# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_erk8227
_database_code_depnum_ccdc_archive 'CCDC 1587986'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H28 Br P'
_chemical_formula_weight         499.40

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   18.8856(4)
_cell_length_b                   8.5457(2)
_cell_length_c                   15.9422(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.321(1)
_cell_angle_gamma                90.00
_cell_volume                     2456.24(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4515
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    1.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6884
_exptl_absorpt_correction_T_max  0.9493
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13982
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         24.99
_reflns_number_total             4158
_reflns_number_gt                2916
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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)+(0.0000P)²+9.7058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4158
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.1439
_refine_ls_wR_factor_gt          0.1230
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.12446(4) 0.23527(9) 0.25052(4) 0.0600(2) Uani 1 1 d . . .
P1 P 0.28999(8) 0.51619(19) 0.35599(10) 0.0406(4) Uani 1 1 d . . .
C1 C 0.2780(3) 0.4834(7) 0.4645(4) 0.0436(14) Uani 1 1 d . . .
C2 C 0.3250(3) 0.5513(8) 0.5434(4) 0.0491(16) Uani 1 1 d . . .
H2 H 0.3581 0.6309 0.5389 0.059 Uiso 1 1 calc R . .
C3 C 0.3239(3) 0.5047(9) 0.6261(4) 0.0556(17) Uani 1 1 d . . .
H3 H 0.3561 0.5537 0.6756 0.067 Uiso 1 1 calc R . .
C4 C 0.2761(4) 0.3864(8) 0.6385(4) 0.0567(18) Uani 1 1 d . . .
H4 H 0.2756 0.3546 0.6948 0.068 Uiso 1 1 calc R . .
C5 C 0.1244(4) 0.0924(8) 0.5379(5) 0.0571(18) Uani 1 1 d . . .
H5 H 0.1231 0.0651 0.5945 0.069 Uiso 1 1 calc R . .
C6 C 0.0783(4) 0.0221(8) 0.4628(5) 0.0611(19) Uani 1 1 d . . .
H6 H 0.0457 -0.0569 0.4691 0.073 Uiso 1 1 calc R . .
C7 C 0.0786(4) 0.0635(8) 0.3796(5) 0.0572(17) Uani 1 1 d . . .
H7 H 0.0459 0.0134 0.3308 0.069 Uiso 1 1 calc R . .
C8 C 0.1269(3) 0.1796(7) 0.3661(4) 0.0449(15) Uani 1 1 d . . .
C9 C 0.1732(3) 0.2488(7) 0.4385(4) 0.0422(14) Uani 1 1 d . . .
C10 C 0.2330(3) 0.3656(7) 0.4800(4) 0.0428(14) Uani 1 1 d . . .
C11 C 0.2310(3) 0.3212(7) 0.5644(4) 0.0454(15) Uani 1 1 d . . .
C12 C 0.1712(3) 0.2022(7) 0.5245(4) 0.0469(15) Uani 1 1 d . . .
C21 C 0.3670(3) 0.6602(8) 0.3779(4) 0.0450(15) Uani 1 1 d . . .
C22 C 0.3584(3) 0.8238(8) 0.3866(4) 0.0505(16) Uani 1 1 d . . .
C23 C 0.4178(4) 0.9213(9) 0.3870(4) 0.063(2) Uani 1 1 d . . .
H23 H 0.4119 1.0300 0.3911 0.076 Uiso 1 1 calc R . .
C24 C 0.4852(4) 0.8648(12) 0.3816(5) 0.071(2) Uani 1 1 d . . .
C25 C 0.4929(3) 0.7067(11) 0.3773(5) 0.070(2) Uani 1 1 d . . .
H25 H 0.5386 0.6665 0.3751 0.083 Uiso 1 1 calc R . .
C26 C 0.4357(3) 0.6015(9) 0.3761(4) 0.0554(18) Uani 1 1 d . . .
C27 C 0.2902(3) 0.9011(9) 0.3966(5) 0.0642(19) Uani 1 1 d . . .
H27A H 0.2540 0.9128 0.3393 0.096 Uiso 1 1 calc R . .
H27B H 0.3031 1.0034 0.4231 0.096 Uiso 1 1 calc R . .
H27C H 0.2695 0.8374 0.4338 0.096 Uiso 1 1 calc R . .
C28 C 0.5467(5) 0.9790(12) 0.3792(6) 0.107(4) Uani 1 1 d . . .
H28A H 0.5364 1.0225 0.3206 0.161 Uiso 1 1 calc R . .
H28B H 0.5938 0.9242 0.3945 0.161 Uiso 1 1 calc R . .
H28C H 0.5490 1.0628 0.4210 0.161 Uiso 1 1 calc R . .
C29 C 0.4507(4) 0.4272(10) 0.3729(5) 0.075(2) Uani 1 1 d . . .
H29A H 0.4202 0.3844 0.3176 0.113 Uiso 1 1 calc R . .
H29B H 0.4390 0.3752 0.4211 0.113 Uiso 1 1 calc R . .
H29C H 0.5027 0.4108 0.3778 0.113 Uiso 1 1 calc R . .
C31 C 0.2123(3) 0.6273(6) 0.2813(3) 0.0327(12) Uani 1 1 d . . .
C32 C 0.1446(3) 0.6739(7) 0.2930(4) 0.0369(13) Uani 1 1 d . . .
C33 C 0.0947(3) 0.7563(7) 0.2270(4) 0.0410(14) Uani 1 1 d . . .
H33 H 0.0492 0.7850 0.2353 0.049 Uiso 1 1 calc R . .
C34 C 0.1077(3) 0.7990(7) 0.1496(4) 0.0395(14) Uani 1 1 d . . .
C35 C 0.1741(3) 0.7483(7) 0.1385(3) 0.0408(13) Uani 1 1 d . . .
H35 H 0.1851 0.7761 0.0867 0.049 Uiso 1 1 calc R . .
C36 C 0.2242(3) 0.6599(7) 0.1993(3) 0.0363(13) Uani 1 1 d . . .
C37 C 0.1232(3) 0.6407(7) 0.3752(4) 0.0453(15) Uani 1 1 d . . .
H37A H 0.1198 0.5285 0.3824 0.068 Uiso 1 1 calc R . .
H37B H 0.0756 0.6886 0.3704 0.068 Uiso 1 1 calc R . .
H37C H 0.1606 0.6835 0.4257 0.068 Uiso 1 1 calc R . .
C38 C 0.0531(3) 0.8942(8) 0.0816(4) 0.0568(18) Uani 1 1 d . . .
H38A H 0.0512 0.8566 0.0236 0.085 Uiso 1 1 calc R . .
H38B H 0.0683 1.0031 0.0874 0.085 Uiso 1 1 calc R . .
H38C H 0.0044 0.8846 0.0899 0.085 Uiso 1 1 calc R . .
C39 C 0.2916(3) 0.5997(8) 0.1750(4) 0.0473(16) Uani 1 1 d . . .
H39A H 0.2822 0.6066 0.1119 0.071 Uiso 1 1 calc R . .
H39B H 0.3009 0.4915 0.1934 0.071 Uiso 1 1 calc R . .
H39C H 0.3346 0.6627 0.2042 0.071 Uiso 1 1 calc R . .


_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
Br1 C8 1.890(6) . ?
P1 C1 1.833(6) . ?
P1 C31 1.852(5) . ?
P1 C21 1.857(6) . ?
C1 C10 1.386(8) . ?
C1 C2 1.429(8) . ?
C2 C3 1.384(8) . ?
C2 H2 0.9400 . ?
C3 C4 1.408(9) . ?
C3 H3 0.9400 . ?
C4 C11 1.354(9) . ?
C4 H4 0.9400 . ?
C5 C12 1.349(8) . ?
C5 C6 1.390(9) . ?
C5 H5 0.9400 . ?
C6 C7 1.374(9) . ?
C6 H6 0.9400 . ?
C7 C8 1.407(8) . ?
C7 H7 0.9400 . ?
C8 C9 1.358(8) . ?
C9 C12 1.438(8) . ?
C9 C10 1.505(8) . ?
C10 C11 1.410(8) . ?
C11 C12 1.512(9) . ?
C21 C26 1.399(8) . ?
C21 C22 1.419(9) . ?
C22 C23 1.397(9) . ?
C22 C27 1.497(8) . ?
C23 C24 1.387(10) . ?
C23 H23 0.9400 . ?
C24 C25 1.362(11) . ?
C24 C28 1.526(10) . ?
C25 C26 1.401(10) . ?
C25 H25 0.9400 . ?
C26 C29 1.519(10) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.404(7) . ?
C31 C36 1.417(7) . ?
C32 C33 1.379(7) . ?
C32 C37 1.509(7) . ?
C33 C34 1.377(7) . ?
C33 H33 0.9400 . ?
C34 C35 1.388(7) . ?
C34 C38 1.494(8) . ?
C35 C36 1.364(7) . ?
C35 H35 0.9400 . ?
C36 C39 1.528(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?

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
C1 P1 C31 112.9(2) . . ?
C1 P1 C21 103.5(3) . . ?
C31 P1 C21 102.0(3) . . ?
C10 C1 C2 113.1(5) . . ?
C10 C1 P1 122.2(5) . . ?
C2 C1 P1 123.3(5) . . ?
C3 C2 C1 122.6(6) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 122.2(6) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C11 C4 C3 115.8(6) . . ?
C11 C4 H4 122.1 . . ?
C3 C4 H4 122.1 . . ?
C12 C5 C6 115.8(6) . . ?
C12 C5 H5 122.1 . . ?
C6 C5 H5 122.1 . . ?
C7 C6 C5 122.7(6) . . ?
C7 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 C7 C8 121.2(7) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 117.4(6) . . ?
C9 C8 Br1 122.8(4) . . ?
C7 C8 Br1 119.8(5) . . ?
C8 C9 C12 119.8(6) . . ?
C8 C9 C10 150.5(5) . . ?
C12 C9 C10 89.7(5) . . ?
C1 C10 C11 123.9(6) . . ?
C1 C10 C9 145.5(5) . . ?
C11 C10 C9 90.6(5) . . ?
C4 C11 C10 122.2(6) . . ?
C4 C11 C12 147.3(6) . . ?
C10 C11 C12 90.5(5) . . ?
C5 C12 C9 123.2(6) . . ?
C5 C12 C11 147.5(6) . . ?
C9 C12 C11 89.3(5) . . ?
C26 C21 C22 119.3(6) . . ?
C26 C21 P1 116.0(5) . . ?
C22 C21 P1 124.4(5) . . ?
C23 C22 C21 118.2(6) . . ?
C23 C22 C27 116.8(7) . . ?
C21 C22 C27 125.0(6) . . ?
C24 C23 C22 122.9(7) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C25 C24 C23 117.5(7) . . ?
C25 C24 C28 122.6(8) . . ?
C23 C24 C28 119.9(9) . . ?
C24 C25 C26 123.0(7) . . ?
C24 C25 H25 118.5 . . ?
C26 C25 H25 118.5 . . ?
C21 C26 C25 119.0(7) . . ?
C21 C26 C29 122.4(6) . . ?
C25 C26 C29 118.6(6) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 117.8(5) . . ?
C32 C31 P1 129.7(4) . . ?
C36 C31 P1 112.4(4) . . ?
C33 C32 C31 119.0(5) . . ?
C33 C32 C37 117.4(5) . . ?
C31 C32 C37 123.5(5) . . ?
C34 C33 C32 123.8(5) . . ?
C34 C33 H33 118.1 . . ?
C32 C33 H33 118.1 . . ?
C33 C34 C35 116.2(5) . . ?
C33 C34 C38 121.7(5) . . ?
C35 C34 C38 122.2(5) . . ?
C36 C35 C34 122.9(5) . . ?
C36 C35 H35 118.5 . . ?
C34 C35 H35 118.5 . . ?
C35 C36 C31 119.9(5) . . ?
C35 C36 C39 117.3(5) . . ?
C31 C36 C39 122.7(5) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 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
C31 P1 C1 C10 80.4(5) . . . . ?
C21 P1 C1 C10 -170.2(5) . . . . ?
C31 P1 C1 C2 -113.7(5) . . . . ?
C21 P1 C1 C2 -4.3(6) . . . . ?
C10 C1 C2 C3 -1.2(8) . . . . ?
P1 C1 C2 C3 -168.3(5) . . . . ?
C1 C2 C3 C4 0.0(10) . . . . ?
C2 C3 C4 C11 -0.3(9) . . . . ?
C12 C5 C6 C7 -1.5(10) . . . . ?
C5 C6 C7 C8 0.8(10) . . . . ?
C6 C7 C8 C9 0.0(9) . . . . ?
C6 C7 C8 Br1 -179.1(5) . . . . ?
C7 C8 C9 C12 0.0(8) . . . . ?
Br1 C8 C9 C12 179.0(4) . . . . ?
C7 C8 C9 C10 -179.3(9) . . . . ?
Br1 C8 C9 C10 -0.2(13) . . . . ?
C2 C1 C10 C11 2.8(8) . . . . ?
P1 C1 C10 C11 170.0(5) . . . . ?
C2 C1 C10 C9 178.5(7) . . . . ?
P1 C1 C10 C9 -14.3(11) . . . . ?
C8 C9 C10 C1 2.5(17) . . . . ?
C12 C9 C10 C1 -176.9(9) . . . . ?
C8 C9 C10 C11 178.9(10) . . . . ?
C12 C9 C10 C11 -0.4(5) . . . . ?
C3 C4 C11 C10 1.8(9) . . . . ?
C3 C4 C11 C12 179.5(8) . . . . ?
C1 C10 C11 C4 -3.3(9) . . . . ?
C9 C10 C11 C4 179.2(6) . . . . ?
C1 C10 C11 C12 178.0(6) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C6 C5 C12 C9 1.5(9) . . . . ?
C6 C5 C12 C11 178.6(8) . . . . ?
C8 C9 C12 C5 -0.8(9) . . . . ?
C10 C9 C12 C5 178.8(6) . . . . ?
C8 C9 C12 C11 -179.2(5) . . . . ?
C10 C9 C12 C11 0.4(4) . . . . ?
C4 C11 C12 C5 4.0(17) . . . . ?
C10 C11 C12 C5 -178.0(10) . . . . ?
C4 C11 C12 C9 -178.5(10) . . . . ?
C10 C11 C12 C9 -0.4(5) . . . . ?
C1 P1 C21 C26 105.9(5) . . . . ?
C31 P1 C21 C26 -136.8(5) . . . . ?
C1 P1 C21 C22 -81.1(6) . . . . ?
C31 P1 C21 C22 36.2(6) . . . . ?
C26 C21 C22 C23 4.3(9) . . . . ?
P1 C21 C22 C23 -168.5(5) . . . . ?
C26 C21 C22 C27 -175.0(6) . . . . ?
P1 C21 C22 C27 12.3(9) . . . . ?
C21 C22 C23 C24 -1.8(10) . . . . ?
C27 C22 C23 C24 177.5(6) . . . . ?
C22 C23 C24 C25 -1.1(11) . . . . ?
C22 C23 C24 C28 177.9(7) . . . . ?
C23 C24 C25 C26 1.5(12) . . . . ?
C28 C24 C25 C26 -177.4(6) . . . . ?
C22 C21 C26 C25 -3.9(9) . . . . ?
P1 C21 C26 C25 169.4(5) . . . . ?
C22 C21 C26 C29 176.0(6) . . . . ?
P1 C21 C26 C29 -10.7(8) . . . . ?
C24 C25 C26 C21 1.0(11) . . . . ?
C24 C25 C26 C29 -178.9(7) . . . . ?
C1 P1 C31 C32 -7.1(6) . . . . ?
C21 P1 C31 C32 -117.5(5) . . . . ?
C1 P1 C31 C36 176.6(4) . . . . ?
C21 P1 C31 C36 66.2(4) . . . . ?
C36 C31 C32 C33 -3.6(8) . . . . ?
P1 C31 C32 C33 -179.7(4) . . . . ?
C36 C31 C32 C37 177.2(5) . . . . ?
P1 C31 C32 C37 1.1(9) . . . . ?
C31 C32 C33 C34 -1.2(9) . . . . ?
C37 C32 C33 C34 178.0(5) . . . . ?
C32 C33 C34 C35 2.8(9) . . . . ?
C32 C33 C34 C38 -177.4(6) . . . . ?
C33 C34 C35 C36 0.7(9) . . . . ?
C38 C34 C35 C36 -179.2(6) . . . . ?
C34 C35 C36 C31 -5.5(9) . . . . ?
C34 C35 C36 C39 174.5(5) . . . . ?
C32 C31 C36 C35 6.8(8) . . . . ?
P1 C31 C36 C35 -176.4(4) . . . . ?
C32 C31 C36 C39 -173.2(5) . . . . ?
P1 C31 C36 C39 3.6(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_erk8366
_database_code_depnum_ccdc_archive 'CCDC 1587989'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C59 H46 B F10 P'
_chemical_formula_weight         986.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2/c

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

_cell_length_a                   22.7843(3)
_cell_length_b                   8.4334(2)
_cell_length_c                   27.6135(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.888(1)
_cell_angle_gamma                90.00
_cell_volume                     4851.40(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    11337
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2040
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9840
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39200
_diffrn_reflns_av_R_equivalents  0.097
_diffrn_reflns_av_sigmaI/netI    0.0900
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         4.13
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8435
_reflns_number_gt                5171
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0000P)²+11.4467P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8435
_refine_ls_number_parameters     703
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.1433
_refine_ls_R_factor_gt           0.0822
_refine_ls_wR_factor_ref         0.1584
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.094
_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
P1 P 0.24173(5) 0.22987(14) 0.00853(5) 0.0331(3) Uani 1 1 d . . .
B1 B 0.2036(2) 0.1125(6) 0.1379(2) 0.0336(12) Uani 1 1 d . . .
C8 C 0.1448(2) -0.0033(5) 0.09874(17) 0.0347(11) Uani 1 1 d . . .
C7 C 0.1055(2) -0.0940(6) 0.11783(19) 0.0431(12) Uani 1 1 d . . .
H7 H 0.1148 -0.0889 0.1542 0.052 Uiso 1 1 calc R . .
C6 C 0.0551(2) -0.1880(6) 0.0867(2) 0.0506(14) Uani 1 1 d . . .
H6 H 0.0312 -0.2425 0.1023 0.061 Uiso 1 1 calc R . .
C5 C 0.0385(2) -0.2049(6) 0.0321(2) 0.0466(12) Uani 1 1 d . . .
H5 H 0.0039 -0.2683 0.0104 0.056 Uiso 1 1 calc R . .
C4 C 0.0666(2) -0.0952(6) -0.08802(19) 0.0460(12) Uani 1 1 d . . .
H4 H 0.0313 -0.1591 -0.1080 0.055 Uiso 1 1 calc R . .
C3 C 0.1017(2) -0.0092(6) -0.11162(18) 0.0443(12) Uani 1 1 d . . .
H3 H 0.0892 -0.0157 -0.1484 0.053 Uiso 1 1 calc R . .
C2 C 0.1530(2) 0.0823(6) -0.08236(18) 0.0403(12) Uani 1 1 d . . .
H2 H 0.1747 0.1372 -0.0998 0.048 Uiso 1 1 calc R . .
C1 C 0.1750(2) 0.0986(5) -0.02649(17) 0.0347(10) Uani 1 1 d . . .
C9 C 0.12771(19) -0.0264(5) 0.04561(17) 0.0324(10) Uani 1 1 d . . .
C10 C 0.1401(2) 0.0180(5) -0.00356(17) 0.0351(11) Uani 1 1 d . . .
C11 C 0.0873(2) -0.0794(5) -0.03485(18) 0.0380(11) Uani 1 1 d . . .
C12 C 0.0759(2) -0.1229(6) 0.01300(18) 0.0389(11) Uani 1 1 d . . .
C13 C 0.22917(19) 0.2918(5) 0.06701(17) 0.0338(10) Uani 1 1 d . . .
C14 C 0.23480(19) 0.1637(5) 0.09721(17) 0.0323(10) Uani 1 1 d . . .
H14 H 0.2630 0.0871 0.0940 0.039 Uiso 1 1 calc R . .
C15 C 0.2034(2) 0.4513(6) 0.07310(19) 0.0439(12) Uani 1 1 d . . .
H15 H 0.1567 0.4515 0.0640 0.053 Uiso 1 1 calc R . .
C16 C 0.2405(3) 0.5626(6) 0.1170(2) 0.0591(15) Uani 1 1 d . . .
H16A H 0.2168 0.6207 0.1341 0.071 Uiso 1 1 calc R . .
H16B H 0.2843 0.5325 0.1406 0.071 Uiso 1 1 calc R . .
C17 C 0.2281(3) 0.6056(6) 0.0614(2) 0.0551(15) Uani 1 1 d . . .
H17A H 0.2643 0.6015 0.0509 0.066 Uiso 1 1 calc R . .
H17B H 0.1968 0.6897 0.0444 0.066 Uiso 1 1 calc R . .
C21 C 0.31837(19) 0.1222(5) 0.03641(17) 0.0333(10) Uani 1 1 d . . .
C22 C 0.3252(2) -0.0380(6) 0.02412(18) 0.0388(11) Uani 1 1 d . . .
C23 C 0.3811(2) -0.1167(6) 0.0554(2) 0.0494(13) Uani 1 1 d . . .
H23 H 0.3854 -0.2238 0.0480 0.059 Uiso 1 1 calc R . .
C24 C 0.4304(2) -0.0461(7) 0.0966(2) 0.0511(14) Uani 1 1 d . . .
C25 C 0.4250(2) 0.1145(7) 0.10515(19) 0.0473(13) Uani 1 1 d . . .
H25 H 0.4598 0.1668 0.1314 0.057 Uiso 1 1 calc R . .
C26 C 0.3701(2) 0.1998(6) 0.07623(18) 0.0393(11) Uani 1 1 d . . .
C27 C 0.2782(2) -0.1274(6) -0.0220(2) 0.0546(14) Uani 1 1 d . . .
H27A H 0.2972 -0.2271 -0.0258 0.082 Uiso 1 1 calc R . .
H27B H 0.2672 -0.0649 -0.0540 0.082 Uiso 1 1 calc R . .
H27C H 0.2398 -0.1484 -0.0161 0.082 Uiso 1 1 calc R . .
C28 C 0.4898(3) -0.1384(8) 0.1312(2) 0.081(2) Uani 1 1 d . . .
H28A H 0.4796 -0.2064 0.1551 0.122 Uiso 1 1 calc R . .
H28B H 0.5235 -0.0650 0.1517 0.122 Uiso 1 1 calc R . .
H28C H 0.5042 -0.2028 0.1091 0.122 Uiso 1 1 calc R . .
C29 C 0.3704(2) 0.3739(6) 0.0885(2) 0.0522(14) Uani 1 1 d . . .
H29A H 0.3543 0.3889 0.1157 0.078 Uiso 1 1 calc R . .
H29B H 0.3432 0.4305 0.0567 0.078 Uiso 1 1 calc R . .
H29C H 0.4139 0.4144 0.1009 0.078 Uiso 1 1 calc R . .
C31 C 0.23541(19) 0.3784(5) -0.04108(17) 0.0351(10) Uani 1 1 d . . .
C32 C 0.2826(2) 0.4016(5) -0.06182(17) 0.0367(11) Uani 1 1 d . . .
C33 C 0.2718(2) 0.5159(5) -0.10028(18) 0.0405(11) Uani 1 1 d . . .
H33 H 0.3036 0.5322 -0.1133 0.049 Uiso 1 1 calc R . .
C34 C 0.2173(2) 0.6071(6) -0.12047(18) 0.0462(12) Uani 1 1 d . . .
C35 C 0.1705(2) 0.5777(6) -0.10173(18) 0.0447(12) Uani 1 1 d . . .
H35 H 0.1321 0.6362 -0.1158 0.054 Uiso 1 1 calc R . .
C36 C 0.1779(2) 0.4653(6) -0.06295(18) 0.0409(11) Uani 1 1 d . . .
C37 C 0.3438(2) 0.3058(6) -0.0469(2) 0.0570(15) Uani 1 1 d . . .
H37A H 0.3634 0.3295 -0.0714 0.085 Uiso 1 1 calc R . .
H37B H 0.3338 0.1936 -0.0486 0.085 Uiso 1 1 calc R . .
H37C H 0.3734 0.3331 -0.0112 0.085 Uiso 1 1 calc R . .
C38 C 0.2084(3) 0.7342(6) -0.1614(2) 0.0643(16) Uani 1 1 d . . .
H38A H 0.2424 0.7265 -0.1739 0.096 Uiso 1 1 calc R . .
H38B H 0.2098 0.8377 -0.1457 0.096 Uiso 1 1 calc R . .
H38C H 0.1672 0.7200 -0.1910 0.096 Uiso 1 1 calc R . .
C39 C 0.1193(2) 0.4418(6) -0.0503(2) 0.0550(14) Uani 1 1 d . . .
H39A H 0.1067 0.5428 -0.0406 0.083 Uiso 1 1 calc R . .
H39B H 0.1297 0.3681 -0.0210 0.083 Uiso 1 1 calc R . .
H39C H 0.0842 0.3997 -0.0812 0.083 Uiso 1 1 calc R . .
C41 C 0.1777(2) 0.2642(5) 0.16055(17) 0.0348(10) Uani 1 1 d . . .
F42 F 0.06970(13) 0.2555(4) 0.09754(12) 0.0630(8) Uani 1 1 d . . .
C42 C 0.1155(2) 0.3204(5) 0.1416(2) 0.0423(12) Uani 1 1 d . . .
F43 F 0.03235(16) 0.4825(4) 0.14433(17) 0.0941(13) Uani 1 1 d . . .
C43 C 0.0951(3) 0.4403(6) 0.1645(3) 0.0565(15) Uani 1 1 d . . .
F44 F 0.1182(2) 0.6350(4) 0.23042(17) 0.1117(15) Uani 1 1 d . . .
C44 C 0.1379(4) 0.5179(6) 0.2076(3) 0.0683(18) Uani 1 1 d . . .
F45 F 0.24420(19) 0.5456(4) 0.27012(13) 0.0871(12) Uani 1 1 d . . .
C45 C 0.2007(3) 0.4721(6) 0.2275(2) 0.0575(15) Uani 1 1 d . . .
F46 F 0.28253(13) 0.3149(3) 0.22503(12) 0.0630(8) Uani 1 1 d . . .
C46 C 0.2192(2) 0.3505(6) 0.2038(2) 0.0430(12) Uani 1 1 d . . .
C51 C 0.2512(2) 0.0021(5) 0.18815(18) 0.0354(11) Uani 1 1 d . . .
F52 F 0.32578(13) -0.0676(4) 0.15123(11) 0.0623(9) Uani 1 1 d . . .
C52 C 0.3057(2) -0.0769(6) 0.19129(18) 0.0403(11) Uani 1 1 d . . .
F53 F 0.39732(14) -0.2391(4) 0.23300(14) 0.0777(10) Uani 1 1 d . . .
C53 C 0.3449(2) -0.1674(6) 0.2339(2) 0.0483(13) Uani 1 1 d . . .
F54 F 0.36647(14) -0.2762(4) 0.31788(12) 0.0745(10) Uani 1 1 d . . .
C54 C 0.3295(2) -0.1863(6) 0.2762(2) 0.0516(13) Uani 1 1 d . . .
F55 F 0.25977(15) -0.1314(4) 0.31761(11) 0.0636(8) Uani 1 1 d . . .
C55 C 0.2755(2) -0.1134(6) 0.27571(19) 0.0461(12) Uani 1 1 d . . .
F56 F 0.18630(13) 0.0414(3) 0.23646(10) 0.0511(7) Uani 1 1 d . . .
C56 C 0.2385(2) -0.0252(5) 0.23273(18) 0.0391(11) Uani 1 1 d . . .
C61 C 0.3869(13) 0.151(4) 0.3875(11) 0.066(7) Uani 0.41(3) 1 d PDU A 1
H61 H 0.3546 0.0775 0.3693 0.079 Uiso 0.41(3) 1 calc PR A 1
C62 C 0.4224(17) 0.132(4) 0.4409(12) 0.081(11) Uani 0.41(3) 1 d PDU A 1
H62 H 0.4138 0.0464 0.4587 0.097 Uiso 0.41(3) 1 calc PR A 1
C63 C 0.4705(15) 0.238(4) 0.4684(8) 0.073(7) Uani 0.41(3) 1 d PDU A 1
H63 H 0.4983 0.2198 0.5039 0.088 Uiso 0.41(3) 1 calc PR A 1
C64 C 0.4761(11) 0.370(2) 0.4415(10) 0.060(6) Uani 0.41(3) 1 d PDU A 1
H64 H 0.5055 0.4492 0.4606 0.072 Uiso 0.41(3) 1 calc PR A 1
C65 C 0.4409(12) 0.394(3) 0.3881(10) 0.055(5) Uani 0.41(3) 1 d PDU A 1
H65 H 0.4461 0.4861 0.3711 0.065 Uiso 0.41(3) 1 calc PR A 1
C66 C 0.3977(11) 0.277(4) 0.3603(8) 0.066(6) Uani 0.41(3) 1 d PDU A 1
H66 H 0.3759 0.2835 0.3233 0.079 Uiso 0.41(3) 1 calc PR A 1
C61A C 0.3958(9) 0.103(2) 0.3980(7) 0.071(5) Uani 0.59(3) 1 d PDU A 2
H61A H 0.3741 0.0055 0.3898 0.085 Uiso 0.59(3) 1 calc PR A 2
C62A C 0.4357(13) 0.140(3) 0.4493(7) 0.085(7) Uani 0.59(3) 1 d PDU A 2
H62A H 0.4417 0.0656 0.4764 0.102 Uiso 0.59(3) 1 calc PR A 2
C63A C 0.4670(12) 0.284(3) 0.4617(8) 0.092(6) Uani 0.59(3) 1 d PDU A 2
H63A H 0.4914 0.3115 0.4973 0.110 Uiso 0.59(3) 1 calc PR A 2
C64A C 0.4622(11) 0.387(2) 0.4217(12) 0.083(5) Uani 0.59(3) 1 d PDU A 2
H64A H 0.4863 0.4809 0.4296 0.100 Uiso 0.59(3) 1 calc PR A 2
C65A C 0.4222(11) 0.352(2) 0.3700(10) 0.080(5) Uani 0.59(3) 1 d PDU A 2
H65A H 0.4182 0.4238 0.3427 0.096 Uiso 0.59(3) 1 calc PR A 2
C66A C 0.3882(9) 0.213(3) 0.3586(5) 0.070(4) Uani 0.59(3) 1 d PDU A 2
H66A H 0.3594 0.1912 0.3236 0.084 Uiso 0.59(3) 1 calc PR A 2
C71 C 0.5000 -0.5459(11) 0.2500 0.092(3) Uani 1 2 d S . .
H71 H 0.5000 -0.4345 0.2500 0.110 Uiso 1 2 calc SR . .
C72 C 0.4454(3) -0.6253(9) 0.2418(3) 0.085(2) Uani 1 1 d . . .
H72 H 0.4076 -0.5690 0.2363 0.102 Uiso 1 1 calc R . .
C73 C 0.4449(4) -0.7860(10) 0.2417(3) 0.095(2) Uani 1 1 d . . .
H73 H 0.4068 -0.8416 0.2358 0.113 Uiso 1 1 calc R . .
C74 C 0.5000 -0.8662(13) 0.2500 0.097(3) Uani 1 2 d SU . .
H74 H 0.5000 -0.9776 0.2500 0.117 Uiso 1 2 calc SR . .
C81 C 0.0000 -0.1132(12) 0.2500 0.084(3) Uani 1 2 d S . .
H81 H 0.0000 -0.2246 0.2500 0.101 Uiso 1 2 calc SR . .
C82 C 0.0409(3) -0.0337(9) 0.2353(2) 0.0758(19) Uani 1 1 d . . .
H82 H 0.0690 -0.0912 0.2247 0.091 Uiso 1 1 calc R . .
C83 C 0.0431(3) 0.1238(9) 0.2352(2) 0.0727(18) Uani 1 1 d . . .
H83 H 0.0729 0.1766 0.2253 0.087 Uiso 1 1 calc R . .
C84 C 0.0000 0.2109(12) 0.2500 0.089(3) Uani 1 2 d S . .
H84 H 0.0000 0.3223 0.2500 0.107 Uiso 1 2 calc SR . .


_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 C1 1.811(5) . ?
P1 C31 1.818(4) . ?
P1 C13 1.827(4) . ?
P1 C21 1.838(4) . ?
B1 C14 1.613(6) . ?
B1 C41 1.635(6) . ?
B1 C8 1.657(7) . ?
B1 C51 1.658(7) . ?
C8 C9 1.371(6) . ?
C8 C7 1.430(6) . ?
C7 C6 1.373(6) . ?
C7 H7 0.9400 . ?
C6 C5 1.404(6) . ?
C6 H6 0.9400 . ?
C5 C12 1.360(6) . ?
C5 H5 0.9400 . ?
C4 C11 1.355(6) . ?
C4 C3 1.418(6) . ?
C4 H4 0.9400 . ?
C3 C2 1.360(6) . ?
C3 H3 0.9400 . ?
C2 C1 1.423(6) . ?
C2 H2 0.9400 . ?
C1 C10 1.380(5) . ?
C9 C12 1.416(6) . ?
C9 C10 1.540(6) . ?
C10 C11 1.423(6) . ?
C11 C12 1.492(6) . ?
C13 C14 1.339(6) . ?
C13 C15 1.504(6) . ?
C14 H14 0.9400 . ?
C15 C16 1.494(7) . ?
C15 C17 1.504(6) . ?
C15 H15 0.9900 . ?
C16 C17 1.489(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C21 C26 1.406(6) . ?
C21 C22 1.417(6) . ?
C22 C23 1.385(6) . ?
C22 C27 1.494(6) . ?
C23 C24 1.370(7) . ?
C23 H23 0.9400 . ?
C24 C25 1.389(7) . ?
C24 C28 1.517(7) . ?
C25 C26 1.382(6) . ?
C25 H25 0.9400 . ?
C26 C29 1.506(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C36 1.406(6) . ?
C31 C32 1.421(5) . ?
C32 C33 1.381(6) . ?
C32 C37 1.519(6) . ?
C33 C34 1.373(6) . ?
C33 H33 0.9400 . ?
C34 C35 1.383(6) . ?
C34 C38 1.511(6) . ?
C35 C36 1.388(6) . ?
C35 H35 0.9400 . ?
C36 C39 1.524(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
C41 C42 1.381(6) . ?
C41 C46 1.391(6) . ?
F42 C42 1.356(5) . ?
C42 C43 1.370(7) . ?
F43 C43 1.355(6) . ?
C43 C44 1.362(8) . ?
F44 C44 1.343(6) . ?
C44 C45 1.365(8) . ?
F45 C45 1.343(6) . ?
C45 C46 1.372(7) . ?
F46 C46 1.354(5) . ?
C51 C52 1.382(6) . ?
C51 C56 1.392(6) . ?
F52 C52 1.359(5) . ?
C52 C53 1.383(6) . ?
F53 C53 1.349(5) . ?
C53 C54 1.358(7) . ?
F54 C54 1.350(5) . ?
C54 C55 1.370(7) . ?
F55 C55 1.352(5) . ?
C55 C56 1.364(6) . ?
F56 C56 1.357(5) . ?
C61 C62 1.373(13) . ?
C61 C66 1.379(13) . ?
C61 H61 0.9400 . ?
C62 C63 1.377(13) . ?
C62 H62 0.9400 . ?
C63 C64 1.378(13) . ?
C63 H63 0.9400 . ?
C64 C65 1.379(13) . ?
C64 H64 0.9400 . ?
C65 C66 1.384(13) . ?
C65 H65 0.9400 . ?
C66 H66 0.9400 . ?
C61A C62A 1.373(12) . ?
C61A C66A 1.383(12) . ?
C61A H61A 0.9400 . ?
C62A C63A 1.381(12) . ?
C62A H62A 0.9400 . ?
C63A C64A 1.375(12) . ?
C63A H63A 0.9400 . ?
C64A C65A 1.378(12) . ?
C64A H64A 0.9400 . ?
C65A C66A 1.375(12) . ?
C65A H65A 0.9400 . ?
C66A H66A 0.9400 . ?
C71 C72 1.350(8) 2_655 ?
C71 C72 1.350(8) . ?
C71 H71 0.9400 . ?
C72 C73 1.355(9) . ?
C72 H72 0.9400 . ?
C73 C74 1.361(9) . ?
C73 H73 0.9400 . ?
C74 C73 1.361(9) 2_655 ?
C74 H74 0.9400 . ?
C81 C82 1.337(8) 2 ?
C81 C82 1.337(8) . ?
C81 H81 0.9400 . ?
C82 C83 1.330(9) . ?
C82 H82 0.9400 . ?
C83 C84 1.413(8) . ?
C83 H83 0.9400 . ?
C84 C83 1.413(8) 2 ?
C84 H84 0.9400 . ?

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
C1 P1 C31 103.0(2) . . ?
C1 P1 C13 104.40(19) . . ?
C31 P1 C13 118.4(2) . . ?
C1 P1 C21 111.8(2) . . ?
C31 P1 C21 115.33(18) . . ?
C13 P1 C21 103.49(19) . . ?
C14 B1 C41 112.7(4) . . ?
C14 B1 C8 99.9(3) . . ?
C41 B1 C8 112.9(3) . . ?
C14 B1 C51 114.2(3) . . ?
C41 B1 C51 109.5(4) . . ?
C8 B1 C51 107.3(4) . . ?
C9 C8 C7 111.7(4) . . ?
C9 C8 B1 125.9(4) . . ?
C7 C8 B1 122.4(4) . . ?
C6 C7 C8 124.5(4) . . ?
C6 C7 H7 117.7 . . ?
C8 C7 H7 117.7 . . ?
C7 C6 C5 121.7(4) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C12 C5 C6 115.2(4) . . ?
C12 C5 H5 122.4 . . ?
C6 C5 H5 122.4 . . ?
C11 C4 C3 115.8(4) . . ?
C11 C4 H4 122.1 . . ?
C3 C4 H4 122.1 . . ?
C2 C3 C4 121.7(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C2 C1 122.7(4) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C10 C1 C2 115.7(4) . . ?
C10 C1 P1 124.8(3) . . ?
C2 C1 P1 119.3(3) . . ?
C8 C9 C12 124.3(4) . . ?
C8 C9 C10 146.6(4) . . ?
C12 C9 C10 89.0(3) . . ?
C1 C10 C11 120.5(4) . . ?
C1 C10 C9 150.4(4) . . ?
C11 C10 C9 89.1(3) . . ?
C4 C11 C10 123.5(4) . . ?
C4 C11 C12 145.8(4) . . ?
C10 C11 C12 90.7(4) . . ?
C5 C12 C9 122.5(4) . . ?
C5 C12 C11 146.1(4) . . ?
C9 C12 C11 91.3(3) . . ?
C14 C13 C15 126.6(4) . . ?
C14 C13 P1 108.1(3) . . ?
C15 C13 P1 124.2(3) . . ?
C13 C14 B1 133.8(4) . . ?
C13 C14 H14 113.1 . . ?
B1 C14 H14 113.1 . . ?
C16 C15 C17 59.6(3) . . ?
C16 C15 C13 122.3(4) . . ?
C17 C15 C13 123.6(4) . . ?
C16 C15 H15 113.6 . . ?
C17 C15 H15 113.6 . . ?
C13 C15 H15 113.6 . . ?
C17 C16 C15 60.5(3) . . ?
C17 C16 H16A 117.7 . . ?
C15 C16 H16A 117.7 . . ?
C17 C16 H16B 117.7 . . ?
C15 C16 H16B 117.7 . . ?
H16A C16 H16B 114.8 . . ?
C16 C17 C15 59.9(3) . . ?
C16 C17 H17A 117.8 . . ?
C15 C17 H17A 117.8 . . ?
C16 C17 H17B 117.8 . . ?
C15 C17 H17B 117.8 . . ?
H17A C17 H17B 114.9 . . ?
C26 C21 C22 119.5(4) . . ?
C26 C21 P1 116.8(3) . . ?
C22 C21 P1 123.3(4) . . ?
C23 C22 C21 118.0(5) . . ?
C23 C22 C27 116.8(4) . . ?
C21 C22 C27 125.1(4) . . ?
C24 C23 C22 123.2(5) . . ?
C24 C23 H23 118.4 . . ?
C22 C23 H23 118.4 . . ?
C23 C24 C25 117.7(5) . . ?
C23 C24 C28 121.5(5) . . ?
C25 C24 C28 120.7(5) . . ?
C26 C25 C24 122.1(5) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C25 C26 C21 119.1(4) . . ?
C25 C26 C29 117.2(5) . . ?
C21 C26 C29 123.7(4) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 118.7(4) . . ?
C36 C31 P1 117.3(3) . . ?
C32 C31 P1 123.8(3) . . ?
C33 C32 C31 118.6(4) . . ?
C33 C32 C37 115.9(4) . . ?
C31 C32 C37 125.4(4) . . ?
C34 C33 C32 123.5(4) . . ?
C34 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
C33 C34 C35 117.1(4) . . ?
C33 C34 C38 121.8(4) . . ?
C35 C34 C38 121.1(5) . . ?
C34 C35 C36 122.6(4) . . ?
C34 C35 H35 118.7 . . ?
C36 C35 H35 118.7 . . ?
C35 C36 C31 119.2(4) . . ?
C35 C36 C39 114.9(4) . . ?
C31 C36 C39 125.8(4) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C42 C41 C46 112.5(4) . . ?
C42 C41 B1 126.7(4) . . ?
C46 C41 B1 120.8(4) . . ?
F42 C42 C43 115.6(4) . . ?
F42 C42 C41 119.9(4) . . ?
C43 C42 C41 124.5(5) . . ?
F43 C43 C44 119.8(5) . . ?
F43 C43 C42 120.1(6) . . ?
C44 C43 C42 120.1(5) . . ?
F44 C44 C43 120.4(6) . . ?
F44 C44 C45 120.9(7) . . ?
C43 C44 C45 118.7(5) . . ?
F45 C45 C44 120.2(5) . . ?
F45 C45 C46 120.2(6) . . ?
C44 C45 C46 119.5(5) . . ?
F46 C46 C45 116.0(5) . . ?
F46 C46 C41 119.4(4) . . ?
C45 C46 C41 124.6(5) . . ?
C52 C51 C56 111.6(4) . . ?
C52 C51 B1 126.2(4) . . ?
C56 C51 B1 122.2(4) . . ?
F52 C52 C51 120.7(4) . . ?
F52 C52 C53 114.3(4) . . ?
C51 C52 C53 124.9(4) . . ?
F53 C53 C54 120.2(5) . . ?
F53 C53 C52 120.1(4) . . ?
C54 C53 C52 119.7(4) . . ?
F54 C54 C53 120.6(5) . . ?
F54 C54 C55 120.6(5) . . ?
C53 C54 C55 118.8(5) . . ?
F55 C55 C56 121.4(4) . . ?
F55 C55 C54 119.3(5) . . ?
C56 C55 C54 119.3(4) . . ?
F56 C56 C55 114.3(4) . . ?
F56 C56 C51 120.1(4) . . ?
C55 C56 C51 125.7(4) . . ?
C62 C61 C66 121.2(16) . . ?
C62 C61 H61 119.4 . . ?
C66 C61 H61 119.4 . . ?
C61 C62 C63 120.5(16) . . ?
C61 C62 H62 119.8 . . ?
C63 C62 H62 119.8 . . ?
C62 C63 C64 117.0(16) . . ?
C62 C63 H63 121.5 . . ?
C64 C63 H63 121.5 . . ?
C63 C64 C65 123.6(16) . . ?
C63 C64 H64 118.2 . . ?
C65 C64 H64 118.2 . . ?
C64 C65 C66 117.7(15) . . ?
C64 C65 H65 121.1 . . ?
C66 C65 H65 121.1 . . ?
C61 C66 C65 119.3(15) . . ?
C61 C66 H66 120.4 . . ?
C65 C66 H66 120.4 . . ?
C62A C61A C66A 118.8(12) . . ?
C62A C61A H61A 120.6 . . ?
C66A C61A H61A 120.6 . . ?
C61A C62A C63A 120.8(13) . . ?
C61A C62A H62A 119.6 . . ?
C63A C62A H62A 119.6 . . ?
C64A C63A C62A 119.4(13) . . ?
C64A C63A H63A 120.3 . . ?
C62A C63A H63A 120.3 . . ?
C63A C64A C65A 120.3(13) . . ?
C63A C64A H64A 119.8 . . ?
C65A C64A H64A 119.8 . . ?
C66A C65A C64A 119.5(13) . . ?
C66A C65A H65A 120.3 . . ?
C64A C65A H65A 120.3 . . ?
C65A C66A C61A 120.9(12) . . ?
C65A C66A H66A 119.6 . . ?
C61A C66A H66A 119.6 . . ?
C72 C71 C72 120.5(9) 2_655 . ?
C72 C71 H71 119.7 2_655 . ?
C72 C71 H71 119.7 . . ?
C71 C72 C73 120.2(7) . . ?
C71 C72 H72 119.9 . . ?
C73 C72 H72 119.9 . . ?
C72 C73 C74 119.3(8) . . ?
C72 C73 H73 120.3 . . ?
C74 C73 H73 120.3 . . ?
C73 C74 C73 120.5(11) 2_655 . ?
C73 C74 H74 119.8 2_655 . ?
C73 C74 H74 119.8 . . ?
C82 C81 C82 119.9(10) 2 . ?
C82 C81 H81 120.1 2 . ?
C82 C81 H81 120.1 . . ?
C83 C82 C81 122.2(7) . . ?
C83 C82 H82 118.9 . . ?
C81 C82 H82 118.9 . . ?
C82 C83 C84 119.2(6) . . ?
C82 C83 H83 120.4 . . ?
C84 C83 H83 120.4 . . ?
C83 C84 C83 117.4(9) 2 . ?
C83 C84 H84 121.3 2 . ?
C83 C84 H84 121.3 . . ?

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
C14 B1 C8 C9 -6.0(6) . . . . ?
C41 B1 C8 C9 113.9(5) . . . . ?
C51 B1 C8 C9 -125.3(4) . . . . ?
C14 B1 C8 C7 173.4(4) . . . . ?
C41 B1 C8 C7 -66.7(5) . . . . ?
C51 B1 C8 C7 54.1(5) . . . . ?
C9 C8 C7 C6 -2.4(7) . . . . ?
B1 C8 C7 C6 178.1(4) . . . . ?
C8 C7 C6 C5 1.1(8) . . . . ?
C7 C6 C5 C12 0.5(7) . . . . ?
C11 C4 C3 C2 0.3(7) . . . . ?
C4 C3 C2 C1 0.0(7) . . . . ?
C3 C2 C1 C10 -1.5(7) . . . . ?
C3 C2 C1 P1 -177.5(4) . . . . ?
C31 P1 C1 C10 -147.1(4) . . . . ?
C13 P1 C1 C10 -22.8(4) . . . . ?
C21 P1 C1 C10 88.4(4) . . . . ?
C31 P1 C1 C2 28.5(4) . . . . ?
C13 P1 C1 C2 152.9(3) . . . . ?
C21 P1 C1 C2 -95.9(4) . . . . ?
C7 C8 C9 C12 2.4(6) . . . . ?
B1 C8 C9 C12 -178.1(4) . . . . ?
C7 C8 C9 C10 178.1(6) . . . . ?
B1 C8 C9 C10 -2.4(10) . . . . ?
C2 C1 C10 C11 2.6(6) . . . . ?
P1 C1 C10 C11 178.3(3) . . . . ?
C2 C1 C10 C9 -177.8(7) . . . . ?
P1 C1 C10 C9 -2.0(10) . . . . ?
C8 C9 C10 C1 4.3(13) . . . . ?
C12 C9 C10 C1 -179.2(8) . . . . ?
C8 C9 C10 C11 -176.0(7) . . . . ?
C12 C9 C10 C11 0.5(3) . . . . ?
C3 C4 C11 C10 0.9(7) . . . . ?
C3 C4 C11 C12 177.6(6) . . . . ?
C1 C10 C11 C4 -2.4(7) . . . . ?
C9 C10 C11 C4 177.8(5) . . . . ?
C1 C10 C11 C12 179.4(4) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C6 C5 C12 C9 -0.5(7) . . . . ?
C6 C5 C12 C11 -177.5(6) . . . . ?
C8 C9 C12 C5 -1.1(7) . . . . ?
C10 C9 C12 C5 -178.8(5) . . . . ?
C8 C9 C12 C11 177.2(4) . . . . ?
C10 C9 C12 C11 -0.4(3) . . . . ?
C4 C11 C12 C5 0.6(13) . . . . ?
C10 C11 C12 C5 177.9(7) . . . . ?
C4 C11 C12 C9 -176.8(7) . . . . ?
C10 C11 C12 C9 0.5(4) . . . . ?
C1 P1 C13 C14 64.9(3) . . . . ?
C31 P1 C13 C14 178.8(3) . . . . ?
C21 P1 C13 C14 -52.2(3) . . . . ?
C1 P1 C13 C15 -103.4(4) . . . . ?
C31 P1 C13 C15 10.4(4) . . . . ?
C21 P1 C13 C15 139.5(4) . . . . ?
C15 C13 C14 B1 17.8(8) . . . . ?
P1 C13 C14 B1 -150.2(4) . . . . ?
C41 B1 C14 C13 -21.7(7) . . . . ?
C8 B1 C14 C13 98.3(5) . . . . ?
C51 B1 C14 C13 -147.6(5) . . . . ?
C14 C13 C15 C16 73.2(6) . . . . ?
P1 C13 C15 C16 -120.7(4) . . . . ?
C14 C13 C15 C17 145.7(5) . . . . ?
P1 C13 C15 C17 -48.1(6) . . . . ?
C13 C15 C16 C17 112.8(4) . . . . ?
C13 C15 C17 C16 -110.7(5) . . . . ?
C1 P1 C21 C26 -162.7(3) . . . . ?
C31 P1 C21 C26 80.1(4) . . . . ?
C13 P1 C21 C26 -50.9(4) . . . . ?
C1 P1 C21 C22 10.0(4) . . . . ?
C31 P1 C21 C22 -107.3(4) . . . . ?
C13 P1 C21 C22 121.8(4) . . . . ?
C26 C21 C22 C23 5.8(6) . . . . ?
P1 C21 C22 C23 -166.6(3) . . . . ?
C26 C21 C22 C27 -170.7(4) . . . . ?
P1 C21 C22 C27 16.8(6) . . . . ?
C21 C22 C23 C24 -1.7(7) . . . . ?
C27 C22 C23 C24 175.2(4) . . . . ?
C22 C23 C24 C25 -3.7(7) . . . . ?
C22 C23 C24 C28 177.6(5) . . . . ?
C23 C24 C25 C26 5.0(7) . . . . ?
C28 C24 C25 C26 -176.3(4) . . . . ?
C24 C25 C26 C21 -0.9(7) . . . . ?
C24 C25 C26 C29 -179.0(4) . . . . ?
C22 C21 C26 C25 -4.6(6) . . . . ?
P1 C21 C26 C25 168.3(3) . . . . ?
C22 C21 C26 C29 173.4(4) . . . . ?
P1 C21 C26 C29 -13.7(6) . . . . ?
C1 P1 C31 C36 58.8(4) . . . . ?
C13 P1 C31 C36 -55.7(4) . . . . ?
C21 P1 C31 C36 -179.1(3) . . . . ?
C1 P1 C31 C32 -115.7(4) . . . . ?
C13 P1 C31 C32 129.7(4) . . . . ?
C21 P1 C31 C32 6.3(5) . . . . ?
C36 C31 C32 C33 4.1(7) . . . . ?
P1 C31 C32 C33 178.6(3) . . . . ?
C36 C31 C32 C37 -173.2(5) . . . . ?
P1 C31 C32 C37 1.3(7) . . . . ?
C31 C32 C33 C34 -1.3(7) . . . . ?
C37 C32 C33 C34 176.3(5) . . . . ?
C32 C33 C34 C35 -1.8(7) . . . . ?
C32 C33 C34 C38 178.2(5) . . . . ?
C33 C34 C35 C36 2.1(7) . . . . ?
C38 C34 C35 C36 -178.0(5) . . . . ?
C34 C35 C36 C31 0.8(7) . . . . ?
C34 C35 C36 C39 -175.9(5) . . . . ?
C32 C31 C36 C35 -3.9(7) . . . . ?
P1 C31 C36 C35 -178.7(4) . . . . ?
C32 C31 C36 C39 172.4(5) . . . . ?
P1 C31 C36 C39 -2.5(7) . . . . ?
C14 B1 C41 C42 96.8(5) . . . . ?
C8 B1 C41 C42 -15.5(6) . . . . ?
C51 B1 C41 C42 -134.9(4) . . . . ?
C14 B1 C41 C46 -84.3(5) . . . . ?
C8 B1 C41 C46 163.5(4) . . . . ?
C51 B1 C41 C46 44.0(5) . . . . ?
C46 C41 C42 F42 176.0(4) . . . . ?
B1 C41 C42 F42 -5.0(7) . . . . ?
C46 C41 C42 C43 -4.4(6) . . . . ?
B1 C41 C42 C43 174.6(4) . . . . ?
F42 C42 C43 F43 2.6(7) . . . . ?
C41 C42 C43 F43 -177.0(4) . . . . ?
F42 C42 C43 C44 -177.2(4) . . . . ?
C41 C42 C43 C44 3.2(8) . . . . ?
F43 C43 C44 F44 0.5(8) . . . . ?
C42 C43 C44 F44 -179.7(4) . . . . ?
F43 C43 C44 C45 179.4(5) . . . . ?
C42 C43 C44 C45 -0.9(8) . . . . ?
F44 C44 C45 F45 -0.9(8) . . . . ?
C43 C44 C45 F45 -179.7(5) . . . . ?
F44 C44 C45 C46 179.0(4) . . . . ?
C43 C44 C45 C46 0.2(8) . . . . ?
F45 C45 C46 F46 -1.7(7) . . . . ?
C44 C45 C46 F46 178.4(4) . . . . ?
F45 C45 C46 C41 178.1(4) . . . . ?
C44 C45 C46 C41 -1.8(8) . . . . ?
C42 C41 C46 F46 -176.5(4) . . . . ?
B1 C41 C46 F46 4.4(6) . . . . ?
C42 C41 C46 C45 3.7(7) . . . . ?
B1 C41 C46 C45 -175.4(4) . . . . ?
C14 B1 C51 C52 -15.9(6) . . . . ?
C41 B1 C51 C52 -143.4(4) . . . . ?
C8 B1 C51 C52 93.8(5) . . . . ?
C14 B1 C51 C56 166.1(4) . . . . ?
C41 B1 C51 C56 38.6(5) . . . . ?
C8 B1 C51 C56 -84.2(5) . . . . ?
C56 C51 C52 F52 179.0(4) . . . . ?
B1 C51 C52 F52 0.8(7) . . . . ?
C56 C51 C52 C53 -2.4(7) . . . . ?
B1 C51 C52 C53 179.5(4) . . . . ?
F52 C52 C53 F53 -0.9(7) . . . . ?
C51 C52 C53 F53 -179.6(4) . . . . ?
F52 C52 C53 C54 -179.5(4) . . . . ?
C51 C52 C53 C54 1.7(8) . . . . ?
F53 C53 C54 F54 0.3(7) . . . . ?
C52 C53 C54 F54 178.9(4) . . . . ?
F53 C53 C54 C55 -179.3(4) . . . . ?
C52 C53 C54 C55 -0.6(7) . . . . ?
F54 C54 C55 F55 0.5(7) . . . . ?
C53 C54 C55 F55 -180.0(4) . . . . ?
F54 C54 C55 C56 -179.0(4) . . . . ?
C53 C54 C55 C56 0.6(7) . . . . ?
F55 C55 C56 F56 0.5(6) . . . . ?
C54 C55 C56 F56 179.9(4) . . . . ?
F55 C55 C56 C51 179.0(4) . . . . ?
C54 C55 C56 C51 -1.5(8) . . . . ?
C52 C51 C56 F56 -179.2(4) . . . . ?
B1 C51 C56 F56 -1.0(6) . . . . ?
C52 C51 C56 C55 2.3(7) . . . . ?
B1 C51 C56 C55 -179.5(4) . . . . ?
C66 C61 C62 C63 -1(6) . . . . ?
C61 C62 C63 C64 7(6) . . . . ?
C62 C63 C64 C65 -7(5) . . . . ?
C63 C64 C65 C66 0(4) . . . . ?
C62 C61 C66 C65 -6(4) . . . . ?
C64 C65 C66 C61 6(4) . . . . ?
C66A C61A C62A C63A 1(4) . . . . ?
C61A C62A C63A C64A -5(4) . . . . ?
C62A C63A C64A C65A 6(4) . . . . ?
C63A C64A C65A C66A -1(3) . . . . ?
C64A C65A C66A C61A -3(3) . . . . ?
C62A C61A C66A C65A 3(3) . . . . ?
C72 C71 C72 C73 -0.1(5) 2_655 . . . ?
C71 C72 C73 C74 0.3(10) . . . . ?
C72 C73 C74 C73 -0.1(5) . . . 2_655 ?
C82 C81 C82 C83 0.7(5) 2 . . . ?
C81 C82 C83 C84 -1.3(10) . . . . ?
C82 C83 C84 C83 0.6(5) . . . 2 ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_erk8473
_database_code_depnum_ccdc_archive 'CCDC 1587987'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H30 B F10 P'
_chemical_formula_weight         766.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   11.8477(4)
_cell_length_b                   12.3022(3)
_cell_length_c                   14.0634(5)
_cell_angle_alpha                67.621(2)
_cell_angle_beta                 72.281(2)
_cell_angle_gamma                67.990(2)
_cell_volume                     1725.74(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4516
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9707
_exptl_absorpt_correction_T_max  0.9934
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15411
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5907
_reflns_number_gt                4701
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 

 The hydrogens at B1 and P1 atoms were refined freely.
;

_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)+(0.0855P)²+4.4809P] 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         5907
_refine_ls_number_parameters     501
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0816
_refine_ls_wR_factor_ref         0.2147
_refine_ls_wR_factor_gt          0.1895
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.97609(10) 0.80967(10) 0.36694(8) 0.0292(3) Uani 1 1 d . . .
H1A H 1.070(3) 0.753(3) 0.390(3) 0.012(8) Uiso 1 1 d . . .
C1 C 0.9448(4) 0.7384(4) 0.2915(3) 0.0295(9) Uani 1 1 d . . .
C2 C 0.8233(4) 0.7300(4) 0.3067(3) 0.0347(10) Uani 1 1 d . . .
H2 H 0.7601 0.7590 0.3595 0.042 Uiso 1 1 calc R . .
C3 C 0.7959(4) 0.6810(5) 0.2469(4) 0.0404(11) Uani 1 1 d . . .
H3 H 0.7141 0.6766 0.2596 0.048 Uiso 1 1 calc R . .
C4 C 0.8857(4) 0.6368(4) 0.1671(3) 0.0360(10) Uani 1 1 d . . .
H4 H 0.8664 0.6035 0.1252 0.043 Uiso 1 1 calc R . .
C5 C 1.2142(4) 0.5831(4) 0.0112(3) 0.0392(10) Uani 1 1 d . . .
H5 H 1.1928 0.5507 -0.0301 0.047 Uiso 1 1 calc R . .
C6 C 1.3332(4) 0.5953(4) -0.0060(3) 0.0384(10) Uani 1 1 d . . .
H6 H 1.3943 0.5715 -0.0621 0.046 Uiso 1 1 calc R . .
C7 C 1.3641(4) 0.6405(4) 0.0555(3) 0.0374(10) Uani 1 1 d . . .
H7 H 1.4464 0.6450 0.0399 0.045 Uiso 1 1 calc R . .
C8 C 1.2802(4) 0.6811(4) 0.1415(3) 0.0317(9) Uani 1 1 d . . .
C9 C 1.1646(4) 0.6709(4) 0.1538(3) 0.0299(9) Uani 1 1 d . . .
C10 C 1.0330(4) 0.6932(4) 0.2152(3) 0.0286(9) Uani 1 1 d . . .
C11 C 1.0007(4) 0.6444(4) 0.1536(3) 0.0315(9) Uani 1 1 d . . .
C12 C 1.1323(4) 0.6220(4) 0.0924(3) 0.0339(9) Uani 1 1 d . . .
C21 C 0.8624(4) 0.7978(4) 0.4870(3) 0.0304(9) Uani 1 1 d . . .
C22 C 0.8918(4) 0.6861(4) 0.5690(3) 0.0357(10) Uani 1 1 d . . .
C23 C 0.7974(4) 0.6618(4) 0.6543(3) 0.0398(10) Uani 1 1 d . . .
H23 H 0.8150 0.5867 0.7091 0.048 Uiso 1 1 calc R . .
C24 C 0.6786(4) 0.7430(5) 0.6624(3) 0.0413(11) Uani 1 1 d . . .
C25 C 0.6557(4) 0.8534(5) 0.5847(3) 0.0399(11) Uani 1 1 d . . .
H25 H 0.5762 0.9117 0.5920 0.048 Uiso 1 1 calc R . .
C26 C 0.7444(4) 0.8833(4) 0.4956(3) 0.0362(10) Uani 1 1 d . . .
C27 C 1.0185(4) 0.5948(5) 0.5704(4) 0.0468(12) Uani 1 1 d . . .
H27A H 1.0173 0.5272 0.6360 0.070 Uiso 1 1 calc R . .
H27B H 1.0783 0.6353 0.5649 0.070 Uiso 1 1 calc R . .
H27C H 1.0425 0.5623 0.5111 0.070 Uiso 1 1 calc R . .
C28 C 0.5775(5) 0.7092(5) 0.7542(4) 0.0531(13) Uani 1 1 d . . .
H28A H 0.5268 0.7816 0.7774 0.080 Uiso 1 1 calc R . .
H28B H 0.6152 0.6437 0.8119 0.080 Uiso 1 1 calc R . .
H28C H 0.5252 0.6805 0.7327 0.080 Uiso 1 1 calc R . .
C29 C 0.7069(4) 1.0028(5) 0.4118(4) 0.0444(11) Uani 1 1 d . . .
H29A H 0.7743 1.0409 0.3844 0.067 Uiso 1 1 calc R . .
H29B H 0.6322 1.0581 0.4415 0.067 Uiso 1 1 calc R . .
H29C H 0.6898 0.9873 0.3550 0.067 Uiso 1 1 calc R . .
C31 C 1.0036(4) 0.9569(4) 0.2965(3) 0.0308(9) Uani 1 1 d . . .
C32 C 0.9616(4) 1.0352(4) 0.2034(3) 0.0346(9) Uani 1 1 d . . .
C33 C 0.9904(4) 1.1462(4) 0.1575(3) 0.0406(11) Uani 1 1 d . . .
H33 H 0.9616 1.2008 0.0949 0.049 Uiso 1 1 calc R . .
C34 C 1.0589(4) 1.1807(4) 0.1989(3) 0.0393(10) Uani 1 1 d . . .
C35 C 1.1011(4) 1.1004(4) 0.2895(3) 0.0364(10) Uani 1 1 d . . .
H35 H 1.1492 1.1225 0.3183 0.044 Uiso 1 1 calc R . .
C36 C 1.0754(4) 0.9878(4) 0.3402(3) 0.0329(9) Uani 1 1 d . . .
C37 C 0.8876(5) 1.0102(5) 0.1480(4) 0.0521(13) Uani 1 1 d . . .
H37A H 0.8512 1.0866 0.0967 0.078 Uiso 1 1 calc R . .
H37B H 0.8214 0.9783 0.1993 0.078 Uiso 1 1 calc R . .
H37C H 0.9421 0.9493 0.1121 0.078 Uiso 1 1 calc R . .
C38 C 1.0859(5) 1.3032(5) 0.1464(4) 0.0535(13) Uani 1 1 d . . .
H38A H 1.0598 1.3414 0.0783 0.080 Uiso 1 1 calc R . .
H38B H 1.1750 1.2904 0.1361 0.080 Uiso 1 1 calc R . .
H38C H 1.0403 1.3571 0.1906 0.080 Uiso 1 1 calc R . .
C39 C 1.1284(4) 0.9045(4) 0.4360(3) 0.0382(10) Uani 1 1 d . . .
H39A H 1.1965 0.8350 0.4190 0.057 Uiso 1 1 calc R . .
H39B H 1.0637 0.8738 0.4909 0.057 Uiso 1 1 calc R . .
H39C H 1.1598 0.9502 0.4609 0.057 Uiso 1 1 calc R . .
B1 B 1.3199(4) 0.7206(5) 0.2212(4) 0.0325(10) Uani 1 1 d . . .
H1B H 1.234(4) 0.748(5) 0.276(4) 0.050(13) Uiso 1 1 d . . .
C41 C 1.4226(4) 0.5991(4) 0.2799(3) 0.0330(9) Uani 1 1 d . . .
F42 F 1.2688(2) 0.5436(3) 0.4270(2) 0.0588(8) Uani 1 1 d . . .
C42 C 1.3888(4) 0.5201(5) 0.3770(3) 0.0400(10) Uani 1 1 d . . .
F43 F 1.4273(3) 0.3432(3) 0.5225(2) 0.0758(10) Uani 1 1 d . . .
C43 C 1.4684(5) 0.4154(5) 0.4292(4) 0.0482(12) Uani 1 1 d . . .
F44 F 1.6718(3) 0.2815(3) 0.4325(2) 0.0642(9) Uani 1 1 d . . .
C44 C 1.5927(5) 0.3842(5) 0.3833(4) 0.0458(12) Uani 1 1 d . . .
F45 F 1.7527(2) 0.4272(3) 0.2418(2) 0.0515(7) Uani 1 1 d . . .
C45 C 1.6320(4) 0.4575(4) 0.2870(4) 0.0368(10) Uani 1 1 d . . .
F46 F 1.5951(2) 0.6316(2) 0.14417(19) 0.0427(6) Uani 1 1 d . . .
C46 C 1.5478(4) 0.5619(4) 0.2380(3) 0.0341(9) Uani 1 1 d . . .
C51 C 1.3598(4) 0.8472(4) 0.1710(3) 0.0319(9) Uani 1 1 d . . .
F52 F 1.4799(3) 0.7926(3) 0.2982(2) 0.0480(7) Uani 1 1 d . . .
C52 C 1.4318(4) 0.8753(4) 0.2144(3) 0.0352(10) Uani 1 1 d . . .
F53 F 1.5310(3) 1.0047(3) 0.2239(3) 0.0595(8) Uani 1 1 d . . .
C53 C 1.4563(4) 0.9864(5) 0.1784(4) 0.0407(11) Uani 1 1 d . . .
F54 F 1.4313(3) 1.1867(3) 0.0600(2) 0.0617(8) Uani 1 1 d . . .
C54 C 1.4075(4) 1.0775(4) 0.0961(4) 0.0435(11) Uani 1 1 d . . .
F55 F 1.2837(3) 1.1447(3) -0.0289(2) 0.0628(9) Uani 1 1 d . . .
C55 C 1.3340(4) 1.0556(5) 0.0511(3) 0.0437(11) Uani 1 1 d . . .
F56 F 1.2362(3) 0.9314(3) 0.0410(2) 0.0570(8) Uani 1 1 d . . .
C56 C 1.3121(4) 0.9429(4) 0.0893(3) 0.0372(10) 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 C1 1.795(4) . ?
P1 C31 1.803(4) . ?
P1 C21 1.806(4) . ?
P1 H1A 1.14(3) . ?
C1 C10 1.374(5) . ?
C1 C2 1.427(6) . ?
C2 C3 1.369(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.411(6) . ?
C3 H3 0.9500 . ?
C4 C11 1.351(6) . ?
C4 H4 0.9500 . ?
C5 C12 1.366(6) . ?
C5 C6 1.411(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.434(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(6) . ?
C8 B1 1.620(6) . ?
C9 C12 1.422(6) . ?
C9 C10 1.514(5) . ?
C10 C11 1.424(5) . ?
C11 C12 1.513(6) . ?
C21 C26 1.402(6) . ?
C21 C22 1.421(6) . ?
C22 C23 1.393(6) . ?
C22 C27 1.501(6) . ?
C23 C24 1.389(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.373(7) . ?
C24 C28 1.516(6) . ?
C25 C26 1.396(6) . ?
C25 H25 0.9500 . ?
C26 C29 1.502(7) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C32 1.402(6) . ?
C31 C36 1.408(6) . ?
C32 C33 1.394(6) . ?
C32 C37 1.506(6) . ?
C33 C34 1.382(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.381(6) . ?
C34 C38 1.513(7) . ?
C35 C36 1.398(6) . ?
C35 H35 0.9500 . ?
C36 C39 1.498(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
B1 C51 1.631(6) . ?
B1 C41 1.645(7) . ?
B1 H1B 1.10(5) . ?
C41 C42 1.385(6) . ?
C41 C46 1.386(6) . ?
F42 C42 1.356(5) . ?
C42 C43 1.370(7) . ?
F43 C43 1.340(5) . ?
C43 C44 1.386(7) . ?
F44 C44 1.340(5) . ?
C44 C45 1.365(7) . ?
F45 C45 1.347(5) . ?
C45 C46 1.380(6) . ?
F46 C46 1.356(5) . ?
C51 C56 1.376(6) . ?
C51 C52 1.384(6) . ?
F52 C52 1.345(5) . ?
C52 C53 1.375(6) . ?
F53 C53 1.359(5) . ?
C53 C54 1.366(7) . ?
F54 C54 1.349(5) . ?
C54 C55 1.369(7) . ?
F55 C55 1.342(5) . ?
C55 C56 1.377(7) . ?
F56 C56 1.353(5) . ?

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
C1 P1 C31 115.85(19) . . ?
C1 P1 C21 107.29(18) . . ?
C31 P1 C21 117.72(19) . . ?
C1 P1 H1A 108.1(17) . . ?
C31 P1 H1A 100.1(18) . . ?
C21 P1 H1A 106.9(16) . . ?
C10 C1 C2 116.7(4) . . ?
C10 C1 P1 122.9(3) . . ?
C2 C1 P1 120.4(3) . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 122.0(4) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C11 C4 C3 116.3(4) . . ?
C11 C4 H4 121.9 . . ?
C3 C4 H4 121.9 . . ?
C12 C5 C6 114.2(4) . . ?
C12 C5 H5 122.9 . . ?
C6 C5 H5 122.9 . . ?
C7 C6 C5 122.6(4) . . ?
C7 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 C7 C8 124.2(4) . . ?
C6 C7 H7 117.9 . . ?
C8 C7 H7 117.9 . . ?
C9 C8 C7 111.4(4) . . ?
C9 C8 B1 124.1(3) . . ?
C7 C8 B1 124.3(4) . . ?
C8 C9 C12 124.9(4) . . ?
C8 C9 C10 145.6(4) . . ?
C12 C9 C10 89.5(3) . . ?
C1 C10 C11 120.3(4) . . ?
C1 C10 C9 149.2(4) . . ?
C11 C10 C9 90.5(3) . . ?
C4 C11 C10 123.4(4) . . ?
C4 C11 C12 147.2(4) . . ?
C10 C11 C12 89.5(3) . . ?
C5 C12 C9 122.7(4) . . ?
C5 C12 C11 146.7(4) . . ?
C9 C12 C11 90.5(3) . . ?
C26 C21 C22 120.6(4) . . ?
C26 C21 P1 123.0(3) . . ?
C22 C21 P1 115.7(3) . . ?
C23 C22 C21 117.7(4) . . ?
C23 C22 C27 118.3(4) . . ?
C21 C22 C27 124.0(4) . . ?
C24 C23 C22 122.6(4) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C25 C24 C23 118.1(4) . . ?
C25 C24 C28 121.4(4) . . ?
C23 C24 C28 120.4(5) . . ?
C24 C25 C26 122.6(4) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
C25 C26 C21 118.2(4) . . ?
C25 C26 C29 118.3(4) . . ?
C21 C26 C29 123.4(4) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 121.2(4) . . ?
C32 C31 P1 124.0(3) . . ?
C36 C31 P1 114.8(3) . . ?
C33 C32 C31 117.5(4) . . ?
C33 C32 C37 116.7(4) . . ?
C31 C32 C37 125.8(4) . . ?
C34 C33 C32 123.0(4) . . ?
C34 C33 H33 118.5 . . ?
C32 C33 H33 118.5 . . ?
C35 C34 C33 118.1(4) . . ?
C35 C34 C38 121.3(4) . . ?
C33 C34 C38 120.6(4) . . ?
C34 C35 C36 122.1(4) . . ?
C34 C35 H35 119.0 . . ?
C36 C35 H35 119.0 . . ?
C35 C36 C31 118.1(4) . . ?
C35 C36 C39 118.6(4) . . ?
C31 C36 C39 123.3(4) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C8 B1 C51 115.7(4) . . ?
C8 B1 C41 107.0(3) . . ?
C51 B1 C41 115.2(3) . . ?
C8 B1 H1B 105(2) . . ?
C51 B1 H1B 101(3) . . ?
C41 B1 H1B 113(3) . . ?
C42 C41 C46 113.2(4) . . ?
C42 C41 B1 121.7(4) . . ?
C46 C41 B1 125.0(4) . . ?
F42 C42 C43 115.1(4) . . ?
F42 C42 C41 119.9(4) . . ?
C43 C42 C41 125.0(4) . . ?
F43 C43 C42 121.0(4) . . ?
F43 C43 C44 120.2(5) . . ?
C42 C43 C44 118.8(4) . . ?
F44 C44 C45 121.0(4) . . ?
F44 C44 C43 119.8(5) . . ?
C45 C44 C43 119.2(4) . . ?
F45 C45 C44 119.4(4) . . ?
F45 C45 C46 121.1(4) . . ?
C44 C45 C46 119.5(4) . . ?
F46 C46 C45 115.8(4) . . ?
F46 C46 C41 120.0(4) . . ?
C45 C46 C41 124.2(4) . . ?
C56 C51 C52 113.4(4) . . ?
C56 C51 B1 122.7(4) . . ?
C52 C51 B1 123.4(4) . . ?
F52 C52 C53 116.1(4) . . ?
F52 C52 C51 120.1(4) . . ?
C53 C52 C51 123.8(4) . . ?
F53 C53 C54 120.0(4) . . ?
F53 C53 C52 119.8(4) . . ?
C54 C53 C52 120.1(4) . . ?
F54 C54 C53 120.6(4) . . ?
F54 C54 C55 120.8(5) . . ?
C53 C54 C55 118.6(4) . . ?
F55 C55 C54 119.4(4) . . ?
F55 C55 C56 121.2(4) . . ?
C54 C55 C56 119.4(4) . . ?
F56 C56 C51 120.5(4) . . ?
F56 C56 C55 114.8(4) . . ?
C51 C56 C55 124.6(4) . . ?

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
C31 P1 C1 C10 69.0(4) . . . . ?
C21 P1 C1 C10 -157.2(4) . . . . ?
C31 P1 C1 C2 -109.0(4) . . . . ?
C21 P1 C1 C2 24.8(4) . . . . ?
C10 C1 C2 C3 -1.0(6) . . . . ?
P1 C1 C2 C3 177.1(4) . . . . ?
C1 C2 C3 C4 -0.2(7) . . . . ?
C2 C3 C4 C11 0.6(7) . . . . ?
C12 C5 C6 C7 1.2(7) . . . . ?
C5 C6 C7 C8 -0.8(8) . . . . ?
C6 C7 C8 C9 -0.9(7) . . . . ?
C6 C7 C8 B1 173.3(4) . . . . ?
C7 C8 C9 C12 2.3(6) . . . . ?
B1 C8 C9 C12 -171.9(4) . . . . ?
C7 C8 C9 C10 -177.5(6) . . . . ?
B1 C8 C9 C10 8.3(9) . . . . ?
C2 C1 C10 C11 1.9(6) . . . . ?
P1 C1 C10 C11 -176.2(3) . . . . ?
C2 C1 C10 C9 177.8(6) . . . . ?
P1 C1 C10 C9 -0.3(9) . . . . ?
C8 C9 C10 C1 3.3(12) . . . . ?
C12 C9 C10 C1 -176.5(7) . . . . ?
C8 C9 C10 C11 179.8(6) . . . . ?
C12 C9 C10 C11 -0.1(3) . . . . ?
C3 C4 C11 C10 0.3(7) . . . . ?
C3 C4 C11 C12 -178.9(6) . . . . ?
C1 C10 C11 C4 -1.6(7) . . . . ?
C9 C10 C11 C4 -179.5(4) . . . . ?
C1 C10 C11 C12 178.0(4) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C6 C5 C12 C9 0.2(7) . . . . ?
C6 C5 C12 C11 176.0(6) . . . . ?
C8 C9 C12 C5 -2.1(7) . . . . ?
C10 C9 C12 C5 177.8(4) . . . . ?
C8 C9 C12 C11 -179.8(4) . . . . ?
C10 C9 C12 C11 0.1(3) . . . . ?
C4 C11 C12 C5 2.8(13) . . . . ?
C10 C11 C12 C5 -176.5(7) . . . . ?
C4 C11 C12 C9 179.3(7) . . . . ?
C10 C11 C12 C9 -0.1(3) . . . . ?
C1 P1 C21 C26 -85.3(4) . . . . ?
C31 P1 C21 C26 47.5(4) . . . . ?
C1 P1 C21 C22 85.1(3) . . . . ?
C31 P1 C21 C22 -142.1(3) . . . . ?
C26 C21 C22 C23 3.8(6) . . . . ?
P1 C21 C22 C23 -166.9(3) . . . . ?
C26 C21 C22 C27 -174.6(4) . . . . ?
P1 C21 C22 C27 14.7(6) . . . . ?
C21 C22 C23 C24 -1.4(6) . . . . ?
C27 C22 C23 C24 177.2(4) . . . . ?
C22 C23 C24 C25 -2.5(7) . . . . ?
C22 C23 C24 C28 176.8(4) . . . . ?
C23 C24 C25 C26 4.1(7) . . . . ?
C28 C24 C25 C26 -175.2(4) . . . . ?
C24 C25 C26 C21 -1.7(6) . . . . ?
C24 C25 C26 C29 175.8(4) . . . . ?
C22 C21 C26 C25 -2.4(6) . . . . ?
P1 C21 C26 C25 167.7(3) . . . . ?
C22 C21 C26 C29 -179.7(4) . . . . ?
P1 C21 C26 C29 -9.7(6) . . . . ?
C1 P1 C31 C32 23.0(4) . . . . ?
C21 P1 C31 C32 -105.9(4) . . . . ?
C1 P1 C31 C36 -155.0(3) . . . . ?
C21 P1 C31 C36 76.1(3) . . . . ?
C36 C31 C32 C33 -1.9(6) . . . . ?
P1 C31 C32 C33 -179.8(3) . . . . ?
C36 C31 C32 C37 178.2(4) . . . . ?
P1 C31 C32 C37 0.3(6) . . . . ?
C31 C32 C33 C34 0.9(7) . . . . ?
C37 C32 C33 C34 -179.2(4) . . . . ?
C32 C33 C34 C35 0.4(7) . . . . ?
C32 C33 C34 C38 -179.2(4) . . . . ?
C33 C34 C35 C36 -0.8(7) . . . . ?
C38 C34 C35 C36 178.9(4) . . . . ?
C34 C35 C36 C31 -0.2(6) . . . . ?
C34 C35 C36 C39 177.9(4) . . . . ?
C32 C31 C36 C35 1.6(6) . . . . ?
P1 C31 C36 C35 179.7(3) . . . . ?
C32 C31 C36 C39 -176.5(4) . . . . ?
P1 C31 C36 C39 1.6(5) . . . . ?
C9 C8 B1 C51 -118.1(4) . . . . ?
C7 C8 B1 C51 68.5(6) . . . . ?
C9 C8 B1 C41 112.1(4) . . . . ?
C7 C8 B1 C41 -61.3(5) . . . . ?
C8 B1 C41 C42 -95.6(4) . . . . ?
C51 B1 C41 C42 134.4(4) . . . . ?
C8 B1 C41 C46 81.7(5) . . . . ?
C51 B1 C41 C46 -48.4(5) . . . . ?
C46 C41 C42 F42 -179.0(4) . . . . ?
B1 C41 C42 F42 -1.5(6) . . . . ?
C46 C41 C42 C43 0.5(7) . . . . ?
B1 C41 C42 C43 178.1(4) . . . . ?
F42 C42 C43 F43 0.5(7) . . . . ?
C41 C42 C43 F43 -179.1(5) . . . . ?
F42 C42 C43 C44 179.7(4) . . . . ?
C41 C42 C43 C44 0.1(8) . . . . ?
F43 C43 C44 F44 0.0(7) . . . . ?
C42 C43 C44 F44 -179.2(4) . . . . ?
F43 C43 C44 C45 178.3(5) . . . . ?
C42 C43 C44 C45 -0.9(7) . . . . ?
F44 C44 C45 F45 -1.4(7) . . . . ?
C43 C44 C45 F45 -179.7(4) . . . . ?
F44 C44 C45 C46 179.3(4) . . . . ?
C43 C44 C45 C46 1.0(7) . . . . ?
F45 C45 C46 F46 -1.4(6) . . . . ?
C44 C45 C46 F46 178.0(4) . . . . ?
F45 C45 C46 C41 -179.7(4) . . . . ?
C44 C45 C46 C41 -0.3(7) . . . . ?
C42 C41 C46 F46 -178.6(4) . . . . ?
B1 C41 C46 F46 3.9(6) . . . . ?
C42 C41 C46 C45 -0.4(6) . . . . ?
B1 C41 C46 C45 -177.9(4) . . . . ?
C8 B1 C51 C56 29.6(6) . . . . ?
C41 B1 C51 C56 155.4(4) . . . . ?
C8 B1 C51 C52 -158.9(4) . . . . ?
C41 B1 C51 C52 -33.2(5) . . . . ?
C56 C51 C52 F52 176.9(4) . . . . ?
B1 C51 C52 F52 4.7(6) . . . . ?
C56 C51 C52 C53 -1.5(6) . . . . ?
B1 C51 C52 C53 -173.7(4) . . . . ?
F52 C52 C53 F53 3.4(6) . . . . ?
C51 C52 C53 F53 -178.1(4) . . . . ?
F52 C52 C53 C54 -177.6(4) . . . . ?
C51 C52 C53 C54 0.8(7) . . . . ?
F53 C53 C54 F54 -0.8(7) . . . . ?
C52 C53 C54 F54 -179.8(4) . . . . ?
F53 C53 C54 C55 179.1(4) . . . . ?
C52 C53 C54 C55 0.2(7) . . . . ?
F54 C54 C55 F55 -1.0(7) . . . . ?
C53 C54 C55 F55 179.0(4) . . . . ?
F54 C54 C55 C56 179.5(4) . . . . ?
C53 C54 C55 C56 -0.4(7) . . . . ?
C52 C51 C56 F56 -177.7(4) . . . . ?
B1 C51 C56 F56 -5.4(6) . . . . ?
C52 C51 C56 C55 1.3(6) . . . . ?
B1 C51 C56 C55 173.5(4) . . . . ?
F55 C55 C56 F56 -0.8(6) . . . . ?
C54 C55 C56 F56 178.6(4) . . . . ?
F55 C55 C56 C51 -179.8(4) . . . . ?
C54 C55 C56 C51 -0.4(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_erk8620
_database_code_depnum_ccdc_archive 'CCDC 1587992'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H36 B F10 P'
_chemical_formula_weight         832.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   13.0923(2)
_cell_length_b                   11.9735(2)
_cell_length_c                   24.9266(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.327(1)
_cell_angle_gamma                90.00
_cell_volume                     3866.32(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7152
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9638
_exptl_absorpt_correction_T_max  0.9923
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21505
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6682
_reflns_number_gt                5093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0201P)²+7.0892P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6682
_refine_ls_number_parameters     568
_refine_ls_number_restraints     59
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1390
_refine_ls_wR_factor_gt          0.1231
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.72829(7) 0.24655(7) 0.09625(4) 0.0325(2) Uani 1 1 d . A .
C1 C 0.7027(3) 0.0968(3) 0.09561(15) 0.0365(8) Uani 1 1 d . . .
C2 C 0.6002(3) 0.0616(3) 0.07639(17) 0.0465(9) Uani 1 1 d . . .
H2 H 0.5497 0.1167 0.0647 0.056 Uiso 1 1 calc R . .
C3 C 0.5713(3) -0.0488(3) 0.07406(16) 0.0454(9) Uani 1 1 d . . .
H3 H 0.5018 -0.0678 0.0606 0.054 Uiso 1 1 calc R . .
C4 C 0.6425(3) -0.1345(3) 0.09118(15) 0.0423(9) Uani 1 1 d . . .
H4 H 0.6233 -0.2110 0.0893 0.051 Uiso 1 1 calc R . .
C5 C 0.9107(3) -0.2247(3) 0.15024(14) 0.0402(9) Uani 1 1 d . . .
H5 H 0.8880 -0.3002 0.1480 0.048 Uiso 1 1 calc R . .
C6 C 1.0120(3) -0.1942(3) 0.17137(14) 0.0420(9) Uani 1 1 d . . .
H6 H 1.0601 -0.2512 0.1838 0.050 Uiso 1 1 calc R . .
C7 C 1.0443(3) -0.0846(3) 0.17483(14) 0.0384(8) Uani 1 1 d . . .
H7 H 1.1141 -0.0702 0.1896 0.046 Uiso 1 1 calc R . .
C8 C 0.9804(3) 0.0081(3) 0.15786(13) 0.0322(7) Uani 1 1 d . A .
C9 C 0.8813(3) -0.0242(3) 0.13646(13) 0.0336(8) Uani 1 1 d . . .
C10 C 0.7722(3) 0.0131(3) 0.11348(14) 0.0344(8) Uani 1 1 d . . .
C11 C 0.7399(3) -0.1015(3) 0.11052(14) 0.0363(8) Uani 1 1 d . . .
C12 C 0.8475(3) -0.1375(3) 0.13321(14) 0.0355(8) Uani 1 1 d . . .
C13 C 0.9157(3) 0.2011(3) 0.13306(13) 0.0311(7) Uani 1 1 d . A .
H13 H 0.9056 0.1833 0.0955 0.037 Uiso 1 1 calc R . .
C14 C 0.8422(3) 0.2694(3) 0.14571(13) 0.0317(7) Uani 1 1 d D . .
C15 C 0.8656(12) 0.3527(13) 0.1922(6) 0.031(3) Uani 0.51(2) 1 d PDU A 1
H15A H 0.8054 0.4025 0.1927 0.037 Uiso 0.51(2) 1 calc PR A 1
H15B H 0.8774 0.3118 0.2270 0.037 Uiso 0.51(2) 1 calc PR A 1
C16 C 0.9604(10) 0.4227(10) 0.1863(5) 0.038(3) Uani 0.51(2) 1 d PDU A 1
H16A H 0.9453 0.4695 0.1534 0.046 Uiso 0.51(2) 1 calc PR A 1
H16B H 1.0181 0.3722 0.1812 0.046 Uiso 0.51(2) 1 calc PR A 1
C17 C 0.9940(12) 0.4979(8) 0.2349(6) 0.068(4) Uani 0.51(2) 1 d PDU A 1
H17A H 0.9357 0.5445 0.2418 0.102 Uiso 0.51(2) 1 calc PR A 1
H17B H 1.0509 0.5458 0.2273 0.102 Uiso 0.51(2) 1 calc PR A 1
H17C H 1.0170 0.4518 0.2668 0.102 Uiso 0.51(2) 1 calc PR A 1
C15A C 0.8371(14) 0.3443(16) 0.1946(7) 0.036(3) Uani 0.49(2) 1 d PDU A 2
H15C H 0.8424 0.2984 0.2279 0.044 Uiso 0.49(2) 1 calc PR A 2
H15D H 0.7703 0.3844 0.1903 0.044 Uiso 0.49(2) 1 calc PR A 2
C16A C 0.9260(12) 0.4280(11) 0.1992(5) 0.042(3) Uani 0.49(2) 1 d PDU A 2
H16C H 0.9091 0.4889 0.1726 0.051 Uiso 0.49(2) 1 calc PR A 2
H16D H 0.9895 0.3905 0.1914 0.051 Uiso 0.49(2) 1 calc PR A 2
C17A C 0.9439(15) 0.4771(11) 0.2575(6) 0.074(5) Uani 0.49(2) 1 d PDU A 2
H17D H 0.8783 0.5044 0.2670 0.111 Uiso 0.49(2) 1 calc PR A 2
H17E H 0.9932 0.5390 0.2590 0.111 Uiso 0.49(2) 1 calc PR A 2
H17F H 0.9716 0.4188 0.2831 0.111 Uiso 0.49(2) 1 calc PR A 2
C21 C 0.6070(3) 0.3062(3) 0.11041(14) 0.0354(8) Uani 1 1 d . . .
C22 C 0.5842(3) 0.2993(3) 0.16383(16) 0.0469(10) Uani 1 1 d . A .
C23 C 0.4936(3) 0.3465(3) 0.17613(16) 0.0473(10) Uani 1 1 d . . .
H23 H 0.4807 0.3449 0.2127 0.057 Uiso 1 1 calc R A .
C24 C 0.4219(3) 0.3954(3) 0.13759(15) 0.0395(9) Uani 1 1 d . A .
C25 C 0.4420(3) 0.3943(3) 0.08455(15) 0.0398(8) Uani 1 1 d . . .
H25 H 0.3920 0.4253 0.0572 0.048 Uiso 1 1 calc R A .
C26 C 0.5318(3) 0.3502(3) 0.06936(14) 0.0349(8) Uani 1 1 d . A .
C27 C 0.6476(4) 0.2361(5) 0.2092(2) 0.0876(18) Uani 1 1 d U . .
H27A H 0.6873 0.2890 0.2340 0.131 Uiso 1 1 calc R A .
H27B H 0.6949 0.1855 0.1941 0.131 Uiso 1 1 calc R . .
H27C H 0.6017 0.1927 0.2290 0.131 Uiso 1 1 calc R . .
C28 C 0.3223(3) 0.4428(3) 0.15144(17) 0.0506(10) Uani 1 1 d . . .
H28A H 0.3014 0.5068 0.1279 0.076 Uiso 1 1 calc R A .
H28B H 0.3323 0.4669 0.1894 0.076 Uiso 1 1 calc R . .
H28C H 0.2685 0.3853 0.1460 0.076 Uiso 1 1 calc R . .
C29 C 0.5377(3) 0.3442(4) 0.00946(15) 0.0485(10) Uani 1 1 d . . .
H29A H 0.4690 0.3570 -0.0110 0.073 Uiso 1 1 calc R A .
H29B H 0.5625 0.2701 0.0006 0.073 Uiso 1 1 calc R . .
H29C H 0.5855 0.4014 -0.0001 0.073 Uiso 1 1 calc R . .
C31 C 0.7680(3) 0.3016(3) 0.03403(13) 0.0337(8) Uani 1 1 d . . .
C32 C 0.7872(2) 0.4181(3) 0.03379(13) 0.0314(7) Uani 1 1 d . A .
C33 C 0.8364(3) 0.4626(3) -0.00690(13) 0.0365(8) Uani 1 1 d . . .
H33 H 0.8491 0.5407 -0.0070 0.044 Uiso 1 1 calc R A .
C34 C 0.8679(3) 0.3972(3) -0.04759(14) 0.0393(8) Uani 1 1 d . A .
C35 C 0.8447(3) 0.2853(3) -0.04777(14) 0.0388(8) Uani 1 1 d . . .
H35 H 0.8640 0.2402 -0.0760 0.047 Uiso 1 1 calc R A .
C36 C 0.7943(3) 0.2347(3) -0.00855(14) 0.0358(8) Uani 1 1 d . A .
C37 C 0.7540(3) 0.4991(3) 0.07449(14) 0.0369(8) Uani 1 1 d . . .
H37A H 0.7921 0.5693 0.0733 0.055 Uiso 1 1 calc R A .
H37B H 0.7685 0.4670 0.1109 0.055 Uiso 1 1 calc R . .
H37C H 0.6798 0.5136 0.0656 0.055 Uiso 1 1 calc R . .
C38 C 0.9275(3) 0.4476(3) -0.08901(16) 0.0508(10) Uani 1 1 d . . .
H38A H 0.9967 0.4146 -0.0851 0.076 Uiso 1 1 calc R A .
H38B H 0.9332 0.5284 -0.0833 0.076 Uiso 1 1 calc R . .
H38C H 0.8913 0.4324 -0.1255 0.076 Uiso 1 1 calc R . .
C39 C 0.7741(3) 0.1104(3) -0.01526(16) 0.0506(10) Uani 1 1 d . . .
H39A H 0.7864 0.0869 -0.0515 0.076 Uiso 1 1 calc R A .
H39B H 0.7024 0.0944 -0.0109 0.076 Uiso 1 1 calc R . .
H39C H 0.8206 0.0694 0.0123 0.076 Uiso 1 1 calc R . .
B1 B 1.0176(3) 0.1406(3) 0.16478(15) 0.0314(8) Uani 1 1 d . . .
C41 C 1.0395(3) 0.1714(3) 0.23006(13) 0.0320(7) Uani 1 1 d . A .
F42 F 0.88723(15) 0.07391(16) 0.24610(8) 0.0406(5) Uani 1 1 d . A .
C42 C 0.9732(3) 0.1333(3) 0.26542(13) 0.0314(7) Uani 1 1 d . . .
F43 F 0.91743(17) 0.11550(17) 0.35137(8) 0.0455(5) Uani 1 1 d . . .
C43 C 0.9856(3) 0.1547(3) 0.32030(13) 0.0341(8) Uani 1 1 d . A .
F44 F 1.08273(18) 0.23857(19) 0.39695(8) 0.0524(6) Uani 1 1 d . A .
C44 C 1.0685(3) 0.2173(3) 0.34336(13) 0.0364(8) Uani 1 1 d . . .
F45 F 1.21558(17) 0.32275(19) 0.33242(8) 0.0518(6) Uani 1 1 d . . .
C45 C 1.1351(3) 0.2591(3) 0.31082(13) 0.0379(8) Uani 1 1 d . A .
F46 F 1.18646(16) 0.28589(18) 0.22699(8) 0.0475(5) Uani 1 1 d . A .
C46 C 1.1188(3) 0.2365(3) 0.25576(13) 0.0347(8) Uani 1 1 d . . .
C51 C 1.1190(3) 0.1550(3) 0.13276(13) 0.0313(7) Uani 1 1 d . A .
F52 F 1.23517(16) 0.06994(18) 0.20322(8) 0.0463(5) Uani 1 1 d . A .
C52 C 1.2162(3) 0.1128(3) 0.15195(13) 0.0339(8) Uani 1 1 d . . .
F53 F 1.39019(16) 0.0668(2) 0.14578(9) 0.0532(6) Uani 1 1 d . . .
C53 C 1.2987(3) 0.1104(3) 0.12380(14) 0.0377(8) Uani 1 1 d . A .
F54 F 1.36617(16) 0.14837(18) 0.04279(8) 0.0471(5) Uani 1 1 d . A .
C54 C 1.2874(3) 0.1532(3) 0.07200(14) 0.0351(8) Uani 1 1 d . . .
F55 F 1.18343(17) 0.24220(18) 0.00026(8) 0.0482(5) Uani 1 1 d . . .
C55 C 1.1952(3) 0.1989(3) 0.05088(13) 0.0328(8) Uani 1 1 d . A .
F56 F 1.02697(15) 0.24864(18) 0.05545(8) 0.0456(5) Uani 1 1 d . A .
C56 C 1.1147(3) 0.2001(3) 0.08046(13) 0.0331(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C14 1.813(3) . ?
P1 C21 1.822(3) . ?
P1 C1 1.824(3) . ?
P1 C31 1.829(3) . ?
C1 C10 1.383(5) . ?
C1 C2 1.421(5) . ?
C2 C3 1.374(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(5) . ?
C3 H3 0.9500 . ?
C4 C11 1.355(5) . ?
C4 H4 0.9500 . ?
C5 C12 1.361(5) . ?
C5 C6 1.403(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.418(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(5) . ?
C8 B1 1.661(5) . ?
C9 C12 1.426(5) . ?
C9 C10 1.527(5) . ?
C10 C11 1.436(4) . ?
C11 C12 1.503(5) . ?
C13 C14 1.335(5) . ?
C13 B1 1.619(5) . ?
C13 H13 0.9500 . ?
C14 C15A 1.522(11) . ?
C14 C15 1.526(10) . ?
C15 C16 1.521(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.522(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C15A C16A 1.528(12) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C16A C17A 1.552(11) . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C21 C22 1.409(5) . ?
C21 C26 1.415(5) . ?
C22 C23 1.387(5) . ?
C22 C27 1.506(6) . ?
C23 C24 1.373(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(5) . ?
C24 C28 1.507(5) . ?
C25 C26 1.390(5) . ?
C25 H25 0.9500 . ?
C26 C29 1.508(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C36 1.412(5) . ?
C31 C32 1.417(4) . ?
C32 C33 1.385(5) . ?
C32 C37 1.513(4) . ?
C33 C34 1.390(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.373(5) . ?
C34 C38 1.507(5) . ?
C35 C36 1.395(5) . ?
C35 H35 0.9500 . ?
C36 C39 1.517(5) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
B1 C41 1.652(5) . ?
B1 C51 1.655(5) . ?
C41 C46 1.380(5) . ?
C41 C42 1.400(4) . ?
F42 C42 1.359(4) . ?
C42 C43 1.378(5) . ?
F43 C43 1.348(4) . ?
C43 C44 1.374(5) . ?
F44 C44 1.346(4) . ?
C44 C45 1.369(5) . ?
F45 C45 1.348(4) . ?
C45 C46 1.385(5) . ?
F46 C46 1.354(4) . ?
C51 C52 1.387(5) . ?
C51 C56 1.405(4) . ?
F52 C52 1.366(4) . ?
C52 C53 1.371(5) . ?
F53 C53 1.348(4) . ?
C53 C54 1.377(5) . ?
F54 C54 1.347(4) . ?
C54 C55 1.359(5) . ?
F55 C55 1.352(4) . ?
C55 C56 1.371(5) . ?
F56 C56 1.356(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 P1 C21 117.61(16) . . ?
C14 P1 C1 106.63(16) . . ?
C21 P1 C1 102.86(15) . . ?
C14 P1 C31 102.46(15) . . ?
C21 P1 C31 112.69(16) . . ?
C1 P1 C31 114.95(16) . . ?
C10 C1 C2 116.0(3) . . ?
C10 C1 P1 126.7(3) . . ?
C2 C1 P1 117.2(3) . . ?
C3 C2 C1 122.7(4) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C11 C4 C3 116.3(3) . . ?
C11 C4 H4 121.8 . . ?
C3 C4 H4 121.8 . . ?
C12 C5 C6 114.6(3) . . ?
C12 C5 H5 122.7 . . ?
C6 C5 H5 122.7 . . ?
C7 C6 C5 122.5(3) . . ?
C7 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
C6 C7 C8 124.4(3) . . ?
C6 C7 H7 117.8 . . ?
C8 C7 H7 117.8 . . ?
C9 C8 C7 112.1(3) . . ?
C9 C8 B1 123.5(3) . . ?
C7 C8 B1 124.4(3) . . ?
C8 C9 C12 123.6(3) . . ?
C8 C9 C10 146.7(3) . . ?
C12 C9 C10 89.5(3) . . ?
C1 C10 C11 120.1(3) . . ?
C1 C10 C9 150.4(3) . . ?
C11 C10 C9 89.5(3) . . ?
C4 C11 C10 123.5(3) . . ?
C4 C11 C12 146.4(3) . . ?
C10 C11 C12 90.1(3) . . ?
C5 C12 C9 122.9(3) . . ?
C5 C12 C11 146.2(3) . . ?
C9 C12 C11 90.9(3) . . ?
C14 C13 B1 136.8(3) . . ?
C14 C13 H13 111.6 . . ?
B1 C13 H13 111.6 . . ?
C13 C14 C15A 131.8(8) . . ?
C13 C14 C15 120.5(7) . . ?
C15A C14 C15 15.1(8) . . ?
C13 C14 P1 107.3(2) . . ?
C15A C14 P1 120.4(8) . . ?
C15 C14 P1 132.1(7) . . ?
C16 C15 C14 111.4(8) . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C17 113.3(9) . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C14 C15A C16A 109.1(10) . . ?
C14 C15A H15C 109.9 . . ?
C16A C15A H15C 109.9 . . ?
C14 C15A H15D 109.9 . . ?
C16A C15A H15D 109.9 . . ?
H15C C15A H15D 108.3 . . ?
C15A C16A C17A 109.3(10) . . ?
C15A C16A H16C 109.8 . . ?
C17A C16A H16C 109.8 . . ?
C15A C16A H16D 109.8 . . ?
C17A C16A H16D 109.8 . . ?
H16C C16A H16D 108.3 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C22 C21 C26 119.0(3) . . ?
C22 C21 P1 118.1(3) . . ?
C26 C21 P1 122.7(3) . . ?
C23 C22 C21 119.4(4) . . ?
C23 C22 C27 115.7(4) . . ?
C21 C22 C27 124.7(4) . . ?
C24 C23 C22 122.6(4) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C23 C24 C25 117.3(3) . . ?
C23 C24 C28 121.8(3) . . ?
C25 C24 C28 120.8(4) . . ?
C24 C25 C26 123.3(3) . . ?
C24 C25 H25 118.4 . . ?
C26 C25 H25 118.4 . . ?
C25 C26 C21 118.2(3) . . ?
C25 C26 C29 117.0(3) . . ?
C21 C26 C29 124.6(3) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 119.5(3) . . ?
C36 C31 P1 124.2(3) . . ?
C32 C31 P1 115.5(2) . . ?
C33 C32 C31 119.0(3) . . ?
C33 C32 C37 117.0(3) . . ?
C31 C32 C37 124.0(3) . . ?
C32 C33 C34 122.4(3) . . ?
C32 C33 H33 118.8 . . ?
C34 C33 H33 118.8 . . ?
C35 C34 C33 117.6(3) . . ?
C35 C34 C38 121.6(3) . . ?
C33 C34 C38 120.8(3) . . ?
C34 C35 C36 123.3(3) . . ?
C34 C35 H35 118.4 . . ?
C36 C35 H35 118.4 . . ?
C35 C36 C31 118.1(3) . . ?
C35 C36 C39 116.2(3) . . ?
C31 C36 C39 125.7(3) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C13 B1 C41 113.2(3) . . ?
C13 B1 C51 112.3(3) . . ?
C41 B1 C51 114.5(3) . . ?
C13 B1 C8 99.7(3) . . ?
C41 B1 C8 108.8(3) . . ?
C51 B1 C8 107.0(3) . . ?
C46 C41 C42 112.7(3) . . ?
C46 C41 B1 126.5(3) . . ?
C42 C41 B1 120.8(3) . . ?
F42 C42 C43 114.9(3) . . ?
F42 C42 C41 120.3(3) . . ?
C43 C42 C41 124.8(3) . . ?
F43 C43 C44 119.9(3) . . ?
F43 C43 C42 120.9(3) . . ?
C44 C43 C42 119.3(3) . . ?
F44 C44 C45 120.6(3) . . ?
F44 C44 C43 120.4(3) . . ?
C45 C44 C43 119.0(3) . . ?
F45 C45 C44 119.9(3) . . ?
F45 C45 C46 120.4(3) . . ?
C44 C45 C46 119.7(3) . . ?
F46 C46 C41 120.5(3) . . ?
F46 C46 C45 114.9(3) . . ?
C41 C46 C45 124.6(3) . . ?
C52 C51 C56 111.8(3) . . ?
C52 C51 B1 123.8(3) . . ?
C56 C51 B1 124.1(3) . . ?
F52 C52 C53 114.9(3) . . ?
F52 C52 C51 119.5(3) . . ?
C53 C52 C51 125.6(3) . . ?
F53 C53 C52 121.3(3) . . ?
F53 C53 C54 119.6(3) . . ?
C52 C53 C54 119.1(3) . . ?
F54 C54 C55 120.9(3) . . ?
F54 C54 C53 120.3(3) . . ?
C55 C54 C53 118.8(3) . . ?
F55 C55 C54 119.4(3) . . ?
F55 C55 C56 120.3(3) . . ?
C54 C55 C56 120.3(3) . . ?
F56 C56 C55 115.1(3) . . ?
F56 C56 C51 120.6(3) . . ?
C55 C56 C51 124.3(3) . . ?

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
C14 P1 C1 C10 -20.6(4) . . . . ?
C21 P1 C1 C10 -145.0(3) . . . . ?
C31 P1 C1 C10 92.2(4) . . . . ?
C14 P1 C1 C2 157.3(3) . . . . ?
C21 P1 C1 C2 33.0(3) . . . . ?
C31 P1 C1 C2 -89.9(3) . . . . ?
C10 C1 C2 C3 -1.7(6) . . . . ?
P1 C1 C2 C3 -179.8(3) . . . . ?
C1 C2 C3 C4 0.4(6) . . . . ?
C2 C3 C4 C11 0.8(6) . . . . ?
C12 C5 C6 C7 0.4(5) . . . . ?
C5 C6 C7 C8 0.1(6) . . . . ?
C6 C7 C8 C9 -0.9(5) . . . . ?
C6 C7 C8 B1 176.8(3) . . . . ?
C7 C8 C9 C12 1.4(5) . . . . ?
B1 C8 C9 C12 -176.4(3) . . . . ?
C7 C8 C9 C10 175.7(5) . . . . ?
B1 C8 C9 C10 -2.1(7) . . . . ?
C2 C1 C10 C11 1.7(5) . . . . ?
P1 C1 C10 C11 179.7(3) . . . . ?
C2 C1 C10 C9 178.5(5) . . . . ?
P1 C1 C10 C9 -3.6(8) . . . . ?
C8 C9 C10 C1 7.5(10) . . . . ?
C12 C9 C10 C1 -177.2(6) . . . . ?
C8 C9 C10 C11 -175.3(5) . . . . ?
C12 C9 C10 C11 -0.1(3) . . . . ?
C3 C4 C11 C10 -0.7(6) . . . . ?
C3 C4 C11 C12 -179.0(5) . . . . ?
C1 C10 C11 C4 -0.6(6) . . . . ?
C9 C10 C11 C4 -179.0(4) . . . . ?
C1 C10 C11 C12 178.4(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C6 C5 C12 C9 0.0(5) . . . . ?
C6 C5 C12 C11 -176.3(5) . . . . ?
C8 C9 C12 C5 -1.1(5) . . . . ?
C10 C9 C12 C5 -177.9(3) . . . . ?
C8 C9 C12 C11 176.9(3) . . . . ?
C10 C9 C12 C11 0.1(3) . . . . ?
C4 C11 C12 C5 -4.6(10) . . . . ?
C10 C11 C12 C5 176.9(5) . . . . ?
C4 C11 C12 C9 178.5(6) . . . . ?
C10 C11 C12 C9 -0.1(3) . . . . ?
B1 C13 C14 C15A 18.0(12) . . . . ?
B1 C13 C14 C15 30.3(9) . . . . ?
B1 C13 C14 P1 -153.8(3) . . . . ?
C21 P1 C14 C13 167.7(2) . . . . ?
C1 P1 C14 C13 53.0(3) . . . . ?
C31 P1 C14 C13 -68.2(3) . . . . ?
C21 P1 C14 C15A -5.2(10) . . . . ?
C1 P1 C14 C15A -119.9(10) . . . . ?
C31 P1 C14 C15A 119.0(10) . . . . ?
C21 P1 C14 C15 -17.1(9) . . . . ?
C1 P1 C14 C15 -131.8(9) . . . . ?
C31 P1 C14 C15 107.1(9) . . . . ?
C13 C14 C15 C16 51.8(15) . . . . ?
C15A C14 C15 C16 -166(7) . . . . ?
P1 C14 C15 C16 -122.9(10) . . . . ?
C14 C15 C16 C17 -173.5(11) . . . . ?
C13 C14 C15A C16A 58.8(19) . . . . ?
C15 C14 C15A C16A 14(5) . . . . ?
P1 C14 C15A C16A -130.3(10) . . . . ?
C14 C15A C16A C17A -161.4(12) . . . . ?
C14 P1 C21 C22 -41.5(3) . . . . ?
C1 P1 C21 C22 75.3(3) . . . . ?
C31 P1 C21 C22 -160.3(3) . . . . ?
C14 P1 C21 C26 144.0(3) . . . . ?
C1 P1 C21 C26 -99.2(3) . . . . ?
C31 P1 C21 C26 25.1(3) . . . . ?
C26 C21 C22 C23 -6.9(5) . . . . ?
P1 C21 C22 C23 178.4(3) . . . . ?
C26 C21 C22 C27 168.3(4) . . . . ?
P1 C21 C22 C27 -6.4(6) . . . . ?
C21 C22 C23 C24 3.3(6) . . . . ?
C27 C22 C23 C24 -172.3(4) . . . . ?
C22 C23 C24 C25 1.3(6) . . . . ?
C22 C23 C24 C28 177.9(4) . . . . ?
C23 C24 C25 C26 -2.3(5) . . . . ?
C28 C24 C25 C26 -179.0(3) . . . . ?
C24 C25 C26 C21 -1.2(5) . . . . ?
C24 C25 C26 C29 173.8(3) . . . . ?
C22 C21 C26 C25 5.8(5) . . . . ?
P1 C21 C26 C25 -179.7(3) . . . . ?
C22 C21 C26 C29 -168.8(3) . . . . ?
P1 C21 C26 C29 5.7(5) . . . . ?
C14 P1 C31 C36 105.0(3) . . . . ?
C21 P1 C31 C36 -127.6(3) . . . . ?
C1 P1 C31 C36 -10.2(4) . . . . ?
C14 P1 C31 C32 -65.3(3) . . . . ?
C21 P1 C31 C32 62.0(3) . . . . ?
C1 P1 C31 C32 179.5(2) . . . . ?
C36 C31 C32 C33 -3.3(5) . . . . ?
P1 C31 C32 C33 167.6(3) . . . . ?
C36 C31 C32 C37 174.5(3) . . . . ?
P1 C31 C32 C37 -14.7(4) . . . . ?
C31 C32 C33 C34 -0.1(5) . . . . ?
C37 C32 C33 C34 -178.1(3) . . . . ?
C32 C33 C34 C35 2.7(5) . . . . ?
C32 C33 C34 C38 -175.9(3) . . . . ?
C33 C34 C35 C36 -1.9(5) . . . . ?
C38 C34 C35 C36 176.7(3) . . . . ?
C34 C35 C36 C31 -1.5(5) . . . . ?
C34 C35 C36 C39 179.6(4) . . . . ?
C32 C31 C36 C35 4.0(5) . . . . ?
P1 C31 C36 C35 -166.0(3) . . . . ?
C32 C31 C36 C39 -177.1(3) . . . . ?
P1 C31 C36 C39 12.9(5) . . . . ?
C14 C13 B1 C41 -1.2(5) . . . . ?
C14 C13 B1 C51 -132.8(4) . . . . ?
C14 C13 B1 C8 114.2(4) . . . . ?
C9 C8 B1 C13 -7.7(4) . . . . ?
C7 C8 B1 C13 174.8(3) . . . . ?
C9 C8 B1 C41 111.0(3) . . . . ?
C7 C8 B1 C41 -66.5(4) . . . . ?
C9 C8 B1 C51 -124.7(3) . . . . ?
C7 C8 B1 C51 57.7(4) . . . . ?
C13 B1 C41 C46 -109.9(4) . . . . ?
C51 B1 C41 C46 20.7(5) . . . . ?
C8 B1 C41 C46 140.3(3) . . . . ?
C13 B1 C41 C42 68.4(4) . . . . ?
C51 B1 C41 C42 -161.0(3) . . . . ?
C8 B1 C41 C42 -41.4(4) . . . . ?
C46 C41 C42 F42 175.8(3) . . . . ?
B1 C41 C42 F42 -2.7(5) . . . . ?
C46 C41 C42 C43 -1.6(5) . . . . ?
B1 C41 C42 C43 179.9(3) . . . . ?
F42 C42 C43 F43 1.8(4) . . . . ?
C41 C42 C43 F43 179.4(3) . . . . ?
F42 C42 C43 C44 -177.9(3) . . . . ?
C41 C42 C43 C44 -0.4(5) . . . . ?
F43 C43 C44 F44 0.8(5) . . . . ?
C42 C43 C44 F44 -179.5(3) . . . . ?
F43 C43 C44 C45 -178.0(3) . . . . ?
C42 C43 C44 C45 1.7(5) . . . . ?
F44 C44 C45 F45 -0.3(5) . . . . ?
C43 C44 C45 F45 178.5(3) . . . . ?
F44 C44 C45 C46 -179.8(3) . . . . ?
C43 C44 C45 C46 -0.9(5) . . . . ?
C42 C41 C46 F46 -176.0(3) . . . . ?
B1 C41 C46 F46 2.4(5) . . . . ?
C42 C41 C46 C45 2.5(5) . . . . ?
B1 C41 C46 C45 -179.1(3) . . . . ?
F45 C45 C46 F46 -2.2(5) . . . . ?
C44 C45 C46 F46 177.3(3) . . . . ?
F45 C45 C46 C41 179.2(3) . . . . ?
C44 C45 C46 C41 -1.3(6) . . . . ?
C13 B1 C51 C52 178.7(3) . . . . ?
C41 B1 C51 C52 47.7(4) . . . . ?
C8 B1 C51 C52 -72.9(4) . . . . ?
C13 B1 C51 C56 -8.5(4) . . . . ?
C41 B1 C51 C56 -139.5(3) . . . . ?
C8 B1 C51 C56 99.9(4) . . . . ?
C56 C51 C52 F52 177.3(3) . . . . ?
B1 C51 C52 F52 -9.2(5) . . . . ?
C56 C51 C52 C53 -2.2(5) . . . . ?
B1 C51 C52 C53 171.3(3) . . . . ?
F52 C52 C53 F53 1.0(5) . . . . ?
C51 C52 C53 F53 -179.5(3) . . . . ?
F52 C52 C53 C54 -179.2(3) . . . . ?
C51 C52 C53 C54 0.3(5) . . . . ?
F53 C53 C54 F54 2.0(5) . . . . ?
C52 C53 C54 F54 -177.7(3) . . . . ?
F53 C53 C54 C55 -178.7(3) . . . . ?
C52 C53 C54 C55 1.5(5) . . . . ?
F54 C54 C55 F55 -1.4(5) . . . . ?
C53 C54 C55 F55 179.3(3) . . . . ?
F54 C54 C55 C56 178.0(3) . . . . ?
C53 C54 C55 C56 -1.2(5) . . . . ?
F55 C55 C56 F56 -1.1(4) . . . . ?
C54 C55 C56 F56 179.5(3) . . . . ?
F55 C55 C56 C51 178.5(3) . . . . ?
C54 C55 C56 C51 -0.9(5) . . . . ?
C52 C51 C56 F56 -177.9(3) . . . . ?
B1 C51 C56 F56 8.6(5) . . . . ?
C52 C51 C56 C55 2.5(5) . . . . ?
B1 C51 C56 C55 -171.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_erk8533
_database_code_depnum_ccdc_archive 'CCDC 1587995'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H28 B F10 O2 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         796.42

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.1789(11)
_cell_length_b                   14.4682(8)
_cell_length_c                   23.7982(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.115(2)
_cell_angle_gamma                90
_cell_volume                     6878.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9979
_cell_measurement_theta_min      2.3479
_cell_measurement_theta_max      26.3982
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3248

_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison,
Wisconsin, USA.'
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            71730
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             7092
_reflns_number_gt                5772
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.1018
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_number_reflns         7092
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0444P)²+10.4860P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.340
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.60008(10) 0.69345(14) 0.63642(8) 0.0223(4) Uani d . . . 1 . .
C C1 0.77861(9) 0.65893(12) 0.70313(7) 0.0221(4) Uani d . . . 1 . .
O O1 0.64631(6) 0.66393(8) 0.69216(5) 0.0223(3) Uani d . . . 1 . .
P P1 0.70415(2) 0.60403(3) 0.71986(2) 0.02003(11) Uani d . . . 1 . .
C C2 0.84684(9) 0.65176(13) 0.72833(8) 0.0260(4) Uani d . . . 1 . .
H H2 0.8585 0.6146 0.7612 0.031 Uiso calc U . R 1 . .
O O2 0.55276(6) 0.75430(9) 0.66152(5) 0.0273(3) Uani d . . . 1 . .
C C3 0.89592(9) 0.69851(13) 0.70516(8) 0.0281(4) Uani d . . . 1 . .
H H3 0.9408 0.6931 0.7232 0.034 Uiso calc U . R 1 . .
C C4 0.88308(9) 0.75442(13) 0.65564(8) 0.0276(4) Uani d . . . 1 . .
H H4 0.9181 0.7833 0.6393 0.033 Uiso calc U . R 1 . .
C C5 0.74530(10) 0.84361(13) 0.53644(8) 0.0281(4) Uani d . . . 1 . .
H H5 0.7767 0.8745 0.5169 0.034 Uiso calc U . R 1 . .
C C6 0.67588(10) 0.84007(13) 0.51582(8) 0.0288(4) Uani d . . . 1 . .
H H6 0.6605 0.8701 0.4809 0.035 Uiso calc U . R 1 . .
C C7 0.62905(10) 0.79509(12) 0.54379(8) 0.0257(4) Uani d . . . 1 . .
H H7 0.5835 0.7957 0.527 0.031 Uiso calc U . R 1 . .
C C8 0.64646(9) 0.74798(12) 0.59673(7) 0.0218(4) Uani d . . . 1 . .
C C9 0.71406(9) 0.75318(12) 0.61401(7) 0.0221(4) Uani d . . . 1 . .
C C10 0.76693(9) 0.71785(12) 0.65817(7) 0.0222(4) Uani d . . . 1 . .
C C11 0.81745(9) 0.76398(12) 0.63307(7) 0.0233(4) Uani d . . . 1 . .
C C12 0.76314(9) 0.79871(12) 0.58693(8) 0.0235(4) Uani d . . . 1 . .
C C21 0.71102(9) 0.60530(13) 0.79647(7) 0.0228(4) Uani d . . . 1 . .
C C22 0.68101(9) 0.67526(13) 0.82554(8) 0.0253(4) Uani d . . . 1 . .
C C23 0.69080(10) 0.67344(14) 0.88489(8) 0.0286(4) Uani d . . . 1 . .
H H23 0.6692 0.7187 0.9048 0.034 Uiso calc U . R 1 . .
C C24 0.73078(10) 0.60816(14) 0.91569(8) 0.0298(4) Uani d . . . 1 . .
C C25 0.76117(10) 0.54124(14) 0.88620(8) 0.0289(4) Uani d . . . 1 . .
H H25 0.7895 0.4969 0.907 0.035 Uiso calc U . R 1 . .
C C26 0.75148(9) 0.53696(13) 0.82721(8) 0.0254(4) Uani d . . . 1 . .
C C27 0.63926(10) 0.75343(14) 0.79695(8) 0.0297(4) Uani d . . . 1 . .
H H27A 0.6652 0.7869 0.7717 0.045 Uiso calc U . R 1 . .
H H27B 0.6268 0.7958 0.8258 0.045 Uiso calc U . R 1 . .
H H27C 0.5987 0.7282 0.7748 0.045 Uiso calc U . R 1 . .
C C28 0.74323(12) 0.61085(17) 0.97990(8) 0.0394(5) Uani d . . . 1 . .
H H28A 0.7185 0.6626 0.9935 0.059 Uiso calc U . R 1 . .
H H28B 0.7912 0.6189 0.9927 0.059 Uiso calc U . R 1 . .
H H28C 0.728 0.5528 0.9951 0.059 Uiso calc U . R 1 . .
C C29 0.78408(10) 0.45719(14) 0.80060(8) 0.0300(4) Uani d . . . 1 . .
H H29A 0.8196 0.431 0.8284 0.045 Uiso calc U . R 1 . .
H H29B 0.8033 0.4793 0.7675 0.045 Uiso calc U . R 1 . .
H H29C 0.7505 0.4096 0.7887 0.045 Uiso calc U . R 1 . .
C C31 0.68952(9) 0.48812(12) 0.69224(7) 0.0220(4) Uani d . . . 1 . .
C C32 0.63207(9) 0.44403(13) 0.70750(7) 0.0248(4) Uani d . . . 1 . .
C C33 0.61135(9) 0.36060(13) 0.68179(8) 0.0273(4) Uani d . . . 1 . .
H H33 0.5727 0.3312 0.6921 0.033 Uiso calc U . R 1 . .
C C34 0.64496(10) 0.31892(13) 0.64180(8) 0.0283(4) Uani d . . . 1 . .
C C35 0.70249(9) 0.36198(13) 0.62880(8) 0.0269(4) Uani d . . . 1 . .
H H35 0.7268 0.333 0.6023 0.032 Uiso calc U . R 1 . .
C C36 0.72611(9) 0.44535(13) 0.65266(7) 0.0239(4) Uani d . . . 1 . .
C C37 0.59146(10) 0.48178(15) 0.75089(9) 0.0322(4) Uani d . . . 1 . .
H H37A 0.5515 0.4435 0.7515 0.048 Uiso calc U . R 1 . .
H H37B 0.5779 0.5454 0.7409 0.048 Uiso calc U . R 1 . .
H H37C 0.6185 0.481 0.7885 0.048 Uiso calc U . R 1 . .
C C38 0.61921(11) 0.23092(14) 0.61253(10) 0.0383(5) Uani d . . . 1 . .
H H38A 0.6485 0.1794 0.6266 0.057 Uiso calc U . R 1 . .
H H38B 0.6187 0.2374 0.5715 0.057 Uiso calc U . R 1 . .
H H38C 0.5737 0.2187 0.6205 0.057 Uiso calc U . R 1 . .
C C39 0.78914(9) 0.48388(14) 0.63388(8) 0.0291(4) Uani d . . . 1 . .
H H39A 0.8061 0.4403 0.6077 0.044 Uiso calc U . R 1 . .
H H39B 0.8231 0.4931 0.6671 0.044 Uiso calc U . R 1 . .
H H39C 0.7791 0.5432 0.6146 0.044 Uiso calc U . R 1 . .
C C41 0.52683(9) 0.83348(13) 0.64011(8) 0.0260(4) Uani d . . . 1 . .
C C42 0.53496(9) 0.91416(14) 0.67238(8) 0.0281(4) Uani d . . . 1 . .
F F42 0.56932(5) 0.91103(8) 0.72502(5) 0.0322(3) Uani d . . . 1 . .
C C43 0.50944(10) 0.99802(14) 0.65206(9) 0.0359(5) Uani d . . . 1 . .
F F43 0.52116(7) 1.07421(9) 0.68425(6) 0.0500(4) Uani d . . . 1 . .
C C44 0.47330(11) 1.00436(15) 0.59872(10) 0.0428(6) Uani d . . . 1 . .
F F44 0.44969(8) 1.08653(10) 0.57846(7) 0.0644(5) Uani d . . . 1 . .
C C45 0.46149(11) 0.92542(16) 0.56659(10) 0.0402(5) Uani d . . . 1 . .
F F45 0.42554(7) 0.93010(10) 0.51458(6) 0.0576(4) Uani d . . . 1 . .
C C46 0.48696(10) 0.84149(14) 0.58727(9) 0.0321(4) Uani d . . . 1 . .
F F46 0.47395(6) 0.76569(8) 0.55485(5) 0.0401(3) Uani d . . . 1 . .
C C51 0.56264(9) 0.59995(12) 0.60893(7) 0.0212(4) Uani d . . . 1 . .
C C52 0.59129(9) 0.54225(12) 0.57229(7) 0.0220(4) Uani d . . . 1 . .
F F52 0.65172(5) 0.56342(7) 0.55724(4) 0.0272(2) Uani d . . . 1 . .
C C53 0.56275(9) 0.46113(12) 0.55004(7) 0.0236(4) Uani d . . . 1 . .
F F53 0.59354(6) 0.40832(7) 0.51488(4) 0.0311(3) Uani d . . . 1 . .
C C54 0.50128(9) 0.43445(12) 0.56324(7) 0.0255(4) Uani d . . . 1 . .
F F54 0.47220(6) 0.35587(8) 0.54205(5) 0.0340(3) Uani d . . . 1 . .
C C55 0.46968(9) 0.48963(13) 0.59825(8) 0.0253(4) Uani d . . . 1 . .
F F55 0.40888(5) 0.46502(8) 0.61014(5) 0.0349(3) Uani d . . . 1 . .
C C56 0.50064(9) 0.56944(13) 0.62077(7) 0.0237(4) Uani d . . . 1 . .
F F56 0.46683(5) 0.61724(8) 0.65617(5) 0.0328(3) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O2 . 1.485(2) ?
B1 O1 . 1.569(2) ?
B1 C8 . 1.625(3) ?
B1 C51 . 1.640(3) ?
C1 C10 . 1.362(2) ?
C1 C2 . 1.426(2) ?
C1 P1 . 1.7934(18) ?
O1 P1 . 1.5267(12) ?
P1 C21 . 1.8088(17) ?
P1 C31 . 1.8102(19) ?
C2 C3 . 1.377(3) ?
C2 H2 . 0.95 ?
O2 C41 . 1.331(2) ?
C3 C4 . 1.423(3) ?
C3 H3 . 0.95 ?
C4 C11 . 1.364(3) ?
C4 H4 . 0.95 ?
C5 C12 . 1.369(3) ?
C5 C6 . 1.418(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.392(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.432(2) ?
C7 H7 . 0.95 ?
C8 C9 . 1.370(3) ?
C9 C12 . 1.418(3) ?
C9 C10 . 1.479(2) ?
C10 C11 . 1.419(2) ?
C11 C12 . 1.523(2) ?
C21 C22 . 1.410(3) ?
C21 C26 . 1.418(3) ?
C22 C23 . 1.399(3) ?
C22 C27 . 1.513(3) ?
C23 C24 . 1.383(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.388(3) ?
C24 C28 . 1.514(3) ?
C25 C26 . 1.391(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.511(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.415(3) ?
C31 C36 . 1.418(3) ?
C32 C33 . 1.391(3) ?
C32 C37 . 1.508(3) ?
C33 C34 . 1.382(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.390(3) ?
C34 C38 . 1.508(3) ?
C35 C36 . 1.388(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.513(3) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C41 C42 . 1.394(3) ?
C41 C46 . 1.399(3) ?
C42 F42 . 1.344(2) ?
C42 C43 . 1.379(3) ?
C43 F43 . 1.344(2) ?
C43 C44 . 1.375(3) ?
C44 F44 . 1.345(2) ?
C44 C45 . 1.376(3) ?
C45 F45 . 1.345(2) ?
C45 C46 . 1.382(3) ?
C46 F46 . 1.345(2) ?
C51 C52 . 1.391(2) ?
C51 C56 . 1.393(3) ?
C52 F52 . 1.354(2) ?
C52 C53 . 1.380(3) ?
C53 F53 . 1.348(2) ?
C53 C54 . 1.377(3) ?
C54 F54 . 1.345(2) ?
C54 C55 . 1.374(3) ?
C55 F55 . 1.345(2) ?
C55 C56 . 1.384(3) ?
C56 F56 . 1.348(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 B1 O1 . . 99.24(13) ?
O2 B1 C8 . . 113.69(15) ?
O1 B1 C8 . . 107.52(14) ?
O2 B1 C51 . . 111.31(15) ?
O1 B1 C51 . . 107.35(14) ?
C8 B1 C51 . . 116.05(15) ?
C10 C1 C2 . . 115.20(16) ?
C10 C1 P1 . . 113.21(13) ?
C2 C1 P1 . . 131.60(14) ?
P1 O1 B1 . . 147.82(11) ?
O1 P1 C1 . . 105.43(8) ?
O1 P1 C21 . . 111.99(8) ?
C1 P1 C21 . . 105.78(8) ?
O1 P1 C31 . . 107.07(7) ?
C1 P1 C31 . . 115.37(8) ?
C21 P1 C31 . . 111.15(8) ?
C3 C2 C1 . . 120.14(17) ?
C3 C2 H2 . . 119.9 ?
C1 C2 H2 . . 119.9 ?
C41 O2 B1 . . 126.64(15) ?
C2 C3 C4 . . 123.63(17) ?
C2 C3 H3 . . 118.2 ?
C4 C3 H3 . . 118.2 ?
C11 C4 C3 . . 115.91(17) ?
C11 C4 H4 . . 122.0 ?
C3 C4 H4 . . 122.0 ?
C12 C5 C6 . . 114.28(17) ?
C12 C5 H5 . . 122.9 ?
C6 C5 H5 . . 122.9 ?
C7 C6 C5 . . 123.75(17) ?
C7 C6 H6 . . 118.1 ?
C5 C6 H6 . . 118.1 ?
C6 C7 C8 . . 123.00(17) ?
C6 C7 H7 . . 118.5 ?
C8 C7 H7 . . 118.5 ?
C9 C8 C7 . . 110.37(16) ?
C9 C8 B1 . . 118.88(15) ?
C7 C8 B1 . . 130.75(16) ?
C8 C9 C12 . . 128.23(16) ?
C8 C9 C10 . . 141.45(17) ?
C12 C9 C10 . . 90.20(14) ?
C1 C10 C11 . . 124.75(17) ?
C1 C10 C9 . . 143.31(17) ?
C11 C10 C9 . . 91.57(14) ?
C4 C11 C10 . . 120.12(17) ?
C4 C11 C12 . . 151.30(17) ?
C10 C11 C12 . . 88.40(14) ?
C5 C12 C9 . . 120.37(17) ?
C5 C12 C11 . . 149.65(18) ?
C9 C12 C11 . . 89.81(14) ?
C22 C21 C26 . . 120.21(16) ?
C22 C21 P1 . . 121.65(14) ?
C26 C21 P1 . . 118.01(14) ?
C23 C22 C21 . . 118.22(17) ?
C23 C22 C27 . . 117.29(17) ?
C21 C22 C27 . . 124.49(16) ?
C24 C23 C22 . . 122.46(18) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C23 C24 C25 . . 118.32(17) ?
C23 C24 C28 . . 121.24(19) ?
C25 C24 C28 . . 120.41(19) ?
C24 C25 C26 . . 122.14(18) ?
C24 C25 H25 . . 118.9 ?
C26 C25 H25 . . 118.9 ?
C25 C26 C21 . . 118.58(18) ?
C25 C26 C29 . . 116.71(17) ?
C21 C26 C29 . . 124.70(16) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 119.74(17) ?
C32 C31 P1 . . 114.95(13) ?
C36 C31 P1 . . 124.89(14) ?
C33 C32 C31 . . 118.99(17) ?
C33 C32 C37 . . 117.19(17) ?
C31 C32 C37 . . 123.82(17) ?
C34 C33 C32 . . 122.36(18) ?
C34 C33 H33 . . 118.8 ?
C32 C33 H33 . . 118.8 ?
C33 C34 C35 . . 117.63(18) ?
C33 C34 C38 . . 121.04(18) ?
C35 C34 C38 . . 121.31(18) ?
C36 C35 C34 . . 123.20(18) ?
C36 C35 H35 . . 118.4 ?
C34 C35 H35 . . 118.4 ?
C35 C36 C31 . . 118.02(17) ?
C35 C36 C39 . . 116.98(16) ?
C31 C36 C39 . . 124.99(17) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
O2 C41 C42 . . 120.03(17) ?
O2 C41 C46 . . 124.12(17) ?
C42 C41 C46 . . 115.71(17) ?
F42 C42 C43 . . 118.33(17) ?
F42 C42 C41 . . 119.36(17) ?
C43 C42 C41 . . 122.31(18) ?
F43 C43 C44 . . 119.94(19) ?
F43 C43 C42 . . 119.66(18) ?
C44 C43 C42 . . 120.38(18) ?
F44 C44 C43 . . 120.34(19) ?
F44 C44 C45 . . 120.64(19) ?
C43 C44 C45 . . 119.03(19) ?
F45 C45 C44 . . 119.87(19) ?
F45 C45 C46 . . 119.81(19) ?
C44 C45 C46 . . 120.32(19) ?
F46 C46 C45 . . 118.65(17) ?
F46 C46 C41 . . 119.27(17) ?
C45 C46 C41 . . 122.07(18) ?
C52 C51 C56 . . 113.68(16) ?
C52 C51 B1 . . 122.45(16) ?
C56 C51 B1 . . 123.86(16) ?
F52 C52 C53 . . 115.71(15) ?
F52 C52 C51 . . 119.99(16) ?
C53 C52 C51 . . 124.29(17) ?
F53 C53 C54 . . 119.45(16) ?
F53 C53 C52 . . 121.09(16) ?
C54 C53 C52 . . 119.45(16) ?
F54 C54 C55 . . 120.23(17) ?
F54 C54 C53 . . 120.73(17) ?
C55 C54 C53 . . 119.05(17) ?
F55 C55 C54 . . 119.26(17) ?
F55 C55 C56 . . 120.96(17) ?
C54 C55 C56 . . 119.78(17) ?
F56 C56 C55 . . 115.44(16) ?
F56 C56 C51 . . 120.83(16) ?
C55 C56 C51 . . 123.73(17) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 B1 O1 P1 . . . . 174.15(16) ?
C8 B1 O1 P1 . . . . -67.3(3) ?
C51 B1 O1 P1 . . . . 58.3(3) ?
B1 O1 P1 C1 . . . . 76.8(2) ?
B1 O1 P1 C21 . . . . -168.6(2) ?
B1 O1 P1 C31 . . . . -46.5(2) ?
C10 C1 P1 O1 . . . . -19.29(15) ?
C2 C1 P1 O1 . . . . 160.68(17) ?
C10 C1 P1 C21 . . . . -138.09(14) ?
C2 C1 P1 C21 . . . . 41.9(2) ?
C10 C1 P1 C31 . . . . 98.61(15) ?
C2 C1 P1 C31 . . . . -81.41(19) ?
C10 C1 C2 C3 . . . . -3.5(3) ?
P1 C1 C2 C3 . . . . 176.52(15) ?
O1 B1 O2 C41 . . . . 141.16(16) ?
C8 B1 O2 C41 . . . . 27.3(2) ?
C51 B1 O2 C41 . . . . -106.03(19) ?
C1 C2 C3 C4 . . . . -1.0(3) ?
C2 C3 C4 C11 . . . . 3.4(3) ?
C12 C5 C6 C7 . . . . -0.1(3) ?
C5 C6 C7 C8 . . . . 0.3(3) ?
C6 C7 C8 C9 . . . . -0.9(2) ?
C6 C7 C8 B1 . . . . 178.80(18) ?
O2 B1 C8 C9 . . . . 113.69(18) ?
O1 B1 C8 C9 . . . . 4.9(2) ?
C51 B1 C8 C9 . . . . -115.28(18) ?
O2 B1 C8 C7 . . . . -66.0(2) ?
O1 B1 C8 C7 . . . . -174.79(16) ?
C51 B1 C8 C7 . . . . 65.0(2) ?
C7 C8 C9 C12 . . . . 1.4(3) ?
B1 C8 C9 C12 . . . . -178.37(17) ?
C7 C8 C9 C10 . . . . -173.3(2) ?
B1 C8 C9 C10 . . . . 7.0(3) ?
C2 C1 C10 C11 . . . . 5.7(3) ?
P1 C1 C10 C11 . . . . -174.32(14) ?
C2 C1 C10 C9 . . . . 176.3(2) ?
P1 C1 C10 C9 . . . . -3.7(3) ?
C8 C9 C10 C1 . . . . 4.7(5) ?
C12 C9 C10 C1 . . . . -171.1(3) ?
C8 C9 C10 C11 . . . . 177.0(2) ?
C12 C9 C10 C11 . . . . 1.17(14) ?
C3 C4 C11 C10 . . . . -1.4(3) ?
C3 C4 C11 C12 . . . . -174.4(3) ?
C1 C10 C11 C4 . . . . -3.3(3) ?
C9 C10 C11 C4 . . . . -177.74(17) ?
C1 C10 C11 C12 . . . . 173.33(18) ?
C9 C10 C11 C12 . . . . -1.09(13) ?
C6 C5 C12 C9 . . . . 0.4(3) ?
C6 C5 C12 C11 . . . . 173.6(3) ?
C8 C9 C12 C5 . . . . -1.2(3) ?
C10 C9 C12 C5 . . . . 175.44(17) ?
C8 C9 C12 C11 . . . . -177.77(19) ?
C10 C9 C12 C11 . . . . -1.09(13) ?
C4 C11 C12 C5 . . . . 1.0(6) ?
C10 C11 C12 C5 . . . . -172.9(3) ?
C4 C11 C12 C9 . . . . 175.1(3) ?
C10 C11 C12 C9 . . . . 1.14(14) ?
O1 P1 C21 C22 . . . . -18.77(17) ?
C1 P1 C21 C22 . . . . 95.58(16) ?
C31 P1 C21 C22 . . . . -138.50(15) ?
O1 P1 C21 C26 . . . . 165.38(13) ?
C1 P1 C21 C26 . . . . -80.26(15) ?
C31 P1 C21 C26 . . . . 45.66(16) ?
C26 C21 C22 C23 . . . . -1.8(3) ?
P1 C21 C22 C23 . . . . -177.53(14) ?
C26 C21 C22 C27 . . . . 177.51(17) ?
P1 C21 C22 C27 . . . . 1.8(3) ?
C21 C22 C23 C24 . . . . 2.7(3) ?
C27 C22 C23 C24 . . . . -176.64(17) ?
C22 C23 C24 C25 . . . . -1.2(3) ?
C22 C23 C24 C28 . . . . 176.87(18) ?
C23 C24 C25 C26 . . . . -1.4(3) ?
C28 C24 C25 C26 . . . . -179.41(18) ?
C24 C25 C26 C21 . . . . 2.2(3) ?
C24 C25 C26 C29 . . . . -176.32(18) ?
C22 C21 C26 C25 . . . . -0.6(3) ?
P1 C21 C26 C25 . . . . 175.33(14) ?
C22 C21 C26 C29 . . . . 177.82(17) ?
P1 C21 C26 C29 . . . . -6.3(2) ?
O1 P1 C31 C32 . . . . -65.36(14) ?
C1 P1 C31 C32 . . . . 177.65(12) ?
C21 P1 C31 C32 . . . . 57.25(15) ?
O1 P1 C31 C36 . . . . 107.13(15) ?
C1 P1 C31 C36 . . . . -9.86(18) ?
C21 P1 C31 C36 . . . . -130.26(15) ?
C36 C31 C32 C33 . . . . -2.1(2) ?
P1 C31 C32 C33 . . . . 170.82(13) ?
C36 C31 C32 C37 . . . . 177.40(17) ?
P1 C31 C32 C37 . . . . -9.7(2) ?
C31 C32 C33 C34 . . . . 0.1(3) ?
C37 C32 C33 C34 . . . . -179.42(17) ?
C32 C33 C34 C35 . . . . 1.9(3) ?
C32 C33 C34 C38 . . . . -176.87(17) ?
C33 C34 C35 C36 . . . . -2.0(3) ?
C38 C34 C35 C36 . . . . 176.75(17) ?
C34 C35 C36 C31 . . . . 0.1(3) ?
C34 C35 C36 C39 . . . . -179.53(17) ?
C32 C31 C36 C35 . . . . 2.0(2) ?
P1 C31 C36 C35 . . . . -170.18(13) ?
C32 C31 C36 C39 . . . . -178.42(16) ?
P1 C31 C36 C39 . . . . 9.4(3) ?
B1 O2 C41 C42 . . . . -123.9(2) ?
B1 O2 C41 C46 . . . . 60.6(3) ?
O2 C41 C42 F42 . . . . 0.2(3) ?
C46 C41 C42 F42 . . . . 176.14(17) ?
O2 C41 C42 C43 . . . . 179.61(18) ?
C46 C41 C42 C43 . . . . -4.5(3) ?
F42 C42 C43 F43 . . . . 2.1(3) ?
C41 C42 C43 F43 . . . . -177.34(19) ?
F42 C42 C43 C44 . . . . -179.2(2) ?
C41 C42 C43 C44 . . . . 1.4(3) ?
F43 C43 C44 F44 . . . . 0.2(4) ?
C42 C43 C44 F44 . . . . -178.5(2) ?
F43 C43 C44 C45 . . . . -179.6(2) ?
C42 C43 C44 C45 . . . . 1.7(4) ?
F44 C44 C45 F45 . . . . -0.5(4) ?
C43 C44 C45 F45 . . . . 179.2(2) ?
F44 C44 C45 C46 . . . . 178.8(2) ?
C43 C44 C45 C46 . . . . -1.5(4) ?
F45 C45 C46 F46 . . . . -1.2(3) ?
C44 C45 C46 F46 . . . . 179.5(2) ?
F45 C45 C46 C41 . . . . 177.4(2) ?
C44 C45 C46 C41 . . . . -1.9(4) ?
O2 C41 C46 F46 . . . . -0.9(3) ?
C42 C41 C46 F46 . . . . -176.68(17) ?
O2 C41 C46 C45 . . . . -179.54(19) ?
C42 C41 C46 C45 . . . . 4.7(3) ?
O2 B1 C51 C52 . . . . 165.48(15) ?
O1 B1 C51 C52 . . . . -86.91(19) ?
C8 B1 C51 C52 . . . . 33.3(2) ?
O2 B1 C51 C56 . . . . -16.1(2) ?
O1 B1 C51 C56 . . . . 91.47(19) ?
C8 B1 C51 C56 . . . . -148.27(17) ?
C56 C51 C52 F52 . . . . -179.82(15) ?
B1 C51 C52 F52 . . . . -1.3(2) ?
C56 C51 C52 C53 . . . . -1.2(2) ?
B1 C51 C52 C53 . . . . 177.30(16) ?
F52 C52 C53 F53 . . . . -1.1(2) ?
C51 C52 C53 F53 . . . . -179.74(15) ?
F52 C52 C53 C54 . . . . 179.99(15) ?
C51 C52 C53 C54 . . . . 1.3(3) ?
F53 C53 C54 F54 . . . . 0.9(2) ?
C52 C53 C54 F54 . . . . 179.82(15) ?
F53 C53 C54 C55 . . . . -178.75(15) ?
C52 C53 C54 C55 . . . . 0.2(3) ?
F54 C54 C55 F55 . . . . -1.3(3) ?
C53 C54 C55 F55 . . . . 178.37(15) ?
F54 C54 C55 C56 . . . . 178.70(15) ?
C53 C54 C55 C56 . . . . -1.7(3) ?
F55 C55 C56 F56 . . . . 2.2(2) ?
C54 C55 C56 F56 . . . . -177.75(16) ?
F55 C55 C56 C51 . . . . -178.24(16) ?
C54 C55 C56 C51 . . . . 1.8(3) ?
C52 C51 C56 F56 . . . . 179.17(15) ?
B1 C51 C56 F56 . . . . 0.7(3) ?
C52 C51 C56 C55 . . . . -0.3(3) ?
B1 C51 C56 C55 . . . . -178.85(16) ?

####################################################################### 
# 
# 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_erk8941
_database_code_depnum_ccdc_archive 'CCDC 1587990'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H42 B F10 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         922.65

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   41.3837(18)
_cell_length_b                   8.8110(4)
_cell_length_c                   24.2497(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.346(2)
_cell_angle_gamma                90
_cell_volume                     8788.0(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8017
_cell_measurement_theta_min      3.6679
_cell_measurement_theta_max      66.5387
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3808

_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            81755
_diffrn_reflns_av_R_equivalents  0.1110
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_theta_min         3.67
_diffrn_reflns_theta_max         66.71
_diffrn_reflns_theta_full        66.71
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28

_refine_special_details          
;

Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             7781
_reflns_number_gt                5926
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1084
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_number_reflns         7781
_refine_ls_number_parameters     620
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0530P)²+4.1854P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.381
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.36191(6) 0.2077(3) 0.80842(9) 0.0179(5) Uani d . . . 1 . .
P P1 0.34490(2) 0.04491(6) 0.64775(2) 0.01641(13) Uani d . . . 1 . .
C C1 0.31069(5) 0.1760(2) 0.64265(8) 0.0179(4) Uani d . . . 1 . .
C C2 0.28955(5) 0.1870(2) 0.59196(8) 0.0199(4) Uani d . . . 1 . .
H H2 0.2939 0.1261 0.5613 0.024 Uiso calc U . R 1 . .
C C3 0.26310(5) 0.2829(3) 0.58614(8) 0.0211(5) Uani d . . . 1 . .
H H3 0.2496 0.2853 0.5518 0.025 Uiso calc U . R 1 . .
C C4 0.25557(5) 0.3781(3) 0.62997(8) 0.0208(5) Uani d . . . 1 . .
H H4 0.2376 0.4459 0.626 0.025 Uiso calc U . R 1 . .
C C5 0.27399(5) 0.5226(2) 0.77546(9) 0.0193(4) Uani d . . . 1 . .
H H5 0.2559 0.5888 0.7687 0.023 Uiso calc U . R 1 . .
C C6 0.29410(5) 0.5198(2) 0.82667(8) 0.0192(4) Uani d . . . 1 . .
H H6 0.2894 0.5863 0.8556 0.023 Uiso calc U . R 1 . .
C C7 0.32038(5) 0.4226(2) 0.83552(8) 0.0184(4) Uani d . . . 1 . .
H H7 0.3331 0.4271 0.8706 0.022 Uiso calc U . R 1 . .
C C8 0.32979(5) 0.3160(2) 0.79587(8) 0.0175(4) Uani d . . . 1 . .
C C9 0.30973(5) 0.3235(2) 0.74590(8) 0.0167(4) Uani d . . . 1 . .
C C10 0.30270(5) 0.2659(2) 0.68592(8) 0.0170(4) Uani d . . . 1 . .
C C11 0.27557(5) 0.3665(2) 0.67805(8) 0.0177(4) Uani d . . . 1 . .
C C12 0.28264(5) 0.4229(2) 0.73660(8) 0.0177(4) Uani d . . . 1 . .
C C13 0.35018(5) 0.0103(2) 0.72244(8) 0.0175(4) Uani d . . . 1 . .
C C14 0.36425(5) 0.1321(2) 0.74808(8) 0.0166(4) Uani d . . . 1 . .
H H14 0.3785 0.1848 0.7265 0.02 Uiso calc U . R 1 . .
C C35 0.44089(5) 0.1048(3) 0.63487(9) 0.0227(5) Uani d . . . 1 . .
H H35 0.4601 0.0472 0.6448 0.027 Uiso calc U . R 1 . .
C C15 0.33427(5) -0.1184(2) 0.74842(8) 0.0183(4) Uani d . . . 1 . .
C C16 0.30946(5) -0.0941(3) 0.77808(8) 0.0204(5) Uani d . . . 1 . .
H H16A 0.3018 0.0063 0.7827 0.024 Uiso calc U . R 1 . .
H H16B 0.2994 -0.1771 0.7945 0.024 Uiso calc U . R 1 . .
C C17 0.34787(6) -0.2739(3) 0.74031(9) 0.0245(5) Uani d . . . 1 . .
H H17A 0.3357 -0.349 0.7594 0.037 Uiso calc U . R 1 . .
H H17B 0.3708 -0.2765 0.7556 0.037 Uiso calc U . R 1 . .
H H17C 0.346 -0.2976 0.7006 0.037 Uiso calc U . R 1 . .
C C21 0.33179(5) -0.1081(2) 0.59809(8) 0.0178(4) Uani d . . . 1 . .
C C22 0.34852(5) -0.1462(2) 0.55141(8) 0.0194(4) Uani d . . . 1 . .
C C23 0.33514(5) -0.2562(2) 0.51460(8) 0.0208(5) Uani d . . . 1 . .
H H23 0.3466 -0.283 0.4842 0.025 Uiso calc U . R 1 . .
C C24 0.30582(5) -0.3294(2) 0.51984(8) 0.0212(5) Uani d . . . 1 . .
C C25 0.28961(5) -0.2888(3) 0.56450(8) 0.0214(5) Uani d . . . 1 . .
H H25 0.2694 -0.3363 0.5688 0.026 Uiso calc U . R 1 . .
C C26 0.30173(5) -0.1809(2) 0.60362(8) 0.0192(4) Uani d . . . 1 . .
C C27 0.37983(5) -0.0782(3) 0.53585(9) 0.0243(5) Uani d . . . 1 . .
H H27A 0.398 -0.1113 0.5625 0.036 Uiso calc U . R 1 . .
H H27B 0.3783 0.0328 0.5364 0.036 Uiso calc U . R 1 . .
H H27C 0.3835 -0.112 0.4985 0.036 Uiso calc U . R 1 . .
C C28 0.29202(6) -0.4453(3) 0.47827(9) 0.0276(5) Uani d . . . 1 . .
H H28A 0.3056 -0.5367 0.4815 0.041 Uiso calc U . R 1 . .
H H28B 0.2916 -0.4035 0.4408 0.041 Uiso calc U . R 1 . .
H H28C 0.2699 -0.4714 0.4855 0.041 Uiso calc U . R 1 . .
C C29 0.27990(5) -0.1538(3) 0.64864(9) 0.0237(5) Uani d . . . 1 . .
H H29A 0.2575 -0.1392 0.6318 0.036 Uiso calc U . R 1 . .
H H29B 0.2872 -0.063 0.6698 0.036 Uiso calc U . R 1 . .
H H29C 0.2809 -0.2417 0.6735 0.036 Uiso calc U . R 1 . .
C C31 0.38263(5) 0.1337(2) 0.63227(8) 0.0183(4) Uani d . . . 1 . .
F F52 0.38829(3) 0.43472(14) 0.73403(5) 0.0234(3) Uani d . . . 1 . .
C C32 0.38479(5) 0.2782(3) 0.60806(8) 0.0216(5) Uani d . . . 1 . .
F F53 0.43832(3) 0.61647(15) 0.75695(5) 0.0301(3) Uani d . . . 1 . .
C C33 0.41540(6) 0.3282(3) 0.59666(9) 0.0256(5) Uani d . . . 1 . .
H H33 0.417 0.4247 0.5797 0.031 Uiso calc U . R 1 . .
F F54 0.47241(3) 0.62055(16) 0.85963(6) 0.0329(3) Uani d . . . 1 . .
C C34 0.44350(5) 0.2438(3) 0.60897(9) 0.0263(5) Uani d . . . 1 . .
F F55 0.45289(3) 0.43851(16) 0.94074(5) 0.0340(3) Uani d . . . 1 . .
F F56 0.40248(3) 0.25620(15) 0.92052(5) 0.0287(3) Uani d . . . 1 . .
C C36 0.41126(5) 0.0469(2) 0.64681(8) 0.0186(4) Uani d . . . 1 . .
C C37 0.35680(6) 0.3863(3) 0.59311(10) 0.0285(5) Uani d . . . 1 . .
H H37A 0.3646 0.476 0.5747 0.043 Uiso calc U . R 1 . .
H H37B 0.3476 0.4174 0.6269 0.043 Uiso calc U . R 1 . .
H H37C 0.34 0.3356 0.568 0.043 Uiso calc U . R 1 . .
C C38 0.47580(6) 0.2998(3) 0.59374(11) 0.0362(6) Uani d . . . 1 . .
H H38A 0.4774 0.2791 0.5544 0.054 Uiso calc U . R 1 . .
H H38B 0.4934 0.2474 0.6164 0.054 Uiso calc U . R 1 . .
H H38C 0.4776 0.4093 0.6005 0.054 Uiso calc U . R 1 . .
C C39 0.41136(5) -0.1089(3) 0.67285(9) 0.0219(5) Uani d . . . 1 . .
H H39A 0.4311 -0.1634 0.6656 0.033 Uiso calc U . R 1 . .
H H39B 0.3922 -0.1657 0.6569 0.033 Uiso calc U . R 1 . .
H H39C 0.4108 -0.0988 0.713 0.033 Uiso calc U . R 1 . .
C C41 0.35991(5) 0.0762(2) 0.85638(8) 0.0173(4) Uani d . . . 1 . .
C C42 0.38488(5) -0.0298(3) 0.86375(8) 0.0202(5) Uani d . . . 1 . .
F F42 0.41087(3) -0.01500(15) 0.83488(5) 0.0277(3) Uani d . . . 1 . .
C C43 0.38531(6) -0.1536(3) 0.89845(9) 0.0238(5) Uani d . . . 1 . .
F F43 0.41044(3) -0.25139(16) 0.90333(6) 0.0364(3) Uani d . . . 1 . .
C C44 0.35962(6) -0.1775(3) 0.92885(9) 0.0252(5) Uani d . . . 1 . .
F F44 0.35936(4) -0.29707(16) 0.96337(6) 0.0353(3) Uani d . . . 1 . .
C C45 0.33443(5) -0.0739(3) 0.92440(8) 0.0208(5) Uani d . . . 1 . .
F F45 0.30939(3) -0.09434(15) 0.95532(5) 0.0284(3) Uani d . . . 1 . .
C C46 0.33514(5) 0.0481(2) 0.88909(8) 0.0177(4) Uani d . . . 1 . .
F F46 0.30847(3) 0.13986(14) 0.88620(5) 0.0223(3) Uani d . . . 1 . .
C C51 0.39321(5) 0.3243(2) 0.82482(8) 0.0174(4) Uani d . . . 1 . .
C C52 0.40389(5) 0.4249(2) 0.78617(8) 0.0193(5) Uani d . . . 1 . .
C C53 0.42981(5) 0.5233(2) 0.79673(9) 0.0215(5) Uani d . . . 1 . .
C C54 0.44713(5) 0.5256(3) 0.84850(9) 0.0241(5) Uani d . . . 1 . .
C C55 0.43724(5) 0.4331(3) 0.88920(9) 0.0244(5) Uani d . . . 1 . .
C C56 0.41099(5) 0.3379(2) 0.87664(8) 0.0207(5) Uani d . . . 1 . .
C C61 0.53166(7) 0.9607(4) 1.01834(12) 0.0465(7) Uani d . . . 1 . .
H H61 0.5534 0.9336 1.031 0.056 Uiso calc U . R 1 . .
C C63 0.48351(7) 0.9258(4) 0.95507(12) 0.0477(7) Uani d . . . 1 . .
H H63 0.4722 0.8748 0.9243 0.057 Uiso calc U . R 1 . .
C C62 0.51542(7) 0.8863(3) 0.97346(12) 0.0437(7) Uani d . . D 1 . .
C C64 0.53027(17) 0.7608(7) 0.9470(3) 0.0385(13) Uani d . P . 0.5 . .
H H64A 0.5283 0.7775 0.9068 0.058 Uiso calc U P R 0.5 . .
H H64B 0.5192 0.6661 0.955 0.058 Uiso calc U P R 0.5 . .
H H64C 0.5533 0.754 0.9614 0.058 Uiso calc U P R 0.5 . .
H H62 0.525(2) 0.811(7) 0.952(3) 0.046 Uiso d U P D 0.5 . .
C C71 0.5 0.1866(4) 0.75 0.0295(7) Uani d T P S 1 . .
C C72 0.47811(6) 0.1058(3) 0.77817(9) 0.0270(5) Uani d . . . 1 . .
H H72 0.4629 0.1591 0.7974 0.032 Uiso calc U . R 1 . .
C C73 0.47820(5) -0.0506(3) 0.77854(9) 0.0277(5) Uani d . . . 1 . .
H H73 0.4633 -0.1041 0.7984 0.033 Uiso calc U . R 1 . .
C C74 0.5 -0.1302(4) 0.75 0.0300(8) Uani d T P S 1 . .
H H74 0.5 -0.238 0.75 0.036 Uiso calc U P R 1 . .
C C75 0.5 0.3569(5) 0.75 0.0586(15) Uani d T P S 1 . .
H H75A 0.4935(9) 0.395(4) 0.7804(15) 0.068(11) Uiso d . . . 1 . .
H H75B 0.4750(15) 0.395(7) 0.725(2) 0.046(17) Uiso d . P . 0.5 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C14 . 1.620(3) ?
B1 C8 . 1.637(3) ?
B1 C41 . 1.650(3) ?
B1 C51 . 1.667(3) ?
P1 C1 . 1.821(2) ?
P1 C31 . 1.822(2) ?
P1 C13 . 1.826(2) ?
P1 C21 . 1.849(2) ?
C1 C10 . 1.384(3) ?
C1 C2 . 1.431(3) ?
C2 C3 . 1.378(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.415(3) ?
C3 H3 . 0.95 ?
C4 C11 . 1.357(3) ?
C4 H4 . 0.95 ?
C5 C12 . 1.364(3) ?
C5 C6 . 1.417(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.382(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.429(3) ?
C7 H7 . 0.95 ?
C8 C9 . 1.393(3) ?
C9 C12 . 1.421(3) ?
C9 C10 . 1.538(3) ?
C10 C11 . 1.426(3) ?
C11 C12 . 1.502(3) ?
C13 C14 . 1.341(3) ?
C13 C15 . 1.486(3) ?
C14 H14 . 0.95 ?
C35 C34 . 1.386(3) ?
C35 C36 . 1.388(3) ?
C35 H35 . 0.95 ?
C15 C16 . 1.334(3) ?
C15 C17 . 1.502(3) ?
C16 H16A . 0.95 ?
C16 H16B . 0.95 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C21 C26 . 1.419(3) ?
C21 C22 . 1.430(3) ?
C22 C23 . 1.391(3) ?
C22 C27 . 1.513(3) ?
C23 C24 . 1.392(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.382(3) ?
C24 C28 . 1.503(3) ?
C25 C26 . 1.397(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.511(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.408(3) ?
C31 C36 . 1.422(3) ?
F52 C52 . 1.357(2) ?
C32 C33 . 1.398(3) ?
C32 C37 . 1.513(3) ?
F53 C53 . 1.343(2) ?
C33 C34 . 1.385(3) ?
C33 H33 . 0.95 ?
F54 C54 . 1.344(3) ?
C34 C38 . 1.509(3) ?
F55 C55 . 1.344(2) ?
F56 C56 . 1.363(2) ?
C36 C39 . 1.511(3) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C41 C46 . 1.386(3) ?
C41 C42 . 1.390(3) ?
C42 F42 . 1.353(2) ?
C42 C43 . 1.377(3) ?
C43 F43 . 1.346(3) ?
C43 C44 . 1.375(3) ?
C44 F44 . 1.347(3) ?
C44 C45 . 1.381(3) ?
C45 F45 . 1.356(2) ?
C45 C46 . 1.376(3) ?
C46 F46 . 1.364(2) ?
C51 C56 . 1.389(3) ?
C51 C52 . 1.397(3) ?
C52 C53 . 1.380(3) ?
C53 C54 . 1.375(3) ?
C54 C55 . 1.376(3) ?
C55 C56 . 1.380(3) ?
C61 C63 5_677 1.378(4) ?
C61 C62 . 1.380(4) ?
C61 H61 . 0.95 ?
C63 C61 5_677 1.378(4) ?
C63 C62 . 1.391(4) ?
C63 H63 . 0.95 ?
C62 C64 . 1.448(6) ?
C62 H62 . 0.96(2) ?
C64 H64A . 0.98 ?
C64 H64B . 0.98 ?
C64 H64C . 0.98 ?
C64 H62 . 0.51(3) ?
C71 C72 . 1.390(3) ?
C71 C72 2_656 1.390(3) ?
C71 C75 . 1.500(6) ?
C72 C73 . 1.378(3) ?
C72 H72 . 0.95 ?
C73 C74 . 1.387(3) ?
C73 H73 . 0.95 ?
C74 C73 2_656 1.386(3) ?
C74 H74 . 0.95 ?
C75 H75A . 0.88(4) ?
C75 H75B . 1.18(6) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 B1 C8 . . 101.53(16) ?
C14 B1 C41 . . 111.16(17) ?
C8 B1 C41 . . 115.92(17) ?
C14 B1 C51 . . 110.27(17) ?
C8 B1 C51 . . 106.16(17) ?
C41 B1 C51 . . 111.28(16) ?
C1 P1 C31 . . 113.02(10) ?
C1 P1 C13 . . 100.39(9) ?
C31 P1 C13 . . 105.35(9) ?
C1 P1 C21 . . 104.38(9) ?
C31 P1 C21 . . 112.05(9) ?
C13 P1 C21 . . 121.25(10) ?
C10 C1 C2 . . 115.96(19) ?
C10 C1 P1 . . 124.13(15) ?
C2 C1 P1 . . 119.89(16) ?
C3 C2 C1 . . 122.21(19) ?
C3 C2 H2 . . 118.9 ?
C1 C2 H2 . . 118.9 ?
C2 C3 C4 . . 121.66(19) ?
C2 C3 H3 . . 119.2 ?
C4 C3 H3 . . 119.2 ?
C11 C4 C3 . . 115.9(2) ?
C11 C4 H4 . . 122.1 ?
C3 C4 H4 . . 122.1 ?
C12 C5 C6 . . 114.88(19) ?
C12 C5 H5 . . 122.6 ?
C6 C5 H5 . . 122.6 ?
C7 C6 C5 . . 121.53(19) ?
C7 C6 H6 . . 119.2 ?
C5 C6 H6 . . 119.2 ?
C6 C7 C8 . . 124.83(19) ?
C6 C7 H7 . . 117.6 ?
C8 C7 H7 . . 117.6 ?
C9 C8 C7 . . 111.93(19) ?
C9 C8 B1 . . 125.67(18) ?
C7 C8 B1 . . 122.30(18) ?
C8 C9 C12 . . 123.48(19) ?
C8 C9 C10 . . 147.09(19) ?
C12 C9 C10 . . 89.42(16) ?
C1 C10 C11 . . 120.32(18) ?
C1 C10 C9 . . 150.48(19) ?
C11 C10 C9 . . 89.16(16) ?
C4 C11 C10 . . 123.91(19) ?
C4 C11 C12 . . 145.5(2) ?
C10 C11 C12 . . 90.63(16) ?
C5 C12 C9 . . 123.34(19) ?
C5 C12 C11 . . 145.8(2) ?
C9 C12 C11 . . 90.79(16) ?
C14 C13 C15 . . 127.18(18) ?
C14 C13 P1 . . 108.93(15) ?
C15 C13 P1 . . 122.55(15) ?
C13 C14 B1 . . 132.96(19) ?
C13 C14 H14 . . 113.5 ?
B1 C14 H14 . . 113.5 ?
C34 C35 C36 . . 122.3(2) ?
C34 C35 H35 . . 118.8 ?
C36 C35 H35 . . 118.8 ?
C16 C15 C13 . . 120.6(2) ?
C16 C15 C17 . . 122.6(2) ?
C13 C15 C17 . . 116.76(18) ?
C15 C16 H16A . . 120.0 ?
C15 C16 H16B . . 120.0 ?
H16A C16 H16B . . 120.0 ?
C15 C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C26 C21 C22 . . 118.34(19) ?
C26 C21 P1 . . 117.72(15) ?
C22 C21 P1 . . 123.63(16) ?
C23 C22 C21 . . 118.6(2) ?
C23 C22 C27 . . 114.03(18) ?
C21 C22 C27 . . 127.39(19) ?
C22 C23 C24 . . 123.59(19) ?
C22 C23 H23 . . 118.2 ?
C24 C23 H23 . . 118.2 ?
C25 C24 C23 . . 117.1(2) ?
C25 C24 C28 . . 121.3(2) ?
C23 C24 C28 . . 121.58(19) ?
C24 C25 C26 . . 122.6(2) ?
C24 C25 H25 . . 118.7 ?
C26 C25 H25 . . 118.7 ?
C25 C26 C21 . . 119.75(19) ?
C25 C26 C29 . . 113.55(19) ?
C21 C26 C29 . . 126.69(19) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 120.01(19) ?
C32 C31 P1 . . 124.70(16) ?
C36 C31 P1 . . 115.29(16) ?
C33 C32 C31 . . 117.9(2) ?
C33 C32 C37 . . 116.1(2) ?
C31 C32 C37 . . 125.9(2) ?
C34 C33 C32 . . 123.1(2) ?
C34 C33 H33 . . 118.5 ?
C32 C33 H33 . . 118.5 ?
C33 C34 C35 . . 117.8(2) ?
C33 C34 C38 . . 121.1(2) ?
C35 C34 C38 . . 121.0(2) ?
C35 C36 C31 . . 118.8(2) ?
C35 C36 C39 . . 117.38(19) ?
C31 C36 C39 . . 123.81(19) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C46 C41 C42 . . 113.12(19) ?
C46 C41 B1 . . 128.83(19) ?
C42 C41 B1 . . 117.89(18) ?
F42 C42 C43 . . 115.80(19) ?
F42 C42 C41 . . 119.43(18) ?
C43 C42 C41 . . 124.8(2) ?
F43 C43 C44 . . 119.4(2) ?
F43 C43 C42 . . 121.2(2) ?
C44 C43 C42 . . 119.4(2) ?
F44 C44 C43 . . 120.8(2) ?
F44 C44 C45 . . 120.5(2) ?
C43 C44 C45 . . 118.6(2) ?
F45 C45 C46 . . 121.19(19) ?
F45 C45 C44 . . 119.03(19) ?
C46 C45 C44 . . 119.78(19) ?
F46 C46 C45 . . 114.95(18) ?
F46 C46 C41 . . 120.67(18) ?
C45 C46 C41 . . 124.3(2) ?
C56 C51 C52 . . 112.13(19) ?
C56 C51 B1 . . 126.08(18) ?
C52 C51 B1 . . 121.77(18) ?
F52 C52 C53 . . 114.36(18) ?
F52 C52 C51 . . 120.80(18) ?
C53 C52 C51 . . 124.82(19) ?
F53 C53 C54 . . 119.68(19) ?
F53 C53 C52 . . 120.70(19) ?
C54 C53 C52 . . 119.6(2) ?
F54 C54 C53 . . 120.5(2) ?
F54 C54 C55 . . 120.7(2) ?
C53 C54 C55 . . 118.7(2) ?
F55 C55 C54 . . 119.7(2) ?
F55 C55 C56 . . 120.9(2) ?
C54 C55 C56 . . 119.4(2) ?
F56 C56 C55 . . 114.44(18) ?
F56 C56 C51 . . 120.26(19) ?
C55 C56 C51 . . 125.3(2) ?
C63 C61 C62 5_677 . 120.4(3) ?
C63 C61 H61 5_677 . 119.8 ?
C62 C61 H61 . . 119.8 ?
C61 C63 C62 5_677 . 119.8(3) ?
C61 C63 H63 5_677 . 120.1 ?
C62 C63 H63 . . 120.1 ?
C61 C62 C63 . . 119.7(3) ?
C61 C62 C64 . . 121.2(4) ?
C63 C62 C64 . . 118.9(4) ?
C61 C62 H62 . . 124.(5) ?
C63 C62 H62 . . 116.(5) ?
C64 C62 H62 . . 7.(5) ?
C62 C64 H64A . . 109.5 ?
C62 C64 H64B . . 109.5 ?
H64A C64 H64B . . 109.5 ?
C62 C64 H64C . . 109.5 ?
H64A C64 H64C . . 109.5 ?
H64B C64 H64C . . 109.5 ?
C62 C64 H62 . . 12.(10) ?
H64A C64 H62 . . 97.6 ?
H64B C64 H62 . . 118.1 ?
H64C C64 H62 . . 112.0 ?
C72 C71 C72 . 2_656 118.3(3) ?
C72 C71 C75 . . 120.84(16) ?
C72 C71 C75 2_656 . 120.84(16) ?
C73 C72 C71 . . 121.0(2) ?
C73 C72 H72 . . 119.5 ?
C71 C72 H72 . . 119.5 ?
C72 C73 C74 . . 120.2(2) ?
C72 C73 H73 . . 119.9 ?
C74 C73 H73 . . 119.9 ?
C73 C74 C73 2_656 . 119.3(3) ?
C73 C74 H74 2_656 . 120.4 ?
C73 C74 H74 . . 120.4 ?
C71 C75 H75A . . 112.(2) ?
C71 C75 H75B . . 106.(3) ?
H75A C75 H75B . . 89.(4) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C31 P1 C1 C10 . . . . -87.95(19) ?
C13 P1 C1 C10 . . . . 23.8(2) ?
C21 P1 C1 C10 . . . . 150.04(18) ?
C31 P1 C1 C2 . . . . 93.98(18) ?
C13 P1 C1 C2 . . . . -154.28(17) ?
C21 P1 C1 C2 . . . . -28.03(19) ?
C10 C1 C2 C3 . . . . 1.0(3) ?
P1 C1 C2 C3 . . . . 179.17(17) ?
C1 C2 C3 C4 . . . . 0.9(3) ?
C2 C3 C4 C11 . . . . -1.3(3) ?
C12 C5 C6 C7 . . . . 0.1(3) ?
C5 C6 C7 C8 . . . . -0.9(3) ?
C6 C7 C8 C9 . . . . 1.6(3) ?
C6 C7 C8 B1 . . . . 178.10(19) ?
C14 B1 C8 C9 . . . . 4.6(3) ?
C41 B1 C8 C9 . . . . -116.0(2) ?
C51 B1 C8 C9 . . . . 119.9(2) ?
C14 B1 C8 C7 . . . . -171.44(18) ?
C41 B1 C8 C7 . . . . 68.0(3) ?
C51 B1 C8 C7 . . . . -56.1(2) ?
C7 C8 C9 C12 . . . . -1.7(3) ?
B1 C8 C9 C12 . . . . -178.08(19) ?
C7 C8 C9 C10 . . . . 176.2(3) ?
B1 C8 C9 C10 . . . . -0.2(5) ?
C2 C1 C10 C11 . . . . -2.4(3) ?
P1 C1 C10 C11 . . . . 179.50(16) ?
C2 C1 C10 C9 . . . . -179.0(3) ?
P1 C1 C10 C9 . . . . 2.8(5) ?
C8 C9 C10 C1 . . . . -1.4(6) ?
C12 C9 C10 C1 . . . . 176.8(4) ?
C8 C9 C10 C11 . . . . -178.5(3) ?
C12 C9 C10 C11 . . . . -0.28(16) ?
C3 C4 C11 C10 . . . . -0.2(3) ?
C3 C4 C11 C12 . . . . -179.8(3) ?
C1 C10 C11 C4 . . . . 2.1(3) ?
C9 C10 C11 C4 . . . . -179.5(2) ?
C1 C10 C11 C12 . . . . -178.09(19) ?
C9 C10 C11 C12 . . . . 0.26(15) ?
C6 C5 C12 C9 . . . . -0.2(3) ?
C6 C5 C12 C11 . . . . -176.6(3) ?
C8 C9 C12 C5 . . . . 1.2(3) ?
C10 C9 C12 C5 . . . . -177.7(2) ?
C8 C9 C12 C11 . . . . 179.1(2) ?
C10 C9 C12 C11 . . . . 0.26(15) ?
C4 C11 C12 C5 . . . . -3.6(6) ?
C10 C11 C12 C5 . . . . 176.7(3) ?
C4 C11 C12 C9 . . . . 179.4(3) ?
C10 C11 C12 C9 . . . . -0.28(16) ?
C1 P1 C13 C14 . . . . -75.02(16) ?
C31 P1 C13 C14 . . . . 42.54(17) ?
C21 P1 C13 C14 . . . . 170.99(14) ?
C1 P1 C13 C15 . . . . 92.63(18) ?
C31 P1 C13 C15 . . . . -149.82(17) ?
C21 P1 C13 C15 . . . . -21.4(2) ?
C15 C13 C14 B1 . . . . -17.9(4) ?
P1 C13 C14 B1 . . . . 149.1(2) ?
C8 B1 C14 C13 . . . . -85.4(3) ?
C41 B1 C14 C13 . . . . 38.5(3) ?
C51 B1 C14 C13 . . . . 162.4(2) ?
C14 C13 C15 C16 . . . . 57.7(3) ?
P1 C13 C15 C16 . . . . -107.6(2) ?
C14 C13 C15 C17 . . . . -121.2(2) ?
P1 C13 C15 C17 . . . . 73.5(2) ?
C1 P1 C21 C26 . . . . -53.86(18) ?
C31 P1 C21 C26 . . . . -176.50(15) ?
C13 P1 C21 C26 . . . . 58.06(19) ?
C1 P1 C21 C22 . . . . 119.57(18) ?
C31 P1 C21 C22 . . . . -3.1(2) ?
C13 P1 C21 C22 . . . . -128.51(17) ?
C26 C21 C22 C23 . . . . -2.1(3) ?
P1 C21 C22 C23 . . . . -175.49(15) ?
C26 C21 C22 C27 . . . . 177.0(2) ?
P1 C21 C22 C27 . . . . 3.6(3) ?
C21 C22 C23 C24 . . . . 1.6(3) ?
C27 C22 C23 C24 . . . . -177.6(2) ?
C22 C23 C24 C25 . . . . -0.2(3) ?
C22 C23 C24 C28 . . . . 178.7(2) ?
C23 C24 C25 C26 . . . . -0.7(3) ?
C28 C24 C25 C26 . . . . -179.6(2) ?
C24 C25 C26 C21 . . . . 0.1(3) ?
C24 C25 C26 C29 . . . . 179.6(2) ?
C22 C21 C26 C25 . . . . 1.3(3) ?
P1 C21 C26 C25 . . . . 175.06(16) ?
C22 C21 C26 C29 . . . . -178.2(2) ?
P1 C21 C26 C29 . . . . -4.4(3) ?
C1 P1 C31 C32 . . . . -12.3(2) ?
C13 P1 C31 C32 . . . . -120.93(18) ?
C21 P1 C31 C32 . . . . 105.32(18) ?
C1 P1 C31 C36 . . . . 167.27(14) ?
C13 P1 C31 C36 . . . . 58.61(17) ?
C21 P1 C31 C36 . . . . -75.14(17) ?
C36 C31 C32 C33 . . . . 3.0(3) ?
P1 C31 C32 C33 . . . . -177.44(16) ?
C36 C31 C32 C37 . . . . -176.8(2) ?
P1 C31 C32 C37 . . . . 2.7(3) ?
C31 C32 C33 C34 . . . . -1.2(3) ?
C37 C32 C33 C34 . . . . 178.6(2) ?
C32 C33 C34 C35 . . . . -1.4(3) ?
C32 C33 C34 C38 . . . . 177.5(2) ?
C36 C35 C34 C33 . . . . 2.3(3) ?
C36 C35 C34 C38 . . . . -176.6(2) ?
C34 C35 C36 C31 . . . . -0.5(3) ?
C34 C35 C36 C39 . . . . 177.4(2) ?
C32 C31 C36 C35 . . . . -2.3(3) ?
P1 C31 C36 C35 . . . . 178.17(15) ?
C32 C31 C36 C39 . . . . -179.94(19) ?
P1 C31 C36 C39 . . . . 0.5(3) ?
C14 B1 C41 C46 . . . . -117.8(2) ?
C8 B1 C41 C46 . . . . -2.6(3) ?
C51 B1 C41 C46 . . . . 118.9(2) ?
C14 B1 C41 C42 . . . . 57.2(2) ?
C8 B1 C41 C42 . . . . 172.45(18) ?
C51 B1 C41 C42 . . . . -66.1(2) ?
C46 C41 C42 F42 . . . . -179.18(18) ?
B1 C41 C42 F42 . . . . 5.0(3) ?
C46 C41 C42 C43 . . . . 1.7(3) ?
B1 C41 C42 C43 . . . . -174.0(2) ?
F42 C42 C43 F43 . . . . 0.9(3) ?
C41 C42 C43 F43 . . . . 179.98(19) ?
F42 C42 C43 C44 . . . . -179.38(19) ?
C41 C42 C43 C44 . . . . -0.3(3) ?
F43 C43 C44 F44 . . . . 0.1(3) ?
C42 C43 C44 F44 . . . . -179.7(2) ?
F43 C43 C44 C45 . . . . 178.4(2) ?
C42 C43 C44 C45 . . . . -1.4(3) ?
F44 C44 C45 F45 . . . . 0.0(3) ?
C43 C44 C45 F45 . . . . -178.29(19) ?
F44 C44 C45 C46 . . . . 179.72(19) ?
C43 C44 C45 C46 . . . . 1.4(3) ?
F45 C45 C46 F46 . . . . -2.8(3) ?
C44 C45 C46 F46 . . . . 177.47(18) ?
F45 C45 C46 C41 . . . . 179.90(18) ?
C44 C45 C46 C41 . . . . 0.2(3) ?
C42 C41 C46 F46 . . . . -178.83(17) ?
B1 C41 C46 F46 . . . . -3.6(3) ?
C42 C41 C46 C45 . . . . -1.7(3) ?
B1 C41 C46 C45 . . . . 173.5(2) ?
C14 B1 C51 C56 . . . . -138.7(2) ?
C8 B1 C51 C56 . . . . 112.1(2) ?
C41 B1 C51 C56 . . . . -14.9(3) ?
C14 B1 C51 C52 . . . . 43.1(3) ?
C8 B1 C51 C52 . . . . -66.1(2) ?
C41 B1 C51 C52 . . . . 166.93(18) ?
C56 C51 C52 F52 . . . . -176.16(18) ?
B1 C51 C52 F52 . . . . 2.2(3) ?
C56 C51 C52 C53 . . . . 2.4(3) ?
B1 C51 C52 C53 . . . . -179.2(2) ?
F52 C52 C53 F53 . . . . -1.2(3) ?
C51 C52 C53 F53 . . . . -179.86(19) ?
F52 C52 C53 C54 . . . . 178.85(19) ?
C51 C52 C53 C54 . . . . 0.2(3) ?
F53 C53 C54 F54 . . . . 0.2(3) ?
C52 C53 C54 F54 . . . . -179.92(19) ?
F53 C53 C54 C55 . . . . 177.6(2) ?
C52 C53 C54 C55 . . . . -2.5(3) ?
F54 C54 C55 F55 . . . . 0.4(3) ?
C53 C54 C55 F55 . . . . -177.0(2) ?
F54 C54 C55 C56 . . . . 179.3(2) ?
C53 C54 C55 C56 . . . . 1.9(3) ?
F55 C55 C56 F56 . . . . 1.5(3) ?
C54 C55 C56 F56 . . . . -177.41(19) ?
F55 C55 C56 C51 . . . . 179.9(2) ?
C54 C55 C56 C51 . . . . 1.0(4) ?
C52 C51 C56 F56 . . . . 175.33(18) ?
B1 C51 C56 F56 . . . . -3.0(3) ?
C52 C51 C56 C55 . . . . -3.0(3) ?
B1 C51 C56 C55 . . . . 178.7(2) ?
C63 C61 C62 C63 5_677 . . . -0.2(5) ?
C63 C61 C62 C64 5_677 . . . -176.3(4) ?
C61 C63 C62 C61 5_677 . . . 0.2(5) ?
C61 C63 C62 C64 5_677 . . . 176.4(4) ?
C72 C71 C72 C73 2_656 . . . 0.44(16) ?
C75 C71 C72 C73 . . . . -179.56(16) ?
C71 C72 C73 C74 . . . . -0.9(3) ?
C72 C73 C74 C73 . . . 2_656 0.43(16) ?

####################################################################### 
# 
# 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_erk8618
_database_code_depnum_ccdc_archive 'CCDC 1587988'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H48 B F10 N2 P'
_chemical_formula_weight         944.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   11.6758(2)
_cell_length_b                   12.5018(2)
_cell_length_c                   19.7217(4)
_cell_angle_alpha                90.855(1)
_cell_angle_beta                 106.410(1)
_cell_angle_gamma                104.165(1)
_cell_volume                     2666.56(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7552
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             980
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9728
_exptl_absorpt_correction_T_max  0.9928
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25448
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         24.99
_reflns_number_total             9103
_reflns_number_gt                7307
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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.

 The hydrogen at C13 atom was refined freely. 

 Two disordered dichloromethane  molecules were found in the asymmetrical 
 unit and could
 not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. 
 Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the 
 effect of the solvent. 

;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.500 546 145 ' '

_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)+(0.0588P)²+3.5510P] 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         9103
_refine_ls_number_parameters     620
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1639
_refine_ls_wR_factor_gt          0.1555
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P -0.68541(6) 0.22057(5) 0.11184(3) 0.02640(17) Uani 1 1 d . . .
C1 C -0.5378(2) 0.3235(2) 0.12459(14) 0.0298(6) Uani 1 1 d . . .
C2 C -0.4993(3) 0.3668(2) 0.06578(15) 0.0353(6) Uani 1 1 d . . .
H2 H -0.5481 0.3352 0.0194 0.042 Uiso 1 1 calc R . .
C3 C -0.3954(3) 0.4518(3) 0.07267(17) 0.0410(7) Uani 1 1 d . . .
H3 H -0.3743 0.4768 0.0314 0.049 Uiso 1 1 calc R . .
C4 C -0.3197(3) 0.5022(3) 0.14008(18) 0.0430(7) Uani 1 1 d . . .
H4 H -0.2477 0.5611 0.1459 0.052 Uiso 1 1 calc R . .
C5 C -0.2450(3) 0.5248(3) 0.33685(18) 0.0497(8) Uani 1 1 d . . .
H5 H -0.1738 0.5821 0.3380 0.060 Uiso 1 1 calc R . .
C6 C -0.2734(3) 0.4895(3) 0.39764(18) 0.0515(9) Uani 1 1 d . . .
H6 H -0.2192 0.5229 0.4425 0.062 Uiso 1 1 calc R . .
C7 C -0.3794(3) 0.4062(3) 0.39504(16) 0.0408(7) Uani 1 1 d . . .
H7 H -0.3925 0.3849 0.4388 0.049 Uiso 1 1 calc R . .
C8 C -0.4694(3) 0.3506(2) 0.33115(15) 0.0327(6) Uani 1 1 d . . .
C9 C -0.4345(2) 0.3866(2) 0.27188(14) 0.0291(6) Uani 1 1 d . . .
C10 C -0.4644(2) 0.3746(2) 0.19006(14) 0.0297(6) Uani 1 1 d . . .
C11 C -0.3557(3) 0.4615(2) 0.19619(16) 0.0354(6) Uani 1 1 d . . .
C12 C -0.3271(3) 0.4709(2) 0.27514(17) 0.0381(7) Uani 1 1 d . . .
C21 C -0.6757(2) 0.0787(2) 0.09278(13) 0.0277(6) Uani 1 1 d . . .
C22 C -0.5714(2) 0.0429(2) 0.08953(13) 0.0291(6) Uani 1 1 d . . .
C23 C -0.5829(3) -0.0702(2) 0.07774(15) 0.0358(6) Uani 1 1 d . . .
H23 H -0.5124 -0.0938 0.0758 0.043 Uiso 1 1 calc R . .
C24 C -0.6937(3) -0.1490(2) 0.06877(15) 0.0386(7) Uani 1 1 d . . .
C25 C -0.7955(3) -0.1140(2) 0.07255(15) 0.0359(6) Uani 1 1 d . . .
H25 H -0.8723 -0.1672 0.0659 0.043 Uiso 1 1 calc R . .
C26 C -0.7876(2) -0.0021(2) 0.08597(13) 0.0290(6) Uani 1 1 d . . .
C27 C -0.4456(3) 0.1195(2) 0.09785(16) 0.0363(6) Uani 1 1 d . . .
H27A H -0.3870 0.0757 0.0967 0.054 Uiso 1 1 calc R . .
H27B H -0.4174 0.1650 0.1433 0.054 Uiso 1 1 calc R . .
H27C H -0.4506 0.1677 0.0590 0.054 Uiso 1 1 calc R . .
C28 C -0.7026(4) -0.2712(3) 0.0568(2) 0.0547(9) Uani 1 1 d . . .
H28A H -0.6762 -0.2840 0.0151 0.082 Uiso 1 1 calc R . .
H28B H -0.7883 -0.3141 0.0490 0.082 Uiso 1 1 calc R . .
H28C H -0.6490 -0.2944 0.0986 0.082 Uiso 1 1 calc R . .
C29 C -0.9019(3) 0.0278(2) 0.09199(17) 0.0375(7) Uani 1 1 d . . .
H29A H -0.9656 -0.0399 0.0918 0.056 Uiso 1 1 calc R . .
H29B H -0.9327 0.0685 0.0517 0.056 Uiso 1 1 calc R . .
H29C H -0.8817 0.0743 0.1364 0.056 Uiso 1 1 calc R . .
C31 C -0.7747(2) 0.2614(2) 0.02727(14) 0.0272(5) Uani 1 1 d . . .
C32 C -0.8052(2) 0.2089(2) -0.04192(14) 0.0285(6) Uani 1 1 d . . .
C33 C -0.8841(3) 0.2450(2) -0.09815(14) 0.0315(6) Uani 1 1 d . . .
H33 H -0.9047 0.2078 -0.1440 0.038 Uiso 1 1 calc R . .
C34 C -0.9342(2) 0.3325(2) -0.09079(15) 0.0325(6) Uani 1 1 d . . .
C35 C -0.8981(3) 0.3876(2) -0.02313(16) 0.0351(6) Uani 1 1 d . . .
H35 H -0.9271 0.4506 -0.0167 0.042 Uiso 1 1 calc R . .
C36 C -0.8214(3) 0.3537(2) 0.03487(14) 0.0302(6) Uani 1 1 d . . .
C37 C -0.7516(3) 0.1167(2) -0.05991(14) 0.0370(7) Uani 1 1 d . . .
H37A H -0.7922 0.0471 -0.0445 0.055 Uiso 1 1 calc R . .
H37B H -0.6627 0.1353 -0.0355 0.055 Uiso 1 1 calc R . .
H37C H -0.7654 0.1081 -0.1113 0.055 Uiso 1 1 calc R . .
C38 C -1.0211(3) 0.3676(3) -0.15331(17) 0.0447(8) Uani 1 1 d . . .
H38A H -1.1063 0.3257 -0.1582 0.067 Uiso 1 1 calc R . .
H38B H -1.0000 0.3528 -0.1966 0.067 Uiso 1 1 calc R . .
H38C H -1.0137 0.4469 -0.1459 0.067 Uiso 1 1 calc R . .
C39 C -0.7820(3) 0.4229(2) 0.10543(16) 0.0408(7) Uani 1 1 d . . .
H39A H -0.6956 0.4655 0.1156 0.061 Uiso 1 1 calc R . .
H39B H -0.7902 0.3740 0.1431 0.061 Uiso 1 1 calc R . .
H39C H -0.8347 0.4737 0.1031 0.061 Uiso 1 1 calc R . .
B1 B -0.5983(3) 0.2651(3) 0.33416(16) 0.0321(7) Uani 1 1 d . . .
C41 C -0.6181(3) 0.1368(2) 0.29805(14) 0.0347(6) Uani 1 1 d . . .
F42 F -0.42377(18) 0.17291(15) 0.27242(10) 0.0496(5) Uani 1 1 d . . .
C42 C -0.5304(3) 0.1018(2) 0.27575(15) 0.0361(7) Uani 1 1 d . . .
F43 F -0.4450(2) -0.03361(16) 0.23841(10) 0.0548(5) Uani 1 1 d . . .
C43 C -0.5380(3) -0.0078(3) 0.25630(16) 0.0446(8) Uani 1 1 d . . .
F44 F -0.6491(2) -0.19603(15) 0.23924(11) 0.0653(6) Uani 1 1 d . . .
C44 C -0.6398(3) -0.0894(2) 0.25734(16) 0.0431(8) Uani 1 1 d . . .
F45 F -0.8276(2) -0.14031(16) 0.28533(13) 0.0669(6) Uani 1 1 d . . .
C45 C -0.7287(3) -0.0601(3) 0.28125(17) 0.0475(8) Uani 1 1 d . . .
F46 F -0.80338(17) 0.06547(15) 0.32969(10) 0.0478(4) Uani 1 1 d . . .
C46 C -0.7178(3) 0.0470(2) 0.30106(15) 0.0390(7) Uani 1 1 d . . .
C51 C -0.5943(3) 0.2357(2) 0.41771(14) 0.0352(6) Uani 1 1 d . . .
F52 F -0.41435(18) 0.17245(16) 0.42950(9) 0.0509(5) Uani 1 1 d . . .
C52 C -0.5036(3) 0.1874(3) 0.45627(15) 0.0412(7) Uani 1 1 d . . .
F53 F -0.4076(2) 0.10386(18) 0.55666(10) 0.0629(6) Uani 1 1 d . . .
C53 C -0.4988(3) 0.1494(3) 0.52276(16) 0.0487(8) Uani 1 1 d . . .
F54 F -0.5837(2) 0.1240(2) 0.61728(10) 0.0742(7) Uani 1 1 d . . .
C54 C -0.5873(4) 0.1587(3) 0.55288(16) 0.0517(9) Uani 1 1 d . . .
F55 F -0.7688(2) 0.2147(2) 0.54658(11) 0.0698(6) Uani 1 1 d . . .
C55 C -0.6803(3) 0.2051(3) 0.51736(17) 0.0498(8) Uani 1 1 d . . .
F56 F -0.78041(17) 0.28140(16) 0.41994(9) 0.0500(5) Uani 1 1 d . . .
C56 C -0.6828(3) 0.2411(3) 0.45119(16) 0.0405(7) Uani 1 1 d . . .
N1 N -0.9224(2) 0.2983(2) 0.24166(13) 0.0352(5) Uani 1 1 d . . .
N2 N -0.7532(2) 0.41293(19) 0.30739(12) 0.0340(5) Uani 1 1 d . . .
C13 C -0.8720(3) 0.3985(2) 0.27520(15) 0.0349(6) Uani 1 1 d . . .
H13 H -0.914(3) 0.455(3) 0.2746(17) 0.044(9) Uiso 1 1 d . . .
C14 C -0.8295(3) 0.2461(2) 0.25386(15) 0.0335(6) Uani 1 1 d . . .
H14 H -0.8392 0.1730 0.2349 0.040 Uiso 1 1 calc R . .
C15 C -0.7213(3) 0.3118(2) 0.29658(14) 0.0311(6) Uani 1 1 d . . .
C61 C -1.0573(3) 0.2482(3) 0.20404(18) 0.0449(8) Uani 1 1 d . . .
C62 C -1.0726(4) 0.2465(4) 0.1241(2) 0.0795(13) Uani 1 1 d . . .
H62A H -1.0542 0.3227 0.1108 0.119 Uiso 1 1 calc R . .
H62B H -1.1578 0.2076 0.0977 0.119 Uiso 1 1 calc R . .
H62C H -1.0156 0.2082 0.1127 0.119 Uiso 1 1 calc R . .
C63 C -1.0915(4) 0.1321(3) 0.2244(2) 0.0696(12) Uani 1 1 d . . .
H63A H -1.0454 0.0876 0.2072 0.104 Uiso 1 1 calc R . .
H63B H -1.1804 0.0997 0.2032 0.104 Uiso 1 1 calc R . .
H63C H -1.0711 0.1333 0.2762 0.104 Uiso 1 1 calc R . .
C64 C -1.1320(3) 0.3175(4) 0.2245(3) 0.0906(17) Uani 1 1 d . . .
H64A H -1.1049 0.3337 0.2762 0.136 Uiso 1 1 calc R . .
H64B H -1.2196 0.2772 0.2088 0.136 Uiso 1 1 calc R . .
H64C H -1.1204 0.3870 0.2019 0.136 Uiso 1 1 calc R . .
C71 C -0.6758(3) 0.5258(2) 0.34439(15) 0.0372(7) Uani 1 1 d . . .
C72 C -0.5890(3) 0.5756(3) 0.30137(18) 0.0466(8) Uani 1 1 d . . .
H72A H -0.5433 0.6513 0.3216 0.070 Uiso 1 1 calc R . .
H72B H -0.6374 0.5770 0.2520 0.070 Uiso 1 1 calc R . .
H72C H -0.5307 0.5305 0.3028 0.070 Uiso 1 1 calc R . .
C73 C -0.6061(3) 0.5106(3) 0.41993(16) 0.0430(7) Uani 1 1 d . . .
H73A H -0.5577 0.4570 0.4189 0.064 Uiso 1 1 calc R . .
H73B H -0.6652 0.4833 0.4465 0.064 Uiso 1 1 calc R . .
H73C H -0.5504 0.5818 0.4431 0.064 Uiso 1 1 calc R . .
C74 C -0.7579(3) 0.6015(3) 0.34780(19) 0.0511(8) Uani 1 1 d . . .
H74A H -0.8186 0.5666 0.3718 0.077 Uiso 1 1 calc R . .
H74B H -0.8011 0.6146 0.2996 0.077 Uiso 1 1 calc R . .
H74C H -0.7071 0.6722 0.3743 0.077 Uiso 1 1 calc R . .


_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 C1 1.830(3) . ?
P1 C21 1.845(3) . ?
P1 C31 1.852(3) . ?
C1 C10 1.376(4) . ?
C1 C2 1.426(4) . ?
C2 C3 1.376(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.409(5) . ?
C3 H3 0.9500 . ?
C4 C11 1.355(4) . ?
C4 H4 0.9500 . ?
C5 C12 1.361(4) . ?
C5 C6 1.382(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.429(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(4) . ?
C8 B1 1.636(4) . ?
C9 C12 1.412(4) . ?
C9 C10 1.548(4) . ?
C10 C11 1.428(4) . ?
C11 C12 1.494(4) . ?
C21 C26 1.413(4) . ?
C21 C22 1.413(4) . ?
C22 C23 1.397(4) . ?
C22 C27 1.508(4) . ?
C23 C24 1.385(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(4) . ?
C24 C28 1.516(4) . ?
C25 C26 1.395(4) . ?
C25 H25 0.9500 . ?
C26 C29 1.506(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C36 1.414(4) . ?
C31 C32 1.415(4) . ?
C32 C33 1.386(4) . ?
C32 C37 1.522(4) . ?
C33 C34 1.385(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.395(4) . ?
C34 C38 1.506(4) . ?
C35 C36 1.383(4) . ?
C35 H35 0.9500 . ?
C36 C39 1.518(4) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
B1 C15 1.665(4) . ?
B1 C41 1.681(4) . ?
B1 C51 1.684(4) . ?
C41 C42 1.379(4) . ?
C41 C46 1.421(4) . ?
F42 C42 1.360(3) . ?
C42 C43 1.392(4) . ?
F43 C43 1.338(4) . ?
C43 C44 1.369(5) . ?
F44 C44 1.345(3) . ?
C44 C45 1.374(5) . ?
F45 C45 1.354(4) . ?
C45 C46 1.355(4) . ?
F46 C46 1.341(4) . ?
C51 C56 1.388(4) . ?
C51 C52 1.392(4) . ?
F52 C52 1.342(4) . ?
C52 C53 1.392(4) . ?
F53 C53 1.346(4) . ?
C53 C54 1.356(5) . ?
F54 C54 1.341(4) . ?
C54 C55 1.378(5) . ?
F55 C55 1.344(4) . ?
C55 C56 1.382(4) . ?
F56 C56 1.351(4) . ?
N1 C13 1.323(4) . ?
N1 C14 1.365(4) . ?
N1 C61 1.505(4) . ?
N2 C13 1.318(4) . ?
N2 C15 1.432(4) . ?
N2 C71 1.521(4) . ?
C13 H13 0.95(3) . ?
C14 C15 1.360(4) . ?
C14 H14 0.9500 . ?
C61 C64 1.494(5) . ?
C61 C63 1.500(5) . ?
C61 C62 1.536(5) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C71 C74 1.515(4) . ?
C71 C73 1.522(4) . ?
C71 C72 1.525(5) . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 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
C1 P1 C21 112.30(12) . . ?
C1 P1 C31 98.99(12) . . ?
C21 P1 C31 106.33(12) . . ?
C10 C1 C2 115.1(2) . . ?
C10 C1 P1 122.9(2) . . ?
C2 C1 P1 121.5(2) . . ?
C3 C2 C1 123.5(3) . . ?
C3 C2 H2 118.3 . . ?
C1 C2 H2 118.3 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C11 C4 C3 116.0(3) . . ?
C11 C4 H4 122.0 . . ?
C3 C4 H4 122.0 . . ?
C12 C5 C6 114.7(3) . . ?
C12 C5 H5 122.6 . . ?
C6 C5 H5 122.6 . . ?
C5 C6 C7 122.0(3) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C8 124.6(3) . . ?
C6 C7 H7 117.7 . . ?
C8 C7 H7 117.7 . . ?
C9 C8 C7 111.0(3) . . ?
C9 C8 B1 128.5(2) . . ?
C7 C8 B1 120.4(3) . . ?
C8 C9 C12 123.8(2) . . ?
C8 C9 C10 147.3(2) . . ?
C12 C9 C10 88.9(2) . . ?
C1 C10 C11 120.5(3) . . ?
C1 C10 C9 150.6(2) . . ?
C11 C10 C9 88.9(2) . . ?
C4 C11 C10 124.0(3) . . ?
C4 C11 C12 145.5(3) . . ?
C10 C11 C12 90.5(2) . . ?
C5 C12 C9 123.7(3) . . ?
C5 C12 C11 144.6(3) . . ?
C9 C12 C11 91.7(2) . . ?
C26 C21 C22 118.4(2) . . ?
C26 C21 P1 112.9(2) . . ?
C22 C21 P1 128.5(2) . . ?
C23 C22 C21 119.3(3) . . ?
C23 C22 C27 116.5(2) . . ?
C21 C22 C27 124.2(2) . . ?
C24 C23 C22 122.1(3) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C25 C24 C23 118.5(3) . . ?
C25 C24 C28 120.7(3) . . ?
C23 C24 C28 120.7(3) . . ?
C24 C25 C26 121.3(3) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C25 C26 C21 120.2(3) . . ?
C25 C26 C29 117.6(2) . . ?
C21 C26 C29 122.2(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 117.4(2) . . ?
C36 C31 P1 114.44(19) . . ?
C32 C31 P1 128.0(2) . . ?
C33 C32 C31 119.6(2) . . ?
C33 C32 C37 116.6(2) . . ?
C31 C32 C37 123.7(2) . . ?
C34 C33 C32 123.3(3) . . ?
C34 C33 H33 118.4 . . ?
C32 C33 H33 118.4 . . ?
C33 C34 C35 116.6(3) . . ?
C33 C34 C38 121.4(3) . . ?
C35 C34 C38 122.0(3) . . ?
C36 C35 C34 122.2(3) . . ?
C36 C35 H35 118.9 . . ?
C34 C35 H35 118.9 . . ?
C35 C36 C31 120.7(2) . . ?
C35 C36 C39 118.1(2) . . ?
C31 C36 C39 121.2(2) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C8 B1 C15 112.2(2) . . ?
C8 B1 C41 112.7(2) . . ?
C15 B1 C41 109.9(2) . . ?
C8 B1 C51 111.8(2) . . ?
C15 B1 C51 110.4(2) . . ?
C41 B1 C51 99.0(2) . . ?
C42 C41 C46 112.2(3) . . ?
C42 C41 B1 124.6(3) . . ?
C46 C41 B1 122.0(3) . . ?
F42 C42 C41 122.4(2) . . ?
F42 C42 C43 112.7(3) . . ?
C41 C42 C43 124.9(3) . . ?
F43 C43 C44 120.2(3) . . ?
F43 C43 C42 120.2(3) . . ?
C44 C43 C42 119.5(3) . . ?
F44 C44 C43 120.7(3) . . ?
F44 C44 C45 121.0(3) . . ?
C43 C44 C45 118.2(3) . . ?
F45 C45 C46 120.1(3) . . ?
F45 C45 C44 119.0(3) . . ?
C46 C45 C44 120.9(3) . . ?
F46 C46 C45 116.1(3) . . ?
F46 C46 C41 119.6(3) . . ?
C45 C46 C41 124.1(3) . . ?
C56 C51 C52 113.6(3) . . ?
C56 C51 B1 126.6(2) . . ?
C52 C51 B1 119.2(3) . . ?
F52 C52 C51 120.5(3) . . ?
F52 C52 C53 115.3(3) . . ?
C51 C52 C53 124.1(3) . . ?
F53 C53 C54 120.4(3) . . ?
F53 C53 C52 120.4(3) . . ?
C54 C53 C52 119.2(3) . . ?
F54 C54 C53 120.2(3) . . ?
F54 C54 C55 120.1(3) . . ?
C53 C54 C55 119.7(3) . . ?
F55 C55 C54 120.3(3) . . ?
F55 C55 C56 120.1(3) . . ?
C54 C55 C56 119.6(3) . . ?
F56 C56 C55 114.8(3) . . ?
F56 C56 C51 121.5(3) . . ?
C55 C56 C51 123.8(3) . . ?
C13 N1 C14 106.0(2) . . ?
C13 N1 C61 126.8(2) . . ?
C14 N1 C61 126.9(2) . . ?
C13 N2 C15 108.4(2) . . ?
C13 N2 C71 119.5(2) . . ?
C15 N2 C71 132.0(2) . . ?
N2 C13 N1 111.3(3) . . ?
N2 C13 H13 124(2) . . ?
N1 C13 H13 125(2) . . ?
C15 C14 N1 111.6(2) . . ?
C15 C14 H14 124.2 . . ?
N1 C14 H14 124.2 . . ?
C14 C15 N2 102.6(2) . . ?
C14 C15 B1 123.3(2) . . ?
N2 C15 B1 133.2(2) . . ?
C64 C61 C63 111.6(4) . . ?
C64 C61 N1 109.2(3) . . ?
C63 C61 N1 108.1(3) . . ?
C64 C61 C62 110.8(4) . . ?
C63 C61 C62 110.0(3) . . ?
N1 C61 C62 107.0(3) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C61 C64 H64A 109.5 . . ?
C61 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C61 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C74 C71 N2 110.6(2) . . ?
C74 C71 C73 108.3(3) . . ?
N2 C71 C73 108.6(2) . . ?
C74 C71 C72 109.3(3) . . ?
N2 C71 C72 107.7(2) . . ?
C73 C71 C72 112.3(3) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C71 C73 H73A 109.5 . . ?
C71 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C71 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C71 C74 H74A 109.5 . . ?
C71 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C71 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 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
C21 P1 C1 C10 -106.4(2) . . . . ?
C31 P1 C1 C10 141.7(2) . . . . ?
C21 P1 C1 C2 82.1(2) . . . . ?
C31 P1 C1 C2 -29.8(2) . . . . ?
C10 C1 C2 C3 1.3(4) . . . . ?
P1 C1 C2 C3 173.4(2) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C2 C3 C4 C11 0.2(4) . . . . ?
C12 C5 C6 C7 -0.9(5) . . . . ?
C5 C6 C7 C8 -1.2(5) . . . . ?
C6 C7 C8 C9 3.0(4) . . . . ?
C6 C7 C8 B1 -172.5(3) . . . . ?
C7 C8 C9 C12 -2.9(4) . . . . ?
B1 C8 C9 C12 172.1(3) . . . . ?
C7 C8 C9 C10 177.0(4) . . . . ?
B1 C8 C9 C10 -8.0(6) . . . . ?
C2 C1 C10 C11 -2.3(4) . . . . ?
P1 C1 C10 C11 -174.3(2) . . . . ?
C2 C1 C10 C9 179.2(4) . . . . ?
P1 C1 C10 C9 7.2(6) . . . . ?
C8 C9 C10 C1 -2.1(8) . . . . ?
C12 C9 C10 C1 177.9(5) . . . . ?
C8 C9 C10 C11 179.2(4) . . . . ?
C12 C9 C10 C11 -0.9(2) . . . . ?
C3 C4 C11 C10 -1.3(4) . . . . ?
C3 C4 C11 C12 -179.7(4) . . . . ?
C1 C10 C11 C4 2.5(4) . . . . ?
C9 C10 C11 C4 -178.3(3) . . . . ?
C1 C10 C11 C12 -178.5(3) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C6 C5 C12 C9 0.9(5) . . . . ?
C6 C5 C12 C11 -178.4(4) . . . . ?
C8 C9 C12 C5 1.2(5) . . . . ?
C10 C9 C12 C5 -178.8(3) . . . . ?
C8 C9 C12 C11 -179.2(3) . . . . ?
C10 C9 C12 C11 0.8(2) . . . . ?
C4 C11 C12 C5 -2.8(8) . . . . ?
C10 C11 C12 C5 178.5(5) . . . . ?
C4 C11 C12 C9 177.8(4) . . . . ?
C10 C11 C12 C9 -0.9(2) . . . . ?
C1 P1 C21 C26 177.34(18) . . . . ?
C31 P1 C21 C26 -75.4(2) . . . . ?
C1 P1 C21 C22 2.2(3) . . . . ?
C31 P1 C21 C22 109.4(2) . . . . ?
C26 C21 C22 C23 1.8(4) . . . . ?
P1 C21 C22 C23 176.7(2) . . . . ?
C26 C21 C22 C27 -178.4(2) . . . . ?
P1 C21 C22 C27 -3.5(4) . . . . ?
C21 C22 C23 C24 0.3(4) . . . . ?
C27 C22 C23 C24 -179.6(3) . . . . ?
C22 C23 C24 C25 -0.8(4) . . . . ?
C22 C23 C24 C28 -179.4(3) . . . . ?
C23 C24 C25 C26 -0.8(4) . . . . ?
C28 C24 C25 C26 177.8(3) . . . . ?
C24 C25 C26 C21 2.9(4) . . . . ?
C24 C25 C26 C29 -177.6(3) . . . . ?
C22 C21 C26 C25 -3.4(4) . . . . ?
P1 C21 C26 C25 -179.0(2) . . . . ?
C22 C21 C26 C29 177.2(2) . . . . ?
P1 C21 C26 C29 1.5(3) . . . . ?
C1 P1 C31 C36 -80.3(2) . . . . ?
C21 P1 C31 C36 163.22(19) . . . . ?
C1 P1 C31 C32 102.8(2) . . . . ?
C21 P1 C31 C32 -13.8(3) . . . . ?
C36 C31 C32 C33 -3.6(4) . . . . ?
P1 C31 C32 C33 173.3(2) . . . . ?
C36 C31 C32 C37 173.4(3) . . . . ?
P1 C31 C32 C37 -9.7(4) . . . . ?
C31 C32 C33 C34 1.2(4) . . . . ?
C37 C32 C33 C34 -176.1(3) . . . . ?
C32 C33 C34 C35 2.3(4) . . . . ?
C32 C33 C34 C38 -179.0(3) . . . . ?
C33 C34 C35 C36 -3.4(4) . . . . ?
C38 C34 C35 C36 177.9(3) . . . . ?
C34 C35 C36 C31 1.0(4) . . . . ?
C34 C35 C36 C39 176.8(3) . . . . ?
C32 C31 C36 C35 2.6(4) . . . . ?
P1 C31 C36 C35 -174.7(2) . . . . ?
C32 C31 C36 C39 -173.1(3) . . . . ?
P1 C31 C36 C39 9.6(3) . . . . ?
C9 C8 B1 C15 -61.0(4) . . . . ?
C7 C8 B1 C15 113.6(3) . . . . ?
C9 C8 B1 C41 63.8(4) . . . . ?
C7 C8 B1 C41 -121.6(3) . . . . ?
C9 C8 B1 C51 174.3(3) . . . . ?
C7 C8 B1 C51 -11.1(4) . . . . ?
C8 B1 C41 C42 7.4(4) . . . . ?
C15 B1 C41 C42 133.4(3) . . . . ?
C51 B1 C41 C42 -110.9(3) . . . . ?
C8 B1 C41 C46 173.9(2) . . . . ?
C15 B1 C41 C46 -60.1(3) . . . . ?
C51 B1 C41 C46 55.6(3) . . . . ?
C46 C41 C42 F42 -176.5(2) . . . . ?
B1 C41 C42 F42 -8.8(4) . . . . ?
C46 C41 C42 C43 1.7(4) . . . . ?
B1 C41 C42 C43 169.3(3) . . . . ?
F42 C42 C43 F43 1.3(4) . . . . ?
C41 C42 C43 F43 -177.0(3) . . . . ?
F42 C42 C43 C44 179.7(3) . . . . ?
C41 C42 C43 C44 1.3(5) . . . . ?
F43 C43 C44 F44 -1.2(4) . . . . ?
C42 C43 C44 F44 -179.5(3) . . . . ?
F43 C43 C44 C45 175.1(3) . . . . ?
C42 C43 C44 C45 -3.3(4) . . . . ?
F44 C44 C45 F45 -1.1(4) . . . . ?
C43 C44 C45 F45 -177.4(3) . . . . ?
F44 C44 C45 C46 178.4(3) . . . . ?
C43 C44 C45 C46 2.1(5) . . . . ?
F45 C45 C46 F46 5.5(4) . . . . ?
C44 C45 C46 F46 -174.1(3) . . . . ?
F45 C45 C46 C41 -179.4(3) . . . . ?
C44 C45 C46 C41 1.1(5) . . . . ?
C42 C41 C46 F46 172.1(2) . . . . ?
B1 C41 C46 F46 4.1(4) . . . . ?
C42 C41 C46 C45 -2.9(4) . . . . ?
B1 C41 C46 C45 -170.9(3) . . . . ?
C8 B1 C51 C56 129.7(3) . . . . ?
C15 B1 C51 C56 4.0(4) . . . . ?
C41 B1 C51 C56 -111.3(3) . . . . ?
C8 B1 C51 C52 -59.2(3) . . . . ?
C15 B1 C51 C52 175.0(3) . . . . ?
C41 B1 C51 C52 59.7(3) . . . . ?
C56 C51 C52 F52 177.4(3) . . . . ?
B1 C51 C52 F52 5.3(4) . . . . ?
C56 C51 C52 C53 -1.2(4) . . . . ?
B1 C51 C52 C53 -173.3(3) . . . . ?
F52 C52 C53 F53 1.5(4) . . . . ?
C51 C52 C53 F53 -179.8(3) . . . . ?
F52 C52 C53 C54 -178.4(3) . . . . ?
C51 C52 C53 C54 0.3(5) . . . . ?
F53 C53 C54 F54 1.0(5) . . . . ?
C52 C53 C54 F54 -179.2(3) . . . . ?
F53 C53 C54 C55 -179.7(3) . . . . ?
C52 C53 C54 C55 0.1(5) . . . . ?
F54 C54 C55 F55 -0.8(5) . . . . ?
C53 C54 C55 F55 179.9(3) . . . . ?
F54 C54 C55 C56 179.7(3) . . . . ?
C53 C54 C55 C56 0.4(5) . . . . ?
F55 C55 C56 F56 -1.9(5) . . . . ?
C54 C55 C56 F56 177.6(3) . . . . ?
F55 C55 C56 C51 179.1(3) . . . . ?
C54 C55 C56 C51 -1.4(5) . . . . ?
C52 C51 C56 F56 -177.3(3) . . . . ?
B1 C51 C56 F56 -5.8(5) . . . . ?
C52 C51 C56 C55 1.7(5) . . . . ?
B1 C51 C56 C55 173.2(3) . . . . ?
C15 N2 C13 N1 -2.1(3) . . . . ?
C71 N2 C13 N1 175.4(2) . . . . ?
C14 N1 C13 N2 0.3(3) . . . . ?
C61 N1 C13 N2 174.7(3) . . . . ?
C13 N1 C14 C15 1.7(3) . . . . ?
C61 N1 C14 C15 -172.7(3) . . . . ?
N1 C14 C15 N2 -2.8(3) . . . . ?
N1 C14 C15 B1 167.7(2) . . . . ?
C13 N2 C15 C14 3.0(3) . . . . ?
C71 N2 C15 C14 -174.1(3) . . . . ?
C13 N2 C15 B1 -166.1(3) . . . . ?
C71 N2 C15 B1 16.8(5) . . . . ?
C8 B1 C15 C14 138.2(3) . . . . ?
C41 B1 C15 C14 12.0(4) . . . . ?
C51 B1 C15 C14 -96.3(3) . . . . ?
C8 B1 C15 N2 -54.5(4) . . . . ?
C41 B1 C15 N2 179.2(3) . . . . ?
C51 B1 C15 N2 71.0(4) . . . . ?
C13 N1 C61 C64 -13.7(5) . . . . ?
C14 N1 C61 C64 159.6(4) . . . . ?
C13 N1 C61 C63 -135.2(3) . . . . ?
C14 N1 C61 C63 38.0(4) . . . . ?
C13 N1 C61 C62 106.3(4) . . . . ?
C14 N1 C61 C62 -80.5(4) . . . . ?
C13 N2 C71 C74 9.4(4) . . . . ?
C15 N2 C71 C74 -173.8(3) . . . . ?
C13 N2 C71 C73 128.2(3) . . . . ?
C15 N2 C71 C73 -55.0(4) . . . . ?
C13 N2 C71 C72 -110.0(3) . . . . ?
C15 N2 C71 C72 66.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.252
_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_erk8420
_database_code_depnum_ccdc_archive 'CCDC 1587994'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H40 B Cl6 F10 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         1085.30

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.5136(5)
_cell_length_b                   14.6603(6)
_cell_length_c                   16.4813(6)
_cell_angle_alpha                77.3240(10)
_cell_angle_beta                 70.5870(10)
_cell_angle_gamma                67.4960(10)
_cell_volume                     2410.36(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9979
_cell_measurement_theta_min      2.7986
_cell_measurement_theta_max      25.3313
_cell_measurement_temperature    102.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.127
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104

_exptl_absorpt_coefficient_mu    0.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      102.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            39998
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25.39
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
The hydrogen at P1 atom was refined freely.
;

_reflns_number_total             8823
_reflns_number_gt                6991
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1314
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.014
_refine_ls_number_reflns         8823
_refine_ls_number_parameters     652
_refine_ls_number_restraints     61
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0517P)²+5.0941P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.070
_refine_diff_density_min         -0.885
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.52731(7) 0.57945(5) 0.71213(4) 0.01327(16) Uani d . . . 1.0 . .
H H1 0.435(3) 0.647(2) 0.6887(19) 0.019(8) Uiso d . . . 1.0 . .
C C1 0.5735(3) 0.6359(2) 0.77673(17) 0.0148(6) Uani d . . . 1.0 . .
C C2 0.7063(3) 0.5947(2) 0.78048(17) 0.0167(6) Uani d . . . 1.0 . .
H H2 0.7622 0.536 0.7538 0.02 Uiso calc U . R 1.0 . .
C C3 0.7554(3) 0.6375(2) 0.82144(18) 0.0191(6) Uani d . . . 1.0 . .
H H3 0.8438 0.6073 0.8232 0.023 Uiso calc U . R 1.0 . .
C C4 0.6769(3) 0.7261(2) 0.86127(19) 0.0209(6) Uani d . . . 1.0 . .
H H4 0.71 0.7556 0.8905 0.025 Uiso calc U . R 1.0 . .
C C5 0.3586(3) 0.9348(2) 0.9162(2) 0.0263(7) Uani d . . . 1.0 . .
H H5 0.3986 0.9625 0.9418 0.032 Uiso calc U . R 1.0 . .
C C6 0.2264(3) 0.9776(2) 0.9164(2) 0.0285(7) Uani d . . . 1.0 . .
H H6 0.1747 1.0374 0.9424 0.034 Uiso calc U . R 1.0 . .
C C7 0.1691(3) 0.9352(2) 0.8799(2) 0.0236(7) Uani d . . . 1.0 . .
H H7 0.0787 0.9671 0.8838 0.028 Uiso calc U . R 1.0 . .
C C8 0.2362(3) 0.8469(2) 0.83690(18) 0.0173(6) Uani d . . . 1.0 . .
C C9 0.3672(3) 0.8085(2) 0.83615(18) 0.0169(6) Uani d . . . 1.0 . .
C C10 0.4973(3) 0.7228(2) 0.81419(17) 0.0149(6) Uani d . . . 1.0 . .
C C11 0.5518(3) 0.7664(2) 0.85540(18) 0.0180(6) Uani d . . . 1.0 . .
C C12 0.4246(3) 0.8498(2) 0.87598(19) 0.0205(6) Uani d . . . 1.0 . .
C C13 0.2277(3) 0.7933(2) 0.69620(19) 0.0186(6) Uani d . . . 1.0 . .
C C14 0.2646(3) 0.7988(2) 0.6177(2) 0.0242(7) Uani d . . . 1.0 . .
C C15 0.3009(3) 0.8142(3) 0.5238(2) 0.0314(8) Uani d . . . 1.0 . .
C C16 0.3726(4) 0.7282(3) 0.4734(2) 0.0424(9) Uani d . . . 1.0 . .
H H16A 0.3906 0.7513 0.4115 0.064 Uiso calc U . R 1.0 . .
H H16B 0.3197 0.6852 0.4871 0.064 Uiso calc U . R 1.0 . .
H H16C 0.4553 0.6908 0.488 0.064 Uiso calc U . R 1.0 . .
C C17 0.2635(4) 0.9080(3) 0.4840(3) 0.0544(12) Uani d . . . 1.0 . .
H H17A 0.2143 0.9624 0.5175 0.065 Uiso calc U . R 1.0 . .
H H17B 0.2865 0.9192 0.4226 0.065 Uiso calc U . R 1.0 . .
C C21 0.6644(3) 0.5494(2) 0.61604(17) 0.0150(6) Uani d . . . 1.0 . .
C C22 0.7490(3) 0.4511(2) 0.60205(18) 0.0177(6) Uani d . . . 1.0 . .
C C23 0.8468(3) 0.4366(2) 0.52392(18) 0.0200(6) Uani d . . . 1.0 . .
H H23 0.9036 0.3709 0.5132 0.024 Uiso calc U . R 1.0 . .
C C24 0.8644(3) 0.5141(2) 0.46126(18) 0.0210(6) Uani d . . . 1.0 . .
C C25 0.7852(3) 0.6101(2) 0.47867(18) 0.0211(6) Uani d . . . 1.0 . .
H H25 0.7992 0.664 0.4373 0.025 Uiso calc U . R 1.0 . .
C C26 0.6849(3) 0.6299(2) 0.55574(18) 0.0190(6) Uani d . . . 1.0 . .
C C27 0.7472(3) 0.3616(2) 0.66757(19) 0.0238(7) Uani d . . . 1.0 . .
H H27A 0.6712 0.3436 0.6724 0.036 Uiso calc U . R 1.0 . .
H H27B 0.7415 0.3771 0.7239 0.036 Uiso calc U . R 1.0 . .
H H27C 0.8275 0.3058 0.6489 0.036 Uiso calc U . R 1.0 . .
C C28 0.9715(3) 0.4927(3) 0.37718(19) 0.0287(7) Uani d . . . 1.0 . .
H H28A 1.0548 0.4518 0.3898 0.043 Uiso calc U . R 1.0 . .
H H28B 0.9789 0.5554 0.3439 0.043 Uiso calc U . R 1.0 . .
H H28C 0.9501 0.457 0.3435 0.043 Uiso calc U . R 1.0 . .
C C29 0.6114(3) 0.7378(2) 0.5719(2) 0.0255(7) Uani d . . . 1.0 . .
H H29A 0.5178 0.748 0.5962 0.038 Uiso calc U . R 1.0 . .
H H29B 0.6254 0.7802 0.5172 0.038 Uiso calc U . R 1.0 . .
H H29C 0.6434 0.7548 0.6127 0.038 Uiso calc U . R 1.0 . .
C C31 0.4676(2) 0.4772(2) 0.75980(17) 0.0141(5) Uani d . . . 1.0 . .
C C32 0.4090(3) 0.4517(2) 0.70890(18) 0.0165(6) Uani d . . . 1.0 . .
C C33 0.3709(3) 0.3684(2) 0.73720(19) 0.0201(6) Uani d . . . 1.0 . .
H H33 0.3319 0.351 0.703 0.024 Uiso calc U . R 1.0 . .
C C34 0.3876(3) 0.3096(2) 0.8137(2) 0.0205(6) Uani d . . . 1.0 . .
C C35 0.4434(3) 0.3375(2) 0.86324(18) 0.0192(6) Uani d . . . 1.0 . .
H H35 0.4544 0.2983 0.9161 0.023 Uiso calc U . R 1.0 . .
C C36 0.4836(3) 0.4200(2) 0.83902(17) 0.0155(6) Uani d . . . 1.0 . .
C C37 0.3862(3) 0.5119(2) 0.62516(19) 0.0228(6) Uani d . . . 1.0 . .
H H37A 0.3477 0.4804 0.5992 0.034 Uiso calc U . R 1.0 . .
H H37B 0.4697 0.515 0.5851 0.034 Uiso calc U . R 1.0 . .
H H37C 0.3264 0.5792 0.6368 0.034 Uiso calc U . R 1.0 . .
C C38 0.3414(3) 0.2212(2) 0.8433(2) 0.0302(7) Uani d . . . 1.0 . .
H H38A 0.2457 0.2441 0.8575 0.045 Uiso calc U . R 1.0 . .
H H38B 0.3694 0.1844 0.8946 0.045 Uiso calc U . R 1.0 . .
H H38C 0.3789 0.1778 0.7969 0.045 Uiso calc U . R 1.0 . .
C C39 0.5408(3) 0.4438(2) 0.89880(18) 0.0221(6) Uani d . . . 1.0 . .
H H39A 0.5306 0.4003 0.9532 0.033 Uiso calc U . R 1.0 . .
H H39B 0.4951 0.5132 0.9107 0.033 Uiso calc U . R 1.0 . .
H H39C 0.634 0.4333 0.8713 0.033 Uiso calc U . R 1.0 . .
B B1 0.1615(3) 0.7992(2) 0.7977(2) 0.0156(6) Uani d . . . 1.0 . .
C C41 0.0063(3) 0.8738(2) 0.81045(18) 0.0169(6) Uani d . . . 1.0 . .
F F42 0.06093(18) 0.98613(14) 0.68811(12) 0.0350(5) Uani d . . . 1.0 . .
C C42 -0.0307(3) 0.9585(2) 0.7540(2) 0.0231(6) Uani d . . . 1.0 . .
F F43 -0.1840(2) 1.10152(15) 0.70235(14) 0.0470(6) Uani d . . . 1.0 . .
C C43 -0.1579(3) 1.0220(2) 0.7607(2) 0.0292(7) Uani d . . . 1.0 . .
F F44 -0.38178(19) 1.06414(16) 0.83632(16) 0.0488(6) Uani d . . . 1.0 . .
C C44 -0.2571(3) 1.0030(2) 0.8280(2) 0.0294(7) Uani d . . . 1.0 . .
F F45 -0.32498(18) 0.90572(14) 0.95491(13) 0.0376(5) Uani d . . . 1.0 . .
C C45 -0.2278(3) 0.9233(2) 0.8874(2) 0.0259(7) Uani d . . . 1.0 . .
F F46 -0.08138(18) 0.78637(13) 0.94233(12) 0.0356(5) Uani d . . . 1.0 . .
C C46 -0.0993(3) 0.8614(2) 0.87820(19) 0.0213(6) Uani d . . . 1.0 . .
C C51 0.1642(2) 0.6868(2) 0.84525(17) 0.0143(5) Uani d . . . 1.0 . .
F F52 0.07313(16) 0.66679(12) 0.74295(11) 0.0224(4) Uani d . . . 1.0 . .
C C52 0.1184(3) 0.6302(2) 0.81378(17) 0.0155(6) Uani d . . . 1.0 . .
F F53 0.06518(16) 0.48793(12) 0.81710(12) 0.0259(4) Uani d . . . 1.0 . .
C C53 0.1109(3) 0.5380(2) 0.85156(18) 0.0173(6) Uani d . . . 1.0 . .
F F54 0.14203(16) 0.40730(12) 0.96371(11) 0.0263(4) Uani d . . . 1.0 . .
C C54 0.1501(3) 0.4964(2) 0.92524(19) 0.0188(6) Uani d . . . 1.0 . .
F F55 0.23879(19) 0.50806(14) 1.03039(11) 0.0328(4) Uani d . . . 1.0 . .
C C55 0.1973(3) 0.5483(2) 0.95935(18) 0.0196(6) Uani d . . . 1.0 . .
F F56 0.24752(18) 0.68516(13) 0.96086(11) 0.0279(4) Uani d . . . 1.0 . .
C C56 0.2027(3) 0.6405(2) 0.91961(18) 0.0168(6) Uani d . . . 1.0 . .
C C61 0.0645(4) 0.7999(3) 0.1196(3) 0.0469(10) Uani d . . . 1.0 . .
H H61A 0.0615 0.8155 0.0586 0.056 Uiso calc U . R 1.0 . .
H H61B -0.0059 0.8536 0.1526 0.056 Uiso calc U . R 1.0 . .
Cl Cl1 0.21591(11) 0.79574(7) 0.12472(7) 0.0494(3) Uani d . . . 1.0 . .
Cl Cl2 0.03655(10) 0.68618(7) 0.16200(8) 0.0508(3) Uani d . . . 1.0 . .
C C62 0.0483(4) 0.1483(4) 0.4108(3) 0.0599(13) Uani d . . . 1.0 . .
H H62A 0.0456 0.0817 0.4107 0.072 Uiso calc U . R 1.0 . .
H H62B -0.0298 0.1984 0.3951 0.072 Uiso calc U . R 1.0 . .
Cl Cl3 0.18812(11) 0.16202(9) 0.33423(7) 0.0522(3) Uani d . . . 1.0 . .
Cl Cl4 0.04335(15) 0.16239(9) 0.51525(7) 0.0803(5) Uani d . . . 1.0 . .
C C63 0.3241(8) 0.0256(6) 0.6413(8) 0.050(2) Uani d U P D 0.635(17) A 1
H H63A 0.3275 0.0283 0.58 0.06 Uiso calc U P R 0.635(17) A 1
H H63B 0.2836 -0.0246 0.6752 0.06 Uiso calc U P R 0.635(17) A 1
Cl Cl5 0.2256(7) 0.1416(4) 0.6779(4) 0.087(2) Uani d U P D 0.635(17) A 1
Cl Cl6 0.4856(3) -0.0126(5) 0.6498(8) 0.098(2) Uani d U P D 0.635(17) A 1
C C63A 0.3286(13) 0.0225(10) 0.6796(13) 0.058(5) Uani d U P D 0.365(17) A 2
H H63C 0.3368 -0.0066 0.7384 0.069 Uiso calc U P R 0.365(17) A 2
H H63D 0.2994 -0.02 0.6572 0.069 Uiso calc U P R 0.365(17) A 2
Cl Cl5A 0.2147(6) 0.1429(4) 0.6831(3) 0.0265(16) Uani d U P D 0.365(17) A 2
Cl Cl6A 0.4781(6) 0.0284(10) 0.6122(4) 0.075(2) Uani d U P D 0.365(17) A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C1 . 1.789(3) ?
P1 C31 . 1.802(3) ?
P1 C21 . 1.818(3) ?
P1 H1 . 1.24(3) ?
C1 C10 . 1.379(4) ?
C1 C2 . 1.431(4) ?
C2 C3 . 1.370(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.419(4) ?
C3 H3 . 0.95 ?
C4 C11 . 1.360(4) ?
C4 H4 . 0.95 ?
C5 C12 . 1.369(4) ?
C5 C6 . 1.405(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.388(4) ?
C6 H6 . 0.95 ?
C7 C8 . 1.431(4) ?
C7 H7 . 0.95 ?
C8 C9 . 1.390(4) ?
C8 B1 . 1.635(4) ?
C9 C12 . 1.415(4) ?
C9 C10 . 1.534(4) ?
C10 C11 . 1.431(4) ?
C11 C12 . 1.494(4) ?
C13 C14 . 1.215(4) ?
C13 B1 . 1.598(4) ?
C14 C15 . 1.453(4) ?
C15 C17 . 1.359(5) ?
C15 C16 . 1.473(5) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.95 ?
C17 H17B . 0.95 ?
C21 C26 . 1.407(4) ?
C21 C22 . 1.415(4) ?
C22 C23 . 1.394(4) ?
C22 C27 . 1.508(4) ?
C23 C24 . 1.386(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.384(4) ?
C24 C28 . 1.516(4) ?
C25 C26 . 1.400(4) ?
C25 H25 . 0.95 ?
C26 C29 . 1.516(4) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.415(4) ?
C31 C32 . 1.417(4) ?
C32 C33 . 1.388(4) ?
C32 C37 . 1.510(4) ?
C33 C34 . 1.389(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.393(4) ?
C34 C38 . 1.509(4) ?
C35 C36 . 1.389(4) ?
C35 H35 . 0.95 ?
C36 C39 . 1.512(4) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
B1 C51 . 1.655(4) ?
B1 C41 . 1.669(4) ?
C41 C46 . 1.391(4) ?
C41 C42 . 1.393(4) ?
F42 C42 . 1.352(4) ?
C42 C43 . 1.385(4) ?
F43 C43 . 1.344(4) ?
C43 C44 . 1.371(5) ?
F44 C44 . 1.349(3) ?
C44 C45 . 1.361(5) ?
F45 C45 . 1.351(4) ?
C45 C46 . 1.385(4) ?
F46 C46 . 1.353(3) ?
C51 C56 . 1.387(4) ?
C51 C52 . 1.392(4) ?
F52 C52 . 1.356(3) ?
C52 C53 . 1.381(4) ?
F53 C53 . 1.348(3) ?
C53 C54 . 1.371(4) ?
F54 C54 . 1.344(3) ?
C54 C55 . 1.378(4) ?
F55 C55 . 1.341(3) ?
C55 C56 . 1.383(4) ?
F56 C56 . 1.357(3) ?
C61 Cl1 . 1.750(4) ?
C61 Cl2 . 1.766(4) ?
C61 H61A . 0.99 ?
C61 H61B . 0.99 ?
C62 Cl3 . 1.735(4) ?
C62 Cl4 . 1.757(4) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 Cl5 . 1.750(8) ?
C63 Cl6 . 1.770(9) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C63A Cl6A . 1.733(12) ?
C63A Cl5A . 1.749(12) ?
C63A H63C . 0.99 ?
C63A H63D . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 P1 C31 . . 119.81(12) ?
C1 P1 C21 . . 106.29(12) ?
C31 P1 C21 . . 112.24(13) ?
C1 P1 H1 . . 105.0(14) ?
C31 P1 H1 . . 105.4(14) ?
C21 P1 H1 . . 107.3(14) ?
C10 C1 C2 . . 116.9(2) ?
C10 C1 P1 . . 125.5(2) ?
C2 C1 P1 . . 117.1(2) ?
C3 C2 C1 . . 122.0(3) ?
C3 C2 H2 . . 119.0 ?
C1 C2 H2 . . 119.0 ?
C2 C3 C4 . . 121.4(3) ?
C2 C3 H3 . . 119.3 ?
C4 C3 H3 . . 119.3 ?
C11 C4 C3 . . 116.4(3) ?
C11 C4 H4 . . 121.8 ?
C3 C4 H4 . . 121.8 ?
C12 C5 C6 . . 114.2(3) ?
C12 C5 H5 . . 122.9 ?
C6 C5 H5 . . 122.9 ?
C7 C6 C5 . . 122.0(3) ?
C7 C6 H6 . . 119.0 ?
C5 C6 H6 . . 119.0 ?
C6 C7 C8 . . 124.8(3) ?
C6 C7 H7 . . 117.6 ?
C8 C7 H7 . . 117.6 ?
C9 C8 C7 . . 111.3(2) ?
C9 C8 B1 . . 126.5(2) ?
C7 C8 B1 . . 122.2(2) ?
C8 C9 C12 . . 124.0(3) ?
C8 C9 C10 . . 146.8(3) ?
C12 C9 C10 . . 89.0(2) ?
C1 C10 C11 . . 119.8(2) ?
C1 C10 C9 . . 150.7(3) ?
C11 C10 C9 . . 89.4(2) ?
C4 C11 C10 . . 123.5(3) ?
C4 C11 C12 . . 146.6(3) ?
C10 C11 C12 . . 89.9(2) ?
C5 C12 C9 . . 123.6(3) ?
C5 C12 C11 . . 144.7(3) ?
C9 C12 C11 . . 91.6(2) ?
C14 C13 B1 . . 171.9(3) ?
C13 C14 C15 . . 175.1(3) ?
C17 C15 C14 . . 119.0(3) ?
C17 C15 C16 . . 121.1(3) ?
C14 C15 C16 . . 119.8(3) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C17 H17A . . 120.0 ?
C15 C17 H17B . . 120.0 ?
H17A C17 H17B . . 120.0 ?
C26 C21 C22 . . 120.8(3) ?
C26 C21 P1 . . 116.5(2) ?
C22 C21 P1 . . 122.8(2) ?
C23 C22 C21 . . 117.6(3) ?
C23 C22 C27 . . 117.3(3) ?
C21 C22 C27 . . 124.9(2) ?
C24 C23 C22 . . 122.7(3) ?
C24 C23 H23 . . 118.7 ?
C22 C23 H23 . . 118.7 ?
C25 C24 C23 . . 118.5(3) ?
C25 C24 C28 . . 121.6(3) ?
C23 C24 C28 . . 119.8(3) ?
C24 C25 C26 . . 121.7(3) ?
C24 C25 H25 . . 119.2 ?
C26 C25 H25 . . 119.2 ?
C25 C26 C21 . . 118.5(3) ?
C25 C26 C29 . . 117.5(3) ?
C21 C26 C29 . . 123.8(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 120.3(2) ?
C36 C31 P1 . . 124.6(2) ?
C32 C31 P1 . . 115.0(2) ?
C33 C32 C31 . . 118.7(3) ?
C33 C32 C37 . . 118.8(2) ?
C31 C32 C37 . . 122.5(3) ?
C32 C33 C34 . . 122.3(3) ?
C32 C33 H33 . . 118.8 ?
C34 C33 H33 . . 118.8 ?
C33 C34 C35 . . 117.6(3) ?
C33 C34 C38 . . 120.6(3) ?
C35 C34 C38 . . 121.7(3) ?
C36 C35 C34 . . 123.1(3) ?
C36 C35 H35 . . 118.4 ?
C34 C35 H35 . . 118.4 ?
C35 C36 C31 . . 117.8(2) ?
C35 C36 C39 . . 118.3(2) ?
C31 C36 C39 . . 123.9(2) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C13 B1 C8 . . 110.0(2) ?
C13 B1 C51 . . 108.8(2) ?
C8 B1 C51 . . 112.5(2) ?
C13 B1 C41 . . 107.2(2) ?
C8 B1 C41 . . 109.1(2) ?
C51 B1 C41 . . 109.1(2) ?
C46 C41 C42 . . 112.3(3) ?
C46 C41 B1 . . 125.1(2) ?
C42 C41 B1 . . 122.6(3) ?
F42 C42 C43 . . 114.7(3) ?
F42 C42 C41 . . 120.3(3) ?
C43 C42 C41 . . 125.0(3) ?
F43 C43 C44 . . 120.3(3) ?
F43 C43 C42 . . 120.6(3) ?
C44 C43 C42 . . 119.1(3) ?
F44 C44 C45 . . 120.6(3) ?
F44 C44 C43 . . 120.2(3) ?
C45 C44 C43 . . 119.2(3) ?
F45 C45 C44 . . 119.3(3) ?
F45 C45 C46 . . 120.8(3) ?
C44 C45 C46 . . 119.9(3) ?
F46 C46 C45 . . 114.7(3) ?
F46 C46 C41 . . 120.8(3) ?
C45 C46 C41 . . 124.5(3) ?
C56 C51 C52 . . 112.8(2) ?
C56 C51 B1 . . 126.7(2) ?
C52 C51 B1 . . 120.4(2) ?
F52 C52 C53 . . 115.6(2) ?
F52 C52 C51 . . 119.8(2) ?
C53 C52 C51 . . 124.5(3) ?
F53 C53 C54 . . 119.2(2) ?
F53 C53 C52 . . 120.9(3) ?
C54 C53 C52 . . 119.9(3) ?
F54 C54 C53 . . 120.9(3) ?
F54 C54 C55 . . 120.7(3) ?
C53 C54 C55 . . 118.5(3) ?
F55 C55 C54 . . 119.5(3) ?
F55 C55 C56 . . 120.8(3) ?
C54 C55 C56 . . 119.8(3) ?
F56 C56 C55 . . 114.0(2) ?
F56 C56 C51 . . 121.4(2) ?
C55 C56 C51 . . 124.6(3) ?
Cl1 C61 Cl2 . . 111.8(2) ?
Cl1 C61 H61A . . 109.2 ?
Cl2 C61 H61A . . 109.2 ?
Cl1 C61 H61B . . 109.2 ?
Cl2 C61 H61B . . 109.2 ?
H61A C61 H61B . . 107.9 ?
Cl3 C62 Cl4 . . 111.9(3) ?
Cl3 C62 H62A . . 109.2 ?
Cl4 C62 H62A . . 109.2 ?
Cl3 C62 H62B . . 109.2 ?
Cl4 C62 H62B . . 109.2 ?
H62A C62 H62B . . 107.9 ?
Cl5 C63 Cl6 . . 113.3(5) ?
Cl5 C63 H63A . . 108.9 ?
Cl6 C63 H63A . . 108.9 ?
Cl5 C63 H63B . . 108.9 ?
Cl6 C63 H63B . . 108.9 ?
H63A C63 H63B . . 107.7 ?
Cl6A C63A Cl5A . . 108.5(9) ?
Cl6A C63A H63C . . 110.0 ?
Cl5A C63A H63C . . 110.0 ?
Cl6A C63A H63D . . 110.0 ?
Cl5A C63A H63D . . 110.0 ?
H63C C63A H63D . . 108.4 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C31 P1 C1 C10 . . . . -99.4(3) ?
C21 P1 C1 C10 . . . . 132.1(2) ?
C31 P1 C1 C2 . . . . 89.2(2) ?
C21 P1 C1 C2 . . . . -39.2(2) ?
C10 C1 C2 C3 . . . . 1.9(4) ?
P1 C1 C2 C3 . . . . 174.0(2) ?
C1 C2 C3 C4 . . . . -0.9(4) ?
C2 C3 C4 C11 . . . . -0.9(4) ?
C12 C5 C6 C7 . . . . 1.0(5) ?
C5 C6 C7 C8 . . . . -1.7(5) ?
C6 C7 C8 C9 . . . . 0.0(4) ?
C6 C7 C8 B1 . . . . 178.2(3) ?
C7 C8 C9 C12 . . . . 2.3(4) ?
B1 C8 C9 C12 . . . . -175.8(3) ?
C7 C8 C9 C10 . . . . 173.3(4) ?
B1 C8 C9 C10 . . . . -4.8(6) ?
C2 C1 C10 C11 . . . . -0.9(4) ?
P1 C1 C10 C11 . . . . -172.3(2) ?
C2 C1 C10 C9 . . . . 177.5(4) ?
P1 C1 C10 C9 . . . . 6.1(6) ?
C8 C9 C10 C1 . . . . 9.1(8) ?
C12 C9 C10 C1 . . . . -178.4(5) ?
C8 C9 C10 C11 . . . . -172.3(4) ?
C12 C9 C10 C11 . . . . 0.3(2) ?
C3 C4 C11 C10 . . . . 1.9(4) ?
C3 C4 C11 C12 . . . . -178.0(4) ?
C1 C10 C11 C4 . . . . -1.0(4) ?
C9 C10 C11 C4 . . . . 179.8(3) ?
C1 C10 C11 C12 . . . . 179.0(3) ?
C9 C10 C11 C12 . . . . -0.2(2) ?
C6 C5 C12 C9 . . . . 1.2(5) ?
C6 C5 C12 C11 . . . . -175.2(4) ?
C8 C9 C12 C5 . . . . -3.1(5) ?
C10 C9 C12 C5 . . . . -178.2(3) ?
C8 C9 C12 C11 . . . . 174.8(3) ?
C10 C9 C12 C11 . . . . -0.2(2) ?
C4 C11 C12 C5 . . . . -2.7(8) ?
C10 C11 C12 C5 . . . . 177.3(5) ?
C4 C11 C12 C9 . . . . -179.8(5) ?
C10 C11 C12 C9 . . . . 0.3(2) ?
C1 P1 C21 C26 . . . . -71.7(2) ?
C31 P1 C21 C26 . . . . 155.5(2) ?
C1 P1 C21 C22 . . . . 107.0(2) ?
C31 P1 C21 C22 . . . . -25.8(3) ?
C26 C21 C22 C23 . . . . -4.6(4) ?
P1 C21 C22 C23 . . . . 176.8(2) ?
C26 C21 C22 C27 . . . . 171.2(3) ?
P1 C21 C22 C27 . . . . -7.5(4) ?
C21 C22 C23 C24 . . . . 0.9(4) ?
C27 C22 C23 C24 . . . . -175.2(3) ?
C22 C23 C24 C25 . . . . 2.8(4) ?
C22 C23 C24 C28 . . . . -179.1(3) ?
C23 C24 C25 C26 . . . . -2.9(4) ?
C28 C24 C25 C26 . . . . 179.0(3) ?
C24 C25 C26 C21 . . . . -0.7(4) ?
C24 C25 C26 C29 . . . . 174.9(3) ?
C22 C21 C26 C25 . . . . 4.5(4) ?
P1 C21 C26 C25 . . . . -176.8(2) ?
C22 C21 C26 C29 . . . . -170.8(3) ?
P1 C21 C26 C29 . . . . 7.9(4) ?
C1 P1 C31 C36 . . . . -16.7(3) ?
C21 P1 C31 C36 . . . . 109.0(2) ?
C1 P1 C31 C32 . . . . 167.55(19) ?
C21 P1 C31 C32 . . . . -66.7(2) ?
C36 C31 C32 C33 . . . . -1.6(4) ?
P1 C31 C32 C33 . . . . 174.4(2) ?
C36 C31 C32 C37 . . . . 178.2(2) ?
P1 C31 C32 C37 . . . . -5.8(3) ?
C31 C32 C33 C34 . . . . 0.3(4) ?
C37 C32 C33 C34 . . . . -179.6(3) ?
C32 C33 C34 C35 . . . . 0.9(4) ?
C32 C33 C34 C38 . . . . 178.3(3) ?
C33 C34 C35 C36 . . . . -0.8(4) ?
C38 C34 C35 C36 . . . . -178.2(3) ?
C34 C35 C36 C31 . . . . -0.5(4) ?
C34 C35 C36 C39 . . . . 179.1(3) ?
C32 C31 C36 C35 . . . . 1.7(4) ?
P1 C31 C36 C35 . . . . -173.9(2) ?
C32 C31 C36 C39 . . . . -177.9(3) ?
P1 C31 C36 C39 . . . . 6.6(4) ?
C9 C8 B1 C13 . . . . -60.7(4) ?
C7 C8 B1 C13 . . . . 121.4(3) ?
C9 C8 B1 C51 . . . . 60.8(4) ?
C7 C8 B1 C51 . . . . -117.1(3) ?
C9 C8 B1 C41 . . . . -178.0(3) ?
C7 C8 B1 C41 . . . . 4.2(4) ?
C13 B1 C41 C46 . . . . 144.3(3) ?
C8 B1 C41 C46 . . . . -96.7(3) ?
C51 B1 C41 C46 . . . . 26.6(4) ?
C13 B1 C41 C42 . . . . -37.7(3) ?
C8 B1 C41 C42 . . . . 81.3(3) ?
C51 B1 C41 C42 . . . . -155.4(3) ?
C46 C41 C42 F42 . . . . 175.0(3) ?
B1 C41 C42 F42 . . . . -3.3(4) ?
C46 C41 C42 C43 . . . . -2.8(4) ?
B1 C41 C42 C43 . . . . 178.9(3) ?
F42 C42 C43 F43 . . . . 2.8(4) ?
C41 C42 C43 F43 . . . . -179.3(3) ?
F42 C42 C43 C44 . . . . -176.8(3) ?
C41 C42 C43 C44 . . . . 1.1(5) ?
F43 C43 C44 F44 . . . . -0.1(5) ?
C42 C43 C44 F44 . . . . 179.5(3) ?
F43 C43 C44 C45 . . . . -178.5(3) ?
C42 C43 C44 C45 . . . . 1.1(5) ?
F44 C44 C45 F45 . . . . 0.0(5) ?
C43 C44 C45 F45 . . . . 178.4(3) ?
F44 C44 C45 C46 . . . . -179.7(3) ?
C43 C44 C45 C46 . . . . -1.3(5) ?
F45 C45 C46 F46 . . . . -1.6(4) ?
C44 C45 C46 F46 . . . . 178.1(3) ?
F45 C45 C46 C41 . . . . 179.6(3) ?
C44 C45 C46 C41 . . . . -0.7(5) ?
C42 C41 C46 F46 . . . . -176.1(3) ?
B1 C41 C46 F46 . . . . 2.0(4) ?
C42 C41 C46 C45 . . . . 2.6(4) ?
B1 C41 C46 C45 . . . . -179.2(3) ?
C13 B1 C51 C56 . . . . 133.1(3) ?
C8 B1 C51 C56 . . . . 10.9(4) ?
C41 B1 C51 C56 . . . . -110.3(3) ?
C13 B1 C51 C52 . . . . -50.6(3) ?
C8 B1 C51 C52 . . . . -172.7(2) ?
C41 B1 C51 C52 . . . . 66.1(3) ?
C56 C51 C52 F52 . . . . 177.9(2) ?
B1 C51 C52 F52 . . . . 1.0(4) ?
C56 C51 C52 C53 . . . . 0.2(4) ?
B1 C51 C52 C53 . . . . -176.6(3) ?
F52 C52 C53 F53 . . . . 2.2(4) ?
C51 C52 C53 F53 . . . . 179.9(2) ?
F52 C52 C53 C54 . . . . -177.7(2) ?
C51 C52 C53 C54 . . . . 0.0(4) ?
F53 C53 C54 F54 . . . . -0.8(4) ?
C52 C53 C54 F54 . . . . 179.1(2) ?
F53 C53 C54 C55 . . . . 179.6(2) ?
C52 C53 C54 C55 . . . . -0.5(4) ?
F54 C54 C55 F55 . . . . 1.8(4) ?
C53 C54 C55 F55 . . . . -178.6(2) ?
F54 C54 C55 C56 . . . . -178.9(2) ?
C53 C54 C55 C56 . . . . 0.7(4) ?
F55 C55 C56 F56 . . . . -2.5(4) ?
C54 C55 C56 F56 . . . . 178.2(2) ?
F55 C55 C56 C51 . . . . 178.8(3) ?
C54 C55 C56 C51 . . . . -0.5(4) ?
C52 C51 C56 F56 . . . . -178.6(2) ?
B1 C51 C56 F56 . . . . -2.0(4) ?
C52 C51 C56 C55 . . . . 0.1(4) ?
B1 C51 C56 C55 . . . . 176.7(3) ?

####################################################################### 
# 
# 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_erk8598
_database_code_depnum_ccdc_archive 'CCDC 1587991'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H34 B F10 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         866.55

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.3724(3)
_cell_length_b                   14.8949(3)
_cell_length_c                   23.4627(5)
_cell_angle_alpha                75.9580(10)
_cell_angle_beta                 83.4140(10)
_cell_angle_gamma                65.3740(10)
_cell_volume                     4120.83(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      3.3428
_cell_measurement_theta_max      66.7272
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1776

_exptl_absorpt_coefficient_mu    1.303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison,
Wisconsin, USA.'
;
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine--focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'CuK\a '
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            60594
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         66.87
_diffrn_reflns_theta_full        66.87
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

Structure factors included contributions from the .fab file.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.054 0.815 0.440 18 0 ' '
2 0.104 0.340 0.283 8 0 ' '
3 0.500 0.000 0.000 212 45 ' '
4 0.167 0.049 0.383 8 0 ' '
5 0.833 0.951 0.617 8 0 ' '
6 0.896 0.660 0.717 8 0 ' '
7 0.946 0.185 0.560 17 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
A disordered solvent molecule (possible half hexane molecule) was found 
in the asymmetrical unit and could not be satisfactorily refined. The 
program SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18) was therefore
used to remove mathematically the effect of the solvent. 
The quoted formula and derived parameters are not included the squeezed
solvent molecule. 
;

_reflns_number_total             14488
_reflns_number_gt                11039
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1139
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_number_reflns         14488
_refine_ls_number_parameters     1129
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.5624P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.365
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.1-----1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX2 v.2014.1-----1 (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 v.2014.1-----1 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.57479(5) 0.54616(4) 0.67000(2) 0.02299(13) Uani d . . . 1 . .
B B1 0.4919(2) 0.40251(19) 0.83207(11) 0.0225(5) Uani d . . . 1 . .
C C8 0.53217(17) 0.29900(16) 0.80549(10) 0.0219(5) Uani d . . . 1 . .
C C7 0.51723(19) 0.20974(17) 0.83616(10) 0.0260(5) Uani d . . . 1 . .
H H7 0.4889 0.2084 0.8752 0.031 Uiso calc U . R 1 . .
C C6 0.54063(19) 0.12541(18) 0.81366(11) 0.0285(5) Uani d . . . 1 . .
H H6 0.5268 0.0701 0.8373 0.034 Uiso calc U . R 1 . .
C C5 0.58446(18) 0.11944(17) 0.75659(11) 0.0270(5) Uani d . . . 1 . .
H H5 0.6007 0.0621 0.7404 0.032 Uiso calc U . R 1 . .
C C4 0.6855(2) 0.23563(18) 0.61569(11) 0.0349(6) Uani d . . . 1 . .
H H4 0.7044 0.174 0.6036 0.042 Uiso calc U . R 1 . .
C C3 0.7038(2) 0.31775(19) 0.57905(11) 0.0405(7) Uani d . . . 1 . .
H H3 0.7387 0.3108 0.5418 0.049 Uiso calc U . R 1 . .
C C2 0.6721(2) 0.40769(19) 0.59624(10) 0.0356(6) Uani d . . . 1 . .
H H2 0.685 0.4616 0.5701 0.043 Uiso calc U . R 1 . .
C C1 0.6207(2) 0.42319(17) 0.65178(10) 0.0273(5) Uani d . . . 1 . .
C C10 0.60963(18) 0.34088(16) 0.68929(10) 0.0236(5) Uani d . . . 1 . .
C C9 0.57411(18) 0.29035(16) 0.74916(10) 0.0225(5) Uani d . . . 1 . .
C C12 0.60170(18) 0.20231(16) 0.72632(10) 0.0231(5) Uani d . . . 1 . .
C C11 0.6392(2) 0.24947(17) 0.66928(10) 0.0276(5) Uani d . . . 1 . .
C C13 0.50291(18) 0.47929(16) 0.77248(9) 0.0213(5) Uani d . . . 1 . .
H H13 0.4402 0.5074 0.7483 0.026 Uiso calc U . R 1 . .
C C14 0.58120(18) 0.51178(16) 0.74987(9) 0.0214(5) Uani d . . . 1 . .
C C21 0.4286(2) 0.62005(17) 0.65494(10) 0.0255(5) Uani d . . . 1 . .
C C22 0.3676(2) 0.59555(18) 0.62005(11) 0.0329(6) Uani d . . . 1 . .
C C23 0.2529(2) 0.64027(19) 0.62440(12) 0.0376(6) Uani d . . . 1 . .
H H23 0.2114 0.6232 0.6018 0.045 Uiso calc U . R 1 . .
C C24 0.1966(2) 0.7081(2) 0.65995(12) 0.0381(6) Uani d . . . 1 . .
C C25 0.2577(2) 0.74010(18) 0.68766(11) 0.0306(5) Uani d . . . 1 . .
H H25 0.2204 0.793 0.7082 0.037 Uiso calc U . R 1 . .
C C26 0.37268(19) 0.69709(16) 0.68641(10) 0.0242(5) Uani d . . . 1 . .
C C27 0.4178(3) 0.5286(2) 0.57641(12) 0.0459(8) Uani d . . . 1 . .
H H27A 0.4448 0.4575 0.5972 0.069 Uiso calc U . R 1 . .
H H27B 0.4791 0.5428 0.5555 0.069 Uiso calc U . R 1 . .
H H27C 0.362 0.5419 0.5482 0.069 Uiso calc U . R 1 . .
C C28 0.0742(2) 0.7426(3) 0.67019(15) 0.0547(8) Uani d . . . 1 . .
H H28A 0.0595 0.6958 0.7038 0.082 Uiso calc U . R 1 . .
H H28B 0.0399 0.7438 0.6351 0.082 Uiso calc U . R 1 . .
H H28C 0.0437 0.8106 0.6783 0.082 Uiso calc U . R 1 . .
C C29 0.42959(19) 0.73746(16) 0.71883(10) 0.0250(5) Uani d . . . 1 . .
H H29A 0.385 0.8095 0.7172 0.037 Uiso calc U . R 1 . .
H H29B 0.5018 0.7287 0.7006 0.037 Uiso calc U . R 1 . .
H H29C 0.4391 0.7005 0.7599 0.037 Uiso calc U . R 1 . .
C C31 0.6650(2) 0.60534(17) 0.63073(9) 0.0258(5) Uani d . . . 1 . .
C C32 0.6258(2) 0.70116(17) 0.59036(9) 0.0258(5) Uani d . . . 1 . .
C C33 0.7009(2) 0.74191(17) 0.56553(10) 0.0272(5) Uani d . . . 1 . .
H H33 0.6745 0.806 0.5391 0.033 Uiso calc U . R 1 . .
C C34 0.8126(2) 0.69410(18) 0.57719(10) 0.0297(5) Uani d . . . 1 . .
C C35 0.8505(2) 0.59926(18) 0.61411(10) 0.0300(5) Uani d . . . 1 . .
H H35 0.9269 0.5645 0.6219 0.036 Uiso calc U . R 1 . .
C C36 0.77974(19) 0.55294(17) 0.64027(10) 0.0272(5) Uani d . . . 1 . .
C C37 0.5086(2) 0.76359(18) 0.57016(10) 0.0311(5) Uani d . . . 1 . .
H H37A 0.4638 0.7941 0.602 0.047 Uiso calc U . R 1 . .
H H37B 0.4789 0.7201 0.5594 0.047 Uiso calc U . R 1 . .
H H37C 0.5074 0.8171 0.536 0.047 Uiso calc U . R 1 . .
C C38 0.8896(2) 0.7433(2) 0.54998(11) 0.0390(6) Uani d . . . 1 . .
H H38A 0.8657 0.7815 0.5101 0.058 Uiso calc U . R 1 . .
H H38B 0.9642 0.6911 0.5483 0.058 Uiso calc U . R 1 . .
H H38C 0.8892 0.7892 0.5737 0.058 Uiso calc U . R 1 . .
C C39 0.8372(2) 0.44589(19) 0.67495(11) 0.0377(6) Uani d . . . 1 . .
H H39A 0.886 0.4033 0.6487 0.057 Uiso calc U . R 1 . .
H H39B 0.7823 0.4194 0.6926 0.057 Uiso calc U . R 1 . .
H H39C 0.8805 0.4456 0.706 0.057 Uiso calc U . R 1 . .
C C41 0.55893(17) 0.40240(16) 0.88699(9) 0.0215(5) Uani d . . . 1 . .
C C42 0.53922(18) 0.49441(17) 0.90058(9) 0.0228(5) Uani d . . . 1 . .
F F42 0.46775(11) 0.58171(9) 0.86764(5) 0.0275(3) Uani d . . . 1 . .
C C43 0.58776(19) 0.50526(18) 0.94568(10) 0.0272(5) Uani d . . . 1 . .
F F43 0.56733(12) 0.59711(10) 0.95484(6) 0.0346(3) Uani d . . . 1 . .
C C44 0.65749(19) 0.41999(19) 0.98261(10) 0.0271(5) Uani d . . . 1 . .
F F44 0.70300(12) 0.42739(12) 1.02835(6) 0.0387(4) Uani d . . . 1 . .
C C45 0.67714(18) 0.32654(18) 0.97263(10) 0.0267(5) Uani d . . . 1 . .
F F45 0.74155(11) 0.24228(11) 1.01009(6) 0.0334(3) Uani d . . . 1 . .
C C46 0.63008(18) 0.31964(17) 0.92536(10) 0.0232(5) Uani d . . . 1 . .
F F46 0.65809(11) 0.22455(9) 0.91816(6) 0.0297(3) Uani d . . . 1 . .
C C51 0.36367(18) 0.43003(17) 0.85953(10) 0.0228(5) Uani d . . . 1 . .
C C52 0.26754(19) 0.50606(16) 0.83314(10) 0.0250(5) Uani d . . . 1 . .
F F52 0.27171(11) 0.56462(10) 0.77971(6) 0.0338(3) Uani d . . . 1 . .
C C53 0.16324(19) 0.52858(18) 0.85776(12) 0.0323(6) Uani d . . . 1 . .
F F53 0.07439(11) 0.60152(11) 0.82783(7) 0.0432(4) Uani d . . . 1 . .
C C54 0.1497(2) 0.47752(19) 0.91319(12) 0.0327(6) Uani d . . . 1 . .
F F54 0.04867(11) 0.49915(12) 0.93805(7) 0.0430(4) Uani d . . . 1 . .
C C55 0.2414(2) 0.40296(18) 0.94273(11) 0.0289(5) Uani d . . . 1 . .
F F55 0.23041(12) 0.35366(11) 0.99750(6) 0.0379(3) Uani d . . . 1 . .
C C56 0.34332(19) 0.38090(17) 0.91495(10) 0.0259(5) Uani d . . . 1 . .
F F56 0.42678(11) 0.30434(10) 0.94766(6) 0.0302(3) Uani d . . . 1 . .
C C61 0.67778(18) 0.50164(16) 0.78171(9) 0.0219(5) Uani d . . . 1 . .
C C62 0.69784(19) 0.58532(18) 0.78328(10) 0.0277(5) Uani d . . . 1 . .
H H62 0.6513 0.6504 0.7625 0.033 Uiso calc U . R 1 . .
C C63 0.7855(2) 0.57467(19) 0.81497(12) 0.0352(6) Uani d . . . 1 . .
H H63 0.7987 0.6324 0.8156 0.042 Uiso calc U . R 1 . .
C C64 0.8539(2) 0.4796(2) 0.84564(11) 0.0339(6) Uani d . . . 1 . .
H H64 0.9128 0.4724 0.868 0.041 Uiso calc U . R 1 . .
C C65 0.83566(19) 0.39579(18) 0.84341(10) 0.0282(5) Uani d . . . 1 . .
H H65 0.8828 0.3306 0.8638 0.034 Uiso calc U . R 1 . .
C C66 0.74900(18) 0.40632(17) 0.81152(9) 0.0231(5) Uani d . . . 1 . .
H H66 0.7378 0.3481 0.8099 0.028 Uiso calc U . R 1 . .
P P1A 0.16377(4) 0.05828(4) 0.81771(2) 0.02000(13) Uani d . . . 1 . .
B B1A 0.2934(2) 0.07282(19) 0.64886(11) 0.0232(5) Uani d . . . 1 . .
C C1A 0.30248(18) -0.02996(17) 0.83869(10) 0.0244(5) Uani d . . . 1 . .
C C2A 0.32604(19) -0.07665(17) 0.89928(10) 0.0271(5) Uani d . . . 1 . .
H H2A 0.2685 -0.0593 0.9277 0.033 Uiso calc U . R 1 . .
C C3A 0.4287(2) -0.14549(19) 0.91767(11) 0.0318(6) Uani d . . . 1 . .
H H3A 0.44 -0.1755 0.9583 0.038 Uiso calc U . R 1 . .
C C4A 0.5181(2) -0.17310(18) 0.87799(11) 0.0306(5) Uani d . . . 1 . .
H H4A 0.5893 -0.2217 0.8905 0.037 Uiso calc U . R 1 . .
C C5A 0.63448(18) -0.14823(17) 0.72509(11) 0.0259(5) Uani d . . . 1 . .
H H5A 0.7038 -0.1958 0.7408 0.031 Uiso calc U . R 1 . .
C C6A 0.61889(19) -0.10609(17) 0.66491(11) 0.0278(5) Uani d . . . 1 . .
H H6A 0.6802 -0.1244 0.6387 0.033 Uiso calc U . R 1 . .
C C7A 0.51695(18) -0.03857(17) 0.64235(10) 0.0257(5) Uani d . . . 1 . .
H H7A 0.5123 -0.0137 0.601 0.031 Uiso calc U . R 1 . .
C C8A 0.41779(18) -0.00317(16) 0.67653(10) 0.0225(5) Uani d . . . 1 . .
C C9A 0.43782(17) -0.04480(16) 0.73621(10) 0.0211(5) Uani d . . . 1 . .
C C10A 0.39017(18) -0.05484(16) 0.79982(10) 0.0224(5) Uani d . . . 1 . .
C C11A 0.49626(18) -0.12578(17) 0.82044(10) 0.0254(5) Uani d . . . 1 . .
C C12A 0.54248(18) -0.11577(16) 0.75949(10) 0.0230(5) Uani d . . . 1 . .
C C13A 0.22256(17) 0.07343(16) 0.70903(9) 0.0208(5) Uani d . . . 1 . .
H H13A 0.2012 0.0181 0.7195 0.025 Uiso calc U . R 1 . .
C C14A 0.18636(17) 0.13307(16) 0.74807(9) 0.0203(5) Uani d . . . 1 . .
C C21A 0.07974(18) -0.00278(16) 0.80143(10) 0.0222(5) Uani d . . . 1 . .
C C22A -0.02218(18) 0.06304(17) 0.77444(10) 0.0249(5) Uani d . . . 1 . .
C C23A -0.0920(2) 0.02194(19) 0.76320(12) 0.0336(6) Uani d . . . 1 . .
H H23A -0.1603 0.0661 0.745 0.04 Uiso calc U . R 1 . .
C C24A -0.0656(2) -0.0810(2) 0.77763(13) 0.0368(6) Uani d . . . 1 . .
C C25A 0.0361(2) -0.14443(19) 0.80265(12) 0.0334(6) Uani d . . . 1 . .
H H25A 0.0558 -0.2154 0.8118 0.04 Uiso calc U . R 1 . .
C C26A 0.11036(18) -0.10840(17) 0.81485(10) 0.0251(5) Uani d . . . 1 . .
C C27A -0.06278(18) 0.17650(17) 0.75857(11) 0.0284(5) Uani d . . . 1 . .
H H27D -0.0513 0.2006 0.7916 0.043 Uiso calc U . R 1 . .
H H27E -0.1414 0.2064 0.7498 0.043 Uiso calc U . R 1 . .
H H27F -0.0221 0.1964 0.724 0.043 Uiso calc U . R 1 . .
C C28A -0.1450(2) -0.1229(2) 0.76659(17) 0.0567(9) Uani d . . . 1 . .
H H28D -0.2134 -0.0953 0.7889 0.085 Uiso calc U . R 1 . .
H H28E -0.1122 -0.1968 0.7792 0.085 Uiso calc U . R 1 . .
H H28F -0.1609 -0.1039 0.7246 0.085 Uiso calc U . R 1 . .
C C29A 0.2162(2) -0.18872(17) 0.84294(11) 0.0292(5) Uani d . . . 1 . .
H H29D 0.2179 -0.2558 0.845 0.044 Uiso calc U . R 1 . .
H H29E 0.2203 -0.1804 0.8827 0.044 Uiso calc U . R 1 . .
H H29F 0.2791 -0.1819 0.8193 0.044 Uiso calc U . R 1 . .
C C31A 0.10700(18) 0.12067(16) 0.87949(10) 0.0227(5) Uani d . . . 1 . .
C C32A 0.01779(18) 0.11023(17) 0.91571(10) 0.0246(5) Uani d . . . 1 . .
C C33A -0.01786(19) 0.16178(18) 0.96117(10) 0.0290(5) Uani d . . . 1 . .
H H33A -0.0766 0.154 0.9857 0.035 Uiso calc U . R 1 . .
C C34A 0.0272(2) 0.22367(19) 0.97271(11) 0.0324(6) Uani d . . . 1 . .
C C35A 0.1165(2) 0.22948(19) 0.93824(11) 0.0322(6) Uani d . . . 1 . .
H H35A 0.15 0.2705 0.9458 0.039 Uiso calc U . R 1 . .
C C36A 0.15902(19) 0.17797(17) 0.89319(10) 0.0245(5) Uani d . . . 1 . .
C C37A -0.0424(2) 0.0453(2) 0.91183(11) 0.0335(6) Uani d . . . 1 . .
H H37D -0.0861 0.0384 0.9478 0.05 Uiso calc U . R 1 . .
H H37E 0.0112 -0.0217 0.9072 0.05 Uiso calc U . R 1 . .
H H37F -0.0912 0.0773 0.878 0.05 Uiso calc U . R 1 . .
C C38A -0.0156(3) 0.2792(3) 1.02190(14) 0.0533(8) Uani d . . . 1 . .
H H38D -0.0727 0.3463 1.007 0.08 Uiso calc U . R 1 . .
H H38E 0.0448 0.2865 1.0376 0.08 Uiso calc U . R 1 . .
H H38F -0.0468 0.241 1.0532 0.08 Uiso calc U . R 1 . .
C C39A 0.2653(2) 0.18369(19) 0.86606(10) 0.0295(5) Uani d . . . 1 . .
H H39D 0.2517 0.2541 0.8474 0.044 Uiso calc U . R 1 . .
H H39E 0.2925 0.1421 0.8365 0.044 Uiso calc U . R 1 . .
H H39F 0.3203 0.1586 0.8968 0.044 Uiso calc U . R 1 . .
C C41A 0.25411(18) 0.02218(16) 0.60380(10) 0.0230(5) Uani d . . . 1 . .
C C42A 0.30614(18) 0.00867(16) 0.54967(10) 0.0241(5) Uani d . . . 1 . .
F F42A 0.39247(11) 0.03491(10) 0.53252(6) 0.0302(3) Uani d . . . 1 . .
C C43A 0.2763(2) -0.02934(18) 0.50923(10) 0.0282(5) Uani d . . . 1 . .
F F43A 0.33309(12) -0.04109(12) 0.45842(6) 0.0412(4) Uani d . . . 1 . .
C C44A 0.1871(2) -0.05434(19) 0.52099(10) 0.0319(6) Uani d . . . 1 . .
F F44A 0.15706(13) -0.09264(12) 0.48288(7) 0.0452(4) Uani d . . . 1 . .
C C45A 0.1288(2) -0.03852(19) 0.57220(11) 0.0315(5) Uani d . . . 1 . .
F F45A 0.03891(13) -0.05925(13) 0.58355(7) 0.0461(4) Uani d . . . 1 . .
C C46A 0.16230(19) -0.00140(18) 0.61188(10) 0.0269(5) Uani d . . . 1 . .
F F46A 0.09775(11) 0.01076(12) 0.66038(6) 0.0379(4) Uani d . . . 1 . .
C C51A 0.27515(18) 0.18702(16) 0.61078(9) 0.0230(5) Uani d . . . 1 . .
C C52A 0.35346(19) 0.22570(17) 0.58831(10) 0.0250(5) Uani d . . . 1 . .
F F52A 0.46164(11) 0.16849(10) 0.59829(6) 0.0331(3) Uani d . . . 1 . .
C C53A 0.3287(2) 0.32275(18) 0.55686(10) 0.0290(5) Uani d . . . 1 . .
F F53A 0.40984(12) 0.35390(11) 0.53489(6) 0.0373(3) Uani d . . . 1 . .
C C54A 0.2206(2) 0.38934(17) 0.54658(10) 0.0302(5) Uani d . . . 1 . .
F F54A 0.19560(14) 0.48465(10) 0.51578(6) 0.0431(4) Uani d . . . 1 . .
C C55A 0.1394(2) 0.35542(18) 0.56710(10) 0.0299(5) Uani d . . . 1 . .
F F55A 0.03304(12) 0.41834(11) 0.55688(6) 0.0416(4) Uani d . . . 1 . .
C C56A 0.16770(19) 0.25712(17) 0.59766(9) 0.0240(5) Uani d . . . 1 . .
F F56A 0.08282(10) 0.22927(10) 0.61616(6) 0.0301(3) Uani d . . . 1 . .
C C61A 0.18838(18) 0.23479(16) 0.74055(9) 0.0211(5) Uani d . . . 1 . .
C C62A 0.28626(18) 0.24705(17) 0.72115(9) 0.0225(5) Uani d . . . 1 . .
H H62A 0.3502 0.1904 0.7142 0.027 Uiso calc U . R 1 . .
C C63A 0.2906(2) 0.34070(18) 0.71204(10) 0.0275(5) Uani d . . . 1 . .
H H63A 0.357 0.3482 0.6985 0.033 Uiso calc U . R 1 . .
C C64A 0.1980(2) 0.42379(18) 0.72263(11) 0.0321(6) Uani d . . . 1 . .
H H64A 0.2006 0.4883 0.7157 0.038 Uiso calc U . R 1 . .
C C65A 0.1018(2) 0.41233(18) 0.74340(11) 0.0316(6) Uani d . . . 1 . .
H H65A 0.0389 0.4688 0.7515 0.038 Uiso calc U . R 1 . .
C C66A 0.09696(19) 0.31842(17) 0.75242(10) 0.0259(5) Uani d . . . 1 . .
H H66A 0.0308 0.3112 0.7668 0.031 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C1 . 1.816(2) ?
P1 C14 . 1.821(2) ?
P1 C31 . 1.822(3) ?
P1 C21 . 1.826(2) ?
B1 C13 . 1.613(3) ?
B1 C41 . 1.652(3) ?
B1 C8 . 1.659(3) ?
B1 C51 . 1.677(3) ?
C8 C9 . 1.389(3) ?
C8 C7 . 1.432(3) ?
C7 C6 . 1.382(3) ?
C7 H7 . 0.95 ?
C6 C5 . 1.407(3) ?
C6 H6 . 0.95 ?
C5 C12 . 1.362(3) ?
C5 H5 . 0.95 ?
C4 C11 . 1.359(3) ?
C4 C3 . 1.410(4) ?
C4 H4 . 0.95 ?
C3 C2 . 1.373(3) ?
C3 H3 . 0.95 ?
C2 C1 . 1.426(3) ?
C2 H2 . 0.95 ?
C1 C10 . 1.378(3) ?
C10 C11 . 1.431(3) ?
C10 C9 . 1.548(3) ?
C9 C12 . 1.427(3) ?
C12 C11 . 1.490(3) ?
C13 C14 . 1.335(3) ?
C13 H13 . 0.95 ?
C14 C61 . 1.501(3) ?
C21 C26 . 1.411(3) ?
C21 C22 . 1.420(3) ?
C22 C23 . 1.397(4) ?
C22 C27 . 1.508(4) ?
C23 C24 . 1.383(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.384(4) ?
C24 C28 . 1.506(4) ?
C25 C26 . 1.397(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.502(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.418(3) ?
C31 C32 . 1.429(3) ?
C32 C33 . 1.385(3) ?
C32 C37 . 1.512(3) ?
C33 C34 . 1.388(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.383(3) ?
C34 C38 . 1.502(4) ?
C35 C36 . 1.397(4) ?
C35 H35 . 0.95 ?
C36 C39 . 1.512(3) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C41 C46 . 1.384(3) ?
C41 C42 . 1.393(3) ?
C42 F42 . 1.359(3) ?
C42 C43 . 1.377(3) ?
C43 F43 . 1.345(3) ?
C43 C44 . 1.378(3) ?
C44 F44 . 1.341(2) ?
C44 C45 . 1.379(3) ?
C45 F45 . 1.352(3) ?
C45 C46 . 1.380(3) ?
C46 F46 . 1.354(3) ?
C51 C56 . 1.387(3) ?
C51 C52 . 1.395(3) ?
C52 F52 . 1.353(3) ?
C52 C53 . 1.382(3) ?
C53 F53 . 1.353(3) ?
C53 C54 . 1.372(4) ?
C54 F54 . 1.347(3) ?
C54 C55 . 1.380(4) ?
C55 F55 . 1.342(3) ?
C55 C56 . 1.385(3) ?
C56 F56 . 1.359(3) ?
C61 C62 . 1.389(3) ?
C61 C66 . 1.398(3) ?
C62 C63 . 1.393(3) ?
C62 H62 . 0.95 ?
C63 C64 . 1.391(4) ?
C63 H63 . 0.95 ?
C64 C65 . 1.382(4) ?
C64 H64 . 0.95 ?
C65 C66 . 1.385(3) ?
C65 H65 . 0.95 ?
C66 H66 . 0.95 ?
P1A C1A . 1.809(2) ?
P1A C14A . 1.813(2) ?
P1A C31A . 1.831(2) ?
P1A C21A . 1.831(2) ?
B1A C13A . 1.607(3) ?
B1A C51A . 1.649(3) ?
B1A C8A . 1.671(3) ?
B1A C41A . 1.675(3) ?
C1A C10A . 1.379(3) ?
C1A C2A . 1.430(3) ?
C2A C3A . 1.367(3) ?
C2A H2A . 0.95 ?
C3A C4A . 1.410(4) ?
C3A H3A . 0.95 ?
C4A C11A . 1.365(3) ?
C4A H4A . 0.95 ?
C5A C12A . 1.365(3) ?
C5A C6A . 1.400(3) ?
C5A H5A . 0.95 ?
C6A C7A . 1.384(3) ?
C6A H6A . 0.95 ?
C7A C8A . 1.434(3) ?
C7A H7A . 0.95 ?
C8A C9A . 1.394(3) ?
C9A C12A . 1.427(3) ?
C9A C10A . 1.552(3) ?
C10A C11A . 1.422(3) ?
C11A C12A . 1.490(3) ?
C13A C14A . 1.341(3) ?
C13A H13A . 0.95 ?
C14A C61A . 1.494(3) ?
C21A C26A . 1.412(3) ?
C21A C22A . 1.415(3) ?
C22A C23A . 1.388(3) ?
C22A C27A . 1.505(3) ?
C23A C24A . 1.384(4) ?
C23A H23A . 0.95 ?
C24A C25A . 1.389(4) ?
C24A C28A . 1.510(4) ?
C25A C26A . 1.393(3) ?
C25A H25A . 0.95 ?
C26A C29A . 1.513(3) ?
C27A H27D . 0.98 ?
C27A H27E . 0.98 ?
C27A H27F . 0.98 ?
C28A H28D . 0.98 ?
C28A H28E . 0.98 ?
C28A H28F . 0.98 ?
C29A H29D . 0.98 ?
C29A H29E . 0.98 ?
C29A H29F . 0.98 ?
C31A C36A . 1.412(3) ?
C31A C32A . 1.424(3) ?
C32A C33A . 1.389(3) ?
C32A C37A . 1.516(3) ?
C33A C34A . 1.381(3) ?
C33A H33A . 0.95 ?
C34A C35A . 1.385(4) ?
C34A C38A . 1.503(4) ?
C35A C36A . 1.386(3) ?
C35A H35A . 0.95 ?
C36A C39A . 1.516(3) ?
C37A H37D . 0.98 ?
C37A H37E . 0.98 ?
C37A H37F . 0.98 ?
C38A H38D . 0.98 ?
C38A H38E . 0.98 ?
C38A H38F . 0.98 ?
C39A H39D . 0.98 ?
C39A H39E . 0.98 ?
C39A H39F . 0.98 ?
C41A C46A . 1.393(3) ?
C41A C42A . 1.394(3) ?
C42A F42A . 1.357(3) ?
C42A C43A . 1.384(3) ?
C43A F43A . 1.346(3) ?
C43A C44A . 1.372(4) ?
C44A F44A . 1.344(3) ?
C44A C45A . 1.369(4) ?
C45A F45A . 1.345(3) ?
C45A C46A . 1.387(3) ?
C46A F46A . 1.348(3) ?
C51A C52A . 1.391(3) ?
C51A C56A . 1.395(3) ?
C52A F52A . 1.352(3) ?
C52A C53A . 1.372(3) ?
C53A F53A . 1.354(3) ?
C53A C54A . 1.379(4) ?
C54A F54A . 1.346(3) ?
C54A C55A . 1.373(4) ?
C55A F55A . 1.348(3) ?
C55A C56A . 1.376(3) ?
C56A F56A . 1.357(3) ?
C61A C66A . 1.395(3) ?
C61A C62A . 1.406(3) ?
C62A C63A . 1.384(3) ?
C62A H62A . 0.95 ?
C63A C64A . 1.389(3) ?
C63A H63A . 0.95 ?
C64A C65A . 1.386(4) ?
C64A H64A . 0.95 ?
C65A C66A . 1.390(3) ?
C65A H65A . 0.95 ?
C66A H66A . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 P1 C14 . . 101.49(10) ?
C1 P1 C31 . . 107.25(11) ?
C14 P1 C31 . . 117.56(10) ?
C1 P1 C21 . . 110.82(11) ?
C14 P1 C21 . . 104.21(10) ?
C31 P1 C21 . . 114.72(11) ?
C13 B1 C41 . . 112.22(19) ?
C13 B1 C8 . . 98.52(17) ?
C41 B1 C8 . . 119.77(18) ?
C13 B1 C51 . . 115.19(19) ?
C41 B1 C51 . . 102.79(17) ?
C8 B1 C51 . . 108.98(18) ?
C9 C8 C7 . . 110.97(19) ?
C9 C8 B1 . . 125.2(2) ?
C7 C8 B1 . . 123.6(2) ?
C6 C7 C8 . . 125.4(2) ?
C6 C7 H7 . . 117.3 ?
C8 C7 H7 . . 117.3 ?
C7 C6 C5 . . 121.6(2) ?
C7 C6 H6 . . 119.2 ?
C5 C6 H6 . . 119.2 ?
C12 C5 C6 . . 114.7(2) ?
C12 C5 H5 . . 122.6 ?
C6 C5 H5 . . 122.6 ?
C11 C4 C3 . . 116.3(2) ?
C11 C4 H4 . . 121.9 ?
C3 C4 H4 . . 121.9 ?
C2 C3 C4 . . 121.2(2) ?
C2 C3 H3 . . 119.4 ?
C4 C3 H3 . . 119.4 ?
C3 C2 C1 . . 122.5(2) ?
C3 C2 H2 . . 118.7 ?
C1 C2 H2 . . 118.7 ?
C10 C1 C2 . . 116.4(2) ?
C10 C1 P1 . . 123.57(17) ?
C2 C1 P1 . . 120.05(18) ?
C1 C10 C11 . . 119.7(2) ?
C1 C10 C9 . . 151.1(2) ?
C11 C10 C9 . . 89.14(18) ?
C8 C9 C12 . . 123.9(2) ?
C8 C9 C10 . . 147.6(2) ?
C12 C9 C10 . . 88.50(17) ?
C5 C12 C9 . . 123.3(2) ?
C5 C12 C11 . . 144.9(2) ?
C9 C12 C11 . . 91.66(18) ?
C4 C11 C10 . . 123.7(2) ?
C4 C11 C12 . . 145.6(2) ?
C10 C11 C12 . . 90.65(18) ?
C14 C13 B1 . . 133.8(2) ?
C14 C13 H13 . . 113.1 ?
B1 C13 H13 . . 113.1 ?
C13 C14 C61 . . 126.6(2) ?
C13 C14 P1 . . 110.53(16) ?
C61 C14 P1 . . 121.56(16) ?
C26 C21 C22 . . 119.3(2) ?
C26 C21 P1 . . 116.52(16) ?
C22 C21 P1 . . 123.61(18) ?
C23 C22 C21 . . 117.8(2) ?
C23 C22 C27 . . 117.6(2) ?
C21 C22 C27 . . 124.5(2) ?
C24 C23 C22 . . 123.3(2) ?
C24 C23 H23 . . 118.3 ?
C22 C23 H23 . . 118.3 ?
C23 C24 C25 . . 117.4(2) ?
C23 C24 C28 . . 121.4(2) ?
C25 C24 C28 . . 121.1(3) ?
C24 C25 C26 . . 122.1(2) ?
C24 C25 H25 . . 119.0 ?
C26 C25 H25 . . 119.0 ?
C25 C26 C21 . . 119.2(2) ?
C25 C26 C29 . . 117.0(2) ?
C21 C26 C29 . . 123.8(2) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 118.6(2) ?
C36 C31 P1 . . 118.18(17) ?
C32 C31 P1 . . 123.20(18) ?
C33 C32 C31 . . 118.4(2) ?
C33 C32 C37 . . 115.2(2) ?
C31 C32 C37 . . 126.4(2) ?
C32 C33 C34 . . 123.5(2) ?
C32 C33 H33 . . 118.2 ?
C34 C33 H33 . . 118.2 ?
C35 C34 C33 . . 117.6(2) ?
C35 C34 C38 . . 121.3(2) ?
C33 C34 C38 . . 121.0(2) ?
C34 C35 C36 . . 122.0(2) ?
C34 C35 H35 . . 119.0 ?
C36 C35 H35 . . 119.0 ?
C35 C36 C31 . . 119.6(2) ?
C35 C36 C39 . . 114.4(2) ?
C31 C36 C39 . . 125.9(2) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C46 C41 C42 . . 113.30(19) ?
C46 C41 B1 . . 127.81(19) ?
C42 C41 B1 . . 118.75(19) ?
F42 C42 C43 . . 115.67(19) ?
F42 C42 C41 . . 119.44(19) ?
C43 C42 C41 . . 124.9(2) ?
F43 C43 C42 . . 121.4(2) ?
F43 C43 C44 . . 119.5(2) ?
C42 C43 C44 . . 119.1(2) ?
F44 C44 C43 . . 120.8(2) ?
F44 C44 C45 . . 120.5(2) ?
C43 C44 C45 . . 118.7(2) ?
F45 C45 C44 . . 119.2(2) ?
F45 C45 C46 . . 120.7(2) ?
C44 C45 C46 . . 120.1(2) ?
F46 C46 C45 . . 115.4(2) ?
F46 C46 C41 . . 120.72(19) ?
C45 C46 C41 . . 123.9(2) ?
C56 C51 C52 . . 112.0(2) ?
C56 C51 B1 . . 121.6(2) ?
C52 C51 B1 . . 126.2(2) ?
F52 C52 C53 . . 114.8(2) ?
F52 C52 C51 . . 120.4(2) ?
C53 C52 C51 . . 124.8(2) ?
F53 C53 C54 . . 119.7(2) ?
F53 C53 C52 . . 120.4(2) ?
C54 C53 C52 . . 119.9(2) ?
F54 C54 C53 . . 120.7(2) ?
F54 C54 C55 . . 120.7(2) ?
C53 C54 C55 . . 118.7(2) ?
F55 C55 C54 . . 119.7(2) ?
F55 C55 C56 . . 121.4(2) ?
C54 C55 C56 . . 118.9(2) ?
F56 C56 C55 . . 113.5(2) ?
F56 C56 C51 . . 120.8(2) ?
C55 C56 C51 . . 125.7(2) ?
C62 C61 C66 . . 118.5(2) ?
C62 C61 C14 . . 121.6(2) ?
C66 C61 C14 . . 119.9(2) ?
C61 C62 C63 . . 120.7(2) ?
C61 C62 H62 . . 119.7 ?
C63 C62 H62 . . 119.7 ?
C64 C63 C62 . . 120.1(2) ?
C64 C63 H63 . . 120.0 ?
C62 C63 H63 . . 120.0 ?
C65 C64 C63 . . 119.6(2) ?
C65 C64 H64 . . 120.2 ?
C63 C64 H64 . . 120.2 ?
C64 C65 C66 . . 120.3(2) ?
C64 C65 H65 . . 119.8 ?
C66 C65 H65 . . 119.8 ?
C65 C66 C61 . . 120.8(2) ?
C65 C66 H66 . . 119.6 ?
C61 C66 H66 . . 119.6 ?
C1A P1A C14A . . 102.12(10) ?
C1A P1A C31A . . 105.18(10) ?
C14A P1A C31A . . 118.46(10) ?
C1A P1A C21A . . 113.02(10) ?
C14A P1A C21A . . 105.90(10) ?
C31A P1A C21A . . 111.93(10) ?
C13A B1A C51A . . 113.33(18) ?
C13A B1A C8A . . 98.65(17) ?
C51A B1A C8A . . 117.95(19) ?
C13A B1A C41A . . 110.39(19) ?
C51A B1A C41A . . 104.59(17) ?
C8A B1A C41A . . 112.04(17) ?
C10A C1A C2A . . 116.3(2) ?
C10A C1A P1A . . 124.23(17) ?
C2A C1A P1A . . 119.45(17) ?
C3A C2A C1A . . 122.1(2) ?
C3A C2A H2A . . 118.9 ?
C1A C2A H2A . . 118.9 ?
C2A C3A C4A . . 121.8(2) ?
C2A C3A H3A . . 119.1 ?
C4A C3A H3A . . 119.1 ?
C11A C4A C3A . . 115.9(2) ?
C11A C4A H4A . . 122.1 ?
C3A C4A H4A . . 122.1 ?
C12A C5A C6A . . 115.0(2) ?
C12A C5A H5A . . 122.5 ?
C6A C5A H5A . . 122.5 ?
C7A C6A C5A . . 122.0(2) ?
C7A C6A H6A . . 119.0 ?
C5A C6A H6A . . 119.0 ?
C6A C7A C8A . . 125.1(2) ?
C6A C7A H7A . . 117.4 ?
C8A C7A H7A . . 117.4 ?
C9A C8A C7A . . 110.87(19) ?
C9A C8A B1A . . 124.1(2) ?
C7A C8A B1A . . 125.0(2) ?
C8A C9A C12A . . 124.1(2) ?
C8A C9A C10A . . 147.7(2) ?
C12A C9A C10A . . 88.13(17) ?
C1A C10A C11A . . 120.2(2) ?
C1A C10A C9A . . 150.4(2) ?
C11A C10A C9A . . 89.37(18) ?
C4A C11A C10A . . 123.6(2) ?
C4A C11A C12A . . 145.6(2) ?
C10A C11A C12A . . 90.79(18) ?
C5A C12A C9A . . 122.9(2) ?
C5A C12A C11A . . 145.4(2) ?
C9A C12A C11A . . 91.71(18) ?
C14A C13A B1A . . 135.5(2) ?
C14A C13A H13A . . 112.3 ?
B1A C13A H13A . . 112.3 ?
C13A C14A C61A . . 126.4(2) ?
C13A C14A P1A . . 107.94(16) ?
C61A C14A P1A . . 124.36(15) ?
C26A C21A C22A . . 120.1(2) ?
C26A C21A P1A . . 124.09(17) ?
C22A C21A P1A . . 115.83(16) ?
C23A C22A C21A . . 118.8(2) ?
C23A C22A C27A . . 116.9(2) ?
C21A C22A C27A . . 124.3(2) ?
C24A C23A C22A . . 122.3(2) ?
C24A C23A H23A . . 118.8 ?
C22A C23A H23A . . 118.8 ?
C23A C24A C25A . . 117.9(2) ?
C23A C24A C28A . . 121.0(2) ?
C25A C24A C28A . . 121.1(2) ?
C24A C25A C26A . . 122.8(2) ?
C24A C25A H25A . . 118.6 ?
C26A C25A H25A . . 118.6 ?
C25A C26A C21A . . 118.1(2) ?
C25A C26A C29A . . 115.2(2) ?
C21A C26A C29A . . 126.7(2) ?
C22A C27A H27D . . 109.5 ?
C22A C27A H27E . . 109.5 ?
H27D C27A H27E . . 109.5 ?
C22A C27A H27F . . 109.5 ?
H27D C27A H27F . . 109.5 ?
H27E C27A H27F . . 109.5 ?
C24A C28A H28D . . 109.5 ?
C24A C28A H28E . . 109.5 ?
H28D C28A H28E . . 109.5 ?
C24A C28A H28F . . 109.5 ?
H28D C28A H28F . . 109.5 ?
H28E C28A H28F . . 109.5 ?
C26A C29A H29D . . 109.5 ?
C26A C29A H29E . . 109.5 ?
H29D C29A H29E . . 109.5 ?
C26A C29A H29F . . 109.5 ?
H29D C29A H29F . . 109.5 ?
H29E C29A H29F . . 109.5 ?
C36A C31A C32A . . 118.9(2) ?
C36A C31A P1A . . 117.41(17) ?
C32A C31A P1A . . 123.64(16) ?
C33A C32A C31A . . 118.1(2) ?
C33A C32A C37A . . 114.7(2) ?
C31A C32A C37A . . 127.2(2) ?
C34A C33A C32A . . 123.8(2) ?
C34A C33A H33A . . 118.1 ?
C32A C33A H33A . . 118.1 ?
C33A C34A C35A . . 116.9(2) ?
C33A C34A C38A . . 121.7(2) ?
C35A C34A C38A . . 121.3(2) ?
C34A C35A C36A . . 122.7(2) ?
C34A C35A H35A . . 118.6 ?
C36A C35A H35A . . 118.6 ?
C35A C36A C31A . . 119.4(2) ?
C35A C36A C39A . . 114.3(2) ?
C31A C36A C39A . . 126.1(2) ?
C32A C37A H37D . . 109.5 ?
C32A C37A H37E . . 109.5 ?
H37D C37A H37E . . 109.5 ?
C32A C37A H37F . . 109.5 ?
H37D C37A H37F . . 109.5 ?
H37E C37A H37F . . 109.5 ?
C34A C38A H38D . . 109.5 ?
C34A C38A H38E . . 109.5 ?
H38D C38A H38E . . 109.5 ?
C34A C38A H38F . . 109.5 ?
H38D C38A H38F . . 109.5 ?
H38E C38A H38F . . 109.5 ?
C36A C39A H39D . . 109.5 ?
C36A C39A H39E . . 109.5 ?
H39D C39A H39E . . 109.5 ?
C36A C39A H39F . . 109.5 ?
H39D C39A H39F . . 109.5 ?
H39E C39A H39F . . 109.5 ?
C46A C41A C42A . . 112.1(2) ?
C46A C41A B1A . . 125.8(2) ?
C42A C41A B1A . . 121.8(2) ?
F42A C42A C43A . . 114.5(2) ?
F42A C42A C41A . . 120.20(19) ?
C43A C42A C41A . . 125.3(2) ?
F43A C43A C44A . . 119.8(2) ?
F43A C43A C42A . . 120.8(2) ?
C44A C43A C42A . . 119.4(2) ?
F44A C44A C45A . . 120.8(2) ?
F44A C44A C43A . . 120.7(2) ?
C45A C44A C43A . . 118.4(2) ?
F45A C45A C44A . . 119.3(2) ?
F45A C45A C46A . . 120.4(2) ?
C44A C45A C46A . . 120.3(2) ?
F46A C46A C45A . . 114.2(2) ?
F46A C46A C41A . . 121.39(19) ?
C45A C46A C41A . . 124.4(2) ?
C52A C51A C56A . . 113.0(2) ?
C52A C51A B1A . . 129.0(2) ?
C56A C51A B1A . . 118.0(2) ?
F52A C52A C53A . . 115.2(2) ?
F52A C52A C51A . . 120.6(2) ?
C53A C52A C51A . . 124.1(2) ?
F53A C53A C52A . . 120.6(2) ?
F53A C53A C54A . . 119.2(2) ?
C52A C53A C54A . . 120.2(2) ?
F54A C54A C55A . . 120.9(2) ?
F54A C54A C53A . . 120.6(2) ?
C55A C54A C53A . . 118.5(2) ?
F55A C55A C54A . . 119.8(2) ?
F55A C55A C56A . . 120.7(2) ?
C54A C55A C56A . . 119.5(2) ?
F56A C56A C55A . . 115.9(2) ?
F56A C56A C51A . . 119.4(2) ?
C55A C56A C51A . . 124.7(2) ?
C66A C61A C62A . . 118.4(2) ?
C66A C61A C14A . . 122.6(2) ?
C62A C61A C14A . . 119.00(19) ?
C63A C62A C61A . . 120.7(2) ?
C63A C62A H62A . . 119.6 ?
C61A C62A H62A . . 119.6 ?
C62A C63A C64A . . 120.1(2) ?
C62A C63A H63A . . 119.9 ?
C64A C63A H63A . . 119.9 ?
C65A C64A C63A . . 119.8(2) ?
C65A C64A H64A . . 120.1 ?
C63A C64A H64A . . 120.1 ?
C64A C65A C66A . . 120.2(2) ?
C64A C65A H65A . . 119.9 ?
C66A C65A H65A . . 119.9 ?
C65A C66A C61A . . 120.6(2) ?
C65A C66A H66A . . 119.7 ?
C61A C66A H66A . . 119.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C13 B1 C8 C9 . . . . 6.9(3) ?
C41 B1 C8 C9 . . . . -114.9(2) ?
C51 B1 C8 C9 . . . . 127.3(2) ?
C13 B1 C8 C7 . . . . -166.4(2) ?
C41 B1 C8 C7 . . . . 71.9(3) ?
C51 B1 C8 C7 . . . . -45.9(3) ?
C9 C8 C7 C6 . . . . -0.1(3) ?
B1 C8 C7 C6 . . . . 174.0(2) ?
C8 C7 C6 C5 . . . . 1.0(4) ?
C7 C6 C5 C12 . . . . 0.2(3) ?
C11 C4 C3 C2 . . . . -2.6(4) ?
C4 C3 C2 C1 . . . . 0.9(4) ?
C3 C2 C1 C10 . . . . 3.5(4) ?
C3 C2 C1 P1 . . . . -176.9(2) ?
C14 P1 C1 C10 . . . . 26.2(2) ?
C31 P1 C1 C10 . . . . 150.1(2) ?
C21 P1 C1 C10 . . . . -84.0(2) ?
C14 P1 C1 C2 . . . . -153.4(2) ?
C31 P1 C1 C2 . . . . -29.5(2) ?
C21 P1 C1 C2 . . . . 96.4(2) ?
C2 C1 C10 C11 . . . . -6.0(3) ?
P1 C1 C10 C11 . . . . 174.44(17) ?
C2 C1 C10 C9 . . . . 177.4(4) ?
P1 C1 C10 C9 . . . . -2.2(5) ?
C7 C8 C9 C12 . . . . -2.0(3) ?
B1 C8 C9 C12 . . . . -175.9(2) ?
C7 C8 C9 C10 . . . . 176.7(3) ?
B1 C8 C9 C10 . . . . 2.7(5) ?
C1 C10 C9 C8 . . . . -3.6(7) ?
C11 C10 C9 C8 . . . . 179.4(4) ?
C1 C10 C9 C12 . . . . 175.3(4) ?
C11 C10 C9 C12 . . . . -1.72(17) ?
C6 C5 C12 C9 . . . . -2.3(3) ?
C6 C5 C12 C11 . . . . -178.0(3) ?
C8 C9 C12 C5 . . . . 3.4(4) ?
C10 C9 C12 C5 . . . . -175.9(2) ?
C8 C9 C12 C11 . . . . -179.1(2) ?
C10 C9 C12 C11 . . . . 1.65(17) ?
C3 C4 C11 C10 . . . . -0.1(4) ?
C3 C4 C11 C12 . . . . -177.8(3) ?
C1 C10 C11 C4 . . . . 4.6(4) ?
C9 C10 C11 C4 . . . . -177.1(2) ?
C1 C10 C11 C12 . . . . -176.7(2) ?
C9 C10 C11 C12 . . . . 1.64(17) ?
C5 C12 C11 C4 . . . . -7.2(6) ?
C9 C12 C11 C4 . . . . 176.3(4) ?
C5 C12 C11 C10 . . . . 174.7(3) ?
C9 C12 C11 C10 . . . . -1.78(18) ?
C41 B1 C13 C14 . . . . 30.9(3) ?
C8 B1 C13 C14 . . . . -96.2(3) ?
C51 B1 C13 C14 . . . . 148.1(2) ?
B1 C13 C14 C61 . . . . -14.8(4) ?
B1 C13 C14 P1 . . . . 152.4(2) ?
C1 P1 C14 C13 . . . . -69.91(18) ?
C31 P1 C14 C13 . . . . 173.51(15) ?
C21 P1 C14 C13 . . . . 45.28(18) ?
C1 P1 C14 C61 . . . . 97.99(18) ?
C31 P1 C14 C61 . . . . -18.6(2) ?
C21 P1 C14 C61 . . . . -146.82(17) ?
C1 P1 C21 C26 . . . . 156.46(18) ?
C14 P1 C21 C26 . . . . 48.0(2) ?
C31 P1 C21 C26 . . . . -81.9(2) ?
C1 P1 C21 C22 . . . . -15.1(2) ?
C14 P1 C21 C22 . . . . -123.5(2) ?
C31 P1 C21 C22 . . . . 106.5(2) ?
C26 C21 C22 C23 . . . . -8.0(3) ?
P1 C21 C22 C23 . . . . 163.29(19) ?
C26 C21 C22 C27 . . . . 168.8(2) ?
P1 C21 C22 C27 . . . . -19.9(4) ?
C21 C22 C23 C24 . . . . 1.2(4) ?
C27 C22 C23 C24 . . . . -175.8(3) ?
C22 C23 C24 C25 . . . . 6.7(4) ?
C22 C23 C24 C28 . . . . -170.8(3) ?
C23 C24 C25 C26 . . . . -8.0(4) ?
C28 C24 C25 C26 . . . . 169.5(3) ?
C24 C25 C26 C21 . . . . 1.4(4) ?
C24 C25 C26 C29 . . . . -179.2(2) ?
C22 C21 C26 C25 . . . . 6.8(3) ?
P1 C21 C26 C25 . . . . -165.10(18) ?
C22 C21 C26 C29 . . . . -172.6(2) ?
P1 C21 C26 C29 . . . . 15.5(3) ?
C1 P1 C31 C36 . . . . -56.75(19) ?
C14 P1 C31 C36 . . . . 56.7(2) ?
C21 P1 C31 C36 . . . . 179.70(16) ?
C1 P1 C31 C32 . . . . 122.43(18) ?
C14 P1 C31 C32 . . . . -124.15(18) ?
C21 P1 C31 C32 . . . . -1.1(2) ?
C36 C31 C32 C33 . . . . -4.6(3) ?
P1 C31 C32 C33 . . . . 176.25(16) ?
C36 C31 C32 C37 . . . . 173.9(2) ?
P1 C31 C32 C37 . . . . -5.3(3) ?
C31 C32 C33 C34 . . . . 0.8(3) ?
C37 C32 C33 C34 . . . . -177.8(2) ?
C32 C33 C34 C35 . . . . 2.2(3) ?
C32 C33 C34 C38 . . . . -178.6(2) ?
C33 C34 C35 C36 . . . . -1.5(3) ?
C38 C34 C35 C36 . . . . 179.3(2) ?
C34 C35 C36 C31 . . . . -2.3(3) ?
C34 C35 C36 C39 . . . . 175.0(2) ?
C32 C31 C36 C35 . . . . 5.3(3) ?
P1 C31 C36 C35 . . . . -175.48(17) ?
C32 C31 C36 C39 . . . . -171.7(2) ?
P1 C31 C36 C39 . . . . 7.6(3) ?
C13 B1 C41 C46 . . . . -132.4(2) ?
C8 B1 C41 C46 . . . . -17.7(3) ?
C51 B1 C41 C46 . . . . 103.2(2) ?
C13 B1 C41 C42 . . . . 52.1(3) ?
C8 B1 C41 C42 . . . . 166.8(2) ?
C51 B1 C41 C42 . . . . -72.3(2) ?
C46 C41 C42 F42 . . . . -177.71(19) ?
B1 C41 C42 F42 . . . . -1.6(3) ?
C46 C41 C42 C43 . . . . 2.7(3) ?
B1 C41 C42 C43 . . . . 178.8(2) ?
F42 C42 C43 F43 . . . . -1.9(3) ?
C41 C42 C43 F43 . . . . 177.7(2) ?
F42 C42 C43 C44 . . . . 177.2(2) ?
C41 C42 C43 C44 . . . . -3.2(4) ?
F43 C43 C44 F44 . . . . 1.7(3) ?
C42 C43 C44 F44 . . . . -177.4(2) ?
F43 C43 C44 C45 . . . . 179.8(2) ?
C42 C43 C44 C45 . . . . 0.7(3) ?
F44 C44 C45 F45 . . . . 1.0(3) ?
C43 C44 C45 F45 . . . . -177.1(2) ?
F44 C44 C45 C46 . . . . -179.9(2) ?
C43 C44 C45 C46 . . . . 2.0(3) ?
F45 C45 C46 F46 . . . . -3.4(3) ?
C44 C45 C46 F46 . . . . 177.5(2) ?
F45 C45 C46 C41 . . . . 176.6(2) ?
C44 C45 C46 C41 . . . . -2.5(4) ?
C42 C41 C46 F46 . . . . -179.79(19) ?
B1 C41 C46 F46 . . . . 4.5(3) ?
C42 C41 C46 C45 . . . . 0.2(3) ?
B1 C41 C46 C45 . . . . -175.5(2) ?
C13 B1 C51 C56 . . . . -169.68(19) ?
C41 B1 C51 C56 . . . . -47.3(3) ?
C8 B1 C51 C56 . . . . 80.8(2) ?
C13 B1 C51 C52 . . . . 6.0(3) ?
C41 B1 C51 C52 . . . . 128.4(2) ?
C8 B1 C51 C52 . . . . -103.5(2) ?
C56 C51 C52 F52 . . . . 177.68(18) ?
B1 C51 C52 F52 . . . . 1.6(3) ?
C56 C51 C52 C53 . . . . -2.1(3) ?
B1 C51 C52 C53 . . . . -178.1(2) ?
F52 C52 C53 F53 . . . . 2.6(3) ?
C51 C52 C53 F53 . . . . -177.7(2) ?
F52 C52 C53 C54 . . . . -176.7(2) ?
C51 C52 C53 C54 . . . . 3.1(4) ?
F53 C53 C54 F54 . . . . 0.1(3) ?
C52 C53 C54 F54 . . . . 179.4(2) ?
F53 C53 C54 C55 . . . . 179.6(2) ?
C52 C53 C54 C55 . . . . -1.2(3) ?
F54 C54 C55 F55 . . . . -2.2(3) ?
C53 C54 C55 F55 . . . . 178.4(2) ?
F54 C54 C55 C56 . . . . 178.05(19) ?
C53 C54 C55 C56 . . . . -1.4(3) ?
F55 C55 C56 F56 . . . . 2.0(3) ?
C54 C55 C56 F56 . . . . -178.20(19) ?
F55 C55 C56 C51 . . . . -177.4(2) ?
C54 C55 C56 C51 . . . . 2.4(3) ?
C52 C51 C56 F56 . . . . 179.95(18) ?
B1 C51 C56 F56 . . . . -3.8(3) ?
C52 C51 C56 C55 . . . . -0.7(3) ?
B1 C51 C56 C55 . . . . 175.6(2) ?
C13 C14 C61 C62 . . . . -124.3(3) ?
P1 C14 C61 C62 . . . . 69.8(3) ?
C13 C14 C61 C66 . . . . 54.6(3) ?
P1 C14 C61 C66 . . . . -111.2(2) ?
C66 C61 C62 C63 . . . . -1.4(3) ?
C14 C61 C62 C63 . . . . 177.5(2) ?
C61 C62 C63 C64 . . . . -0.2(4) ?
C62 C63 C64 C65 . . . . 1.4(4) ?
C63 C64 C65 C66 . . . . -0.9(4) ?
C64 C65 C66 C61 . . . . -0.8(3) ?
C62 C61 C66 C65 . . . . 1.9(3) ?
C14 C61 C66 C65 . . . . -177.0(2) ?
C14A P1A C1A C10A . . . . -22.0(2) ?
C31A P1A C1A C10A . . . . -146.24(19) ?
C21A P1A C1A C10A . . . . 91.4(2) ?
C14A P1A C1A C2A . . . . 156.65(18) ?
C31A P1A C1A C2A . . . . 32.4(2) ?
C21A P1A C1A C2A . . . . -90.04(19) ?
C10A C1A C2A C3A . . . . -2.7(3) ?
P1A C1A C2A C3A . . . . 178.60(19) ?
C1A C2A C3A C4A . . . . 1.3(4) ?
C2A C3A C4A C11A . . . . 1.0(4) ?
C12A C5A C6A C7A . . . . -1.5(3) ?
C5A C6A C7A C8A . . . . 0.8(4) ?
C6A C7A C8A C9A . . . . 0.9(3) ?
C6A C7A C8A B1A . . . . -176.0(2) ?
C13A B1A C8A C9A . . . . -1.2(3) ?
C51A B1A C8A C9A . . . . 121.1(2) ?
C41A B1A C8A C9A . . . . -117.4(2) ?
C13A B1A C8A C7A . . . . 175.4(2) ?
C51A B1A C8A C7A . . . . -62.3(3) ?
C41A B1A C8A C7A . . . . 59.2(3) ?
C7A C8A C9A C12A . . . . -2.0(3) ?
B1A C8A C9A C12A . . . . 175.0(2) ?
C7A C8A C9A C10A . . . . -177.4(3) ?
B1A C8A C9A C10A . . . . -0.4(5) ?
C2A C1A C10A C11A . . . . 1.9(3) ?
P1A C1A C10A C11A . . . . -179.51(16) ?
C2A C1A C10A C9A . . . . 179.6(3) ?
P1A C1A C10A C9A . . . . -1.8(5) ?
C8A C9A C10A C1A . . . . -2.3(6) ?
C12A C9A C10A C1A . . . . -178.5(4) ?
C8A C9A C10A C11A . . . . 175.7(3) ?
C12A C9A C10A C11A . . . . -0.41(17) ?
C3A C4A C11A C10A . . . . -1.8(3) ?
C3A C4A C11A C12A . . . . -179.9(3) ?
C1A C10A C11A C4A . . . . 0.4(3) ?
C9A C10A C11A C4A . . . . -178.5(2) ?
C1A C10A C11A C12A . . . . 179.3(2) ?
C9A C10A C11A C12A . . . . 0.39(16) ?
C6A C5A C12A C9A . . . . 0.4(3) ?
C6A C5A C12A C11A . . . . 178.0(3) ?
C8A C9A C12A C5A . . . . 1.5(3) ?
C10A C9A C12A C5A . . . . 179.0(2) ?
C8A C9A C12A C11A . . . . -177.1(2) ?
C10A C9A C12A C11A . . . . 0.39(16) ?
C4A C11A C12A C5A . . . . 0.0(6) ?
C10A C11A C12A C5A . . . . -178.4(3) ?
C4A C11A C12A C9A . . . . 177.9(3) ?
C10A C11A C12A C9A . . . . -0.42(17) ?
C51A B1A C13A C14A . . . . -31.7(3) ?
C8A B1A C13A C14A . . . . 93.9(3) ?
C41A B1A C13A C14A . . . . -148.7(2) ?
B1A C13A C14A C61A . . . . 11.0(4) ?
B1A C13A C14A P1A . . . . -156.1(2) ?
C1A P1A C14A C13A . . . . 68.19(17) ?
C31A P1A C14A C13A . . . . -176.90(14) ?
C21A P1A C14A C13A . . . . -50.31(17) ?
C1A P1A C14A C61A . . . . -99.24(19) ?
C31A P1A C14A C61A . . . . 15.7(2) ?
C21A P1A C14A C61A . . . . 142.26(17) ?
C1A P1A C21A C26A . . . . 12.2(2) ?
C14A P1A C21A C26A . . . . 123.16(19) ?
C31A P1A C21A C26A . . . . -106.4(2) ?
C1A P1A C21A C22A . . . . -168.73(17) ?
C14A P1A C21A C22A . . . . -57.73(19) ?
C31A P1A C21A C22A . . . . 72.73(19) ?
C26A C21A C22A C23A . . . . 1.9(3) ?
P1A C21A C22A C23A . . . . -177.28(18) ?
C26A C21A C22A C27A . . . . 179.7(2) ?
P1A C21A C22A C27A . . . . 0.6(3) ?
C21A C22A C23A C24A . . . . 0.2(4) ?
C27A C22A C23A C24A . . . . -177.8(2) ?
C22A C23A C24A C25A . . . . -1.9(4) ?
C22A C23A C24A C28A . . . . 178.0(3) ?
C23A C24A C25A C26A . . . . 1.6(4) ?
C28A C24A C25A C26A . . . . -178.4(3) ?
C24A C25A C26A C21A . . . . 0.5(4) ?
C24A C25A C26A C29A . . . . 179.1(2) ?
C22A C21A C26A C25A . . . . -2.2(3) ?
P1A C21A C26A C25A . . . . 176.88(18) ?
C22A C21A C26A C29A . . . . 179.3(2) ?
P1A C21A C26A C29A . . . . -1.6(3) ?
C1A P1A C31A C36A . . . . 62.22(19) ?
C14A P1A C31A C36A . . . . -51.0(2) ?
C21A P1A C31A C36A . . . . -174.68(16) ?
C1A P1A C31A C32A . . . . -114.53(19) ?
C14A P1A C31A C32A . . . . 132.23(18) ?
C21A P1A C31A C32A . . . . 8.6(2) ?
C36A C31A C32A C33A . . . . 3.5(3) ?
P1A C31A C32A C33A . . . . -179.85(17) ?
C36A C31A C32A C37A . . . . -174.4(2) ?
P1A C31A C32A C37A . . . . 2.3(3) ?
C31A C32A C33A C34A . . . . 1.0(4) ?
C37A C32A C33A C34A . . . . 179.1(2) ?
C32A C33A C34A C35A . . . . -3.3(4) ?
C32A C33A C34A C38A . . . . 179.0(3) ?
C33A C34A C35A C36A . . . . 1.2(4) ?
C38A C34A C35A C36A . . . . 178.9(3) ?
C34A C35A C36A C31A . . . . 3.1(4) ?
C34A C35A C36A C39A . . . . -172.5(2) ?
C32A C31A C36A C35A . . . . -5.4(3) ?
P1A C31A C36A C35A . . . . 177.70(18) ?
C32A C31A C36A C39A . . . . 169.6(2) ?
P1A C31A C36A C39A . . . . -7.3(3) ?
C13A B1A C41A C46A . . . . 9.7(3) ?
C51A B1A C41A C46A . . . . -112.5(2) ?
C8A B1A C41A C46A . . . . 118.6(2) ?
C13A B1A C41A C42A . . . . -177.10(19) ?
C51A B1A C41A C42A . . . . 60.7(3) ?
C8A B1A C41A C42A . . . . -68.2(3) ?
C46A C41A C42A F42A . . . . 175.28(19) ?
B1A C41A C42A F42A . . . . 1.3(3) ?
C46A C41A C42A C43A . . . . -3.7(3) ?
B1A C41A C42A C43A . . . . -177.7(2) ?
F42A C42A C43A F43A . . . . 2.1(3) ?
C41A C42A C43A F43A . . . . -178.9(2) ?
F42A C42A C43A C44A . . . . -177.3(2) ?
C41A C42A C43A C44A . . . . 1.7(4) ?
F43A C43A C44A F44A . . . . 1.5(4) ?
C42A C43A C44A F44A . . . . -179.1(2) ?
F43A C43A C44A C45A . . . . -177.9(2) ?
C42A C43A C44A C45A . . . . 1.4(4) ?
F44A C44A C45A F45A . . . . -1.7(4) ?
C43A C44A C45A F45A . . . . 177.7(2) ?
F44A C44A C45A C46A . . . . 178.3(2) ?
C43A C44A C45A C46A . . . . -2.2(4) ?
F45A C45A C46A F46A . . . . 0.0(3) ?
C44A C45A C46A F46A . . . . 179.9(2) ?
F45A C45A C46A C41A . . . . -180.0(2) ?
C44A C45A C46A C41A . . . . 0.0(4) ?
C42A C41A C46A F46A . . . . -177.1(2) ?
B1A C41A C46A F46A . . . . -3.4(4) ?
C42A C41A C46A C45A . . . . 2.8(3) ?
B1A C41A C46A C45A . . . . 176.5(2) ?
C13A B1A C51A C52A . . . . 127.6(2) ?
C8A B1A C51A C52A . . . . 13.2(3) ?
C41A B1A C51A C52A . . . . -112.1(2) ?
C13A B1A C51A C56A . . . . -53.1(3) ?
C8A B1A C51A C56A . . . . -167.52(19) ?
C41A B1A C51A C56A . . . . 67.2(2) ?
C56A C51A C52A F52A . . . . 178.31(18) ?
B1A C51A C52A F52A . . . . -2.3(3) ?
C56A C51A C52A C53A . . . . 0.5(3) ?
B1A C51A C52A C53A . . . . 179.8(2) ?
F52A C52A C53A F53A . . . . 4.1(3) ?
C51A C52A C53A F53A . . . . -177.98(19) ?
F52A C52A C53A C54A . . . . -176.83(19) ?
C51A C52A C53A C54A . . . . 1.1(3) ?
F53A C53A C54A F54A . . . . -0.9(3) ?
C52A C53A C54A F54A . . . . 180.0(2) ?
F53A C53A C54A C55A . . . . 177.4(2) ?
C52A C53A C54A C55A . . . . -1.7(3) ?
F54A C54A C55A F55A . . . . -0.6(3) ?
C53A C54A C55A F55A . . . . -178.9(2) ?
F54A C54A C55A C56A . . . . 179.0(2) ?
C53A C54A C55A C56A . . . . 0.7(3) ?
F55A C55A C56A F56A . . . . 0.0(3) ?
C54A C55A C56A F56A . . . . -179.63(19) ?
F55A C55A C56A C51A . . . . -179.4(2) ?
C54A C55A C56A C51A . . . . 1.0(4) ?
C52A C51A C56A F56A . . . . 179.10(18) ?
B1A C51A C56A F56A . . . . -0.3(3) ?
C52A C51A C56A C55A . . . . -1.6(3) ?
B1A C51A C56A C55A . . . . 179.0(2) ?
C13A C14A C61A C66A . . . . 131.8(2) ?
P1A C14A C61A C66A . . . . -63.1(3) ?
C13A C14A C61A C62A . . . . -48.7(3) ?
P1A C14A C61A C62A . . . . 116.5(2) ?
C66A C61A C62A C63A . . . . -2.3(3) ?
C14A C61A C62A C63A . . . . 178.15(19) ?
C61A C62A C63A C64A . . . . 0.7(3) ?
C62A C63A C64A C65A . . . . 1.2(4) ?
C63A C64A C65A C66A . . . . -1.4(4) ?
C64A C65A C66A C61A . . . . -0.3(4) ?
C62A C61A C66A C65A . . . . 2.1(3) ?
C14A C61A C66A C65A . . . . -178.4(2) ?


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

data_erk8588
_database_code_depnum_ccdc_archive 'CCDC 1587993'
_audit_update_record             
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H38 B F10 P'
_chemical_formula_weight         894.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   14.5964(3)
_cell_length_b                   18.8664(3)
_cell_length_c                   15.7176(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.493(1)
_cell_angle_gamma                90.00
_cell_volume                     4190.60(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4.08
_cell_measurement_theta_min      26.37
_cell_measurement_theta_max      8158

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9781
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34103
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_av_sigmaI/netI    0.0447
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         26.38
_reflns_number_total             8490
_reflns_number_gt                6848
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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)+(0.0486P)²+2.8570P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8490
_refine_ls_number_parameters     583
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1288
_refine_ls_wR_factor_gt          0.1186
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
P1 P 0.47804(4) 0.13509(3) 0.74537(3) 0.02935(13) Uani 1 1 d . . .
C1 C 0.56728(14) 0.06648(11) 0.76413(13) 0.0318(4) Uani 1 1 d . . .
C2 C 0.66412(15) 0.08767(12) 0.79298(14) 0.0368(5) Uani 1 1 d . . .
H2 H 0.6789 0.1367 0.7925 0.044 Uiso 1 1 calc R . .
C3 C 0.73685(16) 0.04018(12) 0.82132(15) 0.0404(5) Uani 1 1 d . . .
H3 H 0.8001 0.0570 0.8394 0.048 Uiso 1 1 calc R . .
C4 C 0.71901(16) -0.03335(12) 0.82392(15) 0.0404(5) Uani 1 1 d . . .
H4 H 0.7684 -0.0666 0.8447 0.048 Uiso 1 1 calc R . .
C5 C 0.54820(16) -0.18530(12) 0.79096(15) 0.0410(5) Uani 1 1 d . . .
H5 H 0.5999 -0.2161 0.8143 0.049 Uiso 1 1 calc R . .
C6 C 0.45446(17) -0.20919(12) 0.76362(15) 0.0441(5) Uani 1 1 d . . .
H6 H 0.4420 -0.2583 0.7682 0.053 Uiso 1 1 calc R . .
C7 C 0.37966(17) -0.16428(11) 0.73040(15) 0.0398(5) Uani 1 1 d . . .
H7 H 0.3182 -0.1845 0.7124 0.048 Uiso 1 1 calc R . .
C8 C 0.38808(15) -0.08936(11) 0.72113(13) 0.0323(4) Uani 1 1 d . . .
C9 C 0.48138(15) -0.06782(10) 0.74831(13) 0.0325(4) Uani 1 1 d . . .
C10 C 0.55106(14) -0.00536(11) 0.76415(13) 0.0316(4) Uani 1 1 d . . .
C11 C 0.62732(15) -0.05374(11) 0.79512(14) 0.0349(5) Uani 1 1 d . . .
C12 C 0.55893(15) -0.11425(11) 0.78126(14) 0.0353(5) Uani 1 1 d . . .
C13 C 0.35034(13) 0.03939(10) 0.69681(12) 0.0290(4) Uani 1 1 d . . .
H13 H 0.3762 0.0486 0.6482 0.035 Uiso 1 1 calc R . .
C14 C 0.36926(14) 0.09261(10) 0.75514(12) 0.0299(4) Uani 1 1 d . . .
C15 C 0.31951(14) 0.11180(11) 0.82591(13) 0.0332(4) Uani 1 1 d . . .
H15A H 0.3546 0.1511 0.8613 0.040 Uiso 1 1 calc R . .
H15B H 0.3227 0.0705 0.8654 0.040 Uiso 1 1 calc R . .
C16 C 0.21573(14) 0.13394(11) 0.79276(13) 0.0343(4) Uani 1 1 d . . .
H16A H 0.2122 0.1777 0.7573 0.041 Uiso 1 1 calc R . .
H16B H 0.1808 0.0963 0.7541 0.041 Uiso 1 1 calc R . .
C21 C 0.44826(14) 0.17207(11) 0.63475(13) 0.0316(4) Uani 1 1 d . . .
C22 C 0.48550(15) 0.14716(11) 0.56515(14) 0.0356(5) Uani 1 1 d . . .
C23 C 0.44465(16) 0.17147(12) 0.48049(14) 0.0400(5) Uani 1 1 d . . .
H23 H 0.4692 0.1549 0.4335 0.048 Uiso 1 1 calc R . .
C24 C 0.36977(16) 0.21877(13) 0.46198(15) 0.0429(5) Uani 1 1 d . . .
C25 C 0.33697(16) 0.24450(12) 0.53104(15) 0.0403(5) Uani 1 1 d . . .
H25 H 0.2872 0.2783 0.5193 0.048 Uiso 1 1 calc R . .
C26 C 0.37438(14) 0.22257(11) 0.61717(13) 0.0333(4) Uani 1 1 d . . .
C27 C 0.56662(19) 0.09589(15) 0.57460(16) 0.0550(7) Uani 1 1 d . . .
H27A H 0.5469 0.0489 0.5899 0.083 Uiso 1 1 calc R . .
H27B H 0.6204 0.1124 0.6211 0.083 Uiso 1 1 calc R . .
H27C H 0.5852 0.0930 0.5190 0.083 Uiso 1 1 calc R . .
C28 C 0.3260(2) 0.24158(18) 0.36856(17) 0.0648(8) Uani 1 1 d . . .
H28A H 0.3719 0.2696 0.3468 0.097 Uiso 1 1 calc R . .
H28B H 0.2697 0.2704 0.3668 0.097 Uiso 1 1 calc R . .
H28C H 0.3080 0.1996 0.3315 0.097 Uiso 1 1 calc R . .
C29 C 0.33419(16) 0.25672(11) 0.68675(15) 0.0397(5) Uani 1 1 d . . .
H29A H 0.3638 0.3032 0.7021 0.060 Uiso 1 1 calc R . .
H29B H 0.3470 0.2265 0.7391 0.060 Uiso 1 1 calc R . .
H29C H 0.2657 0.2627 0.6642 0.060 Uiso 1 1 calc R . .
C31 C 0.52668(14) 0.19862(10) 0.83167(13) 0.0320(4) Uani 1 1 d . . .
C32 C 0.55862(15) 0.26735(11) 0.81624(14) 0.0360(5) Uani 1 1 d . . .
C33 C 0.58359(16) 0.31424(12) 0.88662(15) 0.0404(5) Uani 1 1 d . . .
H33 H 0.6036 0.3607 0.8762 0.048 Uiso 1 1 calc R . .
C34 C 0.58049(16) 0.29597(12) 0.97141(15) 0.0416(5) Uani 1 1 d . . .
C35 C 0.55854(16) 0.22654(12) 0.98662(14) 0.0410(5) Uani 1 1 d . . .
H35 H 0.5610 0.2123 1.0451 0.049 Uiso 1 1 calc R . .
C36 C 0.53301(14) 0.17681(11) 0.91934(13) 0.0349(5) Uani 1 1 d . . .
C37 C 0.57433(17) 0.29221(12) 0.72978(15) 0.0421(5) Uani 1 1 d . . .
H37A H 0.5135 0.3052 0.6901 0.063 Uiso 1 1 calc R . .
H37B H 0.6034 0.2540 0.7033 0.063 Uiso 1 1 calc R . .
H37C H 0.6163 0.3335 0.7397 0.063 Uiso 1 1 calc R . .
C38 C 0.6044(2) 0.34993(15) 1.04455(17) 0.0567(7) Uani 1 1 d . . .
H38A H 0.5793 0.3341 1.0937 0.085 Uiso 1 1 calc R . .
H38B H 0.5761 0.3957 1.0230 0.085 Uiso 1 1 calc R . .
H38C H 0.6732 0.3551 1.0645 0.085 Uiso 1 1 calc R . .
C39 C 0.52348(16) 0.10083(12) 0.94658(14) 0.0411(5) Uani 1 1 d . . .
H39A H 0.5860 0.0784 0.9618 0.062 Uiso 1 1 calc R . .
H39B H 0.4818 0.0750 0.8979 0.062 Uiso 1 1 calc R . .
H39C H 0.4964 0.0999 0.9977 0.062 Uiso 1 1 calc R . .
B1 B 0.29582(17) -0.03608(12) 0.68584(15) 0.0315(5) Uani 1 1 d . . .
C41 C 0.24702(14) -0.05455(11) 0.58073(13) 0.0319(4) Uani 1 1 d . . .
F42 F 0.29591(9) 0.05133(7) 0.52115(8) 0.0450(3) Uani 1 1 d . . .
C42 C 0.25212(14) -0.01261(11) 0.50950(13) 0.0346(4) Uani 1 1 d . . .
F43 F 0.22516(10) 0.01421(8) 0.35854(8) 0.0547(4) Uani 1 1 d . . .
C43 C 0.21444(16) -0.03000(13) 0.42250(14) 0.0397(5) Uani 1 1 d . . .
F44 F 0.13269(11) -0.11319(9) 0.31745(9) 0.0601(4) Uani 1 1 d . . .
C44 C 0.16801(16) -0.09351(13) 0.40184(14) 0.0423(5) Uani 1 1 d . . .
F45 F 0.11235(10) -0.19911(7) 0.45015(9) 0.0552(4) Uani 1 1 d . . .
C45 C 0.15902(16) -0.13698(12) 0.46898(15) 0.0413(5) Uani 1 1 d . . .
F46 F 0.17826(10) -0.16158(7) 0.61634(8) 0.0474(3) Uani 1 1 d . . .
C46 C 0.19624(15) -0.11684(11) 0.55496(14) 0.0366(5) Uani 1 1 d . . .
C51 C 0.21887(14) -0.04437(10) 0.74591(13) 0.0319(4) Uani 1 1 d . . .
F52 F 0.08232(9) -0.02130(7) 0.62989(8) 0.0461(3) Uani 1 1 d . . .
C52 C 0.12142(15) -0.03695(11) 0.71542(14) 0.0359(5) Uani 1 1 d . . .
F53 F -0.03491(9) -0.03208(8) 0.73314(10) 0.0543(4) Uani 1 1 d . . .
C53 C 0.05854(16) -0.04201(11) 0.76749(16) 0.0409(5) Uani 1 1 d . . .
F54 F 0.03095(12) -0.05714(9) 0.90763(11) 0.0646(4) Uani 1 1 d . . .
C54 C 0.09101(18) -0.05428(12) 0.85574(16) 0.0450(6) Uani 1 1 d . . .
F55 F 0.22083(12) -0.07262(9) 0.97722(9) 0.0618(4) Uani 1 1 d . . .
C55 C 0.18659(18) -0.06133(12) 0.89034(14) 0.0437(5) Uani 1 1 d . . .
F56 F 0.34026(9) -0.06242(8) 0.87610(8) 0.0480(3) Uani 1 1 d . . .
C56 C 0.24701(16) -0.05649(11) 0.83574(14) 0.0374(5) Uani 1 1 d . . .
C61 C 0.16873(15) 0.14706(11) 0.86685(14) 0.0356(5) Uani 1 1 d . . .
C62 C 0.21407(18) 0.18387(14) 0.94215(16) 0.0483(6) Uani 1 1 d . . .
H62 H 0.2767 0.2006 0.9481 0.058 Uiso 1 1 calc R . .
C63 C 0.1694(2) 0.19659(16) 1.00891(18) 0.0595(7) Uani 1 1 d . . .
H63 H 0.2014 0.2221 1.0598 0.071 Uiso 1 1 calc R . .
C64 C 0.0786(2) 0.17229(15) 1.00143(18) 0.0597(7) Uani 1 1 d . . .
H64 H 0.0481 0.1807 1.0472 0.072 Uiso 1 1 calc R . .
C65 C 0.03279(19) 0.13592(14) 0.92742(19) 0.0570(7) Uani 1 1 d . . .
H65 H -0.0296 0.1188 0.9221 0.068 Uiso 1 1 calc R . .
C66 C 0.07722(16) 0.12409(12) 0.86047(16) 0.0439(5) Uani 1 1 d . . .
H66 H 0.0442 0.0997 0.8091 0.053 Uiso 1 1 calc R . .


_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 C1 1.808(2) . ?
P1 C31 1.816(2) . ?
P1 C14 1.819(2) . ?
P1 C21 1.822(2) . ?
C1 C10 1.376(3) . ?
C1 C2 1.429(3) . ?
C2 C3 1.375(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C11 1.357(3) . ?
C4 H4 0.9500 . ?
C5 C12 1.363(3) . ?
C5 C6 1.402(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.429(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.382(3) . ?
C8 B1 1.661(3) . ?
C9 C12 1.422(3) . ?
C9 C10 1.536(3) . ?
C10 C11 1.428(3) . ?
C11 C12 1.496(3) . ?
C13 C14 1.341(3) . ?
C13 B1 1.619(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.517(3) . ?
C15 C16 1.531(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C61 1.513(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C21 C26 1.413(3) . ?
C21 C22 1.418(3) . ?
C22 C23 1.393(3) . ?
C22 C27 1.507(3) . ?
C23 C24 1.384(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(3) . ?
C24 C28 1.510(3) . ?
C25 C26 1.390(3) . ?
C25 H25 0.9500 . ?
C26 C29 1.509(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C36 1.419(3) . ?
C31 C32 1.419(3) . ?
C32 C33 1.392(3) . ?
C32 C37 1.508(3) . ?
C33 C34 1.388(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 C38 1.510(3) . ?
C35 C36 1.393(3) . ?
C35 H35 0.9500 . ?
C36 C39 1.513(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
B1 C51 1.646(3) . ?
B1 C41 1.664(3) . ?
C41 C42 1.388(3) . ?
C41 C46 1.394(3) . ?
F42 C42 1.356(2) . ?
C42 C43 1.380(3) . ?
F43 C43 1.345(3) . ?
C43 C44 1.375(3) . ?
F44 C44 1.349(2) . ?
C44 C45 1.369(3) . ?
F45 C45 1.351(2) . ?
C45 C46 1.378(3) . ?
F46 C46 1.356(2) . ?
C51 C56 1.387(3) . ?
C51 C52 1.390(3) . ?
F52 C52 1.355(2) . ?
C52 C53 1.377(3) . ?
F53 C53 1.349(3) . ?
C53 C54 1.369(3) . ?
F54 C54 1.340(3) . ?
C54 C55 1.371(4) . ?
F55 C55 1.348(3) . ?
C55 C56 1.379(3) . ?
F56 C56 1.355(3) . ?
C61 C66 1.384(3) . ?
C61 C62 1.389(3) . ?
C62 C63 1.388(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.379(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.372(4) . ?
C64 H64 0.9500 . ?
C65 C66 1.385(3) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?

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
C1 P1 C31 102.69(9) . . ?
C1 P1 C14 106.22(9) . . ?
C31 P1 C14 114.47(9) . . ?
C1 P1 C21 114.83(9) . . ?
C31 P1 C21 114.54(9) . . ?
C14 P1 C21 104.15(9) . . ?
C10 C1 C2 115.60(18) . . ?
C10 C1 P1 126.05(16) . . ?
C2 C1 P1 117.81(15) . . ?
C3 C2 C1 122.9(2) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C11 C4 C3 116.2(2) . . ?
C11 C4 H4 121.9 . . ?
C3 C4 H4 121.9 . . ?
C12 C5 C6 114.4(2) . . ?
C12 C5 H5 122.8 . . ?
C6 C5 H5 122.8 . . ?
C7 C6 C5 122.6(2) . . ?
C7 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 C7 C8 124.5(2) . . ?
C6 C7 H7 117.7 . . ?
C8 C7 H7 117.7 . . ?
C9 C8 C7 111.24(19) . . ?
C9 C8 B1 125.39(18) . . ?
C7 C8 B1 123.32(18) . . ?
C8 C9 C12 124.35(19) . . ?
C8 C9 C10 146.81(19) . . ?
C12 C9 C10 88.80(16) . . ?
C1 C10 C11 120.69(19) . . ?
C1 C10 C9 149.64(19) . . ?
C11 C10 C9 89.59(16) . . ?
C4 C11 C10 123.5(2) . . ?
C4 C11 C12 146.2(2) . . ?
C10 C11 C12 90.19(16) . . ?
C5 C12 C9 122.9(2) . . ?
C5 C12 C11 145.6(2) . . ?
C9 C12 C11 91.40(17) . . ?
C14 C13 B1 137.98(18) . . ?
C14 C13 H13 111.0 . . ?
B1 C13 H13 111.0 . . ?
C13 C14 C15 128.73(19) . . ?
C13 C14 P1 107.88(15) . . ?
C15 C14 P1 123.02(14) . . ?
C14 C15 C16 115.47(17) . . ?
C14 C15 H15A 108.4 . . ?
C16 C15 H15A 108.4 . . ?
C14 C15 H15B 108.4 . . ?
C16 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
C61 C16 C15 112.53(17) . . ?
C61 C16 H16A 109.1 . . ?
C15 C16 H16A 109.1 . . ?
C61 C16 H16B 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C26 C21 C22 119.58(18) . . ?
C26 C21 P1 115.64(15) . . ?
C22 C21 P1 124.28(16) . . ?
C23 C22 C21 118.22(19) . . ?
C23 C22 C27 116.33(19) . . ?
C21 C22 C27 125.46(19) . . ?
C24 C23 C22 122.7(2) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C25 C24 C23 118.2(2) . . ?
C25 C24 C28 121.3(2) . . ?
C23 C24 C28 120.5(2) . . ?
C24 C25 C26 122.2(2) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C21 119.05(19) . . ?
C25 C26 C29 116.72(19) . . ?
C21 C26 C29 124.20(18) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 119.11(18) . . ?
C36 C31 P1 116.89(15) . . ?
C32 C31 P1 124.00(16) . . ?
C33 C32 C31 118.5(2) . . ?
C33 C32 C37 116.74(19) . . ?
C31 C32 C37 124.64(19) . . ?
C34 C33 C32 122.7(2) . . ?
C34 C33 H33 118.6 . . ?
C32 C33 H33 118.6 . . ?
C35 C34 C33 117.7(2) . . ?
C35 C34 C38 121.7(2) . . ?
C33 C34 C38 120.5(2) . . ?
C34 C35 C36 122.4(2) . . ?
C34 C35 H35 118.8 . . ?
C36 C35 H35 118.8 . . ?
C35 C36 C31 118.8(2) . . ?
C35 C36 C39 116.72(19) . . ?
C31 C36 C39 124.16(18) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C13 B1 C51 114.23(17) . . ?
C13 B1 C8 99.26(16) . . ?
C51 B1 C8 111.33(16) . . ?
C13 B1 C41 111.51(16) . . ?
C51 B1 C41 111.45(16) . . ?
C8 B1 C41 108.34(16) . . ?
C42 C41 C46 112.21(18) . . ?
C42 C41 B1 125.83(18) . . ?
C46 C41 B1 121.95(18) . . ?
F42 C42 C43 113.76(19) . . ?
F42 C42 C41 121.12(18) . . ?
C43 C42 C41 125.1(2) . . ?
F43 C43 C44 120.43(19) . . ?
F43 C43 C42 120.1(2) . . ?
C44 C43 C42 119.5(2) . . ?
F44 C44 C45 120.4(2) . . ?
F44 C44 C43 121.1(2) . . ?
C45 C44 C43 118.48(19) . . ?
F45 C45 C44 119.44(19) . . ?
F45 C45 C46 120.5(2) . . ?
C44 C45 C46 120.0(2) . . ?
F46 C46 C45 115.28(19) . . ?
F46 C46 C41 120.10(18) . . ?
C45 C46 C41 124.6(2) . . ?
C56 C51 C52 112.61(19) . . ?
C56 C51 B1 121.93(18) . . ?
C52 C51 B1 125.39(18) . . ?
F52 C52 C53 115.26(19) . . ?
F52 C52 C51 120.32(18) . . ?
C53 C52 C51 124.4(2) . . ?
F53 C53 C54 119.2(2) . . ?
F53 C53 C52 120.7(2) . . ?
C54 C53 C52 120.0(2) . . ?
F54 C54 C53 120.7(2) . . ?
F54 C54 C55 120.7(2) . . ?
C53 C54 C55 118.6(2) . . ?
F55 C55 C54 120.0(2) . . ?
F55 C55 C56 120.5(2) . . ?
C54 C55 C56 119.5(2) . . ?
F56 C56 C55 115.29(19) . . ?
F56 C56 C51 119.80(19) . . ?
C55 C56 C51 124.9(2) . . ?
C66 C61 C62 117.6(2) . . ?
C66 C61 C16 120.6(2) . . ?
C62 C61 C16 121.8(2) . . ?
C63 C62 C61 121.1(2) . . ?
C63 C62 H62 119.4 . . ?
C61 C62 H62 119.4 . . ?
C64 C63 C62 120.1(3) . . ?
C64 C63 H63 120.0 . . ?
C62 C63 H63 120.0 . . ?
C65 C64 C63 119.5(2) . . ?
C65 C64 H64 120.2 . . ?
C63 C64 H64 120.2 . . ?
C64 C65 C66 120.2(2) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C61 C66 C65 121.4(2) . . ?
C61 C66 H66 119.3 . . ?
C65 C66 H66 119.3 . . ?

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
C31 P1 C1 C10 134.80(18) . . . . ?
C14 P1 C1 C10 14.3(2) . . . . ?
C21 P1 C1 C10 -100.22(19) . . . . ?
C31 P1 C1 C2 -36.37(18) . . . . ?
C14 P1 C1 C2 -156.88(16) . . . . ?
C21 P1 C1 C2 88.60(17) . . . . ?
C10 C1 C2 C3 -1.7(3) . . . . ?
P1 C1 C2 C3 170.40(17) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C11 1.5(3) . . . . ?
C12 C5 C6 C7 -0.5(3) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C6 C7 C8 C9 1.1(3) . . . . ?
C6 C7 C8 B1 -176.6(2) . . . . ?
C7 C8 C9 C12 0.0(3) . . . . ?
B1 C8 C9 C12 177.64(19) . . . . ?
C7 C8 C9 C10 -176.8(3) . . . . ?
B1 C8 C9 C10 0.8(4) . . . . ?
C2 C1 C10 C11 2.7(3) . . . . ?
P1 C1 C10 C11 -168.69(16) . . . . ?
C2 C1 C10 C9 178.2(3) . . . . ?
P1 C1 C10 C9 6.8(5) . . . . ?
C8 C9 C10 C1 2.3(6) . . . . ?
C12 C9 C10 C1 -175.0(3) . . . . ?
C8 C9 C10 C11 178.5(3) . . . . ?
C12 C9 C10 C11 1.11(16) . . . . ?
C3 C4 C11 C10 -0.5(3) . . . . ?
C3 C4 C11 C12 -177.6(3) . . . . ?
C1 C10 C11 C4 -1.7(3) . . . . ?
C9 C10 C11 C4 -179.4(2) . . . . ?
C1 C10 C11 C12 176.69(19) . . . . ?
C9 C10 C11 C12 -1.06(15) . . . . ?
C6 C5 C12 C9 1.6(3) . . . . ?
C6 C5 C12 C11 177.9(3) . . . . ?
C8 C9 C12 C5 -1.4(3) . . . . ?
C10 C9 C12 C5 176.9(2) . . . . ?
C8 C9 C12 C11 -179.3(2) . . . . ?
C10 C9 C12 C11 -1.06(15) . . . . ?
C4 C11 C12 C5 1.7(6) . . . . ?
C10 C11 C12 C5 -175.8(3) . . . . ?
C4 C11 C12 C9 178.7(3) . . . . ?
C10 C11 C12 C9 1.14(16) . . . . ?
B1 C13 C14 C15 -20.4(4) . . . . ?
B1 C13 C14 P1 152.8(2) . . . . ?
C1 P1 C14 C13 -57.30(15) . . . . ?
C31 P1 C14 C13 -169.86(13) . . . . ?
C21 P1 C14 C13 64.32(15) . . . . ?
C1 P1 C14 C15 116.32(16) . . . . ?
C31 P1 C14 C15 3.75(19) . . . . ?
C21 P1 C14 C15 -122.06(16) . . . . ?
C13 C14 C15 C16 -63.5(3) . . . . ?
P1 C14 C15 C16 124.30(17) . . . . ?
C14 C15 C16 C61 175.78(17) . . . . ?
C1 P1 C21 C26 176.13(15) . . . . ?
C31 P1 C21 C26 -65.36(18) . . . . ?
C14 P1 C21 C26 60.41(17) . . . . ?
C1 P1 C21 C22 4.3(2) . . . . ?
C31 P1 C21 C22 122.81(18) . . . . ?
C14 P1 C21 C22 -111.42(18) . . . . ?
C26 C21 C22 C23 -2.7(3) . . . . ?
P1 C21 C22 C23 168.84(16) . . . . ?
C26 C21 C22 C27 177.3(2) . . . . ?
P1 C21 C22 C27 -11.1(3) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C27 C22 C23 C24 -179.9(2) . . . . ?
C22 C23 C24 C25 2.4(4) . . . . ?
C22 C23 C24 C28 -178.0(2) . . . . ?
C23 C24 C25 C26 -2.3(4) . . . . ?
C28 C24 C25 C26 178.0(2) . . . . ?
C24 C25 C26 C21 -0.2(3) . . . . ?
C24 C25 C26 C29 178.0(2) . . . . ?
C22 C21 C26 C25 2.7(3) . . . . ?
P1 C21 C26 C25 -169.50(16) . . . . ?
C22 C21 C26 C29 -175.4(2) . . . . ?
P1 C21 C26 C29 12.4(3) . . . . ?
C1 P1 C31 C36 -67.39(17) . . . . ?
C14 P1 C31 C36 47.26(19) . . . . ?
C21 P1 C31 C36 167.45(15) . . . . ?
C1 P1 C31 C32 112.17(18) . . . . ?
C14 P1 C31 C32 -133.18(17) . . . . ?
C21 P1 C31 C32 -13.0(2) . . . . ?
C36 C31 C32 C33 -8.2(3) . . . . ?
P1 C31 C32 C33 172.23(16) . . . . ?
C36 C31 C32 C37 167.2(2) . . . . ?
P1 C31 C32 C37 -12.3(3) . . . . ?
C31 C32 C33 C34 1.5(3) . . . . ?
C37 C32 C33 C34 -174.3(2) . . . . ?
C32 C33 C34 C35 5.1(3) . . . . ?
C32 C33 C34 C38 -177.4(2) . . . . ?
C33 C34 C35 C36 -4.9(3) . . . . ?
C38 C34 C35 C36 177.6(2) . . . . ?
C34 C35 C36 C31 -1.8(3) . . . . ?
C34 C35 C36 C39 172.2(2) . . . . ?
C32 C31 C36 C35 8.4(3) . . . . ?
P1 C31 C36 C35 -172.00(16) . . . . ?
C32 C31 C36 C39 -165.1(2) . . . . ?
P1 C31 C36 C39 14.5(3) . . . . ?
C14 C13 B1 C51 20.3(3) . . . . ?
C14 C13 B1 C8 -98.2(3) . . . . ?
C14 C13 B1 C41 147.8(2) . . . . ?
C9 C8 B1 C13 -1.2(2) . . . . ?
C7 C8 B1 C13 176.17(19) . . . . ?
C9 C8 B1 C51 -121.9(2) . . . . ?
C7 C8 B1 C51 55.5(3) . . . . ?
C9 C8 B1 C41 115.2(2) . . . . ?
C7 C8 B1 C41 -67.4(2) . . . . ?
C13 B1 C41 C42 1.0(3) . . . . ?
C51 B1 C41 C42 130.0(2) . . . . ?
C8 B1 C41 C42 -107.2(2) . . . . ?
C13 B1 C41 C46 -179.99(18) . . . . ?
C51 B1 C41 C46 -51.0(3) . . . . ?
C8 B1 C41 C46 71.8(2) . . . . ?
C46 C41 C42 F42 177.78(18) . . . . ?
B1 C41 C42 F42 -3.2(3) . . . . ?
C46 C41 C42 C43 -1.8(3) . . . . ?
B1 C41 C42 C43 177.3(2) . . . . ?
F42 C42 C43 F43 1.7(3) . . . . ?
C41 C42 C43 F43 -178.7(2) . . . . ?
F42 C42 C43 C44 -179.91(19) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
F43 C43 C44 F44 0.4(3) . . . . ?
C42 C43 C44 F44 -178.0(2) . . . . ?
F43 C43 C44 C45 179.8(2) . . . . ?
C42 C43 C44 C45 1.4(3) . . . . ?
F44 C44 C45 F45 -1.6(3) . . . . ?
C43 C44 C45 F45 179.0(2) . . . . ?
F44 C44 C45 C46 179.3(2) . . . . ?
C43 C44 C45 C46 -0.1(3) . . . . ?
F45 C45 C46 F46 -3.1(3) . . . . ?
C44 C45 C46 F46 176.0(2) . . . . ?
F45 C45 C46 C41 178.6(2) . . . . ?
C44 C45 C46 C41 -2.3(4) . . . . ?
C42 C41 C46 F46 -175.12(18) . . . . ?
B1 C41 C46 F46 5.8(3) . . . . ?
C42 C41 C46 C45 3.1(3) . . . . ?
B1 C41 C46 C45 -176.0(2) . . . . ?
C13 B1 C51 C56 -75.6(2) . . . . ?
C8 B1 C51 C56 35.8(3) . . . . ?
C41 B1 C51 C56 156.92(18) . . . . ?
C13 B1 C51 C52 101.2(2) . . . . ?
C8 B1 C51 C52 -147.43(19) . . . . ?
C41 B1 C51 C52 -26.4(3) . . . . ?
C56 C51 C52 F52 176.68(18) . . . . ?
B1 C51 C52 F52 -0.3(3) . . . . ?
C56 C51 C52 C53 -0.9(3) . . . . ?
B1 C51 C52 C53 -177.9(2) . . . . ?
F52 C52 C53 F53 0.3(3) . . . . ?
C51 C52 C53 F53 178.07(19) . . . . ?
F52 C52 C53 C54 -176.91(19) . . . . ?
C51 C52 C53 C54 0.8(3) . . . . ?
F53 C53 C54 F54 0.6(3) . . . . ?
C52 C53 C54 F54 177.9(2) . . . . ?
F53 C53 C54 C55 -177.3(2) . . . . ?
C52 C53 C54 C55 0.0(3) . . . . ?
F54 C54 C55 F55 1.3(3) . . . . ?
C53 C54 C55 F55 179.2(2) . . . . ?
F54 C54 C55 C56 -178.5(2) . . . . ?
C53 C54 C55 C56 -0.5(3) . . . . ?
F55 C55 C56 F56 -1.3(3) . . . . ?
C54 C55 C56 F56 178.5(2) . . . . ?
F55 C55 C56 C51 -179.4(2) . . . . ?
C54 C55 C56 C51 0.3(4) . . . . ?
C52 C51 C56 F56 -177.69(18) . . . . ?
B1 C51 C56 F56 -0.6(3) . . . . ?
C52 C51 C56 C55 0.4(3) . . . . ?
B1 C51 C56 C55 177.5(2) . . . . ?
C15 C16 C61 C66 -138.9(2) . . . . ?
C15 C16 C61 C62 42.9(3) . . . . ?
C66 C61 C62 C63 0.6(4) . . . . ?
C16 C61 C62 C63 178.8(2) . . . . ?
C61 C62 C63 C64 0.3(4) . . . . ?
C62 C63 C64 C65 -0.4(4) . . . . ?
C63 C64 C65 C66 -0.4(4) . . . . ?
C62 C61 C66 C65 -1.4(4) . . . . ?
C16 C61 C66 C65 -179.7(2) . . . . ?
C64 C65 C66 C61 1.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.046
