# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_address ;Indian Institute of Science Education and Research (IISER) 900, NCL Innovation Park Dr. Homi Bhabha Road (Pashan) Pune-411 008 India ; _publ_contact_author_address ;Dr. Hosahudya N. Gopi Assistant Professor Indian Institute of Science Education and Research (IISER) 900, NCL Innovation Park Dr. Homi Bhabha Road (Pashan) Pune-411 008 India ; _publ_contact_author_email hn.gopi@iiserpune.ac.in _publ_contact_author_fax '91 (20) 2589 8022' _publ_contact_author_phone 91(20)25908075 #TrackingRef 'Amino acid and hybrid peptide Crystals .cif' _publ_contact_author_name 'Dr. Hosahudya N. Gopi' loop_ _publ_author_name 'Hosahudya Gopi' 'Sandip Jadhav' 'Anupam Bandyopadhyay' data_gamma_Phe _database_code_depnum_ccdc_archive 'CCDC 901427' _audit_creation_method SHELXL-97 _chemical_name_systematic gamma_Phe _chemical_name_common 'gamma Phe' _chemical_formula_moiety 'C11 H15 N1 O2' _chemical_formula_sum 'C11 H15 N1 O2' _chemical_compound_source synthesis _exptl_crystal_recrystallization_method MeOH/Water _diffrn_ambient_temperature 100(2) _diffrn_ambient_pressure 101.325 _chemical_formula_weight 193.24 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 Monoclinic _symmetry_space_group_name_H-M P21 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.757(5) _cell_length_b 6.483(4) _cell_length_c 9.907(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.808(12) _cell_angle_gamma 90.00 _cell_volume 497.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 208 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.959 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details SADABS _exptl_special_details ; ; _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 SMART APEX2 area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8120 _diffrn_reflns_av_R_equivalents 0.0978 _diffrn_reflns_av_sigmaI/netI 0.1077 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.44 _reflns_number_total 2169 _reflns_number_gt 1451 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Ver.2010.11-3' _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1124P)^2^+0.0406P] 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 costr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2(3) _refine_ls_number_reflns 2169 _refine_ls_number_parameters 128 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1153 _refine_ls_R_factor_gt 0.0704 _refine_ls_wR_factor_ref 0.1890 _refine_ls_wR_factor_gt 0.1626 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.947 _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 C1 C 0.2821(5) 0.6691(6) 0.7031(4) 0.0271(9) Uani 1 1 d . . . H1 H 0.3464 0.5670 0.7585 0.033 Uiso 1 1 calc R . . C2 C 0.3103(5) 0.8765(6) 0.7700(4) 0.0314(10) Uani 1 1 d . . . H2A H 0.2757 0.9834 0.7057 0.038 Uiso 1 1 calc R . . H2B H 0.2355 0.8866 0.8454 0.038 Uiso 1 1 calc R . . C3 C 0.4920(5) 0.9176(6) 0.8207(4) 0.0263(9) Uani 1 1 d . . . C4 C 0.5817(5) 1.0881(6) 0.7792(4) 0.0308(9) Uani 1 1 d . . . H4 H 0.5305 1.1756 0.7145 0.037 Uiso 1 1 calc R . . C5 C 0.7461(5) 1.1313(6) 0.8318(4) 0.0324(10) Uani 1 1 d . . . H5 H 0.8040 1.2483 0.8040 0.039 Uiso 1 1 calc R . . C6 C 0.8232(5) 1.0000(7) 0.9255(4) 0.0347(10) Uani 1 1 d . . . H6 H 0.9343 1.0267 0.9605 0.042 Uiso 1 1 calc R . . C7 C 0.7352(5) 0.8288(7) 0.9674(5) 0.0366(10) Uani 1 1 d . . . H7 H 0.7866 0.7408 1.0317 0.044 Uiso 1 1 calc R . . C8 C 0.5710(5) 0.7875(6) 0.9141(4) 0.0318(9) Uani 1 1 d . . . H8 H 0.5133 0.6704 0.9418 0.038 Uiso 1 1 calc R . . C9 C 0.0933(4) 0.5998(6) 0.6931(4) 0.0284(9) Uani 1 1 d . . . H9A H 0.0877 0.4623 0.6544 0.034 Uiso 1 1 calc R . . H9B H 0.0513 0.5914 0.7835 0.034 Uiso 1 1 calc R . . C10 C -0.0249(4) 0.7396(5) 0.6091(4) 0.0280(9) Uani 1 1 d . . . H10A H 0.0273 0.7673 0.5240 0.034 Uiso 1 1 calc R . . H10B H -0.0354 0.8699 0.6561 0.034 Uiso 1 1 calc R . . C11 C -0.2037(4) 0.6517(6) 0.5800(4) 0.0245(8) Uani 1 1 d . . . N1 N 0.3528(4) 0.6652(5) 0.5669(3) 0.0273(7) Uani 1 1 d . . . H1A H 0.4673 0.6759 0.5745 0.041 Uiso 1 1 calc R . . H1B H 0.3097 0.7703 0.5183 0.041 Uiso 1 1 calc R . . H1C H 0.3240 0.5470 0.5260 0.041 Uiso 1 1 calc R . . O1 O -0.2339(3) 0.4704(4) 0.6101(3) 0.0299(7) Uani 1 1 d . . . O2 O -0.3128(3) 0.7697(4) 0.5221(3) 0.0299(7) 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 C1 0.0173(17) 0.0210(19) 0.043(2) 0.0006(17) 0.0003(15) -0.0003(15) C2 0.020(2) 0.029(2) 0.045(3) -0.0032(18) 0.0022(17) 0.0007(17) C3 0.0144(18) 0.027(2) 0.038(2) -0.0023(18) 0.0011(16) 0.0008(15) C4 0.029(2) 0.029(2) 0.034(2) 0.0006(18) 0.0001(17) 0.0002(17) C5 0.028(2) 0.031(2) 0.038(2) -0.0010(19) 0.0040(17) -0.0085(18) C6 0.020(2) 0.041(3) 0.043(3) -0.005(2) 0.0036(18) -0.0076(17) C7 0.029(2) 0.037(2) 0.044(3) 0.005(2) 0.0025(19) 0.0014(18) C8 0.0217(18) 0.027(2) 0.046(3) 0.0006(19) 0.0023(17) -0.0054(17) C9 0.0161(18) 0.028(2) 0.041(2) -0.0008(18) 0.0025(16) -0.0042(15) C10 0.0142(17) 0.019(2) 0.051(3) -0.0020(18) 0.0018(16) -0.0035(15) C11 0.0127(16) 0.024(2) 0.037(2) -0.0013(17) 0.0016(15) -0.0004(16) N1 0.0151(15) 0.0211(16) 0.046(2) -0.0004(15) 0.0029(13) -0.0003(13) O1 0.0184(13) 0.0197(13) 0.0518(17) -0.0012(12) 0.0027(12) -0.0036(11) O2 0.0155(12) 0.0203(13) 0.0542(18) 0.0014(12) 0.0036(12) -0.0012(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.482(5) . ? C1 C2 1.510(6) . ? C1 C9 1.531(5) . ? C1 H1 0.9800 . ? C2 C3 1.497(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.374(5) . ? C3 C4 1.379(5) . ? C4 C5 1.382(5) . ? C4 H4 0.9300 . ? C5 C6 1.375(6) . ? C5 H5 0.9300 . ? C6 C7 1.377(6) . ? C6 H6 0.9300 . ? C7 C8 1.381(6) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.510(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.514(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 O1 1.238(5) . ? C11 O2 1.258(5) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? 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 N1 C1 C2 111.3(3) . . ? N1 C1 C9 109.3(3) . . ? C2 C1 C9 114.0(3) . . ? N1 C1 H1 107.3 . . ? C2 C1 H1 107.3 . . ? C9 C1 H1 107.3 . . ? C3 C2 C1 114.8(3) . . ? C3 C2 H2A 108.6 . . ? C1 C2 H2A 108.6 . . ? C3 C2 H2B 108.6 . . ? C1 C2 H2B 108.6 . . ? H2A C2 H2B 107.6 . . ? C8 C3 C4 118.5(3) . . ? C8 C3 C2 119.9(3) . . ? C4 C3 C2 121.5(4) . . ? C3 C4 C5 121.3(4) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 119.4(4) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 119.8(4) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 120.1(4) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C3 C8 C7 120.7(4) . . ? C3 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C10 C9 C1 114.4(3) . . ? C10 C9 H9A 108.7 . . ? C1 C9 H9A 108.7 . . ? C10 C9 H9B 108.7 . . ? C1 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C9 C10 C11 113.9(3) . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? O1 C11 O2 123.8(3) . . ? O1 C11 C10 119.6(3) . . ? O2 C11 C10 116.6(3) . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.424 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.069 #=END data_Peptide_P1 _database_code_depnum_ccdc_archive 'CCDC 901428' _audit_creation_method SHELXL-97 _chemical_name_systematic 'alpha-gamma peptide' _chemical_name_common 'alpha-gamma peptide' _chemical_formula_moiety 'C51 H72 N8 O8' _chemical_formula_sum 'C51 H72 N8 O8' _chemical_compound_source synthesis _exptl_crystal_recrystallization_method MeOH/Water _diffrn_ambient_temperature 100(2) _diffrn_ambient_pressure 101.325 _chemical_formula_weight 925.17 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 Monoclinic _symmetry_space_group_name_H-M 'P 21' _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.866(15) _cell_length_b 17.403(19) _cell_length_c 13.962(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.22(3) _cell_angle_gamma 90.00 _cell_volume 2986(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3407 _cell_measurement_theta_min 1.53 _cell_measurement_theta_max 28.25 _exptl_crystal_description Plate _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.029 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 996 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.983 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26870 _diffrn_reflns_av_R_equivalents 0.1294 _diffrn_reflns_av_sigmaI/netI 0.3145 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 28.25 _reflns_number_total 13302 _reflns_number_gt 3407 _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 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0711P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 1(2) _refine_ls_number_reflns 13302 _refine_ls_number_parameters 596 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2345 _refine_ls_R_factor_gt 0.0813 _refine_ls_wR_factor_ref 0.2369 _refine_ls_wR_factor_gt 0.1855 _refine_ls_goodness_of_fit_ref 0.733 _refine_ls_restrained_S_all 0.733 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.3311(5) 0.2670(6) 0.7022(5) 0.104(3) Uani 1 1 d . . . H1A H 1.3776 0.2606 0.6602 0.156 Uiso 1 1 calc R . . H1B H 1.3611 0.2397 0.7640 0.156 Uiso 1 1 calc R . . H1C H 1.3255 0.3206 0.7161 0.156 Uiso 1 1 calc R . . C2 C 1.2180(6) 0.2352(5) 0.6485(6) 0.079(2) Uani 1 1 d . . . C3 C 1.0720(5) 0.1509(4) 0.6615(5) 0.0590(18) Uani 1 1 d . . . C4 C 1.0445(6) 0.1094(4) 0.7473(5) 0.083(2) Uani 1 1 d . . . H4A H 1.1047 0.0778 0.7826 0.124 Uiso 1 1 calc R . . H4B H 0.9813 0.0779 0.7206 0.124 Uiso 1 1 calc R . . H4C H 1.0300 0.1466 0.7925 0.124 Uiso 1 1 calc R . . C5 C 1.0851(6) 0.0935(5) 0.5843(6) 0.096(3) Uani 1 1 d . . . H5A H 1.0962 0.1205 0.5282 0.144 Uiso 1 1 calc R . . H5B H 1.0206 0.0626 0.5619 0.144 Uiso 1 1 calc R . . H5C H 1.1466 0.0611 0.6137 0.144 Uiso 1 1 calc R . . C6 C 0.9753(5) 0.2056(4) 0.6131(5) 0.0571(17) Uani 1 1 d . . . C7 C 0.8783(5) 0.3203(4) 0.6292(4) 0.0555(16) Uani 1 1 d . . . H7 H 0.8296 0.3014 0.5655 0.067 Uiso 1 1 calc R . . C8 C 0.8140(5) 0.3259(5) 0.7025(5) 0.082(2) Uani 1 1 d . . . H8C H 0.8600 0.3478 0.7645 0.098 Uiso 1 1 calc R . . H8D H 0.7536 0.3609 0.6759 0.098 Uiso 1 1 calc R . . C14 C 0.8309(4) 0.2090(6) 0.8066(5) 0.132(4) Uani 1 1 d G . . H14 H 0.8953 0.2287 0.8491 0.158 Uiso 1 1 calc R . . C9 C 0.7710(6) 0.2519(4) 0.7248(5) 0.096(3) Uani 1 1 d G . . C10 C 0.6747(5) 0.2225(6) 0.6613(4) 0.137(4) Uani 1 1 d G . . H10 H 0.6346 0.2511 0.6066 0.164 Uiso 1 1 calc R . . C11 C 0.6383(6) 0.1503(6) 0.6795(7) 0.190(7) Uani 1 1 d G . . H11 H 0.5739 0.1307 0.6370 0.229 Uiso 1 1 calc R . . C12 C 0.6982(9) 0.1075(4) 0.7613(9) 0.201(8) Uani 1 1 d G . . H12 H 0.6739 0.0592 0.7735 0.241 Uiso 1 1 calc R . . C13 C 0.7945(8) 0.1369(5) 0.8249(7) 0.198(7) Uani 1 1 d G . . H13 H 0.8346 0.1082 0.8796 0.238 Uiso 1 1 calc R . . C15 C 0.9205(6) 0.3969(4) 0.6102(5) 0.075(2) Uani 1 1 d . . . H15A H 0.9590 0.4195 0.6744 0.090 Uiso 1 1 calc R . . H15B H 0.8587 0.4298 0.5795 0.090 Uiso 1 1 calc R . . C16 C 0.9947(5) 0.3981(4) 0.5453(4) 0.0662(19) Uani 1 1 d . . . H16A H 1.0553 0.3635 0.5732 0.079 Uiso 1 1 calc R . . H16B H 1.0237 0.4495 0.5450 0.079 Uiso 1 1 calc R . . C17 C 0.9362(6) 0.3741(4) 0.4391(5) 0.0594(17) Uani 1 1 d . . . C18 C 0.9633(5) 0.3004(4) 0.2967(4) 0.0631(19) Uani 1 1 d . . . C19 C 1.0464(5) 0.2387(5) 0.2875(5) 0.090(2) Uani 1 1 d . . . H19A H 1.1150 0.2627 0.2927 0.135 Uiso 1 1 calc R . . H19B H 1.0202 0.2134 0.2237 0.135 Uiso 1 1 calc R . . H19C H 1.0556 0.2016 0.3402 0.135 Uiso 1 1 calc R . . C20 C 0.9655(6) 0.3701(4) 0.2304(5) 0.090(2) Uani 1 1 d . . . H20A H 0.9143 0.4078 0.2384 0.135 Uiso 1 1 calc R . . H20B H 0.9465 0.3543 0.1615 0.135 Uiso 1 1 calc R . . H20C H 1.0373 0.3920 0.2496 0.135 Uiso 1 1 calc R . . C21 C 0.8496(5) 0.2625(4) 0.2601(5) 0.0620(18) Uani 1 1 d . . . C22 C 0.7173(5) 0.1752(4) 0.2974(5) 0.0548(17) Uani 1 1 d . . . H22 H 0.6750 0.1887 0.2288 0.066 Uiso 1 1 calc R . . C23 C 0.7459(6) 0.0882(4) 0.3030(5) 0.082(2) Uani 1 1 d . . . H23A H 0.7937 0.0766 0.3693 0.099 Uiso 1 1 calc R . . H23B H 0.6796 0.0587 0.2934 0.099 Uiso 1 1 calc R . . C24 C 0.7989(6) 0.0642(4) 0.2277(6) 0.074(2) Uani 1 1 d . . . C25 C 0.7412(7) 0.0499(5) 0.1279(7) 0.092(2) Uani 1 1 d . . . H25 H 0.6656 0.0514 0.1101 0.110 Uiso 1 1 calc R . . C26 C 0.7869(9) 0.0342(5) 0.0571(7) 0.097(3) Uani 1 1 d . . . H26 H 0.7438 0.0266 -0.0086 0.116 Uiso 1 1 calc R . . C27 C 0.8976(10) 0.0292(5) 0.0805(7) 0.106(3) Uani 1 1 d . . . H27 H 0.9302 0.0176 0.0310 0.128 Uiso 1 1 calc R . . C28 C 0.9622(6) 0.0417(5) 0.1802(8) 0.091(3) Uani 1 1 d . . . H28 H 1.0376 0.0384 0.1975 0.109 Uiso 1 1 calc R . . C29 C 0.9124(7) 0.0583(4) 0.2493(6) 0.083(2) Uani 1 1 d . . . H29 H 0.9551 0.0663 0.3150 0.100 Uiso 1 1 calc R . . C30 C 0.6508(5) 0.1928(4) 0.3699(4) 0.0631(18) Uani 1 1 d . . . H30A H 0.5806 0.1677 0.3457 0.076 Uiso 1 1 calc R . . H30B H 0.6882 0.1713 0.4350 0.076 Uiso 1 1 calc R . . C31 C 0.6327(5) 0.2785(4) 0.3820(4) 0.064(2) Uani 1 1 d . . . H31A H 0.5921 0.2847 0.4300 0.077 Uiso 1 1 calc R . . H31B H 0.7029 0.3029 0.4100 0.077 Uiso 1 1 calc R . . C32 C 0.5726(5) 0.3203(5) 0.2863(5) 0.067(2) Uani 1 1 d . . . C33 C 0.5779(5) 0.4270(4) 0.1708(4) 0.0638(19) Uani 1 1 d . . . C34 C 0.4946(6) 0.4766(4) 0.2021(6) 0.093(3) Uani 1 1 d . . . H34A H 0.4421 0.4440 0.2183 0.139 Uiso 1 1 calc R . . H34B H 0.4583 0.5101 0.1478 0.139 Uiso 1 1 calc R . . H34C H 0.5314 0.5068 0.2597 0.139 Uiso 1 1 calc R . . C35 C 0.6713(5) 0.4761(4) 0.1582(5) 0.077(2) Uani 1 1 d . . . H35A H 0.6992 0.5077 0.2165 0.116 Uiso 1 1 calc R . . H35B H 0.6453 0.5081 0.1000 0.116 Uiso 1 1 calc R . . H35C H 0.7281 0.4432 0.1502 0.116 Uiso 1 1 calc R . . C36 C 0.5288(5) 0.3838(4) 0.0747(5) 0.0632(19) Uani 1 1 d . . . C37 C 0.5542(5) 0.2814(4) -0.0353(4) 0.0518(16) Uani 1 1 d . . . H37 H 0.4841 0.3015 -0.0766 0.062 Uiso 1 1 calc R . . C38 C 0.6361(5) 0.2944(4) -0.0909(5) 0.070(2) Uani 1 1 d . . . H38A H 0.6119 0.2675 -0.1545 0.084 Uiso 1 1 calc R . . H38B H 0.7046 0.2717 -0.0526 0.084 Uiso 1 1 calc R . . C39 C 0.6561(6) 0.3782(5) -0.1115(6) 0.080(2) Uani 1 1 d . . . C40 C 0.5801(7) 0.4171(6) -0.1826(6) 0.097(3) Uani 1 1 d . . . H40 H 0.5166 0.3921 -0.2184 0.117 Uiso 1 1 calc R . . C41 C 0.5948(9) 0.4931(7) -0.2030(8) 0.131(4) Uani 1 1 d . . . H41 H 0.5437 0.5189 -0.2541 0.158 Uiso 1 1 calc R . . C42 C 0.6886(11) 0.5304(6) -0.1450(9) 0.122(4) Uani 1 1 d . . . H42 H 0.6962 0.5830 -0.1526 0.147 Uiso 1 1 calc R . . C43 C 0.7657(10) 0.4924(7) -0.0800(8) 0.128(4) Uani 1 1 d . . . H43 H 0.8300 0.5172 -0.0458 0.154 Uiso 1 1 calc R . . C44 C 0.7516(8) 0.4121(6) -0.0613(7) 0.112(3) Uiso 1 1 d . . . H44 H 0.8065 0.3844 -0.0162 0.134 Uiso 1 1 calc R . . C45 C 0.5416(5) 0.1962(4) -0.0239(5) 0.070(2) Uani 1 1 d . . . H45A H 0.6130 0.1741 0.0067 0.084 Uiso 1 1 calc R . . H45B H 0.5130 0.1737 -0.0900 0.084 Uiso 1 1 calc R . . C46 C 0.4670(5) 0.1741(4) 0.0392(5) 0.0667(19) Uani 1 1 d . . . H46A H 0.4672 0.1187 0.0463 0.080 Uiso 1 1 calc R . . H46B H 0.4957 0.1961 0.1057 0.080 Uiso 1 1 calc R . . C47 C 0.3528(5) 0.2008(4) -0.0053(5) 0.0615(18) Uani 1 1 d . . . C48 C 0.2040(5) 0.2759(4) 0.0247(4) 0.0627(18) Uani 1 1 d . . . C49 C 0.1284(5) 0.2101(5) 0.0325(5) 0.082(2) Uani 1 1 d . . . H49A H 0.1416 0.1666 -0.0047 0.123 Uiso 1 1 calc R . . H49B H 0.0541 0.2262 0.0055 0.123 Uiso 1 1 calc R . . H49C H 0.1419 0.1959 0.1016 0.123 Uiso 1 1 calc R . . C50 C 0.2013(5) 0.3428(5) 0.0944(5) 0.087(3) Uani 1 1 d . . . H50A H 0.2105 0.3237 0.1609 0.131 Uiso 1 1 calc R . . H50B H 0.1327 0.3689 0.0708 0.131 Uiso 1 1 calc R . . H50C H 0.2591 0.3780 0.0955 0.131 Uiso 1 1 calc R . . C51 C 0.1678(6) 0.3114(4) -0.0807(5) 0.0592(17) Uani 1 1 d . . . N1 N 1.1730(5) 0.1898(3) 0.7012(4) 0.0679(16) Uani 1 1 d . . . H1 H 1.2071 0.1835 0.7637 0.081 Uiso 1 1 calc R . . N2 N 0.9673(4) 0.2674(3) 0.6619(3) 0.0543(13) Uani 1 1 d . . . H2 H 1.0178 0.2772 0.7166 0.065 Uiso 1 1 calc R . . N3 N 0.9910(4) 0.3229(3) 0.4031(4) 0.0651(15) Uani 1 1 d . . . H3 H 1.0464 0.3013 0.4446 0.078 Uiso 1 1 calc R . . N4 N 0.8191(4) 0.2192(3) 0.3265(4) 0.0648(16) Uani 1 1 d . . . H4 H 0.8601 0.2172 0.3875 0.078 Uiso 1 1 calc R . . N5 N 0.6268(4) 0.3740(3) 0.2566(4) 0.0582(14) Uani 1 1 d . . . H5 H 0.6948 0.3792 0.2883 0.070 Uiso 1 1 calc R . . N6 N 0.5832(4) 0.3220(3) 0.0581(4) 0.0609(14) Uani 1 1 d . . . H6 H 0.6381 0.3061 0.1057 0.073 Uiso 1 1 calc R . . N7 N 0.3156(4) 0.2496(3) 0.0495(3) 0.0629(15) Uani 1 1 d . . . H7A H 0.3608 0.2670 0.1035 0.076 Uiso 1 1 calc R . . N8 N 0.2411(4) 0.3533(3) -0.1079(4) 0.0724(17) Uani 1 1 d . . . H8A H 0.2241 0.3744 -0.1662 0.087 Uiso 1 1 calc R . . H8B H 0.3054 0.3593 -0.0671 0.087 Uiso 1 1 calc R . . O1 O 1.1760(4) 0.2499(3) 0.5590(3) 0.0909(17) Uani 1 1 d . . . O2 O 0.9099(3) 0.1863(3) 0.5299(3) 0.0700(13) Uani 1 1 d . . . O3 O 0.8476(3) 0.3990(3) 0.3901(3) 0.0673(13) Uani 1 1 d . . . O4 O 0.7946(3) 0.2723(3) 0.1726(3) 0.0646(12) Uani 1 1 d . . . O5 O 0.4776(3) 0.3007(3) 0.2401(3) 0.0736(14) Uani 1 1 d . . . O6 O 0.4432(3) 0.4061(3) 0.0163(3) 0.0686(13) Uani 1 1 d . . . O7 O 0.2955(3) 0.1771(3) -0.0857(3) 0.0728(13) Uani 1 1 d . . . O8 O 0.0756(3) 0.3014(3) -0.1360(3) 0.0747(14) 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 C1 0.055(4) 0.174(9) 0.073(5) -0.002(6) 0.002(4) -0.004(5) C2 0.057(5) 0.100(7) 0.076(5) -0.011(5) 0.015(4) 0.016(4) C3 0.059(4) 0.052(4) 0.057(4) -0.009(4) 0.003(3) 0.010(3) C4 0.084(5) 0.085(6) 0.078(5) 0.026(4) 0.022(4) 0.011(4) C5 0.096(6) 0.090(6) 0.087(6) -0.006(5) 0.002(4) 0.027(5) C6 0.045(4) 0.056(5) 0.071(5) 0.022(4) 0.017(4) -0.001(3) C7 0.054(4) 0.061(5) 0.051(4) 0.008(3) 0.014(3) 0.000(4) C8 0.059(4) 0.118(7) 0.059(4) -0.020(4) 0.003(4) 0.024(5) C14 0.085(6) 0.205(13) 0.123(8) 0.049(8) 0.057(6) -0.003(7) C9 0.066(5) 0.146(9) 0.079(6) -0.028(6) 0.027(4) -0.032(6) C10 0.128(8) 0.206(13) 0.086(6) -0.023(8) 0.047(6) -0.049(8) C11 0.216(14) 0.214(17) 0.157(12) 0.009(11) 0.079(11) -0.102(13) C12 0.240(17) 0.146(12) 0.29(2) -0.042(13) 0.197(16) -0.106(13) C13 0.178(13) 0.187(15) 0.293(18) 0.099(13) 0.167(14) 0.002(10) C15 0.082(5) 0.072(6) 0.056(4) -0.003(4) -0.001(4) 0.018(4) C16 0.075(4) 0.060(5) 0.054(4) -0.007(4) 0.004(4) -0.020(4) C17 0.064(5) 0.052(5) 0.054(4) -0.004(4) 0.005(4) -0.003(4) C18 0.054(4) 0.083(5) 0.053(4) 0.016(4) 0.019(3) 0.002(4) C19 0.048(4) 0.126(7) 0.091(5) -0.014(5) 0.014(4) 0.014(4) C20 0.084(5) 0.091(6) 0.087(5) 0.034(5) 0.013(4) -0.014(5) C21 0.049(4) 0.078(5) 0.052(4) 0.011(4) 0.005(3) 0.015(4) C22 0.050(4) 0.048(4) 0.058(4) 0.010(3) 0.003(3) -0.004(3) C23 0.083(5) 0.087(7) 0.060(4) 0.018(4) -0.005(4) -0.014(4) C24 0.074(5) 0.054(5) 0.092(6) 0.027(4) 0.024(5) 0.009(4) C25 0.105(6) 0.079(6) 0.079(6) -0.015(5) 0.009(5) -0.007(5) C26 0.117(8) 0.083(7) 0.079(6) -0.017(5) 0.011(6) 0.004(5) C27 0.163(10) 0.080(7) 0.077(7) -0.004(5) 0.038(7) 0.011(7) C28 0.065(5) 0.082(6) 0.119(7) 0.000(6) 0.017(6) 0.025(4) C29 0.084(6) 0.059(5) 0.092(6) 0.012(5) 0.005(5) 0.017(4) C30 0.065(4) 0.065(5) 0.056(4) 0.007(4) 0.012(3) -0.017(4) C31 0.050(4) 0.103(6) 0.029(3) 0.007(4) -0.002(3) -0.015(4) C32 0.044(4) 0.100(6) 0.054(4) -0.014(4) 0.008(3) 0.014(4) C33 0.060(4) 0.083(5) 0.040(4) -0.002(4) 0.001(3) 0.014(4) C34 0.087(6) 0.085(6) 0.096(6) -0.022(5) 0.011(4) 0.034(5) C35 0.076(5) 0.069(5) 0.072(5) 0.007(4) -0.001(4) -0.016(4) C36 0.051(4) 0.074(6) 0.059(4) 0.000(4) 0.006(3) 0.000(4) C37 0.048(3) 0.046(4) 0.055(4) 0.007(3) 0.006(3) 0.011(3) C38 0.077(5) 0.074(6) 0.058(4) 0.002(4) 0.016(4) -0.008(4) C39 0.078(5) 0.106(7) 0.065(5) -0.032(5) 0.036(4) -0.013(5) C40 0.099(6) 0.093(7) 0.093(6) 0.011(6) 0.017(5) -0.006(5) C41 0.143(9) 0.123(10) 0.112(8) 0.030(7) 0.013(7) -0.018(8) C42 0.160(11) 0.089(8) 0.133(10) 0.006(8) 0.066(9) -0.001(8) C43 0.143(9) 0.115(10) 0.121(8) -0.026(7) 0.030(7) -0.060(7) C45 0.064(4) 0.085(6) 0.062(4) 0.000(4) 0.020(4) 0.005(4) C46 0.059(4) 0.061(5) 0.068(4) 0.008(4) 0.000(4) 0.012(3) C47 0.065(4) 0.061(5) 0.050(4) 0.006(4) 0.004(4) -0.005(4) C48 0.051(4) 0.085(5) 0.049(4) -0.010(4) 0.009(3) -0.001(4) C49 0.053(4) 0.113(7) 0.072(5) 0.021(4) 0.006(4) 0.007(4) C50 0.060(4) 0.139(7) 0.053(4) -0.012(5) 0.002(3) 0.030(5) C51 0.057(4) 0.064(5) 0.061(4) -0.012(4) 0.025(4) 0.006(4) N1 0.067(4) 0.083(5) 0.043(3) 0.001(3) 0.000(3) 0.005(3) N2 0.049(3) 0.050(4) 0.052(3) -0.013(3) -0.002(2) 0.005(3) N3 0.057(3) 0.075(4) 0.052(3) 0.013(3) -0.001(3) 0.008(3) N4 0.074(4) 0.073(4) 0.036(3) 0.003(3) -0.002(3) 0.001(3) N5 0.045(3) 0.067(4) 0.053(3) -0.004(3) 0.000(3) 0.005(3) N6 0.056(3) 0.061(4) 0.052(3) -0.011(3) -0.005(2) 0.011(3) N7 0.055(3) 0.082(4) 0.042(3) -0.010(3) -0.002(2) 0.006(3) N8 0.065(4) 0.091(5) 0.044(3) 0.012(3) -0.011(3) 0.004(3) O1 0.070(3) 0.149(5) 0.046(3) 0.014(3) 0.005(2) 0.010(3) O2 0.065(3) 0.079(3) 0.049(3) -0.008(3) -0.008(2) 0.000(2) O3 0.054(3) 0.077(3) 0.062(3) 0.005(2) 0.002(2) 0.010(2) O4 0.064(3) 0.078(3) 0.043(2) -0.005(2) 0.002(2) 0.004(2) O5 0.043(2) 0.121(4) 0.051(2) -0.010(3) 0.006(2) -0.011(3) O6 0.052(3) 0.081(3) 0.057(3) -0.005(2) -0.008(2) 0.010(2) O7 0.068(3) 0.081(3) 0.055(3) -0.006(3) -0.006(2) -0.007(3) O8 0.052(3) 0.099(4) 0.058(3) -0.003(3) -0.007(2) -0.006(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 C1 C2 1.529(10) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.233(8) . ? C2 N1 1.322(9) . ? C3 N1 1.425(8) . ? C3 C5 1.515(9) . ? C3 C4 1.526(9) . ? C3 C6 1.554(8) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 O2 1.261(7) . ? C6 N2 1.293(8) . ? C7 N2 1.436(7) . ? C7 C15 1.492(9) . ? C7 C8 1.497(9) . ? C7 H7 0.9800 . ? C8 C9 1.473(9) . ? C8 H8C 0.9700 . ? C8 H8D 0.9700 . ? C14 C9 1.3900 . ? C14 C13 1.3900 . ? C14 H14 0.9300 . ? C9 C10 1.3900 . ? C10 C11 1.3900 . ? C10 H10 0.9300 . ? C11 C12 1.3900 . ? C11 H11 0.9300 . ? C12 C13 1.3900 . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 C16 1.498(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.510(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O3 1.222(7) . ? C17 N3 1.325(8) . ? C18 N3 1.474(8) . ? C18 C20 1.532(9) . ? C18 C21 1.548(9) . ? C18 C19 1.550(9) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 O4 1.229(6) . ? C21 N4 1.340(8) . ? C22 N4 1.467(7) . ? C22 C30 1.538(8) . ? C22 C23 1.554(9) . ? C22 H22 0.9800 . ? C23 C24 1.474(10) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.393(10) . ? C24 C29 1.404(10) . ? C25 C26 1.320(10) . ? C25 H25 0.9300 . ? C26 C27 1.367(11) . ? C26 H26 0.9300 . ? C27 C28 1.411(11) . ? C27 H27 0.9300 . ? C28 C29 1.338(10) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.526(9) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.517(9) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 O5 1.248(7) . ? C32 N5 1.305(8) . ? C33 N5 1.495(8) . ? C33 C36 1.504(8) . ? C33 C35 1.527(9) . ? C33 C34 1.537(9) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 O6 1.224(7) . ? C36 N6 1.339(8) . ? C37 N6 1.433(7) . ? C37 C38 1.500(8) . ? C37 C45 1.504(9) . ? C37 H37 0.9800 . ? C38 C39 1.523(10) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.351(10) . ? C39 C44 1.356(11) . ? C40 C41 1.377(12) . ? C40 H40 0.9300 . ? C41 C42 1.398(13) . ? C41 H41 0.9300 . ? C42 C43 1.309(13) . ? C42 H42 0.9300 . ? C43 C44 1.443(13) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 C46 1.532(8) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.489(8) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 O7 1.219(7) . ? C47 N7 1.325(8) . ? C48 N7 1.448(7) . ? C48 C50 1.525(9) . ? C48 C49 1.527(9) . ? C48 C51 1.536(9) . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 O8 1.222(7) . ? C51 N8 1.333(8) . ? N1 H1 0.8600 . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? N4 H4 0.8600 . ? N5 H5 0.8600 . ? N6 H6 0.8600 . ? N7 H7A 0.8600 . ? N8 H8A 0.8600 . ? N8 H8B 0.8600 . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 N1 123.7(7) . . ? O1 C2 C1 119.3(8) . . ? N1 C2 C1 116.9(7) . . ? N1 C3 C5 108.1(6) . . ? N1 C3 C4 108.5(5) . . ? C5 C3 C4 110.4(6) . . ? N1 C3 C6 113.4(6) . . ? C5 C3 C6 109.7(5) . . ? C4 C3 C6 106.8(5) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O2 C6 N2 124.8(6) . . ? O2 C6 C3 117.9(7) . . ? N2 C6 C3 117.3(6) . . ? N2 C7 C15 109.4(5) . . ? N2 C7 C8 112.0(5) . . ? C15 C7 C8 111.5(6) . . ? N2 C7 H7 107.9 . . ? C15 C7 H7 107.9 . . ? C8 C7 H7 107.9 . . ? C9 C8 C7 114.0(6) . . ? C9 C8 H8C 108.8 . . ? C7 C8 H8C 108.8 . . ? C9 C8 H8D 108.8 . . ? C7 C8 H8D 108.8 . . ? H8C C8 H8D 107.7 . . ? C9 C14 C13 120.0 . . ? C9 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C9 C10 120.0 . . ? C14 C9 C8 119.5(6) . . ? C10 C9 C8 120.4(6) . . ? C11 C10 C9 120.0 . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 120.0 . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.0 . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C7 C15 C16 116.8(6) . . ? C7 C15 H15A 108.1 . . ? C16 C15 H15A 108.1 . . ? C7 C15 H15B 108.1 . . ? C16 C15 H15B 108.1 . . ? H15A C15 H15B 107.3 . . ? C15 C16 C17 111.6(6) . . ? C15 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? C15 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? O3 C17 N3 122.6(6) . . ? O3 C17 C16 124.3(7) . . ? N3 C17 C16 113.1(6) . . ? N3 C18 C20 111.0(6) . . ? N3 C18 C21 111.7(5) . . ? C20 C18 C21 108.9(5) . . ? N3 C18 C19 107.5(5) . . ? C20 C18 C19 111.2(6) . . ? C21 C18 C19 106.5(6) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O4 C21 N4 124.5(6) . . ? O4 C21 C18 118.6(6) . . ? N4 C21 C18 116.9(5) . . ? N4 C22 C30 109.8(5) . . ? N4 C22 C23 108.5(5) . . ? C30 C22 C23 109.3(5) . . ? N4 C22 H22 109.8 . . ? C30 C22 H22 109.8 . . ? C23 C22 H22 109.8 . . ? C24 C23 C22 113.1(6) . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C25 C24 C29 114.5(8) . . ? C25 C24 C23 122.8(7) . . ? C29 C24 C23 122.7(8) . . ? C26 C25 C24 124.2(9) . . ? C26 C25 H25 117.9 . . ? C24 C25 H25 117.9 . . ? C25 C26 C27 119.9(9) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C26 C27 C28 119.5(9) . . ? C26 C27 H27 120.2 . . ? C28 C27 H27 120.2 . . ? C29 C28 C27 118.5(8) . . ? C29 C28 H28 120.7 . . ? C27 C28 H28 120.7 . . ? C28 C29 C24 123.4(8) . . ? C28 C29 H29 118.3 . . ? C24 C29 H29 118.3 . . ? C31 C30 C22 113.7(5) . . ? C31 C30 H30A 108.8 . . ? C22 C30 H30A 108.8 . . ? C31 C30 H30B 108.8 . . ? C22 C30 H30B 108.8 . . ? H30A C30 H30B 107.7 . . ? C32 C31 C30 115.2(5) . . ? C32 C31 H31A 108.5 . . ? C30 C31 H31A 108.5 . . ? C32 C31 H31B 108.5 . . ? C30 C31 H31B 108.5 . . ? H31A C31 H31B 107.5 . . ? O5 C32 N5 124.4(6) . . ? O5 C32 C31 119.3(8) . . ? N5 C32 C31 116.2(6) . . ? N5 C33 C36 111.9(6) . . ? N5 C33 C35 106.2(5) . . ? C36 C33 C35 108.3(5) . . ? N5 C33 C34 106.4(5) . . ? C36 C33 C34 113.0(5) . . ? C35 C33 C34 110.9(6) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O6 C36 N6 123.5(6) . . ? O6 C36 C33 119.5(7) . . ? N6 C36 C33 116.9(6) . . ? N6 C37 C38 111.3(5) . . ? N6 C37 C45 113.4(5) . . ? C38 C37 C45 108.6(5) . . ? N6 C37 H37 107.8 . . ? C38 C37 H37 107.8 . . ? C45 C37 H37 107.8 . . ? C37 C38 C39 115.3(6) . . ? C37 C38 H38A 108.5 . . ? C39 C38 H38A 108.5 . . ? C37 C38 H38B 108.5 . . ? C39 C38 H38B 108.5 . . ? H38A C38 H38B 107.5 . . ? C40 C39 C44 120.6(9) . . ? C40 C39 C38 119.5(7) . . ? C44 C39 C38 119.8(8) . . ? C39 C40 C41 121.3(9) . . ? C39 C40 H40 119.3 . . ? C41 C40 H40 119.4 . . ? C40 C41 C42 118.3(10) . . ? C40 C41 H41 120.9 . . ? C42 C41 H41 120.9 . . ? C43 C42 C41 120.9(11) . . ? C43 C42 H42 119.5 . . ? C41 C42 H42 119.5 . . ? C42 C43 C44 120.3(10) . . ? C42 C43 H43 119.8 . . ? C44 C43 H43 119.8 . . ? C39 C44 C43 118.1(9) . . ? C39 C44 H44 121.0 . . ? C43 C44 H44 121.0 . . ? C37 C45 C46 114.4(6) . . ? C37 C45 H45A 108.7 . . ? C46 C45 H45A 108.7 . . ? C37 C45 H45B 108.7 . . ? C46 C45 H45B 108.7 . . ? H45A C45 H45B 107.6 . . ? C47 C46 C45 113.0(5) . . ? C47 C46 H46A 109.0 . . ? C45 C46 H46A 109.0 . . ? C47 C46 H46B 109.0 . . ? C45 C46 H46B 109.0 . . ? H46A C46 H46B 107.8 . . ? O7 C47 N7 121.7(6) . . ? O7 C47 C46 122.1(7) . . ? N7 C47 C46 116.1(6) . . ? N7 C48 C50 107.2(5) . . ? N7 C48 C49 110.7(6) . . ? C50 C48 C49 113.1(6) . . ? N7 C48 C51 110.7(5) . . ? C50 C48 C51 104.3(6) . . ? C49 C48 C51 110.6(5) . . ? C48 C49 H49A 109.5 . . ? C48 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C48 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C48 C50 H50A 109.5 . . ? C48 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C48 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O8 C51 N8 122.3(6) . . ? O8 C51 C48 120.7(6) . . ? N8 C51 C48 117.0(6) . . ? C2 N1 C3 124.5(6) . . ? C2 N1 H1 117.7 . . ? C3 N1 H1 117.7 . . ? C6 N2 C7 123.1(5) . . ? C6 N2 H2 118.4 . . ? C7 N2 H2 118.4 . . ? C17 N3 C18 124.2(5) . . ? C17 N3 H3 117.9 . . ? C18 N3 H3 117.9 . . ? C21 N4 C22 121.4(5) . . ? C21 N4 H4 119.3 . . ? C22 N4 H4 119.3 . . ? C32 N5 C33 123.9(5) . . ? C32 N5 H5 118.0 . . ? C33 N5 H5 118.0 . . ? C36 N6 C37 123.1(5) . . ? C36 N6 H6 118.5 . . ? C37 N6 H6 118.5 . . ? C47 N7 C48 124.6(5) . . ? C47 N7 H7A 117.7 . . ? C48 N7 H7A 117.7 . . ? C51 N8 H8A 120.0 . . ? C51 N8 H8B 120.0 . . ? H8A N8 H8B 120.0 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.213 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.060 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.016 0.500 0.118 11 2 2 -0.016 0.000 0.881 11 2 3 0.500 0.385 0.500 581 196 _platon_squeeze_details ; The volume occupied by solvent is 20.2 percent of the unit cell. ; #===END data_Peptide_P2 _database_code_depnum_ccdc_archive 'CCDC 901429' _audit_creation_method SHELXL-97 _chemical_name_systematic 'alpha-gamma peptide' _chemical_name_common 'alpha-gamma peptide' _chemical_formula_moiety 'C48 H66 N8 O8' _chemical_formula_sum 'C48 H66 N8 O9' _chemical_compound_source synthesis _exptl_crystal_recrystallization_method MeOH/Water _diffrn_ambient_temperature 100(2) _diffrn_ambient_pressure 101.325 _chemical_formula_weight 899.09 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 Triclinic _symmetry_space_group_name_H-M P1 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.354(10) _cell_length_b 12.179(13) _cell_length_c 13.950(15) _cell_angle_alpha 68.89(3) _cell_angle_beta 85.74(3) _cell_angle_gamma 71.36(3) _cell_volume 1403(3) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 482 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.974 _exptl_absorpt_correction_T_max 0.985 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _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 SMART APEX2 area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24197 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_sigmaI/netI 0.1021 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.28 _reflns_number_total 10395 _reflns_number_gt 4880 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.1787P] 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 SHELXL _refine_ls_extinction_coef 0.032(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.6(18) _refine_ls_number_reflns 10395 _refine_ls_number_parameters 569 _refine_ls_number_restraints 327 _refine_ls_R_factor_all 0.1364 _refine_ls_R_factor_gt 0.0823 _refine_ls_wR_factor_ref 0.2723 _refine_ls_wR_factor_gt 0.2342 _refine_ls_goodness_of_fit_ref 0.771 _refine_ls_restrained_S_all 0.762 _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 C1 C 0.9596(8) 0.1313(8) 0.9191(6) 0.113(2) Uani 1 1 d U . . H1A H 0.9777 0.0500 0.9173 0.169 Uiso 1 1 calc R . . H1B H 0.9640 0.1261 0.9892 0.169 Uiso 1 1 calc R . . H1C H 1.0352 0.1656 0.8818 0.169 Uiso 1 1 calc R . . C2 C 0.8112(7) 0.2107(6) 0.8723(5) 0.0864(16) Uani 1 1 d U . . C3 C 0.5443(5) 0.2752(4) 0.9073(3) 0.0636(11) Uani 1 1 d U . . H3 H 0.5226 0.2383 0.8604 0.076 Uiso 1 1 calc R . . C4 C 0.4481(7) 0.2460(5) 1.0024(5) 0.0921(17) Uani 1 1 d U . . H4A H 0.4740 0.2758 1.0516 0.138 Uiso 1 1 calc R . . H4B H 0.4676 0.1579 1.0330 0.138 Uiso 1 1 calc R . . H4C H 0.3430 0.2859 0.9819 0.138 Uiso 1 1 calc R . . C5 C 0.4964(5) 0.4168(4) 0.8523(4) 0.0602(11) Uani 1 1 d U . . C6 C 0.5323(6) 0.6120(4) 0.8419(4) 0.0662(12) Uani 1 1 d U . . H6A H 0.4668 0.6452 0.7797 0.079 Uiso 1 1 calc R . . C7 C 0.4463(8) 0.6687(5) 0.9197(4) 0.0849(16) Uani 1 1 d U . . H7A H 0.5110 0.6357 0.9814 0.102 Uiso 1 1 calc R . . H7B H 0.4295 0.7574 0.8911 0.102 Uiso 1 1 calc R . . C8 C 0.3003(6) 0.6489(5) 0.9502(4) 0.0734(13) Uani 1 1 d U . . C9 C 0.1674(7) 0.7266(6) 0.8947(5) 0.0921(17) Uani 1 1 d U . . H9 H 0.1667 0.7987 0.8403 0.110 Uiso 1 1 calc R . . C10 C 0.0346(8) 0.6969(8) 0.9202(6) 0.110(2) Uani 1 1 d U . . H10 H -0.0527 0.7456 0.8789 0.132 Uiso 1 1 calc R . . C11 C 0.0304(9) 0.5996(9) 1.0031(7) 0.120(2) Uani 1 1 d U . . H11 H -0.0608 0.5849 1.0231 0.144 Uiso 1 1 calc R . . C12 C 0.1613(9) 0.5218(7) 1.0582(6) 0.106(2) Uani 1 1 d U . . H12 H 0.1594 0.4515 1.1140 0.127 Uiso 1 1 calc R . . C13 C 0.2955(8) 0.5456(6) 1.0327(5) 0.0869(15) Uani 1 1 d U . . H13 H 0.3836 0.4917 1.0713 0.104 Uiso 1 1 calc R . . C14 C 0.6724(7) 0.6445(6) 0.8128(5) 0.0851(16) Uani 1 1 d U . . H14A H 0.7296 0.6253 0.8752 0.102 Uiso 1 1 calc R . . H14B H 0.6454 0.7333 0.7762 0.102 Uiso 1 1 calc R . . C15 C 0.7732(6) 0.5800(7) 0.7468(5) 0.097(2) Uani 1 1 d U . . H15A H 0.7993 0.4910 0.7821 0.116 Uiso 1 1 calc R . . H15B H 0.8659 0.6014 0.7373 0.116 Uiso 1 1 calc R . . C16 C 0.6983(6) 0.6153(7) 0.6418(5) 0.0835(16) Uani 1 1 d U . . C17 C 0.6411(9) 0.5331(7) 0.5184(5) 0.119(3) Uani 1 1 d U . . H17 H 0.7020 0.5776 0.4691 0.143 Uiso 1 1 calc R . . C18 C 0.6735(17) 0.4108(10) 0.5107(9) 0.230(9) Uani 1 1 d U . . H18A H 0.6982 0.4159 0.4415 0.345 Uiso 1 1 calc R . . H18B H 0.5864 0.3835 0.5286 0.345 Uiso 1 1 calc R . . H18C H 0.7573 0.3528 0.5569 0.345 Uiso 1 1 calc R . . C19 C 0.4718(7) 0.6098(5) 0.4909(5) 0.0820(16) Uani 1 1 d U . . C20 C 0.2177(6) 0.6741(5) 0.5464(4) 0.0742(13) Uani 1 1 d U . . H20 H 0.1979 0.7278 0.4739 0.089 Uiso 1 1 calc R . . C21 C 0.1252(9) 0.5801(7) 0.5721(5) 0.106(2) Uani 1 1 d U . . H21A H 0.0178 0.6247 0.5628 0.127 Uiso 1 1 calc R . . H21B H 0.1466 0.5241 0.6431 0.127 Uiso 1 1 calc R . . C28 C 0.1661(6) 0.7524(5) 0.6120(4) 0.0797(15) Uani 1 1 d U . . H28A H 0.0614 0.8020 0.5928 0.096 Uiso 1 1 calc R . . H28B H 0.1706 0.6981 0.6832 0.096 Uiso 1 1 calc R . . C29 C 0.2555(7) 0.8364(6) 0.6040(4) 0.0853(17) Uani 1 1 d U . . H29A H 0.3594 0.7870 0.6266 0.102 Uiso 1 1 calc R . . H29B H 0.2159 0.8821 0.6497 0.102 Uiso 1 1 calc R . . C30 C 0.2522(7) 0.9287(5) 0.4943(4) 0.0752(14) Uani 1 1 d U . . C31 C 0.4001(6) 1.0008(5) 0.3513(4) 0.0774(14) Uani 1 1 d U . . H31 H 0.3693 1.0829 0.3570 0.093 Uiso 1 1 calc R . . C32 C 0.5625(7) 0.9711(8) 0.3213(5) 0.108(2) Uani 1 1 d U . . H32A H 0.6179 0.9997 0.3573 0.162 Uiso 1 1 calc R . . H32B H 0.5667 1.0116 0.2485 0.162 Uiso 1 1 calc R . . H32C H 0.6063 0.8831 0.3390 0.162 Uiso 1 1 calc R . . C33 C 0.3036(5) 1.0081(5) 0.2630(4) 0.0641(11) Uani 1 1 d U . . C34 C 0.2043(5) 0.8985(5) 0.1831(4) 0.0670(12) Uani 1 1 d U . . H34 H 0.1686 0.9810 0.1297 0.080 Uiso 1 1 calc R . . C35 C 0.3104(6) 0.8089(5) 0.1347(4) 0.0780(14) Uani 1 1 d U . . H35A H 0.3445 0.7269 0.1873 0.094 Uiso 1 1 calc R . . H35B H 0.2532 0.8039 0.0821 0.094 Uiso 1 1 calc R . . C36 C 0.4425(5) 0.8428(5) 0.0888(4) 0.119(3) Uani 1 1 d GU . . C37 C 0.4284(8) 0.9328(5) -0.0089(5) 0.125(3) Uani 1 1 d GU . . H37 H 0.3343 0.9737 -0.0433 0.150 Uiso 1 1 calc R . . C38 C 0.5551(11) 0.9617(6) -0.0550(5) 0.196(7) Uani 1 1 d GU . . H38 H 0.5457 1.0219 -0.1203 0.235 Uiso 1 1 calc R . . C39 C 0.6959(9) 0.9005(8) -0.0036(8) 0.229(10) Uani 1 1 d GU . . H39 H 0.7806 0.9199 -0.0345 0.274 Uiso 1 1 calc R . . C40 C 0.7100(5) 0.8106(8) 0.0940(8) 0.206(6) Uani 1 1 d GU . . H40 H 0.8041 0.7697 0.1285 0.247 Uiso 1 1 calc R . . C41 C 0.5833(6) 0.7817(6) 0.1402(5) 0.138(3) Uani 1 1 d GU . . H41 H 0.5927 0.7215 0.2055 0.165 Uiso 1 1 calc R . . C22 C 0.1739(10) 0.5023(7) 0.4954(6) 0.149(4) Uani 1 1 d GU . . C23 C 0.0765(11) 0.5457(8) 0.4099(8) 0.177(5) Uani 1 1 d GU . . H23 H -0.0123 0.6110 0.4026 0.213 Uiso 1 1 calc R . . C24 C 0.1119(17) 0.4915(12) 0.3353(7) 0.272(11) Uani 1 1 d GU . . H24 H 0.0467 0.5206 0.2781 0.326 Uiso 1 1 calc R . . C25 C 0.2446(18) 0.3939(12) 0.3462(8) 0.372(18) Uani 1 1 d GU . . H25 H 0.2683 0.3577 0.2963 0.446 Uiso 1 1 calc R . . C26 C 0.3420(13) 0.3505(9) 0.4318(10) 0.210(7) Uani 1 1 d GU . . H26 H 0.4308 0.2852 0.4391 0.252 Uiso 1 1 calc R . . C27 C 0.3066(10) 0.4047(8) 0.5064(7) 0.173(4) Uani 1 1 d GU . . H27 H 0.3718 0.3757 0.5636 0.208 Uiso 1 1 calc R . . C42 C 0.0692(6) 0.8557(5) 0.2235(4) 0.0764(14) Uani 1 1 d U . . H42A H 0.0096 0.8646 0.1656 0.092 Uiso 1 1 calc R . . H42B H 0.1051 0.7682 0.2654 0.092 Uiso 1 1 calc R . . C43 C -0.0310(5) 0.9242(5) 0.2861(4) 0.0737(14) Uani 1 1 d U . . H43A H -0.1061 0.8835 0.3156 0.088 Uiso 1 1 calc R . . H43B H 0.0295 0.9177 0.3426 0.088 Uiso 1 1 calc R . . C44 C -0.1097(5) 1.0568(5) 0.2292(4) 0.0712(13) Uani 1 1 d U . . C45 C -0.1647(6) 1.2709(5) 0.2276(4) 0.0805(15) Uani 1 1 d U . . C46 C -0.3288(8) 1.2942(7) 0.2448(6) 0.112(2) Uani 1 1 d U . . H46A H -0.3430 1.2534 0.3161 0.168 Uiso 1 1 calc R . . H46B H -0.3708 1.2624 0.2037 0.168 Uiso 1 1 calc R . . H46C H -0.3787 1.3818 0.2256 0.168 Uiso 1 1 calc R . . C47 C -0.0897(11) 1.3243(8) 0.2806(7) 0.129(3) Uani 1 1 d U . . H47A H -0.1307 1.3165 0.3470 0.194 Uiso 1 1 calc R . . H47B H -0.1063 1.4103 0.2405 0.194 Uiso 1 1 calc R . . H47C H 0.0168 1.2808 0.2887 0.194 Uiso 1 1 calc R . . C48 C -0.1416(8) 1.3236(5) 0.1133(5) 0.0889(17) Uani 1 1 d U . . N1 N 0.6959(5) 0.2200(4) 0.9398(3) 0.0759(12) Uani 1 1 d . . . H1 H 0.7188 0.1903 1.0047 0.091 Uiso 1 1 calc R . . N2 N 0.5631(4) 0.4756(3) 0.8853(3) 0.0612(9) Uani 1 1 d . . . H2 H 0.6292 0.4330 0.9354 0.073 Uiso 1 1 calc R . . N3 N 0.6834(6) 0.5203(7) 0.6230(4) 0.1029(19) Uani 1 1 d . . . H3A H 0.6986 0.4500 0.6724 0.124 Uiso 1 1 calc R . . N4 N 0.3784(5) 0.6055(4) 0.5640(3) 0.0764(12) Uani 1 1 d . . . H4 H 0.4126 0.5600 0.6260 0.092 Uiso 1 1 calc R . . N5 N 0.3817(5) 0.9125(4) 0.4498(3) 0.0711(11) Uani 1 1 d . . . H5 H 0.4571 0.8482 0.4796 0.085 Uiso 1 1 calc R . . N6 N 0.2856(4) 0.9064(4) 0.2644(3) 0.0624(9) Uani 1 1 d . . . H6 H 0.3237 0.8397 0.3162 0.075 Uiso 1 1 calc R . . N7 N -0.0862(5) 1.1351(4) 0.2673(3) 0.0739(11) Uani 1 1 d . . . H7 H -0.0215 1.1054 0.3182 0.089 Uiso 1 1 calc R . . N8 N -0.0065(6) 1.2891(5) 0.0801(4) 0.0948(15) Uani 1 1 d . . . H8A H 0.0121 1.3263 0.0176 0.114 Uiso 1 1 calc R . . H8B H 0.0640 1.2291 0.1208 0.114 Uiso 1 1 calc R . . O1 O 0.7784(4) 0.2639(4) 0.7811(3) 0.0905(12) Uani 1 1 d . . . O2 O 0.3982(4) 0.4642(3) 0.7836(3) 0.0756(9) Uani 1 1 d . . . O3 O 0.6531(5) 0.7205(5) 0.5790(4) 0.1094(15) Uani 1 1 d . . . O4 O 0.4365(4) 0.6659(3) 0.3990(3) 0.0839(11) Uani 1 1 d . . . O5 O 0.1358(4) 1.0095(4) 0.4534(3) 0.0851(11) Uani 1 1 d . . . O6 O 0.2548(4) 1.1105(3) 0.1918(3) 0.0792(10) Uani 1 1 d . . . O7 O -0.1892(4) 1.0908(3) 0.1517(3) 0.0812(10) Uani 1 1 d . . . O8 O -0.2447(5) 1.4104(4) 0.0550(3) 0.1000(13) Uani 1 1 d . . . O9W O 0.1171(10) 0.3922(17) 0.8496(8) 0.310(9) 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 C1 0.088(4) 0.125(6) 0.093(5) -0.036(4) -0.015(4) 0.010(4) C2 0.095(4) 0.079(4) 0.083(4) -0.038(3) 0.014(3) -0.017(3) C3 0.073(3) 0.057(3) 0.047(2) -0.009(2) 0.010(2) -0.015(2) C4 0.098(4) 0.070(4) 0.085(4) -0.006(3) 0.020(3) -0.023(3) C5 0.063(3) 0.050(2) 0.055(3) -0.007(2) -0.004(2) -0.013(2) C6 0.072(3) 0.056(3) 0.056(3) -0.007(2) -0.005(2) -0.013(2) C7 0.129(5) 0.063(3) 0.065(3) -0.019(3) -0.011(3) -0.034(3) C8 0.085(3) 0.064(3) 0.067(3) -0.029(3) 0.004(3) -0.013(3) C9 0.096(4) 0.084(4) 0.074(4) -0.022(3) -0.003(3) -0.005(3) C10 0.088(4) 0.127(6) 0.084(5) -0.022(5) 0.000(3) -0.007(4) C11 0.098(5) 0.133(7) 0.120(7) -0.056(6) 0.007(5) -0.011(5) C12 0.109(5) 0.111(5) 0.084(4) -0.031(4) 0.018(4) -0.024(4) C13 0.099(4) 0.073(4) 0.076(4) -0.019(3) 0.006(3) -0.019(3) C14 0.092(4) 0.075(3) 0.076(3) -0.001(3) -0.009(3) -0.036(3) C15 0.063(3) 0.116(5) 0.080(4) 0.005(4) -0.003(3) -0.033(3) C16 0.060(3) 0.094(4) 0.065(3) -0.004(4) 0.002(2) -0.011(3) C17 0.116(5) 0.112(5) 0.072(4) -0.032(4) -0.017(4) 0.041(4) C18 0.314(16) 0.125(7) 0.176(10) -0.106(8) -0.118(11) 0.117(9) C19 0.098(4) 0.057(3) 0.069(4) -0.028(3) -0.006(3) 0.012(3) C20 0.071(3) 0.074(3) 0.059(3) -0.013(3) -0.007(2) -0.008(3) C21 0.133(5) 0.090(4) 0.081(4) 0.003(3) -0.006(4) -0.053(4) C28 0.069(3) 0.085(4) 0.053(3) -0.008(3) 0.003(2) -0.002(3) C29 0.092(4) 0.085(4) 0.052(3) -0.023(3) 0.001(3) 0.006(3) C30 0.089(4) 0.067(3) 0.058(3) -0.027(3) -0.005(3) -0.002(3) C31 0.094(4) 0.077(3) 0.056(3) -0.004(3) -0.004(3) -0.042(3) C32 0.069(3) 0.141(6) 0.097(5) -0.010(4) -0.009(3) -0.046(4) C33 0.061(3) 0.061(3) 0.056(3) -0.006(2) 0.002(2) -0.016(2) C34 0.070(3) 0.067(3) 0.062(3) -0.020(2) -0.006(2) -0.018(2) C35 0.089(4) 0.074(4) 0.067(3) -0.022(3) 0.011(3) -0.027(3) C36 0.092(5) 0.142(7) 0.168(8) -0.118(7) 0.023(5) -0.025(4) C37 0.181(8) 0.099(5) 0.112(6) -0.055(5) 0.070(6) -0.061(5) C38 0.259(15) 0.127(8) 0.266(15) -0.129(10) 0.158(13) -0.110(10) C39 0.29(2) 0.196(13) 0.32(2) -0.190(15) 0.209(18) -0.171(14) C40 0.088(6) 0.231(15) 0.33(2) -0.160(15) 0.053(9) -0.032(7) C41 0.081(5) 0.182(9) 0.170(8) -0.103(7) 0.014(5) -0.024(5) C22 0.171(9) 0.097(6) 0.163(9) -0.004(6) -0.036(7) -0.062(6) C23 0.237(13) 0.126(8) 0.170(10) -0.013(8) -0.035(10) -0.093(8) C24 0.44(3) 0.183(15) 0.244(17) -0.092(14) -0.093(19) -0.129(18) C25 0.41(3) 0.24(2) 0.42(3) 0.01(2) -0.21(3) -0.15(2) C26 0.291(18) 0.183(12) 0.213(14) -0.117(12) 0.106(14) -0.119(12) C27 0.187(11) 0.118(8) 0.195(12) -0.038(8) 0.030(9) -0.047(8) C42 0.075(3) 0.068(3) 0.074(3) -0.009(3) -0.007(3) -0.023(3) C43 0.050(2) 0.067(3) 0.081(3) -0.004(3) 0.007(2) -0.015(2) C44 0.051(2) 0.076(3) 0.064(3) 0.003(3) 0.001(2) -0.021(2) C45 0.073(3) 0.084(4) 0.070(4) -0.020(3) -0.009(3) -0.012(3) C46 0.117(5) 0.113(5) 0.090(5) -0.047(4) 0.011(4) -0.004(4) C47 0.161(7) 0.104(5) 0.118(6) -0.038(5) -0.030(5) -0.027(5) C48 0.096(4) 0.065(3) 0.088(4) -0.003(3) -0.028(4) -0.024(3) N1 0.084(3) 0.065(3) 0.056(2) -0.013(2) 0.005(2) -0.004(2) N2 0.061(2) 0.050(2) 0.058(2) -0.0092(18) -0.0030(18) -0.0085(17) N3 0.077(3) 0.120(5) 0.054(3) -0.008(3) -0.006(2) 0.021(3) N4 0.089(3) 0.063(3) 0.051(2) -0.010(2) -0.004(2) 0.000(2) N5 0.080(3) 0.061(2) 0.056(2) -0.016(2) -0.010(2) -0.004(2) N6 0.064(2) 0.061(2) 0.046(2) -0.0110(17) 0.0055(16) -0.0083(18) N7 0.070(2) 0.075(3) 0.068(3) -0.015(2) -0.014(2) -0.019(2) N8 0.082(3) 0.081(3) 0.088(4) 0.010(3) -0.007(3) -0.027(3) O1 0.093(3) 0.101(3) 0.060(2) -0.026(2) 0.0146(19) -0.012(2) O2 0.085(2) 0.066(2) 0.067(2) -0.0136(17) -0.0132(18) -0.0195(17) O3 0.085(3) 0.114(4) 0.085(3) 0.016(3) -0.010(2) -0.029(2) O4 0.099(3) 0.071(2) 0.046(2) -0.0072(17) -0.0032(17) 0.0054(19) O5 0.085(2) 0.082(2) 0.0518(19) -0.0126(18) -0.0031(17) 0.011(2) O6 0.082(2) 0.068(2) 0.065(2) 0.0036(18) -0.0044(17) -0.0230(18) O7 0.074(2) 0.081(2) 0.076(2) -0.017(2) -0.0069(19) -0.0172(18) O8 0.100(3) 0.081(3) 0.088(3) -0.008(2) -0.036(2) -0.004(2) O9W 0.138(6) 0.49(2) 0.150(7) 0.046(10) -0.007(5) -0.088(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 C1 C2 1.453(9) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.211(7) . ? C2 N1 1.383(7) . ? C3 N1 1.391(7) . ? C3 C5 1.538(7) . ? C3 C4 1.544(7) . ? C3 H3 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 O2 1.220(6) . ? C5 N2 1.297(6) . ? C6 C14 1.475(8) . ? C6 N2 1.485(6) . ? C6 C7 1.536(8) . ? C6 H6A 0.9800 . ? C7 C8 1.467(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.377(8) . ? C8 C9 1.380(8) . ? C9 C10 1.388(10) . ? C9 H9 0.9300 . ? C10 C11 1.334(11) . ? C10 H10 0.9300 . ? C11 C12 1.364(11) . ? C11 H11 0.9300 . ? C12 C13 1.370(10) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.507(10) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.526(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 O3 1.220(7) . ? C16 N3 1.324(9) . ? C17 C18 1.464(13) . ? C17 N3 1.481(9) . ? C17 C19 1.554(9) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 O4 1.228(7) . ? C19 N4 1.291(7) . ? C20 N4 1.457(7) . ? C20 C28 1.499(8) . ? C20 C21 1.575(9) . ? C20 H20 0.9800 . ? C21 C22 1.622(11) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C28 C29 1.487(9) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.533(8) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 O5 1.218(6) . ? C30 N5 1.310(7) . ? C31 N5 1.447(7) . ? C31 C32 1.509(9) . ? C31 C33 1.540(7) . ? C31 H31 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 O6 1.249(6) . ? C33 N6 1.296(6) . ? C34 N6 1.458(6) . ? C34 C42 1.513(7) . ? C34 C35 1.540(7) . ? C34 H34 0.9800 . ? C35 C36 1.458(7) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.3900 . ? C36 C41 1.3900 . ? C37 C38 1.3900 . ? C37 H37 0.9300 . ? C38 C39 1.3900 . ? C38 H38 0.9300 . ? C39 C40 1.3900 . ? C39 H39 0.9300 . ? C40 C41 1.3900 . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C22 C23 1.3900 . ? C22 C27 1.3900 . ? C23 C24 1.3900 . ? C23 H23 0.9300 . ? C24 C25 1.3900 . ? C24 H24 0.9300 . ? C25 C26 1.3900 . ? C25 H25 0.9300 . ? C26 C27 1.3900 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C42 C43 1.497(8) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.478(7) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 O7 1.222(6) . ? C44 N7 1.326(7) . ? C45 C47 1.476(10) . ? C45 N7 1.486(7) . ? C45 C46 1.487(9) . ? C45 C48 1.517(9) . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 O8 1.247(7) . ? C48 N8 1.304(9) . ? N1 H1 0.8600 . ? N2 H2 0.8600 . ? N3 H3A 0.8600 . ? N4 H4 0.8600 . ? N5 H5 0.8600 . ? N6 H6 0.8600 . ? N7 H7 0.8600 . ? N8 H8A 0.8600 . ? N8 H8B 0.8600 . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 N1 117.8(5) . . ? O1 C2 C1 126.7(6) . . ? N1 C2 C1 115.5(6) . . ? N1 C3 C5 114.7(4) . . ? N1 C3 C4 108.2(4) . . ? C5 C3 C4 108.3(4) . . ? N1 C3 H3 108.5 . . ? C5 C3 H3 108.5 . . ? C4 C3 H3 108.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 N2 125.7(4) . . ? O2 C5 C3 118.1(4) . . ? N2 C5 C3 116.2(4) . . ? C14 C6 N2 111.6(4) . . ? C14 C6 C7 112.1(5) . . ? N2 C6 C7 109.0(4) . . ? C14 C6 H6A 108.0 . . ? N2 C6 H6A 108.0 . . ? C7 C6 H6A 108.0 . . ? C8 C7 C6 117.2(4) . . ? C8 C7 H7A 108.0 . . ? C6 C7 H7A 108.0 . . ? C8 C7 H7B 108.0 . . ? C6 C7 H7B 108.0 . . ? H7A C7 H7B 107.2 . . ? C13 C8 C9 118.2(6) . . ? C13 C8 C7 119.6(5) . . ? C9 C8 C7 122.1(6) . . ? C8 C9 C10 119.9(6) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C11 C10 C9 121.0(7) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 119.4(8) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C13 121.0(8) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C12 C13 C8 120.2(6) . . ? C12 C13 H13 119.9 . . ? C8 C13 H13 119.9 . . ? C6 C14 C15 115.5(5) . . ? C6 C14 H14A 108.4 . . ? C15 C14 H14A 108.4 . . ? C6 C14 H14B 108.4 . . ? C15 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? C14 C15 C16 112.3(5) . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? O3 C16 N3 121.1(6) . . ? O3 C16 C15 124.9(7) . . ? N3 C16 C15 114.0(6) . . ? C18 C17 N3 110.4(7) . . ? C18 C17 C19 110.9(9) . . ? N3 C17 C19 110.5(5) . . ? C18 C17 H17 108.3 . . ? N3 C17 H17 108.3 . . ? C19 C17 H17 108.3 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O4 C19 N4 125.0(5) . . ? O4 C19 C17 116.2(6) . . ? N4 C19 C17 118.7(5) . . ? N4 C20 C28 111.8(4) . . ? N4 C20 C21 109.3(5) . . ? C28 C20 C21 108.7(5) . . ? N4 C20 H20 109.0 . . ? C28 C20 H20 109.0 . . ? C21 C20 H20 109.0 . . ? C20 C21 C22 108.3(6) . . ? C20 C21 H21A 110.0 . . ? C22 C21 H21A 110.0 . . ? C20 C21 H21B 110.0 . . ? C22 C21 H21B 110.0 . . ? H21A C21 H21B 108.4 . . ? C29 C28 C20 114.6(5) . . ? C29 C28 H28A 108.6 . . ? C20 C28 H28A 108.6 . . ? C29 C28 H28B 108.6 . . ? C20 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? C28 C29 C30 112.8(5) . . ? C28 C29 H29A 109.0 . . ? C30 C29 H29A 109.0 . . ? C28 C29 H29B 109.0 . . ? C30 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? O5 C30 N5 123.9(5) . . ? O5 C30 C29 121.1(5) . . ? N5 C30 C29 115.0(5) . . ? N5 C31 C32 111.7(5) . . ? N5 C31 C33 113.3(4) . . ? C32 C31 C33 107.6(5) . . ? N5 C31 H31 108.0 . . ? C32 C31 H31 108.0 . . ? C33 C31 H31 108.0 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O6 C33 N6 124.1(4) . . ? O6 C33 C31 117.8(5) . . ? N6 C33 C31 117.9(4) . . ? N6 C34 C42 111.4(4) . . ? N6 C34 C35 110.2(4) . . ? C42 C34 C35 109.6(4) . . ? N6 C34 H34 108.5 . . ? C42 C34 H34 108.5 . . ? C35 C34 H34 108.5 . . ? C36 C35 C34 115.0(4) . . ? C36 C35 H35A 108.5 . . ? C34 C35 H35A 108.5 . . ? C36 C35 H35B 108.5 . . ? C34 C35 H35B 108.5 . . ? H35A C35 H35B 107.5 . . ? C37 C36 C41 120.0 . . ? C37 C36 C35 119.7(5) . . ? C41 C36 C35 120.3(5) . . ? C36 C37 C38 120.0 . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C39 C38 C37 120.0 . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C40 120.0 . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C39 C40 C41 120.0 . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C40 C41 C36 120.0 . . ? C40 C41 H41 120.0 . . ? C36 C41 H41 120.0 . . ? C23 C22 C27 120.0 . . ? C23 C22 C21 114.9(7) . . ? C27 C22 C21 124.9(7) . . ? C24 C23 C22 120.0 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.0 . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 120.0 . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C27 C26 C25 120.0 . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C26 C27 C22 120.0 . . ? C26 C27 H27 120.0 . . ? C22 C27 H27 120.0 . . ? C43 C42 C34 114.7(4) . . ? C43 C42 H42A 108.6 . . ? C34 C42 H42A 108.6 . . ? C43 C42 H42B 108.6 . . ? C34 C42 H42B 108.6 . . ? H42A C42 H42B 107.6 . . ? C44 C43 C42 115.2(5) . . ? C44 C43 H43A 108.5 . . ? C42 C43 H43A 108.5 . . ? C44 C43 H43B 108.5 . . ? C42 C43 H43B 108.5 . . ? H43A C43 H43B 107.5 . . ? O7 C44 N7 122.9(5) . . ? O7 C44 C43 121.7(6) . . ? N7 C44 C43 115.4(5) . . ? C47 C45 N7 106.1(5) . . ? C47 C45 C46 114.5(6) . . ? N7 C45 C46 109.1(5) . . ? C47 C45 C48 108.1(6) . . ? N7 C45 C48 109.5(5) . . ? C46 C45 C48 109.4(5) . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C45 C47 H47A 109.5 . . ? C45 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C45 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? O8 C48 N8 120.6(6) . . ? O8 C48 C45 120.0(7) . . ? N8 C48 C45 118.7(5) . . ? C2 N1 C3 122.8(5) . . ? C2 N1 H1 118.6 . . ? C3 N1 H1 118.6 . . ? C5 N2 C6 124.1(4) . . ? C5 N2 H2 118.0 . . ? C6 N2 H2 118.0 . . ? C16 N3 C17 121.1(6) . . ? C16 N3 H3A 119.5 . . ? C17 N3 H3A 119.5 . . ? C19 N4 C20 123.0(4) . . ? C19 N4 H4 118.5 . . ? C20 N4 H4 118.5 . . ? C30 N5 C31 121.1(5) . . ? C30 N5 H5 119.4 . . ? C31 N5 H5 119.4 . . ? C33 N6 C34 123.8(4) . . ? C33 N6 H6 118.1 . . ? C34 N6 H6 118.1 . . ? C44 N7 C45 124.0(4) . . ? C44 N7 H7 118.0 . . ? C45 N7 H7 118.0 . . ? C48 N8 H8A 120.0 . . ? C48 N8 H8B 120.0 . . ? H8A N8 H8B 120.0 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.248 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.056 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.061 0.089 0.643 241 59 _platon_squeeze_details ; The volume occupied by solvent is 29 percent of the unit cell. ; #===END data_Peptide_P3 _database_code_depnum_ccdc_archive 'CCDC 901430' _audit_creation_method SHELXL-97 _chemical_name_systematic 'alpha-gamma peptide' _chemical_name_common 'alpha-gamma peptide' _chemical_formula_moiety 'C47 H64 N8 O8' _chemical_formula_sum 'C47 H64 N8 O10' _chemical_compound_source synthesis _exptl_crystal_recrystallization_method MeOH/Water _diffrn_ambient_temperature 100(2) _diffrn_ambient_pressure 101.325 _chemical_formula_weight 901.06 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 Monoclinic _symmetry_space_group_name_H-M P21 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.218(17) _cell_length_b 14.58(2) _cell_length_c 15.75(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.06(3) _cell_angle_gamma 90.00 _cell_volume 2536(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.140 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.973 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_process_details SADABS _exptl_special_details ; ; _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 SMART APEX2 area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16669 _diffrn_reflns_av_R_equivalents 0.0952 _diffrn_reflns_av_sigmaI/netI 0.2185 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 28.28 _reflns_number_total 10827 _reflns_number_gt 4661 _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 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2.1(19) _refine_ls_number_reflns 10827 _refine_ls_number_parameters 591 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2023 _refine_ls_R_factor_gt 0.0824 _refine_ls_wR_factor_ref 0.2352 _refine_ls_wR_factor_gt 0.1713 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.909 _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 C1 C 0.6033(6) 0.3241(5) 0.6261(4) 0.0350(16) Uani 1 1 d . . . H1A H 0.6035 0.3890 0.6364 0.052 Uiso 1 1 calc R . . H1B H 0.6397 0.2930 0.6779 0.052 Uiso 1 1 calc R . . H1C H 0.5214 0.3033 0.6090 0.052 Uiso 1 1 calc R . . C2 C 0.6740(6) 0.3037(4) 0.5556(4) 0.0259(14) Uani 1 1 d . . . C3 C 0.8679(5) 0.2597(4) 0.5206(4) 0.0238(14) Uani 1 1 d . . . H3A H 0.8732 0.3208 0.4957 0.029 Uiso 1 1 calc R . . C4 C 0.9900(6) 0.2366(5) 0.5730(4) 0.0358(17) Uani 1 1 d . . . H4A H 1.0121 0.2824 0.6167 0.054 Uiso 1 1 calc R . . H4B H 1.0493 0.2350 0.5359 0.054 Uiso 1 1 calc R . . H4C H 0.9862 0.1777 0.5996 0.054 Uiso 1 1 calc R . . C5 C 0.8351(5) 0.1931(4) 0.4480(4) 0.0231(14) Uani 1 1 d . . . C6 C 0.7417(6) 0.0471(4) 0.3972(4) 0.0269(15) Uani 1 1 d . . . H6A H 0.7620 0.0683 0.3424 0.032 Uiso 1 1 calc R . . C7 C 0.8145(6) -0.0381(4) 0.4247(4) 0.0349(17) Uani 1 1 d . . . H7A H 0.7929 -0.0851 0.3811 0.042 Uiso 1 1 calc R . . H7B H 0.7931 -0.0606 0.4780 0.042 Uiso 1 1 calc R . . C8 C 0.9509(7) -0.0228(5) 0.4382(5) 0.0384(17) Uani 1 1 d . . . C9 C 1.0124(7) -0.0038(5) 0.5196(5) 0.0435(19) Uani 1 1 d . . . H9 H 0.9711 -0.0026 0.5659 0.052 Uiso 1 1 calc R . . C10 C 1.1370(7) 0.0138(5) 0.5332(6) 0.057(2) Uani 1 1 d . . . H10 H 1.1788 0.0251 0.5886 0.069 Uiso 1 1 calc R . . C11 C 1.1966(8) 0.0142(6) 0.4647(7) 0.066(3) Uani 1 1 d . . . H11 H 1.2786 0.0284 0.4731 0.079 Uiso 1 1 calc R . . C12 C 1.1352(8) -0.0064(5) 0.3827(7) 0.060(3) Uani 1 1 d . . . H12 H 1.1764 -0.0081 0.3364 0.073 Uiso 1 1 calc R . . C13 C 1.0118(7) -0.0245(5) 0.3701(5) 0.047(2) Uani 1 1 d . . . H13 H 0.9703 -0.0378 0.3150 0.056 Uiso 1 1 calc R . . C14 C 0.6098(6) 0.0263(5) 0.3834(4) 0.0325(16) Uani 1 1 d . . . H14A H 0.5930 -0.0077 0.4329 0.039 Uiso 1 1 calc R . . H14B H 0.5904 -0.0133 0.3334 0.039 Uiso 1 1 calc R . . C15 C 0.5266(6) 0.1088(5) 0.3701(4) 0.0316(16) Uani 1 1 d . . . H15A H 0.4433 0.0881 0.3639 0.038 Uiso 1 1 calc R . . H15B H 0.5430 0.1477 0.4208 0.038 Uiso 1 1 calc R . . C16 C 0.5415(6) 0.1639(4) 0.2924(4) 0.0278(15) Uani 1 1 d . . . C17 C 0.5865(5) 0.3117(4) 0.2328(3) 0.0247(14) Uani 1 1 d . . . H17 H 0.5042 0.3149 0.1996 0.030 Uiso 1 1 calc R . . C18 C 0.6195(6) 0.4053(4) 0.2692(4) 0.0310(16) Uani 1 1 d . . . H18A H 0.5624 0.4237 0.3048 0.047 Uiso 1 1 calc R . . H18B H 0.6178 0.4483 0.2229 0.047 Uiso 1 1 calc R . . H18C H 0.6993 0.4036 0.3033 0.047 Uiso 1 1 calc R . . C19 C 0.6711(6) 0.2832(4) 0.1714(4) 0.0251(14) Uani 1 1 d . . . C20 C 0.8625(5) 0.2134(4) 0.1553(4) 0.0258(14) Uani 1 1 d . . . H20 H 0.8308 0.2247 0.0941 0.031 Uiso 1 1 calc R . . C21 C 0.9776(6) 0.2697(4) 0.1814(4) 0.0335(16) Uani 1 1 d . . . H21A H 1.0053 0.2631 0.2430 0.040 Uiso 1 1 calc R . . H21B H 1.0402 0.2456 0.1522 0.040 Uiso 1 1 calc R . . C22 C 0.9603(6) 0.3697(5) 0.1603(4) 0.0341(17) Uani 1 1 d . . . C23 C 0.9262(7) 0.4307(5) 0.2185(5) 0.045(2) Uani 1 1 d . . . H23 H 0.9153 0.4104 0.2726 0.054 Uiso 1 1 calc R . . C24 C 0.9087(7) 0.5205(6) 0.1968(6) 0.054(2) Uani 1 1 d . . . H24 H 0.8855 0.5611 0.2365 0.065 Uiso 1 1 calc R . . C25 C 0.9245(7) 0.5525(6) 0.1175(6) 0.054(2) Uani 1 1 d . . . H25 H 0.9123 0.6141 0.1035 0.064 Uiso 1 1 calc R . . C26 C 0.9581(7) 0.4933(6) 0.0604(5) 0.050(2) Uani 1 1 d . . . H26 H 0.9688 0.5145 0.0066 0.060 Uiso 1 1 calc R . . C27 C 0.9768(6) 0.4017(5) 0.0803(5) 0.0409(18) Uani 1 1 d . . . H27 H 1.0003 0.3618 0.0403 0.049 Uiso 1 1 calc R . . C28 C 0.8891(5) 0.1122(4) 0.1674(4) 0.0253(14) Uani 1 1 d . . . H28A H 0.9407 0.0938 0.1269 0.030 Uiso 1 1 calc R . . H28B H 0.9346 0.1029 0.2250 0.030 Uiso 1 1 calc R . . C29 C 0.7817(5) 0.0509(4) 0.1556(4) 0.0258(14) Uani 1 1 d . . . H29A H 0.7313 0.0675 0.1974 0.031 Uiso 1 1 calc R . . H29B H 0.8090 -0.0117 0.1678 0.031 Uiso 1 1 calc R . . C30 C 0.7064(5) 0.0543(4) 0.0670(4) 0.0213(13) Uani 1 1 d . . . C31 C 0.5042(5) 0.0700(5) -0.0161(3) 0.0258(14) Uani 1 1 d . . . H31 H 0.5054 0.0070 -0.0375 0.031 Uiso 1 1 calc R . . C32 C 0.3793(5) 0.0884(5) 0.0029(4) 0.0374(18) Uani 1 1 d . . . H32A H 0.3602 0.0435 0.0431 0.056 Uiso 1 1 calc R . . H32B H 0.3213 0.0847 -0.0495 0.056 Uiso 1 1 calc R . . H32C H 0.3770 0.1485 0.0274 0.056 Uiso 1 1 calc R . . C33 C 0.5302(5) 0.1329(4) -0.0861(4) 0.0251(14) Uani 1 1 d . . . C34 C 0.6115(5) 0.2800(4) -0.1237(4) 0.0205(13) Uani 1 1 d . . . H34 H 0.5951 0.2531 -0.1816 0.025 Uiso 1 1 calc R . . C35 C 0.5284(5) 0.3606(4) -0.1224(4) 0.0262(15) Uani 1 1 d . . . H35A H 0.5445 0.3888 -0.0658 0.031 Uiso 1 1 calc R . . H35B H 0.5452 0.4057 -0.1641 0.031 Uiso 1 1 calc R . . C36 C 0.3985(6) 0.3340(4) -0.1430(4) 0.0294(15) Uani 1 1 d . . . C37 C 0.3480(6) 0.3056(5) -0.2263(4) 0.0333(16) Uani 1 1 d . . . H37 H 0.3959 0.3052 -0.2690 0.040 Uiso 1 1 calc R . . C38 C 0.2303(6) 0.2785(5) -0.2464(5) 0.0386(17) Uani 1 1 d . . . H38 H 0.1987 0.2585 -0.3019 0.046 Uiso 1 1 calc R . . C39 C 0.1577(6) 0.2807(5) -0.1837(5) 0.0418(19) Uani 1 1 d . . . H39 H 0.0764 0.2647 -0.1976 0.050 Uiso 1 1 calc R . . C40 C 0.2054(6) 0.3064(4) -0.1020(5) 0.0389(18) Uani 1 1 d . . . H40 H 0.1572 0.3053 -0.0596 0.047 Uiso 1 1 calc R . . C41 C 0.3250(6) 0.3342(4) -0.0810(4) 0.0348(17) Uani 1 1 d . . . H41 H 0.3559 0.3531 -0.0251 0.042 Uiso 1 1 calc R . . C42 C 0.7434(5) 0.3082(4) -0.1049(4) 0.0272(15) Uani 1 1 d . . . H42A H 0.7587 0.3501 -0.1497 0.033 Uiso 1 1 calc R . . H42B H 0.7584 0.3412 -0.0507 0.033 Uiso 1 1 calc R . . C43 C 0.8316(6) 0.2299(4) -0.0998(4) 0.0291(15) Uani 1 1 d . . . H43A H 0.8221 0.1908 -0.0516 0.035 Uiso 1 1 calc R . . H43B H 0.9134 0.2540 -0.0890 0.035 Uiso 1 1 calc R . . C44 C 0.8141(6) 0.1728(5) -0.1814(4) 0.0269(15) Uani 1 1 d . . . C45 C 0.7556(6) 0.0261(5) -0.2465(4) 0.0346(16) Uani 1 1 d . . . H45 H 0.8353 0.0181 -0.2629 0.042 Uiso 1 1 calc R . . C46 C 0.7165(7) -0.0655(5) -0.2152(5) 0.0452(19) Uani 1 1 d . . . H46A H 0.7770 -0.0873 -0.1688 0.068 Uiso 1 1 calc R . . H46B H 0.7066 -0.1089 -0.2617 0.068 Uiso 1 1 calc R . . H46C H 0.6410 -0.0583 -0.1951 0.068 Uiso 1 1 calc R . . C47 C 0.6678(7) 0.0566(5) -0.3256(4) 0.0366(18) Uani 1 1 d . . . N1 N 0.7800(4) 0.2639(3) 0.5791(3) 0.0250(12) Uani 1 1 d . . . H1 H 0.7979 0.2400 0.6297 0.030 Uiso 1 1 calc R . . N2 N 0.7727(4) 0.1193(3) 0.4610(3) 0.0269(12) Uani 1 1 d . . . H2 H 0.7491 0.1135 0.5098 0.032 Uiso 1 1 calc R . . N3 N 0.5856(4) 0.2479(4) 0.3040(3) 0.0263(12) Uani 1 1 d . . . H3 H 0.6150 0.2655 0.3555 0.032 Uiso 1 1 calc R . . N4 N 0.7713(4) 0.2412(3) 0.2056(3) 0.0217(11) Uani 1 1 d . . . H4 H 0.7838 0.2297 0.2600 0.026 Uiso 1 1 calc R . . N5 N 0.5902(4) 0.0757(3) 0.0631(3) 0.0226(11) Uani 1 1 d . . . H5 H 0.5658 0.0933 0.1093 0.027 Uiso 1 1 calc R . . N6 N 0.5874(4) 0.2109(3) -0.0632(3) 0.0217(11) Uani 1 1 d . . . H6 H 0.6116 0.2210 -0.0092 0.026 Uiso 1 1 calc R . . N7 N 0.7677(5) 0.0909(3) -0.1759(3) 0.0289(13) Uani 1 1 d . . . H7 H 0.7438 0.0753 -0.1289 0.035 Uiso 1 1 calc R . . N8 N 0.5714(5) 0.1021(4) -0.3164(3) 0.0415(15) Uani 1 1 d . . . H8A H 0.5189 0.1166 -0.3610 0.050 Uiso 1 1 calc R . . H8B H 0.5601 0.1177 -0.2658 0.050 Uiso 1 1 calc R . . O1 O 0.6338(3) 0.3250(3) 0.4796(2) 0.0265(10) Uani 1 1 d . . . O2 O 0.8725(4) 0.2084(3) 0.3796(2) 0.0286(10) Uani 1 1 d . . . O3 O 0.5106(4) 0.1305(3) 0.2191(3) 0.0311(11) Uani 1 1 d . . . O4 O 0.6418(4) 0.3039(3) 0.0950(2) 0.0277(10) Uani 1 1 d . . . O5 O 0.7500(4) 0.0366(3) 0.0021(2) 0.0259(10) Uani 1 1 d . . . O6 O 0.4925(4) 0.1101(3) -0.1616(2) 0.0280(10) Uani 1 1 d . . . O7 O 0.8426(4) 0.2022(3) -0.2481(2) 0.0297(10) Uani 1 1 d . . . O8 O 0.6902(5) 0.0315(3) -0.3979(3) 0.0475(14) Uani 1 1 d . . . O9 O 0.6136(4) 0.8462(3) 0.5604(3) 0.0461(13) Uani 1 1 d . . . O10 O 0.6507(6) 0.7019(4) 0.4499(4) 0.0751(18) 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 C1 0.046(4) 0.039(4) 0.021(3) -0.003(3) 0.007(3) 0.008(3) C2 0.033(4) 0.021(4) 0.022(3) 0.000(3) 0.002(3) 0.000(3) C3 0.027(3) 0.017(3) 0.026(3) -0.003(3) -0.001(3) 0.001(3) C4 0.040(4) 0.027(4) 0.035(4) -0.006(3) -0.012(3) 0.003(3) C5 0.021(3) 0.024(4) 0.021(3) -0.005(3) -0.006(3) 0.003(3) C6 0.039(4) 0.016(4) 0.025(3) 0.001(3) 0.003(3) 0.003(3) C7 0.048(4) 0.022(4) 0.032(4) 0.000(3) 0.001(3) 0.003(3) C8 0.051(5) 0.022(4) 0.040(4) 0.006(3) 0.002(4) 0.004(4) C9 0.046(5) 0.029(4) 0.053(5) 0.004(4) 0.002(4) 0.009(4) C10 0.053(5) 0.031(5) 0.078(6) 0.011(4) -0.016(5) 0.012(4) C11 0.058(6) 0.039(5) 0.100(8) 0.012(5) 0.011(6) 0.009(5) C12 0.062(6) 0.042(5) 0.088(7) 0.016(5) 0.039(5) 0.012(5) C13 0.075(6) 0.022(4) 0.049(5) 0.005(3) 0.021(4) 0.013(4) C14 0.045(4) 0.032(4) 0.019(3) -0.002(3) -0.001(3) -0.010(3) C15 0.045(4) 0.026(4) 0.027(3) -0.007(3) 0.016(3) -0.006(3) C16 0.030(4) 0.027(4) 0.026(3) -0.009(3) 0.004(3) -0.002(3) C17 0.030(3) 0.028(4) 0.012(3) -0.001(3) -0.009(3) 0.008(3) C18 0.049(4) 0.015(4) 0.029(3) -0.007(3) 0.006(3) 0.003(3) C19 0.033(4) 0.016(4) 0.024(3) -0.006(3) 0.000(3) -0.001(3) C20 0.028(3) 0.027(4) 0.024(3) 0.002(3) 0.008(3) 0.000(3) C21 0.039(4) 0.028(4) 0.033(4) 0.002(3) 0.005(3) 0.001(3) C22 0.032(4) 0.036(4) 0.034(4) -0.008(3) 0.004(3) -0.012(3) C23 0.054(5) 0.029(5) 0.055(5) -0.013(4) 0.018(4) -0.009(4) C24 0.048(5) 0.044(6) 0.072(6) -0.022(5) 0.015(4) -0.007(4) C25 0.047(5) 0.032(5) 0.079(6) 0.002(5) 0.002(5) -0.007(4) C26 0.055(5) 0.043(6) 0.047(5) 0.012(4) -0.007(4) -0.002(4) C27 0.042(4) 0.040(5) 0.040(4) -0.002(4) 0.006(4) -0.001(4) C28 0.031(4) 0.019(4) 0.025(3) -0.001(3) 0.004(3) 0.003(3) C29 0.037(4) 0.021(4) 0.018(3) 0.002(3) 0.003(3) 0.003(3) C30 0.030(4) 0.012(3) 0.021(3) 0.003(2) 0.001(3) 0.001(3) C31 0.032(4) 0.027(4) 0.016(3) 0.002(3) -0.003(3) -0.001(3) C32 0.027(4) 0.047(5) 0.037(4) 0.012(3) 0.003(3) 0.000(3) C33 0.025(3) 0.029(4) 0.020(3) 0.004(3) 0.000(3) 0.008(3) C34 0.028(3) 0.010(3) 0.020(3) 0.002(2) -0.005(3) 0.000(3) C35 0.035(4) 0.022(4) 0.019(3) 0.000(3) -0.001(3) 0.006(3) C36 0.033(4) 0.021(4) 0.034(4) 0.009(3) 0.006(3) 0.005(3) C37 0.029(4) 0.031(4) 0.039(4) 0.006(3) 0.004(3) 0.002(3) C38 0.032(4) 0.041(5) 0.038(4) 0.012(3) -0.007(3) -0.005(4) C39 0.031(4) 0.032(4) 0.059(5) 0.013(4) -0.003(4) 0.000(3) C40 0.036(4) 0.026(4) 0.055(5) 0.009(4) 0.012(4) 0.005(3) C41 0.043(4) 0.025(4) 0.036(4) 0.000(3) 0.007(3) 0.002(3) C42 0.031(4) 0.025(4) 0.024(3) 0.005(3) -0.001(3) -0.001(3) C43 0.031(4) 0.033(4) 0.022(3) -0.004(3) 0.001(3) -0.005(3) C44 0.026(3) 0.032(4) 0.020(3) -0.002(3) -0.003(3) 0.005(3) C45 0.043(4) 0.031(4) 0.030(4) -0.005(3) 0.008(3) -0.005(3) C46 0.065(5) 0.030(5) 0.040(4) -0.002(3) 0.008(4) -0.005(4) C47 0.061(5) 0.028(4) 0.024(3) -0.002(3) 0.016(3) -0.019(4) N1 0.036(3) 0.021(3) 0.016(2) 0.000(2) 0.000(2) 0.000(3) N2 0.041(3) 0.024(3) 0.016(2) -0.004(2) 0.002(2) -0.005(3) N3 0.031(3) 0.031(3) 0.016(2) -0.007(2) -0.001(2) -0.005(3) N4 0.022(3) 0.023(3) 0.019(2) -0.002(2) 0.001(2) 0.003(2) N5 0.032(3) 0.019(3) 0.015(2) 0.002(2) 0.000(2) 0.000(2) N6 0.035(3) 0.011(3) 0.017(2) 0.004(2) -0.001(2) 0.002(2) N7 0.040(3) 0.028(3) 0.019(3) -0.003(2) 0.006(2) -0.014(3) N8 0.050(4) 0.051(4) 0.022(3) -0.002(3) 0.002(3) -0.014(3) O1 0.027(2) 0.032(3) 0.018(2) -0.0011(19) -0.0037(18) 0.003(2) O2 0.031(2) 0.034(3) 0.020(2) 0.003(2) 0.0030(19) -0.002(2) O3 0.034(3) 0.035(3) 0.023(2) -0.009(2) 0.0006(19) -0.006(2) O4 0.041(3) 0.024(3) 0.016(2) 0.0020(18) -0.0019(19) 0.004(2) O5 0.036(3) 0.024(2) 0.018(2) 0.0034(18) 0.0034(19) 0.003(2) O6 0.033(2) 0.026(3) 0.024(2) -0.002(2) 0.0001(19) -0.004(2) O7 0.037(3) 0.031(3) 0.021(2) 0.001(2) 0.0061(19) -0.004(2) O8 0.072(4) 0.047(3) 0.028(2) -0.010(2) 0.019(2) -0.020(3) O9 0.049(3) 0.047(3) 0.040(3) -0.009(2) 0.003(2) -0.008(3) O10 0.096(5) 0.074(4) 0.053(4) 0.000(3) 0.008(3) 0.033(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 C1 C2 1.503(8) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.241(7) . ? C2 N1 1.317(8) . ? C3 N1 1.463(7) . ? C3 C5 1.496(8) . ? C3 C4 1.508(9) . ? C3 H3A 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 O2 1.243(7) . ? C5 N2 1.319(8) . ? C6 N2 1.454(7) . ? C6 C14 1.488(9) . ? C6 C7 1.509(9) . ? C6 H6A 0.9800 . ? C7 C8 1.524(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.369(9) . ? C8 C9 1.374(10) . ? C9 C10 1.400(10) . ? C9 H9 0.9300 . ? C10 C11 1.365(12) . ? C10 H10 0.9300 . ? C11 C12 1.386(12) . ? C11 H11 0.9300 . ? C12 C13 1.388(11) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.515(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.498(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 O3 1.245(7) . ? C16 N3 1.321(8) . ? C17 N3 1.459(7) . ? C17 C18 1.501(9) . ? C17 C19 1.526(8) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 O4 1.229(7) . ? C19 N4 1.310(8) . ? C20 N4 1.458(7) . ? C20 C28 1.510(9) . ? C20 C21 1.525(9) . ? C20 H20 0.9800 . ? C21 C22 1.500(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.378(9) . ? C22 C27 1.387(9) . ? C23 C24 1.360(11) . ? C23 H23 0.9300 . ? C24 C25 1.373(11) . ? C24 H24 0.9300 . ? C25 C26 1.347(11) . ? C25 H25 0.9300 . ? C26 C27 1.378(10) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.486(8) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.501(8) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 O5 1.235(6) . ? C30 N5 1.331(7) . ? C31 N5 1.440(7) . ? C31 C33 1.501(8) . ? C31 C32 1.507(9) . ? C31 H31 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 O6 1.236(7) . ? C33 N6 1.324(8) . ? C34 N6 1.444(7) . ? C34 C35 1.503(8) . ? C34 C42 1.514(8) . ? C34 H34 0.9800 . ? C35 C36 1.488(9) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C41 1.383(8) . ? C36 C37 1.399(9) . ? C37 C38 1.362(9) . ? C37 H37 0.9300 . ? C38 C39 1.386(9) . ? C38 H38 0.9300 . ? C39 C40 1.356(10) . ? C39 H39 0.9300 . ? C40 C41 1.385(9) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 C43 1.504(8) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.515(8) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 O7 1.228(7) . ? C44 N7 1.311(8) . ? C45 N7 1.448(8) . ? C45 C47 1.514(10) . ? C45 C46 1.515(9) . ? C45 H45 0.9800 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? C47 O8 1.263(7) . ? C47 N8 1.297(9) . ? N1 H1 0.8600 . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? N4 H4 0.8600 . ? N5 H5 0.8600 . ? N6 H6 0.8600 . ? N7 H7 0.8600 . ? N8 H8A 0.8600 . ? N8 H8B 0.8600 . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 N1 122.6(5) . . ? O1 C2 C1 120.8(6) . . ? N1 C2 C1 116.5(5) . . ? N1 C3 C5 114.0(5) . . ? N1 C3 C4 108.2(5) . . ? C5 C3 C4 110.5(5) . . ? N1 C3 H3A 108.0 . . ? C5 C3 H3A 108.0 . . ? C4 C3 H3A 108.0 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 N2 123.3(5) . . ? O2 C5 C3 118.1(6) . . ? N2 C5 C3 118.5(5) . . ? N2 C6 C14 111.1(5) . . ? N2 C6 C7 110.2(5) . . ? C14 C6 C7 110.4(5) . . ? N2 C6 H6A 108.3 . . ? C14 C6 H6A 108.3 . . ? C7 C6 H6A 108.3 . . ? C6 C7 C8 113.6(5) . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C13 C8 C9 119.8(7) . . ? C13 C8 C7 121.0(7) . . ? C9 C8 C7 119.2(6) . . ? C8 C9 C10 120.4(7) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C9 119.6(8) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.2(8) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 119.7(8) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C8 C13 C12 120.4(8) . . ? C8 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C6 C14 C15 115.5(6) . . ? C6 C14 H14A 108.4 . . ? C15 C14 H14A 108.4 . . ? C6 C14 H14B 108.4 . . ? C15 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? C16 C15 C14 112.6(5) . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15B 109.1 . . ? C14 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? O3 C16 N3 121.8(6) . . ? O3 C16 C15 119.7(6) . . ? N3 C16 C15 118.5(5) . . ? N3 C17 C18 108.7(5) . . ? N3 C17 C19 113.6(5) . . ? C18 C17 C19 110.6(5) . . ? N3 C17 H17 107.9 . . ? C18 C17 H17 107.9 . . ? C19 C17 H17 107.9 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O4 C19 N4 125.5(5) . . ? O4 C19 C17 117.6(5) . . ? N4 C19 C17 116.8(5) . . ? N4 C20 C28 110.2(5) . . ? N4 C20 C21 110.1(5) . . ? C28 C20 C21 110.7(5) . . ? N4 C20 H20 108.6 . . ? C28 C20 H20 108.6 . . ? C21 C20 H20 108.6 . . ? C22 C21 C20 113.2(6) . . ? C22 C21 H21A 108.9 . . ? C20 C21 H21A 108.9 . . ? C22 C21 H21B 108.9 . . ? C20 C21 H21B 108.9 . . ? H21A C21 H21B 107.8 . . ? C23 C22 C27 118.9(7) . . ? C23 C22 C21 121.3(7) . . ? C27 C22 C21 119.7(6) . . ? C24 C23 C22 120.0(8) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 121.3(8) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C26 C25 C24 119.0(8) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C25 C26 C27 121.2(8) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C22 119.6(7) . . ? C26 C27 H27 120.2 . . ? C22 C27 H27 120.2 . . ? C29 C28 C20 115.7(5) . . ? C29 C28 H28A 108.3 . . ? C20 C28 H28A 108.3 . . ? C29 C28 H28B 108.3 . . ? C20 C28 H28B 108.3 . . ? H28A C28 H28B 107.4 . . ? C28 C29 C30 114.0(5) . . ? C28 C29 H29A 108.7 . . ? C30 C29 H29A 108.7 . . ? C28 C29 H29B 108.7 . . ? C30 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? O5 C30 N5 122.5(5) . . ? O5 C30 C29 121.5(5) . . ? N5 C30 C29 116.0(5) . . ? N5 C31 C33 114.5(5) . . ? N5 C31 C32 108.9(5) . . ? C33 C31 C32 110.1(5) . . ? N5 C31 H31 107.7 . . ? C33 C31 H31 107.7 . . ? C32 C31 H31 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O6 C33 N6 124.1(5) . . ? O6 C33 C31 117.7(6) . . ? N6 C33 C31 118.2(5) . . ? N6 C34 C35 110.4(5) . . ? N6 C34 C42 110.5(5) . . ? C35 C34 C42 111.8(5) . . ? N6 C34 H34 108.0 . . ? C35 C34 H34 108.0 . . ? C42 C34 H34 108.0 . . ? C36 C35 C34 112.3(5) . . ? C36 C35 H35A 109.1 . . ? C34 C35 H35A 109.1 . . ? C36 C35 H35B 109.1 . . ? C34 C35 H35B 109.1 . . ? H35A C35 H35B 107.9 . . ? C41 C36 C37 118.0(6) . . ? C41 C36 C35 121.9(6) . . ? C37 C36 C35 120.1(5) . . ? C38 C37 C36 121.4(6) . . ? C38 C37 H37 119.3 . . ? C36 C37 H37 119.3 . . ? C37 C38 C39 119.6(7) . . ? C37 C38 H38 120.2 . . ? C39 C38 H38 120.2 . . ? C40 C39 C38 119.9(7) . . ? C40 C39 H39 120.0 . . ? C38 C39 H39 120.0 . . ? C39 C40 C41 120.8(6) . . ? C39 C40 H40 119.6 . . ? C41 C40 H40 119.6 . . ? C36 C41 C40 120.2(6) . . ? C36 C41 H41 119.9 . . ? C40 C41 H41 119.9 . . ? C43 C42 C34 114.5(5) . . ? C43 C42 H42A 108.6 . . ? C34 C42 H42A 108.6 . . ? C43 C42 H42B 108.6 . . ? C34 C42 H42B 108.6 . . ? H42A C42 H42B 107.6 . . ? C42 C43 C44 112.7(5) . . ? C42 C43 H43A 109.1 . . ? C44 C43 H43A 109.1 . . ? C42 C43 H43B 109.1 . . ? C44 C43 H43B 109.1 . . ? H43A C43 H43B 107.8 . . ? O7 C44 N7 122.7(6) . . ? O7 C44 C43 121.3(6) . . ? N7 C44 C43 116.0(5) . . ? N7 C45 C47 113.6(6) . . ? N7 C45 C46 108.6(5) . . ? C47 C45 C46 110.1(6) . . ? N7 C45 H45 108.1 . . ? C47 C45 H45 108.1 . . ? C46 C45 H45 108.1 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? O8 C47 N8 123.4(7) . . ? O8 C47 C45 116.9(7) . . ? N8 C47 C45 119.6(6) . . ? C2 N1 C3 121.0(5) . . ? C2 N1 H1 119.5 . . ? C3 N1 H1 119.5 . . ? C5 N2 C6 123.6(5) . . ? C5 N2 H2 118.2 . . ? C6 N2 H2 118.2 . . ? C16 N3 C17 122.5(5) . . ? C16 N3 H3 118.7 . . ? C17 N3 H3 118.7 . . ? C19 N4 C20 122.7(5) . . ? C19 N4 H4 118.7 . . ? C20 N4 H4 118.7 . . ? C30 N5 C31 122.0(5) . . ? C30 N5 H5 119.0 . . ? C31 N5 H5 119.0 . . ? C33 N6 C34 123.9(5) . . ? C33 N6 H6 118.0 . . ? C34 N6 H6 118.0 . . ? C44 N7 C45 121.9(5) . . ? C44 N7 H7 119.1 . . ? C45 N7 H7 119.1 . . ? C47 N8 H8A 120.0 . . ? C47 N8 H8B 120.0 . . ? H8A N8 H8B 120.0 . . ? 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 N1 C3 C5 O2 152.2(5) . . . . ? C4 C3 C5 O2 -85.6(7) . . . . ? N1 C3 C5 N2 -30.6(8) . . . . ? C4 C3 C5 N2 91.5(7) . . . . ? N2 C6 C7 C8 -58.1(7) . . . . ? C14 C6 C7 C8 178.7(5) . . . . ? C6 C7 C8 C13 -82.9(8) . . . . ? C6 C7 C8 C9 94.6(7) . . . . ? C13 C8 C9 C10 -0.1(11) . . . . ? C7 C8 C9 C10 -177.7(6) . . . . ? C8 C9 C10 C11 1.6(11) . . . . ? C9 C10 C11 C12 -2.7(12) . . . . ? C10 C11 C12 C13 2.2(12) . . . . ? C9 C8 C13 C12 -0.5(11) . . . . ? C7 C8 C13 C12 177.1(6) . . . . ? C11 C12 C13 C8 -0.6(11) . . . . ? N2 C6 C14 C15 47.7(7) . . . . ? C7 C6 C14 C15 170.3(5) . . . . ? C6 C14 C15 C16 60.8(7) . . . . ? C14 C15 C16 O3 67.4(8) . . . . ? C14 C15 C16 N3 -113.7(6) . . . . ? N3 C17 C19 O4 147.8(5) . . . . ? C18 C17 C19 O4 -89.6(7) . . . . ? N3 C17 C19 N4 -34.5(7) . . . . ? C18 C17 C19 N4 88.1(7) . . . . ? N4 C20 C21 C22 -65.2(7) . . . . ? C28 C20 C21 C22 172.7(5) . . . . ? C20 C21 C22 C23 90.2(8) . . . . ? C20 C21 C22 C27 -88.7(8) . . . . ? C27 C22 C23 C24 0.4(11) . . . . ? C21 C22 C23 C24 -178.6(7) . . . . ? C22 C23 C24 C25 -0.2(12) . . . . ? C23 C24 C25 C26 0.0(12) . . . . ? C24 C25 C26 C27 -0.1(12) . . . . ? C25 C26 C27 C22 0.3(11) . . . . ? C23 C22 C27 C26 -0.5(10) . . . . ? C21 C22 C27 C26 178.5(7) . . . . ? N4 C20 C28 C29 49.8(7) . . . . ? C21 C20 C28 C29 171.9(5) . . . . ? C20 C28 C29 C30 61.4(7) . . . . ? C28 C29 C30 O5 58.0(8) . . . . ? C28 C29 C30 N5 -123.5(6) . . . . ? N5 C31 C33 O6 153.4(5) . . . . ? C32 C31 C33 O6 -83.5(7) . . . . ? N5 C31 C33 N6 -29.3(8) . . . . ? C32 C31 C33 N6 93.8(7) . . . . ? N6 C34 C35 C36 -57.9(6) . . . . ? C42 C34 C35 C36 178.6(5) . . . . ? C34 C35 C36 C41 109.2(7) . . . . ? C34 C35 C36 C37 -69.2(7) . . . . ? C41 C36 C37 C38 -0.3(10) . . . . ? C35 C36 C37 C38 178.2(6) . . . . ? C36 C37 C38 C39 1.4(10) . . . . ? C37 C38 C39 C40 -2.6(10) . . . . ? C38 C39 C40 C41 2.7(10) . . . . ? C37 C36 C41 C40 0.4(9) . . . . ? C35 C36 C41 C40 -178.1(6) . . . . ? C39 C40 C41 C36 -1.6(10) . . . . ? N6 C34 C42 C43 53.0(6) . . . . ? C35 C34 C42 C43 176.4(5) . . . . ? C34 C42 C43 C44 57.4(7) . . . . ? C42 C43 C44 O7 71.9(8) . . . . ? C42 C43 C44 N7 -108.4(7) . . . . ? N7 C45 C47 O8 148.2(6) . . . . ? C46 C45 C47 O8 -89.8(7) . . . . ? N7 C45 C47 N8 -35.5(8) . . . . ? C46 C45 C47 N8 86.5(7) . . . . ? O1 C2 N1 C3 13.0(9) . . . . ? C1 C2 N1 C3 -166.0(5) . . . . ? C5 C3 N1 C2 -73.1(7) . . . . ? C4 C3 N1 C2 163.5(5) . . . . ? O2 C5 N2 C6 0.7(9) . . . . ? C3 C5 N2 C6 -176.3(5) . . . . ? C14 C6 N2 C5 -128.7(6) . . . . ? C7 C6 N2 C5 108.6(6) . . . . ? O3 C16 N3 C17 8.4(9) . . . . ? C15 C16 N3 C17 -170.5(5) . . . . ? C18 C17 N3 C16 169.0(5) . . . . ? C19 C17 N3 C16 -67.4(7) . . . . ? O4 C19 N4 C20 0.0(9) . . . . ? C17 C19 N4 C20 -177.5(5) . . . . ? C28 C20 N4 C19 -125.4(6) . . . . ? C21 C20 N4 C19 112.2(6) . . . . ? O5 C30 N5 C31 6.7(9) . . . . ? C29 C30 N5 C31 -171.8(5) . . . . ? C33 C31 N5 C30 -62.4(7) . . . . ? C32 C31 N5 C30 173.8(5) . . . . ? O6 C33 N6 C34 1.0(9) . . . . ? C31 C33 N6 C34 -176.1(5) . . . . ? C35 C34 N6 C33 105.5(6) . . . . ? C42 C34 N6 C33 -130.2(6) . . . . ? O7 C44 N7 C45 5.1(10) . . . . ? C43 C44 N7 C45 -174.6(5) . . . . ? C47 C45 N7 C44 -65.3(8) . . . . ? C46 C45 N7 C44 171.9(6) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.428 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.073