# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

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

data_mo_61112b
_database_code_depnum_ccdc_archive 'CCDC 1843771'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H30 B F10 O P'
_chemical_formula_weight         734.40

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'
P P 0.1023 0.0942 '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'

_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                   8.7905(17)
_cell_length_b                   12.014(2)
_cell_length_c                   16.205(3)
_cell_angle_alpha                84.360(3)
_cell_angle_beta                 85.808(3)
_cell_angle_gamma                88.853(3)
_cell_volume                     1698.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3452
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.32

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9361
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10197
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         25.04
_reflns_number_total             5966
_reflns_number_gt                4094
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.1500P)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         5966
_refine_ls_number_parameters     466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.2174
_refine_ls_wR_factor_gt          0.1764
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1510(4) 0.4365(3) 0.2608(2) 0.0324(8) Uani 1 1 d . . .
C1 C 0.1345(4) 0.3669(3) 0.1817(2) 0.0346(7) Uani 1 1 d . . .
H1A H 0.0284 0.3500 0.1765 0.042 Uiso 1 1 calc R . .
H1B H 0.1740 0.4093 0.1309 0.042 Uiso 1 1 calc R . .
C2 C 0.2296(4) 0.2569(3) 0.1986(2) 0.0340(7) Uani 1 1 d . . .
H2 H 0.1696 0.2084 0.2405 0.041 Uiso 1 1 calc R . .
C3 C 0.2628(4) 0.1917(3) 0.1241(2) 0.0381(8) Uani 1 1 d . . .
C4 C 0.3446(5) 0.2340(3) 0.0526(2) 0.0499(9) Uani 1 1 d . . .
H4 H 0.3842 0.3056 0.0500 0.060 Uiso 1 1 calc R . .
C5 C 0.3697(6) 0.1739(4) -0.0152(3) 0.0713(13) Uani 1 1 d . . .
H5 H 0.4280 0.2031 -0.0622 0.086 Uiso 1 1 calc R . .
C6 C 0.3057(9) 0.0683(4) -0.0117(3) 0.098(2) Uani 1 1 d . . .
H6 H 0.3208 0.0266 -0.0571 0.118 Uiso 1 1 calc R . .
C7 C 0.2223(9) 0.0260(4) 0.0568(3) 0.102(2) Uani 1 1 d . . .
H7 H 0.1791 -0.0443 0.0583 0.122 Uiso 1 1 calc R . .
C8 C 0.2006(6) 0.0872(3) 0.1250(3) 0.0667(13) Uani 1 1 d . . .
H8 H 0.1432 0.0572 0.1721 0.080 Uiso 1 1 calc R . .
C9 C 0.5631(4) 0.3165(3) 0.18098(19) 0.0351(7) Uani 1 1 d . . .
C10 C 0.5986(4) 0.4140(3) 0.1283(2) 0.0426(8) Uani 1 1 d . . .
C11 C 0.7172(5) 0.4070(4) 0.0682(2) 0.0530(10) Uani 1 1 d . . .
H11 H 0.7410 0.4707 0.0325 0.064 Uiso 1 1 calc R . .
C12 C 0.8024(4) 0.3110(4) 0.0580(2) 0.0532(10) Uani 1 1 d . . .
C13 C 0.7669(4) 0.2169(4) 0.1113(2) 0.0508(10) Uani 1 1 d . . .
H13 H 0.8238 0.1516 0.1058 0.061 Uiso 1 1 calc R . .
C14 C 0.6487(4) 0.2170(3) 0.1730(2) 0.0427(8) Uani 1 1 d . . .
C15 C 0.6179(5) 0.1091(3) 0.2253(3) 0.0625(12) Uani 1 1 d . . .
H15A H 0.6935 0.0543 0.2107 0.094 Uiso 1 1 calc R . .
H15B H 0.5186 0.0832 0.2160 0.094 Uiso 1 1 calc R . .
H15C H 0.6218 0.1206 0.2829 0.094 Uiso 1 1 calc R . .
C16 C 0.9302(5) 0.3092(5) -0.0107(3) 0.0770(15) Uani 1 1 d . . .
H16A H 0.8900 0.2874 -0.0601 0.116 Uiso 1 1 calc R . .
H16B H 1.0080 0.2567 0.0068 0.116 Uiso 1 1 calc R . .
H16C H 0.9732 0.3824 -0.0220 0.116 Uiso 1 1 calc R . .
C17 C 0.5190(5) 0.5261(3) 0.1313(3) 0.0606(11) Uani 1 1 d . . .
H17A H 0.5742 0.5811 0.0945 0.091 Uiso 1 1 calc R . .
H17B H 0.5150 0.5474 0.1870 0.091 Uiso 1 1 calc R . .
H17C H 0.4172 0.5211 0.1143 0.091 Uiso 1 1 calc R . .
C18 C 0.4203(4) 0.2452(3) 0.35581(19) 0.0316(7) Uani 1 1 d . . .
C19 C 0.5030(4) 0.3132(3) 0.4031(2) 0.0432(9) Uani 1 1 d . . .
C20 C 0.5044(4) 0.2838(3) 0.4879(2) 0.0467(9) Uani 1 1 d . . .
H20 H 0.5582 0.3280 0.5194 0.056 Uiso 1 1 calc R . .
C21 C 0.4299(5) 0.1923(4) 0.5274(2) 0.0533(10) Uani 1 1 d . . .
C22 C 0.3555(5) 0.1247(3) 0.4802(2) 0.0558(11) Uani 1 1 d . . .
H22 H 0.3075 0.0611 0.5065 0.067 Uiso 1 1 calc R . .
C23 C 0.3490(4) 0.1478(3) 0.3944(2) 0.0397(8) Uani 1 1 d . . .
C24 C 0.2630(5) 0.0645(3) 0.3527(3) 0.0523(10) Uani 1 1 d . . .
H24A H 0.1574 0.0865 0.3525 0.078 Uiso 1 1 calc R . .
H24B H 0.2717 -0.0082 0.3824 0.078 Uiso 1 1 calc R . .
H24C H 0.3050 0.0621 0.2965 0.078 Uiso 1 1 calc R . .
C25 C 0.4247(8) 0.1673(5) 0.6223(3) 0.0911(18) Uani 1 1 d . . .
H25A H 0.4559 0.2322 0.6465 0.137 Uiso 1 1 calc R . .
H25B H 0.4923 0.1058 0.6365 0.137 Uiso 1 1 calc R . .
H25C H 0.3225 0.1484 0.6433 0.137 Uiso 1 1 calc R . .
C26 C 0.5917(5) 0.4160(3) 0.3680(3) 0.0517(10) Uani 1 1 d . . .
H26A H 0.5228 0.4785 0.3602 0.078 Uiso 1 1 calc R . .
H26B H 0.6433 0.4025 0.3156 0.078 Uiso 1 1 calc R . .
H26C H 0.6653 0.4321 0.4060 0.078 Uiso 1 1 calc R . .
C27 C 0.0725(4) 0.3780(3) 0.3512(2) 0.0339(7) Uani 1 1 d . . .
C28 C -0.0296(4) 0.2903(3) 0.3615(2) 0.0438(8) Uani 1 1 d . . .
C29 C -0.0759(5) 0.2352(3) 0.4368(3) 0.0555(10) Uani 1 1 d . . .
C30 C -0.0188(6) 0.2669(4) 0.5076(3) 0.0624(12) Uani 1 1 d . . .
C31 C 0.0790(5) 0.3560(4) 0.5016(2) 0.0552(11) Uani 1 1 d . . .
C32 C 0.1214(4) 0.4076(3) 0.4247(2) 0.0417(8) Uani 1 1 d . . .
C33 C 0.1010(4) 0.5687(3) 0.24764(19) 0.0333(7) Uani 1 1 d . . .
C34 C -0.0482(4) 0.5946(3) 0.2292(2) 0.0368(8) Uani 1 1 d . . .
C35 C -0.1069(4) 0.7012(3) 0.2184(2) 0.0472(9) Uani 1 1 d . . .
C36 C -0.0144(5) 0.7897(3) 0.2240(2) 0.0533(10) Uani 1 1 d . . .
C37 C 0.1360(5) 0.7697(3) 0.2415(2) 0.0479(9) Uani 1 1 d . . .
C38 C 0.1881(4) 0.6609(3) 0.2544(2) 0.0405(8) Uani 1 1 d . . .
F1 F -0.0896(3) 0.25292(19) 0.29477(15) 0.0583(6) Uani 1 1 d . . .
F2 F -0.1709(3) 0.1488(2) 0.44101(19) 0.0834(9) Uani 1 1 d . . .
F3 F -0.0615(4) 0.2120(3) 0.58109(17) 0.1043(12) Uani 1 1 d . . .
F4 F 0.1314(4) 0.3880(2) 0.57077(14) 0.0813(9) Uani 1 1 d . . .
F5 F 0.2177(3) 0.49463(17) 0.42364(13) 0.0532(6) Uani 1 1 d . . .
F6 F -0.1453(2) 0.51086(18) 0.22261(15) 0.0548(6) Uani 1 1 d . . .
F7 F -0.2531(3) 0.7202(2) 0.20151(18) 0.0726(8) Uani 1 1 d . . .
F8 F -0.0662(4) 0.89611(19) 0.21244(19) 0.0824(9) Uani 1 1 d . . .
F9 F 0.2274(3) 0.85509(18) 0.24932(19) 0.0769(8) Uani 1 1 d . . .
F10 F 0.3334(3) 0.64957(17) 0.27548(17) 0.0617(7) Uani 1 1 d . . .
O1 O 0.3285(2) 0.42800(17) 0.26581(13) 0.0322(5) Uani 1 1 d . . .
P1 P 0.39085(9) 0.30947(7) 0.25111(5) 0.0304(3) 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
B1 O1 1.569(4) . ?
B1 C1 1.615(5) . ?
B1 C33 1.637(5) . ?
B1 C27 1.669(5) . ?
C1 C2 1.561(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.512(5) . ?
C2 P1 1.857(3) . ?
C2 H2 0.9800 . ?
C3 C4 1.377(5) . ?
C3 C8 1.377(5) . ?
C4 C5 1.374(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.346(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.386(7) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.406(5) . ?
C9 C14 1.411(5) . ?
C9 P1 1.823(3) . ?
C10 C11 1.381(5) . ?
C10 C17 1.509(5) . ?
C11 C12 1.380(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(6) . ?
C12 C16 1.524(5) . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.496(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C23 1.408(5) . ?
C18 C19 1.419(5) . ?
C18 P1 1.828(3) . ?
C19 C20 1.385(5) . ?
C19 C26 1.513(5) . ?
C20 C21 1.370(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.373(6) . ?
C21 C25 1.535(6) . ?
C22 C23 1.397(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.506(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C32 1.376(5) . ?
C27 C28 1.387(5) . ?
C28 F1 1.355(4) . ?
C28 C29 1.367(5) . ?
C29 F2 1.339(5) . ?
C29 C30 1.375(6) . ?
C30 F3 1.336(5) . ?
C30 C31 1.378(6) . ?
C31 F4 1.336(5) . ?
C31 C32 1.365(5) . ?
C32 F5 1.356(4) . ?
C33 C38 1.376(5) . ?
C33 C34 1.389(5) . ?
C34 F6 1.349(4) . ?
C34 C35 1.371(5) . ?
C35 F7 1.344(4) . ?
C35 C36 1.366(6) . ?
C36 F8 1.348(4) . ?
C36 C37 1.383(6) . ?
C37 F9 1.337(4) . ?
C37 C38 1.378(5) . ?
C38 F10 1.347(4) . ?
O1 P1 1.550(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
O1 B1 C1 99.4(3) . . ?
O1 B1 C33 108.8(2) . . ?
C1 B1 C33 115.2(3) . . ?
O1 B1 C27 107.0(2) . . ?
C1 B1 C27 115.5(3) . . ?
C33 B1 C27 110.0(3) . . ?
C2 C1 B1 105.7(3) . . ?
C2 C1 H1A 110.6 . . ?
B1 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
B1 C1 H1B 110.6 . . ?
H1A C1 H1B 108.7 . . ?
C3 C2 C1 114.9(3) . . ?
C3 C2 P1 119.3(2) . . ?
C1 C2 P1 100.8(2) . . ?
C3 C2 H2 107.0 . . ?
C1 C2 H2 107.0 . . ?
P1 C2 H2 107.0 . . ?
C4 C3 C8 117.7(3) . . ?
C4 C3 C2 123.3(3) . . ?
C8 C3 C2 118.9(4) . . ?
C5 C4 C3 122.1(4) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 118.4(5) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.0(5) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C3 C8 C7 121.1(5) . . ?
C3 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C14 120.6(3) . . ?
C10 C9 P1 120.9(3) . . ?
C14 C9 P1 118.0(3) . . ?
C11 C10 C9 117.3(4) . . ?
C11 C10 C17 116.6(3) . . ?
C9 C10 C17 126.0(3) . . ?
C12 C11 C10 123.7(4) . . ?
C12 C11 H11 118.1 . . ?
C10 C11 H11 118.1 . . ?
C13 C12 C11 117.8(4) . . ?
C13 C12 C16 121.4(4) . . ?
C11 C12 C16 120.7(4) . . ?
C12 C13 C14 121.9(4) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C9 118.7(3) . . ?
C13 C14 C15 117.0(4) . . ?
C9 C14 C15 124.2(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 120.1(3) . . ?
C23 C18 P1 125.6(3) . . ?
C19 C18 P1 113.5(2) . . ?
C20 C19 C18 118.1(3) . . ?
C20 C19 C26 117.0(3) . . ?
C18 C19 C26 125.0(3) . . ?
C21 C20 C19 122.8(4) . . ?
C21 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?
C20 C21 C22 118.4(3) . . ?
C20 C21 C25 121.1(4) . . ?
C22 C21 C25 120.5(4) . . ?
C21 C22 C23 122.6(4) . . ?
C21 C22 H22 118.7 . . ?
C23 C22 H22 118.7 . . ?
C22 C23 C18 118.0(3) . . ?
C22 C23 C24 115.4(3) . . ?
C18 C23 C24 126.7(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25A 109.5 . . ?
C21 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C21 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 C26 H26A 109.5 . . ?
C19 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C19 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 113.7(3) . . ?
C32 C27 B1 119.8(3) . . ?
C28 C27 B1 126.1(3) . . ?
F1 C28 C29 115.4(3) . . ?
F1 C28 C27 120.5(3) . . ?
C29 C28 C27 124.1(4) . . ?
F2 C29 C28 120.3(4) . . ?
F2 C29 C30 120.5(4) . . ?
C28 C29 C30 119.1(4) . . ?
F3 C30 C29 119.3(4) . . ?
F3 C30 C31 121.3(4) . . ?
C29 C30 C31 119.4(4) . . ?
F4 C31 C32 122.1(4) . . ?
F4 C31 C30 119.1(4) . . ?
C32 C31 C30 118.8(4) . . ?
F5 C32 C31 115.5(3) . . ?
F5 C32 C27 119.7(3) . . ?
C31 C32 C27 124.8(4) . . ?
C38 C33 C34 113.8(3) . . ?
C38 C33 B1 128.2(3) . . ?
C34 C33 B1 118.0(3) . . ?
F6 C34 C35 116.4(3) . . ?
F6 C34 C33 119.2(3) . . ?
C35 C34 C33 124.4(3) . . ?
F7 C35 C36 119.5(3) . . ?
F7 C35 C34 121.3(4) . . ?
C36 C35 C34 119.3(3) . . ?
F8 C36 C35 121.4(4) . . ?
F8 C36 C37 119.3(4) . . ?
C35 C36 C37 119.2(3) . . ?
F9 C37 C38 120.6(3) . . ?
F9 C37 C36 120.1(3) . . ?
C38 C37 C36 119.2(3) . . ?
F10 C38 C33 121.0(3) . . ?
F10 C38 C37 115.0(3) . . ?
C33 C38 C37 124.0(3) . . ?
P1 O1 B1 111.79(18) . . ?
O1 P1 C9 111.25(14) . . ?
O1 P1 C18 103.59(13) . . ?
C9 P1 C18 114.03(15) . . ?
O1 P1 C2 99.64(13) . . ?
C9 P1 C2 110.16(15) . . ?
C18 P1 C2 116.92(15) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_a61226a
_database_code_depnum_ccdc_archive 'CCDC 1843775'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H27 B F10 N O P'
_chemical_formula_weight         709.35

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'
P P 0.1023 0.0942 '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                   18.51(2)
_cell_length_b                   9.944(11)
_cell_length_c                   17.597(19)
_cell_angle_alpha                90
_cell_angle_beta                 95.165(14)
_cell_angle_gamma                90
_cell_volume                     3227(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4817
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      24.33

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.248
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(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            13202
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.209
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_full        25.046
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5689
_reflns_number_gt                3680
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0629P)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         5689
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1117
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_restrained_S_all      0.910
_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
B1 B 0.32046(13) 0.0007(3) 0.21917(14) 0.0412(6) Uani 1 1 d . . . . .
C1 C 0.18302(15) 0.2466(3) 0.28585(13) 0.0682(8) Uani 1 1 d . . . . .
H1A H 0.1658 0.2900 0.3295 0.102 Uiso 1 1 calc R U . . .
H1B H 0.2348 0.2551 0.2879 0.102 Uiso 1 1 calc R U . . .
H1C H 0.1701 0.1531 0.2859 0.102 Uiso 1 1 calc R U . . .
C2 C 0.01170(17) 0.5971(3) 0.17461(19) 0.0884(10) Uani 1 1 d . . . . .
H2A H -0.0237 0.6014 0.1313 0.133 Uiso 1 1 calc R U . . .
H2B H 0.0365 0.6817 0.1806 0.133 Uiso 1 1 calc R U . . .
H2C H -0.0121 0.5781 0.2197 0.133 Uiso 1 1 calc R U . . .
C3 C 0.14674(15) 0.3233(3) -0.00406(13) 0.0635(7) Uani 1 1 d . . . . .
H3A H 0.1199 0.2456 -0.0225 0.095 Uiso 1 1 calc R U . . .
H3B H 0.1976 0.3074 -0.0064 0.095 Uiso 1 1 calc R U . . .
H3C H 0.1321 0.3997 -0.0351 0.095 Uiso 1 1 calc R U . . .
C4 C 0.08223(13) -0.0028(3) 0.13622(15) 0.0615(7) Uani 1 1 d . . . . .
H4A H 0.0406 -0.0602 0.1366 0.092 Uiso 1 1 calc R U . . .
H4B H 0.0673 0.0895 0.1385 0.092 Uiso 1 1 calc R U . . .
H4C H 0.1158 -0.0228 0.1795 0.092 Uiso 1 1 calc R U . . .
C5 C 0.08082(16) -0.2500(3) -0.11088(19) 0.0872(10) Uani 1 1 d . . . . .
H5A H 0.0988 -0.3383 -0.0976 0.131 Uiso 1 1 calc R U . . .
H5B H 0.0918 -0.2284 -0.1618 0.131 Uiso 1 1 calc R U . . .
H5C H 0.0293 -0.2478 -0.1083 0.131 Uiso 1 1 calc R U . . .
C6 C 0.28851(14) 0.0571(3) -0.03677(15) 0.0724(8) Uani 1 1 d . . . . .
H6A H 0.3025 0.0139 -0.0820 0.109 Uiso 1 1 calc R U . . .
H6B H 0.3247 0.0409 0.0048 0.109 Uiso 1 1 calc R U . . .
H6C H 0.2840 0.1522 -0.0456 0.109 Uiso 1 1 calc R U . . .
C7 C 0.16513(11) 0.2752(2) 0.13972(12) 0.0434(5) Uani 1 1 d . . . . .
C8 C 0.14892(12) 0.3122(2) 0.21372(13) 0.0476(6) Uani 1 1 d . . . . .
C9 C 0.09995(13) 0.4147(3) 0.22288(14) 0.0564(6) Uani 1 1 d . . . . .
H9 H 0.0893 0.4364 0.2721 0.068 Uiso 1 1 calc R U . . .
C10 C 0.06593(13) 0.4867(3) 0.16246(15) 0.0585(7) Uani 1 1 d . . . . .
C11 C 0.08350(13) 0.4525(2) 0.09063(14) 0.0557(6) Uani 1 1 d . . . . .
H11 H 0.0619 0.4999 0.0490 0.067 Uiso 1 1 calc R U . . .
C12 C 0.13192(12) 0.3506(2) 0.07758(13) 0.0474(6) Uani 1 1 d . . . . .
C13 C 0.18438(11) 0.0360(2) 0.05001(12) 0.0439(5) Uani 1 1 d . . . . .
C14 C 0.11827(11) -0.0259(2) 0.06422(13) 0.0470(6) Uani 1 1 d . . . . .
C15 C 0.08595(13) -0.1151(3) 0.01057(15) 0.0596(7) Uani 1 1 d . . . . .
H15 H 0.0419 -0.1540 0.0197 0.071 Uiso 1 1 calc R U . . .
C16 C 0.11643(14) -0.1485(3) -0.05566(15) 0.0600(7) Uani 1 1 d . . . . .
C17 C 0.18123(14) -0.0892(3) -0.06810(14) 0.0606(7) Uani 1 1 d . . . . .
H17 H 0.2025 -0.1103 -0.1125 0.073 Uiso 1 1 calc R U . . .
C18 C 0.21636(12) 0.0010(3) -0.01708(13) 0.0516(6) Uani 1 1 d . . . . .
C19 C 0.35833(14) -0.2472(3) 0.24633(15) 0.0616(7) Uani 1 1 d . . . . .
H19 H 0.3977 -0.2116 0.2763 0.074 Uiso 1 1 calc R U . . .
C20 C 0.35102(16) -0.3838(3) 0.24141(16) 0.0719(8) Uani 1 1 d . . . . .
H20 H 0.3848 -0.4398 0.2679 0.086 Uiso 1 1 calc R U . . .
C21 C 0.29369(15) -0.4373(3) 0.19734(15) 0.0652(7) Uani 1 1 d . . . . .
H21 H 0.2878 -0.5299 0.1931 0.078 Uiso 1 1 calc R U . . .
C22 C 0.24531(13) -0.3517(3) 0.15967(15) 0.0614(7) Uani 1 1 d . . . . .
H22 H 0.2056 -0.3858 0.1295 0.074 Uiso 1 1 calc R U . . .
C23 C 0.25526(12) -0.2156(2) 0.16629(13) 0.0516(6) Uani 1 1 d . . . . .
H23 H 0.2222 -0.1583 0.1398 0.062 Uiso 1 1 calc R U . . .
C24 C 0.38903(11) 0.0517(2) 0.17428(12) 0.0427(5) Uani 1 1 d . . . . .
C25 C 0.43452(13) -0.0258(2) 0.13313(13) 0.0508(6) Uani 1 1 d . . . . .
C26 C 0.49394(13) 0.0254(3) 0.10162(14) 0.0565(6) Uani 1 1 d . . . . .
C27 C 0.50894(12) 0.1597(3) 0.10626(13) 0.0581(7) Uani 1 1 d . . . . .
C28 C 0.46477(13) 0.2417(2) 0.14451(13) 0.0513(6) Uani 1 1 d . . . . .
C29 C 0.40701(12) 0.1864(2) 0.17674(12) 0.0444(5) Uani 1 1 d . . . . .
C30 C 0.33438(12) 0.0191(2) 0.31323(12) 0.0442(5) Uani 1 1 d . . . . .
C31 C 0.39452(12) 0.0737(2) 0.35533(13) 0.0470(6) Uani 1 1 d . . . . .
C32 C 0.40245(14) 0.0776(3) 0.43378(14) 0.0579(6) Uani 1 1 d . . . . .
C33 C 0.35095(16) 0.0236(3) 0.47428(14) 0.0681(8) Uani 1 1 d . . . . .
C34 C 0.29014(15) -0.0334(3) 0.43633(14) 0.0612(7) Uani 1 1 d . . . . .
C35 C 0.28341(12) -0.0335(2) 0.35813(13) 0.0507(6) Uani 1 1 d . . . . .
F1 F 0.22267(7) -0.09167(16) 0.32440(8) 0.0660(4) Uani 1 1 d . . . . .
F2 F 0.23919(9) -0.09073(18) 0.47525(8) 0.0857(5) Uani 1 1 d . . . . .
F3 F 0.35791(11) 0.0251(2) 0.55080(8) 0.1053(6) Uani 1 1 d . . . . .
F4 F 0.46182(9) 0.13298(18) 0.47022(9) 0.0854(5) Uani 1 1 d . . . . .
F5 F 0.45045(7) 0.12487(14) 0.32135(7) 0.0585(4) Uani 1 1 d . . . . .
F6 F 0.36756(7) 0.27151(13) 0.21638(8) 0.0551(4) Uani 1 1 d . . . . .
F7 F 0.47980(8) 0.37314(15) 0.15192(9) 0.0723(4) Uani 1 1 d . . . . .
F8 F 0.56647(8) 0.21147(19) 0.07546(9) 0.0831(5) Uani 1 1 d . . . . .
F9 F 0.53772(8) -0.05674(18) 0.06581(9) 0.0850(5) Uani 1 1 d . . . . .
F10 F 0.42330(8) -0.15862(15) 0.12201(9) 0.0766(5) Uani 1 1 d . . . . .
N2 N 0.31091(9) -0.16287(18) 0.20950(10) 0.0435(4) Uani 1 1 d . . . . .
O1 O 0.25186(7) 0.06128(15) 0.19097(8) 0.0427(4) Uani 1 1 d . . . . .
P1 P 0.23557(3) 0.15476(6) 0.11519(3) 0.04284(17) 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
B1 O1 1.452(3) . ?
B1 C24 1.635(4) . ?
B1 N2 1.643(4) . ?
B1 C30 1.662(4) . ?
C1 C8 1.514(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C10 1.516(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C12 1.511(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C14 1.502(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C16 1.511(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C18 1.516(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.411(3) . ?
C7 C12 1.420(3) . ?
C7 P1 1.850(3) . ?
C8 C9 1.383(3) . ?
C9 C10 1.385(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(4) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9300 . ?
C13 C18 1.411(3) . ?
C13 C14 1.413(3) . ?
C13 P1 1.847(3) . ?
C14 C15 1.391(3) . ?
C15 C16 1.380(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.372(4) . ?
C17 C18 1.389(3) . ?
C17 H17 0.9300 . ?
C19 N2 1.338(3) . ?
C19 C20 1.368(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.365(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.363(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.370(4) . ?
C22 H22 0.9300 . ?
C23 N2 1.331(3) . ?
C23 H23 0.9300 . ?
C24 C29 1.380(3) . ?
C24 C25 1.391(3) . ?
C25 F10 1.349(3) . ?
C25 C26 1.373(3) . ?
C26 F9 1.346(3) . ?
C26 C27 1.365(4) . ?
C27 F8 1.341(3) . ?
C27 C28 1.374(4) . ?
C28 F7 1.340(3) . ?
C28 C29 1.370(3) . ?
C29 F6 1.352(3) . ?
C30 C35 1.386(3) . ?
C30 C31 1.391(3) . ?
C31 F5 1.342(3) . ?
C31 C32 1.376(4) . ?
C32 F4 1.340(3) . ?
C32 C33 1.352(4) . ?
C33 F3 1.341(3) . ?
C33 C34 1.378(4) . ?
C34 F2 1.342(3) . ?
C34 C35 1.371(4) . ?
C35 F1 1.353(3) . ?
O1 P1 1.631(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
O1 B1 C24 113.5(2) . . ?
O1 B1 N2 107.03(17) . . ?
C24 B1 N2 109.75(18) . . ?
O1 B1 C30 110.30(18) . . ?
C24 B1 C30 112.91(18) . . ?
N2 B1 C30 102.59(17) . . ?
C8 C1 H1A 109.5 . . ?
C8 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C8 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C10 C2 H2A 109.5 . . ?
C10 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C10 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C12 C3 H3A 109.5 . . ?
C12 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C12 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C14 C4 H4A 109.5 . . ?
C14 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C14 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C16 C5 H5A 109.5 . . ?
C16 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C16 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C18 C6 H6A 109.5 . . ?
C18 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C18 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 117.3(2) . . ?
C8 C7 P1 126.67(16) . . ?
C12 C7 P1 115.33(18) . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 C1 116.6(2) . . ?
C7 C8 C1 123.6(2) . . ?
C8 C9 C10 123.3(2) . . ?
C8 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C11 C10 C9 116.7(2) . . ?
C11 C10 C2 121.5(2) . . ?
C9 C10 C2 121.8(3) . . ?
C10 C11 C12 122.9(2) . . ?
C10 C11 H11 118.6 . . ?
C12 C11 H11 118.6 . . ?
C11 C12 C7 120.0(2) . . ?
C11 C12 C3 117.7(2) . . ?
C7 C12 C3 122.3(2) . . ?
C18 C13 C14 118.4(2) . . ?
C18 C13 P1 116.54(17) . . ?
C14 C13 P1 124.97(18) . . ?
C15 C14 C13 119.0(2) . . ?
C15 C14 C4 118.3(2) . . ?
C13 C14 C4 122.7(2) . . ?
C16 C15 C14 122.9(2) . . ?
C16 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C17 C16 C15 117.5(2) . . ?
C17 C16 C5 121.4(3) . . ?
C15 C16 C5 121.0(3) . . ?
C16 C17 C18 122.7(2) . . ?
C16 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C17 C18 C13 119.5(2) . . ?
C17 C18 C6 117.5(2) . . ?
C13 C18 C6 123.0(2) . . ?
N2 C19 C20 122.3(2) . . ?
N2 C19 H19 118.8 . . ?
C20 C19 H19 118.8 . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C22 C21 C20 118.5(3) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C21 C22 C23 119.9(2) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
N2 C23 C22 121.9(2) . . ?
N2 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C29 C24 C25 113.4(2) . . ?
C29 C24 B1 118.8(2) . . ?
C25 C24 B1 127.8(2) . . ?
F10 C25 C26 115.0(2) . . ?
F10 C25 C24 121.7(2) . . ?
C26 C25 C24 123.3(2) . . ?
F9 C26 C27 119.6(2) . . ?
F9 C26 C25 120.2(3) . . ?
C27 C26 C25 120.3(2) . . ?
F8 C27 C26 121.1(3) . . ?
F8 C27 C28 120.0(3) . . ?
C26 C27 C28 118.9(2) . . ?
F7 C28 C29 121.0(2) . . ?
F7 C28 C27 120.0(2) . . ?
C29 C28 C27 119.1(2) . . ?
F6 C29 C28 116.1(2) . . ?
F6 C29 C24 118.9(2) . . ?
C28 C29 C24 124.9(2) . . ?
C35 C30 C31 113.4(2) . . ?
C35 C30 B1 118.3(2) . . ?
C31 C30 B1 128.2(2) . . ?
F5 C31 C32 114.8(2) . . ?
F5 C31 C30 121.6(2) . . ?
C32 C31 C30 123.6(2) . . ?
F4 C32 C33 119.9(2) . . ?
F4 C32 C31 120.1(2) . . ?
C33 C32 C31 120.1(2) . . ?
F3 C33 C32 121.1(3) . . ?
F3 C33 C34 119.4(3) . . ?
C32 C33 C34 119.5(2) . . ?
F2 C34 C35 120.5(2) . . ?
F2 C34 C33 120.6(2) . . ?
C35 C34 C33 118.9(2) . . ?
F1 C35 C34 115.9(2) . . ?
F1 C35 C30 119.5(2) . . ?
C34 C35 C30 124.5(2) . . ?
C23 N2 C19 118.0(2) . . ?
C23 N2 B1 121.27(18) . . ?
C19 N2 B1 120.67(19) . . ?
B1 O1 P1 127.42(14) . . ?
O1 P1 C13 100.96(11) . . ?
O1 P1 C7 105.10(10) . . ?
C13 P1 C7 103.04(12) . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_a61116b
_database_code_depnum_ccdc_archive 'CCDC 1843774'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H30 B F10 O P'
_chemical_formula_weight         698.37

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'
P P 0.1023 0.0942 '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                   12.078(5)
_cell_length_b                   8.875(4)
_cell_length_c                   29.647(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.449(5)
_cell_angle_gamma                90
_cell_volume                     3178(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5119
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      26.87

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(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            12936
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.686
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5602
_reflns_number_gt                3876
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0711P)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         5602
_refine_ls_number_parameters     440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_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
B1 B 0.39642(19) 0.3784(3) 0.13120(8) 0.0354(6) Uani 1 1 d . . . . .
C1 C 0.31106(16) 0.4069(3) 0.17205(7) 0.0370(5) Uani 1 1 d . . . . .
H1A H 0.3434 0.3751 0.2005 0.044 Uiso 1 1 calc R U . . .
H1B H 0.2920 0.5129 0.1741 0.044 Uiso 1 1 calc R U . . .
C2 C 0.20725(16) 0.3116(2) 0.16053(7) 0.0358(5) Uani 1 1 d . . . . .
H2 H 0.1690 0.3648 0.1360 0.043 Uiso 1 1 calc R U . . .
C3 C 0.12428(18) 0.2978(3) 0.19827(8) 0.0431(6) Uani 1 1 d . . . . .
C4 C 0.1565(2) 0.2213(3) 0.24123(8) 0.0604(7) Uani 1 1 d . . . . .
H4A H 0.1083 0.2537 0.2649 0.091 Uiso 1 1 calc R U . . .
H4B H 0.2316 0.2469 0.2489 0.091 Uiso 1 1 calc R U . . .
H4C H 0.1504 0.1142 0.2375 0.091 Uiso 1 1 calc R U . . .
C5 C 0.0285(2) 0.3681(3) 0.19414(10) 0.0631(7) Uani 1 1 d . . . . .
H5A H -0.0203 0.3707 0.2183 0.076 Uiso 1 1 calc R U . . .
H5B H 0.0097 0.4152 0.1671 0.076 Uiso 1 1 calc R U . . .
C6 C 0.4578(2) 0.0436(3) 0.20835(9) 0.0620(7) Uani 1 1 d . . . . .
H6A H 0.5021 0.0022 0.2323 0.093 Uiso 1 1 calc R U . . .
H6B H 0.4427 0.1478 0.2145 0.093 Uiso 1 1 calc R U . . .
H6C H 0.4969 0.0353 0.1804 0.093 Uiso 1 1 calc R U . . .
C7 C 0.2285(2) -0.3682(3) 0.27188(8) 0.0575(7) Uani 1 1 d . . . . .
H7A H 0.2208 -0.3244 0.3013 0.086 Uiso 1 1 calc R U . . .
H7B H 0.2927 -0.4321 0.2715 0.086 Uiso 1 1 calc R U . . .
H7C H 0.1639 -0.4267 0.2648 0.086 Uiso 1 1 calc R U . . .
C8 C 0.07262(19) -0.0842(3) 0.14180(9) 0.0580(7) Uani 1 1 d . . . . .
H8A H 0.0153 -0.1546 0.1494 0.087 Uiso 1 1 calc R U . . .
H8B H 0.0955 -0.1008 0.1113 0.087 Uiso 1 1 calc R U . . .
H8C H 0.0449 0.0167 0.1448 0.087 Uiso 1 1 calc R U . . .
C9 C 0.26639(17) -0.0160(2) 0.17259(7) 0.0364(5) Uani 1 1 d . . . . .
C10 C 0.35003(18) -0.0420(3) 0.20491(7) 0.0406(5) Uani 1 1 d . . . . .
C11 C 0.33462(19) -0.1548(3) 0.23654(8) 0.0449(6) Uani 1 1 d . . . . .
H11 H 0.3895 -0.1705 0.2582 0.054 Uiso 1 1 calc R U . . .
C12 C 0.2415(2) -0.2448(3) 0.23741(7) 0.0427(6) Uani 1 1 d . . . . .
C13 C 0.16120(19) -0.2186(3) 0.20517(7) 0.0439(6) Uani 1 1 d . . . . .
H13 H 0.0984 -0.2793 0.2049 0.053 Uiso 1 1 calc R U . . .
C14 C 0.16968(17) -0.1057(3) 0.17308(7) 0.0396(5) Uani 1 1 d . . . . .
C15 C 0.4013(2) -0.0743(3) 0.07523(9) 0.0560(7) Uani 1 1 d . . . . .
H15A H 0.4280 -0.1503 0.0550 0.084 Uiso 1 1 calc R U . . .
H15B H 0.3774 -0.1207 0.1027 0.084 Uiso 1 1 calc R U . . .
H15C H 0.4597 -0.0040 0.0818 0.084 Uiso 1 1 calc R U . . .
C16 C 0.2005(3) 0.0507(5) -0.06740(10) 0.0960(12) Uani 1 1 d . . . . .
H16A H 0.1276 0.0791 -0.0773 0.144 Uiso 1 1 calc R U . . .
H16B H 0.2153 -0.0510 -0.0765 0.144 Uiso 1 1 calc R U . . .
H16C H 0.2540 0.1170 -0.0806 0.144 Uiso 1 1 calc R U . . .
C17 C 0.0460(2) 0.2508(3) 0.07494(9) 0.0585(7) Uani 1 1 d . . . . .
H17A H 0.0628 0.3564 0.0732 0.088 Uiso 1 1 calc R U . . .
H17B H 0.0380 0.2222 0.1060 0.088 Uiso 1 1 calc R U . . .
H17C H -0.0218 0.2309 0.0589 0.088 Uiso 1 1 calc R U . . .
C18 C 0.22832(17) 0.0977(3) 0.07731(7) 0.0393(5) Uani 1 1 d . . . . .
C19 C 0.30507(19) 0.0078(3) 0.05349(8) 0.0453(6) Uani 1 1 d . . . . .
C20 C 0.2920(2) -0.0067(3) 0.00720(8) 0.0561(7) Uani 1 1 d . . . . .
H20 H 0.3424 -0.0654 -0.0085 0.067 Uiso 1 1 calc R U . . .
C21 C 0.2078(2) 0.0619(3) -0.01635(9) 0.0610(7) Uani 1 1 d . . . . .
C22 C 0.1310(2) 0.1412(3) 0.00758(8) 0.0579(7) Uani 1 1 d . . . . .
H22 H 0.0712 0.1832 -0.0079 0.069 Uiso 1 1 calc R U . . .
C23 C 0.13806(18) 0.1620(3) 0.05424(8) 0.0445(6) Uani 1 1 d . . . . .
C24 C 0.35353(17) 0.4431(2) 0.08176(7) 0.0372(5) Uani 1 1 d . . . . .
C25 C 0.27008(19) 0.5460(3) 0.07439(8) 0.0439(6) Uani 1 1 d . . . . .
C26 C 0.2285(2) 0.5838(3) 0.03275(9) 0.0570(7) Uani 1 1 d . . . . .
C27 C 0.2727(2) 0.5204(4) -0.00443(9) 0.0658(8) Uani 1 1 d . . . . .
C28 C 0.39748(18) 0.3856(3) 0.04209(8) 0.0435(6) Uani 1 1 d . . . . .
C29 C 0.52338(16) 0.4324(3) 0.14002(6) 0.0360(5) Uani 1 1 d . . . . .
C30 C 0.54350(18) 0.5807(3) 0.15145(7) 0.0422(5) Uani 1 1 d . . . . .
C31 C 0.6467(2) 0.6429(3) 0.15619(8) 0.0492(6) Uani 1 1 d . . . . .
C32 C 0.73744(19) 0.5541(3) 0.14942(8) 0.0490(6) Uani 1 1 d . . . . .
C33 C 0.72384(18) 0.4068(3) 0.13837(7) 0.0433(6) Uani 1 1 d . . . . .
C34 C 0.61835(17) 0.3484(3) 0.13387(7) 0.0389(5) Uani 1 1 d . . . . .
C37 C 0.3587(2) 0.4206(3) -0.00024(8) 0.0564(7) Uani 1 1 d . . . . .
F1 F 0.22048(12) 0.61608(17) 0.10963(5) 0.0589(4) Uani 1 1 d . . . . .
F2 F 0.14299(14) 0.6806(2) 0.02908(6) 0.0861(6) Uani 1 1 d . . . . .
F3 F 0.23105(17) 0.5531(3) -0.04528(5) 0.1124(8) Uani 1 1 d . . . . .
F4 F 0.40343(14) 0.3583(2) -0.03701(5) 0.0849(6) Uani 1 1 d . . . . .
F5 F 0.48274(11) 0.28802(17) 0.04417(4) 0.0570(4) Uani 1 1 d . . . . .
F6 F 0.45668(11) 0.67424(16) 0.15749(5) 0.0599(4) Uani 1 1 d . . . . .
F7 F 0.65952(13) 0.78941(19) 0.16678(6) 0.0784(5) Uani 1 1 d . . . . .
F8 F 0.83997(11) 0.6140(2) 0.15227(6) 0.0745(5) Uani 1 1 d . . . . .
F9 F 0.81233(10) 0.31944(17) 0.13053(5) 0.0592(4) Uani 1 1 d . . . . .
F10 F 0.61297(10) 0.20156(16) 0.12225(5) 0.0557(4) Uani 1 1 d . . . . .
O1 O 0.39075(11) 0.20334(16) 0.12877(5) 0.0357(3) Uani 1 1 d . . . . .
P1 P 0.27119(4) 0.14380(6) 0.13466(2) 0.03433(16) 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
B1 O1 1.557(3) . ?
B1 C1 1.616(3) . ?
B1 C29 1.626(3) . ?
B1 C24 1.654(3) . ?
C1 C2 1.549(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.513(3) . ?
C2 P1 1.847(2) . ?
C2 H2 0.9800 . ?
C3 C5 1.319(3) . ?
C3 C4 1.492(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9300 . ?
C5 H5B 0.9300 . ?
C6 C10 1.510(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C12 1.507(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C14 1.501(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.406(3) . ?
C9 C14 1.414(3) . ?
C9 P1 1.811(2) . ?
C10 C11 1.385(3) . ?
C11 C12 1.380(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(3) . ?
C13 C14 1.386(3) . ?
C13 H13 0.9300 . ?
C15 C19 1.512(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C21 1.518(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C23 1.499(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C23 1.404(3) . ?
C18 C19 1.416(3) . ?
C18 P1 1.820(2) . ?
C19 C20 1.386(3) . ?
C20 C21 1.372(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.368(4) . ?
C22 C23 1.398(3) . ?
C22 H22 0.9300 . ?
C24 C25 1.377(3) . ?
C24 C28 1.391(3) . ?
C25 F1 1.359(3) . ?
C25 C26 1.371(3) . ?
C26 F2 1.347(3) . ?
C26 C27 1.351(4) . ?
C27 F3 1.340(3) . ?
C27 C37 1.370(4) . ?
C28 F5 1.347(3) . ?
C28 C37 1.372(3) . ?
C29 C30 1.380(3) . ?
C29 C34 1.382(3) . ?
C30 F6 1.351(3) . ?
C30 C31 1.370(3) . ?
C31 F7 1.346(3) . ?
C31 C32 1.366(3) . ?
C32 F8 1.350(3) . ?
C32 C33 1.357(3) . ?
C33 F9 1.342(3) . ?
C33 C34 1.381(3) . ?
C34 F10 1.349(3) . ?
C37 F4 1.340(3) . ?
O1 P1 1.5490(15) . ?

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 C1 99.38(17) . . ?
O1 B1 C29 110.06(17) . . ?
C1 B1 C29 116.08(18) . . ?
O1 B1 C24 106.99(17) . . ?
C1 B1 C24 114.35(18) . . ?
C29 B1 C24 109.18(17) . . ?
C2 C1 B1 105.62(17) . . ?
C2 C1 H1A 110.6 . . ?
B1 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
B1 C1 H1B 110.6 . . ?
H1A C1 H1B 108.7 . . ?
C3 C2 C1 114.91(17) . . ?
C3 C2 P1 121.57(16) . . ?
C1 C2 P1 101.05(13) . . ?
C3 C2 H2 106.1 . . ?
C1 C2 H2 106.1 . . ?
P1 C2 H2 106.1 . . ?
C5 C3 C4 121.1(2) . . ?
C5 C3 C2 118.6(2) . . ?
C4 C3 C2 119.9(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 120.0 . . ?
C3 C5 H5B 120.0 . . ?
H5A C5 H5B 120.0 . . ?
C10 C6 H6A 109.5 . . ?
C10 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C10 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 H7A 109.5 . . ?
C12 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C12 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C14 C8 H8A 109.5 . . ?
C14 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C14 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 119.3(2) . . ?
C10 C9 P1 121.71(17) . . ?
C14 C9 P1 118.55(16) . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 C6 116.0(2) . . ?
C9 C10 C6 125.3(2) . . ?
C12 C11 C10 123.0(2) . . ?
C12 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C13 C12 C11 117.3(2) . . ?
C13 C12 C7 121.2(2) . . ?
C11 C12 C7 121.5(2) . . ?
C12 C13 C14 122.9(2) . . ?
C12 C13 H13 118.5 . . ?
C14 C13 H13 118.5 . . ?
C13 C14 C9 118.7(2) . . ?
C13 C14 C8 117.0(2) . . ?
C9 C14 C8 124.3(2) . . ?
C19 C15 H15A 109.5 . . ?
C19 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C19 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 H16A 109.5 . . ?
C21 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C21 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C23 C17 H17A 109.5 . . ?
C23 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C23 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 119.7(2) . . ?
C23 C18 P1 125.29(18) . . ?
C19 C18 P1 114.21(16) . . ?
C20 C19 C18 118.4(2) . . ?
C20 C19 C15 117.3(2) . . ?
C18 C19 C15 124.3(2) . . ?
C21 C20 C19 122.8(2) . . ?
C21 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?
C22 C21 C20 117.9(2) . . ?
C22 C21 C16 121.1(3) . . ?
C20 C21 C16 121.0(3) . . ?
C21 C22 C23 123.0(2) . . ?
C21 C22 H22 118.5 . . ?
C23 C22 H22 118.5 . . ?
C22 C23 C18 118.0(2) . . ?
C22 C23 C17 115.8(2) . . ?
C18 C23 C17 126.2(2) . . ?
C25 C24 C28 113.1(2) . . ?
C25 C24 B1 126.51(19) . . ?
C28 C24 B1 120.2(2) . . ?
F1 C25 C26 114.8(2) . . ?
F1 C25 C24 120.6(2) . . ?
C26 C25 C24 124.6(2) . . ?
F2 C26 C27 120.5(2) . . ?
F2 C26 C25 120.3(2) . . ?
C27 C26 C25 119.2(2) . . ?
F3 C27 C26 120.0(3) . . ?
F3 C27 C37 120.1(3) . . ?
C26 C27 C37 120.0(2) . . ?
F5 C28 C37 116.3(2) . . ?
F5 C28 C24 119.6(2) . . ?
C37 C28 C24 124.1(2) . . ?
C30 C29 C34 113.7(2) . . ?
C30 C29 B1 119.01(19) . . ?
C34 C29 B1 127.1(2) . . ?
F6 C30 C31 116.4(2) . . ?
F6 C30 C29 118.9(2) . . ?
C31 C30 C29 124.6(2) . . ?
F7 C31 C32 120.1(2) . . ?
F7 C31 C30 121.1(2) . . ?
C32 C31 C30 118.8(2) . . ?
F8 C32 C33 120.3(2) . . ?
F8 C32 C31 120.0(2) . . ?
C33 C32 C31 119.7(2) . . ?
F9 C33 C32 120.2(2) . . ?
F9 C33 C34 120.1(2) . . ?
C32 C33 C34 119.7(2) . . ?
F10 C34 C33 115.46(19) . . ?
F10 C34 C29 121.11(19) . . ?
C33 C34 C29 123.4(2) . . ?
F4 C37 C27 120.2(2) . . ?
F4 C37 C28 120.9(3) . . ?
C27 C37 C28 118.8(2) . . ?
P1 O1 B1 112.08(12) . . ?
O1 P1 C9 111.81(9) . . ?
O1 P1 C18 103.30(9) . . ?
C9 P1 C18 113.18(10) . . ?
O1 P1 C2 99.50(9) . . ?
C9 P1 C2 110.97(10) . . ?
C18 P1 C2 116.91(10) . . ?

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_61115c
_database_code_depnum_ccdc_archive 'CCDC 1843772'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C76 H56 B2 F20 O2 P2'
_chemical_formula_weight         1464.77

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'
P P 0.1023 0.0942 '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'

_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                   13.951(2)
_cell_length_b                   15.282(2)
_cell_length_c                   16.319(2)
_cell_angle_alpha                82.719(2)
_cell_angle_beta                 79.714(2)
_cell_angle_gamma                89.784(2)
_cell_volume                     3395.2(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5196
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.82

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1496
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9286
_exptl_absorpt_correction_T_max  0.9594
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20210
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_sigmaI/netI    0.0960
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.28
_diffrn_reflns_theta_max         25.05
_reflns_number_total             11857
_reflns_number_gt                6567
_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)+(0.1100P)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         11857
_refine_ls_number_parameters     931
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1414
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2396
_refine_ls_wR_factor_gt          0.1927
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.163
_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
B1 B 0.0661(4) 0.7363(3) 0.3124(4) 0.0395(13) Uani 1 1 d . . .
B2 B 0.5144(4) 0.2380(3) 0.3162(3) 0.0405(13) Uani 1 1 d . . .
C1 C 0.1651(3) 0.7542(3) 0.2453(3) 0.0410(11) Uani 1 1 d . . .
H1 H 0.2039 0.7079 0.2281 0.049 Uiso 1 1 calc R . .
C2 C 0.1898(3) 0.8373(3) 0.2152(3) 0.0355(10) Uani 1 1 d . . .
C3 C 0.2845(3) 0.8670(3) 0.1617(3) 0.0403(11) Uani 1 1 d . . .
C4 C 0.3415(3) 0.9314(3) 0.1837(3) 0.0538(14) Uani 1 1 d . . .
H4 H 0.3175 0.9614 0.2290 0.065 Uiso 1 1 calc R . .
C5 C 0.4340(4) 0.9510(4) 0.1382(4) 0.0721(18) Uani 1 1 d . . .
H5 H 0.4718 0.9938 0.1539 0.087 Uiso 1 1 calc R . .
C6 C 0.4707(4) 0.9098(4) 0.0720(4) 0.0703(17) Uani 1 1 d . . .
H6 H 0.5327 0.9243 0.0416 0.084 Uiso 1 1 calc R . .
C7 C 0.4142(4) 0.8448(4) 0.0494(3) 0.0689(17) Uani 1 1 d . . .
H7 H 0.4395 0.8150 0.0043 0.083 Uiso 1 1 calc R . .
C8 C 0.3218(3) 0.8242(4) 0.0929(3) 0.0532(14) Uani 1 1 d . . .
H8 H 0.2843 0.7817 0.0765 0.064 Uiso 1 1 calc R . .
C9 C 0.1257(4) 0.9253(3) 0.4493(3) 0.0603(15) Uani 1 1 d . . .
H9A H 0.1442 0.9412 0.4995 0.090 Uiso 1 1 calc R . .
H9B H 0.1660 0.8784 0.4298 0.090 Uiso 1 1 calc R . .
H9C H 0.0587 0.9061 0.4612 0.090 Uiso 1 1 calc R . .
C10 C 0.2032(5) 1.2479(4) 0.3764(4) 0.082(2) Uani 1 1 d . . .
H10A H 0.2631 1.2716 0.3425 0.123 Uiso 1 1 calc R . .
H10B H 0.2104 1.2382 0.4342 0.123 Uiso 1 1 calc R . .
H10C H 0.1519 1.2889 0.3701 0.123 Uiso 1 1 calc R . .
C11 C 0.1425(4) 1.0791(3) 0.1473(3) 0.0595(14) Uani 1 1 d . . .
H11A H 0.0759 1.0746 0.1403 0.089 Uiso 1 1 calc R . .
H11B H 0.1782 1.0304 0.1261 0.089 Uiso 1 1 calc R . .
H11C H 0.1711 1.1335 0.1170 0.089 Uiso 1 1 calc R . .
C12 C 0.1288(3) 0.9998(3) 0.2976(3) 0.0380(11) Uani 1 1 d . . .
C13 C 0.1389(3) 1.0047(3) 0.3821(3) 0.0400(11) Uani 1 1 d . . .
C14 C 0.1632(3) 1.0849(3) 0.4047(3) 0.0488(13) Uani 1 1 d . . .
H14 H 0.1697 1.0878 0.4600 0.059 Uiso 1 1 calc R . .
C15 C 0.1779(3) 1.1604(3) 0.3482(4) 0.0524(14) Uani 1 1 d . . .
C16 C 0.1704(4) 1.1550(3) 0.2668(4) 0.0505(13) Uani 1 1 d . . .
H16 H 0.1818 1.2057 0.2283 0.061 Uiso 1 1 calc R . .
C17 C 0.1464(3) 1.0772(3) 0.2388(3) 0.0439(12) Uani 1 1 d . . .
C18 C -0.1047(4) 0.9724(4) 0.3416(3) 0.0549(14) Uani 1 1 d . . .
H18A H -0.1714 0.9840 0.3634 0.082 Uiso 1 1 calc R . .
H18B H -0.0654 1.0242 0.3399 0.082 Uiso 1 1 calc R . .
H18C H -0.0824 0.9247 0.3772 0.082 Uiso 1 1 calc R . .
C19 C -0.2783(4) 0.9202(5) 0.1082(5) 0.099(2) Uani 1 1 d . . .
H19A H -0.2689 0.8881 0.0606 0.148 Uiso 1 1 calc R . .
H19B H -0.2990 0.9789 0.0919 0.148 Uiso 1 1 calc R . .
H19C H -0.3272 0.8907 0.1518 0.148 Uiso 1 1 calc R . .
C20 C 0.0814(4) 0.8810(4) 0.0647(3) 0.0572(14) Uani 1 1 d . . .
H20A H 0.0841 0.8182 0.0652 0.086 Uiso 1 1 calc R . .
H20B H 0.1384 0.9018 0.0823 0.086 Uiso 1 1 calc R . .
H20C H 0.0789 0.9085 0.0089 0.086 Uiso 1 1 calc R . .
C21 C -0.0081(3) 0.9227(3) 0.2060(3) 0.0344(10) Uani 1 1 d . . .
C22 C -0.0969(3) 0.9478(3) 0.2551(3) 0.0402(11) Uani 1 1 d . . .
C23 C -0.1813(4) 0.9472(3) 0.2206(3) 0.0550(14) Uani 1 1 d . . .
H23 H -0.2397 0.9623 0.2525 0.066 Uiso 1 1 calc R . .
C24 C -0.1820(4) 0.9251(4) 0.1409(4) 0.0582(14) Uani 1 1 d . . .
C25 C -0.0960(4) 0.9061(3) 0.0945(3) 0.0559(14) Uani 1 1 d . . .
H25 H -0.0955 0.8938 0.0400 0.067 Uiso 1 1 calc R . .
C26 C -0.0080(3) 0.9038(3) 0.1237(3) 0.0409(11) Uani 1 1 d . . .
C27 C 0.0802(3) 0.6652(3) 0.3928(3) 0.0445(12) Uani 1 1 d . . .
C28 C 0.0558(4) 0.6760(3) 0.4767(4) 0.0486(13) Uani 1 1 d . . .
C29 C 0.0689(4) 0.6123(4) 0.5420(4) 0.0625(16) Uani 1 1 d . . .
C30 C 0.1066(4) 0.5349(4) 0.5254(5) 0.0690(18) Uani 1 1 d . . .
C31 C 0.1321(4) 0.5182(3) 0.4427(6) 0.075(2) Uani 1 1 d . . .
C32 C 0.1188(4) 0.5835(3) 0.3797(4) 0.0600(15) Uani 1 1 d . . .
C33 C -0.0277(3) 0.7076(3) 0.2740(3) 0.0430(12) Uani 1 1 d . . .
C34 C -0.1217(4) 0.7154(3) 0.3159(3) 0.0472(12) Uani 1 1 d . . .
C35 C -0.2035(4) 0.7001(3) 0.2810(4) 0.0654(17) Uani 1 1 d . . .
C36 C -0.1935(5) 0.6731(4) 0.2041(5) 0.076(2) Uani 1 1 d . . .
C37 C -0.1032(5) 0.6611(4) 0.1614(4) 0.0683(17) Uani 1 1 d . . .
C38 C -0.0226(4) 0.6764(3) 0.1957(4) 0.0552(14) Uani 1 1 d . . .
C39 C 0.4460(3) 0.2563(3) 0.2475(3) 0.0390(11) Uani 1 1 d . . .
H39 H 0.4161 0.2094 0.2301 0.047 Uiso 1 1 calc R . .
C40 C 0.4320(3) 0.3381(3) 0.2155(3) 0.0360(10) Uani 1 1 d . . .
C41 C 0.3632(3) 0.3700(3) 0.1603(3) 0.0409(11) Uani 1 1 d . . .
C42 C 0.2987(4) 0.4356(3) 0.1762(4) 0.0572(14) Uani 1 1 d . . .
H42 H 0.3029 0.4670 0.2207 0.069 Uiso 1 1 calc R . .
C43 C 0.2273(4) 0.4573(4) 0.1289(4) 0.0715(18) Uani 1 1 d . . .
H43 H 0.1842 0.5021 0.1419 0.086 Uiso 1 1 calc R . .
C44 C 0.2207(5) 0.4128(5) 0.0632(4) 0.082(2) Uani 1 1 d . . .
H44 H 0.1727 0.4272 0.0311 0.098 Uiso 1 1 calc R . .
C45 C 0.2835(4) 0.3473(5) 0.0440(4) 0.0736(18) Uani 1 1 d . . .
H45 H 0.2794 0.3181 -0.0019 0.088 Uiso 1 1 calc R . .
C46 C 0.3540(4) 0.3236(4) 0.0929(3) 0.0574(14) Uani 1 1 d . . .
H46 H 0.3951 0.2770 0.0809 0.069 Uiso 1 1 calc R . .
C47 C 0.3942(4) 0.4294(3) 0.4487(3) 0.0545(14) Uani 1 1 d . . .
H47A H 0.4555 0.4113 0.4635 0.082 Uiso 1 1 calc R . .
H47B H 0.3649 0.3816 0.4285 0.082 Uiso 1 1 calc R . .
H47C H 0.3518 0.4457 0.4972 0.082 Uiso 1 1 calc R . .
C48 C 0.3496(5) 0.7521(3) 0.3754(4) 0.0761(19) Uani 1 1 d . . .
H48A H 0.4026 0.7944 0.3637 0.114 Uiso 1 1 calc R . .
H48B H 0.3243 0.7439 0.4346 0.114 Uiso 1 1 calc R . .
H48C H 0.2991 0.7732 0.3455 0.114 Uiso 1 1 calc R . .
C49 C 0.5075(4) 0.5808(4) 0.1456(3) 0.0635(15) Uani 1 1 d . . .
H49A H 0.4912 0.6347 0.1144 0.095 Uiso 1 1 calc R . .
H49B H 0.4802 0.5316 0.1259 0.095 Uiso 1 1 calc R . .
H49C H 0.5770 0.5759 0.1380 0.095 Uiso 1 1 calc R . .
C50 C 0.4568(3) 0.5030(3) 0.2974(3) 0.0396(11) Uani 1 1 d . . .
C51 C 0.4105(3) 0.5073(3) 0.3810(3) 0.0448(12) Uani 1 1 d . . .
C52 C 0.3782(3) 0.5883(3) 0.4025(3) 0.0491(13) Uani 1 1 d . . .
H52 H 0.3492 0.5909 0.4581 0.059 Uiso 1 1 calc R . .
C53 C 0.3857(4) 0.6655(3) 0.3481(4) 0.0560(14) Uani 1 1 d . . .
C54 C 0.4294(4) 0.6584(3) 0.2659(4) 0.0519(13) Uani 1 1 d . . .
H54 H 0.4342 0.7087 0.2267 0.062 Uiso 1 1 calc R . .
C55 C 0.4659(3) 0.5814(3) 0.2391(3) 0.0461(12) Uani 1 1 d . . .
C56 C 0.6741(4) 0.4751(4) 0.3420(3) 0.0612(15) Uani 1 1 d . . .
H56A H 0.7323 0.4850 0.3636 0.092 Uiso 1 1 calc R . .
H56B H 0.6350 0.4295 0.3786 0.092 Uiso 1 1 calc R . .
H56C H 0.6379 0.5286 0.3388 0.092 Uiso 1 1 calc R . .
C57 C 0.9431(4) 0.4110(5) 0.1144(5) 0.113(3) Uani 1 1 d . . .
H57A H 0.9790 0.4438 0.1457 0.169 Uiso 1 1 calc R . .
H57B H 0.9585 0.4339 0.0560 0.169 Uiso 1 1 calc R . .
H57C H 0.9603 0.3500 0.1218 0.169 Uiso 1 1 calc R . .
C58 C 0.6025(4) 0.3833(4) 0.0646(3) 0.0650(16) Uani 1 1 d . . .
H58A H 0.6310 0.4084 0.0086 0.097 Uiso 1 1 calc R . .
H58B H 0.5402 0.4090 0.0806 0.097 Uiso 1 1 calc R . .
H58C H 0.5943 0.3207 0.0662 0.097 Uiso 1 1 calc R . .
C59 C 0.6336(3) 0.4228(3) 0.2069(3) 0.0383(11) Uani 1 1 d . . .
C60 C 0.7011(3) 0.4474(3) 0.2558(3) 0.0455(12) Uani 1 1 d . . .
C61 C 0.8008(3) 0.4438(3) 0.2235(4) 0.0542(14) Uani 1 1 d . . .
H61 H 0.8453 0.4584 0.2559 0.065 Uiso 1 1 calc R . .
C62 C 0.8353(4) 0.4194(4) 0.1456(4) 0.0654(17) Uani 1 1 d . . .
C63 C 0.7677(4) 0.4007(3) 0.0970(3) 0.0556(14) Uani 1 1 d . . .
H63 H 0.7908 0.3869 0.0431 0.067 Uiso 1 1 calc R . .
C64 C 0.6678(3) 0.4014(3) 0.1240(3) 0.0455(12) Uani 1 1 d . . .
C65 C 0.6251(3) 0.2093(3) 0.2807(3) 0.0419(11) Uani 1 1 d . . .
C66 C 0.6999(4) 0.2177(3) 0.3242(4) 0.0507(13) Uani 1 1 d . . .
C67 C 0.7953(4) 0.2002(4) 0.2920(5) 0.078(2) Uani 1 1 d . . .
C68 C 0.8190(5) 0.1759(4) 0.2139(6) 0.088(3) Uani 1 1 d . . .
C69 C 0.7468(6) 0.1630(4) 0.1704(4) 0.085(2) Uani 1 1 d . . .
C70 C 0.6539(5) 0.1791(4) 0.2046(4) 0.0666(17) Uani 1 1 d . . .
C71 C 0.4640(3) 0.1683(3) 0.3964(3) 0.0386(11) Uani 1 1 d . . .
C72 C 0.4535(4) 0.1796(3) 0.4799(3) 0.0531(14) Uani 1 1 d . . .
C73 C 0.4117(4) 0.1154(4) 0.5444(4) 0.0591(15) Uani 1 1 d U . .
C74 C 0.3819(4) 0.0378(4) 0.5280(5) 0.0658(18) Uani 1 1 d . . .
C75 C 0.3946(4) 0.0238(3) 0.4469(5) 0.0689(19) Uani 1 1 d . . .
C76 C 0.4329(4) 0.0866(3) 0.3831(4) 0.0564(14) Uani 1 1 d . . .
F1 F 0.1417(3) 0.5643(2) 0.3000(2) 0.0812(11) Uani 1 1 d . . .
F2 F 0.1684(3) 0.4410(2) 0.4230(3) 0.1101(15) Uani 1 1 d . . .
F3 F 0.1194(3) 0.4718(2) 0.5873(3) 0.1097(16) Uani 1 1 d . . .
F4 F 0.0406(3) 0.6276(3) 0.6229(2) 0.0995(13) Uani 1 1 d . . .
F5 F 0.0137(2) 0.75172(18) 0.50076(17) 0.0652(9) Uani 1 1 d . . .
F6 F 0.0640(3) 0.6624(2) 0.1489(2) 0.0801(10) Uani 1 1 d . . .
F7 F -0.0929(4) 0.6369(3) 0.0850(3) 0.1202(16) Uani 1 1 d . . .
F8 F -0.2731(3) 0.6615(3) 0.1723(3) 0.1206(16) Uani 1 1 d . . .
F9 F -0.2930(2) 0.7116(3) 0.3262(3) 0.1106(15) Uani 1 1 d . . .
F10 F -0.1363(2) 0.7421(2) 0.3918(2) 0.0663(9) Uani 1 1 d . . .
F11 F 0.6783(2) 0.2423(2) 0.4016(2) 0.0725(9) Uani 1 1 d . . .
F12 F 0.8629(3) 0.2107(3) 0.3396(4) 0.1257(18) Uani 1 1 d . . .
F13 F 0.9135(3) 0.1625(3) 0.1827(4) 0.151(2) Uani 1 1 d . . .
F14 F 0.7719(4) 0.1395(3) 0.0941(3) 0.150(2) Uani 1 1 d . . .
F15 F 0.5883(3) 0.1663(3) 0.1554(2) 0.1045(14) Uani 1 1 d . . .
F16 F 0.4465(3) 0.0678(2) 0.3050(2) 0.0845(11) Uani 1 1 d . . .
F17 F 0.3655(3) -0.0545(2) 0.4293(3) 0.1095(15) Uani 1 1 d . . .
F18 F 0.3453(3) -0.0238(2) 0.5911(3) 0.1142(17) Uani 1 1 d . . .
F19 F 0.4059(3) 0.1320(3) 0.6261(2) 0.1075(15) Uani 1 1 d U . .
F20 F 0.4830(2) 0.25633(19) 0.50462(17) 0.0673(9) Uani 1 1 d . . .
O1 O 0.0465(2) 0.83021(18) 0.33678(18) 0.0358(7) Uani 1 1 d . . .
O2 O 0.5225(2) 0.33303(18) 0.33854(18) 0.0379(7) Uani 1 1 d . . .
P1 P 0.09090(8) 0.90106(7) 0.26330(7) 0.0318(3) Uani 1 1 d . . .
P2 P 0.51010(8) 0.40350(7) 0.26392(7) 0.0340(3) 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
B1 O1 1.547(6) . ?
B1 C1 1.603(7) . ?
B1 C33 1.632(7) . ?
B1 C27 1.634(8) . ?
B2 O2 1.550(6) . ?
B2 C39 1.594(7) . ?
B2 C65 1.630(7) . ?
B2 C71 1.633(7) . ?
C1 C2 1.326(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.484(6) . ?
C2 P1 1.808(4) . ?
C3 C4 1.389(6) . ?
C3 C8 1.391(6) . ?
C4 C5 1.382(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.341(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.372(7) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C13 1.517(7) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.529(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C17 1.500(7) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C17 1.418(6) . ?
C12 C13 1.423(6) . ?
C12 P1 1.788(4) . ?
C13 C14 1.383(6) . ?
C14 C15 1.374(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.364(7) . ?
C16 C17 1.389(6) . ?
C16 H16 0.9300 . ?
C18 C22 1.491(6) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C24 1.537(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C26 1.502(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.409(6) . ?
C21 C22 1.429(6) . ?
C21 P1 1.809(4) . ?
C22 C23 1.394(7) . ?
C23 C24 1.386(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.352(7) . ?
C25 C26 1.393(7) . ?
C25 H25 0.9300 . ?
C27 C28 1.382(7) . ?
C27 C32 1.385(7) . ?
C28 F5 1.366(5) . ?
C28 C29 1.385(7) . ?
C29 C30 1.332(8) . ?
C29 F4 1.359(7) . ?
C30 F3 1.342(7) . ?
C30 C31 1.389(9) . ?
C31 F2 1.337(7) . ?
C31 C32 1.377(8) . ?
C32 F1 1.352(7) . ?
C33 C34 1.380(6) . ?
C33 C38 1.410(7) . ?
C34 F10 1.333(6) . ?
C34 C35 1.396(7) . ?
C35 C36 1.355(9) . ?
C35 F9 1.355(7) . ?
C36 F8 1.328(6) . ?
C36 C37 1.350(9) . ?
C37 F7 1.329(7) . ?
C37 C38 1.376(8) . ?
C38 F6 1.341(6) . ?
C39 C40 1.320(6) . ?
C39 H39 0.9300 . ?
C40 C41 1.472(6) . ?
C40 P2 1.824(4) . ?
C41 C42 1.363(7) . ?
C41 C46 1.407(6) . ?
C42 C43 1.380(7) . ?
C42 H42 0.9300 . ?
C43 C44 1.357(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.358(9) . ?
C44 H44 0.9300 . ?
C45 C46 1.392(7) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C51 1.507(7) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 C53 1.505(7) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 C55 1.533(7) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 C51 1.410(6) . ?
C50 C55 1.425(6) . ?
C50 P2 1.794(5) . ?
C51 C52 1.381(6) . ?
C52 C53 1.377(7) . ?
C52 H52 0.9300 . ?
C53 C54 1.388(7) . ?
C54 C55 1.371(6) . ?
C54 H54 0.9300 . ?
C56 C60 1.503(7) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 C62 1.509(7) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 C64 1.496(7) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 C60 1.419(6) . ?
C59 C64 1.429(6) . ?
C59 P2 1.812(4) . ?
C60 C61 1.400(7) . ?
C61 C62 1.373(8) . ?
C61 H61 0.9300 . ?
C62 C63 1.389(8) . ?
C63 C64 1.385(7) . ?
C63 H63 0.9300 . ?
C65 C70 1.372(7) . ?
C65 C66 1.377(7) . ?
C66 F11 1.345(6) . ?
C66 C67 1.380(7) . ?
C67 F12 1.347(8) . ?
C67 C68 1.356(10) . ?
C68 F13 1.351(7) . ?
C68 C69 1.360(11) . ?
C69 F14 1.326(8) . ?
C69 C70 1.351(8) . ?
C70 F15 1.351(7) . ?
C71 C72 1.376(7) . ?
C71 C76 1.380(6) . ?
C72 F20 1.375(6) . ?
C72 C73 1.391(7) . ?
C73 C74 1.332(8) . ?
C73 F19 1.378(7) . ?
C74 F18 1.333(6) . ?
C74 C75 1.348(9) . ?
C75 F17 1.346(6) . ?
C75 C76 1.358(8) . ?
C76 F16 1.322(7) . ?
O1 P1 1.551(3) . ?
O2 P2 1.554(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
O1 B1 C1 100.4(3) . . ?
O1 B1 C33 106.7(3) . . ?
C1 B1 C33 115.0(4) . . ?
O1 B1 C27 112.2(4) . . ?
C1 B1 C27 112.1(4) . . ?
C33 B1 C27 110.0(4) . . ?
O2 B2 C39 99.2(3) . . ?
O2 B2 C65 106.1(4) . . ?
C39 B2 C65 115.4(4) . . ?
O2 B2 C71 112.8(4) . . ?
C39 B2 C71 112.0(4) . . ?
C65 B2 C71 110.7(4) . . ?
C2 C1 B1 117.7(4) . . ?
C2 C1 H1 121.2 . . ?
B1 C1 H1 121.2 . . ?
C1 C2 C3 125.0(4) . . ?
C1 C2 P1 104.6(3) . . ?
C3 C2 P1 130.0(3) . . ?
C4 C3 C8 118.7(4) . . ?
C4 C3 C2 121.1(4) . . ?
C8 C3 C2 119.9(4) . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 121.7(5) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 118.9(5) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 120.9(5) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C3 119.8(5) . . ?
C7 C8 H8 120.1 . . ?
C3 C8 H8 120.1 . . ?
C13 C9 H9A 109.5 . . ?
C13 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C13 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 H10A 109.5 . . ?
C15 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C15 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 C11 H11A 109.5 . . ?
C17 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C17 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C17 C12 C13 118.6(4) . . ?
C17 C12 P1 118.7(3) . . ?
C13 C12 P1 122.7(3) . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 C9 117.8(4) . . ?
C12 C13 C9 123.0(4) . . ?
C15 C14 C13 122.3(5) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C16 C15 C14 118.3(4) . . ?
C16 C15 C10 121.2(5) . . ?
C14 C15 C10 120.5(5) . . ?
C15 C16 C17 123.2(5) . . ?
C15 C16 H16 118.4 . . ?
C17 C16 H16 118.4 . . ?
C16 C17 C12 118.4(5) . . ?
C16 C17 C11 118.2(4) . . ?
C12 C17 C11 123.3(4) . . ?
C22 C18 H18A 109.5 . . ?
C22 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C22 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 H19A 109.5 . . ?
C24 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C24 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C20 H20A 109.5 . . ?
C26 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C26 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 119.3(4) . . ?
C26 C21 P1 125.2(3) . . ?
C22 C21 P1 114.7(3) . . ?
C23 C22 C21 117.8(4) . . ?
C23 C22 C18 118.3(4) . . ?
C21 C22 C18 123.9(4) . . ?
C24 C23 C22 122.9(5) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C25 C24 C23 117.8(5) . . ?
C25 C24 C19 121.7(6) . . ?
C23 C24 C19 120.5(5) . . ?
C24 C25 C26 123.6(5) . . ?
C24 C25 H25 118.2 . . ?
C26 C25 H25 118.2 . . ?
C25 C26 C21 118.5(4) . . ?
C25 C26 C20 117.4(4) . . ?
C21 C26 C20 124.2(4) . . ?
C28 C27 C32 113.3(5) . . ?
C28 C27 B1 127.0(4) . . ?
C32 C27 B1 119.7(5) . . ?
F5 C28 C27 120.8(4) . . ?
F5 C28 C29 115.1(5) . . ?
C27 C28 C29 124.0(5) . . ?
C30 C29 F4 119.9(6) . . ?
C30 C29 C28 120.0(6) . . ?
F4 C29 C28 120.2(6) . . ?
C29 C30 F3 121.3(7) . . ?
C29 C30 C31 119.8(6) . . ?
F3 C30 C31 118.9(6) . . ?
F2 C31 C32 119.5(7) . . ?
F2 C31 C30 122.0(6) . . ?
C32 C31 C30 118.4(6) . . ?
F1 C32 C31 117.0(5) . . ?
F1 C32 C27 118.4(5) . . ?
C31 C32 C27 124.5(7) . . ?
C34 C33 C38 113.4(5) . . ?
C34 C33 B1 121.5(4) . . ?
C38 C33 B1 125.0(4) . . ?
F10 C34 C33 119.2(4) . . ?
F10 C34 C35 117.8(5) . . ?
C33 C34 C35 122.9(5) . . ?
C36 C35 F9 120.8(6) . . ?
C36 C35 C34 120.6(6) . . ?
F9 C35 C34 118.6(6) . . ?
F8 C36 C37 122.2(7) . . ?
F8 C36 C35 118.7(7) . . ?
C37 C36 C35 119.1(5) . . ?
F7 C37 C36 119.3(6) . . ?
F7 C37 C38 120.3(6) . . ?
C36 C37 C38 120.3(6) . . ?
F6 C38 C37 116.1(5) . . ?
F6 C38 C33 120.4(4) . . ?
C37 C38 C33 123.5(6) . . ?
C40 C39 B2 119.9(4) . . ?
C40 C39 H39 120.1 . . ?
B2 C39 H39 120.1 . . ?
C39 C40 C41 128.5(4) . . ?
C39 C40 P2 103.4(3) . . ?
C41 C40 P2 127.9(3) . . ?
C42 C41 C46 117.0(5) . . ?
C42 C41 C40 123.8(4) . . ?
C46 C41 C40 118.6(4) . . ?
C41 C42 C43 122.6(5) . . ?
C41 C42 H42 118.7 . . ?
C43 C42 H42 118.7 . . ?
C44 C43 C42 119.5(6) . . ?
C44 C43 H43 120.3 . . ?
C42 C43 H43 120.3 . . ?
C43 C44 C45 120.5(6) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C44 C45 C46 120.3(6) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C45 C46 C41 120.1(5) . . ?
C45 C46 H46 120.0 . . ?
C41 C46 H46 120.0 . . ?
C51 C47 H47A 109.5 . . ?
C51 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C51 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C53 C48 H48A 109.5 . . ?
C53 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C53 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C55 C49 H49A 109.5 . . ?
C55 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C55 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C51 C50 C55 118.7(4) . . ?
C51 C50 P2 122.2(4) . . ?
C55 C50 P2 119.1(4) . . ?
C52 C51 C50 118.1(5) . . ?
C52 C51 C47 117.6(4) . . ?
C50 C51 C47 124.3(4) . . ?
C53 C52 C51 125.0(5) . . ?
C53 C52 H52 117.5 . . ?
C51 C52 H52 117.5 . . ?
C52 C53 C54 115.4(5) . . ?
C52 C53 C48 122.6(5) . . ?
C54 C53 C48 122.1(5) . . ?
C55 C54 C53 123.8(5) . . ?
C55 C54 H54 118.1 . . ?
C53 C54 H54 118.1 . . ?
C54 C55 C50 119.0(5) . . ?
C54 C55 C49 118.9(5) . . ?
C50 C55 C49 121.9(4) . . ?
C60 C56 H56A 109.5 . . ?
C60 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C60 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C62 C57 H57A 109.5 . . ?
C62 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C62 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C64 C58 H58A 109.5 . . ?
C64 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C64 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C60 C59 C64 119.9(4) . . ?
C60 C59 P2 114.5(3) . . ?
C64 C59 P2 124.8(3) . . ?
C61 C60 C59 118.5(5) . . ?
C61 C60 C56 116.5(5) . . ?
C59 C60 C56 125.0(4) . . ?
C62 C61 C60 122.5(5) . . ?
C62 C61 H61 118.8 . . ?
C60 C61 H61 118.8 . . ?
C61 C62 C63 117.8(5) . . ?
C61 C62 C57 121.3(6) . . ?
C63 C62 C57 120.9(6) . . ?
C64 C63 C62 123.7(5) . . ?
C64 C63 H63 118.1 . . ?
C62 C63 H63 118.1 . . ?
C63 C64 C59 117.4(5) . . ?
C63 C64 C58 118.6(5) . . ?
C59 C64 C58 123.9(4) . . ?
C70 C65 C66 113.9(5) . . ?
C70 C65 B2 124.2(5) . . ?
C66 C65 B2 121.8(4) . . ?
F11 C66 C65 118.5(4) . . ?
F11 C66 C67 119.1(6) . . ?
C65 C66 C67 122.4(6) . . ?
F12 C67 C68 122.1(6) . . ?
F12 C67 C66 117.7(7) . . ?
C68 C67 C66 120.2(6) . . ?
F13 C68 C67 118.9(9) . . ?
F13 C68 C69 121.9(8) . . ?
C67 C68 C69 119.1(6) . . ?
F14 C69 C70 123.0(8) . . ?
F14 C69 C68 118.0(7) . . ?
C70 C69 C68 118.9(7) . . ?
F15 C70 C69 114.1(6) . . ?
F15 C70 C65 120.7(5) . . ?
C69 C70 C65 125.2(7) . . ?
C72 C71 C76 113.8(5) . . ?
C72 C71 B2 126.7(4) . . ?
C76 C71 B2 119.3(5) . . ?
F20 C72 C71 121.6(4) . . ?
F20 C72 C73 115.7(5) . . ?
C71 C72 C73 122.7(5) . . ?
C74 C73 F19 120.4(5) . . ?
C74 C73 C72 121.0(6) . . ?
F19 C73 C72 118.5(5) . . ?
C73 C74 F18 119.8(7) . . ?
C73 C74 C75 117.5(5) . . ?
F18 C74 C75 122.6(6) . . ?
F17 C75 C74 118.3(6) . . ?
F17 C75 C76 119.5(7) . . ?
C74 C75 C76 122.2(6) . . ?
F16 C76 C75 119.3(5) . . ?
F16 C76 C71 117.9(5) . . ?
C75 C76 C71 122.7(6) . . ?
B1 O1 P1 110.7(3) . . ?
B2 O2 P2 111.6(3) . . ?
O1 P1 C12 113.22(19) . . ?
O1 P1 C2 98.27(18) . . ?
C12 P1 C2 114.3(2) . . ?
O1 P1 C21 103.04(18) . . ?
C12 P1 C21 110.7(2) . . ?
C2 P1 C21 116.2(2) . . ?
O2 P2 C50 112.8(2) . . ?
O2 P2 C59 103.13(18) . . ?
C50 P2 C59 111.7(2) . . ?
O2 P2 C40 97.69(19) . . ?
C50 P2 C40 114.7(2) . . ?
C59 P2 C40 115.4(2) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.120
####################################################################### 
# 
# 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_ga_80324a_a
_database_code_depnum_ccdc_archive 'CCDC 1843776'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H24 B F10 O P'
_chemical_formula_weight         632.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.7242(3)
_cell_length_b                   22.4308(7)
_cell_length_c                   13.8977(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.5000(10)
_cell_angle_gamma                90
_cell_volume                     2874.74(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      3.38
_cell_measurement_theta_max      53.91

_exptl_crystal_description       sheet
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.069
_shelx_estimated_absorpt_T_min   0.617
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\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            21666
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.428
_diffrn_reflns_theta_max         53.923
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5217
_reflns_number_gt                4523
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0582P)²+1.9449P] 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         5217
_refine_ls_number_parameters     402
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1249
_refine_ls_wR_factor_gt          0.1196
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.006
_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
P1 P 0.46277(5) 0.40609(2) 0.56579(4) 0.02203(14) Uani 1 1 d D . . . .
H1A H 0.417(2) 0.4551(8) 0.5919(15) 0.021(5) Uiso 1 1 d D . . . .
B1 B 0.6033(2) 0.38143(11) 0.75829(17) 0.0257(5) Uani 1 1 d . . . . .
H1B H 0.521(2) 0.4127(10) 0.7688(17) 0.029(6) Uiso 1 1 d . . . . .
F1 F 0.36445(13) 0.33938(6) 0.83015(10) 0.0389(3) Uani 1 1 d . . . . .
F2 F 0.29223(15) 0.22641(7) 0.84678(12) 0.0523(4) Uani 1 1 d . . . . .
F3 F 0.45135(17) 0.13628(6) 0.80668(13) 0.0573(4) Uani 1 1 d . . . . .
F4 F 0.68239(17) 0.16154(6) 0.74296(14) 0.0574(4) Uani 1 1 d . . . . .
F5 F 0.75447(13) 0.27515(6) 0.72225(10) 0.0403(3) Uani 1 1 d . . . . .
F6 F 0.64284(15) 0.40357(7) 0.96476(10) 0.0448(4) Uani 1 1 d . . . . .
F7 F 0.8887(2) 0.42949(10) 1.11263(11) 0.0735(5) Uani 1 1 d . . . . .
F8 F 1.14339(18) 0.43693(9) 1.07121(13) 0.0759(6) Uani 1 1 d . . . . .
F9 F 1.14606(15) 0.41941(9) 0.87890(13) 0.0678(5) Uani 1 1 d . . . . .
F10 F 0.90374(14) 0.39392(8) 0.73105(10) 0.0488(4) Uani 1 1 d . . . . .
O1 O 0.60621(14) 0.38959(6) 0.64771(10) 0.0249(3) Uani 1 1 d . . . . .
C1 C 0.4907(2) 0.41957(9) 0.44591(15) 0.0237(4) Uani 1 1 d . . . . .
C2 C 0.6198(2) 0.40649(9) 0.42420(16) 0.0260(4) Uani 1 1 d . . . . .
C3 C 0.6262(2) 0.42034(9) 0.32817(16) 0.0309(5) Uani 1 1 d . . . . .
H3 H 0.7129 0.4117 0.3132 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5118(2) 0.44620(9) 0.25325(16) 0.0308(5) Uani 1 1 d . . . . .
C5 C 0.3871(2) 0.45926(9) 0.27653(16) 0.0291(5) Uani 1 1 d . . . . .
H5 H 0.3083 0.4775 0.2263 0.035 Uiso 1 1 calc R U . . .
C6 C 0.3729(2) 0.44659(8) 0.37078(16) 0.0257(4) Uani 1 1 d . . . . .
C7 C 0.7538(2) 0.37868(11) 0.49786(17) 0.0335(5) Uani 1 1 d . . . . .
H7A H 0.8305 0.3763 0.4662 0.050 Uiso 1 1 calc R U . . .
H7B H 0.7306 0.3385 0.5158 0.050 Uiso 1 1 calc R U . . .
H7C H 0.7870 0.4032 0.5593 0.050 Uiso 1 1 calc R U . . .
C8 C 0.5235(3) 0.45974(12) 0.14985(18) 0.0441(6) Uani 1 1 d . . . . .
H8A H 0.5150 0.5028 0.1378 0.066 Uiso 1 1 calc R U . . .
H8B H 0.4455 0.4392 0.0979 0.066 Uiso 1 1 calc R U . . .
H8C H 0.6175 0.4459 0.1467 0.066 Uiso 1 1 calc R U . . .
C9 C 0.2320(2) 0.46240(10) 0.38794(17) 0.0320(5) Uani 1 1 d . . . . .
H9A H 0.1645 0.4787 0.3253 0.048 Uiso 1 1 calc R U . . .
H9B H 0.2499 0.4922 0.4421 0.048 Uiso 1 1 calc R U . . .
H9C H 0.1898 0.4266 0.4076 0.048 Uiso 1 1 calc R U . . .
C10 C 0.3227(2) 0.35282(9) 0.55995(15) 0.0254(4) Uani 1 1 d . . . . .
C11 C 0.2098(2) 0.36728(9) 0.59994(16) 0.0284(4) Uani 1 1 d . . . . .
C12 C 0.1155(2) 0.32226(10) 0.60697(17) 0.0325(5) Uani 1 1 d . . . . .
H12 H 0.0392 0.3317 0.6333 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1280(2) 0.26410(10) 0.57719(17) 0.0348(5) Uani 1 1 d . . . . .
C14 C 0.2377(2) 0.25134(10) 0.53616(17) 0.0334(5) Uani 1 1 d . . . . .
H14 H 0.2459 0.2119 0.5138 0.040 Uiso 1 1 calc R U . . .
C15 C 0.3352(2) 0.29403(9) 0.52674(15) 0.0282(4) Uani 1 1 d . . . . .
C16 C 0.1868(2) 0.42850(10) 0.63751(19) 0.0351(5) Uani 1 1 d . . . . .
H16A H 0.1013 0.4279 0.6603 0.053 Uiso 1 1 calc R U . . .
H16B H 0.1720 0.4575 0.5824 0.053 Uiso 1 1 calc R U . . .
H16C H 0.2722 0.4399 0.6942 0.053 Uiso 1 1 calc R U . . .
C17 C 0.0266(3) 0.21621(12) 0.5903(2) 0.0518(7) Uani 1 1 d . . . . .
H17A H 0.0165 0.1853 0.5386 0.078 Uiso 1 1 calc R U . . .
H17B H -0.0686 0.2337 0.5827 0.078 Uiso 1 1 calc R U . . .
H17C H 0.0660 0.1985 0.6579 0.078 Uiso 1 1 calc R U . . .
C18 C 0.4525(2) 0.27576(10) 0.48285(19) 0.0367(5) Uani 1 1 d . . . . .
H18A H 0.4440 0.2330 0.4673 0.055 Uiso 1 1 calc R U . . .
H18B H 0.5478 0.2840 0.5322 0.055 Uiso 1 1 calc R U . . .
H18C H 0.4417 0.2984 0.4206 0.055 Uiso 1 1 calc R U . . .
C19 C 0.5619(2) 0.31267(9) 0.77351(15) 0.0266(4) Uani 1 1 d . . . . .
C20 C 0.4459(2) 0.29694(10) 0.80616(16) 0.0301(5) Uani 1 1 d . . . . .
C21 C 0.4070(2) 0.23882(11) 0.81648(17) 0.0361(5) Uani 1 1 d . . . . .
C22 C 0.4864(3) 0.19328(10) 0.79515(19) 0.0399(6) Uani 1 1 d . . . . .
C23 C 0.6036(3) 0.20596(10) 0.76355(19) 0.0376(5) Uani 1 1 d . . . . .
C24 C 0.6383(2) 0.26486(10) 0.75335(17) 0.0306(5) Uani 1 1 d . . . . .
C25 C 0.7594(2) 0.39799(9) 0.83992(16) 0.0269(4) Uani 1 1 d . . . . .
C26 C 0.7658(2) 0.40759(10) 0.94024(17) 0.0329(5) Uani 1 1 d . . . . .
C27 C 0.8911(3) 0.42051(12) 1.01744(18) 0.0454(6) Uani 1 1 d . . . . .
C28 C 1.0196(3) 0.42435(13) 0.99699(19) 0.0482(6) Uani 1 1 d . . . . .
C29 C 1.0210(2) 0.41556(12) 0.89969(19) 0.0428(6) Uani 1 1 d . . . . .
C30 C 0.8927(2) 0.40249(10) 0.82453(17) 0.0332(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
P1 O1 1.5398(14) . ?
P1 C10 1.795(2) . ?
P1 C1 1.796(2) . ?
P1 H1A 1.281(17) . ?
B1 O1 1.557(3) . ?
B1 C25 1.624(3) . ?
B1 C19 1.625(3) . ?
B1 H1B 1.11(2) . ?
F1 C20 1.346(2) . ?
F2 C21 1.341(2) . ?
F3 C22 1.346(3) . ?
F4 C23 1.342(3) . ?
F5 C24 1.352(2) . ?
F6 C26 1.346(3) . ?
F7 C27 1.346(3) . ?
F8 C28 1.343(3) . ?
F9 C29 1.339(3) . ?
F10 C30 1.351(3) . ?
C1 C2 1.413(3) . ?
C1 C6 1.418(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.512(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 C8 1.508(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C9 1.506(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.415(3) . ?
C10 C11 1.416(3) . ?
C11 C12 1.388(3) . ?
C11 C16 1.511(3) . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(3) . ?
C13 C17 1.508(3) . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 C18 1.511(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.383(3) . ?
C19 C20 1.388(3) . ?
C20 C21 1.377(3) . ?
C21 C22 1.368(3) . ?
C22 C23 1.375(3) . ?
C23 C24 1.382(3) . ?
C25 C30 1.383(3) . ?
C25 C26 1.393(3) . ?
C26 C27 1.375(3) . ?
C27 C28 1.369(4) . ?
C28 C29 1.371(4) . ?
C29 C30 1.381(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
O1 P1 C10 111.72(8) . . ?
O1 P1 C1 110.99(8) . . ?
C10 P1 C1 113.96(9) . . ?
O1 P1 H1A 108.1(9) . . ?
C10 P1 H1A 104.9(9) . . ?
C1 P1 H1A 106.7(9) . . ?
O1 B1 C25 110.92(16) . . ?
O1 B1 C19 108.84(16) . . ?
C25 B1 C19 109.97(17) . . ?
O1 B1 H1B 107.2(11) . . ?
C25 B1 H1B 108.5(12) . . ?
C19 B1 H1B 111.3(11) . . ?
P1 O1 B1 117.53(12) . . ?
C2 C1 C6 119.77(18) . . ?
C2 C1 P1 124.70(15) . . ?
C6 C1 P1 115.51(14) . . ?
C3 C2 C1 118.16(19) . . ?
C3 C2 C7 116.80(18) . . ?
C1 C2 C7 125.04(18) . . ?
C4 C3 C2 123.00(19) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C5 C4 C3 117.87(19) . . ?
C5 C4 C8 121.2(2) . . ?
C3 C4 C8 121.0(2) . . ?
C4 C5 C6 122.30(19) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 118.90(18) . . ?
C5 C6 C9 117.95(18) . . ?
C1 C6 C9 123.16(18) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 119.95(18) . . ?
C15 C10 P1 119.50(15) . . ?
C11 C10 P1 120.10(15) . . ?
C12 C11 C10 118.19(19) . . ?
C12 C11 C16 117.60(19) . . ?
C10 C11 C16 124.20(18) . . ?
C13 C12 C11 122.8(2) . . ?
C13 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C12 C13 C14 117.92(19) . . ?
C12 C13 C17 120.8(2) . . ?
C14 C13 C17 121.3(2) . . ?
C15 C14 C13 122.3(2) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C10 118.80(19) . . ?
C14 C15 C18 118.61(19) . . ?
C10 C15 C18 122.59(18) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 114.41(19) . . ?
C24 C19 B1 122.61(18) . . ?
C20 C19 B1 122.98(18) . . ?
F1 C20 C21 116.14(18) . . ?
F1 C20 C19 120.28(19) . . ?
C21 C20 C19 123.6(2) . . ?
F2 C21 C22 119.7(2) . . ?
F2 C21 C20 120.8(2) . . ?
C22 C21 C20 119.4(2) . . ?
F3 C22 C21 120.2(2) . . ?
F3 C22 C23 120.1(2) . . ?
C21 C22 C23 119.8(2) . . ?
F4 C23 C22 120.1(2) . . ?
F4 C23 C24 120.9(2) . . ?
C22 C23 C24 119.0(2) . . ?
F5 C24 C23 116.88(19) . . ?
F5 C24 C19 119.31(18) . . ?
C23 C24 C19 123.8(2) . . ?
C30 C25 C26 113.42(19) . . ?
C30 C25 B1 128.54(19) . . ?
C26 C25 B1 118.01(18) . . ?
F6 C26 C27 117.1(2) . . ?
F6 C26 C25 118.83(19) . . ?
C27 C26 C25 124.1(2) . . ?
F7 C27 C28 119.8(2) . . ?
F7 C27 C26 120.7(2) . . ?
C28 C27 C26 119.5(2) . . ?
F8 C28 C27 120.5(2) . . ?
F8 C28 C29 120.1(2) . . ?
C27 C28 C29 119.4(2) . . ?
F9 C29 C28 119.8(2) . . ?
F9 C29 C30 121.0(2) . . ?
C28 C29 C30 119.2(2) . . ?
F10 C30 C29 115.45(19) . . ?
F10 C30 C25 120.17(19) . . ?
C29 C30 C25 124.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 P1 O1 B1 -56.39(16) . . . . ?
C1 P1 O1 B1 175.22(13) . . . . ?
C25 B1 O1 P1 -150.84(13) . . . . ?
C19 B1 O1 P1 88.05(17) . . . . ?
O1 P1 C1 C2 10.7(2) . . . . ?
C10 P1 C1 C2 -116.45(17) . . . . ?
O1 P1 C1 C6 -167.76(14) . . . . ?
C10 P1 C1 C6 65.06(17) . . . . ?
C6 C1 C2 C3 -0.6(3) . . . . ?
P1 C1 C2 C3 -179.00(15) . . . . ?
C6 C1 C2 C7 179.03(19) . . . . ?
P1 C1 C2 C7 0.6(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C7 C2 C3 C4 -179.7(2) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C2 C3 C4 C8 -179.3(2) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C8 C4 C5 C6 179.2(2) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 C9 -179.67(19) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
P1 C1 C6 C5 179.04(15) . . . . ?
C2 C1 C6 C9 -179.55(19) . . . . ?
P1 C1 C6 C9 -1.0(2) . . . . ?
O1 P1 C10 C15 -66.95(18) . . . . ?
C1 P1 C10 C15 59.85(19) . . . . ?
O1 P1 C10 C11 105.31(17) . . . . ?
C1 P1 C10 C11 -127.89(16) . . . . ?
C15 C10 C11 C12 1.2(3) . . . . ?
P1 C10 C11 C12 -171.05(16) . . . . ?
C15 C10 C11 C16 179.9(2) . . . . ?
P1 C10 C11 C16 7.7(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C16 C11 C12 C13 -178.4(2) . . . . ?
C11 C12 C13 C14 -1.8(3) . . . . ?
C11 C12 C13 C17 177.5(2) . . . . ?
C12 C13 C14 C15 1.6(3) . . . . ?
C17 C13 C14 C15 -177.6(2) . . . . ?
C13 C14 C15 C10 -0.1(3) . . . . ?
C13 C14 C15 C18 178.9(2) . . . . ?
C11 C10 C15 C14 -1.3(3) . . . . ?
P1 C10 C15 C14 170.95(16) . . . . ?
C11 C10 C15 C18 179.7(2) . . . . ?
P1 C10 C15 C18 -8.1(3) . . . . ?
O1 B1 C19 C24 54.6(2) . . . . ?
C25 B1 C19 C24 -67.1(2) . . . . ?
O1 B1 C19 C20 -124.3(2) . . . . ?
C25 B1 C19 C20 114.0(2) . . . . ?
C24 C19 C20 F1 178.76(18) . . . . ?
B1 C19 C20 F1 -2.2(3) . . . . ?
C24 C19 C20 C21 -1.0(3) . . . . ?
B1 C19 C20 C21 178.0(2) . . . . ?
F1 C20 C21 F2 1.3(3) . . . . ?
C19 C20 C21 F2 -178.87(19) . . . . ?
F1 C20 C21 C22 -178.9(2) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
F2 C21 C22 F3 -1.5(3) . . . . ?
C20 C21 C22 F3 178.8(2) . . . . ?
F2 C21 C22 C23 179.6(2) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
F3 C22 C23 F4 0.8(4) . . . . ?
C21 C22 C23 F4 179.7(2) . . . . ?
F3 C22 C23 C24 -179.3(2) . . . . ?
C21 C22 C23 C24 -0.4(4) . . . . ?
F4 C23 C24 F5 -0.2(3) . . . . ?
C22 C23 C24 F5 179.9(2) . . . . ?
F4 C23 C24 C19 -179.8(2) . . . . ?
C22 C23 C24 C19 0.3(4) . . . . ?
C20 C19 C24 F5 -179.19(18) . . . . ?
B1 C19 C24 F5 1.8(3) . . . . ?
C20 C19 C24 C23 0.4(3) . . . . ?
B1 C19 C24 C23 -178.6(2) . . . . ?
O1 B1 C25 C30 -17.9(3) . . . . ?
C19 B1 C25 C30 102.5(2) . . . . ?
O1 B1 C25 C26 164.19(17) . . . . ?
C19 B1 C25 C26 -75.4(2) . . . . ?
C30 C25 C26 F6 -179.11(19) . . . . ?
B1 C25 C26 F6 -0.9(3) . . . . ?
C30 C25 C26 C27 0.2(3) . . . . ?
B1 C25 C26 C27 178.4(2) . . . . ?
F6 C26 C27 F7 -1.0(4) . . . . ?
C25 C26 C27 F7 179.7(2) . . . . ?
F6 C26 C27 C28 179.1(2) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
F7 C27 C28 F8 0.1(4) . . . . ?
C26 C27 C28 F8 180.0(2) . . . . ?
F7 C27 C28 C29 -179.5(3) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
F8 C28 C29 F9 0.1(4) . . . . ?
C27 C28 C29 F9 179.8(3) . . . . ?
F8 C28 C29 C30 179.8(2) . . . . ?
C27 C28 C29 C30 -0.6(4) . . . . ?
F9 C29 C30 F10 0.3(4) . . . . ?
C28 C29 C30 F10 -179.4(2) . . . . ?
F9 C29 C30 C25 -179.7(2) . . . . ?
C28 C29 C30 C25 0.6(4) . . . . ?
C26 C25 C30 F10 179.59(19) . . . . ?
B1 C25 C30 F10 1.6(3) . . . . ?
C26 C25 C30 C29 -0.4(3) . . . . ?
B1 C25 C30 C29 -178.4(2) . . . . ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_ga_80508b_a
_database_code_depnum_ccdc_archive 'CCDC 1843777'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H22 B F10 O P'
_chemical_formula_weight         630.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 '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                   10.5258(5)
_cell_length_b                   20.8548(10)
_cell_length_c                   13.0770(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.292(2)
_cell_angle_gamma                90
_cell_volume                     2709.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7797
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      52.96

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.134
_shelx_estimated_absorpt_T_min   0.749
_shelx_estimated_absorpt_T_max   0.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.240
_exptl_absorpt_correction_T_max  0.750
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\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            20825
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.688
_diffrn_reflns_theta_max         53.002
_diffrn_reflns_theta_full        53.002
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4779
_reflns_number_gt                3662
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1400P)²+0.8613P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0032(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4779
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.2120
_refine_ls_wR_factor_gt          0.1942
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
P1 P 0.58703(7) 0.63776(4) 0.76861(7) 0.0271(3) Uani 1 1 d . . . . .
B1 B 0.3523(4) 0.61813(18) 0.7964(3) 0.0311(8) Uani 1 1 d . . . . .
O1 O 0.5049(2) 0.63164(10) 0.84696(18) 0.0298(5) Uani 1 1 d . . . . .
F1 F 0.32250(19) 0.56216(9) 0.84211(17) 0.0382(5) Uani 1 1 d . . . . .
F2 F 0.10879(19) 0.57350(11) 0.60279(19) 0.0491(6) Uani 1 1 d . . . . .
F3 F 0.1332(2) 0.53414(11) 0.41507(19) 0.0558(7) Uani 1 1 d . . . . .
F4 F 0.3708(2) 0.54503(11) 0.37782(17) 0.0542(6) Uani 1 1 d . . . . .
F5 F 0.58770(19) 0.59417(10) 0.53095(16) 0.0435(5) Uani 1 1 d . . . . .
F6 F 0.2224(2) 0.62772(11) 0.96740(19) 0.0560(7) Uani 1 1 d . . . . .
F7 F 0.0800(2) 0.72595(14) 0.9991(2) 0.0649(7) Uani 1 1 d . . . . .
F8 F 0.0511(2) 0.83380(11) 0.8789(2) 0.0649(8) Uani 1 1 d . . . . .
F9 F 0.1706(3) 0.84191(11) 0.7241(3) 0.0794(9) Uani 1 1 d . . . . .
F10 F 0.3081(2) 0.74252(11) 0.6867(2) 0.0571(7) Uani 1 1 d . . . . .
C1 C 0.3377(3) 0.60513(15) 0.6701(3) 0.0293(7) Uani 1 1 d . . . . .
C2 C 0.2286(3) 0.58048(15) 0.5879(3) 0.0359(8) Uani 1 1 d . . . . .
C3 C 0.2397(3) 0.56014(16) 0.4909(3) 0.0378(8) Uani 1 1 d . . . . .
C4 C 0.3594(4) 0.56518(17) 0.4713(3) 0.0392(9) Uani 1 1 d . . . . .
C5 C 0.4708(3) 0.59035(15) 0.5510(3) 0.0333(8) Uani 1 1 d . . . . .
C6 C 0.4595(3) 0.61072(15) 0.6480(3) 0.0307(7) Uani 1 1 d . . . . .
C7 C 0.2685(3) 0.67871(15) 0.8212(3) 0.0310(8) Uani 1 1 d . . . . .
C8 C 0.2097(3) 0.67848(17) 0.9019(3) 0.0374(8) Uani 1 1 d . . . . .
C9 C 0.1370(3) 0.7296(2) 0.9217(3) 0.0433(9) Uani 1 1 d . . . . .
C10 C 0.1221(4) 0.78458(18) 0.8610(4) 0.0464(10) Uani 1 1 d . . . . .
C11 C 0.1811(4) 0.78786(17) 0.7829(4) 0.0488(10) Uani 1 1 d . . . . .
C12 C 0.2522(4) 0.73541(17) 0.7652(3) 0.0396(9) Uani 1 1 d . . . . .
C13 C 0.7306(3) 0.58490(14) 0.7991(3) 0.0280(7) Uani 1 1 d . . . . .
C14 C 0.8439(3) 0.60141(15) 0.7692(3) 0.0309(7) Uani 1 1 d . . . . .
C15 C 0.9511(3) 0.55861(16) 0.7931(3) 0.0333(8) Uani 1 1 d . . . . .
H15 H 1.0276 0.5695 0.7735 0.040 Uiso 1 1 calc R U . . .
C16 C 0.9501(3) 0.50038(16) 0.8448(3) 0.0332(8) Uani 1 1 d . . . . .
C17 C 0.8379(3) 0.48482(16) 0.8712(3) 0.0354(8) Uani 1 1 d . . . . .
H17 H 0.8363 0.4448 0.9056 0.042 Uiso 1 1 calc R U . . .
C18 C 0.7261(3) 0.52521(15) 0.8497(3) 0.0341(8) Uani 1 1 d . . . . .
C19 C 0.8568(4) 0.66123(17) 0.7084(3) 0.0397(8) Uani 1 1 d . . . . .
H19A H 0.8744 0.6981 0.7576 0.060 Uiso 1 1 calc R U . . .
H19B H 0.7729 0.6683 0.6483 0.060 Uiso 1 1 calc R U . . .
H19C H 0.9313 0.6561 0.6799 0.060 Uiso 1 1 calc R U . . .
C20 C 1.0666(4) 0.45486(18) 0.8664(3) 0.0425(9) Uani 1 1 d . . . . .
H20A H 1.0708 0.4276 0.9285 0.064 Uiso 1 1 calc R U . . .
H20B H 1.1504 0.4793 0.8825 0.064 Uiso 1 1 calc R U . . .
H20C H 1.0546 0.4280 0.8024 0.064 Uiso 1 1 calc R U . . .
C21 C 0.6083(4) 0.50110(19) 0.8791(4) 0.0521(11) Uani 1 1 d . . . . .
H21A H 0.5992 0.5265 0.9393 0.078 Uiso 1 1 calc R U . . .
H21B H 0.6228 0.4560 0.9007 0.078 Uiso 1 1 calc R U . . .
H21C H 0.5261 0.5051 0.8163 0.078 Uiso 1 1 calc R U . . .
C22 C 0.6367(3) 0.72051(15) 0.7743(3) 0.0294(7) Uani 1 1 d . . . . .
C23 C 0.7181(3) 0.74213(15) 0.8789(3) 0.0323(8) Uani 1 1 d . . . . .
C24 C 0.7498(4) 0.80647(17) 0.8932(3) 0.0392(8) Uani 1 1 d . . . . .
H24 H 0.8044 0.8207 0.9629 0.047 Uiso 1 1 calc R U . . .
C25 C 0.7056(4) 0.85134(17) 0.8105(3) 0.0413(9) Uani 1 1 d . . . . .
C26 C 0.6289(4) 0.82905(16) 0.7083(3) 0.0400(9) Uani 1 1 d . . . . .
H26 H 0.5987 0.8590 0.6506 0.048 Uiso 1 1 calc R U . . .
C27 C 0.5945(3) 0.76454(16) 0.6873(3) 0.0323(8) Uani 1 1 d . . . . .
C28 C 0.7751(3) 0.69810(17) 0.9752(3) 0.0367(8) Uani 1 1 d . . . . .
H28A H 0.8462 0.6715 0.9642 0.055 Uiso 1 1 calc R U . . .
H28B H 0.7034 0.6705 0.9827 0.055 Uiso 1 1 calc R U . . .
H28C H 0.8126 0.7238 1.0410 0.055 Uiso 1 1 calc R U . . .
C29 C 0.7383(5) 0.92115(18) 0.8314(4) 0.0574(12) Uani 1 1 d . . . . .
H29A H 0.6797 0.9399 0.8682 0.086 Uiso 1 1 calc R U . . .
H29B H 0.7241 0.9433 0.7624 0.086 Uiso 1 1 calc R U . . .
H29C H 0.8325 0.9258 0.8774 0.086 Uiso 1 1 calc R U . . .
C30 C 0.5169(4) 0.74666(18) 0.5723(3) 0.0401(9) Uani 1 1 d . . . . .
H30A H 0.5025 0.7850 0.5264 0.060 Uiso 1 1 calc R U . . .
H30B H 0.4297 0.7285 0.5688 0.060 Uiso 1 1 calc R U . . .
H30C H 0.5679 0.7149 0.5466 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.548(2) . ?
P1 C6 1.791(3) . ?
P1 C22 1.797(3) . ?
P1 C13 1.806(3) . ?
B1 F1 1.393(4) . ?
B1 O1 1.548(4) . ?
B1 C1 1.630(5) . ?
B1 C7 1.634(5) . ?
F2 C2 1.346(4) . ?
F3 C3 1.342(4) . ?
F4 C4 1.335(4) . ?
F5 C5 1.343(4) . ?
F6 C8 1.340(4) . ?
F7 C9 1.339(4) . ?
F8 C10 1.335(4) . ?
F9 C11 1.348(4) . ?
F10 C12 1.350(4) . ?
C1 C2 1.386(5) . ?
C1 C6 1.409(4) . ?
C2 C3 1.378(5) . ?
C3 C4 1.371(5) . ?
C4 C5 1.389(5) . ?
C5 C6 1.380(5) . ?
C7 C12 1.372(5) . ?
C7 C8 1.388(5) . ?
C8 C9 1.386(5) . ?
C9 C10 1.373(6) . ?
C10 C11 1.361(6) . ?
C11 C12 1.388(5) . ?
C13 C14 1.415(4) . ?
C13 C18 1.418(4) . ?
C14 C15 1.390(5) . ?
C14 C19 1.509(5) . ?
C15 C16 1.391(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.374(5) . ?
C16 C20 1.502(5) . ?
C17 C18 1.398(5) . ?
C17 H17 0.9500 . ?
C18 C21 1.501(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C27 1.415(5) . ?
C22 C23 1.426(5) . ?
C23 C24 1.380(5) . ?
C23 C28 1.513(5) . ?
C24 C25 1.389(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(6) . ?
C25 C29 1.500(5) . ?
C26 C27 1.397(5) . ?
C26 H26 0.9500 . ?
C27 C30 1.502(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C6 97.86(14) . . ?
O1 P1 C22 105.65(14) . . ?
C6 P1 C22 117.52(15) . . ?
O1 P1 C13 114.38(14) . . ?
C6 P1 C13 109.37(14) . . ?
C22 P1 C13 111.48(14) . . ?
F1 B1 O1 108.5(3) . . ?
F1 B1 C1 109.6(3) . . ?
O1 B1 C1 101.5(3) . . ?
F1 B1 C7 110.5(3) . . ?
O1 B1 C7 109.1(3) . . ?
C1 B1 C7 117.0(3) . . ?
B1 O1 P1 117.4(2) . . ?
C2 C1 C6 116.6(3) . . ?
C2 C1 B1 128.6(3) . . ?
C6 C1 B1 114.0(3) . . ?
F2 C2 C3 117.9(3) . . ?
F2 C2 C1 120.3(3) . . ?
C3 C2 C1 121.8(3) . . ?
F3 C3 C4 119.2(3) . . ?
F3 C3 C2 120.1(3) . . ?
C4 C3 C2 120.7(3) . . ?
F4 C4 C3 120.9(3) . . ?
F4 C4 C5 119.8(3) . . ?
C3 C4 C5 119.2(3) . . ?
F5 C5 C6 121.7(3) . . ?
F5 C5 C4 118.4(3) . . ?
C6 C5 C4 119.9(3) . . ?
C5 C6 C1 121.6(3) . . ?
C5 C6 P1 129.7(3) . . ?
C1 C6 P1 108.3(2) . . ?
C12 C7 C8 113.6(3) . . ?
C12 C7 B1 122.7(3) . . ?
C8 C7 B1 123.6(3) . . ?
F6 C8 C9 115.7(3) . . ?
F6 C8 C7 120.9(3) . . ?
C9 C8 C7 123.4(3) . . ?
F7 C9 C10 119.4(3) . . ?
F7 C9 C8 120.6(4) . . ?
C10 C9 C8 120.0(4) . . ?
F8 C10 C11 120.9(4) . . ?
F8 C10 C9 120.3(4) . . ?
C11 C10 C9 118.8(3) . . ?
F9 C11 C10 119.9(3) . . ?
F9 C11 C12 120.7(4) . . ?
C10 C11 C12 119.4(4) . . ?
F10 C12 C7 119.5(3) . . ?
F10 C12 C11 115.8(3) . . ?
C7 C12 C11 124.7(4) . . ?
C14 C13 C18 120.3(3) . . ?
C14 C13 P1 120.7(2) . . ?
C18 C13 P1 119.0(2) . . ?
C15 C14 C13 118.5(3) . . ?
C15 C14 C19 116.2(3) . . ?
C13 C14 C19 125.3(3) . . ?
C14 C15 C16 122.3(3) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 118.2(3) . . ?
C17 C16 C20 121.3(3) . . ?
C15 C16 C20 120.5(3) . . ?
C16 C17 C18 122.9(3) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C17 C18 C13 117.8(3) . . ?
C17 C18 C21 117.3(3) . . ?
C13 C18 C21 124.8(3) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 119.7(3) . . ?
C27 C22 P1 125.4(2) . . ?
C23 C22 P1 114.7(2) . . ?
C24 C23 C22 118.6(3) . . ?
C24 C23 C28 117.7(3) . . ?
C22 C23 C28 123.6(3) . . ?
C23 C24 C25 123.1(3) . . ?
C23 C24 H24 118.5 . . ?
C25 C24 H24 118.5 . . ?
C24 C25 C26 117.4(3) . . ?
C24 C25 C29 121.0(4) . . ?
C26 C25 C29 121.6(4) . . ?
C25 C26 C27 122.7(3) . . ?
C25 C26 H26 118.6 . . ?
C27 C26 H26 118.6 . . ?
C26 C27 C22 118.3(3) . . ?
C26 C27 C30 117.1(3) . . ?
C22 C27 C30 124.5(3) . . ?
C23 C28 H28A 109.5 . . ?
C23 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C23 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 B1 O1 P1 123.1(2) . . . . ?
C1 B1 O1 P1 7.7(3) . . . . ?
C7 B1 O1 P1 -116.4(3) . . . . ?
C6 P1 O1 B1 -9.9(2) . . . . ?
C22 P1 O1 B1 111.6(2) . . . . ?
C13 P1 O1 B1 -125.4(2) . . . . ?
F1 B1 C1 C2 53.9(4) . . . . ?
O1 B1 C1 C2 168.6(3) . . . . ?
C7 B1 C1 C2 -72.8(4) . . . . ?
F1 B1 C1 C6 -115.4(3) . . . . ?
O1 B1 C1 C6 -0.8(4) . . . . ?
C7 B1 C1 C6 117.8(3) . . . . ?
C6 C1 C2 F2 179.9(3) . . . . ?
B1 C1 C2 F2 10.8(5) . . . . ?
C6 C1 C2 C3 2.4(5) . . . . ?
B1 C1 C2 C3 -166.7(3) . . . . ?
F2 C2 C3 F3 -0.2(5) . . . . ?
C1 C2 C3 F3 177.3(3) . . . . ?
F2 C2 C3 C4 -179.2(3) . . . . ?
C1 C2 C3 C4 -1.7(5) . . . . ?
F3 C3 C4 F4 0.5(5) . . . . ?
C2 C3 C4 F4 179.4(3) . . . . ?
F3 C3 C4 C5 -178.1(3) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
F4 C4 C5 F5 0.6(5) . . . . ?
C3 C4 C5 F5 179.2(3) . . . . ?
F4 C4 C5 C6 -179.5(3) . . . . ?
C3 C4 C5 C6 -0.9(5) . . . . ?
F5 C5 C6 C1 -178.3(3) . . . . ?
C4 C5 C6 C1 1.8(5) . . . . ?
F5 C5 C6 P1 -6.5(5) . . . . ?
C4 C5 C6 P1 173.5(3) . . . . ?
C2 C1 C6 C5 -2.5(4) . . . . ?
B1 C1 C6 C5 168.2(3) . . . . ?
C2 C1 C6 P1 -175.8(2) . . . . ?
B1 C1 C6 P1 -5.1(3) . . . . ?
O1 P1 C6 C5 -163.9(3) . . . . ?
C22 P1 C6 C5 83.8(3) . . . . ?
C13 P1 C6 C5 -44.6(3) . . . . ?
O1 P1 C6 C1 8.7(2) . . . . ?
C22 P1 C6 C1 -103.6(2) . . . . ?
C13 P1 C6 C1 128.0(2) . . . . ?
F1 B1 C7 C12 -163.6(3) . . . . ?
O1 B1 C7 C12 77.1(4) . . . . ?
C1 B1 C7 C12 -37.3(4) . . . . ?
F1 B1 C7 C8 17.9(4) . . . . ?
O1 B1 C7 C8 -101.4(4) . . . . ?
C1 B1 C7 C8 144.2(3) . . . . ?
C12 C7 C8 F6 -176.7(3) . . . . ?
B1 C7 C8 F6 1.9(5) . . . . ?
C12 C7 C8 C9 2.4(5) . . . . ?
B1 C7 C8 C9 -179.0(3) . . . . ?
F6 C8 C9 F7 -2.5(5) . . . . ?
C7 C8 C9 F7 178.4(3) . . . . ?
F6 C8 C9 C10 178.0(3) . . . . ?
C7 C8 C9 C10 -1.1(5) . . . . ?
F7 C9 C10 F8 -0.2(5) . . . . ?
C8 C9 C10 F8 179.4(3) . . . . ?
F7 C9 C10 C11 179.7(3) . . . . ?
C8 C9 C10 C11 -0.8(6) . . . . ?
F8 C10 C11 F9 1.5(6) . . . . ?
C9 C10 C11 F9 -178.3(4) . . . . ?
F8 C10 C11 C12 -178.9(3) . . . . ?
C9 C10 C11 C12 1.3(6) . . . . ?
C8 C7 C12 F10 178.0(3) . . . . ?
B1 C7 C12 F10 -0.6(5) . . . . ?
C8 C7 C12 C11 -1.9(5) . . . . ?
B1 C7 C12 C11 179.5(3) . . . . ?
F9 C11 C12 F10 -0.2(6) . . . . ?
C10 C11 C12 F10 -179.8(4) . . . . ?
F9 C11 C12 C7 179.7(4) . . . . ?
C10 C11 C12 C7 0.1(6) . . . . ?
O1 P1 C13 C14 -153.0(2) . . . . ?
C6 P1 C13 C14 98.4(3) . . . . ?
C22 P1 C13 C14 -33.2(3) . . . . ?
O1 P1 C13 C18 29.5(3) . . . . ?
C6 P1 C13 C18 -79.0(3) . . . . ?
C22 P1 C13 C18 149.3(3) . . . . ?
C18 C13 C14 C15 -1.6(5) . . . . ?
P1 C13 C14 C15 -179.0(2) . . . . ?
C18 C13 C14 C19 175.7(3) . . . . ?
P1 C13 C14 C19 -1.8(5) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C19 C14 C15 C16 -177.3(3) . . . . ?
C14 C15 C16 C17 0.9(5) . . . . ?
C14 C15 C16 C20 178.4(3) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C20 C16 C17 C18 -178.3(3) . . . . ?
C16 C17 C18 C13 -0.5(5) . . . . ?
C16 C17 C18 C21 177.7(3) . . . . ?
C14 C13 C18 C17 1.7(5) . . . . ?
P1 C13 C18 C17 179.2(3) . . . . ?
C14 C13 C18 C21 -176.3(3) . . . . ?
P1 C13 C18 C21 1.2(5) . . . . ?
O1 P1 C22 C27 -115.2(3) . . . . ?
C6 P1 C22 C27 -7.3(4) . . . . ?
C13 P1 C22 C27 120.0(3) . . . . ?
O1 P1 C22 C23 60.5(3) . . . . ?
C6 P1 C22 C23 168.3(2) . . . . ?
C13 P1 C22 C23 -64.4(3) . . . . ?
C27 C22 C23 C24 2.2(5) . . . . ?
P1 C22 C23 C24 -173.7(3) . . . . ?
C27 C22 C23 C28 -176.2(3) . . . . ?
P1 C22 C23 C28 7.9(4) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C28 C23 C24 C25 178.8(3) . . . . ?
C23 C24 C25 C26 -1.7(5) . . . . ?
C23 C24 C25 C29 177.5(4) . . . . ?
C24 C25 C26 C27 0.7(5) . . . . ?
C29 C25 C26 C27 -178.5(3) . . . . ?
C25 C26 C27 C22 1.7(5) . . . . ?
C25 C26 C27 C30 -177.1(3) . . . . ?
C23 C22 C27 C26 -3.1(5) . . . . ?
P1 C22 C27 C26 172.3(3) . . . . ?
C23 C22 C27 C30 175.6(3) . . . . ?
P1 C22 C27 C30 -9.0(5) . . . . ?

_refine_diff_density_max         0.718
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.117

####################################################################### 
# 
# 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_70104b
_database_code_depnum_ccdc_archive 'CCDC 1843773'
_audit_update_record             
;
2018-05-17 deposited with the CCDC.
2018-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H37 B F10 O3 P'
_chemical_formula_weight         809.48

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'
P P 0.1023 0.0942 '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                   11.8184(16)
_cell_length_b                   11.8406(17)
_cell_length_c                   15.532(2)
_cell_angle_alpha                70.423(2)
_cell_angle_beta                 79.484(2)
_cell_angle_gamma                67.364(2)
_cell_volume                     1886.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    5350
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.52

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_F_000             834
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.600
_exptl_crystal_size_min          0.450
_exptl_absorpt_coefficient_mu    0.162
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.663
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      153(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            11258
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.394
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.050
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             6556
_reflns_number_gt                5222
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1700P)²+0.1808P] 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         6556
_refine_ls_number_parameters     513
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.2334
_refine_ls_wR_factor_gt          0.1867
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_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
B1 B 0.2239(3) 0.4858(3) 0.2848(2) 0.0258(7) Uani 1 1 d . . . . .
C1 C 0.0442(3) 0.4228(3) 0.33383(19) 0.0274(6) Uani 1 1 d . . . . .
C2 C 0.3151(3) 0.2601(3) 0.1354(2) 0.0391(8) Uani 1 1 d . . . . .
H2A H 0.3494 0.2418 0.0772 0.059 Uiso 1 1 calc R U . . .
H2B H 0.3814 0.2287 0.1766 0.059 Uiso 1 1 calc R U . . .
H2C H 0.2742 0.3527 0.1244 0.059 Uiso 1 1 calc R U . . .
C3 C 0.1012(4) -0.0151(3) 0.1085(3) 0.0463(8) Uani 1 1 d . . . . .
H3A H 0.0333 -0.0456 0.1377 0.069 Uiso 1 1 calc R U . . .
H3B H 0.1765 -0.0884 0.1066 0.069 Uiso 1 1 calc R U . . .
H3C H 0.0818 0.0397 0.0460 0.069 Uiso 1 1 calc R U . . .
C4 C 0.0017(3) 0.1281(3) 0.3898(2) 0.0358(7) Uani 1 1 d . . . . .
H4A H -0.0685 0.1031 0.3905 0.054 Uiso 1 1 calc R U . . .
H4B H -0.0279 0.2135 0.3981 0.054 Uiso 1 1 calc R U . . .
H4C H 0.0539 0.0665 0.4396 0.054 Uiso 1 1 calc R U . . .
C5 C 0.1598(2) 0.1948(2) 0.26526(18) 0.0256(6) Uani 1 1 d . . . . .
C6 C 0.2230(3) 0.1940(3) 0.17877(19) 0.0303(6) Uani 1 1 d . . . . .
C7 C 0.1997(3) 0.1269(3) 0.1295(2) 0.0329(7) Uani 1 1 d . . . . .
H7 H 0.2407 0.1271 0.0709 0.040 Uiso 1 1 calc R U . . .
C8 C 0.1194(3) 0.0600(3) 0.1624(2) 0.0336(7) Uani 1 1 d . . . . .
C9 C 0.0575(3) 0.0631(3) 0.2469(2) 0.0329(7) Uani 1 1 d . . . . .
H9 H 0.0015 0.0185 0.2699 0.040 Uiso 1 1 calc R U . . .
C10 C 0.0750(3) 0.1300(3) 0.29930(19) 0.0279(6) Uani 1 1 d . . . . .
C11 C 0.3877(3) 0.0015(3) 0.3693(2) 0.0473(9) Uani 1 1 d . . . . .
H11A H 0.4645 -0.0699 0.3875 0.071 Uiso 1 1 calc R U . . .
H11B H 0.4063 0.0744 0.3249 0.071 Uiso 1 1 calc R U . . .
H11C H 0.3376 -0.0249 0.3415 0.071 Uiso 1 1 calc R U . . .
C12 C 0.3239(5) -0.1210(4) 0.7113(3) 0.0684(12) Uani 1 1 d . . . . .
H12A H 0.2814 -0.0825 0.7604 0.103 Uiso 1 1 calc R U . . .
H12B H 0.4128 -0.1523 0.7166 0.103 Uiso 1 1 calc R U . . .
H12C H 0.2984 -0.1926 0.7161 0.103 Uiso 1 1 calc R U . . .
C13 C 0.0868(3) 0.3248(3) 0.5342(2) 0.0354(7) Uani 1 1 d . . . . .
H13A H 0.0062 0.3382 0.5164 0.053 Uiso 1 1 calc R U . . .
H13B H 0.1184 0.3899 0.4916 0.053 Uiso 1 1 calc R U . . .
H13C H 0.0790 0.3314 0.5964 0.053 Uiso 1 1 calc R U . . .
C14 C 0.2266(2) 0.1607(3) 0.44939(18) 0.0258(6) Uani 1 1 d . . . . .
C15 C 0.3465(3) -0.0484(3) 0.5377(2) 0.0390(7) Uani 1 1 d . . . . .
H15 H 0.4061 -0.1307 0.5403 0.047 Uiso 1 1 calc R U . . .
C16 C 0.2916(3) -0.0213(3) 0.6191(2) 0.0403(8) Uani 1 1 d . . . . .
C17 C 0.2079(3) 0.1011(3) 0.6139(2) 0.0358(7) Uani 1 1 d . . . . .
H17 H 0.1725 0.1218 0.6692 0.043 Uiso 1 1 calc R U . . .
C18 C 0.1743(3) 0.1939(3) 0.53149(19) 0.0283(6) Uani 1 1 d . . . . .
C19 C 0.2631(2) 0.5228(3) 0.36445(19) 0.0272(6) Uani 1 1 d . . . . .
C20 C 0.2117(3) 0.6479(3) 0.3677(2) 0.0317(7) Uani 1 1 d . . . . .
C21 C 0.2323(3) 0.6891(3) 0.4345(2) 0.0424(8) Uani 1 1 d . . . . .
C22 C 0.3078(3) 0.6045(4) 0.5032(2) 0.0451(9) Uani 1 1 d . . . . .
C23 C 0.3619(3) 0.4776(4) 0.5021(2) 0.0403(8) Uani 1 1 d . . . . .
C24 C 0.3403(3) 0.4400(3) 0.4332(2) 0.0324(7) Uani 1 1 d . . . . .
C25 C 0.2659(3) 0.5590(2) 0.18310(19) 0.0261(6) Uani 1 1 d . . . . .
C26 C 0.3900(3) 0.5321(3) 0.1594(2) 0.0296(6) Uani 1 1 d . . . . .
C27 C 0.4382(3) 0.5880(3) 0.0760(2) 0.0347(7) Uani 1 1 d . . . . .
C28 C 0.3593(3) 0.6761(3) 0.0098(2) 0.0365(7) Uani 1 1 d . . . . .
C29 C 0.2354(3) 0.7074(3) 0.0293(2) 0.0361(7) Uani 1 1 d . . . . .
C30 C 0.1901(3) 0.6494(3) 0.1145(2) 0.0329(7) Uani 1 1 d . . . . .
C31 C 0.4496(4) 0.7633(5) 0.2262(3) 0.0706(12) Uani 1 1 d . . . . .
H31A H 0.4753 0.6699 0.2431 0.106 Uiso 1 1 calc R U . . .
H31B H 0.3928 0.8017 0.1770 0.106 Uiso 1 1 calc R U . . .
H31C H 0.4084 0.7927 0.2796 0.106 Uiso 1 1 calc R U . . .
C32 C 0.5599(3) 0.8024(4) 0.1940(2) 0.0466(8) Uani 1 1 d . . . . .
C33 C 0.5519(4) 0.9206(4) 0.1311(3) 0.0601(11) Uani 1 1 d . . . . .
H33 H 0.4754 0.9773 0.1064 0.072 Uiso 1 1 calc R U . . .
C34 C 0.6554(5) 0.9563(4) 0.1040(3) 0.0721(13) Uani 1 1 d . . . . .
H34 H 0.6493 1.0378 0.0620 0.087 Uiso 1 1 calc R U . . .
C35 C 0.7666(4) 0.8725(5) 0.1388(3) 0.0670(12) Uani 1 1 d . . . . .
H35 H 0.8375 0.8962 0.1201 0.080 Uiso 1 1 calc R U . . .
C36 C 0.7758(4) 0.7584(5) 0.1984(3) 0.0687(13) Uani 1 1 d . . . . .
H36 H 0.8532 0.7010 0.2212 0.082 Uiso 1 1 calc R U . . .
C37 C 0.6741(4) 0.7237(4) 0.2267(3) 0.0591(11) Uani 1 1 d . . . . .
H37 H 0.6822 0.6429 0.2703 0.071 Uiso 1 1 calc R U . . .
C38 C 0.1777(5) 0.5935(5) 0.8336(4) 0.0829(16) Uani 1 1 d . . . . .
H38A H 0.1458 0.5848 0.7831 0.124 Uiso 1 1 calc R U . . .
H38B H 0.2672 0.5689 0.8247 0.124 Uiso 1 1 calc R U . . .
H38C H 0.1416 0.6826 0.8351 0.124 Uiso 1 1 calc R U . . .
C39 C 0.1448(8) 0.5090(7) 0.9216(6) 0.132(3) Uani 1 1 d . . . . .
H39A H 0.1699 0.4230 0.9136 0.159 Uiso 1 1 calc R U . . .
H39B H 0.1972 0.5012 0.9678 0.159 Uiso 1 1 calc R U . . .
C40 C 0.0236(5) 0.5382(5) 0.9606(4) 0.0911(17) Uani 1 1 d . . . . .
H40A H -0.0280 0.5564 0.9106 0.109 Uiso 1 1 calc R U . . .
H40B H 0.0035 0.6207 0.9730 0.109 Uiso 1 1 calc R U . . .
C50 C 0.3173(3) 0.0401(3) 0.4532(2) 0.0314(6) Uani 1 1 d . . . . .
F1 F 0.06725(16) 0.68669(19) 0.12810(13) 0.0465(5) Uani 1 1 d . . . . .
F2 F 0.1573(2) 0.7942(2) -0.03493(13) 0.0553(6) Uani 1 1 d . . . . .
F3 F 0.4037(2) 0.7289(2) -0.07307(13) 0.0536(6) Uani 1 1 d . . . . .
F4 F 0.55967(18) 0.5597(2) 0.05792(14) 0.0495(5) Uani 1 1 d . . . . .
F5 F 0.47186(15) 0.44613(17) 0.22232(12) 0.0386(5) Uani 1 1 d . . . . .
F6 F 0.13523(18) 0.73798(16) 0.30312(12) 0.0415(5) Uani 1 1 d . . . . .
F7 F 0.1796(2) 0.8132(2) 0.43379(16) 0.0606(6) Uani 1 1 d . . . . .
F8 F 0.3287(2) 0.6399(3) 0.56927(16) 0.0685(7) Uani 1 1 d . . . . .
F9 F 0.4379(2) 0.3913(2) 0.56818(14) 0.0600(6) Uani 1 1 d . . . . .
F10 F 0.39854(17) 0.31597(18) 0.43747(14) 0.0449(5) Uani 1 1 d . . . . .
O1 O 0.27569(17) 0.34284(17) 0.29716(13) 0.0262(4) Uani 1 1 d . . . . .
O2 O 0.08568(17) 0.51753(18) 0.29754(13) 0.0276(5) Uani 1 1 d . . . . .
O3 O -0.06144(17) 0.4318(2) 0.35243(14) 0.0338(5) Uani 1 1 d . . . . .
P1 P 0.18348(6) 0.27170(6) 0.33876(5) 0.0233(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O1 1.518(3) . ?
B1 O2 1.519(3) . ?
B1 C25 1.619(4) . ?
B1 C19 1.633(4) . ?
C1 O3 1.200(3) . ?
C1 O2 1.310(3) . ?
C1 P1 1.898(3) . ?
C2 C6 1.512(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C8 1.500(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C10 1.509(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C10 1.413(4) . ?
C5 C6 1.414(4) . ?
C5 P1 1.794(3) . ?
C6 C7 1.395(4) . ?
C7 C8 1.386(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.386(4) . ?
C9 C10 1.397(4) . ?
C9 H9 0.9500 . ?
C11 C50 1.520(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C16 1.519(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.506(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C50 1.407(4) . ?
C14 C18 1.422(4) . ?
C14 P1 1.797(3) . ?
C15 C50 1.380(4) . ?
C15 C16 1.391(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(5) . ?
C17 C18 1.383(4) . ?
C17 H17 0.9500 . ?
C19 C24 1.379(4) . ?
C19 C20 1.383(4) . ?
C20 F6 1.354(4) . ?
C20 C21 1.377(5) . ?
C21 F7 1.354(4) . ?
C21 C22 1.371(5) . ?
C22 F8 1.323(4) . ?
C22 C23 1.393(5) . ?
C23 F9 1.353(4) . ?
C23 C24 1.383(5) . ?
C24 F10 1.345(4) . ?
C25 C26 1.382(4) . ?
C25 C30 1.389(4) . ?
C26 F5 1.359(3) . ?
C26 C27 1.374(4) . ?
C27 F4 1.341(4) . ?
C27 C28 1.377(5) . ?
C28 F3 1.339(3) . ?
C28 C29 1.367(5) . ?
C29 F2 1.349(4) . ?
C29 C30 1.387(4) . ?
C30 F1 1.344(4) . ?
C31 C32 1.495(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C37 1.383(5) . ?
C32 C33 1.391(6) . ?
C33 C34 1.394(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.334(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.368(6) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.486(9) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.407(9) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C40 1.423(12) 2_567 ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
O1 P1 1.5489(19) . ?

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 104.3(2) . . ?
O1 B1 C25 108.8(2) . . ?
O2 B1 C25 112.0(2) . . ?
O1 B1 C19 112.3(2) . . ?
O2 B1 C19 107.0(2) . . ?
C25 B1 C19 112.2(2) . . ?
O3 C1 O2 126.3(3) . . ?
O3 C1 P1 127.9(2) . . ?
O2 C1 P1 105.53(18) . . ?
C6 C2 H2A 109.5 . . ?
C6 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C6 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C3 H3A 109.5 . . ?
C8 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C8 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C10 C4 H4A 109.5 . . ?
C10 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C10 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 120.2(3) . . ?
C10 C5 P1 116.3(2) . . ?
C6 C5 P1 123.4(2) . . ?
C7 C6 C5 118.0(3) . . ?
C7 C6 C2 117.1(3) . . ?
C5 C6 C2 124.9(3) . . ?
C8 C7 C6 122.8(3) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 118.2(3) . . ?
C7 C8 C3 120.9(3) . . ?
C9 C8 C3 120.9(3) . . ?
C8 C9 C10 122.0(3) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C5 118.7(3) . . ?
C9 C10 C4 117.5(3) . . ?
C5 C10 C4 123.8(3) . . ?
C50 C11 H11A 109.5 . . ?
C50 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C50 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C12 H12A 109.5 . . ?
C16 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C16 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 H13A 109.5 . . ?
C18 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C18 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C50 C14 C18 120.1(3) . . ?
C50 C14 P1 118.2(2) . . ?
C18 C14 P1 121.6(2) . . ?
C50 C15 C16 122.3(3) . . ?
C50 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 118.0(3) . . ?
C17 C16 C12 120.7(3) . . ?
C15 C16 C12 121.3(3) . . ?
C18 C17 C16 122.5(3) . . ?
C18 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
C17 C18 C14 118.1(3) . . ?
C17 C18 C13 117.9(3) . . ?
C14 C18 C13 124.0(3) . . ?
C24 C19 C20 114.8(3) . . ?
C24 C19 B1 126.5(3) . . ?
C20 C19 B1 118.6(3) . . ?
F6 C20 C21 116.1(3) . . ?
F6 C20 C19 120.0(3) . . ?
C21 C20 C19 123.9(3) . . ?
F7 C21 C22 118.6(3) . . ?
F7 C21 C20 121.2(3) . . ?
C22 C21 C20 120.2(3) . . ?
F8 C22 C21 122.1(3) . . ?
F8 C22 C23 120.3(3) . . ?
C21 C22 C23 117.6(3) . . ?
F9 C23 C24 120.0(3) . . ?
F9 C23 C22 119.5(3) . . ?
C24 C23 C22 120.5(3) . . ?
F10 C24 C19 121.2(3) . . ?
F10 C24 C23 115.9(3) . . ?
C19 C24 C23 122.8(3) . . ?
C26 C25 C30 114.3(3) . . ?
C26 C25 B1 118.5(2) . . ?
C30 C25 B1 127.2(3) . . ?
F5 C26 C27 116.5(3) . . ?
F5 C26 C25 118.9(2) . . ?
C27 C26 C25 124.5(3) . . ?
F4 C27 C26 121.6(3) . . ?
F4 C27 C28 119.5(3) . . ?
C26 C27 C28 118.9(3) . . ?
F3 C28 C29 120.4(3) . . ?
F3 C28 C27 120.2(3) . . ?
C29 C28 C27 119.3(3) . . ?
F2 C29 C28 119.7(3) . . ?
F2 C29 C30 120.2(3) . . ?
C28 C29 C30 120.1(3) . . ?
F1 C30 C29 116.1(3) . . ?
F1 C30 C25 121.1(3) . . ?
C29 C30 C25 122.8(3) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C37 C32 C33 117.0(4) . . ?
C37 C32 C31 121.5(4) . . ?
C33 C32 C31 121.6(4) . . ?
C32 C33 C34 120.5(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C35 C34 C33 119.4(4) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C36 C35 C34 120.7(4) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 120.2(4) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C32 122.2(4) . . ?
C36 C37 H37 118.9 . . ?
C32 C37 H37 118.9 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C38 121.5(7) . . ?
C40 C39 H39A 107.0 . . ?
C38 C39 H39A 107.0 . . ?
C40 C39 H39B 107.0 . . ?
C38 C39 H39B 107.0 . . ?
H39A C39 H39B 106.7 . . ?
C39 C40 C40 127.9(7) . 2_567 ?
C39 C40 H40A 105.3 . . ?
C40 C40 H40A 105.3 2_567 . ?
C39 C40 H40B 105.3 . . ?
C40 C40 H40B 105.3 2_567 . ?
H40A C40 H40B 106.0 . . ?
C15 C50 C14 118.8(3) . . ?
C15 C50 C11 117.5(3) . . ?
C14 C50 C11 123.8(3) . . ?
B1 O1 P1 115.37(16) . . ?
C1 O2 B1 118.0(2) . . ?
O1 P1 C5 113.91(12) . . ?
O1 P1 C14 110.95(11) . . ?
C5 P1 C14 111.10(13) . . ?
O1 P1 C1 94.89(11) . . ?
C5 P1 C1 107.26(12) . . ?
C14 P1 C1 117.93(13) . . ?

_refine_diff_density_max         0.987
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.107

