Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Padmanabhan Balaram' _publ_contact_author_address ; Molecular Biophysics Unit Indian Institute of Science Bangalore Karnataka 560012 INDIA ; _publ_contact_author_email PB@MBU.IISC.ERNET.IN _publ_section_title ; Aggregation Modes in Sheets Formed by Protected Beta-Amino Acids and Beta-Peptides ; loop_ _publ_author_name 'Padmanabhan Balaram' 'Rituparna S. Roy' 'Varatharajan Sabareesh' 'Anindita Sengupta' 'N. Shamala' # Attachment 'compound1.cif' data_banh _database_code_depnum_ccdc_archive 'CCDC 289146' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaAla-NHMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H20 N2 O3' _chemical_formula_weight 216.28 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.1040(15) _cell_length_b 9.469(3) _cell_length_c 13.780(4) _cell_angle_alpha 80.141(5) _cell_angle_beta 86.042(5) _cell_angle_gamma 89.932(5) _cell_volume 654.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 236 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7006 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 27.15 _reflns_number_total 2657 _reflns_number_gt 2377 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.0829P)^2^+0.0331P] 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 constr _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 -10(10) _refine_ls_number_reflns 2657 _refine_ls_number_parameters 271 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1403 _refine_ls_wR_factor_gt 0.1359 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.004 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 C1 C 0.6570(8) 1.2236(7) 0.7218(5) 0.122(2) Uani 1 1 d . . . H1A H 0.7669 1.2859 0.6734 0.183 Uiso 1 1 calc R . . H1B H 0.7646 1.1629 0.7655 0.183 Uiso 1 1 calc R . . H1C H 0.5462 1.2800 0.7590 0.183 Uiso 1 1 calc R . . C2 C 0.3327(8) 1.2246(4) 0.5941(3) 0.0849(11) Uani 1 1 d . . . H2A H 0.2260 1.1646 0.5629 0.127 Uiso 1 1 calc R . . H2B H 0.4515 1.2803 0.5453 0.127 Uiso 1 1 calc R . . H2C H 0.2222 1.2876 0.6260 0.127 Uiso 1 1 calc R . . C3 C 0.3115(8) 1.0335(5) 0.7454(3) 0.0828(11) Uani 1 1 d . . . H3A H 0.2069 0.9754 0.7120 0.124 Uiso 1 1 calc R . . H3B H 0.1985 1.0899 0.7819 0.124 Uiso 1 1 calc R . . H3C H 0.4172 0.9729 0.7900 0.124 Uiso 1 1 calc R . . C4 C 0.4881(6) 1.1319(4) 0.6703(3) 0.0653(8) Uani 1 1 d . . . O1 O 0.6845(4) 1.0475(3) 0.6212(2) 0.0712(6) Uani 1 1 d . . . C5 C 0.6103(5) 0.9566(3) 0.5627(3) 0.0596(7) Uani 1 1 d . . . O2 O 0.3837(4) 0.9272(3) 0.5510(2) 0.0896(9) Uani 1 1 d . . . N1 N 0.8212(5) 0.9017(4) 0.5201(3) 0.0765(9) Uani 1 1 d . . . H1 H 0.9745 0.9262 0.5340 0.092 Uiso 1 1 calc R . . C6 C 0.8020(6) 0.8018(4) 0.4508(3) 0.0640(8) Uani 1 1 d . . . H6 H 0.6184 0.7959 0.4350 0.077 Uiso 1 1 calc R . . C7 C 0.9713(11) 0.8559(5) 0.3548(3) 0.0940(13) Uani 1 1 d . . . H7A H 0.9123 0.9488 0.3255 0.141 Uiso 1 1 calc R . . H7B H 0.9556 0.7903 0.3095 0.141 Uiso 1 1 calc R . . H7C H 1.1517 0.8624 0.3694 0.141 Uiso 1 1 calc R . . C8 C 0.8894(7) 0.6537(4) 0.4977(2) 0.0654(8) Uani 1 1 d . . . H8A H 0.8049 0.6293 0.5637 0.078 Uiso 1 1 calc R . . H8B H 1.0776 0.6553 0.5034 0.078 Uiso 1 1 calc R . . C9 C 0.8225(6) 0.5392(3) 0.4379(2) 0.0554(7) Uani 1 1 d . . . O3 O 0.5933(4) 0.5184(3) 0.4194(2) 0.0746(6) Uani 1 1 d . . . N2 N 1.0230(6) 0.4640(3) 0.4076(2) 0.0699(7) Uani 1 1 d . . . H2 H 1.1792 0.4833 0.4216 0.084 Uiso 1 1 calc R . . C10 C 0.9840(11) 0.3503(5) 0.3515(4) 0.0974(13) Uani 1 1 d . . . H10A H 1.1499 0.3078 0.3371 0.146 Uiso 1 1 calc R . . H10B H 0.9085 0.3892 0.2908 0.146 Uiso 1 1 calc R . . H10C H 0.8678 0.2786 0.3893 0.146 Uiso 1 1 calc R . . C11 C 1.1046(7) 0.6412(5) -0.0649(3) 0.0811(10) Uani 1 1 d . . . H11A H 1.2122 0.5661 -0.0334 0.122 Uiso 1 1 calc R . . H11B H 0.9866 0.6734 -0.0161 0.122 Uiso 1 1 calc R . . H11C H 1.2144 0.7198 -0.0976 0.122 Uiso 1 1 calc R . . C12 C 0.7765(8) 0.7026(5) -0.1914(5) 0.121(2) Uani 1 1 d . . . H12A H 0.6674 0.7409 -0.1427 0.181 Uiso 1 1 calc R . . H12B H 0.6678 0.6637 -0.2347 0.181 Uiso 1 1 calc R . . H12C H 0.8863 0.7776 -0.2290 0.181 Uiso 1 1 calc R . . C13 C 1.1219(9) 0.5223(5) -0.2152(3) 0.0847(11) Uani 1 1 d . . . H13A H 1.2273 0.4479 -0.1816 0.127 Uiso 1 1 calc R . . H13B H 1.2342 0.5964 -0.2526 0.127 Uiso 1 1 calc R . . H13C H 1.0148 0.4832 -0.2589 0.127 Uiso 1 1 calc R . . C14 C 0.9476(6) 0.5847(4) -0.1401(3) 0.0644(8) Uani 1 1 d . . . O4 O 0.7515(4) 0.4769(2) -0.0900(2) 0.0727(7) Uani 1 1 d . . . C15 C 0.8253(6) 0.3578(3) -0.0308(3) 0.0629(8) Uani 1 1 d . . . O5 O 1.0513(4) 0.3219(3) -0.0187(3) 0.0933(9) Uani 1 1 d . . . N3 N 0.6161(5) 0.2823(3) 0.0134(3) 0.0776(9) Uani 1 1 d . . . H3 H 0.4628 0.3161 0.0016 0.093 Uiso 1 1 calc R . . C16 C 0.6325(6) 0.1457(3) 0.0805(3) 0.0636(8) Uani 1 1 d . . . H16 H 0.8170 0.1287 0.0938 0.076 Uiso 1 1 calc R . . C17 C 0.4767(11) 0.1526(5) 0.1780(3) 0.0952(13) Uani 1 1 d . . . H17A H 0.5442 0.2293 0.2068 0.143 Uiso 1 1 calc R . . H17B H 0.4926 0.0635 0.2223 0.143 Uiso 1 1 calc R . . H17C H 0.2951 0.1695 0.1663 0.143 Uiso 1 1 calc R . . C18 C 0.5357(7) 0.0244(4) 0.0327(2) 0.0654(8) Uani 1 1 d . . . H18A H 0.6151 0.0340 -0.0341 0.078 Uiso 1 1 calc R . . H18B H 0.3469 0.0313 0.0291 0.078 Uiso 1 1 calc R . . C19 C 0.6017(6) -0.1216(3) 0.0900(2) 0.0544(7) Uani 1 1 d . . . O6 O 0.8306(4) -0.1530(3) 0.10664(19) 0.0718(6) Uani 1 1 d . . . N4 N 0.4021(5) -0.2119(3) 0.1200(2) 0.0660(7) Uani 1 1 d . . . H4 H 0.2458 -0.1838 0.1075 0.079 Uiso 1 1 calc R . . C20 C 0.4368(9) -0.3555(5) 0.1729(4) 0.0892(11) Uani 1 1 d . . . H20A H 0.2689 -0.4026 0.1878 0.134 Uiso 1 1 calc R . . H20B H 0.5176 -0.3510 0.2332 0.134 Uiso 1 1 calc R . . H20C H 0.5470 -0.4082 0.1328 0.134 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 C1 0.046(2) 0.147(4) 0.205(6) -0.123(5) -0.007(3) 0.007(2) C2 0.066(2) 0.067(2) 0.112(3) 0.002(2) 0.012(2) 0.0079(17) C3 0.069(2) 0.082(2) 0.091(3) 0.0018(19) -0.0012(19) 0.0143(19) C4 0.0344(14) 0.0650(18) 0.102(2) -0.0320(17) -0.0013(14) 0.0048(13) O1 0.0283(9) 0.0803(14) 0.1175(18) -0.0506(13) -0.0092(10) 0.0034(9) C5 0.0317(13) 0.0614(16) 0.092(2) -0.0270(15) -0.0126(13) 0.0021(11) O2 0.0315(11) 0.115(2) 0.140(2) -0.0667(18) -0.0159(12) -0.0013(12) N1 0.0321(12) 0.095(2) 0.119(2) -0.0593(18) -0.0183(13) 0.0040(12) C6 0.0406(15) 0.0738(19) 0.086(2) -0.0301(16) -0.0200(14) 0.0037(13) C7 0.122(4) 0.090(3) 0.070(2) -0.0100(19) -0.020(2) -0.011(3) C8 0.063(2) 0.076(2) 0.0599(17) -0.0168(14) -0.0130(14) -0.0037(16) C9 0.0493(16) 0.0591(16) 0.0563(15) -0.0041(12) -0.0087(12) -0.0045(12) O3 0.0464(12) 0.0827(16) 0.0981(17) -0.0218(13) -0.0125(11) -0.0097(10) N2 0.0501(15) 0.0748(18) 0.0891(18) -0.0233(14) -0.0119(13) -0.0024(13) C10 0.093(3) 0.090(3) 0.119(3) -0.046(3) -0.004(3) 0.003(2) C11 0.063(2) 0.080(2) 0.106(3) -0.039(2) 0.0107(19) -0.0103(17) C12 0.051(2) 0.086(3) 0.199(6) 0.050(3) -0.012(3) -0.0098(19) C13 0.073(2) 0.097(3) 0.090(3) -0.034(2) -0.0011(19) -0.016(2) C14 0.0331(14) 0.0593(17) 0.100(2) -0.0109(15) -0.0046(14) -0.0034(12) O4 0.0291(9) 0.0596(12) 0.1227(19) 0.0046(12) -0.0091(11) -0.0008(8) C15 0.0358(14) 0.0557(16) 0.097(2) -0.0090(15) -0.0141(14) 0.0041(12) O5 0.0300(11) 0.0861(17) 0.152(3) 0.0149(16) -0.0156(13) 0.0059(10) N3 0.0288(12) 0.0649(16) 0.130(2) 0.0116(15) -0.0157(13) 0.0040(11) C16 0.0398(15) 0.0639(18) 0.086(2) -0.0047(15) -0.0177(14) 0.0029(13) C17 0.118(4) 0.088(3) 0.084(3) -0.024(2) -0.015(2) 0.017(3) C18 0.066(2) 0.0688(19) 0.0619(18) -0.0094(14) -0.0159(15) 0.0107(15) C19 0.0528(16) 0.0609(16) 0.0515(15) -0.0129(12) -0.0095(12) 0.0083(13) O6 0.0469(12) 0.0761(14) 0.0928(16) -0.0130(12) -0.0127(11) 0.0135(10) N4 0.0503(14) 0.0727(16) 0.0746(16) -0.0078(13) -0.0126(12) 0.0031(12) C20 0.086(3) 0.079(2) 0.096(3) 0.008(2) -0.013(2) -0.009(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 C1 C4 1.516(5) . ? C2 C4 1.516(6) . ? C3 C4 1.515(5) . ? C4 O1 1.480(4) . ? O1 C5 1.346(4) . ? C5 O2 1.218(3) . ? C5 N1 1.338(4) . ? N1 C6 1.462(4) . ? C6 C8 1.520(5) . ? C6 C7 1.540(6) . ? C8 C9 1.522(4) . ? C9 O3 1.237(4) . ? C9 N2 1.330(4) . ? N2 C10 1.451(5) . ? C11 C14 1.519(5) . ? C12 C14 1.523(6) . ? C13 C14 1.513(5) . ? C14 O4 1.479(4) . ? O4 C15 1.344(4) . ? C15 O5 1.217(4) . ? C15 N3 1.336(4) . ? N3 C16 1.461(4) . ? C16 C18 1.517(5) . ? C16 C17 1.525(6) . ? C18 C19 1.519(4) . ? C19 O6 1.233(4) . ? C19 N4 1.328(4) . ? N4 C20 1.445(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 O1 C4 C1 102.8(2) . . ? O1 C4 C2 110.3(3) . . ? C1 C4 C2 110.8(4) . . ? O1 C4 C3 110.3(3) . . ? C1 C4 C3 110.2(4) . . ? C2 C4 C3 111.9(3) . . ? C5 O1 C4 120.9(2) . . ? O2 C5 N1 124.7(3) . . ? O2 C5 O1 125.0(3) . . ? N1 C5 O1 110.3(2) . . ? C5 N1 C6 122.8(2) . . ? N1 C6 C8 109.9(3) . . ? N1 C6 C7 110.2(3) . . ? C8 C6 C7 110.4(3) . . ? C6 C8 C9 112.2(2) . . ? O3 C9 N2 122.7(3) . . ? O3 C9 C8 121.0(3) . . ? N2 C9 C8 116.2(3) . . ? C9 N2 C10 121.4(3) . . ? O4 C14 C13 110.3(3) . . ? O4 C14 C11 110.5(3) . . ? C13 C14 C11 112.2(3) . . ? O4 C14 C12 102.6(2) . . ? C13 C14 C12 110.6(4) . . ? C11 C14 C12 110.3(4) . . ? C15 O4 C14 121.0(2) . . ? O5 C15 N3 123.9(3) . . ? O5 C15 O4 125.2(3) . . ? N3 C15 O4 110.9(2) . . ? C15 N3 C16 123.8(2) . . ? N3 C16 C18 110.2(3) . . ? N3 C16 C17 110.0(3) . . ? C18 C16 C17 111.5(3) . . ? C16 C18 C19 112.0(2) . . ? O6 C19 N4 122.5(3) . . ? O6 C19 C18 120.8(3) . . ? N4 C19 C18 116.8(3) . . ? C19 N4 C20 122.7(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 C1 C4 O1 C5 -176.7(4) . . . . ? C2 C4 O1 C5 -58.4(4) . . . . ? C3 C4 O1 C5 65.8(4) . . . . ? C4 O1 C5 O2 -5.9(5) . . . . ? C4 O1 C5 N1 174.8(3) . . . . ? O2 C5 N1 C6 2.1(6) . . . . ? O1 C5 N1 C6 -178.6(3) . . . . ? C5 N1 C6 C8 -110.6(4) . . . . ? C5 N1 C6 C7 127.5(4) . . . . ? N1 C6 C8 C9 168.5(3) . . . . ? C7 C6 C8 C9 -69.8(4) . . . . ? C6 C8 C9 O3 -57.8(4) . . . . ? C6 C8 C9 N2 122.4(3) . . . . ? O3 C9 N2 C10 -0.9(5) . . . . ? C8 C9 N2 C10 178.9(4) . . . . ? C13 C14 O4 C15 66.2(4) . . . . ? C11 C14 O4 C15 -58.4(4) . . . . ? C12 C14 O4 C15 -175.9(4) . . . . ? C14 O4 C15 O5 -5.9(6) . . . . ? C14 O4 C15 N3 174.4(3) . . . . ? O5 C15 N3 C16 -1.1(6) . . . . ? O4 C15 N3 C16 178.5(3) . . . . ? C15 N3 C16 C18 -110.3(4) . . . . ? C15 N3 C16 C17 126.4(4) . . . . ? N3 C16 C18 C19 168.0(3) . . . . ? C17 C16 C18 C19 -69.5(4) . . . . ? C16 C18 C19 O6 -56.7(4) . . . . ? C16 C18 C19 N4 123.6(3) . . . . ? O6 C19 N4 C20 -1.4(5) . . . . ? C18 C19 N4 C20 178.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 27.15 _diffrn_measured_fraction_theta_full 0.916 _refine_diff_density_max 0.173 _refine_diff_density_min -0.138 _refine_diff_density_rms 0.035 # Attachment 'compound2.cif' data_bv _database_code_depnum_ccdc_archive 'CCDC 289147' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaVal-NHMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H24 N2 O3' _chemical_formula_weight 244.33 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.730(2) _cell_length_b 9.741(3) _cell_length_c 17.509(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1489.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.090 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10641 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _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 2.33 _diffrn_reflns_theta_max 25.01 _reflns_number_total 1529 _reflns_number_gt 1433 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.0889P)^2^+0.1365P] 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 constr _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 10(10) _refine_ls_number_reflns 1529 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1355 _refine_ls_wR_factor_gt 0.1326 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.004 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 C0T1 C -0.1547(4) 0.7199(4) -0.08980(15) 0.0780(9) Uani 1 1 d . . . H0T1 H -0.0637 0.6649 -0.0866 0.117 Uiso 1 1 calc R . . H0T2 H -0.1674 0.7521 -0.1412 0.117 Uiso 1 1 calc R . . H0T3 H -0.2418 0.6656 -0.0755 0.117 Uiso 1 1 calc R . . C0T2 C -0.2822(3) 0.9303(3) -0.03972(19) 0.0724(8) Uani 1 1 d . . . H0T4 H -0.3711 0.8751 -0.0297 0.109 Uiso 1 1 calc R . . H0T5 H -0.2908 0.9706 -0.0896 0.109 Uiso 1 1 calc R . . H0T6 H -0.2748 1.0016 -0.0020 0.109 Uiso 1 1 calc R . . C0T3 C 0.0044(3) 0.9222(3) -0.05217(18) 0.0761(9) Uani 1 1 d . . . H0T7 H 0.0914 0.8622 -0.0488 0.114 Uiso 1 1 calc R . . H0T8 H 0.0143 0.9945 -0.0152 0.114 Uiso 1 1 calc R . . H0T9 H -0.0007 0.9611 -0.1025 0.114 Uiso 1 1 calc R . . C0T4 C -0.1406(3) 0.8415(3) -0.03642(13) 0.0563(6) Uani 1 1 d . . . O O -0.1295(2) 0.77344(14) 0.03864(9) 0.0504(4) Uani 1 1 d . . . C0' C -0.1181(3) 0.8460(2) 0.10349(13) 0.0512(6) Uani 1 1 d . . . O0 O -0.1134(3) 0.97032(16) 0.10737(11) 0.0807(7) Uani 1 1 d . . . N1 N -0.1137(3) 0.76262(18) 0.16366(10) 0.0588(6) Uani 1 1 d . . . H1 H -0.1198 0.6755 0.1563 0.071 Uiso 1 1 calc R . . C1A C -0.0989(3) 0.8134(2) 0.24183(12) 0.0518(6) Uani 1 1 d . . . H1A H -0.0935 0.9137 0.2387 0.062 Uiso 1 1 calc R . . C1B C -0.2396(4) 0.7788(3) 0.29024(17) 0.0729(9) Uani 1 1 d . . . H1B H -0.2185 0.8139 0.3416 0.087 Uiso 1 1 calc R . . C1G1 C -0.2668(5) 0.6251(4) 0.2990(2) 0.1072(14) Uani 1 1 d . . . H1G1 H -0.1756 0.5822 0.3182 0.161 Uiso 1 1 calc R . . H1G2 H -0.2924 0.5863 0.2503 0.161 Uiso 1 1 calc R . . H1G3 H -0.3496 0.6099 0.3341 0.161 Uiso 1 1 calc R . . C1G2 C -0.3778(5) 0.8569(6) 0.2614(2) 0.1283(19) Uani 1 1 d . . . H1G4 H -0.4654 0.8345 0.2922 0.192 Uiso 1 1 calc R . . H1G5 H -0.3975 0.8321 0.2093 0.192 Uiso 1 1 calc R . . H1G6 H -0.3582 0.9538 0.2645 0.192 Uiso 1 1 calc R . . CB' C 0.0515(4) 0.7650(3) 0.27706(14) 0.0580(7) Uani 1 1 d . . . HB'1 H 0.0454 0.6673 0.2874 0.070 Uiso 1 1 calc R . . HB'2 H 0.1342 0.7798 0.2410 0.070 Uiso 1 1 calc R . . C1' C 0.0863(3) 0.8404(2) 0.35015(13) 0.0496(6) Uani 1 1 d . . . O1 O 0.0857(3) 0.96523(16) 0.35228(11) 0.0695(6) Uani 1 1 d . . . N2 N 0.1141(3) 0.76469(19) 0.41127(12) 0.0654(7) Uani 1 1 d . . . H2 H 0.1121 0.6768 0.4067 0.079 Uiso 1 1 calc R . . C2 C 0.1479(5) 0.8226(3) 0.48544(18) 0.0821(10) Uani 1 1 d . . . H2A H 0.1655 0.7499 0.5214 0.123 Uiso 1 1 calc R . . H2B H 0.0628 0.8773 0.5022 0.123 Uiso 1 1 calc R . . H2C H 0.2377 0.8791 0.4820 0.123 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 C0T1 0.094(2) 0.102(2) 0.0380(14) 0.0017(14) -0.0042(14) 0.0003(19) C0T2 0.0642(15) 0.0786(19) 0.0744(18) 0.0262(16) -0.0111(14) 0.0008(14) C0T3 0.0692(17) 0.090(2) 0.0690(18) 0.0308(16) -0.0026(14) -0.0065(16) C0T4 0.0642(14) 0.0627(14) 0.0421(12) 0.0166(11) -0.0063(11) -0.0032(12) O 0.0750(10) 0.0407(8) 0.0357(8) 0.0049(6) -0.0030(7) 0.0020(8) C0' 0.0731(15) 0.0349(11) 0.0458(12) 0.0013(9) -0.0045(12) 0.0028(11) O0 0.148(2) 0.0320(9) 0.0618(11) 0.0060(7) -0.0201(14) -0.0006(11) N1 0.1113(18) 0.0291(8) 0.0359(10) -0.0006(7) -0.0009(11) 0.0052(11) C1A 0.0891(17) 0.0289(10) 0.0374(11) -0.0050(8) -0.0027(12) 0.0058(11) C1B 0.0808(19) 0.086(2) 0.0520(15) -0.0287(15) 0.0012(13) 0.0045(16) C1G1 0.140(3) 0.100(3) 0.082(2) -0.023(2) 0.044(2) -0.044(3) C1G2 0.100(3) 0.191(5) 0.094(3) -0.056(3) -0.019(2) 0.046(3) CB' 0.0859(17) 0.0421(12) 0.0460(13) -0.0022(10) 0.0060(12) 0.0100(12) C1' 0.0656(14) 0.0333(11) 0.0500(12) -0.0011(9) 0.0040(11) 0.0015(10) O1 0.1096(16) 0.0326(9) 0.0663(11) -0.0012(7) -0.0024(11) -0.0040(9) N2 0.1049(19) 0.0360(9) 0.0554(12) -0.0015(8) -0.0202(13) -0.0010(12) C2 0.121(3) 0.0603(16) 0.0651(17) -0.0076(13) -0.0325(19) -0.0036(19) _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 C0T1 C0T4 1.514(4) . ? C0T2 C0T4 1.510(4) . ? C0T3 C0T4 1.516(4) . ? C0T4 O 1.475(3) . ? O C0' 1.341(3) . ? C0' O0 1.214(3) . ? C0' N1 1.331(3) . ? N1 C1A 1.461(3) . ? C1A CB' 1.526(4) . ? C1A C1B 1.530(4) . ? C1B C1G2 1.513(5) . ? C1B C1G1 1.524(5) . ? CB' C1' 1.507(3) . ? C1' O1 1.216(3) . ? C1' N2 1.322(3) . ? N2 C2 1.446(3) . ? 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 O C0T4 C0T2 110.2(2) . . ? O C0T4 C0T1 101.8(2) . . ? C0T2 C0T4 C0T1 111.0(2) . . ? O C0T4 C0T3 109.9(2) . . ? C0T2 C0T4 C0T3 112.3(2) . . ? C0T1 C0T4 C0T3 111.2(2) . . ? C0' O C0T4 121.51(17) . . ? O0 C0' N1 124.3(2) . . ? O0 C0' O 125.1(2) . . ? N1 C0' O 110.55(17) . . ? C0' N1 C1A 122.51(18) . . ? N1 C1A CB' 110.5(2) . . ? N1 C1A C1B 111.9(2) . . ? CB' C1A C1B 113.5(2) . . ? C1G2 C1B C1G1 113.8(4) . . ? C1G2 C1B C1A 110.1(3) . . ? C1G1 C1B C1A 113.4(3) . . ? C1' CB' C1A 111.4(2) . . ? O1 C1' N2 122.3(2) . . ? O1 C1' CB' 120.9(2) . . ? N2 C1' CB' 116.87(19) . . ? C1' N2 C2 123.1(2) . . ? 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 C0T2 C0T4 O C0' -60.9(3) . . . . ? C0T1 C0T4 O C0' -178.7(2) . . . . ? C0T3 C0T4 O C0' 63.4(3) . . . . ? C0T4 O C0' O0 -1.2(4) . . . . ? C0T4 O C0' N1 178.3(2) . . . . ? O0 C0' N1 C1A -1.5(5) . . . . ? O C0' N1 C1A 179.0(3) . . . . ? C0' N1 C1A CB' -115.9(3) . . . . ? C0' N1 C1A C1B 116.5(3) . . . . ? N1 C1A C1B C1G2 -67.0(3) . . . . ? CB' C1A C1B C1G2 167.1(3) . . . . ? N1 C1A C1B C1G1 61.9(4) . . . . ? CB' C1A C1B C1G1 -64.0(3) . . . . ? N1 C1A CB' C1' 167.3(2) . . . . ? C1B C1A CB' C1' -66.0(3) . . . . ? C1A CB' C1' O1 -52.4(4) . . . . ? C1A CB' C1' N2 126.4(3) . . . . ? O1 C1' N2 C2 -0.7(5) . . . . ? CB' C1' N2 C2 -179.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.176 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.054 # Attachment 'compound3.cif' data_bphe _database_code_depnum_ccdc_archive 'CCDC 289148' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaPhe-NHMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 N2 O3' _chemical_formula_weight 292.37 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 20.536(12) _cell_length_b 5.165(3) _cell_length_c 16.872(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.824(9) _cell_angle_gamma 90.00 _cell_volume 1683.4(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3565 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0446 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 25.53 _reflns_number_total 1561 _reflns_number_gt 1182 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.0975P)^2^+0.6662P] 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 constr _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 -10(10) _refine_ls_number_reflns 1561 _refine_ls_number_parameters 190 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1210 _refine_ls_R_factor_gt 0.0909 _refine_ls_wR_factor_ref 0.2061 _refine_ls_wR_factor_gt 0.1912 _refine_ls_goodness_of_fit_ref 1.184 _refine_ls_restrained_S_all 1.183 _refine_ls_shift/su_max 0.063 _refine_ls_shift/su_mean 0.018 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 C0T1 C 0.3001(4) 0.8166(17) 0.1094(4) 0.082(2) Uani 1 1 d . . . H0T1 H 0.2879 0.9286 0.1476 0.122 Uiso 1 1 calc R . . H0T2 H 0.2626 0.6996 0.0835 0.122 Uiso 1 1 calc R . . H0T3 H 0.3092 0.9186 0.0667 0.122 Uiso 1 1 calc R . . C0T2 C 0.3840(5) 0.4901(16) 0.0979(5) 0.093(3) Uani 1 1 d . . . H0T4 H 0.4251 0.3969 0.1293 0.139 Uiso 1 1 calc R . . H0T5 H 0.3929 0.5917 0.0550 0.139 Uiso 1 1 calc R . . H0T6 H 0.3473 0.3697 0.0721 0.139 Uiso 1 1 calc R . . C0T3 C 0.4224(4) 0.8374(16) 0.2055(5) 0.085(2) Uani 1 1 d . . . H0T7 H 0.4619 0.7320 0.2342 0.127 Uiso 1 1 calc R . . H0T8 H 0.4095 0.9365 0.2459 0.127 Uiso 1 1 calc R . . H0T9 H 0.4339 0.9527 0.1675 0.127 Uiso 1 1 calc R . . C0T4 C 0.3630(3) 0.6666(13) 0.1565(4) 0.0576(17) Uani 1 1 d . . . O O 0.3478(2) 0.4836(7) 0.2146(3) 0.0565(12) Uani 1 1 d . . . C0' C 0.3223(3) 0.5655(12) 0.2746(4) 0.0458(15) Uani 1 1 d . . . O0 O 0.3124(2) 0.7884(8) 0.2874(3) 0.0643(13) Uani 1 1 d . . . N1 N 0.3125(3) 0.3600(9) 0.3173(3) 0.0493(13) Uani 1 1 d . . . H1 H 0.3310 0.2145 0.3120 0.059 Uiso 1 1 calc R . . C1A C 0.2713(3) 0.3753(13) 0.3726(4) 0.0549(16) Uani 1 1 d . . . H1A H 0.2667 0.5585 0.3849 0.066 Uiso 1 1 calc R . . C1' C 0.3742(5) 0.368(3) 0.5071(5) 0.089(3) Uani 1 1 d . . . O1 O 0.3789(4) 0.6015(18) 0.5144(4) 0.107(2) Uani 1 1 d . . . C1B C 0.1993(4) 0.2674(15) 0.3296(4) 0.072(2) Uani 1 1 d . . . H1B1 H 0.2035 0.0878 0.3151 0.086 Uiso 1 1 calc R . . H1B2 H 0.1745 0.2707 0.3693 0.086 Uiso 1 1 calc R . . C1G C 0.1579(3) 0.4069(15) 0.2525(5) 0.064(2) Uani 1 1 d . . . C1D1 C 0.1188(4) 0.6206(19) 0.2572(6) 0.077(2) Uani 1 1 d . . . H1D1 H 0.1189 0.6716 0.3101 0.093 Uiso 1 1 calc R . . C1E1 C 0.0808(5) 0.758(2) 0.1905(8) 0.111(3) Uani 1 1 d . . . H1E1 H 0.0549 0.8989 0.1974 0.134 Uiso 1 1 calc R . . C1Z C 0.0803(6) 0.692(4) 0.1135(8) 0.126(4) Uani 1 1 d . . . H1Z H 0.0537 0.7881 0.0672 0.152 Uiso 1 1 calc R . . C1E2 C 0.1170(7) 0.492(3) 0.1015(6) 0.123(4) Uani 1 1 d . . . H1E2 H 0.1168 0.4498 0.0478 0.147 Uiso 1 1 calc R . . C1D2 C 0.1574(5) 0.343(2) 0.1744(6) 0.100(3) Uani 1 1 d . . . H1D2 H 0.1832 0.2022 0.1675 0.120 Uiso 1 1 calc R . . CB' C 0.3076(4) 0.2391(16) 0.4551(4) 0.074(2) Uani 1 1 d . . . HB'1 H 0.3174 0.0622 0.4434 0.089 Uiso 1 1 calc R . . HB'2 H 0.2767 0.2328 0.4876 0.089 Uiso 1 1 calc R . . N2 N 0.4232(4) 0.192(2) 0.5451(4) 0.120(3) Uani 1 1 d . . . H2 H 0.4144 0.0297 0.5354 0.144 Uiso 1 1 calc R . . C2 C 0.4899(6) 0.271(4) 0.6015(6) 0.178(8) Uani 1 1 d . . . H2A H 0.5177 0.1207 0.6232 0.266 Uiso 1 1 calc R . . H2B H 0.4842 0.3678 0.6474 0.266 Uiso 1 1 calc R . . H2C H 0.5122 0.3774 0.5718 0.266 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 C0T1 0.091(5) 0.074(5) 0.076(5) 0.017(4) 0.023(4) 0.004(5) C0T2 0.145(8) 0.061(5) 0.111(6) 0.015(5) 0.095(6) 0.012(5) C0T3 0.075(5) 0.060(5) 0.123(6) 0.013(5) 0.039(5) -0.004(5) C0T4 0.077(4) 0.036(3) 0.070(4) 0.004(4) 0.039(4) 0.001(4) O 0.078(3) 0.037(2) 0.070(3) 0.004(2) 0.045(2) 0.000(2) C0' 0.047(3) 0.039(4) 0.056(4) 0.001(3) 0.023(3) 0.007(3) O0 0.094(3) 0.031(3) 0.084(3) -0.003(2) 0.051(3) 0.007(2) N1 0.067(3) 0.027(3) 0.068(3) 0.005(2) 0.041(3) 0.014(2) C1A 0.069(4) 0.038(3) 0.070(4) -0.004(3) 0.039(3) 0.005(3) C1' 0.069(6) 0.162(10) 0.045(4) 0.040(6) 0.033(4) 0.041(7) O1 0.102(5) 0.117(6) 0.092(5) -0.002(4) 0.021(4) -0.017(5) C1B 0.072(5) 0.068(5) 0.091(5) 0.000(4) 0.049(4) -0.005(4) C1G 0.048(4) 0.076(5) 0.073(5) -0.013(4) 0.027(4) -0.021(4) C1D1 0.048(4) 0.094(7) 0.089(5) -0.006(5) 0.023(4) -0.005(4) C1E1 0.077(6) 0.122(9) 0.124(8) 0.004(8) 0.020(6) -0.005(6) C1Z 0.082(7) 0.180(14) 0.107(9) 0.009(10) 0.020(6) -0.018(9) C1E2 0.131(10) 0.170(13) 0.069(6) -0.017(8) 0.036(7) -0.039(10) C1D2 0.100(6) 0.114(8) 0.098(6) -0.027(7) 0.051(5) -0.013(7) CB' 0.089(6) 0.077(6) 0.072(4) 0.026(4) 0.047(4) 0.034(4) N2 0.105(6) 0.196(10) 0.066(4) 0.043(6) 0.037(4) 0.053(7) C2 0.089(7) 0.34(2) 0.091(6) 0.033(12) 0.015(6) 0.018(12) _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 C0T1 C0T4 1.484(10) . ? C0T2 C0T4 1.512(9) . ? C0T3 C0T4 1.506(10) . ? C0T4 O 1.469(7) . ? O C0' 1.356(7) . ? C0' O0 1.201(7) . ? C0' N1 1.336(8) . ? N1 C1A 1.459(7) . ? C1A CB' 1.511(9) . ? C1A C1B 1.515(9) . ? C1' O1 1.214(14) . ? C1' N2 1.346(13) . ? C1' CB' 1.505(14) . ? C1B C1G 1.478(10) . ? C1G C1D2 1.355(10) . ? C1G C1D1 1.383(11) . ? C1D1 C1E1 1.337(12) . ? C1E1 C1Z 1.340(15) . ? C1Z C1E2 1.333(18) . ? C1E2 C1D2 1.450(16) . ? N2 C2 1.438(15) . ? 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 O C0T4 C0T1 110.5(5) . . ? O C0T4 C0T2 102.7(5) . . ? C0T1 C0T4 C0T2 110.7(6) . . ? O C0T4 C0T3 109.1(5) . . ? C0T1 C0T4 C0T3 112.6(6) . . ? C0T2 C0T4 C0T3 110.8(6) . . ? C0' O C0T4 121.4(5) . . ? O0 C0' N1 126.8(5) . . ? O0 C0' O 124.4(6) . . ? N1 C0' O 108.8(5) . . ? C0' N1 C1A 121.9(5) . . ? N1 C1A CB' 110.6(5) . . ? N1 C1A C1B 110.9(5) . . ? CB' C1A C1B 111.5(6) . . ? O1 C1' N2 127.0(12) . . ? O1 C1' CB' 121.6(9) . . ? N2 C1' CB' 111.3(12) . . ? C1G C1B C1A 114.8(6) . . ? C1D2 C1G C1D1 116.0(8) . . ? C1D2 C1G C1B 123.3(8) . . ? C1D1 C1G C1B 120.7(7) . . ? C1E1 C1D1 C1G 124.1(9) . . ? C1D1 C1E1 C1Z 119.4(12) . . ? C1E2 C1Z C1E1 121.8(13) . . ? C1Z C1E2 C1D2 118.2(10) . . ? C1G C1D2 C1E2 120.6(10) . . ? C1A CB' C1' 113.4(7) . . ? C1' N2 C2 120.9(14) . . ? 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 C0T1 C0T4 O C0' -57.4(7) . . . . ? C0T2 C0T4 O C0' -175.5(6) . . . . ? C0T3 C0T4 O C0' 66.9(7) . . . . ? C0T4 O C0' O0 -2.6(9) . . . . ? C0T4 O C0' N1 179.1(5) . . . . ? O0 C0' N1 C1A 16.1(10) . . . . ? O C0' N1 C1A -165.8(5) . . . . ? C0' N1 C1A CB' -135.1(6) . . . . ? C0' N1 C1A C1B 100.7(7) . . . . ? N1 C1A C1B C1G -61.8(8) . . . . ? CB' C1A C1B C1G 174.5(6) . . . . ? C1A C1B C1G C1D2 90.8(9) . . . . ? C1A C1B C1G C1D1 -86.7(7) . . . . ? C1D2 C1G C1D1 C1E1 1.4(11) . . . . ? C1B C1G C1D1 C1E1 179.1(8) . . . . ? C1G C1D1 C1E1 C1Z -1.0(15) . . . . ? C1D1 C1E1 C1Z C1E2 -0.2(18) . . . . ? C1E1 C1Z C1E2 C1D2 0.9(19) . . . . ? C1D1 C1G C1D2 C1E2 -0.7(12) . . . . ? C1B C1G C1D2 C1E2 -178.3(8) . . . . ? C1Z C1E2 C1D2 C1G -0.4(16) . . . . ? N1 C1A CB' C1' 65.8(8) . . . . ? C1B C1A CB' C1' -170.3(6) . . . . ? O1 C1' CB' C1A 42.0(10) . . . . ? N2 C1' CB' C1A -141.0(6) . . . . ? O1 C1' N2 C2 0.1(13) . . . . ? CB' C1' N2 C2 -176.7(7) . . . . ? _diffrn_measured_fraction_theta_max 0.885 _diffrn_reflns_theta_full 25.53 _diffrn_measured_fraction_theta_full 0.885 _refine_diff_density_max 0.391 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.046 # Attachment 'compound4.cif' data_bvbv _database_code_depnum_ccdc_archive 'CCDC 289149' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaVal-betaVal-OMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H34 N2 O5' _chemical_formula_weight 358.47 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.3852(17) _cell_length_b 11.899(2) _cell_length_c 19.199(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2144.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.110 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16116 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 26.74 _reflns_number_total 2362 _reflns_number_gt 2271 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.0775P)^2^+0.3465P] 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 constr _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 -10(10) _refine_ls_number_reflns 2362 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1574 _refine_ls_wR_factor_gt 0.1559 _refine_ls_goodness_of_fit_ref 1.307 _refine_ls_restrained_S_all 1.307 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.006 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 C0T1 C 0.3583(5) 0.2989(4) 0.2768(2) 0.0735(12) Uani 1 1 d . . . H0T1 H 0.3489 0.3716 0.2556 0.110 Uiso 1 1 calc R . . H0T2 H 0.3913 0.3075 0.3238 0.110 Uiso 1 1 calc R . . H0T3 H 0.2675 0.2618 0.2769 0.110 Uiso 1 1 calc R . . C0T2 C 0.6014(5) 0.2933(6) 0.2262(3) 0.120(3) Uani 1 1 d . . . H0T4 H 0.6671 0.2486 0.1997 0.180 Uiso 1 1 calc R . . H0T5 H 0.6421 0.3100 0.2709 0.180 Uiso 1 1 calc R . . H0T6 H 0.5824 0.3621 0.2018 0.180 Uiso 1 1 calc R . . C0T3 C 0.4817(8) 0.1147(5) 0.2684(2) 0.118(3) Uani 1 1 d . . . H0T7 H 0.5483 0.0714 0.2416 0.177 Uiso 1 1 calc R . . H0T8 H 0.3913 0.0770 0.2691 0.177 Uiso 1 1 calc R . . H0T9 H 0.5165 0.1227 0.3152 0.177 Uiso 1 1 calc R . . C0T4 C 0.4644(4) 0.2293(3) 0.23597(16) 0.0546(9) Uani 1 1 d . . . O O 0.3930(2) 0.21546(19) 0.16909(10) 0.0482(6) Uani 1 1 d . . . C0' C 0.4521(3) 0.1549(2) 0.11715(14) 0.0380(6) Uani 1 1 d . . . O0 O 0.5717(2) 0.1157(2) 0.11874(11) 0.0489(6) Uani 1 1 d . . . N1 N 0.3600(2) 0.1442(2) 0.06498(12) 0.0397(6) Uani 1 1 d . . . H1 H 0.2770 0.1739 0.0695 0.048 Uiso 1 1 calc R . . C1A C 0.3922(3) 0.0845(2) 0.00031(14) 0.0369(6) Uani 1 1 d . . . H1A H 0.4953 0.0723 -0.0019 0.044 Uiso 1 1 calc R . . C1B C 0.3177(4) -0.0315(3) -0.00086(18) 0.0506(8) Uani 1 1 d . . . H1B H 0.2151 -0.0192 0.0048 0.061 Uiso 1 1 calc R . . C1G1 C 0.3680(6) -0.1038(3) 0.0591(2) 0.0827(14) Uani 1 1 d . . . H1G1 H 0.3534 -0.0645 0.1022 0.124 Uiso 1 1 calc R . . H1G2 H 0.4675 -0.1200 0.0535 0.124 Uiso 1 1 calc R . . H1G3 H 0.3150 -0.1728 0.0597 0.124 Uiso 1 1 calc R . . C1G2 C 0.3409(6) -0.0938(3) -0.0691(2) 0.0821(14) Uani 1 1 d . . . H1G4 H 0.3073 -0.0484 -0.1071 0.123 Uiso 1 1 calc R . . H1G5 H 0.2893 -0.1634 -0.0682 0.123 Uiso 1 1 calc R . . H1G6 H 0.4406 -0.1087 -0.0751 0.123 Uiso 1 1 calc R . . C1B' C 0.3497(3) 0.1596(3) -0.06024(15) 0.0426(7) Uani 1 1 d . . . H1B1 H 0.3583 0.1175 -0.1033 0.051 Uiso 1 1 calc R . . H1B2 H 0.2506 0.1811 -0.0549 0.051 Uiso 1 1 calc R . . C1' C 0.4396(3) 0.2645(2) -0.06535(15) 0.0401(6) Uani 1 1 d . . . O1 O 0.5682(2) 0.26188(19) -0.05572(14) 0.0564(6) Uani 1 1 d . . . N2 N 0.3695(3) 0.3584(2) -0.08348(13) 0.0433(6) Uani 1 1 d . . . H2 H 0.2783 0.3548 -0.0870 0.052 Uiso 1 1 calc R . . C2A C 0.4373(3) 0.4651(3) -0.09755(17) 0.0466(7) Uani 1 1 d . . . H2A H 0.5354 0.4608 -0.0803 0.056 Uiso 1 1 calc R . . C2B C 0.4435(4) 0.4898(3) -0.17615(19) 0.0597(9) Uani 1 1 d . . . H2B H 0.3453 0.4973 -0.1928 0.072 Uiso 1 1 calc R . . C2G1 C 0.5202(6) 0.6002(4) -0.1913(3) 0.0980(16) Uani 1 1 d . . . H2G1 H 0.5208 0.6136 -0.2406 0.147 Uiso 1 1 calc R . . H2G2 H 0.6165 0.5958 -0.1746 0.147 Uiso 1 1 calc R . . H2G3 H 0.4717 0.6607 -0.1682 0.147 Uiso 1 1 calc R . . C2G2 C 0.5113(6) 0.3933(5) -0.2153(2) 0.0878(15) Uani 1 1 d . . . H2G4 H 0.5131 0.4104 -0.2642 0.132 Uiso 1 1 calc R . . H2G5 H 0.4570 0.3261 -0.2078 0.132 Uiso 1 1 calc R . . H2G6 H 0.6069 0.3823 -0.1989 0.132 Uiso 1 1 calc R . . C2B' C 0.3604(5) 0.5563(3) -0.0561(2) 0.0710(11) Uani 1 1 d . . . H2B1 H 0.4063 0.6281 -0.0643 0.085 Uiso 1 1 calc R . . H2B2 H 0.2626 0.5619 -0.0720 0.085 Uiso 1 1 calc R . . C2' C 0.3622(4) 0.5306(4) 0.0201(2) 0.0755(13) Uani 1 1 d . . . O2 O 0.4645(4) 0.5224(8) 0.0541(2) 0.181(3) Uani 1 1 d . . . O0M O 0.2362(3) 0.5146(3) 0.04657(16) 0.0813(9) Uani 1 1 d . . . C0M C 0.2285(6) 0.4779(6) 0.1181(2) 0.0947(15) Uani 1 1 d . . . H0M1 H 0.1305 0.4698 0.1315 0.142 Uiso 1 1 calc R . . H0M2 H 0.2737 0.5326 0.1475 0.142 Uiso 1 1 calc R . . H0M3 H 0.2763 0.4070 0.1229 0.142 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 C0T1 0.069(3) 0.099(3) 0.053(2) -0.027(2) 0.0029(19) 0.012(2) C0T2 0.059(3) 0.172(6) 0.128(5) -0.094(5) 0.011(3) -0.026(3) C0T3 0.174(6) 0.125(4) 0.054(2) 0.024(3) 0.014(3) 0.080(5) C0T4 0.052(2) 0.073(2) 0.0390(15) -0.0138(15) -0.0063(14) 0.0125(17) O 0.0425(12) 0.0614(13) 0.0408(10) -0.0096(10) -0.0040(9) 0.0135(11) C0' 0.0350(14) 0.0426(14) 0.0363(13) 0.0019(12) 0.0036(12) 0.0028(12) O0 0.0321(11) 0.0673(14) 0.0473(11) -0.0089(10) -0.0025(9) 0.0119(10) N1 0.0293(11) 0.0488(13) 0.0411(12) -0.0055(11) 0.0000(10) 0.0076(10) C1A 0.0302(13) 0.0410(14) 0.0396(13) -0.0036(12) 0.0027(12) 0.0022(11) C1B 0.0439(16) 0.0474(17) 0.0604(19) -0.0001(16) 0.0014(15) -0.0037(14) C1G1 0.111(4) 0.055(2) 0.082(3) 0.021(2) -0.005(3) -0.020(2) C1G2 0.113(4) 0.049(2) 0.084(3) -0.019(2) 0.003(3) -0.012(2) C1B' 0.0359(15) 0.0519(16) 0.0401(15) -0.0010(13) -0.0051(13) 0.0010(13) C1' 0.0346(14) 0.0487(15) 0.0369(14) 0.0013(12) -0.0004(12) -0.0008(13) O1 0.0290(11) 0.0573(13) 0.0829(16) 0.0163(12) -0.0053(11) -0.0007(10) N2 0.0295(11) 0.0484(14) 0.0522(14) 0.0025(11) -0.0048(11) -0.0009(11) C2A 0.0354(14) 0.0434(16) 0.0609(18) 0.0033(13) -0.0051(14) 0.0003(14) C2B 0.0489(19) 0.064(2) 0.066(2) 0.0206(17) -0.0047(17) 0.0064(18) C2G1 0.091(4) 0.099(4) 0.104(3) 0.040(3) 0.006(3) -0.013(3) C2G2 0.103(4) 0.107(3) 0.054(2) 0.013(2) 0.011(2) 0.025(3) C2B' 0.068(3) 0.052(2) 0.093(3) -0.006(2) 0.007(2) 0.0017(19) C2' 0.046(2) 0.101(3) 0.079(3) -0.042(2) -0.002(2) -0.006(2) O2 0.059(2) 0.401(10) 0.082(2) -0.062(4) -0.0020(18) -0.020(4) O0M 0.0551(16) 0.106(2) 0.0826(19) 0.0044(18) -0.0079(14) -0.0123(16) C0M 0.078(3) 0.132(4) 0.075(3) -0.005(3) -0.009(2) -0.014(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 C0T1 C0T4 1.514(5) . ? C0T2 C0T4 1.506(6) . ? C0T3 C0T4 1.508(6) . ? C0T4 O 1.458(4) . ? O C0' 1.349(3) . ? C0' O0 1.216(4) . ? C0' N1 1.329(4) . ? N1 C1A 1.462(3) . ? C1A C1B' 1.520(4) . ? C1A C1B 1.548(4) . ? C1B C1G1 1.512(5) . ? C1B C1G2 1.521(5) . ? C1B' C1' 1.510(4) . ? C1' O1 1.221(4) . ? C1' N2 1.342(4) . ? N2 C2A 1.446(4) . ? C2A C2B' 1.527(5) . ? C2A C2B 1.539(5) . ? C2B C2G2 1.513(6) . ? C2B C2G1 1.526(6) . ? C2B' C2' 1.496(7) . ? C2' O2 1.165(6) . ? C2' O0M 1.301(5) . ? O0M C0M 1.443(6) . ? 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 O C0T4 C0T2 109.9(3) . . ? O C0T4 C0T3 108.1(3) . . ? C0T2 C0T4 C0T3 114.7(5) . . ? O C0T4 C0T1 102.4(3) . . ? C0T2 C0T4 C0T1 110.4(3) . . ? C0T3 C0T4 C0T1 110.6(4) . . ? C0' O C0T4 121.5(2) . . ? O0 C0' N1 125.6(3) . . ? O0 C0' O 124.5(3) . . ? N1 C0' O 109.9(2) . . ? C0' N1 C1A 123.5(2) . . ? N1 C1A C1B' 108.0(2) . . ? N1 C1A C1B 110.6(2) . . ? C1B' C1A C1B 113.3(2) . . ? C1G1 C1B C1G2 109.5(3) . . ? C1G1 C1B C1A 110.8(3) . . ? C1G2 C1B C1A 112.5(3) . . ? C1' C1B' C1A 112.9(2) . . ? O1 C1' N2 123.0(3) . . ? O1 C1' C1B' 121.4(3) . . ? N2 C1' C1B' 115.5(2) . . ? C1' N2 C2A 124.3(2) . . ? N2 C2A C2B' 108.6(3) . . ? N2 C2A C2B 111.6(3) . . ? C2B' C2A C2B 113.1(3) . . ? C2G2 C2B C2G1 111.1(4) . . ? C2G2 C2B C2A 111.0(3) . . ? C2G1 C2B C2A 111.7(3) . . ? C2' C2B' C2A 111.1(3) . . ? O2 C2' O0M 121.2(5) . . ? O2 C2' C2B' 125.0(4) . . ? O0M C2' C2B' 113.7(4) . . ? C2' O0M C0M 117.4(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 C0T2 C0T4 O C0' 64.1(4) . . . . ? C0T3 C0T4 O C0' -61.7(4) . . . . ? C0T1 C0T4 O C0' -178.5(3) . . . . ? C0T4 O C0' O0 -6.5(5) . . . . ? C0T4 O C0' N1 172.9(3) . . . . ? O0 C0' N1 C1A -1.5(5) . . . . ? O C0' N1 C1A 179.1(2) . . . . ? C0' N1 C1A C1B' -130.9(3) . . . . ? C0' N1 C1A C1B 104.5(3) . . . . ? N1 C1A C1B C1G1 -60.5(4) . . . . ? C1B' C1A C1B C1G1 178.0(3) . . . . ? N1 C1A C1B C1G2 176.5(3) . . . . ? C1B' C1A C1B C1G2 55.0(4) . . . . ? N1 C1A C1B' C1' 66.3(3) . . . . ? C1B C1A C1B' C1' -170.7(2) . . . . ? C1A C1B' C1' O1 41.0(4) . . . . ? C1A C1B' C1' N2 -141.3(3) . . . . ? O1 C1' N2 C2A 3.6(5) . . . . ? C1B' C1' N2 C2A -174.0(3) . . . . ? C1' N2 C2A C2B' -130.5(3) . . . . ? C1' N2 C2A C2B 104.1(3) . . . . ? N2 C2A C2B C2G2 -53.2(4) . . . . ? C2B' C2A C2B C2G2 -176.0(4) . . . . ? N2 C2A C2B C2G1 -177.7(3) . . . . ? C2B' C2A C2B C2G1 59.4(4) . . . . ? N2 C2A C2B' C2' 57.7(4) . . . . ? C2B C2A C2B' C2' -177.8(3) . . . . ? C2A C2B' C2' O2 61.5(8) . . . . ? C2A C2B' C2' O0M -116.7(4) . . . . ? O2 C2' O0M C0M -4.6(8) . . . . ? C2B' C2' O0M C0M 173.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.912 _refine_diff_density_max 0.263 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.040 # Attachment 'compound5.cif' data_lvdv _database_code_depnum_ccdc_archive 'CCDC 289150' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaVal-betaDVal-OMe _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H34 N2 O5' _chemical_formula_weight 358.47 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.170(4) _cell_length_b 10.860(8) _cell_length_c 37.30(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2094(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13067 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.09 _diffrn_reflns_theta_max 23.25 _reflns_number_total 1807 _reflns_number_gt 1393 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.0840P)^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 constr _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 10(10) _refine_ls_number_reflns 1807 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1091 _refine_ls_R_factor_gt 0.0787 _refine_ls_wR_factor_ref 0.1809 _refine_ls_wR_factor_gt 0.1588 _refine_ls_goodness_of_fit_ref 1.273 _refine_ls_restrained_S_all 1.273 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.003 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 C0T1 C 0.7389(17) 0.5034(9) 0.2177(2) 0.096(3) Uani 1 1 d . . . H0T1 H 0.6305 0.5749 0.2195 0.144 Uiso 1 1 calc R . . H0T2 H 0.8433 0.5093 0.1964 0.144 Uiso 1 1 calc R . . H0T3 H 0.8488 0.4984 0.2383 0.144 Uiso 1 1 calc R . . C0T2 C 0.7266(17) 0.2726(8) 0.2124(2) 0.098(3) Uani 1 1 d . . . H0T4 H 0.6104 0.2037 0.2114 0.147 Uiso 1 1 calc R . . H0T5 H 0.8378 0.2642 0.2329 0.147 Uiso 1 1 calc R . . H0T6 H 0.8294 0.2749 0.1910 0.147 Uiso 1 1 calc R . . C0T3 C 0.3920(15) 0.3861(11) 0.24757(19) 0.143(5) Uani 1 1 d . . . H0T7 H 0.2866 0.3134 0.2462 0.214 Uiso 1 1 calc R . . H0T8 H 0.2832 0.4577 0.2474 0.214 Uiso 1 1 calc R . . H0T9 H 0.4915 0.3845 0.2693 0.214 Uiso 1 1 calc R . . C0T4 C 0.5732(12) 0.3902(8) 0.21557(17) 0.072(2) Uani 1 1 d . . . O O 0.3912(7) 0.4011(5) 0.18558(10) 0.0691(15) Uani 1 1 d . . . C0' C 0.4795(11) 0.4064(6) 0.15201(15) 0.0471(16) Uani 1 1 d . . . O0 O 0.7061(7) 0.4068(5) 0.14344(11) 0.0626(13) Uani 1 1 d . . . N1 N 0.2799(9) 0.4086(4) 0.12935(11) 0.0434(13) Uani 1 1 d . . . H1 H 0.1259 0.4119 0.1380 0.052 Uiso 1 1 calc R . . C1A C 0.3113(10) 0.4057(5) 0.09080(13) 0.0408(14) Uani 1 1 d . . . H1A H 0.4925 0.4245 0.0853 0.049 Uiso 1 1 calc R . . C1B C 0.2505(15) 0.2763(6) 0.07590(19) 0.066(2) Uani 1 1 d . . . H1B H 0.0661 0.2595 0.0795 0.080 Uiso 1 1 calc R . . C1G1 C 0.308(3) 0.2697(8) 0.0374(2) 0.150(5) Uani 1 1 d . . . H1G1 H 0.2074 0.3305 0.0249 0.225 Uiso 1 1 calc R . . H1G2 H 0.2643 0.1893 0.0286 0.225 Uiso 1 1 calc R . . H1G3 H 0.4883 0.2851 0.0336 0.225 Uiso 1 1 calc R . . C1G2 C 0.4041(19) 0.1799(7) 0.0953(2) 0.104(3) Uani 1 1 d . . . H1G4 H 0.3696 0.1851 0.1205 0.157 Uiso 1 1 calc R . . H1G5 H 0.5852 0.1930 0.0910 0.157 Uiso 1 1 calc R . . H1G6 H 0.3558 0.0998 0.0867 0.157 Uiso 1 1 calc R . . C1B' C 0.1442(11) 0.5051(5) 0.07383(15) 0.0400(15) Uani 1 1 d . . . H1B1 H 0.1645 0.5022 0.0480 0.048 Uiso 1 1 calc R . . H1B2 H -0.0360 0.4887 0.0793 0.048 Uiso 1 1 calc R . . C1' C 0.2133(11) 0.6321(5) 0.08697(14) 0.0364(14) Uani 1 1 d . . . O1 O 0.4368(7) 0.6663(4) 0.08949(11) 0.0500(12) Uani 1 1 d . . . N2 N 0.0090(9) 0.7026(4) 0.09508(11) 0.0380(12) Uani 1 1 d . . . H2 H -0.1426 0.6707 0.0932 0.046 Uiso 1 1 calc R . . C2A C 0.0280(12) 0.8287(5) 0.10684(15) 0.0439(15) Uani 1 1 d . . . H2A H 0.2075 0.8555 0.1036 0.053 Uiso 1 1 calc R . . C2B C -0.0383(17) 0.8379(6) 0.14725(17) 0.068(2) Uani 1 1 d . . . H2B H -0.2192 0.8134 0.1506 0.082 Uiso 1 1 calc R . . C2G1 C 0.1309(19) 0.7520(8) 0.16905(18) 0.097(3) Uani 1 1 d . . . H2G1 H 0.1062 0.6689 0.1610 0.145 Uiso 1 1 calc R . . H2G2 H 0.0847 0.7580 0.1939 0.145 Uiso 1 1 calc R . . H2G3 H 0.3090 0.7748 0.1661 0.145 Uiso 1 1 calc R . . C2G2 C -0.006(3) 0.9678(8) 0.1611(2) 0.130(4) Uani 1 1 d . . . H2G4 H -0.1152 1.0224 0.1477 0.195 Uiso 1 1 calc R . . H2G5 H 0.1712 0.9927 0.1584 0.195 Uiso 1 1 calc R . . H2G6 H -0.0533 0.9707 0.1860 0.195 Uiso 1 1 calc R . . C2B' C -0.1424(12) 0.9100(6) 0.08406(17) 0.0569(17) Uani 1 1 d . . . H2B1 H -0.3183 0.8796 0.0860 0.068 Uiso 1 1 calc R . . H2B2 H -0.1399 0.9920 0.0943 0.068 Uiso 1 1 calc R . . C2' C -0.0800(15) 0.9210(7) 0.04589(19) 0.0628(19) Uani 1 1 d . . . O2 O -0.2237(14) 0.9669(8) 0.02478(18) 0.144(3) Uani 1 1 d . . . O0M O 0.1427(10) 0.8808(5) 0.03629(13) 0.0847(17) Uani 1 1 d . . . C0M C 0.211(2) 0.8906(8) -0.00153(19) 0.102(3) Uani 1 1 d . . . H0M1 H 0.3815 0.8581 -0.0052 0.153 Uiso 1 1 calc R . . H0M2 H 0.2068 0.9755 -0.0087 0.153 Uiso 1 1 calc R . . H0M3 H 0.0891 0.8447 -0.0156 0.153 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 C0T1 0.076(5) 0.125(7) 0.088(6) -0.016(5) -0.006(5) 0.011(7) C0T2 0.091(6) 0.110(7) 0.092(6) 0.035(5) -0.027(6) 0.007(7) C0T3 0.070(5) 0.310(15) 0.048(5) 0.038(7) -0.003(4) 0.012(9) C0T4 0.041(4) 0.127(7) 0.048(4) 0.022(5) -0.008(3) 0.000(5) O 0.037(2) 0.131(4) 0.040(2) 0.018(3) -0.003(2) 0.004(3) C0' 0.039(4) 0.062(4) 0.041(4) 0.014(3) 0.000(3) 0.008(4) O0 0.026(2) 0.106(4) 0.056(3) 0.011(3) 0.0038(19) 0.007(3) N1 0.028(2) 0.063(3) 0.040(3) 0.013(2) 0.006(2) 0.002(3) C1A 0.033(3) 0.042(4) 0.047(4) 0.001(3) 0.002(3) 0.000(3) C1B 0.072(5) 0.047(4) 0.080(5) -0.007(4) 0.001(4) 0.006(4) C1G1 0.276(17) 0.073(6) 0.101(7) -0.028(5) 0.006(9) 0.014(10) C1G2 0.114(8) 0.051(5) 0.148(8) 0.001(5) -0.022(7) 0.012(5) C1B' 0.037(3) 0.043(4) 0.039(3) 0.001(3) -0.002(3) -0.006(3) C1' 0.028(3) 0.042(4) 0.039(3) 0.011(3) 0.000(3) 0.003(3) O1 0.023(2) 0.048(3) 0.078(3) -0.001(2) -0.001(2) -0.0027(19) N2 0.026(3) 0.036(3) 0.052(3) -0.002(2) 0.002(2) -0.003(2) C2A 0.034(3) 0.043(4) 0.055(4) 0.000(3) 0.011(3) 0.000(3) C2B 0.078(5) 0.062(5) 0.064(4) -0.007(4) 0.012(4) -0.006(4) C2G1 0.136(8) 0.105(7) 0.049(4) 0.003(4) 0.005(5) -0.003(7) C2G2 0.233(13) 0.087(6) 0.071(5) -0.024(5) 0.033(8) -0.001(9) C2B' 0.050(4) 0.039(4) 0.081(5) -0.005(4) 0.000(3) 0.000(3) C2' 0.061(5) 0.062(5) 0.065(5) 0.013(4) -0.006(4) 0.014(4) O2 0.119(5) 0.203(8) 0.110(5) 0.044(5) -0.012(5) 0.067(6) O0M 0.080(4) 0.115(4) 0.060(3) 0.024(3) 0.014(3) 0.022(4) C0M 0.122(7) 0.118(7) 0.066(5) 0.012(5) 0.025(5) 0.001(7) _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 C0T1 C0T4 1.500(11) . ? C0T2 C0T4 1.508(11) . ? C0T3 C0T4 1.518(9) . ? C0T4 O 1.467(7) . ? O C0' 1.334(6) . ? C0' O0 1.215(7) . ? C0' N1 1.334(7) . ? N1 C1A 1.448(6) . ? C1A C1B' 1.521(7) . ? C1A C1B 1.544(9) . ? C1B C1G1 1.467(10) . ? C1B C1G2 1.500(10) . ? C1B' C1' 1.507(8) . ? C1' O1 1.217(7) . ? C1' N2 1.339(7) . ? N2 C2A 1.441(7) . ? C2A C2B' 1.509(8) . ? C2A C2B 1.549(8) . ? C2B C2G2 1.511(11) . ? C2B C2G1 1.515(10) . ? C2B' C2' 1.465(9) . ? C2' O2 1.192(8) . ? C2' O0M 1.282(8) . ? O0M C0M 1.458(8) . ? 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 O C0T4 C0T1 109.9(6) . . ? O C0T4 C0T2 110.3(7) . . ? C0T1 C0T4 C0T2 113.4(6) . . ? O C0T4 C0T3 101.9(5) . . ? C0T1 C0T4 C0T3 109.6(8) . . ? C0T2 C0T4 C0T3 111.2(8) . . ? C0' O C0T4 120.0(4) . . ? O0 C0' N1 125.4(5) . . ? O0 C0' O 125.3(5) . . ? N1 C0' O 109.3(5) . . ? C0' N1 C1A 122.8(5) . . ? N1 C1A C1B' 109.5(4) . . ? N1 C1A C1B 110.8(5) . . ? C1B' C1A C1B 112.4(5) . . ? C1G1 C1B C1G2 109.3(7) . . ? C1G1 C1B C1A 110.8(6) . . ? C1G2 C1B C1A 110.8(6) . . ? C1' C1B' C1A 112.3(4) . . ? O1 C1' N2 123.9(5) . . ? O1 C1' C1B' 121.9(5) . . ? N2 C1' C1B' 114.2(5) . . ? C1' N2 C2A 123.9(5) . . ? N2 C2A C2B' 110.2(5) . . ? N2 C2A C2B 110.0(5) . . ? C2B' C2A C2B 112.4(5) . . ? C2G2 C2B C2G1 109.1(7) . . ? C2G2 C2B C2A 111.6(6) . . ? C2G1 C2B C2A 110.8(6) . . ? C2' C2B' C2A 117.8(6) . . ? O2 C2' O0M 121.2(7) . . ? O2 C2' C2B' 122.6(8) . . ? O0M C2' C2B' 116.2(6) . . ? C2' O0M C0M 117.5(6) . . ? 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 C0T1 C0T4 O C0' 64.4(9) . . . . ? C0T2 C0T4 O C0' -61.4(9) . . . . ? C0T3 C0T4 O C0' -179.5(7) . . . . ? C0T4 O C0' O0 -2.4(11) . . . . ? C0T4 O C0' N1 176.3(6) . . . . ? O0 C0' N1 C1A 3.1(10) . . . . ? O C0' N1 C1A -175.6(5) . . . . ? C0' N1 C1A C1B' -132.5(6) . . . . ? C0' N1 C1A C1B 103.0(7) . . . . ? N1 C1A C1B C1G1 -174.2(7) . . . . ? C1B' C1A C1B C1G1 62.9(9) . . . . ? N1 C1A C1B C1G2 -52.7(7) . . . . ? C1B' C1A C1B C1G2 -175.6(6) . . . . ? N1 C1A C1B' C1' 59.4(6) . . . . ? C1B C1A C1B' C1' -177.0(5) . . . . ? C1A C1B' C1' O1 44.9(7) . . . . ? C1A C1B' C1' N2 -135.8(5) . . . . ? O1 C1' N2 C2A 1.8(8) . . . . ? C1B' C1' N2 C2A -177.6(5) . . . . ? C1' N2 C2A C2B' 127.6(6) . . . . ? C1' N2 C2A C2B -107.9(6) . . . . ? N2 C2A C2B C2G2 176.8(8) . . . . ? C2B' C2A C2B C2G2 -60.0(10) . . . . ? N2 C2A C2B C2G1 55.0(8) . . . . ? C2B' C2A C2B C2G1 178.2(6) . . . . ? N2 C2A C2B' C2' -64.0(7) . . . . ? C2B C2A C2B' C2' 172.9(6) . . . . ? C2A C2B' C2' O2 168.1(8) . . . . ? C2A C2B' C2' O0M -13.5(9) . . . . ? O2 C2' O0M C0M -1.5(13) . . . . ? C2B' C2' O0M C0M -179.9(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.284 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.096 # Attachment 'compound6.cif' data_bpro _database_code_depnum_ccdc_archive 'CCDC 289151' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Boc-betaPro-OH _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H19 N O4' _chemical_formula_weight 229.27 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.989(2) _cell_length_b 6.651(2) _cell_length_c 8.661(3) _cell_angle_alpha 70.749(5) _cell_angle_beta 77.415(5) _cell_angle_gamma 86.976(5) _cell_volume 317.78(19) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 124 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type None _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 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER AXS SMART APEX CCD with Mo source' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3471 _diffrn_reflns_av_R_equivalents 0.0629 _diffrn_reflns_av_sigmaI/netI 0.0471 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 27.23 _reflns_number_total 1312 _reflns_number_gt 1221 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement ? _computing_data_reduction SAINT _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^)+(0.1120P)^2^+0.0211P] 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 constr _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 -10(10) _refine_ls_number_reflns 1312 _refine_ls_number_parameters 146 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1666 _refine_ls_wR_factor_gt 0.1641 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.038 _refine_ls_shift/su_mean 0.009 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 C0T1 C 0.7019(8) -0.0383(10) 1.3830(6) 0.0792(13) Uani 1 1 d . . . H0T1 H 0.8620 -0.0654 1.3773 0.119 Uiso 1 1 calc R . . H0T2 H 0.6167 -0.1183 1.4920 0.119 Uiso 1 1 calc R . . H0T3 H 0.6760 0.1109 1.3632 0.119 Uiso 1 1 calc R . . C0T2 C 0.3717(6) -0.0640(8) 1.2599(6) 0.0677(10) Uani 1 1 d . . . H0T4 H 0.3246 -0.1085 1.1768 0.102 Uiso 1 1 calc R . . H0T5 H 0.3441 0.0852 1.2386 0.102 Uiso 1 1 calc R . . H0T6 H 0.2860 -0.1433 1.3689 0.102 Uiso 1 1 calc R . . C0T3 C 0.6794(8) -0.3338(7) 1.2663(6) 0.0708(11) Uani 1 1 d . . . H0T7 H 0.6256 -0.3688 1.1814 0.106 Uiso 1 1 calc R . . H0T8 H 0.6051 -0.4258 1.3747 0.106 Uiso 1 1 calc R . . H0T9 H 0.8419 -0.3524 1.2515 0.106 Uiso 1 1 calc R . . C0T4 C 0.6251(5) -0.1043(6) 1.2525(4) 0.0507(8) Uani 1 1 d . . . O O 0.7647(4) 0.0387(4) 1.0977(3) 0.0537(6) Uani 1 1 d . . . C0' C 0.7439(5) 0.0415(5) 0.9452(4) 0.0431(7) Uani 1 1 d . . . O0 O 0.6108(5) -0.0672(5) 0.9185(3) 0.0653(7) Uani 1 1 d . . . N1 N 0.8957(4) 0.1775(4) 0.8239(3) 0.0446(6) Uani 1 1 d . . . C1A C 1.0885(5) 0.2833(5) 0.8498(4) 0.0445(7) Uani 1 1 d . . . H1A H 1.1583 0.1828 0.9364 0.053 Uiso 1 1 calc R . . C1B C 1.2536(7) 0.3326(8) 0.6792(5) 0.0704(11) Uani 1 1 d . . . H1B1 H 1.3376 0.4649 0.6520 0.084 Uiso 1 1 calc R . . H1B2 H 1.3622 0.2190 0.6796 0.084 Uiso 1 1 calc R . . C1G C 1.1089(10) 0.3508(10) 0.5560(6) 0.0883(16) Uani 1 1 d . . . H1G1 H 1.1960 0.3200 0.4583 0.106 Uiso 1 1 calc R . . H1G2 H 1.0474 0.4926 0.5206 0.106 Uiso 1 1 calc R . . C1D C 0.9187(7) 0.1860(7) 0.6504(4) 0.0582(9) Uani 1 1 d . . . H1D1 H 0.7777 0.2302 0.6122 0.070 Uiso 1 1 calc R . . H1D2 H 0.9607 0.0487 0.6374 0.070 Uiso 1 1 calc R . . CB' C 1.0093(7) 0.4799(6) 0.9004(6) 0.0657(11) Uani 1 1 d . . . HB'1 H 0.9600 0.5874 0.8081 0.079 Uiso 1 1 calc R . . HB'2 H 0.8801 0.4412 0.9949 0.079 Uiso 1 1 calc R . . C1' C 1.2024(8) 0.5696(7) 0.9470(7) 0.0690(11) Uani 1 1 d . . . O1 O 1.2750(15) 0.4825(9) 1.0664(10) 0.168(4) Uani 1 1 d . . . O2 O 1.2656(8) 0.7576(6) 0.8535(6) 0.0979(13) Uani 1 1 d . . . H2 H 1.3679 0.7983 0.8862 0.147 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 C0T1 0.074(3) 0.116(4) 0.048(2) -0.030(2) -0.0044(18) -0.024(3) C0T2 0.0466(18) 0.082(3) 0.065(2) -0.0157(19) -0.0046(16) -0.0017(17) C0T3 0.073(3) 0.067(2) 0.054(2) -0.0031(17) -0.0036(18) 0.0013(19) C0T4 0.0403(15) 0.063(2) 0.0411(16) -0.0109(14) 0.0006(12) -0.0103(13) O 0.0535(12) 0.0677(15) 0.0371(11) -0.0153(10) 0.0002(9) -0.0287(11) C0' 0.0450(15) 0.0451(15) 0.0397(14) -0.0131(11) -0.0080(12) -0.0140(12) O0 0.0690(16) 0.0746(17) 0.0530(14) -0.0151(12) -0.0138(12) -0.0388(13) N1 0.0476(14) 0.0481(14) 0.0399(13) -0.0137(11) -0.0103(10) -0.0155(11) C1A 0.0391(14) 0.0432(15) 0.0500(17) -0.0118(13) -0.0088(12) -0.0126(11) C1B 0.055(2) 0.087(3) 0.058(2) -0.0144(19) 0.0027(17) -0.0228(19) C1G 0.088(3) 0.113(4) 0.053(3) -0.019(3) 0.004(2) -0.036(3) C1D 0.064(2) 0.069(2) 0.0421(18) -0.0156(15) -0.0128(15) -0.0145(16) CB' 0.0536(18) 0.057(2) 0.098(3) -0.038(2) -0.0168(19) -0.0112(16) C1' 0.074(2) 0.0486(19) 0.093(3) -0.0217(19) -0.036(2) -0.0098(17) O1 0.237(7) 0.096(3) 0.183(6) 0.015(4) -0.148(6) -0.072(4) O2 0.109(3) 0.0631(18) 0.129(3) -0.0084(18) -0.068(2) -0.0344(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 C0T1 C0T4 1.502(6) . ? C0T2 C0T4 1.518(5) . ? C0T3 C0T4 1.515(6) . ? C0T4 O 1.468(4) . ? O C0' 1.347(4) . ? C0' O0 1.210(4) . ? C0' N1 1.339(4) . ? N1 C1D 1.461(4) . ? N1 C1A 1.477(4) . ? C1A CB' 1.533(5) . ? C1A C1B 1.532(5) . ? C1B C1G 1.487(8) . ? C1G C1D 1.517(6) . ? CB' C1' 1.513(5) . ? C1' O1 1.170(7) . ? C1' O2 1.269(6) . ? 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 O C0T4 C0T1 101.5(3) . . ? O C0T4 C0T3 109.8(3) . . ? C0T1 C0T4 C0T3 112.6(4) . . ? O C0T4 C0T2 111.2(3) . . ? C0T1 C0T4 C0T2 110.4(3) . . ? C0T3 C0T4 C0T2 111.0(3) . . ? C0' O C0T4 122.2(2) . . ? O0 C0' N1 123.3(3) . . ? O0 C0' O 125.4(3) . . ? N1 C0' O 111.3(2) . . ? C0' N1 C1D 119.7(3) . . ? C0' N1 C1A 125.3(3) . . ? C1D N1 C1A 113.1(3) . . ? N1 C1A CB' 111.2(3) . . ? N1 C1A C1B 101.6(3) . . ? CB' C1A C1B 114.4(3) . . ? C1G C1B C1A 105.9(3) . . ? C1B C1G C1D 104.2(4) . . ? N1 C1D C1G 103.1(3) . . ? C1' CB' C1A 110.2(3) . . ? O1 C1' O2 122.2(4) . . ? O1 C1' CB' 123.5(5) . . ? O2 C1' CB' 114.0(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 C0T1 C0T4 O C0' -176.9(3) . . . . ? C0T3 C0T4 O C0' 63.7(4) . . . . ? C0T2 C0T4 O C0' -59.5(4) . . . . ? C0T4 O C0' O0 1.0(5) . . . . ? C0T4 O C0' N1 -177.2(3) . . . . ? O0 C0' N1 C1D -5.2(5) . . . . ? O C0' N1 C1D 173.0(3) . . . . ? O0 C0' N1 C1A -168.0(4) . . . . ? O C0' N1 C1A 10.2(4) . . . . ? C0' N1 C1A CB' -81.8(4) . . . . ? C1D N1 C1A CB' 114.5(3) . . . . ? C0' N1 C1A C1B 156.1(3) . . . . ? C1D N1 C1A C1B -7.7(4) . . . . ? N1 C1A C1B C1G 26.5(5) . . . . ? CB' C1A C1B C1G -93.4(5) . . . . ? C1A C1B C1G C1D -35.6(5) . . . . ? C0' N1 C1D C1G -178.3(4) . . . . ? C1A N1 C1D C1G -13.5(5) . . . . ? C1B C1G C1D N1 29.7(5) . . . . ? N1 C1A CB' C1' 173.0(4) . . . . ? C1B C1A CB' C1' -72.6(5) . . . . ? C1A CB' C1' O1 -68.6(9) . . . . ? C1A CB' C1' O2 117.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 27.23 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 0.369 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.057