# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/383 data_global # SUBMISSION DETAILS _publ_contact_author_name 'Dr A.J. Blake' _publ_contact_author_address ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; _publ_contact_author_email A.J.Blake@nottingham.ac.uk _publ_contact_author_fax '0115 951 3563' _publ_contact_author_phone '0115 951 3488' _publ_requested_journal 'JCS Perkin Trans. 1' #======================================================================= # TITLE AND AUTHOR LIST _publ_section_title ; Concerning the Synthesis and Enantioslective Rearragements of Episulfoxides ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Blake, Alexander J.' #<--'Last name, first name' ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; 'Cooke, Paul A.' #<--'Last name, first name' ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; 'Kendall, Jackie D.' #<--'Last name, first name' ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; 'Simpkins, Nigel S.' #<--'Last name, first name' ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; 'Westaway, Susan M.' #<--'Last name, first name' ; School of Chemistry The University of Nottingham University Park Nottingham NG7 2RD England UK ; ## =========================================================== data_(3) # Local code PHSOCP _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C12 H14 O3 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H14 O3 S2' _chemical_formula_weight 270.35 _chemical_melting_point ? _chemical_compound_source ? 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 monoclinic _symmetry_space_group_name_H-M P2(1)/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 6.2928(9) _cell_length_b 19.505(3) _cell_length_c 10.367(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.581(14) _cell_angle_gamma 90.00 _cell_volume 1264.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 47 _cell_measurement_theta_min 13 _cell_measurement_theta_max 15 _exptl_crystal_description 'plate cut from larger crystal' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.92 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method ? _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_correction_T_min 0.751 _exptl_absorpt_correction_T_max 0.850 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Stoe Stadi-4 four-circle' _diffrn_measurement_method 'omega/2-theta' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'variation +/-5' _diffrn_reflns_number 3370 _diffrn_reflns_av_R_equivalents 0.059 _diffrn_reflns_av_sigmaI/netI 0.025 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2221 _reflns_number_observed 1779 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'STADI4 (Stoe & Cie, 1995a)' _computing_cell_refinement STADI4 _computing_data_reduction 'X-RED (Stoe & Cie, 1995b)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1994)' _computing_publication_material SHELXL-96 _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.035P)^2^+0.85P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens 'introduced at calculated positions' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2221 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_obs 0.0447 _refine_ls_wR_factor_all 0.1104 _refine_ls_wR_factor_obs 0.0969 _refine_ls_goodness_of_fit_all 1.160 _refine_ls_goodness_of_fit_obs 1.148 _refine_ls_restrained_S_all 1.160 _refine_ls_restrained_S_obs 1.148 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.0095(5) 0.64432(15) 0.3885(3) 0.0480(7) Uani 1 d . . H1A H -0.0811 0.6237 0.3156 0.058 Uiso 1 calc R . C2 C 0.0220(5) 0.72226(14) 0.3955(3) 0.0414(6) Uani 1 d . . H2A H -0.0557 0.7432 0.3193 0.050 Uiso 1 calc R . H2B H 0.1692 0.7380 0.4040 0.050 Uiso 1 calc R . C3 C -0.0848(4) 0.73832(14) 0.5187(3) 0.0404(6) Uani 1 d . . C3M C -0.3290(5) 0.73875(19) 0.4898(4) 0.0668(10) Uani 1 d . . H3MA H -0.3764 0.6958 0.4515 0.100 Uiso 1 calc R . H3MB H -0.3722 0.7754 0.4307 0.100 Uiso 1 calc R . H3MC H -0.3915 0.7454 0.5691 0.100 Uiso 1 calc R . C4 C -0.0072(6) 0.67911(15) 0.6115(3) 0.0532(8) Uani 1 d . . H4A H 0.1359 0.6878 0.6538 0.064 Uiso 1 calc R . H4B H -0.1031 0.6724 0.6773 0.064 Uiso 1 calc R . C5 C -0.0101(5) 0.61782(15) 0.5217(3) 0.0518(8) Uani 1 d . . H5A H -0.1125 0.5809 0.5316 0.062 Uiso 1 calc R . S6 S 0.23939(14) 0.59674(4) 0.45844(9) 0.0588(3) Uani 1 d . . O O 0.2300(4) 0.52526(12) 0.4073(3) 0.0824(9) Uani 1 d . . S1 S 0.00671(12) 0.81869(4) 0.59076(7) 0.0438(2) Uani 1 d . . O1 O 0.2365(3) 0.81781(11) 0.6078(2) 0.0596(6) Uani 1 d . . O2 O -0.1045(4) 0.82989(12) 0.7020(2) 0.0704(7) Uani 1 d . . C1P C -0.0757(5) 0.88138(14) 0.4727(3) 0.0448(7) Uani 1 d . . C2P C 0.0604(6) 0.89945(17) 0.3836(3) 0.0596(8) Uani 1 d . . H2P H 0.1948 0.8793 0.3865 0.072 Uiso 1 calc R . C3P C -0.0042(8) 0.9479(2) 0.2896(4) 0.0818(12) Uani 1 d . . H3P H 0.0870 0.9608 0.2293 0.098 Uiso 1 calc R . C4P C -0.2030(9) 0.9765(2) 0.2859(4) 0.0879(14) Uani 1 d . . H4P H -0.2462 1.0088 0.2222 0.106 Uiso 1 calc R . C5P C -0.3380(8) 0.9592(2) 0.3728(5) 0.0845(12) Uani 1 d . . H5P H -0.4728 0.9792 0.3680 0.101 Uiso 1 calc R . C6P C -0.2762(6) 0.91127(18) 0.4697(4) 0.0645(9) Uani 1 d . . H6P H -0.3672 0.8996 0.5309 0.077 Uiso 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 C1 0.0606(19) 0.0430(17) 0.0397(16) -0.0044(13) 0.0034(14) -0.0082(14) C2 0.0546(17) 0.0397(15) 0.0300(14) -0.0005(11) 0.0050(12) -0.0029(13) C3 0.0421(15) 0.0419(15) 0.0379(15) -0.0016(12) 0.0080(12) -0.0025(12) C3M 0.0431(18) 0.067(2) 0.092(3) -0.007(2) 0.0119(17) -0.0094(16) C4 0.076(2) 0.0463(17) 0.0394(16) 0.0046(14) 0.0175(15) 0.0000(16) C5 0.0591(19) 0.0425(16) 0.0559(19) 0.0053(14) 0.0164(15) -0.0066(14) S6 0.0620(5) 0.0433(5) 0.0740(6) 0.0014(4) 0.0206(4) -0.0012(4) O 0.105(2) 0.0416(13) 0.110(2) -0.0061(13) 0.0495(17) 0.0026(13) S1 0.0527(4) 0.0455(4) 0.0322(4) -0.0048(3) 0.0007(3) 0.0025(3) O1 0.0521(13) 0.0570(14) 0.0638(14) -0.0098(11) -0.0184(10) -0.0009(10) O2 0.106(2) 0.0687(16) 0.0394(12) -0.0071(11) 0.0231(12) 0.0131(14) C1P 0.0520(17) 0.0390(15) 0.0422(16) -0.0060(12) 0.0001(13) -0.0044(13) C2P 0.062(2) 0.0535(19) 0.064(2) 0.0056(17) 0.0121(17) -0.0050(16) C3P 0.113(4) 0.067(3) 0.067(2) 0.015(2) 0.017(2) -0.020(2) C4P 0.132(4) 0.051(2) 0.074(3) 0.014(2) -0.016(3) 0.006(3) C5P 0.091(3) 0.062(2) 0.095(3) 0.001(2) -0.010(3) 0.027(2) C6P 0.068(2) 0.056(2) 0.070(2) 0.0012(18) 0.0109(18) 0.0159(17) _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 C2 1.524(4) . Yes C2 C3 1.543(4) . Yes C3 C4 1.546(4) . Yes C4 C5 1.515(4) . Yes C5 C1 1.492(4) . Yes C1 S6 1.800(3) . Yes C5 S6 1.817(3) . Yes S6 O 1.490(2) . Yes C3 C3M 1.532(4) . Yes C3 S1 1.802(3) . Yes S1 O2 1.433(2) . Yes S1 O1 1.437(2) . Yes S1 C1P 1.766(3) . Yes C1P C2P 1.375(4) . ? C1P C6P 1.387(4) . ? C2P C3P 1.384(5) . ? C3P C4P 1.367(6) . ? C4P C5P 1.350(6) . ? C5P C6P 1.394(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 C5 C1 C2 108.1(2) . . Yes C5 C1 S6 66.22(17) . . Yes C2 C1 S6 117.4(2) . . Yes C1 C2 C3 102.5(2) . . Yes C3M C3 C2 111.2(2) . . Yes C3M C3 C4 111.4(3) . . Yes C2 C3 C4 103.1(2) . . Yes C3M C3 S1 110.0(2) . . Yes C2 C3 S1 111.78(19) . . Yes C4 C3 S1 109.19(19) . . Yes C5 C4 C3 103.1(2) . . Yes C1 C5 C4 107.4(2) . . Yes C1 C5 S6 65.04(17) . . Yes C4 C5 S6 116.8(2) . . Yes O S6 C1 110.00(16) . . Yes O S6 C5 109.84(15) . . Yes C1 S6 C5 48.75(13) . . Yes O2 S1 O1 118.71(15) . . Yes O2 S1 C1P 108.72(14) . . Yes O1 S1 C1P 107.76(14) . . Yes O2 S1 C3 107.68(14) . . Yes O1 S1 C3 108.05(13) . . Yes C1P S1 C3 105.11(13) . . Yes C2P C1P C6P 120.8(3) . . ? C2P C1P S1 119.2(2) . . Yes C6P C1P S1 120.0(2) . . Yes C1P C2P C3P 119.5(4) . . ? C4P C3P C2P 119.5(4) . . ? C5P C4P C3P 121.5(4) . . ? C4P C5P C6P 120.3(4) . . ? C1P C6P C5P 118.4(4) . . ? 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 -23.1(3) . . . . Yes S6 C1 C2 C3 -95.1(2) . . . . Yes C1 C2 C3 C3M -82.0(3) . . . . Yes C1 C2 C3 C4 37.5(3) . . . . Yes C1 C2 C3 S1 154.7(2) . . . . Yes C3M C3 C4 C5 81.1(3) . . . . Yes C2 C3 C4 C5 -38.2(3) . . . . Yes S1 C3 C4 C5 -157.2(2) . . . . Yes C2 C1 C5 C4 -0.7(3) . . . . Yes S6 C1 C5 C4 112.0(2) . . . . Yes C2 C1 C5 S6 -112.7(2) . . . . Yes C3 C4 C5 C1 24.1(3) . . . . Yes C3 C4 C5 S6 94.4(3) . . . . Yes C5 C1 S6 O 99.28(19) . . . . Yes C2 C1 S6 O -161.8(2) . . . . Yes C2 C1 S6 C5 98.9(3) . . . . Yes C1 C5 S6 O -99.6(2) . . . . Yes C4 C5 S6 O 162.6(2) . . . . Yes C4 C5 S6 C1 -97.7(3) . . . . Yes C3M C3 S1 O2 54.6(2) . . . . Yes C2 C3 S1 O2 178.6(2) . . . . Yes C4 C3 S1 O2 -67.9(2) . . . . Yes C3M C3 S1 O1 -176.1(2) . . . . Yes C2 C3 S1 O1 -52.0(2) . . . . Yes C4 C3 S1 O1 61.5(2) . . . . Yes C3M C3 S1 C1P -61.2(2) . . . . Yes C2 C3 S1 C1P 62.8(2) . . . . Yes C4 C3 S1 C1P 176.3(2) . . . . Yes O2 S1 C1P C2P 154.1(3) . . . . Yes O1 S1 C1P C2P 24.3(3) . . . . Yes C3 S1 C1P C2P -90.8(3) . . . . Yes O2 S1 C1P C6P -26.5(3) . . . . Yes O1 S1 C1P C6P -156.4(3) . . . . Yes C3 S1 C1P C6P 88.6(3) . . . . Yes C6P C1P C2P C3P -0.3(5) . . . . ? S1 C1P C2P C3P 179.1(3) . . . . Yes C1P C2P C3P C4P -0.5(6) . . . . ? C2P C3P C4P C5P 0.5(7) . . . . ? C3P C4P C5P C6P 0.4(7) . . . . ? C2P C1P C6P C5P 1.2(5) . . . . ? S1 C1P C6P C5P -178.2(3) . . . . Yes C4P C5P C6P C1P -1.2(6) . . . . ? _refine_diff_density_max 0.30 _refine_diff_density_min -0.21 _refine_diff_density_rms 0.05 #===END data_25 #Local code MESOCP _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C13 H16 O4 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C13 H16 O4 S2' _chemical_formula_weight 300.38 _chemical_melting_point ? _chemical_compound_source ? 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 monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.907(7) _cell_length_b 5.888(4) _cell_length_c 12.317(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.06(5) _cell_angle_gamma 90.00 _cell_volume 699.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 17.0 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.81 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method ? _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 0.387 _exptl_absorpt_correction_type 'psi-scans' _exptl_absorpt_correction_T_min 0.694 _exptl_absorpt_correction_T_max 0.742 _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 'Stoe Stadi-4 four-circle' _diffrn_measurement_method omega/theta _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'random variation +/- 3' _diffrn_reflns_number 3872 _diffrn_reflns_av_R_equivalents 0.017 _diffrn_reflns_av_sigmaI/netI 0.024 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2458 _reflns_number_observed 2334 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'STADI4 (Stoe & Cie, 1995a)' _computing_cell_refinement STADI4 _computing_data_reduction 'X-RED (Stoe & Cie, 1995b)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1994)' _computing_publication_material SHELXL-96 _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0258P)^2^+0.283P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens 'introduced at calculated positions' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(8) _refine_ls_number_reflns 2458 _refine_ls_number_parameters 172 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0298 _refine_ls_R_factor_obs 0.0264 _refine_ls_wR_factor_all 0.0641 _refine_ls_wR_factor_obs 0.0611 _refine_ls_goodness_of_fit_all 1.118 _refine_ls_goodness_of_fit_obs 1.096 _refine_ls_restrained_S_all 1.117 _refine_ls_restrained_S_obs 1.096 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C -0.1219(2) 0.2176(4) 0.18867(17) 0.0184(5) Uani 1 d . . C2 C -0.1724(2) 0.1994(4) 0.27861(18) 0.0201(5) Uani 1 d . . H2A H -0.2637 0.2424 0.2822 0.024 Uiso 1 calc R . C3 C -0.0676(2) 0.1026(4) 0.37439(17) 0.0214(5) Uani 1 d . . H3A H -0.1079 -0.0216 0.4110 0.026 Uiso 1 calc R . H3B H -0.0306 0.2210 0.4303 0.026 Uiso 1 calc R . C4 C 0.0473(2) 0.0116(4) 0.31763(18) 0.0185(5) Uani 1 d . . C4M C 0.0337(3) -0.2423(4) 0.2979(2) 0.0263(6) Uani 1 d . . H4MA H -0.0559 -0.2757 0.2478 0.039 Uiso 1 calc R . H4MB H 0.0398 -0.3203 0.3691 0.039 Uiso 1 calc R . H4MC H 0.1085 -0.2952 0.2640 0.039 Uiso 1 calc R . C5 C 0.0274(2) 0.1449(4) 0.20661(18) 0.0207(5) Uani 1 d . . H5A H 0.0904 0.2773 0.2140 0.025 Uiso 1 calc R . H5B H 0.0424 0.0464 0.1452 0.025 Uiso 1 calc R . S2 S -0.21212(6) 0.33536(10) 0.06262(4) 0.02260(15) Uani 1 d . . O3 O -0.34564(18) 0.4106(3) 0.07584(14) 0.0336(5) Uani 1 d . . O4 O -0.12274(19) 0.4996(3) 0.02724(14) 0.0353(5) Uani 1 d . . C7 C -0.2343(3) 0.1042(6) -0.0307(2) 0.0369(6) Uani 1 d . . H7A H -0.2846 0.1548 -0.1046 0.055 Uiso 1 calc R . H7B H -0.2872 -0.0156 -0.0039 0.055 Uiso 1 calc R . H7C H -0.1433 0.0450 -0.0355 0.055 Uiso 1 calc R . S1 S 0.21162(6) 0.07891(9) 0.40977(4) 0.01890(14) Uani 1 d . . O1 O 0.22421(16) 0.3221(3) 0.41735(12) 0.0270(4) Uani 1 d . . O2 O 0.22011(18) -0.0497(3) 0.51044(13) 0.0290(4) Uani 1 d . . C1P C 0.3400(2) -0.0233(4) 0.34274(19) 0.0212(5) Uani 1 d . . C2P C 0.3765(2) 0.1073(5) 0.26003(19) 0.0259(5) Uani 1 d . . H2P H 0.3342 0.2508 0.2404 0.031 Uiso 1 calc R . C3P C 0.4757(3) 0.0254(5) 0.2065(2) 0.0351(7) Uani 1 d . . H3P H 0.5010 0.1118 0.1490 0.042 Uiso 1 calc R . C4P C 0.5376(3) -0.1824(6) 0.2371(2) 0.0388(7) Uani 1 d . . H4P H 0.6050 -0.2387 0.2001 0.047 Uiso 1 calc R . C5P C 0.5025(3) -0.3090(5) 0.3208(2) 0.0379(7) Uani 1 d . . H5P H 0.5477 -0.4497 0.3421 0.045 Uiso 1 calc R . C6P C 0.4018(2) -0.2325(4) 0.3739(2) 0.0291(6) Uani 1 d . . H6P H 0.3756 -0.3209 0.4303 0.035 Uiso 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 C1 0.0203(11) 0.0180(12) 0.0171(10) -0.0012(9) 0.0043(9) 0.0005(10) C2 0.0188(11) 0.0200(12) 0.0225(11) -0.0034(10) 0.0063(9) -0.0015(10) C3 0.0231(11) 0.0249(13) 0.0185(10) 0.0012(10) 0.0094(8) 0.0003(11) C4 0.0201(11) 0.0200(13) 0.0155(10) -0.0005(9) 0.0044(9) -0.0012(9) C4M 0.0280(13) 0.0205(13) 0.0285(13) -0.0031(10) 0.0024(10) -0.0023(10) C5 0.0216(11) 0.0255(14) 0.0164(10) 0.0026(9) 0.0076(9) 0.0040(9) S2 0.0241(3) 0.0272(3) 0.0168(2) 0.0021(3) 0.0053(2) 0.0049(3) O3 0.0281(9) 0.0450(12) 0.0283(9) 0.0063(8) 0.0077(7) 0.0160(8) O4 0.0401(10) 0.0404(12) 0.0271(9) 0.0117(8) 0.0109(8) 0.0002(9) C7 0.0408(14) 0.0434(17) 0.0226(12) -0.0077(13) -0.0008(10) 0.0096(14) S1 0.0214(3) 0.0182(3) 0.0170(3) 0.0004(2) 0.00425(19) -0.0025(2) O1 0.0296(9) 0.0207(9) 0.0319(9) -0.0054(8) 0.0091(7) -0.0048(8) O2 0.0302(9) 0.0380(11) 0.0177(8) 0.0061(7) 0.0029(7) -0.0073(8) C1P 0.0172(11) 0.0207(13) 0.0255(12) -0.0015(10) 0.0047(9) -0.0014(10) C2P 0.0212(11) 0.0284(14) 0.0277(12) 0.0012(11) 0.0048(9) -0.0020(11) C3P 0.0229(12) 0.051(2) 0.0332(14) -0.0064(13) 0.0104(10) -0.0079(12) C4P 0.0208(12) 0.0480(18) 0.0478(16) -0.0228(16) 0.0082(11) 0.0007(14) C5P 0.0226(13) 0.0297(15) 0.0557(17) -0.0098(14) -0.0029(12) 0.0057(12) C6P 0.0233(12) 0.0247(14) 0.0362(14) 0.0010(11) 0.0002(10) -0.0011(10) _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 C2 1.319(3) . Yes C2 C3 1.497(3) . Yes C3 C4 1.559(3) . Yes C4 C4M 1.516(3) . Yes C4 C5 1.550(3) . Yes C5 C1 1.508(3) . Yes C1 S2 1.750(2) . Yes C4 S1 1.806(3) . Yes S2 O3 1.439(2) . Yes S2 O4 1.443(2) . Yes S2 C7 1.763(3) . Yes S1 O1 1.438(2) . Yes S1 O2 1.4389(18) . Yes S1 C1P 1.771(3) . Yes C1P C2P 1.388(3) . ? C1P C6P 1.390(3) . ? C2P C3P 1.388(3) . ? C3P C4P 1.382(4) . ? C4P C5P 1.378(4) . ? C5P C6P 1.387(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 C2 C1 C5 113.54(19) . . Yes C2 C1 S2 124.26(18) . . Yes C5 C1 S2 122.01(15) . . Yes C1 C2 C3 111.47(19) . . Yes C2 C3 C4 102.94(17) . . Yes C4M C4 C5 111.64(19) . . Yes C4M C4 C3 111.33(19) . . Yes C5 C4 C3 105.18(18) . . Yes C4M C4 S1 110.60(17) . . Yes C5 C4 S1 111.10(16) . . Yes C3 C4 S1 106.77(15) . . Yes C1 C5 C4 101.41(17) . . Yes O3 S2 O4 118.07(12) . . Yes O3 S2 C1 108.65(11) . . Yes O4 S2 C1 107.94(11) . . Yes O3 S2 C7 109.22(13) . . Yes O4 S2 C7 108.35(13) . . Yes C1 S2 C7 103.65(13) . . Yes O1 S1 O2 118.72(11) . . Yes O1 S1 C1P 107.93(11) . . Yes O2 S1 C1P 108.33(12) . . Yes O1 S1 C4 108.17(10) . . Yes O2 S1 C4 107.16(11) . . Yes C1P S1 C4 105.84(12) . . Yes C2P C1P C6P 121.5(2) . . ? C2P C1P S1 119.19(18) . . Yes C6P C1P S1 119.35(19) . . Yes C3P C2P C1P 119.1(2) . . ? C4P C3P C2P 119.7(3) . . ? C5P C4P C3P 120.8(2) . . ? C4P C5P C6P 120.5(3) . . ? C5P C6P C1P 118.4(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 C5 C1 C2 C3 -2.0(3) . . . . Yes S2 C1 C2 C3 -177.07(17) . . . . Yes C1 C2 C3 C4 -12.8(3) . . . . Yes C2 C3 C4 C4M -99.3(2) . . . . Yes C2 C3 C4 C5 21.7(2) . . . . Yes C2 C3 C4 S1 139.86(17) . . . . Yes C2 C1 C5 C4 15.8(3) . . . . Yes S2 C1 C5 C4 -168.97(16) . . . . Yes C4M C4 C5 C1 98.5(2) . . . . Yes C3 C4 C5 C1 -22.3(2) . . . . Yes S1 C4 C5 C1 -137.48(16) . . . . Yes C2 C1 S2 O3 1.3(3) . . . . Yes C5 C1 S2 O3 -173.46(19) . . . . Yes C2 C1 S2 O4 130.4(2) . . . . Yes C5 C1 S2 O4 -44.3(2) . . . . Yes C2 C1 S2 C7 -114.8(2) . . . . Yes C5 C1 S2 C7 70.5(2) . . . . Yes C4M C4 S1 O1 174.80(16) . . . . Yes C5 C4 S1 O1 50.24(18) . . . . Yes C3 C4 S1 O1 -63.93(17) . . . . Yes C4M C4 S1 O2 -56.11(19) . . . . Yes C5 C4 S1 O2 179.33(16) . . . . Yes C3 C4 S1 O2 65.16(17) . . . . Yes C4M C4 S1 C1P 59.34(19) . . . . Yes C5 C4 S1 C1P -65.22(18) . . . . Yes C3 C4 S1 C1P -179.39(15) . . . . Yes O1 S1 C1P C2P -34.2(2) . . . . Yes O2 S1 C1P C2P -163.92(17) . . . . Yes C4 S1 C1P C2P 81.4(2) . . . . Yes O1 S1 C1P C6P 145.88(18) . . . . Yes O2 S1 C1P C6P 16.1(2) . . . . Yes C4 S1 C1P C6P -98.5(2) . . . . Yes C6P C1P C2P C3P 0.8(3) . . . . ? S1 C1P C2P C3P -179.08(18) . . . . Yes C1P C2P C3P C4P -0.8(4) . . . . ? C2P C3P C4P C5P -0.4(4) . . . . ? C3P C4P C5P C6P 1.6(4) . . . . ? C4P C5P C6P C1P -1.6(4) . . . . ? C2P C1P C6P C5P 0.4(3) . . . . ? S1 C1P C6P C5P -179.7(2) . . . . Yes _refine_diff_density_max 0.24 _refine_diff_density_min -0.19 _refine_diff_density_rms 0.04 #===END data_40 # Local code bchmos _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C8 H12 O2 S' _chemical_formula_sum 'C8 H12 O2 S' _chemical_formula_weight 172.24 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' '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 monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.101(2) _cell_length_b 8.826(4) _cell_length_c 7.894(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.54(3) _cell_angle_gamma 90.00 _cell_volume 420.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 25 _cell_measurement_theta_max 41 _exptl_crystal_description 'rectangular plate' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 184 _exptl_absorpt_coefficient_mu 0.331 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'stoe stadi4' _diffrn_measurement_method 'omega/theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'decay 6.2' _diffrn_reflns_number 1574 _diffrn_reflns_av_R_equivalents 0.009 _diffrn_reflns_av_sigmaI/netI 0.020 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 25.02 _reflns_number_total 1468 _reflns_number_gt 1359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI4 v1.07 (Stoe, 1997a)' _computing_cell_refinement 'STADI4 v1.07' _computing_data_reduction 'XRED v1.09 (Stoe, 1997b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Stoe, 1994)' _computing_publication_material 'SHELXL-97' _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 w=1/[\s^2^(Fo^2^)+(0.077P)^2^+0.55P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier synthesis' _atom_sites_solution_hydrogens 'all in calculated positions' _refine_ls_hydrogen_treatment 'riding model' _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 -0.0(2) _refine_ls_number_reflns 1468 _refine_ls_number_parameters 100 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1420 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.074 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.35414(15) 0.16627(16) 0.96160(10) 0.0314(3) Uani 1 d . . . C11 C 0.6434(6) 0.1696(8) 0.9630(4) 0.0329(8) Uani 1 d . . . H11A H 0.7045 0.2637 1.0164 0.049 Uiso 1 calc R . . H11B H 0.6754 0.1641 0.8451 0.049 Uiso 1 calc R . . H11C H 0.7110 0.0827 1.0284 0.049 Uiso 1 calc R . . O1 O 0.2626(6) 0.3072(3) 0.8901(4) 0.0401(9) Uani 1 d . . . O2 O 0.2668(6) 0.0281(4) 0.8828(5) 0.0416(9) Uani 1 d . . . C1 C 0.3878(8) 0.2747(5) 1.3074(5) 0.0359(10) Uani 1 d . . . H1 H 0.5068 0.3468 1.2851 0.043 Uiso 1 calc R . . C2 C 0.3290(6) 0.1583(8) 1.1791(5) 0.0389(9) Uani 1 d . . . C3 C 0.2267(9) 0.0387(6) 1.2521(7) 0.0450(11) Uani 1 d . . . H3 H 0.1746 -0.0538 1.1993 0.054 Uiso 1 calc R . . C4 C 0.2169(8) 0.0884(7) 1.4326(6) 0.0468(12) Uani 1 d . . . H4 H 0.1992 0.0060 1.5165 0.056 Uiso 1 calc R . . C5 C 0.0473(8) 0.2160(6) 1.4205(6) 0.0475(14) Uani 1 d . . . H5A H 0.0176 0.2469 1.5355 0.057 Uiso 1 calc R . . H5B H -0.0938 0.1856 1.3501 0.057 Uiso 1 calc R . . C6 C 0.1636(8) 0.3467(6) 1.3321(7) 0.0487(12) Uani 1 d . . . H6A H 0.0763 0.3752 1.2207 0.058 Uiso 1 calc R . . H6B H 0.1857 0.4375 1.4063 0.058 Uiso 1 calc R . . C7 C 0.4334(7) 0.1850(7) 1.4708(5) 0.0383(11) Uani 1 d . . . H7A H 0.4378 0.2488 1.5745 0.046 Uiso 1 calc R . . H7B H 0.5697 0.1230 1.4782 0.046 Uiso 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 0.0343(5) 0.0369(5) 0.0224(4) -0.0040(5) 0.0020(3) -0.0004(5) C11 0.0344(18) 0.0396(18) 0.0255(16) -0.004(3) 0.0071(13) 0.000(3) O1 0.044(2) 0.040(2) 0.0329(19) 0.0014(16) -0.0062(15) 0.0037(15) O2 0.048(2) 0.041(2) 0.0361(19) -0.0029(16) 0.0046(16) -0.0129(16) C1 0.033(2) 0.046(2) 0.028(2) -0.0030(18) -0.0007(17) -0.0010(19) C2 0.0279(17) 0.064(3) 0.0240(17) -0.011(3) 0.0020(14) 0.001(3) C3 0.043(3) 0.037(2) 0.056(3) 0.000(2) 0.009(2) 0.001(2) C4 0.036(2) 0.062(3) 0.043(3) 0.018(2) 0.010(2) 0.002(2) C5 0.032(2) 0.076(4) 0.035(2) -0.006(2) 0.0079(18) -0.002(2) C6 0.042(2) 0.048(3) 0.055(3) -0.012(2) 0.006(2) 0.006(2) C7 0.0276(18) 0.063(3) 0.0235(18) 0.002(2) 0.0017(14) -0.006(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 O2 1.435(4) . ? S1 O1 1.444(3) . ? S1 C2 1.748(4) . ? S1 C11 1.763(4) . ? C1 C2 1.450(7) . ? C1 C7 1.504(6) . ? C1 C6 1.547(6) . ? C2 C3 1.393(8) . ? C3 C4 1.500(8) . ? C4 C5 1.523(7) . ? C4 C7 1.564(7) . ? C5 C6 1.572(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 O2 S1 O1 117.74(16) . . ? O2 S1 C2 108.1(3) . . ? O1 S1 C2 109.5(2) . . ? O2 S1 C11 108.9(2) . . ? O1 S1 C11 108.5(3) . . ? C2 S1 C11 103.19(17) . . ? C2 C1 C7 102.7(4) . . ? C2 C1 C6 104.3(4) . . ? C7 C1 C6 99.4(4) . . ? C3 C2 C1 109.1(4) . . ? C3 C2 S1 123.2(4) . . ? C1 C2 S1 127.5(4) . . ? C2 C3 C4 104.8(4) . . ? C3 C4 C5 106.2(4) . . ? C3 C4 C7 101.0(4) . . ? C5 C4 C7 98.9(4) . . ? C4 C5 C6 102.9(4) . . ? C1 C6 C5 102.7(4) . . ? C1 C7 C4 94.5(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 C7 C1 C2 C3 31.2(5) . . . . ? C6 C1 C2 C3 -72.1(5) . . . . ? C7 C1 C2 S1 -154.3(3) . . . . ? C6 C1 C2 S1 102.4(4) . . . . ? O2 S1 C2 C3 -3.7(5) . . . . ? O1 S1 C2 C3 125.7(4) . . . . ? C11 S1 C2 C3 -118.9(4) . . . . ? O2 S1 C2 C1 -177.5(4) . . . . ? O1 S1 C2 C1 -48.1(4) . . . . ? C11 S1 C2 C1 67.3(5) . . . . ? C1 C2 C3 C4 1.9(5) . . . . ? S1 C2 C3 C4 -172.9(3) . . . . ? C2 C3 C4 C5 70.2(5) . . . . ? C2 C3 C4 C7 -32.6(5) . . . . ? C3 C4 C5 C6 -67.8(5) . . . . ? C7 C4 C5 C6 36.5(4) . . . . ? C2 C1 C6 C5 68.5(5) . . . . ? C7 C1 C6 C5 -37.3(5) . . . . ? C4 C5 C6 C1 -0.6(5) . . . . ? C2 C1 C7 C4 -47.8(4) . . . . ? C6 C1 C7 C4 59.3(5) . . . . ? C3 C4 C7 C1 48.6(5) . . . . ? C5 C4 C7 C1 -60.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.64 _refine_diff_density_min -0.25 _refine_diff_density_rms 0.07 #===END