# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

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

data_erk6606
_database_code_depnum_ccdc_archive 'CCDC 1034881'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H24 B F10 P'
_chemical_formula_weight         640.29

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   7.7849(1)
_cell_length_b                   22.0042(4)
_cell_length_c                   17.4037(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.534(1)
_cell_angle_gamma                90.00
_cell_volume                     2975.59(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7358
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       pyramide
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9489
_exptl_absorpt_correction_T_max  0.9825
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29453
_diffrn_reflns_av_R_equivalents  0.055
_diffrn_reflns_av_sigmaI/netI    0.0418
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.36
_diffrn_reflns_theta_max         28.29
_reflns_number_total             7331
_reflns_number_gt                5257
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0419P)²+2.2556P] 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         7331
_refine_ls_number_parameters     403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1444
_refine_ls_wR_factor_gt          0.1256
_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 0.37625(8) 0.31485(3) 0.76235(3) 0.03766(15) Uani 1 1 d . . .
B1 B 0.2323(3) 0.15513(12) 0.87339(14) 0.0380(5) Uani 1 1 d . . .
C1 C 0.3133(3) 0.23946(10) 0.78452(12) 0.0376(5) Uani 1 1 d . . .
H1 H 0.2779 0.2139 0.7432 0.045 Uiso 1 1 calc R . .
C2 C 0.3127(3) 0.21624(10) 0.85628(12) 0.0394(5) Uani 1 1 d . . .
H2 H 0.3641 0.2388 0.8974 0.047 Uiso 1 1 calc R . .
C11 C 0.5343(3) 0.33451(10) 0.84074(12) 0.0393(5) Uani 1 1 d . . .
C12 C 0.4787(3) 0.37377(11) 0.89789(13) 0.0462(6) Uani 1 1 d . . .
C13 C 0.5953(4) 0.39019(12) 0.95880(14) 0.0579(7) Uani 1 1 d . . .
H13 H 0.5588 0.4168 0.9968 0.069 Uiso 1 1 calc R . .
C14 C 0.7616(4) 0.36865(15) 0.96483(15) 0.0649(8) Uani 1 1 d . . .
C15 C 0.8131(4) 0.33008(14) 0.90869(15) 0.0586(7) Uani 1 1 d . . .
H15 H 0.9267 0.3154 0.9123 0.070 Uiso 1 1 calc R . .
C16 C 0.7045(3) 0.31178(12) 0.84679(13) 0.0457(5) Uani 1 1 d . . .
C17 C 0.2981(4) 0.39859(15) 0.89659(18) 0.0691(8) Uani 1 1 d . . .
H17A H 0.2886 0.4265 0.9392 0.104 Uiso 1 1 calc R . .
H17B H 0.2175 0.3654 0.9013 0.104 Uiso 1 1 calc R . .
H17C H 0.2720 0.4198 0.8484 0.104 Uiso 1 1 calc R . .
C18 C 0.8843(5) 0.3870(2) 1.03245(19) 0.1029(14) Uani 1 1 d . . .
H18A H 0.8229 0.4112 1.0684 0.154 Uiso 1 1 calc R . .
H18B H 0.9783 0.4106 1.0138 0.154 Uiso 1 1 calc R . .
H18C H 0.9297 0.3508 1.0582 0.154 Uiso 1 1 calc R . .
C19 C 0.7732(4) 0.26815(15) 0.78983(16) 0.0625(8) Uani 1 1 d . . .
H19A H 0.8855 0.2536 0.8090 0.094 Uiso 1 1 calc R . .
H19B H 0.7835 0.2886 0.7410 0.094 Uiso 1 1 calc R . .
H19C H 0.6951 0.2340 0.7827 0.094 Uiso 1 1 calc R . .
C21 C 0.4806(3) 0.31859(10) 0.67069(12) 0.0385(5) Uani 1 1 d . . .
C22 C 0.5101(3) 0.27041(11) 0.61966(13) 0.0451(5) Uani 1 1 d . . .
C23 C 0.5803(3) 0.28328(13) 0.54964(13) 0.0494(6) Uani 1 1 d . . .
H23 H 0.6004 0.2510 0.5160 0.059 Uiso 1 1 calc R . .
C24 C 0.6210(3) 0.34120(13) 0.52797(13) 0.0499(6) Uani 1 1 d . . .
C25 C 0.5914(3) 0.38812(13) 0.57851(14) 0.0530(6) Uani 1 1 d . . .
H25 H 0.6196 0.4280 0.5646 0.064 Uiso 1 1 calc R . .
C26 C 0.5213(3) 0.37841(11) 0.64906(13) 0.0442(5) Uani 1 1 d . . .
C27 C 0.4713(5) 0.20480(12) 0.63495(16) 0.0684(9) Uani 1 1 d . . .
H27A H 0.5159 0.1941 0.6864 0.103 Uiso 1 1 calc R . .
H27B H 0.5251 0.1795 0.5976 0.103 Uiso 1 1 calc R . .
H27C H 0.3478 0.1985 0.6307 0.103 Uiso 1 1 calc R . .
C28 C 0.6944(4) 0.35379(16) 0.45126(15) 0.0667(8) Uani 1 1 d . . .
H28A H 0.7531 0.3178 0.4341 0.100 Uiso 1 1 calc R . .
H28B H 0.7752 0.3873 0.4566 0.100 Uiso 1 1 calc R . .
H28C H 0.6018 0.3643 0.4138 0.100 Uiso 1 1 calc R . .
C29 C 0.4932(4) 0.43254(12) 0.69934(16) 0.0640(8) Uani 1 1 d . . .
H29A H 0.5769 0.4321 0.7430 0.096 Uiso 1 1 calc R . .
H29B H 0.3781 0.4310 0.7176 0.096 Uiso 1 1 calc R . .
H29C H 0.5066 0.4695 0.6699 0.096 Uiso 1 1 calc R . .
C31 C 0.1836(3) 0.13751(10) 0.95691(12) 0.0379(5) Uani 1 1 d . . .
C32 C 0.1325(3) 0.18019(11) 1.00981(13) 0.0423(5) Uani 1 1 d . . .
F32 F 0.1307(2) 0.23955(7) 0.99175(8) 0.0596(4) Uani 1 1 d . . .
C33 C 0.0760(3) 0.16545(14) 1.08110(14) 0.0519(6) Uani 1 1 d . . .
F33 F 0.0250(2) 0.20939(9) 1.12816(9) 0.0746(5) Uani 1 1 d . . .
C34 C 0.0732(4) 0.10589(15) 1.10308(14) 0.0579(7) Uani 1 1 d . . .
F34 F 0.0176(3) 0.09062(10) 1.17203(9) 0.0859(6) Uani 1 1 d . . .
C35 C 0.1275(4) 0.06188(13) 1.05486(15) 0.0574(7) Uani 1 1 d . . .
F35 F 0.1313(3) 0.00347(8) 1.07734(10) 0.0880(6) Uani 1 1 d . . .
C36 C 0.1804(3) 0.07791(11) 0.98341(14) 0.0475(6) Uani 1 1 d . . .
F36 F 0.2347(2) 0.03264(7) 0.93899(9) 0.0690(5) Uani 1 1 d . . .
C41 C 0.1943(3) 0.10853(10) 0.80462(12) 0.0393(5) Uani 1 1 d . . .
C42 C 0.0305(3) 0.08774(11) 0.78385(13) 0.0446(5) Uani 1 1 d . . .
F42 F -0.10261(19) 0.10702(8) 0.82335(9) 0.0597(4) Uani 1 1 d . . .
C43 C -0.0071(4) 0.04869(12) 0.72320(15) 0.0516(6) Uani 1 1 d . . .
F43 F -0.1686(2) 0.03006(9) 0.70624(10) 0.0767(5) Uani 1 1 d . . .
C44 C 0.1250(4) 0.02922(12) 0.68011(14) 0.0540(7) Uani 1 1 d . . .
F44 F 0.0903(3) -0.00861(8) 0.62072(10) 0.0817(6) Uani 1 1 d . . .
C45 C 0.2890(4) 0.04898(12) 0.69766(14) 0.0501(6) Uani 1 1 d . . .
F45 F 0.4178(2) 0.03022(8) 0.65528(9) 0.0724(5) Uani 1 1 d . . .
C46 C 0.3218(3) 0.08738(11) 0.75956(13) 0.0438(5) Uani 1 1 d . . .
F46 F 0.48719(18) 0.10283(7) 0.77661(9) 0.0577(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.779(2) . ?
P1 C11 1.832(2) . ?
P1 C21 1.836(2) . ?
B1 C2 1.520(3) . ?
B1 C31 1.573(3) . ?
B1 C41 1.590(3) . ?
C1 C2 1.350(3) . ?
C1 H1 0.9400 . ?
C2 H2 0.9400 . ?
C11 C12 1.406(3) . ?
C11 C16 1.414(3) . ?
C12 C13 1.400(4) . ?
C12 C17 1.507(4) . ?
C13 C14 1.376(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.373(4) . ?
C14 C18 1.524(4) . ?
C15 C16 1.387(4) . ?
C15 H15 0.9400 . ?
C16 C19 1.502(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.411(3) . ?
C21 C22 1.411(3) . ?
C22 C23 1.395(3) . ?
C22 C27 1.502(4) . ?
C23 C24 1.372(4) . ?
C23 H23 0.9400 . ?
C24 C25 1.385(4) . ?
C24 C28 1.510(3) . ?
C25 C26 1.390(3) . ?
C25 H25 0.9400 . ?
C26 C29 1.502(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.390(3) . ?
C31 C36 1.391(3) . ?
C32 F32 1.343(3) . ?
C32 C33 1.380(3) . ?
C33 F33 1.343(3) . ?
C33 C34 1.366(4) . ?
C34 F34 1.343(3) . ?
C34 C35 1.366(4) . ?
C35 F35 1.343(3) . ?
C35 C36 1.380(3) . ?
C36 F36 1.345(3) . ?
C41 C42 1.382(3) . ?
C41 C46 1.383(3) . ?
C42 F42 1.347(3) . ?
C42 C43 1.378(3) . ?
C43 F43 1.338(3) . ?
C43 C44 1.378(4) . ?
C44 F44 1.341(3) . ?
C44 C45 1.366(4) . ?
C45 F45 1.346(3) . ?
C45 C46 1.380(3) . ?
C46 F46 1.347(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C11 103.89(10) . . ?
C1 P1 C21 111.89(10) . . ?
C11 P1 C21 108.88(10) . . ?
C2 B1 C31 121.6(2) . . ?
C2 B1 C41 118.9(2) . . ?
C31 B1 C41 119.5(2) . . ?
C2 C1 P1 124.79(18) . . ?
C2 C1 H1 117.6 . . ?
P1 C1 H1 117.6 . . ?
C1 C2 B1 122.8(2) . . ?
C1 C2 H2 118.6 . . ?
B1 C2 H2 118.6 . . ?
C12 C11 C16 119.5(2) . . ?
C12 C11 P1 116.75(18) . . ?
C16 C11 P1 123.72(18) . . ?
C13 C12 C11 118.7(2) . . ?
C13 C12 C17 118.6(2) . . ?
C11 C12 C17 122.7(2) . . ?
C14 C13 C12 122.1(3) . . ?
C14 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C15 C14 C13 118.3(2) . . ?
C15 C14 C18 121.1(3) . . ?
C13 C14 C18 120.6(3) . . ?
C14 C15 C16 122.8(3) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C11 118.6(2) . . ?
C15 C16 C19 118.2(2) . . ?
C11 C16 C19 123.2(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 119.0(2) . . ?
C26 C21 P1 113.12(17) . . ?
C22 C21 P1 127.66(18) . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 C27 116.3(2) . . ?
C21 C22 C27 124.6(2) . . ?
C24 C23 C22 122.6(2) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C23 C24 C25 117.9(2) . . ?
C23 C24 C28 121.3(3) . . ?
C25 C24 C28 120.8(3) . . ?
C24 C25 C26 122.4(2) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C25 C26 C21 119.1(2) . . ?
C25 C26 C29 118.2(2) . . ?
C21 C26 C29 122.8(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 113.9(2) . . ?
C32 C31 B1 122.7(2) . . ?
C36 C31 B1 123.3(2) . . ?
F32 C32 C33 116.1(2) . . ?
F32 C32 C31 120.1(2) . . ?
C33 C32 C31 123.8(2) . . ?
F33 C33 C34 120.6(2) . . ?
F33 C33 C32 120.1(3) . . ?
C34 C33 C32 119.3(2) . . ?
F34 C34 C35 120.0(3) . . ?
F34 C34 C33 120.1(3) . . ?
C35 C34 C33 119.8(2) . . ?
F35 C35 C34 120.1(2) . . ?
F35 C35 C36 120.3(3) . . ?
C34 C35 C36 119.6(3) . . ?
F36 C36 C35 116.8(2) . . ?
F36 C36 C31 119.7(2) . . ?
C35 C36 C31 123.5(2) . . ?
C42 C41 C46 115.0(2) . . ?
C42 C41 B1 122.5(2) . . ?
C46 C41 B1 122.5(2) . . ?
F42 C42 C43 117.0(2) . . ?
F42 C42 C41 119.3(2) . . ?
C43 C42 C41 123.8(2) . . ?
F43 C43 C44 120.5(2) . . ?
F43 C43 C42 120.8(2) . . ?
C44 C43 C42 118.7(2) . . ?
F44 C44 C45 120.7(3) . . ?
F44 C44 C43 119.4(3) . . ?
C45 C44 C43 119.9(2) . . ?
F45 C45 C44 119.9(2) . . ?
F45 C45 C46 120.5(3) . . ?
C44 C45 C46 119.7(2) . . ?
F46 C46 C45 117.0(2) . . ?
F46 C46 C41 120.0(2) . . ?
C45 C46 C41 122.9(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 P1 C1 C2 29.2(2) . . . . ?
C21 P1 C1 C2 146.5(2) . . . . ?
P1 C1 C2 B1 170.32(17) . . . . ?
C31 B1 C2 C1 -161.6(2) . . . . ?
C41 B1 C2 C1 17.5(3) . . . . ?
C1 P1 C11 C12 -104.07(19) . . . . ?
C21 P1 C11 C12 136.56(18) . . . . ?
C1 P1 C11 C16 74.9(2) . . . . ?
C21 P1 C11 C16 -44.5(2) . . . . ?
C16 C11 C12 C13 1.2(3) . . . . ?
P1 C11 C12 C13 -179.82(18) . . . . ?
C16 C11 C12 C17 -178.4(2) . . . . ?
P1 C11 C12 C17 0.7(3) . . . . ?
C11 C12 C13 C14 -0.7(4) . . . . ?
C17 C12 C13 C14 178.9(3) . . . . ?
C12 C13 C14 C15 0.3(4) . . . . ?
C12 C13 C14 C18 -179.3(3) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C18 C14 C15 C16 179.2(3) . . . . ?
C14 C15 C16 C11 0.9(4) . . . . ?
C14 C15 C16 C19 -178.4(3) . . . . ?
C12 C11 C16 C15 -1.3(3) . . . . ?
P1 C11 C16 C15 179.77(19) . . . . ?
C12 C11 C16 C19 178.1(2) . . . . ?
P1 C11 C16 C19 -0.9(3) . . . . ?
C1 P1 C21 C26 175.94(16) . . . . ?
C11 P1 C21 C26 -69.80(19) . . . . ?
C1 P1 C21 C22 1.1(2) . . . . ?
C11 P1 C21 C22 115.3(2) . . . . ?
C26 C21 C22 C23 0.6(3) . . . . ?
P1 C21 C22 C23 175.21(18) . . . . ?
C26 C21 C22 C27 -179.4(3) . . . . ?
P1 C21 C22 C27 -4.8(4) . . . . ?
C21 C22 C23 C24 -0.4(4) . . . . ?
C27 C22 C23 C24 179.6(3) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C22 C23 C24 C28 -179.1(2) . . . . ?
C23 C24 C25 C26 -0.6(4) . . . . ?
C28 C24 C25 C26 178.9(2) . . . . ?
C24 C25 C26 C21 0.8(4) . . . . ?
C24 C25 C26 C29 -179.6(2) . . . . ?
C22 C21 C26 C25 -0.8(3) . . . . ?
P1 C21 C26 C25 -176.13(18) . . . . ?
C22 C21 C26 C29 179.6(2) . . . . ?
P1 C21 C26 C29 4.2(3) . . . . ?
C2 B1 C31 C32 31.1(3) . . . . ?
C41 B1 C31 C32 -147.9(2) . . . . ?
C2 B1 C31 C36 -151.8(2) . . . . ?
C41 B1 C31 C36 29.2(3) . . . . ?
C36 C31 C32 F32 179.6(2) . . . . ?
B1 C31 C32 F32 -3.0(3) . . . . ?
C36 C31 C32 C33 -2.7(3) . . . . ?
B1 C31 C32 C33 174.6(2) . . . . ?
F32 C32 C33 F33 -0.7(3) . . . . ?
C31 C32 C33 F33 -178.4(2) . . . . ?
F32 C32 C33 C34 179.5(2) . . . . ?
C31 C32 C33 C34 1.8(4) . . . . ?
F33 C33 C34 F34 0.6(4) . . . . ?
C32 C33 C34 F34 -179.6(2) . . . . ?
F33 C33 C34 C35 -179.2(2) . . . . ?
C32 C33 C34 C35 0.6(4) . . . . ?
F34 C34 C35 F35 -2.4(4) . . . . ?
C33 C34 C35 F35 177.4(2) . . . . ?
F34 C34 C35 C36 178.4(2) . . . . ?
C33 C34 C35 C36 -1.7(4) . . . . ?
F35 C35 C36 F36 -0.1(4) . . . . ?
C34 C35 C36 F36 179.1(2) . . . . ?
F35 C35 C36 C31 -178.6(2) . . . . ?
C34 C35 C36 C31 0.6(4) . . . . ?
C32 C31 C36 F36 -176.9(2) . . . . ?
B1 C31 C36 F36 5.7(4) . . . . ?
C32 C31 C36 C35 1.5(4) . . . . ?
B1 C31 C36 C35 -175.8(2) . . . . ?
C2 B1 C41 C42 -119.8(3) . . . . ?
C31 B1 C41 C42 59.3(3) . . . . ?
C2 B1 C41 C46 58.0(3) . . . . ?
C31 B1 C41 C46 -122.9(2) . . . . ?
C46 C41 C42 F42 -178.5(2) . . . . ?
B1 C41 C42 F42 -0.5(3) . . . . ?
C46 C41 C42 C43 0.2(4) . . . . ?
B1 C41 C42 C43 178.1(2) . . . . ?
F42 C42 C43 F43 -1.6(4) . . . . ?
C41 C42 C43 F43 179.7(2) . . . . ?
F42 C42 C43 C44 178.3(2) . . . . ?
C41 C42 C43 C44 -0.4(4) . . . . ?
F43 C43 C44 F44 0.1(4) . . . . ?
C42 C43 C44 F44 -179.8(2) . . . . ?
F43 C43 C44 C45 179.5(2) . . . . ?
C42 C43 C44 C45 -0.4(4) . . . . ?
F44 C44 C45 F45 -0.3(4) . . . . ?
C43 C44 C45 F45 -179.6(2) . . . . ?
F44 C44 C45 C46 -179.3(2) . . . . ?
C43 C44 C45 C46 1.3(4) . . . . ?
F45 C45 C46 F46 -2.4(3) . . . . ?
C44 C45 C46 F46 176.6(2) . . . . ?
F45 C45 C46 C41 179.4(2) . . . . ?
C44 C45 C46 C41 -1.6(4) . . . . ?
C42 C41 C46 F46 -177.3(2) . . . . ?
B1 C41 C46 F46 4.7(3) . . . . ?
C42 C41 C46 C45 0.8(3) . . . . ?
B1 C41 C46 C45 -177.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_erk7402
_database_code_depnum_ccdc_archive 'CCDC 1034882'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H25 B F13 O3 P S'
_chemical_formula_weight         790.37

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   10.83380(10)
_cell_length_b                   16.5708(2)
_cell_length_c                   19.0605(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.1470(10)
_cell_angle_gamma                90.00
_cell_volume                     3421.15(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6596
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1600
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9431
_exptl_absorpt_correction_T_max  0.9663
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20225
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         26.37
_reflns_number_total             6883
_reflns_number_gt                5583
_reflns_threshold_expression     >2sigma(I)

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

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

 The hydrogen at P1 atom was 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)+(0.0408P)²+3.6710P] 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         6883
_refine_ls_number_parameters     479
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1383
_refine_ls_wR_factor_gt          0.1264
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.068
_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 0.82035(6) 0.04641(4) 0.17007(4) 0.03827(17) Uani 1 1 d . . .
H01 H 0.778(2) -0.0153(16) 0.1416(13) 0.040(7) Uiso 1 1 d . . .
B1 B 0.9553(3) 0.20437(19) 0.01309(16) 0.0416(7) Uani 1 1 d . . .
S1 S 1.18695(6) 0.13405(5) 0.02091(4) 0.04671(19) Uani 1 1 d . . .
O1 O 1.06539(16) 0.15195(12) -0.01435(10) 0.0452(4) Uani 1 1 d . . .
O3 O 1.2175(2) 0.05145(14) 0.01387(14) 0.0665(6) Uani 1 1 d . . .
O2 O 1.20230(19) 0.17241(16) 0.08696(11) 0.0654(6) Uani 1 1 d . . .
F2 F 1.2758(2) 0.16115(13) -0.10251(10) 0.0768(6) Uani 1 1 d . . .
C1 C 0.9152(2) 0.09038(16) 0.10537(14) 0.0401(6) Uani 1 1 d . . .
H1 H 0.9821 0.0605 0.0886 0.048 Uiso 1 1 calc R . .
F1 F 1.28400(18) 0.26343(12) -0.03471(12) 0.0731(6) Uani 1 1 d . . .
C2 C 0.8952(2) 0.16354(16) 0.08000(13) 0.0396(6) Uani 1 1 d . . .
H2 H 0.8385 0.1954 0.1044 0.048 Uiso 1 1 calc R . .
F3 F 1.40837(16) 0.16498(14) -0.01839(13) 0.0829(7) Uani 1 1 d . . .
C3 C 1.2939(3) 0.18474(18) -0.03662(17) 0.0509(7) Uani 1 1 d . . .
C11 C 0.6909(2) 0.11053(16) 0.18717(13) 0.0387(6) Uani 1 1 d . . .
C12 C 0.5778(3) 0.09612(19) 0.15184(15) 0.0491(7) Uani 1 1 d . . .
C13 C 0.4783(3) 0.1447(2) 0.16779(17) 0.0596(8) Uani 1 1 d . . .
H13 H 0.4016 0.1346 0.1455 0.072 Uiso 1 1 calc R . .
C14 C 0.4878(3) 0.2076(2) 0.21542(18) 0.0613(8) Uani 1 1 d . . .
C15 C 0.6009(3) 0.22163(19) 0.24783(16) 0.0538(7) Uani 1 1 d . . .
H15 H 0.6087 0.2651 0.2793 0.065 Uiso 1 1 calc R . .
C16 C 0.7029(2) 0.17398(17) 0.23573(14) 0.0433(6) Uani 1 1 d . . .
C17 C 0.5586(3) 0.0298(2) 0.09763(19) 0.0695(10) Uani 1 1 d . . .
H17A H 0.4752 0.0329 0.0784 0.104 Uiso 1 1 calc R . .
H17B H 0.5713 -0.0223 0.1197 0.104 Uiso 1 1 calc R . .
H17C H 0.6172 0.0366 0.0602 0.104 Uiso 1 1 calc R . .
C18 C 0.3766(4) 0.2583(3) 0.2323(2) 0.0953(15) Uani 1 1 d . . .
H18A H 0.3407 0.2390 0.2754 0.143 Uiso 1 1 calc R . .
H18B H 0.3160 0.2542 0.1943 0.143 Uiso 1 1 calc R . .
H18C H 0.4016 0.3141 0.2381 0.143 Uiso 1 1 calc R . .
C19 C 0.8230(3) 0.1927(2) 0.27393(18) 0.0604(8) Uani 1 1 d . . .
H19A H 0.8182 0.2459 0.2949 0.091 Uiso 1 1 calc R . .
H19B H 0.8901 0.1914 0.2410 0.091 Uiso 1 1 calc R . .
H19C H 0.8377 0.1528 0.3104 0.091 Uiso 1 1 calc R . .
C21 C 0.8938(2) 0.00647(16) 0.24834(14) 0.0432(6) Uani 1 1 d . . .
C22 C 0.8197(3) -0.04569(18) 0.28852(16) 0.0510(7) Uani 1 1 d . . .
C23 C 0.8706(3) -0.0793(2) 0.34850(19) 0.0716(10) Uani 1 1 d . . .
H23 H 0.8220 -0.1143 0.3752 0.086 Uiso 1 1 calc R . .
C24 C 0.9905(4) -0.0636(3) 0.3710(2) 0.0855(13) Uani 1 1 d . . .
C25 C 1.0606(3) -0.0118(3) 0.3313(2) 0.0738(11) Uani 1 1 d . . .
H25 H 1.1420 -0.0005 0.3463 0.089 Uiso 1 1 calc R . .
C26 C 1.0162(3) 0.02426(19) 0.27004(16) 0.0512(7) Uani 1 1 d . . .
C27 C 0.6881(3) -0.0662(2) 0.26962(18) 0.0593(8) Uani 1 1 d . . .
H27A H 0.6568 -0.1046 0.3032 0.089 Uiso 1 1 calc R . .
H27B H 0.6843 -0.0896 0.2230 0.089 Uiso 1 1 calc R . .
H27C H 0.6384 -0.0175 0.2704 0.089 Uiso 1 1 calc R . .
C28 C 1.0429(5) -0.1032(4) 0.4367(3) 0.135(2) Uani 1 1 d U . .
H28A H 0.9807 -0.1377 0.4570 0.203 Uiso 1 1 calc R . .
H28B H 1.0673 -0.0620 0.4703 0.203 Uiso 1 1 calc R . .
H28C H 1.1143 -0.1354 0.4248 0.203 Uiso 1 1 calc R . .
C29 C 1.1020(3) 0.0796(2) 0.23217(18) 0.0603(8) Uani 1 1 d . . .
H29A H 1.1758 0.0884 0.2608 0.090 Uiso 1 1 calc R . .
H29B H 1.0612 0.1309 0.2234 0.090 Uiso 1 1 calc R . .
H29C H 1.1243 0.0554 0.1879 0.090 Uiso 1 1 calc R . .
C31 C 1.0091(2) 0.29507(17) 0.02414(15) 0.0445(6) Uani 1 1 d . . .
F32 F 1.00831(18) 0.29026(12) 0.14866(9) 0.0656(5) Uani 1 1 d . . .
C32 C 1.0350(3) 0.33002(19) 0.08904(17) 0.0522(7) Uani 1 1 d . . .
F33 F 1.1134(2) 0.43397(15) 0.16200(13) 0.0926(7) Uani 1 1 d . . .
C33 C 1.0902(3) 0.4037(2) 0.0977(2) 0.0637(9) Uani 1 1 d . . .
F34 F 1.1779(2) 0.51954(13) 0.04684(16) 0.1017(9) Uani 1 1 d . . .
C34 C 1.1229(3) 0.4473(2) 0.0398(3) 0.0713(10) Uani 1 1 d . . .
F35 F 1.1321(2) 0.45749(15) -0.08327(14) 0.0991(8) Uani 1 1 d . . .
C35 C 1.1000(3) 0.4164(2) -0.0260(2) 0.0666(9) Uani 1 1 d . . .
F36 F 1.0241(2) 0.31358(13) -0.09781(10) 0.0759(6) Uani 1 1 d . . .
C36 C 1.0433(3) 0.3419(2) -0.03238(17) 0.0550(7) Uani 1 1 d . . .
C41 C 0.8457(2) 0.19788(16) -0.04729(14) 0.0411(6) Uani 1 1 d . . .
F42 F 0.74890(17) 0.31252(12) 0.00032(11) 0.0711(6) Uani 1 1 d . . .
C42 C 0.7480(3) 0.25176(18) -0.04707(16) 0.0490(7) Uani 1 1 d . . .
F43 F 0.55624(17) 0.30241(14) -0.08870(12) 0.0819(6) Uani 1 1 d . . .
C43 C 0.6464(3) 0.2471(2) -0.09168(17) 0.0540(7) Uani 1 1 d . . .
F44 F 0.53856(17) 0.17830(15) -0.18142(11) 0.0804(6) Uani 1 1 d . . .
C44 C 0.6367(3) 0.1846(2) -0.13824(16) 0.0548(8) Uani 1 1 d . . .
F45 F 0.7216(2) 0.06817(14) -0.18639(12) 0.0861(7) Uani 1 1 d . . .
C45 C 0.7291(3) 0.12878(19) -0.14042(16) 0.0537(7) Uani 1 1 d . . .
F46 F 0.91971(17) 0.07996(11) -0.10388(11) 0.0691(5) Uani 1 1 d . . .
C46 C 0.8317(2) 0.13666(17) -0.09616(15) 0.0461(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.777(3) . ?
P1 C11 1.795(3) . ?
P1 C21 1.803(3) . ?
P1 H01 1.24(3) . ?
B1 O1 1.573(3) . ?
B1 C2 1.594(4) . ?
B1 C31 1.624(4) . ?
B1 C41 1.641(4) . ?
S1 O3 1.415(2) . ?
S1 O2 1.417(2) . ?
S1 O1 1.4962(18) . ?
S1 C3 1.817(3) . ?
F2 C3 1.326(4) . ?
C1 C2 1.322(4) . ?
C1 H1 0.9400 . ?
F1 C3 1.309(3) . ?
C2 H2 0.9400 . ?
F3 C3 1.323(3) . ?
C11 C16 1.405(4) . ?
C11 C12 1.407(4) . ?
C12 C13 1.384(4) . ?
C12 C17 1.520(4) . ?
C13 C14 1.385(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.381(4) . ?
C14 C18 1.508(5) . ?
C15 C16 1.382(4) . ?
C15 H15 0.9400 . ?
C16 C19 1.510(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.412(4) . ?
C21 C22 1.415(4) . ?
C22 C23 1.377(4) . ?
C22 C27 1.502(4) . ?
C23 C24 1.385(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.383(5) . ?
C24 C28 1.514(5) . ?
C25 C26 1.388(4) . ?
C25 H25 0.9400 . ?
C26 C29 1.501(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C36 1.385(4) . ?
C31 C32 1.389(4) . ?
F32 C32 1.350(4) . ?
C32 C33 1.368(4) . ?
F33 C33 1.342(4) . ?
C33 C34 1.372(5) . ?
F34 C34 1.343(4) . ?
C34 C35 1.373(6) . ?
F35 C35 1.339(4) . ?
C35 C36 1.382(5) . ?
F36 C36 1.345(4) . ?
C41 C46 1.383(4) . ?
C41 C42 1.385(4) . ?
F42 C42 1.353(3) . ?
C42 C43 1.380(4) . ?
F43 C43 1.341(3) . ?
C43 C44 1.368(5) . ?
F44 C44 1.335(3) . ?
C44 C45 1.364(4) . ?
F45 C45 1.334(3) . ?
C45 C46 1.388(4) . ?
F46 C46 1.348(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C11 110.38(12) . . ?
C1 P1 C21 118.24(12) . . ?
C11 P1 C21 113.62(12) . . ?
C1 P1 H01 104.5(12) . . ?
C11 P1 H01 106.3(12) . . ?
C21 P1 H01 102.4(12) . . ?
O1 B1 C2 110.9(2) . . ?
O1 B1 C31 106.3(2) . . ?
C2 B1 C31 116.1(2) . . ?
O1 B1 C41 105.9(2) . . ?
C2 B1 C41 103.4(2) . . ?
C31 B1 C41 113.9(2) . . ?
O3 S1 O2 119.64(16) . . ?
O3 S1 O1 110.77(13) . . ?
O2 S1 O1 113.38(12) . . ?
O3 S1 C3 103.70(14) . . ?
O2 S1 C3 105.30(15) . . ?
O1 S1 C3 101.72(13) . . ?
S1 O1 B1 128.78(17) . . ?
C2 C1 P1 122.5(2) . . ?
C2 C1 H1 118.8 . . ?
P1 C1 H1 118.8 . . ?
C1 C2 B1 128.0(2) . . ?
C1 C2 H2 116.0 . . ?
B1 C2 H2 116.0 . . ?
F1 C3 F3 108.4(3) . . ?
F1 C3 F2 108.0(3) . . ?
F3 C3 F2 107.2(3) . . ?
F1 C3 S1 113.0(2) . . ?
F3 C3 S1 109.4(2) . . ?
F2 C3 S1 110.6(2) . . ?
C16 C11 C12 120.7(2) . . ?
C16 C11 P1 119.99(19) . . ?
C12 C11 P1 119.3(2) . . ?
C13 C12 C11 118.1(3) . . ?
C13 C12 C17 118.3(3) . . ?
C11 C12 C17 123.6(3) . . ?
C12 C13 C14 122.3(3) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C15 C14 C13 118.3(3) . . ?
C15 C14 C18 121.1(3) . . ?
C13 C14 C18 120.7(3) . . ?
C14 C15 C16 122.3(3) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C15 C16 C11 118.2(2) . . ?
C15 C16 C19 119.1(3) . . ?
C11 C16 C19 122.6(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 120.6(3) . . ?
C26 C21 P1 124.2(2) . . ?
C22 C21 P1 115.2(2) . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C27 118.1(3) . . ?
C21 C22 C27 123.7(3) . . ?
C22 C23 C24 122.6(3) . . ?
C22 C23 H23 118.7 . . ?
C24 C23 H23 118.7 . . ?
C25 C24 C23 118.0(3) . . ?
C25 C24 C28 121.4(4) . . ?
C23 C24 C28 120.6(4) . . ?
C24 C25 C26 122.9(3) . . ?
C24 C25 H25 118.6 . . ?
C26 C25 H25 118.6 . . ?
C25 C26 C21 117.6(3) . . ?
C25 C26 C29 117.4(3) . . ?
C21 C26 C29 125.0(3) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 114.0(3) . . ?
C36 C31 B1 121.3(3) . . ?
C32 C31 B1 124.5(3) . . ?
F32 C32 C33 115.7(3) . . ?
F32 C32 C31 120.2(3) . . ?
C33 C32 C31 124.1(3) . . ?
F33 C33 C32 121.2(3) . . ?
F33 C33 C34 119.4(3) . . ?
C32 C33 C34 119.4(3) . . ?
F34 C34 C33 120.7(4) . . ?
F34 C34 C35 119.7(4) . . ?
C33 C34 C35 119.6(3) . . ?
F35 C35 C34 120.7(3) . . ?
F35 C35 C36 120.3(4) . . ?
C34 C35 C36 119.0(3) . . ?
F36 C36 C35 117.0(3) . . ?
F36 C36 C31 119.1(3) . . ?
C35 C36 C31 123.9(3) . . ?
C46 C41 C42 113.7(2) . . ?
C46 C41 B1 126.0(2) . . ?
C42 C41 B1 119.9(2) . . ?
F42 C42 C43 116.6(3) . . ?
F42 C42 C41 119.1(2) . . ?
C43 C42 C41 124.3(3) . . ?
F43 C43 C44 119.9(3) . . ?
F43 C43 C42 120.6(3) . . ?
C44 C43 C42 119.5(3) . . ?
F44 C44 C45 120.3(3) . . ?
F44 C44 C43 120.6(3) . . ?
C45 C44 C43 119.1(3) . . ?
F45 C45 C44 119.6(3) . . ?
F45 C45 C46 120.5(3) . . ?
C44 C45 C46 119.8(3) . . ?
F46 C46 C41 121.1(2) . . ?
F46 C46 C45 115.3(3) . . ?
C41 C46 C45 123.6(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 O1 B1 135.9(2) . . . . ?
O2 S1 O1 B1 -1.8(3) . . . . ?
C3 S1 O1 B1 -114.4(2) . . . . ?
C2 B1 O1 S1 -66.0(3) . . . . ?
C31 B1 O1 S1 61.1(3) . . . . ?
C41 B1 O1 S1 -177.45(18) . . . . ?
C11 P1 C1 C2 5.7(3) . . . . ?
C21 P1 C1 C2 -127.5(2) . . . . ?
P1 C1 C2 B1 -167.8(2) . . . . ?
O1 B1 C2 C1 -10.6(4) . . . . ?
C31 B1 C2 C1 -132.1(3) . . . . ?
C41 B1 C2 C1 102.4(3) . . . . ?
O3 S1 C3 F1 -176.8(2) . . . . ?
O2 S1 C3 F1 -50.4(3) . . . . ?
O1 S1 C3 F1 68.1(2) . . . . ?
O3 S1 C3 F3 -55.9(3) . . . . ?
O2 S1 C3 F3 70.5(2) . . . . ?
O1 S1 C3 F3 -171.0(2) . . . . ?
O3 S1 C3 F2 61.9(2) . . . . ?
O2 S1 C3 F2 -171.6(2) . . . . ?
O1 S1 C3 F2 -53.1(2) . . . . ?
C1 P1 C11 C16 -85.0(2) . . . . ?
C21 P1 C11 C16 50.5(3) . . . . ?
C1 P1 C11 C12 95.4(2) . . . . ?
C21 P1 C11 C12 -129.1(2) . . . . ?
C16 C11 C12 C13 -1.8(4) . . . . ?
P1 C11 C12 C13 177.8(2) . . . . ?
C16 C11 C12 C17 178.7(3) . . . . ?
P1 C11 C12 C17 -1.7(4) . . . . ?
C11 C12 C13 C14 1.9(5) . . . . ?
C17 C12 C13 C14 -178.6(3) . . . . ?
C12 C13 C14 C15 -0.1(5) . . . . ?
C12 C13 C14 C18 -178.9(4) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C18 C14 C15 C16 177.1(4) . . . . ?
C14 C15 C16 C11 1.7(5) . . . . ?
C14 C15 C16 C19 -179.3(3) . . . . ?
C12 C11 C16 C15 0.1(4) . . . . ?
P1 C11 C16 C15 -179.5(2) . . . . ?
C12 C11 C16 C19 -178.9(3) . . . . ?
P1 C11 C16 C19 1.5(4) . . . . ?
C1 P1 C21 C26 15.9(3) . . . . ?
C11 P1 C21 C26 -115.9(3) . . . . ?
C1 P1 C21 C22 -164.1(2) . . . . ?
C11 P1 C21 C22 64.1(3) . . . . ?
C26 C21 C22 C23 -0.9(5) . . . . ?
P1 C21 C22 C23 179.1(3) . . . . ?
C26 C21 C22 C27 178.8(3) . . . . ?
P1 C21 C22 C27 -1.2(4) . . . . ?
C21 C22 C23 C24 0.5(6) . . . . ?
C27 C22 C23 C24 -179.2(4) . . . . ?
C22 C23 C24 C25 0.2(7) . . . . ?
C22 C23 C24 C28 -178.9(5) . . . . ?
C23 C24 C25 C26 -0.4(7) . . . . ?
C28 C24 C25 C26 178.7(5) . . . . ?
C24 C25 C26 C21 0.0(6) . . . . ?
C24 C25 C26 C29 179.6(4) . . . . ?
C22 C21 C26 C25 0.7(5) . . . . ?
P1 C21 C26 C25 -179.3(3) . . . . ?
C22 C21 C26 C29 -179.0(3) . . . . ?
P1 C21 C26 C29 1.1(5) . . . . ?
O1 B1 C31 C36 67.7(3) . . . . ?
C2 B1 C31 C36 -168.5(2) . . . . ?
C41 B1 C31 C36 -48.5(4) . . . . ?
O1 B1 C31 C32 -106.6(3) . . . . ?
C2 B1 C31 C32 17.3(4) . . . . ?
C41 B1 C31 C32 137.2(3) . . . . ?
C36 C31 C32 F32 -178.9(3) . . . . ?
B1 C31 C32 F32 -4.3(4) . . . . ?
C36 C31 C32 C33 -0.5(4) . . . . ?
B1 C31 C32 C33 174.1(3) . . . . ?
F32 C32 C33 F33 -1.1(4) . . . . ?
C31 C32 C33 F33 -179.6(3) . . . . ?
F32 C32 C33 C34 178.6(3) . . . . ?
C31 C32 C33 C34 0.1(5) . . . . ?
F33 C33 C34 F34 0.2(5) . . . . ?
C32 C33 C34 F34 -179.5(3) . . . . ?
F33 C33 C34 C35 179.6(3) . . . . ?
C32 C33 C34 C35 -0.1(5) . . . . ?
F34 C34 C35 F35 0.0(5) . . . . ?
C33 C34 C35 F35 -179.4(3) . . . . ?
F34 C34 C35 C36 180.0(3) . . . . ?
C33 C34 C35 C36 0.6(5) . . . . ?
F35 C35 C36 F36 0.8(5) . . . . ?
C34 C35 C36 F36 -179.2(3) . . . . ?
F35 C35 C36 C31 179.0(3) . . . . ?
C34 C35 C36 C31 -1.1(5) . . . . ?
C32 C31 C36 F36 179.1(3) . . . . ?
B1 C31 C36 F36 4.3(4) . . . . ?
C32 C31 C36 C35 1.0(4) . . . . ?
B1 C31 C36 C35 -173.8(3) . . . . ?
O1 B1 C41 C46 23.0(4) . . . . ?
C2 B1 C41 C46 -93.7(3) . . . . ?
C31 B1 C41 C46 139.4(3) . . . . ?
O1 B1 C41 C42 -164.9(2) . . . . ?
C2 B1 C41 C42 78.5(3) . . . . ?
C31 B1 C41 C42 -48.4(3) . . . . ?
C46 C41 C42 F42 177.5(3) . . . . ?
B1 C41 C42 F42 4.5(4) . . . . ?
C46 C41 C42 C43 -1.2(4) . . . . ?
B1 C41 C42 C43 -174.2(3) . . . . ?
F42 C42 C43 F43 2.1(4) . . . . ?
C41 C42 C43 F43 -179.2(3) . . . . ?
F42 C42 C43 C44 -176.5(3) . . . . ?
C41 C42 C43 C44 2.2(5) . . . . ?
F43 C43 C44 F44 0.7(5) . . . . ?
C42 C43 C44 F44 179.3(3) . . . . ?
F43 C43 C44 C45 -179.8(3) . . . . ?
C42 C43 C44 C45 -1.2(5) . . . . ?
F44 C44 C45 F45 0.5(5) . . . . ?
C43 C44 C45 F45 -179.0(3) . . . . ?
F44 C44 C45 C46 178.9(3) . . . . ?
C43 C44 C45 C46 -0.6(5) . . . . ?
C42 C41 C46 F46 178.9(3) . . . . ?
B1 C41 C46 F46 -8.6(4) . . . . ?
C42 C41 C46 C45 -0.8(4) . . . . ?
B1 C41 C46 C45 171.7(3) . . . . ?
F45 C45 C46 F46 0.3(4) . . . . ?
C44 C45 C46 F46 -178.0(3) . . . . ?
F45 C45 C46 C41 -180.0(3) . . . . ?
C44 C45 C46 C41 1.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.357
_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_erk7376
_database_code_depnum_ccdc_archive 'CCDC 1034883'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H26 B F10 P'
_chemical_formula_weight         642.31

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.89880(10)
_cell_length_b                   12.23850(10)
_cell_length_c                   13.94790(10)
_cell_angle_alpha                90.5860(10)
_cell_angle_beta                 107.2620(10)
_cell_angle_gamma                99.4980(10)
_cell_volume                     1588.36(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5018
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    1.485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7359
_exptl_absorpt_correction_T_max  0.9162
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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            21483
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_av_sigmaI/netI    0.0259
_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       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         6.50
_diffrn_reflns_theta_max         67.32
_reflns_number_total             5515
_reflns_number_gt                4932
_reflns_threshold_expression     >2sigma(I)

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

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

 The hydrogen at P1 atom was refined freely.
 A badly disordered half pentane molecule was found in the asymmetrical unit
 and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek 
 J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove 
 mathematically the effect of the solvent. 
 The quoted formula and derived parameters are not included the squeezed
 solvent molecule.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.500 200 23 ' '

_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)+(0.0986P)²+0.3599P] 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         5515
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1558
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.45073(5) 0.15607(4) 0.84289(4) 0.04480(17) Uani 1 1 d . . .
H01 H 0.524(2) 0.0821(17) 0.8468(15) 0.043(5) Uiso 1 1 d . . .
B1 B 0.6205(3) 0.36413(19) 0.78207(19) 0.0516(5) Uani 1 1 d . . .
C1 C 0.5679(2) 0.28366(17) 0.86400(15) 0.0510(5) Uani 1 1 d . . .
H1 H 0.6425 0.2903 0.9303 0.061 Uiso 1 1 calc R . .
C2 C 0.5135(2) 0.39328(18) 0.83723(18) 0.0569(5) Uani 1 1 d . . .
H2A H 0.5489 0.4548 0.8889 0.068 Uiso 1 1 calc R . .
H2B H 0.4129 0.3884 0.7968 0.068 Uiso 1 1 calc R . .
C11 C 0.3625(2) 0.11199(16) 0.93745(15) 0.0467(4) Uani 1 1 d . . .
C12 C 0.3646(2) 0.18127(17) 1.01967(15) 0.0504(5) Uani 1 1 d . . .
C13 C 0.2919(2) 0.1376(2) 1.08633(17) 0.0569(5) Uani 1 1 d . . .
H13 H 0.2922 0.1838 1.1407 0.068 Uiso 1 1 calc R . .
C14 C 0.2194(2) 0.0293(2) 1.07578(18) 0.0595(5) Uani 1 1 d . . .
C15 C 0.2223(2) -0.03874(19) 0.99667(18) 0.0584(5) Uani 1 1 d . . .
H15 H 0.1757 -0.1131 0.9897 0.070 Uiso 1 1 calc R . .
C16 C 0.2922(2) -0.00032(17) 0.92709(16) 0.0517(5) Uani 1 1 d . . .
C17 C 0.4385(3) 0.30039(19) 1.04194(18) 0.0618(6) Uani 1 1 d . . .
H17A H 0.4163 0.3317 1.0984 0.093 Uiso 1 1 calc R . .
H17B H 0.4054 0.3421 0.9834 0.093 Uiso 1 1 calc R . .
H17C H 0.5416 0.3041 1.0584 0.093 Uiso 1 1 calc R . .
C18 C 0.1382(3) -0.0128(3) 1.1483(2) 0.0783(7) Uani 1 1 d . . .
H18A H 0.1505 0.0456 1.1993 0.117 Uiso 1 1 calc R . .
H18B H 0.1752 -0.0764 1.1801 0.117 Uiso 1 1 calc R . .
H18C H 0.0369 -0.0345 1.1119 0.117 Uiso 1 1 calc R . .
C19 C 0.2897(3) -0.08150(18) 0.84428(18) 0.0629(6) Uani 1 1 d . . .
H19A H 0.2390 -0.1538 0.8529 0.094 Uiso 1 1 calc R . .
H19B H 0.3875 -0.0870 0.8471 0.094 Uiso 1 1 calc R . .
H19C H 0.2411 -0.0559 0.7796 0.094 Uiso 1 1 calc R . .
C21 C 0.3251(2) 0.13896(16) 0.71738(15) 0.0468(4) Uani 1 1 d . . .
C22 C 0.1977(2) 0.18377(17) 0.69421(15) 0.0501(5) Uani 1 1 d . . .
C23 C 0.1117(2) 0.1764(2) 0.59415(17) 0.0595(5) Uani 1 1 d . . .
H23 H 0.0270 0.2068 0.5783 0.071 Uiso 1 1 calc R . .
C24 C 0.1460(3) 0.1263(2) 0.51754(17) 0.0637(6) Uani 1 1 d . . .
C25 C 0.2693(3) 0.07969(19) 0.54265(17) 0.0604(5) Uani 1 1 d . . .
H25 H 0.2921 0.0432 0.4914 0.072 Uiso 1 1 calc R . .
C26 C 0.3608(2) 0.08458(17) 0.64063(16) 0.0516(5) Uani 1 1 d . . .
C27 C 0.1480(2) 0.2378(2) 0.77216(18) 0.0590(5) Uani 1 1 d . . .
H27A H 0.0848 0.2884 0.7404 0.089 Uiso 1 1 calc R . .
H27B H 0.2307 0.2786 0.8234 0.089 Uiso 1 1 calc R . .
H27C H 0.0967 0.1812 0.8028 0.089 Uiso 1 1 calc R . .
C28 C 0.0524(4) 0.1227(3) 0.4098(2) 0.0883(9) Uani 1 1 d . . .
H28A H 0.0924 0.1824 0.3757 0.132 Uiso 1 1 calc R . .
H28B H -0.0438 0.1314 0.4084 0.132 Uiso 1 1 calc R . .
H28C H 0.0485 0.0520 0.3762 0.132 Uiso 1 1 calc R . .
C29 C 0.4922(3) 0.0306(2) 0.66014(18) 0.0621(6) Uani 1 1 d . . .
H29A H 0.4804 -0.0345 0.6979 0.093 Uiso 1 1 calc R . .
H29B H 0.5763 0.0828 0.6985 0.093 Uiso 1 1 calc R . .
H29C H 0.5043 0.0088 0.5965 0.093 Uiso 1 1 calc R . .
C31 C 0.7826(2) 0.43245(17) 0.82371(15) 0.0509(5) Uani 1 1 d . . .
F32 F 0.89709(15) 0.28370(12) 0.89178(11) 0.0704(4) Uani 1 1 d . . .
C32 C 0.9052(2) 0.39153(18) 0.87107(16) 0.0560(5) Uani 1 1 d . . .
C33 C 1.0418(2) 0.4568(2) 0.90119(17) 0.0667(6) Uani 1 1 d . . .
F33 F 1.15672(15) 0.41215(17) 0.94845(12) 0.0899(5) Uani 1 1 d . . .
F34 F 1.18717(18) 0.63203(18) 0.91394(14) 0.1070(7) Uani 1 1 d . . .
C34 C 1.0557(3) 0.5680(2) 0.88433(19) 0.0717(7) Uani 1 1 d . . .
F35 F 0.9526(2) 0.72242(13) 0.82366(15) 0.1006(6) Uani 1 1 d . . .
C35 C 0.9380(3) 0.6131(2) 0.8389(2) 0.0710(7) Uani 1 1 d . . .
F36 F 0.69261(17) 0.59521(12) 0.76639(11) 0.0746(4) Uani 1 1 d . . .
C36 C 0.8051(3) 0.54598(19) 0.80978(17) 0.0603(5) Uani 1 1 d . . .
C41 C 0.5727(2) 0.33432(17) 0.66283(16) 0.0527(5) Uani 1 1 d . . .
F42 F 0.76980(13) 0.24226(12) 0.67851(10) 0.0668(4) Uani 1 1 d . . .
C42 C 0.6516(2) 0.27736(18) 0.61915(17) 0.0559(5) Uani 1 1 d . . .
F43 F 0.69920(19) 0.19295(14) 0.48198(11) 0.0850(5) Uani 1 1 d . . .
C43 C 0.6175(3) 0.2512(2) 0.51748(18) 0.0649(6) Uani 1 1 d . . .
F44 F 0.4604(2) 0.25311(17) 0.35427(11) 0.1027(6) Uani 1 1 d . . .
C44 C 0.4981(3) 0.2823(2) 0.45253(18) 0.0720(7) Uani 1 1 d . . .
F45 F 0.2990(2) 0.37246(17) 0.42936(12) 0.0987(6) Uani 1 1 d . . .
C45 C 0.4174(3) 0.3416(2) 0.49107(19) 0.0699(6) Uani 1 1 d . . .
F46 F 0.37167(17) 0.42654(14) 0.62374(11) 0.0803(4) Uani 1 1 d . . .
C46 C 0.4560(3) 0.36717(19) 0.59340(18) 0.0600(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.749(2) . ?
P1 C21 1.808(2) . ?
P1 C11 1.826(2) . ?
P1 H01 1.24(2) . ?
B1 C2 1.563(3) . ?
B1 C41 1.608(3) . ?
B1 C31 1.614(3) . ?
B1 C1 1.660(3) . ?
C1 C2 1.535(3) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C11 C12 1.412(3) . ?
C11 C16 1.419(3) . ?
C12 C13 1.396(3) . ?
C12 C17 1.504(3) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.385(4) . ?
C14 C18 1.513(3) . ?
C15 C16 1.394(3) . ?
C15 H15 0.9400 . ?
C16 C19 1.508(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C22 1.410(3) . ?
C21 C26 1.415(3) . ?
C22 C23 1.396(3) . ?
C22 C27 1.507(3) . ?
C23 C24 1.380(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.385(4) . ?
C24 C28 1.508(3) . ?
C25 C26 1.392(3) . ?
C25 H25 0.9400 . ?
C26 C29 1.510(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.376(3) . ?
C31 C36 1.395(3) . ?
F32 C32 1.348(3) . ?
C32 C33 1.394(3) . ?
C33 F33 1.340(3) . ?
C33 C34 1.375(4) . ?
F34 C34 1.348(3) . ?
C34 C35 1.358(4) . ?
F35 C35 1.348(3) . ?
C35 C36 1.374(3) . ?
F36 C36 1.341(3) . ?
C41 C42 1.387(3) . ?
C41 C46 1.389(3) . ?
F42 C42 1.355(2) . ?
C42 C43 1.378(3) . ?
F43 C43 1.352(3) . ?
C43 C44 1.372(4) . ?
F44 C44 1.337(3) . ?
C44 C45 1.376(4) . ?
F45 C45 1.345(3) . ?
C45 C46 1.382(4) . ?
F46 C46 1.345(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C21 111.99(9) . . ?
C1 P1 C11 118.72(9) . . ?
C21 P1 C11 111.77(9) . . ?
C1 P1 H01 107.4(9) . . ?
C21 P1 H01 105.2(9) . . ?
C11 P1 H01 100.0(9) . . ?
C2 B1 C41 122.46(19) . . ?
C2 B1 C31 115.71(19) . . ?
C41 B1 C31 112.18(17) . . ?
C2 B1 C1 56.81(14) . . ?
C41 B1 C1 124.49(17) . . ?
C31 B1 C1 114.75(18) . . ?
C2 C1 B1 58.43(14) . . ?
C2 C1 P1 121.93(15) . . ?
B1 C1 P1 129.48(15) . . ?
C2 C1 H1 112.1 . . ?
B1 C1 H1 112.1 . . ?
P1 C1 H1 112.1 . . ?
C1 C2 B1 64.77(14) . . ?
C1 C2 H2A 117.3 . . ?
B1 C2 H2A 117.3 . . ?
C1 C2 H2B 117.3 . . ?
B1 C2 H2B 117.3 . . ?
H2A C2 H2B 114.3 . . ?
C12 C11 C16 119.55(18) . . ?
C12 C11 P1 124.07(15) . . ?
C16 C11 P1 116.36(15) . . ?
C13 C12 C11 118.41(19) . . ?
C13 C12 C17 116.22(19) . . ?
C11 C12 C17 125.37(18) . . ?
C14 C13 C12 122.8(2) . . ?
C14 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
C13 C14 C15 118.1(2) . . ?
C13 C14 C18 120.6(2) . . ?
C15 C14 C18 121.3(2) . . ?
C14 C15 C16 122.0(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C15 C16 C11 119.0(2) . . ?
C15 C16 C19 117.7(2) . . ?
C11 C16 C19 123.23(19) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C21 C26 120.04(18) . . ?
C22 C21 P1 121.27(15) . . ?
C26 C21 P1 118.59(15) . . ?
C23 C22 C21 118.5(2) . . ?
C23 C22 C27 118.12(19) . . ?
C21 C22 C27 123.41(19) . . ?
C24 C23 C22 122.6(2) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C23 C24 C25 117.9(2) . . ?
C23 C24 C28 121.1(2) . . ?
C25 C24 C28 121.0(2) . . ?
C24 C25 C26 122.7(2) . . ?
C24 C25 H25 118.6 . . ?
C26 C25 H25 118.6 . . ?
C25 C26 C21 118.27(19) . . ?
C25 C26 C29 118.56(19) . . ?
C21 C26 C29 123.17(19) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 114.5(2) . . ?
C32 C31 B1 127.49(19) . . ?
C36 C31 B1 118.0(2) . . ?
F32 C32 C31 120.23(19) . . ?
F32 C32 C33 116.6(2) . . ?
C31 C32 C33 123.2(2) . . ?
F33 C33 C34 120.8(2) . . ?
F33 C33 C32 120.2(3) . . ?
C34 C33 C32 118.9(2) . . ?
F34 C34 C35 120.3(3) . . ?
F34 C34 C33 119.3(3) . . ?
C35 C34 C33 120.3(2) . . ?
F35 C35 C34 119.9(2) . . ?
F35 C35 C36 121.0(3) . . ?
C34 C35 C36 119.1(2) . . ?
F36 C36 C35 116.5(2) . . ?
F36 C36 C31 119.6(2) . . ?
C35 C36 C31 123.9(2) . . ?
C42 C41 C46 113.4(2) . . ?
C42 C41 B1 121.82(19) . . ?
C46 C41 B1 124.7(2) . . ?
F42 C42 C43 116.1(2) . . ?
F42 C42 C41 119.38(19) . . ?
C43 C42 C41 124.5(2) . . ?
F43 C43 C44 120.1(2) . . ?
F43 C43 C42 120.3(2) . . ?
C44 C43 C42 119.7(2) . . ?
F44 C44 C43 120.2(2) . . ?
F44 C44 C45 121.2(2) . . ?
C43 C44 C45 118.6(2) . . ?
F45 C45 C44 120.0(2) . . ?
F45 C45 C46 120.1(2) . . ?
C44 C45 C46 120.0(2) . . ?
F46 C46 C45 115.6(2) . . ?
F46 C46 C41 120.6(2) . . ?
C45 C46 C41 123.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C41 B1 C1 C2 -109.2(2) . . . . ?
C31 B1 C1 C2 105.6(2) . . . . ?
C2 B1 C1 P1 107.3(2) . . . . ?
C41 B1 C1 P1 -1.8(3) . . . . ?
C31 B1 C1 P1 -147.04(17) . . . . ?
C21 P1 C1 C2 48.28(19) . . . . ?
C11 P1 C1 C2 -84.35(18) . . . . ?
C21 P1 C1 B1 -25.1(2) . . . . ?
C11 P1 C1 B1 -157.74(17) . . . . ?
P1 C1 C2 B1 -119.76(18) . . . . ?
C41 B1 C2 C1 112.7(2) . . . . ?
C31 B1 C2 C1 -103.9(2) . . . . ?
C1 P1 C11 C12 10.3(2) . . . . ?
C21 P1 C11 C12 -122.46(17) . . . . ?
C1 P1 C11 C16 -167.73(14) . . . . ?
C21 P1 C11 C16 59.54(17) . . . . ?
C16 C11 C12 C13 -2.5(3) . . . . ?
P1 C11 C12 C13 179.54(15) . . . . ?
C16 C11 C12 C17 177.99(19) . . . . ?
P1 C11 C12 C17 0.0(3) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C17 C12 C13 C14 -179.8(2) . . . . ?
C12 C13 C14 C15 1.4(3) . . . . ?
C12 C13 C14 C18 -178.0(2) . . . . ?
C13 C14 C15 C16 -1.7(3) . . . . ?
C18 C14 C15 C16 177.7(2) . . . . ?
C14 C15 C16 C11 -0.1(3) . . . . ?
C14 C15 C16 C19 179.6(2) . . . . ?
C12 C11 C16 C15 2.2(3) . . . . ?
P1 C11 C16 C15 -179.68(15) . . . . ?
C12 C11 C16 C19 -177.41(19) . . . . ?
P1 C11 C16 C19 0.7(3) . . . . ?
C1 P1 C21 C22 -83.46(18) . . . . ?
C11 P1 C21 C22 52.54(19) . . . . ?
C1 P1 C21 C26 93.08(17) . . . . ?
C11 P1 C21 C26 -130.92(16) . . . . ?
C26 C21 C22 C23 -2.2(3) . . . . ?
P1 C21 C22 C23 174.27(16) . . . . ?
C26 C21 C22 C27 176.8(2) . . . . ?
P1 C21 C22 C27 -6.7(3) . . . . ?
C21 C22 C23 C24 0.6(3) . . . . ?
C27 C22 C23 C24 -178.5(2) . . . . ?
C22 C23 C24 C25 1.5(4) . . . . ?
C22 C23 C24 C28 -178.4(2) . . . . ?
C23 C24 C25 C26 -2.0(4) . . . . ?
C28 C24 C25 C26 177.8(2) . . . . ?
C24 C25 C26 C21 0.4(3) . . . . ?
C24 C25 C26 C29 179.7(2) . . . . ?
C22 C21 C26 C25 1.7(3) . . . . ?
P1 C21 C26 C25 -174.85(16) . . . . ?
C22 C21 C26 C29 -177.52(19) . . . . ?
P1 C21 C26 C29 5.9(3) . . . . ?
C2 B1 C31 C32 113.6(2) . . . . ?
C41 B1 C31 C32 -99.3(2) . . . . ?
C1 B1 C31 C32 50.2(3) . . . . ?
C2 B1 C31 C36 -67.6(3) . . . . ?
C41 B1 C31 C36 79.5(2) . . . . ?
C1 B1 C31 C36 -131.1(2) . . . . ?
C36 C31 C32 F32 177.89(18) . . . . ?
B1 C31 C32 F32 -3.3(3) . . . . ?
C36 C31 C32 C33 -1.2(3) . . . . ?
B1 C31 C32 C33 177.6(2) . . . . ?
F32 C32 C33 F33 -0.2(3) . . . . ?
C31 C32 C33 F33 178.94(19) . . . . ?
F32 C32 C33 C34 -178.27(19) . . . . ?
C31 C32 C33 C34 0.9(3) . . . . ?
F33 C33 C34 F34 1.4(3) . . . . ?
C32 C33 C34 F34 179.5(2) . . . . ?
F33 C33 C34 C35 -178.2(2) . . . . ?
C32 C33 C34 C35 -0.1(4) . . . . ?
F34 C34 C35 F35 -0.3(4) . . . . ?
C33 C34 C35 F35 179.3(2) . . . . ?
F34 C34 C35 C36 -179.8(2) . . . . ?
C33 C34 C35 C36 -0.2(4) . . . . ?
F35 C35 C36 F36 -0.2(3) . . . . ?
C34 C35 C36 F36 179.2(2) . . . . ?
F35 C35 C36 C31 -179.7(2) . . . . ?
C34 C35 C36 C31 -0.3(4) . . . . ?
C32 C31 C36 F36 -178.50(19) . . . . ?
B1 C31 C36 F36 2.6(3) . . . . ?
C32 C31 C36 C35 0.9(3) . . . . ?
B1 C31 C36 C35 -178.0(2) . . . . ?
C2 B1 C41 C42 -160.2(2) . . . . ?
C31 B1 C41 C42 55.2(3) . . . . ?
C1 B1 C41 C42 -90.7(3) . . . . ?
C2 B1 C41 C46 23.6(3) . . . . ?
C31 B1 C41 C46 -121.0(2) . . . . ?
C1 B1 C41 C46 93.1(3) . . . . ?
C46 C41 C42 F42 178.90(19) . . . . ?
B1 C41 C42 F42 2.3(3) . . . . ?
C46 C41 C42 C43 -2.2(3) . . . . ?
B1 C41 C42 C43 -178.8(2) . . . . ?
F42 C42 C43 F43 0.5(3) . . . . ?
C41 C42 C43 F43 -178.4(2) . . . . ?
F42 C42 C43 C44 179.0(2) . . . . ?
C41 C42 C43 C44 0.1(4) . . . . ?
F43 C43 C44 F44 1.5(4) . . . . ?
C42 C43 C44 F44 -177.0(2) . . . . ?
F43 C43 C44 C45 -180.0(2) . . . . ?
C42 C43 C44 C45 1.6(4) . . . . ?
F44 C44 C45 F45 -0.9(4) . . . . ?
C43 C44 C45 F45 -179.4(3) . . . . ?
F44 C44 C45 C46 177.6(3) . . . . ?
C43 C44 C45 C46 -0.9(4) . . . . ?
F45 C45 C46 F46 -2.3(4) . . . . ?
C44 C45 C46 F46 179.2(2) . . . . ?
F45 C45 C46 C41 177.1(2) . . . . ?
C44 C45 C46 C41 -1.5(4) . . . . ?
C42 C41 C46 F46 -177.8(2) . . . . ?
B1 C41 C46 F46 -1.3(3) . . . . ?
C42 C41 C46 C45 2.9(3) . . . . ?
B1 C41 C46 C45 179.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        67.32
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_erk7550
_database_code_depnum_ccdc_archive 'CCDC 1034884'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H27 B F13 O3 P S'
_chemical_formula_weight         792.39

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   13.0550(5)
_cell_length_b                   18.7048(8)
_cell_length_c                   15.4615(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.848(3)
_cell_angle_gamma                90.00
_cell_volume                     3665.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5888
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1608
_exptl_absorpt_coefficient_mu    2.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7297
_exptl_absorpt_correction_T_max  0.9396
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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            26571
_diffrn_reflns_av_R_equivalents  0.092
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.78
_diffrn_reflns_theta_max         67.10
_reflns_number_total             6159
_reflns_number_gt                3853
_reflns_threshold_expression     >2sigma(I)

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

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

 The hydrogen at P1 atom was refined freely.

 The CF3 group is disordered over two positions. Several restraints (SADI,
 SAME, ISOR and SIMU) were used in order to improve refinement stability.

 One half disordered pentane molecule was found in the asymmetrical unit 
 and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek
 J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove 
 mathematically the effect of the solvent. 
 The quoted formula and derived parameters are not included the squeezed
 solvent molecule. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.000 178 45 ' '
2 0.150 0.948 0.153 9 0 ' '
3 0.503 1.000 0.503 176 45 ' '
4 0.351 0.447 0.358 8 0 ' '
5 0.649 0.553 0.642 7 0 ' '
6 0.851 0.053 0.858 8 0 ' '

_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)+(0.0857P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6159
_refine_ls_number_parameters     508
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.063
_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 0.76068(7) 0.15100(5) 0.33715(6) 0.0412(2) Uani 1 1 d . . .
H01 H 0.718(2) 0.2082(16) 0.3061(17) 0.030(8) Uiso 1 1 d . . .
B1 B 0.8683(3) 0.1194(2) 0.1941(3) 0.0427(10) Uani 1 1 d . . .
S1 S 0.81282(8) 0.25156(5) 0.10566(7) 0.0546(3) Uani 1 1 d . A .
O1 O 0.79638(17) 0.17657(12) 0.13420(14) 0.0446(6) Uani 1 1 d . . .
O2 O 0.7599(2) 0.30090(15) 0.15009(19) 0.0729(8) Uani 1 1 d . . .
O3 O 0.9176(2) 0.26656(17) 0.1005(2) 0.0830(10) Uani 1 1 d . . .
C1 C 0.8816(3) 0.14566(19) 0.2989(2) 0.0424(8) Uani 1 1 d . . .
H1 H 0.9277 0.1103 0.3372 0.051 Uiso 1 1 calc R . .
C2 C 0.9351(3) 0.2198(2) 0.3198(2) 0.0535(10) Uani 1 1 d . . .
H2A H 1.0004 0.2206 0.3004 0.080 Uiso 1 1 calc R . .
H2B H 0.9500 0.2286 0.3835 0.080 Uiso 1 1 calc R . .
H2C H 0.8882 0.2567 0.2887 0.080 Uiso 1 1 calc R . .
C3 C 0.7320(5) 0.2499(3) -0.0069(3) 0.0838(15) Uani 1 1 d D . .
F1 F 0.7364(16) 0.3122(7) -0.0444(13) 0.141(7) Uani 0.53(3) 1 d PDU A 1
F2 F 0.7516(13) 0.1990(7) -0.0612(5) 0.086(4) Uani 0.53(3) 1 d PDU A 1
F3 F 0.6319(8) 0.2365(8) 0.0000(10) 0.087(3) Uani 0.53(3) 1 d PDU A 1
F1A F 0.7177(13) 0.3181(5) -0.0359(10) 0.079(4) Uani 0.47(3) 1 d PDU A 2
F2A F 0.7982(18) 0.2239(11) -0.0564(8) 0.109(4) Uani 0.47(3) 1 d PDU A 2
F3A F 0.6418(12) 0.2185(9) -0.0218(14) 0.106(5) Uani 0.47(3) 1 d PDU A 2
C11 C 0.7781(3) 0.16613(19) 0.4560(2) 0.0456(9) Uani 1 1 d . . .
C12 C 0.6898(3) 0.1962(2) 0.4809(2) 0.0508(9) Uani 1 1 d . . .
C13 C 0.6951(4) 0.2096(3) 0.5709(3) 0.0684(12) Uani 1 1 d . . .
H13 H 0.6364 0.2299 0.5869 0.082 Uiso 1 1 calc R . .
C14 C 0.7836(4) 0.1938(3) 0.6365(3) 0.0738(13) Uani 1 1 d . . .
C15 C 0.8689(4) 0.1645(2) 0.6114(3) 0.0675(12) Uani 1 1 d . . .
H15 H 0.9299 0.1541 0.6560 0.081 Uiso 1 1 calc R . .
C16 C 0.8696(3) 0.1493(2) 0.5231(2) 0.0533(10) Uani 1 1 d . . .
C17 C 0.5881(3) 0.2157(2) 0.4161(3) 0.0633(11) Uani 1 1 d . . .
H17A H 0.5374 0.2318 0.4485 0.095 Uiso 1 1 calc R . .
H17B H 0.5604 0.1742 0.3805 0.095 Uiso 1 1 calc R . .
H17C H 0.6011 0.2538 0.3774 0.095 Uiso 1 1 calc R . .
C18 C 0.7882(5) 0.2077(4) 0.7342(3) 0.114(2) Uani 1 1 d . . .
H18A H 0.8279 0.2512 0.7530 0.171 Uiso 1 1 calc R . .
H18B H 0.8224 0.1678 0.7696 0.171 Uiso 1 1 calc R . .
H18C H 0.7171 0.2131 0.7422 0.171 Uiso 1 1 calc R . .
C19 C 0.9694(3) 0.1153(3) 0.5100(3) 0.0656(12) Uani 1 1 d . . .
H19A H 1.0189 0.1096 0.5673 0.098 Uiso 1 1 calc R . .
H19B H 1.0004 0.1456 0.4722 0.098 Uiso 1 1 calc R . .
H19C H 0.9532 0.0689 0.4822 0.098 Uiso 1 1 calc R . .
C21 C 0.6618(3) 0.08398(19) 0.2959(2) 0.0428(8) Uani 1 1 d . . .
C22 C 0.6757(3) 0.0140(2) 0.3310(2) 0.0467(9) Uani 1 1 d . . .
C23 C 0.6001(3) -0.0375(2) 0.2970(3) 0.0554(10) Uani 1 1 d . . .
H23 H 0.6089 -0.0841 0.3202 0.066 Uiso 1 1 calc R . .
C24 C 0.5122(3) -0.0218(2) 0.2296(3) 0.0619(11) Uani 1 1 d . . .
C25 C 0.4995(3) 0.0468(2) 0.1969(3) 0.0540(10) Uani 1 1 d . . .
H25 H 0.4391 0.0577 0.1519 0.065 Uiso 1 1 calc R . .
C26 C 0.5722(3) 0.1009(2) 0.2277(2) 0.0455(9) Uani 1 1 d . . .
C27 C 0.7699(3) -0.0076(2) 0.4025(3) 0.0574(10) Uani 1 1 d . . .
H27A H 0.8337 0.0084 0.3867 0.086 Uiso 1 1 calc R . .
H27B H 0.7714 -0.0592 0.4087 0.086 Uiso 1 1 calc R . .
H27C H 0.7656 0.0141 0.4585 0.086 Uiso 1 1 calc R . .
C28 C 0.4321(4) -0.0800(3) 0.1925(4) 0.0925(16) Uani 1 1 d . . .
H28A H 0.4397 -0.1190 0.2348 0.139 Uiso 1 1 calc R . .
H28B H 0.4443 -0.0976 0.1367 0.139 Uiso 1 1 calc R . .
H28C H 0.3614 -0.0605 0.1822 0.139 Uiso 1 1 calc R . .
C29 C 0.5492(3) 0.1738(2) 0.1839(3) 0.0571(10) Uani 1 1 d . . .
H29A H 0.4868 0.1707 0.1352 0.086 Uiso 1 1 calc R . .
H29B H 0.6089 0.1888 0.1611 0.086 Uiso 1 1 calc R . .
H29C H 0.5374 0.2082 0.2274 0.086 Uiso 1 1 calc R . .
C31 C 0.9807(3) 0.1135(2) 0.1647(2) 0.0479(9) Uani 1 1 d . . .
C32 C 0.9790(3) 0.1031(2) 0.0756(2) 0.0511(9) Uani 1 1 d . . .
F32 F 0.88520(17) 0.09899(13) 0.01592(13) 0.0638(6) Uani 1 1 d . . .
C33 C 1.0661(3) 0.0956(3) 0.0414(3) 0.0716(13) Uani 1 1 d . . .
F33 F 1.0560(2) 0.08705(19) -0.04652(16) 0.0999(10) Uani 1 1 d . . .
C34 C 1.1634(3) 0.0974(3) 0.0981(3) 0.0882(17) Uani 1 1 d . . .
F34 F 1.2502(2) 0.0926(2) 0.0667(2) 0.1381(15) Uani 1 1 d U . .
C35 C 1.1717(3) 0.1051(3) 0.1874(3) 0.0848(16) Uani 1 1 d . . .
F35 F 1.2674(2) 0.1057(2) 0.2437(2) 0.1372(15) Uani 1 1 d U . .
C36 C 1.0817(3) 0.1120(3) 0.2187(3) 0.0640(12) Uani 1 1 d . . .
F36 F 1.09869(17) 0.11579(16) 0.30819(15) 0.0845(9) Uani 1 1 d . . .
C41 C 0.8119(3) 0.04231(18) 0.1715(2) 0.0409(8) Uani 1 1 d . . .
F42 F 0.66125(15) 0.07882(11) 0.05977(13) 0.0540(5) Uani 1 1 d . . .
C42 C 0.7181(3) 0.02608(19) 0.1076(2) 0.0443(8) Uani 1 1 d . . .
F43 F 0.59058(16) -0.05344(12) 0.02763(14) 0.0638(6) Uani 1 1 d . . .
C43 C 0.6814(3) -0.0423(2) 0.0894(2) 0.0480(9) Uani 1 1 d . . .
F44 F 0.70153(19) -0.16567(12) 0.11213(16) 0.0725(7) Uani 1 1 d . . .
C44 C 0.7360(3) -0.0990(2) 0.1327(3) 0.0510(9) Uani 1 1 d . . .
F45 F 0.88462(19) -0.14283(11) 0.23686(15) 0.0675(6) Uani 1 1 d . . .
C45 C 0.8284(3) -0.08683(19) 0.1955(2) 0.0489(9) Uani 1 1 d . . .
F46 F 0.95547(16) -0.01031(11) 0.27520(13) 0.0579(6) Uani 1 1 d . . .
C46 C 0.8626(3) -0.01795(19) 0.2127(2) 0.0449(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C21 1.803(4) . ?
P1 C1 1.816(3) . ?
P1 C11 1.819(4) . ?
P1 H01 1.25(3) . ?
B1 O1 1.571(5) . ?
B1 C41 1.618(5) . ?
B1 C31 1.641(5) . ?
B1 C1 1.662(5) . ?
S1 O3 1.416(3) . ?
S1 O2 1.425(3) . ?
S1 O1 1.501(2) . ?
S1 C3 1.806(5) . ?
C1 C2 1.552(5) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C3 F3A 1.288(11) . ?
C3 F1 1.309(10) . ?
C3 F2 1.335(9) . ?
C3 F1A 1.350(9) . ?
C3 F3 1.360(10) . ?
C3 F2A 1.373(11) . ?
C11 C12 1.417(5) . ?
C11 C16 1.417(5) . ?
C12 C13 1.399(5) . ?
C12 C17 1.504(5) . ?
C13 C14 1.375(6) . ?
C13 H13 0.9400 . ?
C14 C15 1.379(6) . ?
C14 C18 1.519(6) . ?
C15 C16 1.397(5) . ?
C15 H15 0.9400 . ?
C16 C19 1.506(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.411(5) . ?
C21 C22 1.412(5) . ?
C22 C23 1.389(5) . ?
C22 C27 1.499(5) . ?
C23 C24 1.385(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.375(6) . ?
C24 C28 1.523(6) . ?
C25 C26 1.390(5) . ?
C25 H25 0.9400 . ?
C26 C29 1.519(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C36 1.381(5) . ?
C31 C32 1.386(5) . ?
C32 F32 1.347(4) . ?
C32 C33 1.372(5) . ?
C33 F33 1.344(4) . ?
C33 C34 1.360(6) . ?
C34 F34 1.339(5) . ?
C34 C35 1.367(6) . ?
C35 F35 1.341(5) . ?
C35 C36 1.380(6) . ?
C36 F36 1.350(4) . ?
C41 C46 1.383(5) . ?
C41 C42 1.411(5) . ?
F42 C42 1.344(4) . ?
C42 C43 1.372(5) . ?
F43 C43 1.348(4) . ?
C43 C44 1.361(5) . ?
F44 C44 1.337(4) . ?
C44 C45 1.375(5) . ?
F45 C45 1.349(4) . ?
C45 C46 1.369(5) . ?
F46 C46 1.364(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
C21 P1 C1 116.81(15) . . ?
C21 P1 C11 111.78(16) . . ?
C1 P1 C11 115.45(16) . . ?
C21 P1 H01 104.2(12) . . ?
C1 P1 H01 105.3(13) . . ?
C11 P1 H01 101.1(12) . . ?
O1 B1 C41 107.6(3) . . ?
O1 B1 C31 109.3(3) . . ?
C41 B1 C31 105.8(3) . . ?
O1 B1 C1 106.3(3) . . ?
C41 B1 C1 114.2(3) . . ?
C31 B1 C1 113.4(3) . . ?
O3 S1 O2 119.0(2) . . ?
O3 S1 O1 114.17(16) . . ?
O2 S1 O1 110.09(16) . . ?
O3 S1 C3 107.4(2) . . ?
O2 S1 C3 103.7(2) . . ?
O1 S1 C3 100.13(19) . . ?
S1 O1 B1 134.6(2) . . ?
C2 C1 B1 113.9(3) . . ?
C2 C1 P1 105.4(2) . . ?
B1 C1 P1 116.0(2) . . ?
C2 C1 H1 107.0 . . ?
B1 C1 H1 107.0 . . ?
P1 C1 H1 107.0 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
F3A C3 F1 117.5(13) . . ?
F3A C3 F2 82.3(8) . . ?
F1 C3 F2 108.7(9) . . ?
F3A C3 F1A 108.9(9) . . ?
F1 C3 F1A 13.9(14) . . ?
F2 C3 F1A 119.8(9) . . ?
F3A C3 F3 22.1(10) . . ?
F1 C3 F3 110.1(9) . . ?
F2 C3 F3 104.4(7) . . ?
F1A C3 F3 98.1(10) . . ?
F3A C3 F2A 114.2(9) . . ?
F1 C3 F2A 88.2(10) . . ?
F2 C3 F2A 32.4(6) . . ?
F1A C3 F2A 101.8(9) . . ?
F3 C3 F2A 136.3(10) . . ?
F3A C3 S1 118.6(9) . . ?
F1 C3 S1 109.6(10) . . ?
F2 C3 S1 117.6(5) . . ?
F1A C3 S1 107.8(7) . . ?
F3 C3 S1 106.2(7) . . ?
F2A C3 S1 104.1(8) . . ?
C12 C11 C16 119.2(3) . . ?
C12 C11 P1 115.1(3) . . ?
C16 C11 P1 125.7(3) . . ?
C13 C12 C11 119.5(4) . . ?
C13 C12 C17 116.4(4) . . ?
C11 C12 C17 124.1(3) . . ?
C14 C13 C12 121.9(4) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 118.0(4) . . ?
C13 C14 C18 121.6(5) . . ?
C15 C14 C18 120.4(5) . . ?
C14 C15 C16 123.4(4) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C11 118.0(4) . . ?
C15 C16 C19 115.1(3) . . ?
C11 C16 C19 126.9(3) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 120.1(3) . . ?
C26 C21 P1 120.3(3) . . ?
C22 C21 P1 119.6(3) . . ?
C23 C22 C21 118.9(3) . . ?
C23 C22 C27 118.4(3) . . ?
C21 C22 C27 122.7(3) . . ?
C24 C23 C22 121.6(4) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C23 118.7(4) . . ?
C25 C24 C28 121.2(4) . . ?
C23 C24 C28 120.2(4) . . ?
C24 C25 C26 122.8(4) . . ?
C24 C25 H25 118.6 . . ?
C26 C25 H25 118.6 . . ?
C25 C26 C21 117.9(3) . . ?
C25 C26 C29 117.0(3) . . ?
C21 C26 C29 125.0(3) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 112.6(3) . . ?
C36 C31 B1 128.5(3) . . ?
C32 C31 B1 118.7(3) . . ?
F32 C32 C33 115.6(3) . . ?
F32 C32 C31 119.0(3) . . ?
C33 C32 C31 125.4(4) . . ?
F33 C33 C34 120.3(4) . . ?
F33 C33 C32 120.8(4) . . ?
C34 C33 C32 118.8(4) . . ?
F34 C34 C33 120.4(4) . . ?
F34 C34 C35 120.2(4) . . ?
C33 C34 C35 119.3(4) . . ?
F35 C35 C34 119.5(4) . . ?
F35 C35 C36 120.8(4) . . ?
C34 C35 C36 119.7(4) . . ?
F36 C36 C35 114.8(3) . . ?
F36 C36 C31 121.2(3) . . ?
C35 C36 C31 124.1(4) . . ?
C46 C41 C42 112.8(3) . . ?
C46 C41 B1 118.9(3) . . ?
C42 C41 B1 128.1(3) . . ?
F42 C42 C43 116.9(3) . . ?
F42 C42 C41 120.0(3) . . ?
C43 C42 C41 123.1(3) . . ?
F43 C43 C44 119.7(3) . . ?
F43 C43 C42 119.6(3) . . ?
C44 C43 C42 120.7(3) . . ?
F44 C44 C43 120.2(4) . . ?
F44 C44 C45 120.7(3) . . ?
C43 C44 C45 119.1(3) . . ?
F45 C45 C46 121.5(3) . . ?
F45 C45 C44 119.5(3) . . ?
C46 C45 C44 119.0(3) . . ?
F46 C46 C45 115.5(3) . . ?
F46 C46 C41 119.1(3) . . ?
C45 C46 C41 125.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 O1 B1 28.9(4) . . . . ?
O2 S1 O1 B1 -108.0(3) . . . . ?
C3 S1 O1 B1 143.3(3) . . . . ?
C41 B1 O1 S1 -162.2(2) . . . . ?
C31 B1 O1 S1 -47.8(4) . . . . ?
C1 B1 O1 S1 75.0(4) . . . . ?
O1 B1 C1 C2 -61.1(4) . . . . ?
C41 B1 C1 C2 -179.6(3) . . . . ?
C31 B1 C1 C2 59.0(4) . . . . ?
O1 B1 C1 P1 61.5(3) . . . . ?
C41 B1 C1 P1 -57.0(4) . . . . ?
C31 B1 C1 P1 -178.4(3) . . . . ?
C21 P1 C1 C2 163.2(2) . . . . ?
C11 P1 C1 C2 -62.3(3) . . . . ?
C21 P1 C1 B1 36.3(3) . . . . ?
C11 P1 C1 B1 170.8(2) . . . . ?
O3 S1 C3 F3A 160.9(12) . . . . ?
O2 S1 C3 F3A -72.2(12) . . . . ?
O1 S1 C3 F3A 41.5(12) . . . . ?
O3 S1 C3 F1 -60.3(11) . . . . ?
O2 S1 C3 F1 66.5(11) . . . . ?
O1 S1 C3 F1 -179.7(11) . . . . ?
O3 S1 C3 F2 64.5(10) . . . . ?
O2 S1 C3 F2 -168.7(10) . . . . ?
O1 S1 C3 F2 -54.9(10) . . . . ?
O3 S1 C3 F1A -74.8(9) . . . . ?
O2 S1 C3 F1A 52.0(9) . . . . ?
O1 S1 C3 F1A 165.8(9) . . . . ?
O3 S1 C3 F3 -179.2(7) . . . . ?
O2 S1 C3 F3 -52.3(8) . . . . ?
O1 S1 C3 F3 61.4(8) . . . . ?
O3 S1 C3 F2A 32.8(11) . . . . ?
O2 S1 C3 F2A 159.6(10) . . . . ?
O1 S1 C3 F2A -86.6(10) . . . . ?
C21 P1 C11 C12 -65.7(3) . . . . ?
C1 P1 C11 C12 157.5(3) . . . . ?
C21 P1 C11 C16 113.0(3) . . . . ?
C1 P1 C11 C16 -23.8(4) . . . . ?
C16 C11 C12 C13 0.9(6) . . . . ?
P1 C11 C12 C13 179.7(3) . . . . ?
C16 C11 C12 C17 -179.5(4) . . . . ?
P1 C11 C12 C17 -0.7(5) . . . . ?
C11 C12 C13 C14 -0.6(7) . . . . ?
C17 C12 C13 C14 179.8(4) . . . . ?
C12 C13 C14 C15 0.5(7) . . . . ?
C12 C13 C14 C18 -179.3(5) . . . . ?
C13 C14 C15 C16 -0.7(7) . . . . ?
C18 C14 C15 C16 179.0(5) . . . . ?
C14 C15 C16 C11 1.0(7) . . . . ?
C14 C15 C16 C19 -178.3(4) . . . . ?
C12 C11 C16 C15 -1.1(6) . . . . ?
P1 C11 C16 C15 -179.8(3) . . . . ?
C12 C11 C16 C19 178.1(4) . . . . ?
P1 C11 C16 C19 -0.5(6) . . . . ?
C1 P1 C21 C26 -102.8(3) . . . . ?
C11 P1 C21 C26 121.1(3) . . . . ?
C1 P1 C21 C22 75.8(3) . . . . ?
C11 P1 C21 C22 -60.3(3) . . . . ?
C26 C21 C22 C23 0.3(5) . . . . ?
P1 C21 C22 C23 -178.4(3) . . . . ?
C26 C21 C22 C27 179.1(3) . . . . ?
P1 C21 C22 C27 0.4(5) . . . . ?
C21 C22 C23 C24 0.2(6) . . . . ?
C27 C22 C23 C24 -178.7(4) . . . . ?
C22 C23 C24 C25 -0.8(6) . . . . ?
C22 C23 C24 C28 178.7(4) . . . . ?
C23 C24 C25 C26 1.1(6) . . . . ?
C28 C24 C25 C26 -178.4(4) . . . . ?
C24 C25 C26 C21 -0.6(5) . . . . ?
C24 C25 C26 C29 178.5(4) . . . . ?
C22 C21 C26 C25 -0.1(5) . . . . ?
P1 C21 C26 C25 178.6(3) . . . . ?
C22 C21 C26 C29 -179.1(3) . . . . ?
P1 C21 C26 C29 -0.5(5) . . . . ?
O1 B1 C31 C36 134.1(4) . . . . ?
C41 B1 C31 C36 -110.3(5) . . . . ?
C1 B1 C31 C36 15.6(6) . . . . ?
O1 B1 C31 C32 -51.6(4) . . . . ?
C41 B1 C31 C32 64.0(4) . . . . ?
C1 B1 C31 C32 -170.0(3) . . . . ?
C36 C31 C32 F32 176.1(4) . . . . ?
B1 C31 C32 F32 0.9(5) . . . . ?
C36 C31 C32 C33 -3.2(6) . . . . ?
B1 C31 C32 C33 -178.4(4) . . . . ?
F32 C32 C33 F33 2.1(6) . . . . ?
C31 C32 C33 F33 -178.6(4) . . . . ?
F32 C32 C33 C34 -178.4(4) . . . . ?
C31 C32 C33 C34 0.9(8) . . . . ?
F33 C33 C34 F34 1.8(9) . . . . ?
C32 C33 C34 F34 -177.8(5) . . . . ?
F33 C33 C34 C35 -179.2(5) . . . . ?
C32 C33 C34 C35 1.3(8) . . . . ?
F34 C34 C35 F35 -2.1(9) . . . . ?
C33 C34 C35 F35 178.9(5) . . . . ?
F34 C34 C35 C36 178.2(5) . . . . ?
C33 C34 C35 C36 -0.9(9) . . . . ?
F35 C35 C36 F36 -2.9(8) . . . . ?
C34 C35 C36 F36 176.8(5) . . . . ?
F35 C35 C36 C31 178.5(5) . . . . ?
C34 C35 C36 C31 -1.8(8) . . . . ?
C32 C31 C36 F36 -174.9(4) . . . . ?
B1 C31 C36 F36 -0.3(7) . . . . ?
C32 C31 C36 C35 3.6(7) . . . . ?
B1 C31 C36 C35 178.3(5) . . . . ?
O1 B1 C41 C46 176.8(3) . . . . ?
C31 B1 C41 C46 60.1(4) . . . . ?
C1 B1 C41 C46 -65.4(4) . . . . ?
O1 B1 C41 C42 2.7(5) . . . . ?
C31 B1 C41 C42 -114.0(4) . . . . ?
C1 B1 C41 C42 120.5(4) . . . . ?
C46 C41 C42 F42 -178.0(3) . . . . ?
B1 C41 C42 F42 -3.5(5) . . . . ?
C46 C41 C42 C43 0.6(5) . . . . ?
B1 C41 C42 C43 175.0(3) . . . . ?
F42 C42 C43 F43 -1.8(5) . . . . ?
C41 C42 C43 F43 179.7(3) . . . . ?
F42 C42 C43 C44 177.8(3) . . . . ?
C41 C42 C43 C44 -0.8(6) . . . . ?
F43 C43 C44 F44 2.0(5) . . . . ?
C42 C43 C44 F44 -177.6(3) . . . . ?
F43 C43 C44 C45 180.0(3) . . . . ?
C42 C43 C44 C45 0.4(6) . . . . ?
F44 C44 C45 F45 -0.1(5) . . . . ?
C43 C44 C45 F45 -178.1(3) . . . . ?
F44 C44 C45 C46 178.1(3) . . . . ?
C43 C44 C45 C46 0.1(5) . . . . ?
F45 C45 C46 F46 -1.2(5) . . . . ?
C44 C45 C46 F46 -179.3(3) . . . . ?
F45 C45 C46 C41 177.9(3) . . . . ?
C44 C45 C46 C41 -0.3(6) . . . . ?
C42 C41 C46 F46 179.0(3) . . . . ?
B1 C41 C46 F46 4.0(5) . . . . ?
C42 C41 C46 C45 0.0(5) . . . . ?
B1 C41 C46 C45 -175.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.941
_diffrn_reflns_theta_full        67.10
_diffrn_measured_fraction_theta_full 0.941
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_erk7395
_database_code_depnum_ccdc_archive 'CCDC 1034885'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H28 B F10 P'
_chemical_formula_weight         644.32

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   8.8140(3)
_cell_length_b                   24.0603(8)
_cell_length_c                   14.3592(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.377(2)
_cell_angle_gamma                90.00
_cell_volume                     2949.75(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4703
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    1.600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6905
_exptl_absorpt_correction_T_max  0.8071
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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            18372
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.67
_diffrn_reflns_theta_max         67.27
_reflns_number_total             5076
_reflns_number_gt                4770
_reflns_threshold_expression     >2sigma(I)

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

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

 The hydrogens at B1, B1A, P1 and P1A atoms were refined freely, but with  
 distance restraints (DFIX).
 The molecule is almoust entire 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)+(0.0354P)²+2.3101P] 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         5076
_refine_ls_number_parameters     656
_refine_ls_number_restraints     705
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1352
_refine_ls_wR_factor_gt          0.1339
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.146
_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
C11 C 0.1736(3) 0.08584(11) 0.47061(18) 0.0498(6) Uani 1 1 d D . .
C21 C 0.0337(3) 0.16521(12) 0.58755(18) 0.0542(6) Uani 1 1 d D . .
P1 P 0.16387(12) 0.10541(5) 0.59039(6) 0.0443(3) Uani 0.850(3) 1 d PDU A 1
H01 H 0.093(3) 0.0642(11) 0.6143(18) 0.036(7) Uiso 0.850(3) 1 d P A 1
C1 C 0.3451(4) 0.10817(16) 0.6825(2) 0.0486(9) Uani 0.850(3) 1 d PDU A 1
H1 H 0.4215 0.1335 0.6644 0.058 Uiso 0.850(3) 1 calc PR A 1
C2 C 0.4087(10) 0.0472(3) 0.6964(6) 0.067(2) Uani 0.850(3) 1 d PDU A 1
H2A H 0.5145 0.0473 0.7371 0.101 Uiso 0.850(3) 1 calc PR A 1
H2B H 0.4090 0.0313 0.6343 0.101 Uiso 0.850(3) 1 calc PR A 1
H2C H 0.3420 0.0250 0.7264 0.101 Uiso 0.850(3) 1 calc PR A 1
B1 B 0.3014(4) 0.12876(16) 0.7838(3) 0.0525(9) Uani 0.850(3) 1 d PDU A 1
H02 H 0.190(4) 0.1050(13) 0.783(2) 0.054(8) Uiso 0.850(3) 1 d P A 1
C31 C 0.4340(5) 0.10949(19) 0.8791(3) 0.0520(9) Uani 0.850(3) 1 d PDU A 1
F32 F 0.6461(3) 0.14457(12) 0.82227(16) 0.0850(8) Uani 0.850(3) 1 d PDU A 1
C32 C 0.5937(6) 0.1183(2) 0.8919(3) 0.0617(11) Uani 0.850(3) 1 d PDU A 1
F33 F 0.8602(3) 0.11152(17) 0.9777(2) 0.1100(11) Uani 0.850(3) 1 d PDU A 1
C33 C 0.7083(5) 0.1020(3) 0.9715(4) 0.0762(14) Uani 0.850(3) 1 d PDU A 1
F34 F 0.7697(5) 0.0583(2) 1.1240(3) 0.1078(13) Uani 0.850(3) 1 d PDU A 1
C34 C 0.6645(6) 0.0749(3) 1.0448(4) 0.0756(19) Uani 0.850(3) 1 d PDU A 1
F35 F 0.4638(5) 0.04169(19) 1.1099(3) 0.1044(12) Uani 0.850(3) 1 d PDU A 1
C35 C 0.5082(7) 0.0672(5) 1.0380(5) 0.0728(19) Uani 0.850(3) 1 d PDU A 1
F36 F 0.2475(3) 0.07149(11) 0.9540(2) 0.0836(7) Uani 0.850(3) 1 d PDU A 1
C36 C 0.3979(5) 0.0836(2) 0.9561(3) 0.0614(11) Uani 0.850(3) 1 d PDU A 1
C41 C 0.2671(5) 0.19564(15) 0.7880(3) 0.0563(9) Uani 0.850(3) 1 d PDU A 1
F42 F 0.0551(3) 0.17916(11) 0.85841(17) 0.0879(8) Uani 0.850(3) 1 d PDU A 1
C42 C 0.1426(5) 0.21506(18) 0.8232(3) 0.0671(10) Uani 0.850(3) 1 d PDU A 1
F43 F -0.0249(4) 0.28520(16) 0.8532(3) 0.1142(12) Uani 0.850(3) 1 d PDU A 1
C43 C 0.1013(7) 0.2700(2) 0.8230(4) 0.0813(14) Uani 0.850(3) 1 d PDU A 1
F44 F 0.1406(10) 0.3629(2) 0.7858(5) 0.124(2) Uani 0.850(3) 1 d PDU A 1
C44 C 0.1835(11) 0.3092(2) 0.7890(7) 0.0854(18) Uani 0.850(3) 1 d PDU A 1
F45 F 0.3920(6) 0.33147(17) 0.7210(4) 0.1199(14) Uani 0.850(3) 1 d PDU A 1
C45 C 0.3075(8) 0.2930(2) 0.7558(5) 0.0810(16) Uani 0.850(3) 1 d PDU A 1
F46 F 0.4704(3) 0.22544(11) 0.7189(3) 0.0872(8) Uani 0.850(3) 1 d PDU A 1
C46 C 0.3469(6) 0.23750(19) 0.7566(4) 0.0655(11) Uani 0.850(3) 1 d PDU A 1
P1A P 0.2103(9) 0.1315(4) 0.5878(4) 0.0632(19) Uani 0.150(3) 1 d PDU A 2
H01A H 0.314(12) 0.165(5) 0.580(11) 0.04(4) Uiso 0.150(3) 1 d PD A 2
C1A C 0.299(2) 0.0986(7) 0.6996(12) 0.060(7) Uani 0.150(3) 1 d PDU A 2
H1A H 0.2178 0.0859 0.7316 0.073 Uiso 0.150(3) 1 calc PR A 2
C2A C 0.400(3) 0.0483(10) 0.681(2) 0.023(5) Uani 0.150(3) 1 d PDU A 2
H201 H 0.5031 0.0614 0.6784 0.035 Uiso 0.150(3) 1 calc PR A 2
H202 H 0.3494 0.0307 0.6209 0.035 Uiso 0.150(3) 1 calc PR A 2
H203 H 0.4111 0.0217 0.7332 0.035 Uiso 0.150(3) 1 calc PR A 2
B1A B 0.418(2) 0.1434(7) 0.7687(12) 0.070(6) Uani 0.150(3) 1 d PDU A 2
H02A H 0.521(12) 0.148(7) 0.738(11) 0.05(5) Uiso 0.150(3) 1 d PD A 2
C31A C 0.495(2) 0.1182(9) 0.8747(12) 0.040(5) Uani 0.150(3) 1 d PDU A 2
F32A F 0.7408(19) 0.1607(6) 0.8677(11) 0.092(4) Uani 0.150(3) 1 d PDU A 2
C32A C 0.653(2) 0.1285(12) 0.9112(15) 0.063(7) Uani 0.150(3) 1 d PDU A 2
F33A F 0.886(2) 0.1221(10) 1.0331(16) 0.122(7) Uani 0.150(3) 1 d PDU A 2
C33A C 0.732(3) 0.1100(17) 1.0009(17) 0.084(9) Uani 0.150(3) 1 d PDU A 2
F34A F 0.731(4) 0.0601(19) 1.140(2) 0.152(14) Uani 0.150(3) 1 d PDU A 2
C34A C 0.650(3) 0.0856(16) 1.0598(18) 0.065(9) Uani 0.150(3) 1 d PDU A 2
F35A F 0.434(3) 0.0318(12) 1.0721(16) 0.115(9) Uani 0.150(3) 1 d PDU A 2
C35A C 0.503(4) 0.064(3) 1.018(2) 0.069(9) Uani 0.150(3) 1 d PDU A 2
F36A F 0.2786(17) 0.0674(7) 0.8979(13) 0.096(5) Uani 0.150(3) 1 d PDU A 2
C36A C 0.429(2) 0.0832(12) 0.9272(15) 0.062(7) Uani 0.150(3) 1 d PDU A 2
C41A C 0.344(3) 0.2049(7) 0.7781(16) 0.064(5) Uani 0.150(3) 1 d PDU A 2
F42A F 0.175(2) 0.1756(7) 0.8710(12) 0.109(5) Uani 0.150(3) 1 d PDU A 2
C42A C 0.225(3) 0.2162(7) 0.8214(17) 0.061(5) Uani 0.150(3) 1 d PDU A 2
F43A F 0.049(3) 0.2747(13) 0.872(2) 0.148(11) Uani 0.150(3) 1 d PDU A 2
C43A C 0.162(4) 0.2687(9) 0.824(3) 0.090(9) Uani 0.150(3) 1 d PDU A 2
F44A F 0.132(5) 0.3616(11) 0.760(3) 0.094(8) Uani 0.150(3) 1 d PDU A 2
C44A C 0.199(6) 0.3107(12) 0.769(4) 0.077(9) Uani 0.150(3) 1 d PDU A 2
F45A F 0.375(3) 0.3386(10) 0.6744(16) 0.106(8) Uani 0.150(3) 1 d PDU A 2
C45A C 0.321(4) 0.3011(8) 0.728(2) 0.055(7) Uani 0.150(3) 1 d PDU A 2
F46A F 0.497(2) 0.2442(8) 0.6814(13) 0.093(5) Uani 0.150(3) 1 d PDU A 2
C46A C 0.382(3) 0.2485(7) 0.7292(19) 0.057(6) Uani 0.150(3) 1 d PDU A 2
C12 C 0.3087(3) 0.08542(11) 0.43431(19) 0.0536(6) Uani 1 1 d . A .
C13 C 0.2958(3) 0.06537(12) 0.3418(2) 0.0608(7) Uani 1 1 d . . .
H13 H 0.3854 0.0656 0.3175 0.073 Uiso 1 1 calc R A .
C14 C 0.1569(4) 0.04512(13) 0.2836(2) 0.0637(7) Uani 1 1 d . A .
C15 C 0.0259(3) 0.04628(12) 0.32019(19) 0.0583(7) Uani 1 1 d . . .
H15 H -0.0697 0.0332 0.2817 0.070 Uiso 1 1 calc R A .
C16 C 0.0302(3) 0.06604(11) 0.41150(19) 0.0525(6) Uani 1 1 d . A .
C17 C 0.4681(3) 0.10606(14) 0.4883(2) 0.0692(8) Uani 1 1 d . . .
H17A H 0.5088 0.0823 0.5434 0.104 Uiso 1 1 calc R A .
H17B H 0.4591 0.1438 0.5101 0.104 Uiso 1 1 calc R . .
H17C H 0.5387 0.1054 0.4462 0.104 Uiso 1 1 calc R . .
C18 C 0.1473(4) 0.02388(18) 0.1836(2) 0.0889(11) Uani 1 1 d . . .
H18A H 0.1296 0.0548 0.1389 0.133 Uiso 1 1 calc R A .
H18B H 0.0614 -0.0023 0.1654 0.133 Uiso 1 1 calc R . .
H18C H 0.2447 0.0055 0.1823 0.133 Uiso 1 1 calc R . .
C19 C -0.1213(3) 0.06481(13) 0.4422(2) 0.0619(7) Uani 1 1 d . . .
H19A H -0.2056 0.0530 0.3886 0.093 Uiso 1 1 calc R A .
H19B H -0.1438 0.1017 0.4627 0.093 Uiso 1 1 calc R . .
H19C H -0.1120 0.0389 0.4951 0.093 Uiso 1 1 calc R . .
C22 C 0.0609(3) 0.21540(13) 0.5450(2) 0.0607(7) Uani 1 1 d . A .
C23 C -0.0372(4) 0.26007(13) 0.5485(2) 0.0691(8) Uani 1 1 d . . .
H23 H -0.0201 0.2937 0.5196 0.083 Uiso 1 1 calc R A .
C24 C -0.1595(4) 0.25687(13) 0.5932(2) 0.0685(8) Uani 1 1 d . A .
C25 C -0.1852(3) 0.20642(13) 0.6323(2) 0.0632(7) Uani 1 1 d . . .
H25 H -0.2695 0.2033 0.6613 0.076 Uiso 1 1 calc R A .
C26 C -0.0921(3) 0.15997(12) 0.63092(19) 0.0557(6) Uani 1 1 d . A .
C27 C 0.1933(4) 0.22307(15) 0.4968(3) 0.0829(10) Uani 1 1 d . . .
H27A H 0.2067 0.2623 0.4857 0.124 Uiso 1 1 calc R A .
H27B H 0.1692 0.2035 0.4358 0.124 Uiso 1 1 calc R . .
H27C H 0.2893 0.2083 0.5378 0.124 Uiso 1 1 calc R . .
C28 C -0.2608(5) 0.30672(17) 0.6000(3) 0.1017(13) Uani 1 1 d . . .
H28A H -0.2754 0.3288 0.5420 0.152 Uiso 1 1 calc R A .
H28B H -0.2102 0.3291 0.6552 0.152 Uiso 1 1 calc R . .
H28C H -0.3619 0.2942 0.6072 0.152 Uiso 1 1 calc R . .
C29 C -0.1349(4) 0.10730(13) 0.6769(2) 0.0690(8) Uani 1 1 d . . .
H29A H -0.2316 0.1132 0.6963 0.104 Uiso 1 1 calc R A .
H29B H -0.0517 0.0980 0.7329 0.104 Uiso 1 1 calc R . .
H29C H -0.1489 0.0770 0.6309 0.104 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
C11 C12 1.413(4) . ?
C11 C16 1.419(4) . ?
C11 P1 1.806(3) . ?
C11 P1A 1.968(7) . ?
C21 C22 1.401(4) . ?
C21 C26 1.406(4) . ?
C21 P1A 1.754(6) . ?
C21 P1 1.834(3) . ?
P1 C1 1.805(3) . ?
P1 H01 1.26(3) . ?
C1 C2 1.566(6) . ?
C1 B1 1.669(5) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
B1 C31 1.630(5) . ?
B1 C41 1.641(5) . ?
B1 H02 1.14(3) . ?
C31 C36 1.374(6) . ?
C31 C32 1.389(5) . ?
F32 C32 1.358(4) . ?
F32 H02A 1.42(17) . ?
C32 C33 1.380(6) . ?
F33 C33 1.339(5) . ?
C33 C34 1.373(6) . ?
F34 C34 1.338(4) . ?
C34 C35 1.370(7) . ?
F35 C35 1.340(5) . ?
C35 C36 1.385(6) . ?
F36 C36 1.350(5) . ?
C41 C46 1.367(6) . ?
C41 C42 1.398(5) . ?
F42 C42 1.338(5) . ?
C42 C43 1.370(6) . ?
F43 C43 1.341(6) . ?
C43 C44 1.353(8) . ?
F44 C44 1.345(5) . ?
C44 C45 1.353(7) . ?
F45 C45 1.359(7) . ?
C45 C46 1.379(6) . ?
F46 C46 1.362(5) . ?
P1A C1A 1.787(15) . ?
P1A H01A 1.25(2) . ?
C1A C2A 1.564(17) . ?
C1A B1A 1.650(17) . ?
C1A H1A 0.9900 . ?
C2A H201 0.9700 . ?
C2A H202 0.9700 . ?
C2A H203 0.9700 . ?
B1A C31A 1.623(14) . ?
B1A C41A 1.635(15) . ?
B1A H02A 1.11(2) . ?
C31A C36A 1.353(16) . ?
C31A C32A 1.383(13) . ?
F32A C32A 1.354(14) . ?
C32A C33A 1.379(14) . ?
F33A C33A 1.346(14) . ?
C33A C34A 1.377(14) . ?
F34A C34A 1.346(15) . ?
C34A C35A 1.382(15) . ?
F35A C35A 1.344(15) . ?
C35A C36A 1.386(14) . ?
F36A C36A 1.342(14) . ?
C41A C46A 1.352(17) . ?
C41A C42A 1.370(14) . ?
F42A C42A 1.346(14) . ?
C42A C43A 1.383(14) . ?
F43A C43A 1.352(15) . ?
C43A C44A 1.374(14) . ?
F44A C44A 1.353(14) . ?
C44A C45A 1.368(14) . ?
F45A C45A 1.345(14) . ?
C45A C46A 1.372(14) . ?
F46A C46A 1.363(14) . ?
C12 C13 1.391(4) . ?
C12 C17 1.510(4) . ?
C13 C14 1.388(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.382(4) . ?
C14 C18 1.507(4) . ?
C15 C16 1.386(4) . ?
C15 H15 0.9400 . ?
C16 C19 1.507(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C22 C23 1.389(4) . ?
C22 C27 1.509(4) . ?
C23 C24 1.386(4) . ?
C23 H23 0.9400 . ?
C24 C25 1.380(4) . ?
C24 C28 1.513(4) . ?
C25 C26 1.390(4) . ?
C25 H25 0.9400 . ?
C26 C29 1.519(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?

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
C12 C11 C16 119.0(2) . . ?
C12 C11 P1 126.6(2) . . ?
C16 C11 P1 114.29(19) . . ?
C12 C11 P1A 110.2(3) . . ?
C16 C11 P1A 129.2(3) . . ?
P1 C11 P1A 22.6(3) . . ?
C22 C21 C26 120.7(3) . . ?
C22 C21 P1A 98.7(4) . . ?
C26 C21 P1A 139.0(4) . . ?
C22 C21 P1 120.8(2) . . ?
C26 C21 P1 118.5(2) . . ?
P1A C21 P1 24.2(3) . . ?
C1 P1 C11 117.71(15) . . ?
C1 P1 C21 114.98(15) . . ?
C11 P1 C21 111.14(12) . . ?
C1 P1 H01 103.7(11) . . ?
C11 P1 H01 101.4(11) . . ?
C21 P1 H01 105.9(11) . . ?
C2 C1 B1 108.7(4) . . ?
C2 C1 P1 106.4(4) . . ?
B1 C1 P1 107.2(2) . . ?
C2 C1 H1 111.4 . . ?
B1 C1 H1 111.4 . . ?
P1 C1 H1 111.4 . . ?
C31 B1 C41 110.4(3) . . ?
C31 B1 C1 112.0(3) . . ?
C41 B1 C1 114.0(3) . . ?
C31 B1 H02 107.9(16) . . ?
C41 B1 H02 109.1(16) . . ?
C1 B1 H02 103.0(15) . . ?
C36 C31 C32 113.1(3) . . ?
C36 C31 B1 122.9(4) . . ?
C32 C31 B1 124.1(4) . . ?
C32 F32 H02A 109(3) . . ?
F32 C32 C33 115.4(4) . . ?
F32 C32 C31 119.4(4) . . ?
C33 C32 C31 125.2(4) . . ?
F33 C33 C34 119.8(4) . . ?
F33 C33 C32 121.5(4) . . ?
C34 C33 C32 118.8(4) . . ?
F34 C34 C35 119.5(5) . . ?
F34 C34 C33 121.7(5) . . ?
C35 C34 C33 118.7(4) . . ?
F35 C35 C34 119.3(5) . . ?
F35 C35 C36 120.5(5) . . ?
C34 C35 C36 120.2(5) . . ?
F36 C36 C31 120.1(4) . . ?
F36 C36 C35 115.8(4) . . ?
C31 C36 C35 124.0(4) . . ?
C46 C41 C42 112.8(4) . . ?
C46 C41 B1 126.6(4) . . ?
C42 C41 B1 120.6(4) . . ?
F42 C42 C43 116.4(4) . . ?
F42 C42 C41 119.9(4) . . ?
C43 C42 C41 123.6(4) . . ?
F43 C43 C44 119.2(5) . . ?
F43 C43 C42 120.3(5) . . ?
C44 C43 C42 120.5(5) . . ?
F44 C44 C43 120.8(6) . . ?
F44 C44 C45 120.6(7) . . ?
C43 C44 C45 118.6(5) . . ?
C44 C45 F45 119.9(5) . . ?
C44 C45 C46 119.9(6) . . ?
F45 C45 C46 120.2(5) . . ?
F46 C46 C41 120.1(4) . . ?
F46 C46 C45 115.3(5) . . ?
C41 C46 C45 124.5(5) . . ?
C21 P1A C1A 113.4(8) . . ?
C21 P1A C11 107.4(4) . . ?
C1A P1A C11 117.6(7) . . ?
C21 P1A H01A 112(7) . . ?
C1A P1A H01A 102(7) . . ?
C11 P1A H01A 105(7) . . ?
C2A C1A B1A 107.7(16) . . ?
C2A C1A P1A 109.4(16) . . ?
B1A C1A P1A 108.8(12) . . ?
C2A C1A H1A 110.3 . . ?
B1A C1A H1A 110.3 . . ?
P1A C1A H1A 110.3 . . ?
C1A C2A H201 109.5 . . ?
C1A C2A H202 109.5 . . ?
H201 C2A H202 109.5 . . ?
C1A C2A H203 109.5 . . ?
H201 C2A H203 109.5 . . ?
H202 C2A H203 109.5 . . ?
C31A B1A C41A 110.1(14) . . ?
C31A B1A C1A 112.0(13) . . ?
C41A B1A C1A 115.7(15) . . ?
C31A B1A H02A 103(9) . . ?
C41A B1A H02A 109(9) . . ?
C1A B1A H02A 107(9) . . ?
C36A C31A C32A 115.5(13) . . ?
C36A C31A B1A 128.1(16) . . ?
C32A C31A B1A 115.8(15) . . ?
F32A C32A C33A 113.5(15) . . ?
F32A C32A C31A 124.5(16) . . ?
C33A C32A C31A 121.8(14) . . ?
F33A C33A C34A 121.4(17) . . ?
F33A C33A C32A 119.0(17) . . ?
C34A C33A C32A 119.1(16) . . ?
F34A C34A C33A 118(2) . . ?
F34A C34A C35A 116(2) . . ?
C33A C34A C35A 118.4(19) . . ?
F35A C35A C34A 118.4(18) . . ?
F35A C35A C36A 124.0(18) . . ?
C34A C35A C36A 117.2(17) . . ?
F36A C36A C31A 121.9(16) . . ?
F36A C36A C35A 113.6(16) . . ?
C31A C36A C35A 124.3(15) . . ?
C46A C41A C42A 113.5(14) . . ?
C46A C41A B1A 120.2(15) . . ?
C42A C41A B1A 125.6(16) . . ?
F42A C42A C41A 118.8(16) . . ?
F42A C42A C43A 117.5(16) . . ?
C41A C42A C43A 123.4(15) . . ?
F43A C43A C44A 121.7(19) . . ?
F43A C43A C42A 117.7(19) . . ?
C44A C43A C42A 120.1(17) . . ?
F44A C44A C45A 119(2) . . ?
F44A C44A C43A 124(2) . . ?
C45A C44A C43A 116.7(17) . . ?
F45A C45A C44A 123.9(18) . . ?
F45A C45A C46A 115.8(17) . . ?
C44A C45A C46A 119.7(16) . . ?
C41A C46A F46A 121.0(15) . . ?
C41A C46A C45A 125.2(15) . . ?
F46A C46A C45A 113.6(15) . . ?
C13 C12 C11 118.5(2) . . ?
C13 C12 C17 116.7(2) . . ?
C11 C12 C17 124.7(3) . . ?
C14 C13 C12 123.2(3) . . ?
C14 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C15 C14 C13 117.4(3) . . ?
C15 C14 C18 121.0(3) . . ?
C13 C14 C18 121.7(3) . . ?
C14 C15 C16 122.5(3) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C15 C16 C11 119.5(2) . . ?
C15 C16 C19 116.9(2) . . ?
C11 C16 C19 123.7(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C22 C21 118.4(3) . . ?
C23 C22 C27 118.8(3) . . ?
C21 C22 C27 122.8(3) . . ?
C24 C23 C22 122.5(3) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C25 C24 C23 117.5(3) . . ?
C25 C24 C28 120.8(3) . . ?
C23 C24 C28 121.7(3) . . ?
C24 C25 C26 123.0(3) . . ?
C24 C25 H25 118.5 . . ?
C26 C25 H25 118.5 . . ?
C25 C26 C21 117.9(3) . . ?
C25 C26 C29 117.0(2) . . ?
C21 C26 C29 125.1(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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
C12 C11 P1 C1 -16.7(3) . . . . ?
C16 C11 P1 C1 159.3(2) . . . . ?
P1A C11 P1 C1 -64.6(5) . . . . ?
C12 C11 P1 C21 118.9(2) . . . . ?
C16 C11 P1 C21 -65.1(2) . . . . ?
P1A C11 P1 C21 71.0(5) . . . . ?
C22 C21 P1 C1 79.3(3) . . . . ?
C26 C21 P1 C1 -99.3(3) . . . . ?
P1A C21 P1 C1 53.2(5) . . . . ?
C22 C21 P1 C11 -57.6(3) . . . . ?
C26 C21 P1 C11 123.8(2) . . . . ?
P1A C21 P1 C11 -83.8(5) . . . . ?
C11 P1 C1 C2 -65.3(5) . . . . ?
C21 P1 C1 C2 160.7(4) . . . . ?
C11 P1 C1 B1 178.6(2) . . . . ?
C21 P1 C1 B1 44.6(3) . . . . ?
C2 C1 B1 C31 42.1(5) . . . . ?
P1 C1 B1 C31 156.7(3) . . . . ?
C2 C1 B1 C41 168.3(4) . . . . ?
P1 C1 B1 C41 -77.1(3) . . . . ?
C41 B1 C31 C36 100.6(5) . . . . ?
C1 B1 C31 C36 -131.2(4) . . . . ?
C41 B1 C31 C32 -78.2(5) . . . . ?
C1 B1 C31 C32 50.0(5) . . . . ?
C36 C31 C32 F32 -178.6(4) . . . . ?
B1 C31 C32 F32 0.3(7) . . . . ?
C36 C31 C32 C33 1.6(8) . . . . ?
B1 C31 C32 C33 -179.5(5) . . . . ?
F32 C32 C33 F33 -0.6(8) . . . . ?
C31 C32 C33 F33 179.2(5) . . . . ?
F32 C32 C33 C34 -179.7(6) . . . . ?
C31 C32 C33 C34 0.1(9) . . . . ?
F33 C33 C34 F34 1.2(11) . . . . ?
C32 C33 C34 F34 -179.7(6) . . . . ?
F33 C33 C34 C35 178.1(8) . . . . ?
C32 C33 C34 C35 -2.8(11) . . . . ?
F34 C34 C35 F35 -1.8(14) . . . . ?
C33 C34 C35 F35 -178.8(8) . . . . ?
F34 C34 C35 C36 -179.3(8) . . . . ?
C33 C34 C35 C36 3.7(14) . . . . ?
C32 C31 C36 F36 -179.1(4) . . . . ?
B1 C31 C36 F36 2.0(7) . . . . ?
C32 C31 C36 C35 -0.7(9) . . . . ?
B1 C31 C36 C35 -179.6(7) . . . . ?
F35 C35 C36 F36 -1.0(13) . . . . ?
C34 C35 C36 F36 176.6(8) . . . . ?
F35 C35 C36 C31 -179.5(7) . . . . ?
C34 C35 C36 C31 -1.9(14) . . . . ?
C31 B1 C41 C46 86.8(5) . . . . ?
C1 B1 C41 C46 -40.2(5) . . . . ?
C31 B1 C41 C42 -95.5(4) . . . . ?
C1 B1 C41 C42 137.4(3) . . . . ?
C46 C41 C42 F42 -178.6(4) . . . . ?
B1 C41 C42 F42 3.4(5) . . . . ?
C46 C41 C42 C43 2.3(6) . . . . ?
B1 C41 C42 C43 -175.7(4) . . . . ?
F42 C42 C43 F43 -2.7(7) . . . . ?
C41 C42 C43 F43 176.4(4) . . . . ?
F42 C42 C43 C44 179.8(7) . . . . ?
C41 C42 C43 C44 -1.1(9) . . . . ?
F43 C43 C44 F44 0.4(13) . . . . ?
C42 C43 C44 F44 177.9(7) . . . . ?
F43 C43 C44 C45 -177.9(7) . . . . ?
C42 C43 C44 C45 -0.3(12) . . . . ?
F44 C44 C45 F45 1.6(14) . . . . ?
C43 C44 C45 F45 179.8(7) . . . . ?
F44 C44 C45 C46 -177.9(8) . . . . ?
C43 C44 C45 C46 0.4(13) . . . . ?
C42 C41 C46 F46 -179.2(4) . . . . ?
B1 C41 C46 F46 -1.3(7) . . . . ?
C42 C41 C46 C45 -2.3(7) . . . . ?
B1 C41 C46 C45 175.5(5) . . . . ?
C44 C45 C46 F46 178.1(7) . . . . ?
F45 C45 C46 F46 -1.4(9) . . . . ?
C44 C45 C46 C41 1.0(11) . . . . ?
F45 C45 C46 C41 -178.4(5) . . . . ?
C22 C21 P1A C1A 133.9(8) . . . . ?
C26 C21 P1A C1A -30.4(11) . . . . ?
P1 C21 P1A C1A -68.6(9) . . . . ?
C22 C21 P1A C11 -94.4(5) . . . . ?
C26 C21 P1A C11 101.3(4) . . . . ?
P1 C21 P1A C11 63.1(5) . . . . ?
C12 C11 P1A C21 144.3(4) . . . . ?
C16 C11 P1A C21 -20.4(7) . . . . ?
P1 C11 P1A C21 -75.0(6) . . . . ?
C12 C11 P1A C1A -86.4(10) . . . . ?
C16 C11 P1A C1A 108.9(9) . . . . ?
P1 C11 P1A C1A 54.3(10) . . . . ?
C21 P1A C1A C2A 152.6(14) . . . . ?
C11 P1A C1A C2A 26.1(19) . . . . ?
C21 P1A C1A B1A -90.1(16) . . . . ?
C11 P1A C1A B1A 143.5(11) . . . . ?
C2A C1A B1A C31A -65(2) . . . . ?
P1A C1A B1A C31A 176.2(15) . . . . ?
C2A C1A B1A C41A 167.4(18) . . . . ?
P1A C1A B1A C41A 49(2) . . . . ?
C41A B1A C31A C36A 95(3) . . . . ?
C1A B1A C31A C36A -35(3) . . . . ?
C41A B1A C31A C32A -93(3) . . . . ?
C1A B1A C31A C32A 137(2) . . . . ?
C36A C31A C32A F32A 178(3) . . . . ?
B1A C31A C32A F32A 5(4) . . . . ?
C36A C31A C32A C33A -8(5) . . . . ?
B1A C31A C32A C33A 179(3) . . . . ?
F32A C32A C33A F33A -4(5) . . . . ?
C31A C32A C33A F33A -179(3) . . . . ?
F32A C32A C33A C34A 168(3) . . . . ?
C31A C32A C33A C34A -7(6) . . . . ?
F33A C33A C34A F34A -18(6) . . . . ?
C32A C33A C34A F34A 170(4) . . . . ?
F33A C33A C34A C35A -168(5) . . . . ?
C32A C33A C34A C35A 21(6) . . . . ?
F34A C34A C35A F35A 18(8) . . . . ?
C33A C34A C35A F35A 168(5) . . . . ?
F34A C34A C35A C36A -169(5) . . . . ?
C33A C34A C35A C36A -19(8) . . . . ?
C32A C31A C36A F36A -177(3) . . . . ?
B1A C31A C36A F36A -5(5) . . . . ?
C32A C31A C36A C35A 9(6) . . . . ?
B1A C31A C36A C35A -179(4) . . . . ?
F35A C35A C36A F36A 2(8) . . . . ?
C34A C35A C36A F36A -170(4) . . . . ?
F35A C35A C36A C31A 177(5) . . . . ?
C34A C35A C36A C31A 4(8) . . . . ?
C31A B1A C41A C46A 128(3) . . . . ?
C1A B1A C41A C46A -103(3) . . . . ?
C31A B1A C41A C42A -62(3) . . . . ?
C1A B1A C41A C42A 67(3) . . . . ?
C46A C41A C42A F42A 179(2) . . . . ?
B1A C41A C42A F42A 9(4) . . . . ?
C46A C41A C42A C43A -7(4) . . . . ?
B1A C41A C42A C43A -177(3) . . . . ?
F42A C42A C43A F43A -3(5) . . . . ?
C41A C42A C43A F43A -178(3) . . . . ?
F42A C42A C43A C44A -175(4) . . . . ?
C41A C42A C43A C44A 10(6) . . . . ?
F43A C43A C44A F44A 2(9) . . . . ?
C42A C43A C44A F44A 173(5) . . . . ?
F43A C43A C44A C45A 176(5) . . . . ?
C42A C43A C44A C45A -12(8) . . . . ?
F44A C44A C45A F45A -3(9) . . . . ?
C43A C44A C45A F45A -178(4) . . . . ?
F44A C44A C45A C46A -174(5) . . . . ?
C43A C44A C45A C46A 11(8) . . . . ?
C42A C41A C46A F46A -180(2) . . . . ?
B1A C41A C46A F46A -9(4) . . . . ?
C42A C41A C46A C45A 5(5) . . . . ?
B1A C41A C46A C45A 176(3) . . . . ?
F45A C45A C46A C41A 180(3) . . . . ?
C44A C45A C46A C41A -8(6) . . . . ?
F45A C45A C46A F46A 5(4) . . . . ?
C44A C45A C46A F46A 177(4) . . . . ?
C16 C11 C12 C13 -0.2(4) . . . . ?
P1 C11 C12 C13 175.6(2) . . . . ?
P1A C11 C12 C13 -166.7(3) . . . . ?
C16 C11 C12 C17 178.9(3) . . . . ?
P1 C11 C12 C17 -5.3(4) . . . . ?
P1A C11 C12 C17 12.4(4) . . . . ?
C11 C12 C13 C14 -0.8(4) . . . . ?
C17 C12 C13 C14 -179.9(3) . . . . ?
C12 C13 C14 C15 1.2(4) . . . . ?
C12 C13 C14 C18 179.8(3) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C18 C14 C15 C16 -179.4(3) . . . . ?
C14 C15 C16 C11 -0.2(4) . . . . ?
C14 C15 C16 C19 -179.9(3) . . . . ?
C12 C11 C16 C15 0.6(4) . . . . ?
P1 C11 C16 C15 -175.7(2) . . . . ?
P1A C11 C16 C15 164.2(4) . . . . ?
C12 C11 C16 C19 -179.6(2) . . . . ?
P1 C11 C16 C19 4.1(3) . . . . ?
P1A C11 C16 C19 -16.0(5) . . . . ?
C26 C21 C22 C23 1.4(4) . . . . ?
P1A C21 C22 C23 -166.7(3) . . . . ?
P1 C21 C22 C23 -177.2(2) . . . . ?
C26 C21 C22 C27 -179.5(3) . . . . ?
P1A C21 C22 C27 12.5(4) . . . . ?
P1 C21 C22 C27 1.9(4) . . . . ?
C21 C22 C23 C24 0.6(5) . . . . ?
C27 C22 C23 C24 -178.6(3) . . . . ?
C22 C23 C24 C25 -2.1(5) . . . . ?
C22 C23 C24 C28 177.3(3) . . . . ?
C23 C24 C25 C26 1.8(5) . . . . ?
C28 C24 C25 C26 -177.7(3) . . . . ?
C24 C25 C26 C21 0.1(4) . . . . ?
C24 C25 C26 C29 180.0(3) . . . . ?
C22 C21 C26 C25 -1.7(4) . . . . ?
P1A C21 C26 C25 160.2(5) . . . . ?
P1 C21 C26 C25 176.9(2) . . . . ?
C22 C21 C26 C29 178.4(3) . . . . ?
P1A C21 C26 C29 -19.7(6) . . . . ?
P1 C21 C26 C29 -2.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        67.27
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_erk7652
_database_code_depnum_ccdc_archive 'CCDC 1034886'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H34 B Cl2 F10 P'
_chemical_formula_weight         817.35

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.2185(2)
_cell_length_b                   11.8258(2)
_cell_length_c                   15.1455(3)
_cell_angle_alpha                90.2660(10)
_cell_angle_beta                 108.6870(10)
_cell_angle_gamma                103.1290(10)
_cell_volume                     1847.10(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4994
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             836
_exptl_absorpt_coefficient_mu    0.300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9023
_exptl_absorpt_correction_T_max  0.9425
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18017
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.28
_diffrn_reflns_theta_max         28.33
_reflns_number_total             8925
_reflns_number_gt                7139
_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. 

 One disordered over two positions dichloromethane molecule was found in 
 the asymmetrical unit. 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)+(0.0524P)²+1.2715P] 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         8925
_refine_ls_number_parameters     521
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1582
_refine_ls_wR_factor_gt          0.1437
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.075
_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 0.40255(6) 0.79945(5) 0.21021(4) 0.03754(14) Uani 1 1 d . . .
B1 B 0.5513(2) 1.0571(2) 0.22433(17) 0.0396(5) Uani 1 1 d . . .
C1 C 0.5294(2) 0.91344(18) 0.20285(14) 0.0378(4) Uani 1 1 d . . .
H1 H 0.6132 0.8911 0.2266 0.045 Uiso 1 1 calc R . .
C2 C 0.5306(2) 0.99611(19) 0.12613(15) 0.0436(5) Uani 1 1 d . . .
H2A H 0.4479 0.9925 0.0767 0.052 Uiso 1 1 calc R . .
H2B H 0.6056 1.0096 0.1043 0.052 Uiso 1 1 calc R . .
C3 C 0.4799(3) 0.7368(2) 0.31895(16) 0.0477(5) Uani 1 1 d . . .
H3A H 0.5297 0.7997 0.3681 0.057 Uiso 1 1 calc R . .
H3B H 0.4129 0.6872 0.3396 0.057 Uiso 1 1 calc R . .
C11 C 0.2634(2) 0.85639(19) 0.20755(15) 0.0389(4) Uani 1 1 d . . .
C12 C 0.1717(2) 0.86455(19) 0.11987(15) 0.0408(5) Uani 1 1 d . . .
C13 C 0.0622(2) 0.9028(2) 0.11803(18) 0.0472(5) Uani 1 1 d . . .
H13 H 0.0019 0.9091 0.0598 0.057 Uiso 1 1 calc R . .
C14 C 0.0388(2) 0.9317(2) 0.1983(2) 0.0514(6) Uani 1 1 d . . .
C15 C 0.1317(3) 0.9270(2) 0.28321(18) 0.0508(6) Uani 1 1 d . . .
H15 H 0.1182 0.9487 0.3384 0.061 Uiso 1 1 calc R . .
C16 C 0.2445(2) 0.8914(2) 0.29040(16) 0.0437(5) Uani 1 1 d . . .
C17 C 0.1817(3) 0.8352(2) 0.02567(16) 0.0504(6) Uani 1 1 d . . .
H17A H 0.1389 0.7539 0.0055 0.076 Uiso 1 1 calc R . .
H17B H 0.2723 0.8487 0.0307 0.076 Uiso 1 1 calc R . .
H17C H 0.1402 0.8840 -0.0196 0.076 Uiso 1 1 calc R . .
C18 C -0.0838(3) 0.9682(3) 0.1937(3) 0.0749(9) Uani 1 1 d . . .
H18A H -0.0674 1.0525 0.1963 0.112 Uiso 1 1 calc R . .
H18B H -0.1106 0.9407 0.2463 0.112 Uiso 1 1 calc R . .
H18C H -0.1519 0.9347 0.1357 0.112 Uiso 1 1 calc R . .
C19 C 0.3391(3) 0.8943(3) 0.38697(17) 0.0584(7) Uani 1 1 d . . .
H19A H 0.3199 0.9425 0.4301 0.088 Uiso 1 1 calc R . .
H19B H 0.4265 0.9265 0.3866 0.088 Uiso 1 1 calc R . .
H19C H 0.3321 0.8158 0.4066 0.088 Uiso 1 1 calc R . .
C21 C 0.3372(2) 0.67071(19) 0.12612(15) 0.0405(5) Uani 1 1 d . . .
C22 C 0.2290(2) 0.5860(2) 0.13282(17) 0.0463(5) Uani 1 1 d . . .
C23 C 0.1782(3) 0.4884(2) 0.0696(2) 0.0548(6) Uani 1 1 d . . .
H23 H 0.1051 0.4335 0.0733 0.066 Uiso 1 1 calc R . .
C24 C 0.2298(3) 0.4680(2) 0.00169(19) 0.0550(6) Uani 1 1 d . . .
C25 C 0.3382(3) 0.5496(2) -0.00178(18) 0.0515(6) Uani 1 1 d . . .
H25 H 0.3762 0.5362 -0.0466 0.062 Uiso 1 1 calc R . .
C26 C 0.3929(2) 0.65041(19) 0.05828(16) 0.0435(5) Uani 1 1 d . . .
C27 C 0.1644(3) 0.5905(2) 0.2064(2) 0.0609(7) Uani 1 1 d . . .
H27A H 0.1215 0.6542 0.1967 0.091 Uiso 1 1 calc R . .
H27B H 0.2294 0.6026 0.2681 0.091 Uiso 1 1 calc R . .
H27C H 0.1010 0.5176 0.2013 0.091 Uiso 1 1 calc R . .
C28 C 0.1729(4) 0.3593(3) -0.0647(2) 0.0782(10) Uani 1 1 d . . .
H28A H 0.2171 0.2992 -0.0391 0.117 Uiso 1 1 calc R . .
H28B H 0.1836 0.3765 -0.1246 0.117 Uiso 1 1 calc R . .
H28C H 0.0813 0.3323 -0.0730 0.117 Uiso 1 1 calc R . .
C29 C 0.5106(3) 0.7304(2) 0.0458(2) 0.0581(7) Uani 1 1 d . . .
H29A H 0.5361 0.6939 -0.0005 0.087 Uiso 1 1 calc R . .
H29B H 0.5812 0.7456 0.1049 0.087 Uiso 1 1 calc R . .
H29C H 0.4902 0.8032 0.0248 0.087 Uiso 1 1 calc R . .
C31 C 0.4454(2) 1.11896(19) 0.24123(15) 0.0404(5) Uani 1 1 d . . .
F32 F 0.31818(15) 1.11206(14) 0.08005(10) 0.0572(4) Uani 1 1 d . . .
C32 C 0.3405(2) 1.1425(2) 0.17053(16) 0.0441(5) Uani 1 1 d . . .
C33 C 0.2512(2) 1.1957(2) 0.18703(19) 0.0523(6) Uani 1 1 d . . .
F33 F 0.14913(16) 1.21035(16) 0.11560(13) 0.0715(5) Uani 1 1 d . . .
C34 C 0.2647(3) 1.2321(3) 0.2762(2) 0.0597(7) Uani 1 1 d . . .
F34 F 0.1775(2) 1.2831(2) 0.29218(16) 0.0940(7) Uani 1 1 d . . .
C35 C 0.3669(3) 1.2137(3) 0.34905(19) 0.0581(6) Uani 1 1 d . . .
F35 F 0.3798(2) 1.2455(2) 0.43719(13) 0.0878(6) Uani 1 1 d . . .
F36 F 0.55053(15) 1.14328(15) 0.40524(10) 0.0616(4) Uani 1 1 d . . .
C36 C 0.4532(2) 1.1594(2) 0.32981(16) 0.0472(5) Uani 1 1 d . . .
C41 C 0.6992(2) 1.11891(19) 0.28651(16) 0.0416(5) Uani 1 1 d . . .
F42 F 0.71116(15) 1.25615(13) 0.17475(11) 0.0581(4) Uani 1 1 d . . .
C42 C 0.7681(2) 1.2151(2) 0.25631(17) 0.0455(5) Uani 1 1 d . . .
C43 C 0.8945(2) 1.2740(2) 0.3062(2) 0.0525(6) Uani 1 1 d . . .
F43 F 0.95441(16) 1.36680(14) 0.27249(14) 0.0715(5) Uani 1 1 d . . .
C44 C 0.9568(2) 1.2371(3) 0.3899(2) 0.0567(6) Uani 1 1 d . . .
F44 F 1.07831(16) 1.29398(18) 0.44106(14) 0.0813(6) Uani 1 1 d . . .
C45 C 0.8943(3) 1.1423(3) 0.42365(17) 0.0538(6) Uani 1 1 d . . .
F45 F 0.95418(17) 1.10726(17) 0.50699(12) 0.0739(5) Uani 1 1 d . . .
F46 F 0.71261(15) 0.99360(13) 0.40945(10) 0.0564(4) Uani 1 1 d . . .
C46 C 0.7684(2) 1.0863(2) 0.37140(16) 0.0454(5) Uani 1 1 d . . .
C51 C 0.5691(3) 0.6655(2) 0.30416(16) 0.0515(6) Uani 1 1 d . . .
C52 C 0.7004(3) 0.7160(3) 0.32483(19) 0.0586(7) Uani 1 1 d . . .
H52 H 0.7343 0.7937 0.3506 0.070 Uiso 1 1 calc R . .
C53 C 0.7822(4) 0.6529(3) 0.3078(2) 0.0743(9) Uani 1 1 d . . .
H53 H 0.8708 0.6881 0.3213 0.089 Uiso 1 1 calc R . .
C54 C 0.7331(4) 0.5379(3) 0.2707(2) 0.0801(10) Uani 1 1 d . . .
H54 H 0.7878 0.4955 0.2576 0.096 Uiso 1 1 calc R . .
C55 C 0.6046(4) 0.4863(3) 0.2532(2) 0.0775(10) Uani 1 1 d . . .
H55 H 0.5718 0.4077 0.2296 0.093 Uiso 1 1 calc R . .
C56 C 0.5227(3) 0.5487(2) 0.2700(2) 0.0645(7) Uani 1 1 d . . .
H56 H 0.4349 0.5120 0.2582 0.077 Uiso 1 1 calc R . .
C61 C 0.2229(5) 0.5767(5) 0.5182(3) 0.0767(15) Uani 0.777(12) 1 d PDU A 1
H61A H 0.1822 0.5116 0.5469 0.092 Uiso 0.777(12) 1 calc PR A 1
H61B H 0.2668 0.6418 0.5664 0.092 Uiso 0.777(12) 1 calc PR A 1
Cl1 Cl 0.3389(3) 0.5341(3) 0.4776(2) 0.0943(8) Uani 0.777(12) 1 d PDU A 1
Cl2 Cl 0.1094(4) 0.6165(3) 0.4328(3) 0.1302(15) Uani 0.777(12) 1 d PDU A 1
C61A C 0.2106(14) 0.531(2) 0.479(2) 0.110(7) Uani 0.223(12) 1 d PDU A 2
H61C H 0.2054 0.5194 0.5422 0.132 Uiso 0.223(12) 1 calc PR A 2
H61D H 0.1784 0.4546 0.4445 0.132 Uiso 0.223(12) 1 calc PR A 2
Cl1A Cl 0.3733(13) 0.5752(16) 0.4924(10) 0.120(4) Uani 0.223(12) 1 d PDU A 2
Cl2A Cl 0.0982(5) 0.6134(5) 0.4264(3) 0.0441(18) Uani 0.223(12) 1 d PDU A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.757(2) . ?
P1 C11 1.825(2) . ?
P1 C21 1.831(2) . ?
P1 C3 1.845(2) . ?
B1 C2 1.574(3) . ?
B1 C31 1.613(3) . ?
B1 C41 1.617(3) . ?
B1 C1 1.675(3) . ?
C1 C2 1.523(3) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C51 1.512(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C11 C16 1.413(3) . ?
C11 C12 1.415(3) . ?
C12 C13 1.394(3) . ?
C12 C17 1.511(3) . ?
C13 C14 1.380(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.383(4) . ?
C14 C18 1.514(4) . ?
C15 C16 1.395(3) . ?
C15 H15 0.9400 . ?
C16 C19 1.502(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.408(3) . ?
C21 C22 1.419(3) . ?
C22 C23 1.384(4) . ?
C22 C27 1.518(4) . ?
C23 C24 1.377(4) . ?
C23 H23 0.9400 . ?
C24 C25 1.386(4) . ?
C24 C28 1.508(4) . ?
C25 C26 1.387(3) . ?
C25 H25 0.9400 . ?
C26 C29 1.506(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C36 1.391(3) . ?
C31 C32 1.398(3) . ?
F32 C32 1.344(3) . ?
C32 C33 1.381(4) . ?
C33 F33 1.345(3) . ?
C33 C34 1.366(4) . ?
C34 F34 1.340(3) . ?
C34 C35 1.373(4) . ?
C35 F35 1.338(3) . ?
C35 C36 1.378(4) . ?
F36 C36 1.353(3) . ?
C41 C46 1.381(3) . ?
C41 C42 1.390(3) . ?
F42 C42 1.346(3) . ?
C42 C43 1.388(3) . ?
C43 F43 1.344(3) . ?
C43 C44 1.364(4) . ?
C44 F44 1.347(3) . ?
C44 C45 1.374(4) . ?
C45 F45 1.343(3) . ?
C45 C46 1.384(4) . ?
F46 C46 1.360(3) . ?
C51 C52 1.388(4) . ?
C51 C56 1.394(4) . ?
C52 C53 1.388(4) . ?
C52 H52 0.9400 . ?
C53 C54 1.386(5) . ?
C53 H53 0.9400 . ?
C54 C55 1.370(5) . ?
C54 H54 0.9400 . ?
C55 C56 1.381(5) . ?
C55 H55 0.9400 . ?
C56 H56 0.9400 . ?
C61 Cl2 1.655(5) . ?
C61 Cl1 1.770(5) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61A Cl1A 1.725(14) . ?
C61A Cl2A 1.758(14) . ?
C61A H61C 0.9800 . ?
C61A H61D 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C11 109.79(10) . . ?
C1 P1 C21 121.39(10) . . ?
C11 P1 C21 105.61(10) . . ?
C1 P1 C3 102.55(11) . . ?
C11 P1 C3 116.22(10) . . ?
C21 P1 C3 101.62(11) . . ?
C2 B1 C31 121.6(2) . . ?
C2 B1 C41 116.46(19) . . ?
C31 B1 C41 113.87(18) . . ?
C2 B1 C1 55.81(13) . . ?
C31 B1 C1 125.04(19) . . ?
C41 B1 C1 112.13(18) . . ?
C2 C1 B1 58.74(14) . . ?
C2 C1 P1 129.04(16) . . ?
B1 C1 P1 128.70(16) . . ?
C2 C1 H1 110.4 . . ?
B1 C1 H1 110.4 . . ?
P1 C1 H1 110.4 . . ?
C1 C2 B1 65.44(15) . . ?
C1 C2 H2A 117.2 . . ?
B1 C2 H2A 117.2 . . ?
C1 C2 H2B 117.2 . . ?
B1 C2 H2B 117.2 . . ?
H2A C2 H2B 114.2 . . ?
C51 C3 P1 110.99(16) . . ?
C51 C3 H3A 109.4 . . ?
P1 C3 H3A 109.4 . . ?
C51 C3 H3B 109.4 . . ?
P1 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C16 C11 C12 119.4(2) . . ?
C16 C11 P1 121.83(17) . . ?
C12 C11 P1 118.77(16) . . ?
C13 C12 C11 118.7(2) . . ?
C13 C12 C17 115.9(2) . . ?
C11 C12 C17 125.4(2) . . ?
C14 C13 C12 122.7(2) . . ?
C14 C13 H13 118.7 . . ?
C12 C13 H13 118.7 . . ?
C13 C14 C15 117.7(2) . . ?
C13 C14 C18 121.3(3) . . ?
C15 C14 C18 121.0(3) . . ?
C14 C15 C16 122.7(2) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C11 118.6(2) . . ?
C15 C16 C19 117.1(2) . . ?
C11 C16 C19 124.3(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 119.1(2) . . ?
C26 C21 P1 122.80(17) . . ?
C22 C21 P1 118.06(17) . . ?
C23 C22 C21 118.8(2) . . ?
C23 C22 C27 115.7(2) . . ?
C21 C22 C27 125.5(2) . . ?
C24 C23 C22 122.9(2) . . ?
C24 C23 H23 118.5 . . ?
C22 C23 H23 118.5 . . ?
C23 C24 C25 117.5(2) . . ?
C23 C24 C28 121.2(3) . . ?
C25 C24 C28 121.3(3) . . ?
C24 C25 C26 122.7(2) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
C25 C26 C21 119.0(2) . . ?
C25 C26 C29 116.3(2) . . ?
C21 C26 C29 124.7(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 112.6(2) . . ?
C36 C31 B1 122.4(2) . . ?
C32 C31 B1 125.0(2) . . ?
F32 C32 C33 114.9(2) . . ?
F32 C32 C31 121.4(2) . . ?
C33 C32 C31 123.7(2) . . ?
F33 C33 C34 119.5(2) . . ?
F33 C33 C32 120.2(2) . . ?
C34 C33 C32 120.2(2) . . ?
F34 C34 C33 120.2(3) . . ?
F34 C34 C35 120.6(3) . . ?
C33 C34 C35 119.2(2) . . ?
F35 C35 C34 120.2(2) . . ?
F35 C35 C36 120.9(2) . . ?
C34 C35 C36 118.8(2) . . ?
F36 C36 C35 115.4(2) . . ?
F36 C36 C31 119.3(2) . . ?
C35 C36 C31 125.3(2) . . ?
C46 C41 C42 113.7(2) . . ?
C46 C41 B1 126.0(2) . . ?
C42 C41 B1 120.3(2) . . ?
F42 C42 C43 116.7(2) . . ?
F42 C42 C41 119.5(2) . . ?
C43 C42 C41 123.8(2) . . ?
F43 C43 C44 120.5(2) . . ?
F43 C43 C42 120.2(3) . . ?
C44 C43 C42 119.3(2) . . ?
F44 C44 C43 120.8(3) . . ?
F44 C44 C45 119.3(3) . . ?
C43 C44 C45 119.9(2) . . ?
F45 C45 C44 120.1(2) . . ?
F45 C45 C46 121.1(3) . . ?
C44 C45 C46 118.7(2) . . ?
F46 C46 C41 120.0(2) . . ?
F46 C46 C45 115.4(2) . . ?
C41 C46 C45 124.6(2) . . ?
C52 C51 C56 118.4(3) . . ?
C52 C51 C3 120.1(2) . . ?
C56 C51 C3 121.4(3) . . ?
C51 C52 C53 120.6(3) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 120.0(3) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C55 C54 C53 119.7(3) . . ?
C55 C54 H54 120.1 . . ?
C53 C54 H54 120.1 . . ?
C54 C55 C56 120.5(3) . . ?
C54 C55 H55 119.7 . . ?
C56 C55 H55 119.7 . . ?
C55 C56 C51 120.6(3) . . ?
C55 C56 H56 119.7 . . ?
C51 C56 H56 119.7 . . ?
Cl2 C61 Cl1 112.0(3) . . ?
Cl2 C61 H61A 109.2 . . ?
Cl1 C61 H61A 109.2 . . ?
Cl2 C61 H61B 109.2 . . ?
Cl1 C61 H61B 109.2 . . ?
H61A C61 H61B 107.9 . . ?
Cl1A C61A Cl2A 123.2(12) . . ?
Cl1A C61A H61C 106.5 . . ?
Cl2A C61A H61C 106.5 . . ?
Cl1A C61A H61D 106.5 . . ?
Cl2A C61A H61D 106.5 . . ?
H61C C61A H61D 106.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C31 B1 C1 C2 107.3(2) . . . . ?
C41 B1 C1 C2 -107.8(2) . . . . ?
C2 B1 C1 P1 -117.2(2) . . . . ?
C31 B1 C1 P1 -10.0(3) . . . . ?
C41 B1 C1 P1 134.98(18) . . . . ?
C11 P1 C1 C2 -59.1(2) . . . . ?
C21 P1 C1 C2 64.6(2) . . . . ?
C3 P1 C1 C2 176.8(2) . . . . ?
C11 P1 C1 B1 19.0(2) . . . . ?
C21 P1 C1 B1 142.66(18) . . . . ?
C3 P1 C1 B1 -105.16(19) . . . . ?
P1 C1 C2 B1 116.7(2) . . . . ?
C31 B1 C2 C1 -113.4(2) . . . . ?
C41 B1 C2 C1 99.8(2) . . . . ?
C1 P1 C3 C51 -75.1(2) . . . . ?
C11 P1 C3 C51 165.19(17) . . . . ?
C21 P1 C3 C51 51.1(2) . . . . ?
C1 P1 C11 C16 -92.78(19) . . . . ?
C21 P1 C11 C16 134.74(18) . . . . ?
C3 P1 C11 C16 23.0(2) . . . . ?
C1 P1 C11 C12 87.75(18) . . . . ?
C21 P1 C11 C12 -44.73(19) . . . . ?
C3 P1 C11 C12 -156.49(17) . . . . ?
C16 C11 C12 C13 -2.5(3) . . . . ?
P1 C11 C12 C13 176.96(17) . . . . ?
C16 C11 C12 C17 177.4(2) . . . . ?
P1 C11 C12 C17 -3.1(3) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C17 C12 C13 C14 179.3(2) . . . . ?
C12 C13 C14 C15 3.0(4) . . . . ?
C12 C13 C14 C18 -177.5(2) . . . . ?
C13 C14 C15 C16 -1.9(4) . . . . ?
C18 C14 C15 C16 178.6(3) . . . . ?
C14 C15 C16 C11 -1.4(4) . . . . ?
C14 C15 C16 C19 178.0(2) . . . . ?
C12 C11 C16 C15 3.6(3) . . . . ?
P1 C11 C16 C15 -175.91(17) . . . . ?
C12 C11 C16 C19 -175.8(2) . . . . ?
P1 C11 C16 C19 4.8(3) . . . . ?
C1 P1 C21 C26 6.9(2) . . . . ?
C11 P1 C21 C26 132.51(19) . . . . ?
C3 P1 C21 C26 -105.8(2) . . . . ?
C1 P1 C21 C22 -175.81(17) . . . . ?
C11 P1 C21 C22 -50.2(2) . . . . ?
C3 P1 C21 C22 71.5(2) . . . . ?
C26 C21 C22 C23 -2.8(3) . . . . ?
P1 C21 C22 C23 179.80(19) . . . . ?
C26 C21 C22 C27 175.2(2) . . . . ?
P1 C21 C22 C27 -2.2(3) . . . . ?
C21 C22 C23 C24 1.7(4) . . . . ?
C27 C22 C23 C24 -176.6(3) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C22 C23 C24 C28 178.8(3) . . . . ?
C23 C24 C25 C26 -1.6(4) . . . . ?
C28 C24 C25 C26 -180.0(3) . . . . ?
C24 C25 C26 C21 0.5(4) . . . . ?
C24 C25 C26 C29 179.9(3) . . . . ?
C22 C21 C26 C25 1.8(3) . . . . ?
P1 C21 C26 C25 179.03(19) . . . . ?
C22 C21 C26 C29 -177.6(2) . . . . ?
P1 C21 C26 C29 -0.4(4) . . . . ?
C2 B1 C31 C36 171.2(2) . . . . ?
C41 B1 C31 C36 -41.3(3) . . . . ?
C1 B1 C31 C36 103.2(3) . . . . ?
C2 B1 C31 C32 -11.7(3) . . . . ?
C41 B1 C31 C32 135.9(2) . . . . ?
C1 B1 C31 C32 -79.7(3) . . . . ?
C36 C31 C32 F32 178.7(2) . . . . ?
B1 C31 C32 F32 1.3(3) . . . . ?
C36 C31 C32 C33 -2.6(3) . . . . ?
B1 C31 C32 C33 -179.9(2) . . . . ?
F32 C32 C33 F33 2.1(3) . . . . ?
C31 C32 C33 F33 -176.7(2) . . . . ?
F32 C32 C33 C34 -179.1(2) . . . . ?
C31 C32 C33 C34 2.1(4) . . . . ?
F33 C33 C34 F34 -0.7(4) . . . . ?
C32 C33 C34 F34 -179.6(3) . . . . ?
F33 C33 C34 C35 178.0(3) . . . . ?
C32 C33 C34 C35 -0.8(4) . . . . ?
F34 C34 C35 F35 0.8(5) . . . . ?
C33 C34 C35 F35 -178.0(3) . . . . ?
F34 C34 C35 C36 179.0(3) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
F35 C35 C36 F36 -1.1(4) . . . . ?
C34 C35 C36 F36 -179.3(3) . . . . ?
F35 C35 C36 C31 177.3(3) . . . . ?
C34 C35 C36 C31 -1.0(4) . . . . ?
C32 C31 C36 F36 -179.7(2) . . . . ?
B1 C31 C36 F36 -2.3(4) . . . . ?
C32 C31 C36 C35 2.0(4) . . . . ?
B1 C31 C36 C35 179.5(2) . . . . ?
C2 B1 C41 C46 -115.2(2) . . . . ?
C31 B1 C41 C46 95.5(3) . . . . ?
C1 B1 C41 C46 -53.6(3) . . . . ?
C2 B1 C41 C42 65.6(3) . . . . ?
C31 B1 C41 C42 -83.7(3) . . . . ?
C1 B1 C41 C42 127.2(2) . . . . ?
C46 C41 C42 F42 -179.6(2) . . . . ?
B1 C41 C42 F42 -0.3(3) . . . . ?
C46 C41 C42 C43 -0.3(3) . . . . ?
B1 C41 C42 C43 179.0(2) . . . . ?
F42 C42 C43 F43 -0.3(3) . . . . ?
C41 C42 C43 F43 -179.6(2) . . . . ?
F42 C42 C43 C44 179.3(2) . . . . ?
C41 C42 C43 C44 0.0(4) . . . . ?
F43 C43 C44 F44 1.2(4) . . . . ?
C42 C43 C44 F44 -178.4(2) . . . . ?
F43 C43 C44 C45 179.8(2) . . . . ?
C42 C43 C44 C45 0.2(4) . . . . ?
F44 C44 C45 F45 0.2(4) . . . . ?
C43 C44 C45 F45 -178.5(2) . . . . ?
F44 C44 C45 C46 178.5(2) . . . . ?
C43 C44 C45 C46 -0.1(4) . . . . ?
C42 C41 C46 F46 179.8(2) . . . . ?
B1 C41 C46 F46 0.6(3) . . . . ?
C42 C41 C46 C45 0.4(3) . . . . ?
B1 C41 C46 C45 -178.9(2) . . . . ?
F45 C45 C46 F46 -1.3(3) . . . . ?
C44 C45 C46 F46 -179.6(2) . . . . ?
F45 C45 C46 C41 178.2(2) . . . . ?
C44 C45 C46 C41 -0.2(4) . . . . ?
P1 C3 C51 C52 94.3(2) . . . . ?
P1 C3 C51 C56 -85.9(3) . . . . ?
C56 C51 C52 C53 2.9(4) . . . . ?
C3 C51 C52 C53 -177.2(2) . . . . ?
C51 C52 C53 C54 -0.7(4) . . . . ?
C52 C53 C54 C55 -1.6(5) . . . . ?
C53 C54 C55 C56 1.6(5) . . . . ?
C54 C55 C56 C51 0.6(5) . . . . ?
C52 C51 C56 C55 -2.8(4) . . . . ?
C3 C51 C56 C55 177.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.048
####################################################################### 
# 
# 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_erk7650
_database_code_depnum_ccdc_archive 'CCDC 1034887'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H33 B F13 O3 P S'
_chemical_formula_weight         882.50

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   18.0651(3)
_cell_length_b                   10.20320(10)
_cell_length_c                   23.1974(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.1740(10)
_cell_angle_gamma                90.00
_cell_volume                     4085.14(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    8314
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1800
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9623
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25089
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         4.17
_diffrn_reflns_theta_max         28.29
_reflns_number_total             9948
_reflns_number_gt                6930
_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. 

 A badly disordered dichloromethane molecule was found in the 
 asymmetrical unit and could not be satisfactorily refined. The program 
 SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was therefore used to
 remove mathematically the effect of the solvent.
 The quoted formula and derived parameters are not included the squeezed
 solvent molecule. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 -0.009 0.250 240 29 ' '
2 0.750 -0.026 0.750 240 29 ' '

_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)+(0.0743P)²+4.5921P] 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         9948
_refine_ls_number_parameters     539
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0720
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1763
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.85299(4) 0.45366(7) 0.14488(3) 0.03544(18) Uani 1 1 d . . .
S1 S 0.76379(5) 0.85791(8) 0.12093(4) 0.0430(2) Uani 1 1 d . . .
B1 B 0.81095(19) 0.6639(3) 0.04996(16) 0.0371(7) Uani 1 1 d . . .
O1 O 0.76085(12) 0.7322(2) 0.08685(10) 0.0411(5) Uani 1 1 d . . .
O2 O 0.78348(15) 0.8347(2) 0.18444(11) 0.0543(6) Uani 1 1 d . . .
O3 O 0.80097(14) 0.9617(2) 0.09991(11) 0.0503(6) Uani 1 1 d . . .
F1 F 0.62181(13) 0.8075(2) 0.12023(12) 0.0710(6) Uani 1 1 d . . .
C1 C 0.88044(17) 0.5849(3) 0.10050(13) 0.0369(6) Uani 1 1 d . . .
H1 H 0.9123 0.5423 0.0777 0.044 Uiso 1 1 calc R . .
F2 F 0.62863(12) 0.9166(2) 0.04347(11) 0.0641(6) Uani 1 1 d . . .
C2 C 0.93489(19) 0.6826(3) 0.14403(15) 0.0455(7) Uani 1 1 d . . .
H2A H 0.9566 0.7429 0.1211 0.068 Uiso 1 1 calc R . .
H2B H 0.9764 0.6347 0.1723 0.068 Uiso 1 1 calc R . .
H2C H 0.9058 0.7312 0.1660 0.068 Uiso 1 1 calc R . .
F3 F 0.65430(14) 1.0103(2) 0.12990(12) 0.0711(6) Uani 1 1 d . . .
C3 C 0.84902(18) 0.5236(3) 0.21701(14) 0.0430(7) Uani 1 1 d . . .
H3A H 0.8193 0.6052 0.2079 0.052 Uiso 1 1 calc R . .
H3B H 0.8193 0.4629 0.2343 0.052 Uiso 1 1 calc R . .
C4 C 0.6609(2) 0.8996(3) 0.10174(18) 0.0518(8) Uani 1 1 d . . .
C11 C 0.76080(16) 0.3814(3) 0.10106(13) 0.0352(6) Uani 1 1 d . . .
C12 C 0.76379(17) 0.2888(3) 0.05641(13) 0.0376(6) Uani 1 1 d . . .
C13 C 0.69561(19) 0.2291(3) 0.02303(15) 0.0447(7) Uani 1 1 d . . .
H13 H 0.6980 0.1670 -0.0063 0.054 Uiso 1 1 calc R . .
C14 C 0.62427(19) 0.2567(3) 0.03096(16) 0.0475(7) Uani 1 1 d . . .
C15 C 0.62237(18) 0.3485(3) 0.07428(16) 0.0469(7) Uani 1 1 d . . .
H15 H 0.5742 0.3694 0.0798 0.056 Uiso 1 1 calc R . .
C16 C 0.68805(18) 0.4115(3) 0.11009(14) 0.0408(6) Uani 1 1 d . . .
C17 C 0.83549(18) 0.2491(3) 0.04087(14) 0.0426(7) Uani 1 1 d . . .
H17A H 0.8601 0.1764 0.0663 0.064 Uiso 1 1 calc R . .
H17B H 0.8710 0.3226 0.0474 0.064 Uiso 1 1 calc R . .
H17C H 0.8217 0.2225 -0.0011 0.064 Uiso 1 1 calc R . .
C18 C 0.5510(2) 0.1938(4) -0.0071(2) 0.0673(11) Uani 1 1 d . . .
H18A H 0.5204 0.1650 0.0186 0.101 Uiso 1 1 calc R . .
H18B H 0.5638 0.1189 -0.0281 0.101 Uiso 1 1 calc R . .
H18C H 0.5216 0.2567 -0.0362 0.101 Uiso 1 1 calc R . .
C19 C 0.6750(2) 0.5044(4) 0.15643(17) 0.0509(8) Uani 1 1 d . . .
H19A H 0.6202 0.5239 0.1470 0.076 Uiso 1 1 calc R . .
H19B H 0.7036 0.5848 0.1562 0.076 Uiso 1 1 calc R . .
H19C H 0.6929 0.4643 0.1960 0.076 Uiso 1 1 calc R . .
C21 C 0.92037(17) 0.3153(3) 0.16789(13) 0.0398(6) Uani 1 1 d . . .
C22 C 0.8938(2) 0.2106(3) 0.19747(14) 0.0457(7) Uani 1 1 d . . .
C23 C 0.9427(2) 0.1040(3) 0.21689(16) 0.0535(8) Uani 1 1 d . . .
H23 H 0.9251 0.0344 0.2359 0.064 Uiso 1 1 calc R . .
C24 C 1.0154(2) 0.0946(4) 0.20981(17) 0.0562(9) Uani 1 1 d . . .
C25 C 1.0403(2) 0.1975(4) 0.18151(17) 0.0539(8) Uani 1 1 d . . .
H25 H 1.0901 0.1933 0.1768 0.065 Uiso 1 1 calc R . .
C26 C 0.99439(18) 0.3083(3) 0.15945(15) 0.0457(7) Uani 1 1 d . . .
C27 C 0.8175(2) 0.2019(3) 0.21087(17) 0.0547(9) Uani 1 1 d . . .
H27A H 0.8050 0.1106 0.2151 0.082 Uiso 1 1 calc R . .
H27B H 0.7773 0.2412 0.1781 0.082 Uiso 1 1 calc R . .
H27C H 0.8210 0.2482 0.2481 0.082 Uiso 1 1 calc R . .
C28 C 1.0667(3) -0.0242(4) 0.2312(2) 0.0757(12) Uani 1 1 d . . .
H28A H 1.0485 -0.0723 0.2605 0.113 Uiso 1 1 calc R . .
H28B H 1.1196 0.0041 0.2498 0.113 Uiso 1 1 calc R . .
H28C H 1.0647 -0.0805 0.1971 0.113 Uiso 1 1 calc R . .
C29 C 1.0300(2) 0.4046(4) 0.1262(2) 0.0574(9) Uani 1 1 d . . .
H29A H 1.0014 0.4034 0.0837 0.086 Uiso 1 1 calc R . .
H29B H 1.0835 0.3805 0.1313 0.086 Uiso 1 1 calc R . .
H29C H 1.0280 0.4919 0.1423 0.086 Uiso 1 1 calc R . .
C31 C 0.75185(19) 0.5751(3) -0.00329(14) 0.0412(7) Uani 1 1 d . . .
F32 F 0.86012(13) 0.5063(2) -0.03312(10) 0.0597(5) Uani 1 1 d . . .
C32 C 0.7825(2) 0.5054(3) -0.04172(14) 0.0490(8) Uani 1 1 d . . .
F33 F 0.7754(2) 0.3610(3) -0.12302(12) 0.0948(9) Uani 1 1 d . . .
C33 C 0.7400(3) 0.4303(4) -0.08958(17) 0.0653(11) Uani 1 1 d . . .
F34 F 0.6181(2) 0.3492(3) -0.14584(12) 0.1039(11) Uani 1 1 d . . .
C34 C 0.6613(3) 0.4260(4) -0.10076(18) 0.0706(12) Uani 1 1 d . . .
F35 F 0.54974(14) 0.4922(2) -0.07712(14) 0.0905(9) Uani 1 1 d . . .
C35 C 0.6267(2) 0.4964(4) -0.06611(19) 0.0622(11) Uani 1 1 d . . .
F36 F 0.63262(11) 0.6354(2) 0.01389(11) 0.0634(6) Uani 1 1 d . . .
C36 C 0.6718(2) 0.5701(3) -0.01827(17) 0.0508(8) Uani 1 1 d . . .
C41 C 0.84489(18) 0.7742(3) 0.01192(14) 0.0403(6) Uani 1 1 d . . .
F42 F 0.72015(11) 0.86824(19) -0.02196(9) 0.0530(5) Uani 1 1 d . . .
C42 C 0.79444(19) 0.8670(3) -0.02229(14) 0.0429(7) Uani 1 1 d . . .
F43 F 0.76190(14) 1.0479(2) -0.08846(10) 0.0664(6) Uani 1 1 d . . .
C43 C 0.8144(2) 0.9600(3) -0.05784(16) 0.0501(8) Uani 1 1 d . . .
F44 F 0.90958(17) 1.0532(2) -0.09618(12) 0.0806(7) Uani 1 1 d . . .
C44 C 0.8877(3) 0.9622(3) -0.06286(17) 0.0578(9) Uani 1 1 d . . .
F45 F 1.01208(13) 0.8689(2) -0.03698(11) 0.0700(6) Uani 1 1 d . . .
C45 C 0.9395(2) 0.8695(4) -0.03236(17) 0.0530(8) Uani 1 1 d . . .
F46 F 0.97332(11) 0.68917(19) 0.02952(9) 0.0540(5) Uani 1 1 d . . .
C46 C 0.91766(19) 0.7780(3) 0.00346(15) 0.0456(7) Uani 1 1 d . . .
C51 C 0.92533(19) 0.5542(4) 0.26651(14) 0.0466(7) Uani 1 1 d . . .
C52 C 0.9785(2) 0.4608(4) 0.29338(17) 0.0602(9) Uani 1 1 d . . .
H52 H 0.9708 0.3734 0.2801 0.072 Uiso 1 1 calc R . .
C53 C 1.0444(3) 0.4943(5) 0.34051(19) 0.0737(12) Uani 1 1 d . . .
H53 H 1.0817 0.4301 0.3578 0.088 Uiso 1 1 calc R . .
C54 C 1.0547(3) 0.6198(5) 0.3612(2) 0.0792(13) Uani 1 1 d . . .
H54 H 1.0986 0.6424 0.3931 0.095 Uiso 1 1 calc R . .
C55 C 1.0000(3) 0.7138(5) 0.33503(19) 0.0707(12) Uani 1 1 d . . .
H55 H 1.0065 0.8004 0.3495 0.085 Uiso 1 1 calc R . .
C56 C 0.9359(2) 0.6813(4) 0.28785(16) 0.0572(9) Uani 1 1 d . . .
H56 H 0.8991 0.7459 0.2701 0.069 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 C11 1.831(3) . ?
P1 C21 1.837(3) . ?
P1 C3 1.840(3) . ?
P1 C1 1.844(3) . ?
S1 O3 1.416(2) . ?
S1 O2 1.429(2) . ?
S1 O1 1.500(2) . ?
S1 C4 1.828(4) . ?
B1 O1 1.579(4) . ?
B1 C31 1.646(5) . ?
B1 C1 1.652(5) . ?
B1 C41 1.655(4) . ?
F1 C4 1.321(4) . ?
C1 C2 1.547(4) . ?
C1 H1 0.9900 . ?
F2 C4 1.316(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
F3 C4 1.327(4) . ?
C3 C51 1.543(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C11 C12 1.415(4) . ?
C11 C16 1.424(4) . ?
C12 C13 1.387(4) . ?
C12 C17 1.499(4) . ?
C13 C14 1.384(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.382(5) . ?
C14 C18 1.501(5) . ?
C15 C16 1.389(4) . ?
C15 H15 0.9400 . ?
C16 C19 1.502(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.409(4) . ?
C21 C22 1.428(4) . ?
C22 C23 1.391(5) . ?
C22 C27 1.502(5) . ?
C23 C24 1.375(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.382(5) . ?
C24 C28 1.517(5) . ?
C25 C26 1.406(5) . ?
C25 H25 0.9400 . ?
C26 C29 1.505(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.378(5) . ?
C31 C36 1.384(5) . ?
F32 C32 1.357(4) . ?
C32 C33 1.381(5) . ?
F33 C33 1.343(5) . ?
C33 C34 1.368(7) . ?
F34 C34 1.355(4) . ?
C34 C35 1.360(6) . ?
F35 C35 1.339(5) . ?
C35 C36 1.388(5) . ?
F36 C36 1.347(4) . ?
C41 C46 1.386(4) . ?
C41 C42 1.389(4) . ?
F42 C42 1.345(4) . ?
C42 C43 1.373(5) . ?
F43 C43 1.345(4) . ?
C43 C44 1.365(5) . ?
F44 C44 1.340(4) . ?
C44 C45 1.371(5) . ?
F45 C45 1.347(4) . ?
C45 C46 1.382(5) . ?
F46 C46 1.356(4) . ?
C51 C52 1.365(5) . ?
C51 C56 1.381(5) . ?
C52 C53 1.401(6) . ?
C52 H52 0.9400 . ?
C53 C54 1.361(7) . ?
C53 H53 0.9400 . ?
C54 C55 1.382(7) . ?
C54 H54 0.9400 . ?
C55 C56 1.379(5) . ?
C55 H55 0.9400 . ?
C56 H56 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 P1 C21 105.54(13) . . ?
C11 P1 C3 112.83(14) . . ?
C21 P1 C3 103.54(15) . . ?
C11 P1 C1 109.46(13) . . ?
C21 P1 C1 117.11(14) . . ?
C3 P1 C1 108.37(14) . . ?
O3 S1 O2 118.67(15) . . ?
O3 S1 O1 113.91(13) . . ?
O2 S1 O1 111.16(14) . . ?
O3 S1 C4 107.06(16) . . ?
O2 S1 C4 102.42(16) . . ?
O1 S1 C4 101.27(15) . . ?
O1 B1 C31 107.5(2) . . ?
O1 B1 C1 105.5(2) . . ?
C31 B1 C1 116.9(2) . . ?
O1 B1 C41 110.5(2) . . ?
C31 B1 C41 103.6(2) . . ?
C1 B1 C41 112.7(2) . . ?
S1 O1 B1 136.55(19) . . ?
C2 C1 B1 110.6(2) . . ?
C2 C1 P1 109.1(2) . . ?
B1 C1 P1 118.5(2) . . ?
C2 C1 H1 105.9 . . ?
B1 C1 H1 105.9 . . ?
P1 C1 H1 105.9 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C51 C3 P1 119.3(2) . . ?
C51 C3 H3A 107.5 . . ?
P1 C3 H3A 107.5 . . ?
C51 C3 H3B 107.5 . . ?
P1 C3 H3B 107.5 . . ?
H3A C3 H3B 107.0 . . ?
F2 C4 F1 108.0(3) . . ?
F2 C4 F3 108.5(3) . . ?
F1 C4 F3 108.1(3) . . ?
F2 C4 S1 113.0(2) . . ?
F1 C4 S1 111.0(2) . . ?
F3 C4 S1 108.1(3) . . ?
C12 C11 C16 119.2(3) . . ?
C12 C11 P1 116.8(2) . . ?
C16 C11 P1 124.0(2) . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 C17 115.8(3) . . ?
C11 C12 C17 125.4(3) . . ?
C14 C13 C12 123.0(3) . . ?
C14 C13 H13 118.5 . . ?
C12 C13 H13 118.5 . . ?
C15 C14 C13 117.3(3) . . ?
C15 C14 C18 120.7(3) . . ?
C13 C14 C18 122.0(3) . . ?
C14 C15 C16 123.3(3) . . ?
C14 C15 H15 118.4 . . ?
C16 C15 H15 118.4 . . ?
C15 C16 C11 118.3(3) . . ?
C15 C16 C19 115.7(3) . . ?
C11 C16 C19 126.0(3) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 119.8(3) . . ?
C26 C21 P1 125.0(2) . . ?
C22 C21 P1 115.2(2) . . ?
C23 C22 C21 118.0(3) . . ?
C23 C22 C27 114.9(3) . . ?
C21 C22 C27 127.1(3) . . ?
C24 C23 C22 123.7(3) . . ?
C24 C23 H23 118.2 . . ?
C22 C23 H23 118.2 . . ?
C23 C24 C25 117.4(3) . . ?
C23 C24 C28 121.9(4) . . ?
C25 C24 C28 120.7(4) . . ?
C24 C25 C26 123.0(3) . . ?
C24 C25 H25 118.5 . . ?
C26 C25 H25 118.5 . . ?
C25 C26 C21 118.2(3) . . ?
C25 C26 C29 114.6(3) . . ?
C21 C26 C29 127.2(3) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 114.1(3) . . ?
C32 C31 B1 118.3(3) . . ?
C36 C31 B1 127.4(3) . . ?
F32 C32 C31 119.8(3) . . ?
F32 C32 C33 115.3(3) . . ?
C31 C32 C33 124.9(4) . . ?
F33 C33 C34 121.3(4) . . ?
F33 C33 C32 120.6(4) . . ?
C34 C33 C32 118.0(4) . . ?
F34 C34 C35 120.1(5) . . ?
F34 C34 C33 119.6(5) . . ?
C35 C34 C33 120.3(3) . . ?
F35 C35 C34 120.2(4) . . ?
F35 C35 C36 120.1(4) . . ?
C34 C35 C36 119.7(4) . . ?
F36 C36 C31 121.6(3) . . ?
F36 C36 C35 115.5(3) . . ?
C31 C36 C35 122.9(4) . . ?
C46 C41 C42 112.9(3) . . ?
C46 C41 B1 127.6(3) . . ?
C42 C41 B1 119.0(3) . . ?
F42 C42 C43 115.8(3) . . ?
F42 C42 C41 119.4(3) . . ?
C43 C42 C41 124.8(3) . . ?
F43 C43 C44 119.7(3) . . ?
F43 C43 C42 120.6(3) . . ?
C44 C43 C42 119.7(3) . . ?
F44 C44 C43 121.3(4) . . ?
F44 C44 C45 120.3(4) . . ?
C43 C44 C45 118.5(3) . . ?
F45 C45 C44 119.6(3) . . ?
F45 C45 C46 120.2(3) . . ?
C44 C45 C46 120.2(3) . . ?
F46 C46 C45 114.4(3) . . ?
F46 C46 C41 121.8(3) . . ?
C45 C46 C41 123.7(3) . . ?
C52 C51 C56 119.2(3) . . ?
C52 C51 C3 123.5(3) . . ?
C56 C51 C3 117.0(3) . . ?
C51 C52 C53 120.5(4) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 120.0(4) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C53 C54 C55 119.5(4) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C56 C55 C54 120.4(4) . . ?
C56 C55 H55 119.8 . . ?
C54 C55 H55 119.8 . . ?
C55 C56 C51 120.3(4) . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 O1 B1 27.6(3) . . . . ?
O2 S1 O1 B1 -109.6(3) . . . . ?
C4 S1 O1 B1 142.2(3) . . . . ?
C31 B1 O1 S1 -149.1(2) . . . . ?
C1 B1 O1 S1 85.5(3) . . . . ?
C41 B1 O1 S1 -36.7(4) . . . . ?
O1 B1 C1 C2 -65.3(3) . . . . ?
C31 B1 C1 C2 175.2(3) . . . . ?
C41 B1 C1 C2 55.4(3) . . . . ?
O1 B1 C1 P1 61.7(3) . . . . ?
C31 B1 C1 P1 -57.7(3) . . . . ?
C41 B1 C1 P1 -177.6(2) . . . . ?
C11 P1 C1 C2 155.7(2) . . . . ?
C21 P1 C1 C2 -84.3(2) . . . . ?
C3 P1 C1 C2 32.2(2) . . . . ?
C11 P1 C1 B1 27.9(3) . . . . ?
C21 P1 C1 B1 147.9(2) . . . . ?
C3 P1 C1 B1 -95.5(2) . . . . ?
C11 P1 C3 C51 163.6(2) . . . . ?
C21 P1 C3 C51 50.0(3) . . . . ?
C1 P1 C3 C51 -75.0(3) . . . . ?
O3 S1 C4 F2 58.8(3) . . . . ?
O2 S1 C4 F2 -175.6(2) . . . . ?
O1 S1 C4 F2 -60.7(3) . . . . ?
O3 S1 C4 F1 -179.6(2) . . . . ?
O2 S1 C4 F1 -54.1(3) . . . . ?
O1 S1 C4 F1 60.8(3) . . . . ?
O3 S1 C4 F3 -61.2(3) . . . . ?
O2 S1 C4 F3 64.3(3) . . . . ?
O1 S1 C4 F3 179.2(2) . . . . ?
C21 P1 C11 C12 -47.0(3) . . . . ?
C3 P1 C11 C12 -159.4(2) . . . . ?
C1 P1 C11 C12 79.8(2) . . . . ?
C21 P1 C11 C16 132.0(3) . . . . ?
C3 P1 C11 C16 19.6(3) . . . . ?
C1 P1 C11 C16 -101.1(3) . . . . ?
C16 C11 C12 C13 -0.6(4) . . . . ?
P1 C11 C12 C13 178.5(2) . . . . ?
C16 C11 C12 C17 178.7(3) . . . . ?
P1 C11 C12 C17 -2.2(4) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C17 C12 C13 C14 -178.8(3) . . . . ?
C12 C13 C14 C15 0.1(5) . . . . ?
C12 C13 C14 C18 178.1(3) . . . . ?
C13 C14 C15 C16 -1.0(5) . . . . ?
C18 C14 C15 C16 -178.9(3) . . . . ?
C14 C15 C16 C11 1.0(5) . . . . ?
C14 C15 C16 C19 -177.7(3) . . . . ?
C12 C11 C16 C15 -0.2(4) . . . . ?
P1 C11 C16 C15 -179.2(2) . . . . ?
C12 C11 C16 C19 178.3(3) . . . . ?
P1 C11 C16 C19 -0.7(5) . . . . ?
C11 P1 C21 C26 128.7(3) . . . . ?
C3 P1 C21 C26 -112.5(3) . . . . ?
C1 P1 C21 C26 6.6(3) . . . . ?
C11 P1 C21 C22 -52.6(3) . . . . ?
C3 P1 C21 C22 66.1(3) . . . . ?
C1 P1 C21 C22 -174.7(2) . . . . ?
C26 C21 C22 C23 -0.2(5) . . . . ?
P1 C21 C22 C23 -179.0(2) . . . . ?
C26 C21 C22 C27 179.3(3) . . . . ?
P1 C21 C22 C27 0.6(4) . . . . ?
C21 C22 C23 C24 0.8(5) . . . . ?
C27 C22 C23 C24 -178.8(3) . . . . ?
C22 C23 C24 C25 -0.3(6) . . . . ?
C22 C23 C24 C28 -179.5(4) . . . . ?
C23 C24 C25 C26 -0.9(6) . . . . ?
C28 C24 C25 C26 178.4(4) . . . . ?
C24 C25 C26 C21 1.4(5) . . . . ?
C24 C25 C26 C29 -175.8(4) . . . . ?
C22 C21 C26 C25 -0.8(5) . . . . ?
P1 C21 C26 C25 177.8(3) . . . . ?
C22 C21 C26 C29 176.0(3) . . . . ?
P1 C21 C26 C29 -5.4(5) . . . . ?
O1 B1 C31 C32 -179.9(3) . . . . ?
C1 B1 C31 C32 -61.6(4) . . . . ?
C41 B1 C31 C32 63.0(3) . . . . ?
O1 B1 C31 C36 6.4(4) . . . . ?
C1 B1 C31 C36 124.7(3) . . . . ?
C41 B1 C31 C36 -110.7(3) . . . . ?
C36 C31 C32 F32 177.7(3) . . . . ?
B1 C31 C32 F32 3.2(4) . . . . ?
C36 C31 C32 C33 -3.3(5) . . . . ?
B1 C31 C32 C33 -177.8(3) . . . . ?
F32 C32 C33 F33 2.0(5) . . . . ?
C31 C32 C33 F33 -177.0(3) . . . . ?
F32 C32 C33 C34 -179.7(3) . . . . ?
C31 C32 C33 C34 1.3(6) . . . . ?
F33 C33 C34 F34 0.9(6) . . . . ?
C32 C33 C34 F34 -177.4(3) . . . . ?
F33 C33 C34 C35 179.7(4) . . . . ?
C32 C33 C34 C35 1.3(6) . . . . ?
F34 C34 C35 F35 -1.3(6) . . . . ?
C33 C34 C35 F35 180.0(3) . . . . ?
F34 C34 C35 C36 177.0(3) . . . . ?
C33 C34 C35 C36 -1.7(6) . . . . ?
C32 C31 C36 F36 -178.4(3) . . . . ?
B1 C31 C36 F36 -4.5(5) . . . . ?
C32 C31 C36 C35 2.8(5) . . . . ?
B1 C31 C36 C35 176.7(3) . . . . ?
F35 C35 C36 F36 -1.0(5) . . . . ?
C34 C35 C36 F36 -179.3(3) . . . . ?
F35 C35 C36 C31 177.8(3) . . . . ?
C34 C35 C36 C31 -0.5(6) . . . . ?
O1 B1 C41 C46 140.2(3) . . . . ?
C31 B1 C41 C46 -104.9(4) . . . . ?
C1 B1 C41 C46 22.4(4) . . . . ?
O1 B1 C41 C42 -48.3(4) . . . . ?
C31 B1 C41 C42 66.6(3) . . . . ?
C1 B1 C41 C42 -166.1(3) . . . . ?
C46 C41 C42 F42 175.2(3) . . . . ?
B1 C41 C42 F42 2.5(4) . . . . ?
C46 C41 C42 C43 -4.4(5) . . . . ?
B1 C41 C42 C43 -177.1(3) . . . . ?
F42 C42 C43 F43 1.8(5) . . . . ?
C41 C42 C43 F43 -178.6(3) . . . . ?
F42 C42 C43 C44 -177.2(3) . . . . ?
C41 C42 C43 C44 2.4(5) . . . . ?
F43 C43 C44 F44 2.3(5) . . . . ?
C42 C43 C44 F44 -178.6(3) . . . . ?
F43 C43 C44 C45 -178.4(3) . . . . ?
C42 C43 C44 C45 0.7(5) . . . . ?
F44 C44 C45 F45 -1.2(5) . . . . ?
C43 C44 C45 F45 179.5(3) . . . . ?
F44 C44 C45 C46 178.0(3) . . . . ?
C43 C44 C45 C46 -1.3(6) . . . . ?
F45 C45 C46 F46 -2.8(5) . . . . ?
C44 C45 C46 F46 177.9(3) . . . . ?
F45 C45 C46 C41 178.2(3) . . . . ?
C44 C45 C46 C41 -1.1(6) . . . . ?
C42 C41 C46 F46 -175.2(3) . . . . ?
B1 C41 C46 F46 -3.3(5) . . . . ?
C42 C41 C46 C45 3.7(5) . . . . ?
B1 C41 C46 C45 175.6(3) . . . . ?
P1 C3 C51 C52 -62.5(4) . . . . ?
P1 C3 C51 C56 123.6(3) . . . . ?
C56 C51 C52 C53 -2.4(6) . . . . ?
C3 C51 C52 C53 -176.2(4) . . . . ?
C51 C52 C53 C54 2.2(7) . . . . ?
C52 C53 C54 C55 -0.7(7) . . . . ?
C53 C54 C55 C56 -0.6(7) . . . . ?
C54 C55 C56 C51 0.4(6) . . . . ?
C52 C51 C56 C55 1.1(6) . . . . ?
C3 C51 C56 C55 175.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_erk7560
_database_code_depnum_ccdc_archive 'CCDC 1034888'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H27 B2 F20 P'
_chemical_formula_weight         988.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   14.7699(5)
_cell_length_b                   16.8329(5)
_cell_length_c                   17.5277(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.020(2)
_cell_angle_gamma                90.00
_cell_volume                     4303.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7338
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1984
_exptl_absorpt_coefficient_mu    1.663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7885
_exptl_absorpt_correction_T_max  0.9215
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_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            37324
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.66
_diffrn_reflns_theta_max         67.34
_reflns_number_total             7449
_reflns_number_gt                5736
_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. 

 A disordered dichloromethane molecule was found in the asymmetrical unit 
 and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek
 J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove 
 mathematically the effect of the solvent. 
 The quoted formula and derived parameters are not included the squeezed
 solvent molecule. 

 The hydrogen at P1 atom and the hydrogen between B1 and B2 atoms were 
 refined freely.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.083 0.548 0.048 7 0 ' '
2 0.185 0.818 0.230 77 15 ' '
3 0.315 0.318 0.270 77 15 ' '
4 0.417 0.048 0.452 7 0 ' '
5 0.685 0.682 0.730 77 15 ' '
6 0.583 0.952 0.548 7 0 ' '
7 0.815 0.182 0.770 77 15 ' '
8 0.917 0.452 0.952 7 0 ' '

_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)+(0.0575P)²+1.5930P] 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         7449
_refine_ls_number_parameters     618
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1242
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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 0.76870(4) 0.73474(3) 0.14863(3) 0.04737(16) Uani 1 1 d . . .
H01 H 0.7771(14) 0.7896(12) 0.2025(12) 0.041(5) Uiso 1 1 d . . .
B1 B 0.54867(19) 0.68024(15) 0.24503(16) 0.0506(6) Uani 1 1 d . . .
H02 H 0.5318(15) 0.7463(13) 0.1956(13) 0.049(6) Uiso 1 1 d . . .
B2 B 0.56664(18) 0.75240(15) 0.13083(15) 0.0476(6) Uani 1 1 d . . .
C1 C 0.65625(15) 0.69176(13) 0.15031(13) 0.0488(5) Uani 1 1 d . . .
H1 H 0.6475 0.6448 0.1159 0.059 Uiso 1 1 calc R . .
C2 C 0.65350(16) 0.66607(14) 0.23534(14) 0.0523(6) Uani 1 1 d . . .
H2A H 0.6948 0.6988 0.2717 0.063 Uiso 1 1 calc R . .
H2B H 0.6706 0.6101 0.2434 0.063 Uiso 1 1 calc R . .
C11 C 0.86090(15) 0.66838(13) 0.18824(13) 0.0482(5) Uani 1 1 d . . .
C12 C 0.90813(17) 0.68073(14) 0.26416(14) 0.0546(6) Uani 1 1 d . . .
C13 C 0.97941(17) 0.62914(15) 0.29119(15) 0.0605(7) Uani 1 1 d . . .
H13 H 1.0109 0.6365 0.3416 0.073 Uiso 1 1 calc R . .
C14 C 1.00632(17) 0.56757(15) 0.24777(16) 0.0600(6) Uani 1 1 d . . .
C15 C 0.95753(17) 0.55564(14) 0.17415(15) 0.0570(6) Uani 1 1 d . . .
H15 H 0.9742 0.5134 0.1441 0.068 Uiso 1 1 calc R . .
C16 C 0.88484(16) 0.60440(14) 0.14375(14) 0.0510(5) Uani 1 1 d . . .
C17 C 0.88707(19) 0.74393(16) 0.31996(15) 0.0647(7) Uani 1 1 d . . .
H17A H 0.9261 0.7365 0.3694 0.097 Uiso 1 1 calc R . .
H17B H 0.8233 0.7399 0.3268 0.097 Uiso 1 1 calc R . .
H17C H 0.8983 0.7960 0.2996 0.097 Uiso 1 1 calc R . .
C18 C 1.0846(2) 0.51425(18) 0.2800(2) 0.0802(9) Uani 1 1 d . . .
H18A H 1.1235 0.5413 0.3218 0.120 Uiso 1 1 calc R . .
H18B H 1.1201 0.5012 0.2396 0.120 Uiso 1 1 calc R . .
H18C H 1.0608 0.4659 0.2994 0.120 Uiso 1 1 calc R . .
C19 C 0.83336(18) 0.58527(15) 0.06521(15) 0.0608(6) Uani 1 1 d . . .
H19A H 0.8652 0.5436 0.0418 0.091 Uiso 1 1 calc R . .
H19B H 0.8295 0.6324 0.0330 0.091 Uiso 1 1 calc R . .
H19C H 0.7721 0.5674 0.0700 0.091 Uiso 1 1 calc R . .
C21 C 0.78976(15) 0.79182(13) 0.06565(13) 0.0491(5) Uani 1 1 d . . .
C22 C 0.85281(16) 0.85652(14) 0.08175(14) 0.0520(6) Uani 1 1 d . . .
C23 C 0.86400(17) 0.90857(14) 0.02283(15) 0.0551(6) Uani 1 1 d . . .
H23 H 0.9036 0.9521 0.0343 0.066 Uiso 1 1 calc R . .
C24 C 0.81939(17) 0.89930(15) -0.05223(15) 0.0579(6) Uani 1 1 d . . .
C25 C 0.76107(17) 0.83482(15) -0.06796(15) 0.0573(6) Uani 1 1 d . . .
H25 H 0.7319 0.8266 -0.1190 0.069 Uiso 1 1 calc R . .
C26 C 0.74405(16) 0.78148(14) -0.01050(14) 0.0523(6) Uani 1 1 d . . .
C27 C 0.90808(18) 0.87165(16) 0.16028(15) 0.0628(7) Uani 1 1 d . . .
H27A H 0.9510 0.9146 0.1567 0.094 Uiso 1 1 calc R . .
H27B H 0.9415 0.8239 0.1784 0.094 Uiso 1 1 calc R . .
H27C H 0.8672 0.8862 0.1963 0.094 Uiso 1 1 calc R . .
C28 C 0.8349(2) 0.95725(18) -0.11426(18) 0.0765(8) Uani 1 1 d . . .
H28A H 0.7996 1.0051 -0.1096 0.115 Uiso 1 1 calc R . .
H28B H 0.8155 0.9335 -0.1646 0.115 Uiso 1 1 calc R . .
H28C H 0.8995 0.9705 -0.1085 0.115 Uiso 1 1 calc R . .
C29 C 0.67567(18) 0.71634(15) -0.03559(15) 0.0622(7) Uani 1 1 d . . .
H29A H 0.6141 0.7363 -0.0354 0.093 Uiso 1 1 calc R . .
H29B H 0.6870 0.6719 -0.0002 0.093 Uiso 1 1 calc R . .
H29C H 0.6819 0.6990 -0.0873 0.093 Uiso 1 1 calc R . .
C31 C 0.47142(17) 0.61660(14) 0.20970(14) 0.0557(6) Uani 1 1 d . . .
F32 F 0.57436(12) 0.50986(9) 0.19934(10) 0.0778(5) Uani 1 1 d . . .
C32 C 0.4885(2) 0.53853(16) 0.18967(16) 0.0648(7) Uani 1 1 d . . .
F33 F 0.44257(17) 0.41155(11) 0.14218(15) 0.1196(8) Uani 1 1 d . . .
C33 C 0.4210(3) 0.48646(18) 0.1595(2) 0.0845(9) Uani 1 1 d . . .
F34 F 0.26420(16) 0.46227(15) 0.11454(17) 0.1435(10) Uani 1 1 d . . .
C34 C 0.3311(3) 0.5116(2) 0.1465(2) 0.0942(11) Uani 1 1 d . . .
F35 F 0.22268(12) 0.61280(14) 0.15216(13) 0.1117(7) Uani 1 1 d . . .
C35 C 0.3098(2) 0.5873(2) 0.16494(19) 0.0804(9) Uani 1 1 d . . .
F36 F 0.35527(10) 0.71144(10) 0.21535(10) 0.0757(4) Uani 1 1 d . . .
C36 C 0.37983(19) 0.63727(16) 0.19746(16) 0.0636(7) Uani 1 1 d . . .
C41 C 0.53214(16) 0.71182(14) 0.32821(14) 0.0507(6) Uani 1 1 d . . .
F42 F 0.58435(11) 0.58793(9) 0.37953(9) 0.0697(4) Uani 1 1 d . . .
C42 C 0.55388(16) 0.66216(14) 0.39173(14) 0.0537(6) Uani 1 1 d . . .
F43 F 0.57034(11) 0.63113(11) 0.52441(9) 0.0792(5) Uani 1 1 d . . .
C43 C 0.54716(17) 0.68217(17) 0.46610(15) 0.0614(7) Uani 1 1 d . . .
F44 F 0.51096(15) 0.77975(13) 0.55351(10) 0.0980(6) Uani 1 1 d . . .
C44 C 0.51754(19) 0.75738(19) 0.48110(16) 0.0688(7) Uani 1 1 d . . .
F45 F 0.46417(16) 0.88300(11) 0.43408(12) 0.1029(6) Uani 1 1 d . . .
C45 C 0.4933(2) 0.80904(17) 0.42099(18) 0.0686(7) Uani 1 1 d . . .
F46 F 0.47517(11) 0.83975(9) 0.28988(9) 0.0732(4) Uani 1 1 d . . .
C46 C 0.50076(18) 0.78612(15) 0.34662(15) 0.0576(6) Uani 1 1 d . . .
C51 C 0.47777(15) 0.72485(13) 0.06982(13) 0.0496(5) Uani 1 1 d . . .
F52 F 0.53409(10) 0.60106(8) 0.03098(9) 0.0656(4) Uani 1 1 d . . .
C52 C 0.46519(17) 0.65410(15) 0.02834(14) 0.0546(6) Uani 1 1 d . . .
F53 F 0.37635(12) 0.56143(11) -0.05262(11) 0.0899(5) Uani 1 1 d . . .
C53 C 0.3833(2) 0.63134(17) -0.01525(16) 0.0657(7) Uani 1 1 d . . .
F54 F 0.22866(11) 0.65953(13) -0.06290(11) 0.1010(6) Uani 1 1 d . . .
C54 C 0.30841(19) 0.68025(19) -0.02017(16) 0.0707(8) Uani 1 1 d . . .
F55 F 0.24430(11) 0.80004(12) 0.01522(12) 0.0938(6) Uani 1 1 d . . .
C55 C 0.31639(17) 0.75154(18) 0.01892(17) 0.0665(7) Uani 1 1 d . . .
F56 F 0.40034(10) 0.84054(9) 0.10165(9) 0.0675(4) Uani 1 1 d . . .
C56 C 0.39880(17) 0.77180(15) 0.06249(14) 0.0559(6) Uani 1 1 d . . .
C61 C 0.59319(15) 0.84577(13) 0.12748(13) 0.0476(5) Uani 1 1 d . . .
F62 F 0.53978(10) 0.85830(8) -0.00716(8) 0.0639(4) Uani 1 1 d . . .
C62 C 0.58298(16) 0.88963(14) 0.05965(14) 0.0519(6) Uani 1 1 d . . .
F63 F 0.60497(11) 1.00382(9) -0.01354(9) 0.0764(5) Uani 1 1 d . . .
C63 C 0.61662(18) 0.96582(14) 0.05454(15) 0.0587(6) Uani 1 1 d . . .
F64 F 0.69686(12) 1.07536(9) 0.11456(11) 0.0805(5) Uani 1 1 d . . .
C64 C 0.66255(17) 1.00199(14) 0.11929(17) 0.0597(6) Uani 1 1 d . . .
F65 F 0.71981(10) 0.99529(9) 0.25256(9) 0.0700(4) Uani 1 1 d . . .
C65 C 0.67345(16) 0.96204(14) 0.18852(15) 0.0545(6) Uani 1 1 d . . .
F66 F 0.65421(9) 0.85008(8) 0.26092(7) 0.0556(3) Uani 1 1 d . . .
C66 C 0.63860(15) 0.88622(13) 0.19109(13) 0.0486(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C21 1.810(3) . ?
P1 C11 1.813(2) . ?
P1 C1 1.816(2) . ?
P1 H01 1.31(2) . ?
B1 C2 1.602(4) . ?
B1 C41 1.606(4) . ?
B1 C31 1.616(3) . ?
B1 H02 1.41(2) . ?
B2 C61 1.623(3) . ?
B2 C51 1.625(3) . ?
B2 C1 1.664(3) . ?
B2 H02 1.32(2) . ?
C1 C2 1.558(3) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C11 C16 1.407(3) . ?
C11 C12 1.418(3) . ?
C12 C13 1.389(3) . ?
C12 C17 1.510(4) . ?
C13 C14 1.381(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.390(4) . ?
C14 C18 1.503(3) . ?
C15 C16 1.390(3) . ?
C15 H15 0.9400 . ?
C16 C19 1.500(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C26 1.409(3) . ?
C21 C22 1.432(3) . ?
C22 C23 1.384(3) . ?
C22 C27 1.508(3) . ?
C23 C24 1.385(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.386(4) . ?
C24 C28 1.505(4) . ?
C25 C26 1.401(3) . ?
C25 H25 0.9400 . ?
C26 C29 1.509(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C36 1.380(4) . ?
C31 C32 1.394(4) . ?
F32 C32 1.342(3) . ?
C32 C33 1.370(4) . ?
F33 C33 1.347(4) . ?
C33 C34 1.378(5) . ?
F34 C34 1.344(3) . ?
C34 C35 1.364(5) . ?
F35 C35 1.342(4) . ?
C35 C36 1.384(4) . ?
F36 C36 1.351(3) . ?
C41 C42 1.389(3) . ?
C41 C46 1.389(3) . ?
F42 C42 1.356(3) . ?
C42 C43 1.365(4) . ?
F43 C43 1.338(3) . ?
C43 C44 1.378(4) . ?
F44 C44 1.342(3) . ?
C44 C45 1.370(4) . ?
F45 C45 1.349(3) . ?
C45 C46 1.380(4) . ?
F46 C46 1.352(3) . ?
C51 C52 1.393(3) . ?
C51 C56 1.398(3) . ?
F52 C52 1.349(3) . ?
C52 C53 1.379(3) . ?
F53 C53 1.343(3) . ?
C53 C54 1.371(4) . ?
F54 C54 1.339(3) . ?
C54 C55 1.378(4) . ?
F55 C55 1.335(3) . ?
C55 C56 1.375(3) . ?
F56 C56 1.344(3) . ?
C61 C66 1.386(3) . ?
C61 C62 1.388(3) . ?
F62 C62 1.350(3) . ?
C62 C63 1.383(3) . ?
F63 C63 1.341(3) . ?
C63 C64 1.370(4) . ?
F64 C64 1.342(3) . ?
C64 C65 1.375(4) . ?
F65 C65 1.342(3) . ?
C65 C66 1.380(3) . ?
F66 C66 1.354(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 P1 C11 114.91(11) . . ?
C21 P1 C1 119.82(10) . . ?
C11 P1 C1 112.47(10) . . ?
C21 P1 H01 101.3(9) . . ?
C11 P1 H01 100.2(9) . . ?
C1 P1 H01 104.6(9) . . ?
C2 B1 C41 115.6(2) . . ?
C2 B1 C31 119.8(2) . . ?
C41 B1 C31 111.6(2) . . ?
C2 B1 H02 97.6(9) . . ?
C41 B1 H02 105.1(9) . . ?
C31 B1 H02 104.0(9) . . ?
C61 B2 C51 115.30(18) . . ?
C61 B2 C1 114.36(19) . . ?
C51 B2 C1 119.63(19) . . ?
C61 B2 H02 103.6(10) . . ?
C51 B2 H02 99.2(10) . . ?
C1 B2 H02 100.4(10) . . ?
C2 C1 B2 103.14(19) . . ?
C2 C1 P1 106.68(14) . . ?
B2 C1 P1 116.89(16) . . ?
C2 C1 H1 109.9 . . ?
B2 C1 H1 109.9 . . ?
P1 C1 H1 109.9 . . ?
C1 C2 B1 103.33(18) . . ?
C1 C2 H2A 111.1 . . ?
B1 C2 H2A 111.1 . . ?
C1 C2 H2B 111.1 . . ?
B1 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
C16 C11 C12 120.2(2) . . ?
C16 C11 P1 119.89(16) . . ?
C12 C11 P1 119.91(18) . . ?
C13 C12 C11 117.6(2) . . ?
C13 C12 C17 116.2(2) . . ?
C11 C12 C17 126.2(2) . . ?
C14 C13 C12 123.3(2) . . ?
C14 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
C13 C14 C15 117.9(2) . . ?
C13 C14 C18 120.8(2) . . ?
C15 C14 C18 121.3(3) . . ?
C16 C15 C14 121.8(2) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C11 119.1(2) . . ?
C15 C16 C19 118.4(2) . . ?
C11 C16 C19 122.5(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 118.7(2) . . ?
C26 C21 P1 125.34(18) . . ?
C22 C21 P1 115.70(17) . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 C27 117.6(2) . . ?
C21 C22 C27 123.4(2) . . ?
C22 C23 C24 122.9(2) . . ?
C22 C23 H23 118.6 . . ?
C24 C23 H23 118.6 . . ?
C23 C24 C25 117.7(2) . . ?
C23 C24 C28 120.6(2) . . ?
C25 C24 C28 121.6(2) . . ?
C24 C25 C26 122.3(2) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C25 C26 C21 119.2(2) . . ?
C25 C26 C29 116.3(2) . . ?
C21 C26 C29 124.4(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 114.3(2) . . ?
C36 C31 B1 120.5(2) . . ?
C32 C31 B1 125.2(2) . . ?
F32 C32 C33 115.8(3) . . ?
F32 C32 C31 120.8(2) . . ?
C33 C32 C31 123.4(3) . . ?
F33 C33 C32 120.1(3) . . ?
F33 C33 C34 120.4(3) . . ?
C32 C33 C34 119.5(3) . . ?
F34 C34 C35 119.6(4) . . ?
F34 C34 C33 120.4(3) . . ?
C35 C34 C33 119.9(3) . . ?
F35 C35 C34 120.6(3) . . ?
F35 C35 C36 120.6(3) . . ?
C34 C35 C36 118.7(3) . . ?
F36 C36 C31 119.3(2) . . ?
F36 C36 C35 116.5(3) . . ?
C31 C36 C35 124.1(3) . . ?
C42 C41 C46 113.5(2) . . ?
C42 C41 B1 118.7(2) . . ?
C46 C41 B1 127.8(2) . . ?
F42 C42 C43 117.0(2) . . ?
F42 C42 C41 118.0(2) . . ?
C43 C42 C41 125.1(2) . . ?
F43 C43 C42 121.5(3) . . ?
F43 C43 C44 119.7(3) . . ?
C42 C43 C44 118.8(2) . . ?
F44 C44 C45 120.0(3) . . ?
F44 C44 C43 120.7(3) . . ?
C45 C44 C43 119.3(3) . . ?
F45 C45 C44 120.5(3) . . ?
F45 C45 C46 119.6(3) . . ?
C44 C45 C46 119.9(3) . . ?
F46 C46 C45 117.0(2) . . ?
F46 C46 C41 119.7(2) . . ?
C45 C46 C41 123.4(2) . . ?
C52 C51 C56 113.2(2) . . ?
C52 C51 B2 128.0(2) . . ?
C56 C51 B2 118.4(2) . . ?
F52 C52 C53 115.2(2) . . ?
F52 C52 C51 120.7(2) . . ?
C53 C52 C51 124.1(2) . . ?
F53 C53 C54 119.7(2) . . ?
F53 C53 C52 120.5(3) . . ?
C54 C53 C52 119.8(2) . . ?
F54 C54 C53 120.6(3) . . ?
F54 C54 C55 120.3(3) . . ?
C53 C54 C55 119.1(2) . . ?
F55 C55 C56 120.3(3) . . ?
F55 C55 C54 120.2(2) . . ?
C56 C55 C54 119.4(2) . . ?
F56 C56 C55 116.1(2) . . ?
F56 C56 C51 119.5(2) . . ?
C55 C56 C51 124.3(2) . . ?
C66 C61 C62 113.7(2) . . ?
C66 C61 B2 122.4(2) . . ?
C62 C61 B2 123.5(2) . . ?
F62 C62 C63 115.6(2) . . ?
F62 C62 C61 120.6(2) . . ?
C63 C62 C61 123.8(2) . . ?
F63 C63 C64 120.2(2) . . ?
F63 C63 C62 120.2(2) . . ?
C64 C63 C62 119.6(2) . . ?
F64 C64 C63 120.0(2) . . ?
F64 C64 C65 120.8(2) . . ?
C63 C64 C65 119.2(2) . . ?
F65 C65 C64 120.5(2) . . ?
F65 C65 C66 120.2(2) . . ?
C64 C65 C66 119.3(2) . . ?
F66 C66 C65 115.7(2) . . ?
F66 C66 C61 119.9(2) . . ?
C65 C66 C61 124.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C61 B2 C1 C2 106.5(2) . . . . ?
C51 B2 C1 C2 -110.6(2) . . . . ?
C61 B2 C1 P1 -10.2(3) . . . . ?
C51 B2 C1 P1 132.7(2) . . . . ?
C21 P1 C1 C2 -165.98(14) . . . . ?
C11 P1 C1 C2 54.33(18) . . . . ?
C21 P1 C1 B2 -51.3(2) . . . . ?
C11 P1 C1 B2 169.05(16) . . . . ?
B2 C1 C2 B1 22.9(2) . . . . ?
P1 C1 C2 B1 146.57(16) . . . . ?
C41 B1 C2 C1 -143.7(2) . . . . ?
C31 B1 C2 C1 78.1(2) . . . . ?
C21 P1 C11 C16 -64.5(2) . . . . ?
C1 P1 C11 C16 77.3(2) . . . . ?
C21 P1 C11 C12 116.0(2) . . . . ?
C1 P1 C11 C12 -102.2(2) . . . . ?
C16 C11 C12 C13 1.8(4) . . . . ?
P1 C11 C12 C13 -178.75(19) . . . . ?
C16 C11 C12 C17 -176.7(2) . . . . ?
P1 C11 C12 C17 2.8(4) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C17 C12 C13 C14 179.1(3) . . . . ?
C12 C13 C14 C15 -1.9(4) . . . . ?
C12 C13 C14 C18 179.4(3) . . . . ?
C13 C14 C15 C16 1.1(4) . . . . ?
C18 C14 C15 C16 179.8(3) . . . . ?
C14 C15 C16 C11 1.0(4) . . . . ?
C14 C15 C16 C19 -177.4(2) . . . . ?
C12 C11 C16 C15 -2.5(4) . . . . ?
P1 C11 C16 C15 178.02(19) . . . . ?
C12 C11 C16 C19 175.9(2) . . . . ?
P1 C11 C16 C19 -3.6(3) . . . . ?
C11 P1 C21 C26 110.8(2) . . . . ?
C1 P1 C21 C26 -28.0(3) . . . . ?
C11 P1 C21 C22 -74.7(2) . . . . ?
C1 P1 C21 C22 146.55(17) . . . . ?
C26 C21 C22 C23 2.6(3) . . . . ?
P1 C21 C22 C23 -172.32(18) . . . . ?
C26 C21 C22 C27 -177.7(2) . . . . ?
P1 C21 C22 C27 7.4(3) . . . . ?
C21 C22 C23 C24 -2.5(4) . . . . ?
C27 C22 C23 C24 177.8(2) . . . . ?
C22 C23 C24 C25 0.1(4) . . . . ?
C22 C23 C24 C28 -179.3(3) . . . . ?
C23 C24 C25 C26 2.2(4) . . . . ?
C28 C24 C25 C26 -178.3(3) . . . . ?
C24 C25 C26 C21 -2.1(4) . . . . ?
C24 C25 C26 C29 177.3(2) . . . . ?
C22 C21 C26 C25 -0.4(3) . . . . ?
P1 C21 C26 C25 173.99(19) . . . . ?
C22 C21 C26 C29 -179.7(2) . . . . ?
P1 C21 C26 C29 -5.3(4) . . . . ?
C2 B1 C31 C36 -161.4(2) . . . . ?
C41 B1 C31 C36 58.8(3) . . . . ?
C2 B1 C31 C32 19.1(4) . . . . ?
C41 B1 C31 C32 -120.7(3) . . . . ?
C36 C31 C32 F32 -179.2(2) . . . . ?
B1 C31 C32 F32 0.4(4) . . . . ?
C36 C31 C32 C33 0.7(4) . . . . ?
B1 C31 C32 C33 -179.7(3) . . . . ?
F32 C32 C33 F33 0.5(4) . . . . ?
C31 C32 C33 F33 -179.4(3) . . . . ?
F32 C32 C33 C34 -178.9(3) . . . . ?
C31 C32 C33 C34 1.2(5) . . . . ?
F33 C33 C34 F34 -1.7(6) . . . . ?
C32 C33 C34 F34 177.7(3) . . . . ?
F33 C33 C34 C35 179.4(3) . . . . ?
C32 C33 C34 C35 -1.2(6) . . . . ?
F34 C34 C35 F35 0.6(6) . . . . ?
C33 C34 C35 F35 179.6(3) . . . . ?
F34 C34 C35 C36 -179.7(3) . . . . ?
C33 C34 C35 C36 -0.7(5) . . . . ?
C32 C31 C36 F36 179.6(2) . . . . ?
B1 C31 C36 F36 0.0(4) . . . . ?
C32 C31 C36 C35 -2.8(4) . . . . ?
B1 C31 C36 C35 177.6(3) . . . . ?
F35 C35 C36 F36 0.3(4) . . . . ?
C34 C35 C36 F36 -179.4(3) . . . . ?
F35 C35 C36 C31 -177.4(3) . . . . ?
C34 C35 C36 C31 2.9(5) . . . . ?
C2 B1 C41 C42 -66.3(3) . . . . ?
C31 B1 C41 C42 75.2(3) . . . . ?
C2 B1 C41 C46 111.1(3) . . . . ?
C31 B1 C41 C46 -107.3(3) . . . . ?
C46 C41 C42 F42 179.4(2) . . . . ?
B1 C41 C42 F42 -2.8(3) . . . . ?
C46 C41 C42 C43 -0.7(4) . . . . ?
B1 C41 C42 C43 177.1(2) . . . . ?
F42 C42 C43 F43 0.6(3) . . . . ?
C41 C42 C43 F43 -179.3(2) . . . . ?
F42 C42 C43 C44 179.2(2) . . . . ?
C41 C42 C43 C44 -0.7(4) . . . . ?
F43 C43 C44 F44 -0.6(4) . . . . ?
C42 C43 C44 F44 -179.2(2) . . . . ?
F43 C43 C44 C45 -179.5(2) . . . . ?
C42 C43 C44 C45 1.8(4) . . . . ?
F44 C44 C45 F45 1.1(4) . . . . ?
C43 C44 C45 F45 -180.0(3) . . . . ?
F44 C44 C45 C46 179.5(3) . . . . ?
C43 C44 C45 C46 -1.5(4) . . . . ?
F45 C45 C46 F46 -2.0(4) . . . . ?
C44 C45 C46 F46 179.6(2) . . . . ?
F45 C45 C46 C41 178.5(2) . . . . ?
C44 C45 C46 C41 0.0(4) . . . . ?
C42 C41 C46 F46 -178.5(2) . . . . ?
B1 C41 C46 F46 3.9(4) . . . . ?
C42 C41 C46 C45 1.0(4) . . . . ?
B1 C41 C46 C45 -176.5(3) . . . . ?
C61 B2 C51 C52 141.7(3) . . . . ?
C1 B2 C51 C52 -0.8(4) . . . . ?
C61 B2 C51 C56 -46.2(3) . . . . ?
C1 B2 C51 C56 171.3(2) . . . . ?
C56 C51 C52 F52 -178.2(2) . . . . ?
B2 C51 C52 F52 -5.7(4) . . . . ?
C56 C51 C52 C53 -0.6(4) . . . . ?
B2 C51 C52 C53 171.8(3) . . . . ?
F52 C52 C53 F53 -1.2(4) . . . . ?
C51 C52 C53 F53 -178.9(2) . . . . ?
F52 C52 C53 C54 178.5(2) . . . . ?
C51 C52 C53 C54 0.8(4) . . . . ?
F53 C53 C54 F54 -1.1(4) . . . . ?
C52 C53 C54 F54 179.3(3) . . . . ?
F53 C53 C54 C55 179.5(3) . . . . ?
C52 C53 C54 C55 -0.1(4) . . . . ?
F54 C54 C55 F55 0.8(4) . . . . ?
C53 C54 C55 F55 -179.8(3) . . . . ?
F54 C54 C55 C56 -180.0(3) . . . . ?
C53 C54 C55 C56 -0.6(4) . . . . ?
F55 C55 C56 F56 2.0(4) . . . . ?
C54 C55 C56 F56 -177.2(2) . . . . ?
F55 C55 C56 C51 179.9(2) . . . . ?
C54 C55 C56 C51 0.8(4) . . . . ?
C52 C51 C56 F56 177.7(2) . . . . ?
B2 C51 C56 F56 4.5(3) . . . . ?
C52 C51 C56 C55 -0.2(4) . . . . ?
B2 C51 C56 C55 -173.4(3) . . . . ?
C51 B2 C61 C66 152.9(2) . . . . ?
C1 B2 C61 C66 -62.6(3) . . . . ?
C51 B2 C61 C62 -35.2(3) . . . . ?
C1 B2 C61 C62 109.3(3) . . . . ?
C66 C61 C62 F62 -179.7(2) . . . . ?
B2 C61 C62 F62 7.7(4) . . . . ?
C66 C61 C62 C63 1.6(4) . . . . ?
B2 C61 C62 C63 -170.9(2) . . . . ?
F62 C62 C63 F63 0.3(4) . . . . ?
C61 C62 C63 F63 179.0(2) . . . . ?
F62 C62 C63 C64 -179.1(2) . . . . ?
C61 C62 C63 C64 -0.4(4) . . . . ?
F63 C63 C64 F64 -0.7(4) . . . . ?
C62 C63 C64 F64 178.8(2) . . . . ?
F63 C63 C64 C65 179.8(2) . . . . ?
C62 C63 C64 C65 -0.7(4) . . . . ?
F64 C64 C65 F65 -0.9(4) . . . . ?
C63 C64 C65 F65 178.6(2) . . . . ?
F64 C64 C65 C66 -179.0(2) . . . . ?
C63 C64 C65 C66 0.6(4) . . . . ?
F65 C65 C66 F66 0.3(3) . . . . ?
C64 C65 C66 F66 178.3(2) . . . . ?
F65 C65 C66 C61 -177.2(2) . . . . ?
C64 C65 C66 C61 0.8(4) . . . . ?
C62 C61 C66 F66 -179.3(2) . . . . ?
B2 C61 C66 F66 -6.6(3) . . . . ?
C62 C61 C66 C65 -1.8(4) . . . . ?
B2 C61 C66 C65 170.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        67.34
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.039
#=============================================================================
#  end of cif data for "erk7560" (compound 14) 
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

####################################################################### 
# 
# 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_erk7837
_database_code_depnum_ccdc_archive 'CCDC 1045775'
_audit_update_record             
;
2015-03-20 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H27 B2 F20 O P'
_chemical_formula_weight         1016.26

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   11.7085(2)
_cell_length_b                   20.9557(4)
_cell_length_c                   17.8664(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.9750(10)
_cell_angle_gamma                90.00
_cell_volume                     4169.73(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7272
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2040
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_T_max  0.9847
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21611
_diffrn_reflns_av_R_equivalents  0.080
_diffrn_reflns_av_sigmaI/netI    0.0769
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7293
_reflns_number_gt                4897
_reflns_threshold_expression     >2sigma(I)

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

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

 The hydrogen at P1 atom was 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)+(0.0237P)²+8.2808P] 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         7293
_refine_ls_number_parameters     632
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1320
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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 0.35584(9) 0.13900(5) 0.62801(6) 0.0324(2) Uani 1 1 d . . .
H1A H 0.388(3) 0.1413(18) 0.563(2) 0.040(11) Uiso 1 1 d . . .
B1 B 0.5363(4) 0.2768(2) 0.6194(3) 0.0343(11) Uani 1 1 d . . .
B2 B 0.6365(4) 0.2213(2) 0.8080(3) 0.0339(11) Uani 1 1 d . . .
O1 O 0.6176(2) 0.23556(13) 0.66290(15) 0.0361(7) Uani 1 1 d . . .
C1 C 0.4321(3) 0.20632(19) 0.6846(2) 0.0331(9) Uani 1 1 d . . .
H1 H 0.4010 0.2138 0.7295 0.040 Uiso 1 1 calc R . .
C3 C 0.5706(3) 0.19687(19) 0.7157(2) 0.0341(9) Uani 1 1 d . . .
H3 H 0.5900 0.1514 0.7108 0.041 Uiso 1 1 calc R . .
C2 C 0.4090(4) 0.26627(19) 0.6308(2) 0.0350(9) Uani 1 1 d . . .
H2A H 0.3852 0.3030 0.6566 0.042 Uiso 1 1 calc R . .
H2B H 0.3470 0.2581 0.5805 0.042 Uiso 1 1 calc R . .
C11 C 0.1931(3) 0.1415(2) 0.5946(2) 0.0361(9) Uani 1 1 d . . .
C12 C 0.1382(4) 0.0981(2) 0.5331(3) 0.0400(10) Uani 1 1 d . . .
C13 C 0.0126(4) 0.0944(2) 0.5072(3) 0.0504(12) Uani 1 1 d . . .
H13 H -0.0252 0.0656 0.4668 0.060 Uiso 1 1 calc R . .
C14 C -0.0577(4) 0.1322(2) 0.5398(3) 0.0508(12) Uani 1 1 d . . .
C15 C -0.0018(4) 0.1749(2) 0.5975(3) 0.0460(11) Uani 1 1 d . . .
H15 H -0.0495 0.2016 0.6180 0.055 Uiso 1 1 calc R . .
C16 C 0.1234(4) 0.1806(2) 0.6273(3) 0.0392(10) Uani 1 1 d . . .
C17 C 0.2059(4) 0.0568(2) 0.4927(3) 0.0543(13) Uani 1 1 d . . .
H17A H 0.1497 0.0308 0.4533 0.081 Uiso 1 1 calc R . .
H17B H 0.2606 0.0293 0.5312 0.081 Uiso 1 1 calc R . .
H17C H 0.2512 0.0835 0.4677 0.081 Uiso 1 1 calc R . .
C18 C -0.1930(4) 0.1274(3) 0.5116(4) 0.0750(17) Uani 1 1 d . . .
H18A H -0.2218 0.1187 0.5560 0.113 Uiso 1 1 calc R . .
H18B H -0.2173 0.0931 0.4736 0.113 Uiso 1 1 calc R . .
H18C H -0.2268 0.1674 0.4872 0.113 Uiso 1 1 calc R . .
C19 C 0.1696(4) 0.2294(2) 0.6919(3) 0.0435(11) Uani 1 1 d . . .
H19A H 0.2202 0.2084 0.7388 0.065 Uiso 1 1 calc R . .
H19B H 0.1023 0.2496 0.7033 0.065 Uiso 1 1 calc R . .
H19C H 0.2160 0.2615 0.6749 0.065 Uiso 1 1 calc R . .
C21 C 0.4114(3) 0.06358(19) 0.6720(2) 0.0344(9) Uani 1 1 d . . .
C22 C 0.3715(4) 0.0387(2) 0.7330(2) 0.0350(9) Uani 1 1 d . . .
C23 C 0.4081(4) -0.0212(2) 0.7610(2) 0.0409(10) Uani 1 1 d . . .
H23 H 0.3812 -0.0379 0.8014 0.049 Uiso 1 1 calc R . .
C24 C 0.4831(4) -0.0581(2) 0.7321(3) 0.0428(11) Uani 1 1 d . . .
C25 C 0.5252(4) -0.0322(2) 0.6748(3) 0.0443(11) Uani 1 1 d . . .
H25 H 0.5784 -0.0563 0.6560 0.053 Uiso 1 1 calc R . .
C26 C 0.4925(4) 0.0278(2) 0.6438(2) 0.0374(10) Uani 1 1 d . . .
C27 C 0.2948(4) 0.0773(2) 0.7708(3) 0.0448(11) Uani 1 1 d . . .
H27A H 0.2832 0.0534 0.8144 0.067 Uiso 1 1 calc R . .
H27B H 0.2175 0.0858 0.7323 0.067 Uiso 1 1 calc R . .
H27C H 0.3346 0.1173 0.7900 0.067 Uiso 1 1 calc R . .
C28 C 0.5199(5) -0.1238(2) 0.7654(3) 0.0694(16) Uani 1 1 d . . .
H28A H 0.4950 -0.1299 0.8119 0.104 Uiso 1 1 calc R . .
H28B H 0.6064 -0.1280 0.7794 0.104 Uiso 1 1 calc R . .
H28C H 0.4819 -0.1557 0.7263 0.104 Uiso 1 1 calc R . .
C29 C 0.5492(4) 0.0544(2) 0.5843(3) 0.0460(11) Uani 1 1 d . . .
H29A H 0.6067 0.0239 0.5764 0.069 Uiso 1 1 calc R . .
H29B H 0.5899 0.0942 0.6039 0.069 Uiso 1 1 calc R . .
H29C H 0.4872 0.0621 0.5347 0.069 Uiso 1 1 calc R . .
C31 C 0.5722(4) 0.3279(2) 0.5672(2) 0.0366(9) Uani 1 1 d . . .
F32 F 0.3789(2) 0.37408(13) 0.53024(16) 0.0570(7) Uani 1 1 d . . .
C32 C 0.4908(4) 0.3727(2) 0.5236(3) 0.0397(10) Uani 1 1 d . . .
F33 F 0.4326(3) 0.45820(13) 0.43429(17) 0.0668(8) Uani 1 1 d . . .
C33 C 0.5155(4) 0.4167(2) 0.4746(3) 0.0446(11) Uani 1 1 d . . .
F34 F 0.6562(3) 0.46121(14) 0.42006(18) 0.0726(9) Uani 1 1 d . . .
C34 C 0.6299(5) 0.4183(2) 0.4674(3) 0.0515(12) Uani 1 1 d . . .
F35 F 0.8236(3) 0.37583(14) 0.49904(19) 0.0697(9) Uani 1 1 d . . .
C35 C 0.7145(4) 0.3748(2) 0.5081(3) 0.0474(12) Uani 1 1 d . . .
F36 F 0.7712(2) 0.28946(13) 0.59317(16) 0.0543(7) Uani 1 1 d . . .
C36 C 0.6854(4) 0.3312(2) 0.5562(3) 0.0408(10) Uani 1 1 d . . .
C41 C 0.7847(4) 0.22356(19) 0.8277(2) 0.0353(9) Uani 1 1 d . . .
F42 F 0.7999(2) 0.14541(12) 0.73408(15) 0.0493(6) Uani 1 1 d . . .
C42 C 0.8530(4) 0.1868(2) 0.7926(2) 0.0375(10) Uani 1 1 d . . .
F43 F 1.0357(2) 0.14839(14) 0.78025(16) 0.0592(7) Uani 1 1 d . . .
C43 C 0.9765(4) 0.1887(2) 0.8143(3) 0.0420(11) Uani 1 1 d . . .
F44 F 1.1598(2) 0.23342(15) 0.89025(16) 0.0627(8) Uani 1 1 d . . .
C44 C 1.0395(4) 0.2301(2) 0.8710(3) 0.0481(12) Uani 1 1 d . . .
F45 F 1.0370(2) 0.30780(14) 0.96619(16) 0.0630(8) Uani 1 1 d . . .
C45 C 0.9784(4) 0.2668(2) 0.9087(3) 0.0436(11) Uani 1 1 d . . .
F46 F 0.8026(2) 0.29970(13) 0.92985(14) 0.0517(7) Uani 1 1 d . . .
C46 C 0.8548(4) 0.2621(2) 0.8872(2) 0.0389(10) Uani 1 1 d . . .
C51 C 0.6187(3) 0.1694(2) 0.8737(2) 0.0348(9) Uani 1 1 d . . .
F52 F 0.6022(2) 0.24784(12) 0.96661(14) 0.0533(7) Uani 1 1 d . . .
C52 C 0.6053(4) 0.1859(2) 0.9467(2) 0.0397(10) Uani 1 1 d . . .
F53 F 0.5850(3) 0.16314(15) 1.07138(15) 0.0678(9) Uani 1 1 d . . .
C53 C 0.5981(4) 0.1424(2) 1.0028(2) 0.0465(11) Uani 1 1 d . . .
F54 F 0.6057(3) 0.03648(15) 1.04677(16) 0.0674(9) Uani 1 1 d . . .
C54 C 0.6078(4) 0.0790(2) 0.9911(3) 0.0484(12) Uani 1 1 d . . .
F55 F 0.6448(3) -0.00297(12) 0.91147(16) 0.0593(7) Uani 1 1 d . . .
C55 C 0.6277(4) 0.0588(2) 0.9227(3) 0.0438(11) Uani 1 1 d . . .
F56 F 0.6587(2) 0.07993(11) 0.80412(14) 0.0456(6) Uani 1 1 d . . .
C56 C 0.6331(4) 0.1040(2) 0.8676(2) 0.0382(10) Uani 1 1 d . . .
C61 C 0.5775(4) 0.2928(2) 0.8102(2) 0.0404(10) Uani 1 1 d . . .
F62 F 0.4094(2) 0.25435(14) 0.84582(15) 0.0559(7) Uani 1 1 d . . .
C62 C 0.4678(4) 0.3031(2) 0.8237(3) 0.0446(11) Uani 1 1 d . . .
F63 F 0.3026(3) 0.36582(18) 0.8277(2) 0.0932(12) Uani 1 1 d . . .
C63 C 0.4084(5) 0.3604(3) 0.8136(3) 0.0650(15) Uani 1 1 d . . .
C64 C 0.4577(6) 0.4127(3) 0.7912(4) 0.0809(19) Uani 1 1 d . . .
F64 F 0.4041(4) 0.46990(18) 0.7831(3) 0.1298(17) Uani 1 1 d . . .
F65 F 0.6187(4) 0.45668(16) 0.7546(3) 0.1086(14) Uani 1 1 d . . .
C65 C 0.5666(5) 0.4069(2) 0.7767(4) 0.0684(16) Uani 1 1 d . . .
F66 F 0.7264(2) 0.34630(12) 0.76868(16) 0.0577(7) Uani 1 1 d . . .
C66 C 0.6214(4) 0.3474(2) 0.7856(3) 0.0494(12) 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 C21 1.795(4) . ?
P1 C1 1.804(4) . ?
P1 C11 1.813(4) . ?
P1 H1A 1.33(4) . ?
B1 O1 1.343(5) . ?
B1 C31 1.560(6) . ?
B1 C2 1.581(6) . ?
B2 C61 1.656(6) . ?
B2 C51 1.660(6) . ?
B2 C41 1.661(6) . ?
B2 C3 1.671(6) . ?
O1 C3 1.473(4) . ?
C1 C2 1.554(5) . ?
C1 C3 1.556(5) . ?
C1 H1 0.9900 . ?
C3 H3 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C11 C16 1.405(6) . ?
C11 C12 1.418(6) . ?
C12 C13 1.401(6) . ?
C12 C17 1.502(6) . ?
C13 C14 1.393(7) . ?
C13 H13 0.9400 . ?
C14 C15 1.371(7) . ?
C14 C18 1.510(6) . ?
C15 C16 1.402(6) . ?
C15 H15 0.9400 . ?
C16 C19 1.510(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C21 C22 1.411(5) . ?
C21 C26 1.418(5) . ?
C22 C23 1.370(6) . ?
C22 C27 1.513(5) . ?
C23 C24 1.385(6) . ?
C23 H23 0.9400 . ?
C24 C25 1.378(6) . ?
C24 C28 1.508(6) . ?
C25 C26 1.379(6) . ?
C25 H25 0.9400 . ?
C26 C29 1.523(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.394(6) . ?
C31 C36 1.399(6) . ?
F32 C32 1.352(5) . ?
C32 C33 1.363(6) . ?
F33 C33 1.336(5) . ?
C33 C34 1.385(6) . ?
F34 C34 1.335(5) . ?
C34 C35 1.377(7) . ?
F35 C35 1.336(5) . ?
C35 C36 1.367(6) . ?
F36 C36 1.342(5) . ?
C41 C46 1.384(6) . ?
C41 C42 1.392(6) . ?
F42 C42 1.354(5) . ?
C42 C43 1.377(6) . ?
F43 C43 1.351(5) . ?
C43 C44 1.363(6) . ?
F44 C44 1.344(5) . ?
C44 C45 1.363(6) . ?
F45 C45 1.352(5) . ?
C45 C46 1.381(6) . ?
F46 C46 1.365(5) . ?
C51 C56 1.389(6) . ?
C51 C52 1.404(6) . ?
F52 C52 1.350(5) . ?
C52 C53 1.376(6) . ?
F53 C53 1.353(5) . ?
C53 C54 1.354(7) . ?
F54 C54 1.343(5) . ?
C54 C55 1.378(6) . ?
F55 C55 1.334(5) . ?
C55 C56 1.382(6) . ?
F56 C56 1.356(4) . ?
C61 C66 1.382(6) . ?
C61 C62 1.395(6) . ?
F62 C62 1.354(5) . ?
C62 C63 1.372(7) . ?
F63 C63 1.344(6) . ?
C63 C64 1.355(8) . ?
C64 F64 1.340(6) . ?
C64 C65 1.383(9) . ?
F65 C65 1.329(6) . ?
C65 C66 1.388(7) . ?
F66 C66 1.354(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
C21 P1 C1 113.15(19) . . ?
C21 P1 C11 111.80(19) . . ?
C1 P1 C11 116.75(19) . . ?
C21 P1 H1A 104.7(17) . . ?
C1 P1 H1A 103.7(17) . . ?
C11 P1 H1A 105.3(17) . . ?
O1 B1 C31 120.9(4) . . ?
O1 B1 C2 111.3(4) . . ?
C31 B1 C2 127.8(4) . . ?
C61 B2 C51 115.5(3) . . ?
C61 B2 C41 112.7(3) . . ?
C51 B2 C41 102.7(3) . . ?
C61 B2 C3 103.4(3) . . ?
C51 B2 C3 112.2(3) . . ?
C41 B2 C3 110.7(3) . . ?
B1 O1 C3 112.8(3) . . ?
C2 C1 C3 106.7(3) . . ?
C2 C1 P1 108.9(3) . . ?
C3 C1 P1 112.4(3) . . ?
C2 C1 H1 109.6 . . ?
C3 C1 H1 109.6 . . ?
P1 C1 H1 109.6 . . ?
O1 C3 C1 104.8(3) . . ?
O1 C3 B2 108.3(3) . . ?
C1 C3 B2 115.2(3) . . ?
O1 C3 H3 109.4 . . ?
C1 C3 H3 109.4 . . ?
B2 C3 H3 109.4 . . ?
C1 C2 B1 101.6(3) . . ?
C1 C2 H2A 111.4 . . ?
B1 C2 H2A 111.4 . . ?
C1 C2 H2B 111.4 . . ?
B1 C2 H2B 111.4 . . ?
H2A C2 H2B 109.3 . . ?
C16 C11 C12 120.9(4) . . ?
C16 C11 P1 124.5(3) . . ?
C12 C11 P1 114.6(3) . . ?
C13 C12 C11 118.1(4) . . ?
C13 C12 C17 117.7(4) . . ?
C11 C12 C17 124.2(4) . . ?
C14 C13 C12 121.7(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C15 C14 C13 118.7(4) . . ?
C15 C14 C18 120.2(5) . . ?
C13 C14 C18 121.2(5) . . ?
C14 C15 C16 122.8(4) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C11 117.8(4) . . ?
C15 C16 C19 115.7(4) . . ?
C11 C16 C19 126.5(4) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C21 C26 119.8(4) . . ?
C22 C21 P1 120.1(3) . . ?
C26 C21 P1 120.1(3) . . ?
C23 C22 C21 118.6(4) . . ?
C23 C22 C27 119.2(4) . . ?
C21 C22 C27 122.1(4) . . ?
C22 C23 C24 122.7(4) . . ?
C22 C23 H23 118.7 . . ?
C24 C23 H23 118.7 . . ?
C25 C24 C23 118.0(4) . . ?
C25 C24 C28 122.0(4) . . ?
C23 C24 C28 120.0(4) . . ?
C24 C25 C26 122.6(4) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
C25 C26 C21 118.2(4) . . ?
C25 C26 C29 119.1(4) . . ?
C21 C26 C29 122.6(4) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 C31 C36 113.7(4) . . ?
C32 C31 B1 122.2(4) . . ?
C36 C31 B1 124.1(4) . . ?
F32 C32 C33 116.5(4) . . ?
F32 C32 C31 118.7(4) . . ?
C33 C32 C31 124.8(4) . . ?
F33 C33 C32 121.5(4) . . ?
F33 C33 C34 119.9(4) . . ?
C32 C33 C34 118.6(4) . . ?
F34 C34 C35 120.8(4) . . ?
F34 C34 C33 119.5(5) . . ?
C35 C34 C33 119.7(4) . . ?
F35 C35 C36 121.4(4) . . ?
F35 C35 C34 118.9(4) . . ?
C36 C35 C34 119.7(4) . . ?
F36 C36 C35 116.8(4) . . ?
F36 C36 C31 119.7(4) . . ?
C35 C36 C31 123.5(4) . . ?
C46 C41 C42 112.4(4) . . ?
C46 C41 B2 120.9(4) . . ?
C42 C41 B2 126.6(4) . . ?
F42 C42 C43 115.4(4) . . ?
F42 C42 C41 120.8(4) . . ?
C43 C42 C41 123.8(4) . . ?
F43 C43 C44 119.8(4) . . ?
F43 C43 C42 119.6(4) . . ?
C44 C43 C42 120.5(4) . . ?
F44 C44 C45 120.8(4) . . ?
F44 C44 C43 120.5(4) . . ?
C45 C44 C43 118.7(4) . . ?
F45 C45 C44 120.9(4) . . ?
F45 C45 C46 119.9(4) . . ?
C44 C45 C46 119.1(4) . . ?
F46 C46 C45 114.5(4) . . ?
F46 C46 C41 120.2(4) . . ?
C45 C46 C41 125.3(4) . . ?
C56 C51 C52 111.5(4) . . ?
C56 C51 B2 123.1(4) . . ?
C52 C51 B2 124.8(4) . . ?
F52 C52 C53 115.6(4) . . ?
F52 C52 C51 120.1(4) . . ?
C53 C52 C51 124.3(4) . . ?
F53 C53 C54 119.6(4) . . ?
F53 C53 C52 119.7(4) . . ?
C54 C53 C52 120.6(4) . . ?
F54 C54 C53 121.0(4) . . ?
F54 C54 C55 119.9(5) . . ?
C53 C54 C55 119.0(4) . . ?
F55 C55 C54 120.4(4) . . ?
F55 C55 C56 121.0(4) . . ?
C54 C55 C56 118.5(4) . . ?
F56 C56 C55 114.3(4) . . ?
F56 C56 C51 119.7(4) . . ?
C55 C56 C51 125.9(4) . . ?
C66 C61 C62 112.3(4) . . ?
C66 C61 B2 122.9(4) . . ?
C62 C61 B2 123.9(4) . . ?
F62 C62 C63 114.7(4) . . ?
F62 C62 C61 120.5(4) . . ?
C63 C62 C61 124.7(5) . . ?
F63 C63 C64 119.3(5) . . ?
F63 C63 C62 120.5(6) . . ?
C64 C63 C62 120.2(5) . . ?
F64 C64 C63 121.8(6) . . ?
F64 C64 C65 119.2(7) . . ?
C63 C64 C65 119.0(5) . . ?
F65 C65 C64 121.3(5) . . ?
F65 C65 C66 120.0(5) . . ?
C64 C65 C66 118.6(5) . . ?
F66 C66 C61 120.7(4) . . ?
F66 C66 C65 114.2(5) . . ?
C61 C66 C65 125.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C31 B1 O1 C3 172.6(3) . . . . ?
C2 B1 O1 C3 -6.4(5) . . . . ?
C21 P1 C1 C2 161.7(3) . . . . ?
C11 P1 C1 C2 -66.4(3) . . . . ?
C21 P1 C1 C3 43.7(3) . . . . ?
C11 P1 C1 C3 175.6(3) . . . . ?
B1 O1 C3 C1 14.7(4) . . . . ?
B1 O1 C3 B2 -108.8(4) . . . . ?
C2 C1 C3 O1 -16.9(4) . . . . ?
P1 C1 C3 O1 102.4(3) . . . . ?
C2 C1 C3 B2 102.0(4) . . . . ?
P1 C1 C3 B2 -138.7(3) . . . . ?
C61 B2 C3 O1 70.1(4) . . . . ?
C51 B2 C3 O1 -164.7(3) . . . . ?
C41 B2 C3 O1 -50.7(4) . . . . ?
C61 B2 C3 C1 -46.8(4) . . . . ?
C51 B2 C3 C1 78.3(4) . . . . ?
C41 B2 C3 C1 -167.7(3) . . . . ?
C3 C1 C2 B1 13.0(4) . . . . ?
P1 C1 C2 B1 -108.6(3) . . . . ?
O1 B1 C2 C1 -4.7(4) . . . . ?
C31 B1 C2 C1 176.5(4) . . . . ?
C21 P1 C11 C16 113.0(4) . . . . ?
C1 P1 C11 C16 -19.5(4) . . . . ?
C21 P1 C11 C12 -64.5(3) . . . . ?
C1 P1 C11 C12 162.9(3) . . . . ?
C16 C11 C12 C13 -1.4(6) . . . . ?
P1 C11 C12 C13 176.2(3) . . . . ?
C16 C11 C12 C17 177.3(4) . . . . ?
P1 C11 C12 C17 -5.0(5) . . . . ?
C11 C12 C13 C14 0.5(7) . . . . ?
C17 C12 C13 C14 -178.3(4) . . . . ?
C12 C13 C14 C15 1.5(7) . . . . ?
C12 C13 C14 C18 -179.7(4) . . . . ?
C13 C14 C15 C16 -2.6(7) . . . . ?
C18 C14 C15 C16 178.6(4) . . . . ?
C14 C15 C16 C11 1.6(6) . . . . ?
C14 C15 C16 C19 -178.9(4) . . . . ?
C12 C11 C16 C15 0.4(6) . . . . ?
P1 C11 C16 C15 -177.0(3) . . . . ?
C12 C11 C16 C19 -179.0(4) . . . . ?
P1 C11 C16 C19 3.6(6) . . . . ?
C1 P1 C21 C22 81.5(4) . . . . ?
C11 P1 C21 C22 -52.7(4) . . . . ?
C1 P1 C21 C26 -100.5(4) . . . . ?
C11 P1 C21 C26 125.2(3) . . . . ?
C26 C21 C22 C23 -3.1(6) . . . . ?
P1 C21 C22 C23 174.8(3) . . . . ?
C26 C21 C22 C27 173.9(4) . . . . ?
P1 C21 C22 C27 -8.1(6) . . . . ?
C21 C22 C23 C24 0.3(7) . . . . ?
C27 C22 C23 C24 -176.8(4) . . . . ?
C22 C23 C24 C25 2.3(7) . . . . ?
C22 C23 C24 C28 -179.9(5) . . . . ?
C23 C24 C25 C26 -2.2(7) . . . . ?
C28 C24 C25 C26 -179.9(5) . . . . ?
C24 C25 C26 C21 -0.6(7) . . . . ?
C24 C25 C26 C29 176.3(4) . . . . ?
C22 C21 C26 C25 3.2(6) . . . . ?
P1 C21 C26 C25 -174.7(3) . . . . ?
C22 C21 C26 C29 -173.5(4) . . . . ?
P1 C21 C26 C29 8.5(6) . . . . ?
O1 B1 C31 C32 -177.7(4) . . . . ?
C2 B1 C31 C32 1.1(7) . . . . ?
O1 B1 C31 C36 5.7(6) . . . . ?
C2 B1 C31 C36 -175.5(4) . . . . ?
C36 C31 C32 F32 -179.5(4) . . . . ?
B1 C31 C32 F32 3.6(6) . . . . ?
C36 C31 C32 C33 -0.3(6) . . . . ?
B1 C31 C32 C33 -177.2(4) . . . . ?
F32 C32 C33 F33 -1.1(6) . . . . ?
C31 C32 C33 F33 179.7(4) . . . . ?
F32 C32 C33 C34 178.4(4) . . . . ?
C31 C32 C33 C34 -0.8(7) . . . . ?
F33 C33 C34 F34 -0.1(7) . . . . ?
C32 C33 C34 F34 -179.6(4) . . . . ?
F33 C33 C34 C35 -179.0(4) . . . . ?
C32 C33 C34 C35 1.5(7) . . . . ?
F34 C34 C35 F35 -0.6(7) . . . . ?
C33 C34 C35 F35 178.3(4) . . . . ?
F34 C34 C35 C36 -179.9(4) . . . . ?
C33 C34 C35 C36 -1.0(7) . . . . ?
F35 C35 C36 F36 -0.4(6) . . . . ?
C34 C35 C36 F36 178.9(4) . . . . ?
F35 C35 C36 C31 -179.5(4) . . . . ?
C34 C35 C36 C31 -0.2(7) . . . . ?
C32 C31 C36 F36 -178.2(4) . . . . ?
B1 C31 C36 F36 -1.4(6) . . . . ?
C32 C31 C36 C35 0.8(6) . . . . ?
B1 C31 C36 C35 177.7(4) . . . . ?
C61 B2 C41 C46 41.7(5) . . . . ?
C51 B2 C41 C46 -83.2(4) . . . . ?
C3 B2 C41 C46 156.9(4) . . . . ?
C61 B2 C41 C42 -142.0(4) . . . . ?
C51 B2 C41 C42 93.0(5) . . . . ?
C3 B2 C41 C42 -26.9(6) . . . . ?
C46 C41 C42 F42 178.9(4) . . . . ?
B2 C41 C42 F42 2.4(6) . . . . ?
C46 C41 C42 C43 -0.2(6) . . . . ?
B2 C41 C42 C43 -176.7(4) . . . . ?
F42 C42 C43 F43 -3.3(6) . . . . ?
C41 C42 C43 F43 175.8(4) . . . . ?
F42 C42 C43 C44 178.0(4) . . . . ?
C41 C42 C43 C44 -2.9(7) . . . . ?
F43 C43 C44 F44 3.6(6) . . . . ?
C42 C43 C44 F44 -177.7(4) . . . . ?
F43 C43 C44 C45 -175.1(4) . . . . ?
C42 C43 C44 C45 3.6(7) . . . . ?
F44 C44 C45 F45 0.3(7) . . . . ?
C43 C44 C45 F45 178.9(4) . . . . ?
F44 C44 C45 C46 180.0(4) . . . . ?
C43 C44 C45 C46 -1.4(7) . . . . ?
F45 C45 C46 F46 -1.9(6) . . . . ?
C44 C45 C46 F46 178.4(4) . . . . ?
F45 C45 C46 C41 177.9(4) . . . . ?
C44 C45 C46 C41 -1.8(7) . . . . ?
C42 C41 C46 F46 -177.7(4) . . . . ?
B2 C41 C46 F46 -1.0(6) . . . . ?
C42 C41 C46 C45 2.5(6) . . . . ?
B2 C41 C46 C45 179.3(4) . . . . ?
C61 B2 C51 C56 162.5(4) . . . . ?
C41 B2 C51 C56 -74.5(5) . . . . ?
C3 B2 C51 C56 44.3(5) . . . . ?
C61 B2 C51 C52 -27.4(6) . . . . ?
C41 B2 C51 C52 95.7(4) . . . . ?
C3 B2 C51 C52 -145.5(4) . . . . ?
C56 C51 C52 F52 173.5(4) . . . . ?
B2 C51 C52 F52 2.3(6) . . . . ?
C56 C51 C52 C53 -4.6(6) . . . . ?
B2 C51 C52 C53 -175.8(4) . . . . ?
F52 C52 C53 F53 2.0(6) . . . . ?
C51 C52 C53 F53 -179.9(4) . . . . ?
F52 C52 C53 C54 -175.9(4) . . . . ?
C51 C52 C53 C54 2.3(7) . . . . ?
F53 C53 C54 F54 -0.5(7) . . . . ?
C52 C53 C54 F54 177.3(4) . . . . ?
F53 C53 C54 C55 -176.5(4) . . . . ?
C52 C53 C54 C55 1.3(7) . . . . ?
F54 C54 C55 F55 0.0(7) . . . . ?
C53 C54 C55 F55 176.0(4) . . . . ?
F54 C54 C55 C56 -178.0(4) . . . . ?
C53 C54 C55 C56 -2.0(7) . . . . ?
F55 C55 C56 F56 -1.1(6) . . . . ?
C54 C55 C56 F56 176.9(4) . . . . ?
F55 C55 C56 C51 -178.9(4) . . . . ?
C54 C55 C56 C51 -0.8(7) . . . . ?
C52 C51 C56 F56 -173.7(3) . . . . ?
B2 C51 C56 F56 -2.4(6) . . . . ?
C52 C51 C56 C55 3.9(6) . . . . ?
B2 C51 C56 C55 175.3(4) . . . . ?
C51 B2 C61 C66 152.9(4) . . . . ?
C41 B2 C61 C66 35.3(6) . . . . ?
C3 B2 C61 C66 -84.2(5) . . . . ?
C51 B2 C61 C62 -38.7(6) . . . . ?
C41 B2 C61 C62 -156.3(4) . . . . ?
C3 B2 C61 C62 84.3(5) . . . . ?
C66 C61 C62 F62 177.9(4) . . . . ?
B2 C61 C62 F62 8.4(6) . . . . ?
C66 C61 C62 C63 0.4(7) . . . . ?
B2 C61 C62 C63 -169.2(4) . . . . ?
F62 C62 C63 F63 2.0(7) . . . . ?
C61 C62 C63 F63 179.7(4) . . . . ?
F62 C62 C63 C64 -179.8(5) . . . . ?
C61 C62 C63 C64 -2.1(8) . . . . ?
F63 C63 C64 F64 0.3(9) . . . . ?
C62 C63 C64 F64 -178.0(5) . . . . ?
F63 C63 C64 C65 -180.0(5) . . . . ?
C62 C63 C64 C65 1.8(9) . . . . ?
F64 C64 C65 F65 -0.2(10) . . . . ?
C63 C64 C65 F65 180.0(6) . . . . ?
F64 C64 C65 C66 179.8(5) . . . . ?
C63 C64 C65 C66 0.0(9) . . . . ?
C62 C61 C66 F66 -179.2(4) . . . . ?
B2 C61 C66 F66 -9.5(6) . . . . ?
C62 C61 C66 C65 1.7(7) . . . . ?
B2 C61 C66 C65 171.3(5) . . . . ?
F65 C65 C66 F66 -1.1(7) . . . . ?
C64 C65 C66 F66 178.9(5) . . . . ?
F65 C65 C66 C61 178.1(5) . . . . ?
C64 C65 C66 C61 -1.9(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.061
#=============================================================================
#  end of cif data for "erk7837" (compound 22) 
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

