# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2018

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

data_kjf173
_database_code_depnum_ccdc_archive 'CCDC 1585148'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
3,5-Dimethyl-8-(methylanthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C26 H21 B F2 N2'
_chemical_formula_sum            'C26 H21 B F2 N2'
_chemical_formula_weight         410.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.2460(6)
_cell_length_b                   12.7829(6)
_cell_length_c                   12.8418(6)
_cell_angle_alpha                90
_cell_angle_beta                 114.6700(10)
_cell_angle_gamma                90
_cell_volume                     1975.94(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.678
_cell_measurement_theta_min      2.324
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0501 before and 0.0460 after correction. The Ratio of minimum to maximum transmission is 0.9253. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             856
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30018
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_min         2.324
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1954
_reflns_number_total             2272
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+2.2286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1066
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H23A(0.5) H23B(0.5) H23C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C17(H17), C18(H18), C19(H19), C20(H20)
3.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F13 F 0.42274(7) -0.07952(6) 0.16592(7) 0.0238(2) Uani 1 1 d . . . . .
N10 N 0.55982(9) 0.05564(8) 0.19641(9) 0.0160(2) Uani 1 1 d . . . . .
C1 C 0.62728(11) 0.20198(10) 0.14696(11) 0.0180(3) Uani 1 1 d . . . . .
H1 H 0.6430 0.2731 0.1381 0.022 Uiso 1 1 calc R . . . .
C2 C 0.66518(11) 0.11586(11) 0.10959(11) 0.0204(3) Uani 1 1 d . . . . .
H2 H 0.7118 0.1167 0.0699 0.025 Uiso 1 1 calc R . . . .
C3 C 0.62228(11) 0.02606(11) 0.14083(11) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.5000 0.21917(14) 0.2500 0.0143(3) Uani 1 2 d S T P . .
C9 C 0.56062(10) 0.16470(9) 0.20106(10) 0.0153(3) Uani 1 1 d . . . . .
C15 C 0.5000 0.33600(13) 0.2500 0.0144(3) Uani 1 2 d S T P . .
C16 C 0.55671(10) 0.39068(10) 0.35348(10) 0.0145(3) Uani 1 1 d . . . . .
C17 C 0.61877(10) 0.33706(10) 0.45919(11) 0.0171(3) Uani 1 1 d . . . . .
H17 H 0.6244 0.2630 0.4592 0.021 Uiso 1 1 calc R . . . .
C18 C 0.66981(11) 0.39030(11) 0.55944(11) 0.0195(3) Uani 1 1 d . . . . .
H18 H 0.7108 0.3533 0.6285 0.023 Uiso 1 1 calc R . . . .
C19 C 0.66196(11) 0.50120(11) 0.56098(11) 0.0207(3) Uani 1 1 d . . . . .
H19 H 0.6953 0.5378 0.6316 0.025 Uiso 1 1 calc R . . . .
C20 C 0.60714(11) 0.55517(10) 0.46227(11) 0.0183(3) Uani 1 1 d . . . . .
H20 H 0.6041 0.6293 0.4651 0.022 Uiso 1 1 calc R . . . .
C21 C 0.55356(10) 0.50318(10) 0.35364(11) 0.0153(3) Uani 1 1 d . . . . .
C22 C 0.5000 0.55869(14) 0.2500 0.0168(4) Uani 1 2 d S T P . .
C23 C 0.5000 0.67686(15) 0.2500 0.0261(4) Uani 1 2 d S T P . .
H23A H 0.471(4) 0.704(3) 0.307(4) 0.039 Uiso 0.5 1 d R . . A -1
H23B H 0.455(4) 0.707(3) 0.179(4) 0.039 Uiso 0.5 1 d R . . B -1
H23C H 0.578(4) 0.704(3) 0.283(4) 0.039 Uiso 0.5 1 d R . . C -1
C24 C 0.63788(13) -0.08537(11) 0.11667(13) 0.0250(3) Uani 1 1 d . . . . .
H24A H 0.6652 -0.1254 0.1882 0.038 Uiso 1 1 calc GR . . . .
H24B H 0.6919 -0.0895 0.0830 0.038 Uiso 1 1 calc GR . . . .
H24C H 0.5667 -0.1145 0.0629 0.038 Uiso 1 1 calc GR . . . .
B4 B 0.5000 -0.01716(16) 0.2500 0.0171(4) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F13 B4 1.3879(14) . ?
N10 C3 1.3527(17) . ?
N10 C9 1.3952(16) . ?
N10 B4 1.5565(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.3768(18) . ?
C1 C9 1.4147(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.4113(19) . ?
C3 C24 1.4904(19) . ?
C8 C9 1.3950(15) 2_655 ?
C8 C9 1.3950(15) . ?
C8 C15 1.493(2) . ?
C15 C16 1.4090(14) 2_655 ?
C15 C16 1.4091(15) . ?
C16 C17 1.4341(17) . ?
C16 C21 1.4387(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3605(18) . ?
C18 H18 0.9500 . ?
C18 C19 1.4222(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.3571(19) . ?
C20 H20 0.9500 . ?
C20 C21 1.4371(17) . ?
C21 C22 1.4106(15) . ?
C22 C21 1.4106(15) 2_655 ?
C22 C23 1.511(3) . ?
C23 H23A 1.02(4) . ?
C23 H23B 0.94(5) . ?
C23 H23C 1.00(4) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
B4 F13 1.3879(14) 2_655 ?
B4 N10 1.5566(16) 2_655 ?

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
C3 N10 C9 107.85(11) . . ?
C3 N10 B4 127.05(11) . . ?
C9 N10 B4 125.08(11) . . ?
C2 C1 H1 126.4 . . ?
C2 C1 C9 107.15(12) . . ?
C9 C1 H1 126.4 . . ?
C1 C2 H2 126.2 . . ?
C1 C2 C3 107.62(12) . . ?
C3 C2 H2 126.2 . . ?
N10 C3 C2 109.28(11) . . ?
N10 C3 C24 123.06(12) . . ?
C2 C3 C24 127.65(12) . . ?
C9 C8 C9 120.12(16) . 2_655 ?
C9 C8 C15 119.94(8) . . ?
C9 C8 C15 119.94(8) 2_655 . ?
N10 C9 C1 108.10(11) . . ?
C8 C9 N10 121.50(12) . . ?
C8 C9 C1 130.37(12) . . ?
C16 C15 C8 119.74(8) . . ?
C16 C15 C8 119.74(8) 2_655 . ?
C16 C15 C16 120.52(16) 2_655 . ?
C15 C16 C17 121.66(12) . . ?
C15 C16 C21 119.52(12) . . ?
C17 C16 C21 118.81(11) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.25(12) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.10(12) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.49(12) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.1 . . ?
C19 C20 C21 121.77(12) . . ?
C21 C20 H20 119.1 . . ?
C20 C21 C16 117.44(11) . . ?
C22 C21 C16 120.33(12) . . ?
C22 C21 C20 122.23(12) . . ?
C21 C22 C21 119.60(16) 2_655 . ?
C21 C22 C23 120.20(8) 2_655 . ?
C21 C22 C23 120.20(8) . . ?
C22 C23 H23A 110(2) . . ?
C22 C23 H23B 114(3) . . ?
C22 C23 H23C 110(2) . . ?
H23A C23 H23B 107(3) . . ?
H23A C23 H23C 102(3) . . ?
H23B C23 H23C 113(3) . . ?
C3 C24 H24A 109.5 . . ?
C3 C24 H24B 109.5 . . ?
C3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F13 B4 F13 109.89(15) . 2_655 ?
F13 B4 N10 109.95(5) . 2_655 ?
F13 B4 N10 110.22(5) 2_655 2_655 ?
F13 B4 N10 109.95(5) 2_655 . ?
F13 B4 N10 110.22(5) . . ?
N10 B4 N10 106.56(14) . 2_655 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 N10 -0.21(15) . . . . ?
C1 C2 C3 C24 178.42(13) . . . . ?
C2 C1 C9 N10 0.46(14) . . . . ?
C2 C1 C9 C8 -177.66(11) . . . . ?
C3 N10 C9 C1 -0.59(14) . . . . ?
C3 N10 C9 C8 177.73(10) . . . . ?
C3 N10 B4 F13 60.42(15) . . . 2_655 ?
C3 N10 B4 F13 -60.88(15) . . . . ?
C3 N10 B4 N10 179.86(13) . . . 2_655 ?
C8 C15 C16 C17 2.54(13) . . . . ?
C8 C15 C16 C21 -178.07(8) . . . . ?
C9 N10 C3 C2 0.50(14) . . . . ?
C9 N10 C3 C24 -178.21(12) . . . . ?
C9 N10 B4 F13 -117.45(13) . . . 2_655 ?
C9 N10 B4 F13 121.26(13) . . . . ?
C9 N10 B4 N10 2.00(8) . . . 2_655 ?
C9 C1 C2 C3 -0.16(15) . . . . ?
C9 C8 C9 N10 1.98(8) 2_655 . . . ?
C9 C8 C9 C1 179.88(15) 2_655 . . . ?
C9 C8 C15 C16 71.05(8) 2_655 . . . ?
C9 C8 C15 C16 -108.95(8) . . . . ?
C9 C8 C15 C16 71.05(8) . . . 2_655 ?
C9 C8 C15 C16 -108.95(8) 2_655 . . 2_655 ?
C15 C8 C9 N10 -178.02(8) . . . . ?
C15 C8 C9 C1 -0.12(15) . . . . ?
C15 C16 C17 C18 -177.51(11) . . . . ?
C15 C16 C21 C20 176.43(10) . . . . ?
C15 C16 C21 C22 -3.93(16) . . . . ?
C16 C15 C16 C17 -177.46(13) 2_655 . . . ?
C16 C15 C16 C21 1.93(8) 2_655 . . . ?
C16 C17 C18 C19 0.22(19) . . . . ?
C16 C21 C22 C21 1.96(8) . . . 2_655 ?
C16 C21 C22 C23 -178.04(8) . . . . ?
C17 C16 C21 C20 -4.17(17) . . . . ?
C17 C16 C21 C22 175.48(10) . . . . ?
C17 C18 C19 C20 -2.4(2) . . . . ?
C18 C19 C20 C21 1.2(2) . . . . ?
C19 C20 C21 C16 2.11(18) . . . . ?
C19 C20 C21 C22 -177.53(11) . . . . ?
C20 C21 C22 C21 -178.42(13) . . . 2_655 ?
C20 C21 C22 C23 1.59(13) . . . . ?
C21 C16 C17 C18 3.10(18) . . . . ?
B4 N10 C3 C2 -177.67(9) . . . . ?
B4 N10 C3 C24 3.62(19) . . . . ?
B4 N10 C9 C1 177.62(9) . . . . ?
B4 N10 C9 C8 -4.07(16) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount with oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf153a
_database_code_depnum_ccdc_archive 'CCDC 1585149'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
3,5-Dimethyl-8-(anthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C H Cl3, 2(C12.5 H9.5 B0.5 F N)'
_chemical_formula_sum            'C26 H20 B Cl3 F2 N2'
_chemical_formula_weight         515.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   14.2315(15)
_cell_length_b                   11.3053(12)
_cell_length_c                   15.4276(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.737(2)
_cell_angle_gamma                90
_cell_volume                     2476.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4339
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.85
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.896
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0581 before and 0.0528 after correction. The Ratio of minimum to maximum transmission is 0.8944. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1056
_exptl_crystal_recrystallization_method 
'The material was recrystallised from chloroform by slow evaporation'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30226
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.490
_diffrn_reflns_theta_min         1.801
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3153
_reflns_number_total             4620
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         4620
_refine_ls_number_restraints     307
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.580
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+2.1573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1289
_refine_special_details          
'Solvent chloroform molecules were modelled over four positions and fixed using restraints (SADI, DFIX, and ISOR) in a 50:27:13:10 % occupancy.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl3-C1X
 1.73 with sigma of 0.01
 Cl3-C1X \\sim Cl1-C1X \\sim Cl2-C1X
 with sigma of 0.02
 Cl3-C1X \\sim Cl9-C1X \\sim Cl12-C1X \\sim Cl6-C1X \\sim Cl1-C1X \\sim Cl7-C1X
\\sim Cl4-C1X \\sim Cl10-
 C1X \\sim Cl2-C1X \\sim Cl11-C1X \\sim Cl5-C1X \\sim Cl8-C1X
 with sigma of 0.02
 Cl3-C1X \\sim Cl9-C3X \\sim Cl12-C4X \\sim Cl6-C2X \\sim Cl1-C1X \\sim Cl7-C3X
\\sim Cl4-C2X \\sim Cl10-
 C4X \\sim Cl11-C4X \\sim Cl2-C1X \\sim Cl5-C2X \\sim Cl8-C3X
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl3) \\sim Ueq, Uanis(Cl9) \\sim Ueq, Uanis(Cl12) \\sim Ueq, Uanis(Cl6)
\\sim Ueq, Uanis(Cl1) \\sim Ueq, Uanis(Cl7) \\sim Ueq, Uanis(Cl4) \\sim Ueq,
Uanis(Cl10) \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(Cl5) \\sim Ueq, Uanis(Cl11)
\\sim Ueq, Uanis(Cl8) \\sim Ueq: with sigma of 0.001 and sigma for terminal
atoms of 0.002
Uanis(C3X) \\sim Ueq, Uanis(C1X) \\sim Ueq, Uanis(C4X) \\sim Ueq, Uanis(C2X)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C1X) \\sim Ueq, Uanis(C4X) \\sim Ueq, Uanis(C2X) \\sim Ueq, Uanis(C3X)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 Fixed Sof: Cl1(0.5) C1X(0.5) H1X(0.5) Cl2(0.5) Cl3(0.5) C4X(0.1) H4X(0.1)
 Cl10(0.1) Cl11(0.1) Cl12(0.1) C2X(0.27) H2X(0.27) Cl4(0.27) Cl5(0.27)
 Cl6(0.27) C3X(0.13) H3X(0.13) Cl7(0.13) Cl8(0.13) Cl9(0.13)
5.a Ternary CH refined with riding coordinates:
 C1X(H1X), C4X(H4X), C2X(H2X), C3X(H3X)
5.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C2(H2), C1(H1), C17(H17), C18(H18), C19(H19), C22(H22), C2(H2),
 C1(H1), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22)
5.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.79535(15) 0.8145(2) 0.41445(14) 0.0540(6) Uani 0.5 1 d D U . A 1
C1X C 0.7157(7) 0.7627(5) 0.4888(4) 0.037(7) Uani 0.5 1 d D U . A 1
H1X H 0.6511 0.7898 0.4685 0.044 Uiso 0.5 1 calc R . . A 1
Cl2 Cl 0.7335(3) 0.7967(4) 0.5947(3) 0.0551(12) Uani 0.5 1 d D U . A 1
Cl3 Cl 0.7210(3) 0.6008(3) 0.4751(2) 0.0579(9) Uani 0.5 1 d D U . A 1
C4X C 0.717(3) 0.7746(12) 0.4947(15) 0.12(2) Uani 0.1 1 d D U . B 4
H4X H 0.6534 0.7678 0.5185 0.140 Uiso 0.1 1 calc R . . B 4
Cl10 Cl 0.7219(7) 0.9271(7) 0.4686(6) 0.035(2) Uani 0.1 1 d D U . B 4
Cl11 Cl 0.7926(12) 0.7777(15) 0.5907(8) 0.055(4) Uani 0.1 1 d D U . B 4
Cl12 Cl 0.7202(8) 0.6478(8) 0.4285(6) 0.033(2) Uani 0.1 1 d D U . B 4
C2X C 0.7076(12) 0.7772(10) 0.4857(7) 0.050(9) Uani 0.27 1 d D U . C 2
H2X H 0.6373 0.7732 0.4786 0.060 Uiso 0.27 1 calc R . . C 2
Cl4 Cl 0.7511(4) 0.9133(5) 0.4481(3) 0.0611(13) Uani 0.27 1 d D U . C 2
Cl5 Cl 0.7496(6) 0.7718(7) 0.5982(4) 0.0362(14) Uani 0.27 1 d D U . C 2
Cl6 Cl 0.7597(4) 0.6733(5) 0.4229(3) 0.0877(16) Uani 0.27 1 d D U . C 2
C3X C 0.7221(18) 0.7550(15) 0.4883(10) 0.028(18) Uani 0.13 1 d D U . D 3
H3X H 0.6598 0.7892 0.5012 0.033 Uiso 0.13 1 calc R . . D 3
Cl7 Cl 0.7800(6) 0.8647(7) 0.4284(5) 0.0328(18) Uani 0.13 1 d D U . D 3
Cl8 Cl 0.7883(10) 0.7405(9) 0.5916(6) 0.052(3) Uani 0.13 1 d D U . D 3
Cl9 Cl 0.7008(9) 0.6101(10) 0.4570(9) 0.044(3) Uani 0.13 1 d D U . D 3
C20 C 0.47622(17) 0.1367(2) 0.09074(15) 0.0220(5) Uani 1 1 d . . . . .
H20 H 0.4784 0.0527 0.0908 0.026 Uiso 1 1 calc R . . . .
F13_1 F 0.53161(10) 0.85874(12) 0.31975(9) 0.0254(3) Uani 1 1 d . . . . .
N10_1 N 0.58073(14) 0.70641(16) 0.22313(12) 0.0177(4) Uani 1 1 d . . . . .
C3_1 C 0.66524(17) 0.7411(2) 0.19608(15) 0.0201(5) Uani 1 1 d . . . . .
C2_1 C 0.71690(17) 0.6396(2) 0.17601(16) 0.0241(6) Uani 1 1 d . . . . .
H2_1 H 0.7781 0.6389 0.1549 0.029 Uiso 1 1 calc R . . . .
C1_1 C 0.66340(17) 0.5414(2) 0.19221(15) 0.0211(5) Uani 1 1 d . . . . .
H1_1 H 0.6809 0.4612 0.1844 0.025 Uiso 1 1 calc R . . . .
C9_1 C 0.57800(16) 0.58218(19) 0.22251(15) 0.0173(5) Uani 1 1 d . . . . .
C8_1 C 0.5000 0.5210(3) 0.2500 0.0171(7) Uani 1 2 d S T P . .
C15_1 C 0.5000 0.3879(3) 0.2500 0.0159(7) Uani 1 2 d S T P . .
C16_1 C 0.48761(15) 0.3262(2) 0.17066(14) 0.0159(5) Uani 1 1 d . . . . .
C17_1 C 0.47103(16) 0.3845(2) 0.08857(15) 0.0198(5) Uani 1 1 d . . . . .
H17_1 H 0.4691 0.4684 0.0865 0.024 Uiso 1 1 calc R . . . .
C18_1 C 0.45801(17) 0.3216(2) 0.01348(15) 0.0227(6) Uani 1 1 d . . . . .
H18_1 H 0.4465 0.3622 -0.0401 0.027 Uiso 1 1 calc R . . . .
C19_1 C 0.46136(18) 0.1953(2) 0.01414(15) 0.0229(6) Uani 1 1 d . . . . .
H19_1 H 0.4532 0.1524 -0.0388 0.028 Uiso 1 1 calc R . . . .
C21_1 C 0.48863(16) 0.1991(2) 0.17130(15) 0.0178(5) Uani 1 1 d . . . . .
C22_1 C 0.5000 0.1388(3) 0.2500 0.0200(7) Uani 1 2 d S T P . .
H22_1 H 0.5000 0.0547 0.2500 0.024 Uiso 1 2 calc RS T P . .
C23_1 C 0.69470(19) 0.8668(2) 0.18954(18) 0.0283(6) Uani 1 1 d . . . . .
H23A_1 H 0.6536 0.9166 0.2227 0.042 Uiso 1 1 calc GR . . . .
H23B_1 H 0.6900 0.8913 0.1285 0.042 Uiso 1 1 calc GR . . . .
H23C_1 H 0.7600 0.8753 0.2131 0.042 Uiso 1 1 calc GR . . . .
B4_1 B 0.5000 0.7870(3) 0.2500 0.0179(8) Uani 1 2 d S T P . .
F13_2 F 0.92337(10) 0.87083(12) 0.26681(9) 0.0266(4) Uani 1 1 d . . . . .
N10_2 N 0.97454(14) 0.71789(17) 0.17118(12) 0.0195(5) Uani 1 1 d . . . . .
C3_2 C 0.94791(18) 0.7519(2) 0.08881(16) 0.0239(6) Uani 1 1 d . . . . .
C2_2 C 0.92957(18) 0.6510(2) 0.03760(16) 0.0261(6) Uani 1 1 d . . . . .
H2_2 H 0.9099 0.6503 -0.0224 0.031 Uiso 1 1 calc R . . . .
C1_2 C 0.94518(17) 0.5528(2) 0.08998(15) 0.0216(5) Uani 1 1 d . . . . .
H1_2 H 0.9378 0.4724 0.0728 0.026 Uiso 1 1 calc R . . . .
C9_2 C 0.97407(16) 0.5944(2) 0.17378(15) 0.0180(5) Uani 1 1 d . . . . .
C8_2 C 1.0000 0.5329(3) 0.2500 0.0167(7) Uani 1 2 d S T P . .
C15_2 C 1.0000 0.4008(3) 0.2500 0.0174(7) Uani 1 2 d S T P . .
C16_2 C 0.92250(16) 0.3392(2) 0.28036(15) 0.0182(5) Uani 1 1 d . . . . .
C17_2 C 0.84163(16) 0.3980(2) 0.31049(15) 0.0207(5) Uani 1 1 d . . . . .
H17_2 H 0.8391 0.4819 0.3104 0.025 Uiso 1 1 calc R . . . .
C18_2 C 0.76831(18) 0.3349(2) 0.33925(16) 0.0261(6) Uani 1 1 d . . . . .
H18_2 H 0.7153 0.3756 0.3589 0.031 Uiso 1 1 calc R . . . .
C19_2 C 0.76974(19) 0.2098(2) 0.34044(18) 0.0296(6) Uani 1 1 d . . . . .
H19_2 H 0.7182 0.1674 0.3613 0.036 Uiso 1 1 calc R . . . .
C20_2 C 0.84441(18) 0.1501(2) 0.31198(17) 0.0266(6) Uani 1 1 d . . . . .
H20_2 H 0.8445 0.0661 0.3128 0.032 Uiso 1 1 calc R . . . .
C21_2 C 0.92317(17) 0.2119(2) 0.28069(16) 0.0206(5) Uani 1 1 d . . . . .
C22_2 C 1.0000 0.1522(3) 0.2500 0.0228(8) Uani 1 2 d S T P . .
H22_2 H 1.0000 0.0682 0.2500 0.027 Uiso 1 2 calc RS T P . .
C23_2 C 0.9427(2) 0.8785(2) 0.06157(18) 0.0351(7) Uani 1 1 d . . . . .
H23A_2 H 0.9047 0.9227 0.1012 0.053 Uiso 1 1 calc GR . . . .
H23B_2 H 0.9136 0.8839 0.0023 0.053 Uiso 1 1 calc GR . . . .
H23C_2 H 1.0063 0.9119 0.0633 0.053 Uiso 1 1 calc GR . . . .
B4_2 B 1.0000 0.7991(3) 0.2500 0.0210(9) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1X 1.764(7) . ?
C1X H1X 1.0000 . ?
C1X Cl2 1.681(7) . ?
C1X Cl3 1.844(6) . ?
C4X H4X 1.0000 . ?
C4X Cl10 1.773(15) . ?
C4X Cl11 1.774(15) . ?
C4X Cl12 1.763(15) . ?
C2X H2X 1.0000 . ?
C2X Cl4 1.771(12) . ?
C2X Cl5 1.798(12) . ?
C2X Cl6 1.722(12) . ?
C3X H3X 1.0000 . ?
C3X Cl7 1.781(13) . ?
C3X Cl8 1.804(14) . ?
C3X Cl9 1.729(14) . ?
C20 H20 0.9500 . ?
C20 C19_1 1.359(3) . ?
C20 C21_1 1.430(3) . ?
F13_1 B4_1 1.398(2) . ?
N10_1 C3_1 1.356(3) . ?
N10_1 C9_1 1.405(3) . ?
N10_1 B4_1 1.544(3) . ?
C3_1 C2_1 1.408(3) . ?
C3_1 C23_1 1.487(3) . ?
C2_1 H2_1 0.9500 . ?
C2_1 C1_1 1.378(3) . ?
C1_1 H1_1 0.9500 . ?
C1_1 C9_1 1.408(3) . ?
C9_1 C8_1 1.397(3) . ?
C8_1 C9_1 1.397(3) 2_655 ?
C8_1 C15_1 1.505(4) . ?
C15_1 C16_1 1.410(3) 2_655 ?
C15_1 C16_1 1.410(3) . ?
C16_1 C17_1 1.433(3) . ?
C16_1 C21_1 1.437(3) . ?
C17_1 H17_1 0.9500 . ?
C17_1 C18_1 1.362(3) . ?
C18_1 H18_1 0.9500 . ?
C18_1 C19_1 1.429(3) . ?
C19_1 H19_1 0.9500 . ?
C21_1 C22_1 1.393(3) . ?
C22_1 C21_1 1.393(3) 2_655 ?
C22_1 H22_1 0.9500 . ?
C23_1 H23A_1 0.9800 . ?
C23_1 H23B_1 0.9800 . ?
C23_1 H23C_1 0.9800 . ?
B4_1 F13_1 1.398(2) 2_655 ?
B4_1 N10_1 1.544(3) 2_655 ?
F13_2 B4_2 1.397(3) . ?
N10_2 C3_2 1.358(3) . ?
N10_2 C9_2 1.397(3) . ?
N10_2 B4_2 1.548(3) . ?
C3_2 C2_2 1.402(4) . ?
C3_2 C23_2 1.492(3) . ?
C2_2 H2_2 0.9500 . ?
C2_2 C1_2 1.383(3) . ?
C1_2 H1_2 0.9500 . ?
C1_2 C9_2 1.411(3) . ?
C9_2 C8_2 1.395(3) . ?
C8_2 C9_2 1.395(3) 2_755 ?
C8_2 C15_2 1.493(4) . ?
C15_2 C16_2 1.410(3) 2_755 ?
C15_2 C16_2 1.410(3) . ?
C16_2 C17_2 1.432(3) . ?
C16_2 C21_2 1.439(3) . ?
C17_2 H17_2 0.9500 . ?
C17_2 C18_2 1.362(3) . ?
C18_2 H18_2 0.9500 . ?
C18_2 C19_2 1.415(4) . ?
C19_2 H19_2 0.9500 . ?
C19_2 C20_2 1.356(4) . ?
C20_2 H20_2 0.9500 . ?
C20_2 C21_2 1.431(3) . ?
C21_2 C22_2 1.394(3) . ?
C22_2 C21_2 1.394(3) 2_755 ?
C22_2 H22_2 0.9500 . ?
C23_2 H23A_2 0.9800 . ?
C23_2 H23B_2 0.9800 . ?
C23_2 H23C_2 0.9800 . ?
B4_2 F13_2 1.397(3) 2_755 ?
B4_2 N10_2 1.548(3) 2_755 ?

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
Cl1 C1X H1X 108.1 . . ?
Cl1 C1X Cl3 102.9(4) . . ?
Cl2 C1X Cl1 119.6(5) . . ?
Cl2 C1X H1X 108.1 . . ?
Cl2 C1X Cl3 109.5(4) . . ?
Cl3 C1X H1X 108.1 . . ?
Cl10 C4X H4X 102.1 . . ?
Cl10 C4X Cl11 98.0(11) . . ?
Cl11 C4X H4X 102.1 . . ?
Cl12 C4X H4X 102.1 . . ?
Cl12 C4X Cl10 131.0(17) . . ?
Cl12 C4X Cl11 117.6(14) . . ?
Cl4 C2X H2X 111.8 . . ?
Cl4 C2X Cl5 104.2(7) . . ?
Cl5 C2X H2X 111.8 . . ?
Cl6 C2X H2X 111.8 . . ?
Cl6 C2X Cl4 103.6(8) . . ?
Cl6 C2X Cl5 113.1(9) . . ?
Cl7 C3X H3X 106.2 . . ?
Cl7 C3X Cl8 106.9(10) . . ?
Cl8 C3X H3X 106.2 . . ?
Cl9 C3X H3X 106.2 . . ?
Cl9 C3X Cl7 126.4(14) . . ?
Cl9 C3X Cl8 103.5(10) . . ?
C19_1 C20 H20 119.4 . . ?
C19_1 C20 C21_1 121.3(2) . . ?
C21_1 C20 H20 119.4 . . ?
C3_1 N10_1 C9_1 108.14(19) . . ?
C3_1 N10_1 B4_1 127.1(2) . . ?
C9_1 N10_1 B4_1 124.8(2) . . ?
N10_1 C3_1 C2_1 108.6(2) . . ?
N10_1 C3_1 C23_1 123.8(2) . . ?
C2_1 C3_1 C23_1 127.6(2) . . ?
C3_1 C2_1 H2_1 125.9 . . ?
C1_1 C2_1 C3_1 108.3(2) . . ?
C1_1 C2_1 H2_1 125.9 . . ?
C2_1 C1_1 H1_1 126.4 . . ?
C2_1 C1_1 C9_1 107.2(2) . . ?
C9_1 C1_1 H1_1 126.4 . . ?
N10_1 C9_1 C1_1 107.8(2) . . ?
C8_1 C9_1 N10_1 121.0(2) . . ?
C8_1 C9_1 C1_1 131.2(2) . . ?
C9_1 C8_1 C9_1 120.7(3) . 2_655 ?
C9_1 C8_1 C15_1 119.66(15) . . ?
C9_1 C8_1 C15_1 119.66(15) 2_655 . ?
C16_1 C15_1 C8_1 119.64(14) . . ?
C16_1 C15_1 C8_1 119.64(14) 2_655 . ?
C16_1 C15_1 C16_1 120.7(3) 2_655 . ?
C15_1 C16_1 C17_1 123.0(2) . . ?
C15_1 C16_1 C21_1 119.2(2) . . ?
C17_1 C16_1 C21_1 117.8(2) . . ?
C16_1 C17_1 H17_1 119.4 . . ?
C18_1 C17_1 C16_1 121.1(2) . . ?
C18_1 C17_1 H17_1 119.4 . . ?
C17_1 C18_1 H18_1 119.6 . . ?
C17_1 C18_1 C19_1 120.9(2) . . ?
C19_1 C18_1 H18_1 119.6 . . ?
C20 C19_1 C18_1 119.8(2) . . ?
C20 C19_1 H19_1 120.1 . . ?
C18_1 C19_1 H19_1 120.1 . . ?
C20 C21_1 C16_1 119.1(2) . . ?
C22_1 C21_1 C20 121.1(2) . . ?
C22_1 C21_1 C16_1 119.7(2) . . ?
C21_1 C22_1 C21_1 121.4(3) 2_655 . ?
C21_1 C22_1 H22_1 119.3 2_655 . ?
C21_1 C22_1 H22_1 119.3 . . ?
C3_1 C23_1 H23A_1 109.5 . . ?
C3_1 C23_1 H23B_1 109.5 . . ?
C3_1 C23_1 H23C_1 109.5 . . ?
H23A_1 C23_1 H23B_1 109.5 . . ?
H23A_1 C23_1 H23C_1 109.5 . . ?
H23B_1 C23_1 H23C_1 109.5 . . ?
F13_1 B4_1 F13_1 109.1(3) 2_655 . ?
F13_1 B4_1 N10_1 110.09(9) 2_655 . ?
F13_1 B4_1 N10_1 109.95(9) . . ?
F13_1 B4_1 N10_1 109.95(9) 2_655 2_655 ?
F13_1 B4_1 N10_1 110.08(9) . 2_655 ?
N10_1 B4_1 N10_1 107.7(3) . 2_655 ?
C3_2 N10_2 C9_2 107.9(2) . . ?
C3_2 N10_2 B4_2 127.2(2) . . ?
C9_2 N10_2 B4_2 124.9(2) . . ?
N10_2 C3_2 C2_2 109.1(2) . . ?
N10_2 C3_2 C23_2 122.7(2) . . ?
C2_2 C3_2 C23_2 128.1(2) . . ?
C3_2 C2_2 H2_2 126.1 . . ?
C1_2 C2_2 C3_2 107.9(2) . . ?
C1_2 C2_2 H2_2 126.1 . . ?
C2_2 C1_2 H1_2 126.5 . . ?
C2_2 C1_2 C9_2 107.1(2) . . ?
C9_2 C1_2 H1_2 126.5 . . ?
N10_2 C9_2 C1_2 108.0(2) . . ?
C8_2 C9_2 N10_2 121.4(2) . . ?
C8_2 C9_2 C1_2 130.6(2) . . ?
C9_2 C8_2 C9_2 120.2(3) 2_755 . ?
C9_2 C8_2 C15_2 119.88(15) 2_755 . ?
C9_2 C8_2 C15_2 119.88(15) . . ?
C16_2 C15_2 C8_2 119.60(15) 2_755 . ?
C16_2 C15_2 C8_2 119.60(15) . . ?
C16_2 C15_2 C16_2 120.8(3) 2_755 . ?
C15_2 C16_2 C17_2 122.8(2) . . ?
C15_2 C16_2 C21_2 119.3(2) . . ?
C17_2 C16_2 C21_2 117.9(2) . . ?
C16_2 C17_2 H17_2 119.6 . . ?
C18_2 C17_2 C16_2 120.8(2) . . ?
C18_2 C17_2 H17_2 119.6 . . ?
C17_2 C18_2 H18_2 119.4 . . ?
C17_2 C18_2 C19_2 121.1(2) . . ?
C19_2 C18_2 H18_2 119.4 . . ?
C18_2 C19_2 H19_2 119.9 . . ?
C20_2 C19_2 C18_2 120.3(2) . . ?
C20_2 C19_2 H19_2 119.9 . . ?
C19_2 C20_2 H20_2 119.5 . . ?
C19_2 C20_2 C21_2 120.9(2) . . ?
C21_2 C20_2 H20_2 119.5 . . ?
C20_2 C21_2 C16_2 119.0(2) . . ?
C22_2 C21_2 C16_2 119.2(2) . . ?
C22_2 C21_2 C20_2 121.8(2) . . ?
C21_2 C22_2 C21_2 122.1(3) . 2_755 ?
C21_2 C22_2 H22_2 119.0 2_755 . ?
C21_2 C22_2 H22_2 119.0 . . ?
C3_2 C23_2 H23A_2 109.5 . . ?
C3_2 C23_2 H23B_2 109.5 . . ?
C3_2 C23_2 H23C_2 109.5 . . ?
H23A_2 C23_2 H23B_2 109.5 . . ?
H23A_2 C23_2 H23C_2 109.5 . . ?
H23B_2 C23_2 H23C_2 109.5 . . ?
F13_2 B4_2 F13_2 109.0(3) 2_755 . ?
F13_2 B4_2 N10_2 110.16(9) 2_755 2_755 ?
F13_2 B4_2 N10_2 110.16(9) . . ?
F13_2 B4_2 N10_2 110.13(9) 2_755 . ?
F13_2 B4_2 N10_2 110.13(9) . 2_755 ?
N10_2 B4_2 N10_2 107.2(3) . 2_755 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C23_1 H23A_1 F13_1 0.98 2.45 3.168(3) 129.5 .
C23_1 H23C_1 F13_2 0.98 2.42 3.392(3) 172.9 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 C21_1 C22_1 C21_1 -179.5(2) . . . 2_655 ?
N10_1 C3_1 C2_1 C1_1 -0.8(3) . . . . ?
N10_1 C9_1 C8_1 C9_1 1.06(15) . . . 2_655 ?
N10_1 C9_1 C8_1 C15_1 -178.94(15) . . . . ?
C3_1 N10_1 C9_1 C1_1 -1.2(3) . . . . ?
C3_1 N10_1 C9_1 C8_1 178.04(18) . . . . ?
C3_1 N10_1 B4_1 F13_1 60.9(3) . . . 2_655 ?
C3_1 N10_1 B4_1 F13_1 -59.2(3) . . . . ?
C3_1 N10_1 B4_1 N10_1 -179.2(2) . . . 2_655 ?
C3_1 C2_1 C1_1 C9_1 0.0(3) . . . . ?
C2_1 C1_1 C9_1 N10_1 0.7(3) . . . . ?
C2_1 C1_1 C9_1 C8_1 -178.4(2) . . . . ?
C1_1 C9_1 C8_1 C9_1 -179.8(3) . . . 2_655 ?
C1_1 C9_1 C8_1 C15_1 0.2(3) . . . . ?
C9_1 N10_1 C3_1 C2_1 1.3(3) . . . . ?
C9_1 N10_1 C3_1 C23_1 -179.0(2) . . . . ?
C9_1 N10_1 B4_1 F13_1 -118.8(2) . . . 2_655 ?
C9_1 N10_1 B4_1 F13_1 121.0(2) . . . . ?
C9_1 N10_1 B4_1 N10_1 1.08(15) . . . 2_655 ?
C9_1 C8_1 C15_1 C16_1 -74.12(15) . . . . ?
C9_1 C8_1 C15_1 C16_1 -74.12(15) 2_655 . . 2_655 ?
C9_1 C8_1 C15_1 C16_1 105.88(15) 2_655 . . . ?
C9_1 C8_1 C15_1 C16_1 105.88(15) . . . 2_655 ?
C8_1 C15_1 C16_1 C17_1 -2.5(2) . . . . ?
C8_1 C15_1 C16_1 C21_1 179.40(15) . . . . ?
C15_1 C16_1 C17_1 C18_1 -179.0(2) . . . . ?
C15_1 C16_1 C21_1 C20 -179.88(19) . . . . ?
C15_1 C16_1 C21_1 C22_1 1.2(3) . . . . ?
C16_1 C15_1 C16_1 C17_1 177.5(2) 2_655 . . . ?
C16_1 C15_1 C16_1 C21_1 -0.59(15) 2_655 . . . ?
C16_1 C17_1 C18_1 C19_1 -0.6(4) . . . . ?
C16_1 C21_1 C22_1 C21_1 -0.60(15) . . . 2_655 ?
C17_1 C16_1 C21_1 C20 2.0(3) . . . . ?
C17_1 C16_1 C21_1 C22_1 -176.95(18) . . . . ?
C17_1 C18_1 C19_1 C20 1.1(4) . . . . ?
C19_1 C20 C21_1 C16_1 -1.6(4) . . . . ?
C19_1 C20 C21_1 C22_1 177.3(2) . . . . ?
C21_1 C20 C19_1 C18_1 0.0(4) . . . . ?
C21_1 C16_1 C17_1 C18_1 -0.9(3) . . . . ?
C23_1 C3_1 C2_1 C1_1 179.5(2) . . . . ?
B4_1 N10_1 C3_1 C2_1 -178.51(17) . . . . ?
B4_1 N10_1 C3_1 C23_1 1.2(3) . . . . ?
B4_1 N10_1 C9_1 C1_1 178.53(16) . . . . ?
B4_1 N10_1 C9_1 C8_1 -2.2(3) . . . . ?
N10_2 C3_2 C2_2 C1_2 0.1(3) . . . . ?
N10_2 C9_2 C8_2 C9_2 0.89(15) . . . 2_755 ?
N10_2 C9_2 C8_2 C15_2 -179.11(15) . . . . ?
C3_2 N10_2 C9_2 C1_2 -0.6(3) . . . . ?
C3_2 N10_2 C9_2 C8_2 178.93(19) . . . . ?
C3_2 N10_2 B4_2 F13_2 -60.1(3) . . . 2_755 ?
C3_2 N10_2 B4_2 F13_2 60.1(3) . . . . ?
C3_2 N10_2 B4_2 N10_2 180.0(3) . . . 2_755 ?
C3_2 C2_2 C1_2 C9_2 -0.5(3) . . . . ?
C2_2 C1_2 C9_2 N10_2 0.7(3) . . . . ?
C2_2 C1_2 C9_2 C8_2 -178.8(2) . . . . ?
C1_2 C9_2 C8_2 C9_2 -179.7(3) . . . 2_755 ?
C1_2 C9_2 C8_2 C15_2 0.3(3) . . . . ?
C9_2 N10_2 C3_2 C2_2 0.3(3) . . . . ?
C9_2 N10_2 C3_2 C23_2 -178.5(2) . . . . ?
C9_2 N10_2 B4_2 F13_2 120.8(2) . . . 2_755 ?
C9_2 N10_2 B4_2 F13_2 -119.0(2) . . . . ?
C9_2 N10_2 B4_2 N10_2 0.90(15) . . . 2_755 ?
C9_2 C8_2 C15_2 C16_2 -98.42(15) 2_755 . . 2_755 ?
C9_2 C8_2 C15_2 C16_2 81.58(15) 2_755 . . . ?
C9_2 C8_2 C15_2 C16_2 81.58(15) . . . 2_755 ?
C9_2 C8_2 C15_2 C16_2 -98.42(15) . . . . ?
C8_2 C15_2 C16_2 C17_2 1.0(2) . . . . ?
C8_2 C15_2 C16_2 C21_2 -179.63(15) . . . . ?
C15_2 C16_2 C17_2 C18_2 180.0(2) . . . . ?
C15_2 C16_2 C21_2 C20_2 179.72(19) . . . . ?
C15_2 C16_2 C21_2 C22_2 -0.8(3) . . . . ?
C16_2 C15_2 C16_2 C17_2 -179.0(2) 2_755 . . . ?
C16_2 C15_2 C16_2 C21_2 0.37(15) 2_755 . . . ?
C16_2 C17_2 C18_2 C19_2 0.1(4) . . . . ?
C16_2 C21_2 C22_2 C21_2 0.37(15) . . . 2_755 ?
C17_2 C16_2 C21_2 C20_2 -0.9(3) . . . . ?
C17_2 C16_2 C21_2 C22_2 178.64(18) . . . . ?
C17_2 C18_2 C19_2 C20_2 -0.6(4) . . . . ?
C18_2 C19_2 C20_2 C21_2 0.3(4) . . . . ?
C19_2 C20_2 C21_2 C16_2 0.5(4) . . . . ?
C19_2 C20_2 C21_2 C22_2 -179.1(2) . . . . ?
C20_2 C21_2 C22_2 C21_2 179.9(3) . . . 2_755 ?
C21_2 C16_2 C17_2 C18_2 0.6(3) . . . . ?
C23_2 C3_2 C2_2 C1_2 178.9(3) . . . . ?
B4_2 N10_2 C3_2 C2_2 -178.92(18) . . . . ?
B4_2 N10_2 C3_2 C23_2 2.3(4) . . . . ?
B4_2 N10_2 C9_2 C1_2 178.65(16) . . . . ?
B4_2 N10_2 C9_2 C8_2 -1.8(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount with oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf184
_database_code_depnum_ccdc_archive 'CCDC 1585150'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
'1,3,5,7-Tetramethyl-8-(methylanthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene toluene solvate'
_chemical_formula_moiety         '2(C28 H25 B F2 N2), C7 H8'
_chemical_formula_sum            'C63 H58 B2 F4 N4'
_chemical_formula_weight         968.75
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.5680(10)
_cell_length_b                   9.7581(11)
_cell_length_c                   15.2034(18)
_cell_angle_alpha                101.961(2)
_cell_angle_beta                 91.811(2)
_cell_angle_gamma                99.856(2)
_cell_volume                     1222.2(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9107
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.09
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0738 before and 0.0590 after correction. The Ratio of minimum to maximum transmission is 0.7825. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             510
_exptl_crystal_size_max          0.529
_exptl_crystal_size_mid          0.428
_exptl_crystal_size_min          0.235
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25783
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.751
_diffrn_reflns_theta_min         2.170
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3526
_reflns_number_total             4651
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         4651
_refine_ls_number_restraints     166
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0570
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0809P)²+1.1536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1717
_refine_special_details          
'The structure was modelled containing one toluene molecule that was projected over symmetry in a 50:50 % occupancy. This toluene molecule was fixed using restraints (ISOR, DFIX, SADI, FLAT, RIGU, and SIMU). The methyl group at C29 was modelled over two positions in a 36:64 % occupancy using a constraint (EADP). Missing reflections are a result of only 99.4 % completion of collection.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C34-C35
 1.51 with sigma of 0.02
 C35-C40 \\sim C40-C39 \\sim C39-C38 \\sim C38-C37 \\sim C37-C36 \\sim C36-C35
 with sigma of 0.02
 C35-C37 \\sim C35-C39 \\sim C36-C38 \\sim C40-C36 \\sim C39-C37 \\sim C40-C38
 with sigma of 0.04
 C34-C36 \\sim C34-C40
 with sigma of 0.04
 C29A-C22 \\sim C29-C22
 with sigma of 0.02
3. Restrained planarity
 C34, C35, C40, C39, C38, C37, C36
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C34 \\sim C35 \\sim C40 \\sim C39 \\sim C38 \\sim C37 \\sim C36: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C36) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C40)
\\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C37) \\sim Ueq:
with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C29A) = Uanis(C29)
5. Rigid body (RIGU) restrains
 C34, C35, C40, C39, C38, C37, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C29A)=Sof(H29D)=Sof(H29E)=Sof(H29F)=1-FVAR(1)
 Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=FVAR(1)
 Fixed Sof: C34(0.5) H34A(0.5) H34B(0.5) H34C(0.5) C35(0.5) C40(0.5) H40(0.5)
 C39(0.5) H39(0.5) C38(0.5) H38(0.5) C37(0.5) H37(0.5) C36(0.5) H36(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C27(H27), C25(H25), C24(H24), C17(H17), C26(H26), C2(H2), C6(H6), C18(H18),
 C19(H19), C20(H20), C40(H40), C39(H39), C38(H38), C37(H37), C36(H36)
7.b Fitted hexagon refined as free rotating group:
 C35(C40,C39,C38,C37,C36)
7.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,
 H33C), C29(H29A,H29B,H29C), C34(H34A,H34B,H34C), C29A(H29D,H29E,H29F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F13 F -0.08136(17) 0.30895(16) 0.96873(10) 0.0387(4) Uani 1 1 d . . . . .
F14 F -0.17115(17) 0.20399(15) 0.82450(10) 0.0398(4) Uani 1 1 d . . . . .
N10 N -0.0765(2) 0.4571(2) 0.85940(12) 0.0255(4) Uani 1 1 d . . . . .
N11 N 0.1103(2) 0.2880(2) 0.85540(12) 0.0260(4) Uani 1 1 d . . . . .
C9 C 0.0250(3) 0.5315(2) 0.80760(14) 0.0250(5) Uani 1 1 d . . . . .
C8 C 0.1643(3) 0.4862(2) 0.78029(14) 0.0247(5) Uani 1 1 d . . . . .
C28 C 0.3802(3) 0.6930(2) 0.77727(15) 0.0256(5) Uani 1 1 d . . . . .
C1 C -0.0411(3) 0.6523(2) 0.79615(15) 0.0265(5) Uani 1 1 d . . . . .
C27 C 0.3938(3) 0.7291(2) 0.87342(15) 0.0267(5) Uani 1 1 d . . . . .
H27 H 0.3278 0.6718 0.9060 0.032 Uiso 1 1 calc R . . . .
C15 C 0.2725(3) 0.5738(2) 0.72926(15) 0.0247(5) Uani 1 1 d . . . . .
C12 C 0.2074(3) 0.3646(2) 0.80319(15) 0.0253(5) Uani 1 1 d . . . . .
C16 C 0.2624(3) 0.5400(2) 0.63520(15) 0.0265(5) Uani 1 1 d . . . . .
C3 C -0.1961(3) 0.5270(3) 0.88025(15) 0.0280(5) Uani 1 1 d . . . . .
C5 C 0.1817(3) 0.1816(2) 0.87156(15) 0.0282(5) Uani 1 1 d . . . . .
C25 C 0.5970(3) 0.9324(2) 0.87182(17) 0.0295(5) Uani 1 1 d . . . . .
H25 H 0.6703 1.0127 0.9041 0.035 Uiso 1 1 calc R . . . .
C7 C 0.3428(3) 0.3005(3) 0.78612(15) 0.0287(5) Uani 1 1 d . . . . .
C24 C 0.5862(3) 0.9025(2) 0.78067(17) 0.0298(5) Uani 1 1 d . . . . .
H24 H 0.6520 0.9635 0.7502 0.036 Uiso 1 1 calc R . . . .
C23 C 0.4791(3) 0.7822(2) 0.72854(16) 0.0273(5) Uani 1 1 d . . . . .
C17 C 0.1554(3) 0.4181(3) 0.58547(16) 0.0308(5) Uani 1 1 d . . . . .
H17 H 0.0900 0.3587 0.6171 0.037 Uiso 1 1 calc R . . . .
C26 C 0.4994(3) 0.8441(2) 0.91938(16) 0.0299(5) Uani 1 1 d . . . . .
H26 H 0.5077 0.8653 0.9834 0.036 Uiso 1 1 calc R . . . .
C22 C 0.4670(3) 0.7502(3) 0.63371(17) 0.0323(5) Uani 1 1 d D . . . .
C2 C -0.1777(3) 0.6470(3) 0.84119(16) 0.0301(5) Uani 1 1 d . . . . .
H2 H -0.2480 0.7132 0.8453 0.036 Uiso 1 1 calc R . . . .
C6 C 0.3248(3) 0.1876(3) 0.82958(16) 0.0310(5) Uani 1 1 d . . . . .
H6 H 0.3977 0.1246 0.8306 0.037 Uiso 1 1 calc R . . . .
C30 C 0.0203(3) 0.7638(3) 0.74528(16) 0.0304(5) Uani 1 1 d . . . . .
H30A H 0.1170 0.8242 0.7774 0.046 Uiso 1 1 calc GR . . . .
H30B H -0.0603 0.8224 0.7402 0.046 Uiso 1 1 calc GR . . . .
H30C H 0.0445 0.7178 0.6849 0.046 Uiso 1 1 calc GR . . . .
C21 C 0.3604(3) 0.6298(3) 0.58645(16) 0.0310(5) Uani 1 1 d . . . . .
C31 C -0.3236(3) 0.4837(3) 0.93839(17) 0.0336(6) Uani 1 1 d . . . . .
H31A H -0.3531 0.3796 0.9250 0.050 Uiso 1 1 calc GR . . . .
H31B H -0.4166 0.5250 0.9266 0.050 Uiso 1 1 calc GR . . . .
H31C H -0.2851 0.5180 1.0019 0.050 Uiso 1 1 calc GR . . . .
C32 C 0.1122(3) 0.0805(3) 0.92691(17) 0.0340(6) Uani 1 1 d . . . . .
H32A H 0.1087 0.1323 0.9891 0.051 Uiso 1 1 calc GR . . . .
H32B H 0.1779 0.0073 0.9259 0.051 Uiso 1 1 calc GR . . . .
H32C H 0.0044 0.0352 0.9022 0.051 Uiso 1 1 calc GR . . . .
C18 C 0.1450(3) 0.3853(3) 0.49420(17) 0.0370(6) Uani 1 1 d . . . . .
H18 H 0.0731 0.3033 0.4626 0.044 Uiso 1 1 calc R . . . .
C33 C 0.4765(3) 0.3375(3) 0.72961(17) 0.0343(6) Uani 1 1 d . . . . .
H33A H 0.4371 0.3158 0.6661 0.052 Uiso 1 1 calc GR . . . .
H33B H 0.5590 0.2817 0.7371 0.052 Uiso 1 1 calc GR . . . .
H33C H 0.5213 0.4393 0.7485 0.052 Uiso 1 1 calc GR . . . .
C19 C 0.2406(3) 0.4724(3) 0.44570(17) 0.0410(6) Uani 1 1 d . . . . .
H19 H 0.2328 0.4488 0.3817 0.049 Uiso 1 1 calc R . . . .
C20 C 0.3433(3) 0.5896(3) 0.49016(17) 0.0385(6) Uani 1 1 d . . . . .
H20 H 0.4062 0.6469 0.4562 0.046 Uiso 1 1 calc R . . . .
C29 C 0.574(2) 0.847(2) 0.5863(14) 0.0451(16) Uani 0.64(3) 1 d D . P A 1
H29A H 0.5486 0.9430 0.6011 0.068 Uiso 0.64(3) 1 calc GR . P A 1
H29B H 0.5586 0.8101 0.5210 0.068 Uiso 0.64(3) 1 calc GR . P A 1
H29C H 0.6853 0.8513 0.6062 0.068 Uiso 0.64(3) 1 calc GR . P A 1
B4 B -0.0586(3) 0.3113(3) 0.87948(19) 0.0292(6) Uani 1 1 d . . . . .
C34 C -0.1842(9) 0.0133(8) 0.4026(5) 0.057(2) Uani 0.5 1 d D U P B -1
H34A H -0.2832 -0.0493 0.4097 0.086 Uiso 0.5 1 calc GR . P B -1
H34B H -0.1489 -0.0172 0.3421 0.086 Uiso 0.5 1 calc GR . P B -1
H34C H -0.2021 0.1116 0.4109 0.086 Uiso 0.5 1 calc GR . P B -1
C35 C -0.0662(6) 0.0060(6) 0.4678(3) 0.0601(15) Uani 0.5 1 d D U P B -1
C40 C 0.0576(6) -0.0651(6) 0.4412(3) 0.067(3) Uani 0.5 1 d DG U P B -1
H40 H 0.0641 -0.1061 0.3793 0.081 Uiso 0.5 1 calc R . P B -1
C39 C 0.1718(6) -0.0763(6) 0.5051(4) 0.0674(18) Uani 0.5 1 d DG U P B -1
H39 H 0.2563 -0.1249 0.4869 0.081 Uiso 0.5 1 calc R . P B -1
C38 C 0.1622(6) -0.0163(6) 0.5956(3) 0.099(4) Uani 0.5 1 d DG U P B -1
H38 H 0.2402 -0.0239 0.6392 0.119 Uiso 0.5 1 calc R . P B -1
C37 C 0.0384(6) 0.0548(5) 0.6222(3) 0.0561(15) Uani 0.5 1 d DG U P B -1
H37 H 0.0319 0.0958 0.6840 0.067 Uiso 0.5 1 calc R . P B -1
C36 C -0.0758(5) 0.0659(5) 0.5583(3) 0.052(2) Uani 0.5 1 d DG U P B -1
H36 H -0.1603 0.1145 0.5765 0.063 Uiso 0.5 1 calc R . P B -1
C29A C 0.562(4) 0.844(4) 0.579(3) 0.0451(16) Uani 0.36(3) 1 d D . P A 2
H29D H 0.4891 0.8724 0.5377 0.068 Uiso 0.36(3) 1 calc GR . P A 2
H29E H 0.6355 0.7920 0.5443 0.068 Uiso 0.36(3) 1 calc GR . P A 2
H29F H 0.6216 0.9298 0.6197 0.068 Uiso 0.36(3) 1 calc GR . P A 2


_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
F13 B4 1.381(3) . ?
F14 B4 1.402(3) . ?
N10 C9 1.403(3) . ?
N10 C3 1.337(3) . ?
N10 B4 1.546(3) . ?
N11 C12 1.399(3) . ?
N11 C5 1.352(3) . ?
N11 B4 1.546(3) . ?
C9 C8 1.389(3) . ?
C9 C1 1.431(3) . ?
C8 C15 1.497(3) . ?
C8 C12 1.406(3) . ?
C28 C27 1.427(3) . ?
C28 C15 1.406(3) . ?
C28 C23 1.442(3) . ?
C1 C2 1.374(3) . ?
C1 C30 1.495(3) . ?
C27 H27 0.9500 . ?
C27 C26 1.361(3) . ?
C15 C16 1.396(3) . ?
C12 C7 1.417(3) . ?
C16 C17 1.427(3) . ?
C16 C21 1.442(3) . ?
C3 C2 1.407(3) . ?
C3 C31 1.487(3) . ?
C5 C6 1.398(3) . ?
C5 C32 1.487(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.352(3) . ?
C25 C26 1.419(3) . ?
C7 C6 1.387(3) . ?
C7 C33 1.493(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.431(3) . ?
C23 C22 1.407(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.354(3) . ?
C26 H26 0.9500 . ?
C22 C21 1.404(3) . ?
C22 C29 1.512(8) . ?
C22 C29A 1.517(14) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C21 C20 1.431(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C19 1.413(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C19 H19 0.9500 . ?
C19 C20 1.355(4) . ?
C20 H20 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C34 C35 1.414(7) . ?
C35 C40 1.3900 . ?
C35 C36 1.3900 . ?
C40 H40 0.9500 . ?
C40 C39 1.3900 . ?
C39 H39 0.9500 . ?
C39 C38 1.3900 . ?
C38 H38 0.9500 . ?
C38 C37 1.3900 . ?
C37 H37 0.9500 . ?
C37 C36 1.3900 . ?
C36 H36 0.9500 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?

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
C9 N10 B4 124.57(19) . . ?
C3 N10 C9 108.30(19) . . ?
C3 N10 B4 126.86(19) . . ?
C12 N11 B4 124.91(19) . . ?
C5 N11 C12 108.27(19) . . ?
C5 N11 B4 126.41(19) . . ?
N10 C9 C1 107.57(19) . . ?
C8 C9 N10 120.6(2) . . ?
C8 C9 C1 131.8(2) . . ?
C9 C8 C15 118.4(2) . . ?
C9 C8 C12 121.2(2) . . ?
C12 C8 C15 120.3(2) . . ?
C27 C28 C23 118.8(2) . . ?
C15 C28 C27 121.7(2) . . ?
C15 C28 C23 119.5(2) . . ?
C9 C1 C30 128.6(2) . . ?
C2 C1 C9 106.3(2) . . ?
C2 C1 C30 125.1(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 C28 121.3(2) . . ?
C26 C27 H27 119.3 . . ?
C28 C15 C8 119.1(2) . . ?
C16 C15 C8 120.3(2) . . ?
C16 C15 C28 120.6(2) . . ?
N11 C12 C8 120.0(2) . . ?
N11 C12 C7 108.16(19) . . ?
C8 C12 C7 131.8(2) . . ?
C15 C16 C17 121.3(2) . . ?
C15 C16 C21 119.9(2) . . ?
C17 C16 C21 118.8(2) . . ?
N10 C3 C2 109.4(2) . . ?
N10 C3 C31 123.9(2) . . ?
C2 C3 C31 126.8(2) . . ?
N11 C5 C6 108.7(2) . . ?
N11 C5 C32 122.7(2) . . ?
C6 C5 C32 128.6(2) . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.3(2) . . ?
C26 C25 H25 119.9 . . ?
C12 C7 C33 128.8(2) . . ?
C6 C7 C12 106.0(2) . . ?
C6 C7 C33 125.1(2) . . ?
C25 C24 H24 118.9 . . ?
C25 C24 C23 122.2(2) . . ?
C23 C24 H24 118.9 . . ?
C24 C23 C28 117.2(2) . . ?
C22 C23 C28 120.1(2) . . ?
C22 C23 C24 122.7(2) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.3 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C23 C22 C29 117.7(10) . . ?
C23 C22 C29A 122.4(18) . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 C29 122.3(9) . . ?
C21 C22 C29A 117.6(17) . . ?
C1 C2 C3 108.5(2) . . ?
C1 C2 H2 125.7 . . ?
C3 C2 H2 125.7 . . ?
C5 C6 H6 125.6 . . ?
C7 C6 C5 108.8(2) . . ?
C7 C6 H6 125.6 . . ?
C1 C30 H30A 109.5 . . ?
C1 C30 H30B 109.5 . . ?
C1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C22 C21 C16 119.9(2) . . ?
C22 C21 C20 123.1(2) . . ?
C20 C21 C16 117.0(2) . . ?
C3 C31 H31A 109.5 . . ?
C3 C31 H31B 109.5 . . ?
C3 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C5 C32 H32A 109.5 . . ?
C5 C32 H32B 109.5 . . ?
C5 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.3(2) . . ?
C19 C18 H18 119.9 . . ?
C7 C33 H33A 109.5 . . ?
C7 C33 H33B 109.5 . . ?
C7 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.3(2) . . ?
C20 C19 H19 119.9 . . ?
C21 C20 H20 118.9 . . ?
C19 C20 C21 122.2(2) . . ?
C19 C20 H20 118.9 . . ?
C22 C29 H29A 109.5 . . ?
C22 C29 H29B 109.5 . . ?
C22 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
F13 B4 F14 109.1(2) . . ?
F13 B4 N10 111.0(2) . . ?
F13 B4 N11 111.4(2) . . ?
F14 B4 N10 109.18(19) . . ?
F14 B4 N11 109.4(2) . . ?
N11 B4 N10 106.65(18) . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
C40 C35 C34 119.6(5) . . ?
C40 C35 C36 120.0 . . ?
C36 C35 C34 120.4(5) . . ?
C35 C40 H40 120.0 . . ?
C39 C40 C35 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C39 H39 120.0 . . ?
C40 C39 C38 120.0 . . ?
C38 C39 H39 120.0 . . ?
C39 C38 H38 120.0 . . ?
C37 C38 C39 120.0 . . ?
C37 C38 H38 120.0 . . ?
C38 C37 H37 120.0 . . ?
C36 C37 C38 120.0 . . ?
C36 C37 H37 120.0 . . ?
C35 C36 H36 120.0 . . ?
C37 C36 C35 120.0 . . ?
C37 C36 H36 120.0 . . ?
C22 C29A H29D 109.5 . . ?
C22 C29A H29E 109.5 . . ?
C22 C29A H29F 109.5 . . ?
H29D C29A H29E 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N10 C9 C8 C15 -176.86(19) . . . . ?
N10 C9 C8 C12 0.3(3) . . . . ?
N10 C9 C1 C2 0.3(2) . . . . ?
N10 C9 C1 C30 -179.0(2) . . . . ?
N10 C3 C2 C1 -1.0(3) . . . . ?
N11 C12 C7 C6 -0.7(3) . . . . ?
N11 C12 C7 C33 176.3(2) . . . . ?
N11 C5 C6 C7 -0.1(3) . . . . ?
C9 N10 C3 C2 1.2(3) . . . . ?
C9 N10 C3 C31 -177.0(2) . . . . ?
C9 N10 B4 F13 136.6(2) . . . . ?
C9 N10 B4 F14 -103.0(2) . . . . ?
C9 N10 B4 N11 15.1(3) . . . . ?
C9 C8 C15 C28 83.0(3) . . . . ?
C9 C8 C15 C16 -94.9(3) . . . . ?
C9 C8 C12 N11 -0.9(3) . . . . ?
C9 C8 C12 C7 -177.8(2) . . . . ?
C9 C1 C2 C3 0.4(3) . . . . ?
C8 C9 C1 C2 -177.0(2) . . . . ?
C8 C9 C1 C30 3.7(4) . . . . ?
C8 C15 C16 C17 -3.2(3) . . . . ?
C8 C15 C16 C21 176.3(2) . . . . ?
C8 C12 C7 C6 176.5(2) . . . . ?
C8 C12 C7 C33 -6.4(4) . . . . ?
C28 C27 C26 C25 1.1(3) . . . . ?
C28 C15 C16 C17 179.0(2) . . . . ?
C28 C15 C16 C21 -1.5(3) . . . . ?
C28 C23 C22 C21 -1.1(3) . . . . ?
C28 C23 C22 C29 -179.7(10) . . . . ?
C28 C23 C22 C29A 176.7(18) . . . . ?
C1 C9 C8 C15 0.2(4) . . . . ?
C1 C9 C8 C12 177.3(2) . . . . ?
C27 C28 C15 C8 2.7(3) . . . . ?
C27 C28 C15 C16 -179.5(2) . . . . ?
C27 C28 C23 C24 0.2(3) . . . . ?
C27 C28 C23 C22 -179.2(2) . . . . ?
C15 C8 C12 N11 176.26(19) . . . . ?
C15 C8 C12 C7 -0.7(4) . . . . ?
C15 C28 C27 C26 179.5(2) . . . . ?
C15 C28 C23 C24 179.7(2) . . . . ?
C15 C28 C23 C22 0.3(3) . . . . ?
C15 C16 C17 C18 179.8(2) . . . . ?
C15 C16 C21 C22 0.6(4) . . . . ?
C15 C16 C21 C20 -179.6(2) . . . . ?
C12 N11 C5 C6 -0.4(3) . . . . ?
C12 N11 C5 C32 178.8(2) . . . . ?
C12 N11 B4 F13 -137.1(2) . . . . ?
C12 N11 B4 F14 102.2(2) . . . . ?
C12 N11 B4 N10 -15.8(3) . . . . ?
C12 C8 C15 C28 -94.2(3) . . . . ?
C12 C8 C15 C16 87.9(3) . . . . ?
C12 C7 C6 C5 0.5(3) . . . . ?
C16 C17 C18 C19 -0.3(4) . . . . ?
C16 C21 C20 C19 -0.2(4) . . . . ?
C3 N10 C9 C8 176.7(2) . . . . ?
C3 N10 C9 C1 -0.9(2) . . . . ?
C3 N10 B4 F13 -50.0(3) . . . . ?
C3 N10 B4 F14 70.4(3) . . . . ?
C3 N10 B4 N11 -171.5(2) . . . . ?
C5 N11 C12 C8 -176.9(2) . . . . ?
C5 N11 C12 C7 0.7(2) . . . . ?
C5 N11 B4 F13 51.2(3) . . . . ?
C5 N11 B4 F14 -69.6(3) . . . . ?
C5 N11 B4 N10 172.4(2) . . . . ?
C25 C24 C23 C28 0.6(3) . . . . ?
C25 C24 C23 C22 -180.0(2) . . . . ?
C24 C25 C26 C27 -0.3(3) . . . . ?
C24 C23 C22 C21 179.5(2) . . . . ?
C24 C23 C22 C29 0.9(10) . . . . ?
C24 C23 C22 C29A -2.7(18) . . . . ?
C23 C28 C27 C26 -1.1(3) . . . . ?
C23 C28 C15 C8 -176.80(19) . . . . ?
C23 C28 C15 C16 1.0(3) . . . . ?
C23 C22 C21 C16 0.7(4) . . . . ?
C23 C22 C21 C20 -179.1(2) . . . . ?
C17 C16 C21 C22 -179.8(2) . . . . ?
C17 C16 C21 C20 -0.1(3) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C26 C25 C24 C23 -0.6(3) . . . . ?
C22 C21 C20 C19 179.6(3) . . . . ?
C30 C1 C2 C3 179.8(2) . . . . ?
C21 C16 C17 C18 0.3(4) . . . . ?
C31 C3 C2 C1 177.1(2) . . . . ?
C32 C5 C6 C7 -179.2(2) . . . . ?
C18 C19 C20 C21 0.3(4) . . . . ?
C33 C7 C6 C5 -176.7(2) . . . . ?
C29 C22 C21 C16 179.2(10) . . . . ?
C29 C22 C21 C20 -0.6(10) . . . . ?
B4 N10 C9 C8 -8.9(3) . . . . ?
B4 N10 C9 C1 173.5(2) . . . . ?
B4 N10 C3 C2 -173.1(2) . . . . ?
B4 N10 C3 C31 8.7(4) . . . . ?
B4 N11 C12 C8 10.0(3) . . . . ?
B4 N11 C12 C7 -172.3(2) . . . . ?
B4 N11 C5 C6 172.5(2) . . . . ?
B4 N11 C5 C32 -8.3(4) . . . . ?
C34 C35 C40 C39 -178.3(6) . . . . ?
C34 C35 C36 C37 178.3(6) . . . . ?
C35 C40 C39 C38 0.0 . . . . ?
C40 C35 C36 C37 0.0 . . . . ?
C40 C39 C38 C37 0.0 . . . . ?
C39 C38 C37 C36 0.0 . . . . ?
C38 C37 C36 C35 0.0 . . . . ?
C36 C35 C40 C39 0.0 . . . . ?
C29A C22 C21 C16 -177.3(17) . . . . ?
C29A C22 C21 C20 3.0(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT911_kjf184              
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600          5 Report
RESPONSE: Missing reflections are a result of only 99.4 % completion of 
collection.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf163
_database_code_depnum_ccdc_archive 'CCDC 1585151'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
3,5-Dimethyl-8-(4-(10-phenylanthracen-9-yl)phenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C37 H27 B F2 N2'
_chemical_formula_sum            'C37 H27 B F2 N2'
_chemical_formula_weight         548.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.3605(16)
_cell_length_b                   13.301(2)
_cell_length_c                   21.611(4)
_cell_angle_alpha                76.897(3)
_cell_angle_beta                 82.836(6)
_cell_angle_gamma                73.801(5)
_cell_volume                     2779.5(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.11
_cell_measurement_theta_min      3.73
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0785 before and 0.0552 after correction. The Ratio of minimum to maximum transmission is 0.7935. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1144
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            54487
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.205
_diffrn_reflns_theta_min         2.103
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7672
_reflns_number_total             10075
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     761
_refine_ls_number_reflns         10075
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0705P)²+0.6070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1347
_refine_special_details          
'Missing reflections are a result of only 99 % completion of collection.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7), C20(H20), C19(H19), C17(H17), C16(H16),
 C33(H33), C32(H32), C31(H31), C30(H30), C26(H26), C25(H25), C24(H24), C23(H23),
  C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C1(H1), C2(H2), C6(H6),
 C7(H7), C20(H20), C19(H19), C17(H17), C16(H16), C33(H33), C32(H32), C31(H31),
 C30(H30), C26(H26), C25(H25), C24(H24), C23(H23), C36(H36), C37(H37), C38(H38),
  C39(H39), C40(H40)
2.b Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C41(H41A,H41B,H41C), C42(H42A,H42B,
 H42C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1_1 C 0.4966(2) 0.56362(16) 0.57716(10) 0.0371(5) Uani 1 1 d . . . . .
H1_1 H 0.4419 0.6338 0.5633 0.045 Uiso 1 1 calc R . . . .
C2_1 C 0.4665(2) 0.48788(16) 0.62787(10) 0.0409(5) Uani 1 1 d . . . . .
H2_1 H 0.3872 0.4967 0.6556 0.049 Uiso 1 1 calc R . . . .
C3_1 C 0.5740(2) 0.39524(16) 0.63126(10) 0.0381(5) Uani 1 1 d . . . . .
B4_1 B 0.7930(3) 0.32722(19) 0.56396(12) 0.0392(5) Uani 1 1 d . . . . .
C5_1 C 0.9740(2) 0.33781(16) 0.47013(10) 0.0376(5) Uani 1 1 d . . . . .
C6_1 C 1.0118(2) 0.41680(17) 0.42253(11) 0.0422(5) Uani 1 1 d . . . . .
H6_1 H 1.0876 0.4063 0.3928 0.051 Uiso 1 1 calc R . . . .
C7_1 C 0.9193(2) 0.51284(16) 0.42656(10) 0.0384(5) Uani 1 1 d . . . . .
H7_1 H 0.9212 0.5807 0.4010 0.046 Uiso 1 1 calc R . . . .
C8_1 C 0.7037(2) 0.55832(15) 0.49861(9) 0.0324(4) Uani 1 1 d . . . . .
C9_1 C 0.6241(2) 0.51692(15) 0.54960(9) 0.0333(4) Uani 1 1 d . . . . .
N10_1 N 0.66752(17) 0.41139(12) 0.58306(8) 0.0339(4) Uani 1 1 d . . . . .
N11_1 N 0.85897(16) 0.38249(12) 0.50232(8) 0.0332(4) Uani 1 1 d . . . . .
C12_1 C 0.8213(2) 0.49156(15) 0.47578(9) 0.0328(4) Uani 1 1 d . . . . .
F13_1 F 0.88365(14) 0.29297(11) 0.61143(6) 0.0588(4) Uani 1 1 d . . . . .
F14_1 F 0.75524(14) 0.24077(9) 0.55332(7) 0.0565(4) Uani 1 1 d . . . . .
C15_1 C 0.66476(19) 0.67421(15) 0.47014(9) 0.0322(4) Uani 1 1 d . . . . .
C20_1 C 0.6280(2) 0.74980(15) 0.50893(9) 0.0344(4) Uani 1 1 d . . . . .
H20_1 H 0.6266 0.7266 0.5539 0.041 Uiso 1 1 calc R . . . .
C19_1 C 0.5933(2) 0.85853(15) 0.48268(9) 0.0346(4) Uani 1 1 d . . . . .
H19_1 H 0.5704 0.9087 0.5099 0.042 Uiso 1 1 calc R . . . .
C18_1 C 0.59153(19) 0.89494(15) 0.41702(9) 0.0322(4) Uani 1 1 d . . . . .
C17_1 C 0.6279(2) 0.81921(15) 0.37835(9) 0.0335(4) Uani 1 1 d . . . . .
H17_1 H 0.6270 0.8426 0.3334 0.040 Uiso 1 1 calc R . . . .
C16_1 C 0.6652(2) 0.71067(15) 0.40403(9) 0.0338(4) Uani 1 1 d . . . . .
H16_1 H 0.6913 0.6607 0.3767 0.041 Uiso 1 1 calc R . . . .
C21_1 C 0.54970(19) 1.01054(14) 0.38621(9) 0.0299(4) Uani 1 1 d . . . . .
C34_1 C 0.42249(19) 1.05142(15) 0.36035(9) 0.0308(4) Uani 1 1 d . . . . .
C33_1 C 0.3261(2) 0.98932(16) 0.37053(10) 0.0361(4) Uani 1 1 d . . . . .
H33_1 H 0.3464 0.9201 0.3970 0.043 Uiso 1 1 calc R . . . .
C32_1 C 0.2070(2) 1.02731(17) 0.34324(11) 0.0406(5) Uani 1 1 d . . . . .
H32_1 H 0.1446 0.9847 0.3508 0.049 Uiso 1 1 calc R . . . .
C31_1 C 0.1741(2) 1.13041(17) 0.30330(11) 0.0410(5) Uani 1 1 d . . . . .
H31_1 H 0.0915 1.1552 0.2831 0.049 Uiso 1 1 calc R . . . .
C30_1 C 0.2603(2) 1.19366(16) 0.29390(10) 0.0353(4) Uani 1 1 d . . . . .
H30_1 H 0.2362 1.2629 0.2677 0.042 Uiso 1 1 calc R . . . .
C29_1 C 0.38672(19) 1.15827(14) 0.32265(9) 0.0300(4) Uani 1 1 d . . . . .
C28_1 C 0.47812(19) 1.22234(14) 0.31306(9) 0.0295(4) Uani 1 1 d . . . . .
C27_1 C 0.60173(19) 1.18369(14) 0.34229(9) 0.0299(4) Uani 1 1 d . . . . .
C26_1 C 0.6944(2) 1.24771(15) 0.33632(10) 0.0350(4) Uani 1 1 d . . . . .
H26_1 H 0.6737 1.3177 0.3108 0.042 Uiso 1 1 calc R . . . .
C25_1 C 0.8115(2) 1.21109(16) 0.36615(10) 0.0390(5) Uani 1 1 d . . . . .
H25_1 H 0.8708 1.2557 0.3618 0.047 Uiso 1 1 calc R . . . .
C24_1 C 0.8453(2) 1.10628(17) 0.40383(10) 0.0394(5) Uani 1 1 d . . . . .
H24_1 H 0.9268 1.0812 0.4249 0.047 Uiso 1 1 calc R . . . .
C23_1 C 0.7617(2) 1.04161(15) 0.40987(10) 0.0348(4) Uani 1 1 d . . . . .
H23_1 H 0.7869 0.9712 0.4346 0.042 Uiso 1 1 calc R . . . .
C22_1 C 0.63698(19) 1.07677(14) 0.38000(9) 0.0304(4) Uani 1 1 d . . . . .
C35_1 C 0.44194(19) 1.33241(15) 0.27317(9) 0.0313(4) Uani 1 1 d . . . . .
C36_1 C 0.5038(2) 1.35786(16) 0.21296(10) 0.0369(5) Uani 1 1 d . . . . .
H36_1 H 0.5720 1.3045 0.1964 0.044 Uiso 1 1 calc R . . . .
C37_1 C 0.4665(2) 1.46097(18) 0.17680(10) 0.0426(5) Uani 1 1 d . . . . .
H37_1 H 0.5089 1.4775 0.1356 0.051 Uiso 1 1 calc R . . . .
C38_1 C 0.3689(2) 1.53895(17) 0.20015(11) 0.0437(5) Uani 1 1 d . . . . .
H38_1 H 0.3440 1.6092 0.1752 0.052 Uiso 1 1 calc R . . . .
C39_1 C 0.3065(2) 1.51540(17) 0.26010(11) 0.0436(5) Uani 1 1 d . . . . .
H39_1 H 0.2390 1.5694 0.2765 0.052 Uiso 1 1 calc R . . . .
C40_1 C 0.3430(2) 1.41275(16) 0.29613(10) 0.0373(5) Uani 1 1 d . . . . .
H40_1 H 0.2999 1.3968 0.3372 0.045 Uiso 1 1 calc R . . . .
C41_1 C 0.5928(2) 0.29334(17) 0.67959(10) 0.0450(5) Uani 1 1 d . . . . .
H41A_1 H 0.5178 0.2996 0.7121 0.068 Uiso 1 1 calc GR . . . .
H41B_1 H 0.6777 0.2790 0.6996 0.068 Uiso 1 1 calc GR . . . .
H41C_1 H 0.5955 0.2345 0.6587 0.068 Uiso 1 1 calc GR . . . .
C42_1 C 1.0454(2) 0.22215(17) 0.48812(12) 0.0461(5) Uani 1 1 d . . . . .
H42A_1 H 1.1040 0.1996 0.4518 0.069 Uiso 1 1 calc GR . . . .
H42B_1 H 0.9791 0.1798 0.5002 0.069 Uiso 1 1 calc GR . . . .
H42C_1 H 1.0999 0.2112 0.5242 0.069 Uiso 1 1 calc GR . . . .
C1_2 C 0.82133(19) 0.05952(15) 0.99737(9) 0.0323(4) Uani 1 1 d . . . . .
H1_2 H 0.7898 0.1006 1.0295 0.039 Uiso 1 1 calc R . . . .
C2_2 C 0.82426(19) -0.04579(15) 1.00274(10) 0.0343(4) Uani 1 1 d . . . . .
H2_2 H 0.7938 -0.0906 1.0391 0.041 Uiso 1 1 calc R . . . .
C3_2 C 0.88027(19) -0.07568(15) 0.94495(10) 0.0328(4) Uani 1 1 d . . . . .
B4_2 B 0.9945(2) 0.00641(18) 0.83954(11) 0.0318(5) Uani 1 1 d . . . . .
C5_2 C 1.03710(19) 0.16141(16) 0.74927(9) 0.0344(4) Uani 1 1 d . . . . .
C6_2 C 1.0236(2) 0.27092(17) 0.74136(10) 0.0382(5) Uani 1 1 d . . . . .
H6_2 H 1.0473 0.3165 0.7036 0.046 Uiso 1 1 calc R . . . .
C7_2 C 0.96958(19) 0.30116(16) 0.79826(9) 0.0344(4) Uani 1 1 d . . . . .
H7_2 H 0.9490 0.3712 0.8067 0.041 Uiso 1 1 calc R . . . .
C8_2 C 0.89286(18) 0.19518(15) 0.90411(9) 0.0288(4) Uani 1 1 d . . . . .
C9_2 C 0.87398(18) 0.09593(14) 0.93512(9) 0.0288(4) Uani 1 1 d . . . . .
N10_2 N 0.91080(15) 0.00894(12) 0.90429(8) 0.0303(3) Uani 1 1 d . . . . .
N11_2 N 0.99392(15) 0.12331(12) 0.80948(7) 0.0309(3) Uani 1 1 d . . . . .
C12_2 C 0.95078(18) 0.20896(15) 0.84138(9) 0.0301(4) Uani 1 1 d . . . . .
F13_2 F 1.12567(11) -0.05556(9) 0.84955(5) 0.0375(3) Uani 1 1 d . . . . .
F14_2 F 0.93681(11) -0.03595(9) 0.80012(5) 0.0394(3) Uani 1 1 d . . . . .
C15_2 C 0.85031(18) 0.28784(14) 0.93637(9) 0.0292(4) Uani 1 1 d . . . . .
C20_2 C 0.93374(19) 0.35543(15) 0.93281(9) 0.0325(4) Uani 1 1 d . . . . .
H20_2 H 1.0189 0.3418 0.9097 0.039 Uiso 1 1 calc R . . . .
C19_2 C 0.89385(19) 0.44215(15) 0.96257(9) 0.0325(4) Uani 1 1 d . . . . .
H19_2 H 0.9510 0.4884 0.9585 0.039 Uiso 1 1 calc R . . . .
C18_2 C 0.77122(19) 0.46279(14) 0.99842(9) 0.0301(4) Uani 1 1 d . . . . .
C17_2 C 0.68728(19) 0.39606(15) 1.00100(9) 0.0333(4) Uani 1 1 d . . . . .
H17_2 H 0.6024 0.4096 1.0244 0.040 Uiso 1 1 calc R . . . .
C16_2 C 0.72495(19) 0.31034(15) 0.97022(9) 0.0321(4) Uani 1 1 d . . . . .
H16_2 H 0.6653 0.2667 0.9721 0.039 Uiso 1 1 calc R . . . .
C21_2 C 0.73053(18) 0.55221(14) 1.03406(9) 0.0290(4) Uani 1 1 d . . . . .
C34_2 C 0.66061(18) 0.65525(14) 1.00386(9) 0.0287(4) Uani 1 1 d . . . . .
C33_2 C 0.63180(19) 0.67920(15) 0.93821(9) 0.0323(4) Uani 1 1 d . . . . .
H33_2 H 0.6593 0.6241 0.9143 0.039 Uiso 1 1 calc R . . . .
C32_2 C 0.5658(2) 0.77923(16) 0.90939(9) 0.0351(4) Uani 1 1 d . . . . .
H32_2 H 0.5481 0.7932 0.8657 0.042 Uiso 1 1 calc R . . . .
C31_2 C 0.5233(2) 0.86281(15) 0.94402(9) 0.0335(4) Uani 1 1 d . . . . .
H31_2 H 0.4781 0.9326 0.9234 0.040 Uiso 1 1 calc R . . . .
C30_2 C 0.54705(19) 0.84331(14) 1.00674(9) 0.0295(4) Uani 1 1 d . . . . .
H30_2 H 0.5175 0.9001 1.0293 0.035 Uiso 1 1 calc R . . . .
C29_2 C 0.61529(18) 0.73960(14) 1.03949(9) 0.0280(4) Uani 1 1 d . . . . .
C28_2 C 0.64109(17) 0.71881(14) 1.10455(9) 0.0270(4) Uani 1 1 d . . . . .
C27_2 C 0.71554(18) 0.61635(14) 1.13400(9) 0.0288(4) Uani 1 1 d . . . . .
C26_2 C 0.7464(2) 0.59176(15) 1.19948(9) 0.0332(4) Uani 1 1 d . . . . .
H26_2 H 0.7158 0.6457 1.2241 0.040 Uiso 1 1 calc R . . . .
C25_2 C 0.8186(2) 0.49263(16) 1.22719(10) 0.0379(5) Uani 1 1 d . . . . .
H25_2 H 0.8393 0.4788 1.2704 0.046 Uiso 1 1 calc R . . . .
C24_2 C 0.8630(2) 0.41021(16) 1.19179(10) 0.0399(5) Uani 1 1 d . . . . .
H24_2 H 0.9129 0.3413 1.2115 0.048 Uiso 1 1 calc R . . . .
C23_2 C 0.8345(2) 0.42943(15) 1.12987(10) 0.0359(4) Uani 1 1 d . . . . .
H23_2 H 0.8644 0.3731 1.1070 0.043 Uiso 1 1 calc R . . . .
C22_2 C 0.76072(18) 0.53237(14) 1.09815(9) 0.0300(4) Uani 1 1 d . . . . .
C35_2 C 0.58648(18) 0.80510(14) 1.14195(8) 0.0273(4) Uani 1 1 d . . . . .
C36_2 C 0.67023(19) 0.85323(14) 1.16379(9) 0.0303(4) Uani 1 1 d . . . . .
H36_2 H 0.7650 0.8297 1.1559 0.036 Uiso 1 1 calc R . . . .
C37_2 C 0.6167(2) 0.93562(15) 1.19705(9) 0.0335(4) Uani 1 1 d . . . . .
H37_2 H 0.6748 0.9690 1.2109 0.040 Uiso 1 1 calc R . . . .
C38_2 C 0.4788(2) 0.96876(15) 1.20987(9) 0.0332(4) Uani 1 1 d . . . . .
H38_2 H 0.4425 1.0238 1.2333 0.040 Uiso 1 1 calc R . . . .
C39_2 C 0.3937(2) 0.92178(15) 1.18853(9) 0.0330(4) Uani 1 1 d . . . . .
H39_2 H 0.2990 0.9449 1.1970 0.040 Uiso 1 1 calc R . . . .
C40_2 C 0.44712(19) 0.84082(15) 1.15471(9) 0.0310(4) Uani 1 1 d . . . . .
H40_2 H 0.3884 0.8091 1.1400 0.037 Uiso 1 1 calc R . . . .
C41_2 C 0.9073(2) -0.18193(16) 0.92752(11) 0.0432(5) Uani 1 1 d . . . . .
H41A_2 H 0.8818 -0.2331 0.9641 0.065 Uiso 1 1 calc GR . . . .
H41B_2 H 1.0034 -0.2069 0.9154 0.065 Uiso 1 1 calc GR . . . .
H41C_2 H 0.8544 -0.1758 0.8916 0.065 Uiso 1 1 calc GR . . . .
C42_2 C 1.0866(2) 0.09287(18) 0.70098(10) 0.0402(5) Uani 1 1 d . . . . .
H42A_2 H 1.0106 0.0741 0.6879 0.060 Uiso 1 1 calc GR . . . .
H42B_2 H 1.1524 0.0275 0.7195 0.060 Uiso 1 1 calc GR . . . .
H42C_2 H 1.1292 0.1319 0.6638 0.060 Uiso 1 1 calc GR . . . .


_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_1 H1_1 0.9500 . ?
C1_1 C2_1 1.379(3) . ?
C1_1 C9_1 1.414(3) . ?
C2_1 H2_1 0.9500 . ?
C2_1 C3_1 1.406(3) . ?
C3_1 N10_1 1.354(3) . ?
C3_1 C41_1 1.492(3) . ?
B4_1 N10_1 1.542(3) . ?
B4_1 N11_1 1.546(3) . ?
B4_1 F13_1 1.390(3) . ?
B4_1 F14_1 1.386(3) . ?
C5_1 C6_1 1.398(3) . ?
C5_1 N11_1 1.357(3) . ?
C5_1 C42_1 1.494(3) . ?
C6_1 H6_1 0.9500 . ?
C6_1 C7_1 1.380(3) . ?
C7_1 H7_1 0.9500 . ?
C7_1 C12_1 1.413(3) . ?
C8_1 C9_1 1.396(3) . ?
C8_1 C12_1 1.400(3) . ?
C8_1 C15_1 1.484(3) . ?
C9_1 N10_1 1.401(2) . ?
N11_1 C12_1 1.396(2) . ?
C15_1 C20_1 1.396(3) . ?
C15_1 C16_1 1.401(3) . ?
C20_1 H20_1 0.9500 . ?
C20_1 C19_1 1.390(3) . ?
C19_1 H19_1 0.9500 . ?
C19_1 C18_1 1.392(3) . ?
C18_1 C17_1 1.395(3) . ?
C18_1 C21_1 1.494(3) . ?
C17_1 H17_1 0.9500 . ?
C17_1 C16_1 1.386(3) . ?
C16_1 H16_1 0.9500 . ?
C21_1 C34_1 1.411(3) . ?
C21_1 C22_1 1.405(3) . ?
C34_1 C33_1 1.432(3) . ?
C34_1 C29_1 1.441(3) . ?
C33_1 H33_1 0.9500 . ?
C33_1 C32_1 1.351(3) . ?
C32_1 H32_1 0.9500 . ?
C32_1 C31_1 1.421(3) . ?
C31_1 H31_1 0.9500 . ?
C31_1 C30_1 1.358(3) . ?
C30_1 H30_1 0.9500 . ?
C30_1 C29_1 1.432(3) . ?
C29_1 C28_1 1.410(3) . ?
C28_1 C27_1 1.411(3) . ?
C28_1 C35_1 1.493(3) . ?
C27_1 C26_1 1.428(3) . ?
C27_1 C22_1 1.442(3) . ?
C26_1 H26_1 0.9500 . ?
C26_1 C25_1 1.360(3) . ?
C25_1 H25_1 0.9500 . ?
C25_1 C24_1 1.419(3) . ?
C24_1 H24_1 0.9500 . ?
C24_1 C23_1 1.357(3) . ?
C23_1 H23_1 0.9500 . ?
C23_1 C22_1 1.428(3) . ?
C35_1 C36_1 1.390(3) . ?
C35_1 C40_1 1.393(3) . ?
C36_1 H36_1 0.9500 . ?
C36_1 C37_1 1.391(3) . ?
C37_1 H37_1 0.9500 . ?
C37_1 C38_1 1.370(3) . ?
C38_1 H38_1 0.9500 . ?
C38_1 C39_1 1.384(3) . ?
C39_1 H39_1 0.9500 . ?
C39_1 C40_1 1.385(3) . ?
C40_1 H40_1 0.9500 . ?
C41_1 H41A_1 0.9800 . ?
C41_1 H41B_1 0.9800 . ?
C41_1 H41C_1 0.9800 . ?
C42_1 H42A_1 0.9800 . ?
C42_1 H42B_1 0.9800 . ?
C42_1 H42C_1 0.9800 . ?
C1_2 H1_2 0.9500 . ?
C1_2 C2_2 1.371(3) . ?
C1_2 C9_2 1.418(3) . ?
C2_2 H2_2 0.9500 . ?
C2_2 C3_2 1.404(3) . ?
C3_2 N10_2 1.349(2) . ?
C3_2 C41_2 1.487(3) . ?
B4_2 N10_2 1.554(3) . ?
B4_2 N11_2 1.542(3) . ?
B4_2 F13_2 1.393(2) . ?
B4_2 F14_2 1.390(2) . ?
C5_2 C6_2 1.396(3) . ?
C5_2 N11_2 1.354(2) . ?
C5_2 C42_2 1.490(3) . ?
C6_2 H6_2 0.9500 . ?
C6_2 C7_2 1.384(3) . ?
C7_2 H7_2 0.9500 . ?
C7_2 C12_2 1.407(3) . ?
C8_2 C9_2 1.393(3) . ?
C8_2 C12_2 1.406(3) . ?
C8_2 C15_2 1.486(2) . ?
C9_2 N10_2 1.403(2) . ?
N11_2 C12_2 1.403(2) . ?
C15_2 C20_2 1.395(3) . ?
C15_2 C16_2 1.399(3) . ?
C20_2 H20_2 0.9500 . ?
C20_2 C19_2 1.385(3) . ?
C19_2 H19_2 0.9500 . ?
C19_2 C18_2 1.395(3) . ?
C18_2 C17_2 1.394(3) . ?
C18_2 C21_2 1.497(2) . ?
C17_2 H17_2 0.9500 . ?
C17_2 C16_2 1.388(3) . ?
C16_2 H16_2 0.9500 . ?
C21_2 C34_2 1.410(3) . ?
C21_2 C22_2 1.408(3) . ?
C34_2 C33_2 1.432(3) . ?
C34_2 C29_2 1.442(2) . ?
C33_2 H33_2 0.9500 . ?
C33_2 C32_2 1.360(3) . ?
C32_2 H32_2 0.9500 . ?
C32_2 C31_2 1.419(3) . ?
C31_2 H31_2 0.9500 . ?
C31_2 C30_2 1.361(3) . ?
C30_2 H30_2 0.9500 . ?
C30_2 C29_2 1.429(3) . ?
C29_2 C28_2 1.415(3) . ?
C28_2 C27_2 1.414(3) . ?
C28_2 C35_2 1.495(2) . ?
C27_2 C26_2 1.434(3) . ?
C27_2 C22_2 1.441(3) . ?
C26_2 H26_2 0.9500 . ?
C26_2 C25_2 1.364(3) . ?
C25_2 H25_2 0.9500 . ?
C25_2 C24_2 1.418(3) . ?
C24_2 H24_2 0.9500 . ?
C24_2 C23_2 1.358(3) . ?
C23_2 H23_2 0.9500 . ?
C23_2 C22_2 1.432(3) . ?
C35_2 C36_2 1.391(3) . ?
C35_2 C40_2 1.401(3) . ?
C36_2 H36_2 0.9500 . ?
C36_2 C37_2 1.394(3) . ?
C37_2 H37_2 0.9500 . ?
C37_2 C38_2 1.385(3) . ?
C38_2 H38_2 0.9500 . ?
C38_2 C39_2 1.386(3) . ?
C39_2 H39_2 0.9500 . ?
C39_2 C40_2 1.387(3) . ?
C40_2 H40_2 0.9500 . ?
C41_2 H41A_2 0.9800 . ?
C41_2 H41B_2 0.9800 . ?
C41_2 H41C_2 0.9800 . ?
C42_2 H42A_2 0.9800 . ?
C42_2 H42B_2 0.9800 . ?
C42_2 H42C_2 0.9800 . ?

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
C2_1 C1_1 H1_1 126.5 . . ?
C2_1 C1_1 C9_1 107.01(18) . . ?
C9_1 C1_1 H1_1 126.5 . . ?
C1_1 C2_1 H2_1 126.1 . . ?
C1_1 C2_1 C3_1 107.87(19) . . ?
C3_1 C2_1 H2_1 126.1 . . ?
C2_1 C3_1 C41_1 128.58(19) . . ?
N10_1 C3_1 C2_1 109.34(17) . . ?
N10_1 C3_1 C41_1 122.06(19) . . ?
N10_1 B4_1 N11_1 106.73(16) . . ?
F13_1 B4_1 N10_1 110.46(19) . . ?
F13_1 B4_1 N11_1 109.41(18) . . ?
F14_1 B4_1 N10_1 109.90(18) . . ?
F14_1 B4_1 N11_1 110.52(18) . . ?
F14_1 B4_1 F13_1 109.77(18) . . ?
C6_1 C5_1 C42_1 128.6(2) . . ?
N11_1 C5_1 C6_1 109.35(18) . . ?
N11_1 C5_1 C42_1 122.04(19) . . ?
C5_1 C6_1 H6_1 126.2 . . ?
C7_1 C6_1 C5_1 107.65(19) . . ?
C7_1 C6_1 H6_1 126.2 . . ?
C6_1 C7_1 H7_1 126.3 . . ?
C6_1 C7_1 C12_1 107.39(18) . . ?
C12_1 C7_1 H7_1 126.3 . . ?
C9_1 C8_1 C12_1 120.22(17) . . ?
C9_1 C8_1 C15_1 119.40(18) . . ?
C12_1 C8_1 C15_1 120.35(17) . . ?
C8_1 C9_1 C1_1 131.25(18) . . ?
C8_1 C9_1 N10_1 120.72(18) . . ?
N10_1 C9_1 C1_1 108.03(17) . . ?
C3_1 N10_1 B4_1 126.78(16) . . ?
C3_1 N10_1 C9_1 107.67(16) . . ?
C9_1 N10_1 B4_1 125.34(16) . . ?
C5_1 N11_1 B4_1 126.26(17) . . ?
C5_1 N11_1 C12_1 107.98(16) . . ?
C12_1 N11_1 B4_1 125.13(17) . . ?
C8_1 C12_1 C7_1 131.59(18) . . ?
N11_1 C12_1 C7_1 107.59(17) . . ?
N11_1 C12_1 C8_1 120.82(17) . . ?
C20_1 C15_1 C8_1 120.48(17) . . ?
C20_1 C15_1 C16_1 118.31(17) . . ?
C16_1 C15_1 C8_1 121.20(17) . . ?
C15_1 C20_1 H20_1 119.6 . . ?
C19_1 C20_1 C15_1 120.89(18) . . ?
C19_1 C20_1 H20_1 119.6 . . ?
C20_1 C19_1 H19_1 119.5 . . ?
C20_1 C19_1 C18_1 120.90(18) . . ?
C18_1 C19_1 H19_1 119.5 . . ?
C19_1 C18_1 C17_1 118.09(17) . . ?
C19_1 C18_1 C21_1 123.29(17) . . ?
C17_1 C18_1 C21_1 118.60(17) . . ?
C18_1 C17_1 H17_1 119.3 . . ?
C16_1 C17_1 C18_1 121.44(18) . . ?
C16_1 C17_1 H17_1 119.3 . . ?
C15_1 C16_1 H16_1 119.8 . . ?
C17_1 C16_1 C15_1 120.35(18) . . ?
C17_1 C16_1 H16_1 119.8 . . ?
C34_1 C21_1 C18_1 118.67(16) . . ?
C22_1 C21_1 C18_1 121.17(17) . . ?
C22_1 C21_1 C34_1 120.09(17) . . ?
C21_1 C34_1 C33_1 121.68(17) . . ?
C21_1 C34_1 C29_1 120.01(17) . . ?
C33_1 C34_1 C29_1 118.32(18) . . ?
C34_1 C33_1 H33_1 119.4 . . ?
C32_1 C33_1 C34_1 121.27(19) . . ?
C32_1 C33_1 H33_1 119.4 . . ?
C33_1 C32_1 H32_1 119.7 . . ?
C33_1 C32_1 C31_1 120.62(19) . . ?
C31_1 C32_1 H32_1 119.7 . . ?
C32_1 C31_1 H31_1 119.9 . . ?
C30_1 C31_1 C32_1 120.3(2) . . ?
C30_1 C31_1 H31_1 119.9 . . ?
C31_1 C30_1 H30_1 119.3 . . ?
C31_1 C30_1 C29_1 121.44(19) . . ?
C29_1 C30_1 H30_1 119.3 . . ?
C30_1 C29_1 C34_1 117.96(17) . . ?
C28_1 C29_1 C34_1 119.66(17) . . ?
C28_1 C29_1 C30_1 122.32(17) . . ?
C29_1 C28_1 C27_1 120.19(17) . . ?
C29_1 C28_1 C35_1 119.66(17) . . ?
C27_1 C28_1 C35_1 120.14(16) . . ?
C28_1 C27_1 C26_1 122.04(17) . . ?
C28_1 C27_1 C22_1 119.89(17) . . ?
C26_1 C27_1 C22_1 118.07(18) . . ?
C27_1 C26_1 H26_1 119.1 . . ?
C25_1 C26_1 C27_1 121.75(19) . . ?
C25_1 C26_1 H26_1 119.1 . . ?
C26_1 C25_1 H25_1 120.0 . . ?
C26_1 C25_1 C24_1 120.07(19) . . ?
C24_1 C25_1 H25_1 120.0 . . ?
C25_1 C24_1 H24_1 119.8 . . ?
C23_1 C24_1 C25_1 120.35(19) . . ?
C23_1 C24_1 H24_1 119.8 . . ?
C24_1 C23_1 H23_1 119.2 . . ?
C24_1 C23_1 C22_1 121.67(18) . . ?
C22_1 C23_1 H23_1 119.2 . . ?
C21_1 C22_1 C27_1 119.88(17) . . ?
C21_1 C22_1 C23_1 122.04(17) . . ?
C23_1 C22_1 C27_1 118.07(17) . . ?
C36_1 C35_1 C28_1 121.92(17) . . ?
C36_1 C35_1 C40_1 118.29(18) . . ?
C40_1 C35_1 C28_1 119.78(17) . . ?
C35_1 C36_1 H36_1 119.8 . . ?
C35_1 C36_1 C37_1 120.4(2) . . ?
C37_1 C36_1 H36_1 119.8 . . ?
C36_1 C37_1 H37_1 119.7 . . ?
C38_1 C37_1 C36_1 120.5(2) . . ?
C38_1 C37_1 H37_1 119.7 . . ?
C37_1 C38_1 H38_1 120.0 . . ?
C37_1 C38_1 C39_1 120.01(19) . . ?
C39_1 C38_1 H38_1 120.0 . . ?
C38_1 C39_1 H39_1 120.2 . . ?
C38_1 C39_1 C40_1 119.6(2) . . ?
C40_1 C39_1 H39_1 120.2 . . ?
C35_1 C40_1 H40_1 119.4 . . ?
C39_1 C40_1 C35_1 121.2(2) . . ?
C39_1 C40_1 H40_1 119.4 . . ?
C3_1 C41_1 H41A_1 109.5 . . ?
C3_1 C41_1 H41B_1 109.5 . . ?
C3_1 C41_1 H41C_1 109.5 . . ?
H41A_1 C41_1 H41B_1 109.5 . . ?
H41A_1 C41_1 H41C_1 109.5 . . ?
H41B_1 C41_1 H41C_1 109.5 . . ?
C5_1 C42_1 H42A_1 109.5 . . ?
C5_1 C42_1 H42B_1 109.5 . . ?
C5_1 C42_1 H42C_1 109.5 . . ?
H42A_1 C42_1 H42B_1 109.5 . . ?
H42A_1 C42_1 H42C_1 109.5 . . ?
H42B_1 C42_1 H42C_1 109.5 . . ?
C2_2 C1_2 H1_2 126.3 . . ?
C2_2 C1_2 C9_2 107.49(17) . . ?
C9_2 C1_2 H1_2 126.3 . . ?
C1_2 C2_2 H2_2 126.1 . . ?
C1_2 C2_2 C3_2 107.82(17) . . ?
C3_2 C2_2 H2_2 126.1 . . ?
C2_2 C3_2 C41_2 128.45(18) . . ?
N10_2 C3_2 C2_2 109.38(16) . . ?
N10_2 C3_2 C41_2 122.16(18) . . ?
N11_2 B4_2 N10_2 106.25(15) . . ?
F13_2 B4_2 N10_2 109.92(17) . . ?
F13_2 B4_2 N11_2 110.49(16) . . ?
F14_2 B4_2 N10_2 110.59(16) . . ?
F14_2 B4_2 N11_2 110.35(17) . . ?
F14_2 B4_2 F13_2 109.21(16) . . ?
C6_2 C5_2 C42_2 127.94(19) . . ?
N11_2 C5_2 C6_2 109.28(17) . . ?
N11_2 C5_2 C42_2 122.76(18) . . ?
C5_2 C6_2 H6_2 126.1 . . ?
C7_2 C6_2 C5_2 107.84(18) . . ?
C7_2 C6_2 H6_2 126.1 . . ?
C6_2 C7_2 H7_2 126.3 . . ?
C6_2 C7_2 C12_2 107.31(17) . . ?
C12_2 C7_2 H7_2 126.3 . . ?
C9_2 C8_2 C12_2 120.09(17) . . ?
C9_2 C8_2 C15_2 120.59(16) . . ?
C12_2 C8_2 C15_2 119.31(17) . . ?
C8_2 C9_2 C1_2 131.94(17) . . ?
C8_2 C9_2 N10_2 120.81(17) . . ?
N10_2 C9_2 C1_2 107.25(16) . . ?
C3_2 N10_2 B4_2 126.10(16) . . ?
C3_2 N10_2 C9_2 108.04(16) . . ?
C9_2 N10_2 B4_2 125.06(16) . . ?
C5_2 N11_2 B4_2 126.98(16) . . ?
C5_2 N11_2 C12_2 107.99(16) . . ?
C12_2 N11_2 B4_2 125.02(16) . . ?
C8_2 C12_2 C7_2 131.14(18) . . ?
N11_2 C12_2 C7_2 107.59(16) . . ?
N11_2 C12_2 C8_2 121.15(17) . . ?
C20_2 C15_2 C8_2 120.74(17) . . ?
C20_2 C15_2 C16_2 118.39(17) . . ?
C16_2 C15_2 C8_2 120.86(16) . . ?
C15_2 C20_2 H20_2 119.6 . . ?
C19_2 C20_2 C15_2 120.78(18) . . ?
C19_2 C20_2 H20_2 119.6 . . ?
C20_2 C19_2 H19_2 119.4 . . ?
C20_2 C19_2 C18_2 121.18(17) . . ?
C18_2 C19_2 H19_2 119.4 . . ?
C19_2 C18_2 C21_2 121.76(16) . . ?
C17_2 C18_2 C19_2 117.80(17) . . ?
C17_2 C18_2 C21_2 120.43(16) . . ?
C18_2 C17_2 H17_2 119.3 . . ?
C16_2 C17_2 C18_2 121.46(18) . . ?
C16_2 C17_2 H17_2 119.3 . . ?
C15_2 C16_2 H16_2 119.8 . . ?
C17_2 C16_2 C15_2 120.32(17) . . ?
C17_2 C16_2 H16_2 119.8 . . ?
C34_2 C21_2 C18_2 120.13(17) . . ?
C22_2 C21_2 C18_2 119.59(16) . . ?
C22_2 C21_2 C34_2 120.27(17) . . ?
C21_2 C34_2 C33_2 121.83(17) . . ?
C21_2 C34_2 C29_2 119.82(17) . . ?
C33_2 C34_2 C29_2 118.35(17) . . ?
C34_2 C33_2 H33_2 119.4 . . ?
C32_2 C33_2 C34_2 121.30(17) . . ?
C32_2 C33_2 H33_2 119.4 . . ?
C33_2 C32_2 H32_2 119.8 . . ?
C33_2 C32_2 C31_2 120.46(18) . . ?
C31_2 C32_2 H32_2 119.8 . . ?
C32_2 C31_2 H31_2 119.9 . . ?
C30_2 C31_2 C32_2 120.22(18) . . ?
C30_2 C31_2 H31_2 119.9 . . ?
C31_2 C30_2 H30_2 119.2 . . ?
C31_2 C30_2 C29_2 121.66(17) . . ?
C29_2 C30_2 H30_2 119.2 . . ?
C30_2 C29_2 C34_2 117.99(17) . . ?
C28_2 C29_2 C34_2 119.97(16) . . ?
C28_2 C29_2 C30_2 122.02(16) . . ?
C29_2 C28_2 C35_2 119.46(16) . . ?
C27_2 C28_2 C29_2 119.96(16) . . ?
C27_2 C28_2 C35_2 120.57(16) . . ?
C28_2 C27_2 C26_2 122.11(17) . . ?
C28_2 C27_2 C22_2 119.80(17) . . ?
C26_2 C27_2 C22_2 118.09(17) . . ?
C27_2 C26_2 H26_2 119.3 . . ?
C25_2 C26_2 C27_2 121.45(18) . . ?
C25_2 C26_2 H26_2 119.3 . . ?
C26_2 C25_2 H25_2 119.8 . . ?
C26_2 C25_2 C24_2 120.3(2) . . ?
C24_2 C25_2 H25_2 119.8 . . ?
C25_2 C24_2 H24_2 119.9 . . ?
C23_2 C24_2 C25_2 120.27(19) . . ?
C23_2 C24_2 H24_2 119.9 . . ?
C24_2 C23_2 H23_2 119.1 . . ?
C24_2 C23_2 C22_2 121.76(19) . . ?
C22_2 C23_2 H23_2 119.1 . . ?
C21_2 C22_2 C27_2 120.10(17) . . ?
C21_2 C22_2 C23_2 121.80(17) . . ?
C23_2 C22_2 C27_2 118.10(17) . . ?
C36_2 C35_2 C28_2 121.82(16) . . ?
C36_2 C35_2 C40_2 118.35(17) . . ?
C40_2 C35_2 C28_2 119.81(16) . . ?
C35_2 C36_2 H36_2 119.6 . . ?
C35_2 C36_2 C37_2 120.80(18) . . ?
C37_2 C36_2 H36_2 119.6 . . ?
C36_2 C37_2 H37_2 120.1 . . ?
C38_2 C37_2 C36_2 119.90(18) . . ?
C38_2 C37_2 H37_2 120.1 . . ?
C37_2 C38_2 H38_2 119.9 . . ?
C37_2 C38_2 C39_2 120.17(18) . . ?
C39_2 C38_2 H38_2 119.9 . . ?
C38_2 C39_2 H39_2 120.1 . . ?
C38_2 C39_2 C40_2 119.76(18) . . ?
C40_2 C39_2 H39_2 120.1 . . ?
C35_2 C40_2 H40_2 119.5 . . ?
C39_2 C40_2 C35_2 121.01(18) . . ?
C39_2 C40_2 H40_2 119.5 . . ?
C3_2 C41_2 H41A_2 109.5 . . ?
C3_2 C41_2 H41B_2 109.5 . . ?
C3_2 C41_2 H41C_2 109.5 . . ?
H41A_2 C41_2 H41B_2 109.5 . . ?
H41A_2 C41_2 H41C_2 109.5 . . ?
H41B_2 C41_2 H41C_2 109.5 . . ?
C5_2 C42_2 H42A_2 109.5 . . ?
C5_2 C42_2 H42B_2 109.5 . . ?
C5_2 C42_2 H42C_2 109.5 . . ?
H42A_2 C42_2 H42B_2 109.5 . . ?
H42A_2 C42_2 H42C_2 109.5 . . ?
H42B_2 C42_2 H42C_2 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C42_1 H42B_1 F14_1 0.98 2.46 3.126(3) 124.6 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1_1 C2_1 C3_1 N10_1 -1.4(2) . . . . ?
C1_1 C2_1 C3_1 C41_1 176.6(2) . . . . ?
C1_1 C9_1 N10_1 C3_1 -2.9(2) . . . . ?
C1_1 C9_1 N10_1 B4_1 172.09(19) . . . . ?
C2_1 C1_1 C9_1 C8_1 -178.1(2) . . . . ?
C2_1 C1_1 C9_1 N10_1 2.0(2) . . . . ?
C2_1 C3_1 N10_1 B4_1 -172.23(19) . . . . ?
C2_1 C3_1 N10_1 C9_1 2.7(2) . . . . ?
B4_1 N11_1 C12_1 C7_1 170.22(18) . . . . ?
B4_1 N11_1 C12_1 C8_1 -10.1(3) . . . . ?
C5_1 C6_1 C7_1 C12_1 -2.0(2) . . . . ?
C5_1 N11_1 C12_1 C7_1 -1.1(2) . . . . ?
C5_1 N11_1 C12_1 C8_1 178.57(18) . . . . ?
C6_1 C5_1 N11_1 B4_1 -171.34(19) . . . . ?
C6_1 C5_1 N11_1 C12_1 -0.1(2) . . . . ?
C6_1 C7_1 C12_1 C8_1 -177.7(2) . . . . ?
C6_1 C7_1 C12_1 N11_1 1.9(2) . . . . ?
C8_1 C9_1 N10_1 C3_1 177.16(18) . . . . ?
C8_1 C9_1 N10_1 B4_1 -7.8(3) . . . . ?
C8_1 C15_1 C20_1 C19_1 179.04(18) . . . . ?
C8_1 C15_1 C16_1 C17_1 179.68(18) . . . . ?
C9_1 C1_1 C2_1 C3_1 -0.4(2) . . . . ?
C9_1 C8_1 C12_1 C7_1 -178.7(2) . . . . ?
C9_1 C8_1 C12_1 N11_1 1.7(3) . . . . ?
C9_1 C8_1 C15_1 C20_1 46.6(3) . . . . ?
C9_1 C8_1 C15_1 C16_1 -134.1(2) . . . . ?
N10_1 B4_1 N11_1 C5_1 178.30(17) . . . . ?
N10_1 B4_1 N11_1 C12_1 8.6(3) . . . . ?
N11_1 B4_1 N10_1 C3_1 174.41(18) . . . . ?
N11_1 B4_1 N10_1 C9_1 0.3(3) . . . . ?
N11_1 C5_1 C6_1 C7_1 1.4(2) . . . . ?
C12_1 C8_1 C9_1 C1_1 -172.9(2) . . . . ?
C12_1 C8_1 C9_1 N10_1 6.9(3) . . . . ?
C12_1 C8_1 C15_1 C20_1 -131.6(2) . . . . ?
C12_1 C8_1 C15_1 C16_1 47.8(3) . . . . ?
F13_1 B4_1 N10_1 C3_1 -66.7(3) . . . . ?
F13_1 B4_1 N10_1 C9_1 119.2(2) . . . . ?
F13_1 B4_1 N11_1 C5_1 58.8(3) . . . . ?
F13_1 B4_1 N11_1 C12_1 -111.0(2) . . . . ?
F14_1 B4_1 N10_1 C3_1 54.5(3) . . . . ?
F14_1 B4_1 N10_1 C9_1 -119.6(2) . . . . ?
F14_1 B4_1 N11_1 C5_1 -62.2(3) . . . . ?
F14_1 B4_1 N11_1 C12_1 128.0(2) . . . . ?
C15_1 C8_1 C9_1 C1_1 8.9(3) . . . . ?
C15_1 C8_1 C9_1 N10_1 -171.25(17) . . . . ?
C15_1 C8_1 C12_1 C7_1 -0.6(3) . . . . ?
C15_1 C8_1 C12_1 N11_1 179.86(17) . . . . ?
C15_1 C20_1 C19_1 C18_1 1.4(3) . . . . ?
C20_1 C15_1 C16_1 C17_1 -1.0(3) . . . . ?
C20_1 C19_1 C18_1 C17_1 -1.1(3) . . . . ?
C20_1 C19_1 C18_1 C21_1 177.41(18) . . . . ?
C19_1 C18_1 C17_1 C16_1 -0.2(3) . . . . ?
C19_1 C18_1 C21_1 C34_1 -105.3(2) . . . . ?
C19_1 C18_1 C21_1 C22_1 77.8(2) . . . . ?
C18_1 C17_1 C16_1 C15_1 1.2(3) . . . . ?
C18_1 C21_1 C34_1 C33_1 8.7(3) . . . . ?
C18_1 C21_1 C34_1 C29_1 -171.35(16) . . . . ?
C18_1 C21_1 C22_1 C27_1 171.23(17) . . . . ?
C18_1 C21_1 C22_1 C23_1 -8.5(3) . . . . ?
C17_1 C18_1 C21_1 C34_1 73.2(2) . . . . ?
C17_1 C18_1 C21_1 C22_1 -103.7(2) . . . . ?
C16_1 C15_1 C20_1 C19_1 -0.3(3) . . . . ?
C21_1 C18_1 C17_1 C16_1 -178.78(18) . . . . ?
C21_1 C34_1 C33_1 C32_1 -176.99(19) . . . . ?
C21_1 C34_1 C29_1 C30_1 175.89(17) . . . . ?
C21_1 C34_1 C29_1 C28_1 -1.5(3) . . . . ?
C34_1 C21_1 C22_1 C27_1 -5.6(3) . . . . ?
C34_1 C21_1 C22_1 C23_1 174.69(18) . . . . ?
C34_1 C33_1 C32_1 C31_1 0.2(3) . . . . ?
C34_1 C29_1 C28_1 C27_1 -2.5(3) . . . . ?
C34_1 C29_1 C28_1 C35_1 179.05(17) . . . . ?
C33_1 C34_1 C29_1 C30_1 -4.2(3) . . . . ?
C33_1 C34_1 C29_1 C28_1 178.46(18) . . . . ?
C33_1 C32_1 C31_1 C30_1 -2.4(3) . . . . ?
C32_1 C31_1 C30_1 C29_1 1.1(3) . . . . ?
C31_1 C30_1 C29_1 C34_1 2.1(3) . . . . ?
C31_1 C30_1 C29_1 C28_1 179.45(19) . . . . ?
C30_1 C29_1 C28_1 C27_1 -179.77(18) . . . . ?
C30_1 C29_1 C28_1 C35_1 1.8(3) . . . . ?
C29_1 C34_1 C33_1 C32_1 3.1(3) . . . . ?
C29_1 C28_1 C27_1 C26_1 -176.99(18) . . . . ?
C29_1 C28_1 C27_1 C22_1 2.5(3) . . . . ?
C29_1 C28_1 C35_1 C36_1 -108.4(2) . . . . ?
C29_1 C28_1 C35_1 C40_1 71.3(2) . . . . ?
C28_1 C27_1 C26_1 C25_1 178.01(19) . . . . ?
C28_1 C27_1 C22_1 C21_1 1.6(3) . . . . ?
C28_1 C27_1 C22_1 C23_1 -178.68(17) . . . . ?
C28_1 C35_1 C36_1 C37_1 179.25(18) . . . . ?
C28_1 C35_1 C40_1 C39_1 -179.52(18) . . . . ?
C27_1 C28_1 C35_1 C36_1 73.1(2) . . . . ?
C27_1 C28_1 C35_1 C40_1 -107.2(2) . . . . ?
C27_1 C26_1 C25_1 C24_1 0.8(3) . . . . ?
C26_1 C27_1 C22_1 C21_1 -178.92(17) . . . . ?
C26_1 C27_1 C22_1 C23_1 0.8(3) . . . . ?
C26_1 C25_1 C24_1 C23_1 0.6(3) . . . . ?
C25_1 C24_1 C23_1 C22_1 -1.3(3) . . . . ?
C24_1 C23_1 C22_1 C21_1 -179.75(19) . . . . ?
C24_1 C23_1 C22_1 C27_1 0.5(3) . . . . ?
C22_1 C21_1 C34_1 C33_1 -174.39(18) . . . . ?
C22_1 C21_1 C34_1 C29_1 5.6(3) . . . . ?
C22_1 C27_1 C26_1 C25_1 -1.5(3) . . . . ?
C35_1 C28_1 C27_1 C26_1 1.4(3) . . . . ?
C35_1 C28_1 C27_1 C22_1 -179.11(17) . . . . ?
C35_1 C36_1 C37_1 C38_1 0.4(3) . . . . ?
C36_1 C35_1 C40_1 C39_1 0.2(3) . . . . ?
C36_1 C37_1 C38_1 C39_1 -0.1(3) . . . . ?
C37_1 C38_1 C39_1 C40_1 -0.2(3) . . . . ?
C38_1 C39_1 C40_1 C35_1 0.1(3) . . . . ?
C40_1 C35_1 C36_1 C37_1 -0.4(3) . . . . ?
C41_1 C3_1 N10_1 B4_1 9.6(3) . . . . ?
C41_1 C3_1 N10_1 C9_1 -175.48(19) . . . . ?
C42_1 C5_1 C6_1 C7_1 -176.0(2) . . . . ?
C42_1 C5_1 N11_1 B4_1 6.2(3) . . . . ?
C42_1 C5_1 N11_1 C12_1 177.39(19) . . . . ?
C1_2 C2_2 C3_2 N10_2 -0.4(2) . . . . ?
C1_2 C2_2 C3_2 C41_2 178.71(19) . . . . ?
C1_2 C9_2 N10_2 C3_2 1.0(2) . . . . ?
C1_2 C9_2 N10_2 B4_2 -169.25(17) . . . . ?
C2_2 C1_2 C9_2 C8_2 179.26(19) . . . . ?
C2_2 C1_2 C9_2 N10_2 -1.2(2) . . . . ?
C2_2 C3_2 N10_2 B4_2 169.74(17) . . . . ?
C2_2 C3_2 N10_2 C9_2 -0.4(2) . . . . ?
B4_2 N11_2 C12_2 C7_2 178.36(17) . . . . ?
B4_2 N11_2 C12_2 C8_2 -5.2(3) . . . . ?
C5_2 C6_2 C7_2 C12_2 0.4(2) . . . . ?
C5_2 N11_2 C12_2 C7_2 -0.1(2) . . . . ?
C5_2 N11_2 C12_2 C8_2 176.28(17) . . . . ?
C6_2 C5_2 N11_2 B4_2 -178.09(17) . . . . ?
C6_2 C5_2 N11_2 C12_2 0.4(2) . . . . ?
C6_2 C7_2 C12_2 C8_2 -176.07(19) . . . . ?
C6_2 C7_2 C12_2 N11_2 -0.2(2) . . . . ?
C8_2 C9_2 N10_2 C3_2 -179.43(16) . . . . ?
C8_2 C9_2 N10_2 B4_2 10.3(3) . . . . ?
C8_2 C15_2 C20_2 C19_2 179.65(18) . . . . ?
C8_2 C15_2 C16_2 C17_2 178.95(18) . . . . ?
C9_2 C1_2 C2_2 C3_2 1.0(2) . . . . ?
C9_2 C8_2 C12_2 C7_2 173.67(19) . . . . ?
C9_2 C8_2 C12_2 N11_2 -1.8(3) . . . . ?
C9_2 C8_2 C15_2 C20_2 136.06(19) . . . . ?
C9_2 C8_2 C15_2 C16_2 -44.9(3) . . . . ?
N10_2 B4_2 N11_2 C5_2 -169.60(17) . . . . ?
N10_2 B4_2 N11_2 C12_2 12.2(2) . . . . ?
N11_2 B4_2 N10_2 C3_2 176.71(16) . . . . ?
N11_2 B4_2 N10_2 C9_2 -14.8(2) . . . . ?
N11_2 C5_2 C6_2 C7_2 -0.5(2) . . . . ?
C12_2 C8_2 C9_2 C1_2 178.75(19) . . . . ?
C12_2 C8_2 C9_2 N10_2 -0.7(3) . . . . ?
C12_2 C8_2 C15_2 C20_2 -44.9(3) . . . . ?
C12_2 C8_2 C15_2 C16_2 134.16(19) . . . . ?
F13_2 B4_2 N10_2 C3_2 -63.7(2) . . . . ?
F13_2 B4_2 N10_2 C9_2 104.8(2) . . . . ?
F13_2 B4_2 N11_2 C5_2 71.2(2) . . . . ?
F13_2 B4_2 N11_2 C12_2 -106.99(19) . . . . ?
F14_2 B4_2 N10_2 C3_2 56.9(2) . . . . ?
F14_2 B4_2 N10_2 C9_2 -134.53(18) . . . . ?
F14_2 B4_2 N11_2 C5_2 -49.7(2) . . . . ?
F14_2 B4_2 N11_2 C12_2 132.13(18) . . . . ?
C15_2 C8_2 C9_2 C1_2 -2.2(3) . . . . ?
C15_2 C8_2 C9_2 N10_2 178.35(16) . . . . ?
C15_2 C8_2 C12_2 C7_2 -5.4(3) . . . . ?
C15_2 C8_2 C12_2 N11_2 179.17(16) . . . . ?
C15_2 C20_2 C19_2 C18_2 1.9(3) . . . . ?
C20_2 C15_2 C16_2 C17_2 -2.0(3) . . . . ?
C20_2 C19_2 C18_2 C17_2 -2.8(3) . . . . ?
C20_2 C19_2 C18_2 C21_2 176.24(18) . . . . ?
C19_2 C18_2 C17_2 C16_2 1.4(3) . . . . ?
C19_2 C18_2 C21_2 C34_2 88.6(2) . . . . ?
C19_2 C18_2 C21_2 C22_2 -92.4(2) . . . . ?
C18_2 C17_2 C16_2 C15_2 1.0(3) . . . . ?
C18_2 C21_2 C34_2 C33_2 -2.9(3) . . . . ?
C18_2 C21_2 C34_2 C29_2 176.62(16) . . . . ?
C18_2 C21_2 C22_2 C27_2 -176.56(16) . . . . ?
C18_2 C21_2 C22_2 C23_2 2.6(3) . . . . ?
C17_2 C18_2 C21_2 C34_2 -92.4(2) . . . . ?
C17_2 C18_2 C21_2 C22_2 86.6(2) . . . . ?
C16_2 C15_2 C20_2 C19_2 0.6(3) . . . . ?
C21_2 C18_2 C17_2 C16_2 -177.68(18) . . . . ?
C21_2 C34_2 C33_2 C32_2 -179.13(18) . . . . ?
C21_2 C34_2 C29_2 C30_2 178.84(16) . . . . ?
C21_2 C34_2 C29_2 C28_2 0.0(3) . . . . ?
C34_2 C21_2 C22_2 C27_2 2.5(3) . . . . ?
C34_2 C21_2 C22_2 C23_2 -178.40(17) . . . . ?
C34_2 C33_2 C32_2 C31_2 -0.2(3) . . . . ?
C34_2 C29_2 C28_2 C27_2 2.3(2) . . . . ?
C34_2 C29_2 C28_2 C35_2 -176.36(15) . . . . ?
C33_2 C34_2 C29_2 C30_2 -1.6(2) . . . . ?
C33_2 C34_2 C29_2 C28_2 179.58(16) . . . . ?
C33_2 C32_2 C31_2 C30_2 -0.6(3) . . . . ?
C32_2 C31_2 C30_2 C29_2 0.3(3) . . . . ?
C31_2 C30_2 C29_2 C34_2 0.8(3) . . . . ?
C31_2 C30_2 C29_2 C28_2 179.62(17) . . . . ?
C30_2 C29_2 C28_2 C27_2 -176.48(16) . . . . ?
C30_2 C29_2 C28_2 C35_2 4.9(3) . . . . ?
C29_2 C34_2 C33_2 C32_2 1.3(3) . . . . ?
C29_2 C28_2 C27_2 C26_2 178.91(16) . . . . ?
C29_2 C28_2 C27_2 C22_2 -2.2(3) . . . . ?
C29_2 C28_2 C35_2 C36_2 -111.4(2) . . . . ?
C29_2 C28_2 C35_2 C40_2 67.3(2) . . . . ?
C28_2 C27_2 C26_2 C25_2 -179.81(18) . . . . ?
C28_2 C27_2 C22_2 C21_2 -0.2(3) . . . . ?
C28_2 C27_2 C22_2 C23_2 -179.32(16) . . . . ?
C28_2 C35_2 C36_2 C37_2 178.19(17) . . . . ?
C28_2 C35_2 C40_2 C39_2 -179.10(16) . . . . ?
C27_2 C28_2 C35_2 C36_2 70.0(2) . . . . ?
C27_2 C28_2 C35_2 C40_2 -111.3(2) . . . . ?
C27_2 C26_2 C25_2 C24_2 -1.3(3) . . . . ?
C26_2 C27_2 C22_2 C21_2 178.76(16) . . . . ?
C26_2 C27_2 C22_2 C23_2 -0.4(3) . . . . ?
C26_2 C25_2 C24_2 C23_2 0.3(3) . . . . ?
C25_2 C24_2 C23_2 C22_2 0.6(3) . . . . ?
C24_2 C23_2 C22_2 C21_2 -179.65(18) . . . . ?
C24_2 C23_2 C22_2 C27_2 -0.5(3) . . . . ?
C22_2 C21_2 C34_2 C33_2 178.04(16) . . . . ?
C22_2 C21_2 C34_2 C29_2 -2.4(3) . . . . ?
C22_2 C27_2 C26_2 C25_2 1.3(3) . . . . ?
C35_2 C28_2 C27_2 C26_2 -2.5(3) . . . . ?
C35_2 C28_2 C27_2 C22_2 176.41(16) . . . . ?
C35_2 C36_2 C37_2 C38_2 1.4(3) . . . . ?
C36_2 C35_2 C40_2 C39_2 -0.3(3) . . . . ?
C36_2 C37_2 C38_2 C39_2 -1.4(3) . . . . ?
C37_2 C38_2 C39_2 C40_2 0.5(3) . . . . ?
C38_2 C39_2 C40_2 C35_2 0.4(3) . . . . ?
C40_2 C35_2 C36_2 C37_2 -0.6(3) . . . . ?
C41_2 C3_2 N10_2 B4_2 -9.4(3) . . . . ?
C41_2 C3_2 N10_2 C9_2 -179.57(18) . . . . ?
C42_2 C5_2 C6_2 C7_2 177.94(19) . . . . ?
C42_2 C5_2 N11_2 B4_2 3.4(3) . . . . ?
C42_2 C5_2 N11_2 C12_2 -178.14(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT911_kjf163              
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600         60 Report
RESPONSE: Missing reflections are a result of only 99 % completion of 
collection.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf144_sq
_database_code_depnum_ccdc_archive 'CCDC 1585152'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
8-(10-methylanthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C24 H17 B F2 N2'
_chemical_formula_sum            'C24 H17 B F2 N2'
_chemical_formula_weight         382.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2177(13)
_cell_length_b                   13.2738(11)
_cell_length_c                   19.7784(17)
_cell_angle_alpha                90
_cell_angle_beta                 95.067(2)
_cell_angle_gamma                90
_cell_volume                     3718.1(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.95
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0522 before and 0.0496 after correction. The Ratio of minimum to maximum transmission is 0.9277. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1584
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of DCM and methanol by slow evaporation'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            61492
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_min         1.695
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6278
_reflns_number_total             8548
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         8548
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²+1.4841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1032
_refine_special_details          
'Due to a large solvent accessible void but no significant density to model, the structure was squeezed using platon squeeze.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C1(H1), C7(H7), C6(H6), C5(H5), C17(H17), C18(H18), C19(H19),
 C20(H20), C24(H24), C25(H25), C26(H26), C27(H27), C3(H3), C2(H2), C1(H1),
 C7(H7), C6(H6), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20), C24(H24),
 C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N10_1 N 0.66520(9) 0.89761(9) 0.10415(6) 0.0182(3) Uani 1 1 d . . . . .
C3_1 C 0.64724(11) 0.99622(12) 0.09334(8) 0.0214(3) Uani 1 1 d . . . . .
H3_1 H 0.6529 1.0469 0.1273 0.026 Uiso 1 1 calc R . . . .
C2_1 C 0.61910(11) 1.01295(12) 0.02479(8) 0.0223(3) Uani 1 1 d . . . . .
H2_1 H 0.6019 1.0758 0.0043 0.027 Uiso 1 1 calc R . . . .
C1_1 C 0.62098(10) 0.92070(12) -0.00781(8) 0.0205(3) Uani 1 1 d . . . . .
H1_1 H 0.6062 0.9087 -0.0549 0.025 Uiso 1 1 calc R . . . .
C9_1 C 0.64883(10) 0.84791(11) 0.04181(7) 0.0172(3) Uani 1 1 d . . . . .
C8_1 C 0.65330(10) 0.74231(11) 0.03791(7) 0.0159(3) Uani 1 1 d . . . . .
C12_1 C 0.67056(10) 0.68563(11) 0.09708(7) 0.0171(3) Uani 1 1 d . . . . .
C7_1 C 0.66861(11) 0.58020(12) 0.10867(8) 0.0209(3) Uani 1 1 d . . . . .
H7_1 H 0.6569 0.5294 0.0752 0.025 Uiso 1 1 calc R . . . .
C6_1 C 0.68698(11) 0.56517(12) 0.17772(8) 0.0244(3) Uani 1 1 d . . . . .
H6_1 H 0.6903 0.5022 0.2006 0.029 Uiso 1 1 calc R . . . .
C5_1 C 0.69972(11) 0.66062(12) 0.20751(8) 0.0232(3) Uani 1 1 d . . . . .
H5_1 H 0.7133 0.6724 0.2547 0.028 Uiso 1 1 calc R . . . .
N11_1 N 0.69004(9) 0.73283(10) 0.16012(6) 0.0186(3) Uani 1 1 d . . . . .
B4_1 B 0.70745(12) 0.84745(13) 0.17082(8) 0.0195(4) Uani 1 1 d . . . . .
F13_1 F 0.80373(6) 0.86698(7) 0.18134(5) 0.0270(2) Uani 1 1 d . . . . .
F14_1 F 0.66295(7) 0.88234(7) 0.22600(4) 0.0288(2) Uani 1 1 d . . . . .
C15_1 C 0.63898(10) 0.69218(11) -0.03010(7) 0.0169(3) Uani 1 1 d . . . . .
C16_1 C 0.54846(10) 0.68764(11) -0.06491(7) 0.0174(3) Uani 1 1 d . . . . .
C17_1 C 0.46615(11) 0.72004(12) -0.03408(8) 0.0213(3) Uani 1 1 d . . . . .
H17_1 H 0.4721 0.7411 0.0120 0.026 Uiso 1 1 calc R . . . .
C18_1 C 0.37939(11) 0.72127(12) -0.06951(8) 0.0239(3) Uani 1 1 d . . . . .
H18_1 H 0.3256 0.7421 -0.0479 0.029 Uiso 1 1 calc R . . . .
C19_1 C 0.36958(11) 0.69151(12) -0.13864(8) 0.0241(3) Uani 1 1 d . . . . .
H19_1 H 0.3098 0.6968 -0.1640 0.029 Uiso 1 1 calc R . . . .
C20_1 C 0.44489(11) 0.65542(12) -0.16902(8) 0.0224(3) Uani 1 1 d . . . . .
H20_1 H 0.4363 0.6343 -0.2150 0.027 Uiso 1 1 calc R . . . .
C21_1 C 0.53706(11) 0.64855(11) -0.13320(7) 0.0184(3) Uani 1 1 d . . . . .
C22_1 C 0.61494(11) 0.60606(11) -0.16285(7) 0.0195(3) Uani 1 1 d . . . . .
C23_1 C 0.70511(10) 0.60867(11) -0.12672(7) 0.0176(3) Uani 1 1 d . . . . .
C24_1 C 0.78760(11) 0.56974(11) -0.15487(8) 0.0213(3) Uani 1 1 d . . . . .
H24_1 H 0.7806 0.5371 -0.1978 0.026 Uiso 1 1 calc R . . . .
C25_1 C 0.87531(11) 0.57817(12) -0.12196(8) 0.0228(3) Uani 1 1 d . . . . .
H25_1 H 0.9283 0.5518 -0.1421 0.027 Uiso 1 1 calc R . . . .
C26_1 C 0.88808(11) 0.62628(12) -0.05759(8) 0.0214(3) Uani 1 1 d . . . . .
H26_1 H 0.9497 0.6331 -0.0352 0.026 Uiso 1 1 calc R . . . .
C27_1 C 0.81197(10) 0.66259(11) -0.02799(7) 0.0179(3) Uani 1 1 d . . . . .
H27_1 H 0.8214 0.6940 0.0152 0.021 Uiso 1 1 calc R . . . .
C28_1 C 0.71799(10) 0.65465(11) -0.06036(7) 0.0167(3) Uani 1 1 d . . . . .
C29_1 C 0.60250(12) 0.55831(13) -0.23240(8) 0.0271(4) Uani 1 1 d . . . . .
H29A_1 H 0.6348 0.5992 -0.2645 0.041 Uiso 1 1 calc GR . . . .
H29B_1 H 0.5351 0.5544 -0.2475 0.041 Uiso 1 1 calc GR . . . .
H29C_1 H 0.6296 0.4904 -0.2303 0.041 Uiso 1 1 calc GR . . . .
N10_2 N 0.61683(9) 0.57300(9) 0.45852(6) 0.0175(3) Uani 1 1 d . . . . .
C3_2 C 0.61037(10) 0.47208(12) 0.45717(8) 0.0210(3) Uani 1 1 d . . . . .
H3_2 H 0.6036 0.4324 0.4171 0.025 Uiso 1 1 calc R . . . .
C2_2 C 0.61508(11) 0.43361(12) 0.52372(8) 0.0219(3) Uani 1 1 d . . . . .
H2_2 H 0.6117 0.3647 0.5363 0.026 Uiso 1 1 calc R . . . .
C1_2 C 0.62559(10) 0.51492(12) 0.56718(8) 0.0200(3) Uani 1 1 d . . . . .
H1_2 H 0.6307 0.5124 0.6154 0.024 Uiso 1 1 calc R . . . .
C9_2 C 0.62744(10) 0.60290(11) 0.52679(7) 0.0167(3) Uani 1 1 d . . . . .
C8_2 C 0.64096(10) 0.70359(11) 0.54444(7) 0.0160(3) Uani 1 1 d . . . . .
C12_2 C 0.63874(10) 0.77808(11) 0.49377(7) 0.0177(3) Uani 1 1 d . . . . .
C7_2 C 0.65252(11) 0.88310(12) 0.49864(8) 0.0214(3) Uani 1 1 d . . . . .
H7_2 H 0.6662 0.9207 0.5392 0.026 Uiso 1 1 calc R . . . .
C6_2 C 0.64230(11) 0.92107(13) 0.43326(8) 0.0241(3) Uani 1 1 d . . . . .
H6_2 H 0.6472 0.9897 0.4205 0.029 Uiso 1 1 calc R . . . .
C5_2 C 0.62335(11) 0.83927(12) 0.38943(8) 0.0218(3) Uani 1 1 d . . . . .
H5_2 H 0.6137 0.8439 0.3414 0.026 Uiso 1 1 calc R . . . .
N11_2 N 0.62074(9) 0.75305(10) 0.42531(6) 0.0178(3) Uani 1 1 d . . . . .
B4_2 B 0.61021(12) 0.64487(14) 0.39639(8) 0.0201(4) Uani 1 1 d . . . . .
F13_2 F 0.68397(7) 0.62508(7) 0.35638(5) 0.0325(2) Uani 1 1 d . . . . .
F14_2 F 0.52475(7) 0.63341(7) 0.35800(5) 0.0325(2) Uani 1 1 d . . . . .
C15_2 C 0.66242(10) 0.73635(11) 0.61668(7) 0.0168(3) Uani 1 1 d . . . . .
C16_2 C 0.75466(10) 0.72484(12) 0.64780(7) 0.0194(3) Uani 1 1 d . . . . .
C17_2 C 0.82638(11) 0.67370(13) 0.61421(8) 0.0261(4) Uani 1 1 d . . . . .
H17_2 H 0.8108 0.6454 0.5705 0.031 Uiso 1 1 calc R . . . .
C18_2 C 0.91629(12) 0.66479(15) 0.64358(9) 0.0325(4) Uani 1 1 d . . . . .
H18_2 H 0.9623 0.6297 0.6207 0.039 Uiso 1 1 calc R . . . .
C19_2 C 0.94126(12) 0.70797(15) 0.70838(9) 0.0339(4) Uani 1 1 d . . . . .
H19_2 H 1.0044 0.7028 0.7282 0.041 Uiso 1 1 calc R . . . .
C20_2 C 0.87577(12) 0.75661(14) 0.74228(8) 0.0285(4) Uani 1 1 d . . . . .
H20_2 H 0.8941 0.7845 0.7857 0.034 Uiso 1 1 calc R . . . .
C21_2 C 0.77918(11) 0.76701(12) 0.71424(7) 0.0205(3) Uani 1 1 d . . . . .
C22_2 C 0.71027(11) 0.81754(12) 0.74871(7) 0.0211(3) Uani 1 1 d . . . . .
C23_2 C 0.61756(11) 0.82701(11) 0.71731(7) 0.0189(3) Uani 1 1 d . . . . .
C24_2 C 0.54507(12) 0.87926(12) 0.74950(8) 0.0244(3) Uani 1 1 d . . . . .
H24_2 H 0.5601 0.9088 0.7928 0.029 Uiso 1 1 calc R . . . .
C25_2 C 0.45541(12) 0.88749(12) 0.71950(8) 0.0256(4) Uani 1 1 d . . . . .
H25_2 H 0.4092 0.9235 0.7416 0.031 Uiso 1 1 calc R . . . .
C26_2 C 0.43077(11) 0.84244(12) 0.65535(8) 0.0235(3) Uani 1 1 d . . . . .
H26_2 H 0.3675 0.8462 0.6355 0.028 Uiso 1 1 calc R . . . .
C27_2 C 0.49734(10) 0.79387(11) 0.62202(7) 0.0191(3) Uani 1 1 d . . . . .
H27_2 H 0.4800 0.7651 0.5787 0.023 Uiso 1 1 calc R . . . .
C28_2 C 0.59307(10) 0.78534(11) 0.65100(7) 0.0176(3) Uani 1 1 d . . . . .
C29_2 C 0.73281(13) 0.86161(13) 0.81868(8) 0.0290(4) Uani 1 1 d . . . . .
H29A_2 H 0.7207 0.9343 0.8173 0.043 Uiso 1 1 calc GR . . . .
H29B_2 H 0.7994 0.8494 0.8336 0.043 Uiso 1 1 calc GR . . . .
H29C_2 H 0.6929 0.8297 0.8505 0.043 Uiso 1 1 calc GR . . . .


_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
N10_1 C3_1 1.3470(19) . ?
N10_1 C9_1 1.3996(18) . ?
N10_1 B4_1 1.550(2) . ?
C3_1 H3_1 0.9500 . ?
C3_1 C2_1 1.397(2) . ?
C2_1 H2_1 0.9500 . ?
C2_1 C1_1 1.385(2) . ?
C1_1 H1_1 0.9500 . ?
C1_1 C9_1 1.409(2) . ?
C9_1 C8_1 1.406(2) . ?
C8_1 C12_1 1.395(2) . ?
C8_1 C15_1 1.4984(19) . ?
C12_1 C7_1 1.419(2) . ?
C12_1 N11_1 1.4011(18) . ?
C7_1 H7_1 0.9500 . ?
C7_1 C6_1 1.382(2) . ?
C6_1 H6_1 0.9500 . ?
C6_1 C5_1 1.402(2) . ?
C5_1 H5_1 0.9500 . ?
C5_1 N11_1 1.339(2) . ?
N11_1 B4_1 1.553(2) . ?
B4_1 F13_1 1.3907(19) . ?
B4_1 F14_1 1.3885(19) . ?
C15_1 C16_1 1.406(2) . ?
C15_1 C28_1 1.410(2) . ?
C16_1 C17_1 1.433(2) . ?
C16_1 C21_1 1.443(2) . ?
C17_1 H17_1 0.9500 . ?
C17_1 C18_1 1.364(2) . ?
C18_1 H18_1 0.9500 . ?
C18_1 C19_1 1.418(2) . ?
C19_1 H19_1 0.9500 . ?
C19_1 C20_1 1.360(2) . ?
C20_1 H20_1 0.9500 . ?
C20_1 C21_1 1.436(2) . ?
C21_1 C22_1 1.415(2) . ?
C22_1 C23_1 1.412(2) . ?
C22_1 C29_1 1.511(2) . ?
C23_1 C24_1 1.438(2) . ?
C23_1 C28_1 1.444(2) . ?
C24_1 H24_1 0.9500 . ?
C24_1 C25_1 1.359(2) . ?
C25_1 H25_1 0.9500 . ?
C25_1 C26_1 1.422(2) . ?
C26_1 H26_1 0.9500 . ?
C26_1 C27_1 1.363(2) . ?
C27_1 H27_1 0.9500 . ?
C27_1 C28_1 1.434(2) . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
N10_2 C3_2 1.343(2) . ?
N10_2 C9_2 1.4025(18) . ?
N10_2 B4_2 1.552(2) . ?
C3_2 H3_2 0.9500 . ?
C3_2 C2_2 1.408(2) . ?
C2_2 H2_2 0.9500 . ?
C2_2 C1_2 1.380(2) . ?
C1_2 H1_2 0.9500 . ?
C1_2 C9_2 1.417(2) . ?
C9_2 C8_2 1.390(2) . ?
C8_2 C12_2 1.406(2) . ?
C8_2 C15_2 1.4988(19) . ?
C12_2 C7_2 1.410(2) . ?
C12_2 N11_2 1.3957(18) . ?
C7_2 H7_2 0.9500 . ?
C7_2 C6_2 1.384(2) . ?
C6_2 H6_2 0.9500 . ?
C6_2 C5_2 1.401(2) . ?
C5_2 H5_2 0.9500 . ?
C5_2 N11_2 1.3488(19) . ?
N11_2 B4_2 1.548(2) . ?
B4_2 F13_2 1.393(2) . ?
B4_2 F14_2 1.3831(19) . ?
C15_2 C16_2 1.407(2) . ?
C15_2 C28_2 1.405(2) . ?
C16_2 C17_2 1.436(2) . ?
C16_2 C21_2 1.443(2) . ?
C17_2 H17_2 0.9500 . ?
C17_2 C18_2 1.362(2) . ?
C18_2 H18_2 0.9500 . ?
C18_2 C19_2 1.420(2) . ?
C19_2 H19_2 0.9500 . ?
C19_2 C20_2 1.358(3) . ?
C20_2 H20_2 0.9500 . ?
C20_2 C21_2 1.441(2) . ?
C21_2 C22_2 1.412(2) . ?
C22_2 C23_2 1.412(2) . ?
C22_2 C29_2 1.510(2) . ?
C23_2 C24_2 1.437(2) . ?
C23_2 C28_2 1.438(2) . ?
C24_2 H24_2 0.9500 . ?
C24_2 C25_2 1.362(2) . ?
C25_2 H25_2 0.9500 . ?
C25_2 C26_2 1.418(2) . ?
C26_2 H26_2 0.9500 . ?
C26_2 C27_2 1.362(2) . ?
C27_2 H27_2 0.9500 . ?
C27_2 C28_2 1.434(2) . ?
C29_2 H29A_2 0.9800 . ?
C29_2 H29B_2 0.9800 . ?
C29_2 H29C_2 0.9800 . ?

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
C3_1 N10_1 C9_1 107.69(12) . . ?
C3_1 N10_1 B4_1 127.31(13) . . ?
C9_1 N10_1 B4_1 124.66(12) . . ?
N10_1 C3_1 H3_1 125.0 . . ?
N10_1 C3_1 C2_1 110.03(13) . . ?
C2_1 C3_1 H3_1 125.0 . . ?
C3_1 C2_1 H2_1 126.4 . . ?
C1_1 C2_1 C3_1 107.19(14) . . ?
C1_1 C2_1 H2_1 126.4 . . ?
C2_1 C1_1 H1_1 126.3 . . ?
C2_1 C1_1 C9_1 107.33(13) . . ?
C9_1 C1_1 H1_1 126.3 . . ?
N10_1 C9_1 C1_1 107.76(13) . . ?
N10_1 C9_1 C8_1 120.91(13) . . ?
C8_1 C9_1 C1_1 131.07(14) . . ?
C9_1 C8_1 C15_1 119.27(13) . . ?
C12_1 C8_1 C9_1 119.83(13) . . ?
C12_1 C8_1 C15_1 120.91(13) . . ?
C8_1 C12_1 C7_1 131.55(14) . . ?
C8_1 C12_1 N11_1 120.79(13) . . ?
N11_1 C12_1 C7_1 107.60(12) . . ?
C12_1 C7_1 H7_1 126.4 . . ?
C6_1 C7_1 C12_1 107.30(14) . . ?
C6_1 C7_1 H7_1 126.4 . . ?
C7_1 C6_1 H6_1 126.5 . . ?
C7_1 C6_1 C5_1 106.91(14) . . ?
C5_1 C6_1 H6_1 126.5 . . ?
C6_1 C5_1 H5_1 124.7 . . ?
N11_1 C5_1 C6_1 110.56(13) . . ?
N11_1 C5_1 H5_1 124.7 . . ?
C12_1 N11_1 B4_1 125.16(12) . . ?
C5_1 N11_1 C12_1 107.63(13) . . ?
C5_1 N11_1 B4_1 126.91(13) . . ?
N10_1 B4_1 N11_1 105.06(12) . . ?
F13_1 B4_1 N10_1 110.47(12) . . ?
F13_1 B4_1 N11_1 110.24(13) . . ?
F14_1 B4_1 N10_1 110.86(13) . . ?
F14_1 B4_1 N11_1 110.83(13) . . ?
F14_1 B4_1 F13_1 109.33(13) . . ?
C16_1 C15_1 C8_1 120.29(13) . . ?
C16_1 C15_1 C28_1 120.41(13) . . ?
C28_1 C15_1 C8_1 119.20(13) . . ?
C15_1 C16_1 C17_1 121.70(13) . . ?
C15_1 C16_1 C21_1 119.74(13) . . ?
C17_1 C16_1 C21_1 118.56(13) . . ?
C16_1 C17_1 H17_1 119.3 . . ?
C18_1 C17_1 C16_1 121.38(14) . . ?
C18_1 C17_1 H17_1 119.3 . . ?
C17_1 C18_1 H18_1 120.0 . . ?
C17_1 C18_1 C19_1 119.96(14) . . ?
C19_1 C18_1 H18_1 120.0 . . ?
C18_1 C19_1 H19_1 119.7 . . ?
C20_1 C19_1 C18_1 120.64(14) . . ?
C20_1 C19_1 H19_1 119.7 . . ?
C19_1 C20_1 H20_1 119.2 . . ?
C19_1 C20_1 C21_1 121.59(14) . . ?
C21_1 C20_1 H20_1 119.2 . . ?
C20_1 C21_1 C16_1 117.45(13) . . ?
C22_1 C21_1 C16_1 120.26(13) . . ?
C22_1 C21_1 C20_1 122.28(13) . . ?
C21_1 C22_1 C29_1 120.77(14) . . ?
C23_1 C22_1 C21_1 119.29(13) . . ?
C23_1 C22_1 C29_1 119.95(14) . . ?
C22_1 C23_1 C24_1 122.03(13) . . ?
C22_1 C23_1 C28_1 120.46(13) . . ?
C24_1 C23_1 C28_1 117.47(13) . . ?
C23_1 C24_1 H24_1 119.0 . . ?
C25_1 C24_1 C23_1 122.01(14) . . ?
C25_1 C24_1 H24_1 119.0 . . ?
C24_1 C25_1 H25_1 119.8 . . ?
C24_1 C25_1 C26_1 120.34(14) . . ?
C26_1 C25_1 H25_1 119.8 . . ?
C25_1 C26_1 H26_1 120.0 . . ?
C27_1 C26_1 C25_1 120.00(14) . . ?
C27_1 C26_1 H26_1 120.0 . . ?
C26_1 C27_1 H27_1 119.1 . . ?
C26_1 C27_1 C28_1 121.74(14) . . ?
C28_1 C27_1 H27_1 119.1 . . ?
C15_1 C28_1 C23_1 119.55(13) . . ?
C15_1 C28_1 C27_1 122.05(13) . . ?
C27_1 C28_1 C23_1 118.38(13) . . ?
C22_1 C29_1 H29A_1 109.5 . . ?
C22_1 C29_1 H29B_1 109.5 . . ?
C22_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C3_2 N10_2 C9_2 107.62(12) . . ?
C3_2 N10_2 B4_2 126.74(13) . . ?
C9_2 N10_2 B4_2 125.60(12) . . ?
N10_2 C3_2 H3_2 124.9 . . ?
N10_2 C3_2 C2_2 110.23(13) . . ?
C2_2 C3_2 H3_2 124.9 . . ?
C3_2 C2_2 H2_2 126.5 . . ?
C1_2 C2_2 C3_2 106.99(14) . . ?
C1_2 C2_2 H2_2 126.5 . . ?
C2_2 C1_2 H1_2 126.3 . . ?
C2_2 C1_2 C9_2 107.46(13) . . ?
C9_2 C1_2 H1_2 126.3 . . ?
N10_2 C9_2 C1_2 107.69(13) . . ?
C8_2 C9_2 N10_2 120.97(13) . . ?
C8_2 C9_2 C1_2 131.29(13) . . ?
C9_2 C8_2 C12_2 120.19(13) . . ?
C9_2 C8_2 C15_2 122.03(13) . . ?
C12_2 C8_2 C15_2 117.72(13) . . ?
C8_2 C12_2 C7_2 130.71(14) . . ?
N11_2 C12_2 C8_2 120.98(13) . . ?
N11_2 C12_2 C7_2 108.31(13) . . ?
C12_2 C7_2 H7_2 126.5 . . ?
C6_2 C7_2 C12_2 107.09(14) . . ?
C6_2 C7_2 H7_2 126.5 . . ?
C7_2 C6_2 H6_2 126.4 . . ?
C7_2 C6_2 C5_2 107.13(14) . . ?
C5_2 C6_2 H6_2 126.4 . . ?
C6_2 C5_2 H5_2 124.9 . . ?
N11_2 C5_2 C6_2 110.17(13) . . ?
N11_2 C5_2 H5_2 124.9 . . ?
C12_2 N11_2 B4_2 125.64(12) . . ?
C5_2 N11_2 C12_2 107.29(13) . . ?
C5_2 N11_2 B4_2 126.79(12) . . ?
N11_2 B4_2 N10_2 106.29(12) . . ?
F13_2 B4_2 N10_2 109.74(13) . . ?
F13_2 B4_2 N11_2 109.37(13) . . ?
F14_2 B4_2 N10_2 110.85(13) . . ?
F14_2 B4_2 N11_2 110.88(13) . . ?
F14_2 B4_2 F13_2 109.65(13) . . ?
C16_2 C15_2 C8_2 119.27(13) . . ?
C28_2 C15_2 C8_2 120.15(13) . . ?
C28_2 C15_2 C16_2 120.38(13) . . ?
C15_2 C16_2 C17_2 121.43(14) . . ?
C15_2 C16_2 C21_2 119.83(14) . . ?
C17_2 C16_2 C21_2 118.72(14) . . ?
C16_2 C17_2 H17_2 119.3 . . ?
C18_2 C17_2 C16_2 121.46(15) . . ?
C18_2 C17_2 H17_2 119.3 . . ?
C17_2 C18_2 H18_2 120.0 . . ?
C17_2 C18_2 C19_2 120.03(16) . . ?
C19_2 C18_2 H18_2 120.0 . . ?
C18_2 C19_2 H19_2 119.7 . . ?
C20_2 C19_2 C18_2 120.65(15) . . ?
C20_2 C19_2 H19_2 119.7 . . ?
C19_2 C20_2 H20_2 119.1 . . ?
C19_2 C20_2 C21_2 121.82(15) . . ?
C21_2 C20_2 H20_2 119.1 . . ?
C20_2 C21_2 C16_2 117.30(14) . . ?
C22_2 C21_2 C16_2 120.14(14) . . ?
C22_2 C21_2 C20_2 122.55(14) . . ?
C21_2 C22_2 C23_2 119.37(13) . . ?
C21_2 C22_2 C29_2 121.76(14) . . ?
C23_2 C22_2 C29_2 118.87(14) . . ?
C22_2 C23_2 C24_2 121.75(14) . . ?
C22_2 C23_2 C28_2 120.56(14) . . ?
C24_2 C23_2 C28_2 117.68(14) . . ?
C23_2 C24_2 H24_2 119.1 . . ?
C25_2 C24_2 C23_2 121.74(14) . . ?
C25_2 C24_2 H24_2 119.1 . . ?
C24_2 C25_2 H25_2 119.9 . . ?
C24_2 C25_2 C26_2 120.23(15) . . ?
C26_2 C25_2 H25_2 119.9 . . ?
C25_2 C26_2 H26_2 119.8 . . ?
C27_2 C26_2 C25_2 120.34(15) . . ?
C27_2 C26_2 H26_2 119.8 . . ?
C26_2 C27_2 H27_2 119.4 . . ?
C26_2 C27_2 C28_2 121.30(14) . . ?
C28_2 C27_2 H27_2 119.4 . . ?
C15_2 C28_2 C23_2 119.68(13) . . ?
C15_2 C28_2 C27_2 121.69(13) . . ?
C27_2 C28_2 C23_2 118.63(13) . . ?
C22_2 C29_2 H29A_2 109.5 . . ?
C22_2 C29_2 H29B_2 109.5 . . ?
C22_2 C29_2 H29C_2 109.5 . . ?
H29A_2 C29_2 H29B_2 109.5 . . ?
H29A_2 C29_2 H29C_2 109.5 . . ?
H29B_2 C29_2 H29C_2 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C5_1 H5_1 F13_2 0.95 2.18 3.0098(18) 145.1 .
C5_2 H5_2 F14_1 0.95 2.50 3.3784(18) 154.1 .

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
N10_1 C3_1 C2_1 C1_1 -0.69(18) . . . . ?
N10_1 C9_1 C8_1 C12_1 2.6(2) . . . . ?
N10_1 C9_1 C8_1 C15_1 -177.68(12) . . . . ?
C3_1 N10_1 C9_1 C1_1 0.60(16) . . . . ?
C3_1 N10_1 C9_1 C8_1 -174.10(13) . . . . ?
C3_1 N10_1 B4_1 N11_1 166.62(13) . . . . ?
C3_1 N10_1 B4_1 F13_1 -74.50(18) . . . . ?
C3_1 N10_1 B4_1 F14_1 46.9(2) . . . . ?
C3_1 C2_1 C1_1 C9_1 1.04(17) . . . . ?
C2_1 C1_1 C9_1 N10_1 -1.02(16) . . . . ?
C2_1 C1_1 C9_1 C8_1 172.95(15) . . . . ?
C1_1 C9_1 C8_1 C12_1 -170.75(15) . . . . ?
C1_1 C9_1 C8_1 C15_1 9.0(2) . . . . ?
C9_1 N10_1 C3_1 C2_1 0.05(17) . . . . ?
C9_1 N10_1 B4_1 N11_1 -20.98(18) . . . . ?
C9_1 N10_1 B4_1 F13_1 97.89(16) . . . . ?
C9_1 N10_1 B4_1 F14_1 -140.75(13) . . . . ?
C9_1 C8_1 C12_1 C7_1 172.21(15) . . . . ?
C9_1 C8_1 C12_1 N11_1 -4.4(2) . . . . ?
C9_1 C8_1 C15_1 C16_1 -72.95(18) . . . . ?
C9_1 C8_1 C15_1 C28_1 103.58(16) . . . . ?
C8_1 C12_1 C7_1 C6_1 -177.16(15) . . . . ?
C8_1 C12_1 N11_1 C5_1 177.54(14) . . . . ?
C8_1 C12_1 N11_1 B4_1 -8.3(2) . . . . ?
C8_1 C15_1 C16_1 C17_1 -7.0(2) . . . . ?
C8_1 C15_1 C16_1 C21_1 173.64(13) . . . . ?
C8_1 C15_1 C28_1 C23_1 -178.34(13) . . . . ?
C8_1 C15_1 C28_1 C27_1 0.2(2) . . . . ?
C12_1 C8_1 C15_1 C16_1 106.81(17) . . . . ?
C12_1 C8_1 C15_1 C28_1 -76.66(18) . . . . ?
C12_1 C7_1 C6_1 C5_1 0.11(17) . . . . ?
C12_1 N11_1 B4_1 N10_1 19.12(19) . . . . ?
C12_1 N11_1 B4_1 F13_1 -99.90(16) . . . . ?
C12_1 N11_1 B4_1 F14_1 138.91(14) . . . . ?
C7_1 C12_1 N11_1 C5_1 0.17(16) . . . . ?
C7_1 C12_1 N11_1 B4_1 174.30(13) . . . . ?
C7_1 C6_1 C5_1 N11_1 0.00(18) . . . . ?
C6_1 C5_1 N11_1 C12_1 -0.10(17) . . . . ?
C6_1 C5_1 N11_1 B4_1 -174.10(14) . . . . ?
C5_1 N11_1 B4_1 N10_1 -167.88(13) . . . . ?
C5_1 N11_1 B4_1 F13_1 73.10(18) . . . . ?
C5_1 N11_1 B4_1 F14_1 -48.1(2) . . . . ?
N11_1 C12_1 C7_1 C6_1 -0.17(17) . . . . ?
B4_1 N10_1 C3_1 C2_1 173.49(13) . . . . ?
B4_1 N10_1 C9_1 C1_1 -173.05(13) . . . . ?
B4_1 N10_1 C9_1 C8_1 12.2(2) . . . . ?
C15_1 C8_1 C12_1 C7_1 -7.5(2) . . . . ?
C15_1 C8_1 C12_1 N11_1 175.79(13) . . . . ?
C15_1 C16_1 C17_1 C18_1 175.90(15) . . . . ?
C15_1 C16_1 C21_1 C20_1 -173.55(13) . . . . ?
C15_1 C16_1 C21_1 C22_1 6.0(2) . . . . ?
C16_1 C15_1 C28_1 C23_1 -1.8(2) . . . . ?
C16_1 C15_1 C28_1 C27_1 176.73(13) . . . . ?
C16_1 C17_1 C18_1 C19_1 -1.0(2) . . . . ?
C16_1 C21_1 C22_1 C23_1 -4.4(2) . . . . ?
C16_1 C21_1 C22_1 C29_1 175.68(14) . . . . ?
C17_1 C16_1 C21_1 C20_1 7.1(2) . . . . ?
C17_1 C16_1 C21_1 C22_1 -173.36(14) . . . . ?
C17_1 C18_1 C19_1 C20_1 4.3(2) . . . . ?
C18_1 C19_1 C20_1 C21_1 -1.7(2) . . . . ?
C19_1 C20_1 C21_1 C16_1 -4.0(2) . . . . ?
C19_1 C20_1 C21_1 C22_1 176.42(15) . . . . ?
C20_1 C21_1 C22_1 C23_1 175.18(14) . . . . ?
C20_1 C21_1 C22_1 C29_1 -4.8(2) . . . . ?
C21_1 C16_1 C17_1 C18_1 -4.7(2) . . . . ?
C21_1 C22_1 C23_1 C24_1 -177.97(14) . . . . ?
C21_1 C22_1 C23_1 C28_1 -0.3(2) . . . . ?
C22_1 C23_1 C24_1 C25_1 175.61(15) . . . . ?
C22_1 C23_1 C28_1 C15_1 3.5(2) . . . . ?
C22_1 C23_1 C28_1 C27_1 -175.14(13) . . . . ?
C23_1 C24_1 C25_1 C26_1 0.2(2) . . . . ?
C24_1 C23_1 C28_1 C15_1 -178.81(13) . . . . ?
C24_1 C23_1 C28_1 C27_1 2.6(2) . . . . ?
C24_1 C25_1 C26_1 C27_1 1.2(2) . . . . ?
C25_1 C26_1 C27_1 C28_1 -0.6(2) . . . . ?
C26_1 C27_1 C28_1 C15_1 -179.89(14) . . . . ?
C26_1 C27_1 C28_1 C23_1 -1.3(2) . . . . ?
C28_1 C15_1 C16_1 C17_1 176.50(14) . . . . ?
C28_1 C15_1 C16_1 C21_1 -2.8(2) . . . . ?
C28_1 C23_1 C24_1 C25_1 -2.1(2) . . . . ?
C29_1 C22_1 C23_1 C24_1 2.0(2) . . . . ?
C29_1 C22_1 C23_1 C28_1 179.63(14) . . . . ?
N10_2 C3_2 C2_2 C1_2 -0.48(18) . . . . ?
N10_2 C9_2 C8_2 C12_2 3.7(2) . . . . ?
N10_2 C9_2 C8_2 C15_2 -173.56(13) . . . . ?
C3_2 N10_2 C9_2 C1_2 -0.93(16) . . . . ?
C3_2 N10_2 C9_2 C8_2 176.60(13) . . . . ?
C3_2 N10_2 B4_2 N11_2 179.30(13) . . . . ?
C3_2 N10_2 B4_2 F13_2 -62.54(19) . . . . ?
C3_2 N10_2 B4_2 F14_2 58.7(2) . . . . ?
C3_2 C2_2 C1_2 C9_2 -0.11(17) . . . . ?
C2_2 C1_2 C9_2 N10_2 0.63(16) . . . . ?
C2_2 C1_2 C9_2 C8_2 -176.54(16) . . . . ?
C1_2 C9_2 C8_2 C12_2 -179.44(15) . . . . ?
C1_2 C9_2 C8_2 C15_2 3.3(2) . . . . ?
C9_2 N10_2 C3_2 C2_2 0.88(17) . . . . ?
C9_2 N10_2 B4_2 N11_2 1.70(19) . . . . ?
C9_2 N10_2 B4_2 F13_2 119.86(15) . . . . ?
C9_2 N10_2 B4_2 F14_2 -118.87(15) . . . . ?
C9_2 C8_2 C12_2 C7_2 -178.28(15) . . . . ?
C9_2 C8_2 C12_2 N11_2 1.6(2) . . . . ?
C9_2 C8_2 C15_2 C16_2 78.22(19) . . . . ?
C9_2 C8_2 C15_2 C28_2 -106.85(17) . . . . ?
C8_2 C12_2 C7_2 C6_2 -179.80(15) . . . . ?
C8_2 C12_2 N11_2 C5_2 -179.89(13) . . . . ?
C8_2 C12_2 N11_2 B4_2 -5.6(2) . . . . ?
C8_2 C15_2 C16_2 C17_2 -6.1(2) . . . . ?
C8_2 C15_2 C16_2 C21_2 172.48(13) . . . . ?
C8_2 C15_2 C28_2 C23_2 -172.66(13) . . . . ?
C8_2 C15_2 C28_2 C27_2 8.3(2) . . . . ?
C12_2 C8_2 C15_2 C16_2 -99.10(17) . . . . ?
C12_2 C8_2 C15_2 C28_2 75.84(18) . . . . ?
C12_2 C7_2 C6_2 C5_2 -0.51(17) . . . . ?
C12_2 N11_2 B4_2 N10_2 3.75(19) . . . . ?
C12_2 N11_2 B4_2 F13_2 -114.65(15) . . . . ?
C12_2 N11_2 B4_2 F14_2 124.31(14) . . . . ?
C7_2 C12_2 N11_2 C5_2 0.01(16) . . . . ?
C7_2 C12_2 N11_2 B4_2 174.29(13) . . . . ?
C7_2 C6_2 C5_2 N11_2 0.54(18) . . . . ?
C6_2 C5_2 N11_2 C12_2 -0.34(17) . . . . ?
C6_2 C5_2 N11_2 B4_2 -174.53(14) . . . . ?
C5_2 N11_2 B4_2 N10_2 176.93(13) . . . . ?
C5_2 N11_2 B4_2 F13_2 58.52(19) . . . . ?
C5_2 N11_2 B4_2 F14_2 -62.52(19) . . . . ?
N11_2 C12_2 C7_2 C6_2 0.32(17) . . . . ?
B4_2 N10_2 C3_2 C2_2 -177.08(13) . . . . ?
B4_2 N10_2 C9_2 C1_2 177.05(13) . . . . ?
B4_2 N10_2 C9_2 C8_2 -5.4(2) . . . . ?
C15_2 C8_2 C12_2 C7_2 -0.9(2) . . . . ?
C15_2 C8_2 C12_2 N11_2 178.96(12) . . . . ?
C15_2 C16_2 C17_2 C18_2 178.28(16) . . . . ?
C15_2 C16_2 C21_2 C20_2 -177.37(14) . . . . ?
C15_2 C16_2 C21_2 C22_2 1.6(2) . . . . ?
C16_2 C15_2 C28_2 C23_2 2.2(2) . . . . ?
C16_2 C15_2 C28_2 C27_2 -176.86(14) . . . . ?
C16_2 C17_2 C18_2 C19_2 -1.0(3) . . . . ?
C16_2 C21_2 C22_2 C23_2 -0.5(2) . . . . ?
C16_2 C21_2 C22_2 C29_2 179.24(14) . . . . ?
C17_2 C16_2 C21_2 C20_2 1.2(2) . . . . ?
C17_2 C16_2 C21_2 C22_2 -179.85(14) . . . . ?
C17_2 C18_2 C19_2 C20_2 1.3(3) . . . . ?
C18_2 C19_2 C20_2 C21_2 -0.4(3) . . . . ?
C19_2 C20_2 C21_2 C16_2 -0.9(2) . . . . ?
C19_2 C20_2 C21_2 C22_2 -179.83(16) . . . . ?
C20_2 C21_2 C22_2 C23_2 178.39(14) . . . . ?
C20_2 C21_2 C22_2 C29_2 -1.9(2) . . . . ?
C21_2 C16_2 C17_2 C18_2 -0.3(2) . . . . ?
C21_2 C22_2 C23_2 C24_2 -178.84(14) . . . . ?
C21_2 C22_2 C23_2 C28_2 0.3(2) . . . . ?
C22_2 C23_2 C24_2 C25_2 -179.32(15) . . . . ?
C22_2 C23_2 C28_2 C15_2 -1.1(2) . . . . ?
C22_2 C23_2 C28_2 C27_2 177.98(14) . . . . ?
C23_2 C24_2 C25_2 C26_2 1.1(2) . . . . ?
C24_2 C23_2 C28_2 C15_2 178.02(14) . . . . ?
C24_2 C23_2 C28_2 C27_2 -2.9(2) . . . . ?
C24_2 C25_2 C26_2 C27_2 -2.5(2) . . . . ?
C25_2 C26_2 C27_2 C28_2 1.1(2) . . . . ?
C26_2 C27_2 C28_2 C15_2 -179.30(14) . . . . ?
C26_2 C27_2 C28_2 C23_2 1.6(2) . . . . ?
C28_2 C15_2 C16_2 C17_2 179.02(14) . . . . ?
C28_2 C15_2 C16_2 C21_2 -2.4(2) . . . . ?
C28_2 C23_2 C24_2 C25_2 1.5(2) . . . . ?
C29_2 C22_2 C23_2 C24_2 1.4(2) . . . . ?
C29_2 C22_2 C23_2 C28_2 -179.46(14) . . . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount with oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf160a_sq_sq
_database_code_depnum_ccdc_archive 'CCDC 1585153'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
3,5-Dimethyl-8-(10-phenylanthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C31 H23 B F2 N2'
_chemical_formula_sum            'C31 H23 B F2 N2'
_chemical_formula_weight         472.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.9484(18)
_cell_length_b                   9.6443(19)
_cell_length_c                   17.849(4)
_cell_angle_alpha                87.62(3)
_cell_angle_beta                 77.07(3)
_cell_angle_gamma                68.24(3)
_cell_volume                     1392.9(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5865
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.93
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0613 before and 0.0517 after correction. The Ratio of minimum to maximum transmission is 0.8963. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_av_unetI/netI     0.0758
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            37805
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.168
_diffrn_reflns_theta_min         1.172
_diffrn_ambient_temperature      100.01
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3081
_reflns_number_total             5542
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5542
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0563
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0634P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1348
_refine_special_details          
;
Solvent molecules (DCM and MeOH) the structure was squeezed using platon squeeze as no reliable solution could be modelled.

Large K value in the Analysis of Variance is associated to the very weak reflections in the high angle data.

No C-C Bonds with Positive Residual Density is associated to the very weak reflections in the high angle data.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7), C17(H17), C18(H18), C19(H19), C20(H20),
 C24(H24), C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C32(H32), C33(H33),
  C34(H34)
2.b Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F13 F 0.30215(19) 0.59501(19) 1.01353(8) 0.0543(5) Uani 1 1 d . . . . .
F14 F 0.15516(17) 0.59570(19) 0.92506(10) 0.0612(5) Uani 1 1 d . . . . .
N10 N 0.4044(2) 0.6449(2) 0.88318(11) 0.0323(5) Uani 1 1 d . . . . .
N11 N 0.4139(2) 0.3901(2) 0.91880(11) 0.0305(5) Uani 1 1 d . . . . .
C1 C 0.5844(3) 0.6946(3) 0.78415(14) 0.0365(7) Uani 1 1 d . . . . .
H1 H 0.6731 0.6823 0.7410 0.044 Uiso 1 1 calc R . . . .
C2 C 0.4742(3) 0.8279(3) 0.82093(15) 0.0420(7) Uani 1 1 d . . . . .
H2 H 0.4728 0.9248 0.8077 0.050 Uiso 1 1 calc R . . . .
C3 C 0.3638(3) 0.7945(3) 0.88178(15) 0.0384(7) Uani 1 1 d . . . . .
C5 C 0.3864(3) 0.2739(3) 0.95617(14) 0.0349(7) Uani 1 1 d . . . . .
C6 C 0.5015(3) 0.1394(3) 0.91822(14) 0.0356(7) Uani 1 1 d . . . . .
H6 H 0.5087 0.0416 0.9326 0.043 Uiso 1 1 calc R . . . .
C7 C 0.6016(3) 0.1748(3) 0.85659(14) 0.0317(6) Uani 1 1 d . . . . .
H7 H 0.6908 0.1060 0.8206 0.038 Uiso 1 1 calc R . . . .
C8 C 0.6100(3) 0.4251(3) 0.80883(13) 0.0269(6) Uani 1 1 d . . . . .
C9 C 0.5405(3) 0.5793(3) 0.82279(13) 0.0295(6) Uani 1 1 d . . . . .
C12 C 0.5481(3) 0.3317(3) 0.85651(12) 0.0276(6) Uani 1 1 d . . . . .
C15 C 0.7504(3) 0.3607(3) 0.74055(12) 0.0248(6) Uani 1 1 d . . . . .
C16 C 0.9141(3) 0.3181(3) 0.74793(12) 0.0252(6) Uani 1 1 d . . . . .
C17 C 0.9540(3) 0.3270(3) 0.82029(14) 0.0336(6) Uani 1 1 d . . . . .
H17 H 0.8680 0.3611 0.8653 0.040 Uiso 1 1 calc R . . . .
C18 C 1.1136(3) 0.2872(3) 0.82551(14) 0.0396(7) Uani 1 1 d . . . . .
H18 H 1.1377 0.2960 0.8739 0.047 Uiso 1 1 calc R . . . .
C19 C 1.2452(3) 0.2326(3) 0.75946(14) 0.0361(7) Uani 1 1 d . . . . .
H19 H 1.3563 0.2028 0.7642 0.043 Uiso 1 1 calc R . . . .
C20 C 1.2123(3) 0.2230(3) 0.68978(14) 0.0318(6) Uani 1 1 d . . . . .
H20 H 1.3013 0.1869 0.6461 0.038 Uiso 1 1 calc R . . . .
C21 C 1.0463(3) 0.2660(3) 0.68052(13) 0.0263(6) Uani 1 1 d . . . . .
C22 C 1.0110(3) 0.2601(3) 0.60788(13) 0.0249(6) Uani 1 1 d . . . . .
C23 C 0.8466(3) 0.2998(3) 0.60158(13) 0.0246(6) Uani 1 1 d . . . . .
C24 C 0.8053(3) 0.2928(3) 0.52903(13) 0.0289(6) Uani 1 1 d . . . . .
H24 H 0.8913 0.2604 0.4839 0.035 Uiso 1 1 calc R . . . .
C25 C 0.6466(3) 0.3313(3) 0.52337(14) 0.0329(6) Uani 1 1 d . . . . .
H25 H 0.6225 0.3257 0.4746 0.039 Uiso 1 1 calc R . . . .
C26 C 0.5159(3) 0.3800(3) 0.59001(14) 0.0310(6) Uani 1 1 d . . . . .
H26 H 0.4051 0.4061 0.5855 0.037 Uiso 1 1 calc R . . . .
C27 C 0.5482(3) 0.3895(3) 0.66002(13) 0.0271(6) Uani 1 1 d . . . . .
H27 H 0.4593 0.4231 0.7039 0.033 Uiso 1 1 calc R . . . .
C28 C 0.7138(3) 0.3498(3) 0.66871(13) 0.0245(6) Uani 1 1 d . . . . .
C29 C 1.1476(3) 0.2165(3) 0.53710(13) 0.0261(6) Uani 1 1 d . . . . .
C30 C 1.2209(4) 0.0700(3) 0.50728(16) 0.0495(8) Uani 1 1 d . . . . .
H30 H 1.1846 -0.0045 0.5322 0.059 Uiso 1 1 calc R . . . .
C31 C 1.3470(4) 0.0317(3) 0.44115(17) 0.0610(10) Uani 1 1 d . . . . .
H31 H 1.3967 -0.0690 0.4215 0.073 Uiso 1 1 calc R . . . .
C32 C 1.4004(3) 0.1385(3) 0.40384(15) 0.0424(7) Uani 1 1 d . . . . .
H32 H 1.4866 0.1118 0.3587 0.051 Uiso 1 1 calc R . . . .
C33 C 1.3276(3) 0.2843(3) 0.43263(13) 0.0310(6) Uani 1 1 d . . . . .
H33 H 1.3639 0.3586 0.4073 0.037 Uiso 1 1 calc R . . . .
C34 C 1.2017(3) 0.3230(3) 0.49828(13) 0.0280(6) Uani 1 1 d . . . . .
H34 H 1.1513 0.4243 0.5171 0.034 Uiso 1 1 calc R . . . .
C35 C 0.2196(3) 0.9026(3) 0.93765(16) 0.0527(8) Uani 1 1 d . . . . .
H35A H 0.1212 0.8792 0.9397 0.079 Uiso 1 1 calc GR . . . .
H35B H 0.1996 1.0046 0.9208 0.079 Uiso 1 1 calc GR . . . .
H35C H 0.2440 0.8944 0.9889 0.079 Uiso 1 1 calc GR . . . .
C36 C 0.2521(3) 0.2953(3) 1.02676(14) 0.0446(8) Uani 1 1 d . . . . .
H36A H 0.2842 0.3250 1.0707 0.067 Uiso 1 1 calc GR . . . .
H36B H 0.2340 0.2014 1.0370 0.067 Uiso 1 1 calc GR . . . .
H36C H 0.1500 0.3734 1.0189 0.067 Uiso 1 1 calc GR . . . .
B4 B 0.3135(3) 0.5587(4) 0.93791(18) 0.0374(8) 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
F13 B4 1.381(3) . ?
F14 B4 1.397(3) . ?
N10 C3 1.352(3) . ?
N10 C9 1.394(3) . ?
N10 B4 1.544(4) . ?
N11 C5 1.353(3) . ?
N11 C12 1.396(3) . ?
N11 B4 1.547(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.377(4) . ?
C1 C9 1.416(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.409(4) . ?
C3 C35 1.503(4) . ?
C5 C6 1.404(4) . ?
C5 C36 1.495(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.373(3) . ?
C7 H7 0.9500 . ?
C7 C12 1.408(3) . ?
C8 C9 1.391(3) . ?
C8 C12 1.392(3) . ?
C8 C15 1.500(3) . ?
C15 C16 1.403(3) . ?
C15 C28 1.410(3) . ?
C16 C17 1.429(3) . ?
C16 C21 1.439(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.359(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.422(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.355(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.433(3) . ?
C21 C22 1.410(3) . ?
C22 C23 1.406(3) . ?
C22 C29 1.496(3) . ?
C23 C24 1.434(3) . ?
C23 C28 1.437(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.355(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.421(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.358(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.429(3) . ?
C29 C30 1.389(4) . ?
C29 C34 1.389(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.391(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.378(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.377(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(3) . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?

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
C3 N10 C9 107.7(2) . . ?
C3 N10 B4 127.4(2) . . ?
C9 N10 B4 124.8(2) . . ?
C5 N11 C12 107.8(2) . . ?
C5 N11 B4 127.4(2) . . ?
C12 N11 B4 124.7(2) . . ?
C2 C1 H1 126.4 . . ?
C2 C1 C9 107.1(2) . . ?
C9 C1 H1 126.4 . . ?
C1 C2 H2 126.2 . . ?
C1 C2 C3 107.5(3) . . ?
C3 C2 H2 126.2 . . ?
N10 C3 C2 109.5(2) . . ?
N10 C3 C35 122.8(3) . . ?
C2 C3 C35 127.7(3) . . ?
N11 C5 C6 109.2(2) . . ?
N11 C5 C36 122.4(2) . . ?
C6 C5 C36 128.4(3) . . ?
C5 C6 H6 126.2 . . ?
C7 C6 C5 107.7(2) . . ?
C7 C6 H6 126.2 . . ?
C6 C7 H7 126.3 . . ?
C6 C7 C12 107.5(2) . . ?
C12 C7 H7 126.3 . . ?
C9 C8 C12 120.6(2) . . ?
C9 C8 C15 119.1(2) . . ?
C12 C8 C15 120.2(2) . . ?
N10 C9 C1 108.1(2) . . ?
C8 C9 N10 121.2(2) . . ?
C8 C9 C1 130.7(2) . . ?
N11 C12 C7 107.9(2) . . ?
C8 C12 N11 121.0(2) . . ?
C8 C12 C7 131.1(2) . . ?
C16 C15 C8 120.3(2) . . ?
C16 C15 C28 121.1(2) . . ?
C28 C15 C8 118.5(2) . . ?
C15 C16 C17 122.0(2) . . ?
C15 C16 C21 119.2(2) . . ?
C17 C16 C21 118.7(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.7(2) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.9(2) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.1(2) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(2) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C16 118.0(2) . . ?
C22 C21 C16 120.2(2) . . ?
C22 C21 C20 121.8(2) . . ?
C21 C22 C29 120.1(2) . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 C29 119.9(2) . . ?
C22 C23 C24 121.8(2) . . ?
C22 C23 C28 120.3(2) . . ?
C24 C23 C28 117.9(2) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.5(2) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.6(2) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C15 C28 C23 119.2(2) . . ?
C15 C28 C27 122.2(2) . . ?
C27 C28 C23 118.7(2) . . ?
C30 C29 C22 121.2(2) . . ?
C34 C29 C22 120.6(2) . . ?
C34 C29 C30 118.2(2) . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.4(3) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 119.7 . . ?
C32 C31 C30 120.6(3) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 120.3 . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32 120.3 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 119.4 . . ?
C33 C34 C29 121.2(2) . . ?
C33 C34 H34 119.4 . . ?
C3 C35 H35A 109.5 . . ?
C3 C35 H35B 109.5 . . ?
C3 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C5 C36 H36A 109.5 . . ?
C5 C36 H36B 109.5 . . ?
C5 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F13 B4 F14 109.5(2) . . ?
F13 B4 N10 110.2(2) . . ?
F13 B4 N11 110.8(2) . . ?
F14 B4 N10 109.4(2) . . ?
F14 B4 N11 109.7(2) . . ?
N10 B4 N11 107.17(19) . . ?

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
N11 C5 C6 C7 0.3(3) . . . . ?
C1 C2 C3 N10 0.3(3) . . . . ?
C1 C2 C3 C35 -178.8(3) . . . . ?
C2 C1 C9 N10 -0.5(3) . . . . ?
C2 C1 C9 C8 179.4(3) . . . . ?
C3 N10 C9 C1 0.7(3) . . . . ?
C3 N10 C9 C8 -179.2(2) . . . . ?
C3 N10 B4 F13 -56.5(3) . . . . ?
C3 N10 B4 F14 64.0(3) . . . . ?
C3 N10 B4 N11 -177.2(2) . . . . ?
C5 N11 C12 C7 0.4(3) . . . . ?
C5 N11 C12 C8 -177.4(2) . . . . ?
C5 N11 B4 F13 54.5(3) . . . . ?
C5 N11 B4 F14 -66.5(3) . . . . ?
C5 N11 B4 N10 174.8(2) . . . . ?
C5 C6 C7 C12 0.0(3) . . . . ?
C6 C7 C12 N11 -0.2(3) . . . . ?
C6 C7 C12 C8 177.2(2) . . . . ?
C8 C15 C16 C17 3.2(4) . . . . ?
C8 C15 C16 C21 -175.8(2) . . . . ?
C8 C15 C28 C23 175.0(2) . . . . ?
C8 C15 C28 C27 -3.9(3) . . . . ?
C9 N10 C3 C2 -0.6(3) . . . . ?
C9 N10 C3 C35 178.5(2) . . . . ?
C9 N10 B4 F13 127.2(2) . . . . ?
C9 N10 B4 F14 -112.3(3) . . . . ?
C9 N10 B4 N11 6.6(3) . . . . ?
C9 C1 C2 C3 0.1(3) . . . . ?
C9 C8 C12 N11 0.8(3) . . . . ?
C9 C8 C12 C7 -176.4(2) . . . . ?
C9 C8 C15 C16 91.5(3) . . . . ?
C9 C8 C15 C28 -85.9(3) . . . . ?
C12 N11 C5 C6 -0.4(3) . . . . ?
C12 N11 C5 C36 179.3(2) . . . . ?
C12 N11 B4 F13 -128.1(2) . . . . ?
C12 N11 B4 F14 110.9(3) . . . . ?
C12 N11 B4 N10 -7.8(3) . . . . ?
C12 C8 C9 N10 -2.0(3) . . . . ?
C12 C8 C9 C1 178.1(2) . . . . ?
C12 C8 C15 C16 -89.8(3) . . . . ?
C12 C8 C15 C28 92.8(3) . . . . ?
C15 C8 C9 N10 176.7(2) . . . . ?
C15 C8 C9 C1 -3.3(4) . . . . ?
C15 C8 C12 N11 -177.9(2) . . . . ?
C15 C8 C12 C7 5.0(4) . . . . ?
C15 C16 C17 C18 -179.0(3) . . . . ?
C15 C16 C21 C20 -179.9(2) . . . . ?
C15 C16 C21 C22 0.9(3) . . . . ?
C16 C15 C28 C23 -2.4(3) . . . . ?
C16 C15 C28 C27 178.7(2) . . . . ?
C16 C17 C18 C19 -1.4(4) . . . . ?
C16 C21 C22 C23 -2.4(3) . . . . ?
C16 C21 C22 C29 175.6(2) . . . . ?
C17 C16 C21 C20 1.1(3) . . . . ?
C17 C16 C21 C22 -178.1(2) . . . . ?
C17 C18 C19 C20 1.6(4) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C19 C20 C21 C16 -0.9(4) . . . . ?
C19 C20 C21 C22 178.3(2) . . . . ?
C20 C21 C22 C23 178.4(2) . . . . ?
C20 C21 C22 C29 -3.6(3) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C21 C22 C23 C24 -178.8(2) . . . . ?
C21 C22 C23 C28 1.5(3) . . . . ?
C21 C22 C29 C30 95.1(3) . . . . ?
C21 C22 C29 C34 -86.5(3) . . . . ?
C22 C23 C24 C25 -179.9(2) . . . . ?
C22 C23 C28 C15 0.9(3) . . . . ?
C22 C23 C28 C27 179.8(2) . . . . ?
C22 C29 C30 C31 179.6(3) . . . . ?
C22 C29 C34 C33 -179.8(2) . . . . ?
C23 C22 C29 C30 -86.9(3) . . . . ?
C23 C22 C29 C34 91.5(3) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C23 C28 C15 -178.7(2) . . . . ?
C24 C23 C28 C27 0.2(3) . . . . ?
C24 C25 C26 C27 0.4(4) . . . . ?
C25 C26 C27 C28 -0.5(4) . . . . ?
C26 C27 C28 C15 179.1(2) . . . . ?
C26 C27 C28 C23 0.2(3) . . . . ?
C28 C15 C16 C17 -179.4(2) . . . . ?
C28 C15 C16 C21 1.5(3) . . . . ?
C28 C23 C24 C25 -0.3(3) . . . . ?
C29 C22 C23 C24 3.2(3) . . . . ?
C29 C22 C23 C28 -176.5(2) . . . . ?
C29 C30 C31 C32 -0.5(5) . . . . ?
C30 C29 C34 C33 -1.4(4) . . . . ?
C30 C31 C32 C33 0.0(5) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
C32 C33 C34 C29 0.9(4) . . . . ?
C34 C29 C30 C31 1.2(4) . . . . ?
C36 C5 C6 C7 -179.4(2) . . . . ?
B4 N10 C3 C2 -177.4(2) . . . . ?
B4 N10 C3 C35 1.7(4) . . . . ?
B4 N10 C9 C1 177.6(2) . . . . ?
B4 N10 C9 C8 -2.3(3) . . . . ?
B4 N11 C5 C6 177.4(2) . . . . ?
B4 N11 C5 C36 -2.9(4) . . . . ?
B4 N11 C12 C7 -177.5(2) . . . . ?
B4 N11 C12 C8 4.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT905_kjf160a_sq_sq       
;
PROBLEM: Negative K value in the Analysis of Variance ...     -5.363 Report
RESPONSE: Negative K value in the Analysis of Variance is associated to the 
very weak reflections in the high angle data.
;
_vrf_PLAT978_kjf160a_sq_sq       
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: No C-C Bonds with Positive Residual Density is associated to 
the very weak reflections in the high angle data.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjf145_a
_database_code_depnum_ccdc_archive 'CCDC 1585154'
_audit_update_record             
;
2017-11-12 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-10-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
2,6-Diethyl-1,3,5,7-tetramethyl-8-(10-methylanthracen-9-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
_chemical_formula_moiety         'C32 H33 B F2 N2'
_chemical_formula_sum            'C32 H33 B F2 N2'
_chemical_formula_weight         494.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.836(6)
_cell_length_b                   20.573(7)
_cell_length_c                   7.781(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.878(8)
_cell_angle_gamma                90
_cell_volume                     2480.7(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7289
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.07
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1266 before and 0.0692 after correction. The Ratio of minimum to maximum transmission is 0.8339. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1048
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of DCM and methanol by slow evaporation'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1328
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            58475
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.645
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2793
_reflns_number_total             4627
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4627
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0543P)²+0.0763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.1125
_refine_special_details          
'Two C-alerts present in the cifcheck relating to the high value of Rint and large K value are associated to the very weak reflections in the high angle data.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C35(H35A,H35B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C19(H19), C20(H20), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C30(H30A,H30B,H30C), C37(H37A,H37B,
 H37C), C36(H36A,H36B,H36C), C34(H34A,H34B,H34C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N10 N 0.75330(11) 0.59120(7) 0.8211(2) 0.0198(4) Uani 1 1 d . . . . .
C3 C 0.72627(13) 0.61696(10) 0.9564(3) 0.0217(5) Uani 1 1 d . . . . .
C2 C 0.67805(14) 0.57157(10) 1.0285(3) 0.0221(5) Uani 1 1 d . . . . .
C1 C 0.67779(13) 0.51532(10) 0.9343(3) 0.0204(5) Uani 1 1 d . . . . .
C9 C 0.72496(13) 0.52732(9) 0.8026(3) 0.0190(5) Uani 1 1 d . . . . .
C8 C 0.74535(13) 0.48890(9) 0.6709(3) 0.0190(5) Uani 1 1 d . . . . .
C12 C 0.79093(13) 0.51395(9) 0.5526(3) 0.0192(5) Uani 1 1 d . . . . .
C7 C 0.81839(13) 0.48606(10) 0.4096(3) 0.0211(5) Uani 1 1 d . . . . .
C6 C 0.86228(13) 0.53313(10) 0.3383(3) 0.0216(5) Uani 1 1 d . . . . .
C5 C 0.86300(13) 0.58855(10) 0.4401(3) 0.0219(5) Uani 1 1 d . . . . .
N11 N 0.81963(11) 0.57768(8) 0.5670(2) 0.0198(4) Uani 1 1 d . . . . .
B4 B 0.80499(16) 0.62607(11) 0.7055(4) 0.0228(6) Uani 1 1 d . . . . .
F13 F 0.75968(8) 0.67861(5) 0.62767(18) 0.0343(4) Uani 1 1 d . . . . .
F14 F 0.88311(8) 0.64650(6) 0.80465(18) 0.0340(4) Uani 1 1 d . . . . .
C33 C 0.74624(15) 0.68458(10) 1.0139(3) 0.0299(6) Uani 1 1 d . . . . .
H33A H 0.8054 0.6951 1.0041 0.045 Uiso 1 1 calc GR . . . .
H33B H 0.7406 0.6894 1.1363 0.045 Uiso 1 1 calc GR . . . .
H33C H 0.7060 0.7142 0.9394 0.045 Uiso 1 1 calc GR . . . .
C31 C 0.63599(15) 0.58497(10) 1.1775(3) 0.0276(6) Uani 1 1 d . . . . .
H31A H 0.6804 0.5997 1.2789 0.033 Uiso 1 1 calc R . . . .
H31B H 0.6110 0.5440 1.2117 0.033 Uiso 1 1 calc R . . . .
C32 C 0.56579(15) 0.63553(11) 1.1387(3) 0.0349(6) Uani 1 1 d . . . . .
H32A H 0.5229 0.6225 1.0348 0.052 Uiso 1 1 calc GR . . . .
H32B H 0.5909 0.6775 1.1167 0.052 Uiso 1 1 calc GR . . . .
H32C H 0.5378 0.6395 1.2395 0.052 Uiso 1 1 calc GR . . . .
C30 C 0.63366(15) 0.45411(10) 0.9630(3) 0.0277(6) Uani 1 1 d . . . . .
H30A H 0.5862 0.4460 0.8627 0.042 Uiso 1 1 calc GR . . . .
H30B H 0.6107 0.4577 1.0704 0.042 Uiso 1 1 calc GR . . . .
H30C H 0.6748 0.4180 0.9748 0.042 Uiso 1 1 calc GR . . . .
C37 C 0.80472(15) 0.41863(10) 0.3432(3) 0.0274(6) Uani 1 1 d . . . . .
H37A H 0.8401 0.3888 0.4264 0.041 Uiso 1 1 calc GR . . . .
H37B H 0.8213 0.4154 0.2289 0.041 Uiso 1 1 calc GR . . . .
H37C H 0.7437 0.4071 0.3303 0.041 Uiso 1 1 calc GR . . . .
C35 C 0.90532(14) 0.52486(10) 0.1885(3) 0.0247(5) Uani 1 1 d . . . . .
H35A H 0.9188 0.5681 0.1454 0.030 Uiso 1 1 calc R . . . .
H35B H 0.8656 0.5025 0.0917 0.030 Uiso 1 1 calc R . . . .
C36 C 0.98760(14) 0.48593(11) 0.2391(3) 0.0287(6) Uani 1 1 d . . . . .
H36A H 1.0133 0.4800 0.1358 0.043 Uiso 1 1 calc GR . . . .
H36B H 0.9746 0.4434 0.2840 0.043 Uiso 1 1 calc GR . . . .
H36C H 1.0283 0.5092 0.3303 0.043 Uiso 1 1 calc GR . . . .
C34 C 0.90622(15) 0.65119(10) 0.4243(3) 0.0292(6) Uani 1 1 d . . . . .
H34A H 0.8639 0.6865 0.4140 0.044 Uiso 1 1 calc GR . . . .
H34B H 0.9316 0.6505 0.3196 0.044 Uiso 1 1 calc GR . . . .
H34C H 0.9518 0.6582 0.5288 0.044 Uiso 1 1 calc GR . . . .
C15 C 0.72179(13) 0.41912(9) 0.6597(3) 0.0176(5) Uani 1 1 d . . . . .
C16 C 0.64342(13) 0.39845(9) 0.5610(3) 0.0186(5) Uani 1 1 d . . . . .
C17 C 0.58296(14) 0.44277(10) 0.4678(3) 0.0226(5) Uani 1 1 d . . . . .
H17 H 0.5966 0.4878 0.4720 0.027 Uiso 1 1 calc R . . . .
C18 C 0.50648(14) 0.42295(11) 0.3732(3) 0.0267(6) Uani 1 1 d . . . . .
H18 H 0.4673 0.4538 0.3102 0.032 Uiso 1 1 calc R . . . .
C19 C 0.48443(14) 0.35726(11) 0.3672(3) 0.0284(6) Uani 1 1 d . . . . .
H19 H 0.4296 0.3436 0.3035 0.034 Uiso 1 1 calc R . . . .
C20 C 0.54053(14) 0.31341(11) 0.4514(3) 0.0257(5) Uani 1 1 d . . . . .
H20 H 0.5244 0.2689 0.4461 0.031 Uiso 1 1 calc R . . . .
C21 C 0.62306(14) 0.33134(10) 0.5478(3) 0.0204(5) Uani 1 1 d . . . . .
C22 C 0.68335(14) 0.28569(9) 0.6280(3) 0.0203(5) Uani 1 1 d . . . . .
C23 C 0.76166(14) 0.30668(9) 0.7301(3) 0.0196(5) Uani 1 1 d . . . . .
C24 C 0.82369(14) 0.26292(10) 0.8216(3) 0.0265(6) Uani 1 1 d . . . . .
H24 H 0.8120 0.2176 0.8127 0.032 Uiso 1 1 calc R . . . .
C25 C 0.89864(15) 0.28334(11) 0.9209(3) 0.0302(6) Uani 1 1 d . . . . .
H25 H 0.9385 0.2526 0.9822 0.036 Uiso 1 1 calc R . . . .
C26 C 0.91829(15) 0.34952(10) 0.9345(3) 0.0265(6) Uani 1 1 d . . . . .
H26 H 0.9717 0.3637 1.0035 0.032 Uiso 1 1 calc R . . . .
C27 C 0.86162(13) 0.39305(10) 0.8498(3) 0.0220(5) Uani 1 1 d . . . . .
H27 H 0.8758 0.4380 0.8596 0.026 Uiso 1 1 calc R . . . .
C28 C 0.78124(13) 0.37389(10) 0.7464(3) 0.0195(5) Uani 1 1 d . . . . .
C29 C 0.66534(15) 0.21475(10) 0.6043(3) 0.0303(6) Uani 1 1 d . . . . .
H29A H 0.6384 0.1990 0.6990 0.045 Uiso 1 1 calc GR . . . .
H29B H 0.7195 0.1914 0.6074 0.045 Uiso 1 1 calc GR . . . .
H29C H 0.6262 0.2073 0.4909 0.045 Uiso 1 1 calc GR . . . .


_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
N10 C3 1.326(3) . ?
N10 C9 1.387(3) . ?
N10 B4 1.515(3) . ?
C3 C2 1.395(3) . ?
C3 C33 1.475(3) . ?
C2 C1 1.370(3) . ?
C2 C31 1.477(3) . ?
C1 C9 1.408(3) . ?
C1 C30 1.479(3) . ?
C9 C8 1.384(3) . ?
C8 C12 1.381(3) . ?
C8 C15 1.481(3) . ?
C12 C7 1.398(3) . ?
C12 N11 1.385(2) . ?
C7 C6 1.374(3) . ?
C7 C37 1.481(3) . ?
C6 C5 1.387(3) . ?
C6 C35 1.476(3) . ?
C5 N11 1.333(3) . ?
C5 C34 1.476(3) . ?
N11 B4 1.520(3) . ?
B4 F13 1.368(3) . ?
B4 F14 1.382(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.507(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.511(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C15 C16 1.385(3) . ?
C15 C28 1.395(3) . ?
C16 C17 1.410(3) . ?
C16 C21 1.417(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.345(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.339(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.415(3) . ?
C21 C22 1.392(3) . ?
C22 C23 1.396(3) . ?
C22 C29 1.491(3) . ?
C23 C24 1.412(3) . ?
C23 C28 1.417(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.343(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.396(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.341(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.415(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

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
C3 N10 C9 108.08(17) . . ?
C3 N10 B4 125.74(18) . . ?
C9 N10 B4 126.18(18) . . ?
N10 C3 C2 110.17(18) . . ?
N10 C3 C33 122.2(2) . . ?
C2 C3 C33 127.6(2) . . ?
C3 C2 C31 124.28(19) . . ?
C1 C2 C3 107.0(2) . . ?
C1 C2 C31 128.7(2) . . ?
C2 C1 C9 107.32(18) . . ?
C2 C1 C30 126.0(2) . . ?
C9 C1 C30 126.65(19) . . ?
N10 C9 C1 107.45(18) . . ?
C8 C9 N10 119.86(19) . . ?
C8 C9 C1 132.69(19) . . ?
C9 C8 C15 120.2(2) . . ?
C12 C8 C9 120.94(19) . . ?
C12 C8 C15 118.81(19) . . ?
C8 C12 C7 131.92(19) . . ?
C8 C12 N11 120.47(19) . . ?
N11 C12 C7 107.60(18) . . ?
C12 C7 C37 127.97(19) . . ?
C6 C7 C12 107.37(18) . . ?
C6 C7 C37 124.7(2) . . ?
C7 C6 C5 107.1(2) . . ?
C7 C6 C35 126.30(19) . . ?
C5 C6 C35 126.52(19) . . ?
C6 C5 C34 128.3(2) . . ?
N11 C5 C6 109.92(18) . . ?
N11 C5 C34 121.8(2) . . ?
C12 N11 B4 125.62(18) . . ?
C5 N11 C12 108.02(17) . . ?
C5 N11 B4 126.36(18) . . ?
N10 B4 N11 106.89(17) . . ?
F13 B4 N10 109.79(18) . . ?
F13 B4 N11 110.3(2) . . ?
F13 B4 F14 109.55(18) . . ?
F14 B4 N10 110.11(19) . . ?
F14 B4 N11 110.21(19) . . ?
C3 C33 H33A 109.5 . . ?
C3 C33 H33B 109.5 . . ?
C3 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C2 C31 H31A 108.8 . . ?
C2 C31 H31B 108.8 . . ?
C2 C31 C32 113.90(19) . . ?
H31A C31 H31B 107.7 . . ?
C32 C31 H31A 108.8 . . ?
C32 C31 H31B 108.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C1 C30 H30A 109.5 . . ?
C1 C30 H30B 109.5 . . ?
C1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 C37 H37A 109.5 . . ?
C7 C37 H37B 109.5 . . ?
C7 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C6 C35 H35A 109.3 . . ?
C6 C35 H35B 109.3 . . ?
C6 C35 C36 111.65(19) . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 H35A 109.3 . . ?
C36 C35 H35B 109.3 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C5 C34 H34A 109.5 . . ?
C5 C34 H34B 109.5 . . ?
C5 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C16 C15 C8 121.10(18) . . ?
C16 C15 C28 120.12(18) . . ?
C28 C15 C8 118.75(18) . . ?
C15 C16 C17 121.51(18) . . ?
C15 C16 C21 120.27(18) . . ?
C17 C16 C21 118.20(19) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.7(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(2) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.0 . . ?
C19 C20 C21 122.1(2) . . ?
C21 C20 H20 119.0 . . ?
C20 C21 C16 117.64(19) . . ?
C22 C21 C16 120.01(19) . . ?
C22 C21 C20 122.35(19) . . ?
C21 C22 C23 119.56(18) . . ?
C21 C22 C29 120.6(2) . . ?
C23 C22 C29 119.86(19) . . ?
C22 C23 C24 122.27(19) . . ?
C22 C23 C28 120.33(19) . . ?
C24 C23 C28 117.40(19) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 C23 122.1(2) . . ?
C25 C24 H24 119.0 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.9(2) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.1 . . ?
C26 C27 C28 121.7(2) . . ?
C28 C27 H27 119.1 . . ?
C15 C28 C23 119.61(19) . . ?
C15 C28 C27 121.87(19) . . ?
C27 C28 C23 118.52(19) . . ?
C22 C29 H29A 109.5 . . ?
C22 C29 H29B 109.5 . . ?
C22 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C33 H33A F14 0.98 2.39 3.068(3) 125.9 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N10 C3 C2 C1 1.4(2) . . . . ?
N10 C3 C2 C31 -177.99(19) . . . . ?
N10 C9 C8 C12 -2.5(3) . . . . ?
N10 C9 C8 C15 174.79(18) . . . . ?
C3 N10 C9 C1 0.6(2) . . . . ?
C3 N10 C9 C8 -179.36(19) . . . . ?
C3 N10 B4 N11 -179.12(18) . . . . ?
C3 N10 B4 F13 -59.5(3) . . . . ?
C3 N10 B4 F14 61.2(3) . . . . ?
C3 C2 C1 C9 -1.0(2) . . . . ?
C3 C2 C1 C30 -179.3(2) . . . . ?
C3 C2 C31 C32 64.2(3) . . . . ?
C2 C1 C9 N10 0.3(2) . . . . ?
C2 C1 C9 C8 -179.8(2) . . . . ?
C1 C2 C31 C32 -115.0(3) . . . . ?
C1 C9 C8 C12 177.5(2) . . . . ?
C1 C9 C8 C15 -5.2(3) . . . . ?
C9 N10 C3 C2 -1.3(2) . . . . ?
C9 N10 C3 C33 179.25(19) . . . . ?
C9 N10 B4 N11 -0.1(3) . . . . ?
C9 N10 B4 F13 119.5(2) . . . . ?
C9 N10 B4 F14 -119.8(2) . . . . ?
C9 C8 C12 C7 -179.3(2) . . . . ?
C9 C8 C12 N11 2.1(3) . . . . ?
C9 C8 C15 C16 90.5(3) . . . . ?
C9 C8 C15 C28 -91.3(2) . . . . ?
C8 C12 C7 C6 -179.4(2) . . . . ?
C8 C12 C7 C37 0.3(4) . . . . ?
C8 C12 N11 C5 178.57(19) . . . . ?
C8 C12 N11 B4 -0.6(3) . . . . ?
C8 C15 C16 C17 -0.1(3) . . . . ?
C8 C15 C16 C21 178.20(19) . . . . ?
C8 C15 C28 C23 -176.9(2) . . . . ?
C8 C15 C28 C27 2.5(3) . . . . ?
C12 C8 C15 C16 -92.1(3) . . . . ?
C12 C8 C15 C28 86.0(3) . . . . ?
C12 C7 C6 C5 1.4(2) . . . . ?
C12 C7 C6 C35 177.77(19) . . . . ?
C12 N11 B4 N10 -0.3(3) . . . . ?
C12 N11 B4 F13 -119.6(2) . . . . ?
C12 N11 B4 F14 119.3(2) . . . . ?
C7 C12 N11 C5 -0.3(2) . . . . ?
C7 C12 N11 B4 -179.51(19) . . . . ?
C7 C6 C5 N11 -1.6(2) . . . . ?
C7 C6 C5 C34 176.2(2) . . . . ?
C7 C6 C35 C36 -73.2(3) . . . . ?
C6 C5 N11 C12 1.2(2) . . . . ?
C6 C5 N11 B4 -179.62(19) . . . . ?
C5 C6 C35 C36 102.5(2) . . . . ?
C5 N11 B4 N10 -179.40(18) . . . . ?
C5 N11 B4 F13 61.3(3) . . . . ?
C5 N11 B4 F14 -59.7(3) . . . . ?
N11 C12 C7 C6 -0.7(2) . . . . ?
N11 C12 C7 C37 179.0(2) . . . . ?
B4 N10 C3 C2 177.92(19) . . . . ?
B4 N10 C3 C33 -1.6(3) . . . . ?
B4 N10 C9 C1 -178.56(19) . . . . ?
B4 N10 C9 C8 1.5(3) . . . . ?
C33 C3 C2 C1 -179.1(2) . . . . ?
C33 C3 C2 C31 1.5(4) . . . . ?
C31 C2 C1 C9 178.4(2) . . . . ?
C31 C2 C1 C30 0.1(4) . . . . ?
C30 C1 C9 N10 178.5(2) . . . . ?
C30 C1 C9 C8 -1.5(4) . . . . ?
C37 C7 C6 C5 -178.3(2) . . . . ?
C37 C7 C6 C35 -1.9(3) . . . . ?
C35 C6 C5 N11 -178.00(19) . . . . ?
C35 C6 C5 C34 -0.2(4) . . . . ?
C34 C5 N11 C12 -176.8(2) . . . . ?
C34 C5 N11 B4 2.4(3) . . . . ?
C15 C8 C12 C7 3.4(3) . . . . ?
C15 C8 C12 N11 -175.21(18) . . . . ?
C15 C16 C17 C18 -179.4(2) . . . . ?
C15 C16 C21 C20 177.3(2) . . . . ?
C15 C16 C21 C22 -2.7(3) . . . . ?
C16 C15 C28 C23 1.2(3) . . . . ?
C16 C15 C28 C27 -179.4(2) . . . . ?
C16 C17 C18 C19 1.0(4) . . . . ?
C16 C21 C22 C23 3.9(3) . . . . ?
C16 C21 C22 C29 -175.5(2) . . . . ?
C17 C16 C21 C20 -4.3(3) . . . . ?
C17 C16 C21 C22 175.7(2) . . . . ?
C17 C18 C19 C20 -2.1(4) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C19 C20 C21 C16 3.3(3) . . . . ?
C19 C20 C21 C22 -176.6(2) . . . . ?
C20 C21 C22 C23 -176.2(2) . . . . ?
C20 C21 C22 C29 4.5(3) . . . . ?
C21 C16 C17 C18 2.2(3) . . . . ?
C21 C22 C23 C24 176.9(2) . . . . ?
C21 C22 C23 C28 -2.5(3) . . . . ?
C22 C23 C24 C25 -179.4(2) . . . . ?
C22 C23 C28 C15 0.0(3) . . . . ?
C22 C23 C28 C27 -179.4(2) . . . . ?
C23 C24 C25 C26 -1.0(4) . . . . ?
C24 C23 C28 C15 -179.5(2) . . . . ?
C24 C23 C28 C27 1.1(3) . . . . ?
C24 C25 C26 C27 0.9(4) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
C26 C27 C28 C15 179.3(2) . . . . ?
C26 C27 C28 C23 -1.3(3) . . . . ?
C28 C15 C16 C17 -178.2(2) . . . . ?
C28 C15 C16 C21 0.1(3) . . . . ?
C28 C23 C24 C25 0.0(3) . . . . ?
C29 C22 C23 C24 -3.7(3) . . . . ?
C29 C22 C23 C28 176.8(2) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount with oil'
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT906_kjf145_a            
;
PROBLEM: Large K value in the Analysis of Variance ......      2.896 Check 
RESPONSE: Large K value in the Analysis of Variance is associated to the 
very weak reflections in the high angle data.
;
_vrf_RINTA01_kjf145_a            
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: High Rint value is associated to the very weak reflections in the 
high angle data.
;
