data_(S,S,S)-5j _audit_creation_method SHELXL-97 _chemical_name_systematic ; (3S,6S,9S)-1-Aza-3-tert-butoxycarbonylamino-9-methyl- 5-oxa-2-oxobicyclo[4.3.0]nonane ; _chemical_name_common (S,S,S)-5j _chemical_melting_point 122 # 121-122 \%C _chemical_formula_moiety ? _chemical_formula_sum 'C13 H21 N2 O4' _chemical_formula_weight 269.32 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.050(8) _cell_length_b 6.229(5) _cell_length_c 12.106(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.780(13) _cell_angle_gamma 90.00 _cell_volume 741.9(10) _cell_formula_units_Z 2 _cell_measurement_temperature 273(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 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 290 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 2813 _diffrn_reflns_av_R_equivalents 0.0696 _diffrn_reflns_av_sigmaI/netI 0.0762 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 23.28 _reflns_number_total 1926 _reflns_number_gt 1032 _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^)+(0.2000P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(6) _refine_ls_number_reflns 1926 _refine_ls_number_parameters 90 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1890 _refine_ls_R_factor_gt 0.1406 _refine_ls_wR_factor_ref 0.3720 _refine_ls_wR_factor_gt 0.3364 _refine_ls_goodness_of_fit_ref 1.171 _refine_ls_restrained_S_all 1.170 _refine_ls_shift/su_max 2.701 _refine_ls_shift/su_mean 0.092 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 C7 C 0.2139(9) 0.3062(16) 0.1094(8) 0.059(2) Uiso 1 1 d . . . H7 H 0.296(9) 0.239(15) 0.153(8) 0.071 Uiso 1 1 calc . . . C8 C 0.2567(9) 0.4342(16) 0.0142(9) 0.060(2) Uiso 1 1 d . . . O2 O 0.0971(6) 0.0993(10) -0.0534(6) 0.073(2) Uiso 1 1 d . . . O4 O 0.1772(7) 0.6997(12) 0.3139(6) 0.079(2) Uiso 1 1 d . . . N1 N 0.2839(7) 0.3160(12) -0.0684(7) 0.062(2) Uiso 1 1 d . . . O3 O 0.3622(7) 0.4920(11) 0.3105(7) 0.084(2) Uiso 1 1 d . . . N2 N 0.1613(8) 0.4441(13) 0.1860(7) 0.069(2) Uiso 1 1 d . . . H2 H 0.0752 0.4656 0.1758 0.083 Uiso 1 1 calc R . . C5 C 0.2271(10) 0.1032(17) -0.0886(9) 0.069(3) Uiso 1 1 d . . . H5 H 0.289(9) -0.004(18) -0.047(9) 0.083 Uiso 1 1 calc . . . O1 O 0.2691(7) 0.6305(13) 0.0210(7) 0.092(2) Uiso 1 1 d . . . C6 C 0.1152(10) 0.128(2) 0.0677(10) 0.083(3) Uiso 1 1 d . . . H6A H 0.1484 -0.0048 0.1054 0.099 Uiso 1 1 calc R . . H6B H 0.0281 0.1606 0.0865 0.099 Uiso 1 1 calc R . . C2 C 0.3170(11) 0.4150(19) -0.1721(10) 0.075(3) Uiso 1 1 d . . . H2A H 0.244(10) 0.515(18) -0.205(9) 0.090 Uiso 1 1 calc . . . C4 C 0.2070(11) 0.064(2) -0.2153(10) 0.090(4) Uiso 1 1 d . . . H4A H 0.2248 -0.0849 -0.2314 0.108 Uiso 1 1 calc R . . H4B H 0.1156 0.1012 -0.2539 0.108 Uiso 1 1 calc R . . C9 C 0.2456(10) 0.5408(17) 0.2743(9) 0.070(3) Uiso 1 1 d . . . C10 C 0.2339(9) 0.8135(18) 0.4210(9) 0.072(3) Uiso 1 1 d . . . C1 C 0.4474(12) 0.525(2) -0.1557(12) 0.100(4) Uiso 1 1 d . . . H1A H 0.4476 0.6435 -0.1050 0.150 Uiso 1 1 calc R . . H1B H 0.4617 0.5771 -0.2270 0.150 Uiso 1 1 calc R . . H1C H 0.5188 0.4268 -0.1244 0.150 Uiso 1 1 calc R . . C12 C 0.1201(14) 0.970(2) 0.4329(13) 0.112(4) Uiso 1 1 d . . . H12A H 0.0871 0.9363 0.4999 0.168 Uiso 1 1 calc R . . H12B H 0.0472 0.9581 0.3682 0.168 Uiso 1 1 calc R . . H12C H 0.1548 1.1142 0.4381 0.168 Uiso 1 1 calc R . . C3 C 0.3095(14) 0.210(2) -0.2482(12) 0.106(4) Uiso 1 1 d . . . H3A H 0.2826 0.2483 -0.3272 0.127 Uiso 1 1 calc R . . H3B H 0.3975 0.1397 -0.2364 0.127 Uiso 1 1 calc R . . C11 C 0.2600(14) 0.651(3) 0.5204(13) 0.115(4) Uiso 1 1 d . . . H11A H 0.3189 0.5384 0.5045 0.173 Uiso 1 1 calc R . . H11B H 0.1752 0.5897 0.5295 0.173 Uiso 1 1 calc R . . H11C H 0.3022 0.7231 0.5886 0.173 Uiso 1 1 calc R . . C13 C 0.3582(13) 0.934(2) 0.4096(13) 0.109(4) Uiso 1 1 d . . . H13A H 0.4266 0.8343 0.3969 0.163 Uiso 1 1 calc R . . H13B H 0.3916 1.0130 0.4776 0.163 Uiso 1 1 calc R . . H13C H 0.3367 1.0310 0.3471 0.163 Uiso 1 1 calc R . . _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 C7 N2 1.442(12) . ? C7 C6 1.506(14) . ? C7 C8 1.534(14) . ? C8 O1 1.230(12) . ? C8 N1 1.314(13) . ? O2 C6 1.451(13) . ? O2 C5 1.454(11) . ? O4 C9 1.348(12) . ? O4 C10 1.486(13) . ? N1 C5 1.444(13) . ? N1 C2 1.496(14) . ? O3 C9 1.203(10) . ? N2 C9 1.361(12) . ? C5 C4 1.526(16) . ? C2 C1 1.456(16) . ? C2 C3 1.569(19) . ? C4 C3 1.488(17) . ? C10 C13 1.486(15) . ? C10 C12 1.532(17) . ? C10 C11 1.555(18) . ? 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 N2 C7 C6 110.6(7) . . ? N2 C7 C8 111.7(7) . . ? C6 C7 C8 113.4(8) . . ? O1 C8 N1 125.0(10) . . ? O1 C8 C7 120.4(10) . . ? N1 C8 C7 114.5(8) . . ? C6 O2 C5 111.1(8) . . ? C9 O4 C10 121.9(8) . . ? C8 N1 C5 120.4(8) . . ? C8 N1 C2 121.6(8) . . ? C5 N1 C2 112.6(8) . . ? C9 N2 C7 121.2(8) . . ? N1 C5 O2 108.3(8) . . ? N1 C5 C4 106.6(9) . . ? O2 C5 C4 110.5(9) . . ? O2 C6 C7 111.6(9) . . ? C1 C2 N1 115.3(10) . . ? C1 C2 C3 113.4(10) . . ? N1 C2 C3 99.5(9) . . ? C3 C4 C5 102.3(11) . . ? O3 C9 O4 125.9(10) . . ? O3 C9 N2 125.3(9) . . ? O4 C9 N2 108.9(8) . . ? O4 C10 C13 109.9(9) . . ? O4 C10 C12 103.0(9) . . ? C13 C10 C12 110.2(10) . . ? O4 C10 C11 109.8(9) . . ? C13 C10 C11 112.8(11) . . ? C12 C10 C11 110.7(10) . . ? C4 C3 C2 107.1(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.622 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.134