# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_erk8279
_database_code_depnum_ccdc_archive 'CCDC 1500866'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H29 B2 Cl2 F20 O3 P S'
_chemical_formula_iupac          ?
_chemical_formula_weight         1165.24

_chemical_melting_point          ?

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

_cell_length_a                   10.6838(5)
_cell_length_b                   11.7958(5)
_cell_length_c                   20.5532(9)
_cell_angle_alpha                81.9990(10)
_cell_angle_beta                 81.4810(10)
_cell_angle_gamma                65.8300(10)
_cell_volume                     2328.18(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.2255
_cell_measurement_theta_max      27.5098
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.102
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168

_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

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

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

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            45435
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

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

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

_reflns_number_total             8509
_reflns_number_gt                6859
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0917
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_number_reflns         8509
_refine_ls_number_parameters     682
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+2.6947P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.573
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.64330(6) 0.47318(5) 0.25390(3) 0.00956(12) Uani d . . . 1 . .
S S1 0.73700(6) 0.75283(5) 0.24547(3) 0.01151(12) Uani d . . . 1 . .
B B1 0.6756(3) 0.6824(2) 0.38672(12) 0.0122(5) Uani d . . . 1 . .
B B2 0.6090(3) 0.7104(2) 0.16228(12) 0.0120(5) Uani d . . . 1 . .
O O1 0.80169(15) 0.60639(14) 0.23000(7) 0.0125(3) Uani d . . . 1 . .
O O2 0.59563(15) 0.79028(14) 0.21866(7) 0.0124(3) Uani d . . . 1 . .
O O3 0.70793(16) 0.75723(14) 0.31813(7) 0.0132(3) Uani d . . . 1 . .
C C1 0.5698(2) 0.5643(2) 0.32494(10) 0.0111(4) Uani d . . . 1 . .
H H1A 0.5213 0.6531 0.3094 0.013 Uiso calc U . R 1 . .
H H1B 0.501 0.536 0.3515 0.013 Uiso calc U . R 1 . .
C C2 0.6809(2) 0.5522(2) 0.36927(10) 0.0111(4) Uani d . . . 1 . .
H H2A 0.773 0.5055 0.3467 0.013 Uiso calc U . R 1 . .
H H2B 0.6698 0.5025 0.411 0.013 Uiso calc U . R 1 . .
C C3 0.7126(2) 0.5721(2) 0.19502(10) 0.0109(4) Uani d . . . 1 . .
H H3 0.7711 0.5215 0.1582 0.013 Uiso calc U . R 1 . .
C C11 0.7714(2) 0.3221(2) 0.28266(10) 0.0111(4) Uani d . . . 1 . .
C C12 0.9153(2) 0.2741(2) 0.26214(11) 0.0150(5) Uani d . . . 1 . .
C C13 0.9974(2) 0.1537(2) 0.28636(12) 0.0174(5) Uani d . . . 1 . .
H H13 1.0936 0.1222 0.273 0.021 Uiso calc U . R 1 . .
C C14 0.9458(2) 0.0778(2) 0.32887(11) 0.0168(5) Uani d . . . 1 . .
C C15 0.8054(2) 0.1269(2) 0.34904(11) 0.0156(5) Uani d . . . 1 . .
H H15 0.7678 0.0765 0.3784 0.019 Uiso calc U . R 1 . .
C C16 0.7183(2) 0.2464(2) 0.32806(10) 0.0127(5) Uani d . . . 1 . .
C C17 0.9908(2) 0.3409(2) 0.21515(13) 0.0237(6) Uani d . . . 1 . .
H H17A 1.0901 0.2899 0.2125 0.036 Uiso calc U . R 1 . .
H H17B 0.9722 0.4213 0.2312 0.036 Uiso calc U . R 1 . .
H H17C 0.959 0.3551 0.1712 0.036 Uiso calc U . R 1 . .
C C18 1.0378(3) -0.0525(2) 0.35264(13) 0.0270(6) Uani d . . . 1 . .
H H18A 1.0194 -0.1128 0.3314 0.041 Uiso calc U . R 1 . .
H H18B 1.0195 -0.0652 0.4007 0.041 Uiso calc U . R 1 . .
H H18C 1.1345 -0.0643 0.3413 0.041 Uiso calc U . R 1 . .
C C19 0.5703(2) 0.2887(2) 0.35813(12) 0.0176(5) Uani d . . . 1 . .
H H19A 0.552 0.216 0.3783 0.026 Uiso calc U . R 1 . .
H H19B 0.5087 0.3321 0.3236 0.026 Uiso calc U . R 1 . .
H H19C 0.5543 0.3455 0.3919 0.026 Uiso calc U . R 1 . .
C C21 0.5226(2) 0.4453(2) 0.20986(10) 0.0120(5) Uani d . . . 1 . .
C C22 0.5788(2) 0.3699(2) 0.15620(11) 0.0146(5) Uani d . . . 1 . .
C C23 0.4899(3) 0.3507(2) 0.12000(11) 0.0190(5) Uani d . . . 1 . .
H H23 0.5282 0.3001 0.0841 0.023 Uiso calc U . R 1 . .
C C24 0.3483(3) 0.4021(2) 0.13415(12) 0.0207(5) Uani d . . . 1 . .
C C25 0.2948(2) 0.4735(2) 0.18776(11) 0.0174(5) Uani d . . . 1 . .
H H25 0.1977 0.5076 0.1988 0.021 Uiso calc U . R 1 . .
C C26 0.3770(2) 0.4975(2) 0.22604(11) 0.0134(5) Uani d . . . 1 . .
C C27 0.7308(2) 0.3077(2) 0.13393(12) 0.0202(5) Uani d . . . 1 . .
H H27A 0.744 0.2557 0.0982 0.03 Uiso calc U . R 1 . .
H H27B 0.7797 0.2555 0.1711 0.03 Uiso calc U . R 1 . .
H H27C 0.7672 0.3716 0.118 0.03 Uiso calc U . R 1 . .
C C28 0.2557(3) 0.3824(3) 0.09201(13) 0.0311(7) Uani d . . . 1 . .
H H28A 0.2727 0.413 0.0461 0.047 Uiso calc U . R 1 . .
H H28B 0.1591 0.4282 0.1083 0.047 Uiso calc U . R 1 . .
H H28C 0.2754 0.2933 0.0943 0.047 Uiso calc U . R 1 . .
C C29 0.3001(2) 0.5754(2) 0.28320(11) 0.0177(5) Uani d . . . 1 . .
H H29A 0.201 0.6114 0.2787 0.027 Uiso calc U . R 1 . .
H H29B 0.3317 0.6426 0.283 0.027 Uiso calc U . R 1 . .
H H29C 0.3179 0.5226 0.3249 0.027 Uiso calc U . R 1 . .
C C31 0.7976(2) 0.66439(19) 0.43130(11) 0.0105(4) Uani d . . . 1 . .
C C32 0.7773(2) 0.64550(19) 0.49968(11) 0.0119(5) Uani d . . . 1 . .
F F32 0.66039(13) 0.63270(12) 0.52773(6) 0.0178(3) Uani d . . . 1 . .
C C33 0.8689(2) 0.6395(2) 0.54208(10) 0.0133(5) Uani d . . . 1 . .
F F33 0.84018(14) 0.62323(12) 0.60803(6) 0.0208(3) Uani d . . . 1 . .
C C34 0.9909(2) 0.6489(2) 0.51673(11) 0.0136(5) Uani d . . . 1 . .
F F34 1.08063(14) 0.64379(12) 0.55738(7) 0.0206(3) Uani d . . . 1 . .
C C35 1.0205(2) 0.6610(2) 0.44918(11) 0.0131(5) Uani d . . . 1 . .
F F35 1.14340(13) 0.66202(12) 0.42344(7) 0.0191(3) Uani d . . . 1 . .
C C36 0.9254(2) 0.66768(19) 0.40853(10) 0.0116(5) Uani d . . . 1 . .
F F36 0.96515(13) 0.67593(13) 0.34274(6) 0.0190(3) Uani d . . . 1 . .
C C41 0.5287(2) 0.7850(2) 0.41688(10) 0.0119(5) Uani d . . . 1 . .
C C42 0.5110(2) 0.9082(2) 0.41819(11) 0.0141(5) Uani d . . . 1 . .
F F42 0.61630(13) 0.94368(12) 0.39545(7) 0.0196(3) Uani d . . . 1 . .
C C43 0.3920(2) 0.9999(2) 0.44392(11) 0.0153(5) Uani d . . . 1 . .
F F43 0.38352(14) 1.11699(12) 0.44425(7) 0.0228(3) Uani d . . . 1 . .
C C44 0.2826(2) 0.9704(2) 0.47101(11) 0.0164(5) Uani d . . . 1 . .
F F44 0.16541(14) 1.05808(12) 0.49635(7) 0.0245(3) Uani d . . . 1 . .
C C45 0.2953(2) 0.8490(2) 0.47325(11) 0.0151(5) Uani d . . . 1 . .
F F45 0.19036(14) 0.81859(13) 0.50161(7) 0.0222(3) Uani d . . . 1 . .
C C46 0.4164(2) 0.7599(2) 0.44658(11) 0.0125(5) Uani d . . . 1 . .
F F46 0.42196(13) 0.64212(12) 0.45263(6) 0.0185(3) Uani d . . . 1 . .
C C51 0.6893(2) 0.7623(2) 0.09739(11) 0.0130(5) Uani d . . . 1 . .
C C52 0.8125(2) 0.6975(2) 0.06024(11) 0.0150(5) Uani d . . . 1 . .
F F52 0.88297(14) 0.57310(12) 0.07367(7) 0.0226(3) Uani d . . . 1 . .
C C53 0.8718(2) 0.7518(2) 0.00804(11) 0.0189(5) Uani d . . . 1 . .
F F53 0.99098(15) 0.68251(14) -0.02556(7) 0.0274(3) Uani d . . . 1 . .
C C54 0.8089(3) 0.8771(2) -0.00994(12) 0.0219(6) Uani d . . . 1 . .
F F54 0.86577(17) 0.93113(15) -0.06039(7) 0.0362(4) Uani d . . . 1 . .
C C55 0.6864(3) 0.9469(2) 0.02465(12) 0.0220(6) Uani d . . . 1 . .
F F55 0.62270(16) 1.06997(13) 0.00798(7) 0.0318(4) Uani d . . . 1 . .
C C56 0.6300(2) 0.8883(2) 0.07606(11) 0.0162(5) Uani d . . . 1 . .
F F56 0.50791(14) 0.96222(12) 0.10696(7) 0.0215(3) Uani d . . . 1 . .
C C61 0.4583(2) 0.7305(2) 0.14526(11) 0.0128(5) Uani d . . . 1 . .
C C62 0.4493(2) 0.6733(2) 0.09242(11) 0.0142(5) Uani d . . . 1 . .
F F62 0.56796(14) 0.59772(12) 0.05970(6) 0.0195(3) Uani d . . . 1 . .
C C63 0.3275(3) 0.6868(2) 0.07099(11) 0.0193(5) Uani d . . . 1 . .
F F63 0.32613(16) 0.62684(15) 0.02040(7) 0.0290(4) Uani d . . . 1 . .
C C64 0.2050(3) 0.7633(2) 0.10288(13) 0.0227(6) Uani d . . . 1 . .
F F64 0.08423(16) 0.77727(16) 0.08350(8) 0.0371(4) Uani d . . . 1 . .
C C65 0.2069(2) 0.8239(2) 0.15498(13) 0.0215(5) Uani d . . . 1 . .
F F65 0.08780(14) 0.89811(15) 0.18620(8) 0.0350(4) Uani d . . . 1 . .
C C66 0.3318(2) 0.8069(2) 0.17484(11) 0.0163(5) Uani d . . . 1 . .
F F66 0.32477(14) 0.86925(13) 0.22690(7) 0.0240(3) Uani d . . . 1 . .
C C71 0.4482(3) 0.0960(3) 0.22673(14) 0.0294(6) Uani d . . . 1 . .
H H71A 0.4182 0.1426 0.184 0.035 Uiso calc U . R 1 . .
H H71B 0.4391 0.0152 0.229 0.035 Uiso calc U . R 1 . .
Cl Cl1 0.34028(7) 0.18168(6) 0.29191(3) 0.03199(16) Uani d . . . 1 . .
Cl Cl2 0.62300(7) 0.06803(6) 0.23023(4) 0.03488(17) Uani d . . . 1 . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C1 . 1.819(2) ?
P1 C11 . 1.830(2) ?
P1 C21 . 1.835(2) ?
P1 C3 . 1.851(2) ?
S1 O3 . 1.4834(16) ?
S1 O2 . 1.5533(16) ?
S1 O1 . 1.6349(15) ?
B1 C2 . 1.602(3) ?
B1 O3 . 1.626(3) ?
B1 C31 . 1.630(3) ?
B1 C41 . 1.636(3) ?
B2 O2 . 1.548(3) ?
B2 C61 . 1.613(3) ?
B2 C51 . 1.659(3) ?
B2 C3 . 1.666(3) ?
O1 C3 . 1.478(3) ?
C1 C2 . 1.551(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 H3 . 1.0 ?
C11 C16 . 1.420(3) ?
C11 C12 . 1.422(3) ?
C12 C13 . 1.395(3) ?
C12 C17 . 1.511(3) ?
C13 C14 . 1.382(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.388(3) ?
C14 C18 . 1.505(3) ?
C15 C16 . 1.384(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.510(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.417(3) ?
C21 C26 . 1.424(3) ?
C22 C23 . 1.393(3) ?
C22 C27 . 1.510(3) ?
C23 C24 . 1.381(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.389(3) ?
C24 C28 . 1.510(3) ?
C25 C26 . 1.393(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.515(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.391(3) ?
C31 C36 . 1.391(3) ?
C32 F32 . 1.354(2) ?
C32 C33 . 1.379(3) ?
C33 F33 . 1.349(2) ?
C33 C34 . 1.373(3) ?
C34 F34 . 1.340(3) ?
C34 C35 . 1.378(3) ?
C35 F35 . 1.345(2) ?
C35 C36 . 1.379(3) ?
C36 F36 . 1.358(2) ?
C41 C46 . 1.387(3) ?
C41 C42 . 1.390(3) ?
C42 F42 . 1.355(3) ?
C42 C43 . 1.378(3) ?
C43 F43 . 1.348(2) ?
C43 C44 . 1.373(3) ?
C44 F44 . 1.343(3) ?
C44 C45 . 1.377(3) ?
C45 F45 . 1.342(3) ?
C45 C46 . 1.384(3) ?
C46 F46 . 1.355(2) ?
C51 C56 . 1.390(3) ?
C51 C52 . 1.393(3) ?
C52 F52 . 1.356(3) ?
C52 C53 . 1.380(3) ?
C53 F53 . 1.345(3) ?
C53 C54 . 1.371(4) ?
C54 F54 . 1.340(3) ?
C54 C55 . 1.378(4) ?
C55 F55 . 1.346(3) ?
C55 C56 . 1.381(3) ?
C56 F56 . 1.357(3) ?
C61 C66 . 1.385(3) ?
C61 C62 . 1.391(3) ?
C62 F62 . 1.358(3) ?
C62 C63 . 1.375(3) ?
C63 F63 . 1.342(3) ?
C63 C64 . 1.379(4) ?
C64 F64 . 1.345(3) ?
C64 C65 . 1.374(4) ?
C65 F65 . 1.341(3) ?
C65 C66 . 1.381(3) ?
C66 F66 . 1.357(3) ?
C71 Cl1 . 1.764(3) ?
C71 Cl2 . 1.770(3) ?
C71 H71A . 0.99 ?
C71 H71B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 P1 C11 . . 107.44(10) ?
C1 P1 C21 . . 116.70(10) ?
C11 P1 C21 . . 108.35(10) ?
C1 P1 C3 . . 103.51(10) ?
C11 P1 C3 . . 115.40(10) ?
C21 P1 C3 . . 105.72(10) ?
O3 S1 O2 . . 106.13(9) ?
O3 S1 O1 . . 107.73(8) ?
O2 S1 O1 . . 97.03(8) ?
C2 B1 O3 . . 107.88(17) ?
C2 B1 C31 . . 112.52(18) ?
O3 B1 C31 . . 104.40(16) ?
C2 B1 C41 . . 118.70(19) ?
O3 B1 C41 . . 101.83(17) ?
C31 B1 C41 . . 109.96(18) ?
O2 B2 C61 . . 110.23(18) ?
O2 B2 C51 . . 105.76(17) ?
C61 B2 C51 . . 109.41(18) ?
O2 B2 C3 . . 98.73(17) ?
C61 B2 C3 . . 119.86(18) ?
C51 B2 C3 . . 111.55(18) ?
C3 O1 S1 . . 114.17(13) ?
B2 O2 S1 . . 111.05(13) ?
S1 O3 B1 . . 144.23(14) ?
C2 C1 P1 . . 112.33(14) ?
C2 C1 H1A . . 109.1 ?
P1 C1 H1A . . 109.1 ?
C2 C1 H1B . . 109.1 ?
P1 C1 H1B . . 109.1 ?
H1A C1 H1B . . 107.9 ?
C1 C2 B1 . . 114.60(18) ?
C1 C2 H2A . . 108.6 ?
B1 C2 H2A . . 108.6 ?
C1 C2 H2B . . 108.6 ?
B1 C2 H2B . . 108.6 ?
H2A C2 H2B . . 107.6 ?
O1 C3 B2 . . 102.03(16) ?
O1 C3 P1 . . 107.90(13) ?
B2 C3 P1 . . 121.37(15) ?
O1 C3 H3 . . 108.3 ?
B2 C3 H3 . . 108.3 ?
P1 C3 H3 . . 108.3 ?
C16 C11 C12 . . 118.5(2) ?
C16 C11 P1 . . 115.38(16) ?
C12 C11 P1 . . 126.07(16) ?
C13 C12 C11 . . 118.5(2) ?
C13 C12 C17 . . 115.3(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 . . 117.3(2) ?
C13 C14 C18 . . 121.5(2) ?
C15 C14 C18 . . 121.2(2) ?
C16 C15 C14 . . 122.5(2) ?
C16 C15 H15 . . 118.7 ?
C14 C15 H15 . . 118.7 ?
C15 C16 C11 . . 119.7(2) ?
C15 C16 C19 . . 115.91(19) ?
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 ?
C22 C21 C26 . . 119.1(2) ?
C22 C21 P1 . . 117.41(17) ?
C26 C21 P1 . . 123.43(16) ?
C23 C22 C21 . . 119.0(2) ?
C23 C22 C27 . . 116.1(2) ?
C21 C22 C27 . . 124.9(2) ?
C24 C23 C22 . . 122.8(2) ?
C24 C23 H23 . . 118.6 ?
C22 C23 H23 . . 118.6 ?
C23 C24 C25 . . 117.6(2) ?
C23 C24 C28 . . 120.9(2) ?
C25 C24 C28 . . 121.5(2) ?
C24 C25 C26 . . 122.9(2) ?
C24 C25 H25 . . 118.5 ?
C26 C25 H25 . . 118.5 ?
C25 C26 C21 . . 118.5(2) ?
C25 C26 C29 . . 115.3(2) ?
C21 C26 C29 . . 126.2(2) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 113.4(2) ?
C32 C31 B1 . . 119.73(19) ?
C36 C31 B1 . . 126.81(19) ?
F32 C32 C33 . . 116.58(19) ?
F32 C32 C31 . . 119.13(19) ?
C33 C32 C31 . . 124.3(2) ?
F33 C33 C34 . . 119.9(2) ?
F33 C33 C32 . . 120.6(2) ?
C34 C33 C32 . . 119.5(2) ?
F34 C34 C33 . . 120.1(2) ?
F34 C34 C35 . . 120.9(2) ?
C33 C34 C35 . . 119.0(2) ?
F35 C35 C34 . . 119.8(2) ?
F35 C35 C36 . . 120.5(2) ?
C34 C35 C36 . . 119.6(2) ?
F36 C36 C35 . . 115.44(19) ?
F36 C36 C31 . . 120.57(19) ?
C35 C36 C31 . . 124.0(2) ?
C46 C41 C42 . . 113.8(2) ?
C46 C41 B1 . . 125.67(19) ?
C42 C41 B1 . . 120.40(19) ?
F42 C42 C43 . . 115.62(19) ?
F42 C42 C41 . . 120.1(2) ?
C43 C42 C41 . . 124.2(2) ?
F43 C43 C44 . . 119.9(2) ?
F43 C43 C42 . . 120.7(2) ?
C44 C43 C42 . . 119.4(2) ?
F44 C44 C43 . . 120.6(2) ?
F44 C44 C45 . . 120.2(2) ?
C43 C44 C45 . . 119.2(2) ?
F45 C45 C44 . . 119.5(2) ?
F45 C45 C46 . . 121.0(2) ?
C44 C45 C46 . . 119.5(2) ?
F46 C46 C45 . . 115.74(19) ?
F46 C46 C41 . . 120.43(19) ?
C45 C46 C41 . . 123.8(2) ?
C56 C51 C52 . . 113.2(2) ?
C56 C51 B2 . . 117.67(19) ?
C52 C51 B2 . . 129.2(2) ?
F52 C52 C53 . . 115.1(2) ?
F52 C52 C51 . . 120.93(19) ?
C53 C52 C51 . . 124.0(2) ?
F53 C53 C54 . . 119.7(2) ?
F53 C53 C52 . . 120.4(2) ?
C54 C53 C52 . . 119.9(2) ?
F54 C54 C53 . . 120.5(2) ?
F54 C54 C55 . . 120.4(2) ?
C53 C54 C55 . . 119.1(2) ?
F55 C55 C54 . . 120.2(2) ?
F55 C55 C56 . . 120.7(2) ?
C54 C55 C56 . . 119.0(2) ?
F56 C56 C55 . . 115.8(2) ?
F56 C56 C51 . . 119.41(19) ?
C55 C56 C51 . . 124.8(2) ?
C66 C61 C62 . . 114.0(2) ?
C66 C61 B2 . . 127.3(2) ?
C62 C61 B2 . . 118.55(19) ?
F62 C62 C63 . . 117.1(2) ?
F62 C62 C61 . . 118.4(2) ?
C63 C62 C61 . . 124.5(2) ?
F63 C63 C62 . . 121.4(2) ?
F63 C63 C64 . . 119.9(2) ?
C62 C63 C64 . . 118.7(2) ?
F64 C64 C65 . . 120.3(2) ?
F64 C64 C63 . . 120.0(2) ?
C65 C64 C63 . . 119.7(2) ?
F65 C65 C64 . . 119.8(2) ?
F65 C65 C66 . . 120.7(2) ?
C64 C65 C66 . . 119.5(2) ?
F66 C66 C65 . . 115.8(2) ?
F66 C66 C61 . . 120.5(2) ?
C65 C66 C61 . . 123.6(2) ?
Cl1 C71 Cl2 . . 111.70(15) ?
Cl1 C71 H71A . . 109.3 ?
Cl2 C71 H71A . . 109.3 ?
Cl1 C71 H71B . . 109.3 ?
Cl2 C71 H71B . . 109.3 ?
H71A C71 H71B . . 107.9 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 S1 O1 C3 . . . . 113.55(14) ?
O2 S1 O1 C3 . . . . 4.08(14) ?
C61 B2 O2 S1 . . . . 168.54(14) ?
C51 B2 O2 S1 . . . . -73.30(18) ?
C3 B2 O2 S1 . . . . 42.14(17) ?
O3 S1 O2 B2 . . . . -140.64(13) ?
O1 S1 O2 B2 . . . . -29.84(14) ?
O2 S1 O3 B1 . . . . 78.8(2) ?
O1 S1 O3 B1 . . . . -24.2(3) ?
C2 B1 O3 S1 . . . . 2.2(3) ?
C31 B1 O3 S1 . . . . 122.1(2) ?
C41 B1 O3 S1 . . . . -123.4(2) ?
C11 P1 C1 C2 . . . . 42.54(17) ?
C21 P1 C1 C2 . . . . 164.37(14) ?
C3 P1 C1 C2 . . . . -80.00(16) ?
P1 C1 C2 B1 . . . . 129.23(17) ?
O3 B1 C2 C1 . . . . -63.5(2) ?
C31 B1 C2 C1 . . . . -178.08(17) ?
C41 B1 C2 C1 . . . . 51.5(3) ?
S1 O1 C3 B2 . . . . 19.98(18) ?
S1 O1 C3 P1 . . . . -108.93(12) ?
O2 B2 C3 O1 . . . . -35.46(18) ?
C61 B2 C3 O1 . . . . -154.90(18) ?
C51 B2 C3 O1 . . . . 75.4(2) ?
O2 B2 C3 P1 . . . . 84.42(18) ?
C61 B2 C3 P1 . . . . -35.0(3) ?
C51 B2 C3 P1 . . . . -164.73(15) ?
C1 P1 C3 O1 . . . . 52.03(15) ?
C11 P1 C3 O1 . . . . -65.05(16) ?
C21 P1 C3 O1 . . . . 175.24(13) ?
C1 P1 C3 B2 . . . . -64.94(18) ?
C11 P1 C3 B2 . . . . 177.98(16) ?
C21 P1 C3 B2 . . . . 58.27(19) ?
C1 P1 C11 C16 . . . . 64.88(18) ?
C21 P1 C11 C16 . . . . -62.02(18) ?
C3 P1 C11 C16 . . . . 179.73(15) ?
C1 P1 C11 C12 . . . . -117.2(2) ?
C21 P1 C11 C12 . . . . 115.9(2) ?
C3 P1 C11 C12 . . . . -2.4(2) ?
C16 C11 C12 C13 . . . . 1.4(3) ?
P1 C11 C12 C13 . . . . -176.39(17) ?
C16 C11 C12 C17 . . . . -179.1(2) ?
P1 C11 C12 C17 . . . . 3.0(3) ?
C11 C12 C13 C14 . . . . 0.7(4) ?
C17 C12 C13 C14 . . . . -178.8(2) ?
C12 C13 C14 C15 . . . . -1.5(4) ?
C12 C13 C14 C18 . . . . 178.7(2) ?
C13 C14 C15 C16 . . . . 0.2(3) ?
C18 C14 C15 C16 . . . . 179.9(2) ?
C14 C15 C16 C11 . . . . 1.9(3) ?
C14 C15 C16 C19 . . . . -176.0(2) ?
C12 C11 C16 C15 . . . . -2.7(3) ?
P1 C11 C16 C15 . . . . 175.35(17) ?
C12 C11 C16 C19 . . . . 175.1(2) ?
P1 C11 C16 C19 . . . . -6.9(3) ?
C1 P1 C21 C22 . . . . -177.27(16) ?
C11 P1 C21 C22 . . . . -55.92(19) ?
C3 P1 C21 C22 . . . . 68.33(19) ?
C1 P1 C21 C26 . . . . 4.1(2) ?
C11 P1 C21 C26 . . . . 125.46(19) ?
C3 P1 C21 C26 . . . . -110.29(19) ?
C26 C21 C22 C23 . . . . 1.1(3) ?
P1 C21 C22 C23 . . . . -177.53(17) ?
C26 C21 C22 C27 . . . . -179.4(2) ?
P1 C21 C22 C27 . . . . 2.0(3) ?
C21 C22 C23 C24 . . . . -0.1(3) ?
C27 C22 C23 C24 . . . . -179.6(2) ?
C22 C23 C24 C25 . . . . -1.3(4) ?
C22 C23 C24 C28 . . . . 177.8(2) ?
C23 C24 C25 C26 . . . . 1.7(3) ?
C28 C24 C25 C26 . . . . -177.4(2) ?
C24 C25 C26 C21 . . . . -0.6(3) ?
C24 C25 C26 C29 . . . . -178.9(2) ?
C22 C21 C26 C25 . . . . -0.8(3) ?
P1 C21 C26 C25 . . . . 177.78(16) ?
C22 C21 C26 C29 . . . . 177.3(2) ?
P1 C21 C26 C29 . . . . -4.1(3) ?
C2 B1 C31 C32 . . . . -86.3(2) ?
O3 B1 C31 C32 . . . . 156.95(18) ?
C41 B1 C31 C32 . . . . 48.4(3) ?
C2 B1 C31 C36 . . . . 94.9(2) ?
O3 B1 C31 C36 . . . . -21.9(3) ?
C41 B1 C31 C36 . . . . -130.4(2) ?
C36 C31 C32 F32 . . . . -175.93(18) ?
B1 C31 C32 F32 . . . . 5.1(3) ?
C36 C31 C32 C33 . . . . 4.5(3) ?
B1 C31 C32 C33 . . . . -174.4(2) ?
F32 C32 C33 F33 . . . . -0.8(3) ?
C31 C32 C33 F33 . . . . 178.73(19) ?
F32 C32 C33 C34 . . . . 178.53(18) ?
C31 C32 C33 C34 . . . . -1.9(3) ?
F33 C33 C34 F34 . . . . -0.9(3) ?
C32 C33 C34 F34 . . . . 179.70(19) ?
F33 C33 C34 C35 . . . . 177.68(19) ?
C32 C33 C34 C35 . . . . -1.7(3) ?
F34 C34 C35 F35 . . . . 3.0(3) ?
C33 C34 C35 F35 . . . . -175.59(19) ?
F34 C34 C35 C36 . . . . -179.15(19) ?
C33 C34 C35 C36 . . . . 2.3(3) ?
F35 C35 C36 F36 . . . . -0.4(3) ?
C34 C35 C36 F36 . . . . -178.23(19) ?
F35 C35 C36 C31 . . . . 178.54(19) ?
C34 C35 C36 C31 . . . . 0.7(3) ?
C32 C31 C36 F36 . . . . 174.98(18) ?
B1 C31 C36 F36 . . . . -6.2(3) ?
C32 C31 C36 C35 . . . . -3.9(3) ?
B1 C31 C36 C35 . . . . 175.0(2) ?
C2 B1 C41 C46 . . . . 19.6(3) ?
O3 B1 C41 C46 . . . . 137.7(2) ?
C31 B1 C41 C46 . . . . -112.0(2) ?
C2 B1 C41 C42 . . . . -164.8(2) ?
O3 B1 C41 C42 . . . . -46.7(2) ?
C31 B1 C41 C42 . . . . 63.6(3) ?
C46 C41 C42 F42 . . . . 175.00(19) ?
B1 C41 C42 F42 . . . . -1.1(3) ?
C46 C41 C42 C43 . . . . -2.5(3) ?
B1 C41 C42 C43 . . . . -178.6(2) ?
F42 C42 C43 F43 . . . . 1.5(3) ?
C41 C42 C43 F43 . . . . 179.0(2) ?
F42 C42 C43 C44 . . . . -176.8(2) ?
C41 C42 C43 C44 . . . . 0.7(4) ?
F43 C43 C44 F44 . . . . 1.8(3) ?
C42 C43 C44 F44 . . . . -179.9(2) ?
F43 C43 C44 C45 . . . . -176.8(2) ?
C42 C43 C44 C45 . . . . 1.5(3) ?
F44 C44 C45 F45 . . . . -0.8(3) ?
C43 C44 C45 F45 . . . . 177.8(2) ?
F44 C44 C45 C46 . . . . 179.6(2) ?
C43 C44 C45 C46 . . . . -1.8(3) ?
F45 C45 C46 F46 . . . . -1.6(3) ?
C44 C45 C46 F46 . . . . 178.1(2) ?
F45 C45 C46 C41 . . . . -179.7(2) ?
C44 C45 C46 C41 . . . . -0.1(3) ?
C42 C41 C46 F46 . . . . -175.94(19) ?
B1 C41 C46 F46 . . . . -0.1(3) ?
C42 C41 C46 C45 . . . . 2.1(3) ?
B1 C41 C46 C45 . . . . 178.0(2) ?
O2 B2 C51 C56 . . . . -56.7(3) ?
C61 B2 C51 C56 . . . . 62.0(3) ?
C3 B2 C51 C56 . . . . -163.07(19) ?
O2 B2 C51 C52 . . . . 122.0(2) ?
C61 B2 C51 C52 . . . . -119.3(2) ?
C3 B2 C51 C52 . . . . 15.7(3) ?
C56 C51 C52 F52 . . . . -178.9(2) ?
B2 C51 C52 F52 . . . . 2.3(4) ?
C56 C51 C52 C53 . . . . 0.8(3) ?
B2 C51 C52 C53 . . . . -178.0(2) ?
F52 C52 C53 F53 . . . . 0.0(3) ?
C51 C52 C53 F53 . . . . -179.7(2) ?
F52 C52 C53 C54 . . . . 179.8(2) ?
C51 C52 C53 C54 . . . . 0.0(4) ?
F53 C53 C54 F54 . . . . -0.5(4) ?
C52 C53 C54 F54 . . . . 179.7(2) ?
F53 C53 C54 C55 . . . . 179.6(2) ?
C52 C53 C54 C55 . . . . -0.2(4) ?
F54 C54 C55 F55 . . . . 0.1(4) ?
C53 C54 C55 F55 . . . . 180.0(2) ?
F54 C54 C55 C56 . . . . 179.5(2) ?
C53 C54 C55 C56 . . . . -0.5(4) ?
F55 C55 C56 F56 . . . . 0.8(3) ?
C54 C55 C56 F56 . . . . -178.6(2) ?
F55 C55 C56 C51 . . . . -179.0(2) ?
C54 C55 C56 C51 . . . . 1.5(4) ?
C52 C51 C56 F56 . . . . 178.57(19) ?
B2 C51 C56 F56 . . . . -2.5(3) ?
C52 C51 C56 C55 . . . . -1.6(3) ?
B2 C51 C56 C55 . . . . 177.4(2) ?
O2 B2 C61 C66 . . . . 0.2(3) ?
C51 B2 C61 C66 . . . . -115.7(2) ?
C3 B2 C61 C66 . . . . 113.6(2) ?
O2 B2 C61 C62 . . . . 175.36(18) ?
C51 B2 C61 C62 . . . . 59.5(3) ?
C3 B2 C61 C62 . . . . -71.2(3) ?
C66 C61 C62 F62 . . . . 179.21(19) ?
B2 C61 C62 F62 . . . . 3.4(3) ?
C66 C61 C62 C63 . . . . -1.4(3) ?
B2 C61 C62 C63 . . . . -177.2(2) ?
F62 C62 C63 F63 . . . . 0.7(3) ?
C61 C62 C63 F63 . . . . -178.7(2) ?
F62 C62 C63 C64 . . . . -179.7(2) ?
C61 C62 C63 C64 . . . . 0.9(4) ?
F63 C63 C64 F64 . . . . 0.3(3) ?
C62 C63 C64 F64 . . . . -179.2(2) ?
F63 C63 C64 C65 . . . . 179.5(2) ?
C62 C63 C64 C65 . . . . 0.0(4) ?
F64 C64 C65 F65 . . . . -0.6(4) ?
C63 C64 C65 F65 . . . . -179.8(2) ?
F64 C64 C65 C66 . . . . 179.0(2) ?
C63 C64 C65 C66 . . . . -0.2(4) ?
F65 C65 C66 F66 . . . . 0.1(3) ?
C64 C65 C66 F66 . . . . -179.5(2) ?
F65 C65 C66 C61 . . . . 179.2(2) ?
C64 C65 C66 C61 . . . . -0.4(4) ?
C62 C61 C66 F66 . . . . -179.76(19) ?
B2 C61 C66 F66 . . . . -4.4(3) ?
C62 C61 C66 C65 . . . . 1.1(3) ?
B2 C61 C66 C65 . . . . 176.5(2) ?

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

data_erk8341
_database_code_depnum_ccdc_archive 'CCDC 1500867'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H23 B2 F20 O3 P S'
_chemical_formula_weight         1052.26

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'
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   C2/c

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

_cell_length_a                   19.6527(3)
_cell_length_b                   18.1222(3)
_cell_length_c                   23.6282(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.1710(10)
_cell_angle_gamma                90.00
_cell_volume                     8307.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    10106
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4208
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9852
_exptl_absorpt_correction_T_max  0.9901
_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            38620
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         4.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7281
_reflns_number_gt                5697
_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 solvent 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. 

;

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 -0.039 0.250 51 4 ' '
2 0.000 0.039 0.750 51 4 ' '
3 0.500 0.461 0.250 51 4 ' '
4 0.500 0.539 0.750 51 4 ' '

_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)+(0.0282P)²+19.4486P] 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         7281
_refine_ls_number_parameters     635
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.1024
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.046
_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
S1 S 0.15091(4) 0.46265(4) 0.20661(3) 0.03700(18) Uani 1 1 d . . .
P1 P 0.21924(4) 0.32995(4) 0.32342(3) 0.02950(16) Uani 1 1 d . . .
O1 O 0.12182(9) 0.40820(10) 0.25118(7) 0.0334(4) Uani 1 1 d . . .
O3 O 0.20737(10) 0.42283(10) 0.18368(8) 0.0382(5) Uani 1 1 d . . .
O2 O 0.19166(12) 0.51531(10) 0.24910(8) 0.0483(6) Uani 1 1 d . . .
C1 C 0.25528(14) 0.31074(15) 0.25900(11) 0.0336(6) Uani 1 1 d . . .
H1A H 0.2788 0.3550 0.2481 0.040 Uiso 1 1 calc R . .
H1B H 0.2896 0.2714 0.2670 0.040 Uiso 1 1 calc R . .
C2 C 0.19965(14) 0.28707(15) 0.20821(11) 0.0348(6) Uani 1 1 d . . .
H2A H 0.1541 0.2880 0.2201 0.042 Uiso 1 1 calc R . .
H2B H 0.2088 0.2366 0.1966 0.042 Uiso 1 1 calc R . .
C3 C 0.16268(14) 0.41224(14) 0.30990(11) 0.0302(6) Uani 1 1 d . . .
H3 H 0.1286 0.4074 0.3364 0.036 Uiso 1 1 calc R . .
C11 C 0.17560(15) 0.24249(14) 0.33488(11) 0.0337(6) Uani 1 1 d . . .
C12 C 0.21965(17) 0.18084(16) 0.34827(12) 0.0423(7) Uani 1 1 d . . .
C13 C 0.1895(2) 0.11212(17) 0.35169(15) 0.0568(9) Uani 1 1 d . . .
H13 H 0.2180 0.0706 0.3602 0.068 Uiso 1 1 calc R . .
C14 C 0.1193(2) 0.10287(19) 0.34298(17) 0.0665(10) Uani 1 1 d . . .
H14 H 0.1003 0.0555 0.3452 0.080 Uiso 1 1 calc R . .
C15 C 0.07678(19) 0.16272(18) 0.33105(15) 0.0554(9) Uani 1 1 d . . .
H15 H 0.0288 0.1559 0.3253 0.067 Uiso 1 1 calc R . .
C16 C 0.10335(16) 0.23308(16) 0.32727(12) 0.0403(7) Uani 1 1 d . . .
C17 C 0.29731(17) 0.18121(18) 0.36017(15) 0.0539(9) Uani 1 1 d . . .
H17A H 0.3138 0.1334 0.3749 0.081 Uiso 1 1 calc R . .
H17B H 0.3130 0.2190 0.3883 0.081 Uiso 1 1 calc R . .
H17C H 0.3151 0.1915 0.3250 0.081 Uiso 1 1 calc R . .
C18 C 0.05029(16) 0.29384(18) 0.31711(15) 0.0516(8) Uani 1 1 d . . .
H18A H 0.0045 0.2724 0.3103 0.077 Uiso 1 1 calc R . .
H18B H 0.0576 0.3226 0.2840 0.077 Uiso 1 1 calc R . .
H18C H 0.0547 0.3256 0.3505 0.077 Uiso 1 1 calc R . .
C21 C 0.27917(14) 0.35079(15) 0.38865(11) 0.0351(6) Uani 1 1 d . . .
C22 C 0.34992(15) 0.36554(16) 0.38877(13) 0.0428(7) Uani 1 1 d . . .
C23 C 0.39204(18) 0.37654(19) 0.44127(16) 0.0585(9) Uani 1 1 d . . .
H23 H 0.4391 0.3863 0.4421 0.070 Uiso 1 1 calc R . .
C24 C 0.3662(2) 0.3734(2) 0.49217(16) 0.0683(11) Uani 1 1 d . . .
H24 H 0.3958 0.3798 0.5272 0.082 Uiso 1 1 calc R . .
C25 C 0.2976(2) 0.3609(2) 0.49169(14) 0.0625(10) Uani 1 1 d . . .
H25 H 0.2805 0.3600 0.5266 0.075 Uiso 1 1 calc R . .
C26 C 0.25229(17) 0.34946(16) 0.44097(12) 0.0452(7) Uani 1 1 d . . .
C27 C 0.38411(16) 0.37063(19) 0.33631(15) 0.0542(9) Uani 1 1 d . . .
H27A H 0.4304 0.3900 0.3469 0.081 Uiso 1 1 calc R . .
H27B H 0.3577 0.4032 0.3085 0.081 Uiso 1 1 calc R . .
H27C H 0.3863 0.3219 0.3196 0.081 Uiso 1 1 calc R . .
C28 C 0.17800(18) 0.3374(2) 0.44649(13) 0.0539(9) Uani 1 1 d . . .
H28A H 0.1718 0.3458 0.4859 0.081 Uiso 1 1 calc R . .
H28B H 0.1650 0.2871 0.4356 0.081 Uiso 1 1 calc R . .
H28C H 0.1493 0.3714 0.4215 0.081 Uiso 1 1 calc R . .
B1 B 0.20064(17) 0.34285(17) 0.15468(13) 0.0333(7) Uani 1 1 d . . .
C31 C 0.27039(14) 0.33189(14) 0.12640(10) 0.0313(6) Uani 1 1 d . . .
F32 F 0.22173(10) 0.22171(10) 0.08377(8) 0.0585(5) Uani 1 1 d . . .
C32 C 0.27514(15) 0.26975(16) 0.09261(12) 0.0402(7) Uani 1 1 d . . .
F33 F 0.33245(11) 0.19047(12) 0.03636(9) 0.0753(6) Uani 1 1 d . . .
C33 C 0.33153(17) 0.25264(18) 0.06748(13) 0.0481(8) Uani 1 1 d . . .
F34 F 0.44385(10) 0.28227(13) 0.05216(9) 0.0716(6) Uani 1 1 d . . .
C34 C 0.38761(16) 0.29851(19) 0.07498(13) 0.0459(8) Uani 1 1 d . . .
F35 F 0.44040(10) 0.40589(12) 0.11605(10) 0.0707(6) Uani 1 1 d . . .
C35 C 0.38577(15) 0.36012(17) 0.10797(13) 0.0435(7) Uani 1 1 d . . .
F36 F 0.33297(9) 0.43622(10) 0.16616(9) 0.0590(5) Uani 1 1 d . . .
C36 C 0.32867(15) 0.37530(15) 0.13293(12) 0.0373(7) Uani 1 1 d . . .
C41 C 0.13286(14) 0.34609(15) 0.10501(11) 0.0350(6) Uani 1 1 d . . .
F42 F 0.08670(9) 0.23175(9) 0.12969(8) 0.0523(5) Uani 1 1 d . . .
C42 C 0.08174(16) 0.29269(16) 0.09612(12) 0.0413(7) Uani 1 1 d . . .
F43 F -0.02276(10) 0.24320(13) 0.04846(9) 0.0718(6) Uani 1 1 d . . .
C43 C 0.02518(16) 0.2970(2) 0.05424(14) 0.0502(8) Uani 1 1 d . . .
F44 F -0.03724(11) 0.35896(15) -0.02432(9) 0.0806(7) Uani 1 1 d . . .
C44 C 0.01766(17) 0.3553(2) 0.01761(13) 0.0529(9) Uani 1 1 d . . .
F45 F 0.06176(11) 0.46656(12) -0.01406(8) 0.0705(6) Uani 1 1 d . . .
C45 C 0.06697(18) 0.40950(19) 0.02307(13) 0.0497(8) Uani 1 1 d . . .
F46 F 0.17001(10) 0.45868(10) 0.06939(7) 0.0543(5) Uani 1 1 d . . .
C46 C 0.12287(15) 0.40414(17) 0.06632(12) 0.0411(7) Uani 1 1 d . . .
B2 B 0.18646(17) 0.50092(17) 0.31333(13) 0.0343(7) Uani 1 1 d . . .
C51 C 0.25657(15) 0.52448(14) 0.35383(13) 0.0395(7) Uani 1 1 d . . .
F52 F 0.32526(12) 0.53820(14) 0.28085(11) 0.0858(7) Uani 1 1 d . . .
C52 C 0.31880(18) 0.54202(18) 0.33652(17) 0.0560(9) Uani 1 1 d . . .
F53 F 0.43610(12) 0.57507(15) 0.35509(15) 0.1155(10) Uani 1 1 d U . .
C53 C 0.37660(19) 0.5617(2) 0.3748(3) 0.0758(13) Uani 1 1 d . . .
F54 F 0.43043(14) 0.58446(16) 0.46850(15) 0.1298(12) Uani 1 1 d . . .
C54 C 0.3733(2) 0.5665(2) 0.4314(2) 0.0795(13) Uani 1 1 d . . .
F55 F 0.31054(14) 0.55346(16) 0.50720(11) 0.1054(9) Uani 1 1 d . . .
C55 C 0.3135(2) 0.5505(2) 0.45101(18) 0.0670(11) Uani 1 1 d . . .
F56 F 0.19945(10) 0.51346(11) 0.43374(7) 0.0568(5) Uani 1 1 d . . .
C56 C 0.25721(16) 0.53025(17) 0.41237(14) 0.0473(8) Uani 1 1 d . . .
C61 C 0.12208(15) 0.55506(15) 0.32406(11) 0.0365(7) Uani 1 1 d . . .
F62 F 0.18037(11) 0.65312(9) 0.28608(8) 0.0562(5) Uani 1 1 d . . .
C62 C 0.12466(17) 0.62839(16) 0.30699(12) 0.0425(7) Uani 1 1 d . . .
F63 F 0.07936(13) 0.74841(10) 0.29092(9) 0.0771(7) Uani 1 1 d . . .
C63 C 0.0734(2) 0.67948(17) 0.30989(14) 0.0528(9) Uani 1 1 d . . .
F64 F -0.03474(12) 0.70729(13) 0.33515(10) 0.0873(8) Uani 1 1 d . . .
C64 C 0.01603(19) 0.6587(2) 0.33193(15) 0.0584(10) Uani 1 1 d . . .
F65 F -0.04581(10) 0.56630(12) 0.37157(10) 0.0746(6) Uani 1 1 d . . .
C65 C 0.01034(16) 0.58776(19) 0.35033(14) 0.0505(8) Uani 1 1 d . . .
F66 F 0.05249(10) 0.46964(10) 0.36633(9) 0.0593(5) Uani 1 1 d . . .
C66 C 0.06297(16) 0.53819(16) 0.34638(13) 0.0422(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4957(19) . ?
S1 O2 1.518(2) . ?
S1 O1 1.6129(18) . ?
P1 C1 1.812(3) . ?
P1 C21 1.824(3) . ?
P1 C11 1.843(3) . ?
P1 C3 1.857(3) . ?
O1 C3 1.490(3) . ?
O3 B1 1.600(3) . ?
O2 B2 1.559(4) . ?
C1 C2 1.550(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 B1 1.622(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 B2 1.672(4) . ?
C3 H3 0.9900 . ?
C11 C16 1.413(4) . ?
C11 C12 1.418(4) . ?
C12 C13 1.387(4) . ?
C12 C17 1.507(4) . ?
C13 C14 1.373(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.370(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.386(4) . ?
C15 H15 0.9400 . ?
C16 C18 1.509(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 . ?
C21 C22 1.415(4) . ?
C21 C26 1.420(4) . ?
C22 C23 1.392(4) . ?
C22 C27 1.504(4) . ?
C23 C24 1.379(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.366(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.390(4) . ?
C25 H25 0.9400 . ?
C26 C28 1.502(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 . ?
B1 C31 1.630(4) . ?
B1 C41 1.630(4) . ?
C31 C36 1.378(4) . ?
C31 C32 1.392(4) . ?
F32 C32 1.354(3) . ?
C32 C33 1.373(4) . ?
F33 C33 1.347(3) . ?
C33 C34 1.369(5) . ?
F34 C34 1.337(3) . ?
C34 C35 1.365(4) . ?
F35 C35 1.346(3) . ?
C35 C36 1.376(4) . ?
F36 C36 1.350(3) . ?
C41 C42 1.387(4) . ?
C41 C46 1.387(4) . ?
F42 C42 1.354(3) . ?
C42 C43 1.368(4) . ?
F43 C43 1.347(4) . ?
C43 C44 1.359(5) . ?
F44 C44 1.345(3) . ?
C44 C45 1.371(5) . ?
F45 C45 1.349(4) . ?
C45 C46 1.379(4) . ?
F46 C46 1.349(3) . ?
B2 C51 1.605(4) . ?
B2 C61 1.652(4) . ?
C51 C56 1.385(4) . ?
C51 C52 1.387(4) . ?
F52 C52 1.343(4) . ?
C52 C53 1.381(6) . ?
F53 C53 1.348(4) . ?
C53 C54 1.354(6) . ?
F54 C54 1.350(4) . ?
C54 C55 1.360(6) . ?
F55 C55 1.339(5) . ?
C55 C56 1.368(5) . ?
F56 C56 1.349(4) . ?
C61 C66 1.384(4) . ?
C61 C62 1.392(4) . ?
F62 C62 1.348(4) . ?
C62 C63 1.379(4) . ?
F63 C63 1.339(4) . ?
C63 C64 1.368(5) . ?
F64 C64 1.342(4) . ?
C64 C65 1.367(5) . ?
F65 C65 1.341(4) . ?
C65 C66 1.384(4) . ?
F66 C66 1.356(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
O3 S1 O2 101.50(12) . . ?
O3 S1 O1 107.58(10) . . ?
O2 S1 O1 99.05(10) . . ?
C1 P1 C21 117.61(13) . . ?
C1 P1 C11 102.22(12) . . ?
C21 P1 C11 107.88(12) . . ?
C1 P1 C3 108.25(12) . . ?
C21 P1 C3 105.50(12) . . ?
C11 P1 C3 115.85(13) . . ?
C3 O1 S1 112.55(15) . . ?
S1 O3 B1 125.23(17) . . ?
S1 O2 B2 115.41(17) . . ?
C2 C1 P1 112.44(18) . . ?
C2 C1 H1A 109.1 . . ?
P1 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
P1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 B1 109.7(2) . . ?
C1 C2 H2A 109.7 . . ?
B1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
B1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
O1 C3 B2 101.38(19) . . ?
O1 C3 P1 109.86(16) . . ?
B2 C3 P1 127.48(19) . . ?
O1 C3 H3 105.4 . . ?
B2 C3 H3 105.4 . . ?
P1 C3 H3 105.4 . . ?
C16 C11 C12 119.9(3) . . ?
C16 C11 P1 124.5(2) . . ?
C12 C11 P1 115.4(2) . . ?
C13 C12 C11 118.0(3) . . ?
C13 C12 C17 115.0(3) . . ?
C11 C12 C17 127.0(3) . . ?
C14 C13 C12 122.0(3) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 119.0(3) . . ?
C15 C16 C18 115.1(3) . . ?
C11 C16 C18 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 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C21 C26 120.2(3) . . ?
C22 C21 P1 122.9(2) . . ?
C26 C21 P1 116.9(2) . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C27 116.5(3) . . ?
C21 C22 C27 125.3(3) . . ?
C24 C23 C22 121.5(3) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C25 C24 C23 120.0(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 121.8(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C21 118.2(3) . . ?
C25 C26 C28 116.4(3) . . ?
C21 C26 C28 125.4(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 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 B1 C2 104.0(2) . . ?
O3 B1 C31 105.6(2) . . ?
C2 B1 C31 111.1(2) . . ?
O3 B1 C41 106.1(2) . . ?
C2 B1 C41 118.3(2) . . ?
C31 B1 C41 110.7(2) . . ?
C36 C31 C32 113.3(2) . . ?
C36 C31 B1 128.5(2) . . ?
C32 C31 B1 118.1(2) . . ?
F32 C32 C33 116.6(3) . . ?
F32 C32 C31 119.2(2) . . ?
C33 C32 C31 124.3(3) . . ?
F33 C33 C34 119.9(3) . . ?
F33 C33 C32 120.5(3) . . ?
C34 C33 C32 119.7(3) . . ?
F34 C34 C35 120.6(3) . . ?
F34 C34 C33 120.9(3) . . ?
C35 C34 C33 118.4(3) . . ?
F35 C35 C34 119.5(3) . . ?
F35 C35 C36 120.2(3) . . ?
C34 C35 C36 120.4(3) . . ?
F36 C36 C35 115.7(3) . . ?
F36 C36 C31 120.4(2) . . ?
C35 C36 C31 123.9(3) . . ?
C42 C41 C46 114.0(3) . . ?
C42 C41 B1 125.0(3) . . ?
C46 C41 B1 121.0(3) . . ?
F42 C42 C43 116.4(3) . . ?
F42 C42 C41 119.8(3) . . ?
C43 C42 C41 123.8(3) . . ?
F43 C43 C44 119.7(3) . . ?
F43 C43 C42 120.4(3) . . ?
C44 C43 C42 119.9(3) . . ?
F44 C44 C43 120.0(3) . . ?
F44 C44 C45 120.4(3) . . ?
C43 C44 C45 119.6(3) . . ?
F45 C45 C44 120.6(3) . . ?
F45 C45 C46 120.3(3) . . ?
C44 C45 C46 119.1(3) . . ?
F46 C46 C45 116.6(3) . . ?
F46 C46 C41 119.8(3) . . ?
C45 C46 C41 123.6(3) . . ?
O2 B2 C51 110.6(2) . . ?
O2 B2 C61 102.7(2) . . ?
C51 B2 C61 110.9(2) . . ?
O2 B2 C3 100.1(2) . . ?
C51 B2 C3 119.4(2) . . ?
C61 B2 C3 111.3(2) . . ?
C56 C51 C52 114.1(3) . . ?
C56 C51 B2 119.1(3) . . ?
C52 C51 B2 126.8(3) . . ?
F52 C52 C53 117.3(3) . . ?
F52 C52 C51 120.2(3) . . ?
C53 C52 C51 122.6(4) . . ?
F53 C53 C54 120.8(4) . . ?
F53 C53 C52 119.3(5) . . ?
C54 C53 C52 120.0(4) . . ?
F54 C54 C53 119.4(5) . . ?
F54 C54 C55 120.4(5) . . ?
C53 C54 C55 120.2(4) . . ?
F55 C55 C54 120.3(4) . . ?
F55 C55 C56 121.0(4) . . ?
C54 C55 C56 118.7(4) . . ?
F56 C56 C55 116.8(3) . . ?
F56 C56 C51 118.9(3) . . ?
C55 C56 C51 124.4(3) . . ?
C66 C61 C62 113.1(3) . . ?
C66 C61 B2 129.6(3) . . ?
C62 C61 B2 117.3(3) . . ?
F62 C62 C63 116.0(3) . . ?
F62 C62 C61 119.5(3) . . ?
C63 C62 C61 124.5(3) . . ?
F63 C63 C64 120.4(3) . . ?
F63 C63 C62 120.4(4) . . ?
C64 C63 C62 119.1(3) . . ?
F64 C64 C65 120.0(4) . . ?
F64 C64 C63 120.4(3) . . ?
C65 C64 C63 119.6(3) . . ?
F65 C65 C64 120.4(3) . . ?
F65 C65 C66 120.4(3) . . ?
C64 C65 C66 119.3(3) . . ?
F66 C66 C65 114.5(3) . . ?
F66 C66 C61 121.2(3) . . ?
C65 C66 C61 124.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 O1 C3 85.07(17) . . . . ?
O2 S1 O1 C3 -20.12(18) . . . . ?
O2 S1 O3 B1 157.02(19) . . . . ?
O1 S1 O3 B1 53.6(2) . . . . ?
O3 S1 O2 B2 -113.6(2) . . . . ?
O1 S1 O2 B2 -3.4(2) . . . . ?
C21 P1 C1 C2 174.84(17) . . . . ?
C11 P1 C1 C2 57.0(2) . . . . ?
C3 P1 C1 C2 -65.8(2) . . . . ?
P1 C1 C2 B1 122.0(2) . . . . ?
S1 O1 C3 B2 33.2(2) . . . . ?
S1 O1 C3 P1 -103.89(16) . . . . ?
C1 P1 C3 O1 41.1(2) . . . . ?
C21 P1 C3 O1 167.80(17) . . . . ?
C11 P1 C3 O1 -72.96(19) . . . . ?
C1 P1 C3 B2 -81.7(2) . . . . ?
C21 P1 C3 B2 45.0(3) . . . . ?
C11 P1 C3 B2 164.3(2) . . . . ?
C1 P1 C11 C16 -109.6(2) . . . . ?
C21 P1 C11 C16 125.8(2) . . . . ?
C3 P1 C11 C16 7.9(3) . . . . ?
C1 P1 C11 C12 65.9(2) . . . . ?
C21 P1 C11 C12 -58.7(2) . . . . ?
C3 P1 C11 C12 -176.68(19) . . . . ?
C16 C11 C12 C13 2.0(4) . . . . ?
P1 C11 C12 C13 -173.7(2) . . . . ?
C16 C11 C12 C17 -177.3(3) . . . . ?
P1 C11 C12 C17 7.1(4) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C17 C12 C13 C14 178.8(3) . . . . ?
C12 C13 C14 C15 -0.6(6) . . . . ?
C13 C14 C15 C16 0.3(6) . . . . ?
C14 C15 C16 C11 1.2(5) . . . . ?
C14 C15 C16 C18 -176.8(3) . . . . ?
C12 C11 C16 C15 -2.3(4) . . . . ?
P1 C11 C16 C15 172.9(2) . . . . ?
C12 C11 C16 C18 175.4(3) . . . . ?
P1 C11 C16 C18 -9.4(4) . . . . ?
C1 P1 C21 C22 11.7(3) . . . . ?
C11 P1 C21 C22 126.5(2) . . . . ?
C3 P1 C21 C22 -109.1(2) . . . . ?
C1 P1 C21 C26 -166.3(2) . . . . ?
C11 P1 C21 C26 -51.5(2) . . . . ?
C3 P1 C21 C26 72.9(2) . . . . ?
C26 C21 C22 C23 1.7(4) . . . . ?
P1 C21 C22 C23 -176.3(2) . . . . ?
C26 C21 C22 C27 -178.1(3) . . . . ?
P1 C21 C22 C27 3.9(4) . . . . ?
C21 C22 C23 C24 -0.1(5) . . . . ?
C27 C22 C23 C24 179.8(3) . . . . ?
C22 C23 C24 C25 -1.5(6) . . . . ?
C23 C24 C25 C26 1.4(6) . . . . ?
C24 C25 C26 C21 0.2(5) . . . . ?
C24 C25 C26 C28 -179.2(3) . . . . ?
C22 C21 C26 C25 -1.8(4) . . . . ?
P1 C21 C26 C25 176.3(2) . . . . ?
C22 C21 C26 C28 177.6(3) . . . . ?
P1 C21 C26 C28 -4.3(4) . . . . ?
S1 O3 B1 C2 -73.7(3) . . . . ?
S1 O3 B1 C31 169.35(17) . . . . ?
S1 O3 B1 C41 51.8(3) . . . . ?
C1 C2 B1 O3 -43.4(3) . . . . ?
C1 C2 B1 C31 69.7(3) . . . . ?
C1 C2 B1 C41 -160.8(2) . . . . ?
O3 B1 C31 C36 9.6(4) . . . . ?
C2 B1 C31 C36 -102.5(3) . . . . ?
C41 B1 C31 C36 124.0(3) . . . . ?
O3 B1 C31 C32 -173.2(2) . . . . ?
C2 B1 C31 C32 74.8(3) . . . . ?
C41 B1 C31 C32 -58.7(3) . . . . ?
C36 C31 C32 F32 178.7(3) . . . . ?
B1 C31 C32 F32 1.0(4) . . . . ?
C36 C31 C32 C33 -0.5(4) . . . . ?
B1 C31 C32 C33 -178.2(3) . . . . ?
F32 C32 C33 F33 -0.7(4) . . . . ?
C31 C32 C33 F33 178.6(3) . . . . ?
F32 C32 C33 C34 -179.5(3) . . . . ?
C31 C32 C33 C34 -0.3(5) . . . . ?
F33 C33 C34 F34 -0.5(5) . . . . ?
C32 C33 C34 F34 178.4(3) . . . . ?
F33 C33 C34 C35 -178.3(3) . . . . ?
C32 C33 C34 C35 0.5(5) . . . . ?
F34 C34 C35 F35 2.0(4) . . . . ?
C33 C34 C35 F35 179.8(3) . . . . ?
F34 C34 C35 C36 -177.8(3) . . . . ?
C33 C34 C35 C36 0.0(5) . . . . ?
F35 C35 C36 F36 -1.8(4) . . . . ?
C34 C35 C36 F36 178.0(3) . . . . ?
F35 C35 C36 C31 179.3(3) . . . . ?
C34 C35 C36 C31 -0.9(5) . . . . ?
C32 C31 C36 F36 -177.7(2) . . . . ?
B1 C31 C36 F36 -0.3(4) . . . . ?
C32 C31 C36 C35 1.1(4) . . . . ?
B1 C31 C36 C35 178.5(3) . . . . ?
O3 B1 C41 C42 -134.0(3) . . . . ?
C2 B1 C41 C42 -17.8(4) . . . . ?
C31 B1 C41 C42 112.0(3) . . . . ?
O3 B1 C41 C46 47.6(3) . . . . ?
C2 B1 C41 C46 163.8(2) . . . . ?
C31 B1 C41 C46 -66.5(3) . . . . ?
C46 C41 C42 F42 177.6(2) . . . . ?
B1 C41 C42 F42 -0.9(4) . . . . ?
C46 C41 C42 C43 -1.8(4) . . . . ?
B1 C41 C42 C43 179.7(3) . . . . ?
F42 C42 C43 F43 1.1(4) . . . . ?
C41 C42 C43 F43 -179.4(3) . . . . ?
F42 C42 C43 C44 -177.9(3) . . . . ?
C41 C42 C43 C44 1.5(5) . . . . ?
F43 C43 C44 F44 -0.3(5) . . . . ?
C42 C43 C44 F44 178.7(3) . . . . ?
F43 C43 C44 C45 -179.1(3) . . . . ?
C42 C43 C44 C45 -0.1(5) . . . . ?
F44 C44 C45 F45 -1.1(5) . . . . ?
C43 C44 C45 F45 177.7(3) . . . . ?
F44 C44 C45 C46 -179.7(3) . . . . ?
C43 C44 C45 C46 -0.9(5) . . . . ?
F45 C45 C46 F46 0.9(4) . . . . ?
C44 C45 C46 F46 179.5(3) . . . . ?
F45 C45 C46 C41 -178.0(3) . . . . ?
C44 C45 C46 C41 0.6(5) . . . . ?
C42 C41 C46 F46 -178.2(2) . . . . ?
B1 C41 C46 F46 0.4(4) . . . . ?
C42 C41 C46 C45 0.7(4) . . . . ?
B1 C41 C46 C45 179.3(3) . . . . ?
S1 O2 B2 C51 148.75(19) . . . . ?
S1 O2 B2 C61 -92.9(2) . . . . ?
S1 O2 B2 C3 21.9(3) . . . . ?
O1 C3 B2 O2 -31.5(2) . . . . ?
P1 C3 B2 O2 94.8(2) . . . . ?
O1 C3 B2 C51 -152.2(2) . . . . ?
P1 C3 B2 C51 -26.0(4) . . . . ?
O1 C3 B2 C61 76.6(2) . . . . ?
P1 C3 B2 C61 -157.18(19) . . . . ?
O2 B2 C51 C56 166.8(2) . . . . ?
C61 B2 C51 C56 53.5(3) . . . . ?
C3 B2 C51 C56 -77.9(3) . . . . ?
O2 B2 C51 C52 -11.6(4) . . . . ?
C61 B2 C51 C52 -124.9(3) . . . . ?
C3 B2 C51 C52 103.7(3) . . . . ?
C56 C51 C52 F52 179.6(3) . . . . ?
B2 C51 C52 F52 -1.9(5) . . . . ?
C56 C51 C52 C53 1.5(5) . . . . ?
B2 C51 C52 C53 -180.0(3) . . . . ?
F52 C52 C53 F53 -0.8(5) . . . . ?
C51 C52 C53 F53 177.3(3) . . . . ?
F52 C52 C53 C54 180.0(3) . . . . ?
C51 C52 C53 C54 -1.9(6) . . . . ?
F53 C53 C54 F54 -0.4(6) . . . . ?
C52 C53 C54 F54 178.8(3) . . . . ?
F53 C53 C54 C55 -177.8(3) . . . . ?
C52 C53 C54 C55 1.3(6) . . . . ?
F54 C54 C55 F55 1.0(6) . . . . ?
C53 C54 C55 F55 178.4(4) . . . . ?
F54 C54 C55 C56 -177.9(3) . . . . ?
C53 C54 C55 C56 -0.5(6) . . . . ?
F55 C55 C56 F56 -0.2(5) . . . . ?
C54 C55 C56 F56 178.7(3) . . . . ?
F55 C55 C56 C51 -178.7(3) . . . . ?
C54 C55 C56 C51 0.2(6) . . . . ?
C52 C51 C56 F56 -179.1(3) . . . . ?
B2 C51 C56 F56 2.2(4) . . . . ?
C52 C51 C56 C55 -0.7(5) . . . . ?
B2 C51 C56 C55 -179.3(3) . . . . ?
O2 B2 C61 C66 127.4(3) . . . . ?
C51 B2 C61 C66 -114.4(3) . . . . ?
C3 B2 C61 C66 21.1(4) . . . . ?
O2 B2 C61 C62 -50.3(3) . . . . ?
C51 B2 C61 C62 67.9(3) . . . . ?
C3 B2 C61 C62 -156.6(2) . . . . ?
C66 C61 C62 F62 177.9(2) . . . . ?
B2 C61 C62 F62 -4.0(4) . . . . ?
C66 C61 C62 C63 -1.9(4) . . . . ?
B2 C61 C62 C63 176.1(3) . . . . ?
F62 C62 C63 F63 2.1(4) . . . . ?
C61 C62 C63 F63 -178.0(3) . . . . ?
F62 C62 C63 C64 -178.5(3) . . . . ?
C61 C62 C63 C64 1.4(5) . . . . ?
F63 C63 C64 F64 -0.4(5) . . . . ?
C62 C63 C64 F64 -179.9(3) . . . . ?
F63 C63 C64 C65 179.1(3) . . . . ?
C62 C63 C64 C65 -0.4(5) . . . . ?
F64 C64 C65 F65 0.1(5) . . . . ?
C63 C64 C65 F65 -179.4(3) . . . . ?
F64 C64 C65 C66 179.6(3) . . . . ?
C63 C64 C65 C66 0.1(5) . . . . ?
F65 C65 C66 F66 -1.1(4) . . . . ?
C64 C65 C66 F66 179.4(3) . . . . ?
F65 C65 C66 C61 178.7(3) . . . . ?
C64 C65 C66 C61 -0.8(5) . . . . ?
C62 C61 C66 F66 -178.5(3) . . . . ?
B2 C61 C66 F66 3.7(5) . . . . ?
C62 C61 C66 C65 1.6(4) . . . . ?
B2 C61 C66 C65 -176.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.048
#=============================================================================
#  end of cif data for "erk8341"  (compound 9d)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
