# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_mo_51208c
_database_code_depnum_ccdc_archive 'CCDC 1445373'
_audit_update_record             
;
2016-01-05 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H14 B2 Cl2 F15 N O2'
_chemical_formula_weight         821.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.253(2)
_cell_length_b                   11.410(2)
_cell_length_c                   14.135(3)
_cell_angle_alpha                69.313(3)
_cell_angle_beta                 74.449(3)
_cell_angle_gamma                84.848(4)
_cell_volume                     1635.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2544
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.42

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.318
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.511
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9613
_diffrn_reflns_av_unetI/netI     0.1191
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.878
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5795
_reflns_number_gt                2573
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.2000P)²] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5795
_refine_ls_number_parameters     484
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.1992
_refine_ls_R_factor_gt           0.1080
_refine_ls_wR_factor_ref         0.3546
_refine_ls_wR_factor_gt          0.2991
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.6438(7) 0.7971(7) 0.4002(6) 0.0427(19) Uani 1 1 d . . . . .
B2 B 0.7887(7) 1.1407(7) 0.2696(6) 0.0406(18) Uani 1 1 d . . . . .
N1 N 0.6675(4) 0.8484(5) 0.4770(4) 0.0360(13) Uani 1 1 d . . . . .
O1 O 0.5295(5) 0.7792(5) 0.3948(4) 0.0593(14) Uani 1 1 d . . . . .
O2 O 0.7372(5) 0.7575(4) 0.3346(4) 0.0586(14) Uani 1 1 d . . . . .
F1 F 0.6186(3) 1.3037(4) 0.3577(3) 0.0583(12) Uani 1 1 d . . . . .
F2 F 0.6621(4) 1.4585(4) 0.4443(4) 0.0660(13) Uani 1 1 d . . . . .
F3 F 0.8972(5) 1.5045(5) 0.4397(5) 0.0917(17) Uani 1 1 d . . . . .
F4 F 1.0854(4) 1.3810(5) 0.3526(5) 0.0958(18) Uani 1 1 d . . . . .
F5 F 1.0455(3) 1.2137(4) 0.2758(3) 0.0667(13) Uani 1 1 d . . . . .
F6 F 0.9492(4) 0.9992(4) 0.4135(3) 0.0752(14) Uani 1 1 d . . . . .
F7 F 1.1019(5) 0.8154(5) 0.3952(5) 0.105(2) Uani 1 1 d . . . . .
F8 F 1.1240(6) 0.7257(5) 0.2368(5) 0.125(3) Uani 1 1 d . . . . .
F9 F 0.9902(6) 0.8359(5) 0.0921(5) 0.116(2) Uani 1 1 d . . . . .
F10 F 0.8429(5) 1.0226(4) 0.1072(4) 0.0759(14) Uani 1 1 d . . . . .
F11 F 0.5523(4) 1.2036(6) 0.1936(4) 0.100(2) Uani 1 1 d . . . . .
F12 F 0.5312(6) 1.3665(6) 0.0141(5) 0.125(2) Uani 1 1 d . . . . .
F13 F 0.7321(6) 1.4928(5) -0.1307(4) 0.113(2) Uani 1 1 d . . . . .
F14 F 0.9588(5) 1.4443(5) -0.0885(4) 0.0938(17) Uani 1 1 d . . . . .
F15 F 0.9796(4) 1.2819(4) 0.0915(3) 0.0743(14) Uani 1 1 d . . . . .
C1 C 0.6711(5) 0.9745(6) 0.4531(5) 0.0368(15) Uani 1 1 d . . . . .
C2 C 0.6824(6) 1.0179(7) 0.5299(5) 0.0499(19) Uani 1 1 d . . . . .
H2 H 0.6821 1.1037 0.5169 0.060 Uiso 1 1 calc R U . . .
C3 C 0.6941(7) 0.9368(7) 0.6247(6) 0.059(2) Uani 1 1 d . . . . .
H3 H 0.7029 0.9678 0.6751 0.070 Uiso 1 1 calc R U . . .
C4 C 0.6930(7) 0.8117(7) 0.6457(5) 0.0506(19) Uani 1 1 d . . . . .
H4 H 0.7038 0.7573 0.7096 0.061 Uiso 1 1 calc R U . . .
C5 C 0.6763(6) 0.7647(6) 0.5740(5) 0.0413(16) Uani 1 1 d . . . . .
C6 C 0.6627(6) 1.0583(6) 0.3466(5) 0.0441(17) Uani 1 1 d . . . . .
H6A H 0.5956 1.1164 0.3545 0.053 Uiso 1 1 calc R U . . .
H6B H 0.6412 1.0073 0.3113 0.053 Uiso 1 1 calc R U . . .
C7 C 0.6700(7) 0.6285(6) 0.5920(6) 0.0530(19) Uani 1 1 d . . . . .
H7A H 0.7369 0.6069 0.5426 0.079 Uiso 1 1 calc R U . . .
H7B H 0.5931 0.6098 0.5832 0.079 Uiso 1 1 calc R U . . .
H7C H 0.6762 0.5811 0.6617 0.079 Uiso 1 1 calc R U . . .
C8 C 0.5481(7) 0.7284(7) 0.3220(8) 0.067(2) Uani 0.49(6) 1 d G U P A 1
C9 C 0.4585(16) 0.6909(11) 0.2897(17) 0.082(3) Uani 0.49(6) 1 d G U P A 1
H9 H 0.3757 0.7016 0.3195 0.099 Uiso 0.49(6) 1 calc R U P A 1
C10 C 0.491(3) 0.6377(12) 0.2135(18) 0.084(7) Uani 0.49(6) 1 d G U P A 1
H10 H 0.4296 0.6122 0.1916 0.101 Uiso 0.49(6) 1 calc R U P A 1
C11 C 0.612(4) 0.6220(8) 0.1697(9) 0.080(4) Uani 0.49(6) 1 d G U P A 1
H11 H 0.6341 0.5858 0.1179 0.096 Uiso 0.49(6) 1 calc R U P A 1
C12 C 0.702(3) 0.6595(5) 0.2020(5) 0.081(3) Uani 0.49(6) 1 d G U P A 1
H12 H 0.7846 0.6488 0.1722 0.097 Uiso 0.49(6) 1 calc R U P A 1
C13 C 0.6698(10) 0.7127(5) 0.2782(5) 0.063(2) Uani 0.49(6) 1 d G U P A 1
C8' C 0.5536(8) 0.7229(6) 0.3137(7) 0.067(2) Uani 0.51(6) 1 d G . P A 2
C9' C 0.4812(19) 0.6787(10) 0.2685(16) 0.082(3) Uani 0.51(6) 1 d G . P A 2
H9' H 0.3958 0.6846 0.2886 0.099 Uiso 0.51(6) 1 calc R U P A 2
C10' C 0.536(4) 0.6257(10) 0.1933(15) 0.083(8) Uani 0.51(6) 1 d G U P A 2
H10' H 0.4870 0.5959 0.1629 0.100 Uiso 0.51(6) 1 calc R U P A 2
C11' C 0.663(4) 0.6169(7) 0.1634(6) 0.080(4) Uani 0.51(6) 1 d G . P A 2
H11' H 0.6993 0.5813 0.1128 0.096 Uiso 0.51(6) 1 calc R U P A 2
C12' C 0.735(2) 0.6612(7) 0.2086(8) 0.081(3) Uani 0.51(6) 1 d G . P A 2
H12' H 0.8204 0.6553 0.1885 0.097 Uiso 0.51(6) 1 calc R U P A 2
C13' C 0.6805(9) 0.7142(6) 0.2838(7) 0.063(2) Uani 0.51(6) 1 d G . P A 2
C14 C 0.8285(6) 1.2399(6) 0.3177(5) 0.0375(15) Uani 1 1 d . . . . .
C15 C 0.7375(6) 1.3138(6) 0.3589(5) 0.0404(16) Uani 1 1 d . . . . .
C16 C 0.7565(6) 1.3992(6) 0.4020(5) 0.0438(17) Uani 1 1 d . . . . .
C17 C 0.8749(7) 1.4219(7) 0.4002(6) 0.0536(19) Uani 1 1 d . . . . .
C18 C 0.9694(6) 1.3574(7) 0.3552(6) 0.0551(19) Uani 1 1 d . . . . .
C19 C 0.9447(6) 1.2705(6) 0.3174(5) 0.0450(17) Uani 1 1 d . . . . .
C20 C 0.8944(6) 1.0323(6) 0.2550(5) 0.0439(17) Uani 1 1 d . . . . .
C21 C 0.9592(7) 0.9677(7) 0.3293(6) 0.059(2) Uani 1 1 d . . . . .
C22 C 1.0377(8) 0.8666(8) 0.3231(7) 0.074(3) Uani 1 1 d . . . . .
C23 C 1.0511(8) 0.8245(8) 0.2428(8) 0.077(3) Uani 1 1 d D . . . .
C24 C 0.9875(8) 0.8801(8) 0.1690(6) 0.069(3) Uani 1 1 d D . . . .
C25 C 0.9088(7) 0.9799(6) 0.1777(5) 0.0523(19) Uani 1 1 d . . . . .
C26 C 0.7681(6) 1.2338(6) 0.1546(5) 0.0428(16) Uani 1 1 d . . . . .
C27 C 0.6569(8) 1.2604(8) 0.1285(6) 0.062(2) Uani 1 1 d . . . . .
C28 C 0.6423(9) 1.3459(9) 0.0349(7) 0.074(2) Uani 1 1 d . . . . .
C29 C 0.7418(10) 1.4092(8) -0.0391(6) 0.074(3) Uani 1 1 d D . . . .
C30 C 0.8550(9) 1.3837(7) -0.0175(6) 0.064(2) Uani 1 1 d D . . . .
C31 C 0.8655(7) 1.3017(6) 0.0754(5) 0.0465(18) Uani 1 1 d . . . . .
C32 C 0.6721(19) 0.9248(13) 0.9726(12) 0.204(8) Uani 1 1 d D U . . .
H32A H 0.5934 0.8849 1.0144 0.245 Uiso 1 1 calc R U . . .
H32B H 0.7195 0.9276 1.0198 0.245 Uiso 1 1 calc R U . . .
Cl1 Cl 0.7472(6) 0.8413(6) 0.9002(3) 0.231(3) Uani 1 1 d D U . . .
Cl2 Cl 0.6488(7) 1.0664(6) 0.8996(7) 0.312(5) Uani 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O1 1.346(9) . ?
B1 O2 1.362(9) . ?
B1 N1 1.492(9) . ?
B2 C14 1.657(10) . ?
B2 C26 1.661(10) . ?
B2 C6 1.664(10) . ?
B2 C20 1.665(10) . ?
N1 C1 1.358(8) . ?
N1 C5 1.390(8) . ?
O1 C8 1.313(13) . ?
O1 C8' 1.457(13) . ?
O2 C13' 1.313(14) . ?
O2 C13 1.469(13) . ?
F1 C15 1.358(8) . ?
F2 C16 1.327(7) . ?
F3 C17 1.323(8) . ?
F4 C18 1.344(8) . ?
F5 C19 1.354(7) . ?
F6 C21 1.334(9) . ?
F7 C22 1.341(10) . ?
F8 C23 1.347(9) . ?
F9 C24 1.343(10) . ?
F10 C25 1.330(8) . ?
F11 C27 1.337(9) . ?
F12 C28 1.341(10) . ?
F13 C29 1.335(9) . ?
F14 C30 1.370(9) . ?
F15 C31 1.349(8) . ?
C1 C2 1.381(9) . ?
C1 C6 1.494(9) . ?
C2 C3 1.366(10) . ?
C3 C4 1.353(10) . ?
C4 C5 1.360(10) . ?
C5 C7 1.488(9) . ?
C8 C9 1.368(4) . ?
C8 C13 1.368(4) . ?
C9 C10 1.368(4) . ?
C10 C11 1.368(4) . ?
C11 C12 1.368(4) . ?
C12 C13 1.368(4) . ?
C8' C9' 1.381(4) . ?
C8' C13' 1.381(4) . ?
C9' C10' 1.381(4) . ?
C10' C11' 1.381(4) . ?
C11' C12' 1.381(4) . ?
C12' C13' 1.381(4) . ?
C14 C19 1.382(9) . ?
C14 C15 1.404(8) . ?
C15 C16 1.376(9) . ?
C16 C17 1.372(10) . ?
C17 C18 1.380(10) . ?
C18 C19 1.359(10) . ?
C20 C25 1.389(10) . ?
C20 C21 1.395(10) . ?
C21 C22 1.402(11) . ?
C22 C23 1.350(13) . ?
C23 C24 1.361(11) . ?
C24 C25 1.398(10) . ?
C26 C27 1.377(10) . ?
C26 C31 1.392(9) . ?
C27 C28 1.380(11) . ?
C28 C29 1.362(12) . ?
C29 C30 1.372(11) . ?
C30 C31 1.345(10) . ?
C32 Cl2 1.623(13) . ?
C32 Cl1 1.657(14) . ?

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
O1 B1 O2 115.2(7) . . ?
O1 B1 N1 122.9(6) . . ?
O2 B1 N1 121.8(6) . . ?
C14 B2 C26 103.0(5) . . ?
C14 B2 C6 112.6(5) . . ?
C26 B2 C6 112.5(6) . . ?
C14 B2 C20 114.0(6) . . ?
C26 B2 C20 111.0(5) . . ?
C6 B2 C20 104.1(5) . . ?
C1 N1 C5 122.3(5) . . ?
C1 N1 B1 119.3(5) . . ?
C5 N1 B1 118.3(5) . . ?
C8 O1 B1 104.1(6) . . ?
B1 O1 C8' 102.6(5) . . ?
C13' O2 B1 103.9(6) . . ?
B1 O2 C13 101.9(6) . . ?
N1 C1 C2 117.3(6) . . ?
N1 C1 C6 119.1(5) . . ?
C2 C1 C6 123.6(6) . . ?
C3 C2 C1 121.0(6) . . ?
C4 C3 C2 120.4(7) . . ?
C3 C4 C5 120.6(7) . . ?
C4 C5 N1 118.4(6) . . ?
C4 C5 C7 124.0(6) . . ?
N1 C5 C7 117.6(6) . . ?
C1 C6 B2 116.4(6) . . ?
O1 C8 C9 125.9(9) . . ?
O1 C8 C13 114.1(9) . . ?
C9 C8 C13 120.0 . . ?
C8 C9 C10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C10 C11 C12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C12 C13 C8 120.0 . . ?
C12 C13 O2 135.3(8) . . ?
C8 C13 O2 104.7(8) . . ?
C9' C8' C13' 120.0 . . ?
C9' C8' O1 135.0(8) . . ?
C13' C8' O1 104.9(8) . . ?
C10' C9' C8' 120.0 . . ?
C11' C10' C9' 120.0 . . ?
C10' C11' C12' 120.0 . . ?
C13' C12' C11' 120.0 . . ?
O2 C13' C12' 126.6(8) . . ?
O2 C13' C8' 113.4(8) . . ?
C12' C13' C8' 120.0 . . ?
C19 C14 C15 111.3(6) . . ?
C19 C14 B2 129.2(6) . . ?
C15 C14 B2 119.3(6) . . ?
F1 C15 C16 114.6(5) . . ?
F1 C15 C14 119.6(6) . . ?
C16 C15 C14 125.8(6) . . ?
F2 C16 C17 120.7(6) . . ?
F2 C16 C15 120.6(6) . . ?
C17 C16 C15 118.7(6) . . ?
F3 C17 C16 120.6(6) . . ?
F3 C17 C18 121.3(7) . . ?
C16 C17 C18 118.1(7) . . ?
F4 C18 C19 121.5(6) . . ?
F4 C18 C17 118.0(7) . . ?
C19 C18 C17 120.6(7) . . ?
F5 C19 C18 114.6(6) . . ?
F5 C19 C14 120.2(6) . . ?
C18 C19 C14 125.2(6) . . ?
C25 C20 C21 112.6(6) . . ?
C25 C20 B2 122.4(6) . . ?
C21 C20 B2 123.9(6) . . ?
F6 C21 C20 121.0(6) . . ?
F6 C21 C22 115.0(8) . . ?
C20 C21 C22 124.0(7) . . ?
F7 C22 C23 120.7(8) . . ?
F7 C22 C21 119.6(9) . . ?
C23 C22 C21 119.7(8) . . ?
F8 C23 C22 120.5(9) . . ?
F8 C23 C24 119.8(9) . . ?
C22 C23 C24 119.6(7) . . ?
F9 C24 C23 121.9(8) . . ?
F9 C24 C25 118.4(9) . . ?
C23 C24 C25 119.5(7) . . ?
F10 C25 C20 119.9(6) . . ?
F10 C25 C24 115.7(7) . . ?
C20 C25 C24 124.4(8) . . ?
C27 C26 C31 112.5(6) . . ?
C27 C26 B2 125.9(6) . . ?
C31 C26 B2 121.4(6) . . ?
F11 C27 C26 121.7(7) . . ?
F11 C27 C28 114.1(8) . . ?
C26 C27 C28 124.2(8) . . ?
F12 C28 C29 118.8(8) . . ?
F12 C28 C27 121.1(8) . . ?
C29 C28 C27 120.1(9) . . ?
F13 C29 C28 122.2(9) . . ?
F13 C29 C30 120.0(9) . . ?
C28 C29 C30 117.7(8) . . ?
C31 C30 F14 118.8(8) . . ?
C31 C30 C29 120.5(8) . . ?
F14 C30 C29 120.7(7) . . ?
C30 C31 F15 117.3(7) . . ?
C30 C31 C26 124.8(8) . . ?
F15 C31 C26 117.9(6) . . ?
Cl2 C32 Cl1 110.9(10) . . ?

_refine_diff_density_max         0.738
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.094

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_a50831a
_database_code_depnum_ccdc_archive 'CCDC 1445374'
_audit_update_record             
;
2016-01-05 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H9 B F15 N'
_chemical_formula_weight         619.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.690(5)
_cell_length_b                   18.994(11)
_cell_length_c                   15.963(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.675(8)
_cell_angle_gamma                90
_cell_volume                     2329(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    889
_cell_measurement_theta_min      2.496
_cell_measurement_theta_max      24.238

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.800
_exptl_crystal_size_min          0.600
_exptl_absorpt_coefficient_mu    0.188
_shelx_estimated_absorpt_T_min   0.835
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.694
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9318
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.667
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4527
_reflns_number_gt                2808
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0671P)²] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4527
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.961
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.4522(3) 0.65866(13) 0.38967(15) 0.0422(6) Uani 1 1 d . . . . .
C1 C 0.6525(3) 0.62392(12) 0.38237(14) 0.0484(6) Uani 1 1 d . . . . .
H1A H 0.7307 0.6454 0.4244 0.058 Uiso 1 1 calc R U . . .
H1B H 0.6477 0.5739 0.3942 0.058 Uiso 1 1 calc R U . . .
C2 C 0.7232(3) 0.63440(11) 0.29844(14) 0.0461(5) Uani 1 1 d . . . . .
C3 C 0.7134(3) 0.58651(13) 0.23278(16) 0.0578(6) Uani 1 1 d . . . . .
H3 H 0.6705 0.5415 0.2415 0.069 Uiso 1 1 calc R U . . .
C4 C 0.7668(3) 0.60530(15) 0.15489(18) 0.0707(8) Uani 1 1 d . . . . .
H4 H 0.7598 0.5727 0.1114 0.085 Uiso 1 1 calc R U . . .
C5 C 0.8308(3) 0.67220(16) 0.14035(16) 0.0654(7) Uani 1 1 d . . . . .
H5 H 0.8626 0.6851 0.0870 0.078 Uiso 1 1 calc R U . . .
C6 C 0.8466(3) 0.71890(13) 0.20523(15) 0.0526(6) Uani 1 1 d . . . . .
C7 C 0.9181(4) 0.79111(15) 0.19905(19) 0.0750(8) Uani 1 1 d . . . . .
H7A H 0.8410 0.8239 0.2241 0.113 Uiso 1 1 calc R U . . .
H7B H 0.9294 0.8031 0.1411 0.113 Uiso 1 1 calc R U . . .
H7C H 1.0304 0.7931 0.2279 0.113 Uiso 1 1 calc R U . . .
C8 C 0.3505(3) 0.63101(12) 0.30204(13) 0.0429(5) Uani 1 1 d . . . . .
C9 C 0.3278(3) 0.66985(13) 0.22911(14) 0.0502(6) Uani 1 1 d . . . . .
C10 C 0.2594(3) 0.64324(15) 0.15425(15) 0.0618(7) Uani 1 1 d . . . . .
C11 C 0.2119(3) 0.57437(16) 0.14834(17) 0.0664(7) Uani 1 1 d . . . . .
C12 C 0.2349(3) 0.53191(14) 0.21750(17) 0.0611(7) Uani 1 1 d . . . . .
C13 C 0.3048(3) 0.56068(12) 0.29094(15) 0.0489(6) Uani 1 1 d . . . . .
C14 C 0.3631(3) 0.63000(11) 0.47576(14) 0.0444(5) Uani 1 1 d . . . . .
C15 C 0.1931(3) 0.60625(11) 0.48178(15) 0.0497(6) Uani 1 1 d . . . . .
C16 C 0.1236(3) 0.58498(12) 0.55581(17) 0.0603(7) Uani 1 1 d . . . . .
C17 C 0.2232(4) 0.58767(13) 0.62903(17) 0.0664(8) Uani 1 1 d . . . . .
C18 C 0.3904(4) 0.61213(14) 0.62786(15) 0.0642(7) Uani 1 1 d . . . . .
C19 C 0.4547(3) 0.63302(13) 0.55268(15) 0.0548(6) Uani 1 1 d . . . . .
C20 C 0.4456(3) 0.74526(12) 0.39951(13) 0.0461(5) Uani 1 1 d . . . . .
C21 C 0.5824(3) 0.79074(13) 0.42169(14) 0.0533(6) Uani 1 1 d . . . . .
C22 C 0.5678(4) 0.86233(14) 0.43010(16) 0.0650(7) Uani 1 1 d . . . . .
C23 C 0.4077(5) 0.89351(14) 0.41675(17) 0.0727(8) Uani 1 1 d . . . . .
C24 C 0.2668(4) 0.85213(15) 0.39754(16) 0.0661(7) Uani 1 1 d . . . . .
C25 C 0.2880(3) 0.78081(12) 0.39035(14) 0.0515(6) Uani 1 1 d . . . . .
F1 F 0.3760(2) 0.73815(8) 0.22729(9) 0.0678(4) Uani 1 1 d . . . . .
F2 F 0.2397(2) 0.68601(10) 0.08650(9) 0.0911(5) Uani 1 1 d . . . . .
F3 F 0.1423(3) 0.54839(11) 0.07583(11) 0.1018(6) Uani 1 1 d . . . . .
F4 F 0.1925(2) 0.46369(9) 0.21349(11) 0.0893(5) Uani 1 1 d . . . . .
F5 F 0.33132(18) 0.51506(7) 0.35553(9) 0.0639(4) Uani 1 1 d . . . . .
F6 F 0.08271(16) 0.60342(8) 0.41372(9) 0.0656(4) Uani 1 1 d . . . . .
F7 F -0.0430(2) 0.56338(9) 0.55644(11) 0.0887(5) Uani 1 1 d . . . . .
F8 F 0.1563(3) 0.56770(9) 0.70189(11) 0.1017(6) Uani 1 1 d . . . . .
F9 F 0.4883(2) 0.61638(10) 0.69953(9) 0.0947(6) Uani 1 1 d . . . . .
F10 F 0.61849(19) 0.65927(9) 0.55717(9) 0.0772(5) Uani 1 1 d . . . . .
F11 F 0.74785(18) 0.76531(8) 0.43640(9) 0.0682(4) Uani 1 1 d . . . . .
F12 F 0.7100(2) 0.90119(8) 0.45063(11) 0.0914(6) Uani 1 1 d . . . . .
F13 F 0.3934(3) 0.96350(9) 0.42338(12) 0.1138(7) Uani 1 1 d . . . . .
F14 F 0.1079(2) 0.88125(9) 0.38637(11) 0.0990(6) Uani 1 1 d . . . . .
F15 F 0.14093(18) 0.74317(8) 0.37202(9) 0.0666(4) Uani 1 1 d . . . . .
N1 N 0.7943(2) 0.69748(11) 0.28107(13) 0.0478(5) Uani 1 1 d . . . . .
H1 H 0.814(4) 0.7276(14) 0.3271(18) 0.079(9) Uiso 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
B1 C20 1.653(3) . ?
B1 C8 1.656(3) . ?
B1 C14 1.656(3) . ?
B1 C1 1.685(3) . ?
C1 C2 1.483(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.351(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(4) . ?
C5 H5 0.9300 . ?
C6 N1 1.356(3) . ?
C6 C7 1.483(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.383(3) . ?
C8 C13 1.391(3) . ?
C9 F1 1.350(3) . ?
C9 C10 1.379(3) . ?
C10 F2 1.355(3) . ?
C10 C11 1.360(4) . ?
C11 F3 1.346(3) . ?
C11 C12 1.372(4) . ?
C12 F4 1.337(3) . ?
C12 C13 1.379(3) . ?
C13 F5 1.355(3) . ?
C14 C19 1.388(3) . ?
C14 C15 1.391(3) . ?
C15 F6 1.348(3) . ?
C15 C16 1.380(3) . ?
C16 F7 1.345(3) . ?
C16 C17 1.368(4) . ?
C17 F8 1.348(3) . ?
C17 C18 1.368(4) . ?
C18 F9 1.342(3) . ?
C18 C19 1.377(4) . ?
C19 F10 1.353(3) . ?
C20 C25 1.389(3) . ?
C20 C21 1.394(3) . ?
C21 F11 1.371(3) . ?
C21 C22 1.372(4) . ?
C22 F12 1.347(3) . ?
C22 C23 1.374(4) . ?
C23 F13 1.339(3) . ?
C23 C24 1.362(4) . ?
C24 F14 1.345(3) . ?
C24 C25 1.370(4) . ?
C25 F15 1.358(3) . ?
N1 H1 0.94(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 B1 C8 112.37(17) . . ?
C20 B1 C14 103.45(17) . . ?
C8 B1 C14 113.55(18) . . ?
C20 B1 C1 115.36(18) . . ?
C8 B1 C1 102.39(17) . . ?
C14 B1 C1 110.09(17) . . ?
C2 C1 B1 112.63(17) . . ?
C2 C1 H1A 109.1 . . ?
B1 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
B1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
N1 C2 C3 115.8(2) . . ?
N1 C2 C1 118.3(2) . . ?
C3 C2 C1 125.8(2) . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 117.6(2) . . ?
N1 C6 C7 117.6(2) . . ?
C5 C6 C7 124.8(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 112.6(2) . . ?
C9 C8 B1 125.3(2) . . ?
C13 C8 B1 121.27(19) . . ?
F1 C9 C10 115.3(2) . . ?
F1 C9 C8 120.5(2) . . ?
C10 C9 C8 124.2(2) . . ?
F2 C10 C11 120.1(2) . . ?
F2 C10 C9 119.7(3) . . ?
C11 C10 C9 120.2(2) . . ?
F3 C11 C10 120.5(3) . . ?
F3 C11 C12 120.5(3) . . ?
C10 C11 C12 119.0(2) . . ?
F4 C12 C11 120.6(2) . . ?
F4 C12 C13 120.6(3) . . ?
C11 C12 C13 118.8(3) . . ?
F5 C13 C12 115.6(2) . . ?
F5 C13 C8 119.3(2) . . ?
C12 C13 C8 125.1(2) . . ?
C19 C14 C15 113.1(2) . . ?
C19 C14 B1 120.5(2) . . ?
C15 C14 B1 126.20(19) . . ?
F6 C15 C16 115.1(2) . . ?
F6 C15 C14 121.1(2) . . ?
C16 C15 C14 123.9(2) . . ?
F7 C16 C17 120.0(2) . . ?
F7 C16 C15 120.2(3) . . ?
C17 C16 C15 119.8(3) . . ?
F8 C17 C16 120.4(3) . . ?
F8 C17 C18 120.3(3) . . ?
C16 C17 C18 119.3(2) . . ?
F9 C18 C17 119.9(2) . . ?
F9 C18 C19 121.0(3) . . ?
C17 C18 C19 119.1(2) . . ?
F10 C19 C18 115.5(2) . . ?
F10 C19 C14 119.6(2) . . ?
C18 C19 C14 124.8(3) . . ?
C25 C20 C21 111.7(2) . . ?
C25 C20 B1 120.25(19) . . ?
C21 C20 B1 127.9(2) . . ?
F11 C21 C22 114.3(2) . . ?
F11 C21 C20 120.6(2) . . ?
C22 C21 C20 125.1(2) . . ?
F12 C22 C21 119.9(3) . . ?
F12 C22 C23 120.9(3) . . ?
C21 C22 C23 119.3(3) . . ?
F13 C23 C24 121.6(3) . . ?
F13 C23 C22 119.5(3) . . ?
C24 C23 C22 119.0(2) . . ?
F14 C24 C23 120.0(3) . . ?
F14 C24 C25 120.4(3) . . ?
C23 C24 C25 119.5(3) . . ?
F15 C25 C24 115.9(2) . . ?
F15 C25 C20 118.7(2) . . ?
C24 C25 C20 125.3(2) . . ?
C2 N1 C6 126.1(2) . . ?
C2 N1 H1 115.7(17) . . ?
C6 N1 H1 118.1(17) . . ?

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 B1 C1 C2 -76.2(2) . . . . ?
C8 B1 C1 C2 46.1(2) . . . . ?
C14 B1 C1 C2 167.18(18) . . . . ?
B1 C1 C2 N1 80.4(2) . . . . ?
B1 C1 C2 C3 -95.1(3) . . . . ?
N1 C2 C3 C4 -2.9(3) . . . . ?
C1 C2 C3 C4 172.8(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 2.4(4) . . . . ?
C4 C5 C6 N1 -1.5(4) . . . . ?
C4 C5 C6 C7 178.0(3) . . . . ?
C20 B1 C8 C9 26.7(3) . . . . ?
C14 B1 C8 C9 143.7(2) . . . . ?
C1 B1 C8 C9 -97.7(2) . . . . ?
C20 B1 C8 C13 -164.48(19) . . . . ?
C14 B1 C8 C13 -47.5(3) . . . . ?
C1 B1 C8 C13 71.1(2) . . . . ?
C13 C8 C9 F1 -175.90(18) . . . . ?
B1 C8 C9 F1 -6.2(3) . . . . ?
C13 C8 C9 C10 3.0(3) . . . . ?
B1 C8 C9 C10 172.7(2) . . . . ?
F1 C9 C10 F2 -2.1(3) . . . . ?
C8 C9 C10 F2 178.9(2) . . . . ?
F1 C9 C10 C11 177.8(2) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
F2 C10 C11 F3 -1.2(4) . . . . ?
C9 C10 C11 F3 178.8(2) . . . . ?
F2 C10 C11 C12 179.3(2) . . . . ?
C9 C10 C11 C12 -0.7(4) . . . . ?
F3 C11 C12 F4 1.6(4) . . . . ?
C10 C11 C12 F4 -178.8(2) . . . . ?
F3 C11 C12 C13 -179.2(2) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
F4 C12 C13 F5 2.1(3) . . . . ?
C11 C12 C13 F5 -177.1(2) . . . . ?
F4 C12 C13 C8 -178.9(2) . . . . ?
C11 C12 C13 C8 2.0(4) . . . . ?
C9 C8 C13 F5 175.51(18) . . . . ?
B1 C8 C13 F5 5.4(3) . . . . ?
C9 C8 C13 C12 -3.5(3) . . . . ?
B1 C8 C13 C12 -173.6(2) . . . . ?
C20 B1 C14 C19 -74.3(2) . . . . ?
C8 B1 C14 C19 163.64(19) . . . . ?
C1 B1 C14 C19 49.5(3) . . . . ?
C20 B1 C14 C15 100.7(2) . . . . ?
C8 B1 C14 C15 -21.4(3) . . . . ?
C1 B1 C14 C15 -135.5(2) . . . . ?
C19 C14 C15 F6 176.61(19) . . . . ?
B1 C14 C15 F6 1.3(3) . . . . ?
C19 C14 C15 C16 -2.5(3) . . . . ?
B1 C14 C15 C16 -177.8(2) . . . . ?
F6 C15 C16 F7 0.1(3) . . . . ?
C14 C15 C16 F7 179.3(2) . . . . ?
F6 C15 C16 C17 -178.2(2) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
F7 C16 C17 F8 1.1(4) . . . . ?
C15 C16 C17 F8 179.4(2) . . . . ?
F7 C16 C17 C18 -177.7(2) . . . . ?
C15 C16 C17 C18 0.6(4) . . . . ?
F8 C17 C18 F9 -0.1(4) . . . . ?
C16 C17 C18 F9 178.6(2) . . . . ?
F8 C17 C18 C19 -179.2(2) . . . . ?
C16 C17 C18 C19 -0.4(4) . . . . ?
F9 C18 C19 F10 -1.7(3) . . . . ?
C17 C18 C19 F10 177.4(2) . . . . ?
F9 C18 C19 C14 179.6(2) . . . . ?
C17 C18 C19 C14 -1.4(4) . . . . ?
C15 C14 C19 F10 -176.0(2) . . . . ?
B1 C14 C19 F10 -0.4(3) . . . . ?
C15 C14 C19 C18 2.7(3) . . . . ?
B1 C14 C19 C18 178.3(2) . . . . ?
C8 B1 C20 C25 51.1(3) . . . . ?
C14 B1 C20 C25 -71.8(2) . . . . ?
C1 B1 C20 C25 167.94(19) . . . . ?
C8 B1 C20 C21 -133.1(2) . . . . ?
C14 B1 C20 C21 104.1(2) . . . . ?
C1 B1 C20 C21 -16.2(3) . . . . ?
C25 C20 C21 F11 177.82(19) . . . . ?
B1 C20 C21 F11 1.7(3) . . . . ?
C25 C20 C21 C22 -2.8(3) . . . . ?
B1 C20 C21 C22 -178.9(2) . . . . ?
F11 C21 C22 F12 0.5(3) . . . . ?
C20 C21 C22 F12 -179.0(2) . . . . ?
F11 C21 C22 C23 180.0(2) . . . . ?
C20 C21 C22 C23 0.5(4) . . . . ?
F12 C22 C23 F13 0.7(4) . . . . ?
C21 C22 C23 F13 -178.8(2) . . . . ?
F12 C22 C23 C24 -178.9(2) . . . . ?
C21 C22 C23 C24 1.6(4) . . . . ?
F13 C23 C24 F14 -1.3(4) . . . . ?
C22 C23 C24 F14 178.2(2) . . . . ?
F13 C23 C24 C25 179.2(2) . . . . ?
C22 C23 C24 C25 -1.3(4) . . . . ?
F14 C24 C25 F15 -0.2(3) . . . . ?
C23 C24 C25 F15 179.3(2) . . . . ?
F14 C24 C25 C20 179.2(2) . . . . ?
C23 C24 C25 C20 -1.3(4) . . . . ?
C21 C20 C25 F15 -177.44(19) . . . . ?
B1 C20 C25 F15 -1.0(3) . . . . ?
C21 C20 C25 C24 3.2(3) . . . . ?
B1 C20 C25 C24 179.7(2) . . . . ?
C3 C2 N1 C6 4.0(3) . . . . ?
C1 C2 N1 C6 -171.97(19) . . . . ?
C5 C6 N1 C2 -1.8(3) . . . . ?
C7 C6 N1 C2 178.7(2) . . . . ?

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
N1 H1 F11 0.94(3) 1.98(3) 2.832(3) 151(2) .

_refine_diff_density_max         0.234
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-2

