# Electronic Supplementary Material (ESI) for ChemComm.
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1045570'
_audit_update_record             
;
2015-01-26 deposited with the CCDC.
2015-02-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H15 As B F15 O'
_chemical_formula_weight         834.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   13.134(2)
_cell_length_b                   16.309(5)
_cell_length_c                   14.601(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.167(11)
_cell_angle_gamma                90.00
_cell_volume                     3109.6(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    233(2)
_cell_measurement_reflns_used    44
_cell_measurement_theta_min      4.717
_cell_measurement_theta_max      25.132

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.5879
_exptl_absorpt_correction_T_max  0.8963
_exptl_absorpt_process_details   
'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      233(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 197
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7128
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         27.50
_reflns_number_total             7128
_reflns_number_gt                5090
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_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)+(0.0451P)²+0.3890P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7128
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1035
_refine_ls_wR_factor_gt          0.0930
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C10 C 0.8689(2) 0.74977(17) 0.73368(18) 0.0283(6) Uani 1 1 d . . .
C11 C 0.9730(2) 0.75671(17) 0.76226(18) 0.0313(6) Uani 1 1 d . . .
C12 C 1.0444(2) 0.6959(2) 0.75228(19) 0.0362(7) Uani 1 1 d . . .
C13 C 1.0132(2) 0.6219(2) 0.7132(2) 0.0389(7) Uani 1 1 d . . .
C14 C 0.9114(2) 0.61112(17) 0.6830(2) 0.0349(6) Uani 1 1 d . . .
C15 C 0.8437(2) 0.67486(17) 0.69183(18) 0.0307(6) Uani 1 1 d . . .
C20 C 0.8229(2) 0.89552(17) 0.81650(19) 0.0311(6) Uani 1 1 d . . .
C21 C 0.7902(2) 0.88589(18) 0.90340(19) 0.0328(6) Uani 1 1 d . . .
C22 C 0.8107(2) 0.9400(2) 0.97548(19) 0.0391(7) Uani 1 1 d . . .
C23 C 0.8676(2) 1.00807(19) 0.9638(2) 0.0418(7) Uani 1 1 d . . .
C24 C 0.9047(2) 1.02039(18) 0.8800(2) 0.0397(7) Uani 1 1 d . . .
C25 C 0.8817(2) 0.96557(18) 0.80941(19) 0.0336(6) Uani 1 1 d . . .
C30 C 0.6669(2) 0.80859(17) 0.73874(18) 0.0298(6) Uani 1 1 d . . .
C31 C 0.6256(2) 0.73845(18) 0.7732(2) 0.0345(6) Uani 1 1 d . . .
C32 C 0.5223(2) 0.7241(2) 0.7727(2) 0.0447(8) Uani 1 1 d . . .
C33 C 0.4541(2) 0.7823(2) 0.7387(2) 0.0483(9) Uani 1 1 d . . .
C34 C 0.4894(2) 0.8560(2) 0.7091(2) 0.0449(8) Uani 1 1 d . . .
C35 C 0.5941(2) 0.86759(18) 0.71101(19) 0.0349(7) Uani 1 1 d . . .
C40 C 0.8440(2) 0.75974(18) 0.49286(18) 0.0329(6) Uani 1 1 d . . .
C41 C 0.9487(2) 0.7624(2) 0.5186(2) 0.0431(7) Uani 1 1 d . . .
H41 H 0.9781 0.8075 0.5503 0.052 Uiso 1 1 calc R . .
C42 C 1.0091(3) 0.6970(2) 0.4966(2) 0.0529(9) Uani 1 1 d . . .
H42 H 1.0795 0.6982 0.5133 0.063 Uiso 1 1 calc R . .
C43 C 0.9648(3) 0.6302(2) 0.4499(2) 0.0551(10) Uani 1 1 d . . .
H43 H 1.0054 0.5862 0.4360 0.066 Uiso 1 1 calc R . .
C44 C 0.8618(3) 0.6283(2) 0.4238(2) 0.0537(9) Uani 1 1 d . . .
H44 H 0.8330 0.5831 0.3919 0.064 Uiso 1 1 calc R . .
C45 C 0.7995(3) 0.69324(19) 0.4446(2) 0.0415(7) Uani 1 1 d . . .
H45 H 0.7294 0.6921 0.4264 0.050 Uiso 1 1 calc R . .
C50 C 0.6224(2) 0.83541(17) 0.50008(17) 0.0310(6) Uani 1 1 d . . .
C51 C 0.5749(2) 0.76224(18) 0.52137(19) 0.0341(6) Uani 1 1 d . . .
H51 H 0.6137 0.7185 0.5468 0.041 Uiso 1 1 calc R . .
C52 C 0.4697(2) 0.75536(19) 0.5044(2) 0.0384(7) Uani 1 1 d . . .
H52 H 0.4376 0.7069 0.5186 0.046 Uiso 1 1 calc R . .
C53 C 0.4121(2) 0.8203(2) 0.4663(2) 0.0419(7) Uani 1 1 d . . .
H53 H 0.3413 0.8154 0.4551 0.050 Uiso 1 1 calc R . .
C54 C 0.4593(2) 0.8925(2) 0.4448(2) 0.0405(7) Uani 1 1 d . . .
H54 H 0.4201 0.9358 0.4189 0.049 Uiso 1 1 calc R . .
C55 C 0.5645(2) 0.90074(18) 0.46150(19) 0.0357(7) Uani 1 1 d . . .
H55 H 0.5961 0.9494 0.4471 0.043 Uiso 1 1 calc R . .
C60 C 0.8037(2) 0.94823(18) 0.46831(19) 0.0331(6) Uani 1 1 d . . .
C61 C 0.8185(2) 1.02122(19) 0.5166(2) 0.0430(7) Uani 1 1 d . . .
H61 H 0.8147 1.0229 0.5798 0.052 Uiso 1 1 calc R . .
C62 C 0.8389(3) 1.0913(2) 0.4689(3) 0.0546(9) Uani 1 1 d . . .
H62 H 0.8493 1.1406 0.5005 0.066 Uiso 1 1 calc R . .
C63 C 0.8441(3) 1.0893(2) 0.3752(2) 0.0526(9) Uani 1 1 d . . .
H63 H 0.8573 1.1371 0.3438 0.063 Uiso 1 1 calc R . .
C64 C 0.8298(3) 1.0160(2) 0.3280(2) 0.0498(9) Uani 1 1 d . . .
H64 H 0.8337 1.0146 0.2648 0.060 Uiso 1 1 calc R . .
C65 C 0.8096(2) 0.9450(2) 0.3742(2) 0.0412(7) Uani 1 1 d . . .
H65 H 0.8002 0.8956 0.3425 0.049 Uiso 1 1 calc R . .
B1 B 0.7895(2) 0.82933(19) 0.7325(2) 0.0286(6) Uani 1 1 d . . .
O1 O 0.80038(14) 0.87379(11) 0.64247(13) 0.0319(4) Uani 1 1 d . . .
F11 F 1.01259(12) 0.82668(11) 0.80131(12) 0.0418(4) Uani 1 1 d . . .
F12 F 1.14404(13) 0.70873(12) 0.78013(13) 0.0500(5) Uani 1 1 d . . .
F13 F 1.08166(15) 0.56286(12) 0.70185(15) 0.0581(5) Uani 1 1 d . . .
F14 F 0.87990(14) 0.54047(11) 0.64091(13) 0.0482(5) Uani 1 1 d . . .
F15 F 0.74719(12) 0.66135(10) 0.65208(12) 0.0384(4) Uani 1 1 d . . .
F21 F 0.73667(13) 0.81817(11) 0.92335(11) 0.0428(4) Uani 1 1 d . . .
F22 F 0.77451(16) 0.92586(14) 1.05722(12) 0.0601(6) Uani 1 1 d . . .
F23 F 0.88984(16) 1.06244(12) 1.03310(13) 0.0581(5) Uani 1 1 d . . .
F24 F 0.96509(16) 1.08635(11) 0.86932(14) 0.0551(5) Uani 1 1 d . . .
F25 F 0.92420(15) 0.98193(11) 0.73164(12) 0.0498(5) Uani 1 1 d . . .
F31 F 0.68749(14) 0.67862(11) 0.81326(12) 0.0442(4) Uani 1 1 d . . .
F32 F 0.48803(16) 0.65398(13) 0.80764(16) 0.0642(6) Uani 1 1 d . . .
F33 F 0.35234(14) 0.76891(16) 0.73455(16) 0.0750(7) Uani 1 1 d . . .
F34 F 0.42379(15) 0.91580(14) 0.67801(15) 0.0656(6) Uani 1 1 d . . .
F35 F 0.62363(14) 0.94243(11) 0.68209(12) 0.0457(4) Uani 1 1 d . . .
As1 As 0.76638(2) 0.851312(17) 0.529754(19) 0.02872(9) 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
C10 C15 1.390(4) . ?
C10 C11 1.390(4) . ?
C10 B1 1.664(4) . ?
C11 F11 1.354(3) . ?
C11 C12 1.384(4) . ?
C12 F12 1.344(3) . ?
C12 C13 1.378(4) . ?
C13 F13 1.340(3) . ?
C13 C14 1.374(4) . ?
C14 F14 1.350(3) . ?
C14 C15 1.383(4) . ?
C15 F15 1.355(3) . ?
C20 C25 1.389(4) . ?
C20 C21 1.392(4) . ?
C20 B1 1.657(4) . ?
C21 F21 1.358(3) . ?
C21 C22 1.378(4) . ?
C22 F22 1.351(3) . ?
C22 C23 1.359(5) . ?
C23 F23 1.354(3) . ?
C23 C24 1.380(5) . ?
C24 F24 1.355(4) . ?
C24 C25 1.374(4) . ?
C25 F25 1.345(3) . ?
C30 C31 1.384(4) . ?
C30 C35 1.386(4) . ?
C30 B1 1.657(4) . ?
C31 F31 1.361(3) . ?
C31 C32 1.375(4) . ?
C32 F32 1.350(4) . ?
C32 C33 1.362(5) . ?
C33 F33 1.349(3) . ?
C33 C34 1.374(5) . ?
C34 F34 1.347(4) . ?
C34 C35 1.385(4) . ?
C35 F35 1.362(3) . ?
C40 C45 1.388(4) . ?
C40 C41 1.387(4) . ?
C40 As1 1.917(3) . ?
C41 C42 1.387(5) . ?
C42 C43 1.381(5) . ?
C43 C44 1.366(5) . ?
C44 C45 1.392(5) . ?
C50 C55 1.393(4) . ?
C50 C51 1.397(4) . ?
C50 As1 1.912(3) . ?
C51 C52 1.382(4) . ?
C52 C53 1.384(4) . ?
C53 C54 1.382(5) . ?
C54 C55 1.383(4) . ?
C60 C65 1.386(4) . ?
C60 C61 1.386(4) . ?
C60 As1 1.907(3) . ?
C61 C62 1.379(4) . ?
C62 C63 1.378(5) . ?
C63 C64 1.381(5) . ?
C64 C65 1.380(4) . ?
B1 O1 1.521(3) . ?
O1 As1 1.6983(18) . ?

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
C15 C10 C11 112.5(2) . . ?
C15 C10 B1 124.2(2) . . ?
C11 C10 B1 122.3(2) . . ?
F11 C11 C12 114.4(2) . . ?
F11 C11 C10 121.0(2) . . ?
C12 C11 C10 124.5(3) . . ?
F12 C12 C13 119.9(3) . . ?
F12 C12 C11 120.4(3) . . ?
C13 C12 C11 119.7(3) . . ?
F13 C13 C14 120.7(3) . . ?
F13 C13 C12 120.5(3) . . ?
C14 C13 C12 118.8(3) . . ?
F14 C14 C13 119.7(3) . . ?
F14 C14 C15 121.0(3) . . ?
C13 C14 C15 119.1(3) . . ?
F15 C15 C14 114.8(2) . . ?
F15 C15 C10 119.9(2) . . ?
C14 C15 C10 125.2(3) . . ?
C25 C20 C21 112.9(3) . . ?
C25 C20 B1 125.9(2) . . ?
C21 C20 B1 121.2(2) . . ?
F21 C21 C22 114.9(3) . . ?
F21 C21 C20 120.3(2) . . ?
C22 C21 C20 124.8(3) . . ?
F22 C22 C23 120.0(3) . . ?
F22 C22 C21 120.5(3) . . ?
C23 C22 C21 119.5(3) . . ?
F23 C23 C22 121.3(3) . . ?
F23 C23 C24 119.9(3) . . ?
C22 C23 C24 118.8(3) . . ?
F24 C24 C25 121.0(3) . . ?
F24 C24 C23 119.0(3) . . ?
C25 C24 C23 120.0(3) . . ?
F25 C25 C24 115.3(3) . . ?
F25 C25 C20 120.7(2) . . ?
C24 C25 C20 124.0(3) . . ?
C31 C30 C35 113.2(3) . . ?
C31 C30 B1 127.6(2) . . ?
C35 C30 B1 119.1(2) . . ?
F31 C31 C32 115.1(3) . . ?
F31 C31 C30 120.6(2) . . ?
C32 C31 C30 124.3(3) . . ?
F32 C32 C33 119.7(3) . . ?
F32 C32 C31 120.7(3) . . ?
C33 C32 C31 119.6(3) . . ?
F33 C33 C32 120.9(3) . . ?
F33 C33 C34 119.6(3) . . ?
C32 C33 C34 119.5(3) . . ?
F34 C34 C33 120.9(3) . . ?
F34 C34 C35 120.3(3) . . ?
C33 C34 C35 118.7(3) . . ?
F35 C35 C34 115.6(3) . . ?
F35 C35 C30 120.1(3) . . ?
C34 C35 C30 124.3(3) . . ?
C45 C40 C41 120.9(3) . . ?
C45 C40 As1 123.0(2) . . ?
C41 C40 As1 116.2(2) . . ?
C42 C41 C40 119.2(3) . . ?
C43 C42 C41 120.0(3) . . ?
C44 C43 C42 120.6(3) . . ?
C43 C44 C45 120.6(3) . . ?
C40 C45 C44 118.7(3) . . ?
C55 C50 C51 120.4(3) . . ?
C55 C50 As1 118.2(2) . . ?
C51 C50 As1 121.3(2) . . ?
C52 C51 C50 119.4(3) . . ?
C51 C52 C53 120.2(3) . . ?
C54 C53 C52 120.2(3) . . ?
C53 C54 C55 120.5(3) . . ?
C54 C55 C50 119.3(3) . . ?
C65 C60 C61 121.1(3) . . ?
C65 C60 As1 118.7(2) . . ?
C61 C60 As1 120.1(2) . . ?
C62 C61 C60 118.7(3) . . ?
C63 C62 C61 120.9(3) . . ?
C62 C63 C64 119.8(3) . . ?
C65 C64 C63 120.4(3) . . ?
C64 C65 C60 119.1(3) . . ?
O1 B1 C30 109.1(2) . . ?
O1 B1 C20 106.7(2) . . ?
C30 B1 C20 105.9(2) . . ?
O1 B1 C10 105.3(2) . . ?
C30 B1 C10 116.9(2) . . ?
C20 B1 C10 112.6(2) . . ?
B1 O1 As1 134.02(17) . . ?
O1 As1 C60 102.87(11) . . ?
O1 As1 C50 113.56(10) . . ?
C60 As1 C50 107.68(12) . . ?
O1 As1 C40 110.37(11) . . ?
C60 As1 C40 110.01(12) . . ?
C50 As1 C40 111.91(12) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1045571'
_audit_update_record             
;
2015-01-26 deposited with the CCDC.
2015-02-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H15 B F15 O Sb'
_chemical_formula_weight         881.04

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   12.248(2)
_cell_length_b                   17.312(4)
_cell_length_c                   15.058(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.340(10)
_cell_angle_gamma                90.00
_cell_volume                     3179.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    43
_cell_measurement_theta_min      4.208
_cell_measurement_theta_max      24.914

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1720
_exptl_absorpt_coefficient_mu    0.988
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.6520
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
'Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 197
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7293
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         27.52
_reflns_number_total             7293
_reflns_number_gt                6004
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_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)+(0.0472P)²+1.2849P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7293
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C10 C 0.3522(2) 0.84279(15) 0.02134(19) 0.0245(6) Uani 1 1 d . . .
C11 C 0.4230(2) 0.90177(17) 0.0534(2) 0.0272(6) Uani 1 1 d . . .
C12 C 0.5358(3) 0.89813(18) 0.0589(2) 0.0312(6) Uani 1 1 d . . .
C13 C 0.5848(2) 0.8325(2) 0.0307(2) 0.0342(7) Uani 1 1 d . . .
C14 C 0.5198(3) 0.77268(19) -0.0049(2) 0.0325(7) Uani 1 1 d . . .
C15 C 0.4068(2) 0.77967(17) -0.0104(2) 0.0269(6) Uani 1 1 d . . .
C20 C 0.1861(2) 0.92082(16) -0.0542(2) 0.0257(6) Uani 1 1 d . . .
C21 C 0.2082(2) 0.90504(18) -0.1410(2) 0.0300(6) Uani 1 1 d . . .
C22 C 0.1909(3) 0.9561(2) -0.2113(2) 0.0354(7) Uani 1 1 d . . .
C23 C 0.1484(3) 1.0281(2) -0.1963(2) 0.0358(7) Uani 1 1 d . . .
C24 C 0.1250(3) 1.04707(18) -0.1122(2) 0.0338(7) Uani 1 1 d . . .
C25 C 0.1446(2) 0.99426(18) -0.0434(2) 0.0301(6) Uani 1 1 d . . .
C30 C 0.1424(2) 0.77675(16) 0.01126(19) 0.0244(6) Uani 1 1 d . . .
C31 C 0.1716(2) 0.70916(17) 0.0564(2) 0.0264(6) Uani 1 1 d . . .
C32 C 0.1067(3) 0.64497(17) 0.0610(2) 0.0300(6) Uani 1 1 d . . .
C33 C 0.0011(3) 0.64754(18) 0.0218(2) 0.0329(7) Uani 1 1 d . . .
C34 C -0.0351(2) 0.71336(19) -0.0230(2) 0.0309(6) Uani 1 1 d . . .
C35 C 0.0351(2) 0.77511(17) -0.0292(2) 0.0279(6) Uani 1 1 d . . .
C40 C 0.1702(2) 0.94708(16) 0.3012(2) 0.0272(6) Uani 1 1 d . . .
C41 C 0.1748(3) 0.94252(19) 0.3934(2) 0.0370(7) Uani 1 1 d . . .
H41 H 0.2098 0.9013 0.4236 0.044 Uiso 1 1 calc R . .
C42 C 0.1263(3) 1.0004(2) 0.4398(3) 0.0491(9) Uani 1 1 d . . .
H42 H 0.1288 0.9981 0.5017 0.059 Uiso 1 1 calc R . .
C43 C 0.0745(3) 1.0613(2) 0.3946(3) 0.0491(10) Uani 1 1 d . . .
H43 H 0.0414 1.0996 0.4260 0.059 Uiso 1 1 calc R . .
C44 C 0.0713(3) 1.06582(19) 0.3030(3) 0.0431(8) Uani 1 1 d . . .
H44 H 0.0366 1.1074 0.2731 0.052 Uiso 1 1 calc R . .
C45 C 0.1193(3) 1.00880(17) 0.2550(2) 0.0332(7) Uani 1 1 d . . .
H45 H 0.1176 1.0117 0.1932 0.040 Uiso 1 1 calc R . .
C50 C 0.1518(2) 0.75498(16) 0.2598(2) 0.0267(6) Uani 1 1 d . . .
C51 C 0.2068(3) 0.69183(18) 0.3006(2) 0.0326(7) Uani 1 1 d . . .
H51 H 0.2824 0.6933 0.3143 0.039 Uiso 1 1 calc R . .
C52 C 0.1476(3) 0.62729(19) 0.3204(2) 0.0405(8) Uani 1 1 d . . .
H52 H 0.1833 0.5850 0.3478 0.049 Uiso 1 1 calc R . .
C53 C 0.0355(3) 0.6254(2) 0.2994(2) 0.0419(8) Uani 1 1 d . . .
H53 H -0.0041 0.5818 0.3129 0.050 Uiso 1 1 calc R . .
C54 C -0.0183(3) 0.6880(2) 0.2584(3) 0.0432(8) Uani 1 1 d . . .
H54 H -0.0937 0.6860 0.2438 0.052 Uiso 1 1 calc R . .
C55 C 0.0397(3) 0.75322(19) 0.2391(2) 0.0356(7) Uani 1 1 d . . .
H55 H 0.0035 0.7957 0.2124 0.043 Uiso 1 1 calc R . .
C60 C 0.4049(2) 0.85195(17) 0.2579(2) 0.0286(6) Uani 1 1 d . . .
C61 C 0.4577(3) 0.9156(2) 0.2986(2) 0.0376(7) Uani 1 1 d . . .
H61 H 0.4179 0.9589 0.3128 0.045 Uiso 1 1 calc R . .
C62 C 0.5710(3) 0.9135(3) 0.3176(3) 0.0503(10) Uani 1 1 d . . .
H62 H 0.6073 0.9558 0.3446 0.060 Uiso 1 1 calc R . .
C63 C 0.6295(3) 0.8492(3) 0.2968(3) 0.0527(11) Uani 1 1 d . . .
H63 H 0.7051 0.8479 0.3107 0.063 Uiso 1 1 calc R . .
C64 C 0.5771(3) 0.7870(2) 0.2557(2) 0.0453(9) Uani 1 1 d . . .
H64 H 0.6177 0.7442 0.2411 0.054 Uiso 1 1 calc R . .
C65 C 0.4646(3) 0.78712(19) 0.2356(2) 0.0348(7) Uani 1 1 d . . .
H65 H 0.4294 0.7448 0.2077 0.042 Uiso 1 1 calc R . .
B1 B 0.2182(3) 0.85528(18) 0.0237(2) 0.0236(6) Uani 1 1 d . . .
F11 F 0.38095(15) 0.96800(10) 0.08341(13) 0.0341(4) Uani 1 1 d . . .
F12 F 0.59698(15) 0.95724(12) 0.09322(14) 0.0416(5) Uani 1 1 d . . .
F13 F 0.69400(16) 0.82641(14) 0.03706(16) 0.0512(5) Uani 1 1 d . . .
F14 F 0.56705(17) 0.70872(12) -0.03451(15) 0.0468(5) Uani 1 1 d . . .
F15 F 0.35104(15) 0.71980(10) -0.04994(13) 0.0344(4) Uani 1 1 d . . .
F21 F 0.24823(16) 0.83493(11) -0.16019(13) 0.0366(4) Uani 1 1 d . . .
F22 F 0.21366(18) 0.93570(15) -0.29416(14) 0.0516(6) Uani 1 1 d . . .
F23 F 0.12843(17) 1.07807(13) -0.26376(14) 0.0497(5) Uani 1 1 d . . .
F24 F 0.08382(18) 1.11714(11) -0.09641(15) 0.0467(5) Uani 1 1 d . . .
F25 F 0.11955(18) 1.01942(11) 0.03734(13) 0.0430(5) Uani 1 1 d . . .
F31 F 0.27161(14) 0.70492(10) 0.10454(12) 0.0315(4) Uani 1 1 d . . .
F32 F 0.14203(17) 0.58120(11) 0.10624(14) 0.0413(5) Uani 1 1 d . . .
F33 F -0.06697(17) 0.58671(12) 0.02707(15) 0.0461(5) Uani 1 1 d . . .
F34 F -0.13989(15) 0.71654(12) -0.05956(13) 0.0398(4) Uani 1 1 d . . .
F35 F -0.00695(14) 0.83580(11) -0.07660(13) 0.0353(4) Uani 1 1 d . . .
O1 O 0.19379(16) 0.88831(11) 0.11235(13) 0.0259(4) Uani 1 1 d . . .
Sb1 Sb 0.234483(15) 0.856811(10) 0.230028(12) 0.02395(7) 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
C10 C15 1.389(4) . ?
C10 C11 1.396(4) . ?
C10 B1 1.659(4) . ?
C11 F11 1.352(3) . ?
C11 C12 1.378(4) . ?
C12 F12 1.343(4) . ?
C12 C13 1.372(5) . ?
C13 F13 1.336(4) . ?
C13 C14 1.382(5) . ?
C14 F14 1.344(4) . ?
C14 C15 1.385(4) . ?
C15 F15 1.349(3) . ?
C20 C25 1.384(4) . ?
C20 C21 1.386(4) . ?
C20 B1 1.653(4) . ?
C21 F21 1.350(4) . ?
C21 C22 1.380(4) . ?
C22 F22 1.351(4) . ?
C22 C23 1.378(5) . ?
C23 F23 1.339(4) . ?
C23 C24 1.365(5) . ?
C24 F24 1.343(4) . ?
C24 C25 1.385(4) . ?
C25 F25 1.353(4) . ?
C30 C31 1.384(4) . ?
C30 C35 1.396(4) . ?
C30 B1 1.647(4) . ?
C31 F31 1.366(3) . ?
C31 C32 1.372(4) . ?
C32 F32 1.348(3) . ?
C32 C33 1.371(5) . ?
C33 F33 1.350(4) . ?
C33 C34 1.377(4) . ?
C34 F34 1.349(3) . ?
C34 C35 1.380(4) . ?
C35 F35 1.346(3) . ?
C40 C41 1.386(5) . ?
C40 C45 1.391(4) . ?
C40 Sb1 2.090(3) . ?
C41 C42 1.387(5) . ?
C42 C43 1.378(6) . ?
C43 C44 1.378(6) . ?
C44 C45 1.386(5) . ?
C50 C55 1.380(4) . ?
C50 C51 1.397(4) . ?
C50 Sb1 2.102(3) . ?
C51 C52 1.379(5) . ?
C52 C53 1.381(5) . ?
C53 C54 1.383(5) . ?
C54 C55 1.379(5) . ?
C60 C61 1.390(4) . ?
C60 C65 1.398(4) . ?
C60 Sb1 2.092(3) . ?
C61 C62 1.391(5) . ?
C62 C63 1.376(6) . ?
C63 C64 1.372(6) . ?
C64 C65 1.382(5) . ?
B1 O1 1.508(4) . ?
O1 Sb1 1.877(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 C10 C11 113.0(3) . . ?
C15 C10 B1 128.2(3) . . ?
C11 C10 B1 118.7(2) . . ?
F11 C11 C12 115.4(3) . . ?
F11 C11 C10 119.5(3) . . ?
C12 C11 C10 125.1(3) . . ?
F12 C12 C13 120.4(3) . . ?
F12 C12 C11 120.6(3) . . ?
C13 C12 C11 118.9(3) . . ?
F13 C13 C12 120.4(3) . . ?
F13 C13 C14 120.3(3) . . ?
C12 C13 C14 119.2(3) . . ?
F14 C14 C13 119.7(3) . . ?
F14 C14 C15 120.7(3) . . ?
C13 C14 C15 119.6(3) . . ?
F15 C15 C14 114.9(3) . . ?
F15 C15 C10 121.1(3) . . ?
C14 C15 C10 124.0(3) . . ?
C25 C20 C21 113.5(3) . . ?
C25 C20 B1 127.8(3) . . ?
C21 C20 B1 118.6(3) . . ?
F21 C21 C22 116.4(3) . . ?
F21 C21 C20 119.0(3) . . ?
C22 C21 C20 124.5(3) . . ?
F22 C22 C23 120.1(3) . . ?
F22 C22 C21 120.7(3) . . ?
C23 C22 C21 119.2(3) . . ?
F23 C23 C24 120.6(3) . . ?
F23 C23 C22 120.4(3) . . ?
C24 C23 C22 119.0(3) . . ?
F24 C24 C23 119.7(3) . . ?
F24 C24 C25 120.4(3) . . ?
C23 C24 C25 119.9(3) . . ?
F25 C25 C20 121.2(3) . . ?
F25 C25 C24 114.9(3) . . ?
C20 C25 C24 123.9(3) . . ?
C31 C30 C35 112.8(3) . . ?
C31 C30 B1 121.7(3) . . ?
C35 C30 B1 124.3(3) . . ?
F31 C31 C32 115.2(3) . . ?
F31 C31 C30 118.9(3) . . ?
C32 C31 C30 125.8(3) . . ?
F32 C32 C33 119.3(3) . . ?
F32 C32 C31 121.9(3) . . ?
C33 C32 C31 118.7(3) . . ?
F33 C33 C32 120.8(3) . . ?
F33 C33 C34 120.1(3) . . ?
C32 C33 C34 119.0(3) . . ?
F34 C34 C33 119.0(3) . . ?
F34 C34 C35 121.1(3) . . ?
C33 C34 C35 120.0(3) . . ?
F35 C35 C34 115.5(3) . . ?
F35 C35 C30 120.9(3) . . ?
C34 C35 C30 123.6(3) . . ?
C41 C40 C45 121.3(3) . . ?
C41 C40 Sb1 119.3(2) . . ?
C45 C40 Sb1 119.4(2) . . ?
C40 C41 C42 119.0(3) . . ?
C43 C42 C41 120.2(4) . . ?
C42 C43 C44 120.5(3) . . ?
C43 C44 C45 120.5(3) . . ?
C44 C45 C40 118.6(3) . . ?
C55 C50 C51 120.8(3) . . ?
C55 C50 Sb1 117.4(2) . . ?
C51 C50 Sb1 121.9(2) . . ?
C52 C51 C50 119.2(3) . . ?
C51 C52 C53 120.1(3) . . ?
C52 C53 C54 120.4(3) . . ?
C55 C54 C53 120.2(3) . . ?
C54 C55 C50 119.4(3) . . ?
C61 C60 C65 120.6(3) . . ?
C61 C60 Sb1 118.1(2) . . ?
C65 C60 Sb1 121.3(2) . . ?
C60 C61 C62 119.0(3) . . ?
C63 C62 C61 120.3(4) . . ?
C64 C63 C62 120.4(3) . . ?
C63 C64 C65 120.9(4) . . ?
C64 C65 C60 118.8(3) . . ?
O1 B1 C30 104.9(2) . . ?
O1 B1 C20 108.3(2) . . ?
C30 B1 C20 113.0(2) . . ?
O1 B1 C10 110.3(2) . . ?
C30 B1 C10 116.0(2) . . ?
C20 B1 C10 104.2(2) . . ?
B1 O1 Sb1 131.97(17) . . ?
O1 Sb1 C40 100.81(10) . . ?
O1 Sb1 C60 111.95(10) . . ?
C40 Sb1 C60 110.08(12) . . ?
O1 Sb1 C50 110.75(10) . . ?
C40 Sb1 C50 107.79(12) . . ?
C60 Sb1 C50 114.51(11) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1045572'
_audit_update_record             
;
2015-01-26 deposited with the CCDC.
2015-02-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H19 B F15 N2 O Sb'
_chemical_formula_weight         841.03

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.814(2)
_cell_length_b                   10.784(2)
_cell_length_c                   16.680(2)
_cell_angle_alpha                84.080(10)
_cell_angle_beta                 87.260(10)
_cell_angle_gamma                77.49(2)
_cell_volume                     1713.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    57
_cell_measurement_theta_min      4.759
_cell_measurement_theta_max      25.201

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.914
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.6420
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
'Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166'

_exptl_special_details           
; 
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1 -0.001  0.000  0.500       215        30 ' '
   2  0.347  0.574  0.467        13         2 ' '
   3  0.652  0.426  0.533        14         2 ' '
_platon_squeeze_details 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 197
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7845
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.56
_diffrn_reflns_theta_max         27.50
_reflns_number_total             7845
_reflns_number_gt                7237
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_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)+(0.0378P)²+1.1720P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7845
_refine_ls_number_parameters     455
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6352(3) 0.4384(3) 0.86591(16) 0.0334(5) Uani 1 1 d . . .
H1A H 0.7201 0.4392 0.8932 0.040 Uiso 1 1 calc R . .
H1B H 0.5948 0.3700 0.8925 0.040 Uiso 1 1 calc R . .
C2 C 0.2471(3) 0.7507(2) 0.73534(17) 0.0315(5) Uani 1 1 d . . .
H2A H 0.1592 0.8054 0.7499 0.038 Uiso 1 1 calc R . .
H2B H 0.2926 0.7970 0.6930 0.038 Uiso 1 1 calc R . .
C3 C 0.7624(3) 0.4979(3) 0.7443(2) 0.0424(7) Uani 1 1 d . . .
H3A H 0.8493 0.4764 0.7719 0.064 Uiso 1 1 calc R . .
H3B H 0.7196 0.5858 0.7491 0.064 Uiso 1 1 calc R . .
H3C H 0.7795 0.4846 0.6883 0.064 Uiso 1 1 calc R . .
C4 C 0.7329(3) 0.2817(2) 0.7705(2) 0.0382(6) Uani 1 1 d . . .
H4A H 0.7509 0.2713 0.7142 0.057 Uiso 1 1 calc R . .
H4B H 0.6707 0.2284 0.7921 0.057 Uiso 1 1 calc R . .
H4C H 0.8191 0.2579 0.7986 0.057 Uiso 1 1 calc R . .
C5 C 0.1747(4) 0.6577(3) 0.6215(2) 0.0503(8) Uani 1 1 d . . .
H5A H 0.1610 0.5800 0.6029 0.076 Uiso 1 1 calc R . .
H5B H 0.2445 0.6892 0.5881 0.076 Uiso 1 1 calc R . .
H5C H 0.0885 0.7201 0.6188 0.076 Uiso 1 1 calc R . .
C6 C 0.1159(3) 0.5842(3) 0.7591(2) 0.0436(7) Uani 1 1 d . . .
H6A H 0.1489 0.5672 0.8132 0.065 Uiso 1 1 calc R . .
H6B H 0.1003 0.5070 0.7408 0.065 Uiso 1 1 calc R . .
H6C H 0.0300 0.6470 0.7579 0.065 Uiso 1 1 calc R . .
C10 C 0.2030(2) 0.2200(2) 0.82336(13) 0.0240(4) Uani 1 1 d . . .
C11 C 0.1324(2) 0.1233(2) 0.81526(15) 0.0273(5) Uani 1 1 d . . .
C12 C 0.0314(3) 0.0904(3) 0.86818(18) 0.0359(6) Uani 1 1 d . . .
C13 C -0.0042(3) 0.1561(3) 0.93537(18) 0.0433(7) Uani 1 1 d . . .
C14 C 0.0624(3) 0.2514(3) 0.94813(16) 0.0417(7) Uani 1 1 d . . .
C15 C 0.1646(3) 0.2815(3) 0.89264(15) 0.0311(5) Uani 1 1 d . . .
C20 C 0.4487(2) 0.1045(2) 0.77414(14) 0.0220(4) Uani 1 1 d . . .
C21 C 0.4906(2) 0.0070(2) 0.72448(15) 0.0264(4) Uani 1 1 d . . .
C22 C 0.5955(3) -0.0995(2) 0.74225(17) 0.0328(5) Uani 1 1 d . . .
C23 C 0.6618(3) -0.1157(2) 0.81473(18) 0.0342(6) Uani 1 1 d . . .
C24 C 0.6199(3) -0.0258(2) 0.86889(16) 0.0309(5) Uani 1 1 d . . .
C25 C 0.5155(2) 0.0795(2) 0.84768(14) 0.0249(4) Uani 1 1 d . . .
C30 C 0.2784(2) 0.2679(2) 0.66271(13) 0.0215(4) Uani 1 1 d . . .
C31 C 0.3768(2) 0.2687(2) 0.59933(14) 0.0267(5) Uani 1 1 d . . .
C32 C 0.3448(3) 0.2963(3) 0.51889(15) 0.0334(5) Uani 1 1 d . . .
C33 C 0.2071(3) 0.3266(3) 0.49726(15) 0.0360(6) Uani 1 1 d . . .
C34 C 0.1044(3) 0.3298(2) 0.55659(15) 0.0308(5) Uani 1 1 d . . .
C35 C 0.1419(2) 0.3010(2) 0.63664(14) 0.0242(4) Uani 1 1 d . . .
C40 C 0.4398(2) 0.6025(2) 0.80842(14) 0.0230(4) Uani 1 1 d . . .
C41 C 0.5340(2) 0.5639(2) 0.87078(15) 0.0277(5) Uani 1 1 d . . .
C42 C 0.5251(3) 0.6411(3) 0.93410(16) 0.0357(6) Uani 1 1 d . . .
H42 H 0.5872 0.6175 0.9762 0.043 Uiso 1 1 calc R . .
C43 C 0.4237(3) 0.7530(3) 0.93408(16) 0.0378(6) Uani 1 1 d . . .
H43 H 0.4182 0.8035 0.9766 0.045 Uiso 1 1 calc R . .
C44 C 0.3299(3) 0.7912(2) 0.87157(16) 0.0313(5) Uani 1 1 d . . .
H44 H 0.2623 0.8663 0.8723 0.038 Uiso 1 1 calc R . .
C45 C 0.3388(2) 0.7156(2) 0.80800(14) 0.0245(4) Uani 1 1 d . . .
B1 B 0.3301(2) 0.2415(2) 0.75762(14) 0.0199(4) Uani 1 1 d . . .
N1 N 0.6684(2) 0.41612(19) 0.78041(14) 0.0289(4) Uani 1 1 d . . .
N2 N 0.2210(2) 0.63243(19) 0.70575(14) 0.0309(4) Uani 1 1 d . . .
O1 O 0.38795(16) 0.34931(15) 0.77720(10) 0.0240(3) Uani 1 1 d . . .
F11 F 0.16170(15) 0.05528(14) 0.75024(9) 0.0331(3) Uani 1 1 d . . .
F12 F -0.03469(18) -0.00226(18) 0.85426(13) 0.0524(5) Uani 1 1 d . . .
F13 F -0.1052(2) 0.1283(2) 0.98694(13) 0.0648(6) Uani 1 1 d . . .
F14 F 0.0304(2) 0.3160(2) 1.01340(12) 0.0654(6) Uani 1 1 d . . .
F15 F 0.22551(18) 0.37548(17) 0.91140(10) 0.0427(4) Uani 1 1 d . . .
F21 F 0.43039(17) 0.01098(14) 0.65236(9) 0.0347(3) Uani 1 1 d . . .
F22 F 0.6323(2) -0.18854(16) 0.68962(11) 0.0483(4) Uani 1 1 d . . .
F23 F 0.76379(18) -0.21836(16) 0.83258(13) 0.0507(5) Uani 1 1 d . . .
F24 F 0.67915(18) -0.04143(17) 0.94106(11) 0.0437(4) Uani 1 1 d . . .
F25 F 0.47896(16) 0.16362(14) 0.90404(9) 0.0327(3) Uani 1 1 d . . .
F31 F 0.51434(14) 0.23969(14) 0.61584(9) 0.0315(3) Uani 1 1 d . . .
F32 F 0.4458(2) 0.2938(2) 0.46142(10) 0.0494(4) Uani 1 1 d . . .
F33 F 0.1717(2) 0.3526(2) 0.41959(10) 0.0538(5) Uani 1 1 d . . .
F34 F -0.03076(18) 0.36081(18) 0.53719(11) 0.0455(4) Uani 1 1 d . . .
F35 F 0.03294(14) 0.30837(15) 0.69002(9) 0.0316(3) Uani 1 1 d . . .
Sb1 Sb 0.451066(15) 0.486202(13) 0.713630(9) 0.02250(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.480(4) . ?
C1 C41 1.502(4) . ?
C2 N2 1.490(3) . ?
C2 C45 1.511(3) . ?
C3 N1 1.478(3) . ?
C4 N1 1.473(3) . ?
C5 N2 1.478(4) . ?
C6 N2 1.475(4) . ?
C10 C15 1.388(3) . ?
C10 C11 1.391(3) . ?
C10 B1 1.660(3) . ?
C11 F11 1.356(3) . ?
C11 C12 1.376(3) . ?
C12 F12 1.348(3) . ?
C12 C13 1.378(4) . ?
C13 F13 1.344(3) . ?
C13 C14 1.370(5) . ?
C14 F14 1.341(3) . ?
C14 C15 1.400(4) . ?
C15 F15 1.352(3) . ?
C20 C21 1.385(3) . ?
C20 C25 1.393(3) . ?
C20 B1 1.678(3) . ?
C21 F21 1.358(3) . ?
C21 C22 1.383(3) . ?
C22 F22 1.348(3) . ?
C22 C23 1.378(4) . ?
C23 F23 1.340(3) . ?
C23 C24 1.378(4) . ?
C24 F24 1.341(3) . ?
C24 C25 1.383(3) . ?
C25 F25 1.355(3) . ?
C30 C35 1.388(3) . ?
C30 C31 1.398(3) . ?
C30 B1 1.663(3) . ?
C31 F31 1.353(3) . ?
C31 C32 1.380(3) . ?
C32 F32 1.344(3) . ?
C32 C33 1.376(4) . ?
C33 F33 1.343(3) . ?
C33 C34 1.376(4) . ?
C34 F34 1.343(3) . ?
C34 C35 1.388(3) . ?
C35 F35 1.353(3) . ?
C40 C45 1.395(3) . ?
C40 C41 1.395(3) . ?
C40 Sb1 2.102(2) . ?
C41 C42 1.400(4) . ?
C42 C43 1.388(4) . ?
C43 C44 1.394(4) . ?
C44 C45 1.391(3) . ?
B1 O1 1.470(3) . ?
N1 Sb1 2.391(2) . ?
N2 Sb1 2.459(2) . ?
O1 Sb1 1.9229(16) . ?

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
N1 C1 C41 109.7(2) . . ?
N2 C2 C45 109.48(19) . . ?
C15 C10 C11 113.5(2) . . ?
C15 C10 B1 126.9(2) . . ?
C11 C10 B1 119.3(2) . . ?
F11 C11 C12 115.7(2) . . ?
F11 C11 C10 119.1(2) . . ?
C12 C11 C10 125.1(2) . . ?
F12 C12 C11 121.1(3) . . ?
F12 C12 C13 120.0(2) . . ?
C11 C12 C13 118.8(3) . . ?
F13 C13 C14 120.5(3) . . ?
F13 C13 C12 120.1(3) . . ?
C14 C13 C12 119.4(2) . . ?
F14 C14 C13 120.5(3) . . ?
F14 C14 C15 119.7(3) . . ?
C13 C14 C15 119.8(3) . . ?
F15 C15 C10 121.5(2) . . ?
F15 C15 C14 115.1(2) . . ?
C10 C15 C14 123.3(3) . . ?
C21 C20 C25 112.8(2) . . ?
C21 C20 B1 129.0(2) . . ?
C25 C20 B1 118.15(19) . . ?
F21 C21 C22 114.6(2) . . ?
F21 C21 C20 121.2(2) . . ?
C22 C21 C20 124.3(2) . . ?
F22 C22 C23 119.6(2) . . ?
F22 C22 C21 120.5(2) . . ?
C23 C22 C21 119.8(2) . . ?
F23 C23 C24 120.7(2) . . ?
F23 C23 C22 120.4(3) . . ?
C24 C23 C22 118.8(2) . . ?
F24 C24 C23 120.1(2) . . ?
F24 C24 C25 121.0(2) . . ?
C23 C24 C25 118.9(2) . . ?
F25 C25 C24 115.7(2) . . ?
F25 C25 C20 119.2(2) . . ?
C24 C25 C20 125.1(2) . . ?
C35 C30 C31 112.7(2) . . ?
C35 C30 B1 126.97(19) . . ?
C31 C30 B1 120.07(19) . . ?
F31 C31 C32 116.0(2) . . ?
F31 C31 C30 119.3(2) . . ?
C32 C31 C30 124.7(2) . . ?
F32 C32 C33 119.5(2) . . ?
F32 C32 C31 121.1(2) . . ?
C33 C32 C31 119.4(2) . . ?
F33 C33 C34 119.7(3) . . ?
F33 C33 C32 121.2(3) . . ?
C34 C33 C32 119.1(2) . . ?
F34 C34 C33 120.3(2) . . ?
F34 C34 C35 120.4(2) . . ?
C33 C34 C35 119.4(2) . . ?
F35 C35 C34 114.5(2) . . ?
F35 C35 C30 120.8(2) . . ?
C34 C35 C30 124.7(2) . . ?
C45 C40 C41 121.5(2) . . ?
C45 C40 Sb1 119.71(16) . . ?
C41 C40 Sb1 118.78(17) . . ?
C40 C41 C42 118.5(2) . . ?
C40 C41 C1 116.7(2) . . ?
C42 C41 C1 124.8(2) . . ?
C43 C42 C41 120.0(2) . . ?
C42 C43 C44 121.3(2) . . ?
C45 C44 C43 119.2(2) . . ?
C44 C45 C40 119.6(2) . . ?
C44 C45 C2 123.7(2) . . ?
C40 C45 C2 116.7(2) . . ?
O1 B1 C10 109.84(18) . . ?
O1 B1 C30 109.03(17) . . ?
C10 B1 C30 113.08(17) . . ?
O1 B1 C20 110.10(17) . . ?
C10 B1 C20 102.35(17) . . ?
C30 B1 C20 112.29(17) . . ?
C4 N1 C3 109.1(2) . . ?
C4 N1 C1 112.3(2) . . ?
C3 N1 C1 110.8(2) . . ?
C4 N1 Sb1 112.56(17) . . ?
C3 N1 Sb1 106.83(17) . . ?
C1 N1 Sb1 105.12(13) . . ?
C6 N2 C5 111.0(2) . . ?
C6 N2 C2 109.3(2) . . ?
C5 N2 C2 110.5(2) . . ?
C6 N2 Sb1 111.97(16) . . ?
C5 N2 Sb1 110.53(18) . . ?
C2 N2 Sb1 103.25(14) . . ?
B1 O1 Sb1 133.95(14) . . ?
O1 Sb1 C40 95.62(8) . . ?
O1 Sb1 N1 87.28(7) . . ?
C40 Sb1 N1 74.40(8) . . ?
O1 Sb1 N2 95.78(7) . . ?
C40 Sb1 N2 73.83(8) . . ?
N1 Sb1 N2 148.23(7) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.078
