# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2007

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Masahiro Irie'
_publ_contact_author_address     
;
Department of Chemistry
Rikkyo University
Nishi-Ikebukuro 3-34-1, Toshima-ku
Tokyo
171-8501
JAPAN
;

_publ_contact_author_email       IRIEM@RIKKYO.AC.JP

_publ_section_title              
;
Absolute asymmetric photocyclization in chiral
diarylethene co-crystals with octafluoronaphthalene
;
loop_
_publ_author_name
'Masahiro Irie'
'Seiya Kobatake'
'Masakazu Morimoto'

data_P-1aNpF
_database_code_depnum_ccdc_archive 'CCDC 658341'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H22 F22 S2'
_chemical_formula_weight         1164.85

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   C2

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

_cell_length_a                   37.128(5)
_cell_length_b                   8.4977(11)
_cell_length_c                   7.3472(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.026(2)
_cell_angle_gamma                90.00
_cell_volume                     2305.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4116
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.45

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1164
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
The crystal was obtained by recrystallization of a 1:1 mixture of
1a and NpF from hexane.
The asymmetric unit contains a half of 1a molecule and one of NpF
molecule. 1a molecule lies on a two-fold axis, and a symmetry
operation of C2 builds the entire structure of the molecule. The
hexafluorocyclopentene and thiophene rings are disordered to
yield two equal structures in the 1:1 occupancy ratio.
The value of the Flack parameter was -0.05(12). The value
obtained by the TWIN/BASF instruction in the SHELXL-97 refinement
was -0.04977. According to these values, it is safe to say that
the crystal is enantiopure and the absolute structure is correct.
The high enantioselectivity in the photocyclization reaction also
supports the enantiopurity of the crystal.
;

_diffrn_ambient_temperature      123(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  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_standards_number         119
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        1
_diffrn_reflns_number            7540
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.10
_diffrn_reflns_theta_max         27.49
_reflns_number_total             4830
_reflns_number_gt                4529
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0908P)^2^+1.1089P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(12)
_refine_ls_number_reflns         4830
_refine_ls_number_parameters     447
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1448
_refine_ls_wR_factor_gt          0.1421
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.050
_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
C1A C 0.97932(14) 0.1860(9) 0.2133(7) 0.0190(11) Uani 0.50 1 d P A 1
C2A C 0.96597(18) 0.3297(9) 0.1594(10) 0.0211(12) Uani 0.50 1 d P A 1
C3A C 0.92671(13) 0.3312(6) 0.1376(9) 0.0217(10) Uani 0.50 1 d P A 1
H3A H 0.9130 0.4224 0.1010 0.026 Uiso 0.50 1 calc PR A 1
C4A C 0.91125(13) 0.1930(7) 0.1734(8) 0.0180(11) Uiso 0.50 1 d P A 1
C5A C 1.01770(13) 0.1307(8) 0.2605(8) 0.0306(12) Uani 0.50 1 d P A 1
H5A H 1.0323 0.2167 0.3187 0.046 Uiso 0.50 1 calc PR A 1
H5B H 1.0279 0.0981 0.1486 0.046 Uiso 0.50 1 calc PR A 1
H5C H 1.0180 0.0414 0.3450 0.046 Uiso 0.50 1 calc PR A 1
C6A C 0.98766(15) 0.4681(7) 0.1368(9) 0.0336(12) Uani 0.50 1 d P A 1
C7A C 0.97871(16) 0.6222(8) 0.2267(12) 0.0493(18) Uani 0.50 1 d P A 1
S1A S 0.94476(3) 0.0556(2) 0.23896(18) 0.0229(3) Uani 0.50 1 d P A 1
F1A F 0.9829(3) 0.6094(9) 0.4118(10) 0.145(4) Uani 0.50 1 d P . 1
F2A F 0.94723(15) 0.6674(7) 0.1932(15) 0.098(3) Uani 0.50 1 d P A 1
C1B C 0.97831(19) 0.2666(12) 0.1785(9) 0.0247(13) Uani 0.50 1 d P A 2
C2B C 0.96241(14) 0.3667(7) 0.0507(10) 0.0261(11) Uani 0.50 1 d P A 2
C3B C 0.92311(12) 0.3497(6) 0.0282(9) 0.0211(10) Uani 0.50 1 d P A 2
H3B H 0.9075 0.4131 -0.0520 0.025 Uiso 0.50 1 calc PR A 2
C4B C 0.91137(14) 0.2358(8) 0.1320(8) 0.0186(11) Uiso 0.50 1 d P A 2
C5B C 1.01747(14) 0.2508(10) 0.2522(8) 0.0357(14) Uani 0.50 1 d P A 2
H5D H 1.0193 0.2337 0.3848 0.054 Uiso 0.50 1 calc PR A 2
H5E H 1.0305 0.3472 0.2263 0.054 Uiso 0.50 1 calc PR A 2
H5F H 1.0282 0.1611 0.1936 0.054 Uiso 0.50 1 calc PR A 2
C6B C 0.98043(16) 0.4807(6) -0.0563(9) 0.0344(13) Uani 0.50 1 d P . 2
C7B C 0.96479(17) 0.6406(8) -0.0918(13) 0.056(2) Uani 0.50 1 d P . 2
S1B S 0.94692(3) 0.1481(2) 0.26611(19) 0.0300(3) Uani 0.50 1 d P A 2
F1B F 0.95234(17) 0.7022(7) 0.0531(12) 0.091(2) Uani 0.50 1 d P B 2
F2B F 0.93431(12) 0.6412(6) -0.2018(11) 0.094(2) Uani 0.50 1 d P C 2
C8 C 1.0066(3) 0.7381(13) 0.1689(15) 0.075(3) Uiso 0.50 1 d P . .
C9 C 0.87229(7) 0.1776(4) 0.1619(4) 0.0286(6) Uani 1 1 d . . .
C10 C 0.85030(8) 0.2980(4) 0.2127(4) 0.0344(7) Uani 1 1 d . A .
H10 H 0.8606 0.3985 0.2414 0.041 Uiso 1 1 calc R . .
C11 C 0.81331(7) 0.2749(3) 0.2225(4) 0.0272(5) Uani 1 1 d . . .
H11 H 0.7988 0.3600 0.2565 0.033 Uiso 1 1 calc R A .
C12 C 0.79765(6) 0.1317(3) 0.1839(3) 0.0240(5) Uani 1 1 d . A .
H12 H 0.7725 0.1174 0.1925 0.029 Uiso 1 1 calc R . .
C13 C 0.81898(7) 0.0044(3) 0.1311(3) 0.0235(5) Uani 1 1 d . . .
C14 C 0.80298(8) -0.1441(3) 0.0898(4) 0.0304(6) Uani 1 1 d . A .
H14 H 0.7779 -0.1592 0.1002 0.036 Uiso 1 1 calc R . .
C15 C 0.82332(10) -0.2663(4) 0.0351(4) 0.0396(7) Uani 1 1 d . . .
H15 H 0.8124 -0.3661 0.0094 0.048 Uiso 1 1 calc R A .
C16 C 0.86030(10) -0.2442(4) 0.0167(4) 0.0406(8) Uani 1 1 d . A .
H16 H 0.8742 -0.3290 -0.0233 0.049 Uiso 1 1 calc R . .
C17 C 0.87644(8) -0.1026(4) 0.0555(4) 0.0333(7) Uani 1 1 d . . .
H17 H 0.9014 -0.0902 0.0418 0.040 Uiso 1 1 calc R A .
C18 C 0.85667(7) 0.0274(3) 0.1162(3) 0.0242(5) Uani 1 1 d . A .
F3 F 1.01632(17) 0.8475(9) 0.2839(13) 0.120(3) Uani 0.50 1 d P A .
F4 F 0.9881(2) 0.8212(10) 0.0226(15) 0.139(4) Uani 0.50 1 d P . .
C19 C 0.86458(7) 0.1777(3) 0.6595(4) 0.0294(6) Uani 1 1 d . . .
C20 C 0.84281(8) 0.2920(3) 0.7186(4) 0.0335(6) Uani 1 1 d . . .
C21 C 0.80654(8) 0.2610(3) 0.7378(4) 0.0300(6) Uani 1 1 d . . .
C22 C 0.79276(6) 0.1164(3) 0.7000(3) 0.0247(5) Uani 1 1 d . . .
C23 C 0.81376(7) -0.0054(3) 0.6367(3) 0.0223(5) Uani 1 1 d . . .
C24 C 0.80039(7) -0.1579(3) 0.5904(3) 0.0261(5) Uani 1 1 d . . .
C25 C 0.82205(8) -0.2708(3) 0.5313(4) 0.0302(6) Uani 1 1 d . . .
C26 C 0.85868(8) -0.2405(3) 0.5163(3) 0.0266(5) Uani 1 1 d . . .
C27 C 0.87292(7) -0.0972(3) 0.5593(3) 0.0262(5) Uani 1 1 d . . .
C28 C 0.85112(7) 0.0253(3) 0.6179(3) 0.0221(5) Uani 1 1 d . . .
F5 F 0.89908(5) 0.2136(2) 0.6411(3) 0.0463(5) Uani 1 1 d . . .
F6 F 0.85587(6) 0.4360(2) 0.7593(3) 0.0531(6) Uani 1 1 d . . .
F7 F 0.78601(5) 0.3757(2) 0.7961(3) 0.0411(4) Uani 1 1 d . . .
F8 F 0.75789(4) 0.0901(2) 0.7258(2) 0.0349(4) Uani 1 1 d . . .
F9 F 0.76550(5) -0.1910(2) 0.6028(3) 0.0405(4) Uani 1 1 d . . .
F10 F 0.80888(5) -0.4140(2) 0.4871(3) 0.0456(5) Uani 1 1 d . . .
F11 F 0.87948(5) -0.3564(2) 0.4608(2) 0.0375(4) Uani 1 1 d . . .
F12 F 0.90813(4) -0.0738(2) 0.5465(3) 0.0384(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1A 0.015(2) 0.021(3) 0.021(2) -0.002(2) 0.0015(17) -0.003(2)
C2A 0.025(3) 0.015(3) 0.023(3) -0.003(2) 0.005(2) 0.007(2)
C3A 0.017(2) 0.021(3) 0.028(3) -0.002(2) 0.001(2) 0.0009(19)
C5A 0.018(2) 0.040(4) 0.033(3) 0.009(2) 0.0033(19) 0.001(2)
C6A 0.020(2) 0.027(3) 0.055(4) -0.006(2) 0.009(2) 0.002(2)
C7A 0.028(3) 0.032(3) 0.090(5) -0.021(3) 0.013(3) 0.000(3)
S1A 0.0169(6) 0.0245(7) 0.0275(6) 0.0061(6) 0.0036(4) 0.0011(5)
F1A 0.271(12) 0.076(5) 0.091(5) -0.042(4) 0.034(6) 0.040(6)
F2A 0.045(3) 0.047(3) 0.205(8) -0.046(4) 0.025(4) 0.006(2)
C1B 0.021(3) 0.019(4) 0.034(3) -0.003(3) 0.006(3) -0.001(3)
C2B 0.020(3) 0.025(3) 0.033(3) -0.008(3) 0.004(2) 0.004(2)
C3B 0.013(2) 0.019(2) 0.031(3) -0.005(2) 0.001(2) 0.0044(17)
C5B 0.017(3) 0.059(5) 0.030(3) -0.002(3) 0.000(2) 0.004(3)
C6B 0.032(3) 0.012(2) 0.058(4) -0.005(2) 0.002(3) 0.006(2)
C7B 0.028(3) 0.029(3) 0.113(6) 0.007(4) 0.018(4) 0.014(3)
S1B 0.0189(6) 0.0460(10) 0.0250(6) 0.0066(7) 0.0025(5) 0.0011(7)
F1B 0.078(4) 0.043(3) 0.163(7) 0.002(4) 0.066(5) 0.022(3)
F2B 0.032(2) 0.063(3) 0.182(6) 0.068(4) -0.014(3) -0.001(2)
C9 0.0163(11) 0.0410(16) 0.0281(12) -0.0136(11) 0.0007(9) 0.0017(10)
C10 0.0264(13) 0.0366(16) 0.0417(16) -0.0229(13) 0.0102(11) -0.0060(12)
C11 0.0211(12) 0.0295(13) 0.0319(13) -0.0104(10) 0.0067(10) 0.0060(10)
C12 0.0177(10) 0.0316(14) 0.0224(11) 0.0000(10) 0.0005(9) 0.0010(10)
C13 0.0275(12) 0.0275(14) 0.0152(10) -0.0011(9) 0.0013(9) 0.0018(10)
C14 0.0433(15) 0.0256(13) 0.0233(12) 0.0011(10) 0.0078(11) -0.0048(12)
C15 0.069(2) 0.0233(14) 0.0274(13) 0.0008(11) 0.0108(14) 0.0017(14)
C16 0.066(2) 0.0284(15) 0.0296(14) 0.0006(11) 0.0130(14) 0.0204(14)
C17 0.0403(15) 0.0395(17) 0.0203(12) -0.0001(11) 0.0036(11) 0.0221(13)
C18 0.0241(12) 0.0321(14) 0.0161(10) -0.0032(9) 0.0011(9) 0.0088(10)
F3 0.068(4) 0.098(5) 0.202(8) -0.090(5) 0.054(4) -0.038(4)
F4 0.100(6) 0.122(6) 0.207(9) 0.069(6) 0.073(6) 0.062(5)
C19 0.0227(12) 0.0234(14) 0.0430(15) 0.0023(11) 0.0076(11) -0.0047(10)
C20 0.0360(15) 0.0183(13) 0.0473(16) -0.0002(11) 0.0097(12) -0.0019(11)
C21 0.0317(14) 0.0266(14) 0.0331(14) 0.0036(11) 0.0095(11) 0.0091(11)
C22 0.0206(11) 0.0303(14) 0.0237(11) 0.0043(10) 0.0040(9) 0.0022(10)
C23 0.0223(11) 0.0263(13) 0.0182(10) 0.0014(9) 0.0020(9) -0.0032(10)
C24 0.0244(12) 0.0320(15) 0.0219(12) -0.0021(10) 0.0020(9) -0.0093(11)
C25 0.0372(15) 0.0306(15) 0.0220(12) -0.0058(10) -0.0002(10) -0.0083(12)
C26 0.0318(13) 0.0278(13) 0.0206(11) -0.0002(9) 0.0053(10) 0.0063(11)
C27 0.0234(12) 0.0307(15) 0.0248(12) 0.0026(10) 0.0049(10) 0.0020(10)
C28 0.0210(11) 0.0222(13) 0.0240(11) 0.0024(9) 0.0060(9) 0.0003(9)
F5 0.0266(9) 0.0355(10) 0.0796(14) -0.0090(9) 0.0190(9) -0.0086(7)
F6 0.0519(12) 0.0203(9) 0.0909(16) -0.0085(9) 0.0260(11) -0.0060(8)
F7 0.0438(10) 0.0296(9) 0.0525(11) 0.0037(8) 0.0179(8) 0.0124(8)
F8 0.0210(7) 0.0429(10) 0.0421(9) 0.0030(7) 0.0095(6) 0.0011(7)
F9 0.0264(8) 0.0478(11) 0.0480(10) -0.0112(8) 0.0070(7) -0.0152(8)
F10 0.0517(10) 0.0354(10) 0.0497(10) -0.0184(8) 0.0050(8) -0.0158(8)
F11 0.0468(10) 0.0289(9) 0.0382(8) -0.0070(7) 0.0108(7) 0.0059(8)
F12 0.0223(8) 0.0374(10) 0.0573(11) -0.0019(8) 0.0126(7) 0.0016(7)

_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
C1A C2A 1.361(9) . ?
C1A C5A 1.506(7) . ?
C1A S1A 1.721(6) . ?
C2A C6A 1.445(9) . ?
C2A C3A 1.450(8) . ?
C3A C4A 1.345(8) . ?
C3A H3A 0.9500 . ?
C4A C9 1.446(5) . ?
C4A S1A 1.737(6) . ?
C5A H5A 0.9800 . ?
C5A H5B 0.9800 . ?
C5A H5C 0.9800 . ?
C6A C7A 1.519(8) . ?
C7A F2A 1.230(8) . ?
C7A F1A 1.357(11) . ?
C7A C8 1.522(13) . ?
F1A F1A 1.715(19) 2_756 ?
C1B C2B 1.355(11) . ?
C1B C5B 1.503(9) . ?
C1B S1B 1.716(7) . ?
C2B C6B 1.454(9) . ?
C2B C3B 1.458(7) . ?
C3B C4B 1.334(9) . ?
C3B H3B 0.9500 . ?
C4B C9 1.570(6) . ?
C4B S1B 1.731(6) . ?
C5B H5D 0.9800 . ?
C5B H5E 0.9800 . ?
C5B H5F 0.9800 . ?
C6B C7B 1.490(8) . ?
C6B C6B 1.595(12) 2_755 ?
C7B F1B 1.313(11) . ?
C7B F2B 1.320(9) . ?
C7B C8 1.503(13) 2_755 ?
C8 F3 1.282(12) . ?
C8 F4 1.404(14) . ?
C8 C7B 1.503(13) 2_755 ?
C8 F4 1.605(15) 2_755 ?
C9 C10 1.384(4) . ?
C9 C18 1.428(4) . ?
C10 C11 1.397(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.365(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.419(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.414(4) . ?
C13 C18 1.428(4) . ?
C14 C15 1.369(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.406(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.361(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.424(4) . ?
C17 H17 0.9500 . ?
F4 F4 0.977(13) 2_755 ?
F4 C8 1.605(15) 2_755 ?
C19 F5 1.337(3) . ?
C19 C20 1.364(4) . ?
C19 C28 1.410(4) . ?
C20 F6 1.338(3) . ?
C20 C21 1.393(4) . ?
C21 F7 1.336(3) . ?
C21 C22 1.349(4) . ?
C22 F8 1.347(3) . ?
C22 C23 1.405(4) . ?
C23 C24 1.416(4) . ?
C23 C28 1.432(3) . ?
C24 F9 1.338(3) . ?
C24 C25 1.353(4) . ?
C25 F10 1.339(3) . ?
C25 C26 1.400(4) . ?
C26 F11 1.341(3) . ?
C26 C27 1.352(4) . ?
C27 F12 1.335(3) . ?
C27 C28 1.413(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
C2A C1A C5A 130.8(6) . . ?
C2A C1A S1A 110.9(4) . . ?
C5A C1A S1A 118.2(6) . . ?
C1A C2A C6A 125.0(6) . . ?
C1A C2A C3A 111.8(5) . . ?
C6A C2A C3A 123.1(7) . . ?
C4A C3A C2A 114.5(5) . . ?
C4A C3A H3A 122.7 . . ?
C2A C3A H3A 122.7 . . ?
C3A C4A C9 120.8(5) . . ?
C3A C4A S1A 109.5(4) . . ?
C9 C4A S1A 129.7(4) . . ?
C2A C6A C7A 120.1(5) . . ?
F2A C7A F1A 103.5(8) . . ?
F2A C7A C6A 115.4(6) . . ?
F1A C7A C6A 111.1(6) . . ?
F2A C7A C8 113.7(8) . . ?
F1A C7A C8 108.7(8) . . ?
C6A C7A C8 104.5(6) . . ?
C1A S1A C4A 93.3(3) . . ?
C7A F1A F1A 139.1(11) . 2_756 ?
C2B C1B C5B 129.8(7) . . ?
C2B C1B S1B 111.4(5) . . ?
C5B C1B S1B 118.8(7) . . ?
C1B C2B C6B 126.9(5) . . ?
C1B C2B C3B 112.0(6) . . ?
C6B C2B C3B 121.1(6) . . ?
C4B C3B C2B 113.0(6) . . ?
C4B C3B H3B 123.5 . . ?
C2B C3B H3B 123.5 . . ?
C3B C4B C9 132.1(5) . . ?
C3B C4B S1B 111.3(4) . . ?
C9 C4B S1B 116.5(4) . . ?
C1B C5B H5D 109.5 . . ?
C1B C5B H5E 109.5 . . ?
H5D C5B H5E 109.5 . . ?
C1B C5B H5F 109.5 . . ?
H5D C5B H5F 109.5 . . ?
H5E C5B H5F 109.5 . . ?
C2B C6B C7B 120.6(5) . . ?
C2B C6B C6B 99.5(5) . 2_755 ?
C7B C6B C6B 114.1(4) . 2_755 ?
F1B C7B F2B 98.2(6) . . ?
F1B C7B C6B 112.6(7) . . ?
F2B C7B C6B 113.8(6) . . ?
F1B C7B C8 114.1(7) . 2_755 ?
F2B C7B C8 111.2(8) . 2_755 ?
C6B C7B C8 106.9(6) . 2_755 ?
C1B S1B C4B 92.4(4) . . ?
F3 C8 F4 102.8(10) . . ?
F3 C8 C7B 119.1(9) . 2_755 ?
F4 C8 C7B 107.3(9) . 2_755 ?
F3 C8 C7A 115.9(9) . . ?
F4 C8 C7A 104.2(8) . . ?
C7B C8 C7A 106.1(8) 2_755 . ?
F3 C8 F4 101.9(9) . 2_755 ?
C7B C8 F4 75.9(7) 2_755 2_755 ?
C7A C8 F4 132.8(9) . 2_755 ?
C10 C9 C18 119.2(2) . . ?
C10 C9 C4A 122.1(3) . . ?
C18 C9 C4A 118.3(3) . . ?
C10 C9 C4B 112.7(3) . . ?
C18 C9 C4B 127.4(3) . . ?
C9 C10 C11 121.4(3) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 C18 119.9(2) . . ?
C12 C13 C18 119.7(2) . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 120.1(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 121.4(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C9 123.9(2) . . ?
C17 C18 C13 117.3(3) . . ?
C9 C18 C13 118.8(2) . . ?
F4 F4 C8 82.7(12) 2_755 . ?
F4 F4 C8 60.2(10) 2_755 2_755 ?
C8 F4 C8 110.7(9) . 2_755 ?
F5 C19 C20 118.4(2) . . ?
F5 C19 C28 120.6(2) . . ?
C20 C19 C28 121.0(2) . . ?
F6 C20 C19 120.6(3) . . ?
F6 C20 C21 118.8(3) . . ?
C19 C20 C21 120.6(3) . . ?
F7 C21 C22 120.9(3) . . ?
F7 C21 C20 119.0(3) . . ?
C22 C21 C20 120.1(2) . . ?
F8 C22 C21 118.1(2) . . ?
F8 C22 C23 120.0(2) . . ?
C21 C22 C23 121.9(2) . . ?
C22 C23 C24 124.1(2) . . ?
C22 C23 C28 118.3(2) . . ?
C24 C23 C28 117.5(2) . . ?
F9 C24 C25 119.0(2) . . ?
F9 C24 C23 119.6(2) . . ?
C25 C24 C23 121.4(2) . . ?
F10 C25 C24 120.6(3) . . ?
F10 C25 C26 118.8(3) . . ?
C24 C25 C26 120.7(3) . . ?
F11 C26 C27 120.6(2) . . ?
F11 C26 C25 118.9(3) . . ?
C27 C26 C25 120.5(2) . . ?
F12 C27 C26 118.7(2) . . ?
F12 C27 C28 120.5(2) . . ?
C26 C27 C28 120.8(2) . . ?
C19 C28 C27 122.8(2) . . ?
C19 C28 C23 118.1(2) . . ?
C27 C28 C23 119.1(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
C5A C1A C2A C6A -0.6(11) . . . . ?
S1A C1A C2A C6A 175.9(5) . . . . ?
C5A C1A C2A C3A -177.0(5) . . . . ?
S1A C1A C2A C3A -0.5(7) . . . . ?
C1A C2A C3A C4A -0.2(8) . . . . ?
C6A C2A C3A C4A -176.7(6) . . . . ?
C2A C3A C4A C9 178.5(5) . . . . ?
C2A C3A C4A S1A 0.8(6) . . . . ?
C1A C2A C6A C7A -129.3(7) . . . . ?
C3A C2A C6A C7A 46.7(10) . . . . ?
C2A C6A C7A F2A -53.3(12) . . . . ?
C2A C6A C7A F1A 64.0(9) . . . . ?
C2A C6A C7A C8 -178.9(7) . . . . ?
C2A C1A S1A C4A 0.8(5) . . . . ?
C5A C1A S1A C4A 177.8(4) . . . . ?
C3A C4A S1A C1A -0.9(4) . . . . ?
C9 C4A S1A C1A -178.3(5) . . . . ?
F2A C7A F1A F1A -157.1(4) . . . 2_756 ?
C6A C7A F1A F1A 78.6(7) . . . 2_756 ?
C8 C7A F1A F1A -35.9(9) . . . 2_756 ?
C5B C1B C2B C6B 3.8(12) . . . . ?
S1B C1B C2B C6B -178.1(5) . . . . ?
C5B C1B C2B C3B -176.1(6) . . . . ?
S1B C1B C2B C3B 2.1(7) . . . . ?
C1B C2B C3B C4B -2.5(8) . . . . ?
C6B C2B C3B C4B 177.6(5) . . . . ?
C2B C3B C4B C9 177.2(5) . . . . ?
C2B C3B C4B S1B 1.8(6) . . . . ?
C1B C2B C6B C7B -139.2(7) . . . . ?
C3B C2B C6B C7B 40.6(9) . . . . ?
C1B C2B C6B C6B -13.8(8) . . . 2_755 ?
C3B C2B C6B C6B 166.1(5) . . . 2_755 ?
C2B C6B C7B F1B 42.0(9) . . . . ?
C6B C6B C7B F1B -76.4(9) 2_755 . . . ?
C2B C6B C7B F2B -68.7(10) . . . . ?
C6B C6B C7B F2B 172.9(7) 2_755 . . . ?
C2B C6B C7B C8 168.1(7) . . . 2_755 ?
C6B C6B C7B C8 49.7(11) 2_755 . . 2_755 ?
C2B C1B S1B C4B -0.9(6) . . . . ?
C5B C1B S1B C4B 177.4(5) . . . . ?
C3B C4B S1B C1B -0.5(5) . . . . ?
C9 C4B S1B C1B -176.7(4) . . . . ?
F2A C7A C8 F3 84.8(12) . . . . ?
F1A C7A C8 F3 -29.9(11) . . . . ?
C6A C7A C8 F3 -148.6(9) . . . . ?
F2A C7A C8 F4 -27.4(11) . . . . ?
F1A C7A C8 F4 -142.1(8) . . . . ?
C6A C7A C8 F4 99.3(9) . . . . ?
F2A C7A C8 C7B -140.5(8) . . . 2_755 ?
F1A C7A C8 C7B 104.8(8) . . . 2_755 ?
C6A C7A C8 C7B -13.9(9) . . . 2_755 ?
F2A C7A C8 F4 -55.0(14) . . . 2_755 ?
F1A C7A C8 F4 -169.7(10) . . . 2_755 ?
C6A C7A C8 F4 71.6(12) . . . 2_755 ?
C3A C4A C9 C10 -35.9(7) . . . . ?
S1A C4A C9 C10 141.2(4) . . . . ?
C3A C4A C9 C18 151.3(4) . . . . ?
S1A C4A C9 C18 -31.6(6) . . . . ?
C3A C4A C9 C4B 25.3(9) . . . . ?
S1A C4A C9 C4B -157.6(14) . . . . ?
C3B C4B C9 C10 -53.9(6) . . . . ?
S1B C4B C9 C10 121.3(3) . . . . ?
C3B C4B C9 C18 115.8(6) . . . . ?
S1B C4B C9 C18 -69.0(4) . . . . ?
C3B C4B C9 C4A 179.7(15) . . . . ?
S1B C4B C9 C4A -5.2(8) . . . . ?
C18 C9 C10 C11 0.9(4) . . . . ?
C4A C9 C10 C11 -171.9(4) . . . . ?
C4B C9 C10 C11 171.5(3) . . . . ?
C9 C10 C11 C12 0.7(4) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C14 -179.6(2) . . . . ?
C11 C12 C13 C18 -0.9(4) . . . . ?
C12 C13 C14 C15 178.6(2) . . . . ?
C18 C13 C14 C15 -0.2(4) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C9 178.9(3) . . . . ?
C16 C17 C18 C13 -1.3(4) . . . . ?
C10 C9 C18 C17 177.5(2) . . . . ?
C4A C9 C18 C17 -9.5(5) . . . . ?
C4B C9 C18 C17 8.4(5) . . . . ?
C10 C9 C18 C13 -2.4(4) . . . . ?
C4A C9 C18 C13 170.7(3) . . . . ?
C4B C9 C18 C13 -171.5(4) . . . . ?
C14 C13 C18 C17 1.3(3) . . . . ?
C12 C13 C18 C17 -177.5(2) . . . . ?
C14 C13 C18 C9 -178.9(2) . . . . ?
C12 C13 C18 C9 2.4(3) . . . . ?
F3 C8 F4 F4 93.0(10) . . . 2_755 ?
C7B C8 F4 F4 -33.4(9) 2_755 . . 2_755 ?
C7A C8 F4 F4 -145.6(9) . . . 2_755 ?
F3 C8 F4 C8 147.2(10) . . . 2_755 ?
C7B C8 F4 C8 20.8(10) 2_755 . . 2_755 ?
C7A C8 F4 C8 -91.4(6) . . . 2_755 ?
F4 C8 F4 C8 54.2(7) 2_755 . . 2_755 ?
F5 C19 C20 F6 -0.9(5) . . . . ?
C28 C19 C20 F6 179.4(3) . . . . ?
F5 C19 C20 C21 179.2(3) . . . . ?
C28 C19 C20 C21 -0.5(5) . . . . ?
F6 C20 C21 F7 0.0(4) . . . . ?
C19 C20 C21 F7 179.9(3) . . . . ?
F6 C20 C21 C22 -179.1(3) . . . . ?
C19 C20 C21 C22 0.8(5) . . . . ?
F7 C21 C22 F8 -1.2(4) . . . . ?
C20 C21 C22 F8 177.9(2) . . . . ?
F7 C21 C22 C23 179.4(2) . . . . ?
C20 C21 C22 C23 -1.5(4) . . . . ?
F8 C22 C23 C24 2.3(4) . . . . ?
C21 C22 C23 C24 -178.2(2) . . . . ?
F8 C22 C23 C28 -177.5(2) . . . . ?
C21 C22 C23 C28 1.9(4) . . . . ?
C22 C23 C24 F9 1.4(4) . . . . ?
C28 C23 C24 F9 -178.8(2) . . . . ?
C22 C23 C24 C25 -179.6(2) . . . . ?
C28 C23 C24 C25 0.3(4) . . . . ?
F9 C24 C25 F10 -0.5(4) . . . . ?
C23 C24 C25 F10 -179.6(2) . . . . ?
F9 C24 C25 C26 179.9(2) . . . . ?
C23 C24 C25 C26 0.8(4) . . . . ?
F10 C25 C26 F11 -1.0(4) . . . . ?
C24 C25 C26 F11 178.6(2) . . . . ?
F10 C25 C26 C27 179.9(2) . . . . ?
C24 C25 C26 C27 -0.6(4) . . . . ?
F11 C26 C27 F12 -0.4(4) . . . . ?
C25 C26 C27 F12 178.7(2) . . . . ?
F11 C26 C27 C28 -180.0(2) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
F5 C19 C28 C27 1.4(4) . . . . ?
C20 C19 C28 C27 -178.9(3) . . . . ?
F5 C19 C28 C23 -178.8(2) . . . . ?
C20 C19 C28 C23 0.9(4) . . . . ?
F12 C27 C28 C19 2.2(4) . . . . ?
C26 C27 C28 C19 -178.3(2) . . . . ?
F12 C27 C28 C23 -177.7(2) . . . . ?
C26 C27 C28 C23 1.9(4) . . . . ?
C22 C23 C28 C19 -1.6(3) . . . . ?
C24 C23 C28 C19 178.6(2) . . . . ?
C22 C23 C28 C27 178.3(2) . . . . ?
C24 C23 C28 C27 -1.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.081
#===END

data_M-1aNpF
_database_code_depnum_ccdc_archive 'CCDC 658342'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H22 F22 S2'
_chemical_formula_weight         1164.85

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   C2

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

_cell_length_a                   37.136(3)
_cell_length_b                   8.5070(8)
_cell_length_c                   7.3452(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0270(10)
_cell_angle_gamma                90.00
_cell_volume                     2307.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3569
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      27.45

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1164
_exptl_absorpt_coefficient_mu    0.246
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
The crystal was obtained by recrystallization of a 1:1 mixture of
1a and NpF from hexane.
The asymmetric unit contains a half of 1a molecule and one of NpF
molecule. 1a molecule lies on a two-fold axis, and a symmetry
operation of C2 builds the entire structure of the molecule. The
hexafluorocyclopentene and thiophene rings are disordered to
yield two equal structures in the 1:1 occupancy ratio.
The value of the Flack parameter was -0.03(14). The value
obtained by the TWIN/BASF instruction in the SHELXL-97 refinement
was -0.03480. According to these values, it is safe to say that
the crystal is enantiopure and the absolute structure is correct.
The high enantioselectivity in the photocyclization reaction also
supports the enantiopurity of the crystal.
;

_diffrn_ambient_temperature      123(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  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_standards_number         129
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        2.8
_diffrn_reflns_number            7210
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.10
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4652
_reflns_number_gt                4489
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0826P)^2^+2.1715P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(14)
_refine_ls_number_reflns         4652
_refine_ls_number_parameters     437
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1541
_refine_ls_wR_factor_gt          0.1522
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_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
C1A C 0.02047(17) 0.4557(11) 0.7854(9) 0.0185(13) Uani 0.50 1 d P A 1
C2A C 0.0342(2) 0.3147(10) 0.8421(11) 0.0203(14) Uani 0.50 1 d P A 1
C3A C 0.07329(16) 0.3142(7) 0.8627(10) 0.0208(11) Uani 0.50 1 d P A 1
H3A H 0.0870 0.2231 0.8989 0.025 Uiso 0.50 1 calc PR A 1
C4A C 0.08896(16) 0.4526(8) 0.8269(9) 0.0163(13) Uiso 0.50 1 d P A 1
C5A C -0.01767(16) 0.5137(10) 0.7397(9) 0.0280(14) Uani 0.50 1 d P A 1
H5A H -0.0323 0.4311 0.6748 0.042 Uiso 0.50 1 calc PR A 1
H5B H -0.0175 0.6071 0.6617 0.042 Uiso 0.50 1 calc PR A 1
H5C H -0.0281 0.5407 0.8529 0.042 Uiso 0.50 1 calc PR A 1
C6A C 0.01212(18) 0.1761(8) 0.8629(10) 0.0319(14) Uani 0.50 1 d P A 1
C7A C 0.0211(2) 0.0257(11) 0.7713(11) 0.0458(18) Uiso 0.50 1 d P A 1
S1A S 0.05529(4) 0.5899(2) 0.7609(2) 0.0218(3) Uani 0.50 1 d P A 1
F1A F 0.05288(15) -0.0226(8) 0.8062(17) 0.095(3) Uani 0.50 1 d P A 1
F2A F 0.0167(3) 0.0373(11) 0.5877(11) 0.134(4) Uani 0.50 1 d P . 1
C1B C 0.0216(2) 0.3770(14) 0.8245(11) 0.0234(15) Uani 0.50 1 d P A 2
C2B C 0.03796(17) 0.2787(8) 0.9509(12) 0.0248(12) Uani 0.50 1 d P A 2
C3B C 0.07680(15) 0.2955(8) 0.9727(10) 0.0209(12) Uani 0.50 1 d P A 2
H3B H 0.0925 0.2319 1.0524 0.025 Uiso 0.50 1 calc PR A 2
C4B C 0.08845(17) 0.4105(9) 0.8683(9) 0.0173(13) Uiso 0.50 1 d P A 2
C5B C -0.01763(17) 0.3952(11) 0.7472(9) 0.0344(16) Uani 0.50 1 d P A 2
H5D H -0.0309 0.2989 0.7700 0.052 Uiso 0.50 1 calc PR A 2
H5E H -0.0189 0.4142 0.6151 0.052 Uiso 0.50 1 calc PR A 2
H5F H -0.0284 0.4843 0.8066 0.052 Uiso 0.50 1 calc PR A 2
C6B C 0.01932(18) 0.1641(7) 1.0556(11) 0.0318(15) Uani 0.50 1 d P . 2
C7B C 0.0354(2) 0.0066(12) 1.0940(12) 0.0496(19) Uiso 0.50 1 d P . 2
S1B S 0.05301(4) 0.4982(3) 0.7342(2) 0.0282(4) Uani 0.50 1 d P A 2
F1B F 0.06550(13) 0.0056(8) 1.2039(12) 0.093(3) Uani 0.50 1 d P B 2
F2B F 0.0475(2) -0.0554(8) 0.9462(14) 0.093(3) Uani 0.50 1 d P C 2
C8 C -0.0069(4) -0.0962(16) 0.8306(18) 0.076(3) Uiso 0.50 1 d P . .
C9 C 0.12767(8) 0.4678(4) 0.8387(4) 0.0276(7) Uani 1 1 d . . .
C10 C 0.14991(9) 0.3468(4) 0.7885(5) 0.0322(8) Uani 1 1 d . A .
H10 H 0.1397 0.2461 0.7603 0.039 Uiso 1 1 calc R . .
C11 C 0.18673(8) 0.3707(4) 0.7787(4) 0.0259(6) Uani 1 1 d . . .
H11 H 0.2013 0.2858 0.7453 0.031 Uiso 1 1 calc R A .
C12 C 0.20228(7) 0.5140(4) 0.8164(4) 0.0230(6) Uani 1 1 d . A .
H12 H 0.2274 0.5286 0.8073 0.028 Uiso 1 1 calc R . .
C13 C 0.18097(8) 0.6413(4) 0.8693(4) 0.0223(6) Uani 1 1 d . . .
C14 C 0.19713(10) 0.7900(4) 0.9105(4) 0.0299(7) Uani 1 1 d . A .
H14 H 0.2222 0.8049 0.9003 0.036 Uiso 1 1 calc R . .
C15 C 0.17676(12) 0.9120(4) 0.9649(5) 0.0392(9) Uani 1 1 d . . .
H15 H 0.1876 1.0119 0.9901 0.047 Uiso 1 1 calc R A .
C16 C 0.13984(12) 0.8895(4) 0.9833(5) 0.0384(9) Uani 1 1 d . A .
H16 H 0.1260 0.9744 1.0229 0.046 Uiso 1 1 calc R . .
C17 C 0.12361(10) 0.7480(4) 0.9454(4) 0.0323(8) Uani 1 1 d . . .
H17 H 0.0987 0.7357 0.9603 0.039 Uiso 1 1 calc R A .
C18 C 0.14326(8) 0.6179(4) 0.8840(4) 0.0225(6) Uani 1 1 d . A .
F3 F 0.0116(2) -0.1739(11) 0.9765(17) 0.130(4) Uani 0.50 1 d P . .
F4 F -0.0165(2) -0.2010(10) 0.7163(15) 0.119(4) Uani 0.50 1 d P A .
C19 C 0.13546(9) 0.4682(4) 0.3410(5) 0.0293(7) Uani 1 1 d . . .
C20 C 0.15718(10) 0.3537(4) 0.2819(5) 0.0332(7) Uani 1 1 d . . .
C21 C 0.19331(9) 0.3851(4) 0.2627(5) 0.0295(7) Uani 1 1 d . . .
C22 C 0.20730(8) 0.5289(4) 0.2997(4) 0.0234(6) Uani 1 1 d . . .
C23 C 0.18629(8) 0.6513(4) 0.3636(4) 0.0220(6) Uani 1 1 d . . .
C24 C 0.19964(8) 0.8032(4) 0.4095(4) 0.0258(7) Uani 1 1 d . . .
C25 C 0.17795(10) 0.9166(4) 0.4690(4) 0.0298(7) Uani 1 1 d . . .
C26 C 0.14132(9) 0.8864(4) 0.4841(4) 0.0268(6) Uani 1 1 d . . .
C27 C 0.12715(8) 0.7432(4) 0.4417(4) 0.0264(7) Uani 1 1 d . . .
C28 C 0.14894(8) 0.6200(4) 0.3826(4) 0.0212(6) Uani 1 1 d . . .
F5 F 0.10100(6) 0.4320(3) 0.3592(4) 0.0444(6) Uani 1 1 d . . .
F6 F 0.14406(7) 0.2097(3) 0.2409(4) 0.0520(7) Uani 1 1 d . . .
F7 F 0.21392(6) 0.2698(3) 0.2039(3) 0.0394(5) Uani 1 1 d . . .
F8 F 0.24214(5) 0.5554(3) 0.2743(3) 0.0334(5) Uani 1 1 d . . .
F9 F 0.23451(5) 0.8367(3) 0.3975(3) 0.0387(5) Uani 1 1 d . . .
F10 F 0.19105(6) 1.0596(3) 0.5132(3) 0.0440(5) Uani 1 1 d . . .
F11 F 0.12048(6) 1.0023(2) 0.5390(3) 0.0369(5) Uani 1 1 d . . .
F12 F 0.09196(5) 0.7196(2) 0.4534(3) 0.0374(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1A 0.013(3) 0.025(4) 0.017(3) -0.002(3) -0.001(2) -0.001(3)
C2A 0.020(4) 0.014(4) 0.027(4) -0.001(3) 0.000(3) 0.006(3)
C3A 0.020(3) 0.016(3) 0.026(3) -0.003(2) 0.005(2) 0.003(2)
C5A 0.018(3) 0.037(4) 0.028(3) 0.008(3) 0.002(2) -0.001(3)
C6A 0.021(3) 0.022(3) 0.053(4) -0.006(3) 0.004(3) 0.004(3)
S1A 0.0171(7) 0.0222(8) 0.0261(7) 0.0061(7) 0.0025(5) 0.0005(7)
F1A 0.035(3) 0.040(4) 0.216(10) -0.052(5) 0.029(4) 0.002(2)
F2A 0.242(12) 0.070(5) 0.092(5) -0.037(4) 0.032(6) 0.020(7)
C1B 0.020(4) 0.023(5) 0.028(4) 0.002(4) 0.005(3) -0.001(4)
C2B 0.019(3) 0.020(3) 0.035(4) -0.006(3) 0.001(3) 0.008(2)
C3B 0.013(3) 0.025(3) 0.025(3) -0.006(3) 0.001(2) 0.004(2)
C5B 0.019(3) 0.054(6) 0.029(3) 0.000(3) -0.005(2) 0.003(3)
C6B 0.027(3) 0.007(3) 0.059(4) -0.001(3) -0.005(3) 0.005(2)
S1B 0.0163(7) 0.0447(12) 0.0236(7) 0.0070(8) 0.0015(5) 0.0012(8)
F1B 0.028(2) 0.063(4) 0.182(7) 0.066(5) -0.018(3) -0.001(3)
F2B 0.087(5) 0.044(4) 0.163(8) 0.004(4) 0.078(6) 0.015(3)
C9 0.0129(13) 0.044(2) 0.0257(14) -0.0140(13) -0.0003(11) 0.0030(13)
C10 0.0239(15) 0.0364(19) 0.0376(17) -0.0241(15) 0.0094(13) -0.0070(14)
C11 0.0196(14) 0.0283(16) 0.0307(15) -0.0083(12) 0.0062(12) 0.0074(12)
C12 0.0161(12) 0.0307(17) 0.0215(12) -0.0009(12) -0.0010(10) 0.0009(12)
C13 0.0253(14) 0.0271(17) 0.0140(12) -0.0014(10) -0.0005(10) 0.0020(12)
C14 0.0428(19) 0.0253(16) 0.0223(14) 0.0007(12) 0.0069(13) -0.0034(14)
C15 0.070(3) 0.0201(16) 0.0293(17) 0.0023(13) 0.0112(17) 0.0000(16)
C16 0.063(2) 0.0269(18) 0.0268(16) 0.0018(13) 0.0105(16) 0.0184(17)
C17 0.0377(18) 0.039(2) 0.0202(14) -0.0008(13) 0.0036(13) 0.0211(16)
C18 0.0206(14) 0.0312(17) 0.0154(12) -0.0038(11) 0.0000(10) 0.0082(12)
F3 0.102(8) 0.114(7) 0.184(10) 0.069(7) 0.061(7) 0.060(6)
F4 0.073(5) 0.090(6) 0.204(10) -0.088(6) 0.056(5) -0.040(4)
C19 0.0212(14) 0.0235(17) 0.0434(18) 0.0057(13) 0.0046(13) -0.0042(12)
C20 0.0352(18) 0.0181(16) 0.0472(19) -0.0010(14) 0.0085(15) -0.0035(14)
C21 0.0322(17) 0.0239(16) 0.0334(16) 0.0026(13) 0.0082(14) 0.0112(14)
C22 0.0203(13) 0.0275(16) 0.0225(13) 0.0048(12) 0.0037(10) 0.0010(12)
C23 0.0239(14) 0.0264(16) 0.0155(12) 0.0026(10) 0.0010(10) -0.0030(12)
C24 0.0237(15) 0.0327(18) 0.0213(14) -0.0018(12) 0.0035(11) -0.0087(13)
C25 0.0365(18) 0.0316(18) 0.0204(14) -0.0048(12) -0.0022(12) -0.0059(14)
C26 0.0304(16) 0.0265(16) 0.0238(14) 0.0002(12) 0.0051(12) 0.0045(13)
C27 0.0223(14) 0.0310(18) 0.0267(15) 0.0023(13) 0.0054(12) 0.0059(13)
C28 0.0208(14) 0.0200(15) 0.0229(13) 0.0020(10) 0.0031(11) 0.0006(11)
F5 0.0253(10) 0.0327(12) 0.0780(16) -0.0090(11) 0.0180(10) -0.0097(9)
F6 0.0484(14) 0.0203(11) 0.0910(19) -0.0076(11) 0.0244(13) -0.0064(10)
F7 0.0415(12) 0.0289(11) 0.0501(12) 0.0033(9) 0.0157(10) 0.0126(9)
F8 0.0201(8) 0.0414(12) 0.0396(10) 0.0019(9) 0.0081(7) 0.0023(8)
F9 0.0250(10) 0.0463(13) 0.0455(12) -0.0095(10) 0.0066(8) -0.0143(9)
F10 0.0498(12) 0.0328(12) 0.0489(12) -0.0181(9) 0.0028(10) -0.0156(10)
F11 0.0458(11) 0.0269(11) 0.0388(10) -0.0075(8) 0.0093(9) 0.0066(9)
F12 0.0223(9) 0.0347(11) 0.0567(13) -0.0025(10) 0.0118(9) 0.0010(8)

_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
C1A C2A 1.352(11) . ?
C1A C5A 1.504(9) . ?
C1A S1A 1.748(8) . ?
C2A C3A 1.444(10) . ?
C2A C6A 1.453(10) . ?
C3A C4A 1.352(9) . ?
C3A H3A 0.9500 . ?
C4A C9 1.437(6) . ?
C4A S1A 1.742(7) . ?
C5A H5A 0.9800 . ?
C5A H5B 0.9800 . ?
C5A H5C 0.9800 . ?
C6A C7A 1.499(11) . ?
C7A F1A 1.251(10) . ?
C7A F2A 1.345(12) . ?
C7A C8 1.562(16) . ?
F2A F2A 1.69(2) 2_556 ?
C1B C2B 1.346(12) . ?
C1B C5B 1.516(11) . ?
C1B S1B 1.738(9) . ?
C2B C3B 1.442(8) . ?
C2B C6B 1.460(11) . ?
C3B C4B 1.343(11) . ?
C3B H3B 0.9500 . ?
C4B C9 1.573(7) . ?
C4B S1B 1.728(7) . ?
C5B H5D 0.9800 . ?
C5B H5E 0.9800 . ?
C5B H5F 0.9800 . ?
C6B C7B 1.482(11) . ?
C6B C6B 1.575(13) 2_557 ?
C7B F1B 1.309(10) . ?
C7B F2B 1.327(12) . ?
C7B C8 1.521(16) 2_557 ?
C8 F4 1.251(15) . ?
C8 F3 1.379(16) . ?
C8 C7B 1.521(16) 2_557 ?
C8 F3 1.590(17) 2_557 ?
C9 C10 1.394(4) . ?
C9 C18 1.427(5) . ?
C10 C11 1.391(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.365(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.419(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.419(5) . ?
C13 C18 1.430(4) . ?
C14 C15 1.368(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.362(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.425(4) . ?
C17 H17 0.9500 . ?
F3 F3 0.961(14) 2_557 ?
F3 C8 1.590(17) 2_557 ?
C19 F5 1.337(4) . ?
C19 C20 1.364(5) . ?
C19 C28 1.407(4) . ?
C20 F6 1.341(4) . ?
C20 C21 1.390(5) . ?
C21 F7 1.343(4) . ?
C21 C22 1.346(5) . ?
C22 F8 1.345(3) . ?
C22 C23 1.410(4) . ?
C23 C24 1.412(4) . ?
C23 C28 1.434(4) . ?
C24 F9 1.338(3) . ?
C24 C25 1.358(5) . ?
C25 F10 1.337(4) . ?
C25 C26 1.400(5) . ?
C26 F11 1.341(4) . ?
C26 C27 1.350(5) . ?
C27 F12 1.334(4) . ?
C27 C28 1.420(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2A C1A C5A 132.5(7) . . ?
C2A C1A S1A 110.6(5) . . ?
C5A C1A S1A 116.9(6) . . ?
C1A C2A C3A 112.2(6) . . ?
C1A C2A C6A 123.7(7) . . ?
C3A C2A C6A 123.9(8) . . ?
C4A C3A C2A 115.2(6) . . ?
C4A C3A H3A 122.4 . . ?
C2A C3A H3A 122.4 . . ?
C3A C4A C9 121.0(6) . . ?
C3A C4A S1A 109.1(5) . . ?
C9 C4A S1A 129.8(5) . . ?
C2A C6A C7A 119.4(6) . . ?
F1A C7A F2A 104.1(9) . . ?
F1A C7A C6A 115.9(7) . . ?
F2A C7A C6A 112.2(7) . . ?
F1A C7A C8 111.5(9) . . ?
F2A C7A C8 108.3(9) . . ?
C6A C7A C8 104.8(7) . . ?
C4A S1A C1A 92.9(4) . . ?
C7A F2A F2A 140.1(13) . 2_556 ?
C2B C1B C5B 131.9(8) . . ?
C2B C1B S1B 111.1(6) . . ?
C5B C1B S1B 117.0(8) . . ?
C1B C2B C3B 112.8(7) . . ?
C1B C2B C6B 125.0(6) . . ?
C3B C2B C6B 122.1(7) . . ?
C4B C3B C2B 112.8(6) . . ?
C4B C3B H3B 123.6 . . ?
C2B C3B H3B 123.6 . . ?
C3B C4B C9 131.6(6) . . ?
C3B C4B S1B 111.6(5) . . ?
C9 C4B S1B 116.7(5) . . ?
C1B C5B H5D 109.5 . . ?
C1B C5B H5E 109.5 . . ?
H5D C5B H5E 109.5 . . ?
C1B C5B H5F 109.5 . . ?
H5D C5B H5F 109.5 . . ?
H5E C5B H5F 109.5 . . ?
C2B C6B C7B 120.0(6) . . ?
C2B C6B C6B 100.6(6) . 2_557 ?
C7B C6B C6B 115.2(4) . 2_557 ?
F1B C7B F2B 99.2(8) . . ?
F1B C7B C6B 115.1(8) . . ?
F2B C7B C6B 111.6(8) . . ?
F1B C7B C8 110.7(8) . 2_557 ?
F2B C7B C8 112.3(9) . 2_557 ?
C6B C7B C8 107.9(8) . 2_557 ?
C4B S1B C1B 91.6(5) . . ?
F4 C8 F3 105.2(12) . . ?
F4 C8 C7B 119.7(11) . 2_557 ?
F3 C8 C7B 107.5(10) . 2_557 ?
F4 C8 C7A 115.9(11) . . ?
F3 C8 C7A 104.1(10) . . ?
C7B C8 C7A 103.2(9) 2_557 . ?
F4 C8 F3 104.6(11) . 2_557 ?
C7B C8 F3 76.6(8) 2_557 2_557 ?
C7A C8 F3 131.6(10) . 2_557 ?
C10 C9 C18 119.1(3) . . ?
C10 C9 C4A 122.3(4) . . ?
C18 C9 C4A 118.2(4) . . ?
C10 C9 C4B 113.0(4) . . ?
C18 C9 C4B 127.2(3) . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 C18 119.5(3) . . ?
C14 C13 C18 120.3(3) . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 121.4(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C9 124.1(3) . . ?
C17 C18 C13 117.0(3) . . ?
C9 C18 C13 118.9(3) . . ?
F3 F3 C8 83.6(14) 2_557 . ?
F3 F3 C8 59.5(12) 2_557 2_557 ?
C8 F3 C8 113.6(11) . 2_557 ?
F5 C19 C20 118.1(3) . . ?
F5 C19 C28 120.8(3) . . ?
C20 C19 C28 121.0(3) . . ?
F6 C20 C19 120.7(3) . . ?
F6 C20 C21 119.0(3) . . ?
C19 C20 C21 120.3(3) . . ?
F7 C21 C22 120.5(3) . . ?
F7 C21 C20 118.8(3) . . ?
C22 C21 C20 120.7(3) . . ?
F8 C22 C21 118.7(3) . . ?
F8 C22 C23 119.8(3) . . ?
C21 C22 C23 121.5(3) . . ?
C22 C23 C24 124.2(3) . . ?
C22 C23 C28 118.0(3) . . ?
C24 C23 C28 117.8(3) . . ?
F9 C24 C25 118.7(3) . . ?
F9 C24 C23 119.8(3) . . ?
C25 C24 C23 121.5(3) . . ?
F10 C25 C24 120.7(3) . . ?
F10 C25 C26 118.7(3) . . ?
C24 C25 C26 120.6(3) . . ?
F11 C26 C27 120.6(3) . . ?
F11 C26 C25 119.0(3) . . ?
C27 C26 C25 120.4(3) . . ?
F12 C27 C26 118.8(3) . . ?
F12 C27 C28 120.1(3) . . ?
C26 C27 C28 121.1(3) . . ?
C19 C28 C27 122.9(3) . . ?
C19 C28 C23 118.4(3) . . ?
C27 C28 C23 118.7(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
C5A C1A C2A C3A 178.0(6) . . . . ?
S1A C1A C2A C3A -1.1(8) . . . . ?
C5A C1A C2A C6A 3.5(13) . . . . ?
S1A C1A C2A C6A -175.6(6) . . . . ?
C1A C2A C3A C4A 1.5(10) . . . . ?
C6A C2A C3A C4A 176.1(7) . . . . ?
C2A C3A C4A C9 -178.8(6) . . . . ?
C2A C3A C4A S1A -1.2(8) . . . . ?
C1A C2A C6A C7A 127.5(8) . . . . ?
C3A C2A C6A C7A -46.4(11) . . . . ?
C2A C6A C7A F1A 54.3(12) . . . . ?
C2A C6A C7A F2A -65.1(11) . . . . ?
C2A C6A C7A C8 177.6(8) . . . . ?
C3A C4A S1A C1A 0.5(5) . . . . ?
C9 C4A S1A C1A 177.8(5) . . . . ?
C2A C1A S1A C4A 0.4(6) . . . . ?
C5A C1A S1A C4A -178.9(5) . . . . ?
F1A C7A F2A F2A 156.2(5) . . . 2_556 ?
C6A C7A F2A F2A -77.7(9) . . . 2_556 ?
C8 C7A F2A F2A 37.5(12) . . . 2_556 ?
C5B C1B C2B C3B 175.7(8) . . . . ?
S1B C1B C2B C3B -2.2(9) . . . . ?
C5B C1B C2B C6B -3.5(14) . . . . ?
S1B C1B C2B C6B 178.6(6) . . . . ?
C1B C2B C3B C4B 2.8(9) . . . . ?
C6B C2B C3B C4B -178.1(6) . . . . ?
C2B C3B C4B C9 -177.1(5) . . . . ?
C2B C3B C4B S1B -2.0(7) . . . . ?
C1B C2B C6B C7B 140.8(8) . . . . ?
C3B C2B C6B C7B -38.3(10) . . . . ?
C1B C2B C6B C6B 13.4(10) . . . 2_557 ?
C3B C2B C6B C6B -165.7(6) . . . 2_557 ?
C2B C6B C7B F1B 67.1(10) . . . . ?
C6B C6B C7B F1B -172.5(9) 2_557 . . . ?
C2B C6B C7B F2B -44.9(10) . . . . ?
C6B C6B C7B F2B 75.5(11) 2_557 . . . ?
C2B C6B C7B C8 -168.7(8) . . . 2_557 ?
C6B C6B C7B C8 -48.3(12) 2_557 . . 2_557 ?
C3B C4B S1B C1B 0.7(6) . . . . ?
C9 C4B S1B C1B 176.5(5) . . . . ?
C2B C1B S1B C4B 1.0(7) . . . . ?
C5B C1B S1B C4B -177.3(6) . . . . ?
F1A C7A C8 F4 -85.8(14) . . . . ?
F2A C7A C8 F4 28.1(14) . . . . ?
C6A C7A C8 F4 148.0(11) . . . . ?
F1A C7A C8 F3 29.2(13) . . . . ?
F2A C7A C8 F3 143.1(10) . . . . ?
C6A C7A C8 F3 -97.0(10) . . . . ?
F1A C7A C8 C7B 141.4(9) . . . 2_557 ?
F2A C7A C8 C7B -104.7(9) . . . 2_557 ?
C6A C7A C8 C7B 15.2(10) . . . 2_557 ?
F1A C7A C8 F3 57.7(16) . . . 2_557 ?
F2A C7A C8 F3 171.6(12) . . . 2_557 ?
C6A C7A C8 F3 -68.5(14) . . . 2_557 ?
C3A C4A C9 C10 35.7(8) . . . . ?
S1A C4A C9 C10 -141.4(4) . . . . ?
C3A C4A C9 C18 -151.4(5) . . . . ?
S1A C4A C9 C18 31.5(7) . . . . ?
C3A C4A C9 C4B -25.8(11) . . . . ?
S1A C4A C9 C4B 157.2(16) . . . . ?
C3B C4B C9 C10 53.4(8) . . . . ?
S1B C4B C9 C10 -121.5(4) . . . . ?
C3B C4B C9 C18 -116.4(7) . . . . ?
S1B C4B C9 C18 68.7(5) . . . . ?
C3B C4B C9 C4A 179.6(18) . . . . ?
S1B C4B C9 C4A 4.7(10) . . . . ?
C18 C9 C10 C11 -1.1(5) . . . . ?
C4A C9 C10 C11 171.7(4) . . . . ?
C4B C9 C10 C11 -171.8(4) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C10 C11 C12 C13 1.0(5) . . . . ?
C11 C12 C13 C14 179.3(3) . . . . ?
C11 C12 C13 C18 0.4(4) . . . . ?
C12 C13 C14 C15 -178.8(3) . . . . ?
C18 C13 C14 C15 0.1(4) . . . . ?
C13 C14 C15 C16 1.2(5) . . . . ?
C14 C15 C16 C17 -0.9(5) . . . . ?
C15 C16 C17 C18 -0.6(5) . . . . ?
C16 C17 C18 C9 -178.7(3) . . . . ?
C16 C17 C18 C13 1.9(4) . . . . ?
C10 C9 C18 C17 -176.9(3) . . . . ?
C4A C9 C18 C17 10.0(5) . . . . ?
C4B C9 C18 C17 -7.7(6) . . . . ?
C10 C9 C18 C13 2.5(4) . . . . ?
C4A C9 C18 C13 -170.7(4) . . . . ?
C4B C9 C18 C13 171.7(4) . . . . ?
C12 C13 C18 C17 177.3(3) . . . . ?
C14 C13 C18 C17 -1.6(4) . . . . ?
C12 C13 C18 C9 -2.1(4) . . . . ?
C14 C13 C18 C9 179.0(3) . . . . ?
F4 C8 F3 F3 -94.1(12) . . . 2_557 ?
C7B C8 F3 F3 34.5(11) 2_557 . . 2_557 ?
C7A C8 F3 F3 143.5(10) . . . 2_557 ?
F4 C8 F3 C8 -146.8(13) . . . 2_557 ?
C7B C8 F3 C8 -18.2(13) 2_557 . . 2_557 ?
C7A C8 F3 C8 90.9(7) . . . 2_557 ?
F3 C8 F3 C8 -52.7(8) 2_557 . . 2_557 ?
F5 C19 C20 F6 0.9(5) . . . . ?
C28 C19 C20 F6 -179.4(3) . . . . ?
F5 C19 C20 C21 -179.3(3) . . . . ?
C28 C19 C20 C21 0.3(5) . . . . ?
F6 C20 C21 F7 -0.2(5) . . . . ?
C19 C20 C21 F7 -179.9(3) . . . . ?
F6 C20 C21 C22 178.9(3) . . . . ?
C19 C20 C21 C22 -0.8(5) . . . . ?
F7 C21 C22 F8 0.9(5) . . . . ?
C20 C21 C22 F8 -178.2(3) . . . . ?
F7 C21 C22 C23 -179.3(3) . . . . ?
C20 C21 C22 C23 1.6(5) . . . . ?
F8 C22 C23 C24 -2.0(4) . . . . ?
C21 C22 C23 C24 178.2(3) . . . . ?
F8 C22 C23 C28 177.8(2) . . . . ?
C21 C22 C23 C28 -2.0(4) . . . . ?
C22 C23 C24 F9 -1.6(4) . . . . ?
C28 C23 C24 F9 178.6(3) . . . . ?
C22 C23 C24 C25 179.5(3) . . . . ?
C28 C23 C24 C25 -0.3(4) . . . . ?
F9 C24 C25 F10 0.6(4) . . . . ?
C23 C24 C25 F10 179.5(3) . . . . ?
F9 C24 C25 C26 -179.8(3) . . . . ?
C23 C24 C25 C26 -0.9(5) . . . . ?
F10 C25 C26 F11 1.2(4) . . . . ?
C24 C25 C26 F11 -178.4(3) . . . . ?
F10 C25 C26 C27 -179.6(3) . . . . ?
C24 C25 C26 C27 0.8(5) . . . . ?
F11 C26 C27 F12 0.7(4) . . . . ?
C25 C26 C27 F12 -178.4(3) . . . . ?
F11 C26 C27 C28 179.7(3) . . . . ?
C25 C26 C27 C28 0.5(5) . . . . ?
F5 C19 C28 C27 -1.3(5) . . . . ?
C20 C19 C28 C27 179.0(3) . . . . ?
F5 C19 C28 C23 178.9(3) . . . . ?
C20 C19 C28 C23 -0.7(5) . . . . ?
F12 C27 C28 C19 -2.5(5) . . . . ?
C26 C27 C28 C19 178.5(3) . . . . ?
F12 C27 C28 C23 177.2(3) . . . . ?
C26 C27 C28 C23 -1.7(4) . . . . ?
C22 C23 C28 C19 1.5(4) . . . . ?
C24 C23 C28 C19 -178.7(3) . . . . ?
C22 C23 C28 C27 -178.2(3) . . . . ?
C24 C23 C28 C27 1.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.714
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.081
#===END