# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014


data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H26 O3 S'
_chemical_formula_weight         286.42

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'
O O 0.0106 0.0060 '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           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   5.290
_cell_length_b                   6.432
_cell_length_c                   12.429
_cell_angle_alpha                86.64
_cell_angle_beta                 88.36
_cell_angle_gamma                65.80
_cell_volume                     385.1
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             156
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4563
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_sigmaI/netI    0.0930
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         5.24
_diffrn_reflns_theta_max         27.46
_reflns_number_total             3004
_reflns_number_gt                2352
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1140P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.52(12)
_refine_ls_number_reflns         3004
_refine_ls_number_parameters     174
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1777
_refine_ls_wR_factor_gt          0.1611
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_restrained_S_all      0.943
_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 0.06687(17) 0.56702(14) 0.15020(9) 0.0462(3) Uani 1 1 d . . .
O1 O 0.5372(5) 0.1796(4) 0.0403(2) 0.0421(6) Uani 1 1 d . . .
H1 H 0.6196 0.0455 0.0610 0.063 Uiso 1 1 calc R . .
O2 O -0.3723(5) 0.5090(5) 0.3161(2) 0.0492(7) Uani 1 1 d . . .
H2 H -0.4107 0.6103 0.2683 0.074 Uiso 1 1 calc R . .
C1 C 0.2686(7) 0.2168(5) 0.0021(3) 0.0319(7) Uani 1 1 d . . .
C2 C -0.1026(7) 0.4615(6) 0.3586(3) 0.0333(7) Uani 1 1 d . . .
C3 C 0.1163(8) 0.3694(5) 0.2711(3) 0.0381(8) Uani 1 1 d . . .
H3 H 0.3009 0.3277 0.3013 0.046 Uiso 1 1 calc R . .
C4 C -0.0957(10) 0.6749(7) 0.4042(3) 0.0460(10) Uani 1 1 d . . .
H4A H 0.0906 0.6410 0.4282 0.055 Uiso 1 1 calc R . .
H4B H -0.1433 0.7953 0.3478 0.055 Uiso 1 1 calc R . .
C5 C 0.1134(10) 0.1616(9) 0.2068(3) 0.0546(11) Uani 1 1 d . . .
H5A H -0.0374 0.1190 0.2282 0.066 Uiso 1 1 calc R . .
H5B H 0.2890 0.0290 0.2091 0.066 Uiso 1 1 calc R . .
C6 C 0.2638(8) -0.0032(6) -0.0363(3) 0.0421(8) Uani 1 1 d . . .
H6A H 0.3210 -0.1194 0.0221 0.050 Uiso 1 1 calc R . .
H6B H 0.0761 0.0247 -0.0560 0.050 Uiso 1 1 calc R . .
C7 C 0.2033(9) 0.3957(7) -0.0900(3) 0.0443(9) Uani 1 1 d . . .
H7A H 0.0128 0.4416 -0.1121 0.053 Uiso 1 1 calc R . .
H7B H 0.2213 0.5292 -0.0651 0.053 Uiso 1 1 calc R . .
C8 C 0.0596(7) 0.3102(6) 0.0931(3) 0.0391(8) Uani 1 1 d . . .
H8 H -0.1275 0.3443 0.0675 0.047 Uiso 1 1 calc R . .
C9 C -0.0516(9) 0.2775(6) 0.4487(3) 0.0431(8) Uani 1 1 d . . .
H9A H 0.1372 0.2262 0.4739 0.052 Uiso 1 1 calc R . .
H9B H -0.0712 0.1478 0.4200 0.052 Uiso 1 1 calc R . .
O3 O -0.2251(7) 0.7520(5) 0.1483(3) 0.0629(9) Uani 1 1 d . . .
C11 C 0.4550(10) -0.0890(7) -0.1325(4) 0.0548(11) Uani 1 1 d . . .
H11A H 0.4395 -0.2236 -0.1572 0.066 Uiso 1 1 calc R . .
H11B H 0.6452 -0.1325 -0.1106 0.066 Uiso 1 1 calc R . .
C12 C 0.3942(11) 0.3093(8) -0.1868(4) 0.0590(12) Uani 1 1 d . . .
H12A H 0.5826 0.2801 -0.1675 0.071 Uiso 1 1 calc R . .
H12B H 0.3372 0.4253 -0.2453 0.071 Uiso 1 1 calc R . .
C13 C -0.2492(11) 0.3598(8) 0.5434(3) 0.0576(11) Uani 1 1 d . . .
H13A H -0.4368 0.3954 0.5205 0.069 Uiso 1 1 calc R . .
H13B H -0.2008 0.2394 0.5998 0.069 Uiso 1 1 calc R . .
C14 C -0.2977(12) 0.7574(9) 0.4985(4) 0.0660(14) Uani 1 1 d . . .
H14A H -0.4858 0.8042 0.4732 0.079 Uiso 1 1 calc R . .
H14B H -0.2829 0.8888 0.5274 0.079 Uiso 1 1 calc R . .
C15 C -0.2360(16) 0.5691(9) 0.5871(4) 0.0771(17) Uani 1 1 d . . .
H15A H -0.0530 0.5302 0.6161 0.093 Uiso 1 1 calc R . .
H15B H -0.3698 0.6234 0.6451 0.093 Uiso 1 1 calc R . .
C16 C 0.3854(13) 0.0905(9) -0.2242(4) 0.0696(15) Uani 1 1 d . . .
H16A H 0.2019 0.1234 -0.2511 0.083 Uiso 1 1 calc R . .
H16B H 0.5170 0.0328 -0.2827 0.083 Uiso 1 1 calc R . .

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
S1 0.0583(6) 0.0390(5) 0.0451(5) -0.0005(3) 0.0022(4) -0.0242(4)
O1 0.0316(13) 0.0397(14) 0.0554(16) 0.0018(11) -0.0062(11) -0.0152(11)
O2 0.0355(14) 0.0607(18) 0.0551(17) 0.0048(13) -0.0121(11) -0.0238(13)
C1 0.0292(16) 0.0271(16) 0.0405(18) 0.0012(12) -0.0035(13) -0.0127(14)
C2 0.0327(17) 0.0338(17) 0.0361(18) -0.0006(13) -0.0016(13) -0.0165(14)
C3 0.045(2) 0.0289(17) 0.0417(19) 0.0057(13) -0.0007(15) -0.0175(16)
C4 0.063(3) 0.041(2) 0.042(2) -0.0032(16) 0.0008(17) -0.029(2)
C5 0.055(3) 0.072(3) 0.036(2) -0.0217(18) 0.0170(18) -0.024(2)
C6 0.050(2) 0.0384(19) 0.045(2) -0.0002(14) -0.0037(16) -0.0247(17)
C7 0.054(2) 0.035(2) 0.042(2) 0.0044(15) -0.0028(17) -0.0164(18)
C8 0.037(2) 0.0380(19) 0.045(2) -0.0054(15) 0.0050(15) -0.0184(16)
C9 0.056(2) 0.0328(18) 0.0412(19) 0.0040(14) -0.0033(16) -0.0192(17)
O3 0.072(2) 0.0405(16) 0.0553(17) 0.0038(12) -0.0051(15) -0.0029(15)
C11 0.073(3) 0.042(2) 0.056(2) -0.0173(17) 0.014(2) -0.028(2)
C12 0.083(3) 0.050(3) 0.043(2) 0.0036(18) 0.011(2) -0.027(2)
C13 0.083(3) 0.052(2) 0.045(2) 0.0013(17) 0.010(2) -0.036(2)
C14 0.092(4) 0.050(3) 0.058(3) -0.016(2) 0.024(2) -0.031(3)
C15 0.130(5) 0.066(3) 0.046(3) -0.013(2) 0.019(3) -0.052(3)
C16 0.109(4) 0.064(3) 0.042(2) -0.010(2) 0.015(2) -0.041(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.515(3) . ?
S1 C8 1.851(4) . ?
S1 C3 1.863(3) . ?
O1 C1 1.432(4) . ?
O2 C2 1.440(4) . ?
C1 C7 1.515(5) . ?
C1 C8 1.526(5) . ?
C1 C6 1.529(5) . ?
C2 C3 1.521(5) . ?
C2 C9 1.526(5) . ?
C2 C4 1.530(5) . ?
C3 C5 1.602(6) . ?
C4 C14 1.528(6) . ?
C5 C8 1.622(6) . ?
C6 C11 1.519(6) . ?
C7 C12 1.525(6) . ?
C9 C13 1.519(6) . ?
C11 C16 1.513(7) . ?
C12 C16 1.526(7) . ?
C13 C15 1.509(7) . ?
C14 C15 1.525(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 C8 108.25(18) . . ?
O3 S1 C3 110.32(17) . . ?
C8 S1 C3 77.15(15) . . ?
O1 C1 C7 106.3(3) . . ?
O1 C1 C8 108.3(3) . . ?
C7 C1 C8 109.4(3) . . ?
O1 C1 C6 111.4(3) . . ?
C7 C1 C6 110.7(3) . . ?
C8 C1 C6 110.7(3) . . ?
O2 C2 C3 109.8(3) . . ?
O2 C2 C9 106.0(3) . . ?
C3 C2 C9 109.2(3) . . ?
O2 C2 C4 110.9(3) . . ?
C3 C2 C4 111.0(3) . . ?
C9 C2 C4 109.8(3) . . ?
C2 C3 C5 116.8(3) . . ?
C2 C3 S1 114.5(2) . . ?
C5 C3 S1 95.6(2) . . ?
C14 C4 C2 111.5(3) . . ?
C3 C5 C8 91.8(3) . . ?
C11 C6 C1 111.4(3) . . ?
C12 C7 C1 112.3(3) . . ?
C1 C8 C5 118.1(3) . . ?
C1 C8 S1 113.5(2) . . ?
C5 C8 S1 95.4(3) . . ?
C2 C9 C13 113.0(3) . . ?
C6 C11 C16 111.7(4) . . ?
C7 C12 C16 110.8(4) . . ?
C15 C13 C9 110.8(4) . . ?
C4 C14 C15 110.8(4) . . ?
C13 C15 C14 110.6(4) . . ?
C11 C16 C12 110.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.065
_database_code_depnum_ccdc_archive 'CCDC 978292'

data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 O2 S'
_chemical_formula_weight         272.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   11.471
_cell_length_b                   7.889
_cell_length_c                   15.246
_cell_angle_alpha                90.00
_cell_angle_beta                 93.54
_cell_angle_gamma                90.00
_cell_volume                     1377.1
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15052
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         5.04
_diffrn_reflns_theta_max         27.54
_reflns_number_total             3082
_reflns_number_gt                2028
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0627P)²+0.5851P] 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         3082
_refine_ls_number_parameters     175
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_ref         0.1438
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_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 0.39935(6) 0.09687(8) 0.66716(4) 0.0510(2) Uani 1 1 d . . .
O1 O 0.52887(16) 0.1216(2) 0.67590(13) 0.0584(5) Uani 1 1 d . . .
O2 O 0.51406(15) 0.3560(2) 0.80292(13) 0.0545(5) Uani 1 1 d . . .
C2 C 0.40174(18) 0.4018(3) 0.76657(14) 0.0356(5) Uani 1 1 d . . .
C3 C 0.34418(19) 0.5091(3) 0.83494(13) 0.0350(5) Uani 1 1 d D . .
C4 C 0.3295(2) 0.0981(3) 0.81959(17) 0.0494(6) Uani 1 1 d . . .
H4A H 0.3897 0.1127 0.8665 0.059 Uiso 1 1 calc R . .
H4B H 0.2536 0.0852 0.8435 0.059 Uiso 1 1 calc R . .
C5 C 0.4113(2) 0.5077(3) 0.68238(15) 0.0395(5) Uani 1 1 d D . .
C6 C 0.3317(2) 0.2404(3) 0.74658(15) 0.0395(5) Uani 1 1 d . . .
H6 H 0.2518 0.2692 0.7252 0.047 Uiso 1 1 calc R . .
C7 C 0.4104(2) 0.5779(3) 0.90523(15) 0.0455(6) Uani 1 1 d D . .
H7 H 0.4895 0.5520 0.9127 0.055 Uiso 1 1 calc R . .
C8 C 0.2265(2) 0.5481(4) 0.82705(17) 0.0520(6) Uani 1 1 d D . .
H8 H 0.1799 0.5027 0.7808 0.062 Uiso 1 1 calc R . .
C9 C 0.5122(3) 0.5990(4) 0.6724(2) 0.0619(8) Uani 1 1 d D . .
H9 H 0.5733 0.5930 0.7153 0.074 Uiso 1 1 calc R . .
C10 C 0.2448(3) 0.7236(4) 0.95542(17) 0.0613(8) Uani 1 1 d D . .
H10 H 0.2120 0.7966 0.9950 0.074 Uiso 1 1 calc R . .
C11 C 0.3606(3) 0.6847(4) 0.96452(17) 0.0615(8) Uani 1 1 d D . .
H11 H 0.4066 0.7303 1.0110 0.074 Uiso 1 1 calc R . .
C12 C 0.3577(3) -0.0445(4) 0.7542(2) 0.0726(9) Uani 1 1 d . . .
H12A H 0.2899 -0.1130 0.7369 0.087 Uiso 1 1 calc R . .
H12B H 0.4215 -0.1164 0.7763 0.087 Uiso 1 1 calc R . .
C13 C 0.3221(3) 0.5208(4) 0.61795(18) 0.0606(7) Uani 1 1 d D . .
H13 H 0.2530 0.4612 0.6235 0.073 Uiso 1 1 calc R . .
C14 C 0.1769(3) 0.6539(4) 0.8872(2) 0.0661(8) Uani 1 1 d D . .
H14 H 0.0974 0.6778 0.8813 0.079 Uiso 1 1 calc R . .
C15 C 0.3347(4) 0.6222(5) 0.5447(2) 0.0854(11) Uani 1 1 d D . .
H15 H 0.2741 0.6297 0.5016 0.102 Uiso 1 1 calc R . .
C16 C 0.5234(4) 0.7003(4) 0.5984(3) 0.0888(12) Uani 1 1 d D . .
H16 H 0.5920 0.7609 0.5922 0.107 Uiso 1 1 calc R . .
C17 C 0.4350(4) 0.7108(5) 0.5355(3) 0.0918(13) Uani 1 1 d D . .
H17 H 0.4428 0.7783 0.4862 0.110 Uiso 1 1 calc R . .
H100 H 0.535(3) 0.284(6) 0.762(3) 0.110 Uiso 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
S1 0.0573(4) 0.0430(4) 0.0528(4) -0.0076(3) 0.0040(3) 0.0075(3)
O1 0.0535(11) 0.0589(12) 0.0643(11) -0.0026(9) 0.0172(9) 0.0115(9)
O2 0.0369(9) 0.0616(12) 0.0630(11) -0.0080(9) -0.0115(8) 0.0110(8)
C2 0.0298(10) 0.0357(11) 0.0409(11) -0.0014(9) -0.0018(8) 0.0030(9)
C3 0.0422(12) 0.0284(11) 0.0347(11) 0.0038(8) 0.0051(9) 0.0010(9)
C4 0.0604(16) 0.0304(12) 0.0584(15) 0.0044(11) 0.0124(12) -0.0001(11)
C5 0.0461(13) 0.0311(11) 0.0428(12) -0.0050(9) 0.0139(10) 0.0012(9)
C6 0.0423(12) 0.0307(11) 0.0460(12) -0.0004(9) 0.0072(10) 0.0019(9)
C7 0.0507(14) 0.0435(13) 0.0417(12) 0.0012(10) -0.0022(10) -0.0055(11)
C8 0.0467(14) 0.0556(15) 0.0533(14) -0.0147(12) -0.0011(11) 0.0075(12)
C9 0.0629(17) 0.0563(17) 0.0690(18) -0.0078(14) 0.0233(14) -0.0172(14)
C10 0.093(2) 0.0482(15) 0.0442(14) -0.0074(12) 0.0193(14) 0.0137(15)
C11 0.091(2) 0.0534(16) 0.0399(14) -0.0089(12) -0.0007(14) -0.0103(15)
C12 0.088(2) 0.0358(14) 0.098(2) 0.0065(15) 0.0397(19) 0.0033(14)
C13 0.0623(17) 0.0666(18) 0.0527(16) 0.0140(13) 0.0025(13) 0.0075(14)
C14 0.0619(18) 0.0676(19) 0.0700(19) -0.0105(15) 0.0144(15) 0.0233(15)
C15 0.109(3) 0.093(3) 0.0544(18) 0.0219(18) 0.0090(18) 0.033(2)
C16 0.114(3) 0.061(2) 0.098(3) -0.002(2) 0.064(3) -0.025(2)
C17 0.145(4) 0.065(2) 0.072(2) 0.0226(19) 0.062(3) 0.023(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 O1 1.496(2) . ?
S1 C12 1.820(3) . ?
S1 C6 1.862(2) . ?
O2 C2 1.418(3) . ?
C2 C3 1.525(3) . ?
C2 C6 1.526(3) . ?
C2 C5 1.541(3) . ?
C3 C8 1.383(3) . ?
C3 C7 1.385(3) . ?
C4 C12 1.550(4) . ?
C4 C6 1.582(3) . ?
C5 C13 1.378(4) . ?
C5 C9 1.380(4) . ?
C7 C11 1.385(4) . ?
C8 C14 1.387(4) . ?
C9 C16 1.394(5) . ?
C10 C11 1.361(4) . ?
C10 C14 1.376(4) . ?
C13 C15 1.388(4) . ?
C15 C17 1.361(6) . ?
C16 C17 1.355(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C12 108.60(14) . . ?
O1 S1 C6 108.30(11) . . ?
C12 S1 C6 76.07(12) . . ?
O2 C2 C3 107.19(17) . . ?
O2 C2 C6 108.67(18) . . ?
C3 C2 C6 110.81(17) . . ?
O2 C2 C5 110.74(18) . . ?
C3 C2 C5 108.91(17) . . ?
C6 C2 C5 110.47(18) . . ?
C8 C3 C7 117.8(2) . . ?
C8 C3 C2 121.7(2) . . ?
C7 C3 C2 120.4(2) . . ?
C12 C4 C6 92.84(19) . . ?
C13 C5 C9 118.2(3) . . ?
C13 C5 C2 123.1(2) . . ?
C9 C5 C2 118.6(2) . . ?
C2 C6 C4 118.85(19) . . ?
C2 C6 S1 113.70(15) . . ?
C4 C6 S1 92.96(14) . . ?
C3 C7 C11 121.0(2) . . ?
C3 C8 C14 120.9(2) . . ?
C5 C9 C16 120.6(3) . . ?
C11 C10 C14 119.4(2) . . ?
C10 C11 C7 120.7(3) . . ?
C4 C12 S1 95.68(17) . . ?
C5 C13 C15 120.4(3) . . ?
C10 C14 C8 120.3(3) . . ?
C17 C15 C13 120.7(4) . . ?
C17 C16 C9 120.3(3) . . ?
C16 C17 C15 119.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        27.54
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.047
_database_code_depnum_ccdc_archive 'CCDC 978293'
