# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_hb1_1
_database_code_depnum_ccdc_archive 'CCDC 1004582'
_audit_update_record             
;
2014-05-21 deposited with the CCDC.
2015-03-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H3 B F18 O3'
_chemical_formula_weight         511.92

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   8.9234(11)
_cell_length_b                   15.103(2)
_cell_length_c                   12.9733(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.342(3)
_cell_angle_gamma                90.00
_cell_volume                     1686.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.017
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9481
_exptl_absorpt_correction_T_max  0.9761
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13673
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         24.72
_reflns_number_total             2882
_reflns_number_gt                1652
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0373P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2882
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0808
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F2F F -0.3579(2) -0.04877(13) 0.33304(16) 0.0478(6) Uani 1 1 d . . .
F3F F -0.4098(2) 0.32526(14) 0.12048(15) 0.0476(6) Uani 1 1 d . . .
F3E F -0.3513(2) 0.32873(13) 0.34101(15) 0.0453(5) Uani 1 1 d . . .
F2E F -0.4083(2) -0.04784(13) 0.11762(16) 0.0509(6) Uani 1 1 d . . .
F3D F -0.1131(2) 0.32073(13) 0.42875(14) 0.0460(6) Uani 1 1 d . . .
F3C F -0.2533(2) 0.43461(12) 0.12886(14) 0.0450(6) Uani 1 1 d . . .
F3B F -0.2111(2) 0.31160(12) 0.05835(15) 0.0473(6) Uani 1 1 d . . .
F1F F 0.3728(2) 0.24493(13) 0.39461(16) 0.0509(6) Uani 1 1 d . . .
F2D F -0.1190(2) -0.08141(13) 0.34839(14) 0.0415(5) Uani 1 1 d . . .
F2C F -0.1754(2) 0.03535(14) 0.42296(15) 0.0601(6) Uani 1 1 d . . .
F2B F -0.1679(2) -0.07476(14) 0.13123(15) 0.0499(6) Uani 1 1 d . . .
F3A F -0.1984(2) 0.43926(12) 0.34245(14) 0.0462(6) Uani 1 1 d . . .
F1E F 0.2625(3) 0.13756(14) 0.45139(16) 0.0617(7) Uani 1 1 d . . .
F2A F -0.2735(2) 0.04346(16) 0.05371(15) 0.0673(7) Uani 1 1 d . . .
F1D F 0.4080(2) 0.11996(14) 0.17508(18) 0.0605(7) Uani 1 1 d . . .
F1C F 0.4583(2) 0.11284(14) 0.38888(16) 0.0603(7) Uani 1 1 d . . .
F1B F 0.1795(2) 0.15518(16) 0.08396(16) 0.0642(7) Uani 1 1 d . . .
F1A F 0.3274(2) 0.25376(14) 0.17617(17) 0.0562(6) Uani 1 1 d . . .
O3 O -0.1775(2) 0.22148(12) 0.24510(16) 0.0277(5) Uani 1 1 d . . .
C1A C 0.2207(3) 0.1464(2) 0.2682(2) 0.0253(8) Uani 1 1 d . . .
H1AA H 0.1876 0.0829 0.2621 0.030 Uiso 1 1 calc R . .
C3A C -0.1628(4) 0.31444(18) 0.2432(2) 0.0249(8) Uani 1 1 d . . .
H3AA H -0.0518 0.3299 0.2494 0.030 Uiso 1 1 calc R . .
C2A C -0.2263(3) 0.03982(19) 0.2381(2) 0.0244(8) Uani 1 1 d . . .
H2AA H -0.3031 0.0887 0.2344 0.029 Uiso 1 1 calc R . .
C2C C -0.2696(4) -0.0111(2) 0.1341(3) 0.0335(9) Uani 1 1 d . . .
C1C C 0.3313(4) 0.1615(2) 0.3767(3) 0.0353(9) Uani 1 1 d . . .
C1B C 0.2848(4) 0.1695(3) 0.1749(3) 0.0376(9) Uani 1 1 d . . .
O2 O -0.0775(2) 0.07724(13) 0.24881(16) 0.0267(5) Uani 1 1 d . . .
C6QC C -0.2090(4) 0.3515(2) 0.3391(3) 0.0281(8) Uani 1 1 d . . .
C7AC C -0.2620(4) 0.3468(2) 0.1367(3) 0.0320(8) Uani 1 1 d . . .
C2B C -0.2194(4) -0.0152(2) 0.3362(3) 0.0310(8) Uani 1 1 d . . .
O1 O 0.0886(2) 0.20051(12) 0.25995(16) 0.0255(5) Uani 1 1 d . . .
B1 B -0.0552(4) 0.1663(2) 0.2509(3) 0.0230(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
F2F C2B 1.326(3) . ?
F3F C7AC 1.320(3) . ?
F3E C6QC 1.322(3) . ?
F2E C2C 1.321(3) . ?
F3D C6QC 1.332(3) . ?
F3C C7AC 1.333(3) . ?
F3B C7AC 1.329(3) . ?
F1F C1C 1.317(4) . ?
F2D C2B 1.324(3) . ?
F2C C2B 1.330(4) . ?
F2B C2C 1.330(4) . ?
F3A C6QC 1.329(3) . ?
F1E C1C 1.327(4) . ?
F2A C2C 1.322(4) . ?
F1D C1B 1.329(4) . ?
F1C C1C 1.324(4) . ?
F1B C1B 1.317(4) . ?
F1A C1B 1.327(4) . ?
O3 B1 1.359(4) . ?
O3 C3A 1.411(3) . ?
C1A O1 1.416(3) . ?
C1A C1B 1.510(4) . ?
C1A C1C 1.508(4) . ?
C1A H1AA 1.0000 . ?
C3A C7AC 1.511(4) . ?
C3A C6QC 1.517(4) . ?
C3A H3AA 1.0000 . ?
C2A O2 1.416(3) . ?
C2A C2B 1.508(4) . ?
C2A C2C 1.512(4) . ?
C2A H2AA 1.0000 . ?
O2 B1 1.358(4) . ?
O1 B1 1.360(4) . ?

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
B1 O3 C3A 122.3(2) . . ?
O1 C1A C1B 106.9(2) . . ?
O1 C1A C1C 108.0(3) . . ?
C1B C1A C1C 114.8(3) . . ?
O1 C1A H1AA 109.0 . . ?
C1B C1A H1AA 109.0 . . ?
C1C C1A H1AA 109.0 . . ?
O3 C3A C7AC 107.7(2) . . ?
O3 C3A C6QC 107.8(2) . . ?
C7AC C3A C6QC 114.2(3) . . ?
O3 C3A H3AA 109.0 . . ?
C7AC C3A H3AA 109.0 . . ?
C6QC C3A H3AA 109.0 . . ?
O2 C2A C2B 108.0(2) . . ?
O2 C2A C2C 107.6(2) . . ?
C2B C2A C2C 114.6(3) . . ?
O2 C2A H2AA 108.8 . . ?
C2B C2A H2AA 108.8 . . ?
C2C C2A H2AA 108.8 . . ?
F2A C2C F2B 107.7(3) . . ?
F2A C2C F2E 107.8(3) . . ?
F2B C2C F2E 108.0(3) . . ?
F2A C2C C2A 109.5(3) . . ?
F2B C2C C2A 112.2(3) . . ?
F2E C2C C2A 111.4(3) . . ?
F1C C1C F1F 108.6(3) . . ?
F1C C1C F1E 108.0(3) . . ?
F1F C1C F1E 107.1(3) . . ?
F1C C1C C1A 110.8(3) . . ?
F1F C1C C1A 113.2(3) . . ?
F1E C1C C1A 109.0(3) . . ?
F1D C1B F1B 107.6(3) . . ?
F1D C1B F1A 107.8(3) . . ?
F1B C1B F1A 107.6(3) . . ?
F1D C1B C1A 110.9(3) . . ?
F1B C1B C1A 110.4(3) . . ?
F1A C1B C1A 112.3(3) . . ?
B1 O2 C2A 121.7(2) . . ?
F3D C6QC F3A 107.2(3) . . ?
F3D C6QC F3E 106.9(3) . . ?
F3A C6QC F3E 108.6(3) . . ?
F3D C6QC C3A 109.6(3) . . ?
F3A C6QC C3A 111.3(3) . . ?
F3E C6QC C3A 113.0(3) . . ?
F3B C7AC F3F 108.0(3) . . ?
F3B C7AC F3C 107.5(3) . . ?
F3F C7AC F3C 108.0(3) . . ?
F3B C7AC C3A 109.5(3) . . ?
F3F C7AC C3A 112.6(3) . . ?
F3C C7AC C3A 111.1(3) . . ?
F2D C2B F2C 107.1(3) . . ?
F2D C2B F2F 108.1(3) . . ?
F2C C2B F2F 108.1(3) . . ?
F2D C2B C2A 113.1(3) . . ?
F2C C2B C2A 109.5(3) . . ?
F2F C2B C2A 110.8(3) . . ?
B1 O1 C1A 122.3(2) . . ?
O2 B1 O3 119.7(3) . . ?
O2 B1 O1 120.5(3) . . ?
O3 B1 O1 119.8(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.72
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_r3c
_database_code_depnum_ccdc_archive 'CCDC 1004583'
_audit_update_record             
;
2014-05-21 deposited with the CCDC.
2015-03-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H3 B F18 O3, C2 H N'
_chemical_formula_sum            'C11 H4 B F18 N O3'
_chemical_formula_weight         550.96

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'

_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c :H'
_space_group_name_Hall           'R 3 -2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   13.079(2)
_cell_length_b                   13.079(2)
_cell_length_c                   18.570(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2751.0(10)
_cell_formula_units_Z            6
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.995
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.257
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'Rigaku Spider'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14414
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.115
_diffrn_reflns_theta_max         27.445
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1399
_reflns_number_gt                1338
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.987
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.998

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0266P)²+1.8420P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 643 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1399
_refine_ls_number_parameters     109
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0607
_refine_ls_wR_factor_gt          0.0596
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.45401(12) 0.72657(13) 0.46058(9) 0.0214(3) Uani 1 1 d . . . . .
F5 F 0.62350(15) 0.72162(13) 0.36313(8) 0.0398(4) Uani 1 1 d . . . . .
F6 F 0.59920(14) 0.56540(15) 0.41696(9) 0.0398(4) Uani 1 1 d . . . . .
F4 F 0.45212(13) 0.56684(14) 0.36606(8) 0.0371(4) Uani 1 1 d . . . . .
F3 F 0.69323(13) 0.86012(13) 0.48020(9) 0.0393(4) Uani 1 1 d . . . . .
C1 C 0.51978(18) 0.67088(19) 0.47530(12) 0.0222(4) Uani 1 1 d . . . . .
H1 H 0.477(3) 0.602(3) 0.5033(13) 0.027 Uiso 1 1 d . U . . .
F2 F 0.70006(15) 0.71526(16) 0.53042(10) 0.0469(4) Uani 1 1 d . . . . .
F1 F 0.59946(14) 0.78636(14) 0.57871(9) 0.0405(4) Uani 1 1 d . . . . .
C2 C 0.6298(2) 0.7595(2) 0.51640(12) 0.0282(5) Uani 1 1 d . . . . .
B1 B 0.3333 0.6667 0.4654(2) 0.0199(8) Uani 1 3 d S T P . .
C3 C 0.54975(19) 0.63120(19) 0.40443(13) 0.0252(4) Uani 1 1 d . . . . .
N1 N 0.3333 0.6667 0.5991(2) 0.0366(8) Uani 1 3 d S T P . .
C4 C 0.3333 0.6667 0.6605(2) 0.0287(8) Uani 1 3 d S T P . .
C5 C 0.3333 0.6667 0.7388(3) 0.0488(12) Uani 1 3 d DS T P . .
H5 H 0.295(8) 0.586(4) 0.755(6) 0.059 Uiso 0.3333 1 d D U 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
O1 B1 1.3698(14) . ?
O1 C1 1.404(2) . ?
F5 C3 1.333(3) . ?
F6 C3 1.330(3) . ?
F4 C3 1.331(3) . ?
F3 C2 1.334(3) . ?
C1 C2 1.526(3) . ?
C1 C3 1.536(3) . ?
C1 H1 0.94(3) . ?
F2 C2 1.334(3) . ?
F1 C2 1.326(3) . ?
B1 O1 1.3698(14) 2_665 ?
B1 O1 1.3699(15) 3_565 ?
N1 C4 1.141(6) . ?
C4 C5 1.454(6) . ?
C5 H5 0.96(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
B1 O1 C1 121.33(14) . . ?
O1 C1 C2 107.03(17) . . ?
O1 C1 C3 109.55(18) . . ?
C2 C1 C3 112.47(18) . . ?
O1 C1 H1 111.8(18) . . ?
C2 C1 H1 109.6(17) . . ?
C3 C1 H1 106.4(17) . . ?
F1 C2 F2 107.87(19) . . ?
F1 C2 F3 107.4(2) . . ?
F2 C2 F3 107.6(2) . . ?
F1 C2 C1 110.12(19) . . ?
F2 C2 C1 111.1(2) . . ?
F3 C2 C1 112.48(18) . . ?
O1 B1 O1 119.58(4) 2_665 . ?
O1 B1 O1 119.58(4) 2_665 3_565 ?
O1 B1 O1 119.57(4) . 3_565 ?
F6 C3 F4 107.91(19) . . ?
F6 C3 F5 107.73(18) . . ?
F4 C3 F5 107.03(19) . . ?
F6 C3 C1 110.94(19) . . ?
F4 C3 C1 110.26(17) . . ?
F5 C3 C1 112.77(19) . . ?
N1 C4 C5 180.0 . . ?
C4 C5 H5 108(7) . . ?

_refine_diff_density_max         0.171
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.035

_shelxl_version_number           2014-3

