data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2R,4R,5S)-4-ethyl 2-methyl 5-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-tosylpyrrolidine-2,4-dicarboxylate ; _chemical_name_common ? _chemical_absolute_configuration 'rm' _chemical_formula_moiety 'C21 H29 N O8 S' _chemical_formula_sum 'C21 H29 N O8 S' _chemical_formula_weight 455.51 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 Triclinic _symmetry_space_group_name_H-M 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.2700(12) _cell_length_b 9.0465(19) _cell_length_c 16.281(3) _cell_angle_alpha 83.342(17) _cell_angle_beta 77.216(14) _cell_angle_gamma 87.954(15) _cell_volume 1179.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 683 _cell_measurement_theta_min 3.0717 _cell_measurement_theta_max 28.7860 _exptl_crystal_description prims _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.182 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.90514 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _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 8762 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.1915 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 28.85 _reflns_number_total 6795 _reflns_number_gt 2232 _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^)+(0.1188P)^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 6795 _refine_ls_number_parameters 560 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.2437 _refine_ls_R_factor_gt 0.0978 _refine_ls_wR_factor_ref 0.3064 _refine_ls_wR_factor_gt 0.2320 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _refine_ls_shift/su_max 0.010 _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 0.0369(4) -0.1895(4) 0.9950(2) 0.0677(11) Uani 1 1 d . . . S2 S 0.4263(4) -0.0493(4) 1.2021(2) 0.0661(11) Uani 1 1 d . . . O1 O 0.1924(11) -0.2639(11) 0.9675(7) 0.080(3) Uani 1 1 d . . . O2 O -0.0310(13) -0.1795(11) 1.0841(6) 0.082(3) Uani 1 1 d . . . O3 O 0.1564(13) 0.2227(14) 1.0145(8) 0.103(4) Uani 1 1 d . . . O4 O -0.1034(12) 0.2873(12) 1.0648(7) 0.080(3) Uani 1 1 d . . . O5 O 0.0196(19) 0.2948(17) 0.7268(9) 0.129(5) Uani 1 1 d . . . O6 O 0.0358(13) 0.0730(13) 0.6792(8) 0.095(3) Uani 1 1 d . . . O7 O 0.3517(13) 0.1010(14) 0.7460(7) 0.100(4) Uani 1 1 d . . . O8 O 0.5579(12) 0.1046(13) 0.8173(7) 0.086(3) Uani 1 1 d . . . O9 O 0.4375(12) -0.0599(11) 1.1139(6) 0.078(3) Uani 1 1 d . . . O10 O 0.5539(11) 0.0203(12) 1.2284(7) 0.081(3) Uani 1 1 d . . . O11 O 0.5824(14) -0.4656(13) 1.1789(8) 0.101(4) Uani 1 1 d . . . O12 O 0.3651(12) -0.5219(11) 1.1313(7) 0.082(3) Uani 1 1 d . . . O13 O 0.2072(17) -0.5407(17) 1.4662(9) 0.125(5) Uani 1 1 d . . . O14 O 0.1653(14) -0.3184(14) 1.5197(7) 0.096(4) Uani 1 1 d . . . O15 O 0.5434(12) -0.3428(15) 1.4498(7) 0.100(4) Uani 1 1 d . . . O16 O 0.8123(12) -0.3392(12) 1.3767(7) 0.080(3) Uani 1 1 d . . . N1 N 0.0618(12) -0.0193(11) 0.9499(7) 0.057(3) Uani 1 1 d . . . N2 N 0.4202(12) -0.2230(12) 1.2482(8) 0.059(3) Uani 1 1 d . . . C1 C -0.0658(17) 0.0952(14) 0.9775(10) 0.070(4) Uani 1 1 d . . . H1 H -0.1630 0.0496 1.0168 0.085 Uiso 1 1 calc R . . C2 C -0.1129(19) 0.1733(18) 0.8979(10) 0.082(5) Uani 1 1 d . . . H2A H -0.2323 0.1773 0.9043 0.099 Uiso 1 1 calc R . . H2B H -0.0702 0.2738 0.8854 0.099 Uiso 1 1 calc R . . C3 C -0.0334(17) 0.0789(18) 0.8295(9) 0.068(4) Uani 1 1 d . . . H3 H -0.1100 -0.0010 0.8288 0.081 Uiso 1 1 calc R . . C4 C 0.1211(17) 0.0088(17) 0.8555(9) 0.063(4) Uani 1 1 d . . . H4 H 0.1458 -0.0864 0.8319 0.076 Uiso 1 1 calc R . . C5 C 0.2771(16) 0.1018(19) 0.8347(11) 0.073(5) Uani 1 1 d . . . H5 H 0.2452 0.2045 0.8452 0.088 Uiso 1 1 calc R . . C6 C 0.4129(18) 0.0541(18) 0.8796(11) 0.088(5) Uani 1 1 d . . . H6A H 0.4018 0.1016 0.9310 0.106 Uiso 1 1 calc R . . H6B H 0.4151 -0.0531 0.8935 0.106 Uiso 1 1 calc R . . C7 C 0.5268(19) 0.092(2) 0.7399(11) 0.081(5) Uani 1 1 d . . . C8 C 0.595(2) 0.227(3) 0.6783(13) 0.144(9) Uani 1 1 d . . . H8A H 0.5691 0.2193 0.6243 0.215 Uiso 1 1 calc R . . H8B H 0.7130 0.2303 0.6718 0.215 Uiso 1 1 calc R . . H8C H 0.5456 0.3162 0.7000 0.215 Uiso 1 1 calc R . . C9 C 0.588(3) -0.048(3) 0.7037(16) 0.176(12) Uani 1 1 d . . . H9A H 0.5581 -0.0493 0.6500 0.263 Uiso 1 1 calc R . . H9B H 0.5385 -0.1318 0.7417 0.263 Uiso 1 1 calc R . . H9C H 0.7063 -0.0548 0.6960 0.263 Uiso 1 1 calc R . . C10 C -0.1099(16) -0.2703(14) 0.9562(8) 0.049(3) Uani 1 1 d . . . C11 C -0.0628(18) -0.3535(17) 0.8853(9) 0.069(4) Uani 1 1 d . . . H11 H 0.0487 -0.3675 0.8609 0.083 Uiso 1 1 calc R . . C12 C -0.185(2) -0.4133(16) 0.8533(10) 0.082(5) Uani 1 1 d . . . H12 H -0.1522 -0.4698 0.8081 0.098 Uiso 1 1 calc R . . C13 C -0.3472(19) -0.3941(15) 0.8841(9) 0.063(4) Uani 1 1 d . . . C14 C -0.475(2) -0.464(2) 0.8479(14) 0.138(9) Uani 1 1 d . . . H14A H -0.5840 -0.4388 0.8778 0.208 Uiso 1 1 calc R . . H14B H -0.4606 -0.5705 0.8539 0.208 Uiso 1 1 calc R . . H14C H -0.4612 -0.4284 0.7889 0.208 Uiso 1 1 calc R . . C15 C -0.3958(17) -0.3062(14) 0.9536(10) 0.063(4) Uani 1 1 d . . . H15 H -0.5072 -0.2887 0.9766 0.076 Uiso 1 1 calc R . . C16 C -0.2768(16) -0.2498(15) 0.9847(9) 0.061(4) Uani 1 1 d . . . H16 H -0.3105 -0.1921 1.0293 0.073 Uiso 1 1 calc R . . C17 C 0.014(2) 0.2118(18) 1.0200(9) 0.067(4) Uani 1 1 d . . . C18 C -0.046(2) 0.407(2) 1.1069(11) 0.094(5) Uani 1 1 d . . . H18A H -0.1405 0.4553 1.1391 0.142 Uiso 1 1 calc R . . H18B H 0.0162 0.4787 1.0647 0.142 Uiso 1 1 calc R . . H18C H 0.0227 0.3645 1.1441 0.142 Uiso 1 1 calc R . . C19 C 0.011(2) 0.163(3) 0.7409(12) 0.085(5) Uani 1 1 d . . . C20 C 0.090(3) 0.137(3) 0.5916(14) 0.153(10) Uani 1 1 d . . . H20A H 0.0001 0.1285 0.5628 0.184 Uiso 1 1 calc R . . H20B H 0.1090 0.2425 0.5911 0.184 Uiso 1 1 calc R . . C21 C 0.225(5) 0.077(4) 0.5481(15) 0.229(18) Uani 1 1 d . . . H21A H 0.2529 0.1279 0.4919 0.344 Uiso 1 1 calc R . . H21B H 0.2056 -0.0263 0.5451 0.344 Uiso 1 1 calc R . . H21C H 0.3150 0.0846 0.5758 0.344 Uiso 1 1 calc R . . C22 C 0.3249(17) -0.3306(15) 1.2173(9) 0.067(4) Uani 1 1 d . . . H22 H 0.2583 -0.2798 1.1795 0.080 Uiso 1 1 calc R . . C23 C 0.2109(18) -0.4050(19) 1.3008(11) 0.084(5) Uani 1 1 d . . . H23A H 0.0962 -0.4023 1.2956 0.101 Uiso 1 1 calc R . . H23B H 0.2440 -0.5079 1.3122 0.101 Uiso 1 1 calc R . . C24 C 0.2301(16) -0.3201(18) 1.3691(10) 0.067(4) Uani 1 1 d . . . H24 H 0.1499 -0.2375 1.3706 0.080 Uiso 1 1 calc R . . C25 C 0.4026(16) -0.2523(16) 1.3386(10) 0.066(4) Uani 1 1 d . . . H25 H 0.4021 -0.1571 1.3619 0.079 Uiso 1 1 calc R . . C26 C 0.5454(16) -0.3470(17) 1.3606(10) 0.068(4) Uani 1 1 d . . . H26 H 0.5313 -0.4499 1.3503 0.082 Uiso 1 1 calc R . . C27 C 0.7169(16) -0.295(2) 1.3151(10) 0.079(5) Uani 1 1 d . . . H27A H 0.7563 -0.3441 1.2642 0.095 Uiso 1 1 calc R . . H27B H 0.7191 -0.1884 1.3001 0.095 Uiso 1 1 calc R . . C28 C 0.707(2) -0.323(2) 1.4551(10) 0.080(5) Uani 1 1 d . . . C29 C 0.742(2) -0.443(3) 1.5210(12) 0.158(11) Uani 1 1 d . . . H29A H 0.6786 -0.4230 1.5757 0.237 Uiso 1 1 calc R . . H29B H 0.8580 -0.4436 1.5212 0.237 Uiso 1 1 calc R . . H29C H 0.7115 -0.5374 1.5083 0.237 Uiso 1 1 calc R . . C30 C 0.721(3) -0.166(3) 1.4798(14) 0.170(11) Uani 1 1 d . . . H30A H 0.6612 -0.1617 1.5372 0.255 Uiso 1 1 calc R . . H30B H 0.6750 -0.0953 1.4426 0.255 Uiso 1 1 calc R . . H30C H 0.8356 -0.1443 1.4752 0.255 Uiso 1 1 calc R . . C31 C 0.2396(16) 0.0334(15) 1.2425(9) 0.054(3) Uani 1 1 d . . . C32 C 0.1004(15) 0.0106(15) 1.2138(9) 0.059(4) Uani 1 1 d . . . H32 H 0.1098 -0.0498 1.1704 0.071 Uiso 1 1 calc R . . C33 C -0.0495(18) 0.0701(17) 1.2442(10) 0.074(4) Uani 1 1 d . . . H33 H -0.1411 0.0498 1.2231 0.089 Uiso 1 1 calc R . . C34 C -0.0639(17) 0.1651(16) 1.3097(10) 0.069(4) Uani 1 1 d . . . C35 C -0.229(2) 0.236(2) 1.3475(11) 0.108(6) Uani 1 1 d . . . H35A H -0.2156 0.2943 1.3910 0.162 Uiso 1 1 calc R . . H35B H -0.3089 0.1592 1.3714 0.162 Uiso 1 1 calc R . . H35C H -0.2679 0.2986 1.3039 0.162 Uiso 1 1 calc R . . C36 C 0.074(2) 0.1909(16) 1.3395(9) 0.079(4) Uani 1 1 d . . . H36 H 0.0641 0.2531 1.3820 0.095 Uiso 1 1 calc R . . C37 C 0.2268(18) 0.1292(17) 1.3094(9) 0.072(4) Uani 1 1 d . . . H37 H 0.3183 0.1480 1.3309 0.086 Uiso 1 1 calc R . . C38 C 0.438(2) -0.4423(15) 1.1740(9) 0.060(4) Uani 1 1 d . . . C39 C 0.462(2) -0.6460(18) 1.0915(12) 0.100(6) Uani 1 1 d . . . H39A H 0.5452 -0.6066 1.0439 0.150 Uiso 1 1 calc R . . H39B H 0.3888 -0.7084 1.0728 0.150 Uiso 1 1 calc R . . H39C H 0.5136 -0.7034 1.1322 0.150 Uiso 1 1 calc R . . C40 C 0.2016(19) -0.400(2) 1.4567(12) 0.085(5) Uani 1 1 d . . . C41 C 0.143(4) -0.396(4) 1.6041(17) 0.223(18) Uani 1 1 d . . . H41A H 0.0286 -0.3846 1.6335 0.268 Uiso 1 1 calc R . . H41B H 0.1647 -0.5011 1.5998 0.268 Uiso 1 1 calc R . . C42 C 0.236(5) -0.350(5) 1.6478(16) 0.249(19) Uani 1 1 d . . . H42A H 0.2159 -0.4072 1.7026 0.374 Uiso 1 1 calc R . . H42B H 0.2127 -0.2472 1.6543 0.374 Uiso 1 1 calc R . . H42C H 0.3499 -0.3623 1.6197 0.374 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 0.071(3) 0.068(3) 0.063(3) 0.000(2) -0.017(2) -0.008(2) S2 0.070(2) 0.060(3) 0.064(3) 0.001(2) -0.009(2) -0.003(2) O1 0.069(7) 0.064(7) 0.104(9) 0.012(6) -0.023(6) -0.001(6) O2 0.114(8) 0.070(8) 0.064(7) -0.010(6) -0.017(6) -0.021(6) O3 0.058(7) 0.116(10) 0.143(11) -0.067(8) -0.012(7) -0.002(6) O4 0.079(7) 0.066(7) 0.089(8) -0.007(6) -0.006(6) -0.009(6) O5 0.178(14) 0.081(10) 0.125(12) 0.015(9) -0.035(10) -0.010(9) O6 0.114(9) 0.091(9) 0.073(8) 0.019(7) -0.023(7) -0.012(7) O7 0.093(9) 0.140(12) 0.059(7) 0.012(7) -0.010(6) -0.035(8) O8 0.080(7) 0.121(10) 0.060(7) -0.029(7) -0.011(6) -0.023(7) O9 0.101(8) 0.074(8) 0.050(7) -0.003(5) 0.001(5) 0.010(6) O10 0.060(6) 0.076(8) 0.100(9) 0.018(6) -0.016(6) -0.021(6) O11 0.092(8) 0.103(9) 0.126(11) -0.062(8) -0.041(8) 0.021(7) O12 0.079(7) 0.062(7) 0.112(9) -0.020(6) -0.029(6) -0.001(6) O13 0.136(11) 0.092(10) 0.135(12) 0.024(9) -0.023(8) -0.014(9) O14 0.119(9) 0.124(11) 0.039(6) 0.004(7) -0.006(6) -0.024(7) O15 0.074(8) 0.155(12) 0.060(7) 0.015(7) -0.008(6) 0.001(7) O16 0.068(6) 0.098(9) 0.069(7) -0.003(6) -0.011(6) 0.000(6) N1 0.067(7) 0.036(7) 0.065(8) -0.001(6) -0.014(6) -0.005(5) N2 0.067(7) 0.036(7) 0.079(9) -0.005(6) -0.026(6) -0.010(5) C1 0.072(10) 0.042(9) 0.093(12) -0.005(8) -0.009(8) -0.014(7) C2 0.094(11) 0.073(11) 0.081(12) -0.007(9) -0.025(9) 0.006(9) C3 0.065(9) 0.083(12) 0.057(10) -0.011(9) -0.011(7) -0.022(8) C4 0.074(10) 0.069(10) 0.050(9) -0.011(7) -0.018(7) 0.003(8) C5 0.046(8) 0.081(12) 0.095(14) -0.008(9) -0.022(8) -0.011(8) C6 0.086(12) 0.072(12) 0.108(14) 0.008(10) -0.031(11) -0.010(9) C7 0.065(11) 0.089(13) 0.081(13) -0.005(10) 0.001(9) -0.011(9) C8 0.123(16) 0.16(2) 0.13(2) 0.032(17) -0.022(14) -0.062(16) C9 0.17(2) 0.22(3) 0.16(2) -0.08(2) -0.087(19) 0.03(2) C10 0.061(9) 0.038(8) 0.050(9) -0.003(6) -0.015(7) -0.008(6) C11 0.076(10) 0.087(12) 0.045(9) -0.010(8) -0.015(7) 0.004(9) C12 0.126(15) 0.057(11) 0.072(11) -0.024(8) -0.038(11) 0.013(10) C13 0.075(10) 0.046(9) 0.066(10) 0.003(7) -0.017(8) 0.000(8) C14 0.137(17) 0.133(19) 0.18(2) -0.006(17) -0.103(17) -0.037(15) C15 0.058(8) 0.043(8) 0.085(11) -0.002(8) -0.010(8) -0.002(7) C16 0.061(9) 0.059(9) 0.060(9) 0.012(7) -0.012(7) -0.010(7) C17 0.059(10) 0.073(12) 0.060(10) -0.014(8) 0.014(8) -0.011(9) C18 0.123(14) 0.084(14) 0.085(13) -0.029(11) -0.030(11) -0.007(11) C19 0.080(11) 0.099(16) 0.082(14) 0.000(13) -0.032(10) -0.008(11) C20 0.21(3) 0.14(2) 0.092(17) 0.043(15) -0.032(17) 0.051(19) C21 0.32(4) 0.24(4) 0.089(19) -0.02(2) 0.01(2) 0.15(3) C22 0.070(9) 0.059(10) 0.078(10) -0.017(8) -0.024(8) 0.004(8) C23 0.066(10) 0.079(12) 0.100(13) -0.011(10) 0.002(9) -0.013(8) C24 0.051(8) 0.069(11) 0.083(12) -0.028(9) -0.011(8) 0.003(7) C25 0.063(9) 0.056(10) 0.078(12) -0.010(8) -0.010(8) -0.008(8) C26 0.062(9) 0.055(10) 0.082(13) 0.007(8) -0.009(8) -0.008(8) C27 0.057(9) 0.113(14) 0.066(10) 0.002(9) -0.015(8) 0.001(9) C28 0.074(11) 0.100(14) 0.060(11) 0.014(9) -0.012(9) -0.015(9) C29 0.071(12) 0.29(3) 0.093(15) 0.062(18) -0.017(11) -0.019(15) C30 0.24(3) 0.15(2) 0.106(18) -0.078(17) 0.025(17) -0.05(2) C31 0.063(9) 0.037(8) 0.054(9) 0.007(6) -0.004(7) -0.015(6) C32 0.038(8) 0.071(10) 0.071(10) 0.003(8) -0.021(7) 0.002(7) C33 0.064(10) 0.071(11) 0.094(12) -0.010(9) -0.028(9) -0.021(8) C34 0.053(8) 0.059(10) 0.091(12) 0.014(9) -0.019(8) -0.009(7) C35 0.109(14) 0.105(16) 0.101(15) -0.014(12) -0.009(11) 0.032(12) C36 0.115(14) 0.059(10) 0.061(10) -0.009(8) -0.015(9) 0.006(10) C37 0.070(10) 0.071(11) 0.071(10) -0.001(8) -0.012(8) 0.003(8) C38 0.085(11) 0.044(9) 0.056(10) -0.021(7) -0.015(8) -0.003(8) C39 0.128(14) 0.056(12) 0.115(15) -0.037(11) -0.012(11) -0.007(10) C40 0.073(11) 0.096(15) 0.078(13) 0.018(12) -0.009(9) -0.023(10) C41 0.26(3) 0.30(4) 0.11(2) 0.10(3) -0.10(2) -0.17(3) C42 0.32(4) 0.35(5) 0.08(2) 0.07(2) -0.05(2) -0.17(4) _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 1.446(10) . ? S1 O1 1.436(10) . ? S1 N1 1.626(11) . ? S1 C10 1.708(13) . ? S2 O10 1.416(10) . ? S2 O9 1.433(10) . ? S2 N2 1.659(11) . ? S2 C31 1.720(14) . ? O3 C17 1.166(16) . ? O4 C17 1.302(17) . ? O4 C18 1.491(17) . ? O5 C19 1.19(2) . ? O6 C19 1.34(2) . ? O6 C20 1.45(2) . ? O7 C7 1.429(17) . ? O7 C5 1.440(18) . ? O8 C7 1.358(18) . ? O8 C6 1.438(18) . ? O11 C38 1.222(15) . ? O12 C38 1.303(15) . ? O12 C39 1.481(17) . ? O13 C40 1.26(2) . ? O14 C40 1.31(2) . ? O14 C41 1.45(3) . ? O15 C26 1.453(17) . ? O15 C28 1.396(17) . ? O16 C28 1.396(18) . ? O16 C27 1.422(16) . ? N1 C4 1.501(16) . ? N1 C1 1.486(15) . ? N2 C22 1.471(16) . ? N2 C25 1.440(17) . ? C1 C2 1.523(19) . ? C1 C17 1.566(19) . ? C1 H1 0.9800 . ? C2 C3 1.503(19) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C19 1.52(2) . ? C3 C4 1.528(18) . ? C3 H3 0.9800 . ? C4 C5 1.518(19) . ? C4 H4 0.9800 . ? C5 C6 1.496(19) . ? C5 H5 0.9800 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.52(2) . ? C7 C9 1.49(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.425(17) . ? C10 C16 1.368(16) . ? C11 C12 1.386(19) . ? C11 H11 0.9300 . ? C12 C13 1.34(2) . ? C12 H12 0.9300 . ? C13 C15 1.435(18) . ? C13 C14 1.51(2) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.343(17) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C20 C21 1.32(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C38 1.484(18) . ? C22 C23 1.57(2) . ? C22 H22 0.9800 . ? C23 C24 1.46(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.528(18) . ? C24 C40 1.50(2) . ? C24 H24 0.9800 . ? C25 C26 1.517(18) . ? C25 H25 0.9800 . ? C26 C27 1.510(19) . ? C26 H26 0.9800 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C30 1.53(3) . ? C28 C29 1.50(2) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.365(16) . ? C31 C37 1.453(19) . ? C32 C33 1.347(18) . ? C32 H32 0.9300 . ? C33 C34 1.43(2) . ? C33 H33 0.9300 . ? C34 C36 1.374(19) . ? C34 C35 1.522(19) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.371(19) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C41 C42 1.26(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 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 O2 S1 O1 120.9(7) . . ? O2 S1 N1 106.4(6) . . ? O1 S1 N1 105.6(6) . . ? O2 S1 C10 107.2(6) . . ? O1 S1 C10 108.1(7) . . ? N1 S1 C10 108.1(6) . . ? O10 S2 O9 120.0(7) . . ? O10 S2 N2 105.7(6) . . ? O9 S2 N2 105.9(6) . . ? O10 S2 C31 109.0(7) . . ? O9 S2 C31 108.5(6) . . ? N2 S2 C31 107.1(6) . . ? C17 O4 C18 115.3(12) . . ? C19 O6 C20 119.1(16) . . ? C7 O7 C5 106.1(11) . . ? C7 O8 C6 107.3(11) . . ? C38 O12 C39 117.3(11) . . ? C40 O14 C41 117(2) . . ? C26 O15 C28 106.6(11) . . ? C28 O16 C27 105.9(11) . . ? C4 N1 C1 108.3(10) . . ? C4 N1 S1 119.6(9) . . ? C1 N1 S1 119.3(9) . . ? C22 N2 C25 110.6(11) . . ? C22 N2 S2 117.3(9) . . ? C25 N2 S2 120.3(9) . . ? N1 C1 C2 107.1(11) . . ? N1 C1 C17 108.4(11) . . ? C2 C1 C17 108.5(12) . . ? N1 C1 H1 110.9 . . ? C2 C1 H1 110.9 . . ? C17 C1 H1 110.9 . . ? C3 C2 C1 104.1(12) . . ? C3 C2 H2A 110.9 . . ? C1 C2 H2A 110.9 . . ? C3 C2 H2B 110.9 . . ? C1 C2 H2B 110.9 . . ? H2A C2 H2B 109.0 . . ? C19 C3 C2 114.6(14) . . ? C19 C3 C4 110.8(12) . . ? C2 C3 C4 106.2(11) . . ? C19 C3 H3 108.4 . . ? C2 C3 H3 108.4 . . ? C4 C3 H3 108.4 . . ? N1 C4 C5 109.5(11) . . ? N1 C4 C3 101.3(10) . . ? C5 C4 C3 117.5(13) . . ? N1 C4 H4 109.4 . . ? C5 C4 H4 109.4 . . ? C3 C4 H4 109.4 . . ? O7 C5 C6 105.0(12) . . ? O7 C5 C4 108.6(12) . . ? C6 C5 C4 118.0(15) . . ? O7 C5 H5 108.3 . . ? C6 C5 H5 108.3 . . ? C4 C5 H5 108.3 . . ? O8 C6 C5 101.8(14) . . ? O8 C6 H6A 111.4 . . ? C5 C6 H6A 111.4 . . ? O8 C6 H6B 111.4 . . ? C5 C6 H6B 111.4 . . ? H6A C6 H6B 109.3 . . ? O8 C7 O7 108.9(12) . . ? O8 C7 C8 110.0(16) . . ? O7 C7 C8 104.5(14) . . ? O8 C7 C9 114.9(16) . . ? O7 C7 C9 107.5(15) . . ? C8 C7 C9 110.6(18) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C16 115.7(12) . . ? C11 C10 S1 120.5(11) . . ? C16 C10 S1 123.5(11) . . ? C10 C11 C12 119.3(13) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C13 C12 C11 123.4(15) . . ? C13 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? C12 C13 C15 117.7(14) . . ? C12 C13 C14 121.2(17) . . ? C15 C13 C14 121.1(16) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C13 118.5(13) . . ? C16 C15 H15 120.7 . . ? C13 C15 H15 120.7 . . ? C15 C16 C10 125.3(14) . . ? C15 C16 H16 117.3 . . ? C10 C16 H16 117.3 . . ? O3 C17 O4 126.6(15) . . ? O3 C17 C1 124.3(14) . . ? O4 C17 C1 109.0(13) . . ? O4 C18 H18A 109.5 . . ? O4 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O4 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O5 C19 O6 122.6(18) . . ? O5 C19 C3 124.1(19) . . ? O6 C19 C3 113.2(17) . . ? C21 C20 O6 115.4(18) . . ? C21 C20 H20A 108.4 . . ? O6 C20 H20A 108.4 . . ? C21 C20 H20B 108.4 . . ? O6 C20 H20B 108.4 . . ? H20A C20 H20B 107.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C38 C22 N2 110.2(11) . . ? C38 C22 C23 110.8(13) . . ? N2 C22 C23 103.1(11) . . ? C38 C22 H22 110.9 . . ? N2 C22 H22 110.9 . . ? C23 C22 H22 110.9 . . ? C24 C23 C22 106.9(13) . . ? C24 C23 H23A 110.3 . . ? C22 C23 H23A 110.3 . . ? C24 C23 H23B 110.3 . . ? C22 C23 H23B 110.3 . . ? H23A C23 H23B 108.6 . . ? C23 C24 C25 104.4(12) . . ? C23 C24 C40 117.5(16) . . ? C25 C24 C40 113.5(13) . . ? C23 C24 H24 107.0 . . ? C25 C24 H24 107.0 . . ? C40 C24 H24 107.0 . . ? C26 C25 N2 111.2(11) . . ? C26 C25 C24 116.1(13) . . ? N2 C25 C24 103.6(11) . . ? C26 C25 H25 108.5 . . ? N2 C25 H25 108.5 . . ? C24 C25 H25 108.5 . . ? O15 C26 C25 108.7(11) . . ? O15 C26 C27 104.4(12) . . ? C25 C26 C27 115.8(13) . . ? O15 C26 H26 109.2 . . ? C25 C26 H26 109.2 . . ? C27 C26 H26 109.2 . . ? O16 C27 C26 102.3(13) . . ? O16 C27 H27A 111.3 . . ? C26 C27 H27A 111.3 . . ? O16 C27 H27B 111.3 . . ? C26 C27 H27B 111.3 . . ? H27A C27 H27B 109.2 . . ? O16 C28 O15 109.3(12) . . ? O16 C28 C30 110.4(15) . . ? O15 C28 C30 107.8(16) . . ? O16 C28 C29 110.5(16) . . ? O15 C28 C29 106.1(13) . . ? C30 C28 C29 112.5(18) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C37 118.3(13) . . ? C32 C31 S2 121.7(11) . . ? C37 C31 S2 120.0(10) . . ? C31 C32 C33 124.2(15) . . ? C31 C32 H32 117.9 . . ? C33 C32 H32 117.9 . . ? C32 C33 C34 118.1(13) . . ? C32 C33 H33 120.9 . . ? C34 C33 H33 120.9 . . ? C33 C34 C36 119.0(14) . . ? C33 C34 C35 121.2(14) . . ? C36 C34 C35 119.8(16) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 C34 123.1(15) . . ? C37 C36 H36 118.5 . . ? C34 C36 H36 118.5 . . ? C36 C37 C31 117.3(14) . . ? C36 C37 H37 121.4 . . ? C31 C37 H37 121.4 . . ? O11 C38 O12 121.6(12) . . ? O11 C38 C22 125.9(12) . . ? O12 C38 C22 112.5(13) . . ? O12 C39 H39A 109.5 . . ? O12 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? O12 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? O13 C40 O14 123.8(17) . . ? O13 C40 C24 119.2(18) . . ? O14 C40 C24 117.0(17) . . ? C42 C41 O14 114(2) . . ? C42 C41 H41A 108.8 . . ? O14 C41 H41A 108.8 . . ? C42 C41 H41B 108.8 . . ? O14 C41 H41B 108.8 . . ? H41A C41 H41B 107.7 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.856 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.488 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.079