# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 207/365 data_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Methyl 1-Acetamido-t-4-methanesulfonyloxycyclohexane-r-1-carboxylate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H19 N O6 S' _chemical_formula_weight 293.33 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' 'N' 'N' 0.0061 0.0033 '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 P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.9280(6) _cell_length_b 13.6710(15) _cell_length_c 18.592(2) _cell_angle_alpha 86.079(5) _cell_angle_beta 80.870(6) _cell_angle_gamma 77.481(5) _cell_volume 1451.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 27.53 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.045 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.244 _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 0.71070 _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 6240 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1068 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6240 _reflns_number_gt 3691 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1069P)^2^+0.3368P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6240 _refine_ls_number_parameters 364 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1310 _refine_ls_R_factor_gt 0.0765 _refine_ls_wR_factor_ref 0.2281 _refine_ls_wR_factor_gt 0.1878 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 0.37610(18) 0.37780(8) 0.06216(7) 0.0655(3) Uani 1 1 d . . . S2 S 0.81601(18) 0.12222(8) 0.43785(7) 0.0659(3) Uani 1 1 d . . . O3 O 0.0728(4) 0.64702(18) 0.38472(15) 0.0537(6) Uani 1 1 d . . . O4 O 0.1054(4) -0.14701(18) 0.11494(15) 0.0553(6) Uani 1 1 d . . . O5 O 0.7355(4) 0.2030(2) 0.37765(15) 0.0609(7) Uani 1 1 d . . . O6 O 0.0004(4) -0.0831(2) 0.27172(15) 0.0645(7) Uani 1 1 d . . . N7 N 0.2628(4) -0.0216(2) 0.19105(16) 0.0459(7) Uani 1 1 d . . . H7 H 0.4243 -0.0212 0.1716 0.068(11) Uiso 1 1 d R . . O8 O -0.2457(4) -0.0446(2) 0.12603(16) 0.0624(7) Uani 1 1 d . . . O9 O 0.1901(4) 0.5832(2) 0.22808(15) 0.0644(7) Uani 1 1 d . . . O10 O -0.1640(4) 0.5445(2) 0.37359(17) 0.0625(7) Uani 1 1 d . . . N11 N 0.4329(4) 0.5215(2) 0.30900(15) 0.0456(7) Uani 1 1 d . . . H11 H 0.5674 0.5267 0.3282 0.040(8) Uiso 1 1 d R . . C12 C 0.3344(5) 0.4497(3) 0.43183(18) 0.0454(8) Uani 1 1 d . . . H12A H 0.1793 0.4364 0.4660 0.046(9) Uiso 1 1 d R . . H12B H 0.3688 0.5106 0.4435 0.045(9) Uiso 1 1 d R . . O13 O 0.3161(4) 0.2974(2) 0.12240(15) 0.0619(7) Uani 1 1 d . . . C14 C 0.3384(5) 0.1368(3) 0.0714(2) 0.0481(8) Uani 1 1 d . . . H14A H 0.4261 0.1603 0.0197 0.076(12) Uiso 1 1 d R . . H14B H 0.4735 0.1040 0.0972 0.061(11) Uiso 1 1 d R . . C15 C 0.2165(6) 0.0497(3) 0.06798(18) 0.0464(8) Uani 1 1 d . . . H15A H 0.0839 0.0643 0.0368 0.051(9) Uiso 1 1 d R . . H15B H 0.3537 -0.0119 0.0548 0.060(10) Uiso 1 1 d R . . O16 O 0.7027(6) 0.1554(2) 0.50865(17) 0.0940(10) Uani 1 1 d . . . C17 C 0.0294(5) 0.5600(3) 0.37016(19) 0.0450(8) Uani 1 1 d . . . C18 C 0.5475(5) 0.3639(3) 0.4279(2) 0.0481(8) Uani 1 1 d . . . H18A H 0.6835 0.3978 0.4000 0.060(10) Uiso 1 1 d R . . H18B H 0.5881 0.3335 0.4790 0.068(11) Uiso 1 1 d R . . C19 C -0.0395(5) -0.0605(3) 0.12942(19) 0.0453(8) Uani 1 1 d . . . C20 C 0.0915(5) 0.0206(2) 0.14280(18) 0.0408(7) Uani 1 1 d . . . C21 C 0.0505(6) 0.1980(3) 0.1818(2) 0.0550(9) Uani 1 1 d . . . H21A H 0.1786 0.1744 0.2195 0.077(12) Uiso 1 1 d R . . H21B H -0.0632 0.2588 0.1983 0.065(11) Uiso 1 1 d R . . C22 C 0.4308(6) 0.3025(3) 0.3180(2) 0.0547(9) Uani 1 1 d . . . H22A H 0.3794 0.2403 0.3011 0.065(11) Uiso 1 1 d R . . H22B H 0.5648 0.3332 0.2831 0.057(10) Uiso 1 1 d R . . C23 C 0.2098(5) 0.3859(3) 0.3252(2) 0.0493(8) Uani 1 1 d . . . H23A H 0.1671 0.4143 0.2711 0.070(11) Uiso 1 1 d R . . H23B H 0.0727 0.3615 0.3636 0.036(8) Uiso 1 1 d R . . C24 C 0.1755(6) 0.2252(3) 0.1079(2) 0.0482(8) Uani 1 1 d . . . H24 H 0.0620 0.2625 0.0725 0.031(7) Uiso 1 1 d R . . C25 C 0.5083(5) 0.2746(3) 0.3921(2) 0.0480(8) Uani 1 1 d . . . H25 H 0.3768 0.2389 0.4206 0.031(7) Uiso 1 1 d R . . C26 C 0.3828(6) 0.5731(3) 0.2473(2) 0.0515(9) Uani 1 1 d . . . C27 C 0.2529(5) 0.4800(3) 0.35741(18) 0.0419(7) Uani 1 1 d . . . O28 O 0.3671(7) 0.3445(2) -0.00864(17) 0.0952(11) Uani 1 1 d . . . C29 C -0.0787(5) 0.1139(3) 0.1752(2) 0.0496(8) Uani 1 1 d . . . H29A H -0.2038 0.1374 0.1400 0.045(9) Uiso 1 1 d R . . H29B H -0.1536 0.0862 0.2325 0.091(14) Uiso 1 1 d R . . C30 C 0.7106(8) 0.0198(3) 0.4179(3) 0.0766(12) Uani 1 1 d . . . H30A H 0.5431 0.0347 0.4280 0.134(5) Uiso 1 1 calc R . . H30B H 0.7713 -0.0374 0.4473 0.134(5) Uiso 1 1 calc R . . H30C H 0.7592 0.0054 0.3673 0.134(5) Uiso 1 1 calc R . . C31 C 0.2020(6) -0.0732(3) 0.2530(2) 0.0530(9) Uani 1 1 d . . . O32 O 1.0626(5) 0.1001(3) 0.4229(3) 0.1055(13) Uani 1 1 d . . . C33 C 0.3937(7) -0.1170(4) 0.2976(3) 0.0801(13) Uani 1 1 d . . . H33A H 0.5382 -0.1014 0.2737 0.134(5) Uiso 1 1 calc R . . H33B H 0.4097 -0.1884 0.3023 0.134(5) Uiso 1 1 calc R . . H33C H 0.3553 -0.0890 0.3450 0.134(5) Uiso 1 1 calc R . . C34 C -0.1220(7) 0.7304(3) 0.3968(3) 0.0744(12) Uani 1 1 d . . . H34A H -0.0676 0.7886 0.4067 0.134(5) Uiso 1 1 calc R . . H34B H -0.2310 0.7147 0.4376 0.134(5) Uiso 1 1 calc R . . H34C H -0.1977 0.7436 0.3541 0.134(5) Uiso 1 1 calc R . . C35 C 0.1487(8) 0.4807(3) 0.0820(3) 0.0752(12) Uani 1 1 d . . . H35A H 0.0060 0.4660 0.0718 0.134(5) Uiso 1 1 calc R . . H35B H 0.1821 0.5377 0.0525 0.134(5) Uiso 1 1 calc R . . H35C H 0.1326 0.4952 0.1326 0.134(5) Uiso 1 1 calc R . . C36 C 0.0055(8) -0.2311(3) 0.1024(3) 0.0751(12) Uani 1 1 d . . . H36A H 0.1282 -0.2892 0.0925 0.134(5) Uiso 1 1 calc R . . H36B H -0.0779 -0.2152 0.0614 0.134(5) Uiso 1 1 calc R . . H36C H -0.1000 -0.2444 0.1449 0.134(5) Uiso 1 1 calc R . . O37 O 0.5846(5) 0.4001(3) 0.0774(3) 0.1057(13) Uani 1 1 d . . . C38 C 0.5751(7) 0.6163(4) 0.2023(3) 0.0817(14) Uani 1 1 d . . . H38A H 0.7117 0.6008 0.2260 0.134(5) Uiso 1 1 calc R . . H38B H 0.5249 0.6878 0.1972 0.134(5) Uiso 1 1 calc R . . H38C H 0.6112 0.5880 0.1549 0.134(5) 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 0.0769(7) 0.0562(6) 0.0647(7) -0.0057(5) 0.0028(5) -0.0253(5) S2 0.0726(6) 0.0566(6) 0.0655(7) -0.0063(5) -0.0222(5) 0.0032(5) O3 0.0533(13) 0.0470(13) 0.0601(17) -0.0096(12) -0.0080(11) -0.0071(11) O4 0.0556(13) 0.0489(14) 0.0623(17) -0.0072(12) -0.0091(12) -0.0109(11) O5 0.0640(14) 0.0598(15) 0.0482(16) -0.0037(13) -0.0025(12) 0.0069(12) O6 0.0586(15) 0.088(2) 0.0469(17) 0.0065(15) -0.0002(12) -0.0230(14) N7 0.0392(13) 0.0629(17) 0.0373(16) -0.0014(14) -0.0063(11) -0.0137(13) O8 0.0435(12) 0.0694(17) 0.078(2) -0.0035(15) -0.0133(12) -0.0160(12) O9 0.0633(15) 0.0823(19) 0.0487(17) 0.0039(14) -0.0159(12) -0.0140(14) O10 0.0415(12) 0.0685(17) 0.079(2) -0.0008(15) -0.0106(12) -0.0135(12) N11 0.0433(13) 0.0604(17) 0.0362(16) 0.0000(13) -0.0083(11) -0.0164(13) C12 0.0496(17) 0.0503(18) 0.0384(19) -0.0057(15) -0.0115(14) -0.0100(15) O13 0.0826(16) 0.0618(16) 0.0513(16) -0.0039(13) -0.0134(13) -0.0334(14) C14 0.0460(17) 0.0513(19) 0.045(2) -0.0015(16) 0.0028(15) -0.0122(15) C15 0.0495(17) 0.0532(19) 0.0362(19) -0.0047(15) 0.0000(14) -0.0142(15) O16 0.153(3) 0.071(2) 0.0455(19) -0.0133(16) -0.0237(18) 0.0122(19) C17 0.0431(16) 0.054(2) 0.0385(19) 0.0002(16) -0.0075(14) -0.0119(15) C18 0.0515(17) 0.0509(19) 0.043(2) -0.0009(16) -0.0160(15) -0.0077(15) C19 0.0421(16) 0.054(2) 0.041(2) 0.0015(16) -0.0049(14) -0.0135(15) C20 0.0349(14) 0.0528(18) 0.0353(18) -0.0068(15) -0.0034(12) -0.0100(13) C21 0.061(2) 0.056(2) 0.047(2) -0.0160(18) 0.0045(17) -0.0140(17) C22 0.065(2) 0.059(2) 0.042(2) -0.0136(17) -0.0162(17) -0.0091(18) C23 0.0508(17) 0.055(2) 0.046(2) -0.0086(17) -0.0148(15) -0.0122(16) C24 0.0521(17) 0.0510(19) 0.045(2) -0.0078(16) -0.0068(15) -0.0167(15) C25 0.0453(16) 0.0526(19) 0.045(2) -0.0073(16) -0.0057(14) -0.0058(15) C26 0.0525(18) 0.065(2) 0.0357(19) -0.0063(17) -0.0014(15) -0.0107(17) C27 0.0379(15) 0.0548(19) 0.0356(18) -0.0067(15) -0.0059(13) -0.0135(14) O28 0.162(3) 0.074(2) 0.0471(19) -0.0160(17) 0.0162(19) -0.038(2) C29 0.0447(16) 0.0527(19) 0.048(2) -0.0108(17) 0.0032(15) -0.0071(15) C30 0.090(3) 0.066(3) 0.068(3) -0.017(2) 0.005(2) -0.012(2) C31 0.061(2) 0.063(2) 0.037(2) -0.0046(17) -0.0109(16) -0.0125(18) O32 0.0674(18) 0.094(2) 0.153(4) 0.015(3) -0.037(2) -0.0025(17) C33 0.079(3) 0.107(4) 0.058(3) 0.012(3) -0.028(2) -0.019(3) C34 0.075(2) 0.058(2) 0.080(3) -0.006(2) 0.000(2) 0.001(2) C35 0.097(3) 0.066(3) 0.065(3) -0.012(2) -0.024(2) -0.012(2) C36 0.099(3) 0.053(2) 0.082(3) -0.002(2) -0.027(3) -0.025(2) O37 0.0764(19) 0.093(2) 0.155(4) 0.016(3) -0.015(2) -0.0419(19) C38 0.081(3) 0.106(4) 0.058(3) 0.009(3) 0.008(2) -0.036(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 O37 1.410(3) . ? S1 O28 1.435(3) . ? S1 O13 1.570(3) . ? S1 C35 1.738(5) . ? S2 O32 1.413(3) . ? S2 O16 1.435(3) . ? S2 O5 1.572(3) . ? S2 C30 1.736(4) . ? O3 C17 1.324(4) . ? O3 C34 1.437(5) . ? O4 C19 1.319(4) . ? O4 C36 1.450(4) . ? O5 C25 1.481(4) . ? O6 C31 1.225(4) . ? N7 C31 1.349(5) . ? N7 C20 1.460(4) . ? N7 H7 0.9695 . ? O8 C19 1.205(4) . ? O9 C26 1.227(4) . ? O10 C17 1.202(3) . ? N11 C26 1.345(5) . ? N11 C27 1.469(4) . ? N11 H11 0.9416 . ? C12 C18 1.523(5) . ? C12 C27 1.538(5) . ? C12 H12A 1.0742 . ? C12 H12B 0.9458 . ? O13 C24 1.485(4) . ? C14 C24 1.500(5) . ? C14 C15 1.531(4) . ? C14 H14A 1.0812 . ? C14 H14B 1.0047 . ? C15 C20 1.539(4) . ? C15 H15A 1.0272 . ? C15 H15B 1.0483 . ? C17 C27 1.521(5) . ? C18 C25 1.506(5) . ? C18 H18A 1.0631 . ? C18 H18B 1.0528 . ? C19 C20 1.537(4) . ? C20 C29 1.538(4) . ? C21 C24 1.517(5) . ? C21 C29 1.534(5) . ? C21 H21A 1.0972 . ? C21 H21B 0.9827 . ? C22 C25 1.519(5) . ? C22 C23 1.533(5) . ? C22 H22A 1.0459 . ? C22 H22B 1.0825 . ? C23 C27 1.542(4) . ? C23 H23A 1.1006 . ? C23 H23B 1.0874 . ? C24 H24 1.0449 . ? C25 H25 1.0607 . ? C26 C38 1.507(5) . ? C29 H29A 1.0504 . ? C29 H29B 1.1589 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C33 1.507(5) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? 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 O37 S1 O28 119.6(2) . . ? O37 S1 O13 105.0(2) . . ? O28 S1 O13 110.20(16) . . ? O37 S1 C35 109.0(2) . . ? O28 S1 C35 108.6(2) . . ? O13 S1 C35 103.2(2) . . ? O32 S2 O16 119.5(2) . . ? O32 S2 O5 105.1(2) . . ? O16 S2 O5 110.11(17) . . ? O32 S2 C30 109.4(2) . . ? O16 S2 C30 108.5(2) . . ? O5 S2 C30 103.1(2) . . ? C17 O3 C34 117.7(3) . . ? C19 O4 C36 117.6(3) . . ? C25 O5 S2 120.0(2) . . ? C31 N7 C20 120.8(3) . . ? C31 N7 H7 122.3 . . ? C20 N7 H7 115.9 . . ? C26 N11 C27 120.5(3) . . ? C26 N11 H11 119.8 . . ? C27 N11 H11 117.6 . . ? C18 C12 C27 113.2(3) . . ? C18 C12 H12A 116.2 . . ? C27 C12 H12A 103.5 . . ? C18 C12 H12B 112.0 . . ? C27 C12 H12B 100.2 . . ? H12A C12 H12B 110.3 . . ? C24 O13 S1 120.0(2) . . ? C24 C14 C15 111.8(2) . . ? C24 C14 H14A 110.1 . . ? C15 C14 H14A 115.0 . . ? C24 C14 H14B 115.7 . . ? C15 C14 H14B 101.7 . . ? H14A C14 H14B 102.0 . . ? C14 C15 C20 112.7(3) . . ? C14 C15 H15A 114.8 . . ? C20 C15 H15A 102.4 . . ? C14 C15 H15B 104.3 . . ? C20 C15 H15B 104.7 . . ? H15A C15 H15B 117.7 . . ? O10 C17 O3 123.7(3) . . ? O10 C17 C27 124.5(3) . . ? O3 C17 C27 111.4(2) . . ? C25 C18 C12 111.5(2) . . ? C25 C18 H18A 115.5 . . ? C12 C18 H18A 102.9 . . ? C25 C18 H18B 102.5 . . ? C12 C18 H18B 114.4 . . ? H18A C18 H18B 110.6 . . ? O8 C19 O4 124.1(3) . . ? O8 C19 C20 124.1(3) . . ? O4 C19 C20 111.5(2) . . ? N7 C20 C19 108.9(3) . . ? N7 C20 C29 111.0(3) . . ? C19 C20 C29 111.2(2) . . ? N7 C20 C15 110.0(2) . . ? C19 C20 C15 106.6(3) . . ? C29 C20 C15 109.0(3) . . ? C24 C21 C29 110.4(3) . . ? C24 C21 H21A 109.1 . . ? C29 C21 H21A 110.4 . . ? C24 C21 H21B 106.4 . . ? C29 C21 H21B 109.5 . . ? H21A C21 H21B 111.0 . . ? C25 C22 C23 110.2(3) . . ? C25 C22 H22A 107.2 . . ? C23 C22 H22A 105.1 . . ? C25 C22 H22B 108.8 . . ? C23 C22 H22B 106.3 . . ? H22A C22 H22B 119.0 . . ? C22 C23 C27 111.0(2) . . ? C22 C23 H23A 110.7 . . ? C27 C23 H23A 102.1 . . ? C22 C23 H23B 109.6 . . ? C27 C23 H23B 105.7 . . ? H23A C23 H23B 117.3 . . ? O13 C24 C14 108.3(2) . . ? O13 C24 C21 105.6(3) . . ? C14 C24 C21 113.0(3) . . ? O13 C24 H24 106.4 . . ? C14 C24 H24 109.9 . . ? C21 C24 H24 113.3 . . ? O5 C25 C18 108.0(2) . . ? O5 C25 C22 105.5(3) . . ? C18 C25 C22 112.0(3) . . ? O5 C25 H25 111.3 . . ? C18 C25 H25 115.8 . . ? C22 C25 H25 103.7 . . ? O9 C26 N11 121.4(3) . . ? O9 C26 C38 121.6(4) . . ? N11 C26 C38 117.0(3) . . ? N11 C27 C17 109.5(3) . . ? N11 C27 C12 109.6(2) . . ? C17 C27 C12 107.6(3) . . ? N11 C27 C23 110.7(3) . . ? C17 C27 C23 111.3(2) . . ? C12 C27 C23 108.1(3) . . ? C21 C29 C20 110.9(2) . . ? C21 C29 H29A 110.1 . . ? C20 C29 H29A 107.3 . . ? C21 C29 H29B 110.3 . . ? C20 C29 H29B 104.0 . . ? H29A C29 H29B 114.2 . . ? S2 C30 H30A 109.5 . . ? S2 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? S2 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O6 C31 N7 121.1(3) . . ? O6 C31 C33 122.2(4) . . ? N7 C31 C33 116.7(3) . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O3 C34 H34A 109.5 . . ? O3 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? O3 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? S1 C35 H35A 109.5 . . ? S1 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? S1 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O4 C36 H36A 109.5 . . ? O4 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O4 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C26 C38 H38A 109.5 . . ? C26 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C26 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 0.292 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.065 #===END data_9 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Methyl 1-Acetamido-c-4-methanesulfonyloxycyclohexane-r-1-carboxylate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H19 N O6 S' _chemical_formula_weight 293.33 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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M C2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.1540(10) _cell_length_b 8.5810(2) _cell_length_c 9.9840(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.5110(16) _cell_angle_gamma 90.00 _cell_volume 2923.26(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3355 _cell_measurement_theta_min 1.19 _cell_measurement_theta_max 27.55 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 0.260 _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 0.71070 _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 3355 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 27.55 _reflns_number_total 3355 _reflns_number_gt 2773 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0849P)^2^+1.4444P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3355 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1438 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 0.284930(14) 0.61418(5) 0.68895(5) 0.04566(17) Uani 1 1 d . . . O2 O 0.40849(4) -0.03157(16) 0.47659(12) 0.0512(3) Uani 1 1 d . . . N3 N 0.39908(4) 0.07038(16) 0.68058(13) 0.0363(3) Uani 1 1 d . . . H3 H 0.4001 0.0500 0.7701 0.054(6) Uiso 1 1 d R . . O4 O 0.32016(4) 0.50233(15) 0.67009(15) 0.0526(4) Uani 1 1 d . . . O5 O 0.46458(4) 0.2069(2) 0.60780(16) 0.0615(4) Uani 1 1 d . . . O6 O 0.29534(5) 0.75399(18) 0.6232(2) 0.0727(5) Uani 1 1 d . . . O7 O 0.27624(5) 0.6227(2) 0.82666(15) 0.0671(5) Uani 1 1 d . . . O8 O 0.43247(6) 0.3742(2) 0.47139(18) 0.0766(5) Uani 1 1 d . . . C9 C 0.39599(5) 0.23015(19) 0.63154(16) 0.0361(3) Uani 1 1 d . . . C10 C 0.35934(5) 0.2505(2) 0.53797(17) 0.0433(4) Uani 1 1 d . . . H10A H 0.3605 0.1770 0.4598 0.050(6) Uiso 1 1 d R . . H10B H 0.3599 0.3583 0.5007 0.058(6) Uiso 1 1 d R . . C11 C 0.40542(5) -0.0500(2) 0.59791(16) 0.0397(4) Uani 1 1 d . . . C12 C 0.35503(6) 0.3278(2) 0.82418(17) 0.0449(4) Uani 1 1 d . . . H12A H 0.3525 0.2211 0.8714 0.051(6) Uiso 1 1 d R . . H12B H 0.3536 0.4066 0.8942 0.054(6) Uiso 1 1 d R . . C13 C 0.43240(6) 0.2777(2) 0.55834(19) 0.0471(4) Uani 1 1 d . . . C14 C 0.31973(6) 0.3426(2) 0.72857(19) 0.0458(4) Uani 1 1 d . . . H14 H 0.2931 0.3306 0.7796 0.049(6) Uiso 1 1 d R . . C15 C 0.39346(5) 0.3411(2) 0.75266(18) 0.0420(4) Uani 1 1 d . . . H15A H 0.3965 0.4538 0.7213 0.056(6) Uiso 1 1 d R . . H15B H 0.4166 0.3292 0.8151 0.047(5) Uiso 1 1 d R . . C16 C 0.32153(5) 0.2304(2) 0.6125(2) 0.0471(4) Uani 1 1 d . . . H16A H 0.3189 0.1172 0.6489 0.061(7) Uiso 1 1 d R . . H16B H 0.2968 0.2549 0.5493 0.070(7) Uiso 1 1 d R . . C17 C 0.40797(8) -0.2079(2) 0.6618(2) 0.0606(6) Uani 1 1 d . . . H17A H 0.4049 -0.1980 0.7566 0.133(5) Uiso 1 1 calc R . . H17B H 0.4330 -0.2534 0.6461 0.133(5) Uiso 1 1 calc R . . H17C H 0.3876 -0.2734 0.6238 0.133(5) Uiso 1 1 calc R . . C18 C 0.24539(7) 0.5248(3) 0.6025(2) 0.0578(5) Uani 1 1 d . . . H18A H 0.2386 0.4306 0.6479 0.133(5) Uiso 1 1 calc R . . H18B H 0.2525 0.5006 0.5129 0.133(5) Uiso 1 1 calc R . . H18C H 0.2233 0.5942 0.5993 0.133(5) Uiso 1 1 calc R . . C19 C 0.50068(8) 0.2440(5) 0.5452(4) 0.0961(10) Uani 1 1 d . . . H19A H 0.5218 0.1868 0.5885 0.133(5) Uiso 1 1 calc R . . H19B H 0.5057 0.3537 0.5534 0.133(5) Uiso 1 1 calc R . . H19C H 0.4985 0.2160 0.4521 0.133(5) 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 0.0528(3) 0.0406(3) 0.0434(3) 0.00242(17) -0.00005(19) 0.01201(19) O2 0.0747(9) 0.0493(7) 0.0300(6) -0.0054(5) 0.0060(6) 0.0008(7) N3 0.0478(8) 0.0355(7) 0.0255(6) 0.0022(5) 0.0012(5) 0.0052(6) O4 0.0491(7) 0.0423(7) 0.0674(9) 0.0182(6) 0.0143(6) 0.0117(6) O5 0.0410(7) 0.0748(10) 0.0689(10) 0.0087(8) 0.0035(6) -0.0014(7) O6 0.0787(11) 0.0446(8) 0.0944(13) 0.0214(8) -0.0012(9) 0.0096(8) O7 0.0801(11) 0.0782(11) 0.0427(8) -0.0132(7) 0.0013(7) 0.0143(8) O8 0.0714(11) 0.0888(13) 0.0704(11) 0.0379(9) 0.0139(8) -0.0067(9) C9 0.0419(8) 0.0358(8) 0.0304(7) 0.0026(6) -0.0004(6) 0.0015(7) C10 0.0496(10) 0.0463(9) 0.0334(8) 0.0047(7) -0.0058(7) 0.0059(8) C11 0.0478(9) 0.0382(8) 0.0334(8) -0.0011(7) 0.0036(7) -0.0002(7) C12 0.0582(11) 0.0403(9) 0.0364(9) -0.0017(7) 0.0034(7) 0.0110(8) C13 0.0498(10) 0.0502(10) 0.0412(10) 0.0017(8) 0.0031(8) -0.0024(8) C14 0.0473(9) 0.0386(9) 0.0521(10) 0.0124(8) 0.0083(8) 0.0075(8) C15 0.0490(9) 0.0363(8) 0.0402(9) -0.0048(7) -0.0043(7) 0.0023(7) C16 0.0430(9) 0.0456(10) 0.0520(10) 0.0061(8) -0.0057(8) 0.0007(8) C17 0.0911(17) 0.0385(10) 0.0531(12) 0.0055(8) 0.0132(11) 0.0083(10) C18 0.0610(12) 0.0592(12) 0.0522(12) -0.0041(9) -0.0102(9) 0.0119(10) C19 0.0461(13) 0.131(3) 0.112(2) 0.010(2) 0.0189(14) -0.0079(15) _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 O6 1.4200(16) . ? S1 O7 1.4211(16) . ? S1 O4 1.5569(13) . ? S1 C18 1.747(2) . ? O2 C11 1.231(2) . ? N3 C11 1.346(2) . ? N3 C9 1.458(2) . ? N3 H3 0.9097 . ? O4 C14 1.490(2) . ? O5 C13 1.331(2) . ? O5 C19 1.442(3) . ? O8 C13 1.200(2) . ? C9 C13 1.526(3) . ? C9 C10 1.539(2) . ? C9 C15 1.544(2) . ? C10 C16 1.528(3) . ? C10 H10A 1.0059 . ? C10 H10B 0.9977 . ? C11 C17 1.498(3) . ? C12 C14 1.510(3) . ? C12 C15 1.526(3) . ? C12 H12A 1.0350 . ? C12 H12B 0.9751 . ? C14 C16 1.510(3) . ? C14 H14 1.0657 . ? C15 H15A 1.0232 . ? C15 H15B 0.9889 . ? C16 H16A 1.0423 . ? C16 H16B 1.0523 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? 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 O6 S1 O7 118.07(11) . . ? O6 S1 O4 104.74(9) . . ? O7 S1 O4 110.12(9) . . ? O6 S1 C18 110.26(11) . . ? O7 S1 C18 108.10(11) . . ? O4 S1 C18 104.74(10) . . ? C11 N3 C9 121.81(13) . . ? C11 N3 H3 117.0 . . ? C9 N3 H3 120.7 . . ? C14 O4 S1 119.92(11) . . ? C13 O5 C19 116.5(2) . . ? N3 C9 C13 111.32(14) . . ? N3 C9 C10 110.84(14) . . ? C13 C9 C10 109.71(14) . . ? N3 C9 C15 108.80(13) . . ? C13 C9 C15 106.56(14) . . ? C10 C9 C15 109.49(14) . . ? C16 C10 C9 111.96(14) . . ? C16 C10 H10A 111.8 . . ? C9 C10 H10A 109.9 . . ? C16 C10 H10B 108.5 . . ? C9 C10 H10B 107.6 . . ? H10A C10 H10B 106.8 . . ? O2 C11 N3 121.85(16) . . ? O2 C11 C17 121.98(16) . . ? N3 C11 C17 116.16(15) . . ? C14 C12 C15 112.17(15) . . ? C14 C12 H12A 106.4 . . ? C15 C12 H12A 111.7 . . ? C14 C12 H12B 109.4 . . ? C15 C12 H12B 110.7 . . ? H12A C12 H12B 106.2 . . ? O8 C13 O5 123.76(19) . . ? O8 C13 C9 123.95(18) . . ? O5 C13 C9 112.17(16) . . ? O4 C14 C16 106.52(15) . . ? O4 C14 C12 107.68(15) . . ? C16 C14 C12 111.93(15) . . ? O4 C14 H14 107.4 . . ? C16 C14 H14 111.7 . . ? C12 C14 H14 111.3 . . ? C12 C15 C9 113.52(15) . . ? C12 C15 H15A 108.3 . . ? C9 C15 H15A 109.4 . . ? C12 C15 H15B 112.1 . . ? C9 C15 H15B 111.1 . . ? H15A C15 H15B 101.7 . . ? C14 C16 C10 111.43(16) . . ? C14 C16 H16A 108.6 . . ? C10 C16 H16A 111.2 . . ? C14 C16 H16B 105.9 . . ? C10 C16 H16B 111.0 . . ? H16A C16 H16B 108.5 . . ? C11 C17 H17A 109.5 . . ? C11 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C11 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? S1 C18 H18A 109.5 . . ? S1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? S1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O5 C19 H19A 109.5 . . ? O5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.360 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.086 #===END