data_mw7181 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H21 N O3 S' _chemical_formula_weight 355.44 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 ? 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 5.6851(4) _cell_length_b 18.5378(17) _cell_length_c 16.8750(12) _cell_angle_alpha 90.00 _cell_angle_beta 96.864(7) _cell_angle_gamma 90.00 _cell_volume 1765.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(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 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.202 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 ? _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 4812 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 32.60 _reflns_number_total 3937 _reflns_number_gt 2824 _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^)+(0.1733P)^2^+0.0000P] 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 3937 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1482 _refine_ls_wR_factor_gt 0.1298 _refine_ls_goodness_of_fit_ref 0.593 _refine_ls_restrained_S_all 0.593 _refine_ls_shift/su_max 0.056 _refine_ls_shift/su_mean 0.001 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 0.11874(8) 1.028469(17) 0.69674(3) 0.02702(15) Uani 1 1 d . . . O1 O -0.1362(3) 0.81360(6) 0.64739(9) 0.0361(3) Uani 1 1 d . . . O2 O 0.1397(3) 1.07471(6) 0.62990(8) 0.0387(4) Uani 1 1 d . . . O3 O -0.1080(2) 1.01337(6) 0.72078(10) 0.0412(4) Uani 1 1 d . . . N1 N 0.2399(3) 0.95213(6) 0.67713(9) 0.0236(3) Uani 1 1 d . . . C1 C 0.1729(3) 0.88537(7) 0.71586(10) 0.0235(4) Uani 1 1 d . . . H1 H 0.0434 0.8978 0.7487 0.028 Uiso 1 1 calc R . . C2 C 0.0699(3) 0.83075(7) 0.65148(10) 0.0245(4) Uani 1 1 d . . . C3 C 0.2320(4) 0.80313(7) 0.59384(11) 0.0274(4) Uani 1 1 d . . . H3A H 0.1838 0.7540 0.5754 0.033 Uiso 1 1 calc R . . H3B H 0.3974 0.8012 0.6199 0.033 Uiso 1 1 calc R . . C4 C 0.2122(4) 0.85537(8) 0.52334(11) 0.0292(4) Uani 1 1 d . . . H4 H 0.0644 0.8516 0.4850 0.035 Uiso 1 1 calc R . . C5 C 0.4321(4) 0.87813(8) 0.48803(12) 0.0350(5) Uani 1 1 d . . . H5A H 0.4182 0.8867 0.4297 0.042 Uiso 1 1 calc R . . H5B H 0.5854 0.8575 0.5115 0.042 Uiso 1 1 calc R . . C6 C 0.3101(3) 0.93050(7) 0.53812(10) 0.0276(4) Uani 1 1 d . . . H6 H 0.2187 0.9699 0.5080 0.033 Uiso 1 1 calc R . . C7 C 0.4188(3) 0.94957(7) 0.62079(10) 0.0236(4) Uani 1 1 d . . . H7A H 0.5411 0.9134 0.6394 0.028 Uiso 1 1 calc R . . H7B H 0.4974 0.9972 0.6198 0.028 Uiso 1 1 calc R . . C8 C 0.4845(3) 1.10924(8) 0.76860(12) 0.0295(4) Uani 1 1 d . . . H8 H 0.5189 1.1201 0.7162 0.035 Uiso 1 1 calc R . . C9 C 0.6273(4) 1.13604(9) 0.83448(14) 0.0366(5) Uani 1 1 d . . . H9 H 0.7586 1.1658 0.8266 0.044 Uiso 1 1 calc R . . C10 C 0.5819(4) 1.12021(10) 0.91161(14) 0.0402(5) Uani 1 1 d . . . C11 C 0.3864(5) 1.07801(10) 0.92137(13) 0.0437(6) Uani 1 1 d . . . H11 H 0.3515 1.0673 0.9738 0.052 Uiso 1 1 calc R . . C12 C 0.2405(4) 1.05100(9) 0.85645(12) 0.0355(5) Uani 1 1 d . . . H12 H 0.1070 1.0222 0.8643 0.043 Uiso 1 1 calc R . . C13 C 0.2913(3) 1.06646(7) 0.77994(10) 0.0252(4) Uani 1 1 d . . . C14 C 0.7403(5) 1.14993(15) 0.98171(18) 0.0635(8) Uani 1 1 d . . . H14A H 0.7381 1.2028 0.9796 0.095 Uiso 1 1 calc R . . H14B H 0.9025 1.1327 0.9799 0.095 Uiso 1 1 calc R . . H14C H 0.6836 1.1337 1.0314 0.095 Uiso 1 1 calc R . . C15 C 0.5656(3) 0.89298(7) 0.80638(10) 0.0257(4) Uani 1 1 d . . . H15 H 0.5746 0.9429 0.7943 0.031 Uiso 1 1 calc R . . C16 C 0.7427(4) 0.86134(8) 0.85805(11) 0.0320(4) Uani 1 1 d . . . H16 H 0.8724 0.8896 0.8812 0.038 Uiso 1 1 calc R . . C17 C 0.7325(4) 0.78853(9) 0.87641(12) 0.0391(5) Uani 1 1 d . . . H17 H 0.8546 0.7668 0.9119 0.047 Uiso 1 1 calc R . . C18 C 0.5426(4) 0.74794(9) 0.84248(13) 0.0419(5) Uani 1 1 d . . . H18 H 0.5345 0.6980 0.8546 0.050 Uiso 1 1 calc R . . C19 C 0.3651(4) 0.77932(8) 0.79125(12) 0.0354(5) Uani 1 1 d . . . H19 H 0.2347 0.7509 0.7689 0.043 Uiso 1 1 calc R . . C20 C 0.3740(3) 0.85236(7) 0.77171(10) 0.0243(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0259(3) 0.02353(18) 0.0295(3) -0.00498(12) -0.0054(2) 0.00478(12) O1 0.0257(9) 0.0373(6) 0.0441(9) -0.0031(5) -0.0007(8) -0.0069(4) O2 0.0554(11) 0.0267(5) 0.0306(7) 0.0017(4) -0.0092(7) 0.0105(5) O3 0.0238(9) 0.0401(6) 0.0587(11) -0.0160(6) 0.0003(8) 0.0038(5) N1 0.0278(9) 0.0197(5) 0.0235(7) -0.0016(4) 0.0041(7) 0.0017(4) C1 0.0241(10) 0.0241(6) 0.0220(8) -0.0017(5) 0.0014(8) -0.0028(5) C2 0.0241(10) 0.0221(6) 0.0260(8) 0.0019(5) -0.0026(8) -0.0025(5) C3 0.0315(11) 0.0226(6) 0.0275(9) -0.0025(5) 0.0012(9) -0.0035(5) C4 0.0345(12) 0.0289(7) 0.0226(8) -0.0027(5) -0.0034(9) -0.0040(6) C5 0.0465(14) 0.0330(7) 0.0273(10) -0.0036(6) 0.0120(11) -0.0039(6) C6 0.0354(12) 0.0245(6) 0.0219(8) 0.0006(5) 0.0001(9) 0.0000(5) C7 0.0253(10) 0.0217(6) 0.0229(8) -0.0003(5) -0.0006(8) -0.0019(5) C8 0.0298(12) 0.0279(7) 0.0311(10) -0.0056(6) 0.0044(9) 0.0014(6) C9 0.0270(12) 0.0363(8) 0.0454(13) -0.0138(7) -0.0001(11) 0.0005(6) C10 0.0347(14) 0.0442(9) 0.0375(12) -0.0164(7) -0.0127(11) 0.0150(7) C11 0.0556(18) 0.0483(10) 0.0261(10) -0.0047(7) 0.0000(12) 0.0098(9) C12 0.0413(14) 0.0355(8) 0.0302(10) -0.0029(6) 0.0068(11) -0.0005(7) C13 0.0262(11) 0.0225(6) 0.0259(8) -0.0049(5) -0.0018(8) 0.0045(5) C14 0.052(2) 0.0817(16) 0.0498(16) -0.0316(12) -0.0234(15) 0.0179(12) C15 0.0267(11) 0.0259(6) 0.0235(8) 0.0007(5) -0.0009(8) -0.0015(5) C16 0.0326(12) 0.0351(8) 0.0264(9) 0.0030(6) -0.0049(9) -0.0023(6) C17 0.0478(15) 0.0365(8) 0.0298(10) 0.0098(6) -0.0079(11) 0.0024(7) C18 0.0600(16) 0.0268(7) 0.0349(10) 0.0087(6) -0.0112(11) -0.0042(7) C19 0.0457(14) 0.0277(7) 0.0300(10) 0.0043(6) -0.0075(10) -0.0096(6) C20 0.0272(11) 0.0261(6) 0.0191(8) 0.0006(5) 0.0009(8) -0.0021(5) _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 1.4246(14) . ? S1 O2 1.4329(13) . ? S1 N1 1.6251(12) . ? S1 C13 1.7610(18) . ? O1 C2 1.208(2) . ? N1 C1 1.4709(18) . ? N1 C7 1.474(2) . ? C1 C20 1.521(2) . ? C1 C2 1.548(2) . ? C2 C3 1.507(2) . ? C3 C4 1.528(2) . ? C4 C5 1.508(3) . ? C4 C6 1.509(2) . ? C5 C6 1.509(2) . ? C6 C7 1.499(2) . ? C8 C13 1.386(2) . ? C8 C9 1.388(3) . ? C9 C10 1.388(3) . ? C10 C11 1.385(3) . ? C10 C14 1.503(3) . ? C11 C12 1.386(3) . ? C12 C13 1.386(3) . ? C15 C16 1.381(3) . ? C15 C20 1.394(2) . ? C16 C17 1.388(2) . ? C17 C18 1.383(3) . ? C18 C19 1.377(3) . ? C19 C20 1.396(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 O3 S1 O2 120.33(10) . . ? O3 S1 N1 107.86(7) . . ? O2 S1 N1 106.47(7) . . ? O3 S1 C13 106.76(9) . . ? O2 S1 C13 107.31(8) . . ? N1 S1 C13 107.54(8) . . ? C1 N1 C7 119.67(11) . . ? C1 N1 S1 120.25(11) . . ? C7 N1 S1 120.09(9) . . ? N1 C1 C20 113.49(13) . . ? N1 C1 C2 109.56(13) . . ? C20 C1 C2 111.42(12) . . ? O1 C2 C3 122.51(16) . . ? O1 C2 C1 119.69(15) . . ? C3 C2 C1 117.76(15) . . ? C2 C3 C4 107.07(13) . . ? C5 C4 C6 60.03(11) . . ? C5 C4 C3 119.86(18) . . ? C6 C4 C3 117.70(15) . . ? C4 C5 C6 60.04(11) . . ? C7 C6 C4 118.31(13) . . ? C7 C6 C5 120.48(17) . . ? C4 C6 C5 59.93(11) . . ? N1 C7 C6 111.64(15) . . ? C13 C8 C9 119.43(17) . . ? C8 C9 C10 121.28(19) . . ? C11 C10 C9 118.2(2) . . ? C11 C10 C14 121.8(2) . . ? C9 C10 C14 120.0(2) . . ? C12 C11 C10 121.53(19) . . ? C11 C12 C13 119.32(19) . . ? C8 C13 C12 120.24(18) . . ? C8 C13 S1 119.59(13) . . ? C12 C13 S1 120.10(14) . . ? C16 C15 C20 120.64(14) . . ? C15 C16 C17 120.49(18) . . ? C16 C17 C18 119.22(19) . . ? C19 C18 C17 120.50(15) . . ? C18 C19 C20 120.90(17) . . ? C15 C20 C19 118.25(17) . . ? C15 C20 C1 122.33(13) . . ? C19 C20 C1 119.40(15) . . ? _diffrn_measured_fraction_theta_max 0.611 _diffrn_reflns_theta_full 32.60 _diffrn_measured_fraction_theta_full 0.611 _refine_diff_density_max 0.326 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.052