# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_erk7478
_database_code_depnum_ccdc_archive 'CCDC 1044969'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H21 F5 S2'
_chemical_formula_weight         636.67

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'
F F 0.0727 0.0534 '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   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                   45.2352(8)
_cell_length_b                   6.6395(3)
_cell_length_c                   22.4410(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.467(2)
_cell_angle_gamma                90.00
_cell_volume                     5868.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5272
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2608
_exptl_absorpt_coefficient_mu    2.162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7374
_exptl_absorpt_correction_T_max  0.9787
_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            40096
_diffrn_reflns_av_R_equivalents  0.108
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.94
_diffrn_reflns_theta_max         67.49
_reflns_number_total             5052
_reflns_number_gt                3414
_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 S2 atom was refined freely, but with fixed U-value.
;

_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)+(0.0412P)²+6.8808P] 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         5052
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.185630(17) 0.16491(12) 0.36609(3) 0.0445(2) Uani 1 1 d . . .
S2 S 0.051740(19) -0.20351(14) 0.33599(4) 0.0570(2) Uani 1 1 d . . .
H01 H 0.0334(8) -0.083(5) 0.2929(15) 0.068 Uiso 1 1 d . . .
C1 C 0.16068(7) 0.2771(4) 0.28701(13) 0.0404(7) Uani 1 1 d . . .
C2 C 0.12705(7) 0.2287(4) 0.25903(13) 0.0383(6) Uani 1 1 d . . .
C3 C 0.12032(6) 0.0995(4) 0.30291(12) 0.0365(6) Uani 1 1 d . . .
C4 C 0.15056(6) 0.0467(4) 0.36255(13) 0.0379(6) Uani 1 1 d . . .
C5 C 0.15164(6) -0.0918(4) 0.41045(12) 0.0374(6) Uani 1 1 d . . .
C6 C 0.12108(7) -0.1787(4) 0.39832(12) 0.0389(6) Uani 1 1 d . . .
C7 C 0.08988(7) -0.1134(4) 0.34153(13) 0.0396(7) Uani 1 1 d . . .
C8 C 0.08898(6) 0.0245(4) 0.29368(12) 0.0368(6) Uani 1 1 d . . .
C11 C 0.17711(7) 0.4027(4) 0.25713(13) 0.0425(7) Uani 1 1 d . . .
C12 C 0.16849(8) 0.6050(5) 0.24248(15) 0.0523(8) Uani 1 1 d . . .
H12 H 0.1526 0.6634 0.2529 0.063 Uiso 1 1 calc R . .
C13 C 0.18326(9) 0.7209(5) 0.21257(17) 0.0660(10) Uani 1 1 d . . .
H13 H 0.1773 0.8575 0.2028 0.079 Uiso 1 1 calc R . .
C14 C 0.20647(9) 0.6369(6) 0.19726(17) 0.0705(11) Uani 1 1 d . . .
H14 H 0.2160 0.7154 0.1761 0.085 Uiso 1 1 calc R . .
C15 C 0.21583(8) 0.4381(6) 0.21269(17) 0.0660(10) Uani 1 1 d . . .
H15 H 0.2320 0.3814 0.2027 0.079 Uiso 1 1 calc R . .
C16 C 0.20139(7) 0.3224(5) 0.24292(15) 0.0517(8) Uani 1 1 d . . .
H16 H 0.2081 0.1873 0.2540 0.062 Uiso 1 1 calc R . .
C21 C 0.10213(6) 0.2759(4) 0.18630(12) 0.0356(6) Uani 1 1 d . . .
F22 F 0.08935(4) 0.5964(3) 0.21049(8) 0.0628(5) Uani 1 1 d . . .
C22 C 0.08471(7) 0.4528(4) 0.16446(14) 0.0442(7) Uani 1 1 d . . .
F23 F 0.04507(5) 0.6650(3) 0.07674(9) 0.0766(6) Uani 1 1 d . . .
C23 C 0.06160(7) 0.4888(4) 0.09629(15) 0.0496(8) Uani 1 1 d . . .
F24 F 0.03377(5) 0.3790(3) -0.01767(8) 0.0703(6) Uani 1 1 d . . .
C24 C 0.05582(7) 0.3442(5) 0.04847(13) 0.0486(8) Uani 1 1 d . . .
F25 F 0.06742(5) 0.0239(3) 0.02118(8) 0.0699(6) Uani 1 1 d . . .
C25 C 0.07264(7) 0.1651(5) 0.06810(14) 0.0463(7) Uani 1 1 d . . .
F26 F 0.11168(5) -0.0455(3) 0.15369(8) 0.0630(5) Uani 1 1 d . . .
C26 C 0.09550(7) 0.1337(4) 0.13591(13) 0.0421(7) Uani 1 1 d . . .
C31 C 0.18468(7) -0.1438(5) 0.47189(13) 0.0421(7) Uani 1 1 d . . .
C32 C 0.20234(7) 0.0029(5) 0.52081(14) 0.0536(8) Uani 1 1 d . . .
H32 H 0.1935 0.1340 0.5149 0.064 Uiso 1 1 calc R . .
C33 C 0.23317(8) -0.0439(7) 0.57868(16) 0.0674(10) Uani 1 1 d . . .
H33 H 0.2451 0.0555 0.6117 0.081 Uiso 1 1 calc R . .
C34 C 0.24603(8) -0.2360(7) 0.58718(17) 0.0695(11) Uani 1 1 d . . .
H34 H 0.2667 -0.2677 0.6263 0.083 Uiso 1 1 calc R . .
C35 C 0.22878(8) -0.3825(6) 0.53879(17) 0.0637(10) Uani 1 1 d . . .
H35 H 0.2378 -0.5133 0.5448 0.076 Uiso 1 1 calc R . .
C36 C 0.19812(7) -0.3364(5) 0.48115(15) 0.0506(8) Uani 1 1 d . . .
H36 H 0.1864 -0.4363 0.4482 0.061 Uiso 1 1 calc R . .
C41 C 0.12092(6) -0.3361(4) 0.44544(13) 0.0386(6) Uani 1 1 d . . .
C42 C 0.13099(7) -0.2937(5) 0.51368(13) 0.0445(7) Uani 1 1 d . . .
H42 H 0.1376 -0.1623 0.5306 0.053 Uiso 1 1 calc R . .
C43 C 0.13128(8) -0.4445(5) 0.55633(15) 0.0518(8) Uani 1 1 d . . .
H43 H 0.1384 -0.4151 0.6024 0.062 Uiso 1 1 calc R . .
C44 C 0.12131(8) -0.6370(5) 0.53235(16) 0.0580(9) Uani 1 1 d . . .
H44 H 0.1214 -0.7384 0.5617 0.070 Uiso 1 1 calc R . .
C45 C 0.11117(9) -0.6801(5) 0.46517(16) 0.0608(9) Uani 1 1 d . . .
H45 H 0.1039 -0.8108 0.4482 0.073 Uiso 1 1 calc R . .
C46 C 0.11164(8) -0.5315(5) 0.42244(15) 0.0514(8) Uani 1 1 d . . .
H46 H 0.1055 -0.5638 0.3770 0.062 Uiso 1 1 calc R . .
C51 C 0.05593(6) 0.0988(4) 0.23588(13) 0.0391(6) Uani 1 1 d . . .
C52 C 0.03741(7) -0.0168(5) 0.17790(14) 0.0523(8) Uani 1 1 d . . .
H52 H 0.0453 -0.1453 0.1750 0.063 Uiso 1 1 calc R . .
C53 C 0.00738(8) 0.0543(6) 0.12412(16) 0.0611(9) Uani 1 1 d . . .
H53 H -0.0047 -0.0251 0.0847 0.073 Uiso 1 1 calc R . .
C54 C -0.00477(8) 0.2388(6) 0.12793(17) 0.0601(9) Uani 1 1 d . . .
H54 H -0.0253 0.2864 0.0914 0.072 Uiso 1 1 calc R . .
C55 C 0.01294(8) 0.3542(6) 0.18516(18) 0.0661(10) Uani 1 1 d . . .
H55 H 0.0046 0.4815 0.1880 0.079 Uiso 1 1 calc R . .
C56 C 0.04323(8) 0.2844(5) 0.23918(16) 0.0563(8) Uani 1 1 d . . .
H56 H 0.0552 0.3647 0.2784 0.068 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
S1 C1 1.734(3) . ?
S1 C4 1.737(3) . ?
S2 C7 1.772(3) . ?
S2 H01 1.22(3) . ?
C1 C2 1.368(4) . ?
C1 C11 1.479(4) . ?
C2 C3 1.447(4) . ?
C2 C21 1.491(3) . ?
C3 C4 1.409(3) . ?
C3 C8 1.418(4) . ?
C4 C5 1.397(4) . ?
C5 C6 1.396(4) . ?
C5 C31 1.492(4) . ?
C6 C7 1.426(4) . ?
C6 C41 1.489(4) . ?
C7 C8 1.396(4) . ?
C8 C51 1.501(4) . ?
C11 C12 1.392(4) . ?
C11 C16 1.392(4) . ?
C12 C13 1.389(5) . ?
C12 H12 0.9400 . ?
C13 C14 1.374(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.377(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.383(4) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C21 C22 1.364(4) . ?
C21 C26 1.388(4) . ?
F22 C22 1.344(3) . ?
C22 C23 1.385(4) . ?
F23 C23 1.341(3) . ?
C23 C24 1.366(4) . ?
F24 C24 1.340(3) . ?
C24 C25 1.363(4) . ?
F25 C25 1.341(3) . ?
C25 C26 1.371(4) . ?
F26 C26 1.351(3) . ?
C31 C36 1.387(4) . ?
C31 C32 1.389(4) . ?
C32 C33 1.395(4) . ?
C32 H32 0.9400 . ?
C33 C34 1.376(5) . ?
C33 H33 0.9400 . ?
C34 C35 1.378(5) . ?
C34 H34 0.9400 . ?
C35 C36 1.388(4) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C41 C46 1.383(4) . ?
C41 C42 1.395(4) . ?
C42 C43 1.381(4) . ?
C42 H42 0.9400 . ?
C43 C44 1.374(4) . ?
C43 H43 0.9400 . ?
C44 C45 1.373(4) . ?
C44 H44 0.9400 . ?
C45 C46 1.384(4) . ?
C45 H45 0.9400 . ?
C46 H46 0.9400 . ?
C51 C56 1.377(4) . ?
C51 C52 1.383(4) . ?
C52 C53 1.383(4) . ?
C52 H52 0.9400 . ?
C53 C54 1.362(5) . ?
C53 H53 0.9400 . ?
C54 C55 1.366(5) . ?
C54 H54 0.9400 . ?
C55 C56 1.388(4) . ?
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
C1 S1 C4 91.57(13) . . ?
C7 S2 H01 95.4(15) . . ?
C2 C1 C11 128.1(2) . . ?
C2 C1 S1 112.7(2) . . ?
C11 C1 S1 119.15(19) . . ?
C1 C2 C3 112.7(2) . . ?
C1 C2 C21 121.6(2) . . ?
C3 C2 C21 124.8(2) . . ?
C4 C3 C8 119.0(2) . . ?
C4 C3 C2 111.3(2) . . ?
C8 C3 C2 129.7(2) . . ?
C5 C4 C3 123.0(2) . . ?
C5 C4 S1 125.24(19) . . ?
C3 C4 S1 111.7(2) . . ?
C6 C5 C4 117.8(2) . . ?
C6 C5 C31 122.0(2) . . ?
C4 C5 C31 120.2(2) . . ?
C5 C6 C7 119.9(2) . . ?
C5 C6 C41 120.1(2) . . ?
C7 C6 C41 120.0(2) . . ?
C8 C7 C6 121.9(2) . . ?
C8 C7 S2 120.57(19) . . ?
C6 C7 S2 117.5(2) . . ?
C7 C8 C3 118.0(2) . . ?
C7 C8 C51 121.3(2) . . ?
C3 C8 C51 120.7(2) . . ?
C12 C11 C16 118.5(3) . . ?
C12 C11 C1 120.4(3) . . ?
C16 C11 C1 121.1(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C16 119.7(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C11 121.0(3) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C22 C21 C26 116.0(2) . . ?
C22 C21 C2 124.5(2) . . ?
C26 C21 C2 119.5(2) . . ?
F22 C22 C21 119.4(2) . . ?
F22 C22 C23 118.3(3) . . ?
C21 C22 C23 122.3(3) . . ?
F23 C23 C24 119.7(2) . . ?
F23 C23 C22 120.6(3) . . ?
C24 C23 C22 119.7(3) . . ?
F24 C24 C25 120.1(3) . . ?
F24 C24 C23 120.0(3) . . ?
C25 C24 C23 119.9(2) . . ?
F25 C25 C24 120.1(2) . . ?
F25 C25 C26 120.7(3) . . ?
C24 C25 C26 119.2(3) . . ?
F26 C26 C25 117.7(2) . . ?
F26 C26 C21 119.4(2) . . ?
C25 C26 C21 122.9(3) . . ?
C36 C31 C32 119.2(3) . . ?
C36 C31 C5 121.2(3) . . ?
C32 C31 C5 119.6(3) . . ?
C31 C32 C33 120.2(3) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 119.8(3) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 120.5(3) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C34 C35 C36 119.8(3) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C31 C36 C35 120.4(3) . . ?
C31 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C46 C41 C42 118.3(3) . . ?
C46 C41 C6 120.0(2) . . ?
C42 C41 C6 121.7(3) . . ?
C43 C42 C41 120.1(3) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C44 C43 C42 120.9(3) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C45 C44 C43 119.5(3) . . ?
C45 C44 H44 120.3 . . ?
C43 C44 H44 120.3 . . ?
C44 C45 C46 120.1(3) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C41 C46 C45 121.0(3) . . ?
C41 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C56 C51 C52 118.1(3) . . ?
C56 C51 C8 120.8(2) . . ?
C52 C51 C8 121.0(3) . . ?
C53 C52 C51 120.8(3) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C54 C53 C52 120.4(3) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C55 119.7(3) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C56 120.3(3) . . ?
C54 C55 H55 119.9 . . ?
C56 C55 H55 119.9 . . ?
C51 C56 C55 120.7(3) . . ?
C51 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 0.5(2) . . . . ?
C4 S1 C1 C11 -177.5(2) . . . . ?
C11 C1 C2 C3 179.2(3) . . . . ?
S1 C1 C2 C3 1.4(3) . . . . ?
C11 C1 C2 C21 9.4(5) . . . . ?
S1 C1 C2 C21 -168.3(2) . . . . ?
C1 C2 C3 C4 -3.0(3) . . . . ?
C21 C2 C3 C4 166.3(2) . . . . ?
C1 C2 C3 C8 176.9(3) . . . . ?
C21 C2 C3 C8 -13.7(5) . . . . ?
C8 C3 C4 C5 6.2(4) . . . . ?
C2 C3 C4 C5 -173.8(3) . . . . ?
C8 C3 C4 S1 -176.6(2) . . . . ?
C2 C3 C4 S1 3.3(3) . . . . ?
C1 S1 C4 C5 174.8(3) . . . . ?
C1 S1 C4 C3 -2.2(2) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
S1 C4 C5 C6 -177.5(2) . . . . ?
C3 C4 C5 C31 178.8(3) . . . . ?
S1 C4 C5 C31 2.1(4) . . . . ?
C4 C5 C6 C7 -5.0(4) . . . . ?
C31 C5 C6 C7 175.4(3) . . . . ?
C4 C5 C6 C41 176.4(2) . . . . ?
C31 C5 C6 C41 -3.2(4) . . . . ?
C5 C6 C7 C8 5.4(4) . . . . ?
C41 C6 C7 C8 -175.9(2) . . . . ?
C5 C6 C7 S2 -171.3(2) . . . . ?
C41 C6 C7 S2 7.3(3) . . . . ?
C6 C7 C8 C3 0.0(4) . . . . ?
S2 C7 C8 C3 176.7(2) . . . . ?
C6 C7 C8 C51 -177.3(2) . . . . ?
S2 C7 C8 C51 -0.7(4) . . . . ?
C4 C3 C8 C7 -5.6(4) . . . . ?
C2 C3 C8 C7 174.4(3) . . . . ?
C4 C3 C8 C51 171.7(2) . . . . ?
C2 C3 C8 C51 -8.3(4) . . . . ?
C2 C1 C11 C12 62.5(4) . . . . ?
S1 C1 C11 C12 -119.9(3) . . . . ?
C2 C1 C11 C16 -117.4(3) . . . . ?
S1 C1 C11 C16 60.2(3) . . . . ?
C16 C11 C12 C13 1.8(4) . . . . ?
C1 C11 C12 C13 -178.1(3) . . . . ?
C11 C12 C13 C14 0.0(5) . . . . ?
C12 C13 C14 C15 -1.3(5) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C14 C15 C16 C11 1.0(5) . . . . ?
C12 C11 C16 C15 -2.3(4) . . . . ?
C1 C11 C16 C15 177.6(3) . . . . ?
C1 C2 C21 C22 -88.5(4) . . . . ?
C3 C2 C21 C22 103.1(3) . . . . ?
C1 C2 C21 C26 91.7(3) . . . . ?
C3 C2 C21 C26 -76.8(4) . . . . ?
C26 C21 C22 F22 178.8(2) . . . . ?
C2 C21 C22 F22 -1.1(4) . . . . ?
C26 C21 C22 C23 0.4(4) . . . . ?
C2 C21 C22 C23 -179.5(3) . . . . ?
F22 C22 C23 F23 1.9(5) . . . . ?
C21 C22 C23 F23 -179.7(3) . . . . ?
F22 C22 C23 C24 -178.7(3) . . . . ?
C21 C22 C23 C24 -0.3(5) . . . . ?
F23 C23 C24 F24 0.2(5) . . . . ?
C22 C23 C24 F24 -179.3(3) . . . . ?
F23 C23 C24 C25 179.8(3) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
F24 C24 C25 F25 0.6(4) . . . . ?
C23 C24 C25 F25 -179.0(3) . . . . ?
F24 C24 C25 C26 179.0(3) . . . . ?
C23 C24 C25 C26 -0.7(5) . . . . ?
F25 C25 C26 F26 -1.8(4) . . . . ?
C24 C25 C26 F26 179.8(3) . . . . ?
F25 C25 C26 C21 179.2(3) . . . . ?
C24 C25 C26 C21 0.9(5) . . . . ?
C22 C21 C26 F26 -179.7(3) . . . . ?
C2 C21 C26 F26 0.2(4) . . . . ?
C22 C21 C26 C25 -0.7(4) . . . . ?
C2 C21 C26 C25 179.2(3) . . . . ?
C6 C5 C31 C36 64.9(4) . . . . ?
C4 C5 C31 C36 -114.7(3) . . . . ?
C6 C5 C31 C32 -115.0(3) . . . . ?
C4 C5 C31 C32 65.4(4) . . . . ?
C36 C31 C32 C33 -0.3(5) . . . . ?
C5 C31 C32 C33 179.6(3) . . . . ?
C31 C32 C33 C34 0.0(5) . . . . ?
C32 C33 C34 C35 0.3(5) . . . . ?
C33 C34 C35 C36 -0.3(5) . . . . ?
C32 C31 C36 C35 0.3(4) . . . . ?
C5 C31 C36 C35 -179.6(3) . . . . ?
C34 C35 C36 C31 0.0(5) . . . . ?
C5 C6 C41 C46 -113.6(3) . . . . ?
C7 C6 C41 C46 67.8(4) . . . . ?
C5 C6 C41 C42 64.4(4) . . . . ?
C7 C6 C41 C42 -114.2(3) . . . . ?
C46 C41 C42 C43 -0.5(4) . . . . ?
C6 C41 C42 C43 -178.5(3) . . . . ?
C41 C42 C43 C44 -0.9(5) . . . . ?
C42 C43 C44 C45 0.5(5) . . . . ?
C43 C44 C45 C46 1.2(5) . . . . ?
C42 C41 C46 C45 2.2(4) . . . . ?
C6 C41 C46 C45 -179.7(3) . . . . ?
C44 C45 C46 C41 -2.6(5) . . . . ?
C7 C8 C51 C56 100.5(3) . . . . ?
C3 C8 C51 C56 -76.7(4) . . . . ?
C7 C8 C51 C52 -79.5(4) . . . . ?
C3 C8 C51 C52 103.2(3) . . . . ?
C56 C51 C52 C53 1.5(5) . . . . ?
C8 C51 C52 C53 -178.4(3) . . . . ?
C51 C52 C53 C54 -1.1(5) . . . . ?
C52 C53 C54 C55 0.3(5) . . . . ?
C53 C54 C55 C56 0.1(5) . . . . ?
C52 C51 C56 C55 -1.1(5) . . . . ?
C8 C51 C56 C55 178.9(3) . . . . ?
C54 C55 C56 C51 0.3(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        67.49
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.047
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erk7577
_database_code_depnum_ccdc_archive 'CCDC 1044970'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H29 F5 S2'
_chemical_formula_weight         692.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.1959(2)
_cell_length_b                   12.3836(3)
_cell_length_c                   12.6296(4)
_cell_angle_alpha                101.5380(10)
_cell_angle_beta                 91.2110(10)
_cell_angle_gamma                91.197(2)
_cell_volume                     1714.71(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    3956
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9749
_exptl_absorpt_correction_T_max  0.9894
_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         '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            15265
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.0429
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.21
_diffrn_reflns_theta_max         26.37
_reflns_number_total             6692
_reflns_number_gt                5253
_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 S2 atom was refined freely, but was splitting over two 
 positions.
;

_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)+(0.0424P)²+1.6961P] 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         6692
_refine_ls_number_parameters     455
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1570
_refine_ls_wR_factor_gt          0.1426
_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
S1 S 0.57064(6) 0.03740(6) 0.18193(7) 0.0474(2) Uani 1 1 d . . .
S2 S 0.13770(8) -0.09480(8) 0.43728(8) 0.0631(3) Uani 1 1 d D . .
H01 H 0.191(5) -0.154(4) 0.491(4) 0.08(2) Uiso 0.68(7) 1 d PD A 1
H01A H 0.111(8) -0.180(5) 0.369(6) 0.05(4) Uiso 0.32(7) 1 d PD A 2
C1 C 0.4792(2) 0.1348(2) 0.1432(2) 0.0441(6) Uani 1 1 d . . .
C2 C 0.3661(2) 0.1318(2) 0.1823(2) 0.0432(6) Uani 1 1 d . . .
C3 C 0.3513(2) 0.0483(2) 0.2477(2) 0.0426(6) Uani 1 1 d . . .
C4 C 0.4570(2) -0.0101(2) 0.2524(2) 0.0436(6) Uani 1 1 d . . .
C5 C 0.4667(2) -0.0977(2) 0.3067(2) 0.0429(6) Uani 1 1 d . . .
C6 C 0.3672(2) -0.1259(2) 0.3613(2) 0.0439(6) Uani 1 1 d . . .
C7 C 0.2612(2) -0.0649(2) 0.3606(2) 0.0465(7) Uani 1 1 d . . .
C8 C 0.2509(2) 0.0196(2) 0.3035(2) 0.0452(6) Uani 1 1 d . . .
C11 C 0.5355(2) 0.2109(2) 0.0815(2) 0.0460(6) Uani 1 1 d . . .
C12 C 0.6163(3) 0.1723(2) 0.0013(2) 0.0508(7) Uani 1 1 d . . .
H12 H 0.6294 0.0963 -0.0185 0.061 Uiso 1 1 calc R . .
C13 C 0.6776(3) 0.2447(3) -0.0495(3) 0.0584(8) Uani 1 1 d . . .
H13 H 0.7321 0.2171 -0.1032 0.070 Uiso 1 1 calc R . .
C14 C 0.6602(3) 0.3577(3) -0.0227(3) 0.0565(8) Uani 1 1 d . . .
C15 C 0.5783(3) 0.3950(3) 0.0563(3) 0.0568(8) Uani 1 1 d . . .
H15 H 0.5648 0.4710 0.0757 0.068 Uiso 1 1 calc R . .
C16 C 0.5164(3) 0.3237(2) 0.1072(3) 0.0502(7) Uani 1 1 d . . .
H16 H 0.4607 0.3515 0.1598 0.060 Uiso 1 1 calc R . .
C17 C 0.7277(4) 0.4373(3) -0.0763(3) 0.0773(11) Uani 1 1 d . . .
H17A H 0.6804 0.4521 -0.1367 0.116 Uiso 1 1 calc R . .
H17B H 0.8027 0.4055 -0.1022 0.116 Uiso 1 1 calc R . .
H17C H 0.7436 0.5055 -0.0246 0.116 Uiso 1 1 calc R . .
C21 C 0.2688(2) 0.2006(2) 0.1495(2) 0.0435(6) Uani 1 1 d . . .
F22 F 0.29137(16) 0.33596(15) 0.30845(16) 0.0663(5) Uani 1 1 d . . .
C22 C 0.2341(3) 0.2979(2) 0.2137(3) 0.0494(7) Uani 1 1 d . . .
F23 F 0.11104(18) 0.45280(15) 0.24947(19) 0.0765(6) Uani 1 1 d . . .
C23 C 0.1422(3) 0.3593(2) 0.1837(3) 0.0552(8) Uani 1 1 d . . .
F24 F -0.00657(18) 0.38339(19) 0.0582(2) 0.0836(7) Uani 1 1 d . . .
C24 C 0.0831(3) 0.3246(3) 0.0870(3) 0.0582(8) Uani 1 1 d . . .
F25 F 0.0545(2) 0.1920(2) -0.07279(19) 0.0948(8) Uani 1 1 d . . .
C25 C 0.1149(3) 0.2286(3) 0.0208(3) 0.0620(8) Uani 1 1 d . . .
F26 F 0.23087(19) 0.07181(18) -0.01263(18) 0.0810(6) Uani 1 1 d . . .
C26 C 0.2061(3) 0.1685(3) 0.0528(3) 0.0550(8) Uani 1 1 d . . .
C31 C 0.5808(2) -0.1595(2) 0.2995(2) 0.0443(6) Uani 1 1 d . . .
C32 C 0.6860(3) -0.1082(3) 0.3438(3) 0.0549(8) Uani 1 1 d . . .
H32 H 0.6854 -0.0344 0.3807 0.066 Uiso 1 1 calc R . .
C33 C 0.7922(3) -0.1638(3) 0.3347(3) 0.0609(8) Uani 1 1 d . . .
H33 H 0.8627 -0.1271 0.3659 0.073 Uiso 1 1 calc R . .
C34 C 0.7968(3) -0.2722(3) 0.2806(3) 0.0563(8) Uani 1 1 d . . .
C35 C 0.6914(3) -0.3226(3) 0.2357(3) 0.0642(9) Uani 1 1 d . . .
H35 H 0.6921 -0.3960 0.1977 0.077 Uiso 1 1 calc R . .
C36 C 0.5847(3) -0.2675(2) 0.2452(3) 0.0586(8) Uani 1 1 d . . .
H36 H 0.5141 -0.3041 0.2143 0.070 Uiso 1 1 calc R . .
C37 C 0.9127(3) -0.3343(3) 0.2720(4) 0.0830(12) Uani 1 1 d . . .
H37A H 0.9797 -0.2825 0.2768 0.125 Uiso 1 1 calc R . .
H37B H 0.9134 -0.3860 0.2033 0.125 Uiso 1 1 calc R . .
H37C H 0.9190 -0.3743 0.3305 0.125 Uiso 1 1 calc R . .
C41 C 0.3728(3) -0.2180(2) 0.4215(2) 0.0470(7) Uani 1 1 d . . .
C42 C 0.4482(3) -0.2108(3) 0.5115(3) 0.0536(7) Uani 1 1 d . . .
H42 H 0.4981 -0.1480 0.5336 0.064 Uiso 1 1 calc R . .
C43 C 0.4510(3) -0.2941(3) 0.5687(3) 0.0624(9) Uani 1 1 d . . .
H43 H 0.5025 -0.2868 0.6297 0.075 Uiso 1 1 calc R . .
C44 C 0.3796(3) -0.3888(3) 0.5388(3) 0.0636(9) Uani 1 1 d . . .
C46 C 0.3019(3) -0.3126(3) 0.3910(3) 0.0571(8) Uani 1 1 d . . .
H46 H 0.2506 -0.3198 0.3299 0.068 Uiso 1 1 calc R . .
C45 C 0.3049(3) -0.3966(3) 0.4483(3) 0.0650(9) Uani 1 1 d . . .
H45 H 0.2557 -0.4598 0.4257 0.078 Uiso 1 1 calc R . .
C47 C 0.3799(4) -0.4785(3) 0.6045(4) 0.0892(14) Uani 1 1 d . . .
H47A H 0.3412 -0.4524 0.6726 0.134 Uiso 1 1 calc R . .
H47B H 0.4617 -0.4970 0.6186 0.134 Uiso 1 1 calc R . .
H47C H 0.3371 -0.5433 0.5646 0.134 Uiso 1 1 calc R . .
C51 C 0.1367(2) 0.0799(2) 0.3016(3) 0.0479(7) Uani 1 1 d . . .
C52 C 0.1136(3) 0.1722(3) 0.3793(3) 0.0549(7) Uani 1 1 d . . .
H52 H 0.1678 0.1952 0.4377 0.066 Uiso 1 1 calc R . .
C53 C 0.0108(3) 0.2311(3) 0.3714(3) 0.0635(9) Uani 1 1 d . . .
H53 H -0.0040 0.2936 0.4249 0.076 Uiso 1 1 calc R . .
C54 C -0.0700(3) 0.1995(3) 0.2865(3) 0.0630(9) Uani 1 1 d . . .
C55 C -0.0495(3) 0.1049(3) 0.2121(3) 0.0724(10) Uani 1 1 d . . .
H55 H -0.1055 0.0802 0.1555 0.087 Uiso 1 1 calc R . .
C56 C 0.0524(3) 0.0457(3) 0.2196(3) 0.0631(9) Uani 1 1 d . . .
H56 H 0.0647 -0.0189 0.1679 0.076 Uiso 1 1 calc R . .
C57 C -0.1776(3) 0.2682(4) 0.2735(4) 0.0935(14) Uani 1 1 d . . .
H57A H -0.1911 0.2690 0.1975 0.140 Uiso 1 1 calc R . .
H57B H -0.1632 0.3430 0.3133 0.140 Uiso 1 1 calc R . .
H57C H -0.2475 0.2367 0.3013 0.140 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
S1 C4 1.727(3) . ?
S1 C1 1.735(3) . ?
S2 C7 1.779(3) . ?
S2 H01 1.25(5) . ?
S2 H01A 1.24(5) . ?
C1 C2 1.371(4) . ?
C1 C11 1.477(4) . ?
C2 C3 1.456(4) . ?
C2 C21 1.499(4) . ?
C3 C4 1.405(4) . ?
C3 C8 1.415(4) . ?
C4 C5 1.400(4) . ?
C5 C6 1.397(4) . ?
C5 C31 1.498(4) . ?
C6 C7 1.421(4) . ?
C6 C41 1.493(4) . ?
C7 C8 1.390(4) . ?
C8 C51 1.496(4) . ?
C11 C16 1.391(4) . ?
C11 C12 1.392(4) . ?
C12 C13 1.382(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.392(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.386(5) . ?
C14 C17 1.502(4) . ?
C15 C16 1.376(4) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C21 C26 1.378(4) . ?
C21 C22 1.379(4) . ?
F22 C22 1.340(3) . ?
C22 C23 1.383(4) . ?
F23 C23 1.340(4) . ?
C23 C24 1.363(5) . ?
F24 C24 1.338(3) . ?
C24 C25 1.368(5) . ?
F25 C25 1.342(4) . ?
C25 C26 1.376(4) . ?
F26 C26 1.350(3) . ?
C31 C36 1.377(4) . ?
C31 C32 1.379(4) . ?
C32 C33 1.382(4) . ?
C32 H32 0.9400 . ?
C33 C34 1.382(5) . ?
C33 H33 0.9400 . ?
C34 C35 1.380(5) . ?
C34 C37 1.517(4) . ?
C35 C36 1.384(4) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C41 C46 1.386(4) . ?
C41 C42 1.389(4) . ?
C42 C43 1.373(5) . ?
C42 H42 0.9400 . ?
C43 C44 1.390(5) . ?
C43 H43 0.9400 . ?
C44 C45 1.388(5) . ?
C44 C47 1.513(5) . ?
C46 C45 1.381(5) . ?
C46 H46 0.9400 . ?
C45 H45 0.9400 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 H47C 0.9700 . ?
C51 C52 1.382(4) . ?
C51 C56 1.382(4) . ?
C52 C53 1.388(4) . ?
C52 H52 0.9400 . ?
C53 C54 1.377(5) . ?
C53 H53 0.9400 . ?
C54 C55 1.373(5) . ?
C54 C57 1.515(5) . ?
C55 C56 1.381(5) . ?
C55 H55 0.9400 . ?
C56 H56 0.9400 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 H57C 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
C4 S1 C1 91.70(13) . . ?
C7 S2 H01 97(2) . . ?
C7 S2 H01A 91(4) . . ?
H01 S2 H01A 88(5) . . ?
C2 C1 C11 130.6(3) . . ?
C2 C1 S1 112.6(2) . . ?
C11 C1 S1 116.6(2) . . ?
C1 C2 C3 112.4(2) . . ?
C1 C2 C21 121.6(3) . . ?
C3 C2 C21 125.7(2) . . ?
C4 C3 C8 118.6(3) . . ?
C4 C3 C2 111.0(2) . . ?
C8 C3 C2 130.4(2) . . ?
C5 C4 C3 123.2(3) . . ?
C5 C4 S1 124.6(2) . . ?
C3 C4 S1 112.2(2) . . ?
C6 C5 C4 118.0(2) . . ?
C6 C5 C31 123.3(2) . . ?
C4 C5 C31 118.6(2) . . ?
C5 C6 C7 119.3(3) . . ?
C5 C6 C41 120.4(2) . . ?
C7 C6 C41 120.3(2) . . ?
C8 C7 C6 122.3(3) . . ?
C8 C7 S2 118.3(2) . . ?
C6 C7 S2 119.4(2) . . ?
C7 C8 C3 118.5(2) . . ?
C7 C8 C51 120.9(2) . . ?
C3 C8 C51 120.6(3) . . ?
C16 C11 C12 118.2(3) . . ?
C16 C11 C1 121.1(3) . . ?
C12 C11 C1 120.4(3) . . ?
C13 C12 C11 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 117.6(3) . . ?
C15 C14 C17 120.8(3) . . ?
C13 C14 C17 121.7(3) . . ?
C16 C15 C14 121.7(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C11 120.6(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C26 C21 C22 115.6(3) . . ?
C26 C21 C2 121.4(3) . . ?
C22 C21 C2 123.0(3) . . ?
F22 C22 C21 119.6(3) . . ?
F22 C22 C23 118.0(3) . . ?
C21 C22 C23 122.5(3) . . ?
F23 C23 C24 120.0(3) . . ?
F23 C23 C22 120.2(3) . . ?
C24 C23 C22 119.9(3) . . ?
F24 C24 C23 120.0(3) . . ?
F24 C24 C25 120.5(3) . . ?
C23 C24 C25 119.5(3) . . ?
F25 C25 C24 119.8(3) . . ?
F25 C25 C26 120.7(3) . . ?
C24 C25 C26 119.6(3) . . ?
F26 C26 C25 117.5(3) . . ?
F26 C26 C21 119.4(3) . . ?
C25 C26 C21 123.1(3) . . ?
C36 C31 C32 118.1(3) . . ?
C36 C31 C5 121.1(3) . . ?
C32 C31 C5 120.7(3) . . ?
C31 C32 C33 121.0(3) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C34 C33 C32 121.2(3) . . ?
C34 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
C35 C34 C33 117.4(3) . . ?
C35 C34 C37 121.1(3) . . ?
C33 C34 C37 121.5(3) . . ?
C34 C35 C36 121.5(3) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C31 C36 C35 120.7(3) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C46 C41 C42 117.6(3) . . ?
C46 C41 C6 121.4(3) . . ?
C42 C41 C6 121.0(3) . . ?
C43 C42 C41 121.1(3) . . ?
C43 C42 H42 119.5 . . ?
C41 C42 H42 119.5 . . ?
C42 C43 C44 121.5(3) . . ?
C42 C43 H43 119.2 . . ?
C44 C43 H43 119.2 . . ?
C45 C44 C43 117.5(3) . . ?
C45 C44 C47 121.2(4) . . ?
C43 C44 C47 121.2(4) . . ?
C45 C46 C41 121.4(3) . . ?
C45 C46 H46 119.3 . . ?
C41 C46 H46 119.3 . . ?
C46 C45 C44 120.9(3) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C44 C47 H47A 109.5 . . ?
C44 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C44 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C52 C51 C56 118.2(3) . . ?
C52 C51 C8 121.5(3) . . ?
C56 C51 C8 120.3(3) . . ?
C51 C52 C53 120.3(3) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.8 . . ?
C54 C53 C52 121.0(3) . . ?
C54 C53 H53 119.5 . . ?
C52 C53 H53 119.5 . . ?
C55 C54 C53 118.5(3) . . ?
C55 C54 C57 120.5(4) . . ?
C53 C54 C57 121.1(4) . . ?
C54 C55 C56 120.8(3) . . ?
C54 C55 H55 119.6 . . ?
C56 C55 H55 119.6 . . ?
C55 C56 C51 121.1(3) . . ?
C55 C56 H56 119.5 . . ?
C51 C56 H56 119.5 . . ?
C54 C57 H57A 109.5 . . ?
C54 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C54 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 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
C4 S1 C1 C2 0.0(2) . . . . ?
C4 S1 C1 C11 176.1(2) . . . . ?
C11 C1 C2 C3 -174.7(3) . . . . ?
S1 C1 C2 C3 0.6(3) . . . . ?
C11 C1 C2 C21 11.1(5) . . . . ?
S1 C1 C2 C21 -173.6(2) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C21 C2 C3 C4 172.8(3) . . . . ?
C1 C2 C3 C8 179.0(3) . . . . ?
C21 C2 C3 C8 -7.1(5) . . . . ?
C8 C3 C4 C5 2.2(4) . . . . ?
C2 C3 C4 C5 -177.7(3) . . . . ?
C8 C3 C4 S1 -178.9(2) . . . . ?
C2 C3 C4 S1 1.2(3) . . . . ?
C1 S1 C4 C5 178.2(3) . . . . ?
C1 S1 C4 C3 -0.7(2) . . . . ?
C3 C4 C5 C6 -2.0(4) . . . . ?
S1 C4 C5 C6 179.3(2) . . . . ?
C3 C4 C5 C31 175.5(3) . . . . ?
S1 C4 C5 C31 -3.3(4) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C31 C5 C6 C7 -177.8(3) . . . . ?
C4 C5 C6 C41 -179.4(3) . . . . ?
C31 C5 C6 C41 3.3(4) . . . . ?
C5 C6 C7 C8 2.7(4) . . . . ?
C41 C6 C7 C8 -178.4(3) . . . . ?
C5 C6 C7 S2 -176.0(2) . . . . ?
C41 C6 C7 S2 3.0(4) . . . . ?
C6 C7 C8 C3 -2.4(4) . . . . ?
S2 C7 C8 C3 176.2(2) . . . . ?
C6 C7 C8 C51 178.1(3) . . . . ?
S2 C7 C8 C51 -3.3(4) . . . . ?
C4 C3 C8 C7 0.0(4) . . . . ?
C2 C3 C8 C7 179.9(3) . . . . ?
C4 C3 C8 C51 179.5(3) . . . . ?
C2 C3 C8 C51 -0.6(5) . . . . ?
C2 C1 C11 C16 41.2(5) . . . . ?
S1 C1 C11 C16 -134.0(3) . . . . ?
C2 C1 C11 C12 -143.8(3) . . . . ?
S1 C1 C11 C12 41.0(4) . . . . ?
C16 C11 C12 C13 1.3(4) . . . . ?
C1 C11 C12 C13 -173.9(3) . . . . ?
C11 C12 C13 C14 -0.3(5) . . . . ?
C12 C13 C14 C15 -0.5(5) . . . . ?
C12 C13 C14 C17 179.1(3) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C17 C14 C15 C16 -179.3(3) . . . . ?
C14 C15 C16 C11 0.8(5) . . . . ?
C12 C11 C16 C15 -1.6(4) . . . . ?
C1 C11 C16 C15 173.6(3) . . . . ?
C1 C2 C21 C26 80.7(4) . . . . ?
C3 C2 C21 C26 -92.8(4) . . . . ?
C1 C2 C21 C22 -100.7(4) . . . . ?
C3 C2 C21 C22 85.8(4) . . . . ?
C26 C21 C22 F22 -179.1(3) . . . . ?
C2 C21 C22 F22 2.2(4) . . . . ?
C26 C21 C22 C23 0.3(4) . . . . ?
C2 C21 C22 C23 -178.4(3) . . . . ?
F22 C22 C23 F23 -1.3(5) . . . . ?
C21 C22 C23 F23 179.3(3) . . . . ?
F22 C22 C23 C24 178.8(3) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
F23 C23 C24 F24 -0.5(5) . . . . ?
C22 C23 C24 F24 179.4(3) . . . . ?
F23 C23 C24 C25 -179.5(3) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
F24 C24 C25 F25 -1.2(5) . . . . ?
C23 C24 C25 F25 177.8(3) . . . . ?
F24 C24 C25 C26 -179.0(3) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
F25 C25 C26 F26 -0.8(5) . . . . ?
C24 C25 C26 F26 177.0(3) . . . . ?
F25 C25 C26 C21 -178.1(3) . . . . ?
C24 C25 C26 C21 -0.3(5) . . . . ?
C22 C21 C26 F26 -177.1(3) . . . . ?
C2 C21 C26 F26 1.6(5) . . . . ?
C22 C21 C26 C25 0.1(5) . . . . ?
C2 C21 C26 C25 178.9(3) . . . . ?
C6 C5 C31 C36 65.1(4) . . . . ?
C4 C5 C31 C36 -112.2(3) . . . . ?
C6 C5 C31 C32 -117.4(3) . . . . ?
C4 C5 C31 C32 65.3(4) . . . . ?
C36 C31 C32 C33 -0.5(5) . . . . ?
C5 C31 C32 C33 -178.1(3) . . . . ?
C31 C32 C33 C34 0.3(5) . . . . ?
C32 C33 C34 C35 0.3(5) . . . . ?
C32 C33 C34 C37 -178.9(4) . . . . ?
C33 C34 C35 C36 -0.7(6) . . . . ?
C37 C34 C35 C36 178.4(4) . . . . ?
C32 C31 C36 C35 0.1(5) . . . . ?
C5 C31 C36 C35 177.6(3) . . . . ?
C34 C35 C36 C31 0.6(6) . . . . ?
C5 C6 C41 C46 -115.9(3) . . . . ?
C7 C6 C41 C46 65.2(4) . . . . ?
C5 C6 C41 C42 65.2(4) . . . . ?
C7 C6 C41 C42 -113.7(3) . . . . ?
C46 C41 C42 C43 -0.8(4) . . . . ?
C6 C41 C42 C43 178.2(3) . . . . ?
C41 C42 C43 C44 0.4(5) . . . . ?
C42 C43 C44 C45 0.1(5) . . . . ?
C42 C43 C44 C47 -177.8(3) . . . . ?
C42 C41 C46 C45 0.6(5) . . . . ?
C6 C41 C46 C45 -178.3(3) . . . . ?
C41 C46 C45 C44 -0.1(5) . . . . ?
C43 C44 C45 C46 -0.3(5) . . . . ?
C47 C44 C45 C46 177.6(3) . . . . ?
C7 C8 C51 C52 88.8(4) . . . . ?
C3 C8 C51 C52 -90.7(4) . . . . ?
C7 C8 C51 C56 -93.0(4) . . . . ?
C3 C8 C51 C56 87.5(4) . . . . ?
C56 C51 C52 C53 -2.8(5) . . . . ?
C8 C51 C52 C53 175.4(3) . . . . ?
C51 C52 C53 C54 -0.2(5) . . . . ?
C52 C53 C54 C55 3.1(5) . . . . ?
C52 C53 C54 C57 -175.6(3) . . . . ?
C53 C54 C55 C56 -2.9(6) . . . . ?
C57 C54 C55 C56 175.7(4) . . . . ?
C54 C55 C56 C51 -0.1(6) . . . . ?
C52 C51 C56 C55 3.0(5) . . . . ?
C8 C51 C56 C55 -175.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.955
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.955
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.282
_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_erk7500
_database_code_depnum_ccdc_archive 'CCDC 1044971'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 B F10 S'
_chemical_formula_weight         554.29

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'
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/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                   13.6064(2)
_cell_length_b                   16.1319(3)
_cell_length_c                   11.0230(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.753(1)
_cell_angle_gamma                90.00
_cell_volume                     2418.38(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5312
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9358
_exptl_absorpt_correction_T_max  0.9845
_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            16524
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.23
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4848
_reflns_number_gt                4083
_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)+(0.0299P)²+1.8514P] 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         4848
_refine_ls_number_parameters     341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.1004
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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 0.26051(4) 0.23168(3) 0.83048(5) 0.03572(14) Uani 1 1 d . . .
C1 C 0.15908(14) 0.25777(12) 0.74059(18) 0.0338(4) Uani 1 1 d . . .
C2 C 0.16237(14) 0.33985(12) 0.71094(18) 0.0341(4) Uani 1 1 d . . .
C3 C 0.24849(14) 0.38242(12) 0.76124(17) 0.0322(4) Uani 1 1 d . . .
C4 C 0.30770(14) 0.33103(12) 0.83032(17) 0.0320(4) Uani 1 1 d . . .
C5 C 0.08377(15) 0.19128(13) 0.7043(2) 0.0387(5) Uani 1 1 d . . .
C6 C 0.1185(2) 0.10532(15) 0.7448(3) 0.0634(7) Uani 1 1 d . . .
H6A H 0.1802 0.0925 0.7073 0.095 Uiso 1 1 calc R . .
H6B H 0.0695 0.0644 0.7206 0.095 Uiso 1 1 calc R . .
H6C H 0.1278 0.1045 0.8324 0.095 Uiso 1 1 calc R . .
C7 C -0.01516(17) 0.20897(17) 0.7620(2) 0.0552(6) Uani 1 1 d . . .
H7A H -0.0074 0.2056 0.8497 0.083 Uiso 1 1 calc R . .
H7B H -0.0633 0.1684 0.7338 0.083 Uiso 1 1 calc R . .
H7C H -0.0374 0.2641 0.7392 0.083 Uiso 1 1 calc R . .
C8 C 0.0704(2) 0.18857(17) 0.5661(2) 0.0559(6) Uani 1 1 d . . .
H8A H 0.0393 0.2394 0.5379 0.084 Uiso 1 1 calc R . .
H8B H 0.0293 0.1417 0.5431 0.084 Uiso 1 1 calc R . .
H8C H 0.1341 0.1829 0.5298 0.084 Uiso 1 1 calc R . .
C9 C 0.40542(15) 0.34608(13) 0.89780(19) 0.0384(5) Uani 1 1 d . . .
C10 C 0.44124(18) 0.43384(16) 0.8803(3) 0.0581(7) Uani 1 1 d . . .
H10A H 0.4410 0.4467 0.7943 0.087 Uiso 1 1 calc R . .
H10B H 0.5075 0.4392 0.9143 0.087 Uiso 1 1 calc R . .
H10C H 0.3981 0.4720 0.9211 0.087 Uiso 1 1 calc R . .
C11 C 0.3941(2) 0.3296(2) 1.0333(2) 0.0761(9) Uani 1 1 d . . .
H11A H 0.4571 0.3368 1.0755 0.114 Uiso 1 1 calc R . .
H11B H 0.3712 0.2732 1.0448 0.114 Uiso 1 1 calc R . .
H11C H 0.3468 0.3681 1.0655 0.114 Uiso 1 1 calc R . .
C12 C 0.48328(18) 0.28689(18) 0.8481(3) 0.0701(9) Uani 1 1 d . . .
H12A H 0.4882 0.2953 0.7613 0.105 Uiso 1 1 calc R . .
H12B H 0.4642 0.2300 0.8636 0.105 Uiso 1 1 calc R . .
H12C H 0.5464 0.2980 0.8879 0.105 Uiso 1 1 calc R . .
C13 C 0.08474(17) 0.38711(15) 0.6389(2) 0.0503(6) Uani 1 1 d . . .
H13A H 0.1039 0.3915 0.5551 0.075 Uiso 1 1 calc R . .
H13B H 0.0779 0.4422 0.6728 0.075 Uiso 1 1 calc R . .
H13C H 0.0225 0.3580 0.6423 0.075 Uiso 1 1 calc R . .
B1 B 0.26319(16) 0.47519(14) 0.7267(2) 0.0342(5) Uani 1 1 d . . .
C21 C 0.24980(15) 0.54846(12) 0.81914(18) 0.0353(4) Uani 1 1 d . . .
F22 F 0.36420(10) 0.63495(8) 0.72333(13) 0.0546(4) Uani 1 1 d . . .
C22 C 0.30117(15) 0.62247(13) 0.8130(2) 0.0404(5) Uani 1 1 d . . .
F23 F 0.34848(11) 0.75374(8) 0.88949(16) 0.0670(4) Uani 1 1 d . . .
C23 C 0.29515(17) 0.68444(13) 0.8985(2) 0.0467(5) Uani 1 1 d . . .
F24 F 0.22818(13) 0.73359(10) 1.07834(15) 0.0725(5) Uani 1 1 d . . .
C24 C 0.23450(18) 0.67430(14) 0.9944(2) 0.0487(6) Uani 1 1 d . . .
F25 F 0.11980(11) 0.59334(10) 1.09681(12) 0.0615(4) Uani 1 1 d . . .
C25 C 0.17995(17) 0.60320(14) 1.00393(19) 0.0434(5) Uani 1 1 d . . .
F26 F 0.13069(11) 0.47546(8) 0.92954(13) 0.0569(4) Uani 1 1 d . . .
C26 C 0.18790(16) 0.54217(13) 0.91728(19) 0.0389(5) Uani 1 1 d . . .
C31 C 0.28297(15) 0.49744(12) 0.59000(19) 0.0351(4) Uani 1 1 d . . .
F32 F 0.15411(10) 0.59540(9) 0.58321(12) 0.0531(4) Uani 1 1 d . . .
C32 C 0.22743(15) 0.55640(13) 0.5267(2) 0.0390(5) Uani 1 1 d . . .
F33 F 0.18217(11) 0.63245(10) 0.35092(13) 0.0611(4) Uani 1 1 d . . .
C33 C 0.23998(16) 0.57603(14) 0.4068(2) 0.0417(5) Uani 1 1 d . . .
F34 F 0.32572(11) 0.55521(11) 0.22798(12) 0.0643(4) Uani 1 1 d . . .
C34 C 0.31225(16) 0.53686(15) 0.34457(19) 0.0441(5) Uani 1 1 d . . .
F35 F 0.44180(11) 0.44060(10) 0.34236(13) 0.0618(4) Uani 1 1 d . . .
C35 C 0.37040(16) 0.47835(14) 0.4023(2) 0.0435(5) Uani 1 1 d . . .
F36 F 0.41373(10) 0.40159(8) 0.57360(13) 0.0544(4) Uani 1 1 d . . .
C36 C 0.35431(15) 0.45883(13) 0.5219(2) 0.0389(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
S1 C1 1.726(2) . ?
S1 C4 1.727(2) . ?
C1 C2 1.365(3) . ?
C1 C5 1.528(3) . ?
C2 C3 1.453(3) . ?
C2 C13 1.509(3) . ?
C3 C4 1.371(3) . ?
C3 B1 1.559(3) . ?
C4 C9 1.523(3) . ?
C5 C6 1.527(3) . ?
C5 C8 1.529(3) . ?
C5 C7 1.533(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C10 1.512(3) . ?
C9 C11 1.529(3) . ?
C9 C12 1.540(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
B1 C21 1.575(3) . ?
B1 C31 1.580(3) . ?
C21 C22 1.386(3) . ?
C21 C26 1.395(3) . ?
F22 C22 1.344(3) . ?
C22 C23 1.378(3) . ?
F23 C23 1.338(3) . ?
C23 C24 1.370(4) . ?
F24 C24 1.336(3) . ?
C24 C25 1.372(3) . ?
F25 C25 1.340(3) . ?
C25 C26 1.378(3) . ?
F26 C26 1.337(2) . ?
C31 C32 1.390(3) . ?
C31 C36 1.392(3) . ?
F32 C32 1.348(2) . ?
C32 C33 1.374(3) . ?
F33 C33 1.341(2) . ?
C33 C34 1.371(3) . ?
F34 C34 1.337(2) . ?
C34 C35 1.375(3) . ?
F35 C35 1.338(2) . ?
C35 C36 1.379(3) . ?
F36 C36 1.343(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 93.66(9) . . ?
C2 C1 C5 130.14(18) . . ?
C2 C1 S1 110.03(15) . . ?
C5 C1 S1 119.81(15) . . ?
C1 C2 C3 113.51(17) . . ?
C1 C2 C13 126.06(18) . . ?
C3 C2 C13 120.36(18) . . ?
C4 C3 C2 112.31(17) . . ?
C4 C3 B1 129.70(18) . . ?
C2 C3 B1 117.94(17) . . ?
C3 C4 C9 131.65(18) . . ?
C3 C4 S1 110.47(14) . . ?
C9 C4 S1 117.81(14) . . ?
C6 C5 C1 111.20(18) . . ?
C6 C5 C8 107.0(2) . . ?
C1 C5 C8 109.85(18) . . ?
C6 C5 C7 108.4(2) . . ?
C1 C5 C7 110.53(18) . . ?
C8 C5 C7 109.9(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C4 111.53(18) . . ?
C10 C9 C11 109.3(2) . . ?
C4 C9 C11 109.68(19) . . ?
C10 C9 C12 107.9(2) . . ?
C4 C9 C12 109.10(18) . . ?
C11 C9 C12 109.3(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 B1 C21 122.99(18) . . ?
C3 B1 C31 118.54(18) . . ?
C21 B1 C31 118.23(17) . . ?
C22 C21 C26 114.70(19) . . ?
C22 C21 B1 123.13(19) . . ?
C26 C21 B1 122.12(18) . . ?
F22 C22 C23 116.6(2) . . ?
F22 C22 C21 119.94(19) . . ?
C23 C22 C21 123.4(2) . . ?
F23 C23 C24 119.9(2) . . ?
F23 C23 C22 120.8(2) . . ?
C24 C23 C22 119.4(2) . . ?
F24 C24 C23 120.1(2) . . ?
F24 C24 C25 119.9(2) . . ?
C23 C24 C25 119.9(2) . . ?
F25 C25 C24 120.2(2) . . ?
F25 C25 C26 120.5(2) . . ?
C24 C25 C26 119.3(2) . . ?
F26 C26 C25 116.52(19) . . ?
F26 C26 C21 120.27(18) . . ?
C25 C26 C21 123.2(2) . . ?
C32 C31 C36 114.37(19) . . ?
C32 C31 B1 121.92(18) . . ?
C36 C31 B1 123.69(18) . . ?
F32 C32 C33 116.90(19) . . ?
F32 C32 C31 119.07(19) . . ?
C33 C32 C31 124.0(2) . . ?
F33 C33 C34 120.2(2) . . ?
F33 C33 C32 120.7(2) . . ?
C34 C33 C32 119.2(2) . . ?
F34 C34 C33 120.1(2) . . ?
F34 C34 C35 120.2(2) . . ?
C33 C34 C35 119.7(2) . . ?
F35 C35 C34 120.0(2) . . ?
F35 C35 C36 120.5(2) . . ?
C34 C35 C36 119.6(2) . . ?
F36 C36 C35 116.86(19) . . ?
F36 C36 C31 119.94(19) . . ?
C35 C36 C31 123.2(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
C4 S1 C1 C2 0.55(16) . . . . ?
C4 S1 C1 C5 179.25(16) . . . . ?
C5 C1 C2 C3 -178.28(19) . . . . ?
S1 C1 C2 C3 0.2(2) . . . . ?
C5 C1 C2 C13 4.7(4) . . . . ?
S1 C1 C2 C13 -176.79(19) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C13 C2 C3 C4 176.03(19) . . . . ?
C1 C2 C3 B1 176.33(18) . . . . ?
C13 C2 C3 B1 -6.4(3) . . . . ?
C2 C3 C4 C9 178.2(2) . . . . ?
B1 C3 C4 C9 1.1(4) . . . . ?
C2 C3 C4 S1 1.6(2) . . . . ?
B1 C3 C4 S1 -175.60(17) . . . . ?
C1 S1 C4 C3 -1.23(16) . . . . ?
C1 S1 C4 C9 -178.43(16) . . . . ?
C2 C1 C5 C6 171.9(2) . . . . ?
S1 C1 C5 C6 -6.5(3) . . . . ?
C2 C1 C5 C8 53.7(3) . . . . ?
S1 C1 C5 C8 -124.71(19) . . . . ?
C2 C1 C5 C7 -67.7(3) . . . . ?
S1 C1 C5 C7 113.90(19) . . . . ?
C3 C4 C9 C10 -1.4(3) . . . . ?
S1 C4 C9 C10 175.05(17) . . . . ?
C3 C4 C9 C11 119.8(3) . . . . ?
S1 C4 C9 C11 -63.7(2) . . . . ?
C3 C4 C9 C12 -120.6(3) . . . . ?
S1 C4 C9 C12 55.9(2) . . . . ?
C4 C3 B1 C21 -74.2(3) . . . . ?
C2 C3 B1 C21 108.8(2) . . . . ?
C4 C3 B1 C31 111.5(2) . . . . ?
C2 C3 B1 C31 -65.5(2) . . . . ?
C3 B1 C21 C22 150.3(2) . . . . ?
C31 B1 C21 C22 -35.4(3) . . . . ?
C3 B1 C21 C26 -26.8(3) . . . . ?
C31 B1 C21 C26 147.5(2) . . . . ?
C26 C21 C22 F22 178.96(18) . . . . ?
B1 C21 C22 F22 1.6(3) . . . . ?
C26 C21 C22 C23 2.2(3) . . . . ?
B1 C21 C22 C23 -175.1(2) . . . . ?
F22 C22 C23 F23 1.4(3) . . . . ?
C21 C22 C23 F23 178.3(2) . . . . ?
F22 C22 C23 C24 -178.0(2) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
F23 C23 C24 F24 0.3(3) . . . . ?
C22 C23 C24 F24 179.7(2) . . . . ?
F23 C23 C24 C25 -179.8(2) . . . . ?
C22 C23 C24 C25 -0.5(3) . . . . ?
F24 C24 C25 F25 0.5(3) . . . . ?
C23 C24 C25 F25 -179.3(2) . . . . ?
F24 C24 C25 C26 -179.4(2) . . . . ?
C23 C24 C25 C26 0.8(3) . . . . ?
F25 C25 C26 F26 2.1(3) . . . . ?
C24 C25 C26 F26 -178.04(19) . . . . ?
F25 C25 C26 C21 -179.43(19) . . . . ?
C24 C25 C26 C21 0.4(3) . . . . ?
C22 C21 C26 F26 176.58(18) . . . . ?
B1 C21 C26 F26 -6.1(3) . . . . ?
C22 C21 C26 C25 -1.8(3) . . . . ?
B1 C21 C26 C25 175.50(19) . . . . ?
C3 B1 C31 C32 127.6(2) . . . . ?
C21 B1 C31 C32 -46.9(3) . . . . ?
C3 B1 C31 C36 -50.4(3) . . . . ?
C21 B1 C31 C36 135.0(2) . . . . ?
C36 C31 C32 F32 177.77(18) . . . . ?
B1 C31 C32 F32 -0.4(3) . . . . ?
C36 C31 C32 C33 0.2(3) . . . . ?
B1 C31 C32 C33 -178.0(2) . . . . ?
F32 C32 C33 F33 1.0(3) . . . . ?
C31 C32 C33 F33 178.6(2) . . . . ?
F32 C32 C33 C34 -178.70(19) . . . . ?
C31 C32 C33 C34 -1.1(3) . . . . ?
F33 C33 C34 F34 0.4(3) . . . . ?
C32 C33 C34 F34 -179.9(2) . . . . ?
F33 C33 C34 C35 -179.2(2) . . . . ?
C32 C33 C34 C35 0.5(3) . . . . ?
F34 C34 C35 F35 1.1(3) . . . . ?
C33 C34 C35 F35 -179.2(2) . . . . ?
F34 C34 C35 C36 -178.7(2) . . . . ?
C33 C34 C35 C36 1.0(3) . . . . ?
F35 C35 C36 F36 0.6(3) . . . . ?
C34 C35 C36 F36 -179.7(2) . . . . ?
F35 C35 C36 C31 178.27(19) . . . . ?
C34 C35 C36 C31 -2.0(3) . . . . ?
C32 C31 C36 F36 178.95(18) . . . . ?
B1 C31 C36 F36 -2.9(3) . . . . ?
C32 C31 C36 C35 1.3(3) . . . . ?
B1 C31 C36 C35 179.5(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.041
####################################################################### 
# 
# 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_erk7499
_database_code_depnum_ccdc_archive 'CCDC 1044972'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 B Cl F10 S'
_chemical_formula_weight         574.70

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'
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'

_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                   13.6090(3)
_cell_length_b                   16.1094(3)
_cell_length_c                   10.9768(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.466(1)
_cell_angle_gamma                90.00
_cell_volume                     2405.69(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4804
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9672
_exptl_absorpt_correction_T_max  0.9933
_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            14551
_diffrn_reflns_av_R_equivalents  0.039
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4843
_reflns_number_gt                3762
_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)+(0.0100P)²+3.3711P] 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         4843
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1080
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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 0.23954(5) 0.23194(4) 0.66480(7) 0.03491(17) Uani 1 1 d . . .
Cl1 Cl 0.42392(6) 0.39325(5) 0.86723(8) 0.0506(2) Uani 1 1 d . . .
C1 C 0.3415(2) 0.25685(17) 0.7545(2) 0.0318(6) Uani 1 1 d . . .
C2 C 0.3341(2) 0.33847(17) 0.7836(2) 0.0329(6) Uani 1 1 d . . .
C3 C 0.2501(2) 0.38294(16) 0.7372(2) 0.0307(6) Uani 1 1 d . . .
C4 C 0.1913(2) 0.33158(16) 0.6680(2) 0.0319(6) Uani 1 1 d . . .
C5 C 0.4183(2) 0.19166(18) 0.7888(3) 0.0368(6) Uani 1 1 d . . .
C6 C 0.4266(3) 0.1861(2) 0.9279(3) 0.0547(9) Uani 1 1 d . . .
H6A H 0.4494 0.2388 0.9607 0.082 Uiso 1 1 calc R . .
H6B H 0.4730 0.1428 0.9509 0.082 Uiso 1 1 calc R . .
H6C H 0.3628 0.1731 0.9602 0.082 Uiso 1 1 calc R . .
C7 C 0.3887(3) 0.1064(2) 0.7395(4) 0.0611(10) Uani 1 1 d . . .
H7A H 0.3259 0.0904 0.7723 0.092 Uiso 1 1 calc R . .
H7B H 0.4382 0.0659 0.7634 0.092 Uiso 1 1 calc R . .
H7C H 0.3830 0.1087 0.6513 0.092 Uiso 1 1 calc R . .
C8 C 0.5181(2) 0.2155(2) 0.7374(3) 0.0518(8) Uani 1 1 d . . .
H8A H 0.5133 0.2162 0.6491 0.078 Uiso 1 1 calc R . .
H8B H 0.5672 0.1752 0.7638 0.078 Uiso 1 1 calc R . .
H8C H 0.5370 0.2701 0.7669 0.078 Uiso 1 1 calc R . .
C9 C 0.0938(2) 0.34611(19) 0.6018(3) 0.0380(7) Uani 1 1 d . . .
C10 C 0.0158(3) 0.2871(2) 0.6511(4) 0.0669(11) Uani 1 1 d . . .
H10A H 0.0350 0.2302 0.6357 0.100 Uiso 1 1 calc R . .
H10B H -0.0470 0.2983 0.6107 0.100 Uiso 1 1 calc R . .
H10C H 0.0102 0.2956 0.7381 0.100 Uiso 1 1 calc R . .
C11 C 0.1048(3) 0.3309(3) 0.4651(3) 0.0722(12) Uani 1 1 d . . .
H11A H 0.1530 0.3691 0.4334 0.108 Uiso 1 1 calc R . .
H11B H 0.0420 0.3397 0.4232 0.108 Uiso 1 1 calc R . .
H11C H 0.1264 0.2743 0.4519 0.108 Uiso 1 1 calc R . .
C12 C 0.0588(2) 0.4346(2) 0.6198(3) 0.0557(9) Uani 1 1 d . . .
H12A H 0.0591 0.4474 0.7062 0.084 Uiso 1 1 calc R . .
H12B H -0.0074 0.4405 0.5861 0.084 Uiso 1 1 calc R . .
H12C H 0.1024 0.4725 0.5787 0.084 Uiso 1 1 calc R . .
B1 B 0.2382(2) 0.4758(2) 0.7741(3) 0.0346(7) Uani 1 1 d . . .
C21 C 0.2180(2) 0.49725(17) 0.9118(3) 0.0350(6) Uani 1 1 d . . .
F22 F 0.08732(14) 0.40104(11) 0.92762(17) 0.0542(5) Uani 1 1 d . . .
C22 C 0.1465(2) 0.45830(17) 0.9802(3) 0.0388(7) Uani 1 1 d . . .
F23 F 0.05868(15) 0.43960(13) 1.16050(17) 0.0611(5) Uani 1 1 d . . .
C23 C 0.1306(2) 0.47744(19) 1.1003(3) 0.0414(7) Uani 1 1 d . . .
F24 F 0.17438(16) 0.55401(14) 1.27508(17) 0.0649(6) Uani 1 1 d . . .
C24 C 0.1881(2) 0.5360(2) 1.1580(3) 0.0436(7) Uani 1 1 d . . .
F25 F 0.31785(15) 0.63192(13) 1.15152(17) 0.0611(5) Uani 1 1 d . . .
C25 C 0.2605(2) 0.57530(19) 1.0956(3) 0.0417(7) Uani 1 1 d . . .
F26 F 0.34672(14) 0.59528(12) 0.91838(16) 0.0531(5) Uani 1 1 d . . .
C26 C 0.2730(2) 0.55593(17) 0.9751(3) 0.0381(7) Uani 1 1 d . . .
C31 C 0.2525(2) 0.54918(17) 0.6822(2) 0.0333(6) Uani 1 1 d . . .
F32 F 0.37095(15) 0.47517(11) 0.57114(17) 0.0565(5) Uani 1 1 d . . .
C32 C 0.3138(2) 0.54228(18) 0.5830(3) 0.0390(7) Uani 1 1 d . . .
F33 F 0.38248(15) 0.59299(13) 0.40253(16) 0.0609(6) Uani 1 1 d . . .
C33 C 0.3219(2) 0.6030(2) 0.4956(3) 0.0425(7) Uani 1 1 d . . .
F34 F 0.27359(17) 0.73323(13) 0.42021(19) 0.0715(6) Uani 1 1 d . . .
C34 C 0.2674(2) 0.6743(2) 0.5052(3) 0.0465(8) Uani 1 1 d . . .
F35 F 0.15269(15) 0.75360(11) 0.6098(2) 0.0644(6) Uani 1 1 d . . .
C35 C 0.2066(2) 0.68442(18) 0.6015(3) 0.0455(8) Uani 1 1 d . . .
F36 F 0.13729(14) 0.63560(11) 0.77784(17) 0.0531(5) Uani 1 1 d . . .
C36 C 0.2001(2) 0.62322(18) 0.6875(3) 0.0375(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 C1 1.728(3) . ?
S1 C4 1.735(3) . ?
Cl1 C2 1.748(3) . ?
C1 C2 1.357(4) . ?
C1 C5 1.522(4) . ?
C2 C3 1.432(4) . ?
C3 C4 1.367(4) . ?
C3 B1 1.559(4) . ?
C4 C9 1.515(4) . ?
C5 C7 1.527(4) . ?
C5 C6 1.530(4) . ?
C5 C8 1.533(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C12 1.517(4) . ?
C9 C11 1.532(4) . ?
C9 C10 1.533(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
B1 C31 1.570(4) . ?
B1 C21 1.581(4) . ?
C21 C26 1.383(4) . ?
C21 C22 1.394(4) . ?
F22 C22 1.345(3) . ?
C22 C23 1.376(4) . ?
F23 C23 1.342(3) . ?
C23 C24 1.371(4) . ?
F24 C24 1.336(3) . ?
C24 C25 1.369(4) . ?
F25 C25 1.339(3) . ?
C25 C26 1.374(4) . ?
F26 C26 1.352(3) . ?
C31 C36 1.392(4) . ?
C31 C32 1.392(4) . ?
F32 C32 1.340(3) . ?
C32 C33 1.376(4) . ?
F33 C33 1.339(3) . ?
C33 C34 1.373(5) . ?
F34 C34 1.335(3) . ?
C34 C35 1.369(5) . ?
F35 C35 1.338(3) . ?
C35 C36 1.369(4) . ?
F36 C36 1.341(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 S1 C4 94.14(13) . . ?
C2 C1 C5 131.6(3) . . ?
C2 C1 S1 107.2(2) . . ?
C5 C1 S1 121.1(2) . . ?
C1 C2 C3 117.6(3) . . ?
C1 C2 Cl1 123.9(2) . . ?
C3 C2 Cl1 118.4(2) . . ?
C4 C3 C2 110.2(2) . . ?
C4 C3 B1 131.4(3) . . ?
C2 C3 B1 118.4(2) . . ?
C3 C4 C9 131.7(3) . . ?
C3 C4 S1 110.8(2) . . ?
C9 C4 S1 117.4(2) . . ?
C1 C5 C7 111.1(2) . . ?
C1 C5 C6 108.7(2) . . ?
C7 C5 C6 108.2(3) . . ?
C1 C5 C8 110.2(2) . . ?
C7 C5 C8 108.8(3) . . ?
C6 C5 C8 109.8(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 C12 110.9(2) . . ?
C4 C9 C11 109.8(3) . . ?
C12 C9 C11 108.5(3) . . ?
C4 C9 C10 109.9(2) . . ?
C12 C9 C10 108.3(3) . . ?
C11 C9 C10 109.4(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 B1 C31 122.7(3) . . ?
C3 B1 C21 118.6(2) . . ?
C31 B1 C21 118.5(2) . . ?
C26 C21 C22 114.4(3) . . ?
C26 C21 B1 121.7(3) . . ?
C22 C21 B1 123.9(3) . . ?
F22 C22 C23 117.3(3) . . ?
F22 C22 C21 119.7(3) . . ?
C23 C22 C21 123.0(3) . . ?
F23 C23 C24 120.0(3) . . ?
F23 C23 C22 120.3(3) . . ?
C24 C23 C22 119.7(3) . . ?
F24 C24 C25 120.1(3) . . ?
F24 C24 C23 120.1(3) . . ?
C25 C24 C23 119.8(3) . . ?
F25 C25 C24 120.3(3) . . ?
F25 C25 C26 120.7(3) . . ?
C24 C25 C26 119.0(3) . . ?
F26 C26 C25 116.7(3) . . ?
F26 C26 C21 119.2(3) . . ?
C25 C26 C21 124.1(3) . . ?
C36 C31 C32 114.8(3) . . ?
C36 C31 B1 123.1(3) . . ?
C32 C31 B1 121.9(3) . . ?
F32 C32 C33 116.6(3) . . ?
F32 C32 C31 120.1(3) . . ?
C33 C32 C31 123.3(3) . . ?
F33 C33 C34 120.2(3) . . ?
F33 C33 C32 120.6(3) . . ?
C34 C33 C32 119.2(3) . . ?
F34 C34 C35 120.3(3) . . ?
F34 C34 C33 119.9(3) . . ?
C35 C34 C33 119.8(3) . . ?
F35 C35 C34 119.7(3) . . ?
F35 C35 C36 120.5(3) . . ?
C34 C35 C36 119.8(3) . . ?
F36 C36 C35 117.1(3) . . ?
F36 C36 C31 119.7(2) . . ?
C35 C36 C31 123.1(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
C4 S1 C1 C2 0.6(2) . . . . ?
C4 S1 C1 C5 179.5(2) . . . . ?
C5 C1 C2 C3 -178.8(3) . . . . ?
S1 C1 C2 C3 -0.1(3) . . . . ?
C5 C1 C2 Cl1 4.6(4) . . . . ?
S1 C1 C2 Cl1 -176.63(16) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
Cl1 C2 C3 C4 176.1(2) . . . . ?
C1 C2 C3 B1 177.5(2) . . . . ?
Cl1 C2 C3 B1 -5.7(3) . . . . ?
C2 C3 C4 C9 178.1(3) . . . . ?
B1 C3 C4 C9 0.2(5) . . . . ?
C2 C3 C4 S1 1.1(3) . . . . ?
B1 C3 C4 S1 -176.8(2) . . . . ?
C1 S1 C4 C3 -1.0(2) . . . . ?
C1 S1 C4 C9 -178.5(2) . . . . ?
C2 C1 C5 C7 175.9(3) . . . . ?
S1 C1 C5 C7 -2.8(3) . . . . ?
C2 C1 C5 C6 56.9(4) . . . . ?
S1 C1 C5 C6 -121.7(3) . . . . ?
C2 C1 C5 C8 -63.4(4) . . . . ?
S1 C1 C5 C8 117.9(3) . . . . ?
C3 C4 C9 C12 -0.4(4) . . . . ?
S1 C4 C9 C12 176.5(2) . . . . ?
C3 C4 C9 C11 119.4(4) . . . . ?
S1 C4 C9 C11 -63.7(3) . . . . ?
C3 C4 C9 C10 -120.1(3) . . . . ?
S1 C4 C9 C10 56.8(3) . . . . ?
C4 C3 B1 C31 -73.6(4) . . . . ?
C2 C3 B1 C31 108.7(3) . . . . ?
C4 C3 B1 C21 110.7(3) . . . . ?
C2 C3 B1 C21 -67.1(3) . . . . ?
C3 B1 C21 C26 129.6(3) . . . . ?
C31 B1 C21 C26 -46.3(4) . . . . ?
C3 B1 C21 C22 -48.7(4) . . . . ?
C31 B1 C21 C22 135.4(3) . . . . ?
C26 C21 C22 F22 178.9(3) . . . . ?
B1 C21 C22 F22 -2.7(4) . . . . ?
C26 C21 C22 C23 1.0(4) . . . . ?
B1 C21 C22 C23 179.4(3) . . . . ?
F22 C22 C23 F23 0.0(4) . . . . ?
C21 C22 C23 F23 178.0(3) . . . . ?
F22 C22 C23 C24 -179.3(3) . . . . ?
C21 C22 C23 C24 -1.4(5) . . . . ?
F23 C23 C24 F24 1.7(5) . . . . ?
C22 C23 C24 F24 -178.9(3) . . . . ?
F23 C23 C24 C25 -179.0(3) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
F24 C24 C25 F25 0.0(5) . . . . ?
C23 C24 C25 F25 -179.2(3) . . . . ?
F24 C24 C25 C26 -179.8(3) . . . . ?
C23 C24 C25 C26 1.0(5) . . . . ?
F25 C25 C26 F26 1.5(4) . . . . ?
C24 C25 C26 F26 -178.7(3) . . . . ?
F25 C25 C26 C21 178.8(3) . . . . ?
C24 C25 C26 C21 -1.4(5) . . . . ?
C22 C21 C26 F26 177.7(3) . . . . ?
B1 C21 C26 F26 -0.8(4) . . . . ?
C22 C21 C26 C25 0.4(4) . . . . ?
B1 C21 C26 C25 -178.1(3) . . . . ?
C3 B1 C31 C36 147.6(3) . . . . ?
C21 B1 C31 C36 -36.7(4) . . . . ?
C3 B1 C31 C32 -27.5(4) . . . . ?
C21 B1 C31 C32 148.3(3) . . . . ?
C36 C31 C32 F32 177.2(3) . . . . ?
B1 C31 C32 F32 -7.4(4) . . . . ?
C36 C31 C32 C33 -0.7(4) . . . . ?
B1 C31 C32 C33 174.7(3) . . . . ?
F32 C32 C33 F33 1.7(4) . . . . ?
C31 C32 C33 F33 179.7(3) . . . . ?
F32 C32 C33 C34 -178.0(3) . . . . ?
C31 C32 C33 C34 0.0(5) . . . . ?
F33 C33 C34 F34 1.2(5) . . . . ?
C32 C33 C34 F34 -179.1(3) . . . . ?
F33 C33 C34 C35 -179.2(3) . . . . ?
C32 C33 C34 C35 0.5(5) . . . . ?
F34 C34 C35 F35 0.3(5) . . . . ?
C33 C34 C35 F35 -179.2(3) . . . . ?
F34 C34 C35 C36 179.4(3) . . . . ?
C33 C34 C35 C36 -0.2(5) . . . . ?
F35 C35 C36 F36 0.8(4) . . . . ?
C34 C35 C36 F36 -178.2(3) . . . . ?
F35 C35 C36 C31 178.4(3) . . . . ?
C34 C35 C36 C31 -0.6(5) . . . . ?
C32 C31 C36 F36 178.5(3) . . . . ?
B1 C31 C36 F36 3.2(4) . . . . ?
C32 C31 C36 C35 1.0(4) . . . . ?
B1 C31 C36 C35 -174.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.053
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cel003
_database_code_depnum_ccdc_archive 'CCDC 1044973'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H20 B Cl2 F15 S'
_chemical_formula_weight         791.24

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'
S S 0.1246 0.1234 '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'
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                   10.3691(4)
_cell_length_b                   10.8688(5)
_cell_length_c                   15.4492(7)
_cell_angle_alpha                85.529(2)
_cell_angle_beta                 80.114(2)
_cell_angle_gamma                69.229(2)
_cell_volume                     1603.51(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9798
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9489
_exptl_absorpt_correction_T_max  0.9631
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34087
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.49
_reflns_number_total             7316
_reflns_number_gt                6258
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

 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)+(0.0370P)²+1.3478P] 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         7316
_refine_ls_number_parameters     485
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.032
_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
S1 S 0.24060(4) 0.48912(4) 0.43529(3) 0.02041(9) Uani 1 1 d . . .
B1 B 0.50124(19) 0.21028(17) 0.25962(12) 0.0199(3) Uani 1 1 d . . .
C1 C 0.35845(16) 0.54682(15) 0.36783(10) 0.0186(3) Uani 1 1 d . . .
C2 C 0.44755(16) 0.44813(15) 0.31330(10) 0.0172(3) Uani 1 1 d . . .
C3 C 0.41661(16) 0.32677(15) 0.32273(10) 0.0178(3) Uani 1 1 d . . .
C4 C 0.30562(16) 0.33587(15) 0.38873(10) 0.0183(3) Uani 1 1 d . . .
C5 C 0.35388(17) 0.68679(15) 0.37958(11) 0.0214(3) Uani 1 1 d . . .
C6 C 0.21531(19) 0.76580(18) 0.43543(14) 0.0335(4) Uani 1 1 d . . .
H6A H 0.1375 0.7710 0.4055 0.050 Uiso 1 1 calc R . .
H6B H 0.2140 0.8548 0.4436 0.050 Uiso 1 1 calc R . .
H6C H 0.2061 0.7220 0.4929 0.050 Uiso 1 1 calc R . .
C7 C 0.4735(2) 0.68138(19) 0.42792(14) 0.0333(4) Uani 1 1 d . . .
H7A H 0.4638 0.6375 0.4853 0.050 Uiso 1 1 calc R . .
H7B H 0.4699 0.7711 0.4363 0.050 Uiso 1 1 calc R . .
H7C H 0.5631 0.6321 0.3930 0.050 Uiso 1 1 calc R . .
C8 C 0.3668(3) 0.75863(18) 0.29106(13) 0.0388(5) Uani 1 1 d . . .
H8A H 0.4605 0.7173 0.2581 0.058 Uiso 1 1 calc R . .
H8B H 0.3512 0.8511 0.3010 0.058 Uiso 1 1 calc R . .
H8C H 0.2970 0.7535 0.2574 0.058 Uiso 1 1 calc R . .
C9 C 0.23797(17) 0.23483(16) 0.42612(11) 0.0225(3) Uani 1 1 d . . .
C10 C 0.1802(2) 0.2584(2) 0.52433(12) 0.0327(4) Uani 1 1 d . . .
H10A H 0.1071 0.3454 0.5316 0.049 Uiso 1 1 calc R . .
H10B H 0.2558 0.2542 0.5561 0.049 Uiso 1 1 calc R . .
H10C H 0.1410 0.1906 0.5478 0.049 Uiso 1 1 calc R . .
C11 C 0.1165(2) 0.2479(2) 0.37742(15) 0.0406(5) Uani 1 1 d . . .
H11A H 0.0495 0.3381 0.3823 0.061 Uiso 1 1 calc R . .
H11B H 0.0700 0.1865 0.4035 0.061 Uiso 1 1 calc R . .
H11C H 0.1524 0.2275 0.3153 0.061 Uiso 1 1 calc R . .
C12 C 0.3456(2) 0.09535(18) 0.41791(14) 0.0361(4) Uani 1 1 d . . .
H12A H 0.3017 0.0323 0.4448 0.054 Uiso 1 1 calc R . .
H12B H 0.4235 0.0892 0.4480 0.054 Uiso 1 1 calc R . .
H12C H 0.3804 0.0752 0.3557 0.054 Uiso 1 1 calc R . .
C21 C 0.56452(16) 0.46237(15) 0.24664(10) 0.0183(3) Uani 1 1 d . . .
F22 F 0.72483(10) 0.39063(10) 0.34797(7) 0.0276(2) Uani 1 1 d . . .
C22 C 0.69818(17) 0.43268(16) 0.26640(11) 0.0209(3) Uani 1 1 d . . .
F23 F 0.93642(11) 0.40819(12) 0.22558(8) 0.0408(3) Uani 1 1 d . . .
C23 C 0.80793(17) 0.44162(17) 0.20439(12) 0.0266(4) Uani 1 1 d . . .
F24 F 0.89056(12) 0.49324(13) 0.05993(8) 0.0447(3) Uani 1 1 d . . .
C24 C 0.78524(19) 0.48356(18) 0.12010(12) 0.0293(4) Uani 1 1 d . . .
F25 F 0.63136(13) 0.55879(13) 0.01638(7) 0.0417(3) Uani 1 1 d . . .
C25 C 0.65397(19) 0.51591(18) 0.09781(11) 0.0276(4) Uani 1 1 d . . .
F26 F 0.41973(11) 0.53627(12) 0.13730(7) 0.0334(3) Uani 1 1 d . . .
C26 C 0.54620(17) 0.50371(17) 0.16059(11) 0.0228(3) Uani 1 1 d . . .
C31 C 0.66551(17) 0.15213(16) 0.25189(11) 0.0222(3) Uani 1 1 d . . .
F32 F 0.65925(11) 0.11287(11) 0.40517(7) 0.0325(2) Uani 1 1 d . . .
C32 C 0.73379(18) 0.11017(16) 0.32455(12) 0.0245(3) Uani 1 1 d . . .
F33 F 0.93755(12) 0.02112(12) 0.39110(8) 0.0393(3) Uani 1 1 d . . .
C33 C 0.87741(19) 0.06269(17) 0.31889(13) 0.0289(4) Uani 1 1 d . . .
F34 F 1.09776(12) 0.01626(13) 0.23140(10) 0.0500(3) Uani 1 1 d . . .
C34 C 0.95835(18) 0.05914(18) 0.23773(14) 0.0334(4) Uani 1 1 d . . .
F35 F 0.97524(13) 0.09856(14) 0.08525(9) 0.0498(3) Uani 1 1 d . . .
C35 C 0.89631(19) 0.09990(19) 0.16359(13) 0.0334(4) Uani 1 1 d . . .
F36 F 0.69513(12) 0.18684(12) 0.09810(7) 0.0350(3) Uani 1 1 d . . .
C36 C 0.75244(19) 0.14402(17) 0.17144(12) 0.0262(4) Uani 1 1 d . . .
C41 C 0.43256(17) 0.15580(16) 0.19519(11) 0.0219(3) Uani 1 1 d . . .
F42 F 0.25993(11) 0.36415(10) 0.17583(7) 0.0318(2) Uani 1 1 d . . .
C42 C 0.31910(17) 0.23631(16) 0.15605(11) 0.0236(3) Uani 1 1 d . . .
F43 F 0.15774(13) 0.27449(13) 0.05724(8) 0.0423(3) Uani 1 1 d . . .
C43 C 0.26396(18) 0.19215(19) 0.09444(12) 0.0277(4) Uani 1 1 d . . .
F44 F 0.26930(13) 0.01773(13) 0.01147(8) 0.0439(3) Uani 1 1 d . . .
C44 C 0.32036(19) 0.06140(19) 0.07140(12) 0.0296(4) Uani 1 1 d . . .
F45 F 0.48510(13) -0.15040(11) 0.08712(8) 0.0400(3) Uani 1 1 d . . .
C45 C 0.43070(19) -0.02298(17) 0.10919(12) 0.0280(4) Uani 1 1 d . . .
F46 F 0.59227(12) -0.06205(10) 0.20426(8) 0.0360(3) Uani 1 1 d . . .
C46 C 0.48555(18) 0.02451(17) 0.16895(11) 0.0248(3) Uani 1 1 d . . .
C51 C -0.0689(3) 0.3468(3) 0.8312(3) 0.0574(8) Uani 0.909(2) 1 d PDU A 1
H51A H -0.0556 0.4138 0.8651 0.069 Uiso 0.909(2) 1 calc PR A 1
H51B H -0.1447 0.3925 0.7964 0.069 Uiso 0.909(2) 1 calc PR A 1
Cl1 Cl 0.08466(15) 0.27140(10) 0.75980(9) 0.1105(6) Uani 0.909(2) 1 d PDU A 1
Cl2 Cl -0.11871(10) 0.23532(8) 0.90395(6) 0.0692(3) Uani 0.909(2) 1 d PDU A 1
C51A C -0.062(3) 0.318(5) 0.8544(13) 0.075(10) Uani 0.091(2) 1 d PDU A 2
H51C H -0.0971 0.4041 0.8839 0.090 Uiso 0.091(2) 1 calc PR A 2
H51D H -0.1207 0.2653 0.8779 0.090 Uiso 0.091(2) 1 calc PR A 2
Cl1A Cl -0.0416(16) 0.3347(12) 0.7387(6) 0.094(4) Uani 0.091(2) 1 d PDU A 2
Cl2A Cl 0.1129(16) 0.2345(14) 0.8587(12) 0.129(5) Uani 0.091(2) 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
S1 C4 1.7234(16) . ?
S1 C1 1.7254(15) . ?
B1 C3 1.560(2) . ?
B1 C41 1.576(2) . ?
B1 C31 1.579(2) . ?
C1 C2 1.373(2) . ?
C1 C5 1.529(2) . ?
C2 C3 1.455(2) . ?
C2 C21 1.495(2) . ?
C3 C4 1.381(2) . ?
C4 C9 1.530(2) . ?
C5 C8 1.531(2) . ?
C5 C7 1.536(2) . ?
C5 C6 1.537(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C12 1.530(2) . ?
C9 C11 1.534(3) . ?
C9 C10 1.538(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C21 C22 1.390(2) . ?
C21 C26 1.392(2) . ?
F22 C22 1.3467(19) . ?
C22 C23 1.383(2) . ?
F23 C23 1.342(2) . ?
C23 C24 1.377(3) . ?
F24 C24 1.3362(19) . ?
C24 C25 1.378(3) . ?
F25 C25 1.337(2) . ?
C25 C26 1.386(2) . ?
F26 C26 1.3369(19) . ?
C31 C32 1.390(2) . ?
C31 C36 1.393(2) . ?
F32 C32 1.345(2) . ?
C32 C33 1.382(2) . ?
F33 C33 1.341(2) . ?
C33 C34 1.379(3) . ?
F34 C34 1.341(2) . ?
C34 C35 1.376(3) . ?
F35 C35 1.338(2) . ?
C35 C36 1.382(3) . ?
F36 C36 1.344(2) . ?
C41 C42 1.395(2) . ?
C41 C46 1.400(2) . ?
F42 C42 1.3408(19) . ?
C42 C43 1.384(2) . ?
F43 C43 1.335(2) . ?
C43 C44 1.381(3) . ?
F44 C44 1.333(2) . ?
C44 C45 1.376(3) . ?
F45 C45 1.344(2) . ?
C45 C46 1.380(3) . ?
F46 C46 1.340(2) . ?
C51 Cl2 1.741(4) . ?
C51 Cl1 1.742(3) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51A Cl2A 1.723(17) . ?
C51A Cl1A 1.766(17) . ?
C51A H51C 0.9900 . ?
C51A H51D 0.9900 . ?

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
C4 S1 C1 94.13(7) . . ?
C3 B1 C41 123.12(14) . . ?
C3 B1 C31 119.33(14) . . ?
C41 B1 C31 117.27(14) . . ?
C2 C1 C5 131.52(14) . . ?
C2 C1 S1 109.20(11) . . ?
C5 C1 S1 119.21(11) . . ?
C1 C2 C3 114.54(13) . . ?
C1 C2 C21 124.03(14) . . ?
C3 C2 C21 121.40(13) . . ?
C4 C3 C2 111.17(13) . . ?
C4 C3 B1 128.59(14) . . ?
C2 C3 B1 120.18(13) . . ?
C3 C4 C9 131.22(14) . . ?
C3 C4 S1 110.89(11) . . ?
C9 C4 S1 117.88(11) . . ?
C1 C5 C8 111.47(14) . . ?
C1 C5 C7 109.34(13) . . ?
C8 C5 C7 109.44(16) . . ?
C1 C5 C6 110.01(13) . . ?
C8 C5 C6 108.36(15) . . ?
C7 C5 C6 108.15(15) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 C12 110.51(13) . . ?
C4 C9 C11 109.52(14) . . ?
C12 C9 C11 110.47(16) . . ?
C4 C9 C10 110.51(14) . . ?
C12 C9 C10 107.39(15) . . ?
C11 C9 C10 108.39(15) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C22 C21 C26 116.19(14) . . ?
C22 C21 C2 122.03(14) . . ?
C26 C21 C2 121.77(14) . . ?
F22 C22 C23 117.77(15) . . ?
F22 C22 C21 119.83(14) . . ?
C23 C22 C21 122.38(15) . . ?
F23 C23 C24 119.94(15) . . ?
F23 C23 C22 120.46(16) . . ?
C24 C23 C22 119.60(16) . . ?
F24 C24 C23 119.96(17) . . ?
F24 C24 C25 119.98(17) . . ?
C23 C24 C25 120.06(15) . . ?
F25 C25 C24 120.07(15) . . ?
F25 C25 C26 120.61(16) . . ?
C24 C25 C26 119.32(16) . . ?
F26 C26 C25 118.09(15) . . ?
F26 C26 C21 119.45(14) . . ?
C25 C26 C21 122.44(15) . . ?
C32 C31 C36 115.23(15) . . ?
C32 C31 B1 122.77(15) . . ?
C36 C31 B1 121.96(15) . . ?
F32 C32 C33 116.81(16) . . ?
F32 C32 C31 119.85(15) . . ?
C33 C32 C31 123.33(16) . . ?
F33 C33 C34 120.33(16) . . ?
F33 C33 C32 120.70(17) . . ?
C34 C33 C32 118.97(18) . . ?
F34 C34 C35 120.14(18) . . ?
F34 C34 C33 119.70(19) . . ?
C35 C34 C33 120.16(17) . . ?
F35 C35 C34 119.90(17) . . ?
F35 C35 C36 120.78(19) . . ?
C34 C35 C36 119.31(17) . . ?
F36 C36 C35 117.76(16) . . ?
F36 C36 C31 119.19(16) . . ?
C35 C36 C31 122.97(18) . . ?
C42 C41 C46 114.81(15) . . ?
C42 C41 B1 122.54(15) . . ?
C46 C41 B1 122.56(15) . . ?
F42 C42 C43 116.52(15) . . ?
F42 C42 C41 120.16(15) . . ?
C43 C42 C41 123.30(16) . . ?
F43 C43 C44 120.02(16) . . ?
F43 C43 C42 120.75(16) . . ?
C44 C43 C42 119.24(17) . . ?
F44 C44 C45 120.17(17) . . ?
F44 C44 C43 119.91(18) . . ?
C45 C44 C43 119.91(16) . . ?
F45 C45 C44 119.91(16) . . ?
F45 C45 C46 120.53(17) . . ?
C44 C45 C46 119.56(16) . . ?
F46 C46 C45 117.11(15) . . ?
F46 C46 C41 119.70(15) . . ?
C45 C46 C41 123.16(16) . . ?
Cl2 C51 Cl1 112.62(19) . . ?
Cl2 C51 H51A 109.1 . . ?
Cl1 C51 H51A 109.1 . . ?
Cl2 C51 H51B 109.1 . . ?
Cl1 C51 H51B 109.1 . . ?
H51A C51 H51B 107.8 . . ?
Cl2A C51A Cl1A 95.4(13) . . ?
Cl2A C51A H51C 112.7 . . ?
Cl1A C51A H51C 112.7 . . ?
Cl2A C51A H51D 112.7 . . ?
Cl1A C51A H51D 112.7 . . ?
H51C C51A H51D 110.2 . . ?

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
C4 S1 C1 C2 -1.90(13) . . . . ?
C4 S1 C1 C5 -179.01(13) . . . . ?
C5 C1 C2 C3 179.56(16) . . . . ?
S1 C1 C2 C3 2.94(17) . . . . ?
C5 C1 C2 C21 -2.6(3) . . . . ?
S1 C1 C2 C21 -179.25(12) . . . . ?
C1 C2 C3 C4 -2.7(2) . . . . ?
C21 C2 C3 C4 179.38(14) . . . . ?
C1 C2 C3 B1 174.84(14) . . . . ?
C21 C2 C3 B1 -3.0(2) . . . . ?
C41 B1 C3 C4 59.6(2) . . . . ?
C31 B1 C3 C4 -126.82(18) . . . . ?
C41 B1 C3 C2 -117.54(17) . . . . ?
C31 B1 C3 C2 56.1(2) . . . . ?
C2 C3 C4 C9 -177.14(16) . . . . ?
B1 C3 C4 C9 5.5(3) . . . . ?
C2 C3 C4 S1 1.18(17) . . . . ?
B1 C3 C4 S1 -176.14(13) . . . . ?
C1 S1 C4 C3 0.38(13) . . . . ?
C1 S1 C4 C9 178.95(13) . . . . ?
C2 C1 C5 C8 48.0(2) . . . . ?
S1 C1 C5 C8 -135.66(15) . . . . ?
C2 C1 C5 C7 -73.1(2) . . . . ?
S1 C1 C5 C7 103.21(15) . . . . ?
C2 C1 C5 C6 168.23(17) . . . . ?
S1 C1 C5 C6 -15.42(19) . . . . ?
C3 C4 C9 C12 29.6(2) . . . . ?
S1 C4 C9 C12 -148.64(13) . . . . ?
C3 C4 C9 C11 -92.3(2) . . . . ?
S1 C4 C9 C11 89.44(17) . . . . ?
C3 C4 C9 C10 148.32(18) . . . . ?
S1 C4 C9 C10 -29.90(19) . . . . ?
C1 C2 C21 C22 90.6(2) . . . . ?
C3 C2 C21 C22 -91.74(19) . . . . ?
C1 C2 C21 C26 -90.7(2) . . . . ?
C3 C2 C21 C26 86.9(2) . . . . ?
C26 C21 C22 F22 -179.29(14) . . . . ?
C2 C21 C22 F22 -0.5(2) . . . . ?
C26 C21 C22 C23 -0.8(2) . . . . ?
C2 C21 C22 C23 177.91(15) . . . . ?
F22 C22 C23 F23 0.5(2) . . . . ?
C21 C22 C23 F23 -177.97(15) . . . . ?
F22 C22 C23 C24 179.67(16) . . . . ?
C21 C22 C23 C24 1.2(3) . . . . ?
F23 C23 C24 F24 -1.2(3) . . . . ?
C22 C23 C24 F24 179.59(16) . . . . ?
F23 C23 C24 C25 178.96(17) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
F24 C24 C25 F25 -1.0(3) . . . . ?
C23 C24 C25 F25 178.85(17) . . . . ?
F24 C24 C25 C26 179.15(17) . . . . ?
C23 C24 C25 C26 -1.0(3) . . . . ?
F25 C25 C26 F26 -0.1(3) . . . . ?
C24 C25 C26 F26 179.74(16) . . . . ?
F25 C25 C26 C21 -178.47(16) . . . . ?
C24 C25 C26 C21 1.4(3) . . . . ?
C22 C21 C26 F26 -178.78(14) . . . . ?
C2 C21 C26 F26 2.5(2) . . . . ?
C22 C21 C26 C25 -0.5(2) . . . . ?
C2 C21 C26 C25 -179.23(16) . . . . ?
C3 B1 C31 C32 53.0(2) . . . . ?
C41 B1 C31 C32 -132.98(16) . . . . ?
C3 B1 C31 C36 -124.46(17) . . . . ?
C41 B1 C31 C36 49.5(2) . . . . ?
C36 C31 C32 F32 -179.36(15) . . . . ?
B1 C31 C32 F32 3.0(2) . . . . ?
C36 C31 C32 C33 -0.4(2) . . . . ?
B1 C31 C32 C33 -178.05(16) . . . . ?
F32 C32 C33 F33 0.3(2) . . . . ?
C31 C32 C33 F33 -178.65(15) . . . . ?
F32 C32 C33 C34 -179.39(16) . . . . ?
C31 C32 C33 C34 1.6(3) . . . . ?
F33 C33 C34 F34 -1.3(3) . . . . ?
C32 C33 C34 F34 178.44(16) . . . . ?
F33 C33 C34 C35 178.95(16) . . . . ?
C32 C33 C34 C35 -1.3(3) . . . . ?
F34 C34 C35 F35 -1.0(3) . . . . ?
C33 C34 C35 F35 178.75(17) . . . . ?
F34 C34 C35 C36 -179.88(17) . . . . ?
C33 C34 C35 C36 -0.1(3) . . . . ?
F35 C35 C36 F36 -0.8(3) . . . . ?
C34 C35 C36 F36 178.02(16) . . . . ?
F35 C35 C36 C31 -177.46(16) . . . . ?
C34 C35 C36 C31 1.4(3) . . . . ?
C32 C31 C36 F36 -177.70(14) . . . . ?
B1 C31 C36 F36 0.0(2) . . . . ?
C32 C31 C36 C35 -1.1(2) . . . . ?
B1 C31 C36 C35 176.54(16) . . . . ?
C3 B1 C41 C42 32.9(2) . . . . ?
C31 B1 C41 C42 -140.85(16) . . . . ?
C3 B1 C41 C46 -150.84(16) . . . . ?
C31 B1 C41 C46 35.4(2) . . . . ?
C46 C41 C42 F42 -179.72(14) . . . . ?
B1 C41 C42 F42 -3.2(2) . . . . ?
C46 C41 C42 C43 -1.4(2) . . . . ?
B1 C41 C42 C43 175.12(15) . . . . ?
F42 C42 C43 F43 0.3(2) . . . . ?
C41 C42 C43 F43 -178.07(15) . . . . ?
F42 C42 C43 C44 -179.92(15) . . . . ?
C41 C42 C43 C44 1.7(3) . . . . ?
F43 C43 C44 F44 0.5(3) . . . . ?
C42 C43 C44 F44 -179.30(15) . . . . ?
F43 C43 C44 C45 179.37(16) . . . . ?
C42 C43 C44 C45 -0.4(3) . . . . ?
F44 C44 C45 F45 -1.5(2) . . . . ?
C43 C44 C45 F45 179.64(16) . . . . ?
F44 C44 C45 C46 177.83(15) . . . . ?
C43 C44 C45 C46 -1.0(3) . . . . ?
F45 C45 C46 F46 -1.1(2) . . . . ?
C44 C45 C46 F46 179.53(15) . . . . ?
F45 C45 C46 C41 -179.34(15) . . . . ?
C44 C45 C46 C41 1.3(3) . . . . ?
C42 C41 C46 F46 -178.28(15) . . . . ?
B1 C41 C46 F46 5.2(2) . . . . ?
C42 C41 C46 C45 -0.1(2) . . . . ?
B1 C41 C46 C45 -176.66(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.964
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_erk7267
_database_code_depnum_ccdc_archive 'CCDC 1044974'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H18 B F15 S'
_chemical_formula_weight         706.31

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.96400(10)
_cell_length_b                   10.71860(10)
_cell_length_c                   15.81700(10)
_cell_angle_alpha                78.9000(10)
_cell_angle_beta                 87.8210(10)
_cell_angle_gamma                81.2410(10)
_cell_volume                     1473.84(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4627
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             708
_exptl_absorpt_coefficient_mu    2.061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6833
_exptl_absorpt_correction_T_max  0.7900
_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            19049
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         66.91
_reflns_number_total             5106
_reflns_number_gt                4553
_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)+(0.0525P)²+0.6229P] 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         5106
_refine_ls_number_parameters     430
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
S1 S 0.00759(5) 0.15019(4) 0.68011(3) 0.04149(14) Uani 1 1 d . . .
B1 B 0.2167(2) 0.2082(2) 0.68613(14) 0.0417(5) Uani 1 1 d . . .
C1 C 0.0133(2) 0.19953(18) 0.78419(12) 0.0422(4) Uani 1 1 d . . .
C2 C 0.1524(2) 0.23151(18) 0.78074(12) 0.0410(4) Uani 1 1 d . . .
C3 C 0.0937(2) -0.01453(19) 0.70556(12) 0.0450(4) Uani 1 1 d . . .
C4 C 0.2447(2) -0.03662(19) 0.70579(13) 0.0470(4) Uani 1 1 d . . .
C5 C 0.3308(2) 0.07713(19) 0.67858(13) 0.0455(4) Uani 1 1 d . . .
C6 C 0.3322(3) -0.1700(2) 0.72625(18) 0.0657(6) Uani 1 1 d . . .
H6A H 0.3724 -0.1855 0.7840 0.099 Uiso 1 1 calc R . .
H6B H 0.4147 -0.1782 0.6852 0.099 Uiso 1 1 calc R . .
H6C H 0.2660 -0.2324 0.7227 0.099 Uiso 1 1 calc R . .
C7 C 0.3827(3) 0.0754(2) 0.58423(14) 0.0604(6) Uani 1 1 d . . .
H7A H 0.4434 -0.0066 0.5811 0.091 Uiso 1 1 calc R . .
H7B H 0.4421 0.1440 0.5646 0.091 Uiso 1 1 calc R . .
H7C H 0.2949 0.0876 0.5479 0.091 Uiso 1 1 calc R . .
C8 C 0.4721(2) 0.0644(2) 0.73355(16) 0.0607(6) Uani 1 1 d . . .
H8A H 0.4434 0.0538 0.7940 0.091 Uiso 1 1 calc R . .
H8B H 0.5194 0.1413 0.7173 0.091 Uiso 1 1 calc R . .
H8C H 0.5427 -0.0098 0.7241 0.091 Uiso 1 1 calc R . .
C9 C -0.1251(2) 0.2046(2) 0.84298(13) 0.0475(5) Uani 1 1 d . . .
C10 C -0.1776(3) 0.0737(2) 0.86575(18) 0.0719(7) Uani 1 1 d . . .
H10A H -0.0992 0.0121 0.8976 0.108 Uiso 1 1 calc R . .
H10B H -0.1986 0.0454 0.8133 0.108 Uiso 1 1 calc R . .
H10C H -0.2686 0.0800 0.9009 0.108 Uiso 1 1 calc R . .
C11 C -0.2528(3) 0.2990(3) 0.79323(18) 0.0736(7) Uani 1 1 d . . .
H11A H -0.3435 0.3022 0.8287 0.110 Uiso 1 1 calc R . .
H11B H -0.2724 0.2705 0.7407 0.110 Uiso 1 1 calc R . .
H11C H -0.2232 0.3840 0.7790 0.110 Uiso 1 1 calc R . .
C12 C -0.0951(3) 0.2498(4) 0.92523(19) 0.0931(10) Uani 1 1 d . . .
H12A H -0.0157 0.1896 0.9573 0.140 Uiso 1 1 calc R . .
H12B H -0.1864 0.2544 0.9601 0.140 Uiso 1 1 calc R . .
H12C H -0.0638 0.3341 0.9108 0.140 Uiso 1 1 calc R . .
C21 C 0.2231(2) 0.27626(19) 0.85118(12) 0.0433(4) Uani 1 1 d . . .
F22 F 0.29304(18) 0.06384(13) 0.92644(9) 0.0716(4) Uani 1 1 d . . .
C22 C 0.2928(2) 0.1907(2) 0.92036(13) 0.0523(5) Uani 1 1 d . . .
F23 F 0.42484(19) 0.14492(18) 1.05230(10) 0.0914(5) Uani 1 1 d . . .
C23 C 0.3606(3) 0.2311(3) 0.98581(14) 0.0612(6) Uani 1 1 d . . .
F24 F 0.41772(19) 0.40006(18) 1.04781(10) 0.0887(5) Uani 1 1 d . . .
C24 C 0.3576(3) 0.3601(3) 0.98320(15) 0.0613(6) Uani 1 1 d . . .
F25 F 0.28052(18) 0.57463(15) 0.91424(11) 0.0810(4) Uani 1 1 d . . .
C25 C 0.2873(3) 0.4484(2) 0.91606(15) 0.0563(5) Uani 1 1 d . . .
F26 F 0.15230(14) 0.49447(11) 0.78778(8) 0.0599(3) Uani 1 1 d . . .
C26 C 0.2222(2) 0.4052(2) 0.85164(13) 0.0476(5) Uani 1 1 d . . .
C31 C -0.0094(2) -0.11349(19) 0.72228(13) 0.0459(4) Uani 1 1 d . . .
F32 F -0.11842(15) -0.04381(13) 0.58418(8) 0.0612(3) Uani 1 1 d . . .
C32 C -0.1126(2) -0.12342(19) 0.66127(13) 0.0482(5) Uani 1 1 d . . .
F33 F -0.31042(15) -0.21881(13) 0.61705(9) 0.0658(4) Uani 1 1 d . . .
C33 C -0.2106(2) -0.2123(2) 0.67696(14) 0.0518(5) Uani 1 1 d . . .
F34 F -0.30316(18) -0.38228(14) 0.77046(11) 0.0787(4) Uani 1 1 d . . .
C34 C -0.2066(3) -0.2959(2) 0.75495(16) 0.0564(5) Uani 1 1 d . . .
F35 F -0.09883(18) -0.37267(13) 0.89276(9) 0.0762(4) Uani 1 1 d . . .
C35 C -0.1051(3) -0.2905(2) 0.81650(15) 0.0575(6) Uani 1 1 d . . .
F36 F 0.08437(16) -0.19231(13) 0.86311(8) 0.0661(4) Uani 1 1 d . . .
C36 C -0.0091(2) -0.1992(2) 0.80016(14) 0.0522(5) Uani 1 1 d . . .
C41 C 0.2383(2) 0.33513(19) 0.61488(12) 0.0434(4) Uani 1 1 d . . .
F42 F 0.07947(13) 0.29560(12) 0.50855(7) 0.0555(3) Uani 1 1 d . . .
C42 C 0.1725(2) 0.3694(2) 0.53386(12) 0.0458(4) Uani 1 1 d . . .
F43 F 0.12992(15) 0.50413(14) 0.39631(8) 0.0687(4) Uani 1 1 d . . .
C43 C 0.1956(2) 0.4777(2) 0.47424(13) 0.0528(5) Uani 1 1 d . . .
F44 F 0.31079(17) 0.66500(14) 0.43780(10) 0.0779(4) Uani 1 1 d . . .
C44 C 0.2878(3) 0.5593(2) 0.49491(14) 0.0561(5) Uani 1 1 d . . .
F45 F 0.45030(16) 0.60620(13) 0.59432(10) 0.0706(4) Uani 1 1 d . . .
C45 C 0.3576(2) 0.5295(2) 0.57382(15) 0.0535(5) Uani 1 1 d . . .
F46 F 0.41091(13) 0.39144(12) 0.70542(8) 0.0572(3) Uani 1 1 d . . .
C46 C 0.3334(2) 0.4184(2) 0.63049(13) 0.0472(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
S1 C3 1.792(2) . ?
S1 C1 1.8282(19) . ?
S1 B1 2.073(2) . ?
B1 C41 1.623(3) . ?
B1 C5 1.628(3) . ?
B1 C2 1.634(3) . ?
C1 C2 1.339(3) . ?
C1 C9 1.522(3) . ?
C2 C21 1.492(3) . ?
C3 C4 1.338(3) . ?
C3 C31 1.490(3) . ?
C4 C6 1.505(3) . ?
C4 C5 1.525(3) . ?
C5 C8 1.538(3) . ?
C5 C7 1.549(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C12 1.519(3) . ?
C9 C10 1.521(3) . ?
C9 C11 1.537(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C21 C26 1.383(3) . ?
C21 C22 1.386(3) . ?
F22 C22 1.345(3) . ?
C22 C23 1.388(3) . ?
F23 C23 1.342(3) . ?
C23 C24 1.371(4) . ?
F24 C24 1.342(3) . ?
C24 C25 1.380(3) . ?
F25 C25 1.340(3) . ?
C25 C26 1.379(3) . ?
F26 C26 1.349(2) . ?
C31 C36 1.387(3) . ?
C31 C32 1.391(3) . ?
F32 C32 1.345(2) . ?
C32 C33 1.374(3) . ?
F33 C33 1.346(2) . ?
C33 C34 1.376(3) . ?
F34 C34 1.344(3) . ?
C34 C35 1.373(3) . ?
F35 C35 1.347(3) . ?
C35 C36 1.381(3) . ?
F36 C36 1.345(3) . ?
C41 C46 1.384(3) . ?
C41 C42 1.391(3) . ?
F42 C42 1.352(2) . ?
C42 C43 1.385(3) . ?
F43 C43 1.348(2) . ?
C43 C44 1.380(3) . ?
F44 C44 1.344(2) . ?
C44 C45 1.377(3) . ?
F45 C45 1.342(3) . ?
C45 C46 1.387(3) . ?
F46 C46 1.357(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C1 101.50(9) . . ?
C3 S1 B1 89.94(9) . . ?
C1 S1 B1 73.75(9) . . ?
C41 B1 C5 116.51(16) . . ?
C41 B1 C2 116.82(16) . . ?
C5 B1 C2 119.43(16) . . ?
C41 B1 S1 113.08(13) . . ?
C5 B1 S1 101.71(13) . . ?
C2 B1 S1 81.90(11) . . ?
C2 C1 C9 138.47(18) . . ?
C2 C1 S1 100.32(13) . . ?
C9 C1 S1 120.99(14) . . ?
C1 C2 C21 124.73(17) . . ?
C1 C2 B1 103.99(16) . . ?
C21 C2 B1 131.28(16) . . ?
C4 C3 C31 126.39(18) . . ?
C4 C3 S1 116.60(16) . . ?
C31 C3 S1 116.99(14) . . ?
C3 C4 C6 122.4(2) . . ?
C3 C4 C5 118.58(18) . . ?
C6 C4 C5 118.86(18) . . ?
C4 C5 C8 111.96(17) . . ?
C4 C5 C7 106.28(17) . . ?
C8 C5 C7 108.10(18) . . ?
C4 C5 B1 108.26(15) . . ?
C8 C5 B1 110.75(17) . . ?
C7 C5 B1 111.43(16) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C9 C10 109.4(2) . . ?
C12 C9 C1 111.86(18) . . ?
C10 C9 C1 110.82(17) . . ?
C12 C9 C11 109.2(2) . . ?
C10 C9 C11 107.7(2) . . ?
C1 C9 C11 107.71(17) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C26 C21 C22 116.08(19) . . ?
C26 C21 C2 122.10(17) . . ?
C22 C21 C2 121.82(18) . . ?
F22 C22 C21 119.68(19) . . ?
F22 C22 C23 117.91(19) . . ?
C21 C22 C23 122.4(2) . . ?
F23 C23 C24 120.2(2) . . ?
F23 C23 C22 120.4(2) . . ?
C24 C23 C22 119.4(2) . . ?
F24 C24 C23 119.8(2) . . ?
F24 C24 C25 120.2(2) . . ?
C23 C24 C25 120.0(2) . . ?
F25 C25 C26 120.5(2) . . ?
F25 C25 C24 120.3(2) . . ?
C26 C25 C24 119.2(2) . . ?
F26 C26 C25 117.54(19) . . ?
F26 C26 C21 119.53(18) . . ?
C25 C26 C21 122.91(19) . . ?
C36 C31 C32 116.51(19) . . ?
C36 C31 C3 121.67(18) . . ?
C32 C31 C3 121.81(18) . . ?
F32 C32 C33 118.13(19) . . ?
F32 C32 C31 119.68(18) . . ?
C33 C32 C31 122.19(19) . . ?
F33 C33 C32 120.9(2) . . ?
F33 C33 C34 119.5(2) . . ?
C32 C33 C34 119.6(2) . . ?
F34 C34 C35 120.4(2) . . ?
F34 C34 C33 119.6(2) . . ?
C35 C34 C33 120.1(2) . . ?
F35 C35 C34 120.7(2) . . ?
F35 C35 C36 119.7(2) . . ?
C34 C35 C36 119.6(2) . . ?
F36 C36 C35 118.24(19) . . ?
F36 C36 C31 119.67(19) . . ?
C35 C36 C31 122.1(2) . . ?
C46 C41 C42 113.71(18) . . ?
C46 C41 B1 120.52(17) . . ?
C42 C41 B1 125.72(18) . . ?
F42 C42 C43 115.48(18) . . ?
F42 C42 C41 120.54(18) . . ?
C43 C42 C41 124.0(2) . . ?
F43 C43 C44 119.67(19) . . ?
F43 C43 C42 120.9(2) . . ?
C44 C43 C42 119.45(19) . . ?
F44 C44 C45 120.7(2) . . ?
F44 C44 C43 120.1(2) . . ?
C45 C44 C43 119.19(19) . . ?
F45 C45 C44 120.0(2) . . ?
F45 C45 C46 120.8(2) . . ?
C44 C45 C46 119.1(2) . . ?
F46 C46 C41 119.29(18) . . ?
F46 C46 C45 116.23(19) . . ?
C41 C46 C45 124.48(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 B1 C41 143.22(15) . . . . ?
C1 S1 B1 C41 -114.78(15) . . . . ?
C3 S1 B1 C5 17.50(13) . . . . ?
C1 S1 B1 C5 119.50(14) . . . . ?
C3 S1 B1 C2 -101.02(11) . . . . ?
C1 S1 B1 C2 0.99(10) . . . . ?
C3 S1 C1 C2 85.32(14) . . . . ?
B1 S1 C1 C2 -1.21(13) . . . . ?
C3 S1 C1 C9 -99.10(16) . . . . ?
B1 S1 C1 C9 174.37(17) . . . . ?
C9 C1 C2 C21 7.7(4) . . . . ?
S1 C1 C2 C21 -178.02(15) . . . . ?
C9 C1 C2 B1 -172.8(2) . . . . ?
S1 C1 C2 B1 1.52(16) . . . . ?
C41 B1 C2 C1 110.49(18) . . . . ?
C5 B1 C2 C1 -100.3(2) . . . . ?
S1 B1 C2 C1 -1.33(14) . . . . ?
C41 B1 C2 C21 -70.0(3) . . . . ?
C5 B1 C2 C21 79.3(3) . . . . ?
S1 B1 C2 C21 178.17(19) . . . . ?
C1 S1 C3 C4 -82.35(17) . . . . ?
B1 S1 C3 C4 -8.95(17) . . . . ?
C1 S1 C3 C31 99.07(16) . . . . ?
B1 S1 C3 C31 172.47(15) . . . . ?
C31 C3 C4 C6 -1.8(3) . . . . ?
S1 C3 C4 C6 179.82(17) . . . . ?
C31 C3 C4 C5 174.15(18) . . . . ?
S1 C3 C4 C5 -4.3(2) . . . . ?
C3 C4 C5 C8 141.6(2) . . . . ?
C6 C4 C5 C8 -42.3(3) . . . . ?
C3 C4 C5 C7 -100.6(2) . . . . ?
C6 C4 C5 C7 75.5(2) . . . . ?
C3 C4 C5 B1 19.2(2) . . . . ?
C6 C4 C5 B1 -164.71(19) . . . . ?
C41 B1 C5 C4 -145.35(17) . . . . ?
C2 B1 C5 C4 65.3(2) . . . . ?
S1 B1 C5 C4 -21.93(17) . . . . ?
C41 B1 C5 C8 91.6(2) . . . . ?
C2 B1 C5 C8 -57.8(2) . . . . ?
S1 B1 C5 C8 -145.02(15) . . . . ?
C41 B1 C5 C7 -28.8(2) . . . . ?
C2 B1 C5 C7 -178.17(18) . . . . ?
S1 B1 C5 C7 94.60(17) . . . . ?
C2 C1 C9 C12 -5.8(4) . . . . ?
S1 C1 C9 C12 -179.2(2) . . . . ?
C2 C1 C9 C10 -128.2(3) . . . . ?
S1 C1 C9 C10 58.4(2) . . . . ?
C2 C1 C9 C11 114.2(3) . . . . ?
S1 C1 C9 C11 -59.2(2) . . . . ?
C1 C2 C21 C26 -96.7(2) . . . . ?
B1 C2 C21 C26 83.9(3) . . . . ?
C1 C2 C21 C22 82.9(3) . . . . ?
B1 C2 C21 C22 -96.5(3) . . . . ?
C26 C21 C22 F22 177.28(18) . . . . ?
C2 C21 C22 F22 -2.3(3) . . . . ?
C26 C21 C22 C23 -1.1(3) . . . . ?
C2 C21 C22 C23 179.24(19) . . . . ?
F22 C22 C23 F23 0.5(3) . . . . ?
C21 C22 C23 F23 179.0(2) . . . . ?
F22 C22 C23 C24 -177.7(2) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
F23 C23 C24 F24 -0.7(3) . . . . ?
C22 C23 C24 F24 177.5(2) . . . . ?
F23 C23 C24 C25 -178.0(2) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
F24 C24 C25 F25 1.0(3) . . . . ?
C23 C24 C25 F25 178.3(2) . . . . ?
F24 C24 C25 C26 -178.03(19) . . . . ?
C23 C24 C25 C26 -0.7(3) . . . . ?
F25 C25 C26 F26 -0.1(3) . . . . ?
C24 C25 C26 F26 178.93(19) . . . . ?
F25 C25 C26 C21 -178.66(19) . . . . ?
C24 C25 C26 C21 0.3(3) . . . . ?
C22 C21 C26 F26 -177.99(18) . . . . ?
C2 C21 C26 F26 1.6(3) . . . . ?
C22 C21 C26 C25 0.6(3) . . . . ?
C2 C21 C26 C25 -179.81(19) . . . . ?
C4 C3 C31 C36 60.8(3) . . . . ?
S1 C3 C31 C36 -120.80(18) . . . . ?
C4 C3 C31 C32 -120.3(2) . . . . ?
S1 C3 C31 C32 58.1(2) . . . . ?
C36 C31 C32 F32 -179.64(17) . . . . ?
C3 C31 C32 F32 1.4(3) . . . . ?
C36 C31 C32 C33 0.6(3) . . . . ?
C3 C31 C32 C33 -178.35(19) . . . . ?
F32 C32 C33 F33 -0.5(3) . . . . ?
C31 C32 C33 F33 179.27(18) . . . . ?
F32 C32 C33 C34 179.45(18) . . . . ?
C31 C32 C33 C34 -0.8(3) . . . . ?
F33 C33 C34 F34 -0.5(3) . . . . ?
C32 C33 C34 F34 179.59(19) . . . . ?
F33 C33 C34 C35 179.83(18) . . . . ?
C32 C33 C34 C35 -0.1(3) . . . . ?
F34 C34 C35 F35 1.1(3) . . . . ?
C33 C34 C35 F35 -179.26(18) . . . . ?
F34 C34 C35 C36 -178.55(19) . . . . ?
C33 C34 C35 C36 1.1(3) . . . . ?
F35 C35 C36 F36 -2.6(3) . . . . ?
C34 C35 C36 F36 177.01(19) . . . . ?
F35 C35 C36 C31 179.06(19) . . . . ?
C34 C35 C36 C31 -1.3(3) . . . . ?
C32 C31 C36 F36 -177.86(17) . . . . ?
C3 C31 C36 F36 1.1(3) . . . . ?
C32 C31 C36 C35 0.5(3) . . . . ?
C3 C31 C36 C35 179.42(19) . . . . ?
C5 B1 C41 C46 -90.8(2) . . . . ?
C2 B1 C41 C46 59.4(2) . . . . ?
S1 B1 C41 C46 151.89(15) . . . . ?
C5 B1 C41 C42 86.6(2) . . . . ?
C2 B1 C41 C42 -123.3(2) . . . . ?
S1 B1 C41 C42 -30.8(2) . . . . ?
C46 C41 C42 F42 178.47(16) . . . . ?
B1 C41 C42 F42 1.0(3) . . . . ?
C46 C41 C42 C43 -1.4(3) . . . . ?
B1 C41 C42 C43 -178.95(18) . . . . ?
F42 C42 C43 F43 -0.9(3) . . . . ?
C41 C42 C43 F43 179.00(18) . . . . ?
F42 C42 C43 C44 179.38(18) . . . . ?
C41 C42 C43 C44 -0.7(3) . . . . ?
F43 C43 C44 F44 0.5(3) . . . . ?
C42 C43 C44 F44 -179.75(18) . . . . ?
F43 C43 C44 C45 -178.24(18) . . . . ?
C42 C43 C44 C45 1.5(3) . . . . ?
F44 C44 C45 F45 -0.2(3) . . . . ?
C43 C44 C45 F45 178.54(18) . . . . ?
F44 C44 C45 C46 -178.81(18) . . . . ?
C43 C44 C45 C46 0.0(3) . . . . ?
C42 C41 C46 F46 -176.40(16) . . . . ?
B1 C41 C46 F46 1.3(3) . . . . ?
C42 C41 C46 C45 3.0(3) . . . . ?
B1 C41 C46 C45 -179.35(18) . . . . ?
F45 C45 C46 F46 -1.5(3) . . . . ?
C44 C45 C46 F46 177.04(18) . . . . ?
F45 C45 C46 C41 179.08(18) . . . . ?
C44 C45 C46 C41 -2.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        66.91
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.040
####################################################################### 
# 
# 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_cel001
_database_code_depnum_ccdc_archive 'CCDC 1044975'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 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 F15 P S'
_chemical_formula_weight         782.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_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                   10.6872(6)
_cell_length_b                   20.2903(12)
_cell_length_c                   16.7936(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.710(2)
_cell_angle_gamma                90.00
_cell_volume                     3616.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9681
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.46

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9702
_exptl_absorpt_correction_T_max  0.9770
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            31213
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_sigmaI/netI    0.0636
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         27.53
_reflns_number_total             8290
_reflns_number_gt                5447
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

 One badly disordered solvent molecule (pentane) 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 0.000 232 64 ' '
2 -0.013 0.274 0.462 10 0 ' '
3 0.013 0.726 0.538 10 1 ' '
4 0.500 1.000 0.500 232 64 ' '
5 0.487 0.226 0.962 10 1 ' '
6 0.513 0.774 0.038 10 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)+(0.0457P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8290
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.0982
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
S1 S 0.12481(5) 0.19906(3) 0.65561(3) 0.02158(12) Uani 1 1 d . . .
B1 B 0.0596(2) 0.22091(11) 0.80987(13) 0.0172(5) Uani 1 1 d . . .
P1 P 0.30962(5) 0.36876(3) 0.64222(3) 0.02419(14) Uani 1 1 d . . .
C1 C -0.00457(18) 0.15343(9) 0.68410(11) 0.0185(4) Uani 1 1 d . . .
C2 C -0.02782(17) 0.16450(9) 0.75988(11) 0.0166(4) Uani 1 1 d . . .
C3 C 0.16106(17) 0.24229(9) 0.74680(10) 0.0163(4) Uani 1 1 d . . .
C4 C -0.06034(19) 0.10449(10) 0.62027(11) 0.0227(5) Uani 1 1 d . . .
C5 C -0.0595(3) 0.13363(13) 0.53593(12) 0.0489(7) Uani 1 1 d . . .
H5A H -0.1038 0.1760 0.5327 0.073 Uiso 1 1 calc R . .
H5B H -0.1018 0.1032 0.4962 0.073 Uiso 1 1 calc R . .
H5C H 0.0278 0.1403 0.5251 0.073 Uiso 1 1 calc R . .
C6 C -0.1973(2) 0.08537(14) 0.62727(15) 0.0470(7) Uani 1 1 d . . .
H6A H -0.2011 0.0596 0.6763 0.070 Uiso 1 1 calc R . .
H6B H -0.2301 0.0590 0.5806 0.070 Uiso 1 1 calc R . .
H6C H -0.2482 0.1253 0.6294 0.070 Uiso 1 1 calc R . .
C7 C 0.0201(3) 0.04229(12) 0.62830(18) 0.0549(8) Uani 1 1 d . . .
H7A H 0.1073 0.0534 0.6211 0.082 Uiso 1 1 calc R . .
H7B H -0.0127 0.0104 0.5873 0.082 Uiso 1 1 calc R . .
H7C H 0.0175 0.0231 0.6816 0.082 Uiso 1 1 calc R . .
C11 C 0.25955(18) 0.28375(9) 0.76138(11) 0.0182(4) Uani 1 1 d . . .
C12 C 0.2750(2) 0.31993(10) 0.84119(11) 0.0251(5) Uani 1 1 d . . .
H12A H 0.1947 0.3198 0.8640 0.038 Uiso 1 1 calc R . .
H12B H 0.3010 0.3655 0.8329 0.038 Uiso 1 1 calc R . .
H12C H 0.3394 0.2978 0.8782 0.038 Uiso 1 1 calc R . .
C13 C 0.36338(18) 0.29896(10) 0.70666(11) 0.0214(4) Uani 1 1 d . . .
C14 C 0.3974(2) 0.24166(10) 0.65239(12) 0.0263(5) Uani 1 1 d . . .
H14A H 0.4731 0.2532 0.6276 0.039 Uiso 1 1 calc R . .
H14B H 0.3273 0.2338 0.6104 0.039 Uiso 1 1 calc R . .
H14C H 0.4134 0.2017 0.6847 0.039 Uiso 1 1 calc R . .
C15 C 0.48827(19) 0.31984(11) 0.75652(13) 0.0321(5) Uani 1 1 d . . .
H15A H 0.5155 0.2852 0.7953 0.048 Uiso 1 1 calc R . .
H15B H 0.4751 0.3609 0.7851 0.048 Uiso 1 1 calc R . .
H15C H 0.5532 0.3267 0.7207 0.048 Uiso 1 1 calc R . .
C16 C 0.1752(2) 0.34877(11) 0.57281(13) 0.0294(5) Uani 1 1 d . . .
H16A H 0.1093 0.3300 0.6019 0.044 Uiso 1 1 calc R . .
H16B H 0.1992 0.3166 0.5338 0.044 Uiso 1 1 calc R . .
H16C H 0.1434 0.3888 0.5447 0.044 Uiso 1 1 calc R . .
C17 C 0.2678(2) 0.43732(11) 0.69955(14) 0.0367(6) Uani 1 1 d . . .
H17A H 0.2469 0.4750 0.6639 0.055 Uiso 1 1 calc R . .
H17B H 0.3389 0.4489 0.7394 0.055 Uiso 1 1 calc R . .
H17C H 0.1947 0.4259 0.7269 0.055 Uiso 1 1 calc R . .
C18 C 0.4326(2) 0.39540(12) 0.58541(14) 0.0381(6) Uani 1 1 d . . .
H18A H 0.4043 0.4343 0.5536 0.057 Uiso 1 1 calc R . .
H18B H 0.4528 0.3599 0.5495 0.057 Uiso 1 1 calc R . .
H18C H 0.5078 0.4066 0.6221 0.057 Uiso 1 1 calc R . .
C21 C -0.13073(18) 0.13067(9) 0.79664(11) 0.0169(4) Uani 1 1 d . . .
F22 F -0.28550(11) 0.20779(6) 0.74487(7) 0.0310(3) Uani 1 1 d . . .
C22 C -0.25327(19) 0.15494(10) 0.79104(11) 0.0208(4) Uani 1 1 d . . .
F23 F -0.46325(11) 0.15195(7) 0.82295(8) 0.0420(4) Uani 1 1 d . . .
C23 C -0.34633(18) 0.12640(11) 0.82945(12) 0.0254(5) Uani 1 1 d . . .
F24 F -0.40889(11) 0.04315(6) 0.91451(8) 0.0405(3) Uani 1 1 d . . .
C24 C -0.31943(19) 0.07115(11) 0.87568(13) 0.0264(5) Uani 1 1 d . . .
F25 F -0.17200(11) -0.00811(6) 0.92894(7) 0.0349(3) Uani 1 1 d . . .
C25 C -0.20039(19) 0.04561(10) 0.88300(12) 0.0222(5) Uani 1 1 d . . .
F26 F 0.00560(10) 0.04610(5) 0.85204(7) 0.0270(3) Uani 1 1 d . . .
C26 C -0.10927(18) 0.07491(9) 0.84373(12) 0.0194(4) Uani 1 1 d . . .
C31 C -0.04060(18) 0.27919(9) 0.83087(11) 0.0187(4) Uani 1 1 d . . .
F32 F 0.00227(11) 0.35218(6) 0.72683(7) 0.0309(3) Uani 1 1 d . . .
C32 C -0.06641(19) 0.33630(10) 0.78726(11) 0.0213(5) Uani 1 1 d . . .
F33 F -0.17710(12) 0.43583(6) 0.75512(8) 0.0412(3) Uani 1 1 d . . .
C33 C -0.1592(2) 0.38111(10) 0.79992(12) 0.0265(5) Uani 1 1 d . . .
F34 F -0.32352(12) 0.41292(6) 0.87448(8) 0.0394(3) Uani 1 1 d . . .
C34 C -0.23326(19) 0.36972(10) 0.86005(13) 0.0268(5) Uani 1 1 d . . .
F35 F -0.28738(12) 0.30104(7) 0.96363(7) 0.0388(3) Uani 1 1 d . . .
C35 C -0.21377(19) 0.31380(11) 0.90524(12) 0.0252(5) Uani 1 1 d . . .
F36 F -0.10948(11) 0.21615(6) 0.93776(6) 0.0276(3) Uani 1 1 d . . .
C36 C -0.12063(19) 0.27050(10) 0.89003(11) 0.0218(5) Uani 1 1 d . . .
C41 C 0.14507(17) 0.19073(9) 0.89070(11) 0.0170(4) Uani 1 1 d . . .
F42 F 0.10719(11) 0.27556(6) 0.98429(6) 0.0298(3) Uani 1 1 d . . .
C42 C 0.16218(19) 0.21738(10) 0.96759(11) 0.0211(4) Uani 1 1 d . . .
F43 F 0.24479(13) 0.21840(6) 1.10507(7) 0.0392(3) Uani 1 1 d . . .
C43 C 0.23576(19) 0.18962(11) 1.03204(11) 0.0243(5) Uani 1 1 d . . .
F44 F 0.37120(11) 0.10423(6) 1.08362(7) 0.0366(3) Uani 1 1 d . . .
C44 C 0.29963(19) 0.13238(11) 1.02195(12) 0.0242(5) Uani 1 1 d . . .
F45 F 0.34905(11) 0.04711(6) 0.93638(7) 0.0317(3) Uani 1 1 d . . .
C45 C 0.28889(18) 0.10431(10) 0.94724(12) 0.0206(4) Uani 1 1 d . . .
F46 F 0.21756(10) 0.10473(5) 0.81207(6) 0.0221(3) Uani 1 1 d . . .
C46 C 0.21603(18) 0.13416(9) 0.88414(11) 0.0180(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
S1 C3 1.7681(18) . ?
S1 C1 1.7755(19) . ?
B1 C2 1.644(3) . ?
B1 C3 1.660(3) . ?
B1 C31 1.660(3) . ?
B1 C41 1.662(3) . ?
P1 C17 1.778(2) . ?
P1 C16 1.788(2) . ?
P1 C18 1.795(2) . ?
P1 C13 1.834(2) . ?
C1 C2 1.344(3) . ?
C1 C4 1.530(3) . ?
C2 C21 1.490(3) . ?
C3 C11 1.347(3) . ?
C4 C7 1.524(3) . ?
C4 C6 1.532(3) . ?
C4 C5 1.536(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C11 C12 1.520(3) . ?
C11 C13 1.552(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.547(3) . ?
C13 C15 1.549(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C26 1.384(3) . ?
C21 C22 1.392(3) . ?
F22 C22 1.344(2) . ?
C22 C23 1.375(3) . ?
F23 C23 1.345(2) . ?
C23 C24 1.375(3) . ?
F24 C24 1.345(2) . ?
C24 C25 1.366(3) . ?
F25 C25 1.349(2) . ?
C25 C26 1.374(3) . ?
F26 C26 1.352(2) . ?
C31 C32 1.381(3) . ?
C31 C36 1.396(3) . ?
F32 C32 1.359(2) . ?
C32 C33 1.380(3) . ?
F33 C33 1.342(2) . ?
C33 C34 1.374(3) . ?
F34 C34 1.346(2) . ?
C34 C35 1.367(3) . ?
F35 C35 1.352(2) . ?
C35 C36 1.374(3) . ?
F36 C36 1.360(2) . ?
C41 C46 1.387(3) . ?
C41 C42 1.392(3) . ?
F42 C42 1.362(2) . ?
C42 C43 1.381(3) . ?
F43 C43 1.352(2) . ?
C43 C44 1.368(3) . ?
F44 C44 1.341(2) . ?
C44 C45 1.370(3) . ?
F45 C45 1.350(2) . ?
C45 C46 1.380(3) . ?
F46 C46 1.352(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C1 97.12(9) . . ?
C2 B1 C3 103.33(15) . . ?
C2 B1 C31 105.21(15) . . ?
C3 B1 C31 115.79(16) . . ?
C2 B1 C41 112.69(16) . . ?
C3 B1 C41 106.23(15) . . ?
C31 B1 C41 113.30(15) . . ?
C17 P1 C16 107.28(11) . . ?
C17 P1 C18 107.33(11) . . ?
C16 P1 C18 107.72(11) . . ?
C17 P1 C13 111.46(10) . . ?
C16 P1 C13 112.47(10) . . ?
C18 P1 C13 110.36(11) . . ?
C2 C1 C4 132.22(18) . . ?
C2 C1 S1 113.84(15) . . ?
C4 C1 S1 113.67(13) . . ?
C1 C2 C21 122.85(17) . . ?
C1 C2 B1 116.29(17) . . ?
C21 C2 B1 120.78(15) . . ?
C11 C3 B1 127.02(17) . . ?
C11 C3 S1 123.68(14) . . ?
B1 C3 S1 109.25(13) . . ?
C7 C4 C1 107.80(17) . . ?
C7 C4 C6 108.5(2) . . ?
C1 C4 C6 114.08(17) . . ?
C7 C4 C5 109.6(2) . . ?
C1 C4 C5 110.63(17) . . ?
C6 C4 C5 106.09(18) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C11 C12 117.65(17) . . ?
C3 C11 C13 127.87(17) . . ?
C12 C11 C13 114.47(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C15 106.07(16) . . ?
C14 C13 C11 115.66(16) . . ?
C15 C13 C11 111.39(16) . . ?
C14 C13 P1 108.17(13) . . ?
C15 C13 P1 107.36(14) . . ?
C11 C13 P1 107.86(13) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P1 C16 H16A 109.5 . . ?
P1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
P1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
P1 C17 H17A 109.5 . . ?
P1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
P1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
P1 C18 H18A 109.5 . . ?
P1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
P1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C26 C21 C22 114.81(17) . . ?
C26 C21 C2 122.15(17) . . ?
C22 C21 C2 122.90(17) . . ?
F22 C22 C23 117.13(17) . . ?
F22 C22 C21 119.79(17) . . ?
C23 C22 C21 123.07(18) . . ?
F23 C23 C24 119.41(18) . . ?
F23 C23 C22 121.02(18) . . ?
C24 C23 C22 119.57(18) . . ?
F24 C24 C25 120.25(18) . . ?
F24 C24 C23 120.32(18) . . ?
C25 C24 C23 119.43(18) . . ?
F25 C25 C24 120.19(17) . . ?
F25 C25 C26 119.97(17) . . ?
C24 C25 C26 119.85(18) . . ?
F26 C26 C25 116.69(17) . . ?
F26 C26 C21 120.02(17) . . ?
C25 C26 C21 123.28(18) . . ?
C32 C31 C36 112.47(18) . . ?
C32 C31 B1 125.35(17) . . ?
C36 C31 B1 121.68(17) . . ?
F32 C32 C33 114.79(17) . . ?
F32 C32 C31 120.20(17) . . ?
C33 C32 C31 125.01(18) . . ?
F33 C33 C34 119.62(18) . . ?
F33 C33 C32 121.12(19) . . ?
C34 C33 C32 119.25(19) . . ?
F34 C34 C35 120.42(19) . . ?
F34 C34 C33 120.63(19) . . ?
C35 C34 C33 118.95(19) . . ?
F35 C35 C34 119.84(18) . . ?
F35 C35 C36 120.53(19) . . ?
C34 C35 C36 119.62(19) . . ?
F36 C36 C35 115.11(17) . . ?
F36 C36 C31 120.20(17) . . ?
C35 C36 C31 124.69(19) . . ?
C46 C41 C42 112.41(17) . . ?
C46 C41 B1 119.57(16) . . ?
C42 C41 B1 127.92(17) . . ?
F42 C42 C43 114.32(17) . . ?
F42 C42 C41 120.96(17) . . ?
C43 C42 C41 124.71(18) . . ?
F43 C43 C44 119.70(18) . . ?
F43 C43 C42 120.57(19) . . ?
C44 C43 C42 119.72(18) . . ?
F44 C44 C43 120.92(18) . . ?
F44 C44 C45 120.61(19) . . ?
C43 C44 C45 118.47(18) . . ?
F45 C45 C44 119.41(17) . . ?
F45 C45 C46 120.58(17) . . ?
C44 C45 C46 120.00(18) . . ?
F46 C46 C45 115.41(17) . . ?
F46 C46 C41 120.04(16) . . ?
C45 C46 C41 124.55(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 C1 C2 -1.68(16) . . . . ?
C3 S1 C1 C4 -176.40(14) . . . . ?
C4 C1 C2 C21 -5.6(3) . . . . ?
S1 C1 C2 C21 -179.05(14) . . . . ?
C4 C1 C2 B1 177.42(19) . . . . ?
S1 C1 C2 B1 4.0(2) . . . . ?
C3 B1 C2 C1 -4.4(2) . . . . ?
C31 B1 C2 C1 117.47(18) . . . . ?
C41 B1 C2 C1 -118.61(18) . . . . ?
C3 B1 C2 C21 178.55(16) . . . . ?
C31 B1 C2 C21 -59.6(2) . . . . ?
C41 B1 C2 C21 64.3(2) . . . . ?
C2 B1 C3 C11 -174.70(18) . . . . ?
C31 B1 C3 C11 70.8(2) . . . . ?
C41 B1 C3 C11 -55.9(2) . . . . ?
C2 B1 C3 S1 2.90(17) . . . . ?
C31 B1 C3 S1 -111.56(16) . . . . ?
C41 B1 C3 S1 121.71(14) . . . . ?
C1 S1 C3 C11 176.65(17) . . . . ?
C1 S1 C3 B1 -1.05(14) . . . . ?
C2 C1 C4 C7 -91.1(3) . . . . ?
S1 C1 C4 C7 82.3(2) . . . . ?
C2 C1 C4 C6 29.5(3) . . . . ?
S1 C1 C4 C6 -157.06(17) . . . . ?
C2 C1 C4 C5 149.0(2) . . . . ?
S1 C1 C4 C5 -37.5(2) . . . . ?
B1 C3 C11 C12 -5.6(3) . . . . ?
S1 C3 C11 C12 177.11(14) . . . . ?
B1 C3 C11 C13 173.18(18) . . . . ?
S1 C3 C11 C13 -4.1(3) . . . . ?
C3 C11 C13 C14 -31.0(3) . . . . ?
C12 C11 C13 C14 147.81(17) . . . . ?
C3 C11 C13 C15 -152.2(2) . . . . ?
C12 C11 C13 C15 26.6(2) . . . . ?
C3 C11 C13 P1 90.2(2) . . . . ?
C12 C11 C13 P1 -90.97(17) . . . . ?
C17 P1 C13 C14 179.88(14) . . . . ?
C16 P1 C13 C14 59.36(16) . . . . ?
C18 P1 C13 C14 -60.96(16) . . . . ?
C17 P1 C13 C15 -66.04(16) . . . . ?
C16 P1 C13 C15 173.44(13) . . . . ?
C18 P1 C13 C15 53.12(16) . . . . ?
C17 P1 C13 C11 54.11(16) . . . . ?
C16 P1 C13 C11 -66.41(15) . . . . ?
C18 P1 C13 C11 173.27(13) . . . . ?
C1 C2 C21 C26 96.4(2) . . . . ?
B1 C2 C21 C26 -86.7(2) . . . . ?
C1 C2 C21 C22 -88.2(2) . . . . ?
B1 C2 C21 C22 88.7(2) . . . . ?
C26 C21 C22 F22 -178.01(17) . . . . ?
C2 C21 C22 F22 6.2(3) . . . . ?
C26 C21 C22 C23 0.4(3) . . . . ?
C2 C21 C22 C23 -175.38(19) . . . . ?
F22 C22 C23 F23 -2.2(3) . . . . ?
C21 C22 C23 F23 179.34(19) . . . . ?
F22 C22 C23 C24 178.23(19) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
F23 C23 C24 F24 -0.5(3) . . . . ?
C22 C23 C24 F24 179.09(19) . . . . ?
F23 C23 C24 C25 -179.28(19) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
F24 C24 C25 F25 0.4(3) . . . . ?
C23 C24 C25 F25 179.18(19) . . . . ?
F24 C24 C25 C26 -179.37(18) . . . . ?
C23 C24 C25 C26 -0.6(3) . . . . ?
F25 C25 C26 F26 1.9(3) . . . . ?
C24 C25 C26 F26 -178.41(18) . . . . ?
F25 C25 C26 C21 -178.95(18) . . . . ?
C24 C25 C26 C21 0.8(3) . . . . ?
C22 C21 C26 F26 178.49(17) . . . . ?
C2 C21 C26 F26 -5.7(3) . . . . ?
C22 C21 C26 C25 -0.7(3) . . . . ?
C2 C21 C26 C25 175.12(18) . . . . ?
C2 B1 C31 C32 -97.0(2) . . . . ?
C3 B1 C31 C32 16.4(3) . . . . ?
C41 B1 C31 C32 139.53(19) . . . . ?
C2 B1 C31 C36 74.4(2) . . . . ?
C3 B1 C31 C36 -172.23(17) . . . . ?
C41 B1 C31 C36 -49.1(2) . . . . ?
C36 C31 C32 F32 -179.59(17) . . . . ?
B1 C31 C32 F32 -7.6(3) . . . . ?
C36 C31 C32 C33 0.7(3) . . . . ?
B1 C31 C32 C33 172.77(19) . . . . ?
F32 C32 C33 F33 -0.3(3) . . . . ?
C31 C32 C33 F33 179.34(18) . . . . ?
F32 C32 C33 C34 -179.58(18) . . . . ?
C31 C32 C33 C34 0.1(3) . . . . ?
F33 C33 C34 F34 -0.1(3) . . . . ?
C32 C33 C34 F34 179.20(18) . . . . ?
F33 C33 C34 C35 -179.92(19) . . . . ?
C32 C33 C34 C35 -0.7(3) . . . . ?
F34 C34 C35 F35 1.5(3) . . . . ?
C33 C34 C35 F35 -178.67(18) . . . . ?
F34 C34 C35 C36 -179.54(18) . . . . ?
C33 C34 C35 C36 0.3(3) . . . . ?
F35 C35 C36 F36 -0.5(3) . . . . ?
C34 C35 C36 F36 -179.46(18) . . . . ?
F35 C35 C36 C31 179.61(18) . . . . ?
C34 C35 C36 C31 0.6(3) . . . . ?
C32 C31 C36 F36 178.98(17) . . . . ?
B1 C31 C36 F36 6.6(3) . . . . ?
C32 C31 C36 C35 -1.1(3) . . . . ?
B1 C31 C36 C35 -173.47(19) . . . . ?
C2 B1 C41 C46 49.3(2) . . . . ?
C3 B1 C41 C46 -63.2(2) . . . . ?
C31 B1 C41 C46 168.57(17) . . . . ?
C2 B1 C41 C42 -134.7(2) . . . . ?
C3 B1 C41 C42 112.8(2) . . . . ?
C31 B1 C41 C42 -15.4(3) . . . . ?
C46 C41 C42 F42 175.36(17) . . . . ?
B1 C41 C42 F42 -0.9(3) . . . . ?
C46 C41 C42 C43 -3.2(3) . . . . ?
B1 C41 C42 C43 -179.50(19) . . . . ?
F42 C42 C43 F43 2.7(3) . . . . ?
C41 C42 C43 F43 -178.64(18) . . . . ?
F42 C42 C43 C44 -177.59(18) . . . . ?
C41 C42 C43 C44 1.1(3) . . . . ?
F43 C43 C44 F44 0.1(3) . . . . ?
C42 C43 C44 F44 -179.66(18) . . . . ?
F43 C43 C44 C45 -179.93(17) . . . . ?
C42 C43 C44 C45 0.3(3) . . . . ?
F44 C44 C45 F45 1.4(3) . . . . ?
C43 C44 C45 F45 -178.64(18) . . . . ?
F44 C44 C45 C46 -179.30(17) . . . . ?
C43 C44 C45 C46 0.7(3) . . . . ?
F45 C45 C46 F46 -4.4(3) . . . . ?
C44 C45 C46 F46 176.22(17) . . . . ?
F45 C45 C46 C41 176.02(17) . . . . ?
C44 C45 C46 C41 -3.3(3) . . . . ?
C42 C41 C46 F46 -175.18(16) . . . . ?
B1 C41 C46 F46 1.4(3) . . . . ?
C42 C41 C46 C45 4.3(3) . . . . ?
B1 C41 C46 C45 -179.04(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.058
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erk7505
_database_code_depnum_ccdc_archive 'CCDC 1044976'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H23 F5 S'
_chemical_formula_weight         438.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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/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                   24.4977(3)
_cell_length_b                   10.21320(10)
_cell_length_c                   19.1177(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.3000(10)
_cell_angle_gamma                90.00
_cell_volume                     4425.50(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7873
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1824
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9384
_exptl_absorpt_correction_T_max  0.9676
_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            23358
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.0337
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         25.35
_reflns_number_total             7906
_reflns_number_gt                6694
_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. 

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0436P)²+2.7506P] 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         7906
_refine_ls_number_parameters     653
_refine_ls_number_restraints     282
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.103
_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
S1A S 0.39109(3) 0.88092(5) 0.11325(3) 0.04342(15) Uani 1 1 d . . .
C2A C 0.35317(9) 0.8099(2) 0.16305(12) 0.0403(5) Uani 1 1 d . A .
C3A C 0.36318(9) 0.6778(2) 0.16730(11) 0.0375(4) Uani 1 1 d . . .
C4A C 0.40156(9) 0.63447(19) 0.13055(11) 0.0369(4) Uani 1 1 d . . .
C5A C 0.42063(9) 0.7353(2) 0.09821(12) 0.0394(5) Uani 1 1 d . B .
C6A C 0.31856(10) 0.8964(2) 0.19694(13) 0.0488(5) Uani 1 1 d D . .
C7A C 0.2884(11) 1.011(2) 0.1426(11) 0.069(5) Uani 0.24(2) 1 d PDU A 1
H701 H 0.2666 1.0643 0.1649 0.103 Uiso 0.24(2) 1 calc PR A 1
H702 H 0.2615 0.9754 0.0948 0.103 Uiso 0.24(2) 1 calc PR A 1
H703 H 0.3182 1.0635 0.1341 0.103 Uiso 0.24(2) 1 calc PR A 1
C8A C 0.2710(11) 0.8253(19) 0.2152(18) 0.083(6) Uani 0.24(2) 1 d PDU A 1
H801 H 0.2514 0.8867 0.2367 0.124 Uiso 0.24(2) 1 calc PR A 1
H802 H 0.2889 0.7559 0.2513 0.124 Uiso 0.24(2) 1 calc PR A 1
H803 H 0.2424 0.7880 0.1693 0.124 Uiso 0.24(2) 1 calc PR A 1
C9A C 0.3611(9) 0.960(3) 0.2693(11) 0.082(6) Uani 0.24(2) 1 d PDU A 1
H901 H 0.3392 1.0148 0.2908 0.124 Uiso 0.24(2) 1 calc PR A 1
H902 H 0.3895 1.0127 0.2578 0.124 Uiso 0.24(2) 1 calc PR A 1
H903 H 0.3816 0.8922 0.3053 0.124 Uiso 0.24(2) 1 calc PR A 1
C7C C 0.3112(6) 1.0337(7) 0.1642(7) 0.097(2) Uani 0.76(2) 1 d PDU A 2
H711 H 0.2889 1.0865 0.1862 0.146 Uiso 0.76(2) 1 calc PR A 2
H712 H 0.2902 1.0295 0.1098 0.146 Uiso 0.76(2) 1 calc PR A 2
H713 H 0.3497 1.0727 0.1755 0.146 Uiso 0.76(2) 1 calc PR A 2
C8C C 0.2577(2) 0.8374(7) 0.1818(5) 0.0730(17) Uani 0.76(2) 1 d PDU A 2
H811 H 0.2362 0.8935 0.2035 0.110 Uiso 0.76(2) 1 calc PR A 2
H812 H 0.2623 0.7512 0.2046 0.110 Uiso 0.76(2) 1 calc PR A 2
H813 H 0.2359 0.8303 0.1277 0.110 Uiso 0.76(2) 1 calc PR A 2
C9C C 0.3527(3) 0.9037(11) 0.2823(3) 0.078(2) Uani 0.76(2) 1 d PDU A 2
H911 H 0.3314 0.9582 0.3048 0.116 Uiso 0.76(2) 1 calc PR A 2
H912 H 0.3914 0.9411 0.2926 0.116 Uiso 0.76(2) 1 calc PR A 2
H913 H 0.3571 0.8163 0.3036 0.116 Uiso 0.76(2) 1 calc PR A 2
C10A C 0.46107(11) 0.7341(2) 0.05417(13) 0.0483(5) Uani 1 1 d D . .
C11A C 0.4710(6) 0.8751(8) 0.0366(7) 0.089(4) Uani 0.69(3) 1 d PDU B 1
H11A H 0.4966 0.8771 0.0085 0.133 Uiso 0.69(3) 1 calc PR B 1
H11B H 0.4892 0.9233 0.0835 0.133 Uiso 0.69(3) 1 calc PR B 1
H11C H 0.4334 0.9150 0.0066 0.133 Uiso 0.69(3) 1 calc PR B 1
C12A C 0.4277(6) 0.6651(11) -0.0218(4) 0.076(3) Uani 0.69(3) 1 d PDU B 1
H12A H 0.4524 0.6625 -0.0511 0.115 Uiso 0.69(3) 1 calc PR B 1
H12B H 0.3917 0.7128 -0.0495 0.115 Uiso 0.69(3) 1 calc PR B 1
H12C H 0.4179 0.5765 -0.0124 0.115 Uiso 0.69(3) 1 calc PR B 1
C13A C 0.5196(4) 0.6654(10) 0.0970(7) 0.064(2) Uani 0.69(3) 1 d PDU B 1
H13A H 0.5437 0.6668 0.0668 0.096 Uiso 0.69(3) 1 calc PR B 1
H13B H 0.5121 0.5754 0.1070 0.096 Uiso 0.69(3) 1 calc PR B 1
H13C H 0.5401 0.7103 0.1445 0.096 Uiso 0.69(3) 1 calc PR B 1
C11C C 0.4771(9) 0.8696(12) 0.0316(11) 0.049(4) Uani 0.31(3) 1 d PDU B 2
H11D H 0.5028 0.8585 0.0040 0.074 Uiso 0.31(3) 1 calc PR B 2
H11E H 0.4971 0.9211 0.0768 0.074 Uiso 0.31(3) 1 calc PR B 2
H11F H 0.4413 0.9145 -0.0001 0.074 Uiso 0.31(3) 1 calc PR B 2
C12C C 0.4444(11) 0.641(2) -0.0119(13) 0.074(5) Uani 0.31(3) 1 d PDU B 2
H12D H 0.4732 0.6461 -0.0352 0.110 Uiso 0.31(3) 1 calc PR B 2
H12E H 0.4057 0.6637 -0.0487 0.110 Uiso 0.31(3) 1 calc PR B 2
H12F H 0.4434 0.5520 0.0058 0.110 Uiso 0.31(3) 1 calc PR B 2
C13C C 0.5222(8) 0.694(3) 0.1136(14) 0.088(7) Uani 0.31(3) 1 d PDU B 2
H13D H 0.5507 0.6900 0.0897 0.132 Uiso 0.31(3) 1 calc PR B 2
H13E H 0.5193 0.6091 0.1344 0.132 Uiso 0.31(3) 1 calc PR B 2
H13F H 0.5350 0.7585 0.1539 0.132 Uiso 0.31(3) 1 calc PR B 2
C21A C 0.33816(9) 0.5788(2) 0.20379(12) 0.0401(5) Uani 1 1 d . . .
F22A F 0.25772(7) 0.54263(19) 0.08952(9) 0.0764(5) Uani 1 1 d . . .
C22A C 0.28699(11) 0.5112(3) 0.16211(14) 0.0520(6) Uani 1 1 d . . .
F23A F 0.21571(9) 0.3499(2) 0.15030(12) 0.1028(7) Uani 1 1 d . . .
C23A C 0.26524(12) 0.4122(3) 0.19258(17) 0.0635(7) Uani 1 1 d . . .
F24A F 0.27285(10) 0.28014(18) 0.29517(12) 0.0984(7) Uani 1 1 d . . .
C24A C 0.29433(14) 0.3768(2) 0.26598(18) 0.0633(7) Uani 1 1 d . . .
F25A F 0.37271(9) 0.40837(19) 0.38236(10) 0.0853(5) Uani 1 1 d . . .
C25A C 0.34483(12) 0.4409(3) 0.30951(15) 0.0568(6) Uani 1 1 d . . .
F26A F 0.41672(6) 0.59861(16) 0.32168(8) 0.0656(4) Uani 1 1 d . . .
C26A C 0.36623(10) 0.5396(2) 0.27779(13) 0.0466(5) Uani 1 1 d . . .
C31A C 0.41793(9) 0.4934(2) 0.13160(12) 0.0387(5) Uani 1 1 d . . .
C32A C 0.38578(11) 0.4095(2) 0.07370(14) 0.0519(6) Uani 1 1 d . . .
H32A H 0.3530 0.4413 0.0329 0.062 Uiso 1 1 calc R . .
C33A C 0.40178(12) 0.2784(2) 0.07558(17) 0.0631(7) Uani 1 1 d . . .
H33A H 0.3798 0.2223 0.0359 0.076 Uiso 1 1 calc R . .
C34A C 0.44930(11) 0.2308(2) 0.13480(16) 0.0579(6) Uani 1 1 d . . .
H34A H 0.4603 0.1424 0.1354 0.069 Uiso 1 1 calc R . .
C35A C 0.48096(11) 0.3122(2) 0.19346(15) 0.0545(6) Uani 1 1 d . . .
H35A H 0.5132 0.2794 0.2346 0.065 Uiso 1 1 calc R . .
C36A C 0.46518(10) 0.4428(2) 0.19168(13) 0.0460(5) Uani 1 1 d . . .
H36A H 0.4869 0.4980 0.2320 0.055 Uiso 1 1 calc R . .
S1B S 0.12969(3) 0.66319(6) 0.23329(4) 0.05641(18) Uani 1 1 d . . .
C2B C 0.16138(11) 0.7436(2) 0.31832(14) 0.0488(5) Uani 1 1 d . C .
C3B C 0.14425(10) 0.8719(2) 0.30912(13) 0.0428(5) Uani 1 1 d . . .
C4B C 0.10560(10) 0.9046(2) 0.23305(13) 0.0445(5) Uani 1 1 d . . .
C5B C 0.09336(11) 0.8000(2) 0.18481(14) 0.0507(6) Uani 1 1 d . D .
C6B C 0.20003(13) 0.6671(3) 0.38762(15) 0.0601(7) Uani 1 1 d D . .
C7B C 0.2090(6) 0.5297(7) 0.3673(5) 0.121(4) Uani 0.555(11) 1 d PDU C 1
H721 H 0.2337 0.4831 0.4124 0.181 Uiso 0.555(11) 1 calc PR C 1
H722 H 0.2281 0.5308 0.3311 0.181 Uiso 0.555(11) 1 calc PR C 1
H723 H 0.1711 0.4862 0.3451 0.181 Uiso 0.555(11) 1 calc PR C 1
C8B C 0.1726(4) 0.6656(12) 0.4454(5) 0.110(3) Uani 0.555(11) 1 d PDU C 1
H821 H 0.1974 0.6161 0.4892 0.165 Uiso 0.555(11) 1 calc PR C 1
H822 H 0.1339 0.6249 0.4239 0.165 Uiso 0.555(11) 1 calc PR C 1
H823 H 0.1685 0.7546 0.4603 0.165 Uiso 0.555(11) 1 calc PR C 1
C9B C 0.2602(3) 0.7348(10) 0.4216(7) 0.132(4) Uani 0.555(11) 1 d PDU C 1
H921 H 0.2854 0.6868 0.4658 0.198 Uiso 0.555(11) 1 calc PR C 1
H922 H 0.2550 0.8236 0.4360 0.198 Uiso 0.555(11) 1 calc PR C 1
H923 H 0.2783 0.7370 0.3844 0.198 Uiso 0.555(11) 1 calc PR C 1
C7D C 0.2441(6) 0.5829(15) 0.3715(7) 0.111(4) Uani 0.445(11) 1 d PDU C 2
H731 H 0.2678 0.5356 0.4169 0.167 Uiso 0.445(11) 1 calc PR C 2
H732 H 0.2695 0.6377 0.3554 0.167 Uiso 0.445(11) 1 calc PR C 2
H733 H 0.2235 0.5210 0.3317 0.167 Uiso 0.445(11) 1 calc PR C 2
C8D C 0.1591(5) 0.5741(15) 0.4095(8) 0.120(5) Uani 0.445(11) 1 d PDU C 2
H831 H 0.1824 0.5234 0.4536 0.180 Uiso 0.445(11) 1 calc PR C 2
H832 H 0.1391 0.5153 0.3677 0.180 Uiso 0.445(11) 1 calc PR C 2
H833 H 0.1301 0.6252 0.4208 0.180 Uiso 0.445(11) 1 calc PR C 2
C9D C 0.2301(7) 0.7473(8) 0.4572(5) 0.110(4) Uani 0.445(11) 1 d PDU C 2
H931 H 0.2535 0.6905 0.4983 0.164 Uiso 0.445(11) 1 calc PR C 2
H932 H 0.2007 0.7921 0.4709 0.164 Uiso 0.445(11) 1 calc PR C 2
H933 H 0.2556 0.8112 0.4474 0.164 Uiso 0.445(11) 1 calc PR C 2
C10B C 0.05542(13) 0.7892(3) 0.10065(15) 0.0648(7) Uani 1 1 d D . .
C11B C 0.0408(5) 0.6437(5) 0.0758(4) 0.078(2) Uani 0.65(2) 1 d PDU D 1
H11G H 0.0168 0.6404 0.0221 0.117 Uiso 0.65(2) 1 calc PR D 1
H11H H 0.0194 0.6045 0.1040 0.117 Uiso 0.65(2) 1 calc PR D 1
H11I H 0.0772 0.5959 0.0857 0.117 Uiso 0.65(2) 1 calc PR D 1
C12B C 0.0862(5) 0.8517(13) 0.0539(6) 0.095(3) Uani 0.65(2) 1 d PDU D 1
H12G H 0.0615 0.8442 0.0007 0.142 Uiso 0.65(2) 1 calc PR D 1
H12H H 0.1235 0.8075 0.0637 0.142 Uiso 0.65(2) 1 calc PR D 1
H12I H 0.0935 0.9434 0.0674 0.142 Uiso 0.65(2) 1 calc PR D 1
C13B C -0.0052(3) 0.8554(10) 0.0826(6) 0.079(2) Uani 0.65(2) 1 d PDU D 1
H13G H -0.0285 0.8480 0.0289 0.119 Uiso 0.65(2) 1 calc PR D 1
H13H H 0.0006 0.9471 0.0967 0.119 Uiso 0.65(2) 1 calc PR D 1
H13I H -0.0256 0.8125 0.1109 0.119 Uiso 0.65(2) 1 calc PR D 1
C11D C 0.0717(12) 0.6617(14) 0.0717(8) 0.101(5) Uani 0.35(2) 1 d PDU D 2
H11J H 0.0480 0.6523 0.0182 0.152 Uiso 0.35(2) 1 calc PR D 2
H11K H 0.0642 0.5884 0.0991 0.152 Uiso 0.35(2) 1 calc PR D 2
H11L H 0.1131 0.6633 0.0793 0.152 Uiso 0.35(2) 1 calc PR D 2
C12D C 0.0752(8) 0.9014(15) 0.0596(10) 0.080(4) Uani 0.35(2) 1 d PDU D 2
H12J H 0.0520 0.8974 0.0057 0.120 Uiso 0.35(2) 1 calc PR D 2
H12K H 0.1166 0.8908 0.0685 0.120 Uiso 0.35(2) 1 calc PR D 2
H12L H 0.0692 0.9855 0.0792 0.120 Uiso 0.35(2) 1 calc PR D 2
C13D C -0.0084(6) 0.808(2) 0.0889(14) 0.098(6) Uani 0.35(2) 1 d PDU D 2
H13J H -0.0325 0.8022 0.0353 0.148 Uiso 0.35(2) 1 calc PR D 2
H13K H -0.0135 0.8934 0.1077 0.148 Uiso 0.35(2) 1 calc PR D 2
H13L H -0.0202 0.7405 0.1159 0.148 Uiso 0.35(2) 1 calc PR D 2
C21B C 0.16146(10) 0.9758(2) 0.36812(12) 0.0438(5) Uani 1 1 d . . .
F22B F 0.08185(6) 0.92731(17) 0.40402(9) 0.0690(4) Uani 1 1 d . . .
C22B C 0.12841(10) 1.0026(2) 0.41127(14) 0.0501(6) Uani 1 1 d . . .
F23B F 0.10892(8) 1.12392(19) 0.50388(10) 0.0851(5) Uani 1 1 d . . .
C23B C 0.14161(12) 1.1045(3) 0.46216(14) 0.0593(7) Uani 1 1 d . . .
F24B F 0.20087(10) 1.28586(17) 0.51830(10) 0.0952(6) Uani 1 1 d . . .
C24B C 0.18832(14) 1.1851(3) 0.47009(15) 0.0640(7) Uani 1 1 d . . .
F25B F 0.26938(9) 1.23756(18) 0.43812(10) 0.0893(6) Uani 1 1 d . . .
C25B C 0.22241(13) 1.1608(3) 0.42900(15) 0.0616(7) Uani 1 1 d . . .
F26B F 0.24304(7) 1.03743(16) 0.33951(10) 0.0735(5) Uani 1 1 d . . .
C26B C 0.20884(11) 1.0583(2) 0.37897(14) 0.0527(6) Uani 1 1 d . . .
C31B C 0.08336(10) 1.0414(2) 0.21424(13) 0.0442(5) Uani 1 1 d . . .
C32B C 0.03260(11) 1.0816(2) 0.22345(15) 0.0542(6) Uani 1 1 d . . .
H32B H 0.0112 1.0212 0.2400 0.065 Uiso 1 1 calc R . .
C33B C 0.01281(12) 1.2100(3) 0.20860(17) 0.0645(7) Uani 1 1 d . . .
H33B H -0.0221 1.2354 0.2144 0.077 Uiso 1 1 calc R . .
C34B C 0.04390(13) 1.2991(3) 0.18568(18) 0.0684(8) Uani 1 1 d . . .
H34B H 0.0306 1.3861 0.1758 0.082 Uiso 1 1 calc R . .
C35B C 0.09472(13) 1.2611(3) 0.1771(2) 0.0758(9) Uani 1 1 d . . .
H35B H 0.1162 1.3224 0.1613 0.091 Uiso 1 1 calc R . .
C36B C 0.11456(12) 1.1333(3) 0.19149(17) 0.0620(7) Uani 1 1 d . . .
H36B H 0.1496 1.1089 0.1857 0.074 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
S1A C2A 1.722(2) . ?
S1A C5A 1.725(2) . ?
C2A C3A 1.369(3) . ?
C2A C6A 1.528(3) . ?
C3A C4A 1.440(3) . ?
C3A C21A 1.486(3) . ?
C4A C5A 1.371(3) . ?
C4A C31A 1.494(3) . ?
C5A C10A 1.524(3) . ?
C6A C7C 1.518(6) . ?
C6A C8A 1.522(12) . ?
C6A C9A 1.524(12) . ?
C6A C9C 1.527(5) . ?
C6A C8C 1.532(5) . ?
C6A C7A 1.550(12) . ?
C7A H701 0.9700 . ?
C7A H702 0.9700 . ?
C7A H703 0.9700 . ?
C8A H801 0.9700 . ?
C8A H802 0.9700 . ?
C8A H803 0.9700 . ?
C9A H901 0.9700 . ?
C9A H902 0.9700 . ?
C9A H903 0.9700 . ?
C7C H711 0.9700 . ?
C7C H712 0.9700 . ?
C7C H713 0.9700 . ?
C8C H811 0.9700 . ?
C8C H812 0.9700 . ?
C8C H813 0.9700 . ?
C9C H911 0.9700 . ?
C9C H912 0.9700 . ?
C9C H913 0.9700 . ?
C10A C12C 1.511(12) . ?
C10A C11A 1.519(8) . ?
C10A C13A 1.526(6) . ?
C10A C12A 1.540(6) . ?
C10A C11C 1.544(11) . ?
C10A C13C 1.553(13) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A H11C 0.9700 . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12A H12C 0.9700 . ?
C13A H13A 0.9700 . ?
C13A H13B 0.9700 . ?
C13A H13C 0.9700 . ?
C11C H11D 0.9700 . ?
C11C H11E 0.9700 . ?
C11C H11F 0.9700 . ?
C12C H12D 0.9700 . ?
C12C H12E 0.9700 . ?
C12C H12F 0.9700 . ?
C13C H13D 0.9700 . ?
C13C H13E 0.9700 . ?
C13C H13F 0.9700 . ?
C21A C26A 1.377(3) . ?
C21A C22A 1.387(3) . ?
F22A C22A 1.337(3) . ?
C22A C23A 1.371(4) . ?
F23A C23A 1.336(3) . ?
C23A C24A 1.360(4) . ?
F24A C24A 1.336(3) . ?
C24A C25A 1.368(4) . ?
F25A C25A 1.340(3) . ?
C25A C26A 1.378(3) . ?
F26A C26A 1.345(3) . ?
C31A C36A 1.385(3) . ?
C31A C32A 1.385(3) . ?
C32A C33A 1.392(3) . ?
C32A H32A 0.9400 . ?
C33A C34A 1.369(4) . ?
C33A H33A 0.9400 . ?
C34A C35A 1.375(4) . ?
C34A H34A 0.9400 . ?
C35A C36A 1.386(3) . ?
C35A H35A 0.9400 . ?
C36A H36A 0.9400 . ?
S1B C2B 1.721(3) . ?
S1B C5B 1.725(2) . ?
C2B C3B 1.367(3) . ?
C2B C6B 1.520(3) . ?
C3B C4B 1.442(3) . ?
C3B C21B 1.488(3) . ?
C4B C5B 1.368(3) . ?
C4B C31B 1.494(3) . ?
C5B C10B 1.526(4) . ?
C6B C7B 1.494(7) . ?
C6B C8B 1.495(7) . ?
C6B C9D 1.496(8) . ?
C6B C7D 1.502(8) . ?
C6B C9B 1.532(7) . ?
C6B C8D 1.550(8) . ?
C7B H721 0.9700 . ?
C7B H722 0.9700 . ?
C7B H723 0.9700 . ?
C8B H821 0.9700 . ?
C8B H822 0.9700 . ?
C8B H823 0.9700 . ?
C9B H921 0.9700 . ?
C9B H922 0.9700 . ?
C9B H923 0.9700 . ?
C7D H731 0.9700 . ?
C7D H732 0.9700 . ?
C7D H733 0.9700 . ?
C8D H831 0.9700 . ?
C8D H832 0.9700 . ?
C8D H833 0.9700 . ?
C9D H931 0.9700 . ?
C9D H932 0.9700 . ?
C9D H933 0.9700 . ?
C10B C13D 1.505(12) . ?
C10B C12B 1.513(7) . ?
C10B C11D 1.526(10) . ?
C10B C13B 1.546(7) . ?
C10B C11B 1.559(6) . ?
C10B C12D 1.566(11) . ?
C11B H11G 0.9700 . ?
C11B H11H 0.9700 . ?
C11B H11I 0.9700 . ?
C12B H12G 0.9700 . ?
C12B H12H 0.9700 . ?
C12B H12I 0.9700 . ?
C13B H13G 0.9700 . ?
C13B H13H 0.9700 . ?
C13B H13I 0.9700 . ?
C11D H11J 0.9700 . ?
C11D H11K 0.9700 . ?
C11D H11L 0.9700 . ?
C12D H12J 0.9700 . ?
C12D H12K 0.9700 . ?
C12D H12L 0.9700 . ?
C13D H13J 0.9700 . ?
C13D H13K 0.9700 . ?
C13D H13L 0.9700 . ?
C21B C22B 1.385(3) . ?
C21B C26B 1.385(3) . ?
F22B C22B 1.338(3) . ?
C22B C23B 1.377(4) . ?
F23B C23B 1.342(3) . ?
C23B C24B 1.370(4) . ?
F24B C24B 1.337(3) . ?
C24B C25B 1.369(4) . ?
F25B C25B 1.348(3) . ?
C25B C26B 1.371(4) . ?
F26B C26B 1.340(3) . ?
C31B C36B 1.381(3) . ?
C31B C32B 1.383(3) . ?
C32B C33B 1.389(4) . ?
C32B H32B 0.9400 . ?
C33B C34B 1.361(4) . ?
C33B H33B 0.9400 . ?
C34B C35B 1.372(4) . ?
C34B H34B 0.9400 . ?
C35B C36B 1.383(4) . ?
C35B H35B 0.9400 . ?
C36B H36B 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
C2A S1A C5A 94.45(10) . . ?
C3A C2A C6A 131.3(2) . . ?
C3A C2A S1A 109.02(16) . . ?
C6A C2A S1A 119.55(16) . . ?
C2A C3A C4A 114.15(19) . . ?
C2A C3A C21A 127.0(2) . . ?
C4A C3A C21A 118.82(18) . . ?
C5A C4A C3A 112.73(18) . . ?
C5A C4A C31A 126.51(19) . . ?
C3A C4A C31A 120.75(18) . . ?
C4A C5A C10A 130.31(19) . . ?
C4A C5A S1A 109.64(16) . . ?
C10A C5A S1A 120.05(15) . . ?
C7C C6A C8A 123.6(10) . . ?
C7C C6A C9A 85.2(9) . . ?
C8A C6A C9A 108.3(9) . . ?
C7C C6A C9C 109.1(4) . . ?
C8A C6A C9C 86.3(11) . . ?
C9A C6A C9C 26.0(9) . . ?
C7C C6A C2A 110.9(4) . . ?
C8A C6A C2A 114.7(9) . . ?
C9A C6A C2A 109.4(9) . . ?
C9C C6A C2A 108.3(3) . . ?
C7C C6A C8C 109.3(4) . . ?
C8A C6A C8C 23.0(10) . . ?
C9A C6A C8C 128.3(10) . . ?
C9C C6A C8C 108.7(4) . . ?
C2A C6A C8C 110.5(3) . . ?
C7C C6A C7A 22.6(8) . . ?
C8A C6A C7A 107.5(9) . . ?
C9A C6A C7A 106.1(9) . . ?
C9C C6A C7A 127.5(8) . . ?
C2A C6A C7A 110.6(9) . . ?
C8C C6A C7A 89.2(9) . . ?
C6A C7A H701 109.5 . . ?
C6A C7A H702 109.5 . . ?
H701 C7A H702 109.5 . . ?
C6A C7A H703 109.5 . . ?
H701 C7A H703 109.5 . . ?
H702 C7A H703 109.5 . . ?
C6A C8A H801 109.5 . . ?
C6A C8A H802 109.5 . . ?
H801 C8A H802 109.5 . . ?
C6A C8A H803 109.5 . . ?
H801 C8A H803 109.5 . . ?
H802 C8A H803 109.5 . . ?
C6A C9A H901 109.5 . . ?
C6A C9A H902 109.5 . . ?
H901 C9A H902 109.5 . . ?
C6A C9A H903 109.5 . . ?
H901 C9A H903 109.5 . . ?
H902 C9A H903 109.5 . . ?
C6A C7C H711 109.5 . . ?
C6A C7C H712 109.5 . . ?
H711 C7C H712 109.5 . . ?
C6A C7C H713 109.5 . . ?
H711 C7C H713 109.5 . . ?
H712 C7C H713 109.5 . . ?
C6A C8C H811 109.5 . . ?
C6A C8C H812 109.5 . . ?
H811 C8C H812 109.5 . . ?
C6A C8C H813 109.5 . . ?
H811 C8C H813 109.5 . . ?
H812 C8C H813 109.5 . . ?
C6A C9C H911 109.5 . . ?
C6A C9C H912 109.5 . . ?
H911 C9C H912 109.5 . . ?
C6A C9C H913 109.5 . . ?
H911 C9C H913 109.5 . . ?
H912 C9C H913 109.5 . . ?
C12C C10A C11A 115.5(12) . . ?
C12C C10A C5A 116.1(9) . . ?
C11A C10A C5A 107.8(6) . . ?
C12C C10A C13A 93.4(10) . . ?
C11A C10A C13A 111.0(6) . . ?
C5A C10A C13A 112.5(5) . . ?
C12C C10A C12A 17.1(10) . . ?
C11A C10A C12A 107.3(6) . . ?
C5A C10A C12A 107.5(5) . . ?
C13A C10A C12A 110.5(5) . . ?
C12C C10A C11C 110.5(11) . . ?
C11A C10A C11C 7.9(14) . . ?
C5A C10A C11C 115.7(10) . . ?
C13A C10A C11C 106.1(10) . . ?
C12A C10A C11C 104.3(9) . . ?
C12C C10A C13C 109.0(11) . . ?
C11A C10A C13C 102.7(13) . . ?
C5A C10A C13C 104.3(11) . . ?
C13A C10A C13C 15.6(12) . . ?
C12A C10A C13C 126.1(11) . . ?
C11C C10A C13C 99.4(13) . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C10A C13A H13A 109.5 . . ?
C10A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C10A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C10A C11C H11D 109.5 . . ?
C10A C11C H11E 109.5 . . ?
H11D C11C H11E 109.5 . . ?
C10A C11C H11F 109.5 . . ?
H11D C11C H11F 109.5 . . ?
H11E C11C H11F 109.5 . . ?
C10A C12C H12D 109.5 . . ?
C10A C12C H12E 109.5 . . ?
H12D C12C H12E 109.5 . . ?
C10A C12C H12F 109.5 . . ?
H12D C12C H12F 109.5 . . ?
H12E C12C H12F 109.5 . . ?
C10A C13C H13D 109.5 . . ?
C10A C13C H13E 109.5 . . ?
H13D C13C H13E 109.5 . . ?
C10A C13C H13F 109.5 . . ?
H13D C13C H13F 109.5 . . ?
H13E C13C H13F 109.5 . . ?
C26A C21A C22A 115.8(2) . . ?
C26A C21A C3A 123.08(19) . . ?
C22A C21A C3A 120.8(2) . . ?
F22A C22A C23A 118.4(2) . . ?
F22A C22A C21A 119.2(2) . . ?
C23A C22A C21A 122.3(2) . . ?
F23A C23A C24A 119.8(2) . . ?
F23A C23A C22A 120.3(3) . . ?
C24A C23A C22A 119.9(2) . . ?
F24A C24A C23A 119.5(3) . . ?
F24A C24A C25A 120.5(3) . . ?
C23A C24A C25A 120.0(2) . . ?
F25A C25A C24A 120.0(2) . . ?
F25A C25A C26A 120.6(2) . . ?
C24A C25A C26A 119.3(2) . . ?
F26A C26A C21A 119.5(2) . . ?
F26A C26A C25A 117.8(2) . . ?
C21A C26A C25A 122.7(2) . . ?
C36A C31A C32A 118.4(2) . . ?
C36A C31A C4A 120.47(19) . . ?
C32A C31A C4A 121.2(2) . . ?
C31A C32A C33A 120.3(2) . . ?
C31A C32A H32A 119.8 . . ?
C33A C32A H32A 119.8 . . ?
C34A C33A C32A 120.4(2) . . ?
C34A C33A H33A 119.8 . . ?
C32A C33A H33A 119.8 . . ?
C33A C34A C35A 119.9(2) . . ?
C33A C34A H34A 120.0 . . ?
C35A C34A H34A 120.0 . . ?
C34A C35A C36A 119.8(2) . . ?
C34A C35A H35A 120.1 . . ?
C36A C35A H35A 120.1 . . ?
C31A C36A C35A 121.2(2) . . ?
C31A C36A H36A 119.4 . . ?
C35A C36A H36A 119.4 . . ?
C2B S1B C5B 94.43(11) . . ?
C3B C2B C6B 131.6(2) . . ?
C3B C2B S1B 109.22(18) . . ?
C6B C2B S1B 119.14(18) . . ?
C2B C3B C4B 113.8(2) . . ?
C2B C3B C21B 126.9(2) . . ?
C4B C3B C21B 119.22(19) . . ?
C5B C4B C3B 113.0(2) . . ?
C5B C4B C31B 127.0(2) . . ?
C3B C4B C31B 120.0(2) . . ?
C4B C5B C10B 131.1(2) . . ?
C4B C5B S1B 109.49(18) . . ?
C10B C5B S1B 119.43(18) . . ?
C7B C6B C8B 109.5(5) . . ?
C7B C6B C9D 132.4(5) . . ?
C8B C6B C9D 63.7(6) . . ?
C7B C6B C7D 38.8(5) . . ?
C8B C6B C7D 134.9(6) . . ?
C9D C6B C7D 110.3(7) . . ?
C7B C6B C2B 111.1(4) . . ?
C8B C6B C2B 110.1(3) . . ?
C9D C6B C2B 115.3(4) . . ?
C7D C6B C2B 111.9(5) . . ?
C7B C6B C9B 108.7(5) . . ?
C8B C6B C9B 108.8(6) . . ?
C9D C6B C9B 46.1(5) . . ?
C7D C6B C9B 72.2(6) . . ?
C2B C6B C9B 108.6(3) . . ?
C7B C6B C8D 70.7(6) . . ?
C8B C6B C8D 43.6(5) . . ?
C9D C6B C8D 104.3(7) . . ?
C7D C6B C8D 107.1(7) . . ?
C2B C6B C8D 107.3(4) . . ?
C9B C6B C8D 141.2(5) . . ?
C6B C7B H721 109.5 . . ?
C6B C7B H722 109.5 . . ?
H721 C7B H722 109.5 . . ?
C6B C7B H723 109.5 . . ?
H721 C7B H723 109.5 . . ?
H722 C7B H723 109.5 . . ?
C6B C8B H821 109.5 . . ?
C6B C8B H822 109.5 . . ?
H821 C8B H822 109.5 . . ?
C6B C8B H823 109.5 . . ?
H821 C8B H823 109.5 . . ?
H822 C8B H823 109.5 . . ?
C6B C9B H921 109.5 . . ?
C6B C9B H922 109.5 . . ?
H921 C9B H922 109.5 . . ?
C6B C9B H923 109.5 . . ?
H921 C9B H923 109.5 . . ?
H922 C9B H923 109.5 . . ?
C6B C7D H731 109.5 . . ?
C6B C7D H732 109.5 . . ?
H731 C7D H732 109.5 . . ?
C6B C7D H733 109.5 . . ?
H731 C7D H733 109.5 . . ?
H732 C7D H733 109.5 . . ?
C6B C8D H831 109.5 . . ?
C6B C8D H832 109.5 . . ?
H831 C8D H832 109.5 . . ?
C6B C8D H833 109.5 . . ?
H831 C8D H833 109.5 . . ?
H832 C8D H833 109.5 . . ?
C6B C9D H931 109.5 . . ?
C6B C9D H932 109.5 . . ?
H931 C9D H932 109.5 . . ?
C6B C9D H933 109.5 . . ?
H931 C9D H933 109.5 . . ?
H932 C9D H933 109.5 . . ?
C13D C10B C12B 125.5(10) . . ?
C13D C10B C11D 117.0(10) . . ?
C12B C10B C11D 83.6(7) . . ?
C13D C10B C5B 109.3(10) . . ?
C12B C10B C5B 110.6(4) . . ?
C11D C10B C5B 107.8(6) . . ?
C13D C10B C13B 19.3(8) . . ?
C12B C10B C13B 109.6(5) . . ?
C11D C10B C13B 130.7(9) . . ?
C5B C10B C13B 110.6(4) . . ?
C13D C10B C11B 88.3(8) . . ?
C12B C10B C11B 109.2(5) . . ?
C11D C10B C11B 30.4(8) . . ?
C5B C10B C11B 111.6(3) . . ?
C13B C10B C11B 105.0(4) . . ?
C13D C10B C12D 109.4(9) . . ?
C12B C10B C12D 22.6(6) . . ?
C11D C10B C12D 105.6(8) . . ?
C5B C10B C12D 107.1(7) . . ?
C13B C10B C12D 91.2(7) . . ?
C11B C10B C12D 128.5(7) . . ?
C10B C11B H11G 109.5 . . ?
C10B C11B H11H 109.5 . . ?
H11G C11B H11H 109.5 . . ?
C10B C11B H11I 109.5 . . ?
H11G C11B H11I 109.5 . . ?
H11H C11B H11I 109.5 . . ?
C10B C12B H12G 109.5 . . ?
C10B C12B H12H 109.5 . . ?
H12G C12B H12H 109.5 . . ?
C10B C12B H12I 109.5 . . ?
H12G C12B H12I 109.5 . . ?
H12H C12B H12I 109.5 . . ?
C10B C13B H13G 109.5 . . ?
C10B C13B H13H 109.5 . . ?
H13G C13B H13H 109.5 . . ?
C10B C13B H13I 109.5 . . ?
H13G C13B H13I 109.5 . . ?
H13H C13B H13I 109.5 . . ?
C10B C11D H11J 109.5 . . ?
C10B C11D H11K 109.5 . . ?
H11J C11D H11K 109.5 . . ?
C10B C11D H11L 109.5 . . ?
H11J C11D H11L 109.5 . . ?
H11K C11D H11L 109.5 . . ?
C10B C12D H12J 109.5 . . ?
C10B C12D H12K 109.5 . . ?
H12J C12D H12K 109.5 . . ?
C10B C12D H12L 109.5 . . ?
H12J C12D H12L 109.5 . . ?
H12K C12D H12L 109.5 . . ?
C10B C13D H13J 109.5 . . ?
C10B C13D H13K 109.5 . . ?
H13J C13D H13K 109.5 . . ?
C10B C13D H13L 109.5 . . ?
H13J C13D H13L 109.5 . . ?
H13K C13D H13L 109.5 . . ?
C22B C21B C26B 115.9(2) . . ?
C22B C21B C3B 122.1(2) . . ?
C26B C21B C3B 121.9(2) . . ?
F22B C22B C23B 118.0(2) . . ?
F22B C22B C21B 119.5(2) . . ?
C23B C22B C21B 122.5(2) . . ?
F23B C23B C24B 120.5(2) . . ?
F23B C23B C22B 119.9(3) . . ?
C24B C23B C22B 119.6(3) . . ?
F24B C24B C25B 120.3(3) . . ?
F24B C24B C23B 120.2(3) . . ?
C25B C24B C23B 119.6(2) . . ?
F25B C25B C24B 119.8(3) . . ?
F25B C25B C26B 120.2(3) . . ?
C24B C25B C26B 120.0(2) . . ?
F26B C26B C25B 118.4(2) . . ?
F26B C26B C21B 119.1(2) . . ?
C25B C26B C21B 122.5(2) . . ?
C36B C31B C32B 118.1(2) . . ?
C36B C31B C4B 121.1(2) . . ?
C32B C31B C4B 120.7(2) . . ?
C31B C32B C33B 121.0(2) . . ?
C31B C32B H32B 119.5 . . ?
C33B C32B H32B 119.5 . . ?
C34B C33B C32B 120.1(2) . . ?
C34B C33B H33B 119.9 . . ?
C32B C33B H33B 119.9 . . ?
C33B C34B C35B 119.5(2) . . ?
C33B C34B H34B 120.2 . . ?
C35B C34B H34B 120.2 . . ?
C34B C35B C36B 120.6(3) . . ?
C34B C35B H35B 119.7 . . ?
C36B C35B H35B 119.7 . . ?
C31B C36B C35B 120.6(2) . . ?
C31B C36B H36B 119.7 . . ?
C35B C36B H36B 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5A S1A C2A C3A -0.22(17) . . . . ?
C5A S1A C2A C6A 176.89(17) . . . . ?
C6A C2A C3A C4A -176.5(2) . . . . ?
S1A C2A C3A C4A 0.2(2) . . . . ?
C6A C2A C3A C21A 4.7(4) . . . . ?
S1A C2A C3A C21A -178.69(17) . . . . ?
C2A C3A C4A C5A 0.0(3) . . . . ?
C21A C3A C4A C5A 178.94(18) . . . . ?
C2A C3A C4A C31A 178.63(19) . . . . ?
C21A C3A C4A C31A -2.4(3) . . . . ?
C3A C4A C5A C10A -179.9(2) . . . . ?
C31A C4A C5A C10A 1.5(4) . . . . ?
C3A C4A C5A S1A -0.1(2) . . . . ?
C31A C4A C5A S1A -178.71(17) . . . . ?
C2A S1A C5A C4A 0.21(17) . . . . ?
C2A S1A C5A C10A 179.99(18) . . . . ?
C3A C2A C6A C7C -169.6(6) . . . . ?
S1A C2A C6A C7C 14.0(6) . . . . ?
C3A C2A C6A C8A -23.7(14) . . . . ?
S1A C2A C6A C8A 159.9(14) . . . . ?
C3A C2A C6A C9A 98.1(13) . . . . ?
S1A C2A C6A C9A -78.2(13) . . . . ?
C3A C2A C6A C9C 70.7(6) . . . . ?
S1A C2A C6A C9C -105.7(5) . . . . ?
C3A C2A C6A C8C -48.3(5) . . . . ?
S1A C2A C6A C8C 135.4(4) . . . . ?
C3A C2A C6A C7A -145.5(11) . . . . ?
S1A C2A C6A C7A 38.2(11) . . . . ?
C4A C5A C10A C12C 52.9(14) . . . . ?
S1A C5A C10A C12C -126.9(14) . . . . ?
C4A C5A C10A C11A -175.8(5) . . . . ?
S1A C5A C10A C11A 4.5(5) . . . . ?
C4A C5A C10A C13A -53.0(6) . . . . ?
S1A C5A C10A C13A 127.2(5) . . . . ?
C4A C5A C10A C12A 68.8(6) . . . . ?
S1A C5A C10A C12A -110.9(6) . . . . ?
C4A C5A C10A C11C -175.1(7) . . . . ?
S1A C5A C10A C11C 5.1(8) . . . . ?
C4A C5A C10A C13C -67.1(13) . . . . ?
S1A C5A C10A C13C 113.2(13) . . . . ?
C2A C3A C21A C26A -92.4(3) . . . . ?
C4A C3A C21A C26A 88.8(3) . . . . ?
C2A C3A C21A C22A 93.8(3) . . . . ?
C4A C3A C21A C22A -85.0(3) . . . . ?
C26A C21A C22A F22A -179.2(2) . . . . ?
C3A C21A C22A F22A -4.9(3) . . . . ?
C26A C21A C22A C23A 0.6(4) . . . . ?
C3A C21A C22A C23A 174.8(2) . . . . ?
F22A C22A C23A F23A -0.4(4) . . . . ?
C21A C22A C23A F23A 179.9(2) . . . . ?
F22A C22A C23A C24A 179.3(3) . . . . ?
C21A C22A C23A C24A -0.5(4) . . . . ?
F23A C23A C24A F24A -0.3(4) . . . . ?
C22A C23A C24A F24A -179.9(2) . . . . ?
F23A C23A C24A C25A -179.6(3) . . . . ?
C22A C23A C24A C25A 0.7(4) . . . . ?
F24A C24A C25A F25A -1.0(4) . . . . ?
C23A C24A C25A F25A 178.3(3) . . . . ?
F24A C24A C25A C26A 179.5(2) . . . . ?
C23A C24A C25A C26A -1.1(4) . . . . ?
C22A C21A C26A F26A 178.8(2) . . . . ?
C3A C21A C26A F26A 4.7(3) . . . . ?
C22A C21A C26A C25A -1.0(3) . . . . ?
C3A C21A C26A C25A -175.1(2) . . . . ?
F25A C25A C26A F26A 2.0(4) . . . . ?
C24A C25A C26A F26A -178.5(2) . . . . ?
F25A C25A C26A C21A -178.1(2) . . . . ?
C24A C25A C26A C21A 1.3(4) . . . . ?
C5A C4A C31A C36A 92.7(3) . . . . ?
C3A C4A C31A C36A -85.8(3) . . . . ?
C5A C4A C31A C32A -88.7(3) . . . . ?
C3A C4A C31A C32A 92.9(3) . . . . ?
C36A C31A C32A C33A -1.5(4) . . . . ?
C4A C31A C32A C33A 179.9(2) . . . . ?
C31A C32A C33A C34A 0.3(4) . . . . ?
C32A C33A C34A C35A 1.0(4) . . . . ?
C33A C34A C35A C36A -1.1(4) . . . . ?
C32A C31A C36A C35A 1.4(3) . . . . ?
C4A C31A C36A C35A -179.9(2) . . . . ?
C34A C35A C36A C31A -0.1(4) . . . . ?
C5B S1B C2B C3B 0.01(19) . . . . ?
C5B S1B C2B C6B 178.6(2) . . . . ?
C6B C2B C3B C4B -178.6(2) . . . . ?
S1B C2B C3B C4B -0.2(3) . . . . ?
C6B C2B C3B C21B 1.7(4) . . . . ?
S1B C2B C3B C21B -179.97(18) . . . . ?
C2B C3B C4B C5B 0.3(3) . . . . ?
C21B C3B C4B C5B -179.9(2) . . . . ?
C2B C3B C4B C31B -179.8(2) . . . . ?
C21B C3B C4B C31B 0.0(3) . . . . ?
C3B C4B C5B C10B -179.8(2) . . . . ?
C31B C4B C5B C10B 0.4(4) . . . . ?
C3B C4B C5B S1B -0.3(3) . . . . ?
C31B C4B C5B S1B 179.81(19) . . . . ?
C2B S1B C5B C4B 0.2(2) . . . . ?
C2B S1B C5B C10B 179.7(2) . . . . ?
C3B C2B C6B C7B -176.1(7) . . . . ?
S1B C2B C6B C7B 5.7(7) . . . . ?
C3B C2B C6B C8B 62.4(7) . . . . ?
S1B C2B C6B C8B -115.8(6) . . . . ?
C3B C2B C6B C9D -7.1(9) . . . . ?
S1B C2B C6B C9D 174.6(8) . . . . ?
C3B C2B C6B C7D -134.3(8) . . . . ?
S1B C2B C6B C7D 47.5(8) . . . . ?
C3B C2B C6B C9B -56.5(7) . . . . ?
S1B C2B C6B C9B 125.2(6) . . . . ?
C3B C2B C6B C8D 108.5(8) . . . . ?
S1B C2B C6B C8D -69.7(8) . . . . ?
C4B C5B C10B C13D -68.0(10) . . . . ?
S1B C5B C10B C13D 112.6(9) . . . . ?
C4B C5B C10B C12B 74.1(7) . . . . ?
S1B C5B C10B C12B -105.3(6) . . . . ?
C4B C5B C10B C11D 163.8(12) . . . . ?
S1B C5B C10B C11D -15.6(12) . . . . ?
C4B C5B C10B C13B -47.5(6) . . . . ?
S1B C5B C10B C13B 133.1(5) . . . . ?
C4B C5B C10B C11B -164.1(5) . . . . ?
S1B C5B C10B C11B 16.5(6) . . . . ?
C4B C5B C10B C12D 50.5(8) . . . . ?
S1B C5B C10B C12D -128.9(8) . . . . ?
C2B C3B C21B C22B -91.2(3) . . . . ?
C4B C3B C21B C22B 89.0(3) . . . . ?
C2B C3B C21B C26B 94.1(3) . . . . ?
C4B C3B C21B C26B -85.7(3) . . . . ?
C26B C21B C22B F22B 180.0(2) . . . . ?
C3B C21B C22B F22B 4.9(3) . . . . ?
C26B C21B C22B C23B -0.2(3) . . . . ?
C3B C21B C22B C23B -175.2(2) . . . . ?
F22B C22B C23B F23B 1.5(4) . . . . ?
C21B C22B C23B F23B -178.3(2) . . . . ?
F22B C22B C23B C24B -178.8(2) . . . . ?
C21B C22B C23B C24B 1.3(4) . . . . ?
F23B C23B C24B F24B -1.6(4) . . . . ?
C22B C23B C24B F24B 178.7(2) . . . . ?
F23B C23B C24B C25B 177.7(2) . . . . ?
C22B C23B C24B C25B -2.0(4) . . . . ?
F24B C24B C25B F25B 1.1(4) . . . . ?
C23B C24B C25B F25B -178.2(2) . . . . ?
F24B C24B C25B C26B -179.2(2) . . . . ?
C23B C24B C25B C26B 1.5(4) . . . . ?
F25B C25B C26B F26B -0.4(4) . . . . ?
C24B C25B C26B F26B 179.9(2) . . . . ?
F25B C25B C26B C21B 179.3(2) . . . . ?
C24B C25B C26B C21B -0.4(4) . . . . ?
C22B C21B C26B F26B 179.5(2) . . . . ?
C3B C21B C26B F26B -5.5(3) . . . . ?
C22B C21B C26B C25B -0.3(4) . . . . ?
C3B C21B C26B C25B 174.8(2) . . . . ?
C5B C4B C31B C36B -91.1(3) . . . . ?
C3B C4B C31B C36B 89.0(3) . . . . ?
C5B C4B C31B C32B 92.7(3) . . . . ?
C3B C4B C31B C32B -87.2(3) . . . . ?
C36B C31B C32B C33B 1.4(4) . . . . ?
C4B C31B C32B C33B 177.7(2) . . . . ?
C31B C32B C33B C34B -1.0(5) . . . . ?
C32B C33B C34B C35B 0.3(5) . . . . ?
C33B C34B C35B C36B 0.0(5) . . . . ?
C32B C31B C36B C35B -1.2(4) . . . . ?
C4B C31B C36B C35B -177.4(3) . . . . ?
C34B C35B C36B C31B 0.5(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.278
_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_erk7527
_database_code_depnum_ccdc_archive 'CCDC 1044977'
_audit_update_record             
;
2015-01-22 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H21 F5 S2'
_chemical_formula_weight         444.51

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'
F F 0.0171 0.0103 '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/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                   23.7477(4)
_cell_length_b                   10.22830(10)
_cell_length_c                   19.1342(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.4870(10)
_cell_angle_gamma                90.00
_cell_volume                     4324.66(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    10011
_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          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9490
_exptl_absorpt_correction_T_max  0.9545
_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            33715
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7469
_reflns_number_gt                5979
_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. 

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0445P)²+3.1442P] 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         7469
_refine_ls_number_parameters     727
_refine_ls_number_restraints     452
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1136
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.095
_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
S1A S 0.36897(3) 0.18396(7) 0.25189(4) 0.05163(19) Uani 1 1 d . . .
C1A C 0.34006(12) 0.2623(3) 0.16653(14) 0.0467(6) Uani 1 1 d . A .
C2A C 0.35780(11) 0.3902(2) 0.17538(13) 0.0426(6) Uani 1 1 d . . .
C3A C 0.39490(11) 0.4242(2) 0.25167(13) 0.0424(6) Uani 1 1 d . B .
C4A C 0.40509(12) 0.3212(3) 0.30027(14) 0.0478(6) Uani 1 1 d . B .
C5A C 0.30206(14) 0.1845(3) 0.09746(15) 0.0566(7) Uani 1 1 d D . .
C6A C 0.2858(5) 0.0547(7) 0.1172(4) 0.130(4) Uani 0.682(9) 1 d PDU A 1
H601 H 0.2629 0.0645 0.1497 0.194 Uiso 0.682(9) 1 calc PR A 1
H602 H 0.3224 0.0052 0.1432 0.194 Uiso 0.682(9) 1 calc PR A 1
H603 H 0.2616 0.0087 0.0718 0.194 Uiso 0.682(9) 1 calc PR A 1
C7A C 0.3351(3) 0.1765(9) 0.0442(4) 0.110(3) Uani 0.682(9) 1 d PDU A 1
H701 H 0.3483 0.2633 0.0363 0.165 Uiso 0.682(9) 1 calc PR A 1
H702 H 0.3084 0.1411 -0.0034 0.165 Uiso 0.682(9) 1 calc PR A 1
H703 H 0.3701 0.1201 0.0652 0.165 Uiso 0.682(9) 1 calc PR A 1
C8A C 0.2429(3) 0.2614(7) 0.0557(4) 0.114(3) Uani 0.682(9) 1 d PDU A 1
H801 H 0.2528 0.3451 0.0392 0.172 Uiso 0.682(9) 1 calc PR A 1
H802 H 0.2213 0.2757 0.0893 0.172 Uiso 0.682(9) 1 calc PR A 1
H803 H 0.2177 0.2116 0.0124 0.172 Uiso 0.682(9) 1 calc PR A 1
C6C C 0.2480(6) 0.125(2) 0.1097(8) 0.108(5) Uani 0.318(9) 1 d PDU A 2
H611 H 0.2610 0.0856 0.1592 0.163 Uiso 0.318(9) 1 calc PR A 2
H612 H 0.2299 0.0588 0.0719 0.163 Uiso 0.318(9) 1 calc PR A 2
H613 H 0.2184 0.1928 0.1060 0.163 Uiso 0.318(9) 1 calc PR A 2
C7C C 0.3407(7) 0.0684(16) 0.0879(10) 0.119(6) Uani 0.318(9) 1 d PDU A 2
H711 H 0.3531 0.0144 0.1327 0.179 Uiso 0.318(9) 1 calc PR A 2
H712 H 0.3762 0.1017 0.0802 0.179 Uiso 0.318(9) 1 calc PR A 2
H713 H 0.3168 0.0164 0.0448 0.179 Uiso 0.318(9) 1 calc PR A 2
C8C C 0.2807(8) 0.2539(12) 0.0250(6) 0.094(5) Uani 0.318(9) 1 d PDU A 2
H811 H 0.2564 0.1952 -0.0143 0.141 Uiso 0.318(9) 1 calc PR A 2
H812 H 0.3153 0.2836 0.0137 0.141 Uiso 0.318(9) 1 calc PR A 2
H813 H 0.2565 0.3285 0.0278 0.141 Uiso 0.318(9) 1 calc PR A 2
C9A C 0.44160(13) 0.3115(3) 0.38447(15) 0.0608(8) Uani 1 1 d D . .
C10A C 0.4273(9) 0.1863(11) 0.4164(6) 0.087(4) Uani 0.56(3) 1 d PDU B 1
H10A H 0.3845 0.1842 0.4084 0.130 Uiso 0.56(3) 1 calc PR B 1
H10B H 0.4509 0.1822 0.4698 0.130 Uiso 0.56(3) 1 calc PR B 1
H10C H 0.4372 0.1121 0.3915 0.130 Uiso 0.56(3) 1 calc PR B 1
C11A C 0.4227(5) 0.4294(12) 0.4242(6) 0.068(3) Uani 0.56(3) 1 d PDU B 1
H11A H 0.4344 0.5110 0.4074 0.102 Uiso 0.56(3) 1 calc PR B 1
H11B H 0.4430 0.4216 0.4782 0.102 Uiso 0.56(3) 1 calc PR B 1
H11C H 0.3793 0.4283 0.4114 0.102 Uiso 0.56(3) 1 calc PR B 1
C12A C 0.5085(5) 0.3253(17) 0.3976(12) 0.073(4) Uani 0.56(3) 1 d PDU B 1
H12A H 0.5205 0.2556 0.3716 0.110 Uiso 0.56(3) 1 calc PR B 1
H12B H 0.5321 0.3200 0.4509 0.110 Uiso 0.56(3) 1 calc PR B 1
H12C H 0.5155 0.4091 0.3785 0.110 Uiso 0.56(3) 1 calc PR B 1
C10C C 0.4496(7) 0.1622(11) 0.4086(9) 0.075(4) Uani 0.44(3) 1 d PDU B 2
H10D H 0.4102 0.1221 0.3963 0.113 Uiso 0.44(3) 1 calc PR B 2
H10E H 0.4720 0.1558 0.4622 0.113 Uiso 0.44(3) 1 calc PR B 2
H10F H 0.4717 0.1173 0.3819 0.113 Uiso 0.44(3) 1 calc PR B 2
C11C C 0.4115(8) 0.379(2) 0.4309(8) 0.087(4) Uani 0.44(3) 1 d PDU B 2
H11D H 0.4062 0.4708 0.4175 0.131 Uiso 0.44(3) 1 calc PR B 2
H11E H 0.4365 0.3704 0.4837 0.131 Uiso 0.44(3) 1 calc PR B 2
H11F H 0.3723 0.3392 0.4216 0.131 Uiso 0.44(3) 1 calc PR B 2
C12C C 0.5072(6) 0.3621(18) 0.4038(14) 0.060(3) Uani 0.44(3) 1 d PDU B 2
H12D H 0.5250 0.3197 0.3714 0.090 Uiso 0.44(3) 1 calc PR B 2
H12E H 0.5311 0.3422 0.4558 0.090 Uiso 0.44(3) 1 calc PR B 2
H12F H 0.5065 0.4559 0.3961 0.090 Uiso 0.44(3) 1 calc PR B 2
C21A C 0.41829(12) 0.5585(3) 0.27098(14) 0.0474(6) Uani 1 1 d D . .
S22A S 0.48244(16) 0.6073(4) 0.2632(3) 0.0649(7) Uani 0.580(5) 1 d PDU C 1
C23A C 0.4731(6) 0.7611(14) 0.2850(9) 0.069(3) Uani 0.580(5) 1 d PDU C 1
H23A H 0.5023 0.8258 0.2895 0.083 Uiso 0.580(5) 1 calc PR C 1
C24A C 0.4225(6) 0.7873(14) 0.2956(7) 0.078(3) Uani 0.580(5) 1 d PDU C 1
H24A H 0.4063 0.8707 0.2971 0.094 Uiso 0.580(5) 1 calc PR C 1
C25A C 0.3941(6) 0.6522(12) 0.3055(9) 0.081(4) Uani 0.580(5) 1 d PDU C 1
H25A H 0.3666 0.6376 0.3297 0.097 Uiso 0.580(5) 1 calc PR C 1
S22C S 0.3788(2) 0.6792(5) 0.2880(3) 0.0798(13) Uani 0.420(5) 1 d PDU C 2
C23C C 0.4390(7) 0.7773(19) 0.3158(10) 0.080(5) Uani 0.420(5) 1 d PDU C 2
H23C H 0.4392 0.8551 0.3420 0.095 Uiso 0.420(5) 1 calc PR C 2
C24C C 0.4867(8) 0.742(2) 0.2997(13) 0.069(5) Uani 0.420(5) 1 d PDU C 2
H24C H 0.5204 0.7935 0.3033 0.082 Uiso 0.420(5) 1 calc PR C 2
C25C C 0.4750(9) 0.599(2) 0.2737(14) 0.083(8) Uani 0.420(5) 1 d PDU C 2
H25C H 0.5025 0.5465 0.2614 0.099 Uiso 0.420(5) 1 calc PR C 2
C31A C 0.34336(11) 0.4922(2) 0.11566(14) 0.0453(6) Uani 1 1 d . . .
C32A C 0.29534(13) 0.5767(3) 0.10237(15) 0.0520(7) Uani 1 1 d . . .
F32A F 0.25788(8) 0.56103(17) 0.14041(10) 0.0697(5) Uani 1 1 d . . .
C33A C 0.28326(15) 0.6772(3) 0.05137(17) 0.0624(8) Uani 1 1 d . . .
F33A F 0.23608(10) 0.75811(18) 0.04066(11) 0.0876(6) Uani 1 1 d . . .
C34A C 0.32008(17) 0.6945(3) 0.01107(16) 0.0654(9) Uani 1 1 d . . .
F34A F 0.30908(11) 0.79291(19) -0.03886(10) 0.0953(7) Uani 1 1 d . . .
C35A C 0.36758(14) 0.6121(3) 0.02120(15) 0.0584(7) Uani 1 1 d . . .
F35A F 0.40263(9) 0.6260(2) -0.01963(9) 0.0808(6) Uani 1 1 d . . .
C36A C 0.37925(12) 0.5136(3) 0.07365(14) 0.0507(6) Uani 1 1 d . . .
F36A F 0.42711(7) 0.43647(18) 0.08385(9) 0.0659(5) Uani 1 1 d . . .
S1B S 0.10757(3) 1.38919(6) 0.37494(4) 0.04861(18) Uani 1 1 d . . .
C1B C 0.14725(11) 1.3203(3) 0.32487(13) 0.0448(6) Uani 1 1 d . D .
C2B C 0.13894(11) 1.1876(2) 0.32275(13) 0.0427(6) Uani 1 1 d . . .
C3B C 0.10061(11) 1.1426(2) 0.36099(13) 0.0424(6) Uani 1 1 d . E .
C4B C 0.07985(11) 1.2427(2) 0.39272(14) 0.0442(6) Uani 1 1 d . E .
C5B C 0.18109(12) 1.4082(3) 0.28874(15) 0.0537(7) Uani 1 1 d D . .
C6B C 0.1479(3) 1.3997(9) 0.2030(3) 0.070(2) Uani 0.676(16) 1 d PDU D 1
H621 H 0.1057 1.4226 0.1902 0.105 Uiso 0.676(16) 1 calc PR D 1
H622 H 0.1508 1.3112 0.1863 0.105 Uiso 0.676(16) 1 calc PR D 1
H623 H 0.1663 1.4598 0.1785 0.105 Uiso 0.676(16) 1 calc PR D 1
C7B C 0.1777(6) 1.5514(6) 0.3096(6) 0.095(3) Uani 0.676(16) 1 d PDU D 1
H721 H 0.1974 1.6056 0.2837 0.142 Uiso 0.676(16) 1 calc PR D 1
H722 H 0.1979 1.5622 0.3634 0.142 Uiso 0.676(16) 1 calc PR D 1
H723 H 0.1356 1.5773 0.2949 0.142 Uiso 0.676(16) 1 calc PR D 1
C8B C 0.2457(3) 1.3651(11) 0.3094(5) 0.086(3) Uani 0.676(16) 1 d PDU D 1
H821 H 0.2466 1.2761 0.2923 0.129 Uiso 0.676(16) 1 calc PR D 1
H822 H 0.2662 1.3690 0.3635 0.129 Uiso 0.676(16) 1 calc PR D 1
H823 H 0.2659 1.4224 0.2856 0.129 Uiso 0.676(16) 1 calc PR D 1
C6D C 0.1403(8) 1.464(2) 0.2162(10) 0.101(6) Uani 0.324(16) 1 d PDU D 2
H631 H 0.1639 1.5134 0.1934 0.151 Uiso 0.324(16) 1 calc PR D 2
H632 H 0.1108 1.5205 0.2249 0.151 Uiso 0.324(16) 1 calc PR D 2
H633 H 0.1194 1.3932 0.1828 0.151 Uiso 0.324(16) 1 calc PR D 2
C7D C 0.2117(9) 1.5213(15) 0.3436(9) 0.080(4) Uani 0.324(16) 1 d PDU D 2
H731 H 0.2319 1.5794 0.3203 0.120 Uiso 0.324(16) 1 calc PR D 2
H732 H 0.2410 1.4855 0.3894 0.120 Uiso 0.324(16) 1 calc PR D 2
H733 H 0.1811 1.5696 0.3554 0.120 Uiso 0.324(16) 1 calc PR D 2
C8D C 0.2354(8) 1.3365(17) 0.2794(13) 0.078(5) Uani 0.324(16) 1 d PDU D 2
H831 H 0.2207 1.2743 0.2384 0.117 Uiso 0.324(16) 1 calc PR D 2
H832 H 0.2582 1.2905 0.3255 0.117 Uiso 0.324(16) 1 calc PR D 2
H833 H 0.2615 1.3998 0.2684 0.117 Uiso 0.324(16) 1 calc PR D 2
C9B C 0.03817(12) 1.2403(3) 0.43780(15) 0.0538(7) Uani 1 1 d D . .
C10B C 0.0225(6) 1.3798(8) 0.4535(8) 0.064(2) Uani 0.62(3) 1 d PDU E 1
H10G H -0.0030 1.3769 0.4830 0.096 Uiso 0.62(3) 1 calc PR E 1
H10H H 0.0012 1.4240 0.4063 0.096 Uiso 0.62(3) 1 calc PR E 1
H10I H 0.0594 1.4270 0.4810 0.096 Uiso 0.62(3) 1 calc PR E 1
C11B C -0.0213(5) 1.1672(15) 0.3977(8) 0.077(3) Uani 0.62(3) 1 d PDU E 1
H11G H -0.0477 1.1775 0.4257 0.116 Uiso 0.62(3) 1 calc PR E 1
H11H H -0.0129 1.0751 0.3943 0.116 Uiso 0.62(3) 1 calc PR E 1
H11I H -0.0409 1.2027 0.3475 0.116 Uiso 0.62(3) 1 calc PR E 1
C12B C 0.0717(6) 1.1740(16) 0.5140(6) 0.079(3) Uani 0.62(3) 1 d PDU E 1
H12G H 0.1095 1.2194 0.5399 0.118 Uiso 0.62(3) 1 calc PR E 1
H12H H 0.0800 1.0836 0.5059 0.118 Uiso 0.62(3) 1 calc PR E 1
H12I H 0.0467 1.1773 0.5443 0.118 Uiso 0.62(3) 1 calc PR E 1
C10D C 0.0392(12) 1.3715(15) 0.4751(14) 0.080(5) Uani 0.38(3) 1 d PDU E 2
H10J H 0.0790 1.3862 0.5131 0.120 Uiso 0.38(3) 1 calc PR E 2
H10K H 0.0092 1.3721 0.4985 0.120 Uiso 0.38(3) 1 calc PR E 2
H10L H 0.0301 1.4403 0.4377 0.120 Uiso 0.38(3) 1 calc PR E 2
C11D C -0.0253(6) 1.212(2) 0.3790(9) 0.072(4) Uani 0.38(3) 1 d PDU E 2
H11J H -0.0545 1.2092 0.4035 0.108 Uiso 0.38(3) 1 calc PR E 2
H11K H -0.0249 1.1279 0.3554 0.108 Uiso 0.38(3) 1 calc PR E 2
H11L H -0.0364 1.2799 0.3411 0.108 Uiso 0.38(3) 1 calc PR E 2
C12D C 0.0542(10) 1.1313(19) 0.4959(12) 0.082(5) Uani 0.38(3) 1 d PDU E 2
H12J H 0.0972 1.1342 0.5256 0.122 Uiso 0.38(3) 1 calc PR E 2
H12K H 0.0442 1.0475 0.4706 0.122 Uiso 0.38(3) 1 calc PR E 2
H12L H 0.0315 1.1426 0.5285 0.122 Uiso 0.38(3) 1 calc PR E 2
C21B C 0.08705(13) 1.0023(3) 0.36383(16) 0.0513(6) Uani 1 1 d D . .
S22B S 0.1320(2) 0.9048(3) 0.4297(3) 0.0858(10) Uani 0.549(5) 1 d PDU F 1
C23B C 0.0995(5) 0.7800(11) 0.4107(6) 0.077(3) Uani 0.549(5) 1 d PDU F 1
H23B H 0.1118 0.7051 0.4410 0.093 Uiso 0.549(5) 1 calc PR F 1
C24B C 0.0509(5) 0.7814(12) 0.3471(6) 0.072(3) Uani 0.549(5) 1 d PDU F 1
H24B H 0.0269 0.7087 0.3247 0.087 Uiso 0.549(5) 1 calc PR F 1
C25B C 0.0404(8) 0.9300(18) 0.3148(9) 0.082(5) Uani 0.549(5) 1 d PDU F 1
H25B H 0.0090 0.9602 0.2716 0.098 Uiso 0.549(5) 1 calc PR F 1
S22D S 0.0316(2) 0.9281(6) 0.2939(4) 0.0768(12) Uani 0.451(5) 1 d PDU F 2
C23D C 0.0323(6) 0.8012(12) 0.3194(7) 0.066(3) Uani 0.451(5) 1 d PDU F 2
H23D H 0.0028 0.7394 0.2933 0.079 Uiso 0.451(5) 1 calc PR F 2
C24D C 0.0783(6) 0.7719(12) 0.3842(7) 0.065(3) Uani 0.451(5) 1 d PDU F 2
H24D H 0.0884 0.6883 0.4055 0.078 Uiso 0.451(5) 1 calc PR F 2
C25D C 0.1134(9) 0.9103(19) 0.4192(12) 0.097(7) Uani 0.451(5) 1 d PDU F 2
H25D H 0.1444 0.9235 0.4662 0.117 Uiso 0.451(5) 1 calc PR F 2
C31B C 0.16597(12) 1.0898(2) 0.28618(14) 0.0452(6) Uani 1 1 d . . .
F32B F 0.08260(7) 1.10073(19) 0.17208(9) 0.0700(5) Uani 1 1 d . . .
C32B C 0.13634(12) 1.0469(3) 0.21351(15) 0.0494(6) Uani 1 1 d . . .
F33B F 0.12978(9) 0.9145(2) 0.10988(10) 0.0846(6) Uani 1 1 d . . .
C33B C 0.15913(14) 0.9510(3) 0.18145(16) 0.0580(7) Uani 1 1 d . . .
F34B F 0.23612(11) 0.7999(2) 0.19229(12) 0.0954(7) Uani 1 1 d . . .
C34B C 0.21282(16) 0.8931(3) 0.22277(18) 0.0645(8) Uani 1 1 d . . .
F35B F 0.29787(11) 0.8793(3) 0.33492(12) 0.1118(9) Uani 1 1 d . . .
C35B C 0.24406(15) 0.9328(3) 0.29476(18) 0.0682(9) Uani 1 1 d . . .
F36B F 0.25182(9) 1.0652(2) 0.39670(9) 0.0875(6) Uani 1 1 d . . .
C36B C 0.22044(13) 1.0292(3) 0.32590(15) 0.0584(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
S1A C1A 1.720(3) . ?
S1A C4A 1.726(3) . ?
C1A C2A 1.366(4) . ?
C1A C5A 1.523(4) . ?
C2A C3A 1.444(3) . ?
C2A C31A 1.491(4) . ?
C3A C4A 1.367(4) . ?
C3A C21A 1.477(4) . ?
C4A C9A 1.528(4) . ?
C5A C6A 1.470(6) . ?
C5A C8C 1.472(10) . ?
C5A C7A 1.500(6) . ?
C5A C6C 1.514(10) . ?
C5A C8A 1.551(6) . ?
C5A C7C 1.552(10) . ?
C6A H601 0.9700 . ?
C6A H602 0.9700 . ?
C6A H603 0.9700 . ?
C7A H701 0.9700 . ?
C7A H702 0.9700 . ?
C7A H703 0.9700 . ?
C8A H801 0.9700 . ?
C8A H802 0.9700 . ?
C8A H803 0.9700 . ?
C6C H611 0.9700 . ?
C6C H612 0.9700 . ?
C6C H613 0.9700 . ?
C7C H711 0.9700 . ?
C7C H712 0.9700 . ?
C7C H713 0.9700 . ?
C8C H811 0.9700 . ?
C8C H812 0.9700 . ?
C8C H813 0.9700 . ?
C9A C11C 1.497(10) . ?
C9A C10A 1.510(8) . ?
C9A C12A 1.522(10) . ?
C9A C12C 1.552(11) . ?
C9A C11A 1.576(8) . ?
C9A C10C 1.586(10) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C10A H10C 0.9700 . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A H11C 0.9700 . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12A H12C 0.9700 . ?
C10C H10D 0.9700 . ?
C10C H10E 0.9700 . ?
C10C H10F 0.9700 . ?
C11C H11D 0.9700 . ?
C11C H11E 0.9700 . ?
C11C H11F 0.9700 . ?
C12C H12D 0.9700 . ?
C12C H12E 0.9700 . ?
C12C H12F 0.9700 . ?
C21A C25C 1.393(17) . ?
C21A C25A 1.401(13) . ?
C21A S22C 1.653(5) . ?
C21A S22A 1.660(4) . ?
S22A C23A 1.662(14) . ?
C23A C24A 1.318(11) . ?
C23A H23A 0.9400 . ?
C24A C25A 1.579(19) . ?
C24A H24A 0.9400 . ?
C25A H25A 0.9400 . ?
S22C C23C 1.667(17) . ?
C23C C24C 1.328(14) . ?
C23C H23C 0.9400 . ?
C24C C25C 1.53(2) . ?
C24C H24C 0.9400 . ?
C25C H25C 0.9400 . ?
C31A C32A 1.379(4) . ?
C31A C36A 1.387(4) . ?
C32A F32A 1.350(3) . ?
C32A C33A 1.373(4) . ?
C33A F33A 1.347(3) . ?
C33A C34A 1.373(5) . ?
C34A F34A 1.346(3) . ?
C34A C35A 1.364(5) . ?
C35A F35A 1.342(3) . ?
C35A C36A 1.376(4) . ?
C36A F36A 1.338(3) . ?
S1B C4B 1.720(3) . ?
S1B C1B 1.722(3) . ?
C1B C2B 1.370(4) . ?
C1B C5B 1.529(4) . ?
C2B C3B 1.436(4) . ?
C2B C31B 1.494(3) . ?
C3B C4B 1.370(3) . ?
C3B C21B 1.477(4) . ?
C4B C9B 1.533(4) . ?
C5B C6D 1.485(11) . ?
C5B C8B 1.503(7) . ?
C5B C7B 1.528(6) . ?
C5B C6B 1.541(6) . ?
C5B C8D 1.551(12) . ?
C5B C7D 1.553(10) . ?
C6B H621 0.9700 . ?
C6B H622 0.9700 . ?
C6B H623 0.9700 . ?
C7B H721 0.9700 . ?
C7B H722 0.9700 . ?
C7B H723 0.9700 . ?
C8B H821 0.9700 . ?
C8B H822 0.9700 . ?
C8B H823 0.9700 . ?
C6D H631 0.9700 . ?
C6D H632 0.9700 . ?
C6D H633 0.9700 . ?
C7D H731 0.9700 . ?
C7D H732 0.9700 . ?
C7D H733 0.9700 . ?
C8D H831 0.9700 . ?
C8D H832 0.9700 . ?
C8D H833 0.9700 . ?
C9B C10D 1.517(12) . ?
C9B C12D 1.521(11) . ?
C9B C10B 1.532(7) . ?
C9B C11B 1.532(8) . ?
C9B C12B 1.539(7) . ?
C9B C11D 1.544(11) . ?
C10B H10G 0.9700 . ?
C10B H10H 0.9700 . ?
C10B H10I 0.9700 . ?
C11B H11G 0.9700 . ?
C11B H11H 0.9700 . ?
C11B H11I 0.9700 . ?
C12B H12G 0.9700 . ?
C12B H12H 0.9700 . ?
C12B H12I 0.9700 . ?
C10D H10J 0.9700 . ?
C10D H10K 0.9700 . ?
C10D H10L 0.9700 . ?
C11D H11J 0.9700 . ?
C11D H11K 0.9700 . ?
C11D H11L 0.9700 . ?
C12D H12J 0.9700 . ?
C12D H12K 0.9700 . ?
C12D H12L 0.9700 . ?
C21B C25B 1.376(15) . ?
C21B C25D 1.384(17) . ?
C21B S22B 1.654(5) . ?
C21B S22D 1.677(5) . ?
S22B C23B 1.467(11) . ?
C23B C24B 1.336(11) . ?
C23B H23B 0.9400 . ?
C24B C25B 1.625(19) . ?
C24B H24B 0.9400 . ?
C25B H25B 0.9400 . ?
S22D C23D 1.384(13) . ?
C23D C24D 1.352(13) . ?
C23D H23D 0.9400 . ?
C24D C25D 1.66(2) . ?
C24D H24D 0.9400 . ?
C25D H25D 0.9400 . ?
C31B C32B 1.380(4) . ?
C31B C36B 1.384(4) . ?
F32B C32B 1.349(3) . ?
C32B C33B 1.369(4) . ?
F33B C33B 1.342(3) . ?
C33B C34B 1.365(4) . ?
F34B C34B 1.338(3) . ?
C34B C35B 1.365(5) . ?
F35B C35B 1.343(3) . ?
C35B C36B 1.374(4) . ?
F36B C36B 1.337(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
C1A S1A C4A 94.46(12) . . ?
C2A C1A C5A 131.7(2) . . ?
C2A C1A S1A 109.30(19) . . ?
C5A C1A S1A 119.0(2) . . ?
C1A C2A C3A 113.7(2) . . ?
C1A C2A C31A 126.9(2) . . ?
C3A C2A C31A 119.3(2) . . ?
C4A C3A C2A 113.1(2) . . ?
C4A C3A C21A 126.2(2) . . ?
C2A C3A C21A 120.7(2) . . ?
C3A C4A C9A 131.1(2) . . ?
C3A C4A S1A 109.43(19) . . ?
C9A C4A S1A 119.4(2) . . ?
C6A C5A C8C 130.2(6) . . ?
C6A C5A C7A 112.2(5) . . ?
C8C C5A C7A 58.1(7) . . ?
C6A C5A C6C 44.0(7) . . ?
C8C C5A C6C 108.7(9) . . ?
C7A C5A C6C 140.2(7) . . ?
C6A C5A C1A 112.1(3) . . ?
C8C C5A C1A 117.1(5) . . ?
C7A C5A C1A 109.1(3) . . ?
C6C C5A C1A 110.0(6) . . ?
C6A C5A C8A 108.5(5) . . ?
C8C C5A C8A 48.4(7) . . ?
C7A C5A C8A 106.1(5) . . ?
C6C C5A C8A 68.0(8) . . ?
C1A C5A C8A 108.6(3) . . ?
C6A C5A C7C 63.9(8) . . ?
C8C C5A C7C 105.8(9) . . ?
C7A C5A C7C 53.1(8) . . ?
C6C C5A C7C 106.4(10) . . ?
C1A C5A C7C 108.3(5) . . ?
C8A C5A C7C 142.1(6) . . ?
C5A C6A H601 109.5 . . ?
C5A C6A H602 109.5 . . ?
H601 C6A H602 109.5 . . ?
C5A C6A H603 109.5 . . ?
H601 C6A H603 109.5 . . ?
H602 C6A H603 109.5 . . ?
C5A C7A H701 109.5 . . ?
C5A C7A H702 109.5 . . ?
H701 C7A H702 109.5 . . ?
C5A C7A H703 109.5 . . ?
H701 C7A H703 109.5 . . ?
H702 C7A H703 109.5 . . ?
C5A C8A H801 109.5 . . ?
C5A C8A H802 109.5 . . ?
H801 C8A H802 109.5 . . ?
C5A C8A H803 109.5 . . ?
H801 C8A H803 109.5 . . ?
H802 C8A H803 109.5 . . ?
C5A C6C H611 109.5 . . ?
C5A C6C H612 109.5 . . ?
H611 C6C H612 109.5 . . ?
C5A C6C H613 109.5 . . ?
H611 C6C H613 109.5 . . ?
H612 C6C H613 109.5 . . ?
C5A C7C H711 109.5 . . ?
C5A C7C H712 109.5 . . ?
H711 C7C H712 109.5 . . ?
C5A C7C H713 109.5 . . ?
H711 C7C H713 109.5 . . ?
H712 C7C H713 109.5 . . ?
C5A C8C H811 109.5 . . ?
C5A C8C H812 109.5 . . ?
H811 C8C H812 109.5 . . ?
C5A C8C H813 109.5 . . ?
H811 C8C H813 109.5 . . ?
H812 C8C H813 109.5 . . ?
C11C C9A C10A 85.6(7) . . ?
C11C C9A C12A 123.8(9) . . ?
C10A C9A C12A 112.8(8) . . ?
C11C C9A C4A 112.7(6) . . ?
C10A C9A C4A 110.9(5) . . ?
C12A C9A C4A 108.8(8) . . ?
C11C C9A C12C 111.2(10) . . ?
C10A C9A C12C 122.8(10) . . ?
C12A C9A C12C 14.9(10) . . ?
C4A C9A C12C 111.2(9) . . ?
C11C C9A C11A 22.9(7) . . ?
C10A C9A C11A 107.9(5) . . ?
C12A C9A C11A 108.3(6) . . ?
C4A C9A C11A 107.9(4) . . ?
C12C C9A C11A 93.9(8) . . ?
C11C C9A C10C 107.7(7) . . ?
C10A C9A C10C 24.1(5) . . ?
C12A C9A C10C 92.0(7) . . ?
C4A C9A C10C 109.3(6) . . ?
C12C C9A C10C 104.4(8) . . ?
C11A C9A C10C 128.5(6) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
C9A C11A H11A 109.5 . . ?
C9A C11A H11B 109.5 . . ?
C9A C11A H11C 109.5 . . ?
C9A C12A H12A 109.5 . . ?
C9A C12A H12B 109.5 . . ?
C9A C12A H12C 109.5 . . ?
C9A C10C H10D 109.5 . . ?
C9A C10C H10E 109.5 . . ?
H10D C10C H10E 109.5 . . ?
C9A C10C H10F 109.5 . . ?
H10D C10C H10F 109.5 . . ?
H10E C10C H10F 109.5 . . ?
C9A C11C H11D 109.5 . . ?
C9A C11C H11E 109.5 . . ?
H11D C11C H11E 109.5 . . ?
C9A C11C H11F 109.5 . . ?
H11D C11C H11F 109.5 . . ?
H11E C11C H11F 109.5 . . ?
C9A C12C H12D 109.5 . . ?
C9A C12C H12E 109.5 . . ?
H12D C12C H12E 109.5 . . ?
C9A C12C H12F 109.5 . . ?
H12D C12C H12F 109.5 . . ?
H12E C12C H12F 109.5 . . ?
C25C C21A C25A 109.6(13) . . ?
C25C C21A C3A 123.9(10) . . ?
C25A C21A C3A 124.9(6) . . ?
C25C C21A S22C 112.4(9) . . ?
C25A C21A S22C 15.5(7) . . ?
C3A C21A S22C 123.7(3) . . ?
C25C C21A S22A 6.8(12) . . ?
C25A C21A S22A 112.6(6) . . ?
C3A C21A S22A 122.0(2) . . ?
S22C C21A S22A 113.5(3) . . ?
C21A S22A C23A 92.9(5) . . ?
C24A C23A S22A 116.4(13) . . ?
C24A C23A H23A 121.8 . . ?
S22A C23A H23A 121.8 . . ?
C23A C24A C25A 107.0(13) . . ?
C23A C24A H24A 126.5 . . ?
C25A C24A H24A 126.5 . . ?
C21A C25A C24A 106.0(11) . . ?
C21A C25A H25A 127.0 . . ?
C24A C25A H25A 127.0 . . ?
C21A S22C C23C 91.7(7) . . ?
C24C C23C S22C 117.8(17) . . ?
C24C C23C H23C 121.1 . . ?
S22C C23C H23C 121.1 . . ?
C23C C24C C25C 105.4(19) . . ?
C23C C24C H24C 127.3 . . ?
C25C C24C H24C 127.3 . . ?
C21A C25C C24C 110.7(16) . . ?
C21A C25C H25C 124.6 . . ?
C24C C25C H25C 124.6 . . ?
C32A C31A C36A 115.9(2) . . ?
C32A C31A C2A 121.5(2) . . ?
C36A C31A C2A 122.5(2) . . ?
F32A C32A C33A 117.7(3) . . ?
F32A C32A C31A 119.3(2) . . ?
C33A C32A C31A 123.0(3) . . ?
F33A C33A C34A 120.1(3) . . ?
F33A C33A C32A 120.9(3) . . ?
C34A C33A C32A 119.1(3) . . ?
F34A C34A C35A 119.9(3) . . ?
F34A C34A C33A 119.8(3) . . ?
C35A C34A C33A 120.3(3) . . ?
F35A C35A C34A 120.6(3) . . ?
F35A C35A C36A 120.0(3) . . ?
C34A C35A C36A 119.4(3) . . ?
F36A C36A C35A 118.1(3) . . ?
F36A C36A C31A 119.5(2) . . ?
C35A C36A C31A 122.4(3) . . ?
C4B S1B C1B 94.62(12) . . ?
C2B C1B C5B 131.5(2) . . ?
C2B C1B S1B 108.6(2) . . ?
C5B C1B S1B 119.76(19) . . ?
C1B C2B C3B 114.4(2) . . ?
C1B C2B C31B 126.5(2) . . ?
C3B C2B C31B 119.1(2) . . ?
C4B C3B C2B 112.6(2) . . ?
C4B C3B C21B 126.2(2) . . ?
C2B C3B C21B 121.1(2) . . ?
C3B C4B C9B 130.4(2) . . ?
C3B C4B S1B 109.69(19) . . ?
C9B C4B S1B 119.86(18) . . ?
C6D C5B C8B 127.7(9) . . ?
C6D C5B C7B 78.4(9) . . ?
C8B C5B C7B 111.0(5) . . ?
C6D C5B C1B 112.1(8) . . ?
C8B C5B C1B 111.3(4) . . ?
C7B C5B C1B 111.0(3) . . ?
C6D C5B C6B 28.5(9) . . ?
C8B C5B C6B 109.8(4) . . ?
C7B C5B C6B 106.1(4) . . ?
C1B C5B C6B 107.4(3) . . ?
C6D C5B C8D 111.0(10) . . ?
C8B C5B C8D 23.0(7) . . ?
C7B C5B C8D 127.5(8) . . ?
C1B C5B C8D 111.8(8) . . ?
C6B C5B C8D 88.5(8) . . ?
C6D C5B C7D 109.4(9) . . ?
C8B C5B C7D 82.0(7) . . ?
C7B C5B C7D 33.4(5) . . ?
C1B C5B C7D 109.0(6) . . ?
C6B C5B C7D 133.8(6) . . ?
C8D C5B C7D 103.2(8) . . ?
C5B C6B H621 109.5 . . ?
C5B C6B H622 109.5 . . ?
C5B C6B H623 109.5 . . ?
C5B C7B H721 109.5 . . ?
C5B C7B H722 109.5 . . ?
C5B C7B H723 109.5 . . ?
C5B C8B H821 109.5 . . ?
C5B C8B H822 109.5 . . ?
C5B C8B H823 109.5 . . ?
C5B C6D H631 109.5 . . ?
C5B C6D H632 109.5 . . ?
H631 C6D H632 109.5 . . ?
C5B C6D H633 109.5 . . ?
H631 C6D H633 109.5 . . ?
H632 C6D H633 109.5 . . ?
C5B C7D H731 109.5 . . ?
C5B C7D H732 109.5 . . ?
H731 C7D H732 109.5 . . ?
C5B C7D H733 109.5 . . ?
H731 C7D H733 109.5 . . ?
H732 C7D H733 109.5 . . ?
C5B C8D H831 109.5 . . ?
C5B C8D H832 109.5 . . ?
H831 C8D H832 109.5 . . ?
C5B C8D H833 109.5 . . ?
H831 C8D H833 109.5 . . ?
H832 C8D H833 109.5 . . ?
C10D C9B C12D 110.4(10) . . ?
C10D C9B C10B 17.5(10) . . ?
C12D C9B C10B 123.6(9) . . ?
C10D C9B C11B 121.4(10) . . ?
C12D C9B C11B 86.9(7) . . ?
C10B C9B C11B 107.9(6) . . ?
C10D C9B C4B 110.4(9) . . ?
C12D C9B C4B 112.5(8) . . ?
C10B C9B C4B 110.4(5) . . ?
C11B C9B C4B 113.1(5) . . ?
C10D C9B C12B 91.7(9) . . ?
C12D C9B C12B 23.2(7) . . ?
C10B C9B C12B 107.7(5) . . ?
C11B C9B C12B 108.8(5) . . ?
C4B C9B C12B 108.9(4) . . ?
C10D C9B C11D 110.8(10) . . ?
C12D C9B C11D 108.1(8) . . ?
C10B C9B C11D 94.4(8) . . ?
C11B C9B C11D 21.1(7) . . ?
C4B C9B C11D 104.6(7) . . ?
C12B C9B C11D 129.4(7) . . ?
C9B C10B H10G 109.5 . . ?
C9B C10B H10H 109.5 . . ?
C9B C10B H10I 109.5 . . ?
C9B C11B H11G 109.5 . . ?
C9B C11B H11H 109.5 . . ?
C9B C11B H11I 109.5 . . ?
C9B C12B H12G 109.5 . . ?
C9B C12B H12H 109.5 . . ?
C9B C12B H12I 109.5 . . ?
C9B C10D H10J 109.5 . . ?
C9B C10D H10K 109.5 . . ?
H10J C10D H10K 109.5 . . ?
C9B C10D H10L 109.5 . . ?
H10J C10D H10L 109.5 . . ?
H10K C10D H10L 109.5 . . ?
C9B C11D H11J 109.5 . . ?
C9B C11D H11K 109.5 . . ?
H11J C11D H11K 109.5 . . ?
C9B C11D H11L 109.5 . . ?
H11J C11D H11L 109.5 . . ?
H11K C11D H11L 109.5 . . ?
C9B C12D H12J 109.5 . . ?
C9B C12D H12K 109.5 . . ?
H12J C12D H12K 109.5 . . ?
C9B C12D H12L 109.5 . . ?
H12J C12D H12L 109.5 . . ?
H12K C12D H12L 109.5 . . ?
C25B C21B C25D 100.5(13) . . ?
C25B C21B C3B 129.0(8) . . ?
C25D C21B C3B 130.2(9) . . ?
C25B C21B S22B 109.2(7) . . ?
C25D C21B S22B 12.0(10) . . ?
C3B C21B S22B 121.7(2) . . ?
C25B C21B S22D 8.6(9) . . ?
C25D C21B S22D 107.8(8) . . ?
C3B C21B S22D 122.0(3) . . ?
S22B C21B S22D 115.7(3) . . ?
C23B S22B C21B 101.6(5) . . ?
C24B C23B S22B 114.6(11) . . ?
C24B C23B H23B 122.7 . . ?
S22B C23B H23B 122.7 . . ?
C23B C24B C25B 108.5(11) . . ?
C23B C24B H24B 125.7 . . ?
C25B C24B H24B 125.7 . . ?
C21B C25B C24B 105.7(10) . . ?
C21B C25B H25B 127.2 . . ?
C24B C25B H25B 127.2 . . ?
C23D S22D C21B 103.8(6) . . ?
C24D C23D S22D 115.6(11) . . ?
C24D C23D H23D 122.2 . . ?
S22D C23D H23D 122.2 . . ?
C23D C24D C25D 107.5(12) . . ?
C23D C24D H24D 126.3 . . ?
C25D C24D H24D 126.3 . . ?
C21B C25D C24D 104.6(12) . . ?
C21B C25D H25D 127.7 . . ?
C24D C25D H25D 127.7 . . ?
C32B C31B C36B 116.1(2) . . ?
C32B C31B C2B 122.5(2) . . ?
C36B C31B C2B 121.2(2) . . ?
F32B C32B C33B 118.3(2) . . ?
F32B C32B C31B 119.1(2) . . ?
C33B C32B C31B 122.7(3) . . ?
F33B C33B C34B 119.8(3) . . ?
F33B C33B C32B 120.9(3) . . ?
C34B C33B C32B 119.4(3) . . ?
F34B C34B C33B 120.3(3) . . ?
F34B C34B C35B 119.5(3) . . ?
C33B C34B C35B 120.1(3) . . ?
F35B C35B C34B 120.5(3) . . ?
F35B C35B C36B 119.9(3) . . ?
C34B C35B C36B 119.6(3) . . ?
F36B C36B C35B 118.2(3) . . ?
F36B C36B C31B 119.7(2) . . ?
C35B C36B C31B 122.1(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
C4A S1A C1A C2A 0.0(2) . . . . ?
C4A S1A C1A C5A 179.3(2) . . . . ?
C5A C1A C2A C3A -179.2(3) . . . . ?
S1A C1A C2A C3A 0.0(3) . . . . ?
C5A C1A C2A C31A 0.0(5) . . . . ?
S1A C1A C2A C31A 179.3(2) . . . . ?
C1A C2A C3A C4A 0.1(3) . . . . ?
C31A C2A C3A C4A -179.3(2) . . . . ?
C1A C2A C3A C21A 179.6(2) . . . . ?
C31A C2A C3A C21A 0.3(3) . . . . ?
C2A C3A C4A C9A 179.3(3) . . . . ?
C21A C3A C4A C9A -0.2(5) . . . . ?
C2A C3A C4A S1A -0.1(3) . . . . ?
C21A C3A C4A S1A -179.6(2) . . . . ?
C1A S1A C4A C3A 0.1(2) . . . . ?
C1A S1A C4A C9A -179.4(2) . . . . ?
C2A C1A C5A C6A -169.9(6) . . . . ?
S1A C1A C5A C6A 10.9(6) . . . . ?
C2A C1A C5A C8C 2.1(10) . . . . ?
S1A C1A C5A C8C -177.1(9) . . . . ?
C2A C1A C5A C7A 65.3(5) . . . . ?
S1A C1A C5A C7A -113.9(5) . . . . ?
C2A C1A C5A C6C -122.7(10) . . . . ?
S1A C1A C5A C6C 58.2(10) . . . . ?
C2A C1A C5A C8A -50.0(5) . . . . ?
S1A C1A C5A C8A 130.8(4) . . . . ?
C2A C1A C5A C7C 121.5(10) . . . . ?
S1A C1A C5A C7C -57.7(10) . . . . ?
C3A C4A C9A C11C 72.4(12) . . . . ?
S1A C4A C9A C11C -108.2(11) . . . . ?
C3A C4A C9A C10A 166.5(9) . . . . ?
S1A C4A C9A C10A -14.2(9) . . . . ?
C3A C4A C9A C12A -68.8(8) . . . . ?
S1A C4A C9A C12A 110.5(7) . . . . ?
C3A C4A C9A C12C -53.2(9) . . . . ?
S1A C4A C9A C12C 126.1(8) . . . . ?
C3A C4A C9A C11A 48.5(7) . . . . ?
S1A C4A C9A C11A -132.2(6) . . . . ?
C3A C4A C9A C10C -167.9(8) . . . . ?
S1A C4A C9A C10C 11.4(8) . . . . ?
C4A C3A C21A C25C 85.6(13) . . . . ?
C2A C3A C21A C25C -93.9(13) . . . . ?
C4A C3A C21A C25A -78.6(8) . . . . ?
C2A C3A C21A C25A 101.9(7) . . . . ?
C4A C3A C21A S22C -97.4(4) . . . . ?
C2A C3A C21A S22C 83.2(4) . . . . ?
C4A C3A C21A S22A 93.3(4) . . . . ?
C2A C3A C21A S22A -86.2(3) . . . . ?
C25C C21A S22A C23A -77(9) . . . . ?
C25A C21A S22A C23A -12.5(9) . . . . ?
C3A C21A S22A C23A 174.7(6) . . . . ?
S22C C21A S22A C23A 4.3(7) . . . . ?
C21A S22A C23A C24A -2.9(13) . . . . ?
S22A C23A C24A C25A 15.2(16) . . . . ?
C25C C21A C25A C24A 28.0(15) . . . . ?
C3A C21A C25A C24A -165.8(6) . . . . ?
S22C C21A C25A C24A -75(3) . . . . ?
S22A C21A C25A C24A 21.5(10) . . . . ?
C23A C24A C25A C21A -22.7(14) . . . . ?
C25C C21A S22C C23C -10.6(14) . . . . ?
C25A C21A S22C C23C 72(3) . . . . ?
C3A C21A S22C C23C 172.0(7) . . . . ?
S22A C21A S22C C23C -17.9(8) . . . . ?
C21A S22C C23C C24C 14.3(18) . . . . ?
S22C C23C C24C C25C -12(2) . . . . ?
C25A C21A C25C C24C -11(2) . . . . ?
C3A C21A C25C C24C -176.9(12) . . . . ?
S22C C21A C25C C24C 6(2) . . . . ?
S22A C21A C25C C24C 107(10) . . . . ?
C23C C24C C25C C21A 4(3) . . . . ?
C1A C2A C31A C32A 95.7(3) . . . . ?
C3A C2A C31A C32A -85.1(3) . . . . ?
C1A C2A C31A C36A -88.6(3) . . . . ?
C3A C2A C31A C36A 90.6(3) . . . . ?
C36A C31A C32A F32A 179.1(2) . . . . ?
C2A C31A C32A F32A -4.9(4) . . . . ?
C36A C31A C32A C33A -0.5(4) . . . . ?
C2A C31A C32A C33A 175.5(2) . . . . ?
F32A C32A C33A F33A 0.9(4) . . . . ?
C31A C32A C33A F33A -179.5(2) . . . . ?
F32A C32A C33A C34A -179.1(2) . . . . ?
C31A C32A C33A C34A 0.5(4) . . . . ?
F33A C33A C34A F34A 0.3(4) . . . . ?
C32A C33A C34A F34A -179.7(2) . . . . ?
F33A C33A C34A C35A -179.4(3) . . . . ?
C32A C33A C34A C35A 0.7(4) . . . . ?
F34A C34A C35A F35A -1.7(4) . . . . ?
C33A C34A C35A F35A 178.0(3) . . . . ?
F34A C34A C35A C36A 178.5(2) . . . . ?
C33A C34A C35A C36A -1.8(4) . . . . ?
F35A C35A C36A F36A 2.1(4) . . . . ?
C34A C35A C36A F36A -178.2(2) . . . . ?
F35A C35A C36A C31A -177.9(2) . . . . ?
C34A C35A C36A C31A 1.9(4) . . . . ?
C32A C31A C36A F36A 179.3(2) . . . . ?
C2A C31A C36A F36A 3.4(4) . . . . ?
C32A C31A C36A C35A -0.7(4) . . . . ?
C2A C31A C36A C35A -176.6(2) . . . . ?
C4B S1B C1B C2B -0.2(2) . . . . ?
C4B S1B C1B C5B 176.9(2) . . . . ?
C5B C1B C2B C3B -176.3(2) . . . . ?
S1B C1B C2B C3B 0.3(3) . . . . ?
C5B C1B C2B C31B 4.4(4) . . . . ?
S1B C1B C2B C31B -179.0(2) . . . . ?
C1B C2B C3B C4B -0.3(3) . . . . ?
C31B C2B C3B C4B 179.1(2) . . . . ?
C1B C2B C3B C21B 179.9(2) . . . . ?
C31B C2B C3B C21B -0.7(3) . . . . ?
C2B C3B C4B C9B 179.7(2) . . . . ?
C21B C3B C4B C9B -0.5(4) . . . . ?
C2B C3B C4B S1B 0.1(3) . . . . ?
C21B C3B C4B S1B 179.9(2) . . . . ?
C1B S1B C4B C3B 0.1(2) . . . . ?
C1B S1B C4B C9B -179.6(2) . . . . ?
C2B C1B C5B C6D 95.3(13) . . . . ?
S1B C1B C5B C6D -81.0(12) . . . . ?
C2B C1B C5B C8B -54.8(6) . . . . ?
S1B C1B C5B C8B 128.8(5) . . . . ?
C2B C1B C5B C7B -179.1(6) . . . . ?
S1B C1B C5B C7B 4.6(6) . . . . ?
C2B C1B C5B C6B 65.3(5) . . . . ?
S1B C1B C5B C6B -111.0(4) . . . . ?
C2B C1B C5B C8D -30.1(9) . . . . ?
S1B C1B C5B C8D 153.6(9) . . . . ?
C2B C1B C5B C7D -143.5(9) . . . . ?
S1B C1B C5B C7D 40.2(9) . . . . ?
C3B C4B C9B C10D 167.7(12) . . . . ?
S1B C4B C9B C10D -12.7(12) . . . . ?
C3B C4B C9B C12D 44.0(12) . . . . ?
S1B C4B C9B C12D -136.5(12) . . . . ?
C3B C4B C9B C10B -173.5(6) . . . . ?
S1B C4B C9B C10B 6.0(6) . . . . ?
C3B C4B C9B C11B -52.5(8) . . . . ?
S1B C4B C9B C11B 127.0(8) . . . . ?
C3B C4B C9B C12B 68.5(8) . . . . ?
S1B C4B C9B C12B -112.0(8) . . . . ?
C3B C4B C9B C11D -73.1(10) . . . . ?
S1B C4B C9B C11D 106.5(10) . . . . ?
C4B C3B C21B C25B 90.1(11) . . . . ?
C2B C3B C21B C25B -90.1(11) . . . . ?
C4B C3B C21B C25D -82.8(14) . . . . ?
C2B C3B C21B C25D 97.0(14) . . . . ?
C4B C3B C21B S22B -93.2(4) . . . . ?
C2B C3B C21B S22B 86.5(4) . . . . ?
C4B C3B C21B S22D 96.2(4) . . . . ?
C2B C3B C21B S22D -84.0(4) . . . . ?
C25B C21B S22B C23B -4.4(11) . . . . ?
C25D C21B S22B C23B 40(5) . . . . ?
C3B C21B S22B C23B 178.4(6) . . . . ?
S22D C21B S22B C23B -10.5(7) . . . . ?
C21B S22B C23B C24B 5.9(12) . . . . ?
S22B C23B C24B C25B -5.2(16) . . . . ?
C25D C21B C25B C24B -6.9(17) . . . . ?
C3B C21B C25B C24B 178.7(6) . . . . ?
S22B C21B C25B C24B 1.7(14) . . . . ?
S22D C21B C25B C24B 142(8) . . . . ?
C23B C24B C25B C21B 1.9(17) . . . . ?
C25B C21B S22D C23D -31(7) . . . . ?
C25D C21B S22D C23D 1.3(13) . . . . ?
C3B C21B S22D C23D -177.8(7) . . . . ?
S22B C21B S22D C23D 11.1(8) . . . . ?
C21B S22D C23D C24D -6.7(15) . . . . ?
S22D C23D C24D C25D 8.9(19) . . . . ?
C25B C21B C25D C24D 8.0(17) . . . . ?
C3B C21B C25D C24D -177.7(6) . . . . ?
S22B C21B C25D C24D -130(6) . . . . ?
S22D C21B C25D C24D 3.3(16) . . . . ?
C23D C24D C25D C21B -7(2) . . . . ?
C1B C2B C31B C32B -93.4(3) . . . . ?
C3B C2B C31B C32B 87.4(3) . . . . ?
C1B C2B C31B C36B 92.0(3) . . . . ?
C3B C2B C31B C36B -87.3(3) . . . . ?
C36B C31B C32B F32B 179.1(3) . . . . ?
C2B C31B C32B F32B 4.2(4) . . . . ?
C36B C31B C32B C33B -0.6(4) . . . . ?
C2B C31B C32B C33B -175.5(3) . . . . ?
F32B C32B C33B F33B 2.2(4) . . . . ?
C31B C32B C33B F33B -178.1(3) . . . . ?
F32B C32B C33B C34B -178.6(3) . . . . ?
C31B C32B C33B C34B 1.1(4) . . . . ?
F33B C33B C34B F34B -0.3(5) . . . . ?
C32B C33B C34B F34B -179.5(3) . . . . ?
F33B C33B C34B C35B 177.6(3) . . . . ?
C32B C33B C34B C35B -1.5(5) . . . . ?
F34B C34B C35B F35B 0.2(5) . . . . ?
C33B C34B C35B F35B -177.8(3) . . . . ?
F34B C34B C35B C36B 179.4(3) . . . . ?
C33B C34B C35B C36B 1.5(5) . . . . ?
F35B C35B C36B F36B -1.3(5) . . . . ?
C34B C35B C36B F36B 179.4(3) . . . . ?
F35B C35B C36B C31B 178.2(3) . . . . ?
C34B C35B C36B C31B -1.0(5) . . . . ?
C32B C31B C36B F36B -179.9(3) . . . . ?
C2B C31B C36B F36B -4.9(4) . . . . ?
C32B C31B C36B C35B 0.6(4) . . . . ?
C2B C31B C36B C35B 175.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.038
#=============================================================================
#  end of cif data for "erk7527" (compound 22)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

