# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Krishna Ganesh' 'T. Govindaraju' 'Vaijayanti A. Kumar' _publ_contact_author_name 'Dr Krishna Ganesh' _publ_contact_author_address ; Division of Organic Chemistry (Synthesis) National Chemical Laboratory Pashan Road Pune 411008 INDIA ; _publ_contact_author_email KNG@EMS.NCL.RES.IN _publ_requested_journal 'Chemical Communications' _publ_section_title ; cis-Cyclopentyl PNA (cpPNA) as constrained chiral PNA analogues: Stereochemical dependence of DNA/RNA hybridization ; data_(1S2R)9 _database_code_depnum_ccdc_archive 'CCDC 227530' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-[(2R)-t-Boc-Aminocyclopent-(1S)-yl]-N-(thymin-1-acetyl)-glycine ethyl ester ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H32 N4 O7' _chemical_formula_weight 452.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 10.6505(7) _cell_length_b 10.6505(7) _cell_length_c 43.402(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4923.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6021 _cell_measurement_theta_min 2.374 _cell_measurement_theta_max 26.742 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.9438 _exptl_absorpt_correction_T_max 0.9786 _exptl_absorpt_process_details 'Bruker SADABS' _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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34716 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -51 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4339 _reflns_number_gt 4264 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0350P)^2^+2.9963P] 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 0(2) _refine_ls_number_reflns 4339 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.1543 _refine_ls_wR_factor_gt 0.1537 _refine_ls_goodness_of_fit_ref 1.370 _refine_ls_restrained_S_all 1.370 _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 O1 O 0.9227(3) -0.0431(3) 0.13061(6) 0.0657(8) Uani 1 1 d . . . O2 O 0.9156(3) 0.1370(3) 0.21299(5) 0.0628(8) Uani 1 1 d . . . O3 O 0.6768(3) -0.1834(3) 0.24841(7) 0.0768(9) Uani 1 1 d . . . O4 O 1.1501(3) 0.1243(3) 0.09355(7) 0.0760(9) Uani 1 1 d . . . O5 O 1.1289(3) 0.0554(3) 0.04550(5) 0.0576(7) Uani 1 1 d . . . O6 O 0.5988(3) 0.0433(3) 0.10863(6) 0.0729(9) Uani 1 1 d . . . O7 O 0.5851(3) -0.0361(3) 0.06033(8) 0.0829(10) Uani 1 1 d . . . N1 N 0.8877(3) 0.1269(3) 0.10106(6) 0.0431(7) Uani 1 1 d . . . N2 N 0.7842(3) 0.0408(3) 0.17930(6) 0.0469(7) Uani 1 1 d . . . N3 N 0.7932(3) -0.0237(3) 0.22955(6) 0.0518(8) Uani 1 1 d . . . H3 H 0.8241 -0.0139 0.2477 0.034(9) Uiso 1 1 calc R . . N4 N 0.6605(3) 0.1542(3) 0.06708(7) 0.0501(8) Uani 1 1 d . . . H4 H 0.6660 0.1553 0.0473 0.051(11) Uiso 1 1 calc R . . C1 C 0.8389(4) 0.2540(3) 0.09711(7) 0.0427(8) Uani 1 1 d . . . H1 H 0.8387 0.2929 0.1176 0.037(9) Uiso 1 1 calc R . . C2 C 0.7015(4) 0.2630(3) 0.08458(9) 0.0518(9) Uani 1 1 d . . . H2 H 0.6445 0.2744 0.1021 0.037(9) Uiso 1 1 calc R . . C3 C 0.7016(5) 0.3834(4) 0.06546(14) 0.0868(17) Uani 1 1 d . . . H3A H 0.6899 0.3638 0.0438 0.12(2) Uiso 1 1 calc R . . H3B H 0.6340 0.4382 0.0720 0.097(18) Uiso 1 1 calc R . . C4 C 0.8265(5) 0.4467(4) 0.07031(12) 0.0745(13) Uani 1 1 d . . . H4A H 0.8234 0.5035 0.0878 0.14(2) Uiso 1 1 calc R . . H4B H 0.8515 0.4933 0.0521 0.072(13) Uiso 1 1 calc R . . C5 C 0.9156(5) 0.3392(4) 0.07640(11) 0.0670(12) Uani 1 1 d . . . H5A H 0.9911 0.3679 0.0867 0.11(2) Uiso 1 1 calc R . . H5B H 0.9386 0.2969 0.0574 0.084(15) Uiso 1 1 calc R . . C6 C 0.8810(4) 0.0619(3) 0.12768(8) 0.0458(8) Uani 1 1 d . . . C7 C 0.8165(4) 0.1275(3) 0.15445(7) 0.0473(9) Uani 1 1 d . . . H7A H 0.8716 0.1923 0.1625 0.036(9) Uiso 1 1 calc R . . H7B H 0.7406 0.1679 0.1471 0.043(9) Uiso 1 1 calc R . . C8 C 0.8366(4) 0.0563(4) 0.20747(8) 0.0458(8) Uani 1 1 d . . . C9 C 0.7063(4) -0.1179(4) 0.22642(8) 0.0514(9) Uani 1 1 d . . . C10 C 0.6567(4) -0.1306(4) 0.19573(8) 0.0522(10) Uani 1 1 d . . . C11 C 0.6958(4) -0.0521(4) 0.17407(8) 0.0536(10) Uani 1 1 d . . . H11 H 0.6622 -0.0598 0.1544 0.051(10) Uiso 1 1 calc R . . C12 C 0.5611(6) -0.2311(5) 0.18938(12) 0.0839(16) Uani 1 1 d . . . H12A H 0.4863 -0.2143 0.2010 0.14(3) Uiso 1 1 calc R . . H12B H 0.5945 -0.3113 0.1953 0.103(18) Uiso 1 1 calc R . . H12C H 0.5415 -0.2320 0.1678 0.13(2) Uiso 1 1 calc R . . C13 C 0.9463(4) 0.0644(4) 0.07491(8) 0.0518(9) Uani 1 1 d . . . H13A H 0.9076 0.0942 0.0561 0.085(15) Uiso 1 1 calc R . . H13B H 0.9309 -0.0252 0.0764 0.039(9) Uiso 1 1 calc R . . C14 C 1.0861(4) 0.0867(3) 0.07313(8) 0.0477(8) Uani 1 1 d . . . C15 C 1.2625(4) 0.0726(5) 0.04016(11) 0.0761(13) Uani 1 1 d . . . H15A H 1.3103 0.0280 0.0557 0.095(18) Uiso 1 1 calc R . . H15B H 1.2837 0.1610 0.0414 0.100(19) Uiso 1 1 calc R . . C16 C 1.2933(5) 0.0233(7) 0.00921(11) 0.0913(17) Uani 1 1 d . . . H16A H 1.2619 -0.0608 0.0073 0.12(2) Uiso 1 1 calc R . . H16B H 1.3828 0.0232 0.0065 0.094(17) Uiso 1 1 calc R . . H16C H 1.2553 0.0756 -0.0062 0.12(2) Uiso 1 1 calc R . . C17 C 0.6144(4) 0.0529(4) 0.08101(9) 0.0563(10) Uani 1 1 d . . . C18 C 0.5590(7) -0.1656(5) 0.07044(17) 0.114(2) Uani 1 1 d . . . C19 C 0.4421(7) -0.1702(7) 0.0899(3) 0.192(5) Uani 1 1 d . . . H19A H 0.4508 -0.1137 0.1070 0.288 Uiso 1 1 calc R . . H19B H 0.4299 -0.2541 0.0974 0.288 Uiso 1 1 calc R . . H19C H 0.3710 -0.1458 0.0777 0.288 Uiso 1 1 calc R . . C20 C 0.5403(11) -0.2321(7) 0.0405(2) 0.212(6) Uani 1 1 d . . . H20A H 0.4833 -0.1849 0.0278 0.318 Uiso 1 1 calc R . . H20B H 0.5061 -0.3141 0.0442 0.318 Uiso 1 1 calc R . . H20C H 0.6195 -0.2400 0.0301 0.318 Uiso 1 1 calc R . . C21 C 0.6712(6) -0.2171(5) 0.08803(18) 0.124(3) Uani 1 1 d . . . H21A H 0.7437 -0.2171 0.0749 0.186 Uiso 1 1 calc R . . H21B H 0.6537 -0.3014 0.0946 0.186 Uiso 1 1 calc R . . H21C H 0.6872 -0.1654 0.1057 0.186 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 O1 0.080(2) 0.0510(17) 0.0663(17) 0.0101(13) 0.0054(15) 0.0244(15) O2 0.076(2) 0.0736(19) 0.0388(13) 0.0077(13) -0.0069(13) -0.0211(17) O3 0.105(3) 0.076(2) 0.0502(15) 0.0152(15) 0.0095(16) -0.0237(18) O4 0.068(2) 0.094(2) 0.0660(17) -0.0221(17) -0.0048(16) -0.0172(18) O5 0.0577(16) 0.0688(18) 0.0464(13) -0.0112(13) 0.0092(12) 0.0005(14) O6 0.085(2) 0.075(2) 0.0588(17) 0.0228(15) -0.0058(15) -0.0211(18) O7 0.104(3) 0.0521(18) 0.093(2) -0.0045(16) -0.032(2) -0.0248(18) N1 0.0525(18) 0.0373(16) 0.0396(14) -0.0017(12) 0.0023(13) -0.0002(13) N2 0.0561(19) 0.0486(18) 0.0359(14) 0.0043(13) -0.0031(13) 0.0002(15) N3 0.068(2) 0.058(2) 0.0293(14) 0.0032(13) -0.0013(14) -0.0026(17) N4 0.066(2) 0.0441(18) 0.0400(16) 0.0043(13) -0.0113(15) -0.0060(15) C1 0.062(2) 0.0382(19) 0.0273(15) -0.0043(13) -0.0026(15) -0.0012(16) C2 0.062(2) 0.044(2) 0.049(2) 0.0009(16) -0.0061(18) 0.0002(18) C3 0.095(4) 0.047(3) 0.119(5) 0.018(3) -0.045(3) 0.000(3) C4 0.090(3) 0.053(3) 0.081(3) 0.029(3) -0.006(3) -0.004(2) C5 0.075(3) 0.055(3) 0.071(3) 0.015(2) 0.000(2) -0.007(2) C6 0.048(2) 0.038(2) 0.052(2) 0.0004(16) -0.0063(16) 0.0036(16) C7 0.061(2) 0.044(2) 0.0370(17) 0.0039(15) -0.0089(16) 0.0030(18) C8 0.051(2) 0.047(2) 0.0391(17) -0.0021(16) 0.0029(16) 0.0048(19) C9 0.063(2) 0.047(2) 0.0443(19) 0.0024(17) 0.0061(17) -0.0009(19) C10 0.059(2) 0.047(2) 0.051(2) 0.0063(17) -0.0023(18) -0.0001(19) C11 0.060(2) 0.057(2) 0.0432(19) 0.0004(18) -0.0130(18) 0.006(2) C12 0.105(4) 0.068(3) 0.079(3) 0.011(3) -0.017(3) -0.021(3) C13 0.059(2) 0.042(2) 0.055(2) -0.0099(17) 0.0051(18) -0.0092(18) C14 0.052(2) 0.0349(19) 0.056(2) -0.0081(16) -0.0014(18) -0.0006(16) C15 0.062(3) 0.088(4) 0.078(3) -0.005(3) 0.014(2) -0.002(3) C16 0.078(4) 0.120(5) 0.077(3) -0.003(3) 0.024(3) 0.010(4) C17 0.053(2) 0.054(2) 0.062(2) 0.0105(19) -0.0219(19) -0.0098(19) C18 0.117(5) 0.048(3) 0.178(6) 0.008(3) -0.082(5) -0.022(3) C19 0.095(5) 0.100(5) 0.380(15) 0.124(8) -0.079(7) -0.057(4) C20 0.294(13) 0.070(5) 0.272(11) -0.032(6) -0.177(11) -0.021(6) C21 0.120(5) 0.065(4) 0.186(7) -0.008(4) -0.073(5) 0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C6 1.211(4) . ? O2 C8 1.226(4) . ? O3 C9 1.223(4) . ? O4 C14 1.188(4) . ? O5 C14 1.325(4) . ? O5 C15 1.453(5) . ? O6 C17 1.215(5) . ? O7 C17 1.342(5) . ? O7 C18 1.474(6) . ? N1 C6 1.349(4) . ? N1 C13 1.456(4) . ? N1 C1 1.460(4) . ? N2 C8 1.354(4) . ? N2 C11 1.384(5) . ? N2 C7 1.461(4) . ? N3 C8 1.363(4) . ? N3 C9 1.372(5) . ? N4 C17 1.330(5) . ? N4 C2 1.454(5) . ? C1 C5 1.516(5) . ? C1 C2 1.564(5) . ? C2 C3 1.527(5) . ? C3 C4 1.506(7) . ? C4 C5 1.510(6) . ? C6 C7 1.520(5) . ? C9 C10 1.439(5) . ? C10 C11 1.325(5) . ? C10 C12 1.503(6) . ? C13 C14 1.510(5) . ? C15 C16 1.479(6) . ? C18 C20 1.495(10) . ? C18 C19 1.505(11) . ? C18 C21 1.521(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 C14 O5 C15 116.7(3) . . ? C17 O7 C18 120.4(4) . . ? C6 N1 C13 117.1(3) . . ? C6 N1 C1 123.9(3) . . ? C13 N1 C1 119.0(3) . . ? C8 N2 C11 121.0(3) . . ? C8 N2 C7 119.5(3) . . ? C11 N2 C7 119.4(3) . . ? C8 N3 C9 128.1(3) . . ? C17 N4 C2 121.3(3) . . ? N1 C1 C5 115.7(3) . . ? N1 C1 C2 115.5(3) . . ? C5 C1 C2 105.1(3) . . ? N4 C2 C3 112.7(3) . . ? N4 C2 C1 114.5(3) . . ? C3 C2 C1 103.9(3) . . ? C4 C3 C2 107.5(4) . . ? C3 C4 C5 103.9(4) . . ? C4 C5 C1 102.7(4) . . ? O1 C6 N1 123.0(3) . . ? O1 C6 C7 120.7(3) . . ? N1 C6 C7 116.3(3) . . ? N2 C7 C6 112.4(3) . . ? O2 C8 N2 123.0(3) . . ? O2 C8 N3 122.3(3) . . ? N2 C8 N3 114.7(3) . . ? O3 C9 N3 120.9(4) . . ? O3 C9 C10 125.0(4) . . ? N3 C9 C10 114.1(3) . . ? C11 C10 C9 118.8(4) . . ? C11 C10 C12 122.1(4) . . ? C9 C10 C12 119.0(4) . . ? C10 C11 N2 123.2(3) . . ? N1 C13 C14 113.0(3) . . ? O4 C14 O5 124.2(4) . . ? O4 C14 C13 125.5(4) . . ? O5 C14 C13 110.2(3) . . ? O5 C15 C16 108.5(4) . . ? O6 C17 N4 124.6(4) . . ? O6 C17 O7 124.7(4) . . ? N4 C17 O7 110.8(3) . . ? O7 C18 C20 102.1(6) . . ? O7 C18 C19 110.7(5) . . ? C20 C18 C19 111.3(7) . . ? O7 C18 C21 109.8(5) . . ? C20 C18 C21 111.8(7) . . ? C19 C18 C21 110.9(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 C6 N1 C1 C5 143.5(4) . . . . ? C13 N1 C1 C5 -37.0(5) . . . . ? C6 N1 C1 C2 -93.1(4) . . . . ? C13 N1 C1 C2 86.4(4) . . . . ? C17 N4 C2 C3 -157.4(4) . . . . ? C17 N4 C2 C1 84.2(5) . . . . ? N1 C1 C2 N4 -24.2(4) . . . . ? C5 C1 C2 N4 104.6(4) . . . . ? N1 C1 C2 C3 -147.4(3) . . . . ? C5 C1 C2 C3 -18.7(4) . . . . ? N4 C2 C3 C4 -131.2(4) . . . . ? C1 C2 C3 C4 -6.8(5) . . . . ? C2 C3 C4 C5 29.9(6) . . . . ? C3 C4 C5 C1 -41.1(5) . . . . ? N1 C1 C5 C4 165.6(3) . . . . ? C2 C1 C5 C4 37.0(4) . . . . ? C13 N1 C6 O1 1.1(6) . . . . ? C1 N1 C6 O1 -179.5(4) . . . . ? C13 N1 C6 C7 -178.5(3) . . . . ? C1 N1 C6 C7 1.0(5) . . . . ? C8 N2 C7 C6 117.6(4) . . . . ? C11 N2 C7 C6 -65.6(4) . . . . ? O1 C6 C7 N2 -14.6(5) . . . . ? N1 C6 C7 N2 164.9(3) . . . . ? C11 N2 C8 O2 179.6(4) . . . . ? C7 N2 C8 O2 -3.6(6) . . . . ? C11 N2 C8 N3 -1.4(5) . . . . ? C7 N2 C8 N3 175.3(3) . . . . ? C9 N3 C8 O2 -179.5(4) . . . . ? C9 N3 C8 N2 1.5(6) . . . . ? C8 N3 C9 O3 179.5(4) . . . . ? C8 N3 C9 C10 -0.3(6) . . . . ? O3 C9 C10 C11 179.1(4) . . . . ? N3 C9 C10 C11 -1.1(6) . . . . ? O3 C9 C10 C12 0.0(7) . . . . ? N3 C9 C10 C12 179.7(4) . . . . ? C9 C10 C11 N2 1.2(6) . . . . ? C12 C10 C11 N2 -179.7(4) . . . . ? C8 N2 C11 C10 0.1(6) . . . . ? C7 N2 C11 C10 -176.6(4) . . . . ? C6 N1 C13 C14 -89.9(4) . . . . ? C1 N1 C13 C14 90.6(4) . . . . ? C15 O5 C14 O4 -1.8(6) . . . . ? C15 O5 C14 C13 179.6(4) . . . . ? N1 C13 C14 O4 16.9(6) . . . . ? N1 C13 C14 O5 -164.4(3) . . . . ? C14 O5 C15 C16 175.5(4) . . . . ? C2 N4 C17 O6 2.5(6) . . . . ? C2 N4 C17 O7 -178.8(3) . . . . ? C18 O7 C17 O6 -14.8(7) . . . . ? C18 O7 C17 N4 166.5(4) . . . . ? C17 O7 C18 C20 -176.3(6) . . . . ? C17 O7 C18 C19 65.2(7) . . . . ? C17 O7 C18 C21 -57.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.201 _refine_diff_density_min -0.161 _refine_diff_density_rms 0.039 data_(1R2S)9 _database_code_depnum_ccdc_archive 'CCDC 227531' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-[(2S)-t-Boc-Aminocyclopent-(1R)-yl]-N-(thymin-1-acetyl)-glycine ethyl ester ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H32 N4 O7' _chemical_formula_weight 452.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 10.6483(4) _cell_length_b 10.6483(4) _cell_length_c 43.318(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4911.7(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6136 _cell_measurement_theta_min 2.376 _cell_measurement_theta_max 20.513 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.9416 _exptl_absorpt_correction_T_max 0.9903 _exptl_absorpt_process_details 'Bruker SADABS' _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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24660 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4336 _reflns_number_gt 3499 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0582P)^2^+0.4122P] 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 -0.1(16) _refine_ls_number_reflns 4336 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0697 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1249 _refine_ls_wR_factor_gt 0.1188 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _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 O1 O 0.5755(2) 0.5438(2) 0.86972(4) 0.0702(6) Uani 1 1 d . . . O2 O 0.5823(2) 0.3648(2) 0.78703(4) 0.0676(6) Uani 1 1 d . . . O3 O 0.8208(2) 0.6864(2) 0.75164(5) 0.0805(7) Uani 1 1 d . . . O4 O 0.3490(2) 0.3751(2) 0.90646(5) 0.0800(7) Uani 1 1 d . . . O5 O 0.36963(18) 0.4429(2) 0.95473(4) 0.0618(5) Uani 1 1 d . . . O6 O 0.8998(2) 0.4565(2) 0.89158(5) 0.0779(7) Uani 1 1 d . . . O7 O 0.9117(2) 0.5349(2) 0.94032(5) 0.0865(7) Uani 1 1 d . . . N1 N 0.6109(2) 0.37253(19) 0.89905(4) 0.0471(5) Uani 1 1 d . . . N2 N 0.7145(2) 0.4604(2) 0.82082(4) 0.0521(6) Uani 1 1 d . . . N3 N 0.7046(2) 0.5259(2) 0.77029(5) 0.0563(6) Uani 1 1 d . . . H3 H 0.6735 0.5166 0.7521 0.071(9) Uiso 1 1 calc R . . N4 N 0.8375(2) 0.3443(2) 0.93308(5) 0.0553(6) Uani 1 1 d . . . H4 H 0.8316 0.3424 0.9529 0.064(9) Uiso 1 1 calc R . . C1 C 0.6598(3) 0.2460(2) 0.90290(5) 0.0472(6) Uani 1 1 d . . . H1 H 0.6599 0.2076 0.8823 0.034(6) Uiso 1 1 calc R . . C2 C 0.7973(3) 0.2363(2) 0.91522(6) 0.0543(7) Uani 1 1 d . . . H2 H 0.8544 0.2253 0.8977 0.053(7) Uiso 1 1 calc R . . C3 C 0.7963(4) 0.1158(3) 0.93435(10) 0.0902(12) Uani 1 1 d . . . H3A H 0.8642 0.0610 0.9279 0.119(15) Uiso 1 1 calc R . . H3B H 0.8073 0.1354 0.9561 0.112(14) Uiso 1 1 calc R . . C4 C 0.6726(4) 0.0527(3) 0.92928(8) 0.0789(10) Uani 1 1 d . . . H4A H 0.6477 0.0050 0.9474 0.092(11) Uiso 1 1 calc R . . H4B H 0.6761 -0.0032 0.9116 0.127(16) Uiso 1 1 calc R . . C5 C 0.5825(3) 0.1601(3) 0.92346(8) 0.0720(9) Uani 1 1 d . . . H5A H 0.5592 0.2017 0.9425 0.098(12) Uiso 1 1 calc R . . H5B H 0.5072 0.1315 0.9130 0.108(14) Uiso 1 1 calc R . . C6 C 0.6171(3) 0.4384(3) 0.87243(6) 0.0506(7) Uani 1 1 d . . . C7 C 0.6824(3) 0.3729(3) 0.84571(5) 0.0521(7) Uani 1 1 d . . . H7A H 0.7585 0.3330 0.8532 0.048(7) Uiso 1 1 calc R . . H7B H 0.6279 0.3078 0.8376 0.051(7) Uiso 1 1 calc R . . C8 C 0.6615(3) 0.4449(3) 0.79248(6) 0.0522(7) Uani 1 1 d . . . C9 C 0.7917(3) 0.6205(3) 0.77369(6) 0.0567(7) Uani 1 1 d . . . C10 C 0.8414(3) 0.6328(3) 0.80447(6) 0.0575(7) Uani 1 1 d . . . C11 C 0.8024(3) 0.5524(3) 0.82591(6) 0.0578(8) Uani 1 1 d . . . H11 H 0.8368 0.5590 0.8456 0.044(6) Uiso 1 1 calc R . . C12 C 0.9374(4) 0.7334(4) 0.81053(9) 0.0872(11) Uani 1 1 d . . . H12A H 0.9678 0.7259 0.8313 0.119(14) Uiso 1 1 calc R . . H12B H 0.8996 0.8145 0.8078 0.154(19) Uiso 1 1 calc R . . H12C H 1.0062 0.7241 0.7964 0.131(18) Uiso 1 1 calc R . . C13 C 0.5525(3) 0.4357(3) 0.92525(6) 0.0545(7) Uani 1 1 d . . . H13A H 0.5676 0.5253 0.9236 0.058(8) Uiso 1 1 calc R . . H13B H 0.5914 0.4063 0.9442 0.061(8) Uiso 1 1 calc R . . C14 C 0.4121(3) 0.4126(3) 0.92698(6) 0.0535(7) Uani 1 1 d . . . C15 C 0.2357(3) 0.4257(4) 0.95988(8) 0.0792(10) Uani 1 1 d . . . H15A H 0.2144 0.3373 0.9586 0.094(12) Uiso 1 1 calc R . . H15B H 0.1882 0.4704 0.9442 0.094(12) Uiso 1 1 calc R . . C16 C 0.2041(4) 0.4749(5) 0.99094(8) 0.0956(12) Uani 1 1 d . . . H16A H 0.2404 0.4215 1.0064 0.16(2) Uiso 1 1 calc R . . H16B H 0.1145 0.4767 0.9934 0.105(13) Uiso 1 1 calc R . . H16C H 0.2370 0.5584 0.9931 0.109(15) Uiso 1 1 calc R . . C17 C 0.8835(3) 0.4465(3) 0.91935(7) 0.0594(8) Uani 1 1 d . . . C18 C 0.9360(5) 0.6645(3) 0.93066(12) 0.1165(17) Uani 1 1 d . . . C19 C 1.0535(5) 0.6752(6) 0.9129(2) 0.186(4) Uani 1 1 d . . . H19A H 1.1239 0.6625 0.9264 0.32(5) Uiso 1 1 calc R . . H19B H 1.0587 0.7574 0.9038 0.22(3) Uiso 1 1 calc R . . H19C H 1.0545 0.6129 0.8969 0.065(10) Uiso 1 1 calc R . . C20 C 0.9526(11) 0.7313(6) 0.9617(2) 0.210(4) Uani 1 1 d . . . H20A H 0.8758 0.7264 0.9732 0.30(6) Uiso 1 1 calc R . . H20B H 0.9737 0.8178 0.9582 0.16(2) Uiso 1 1 calc R . . H20C H 1.0188 0.6915 0.9731 0.31(5) Uiso 1 1 calc R . . C21 C 0.8256(6) 0.7168(4) 0.91329(16) 0.133(2) Uani 1 1 d . . . H21A H 0.8103 0.6666 0.8953 0.118(16) Uiso 1 1 calc R . . H21B H 0.8433 0.8017 0.9072 0.130(15) Uiso 1 1 calc R . . H21C H 0.7527 0.7157 0.9263 0.24(4) 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 O1 0.0839(16) 0.0549(13) 0.0718(12) 0.0112(10) 0.0033(11) 0.0254(12) O2 0.0793(15) 0.0783(15) 0.0452(10) 0.0054(10) -0.0063(10) -0.0234(13) O3 0.1066(18) 0.0797(15) 0.0553(11) 0.0148(11) 0.0107(12) -0.0208(14) O4 0.0719(15) 0.1004(18) 0.0677(12) -0.0262(12) -0.0029(12) -0.0148(13) O5 0.0598(12) 0.0731(13) 0.0525(10) -0.0099(10) 0.0086(9) -0.0006(11) O6 0.0886(17) 0.0828(16) 0.0623(12) 0.0210(11) -0.0054(11) -0.0224(14) O7 0.1084(19) 0.0579(14) 0.0933(15) -0.0005(12) -0.0299(14) -0.0266(14) N1 0.0560(14) 0.0423(12) 0.0428(11) -0.0011(9) 0.0021(10) 0.0025(11) N2 0.0631(15) 0.0525(13) 0.0406(11) 0.0049(10) -0.0043(10) 0.0007(12) N3 0.0716(16) 0.0635(15) 0.0338(11) 0.0032(10) 0.0011(11) -0.0050(14) N4 0.0715(16) 0.0500(14) 0.0443(12) 0.0049(10) -0.0102(11) -0.0097(12) C1 0.0627(18) 0.0424(15) 0.0366(13) -0.0022(11) -0.0011(12) -0.0006(13) C2 0.0638(18) 0.0468(16) 0.0521(15) -0.0014(12) -0.0071(14) -0.0003(14) C3 0.100(3) 0.0489(19) 0.122(3) 0.018(2) -0.048(2) -0.001(2) C4 0.096(3) 0.057(2) 0.083(2) 0.0226(19) -0.006(2) -0.007(2) C5 0.076(2) 0.063(2) 0.077(2) 0.0185(17) 0.0062(18) -0.0038(18) C6 0.0528(16) 0.0486(16) 0.0502(14) 0.0030(13) -0.0074(12) 0.0072(14) C7 0.0657(18) 0.0491(16) 0.0416(13) 0.0058(12) -0.0049(13) 0.0016(15) C8 0.0587(18) 0.0551(17) 0.0428(14) -0.0007(13) 0.0026(13) 0.0065(16) C9 0.0652(19) 0.0562(18) 0.0487(15) 0.0031(14) 0.0057(14) 0.0025(16) C10 0.0641(19) 0.0544(18) 0.0541(15) 0.0069(14) -0.0001(14) 0.0031(16) C11 0.0660(19) 0.0591(18) 0.0482(15) 0.0022(14) -0.0125(14) 0.0054(16) C12 0.103(3) 0.075(3) 0.084(2) 0.0087(19) -0.017(2) -0.023(2) C13 0.0609(18) 0.0501(17) 0.0525(16) -0.0078(13) 0.0047(13) -0.0085(14) C14 0.0625(19) 0.0431(15) 0.0551(16) -0.0066(13) 0.0008(14) -0.0023(14) C15 0.065(2) 0.095(3) 0.078(2) -0.005(2) 0.0126(18) 0.001(2) C16 0.084(3) 0.122(4) 0.081(2) -0.008(2) 0.024(2) 0.008(3) C17 0.0573(18) 0.0545(18) 0.0663(18) 0.0078(16) -0.0188(15) -0.0100(15) C18 0.118(4) 0.047(2) 0.185(4) 0.012(3) -0.078(3) -0.026(2) C19 0.119(5) 0.090(4) 0.350(10) 0.097(6) -0.084(6) -0.062(3) C20 0.297(11) 0.080(4) 0.252(8) -0.039(4) -0.153(9) -0.031(5) C21 0.127(5) 0.064(3) 0.209(5) -0.007(3) -0.077(5) 0.005(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 O1 C6 1.212(3) . ? O2 C8 1.223(3) . ? O3 C9 1.225(3) . ? O4 C14 1.184(3) . ? O5 C14 1.324(3) . ? O5 C15 1.455(4) . ? O6 C17 1.220(3) . ? O7 C17 1.343(4) . ? O7 C18 1.465(4) . ? N1 C6 1.351(3) . ? N1 C1 1.454(3) . ? N1 C13 1.458(3) . ? N2 C8 1.361(3) . ? N2 C11 1.373(4) . ? N2 C7 1.465(3) . ? N3 C8 1.371(3) . ? N3 C9 1.377(4) . ? N4 C17 1.333(4) . ? N4 C2 1.451(3) . ? C1 C5 1.519(4) . ? C1 C2 1.562(4) . ? C2 C3 1.527(4) . ? C3 C4 1.495(5) . ? C4 C5 1.514(5) . ? C6 C7 1.520(4) . ? C9 C10 1.441(4) . ? C10 C11 1.330(4) . ? C10 C12 1.504(4) . ? C13 C14 1.516(4) . ? C15 C16 1.483(4) . ? C18 C19 1.473(8) . ? C18 C21 1.503(6) . ? C18 C20 1.531(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 C14 O5 C15 116.3(2) . . ? C17 O7 C18 120.5(3) . . ? C6 N1 C1 124.1(2) . . ? C6 N1 C13 116.5(2) . . ? C1 N1 C13 119.40(19) . . ? C8 N2 C11 120.9(2) . . ? C8 N2 C7 119.3(2) . . ? C11 N2 C7 119.7(2) . . ? C8 N3 C9 127.6(2) . . ? C17 N4 C2 121.1(2) . . ? N1 C1 C5 115.5(2) . . ? N1 C1 C2 115.9(2) . . ? C5 C1 C2 105.5(2) . . ? N4 C2 C3 112.2(2) . . ? N4 C2 C1 114.0(2) . . ? C3 C2 C1 103.6(3) . . ? C4 C3 C2 107.7(3) . . ? C3 C4 C5 104.1(3) . . ? C4 C5 C1 102.1(3) . . ? O1 C6 N1 123.0(2) . . ? O1 C6 C7 121.2(2) . . ? N1 C6 C7 115.7(2) . . ? N2 C7 C6 112.1(2) . . ? O2 C8 N2 123.0(3) . . ? O2 C8 N3 122.3(2) . . ? N2 C8 N3 114.7(3) . . ? O3 C9 N3 120.4(3) . . ? O3 C9 C10 125.2(3) . . ? N3 C9 C10 114.4(2) . . ? C11 C10 C9 118.2(3) . . ? C11 C10 C12 123.3(3) . . ? C9 C10 C12 118.4(3) . . ? C10 C11 N2 124.1(2) . . ? N1 C13 C14 112.6(2) . . ? O4 C14 O5 124.7(3) . . ? O4 C14 C13 125.3(2) . . ? O5 C14 C13 110.0(2) . . ? O5 C15 C16 108.5(3) . . ? O6 C17 N4 124.3(3) . . ? O6 C17 O7 125.0(3) . . ? N4 C17 O7 110.6(3) . . ? O7 C18 C19 111.9(4) . . ? O7 C18 C21 110.7(4) . . ? C19 C18 C21 112.0(5) . . ? O7 C18 C20 101.9(4) . . ? C19 C18 C20 108.9(6) . . ? C21 C18 C20 111.0(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 C6 N1 C1 C5 -143.1(3) . . . . ? C13 N1 C1 C5 37.8(3) . . . . ? C6 N1 C1 C2 92.7(3) . . . . ? C13 N1 C1 C2 -86.4(3) . . . . ? C17 N4 C2 C3 158.0(3) . . . . ? C17 N4 C2 C1 -84.7(3) . . . . ? N1 C1 C2 N4 25.0(3) . . . . ? C5 C1 C2 N4 -104.2(3) . . . . ? N1 C1 C2 C3 147.2(3) . . . . ? C5 C1 C2 C3 18.1(3) . . . . ? N4 C2 C3 C4 131.1(3) . . . . ? C1 C2 C3 C4 7.7(4) . . . . ? C2 C3 C4 C5 -30.7(4) . . . . ? C3 C4 C5 C1 41.3(4) . . . . ? N1 C1 C5 C4 -165.9(2) . . . . ? C2 C1 C5 C4 -36.5(3) . . . . ? C1 N1 C6 O1 179.9(3) . . . . ? C13 N1 C6 O1 -1.0(4) . . . . ? C1 N1 C6 C7 -1.2(4) . . . . ? C13 N1 C6 C7 177.9(2) . . . . ? C8 N2 C7 C6 -117.1(3) . . . . ? C11 N2 C7 C6 66.3(3) . . . . ? O1 C6 C7 N2 14.0(4) . . . . ? N1 C6 C7 N2 -164.9(2) . . . . ? C11 N2 C8 O2 -179.4(3) . . . . ? C7 N2 C8 O2 4.1(4) . . . . ? C11 N2 C8 N3 1.0(4) . . . . ? C7 N2 C8 N3 -175.5(2) . . . . ? C9 N3 C8 O2 179.0(3) . . . . ? C9 N3 C8 N2 -1.4(4) . . . . ? C8 N3 C9 O3 -179.6(3) . . . . ? C8 N3 C9 C10 0.1(4) . . . . ? O3 C9 C10 C11 -178.7(3) . . . . ? N3 C9 C10 C11 1.6(4) . . . . ? O3 C9 C10 C12 -0.4(5) . . . . ? N3 C9 C10 C12 179.9(3) . . . . ? C9 C10 C11 N2 -2.0(4) . . . . ? C12 C10 C11 N2 179.7(3) . . . . ? C8 N2 C11 C10 0.7(4) . . . . ? C7 N2 C11 C10 177.2(3) . . . . ? C6 N1 C13 C14 90.2(3) . . . . ? C1 N1 C13 C14 -90.6(3) . . . . ? C15 O5 C14 O4 1.2(5) . . . . ? C15 O5 C14 C13 180.0(3) . . . . ? N1 C13 C14 O4 -17.5(4) . . . . ? N1 C13 C14 O5 163.7(2) . . . . ? C14 O5 C15 C16 -175.0(3) . . . . ? C2 N4 C17 O6 -2.8(5) . . . . ? C2 N4 C17 O7 178.6(2) . . . . ? C18 O7 C17 O6 15.5(5) . . . . ? C18 O7 C17 N4 -165.9(3) . . . . ? C17 O7 C18 C19 -68.2(5) . . . . ? C17 O7 C18 C21 57.5(6) . . . . ? C17 O7 C18 C20 175.6(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.236 _refine_diff_density_min -0.119 _refine_diff_density_rms 0.038 #===END