 1.607(2) . ?
C2 C3 1.401(2) . ?
C2 B2 1.600(2) . ?
C3 C4 1.394(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.397(2) . ?
C7 C8 1.416(2) . ?
C7 B1 1.602(2) . ?
C8 C9 1.400(2) . ?
C8 B2 1.602(2) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 O1 1.3407(18) . ?
C13 C14 1.378(2) . ?
C13 C21 1.409(2) . ?
C14 C15 1.418(2) . ?
C14 H016 0.9500 . ?
C15 C16 1.366(2) . ?
C15 H018 0.9500 . ?
C16 C17 1.424(2) . ?
C16 H010 0.9500 . ?
C17 C21 1.394(2) . ?
C17 C18 1.413(2) . ?
C18 C19 1.373(2) . ?
C18 H011 0.9500 . ?
C19 C20 1.403(2) . ?
C19 H013 0.9500 . ?
C20 N1 1.3257(18) . ?
C20 H009 0.9500 . ?
C21 N1 1.3634(18) . ?
C22 O2 1.3391(17) . ?
C22 C23 1.373(2) . ?
C22 C30 1.405(2) . ?
C23 C24 1.417(2) . ?
C23 H012 0.9500 . ?
C24 C25 1.371(2) . ?
C24 H015 0.9500 . ?
C25 C26 1.419(2) . ?
C25 H006 0.9500 . ?
C26 C30 1.401(2) . ?
C26 C27 1.414(2) . ?
C27 C28 1.379(2) . ?
C27 H008 0.9500 . ?
C28 C29 1.407(2) . ?
C28 H017 0.9500 . ?
C29 N2 1.3250(19) . ?
C29 H014 0.9500 . ?
C30 N2 1.3628(18) . ?
B1 O1 1.5356(18) . ?
B1 N1 1.638(2) . ?
B2 O2 1.547(2) . ?
B2 N2 1.614(2) . ?

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 118.69(13) . . ?
C6 C1 B1 121.18(13) . . ?
C2 C1 B1 120.12(12) . . ?
C3 C2 C1 118.77(13) . . ?
C3 C2 B2 123.28(13) . . ?
C1 C2 B2 117.93(13) . . ?
C4 C3 C2 121.52(15) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C5 C4 C3 119.61(15) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 119.91(14) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 121.48(14) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
C12 C7 C8 118.91(13) . . ?
C12 C7 B1 121.45(13) . . ?
C8 C7 B1 119.61(13) . . ?
C9 C8 C7 118.31(14) . . ?
C9 C8 B2 123.22(13) . . ?
C7 C8 B2 118.45(13) . . ?
C10 C9 C8 121.95(15) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 119.65(15) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 119.50(15) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C7 121.68(15) . . ?
C11 C12 H12 119.2 . . ?
C7 C12 H12 119.2 . . ?
O1 C13 C14 129.53(14) . . ?
O1 C13 C21 112.29(12) . . ?
C14 C13 C21 118.18(14) . . ?
C13 C14 C15 117.89(15) . . ?
C13 C14 H016 121.1 . . ?
C15 C14 H016 121.1 . . ?
C16 C15 C14 123.68(15) . . ?
C16 C15 H018 118.2 . . ?
C14 C15 H018 118.2 . . ?
C15 C16 C17 119.55(15) . . ?
C15 C16 H010 120.2 . . ?
C17 C16 H010 120.2 . . ?
C21 C17 C18 115.69(14) . . ?
C21 C17 C16 115.88(14) . . ?
C18 C17 C16 128.43(15) . . ?
C19 C18 C17 119.41(14) . . ?
C19 C18 H011 120.3 . . ?
C17 C18 H011 120.3 . . ?
C18 C19 C20 121.17(14) . . ?
C18 C19 H013 119.4 . . ?
C20 C19 H013 119.4 . . ?
N1 C20 C19 120.32(14) . . ?
N1 C20 H009 119.8 . . ?
C19 C20 H009 119.8 . . ?
N1 C21 C17 124.52(14) . . ?
N1 C21 C13 110.69(13) . . ?
C17 C21 C13 124.79(14) . . ?
O2 C22 C23 129.37(14) . . ?
O2 C22 C30 111.77(12) . . ?
C23 C22 C30 118.85(14) . . ?
C22 C23 C24 117.30(15) . . ?
C22 C23 H012 121.3 . . ?
C24 C23 H012 121.3 . . ?
C25 C24 C23 124.13(14) . . ?
C25 C24 H015 117.9 . . ?
C23 C24 H015 117.9 . . ?
C24 C25 C26 119.40(14) . . ?
C24 C25 H006 120.3 . . ?
C26 C25 H006 120.3 . . ?
C30 C26 C27 115.27(13) . . ?
C30 C26 C25 115.70(14) . . ?
C27 C26 C25 129.02(14) . . ?
C28 C27 C26 119.94(14) . . ?
C28 C27 H008 120.0 . . ?
C26 C27 H008 120.0 . . ?
C27 C28 C29 120.87(14) . . ?
C27 C28 H017 119.6 . . ?
C29 C28 H017 119.6 . . ?
N2 C29 C28 120.04(14) . . ?
N2 C29 H014 120.0 . . ?
C28 C29 H014 120.0 . . ?
N2 C30 C26 124.33(14) . . ?
N2 C30 C22 111.07(13) . . ?
C26 C30 C22 124.60(13) . . ?
O1 B1 C7 112.28(12) . . ?
O1 B1 C1 111.67(12) . . ?
C7 B1 C1 112.78(12) . . ?
O1 B1 N1 98.19(11) . . ?
C7 B1 N1 112.23(11) . . ?
C1 B1 N1 108.77(12) . . ?
O2 B2 C2 110.21(13) . . ?
O2 B2 C8 110.05(12) . . ?
C2 B2 C8 113.36(12) . . ?
O2 B2 N2 98.31(11) . . ?
C2 B2 N2 112.72(12) . . ?
C8 B2 N2 111.20(12) . . ?
C20 N1 C21 118.86(13) . . ?
C20 N1 B1 133.51(12) . . ?
C21 N1 B1 107.56(11) . . ?
C29 N2 C30 119.54(13) . . ?
C29 N2 B2 132.54(12) . . ?
C30 N2 B2 107.87(12) . . ?
C13 O1 B1 110.79(11) . . ?
C22 O2 B2 110.61(11) . . ?

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 -0.2(2) . . . . ?
B1 C1 C2 C3 -179.25(13) . . . . ?
C6 C1 C2 B2 178.10(13) . . . . ?
B1 C1 C2 B2 -1.0(2) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
B2 C2 C3 C4 -177.56(14) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C4 C5 C6 -0.2(2) . . . . ?
C4 C5 C6 C1 0.7(2) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
B1 C1 C6 C5 178.61(14) . . . . ?
C12 C7 C8 C9 0.0(2) . . . . ?
B1 C7 C8 C9 -178.24(13) . . . . ?
C12 C7 C8 B2 -178.67(13) . . . . ?
B1 C7 C8 B2 3.14(19) . . . . ?
C7 C8 C9 C10 0.2(2) . . . . ?
B2 C8 C9 C10 178.77(15) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C7 0.3(2) . . . . ?
C8 C7 C12 C11 -0.2(2) . . . . ?
B1 C7 C12 C11 177.96(14) . . . . ?
O1 C13 C14 C15 -179.14(14) . . . . ?
C21 C13 C14 C15 1.9(2) . . . . ?
C13 C14 C15 C16 -1.8(2) . . . . ?
C14 C15 C16 C17 0.3(3) . . . . ?
C15 C16 C17 C21 1.0(2) . . . . ?
C15 C16 C17 C18 -179.24(16) . . . . ?
C21 C17 C18 C19 -0.1(2) . . . . ?
C16 C17 C18 C19 -179.90(16) . . . . ?
C17 C18 C19 C20 0.7(2) . . . . ?
C18 C19 C20 N1 -0.1(2) . . . . ?
C18 C17 C21 N1 -1.1(2) . . . . ?
C16 C17 C21 N1 178.70(14) . . . . ?
C18 C17 C21 C13 179.33(14) . . . . ?
C16 C17 C21 C13 -0.8(2) . . . . ?
O1 C13 C21 N1 0.64(17) . . . . ?
C14 C13 C21 N1 179.78(13) . . . . ?
O1 C13 C21 C17 -179.76(13) . . . . ?
C14 C13 C21 C17 -0.6(2) . . . . ?
O2 C22 C23 C24 -179.87(15) . . . . ?
C30 C22 C23 C24 -0.7(2) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C23 C24 C25 C26 0.6(2) . . . . ?
C24 C25 C26 C30 -0.9(2) . . . . ?
C24 C25 C26 C27 177.64(15) . . . . ?
C30 C26 C27 C28 -0.1(2) . . . . ?
C25 C26 C27 C28 -178.71(15) . . . . ?
C26 C27 C28 C29 -0.8(2) . . . . ?
C27 C28 C29 N2 0.8(2) . . . . ?
C27 C26 C30 N2 1.2(2) . . . . ?
C25 C26 C30 N2 179.94(13) . . . . ?
C27 C26 C30 C22 -178.23(14) . . . . ?
C25 C26 C30 C22 0.6(2) . . . . ?
O2 C22 C30 N2 0.15(18) . . . . ?
C23 C22 C30 N2 -179.18(13) . . . . ?
O2 C22 C30 C26 179.60(13) . . . . ?
C23 C22 C30 C26 0.3(2) . . . . ?
C12 C7 B1 O1 -21.01(19) . . . . ?
C8 C7 B1 O1 157.14(12) . . . . ?
C12 C7 B1 C1 -148.23(13) . . . . ?
C8 C7 B1 C1 29.92(18) . . . . ?
C12 C7 B1 N1 88.49(16) . . . . ?
C8 C7 B1 N1 -93.36(15) . . . . ?
C6 C1 B1 O1 22.19(19) . . . . ?
C2 C1 B1 O1 -158.74(12) . . . . ?
C6 C1 B1 C7 149.73(13) . . . . ?
C2 C1 B1 C7 -31.20(18) . . . . ?
C6 C1 B1 N1 -85.08(16) . . . . ?
C2 C1 B1 N1 93.98(15) . . . . ?
C3 C2 B2 O2 88.77(17) . . . . ?
C1 C2 B2 O2 -89.41(15) . . . . ?
C3 C2 B2 C8 -147.38(14) . . . . ?
C1 C2 B2 C8 34.44(18) . . . . ?
C3 C2 B2 N2 -20.0(2) . . . . ?
C1 C2 B2 N2 161.86(12) . . . . ?
C9 C8 B2 O2 -90.35(17) . . . . ?
C7 C8 B2 O2 88.20(15) . . . . ?
C9 C8 B2 C2 145.71(14) . . . . ?
C7 C8 B2 C2 -35.74(18) . . . . ?
C9 C8 B2 N2 17.5(2) . . . . ?
C7 C8 B2 N2 -163.95(12) . . . . ?
C19 C20 N1 C21 -1.1(2) . . . . ?
C19 C20 N1 B1 175.65(14) . . . . ?
C17 C21 N1 C20 1.7(2) . . . . ?
C13 C21 N1 C20 -178.65(13) . . . . ?
C17 C21 N1 B1 -175.77(14) . . . . ?
C13 C21 N1 B1 3.83(15) . . . . ?
O1 B1 N1 C20 176.84(14) . . . . ?
C7 B1 N1 C20 58.6(2) . . . . ?
C1 B1 N1 C20 -66.87(19) . . . . ?
O1 B1 N1 C21 -6.16(14) . . . . ?
C7 B1 N1 C21 -124.36(13) . . . . ?
C1 B1 N1 C21 110.14(13) . . . . ?
C28 C29 N2 C30 0.2(2) . . . . ?
C28 C29 N2 B2 -176.98(15) . . . . ?
C26 C30 N2 C29 -1.2(2) . . . . ?
C22 C30 N2 C29 178.25(13) . . . . ?
C26 C30 N2 B2 176.59(14) . . . . ?
C22 C30 N2 B2 -3.96(16) . . . . ?
O2 B2 N2 C29 -176.98(15) . . . . ?
C2 B2 N2 C29 -60.9(2) . . . . ?
C8 B2 N2 C29 67.7(2) . . . . ?
O2 B2 N2 C30 5.63(14) . . . . ?
C2 B2 N2 C30 121.71(13) . . . . ?
C8 B2 N2 C30 -109.73(13) . . . . ?
C14 C13 O1 B1 175.79(15) . . . . ?
C21 C13 O1 B1 -5.19(16) . . . . ?
C7 B1 O1 C13 124.82(13) . . . . ?
C1 B1 O1 C13 -107.36(13) . . . . ?
N1 B1 O1 C13 6.65(14) . . . . ?
C23 C22 O2 B2 -176.80(15) . . . . ?
C30 C22 O2 B2 3.97(17) . . . . ?
C2 B2 O2 C22 -123.67(13) . . . . ?
C8 B2 O2 C22 110.59(13) . . . . ?
N2 B2 O2 C22 -5.66(15) . . . . ?

_refine_diff_density_max         0.363
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.060
_audit_creation_method           SHELXL-97

_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/. 
# 
# Audit and citation data items have may 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1023720'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
;
 1,6-Difluoro-5,10-bis(8-oxyquinolinato)-5,10-dihydroboranthrene
;
_chemical_name_common            ?
_chemical_melting_point          368.9
_chemical_formula_moiety         'C30 H18 B2 F2 N2 O2'
_chemical_formula_sum            'C30 H18 B2 F2 N2 O2'
_chemical_formula_weight         498.08

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                   10.3718(6)
_cell_length_b                   10.6554(6)
_cell_length_c                   11.3670(6)
_cell_angle_alpha                90.027(3)
_cell_angle_beta                 96.603(3)
_cell_angle_gamma                113.011(3)
_cell_volume                     1147.18(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    11865
_cell_measurement_theta_min      1.7363
_cell_measurement_theta_max      32.7328

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_min  0.97884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_source                   'rotating-anode X-ray source'
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_probe          X-ray
_diffrn_detector                 'APEXII CCD camera'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_type       'X-axis to radiation source'
_diffrn_reflns_number            35016
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.806
_diffrn_reflns_theta_max         34.706
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9824
_reflns_number_gt                6804
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_audit_creation_method           SHELXL-97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_diffrn_reflns_reduction_process 
;
 Scaled and merged with SORTAV
 R. H. Blessing, Cryst. Rev., 1987, 1, 3
 R. H. Blessing, J. Appl. Cryst., 1989, 22, 396
;
_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'Bruker APEX2 software'
_computing_data_reduction        
;
 SAINT intergration software, Bruker AXS
 SORTAV, R. H. Blessing, Acta Cryst., 1995, A51, 33
;
_computing_structure_solution    
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;
_computing_structure_refinement  
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0696P)²+0.3673P] 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         9824
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1484
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1A F 0.66697(9) 0.09834(8) 0.27160(8) 0.0161(2) Uani 0.867(2) 1 d . . P A 1
C3A C 0.79352(13) 0.20473(12) 0.28473(10) 0.0144(2) Uani 0.867(2) 1 d . . P A 1
C6A C 1.05414(13) 0.40836(14) 0.30412(12) 0.0175(2) Uani 0.867(2) 1 d . . P A 1
H6A H 1.1456 0.4793 0.3087 0.021 Uiso 0.867(2) 1 calc R U P A 1
F2A F 0.97554(10) 0.86858(9) 0.35603(9) 0.0219(2) Uani 0.867(2) 1 d . . P A 1
C9A C 0.85053(13) 0.75892(12) 0.36362(11) 0.0159(2) Uani 0.867(2) 1 d . . P A 1
C12A C 0.59407(13) 0.55327(13) 0.37145(12) 0.0171(2) Uani 0.867(2) 1 d . . P A
1
H12A H 0.5036 0.4823 0.3730 0.021 Uiso 0.867(2) 1 calc R U P A 1
F1B F 1.1729(6) 0.4754(7) 0.2969(6) 0.0251(16) Uani 0.133(2) 1 d . . P A 2
C3B C 0.79352(13) 0.20473(12) 0.28473(10) 0.0144(2) Uani 0.133(2) 1 d . . P A 2
H3B H 0.7028 0.1322 0.2747 0.017 Uiso 0.133(2) 1 calc R U P A 2
C6B C 1.05414(13) 0.40836(14) 0.30412(12) 0.0175(2) Uani 0.133(2) 1 d . . P A 2
C12B C 0.59407(13) 0.55327(13) 0.37145(12) 0.0171(2) Uani 0.133(2) 1 d . . P A
2
C9B C 0.85053(13) 0.75892(12) 0.36362(11) 0.0159(2) Uani 0.133(2) 1 d . . P A 2
H9B H 0.9387 0.8322 0.3588 0.019 Uiso 0.133(2) 1 calc R U P A 2
F2B F 0.4519(6) 0.4687(6) 0.3446(6) 0.0216(15) Uani 0.133(2) 1 d . . P A 2
O2 O 0.95457(9) 0.62891(9) 0.13371(7) 0.01356(17) Uani 1 1 d . . . . .
N2 N 1.10915(10) 0.69824(10) 0.31528(9) 0.01101(18) Uani 1 1 d . . . . .
O1 O 0.53515(9) 0.27023(9) 0.31102(8) 0.01460(17) Uani 1 1 d . . . . .
N1 N 0.59827(10) 0.36483(10) 0.12450(9) 0.01211(18) Uani 1 1 d . . . . .
C30 C 1.17696(12) 0.75613(11) 0.22177(10) 0.01067(19) Uani 1 1 d . . . . .
C2 C 0.79930(12) 0.33660(11) 0.27697(10) 0.01075(19) Uani 1 1 d . . . . .
C7 C 0.69735(12) 0.52486(12) 0.32098(10) 0.0119(2) Uani 1 1 d . . . . .
C21 C 0.45972(12) 0.28032(12) 0.11602(11) 0.0134(2) Uani 1 1 d . . . . .
C1 C 0.93592(12) 0.44198(12) 0.28418(10) 0.0114(2) Uani 1 1 d . . . . .
C25 C 1.31941(12) 0.84358(11) 0.23065(10) 0.0120(2) Uani 1 1 d . . . . .
C29 C 1.08454(12) 0.71440(11) 0.11538(10) 0.0116(2) Uani 1 1 d . . . . .
C22 C 1.17896(13) 0.72353(12) 0.42356(10) 0.0134(2) Uani 1 1 d . . . . .
H22 H 1.1318 0.6831 0.4893 0.016 Uiso 1 1 calc R U . . .
C8 C 0.83210(12) 0.63085(12) 0.31869(10) 0.0117(2) Uani 1 1 d . . . . .
C27 C 1.27981(14) 0.85525(13) 0.01861(11) 0.0164(2) Uani 1 1 d . . . . .
H27 H 1.3158 0.8911 -0.0528 0.020 Uiso 1 1 calc R U . . .
C20 C 0.42388(12) 0.22716(12) 0.22657(11) 0.0137(2) Uani 1 1 d . . . . .
C28 C 1.13566(13) 0.76448(12) 0.01146(10) 0.0144(2) Uani 1 1 d . . . . .
H28 H 1.0769 0.7394 -0.0624 0.017 Uiso 1 1 calc R U . . .
C13 C 0.65190(13) 0.42266(12) 0.02821(11) 0.0143(2) Uani 1 1 d . . . . .
H13 H 0.7487 0.4820 0.0332 0.017 Uiso 1 1 calc R U . . .
C14 C 0.56535(14) 0.39607(13) -0.08141(11) 0.0168(2) Uani 1 1 d . . . . .
H14 H 0.6050 0.4368 -0.1502 0.020 Uiso 1 1 calc R U . . .
C19 C 0.28589(13) 0.14181(13) 0.23385(13) 0.0174(2) Uani 1 1 d . . . . .
H19 H 0.2571 0.1033 0.3066 0.021 Uiso 1 1 calc R U . . .
C23 C 1.32292(13) 0.81027(12) 0.44125(11) 0.0149(2) Uani 1 1 d . . . . .
H23 H 1.3726 0.8284 0.5191 0.018 Uiso 1 1 calc R U . . .
C15 C 0.42443(14) 0.31214(13) -0.09052(12) 0.0179(2) Uani 1 1 d . . . . .
H15 H 0.3670 0.2955 -0.1649 0.021 Uiso 1 1 calc R U . . .
B1 B 0.66327(13) 0.37524(13) 0.26411(12) 0.0120(2) Uani 1 1 d . . . . .
C16 C 0.36552(13) 0.25073(13) 0.01140(12) 0.0157(2) Uani 1 1 d . . . . .
B2 B 0.95200(13) 0.59713(13) 0.26527(12) 0.0118(2) Uani 1 1 d . . . . .
C26 C 1.37036(13) 0.89434(12) 0.12230(11) 0.0153(2) Uani 1 1 d . . . . .
H26 H 1.4661 0.9547 0.1216 0.018 Uiso 1 1 calc R U . . .
C4 C 0.90941(15) 0.17012(13) 0.30599(11) 0.0189(2) Uani 1 1 d . . . . .
H4 H 0.8981 0.0776 0.3125 0.023 Uiso 1 1 calc R U . A 1
C10 C 0.74991(15) 0.78724(13) 0.41477(12) 0.0189(2) Uani 1 1 d . . . . .
H10 H 0.7694 0.8764 0.4459 0.023 Uiso 1 1 calc R U . A 1
C24 C 1.39256(13) 0.86927(12) 0.34643(11) 0.0147(2) Uani 1 1 d . . . . .
H24 H 1.4900 0.9273 0.3591 0.018 Uiso 1 1 calc R U . . .
C11 C 0.61991(14) 0.68208(14) 0.41939(12) 0.0192(2) Uani 1 1 d . . . . .
H11 H 0.5488 0.6978 0.4551 0.023 Uiso 1 1 calc R U . A 1
C17 C 0.22332(14) 0.16358(14) 0.02177(13) 0.0213(3) Uani 1 1 d . . . . .
H17 H 0.1535 0.1407 -0.0455 0.026 Uiso 1 1 calc R U . . .
C5 C 1.04212(15) 0.27465(14) 0.31738(12) 0.0202(3) Uani 1 1 d . . . . .
H5 H 1.1242 0.2553 0.3341 0.024 Uiso 1 1 calc R U . A 1
C18 C 0.18771(14) 0.11290(14) 0.12931(14) 0.0219(3) Uani 1 1 d . . . . .
H18 H 0.0920 0.0552 0.1344 0.026 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
F1A C3A 1.3496(14) . ?
C3A C4 1.3852(18) . ?
C3A C2 1.3861(16) . ?
C6A C5 1.3906(19) . ?
C6A C1 1.4010(17) . ?
C6A H6A 0.9500 . ?
F2A C9A 1.3767(15) . ?
C9A C10 1.3799(18) . ?
C9A C8 1.3901(17) . ?
C12A C11 1.3895(18) . ?
C12A C7 1.4010(16) . ?
C12A H12A 0.9500 . ?
O2 C29 1.3398(14) . ?
O2 B2 1.5344(16) . ?
N2 C22 1.3244(15) . ?
N2 C30 1.3559(14) . ?
N2 B2 1.5981(16) . ?
O1 C20 1.3396(15) . ?
O1 B1 1.5176(15) . ?
N1 C13 1.3265(15) . ?
N1 C21 1.3570(15) . ?
N1 B1 1.6372(17) . ?
C30 C25 1.3966(16) . ?
C30 C29 1.4067(16) . ?
C2 C1 1.4158(16) . ?
C2 B1 1.6088(17) . ?
C7 C8 1.4155(16) . ?
C7 B1 1.6095(18) . ?
C21 C16 1.3999(17) . ?
C21 C20 1.4077(17) . ?
C1 B2 1.6125(18) . ?
C25 C24 1.4107(17) . ?
C25 C26 1.4197(16) . ?
C29 C28 1.3728(16) . ?
C22 C23 1.4057(17) . ?
C22 H22 0.9500 . ?
C8 B2 1.6023(17) . ?
C27 C26 1.3726(18) . ?
C27 C28 1.4209(17) . ?
C27 H27 0.9500 . ?
C20 C19 1.3754(17) . ?
C28 H28 0.9500 . ?
C13 C14 1.4080(17) . ?
C13 H13 0.9500 . ?
C14 C15 1.3747(19) . ?
C14 H14 0.9500 . ?
C19 C18 1.421(2) . ?
C19 H19 0.9500 . ?
C23 C24 1.3796(17) . ?
C23 H23 0.9500 . ?
C15 C16 1.4124(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.4215(18) . ?
C26 H26 0.9500 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9500 . ?
C10 C11 1.3825(19) . ?
C10 H10 0.9500 . ?
C24 H24 0.9500 . ?
C11 H11 0.9500 . ?
C17 C18 1.368(2) . ?
C17 H17 0.9500 . ?
C5 H5 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
F1A C3A C4 115.17(11) . . ?
F1A C3A C2 119.57(11) . . ?
C4 C3A C2 125.26(12) . . ?
C5 C6A C1 122.24(12) . . ?
C5 C6A H6A 118.9 . . ?
C1 C6A H6A 118.9 . . ?
F2A C9A C10 115.72(11) . . ?
F2A C9A C8 119.59(11) . . ?
C10 C9A C8 124.68(12) . . ?
C11 C12A C7 122.04(12) . . ?
C11 C12A H12A 119.0 . . ?
C7 C12A H12A 119.0 . . ?
C29 O2 B2 109.94(9) . . ?
C22 N2 C30 119.82(10) . . ?
C22 N2 B2 131.95(10) . . ?
C30 N2 B2 108.04(9) . . ?
C20 O1 B1 110.61(9) . . ?
C13 N1 C21 119.33(11) . . ?
C13 N1 B1 133.58(10) . . ?
C21 N1 B1 107.06(9) . . ?
N2 C30 C25 124.30(11) . . ?
N2 C30 C29 110.60(10) . . ?
C25 C30 C29 125.09(10) . . ?
C3A C2 C1 116.14(10) . . ?
C3A C2 B1 124.37(10) . . ?
C1 C2 B1 119.47(10) . . ?
C12A C7 C8 118.90(11) . . ?
C12A C7 B1 120.85(11) . . ?
C8 C7 B1 120.24(10) . . ?
N1 C21 C16 124.41(11) . . ?
N1 C21 C20 110.79(11) . . ?
C16 C21 C20 124.79(11) . . ?
C6A C1 C2 119.13(11) . . ?
C6A C1 B2 121.48(10) . . ?
C2 C1 B2 119.37(10) . . ?
C30 C25 C24 115.28(10) . . ?
C30 C25 C26 115.68(11) . . ?
C24 C25 C26 129.04(11) . . ?
O2 C29 C28 129.64(11) . . ?
O2 C29 C30 111.95(10) . . ?
C28 C29 C30 118.41(11) . . ?
N2 C22 C23 119.97(10) . . ?
N2 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C9A C8 C7 116.68(10) . . ?
C9A C8 B2 124.40(10) . . ?
C7 C8 B2 118.93(10) . . ?
C26 C27 C28 124.06(11) . . ?
C26 C27 H27 118.0 . . ?
C28 C27 H27 118.0 . . ?
O1 C20 C19 129.63(12) . . ?
O1 C20 C21 112.24(10) . . ?
C19 C20 C21 118.13(12) . . ?
C29 C28 C27 117.45(11) . . ?
C29 C28 H28 121.3 . . ?
C27 C28 H28 121.3 . . ?
N1 C13 C14 120.03(11) . . ?
N1 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 121.04(12) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C20 C19 C18 118.03(12) . . ?
C20 C19 H19 121.0 . . ?
C18 C19 H19 121.0 . . ?
C24 C23 C22 120.48(11) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C14 C15 C16 119.59(12) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
O1 B1 C2 114.10(10) . . ?
O1 B1 C7 110.34(9) . . ?
C2 B1 C7 112.63(10) . . ?
O1 B1 N1 98.81(9) . . ?
C2 B1 N1 110.36(9) . . ?
C7 B1 N1 109.73(9) . . ?
C21 C16 C15 115.57(11) . . ?
C21 C16 C17 115.87(12) . . ?
C15 C16 C17 128.56(12) . . ?
O2 B2 N2 99.14(8) . . ?
O2 B2 C8 110.83(10) . . ?
N2 B2 C8 113.79(9) . . ?
O2 B2 C1 110.75(9) . . ?
N2 B2 C1 108.94(9) . . ?
C8 B2 C1 112.62(9) . . ?
C27 C26 C25 119.29(11) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C5 C4 C3A 117.82(12) . . ?
C5 C4 H4 121.1 . . ?
C3A C4 H4 121.1 . . ?
C9A C10 C11 118.09(12) . . ?
C9A C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C23 C24 C25 120.16(11) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C10 C11 C12A 119.53(11) . . ?
C10 C11 H11 120.2 . . ?
C12A C11 H11 120.2 . . ?
C18 C17 C16 119.51(13) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C4 C5 C6A 119.26(12) . . ?
C4 C5 H5 120.4 . . ?
C6A C5 H5 120.4 . . ?
C17 C18 C19 123.64(12) . . ?
C17 C18 H18 118.2 . . ?
C19 C18 H18 118.2 . . ?

_refine_diff_density_max         0.627
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.069

_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/. 
# 
# Audit and citation data items have may 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1023721'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
; 
 1,6-Difluoro-5,10-bis(8-oxyquinolinato)-5,10-dihydroboranthrene 
;
_chemical_name_common            ?
_chemical_melting_point          368.9
_chemical_formula_moiety         'C30 H18 B2 F2 N2 O2, 2(C H Cl3)'
_chemical_formula_sum            'C32 H20 B2 Cl6 F2 N2 O2'
_chemical_formula_weight         736.82

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'
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_Hall  -P2ybc
_space_group_IT_number           14

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

_cell_length_a                   9.5314(2)
_cell_length_b                   14.0687(3)
_cell_length_c                   12.3085(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.299(3)
_cell_angle_gamma                90.00
_cell_volume                     1575.84(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14321
_cell_measurement_theta_min      1.7294
_cell_measurement_theta_max      32.6156

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_min  0.90424
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_source                   'rotating-anode X-ray source'
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_probe          X-ray
_diffrn_detector                 'APEXII CCD camera'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_type       'X-axis to radiation source'
_diffrn_reflns_number            37161
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         32.69
_reflns_number_total             5560
_reflns_number_gt                4366
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_reduction_process 
;
 Scaled and merged with SORTAV
 R. H. Blessing, Cryst. Rev., 1987, 1, 3
 R. H. Blessing, J. Appl. Cryst., 1989, 22, 396
;
_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'Bruker APEX2 software'
_computing_data_reduction        
;
 SAINT intergration software, Bruker AXS
 SORTAV, R. H. Blessing, Acta Cryst., 1995, A51, 33
;
_computing_structure_solution    
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;
_computing_structure_refinement  
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0362P)²+1.5530P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5560
_refine_ls_number_parameters     218
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1A F 0.66767(15) -0.03457(10) 0.81578(11) 0.0235(3) Uani 0.700(3) 1 d PU A 1
C3A C 0.71140(18) -0.01681(11) 0.72641(12) 0.0216(3) Uani 0.700(3) 1 d PU A 1
C6A C 0.81787(17) 0.02663(11) 0.55152(15) 0.0236(3) Uani 0.700(3) 1 d P A 1
H6A H 0.8558 0.0422 0.4906 0.028 Uiso 0.700(3) 1 calc PR A 1
F1B F 0.8818(3) 0.0514(3) 0.4838(3) 0.0265(9) Uani 0.300(3) 1 d P A 2
C3B C 0.71140(18) -0.01681(11) 0.72641(12) 0.0216(3) Uani 0.300(3) 1 d P A 2
H3B H 0.6751 -0.0319 0.7883 0.026 Uiso 0.300(3) 1 calc PR A 2
C6B C 0.81787(17) 0.02663(11) 0.55152(15) 0.0236(3) Uani 0.300(3) 1 d P A 2
C19 C 0.16488(18) 0.28489(12) 0.05149(14) 0.0248(3) Uani 1 1 d . . .
H19 H 0.1825 0.3550 0.0519 0.030 Uiso 1 1 calc R . .
Cl1 Cl 0.32498(5) 0.22630(4) 0.04501(4) 0.03658(12) Uani 1 1 d . . .
Cl3 Cl 0.12417(5) 0.25474(3) 0.17680(4) 0.03408(11) Uani 1 1 d . . .
Cl2 Cl 0.01642(6) 0.25720(6) -0.06755(5) 0.05821(19) Uani 1 1 d . . .
O1 O 0.38591(12) 0.04645(7) 0.67907(9) 0.0182(2) Uani 1 1 d . . .
N1 N 0.40457(13) -0.12166(8) 0.65583(10) 0.0155(2) Uani 1 1 d . . .
C12 C 0.31973(17) -0.26511(11) 0.77875(13) 0.0224(3) Uani 1 1 d . . .
H12 H 0.2900 -0.3152 0.8188 0.027 Uiso 1 1 calc R . .
C2 C 0.60986(15) -0.00925(9) 0.61836(11) 0.0152(2) Uani 1 1 d . . .
C1 C 0.66612(15) 0.01306(9) 0.52753(12) 0.0154(2) Uani 1 1 d . . .
C7 C 0.34147(15) -0.00223(10) 0.75659(12) 0.0173(2) Uani 1 1 d . . .
C15 C 0.34851(15) -0.10123(10) 0.74213(11) 0.0156(2) Uani 1 1 d . . .
C8 C 0.29274(17) 0.03108(12) 0.84394(13) 0.0225(3) Uani 1 1 d . . .
H8 H 0.2889 0.0973 0.8579 0.027 Uiso 1 1 calc R . .
B1 B 0.43743(17) -0.02149(11) 0.60117(13) 0.0154(3) Uani 1 1 d . . .
C14 C 0.42127(16) -0.21179(10) 0.63059(13) 0.0190(3) Uani 1 1 d . . .
H14 H 0.4621 -0.2268 0.5710 0.023 Uiso 1 1 calc R . .
C10 C 0.25048(17) -0.13328(13) 0.89632(13) 0.0247(3) Uani 1 1 d . . .
H10 H 0.2168 -0.1755 0.9434 0.030 Uiso 1 1 calc R . .
C11 C 0.30377(15) -0.16931(11) 0.80804(12) 0.0188(3) Uani 1 1 d . . .
C5 C 0.91498(17) 0.01844(12) 0.65966(16) 0.0277(3) Uani 1 1 d . . .
H5 H 1.0173 0.0280 0.6724 0.033 Uiso 1 1 calc R A 1
C13 C 0.37870(17) -0.28545(11) 0.69173(13) 0.0222(3) Uani 1 1 d . . .
H13 H 0.3907 -0.3498 0.6728 0.027 Uiso 1 1 calc R . .
C9 C 0.24828(17) -0.03682(13) 0.91265(13) 0.0257(3) Uani 1 1 d . . .
H9 H 0.2151 -0.0141 0.9734 0.031 Uiso 1 1 calc R . .
C4 C 0.86072(18) -0.00387(12) 0.74921(14) 0.0276(3) Uani 1 1 d . A .
H4 H 0.9249 -0.0101 0.8245 0.033 Uiso 1 1 calc R B 1


_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
F1A C3A 1.311(2) . ?
C3A C4 1.378(2) . ?
C3A C2 1.3969(19) . ?
C6A C5 1.382(2) . ?
C6A C1 1.401(2) . ?
C6A H6A 0.9500 . ?
C19 Cl3 1.7508(17) . ?
C19 Cl2 1.7516(18) . ?
C19 Cl1 1.7569(17) . ?
C19 H19 1.0000 . ?
O1 C7 1.3414(17) . ?
O1 B1 1.5344(18) . ?
N1 C14 1.3262(18) . ?
N1 C15 1.3543(18) . ?
N1 B1 1.6316(19) . ?
C12 C13 1.380(2) . ?
C12 C11 1.415(2) . ?
C12 H12 0.9500 . ?
C2 C1 1.4116(19) . ?
C2 B1 1.603(2) . ?
C1 B1 1.602(2) 3_656 ?
C7 C8 1.374(2) . ?
C7 C15 1.4083(19) . ?
C15 C11 1.4010(19) . ?
C8 C9 1.421(2) . ?
C8 H8 0.9500 . ?
B1 C1 1.602(2) 3_656 ?
C14 C13 1.409(2) . ?
C14 H14 0.9500 . ?
C10 C9 1.373(3) . ?
C10 C11 1.423(2) . ?
C10 H10 0.9500 . ?
C5 C4 1.386(3) . ?
C5 H5 0.9500 . ?
C13 H13 0.9500 . ?
C9 H9 0.9500 . ?
C4 H4 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
F1A C3A C4 114.90(14) . . ?
F1A C3A C2 120.68(15) . . ?
C4 C3A C2 124.40(15) . . ?
C5 C6A C1 123.08(16) . . ?
C5 C6A H6A 118.5 . . ?
C1 C6A H6A 118.5 . . ?
Cl3 C19 Cl2 110.34(9) . . ?
Cl3 C19 Cl1 110.45(9) . . ?
Cl2 C19 Cl1 110.75(9) . . ?
Cl3 C19 H19 108.4 . . ?
Cl2 C19 H19 108.4 . . ?
Cl1 C19 H19 108.4 . . ?
C7 O1 B1 110.73(11) . . ?
C14 N1 C15 119.30(12) . . ?
C14 N1 B1 132.69(12) . . ?
C15 N1 B1 108.00(11) . . ?
C13 C12 C11 119.66(13) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C3A C2 C1 116.88(13) . . ?
C3A C2 B1 120.70(13) . . ?
C1 C2 B1 122.37(12) . . ?
C6A C1 C2 118.36(13) . . ?
C6A C1 B1 119.49(13) . 3_656 ?
C2 C1 B1 122.14(12) . 3_656 ?
O1 C7 C8 129.36(14) . . ?
O1 C7 C15 112.21(12) . . ?
C8 C7 C15 118.43(14) . . ?
N1 C15 C11 124.62(13) . . ?
N1 C15 C7 110.72(12) . . ?
C11 C15 C7 124.66(13) . . ?
C7 C8 C9 117.79(15) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
O1 B1 C1 110.74(11) . 3_656 ?
O1 B1 C2 110.90(11) . . ?
C1 B1 C2 115.38(11) 3_656 . ?
O1 B1 N1 98.28(10) . . ?
C1 B1 N1 109.53(11) 3_656 . ?
C2 B1 N1 110.69(11) . . ?
N1 C14 C13 120.28(14) . . ?
N1 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C9 C10 C11 119.24(14) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C15 C11 C12 115.42(14) . . ?
C15 C11 C10 115.97(14) . . ?
C12 C11 C10 128.60(14) . . ?
C6A C5 C4 118.92(15) . . ?
C6A C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C12 C13 C14 120.70(14) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C10 C9 C8 123.85(14) . . ?
C10 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C3A C4 C5 118.36(14) . . ?
C3A C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?

_audit_creation_method           SHELXL-97


_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        32.69
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         1.291
_refine_diff_density_min         -1.365
_refine_diff_density_rms         0.071
_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/. 
# 
# Audit and citation data items have may 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 1023722'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
;
 1,6-Dichloro-5,10-Bis(8-oxyquinolinato)-5,10-dihydroboranthrene 
;
_chemical_name_common            ?
_chemical_melting_point          392.6
_chemical_formula_moiety         'C30 H18 B2 Cl2 N2 O2'
_chemical_formula_sum            'C30 H18 B2 Cl2 N2 O2'
_chemical_formula_weight         530.98

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'
Cl Cl 0.1484 0.1585 '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                   9.9401(3)
_cell_length_b                   12.5613(5)
_cell_length_c                   19.6590(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.600(3)
_cell_angle_gamma                90
_cell_volume                     2453.68(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13623
_cell_measurement_theta_min      2.0380
_cell_measurement_theta_max      35.6240

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_min  0.86384
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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                   '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, Single source at offset, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.0013
_diffrn_reflns_number            61281
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.924
_diffrn_reflns_theta_max         37.382
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12402
_reflns_number_gt                7705
_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 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0993P)²+1.8644P] 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         12402
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1225
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.2238
_refine_ls_wR_factor_gt          0.1931
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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 0.14332(17) 0.13775(14) 0.33704(9) 0.0201(3) Uani 1 1 d . . . . .
C2 C 0.22619(18) 0.05679(15) 0.31043(9) 0.0220(3) Uani 1 1 d . . . . .
C3 C 0.1669(2) -0.00785(17) 0.25950(10) 0.0273(4) Uani 1 1 d . . . . .
C4 C 0.0390(2) 0.0099(2) 0.23094(10) 0.0318(4) Uani 1 1 d . . . . .
H4 H 0.0044 -0.0343 0.1954 0.038 Uiso 1 1 calc R U . . .
C5 C -0.0363(2) 0.09315(19) 0.25545(11) 0.0300(4) Uani 1 1 d . . . . .
H5 H -0.1224 0.1083 0.2356 0.036 Uiso 1 1 calc R U . . .
C6 C 0.01338(18) 0.15483(16) 0.30907(10) 0.0245(3) Uani 1 1 d . . . . .
H6 H -0.0413 0.2094 0.3272 0.029 Uiso 1 1 calc R U . . .
C7 C 0.43808(17) 0.15404(15) 0.37424(9) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.35349(18) 0.22853(14) 0.40610(9) 0.0213(3) Uani 1 1 d . . . . .
C9 C 0.41773(19) 0.31130(15) 0.44149(10) 0.0245(3) Uani 1 1 d . . . . .
C10 C 0.5568(2) 0.32648(16) 0.44434(11) 0.0272(4) Uani 1 1 d . . . . .
H10 H 0.5953 0.3857 0.4677 0.033 Uiso 1 1 calc R U . . .
C11 C 0.6373(2) 0.25327(17) 0.41232(11) 0.0291(4) Uani 1 1 d . . . . .
H11 H 0.7324 0.2612 0.4140 0.035 Uiso 1 1 calc R U . . .
C12 C 0.57877(19) 0.16842(17) 0.37783(11) 0.0266(4) Uani 1 1 d . . . . .
H12 H 0.6349 0.1185 0.3560 0.032 Uiso 1 1 calc R U . . .
C13 C 0.19164(18) 0.05385(14) 0.49940(9) 0.0211(3) Uani 1 1 d . . . . .
H13 H 0.2584 0.0118 0.4785 0.025 Uiso 1 1 calc R U . . .
C14 C 0.13491(19) 0.02008(15) 0.56058(9) 0.0236(3) Uani 1 1 d . . . . .
H14 H 0.1633 -0.0453 0.5806 0.028 Uiso 1 1 calc R U . . .
C15 C 0.0390(2) 0.08030(16) 0.59183(9) 0.0251(3) Uani 1 1 d . . . . .
H15 H 0.0017 0.0565 0.6331 0.030 Uiso 1 1 calc R U . . .
C16 C -0.00405(19) 0.17787(15) 0.56239(9) 0.0232(3) Uani 1 1 d . . . . .
C17 C -0.0992(2) 0.25228(18) 0.58658(11) 0.0309(4) Uani 1 1 d . . . . .
H17 H -0.1452 0.2390 0.6274 0.037 Uiso 1 1 calc R U . . .
C18 C -0.1236(2) 0.34390(18) 0.54996(12) 0.0327(4) Uani 1 1 d . . . . .
H18 H -0.1870 0.3929 0.5672 0.039 Uiso 1 1 calc R U . . .
C19 C -0.06080(19) 0.37036(16) 0.48828(11) 0.0271(4) Uani 1 1 d . . . . .
H19 H -0.0813 0.4347 0.4648 0.033 Uiso 1 1 calc R U . . .
C20 C 0.03126(18) 0.29873(14) 0.46372(10) 0.0222(3) Uani 1 1 d . . . . .
C21 C 0.05704(17) 0.20516(14) 0.50124(9) 0.0200(3) Uani 1 1 d . . . . .
C22 C 0.5094(2) 0.0609(2) 0.22048(11) 0.0312(4) Uani 1 1 d . . . . .
H22 H 0.4601 0.1215 0.2051 0.037 Uiso 1 1 calc R U . . .
C23 C 0.6125(2) 0.0185(2) 0.18088(12) 0.0361(5) Uani 1 1 d . . . . .
H23 H 0.6306 0.0499 0.1381 0.043 Uiso 1 1 calc R U . . .
C24 C 0.6863(2) -0.0665(2) 0.20272(12) 0.0359(5) Uani 1 1 d . . . . .
H24 H 0.7557 -0.0937 0.1754 0.043 Uiso 1 1 calc R U . . .
C25 C 0.66008(19) -0.11458(18) 0.26630(11) 0.0305(4) Uani 1 1 d . . . . .
C26 C 0.7262(2) -0.20070(19) 0.29896(13) 0.0354(5) Uani 1 1 d . . . . .
H26 H 0.8003 -0.2344 0.2784 0.042 Uiso 1 1 calc R U . . .
C27 C 0.6824(2) -0.23534(18) 0.36098(14) 0.0373(5) Uani 1 1 d . . . . .
H27 H 0.7288 -0.2930 0.3823 0.045 Uiso 1 1 calc R U . . .
C28 C 0.5715(2) -0.19000(17) 0.39511(12) 0.0316(4) Uani 1 1 d . . . . .
H28 H 0.5434 -0.2174 0.4374 0.038 Uiso 1 1 calc R U . . .
C29 C 0.5068(2) -0.10524(16) 0.36466(11) 0.0263(4) Uani 1 1 d . . . . .
C30 C 0.55308(19) -0.06926(16) 0.30132(10) 0.0258(4) Uani 1 1 d . . . . .
B1 B 0.1930(2) 0.20692(16) 0.40155(10) 0.0203(3) Uani 1 1 d . . . . .
B2 B 0.3789(2) 0.04723(18) 0.33831(11) 0.0228(4) Uani 1 1 d . . . . .
N1 N 0.15139(15) 0.14488(11) 0.47095(8) 0.0190(3) Uani 1 1 d . . . . .
N2 N 0.48164(16) 0.01547(14) 0.27940(8) 0.0250(3) Uani 1 1 d . . . . .
O1 O 0.10459(14) 0.30460(10) 0.40773(7) 0.0237(3) Uani 1 1 d . . . . .
O2 O 0.40195(14) -0.04776(11) 0.38552(7) 0.0259(3) Uani 1 1 d . . . . .
Cl1 Cl 0.25160(6) -0.12061(5) 0.22916(3) 0.04231(16) Uani 1 1 d . . . . .
Cl2 Cl 0.32508(5) 0.40478(4) 0.48783(3) 0.03163(12) 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 1.406(3) . ?
C1 C2 1.418(3) . ?
C1 B1 1.604(3) . ?
C2 C3 1.406(3) . ?
C2 B2 1.604(3) . ?
C3 C4 1.393(3) . ?
C3 Cl1 1.760(2) . ?
C4 C5 1.380(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.410(3) . ?
C7 C8 1.416(3) . ?
C7 B2 1.619(3) . ?
C8 C9 1.396(3) . ?
C8 B1 1.618(3) . ?
C9 C10 1.395(3) . ?
C9 Cl2 1.7618(19) . ?
C10 C11 1.382(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.330(2) . ?
C13 C14 1.408(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.416(3) . ?
C15 H15 0.9500 . ?
C16 C21 1.404(2) . ?
C16 C17 1.421(3) . ?
C17 C18 1.375(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.419(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(3) . ?
C19 H19 0.9500 . ?
C20 O1 1.339(2) . ?
C20 C21 1.407(3) . ?
C21 N1 1.356(2) . ?
C22 N2 1.327(3) . ?
C22 C23 1.408(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.358(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.419(3) . ?
C24 H24 0.9500 . ?
C25 C30 1.404(3) . ?
C25 C26 1.411(3) . ?
C26 C27 1.377(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.425(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.373(3) . ?
C28 H28 0.9500 . ?
C29 O2 1.341(2) . ?
C29 C30 1.414(3) . ?
C30 N2 1.344(3) . ?
B1 O1 1.516(2) . ?
B1 N1 1.634(2) . ?
B2 O2 1.525(3) . ?
B2 N2 1.616(2) . ?

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 120.12(17) . . ?
C6 C1 B1 119.06(16) . . ?
C2 C1 B1 120.74(15) . . ?
C3 C2 C1 116.15(17) . . ?
C3 C2 B2 125.04(17) . . ?
C1 C2 B2 118.79(16) . . ?
C4 C3 C2 123.65(19) . . ?
C4 C3 Cl1 115.60(16) . . ?
C2 C3 Cl1 120.73(15) . . ?
C5 C4 C3 118.56(19) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 120.21(19) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 121.02(19) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C12 C7 C8 119.58(17) . . ?
C12 C7 B2 118.42(16) . . ?
C8 C7 B2 121.83(15) . . ?
C9 C8 C7 116.34(16) . . ?
C9 C8 B1 126.10(16) . . ?
C7 C8 B1 117.48(15) . . ?
C10 C9 C8 124.12(18) . . ?
C10 C9 Cl2 114.83(15) . . ?
C8 C9 Cl2 121.04(14) . . ?
C11 C10 C9 118.45(18) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C12 119.68(18) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C7 121.77(18) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
N1 C13 C14 119.70(17) . . ?
N1 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 120.99(17) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 119.93(16) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C21 C16 C15 115.33(16) . . ?
C21 C16 C17 115.70(18) . . ?
C15 C16 C17 128.97(18) . . ?
C18 C17 C16 118.99(18) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 124.61(18) . . ?
C17 C18 H18 117.7 . . ?
C19 C18 H18 117.7 . . ?
C20 C19 C18 117.26(19) . . ?
C20 C19 H19 121.4 . . ?
C18 C19 H19 121.4 . . ?
O1 C20 C19 129.28(18) . . ?
O1 C20 C21 112.42(15) . . ?
C19 C20 C21 118.29(17) . . ?
N1 C21 C16 124.10(17) . . ?
N1 C21 C20 110.75(15) . . ?
C16 C21 C20 125.15(16) . . ?
N2 C22 C23 119.5(2) . . ?
N2 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C24 C23 C22 121.2(2) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C25 120.14(19) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C30 C25 C26 115.9(2) . . ?
C30 C25 C24 114.8(2) . . ?
C26 C25 C24 129.2(2) . . ?
C27 C26 C25 119.3(2) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C26 C27 C28 124.0(2) . . ?
C26 C27 H27 118.0 . . ?
C28 C27 H27 118.0 . . ?
C29 C28 C27 117.6(2) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
O2 C29 C28 130.0(2) . . ?
O2 C29 C30 111.84(17) . . ?
C28 C29 C30 118.16(19) . . ?
N2 C30 C25 124.4(2) . . ?
N2 C30 C29 110.71(16) . . ?
C25 C30 C29 124.9(2) . . ?
O1 B1 C1 109.60(15) . . ?
O1 B1 C8 115.62(15) . . ?
C1 B1 C8 114.57(14) . . ?
O1 B1 N1 99.11(13) . . ?
C1 B1 N1 108.80(14) . . ?
C8 B1 N1 107.81(14) . . ?
O2 B2 C2 113.05(15) . . ?
O2 B2 N2 98.96(14) . . ?
C2 B2 N2 112.63(15) . . ?
O2 B2 C7 109.64(15) . . ?
C2 B2 C7 114.58(16) . . ?
N2 B2 C7 106.73(14) . . ?
C13 N1 C21 119.94(15) . . ?
C13 N1 B1 132.93(15) . . ?
C21 N1 B1 107.13(14) . . ?
C22 N2 C30 119.96(17) . . ?
C22 N2 B2 132.12(18) . . ?
C30 N2 B2 107.75(16) . . ?
C20 O1 B1 110.57(14) . . ?
C29 O2 B2 109.88(15) . . ?

_refine_diff_density_max         2.227
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.098

_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/. 
# 
# Audit and citation data items have may 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 1023723'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
;
 2,3,7,8-tetrafluoro-5,10-bis(8-oxyquinolinato)-5,10-dihydroboranthrene
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H16 B2 F4 N2 O2'
_chemical_formula_sum            'C30 H16 B2 F4 N2 O2'
_chemical_formula_weight         534.07

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'
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'
B B 0.0013 0.0007 '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                   10.9289(5)
_cell_length_b                   11.3491(5)
_cell_length_c                   12.0394(6)
_cell_angle_alpha                64.416(5)
_cell_angle_beta                 64.811(5)
_cell_angle_gamma                84.204(4)
_cell_volume                     1212.51(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_oxdiff_measurement_reflns_used 16112
_cell_measurement_reflns_used    16112
_cell_measurement_theta_min      1.9958
_cell_measurement_theta_max      32.2167

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_min  0.99279
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Opal'
_diffrn_detector_area_resol_mean 8.4441
_diffrn_reflns_number            45053
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_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         2.000
_diffrn_reflns_theta_max         32.290
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8202
_reflns_number_gt                6345
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0604P)²+0.4265P] 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         8202
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1209
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
F1 F 0.62884(8) 0.67629(7) 0.33324(7) 0.02180(16) Uani 1 1 d . . . . .
F2 F 0.69274(8) 0.82405(7) 0.42833(7) 0.02259(16) Uani 1 1 d . . . . .
O2 O 0.74710(8) 0.20857(8) 0.56018(8) 0.01598(16) Uani 1 1 d . . . . .
O1 O 0.66400(8) 0.38891(8) 0.90997(8) 0.01612(16) Uani 1 1 d . . . . .
F4 F 1.11852(8) 0.11044(8) 0.88441(9) 0.0317(2) Uani 1 1 d . . . . .
N1 N 0.87343(10) 0.52797(10) 0.78643(9) 0.01517(18) Uani 1 1 d . . . . .
N2 N 0.58058(9) 0.18885(9) 0.77813(9) 0.01270(17) Uani 1 1 d . . . . .
F3 F 1.07060(8) -0.02870(8) 0.77041(10) 0.03077(19) Uani 1 1 d . . . . .
C3 C 0.67648(11) 0.48293(11) 0.48935(11) 0.0148(2) Uani 1 1 d . . . . .
H3 H 0.6540 0.4315 0.4546 0.018 Uiso 1 1 calc R U . . .
C20 C 0.67872(11) 0.44342(11) 0.98293(11) 0.0145(2) Uani 1 1 d . . . . .
C21 C 0.80162(11) 0.52544(11) 0.91195(11) 0.0143(2) Uani 1 1 d . . . . .
C30 C 0.54954(11) 0.09868(10) 0.74527(11) 0.01361(19) Uani 1 1 d . . . . .
C24 C 0.34407(11) 0.01569(11) 0.94872(11) 0.0161(2) Uani 1 1 d . . . . .
H24 H 0.2635 -0.0431 1.0089 0.019 Uiso 1 1 calc R U . . .
C25 C 0.43383(11) 0.00804(11) 0.82620(11) 0.0150(2) Uani 1 1 d . . . . .
C8 C 0.84218(11) 0.22709(11) 0.71523(11) 0.0141(2) Uani 1 1 d . . . . .
C29 C 0.64937(11) 0.10967(11) 0.61814(11) 0.0153(2) Uani 1 1 d . . . . .
C23 C 0.37470(11) 0.10910(11) 0.97973(11) 0.0161(2) Uani 1 1 d . . . . .
H23 H 0.3137 0.1156 1.0609 0.019 Uiso 1 1 calc R U . . .
C2 C 0.71823(11) 0.42285(11) 0.59494(10) 0.01302(19) Uani 1 1 d . . . . .
C22 C 0.49531(11) 0.19545(11) 0.89287(11) 0.0145(2) Uani 1 1 d . . . . .
H22 H 0.5155 0.2584 0.9166 0.017 Uiso 1 1 calc R U . . .
C1 C 0.74994(11) 0.50018(11) 0.64712(11) 0.01391(19) Uani 1 1 d . . . . .
C4 C 0.66802(11) 0.61664(11) 0.43595(11) 0.0156(2) Uani 1 1 d . . . . .
C7 C 0.87081(11) 0.30218(11) 0.77089(11) 0.0148(2) Uani 1 1 d . . . . .
C5 C 0.70055(12) 0.69291(11) 0.48536(11) 0.0160(2) Uani 1 1 d . . . . .
C6 C 0.74074(11) 0.63617(11) 0.59020(11) 0.0159(2) Uani 1 1 d . . . . .
H6 H 0.7622 0.6893 0.6238 0.019 Uiso 1 1 calc R U . . .
C16 C 0.84379(12) 0.59569(11) 0.96310(12) 0.0169(2) Uani 1 1 d . . . . .
C26 C 0.42105(13) -0.08028(12) 0.77592(13) 0.0195(2) Uani 1 1 d . . . . .
H26 H 0.3452 -0.1448 0.8265 0.023 Uiso 1 1 calc R U . . .
B2 B 0.72850(12) 0.26772(12) 0.65747(12) 0.0135(2) Uani 1 1 d . . . . .
C9 C 0.91132(12) 0.11608(11) 0.71429(12) 0.0178(2) Uani 1 1 d . . . . .
H9 H 0.8945 0.0665 0.6748 0.021 Uiso 1 1 calc R U . . .
C19 C 0.59266(12) 0.43102(12) 1.11160(11) 0.0168(2) Uani 1 1 d . . . . .
H19 H 0.5088 0.3770 1.1627 0.020 Uiso 1 1 calc R U . . .
C18 C 0.63320(12) 0.50148(12) 1.16545(12) 0.0191(2) Uani 1 1 d . . . . .
H18 H 0.5740 0.4934 1.2539 0.023 Uiso 1 1 calc R U . . .
C17 C 0.75428(13) 0.58125(12) 1.09604(12) 0.0190(2) Uani 1 1 d . . . . .
H17 H 0.7772 0.6258 1.1368 0.023 Uiso 1 1 calc R U . . .
C12 C 0.96482(12) 0.26134(12) 0.82776(12) 0.0194(2) Uani 1 1 d . . . . .
H12 H 0.9844 0.3106 0.8662 0.023 Uiso 1 1 calc R U . . .
C27 C 0.51969(13) -0.07149(12) 0.65303(13) 0.0213(2) Uani 1 1 d . . . . .
H27 H 0.5098 -0.1317 0.6212 0.026 Uiso 1 1 calc R U . . .
C28 C 0.63588(13) 0.02324(12) 0.57104(12) 0.0197(2) Uani 1 1 d . . . . .
H28 H 0.7017 0.0264 0.4867 0.024 Uiso 1 1 calc R U . . .
C10 C 1.00374(12) 0.07869(12) 0.77053(13) 0.0207(2) Uani 1 1 d . . . . .
C13 C 0.99179(12) 0.60136(12) 0.70428(12) 0.0194(2) Uani 1 1 d . . . . .
H13 H 1.0425 0.6038 0.6166 0.023 Uiso 1 1 calc R U . . .
B1 B 0.79059(13) 0.42848(13) 0.77266(12) 0.0146(2) Uani 1 1 d . . . . .
C11 C 1.02910(12) 0.15012(13) 0.82831(13) 0.0218(2) Uani 1 1 d . . . . .
C15 C 0.97059(13) 0.67314(12) 0.87413(13) 0.0212(2) Uani 1 1 d . . . . .
H15 H 1.0060 0.7231 0.9020 0.025 Uiso 1 1 calc R U . . .
C14 C 1.04247(13) 0.67571(13) 0.74685(13) 0.0224(2) Uani 1 1 d . . . . .
H14 H 1.1271 0.7282 0.6872 0.027 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
F1 C4 1.3564(13) . ?
F2 C5 1.3549(13) . ?
O2 C29 1.3486(14) . ?
O2 B2 1.5208(14) . ?
O1 C20 1.3379(13) . ?
O1 B1 1.5447(15) . ?
F4 C11 1.3507(14) . ?
N1 C13 1.3275(15) . ?
N1 C21 1.3631(14) . ?
N1 B1 1.6180(15) . ?
N2 C22 1.3273(14) . ?
N2 C30 1.3612(14) . ?
N2 B2 1.6417(15) . ?
F3 C10 1.3565(14) . ?
C3 C4 1.3799(16) . ?
C3 C2 1.4040(15) . ?
C3 H3 0.9500 . ?
C20 C19 1.3792(15) . ?
C20 C21 1.4104(15) . ?
C21 C16 1.4025(15) . ?
C30 C25 1.3982(15) . ?
C30 C29 1.4106(15) . ?
C24 C23 1.3767(16) . ?
C24 C25 1.4168(16) . ?
C24 H24 0.9500 . ?
C25 C26 1.4195(16) . ?
C8 C9 1.4040(16) . ?
C8 C7 1.4138(15) . ?
C8 B2 1.6070(17) . ?
C29 C28 1.3735(16) . ?
C23 C22 1.4120(15) . ?
C23 H23 0.9500 . ?
C2 C1 1.4170(15) . ?
C2 B2 1.6020(16) . ?
C22 H22 0.9500 . ?
C1 C6 1.4056(15) . ?
C1 B1 1.6064(17) . ?
C4 C5 1.3843(16) . ?
C7 C12 1.4028(16) . ?
C7 B1 1.6064(17) . ?
C5 C6 1.3833(16) . ?
C6 H6 0.9500 . ?
C16 C15 1.4176(17) . ?
C16 C17 1.4208(16) . ?
C26 C27 1.3776(18) . ?
C26 H26 0.9500 . ?
C9 C10 1.3806(17) . ?
C9 H9 0.9500 . ?
C19 C18 1.4213(16) . ?
C19 H19 0.9500 . ?
C18 C17 1.3843(17) . ?
C18 H18 0.9500 . ?
C17 H17 0.9500 . ?
C12 C11 1.3800(18) . ?
C12 H12 0.9500 . ?
C27 C28 1.4265(17) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C10 C11 1.3837(19) . ?
C13 C14 1.4110(17) . ?
C13 H13 0.9500 . ?
C15 C14 1.3812(17) . ?
C15 H15 0.9500 . ?
C14 H14 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
C29 O2 B2 110.75(8) . . ?
C20 O1 B1 110.54(8) . . ?
C13 N1 C21 119.30(10) . . ?
C13 N1 B1 132.77(9) . . ?
C21 N1 B1 107.88(9) . . ?
C22 N2 C30 119.11(9) . . ?
C22 N2 B2 133.67(9) . . ?
C30 N2 B2 107.20(8) . . ?
C4 C3 C2 120.05(10) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
O1 C20 C19 129.60(10) . . ?
O1 C20 C21 112.06(9) . . ?
C19 C20 C21 118.34(10) . . ?
N1 C21 C16 124.57(10) . . ?
N1 C21 C20 110.80(10) . . ?
C16 C21 C20 124.63(10) . . ?
N2 C30 C25 124.56(10) . . ?
N2 C30 C29 110.84(9) . . ?
C25 C30 C29 124.60(10) . . ?
C23 C24 C25 119.34(10) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C30 C25 C24 115.72(10) . . ?
C30 C25 C26 116.18(10) . . ?
C24 C25 C26 128.10(10) . . ?
C9 C8 C7 119.40(10) . . ?
C9 C8 B2 120.95(10) . . ?
C7 C8 B2 119.64(10) . . ?
O2 C29 C28 129.52(10) . . ?
O2 C29 C30 111.95(9) . . ?
C28 C29 C30 118.53(10) . . ?
C24 C23 C22 121.08(10) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C3 C2 C1 119.55(10) . . ?
C3 C2 B2 120.41(9) . . ?
C1 C2 B2 120.03(9) . . ?
N2 C22 C23 120.15(10) . . ?
N2 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C6 C1 C2 118.99(10) . . ?
C6 C1 B1 122.25(10) . . ?
C2 C1 B1 118.73(10) . . ?
F1 C4 C3 120.77(10) . . ?
F1 C4 C5 118.59(10) . . ?
C3 C4 C5 120.64(10) . . ?
C12 C7 C8 118.99(10) . . ?
C12 C7 B1 121.80(10) . . ?
C8 C7 B1 119.17(10) . . ?
F2 C5 C6 120.92(10) . . ?
F2 C5 C4 118.53(10) . . ?
C6 C5 C4 120.56(10) . . ?
C5 C6 C1 120.20(10) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C21 C16 C15 115.33(10) . . ?
C21 C16 C17 116.29(10) . . ?
C15 C16 C17 128.38(11) . . ?
C27 C26 C25 119.37(11) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
O2 B2 C2 113.22(9) . . ?
O2 B2 C8 110.95(9) . . ?
C2 B2 C8 112.89(9) . . ?
O2 B2 N2 98.64(8) . . ?
C2 B2 N2 110.51(9) . . ?
C8 B2 N2 109.74(8) . . ?
C10 C9 C8 120.23(11) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C20 C19 C18 118.02(11) . . ?
C20 C19 H19 121.0 . . ?
C18 C19 H19 121.0 . . ?
C17 C18 C19 123.58(10) . . ?
C17 C18 H18 118.2 . . ?
C19 C18 H18 118.2 . . ?
C18 C17 C16 119.14(11) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C11 C12 C7 120.43(11) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C26 C27 C28 123.50(11) . . ?
C26 C27 H27 118.3 . . ?
C28 C27 H27 118.3 . . ?
C29 C28 C27 117.79(11) . . ?
C29 C28 H28 121.1 . . ?
C27 C28 H28 121.1 . . ?
F3 C10 C9 120.57(12) . . ?
F3 C10 C11 119.04(11) . . ?
C9 C10 C11 120.38(11) . . ?
N1 C13 C14 120.19(11) . . ?
N1 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
O1 B1 C7 109.63(9) . . ?
O1 B1 C1 111.06(9) . . ?
C7 B1 C1 113.26(9) . . ?
O1 B1 N1 98.54(8) . . ?
C7 B1 N1 110.70(9) . . ?
C1 B1 N1 112.70(9) . . ?
F4 C11 C12 120.22(12) . . ?
F4 C11 C10 119.25(11) . . ?
C12 C11 C10 120.53(11) . . ?
C14 C15 C16 119.78(11) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C14 C13 120.83(11) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?

_refine_diff_density_max         0.462
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.059

_audit_creation_method           SHELXL-97

_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/. 
# 
# Audit and citation data items have may 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 1023724'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
; 
 4,8-bis(8-oxyquinolinato)-4,8-Dihydro-p-diborino[2,3-b:5,6-b']dithiophene 
;
_chemical_name_common            ?
_chemical_melting_point          360.7
_chemical_formula_moiety         'C26 H16 B2 N2 O2 S2'
_chemical_formula_sum            'C26 H16 B2 N2 O2 S2'
_chemical_formula_weight         474.15

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  -P1
_space_group_IT_number           2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9127(4)
_cell_length_b                   9.3250(4)
_cell_length_c                   9.8060(4)
_cell_angle_alpha                92.99(2)
_cell_angle_beta                 101.30(1)
_cell_angle_gamma                113.32(1)
_cell_volume                     644.76(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    622
_cell_measurement_theta_min      4.020
_cell_measurement_theta_max      27.157

_exptl_crystal_description       unspecified
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             244
_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4508
_exptl_absorpt_correction_T_max  0.7454

_exptl_absorpt_process_details   
;
 R. H. Blessing, Acta Cryst., 1995, A51, 33
;
_diffrn_source                   'rotating-anode X-ray source'
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_probe          X-ray
_diffrn_detector                 'APEXII CCD camera'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_type       'X-axis to radiation source'

_diffrn_reflns_number            13958
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         27.51
_reflns_number_total             2992
_reflns_number_gt                2948
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_reduction_process 
;
 Scaled and merged with SORTAV
 R. H. Blessing, Cryst. Rev., 1987, 1, 3
 R. H. Blessing, J. Appl. Cryst., 1989, 22, 396
;
_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'Bruker APEX2 software'
_computing_data_reduction        
;
 SAINT intergration software, Bruker AXS
 SORTAV, R. H. Blessing, Acta Cryst., 1995, A51, 33
;
_computing_structure_solution    
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;
_computing_structure_refinement  
;
 SHELXS-97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112
;

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1102P)²+0.1767P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3992
_refine_ls_number_parameters     154
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1889
_refine_ls_wR_factor_gt          0.1795
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.127
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.35362(7) 0.74515(7) 0.22520(5) 0.02567(18) Uani 1 1 d U . .
O1 O 0.49956(19) 1.14046(18) 0.24997(15) 0.0211(3) Uani 1 1 d . . .
N1 N 0.1955(2) 1.0320(2) 0.30250(16) 0.0172(3) Uani 1 1 d . . .
C1 C 0.4268(2) 0.8877(2) 0.36896(19) 0.0164(3) Uani 1 1 d U . .
C13 C 0.1994(3) 1.1241(2) 0.19978(19) 0.0171(4) Uani 1 1 d . . .
C3 C 0.5150(3) 0.6863(2) 0.4546(2) 0.0164(4) Uani 1 1 d U . .
H3 H 0.5675 0.6357 0.5211 0.020 Uiso 1 1 calc R . .
C2 C 0.5090(3) 0.8429(2) 0.4865(2) 0.0168(4) Uani 1 1 d . . .
B1 B 0.4114(3) 1.0514(3) 0.3623(2) 0.0170(4) Uani 1 1 d . . .
C8 C 0.0433(3) 1.1510(3) 0.1317(2) 0.0264(5) Uani 1 1 d . . .
C12 C 0.3786(3) 1.1862(2) 0.1701(2) 0.0200(4) Uani 1 1 d . . .
C5 C 0.0371(3) 0.9581(3) 0.3419(2) 0.0235(4) Uani 1 1 d . . .
H5 H 0.0331 0.8919 0.4128 0.028 Uiso 1 1 calc R . .
C11 C 0.4059(4) 1.2813(3) 0.0661(2) 0.0291(5) Uani 1 1 d . . .
H11 H 0.5250 1.3255 0.0421 0.035 Uiso 1 1 calc R . .
C4 C 0.4341(3) 0.6269(3) 0.3162(2) 0.0275(5) Uani 1 1 d U . .
H4 H 0.4240 0.5286 0.2749 0.033 Uiso 1 1 calc R . .
C6 C -0.1274(3) 0.9779(3) 0.2781(3) 0.0310(5) Uani 1 1 d . . .
H6 H -0.2421 0.9236 0.3060 0.037 Uiso 1 1 calc R . .
C7 C -0.1237(3) 1.0734(3) 0.1777(3) 0.0314(5) Uani 1 1 d . . .
H7 H -0.2345 1.0878 0.1382 0.038 Uiso 1 1 calc R . .
C9 C 0.0756(4) 1.2499(3) 0.0272(2) 0.0359(6) Uani 1 1 d . . .
H9 H -0.0231 1.2746 -0.0221 0.043 Uiso 1 1 calc R . .
C10 C 0.2521(4) 1.3107(3) -0.0034(2) 0.0360(6) Uani 1 1 d . . .
H10 H 0.2704 1.3760 -0.0752 0.043 Uiso 1 1 calc R . .


_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 C4 1.689(2) . ?
S1 C1 1.722(2) . ?
O1 C12 1.333(2) . ?
O1 B1 1.526(3) . ?
N1 C5 1.315(3) . ?
N1 C13 1.355(2) . ?
N1 B1 1.626(2) . ?
C1 C2 1.378(2) . ?
C1 B1 1.582(3) . ?
C13 C12 1.400(3) . ?
C13 C8 1.405(3) . ?
C3 C4 1.363(3) . ?
C3 C2 1.499(3) . ?
C3 H3 0.9500 . ?
C2 B1 1.598(3) 2_676 ?
B1 C2 1.598(3) 2_676 ?
C8 C9 1.407(3) . ?
C8 C7 1.409(4) . ?
C12 C11 1.378(3) . ?
C5 C6 1.415(3) . ?
C5 H5 0.9500 . ?
C11 C10 1.407(3) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C6 C7 1.358(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C9 C10 1.385(4) . ?
C9 H9 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
C4 S1 C1 93.55(10) . . ?
C12 O1 B1 110.28(14) . . ?
C5 N1 C13 119.89(17) . . ?
C5 N1 B1 132.73(16) . . ?
C13 N1 B1 107.14(15) . . ?
C2 C1 B1 125.39(18) . . ?
C2 C1 S1 110.73(14) . . ?
B1 C1 S1 123.78(14) . . ?
N1 C13 C12 110.69(16) . . ?
N1 C13 C8 124.23(19) . . ?
C12 C13 C8 125.07(19) . . ?
C4 C3 C2 110.17(16) . . ?
C4 C3 H3 124.9 . . ?
C2 C3 H3 124.9 . . ?
C1 C2 C3 112.02(17) . . ?
C1 C2 B1 122.98(17) . 2_676 ?
C3 C2 B1 125.00(16) . 2_676 ?
O1 B1 C1 113.05(15) . . ?
O1 B1 C2 112.37(16) . 2_676 ?
C1 B1 C2 111.50(15) . 2_676 ?
O1 B1 N1 98.28(13) . . ?
C1 B1 N1 112.94(16) . . ?
C2 B1 N1 107.95(14) 2_676 . ?
C13 C8 C9 115.7(2) . . ?
C13 C8 C7 114.9(2) . . ?
C9 C8 C7 129.5(2) . . ?
O1 C12 C11 129.54(19) . . ?
O1 C12 C13 112.33(16) . . ?
C11 C12 C13 118.13(19) . . ?
N1 C5 C6 119.6(2) . . ?
N1 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C12 C11 C10 118.0(2) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C3 C4 S1 113.52(16) . . ?
C3 C4 H4 123.2 . . ?
S1 C4 H4 123.2 . . ?
C7 C6 C5 121.0(2) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 120.43(19) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C10 C9 C8 119.5(2) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 123.6(2) . . ?
C9 C10 H10 118.2 . . ?
C11 C10 H10 118.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 -1.22(16) . . . . ?
C4 S1 C1 B1 175.38(17) . . . . ?
C5 N1 C13 C12 -177.60(18) . . . . ?
B1 N1 C13 C12 7.3(2) . . . . ?
C5 N1 C13 C8 1.6(3) . . . . ?
B1 N1 C13 C8 -173.53(18) . . . . ?
B1 C1 C2 C3 -175.15(16) . . . . ?
S1 C1 C2 C3 1.4(2) . . . . ?
B1 C1 C2 B1 4.4(3) . . . 2_676 ?
S1 C1 C2 B1 -179.03(14) . . . 2_676 ?
C4 C3 C2 C1 -0.9(2) . . . . ?
C4 C3 C2 B1 179.54(18) . . . 2_676 ?
C12 O1 B1 C1 129.78(17) . . . . ?
C12 O1 B1 C2 -102.93(18) . . . 2_676 ?
C12 O1 B1 N1 10.44(19) . . . . ?
C2 C1 B1 O1 123.8(2) . . . . ?
S1 C1 B1 O1 -52.3(2) . . . . ?
C2 C1 B1 C2 -4.0(3) . . . 2_676 ?
S1 C1 B1 C2 179.91(13) . . . 2_676 ?
C2 C1 B1 N1 -125.75(19) . . . . ?
S1 C1 B1 N1 58.1(2) . . . . ?
C5 N1 B1 O1 175.3(2) . . . . ?
C13 N1 B1 O1 -10.45(19) . . . . ?
C5 N1 B1 C1 55.9(3) . . . . ?
C13 N1 B1 C1 -129.88(17) . . . . ?
C5 N1 B1 C2 -67.8(3) . . . 2_676 ?
C13 N1 B1 C2 106.39(17) . . . 2_676 ?
N1 C13 C8 C9 -179.69(19) . . . . ?
C12 C13 C8 C9 -0.6(3) . . . . ?
N1 C13 C8 C7 -0.2(3) . . . . ?
C12 C13 C8 C7 178.81(19) . . . . ?
B1 O1 C12 C11 173.3(2) . . . . ?
B1 O1 C12 C13 -7.4(2) . . . . ?
N1 C13 C12 O1 -0.4(2) . . . . ?
C8 C13 C12 O1 -179.53(18) . . . . ?
N1 C13 C12 C11 179.09(18) . . . . ?
C8 C13 C12 C11 -0.1(3) . . . . ?
C13 N1 C5 C6 -1.1(3) . . . . ?
B1 N1 C5 C6 172.54(19) . . . . ?
O1 C12 C11 C10 179.7(2) . . . . ?
C13 C12 C11 C10 0.3(3) . . . . ?
C2 C3 C4 S1 0.0(2) . . . . ?
C1 S1 C4 C3 0.72(18) . . . . ?
N1 C5 C6 C7 -0.7(3) . . . . ?
C5 C6 C7 C8 2.0(3) . . . . ?
C13 C8 C7 C6 -1.5(3) . . . . ?
C9 C8 C7 C6 177.8(2) . . . . ?
C13 C8 C9 C10 1.1(3) . . . . ?
C7 C8 C9 C10 -178.3(2) . . . . ?
C8 C9 C10 C11 -0.9(4) . . . . ?
C12 C11 C10 C9 0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        32.77
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.089
_audit_creation_method           SHELXL-97


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.500 138 33 ' '
_platon_squeeze_details          
;
;
_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/. 
# 
# Audit and citation data items have may 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_9
_database_code_depnum_ccdc_archive 'CCDC 1023725'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;

_chemical_name_systematic        
; 
 10-(8-oxyquinolinato)-phenoxaborin
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H14 B N O2, 2(C H Cl3)'
_chemical_formula_sum            'C23 H16 B Cl6 N O2'
_chemical_formula_weight         561.94

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'
Cl Cl 0.1484 0.1585 '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                   19.3536(2)
_cell_length_b                   12.1881(2)
_cell_length_c                   20.5126(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.7940(10)
_cell_angle_gamma                90
_cell_volume                     4827.98(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    45424
_cell_measurement_theta_min      1.6674
_cell_measurement_theta_max      34.5240

_exptl_crystal_description       unspecified
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    0.735
_exptl_absorpt_correction_T_min  0.98532
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Opal'
_diffrn_detector_area_resol_mean 8.4441

_diffrn_reflns_number            135187
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.945
_diffrn_reflns_theta_max         34.603
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             19819
_reflns_number_gt                14107
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET)
(compiled Nov 11 2005,15:50:43)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0496P)²+2.9395P] 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         19819
_refine_ls_number_parameters     632
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
Cl4A Cl 0.04352(3) 0.70119(5) 0.40800(3) 0.03545(14) Uani 0.8037(10) 1 d . . P
A 1
Cl5A Cl 0.12150(3) 0.78973(5) 0.52088(3) 0.03498(13) Uani 0.8037(10) 1 d . . P
A 1
Cl3A Cl 0.18002(3) 0.78960(6) 0.39504(3) 0.04171(16) Uani 0.8037(10) 1 d . . P
A 1
C44A C 0.10333(10) 0.80053(17) 0.43562(11) 0.0195(3) Uani 0.8037(10) 1 d . . P
A 1
H44 H 0.0827 0.8745 0.4260 0.023 Uiso 0.8037(10) 1 calc R U P A 1
Cl5B Cl 0.03964(11) 0.7429(2) 0.44673(14) 0.0385(6) Uani 0.1963(10) 1 d . . P A
2
Cl3B Cl 0.18068(11) 0.8195(2) 0.45834(15) 0.0410(6) Uani 0.1963(10) 1 d . . P A
2
Cl4B Cl 0.13430(13) 0.6735(2) 0.35307(11) 0.0391(6) Uani 0.1963(10) 1 d . . P A
2
C44B C 0.1113(4) 0.7823(7) 0.4054(5) 0.0231(16) Uani 0.1963(10) 1 d . . P A 2
H44B H 0.0979 0.8472 0.3775 0.028 Uiso 0.1963(10) 1 calc R U P A 2
Cl12 Cl 0.37308(2) 0.62109(3) 0.16655(2) 0.01862(7) Uani 1 1 d . . . . .
Cl11 Cl 0.45385(2) 0.57721(4) 0.05579(2) 0.03368(10) Uani 1 1 d . . . . .
Cl10 Cl 0.30414(2) 0.56353(4) 0.04135(2) 0.03765(11) Uani 1 1 d . . . . .
C8 C -0.08999(7) 0.56821(10) 0.24767(6) 0.0137(2) Uani 1 1 d . . . . .
O1 O -0.19442(5) 0.60943(8) 0.17803(5) 0.01670(18) Uani 1 1 d . . . . .
C46 C 0.37562(7) 0.63032(11) 0.08060(6) 0.0156(2) Uani 1 1 d . . . . .
H46 H 0.3732 0.7097 0.0682 0.019 Uiso 1 1 calc R U . . .
C21 C 0.08059(6) 0.55062(10) 0.18783(6) 0.0129(2) Uani 1 1 d . . . . .
C17 C 0.15072(7) 0.57906(11) 0.18849(7) 0.0158(2) Uani 1 1 d . . . . .
C2 C -0.08867(7) 0.58476(10) 0.12081(6) 0.0140(2) Uani 1 1 d . . . . .
C7 C -0.16030(7) 0.59259(10) 0.23851(6) 0.0137(2) Uani 1 1 d . . . . .
O2 O -0.01410(5) 0.43862(8) 0.18296(5) 0.01506(17) Uani 1 1 d . . . . .
C13 C 0.05499(6) 0.44258(10) 0.18156(6) 0.0120(2) Uani 1 1 d . . . . .
C1 C -0.15966(7) 0.60386(11) 0.12162(6) 0.0141(2) Uani 1 1 d . . . . .
C15 C 0.17312(7) 0.38565(12) 0.17608(7) 0.0172(2) Uani 1 1 d . . . . .
H15 H 0.2055 0.3279 0.1719 0.021 Uiso 1 1 calc R U . . .
C11 C -0.17555(7) 0.58300(12) 0.35380(7) 0.0188(3) Uani 1 1 d . . . . .
H11 H -0.2043 0.5881 0.3895 0.023 Uiso 1 1 calc R U . . .
C14 C 0.10166(7) 0.35814(11) 0.17603(6) 0.0149(2) Uani 1 1 d . . . . .
H14 H 0.0866 0.2841 0.1723 0.018 Uiso 1 1 calc R U . . .
C6 C -0.20196(7) 0.62031(12) 0.06436(7) 0.0184(2) Uani 1 1 d . . . . .
H6 H -0.2503 0.6319 0.0666 0.022 Uiso 1 1 calc R U . . .
C18 C 0.16545(8) 0.69203(12) 0.19648(8) 0.0230(3) Uani 1 1 d . . . . .
H18 H 0.2118 0.7176 0.1968 0.028 Uiso 1 1 calc R U . . .
C3 C -0.06092(7) 0.58548(12) 0.05897(7) 0.0181(2) Uani 1 1 d . . . . .
H3 H -0.0126 0.5737 0.0565 0.022 Uiso 1 1 calc R U . . .
C20 C 0.04284(8) 0.72873(12) 0.20260(8) 0.0209(3) Uani 1 1 d . . . . .
H20 H 0.0067 0.7800 0.2079 0.025 Uiso 1 1 calc R U . . .
N1 N 0.02807(6) 0.62314(9) 0.19405(6) 0.01397(19) Uani 1 1 d . . . . .
C9 C -0.06401(7) 0.55102(12) 0.31252(7) 0.0171(2) Uani 1 1 d . . . . .
H9 H -0.0164 0.5337 0.3207 0.021 Uiso 1 1 calc R U . . .
C5 C -0.17275(8) 0.61957(12) 0.00461(7) 0.0207(3) Uani 1 1 d . . . . .
H5 H -0.2011 0.6305 -0.0344 0.025 Uiso 1 1 calc R U . . .
C16 C 0.19789(7) 0.49127(12) 0.18183(7) 0.0179(2) Uani 1 1 d . . . . .
H16 H 0.2461 0.5053 0.1813 0.022 Uiso 1 1 calc R U . . .
C12 C -0.20335(7) 0.60006(11) 0.29055(7) 0.0169(2) Uani 1 1 d . . . . .
H12 H -0.2511 0.6166 0.2826 0.020 Uiso 1 1 calc R U . . .
C19 C 0.11197(8) 0.76493(12) 0.20383(9) 0.0261(3) Uani 1 1 d . . . . .
H19 H 0.1220 0.8407 0.2098 0.031 Uiso 1 1 calc R U . . .
C4 C -0.10164(8) 0.60286(12) 0.00152(7) 0.0210(3) Uani 1 1 d . . . . .
H4 H -0.0813 0.6034 -0.0394 0.025 Uiso 1 1 calc R U . . .
C10 C -0.10561(8) 0.55845(12) 0.36505(7) 0.0197(3) Uani 1 1 d . . . . .
H10 H -0.0864 0.5468 0.4083 0.024 Uiso 1 1 calc R U . . .
B1 B -0.04424(7) 0.55468(12) 0.18669(7) 0.0132(2) Uani 1 1 d . . . . .
Cl1 Cl 0.12112(2) 0.38389(3) 0.33629(2) 0.02285(7) Uani 1 1 d . . . . .
Cl2 Cl 0.03161(2) 0.39998(4) 0.44392(2) 0.02787(8) Uani 1 1 d . . . . .
Cl13 Cl 0.17653(2) 0.45805(4) 0.46350(2) 0.03303(10) Uani 1 1 d . . . . .
C43 C 0.11579(7) 0.37162(12) 0.42176(6) 0.0162(2) Uani 1 1 d . . . . .
H43 H 0.1272 0.2941 0.4344 0.019 Uiso 1 1 calc R U . . .
Cl8 Cl 0.31831(2) 0.18195(4) 0.03557(3) 0.03969(11) Uani 1 1 d . . . . .
Cl7 Cl 0.46000(2) 0.25486(5) 0.04834(3) 0.04317(12) Uani 1 1 d . . . . .
Cl9 Cl 0.36629(3) 0.31585(5) 0.14572(2) 0.04123(12) Uani 1 1 d . . . . .
C45 C 0.38904(8) 0.21299(13) 0.08990(8) 0.0247(3) Uani 1 1 d . . . . .
H45 H 0.4022 0.1452 0.1152 0.030 Uiso 1 1 calc R U . . .
C23 C 0.40854(6) 0.91734(10) 0.12173(6) 0.0128(2) Uani 1 1 d . . . . .
C42 C 0.58104(6) 0.94572(10) 0.18156(6) 0.0119(2) Uani 1 1 d . . . . .
C27 C 0.29292(7) 0.87883(11) 0.07025(7) 0.0166(2) Uani 1 1 d . . . . .
H27 H 0.2451 0.8654 0.0746 0.020 Uiso 1 1 calc R U . . .
O3 O 0.30618(5) 0.89122(8) 0.18377(5) 0.01530(18) Uani 1 1 d . . . . .
O4 O 0.48725(5) 1.05846(8) 0.18421(5) 0.01363(17) Uani 1 1 d . . . . .
N2 N 0.52852(5) 0.87297(9) 0.18735(5) 0.01224(19) Uani 1 1 d . . . . .
C40 C 0.60261(7) 1.13889(11) 0.17541(6) 0.0144(2) Uani 1 1 d . . . . .
H40 H 0.5878 1.2132 0.1746 0.017 Uiso 1 1 calc R U . . .
C22 C 0.33799(6) 0.89700(10) 0.12567(6) 0.0129(2) Uani 1 1 d . . . . .
C26 C 0.31929(7) 0.88074(12) 0.00901(7) 0.0191(3) Uani 1 1 d . . . . .
H26 H 0.2893 0.8686 -0.0289 0.023 Uiso 1 1 calc R U . . .
C37 C 0.65080(7) 0.91667(11) 0.17784(6) 0.0148(2) Uani 1 1 d . . . . .
C24 C 0.43281(7) 0.91850(12) 0.05847(6) 0.0171(2) Uani 1 1 d . . . . .
H24 H 0.4805 0.9322 0.0538 0.021 Uiso 1 1 calc R U . . .
C25 C 0.38966(8) 0.90044(13) 0.00278(7) 0.0201(3) Uani 1 1 d . . . . .
H25 H 0.4078 0.9015 -0.0391 0.024 Uiso 1 1 calc R U . . .
C28 C 0.34334(6) 0.90661(10) 0.24298(6) 0.0126(2) Uani 1 1 d . . . . .
C30 C 0.44423(7) 0.93902(11) 0.31319(6) 0.0156(2) Uani 1 1 d . . . . .
H30 H 0.4926 0.9518 0.3195 0.019 Uiso 1 1 calc R U . . .
C31 C 0.40510(7) 0.93357(12) 0.36747(6) 0.0177(2) Uani 1 1 d . . . . .
H31 H 0.4267 0.9416 0.4101 0.021 Uiso 1 1 calc R U . . .
C34 C 0.54289(7) 0.76644(11) 0.19018(7) 0.0172(2) Uani 1 1 d . . . . .
H34 H 0.5067 0.7149 0.1948 0.021 Uiso 1 1 calc R U . . .
C32 C 0.33398(7) 0.91622(12) 0.35897(7) 0.0183(2) Uani 1 1 d . . . . .
H32 H 0.3068 0.9139 0.3958 0.022 Uiso 1 1 calc R U . . .
C36 C 0.66483(7) 0.80269(12) 0.17991(7) 0.0189(3) Uani 1 1 d . . . . .
H36 H 0.7108 0.7768 0.1769 0.023 Uiso 1 1 calc R U . . .
C29 C 0.41454(6) 0.92629(10) 0.24912(6) 0.0123(2) Uani 1 1 d . . . . .
C41 C 0.55598(6) 1.05425(10) 0.18009(6) 0.0121(2) Uani 1 1 d . . . . .
C33 C 0.30282(7) 0.90227(11) 0.29662(7) 0.0160(2) Uani 1 1 d . . . . .
H33 H 0.2544 0.8899 0.2906 0.019 Uiso 1 1 calc R U . . .
B2 B 0.45665(7) 0.94270(12) 0.18615(7) 0.0124(2) Uani 1 1 d . . . . .
C39 C 0.67364(7) 1.11100(12) 0.17178(7) 0.0169(2) Uani 1 1 d . . . . .
H39 H 0.7061 1.1689 0.1687 0.020 Uiso 1 1 calc R U . . .
C35 C 0.61146(7) 0.72931(12) 0.18634(7) 0.0199(3) Uani 1 1 d . . . . .
H35 H 0.6210 0.6529 0.1882 0.024 Uiso 1 1 calc R U . . .
C38 C 0.69803(7) 1.00451(12) 0.17252(7) 0.0175(2) Uani 1 1 d . . . . .
H38 H 0.7460 0.9903 0.1695 0.021 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
Cl4A C44A 1.744(2) . ?
Cl5A C44A 1.766(2) . ?
Cl3A C44A 1.754(2) . ?
C44A H44 1.0000 . ?
Cl5B C44B 1.740(9) . ?
Cl3B C44B 1.732(10) . ?
Cl4B C44B 1.780(11) . ?
C44B H44B 1.0000 . ?
Cl12 C46 1.7706(13) . ?
Cl11 C46 1.7529(14) . ?
Cl10 C46 1.7541(14) . ?
C8 C7 1.3933(18) . ?
C8 C9 1.4064(18) . ?
C8 B1 1.5882(19) . ?
O1 C1 1.3781(16) . ?
O1 C7 1.3817(16) . ?
C46 H46 1.0000 . ?
C21 N1 1.3594(16) . ?
C21 C17 1.4001(17) . ?
C21 C13 1.4098(17) . ?
C17 C18 1.413(2) . ?
C17 C16 1.4189(19) . ?
C2 C1 1.3947(18) . ?
C2 C3 1.4099(18) . ?
C2 B1 1.5957(19) . ?
C7 C12 1.3999(18) . ?
O2 C13 1.3402(15) . ?
O2 B1 1.5339(17) . ?
C13 C14 1.3791(17) . ?
C1 C6 1.4010(18) . ?
C15 C16 1.376(2) . ?
C15 C14 1.4229(19) . ?
C15 H15 0.9500 . ?
C11 C12 1.387(2) . ?
C11 C10 1.391(2) . ?
C11 H11 0.9500 . ?
C14 H14 0.9500 . ?
C6 C5 1.383(2) . ?
C6 H6 0.9500 . ?
C18 C19 1.380(2) . ?
C18 H18 0.9500 . ?
C3 C4 1.390(2) . ?
C3 H3 0.9500 . ?
C20 N1 1.3274(17) . ?
C20 C19 1.407(2) . ?
C20 H20 0.9500 . ?
N1 B1 1.6277(18) . ?
C9 C10 1.3902(19) . ?
C9 H9 0.9500 . ?
C5 C4 1.397(2) . ?
C5 H5 0.9500 . ?
C16 H16 0.9500 . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C4 H4 0.9500 . ?
C10 H10 0.9500 . ?
Cl1 C43 1.7694(13) . ?
Cl2 C43 1.7546(14) . ?
Cl13 C43 1.7582(14) . ?
C43 H43 1.0000 . ?
Cl8 C45 1.7484(17) . ?
Cl7 C45 1.7403(16) . ?
Cl9 C45 1.7729(18) . ?
C45 H45 1.0000 . ?
C23 C22 1.3955(17) . ?
C23 C24 1.4090(18) . ?
C23 B2 1.5955(19) . ?
C42 N2 1.3599(16) . ?
C42 C37 1.4027(17) . ?
C42 C41 1.4084(17) . ?
C27 C26 1.3870(19) . ?
C27 C22 1.4039(18) . ?
C27 H27 0.9500 . ?
O3 C22 1.3789(15) . ?
O3 C28 1.3828(15) . ?
O4 C41 1.3394(15) . ?
O4 B2 1.5317(17) . ?
N2 C34 1.3283(17) . ?
N2 B2 1.6289(17) . ?
C40 C41 1.3782(18) . ?
C40 C39 1.4227(18) . ?
C40 H40 0.9500 . ?
C26 C25 1.397(2) . ?
C26 H26 0.9500 . ?
C37 C36 1.4156(19) . ?
C37 C38 1.4167(19) . ?
C24 C25 1.387(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C28 C33 1.3938(17) . ?
C28 C29 1.3960(17) . ?
C30 C31 1.3889(18) . ?
C30 C29 1.4078(18) . ?
C30 H30 0.9500 . ?
C31 C32 1.392(2) . ?
C31 H31 0.9500 . ?
C34 C35 1.4092(19) . ?
C34 H34 0.9500 . ?
C32 C33 1.388(2) . ?
C32 H32 0.9500 . ?
C36 C35 1.379(2) . ?
C36 H36 0.9500 . ?
C29 B2 1.5849(19) . ?
C33 H33 0.9500 . ?
C39 C38 1.381(2) . ?
C39 H39 0.9500 . ?
C35 H35 0.9500 . ?
C38 H38 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
Cl4A C44A Cl3A 110.94(13) . . ?
Cl4A C44A Cl5A 110.76(11) . . ?
Cl3A C44A Cl5A 110.19(11) . . ?
Cl4A C44A H44 108.3 . . ?
Cl3A C44A H44 108.3 . . ?
Cl5A C44A H44 108.3 . . ?
Cl3B C44B Cl5B 112.1(6) . . ?
Cl3B C44B Cl4B 111.0(5) . . ?
Cl5B C44B Cl4B 109.2(5) . . ?
Cl3B C44B H44B 108.2 . . ?
Cl5B C44B H44B 108.2 . . ?
Cl4B C44B H44B 108.2 . . ?
C7 C8 C9 116.37(12) . . ?
C7 C8 B1 120.42(11) . . ?
C9 C8 B1 123.12(12) . . ?
C1 O1 C7 121.04(10) . . ?
Cl11 C46 Cl10 111.44(8) . . ?
Cl11 C46 Cl12 110.30(7) . . ?
Cl10 C46 Cl12 110.77(7) . . ?
Cl11 C46 H46 108.1 . . ?
Cl10 C46 H46 108.1 . . ?
Cl12 C46 H46 108.1 . . ?
N1 C21 C17 124.65(12) . . ?
N1 C21 C13 110.82(11) . . ?
C17 C21 C13 124.53(12) . . ?
C21 C17 C18 115.48(12) . . ?
C21 C17 C16 116.22(12) . . ?
C18 C17 C16 128.30(13) . . ?
C1 C2 C3 116.35(12) . . ?
C1 C2 B1 120.28(11) . . ?
C3 C2 B1 123.19(12) . . ?
O1 C7 C8 123.87(11) . . ?
O1 C7 C12 113.69(11) . . ?
C8 C7 C12 122.43(12) . . ?
C13 O2 B1 110.55(10) . . ?
O2 C13 C14 129.41(12) . . ?
O2 C13 C21 112.14(11) . . ?
C14 C13 C21 118.45(11) . . ?
O1 C1 C2 123.66(12) . . ?
O1 C1 C6 113.97(12) . . ?
C2 C1 C6 122.37(12) . . ?
C16 C15 C14 123.61(12) . . ?
C16 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
C12 C11 C10 120.04(13) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C14 C15 117.78(12) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C5 C6 C1 119.44(13) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C19 C18 C17 119.54(13) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C4 C3 C2 122.38(13) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
N1 C20 C19 120.17(13) . . ?
N1 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 N1 C21 119.14(12) . . ?
C20 N1 B1 133.28(11) . . ?
C21 N1 B1 107.55(10) . . ?
C10 C9 C8 122.29(13) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C6 C5 C4 120.19(13) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C15 C16 C17 119.41(12) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C11 C12 C7 119.34(12) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C18 C19 C20 121.00(14) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C3 C4 C5 119.26(13) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C9 C10 C11 119.52(13) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
O2 B1 C8 111.64(11) . . ?
O2 B1 C2 110.79(10) . . ?
C8 B1 C2 110.24(11) . . ?
O2 B1 N1 98.63(9) . . ?
C8 B1 N1 113.23(11) . . ?
C2 B1 N1 111.88(10) . . ?
Cl2 C43 Cl13 110.99(8) . . ?
Cl2 C43 Cl1 110.86(7) . . ?
Cl13 C43 Cl1 110.55(7) . . ?
Cl2 C43 H43 108.1 . . ?
Cl13 C43 H43 108.1 . . ?
Cl1 C43 H43 108.1 . . ?
Cl7 C45 Cl8 111.18(10) . . ?
Cl7 C45 Cl9 110.29(9) . . ?
Cl8 C45 Cl9 110.32(8) . . ?
Cl7 C45 H45 108.3 . . ?
Cl8 C45 H45 108.3 . . ?
Cl9 C45 H45 108.3 . . ?
C22 C23 C24 116.24(12) . . ?
C22 C23 B2 120.40(11) . . ?
C24 C23 B2 123.30(11) . . ?
N2 C42 C37 124.59(12) . . ?
N2 C42 C41 110.85(11) . . ?
C37 C42 C41 124.55(12) . . ?
C26 C27 C22 118.99(12) . . ?
C26 C27 H27 120.5 . . ?
C22 C27 H27 120.5 . . ?
C22 O3 C28 121.07(10) . . ?
C41 O4 B2 110.71(9) . . ?
C34 N2 C42 119.06(11) . . ?
C34 N2 B2 133.37(11) . . ?
C42 N2 B2 107.51(10) . . ?
C41 C40 C39 117.66(12) . . ?
C41 C40 H40 121.2 . . ?
C39 C40 H40 121.2 . . ?
O3 C22 C23 123.62(11) . . ?
O3 C22 C27 113.75(11) . . ?
C23 C22 C27 122.62(12) . . ?
C27 C26 C25 120.34(13) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C42 C37 C36 115.44(12) . . ?
C42 C37 C38 116.21(12) . . ?
C36 C37 C38 128.35(12) . . ?
C25 C24 C23 122.52(13) . . ?
C25 C24 H24 118.7 . . ?
C23 C24 H24 118.7 . . ?
C24 C25 C26 119.29(13) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
O3 C28 C33 113.64(11) . . ?
O3 C28 C29 123.74(11) . . ?
C33 C28 C29 122.61(12) . . ?
C31 C30 C29 122.18(12) . . ?
C31 C30 H30 118.9 . . ?
C29 C30 H30 118.9 . . ?
C30 C31 C32 119.60(13) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
N2 C34 C35 120.44(13) . . ?
N2 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C33 C32 C31 119.98(12) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C35 C36 C37 119.72(12) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C28 C29 C30 116.27(11) . . ?
C28 C29 B2 120.39(11) . . ?
C30 C29 B2 123.14(11) . . ?
O4 C41 C40 129.29(12) . . ?
O4 C41 C42 112.12(11) . . ?
C40 C41 C42 118.58(11) . . ?
C32 C33 C28 119.34(12) . . ?
C32 C33 H33 120.3 . . ?
C28 C33 H33 120.3 . . ?
O4 B2 C29 110.98(10) . . ?
O4 B2 C23 111.25(10) . . ?
C29 B2 C23 110.31(10) . . ?
O4 B2 N2 98.61(9) . . ?
C29 B2 N2 113.99(10) . . ?
C23 B2 N2 111.24(10) . . ?
C38 C39 C40 123.69(12) . . ?
C38 C39 H39 118.2 . . ?
C40 C39 H39 118.2 . . ?
C36 C35 C34 120.74(13) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C39 C38 C37 119.30(12) . . ?
C39 C38 H38 120.3 . . ?
C37 C38 H38 120.3 . . ?

_refine_diff_density_max         1.127
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.075

_audit_creation_method           SHELXL-97

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