Supplementary Material 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 ; Indian Institute of Science Bangalore 560012 INDIA ; _publ_contact_author_email PB@MBU.IISC.ERNET.IN _publ_section_title ; Structural Studies of Model Peptides Containing ?-, ?- and ?- Amino Acids ; loop_ _publ_author_name 'Padmanabhan Balaram' 'Subrayashastry Aravinda' 'K. Muruga Poopathi Raja' 'Anindita Sengupta' 'N. Shamala' data_pa1 _database_code_depnum_ccdc_archive 'CCDC 613218' _audit_creation_method SHELXL-97 _chemical_name_systematic ; pivaloyl-prolyl-glycyl-N-methyl amide ; _chemical_name_common 'pivaloyl-prolyl-glycyl-N-methyl amide' _chemical_melting_point ? _chemical_formula_moiety 'C13 H23 N3 O3' _chemical_formula_sum 'C13 H23 N3 O3' _chemical_formula_weight 269.34 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 5.8431(12) _cell_length_b 7.9668(17) _cell_length_c 9.1733(19) _cell_angle_alpha 114.831(3) _cell_angle_beta 97.043(3) _cell_angle_gamma 99.449(3) _cell_volume 373.43(13) _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 rectangular _exptl_crystal_colour colorelss _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 146 _exptl_absorpt_coefficient_mu 0.086 _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 3984 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.19 _reflns_number_total 1528 _reflns_number_gt 1496 _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^)+(0.0728P)^2^+0.0095P] 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 10(10) _refine_ls_number_reflns 1528 _refine_ls_number_parameters 184 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C0T1 C 0.7259(5) 0.7998(4) 0.7873(3) 0.0702(6) Uani 1 1 d . . . H0T1 H 0.8311 0.8678 0.7470 0.105 Uiso 1 1 calc R . . H0T2 H 0.7785 0.6891 0.7803 0.105 Uiso 1 1 calc R . . H0T3 H 0.7262 0.8810 0.8997 0.105 Uiso 1 1 calc R . . C0T2 C 0.3065(5) 0.6303(4) 0.7477(3) 0.0685(6) Uani 1 1 d . . . H0T4 H 0.3581 0.5189 0.7395 0.103 Uiso 1 1 calc R . . H0T5 H 0.1478 0.5931 0.6838 0.103 Uiso 1 1 calc R . . H0T6 H 0.3092 0.7113 0.8607 0.103 Uiso 1 1 calc R . . C0T3 C 0.3918(7) 0.9160(4) 0.6963(4) 0.0775(7) Uani 1 1 d . . . H0T7 H 0.4964 0.9836 0.6555 0.116 Uiso 1 1 calc R . . H0T8 H 0.3949 0.9968 0.8094 0.116 Uiso 1 1 calc R . . H0T9 H 0.2330 0.8793 0.6327 0.116 Uiso 1 1 calc R . . C0T4 C 0.4729(4) 0.7381(3) 0.6826(2) 0.0514(4) Uani 1 1 d . . . C0' C 0.4775(3) 0.6169(2) 0.5005(2) 0.0436(4) Uani 1 1 d . . . O0 O 0.4519(3) 0.68307(19) 0.40176(17) 0.0530(3) Uani 1 1 d . . . N1 N 0.5145(3) 0.4400(2) 0.44789(18) 0.0461(4) Uani 1 1 d . . . C1A C 0.5117(3) 0.3334(2) 0.2720(2) 0.0439(4) Uani 1 1 d . . . H1A H 0.635(4) 0.389(4) 0.243(3) 0.047(6) Uiso 1 1 d . . . C1' C 0.2711(3) 0.3091(2) 0.1688(2) 0.0459(4) Uani 1 1 d . . . O1 O 0.0867(3) 0.2551(3) 0.2019(2) 0.0637(4) Uani 1 1 d . . . C1B C 0.5543(4) 0.1402(3) 0.2530(3) 0.0536(5) Uani 1 1 d . . . H1B1 H 0.4054 0.0449 0.2146 0.064 Uiso 1 1 calc R . . H1B2 H 0.6566 0.0959 0.1763 0.064 Uiso 1 1 calc R . . C1G C 0.6736(5) 0.1811(3) 0.4251(3) 0.0629(6) Uani 1 1 d . . . H1G1 H 0.8427 0.2357 0.4480 0.075 Uiso 1 1 calc R . . H1G2 H 0.6492 0.0663 0.4399 0.075 Uiso 1 1 calc R . . C1D C 0.5485(5) 0.3239(3) 0.5343(3) 0.0582(5) Uani 1 1 d . . . H1D1 H 0.3975 0.2600 0.5421 0.070 Uiso 1 1 calc R . . H1D2 H 0.6465 0.4010 0.6440 0.070 Uiso 1 1 calc R . . N2 N 0.2775(3) 0.3474(2) 0.04010(19) 0.0470(4) Uani 1 1 d . . . H2 H 0.411(5) 0.386(4) 0.021(3) 0.056(7) Uiso 1 1 d . . . C2A C 0.0575(4) 0.3316(3) -0.0609(2) 0.0531(4) Uani 1 1 d . . . H2A1 H -0.0476 0.2093 -0.0906 0.064 Uiso 1 1 calc R . . H2A2 H 0.0908 0.3322 -0.1617 0.064 Uiso 1 1 calc R . . C2' C -0.0730(3) 0.4866(3) 0.0168(3) 0.0508(4) Uani 1 1 d . . . O2 O -0.2794(3) 0.4636(3) -0.0504(2) 0.0673(4) Uani 1 1 d . . . N0M N 0.0439(4) 0.6397(3) 0.1520(3) 0.0554(4) Uani 1 1 d . . . H0M H 0.163(5) 0.637(4) 0.190(3) 0.051(7) Uiso 1 1 d . . . C0M C -0.0631(5) 0.7943(4) 0.2392(4) 0.0713(6) Uani 1 1 d . . . H3A H 0.0519 0.8919 0.3331 0.107 Uiso 1 1 calc R . . H3B H -0.1962 0.7473 0.2749 0.107 Uiso 1 1 calc R . . H3C H -0.1160 0.8463 0.1674 0.107 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 0.0734(14) 0.0643(13) 0.0540(12) 0.0117(10) 0.0108(10) 0.0111(11) C0T2 0.0749(14) 0.0689(12) 0.0675(13) 0.0278(11) 0.0386(12) 0.0231(11) C0T3 0.116(2) 0.0570(13) 0.0694(14) 0.0237(11) 0.0409(15) 0.0443(13) C0T4 0.0638(12) 0.0437(9) 0.0462(9) 0.0153(7) 0.0217(8) 0.0177(8) C0' 0.0473(9) 0.0399(8) 0.0441(9) 0.0173(7) 0.0142(7) 0.0130(7) O0 0.0693(8) 0.0438(6) 0.0496(7) 0.0228(5) 0.0149(6) 0.0164(6) N1 0.0601(9) 0.0424(7) 0.0411(7) 0.0198(6) 0.0176(6) 0.0179(7) C1A 0.0503(9) 0.0404(8) 0.0433(9) 0.0174(7) 0.0187(7) 0.0143(7) C1' 0.0507(9) 0.0413(8) 0.0461(8) 0.0173(7) 0.0177(7) 0.0130(7) O1 0.0521(8) 0.0782(10) 0.0685(9) 0.0398(8) 0.0216(6) 0.0100(7) C1B 0.0629(11) 0.0443(9) 0.0568(11) 0.0204(8) 0.0215(9) 0.0214(8) C1G 0.0856(15) 0.0570(11) 0.0625(12) 0.0323(10) 0.0267(11) 0.0362(11) C1D 0.0837(14) 0.0540(10) 0.0536(10) 0.0311(9) 0.0273(10) 0.0306(10) N2 0.0479(8) 0.0482(8) 0.0454(8) 0.0195(6) 0.0157(6) 0.0128(6) C2A 0.0554(11) 0.0531(10) 0.0457(9) 0.0201(8) 0.0070(8) 0.0081(8) C2' 0.0491(10) 0.0605(11) 0.0555(10) 0.0375(9) 0.0150(8) 0.0115(8) O2 0.0508(8) 0.0910(12) 0.0715(10) 0.0484(9) 0.0095(7) 0.0163(8) N0M 0.0515(10) 0.0523(9) 0.0660(11) 0.0277(8) 0.0124(8) 0.0193(8) C0M 0.0754(15) 0.0595(14) 0.0904(17) 0.0359(13) 0.0278(13) 0.0321(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 1.538(4) . ? C0T2 C0T4 1.529(3) . ? C0T3 C0T4 1.528(3) . ? C0T4 C0' 1.545(2) . ? C0' O0 1.231(2) . ? C0' N1 1.349(2) . ? N1 C1D 1.470(3) . ? N1 C1A 1.471(2) . ? C1A C1' 1.530(3) . ? C1A C1B 1.540(3) . ? C1' O1 1.215(2) . ? C1' N2 1.341(3) . ? C1B C1G 1.519(3) . ? C1G C1D 1.525(3) . ? N2 C2A 1.443(3) . ? C2A C2' 1.522(3) . ? C2' O2 1.232(3) . ? C2' N0M 1.319(3) . ? N0M C0M 1.448(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 C0T3 C0T4 C0T2 109.5(2) . . ? C0T3 C0T4 C0T1 108.7(2) . . ? C0T2 C0T4 C0T1 109.1(2) . . ? C0T3 C0T4 C0' 107.87(18) . . ? C0T2 C0T4 C0' 112.57(17) . . ? C0T1 C0T4 C0' 108.97(16) . . ? O0 C0' N1 119.02(16) . . ? O0 C0' C0T4 119.95(16) . . ? N1 C0' C0T4 121.02(16) . . ? C0' N1 C1D 131.53(16) . . ? C0' N1 C1A 117.40(14) . . ? C1D N1 C1A 111.01(15) . . ? N1 C1A C1' 109.98(14) . . ? N1 C1A C1B 104.26(15) . . ? C1' C1A C1B 111.44(16) . . ? O1 C1' N2 122.80(19) . . ? O1 C1' C1A 121.07(18) . . ? N2 C1' C1A 116.11(16) . . ? C1G C1B C1A 104.13(17) . . ? C1B C1G C1D 102.88(18) . . ? N1 C1D C1G 102.73(17) . . ? C1' N2 C2A 119.27(16) . . ? N2 C2A C2' 115.71(16) . . ? O2 C2' N0M 123.8(2) . . ? O2 C2' C2A 118.61(19) . . ? N0M C2' C2A 117.62(18) . . ? C2' N0M C0M 122.7(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 C0T3 C0T4 C0' O0 9.6(3) . . . . ? C0T2 C0T4 C0' O0 130.6(2) . . . . ? C0T1 C0T4 C0' O0 -108.2(2) . . . . ? C0T3 C0T4 C0' N1 -171.8(2) . . . . ? C0T2 C0T4 C0' N1 -50.8(3) . . . . ? C0T1 C0T4 C0' N1 70.4(2) . . . . ? O0 C0' N1 C1D -179.3(2) . . . . ? C0T4 C0' N1 C1D 2.1(3) . . . . ? O0 C0' N1 C1A -2.5(3) . . . . ? C0T4 C0' N1 C1A 178.90(17) . . . . ? C0' N1 C1A C1' -59.5(2) . . . . ? C1D N1 C1A C1' 117.96(18) . . . . ? C0' N1 C1A C1B -179.07(16) . . . . ? C1D N1 C1A C1B -1.6(2) . . . . ? N1 C1A C1' O1 -47.7(2) . . . . ? C1B C1A C1' O1 67.5(2) . . . . ? N1 C1A C1' N2 133.48(16) . . . . ? C1B C1A C1' N2 -111.41(19) . . . . ? N1 C1A C1B C1G -22.0(2) . . . . ? C1' C1A C1B C1G -140.59(18) . . . . ? C1A C1B C1G C1D 36.7(2) . . . . ? C0' N1 C1D C1G -158.7(2) . . . . ? C1A N1 C1D C1G 24.4(2) . . . . ? C1B C1G C1D N1 -37.2(2) . . . . ? O1 C1' N2 C2A 2.5(3) . . . . ? C1A C1' N2 C2A -178.70(16) . . . . ? C1' N2 C2A C2' 72.3(2) . . . . ? N2 C2A C2' O2 -167.49(17) . . . . ? N2 C2A C2' N0M 13.4(3) . . . . ? O2 C2' N0M C0M 2.5(4) . . . . ? C2A C2' N0M C0M -178.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 27.19 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.180 _refine_diff_density_min -0.183 _refine_diff_density_rms 0.053 # Attachment 'peptide2.cif' data_pb1 _database_code_depnum_ccdc_archive 'CCDC 613219' _audit_creation_method SHELXL-97 _chemical_name_systematic ; pivaloyl-prolyl-beta-glycyl-N-methyl amide ; _chemical_name_common 'pivaloyl-prolyl-beta-glycyl-N-methyl amide' _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 N3 O3 * H2O' _chemical_formula_sum 'C14 H27 N3 O4' _chemical_formula_weight 301.39 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 6.297(3) _cell_length_b 11.589(5) _cell_length_c 22.503(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1642.2(11) _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 rectangular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 0.089 _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 12803 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.45 _reflns_number_total 2054 _reflns_number_gt 1861 _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^)+(0.0866P)^2^+0.0888P] 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 -10(10) _refine_ls_number_reflns 2054 _refine_ls_number_parameters 206 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1246 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C0T1 C -0.3132(6) 0.7648(3) 0.39042(13) 0.0761(10) Uani 1 1 d . . . H0T1 H -0.2523 0.7183 0.3595 0.114 Uiso 1 1 calc R . . H0T2 H -0.4486 0.7937 0.3777 0.114 Uiso 1 1 calc R . . H0T3 H -0.3315 0.7188 0.4255 0.114 Uiso 1 1 calc R . . C0T2 C -0.2662(6) 0.9351(3) 0.45406(12) 0.0764(10) Uani 1 1 d . . . H0T4 H -0.4014 0.9642 0.4413 0.115 Uiso 1 1 calc R . . H0T5 H -0.1749 0.9984 0.4643 0.115 Uiso 1 1 calc R . . H0T6 H -0.2855 0.8864 0.4882 0.115 Uiso 1 1 calc R . . C0T3 C 0.0491(6) 0.8182(3) 0.42235(15) 0.0788(10) Uani 1 1 d . . . H0T7 H 0.1089 0.7749 0.3900 0.118 Uiso 1 1 calc R . . H0T8 H 0.0323 0.7687 0.4562 0.118 Uiso 1 1 calc R . . H0T9 H 0.1420 0.8809 0.4323 0.118 Uiso 1 1 calc R . . C0T4 C -0.1660(4) 0.86556(19) 0.40406(9) 0.0439(5) Uani 1 1 d . . . C0' C -0.1638(3) 0.94478(17) 0.34869(9) 0.0362(4) Uani 1 1 d . . . O0 O -0.3172(3) 0.94477(15) 0.31510(7) 0.0477(4) Uani 1 1 d . . . N1 N -0.0017(3) 1.01621(15) 0.33719(7) 0.0360(4) Uani 1 1 d . . . C1A C -0.0175(3) 1.09230(17) 0.28508(8) 0.0359(4) Uani 1 1 d . . . H1A H -0.131(4) 1.152(2) 0.2899(12) 0.043(6) Uiso 1 1 d . . . C1B C 0.2006(4) 1.1509(2) 0.28226(11) 0.0481(6) Uani 1 1 d . . . H1B1 H 0.3008 1.1050 0.2596 0.058 Uiso 1 1 calc R . . H1B2 H 0.1905 1.2271 0.2646 0.058 Uiso 1 1 calc R . . C1G C 0.2652(4) 1.1582(2) 0.34711(11) 0.0527(6) Uani 1 1 d . . . H1G1 H 0.4180 1.1652 0.3511 0.063 Uiso 1 1 calc R . . H1G2 H 0.1980 1.2234 0.3665 0.063 Uiso 1 1 calc R . . C1D C 0.1871(4) 1.0451(2) 0.37303(10) 0.0467(5) Uani 1 1 d . . . H1D1 H 0.2947 0.9856 0.3695 0.056 Uiso 1 1 calc R . . H1D2 H 0.1498 1.0542 0.4146 0.056 Uiso 1 1 calc R . . C1' C -0.0671(3) 1.02731(16) 0.22802(8) 0.0329(4) Uani 1 1 d . . . O1 O 0.0221(3) 0.93577(13) 0.21548(6) 0.0428(4) Uani 1 1 d . . . N2 N -0.2014(3) 1.08071(15) 0.19262(8) 0.0400(4) Uani 1 1 d . . . H2 H -0.2441 1.1486 0.2024 0.048 Uiso 1 1 calc R . . C2A C -0.4758(4) 0.9583(2) 0.14939(9) 0.0436(5) Uani 1 1 d . . . H2A1 H -0.4409 0.8984 0.1778 0.052 Uiso 1 1 calc R . . H2A2 H -0.5848 1.0067 0.1669 0.052 Uiso 1 1 calc R . . C2B C -0.2810(4) 1.03031(19) 0.13781(9) 0.0402(5) Uani 1 1 d . . . H2B1 H -0.1716 0.9825 0.1201 0.048 Uiso 1 1 calc R . . H2B2 H -0.3155 1.0913 0.1099 0.048 Uiso 1 1 calc R . . C2' C -0.5621(4) 0.9035(2) 0.09397(10) 0.0440(5) Uani 1 1 d . . . O2 O -0.4505(3) 0.8850(2) 0.05068(8) 0.0738(7) Uani 1 1 d . . . N0M N -0.7655(3) 0.8723(2) 0.09617(10) 0.0553(6) Uani 1 1 d . . . H0M H -0.842(4) 0.888(2) 0.1296(12) 0.047(7) Uiso 1 1 d . . . C0M C -0.8715(5) 0.8168(4) 0.04681(14) 0.0823(11) Uani 1 1 d . . . H3A H -1.0169 0.8022 0.0571 0.124 Uiso 1 1 calc R . . H3B H -0.8018 0.7452 0.0379 0.124 Uiso 1 1 calc R . . H3C H -0.8660 0.8663 0.0126 0.124 Uiso 1 1 calc R . . OW O -0.3413(3) 1.30705(15) 0.22714(9) 0.0565(5) Uani 1 1 d . . . HW1 H -0.457(5) 1.357(3) 0.2123(14) 0.075(10) Uiso 1 1 d . . . HW2 H -0.249(6) 1.351(3) 0.2430(13) 0.065(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C0T1 0.110(3) 0.0651(16) 0.0534(15) 0.0213(13) -0.0154(17) -0.0364(19) C0T2 0.106(3) 0.085(2) 0.0384(13) -0.0045(13) 0.0152(15) -0.007(2) C0T3 0.074(2) 0.080(2) 0.082(2) 0.0401(17) -0.0127(17) 0.0072(18) C0T4 0.0515(12) 0.0475(12) 0.0327(10) 0.0045(9) -0.0015(10) -0.0023(10) C0' 0.0382(10) 0.0365(10) 0.0340(9) -0.0036(8) -0.0010(8) 0.0004(9) O0 0.0415(8) 0.0560(9) 0.0455(8) 0.0115(7) -0.0095(7) -0.0094(8) N1 0.0380(9) 0.0397(9) 0.0304(8) -0.0023(6) -0.0045(7) -0.0013(7) C1A 0.0406(11) 0.0340(9) 0.0331(10) -0.0024(8) -0.0012(8) -0.0025(9) C1B 0.0531(13) 0.0445(11) 0.0466(13) -0.0034(10) 0.0000(11) -0.0145(11) C1G 0.0528(14) 0.0548(13) 0.0506(14) -0.0131(11) -0.0058(11) -0.0166(12) C1D 0.0448(11) 0.0552(12) 0.0401(11) -0.0032(10) -0.0109(9) -0.0054(11) C1' 0.0363(9) 0.0317(9) 0.0308(9) 0.0003(7) 0.0005(7) -0.0046(8) O1 0.0498(9) 0.0414(8) 0.0371(7) -0.0049(6) -0.0030(7) 0.0078(7) N2 0.0492(10) 0.0352(8) 0.0356(9) -0.0025(7) -0.0059(8) 0.0014(8) C2A 0.0531(12) 0.0448(11) 0.0330(10) -0.0069(9) 0.0034(9) -0.0044(11) C2B 0.0457(11) 0.0459(11) 0.0291(9) -0.0008(8) -0.0042(8) 0.0001(10) C2' 0.0548(13) 0.0428(11) 0.0344(10) -0.0076(9) 0.0060(9) -0.0030(10) O2 0.0719(12) 0.1041(16) 0.0455(10) -0.0293(10) 0.0208(9) -0.0283(13) N0M 0.0485(12) 0.0785(15) 0.0390(10) -0.0173(10) 0.0046(9) -0.0105(11) C0M 0.0658(19) 0.122(3) 0.0592(17) -0.0387(18) 0.0053(15) -0.027(2) OW 0.0560(11) 0.0424(9) 0.0710(12) -0.0128(8) -0.0184(10) 0.0069(8) _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 1.522(4) . ? C0T1 H0T1 0.9600 . ? C0T1 H0T2 0.9600 . ? C0T1 H0T3 0.9600 . ? C0T2 C0T4 1.521(4) . ? C0T2 H0T4 0.9600 . ? C0T2 H0T5 0.9600 . ? C0T2 H0T6 0.9600 . ? C0T3 C0T4 1.518(4) . ? C0T3 H0T7 0.9600 . ? C0T3 H0T8 0.9600 . ? C0T3 H0T9 0.9600 . ? C0T4 C0' 1.548(3) . ? C0' O0 1.227(3) . ? C0' N1 1.339(3) . ? N1 C1A 1.471(3) . ? N1 C1D 1.475(3) . ? C1A C1' 1.521(3) . ? C1A C1B 1.534(3) . ? C1A H1A 1.00(3) . ? C1B C1G 1.517(3) . ? C1B H1B1 0.9700 . ? C1B H1B2 0.9700 . ? C1G C1D 1.516(4) . ? C1G H1G1 0.9700 . ? C1G H1G2 0.9700 . ? C1D H1D1 0.9700 . ? C1D H1D2 0.9700 . ? C1' O1 1.233(2) . ? C1' N2 1.317(3) . ? N2 C2B 1.454(3) . ? N2 H2 0.8600 . ? C2A C2' 1.502(3) . ? C2A C2B 1.506(3) . ? C2A H2A1 0.9700 . ? C2A H2A2 0.9700 . ? C2B H2B1 0.9700 . ? C2B H2B2 0.9700 . ? C2' O2 1.220(3) . ? C2' N0M 1.331(3) . ? N0M C0M 1.447(3) . ? N0M H0M 0.91(3) . ? C0M H3A 0.9600 . ? C0M H3B 0.9600 . ? C0M H3C 0.9600 . ? OW HW1 0.99(4) . ? OW HW2 0.85(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 C0T4 C0T1 H0T1 109.5 . . ? C0T4 C0T1 H0T2 109.5 . . ? H0T1 C0T1 H0T2 109.5 . . ? C0T4 C0T1 H0T3 109.5 . . ? H0T1 C0T1 H0T3 109.5 . . ? H0T2 C0T1 H0T3 109.5 . . ? C0T4 C0T2 H0T4 109.5 . . ? C0T4 C0T2 H0T5 109.5 . . ? H0T4 C0T2 H0T5 109.5 . . ? C0T4 C0T2 H0T6 109.5 . . ? H0T4 C0T2 H0T6 109.5 . . ? H0T5 C0T2 H0T6 109.5 . . ? C0T4 C0T3 H0T7 109.5 . . ? C0T4 C0T3 H0T8 109.5 . . ? H0T7 C0T3 H0T8 109.5 . . ? C0T4 C0T3 H0T9 109.5 . . ? H0T7 C0T3 H0T9 109.5 . . ? H0T8 C0T3 H0T9 109.5 . . ? C0T3 C0T4 C0T2 111.2(3) . . ? C0T3 C0T4 C0T1 108.7(2) . . ? C0T2 C0T4 C0T1 107.6(3) . . ? C0T3 C0T4 C0' 115.1(2) . . ? C0T2 C0T4 C0' 106.57(19) . . ? C0T1 C0T4 C0' 107.35(18) . . ? O0 C0' N1 118.76(18) . . ? O0 C0' C0T4 119.27(19) . . ? N1 C0' C0T4 121.94(18) . . ? C0' N1 C1A 118.24(16) . . ? C0' N1 C1D 130.46(17) . . ? C1A N1 C1D 110.74(17) . . ? N1 C1A C1' 112.97(16) . . ? N1 C1A C1B 103.78(17) . . ? C1' C1A C1B 111.60(17) . . ? N1 C1A H1A 112.2(16) . . ? C1' C1A H1A 106.7(15) . . ? C1B C1A H1A 109.7(14) . . ? C1G C1B C1A 102.98(19) . . ? C1G C1B H1B1 111.2 . . ? C1A C1B H1B1 111.2 . . ? C1G C1B H1B2 111.2 . . ? C1A C1B H1B2 111.2 . . ? H1B1 C1B H1B2 109.1 . . ? C1D C1G C1B 103.61(19) . . ? C1D C1G H1G1 111.0 . . ? C1B C1G H1G1 111.0 . . ? C1D C1G H1G2 111.0 . . ? C1B C1G H1G2 111.0 . . ? H1G1 C1G H1G2 109.0 . . ? N1 C1D C1G 104.32(19) . . ? N1 C1D H1D1 110.9 . . ? C1G C1D H1D1 110.9 . . ? N1 C1D H1D2 110.9 . . ? C1G C1D H1D2 110.9 . . ? H1D1 C1D H1D2 108.9 . . ? O1 C1' N2 123.96(18) . . ? O1 C1' C1A 121.71(18) . . ? N2 C1' C1A 114.21(17) . . ? C1' N2 C2B 123.10(18) . . ? C1' N2 H2 118.5 . . ? C2B N2 H2 118.5 . . ? C2' C2A C2B 112.68(17) . . ? C2' C2A H2A1 109.1 . . ? C2B C2A H2A1 109.1 . . ? C2' C2A H2A2 109.1 . . ? C2B C2A H2A2 109.1 . . ? H2A1 C2A H2A2 107.8 . . ? N2 C2B C2A 110.89(17) . . ? N2 C2B H2B1 109.5 . . ? C2A C2B H2B1 109.5 . . ? N2 C2B H2B2 109.5 . . ? C2A C2B H2B2 109.5 . . ? H2B1 C2B H2B2 108.0 . . ? O2 C2' N0M 122.4(2) . . ? O2 C2' C2A 121.9(2) . . ? N0M C2' C2A 115.6(2) . . ? C2' N0M C0M 122.4(2) . . ? C2' N0M H0M 118.9(17) . . ? C0M N0M H0M 118.7(17) . . ? N0M C0M H3A 109.5 . . ? N0M C0M H3B 109.5 . . ? H3A C0M H3B 109.5 . . ? N0M C0M H3C 109.5 . . ? H3A C0M H3C 109.5 . . ? H3B C0M H3C 109.5 . . ? HW1 OW HW2 107(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 C0T3 C0T4 C0' O0 146.9(3) . . . . ? C0T2 C0T4 C0' O0 -89.3(3) . . . . ? C0T1 C0T4 C0' O0 25.8(3) . . . . ? C0T3 C0T4 C0' N1 -35.1(3) . . . . ? C0T2 C0T4 C0' N1 88.7(3) . . . . ? C0T1 C0T4 C0' N1 -156.3(2) . . . . ? O0 C0' N1 C1A 0.8(3) . . . . ? C0T4 C0' N1 C1A -177.19(17) . . . . ? O0 C0' N1 C1D 171.3(2) . . . . ? C0T4 C0' N1 C1D -6.6(3) . . . . ? C0' N1 C1A C1' -53.4(2) . . . . ? C1D N1 C1A C1' 134.29(19) . . . . ? C0' N1 C1A C1B -174.41(18) . . . . ? C1D N1 C1A C1B 13.3(2) . . . . ? N1 C1A C1B C1G -31.7(2) . . . . ? C1' C1A C1B C1G -153.6(2) . . . . ? C1A C1B C1G C1D 38.4(3) . . . . ? C0' N1 C1D C1G -160.5(2) . . . . ? C1A N1 C1D C1G 10.6(2) . . . . ? C1B C1G C1D N1 -30.4(3) . . . . ? N1 C1A C1' O1 -43.4(3) . . . . ? C1B C1A C1' O1 73.1(2) . . . . ? N1 C1A C1' N2 140.48(19) . . . . ? C1B C1A C1' N2 -103.0(2) . . . . ? O1 C1' N2 C2B 8.2(3) . . . . ? C1A C1' N2 C2B -175.76(19) . . . . ? C1' N2 C2B C2A 87.3(3) . . . . ? C2' C2A C2B N2 -179.37(19) . . . . ? C2B C2A C2' O2 24.2(4) . . . . ? C2B C2A C2' N0M -158.3(2) . . . . ? O2 C2' N0M C0M -1.6(5) . . . . ? C2A C2' N0M C0M -179.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.294 _refine_diff_density_min -0.151 _refine_diff_density_rms 0.039 # Attachment 'peptide3.cif' data_pbo _database_code_depnum_ccdc_archive 'CCDC 613220' _audit_creation_method SHELXL-97 _chemical_name_systematic ; pivaloyl-prolyl-beta-glycyl-methyl ester ; _chemical_name_common 'pivaloyl-prolyl-beta-glycyl-methyl ester' _chemical_melting_point ? _chemical_formula_moiety 'C14 H24 N2 O4 * H2O' _chemical_formula_sum 'C14 H26 N2 O5' _chemical_formula_weight 302.37 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 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 6.157(2) _cell_length_b 11.547(4) _cell_length_c 23.404(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1663.9(10) _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 rectangular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _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 13048 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2078 _reflns_number_gt 1874 _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^)+(0.0925P)^2^+0.1352P] 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 -10(10) _refine_ls_number_reflns 2078 _refine_ls_number_parameters 206 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1428 _refine_ls_wR_factor_gt 0.1379 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C0T1 C 0.0610(7) 0.1873(4) 0.5814(2) 0.0926(13) Uani 1 1 d . . . H0T1 H 0.1127 0.2304 0.6138 0.139 Uiso 1 1 calc R . . H0T2 H 0.0530 0.2373 0.5488 0.139 Uiso 1 1 calc R . . H0T3 H 0.1590 0.1246 0.5736 0.139 Uiso 1 1 calc R . . C0T2 C -0.2541(8) 0.0711(4) 0.54504(15) 0.0954(13) Uani 1 1 d . . . H0T4 H -0.3965 0.0436 0.5547 0.143 Uiso 1 1 calc R . . H0T5 H -0.1611 0.0064 0.5370 0.143 Uiso 1 1 calc R . . H0T6 H -0.2630 0.1199 0.5119 0.143 Uiso 1 1 calc R . . C0T3 C -0.3151(8) 0.2411(3) 0.60601(16) 0.0908(13) Uani 1 1 d . . . H0T7 H -0.2582 0.2869 0.6368 0.136 Uiso 1 1 calc R . . H0T8 H -0.4561 0.2124 0.6162 0.136 Uiso 1 1 calc R . . H0T9 H -0.3266 0.2881 0.5723 0.136 Uiso 1 1 calc R . . C0T4 C -0.1626(5) 0.1392(2) 0.59439(11) 0.0528(6) Uani 1 1 d . . . C0' C -0.1724(4) 0.0602(2) 0.64724(10) 0.0430(5) Uani 1 1 d . . . O0 O -0.3350(3) 0.06167(18) 0.67801(8) 0.0573(5) Uani 1 1 d . . . N1 N -0.0113(3) -0.01282(16) 0.66075(8) 0.0408(4) Uani 1 1 d . . . C1A C -0.0335(4) -0.08397(18) 0.71223(10) 0.0412(5) Uani 1 1 d . . . H1A H -0.154(5) -0.139(2) 0.7065(12) 0.044(7) Uiso 1 1 d . . . C1B C 0.1878(5) -0.1437(2) 0.71711(12) 0.0553(6) Uani 1 1 d . . . H1B1 H 0.2902 -0.0962 0.7382 0.066 Uiso 1 1 calc R . . H1B2 H 0.1749 -0.2184 0.7357 0.066 Uiso 1 1 calc R . . C1G C 0.2563(5) -0.1569(3) 0.65563(13) 0.0642(8) Uani 1 1 d . . . H1G1 H 0.4121 -0.1674 0.6526 0.077 Uiso 1 1 calc R . . H1G2 H 0.1837 -0.2221 0.6378 0.077 Uiso 1 1 calc R . . C1D C 0.1862(5) -0.0441(2) 0.62880(12) 0.0548(6) Uani 1 1 d . . . H1D1 H 0.2976 0.0147 0.6331 0.066 Uiso 1 1 calc R . . H1D2 H 0.1549 -0.0541 0.5885 0.066 Uiso 1 1 calc R . . C1' C -0.0809(4) -0.01157(19) 0.76513(9) 0.0410(5) Uani 1 1 d . . . O1 O 0.0050(3) 0.08204(14) 0.77309(8) 0.0552(5) Uani 1 1 d . . . N2 N -0.2127(4) -0.06231(18) 0.80249(9) 0.0492(5) Uani 1 1 d . . . H2 H -0.259(5) -0.128(3) 0.7934(12) 0.044(7) Uiso 1 1 d . . . C2A C -0.4932(4) 0.0474(2) 0.85225(10) 0.0517(6) Uani 1 1 d . . . H2A1 H -0.4910 0.1060 0.8226 0.062 Uiso 1 1 calc R . . H2A2 H -0.5994 -0.0107 0.8415 0.062 Uiso 1 1 calc R . . C2B C -0.2718(5) -0.0086(2) 0.85599(10) 0.0507(6) Uani 1 1 d . . . H2B1 H -0.1645 0.0495 0.8659 0.061 Uiso 1 1 calc R . . H2B2 H -0.2727 -0.0666 0.8860 0.061 Uiso 1 1 calc R . . C2' C -0.5606(5) 0.1020(2) 0.90743(11) 0.0519(6) Uani 1 1 d . . . O2 O -0.4425(4) 0.1272(3) 0.94529(9) 0.0913(9) Uani 1 1 d . . . O0M O -0.7667(4) 0.1244(4) 0.90891(11) 0.1131(13) Uani 1 1 d . . . C0M C -0.8502(7) 0.1806(6) 0.95925(18) 0.124(2) Uani 1 1 d . . . H0M1 H -1.0042 0.1910 0.9555 0.185 Uiso 1 1 calc R . . H0M2 H -0.7816 0.2547 0.9637 0.185 Uiso 1 1 calc R . . H0M3 H -0.8204 0.1336 0.9922 0.185 Uiso 1 1 calc R . . OW O -0.3464(4) -0.29382(18) 0.77372(11) 0.0659(6) Uani 1 1 d . . . HW1 H -0.436(7) -0.341(4) 0.7881(17) 0.086(12) Uiso 1 1 d . . . HW2 H -0.253(7) -0.337(3) 0.7607(14) 0.065(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C0T1 0.077(2) 0.095(3) 0.106(3) 0.053(2) 0.010(2) -0.011(2) C0T2 0.124(4) 0.105(3) 0.0569(18) -0.0007(18) -0.025(2) 0.014(3) C0T3 0.105(3) 0.078(2) 0.089(2) 0.0301(19) 0.016(2) 0.038(2) C0T4 0.0519(13) 0.0573(14) 0.0491(13) 0.0078(11) 0.0032(12) 0.0051(12) C0' 0.0378(10) 0.0453(11) 0.0458(12) -0.0014(9) 0.0021(10) 0.0004(10) O0 0.0400(9) 0.0618(10) 0.0702(11) 0.0141(9) 0.0137(8) 0.0111(9) N1 0.0356(9) 0.0409(9) 0.0460(9) -0.0011(7) 0.0076(8) 0.0024(8) C1A 0.0402(11) 0.0364(10) 0.0471(11) -0.0008(9) 0.0028(10) 0.0026(9) C1B 0.0553(14) 0.0474(12) 0.0631(15) -0.0016(11) -0.0023(13) 0.0165(12) C1G 0.0566(15) 0.0567(14) 0.0793(19) -0.0141(14) 0.0071(15) 0.0196(14) C1D 0.0452(12) 0.0609(14) 0.0581(14) -0.0039(11) 0.0156(12) 0.0086(12) C1' 0.0400(11) 0.0367(10) 0.0463(11) 0.0007(9) 0.0019(9) 0.0001(9) O1 0.0616(11) 0.0443(9) 0.0599(10) -0.0089(7) 0.0107(10) -0.0109(9) N2 0.0593(13) 0.0398(9) 0.0485(11) -0.0032(8) 0.0100(10) -0.0034(10) C2A 0.0538(14) 0.0546(13) 0.0468(12) -0.0084(10) -0.0018(11) -0.0005(12) C2B 0.0586(15) 0.0528(12) 0.0407(11) 0.0007(10) 0.0059(11) 0.0014(12) C2' 0.0564(15) 0.0572(13) 0.0420(12) -0.0033(10) -0.0039(12) 0.0036(12) O2 0.0739(14) 0.142(2) 0.0578(12) -0.0340(15) -0.0092(12) 0.0204(17) O0M 0.0557(13) 0.208(4) 0.0760(16) -0.066(2) -0.0096(12) 0.0321(18) C0M 0.078(3) 0.212(6) 0.081(3) -0.063(3) -0.004(2) 0.043(3) OW 0.0574(12) 0.0443(9) 0.0960(16) -0.0056(10) 0.0265(12) -0.0060(9) _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 1.515(5) . ? C0T2 C0T4 1.507(5) . ? C0T3 C0T4 1.529(4) . ? C0T4 C0' 1.539(3) . ? C0' O0 1.233(3) . ? C0' N1 1.340(3) . ? N1 C1A 1.465(3) . ? N1 C1D 1.473(3) . ? C1A C1' 1.522(3) . ? C1A C1B 1.531(3) . ? C1B C1G 1.507(4) . ? C1G C1D 1.509(4) . ? C1' O1 1.217(3) . ? C1' N2 1.329(3) . ? N2 C2B 1.444(3) . ? C2A C2' 1.496(3) . ? C2A C2B 1.511(4) . ? C2' O2 1.182(4) . ? C2' O0M 1.295(4) . ? O0M C0M 1.440(4) . ? 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 C0T2 C0T4 C0T1 112.2(3) . . ? C0T2 C0T4 C0T3 108.0(3) . . ? C0T1 C0T4 C0T3 108.2(3) . . ? C0T2 C0T4 C0' 107.0(2) . . ? C0T1 C0T4 C0' 114.5(2) . . ? C0T3 C0T4 C0' 106.8(2) . . ? O0 C0' N1 118.2(2) . . ? O0 C0' C0T4 119.5(2) . . ? N1 C0' C0T4 122.3(2) . . ? C0' N1 C1A 118.56(18) . . ? C0' N1 C1D 130.2(2) . . ? C1A N1 C1D 110.92(19) . . ? N1 C1A C1' 112.26(17) . . ? N1 C1A C1B 103.35(19) . . ? C1' C1A C1B 110.9(2) . . ? C1G C1B C1A 102.9(2) . . ? C1D C1G C1B 103.3(2) . . ? N1 C1D C1G 103.7(2) . . ? O1 C1' N2 123.8(2) . . ? O1 C1' C1A 121.9(2) . . ? N2 C1' C1A 114.2(2) . . ? C1' N2 C2B 122.4(2) . . ? C2' C2A C2B 112.4(2) . . ? N2 C2B C2A 111.2(2) . . ? O2 C2' O0M 122.2(3) . . ? O2 C2' C2A 125.4(3) . . ? O0M C2' C2A 112.3(2) . . ? C2' O0M C0M 117.5(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 C0T2 C0T4 C0' O0 -90.5(3) . . . . ? C0T1 C0T4 C0' O0 144.6(3) . . . . ? C0T3 C0T4 C0' O0 24.9(4) . . . . ? C0T2 C0T4 C0' N1 88.1(3) . . . . ? C0T1 C0T4 C0' N1 -36.8(4) . . . . ? C0T3 C0T4 C0' N1 -156.5(3) . . . . ? O0 C0' N1 C1A -2.0(3) . . . . ? C0T4 C0' N1 C1A 179.3(2) . . . . ? O0 C0' N1 C1D 171.4(2) . . . . ? C0T4 C0' N1 C1D -7.3(4) . . . . ? C0' N1 C1A C1' -54.1(3) . . . . ? C1D N1 C1A C1' 131.3(2) . . . . ? C0' N1 C1A C1B -173.7(2) . . . . ? C1D N1 C1A C1B 11.7(2) . . . . ? N1 C1A C1B C1G -31.8(3) . . . . ? C1' C1A C1B C1G -152.3(2) . . . . ? C1A C1B C1G C1D 40.1(3) . . . . ? C0' N1 C1D C1G -160.7(2) . . . . ? C1A N1 C1D C1G 13.0(3) . . . . ? C1B C1G C1D N1 -32.8(3) . . . . ? N1 C1A C1' O1 -38.7(3) . . . . ? C1B C1A C1' O1 76.4(3) . . . . ? N1 C1A C1' N2 144.8(2) . . . . ? C1B C1A C1' N2 -100.1(2) . . . . ? O1 C1' N2 C2B 1.9(4) . . . . ? C1A C1' N2 C2B 178.3(2) . . . . ? C1' N2 C2B C2A 99.5(3) . . . . ? C2' C2A C2B N2 179.0(2) . . . . ? C2B C2A C2' O2 18.7(4) . . . . ? C2B C2A C2' O0M -164.1(3) . . . . ? O2 C2' O0M C0M -0.8(7) . . . . ? C2A C2' O0M C0M -178.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.325 _refine_diff_density_min -0.155 _refine_diff_density_rms 0.047 # Attachment 'peptide4.cif' data_pdava _database_code_depnum_ccdc_archive 'CCDC 613221' _audit_creation_method SHELXL-97 _chemical_name_systematic ; pivaloyl-prolyl-delta-aminovaleric acid-methyl ester ; _chemical_name_common 'pivaloyl-prolyl-delta-aminovaleric acid-methyl ester' _chemical_melting_point ? _chemical_formula_moiety 'C16 H28 N2 O4 * H2O' _chemical_formula_sum 'C16 H28 N2 O5' _chemical_formula_weight 328.40 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 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 11.330(10) _cell_length_b 25.56(2) _cell_length_c 6.243(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1808(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 0.37 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.089 _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 7348 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 23.26 _reflns_number_total 1533 _reflns_number_gt 1406 _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^)+(0.0852P)^2^+5.6861P] 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 1533 _refine_ls_number_parameters 208 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0980 _refine_ls_R_factor_gt 0.0919 _refine_ls_wR_factor_ref 0.2382 _refine_ls_wR_factor_gt 0.2344 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _refine_ls_shift/su_max 0.030 _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 -0.1298(12) 0.1237(5) 0.337(3) 0.113(6) Uani 1 1 d . . . H0T1 H -0.0971 0.1315 0.4749 0.169 Uiso 1 1 calc R . . H0T2 H -0.1758 0.0922 0.3453 0.169 Uiso 1 1 calc R . . H0T3 H -0.1792 0.1521 0.2913 0.169 Uiso 1 1 calc R . . C0T2 C 0.0435(12) 0.0725(4) 0.250(3) 0.126(7) Uani 1 1 d . . . H0T4 H 0.0785 0.0813 0.3850 0.189 Uiso 1 1 calc R . . H0T5 H 0.1045 0.0660 0.1465 0.189 Uiso 1 1 calc R . . H0T6 H -0.0043 0.0417 0.2655 0.189 Uiso 1 1 calc R . . C0T3 C -0.0849(12) 0.1041(5) -0.036(2) 0.103(5) Uani 1 1 d . . . H0T7 H -0.1319 0.0730 -0.0247 0.154 Uiso 1 1 calc R . . H0T8 H -0.0238 0.0987 -0.1405 0.154 Uiso 1 1 calc R . . H0T9 H -0.1339 0.1328 -0.0800 0.154 Uiso 1 1 calc R . . C0T4 C -0.0304(8) 0.1162(3) 0.1762(18) 0.055(2) Uani 1 1 d . . . C0' C 0.0448(8) 0.1649(3) 0.1766(15) 0.041(2) Uani 1 1 d . . . O0 O 0.0427(6) 0.1929(2) 0.3340(11) 0.0581(18) Uani 1 1 d . . . N1 N 0.1141(5) 0.1772(2) 0.0108(11) 0.0371(16) Uani 1 1 d . . . C1A C 0.1859(6) 0.2238(3) 0.0323(15) 0.038(2) Uani 1 1 d . . . H1A H 0.2463 0.2180 0.1419 0.045 Uiso 1 1 calc R . . C1' C 0.1172(7) 0.2717(3) 0.0859(13) 0.0368(19) Uani 1 1 d . . . O1 O 0.0222(5) 0.2808(2) -0.0070(11) 0.0525(17) Uani 1 1 d . . . C1B C 0.2439(8) 0.2283(4) -0.1841(16) 0.053(2) Uani 1 1 d . . . H1B1 H 0.3207 0.2448 -0.1729 0.064 Uiso 1 1 calc R . . H1B2 H 0.1952 0.2482 -0.2825 0.064 Uiso 1 1 calc R . . C1G C 0.2549(8) 0.1727(4) -0.2547(16) 0.053(2) Uani 1 1 d . . . H1G1 H 0.2621 0.1704 -0.4093 0.064 Uiso 1 1 calc R . . H1G2 H 0.3229 0.1561 -0.1893 0.064 Uiso 1 1 calc R . . C1D C 0.1427(8) 0.1480(3) -0.1796(16) 0.055(3) Uani 1 1 d . . . H1D1 H 0.0811 0.1513 -0.2864 0.066 Uiso 1 1 calc R . . H1D2 H 0.1543 0.1112 -0.1470 0.066 Uiso 1 1 calc R . . N2 N 0.1683(6) 0.3039(2) 0.2165(12) 0.0442(18) Uani 1 1 d . . . H2 H 0.2360 0.2955 0.2684 0.053 Uiso 1 1 calc R . . C2D C 0.1172(8) 0.3529(3) 0.2785(17) 0.053(2) Uani 1 1 d . . . H2D1 H 0.0652 0.3649 0.1653 0.063 Uiso 1 1 calc R . . H2D2 H 0.1796 0.3786 0.2949 0.063 Uiso 1 1 calc R . . C2G C 0.0497(7) 0.3496(3) 0.4807(15) 0.043(2) Uani 1 1 d . . . H2G1 H 0.1015 0.3377 0.5945 0.051 Uiso 1 1 calc R . . H2G2 H -0.0130 0.3240 0.4647 0.051 Uiso 1 1 calc R . . C2B C -0.0027(8) 0.4011(3) 0.5416(15) 0.048(2) Uani 1 1 d . . . H2B1 H 0.0601 0.4265 0.5589 0.057 Uiso 1 1 calc R . . H2B2 H -0.0537 0.4131 0.4267 0.057 Uiso 1 1 calc R . . C2A C -0.0720(10) 0.3981(4) 0.7430(17) 0.067(3) Uani 1 1 d . . . H2A1 H -0.1373 0.3742 0.7204 0.080 Uiso 1 1 calc R . . H2A2 H -0.0221 0.3831 0.8531 0.080 Uiso 1 1 calc R . . C2' C -0.1195(9) 0.4472(4) 0.824(2) 0.059(3) Uani 1 1 d D . . O2 O -0.1543(9) 0.4817(3) 0.7138(15) 0.100(3) Uani 1 1 d D . . O0M O -0.1255(8) 0.4498(3) 1.0294(13) 0.081(2) Uani 1 1 d . . . C0M C -0.1722(13) 0.4952(5) 1.1202(19) 0.093(4) Uani 1 1 d . . . H0M1 H -0.1714 0.4922 1.2735 0.140 Uiso 1 1 calc R . . H0M2 H -0.2519 0.4999 1.0718 0.140 Uiso 1 1 calc R . . H0M3 H -0.1255 0.5248 1.0778 0.140 Uiso 1 1 calc R . . OW O 0.4015(5) 0.2687(2) 0.3365(11) 0.0560(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C0T1 0.093(9) 0.102(9) 0.143(14) -0.033(10) 0.052(10) -0.053(8) C0T2 0.103(10) 0.055(6) 0.22(2) 0.029(10) -0.025(14) -0.003(7) C0T3 0.100(9) 0.130(11) 0.077(9) 0.000(8) 0.001(8) -0.090(9) C0T4 0.051(5) 0.047(5) 0.067(6) -0.008(5) -0.001(6) -0.005(4) C0' 0.042(5) 0.041(4) 0.041(5) -0.005(4) -0.008(4) 0.002(4) O0 0.052(4) 0.064(4) 0.058(4) -0.019(4) 0.011(4) -0.012(3) N1 0.029(3) 0.046(4) 0.036(4) -0.011(3) 0.002(4) -0.002(3) C1A 0.027(4) 0.036(4) 0.049(5) -0.010(4) -0.002(4) -0.004(3) C1' 0.033(4) 0.042(4) 0.035(4) -0.007(4) 0.005(4) -0.009(4) O1 0.034(3) 0.053(4) 0.070(4) -0.010(4) -0.009(3) 0.007(3) C1B 0.042(5) 0.063(6) 0.054(6) -0.019(5) 0.025(5) -0.002(5) C1G 0.049(5) 0.066(6) 0.044(5) -0.012(5) 0.017(5) 0.010(5) C1D 0.054(6) 0.054(5) 0.056(6) -0.021(5) -0.002(5) 0.008(4) N2 0.032(3) 0.041(4) 0.060(5) -0.014(4) -0.012(4) 0.004(3) C2D 0.043(5) 0.039(4) 0.076(7) -0.012(5) -0.012(5) 0.002(4) C2G 0.040(4) 0.044(5) 0.044(5) -0.009(4) 0.002(4) 0.008(4) C2B 0.050(5) 0.040(4) 0.054(6) 0.008(4) 0.003(5) 0.004(4) C2A 0.093(8) 0.053(6) 0.054(6) -0.006(5) -0.003(6) 0.024(6) C2' 0.057(6) 0.042(5) 0.078(8) -0.003(6) 0.008(6) 0.015(5) O2 0.125(8) 0.078(5) 0.096(6) 0.004(5) 0.023(7) 0.047(5) O0M 0.116(7) 0.068(5) 0.059(5) -0.016(4) 0.018(5) 0.034(5) C0M 0.106(10) 0.094(8) 0.079(8) -0.039(8) 0.003(8) 0.037(8) OW 0.035(3) 0.079(4) 0.054(4) -0.024(4) -0.006(3) 0.010(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 1.519(16) . ? C0T2 C0T4 1.468(15) . ? C0T3 C0T4 1.495(16) . ? C0T4 C0' 1.510(12) . ? C0' O0 1.215(10) . ? C0' N1 1.336(11) . ? N1 C1A 1.448(9) . ? N1 C1D 1.441(11) . ? C1A C1' 1.488(11) . ? C1A C1B 1.506(12) . ? C1' O1 1.245(10) . ? C1' N2 1.296(10) . ? C1B C1G 1.494(12) . ? C1G C1D 1.495(13) . ? N2 C2D 1.432(10) . ? C2D C2G 1.479(13) . ? C2G C2B 1.494(11) . ? C2B C2A 1.484(13) . ? C2A C2' 1.456(13) . ? C2' O2 1.184(11) . ? C2' O0M 1.288(13) . ? O0M C0M 1.397(12) . ? 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 C0T3 C0T4 C0T2 110.8(11) . . ? C0T3 C0T4 C0' 113.9(9) . . ? C0T2 C0T4 C0' 107.8(8) . . ? C0T3 C0T4 C0T1 107.8(10) . . ? C0T2 C0T4 C0T1 108.2(12) . . ? C0' C0T4 C0T1 108.3(8) . . ? O0 C0' N1 120.0(7) . . ? O0 C0' C0T4 118.4(9) . . ? N1 C0' C0T4 121.6(8) . . ? C0' N1 C1A 116.8(7) . . ? C0' N1 C1D 130.5(7) . . ? C1A N1 C1D 112.1(7) . . ? N1 C1A C1' 113.8(6) . . ? N1 C1A C1B 103.0(7) . . ? C1' C1A C1B 111.5(8) . . ? O1 C1' N2 124.1(8) . . ? O1 C1' C1A 120.1(7) . . ? N2 C1' C1A 115.5(7) . . ? C1A C1B C1G 103.2(8) . . ? C1D C1G C1B 103.8(7) . . ? N1 C1D C1G 103.4(7) . . ? C1' N2 C2D 123.0(7) . . ? N2 C2D C2G 112.9(8) . . ? C2D C2G C2B 111.9(7) . . ? C2A C2B C2G 112.4(7) . . ? C2' C2A C2B 116.4(9) . . ? O2 C2' O0M 121.5(10) . . ? O2 C2' C2A 124.3(11) . . ? O0M C2' C2A 114.1(9) . . ? C2' O0M C0M 117.8(9) . . ? 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 C0T3 C0T4 C0' O0 142.5(10) . . . . ? C0T2 C0T4 C0' O0 -94.2(12) . . . . ? C0T1 C0T4 C0' O0 22.6(13) . . . . ? C0T3 C0T4 C0' N1 -38.6(13) . . . . ? C0T2 C0T4 C0' N1 84.8(13) . . . . ? C0T1 C0T4 C0' N1 -158.4(10) . . . . ? O0 C0' N1 C1A 1.3(11) . . . . ? C0T4 C0' N1 C1A -177.7(7) . . . . ? O0 C0' N1 C1D 171.7(8) . . . . ? C0T4 C0' N1 C1D -7.2(13) . . . . ? C0' N1 C1A C1' -54.9(10) . . . . ? C1D N1 C1A C1' 133.0(8) . . . . ? C0' N1 C1A C1B -175.8(7) . . . . ? C1D N1 C1A C1B 12.1(9) . . . . ? N1 C1A C1' O1 -43.3(12) . . . . ? C1B C1A C1' O1 72.7(9) . . . . ? N1 C1A C1' N2 142.8(7) . . . . ? C1B C1A C1' N2 -101.2(9) . . . . ? N1 C1A C1B C1G -30.9(9) . . . . ? C1' C1A C1B C1G -153.3(8) . . . . ? C1A C1B C1G C1D 38.6(10) . . . . ? C0' N1 C1D C1G -159.1(8) . . . . ? C1A N1 C1D C1G 11.6(9) . . . . ? C1B C1G C1D N1 -30.9(10) . . . . ? O1 C1' N2 C2D 3.7(13) . . . . ? C1A C1' N2 C2D 177.3(8) . . . . ? C1' N2 C2D C2G 94.2(10) . . . . ? N2 C2D C2G C2B -179.9(7) . . . . ? C2D C2G C2B C2A 179.3(8) . . . . ? C2G C2B C2A C2' 175.7(9) . . . . ? C2B C2A C2' O2 35.4(16) . . . . ? C2B C2A C2' O0M -147.4(10) . . . . ? O2 C2' O0M C0M -1.5(19) . . . . ? C2A C2' O0M C0M -178.8(10) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.307 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.065 # Attachment 'peptide5.cif' data_bgabu _database_code_depnum_ccdc_archive 'CCDC 613222' _audit_creation_method SHELXL-97 _chemical_name_systematic ; t-butyloxycarbonyl-prolyl-gaba-aminobutyric acid ; _chemical_name_common 't-butyloxycarbonyl-prolyl-gaba-aminobutyric acid' _chemical_melting_point ? _chemical_formula_moiety 'C14 H24 N2 O5' _chemical_formula_sum 'C14 H24 N2 O5' _chemical_formula_weight 300.35 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 Hexagonal _symmetry_space_group_name_H-M P6(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' '-x, -y, z+1/2' 'y, -x+y, z+5/6' 'x-y, x, z+1/6' _cell_length_a 9.7591(16) _cell_length_b 9.7591(16) _cell_length_c 29.158(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2405.0(10) _cell_formula_units_Z 6 _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 0.55 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 0.094 _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 19265 _diffrn_reflns_av_R_equivalents 0.1109 _diffrn_reflns_av_sigmaI/netI 0.0505 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 27.40 _reflns_number_total 1809 _reflns_number_gt 1537 _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^)+(0.0547P)^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 10(10) _refine_ls_number_reflns 1809 _refine_ls_number_parameters 218 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0990 _refine_ls_R_factor_gt 0.0773 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1243 _refine_ls_goodness_of_fit_ref 1.263 _refine_ls_restrained_S_all 1.263 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C0T1 C 0.6294(6) 0.5917(6) 0.1434(2) 0.0676(15) Uani 1 1 d . . . H0T1 H 0.5562 0.5646 0.1184 0.101 Uiso 1 1 calc R . . H0T2 H 0.6974 0.7044 0.1444 0.101 Uiso 1 1 calc R . . H0T3 H 0.5720 0.5557 0.1717 0.101 Uiso 1 1 calc R . . C0T2 C 0.8461(6) 0.5538(6) 0.17473(19) 0.0641(15) Uani 1 1 d . . . H0T4 H 0.9077 0.5038 0.1689 0.096 Uiso 1 1 calc R . . H0T5 H 0.7911 0.5164 0.2034 0.096 Uiso 1 1 calc R . . H0T6 H 0.9148 0.6663 0.1762 0.096 Uiso 1 1 calc R . . C0T3 C 0.8100(7) 0.5531(7) 0.09041(19) 0.0713(16) Uani 1 1 d . . . H0T7 H 0.8716 0.5016 0.0878 0.107 Uiso 1 1 calc R . . H0T8 H 0.8783 0.6655 0.0879 0.107 Uiso 1 1 calc R . . H0T9 H 0.7326 0.5171 0.0664 0.107 Uiso 1 1 calc R . . C0T4 C 0.7274(5) 0.5140(5) 0.13645(15) 0.0441(10) Uani 1 1 d . . . O O 0.6281(3) 0.3405(3) 0.14101(9) 0.0430(7) Uani 1 1 d . . . C0' C 0.5158(4) 0.2574(4) 0.11019(13) 0.0346(9) Uani 1 1 d . . . O0 O 0.4680(4) 0.3130(3) 0.08099(9) 0.0470(8) Uani 1 1 d . . . N1 N 0.4601(4) 0.1018(4) 0.11522(12) 0.0404(8) Uani 1 1 d . . . C1A C 0.3141(5) -0.0128(5) 0.09219(14) 0.0386(9) Uani 1 1 d . . . H1A H 0.329(4) -0.010(4) 0.0602(13) 0.022(9) Uiso 1 1 d . . . C1B C 0.2881(6) -0.1725(5) 0.1101(2) 0.0641(13) Uani 1 1 d . . . H1B1 H 0.2055 -0.2152 0.1332 0.077 Uiso 1 1 calc R . . H1B2 H 0.2580 -0.2482 0.0852 0.077 Uiso 1 1 calc R . . C1G C 0.4448(6) -0.1378(5) 0.1305(2) 0.0648(14) Uani 1 1 d . . . H1G1 H 0.5129 -0.1436 0.1073 0.078 Uiso 1 1 calc R . . H1G2 H 0.4292 -0.2118 0.1549 0.078 Uiso 1 1 calc R . . C1D C 0.5147(6) 0.0288(5) 0.14898(16) 0.0484(11) Uani 1 1 d . . . H1D1 H 0.4745 0.0294 0.1794 0.058 Uiso 1 1 calc R . . H1D2 H 0.6293 0.0818 0.1500 0.058 Uiso 1 1 calc R . . C1' C 0.1778(4) 0.0142(5) 0.10515(13) 0.0370(9) Uani 1 1 d . . . O1 O 0.1637(4) 0.0458(4) 0.14487(10) 0.0590(9) Uani 1 1 d . . . N2 N 0.0780(4) -0.0046(4) 0.07201(12) 0.0398(8) Uani 1 1 d . . . H2 H 0.096(5) -0.025(5) 0.0456(15) 0.032(11) Uiso 1 1 d . . . C2G C -0.0579(5) 0.0168(5) 0.07892(15) 0.0459(11) Uani 1 1 d . . . H2G1 H -0.0834 0.0064 0.1113 0.055 Uiso 1 1 calc R . . H2G2 H -0.1482 -0.0666 0.0629 0.055 Uiso 1 1 calc R . . C2B C -0.0304(6) 0.1759(6) 0.06221(17) 0.0497(11) Uani 1 1 d . . . H2B1 H -0.012(5) 0.180(5) 0.0324(17) 0.033(11) Uiso 1 1 d . . . H2B2 H -0.123(6) 0.176(5) 0.0669(15) 0.045(12) Uiso 1 1 d . . . C2A C 0.1035(6) 0.3155(6) 0.08593(15) 0.0450(10) Uani 1 1 d . . . H2A1 H 0.196(5) 0.307(4) 0.0851(12) 0.027(9) Uiso 1 1 d . . . H2A2 H 0.127(6) 0.408(6) 0.0712(16) 0.051(13) Uiso 1 1 d . . . C2' C 0.0698(5) 0.3307(5) 0.13478(15) 0.0413(10) Uani 1 1 d . . . O2 O -0.0583(4) 0.2574(4) 0.15288(11) 0.0609(9) Uani 1 1 d . . . O3 O 0.1957(4) 0.4358(4) 0.15781(12) 0.0629(9) Uani 1 1 d . . . H3 H 0.171(7) 0.445(6) 0.188(2) 0.078(18) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C0T1 0.060(3) 0.048(3) 0.094(4) -0.011(3) -0.004(3) 0.026(3) C0T2 0.046(3) 0.056(3) 0.082(4) -0.033(3) -0.016(3) 0.019(3) C0T3 0.057(3) 0.054(3) 0.078(4) 0.000(3) 0.014(3) 0.008(3) C0T4 0.033(2) 0.032(2) 0.058(3) -0.0070(19) -0.001(2) 0.0093(18) O 0.0398(16) 0.0297(15) 0.0478(16) -0.0017(12) -0.0120(13) 0.0086(13) C0' 0.032(2) 0.032(2) 0.0353(19) -0.0006(17) -0.0010(17) 0.0130(18) O0 0.0519(18) 0.0394(16) 0.0464(17) 0.0001(13) -0.0160(14) 0.0203(15) N1 0.0329(18) 0.0318(18) 0.049(2) 0.0000(15) -0.0075(15) 0.0109(15) C1A 0.036(2) 0.031(2) 0.041(2) -0.0045(17) -0.0035(17) 0.0108(18) C1B 0.058(3) 0.038(3) 0.093(3) -0.007(3) -0.003(3) 0.022(2) C1G 0.068(3) 0.050(3) 0.083(3) 0.003(3) -0.003(3) 0.034(3) C1D 0.046(2) 0.043(3) 0.056(2) 0.004(2) -0.008(2) 0.022(2) C1' 0.038(2) 0.028(2) 0.034(2) -0.0058(16) -0.0003(18) 0.0086(17) O1 0.063(2) 0.084(2) 0.0381(17) -0.0143(16) -0.0074(15) 0.0433(19) N2 0.041(2) 0.037(2) 0.0352(18) -0.0108(15) -0.0053(16) 0.0151(17) C2G 0.032(2) 0.045(3) 0.050(2) -0.013(2) -0.0085(19) 0.0119(19) C2B 0.054(3) 0.066(3) 0.038(3) -0.005(2) -0.011(2) 0.036(3) C2A 0.055(3) 0.044(3) 0.042(2) 0.008(2) 0.001(2) 0.029(2) C2' 0.049(3) 0.041(2) 0.045(2) -0.002(2) -0.005(2) 0.030(2) O2 0.047(2) 0.074(2) 0.0570(19) -0.0111(17) 0.0035(16) 0.0265(18) O3 0.056(2) 0.063(2) 0.054(2) -0.0151(17) -0.0033(17) 0.0186(18) _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(7) . ? C0T2 C0T4 1.513(7) . ? C0T3 C0T4 1.513(7) . ? C0T4 O 1.477(5) . ? O C0' 1.333(5) . ? C0' O0 1.220(5) . ? C0' N1 1.341(5) . ? N1 C1A 1.462(5) . ? N1 C1D 1.463(5) . ? C1A C1' 1.527(6) . ? C1A C1B 1.540(7) . ? C1B C1G 1.514(8) . ? C1G C1D 1.513(6) . ? C1' O1 1.224(5) . ? C1' N2 1.318(5) . ? N2 C2G 1.456(6) . ? C2G C2B 1.518(7) . ? C2B C2A 1.504(7) . ? C2A C2' 1.486(6) . ? C2' O2 1.208(5) . ? C2' O3 1.324(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 O C0T4 C0T1 110.4(3) . . ? O C0T4 C0T2 101.9(4) . . ? C0T1 C0T4 C0T2 111.8(4) . . ? O C0T4 C0T3 109.3(4) . . ? C0T1 C0T4 C0T3 112.6(4) . . ? C0T2 C0T4 C0T3 110.3(4) . . ? C0' O C0T4 120.3(3) . . ? O0 C0' O 125.5(3) . . ? O0 C0' N1 123.4(3) . . ? O C0' N1 111.1(3) . . ? C0' N1 C1A 120.3(3) . . ? C0' N1 C1D 125.8(3) . . ? C1A N1 C1D 112.9(3) . . ? N1 C1A C1' 110.7(3) . . ? N1 C1A C1B 102.9(3) . . ? C1' C1A C1B 111.9(3) . . ? C1G C1B C1A 105.7(4) . . ? C1B C1G C1D 104.0(4) . . ? N1 C1D C1G 101.9(4) . . ? O1 C1' N2 124.1(4) . . ? O1 C1' C1A 119.7(4) . . ? N2 C1' C1A 116.2(3) . . ? C1' N2 C2G 122.8(4) . . ? N2 C2G C2B 113.2(4) . . ? C2A C2B C2G 114.1(4) . . ? C2' C2A C2B 113.3(4) . . ? O2 C2' O3 121.5(4) . . ? O2 C2' C2A 125.1(4) . . ? O3 C2' C2A 113.4(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 C0T1 C0T4 O C0' 67.0(5) . . . . ? C0T2 C0T4 O C0' -174.1(4) . . . . ? C0T3 C0T4 O C0' -57.4(5) . . . . ? C0T4 O C0' O0 -11.8(6) . . . . ? C0T4 O C0' N1 168.2(3) . . . . ? O0 C0' N1 C1A -13.4(6) . . . . ? O C0' N1 C1A 166.5(3) . . . . ? O0 C0' N1 C1D 178.8(4) . . . . ? O C0' N1 C1D -1.2(6) . . . . ? C0' N1 C1A C1' -56.0(5) . . . . ? C1D N1 C1A C1' 113.3(4) . . . . ? C0' N1 C1A C1B -175.7(4) . . . . ? C1D N1 C1A C1B -6.5(5) . . . . ? N1 C1A C1B C1G -16.2(5) . . . . ? C1' C1A C1B C1G -135.1(4) . . . . ? C1A C1B C1G C1D 32.2(6) . . . . ? C0' N1 C1D C1G -165.3(4) . . . . ? C1A N1 C1D C1G 26.2(5) . . . . ? C1B C1G C1D N1 -34.8(5) . . . . ? N1 C1A C1' O1 -41.0(5) . . . . ? C1B C1A C1' O1 73.2(5) . . . . ? N1 C1A C1' N2 141.5(4) . . . . ? C1B C1A C1' N2 -104.3(4) . . . . ? O1 C1' N2 C2G 2.6(6) . . . . ? C1A C1' N2 C2G 180.0(3) . . . . ? C1' N2 C2G C2B 100.4(5) . . . . ? N2 C2G C2B C2A -60.8(6) . . . . ? C2G C2B C2A C2' -68.9(6) . . . . ? C2B C2A C2' O2 -11.5(6) . . . . ? C2B C2A C2' O3 169.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.187 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.042