# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2005

data_global

_journal_coden_Cambridge         177

loop_
_publ_author_name
'Varinder Aggarwal'
'Christina Hebach'

_publ_contact_author_name        'Prof Varinder Aggarwal'
_publ_contact_author_address     
;
School of Chemistry
Bristol University
Cantock´s Close
Bristol
BS8 1TS
UNITED KINGDOM
;

_publ_contact_author_email       V.AGGARWAL@BRISTOL.AC.UK

_publ_requested_journal          'Organic & Biomolecular Chemistry'

_publ_section_title              
;
Carboxylate-stabilised sulfur ylides (thetin salts) in
asymmetric epoxidation for the synthesis of glycidic acids.
Mechanism and implications
;

data_ch221a
_database_code_depnum_ccdc_archive 'CCDC 258338'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H25 O3 S, B F4'
_chemical_formula_sum            'C17 H25 B F4 O3 S'
_chemical_formula_weight         396.24
_chemical_absolute_configuration ad

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '
_symmetry_space_group_name_Hall  'P 2ac 2ab '

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

_cell_length_a                   6.7991(3)
_cell_length_b                   14.3737(7)
_cell_length_c                   18.4670(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1804.75(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    11667
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.915
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(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       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19341
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         27.53
_reflns_number_total             4156
_reflns_number_gt                3928
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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^)+(0.0426P)^2^+0.3819P] 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    contr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_structure_details     'Flack H D (1983) , Acta Cryst. A39, 876-881'
_refine_ls_structure_Flack       -0.01(6)
_refine_ls_number_reflns         4156
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.002
_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
C1 C -0.8117(3) -0.64475(10) -0.16154(9) 0.0299(3) Uani 1 1 d . . .
H1 H -0.8577 -0.6724 -0.2083 0.036 Uiso 1 1 calc R . .
C2 C -0.7741(3) -0.71567(11) -0.10136(10) 0.0378(4) Uani 1 1 d . . .
H2A H -0.7197 -0.7742 -0.1213 0.045 Uiso 1 1 calc R . .
H2B H -0.8967 -0.7298 -0.0746 0.045 Uiso 1 1 calc R . .
C3 C -0.6215(3) -0.66601(11) -0.05154(10) 0.0332(4) Uani 1 1 d . . .
H3A H -0.6710 -0.6614 -0.0012 0.040 Uiso 1 1 calc R . .
H3B H -0.4945 -0.6997 -0.0514 0.040 Uiso 1 1 calc R . .
C4 C -0.5992(2) -0.56900(11) -0.08580(8) 0.0267(3) Uani 1 1 d . . .
H4 H -0.4692 -0.5401 -0.0741 0.032 Uiso 1 1 calc R . .
C5 C -0.6184(3) -0.59173(12) -0.16671(9) 0.0316(4) Uani 1 1 d . . .
H5A H -0.6295 -0.5351 -0.1970 0.038 Uiso 1 1 calc R . .
H5B H -0.5093 -0.6312 -0.1845 0.038 Uiso 1 1 calc R . .
C6 C -0.7716(2) -0.50206(10) -0.07093(7) 0.0201(3) Uani 1 1 d . . .
H6 H -0.7409 -0.4428 -0.0969 0.024 Uiso 1 1 calc R . .
C7 C -0.8295(2) -0.47551(10) 0.00583(7) 0.0201(3) Uani 1 1 d . . .
C8 C -0.9335(2) -0.54694(11) 0.05311(8) 0.0263(3) Uani 1 1 d . . .
C9 C -0.9217(3) -0.51083(12) 0.13016(9) 0.0336(4) Uani 1 1 d . . .
H9A H -0.8447 -0.5533 0.1614 0.040 Uiso 1 1 calc R . .
H9B H -1.0543 -0.5022 0.1513 0.040 Uiso 1 1 calc R . .
C10 C -0.8158(2) -0.41713(11) 0.12003(8) 0.0285(3) Uani 1 1 d . . .
H10 H -0.7551 -0.3917 0.1652 0.034 Uiso 1 1 calc R . .
C11 C -0.9641(3) -0.35174(12) 0.08390(9) 0.0336(4) Uani 1 1 d . . .
H11A H -0.9145 -0.2870 0.0826 0.040 Uiso 1 1 calc R . .
H11B H -1.0925 -0.3531 0.1092 0.040 Uiso 1 1 calc R . .
C12 C -0.9803(2) -0.39311(10) 0.00676(8) 0.0264(3) Uani 1 1 d . . .
H12A H -0.9459 -0.3460 -0.0302 0.032 Uiso 1 1 calc R . .
H12B H -1.1153 -0.4159 -0.0027 0.032 Uiso 1 1 calc R . .
C13 C -0.6661(2) -0.43892(11) 0.05864(7) 0.0239(3) Uani 1 1 d . . .
C14 C -0.5599(3) -0.35233(11) 0.03011(9) 0.0320(4) Uani 1 1 d . . .
H14A H -0.4728 -0.3700 -0.0099 0.048 Uiso 1 1 calc R . .
H14B H -0.4820 -0.3245 0.0692 0.048 Uiso 1 1 calc R . .
H14C H -0.6570 -0.3071 0.0128 0.048 Uiso 1 1 calc R . .
C15 C -0.5112(2) -0.50892(11) 0.08304(8) 0.0314(3) Uani 1 1 d . . .
H15A H -0.4343 -0.4824 0.1229 0.047 Uiso 1 1 calc R . .
H15B H -0.4236 -0.5234 0.0424 0.047 Uiso 1 1 calc R . .
H15C H -0.5761 -0.5660 0.0995 0.047 Uiso 1 1 calc R . .
C16 C -1.0237(2) -0.48560(10) -0.19974(7) 0.0252(3) Uani 1 1 d . . .
H16A H -0.9052 -0.4477 -0.2095 0.030 Uiso 1 1 calc R . .
H16B H -1.0497 -0.5247 -0.2428 0.030 Uiso 1 1 calc R . .
C17 C -1.1973(2) -0.42244(10) -0.18619(8) 0.0260(3) Uani 1 1 d . . .
O1 O -1.01716(19) -0.61614(8) 0.03251(6) 0.0366(3) Uani 1 1 d . . .
O2 O -1.27460(19) -0.41243(9) -0.12881(6) 0.0394(3) Uani 1 1 d . . .
O3 O -1.2508(2) -0.38134(9) -0.24680(6) 0.0390(3) Uani 1 1 d . . .
H3 H -1.3460 -0.3456 -0.2386 0.059 Uiso 1 1 calc R . .
S1 S -0.98083(5) -0.55906(2) -0.121947(18) 0.02264(9) Uani 1 1 d . . .
B1 B -0.7450(3) -0.25774(13) -0.23179(11) 0.0313(4) Uani 1 1 d . . .
F1 F -0.53834(17) -0.26128(8) -0.23333(7) 0.0504(3) Uani 1 1 d . . .
F2 F -0.79724(17) -0.16466(7) -0.23097(7) 0.0473(3) Uani 1 1 d . . .
F3 F -0.8199(2) -0.30069(10) -0.29188(7) 0.0630(4) Uani 1 1 d . . .
F4 F -0.8090(2) -0.30046(8) -0.16971(7) 0.0572(3) 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
C1 0.0399(9) 0.0202(7) 0.0297(8) -0.0056(6) -0.0038(7) 0.0066(6)
C2 0.0556(11) 0.0198(7) 0.0379(9) -0.0007(7) -0.0101(8) 0.0070(7)
C3 0.0407(10) 0.0252(7) 0.0339(8) -0.0004(7) -0.0058(7) 0.0113(7)
C4 0.0248(7) 0.0282(8) 0.0270(7) -0.0024(6) 0.0007(6) 0.0054(6)
C5 0.0335(8) 0.0341(8) 0.0271(8) -0.0066(7) 0.0028(7) 0.0088(7)
C6 0.0211(7) 0.0181(6) 0.0211(6) 0.0008(5) -0.0008(5) -0.0017(5)
C7 0.0206(7) 0.0192(6) 0.0206(6) 0.0014(5) 0.0011(5) 0.0004(5)
C8 0.0247(7) 0.0279(7) 0.0264(7) 0.0066(6) 0.0028(6) -0.0008(6)
C9 0.0358(8) 0.0412(9) 0.0239(8) 0.0065(7) 0.0056(7) -0.0033(7)
C10 0.0334(8) 0.0326(8) 0.0194(6) -0.0023(6) 0.0005(6) 0.0023(6)
C11 0.0381(9) 0.0342(8) 0.0284(8) -0.0052(6) 0.0039(7) 0.0084(7)
C12 0.0282(8) 0.0259(7) 0.0251(7) -0.0006(5) 0.0008(6) 0.0069(6)
C13 0.0249(7) 0.0260(7) 0.0210(6) -0.0002(6) -0.0017(5) -0.0015(6)
C14 0.0345(9) 0.0300(8) 0.0316(8) -0.0021(7) -0.0014(7) -0.0099(7)
C15 0.0281(8) 0.0372(8) 0.0289(7) 0.0005(6) -0.0061(7) 0.0052(7)
C16 0.0308(8) 0.0238(6) 0.0210(6) 0.0023(5) -0.0047(6) 0.0022(6)
C17 0.0261(7) 0.0242(7) 0.0278(7) 0.0036(6) -0.0055(6) -0.0031(6)
O1 0.0411(7) 0.0293(5) 0.0393(6) 0.0066(5) 0.0034(6) -0.0108(5)
O2 0.0367(6) 0.0502(7) 0.0313(6) 0.0068(6) 0.0027(5) 0.0129(5)
O3 0.0381(7) 0.0476(7) 0.0313(6) 0.0104(6) -0.0038(5) 0.0149(6)
S1 0.02598(17) 0.01848(14) 0.02346(16) 0.00198(13) -0.00247(14) -0.00161(13)
B1 0.0319(9) 0.0251(8) 0.0370(10) -0.0009(8) 0.0020(8) 0.0015(7)
F1 0.0366(6) 0.0498(6) 0.0648(7) 0.0135(6) 0.0011(5) 0.0131(5)
F2 0.0462(6) 0.0303(5) 0.0656(7) 0.0009(5) -0.0107(6) 0.0106(5)
F3 0.0683(9) 0.0679(9) 0.0527(7) -0.0255(7) -0.0071(7) -0.0029(7)
F4 0.0743(9) 0.0459(7) 0.0514(7) 0.0070(6) 0.0139(7) -0.0187(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
C1 C5 1.523(2) . ?
C1 C2 1.530(2) . ?
C1 S1 1.8366(16) . ?
C1 H1 1.0000 . ?
C2 C3 1.560(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.539(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.535(2) . ?
C4 C6 1.541(2) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.5198(19) . ?
C6 S1 1.8927(14) . ?
C6 H6 1.0000 . ?
C7 C8 1.522(2) . ?
C7 C12 1.567(2) . ?
C7 C13 1.569(2) . ?
C8 O1 1.2072(19) . ?
C8 C9 1.517(2) . ?
C9 C10 1.539(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.531(2) . ?
C10 C13 1.555(2) . ?
C10 H10 1.0000 . ?
C11 C12 1.548(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C15 1.525(2) . ?
C13 C14 1.532(2) . ?
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 C17 1.510(2) . ?
C16 S1 1.8065(14) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 O2 1.191(2) . ?
C17 O3 1.3168(18) . ?
O3 H3 0.8400 . ?
B1 F3 1.368(2) . ?
B1 F4 1.371(2) . ?
B1 F2 1.384(2) . ?
B1 F1 1.406(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
C5 C1 C2 103.58(14) . . ?
C5 C1 S1 103.28(10) . . ?
C2 C1 S1 105.20(12) . . ?
C5 C1 H1 114.5 . . ?
C2 C1 H1 114.5 . . ?
S1 C1 H1 114.5 . . ?
C1 C2 C3 103.58(14) . . ?
C1 C2 H2A 111.0 . . ?
C3 C2 H2A 111.0 . . ?
C1 C2 H2B 111.0 . . ?
C3 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
C4 C3 C2 103.76(13) . . ?
C4 C3 H3A 111.0 . . ?
C2 C3 H3A 111.0 . . ?
C4 C3 H3B 111.0 . . ?
C2 C3 H3B 111.0 . . ?
H3A C3 H3B 109.0 . . ?
C5 C4 C3 101.48(13) . . ?
C5 C4 C6 103.98(12) . . ?
C3 C4 C6 114.66(13) . . ?
C5 C4 H4 112.0 . . ?
C3 C4 H4 112.0 . . ?
C6 C4 H4 112.0 . . ?
C1 C5 C4 96.83(13) . . ?
C1 C5 H5A 112.4 . . ?
C4 C5 H5A 112.4 . . ?
C1 C5 H5B 112.4 . . ?
C4 C5 H5B 112.4 . . ?
H5A C5 H5B 110.0 . . ?
C7 C6 C4 121.32(12) . . ?
C7 C6 S1 112.24(10) . . ?
C4 C6 S1 102.28(9) . . ?
C7 C6 H6 106.7 . . ?
C4 C6 H6 106.7 . . ?
S1 C6 H6 106.7 . . ?
C6 C7 C8 119.07(12) . . ?
C6 C7 C12 111.69(11) . . ?
C8 C7 C12 101.50(11) . . ?
C6 C7 C13 118.74(12) . . ?
C8 C7 C13 101.45(11) . . ?
C12 C7 C13 101.71(11) . . ?
O1 C8 C9 127.04(14) . . ?
O1 C8 C7 126.44(14) . . ?
C9 C8 C7 106.42(13) . . ?
C8 C9 C10 102.14(12) . . ?
C8 C9 H9A 111.3 . . ?
C10 C9 H9A 111.3 . . ?
C8 C9 H9B 111.3 . . ?
C10 C9 H9B 111.3 . . ?
H9A C9 H9B 109.2 . . ?
C11 C10 C9 106.41(14) . . ?
C11 C10 C13 103.70(13) . . ?
C9 C10 C13 102.62(12) . . ?
C11 C10 H10 114.3 . . ?
C9 C10 H10 114.3 . . ?
C13 C10 H10 114.3 . . ?
C10 C11 C12 102.25(12) . . ?
C10 C11 H11A 111.3 . . ?
C12 C11 H11A 111.3 . . ?
C10 C11 H11B 111.3 . . ?
C12 C11 H11B 111.3 . . ?
H11A C11 H11B 109.2 . . ?
C11 C12 C7 104.72(12) . . ?
C11 C12 H12A 110.8 . . ?
C7 C12 H12A 110.8 . . ?
C11 C12 H12B 110.8 . . ?
C7 C12 H12B 110.8 . . ?
H12A C12 H12B 108.9 . . ?
C15 C13 C14 108.17(13) . . ?
C15 C13 C10 111.69(12) . . ?
C14 C13 C10 113.30(13) . . ?
C15 C13 C7 116.84(13) . . ?
C14 C13 C7 113.09(12) . . ?
C10 C13 C7 93.29(11) . . ?
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 . . ?
C17 C16 S1 110.24(10) . . ?
C17 C16 H16A 109.6 . . ?
S1 C16 H16A 109.6 . . ?
C17 C16 H16B 109.6 . . ?
S1 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
O2 C17 O3 125.45(15) . . ?
O2 C17 C16 124.38(14) . . ?
O3 C17 C16 110.17(13) . . ?
C17 O3 H3 109.5 . . ?
C16 S1 C1 100.16(7) . . ?
C16 S1 C6 105.32(7) . . ?
C1 S1 C6 91.04(7) . . ?
F3 B1 F4 110.98(16) . . ?
F3 B1 F2 110.46(16) . . ?
F4 B1 F2 110.02(16) . . ?
F3 B1 F1 109.83(16) . . ?
F4 B1 F1 108.51(16) . . ?
F2 B1 F1 106.94(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 29.59(17) . . . . ?
S1 C1 C2 C3 -78.50(15) . . . . ?
C1 C2 C3 C4 3.84(18) . . . . ?
C2 C3 C4 C5 -35.44(17) . . . . ?
C2 C3 C4 C6 75.94(16) . . . . ?
C2 C1 C5 C4 -50.99(14) . . . . ?
S1 C1 C5 C4 58.54(12) . . . . ?
C3 C4 C5 C1 52.80(14) . . . . ?
C6 C4 C5 C1 -66.50(14) . . . . ?
C5 C4 C6 C7 169.00(13) . . . . ?
C3 C4 C6 C7 59.12(18) . . . . ?
C5 C4 C6 S1 43.13(13) . . . . ?
C3 C4 C6 S1 -66.75(14) . . . . ?
C4 C6 C7 C8 -73.04(18) . . . . ?
S1 C6 C7 C8 48.15(16) . . . . ?
C4 C6 C7 C12 169.15(13) . . . . ?
S1 C6 C7 C12 -69.66(13) . . . . ?
C4 C6 C7 C13 51.29(18) . . . . ?
S1 C6 C7 C13 172.48(10) . . . . ?
C6 C7 C8 O1 -18.3(2) . . . . ?
C12 C7 C8 O1 104.68(17) . . . . ?
C13 C7 C8 O1 -150.69(16) . . . . ?
C6 C7 C8 C9 165.02(13) . . . . ?
C12 C7 C8 C9 -71.99(14) . . . . ?
C13 C7 C8 C9 32.64(15) . . . . ?
O1 C8 C9 C10 -174.46(16) . . . . ?
C7 C8 C9 C10 2.18(16) . . . . ?
C8 C9 C10 C11 71.78(15) . . . . ?
C8 C9 C10 C13 -36.81(15) . . . . ?
C9 C10 C11 C12 -70.19(15) . . . . ?
C13 C10 C11 C12 37.63(16) . . . . ?
C10 C11 C12 C7 -2.91(16) . . . . ?
C6 C7 C12 C11 -159.67(13) . . . . ?
C8 C7 C12 C11 72.41(15) . . . . ?
C13 C7 C12 C11 -32.01(15) . . . . ?
C11 C10 C13 C15 -176.47(13) . . . . ?
C9 C10 C13 C15 -65.83(16) . . . . ?
C11 C10 C13 C14 61.06(16) . . . . ?
C9 C10 C13 C14 171.71(13) . . . . ?
C11 C10 C13 C7 -55.84(13) . . . . ?
C9 C10 C13 C7 54.81(13) . . . . ?
C6 C7 C13 C15 -68.56(17) . . . . ?
C8 C7 C13 C15 64.01(15) . . . . ?
C12 C7 C13 C15 168.48(12) . . . . ?
C6 C7 C13 C14 58.01(17) . . . . ?
C8 C7 C13 C14 -169.42(13) . . . . ?
C12 C7 C13 C14 -64.95(15) . . . . ?
C6 C7 C13 C10 175.08(12) . . . . ?
C8 C7 C13 C10 -52.35(13) . . . . ?
C12 C7 C13 C10 52.12(13) . . . . ?
S1 C16 C17 O2 10.8(2) . . . . ?
S1 C16 C17 O3 -168.63(11) . . . . ?
C17 C16 S1 C1 166.34(11) . . . . ?
C17 C16 S1 C6 -99.75(11) . . . . ?
C5 C1 S1 C16 75.27(11) . . . . ?
C2 C1 S1 C16 -176.42(12) . . . . ?
C5 C1 S1 C6 -30.49(11) . . . . ?
C2 C1 S1 C6 77.82(12) . . . . ?
C7 C6 S1 C16 120.50(10) . . . . ?
C4 C6 S1 C16 -107.91(10) . . . . ?
C7 C6 S1 C1 -138.67(11) . . . . ?
C4 C6 S1 C1 -7.08(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.038