# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_erk8526
_database_code_depnum_ccdc_archive 'CCDC 1812016'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H62 B2 F10 P2'
_chemical_formula_weight         936.56

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           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   22.6598(4)
_cell_length_b                   11.9386(2)
_cell_length_c                   35.4316(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9585.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9540
_cell_measurement_theta_min      3.70
_cell_measurement_theta_max      25.35

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3936
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9743
_exptl_absorpt_correction_T_max  0.9967
_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            50041
_diffrn_reflns_av_R_equivalents  0.141
_diffrn_reflns_av_sigmaI/netI    0.0929
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.71
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8402
_reflns_number_gt                5289
_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. 

Two iPr groups are disordered over two positions. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_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)+(0.0315P)²+19.3756P] 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         8402
_refine_ls_number_parameters     642
_refine_ls_number_restraints     113
_refine_ls_R_factor_all          0.1244
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.1532
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.42971(4) 0.38036(9) 0.12575(3) 0.0260(2) Uani 1 1 d . . .
P2 P 0.56605(4) 0.44739(9) 0.15034(3) 0.0267(2) Uani 1 1 d . . .
B1 B 0.49513(18) 0.5570(4) 0.14701(13) 0.0298(11) Uani 1 1 d . . .
B2 B 0.50206(17) 0.2727(4) 0.12590(13) 0.0281(10) Uani 1 1 d . . .
C1 C 0.41303(15) 0.4260(4) 0.17446(11) 0.0307(10) Uani 1 1 d . . .
H1A H 0.3706 0.4440 0.1769 0.037 Uiso 1 1 calc R . .
H1B H 0.4227 0.3656 0.1926 0.037 Uiso 1 1 calc R . .
C2 C 0.45102(16) 0.5316(4) 0.18278(11) 0.0341(10) Uani 1 1 d . . .
H2A H 0.4746 0.5194 0.2059 0.041 Uiso 1 1 calc R . .
H2B H 0.4249 0.5969 0.1871 0.041 Uiso 1 1 calc R . .
C3 C 0.45379(16) 0.5202(3) 0.11073(11) 0.0299(9) Uani 1 1 d . . .
H3 H 0.4778 0.5158 0.0871 0.036 Uiso 1 1 calc R . .
C4 C 0.40110(17) 0.6017(4) 0.10581(13) 0.0431(12) Uani 1 1 d . . .
H4A H 0.3789 0.6063 0.1295 0.065 Uiso 1 1 calc R . .
H4B H 0.3751 0.5742 0.0857 0.065 Uiso 1 1 calc R . .
H4C H 0.4159 0.6762 0.0991 0.065 Uiso 1 1 calc R . .
C5 C 0.51866(16) 0.2442(4) 0.16950(11) 0.0305(10) Uani 1 1 d . . .
H5A H 0.4821 0.2296 0.1840 0.037 Uiso 1 1 calc R . .
H5B H 0.5433 0.1758 0.1704 0.037 Uiso 1 1 calc R . .
C6 C 0.55242(16) 0.3426(3) 0.18749(11) 0.0317(10) Uani 1 1 d . . .
H6A H 0.5903 0.3161 0.1981 0.038 Uiso 1 1 calc R . .
H6B H 0.5288 0.3760 0.2081 0.038 Uiso 1 1 calc R . .
C7 C 0.56032(15) 0.3456(3) 0.11133(10) 0.0278(9) Uani 1 1 d . . .
H7 H 0.5947 0.2941 0.1148 0.033 Uiso 1 1 calc R . .
C8 C 0.56369(16) 0.3840(4) 0.06955(10) 0.0317(10) Uani 1 1 d . . .
H8A H 0.5326 0.3467 0.0550 0.048 Uiso 1 1 calc R . .
H8B H 0.6024 0.3642 0.0591 0.048 Uiso 1 1 calc R . .
H8C H 0.5582 0.4653 0.0682 0.048 Uiso 1 1 calc R . .
C11 C 0.36029(15) 0.3404(3) 0.10110(11) 0.0276(9) Uani 1 1 d . . .
C12 C 0.30667(15) 0.3131(3) 0.11989(11) 0.0280(9) Uani 1 1 d . . .
C13 C 0.25478(16) 0.3095(4) 0.09898(11) 0.0351(10) Uani 1 1 d . . .
H13 H 0.2189 0.2938 0.1118 0.042 Uiso 1 1 calc R . .
C14 C 0.25263(17) 0.3276(4) 0.06058(11) 0.0366(10) Uani 1 1 d . A .
C15 C 0.30607(17) 0.3446(4) 0.04224(11) 0.0374(11) Uani 1 1 d . . .
H15 H 0.3062 0.3533 0.0156 0.045 Uiso 1 1 calc R . .
C16 C 0.35906(16) 0.3494(3) 0.06143(11) 0.0299(10) Uani 1 1 d . . .
C17 C 0.30078(15) 0.2773(4) 0.16110(11) 0.0311(10) Uani 1 1 d . . .
H17 H 0.3411 0.2767 0.1726 0.037 Uiso 1 1 calc R . .
C18 C 0.27518(17) 0.1583(4) 0.16387(12) 0.0373(11) Uani 1 1 d . . .
H18A H 0.2337 0.1593 0.1560 0.056 Uiso 1 1 calc R . .
H18B H 0.2780 0.1319 0.1900 0.056 Uiso 1 1 calc R . .
H18C H 0.2975 0.1080 0.1473 0.056 Uiso 1 1 calc R . .
C19 C 0.26221(16) 0.3585(4) 0.18383(12) 0.0397(11) Uani 1 1 d . . .
H19A H 0.2764 0.4352 0.1801 0.060 Uiso 1 1 calc R . .
H19B H 0.2644 0.3392 0.2107 0.060 Uiso 1 1 calc R . .
H19C H 0.2212 0.3528 0.1752 0.060 Uiso 1 1 calc R . .
C20 C 0.19512(18) 0.3251(4) 0.03894(14) 0.0510(13) Uani 1 1 d DU . .
H20 H 0.1632 0.2983 0.0562 0.061 Uiso 0.55(4) 1 calc PR A 1
H20A H 0.1627 0.3180 0.0579 0.061 Uiso 0.45(4) 1 calc PR A 2
C21 C 0.1946(7) 0.2541(19) 0.0039(5) 0.061(4) Uani 0.55(4) 1 d PDU A 1
H21A H 0.2241 0.2821 -0.0139 0.091 Uiso 0.55(4) 1 calc PR A 1
H21B H 0.1554 0.2574 -0.0078 0.091 Uiso 0.55(4) 1 calc PR A 1
H21C H 0.2038 0.1763 0.0106 0.091 Uiso 0.55(4) 1 calc PR A 1
C22 C 0.1817(6) 0.4521(11) 0.0277(5) 0.047(4) Uani 0.55(4) 1 d PDU A 1
H22A H 0.1789 0.4976 0.0507 0.070 Uiso 0.55(4) 1 calc PR A 1
H22B H 0.1444 0.4559 0.0139 0.070 Uiso 0.55(4) 1 calc PR A 1
H22C H 0.2137 0.4806 0.0118 0.070 Uiso 0.55(4) 1 calc PR A 1
C21A C 0.1946(7) 0.2142(16) 0.0143(6) 0.049(4) Uani 0.45(4) 1 d PDU A 2
H21D H 0.2263 0.2176 -0.0044 0.073 Uiso 0.45(4) 1 calc PR A 2
H21E H 0.1565 0.2073 0.0014 0.073 Uiso 0.45(4) 1 calc PR A 2
H21F H 0.2006 0.1492 0.0308 0.073 Uiso 0.45(4) 1 calc PR A 2
C22A C 0.1815(9) 0.4261(17) 0.0152(7) 0.061(5) Uani 0.45(4) 1 d PDU A 2
H22D H 0.1798 0.4927 0.0314 0.091 Uiso 0.45(4) 1 calc PR A 2
H22E H 0.1434 0.4157 0.0027 0.091 Uiso 0.45(4) 1 calc PR A 2
H22F H 0.2125 0.4358 -0.0038 0.091 Uiso 0.45(4) 1 calc PR A 2
C23 C 0.41441(16) 0.3565(4) 0.03756(11) 0.0362(11) Uani 1 1 d . . .
H23 H 0.4488 0.3599 0.0552 0.043 Uiso 1 1 calc R . .
C24 C 0.42151(19) 0.2503(5) 0.01368(13) 0.0555(15) Uani 1 1 d . . .
H24A H 0.4181 0.1842 0.0299 0.083 Uiso 1 1 calc R . .
H24B H 0.4604 0.2507 0.0015 0.083 Uiso 1 1 calc R . .
H24C H 0.3907 0.2482 -0.0057 0.083 Uiso 1 1 calc R . .
C25 C 0.41741(19) 0.4593(5) 0.01266(13) 0.0554(14) Uani 1 1 d . . .
H25A H 0.3837 0.4597 -0.0046 0.083 Uiso 1 1 calc R . .
H25B H 0.4542 0.4581 -0.0019 0.083 Uiso 1 1 calc R . .
H25C H 0.4163 0.5268 0.0284 0.083 Uiso 1 1 calc R . .
C31 C 0.63996(15) 0.5071(3) 0.16356(11) 0.0291(9) Uani 1 1 d . . .
C32 C 0.69126(16) 0.4957(4) 0.14149(11) 0.0323(10) Uani 1 1 d . . .
C33 C 0.74534(17) 0.5308(4) 0.15599(11) 0.0386(11) Uani 1 1 d . B .
H33 H 0.7794 0.5229 0.1406 0.046 Uiso 1 1 calc R . .
C35 C 0.70121(16) 0.5892(4) 0.21237(11) 0.0362(11) Uani 1 1 d . B .
H35 H 0.7042 0.6220 0.2367 0.043 Uiso 1 1 calc R . .
C36 C 0.64591(16) 0.5563(4) 0.19965(11) 0.0309(9) Uani 1 1 d . . .
C37 C 0.69270(17) 0.4440(4) 0.10285(12) 0.0436(12) Uani 1 1 d . . .
H37 H 0.6509 0.4380 0.0941 0.052 Uiso 1 1 calc R . .
C38 C 0.7175(2) 0.3248(5) 0.10436(16) 0.0656(17) Uani 1 1 d . . .
H38A H 0.7594 0.3275 0.1110 0.098 Uiso 1 1 calc R . .
H38B H 0.7128 0.2891 0.0796 0.098 Uiso 1 1 calc R . .
H38C H 0.6960 0.2814 0.1234 0.098 Uiso 1 1 calc R . .
C39 C 0.7255(2) 0.5144(5) 0.07375(13) 0.0671(18) Uani 1 1 d . . .
H39A H 0.7094 0.5906 0.0736 0.101 Uiso 1 1 calc R . .
H39B H 0.7206 0.4809 0.0487 0.101 Uiso 1 1 calc R . .
H39C H 0.7675 0.5169 0.0802 0.101 Uiso 1 1 calc R . .
C34 C 0.75221(18) 0.5765(4) 0.19136(11) 0.0387(11) Uani 1 1 d D . .
C40 C 0.8141(3) 0.5969(9) 0.2069(3) 0.043(2) Uani 0.73(2) 1 d PDU B 1
H40 H 0.8393 0.6201 0.1850 0.051 Uiso 0.73(2) 1 calc PR B 1
C41 C 0.8415(4) 0.4925(10) 0.2230(3) 0.059(3) Uani 0.73(2) 1 d PDU B 1
H41A H 0.8178 0.4661 0.2444 0.089 Uiso 0.73(2) 1 calc PR B 1
H41B H 0.8817 0.5090 0.2316 0.089 Uiso 0.73(2) 1 calc PR B 1
H41C H 0.8429 0.4342 0.2035 0.089 Uiso 0.73(2) 1 calc PR B 1
C42 C 0.8167(4) 0.6910(11) 0.2354(3) 0.057(3) Uani 0.73(2) 1 d PDU B 1
H42A H 0.8016 0.7599 0.2239 0.086 Uiso 0.73(2) 1 calc PR B 1
H42B H 0.8577 0.7026 0.2433 0.086 Uiso 0.73(2) 1 calc PR B 1
H42C H 0.7926 0.6716 0.2574 0.086 Uiso 0.73(2) 1 calc PR B 1
C40A C 0.8090(8) 0.6331(17) 0.2051(7) 0.033(5) Uani 0.27(2) 1 d PDU B 2
H40A H 0.8362 0.6436 0.1831 0.040 Uiso 0.27(2) 1 calc PR B 2
C41A C 0.8006(10) 0.743(2) 0.2245(7) 0.043(6) Uani 0.27(2) 1 d PDU B 2
H41D H 0.7748 0.7333 0.2464 0.064 Uiso 0.27(2) 1 calc PR B 2
H41E H 0.7825 0.7968 0.2070 0.064 Uiso 0.27(2) 1 calc PR B 2
H41F H 0.8389 0.7720 0.2329 0.064 Uiso 0.27(2) 1 calc PR B 2
C42A C 0.8362(11) 0.550(3) 0.2322(8) 0.068(8) Uani 0.27(2) 1 d PDU B 2
H42D H 0.8729 0.5804 0.2424 0.102 Uiso 0.27(2) 1 calc PR B 2
H42E H 0.8446 0.4796 0.2187 0.102 Uiso 0.27(2) 1 calc PR B 2
H42F H 0.8085 0.5348 0.2528 0.102 Uiso 0.27(2) 1 calc PR B 2
C43 C 0.59524(17) 0.5797(4) 0.22689(12) 0.0399(11) Uani 1 1 d . . .
H43 H 0.5574 0.5612 0.2137 0.048 Uiso 1 1 calc R . .
C44 C 0.59915(19) 0.5076(4) 0.26260(12) 0.0514(13) Uani 1 1 d . . .
H44A H 0.5988 0.4282 0.2556 0.077 Uiso 1 1 calc R . .
H44B H 0.5653 0.5236 0.2790 0.077 Uiso 1 1 calc R . .
H44C H 0.6358 0.5248 0.2761 0.077 Uiso 1 1 calc R . .
C45 C 0.5934(2) 0.7032(4) 0.23806(14) 0.0553(14) Uani 1 1 d . . .
H45A H 0.6251 0.7188 0.2561 0.083 Uiso 1 1 calc R . .
H45B H 0.5552 0.7203 0.2497 0.083 Uiso 1 1 calc R . .
H45C H 0.5988 0.7498 0.2155 0.083 Uiso 1 1 calc R . .
C51 C 0.52233(15) 0.6835(4) 0.14281(12) 0.0333(10) Uani 1 1 d . . .
F52 F 0.46880(11) 0.7663(2) 0.19345(8) 0.0579(8) Uani 1 1 d . . .
C52 C 0.50894(17) 0.7752(4) 0.16513(13) 0.0393(11) Uani 1 1 d . . .
F53 F 0.52024(12) 0.9634(2) 0.18526(9) 0.0672(9) Uani 1 1 d . . .
C53 C 0.53469(18) 0.8792(4) 0.16166(14) 0.0424(11) Uani 1 1 d . . .
F54 F 0.60350(10) 0.9976(2) 0.13119(8) 0.0520(7) Uani 1 1 d . . .
C54 C 0.57700(17) 0.8966(4) 0.13440(14) 0.0399(11) Uani 1 1 d . . .
F55 F 0.63219(10) 0.8264(2) 0.08373(7) 0.0525(7) Uani 1 1 d . . .
C55 C 0.59152(17) 0.8106(4) 0.11113(13) 0.0390(11) Uani 1 1 d . . .
F56 F 0.58173(10) 0.6276(2) 0.09129(7) 0.0474(7) Uani 1 1 d . . .
C56 C 0.56438(16) 0.7088(4) 0.11560(12) 0.0347(10) Uani 1 1 d . . .
C61 C 0.48804(15) 0.1589(3) 0.10249(11) 0.0282(9) Uani 1 1 d . . .
F62 F 0.40648(9) 0.1278(2) 0.14279(6) 0.0387(6) Uani 1 1 d . . .
C62 C 0.44132(16) 0.0929(4) 0.11390(11) 0.0313(10) Uani 1 1 d . . .
F63 F 0.38214(10) -0.0716(2) 0.11312(8) 0.0538(7) Uani 1 1 d . . .
C63 C 0.42746(17) -0.0119(4) 0.09931(12) 0.0376(10) Uani 1 1 d . . .
F64 F 0.45057(10) -0.1559(2) 0.05584(8) 0.0523(7) Uani 1 1 d . . .
C64 C 0.46192(17) -0.0536(4) 0.07066(12) 0.0391(11) Uani 1 1 d . . .
F65 F 0.54434(10) -0.0352(2) 0.03114(7) 0.0516(7) Uani 1 1 d . . .
C65 C 0.50925(17) 0.0065(4) 0.05838(12) 0.0367(10) Uani 1 1 d . . .
F66 F 0.57213(10) 0.1569(2) 0.06185(7) 0.0473(7) Uani 1 1 d . . .
C66 C 0.52176(16) 0.1090(4) 0.07459(12) 0.0342(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 C3 1.835(4) . ?
P1 C1 1.849(4) . ?
P1 C11 1.861(4) . ?
P1 B2 2.083(4) . ?
P2 C6 1.842(4) . ?
P2 C7 1.845(4) . ?
P2 C31 1.879(4) . ?
P2 B1 2.076(5) . ?
B1 C51 1.637(6) . ?
B1 C2 1.642(6) . ?
B1 C3 1.650(6) . ?
B2 C61 1.623(6) . ?
B2 C5 1.626(6) . ?
B2 C7 1.663(5) . ?
C1 C2 1.555(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.551(5) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.541(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.552(5) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C11 C16 1.410(5) . ?
C11 C12 1.423(5) . ?
C12 C13 1.390(5) . ?
C12 C17 1.527(5) . ?
C13 C14 1.379(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(5) . ?
C14 C20 1.512(5) . ?
C15 C16 1.381(5) . ?
C15 H15 0.9500 . ?
C16 C23 1.515(5) . ?
C17 C19 1.533(6) . ?
C17 C18 1.538(6) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22A 1.501(12) . ?
C20 C21 1.503(10) . ?
C20 C21A 1.585(11) . ?
C20 C22 1.596(10) . ?
C20 H20 1.0000 . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23 C25 1.513(6) . ?
C23 C24 1.533(6) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C31 C32 1.408(5) . ?
C31 C36 1.414(5) . ?
C32 C33 1.394(5) . ?
C32 C37 1.502(5) . ?
C33 C34 1.375(5) . ?
C33 H33 0.9500 . ?
C35 C34 1.383(5) . ?
C35 C36 1.388(5) . ?
C35 H35 0.9500 . ?
C36 C43 1.526(5) . ?
C37 C39 1.523(6) . ?
C37 C38 1.531(7) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C34 C40 1.527(8) . ?
C34 C40A 1.532(15) . ?
C40 C41 1.505(9) . ?
C40 C42 1.512(9) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C40A C41A 1.498(15) . ?
C40A C42A 1.514(15) . ?
C40A H40A 1.0000 . ?
C41A H41D 0.9800 . ?
C41A H41E 0.9800 . ?
C41A H41F 0.9800 . ?
C42A H42D 0.9800 . ?
C42A H42E 0.9800 . ?
C42A H42F 0.9800 . ?
C43 C45 1.528(7) . ?
C43 C44 1.533(6) . ?
C43 H43 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C51 C52 1.385(6) . ?
C51 C56 1.389(5) . ?
F52 C52 1.358(5) . ?
C52 C53 1.377(6) . ?
F53 C53 1.347(5) . ?
C53 C54 1.377(6) . ?
F54 C54 1.351(5) . ?
C54 C55 1.358(6) . ?
F55 C55 1.352(5) . ?
C55 C56 1.371(6) . ?
F56 C56 1.355(5) . ?
C61 C62 1.380(5) . ?
C61 C66 1.384(5) . ?
F62 C62 1.358(4) . ?
C62 C63 1.390(6) . ?
F63 C63 1.342(4) . ?
C63 C64 1.374(6) . ?
F64 C64 1.354(5) . ?
C64 C65 1.361(6) . ?
F65 C65 1.346(4) . ?
C65 C66 1.381(6) . ?
F66 C66 1.354(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
C3 P1 C1 93.65(19) . . ?
C3 P1 C11 110.38(18) . . ?
C1 P1 C11 109.92(16) . . ?
C3 P1 B2 109.14(17) . . ?
C1 P1 B2 109.90(18) . . ?
C11 P1 B2 120.54(18) . . ?
C6 P2 C7 94.37(18) . . ?
C6 P2 C31 103.24(17) . . ?
C7 P2 C31 119.95(16) . . ?
C6 P2 B1 109.82(18) . . ?
C7 P2 B1 108.55(18) . . ?
C31 P2 B1 117.70(19) . . ?
C51 B1 C2 118.0(3) . . ?
C51 B1 C3 112.9(3) . . ?
C2 B1 C3 101.9(3) . . ?
C51 B1 P2 107.2(2) . . ?
C2 B1 P2 108.1(3) . . ?
C3 B1 P2 108.4(3) . . ?
C61 B2 C5 110.8(3) . . ?
C61 B2 C7 115.8(3) . . ?
C5 B2 C7 102.8(3) . . ?
C61 B2 P1 111.2(2) . . ?
C5 B2 P1 108.3(3) . . ?
C7 B2 P1 107.5(3) . . ?
C2 C1 P1 107.6(3) . . ?
C2 C1 H1A 110.2 . . ?
P1 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
P1 C1 H1B 110.2 . . ?
H1A C1 H1B 108.5 . . ?
C1 C2 B1 109.9(3) . . ?
C1 C2 H2A 109.7 . . ?
B1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
B1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C4 C3 B1 110.9(3) . . ?
C4 C3 P1 112.0(3) . . ?
B1 C3 P1 100.7(3) . . ?
C4 C3 H3 110.9 . . ?
B1 C3 H3 110.9 . . ?
P1 C3 H3 110.9 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 B2 110.4(3) . . ?
C6 C5 H5A 109.6 . . ?
B2 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
B2 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 P2 107.8(3) . . ?
C5 C6 H6A 110.1 . . ?
P2 C6 H6A 110.1 . . ?
C5 C6 H6B 110.1 . . ?
P2 C6 H6B 110.1 . . ?
H6A C6 H6B 108.5 . . ?
C8 C7 B2 119.3(3) . . ?
C8 C7 P2 121.1(3) . . ?
B2 C7 P2 99.7(2) . . ?
C8 C7 H7 105.0 . . ?
B2 C7 H7 105.0 . . ?
P2 C7 H7 105.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C16 C11 C12 117.8(3) . . ?
C16 C11 P1 117.7(3) . . ?
C12 C11 P1 124.1(3) . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 C17 115.3(3) . . ?
C11 C12 C17 125.9(3) . . ?
C14 C13 C12 123.4(4) . . ?
C14 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
C13 C14 C15 117.0(4) . . ?
C13 C14 C20 121.8(4) . . ?
C15 C14 C20 121.1(4) . . ?
C16 C15 C14 122.2(4) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C11 120.3(3) . . ?
C15 C16 C23 116.5(3) . . ?
C11 C16 C23 123.0(3) . . ?
C12 C17 C19 112.1(3) . . ?
C12 C17 C18 110.6(3) . . ?
C19 C17 C18 109.6(3) . . ?
C12 C17 H17 108.2 . . ?
C19 C17 H17 108.2 . . ?
C18 C17 H17 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22A C20 C21 89.4(8) . . ?
C22A C20 C14 116.4(9) . . ?
C21 C20 C14 115.9(7) . . ?
C22A C20 C21A 111.2(9) . . ?
C21 C20 C21A 22.3(7) . . ?
C14 C20 C21A 107.6(8) . . ?
C22A C20 C22 19.8(8) . . ?
C21 C20 C22 109.2(8) . . ?
C14 C20 C22 105.7(7) . . ?
C21A C20 C22 130.9(8) . . ?
C22A C20 H20 116.8 . . ?
C21 C20 H20 108.6 . . ?
C14 C20 H20 108.6 . . ?
C21A C20 H20 93.7 . . ?
C22 C20 H20 108.6 . . ?
C22A C20 H20A 107.1 . . ?
C21 C20 H20A 120.1 . . ?
C14 C20 H20A 107.1 . . ?
C21A C20 H20A 107.1 . . ?
C22 C20 H20A 96.2 . . ?
H20 C20 H20A 14.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
C20 C21A H21D 109.5 . . ?
C20 C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C20 C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C20 C22A H22D 109.5 . . ?
C20 C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C20 C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C25 C23 C16 114.1(4) . . ?
C25 C23 C24 110.1(4) . . ?
C16 C23 C24 110.4(4) . . ?
C25 C23 H23 107.3 . . ?
C16 C23 H23 107.3 . . ?
C24 C23 H23 107.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C32 C31 C36 117.7(3) . . ?
C32 C31 P2 124.1(3) . . ?
C36 C31 P2 117.9(3) . . ?
C33 C32 C31 119.5(3) . . ?
C33 C32 C37 116.1(3) . . ?
C31 C32 C37 124.4(3) . . ?
C34 C33 C32 123.7(4) . . ?
C34 C33 H33 118.1 . . ?
C32 C33 H33 118.1 . . ?
C34 C35 C36 123.3(4) . . ?
C34 C35 H35 118.4 . . ?
C36 C35 H35 118.4 . . ?
C35 C36 C31 119.8(3) . . ?
C35 C36 C43 115.0(3) . . ?
C31 C36 C43 125.2(3) . . ?
C32 C37 C39 113.7(4) . . ?
C32 C37 C38 110.9(4) . . ?
C39 C37 C38 110.9(4) . . ?
C32 C37 H37 107.0 . . ?
C39 C37 H37 107.0 . . ?
C38 C37 H37 107.0 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C33 C34 C35 116.1(4) . . ?
C33 C34 C40 119.7(5) . . ?
C35 C34 C40 123.8(5) . . ?
C33 C34 C40A 123.9(10) . . ?
C35 C34 C40A 118.9(10) . . ?
C40 C34 C40A 17.0(8) . . ?
C41 C40 C42 110.3(7) . . ?
C41 C40 C34 112.5(6) . . ?
C42 C40 C34 113.2(6) . . ?
C41 C40 H40 106.8 . . ?
C42 C40 H40 106.8 . . ?
C34 C40 H40 106.8 . . ?
C41A C40A C42A 109.8(17) . . ?
C41A C40A C34 115.2(15) . . ?
C42A C40A C34 104.6(15) . . ?
C41A C40A H40A 109.0 . . ?
C42A C40A H40A 109.0 . . ?
C34 C40A H40A 109.0 . . ?
C40A C41A H41D 109.5 . . ?
C40A C41A H41E 109.5 . . ?
H41D C41A H41E 109.5 . . ?
C40A C41A H41F 109.5 . . ?
H41D C41A H41F 109.5 . . ?
H41E C41A H41F 109.5 . . ?
C40A C42A H42D 109.5 . . ?
C40A C42A H42E 109.5 . . ?
H42D C42A H42E 109.5 . . ?
C40A C42A H42F 109.5 . . ?
H42D C42A H42F 109.5 . . ?
H42E C42A H42F 109.5 . . ?
C36 C43 C45 111.1(4) . . ?
C36 C43 C44 112.1(4) . . ?
C45 C43 C44 109.2(4) . . ?
C36 C43 H43 108.1 . . ?
C45 C43 H43 108.1 . . ?
C44 C43 H43 108.1 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C52 C51 C56 112.0(4) . . ?
C52 C51 B1 126.5(4) . . ?
C56 C51 B1 121.4(4) . . ?
F52 C52 C53 114.9(4) . . ?
F52 C52 C51 120.4(4) . . ?
C53 C52 C51 124.7(4) . . ?
F53 C53 C54 119.5(4) . . ?
F53 C53 C52 120.9(4) . . ?
C54 C53 C52 119.6(4) . . ?
F54 C54 C55 121.1(4) . . ?
F54 C54 C53 120.2(4) . . ?
C55 C54 C53 118.7(4) . . ?
F55 C55 C54 119.7(4) . . ?
F55 C55 C56 120.8(4) . . ?
C54 C55 C56 119.5(4) . . ?
F56 C56 C55 115.5(4) . . ?
F56 C56 C51 119.0(4) . . ?
C55 C56 C51 125.5(4) . . ?
C62 C61 C66 112.7(4) . . ?
C62 C61 B2 118.6(3) . . ?
C66 C61 B2 128.1(3) . . ?
F62 C62 C61 119.4(4) . . ?
F62 C62 C63 115.1(3) . . ?
C61 C62 C63 125.3(4) . . ?
F63 C63 C64 120.8(4) . . ?
F63 C63 C62 121.0(4) . . ?
C64 C63 C62 118.2(4) . . ?
F64 C64 C65 120.1(4) . . ?
F64 C64 C63 120.3(4) . . ?
C65 C64 C63 119.5(4) . . ?
F65 C65 C64 120.0(4) . . ?
F65 C65 C66 120.3(4) . . ?
C64 C65 C66 119.7(4) . . ?
F66 C66 C65 114.1(3) . . ?
F66 C66 C61 121.4(4) . . ?
C65 C66 C61 124.4(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
C6 P2 B1 C51 136.7(3) . . . . ?
C7 P2 B1 C51 -121.4(3) . . . . ?
C31 P2 B1 C51 19.0(3) . . . . ?
C6 P2 B1 C2 8.5(3) . . . . ?
C7 P2 B1 C2 110.4(3) . . . . ?
C31 P2 B1 C2 -109.1(3) . . . . ?
C6 P2 B1 C3 -101.2(3) . . . . ?
C7 P2 B1 C3 0.7(3) . . . . ?
C31 P2 B1 C3 141.2(3) . . . . ?
C3 P1 B2 C61 -128.9(3) . . . . ?
C1 P1 B2 C61 129.7(3) . . . . ?
C11 P1 B2 C61 0.4(4) . . . . ?
C3 P1 B2 C5 109.2(3) . . . . ?
C1 P1 B2 C5 7.8(3) . . . . ?
C11 P1 B2 C5 -121.6(3) . . . . ?
C3 P1 B2 C7 -1.2(3) . . . . ?
C1 P1 B2 C7 -102.6(3) . . . . ?
C11 P1 B2 C7 128.0(3) . . . . ?
C3 P1 C1 C2 -24.3(3) . . . . ?
C11 P1 C1 C2 -137.6(3) . . . . ?
B2 P1 C1 C2 87.5(3) . . . . ?
P1 C1 C2 B1 -4.5(4) . . . . ?
C51 B1 C2 C1 159.8(3) . . . . ?
C3 B1 C2 C1 35.6(4) . . . . ?
P2 B1 C2 C1 -78.5(3) . . . . ?
C51 B1 C3 C4 -59.4(4) . . . . ?
C2 B1 C3 C4 68.2(4) . . . . ?
P2 B1 C3 C4 -177.9(3) . . . . ?
C51 B1 C3 P1 -178.1(3) . . . . ?
C2 B1 C3 P1 -50.6(3) . . . . ?
P2 B1 C3 P1 63.3(3) . . . . ?
C1 P1 C3 C4 -73.6(3) . . . . ?
C11 P1 C3 C4 39.2(3) . . . . ?
B2 P1 C3 C4 173.9(3) . . . . ?
C1 P1 C3 B1 44.3(3) . . . . ?
C11 P1 C3 B1 157.2(2) . . . . ?
B2 P1 C3 B1 -68.2(3) . . . . ?
C61 B2 C5 C6 160.0(3) . . . . ?
C7 B2 C5 C6 35.8(4) . . . . ?
P1 B2 C5 C6 -77.8(3) . . . . ?
B2 C5 C6 P2 -5.2(4) . . . . ?
C7 P2 C6 C5 -23.5(3) . . . . ?
C31 P2 C6 C5 -145.6(3) . . . . ?
B1 P2 C6 C5 88.0(3) . . . . ?
C61 B2 C7 C8 55.6(5) . . . . ?
C5 B2 C7 C8 176.5(3) . . . . ?
P1 B2 C7 C8 -69.3(4) . . . . ?
C61 B2 C7 P2 -170.2(3) . . . . ?
C5 B2 C7 P2 -49.3(3) . . . . ?
P1 B2 C7 P2 64.8(3) . . . . ?
C6 P2 C7 C8 175.7(3) . . . . ?
C31 P2 C7 C8 -76.3(3) . . . . ?
B1 P2 C7 C8 63.1(3) . . . . ?
C6 P2 C7 B2 42.6(3) . . . . ?
C31 P2 C7 B2 150.7(2) . . . . ?
B1 P2 C7 B2 -70.0(3) . . . . ?
C3 P1 C11 C16 51.7(4) . . . . ?
C1 P1 C11 C16 153.6(3) . . . . ?
B2 P1 C11 C16 -77.0(4) . . . . ?
C3 P1 C11 C12 -121.3(4) . . . . ?
C1 P1 C11 C12 -19.3(4) . . . . ?
B2 P1 C11 C12 110.0(4) . . . . ?
C16 C11 C12 C13 -7.4(6) . . . . ?
P1 C11 C12 C13 165.6(3) . . . . ?
C16 C11 C12 C17 167.3(4) . . . . ?
P1 C11 C12 C17 -19.7(6) . . . . ?
C11 C12 C13 C14 2.1(7) . . . . ?
C17 C12 C13 C14 -173.1(4) . . . . ?
C12 C13 C14 C15 3.3(7) . . . . ?
C12 C13 C14 C20 -178.9(4) . . . . ?
C13 C14 C15 C16 -3.4(7) . . . . ?
C20 C14 C15 C16 178.8(4) . . . . ?
C14 C15 C16 C11 -2.0(7) . . . . ?
C14 C15 C16 C23 174.0(4) . . . . ?
C12 C11 C16 C15 7.4(6) . . . . ?
P1 C11 C16 C15 -166.0(3) . . . . ?
C12 C11 C16 C23 -168.3(4) . . . . ?
P1 C11 C16 C23 18.3(6) . . . . ?
C13 C12 C17 C19 -65.8(5) . . . . ?
C11 C12 C17 C19 119.3(4) . . . . ?
C13 C12 C17 C18 56.8(5) . . . . ?
C11 C12 C17 C18 -118.1(4) . . . . ?
C13 C14 C20 C22A 126.3(13) . . . . ?
C15 C14 C20 C22A -55.9(13) . . . . ?
C13 C14 C20 C21 -130.5(12) . . . . ?
C15 C14 C20 C21 47.3(12) . . . . ?
C13 C14 C20 C21A -108.2(10) . . . . ?
C15 C14 C20 C21A 69.6(10) . . . . ?
C13 C14 C20 C22 108.4(8) . . . . ?
C15 C14 C20 C22 -73.8(8) . . . . ?
C15 C16 C23 C25 60.9(5) . . . . ?
C11 C16 C23 C25 -123.2(4) . . . . ?
C15 C16 C23 C24 -63.8(5) . . . . ?
C11 C16 C23 C24 112.1(4) . . . . ?
C6 P2 C31 C32 115.0(4) . . . . ?
C7 P2 C31 C32 12.0(4) . . . . ?
B1 P2 C31 C32 -123.8(4) . . . . ?
C6 P2 C31 C36 -58.1(4) . . . . ?
C7 P2 C31 C36 -161.1(3) . . . . ?
B1 P2 C31 C36 63.1(4) . . . . ?
C36 C31 C32 C33 1.1(6) . . . . ?
P2 C31 C32 C33 -172.0(3) . . . . ?
C36 C31 C32 C37 179.2(4) . . . . ?
P2 C31 C32 C37 6.1(6) . . . . ?
C31 C32 C33 C34 0.4(7) . . . . ?
C37 C32 C33 C34 -177.8(5) . . . . ?
C34 C35 C36 C31 0.1(7) . . . . ?
C34 C35 C36 C43 -178.9(4) . . . . ?
C32 C31 C36 C35 -1.3(6) . . . . ?
P2 C31 C36 C35 172.2(3) . . . . ?
C32 C31 C36 C43 177.6(4) . . . . ?
P2 C31 C36 C43 -8.9(6) . . . . ?
C33 C32 C37 C39 -50.5(6) . . . . ?
C31 C32 C37 C39 131.3(5) . . . . ?
C33 C32 C37 C38 75.3(5) . . . . ?
C31 C32 C37 C38 -102.9(5) . . . . ?
C32 C33 C34 C35 -1.7(7) . . . . ?
C32 C33 C34 C40 171.2(6) . . . . ?
C32 C33 C34 C40A -169.4(11) . . . . ?
C36 C35 C34 C33 1.4(7) . . . . ?
C36 C35 C34 C40 -171.1(6) . . . . ?
C36 C35 C34 C40A 169.8(10) . . . . ?
C33 C34 C40 C41 -81.0(9) . . . . ?
C35 C34 C40 C41 91.3(8) . . . . ?
C40A C34 C40 C41 170(5) . . . . ?
C33 C34 C40 C42 153.1(7) . . . . ?
C35 C34 C40 C42 -34.6(10) . . . . ?
C40A C34 C40 C42 44(4) . . . . ?
C33 C34 C40A C41A 133.3(17) . . . . ?
C35 C34 C40A C41A -34(2) . . . . ?
C40 C34 C40A C41A -146(6) . . . . ?
C33 C34 C40A C42A -106.1(18) . . . . ?
C35 C34 C40A C42A 86.5(16) . . . . ?
C40 C34 C40A C42A -25(4) . . . . ?
C35 C36 C43 C45 55.0(5) . . . . ?
C31 C36 C43 C45 -123.9(5) . . . . ?
C35 C36 C43 C44 -67.6(5) . . . . ?
C31 C36 C43 C44 113.5(5) . . . . ?
C2 B1 C51 C52 -4.6(6) . . . . ?
C3 B1 C51 C52 113.9(5) . . . . ?
P2 B1 C51 C52 -126.8(4) . . . . ?
C2 B1 C51 C56 173.6(4) . . . . ?
C3 B1 C51 C56 -67.9(5) . . . . ?
P2 B1 C51 C56 51.4(4) . . . . ?
C56 C51 C52 F52 -179.7(4) . . . . ?
B1 C51 C52 F52 -1.3(6) . . . . ?
C56 C51 C52 C53 -1.2(6) . . . . ?
B1 C51 C52 C53 177.1(4) . . . . ?
F52 C52 C53 F53 0.4(6) . . . . ?
C51 C52 C53 F53 -178.2(4) . . . . ?
F52 C52 C53 C54 178.5(4) . . . . ?
C51 C52 C53 C54 0.0(7) . . . . ?
F53 C53 C54 F54 -0.5(6) . . . . ?
C52 C53 C54 F54 -178.6(4) . . . . ?
F53 C53 C54 C55 179.3(4) . . . . ?
C52 C53 C54 C55 1.1(6) . . . . ?
F54 C54 C55 F55 -1.5(6) . . . . ?
C53 C54 C55 F55 178.8(4) . . . . ?
F54 C54 C55 C56 179.0(4) . . . . ?
C53 C54 C55 C56 -0.8(6) . . . . ?
F55 C55 C56 F56 0.7(6) . . . . ?
C54 C55 C56 F56 -179.7(4) . . . . ?
F55 C55 C56 C51 179.7(4) . . . . ?
C54 C55 C56 C51 -0.7(7) . . . . ?
C52 C51 C56 F56 -179.4(4) . . . . ?
B1 C51 C56 F56 2.1(6) . . . . ?
C52 C51 C56 C55 1.6(6) . . . . ?
B1 C51 C56 C55 -176.8(4) . . . . ?
C5 B2 C61 C62 61.6(4) . . . . ?
C7 B2 C61 C62 178.1(3) . . . . ?
P1 B2 C61 C62 -58.9(4) . . . . ?
C5 B2 C61 C66 -109.1(4) . . . . ?
C7 B2 C61 C66 7.3(6) . . . . ?
P1 B2 C61 C66 130.4(4) . . . . ?
C66 C61 C62 F62 175.9(3) . . . . ?
B2 C61 C62 F62 3.7(5) . . . . ?
C66 C61 C62 C63 -1.0(6) . . . . ?
B2 C61 C62 C63 -173.1(4) . . . . ?
F62 C62 C63 F63 0.8(6) . . . . ?
C61 C62 C63 F63 177.8(4) . . . . ?
F62 C62 C63 C64 -178.4(4) . . . . ?
C61 C62 C63 C64 -1.4(6) . . . . ?
F63 C63 C64 F64 0.1(6) . . . . ?
C62 C63 C64 F64 179.2(4) . . . . ?
F63 C63 C64 C65 -177.0(4) . . . . ?
C62 C63 C64 C65 2.2(6) . . . . ?
F64 C64 C65 F65 0.9(6) . . . . ?
C63 C64 C65 F65 177.9(4) . . . . ?
F64 C64 C65 C66 -177.7(4) . . . . ?
C63 C64 C65 C66 -0.6(6) . . . . ?
F65 C65 C66 F66 -2.9(6) . . . . ?
C64 C65 C66 F66 175.6(4) . . . . ?
F65 C65 C66 C61 179.4(4) . . . . ?
C64 C65 C66 C61 -2.0(7) . . . . ?
C62 C61 C66 F66 -174.8(3) . . . . ?
B2 C61 C66 F66 -3.6(6) . . . . ?
C62 C61 C66 C65 2.7(6) . . . . ?
B2 C61 C66 C65 173.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_erk7948
_database_code_depnum_ccdc_archive 'CCDC 1812027'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H39 B2 F10 P S'
_chemical_formula_iupac          ?
_chemical_formula_weight         710.29

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0259(6)
_cell_length_b                   24.2046(13)
_cell_length_c                   15.7132(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.923(2)
_cell_angle_gamma                90
_cell_volume                     3391.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9397
_cell_measurement_theta_min      2.4342
_cell_measurement_theta_max      25.3890
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.171
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.134
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472

_exptl_absorpt_coefficient_mu    0.221
_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  0.91
_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            28295
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             5882
_reflns_number_gt                4543
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1274
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_number_reflns         5882
_refine_ls_number_parameters     441
_refine_ls_number_restraints     0
_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+4.6507P] 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         0.742
_refine_diff_density_min         -0.339
_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'
S S 0.1246 0.1234 '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 0.65307(8) 0.51284(3) 0.30654(4) 0.01309(17) Uani d . . . 1 . .
S S1 0.87685(8) 0.62840(3) 0.36084(5) 0.02019(18) Uani d . . . 1 . .
B B1 0.7268(4) 0.59436(13) 0.4296(2) 0.0172(7) Uani d . . . 1 . .
B B2 0.5277(4) 0.44623(13) 0.2978(2) 0.0169(7) Uani d . . . 1 . .
H H1 0.504(4) 0.4407(12) 0.363(2) 0.024(8) Uiso d . . . 1 . .
H H2 0.433(4) 0.4533(13) 0.251(2) 0.035(9) Uiso d . . . 1 . .
C C1 0.8216(3) 0.50103(12) 0.38760(18) 0.0181(6) Uani d . . . 1 . .
H H1A 0.828 0.4617 0.4049 0.022 Uiso calc U . R 1 . .
H H1B 0.9131 0.5107 0.3633 0.022 Uiso calc U . R 1 . .
C C2 0.8086(3) 0.53765(11) 0.46587(18) 0.0188(6) Uani d . . . 1 . .
H H2A 0.9093 0.5457 0.4983 0.023 Uiso calc U . R 1 . .
H H2B 0.7487 0.5188 0.5049 0.023 Uiso calc U . R 1 . .
C C3 0.5835(3) 0.57431(11) 0.35859(17) 0.0157(6) Uani d . . . 1 . .
H H3 0.5559 0.6041 0.3148 0.019 Uiso calc U . R 1 . .
C C4 0.4468(3) 0.55948(12) 0.40173(19) 0.0223(6) Uani d . . . 1 . .
H H4A 0.4783 0.535 0.4509 0.033 Uiso calc U . R 1 . .
H H4B 0.3715 0.5407 0.36 0.033 Uiso calc U . R 1 . .
H H4C 0.4035 0.5933 0.4218 0.033 Uiso calc U . R 1 . .
C C5 0.7941(4) 0.68932(14) 0.3092(3) 0.0405(9) Uani d . . . 1 . .
H H5A 0.7573 0.713 0.352 0.061 Uiso calc U . R 1 . .
H H5B 0.7102 0.6789 0.2648 0.061 Uiso calc U . R 1 . .
H H5C 0.8693 0.7094 0.2826 0.061 Uiso calc U . R 1 . .
C C6 1.0189(4) 0.65711(16) 0.4407(2) 0.0383(9) Uani d . . . 1 . .
H H6A 1.0946 0.6756 0.4124 0.057 Uiso calc U . R 1 . .
H H6B 1.0663 0.6275 0.4779 0.057 Uiso calc U . R 1 . .
H H6C 0.9734 0.6839 0.4756 0.057 Uiso calc U . R 1 . .
C C11 0.7041(3) 0.53929(11) 0.20510(17) 0.0135(6) Uani d . . . 1 . .
C C12 0.5981(3) 0.57404(11) 0.15346(17) 0.0159(6) Uani d . . . 1 . .
C C13 0.6458(3) 0.60603(11) 0.08913(18) 0.0170(6) Uani d . . . 1 . .
H H13 0.5762 0.6302 0.0562 0.02 Uiso calc U . R 1 . .
C C14 0.7923(3) 0.60380(11) 0.07141(18) 0.0172(6) Uani d . . . 1 . .
C C15 0.8869(3) 0.56434(11) 0.11494(18) 0.0161(6) Uani d . . . 1 . .
H H15 0.9842 0.5599 0.1 0.019 Uiso calc U . R 1 . .
C C16 0.8454(3) 0.53104(11) 0.17946(17) 0.0153(6) Uani d . . . 1 . .
C C17 0.4307(3) 0.57234(11) 0.15790(17) 0.0164(6) Uani d . . . 1 . .
H H17 0.4167 0.5514 0.2109 0.02 Uiso calc U . R 1 . .
C C18 0.3581(3) 0.62923(13) 0.1625(2) 0.0251(7) Uani d . . . 1 . .
H H18A 0.4116 0.6499 0.2115 0.038 Uiso calc U . R 1 . .
H H18B 0.2529 0.6246 0.1699 0.038 Uiso calc U . R 1 . .
H H18C 0.3632 0.6496 0.1092 0.038 Uiso calc U . R 1 . .
C C19 0.3538(3) 0.53958(13) 0.07961(19) 0.0238(7) Uani d . . . 1 . .
H H19A 0.3701 0.5583 0.0266 0.036 Uiso calc U . R 1 . .
H H19B 0.246 0.5372 0.0815 0.036 Uiso calc U . R 1 . .
H H19C 0.3963 0.5023 0.0808 0.036 Uiso calc U . R 1 . .
C C20 0.8516(3) 0.64221(12) 0.00821(19) 0.0215(6) Uani d . . . 1 . .
H H20 0.9351 0.6225 -0.014 0.026 Uiso calc U . R 1 . .
C C21 0.7370(4) 0.65776(15) -0.0692(2) 0.0328(8) Uani d . . . 1 . .
H H21A 0.6971 0.6242 -0.0991 0.049 Uiso calc U . R 1 . .
H H21B 0.785 0.6807 -0.1085 0.049 Uiso calc U . R 1 . .
H H21C 0.655 0.6785 -0.0499 0.049 Uiso calc U . R 1 . .
C C22 0.9185(4) 0.69361(13) 0.0554(2) 0.0366(9) Uani d . . . 1 . .
H H22A 0.8385 0.7152 0.0751 0.055 Uiso calc U . R 1 . .
H H22B 0.9682 0.7161 0.0163 0.055 Uiso calc U . R 1 . .
H H22C 0.9919 0.6826 0.1052 0.055 Uiso calc U . R 1 . .
C C23 0.9538(3) 0.48521(11) 0.21471(18) 0.0149(6) Uani d . . . 1 . .
H H23 0.9067 0.4632 0.2573 0.018 Uiso calc U . R 1 . .
C C24 0.9799(4) 0.44638(12) 0.1400(2) 0.0264(7) Uani d . . . 1 . .
H H24A 0.883 0.4351 0.1077 0.04 Uiso calc U . R 1 . .
H H24B 1.0355 0.4136 0.1636 0.04 Uiso calc U . R 1 . .
H H24C 1.0378 0.4659 0.1015 0.04 Uiso calc U . R 1 . .
C C25 1.1052(3) 0.50668(13) 0.2595(2) 0.0244(7) Uani d . . . 1 . .
H H25A 1.1571 0.5254 0.2173 0.037 Uiso calc U . R 1 . .
H H25B 1.1663 0.4756 0.2849 0.037 Uiso calc U . R 1 . .
H H25C 1.0894 0.5328 0.3049 0.037 Uiso calc U . R 1 . .
C C31 0.6903(3) 0.63989(11) 0.49956(19) 0.0212(6) Uani d . . . 1 . .
C C32 0.7614(4) 0.64093(12) 0.5848(2) 0.0239(7) Uani d . . . 1 . .
F F32 0.8786(2) 0.60729(7) 0.61095(11) 0.0326(5) Uani d . . . 1 . .
C C33 0.7209(4) 0.67500(13) 0.6479(2) 0.0295(8) Uani d . . . 1 . .
F F33 0.7954(3) 0.67358(8) 0.72833(12) 0.0451(6) Uani d . . . 1 . .
C C34 0.6041(4) 0.71118(13) 0.6269(2) 0.0340(8) Uani d . . . 1 . .
F F34 0.5599(3) 0.74405(9) 0.68748(15) 0.0510(6) Uani d . . . 1 . .
C C35 0.5320(4) 0.71395(13) 0.5431(2) 0.0334(8) Uani d . . . 1 . .
F F35 0.4184(3) 0.74958(8) 0.52115(16) 0.0520(6) Uani d . . . 1 . .
C C36 0.5766(4) 0.67932(12) 0.4822(2) 0.0254(7) Uani d . . . 1 . .
F F36 0.5012(2) 0.68510(7) 0.40083(12) 0.0352(5) Uani d . . . 1 . .
C C41 0.6281(3) 0.39622(11) 0.26959(19) 0.0191(6) Uani d . . . 1 . .
C C42 0.6413(3) 0.38550(12) 0.1838(2) 0.0242(7) Uani d . . . 1 . .
F F42 0.5723(2) 0.41892(7) 0.12138(11) 0.0328(5) Uani d . . . 1 . .
C C43 0.7225(4) 0.34235(15) 0.1575(2) 0.0375(9) Uani d . . . 1 . .
F F43 0.7328(3) 0.33544(10) 0.07316(15) 0.0566(7) Uani d . . . 1 . .
C C44 0.7990(4) 0.30771(15) 0.2178(3) 0.0476(11) Uani d . . . 1 . .
F F44 0.8811(3) 0.26587(10) 0.1934(2) 0.0774(9) Uani d . . . 1 . .
C C45 0.7914(4) 0.31639(14) 0.3032(3) 0.0438(10) Uani d . . . 1 . .
F F45 0.8663(3) 0.28279(9) 0.36371(18) 0.0730(9) Uani d . . . 1 . .
C C46 0.7083(4) 0.35973(12) 0.3273(2) 0.0282(7) Uani d . . . 1 . .
F F46 0.7060(2) 0.36598(7) 0.41344(12) 0.0371(5) 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
P1 C11 . 1.841(3) ?
P1 C1 . 1.848(3) ?
P1 C3 . 1.854(3) ?
P1 B2 . 1.962(3) ?
S1 C5 . 1.790(3) ?
S1 C6 . 1.790(3) ?
S1 B1 . 2.033(3) ?
B1 C2 . 1.620(4) ?
B1 C31 . 1.626(4) ?
B1 C3 . 1.645(4) ?
B2 C41 . 1.615(4) ?
B2 H1 . 1.09(3) ?
B2 H2 . 1.05(3) ?
C1 C2 . 1.535(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.540(4) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C11 C16 . 1.411(4) ?
C11 C12 . 1.429(4) ?
C12 C13 . 1.394(4) ?
C12 C17 . 1.523(4) ?
C13 C14 . 1.394(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(4) ?
C14 C20 . 1.517(4) ?
C15 C16 . 1.391(4) ?
C15 H15 . 0.95 ?
C16 C23 . 1.525(4) ?
C17 C18 . 1.532(4) ?
C17 C19 . 1.536(4) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.516(4) ?
C20 C22 . 1.525(4) ?
C20 H20 . 1.0 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 C25 . 1.528(4) ?
C23 C24 . 1.550(4) ?
C23 H23 . 1.0 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C31 C32 . 1.393(4) ?
C31 C36 . 1.397(4) ?
C32 F32 . 1.348(4) ?
C32 C33 . 1.381(4) ?
C33 F33 . 1.337(4) ?
C33 C34 . 1.371(5) ?
C34 F34 . 1.347(4) ?
C34 C35 . 1.377(5) ?
C35 F35 . 1.344(4) ?
C35 C36 . 1.378(5) ?
C36 F36 . 1.359(3) ?
C41 C46 . 1.387(4) ?
C41 C42 . 1.396(4) ?
C42 F42 . 1.347(3) ?
C42 C43 . 1.375(5) ?
C43 F43 . 1.354(4) ?
C43 C44 . 1.369(5) ?
C44 F44 . 1.345(4) ?
C44 C45 . 1.370(6) ?
C45 F45 . 1.350(4) ?
C45 C46 . 1.377(5) ?
C46 F46 . 1.365(4) ?

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
C11 P1 C1 . . 111.15(13) ?
C11 P1 C3 . . 104.49(12) ?
C1 P1 C3 . . 96.84(12) ?
C11 P1 B2 . . 116.37(13) ?
C1 P1 B2 . . 108.96(13) ?
C3 P1 B2 . . 117.33(14) ?
C5 S1 C6 . . 101.61(18) ?
C5 S1 B1 . . 108.00(16) ?
C6 S1 B1 . . 104.37(16) ?
C2 B1 C31 . . 117.8(2) ?
C2 B1 C3 . . 104.8(2) ?
C31 B1 C3 . . 116.0(2) ?
C2 B1 S1 . . 103.0(2) ?
C31 B1 S1 . . 107.83(19) ?
C3 B1 S1 . . 106.10(19) ?
C41 B2 P1 . . 107.04(19) ?
C41 B2 H1 . . 111.4(16) ?
P1 B2 H1 . . 103.3(16) ?
C41 B2 H2 . . 111.0(19) ?
P1 B2 H2 . . 108.2(18) ?
H1 B2 H2 . . 115.(3) ?
C2 C1 P1 . . 107.79(19) ?
C2 C1 H1A . . 110.1 ?
P1 C1 H1A . . 110.1 ?
C2 C1 H1B . . 110.1 ?
P1 C1 H1B . . 110.1 ?
H1A C1 H1B . . 108.5 ?
C1 C2 B1 . . 107.2(2) ?
C1 C2 H2A . . 110.3 ?
B1 C2 H2A . . 110.3 ?
C1 C2 H2B . . 110.3 ?
B1 C2 H2B . . 110.3 ?
H2A C2 H2B . . 108.5 ?
C4 C3 B1 . . 111.7(2) ?
C4 C3 P1 . . 110.89(19) ?
B1 C3 P1 . . 104.57(18) ?
C4 C3 H3 . . 109.9 ?
B1 C3 H3 . . 109.9 ?
P1 C3 H3 . . 109.9 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
S1 C5 H5A . . 109.5 ?
S1 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
S1 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
S1 C6 H6A . . 109.5 ?
S1 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
S1 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C16 C11 C12 . . 118.5(2) ?
C16 C11 P1 . . 123.8(2) ?
C12 C11 P1 . . 117.5(2) ?
C13 C12 C11 . . 118.9(3) ?
C13 C12 C17 . . 117.9(2) ?
C11 C12 C17 . . 122.7(2) ?
C14 C13 C12 . . 122.2(3) ?
C14 C13 H13 . . 118.9 ?
C12 C13 H13 . . 118.9 ?
C15 C14 C13 . . 117.3(3) ?
C15 C14 C20 . . 119.4(3) ?
C13 C14 C20 . . 123.3(3) ?
C14 C15 C16 . . 122.9(3) ?
C14 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.6 ?
C15 C16 C11 . . 118.9(2) ?
C15 C16 C23 . . 117.1(2) ?
C11 C16 C23 . . 123.8(2) ?
C12 C17 C18 . . 114.4(2) ?
C12 C17 C19 . . 107.8(2) ?
C18 C17 C19 . . 111.0(2) ?
C12 C17 H17 . . 107.8 ?
C18 C17 H17 . . 107.8 ?
C19 C17 H17 . . 107.8 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C14 . . 114.3(2) ?
C21 C20 C22 . . 110.9(3) ?
C14 C20 C22 . . 109.6(3) ?
C21 C20 H20 . . 107.2 ?
C14 C20 H20 . . 107.2 ?
C22 C20 H20 . . 107.2 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C16 C23 C25 . . 113.4(2) ?
C16 C23 C24 . . 109.3(2) ?
C25 C23 C24 . . 108.9(2) ?
C16 C23 H23 . . 108.4 ?
C25 C23 H23 . . 108.4 ?
C24 C23 H23 . . 108.4 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C32 C31 C36 . . 113.0(3) ?
C32 C31 B1 . . 123.4(3) ?
C36 C31 B1 . . 123.4(3) ?
F32 C32 C33 . . 115.1(3) ?
F32 C32 C31 . . 120.3(3) ?
C33 C32 C31 . . 124.5(3) ?
F33 C33 C34 . . 119.9(3) ?
F33 C33 C32 . . 120.9(3) ?
C34 C33 C32 . . 119.2(3) ?
F34 C34 C33 . . 120.6(3) ?
F34 C34 C35 . . 119.9(3) ?
C33 C34 C35 . . 119.5(3) ?
F35 C35 C34 . . 120.3(3) ?
F35 C35 C36 . . 120.4(3) ?
C34 C35 C36 . . 119.3(3) ?
F36 C36 C35 . . 115.7(3) ?
F36 C36 C31 . . 120.0(3) ?
C35 C36 C31 . . 124.4(3) ?
C46 C41 C42 . . 113.5(3) ?
C46 C41 B2 . . 123.8(3) ?
C42 C41 B2 . . 122.7(3) ?
F42 C42 C43 . . 116.4(3) ?
F42 C42 C41 . . 119.5(3) ?
C43 C42 C41 . . 124.1(3) ?
F43 C43 C44 . . 119.9(3) ?
F43 C43 C42 . . 120.6(3) ?
C44 C43 C42 . . 119.5(3) ?
F44 C44 C43 . . 120.3(4) ?
F44 C44 C45 . . 120.5(4) ?
C43 C44 C45 . . 119.2(3) ?
F45 C45 C44 . . 120.1(3) ?
F45 C45 C46 . . 120.0(4) ?
C44 C45 C46 . . 119.9(3) ?
F46 C46 C45 . . 116.7(3) ?
F46 C46 C41 . . 119.4(3) ?
C45 C46 C41 . . 123.8(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11 P1 C1 C2 . . . . 119.9(2) ?
C3 P1 C1 C2 . . . . 11.5(2) ?
B2 P1 C1 C2 . . . . -110.5(2) ?
P1 C1 C2 B1 . . . . -35.0(3) ?
C31 B1 C2 C1 . . . . 176.8(2) ?
C3 B1 C2 C1 . . . . 46.2(3) ?
S1 B1 C2 C1 . . . . -64.7(2) ?
C2 B1 C3 C4 . . . . 84.0(3) ?
C31 B1 C3 C4 . . . . -47.7(3) ?
S1 B1 C3 C4 . . . . -167.41(19) ?
C2 B1 C3 P1 . . . . -36.0(3) ?
C31 B1 C3 P1 . . . . -167.7(2) ?
S1 B1 C3 P1 . . . . 72.60(18) ?
C11 P1 C3 C4 . . . . 140.51(19) ?
C1 P1 C3 C4 . . . . -105.5(2) ?
B2 P1 C3 C4 . . . . 10.0(2) ?
C11 P1 C3 B1 . . . . -98.96(19) ?
C1 P1 C3 B1 . . . . 15.0(2) ?
B2 P1 C3 B1 . . . . 130.50(19) ?
C1 P1 C11 C16 . . . . 23.6(3) ?
C3 P1 C11 C16 . . . . 127.0(2) ?
B2 P1 C11 C16 . . . . -101.9(2) ?
C1 P1 C11 C12 . . . . -150.9(2) ?
C3 P1 C11 C12 . . . . -47.5(2) ?
B2 P1 C11 C12 . . . . 83.6(2) ?
C16 C11 C12 C13 . . . . -11.2(4) ?
P1 C11 C12 C13 . . . . 163.6(2) ?
C16 C11 C12 C17 . . . . 160.9(2) ?
P1 C11 C12 C17 . . . . -24.3(3) ?
C11 C12 C13 C14 . . . . 2.3(4) ?
C17 C12 C13 C14 . . . . -170.1(3) ?
C12 C13 C14 C15 . . . . 6.0(4) ?
C12 C13 C14 C20 . . . . -173.6(3) ?
C13 C14 C15 C16 . . . . -5.6(4) ?
C20 C14 C15 C16 . . . . 174.0(3) ?
C14 C15 C16 C11 . . . . -3.2(4) ?
C14 C15 C16 C23 . . . . 173.4(2) ?
C12 C11 C16 C15 . . . . 11.6(4) ?
P1 C11 C16 C15 . . . . -162.9(2) ?
C12 C11 C16 C23 . . . . -164.7(2) ?
P1 C11 C16 C23 . . . . 20.8(4) ?
C13 C12 C17 C18 . . . . -53.8(3) ?
C11 C12 C17 C18 . . . . 134.1(3) ?
C13 C12 C17 C19 . . . . 70.2(3) ?
C11 C12 C17 C19 . . . . -101.9(3) ?
C15 C14 C20 C21 . . . . 145.5(3) ?
C13 C14 C20 C21 . . . . -34.9(4) ?
C15 C14 C20 C22 . . . . -89.3(3) ?
C13 C14 C20 C22 . . . . 90.3(3) ?
C15 C16 C23 C25 . . . . 63.4(3) ?
C11 C16 C23 C25 . . . . -120.2(3) ?
C15 C16 C23 C24 . . . . -58.3(3) ?
C11 C16 C23 C24 . . . . 118.1(3) ?
C2 B1 C31 C32 . . . . 19.4(4) ?
C3 B1 C31 C32 . . . . 144.8(3) ?
S1 B1 C31 C32 . . . . -96.5(3) ?
C2 B1 C31 C36 . . . . -155.5(3) ?
C3 B1 C31 C36 . . . . -30.1(4) ?
S1 B1 C31 C36 . . . . 88.6(3) ?
C36 C31 C32 F32 . . . . -176.7(3) ?
B1 C31 C32 F32 . . . . 7.9(4) ?
C36 C31 C32 C33 . . . . 3.1(4) ?
B1 C31 C32 C33 . . . . -172.3(3) ?
F32 C32 C33 F33 . . . . 0.0(4) ?
C31 C32 C33 F33 . . . . -179.8(3) ?
F32 C32 C33 C34 . . . . 179.1(3) ?
C31 C32 C33 C34 . . . . -0.7(5) ?
F33 C33 C34 F34 . . . . -2.4(5) ?
C32 C33 C34 F34 . . . . 178.5(3) ?
F33 C33 C34 C35 . . . . 177.3(3) ?
C32 C33 C34 C35 . . . . -1.8(5) ?
F34 C34 C35 F35 . . . . 0.5(5) ?
C33 C34 C35 F35 . . . . -179.3(3) ?
F34 C34 C35 C36 . . . . -178.8(3) ?
C33 C34 C35 C36 . . . . 1.5(5) ?
F35 C35 C36 F36 . . . . 1.6(5) ?
C34 C35 C36 F36 . . . . -179.2(3) ?
F35 C35 C36 C31 . . . . -178.0(3) ?
C34 C35 C36 C31 . . . . 1.2(5) ?
C32 C31 C36 F36 . . . . 177.1(3) ?
B1 C31 C36 F36 . . . . -7.5(4) ?
C32 C31 C36 C35 . . . . -3.4(5) ?
B1 C31 C36 C35 . . . . 172.0(3) ?
P1 B2 C41 C46 . . . . 95.6(3) ?
P1 B2 C41 C42 . . . . -84.8(3) ?
C46 C41 C42 F42 . . . . -178.1(3) ?
B2 C41 C42 F42 . . . . 2.3(4) ?
C46 C41 C42 C43 . . . . 1.5(4) ?
B2 C41 C42 C43 . . . . -178.1(3) ?
F42 C42 C43 F43 . . . . 1.2(5) ?
C41 C42 C43 F43 . . . . -178.5(3) ?
F42 C42 C43 C44 . . . . 178.2(3) ?
C41 C42 C43 C44 . . . . -1.5(5) ?
F43 C43 C44 F44 . . . . -1.8(6) ?
C42 C43 C44 F44 . . . . -178.8(3) ?
F43 C43 C44 C45 . . . . 177.8(3) ?
C42 C43 C44 C45 . . . . 0.8(6) ?
F44 C44 C45 F45 . . . . -0.2(6) ?
C43 C44 C45 F45 . . . . -179.8(4) ?
F44 C44 C45 C46 . . . . 179.3(4) ?
C43 C44 C45 C46 . . . . -0.4(6) ?
F45 C45 C46 F46 . . . . -0.4(5) ?
C44 C45 C46 F46 . . . . -179.9(3) ?
F45 C45 C46 C41 . . . . 180.0(3) ?
C44 C45 C46 C41 . . . . 0.5(6) ?
C42 C41 C46 F46 . . . . 179.4(3) ?
B2 C41 C46 F46 . . . . -1.0(4) ?
C42 C41 C46 C45 . . . . -1.0(5) ?
B2 C41 C46 C45 . . . . 178.6(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_erk8815
_database_code_depnum_ccdc_archive 'CCDC 1812022'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H43 B F5 O P'
_chemical_formula_iupac          ?
_chemical_formula_weight         616.47

_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                   9.8784(7)
_cell_length_b                   12.2893(9)
_cell_length_c                   14.1512(11)
_cell_angle_alpha                71.507(4)
_cell_angle_beta                 75.714(3)
_cell_angle_gamma                88.224(4)
_cell_volume                     1576.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8192
_cell_measurement_theta_min      3.7977
_cell_measurement_theta_max      66.5897
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             652

_exptl_absorpt_coefficient_mu    1.254
_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  0.73
_exptl_absorpt_correction_T_max  0.81

_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            19554
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         66.69
_diffrn_reflns_theta_full        66.69
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_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             5527
_reflns_number_gt                4813
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.0948
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_number_reflns         5527
_refine_ls_number_parameters     398
_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)+(0.0407P)²+0.5971P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.300
_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'
O O 0.0492 0.0322 '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
P P1 0.58002(4) 0.25875(3) 0.31314(3) 0.01020(11) Uani d . . . 1 . .
B B1 0.49565(19) 0.10100(15) 0.26633(14) 0.0134(4) Uani d . . . 1 . .
O O1 0.43523(11) 0.06741(9) 0.38175(8) 0.0139(2) Uani d . . . 1 . .
C C1 0.72946(16) 0.17785(14) 0.27160(12) 0.0147(3) Uani d . . . 1 . .
H H1A 0.8 0.2286 0.2127 0.018 Uiso calc U . R 1 . .
H H1B 0.7742 0.1414 0.3285 0.018 Uiso calc U . R 1 . .
C C2 0.66433(17) 0.08546(14) 0.23964(13) 0.0154(3) Uani d . . . 1 . .
H H2A 0.6859 0.0074 0.2787 0.018 Uiso calc U . R 1 . .
H H2B 0.7016 0.0975 0.1652 0.018 Uiso calc U . R 1 . .
C C3 0.48351(16) 0.24384(13) 0.22545(12) 0.0124(3) Uani d . . . 1 . .
H H3 0.3845 0.2654 0.2451 0.015 Uiso calc U . R 1 . .
C C4 0.55082(17) 0.30468(14) 0.11126(12) 0.0163(3) Uani d . . . 1 . .
H H4A 0.6483 0.2837 0.0945 0.024 Uiso calc U . R 1 . .
H H4B 0.5479 0.388 0.0969 0.024 Uiso calc U . R 1 . .
H H4C 0.4994 0.2812 0.0693 0.024 Uiso calc U . R 1 . .
C C5 0.48081(17) 0.13776(13) 0.43075(12) 0.0132(3) Uani d . . . 1 . .
H H5 0.5505 0.0953 0.4676 0.016 Uiso calc U . R 1 . .
C C11 0.64198(16) 0.40538(13) 0.29331(11) 0.0109(3) Uani d . . . 1 . .
C C12 0.57180(16) 0.49834(13) 0.23828(12) 0.0118(3) Uani d . . . 1 . .
C C13 0.65430(16) 0.58806(14) 0.15995(12) 0.0131(3) Uani d . . . 1 . .
H H13 0.6088 0.6481 0.1203 0.016 Uiso calc U . R 1 . .
C C14 0.80003(16) 0.59429(13) 0.13678(12) 0.0127(3) Uani d . . . 1 . .
C C15 0.86107(16) 0.51605(14) 0.20751(12) 0.0141(3) Uani d . . . 1 . .
H H15 0.9584 0.5258 0.2006 0.017 Uiso calc U . R 1 . .
C C16 0.78557(16) 0.42385(13) 0.28818(12) 0.0118(3) Uani d . . . 1 . .
C C17 0.41314(16) 0.51660(14) 0.26837(12) 0.0131(3) Uani d . . . 1 . .
C C18 0.40124(17) 0.62950(14) 0.29573(14) 0.0185(4) Uani d . . . 1 . .
H H18A 0.3024 0.6449 0.3171 0.028 Uiso calc U . R 1 . .
H H18B 0.4482 0.6931 0.2353 0.028 Uiso calc U . R 1 . .
H H18C 0.4456 0.6219 0.3521 0.028 Uiso calc U . R 1 . .
C C19 0.34219(17) 0.53035(15) 0.18047(13) 0.0172(3) Uani d . . . 1 . .
H H19A 0.3401 0.457 0.1671 0.026 Uiso calc U . R 1 . .
H H19B 0.3948 0.589 0.1182 0.026 Uiso calc U . R 1 . .
H H19C 0.2464 0.5538 0.2 0.026 Uiso calc U . R 1 . .
C C20 0.33216(16) 0.42439(14) 0.36556(12) 0.0151(3) Uani d . . . 1 . .
H H20A 0.2371 0.4484 0.3869 0.023 Uiso calc U . R 1 . .
H H20B 0.3797 0.4139 0.4208 0.023 Uiso calc U . R 1 . .
H H20C 0.3279 0.3518 0.3513 0.023 Uiso calc U . R 1 . .
C C21 0.88499(16) 0.68807(14) 0.04274(12) 0.0143(3) Uani d . . . 1 . .
C C22 1.04266(18) 0.67669(15) 0.02830(14) 0.0221(4) Uani d . . . 1 . .
H H22A 1.069 0.6811 0.0894 0.033 Uiso calc U . R 1 . .
H H22B 1.0922 0.7391 -0.0322 0.033 Uiso calc U . R 1 . .
H H22C 1.068 0.6026 0.0184 0.033 Uiso calc U . R 1 . .
C C23 0.84876(18) 0.80649(14) 0.05451(13) 0.0178(3) Uani d . . . 1 . .
H H23A 0.7501 0.819 0.0554 0.027 Uiso calc U . R 1 . .
H H23B 0.9075 0.8664 -0.0035 0.027 Uiso calc U . R 1 . .
H H23C 0.8656 0.8095 0.1191 0.027 Uiso calc U . R 1 . .
C C24 0.84693(19) 0.68017(15) -0.05414(13) 0.0211(4) Uani d . . . 1 . .
H H24A 0.8675 0.604 -0.0607 0.032 Uiso calc U . R 1 . .
H H24B 0.902 0.7391 -0.115 0.032 Uiso calc U . R 1 . .
H H24C 0.7471 0.6923 -0.0483 0.032 Uiso calc U . R 1 . .
C C25 0.86229(16) 0.36146(14) 0.37198(12) 0.0141(3) Uani d . . . 1 . .
C C26 0.90609(18) 0.45573(15) 0.41157(13) 0.0178(3) Uani d . . . 1 . .
H H26A 0.8233 0.4952 0.4354 0.027 Uiso calc U . R 1 . .
H H26B 0.9734 0.5113 0.3556 0.027 Uiso calc U . R 1 . .
H H26C 0.9493 0.4203 0.4687 0.027 Uiso calc U . R 1 . .
C C27 0.99441(16) 0.30497(15) 0.33074(13) 0.0161(3) Uani d . . . 1 . .
H H27A 1.0432 0.2736 0.3853 0.024 Uiso calc U . R 1 . .
H H27B 1.0561 0.3624 0.2724 0.024 Uiso calc U . R 1 . .
H H27C 0.9683 0.2428 0.3082 0.024 Uiso calc U . R 1 . .
C C28 0.76791(17) 0.27456(15) 0.46671(12) 0.0162(3) Uani d . . . 1 . .
H H28A 0.7439 0.2082 0.4486 0.024 Uiso calc U . R 1 . .
H H28B 0.6821 0.3107 0.4906 0.024 Uiso calc U . R 1 . .
H H28C 0.8172 0.2491 0.5216 0.024 Uiso calc U . R 1 . .
C C31 0.39914(17) 0.03555(13) 0.22045(12) 0.0143(3) Uani d . . . 1 . .
C C32 0.44858(18) -0.03538(14) 0.16139(13) 0.0173(3) Uani d . . . 1 . .
F F32 0.58419(11) -0.06107(9) 0.14234(8) 0.0245(2) Uani d . . . 1 . .
C C33 0.3657(2) -0.08453(14) 0.11787(13) 0.0207(4) Uani d . . . 1 . .
F F33 0.42153(12) -0.15204(9) 0.06092(8) 0.0294(3) Uani d . . . 1 . .
C C34 0.2257(2) -0.06431(15) 0.13336(14) 0.0220(4) Uani d . . . 1 . .
F F34 0.14403(12) -0.11016(10) 0.09115(9) 0.0325(3) Uani d . . . 1 . .
C C35 0.16987(18) 0.00428(15) 0.19227(13) 0.0189(4) Uani d . . . 1 . .
F F35 0.03372(10) 0.02729(9) 0.20630(8) 0.0254(2) Uani d . . . 1 . .
C C36 0.25673(18) 0.05159(14) 0.23368(12) 0.0160(3) Uani d . . . 1 . .
F F36 0.19395(10) 0.11952(8) 0.28908(7) 0.0194(2) Uani d . . . 1 . .
C C41 0.36216(17) 0.16453(13) 0.50933(12) 0.0140(3) Uani d . . . 1 . .
C C42 0.38950(18) 0.21074(14) 0.58159(13) 0.0180(3) Uani d . . . 1 . .
H H42 0.4835 0.2238 0.5822 0.022 Uiso calc U . R 1 . .
C C43 0.2810(2) 0.23764(15) 0.65227(13) 0.0222(4) Uani d . . . 1 . .
H H43 0.3008 0.2712 0.6996 0.027 Uiso calc U . R 1 . .
C C44 0.14341(19) 0.21558(15) 0.65399(13) 0.0229(4) Uani d . . . 1 . .
H H44 0.0688 0.2347 0.7019 0.027 Uiso calc U . R 1 . .
C C45 0.11554(18) 0.16545(16) 0.58542(13) 0.0230(4) Uani d . . . 1 . .
H H45 0.0215 0.1481 0.5878 0.028 Uiso calc U . R 1 . .
C C46 0.22444(18) 0.14025(15) 0.51300(13) 0.0184(4) Uani d . . . 1 . .
H H46 0.2043 0.1063 0.466 0.022 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 C3 . 1.7948(15) ?
P1 C11 . 1.8339(15) ?
P1 C1 . 1.8343(16) ?
P1 C5 . 1.9123(16) ?
B1 O1 . 1.517(2) ?
B1 C31 . 1.631(2) ?
B1 C2 . 1.634(2) ?
B1 C3 . 1.676(2) ?
O1 C5 . 1.4105(19) ?
C1 C2 . 1.556(2) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.532(2) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C41 . 1.511(2) ?
C5 H5 . 1.0 ?
C11 C16 . 1.424(2) ?
C11 C12 . 1.430(2) ?
C12 C13 . 1.394(2) ?
C12 C17 . 1.548(2) ?
C13 C14 . 1.394(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.393(2) ?
C14 C21 . 1.529(2) ?
C15 C16 . 1.398(2) ?
C15 H15 . 0.95 ?
C16 C25 . 1.549(2) ?
C17 C20 . 1.530(2) ?
C17 C19 . 1.535(2) ?
C17 C18 . 1.548(2) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.528(2) ?
C21 C23 . 1.538(2) ?
C21 C24 . 1.540(2) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.531(2) ?
C25 C27 . 1.533(2) ?
C25 C26 . 1.551(2) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C36 . 1.389(2) ?
C31 C32 . 1.390(2) ?
C32 F32 . 1.348(2) ?
C32 C33 . 1.389(2) ?
C33 F33 . 1.349(2) ?
C33 C34 . 1.373(3) ?
C34 F34 . 1.343(2) ?
C34 C35 . 1.378(3) ?
C35 F35 . 1.345(2) ?
C35 C36 . 1.383(2) ?
C36 F36 . 1.3563(19) ?
C41 C46 . 1.387(2) ?
C41 C42 . 1.398(2) ?
C42 C43 . 1.385(2) ?
C42 H42 . 0.95 ?
C43 C44 . 1.387(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.385(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.393(2) ?
C45 H45 . 0.95 ?
C46 H46 . 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
C3 P1 C11 . . 115.88(7) ?
C3 P1 C1 . . 96.34(7) ?
C11 P1 C1 . . 109.05(7) ?
C3 P1 C5 . . 96.90(7) ?
C11 P1 C5 . . 133.77(7) ?
C1 P1 C5 . . 97.93(7) ?
O1 B1 C31 . . 107.71(13) ?
O1 B1 C2 . . 110.61(13) ?
C31 B1 C2 . . 118.40(13) ?
O1 B1 C3 . . 103.81(12) ?
C31 B1 C3 . . 112.12(13) ?
C2 B1 C3 . . 103.24(12) ?
C5 O1 B1 . . 115.52(12) ?
C2 C1 P1 . . 104.10(10) ?
C2 C1 H1A . . 110.9 ?
P1 C1 H1A . . 110.9 ?
C2 C1 H1B . . 110.9 ?
P1 C1 H1B . . 110.9 ?
H1A C1 H1B . . 109.0 ?
C1 C2 B1 . . 106.02(12) ?
C1 C2 H2A . . 110.5 ?
B1 C2 H2A . . 110.5 ?
C1 C2 H2B . . 110.5 ?
B1 C2 H2B . . 110.5 ?
H2A C2 H2B . . 108.7 ?
C4 C3 B1 . . 115.79(13) ?
C4 C3 P1 . . 115.52(11) ?
B1 C3 P1 . . 90.48(10) ?
C4 C3 H3 . . 111.2 ?
B1 C3 H3 . . 111.2 ?
P1 C3 H3 . . 111.2 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
O1 C5 C41 . . 112.08(13) ?
O1 C5 P1 . . 100.10(10) ?
C41 C5 P1 . . 120.20(11) ?
O1 C5 H5 . . 107.9 ?
C41 C5 H5 . . 107.9 ?
P1 C5 H5 . . 107.9 ?
C16 C11 C12 . . 118.27(14) ?
C16 C11 P1 . . 117.61(11) ?
C12 C11 P1 . . 117.70(11) ?
C13 C12 C11 . . 117.55(14) ?
C13 C12 C17 . . 116.56(14) ?
C11 C12 C17 . . 125.26(14) ?
C12 C13 C14 . . 123.43(15) ?
C12 C13 H13 . . 118.3 ?
C14 C13 H13 . . 118.3 ?
C15 C14 C13 . . 116.14(14) ?
C15 C14 C21 . . 122.87(14) ?
C13 C14 C21 . . 120.84(14) ?
C14 C15 C16 . . 123.01(15) ?
C14 C15 H15 . . 118.5 ?
C16 C15 H15 . . 118.5 ?
C15 C16 C11 . . 117.91(14) ?
C15 C16 C25 . . 115.72(13) ?
C11 C16 C25 . . 125.83(14) ?
C20 C17 C19 . . 109.73(13) ?
C20 C17 C18 . . 105.33(13) ?
C19 C17 C18 . . 108.47(13) ?
C20 C17 C12 . . 114.00(13) ?
C19 C17 C12 . . 113.17(13) ?
C18 C17 C12 . . 105.61(12) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 C14 . . 112.66(14) ?
C22 C21 C23 . . 108.43(13) ?
C14 C21 C23 . . 109.34(13) ?
C22 C21 C24 . . 108.22(14) ?
C14 C21 C24 . . 108.84(13) ?
C23 C21 C24 . . 109.31(14) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C27 . . 110.25(13) ?
C28 C25 C16 . . 113.59(13) ?
C27 C25 C16 . . 113.20(13) ?
C28 C25 C26 . . 105.15(13) ?
C27 C25 C26 . . 108.35(13) ?
C16 C25 C26 . . 105.74(13) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C36 C31 C32 . . 113.37(15) ?
C36 C31 B1 . . 121.48(14) ?
C32 C31 B1 . . 125.07(14) ?
F32 C32 C33 . . 115.06(14) ?
F32 C32 C31 . . 120.96(15) ?
C33 C32 C31 . . 123.98(16) ?
F33 C33 C34 . . 119.87(15) ?
F33 C33 C32 . . 120.53(16) ?
C34 C33 C32 . . 119.60(16) ?
F34 C34 C33 . . 120.51(16) ?
F34 C34 C35 . . 120.26(17) ?
C33 C34 C35 . . 119.23(15) ?
F35 C35 C34 . . 120.10(15) ?
F35 C35 C36 . . 120.83(15) ?
C34 C35 C36 . . 119.03(16) ?
F36 C36 C35 . . 115.24(15) ?
F36 C36 C31 . . 119.98(14) ?
C35 C36 C31 . . 124.77(15) ?
C46 C41 C42 . . 118.91(15) ?
C46 C41 C5 . . 120.49(14) ?
C42 C41 C5 . . 120.57(15) ?
C43 C42 C41 . . 120.70(16) ?
C43 C42 H42 . . 119.7 ?
C41 C42 H42 . . 119.7 ?
C42 C43 C44 . . 120.04(16) ?
C42 C43 H43 . . 120.0 ?
C44 C43 H43 . . 120.0 ?
C45 C44 C43 . . 119.58(16) ?
C45 C44 H44 . . 120.2 ?
C43 C44 H44 . . 120.2 ?
C44 C45 C46 . . 120.49(17) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C41 C46 C45 . . 120.20(16) ?
C41 C46 H46 . . 119.9 ?
C45 C46 H46 . . 119.9 ?

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 B1 O1 C5 . . . . -163.85(12) ?
C2 B1 O1 C5 . . . . 65.34(16) ?
C3 B1 O1 C5 . . . . -44.81(16) ?
C3 P1 C1 C2 . . . . -32.48(12) ?
C11 P1 C1 C2 . . . . -152.67(10) ?
C5 P1 C1 C2 . . . . 65.42(11) ?
P1 C1 C2 B1 . . . . -3.77(14) ?
O1 B1 C2 C1 . . . . -67.65(16) ?
C31 B1 C2 C1 . . . . 167.41(14) ?
C3 B1 C2 C1 . . . . 42.87(15) ?
O1 B1 C3 C4 . . . . 174.13(12) ?
C31 B1 C3 C4 . . . . -69.90(17) ?
C2 B1 C3 C4 . . . . 58.65(16) ?
O1 B1 C3 P1 . . . . 55.28(11) ?
C31 B1 C3 P1 . . . . 171.25(11) ?
C2 B1 C3 P1 . . . . -60.20(11) ?
C11 P1 C3 C4 . . . . 48.65(14) ?
C1 P1 C3 C4 . . . . -66.11(13) ?
C5 P1 C3 C4 . . . . -164.93(12) ?
C11 P1 C3 B1 . . . . 167.74(9) ?
C1 P1 C3 B1 . . . . 52.98(10) ?
C5 P1 C3 B1 . . . . -45.84(10) ?
B1 O1 C5 C41 . . . . 137.20(13) ?
B1 O1 C5 P1 . . . . 8.62(14) ?
C3 P1 C11 C16 . . . . -129.80(12) ?
C1 P1 C11 C16 . . . . -22.50(14) ?
C5 P1 C11 C16 . . . . 99.70(14) ?
C3 P1 C11 C12 . . . . 21.67(14) ?
C1 P1 C11 C12 . . . . 128.96(12) ?
C5 P1 C11 C12 . . . . -108.84(13) ?
C16 C11 C12 C13 . . . . 18.7(2) ?
P1 C11 C12 C13 . . . . -132.58(13) ?
C16 C11 C12 C17 . . . . -151.91(14) ?
P1 C11 C12 C17 . . . . 56.82(18) ?
C11 C12 C13 C14 . . . . -3.5(2) ?
C17 C12 C13 C14 . . . . 167.88(14) ?
C12 C13 C14 C15 . . . . -10.8(2) ?
C12 C13 C14 C21 . . . . 173.42(14) ?
C13 C14 C15 C16 . . . . 10.4(2) ?
C21 C14 C15 C16 . . . . -173.97(14) ?
C14 C15 C16 C11 . . . . 4.4(2) ?
C14 C15 C16 C25 . . . . -167.61(14) ?
C12 C11 C16 C15 . . . . -19.1(2) ?
P1 C11 C16 C15 . . . . 132.17(13) ?
C12 C11 C16 C25 . . . . 152.01(14) ?
P1 C11 C16 C25 . . . . -56.69(18) ?
C13 C12 C17 C20 . . . . -170.64(13) ?
C11 C12 C17 C20 . . . . 0.0(2) ?
C13 C12 C17 C19 . . . . 63.03(18) ?
C11 C12 C17 C19 . . . . -126.29(16) ?
C13 C12 C17 C18 . . . . -55.49(17) ?
C11 C12 C17 C18 . . . . 115.19(16) ?
C15 C14 C21 C22 . . . . 7.1(2) ?
C13 C14 C21 C22 . . . . -177.44(14) ?
C15 C14 C21 C23 . . . . -113.52(16) ?
C13 C14 C21 C23 . . . . 61.93(19) ?
C15 C14 C21 C24 . . . . 127.14(16) ?
C13 C14 C21 C24 . . . . -57.41(19) ?
C15 C16 C25 C28 . . . . 170.62(13) ?
C11 C16 C25 C28 . . . . -0.7(2) ?
C15 C16 C25 C27 . . . . -62.64(18) ?
C11 C16 C25 C27 . . . . 126.05(16) ?
C15 C16 C25 C26 . . . . 55.83(17) ?
C11 C16 C25 C26 . . . . -115.48(16) ?
O1 B1 C31 C36 . . . . 58.43(19) ?
C2 B1 C31 C36 . . . . -175.22(15) ?
C3 B1 C31 C36 . . . . -55.2(2) ?
O1 B1 C31 C32 . . . . -124.92(16) ?
C2 B1 C31 C32 . . . . 1.4(2) ?
C3 B1 C31 C32 . . . . 121.49(17) ?
C36 C31 C32 F32 . . . . -179.08(14) ?
B1 C31 C32 F32 . . . . 4.0(2) ?
C36 C31 C32 C33 . . . . 1.0(2) ?
B1 C31 C32 C33 . . . . -175.87(16) ?
F32 C32 C33 F33 . . . . -0.3(2) ?
C31 C32 C33 F33 . . . . 179.62(15) ?
F32 C32 C33 C34 . . . . 179.54(15) ?
C31 C32 C33 C34 . . . . -0.6(3) ?
F33 C33 C34 F34 . . . . -0.8(3) ?
C32 C33 C34 F34 . . . . 179.37(15) ?
F33 C33 C34 C35 . . . . 179.59(15) ?
C32 C33 C34 C35 . . . . -0.2(3) ?
F34 C34 C35 F35 . . . . -1.2(3) ?
C33 C34 C35 F35 . . . . 178.42(15) ?
F34 C34 C35 C36 . . . . -179.16(15) ?
C33 C34 C35 C36 . . . . 0.4(3) ?
F35 C35 C36 F36 . . . . 0.9(2) ?
C34 C35 C36 F36 . . . . 178.90(15) ?
F35 C35 C36 C31 . . . . -177.87(15) ?
C34 C35 C36 C31 . . . . 0.1(3) ?
C32 C31 C36 F36 . . . . -179.54(14) ?
B1 C31 C36 F36 . . . . -2.5(2) ?
C32 C31 C36 C35 . . . . -0.8(2) ?
B1 C31 C36 C35 . . . . 176.22(16) ?
O1 C5 C41 C46 . . . . -12.2(2) ?
P1 C5 C41 C46 . . . . 104.82(16) ?
O1 C5 C41 C42 . . . . 165.71(14) ?
P1 C5 C41 C42 . . . . -77.23(18) ?
C46 C41 C42 C43 . . . . -3.4(2) ?
C5 C41 C42 C43 . . . . 178.61(15) ?
C41 C42 C43 C44 . . . . 2.0(3) ?
C42 C43 C44 C45 . . . . 0.7(3) ?
C43 C44 C45 C46 . . . . -1.9(3) ?
C42 C41 C46 C45 . . . . 2.2(2) ?
C5 C41 C46 C45 . . . . -179.81(15) ?
C44 C45 C46 C41 . . . . 0.4(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C5 H5 O1 2_656 1.00 2.45 3.2860(19) 141.1 ?

####################################################################### 
# 
# 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_erk8718
_database_code_depnum_ccdc_archive 'CCDC 1812023'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H43 B F5 O P'
_chemical_formula_iupac          ?
_chemical_formula_weight         676.52

_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                   11.3401(14)
_cell_length_b                   12.3804(15)
_cell_length_c                   13.2251(16)
_cell_angle_alpha                80.247(4)
_cell_angle_beta                 71.021(4)
_cell_angle_gamma                87.949(4)
_cell_volume                     1730.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4017
_cell_measurement_theta_min      2.5030
_cell_measurement_theta_max      24.7038
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.076
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712

_exptl_absorpt_coefficient_mu    0.138
_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  0.89
_exptl_absorpt_correction_T_max  0.99

_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            23118
_diffrn_reflns_av_R_equivalents  0.0999
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_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       -15
_diffrn_reflns_limit_l_max       15

_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             6310
_reflns_number_gt                4168
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1006
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.1091
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_number_reflns         6310
_refine_ls_number_parameters     440
_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)+(0.0334P)²+0.9862P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.349
_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 V8.34A (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 0.82971(6) 0.72186(5) 0.43391(5) 0.01362(17) Uani d . . . 1 . .
B B1 0.6760(3) 0.6115(2) 0.6110(2) 0.0163(7) Uani d . . . 1 . .
O O1 0.74640(16) 0.66878(14) 0.66794(13) 0.0174(4) Uani d . . . 1 . .
C C1 0.8829(2) 0.58325(19) 0.4685(2) 0.0169(6) Uani d . . . 1 . .
H H1A 0.9054 0.5454 0.4048 0.02 Uiso calc U . R 1 . .
H H1B 0.9572 0.5865 0.4918 0.02 Uiso calc U . R 1 . .
C C2 0.7738(2) 0.5209(2) 0.5624(2) 0.0182(6) Uani d . . . 1 . .
H H2A 0.805 0.48 0.6192 0.022 Uiso calc U . R 1 . .
H H2B 0.7332 0.4682 0.5349 0.022 Uiso calc U . R 1 . .
C C3 0.6656(2) 0.6949(2) 0.50245(19) 0.0140(6) Uani d . . . 1 . .
H H3 0.6205 0.7632 0.5219 0.017 Uiso calc U . R 1 . .
C C4 0.6086(2) 0.6382(2) 0.4340(2) 0.0201(6) Uani d . . . 1 . .
H H4A 0.6606 0.5767 0.4092 0.03 Uiso calc U . R 1 . .
H H4B 0.6044 0.6908 0.371 0.03 Uiso calc U . R 1 . .
H H4C 0.5244 0.6108 0.478 0.03 Uiso calc U . R 1 . .
C C5 0.7338(2) 0.7762(2) 0.6774(2) 0.0171(6) Uani d . . . 1 . .
C C6 0.8021(2) 0.8522(2) 0.5968(2) 0.0181(6) Uani d . . . 1 . .
H H6 0.7937 0.9267 0.6066 0.022 Uiso calc U . R 1 . .
C C7 0.8916(2) 0.8264(2) 0.4912(2) 0.0172(6) Uani d . . . 1 . .
H H7 0.9007 0.8958 0.4378 0.021 Uiso calc U . R 1 . .
C C11 0.8642(2) 0.7737(2) 0.2897(2) 0.0145(6) Uani d . . . 1 . .
C C12 0.9501(2) 0.7266(2) 0.2058(2) 0.0158(6) Uani d . . . 1 . .
C C13 0.9456(2) 0.7555(2) 0.1004(2) 0.0192(6) Uani d . . . 1 . .
H H13 1.0023 0.7224 0.0445 0.023 Uiso calc U . R 1 . .
C C14 0.8618(3) 0.8306(2) 0.0735(2) 0.0204(6) Uani d . . . 1 . .
C C15 0.7880(2) 0.8846(2) 0.1558(2) 0.0196(6) Uani d . . . 1 . .
H H15 0.7355 0.941 0.1382 0.023 Uiso calc U . R 1 . .
C C16 0.7878(2) 0.8596(2) 0.2618(2) 0.0156(6) Uani d . . . 1 . .
C C17 1.0547(2) 0.6512(2) 0.2210(2) 0.0184(6) Uani d . . . 1 . .
H H17 1.051 0.6438 0.2984 0.022 Uiso calc U . R 1 . .
C C18 1.0411(3) 0.5361(2) 0.1975(2) 0.0266(7) Uani d . . . 1 . .
H H18A 0.9583 0.5054 0.2415 0.04 Uiso calc U . R 1 . .
H H18B 1.1051 0.4889 0.2156 0.04 Uiso calc U . R 1 . .
H H18C 1.0513 0.5403 0.1205 0.04 Uiso calc U . R 1 . .
C C19 1.1823(3) 0.7015(3) 0.1499(2) 0.0296(7) Uani d . . . 1 . .
H H19A 1.1908 0.7046 0.0733 0.044 Uiso calc U . R 1 . .
H H19B 1.2483 0.6563 0.1669 0.044 Uiso calc U . R 1 . .
H H19C 1.1894 0.7758 0.164 0.044 Uiso calc U . R 1 . .
C C20 0.8480(3) 0.8564(2) -0.0388(2) 0.0278(7) Uani d . . . 1 . .
H H20 0.7573 0.8466 -0.0279 0.033 Uiso calc U . R 1 . .
C C21 0.9157(3) 0.7803(2) -0.1148(2) 0.0296(7) Uani d . . . 1 . .
H H21A 1.0058 0.7894 -0.1311 0.044 Uiso calc U . R 1 . .
H H21B 0.8951 0.7974 -0.1821 0.044 Uiso calc U . R 1 . .
H H21C 0.8903 0.7044 -0.0807 0.044 Uiso calc U . R 1 . .
C C22 0.8809(3) 0.9759(2) -0.0887(2) 0.0361(8) Uani d . . . 1 . .
H H22A 0.8306 1.023 -0.039 0.054 Uiso calc U . R 1 . .
H H22B 0.8637 0.992 -0.1576 0.054 Uiso calc U . R 1 . .
H H22C 0.9696 0.9896 -0.1015 0.054 Uiso calc U . R 1 . .
C C23 0.7106(2) 0.9326(2) 0.3410(2) 0.0186(6) Uani d . . . 1 . .
H H23 0.7155 0.9023 0.4146 0.022 Uiso calc U . R 1 . .
C C24 0.7678(3) 1.0485(2) 0.3081(2) 0.0284(7) Uani d . . . 1 . .
H H24A 0.8549 1.0455 0.3063 0.043 Uiso calc U . R 1 . .
H H24B 0.721 1.0942 0.3609 0.043 Uiso calc U . R 1 . .
H H24C 0.7642 1.0801 0.2361 0.043 Uiso calc U . R 1 . .
C C25 0.5731(3) 0.9362(2) 0.3492(2) 0.0304(7) Uani d . . . 1 . .
H H25A 0.5657 0.9653 0.2778 0.046 Uiso calc U . R 1 . .
H H25B 0.5288 0.9836 0.4012 0.046 Uiso calc U . R 1 . .
H H25C 0.5364 0.862 0.3737 0.046 Uiso calc U . R 1 . .
C C31 0.5365(2) 0.5699(2) 0.6951(2) 0.0161(6) Uani d . . . 1 . .
C C32 0.4386(2) 0.6410(2) 0.7275(2) 0.0189(6) Uani d . . . 1 . .
F F32 0.45449(13) 0.74949(12) 0.68482(12) 0.0235(4) Uani d . . . 1 . .
C C33 0.3240(2) 0.6106(2) 0.8028(2) 0.0210(6) Uani d . . . 1 . .
F F33 0.23596(14) 0.68576(13) 0.83309(13) 0.0309(4) Uani d . . . 1 . .
C C34 0.2994(2) 0.5026(2) 0.8488(2) 0.0227(7) Uani d . . . 1 . .
F F34 0.18770(14) 0.47165(14) 0.92298(13) 0.0349(4) Uani d . . . 1 . .
C C35 0.3898(3) 0.4275(2) 0.8186(2) 0.0227(7) Uani d . . . 1 . .
F F35 0.36619(15) 0.31987(13) 0.85967(13) 0.0336(4) Uani d . . . 1 . .
C C36 0.5047(2) 0.4617(2) 0.7447(2) 0.0190(6) Uani d . . . 1 . .
F F36 0.58909(14) 0.38142(12) 0.72118(12) 0.0263(4) Uani d . . . 1 . .
C C41 0.6464(2) 0.7995(2) 0.7825(2) 0.0198(6) Uani d . . . 1 . .
C C42 0.5987(3) 0.7130(2) 0.8671(2) 0.0245(7) Uani d . . . 1 . .
H H42 0.6264 0.6407 0.8588 0.029 Uiso calc U . R 1 . .
C C43 0.5107(3) 0.7314(3) 0.9635(2) 0.0320(8) Uani d . . . 1 . .
H H43 0.4777 0.6716 1.0203 0.038 Uiso calc U . R 1 . .
C C44 0.4714(3) 0.8356(3) 0.9772(2) 0.0350(8) Uani d . . . 1 . .
H H44 0.4108 0.8479 1.0431 0.042 Uiso calc U . R 1 . .
C C45 0.5202(3) 0.9225(3) 0.8948(2) 0.0321(8) Uani d . . . 1 . .
H H45 0.4937 0.9948 0.9044 0.039 Uiso calc U . R 1 . .
C C46 0.6082(3) 0.9049(2) 0.7976(2) 0.0254(7) Uani d . . . 1 . .
H H46 0.6421 0.9652 0.7415 0.03 Uiso calc U . R 1 . .
C C51 1.0233(2) 0.7991(2) 0.4927(2) 0.0173(6) Uani d . . . 1 . .
C C52 1.1241(2) 0.8319(2) 0.4010(2) 0.0225(7) Uani d . . . 1 . .
H H52 1.111 0.8708 0.3373 0.027 Uiso calc U . R 1 . .
C C53 1.2451(3) 0.8082(2) 0.4015(2) 0.0279(7) Uani d . . . 1 . .
H H53 1.3142 0.8306 0.3381 0.033 Uiso calc U . R 1 . .
C C54 1.2646(3) 0.7524(2) 0.4937(2) 0.0269(7) Uani d . . . 1 . .
H H54 1.3471 0.7371 0.4943 0.032 Uiso calc U . R 1 . .
C C55 1.1642(3) 0.7185(2) 0.5855(2) 0.0259(7) Uani d . . . 1 . .
H H55 1.1777 0.6796 0.649 0.031 Uiso calc U . R 1 . .
C C56 1.0441(3) 0.7411(2) 0.5851(2) 0.0211(6) Uani d . . . 1 . .
H H56 0.9753 0.7169 0.6482 0.025 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 C3 . 1.800(2) ?
P1 C11 . 1.822(3) ?
P1 C1 . 1.832(2) ?
P1 C7 . 1.867(3) ?
B1 O1 . 1.523(4) ?
B1 C2 . 1.610(4) ?
B1 C31 . 1.650(4) ?
B1 C3 . 1.655(4) ?
O1 C5 . 1.355(3) ?
C1 C2 . 1.553(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.536(4) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.340(3) ?
C5 C41 . 1.489(4) ?
C6 C7 . 1.513(3) ?
C6 H6 . 0.95 ?
C7 C51 . 1.525(4) ?
C7 H7 . 1.0 ?
C11 C12 . 1.413(3) ?
C11 C16 . 1.424(3) ?
C12 C13 . 1.396(4) ?
C12 C17 . 1.527(3) ?
C13 C14 . 1.393(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.395(4) ?
C14 C20 . 1.523(4) ?
C15 C16 . 1.383(4) ?
C15 H15 . 0.95 ?
C16 C23 . 1.533(4) ?
C17 C18 . 1.532(4) ?
C17 C19 . 1.532(4) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.501(4) ?
C20 C22 . 1.520(4) ?
C20 H20 . 1.0 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 C25 . 1.528(4) ?
C23 C24 . 1.530(4) ?
C23 H23 . 1.0 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C31 C36 . 1.392(4) ?
C31 C32 . 1.393(4) ?
C32 F32 . 1.360(3) ?
C32 C33 . 1.373(4) ?
C33 F33 . 1.350(3) ?
C33 C34 . 1.370(4) ?
C34 F34 . 1.346(3) ?
C34 C35 . 1.366(4) ?
C35 F35 . 1.352(3) ?
C35 C36 . 1.380(4) ?
C36 F36 . 1.358(3) ?
C41 C46 . 1.386(4) ?
C41 C42 . 1.390(4) ?
C42 C43 . 1.389(4) ?
C42 H42 . 0.95 ?
C43 C44 . 1.371(4) ?
C43 H43 . 0.95 ?
C44 C45 . 1.380(4) ?
C44 H44 . 0.95 ?
C45 C46 . 1.393(4) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 C52 . 1.381(3) ?
C51 C56 . 1.394(4) ?
C52 C53 . 1.395(4) ?
C52 H52 . 0.95 ?
C53 C54 . 1.375(4) ?
C53 H53 . 0.95 ?
C54 C55 . 1.382(4) ?
C54 H54 . 0.95 ?
C55 C56 . 1.382(4) ?
C55 H55 . 0.95 ?
C56 H56 . 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
C3 P1 C11 . . 112.26(12) ?
C3 P1 C1 . . 97.24(11) ?
C11 P1 C1 . . 115.94(12) ?
C3 P1 C7 . . 111.69(12) ?
C11 P1 C7 . . 106.74(12) ?
C1 P1 C7 . . 112.93(12) ?
O1 B1 C2 . . 102.1(2) ?
O1 B1 C31 . . 110.4(2) ?
C2 B1 C31 . . 118.6(2) ?
O1 B1 C3 . . 109.9(2) ?
C2 B1 C3 . . 104.1(2) ?
C31 B1 C3 . . 111.1(2) ?
C5 O1 B1 . . 123.5(2) ?
C2 C1 P1 . . 107.25(16) ?
C2 C1 H1A . . 110.3 ?
P1 C1 H1A . . 110.3 ?
C2 C1 H1B . . 110.3 ?
P1 C1 H1B . . 110.3 ?
H1A C1 H1B . . 108.5 ?
C1 C2 B1 . . 107.0(2) ?
C1 C2 H2A . . 110.3 ?
B1 C2 H2A . . 110.3 ?
C1 C2 H2B . . 110.3 ?
B1 C2 H2B . . 110.3 ?
H2A C2 H2B . . 108.6 ?
C4 C3 B1 . . 112.7(2) ?
C4 C3 P1 . . 110.58(17) ?
B1 C3 P1 . . 98.12(16) ?
C4 C3 H3 . . 111.6 ?
B1 C3 H3 . . 111.6 ?
P1 C3 H3 . . 111.6 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 O1 . . 119.7(2) ?
C6 C5 C41 . . 124.9(2) ?
O1 C5 C41 . . 115.4(2) ?
C5 C6 C7 . . 123.9(2) ?
C5 C6 H6 . . 118.0 ?
C7 C6 H6 . . 118.0 ?
C6 C7 C51 . . 115.0(2) ?
C6 C7 P1 . . 113.68(18) ?
C51 C7 P1 . . 110.99(18) ?
C6 C7 H7 . . 105.4 ?
C51 C7 H7 . . 105.4 ?
P1 C7 H7 . . 105.4 ?
C12 C11 C16 . . 118.7(2) ?
C12 C11 P1 . . 124.56(19) ?
C16 C11 P1 . . 116.29(18) ?
C13 C12 C11 . . 118.8(2) ?
C13 C12 C17 . . 117.0(2) ?
C11 C12 C17 . . 124.1(2) ?
C14 C13 C12 . . 123.1(2) ?
C14 C13 H13 . . 118.5 ?
C12 C13 H13 . . 118.5 ?
C13 C14 C15 . . 116.6(2) ?
C13 C14 C20 . . 123.9(2) ?
C15 C14 C20 . . 119.5(2) ?
C16 C15 C14 . . 123.0(2) ?
C16 C15 H15 . . 118.5 ?
C14 C15 H15 . . 118.5 ?
C15 C16 C11 . . 119.1(2) ?
C15 C16 C23 . . 117.0(2) ?
C11 C16 C23 . . 123.8(2) ?
C12 C17 C18 . . 112.7(2) ?
C12 C17 C19 . . 110.6(2) ?
C18 C17 C19 . . 110.0(2) ?
C12 C17 H17 . . 107.8 ?
C18 C17 H17 . . 107.8 ?
C19 C17 H17 . . 107.8 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C22 . . 111.9(2) ?
C21 C20 C14 . . 114.5(2) ?
C22 C20 C14 . . 111.1(2) ?
C21 C20 H20 . . 106.2 ?
C22 C20 H20 . . 106.2 ?
C14 C20 H20 . . 106.2 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C25 C23 C24 . . 110.2(2) ?
C25 C23 C16 . . 113.4(2) ?
C24 C23 C16 . . 109.5(2) ?
C25 C23 H23 . . 107.9 ?
C24 C23 H23 . . 107.9 ?
C16 C23 H23 . . 107.9 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C36 C31 C32 . . 112.5(2) ?
C36 C31 B1 . . 124.3(2) ?
C32 C31 B1 . . 123.1(2) ?
F32 C32 C33 . . 115.6(2) ?
F32 C32 C31 . . 119.6(2) ?
C33 C32 C31 . . 124.8(2) ?
F33 C33 C34 . . 119.5(2) ?
F33 C33 C32 . . 121.0(2) ?
C34 C33 C32 . . 119.5(3) ?
F34 C34 C35 . . 120.8(2) ?
F34 C34 C33 . . 120.1(3) ?
C35 C34 C33 . . 119.0(2) ?
F35 C35 C34 . . 120.2(2) ?
F35 C35 C36 . . 120.1(3) ?
C34 C35 C36 . . 119.7(2) ?
F36 C36 C35 . . 115.4(2) ?
F36 C36 C31 . . 120.2(2) ?
C35 C36 C31 . . 124.4(3) ?
C46 C41 C42 . . 118.9(3) ?
C46 C41 C5 . . 121.8(2) ?
C42 C41 C5 . . 119.3(3) ?
C43 C42 C41 . . 120.5(3) ?
C43 C42 H42 . . 119.8 ?
C41 C42 H42 . . 119.8 ?
C44 C43 C42 . . 120.3(3) ?
C44 C43 H43 . . 119.8 ?
C42 C43 H43 . . 119.8 ?
C43 C44 C45 . . 119.7(3) ?
C43 C44 H44 . . 120.1 ?
C45 C44 H44 . . 120.1 ?
C44 C45 C46 . . 120.4(3) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C41 C46 C45 . . 120.1(3) ?
C41 C46 H46 . . 119.9 ?
C45 C46 H46 . . 119.9 ?
C52 C51 C56 . . 119.1(2) ?
C52 C51 C7 . . 119.7(2) ?
C56 C51 C7 . . 121.2(2) ?
C51 C52 C53 . . 120.3(3) ?
C51 C52 H52 . . 119.9 ?
C53 C52 H52 . . 119.9 ?
C54 C53 C52 . . 120.1(3) ?
C54 C53 H53 . . 120.0 ?
C52 C53 H53 . . 120.0 ?
C53 C54 C55 . . 120.0(3) ?
C53 C54 H54 . . 120.0 ?
C55 C54 H54 . . 120.0 ?
C54 C55 C56 . . 120.1(3) ?
C54 C55 H55 . . 119.9 ?
C56 C55 H55 . . 119.9 ?
C55 C56 C51 . . 120.4(3) ?
C55 C56 H56 . . 119.8 ?
C51 C56 H56 . . 119.8 ?

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
C2 B1 O1 C5 . . . . 148.3(2) ?
C31 B1 O1 C5 . . . . -84.7(3) ?
C3 B1 O1 C5 . . . . 38.2(3) ?
C3 P1 C1 C2 . . . . -15.6(2) ?
C11 P1 C1 C2 . . . . -134.67(18) ?
C7 P1 C1 C2 . . . . 101.71(19) ?
P1 C1 C2 B1 . . . . -15.1(3) ?
O1 B1 C2 C1 . . . . -70.7(2) ?
C31 B1 C2 C1 . . . . 167.7(2) ?
C3 B1 C2 C1 . . . . 43.7(3) ?
O1 B1 C3 C4 . . . . 173.6(2) ?
C2 B1 C3 C4 . . . . 64.8(3) ?
C31 B1 C3 C4 . . . . -63.9(3) ?
O1 B1 C3 P1 . . . . 57.2(2) ?
C2 B1 C3 P1 . . . . -51.5(2) ?
C31 B1 C3 P1 . . . . 179.72(18) ?
C11 P1 C3 C4 . . . . 42.6(2) ?
C1 P1 C3 C4 . . . . -79.33(19) ?
C7 P1 C3 C4 . . . . 162.43(17) ?
C11 P1 C3 B1 . . . . 160.57(16) ?
C1 P1 C3 B1 . . . . 38.66(18) ?
C7 P1 C3 B1 . . . . -79.58(18) ?
B1 O1 C5 C6 . . . . -85.2(3) ?
B1 O1 C5 C41 . . . . 97.7(3) ?
O1 C5 C6 C7 . . . . 2.3(4) ?
C41 C5 C6 C7 . . . . 179.1(2) ?
C5 C6 C7 C51 . . . . -87.3(3) ?
C5 C6 C7 P1 . . . . 42.2(3) ?
C3 P1 C7 C6 . . . . 11.6(2) ?
C11 P1 C7 C6 . . . . 134.68(19) ?
C1 P1 C7 C6 . . . . -96.8(2) ?
C3 P1 C7 C51 . . . . 143.09(17) ?
C11 P1 C7 C51 . . . . -93.85(19) ?
C1 P1 C7 C51 . . . . 34.7(2) ?
C3 P1 C11 C12 . . . . -125.2(2) ?
C1 P1 C11 C12 . . . . -14.7(3) ?
C7 P1 C11 C12 . . . . 112.1(2) ?
C3 P1 C11 C16 . . . . 47.2(2) ?
C1 P1 C11 C16 . . . . 157.72(19) ?
C7 P1 C11 C16 . . . . -75.5(2) ?
C16 C11 C12 C13 . . . . -8.4(4) ?
P1 C11 C12 C13 . . . . 163.9(2) ?
C16 C11 C12 C17 . . . . 167.3(2) ?
P1 C11 C12 C17 . . . . -20.4(4) ?
C11 C12 C13 C14 . . . . 1.4(4) ?
C17 C12 C13 C14 . . . . -174.6(2) ?
C12 C13 C14 C15 . . . . 5.6(4) ?
C12 C13 C14 C20 . . . . -174.8(3) ?
C13 C14 C15 C16 . . . . -5.7(4) ?
C20 C14 C15 C16 . . . . 174.7(3) ?
C14 C15 C16 C11 . . . . -1.2(4) ?
C14 C15 C16 C23 . . . . 174.7(2) ?
C12 C11 C16 C15 . . . . 8.3(4) ?
P1 C11 C16 C15 . . . . -164.6(2) ?
C12 C11 C16 C23 . . . . -167.3(2) ?
P1 C11 C16 C23 . . . . 19.8(3) ?
C13 C12 C17 C18 . . . . -66.6(3) ?
C11 C12 C17 C18 . . . . 117.6(3) ?
C13 C12 C17 C19 . . . . 56.9(3) ?
C11 C12 C17 C19 . . . . -118.8(3) ?
C13 C14 C20 C21 . . . . 10.3(4) ?
C15 C14 C20 C21 . . . . -170.1(2) ?
C13 C14 C20 C22 . . . . -117.6(3) ?
C15 C14 C20 C22 . . . . 62.0(3) ?
C15 C16 C23 C25 . . . . 57.5(3) ?
C11 C16 C23 C25 . . . . -126.8(3) ?
C15 C16 C23 C24 . . . . -66.0(3) ?
C11 C16 C23 C24 . . . . 109.7(3) ?
O1 B1 C31 C36 . . . . -103.5(3) ?
C2 B1 C31 C36 . . . . 13.7(4) ?
C3 B1 C31 C36 . . . . 134.2(3) ?
O1 B1 C31 C32 . . . . 73.8(3) ?
C2 B1 C31 C32 . . . . -169.0(2) ?
C3 B1 C31 C32 . . . . -48.5(3) ?
C36 C31 C32 F32 . . . . -179.0(2) ?
B1 C31 C32 F32 . . . . 3.5(4) ?
C36 C31 C32 C33 . . . . 2.2(4) ?
B1 C31 C32 C33 . . . . -175.4(3) ?
F32 C32 C33 F33 . . . . -1.8(4) ?
C31 C32 C33 F33 . . . . 177.1(2) ?
F32 C32 C33 C34 . . . . 179.1(2) ?
C31 C32 C33 C34 . . . . -2.1(4) ?
F33 C33 C34 F34 . . . . 0.6(4) ?
C32 C33 C34 F34 . . . . 179.7(2) ?
F33 C33 C34 C35 . . . . -179.1(2) ?
C32 C33 C34 C35 . . . . 0.0(4) ?
F34 C34 C35 F35 . . . . 2.8(4) ?
C33 C34 C35 F35 . . . . -177.5(3) ?
F34 C34 C35 C36 . . . . -178.1(2) ?
C33 C34 C35 C36 . . . . 1.6(4) ?
F35 C35 C36 F36 . . . . -2.1(4) ?
C34 C35 C36 F36 . . . . 178.9(2) ?
F35 C35 C36 C31 . . . . 177.7(2) ?
C34 C35 C36 C31 . . . . -1.4(4) ?
C32 C31 C36 F36 . . . . 179.3(2) ?
B1 C31 C36 F36 . . . . -3.2(4) ?
C32 C31 C36 C35 . . . . -0.5(4) ?
B1 C31 C36 C35 . . . . 177.1(3) ?
C6 C5 C41 C46 . . . . 13.8(4) ?
O1 C5 C41 C46 . . . . -169.2(2) ?
C6 C5 C41 C42 . . . . -168.1(3) ?
O1 C5 C41 C42 . . . . 8.9(4) ?
C46 C41 C42 C43 . . . . 2.4(4) ?
C5 C41 C42 C43 . . . . -175.7(2) ?
C41 C42 C43 C44 . . . . -1.1(4) ?
C42 C43 C44 C45 . . . . -0.4(5) ?
C43 C44 C45 C46 . . . . 0.6(5) ?
C42 C41 C46 C45 . . . . -2.2(4) ?
C5 C41 C46 C45 . . . . 175.9(3) ?
C44 C45 C46 C41 . . . . 0.7(4) ?
C6 C7 C51 C52 . . . . -144.5(2) ?
P1 C7 C51 C52 . . . . 84.7(3) ?
C6 C7 C51 C56 . . . . 35.7(3) ?
P1 C7 C51 C56 . . . . -95.1(3) ?
C56 C51 C52 C53 . . . . -0.7(4) ?
C7 C51 C52 C53 . . . . 179.5(2) ?
C51 C52 C53 C54 . . . . -0.3(4) ?
C52 C53 C54 C55 . . . . 0.8(4) ?
C53 C54 C55 C56 . . . . -0.3(4) ?
C54 C55 C56 C51 . . . . -0.7(4) ?
C52 C51 C56 C55 . . . . 1.2(4) ?
C7 C51 C56 C55 . . . . -179.0(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_erk8916
_database_code_depnum_ccdc_archive 'CCDC 1812019'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H78 B2 F10 P2'
_chemical_formula_weight         1120.82

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   C2/c

loop_
_symmetry_equiv_pos_as_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                   24.3500(3)
_cell_length_b                   15.0736(3)
_cell_length_c                   17.1713(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.773(1)
_cell_angle_gamma                90.00
_cell_volume                     5767.81(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5698
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2368
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9682
_exptl_absorpt_correction_T_max  0.9912
_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            15985
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4974
_reflns_number_gt                4266
_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    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP-SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0374P)²+14.0801P] 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         4974
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1140
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 0.03933(2) 0.22184(4) 0.19148(3) 0.02005(15) Uani 1 1 d . . .
C1 C 0.00086(10) 0.11668(16) 0.14710(15) 0.0265(5) Uani 1 1 d . . .
H1A H -0.0018 0.1080 0.0886 0.032 Uiso 1 1 calc R . .
H1B H 0.0230 0.0661 0.1826 0.032 Uiso 1 1 calc R . .
C2 C -0.06274(10) 0.12322(15) 0.14663(14) 0.0255(5) Uani 1 1 d . . .
H2A H -0.0675 0.0775 0.1849 0.031 Uiso 1 1 calc R . .
H2B H -0.0932 0.1121 0.0884 0.031 Uiso 1 1 calc R . .
C3 C -0.03000(9) 0.28683(15) 0.14906(13) 0.0207(4) Uani 1 1 d . . .
H3 H -0.0244 0.3463 0.1771 0.025 Uiso 1 1 calc R . .
C4 C -0.05420(10) 0.29572(16) 0.05144(13) 0.0269(5) Uani 1 1 d . . .
H4A H -0.0612 0.2365 0.0256 0.040 Uiso 1 1 calc R . .
H4B H -0.0248 0.3273 0.0361 0.040 Uiso 1 1 calc R . .
H4C H -0.0920 0.3290 0.0305 0.040 Uiso 1 1 calc R . .
C11 C 0.08703(10) 0.25060(15) 0.13446(13) 0.0220(5) Uani 1 1 d . . .
C12 C 0.09275(10) 0.34100(15) 0.11627(14) 0.0242(5) Uani 1 1 d . . .
C13 C 0.10909(11) 0.36150(16) 0.04946(15) 0.0276(5) Uani 1 1 d . . .
H13 H 0.1110 0.4220 0.0353 0.033 Uiso 1 1 calc R . .
C14 C 0.12273(11) 0.29654(16) 0.00276(15) 0.0288(5) Uani 1 1 d . . .
C15 C 0.12558(11) 0.20971(16) 0.03006(15) 0.0281(5) Uani 1 1 d . . .
H15 H 0.1393 0.1654 0.0029 0.034 Uiso 1 1 calc R . .
C16 C 0.10913(10) 0.18456(15) 0.09581(14) 0.0238(5) Uani 1 1 d . . .
C17 C 0.08772(11) 0.41723(15) 0.17133(15) 0.0275(5) Uani 1 1 d . . .
H17 H 0.0769 0.3917 0.2170 0.033 Uiso 1 1 calc R . .
C18 C 0.04081(12) 0.48759(17) 0.12390(16) 0.0350(6) Uani 1 1 d . . .
H18A H 0.0509 0.5144 0.0794 0.052 Uiso 1 1 calc R . .
H18B H 0.0404 0.5336 0.1640 0.052 Uiso 1 1 calc R . .
H18C H 0.0011 0.4598 0.0980 0.052 Uiso 1 1 calc R . .
C19 C 0.14962(12) 0.46130(17) 0.21420(16) 0.0339(6) Uani 1 1 d . . .
H19A H 0.1801 0.4157 0.2413 0.051 Uiso 1 1 calc R . .
H19B H 0.1491 0.5034 0.2574 0.051 Uiso 1 1 calc R . .
H19C H 0.1591 0.4929 0.1713 0.051 Uiso 1 1 calc R . .
C20 C 0.13712(12) 0.31981(17) -0.07310(16) 0.0352(6) Uani 1 1 d . . .
H20 H 0.1408 0.2630 -0.1006 0.042 Uiso 1 1 calc R . .
C21 C 0.08673(14) 0.3736(2) -0.13921(18) 0.0472(7) Uani 1 1 d . . .
H21A H 0.0487 0.3416 -0.1554 0.071 Uiso 1 1 calc R . .
H21B H 0.0955 0.3825 -0.1896 0.071 Uiso 1 1 calc R . .
H21C H 0.0836 0.4314 -0.1151 0.071 Uiso 1 1 calc R . .
C22 C 0.19684(14) 0.3681(2) -0.0452(2) 0.0513(8) Uani 1 1 d . . .
H22A H 0.1947 0.4240 -0.0174 0.077 Uiso 1 1 calc R . .
H22B H 0.2055 0.3807 -0.0951 0.077 Uiso 1 1 calc R . .
H22C H 0.2287 0.3309 -0.0052 0.077 Uiso 1 1 calc R . .
C23 C 0.12217(10) 0.08919(15) 0.12717(15) 0.0270(5) Uani 1 1 d . . .
H23 H 0.1057 0.0799 0.1713 0.032 Uiso 1 1 calc R . .
C24 C 0.19046(11) 0.07546(19) 0.16946(17) 0.0372(6) Uani 1 1 d . . .
H24A H 0.2072 0.0807 0.1265 0.056 Uiso 1 1 calc R . .
H24B H 0.1992 0.0163 0.1953 0.056 Uiso 1 1 calc R . .
H24C H 0.2085 0.1206 0.2136 0.056 Uiso 1 1 calc R . .
C25 C 0.09405(13) 0.01981(17) 0.05719(17) 0.0378(6) Uani 1 1 d . . .
H25A H 0.0508 0.0308 0.0281 0.057 Uiso 1 1 calc R . .
H25B H 0.1007 -0.0396 0.0826 0.057 Uiso 1 1 calc R . .
H25C H 0.1126 0.0238 0.0161 0.057 Uiso 1 1 calc R . .
B1 B -0.07331(11) 0.22175(17) 0.17830(15) 0.0221(5) Uani 1 1 d . . .
C31 C -0.14396(10) 0.25034(15) 0.14383(13) 0.0225(5) Uani 1 1 d . . .
F32 F -0.17283(6) 0.10287(9) 0.15896(9) 0.0340(3) Uani 1 1 d . . .
C32 C -0.18809(10) 0.18835(15) 0.13673(14) 0.0253(5) Uani 1 1 d . . .
F33 F -0.28844(6) 0.14217(10) 0.10101(10) 0.0393(4) Uani 1 1 d . . .
C33 C -0.24874(10) 0.20683(17) 0.10780(14) 0.0282(5) Uani 1 1 d . . .
F34 F -0.32656(6) 0.31296(11) 0.05649(9) 0.0396(4) Uani 1 1 d . . .
C34 C -0.26831(10) 0.29224(18) 0.08410(14) 0.0291(5) Uani 1 1 d . . .
F35 F -0.24589(7) 0.43951(10) 0.06460(10) 0.0407(4) Uani 1 1 d . . .
C35 C -0.22725(11) 0.35646(16) 0.08880(14) 0.0281(5) Uani 1 1 d . . .
F36 F -0.12978(6) 0.40314(9) 0.12220(9) 0.0315(3) Uani 1 1 d . . .
C36 C -0.16690(10) 0.33467(15) 0.11849(14) 0.0247(5) Uani 1 1 d . . .
C41 C 0.08633(16) 0.8271(2) 0.2034(2) 0.0593(9) Uani 1 1 d . . .
C42 C 0.11596(18) 0.7533(2) 0.1944(2) 0.0619(9) Uani 1 1 d . . .
H42 H 0.0947 0.7099 0.1532 0.074 Uiso 1 1 calc R . .
C43 C 0.1756(2) 0.7408(3) 0.2437(3) 0.0770(12) Uani 1 1 d . . .
H43 H 0.1942 0.6869 0.2388 0.092 Uiso 1 1 calc R . .
C44 C 0.20874(18) 0.8036(3) 0.2993(3) 0.0721(11) Uani 1 1 d . . .
H44 H 0.2508 0.7962 0.3300 0.086 Uiso 1 1 calc R . .
C45 C 0.1801(2) 0.8785(3) 0.3103(3) 0.0877(14) Uani 1 1 d . . .
H45 H 0.2024 0.9229 0.3496 0.105 Uiso 1 1 calc R . .
C46 C 0.11782(18) 0.8893(2) 0.2633(2) 0.0640(10) Uani 1 1 d . . .
H46 H 0.0977 0.9394 0.2730 0.077 Uiso 1 1 calc R . .
C47 C 0.02098(18) 0.8380(3) 0.1509(3) 0.0926(15) Uani 1 1 d . . .
H47A H -0.0015 0.8278 0.1863 0.139 Uiso 1 1 calc R . .
H47B H 0.0082 0.7951 0.1040 0.139 Uiso 1 1 calc R . .
H47C H 0.0132 0.8984 0.1277 0.139 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 C3 1.830(2) . ?
P1 C1 1.843(2) . ?
P1 C11 1.847(2) . ?
P1 B1 2.048(2) 2 ?
C1 C2 1.549(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 B1 1.637(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.542(3) . ?
C3 B1 1.659(3) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C12 1.417(3) . ?
C11 C16 1.417(3) . ?
C12 C13 1.392(3) . ?
C12 C17 1.524(3) . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(3) . ?
C14 C20 1.520(3) . ?
C15 C16 1.394(3) . ?
C15 H15 0.9500 . ?
C16 C23 1.523(3) . ?
C17 C18 1.531(3) . ?
C17 C19 1.536(3) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22 1.521(4) . ?
C20 C21 1.526(4) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.531(3) . ?
C23 C24 1.537(3) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
B1 C31 1.636(3) . ?
B1 P1 2.048(2) 2 ?
C31 C36 1.386(3) . ?
C31 C32 1.392(3) . ?
F32 C32 1.353(3) . ?
C32 C33 1.384(3) . ?
F33 C33 1.344(3) . ?
C33 C34 1.376(4) . ?
F34 C34 1.339(3) . ?
C34 C35 1.371(3) . ?
F35 C35 1.339(3) . ?
C35 C36 1.387(3) . ?
F36 C36 1.357(3) . ?
C41 C42 1.368(5) . ?
C41 C46 1.374(5) . ?
C41 C47 1.489(5) . ?
C42 C43 1.366(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.356(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.378(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.412(6) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 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
C3 P1 C1 93.57(10) . . ?
C3 P1 C11 109.85(10) . . ?
C1 P1 C11 107.82(10) . . ?
C3 P1 B1 109.69(10) . 2 ?
C1 P1 B1 111.43(11) . 2 ?
C11 P1 B1 121.02(10) . 2 ?
C2 C1 P1 106.74(15) . . ?
C2 C1 H1A 110.4 . . ?
P1 C1 H1A 110.4 . . ?
C2 C1 H1B 110.4 . . ?
P1 C1 H1B 110.4 . . ?
H1A C1 H1B 108.6 . . ?
C1 C2 B1 110.28(18) . . ?
C1 C2 H2A 109.6 . . ?
B1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
B1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 B1 111.67(17) . . ?
C4 C3 P1 111.48(15) . . ?
B1 C3 P1 99.20(14) . . ?
C4 C3 H3 111.3 . . ?
B1 C3 H3 111.3 . . ?
P1 C3 H3 111.3 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C12 C11 C16 118.85(19) . . ?
C12 C11 P1 118.75(16) . . ?
C16 C11 P1 121.46(17) . . ?
C13 C12 C11 118.8(2) . . ?
C13 C12 C17 117.7(2) . . ?
C11 C12 C17 123.27(19) . . ?
C14 C13 C12 122.3(2) . . ?
C14 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C15 C14 C13 117.6(2) . . ?
C15 C14 C20 120.8(2) . . ?
C13 C14 C20 121.6(2) . . ?
C14 C15 C16 122.7(2) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C11 118.4(2) . . ?
C15 C16 C23 117.1(2) . . ?
C11 C16 C23 124.17(19) . . ?
C12 C17 C18 114.95(19) . . ?
C12 C17 C19 108.33(19) . . ?
C18 C17 C19 109.4(2) . . ?
C12 C17 H17 108.0 . . ?
C18 C17 H17 108.0 . . ?
C19 C17 H17 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C20 C22 111.2(2) . . ?
C14 C20 C21 111.5(2) . . ?
C22 C20 C21 111.1(2) . . ?
C14 C20 H20 107.6 . . ?
C22 C20 H20 107.6 . . ?
C21 C20 H20 107.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C23 C25 113.8(2) . . ?
C16 C23 C24 109.0(2) . . ?
C25 C23 C24 109.6(2) . . ?
C16 C23 H23 108.1 . . ?
C25 C23 H23 108.1 . . ?
C24 C23 H23 108.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 B1 C2 113.71(18) . . ?
C31 B1 C3 116.03(18) . . ?
C2 B1 C3 103.39(17) . . ?
C31 B1 P1 107.34(14) . 2 ?
C2 B1 P1 108.36(15) . 2 ?
C3 B1 P1 107.68(14) . 2 ?
C36 C31 C32 112.9(2) . . ?
C36 C31 B1 126.0(2) . . ?
C32 C31 B1 121.1(2) . . ?
F32 C32 C33 115.2(2) . . ?
F32 C32 C31 120.0(2) . . ?
C33 C32 C31 124.8(2) . . ?
F33 C33 C34 120.1(2) . . ?
F33 C33 C32 120.8(2) . . ?
C34 C33 C32 119.1(2) . . ?
F34 C34 C35 120.0(2) . . ?
F34 C34 C33 120.9(2) . . ?
C35 C34 C33 119.1(2) . . ?
F35 C35 C34 119.6(2) . . ?
F35 C35 C36 120.8(2) . . ?
C34 C35 C36 119.6(2) . . ?
F36 C36 C31 120.42(19) . . ?
F36 C36 C35 115.1(2) . . ?
C31 C36 C35 124.5(2) . . ?
C42 C41 C46 118.6(4) . . ?
C42 C41 C47 120.3(4) . . ?
C46 C41 C47 121.0(4) . . ?
C43 C42 C41 121.3(4) . . ?
C43 C42 H42 119.4 . . ?
C41 C42 H42 119.4 . . ?
C44 C43 C42 121.5(4) . . ?
C44 C43 H43 119.2 . . ?
C42 C43 H43 119.2 . . ?
C43 C44 C45 118.5(4) . . ?
C43 C44 H44 120.8 . . ?
C45 C44 H44 120.8 . . ?
C44 C45 C46 120.2(4) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C41 C46 C45 119.7(4) . . ?
C41 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C41 C47 H47A 109.5 . . ?
C41 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C41 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 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
C3 P1 C1 C2 -31.57(17) . . . . ?
C11 P1 C1 C2 -143.75(15) . . . . ?
B1 P1 C1 C2 81.20(17) 2 . . . ?
P1 C1 C2 B1 4.2(2) . . . . ?
C1 P1 C3 C4 -70.80(17) . . . . ?
C11 P1 C3 C4 39.60(18) . . . . ?
B1 P1 C3 C4 174.93(15) 2 . . . ?
C1 P1 C3 B1 46.95(14) . . . . ?
C11 P1 C3 B1 157.35(13) . . . . ?
B1 P1 C3 B1 -67.32(13) 2 . . . ?
C3 P1 C11 C12 42.4(2) . . . . ?
C1 P1 C11 C12 143.11(18) . . . . ?
B1 P1 C11 C12 -87.0(2) 2 . . . ?
C3 P1 C11 C16 -126.38(18) . . . . ?
C1 P1 C11 C16 -25.7(2) . . . . ?
B1 P1 C11 C16 104.2(2) 2 . . . ?
C16 C11 C12 C13 12.1(3) . . . . ?
P1 C11 C12 C13 -156.93(17) . . . . ?
C16 C11 C12 C17 -161.9(2) . . . . ?
P1 C11 C12 C17 29.1(3) . . . . ?
C11 C12 C13 C14 -3.2(3) . . . . ?
C17 C12 C13 C14 171.2(2) . . . . ?
C12 C13 C14 C15 -6.4(4) . . . . ?
C12 C13 C14 C20 176.6(2) . . . . ?
C13 C14 C15 C16 7.1(4) . . . . ?
C20 C14 C15 C16 -175.8(2) . . . . ?
C14 C15 C16 C11 1.8(4) . . . . ?
C14 C15 C16 C23 -172.2(2) . . . . ?
C12 C11 C16 C15 -11.5(3) . . . . ?
P1 C11 C16 C15 157.30(18) . . . . ?
C12 C11 C16 C23 162.0(2) . . . . ?
P1 C11 C16 C23 -29.2(3) . . . . ?
C13 C12 C17 C18 61.1(3) . . . . ?
C11 C12 C17 C18 -124.9(2) . . . . ?
C13 C12 C17 C19 -61.7(3) . . . . ?
C11 C12 C17 C19 112.4(2) . . . . ?
C15 C14 C20 C22 -108.2(3) . . . . ?
C13 C14 C20 C22 68.7(3) . . . . ?
C15 C14 C20 C21 127.2(3) . . . . ?
C13 C14 C20 C21 -55.9(3) . . . . ?
C15 C16 C23 C25 -56.4(3) . . . . ?
C11 C16 C23 C25 130.0(2) . . . . ?
C15 C16 C23 C24 66.2(3) . . . . ?
C11 C16 C23 C24 -107.3(2) . . . . ?
C1 C2 B1 C31 155.77(19) . . . . ?
C1 C2 B1 C3 29.1(2) . . . . ?
C1 C2 B1 P1 -84.98(19) . . . 2 ?
C4 C3 B1 C31 -56.3(2) . . . . ?
P1 C3 B1 C31 -173.90(15) . . . . ?
C4 C3 B1 C2 68.9(2) . . . . ?
P1 C3 B1 C2 -48.71(17) . . . . ?
C4 C3 B1 P1 -176.53(15) . . . 2 ?
P1 C3 B1 P1 65.86(14) . . . 2 ?
C2 B1 C31 C36 -142.6(2) . . . . ?
C3 B1 C31 C36 -22.9(3) . . . . ?
P1 B1 C31 C36 97.5(2) 2 . . . ?
C2 B1 C31 C32 36.9(3) . . . . ?
C3 B1 C31 C32 156.61(19) . . . . ?
P1 B1 C31 C32 -83.0(2) 2 . . . ?
C36 C31 C32 F32 179.93(19) . . . . ?
B1 C31 C32 F32 0.4(3) . . . . ?
C36 C31 C32 C33 -0.1(3) . . . . ?
B1 C31 C32 C33 -179.6(2) . . . . ?
F32 C32 C33 F33 -1.7(3) . . . . ?
C31 C32 C33 F33 178.3(2) . . . . ?
F32 C32 C33 C34 179.7(2) . . . . ?
C31 C32 C33 C34 -0.3(3) . . . . ?
F33 C33 C34 F34 2.0(3) . . . . ?
C32 C33 C34 F34 -179.4(2) . . . . ?
F33 C33 C34 C35 -177.8(2) . . . . ?
C32 C33 C34 C35 0.8(3) . . . . ?
F34 C34 C35 F35 -0.9(3) . . . . ?
C33 C34 C35 F35 178.9(2) . . . . ?
F34 C34 C35 C36 179.2(2) . . . . ?
C33 C34 C35 C36 -1.0(3) . . . . ?
C32 C31 C36 F36 179.37(18) . . . . ?
B1 C31 C36 F36 -1.1(3) . . . . ?
C32 C31 C36 C35 -0.1(3) . . . . ?
B1 C31 C36 C35 179.4(2) . . . . ?
F35 C35 C36 F36 1.2(3) . . . . ?
C34 C35 C36 F36 -178.83(19) . . . . ?
F35 C35 C36 C31 -179.2(2) . . . . ?
C34 C35 C36 C31 0.7(3) . . . . ?
C46 C41 C42 C43 0.2(5) . . . . ?
C47 C41 C42 C43 -178.2(3) . . . . ?
C41 C42 C43 C44 -4.6(6) . . . . ?
C42 C43 C44 C45 4.9(6) . . . . ?
C43 C44 C45 C46 -1.0(6) . . . . ?
C42 C41 C46 C45 3.6(5) . . . . ?
C47 C41 C46 C45 -178.0(4) . . . . ?
C44 C45 C46 C41 -3.3(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_erk8594
_database_code_depnum_ccdc_archive 'CCDC 1812017'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H78 B2 F10 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1120.82

_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                   10.8445(3)
_cell_length_b                   11.9200(3)
_cell_length_c                   13.1484(3)
_cell_angle_alpha                86.0520(10)
_cell_angle_beta                 70.2850(10)
_cell_angle_gamma                66.5020(10)
_cell_volume                     1463.09(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6826
_cell_measurement_theta_min      3.5813
_cell_measurement_theta_max      66.6205
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592

_exptl_absorpt_coefficient_mu    1.273
_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  0.79
_exptl_absorpt_correction_T_max  0.95

_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            13797
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         66.67
_diffrn_reflns_theta_full        66.67
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_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             4986
_reflns_number_gt                4328
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1022
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.053
_refine_ls_number_reflns         4986
_refine_ls_number_parameters     381
_refine_ls_number_restraints     37
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0544P)²+0.4229P] 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         0.366
_refine_diff_density_min         -0.285
_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
B B1 0.48401(19) 0.14852(17) 0.50315(14) 0.0144(4) Uani d . . . 1.0 . .
C C1 0.51739(17) 0.04658(15) 0.32030(13) 0.0167(3) Uani d . . . 1.0 . .
H H1A 0.5767 0.0596 0.2485 0.02 Uiso calc U . R 1.0 . .
H H1B 0.4478 0.0182 0.31 0.02 Uiso calc U . R 1.0 . .
P P1 0.63112(4) -0.06820(4) 0.38762(3) 0.01269(12) Uani d . . . 1.0 . .
C C2 0.43785(17) 0.16767(15) 0.39460(13) 0.0164(3) Uani d . . . 1.0 . .
H H2A 0.3333 0.1924 0.416 0.02 Uiso calc U . R 1.0 . .
H H2B 0.4619 0.2338 0.3545 0.02 Uiso calc U . R 1.0 . .
C C3 0.65213(16) 0.04564(15) 0.45932(12) 0.0144(3) Uani d . . . 1.0 . .
H H3 0.6857 0.0104 0.5211 0.017 Uiso calc U . R 1.0 . .
C C4 0.75046(17) 0.10310(16) 0.38279(13) 0.0189(4) Uani d . . . 1.0 . .
H H4A 0.7073 0.1478 0.3297 0.028 Uiso calc U . R 1.0 . .
H H4B 0.8438 0.0381 0.3449 0.028 Uiso calc U . R 1.0 . .
H H4C 0.7628 0.1599 0.4252 0.028 Uiso calc U . R 1.0 . .
C C11 0.80159(17) -0.16210(15) 0.28266(13) 0.0155(3) Uani d . . . 1.0 . .
C C12 0.80538(17) -0.18009(15) 0.17611(13) 0.0169(3) Uani d . . . 1.0 . .
C C13 0.93613(18) -0.21649(16) 0.09212(13) 0.0209(4) Uani d . . . 1.0 . .
H H13 0.9383 -0.2254 0.0202 0.025 Uiso calc U . R 1.0 . .
C C14 1.06327(18) -0.24027(16) 0.10931(14) 0.0228(4) Uani d . . . 1.0 . .
C C15 1.05944(18) -0.23800(16) 0.21616(14) 0.0204(4) Uani d . . . 1.0 . .
H H15 1.1467 -0.262 0.2299 0.025 Uiso calc U . R 1.0 . .
C C16 0.93151(17) -0.20160(15) 0.30376(13) 0.0170(3) Uani d . . . 1.0 . .
C C17 0.67793(17) -0.17792(16) 0.14918(13) 0.0187(3) Uani d . . . 1.0 . .
H H17 0.5925 -0.1501 0.2169 0.022 Uiso calc U . R 1.0 . .
C C18 0.70762(19) -0.30906(17) 0.11404(14) 0.0237(4) Uani d . . . 1.0 . .
H H18A 0.7884 -0.337 0.0459 0.036 Uiso calc U . R 1.0 . .
H H18B 0.6227 -0.3101 0.1037 0.036 Uiso calc U . R 1.0 . .
H H18C 0.7307 -0.3638 0.1701 0.036 Uiso calc U . R 1.0 . .
C C19 0.6413(2) -0.09267(18) 0.06179(14) 0.0260(4) Uani d . . . 1.0 . .
H H19A 0.6186 -0.0084 0.0854 0.039 Uiso calc U . R 1.0 . .
H H19B 0.5586 -0.0964 0.0497 0.039 Uiso calc U . R 1.0 . .
H H19C 0.7233 -0.1186 -0.0058 0.039 Uiso calc U . R 1.0 . .
C C20 1.2020(2) -0.2746(2) 0.01320(16) 0.0328(5) Uani d U . D 1.0 . .
H H20 1.1766 -0.2655 -0.0542 0.039 Uiso calc U P R 0.783(8) A 1
H H20A 1.1905 -0.3248 -0.038 0.039 Uiso calc U P R 0.217(8) A 2
C C21 1.3015(4) -0.4076(3) 0.0115(3) 0.0418(9) Uani d U P D 0.783(8) A 1
H H21A 1.3875 -0.4282 -0.0529 0.063 Uiso calc U P R 0.783(8) A 1
H H21B 1.2527 -0.4608 0.0096 0.063 Uiso calc U P R 0.783(8) A 1
H H21C 1.3284 -0.4199 0.0767 0.063 Uiso calc U P R 0.783(8) A 1
C C22 1.2743(4) -0.1888(4) 0.0108(4) 0.0705(18) Uani d U P D 0.783(8) A 1
H H22A 1.2073 -0.104 0.0117 0.106 Uiso calc U P R 0.783(8) A 1
H H22B 1.3582 -0.2088 -0.0553 0.106 Uiso calc U P R 0.783(8) A 1
H H22C 1.3045 -0.1979 0.0743 0.106 Uiso calc U P R 0.783(8) A 1
C C21A 1.3344(15) -0.354(3) 0.0271(17) 0.129(11) Uani d U P D 0.217(8) A 2
H H21D 1.3395 -0.3263 0.0936 0.194 Uiso calc U P R 0.217(8) A 2
H H21E 1.4144 -0.3515 -0.0351 0.194 Uiso calc U P R 0.217(8) A 2
H H21F 1.3398 -0.438 0.0324 0.194 Uiso calc U P R 0.217(8) A 2
C C22A 1.2016(13) -0.1599(11) -0.0466(9) 0.051(4) Uani d U P D 0.217(8) A 2
H H22D 1.1954 -0.0981 0.0024 0.077 Uiso calc U P R 0.217(8) A 2
H H22E 1.1192 -0.1268 -0.0716 0.077 Uiso calc U P R 0.217(8) A 2
H H22F 1.2899 -0.1813 -0.1091 0.077 Uiso calc U P R 0.217(8) A 2
C C23 0.94005(17) -0.21884(16) 0.41735(13) 0.0191(4) Uani d . . . 1.0 . .
H H23 0.8402 -0.184 0.47 0.023 Uiso calc U . R 1.0 . .
C C24 1.0055(2) -0.35596(17) 0.43267(15) 0.0258(4) Uani d . . . 1.0 . .
H H24A 0.9555 -0.3975 0.4109 0.039 Uiso calc U . R 1.0 . .
H H24B 0.9961 -0.3674 0.509 0.039 Uiso calc U . R 1.0 . .
H H24C 1.1069 -0.3907 0.3879 0.039 Uiso calc U . R 1.0 . .
C C25 1.0237(2) -0.15518(18) 0.44547(15) 0.0259(4) Uani d . . . 1.0 . .
H H25A 1.1212 -0.1853 0.3933 0.039 Uiso calc U . R 1.0 . .
H H25B 1.0269 -0.1732 0.5186 0.039 Uiso calc U . R 1.0 . .
H H25C 0.9763 -0.0664 0.4425 0.039 Uiso calc U . R 1.0 . .
C C31 0.46292(16) 0.27460(15) 0.56253(12) 0.0157(3) Uani d . . . 1.0 . .
C C32 0.37017(17) 0.39071(16) 0.54915(13) 0.0178(3) Uani d . . . 1.0 . .
F F32 0.28804(10) 0.40515(9) 0.48771(8) 0.0232(2) Uani d . . . 1.0 . .
C C33 0.35456(18) 0.49932(16) 0.59505(13) 0.0202(4) Uani d . . . 1.0 . .
F F33 0.26617(11) 0.60746(9) 0.57496(8) 0.0268(2) Uani d . . . 1.0 . .
C C34 0.43344(19) 0.49461(16) 0.65958(13) 0.0217(4) Uani d . . . 1.0 . .
F F34 0.41880(12) 0.59816(10) 0.70607(9) 0.0298(3) Uani d . . . 1.0 . .
C C35 0.52712(18) 0.38232(17) 0.67608(14) 0.0209(4) Uani d . . . 1.0 . .
F F35 0.60351(11) 0.37610(10) 0.74008(9) 0.0287(3) Uani d . . . 1.0 . .
C C36 0.53895(17) 0.27662(15) 0.62873(13) 0.0176(3) Uani d . . . 1.0 . .
F F36 0.63099(10) 0.16995(9) 0.65154(8) 0.0213(2) Uani d . . . 1.0 . .
C C41 0.8712(2) 0.80613(19) 0.77427(14) 0.0295(4) Uani d . . . 1.0 . .
C C42 0.7907(2) 0.7394(2) 0.77478(16) 0.0380(5) Uani d . . . 1.0 . .
H H42 0.7012 0.7798 0.7643 0.046 Uiso calc U . R 1.0 . .
C C43 0.8392(3) 0.6155(2) 0.79031(18) 0.0430(5) Uani d . . . 1.0 . .
H H43 0.7837 0.5712 0.789 0.052 Uiso calc U . R 1.0 . .
C C44 0.9682(2) 0.5557(2) 0.80772(17) 0.0383(5) Uani d . . . 1.0 . .
H H44 1.0016 0.4706 0.8183 0.046 Uiso calc U . R 1.0 . .
C C45 1.0476(2) 0.6208(2) 0.80952(16) 0.0344(5) Uani d . . . 1.0 . .
H H45 1.1351 0.5807 0.8232 0.041 Uiso calc U . R 1.0 . .
C C46 1.0009(2) 0.74445(19) 0.79158(15) 0.0297(4) Uani d . . . 1.0 . .
H H46 1.0582 0.7877 0.7911 0.036 Uiso calc U . R 1.0 . .
C C47 0.8185(2) 0.9406(2) 0.75638(17) 0.0392(5) Uani d . . . 1.0 . .
H H47A 0.8811 0.9747 0.7691 0.059 Uiso calc U . R 1.0 . .
H H47B 0.7209 0.9831 0.8067 0.059 Uiso calc U . R 1.0 . .
H H47C 0.8191 0.9517 0.6817 0.059 Uiso calc U . R 1.0 . .


_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 C2 . 1.639(2) ?
B1 C31 . 1.639(2) ?
B1 C3 . 1.663(2) ?
B1 P1 2_656 2.0230(18) ?
C1 C2 . 1.554(2) ?
C1 P1 . 1.8440(16) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
P1 C3 . 1.8302(16) ?
P1 C11 . 1.8483(16) ?
P1 B1 2_656 2.0229(18) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.543(2) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C11 C16 . 1.414(2) ?
C11 C12 . 1.416(2) ?
C12 C13 . 1.392(2) ?
C12 C17 . 1.529(2) ?
C13 C14 . 1.386(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.393(3) ?
C14 C20 . 1.525(2) ?
C15 C16 . 1.397(2) ?
C15 H15 . 0.95 ?
C16 C23 . 1.522(2) ?
C17 C19 . 1.528(2) ?
C17 C18 . 1.536(2) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21A . 1.435(12) ?
C20 C22 . 1.510(4) ?
C20 C21 . 1.518(4) ?
C20 C22A . 1.528(10) ?
C20 H20 . 1.0 ?
C20 H20A . 1.0 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C21A H21D . 0.98 ?
C21A H21E . 0.98 ?
C21A H21F . 0.98 ?
C22A H22D . 0.98 ?
C22A H22E . 0.98 ?
C22A H22F . 0.98 ?
C23 C24 . 1.530(3) ?
C23 C25 . 1.532(2) ?
C23 H23 . 1.0 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C31 C32 . 1.391(2) ?
C31 C36 . 1.393(2) ?
C32 F32 . 1.3490(19) ?
C32 C33 . 1.390(2) ?
C33 F33 . 1.338(2) ?
C33 C34 . 1.378(3) ?
C34 F34 . 1.343(2) ?
C34 C35 . 1.377(3) ?
C35 F35 . 1.346(2) ?
C35 C36 . 1.385(2) ?
C36 F36 . 1.357(2) ?
C41 C46 . 1.393(3) ?
C41 C42 . 1.394(3) ?
C41 C47 . 1.503(3) ?
C42 C43 . 1.383(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.384(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.376(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.386(3) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?

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
C2 B1 C31 . . 114.98(14) ?
C2 B1 C3 . . 103.33(12) ?
C31 B1 C3 . . 113.95(13) ?
C2 B1 P1 . 2_656 109.21(11) ?
C31 B1 P1 . 2_656 108.19(10) ?
C3 B1 P1 . 2_656 106.81(11) ?
C2 C1 P1 . . 107.23(11) ?
C2 C1 H1A . . 110.3 ?
P1 C1 H1A . . 110.3 ?
C2 C1 H1B . . 110.3 ?
P1 C1 H1B . . 110.3 ?
H1A C1 H1B . . 108.5 ?
C3 P1 C1 . . 94.35(7) ?
C3 P1 C11 . . 111.14(7) ?
C1 P1 C11 . . 108.31(7) ?
C3 P1 B1 . 2_656 109.02(7) ?
C1 P1 B1 . 2_656 110.11(7) ?
C11 P1 B1 . 2_656 120.71(7) ?
C1 C2 B1 . . 110.11(13) ?
C1 C2 H2A . . 109.6 ?
B1 C2 H2A . . 109.6 ?
C1 C2 H2B . . 109.6 ?
B1 C2 H2B . . 109.6 ?
H2A C2 H2B . . 108.2 ?
C4 C3 B1 . . 110.34(13) ?
C4 C3 P1 . . 112.37(11) ?
B1 C3 P1 . . 99.74(10) ?
C4 C3 H3 . . 111.3 ?
B1 C3 H3 . . 111.3 ?
P1 C3 H3 . . 111.3 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C16 C11 C12 . . 119.25(14) ?
C16 C11 P1 . . 120.16(12) ?
C12 C11 P1 . . 119.99(12) ?
C13 C12 C11 . . 118.57(15) ?
C13 C12 C17 . . 117.18(14) ?
C11 C12 C17 . . 123.77(14) ?
C14 C13 C12 . . 122.57(16) ?
C14 C13 H13 . . 118.7 ?
C12 C13 H13 . . 118.7 ?
C13 C14 C15 . . 117.62(15) ?
C13 C14 C20 . . 119.95(16) ?
C15 C14 C20 . . 122.34(16) ?
C14 C15 C16 . . 122.16(16) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C15 C16 C11 . . 118.63(15) ?
C15 C16 C23 . . 117.99(14) ?
C11 C16 C23 . . 123.08(14) ?
C19 C17 C12 . . 114.64(14) ?
C19 C17 C18 . . 109.39(14) ?
C12 C17 C18 . . 108.82(14) ?
C19 C17 H17 . . 107.9 ?
C12 C17 H17 . . 107.9 ?
C18 C17 H17 . . 107.9 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C20 C21 . . 111.7(3) ?
C21A C20 C14 . . 119.3(7) ?
C22 C20 C14 . . 111.65(19) ?
C21 C20 C14 . . 111.3(2) ?
C21A C20 C22A . . 116.3(12) ?
C14 C20 C22A . . 108.9(5) ?
C22 C20 H20 . . 107.3 ?
C21 C20 H20 . . 107.3 ?
C14 C20 H20 . . 107.3 ?
C21A C20 H20A . . 103.3 ?
C14 C20 H20A . . 103.3 ?
C22A C20 H20A . . 103.3 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C20 C21A H21D . . 109.5 ?
C20 C21A H21E . . 109.5 ?
H21D C21A H21E . . 109.5 ?
C20 C21A H21F . . 109.5 ?
H21D C21A H21F . . 109.5 ?
H21E C21A H21F . . 109.5 ?
C20 C22A H22D . . 109.5 ?
C20 C22A H22E . . 109.5 ?
H22D C22A H22E . . 109.5 ?
C20 C22A H22F . . 109.5 ?
H22D C22A H22F . . 109.5 ?
H22E C22A H22F . . 109.5 ?
C16 C23 C24 . . 109.48(14) ?
C16 C23 C25 . . 114.71(14) ?
C24 C23 C25 . . 109.40(14) ?
C16 C23 H23 . . 107.7 ?
C24 C23 H23 . . 107.7 ?
C25 C23 H23 . . 107.7 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C32 C31 C36 . . 113.27(15) ?
C32 C31 B1 . . 123.21(14) ?
C36 C31 B1 . . 123.49(15) ?
F32 C32 C33 . . 114.76(15) ?
F32 C32 C31 . . 120.91(15) ?
C33 C32 C31 . . 124.33(16) ?
F33 C33 C34 . . 120.28(15) ?
F33 C33 C32 . . 120.36(16) ?
C34 C33 C32 . . 119.34(16) ?
F34 C34 C35 . . 120.41(16) ?
F34 C34 C33 . . 120.47(16) ?
C35 C34 C33 . . 119.12(16) ?
F35 C35 C34 . . 119.82(15) ?
F35 C35 C36 . . 120.69(16) ?
C34 C35 C36 . . 119.46(16) ?
F36 C36 C35 . . 115.50(15) ?
F36 C36 C31 . . 120.04(14) ?
C35 C36 C31 . . 124.46(16) ?
C46 C41 C42 . . 117.9(2) ?
C46 C41 C47 . . 121.32(19) ?
C42 C41 C47 . . 120.78(19) ?
C43 C42 C41 . . 121.1(2) ?
C43 C42 H42 . . 119.5 ?
C41 C42 H42 . . 119.5 ?
C42 C43 C44 . . 120.3(2) ?
C42 C43 H43 . . 119.9 ?
C44 C43 H43 . . 119.9 ?
C45 C44 C43 . . 119.4(2) ?
C45 C44 H44 . . 120.3 ?
C43 C44 H44 . . 120.3 ?
C44 C45 C46 . . 120.5(2) ?
C44 C45 H45 . . 119.7 ?
C46 C45 H45 . . 119.7 ?
C45 C46 C41 . . 120.8(2) ?
C45 C46 H46 . . 119.6 ?
C41 C46 H46 . . 119.6 ?
C41 C47 H47A . . 109.5 ?
C41 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C41 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 C1 P1 C3 . . . . -27.74(11) ?
C2 C1 P1 C11 . . . . -141.70(10) ?
C2 C1 P1 B1 . . . 2_656 84.35(12) ?
P1 C1 C2 B1 . . . . 0.03(15) ?
C31 B1 C2 C1 . . . . 156.40(13) ?
C3 B1 C2 C1 . . . . 31.61(16) ?
P1 B1 C2 C1 2_656 . . . -81.79(14) ?
C2 B1 C3 C4 . . . . 69.85(15) ?
C31 B1 C3 C4 . . . . -55.61(17) ?
P1 B1 C3 C4 2_656 . . . -175.02(10) ?
C2 B1 C3 P1 . . . . -48.54(13) ?
C31 B1 C3 P1 . . . . -174.01(11) ?
P1 B1 C3 P1 2_656 . . . 66.59(10) ?
C1 P1 C3 C4 . . . . -72.18(12) ?
C11 P1 C3 C4 . . . . 39.36(13) ?
B1 P1 C3 C4 2_656 . . . 174.80(11) ?
C1 P1 C3 B1 . . . . 44.70(10) ?
C11 P1 C3 B1 . . . . 156.24(10) ?
B1 P1 C3 B1 2_656 . . . -68.32(12) ?
C3 P1 C11 C16 . . . . 40.09(15) ?
C1 P1 C11 C16 . . . . 142.43(13) ?
B1 P1 C11 C16 2_656 . . . -89.41(14) ?
C3 P1 C11 C12 . . . . -130.93(13) ?
C1 P1 C11 C12 . . . . -28.59(15) ?
B1 P1 C11 C12 2_656 . . . 99.57(14) ?
C16 C11 C12 C13 . . . . -10.9(2) ?
P1 C11 C12 C13 . . . . 160.17(13) ?
C16 C11 C12 C17 . . . . 160.95(15) ?
P1 C11 C12 C17 . . . . -27.9(2) ?
C11 C12 C13 C14 . . . . 2.5(3) ?
C17 C12 C13 C14 . . . . -169.89(16) ?
C12 C13 C14 C15 . . . . 6.0(3) ?
C12 C13 C14 C20 . . . . -177.40(17) ?
C13 C14 C15 C16 . . . . -6.2(3) ?
C20 C14 C15 C16 . . . . 177.26(17) ?
C14 C15 C16 C11 . . . . -2.1(3) ?
C14 C15 C16 C23 . . . . 171.81(16) ?
C12 C11 C16 C15 . . . . 10.7(2) ?
P1 C11 C16 C15 . . . . -160.39(13) ?
C12 C11 C16 C23 . . . . -162.85(15) ?
P1 C11 C16 C23 . . . . 26.1(2) ?
C13 C12 C17 C19 . . . . -59.7(2) ?
C11 C12 C17 C19 . . . . 128.37(17) ?
C13 C12 C17 C18 . . . . 63.18(19) ?
C11 C12 C17 C18 . . . . -108.80(18) ?
C13 C14 C20 C21A . . . . -149.6(18) ?
C15 C14 C20 C21A . . . . 26.8(18) ?
C13 C14 C20 C22 . . . . 123.6(3) ?
C15 C14 C20 C22 . . . . -59.9(3) ?
C13 C14 C20 C21 . . . . -110.8(2) ?
C15 C14 C20 C21 . . . . 65.6(3) ?
C13 C14 C20 C22A . . . . 73.5(6) ?
C15 C14 C20 C22A . . . . -110.0(6) ?
C15 C16 C23 C24 . . . . -66.42(19) ?
C11 C16 C23 C24 . . . . 107.17(18) ?
C15 C16 C23 C25 . . . . 57.0(2) ?
C11 C16 C23 C25 . . . . -129.42(17) ?
C2 B1 C31 C32 . . . . 21.8(2) ?
C3 B1 C31 C32 . . . . 140.80(15) ?
P1 B1 C31 C32 2_656 . . . -100.58(15) ?
C2 B1 C31 C36 . . . . -156.26(14) ?
C3 B1 C31 C36 . . . . -37.2(2) ?
P1 B1 C31 C36 2_656 . . . 81.39(16) ?
C36 C31 C32 F32 . . . . -179.77(13) ?
B1 C31 C32 F32 . . . . 2.0(2) ?
C36 C31 C32 C33 . . . . 0.9(2) ?
B1 C31 C32 C33 . . . . -177.30(14) ?
F32 C32 C33 F33 . . . . -1.6(2) ?
C31 C32 C33 F33 . . . . 177.75(14) ?
F32 C32 C33 C34 . . . . 179.81(14) ?
C31 C32 C33 C34 . . . . -0.8(2) ?
F33 C33 C34 F34 . . . . 2.3(2) ?
C32 C33 C34 F34 . . . . -179.07(14) ?
F33 C33 C34 C35 . . . . -177.88(14) ?
C32 C33 C34 C35 . . . . 0.7(2) ?
F34 C34 C35 F35 . . . . 0.7(2) ?
C33 C34 C35 F35 . . . . -179.11(14) ?
F34 C34 C35 C36 . . . . 179.01(14) ?
C33 C34 C35 C36 . . . . -0.8(2) ?
F35 C35 C36 F36 . . . . 0.0(2) ?
C34 C35 C36 F36 . . . . -178.36(14) ?
F35 C35 C36 C31 . . . . 179.28(14) ?
C34 C35 C36 C31 . . . . 0.9(3) ?
C32 C31 C36 F36 . . . . 178.31(13) ?
B1 C31 C36 F36 . . . . -3.5(2) ?
C32 C31 C36 C35 . . . . -1.0(2) ?
B1 C31 C36 C35 . . . . 177.24(15) ?
C46 C41 C42 C43 . . . . -1.0(3) ?
C47 C41 C42 C43 . . . . 179.46(19) ?
C41 C42 C43 C44 . . . . 1.2(3) ?
C42 C43 C44 C45 . . . . 0.0(3) ?
C43 C44 C45 C46 . . . . -1.5(3) ?
C44 C45 C46 C41 . . . . 1.7(3) ?
C42 C41 C46 C45 . . . . -0.5(3) ?
C47 C41 C46 C45 . . . . 179.08(18) ?

####################################################################### 
# 
# 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_erk8900
_database_code_depnum_ccdc_archive 'CCDC 1812020'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H39 B F5 P'
_chemical_formula_weight         512.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   10.2009(3)
_cell_length_b                   13.8694(6)
_cell_length_c                   20.6471(9)
_cell_angle_alpha                104.008(4)
_cell_angle_beta                 97.438(3)
_cell_angle_gamma                91.575(2)
_cell_volume                     2805.18(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6687
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9856
_exptl_absorpt_correction_T_max  0.9971
_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            24376
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_sigmaI/netI    0.0746
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         25.00
_reflns_number_total             9446
_reflns_number_gt                6481
_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    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP-SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_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 P1, P1A, B1 and B1A 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)+(0.0092P)²+6.9835P] 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         9446
_refine_ls_number_parameters     667
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1273
_refine_ls_R_factor_gt           0.0845
_refine_ls_wR_factor_ref         0.1797
_refine_ls_wR_factor_gt          0.1540
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_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 0.29471(12) 0.09093(9) 0.32389(6) 0.0385(3) Uani 1 1 d . . .
H01 H 0.376(4) 0.168(3) 0.3598(19) 0.037(11) Uiso 1 1 d . . .
C1 C 0.3654(5) 0.0453(3) 0.2457(2) 0.0449(12) Uani 1 1 d . . .
H1A H 0.2952 0.0294 0.2062 0.054 Uiso 1 1 calc R . .
H1B H 0.4306 0.0954 0.2395 0.054 Uiso 1 1 calc R . .
C2 C 0.4338(5) -0.0500(3) 0.2553(2) 0.0436(11) Uani 1 1 d . . .
H2A H 0.5155 -0.0568 0.2337 0.052 Uiso 1 1 calc R . .
H2B H 0.3737 -0.1097 0.2343 0.052 Uiso 1 1 calc R . .
C3 C 0.3329(5) -0.0018(3) 0.3678(2) 0.0389(11) Uani 1 1 d . . .
H3 H 0.2626 -0.0573 0.3527 0.047 Uiso 1 1 calc R . .
C4 C 0.3437(5) 0.0389(4) 0.4443(2) 0.0554(14) Uani 1 1 d . . .
H4A H 0.3704 -0.0136 0.4667 0.083 Uiso 1 1 calc R . .
H4B H 0.2576 0.0612 0.4560 0.083 Uiso 1 1 calc R . .
H4C H 0.4099 0.0951 0.4590 0.083 Uiso 1 1 calc R . .
C11 C 0.1346(4) 0.1432(3) 0.3320(2) 0.0349(10) Uani 1 1 d . . .
C12 C 0.1364(5) 0.2481(3) 0.3600(2) 0.0380(10) Uani 1 1 d . . .
C13 C 0.0424(5) 0.2824(3) 0.4023(2) 0.0405(11) Uani 1 1 d . . .
H13 H 0.0460 0.3515 0.4236 0.049 Uiso 1 1 calc R . .
C14 C -0.0553(5) 0.2215(3) 0.4150(2) 0.0392(11) Uani 1 1 d . . .
C15 C -0.0674(5) 0.1235(3) 0.3779(2) 0.0402(11) Uani 1 1 d . . .
H15 H -0.1402 0.0822 0.3819 0.048 Uiso 1 1 calc R . .
C16 C 0.0217(4) 0.0823(3) 0.3349(2) 0.0355(10) Uani 1 1 d . . .
C17 C 0.2273(5) 0.3299(3) 0.3463(2) 0.0423(11) Uani 1 1 d . . .
C18 C 0.3238(5) 0.3798(4) 0.4101(3) 0.0579(14) Uani 1 1 d . . .
H18D H 0.3815 0.4305 0.4002 0.087 Uiso 1 1 calc R . .
H18E H 0.3779 0.3295 0.4246 0.087 Uiso 1 1 calc R . .
H18F H 0.2735 0.4112 0.4461 0.087 Uiso 1 1 calc R . .
C19 C 0.3058(6) 0.2950(4) 0.2869(3) 0.0591(15) Uani 1 1 d . . .
H19D H 0.2496 0.2479 0.2500 0.089 Uiso 1 1 calc R . .
H19E H 0.3842 0.2623 0.3016 0.089 Uiso 1 1 calc R . .
H19F H 0.3336 0.3526 0.2712 0.089 Uiso 1 1 calc R . .
C20 C 0.1382(5) 0.4086(4) 0.3259(3) 0.0542(13) Uani 1 1 d . . .
H20D H 0.1933 0.4619 0.3173 0.081 Uiso 1 1 calc R . .
H20E H 0.0873 0.4366 0.3625 0.081 Uiso 1 1 calc R . .
H20F H 0.0772 0.3775 0.2850 0.081 Uiso 1 1 calc R . .
C21 C -0.1519(5) 0.2603(3) 0.4656(2) 0.0465(12) Uani 1 1 d . . .
C22 C -0.1099(7) 0.3636(5) 0.5086(4) 0.092(2) Uani 1 1 d . . .
H22D H -0.1170 0.4112 0.4802 0.138 Uiso 1 1 calc R . .
H22E H -0.0179 0.3651 0.5297 0.138 Uiso 1 1 calc R . .
H22F H -0.1674 0.3818 0.5436 0.138 Uiso 1 1 calc R . .
C23 C -0.2888(6) 0.2608(6) 0.4275(3) 0.095(2) Uani 1 1 d . . .
H23D H -0.2894 0.3122 0.4022 0.143 Uiso 1 1 calc R . .
H23E H -0.3531 0.2749 0.4594 0.143 Uiso 1 1 calc R . .
H23F H -0.3125 0.1955 0.3961 0.143 Uiso 1 1 calc R . .
C24 C -0.1570(8) 0.1903(5) 0.5118(3) 0.096(3) Uani 1 1 d . . .
H24D H -0.2110 0.2177 0.5471 0.145 Uiso 1 1 calc R . .
H24E H -0.0670 0.1831 0.5326 0.145 Uiso 1 1 calc R . .
H24F H -0.1961 0.1250 0.4856 0.145 Uiso 1 1 calc R . .
C25 C -0.0171(4) -0.0258(3) 0.2923(2) 0.0368(10) Uani 1 1 d . . .
C26 C -0.1598(5) -0.0265(4) 0.2570(3) 0.0506(13) Uani 1 1 d . . .
H26D H -0.1646 0.0236 0.2306 0.076 Uiso 1 1 calc R . .
H26E H -0.2201 -0.0113 0.2909 0.076 Uiso 1 1 calc R . .
H26F H -0.1856 -0.0925 0.2269 0.076 Uiso 1 1 calc R . .
C27 C 0.0668(5) -0.0631(3) 0.2358(2) 0.0422(11) Uani 1 1 d . . .
H27D H 0.0248 -0.1250 0.2057 0.063 Uiso 1 1 calc R . .
H27E H 0.1556 -0.0754 0.2554 0.063 Uiso 1 1 calc R . .
H27F H 0.0737 -0.0127 0.2101 0.063 Uiso 1 1 calc R . .
C28 C -0.0151(5) -0.1000(3) 0.3372(2) 0.0452(12) Uani 1 1 d . . .
H28D H -0.0538 -0.1650 0.3101 0.068 Uiso 1 1 calc R . .
H28E H -0.0667 -0.0755 0.3740 0.068 Uiso 1 1 calc R . .
H28F H 0.0765 -0.1067 0.3559 0.068 Uiso 1 1 calc R . .
B1 B 0.4699(6) -0.0390(4) 0.3365(3) 0.0410(13) Uani 1 1 d . . .
H02 H 0.554(4) 0.023(3) 0.3590(19) 0.034(11) Uiso 1 1 d . . .
C31 C 0.5113(4) -0.1409(3) 0.3571(2) 0.0367(10) Uani 1 1 d . . .
F32 F 0.7244(3) -0.0731(2) 0.41104(13) 0.0533(7) Uani 1 1 d . . .
C32 C 0.6338(5) -0.1510(3) 0.3925(2) 0.0402(11) Uani 1 1 d . . .
F33 F 0.7923(3) -0.2403(3) 0.44466(17) 0.0820(11) Uani 1 1 d . . .
C33 C 0.6712(5) -0.2365(4) 0.4105(2) 0.0538(14) Uani 1 1 d . . .
F34 F 0.6202(4) -0.4027(2) 0.41141(17) 0.0909(12) Uani 1 1 d . . .
C34 C 0.5833(7) -0.3187(4) 0.3946(3) 0.0592(15) Uani 1 1 d . . .
F35 F 0.3761(4) -0.3944(2) 0.34327(19) 0.0885(12) Uani 1 1 d . . .
C35 C 0.4613(6) -0.3138(4) 0.3595(3) 0.0590(15) Uani 1 1 d . . .
F36 F 0.3066(3) -0.2285(2) 0.30777(16) 0.0666(9) Uani 1 1 d . . .
C36 C 0.4302(5) -0.2267(4) 0.3427(2) 0.0462(12) Uani 1 1 d . . .
P1A P 0.73182(12) 0.52461(8) 0.13093(6) 0.0385(3) Uani 1 1 d . . .
H03 H 0.628(3) 0.483(2) 0.1449(17) 0.018(9) Uiso 1 1 d . . .
C1A C 0.7140(5) 0.4993(3) 0.0388(2) 0.0447(12) Uani 1 1 d . . .
H1A1 H 0.8001 0.4837 0.0227 0.054 Uiso 1 1 calc R . .
H1A2 H 0.6492 0.4424 0.0178 0.054 Uiso 1 1 calc R . .
C2A C 0.6654(5) 0.5942(3) 0.0217(2) 0.0434(11) Uani 1 1 d . . .
H2A1 H 0.5994 0.5778 -0.0195 0.052 Uiso 1 1 calc R . .
H2A2 H 0.7403 0.6349 0.0140 0.052 Uiso 1 1 calc R . .
C3A C 0.7059(5) 0.6536(3) 0.1540(2) 0.0421(11) Uani 1 1 d . . .
H3A H 0.7893 0.6932 0.1540 0.051 Uiso 1 1 calc R . .
C4A C 0.6543(5) 0.6890(4) 0.2219(2) 0.0507(13) Uani 1 1 d . . .
H4A1 H 0.6436 0.7608 0.2312 0.076 Uiso 1 1 calc R . .
H4A2 H 0.7177 0.6746 0.2578 0.076 Uiso 1 1 calc R . .
H4A3 H 0.5686 0.6540 0.2201 0.076 Uiso 1 1 calc R . .
C11A C 0.8612(4) 0.4479(3) 0.1572(2) 0.0319(9) Uani 1 1 d . . .
C12A C 0.8154(4) 0.3532(3) 0.1645(2) 0.0324(10) Uani 1 1 d . . .
C13A C 0.8914(4) 0.2732(3) 0.1421(2) 0.0359(10) Uani 1 1 d . . .
H13A H 0.8601 0.2087 0.1435 0.043 Uiso 1 1 calc R . .
C14A C 1.0101(4) 0.2828(3) 0.1179(2) 0.0307(9) Uani 1 1 d . . .
C15A C 1.0628(4) 0.3782(3) 0.1248(2) 0.0319(9) Uani 1 1 d . . .
H15A H 1.1506 0.3865 0.1154 0.038 Uiso 1 1 calc R . .
C16A C 0.9933(4) 0.4624(3) 0.1448(2) 0.0324(10) Uani 1 1 d . . .
C17A C 0.6942(5) 0.3343(3) 0.1988(2) 0.0414(11) Uani 1 1 d . . .
C18A C 0.5670(5) 0.3026(4) 0.1478(3) 0.0591(15) Uani 1 1 d . . .
H18A H 0.4976 0.2794 0.1701 0.089 Uiso 1 1 calc R . .
H18B H 0.5852 0.2486 0.1102 0.089 Uiso 1 1 calc R . .
H18C H 0.5375 0.3595 0.1306 0.089 Uiso 1 1 calc R . .
C19A C 0.6757(6) 0.4223(4) 0.2573(3) 0.0572(14) Uani 1 1 d . . .
H19A H 0.6014 0.4059 0.2792 0.086 Uiso 1 1 calc R . .
H19B H 0.6572 0.4812 0.2401 0.086 Uiso 1 1 calc R . .
H19C H 0.7566 0.4361 0.2900 0.086 Uiso 1 1 calc R . .
C20A C 0.7193(6) 0.2457(4) 0.2314(3) 0.0606(15) Uani 1 1 d . . .
H20A H 0.8049 0.2578 0.2606 0.091 Uiso 1 1 calc R . .
H20B H 0.7201 0.1843 0.1960 0.091 Uiso 1 1 calc R . .
H20C H 0.6488 0.2389 0.2583 0.091 Uiso 1 1 calc R . .
C21A C 1.0763(4) 0.1897(3) 0.0841(2) 0.0370(10) Uani 1 1 d . . .
C22A C 1.0037(5) 0.1528(4) 0.0123(2) 0.0558(14) Uani 1 1 d . . .
H22A H 1.0097 0.2052 -0.0118 0.084 Uiso 1 1 calc R . .
H22B H 0.9104 0.1359 0.0138 0.084 Uiso 1 1 calc R . .
H22C H 1.0445 0.0936 -0.0112 0.084 Uiso 1 1 calc R . .
C23A C 1.2232(5) 0.2103(3) 0.0819(3) 0.0462(12) Uani 1 1 d . . .
H23A H 1.2333 0.2578 0.0544 0.069 Uiso 1 1 calc R . .
H23B H 1.2621 0.1480 0.0621 0.069 Uiso 1 1 calc R . .
H23C H 1.2685 0.2384 0.1278 0.069 Uiso 1 1 calc R . .
C24A C 1.0643(5) 0.1078(3) 0.1219(3) 0.0504(13) Uani 1 1 d . . .
H24A H 1.1170 0.0523 0.1032 0.076 Uiso 1 1 calc R . .
H24B H 0.9713 0.0840 0.1166 0.076 Uiso 1 1 calc R . .
H24C H 1.0971 0.1347 0.1698 0.076 Uiso 1 1 calc R . .
C25A C 1.0654(4) 0.5654(3) 0.1561(2) 0.0356(10) Uani 1 1 d . . .
C26A C 1.0361(5) 0.6330(3) 0.2230(2) 0.0437(11) Uani 1 1 d . . .
H26A H 0.9402 0.6372 0.2220 0.066 Uiso 1 1 calc R . .
H26B H 1.0777 0.6997 0.2291 0.066 Uiso 1 1 calc R . .
H26C H 1.0719 0.6051 0.2604 0.066 Uiso 1 1 calc R . .
C27A C 1.0266(5) 0.6150(3) 0.0976(2) 0.0460(12) Uani 1 1 d . . .
H27A H 1.0488 0.5725 0.0556 0.069 Uiso 1 1 calc R . .
H27B H 1.0751 0.6799 0.1071 0.069 Uiso 1 1 calc R . .
H27C H 0.9312 0.6239 0.0928 0.069 Uiso 1 1 calc R . .
C28A C 1.2167(5) 0.5588(3) 0.1633(3) 0.0493(13) Uani 1 1 d . . .
H28A H 1.2455 0.5264 0.1995 0.074 Uiso 1 1 calc R . .
H28B H 1.2596 0.6260 0.1742 0.074 Uiso 1 1 calc R . .
H28C H 1.2415 0.5199 0.1208 0.074 Uiso 1 1 calc R . .
B1A B 0.5976(6) 0.6554(4) 0.0864(3) 0.0417(13) Uani 1 1 d . . .
H04 H 0.502(4) 0.611(3) 0.090(2) 0.038(11) Uiso 1 1 d . . .
C31A C 0.5643(4) 0.7685(3) 0.0857(2) 0.0382(10) Uani 1 1 d . . .
F32A F 0.7894(3) 0.81927(18) 0.09112(14) 0.0500(7) Uani 1 1 d . . .
C32A C 0.6595(5) 0.8413(3) 0.0868(2) 0.0399(11) Uani 1 1 d . . .
F33A F 0.7340(3) 1.0040(2) 0.08488(16) 0.0643(8) Uani 1 1 d . . .
C33A C 0.6351(5) 0.9376(3) 0.0845(2) 0.0427(11) Uani 1 1 d . . .
F34A F 0.4802(3) 1.0585(2) 0.07823(17) 0.0712(9) Uani 1 1 d . . .
C34A C 0.5072(5) 0.9637(3) 0.0806(2) 0.0451(12) Uani 1 1 d . . .
F35A F 0.2816(3) 0.9230(2) 0.07720(17) 0.0736(10) Uani 1 1 d . . .
C35A C 0.4076(5) 0.8964(3) 0.0791(2) 0.0457(12) Uani 1 1 d . . .
F36A F 0.3329(3) 0.7380(2) 0.08091(17) 0.0638(9) Uani 1 1 d . . .
C36A C 0.4370(5) 0.8012(3) 0.0818(2) 0.0417(11) 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 C3 1.769(4) . ?
P1 C11 1.816(5) . ?
P1 C1 1.833(5) . ?
P1 H01 1.34(4) . ?
C1 C2 1.554(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 B1 1.639(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.530(6) . ?
C3 B1 1.658(7) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C16 1.426(6) . ?
C11 C12 1.429(6) . ?
C12 C13 1.396(6) . ?
C12 C17 1.547(6) . ?
C13 C14 1.380(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(6) . ?
C14 C21 1.541(6) . ?
C15 C16 1.389(6) . ?
C15 H15 0.9500 . ?
C16 C25 1.555(6) . ?
C17 C18 1.539(7) . ?
C17 C19 1.539(6) . ?
C17 C20 1.542(7) . ?
C18 H18D 0.9800 . ?
C18 H18E 0.9800 . ?
C18 H18F 0.9800 . ?
C19 H19D 0.9800 . ?
C19 H19E 0.9800 . ?
C19 H19F 0.9800 . ?
C20 H20D 0.9800 . ?
C20 H20E 0.9800 . ?
C20 H20F 0.9800 . ?
C21 C22 1.509(7) . ?
C21 C23 1.513(8) . ?
C21 C24 1.521(7) . ?
C22 H22D 0.9800 . ?
C22 H22E 0.9800 . ?
C22 H22F 0.9800 . ?
C23 H23D 0.9800 . ?
C23 H23E 0.9800 . ?
C23 H23F 0.9800 . ?
C24 H24D 0.9800 . ?
C24 H24E 0.9800 . ?
C24 H24F 0.9800 . ?
C25 C27 1.535(6) . ?
C25 C26 1.540(6) . ?
C25 C28 1.541(6) . ?
C26 H26D 0.9800 . ?
C26 H26E 0.9800 . ?
C26 H26F 0.9800 . ?
C27 H27D 0.9800 . ?
C27 H27E 0.9800 . ?
C27 H27F 0.9800 . ?
C28 H28D 0.9800 . ?
C28 H28E 0.9800 . ?
C28 H28F 0.9800 . ?
B1 C31 1.623(7) . ?
B1 H02 1.16(4) . ?
C31 C36 1.379(6) . ?
C31 C32 1.391(6) . ?
F32 C32 1.349(5) . ?
C32 C33 1.375(7) . ?
F33 C33 1.350(6) . ?
C33 C34 1.378(8) . ?
F34 C34 1.345(6) . ?
C34 C35 1.368(8) . ?
F35 C35 1.344(6) . ?
C35 C36 1.371(7) . ?
F36 C36 1.365(5) . ?
P1A C3A 1.773(4) . ?
P1A C11A 1.827(4) . ?
P1A C1A 1.832(5) . ?
P1A H03 1.29(3) . ?
C1A C2A 1.523(6) . ?
C1A H1A1 0.9900 . ?
C1A H1A2 0.9900 . ?
C2A B1A 1.644(7) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A C4A 1.534(6) . ?
C3A B1A 1.671(7) . ?
C3A H3A 1.0000 . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 0.9800 . ?
C11A C16A 1.421(6) . ?
C11A C12A 1.431(5) . ?
C12A C13A 1.392(6) . ?
C12A C17A 1.548(6) . ?
C13A C14A 1.383(6) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.383(5) . ?
C14A C21A 1.531(6) . ?
C15A C16A 1.387(6) . ?
C15A H15A 0.9500 . ?
C16A C25A 1.540(5) . ?
C17A C19A 1.530(6) . ?
C17A C18A 1.541(7) . ?
C17A C20A 1.551(6) . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A C23A 1.527(6) . ?
C21A C22A 1.529(6) . ?
C21A C24A 1.536(6) . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C25A C28A 1.539(6) . ?
C25A C26A 1.540(6) . ?
C25A C27A 1.543(6) . ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
B1A C31A 1.617(7) . ?
B1A H04 1.16(4) . ?
C31A C32A 1.375(6) . ?
C31A C36A 1.387(6) . ?
F32A C32A 1.365(5) . ?
C32A C33A 1.375(6) . ?
F33A C33A 1.345(5) . ?
C33A C34A 1.361(7) . ?
F34A C34A 1.362(5) . ?
C34A C35A 1.353(7) . ?
F35A C35A 1.345(5) . ?
C35A C36A 1.374(6) . ?
F36A C36A 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
C3 P1 C11 116.0(2) . . ?
C3 P1 C1 102.6(2) . . ?
C11 P1 C1 126.9(2) . . ?
C3 P1 H01 102.2(17) . . ?
C11 P1 H01 100.8(17) . . ?
C1 P1 H01 105.3(17) . . ?
C2 C1 P1 104.2(3) . . ?
C2 C1 H1A 110.9 . . ?
P1 C1 H1A 110.9 . . ?
C2 C1 H1B 110.9 . . ?
P1 C1 H1B 110.9 . . ?
H1A C1 H1B 108.9 . . ?
C1 C2 B1 107.5(4) . . ?
C1 C2 H2A 110.2 . . ?
B1 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
B1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
C4 C3 B1 117.4(4) . . ?
C4 C3 P1 112.2(3) . . ?
B1 C3 P1 99.0(3) . . ?
C4 C3 H3 109.2 . . ?
B1 C3 H3 109.2 . . ?
P1 C3 H3 109.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C16 C11 C12 118.9(4) . . ?
C16 C11 P1 120.8(3) . . ?
C12 C11 P1 116.3(3) . . ?
C13 C12 C11 117.3(4) . . ?
C13 C12 C17 115.4(4) . . ?
C11 C12 C17 127.2(4) . . ?
C14 C13 C12 123.6(4) . . ?
C14 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
C13 C14 C15 116.9(4) . . ?
C13 C14 C21 122.5(4) . . ?
C15 C14 C21 120.6(4) . . ?
C14 C15 C16 123.3(4) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C11 117.9(4) . . ?
C15 C16 C25 115.3(4) . . ?
C11 C16 C25 126.8(4) . . ?
C18 C17 C19 109.4(4) . . ?
C18 C17 C20 109.1(4) . . ?
C19 C17 C20 104.7(4) . . ?
C18 C17 C12 110.7(4) . . ?
C19 C17 C12 115.1(4) . . ?
C20 C17 C12 107.6(4) . . ?
C17 C18 H18D 109.5 . . ?
C17 C18 H18E 109.5 . . ?
H18D C18 H18E 109.5 . . ?
C17 C18 H18F 109.5 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?
C17 C19 H19D 109.5 . . ?
C17 C19 H19E 109.5 . . ?
H19D C19 H19E 109.5 . . ?
C17 C19 H19F 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 109.5 . . ?
C17 C20 H20D 109.5 . . ?
C17 C20 H20E 109.5 . . ?
H20D C20 H20E 109.5 . . ?
C17 C20 H20F 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
C22 C21 C23 109.3(5) . . ?
C22 C21 C24 108.4(5) . . ?
C23 C21 C24 108.8(5) . . ?
C22 C21 C14 112.3(4) . . ?
C23 C21 C14 109.2(4) . . ?
C24 C21 C14 108.7(4) . . ?
C21 C22 H22D 109.5 . . ?
C21 C22 H22E 109.5 . . ?
H22D C22 H22E 109.5 . . ?
C21 C22 H22F 109.5 . . ?
H22D C22 H22F 109.5 . . ?
H22E C22 H22F 109.5 . . ?
C21 C23 H23D 109.5 . . ?
C21 C23 H23E 109.5 . . ?
H23D C23 H23E 109.5 . . ?
C21 C23 H23F 109.5 . . ?
H23D C23 H23F 109.5 . . ?
H23E C23 H23F 109.5 . . ?
C21 C24 H24D 109.5 . . ?
C21 C24 H24E 109.5 . . ?
H24D C24 H24E 109.5 . . ?
C21 C24 H24F 109.5 . . ?
H24D C24 H24F 109.5 . . ?
H24E C24 H24F 109.5 . . ?
C27 C25 C26 105.8(4) . . ?
C27 C25 C28 109.3(4) . . ?
C26 C25 C28 108.2(4) . . ?
C27 C25 C16 114.7(3) . . ?
C26 C25 C16 107.1(3) . . ?
C28 C25 C16 111.4(4) . . ?
C25 C26 H26D 109.5 . . ?
C25 C26 H26E 109.5 . . ?
H26D C26 H26E 109.5 . . ?
C25 C26 H26F 109.5 . . ?
H26D C26 H26F 109.5 . . ?
H26E C26 H26F 109.5 . . ?
C25 C27 H27D 109.5 . . ?
C25 C27 H27E 109.5 . . ?
H27D C27 H27E 109.5 . . ?
C25 C27 H27F 109.5 . . ?
H27D C27 H27F 109.5 . . ?
H27E C27 H27F 109.5 . . ?
C25 C28 H28D 109.5 . . ?
C25 C28 H28E 109.5 . . ?
H28D C28 H28E 109.5 . . ?
C25 C28 H28F 109.5 . . ?
H28D C28 H28F 109.5 . . ?
H28E C28 H28F 109.5 . . ?
C31 B1 C2 114.7(4) . . ?
C31 B1 C3 109.4(4) . . ?
C2 B1 C3 104.7(4) . . ?
C31 B1 H02 109(2) . . ?
C2 B1 H02 109.6(19) . . ?
C3 B1 H02 109(2) . . ?
C36 C31 C32 112.1(4) . . ?
C36 C31 B1 124.5(4) . . ?
C32 C31 B1 123.4(4) . . ?
F32 C32 C33 116.1(4) . . ?
F32 C32 C31 119.4(4) . . ?
C33 C32 C31 124.5(5) . . ?
F33 C33 C32 120.8(5) . . ?
F33 C33 C34 119.5(5) . . ?
C32 C33 C34 119.7(5) . . ?
F34 C34 C35 121.4(5) . . ?
F34 C34 C33 119.8(6) . . ?
C35 C34 C33 118.8(5) . . ?
F35 C35 C34 118.8(5) . . ?
F35 C35 C36 122.4(5) . . ?
C34 C35 C36 118.8(5) . . ?
F36 C36 C35 114.8(4) . . ?
F36 C36 C31 119.0(4) . . ?
C35 C36 C31 126.2(5) . . ?
C3A P1A C11A 133.8(2) . . ?
C3A P1A C1A 101.9(2) . . ?
C11A P1A C1A 107.3(2) . . ?
C3A P1A H03 103.8(15) . . ?
C11A P1A H03 101.4(15) . . ?
C1A P1A H03 106.3(15) . . ?
C2A C1A P1A 105.5(3) . . ?
C2A C1A H1A1 110.6 . . ?
P1A C1A H1A1 110.6 . . ?
C2A C1A H1A2 110.6 . . ?
P1A C1A H1A2 110.6 . . ?
H1A1 C1A H1A2 108.8 . . ?
C1A C2A B1A 106.9(4) . . ?
C1A C2A H2A1 110.3 . . ?
B1A C2A H2A1 110.3 . . ?
C1A C2A H2A2 110.3 . . ?
B1A C2A H2A2 110.3 . . ?
H2A1 C2A H2A2 108.6 . . ?
C4A C3A B1A 115.1(4) . . ?
C4A C3A P1A 114.6(3) . . ?
B1A C3A P1A 96.7(3) . . ?
C4A C3A H3A 109.9 . . ?
B1A C3A H3A 109.9 . . ?
P1A C3A H3A 109.9 . . ?
C3A C4A H4A1 109.5 . . ?
C3A C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C3A C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
C16A C11A C12A 119.8(4) . . ?
C16A C11A P1A 120.4(3) . . ?
C12A C11A P1A 115.2(3) . . ?
C13A C12A C11A 116.5(4) . . ?
C13A C12A C17A 118.0(4) . . ?
C11A C12A C17A 125.4(4) . . ?
C14A C13A C12A 123.4(4) . . ?
C14A C13A H13A 118.3 . . ?
C12A C13A H13A 118.3 . . ?
C15A C14A C13A 117.3(4) . . ?
C15A C14A C21A 122.8(4) . . ?
C13A C14A C21A 119.9(4) . . ?
C14A C15A C16A 123.0(4) . . ?
C14A C15A H15A 118.5 . . ?
C16A C15A H15A 118.5 . . ?
C15A C16A C11A 117.4(4) . . ?
C15A C16A C25A 118.6(4) . . ?
C11A C16A C25A 123.9(4) . . ?
C19A C17A C18A 112.6(4) . . ?
C19A C17A C12A 112.0(4) . . ?
C18A C17A C12A 112.4(4) . . ?
C19A C17A C20A 104.9(4) . . ?
C18A C17A C20A 105.4(4) . . ?
C12A C17A C20A 109.0(4) . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17A C19A H19A 109.5 . . ?
C17A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C17A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C17A C20A H20A 109.5 . . ?
C17A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C17A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C23A C21A C22A 109.5(4) . . ?
C23A C21A C14A 112.5(3) . . ?
C22A C21A C14A 107.2(4) . . ?
C23A C21A C24A 107.7(4) . . ?
C22A C21A C24A 109.1(4) . . ?
C14A C21A C24A 110.7(4) . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C21A C23A H23A 109.5 . . ?
C21A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C21A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
C21A C24A H24A 109.5 . . ?
C21A C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
C21A C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C28A C25A C26A 106.0(4) . . ?
C28A C25A C16A 111.6(4) . . ?
C26A C25A C16A 109.2(3) . . ?
C28A C25A C27A 106.8(4) . . ?
C26A C25A C27A 110.3(4) . . ?
C16A C25A C27A 112.7(4) . . ?
C25A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
C25A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
C25A C27A H27A 109.5 . . ?
C25A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C25A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C25A C28A H28A 109.5 . . ?
C25A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C25A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C31A B1A C2A 115.4(4) . . ?
C31A B1A C3A 110.6(4) . . ?
C2A B1A C3A 105.0(4) . . ?
C31A B1A H04 110(2) . . ?
C2A B1A H04 109(2) . . ?
C3A B1A H04 107(2) . . ?
C32A C31A C36A 113.1(4) . . ?
C32A C31A B1A 123.3(4) . . ?
C36A C31A B1A 123.6(4) . . ?
F32A C32A C31A 119.2(4) . . ?
F32A C32A C33A 115.7(4) . . ?
C31A C32A C33A 125.1(4) . . ?
F33A C33A C34A 120.6(4) . . ?
F33A C33A C32A 121.3(4) . . ?
C34A C33A C32A 118.1(4) . . ?
C35A C34A C33A 120.5(4) . . ?
C35A C34A F34A 120.1(5) . . ?
C33A C34A F34A 119.3(4) . . ?
F35A C35A C34A 120.5(4) . . ?
F35A C35A C36A 120.2(4) . . ?
C34A C35A C36A 119.2(4) . . ?
F36A C36A C35A 116.2(4) . . ?
F36A C36A C31A 119.9(4) . . ?
C35A C36A C31A 123.9(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
C3 P1 C1 C2 -3.3(4) . . . . ?
C11 P1 C1 C2 -140.0(3) . . . . ?
P1 C1 C2 B1 -24.8(4) . . . . ?
C11 P1 C3 C4 -64.2(4) . . . . ?
C1 P1 C3 C4 153.4(4) . . . . ?
C11 P1 C3 B1 171.2(3) . . . . ?
C1 P1 C3 B1 28.8(3) . . . . ?
C3 P1 C11 C16 -36.6(4) . . . . ?
C1 P1 C11 C16 95.2(4) . . . . ?
C3 P1 C11 C12 120.5(3) . . . . ?
C1 P1 C11 C12 -107.6(4) . . . . ?
C16 C11 C12 C13 14.5(6) . . . . ?
P1 C11 C12 C13 -143.0(4) . . . . ?
C16 C11 C12 C17 -162.4(4) . . . . ?
P1 C11 C12 C17 40.0(6) . . . . ?
C11 C12 C13 C14 -3.9(7) . . . . ?
C17 C12 C13 C14 173.4(4) . . . . ?
C12 C13 C14 C15 -6.9(7) . . . . ?
C12 C13 C14 C21 175.8(4) . . . . ?
C13 C14 C15 C16 7.2(7) . . . . ?
C21 C14 C15 C16 -175.5(4) . . . . ?
C14 C15 C16 C11 3.3(7) . . . . ?
C14 C15 C16 C25 -174.0(4) . . . . ?
C12 C11 C16 C15 -14.3(6) . . . . ?
P1 C11 C16 C15 142.2(4) . . . . ?
C12 C11 C16 C25 162.7(4) . . . . ?
P1 C11 C16 C25 -40.8(6) . . . . ?
C13 C12 C17 C18 69.9(5) . . . . ?
C11 C12 C17 C18 -113.0(5) . . . . ?
C13 C12 C17 C19 -165.4(4) . . . . ?
C11 C12 C17 C19 11.6(7) . . . . ?
C13 C12 C17 C20 -49.2(5) . . . . ?
C11 C12 C17 C20 127.9(5) . . . . ?
C13 C14 C21 C22 -11.6(7) . . . . ?
C15 C14 C21 C22 171.1(5) . . . . ?
C13 C14 C21 C23 109.8(6) . . . . ?
C15 C14 C21 C23 -67.4(6) . . . . ?
C13 C14 C21 C24 -131.6(5) . . . . ?
C15 C14 C21 C24 51.2(6) . . . . ?
C15 C16 C25 C27 168.8(4) . . . . ?
C11 C16 C25 C27 -8.3(6) . . . . ?
C15 C16 C25 C26 51.7(5) . . . . ?
C11 C16 C25 C26 -125.3(5) . . . . ?
C15 C16 C25 C28 -66.4(5) . . . . ?
C11 C16 C25 C28 116.5(5) . . . . ?
C1 C2 B1 C31 166.8(4) . . . . ?
C1 C2 B1 C3 46.8(5) . . . . ?
C4 C3 B1 C31 70.6(5) . . . . ?
P1 C3 B1 C31 -168.5(3) . . . . ?
C4 C3 B1 C2 -165.9(4) . . . . ?
P1 C3 B1 C2 -45.1(4) . . . . ?
C2 B1 C31 C36 -61.0(6) . . . . ?
C3 B1 C31 C36 56.3(6) . . . . ?
C2 B1 C31 C32 119.7(5) . . . . ?
C3 B1 C31 C32 -123.0(5) . . . . ?
C36 C31 C32 F32 -179.4(4) . . . . ?
B1 C31 C32 F32 -0.1(6) . . . . ?
C36 C31 C32 C33 0.7(7) . . . . ?
B1 C31 C32 C33 -180.0(4) . . . . ?
F32 C32 C33 F33 -0.1(7) . . . . ?
C31 C32 C33 F33 179.8(4) . . . . ?
F32 C32 C33 C34 178.7(4) . . . . ?
C31 C32 C33 C34 -1.4(7) . . . . ?
F33 C33 C34 F34 -2.0(7) . . . . ?
C32 C33 C34 F34 179.2(5) . . . . ?
F33 C33 C34 C35 -179.6(5) . . . . ?
C32 C33 C34 C35 1.6(8) . . . . ?
F34 C34 C35 F35 1.7(8) . . . . ?
C33 C34 C35 F35 179.2(5) . . . . ?
F34 C34 C35 C36 -178.8(5) . . . . ?
C33 C34 C35 C36 -1.3(8) . . . . ?
F35 C35 C36 F36 -0.5(8) . . . . ?
C34 C35 C36 F36 180.0(5) . . . . ?
F35 C35 C36 C31 -179.8(5) . . . . ?
C34 C35 C36 C31 0.7(8) . . . . ?
C32 C31 C36 F36 -179.6(4) . . . . ?
B1 C31 C36 F36 1.0(7) . . . . ?
C32 C31 C36 C35 -0.3(7) . . . . ?
B1 C31 C36 C35 -179.7(5) . . . . ?
C3A P1A C1A C2A -8.1(4) . . . . ?
C11A P1A C1A C2A -151.8(3) . . . . ?
P1A C1A C2A B1A -21.6(5) . . . . ?
C11A P1A C3A C4A -77.1(5) . . . . ?
C1A P1A C3A C4A 154.3(4) . . . . ?
C11A P1A C3A B1A 161.3(3) . . . . ?
C1A P1A C3A B1A 32.8(3) . . . . ?
C3A P1A C11A C16A -63.7(4) . . . . ?
C1A P1A C11A C16A 63.0(4) . . . . ?
C3A P1A C11A C12A 140.2(3) . . . . ?
C1A P1A C11A C12A -93.1(3) . . . . ?
C16A C11A C12A C13A -16.0(6) . . . . ?
P1A C11A C12A C13A 140.3(4) . . . . ?
C16A C11A C12A C17A 160.2(4) . . . . ?
P1A C11A C12A C17A -43.6(5) . . . . ?
C11A C12A C13A C14A 4.2(6) . . . . ?
C17A C12A C13A C14A -172.3(4) . . . . ?
C12A C13A C14A C15A 8.6(6) . . . . ?
C12A C13A C14A C21A -170.3(4) . . . . ?
C13A C14A C15A C16A -10.2(6) . . . . ?
C21A C14A C15A C16A 168.7(4) . . . . ?
C14A C15A C16A C11A -1.3(6) . . . . ?
C14A C15A C16A C25A 175.3(4) . . . . ?
C12A C11A C16A C15A 14.6(6) . . . . ?
P1A C11A C16A C15A -140.4(3) . . . . ?
C12A C11A C16A C25A -161.8(4) . . . . ?
P1A C11A C16A C25A 43.2(5) . . . . ?
C13A C12A C17A C19A 142.7(4) . . . . ?
C11A C12A C17A C19A -33.4(6) . . . . ?
C13A C12A C17A C18A -89.4(5) . . . . ?
C11A C12A C17A C18A 94.5(5) . . . . ?
C13A C12A C17A C20A 27.0(6) . . . . ?
C11A C12A C17A C20A -149.0(4) . . . . ?
C15A C14A C21A C23A 20.2(6) . . . . ?
C13A C14A C21A C23A -160.9(4) . . . . ?
C15A C14A C21A C22A -100.3(5) . . . . ?
C13A C14A C21A C22A 78.6(5) . . . . ?
C15A C14A C21A C24A 140.8(4) . . . . ?
C13A C14A C21A C24A -40.3(5) . . . . ?
C15A C16A C25A C28A -16.9(5) . . . . ?
C11A C16A C25A C28A 159.5(4) . . . . ?
C15A C16A C25A C26A -133.8(4) . . . . ?
C11A C16A C25A C26A 42.6(5) . . . . ?
C15A C16A C25A C27A 103.3(5) . . . . ?
C11A C16A C25A C27A -80.3(5) . . . . ?
C1A C2A B1A C31A 168.7(4) . . . . ?
C1A C2A B1A C3A 46.7(5) . . . . ?
C4A C3A B1A C31A 66.0(5) . . . . ?
P1A C3A B1A C31A -172.8(3) . . . . ?
C4A C3A B1A C2A -168.9(4) . . . . ?
P1A C3A B1A C2A -47.8(4) . . . . ?
C2A B1A C31A C32A -61.6(6) . . . . ?
C3A B1A C31A C32A 57.3(6) . . . . ?
C2A B1A C31A C36A 116.4(5) . . . . ?
C3A B1A C31A C36A -124.7(5) . . . . ?
C36A C31A C32A F32A 179.5(4) . . . . ?
B1A C31A C32A F32A -2.4(7) . . . . ?
C36A C31A C32A C33A 0.1(7) . . . . ?
B1A C31A C32A C33A 178.2(5) . . . . ?
F32A C32A C33A F33A 1.5(6) . . . . ?
C31A C32A C33A F33A -179.1(4) . . . . ?
F32A C32A C33A C34A -179.6(4) . . . . ?
C31A C32A C33A C34A -0.2(7) . . . . ?
F33A C33A C34A C35A 178.9(4) . . . . ?
C32A C33A C34A C35A 0.0(7) . . . . ?
F33A C33A C34A F34A -1.1(7) . . . . ?
C32A C33A C34A F34A -180.0(4) . . . . ?
C33A C34A C35A F35A 178.0(4) . . . . ?
F34A C34A C35A F35A -2.0(7) . . . . ?
C33A C34A C35A C36A 0.3(7) . . . . ?
F34A C34A C35A C36A -179.7(4) . . . . ?
F35A C35A C36A F36A 1.5(7) . . . . ?
C34A C35A C36A F36A 179.2(4) . . . . ?
F35A C35A C36A C31A -178.2(4) . . . . ?
C34A C35A C36A C31A -0.5(8) . . . . ?
C32A C31A C36A F36A -179.4(4) . . . . ?
B1A C31A C36A F36A 2.4(7) . . . . ?
C32A C31A C36A C35A 0.3(7) . . . . ?
B1A C31A C36A C35A -177.8(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.956
_refine_diff_density_max         0.840
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_erk8743
_database_code_depnum_ccdc_archive 'CCDC 1812021'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H37 B F5 O P'
_chemical_formula_iupac          ?
_chemical_formula_weight         574.39

_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                   12.1408(3)
_cell_length_b                   15.4506(4)
_cell_length_c                   16.6403(5)
_cell_angle_alpha                77.2090(10)
_cell_angle_beta                 76.7190(10)
_cell_angle_gamma                77.9290(10)
_cell_volume                     2921.08(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9848
_cell_measurement_theta_min      3.6808
_cell_measurement_theta_max      66.6828
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.190
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1208

_exptl_absorpt_coefficient_mu    1.317
_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  0.68
_exptl_absorpt_correction_T_max  0.79

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

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            52626
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         66.74
_diffrn_reflns_theta_full        66.74
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18

_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             10304
_reflns_number_gt                8549
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1243
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_number_reflns         10304
_refine_ls_number_parameters     735
_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)+(0.0653P)²+1.4819P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.336
_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'
O O 0.0492 0.0322 '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 V8.34A (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    '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
B B1A 0.5976(2) 0.47015(16) 0.24245(15) 0.0239(5) Uani d . . . 1 . .
P P1A 0.47458(4) 0.40873(3) 0.37299(3) 0.02116(13) Uani d . . . 1 . .
O O1A 0.55205(13) 0.39852(9) 0.21716(9) 0.0262(3) Uani d . . . 1 . .
C C1A 0.62225(18) 0.38121(15) 0.38892(14) 0.0280(5) Uani d . . . 1 . .
H H1A1 0.6316 0.4087 0.4348 0.034 Uiso calc U . R 1 . .
H H1A2 0.647 0.3153 0.4022 0.034 Uiso calc U . R 1 . .
C C2A 0.69093(18) 0.42241(15) 0.30311(14) 0.0281(5) Uani d . . . 1 . .
H H2A1 0.7472 0.3748 0.2778 0.034 Uiso calc U . R 1 . .
H H2A2 0.733 0.4676 0.3107 0.034 Uiso calc U . R 1 . .
C C3A 0.48525(18) 0.51710(14) 0.30840(13) 0.0239(4) Uani d . . . 1 . .
H H3A 0.4172 0.5403 0.2808 0.029 Uiso calc U . R 1 . .
C C4A 0.5112(2) 0.58897(14) 0.34725(14) 0.0296(5) Uani d . . . 1 . .
H H4A1 0.5794 0.5652 0.3725 0.044 Uiso calc U . R 1 . .
H H4A2 0.4456 0.6064 0.3906 0.044 Uiso calc U . R 1 . .
H H4A3 0.5255 0.6417 0.3037 0.044 Uiso calc U . R 1 . .
C C5A 0.47903(18) 0.35203(14) 0.28411(13) 0.0250(4) Uani d . . . 1 . .
H H5A 0.5167 0.2879 0.2972 0.03 Uiso calc U . R 1 . .
C C11A 0.36611(18) 0.38166(13) 0.46681(13) 0.0225(4) Uani d . . . 1 . .
C C12A 0.38509(18) 0.29499(14) 0.51800(13) 0.0240(4) Uani d . . . 1 . .
C C13A 0.30768(19) 0.27629(15) 0.59283(14) 0.0284(5) Uani d . . . 1 . .
H H13A 0.3208 0.2191 0.628 0.034 Uiso calc U . R 1 . .
C C14A 0.2117(2) 0.33825(16) 0.61817(14) 0.0319(5) Uani d . . . 1 . .
C C15A 0.19365(19) 0.42084(15) 0.56582(14) 0.0299(5) Uani d . . . 1 . .
H H15A 0.128 0.4633 0.5824 0.036 Uiso calc U . R 1 . .
C C16A 0.26686(18) 0.44470(14) 0.49024(14) 0.0253(4) Uani d . . . 1 . .
C C17A 0.48436(19) 0.21937(13) 0.49675(13) 0.0258(5) Uani d . . . 1 . .
H H17A 0.5234 0.2375 0.4373 0.031 Uiso calc U . R 1 . .
C C18A 0.5733(2) 0.20451(15) 0.55294(14) 0.0315(5) Uani d . . . 1 . .
H H18A 0.6028 0.2605 0.5465 0.047 Uiso calc U . R 1 . .
H H18B 0.6368 0.1572 0.5365 0.047 Uiso calc U . R 1 . .
H H18C 0.5371 0.1863 0.6117 0.047 Uiso calc U . R 1 . .
C C19A 0.4433(2) 0.13023(14) 0.50388(14) 0.0323(5) Uani d . . . 1 . .
H H19A 0.4083 0.1093 0.5624 0.048 Uiso calc U . R 1 . .
H H19B 0.5088 0.0852 0.4857 0.048 Uiso calc U . R 1 . .
H H19C 0.3865 0.1392 0.4682 0.048 Uiso calc U . R 1 . .
C C20A 0.1293(2) 0.31739(17) 0.70095(16) 0.0412(6) Uani d . . . 1 . .
H H20A 0.0583 0.3636 0.6981 0.049 Uiso calc U . R 1 . .
C C21A 0.0927(3) 0.2271(2) 0.71567(18) 0.0555(8) Uani d . . . 1 . .
H H21A 0.1583 0.1794 0.7246 0.083 Uiso calc U . R 1 . .
H H21B 0.0647 0.2215 0.6666 0.083 Uiso calc U . R 1 . .
H H21C 0.0313 0.2217 0.7654 0.083 Uiso calc U . R 1 . .
C C22A 0.1763(3) 0.3287(2) 0.77283(18) 0.0637(9) Uani d . . . 1 . .
H H22A 0.1195 0.3186 0.8249 0.096 Uiso calc U . R 1 . .
H H22B 0.1933 0.3898 0.7631 0.096 Uiso calc U . R 1 . .
H H22C 0.2468 0.285 0.7777 0.096 Uiso calc U . R 1 . .
C C23A 0.23065(19) 0.53471(15) 0.43481(14) 0.0298(5) Uani d . . . 1 . .
H H23A 0.302 0.5567 0.4007 0.036 Uiso calc U . R 1 . .
C C24A 0.1616(2) 0.52112(18) 0.37421(16) 0.0427(6) Uani d . . . 1 . .
H H24A 0.2072 0.4764 0.3408 0.064 Uiso calc U . R 1 . .
H H24B 0.1426 0.5783 0.3368 0.064 Uiso calc U . R 1 . .
H H24C 0.0908 0.4999 0.406 0.064 Uiso calc U . R 1 . .
C C25A 0.1614(2) 0.60838(16) 0.48304(16) 0.0359(5) Uani d . . . 1 . .
H H25A 0.0851 0.5935 0.5092 0.054 Uiso calc U . R 1 . .
H H25B 0.1536 0.6661 0.4442 0.054 Uiso calc U . R 1 . .
H H25C 0.2012 0.6128 0.5266 0.054 Uiso calc U . R 1 . .
C C31A 0.64531(18) 0.53967(14) 0.15779(13) 0.0241(4) Uani d . . . 1 . .
C C32A 0.75803(18) 0.52729(14) 0.11455(14) 0.0271(5) Uani d . . . 1 . .
C C33A 0.80359(18) 0.58740(15) 0.04600(14) 0.0294(5) Uani d . . . 1 . .
C C34A 0.7350(2) 0.66520(15) 0.01720(14) 0.0295(5) Uani d . . . 1 . .
C C35A 0.6206(2) 0.68025(15) 0.05506(14) 0.0302(5) Uani d . . . 1 . .
C C36A 0.57965(18) 0.61777(15) 0.12320(13) 0.0261(5) Uani d . . . 1 . .
C C41A 0.36318(19) 0.35453(14) 0.26395(13) 0.0251(4) Uani d . . . 1 . .
C C42A 0.2897(2) 0.29709(15) 0.31467(14) 0.0297(5) Uani d . . . 1 . .
H H42A 0.313 0.2559 0.3617 0.036 Uiso calc U . R 1 . .
C C43A 0.1830(2) 0.29985(16) 0.29677(15) 0.0365(6) Uani d . . . 1 . .
H H43A 0.1333 0.2607 0.3316 0.044 Uiso calc U . R 1 . .
C C44A 0.1483(2) 0.35960(17) 0.22802(16) 0.0393(6) Uani d . . . 1 . .
H H44A 0.0747 0.3622 0.2161 0.047 Uiso calc U . R 1 . .
C C45A 0.2224(2) 0.41545(16) 0.17692(15) 0.0365(6) Uani d . . . 1 . .
H H45A 0.1997 0.4557 0.1292 0.044 Uiso calc U . R 1 . .
C C46A 0.3288(2) 0.41323(15) 0.19469(14) 0.0305(5) Uani d . . . 1 . .
H H46A 0.3786 0.452 0.1593 0.037 Uiso calc U . R 1 . .
F F32A 0.83201(11) 0.45255(9) 0.13869(9) 0.0400(3) Uani d . . . 1 . .
F F33A 0.91353(11) 0.57101(10) 0.00739(9) 0.0436(4) Uani d . . . 1 . .
F F34A 0.77821(12) 0.72553(9) -0.04723(8) 0.0400(3) Uani d . . . 1 . .
F F35A 0.55146(12) 0.75495(9) 0.02643(8) 0.0438(4) Uani d . . . 1 . .
F F36A 0.46659(11) 0.63845(9) 0.15654(8) 0.0356(3) Uani d . . . 1 . .
O O1B 0.72234(12) 0.17899(10) 0.29952(9) 0.0253(3) Uani d . . . 1 . .
P P1B 0.81870(4) 0.14676(3) 0.15181(3) 0.02133(13) Uani d . . . 1 . .
B B1B 0.8445(2) 0.12957(16) 0.29716(15) 0.0236(5) Uani d . . . 1 . .
C C1B 0.92774(19) 0.21277(15) 0.15082(13) 0.0269(5) Uani d . . . 1 . .
H H1B1 1.0024 0.1905 0.1169 0.032 Uiso calc U . R 1 . .
H H1B2 0.904 0.2773 0.1284 0.032 Uiso calc U . R 1 . .
C C2B 0.93451(18) 0.19760(14) 0.24530(13) 0.0258(4) Uani d . . . 1 . .
H H2B1 0.9133 0.2556 0.2655 0.031 Uiso calc U . R 1 . .
H H2B2 1.0135 0.1705 0.2535 0.031 Uiso calc U . R 1 . .
C C3B 0.85976(18) 0.05559(14) 0.23293(13) 0.0244(4) Uani d . . . 1 . .
H H3B 0.7999 0.0159 0.2536 0.029 Uiso calc U . R 1 . .
C C4B 0.97950(18) -0.00051(15) 0.21494(14) 0.0293(5) Uani d . . . 1 . .
H H4B1 1.037 0.0394 0.1968 0.044 Uiso calc U . R 1 . .
H H4B2 0.9835 -0.034 0.1705 0.044 Uiso calc U . R 1 . .
H H4B3 0.9947 -0.0429 0.266 0.044 Uiso calc U . R 1 . .
C C5B 0.68770(17) 0.19496(14) 0.22111(12) 0.0230(4) Uani d . . . 1 . .
H H5B 0.6691 0.2613 0.2007 0.028 Uiso calc U . R 1 . .
C C11B 0.79054(17) 0.14125(14) 0.04973(12) 0.0219(4) Uani d . . . 1 . .
C C12B 0.77004(17) 0.22337(14) -0.00698(12) 0.0219(4) Uani d . . . 1 . .
C C13B 0.75112(17) 0.22150(14) -0.08584(13) 0.0243(4) Uani d . . . 1 . .
H H13B 0.74 0.2766 -0.1242 0.029 Uiso calc U . R 1 . .
C C14B 0.74787(18) 0.14213(15) -0.11057(13) 0.0263(5) Uani d . . . 1 . .
C C15B 0.76420(18) 0.06285(14) -0.05286(14) 0.0264(5) Uani d . . . 1 . .
H H15B 0.7608 0.008 -0.0683 0.032 Uiso calc U . R 1 . .
C C16B 0.78541(17) 0.05976(14) 0.02675(13) 0.0236(4) Uani d . . . 1 . .
C C17B 0.76817(19) 0.31632(14) 0.01140(13) 0.0261(5) Uani d . . . 1 . .
H H17B 0.7691 0.3091 0.0725 0.031 Uiso calc U . R 1 . .
C C18B 0.8772(2) 0.35223(16) -0.03853(15) 0.0330(5) Uani d . . . 1 . .
H H18D 0.9448 0.3081 -0.0264 0.049 Uiso calc U . R 1 . .
H H18E 0.8799 0.4089 -0.0224 0.049 Uiso calc U . R 1 . .
H H18F 0.8766 0.3627 -0.0987 0.049 Uiso calc U . R 1 . .
C C19B 0.6605(2) 0.38381(14) -0.00670(14) 0.0313(5) Uani d . . . 1 . .
H H19D 0.6602 0.3954 -0.067 0.047 Uiso calc U . R 1 . .
H H19E 0.6606 0.4403 0.0109 0.047 Uiso calc U . R 1 . .
H H19F 0.5918 0.3588 0.0245 0.047 Uiso calc U . R 1 . .
C C20B 0.7208(2) 0.14009(16) -0.19482(14) 0.0322(5) Uani d . . . 1 . .
H H20B 0.7667 0.0839 -0.2136 0.039 Uiso calc U . R 1 . .
C C21B 0.7519(2) 0.21901(18) -0.26375(14) 0.0392(6) Uani d . . . 1 . .
H H21D 0.703 0.2748 -0.2498 0.059 Uiso calc U . R 1 . .
H H21E 0.7401 0.2095 -0.3173 0.059 Uiso calc U . R 1 . .
H H21F 0.8325 0.2236 -0.2686 0.059 Uiso calc U . R 1 . .
C C22B 0.5937(2) 0.13388(18) -0.18392(16) 0.0389(6) Uani d . . . 1 . .
H H22D 0.5755 0.0818 -0.1406 0.058 Uiso calc U . R 1 . .
H H22E 0.5781 0.127 -0.2372 0.058 Uiso calc U . R 1 . .
H H22F 0.5462 0.1889 -0.167 0.058 Uiso calc U . R 1 . .
C C23B 0.79640(19) -0.03175(14) 0.08458(14) 0.0277(5) Uani d . . . 1 . .
H H23B 0.8217 -0.0247 0.1355 0.033 Uiso calc U . R 1 . .
C C24B 0.6791(2) -0.06252(16) 0.11320(17) 0.0390(6) Uani d . . . 1 . .
H H24D 0.6234 -0.0166 0.1401 0.058 Uiso calc U . R 1 . .
H H24E 0.6858 -0.1194 0.1534 0.058 Uiso calc U . R 1 . .
H H24F 0.6531 -0.0712 0.0644 0.058 Uiso calc U . R 1 . .
C C25B 0.8858(2) -0.10267(15) 0.04362(15) 0.0346(5) Uani d . . . 1 . .
H H25D 0.8606 -0.1136 -0.0046 0.052 Uiso calc U . R 1 . .
H H25E 0.8946 -0.1588 0.0845 0.052 Uiso calc U . R 1 . .
H H25F 0.9596 -0.0811 0.0247 0.052 Uiso calc U . R 1 . .
C C31B 0.85528(17) 0.08719(14) 0.39497(13) 0.0232(4) Uani d . . . 1 . .
C C32B 0.88807(19) 0.13435(14) 0.44519(14) 0.0282(5) Uani d . . . 1 . .
C C33B 0.89277(19) 0.10261(15) 0.52930(14) 0.0299(5) Uani d . . . 1 . .
C C34B 0.86228(18) 0.02026(16) 0.56735(13) 0.0301(5) Uani d . . . 1 . .
C C35B 0.82964(19) -0.02965(16) 0.52107(14) 0.0316(5) Uani d . . . 1 . .
C C36B 0.82700(19) 0.00435(15) 0.43726(14) 0.0289(5) Uani d . . . 1 . .
C C41B 0.58533(17) 0.15140(13) 0.22535(13) 0.0224(4) Uani d . . . 1 . .
C C42B 0.51919(18) 0.17931(14) 0.16290(13) 0.0265(5) Uani d . . . 1 . .
H H42B 0.5412 0.2238 0.1157 0.032 Uiso calc U . R 1 . .
C C43B 0.42204(19) 0.14302(15) 0.16888(14) 0.0298(5) Uani d . . . 1 . .
H H43B 0.3777 0.1628 0.126 0.036 Uiso calc U . R 1 . .
C C44B 0.38931(19) 0.07788(15) 0.23739(14) 0.0312(5) Uani d . . . 1 . .
H H44B 0.3222 0.0533 0.242 0.037 Uiso calc U . R 1 . .
C C45B 0.45522(19) 0.04885(15) 0.29915(14) 0.0312(5) Uani d . . . 1 . .
H H45B 0.4334 0.0038 0.3459 0.037 Uiso calc U . R 1 . .
C C46B 0.55281(18) 0.08508(14) 0.29311(13) 0.0262(5) Uani d . . . 1 . .
H H46B 0.5977 0.0644 0.3356 0.031 Uiso calc U . R 1 . .
F F32B 0.91771(14) 0.21632(9) 0.41362(8) 0.0413(3) Uani d . . . 1 . .
F F33B 0.92861(13) 0.15104(10) 0.57364(8) 0.0437(4) Uani d . . . 1 . .
F F34B 0.86599(11) -0.01173(10) 0.64901(8) 0.0393(3) Uani d . . . 1 . .
F F35B 0.80325(14) -0.11123(10) 0.55718(9) 0.0482(4) Uani d . . . 1 . .
F F36B 0.79314(13) -0.04905(9) 0.39634(8) 0.0429(4) 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
B1A O1A . 1.509(3) ?
B1A C31A . 1.640(3) ?
B1A C2A . 1.641(3) ?
B1A C3A . 1.686(3) ?
P1A C3A . 1.790(2) ?
P1A C1A . 1.821(2) ?
P1A C11A . 1.828(2) ?
P1A C5A . 1.864(2) ?
O1A C5A . 1.415(2) ?
C1A C2A . 1.553(3) ?
C1A H1A1 . 0.99 ?
C1A H1A2 . 0.99 ?
C2A H2A1 . 0.99 ?
C2A H2A2 . 0.99 ?
C3A C4A . 1.519(3) ?
C3A H3A . 1.0 ?
C4A H4A1 . 0.98 ?
C4A H4A2 . 0.98 ?
C4A H4A3 . 0.98 ?
C5A C41A . 1.510(3) ?
C5A H5A . 1.0 ?
C11A C16A . 1.419(3) ?
C11A C12A . 1.424(3) ?
C12A C13A . 1.391(3) ?
C12A C17A . 1.530(3) ?
C13A C14A . 1.393(3) ?
C13A H13A . 0.95 ?
C14A C15A . 1.383(3) ?
C14A C20A . 1.519(3) ?
C15A C16A . 1.388(3) ?
C15A H15A . 0.95 ?
C16A C23A . 1.530(3) ?
C17A C19A . 1.532(3) ?
C17A C18A . 1.536(3) ?
C17A H17A . 1.0 ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19A H19A . 0.98 ?
C19A H19B . 0.98 ?
C19A H19C . 0.98 ?
C20A C22A . 1.494(4) ?
C20A C21A . 1.503(4) ?
C20A H20A . 1.0 ?
C21A H21A . 0.98 ?
C21A H21B . 0.98 ?
C21A H21C . 0.98 ?
C22A H22A . 0.98 ?
C22A H22B . 0.98 ?
C22A H22C . 0.98 ?
C23A C24A . 1.523(3) ?
C23A C25A . 1.530(3) ?
C23A H23A . 1.0 ?
C24A H24A . 0.98 ?
C24A H24B . 0.98 ?
C24A H24C . 0.98 ?
C25A H25A . 0.98 ?
C25A H25B . 0.98 ?
C25A H25C . 0.98 ?
C31A C36A . 1.387(3) ?
C31A C32A . 1.388(3) ?
C32A F32A . 1.352(2) ?
C32A C33A . 1.388(3) ?
C33A F33A . 1.340(2) ?
C33A C34A . 1.370(3) ?
C34A F34A . 1.340(3) ?
C34A C35A . 1.381(3) ?
C35A F35A . 1.341(3) ?
C35A C36A . 1.386(3) ?
C36A F36A . 1.356(2) ?
C41A C46A . 1.387(3) ?
C41A C42A . 1.396(3) ?
C42A C43A . 1.385(3) ?
C42A H42A . 0.95 ?
C43A C44A . 1.389(3) ?
C43A H43A . 0.95 ?
C44A C45A . 1.387(3) ?
C44A H44A . 0.95 ?
C45A C46A . 1.382(3) ?
C45A H45A . 0.95 ?
C46A H46A . 0.95 ?
O1B C5B . 1.417(2) ?
O1B B1B . 1.515(3) ?
P1B C3B . 1.797(2) ?
P1B C1B . 1.828(2) ?
P1B C11B . 1.831(2) ?
P1B C5B . 1.859(2) ?
B1B C31B . 1.639(3) ?
B1B C2B . 1.640(3) ?
B1B C3B . 1.687(3) ?
C1B C2B . 1.556(3) ?
C1B H1B1 . 0.99 ?
C1B H1B2 . 0.99 ?
C2B H2B1 . 0.99 ?
C2B H2B2 . 0.99 ?
C3B C4B . 1.530(3) ?
C3B H3B . 1.0 ?
C4B H4B1 . 0.98 ?
C4B H4B2 . 0.98 ?
C4B H4B3 . 0.98 ?
C5B C41B . 1.514(3) ?
C5B H5B . 1.0 ?
C11B C16B . 1.411(3) ?
C11B C12B . 1.417(3) ?
C12B C13B . 1.391(3) ?
C12B C17B . 1.528(3) ?
C13B C14B . 1.388(3) ?
C13B H13B . 0.95 ?
C14B C15B . 1.388(3) ?
C14B C20B . 1.520(3) ?
C15B C16B . 1.395(3) ?
C15B H15B . 0.95 ?
C16B C23B . 1.523(3) ?
C17B C18B . 1.532(3) ?
C17B C19B . 1.536(3) ?
C17B H17B . 1.0 ?
C18B H18D . 0.98 ?
C18B H18E . 0.98 ?
C18B H18F . 0.98 ?
C19B H19D . 0.98 ?
C19B H19E . 0.98 ?
C19B H19F . 0.98 ?
C20B C21B . 1.523(3) ?
C20B C22B . 1.533(3) ?
C20B H20B . 1.0 ?
C21B H21D . 0.98 ?
C21B H21E . 0.98 ?
C21B H21F . 0.98 ?
C22B H22D . 0.98 ?
C22B H22E . 0.98 ?
C22B H22F . 0.98 ?
C23B C25B . 1.529(3) ?
C23B C24B . 1.534(3) ?
C23B H23B . 1.0 ?
C24B H24D . 0.98 ?
C24B H24E . 0.98 ?
C24B H24F . 0.98 ?
C25B H25D . 0.98 ?
C25B H25E . 0.98 ?
C25B H25F . 0.98 ?
C31B C36B . 1.388(3) ?
C31B C32B . 1.390(3) ?
C32B F32B . 1.349(3) ?
C32B C33B . 1.387(3) ?
C33B F33B . 1.350(3) ?
C33B C34B . 1.375(3) ?
C34B F34B . 1.347(2) ?
C34B C35B . 1.370(3) ?
C35B F35B . 1.341(3) ?
C35B C36B . 1.382(3) ?
C36B F36B . 1.354(3) ?
C41B C46B . 1.389(3) ?
C41B C42B . 1.397(3) ?
C42B C43B . 1.383(3) ?
C42B H42B . 0.95 ?
C43B C44B . 1.386(3) ?
C43B H43B . 0.95 ?
C44B C45B . 1.386(3) ?
C44B H44B . 0.95 ?
C45B C46B . 1.387(3) ?
C45B H45B . 0.95 ?
C46B H46B . 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
O1A B1A C31A . . 109.02(17) ?
O1A B1A C2A . . 109.55(17) ?
C31A B1A C2A . . 115.38(18) ?
O1A B1A C3A . . 104.20(16) ?
C31A B1A C3A . . 114.66(17) ?
C2A B1A C3A . . 103.34(17) ?
C3A P1A C1A . . 96.76(10) ?
C3A P1A C11A . . 127.03(10) ?
C1A P1A C11A . . 115.21(10) ?
C3A P1A C5A . . 94.67(9) ?
C1A P1A C5A . . 103.18(10) ?
C11A P1A C5A . . 115.67(9) ?
C5A O1A B1A . . 113.24(15) ?
C2A C1A P1A . . 103.18(14) ?
C2A C1A H1A1 . . 111.1 ?
P1A C1A H1A1 . . 111.1 ?
C2A C1A H1A2 . . 111.1 ?
P1A C1A H1A2 . . 111.1 ?
H1A1 C1A H1A2 . . 109.1 ?
C1A C2A B1A . . 107.02(17) ?
C1A C2A H2A1 . . 110.3 ?
B1A C2A H2A1 . . 110.3 ?
C1A C2A H2A2 . . 110.3 ?
B1A C2A H2A2 . . 110.3 ?
H2A1 C2A H2A2 . . 108.6 ?
C4A C3A B1A . . 114.61(18) ?
C4A C3A P1A . . 117.65(15) ?
B1A C3A P1A . . 89.92(12) ?
C4A C3A H3A . . 111.0 ?
B1A C3A H3A . . 111.0 ?
P1A C3A H3A . . 111.0 ?
C3A C4A H4A1 . . 109.5 ?
C3A C4A H4A2 . . 109.5 ?
H4A1 C4A H4A2 . . 109.5 ?
C3A C4A H4A3 . . 109.5 ?
H4A1 C4A H4A3 . . 109.5 ?
H4A2 C4A H4A3 . . 109.5 ?
O1A C5A C41A . . 112.59(17) ?
O1A C5A P1A . . 102.66(13) ?
C41A C5A P1A . . 114.57(14) ?
O1A C5A H5A . . 108.9 ?
C41A C5A H5A . . 108.9 ?
P1A C5A H5A . . 108.9 ?
C16A C11A C12A . . 120.07(19) ?
C16A C11A P1A . . 122.02(16) ?
C12A C11A P1A . . 117.90(15) ?
C13A C12A C11A . . 118.29(19) ?
C13A C12A C17A . . 116.73(18) ?
C11A C12A C17A . . 124.98(19) ?
C12A C13A C14A . . 122.4(2) ?
C12A C13A H13A . . 118.8 ?
C14A C13A H13A . . 118.8 ?
C15A C14A C13A . . 117.9(2) ?
C15A C14A C20A . . 120.4(2) ?
C13A C14A C20A . . 121.7(2) ?
C14A C15A C16A . . 123.2(2) ?
C14A C15A H15A . . 118.4 ?
C16A C15A H15A . . 118.4 ?
C15A C16A C11A . . 118.0(2) ?
C15A C16A C23A . . 117.58(19) ?
C11A C16A C23A . . 124.24(19) ?
C12A C17A C19A . . 112.36(18) ?
C12A C17A C18A . . 111.59(17) ?
C19A C17A C18A . . 109.02(17) ?
C12A C17A H17A . . 107.9 ?
C19A C17A H17A . . 107.9 ?
C18A C17A H17A . . 107.9 ?
C17A C18A H18A . . 109.5 ?
C17A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C17A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C17A C19A H19A . . 109.5 ?
C17A C19A H19B . . 109.5 ?
H19A C19A H19B . . 109.5 ?
C17A C19A H19C . . 109.5 ?
H19A C19A H19C . . 109.5 ?
H19B C19A H19C . . 109.5 ?
C22A C20A C21A . . 111.8(2) ?
C22A C20A C14A . . 111.2(2) ?
C21A C20A C14A . . 113.6(2) ?
C22A C20A H20A . . 106.6 ?
C21A C20A H20A . . 106.6 ?
C14A C20A H20A . . 106.6 ?
C20A C21A H21A . . 109.5 ?
C20A C21A H21B . . 109.5 ?
H21A C21A H21B . . 109.5 ?
C20A C21A H21C . . 109.5 ?
H21A C21A H21C . . 109.5 ?
H21B C21A H21C . . 109.5 ?
C20A C22A H22A . . 109.5 ?
C20A C22A H22B . . 109.5 ?
H22A C22A H22B . . 109.5 ?
C20A C22A H22C . . 109.5 ?
H22A C22A H22C . . 109.5 ?
H22B C22A H22C . . 109.5 ?
C24A C23A C16A . . 109.93(19) ?
C24A C23A C25A . . 108.97(19) ?
C16A C23A C25A . . 114.61(19) ?
C24A C23A H23A . . 107.7 ?
C16A C23A H23A . . 107.7 ?
C25A C23A H23A . . 107.7 ?
C23A C24A H24A . . 109.5 ?
C23A C24A H24B . . 109.5 ?
H24A C24A H24B . . 109.5 ?
C23A C24A H24C . . 109.5 ?
H24A C24A H24C . . 109.5 ?
H24B C24A H24C . . 109.5 ?
C23A C25A H25A . . 109.5 ?
C23A C25A H25B . . 109.5 ?
H25A C25A H25B . . 109.5 ?
C23A C25A H25C . . 109.5 ?
H25A C25A H25C . . 109.5 ?
H25B C25A H25C . . 109.5 ?
C36A C31A C32A . . 112.85(19) ?
C36A C31A B1A . . 124.25(18) ?
C32A C31A B1A . . 122.88(19) ?
F32A C32A C33A . . 115.34(19) ?
F32A C32A C31A . . 120.04(19) ?
C33A C32A C31A . . 124.6(2) ?
F33A C33A C34A . . 119.2(2) ?
F33A C33A C32A . . 121.3(2) ?
C34A C33A C32A . . 119.5(2) ?
F34A C34A C33A . . 120.5(2) ?
F34A C34A C35A . . 120.5(2) ?
C33A C34A C35A . . 119.1(2) ?
F35A C35A C34A . . 120.0(2) ?
F35A C35A C36A . . 121.1(2) ?
C34A C35A C36A . . 118.9(2) ?
F36A C36A C35A . . 114.78(19) ?
F36A C36A C31A . . 120.27(19) ?
C35A C36A C31A . . 124.9(2) ?
C46A C41A C42A . . 119.2(2) ?
C46A C41A C5A . . 120.58(19) ?
C42A C41A C5A . . 120.20(19) ?
C43A C42A C41A . . 120.3(2) ?
C43A C42A H42A . . 119.8 ?
C41A C42A H42A . . 119.9 ?
C42A C43A C44A . . 120.2(2) ?
C42A C43A H43A . . 119.9 ?
C44A C43A H43A . . 119.9 ?
C45A C44A C43A . . 119.3(2) ?
C45A C44A H44A . . 120.4 ?
C43A C44A H44A . . 120.4 ?
C46A C45A C44A . . 120.7(2) ?
C46A C45A H45A . . 119.7 ?
C44A C45A H45A . . 119.7 ?
C45A C46A C41A . . 120.2(2) ?
C45A C46A H46A . . 119.9 ?
C41A C46A H46A . . 119.9 ?
C5B O1B B1B . . 113.02(15) ?
C3B P1B C1B . . 96.36(10) ?
C3B P1B C11B . . 128.50(10) ?
C1B P1B C11B . . 116.76(9) ?
C3B P1B C5B . . 94.08(9) ?
C1B P1B C5B . . 105.08(10) ?
C11B P1B C5B . . 112.00(9) ?
O1B B1B C31B . . 106.14(16) ?
O1B B1B C2B . . 109.67(17) ?
C31B B1B C2B . . 116.14(18) ?
O1B B1B C3B . . 104.28(16) ?
C31B B1B C3B . . 116.73(17) ?
C2B B1B C3B . . 103.21(16) ?
C2B C1B P1B . . 102.81(14) ?
C2B C1B H1B1 . . 111.2 ?
P1B C1B H1B1 . . 111.2 ?
C2B C1B H1B2 . . 111.2 ?
P1B C1B H1B2 . . 111.2 ?
H1B1 C1B H1B2 . . 109.1 ?
C1B C2B B1B . . 107.31(16) ?
C1B C2B H2B1 . . 110.3 ?
B1B C2B H2B1 . . 110.3 ?
C1B C2B H2B2 . . 110.3 ?
B1B C2B H2B2 . . 110.3 ?
H2B1 C2B H2B2 . . 108.5 ?
C4B C3B B1B . . 115.48(17) ?
C4B C3B P1B . . 117.60(15) ?
B1B C3B P1B . . 89.76(13) ?
C4B C3B H3B . . 110.8 ?
B1B C3B H3B . . 110.8 ?
P1B C3B H3B . . 110.8 ?
C3B C4B H4B1 . . 109.5 ?
C3B C4B H4B2 . . 109.5 ?
H4B1 C4B H4B2 . . 109.5 ?
C3B C4B H4B3 . . 109.5 ?
H4B1 C4B H4B3 . . 109.5 ?
H4B2 C4B H4B3 . . 109.5 ?
O1B C5B C41B . . 112.59(17) ?
O1B C5B P1B . . 102.86(13) ?
C41B C5B P1B . . 112.39(14) ?
O1B C5B H5B . . 109.6 ?
C41B C5B H5B . . 109.6 ?
P1B C5B H5B . . 109.6 ?
C16B C11B C12B . . 119.38(18) ?
C16B C11B P1B . . 122.91(16) ?
C12B C11B P1B . . 117.69(15) ?
C13B C12B C11B . . 119.20(19) ?
C13B C12B C17B . . 116.12(18) ?
C11B C12B C17B . . 124.68(18) ?
C14B C13B C12B . . 122.5(2) ?
C14B C13B H13B . . 118.8 ?
C12B C13B H13B . . 118.8 ?
C13B C14B C15B . . 117.23(19) ?
C13B C14B C20B . . 122.7(2) ?
C15B C14B C20B . . 119.9(2) ?
C14B C15B C16B . . 123.2(2) ?
C14B C15B H15B . . 118.4 ?
C16B C15B H15B . . 118.4 ?
C15B C16B C11B . . 118.39(19) ?
C15B C16B C23B . . 117.20(18) ?
C11B C16B C23B . . 124.35(18) ?
C12B C17B C18B . . 109.41(18) ?
C12B C17B C19B . . 113.13(17) ?
C18B C17B C19B . . 110.81(18) ?
C12B C17B H17B . . 107.8 ?
C18B C17B H17B . . 107.8 ?
C19B C17B H17B . . 107.8 ?
C17B C18B H18D . . 109.5 ?
C17B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C17B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C17B C19B H19D . . 109.5 ?
C17B C19B H19E . . 109.5 ?
H19D C19B H19E . . 109.5 ?
C17B C19B H19F . . 109.5 ?
H19D C19B H19F . . 109.5 ?
H19E C19B H19F . . 109.5 ?
C14B C20B C21B . . 114.37(19) ?
C14B C20B C22B . . 109.66(18) ?
C21B C20B C22B . . 110.4(2) ?
C14B C20B H20B . . 107.4 ?
C21B C20B H20B . . 107.4 ?
C22B C20B H20B . . 107.4 ?
C20B C21B H21D . . 109.5 ?
C20B C21B H21E . . 109.5 ?
H21D C21B H21E . . 109.5 ?
C20B C21B H21F . . 109.5 ?
H21D C21B H21F . . 109.5 ?
H21E C21B H21F . . 109.5 ?
C20B C22B H22D . . 109.5 ?
C20B C22B H22E . . 109.5 ?
H22D C22B H22E . . 109.5 ?
C20B C22B H22F . . 109.5 ?
H22D C22B H22F . . 109.5 ?
H22E C22B H22F . . 109.5 ?
C16B C23B C25B . . 112.35(18) ?
C16B C23B C24B . . 109.97(18) ?
C25B C23B C24B . . 110.82(19) ?
C16B C23B H23B . . 107.8 ?
C25B C23B H23B . . 107.8 ?
C24B C23B H23B . . 107.8 ?
C23B C24B H24D . . 109.5 ?
C23B C24B H24E . . 109.5 ?
H24D C24B H24E . . 109.5 ?
C23B C24B H24F . . 109.5 ?
H24D C24B H24F . . 109.5 ?
H24E C24B H24F . . 109.5 ?
C23B C25B H25D . . 109.5 ?
C23B C25B H25E . . 109.5 ?
H25D C25B H25E . . 109.5 ?
C23B C25B H25F . . 109.5 ?
H25D C25B H25F . . 109.5 ?
H25E C25B H25F . . 109.5 ?
C36B C31B C32B . . 113.36(19) ?
C36B C31B B1B . . 124.27(19) ?
C32B C31B B1B . . 122.28(19) ?
F32B C32B C33B . . 115.29(19) ?
F32B C32B C31B . . 120.73(19) ?
C33B C32B C31B . . 124.0(2) ?
F33B C33B C34B . . 119.80(19) ?
F33B C33B C32B . . 120.7(2) ?
C34B C33B C32B . . 119.5(2) ?
F34B C34B C35B . . 120.2(2) ?
F34B C34B C33B . . 120.4(2) ?
C35B C34B C33B . . 119.3(2) ?
F35B C35B C34B . . 119.6(2) ?
F35B C35B C36B . . 121.2(2) ?
C34B C35B C36B . . 119.2(2) ?
F36B C36B C35B . . 115.4(2) ?
F36B C36B C31B . . 119.98(19) ?
C35B C36B C31B . . 124.6(2) ?
C46B C41B C42B . . 118.65(19) ?
C46B C41B C5B . . 120.57(18) ?
C42B C41B C5B . . 120.74(18) ?
C43B C42B C41B . . 120.9(2) ?
C43B C42B H42B . . 119.6 ?
C41B C42B H42B . . 119.6 ?
C42B C43B C44B . . 120.0(2) ?
C42B C43B H43B . . 120.0 ?
C44B C43B H43B . . 120.0 ?
C45B C44B C43B . . 119.5(2) ?
C45B C44B H44B . . 120.2 ?
C43B C44B H44B . . 120.2 ?
C44B C45B C46B . . 120.5(2) ?
C44B C45B H45B . . 119.8 ?
C46B C45B H45B . . 119.8 ?
C45B C46B C41B . . 120.4(2) ?
C45B C46B H46B . . 119.8 ?
C41B C46B H46B . . 119.8 ?

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
C31A B1A O1A C5A . . . . -162.17(16) ?
C2A B1A O1A C5A . . . . 70.7(2) ?
C3A B1A O1A C5A . . . . -39.3(2) ?
C3A P1A C1A C2A . . . . -36.42(15) ?
C11A P1A C1A C2A . . . . -172.98(13) ?
C5A P1A C1A C2A . . . . 60.01(16) ?
P1A C1A C2A B1A . . . . 0.55(19) ?
O1A B1A C2A C1A . . . . -71.5(2) ?
C31A B1A C2A C1A . . . . 165.02(17) ?
C3A B1A C2A C1A . . . . 39.1(2) ?
O1A B1A C3A C4A . . . . 176.67(17) ?
C31A B1A C3A C4A . . . . -64.2(2) ?
C2A B1A C3A C4A . . . . 62.2(2) ?
O1A B1A C3A P1A . . . . 56.02(15) ?
C31A B1A C3A P1A . . . . 175.11(16) ?
C2A B1A C3A P1A . . . . -58.48(15) ?
C1A P1A C3A C4A . . . . -63.28(18) ?
C11A P1A C3A C4A . . . . 65.5(2) ?
C5A P1A C3A C4A . . . . -167.17(17) ?
C1A P1A C3A B1A . . . . 54.72(13) ?
C11A P1A C3A B1A . . . . -176.47(12) ?
C5A P1A C3A B1A . . . . -49.17(13) ?
B1A O1A C5A C41A . . . . 124.99(18) ?
B1A O1A C5A P1A . . . . 1.28(19) ?
C3A P1A C5A O1A . . . . 33.49(14) ?
C1A P1A C5A O1A . . . . -64.59(15) ?
C11A P1A C5A O1A . . . . 168.70(12) ?
C3A P1A C5A C41A . . . . -88.91(16) ?
C1A P1A C5A C41A . . . . 173.02(15) ?
C11A P1A C5A C41A . . . . 46.31(18) ?
C3A P1A C11A C16A . . . . 10.1(2) ?
C1A P1A C11A C16A . . . . 131.28(17) ?
C5A P1A C11A C16A . . . . -108.34(18) ?
C3A P1A C11A C12A . . . . -168.40(15) ?
C1A P1A C11A C12A . . . . -47.20(19) ?
C5A P1A C11A C12A . . . . 73.19(18) ?
C16A C11A C12A C13A . . . . -3.4(3) ?
P1A C11A C12A C13A . . . . 175.08(16) ?
C16A C11A C12A C17A . . . . 175.93(19) ?
P1A C11A C12A C17A . . . . -5.6(3) ?
C11A C12A C13A C14A . . . . 1.5(3) ?
C17A C12A C13A C14A . . . . -177.9(2) ?
C12A C13A C14A C15A . . . . 0.5(3) ?
C12A C13A C14A C20A . . . . -178.7(2) ?
C13A C14A C15A C16A . . . . -0.6(3) ?
C20A C14A C15A C16A . . . . 178.7(2) ?
C14A C15A C16A C11A . . . . -1.4(3) ?
C14A C15A C16A C23A . . . . 174.4(2) ?
C12A C11A C16A C15A . . . . 3.3(3) ?
P1A C11A C16A C15A . . . . -175.10(16) ?
C12A C11A C16A C23A . . . . -172.14(19) ?
P1A C11A C16A C23A . . . . 9.4(3) ?
C13A C12A C17A C19A . . . . 50.3(3) ?
C11A C12A C17A C19A . . . . -129.1(2) ?
C13A C12A C17A C18A . . . . -72.5(2) ?
C11A C12A C17A C18A . . . . 108.1(2) ?
C15A C14A C20A C22A . . . . -100.1(3) ?
C13A C14A C20A C22A . . . . 79.1(3) ?
C15A C14A C20A C21A . . . . 132.7(3) ?
C13A C14A C20A C21A . . . . -48.1(3) ?
C15A C16A C23A C24A . . . . -90.7(2) ?
C11A C16A C23A C24A . . . . 84.8(3) ?
C15A C16A C23A C25A . . . . 32.4(3) ?
C11A C16A C23A C25A . . . . -152.1(2) ?
O1A B1A C31A C36A . . . . 91.6(2) ?
C2A B1A C31A C36A . . . . -144.7(2) ?
C3A B1A C31A C36A . . . . -24.8(3) ?
O1A B1A C31A C32A . . . . -90.4(2) ?
C2A B1A C31A C32A . . . . 33.3(3) ?
C3A B1A C31A C32A . . . . 153.22(19) ?
C36A C31A C32A F32A . . . . -177.65(18) ?
B1A C31A C32A F32A . . . . 4.2(3) ?
C36A C31A C32A C33A . . . . 2.5(3) ?
B1A C31A C32A C33A . . . . -175.7(2) ?
F32A C32A C33A F33A . . . . 0.0(3) ?
C31A C32A C33A F33A . . . . 179.9(2) ?
F32A C32A C33A C34A . . . . -179.80(19) ?
C31A C32A C33A C34A . . . . 0.0(3) ?
F33A C33A C34A F34A . . . . -2.0(3) ?
C32A C33A C34A F34A . . . . 177.88(19) ?
F33A C33A C34A C35A . . . . 177.5(2) ?
C32A C33A C34A C35A . . . . -2.7(3) ?
F34A C34A C35A F35A . . . . 1.1(3) ?
C33A C34A C35A F35A . . . . -178.3(2) ?
F34A C34A C35A C36A . . . . -178.04(19) ?
C33A C34A C35A C36A . . . . 2.5(3) ?
F35A C35A C36A F36A . . . . 0.5(3) ?
C34A C35A C36A F36A . . . . 179.62(19) ?
F35A C35A C36A C31A . . . . -178.9(2) ?
C34A C35A C36A C31A . . . . 0.3(3) ?
C32A C31A C36A F36A . . . . 178.03(19) ?
B1A C31A C36A F36A . . . . -3.8(3) ?
C32A C31A C36A C35A . . . . -2.7(3) ?
B1A C31A C36A C35A . . . . 175.5(2) ?
O1A C5A C41A C46A . . . . -13.1(3) ?
P1A C5A C41A C46A . . . . 103.8(2) ?
O1A C5A C41A C42A . . . . 166.43(18) ?
P1A C5A C41A C42A . . . . -76.7(2) ?
C46A C41A C42A C43A . . . . -1.1(3) ?
C5A C41A C42A C43A . . . . 179.4(2) ?
C41A C42A C43A C44A . . . . 0.2(4) ?
C42A C43A C44A C45A . . . . 0.9(4) ?
C43A C44A C45A C46A . . . . -1.2(4) ?
C44A C45A C46A C41A . . . . 0.3(4) ?
C42A C41A C46A C45A . . . . 0.8(3) ?
C5A C41A C46A C45A . . . . -179.6(2) ?
C5B O1B B1B C31B . . . . -161.16(16) ?
C5B O1B B1B C2B . . . . 72.6(2) ?
C5B O1B B1B C3B . . . . -37.3(2) ?
C3B P1B C1B C2B . . . . -37.20(15) ?
C11B P1B C1B C2B . . . . -176.45(13) ?
C5B P1B C1B C2B . . . . 58.78(15) ?
P1B C1B C2B B1B . . . . 1.25(19) ?
O1B B1B C2B C1B . . . . -71.8(2) ?
C31B B1B C2B C1B . . . . 167.87(17) ?
C3B B1B C2B C1B . . . . 38.8(2) ?
O1B B1B C3B C4B . . . . 176.58(17) ?
C31B B1B C3B C4B . . . . -66.7(2) ?
C2B B1B C3B C4B . . . . 62.0(2) ?
O1B B1B C3B P1B . . . . 55.84(15) ?
C31B B1B C3B P1B . . . . 172.54(16) ?
C2B B1B C3B P1B . . . . -58.78(15) ?
C1B P1B C3B C4B . . . . -63.52(18) ?
C11B P1B C3B C4B . . . . 68.3(2) ?
C5B P1B C3B C4B . . . . -169.21(17) ?
C1B P1B C3B B1B . . . . 55.37(13) ?
C11B P1B C3B B1B . . . . -172.76(12) ?
C5B P1B C3B B1B . . . . -50.32(13) ?
B1B O1B C5B C41B . . . . 119.79(18) ?
B1B O1B C5B P1B . . . . -1.42(19) ?
C3B P1B C5B O1B . . . . 35.76(14) ?
C1B P1B C5B O1B . . . . -61.96(15) ?
C11B P1B C5B O1B . . . . 170.33(12) ?
C3B P1B C5B C41B . . . . -85.59(15) ?
C1B P1B C5B C41B . . . . 176.70(14) ?
C11B P1B C5B C41B . . . . 48.99(17) ?
C3B P1B C11B C16B . . . . 7.8(2) ?
C1B P1B C11B C16B . . . . 131.79(17) ?
C5B P1B C11B C16B . . . . -107.02(17) ?
C3B P1B C11B C12B . . . . -174.03(14) ?
C1B P1B C11B C12B . . . . -50.00(19) ?
C5B P1B C11B C12B . . . . 71.19(18) ?
C16B C11B C12B C13B . . . . -3.3(3) ?
P1B C11B C12B C13B . . . . 178.45(15) ?
C16B C11B C12B C17B . . . . 177.41(19) ?
P1B C11B C12B C17B . . . . -0.9(3) ?
C11B C12B C13B C14B . . . . 2.1(3) ?
C17B C12B C13B C14B . . . . -178.54(19) ?
C12B C13B C14B C15B . . . . 0.1(3) ?
C12B C13B C14B C20B . . . . 176.60(19) ?
C13B C14B C15B C16B . . . . -1.2(3) ?
C20B C14B C15B C16B . . . . -177.77(19) ?
C14B C15B C16B C11B . . . . 0.0(3) ?
C14B C15B C16B C23B . . . . 177.41(19) ?
C12B C11B C16B C15B . . . . 2.3(3) ?
P1B C11B C16B C15B . . . . -179.56(15) ?
C12B C11B C16B C23B . . . . -174.96(19) ?
P1B C11B C16B C23B . . . . 3.2(3) ?
C13B C12B C17B C18B . . . . -72.7(2) ?
C11B C12B C17B C18B . . . . 106.6(2) ?
C13B C12B C17B C19B . . . . 51.3(3) ?
C11B C12B C17B C19B . . . . -129.3(2) ?
C13B C14B C20B C21B . . . . 27.1(3) ?
C15B C14B C20B C21B . . . . -156.5(2) ?
C13B C14B C20B C22B . . . . -97.4(3) ?
C15B C14B C20B C22B . . . . 79.0(3) ?
C15B C16B C23B C25B . . . . 53.8(3) ?
C11B C16B C23B C25B . . . . -128.9(2) ?
C15B C16B C23B C24B . . . . -70.1(2) ?
C11B C16B C23B C24B . . . . 107.1(2) ?
O1B B1B C31B C36B . . . . 86.7(2) ?
C2B B1B C31B C36B . . . . -151.1(2) ?
C3B B1B C31B C36B . . . . -29.0(3) ?
O1B B1B C31B C32B . . . . -89.5(2) ?
C2B B1B C31B C32B . . . . 32.7(3) ?
C3B B1B C31B C32B . . . . 154.84(19) ?
C36B C31B C32B F32B . . . . -179.67(19) ?
B1B C31B C32B F32B . . . . -3.1(3) ?
C36B C31B C32B C33B . . . . 0.1(3) ?
B1B C31B C32B C33B . . . . 176.7(2) ?
F32B C32B C33B F33B . . . . -2.1(3) ?
C31B C32B C33B F33B . . . . 178.09(19) ?
F32B C32B C33B C34B . . . . 178.96(19) ?
C31B C32B C33B C34B . . . . -0.9(3) ?
F33B C33B C34B F34B . . . . 1.2(3) ?
C32B C33B C34B F34B . . . . -179.86(19) ?
F33B C33B C34B C35B . . . . -177.87(19) ?
C32B C33B C34B C35B . . . . 1.1(3) ?
F34B C34B C35B F35B . . . . -1.1(3) ?
C33B C34B C35B F35B . . . . 177.9(2) ?
F34B C34B C35B C36B . . . . -179.7(2) ?
C33B C34B C35B C36B . . . . -0.6(3) ?
F35B C35B C36B F36B . . . . 1.8(3) ?
C34B C35B C36B F36B . . . . -179.6(2) ?
F35B C35B C36B C31B . . . . -178.7(2) ?
C34B C35B C36B C31B . . . . -0.1(4) ?
C32B C31B C36B F36B . . . . 179.84(19) ?
B1B C31B C36B F36B . . . . 3.3(3) ?
C32B C31B C36B C35B . . . . 0.4(3) ?
B1B C31B C36B C35B . . . . -176.1(2) ?
O1B C5B C41B C46B . . . . -15.8(3) ?
P1B C5B C41B C46B . . . . 99.8(2) ?
O1B C5B C41B C42B . . . . 161.86(18) ?
P1B C5B C41B C42B . . . . -82.5(2) ?
C46B C41B C42B C43B . . . . 1.2(3) ?
C5B C41B C42B C43B . . . . -176.51(19) ?
C41B C42B C43B C44B . . . . -0.2(3) ?
C42B C43B C44B C45B . . . . -0.7(3) ?
C43B C44B C45B C46B . . . . 0.6(3) ?
C44B C45B C46B C41B . . . . 0.4(3) ?
C42B C41B C46B C45B . . . . -1.3(3) ?
C5B C41B C46B C45B . . . . 176.39(19) ?

####################################################################### 
# 
# 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_erk8628
_database_code_depnum_ccdc_archive 'CCDC 1812018'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H74 B2 F10 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1020.71

_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                   10.6253(5)
_cell_length_b                   10.6747(5)
_cell_length_c                   12.3972(6)
_cell_angle_alpha                103.882(2)
_cell_angle_beta                 97.692(2)
_cell_angle_gamma                100.679(2)
_cell_volume                     1317.76(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9306
_cell_measurement_theta_min      4.3103
_cell_measurement_theta_max      68.5527
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540

_exptl_absorpt_coefficient_mu    1.359
_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  0.80
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           ' Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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            13412
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_theta_min         3.74
_diffrn_reflns_theta_max         68.55
_diffrn_reflns_theta_full        68.55
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.956
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_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             4634
_reflns_number_gt                3917
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_gt          0.1639
_refine_ls_wR_factor_ref         0.1709
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_number_reflns         4634
_refine_ls_number_parameters     326
_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)+(0.0680P)²+2.9819P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.366
_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 (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 0.8869(3) 0.4220(4) 0.3775(3) 0.0224(7) Uani d . . . 1 . .
C C1 0.8222(3) 0.5960(3) 0.5384(3) 0.0249(7) Uani d . . . 1 . .
H H1A 0.7351 0.5893 0.5595 0.03 Uiso calc U . R 1 . .
H H1B 0.8685 0.6905 0.5623 0.03 Uiso calc U . R 1 . .
P P1 0.91567(7) 0.49857(8) 0.60887(7) 0.0210(2) Uani d . . . 1 . .
C C2 0.8081(3) 0.5398(3) 0.4084(3) 0.0251(7) Uani d . . . 1 . .
H H2A 0.8423 0.6122 0.3757 0.03 Uiso calc U . R 1 . .
H H2B 0.7146 0.5047 0.3742 0.03 Uiso calc U . R 1 . .
C C3 0.8768(3) 0.3547(3) 0.4852(3) 0.0231(7) Uani d . . . 1 . .
H H3 0.9411 0.2978 0.4896 0.028 Uiso calc U . R 1 . .
C C4 0.7355(3) 0.2731(4) 0.4692(3) 0.0287(7) Uani d . . . 1 . .
H H4A 0.6769 0.3335 0.4849 0.043 Uiso calc U . R 1 . .
H H4B 0.7323 0.2172 0.5214 0.043 Uiso calc U . R 1 . .
H H4C 0.7078 0.2171 0.3912 0.043 Uiso calc U . R 1 . .
C C11 0.8163(3) 0.4458(3) 0.7121(2) 0.0196(6) Uani d . . . 1 . .
C C12 0.7056(3) 0.5027(3) 0.7317(3) 0.0222(7) Uani d . . . 1 . .
C C13 0.5885(3) 0.4170(3) 0.7263(3) 0.0225(7) Uani d . . . 1 . .
H H13 0.5125 0.4518 0.7287 0.027 Uiso calc U . R 1 . .
C C14 0.5760(3) 0.2824(3) 0.7175(3) 0.0213(6) Uani d . . . 1 . .
C C15 0.6920(3) 0.2419(3) 0.7344(3) 0.0220(6) Uani d . . . 1 . .
H H15 0.6892 0.1567 0.746 0.026 Uiso calc U . R 1 . .
C C16 0.8133(3) 0.3211(3) 0.7349(3) 0.0218(6) Uani d . . . 1 . .
C C17 0.7127(3) 0.6519(3) 0.7870(3) 0.0271(7) Uani d . . . 1 . .
C C18 0.6810(4) 0.6564(4) 0.9059(3) 0.0337(8) Uani d . . . 1 . .
H H18A 0.7428 0.6183 0.9467 0.05 Uiso calc U . R 1 . .
H H18B 0.5921 0.6052 0.8984 0.05 Uiso calc U . R 1 . .
H H18C 0.6881 0.7485 0.9479 0.05 Uiso calc U . R 1 . .
C C19 0.6114(4) 0.7084(4) 0.7248(3) 0.0336(8) Uani d . . . 1 . .
H H19A 0.6135 0.7984 0.7691 0.05 Uiso calc U . R 1 . .
H H19B 0.5244 0.6522 0.7154 0.05 Uiso calc U . R 1 . .
H H19C 0.6317 0.7106 0.6504 0.05 Uiso calc U . R 1 . .
C C20 0.8483(3) 0.7398(4) 0.8065(3) 0.0320(8) Uani d . . . 1 . .
H H20A 0.869 0.7501 0.734 0.048 Uiso calc U . R 1 . .
H H20B 0.9123 0.6991 0.8415 0.048 Uiso calc U . R 1 . .
H H20C 0.851 0.8269 0.8567 0.048 Uiso calc U . R 1 . .
C C21 0.4422(3) 0.1894(3) 0.6968(3) 0.0256(7) Uani d . . . 1 . .
C C22 0.3578(3) 0.2477(4) 0.7781(3) 0.0321(8) Uani d . . . 1 . .
H H22A 0.4025 0.2644 0.8563 0.048 Uiso calc U . R 1 . .
H H22B 0.2738 0.1849 0.7653 0.048 Uiso calc U . R 1 . .
H H22C 0.3432 0.3311 0.7645 0.048 Uiso calc U . R 1 . .
C C23 0.4517(4) 0.0535(4) 0.7133(4) 0.0363(9) Uani d . . . 1 . .
H H23A 0.4967 0.0094 0.6566 0.054 Uiso calc U . R 1 . .
H H23B 0.3638 -0.0006 0.7046 0.054 Uiso calc U . R 1 . .
H H23C 0.5005 0.0649 0.7892 0.054 Uiso calc U . R 1 . .
C C24 0.3755(4) 0.1714(4) 0.5745(3) 0.0414(9) Uani d . . . 1 . .
H H24A 0.3683 0.258 0.5636 0.062 Uiso calc U . R 1 . .
H H24B 0.2882 0.1138 0.5597 0.062 Uiso calc U . R 1 . .
H H24C 0.4274 0.131 0.5221 0.062 Uiso calc U . R 1 . .
C C25 0.9338(3) 0.2676(4) 0.7695(3) 0.0276(7) Uani d . . . 1 . .
C C26 0.9114(4) 0.2040(5) 0.8662(4) 0.0415(10) Uani d . . . 1 . .
H H26A 0.9925 0.1832 0.897 0.062 Uiso calc U . R 1 . .
H H26B 0.8431 0.1224 0.8374 0.062 Uiso calc U . R 1 . .
H H26C 0.8845 0.2659 0.926 0.062 Uiso calc U . R 1 . .
C C27 0.9597(4) 0.1618(4) 0.6718(3) 0.0348(8) Uani d . . . 1 . .
H H27A 0.9862 0.2028 0.6132 0.052 Uiso calc U . R 1 . .
H H27B 0.88 0.0923 0.6396 0.052 Uiso calc U . R 1 . .
H H27C 1.0293 0.1229 0.7004 0.052 Uiso calc U . R 1 . .
C C28 1.0529(3) 0.3819(4) 0.8195(3) 0.0306(8) Uani d . . . 1 . .
H H28A 1.129 0.3468 0.8397 0.046 Uiso calc U . R 1 . .
H H28B 1.0367 0.4413 0.8872 0.046 Uiso calc U . R 1 . .
H H28C 1.0695 0.4311 0.7635 0.046 Uiso calc U . R 1 . .
C C31 0.8283(3) 0.3090(3) 0.2556(3) 0.0224(7) Uani d . . . 1 . .
C C32 0.7378(3) 0.3246(3) 0.1703(3) 0.0228(7) Uani d . . . 1 . .
F F32 0.69822(18) 0.43862(19) 0.17770(16) 0.0291(4) Uani d . . . 1 . .
C C33 0.6796(3) 0.2258(4) 0.0706(3) 0.0294(7) Uani d . . . 1 . .
F F33 0.5941(2) 0.2485(2) -0.00788(18) 0.0407(5) Uani d . . . 1 . .
C C34 0.7120(3) 0.1042(3) 0.0536(3) 0.0298(8) Uani d . . . 1 . .
F F34 0.6574(2) 0.0078(2) -0.04230(18) 0.0420(5) Uani d . . . 1 . .
C C35 0.8000(3) 0.0833(3) 0.1348(3) 0.0281(7) Uani d . . . 1 . .
F F35 0.8327(2) -0.0348(2) 0.11941(18) 0.0365(5) Uani d . . . 1 . .
C C36 0.8530(3) 0.1830(3) 0.2329(3) 0.0243(7) Uani d . . . 1 . .
F F36 0.93223(18) 0.15016(19) 0.31164(16) 0.0285(4) 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 C2 . 1.635(5) ?
B1 C31 . 1.649(5) ?
B1 C3 . 1.667(5) ?
B1 P1 2_766 2.080(3) ?
C1 C2 . 1.555(4) ?
C1 P1 . 1.848(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
P1 C3 . 1.829(3) ?
P1 C11 . 1.885(3) ?
P1 B1 2_766 2.080(3) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.551(4) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C11 C16 . 1.421(5) ?
C11 C12 . 1.442(4) ?
C12 C13 . 1.384(4) ?
C12 C17 . 1.558(5) ?
C13 C14 . 1.395(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.386(4) ?
C14 C21 . 1.526(4) ?
C15 C16 . 1.403(4) ?
C15 H15 . 0.95 ?
C16 C25 . 1.546(4) ?
C17 C20 . 1.520(5) ?
C17 C19 . 1.536(5) ?
C17 C18 . 1.547(5) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C23 . 1.531(5) ?
C21 C22 . 1.535(5) ?
C21 C24 . 1.536(5) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.527(5) ?
C25 C26 . 1.537(5) ?
C25 C27 . 1.538(5) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C36 . 1.388(5) ?
C31 C32 . 1.393(5) ?
C32 F32 . 1.346(4) ?
C32 C33 . 1.397(5) ?
C33 F33 . 1.336(4) ?
C33 C34 . 1.380(5) ?
C34 F34 . 1.348(4) ?
C34 C35 . 1.368(5) ?
C35 F35 . 1.346(4) ?
C35 C36 . 1.380(5) ?
C36 F36 . 1.356(4) ?

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
C2 B1 C31 . . 116.1(3) ?
C2 B1 C3 . . 102.1(2) ?
C31 B1 C3 . . 110.8(3) ?
C2 B1 P1 . 2_766 110.6(2) ?
C31 B1 P1 . 2_766 110.9(2) ?
C3 B1 P1 . 2_766 105.5(2) ?
C2 C1 P1 . . 108.2(2) ?
C2 C1 H1A . . 110.1 ?
P1 C1 H1A . . 110.1 ?
C2 C1 H1B . . 110.1 ?
P1 C1 H1B . . 110.1 ?
H1A C1 H1B . . 108.4 ?
C3 P1 C1 . . 94.11(15) ?
C3 P1 C11 . . 104.88(14) ?
C1 P1 C11 . . 105.73(14) ?
C3 P1 B1 . 2_766 104.51(14) ?
C1 P1 B1 . 2_766 108.09(15) ?
C11 P1 B1 . 2_766 132.79(14) ?
C1 C2 B1 . . 111.6(3) ?
C1 C2 H2A . . 109.3 ?
B1 C2 H2A . . 109.3 ?
C1 C2 H2B . . 109.3 ?
B1 C2 H2B . . 109.3 ?
H2A C2 H2B . . 108.0 ?
C4 C3 B1 . . 108.4(3) ?
C4 C3 P1 . . 111.8(2) ?
B1 C3 P1 . . 103.4(2) ?
C4 C3 H3 . . 111.0 ?
B1 C3 H3 . . 111.0 ?
P1 C3 H3 . . 111.0 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C16 C11 C12 . . 116.2(3) ?
C16 C11 P1 . . 120.8(2) ?
C12 C11 P1 . . 118.3(2) ?
C13 C12 C11 . . 117.6(3) ?
C13 C12 C17 . . 115.4(3) ?
C11 C12 C17 . . 125.2(3) ?
C12 C13 C14 . . 123.5(3) ?
C12 C13 H13 . . 118.2 ?
C14 C13 H13 . . 118.2 ?
C15 C14 C13 . . 115.6(3) ?
C15 C14 C21 . . 123.2(3) ?
C13 C14 C21 . . 121.2(3) ?
C14 C15 C16 . . 122.9(3) ?
C14 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.6 ?
C15 C16 C11 . . 118.3(3) ?
C15 C16 C25 . . 115.8(3) ?
C11 C16 C25 . . 125.7(3) ?
C20 C17 C19 . . 110.6(3) ?
C20 C17 C18 . . 105.9(3) ?
C19 C17 C18 . . 107.7(3) ?
C20 C17 C12 . . 113.6(3) ?
C19 C17 C12 . . 113.7(3) ?
C18 C17 C12 . . 104.5(3) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C14 C21 C23 . . 112.2(3) ?
C14 C21 C22 . . 110.9(3) ?
C23 C21 C22 . . 107.5(3) ?
C14 C21 C24 . . 107.9(3) ?
C23 C21 C24 . . 109.1(3) ?
C22 C21 C24 . . 109.2(3) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C26 . . 105.0(3) ?
C28 C25 C27 . . 111.8(3) ?
C26 C25 C27 . . 107.8(3) ?
C28 C25 C16 . . 110.2(3) ?
C26 C25 C16 . . 109.1(3) ?
C27 C25 C16 . . 112.7(3) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C36 C31 C32 . . 113.0(3) ?
C36 C31 B1 . . 123.0(3) ?
C32 C31 B1 . . 123.6(3) ?
F32 C32 C31 . . 122.1(3) ?
F32 C32 C33 . . 113.7(3) ?
C31 C32 C33 . . 124.2(3) ?
F33 C33 C34 . . 120.2(3) ?
F33 C33 C32 . . 120.7(3) ?
C34 C33 C32 . . 119.0(3) ?
F34 C34 C35 . . 120.8(3) ?
F34 C34 C33 . . 120.0(3) ?
C35 C34 C33 . . 119.2(3) ?
F35 C35 C34 . . 119.9(3) ?
F35 C35 C36 . . 120.5(3) ?
C34 C35 C36 . . 119.6(3) ?
F36 C36 C35 . . 115.3(3) ?
F36 C36 C31 . . 119.8(3) ?
C35 C36 C31 . . 124.8(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 C1 P1 C3 . . . . -22.3(2) ?
C2 C1 P1 C11 . . . . -129.0(2) ?
C2 C1 P1 B1 . . . 2_766 84.5(2) ?
P1 C1 C2 B1 . . . . -3.6(3) ?
C31 B1 C2 C1 . . . . 151.7(3) ?
C3 B1 C2 C1 . . . . 31.1(3) ?
P1 B1 C2 C1 2_766 . . . -80.8(3) ?
C2 B1 C3 C4 . . . . 73.7(3) ?
C31 B1 C3 C4 . . . . -50.6(3) ?
P1 B1 C3 C4 2_766 . . . -170.6(2) ?
C2 B1 C3 P1 . . . . -45.2(3) ?
C31 B1 C3 P1 . . . . -169.4(2) ?
P1 B1 C3 P1 2_766 . . . 70.5(2) ?
C1 P1 C3 C4 . . . . -76.3(3) ?
C11 P1 C3 C4 . . . . 31.2(3) ?
B1 P1 C3 C4 2_766 . . . 173.8(2) ?
C1 P1 C3 B1 . . . . 40.1(2) ?
C11 P1 C3 B1 . . . . 147.57(19) ?
B1 P1 C3 B1 2_766 . . . -69.8(2) ?
C3 P1 C11 C16 . . . . 46.8(3) ?
C1 P1 C11 C16 . . . . 145.5(3) ?
B1 P1 C11 C16 2_766 . . . -80.1(3) ?
C3 P1 C11 C12 . . . . -108.2(3) ?
C1 P1 C11 C12 . . . . -9.5(3) ?
B1 P1 C11 C12 2_766 . . . 125.0(3) ?
C16 C11 C12 C13 . . . . -25.1(4) ?
P1 C11 C12 C13 . . . . 131.0(3) ?
C16 C11 C12 C17 . . . . 139.0(3) ?
P1 C11 C12 C17 . . . . -64.9(4) ?
C11 C12 C13 C14 . . . . 8.5(5) ?
C17 C12 C13 C14 . . . . -157.1(3) ?
C12 C13 C14 C15 . . . . 10.9(5) ?
C12 C13 C14 C21 . . . . -172.1(3) ?
C13 C14 C15 C16 . . . . -13.9(5) ?
C21 C14 C15 C16 . . . . 169.2(3) ?
C14 C15 C16 C11 . . . . -2.9(5) ?
C14 C15 C16 C25 . . . . 172.7(3) ?
C12 C11 C16 C15 . . . . 22.4(4) ?
P1 C11 C16 C15 . . . . -133.0(3) ?
C12 C11 C16 C25 . . . . -152.7(3) ?
P1 C11 C16 C25 . . . . 51.8(4) ?
C13 C12 C17 C20 . . . . 171.7(3) ?
C11 C12 C17 C20 . . . . 7.3(5) ?
C13 C12 C17 C19 . . . . -60.5(4) ?
C11 C12 C17 C19 . . . . 135.1(3) ?
C13 C12 C17 C18 . . . . 56.7(4) ?
C11 C12 C17 C18 . . . . -107.7(3) ?
C15 C14 C21 C23 . . . . 8.1(4) ?
C13 C14 C21 C23 . . . . -168.7(3) ?
C15 C14 C21 C22 . . . . 128.3(3) ?
C13 C14 C21 C22 . . . . -48.5(4) ?
C15 C14 C21 C24 . . . . -112.1(4) ?
C13 C14 C21 C24 . . . . 71.1(4) ?
C15 C16 C25 C28 . . . . -153.6(3) ?
C11 C16 C25 C28 . . . . 21.6(4) ?
C15 C16 C25 C26 . . . . -38.9(4) ?
C11 C16 C25 C26 . . . . 136.4(3) ?
C15 C16 C25 C27 . . . . 80.8(4) ?
C11 C16 C25 C27 . . . . -104.0(4) ?
C2 B1 C31 C36 . . . . -157.7(3) ?
C3 B1 C31 C36 . . . . -41.9(4) ?
P1 B1 C31 C36 2_766 . . . 74.9(3) ?
C2 B1 C31 C32 . . . . 14.7(4) ?
C3 B1 C31 C32 . . . . 130.5(3) ?
P1 B1 C31 C32 2_766 . . . -112.7(3) ?
C36 C31 C32 F32 . . . . 178.2(3) ?
B1 C31 C32 F32 . . . . 5.1(4) ?
C36 C31 C32 C33 . . . . -1.5(4) ?
B1 C31 C32 C33 . . . . -174.6(3) ?
F32 C32 C33 F33 . . . . 0.7(4) ?
C31 C32 C33 F33 . . . . -179.6(3) ?
F32 C32 C33 C34 . . . . -179.7(3) ?
C31 C32 C33 C34 . . . . 0.1(5) ?
F33 C33 C34 F34 . . . . 0.0(5) ?
C32 C33 C34 F34 . . . . -179.7(3) ?
F33 C33 C34 C35 . . . . 179.8(3) ?
C32 C33 C34 C35 . . . . 0.1(5) ?
F34 C34 C35 F35 . . . . -0.1(5) ?
C33 C34 C35 F35 . . . . -179.9(3) ?
F34 C34 C35 C36 . . . . -179.0(3) ?
C33 C34 C35 C36 . . . . 1.2(5) ?
F35 C35 C36 F36 . . . . -3.2(4) ?
C34 C35 C36 F36 . . . . 175.6(3) ?
F35 C35 C36 C31 . . . . 178.2(3) ?
C34 C35 C36 C31 . . . . -2.9(5) ?
C32 C31 C36 F36 . . . . -175.6(3) ?
B1 C31 C36 F36 . . . . -2.4(4) ?
C32 C31 C36 C35 . . . . 2.9(4) ?
B1 C31 C36 C35 . . . . 176.1(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_erk8872
_database_code_depnum_ccdc_archive 'CCDC 1812025'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H45 B F5 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         686.56

_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                   11.1225(6)
_cell_length_b                   11.7795(6)
_cell_length_c                   14.5374(8)
_cell_angle_alpha                74.415(3)
_cell_angle_beta                 78.609(3)
_cell_angle_gamma                79.231(3)
_cell_volume                     1780.34(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9889
_cell_measurement_theta_min      3.1950
_cell_measurement_theta_max      66.8240
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             724

_exptl_absorpt_coefficient_mu    1.148
_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  0.83
_exptl_absorpt_correction_T_max  0.94

_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            31225
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_theta_min         3.94
_diffrn_reflns_theta_max         66.97
_diffrn_reflns_theta_full        66.97
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_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             6274
_reflns_number_gt                5350
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0971
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_number_reflns         6274
_refine_ls_number_parameters     452
_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)+(0.0470P)²+0.6378P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.299
_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 0.54996(17) 0.61792(17) 0.57568(13) 0.0171(4) Uani d . . . 1 . .
C C1 0.36549(15) 0.77700(14) 0.56821(11) 0.0162(3) Uani d . . . 1 . .
P P1 0.40599(4) 0.72034(4) 0.69080(3) 0.01432(11) Uani d . . . 1 . .
C C2 0.44886(15) 0.71113(14) 0.51671(11) 0.0167(3) Uani d . . . 1 . .
H H2 0.4487 0.7186 0.45 0.02 Uiso calc U . R 1 . .
C C3 0.57189(15) 0.70121(14) 0.64907(11) 0.0165(3) Uani d . . . 1 . .
H H3 0.5987 0.7785 0.6097 0.02 Uiso calc U . R 1 . .
C C4 0.65741(16) 0.64067(16) 0.72326(13) 0.0230(4) Uani d . . . 1 . .
H H4A 0.6291 0.5658 0.7619 0.034 Uiso calc U . R 1 . .
H H4B 0.6561 0.6931 0.7657 0.034 Uiso calc U . R 1 . .
H H4C 0.742 0.6241 0.6899 0.034 Uiso calc U . R 1 . .
C C5 0.40371(15) 0.55785(14) 0.72630(12) 0.0164(3) Uani d . . . 1 . .
C C6 0.47967(15) 0.51650(15) 0.65535(12) 0.0175(3) Uani d . . . 1 . .
H H6 0.4913 0.4357 0.6519 0.021 Uiso calc U . R 1 . .
C C11 0.32651(15) 0.78633(14) 0.79126(11) 0.0151(3) Uani d . . . 1 . .
C C12 0.39386(15) 0.84954(14) 0.83106(12) 0.0164(3) Uani d . . . 1 . .
C C13 0.36788(15) 0.83903(15) 0.93071(12) 0.0183(3) Uani d . . . 1 . .
H H13 0.4196 0.8713 0.959 0.022 Uiso calc U . R 1 . .
C C14 0.27129(15) 0.78445(14) 0.99072(12) 0.0175(3) Uani d . . . 1 . .
C C15 0.19170(15) 0.74807(14) 0.94563(12) 0.0170(3) Uani d . . . 1 . .
H H15 0.1168 0.7234 0.9833 0.02 Uiso calc U . R 1 . .
C C16 0.21479(15) 0.74548(14) 0.84835(11) 0.0154(3) Uani d . . . 1 . .
C C17 0.47374(16) 0.95009(15) 0.77580(12) 0.0191(4) Uani d . . . 1 . .
C C18 0.39251(18) 1.06489(16) 0.79725(13) 0.0267(4) Uani d . . . 1 . .
H H18A 0.4359 1.1335 0.7648 0.04 Uiso calc U . R 1 . .
H H18B 0.3766 1.058 0.8671 0.04 Uiso calc U . R 1 . .
H H18C 0.3137 1.0757 0.7734 0.04 Uiso calc U . R 1 . .
C C19 0.59617(17) 0.93521(17) 0.81460(14) 0.0278(4) Uani d . . . 1 . .
H H19A 0.6482 0.8619 0.8031 0.042 Uiso calc U . R 1 . .
H H19B 0.5787 0.9306 0.8842 0.042 Uiso calc U . R 1 . .
H H19C 0.6397 1.0036 0.7813 0.042 Uiso calc U . R 1 . .
C C20 0.50498(16) 0.97263(15) 0.66551(12) 0.0210(4) Uani d . . . 1 . .
H H20A 0.4372 0.9547 0.6401 0.032 Uiso calc U . R 1 . .
H H20B 0.5816 0.9213 0.6481 0.032 Uiso calc U . R 1 . .
H H20C 0.5161 1.0562 0.6378 0.032 Uiso calc U . R 1 . .
C C21 0.24529(16) 0.77816(16) 1.09929(12) 0.0216(4) Uani d . . . 1 . .
C C22 0.36693(18) 0.75300(19) 1.14067(13) 0.0299(4) Uani d . . . 1 . .
H H22A 0.4145 0.6784 1.1281 0.045 Uiso calc U . R 1 . .
H H22B 0.3485 0.7462 1.2105 0.045 Uiso calc U . R 1 . .
H H22C 0.4155 0.8184 1.1098 0.045 Uiso calc U . R 1 . .
C C23 0.1747(2) 0.8987(2) 1.11417(15) 0.0385(5) Uani d . . . 1 . .
H H23A 0.2256 0.9616 1.0808 0.058 Uiso calc U . R 1 . .
H H23B 0.1565 0.8961 1.1834 0.058 Uiso calc U . R 1 . .
H H23C 0.097 0.9152 1.0878 0.058 Uiso calc U . R 1 . .
C C24 0.1672(2) 0.6801(2) 1.15523(13) 0.0360(5) Uani d . . . 1 . .
H H24A 0.0844 0.7003 1.1367 0.054 Uiso calc U . R 1 . .
H H24B 0.1604 0.6727 1.2248 0.054 Uiso calc U . R 1 . .
H H24C 0.207 0.6043 1.14 0.054 Uiso calc U . R 1 . .
C C25 0.10283(15) 0.71398(14) 0.81447(12) 0.0171(3) Uani d . . . 1 . .
C C26 0.00505(16) 0.82654(16) 0.81066(13) 0.0222(4) Uani d . . . 1 . .
H H26A 0.0381 0.8938 0.7627 0.033 Uiso calc U . R 1 . .
H H26B -0.0148 0.8447 0.8744 0.033 Uiso calc U . R 1 . .
H H26C -0.0702 0.8124 0.7925 0.033 Uiso calc U . R 1 . .
C C27 0.04649(16) 0.60871(15) 0.88735(12) 0.0209(4) Uani d . . . 1 . .
H H27A -0.0176 0.5868 0.8604 0.031 Uiso calc U . R 1 . .
H H27B 0.0096 0.6319 0.9478 0.031 Uiso calc U . R 1 . .
H H27C 0.1116 0.5405 0.9001 0.031 Uiso calc U . R 1 . .
C C28 0.12443(15) 0.68729(15) 0.71476(12) 0.0189(3) Uani d . . . 1 . .
H H28A 0.046 0.6752 0.7002 0.028 Uiso calc U . R 1 . .
H H28B 0.1847 0.6151 0.7143 0.028 Uiso calc U . R 1 . .
H H28C 0.1563 0.7544 0.6658 0.028 Uiso calc U . R 1 . .
C C31 0.27197(14) 0.87853(14) 0.53169(11) 0.0165(3) Uani d . . . 1 . .
C C32 0.22462(15) 0.97075(15) 0.57765(12) 0.0203(4) Uani d . . . 1 . .
H H32 0.2449 0.9652 0.6393 0.024 Uiso calc U . R 1 . .
C C33 0.14832(16) 1.07062(16) 0.53516(13) 0.0242(4) Uani d . . . 1 . .
H H33 0.1183 1.1331 0.5673 0.029 Uiso calc U . R 1 . .
C C34 0.11592(16) 1.07945(16) 0.44601(13) 0.0251(4) Uani d . . . 1 . .
H H34 0.0653 1.1484 0.416 0.03 Uiso calc U . R 1 . .
C C35 0.15827(15) 0.98631(16) 0.40112(13) 0.0232(4) Uani d . . . 1 . .
H H35 0.1345 0.9907 0.3408 0.028 Uiso calc U . R 1 . .
C C36 0.23468(15) 0.88706(15) 0.44309(12) 0.0187(3) Uani d . . . 1 . .
H H36 0.2623 0.8238 0.4115 0.022 Uiso calc U . R 1 . .
C C41 0.35085(15) 0.48291(14) 0.81954(12) 0.0176(3) Uani d . . . 1 . .
C C42 0.37029(15) 0.49679(15) 0.90760(12) 0.0201(4) Uani d . . . 1 . .
H H42 0.41 0.5611 0.9087 0.024 Uiso calc U . R 1 . .
C C43 0.33213(16) 0.41757(17) 0.99364(13) 0.0257(4) Uani d . . . 1 . .
H H43 0.346 0.4279 1.0531 0.031 Uiso calc U . R 1 . .
C C44 0.27386(17) 0.32349(16) 0.99328(14) 0.0292(4) Uani d . . . 1 . .
H H44 0.2476 0.2696 1.0523 0.035 Uiso calc U . R 1 . .
C C45 0.25412(17) 0.30841(16) 0.90657(14) 0.0270(4) Uani d . . . 1 . .
H H45 0.214 0.2441 0.9061 0.032 Uiso calc U . R 1 . .
C C46 0.29272(16) 0.38700(15) 0.82015(13) 0.0216(4) Uani d . . . 1 . .
H H46 0.2795 0.3755 0.7609 0.026 Uiso calc U . R 1 . .
C C51 0.68210(15) 0.57863(15) 0.51297(11) 0.0167(3) Uani d . . . 1 . .
C C52 0.73574(15) 0.65910(15) 0.43371(12) 0.0190(4) Uani d . . . 1 . .
F F52 0.67589(9) 0.77103(9) 0.40636(7) 0.0268(2) Uani d . . . 1 . .
C C53 0.84970(16) 0.63402(16) 0.37950(12) 0.0209(4) Uani d . . . 1 . .
F F53 0.89539(9) 0.71760(10) 0.30372(7) 0.0307(3) Uani d . . . 1 . .
C C54 0.91725(15) 0.52289(16) 0.40311(13) 0.0209(4) Uani d . . . 1 . .
F F54 1.02861(9) 0.49640(10) 0.35156(8) 0.0287(2) Uani d . . . 1 . .
C C55 0.87008(15) 0.43945(15) 0.48170(13) 0.0198(4) Uani d . . . 1 . .
F F55 0.93646(9) 0.33112(9) 0.50747(8) 0.0289(2) Uani d . . . 1 . .
C C56 0.75579(15) 0.46929(15) 0.53449(11) 0.0175(3) Uani d . . . 1 . .
F F56 0.71860(9) 0.38364(8) 0.61315(7) 0.0233(2) 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 C2 . 1.618(2) ?
B1 C6 . 1.621(2) ?
B1 C51 . 1.627(2) ?
B1 C3 . 1.707(2) ?
C1 C2 . 1.338(2) ?
C1 C31 . 1.485(2) ?
C1 P1 . 1.8412(16) ?
P1 C3 . 1.8165(16) ?
P1 C11 . 1.8336(16) ?
P1 C5 . 1.8473(17) ?
C2 H2 . 0.95 ?
C3 C4 . 1.521(2) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.337(2) ?
C5 C41 . 1.483(2) ?
C6 H6 . 0.95 ?
C11 C12 . 1.436(2) ?
C11 C16 . 1.437(2) ?
C12 C13 . 1.396(2) ?
C12 C17 . 1.561(2) ?
C13 C14 . 1.384(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.385(2) ?
C14 C21 . 1.531(2) ?
C15 C16 . 1.394(2) ?
C15 H15 . 0.95 ?
C16 C25 . 1.563(2) ?
C17 C20 . 1.532(2) ?
C17 C19 . 1.538(2) ?
C17 C18 . 1.549(2) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C24 . 1.530(3) ?
C21 C22 . 1.535(2) ?
C21 C23 . 1.536(3) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.529(2) ?
C25 C27 . 1.541(2) ?
C25 C26 . 1.546(2) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C32 . 1.393(2) ?
C31 C36 . 1.402(2) ?
C32 C33 . 1.389(2) ?
C32 H32 . 0.95 ?
C33 C34 . 1.385(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.386(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.383(2) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?
C41 C42 . 1.395(2) ?
C41 C46 . 1.400(2) ?
C42 C43 . 1.388(2) ?
C42 H42 . 0.95 ?
C43 C44 . 1.386(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.383(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.389(2) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 C56 . 1.385(2) ?
C51 C52 . 1.391(2) ?
C52 F52 . 1.3544(19) ?
C52 C53 . 1.380(2) ?
C53 F53 . 1.3507(19) ?
C53 C54 . 1.374(3) ?
C54 F54 . 1.3444(19) ?
C54 C55 . 1.378(2) ?
C55 F55 . 1.3469(19) ?
C55 C56 . 1.386(2) ?
C56 F56 . 1.3586(19) ?

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
C2 B1 C6 . . 108.74(13) ?
C2 B1 C51 . . 116.84(14) ?
C6 B1 C51 . . 119.19(14) ?
C2 B1 C3 . . 99.53(13) ?
C6 B1 C3 . . 99.80(13) ?
C51 B1 C3 . . 109.49(13) ?
C2 C1 C31 . . 127.51(15) ?
C2 C1 P1 . . 103.06(12) ?
C31 C1 P1 . . 129.18(12) ?
C3 P1 C11 . . 126.13(7) ?
C3 P1 C1 . . 94.25(7) ?
C11 P1 C1 . . 122.03(7) ?
C3 P1 C5 . . 91.97(7) ?
C11 P1 C5 . . 109.66(7) ?
C1 P1 C5 . . 108.09(7) ?
C1 C2 B1 . . 115.50(14) ?
C1 C2 H2 . . 122.2 ?
B1 C2 H2 . . 122.2 ?
C4 C3 B1 . . 116.45(14) ?
C4 C3 P1 . . 118.19(12) ?
B1 C3 P1 . . 89.17(10) ?
C4 C3 H3 . . 110.5 ?
B1 C3 H3 . . 110.5 ?
P1 C3 H3 . . 110.5 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C41 . . 125.02(15) ?
C6 C5 P1 . . 104.85(12) ?
C41 C5 P1 . . 129.24(12) ?
C5 C6 B1 . . 113.34(14) ?
C5 C6 H6 . . 123.3 ?
B1 C6 H6 . . 123.3 ?
C12 C11 C16 . . 118.27(14) ?
C12 C11 P1 . . 118.98(12) ?
C16 C11 P1 . . 119.97(12) ?
C13 C12 C11 . . 117.44(14) ?
C13 C12 C17 . . 113.34(14) ?
C11 C12 C17 . . 127.94(14) ?
C14 C13 C12 . . 123.88(15) ?
C14 C13 H13 . . 118.1 ?
C12 C13 H13 . . 118.1 ?
C13 C14 C15 . . 116.19(15) ?
C13 C14 C21 . . 121.60(15) ?
C15 C14 C21 . . 121.82(15) ?
C14 C15 C16 . . 123.99(15) ?
C14 C15 H15 . . 118.0 ?
C16 C15 H15 . . 118.0 ?
C15 C16 C11 . . 117.61(15) ?
C15 C16 C25 . . 112.82(14) ?
C11 C16 C25 . . 128.97(14) ?
C20 C17 C19 . . 107.24(14) ?
C20 C17 C18 . . 106.26(14) ?
C19 C17 C18 . . 108.21(14) ?
C20 C17 C12 . . 118.14(14) ?
C19 C17 C12 . . 112.58(14) ?
C18 C17 C12 . . 103.84(13) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C24 C21 C14 . . 111.84(14) ?
C24 C21 C22 . . 107.96(15) ?
C14 C21 C22 . . 110.61(14) ?
C24 C21 C23 . . 108.96(17) ?
C14 C21 C23 . . 108.28(14) ?
C22 C21 C23 . . 109.15(16) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C27 . . 107.08(13) ?
C28 C25 C26 . . 106.66(13) ?
C27 C25 C26 . . 108.33(13) ?
C28 C25 C16 . . 117.60(13) ?
C27 C25 C16 . . 112.18(13) ?
C26 C25 C16 . . 104.52(13) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C32 C31 C36 . . 117.62(15) ?
C32 C31 C1 . . 123.47(15) ?
C36 C31 C1 . . 118.78(15) ?
C33 C32 C31 . . 121.37(16) ?
C33 C32 H32 . . 119.3 ?
C31 C32 H32 . . 119.3 ?
C34 C33 C32 . . 120.19(17) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.13(16) ?
C33 C34 H34 . . 120.4 ?
C35 C34 H34 . . 120.4 ?
C36 C35 C34 . . 120.76(16) ?
C36 C35 H35 . . 119.6 ?
C34 C35 H35 . . 119.6 ?
C35 C36 C31 . . 120.85(16) ?
C35 C36 H36 . . 119.6 ?
C31 C36 H36 . . 119.6 ?
C42 C41 C46 . . 118.42(15) ?
C42 C41 C5 . . 121.31(15) ?
C46 C41 C5 . . 119.83(15) ?
C43 C42 C41 . . 120.61(17) ?
C43 C42 H42 . . 119.7 ?
C41 C42 H42 . . 119.7 ?
C44 C43 C42 . . 120.38(17) ?
C44 C43 H43 . . 119.8 ?
C42 C43 H43 . . 119.8 ?
C45 C44 C43 . . 119.70(16) ?
C45 C44 H44 . . 120.1 ?
C43 C44 H44 . . 120.1 ?
C44 C45 C46 . . 120.20(17) ?
C44 C45 H45 . . 119.9 ?
C46 C45 H45 . . 119.9 ?
C45 C46 C41 . . 120.68(17) ?
C45 C46 H46 . . 119.7 ?
C41 C46 H46 . . 119.7 ?
C56 C51 C52 . . 113.29(15) ?
C56 C51 B1 . . 125.55(15) ?
C52 C51 B1 . . 121.02(14) ?
F52 C52 C53 . . 115.82(15) ?
F52 C52 C51 . . 119.76(14) ?
C53 C52 C51 . . 124.42(16) ?
F53 C53 C54 . . 119.78(15) ?
F53 C53 C52 . . 120.66(15) ?
C54 C53 C52 . . 119.56(15) ?
F54 C54 C53 . . 120.67(15) ?
F54 C54 C55 . . 120.38(16) ?
C53 C54 C55 . . 118.94(15) ?
F55 C55 C54 . . 119.77(15) ?
F55 C55 C56 . . 120.87(15) ?
C54 C55 C56 . . 119.35(15) ?
F56 C56 C51 . . 120.04(14) ?
F56 C56 C55 . . 115.53(14) ?
C51 C56 C55 . . 124.42(15) ?

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
C2 C1 P1 C3 . . . . 37.96(12) ?
C31 C1 P1 C3 . . . . -136.63(15) ?
C2 C1 P1 C11 . . . . 176.03(10) ?
C31 C1 P1 C11 . . . . 1.44(18) ?
C2 C1 P1 C5 . . . . -55.51(12) ?
C31 C1 P1 C5 . . . . 129.90(14) ?
C31 C1 C2 B1 . . . . 172.22(15) ?
P1 C1 C2 B1 . . . . -2.49(16) ?
C6 B1 C2 C1 . . . . 66.75(18) ?
C51 B1 C2 C1 . . . . -154.75(15) ?
C3 B1 C2 C1 . . . . -37.10(18) ?
C2 B1 C3 C4 . . . . 176.09(14) ?
C6 B1 C3 C4 . . . . 65.01(17) ?
C51 B1 C3 C4 . . . . -60.88(18) ?
C2 B1 C3 P1 . . . . 54.72(11) ?
C6 B1 C3 P1 . . . . -56.36(11) ?
C51 B1 C3 P1 . . . . 177.75(12) ?
C11 P1 C3 C4 . . . . 51.19(16) ?
C1 P1 C3 C4 . . . . -173.35(13) ?
C5 P1 C3 C4 . . . . -65.05(13) ?
C11 P1 C3 B1 . . . . 171.04(9) ?
C1 P1 C3 B1 . . . . -53.50(10) ?
C5 P1 C3 B1 . . . . 54.80(10) ?
C3 P1 C5 C6 . . . . -40.75(12) ?
C11 P1 C5 C6 . . . . -170.46(11) ?
C1 P1 C5 C6 . . . . 54.37(13) ?
C3 P1 C5 C41 . . . . 128.68(15) ?
C11 P1 C5 C41 . . . . -1.03(17) ?
C1 P1 C5 C41 . . . . -136.20(14) ?
C41 C5 C6 B1 . . . . -164.83(15) ?
P1 C5 C6 B1 . . . . 5.18(16) ?
C2 B1 C6 C5 . . . . -67.95(18) ?
C51 B1 C6 C5 . . . . 154.68(15) ?
C3 B1 C6 C5 . . . . 35.70(17) ?
C3 P1 C11 C12 . . . . 12.56(16) ?
C1 P1 C11 C12 . . . . -111.84(13) ?
C5 P1 C11 C12 . . . . 120.39(13) ?
C3 P1 C11 C16 . . . . -148.22(12) ?
C1 P1 C11 C16 . . . . 87.37(14) ?
C5 P1 C11 C16 . . . . -40.40(15) ?
C16 C11 C12 C13 . . . . 17.5(2) ?
P1 C11 C12 C13 . . . . -143.60(13) ?
C16 C11 C12 C17 . . . . -148.66(16) ?
P1 C11 C12 C17 . . . . 50.2(2) ?
C11 C12 C13 C14 . . . . -8.5(2) ?
C17 C12 C13 C14 . . . . 159.64(15) ?
C12 C13 C14 C15 . . . . -5.5(2) ?
C12 C13 C14 C21 . . . . -178.52(15) ?
C13 C14 C15 C16 . . . . 10.9(2) ?
C21 C14 C15 C16 . . . . -176.08(15) ?
C14 C15 C16 C11 . . . . -1.8(2) ?
C14 C15 C16 C25 . . . . -173.71(15) ?
C12 C11 C16 C15 . . . . -12.7(2) ?
P1 C11 C16 C15 . . . . 148.23(12) ?
C12 C11 C16 C25 . . . . 157.70(15) ?
P1 C11 C16 C25 . . . . -41.4(2) ?
C13 C12 C17 C20 . . . . -178.20(15) ?
C11 C12 C17 C20 . . . . -11.6(2) ?
C13 C12 C17 C19 . . . . 55.90(19) ?
C11 C12 C17 C19 . . . . -137.45(17) ?
C13 C12 C17 C18 . . . . -60.90(17) ?
C11 C12 C17 C18 . . . . 105.74(18) ?
C13 C14 C21 C24 . . . . -160.19(17) ?
C15 C14 C21 C24 . . . . 27.2(2) ?
C13 C14 C21 C22 . . . . -39.8(2) ?
C15 C14 C21 C22 . . . . 147.56(16) ?
C13 C14 C21 C23 . . . . 79.7(2) ?
C15 C14 C21 C23 . . . . -92.88(19) ?
C15 C16 C25 C28 . . . . -169.66(14) ?
C11 C16 C25 C28 . . . . 19.6(2) ?
C15 C16 C25 C27 . . . . -44.83(19) ?
C11 C16 C25 C27 . . . . 144.40(16) ?
C15 C16 C25 C26 . . . . 72.33(16) ?
C11 C16 C25 C26 . . . . -98.43(19) ?
C2 C1 C31 C32 . . . . -152.88(17) ?
P1 C1 C31 C32 . . . . 20.5(2) ?
C2 C1 C31 C36 . . . . 22.8(2) ?
P1 C1 C31 C36 . . . . -163.86(13) ?
C36 C31 C32 C33 . . . . -3.3(2) ?
C1 C31 C32 C33 . . . . 172.45(15) ?
C31 C32 C33 C34 . . . . 1.1(3) ?
C32 C33 C34 C35 . . . . 1.5(3) ?
C33 C34 C35 C36 . . . . -1.8(3) ?
C34 C35 C36 C31 . . . . -0.5(3) ?
C32 C31 C36 C35 . . . . 3.0(2) ?
C1 C31 C36 C35 . . . . -172.96(15) ?
C6 C5 C41 C42 . . . . 122.35(19) ?
P1 C5 C41 C42 . . . . -45.1(2) ?
C6 C5 C41 C46 . . . . -50.0(2) ?
P1 C5 C41 C46 . . . . 142.52(14) ?
C46 C41 C42 C43 . . . . -0.4(2) ?
C5 C41 C42 C43 . . . . -172.79(15) ?
C41 C42 C43 C44 . . . . -0.1(3) ?
C42 C43 C44 C45 . . . . 0.2(3) ?
C43 C44 C45 C46 . . . . 0.1(3) ?
C44 C45 C46 C41 . . . . -0.6(3) ?
C42 C41 C46 C45 . . . . 0.7(2) ?
C5 C41 C46 C45 . . . . 173.27(15) ?
C2 B1 C51 C56 . . . . -149.08(16) ?
C6 B1 C51 C56 . . . . -15.0(2) ?
C3 B1 C51 C56 . . . . 98.83(18) ?
C2 B1 C51 C52 . . . . 35.5(2) ?
C6 B1 C51 C52 . . . . 169.55(15) ?
C3 B1 C51 C52 . . . . -76.58(18) ?
C56 C51 C52 F52 . . . . -177.78(14) ?
B1 C51 C52 F52 . . . . -1.8(2) ?
C56 C51 C52 C53 . . . . 1.2(2) ?
B1 C51 C52 C53 . . . . 177.18(16) ?
F52 C52 C53 F53 . . . . -0.7(2) ?
C51 C52 C53 F53 . . . . -179.72(15) ?
F52 C52 C53 C54 . . . . 179.24(14) ?
C51 C52 C53 C54 . . . . 0.2(3) ?
F53 C53 C54 F54 . . . . 0.1(2) ?
C52 C53 C54 F54 . . . . -179.84(15) ?
F53 C53 C54 C55 . . . . 178.87(15) ?
C52 C53 C54 C55 . . . . -1.0(2) ?
F54 C54 C55 F55 . . . . 0.6(2) ?
C53 C54 C55 F55 . . . . -178.24(15) ?
F54 C54 C55 C56 . . . . 179.19(14) ?
C53 C54 C55 C56 . . . . 0.4(2) ?
C52 C51 C56 F56 . . . . 176.53(14) ?
B1 C51 C56 F56 . . . . 0.8(2) ?
C52 C51 C56 C55 . . . . -1.9(2) ?
B1 C51 C56 C55 . . . . -177.67(15) ?
F55 C55 C56 F56 . . . . 1.3(2) ?
C54 C55 C56 F56 . . . . -177.31(14) ?
F55 C55 C56 C51 . . . . 179.82(14) ?
C54 C55 C56 C51 . . . . 1.2(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_erk8018
_database_code_depnum_ccdc_archive 'CCDC 1812026'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H31 B F5 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         468.28

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.4707(4)
_cell_length_b                   11.7399(4)
_cell_length_c                   16.9189(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.647(2)
_cell_angle_gamma                90
_cell_volume                     2434.36(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9224
_cell_measurement_theta_min      4.6107
_cell_measurement_theta_max      67.5182
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984

_exptl_absorpt_coefficient_mu    1.426
_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  0.85

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

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            39734
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_theta_min         4.07
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_full        66.59
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             4295
_reflns_number_gt                3546
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1010
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_number_reflns         4295
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_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+0.7056P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.303
_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 V8.34A (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-2014/7 (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
B B1 0.64178(17) 0.45429(18) 0.24722(13) 0.0225(4) Uani d . . . 1 . .
H H1A 0.6859(17) 0.4329(18) 0.3070(13) 0.033(6) Uiso d . . . 1 . .
H H1B 0.6807(17) 0.4240(19) 0.1998(13) 0.035(6) Uiso d . . . 1 . .
C C1 0.55376(15) 0.20812(15) 0.23222(11) 0.0214(4) Uani d . . . 1 . .
H H1 0.5144 0.1516 0.2552 0.026 Uiso calc U . R 1 . .
P P1 0.51382(4) 0.35611(4) 0.23686(3) 0.01738(13) Uani d . . . 1 . .
C C2 0.63547(16) 0.17660(17) 0.19803(11) 0.0261(4) Uani d . . . 1 . .
H H2A 0.6756 0.2321 0.1748 0.031 Uiso calc U . R 1 . .
H H2B 0.6544 0.0983 0.1966 0.031 Uiso calc U . R 1 . .
C C3 0.42310(15) 0.36360(16) 0.14038(11) 0.0237(4) Uani d . . . 1 . .
H H3 0.3552 0.3248 0.1341 0.028 Uiso calc U . R 1 . .
C C4 0.44596(17) 0.41952(18) 0.07890(12) 0.0310(5) Uani d . . . 1 . .
H H4A 0.5133 0.4591 0.0835 0.037 Uiso calc U . R 1 . .
H H4B 0.3953 0.4206 0.0295 0.037 Uiso calc U . R 1 . .
C C11 0.43032(14) 0.36325(15) 0.31494(10) 0.0177(4) Uani d . . . 1 . .
C C12 0.46349(14) 0.30065(15) 0.38693(10) 0.0201(4) Uani d . . . 1 . .
C C13 0.39139(15) 0.29124(16) 0.44007(11) 0.0219(4) Uani d . . . 1 . .
H H13 0.4127 0.2474 0.4876 0.026 Uiso calc U . R 1 . .
C C14 0.28960(15) 0.34306(16) 0.42679(11) 0.0223(4) Uani d . . . 1 . .
C C15 0.26339(15) 0.41257(15) 0.35980(11) 0.0209(4) Uani d . . . 1 . .
H H15 0.1959 0.4523 0.3515 0.025 Uiso calc U . R 1 . .
C C16 0.33199(14) 0.42660(15) 0.30414(10) 0.0182(4) Uani d . . . 1 . .
C C17 0.57859(14) 0.25315(16) 0.41450(11) 0.0229(4) Uani d . . . 1 . .
H H17 0.6186 0.2609 0.3687 0.027 Uiso calc U . R 1 . .
C C18 0.57986(16) 0.12723(18) 0.43786(13) 0.0321(5) Uani d . . . 1 . .
H H18A 0.5425 0.1174 0.4835 0.048 Uiso calc U . R 1 . .
H H18B 0.6555 0.1011 0.4529 0.048 Uiso calc U . R 1 . .
H H18C 0.5424 0.0825 0.3921 0.048 Uiso calc U . R 1 . .
C C19 0.63812(16) 0.32579(19) 0.48420(12) 0.0320(5) Uani d . . . 1 . .
H H19A 0.6372 0.4058 0.4675 0.048 Uiso calc U . R 1 . .
H H19B 0.7138 0.2997 0.4993 0.048 Uiso calc U . R 1 . .
H H19C 0.6014 0.3184 0.5304 0.048 Uiso calc U . R 1 . .
C C20 0.21242(16) 0.32203(17) 0.48515(12) 0.0279(4) Uani d . . . 1 . .
H H20 0.2579 0.3168 0.5403 0.034 Uiso calc U . R 1 . .
C C21 0.15626(19) 0.20665(19) 0.46648(15) 0.0408(6) Uani d . . . 1 . .
H H21A 0.1136 0.2076 0.4117 0.061 Uiso calc U . R 1 . .
H H21B 0.1077 0.1921 0.5048 0.061 Uiso calc U . R 1 . .
H H21C 0.2115 0.1465 0.471 0.061 Uiso calc U . R 1 . .
C C22 0.12921(17) 0.41647(19) 0.48699(13) 0.0349(5) Uani d . . . 1 . .
H H22A 0.1672 0.4892 0.499 0.052 Uiso calc U . R 1 . .
H H22B 0.0863 0.3998 0.5286 0.052 Uiso calc U . R 1 . .
H H22C 0.0805 0.4212 0.4345 0.052 Uiso calc U . R 1 . .
C C23 0.29886(15) 0.51606(15) 0.23876(11) 0.0210(4) Uani d . . . 1 . .
H H23 0.3593 0.5229 0.2076 0.025 Uiso calc U . R 1 . .
C C24 0.19498(15) 0.48354(18) 0.17992(11) 0.0281(4) Uani d . . . 1 . .
H H24A 0.2048 0.4089 0.1563 0.042 Uiso calc U . R 1 . .
H H24B 0.18 0.5407 0.1371 0.042 Uiso calc U . R 1 . .
H H24C 0.1336 0.4802 0.2086 0.042 Uiso calc U . R 1 . .
C C25 0.28336(16) 0.63289(16) 0.27573(12) 0.0272(4) Uani d . . . 1 . .
H H25A 0.2205 0.6301 0.3029 0.041 Uiso calc U . R 1 . .
H H25B 0.2707 0.6906 0.2332 0.041 Uiso calc U . R 1 . .
H H25C 0.349 0.6526 0.3148 0.041 Uiso calc U . R 1 . .
C C31 0.61084(14) 0.58771(15) 0.24119(11) 0.0197(4) Uani d . . . 1 . .
C C32 0.62645(15) 0.65556(16) 0.17688(11) 0.0225(4) Uani d . . . 1 . .
F F32 0.66358(9) 0.60873(10) 0.11414(6) 0.0307(3) Uani d . . . 1 . .
C C33 0.60683(15) 0.77158(16) 0.17225(11) 0.0246(4) Uani d . . . 1 . .
F F33 0.62264(9) 0.83120(10) 0.10766(7) 0.0333(3) Uani d . . . 1 . .
C C34 0.57099(15) 0.82502(15) 0.23460(12) 0.0251(4) Uani d . . . 1 . .
F F34 0.54992(9) 0.93744(9) 0.23135(7) 0.0352(3) Uani d . . . 1 . .
C C35 0.55611(15) 0.76287(16) 0.30070(11) 0.0236(4) Uani d . . . 1 . .
F F35 0.52246(10) 0.81543(9) 0.36244(7) 0.0324(3) Uani d . . . 1 . .
C C36 0.57573(14) 0.64704(16) 0.30252(11) 0.0210(4) Uani d . . . 1 . .
F F36 0.55970(9) 0.59048(9) 0.36896(6) 0.0258(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 C31 . 1.612(3) ?
B1 P1 . 1.950(2) ?
B1 H1A . 1.09(2) ?
B1 H1B . 1.07(2) ?
C1 C2 . 1.314(3) ?
C1 P1 . 1.8131(18) ?
C1 H1 . 0.95 ?
P1 C3 . 1.8083(18) ?
P1 C11 . 1.8289(18) ?
C2 H2A . 0.95 ?
C2 H2B . 0.95 ?
C3 C4 . 1.305(3) ?
C3 H3 . 0.95 ?
C4 H4A . 0.95 ?
C4 H4B . 0.95 ?
C11 C16 . 1.417(2) ?
C11 C12 . 1.417(2) ?
C12 C13 . 1.388(2) ?
C12 C17 . 1.530(2) ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.386(3) ?
C14 C20 . 1.521(3) ?
C15 C16 . 1.394(2) ?
C15 H15 . 0.95 ?
C16 C23 . 1.526(2) ?
C17 C18 . 1.530(3) ?
C17 C19 . 1.532(3) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C22 . 1.523(3) ?
C20 C21 . 1.531(3) ?
C20 H20 . 1.0 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 C24 . 1.529(3) ?
C23 C25 . 1.535(3) ?
C23 H23 . 1.0 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C31 C36 . 1.386(3) ?
C31 C32 . 1.391(3) ?
C32 F32 . 1.351(2) ?
C32 C33 . 1.383(3) ?
C33 F33 . 1.343(2) ?
C33 C34 . 1.371(3) ?
C34 F34 . 1.345(2) ?
C34 C35 . 1.376(3) ?
C35 F35 . 1.345(2) ?
C35 C36 . 1.381(3) ?
C36 F36 . 1.352(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
C31 B1 P1 . . 112.73(13) ?
C31 B1 H1A . . 110.9(11) ?
P1 B1 H1A . . 102.3(11) ?
C31 B1 H1B . . 114.3(12) ?
P1 B1 H1B . . 102.3(12) ?
H1A B1 H1B . . 113.4(16) ?
C2 C1 P1 . . 122.03(15) ?
C2 C1 H1 . . 119.0 ?
P1 C1 H1 . . 119.0 ?
C3 P1 C1 . . 97.96(8) ?
C3 P1 C11 . . 107.76(8) ?
C1 P1 C11 . . 105.83(8) ?
C3 P1 B1 . . 114.67(9) ?
C1 P1 B1 . . 110.09(9) ?
C11 P1 B1 . . 118.28(8) ?
C1 C2 H2A . . 120.0 ?
C1 C2 H2B . . 120.0 ?
H2A C2 H2B . . 120.0 ?
C4 C3 P1 . . 123.47(16) ?
C4 C3 H3 . . 118.3 ?
P1 C3 H3 . . 118.3 ?
C3 C4 H4A . . 120.0 ?
C3 C4 H4B . . 120.0 ?
H4A C4 H4B . . 120.0 ?
C16 C11 C12 . . 119.43(16) ?
C16 C11 P1 . . 121.71(13) ?
C12 C11 P1 . . 118.83(13) ?
C13 C12 C11 . . 118.47(16) ?
C13 C12 C17 . . 117.18(15) ?
C11 C12 C17 . . 124.02(16) ?
C14 C13 C12 . . 122.86(16) ?
C14 C13 H13 . . 118.6 ?
C12 C13 H13 . . 118.6 ?
C15 C14 C13 . . 117.45(16) ?
C15 C14 C20 . . 123.00(17) ?
C13 C14 C20 . . 119.55(16) ?
C14 C15 C16 . . 122.72(17) ?
C14 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.6 ?
C15 C16 C11 . . 118.38(16) ?
C15 C16 C23 . . 116.95(15) ?
C11 C16 C23 . . 124.52(15) ?
C18 C17 C12 . . 113.29(15) ?
C18 C17 C19 . . 111.02(16) ?
C12 C17 C19 . . 109.02(16) ?
C18 C17 H17 . . 107.8 ?
C12 C17 H17 . . 107.8 ?
C19 C17 H17 . . 107.8 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C14 C20 C22 . . 114.23(16) ?
C14 C20 C21 . . 109.27(16) ?
C22 C20 C21 . . 111.15(17) ?
C14 C20 H20 . . 107.3 ?
C22 C20 H20 . . 107.3 ?
C21 C20 H20 . . 107.3 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C16 C23 C24 . . 112.55(15) ?
C16 C23 C25 . . 110.93(15) ?
C24 C23 C25 . . 109.46(15) ?
C16 C23 H23 . . 107.9 ?
C24 C23 H23 . . 107.9 ?
C25 C23 H23 . . 107.9 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C36 C31 C32 . . 114.02(16) ?
C36 C31 B1 . . 123.09(16) ?
C32 C31 B1 . . 122.66(16) ?
F32 C32 C33 . . 116.03(16) ?
F32 C32 C31 . . 119.96(16) ?
C33 C32 C31 . . 124.01(17) ?
F33 C33 C34 . . 120.35(17) ?
F33 C33 C32 . . 120.56(17) ?
C34 C33 C32 . . 119.09(17) ?
F34 C34 C33 . . 120.43(17) ?
F34 C34 C35 . . 119.93(17) ?
C33 C34 C35 . . 119.64(17) ?
F35 C35 C34 . . 119.73(17) ?
F35 C35 C36 . . 120.91(16) ?
C34 C35 C36 . . 119.36(17) ?
F36 C36 C35 . . 116.71(16) ?
F36 C36 C31 . . 119.42(16) ?
C35 C36 C31 . . 123.86(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
C2 C1 P1 C3 . . . . 86.55(18) ?
C2 C1 P1 C11 . . . . -162.35(16) ?
C2 C1 P1 B1 . . . . -33.45(19) ?
C1 P1 C3 C4 . . . . -108.99(18) ?
C11 P1 C3 C4 . . . . 141.49(17) ?
B1 P1 C3 C4 . . . . 7.5(2) ?
C3 P1 C11 C16 . . . . -32.34(16) ?
C1 P1 C11 C16 . . . . -136.35(14) ?
B1 P1 C11 C16 . . . . 99.73(15) ?
C3 P1 C11 C12 . . . . 145.62(14) ?
C1 P1 C11 C12 . . . . 41.61(16) ?
B1 P1 C11 C12 . . . . -82.31(16) ?
C16 C11 C12 C13 . . . . 8.4(2) ?
P1 C11 C12 C13 . . . . -169.62(13) ?
C16 C11 C12 C17 . . . . -164.74(16) ?
P1 C11 C12 C17 . . . . 17.3(2) ?
C11 C12 C13 C14 . . . . -1.8(3) ?
C17 C12 C13 C14 . . . . 171.77(17) ?
C12 C13 C14 C15 . . . . -4.2(3) ?
C12 C13 C14 C20 . . . . 175.90(17) ?
C13 C14 C15 C16 . . . . 3.7(3) ?
C20 C14 C15 C16 . . . . -176.39(17) ?
C14 C15 C16 C11 . . . . 2.8(3) ?
C14 C15 C16 C23 . . . . -173.13(16) ?
C12 C11 C16 C15 . . . . -8.8(2) ?
P1 C11 C16 C15 . . . . 169.12(13) ?
C12 C11 C16 C23 . . . . 166.73(16) ?
P1 C11 C16 C23 . . . . -15.3(2) ?
C13 C12 C17 C18 . . . . 56.8(2) ?
C11 C12 C17 C18 . . . . -130.02(18) ?
C13 C12 C17 C19 . . . . -67.4(2) ?
C11 C12 C17 C19 . . . . 105.8(2) ?
C15 C14 C20 C22 . . . . -24.8(3) ?
C13 C14 C20 C22 . . . . 155.12(18) ?
C15 C14 C20 C21 . . . . 100.4(2) ?
C13 C14 C20 C21 . . . . -79.7(2) ?
C15 C16 C23 C24 . . . . -67.5(2) ?
C11 C16 C23 C24 . . . . 116.91(19) ?
C15 C16 C23 C25 . . . . 55.6(2) ?
C11 C16 C23 C25 . . . . -120.06(18) ?
P1 B1 C31 C36 . . . . 74.0(2) ?
P1 B1 C31 C32 . . . . -111.94(17) ?
C36 C31 C32 F32 . . . . 178.12(15) ?
B1 C31 C32 F32 . . . . 3.6(3) ?
C36 C31 C32 C33 . . . . -1.4(3) ?
B1 C31 C32 C33 . . . . -175.99(17) ?
F32 C32 C33 F33 . . . . 1.2(3) ?
C31 C32 C33 F33 . . . . -179.21(16) ?
F32 C32 C33 C34 . . . . -178.78(16) ?
C31 C32 C33 C34 . . . . 0.8(3) ?
F33 C33 C34 F34 . . . . 0.8(3) ?
C32 C33 C34 F34 . . . . -179.16(16) ?
F33 C33 C34 C35 . . . . -179.43(16) ?
C32 C33 C34 C35 . . . . 0.6(3) ?
F34 C34 C35 F35 . . . . -1.2(3) ?
C33 C34 C35 F35 . . . . 179.04(16) ?
F34 C34 C35 C36 . . . . 178.58(16) ?
C33 C34 C35 C36 . . . . -1.1(3) ?
F35 C35 C36 F36 . . . . -0.2(3) ?
C34 C35 C36 F36 . . . . -179.98(16) ?
F35 C35 C36 C31 . . . . -179.76(16) ?
C34 C35 C36 C31 . . . . 0.4(3) ?
C32 C31 C36 F36 . . . . -178.77(15) ?
B1 C31 C36 F36 . . . . -4.2(3) ?
C32 C31 C36 C35 . . . . 0.8(3) ?
B1 C31 C36 C35 . . . . 175.35(17) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1 F34 1_545 0.95 2.60 3.178(2) 119.8 ?
C2 H2B F34 1_545 0.95 2.43 3.092(2) 126.8 ?
C4 H4A F32 . 0.95 2.55 3.472(2) 163.4 ?
C4 H4B F32 3_665 0.95 2.43 3.316(2) 155.0 ?

####################################################################### 
# 
# 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_erk8643
_database_code_depnum_ccdc_archive 'CCDC 1812024'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H39 B F5 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         644.48

_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                   10.1084(8)
_cell_length_b                   12.6426(9)
_cell_length_c                   13.2320(11)
_cell_angle_alpha                94.185(3)
_cell_angle_beta                 92.423(3)
_cell_angle_gamma                101.427(3)
_cell_volume                     1650.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6380
_cell_measurement_theta_min      2.5021
_cell_measurement_theta_max      25.3096
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.107
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             676

_exptl_absorpt_coefficient_mu    0.139
_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  0.77
_exptl_absorpt_correction_T_max  0.98

_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            27053
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_full        25.36
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_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             6033
_reflns_number_gt                4440
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1141
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_number_reflns         6033
_refine_ls_number_parameters     422
_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)+(0.0383P)²+1.1984P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.357
_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'

_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
P P1 0.54771(6) 0.64220(5) 0.27028(4) 0.01355(15) Uani d . . . 1 . .
C C1 0.6555(2) 0.68241(18) 0.16630(17) 0.0146(5) Uani d . . . 1 . .
C C2 0.7397(2) 0.61254(18) 0.16380(17) 0.0160(5) Uani d . . . 1 . .
H H2 0.8118 0.6169 0.1195 0.019 Uiso calc U . R 1 . .
C C3 0.5335(2) 0.49758(18) 0.23888(18) 0.0166(5) Uani d . . . 1 . .
H H3 0.4983 0.4564 0.2971 0.02 Uiso calc U . R 1 . .
C C4 0.4598(3) 0.4442(2) 0.14030(18) 0.0225(6) Uani d . . . 1 . .
H H4A 0.4888 0.4888 0.0846 0.034 Uiso calc U . R 1 . .
H H4B 0.3621 0.4371 0.146 0.034 Uiso calc U . R 1 . .
H H4C 0.4808 0.3723 0.1266 0.034 Uiso calc U . R 1 . .
C C5 0.6565(2) 0.64419(18) 0.38396(17) 0.0153(5) Uani d . . . 1 . .
C C6 0.7409(2) 0.57796(17) 0.35776(17) 0.0156(5) Uani d . . . 1 . .
H H6 0.8126 0.5666 0.4017 0.019 Uiso calc U . R 1 . .
C C11 0.4191(2) 0.72350(18) 0.28918(17) 0.0145(5) Uani d . . . 1 . .
C C12 0.4624(2) 0.83793(18) 0.30793(16) 0.0132(5) Uani d . . . 1 . .
C C13 0.3639(2) 0.89919(18) 0.32423(17) 0.0150(5) Uani d . . . 1 . .
H H13 0.3919 0.9755 0.3365 0.018 Uiso calc U . R 1 . .
C C14 0.2271(2) 0.85448(18) 0.32352(17) 0.0159(5) Uani d . . . 1 . .
C C15 0.1882(2) 0.74267(18) 0.30626(17) 0.0167(5) Uani d . . . 1 . .
H H15 0.0948 0.7106 0.3053 0.02 Uiso calc U . R 1 . .
C C16 0.2803(2) 0.67589(18) 0.29037(17) 0.0163(5) Uani d . . . 1 . .
C C17 0.6084(2) 0.90044(18) 0.31600(17) 0.0152(5) Uani d . . . 1 . .
H H17 0.6688 0.8482 0.3011 0.018 Uiso calc U . R 1 . .
C C18 0.6484(2) 0.95622(19) 0.42334(18) 0.0191(5) Uani d . . . 1 . .
H H18A 0.5946 1.0115 0.4373 0.029 Uiso calc U . R 1 . .
H H18B 0.7446 0.9903 0.4277 0.029 Uiso calc U . R 1 . .
H H18C 0.6316 0.9023 0.4733 0.029 Uiso calc U . R 1 . .
C C19 0.6339(2) 0.98843(18) 0.24070(18) 0.0199(5) Uani d . . . 1 . .
H H19A 0.5996 0.9569 0.1725 0.03 Uiso calc U . R 1 . .
H H19B 0.7312 1.0177 0.2404 0.03 Uiso calc U . R 1 . .
H H19C 0.5873 1.0468 0.2613 0.03 Uiso calc U . R 1 . .
C C20 0.1242(2) 0.92576(19) 0.33976(19) 0.0203(5) Uani d . . . 1 . .
H H20 0.1726 0.9952 0.377 0.024 Uiso calc U . R 1 . .
C C21 0.0718(3) 0.9527(3) 0.2380(2) 0.0434(8) Uani d . . . 1 . .
H H21A 0.1474 0.9899 0.2015 0.065 Uiso calc U . R 1 . .
H H21B 0.0067 0.9999 0.2485 0.065 Uiso calc U . R 1 . .
H H21C 0.0274 0.8858 0.1982 0.065 Uiso calc U . R 1 . .
C C22 0.0097(3) 0.8768(2) 0.4040(3) 0.0426(8) Uani d . . . 1 . .
H H22A -0.0432 0.9315 0.423 0.064 Uiso calc U . R 1 . .
H H22B 0.0476 0.8523 0.4655 0.064 Uiso calc U . R 1 . .
H H22C -0.0488 0.815 0.3649 0.064 Uiso calc U . R 1 . .
C C23 0.2234(2) 0.55397(19) 0.28015(18) 0.0197(5) Uani d . . . 1 . .
H H23 0.3007 0.5161 0.2713 0.024 Uiso calc U . R 1 . .
C C24 0.1256(3) 0.5218(2) 0.18613(19) 0.0261(6) Uani d . . . 1 . .
H H24A 0.0467 0.5552 0.1946 0.039 Uiso calc U . R 1 . .
H H24B 0.0962 0.4429 0.1779 0.039 Uiso calc U . R 1 . .
H H24C 0.1713 0.5469 0.1259 0.039 Uiso calc U . R 1 . .
C C25 0.1538(3) 0.5170(2) 0.3756(2) 0.0271(6) Uani d . . . 1 . .
H H25A 0.2185 0.536 0.4345 0.041 Uiso calc U . R 1 . .
H H25B 0.1211 0.4384 0.3677 0.041 Uiso calc U . R 1 . .
H H25C 0.0774 0.5529 0.3857 0.041 Uiso calc U . R 1 . .
B B1 0.7076(3) 0.5195(2) 0.2435(2) 0.0158(6) Uani d . . . 1 . .
C C31 0.7661(2) 0.41093(18) 0.21419(17) 0.0152(5) Uani d . . . 1 . .
F F32 0.81098(14) 0.37327(10) 0.38433(10) 0.0213(3) Uani d . . . 1 . .
C C32 0.8148(2) 0.34838(18) 0.28308(17) 0.0160(5) Uani d . . . 1 . .
F F33 0.91450(15) 0.20263(11) 0.32924(11) 0.0259(3) Uani d . . . 1 . .
C C33 0.8691(2) 0.25938(18) 0.25716(18) 0.0171(5) Uani d . . . 1 . .
F F34 0.93316(15) 0.14165(11) 0.12889(11) 0.0292(4) Uani d . . . 1 . .
C C34 0.8783(2) 0.22746(18) 0.15614(19) 0.0196(5) Uani d . . . 1 . .
F F35 0.83678(16) 0.25458(11) -0.01560(10) 0.0300(4) Uani d . . . 1 . .
C C35 0.8304(2) 0.28480(19) 0.08365(18) 0.0200(5) Uani d . . . 1 . .
F F36 0.72965(15) 0.42491(11) 0.03730(10) 0.0239(3) Uani d . . . 1 . .
C C36 0.7760(2) 0.37333(18) 0.11369(18) 0.0179(5) Uani d . . . 1 . .
C C41 0.6458(2) 0.76532(18) 0.09488(17) 0.0158(5) Uani d . . . 1 . .
C C42 0.5209(2) 0.78020(18) 0.05484(17) 0.0174(5) Uani d . . . 1 . .
H H42 0.4396 0.7389 0.0766 0.021 Uiso calc U . R 1 . .
C C43 0.5147(3) 0.85467(19) -0.01637(18) 0.0209(6) Uani d . . . 1 . .
H H43 0.4294 0.8638 -0.0432 0.025 Uiso calc U . R 1 . .
C C44 0.6327(3) 0.9160(2) -0.04858(18) 0.0232(6) Uani d . . . 1 . .
H H44 0.6282 0.9679 -0.0963 0.028 Uiso calc U . R 1 . .
C C45 0.7574(3) 0.9009(2) -0.01055(19) 0.0243(6) Uani d . . . 1 . .
H H45 0.8384 0.9421 -0.0327 0.029 Uiso calc U . R 1 . .
C C46 0.7632(3) 0.82574(19) 0.05960(18) 0.0209(5) Uani d . . . 1 . .
H H46 0.8488 0.815 0.0843 0.025 Uiso calc U . R 1 . .
C C51 0.6450(2) 0.69679(17) 0.48643(17) 0.0143(5) Uani d . . . 1 . .
C C52 0.5205(2) 0.70528(19) 0.52383(18) 0.0197(5) Uani d . . . 1 . .
H H52 0.4403 0.68 0.4818 0.024 Uiso calc U . R 1 . .
C C53 0.5121(3) 0.75023(19) 0.62169(18) 0.0229(6) Uani d . . . 1 . .
H H53 0.4264 0.7567 0.6455 0.027 Uiso calc U . R 1 . .
C C54 0.6272(3) 0.78562(19) 0.68461(19) 0.0234(6) Uani d . . . 1 . .
H H54 0.6212 0.8161 0.7516 0.028 Uiso calc U . R 1 . .
C C55 0.7520(3) 0.77625(19) 0.64911(18) 0.0210(6) Uani d . . . 1 . .
H H55 0.8315 0.7994 0.6923 0.025 Uiso calc U . R 1 . .
C C56 0.7609(2) 0.73323(18) 0.55077(17) 0.0170(5) Uani d . . . 1 . .
H H56 0.847 0.7285 0.5268 0.02 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 C3 . 1.821(2) ?
P1 C5 . 1.821(2) ?
P1 C11 . 1.824(2) ?
P1 C1 . 1.830(2) ?
C1 C2 . 1.343(3) ?
C1 C41 . 1.476(3) ?
C2 B1 . 1.631(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.517(3) ?
C3 B1 . 1.724(3) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.347(3) ?
C5 C51 . 1.485(3) ?
C6 B1 . 1.625(3) ?
C6 H6 . 0.95 ?
C11 C16 . 1.414(3) ?
C11 C12 . 1.426(3) ?
C12 C13 . 1.392(3) ?
C12 C17 . 1.525(3) ?
C13 C14 . 1.386(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(3) ?
C14 C20 . 1.517(3) ?
C15 C16 . 1.388(3) ?
C15 H15 . 0.95 ?
C16 C23 . 1.529(3) ?
C17 C19 . 1.538(3) ?
C17 C18 . 1.540(3) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.512(4) ?
C20 C22 . 1.524(4) ?
C20 H20 . 1.0 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 C25 . 1.530(3) ?
C23 C24 . 1.534(3) ?
C23 H23 . 1.0 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
B1 C31 . 1.627(3) ?
C31 C32 . 1.386(3) ?
C31 C36 . 1.394(3) ?
F32 C32 . 1.358(3) ?
C32 C33 . 1.375(3) ?
F33 C33 . 1.352(3) ?
C33 C34 . 1.380(3) ?
F34 C34 . 1.347(3) ?
C34 C35 . 1.372(3) ?
F35 C35 . 1.349(3) ?
C35 C36 . 1.382(3) ?
F36 C36 . 1.358(3) ?
C41 C46 . 1.396(3) ?
C41 C42 . 1.400(3) ?
C42 C43 . 1.388(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.389(4) ?
C43 H43 . 0.95 ?
C44 C45 . 1.391(4) ?
C44 H44 . 0.95 ?
C45 C46 . 1.383(3) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 C52 . 1.392(3) ?
C51 C56 . 1.397(3) ?
C52 C53 . 1.389(3) ?
C52 H52 . 0.95 ?
C53 C54 . 1.381(4) ?
C53 H53 . 0.95 ?
C54 C55 . 1.387(4) ?
C54 H54 . 0.95 ?
C55 C56 . 1.387(3) ?
C55 H55 . 0.95 ?
C56 H56 . 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
C3 P1 C5 . . 93.45(10) ?
C3 P1 C11 . . 131.36(11) ?
C5 P1 C11 . . 112.80(10) ?
C3 P1 C1 . . 94.52(10) ?
C5 P1 C1 . . 108.07(11) ?
C11 P1 C1 . . 113.32(11) ?
C2 C1 C41 . . 127.1(2) ?
C2 C1 P1 . . 103.96(17) ?
C41 C1 P1 . . 128.69(17) ?
C1 C2 B1 . . 114.2(2) ?
C1 C2 H2 . . 122.9 ?
B1 C2 H2 . . 122.9 ?
C4 C3 B1 . . 116.66(19) ?
C4 C3 P1 . . 119.91(17) ?
B1 C3 P1 . . 88.33(13) ?
C4 C3 H3 . . 110.1 ?
B1 C3 H3 . . 110.1 ?
P1 C3 H3 . . 110.1 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C51 . . 127.2(2) ?
C6 C5 P1 . . 104.83(16) ?
C51 C5 P1 . . 127.67(17) ?
C5 C6 B1 . . 113.2(2) ?
C5 C6 H6 . . 123.4 ?
B1 C6 H6 . . 123.4 ?
C16 C11 C12 . . 119.8(2) ?
C16 C11 P1 . . 121.96(17) ?
C12 C11 P1 . . 118.16(17) ?
C13 C12 C11 . . 117.8(2) ?
C13 C12 C17 . . 116.05(19) ?
C11 C12 C17 . . 126.1(2) ?
C14 C13 C12 . . 123.3(2) ?
C14 C13 H13 . . 118.3 ?
C12 C13 H13 . . 118.3 ?
C13 C14 C15 . . 117.5(2) ?
C13 C14 C20 . . 120.9(2) ?
C15 C14 C20 . . 121.6(2) ?
C16 C15 C14 . . 122.6(2) ?
C16 C15 H15 . . 118.7 ?
C14 C15 H15 . . 118.7 ?
C15 C16 C11 . . 118.8(2) ?
C15 C16 C23 . . 116.6(2) ?
C11 C16 C23 . . 124.5(2) ?
C12 C17 C19 . . 112.50(19) ?
C12 C17 C18 . . 111.45(18) ?
C19 C17 C18 . . 107.54(18) ?
C12 C17 H17 . . 108.4 ?
C19 C17 H17 . . 108.4 ?
C18 C17 H17 . . 108.4 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C14 . . 109.4(2) ?
C21 C20 C22 . . 111.9(2) ?
C14 C20 C22 . . 113.1(2) ?
C21 C20 H20 . . 107.4 ?
C14 C20 H20 . . 107.4 ?
C22 C20 H20 . . 107.4 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C16 C23 C25 . . 111.32(19) ?
C16 C23 C24 . . 110.9(2) ?
C25 C23 C24 . . 110.5(2) ?
C16 C23 H23 . . 108.0 ?
C25 C23 H23 . . 108.0 ?
C24 C23 H23 . . 108.0 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C6 B1 C31 . . 118.4(2) ?
C6 B1 C2 . . 108.04(18) ?
C31 B1 C2 . . 114.59(19) ?
C6 B1 C3 . . 99.57(18) ?
C31 B1 C3 . . 113.60(18) ?
C2 B1 C3 . . 100.20(18) ?
C32 C31 C36 . . 112.7(2) ?
C32 C31 B1 . . 125.3(2) ?
C36 C31 B1 . . 121.9(2) ?
F32 C32 C33 . . 115.1(2) ?
F32 C32 C31 . . 120.2(2) ?
C33 C32 C31 . . 124.7(2) ?
F33 C33 C32 . . 121.0(2) ?
F33 C33 C34 . . 119.3(2) ?
C32 C33 C34 . . 119.7(2) ?
F34 C34 C35 . . 120.4(2) ?
F34 C34 C33 . . 120.8(2) ?
C35 C34 C33 . . 118.8(2) ?
F35 C35 C34 . . 120.0(2) ?
F35 C35 C36 . . 120.8(2) ?
C34 C35 C36 . . 119.2(2) ?
F36 C36 C35 . . 115.5(2) ?
F36 C36 C31 . . 119.6(2) ?
C35 C36 C31 . . 124.8(2) ?
C46 C41 C42 . . 118.1(2) ?
C46 C41 C1 . . 119.9(2) ?
C42 C41 C1 . . 121.8(2) ?
C43 C42 C41 . . 120.6(2) ?
C43 C42 H42 . . 119.7 ?
C41 C42 H42 . . 119.7 ?
C42 C43 C44 . . 120.3(2) ?
C42 C43 H43 . . 119.8 ?
C44 C43 H43 . . 119.8 ?
C43 C44 C45 . . 119.6(2) ?
C43 C44 H44 . . 120.2 ?
C45 C44 H44 . . 120.2 ?
C46 C45 C44 . . 119.9(2) ?
C46 C45 H45 . . 120.1 ?
C44 C45 H45 . . 120.1 ?
C45 C46 C41 . . 121.3(2) ?
C45 C46 H46 . . 119.3 ?
C41 C46 H46 . . 119.3 ?
C52 C51 C56 . . 118.1(2) ?
C52 C51 C5 . . 122.0(2) ?
C56 C51 C5 . . 119.8(2) ?
C53 C52 C51 . . 120.9(2) ?
C53 C52 H52 . . 119.5 ?
C51 C52 H52 . . 119.5 ?
C54 C53 C52 . . 120.4(2) ?
C54 C53 H53 . . 119.8 ?
C52 C53 H53 . . 119.8 ?
C53 C54 C55 . . 119.4(2) ?
C53 C54 H54 . . 120.3 ?
C55 C54 H54 . . 120.3 ?
C56 C55 C54 . . 120.2(2) ?
C56 C55 H55 . . 119.9 ?
C54 C55 H55 . . 119.9 ?
C55 C56 C51 . . 120.9(2) ?
C55 C56 H56 . . 119.5 ?
C51 C56 H56 . . 119.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 P1 C1 C2 . . . . -39.70(17) ?
C5 P1 C1 C2 . . . . 55.42(18) ?
C11 P1 C1 C2 . . . . -178.81(15) ?
C3 P1 C1 C41 . . . . 135.2(2) ?
C5 P1 C1 C41 . . . . -129.6(2) ?
C11 P1 C1 C41 . . . . -3.9(2) ?
C41 C1 C2 B1 . . . . -170.9(2) ?
P1 C1 C2 B1 . . . . 4.2(2) ?
C5 P1 C3 C4 . . . . -174.68(19) ?
C11 P1 C3 C4 . . . . 60.5(2) ?
C1 P1 C3 C4 . . . . -66.2(2) ?
C5 P1 C3 B1 . . . . -54.60(14) ?
C11 P1 C3 B1 . . . . -179.37(13) ?
C1 P1 C3 B1 . . . . 53.85(14) ?
C3 P1 C5 C6 . . . . 39.85(17) ?
C11 P1 C5 C6 . . . . 177.88(15) ?
C1 P1 C5 C6 . . . . -56.04(18) ?
C3 P1 C5 C51 . . . . -133.8(2) ?
C11 P1 C5 C51 . . . . 4.2(2) ?
C1 P1 C5 C51 . . . . 130.3(2) ?
C51 C5 C6 B1 . . . . 170.1(2) ?
P1 C5 C6 B1 . . . . -3.6(2) ?
C3 P1 C11 C16 . . . . 6.4(3) ?
C5 P1 C11 C16 . . . . -110.8(2) ?
C1 P1 C11 C16 . . . . 126.04(19) ?
C3 P1 C11 C12 . . . . -176.54(16) ?
C5 P1 C11 C12 . . . . 66.3(2) ?
C1 P1 C11 C12 . . . . -57.0(2) ?
C16 C11 C12 C13 . . . . -1.7(3) ?
P1 C11 C12 C13 . . . . -178.78(17) ?
C16 C11 C12 C17 . . . . 175.8(2) ?
P1 C11 C12 C17 . . . . -1.3(3) ?
C11 C12 C13 C14 . . . . 0.3(3) ?
C17 C12 C13 C14 . . . . -177.5(2) ?
C12 C13 C14 C15 . . . . 0.5(3) ?
C12 C13 C14 C20 . . . . -178.8(2) ?
C13 C14 C15 C16 . . . . 0.2(3) ?
C20 C14 C15 C16 . . . . 179.5(2) ?
C14 C15 C16 C11 . . . . -1.6(3) ?
C14 C15 C16 C23 . . . . 175.7(2) ?
C12 C11 C16 C15 . . . . 2.3(3) ?
P1 C11 C16 C15 . . . . 179.30(17) ?
C12 C11 C16 C23 . . . . -174.7(2) ?
P1 C11 C16 C23 . . . . 2.3(3) ?
C13 C12 C17 C19 . . . . -58.7(3) ?
C11 C12 C17 C19 . . . . 123.8(2) ?
C13 C12 C17 C18 . . . . 62.2(3) ?
C11 C12 C17 C18 . . . . -115.3(2) ?
C13 C14 C20 C21 . . . . 93.2(3) ?
C15 C14 C20 C21 . . . . -86.0(3) ?
C13 C14 C20 C22 . . . . -141.3(3) ?
C15 C14 C20 C22 . . . . 39.4(3) ?
C15 C16 C23 C25 . . . . -59.8(3) ?
C11 C16 C23 C25 . . . . 117.2(3) ?
C15 C16 C23 C24 . . . . 63.7(3) ?
C11 C16 C23 C24 . . . . -119.3(2) ?
C5 C6 B1 C31 . . . . -160.6(2) ?
C5 C6 B1 C2 . . . . 67.1(2) ?
C5 C6 B1 C3 . . . . -37.1(2) ?
C1 C2 B1 C6 . . . . -67.9(3) ?
C1 C2 B1 C31 . . . . 157.8(2) ?
C1 C2 B1 C3 . . . . 35.8(2) ?
C4 C3 B1 C6 . . . . 178.9(2) ?
P1 C3 B1 C6 . . . . 55.99(16) ?
C4 C3 B1 C31 . . . . -54.2(3) ?
P1 C3 B1 C31 . . . . -177.14(17) ?
C4 C3 B1 C2 . . . . 68.5(2) ?
P1 C3 B1 C2 . . . . -54.46(15) ?
C6 B1 C31 C32 . . . . 16.1(3) ?
C2 B1 C31 C32 . . . . 145.5(2) ?
C3 B1 C31 C32 . . . . -100.2(3) ?
C6 B1 C31 C36 . . . . -161.6(2) ?
C2 B1 C31 C36 . . . . -32.3(3) ?
C3 B1 C31 C36 . . . . 82.1(3) ?
C36 C31 C32 F32 . . . . -179.2(2) ?
B1 C31 C32 F32 . . . . 2.9(3) ?
C36 C31 C32 C33 . . . . 0.8(3) ?
B1 C31 C32 C33 . . . . -177.1(2) ?
F32 C32 C33 F33 . . . . 0.0(3) ?
C31 C32 C33 F33 . . . . -180.0(2) ?
F32 C32 C33 C34 . . . . -179.7(2) ?
C31 C32 C33 C34 . . . . 0.3(4) ?
F33 C33 C34 F34 . . . . -0.8(3) ?
C32 C33 C34 F34 . . . . 178.9(2) ?
F33 C33 C34 C35 . . . . 179.2(2) ?
C32 C33 C34 C35 . . . . -1.1(3) ?
F34 C34 C35 F35 . . . . 0.7(3) ?
C33 C34 C35 F35 . . . . -179.3(2) ?
F34 C34 C35 C36 . . . . -179.2(2) ?
C33 C34 C35 C36 . . . . 0.8(4) ?
F35 C35 C36 F36 . . . . 0.7(3) ?
C34 C35 C36 F36 . . . . -179.3(2) ?
F35 C35 C36 C31 . . . . -179.5(2) ?
C34 C35 C36 C31 . . . . 0.4(4) ?
C32 C31 C36 F36 . . . . 178.6(2) ?
B1 C31 C36 F36 . . . . -3.4(3) ?
C32 C31 C36 C35 . . . . -1.2(3) ?
B1 C31 C36 C35 . . . . 176.8(2) ?
C2 C1 C41 C46 . . . . -40.5(3) ?
P1 C1 C41 C46 . . . . 145.66(19) ?
C2 C1 C41 C42 . . . . 134.6(3) ?
P1 C1 C41 C42 . . . . -39.2(3) ?
C46 C41 C42 C43 . . . . -1.3(3) ?
C1 C41 C42 C43 . . . . -176.5(2) ?
C41 C42 C43 C44 . . . . -0.3(3) ?
C42 C43 C44 C45 . . . . 1.2(3) ?
C43 C44 C45 C46 . . . . -0.5(3) ?
C44 C45 C46 C41 . . . . -1.1(4) ?
C42 C41 C46 C45 . . . . 2.0(3) ?
C1 C41 C46 C45 . . . . 177.3(2) ?
C6 C5 C51 C52 . . . . -139.5(3) ?
P1 C5 C51 C52 . . . . 32.7(3) ?
C6 C5 C51 C56 . . . . 36.3(3) ?
P1 C5 C51 C56 . . . . -151.40(19) ?
C56 C51 C52 C53 . . . . 1.0(3) ?
C5 C51 C52 C53 . . . . 176.9(2) ?
C51 C52 C53 C54 . . . . -1.2(4) ?
C52 C53 C54 C55 . . . . 0.2(4) ?
C53 C54 C55 C56 . . . . 1.0(4) ?
C54 C55 C56 C51 . . . . -1.2(4) ?
C52 C51 C56 C55 . . . . 0.2(3) ?
C5 C51 C56 C55 . . . . -175.8(2) ?

