# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Suman Maity' 'Sibaprasad Maity' 'Poulami Jana' D.Haldar _publ_contact_author_email deba_h76@yahoo.com _publ_contact_author_name D.Haldar # Attachment '- peptide2.cif' data_bi_peptide2 _database_code_depnum_ccdc_archive 'CCDC 832274' #TrackingRef '- peptide2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H42 N4 O5' _chemical_formula_sum 'C32 H42 N4 O5' _chemical_formula_weight 562.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.1076(12) _cell_length_b 19.7346(11) _cell_length_c 19.0033(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7165.8(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9919 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 25.84 _exptl_crystal_description Blocked _exptl_crystal_colour colorless _exptl_crystal_size_max 0.445 _exptl_crystal_size_mid 0.212 _exptl_crystal_size_min 0.124 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.043 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 0.571 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.865 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51953 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.97 _diffrn_reflns_theta_max 71.24 _reflns_number_total 6929 _reflns_number_gt 5562 _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^)+(0.0481P)^2^+12.5636P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6929 _refine_ls_number_parameters 450 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0995 _refine_ls_R_factor_gt 0.0800 _refine_ls_wR_factor_ref 0.1791 _refine_ls_wR_factor_gt 0.1692 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.37706(11) -0.00911(10) 0.68491(10) 0.0311(5) Uani 1 1 d . . . N1 N 0.36240(13) 0.04557(12) 0.78397(13) 0.0258(5) Uani 1 1 d . . . H111 H 0.3406(18) 0.0106(18) 0.7946(17) 0.033(9) Uiso 1 1 d . . . C1 C 0.40326(17) -0.02157(16) 0.61304(16) 0.0342(7) Uani 1 1 d . . . O2 O 0.41856(11) 0.09912(10) 0.69278(10) 0.0299(5) Uani 1 1 d . . . N2 N 0.52398(12) 0.24201(12) 0.86000(12) 0.0231(5) Uani 1 1 d . . . H222 H 0.5288(17) 0.2019(18) 0.8462(17) 0.031(9) Uiso 1 1 d . . . C2 C 0.3674(2) 0.0253(2) 0.56130(18) 0.0555(10) Uani 1 1 d . . . H2A H 0.3821 0.0711 0.5698 0.083 Uiso 1 1 calc R . . H2B H 0.3176 0.0221 0.5671 0.083 Uiso 1 1 calc R . . H2C H 0.3797 0.0124 0.5142 0.083 Uiso 1 1 calc R . . O3 O 0.44275(10) 0.31307(9) 0.90716(10) 0.0281(5) Uani 1 1 d . . . N3 N 0.67056(13) 0.40006(12) 0.64290(13) 0.0278(5) Uani 1 1 d . . . H333 H 0.6437(17) 0.3663(17) 0.6340(17) 0.031(9) Uiso 1 1 d . . . C3 C 0.48250(19) -0.0150(2) 0.6116(2) 0.0522(10) Uani 1 1 d . . . H3A H 0.4953 0.0315 0.6189 0.078 Uiso 1 1 calc R . . H3B H 0.4998 -0.0299 0.5667 0.078 Uiso 1 1 calc R . . H3C H 0.5024 -0.0424 0.6481 0.078 Uiso 1 1 calc R . . O4 O 0.74964(11) 0.22340(10) 0.72793(11) 0.0336(5) Uani 1 1 d . . . N4 N 0.75915(12) 0.32351(11) 0.67097(12) 0.0264(5) Uani 1 1 d . . . C4 C 0.3814(2) -0.09518(18) 0.6014(2) 0.0503(10) Uani 1 1 d . . . H4A H 0.3313 -0.0984 0.6024 0.075 Uiso 1 1 calc R . . H4B H 0.4008 -0.1230 0.6380 0.075 Uiso 1 1 calc R . . H4C H 0.3984 -0.1104 0.5566 0.075 Uiso 1 1 calc R . . O5 O 0.78022(11) 0.43822(10) 0.66056(11) 0.0326(5) Uani 1 1 d . . . C5 C 0.38913(15) 0.05008(14) 0.71808(14) 0.0241(6) Uani 1 1 d . . . C6 C 0.36086(15) 0.09785(14) 0.83449(13) 0.0233(6) Uani 1 1 d . . . C7 C 0.41292(14) 0.14713(13) 0.83704(14) 0.0205(5) Uani 1 1 d . . . H7 H 0.4492(17) 0.1433(16) 0.8031(16) 0.029(8) Uiso 1 1 d . . . C8 C 0.40850(14) 0.19902(13) 0.88585(14) 0.0215(6) Uani 1 1 d . . . C9 C 0.35301(15) 0.20166(14) 0.93363(15) 0.0246(6) Uani 1 1 d . . . H9 H 0.3503(17) 0.2370(17) 0.9679(17) 0.036(9) Uiso 1 1 d . . . C10 C 0.30355(15) 0.15039(15) 0.93264(15) 0.0287(6) Uani 1 1 d . . . H10A H 0.2675 0.1506 0.9656 0.034 Uiso 1 1 calc R . . C11 C 0.30680(15) 0.09890(15) 0.88358(15) 0.0270(6) Uani 1 1 d . . . H11 H 0.2719(17) 0.0652(17) 0.8799(16) 0.032(9) Uiso 1 1 d . . . C12 C 0.45945(14) 0.25628(13) 0.88596(13) 0.0205(6) Uani 1 1 d . . . C13 C 0.57811(15) 0.28846(13) 0.84455(14) 0.0237(6) Uani 1 1 d . . . C14 C 0.58574(17) 0.35106(16) 0.87808(16) 0.0310(7) Uani 1 1 d . . . H14 H 0.5565(17) 0.3610(16) 0.9141(18) 0.033(9) Uiso 1 1 d . . . C15 C 0.64108(18) 0.39275(17) 0.85915(16) 0.0368(8) Uani 1 1 d . . . H15 H 0.646(2) 0.437(2) 0.883(2) 0.053(11) Uiso 1 1 d . . . C16 C 0.68808(18) 0.37473(16) 0.80710(16) 0.0326(7) Uani 1 1 d . . . H16 H 0.7244(19) 0.4050(19) 0.7926(19) 0.046(10) Uiso 1 1 d . . . C17 C 0.68089(15) 0.31143(14) 0.77443(14) 0.0259(6) Uani 1 1 d . . . C18 C 0.62668(15) 0.26873(14) 0.79467(14) 0.0227(6) Uani 1 1 d . . . H18 H 0.6242(18) 0.2239(18) 0.7730(17) 0.040(9) Uiso 1 1 d . . . C19 C 0.73180(14) 0.28301(14) 0.72276(15) 0.0251(6) Uani 1 1 d . . . C20 C 0.82047(16) 0.29733(15) 0.63155(17) 0.0318(7) Uani 1 1 d . . . H20 H 0.8172(16) 0.2499(18) 0.6353(16) 0.032(9) Uiso 1 1 d . . . C21 C 0.88926(18) 0.31612(19) 0.6662(2) 0.0404(8) Uani 1 1 d . . . H21B H 0.898(2) 0.363(2) 0.6649(19) 0.048(11) Uiso 1 1 d . . . H21A H 0.8879(18) 0.3049(18) 0.7183(19) 0.043(10) Uiso 1 1 d . . . C22 C 0.9491(2) 0.2808(2) 0.6270(2) 0.0564(11) Uani 1 1 d . . . H22A H 0.9935 0.2947 0.6473 0.068 Uiso 1 1 calc R . . H22B H 0.9448 0.2322 0.6328 0.068 Uiso 1 1 calc R . . C23 C 0.9486(2) 0.2980(2) 0.5490(2) 0.0579(11) Uani 1 1 d . . . H23A H 0.9593 0.3457 0.5429 0.069 Uiso 1 1 calc R . . H23B H 0.9848 0.2720 0.5253 0.069 Uiso 1 1 calc R . . C24 C 0.8782(2) 0.28257(19) 0.5154(2) 0.0544(10) Uani 1 1 d . . . H24A H 0.8705 0.2340 0.5155 0.065 Uiso 1 1 calc R . . H24B H 0.8785 0.2978 0.4669 0.065 Uiso 1 1 calc R . . C25 C 0.81897(19) 0.31743(18) 0.55493(17) 0.0419(8) Uani 1 1 d . . . H25A H 0.8239 0.3662 0.5508 0.050 Uiso 1 1 calc R . . H25B H 0.7744 0.3046 0.5344 0.050 Uiso 1 1 calc R . . C26 C 0.73749(15) 0.39208(14) 0.65796(14) 0.0250(6) Uani 1 1 d . . . C27 C 0.63885(16) 0.46778(15) 0.63539(16) 0.0291(6) Uani 1 1 d . . . H27 H 0.6636(16) 0.4992(17) 0.6638(16) 0.028(8) Uiso 1 1 d . . . C28 C 0.6400(2) 0.4922(2) 0.56085(18) 0.0603(12) Uani 1 1 d . . . H28A H 0.6139 0.4611 0.5314 0.072 Uiso 1 1 calc R . . H28B H 0.6879 0.4934 0.5440 0.072 Uiso 1 1 calc R . . C29 C 0.6080(3) 0.5629(3) 0.5557(2) 0.0871(19) Uani 1 1 d . . . H29A H 0.6081 0.5776 0.5070 0.104 Uiso 1 1 calc R . . H29B H 0.6359 0.5946 0.5827 0.104 Uiso 1 1 calc R . . C30 C 0.5329(3) 0.5622(3) 0.5838(3) 0.0769(17) Uani 1 1 d . . . H30B H 0.504(3) 0.533(2) 0.560(3) 0.080(16) Uiso 1 1 d . . . H30A H 0.508(3) 0.605(3) 0.574(3) 0.094(17) Uiso 1 1 d . . . C31 C 0.5323(2) 0.5381(2) 0.6587(2) 0.0530(10) Uani 1 1 d . . . H31B H 0.562(2) 0.577(2) 0.688(2) 0.057(11) Uiso 1 1 d . . . H31A H 0.484(3) 0.532(2) 0.674(3) 0.086(15) Uiso 1 1 d . . . C32 C 0.5665(2) 0.46760(19) 0.6677(3) 0.0561(12) Uani 1 1 d . . . H32B H 0.540(2) 0.439(2) 0.635(2) 0.068(13) Uiso 1 1 d . . . H32A H 0.570(3) 0.453(3) 0.717(3) 0.12(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0394(12) 0.0226(10) 0.0314(11) -0.0066(8) 0.0046(9) -0.0050(9) N1 0.0280(13) 0.0171(12) 0.0321(13) -0.0002(10) 0.0026(10) -0.0070(10) C1 0.0367(18) 0.0334(17) 0.0325(16) -0.0130(13) 0.0034(13) -0.0041(14) O2 0.0355(12) 0.0238(10) 0.0304(10) -0.0011(8) 0.0066(9) -0.0072(9) N2 0.0221(12) 0.0182(12) 0.0290(12) -0.0020(10) -0.0008(10) -0.0033(10) C2 0.075(3) 0.058(2) 0.0339(18) -0.0035(17) -0.0048(18) -0.001(2) O3 0.0297(11) 0.0177(10) 0.0368(11) -0.0037(8) 0.0015(9) 0.0001(8) N3 0.0273(14) 0.0184(12) 0.0377(14) -0.0058(10) 0.0044(11) -0.0059(11) C3 0.037(2) 0.051(2) 0.069(2) -0.0282(19) 0.0145(18) -0.0042(17) O4 0.0299(11) 0.0277(11) 0.0432(12) 0.0089(9) 0.0033(10) 0.0009(9) N4 0.0259(13) 0.0200(12) 0.0333(12) -0.0008(10) 0.0081(10) -0.0030(10) C4 0.054(2) 0.040(2) 0.056(2) -0.0257(17) 0.0080(18) -0.0107(18) O5 0.0307(11) 0.0208(10) 0.0463(12) -0.0038(9) -0.0003(10) -0.0076(9) C5 0.0227(14) 0.0218(14) 0.0278(14) -0.0033(11) -0.0003(11) -0.0004(11) C6 0.0259(15) 0.0227(14) 0.0212(13) 0.0020(11) -0.0015(11) 0.0010(12) C7 0.0186(13) 0.0193(13) 0.0237(13) 0.0034(10) -0.0008(11) 0.0014(11) C8 0.0199(14) 0.0202(13) 0.0244(13) 0.0018(10) -0.0054(11) 0.0021(11) C9 0.0255(15) 0.0238(14) 0.0245(13) -0.0019(11) 0.0007(11) 0.0028(12) C10 0.0208(14) 0.0376(17) 0.0277(14) -0.0023(12) 0.0054(12) 0.0010(13) C11 0.0230(15) 0.0279(15) 0.0300(15) 0.0023(12) 0.0016(12) -0.0066(13) C12 0.0236(14) 0.0195(13) 0.0183(12) 0.0026(10) -0.0047(10) -0.0014(11) C13 0.0255(14) 0.0189(13) 0.0265(14) 0.0014(11) -0.0037(11) -0.0048(11) C14 0.0357(17) 0.0318(16) 0.0256(15) -0.0041(12) 0.0051(13) -0.0094(14) C15 0.046(2) 0.0302(17) 0.0343(16) -0.0110(14) 0.0076(14) -0.0145(15) C16 0.0383(18) 0.0268(16) 0.0328(16) -0.0026(12) 0.0031(14) -0.0167(14) C17 0.0263(15) 0.0244(14) 0.0269(14) 0.0013(11) -0.0014(12) -0.0050(12) C18 0.0256(15) 0.0186(14) 0.0239(13) 0.0020(11) -0.0033(11) -0.0026(11) C19 0.0223(14) 0.0220(14) 0.0310(14) 0.0006(11) -0.0021(11) -0.0076(12) C20 0.0334(17) 0.0167(14) 0.0453(18) -0.0031(12) 0.0162(14) -0.0022(12) C21 0.0331(19) 0.038(2) 0.050(2) 0.0067(16) 0.0102(16) 0.0032(15) C22 0.041(2) 0.046(2) 0.082(3) 0.011(2) 0.021(2) 0.0084(18) C23 0.054(2) 0.044(2) 0.075(3) -0.0088(19) 0.037(2) 0.0009(19) C24 0.068(3) 0.042(2) 0.053(2) -0.0159(17) 0.028(2) -0.0082(19) C25 0.046(2) 0.0407(19) 0.0393(18) -0.0101(15) 0.0148(15) -0.0105(16) C26 0.0310(16) 0.0179(14) 0.0260(14) -0.0025(11) 0.0050(12) -0.0025(12) C27 0.0298(16) 0.0235(15) 0.0339(16) -0.0046(12) 0.0025(13) -0.0016(13) C28 0.063(3) 0.083(3) 0.0347(18) 0.0046(19) 0.0060(18) 0.048(2) C29 0.105(4) 0.106(4) 0.050(2) 0.037(3) 0.026(2) 0.077(3) C30 0.059(3) 0.090(4) 0.082(3) -0.033(3) -0.026(3) 0.053(3) C31 0.037(2) 0.036(2) 0.085(3) -0.0121(19) 0.017(2) 0.0040(17) C32 0.041(2) 0.0276(18) 0.100(4) -0.009(2) 0.027(2) -0.0007(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C5 1.347(3) . ? O1 C1 1.475(3) . ? N1 C5 1.355(4) . ? N1 C6 1.410(4) . ? N1 H111 0.83(4) . ? C1 C2 1.514(5) . ? C1 C3 1.520(5) . ? C1 C4 1.527(4) . ? O2 C5 1.218(3) . ? N2 C12 1.358(4) . ? N2 C13 1.413(3) . ? N2 H222 0.84(3) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? O3 C12 1.233(3) . ? N3 C26 1.320(4) . ? N3 C27 1.474(4) . ? N3 H333 0.86(3) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? O4 C19 1.229(3) . ? N4 C19 1.371(4) . ? N4 C26 1.437(4) . ? N4 C20 1.484(4) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? O5 C26 1.224(3) . ? C6 C11 1.392(4) . ? C6 C7 1.392(4) . ? C7 C8 1.384(4) . ? C7 H7 0.95(3) . ? C8 C9 1.397(4) . ? C8 C12 1.491(4) . ? C9 C10 1.385(4) . ? C9 H9 0.95(3) . ? C10 C11 1.380(4) . ? C10 H10A 0.9300 . ? C11 H11 0.94(3) . ? C13 C18 1.382(4) . ? C13 C14 1.398(4) . ? C14 C15 1.387(4) . ? C14 H14 0.90(3) . ? C15 C16 1.382(5) . ? C15 H15 0.99(4) . ? C16 C17 1.402(4) . ? C16 H16 0.96(4) . ? C17 C18 1.390(4) . ? C17 C19 1.492(4) . ? C18 H18 0.98(4) . ? C20 C25 1.509(5) . ? C20 C21 1.516(5) . ? C20 H20 0.94(3) . ? C21 C22 1.532(5) . ? C21 H21B 0.94(4) . ? C21 H21A 1.02(4) . ? C22 C23 1.521(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.520(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.523(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C27 C28 1.497(5) . ? C27 C32 1.513(5) . ? C27 H27 0.95(3) . ? C28 C29 1.526(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.532(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.502(7) . ? C30 H30B 0.93(5) . ? C30 H30A 0.99(5) . ? C31 C32 1.546(5) . ? C31 H31B 1.10(4) . ? C31 H31A 0.98(5) . ? C32 H32B 0.98(5) . ? C32 H32A 0.99(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 O1 C1 121.3(2) . . ? C5 N1 C6 126.1(2) . . ? C5 N1 H111 118(2) . . ? C6 N1 H111 116(2) . . ? O1 C1 C2 110.2(3) . . ? O1 C1 C3 109.9(3) . . ? C2 C1 C3 112.7(3) . . ? O1 C1 C4 101.5(3) . . ? C2 C1 C4 111.3(3) . . ? C3 C1 C4 110.5(3) . . ? C12 N2 C13 127.3(2) . . ? C12 N2 H222 114(2) . . ? C13 N2 H222 118(2) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C26 N3 C27 121.8(2) . . ? C26 N3 H333 122(2) . . ? C27 N3 H333 116(2) . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C19 N4 C26 124.2(2) . . ? C19 N4 C20 117.4(2) . . ? C26 N4 C20 118.0(2) . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 O1 125.7(3) . . ? O2 C5 N1 126.2(3) . . ? O1 C5 N1 108.1(2) . . ? C11 C6 C7 119.8(3) . . ? C11 C6 N1 118.9(3) . . ? C7 C6 N1 121.3(2) . . ? C8 C7 C6 119.8(3) . . ? C8 C7 H7 124.0(19) . . ? C6 C7 H7 116.2(19) . . ? C7 C8 C9 120.6(3) . . ? C7 C8 C12 121.4(2) . . ? C9 C8 C12 117.8(2) . . ? C10 C9 C8 118.8(3) . . ? C10 C9 H9 120(2) . . ? C8 C9 H9 121(2) . . ? C11 C10 C9 121.1(3) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C10 C11 C6 119.8(3) . . ? C10 C11 H11 122.5(19) . . ? C6 C11 H11 117.6(19) . . ? O3 C12 N2 122.8(2) . . ? O3 C12 C8 121.3(2) . . ? N2 C12 C8 115.8(2) . . ? C18 C13 C14 119.4(3) . . ? C18 C13 N2 116.8(2) . . ? C14 C13 N2 123.7(3) . . ? C15 C14 C13 119.0(3) . . ? C15 C14 H14 123(2) . . ? C13 C14 H14 118(2) . . ? C16 C15 C14 121.9(3) . . ? C16 C15 H15 119(2) . . ? C14 C15 H15 119(2) . . ? C15 C16 C17 118.8(3) . . ? C15 C16 H16 121(2) . . ? C17 C16 H16 120(2) . . ? C18 C17 C16 119.4(3) . . ? C18 C17 C19 116.1(2) . . ? C16 C17 C19 124.2(3) . . ? C13 C18 C17 121.3(3) . . ? C13 C18 H18 121(2) . . ? C17 C18 H18 118(2) . . ? O4 C19 N4 120.6(3) . . ? O4 C19 C17 119.2(2) . . ? N4 C19 C17 120.1(2) . . ? N4 C20 C25 112.4(3) . . ? N4 C20 C21 112.3(3) . . ? C25 C20 C21 111.8(3) . . ? N4 C20 H20 105(2) . . ? C25 C20 H20 109.5(19) . . ? C21 C20 H20 105(2) . . ? C20 C21 C22 109.0(3) . . ? C20 C21 H21B 112(2) . . ? C22 C21 H21B 108(2) . . ? C20 C21 H21A 110(2) . . ? C22 C21 H21A 113(2) . . ? H21B C21 H21A 104(3) . . ? C23 C22 C21 111.6(3) . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C24 C23 C22 111.7(3) . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23B 109.3 . . ? C22 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? C23 C24 C25 111.2(3) . . ? C23 C24 H24A 109.4 . . ? C25 C24 H24A 109.4 . . ? C23 C24 H24B 109.4 . . ? C25 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C20 C25 C24 110.0(3) . . ? C20 C25 H25A 109.7 . . ? C24 C25 H25A 109.7 . . ? C20 C25 H25B 109.7 . . ? C24 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? O5 C26 N3 124.5(3) . . ? O5 C26 N4 120.1(3) . . ? N3 C26 N4 115.4(2) . . ? N3 C27 C28 112.2(3) . . ? N3 C27 C32 109.5(3) . . ? C28 C27 C32 113.5(3) . . ? N3 C27 H27 109.4(19) . . ? C28 C27 H27 108.7(19) . . ? C32 C27 H27 103.1(19) . . ? C27 C28 C29 110.5(3) . . ? C27 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? C27 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.1 . . ? C28 C29 C30 110.2(5) . . ? C28 C29 H29A 109.6 . . ? C30 C29 H29A 109.6 . . ? C28 C29 H29B 109.6 . . ? C30 C29 H29B 109.6 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 109.9(3) . . ? C31 C30 H30B 105(3) . . ? C29 C30 H30B 113(3) . . ? C31 C30 H30A 116(3) . . ? C29 C30 H30A 113(3) . . ? H30B C30 H30A 99(4) . . ? C30 C31 C32 112.9(4) . . ? C30 C31 H31B 105(2) . . ? C32 C31 H31B 110(2) . . ? C30 C31 H31A 110(3) . . ? C32 C31 H31A 105(3) . . ? H31B C31 H31A 115(4) . . ? C27 C32 C31 109.8(3) . . ? C27 C32 H32B 102(3) . . ? C31 C32 H32B 103(3) . . ? C27 C32 H32A 110(4) . . ? C31 C32 H32A 113(4) . . ? H32B C32 H32A 119(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 O1 C1 C2 -65.8(4) . . . . ? C5 O1 C1 C3 59.1(4) . . . . ? C5 O1 C1 C4 176.1(3) . . . . ? C1 O1 C5 O2 3.7(4) . . . . ? C1 O1 C5 N1 -176.8(2) . . . . ? C6 N1 C5 O2 3.1(5) . . . . ? C6 N1 C5 O1 -176.5(3) . . . . ? C5 N1 C6 C11 150.1(3) . . . . ? C5 N1 C6 C7 -31.4(4) . . . . ? C11 C6 C7 C8 -3.6(4) . . . . ? N1 C6 C7 C8 177.8(2) . . . . ? C6 C7 C8 C9 1.4(4) . . . . ? C6 C7 C8 C12 -174.2(2) . . . . ? C7 C8 C9 C10 1.8(4) . . . . ? C12 C8 C9 C10 177.5(2) . . . . ? C8 C9 C10 C11 -2.8(4) . . . . ? C9 C10 C11 C6 0.5(4) . . . . ? C7 C6 C11 C10 2.7(4) . . . . ? N1 C6 C11 C10 -178.7(3) . . . . ? C13 N2 C12 O3 -8.6(4) . . . . ? C13 N2 C12 C8 170.0(2) . . . . ? C7 C8 C12 O3 150.8(3) . . . . ? C9 C8 C12 O3 -24.9(4) . . . . ? C7 C8 C12 N2 -27.8(4) . . . . ? C9 C8 C12 N2 156.5(2) . . . . ? C12 N2 C13 C18 -155.1(3) . . . . ? C12 N2 C13 C14 26.8(4) . . . . ? C18 C13 C14 C15 1.6(4) . . . . ? N2 C13 C14 C15 179.7(3) . . . . ? C13 C14 C15 C16 1.3(5) . . . . ? C14 C15 C16 C17 -2.3(5) . . . . ? C15 C16 C17 C18 0.5(5) . . . . ? C15 C16 C17 C19 -173.8(3) . . . . ? C14 C13 C18 C17 -3.5(4) . . . . ? N2 C13 C18 C17 178.3(2) . . . . ? C16 C17 C18 C13 2.5(4) . . . . ? C19 C17 C18 C13 177.1(3) . . . . ? C26 N4 C19 O4 175.2(3) . . . . ? C20 N4 C19 O4 -12.1(4) . . . . ? C26 N4 C19 C17 -5.9(4) . . . . ? C20 N4 C19 C17 166.7(2) . . . . ? C18 C17 C19 O4 -38.8(4) . . . . ? C16 C17 C19 O4 135.6(3) . . . . ? C18 C17 C19 N4 142.4(3) . . . . ? C16 C17 C19 N4 -43.2(4) . . . . ? C19 N4 C20 C25 143.9(3) . . . . ? C26 N4 C20 C25 -43.0(4) . . . . ? C19 N4 C20 C21 -89.0(3) . . . . ? C26 N4 C20 C21 84.1(3) . . . . ? N4 C20 C21 C22 173.9(3) . . . . ? C25 C20 C21 C22 -58.7(4) . . . . ? C20 C21 C22 C23 55.8(4) . . . . ? C21 C22 C23 C24 -54.4(4) . . . . ? C22 C23 C24 C25 54.0(4) . . . . ? N4 C20 C25 C24 -173.4(3) . . . . ? C21 C20 C25 C24 59.2(4) . . . . ? C23 C24 C25 C20 -55.8(4) . . . . ? C27 N3 C26 O5 -7.1(4) . . . . ? C27 N3 C26 N4 173.6(2) . . . . ? C19 N4 C26 O5 121.8(3) . . . . ? C20 N4 C26 O5 -50.8(4) . . . . ? C19 N4 C26 N3 -58.9(4) . . . . ? C20 N4 C26 N3 128.5(3) . . . . ? C26 N3 C27 C28 92.2(4) . . . . ? C26 N3 C27 C32 -140.8(3) . . . . ? N3 C27 C28 C29 -178.9(4) . . . . ? C32 C27 C28 C29 56.2(5) . . . . ? C27 C28 C29 C30 -57.9(5) . . . . ? C28 C29 C30 C31 58.1(6) . . . . ? C29 C30 C31 C32 -56.3(6) . . . . ? N3 C27 C32 C31 -178.8(3) . . . . ? C28 C27 C32 C31 -52.6(5) . . . . ? C30 C31 C32 C27 52.8(6) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 71.24 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.426 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.057 # 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 0.000 0.850 0.250 392.5 83.7 2 0.500 0.350 0.250 392.5 84.2 3 0.500 0.650 -0.250 392.5 83.8 4 1.000 0.150 -0.250 392.5 84.0 5 0.000 0.601 0.250 15.3 -0.3 6 0.500 0.101 0.250 15.3 -0.2 7 0.000 0.399 0.750 15.3 -0.3 8 0.500 0.899 0.750 15.3 -0.3 _platon_squeeze_details ; ? ; # Attachment '- peptide1.cif' data_sm1 _database_code_depnum_ccdc_archive 'CCDC 832275' #TrackingRef '- peptide1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H37 N3 O4' _chemical_formula_sum 'C25 H37 N3 O4' _chemical_formula_weight 443.5790 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 P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.4834(8) _cell_length_b 13.8403(9) _cell_length_c 14.9746(10) _cell_angle_alpha 91.506(4) _cell_angle_beta 95.452(4) _cell_angle_gamma 90.632(4) _cell_volume 2574.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7677 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 17.57 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.92 _exptl_crystal_size_mid 0.57 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960.0 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16204 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 17.60 _reflns_number_total 3248 _reflns_number_gt 2678 _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 ? _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^)+(0.0971P)^2^+3.7187P] 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_number_reflns 3248 _refine_ls_number_parameters 583 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1528 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.6299(3) -0.0509(4) 0.3645(3) 0.0863(13) Uani 1 1 d . . . O2 O 0.5699(4) 0.0993(4) 0.3533(4) 0.1165(19) Uani 1 1 d . . . O3 O 1.0667(3) 0.3618(3) 0.3694(3) 0.0798(13) Uani 1 1 d . . . O4 O 1.1268(3) 0.0874(4) 0.5064(3) 0.0730(12) Uani 1 1 d . . . O5 O 0.2688(3) 0.7682(3) -0.0318(3) 0.0696(11) Uani 1 1 d . . . O6 O 0.3394(4) 0.7885(3) 0.1123(3) 0.1012(17) Uani 1 1 d . . . O7 O -0.0746(3) 0.5997(3) 0.3405(3) 0.0744(12) Uani 1 1 d . . . O8 O -0.1055(3) 0.4543(3) 0.0671(3) 0.0681(12) Uani 1 1 d . . . N1 N 1.0518(4) 0.1964(3) 0.5954(4) 0.0562(12) Uani 1 1 d . . . H1 H 1.0433 0.2571 0.6058 0.067 Uiso 1 1 calc R . . N2 N 1.1223(4) 0.2466(4) 0.4671(4) 0.0558(13) Uani 1 1 d . . . N3 N 0.7386(4) 0.0689(4) 0.4122(3) 0.0597(13) Uani 1 1 d . . . H3 H 0.7805 0.0233 0.4310 0.072 Uiso 1 1 calc R . . N4 N 0.0077(5) 0.3883(4) 0.1740(3) 0.0631(13) Uani 1 1 d . . . H4 H 0.0204 0.3811 0.2309 0.076 Uiso 1 1 calc R . . N5 N -0.1079(4) 0.5072(3) 0.2139(4) 0.0558(12) Uani 1 1 d . . . N6 N 0.2164(4) 0.6716(4) 0.0699(3) 0.0620(13) Uani 1 1 d . . . H6 H 0.1839 0.6418 0.0238 0.074 Uiso 1 1 calc R . . C1 C 0.9350(9) 0.0818(7) 0.8291(6) 0.155(4) Uani 1 1 d . . . H1A H 0.9368 0.1457 0.8575 0.186 Uiso 1 1 calc R . . H1B H 0.9096 0.0362 0.8707 0.186 Uiso 1 1 calc R . . C2 C 1.0458(9) 0.0552(8) 0.8081(6) 0.177(4) Uani 1 1 d . . . H2A H 1.0446 -0.0099 0.7823 0.213 Uiso 1 1 calc R . . H2B H 1.0939 0.0565 0.8629 0.213 Uiso 1 1 calc R . . C3 C 1.0871(6) 0.1256(6) 0.7421(5) 0.121(3) Uani 1 1 d . . . H3A H 1.0931 0.1900 0.7696 0.145 Uiso 1 1 calc R . . H3B H 1.1582 0.1065 0.7280 0.145 Uiso 1 1 calc R . . C4 C 1.0130(5) 0.1275(4) 0.6575(4) 0.0676(17) Uani 1 1 d . . . H4A H 1.0122 0.0630 0.6287 0.081 Uiso 1 1 calc R . . C5 C 1.0994(4) 0.1694(6) 0.5240(5) 0.0528(15) Uani 1 1 d . . . C6 C 1.0448(6) 0.2967(5) 0.4195(4) 0.0551(15) Uani 1 1 d . . . C7 C 0.9295(5) 0.2731(5) 0.4272(3) 0.0459(14) Uani 1 1 d . . . C8 C 0.8865(6) 0.1806(5) 0.4184(3) 0.0474(14) Uani 1 1 d . . . H8 H 0.9314 0.1287 0.4095 0.057 Uiso 1 1 calc R . . C9 C 0.7782(6) 0.1642(5) 0.4225(3) 0.0475(14) Uani 1 1 d . . . C10 C 0.6386(7) 0.0437(6) 0.3746(4) 0.0671(17) Uani 1 1 d . . . C11 C 0.5288(6) -0.0948(6) 0.3208(5) 0.099(2) Uani 1 1 d . . . C12 C 0.5017(8) -0.0561(7) 0.2309(5) 0.197(6) Uani 1 1 d . . . H12A H 0.4420 -0.0921 0.2009 0.296 Uiso 1 1 calc R . . H12B H 0.5627 -0.0616 0.1967 0.296 Uiso 1 1 calc R . . H12C H 0.4826 0.0106 0.2365 0.296 Uiso 1 1 calc R . . C13 C 0.5595(8) -0.2000(7) 0.3142(8) 0.205(5) Uani 1 1 d . . . H13A H 0.5005 -0.2367 0.2840 0.308 Uiso 1 1 calc R . . H13B H 0.5762 -0.2240 0.3734 0.308 Uiso 1 1 calc R . . H13C H 0.6213 -0.2059 0.2810 0.308 Uiso 1 1 calc R . . C14 C 0.8631(7) 0.3501(5) 0.4389(3) 0.0613(16) Uani 1 1 d . . . H14 H 0.8909 0.4129 0.4426 0.074 Uiso 1 1 calc R . . C15 C 0.7560(7) 0.3338(5) 0.4450(4) 0.0678(16) Uani 1 1 d . . . H15 H 0.7116 0.3860 0.4543 0.081 Uiso 1 1 calc R . . C16 C 0.7125(4) 0.2423(6) 0.4377(3) 0.0616(16) Uani 1 1 d . . . H16 H 0.6396 0.2325 0.4428 0.074 Uiso 1 1 calc R . . C17 C 0.8598(7) 0.0809(6) 0.7451(6) 0.135(3) Uani 1 1 d . . . H17A H 0.7887 0.0998 0.7593 0.163 Uiso 1 1 calc R . . H17B H 0.8545 0.0160 0.7188 0.163 Uiso 1 1 calc R . . C18 C 0.9001(5) 0.1502(5) 0.6779(4) 0.095(2) Uani 1 1 d . . . H18A H 0.8525 0.1461 0.6227 0.114 Uiso 1 1 calc R . . H18B H 0.8981 0.2158 0.7019 0.114 Uiso 1 1 calc R . . C19 C 1.2380(5) 0.2658(5) 0.4578(5) 0.094(2) Uani 1 1 d . . . H19 H 1.2747 0.2202 0.4989 0.112 Uiso 1 1 calc R . . C20 C 1.2721(6) 0.2369(6) 0.3720(6) 0.139(3) Uani 1 1 d . . . H20A H 1.2272 0.2679 0.3249 0.167 Uiso 1 1 calc R . . H20B H 1.2624 0.1676 0.3634 0.167 Uiso 1 1 calc R . . C21 C 1.3932(8) 0.2645(9) 0.3641(9) 0.174(5) Uani 1 1 d . . . H21A H 1.4388 0.2167 0.3942 0.209 Uiso 1 1 calc R . . H21B H 1.4064 0.2630 0.3013 0.209 Uiso 1 1 calc R . . C22 C 1.4211(9) 0.3565(13) 0.4017(13) 0.238(8) Uani 1 1 d . . . H22A H 1.3919 0.4035 0.3594 0.285 Uiso 1 1 calc R . . H22B H 1.4988 0.3626 0.4046 0.285 Uiso 1 1 calc R . . C23 C 1.3897(7) 0.3865(7) 0.4904(9) 0.160(4) Uani 1 1 d . . . H23A H 1.4012 0.4556 0.4994 0.192 Uiso 1 1 calc R . . H23B H 1.4344 0.3542 0.5367 0.192 Uiso 1 1 calc R . . C24 C 1.2734(5) 0.3619(5) 0.4980(6) 0.114(3) Uani 1 1 d . . . H24A H 1.2609 0.3633 0.5610 0.137 Uiso 1 1 calc R . . H24B H 1.2292 0.4114 0.4689 0.137 Uiso 1 1 calc R . . C25 C 0.4427(7) -0.0832(8) 0.3811(6) 0.179(4) Uani 1 1 d . . . H25A H 0.4180 -0.0177 0.3797 0.269 Uiso 1 1 calc R . . H25B H 0.4702 -0.0978 0.4412 0.269 Uiso 1 1 calc R . . H25C H 0.3839 -0.1264 0.3616 0.269 Uiso 1 1 calc R . . C26 C 0.2386(8) 0.1962(8) 0.0800(7) 0.166(4) Uani 1 1 d . . . H26A H 0.2580 0.1752 0.1406 0.199 Uiso 1 1 calc R . . H26B H 0.2826 0.1616 0.0401 0.199 Uiso 1 1 calc R . . C27 C 0.1218(10) 0.1743(7) 0.0532(9) 0.224(6) Uani 1 1 d . . . H27A H 0.1084 0.1055 0.0572 0.269 Uiso 1 1 calc R . . H27B H 0.1040 0.1920 -0.0086 0.269 Uiso 1 1 calc R . . C28 C 0.0497(7) 0.2298(6) 0.1138(7) 0.162(4) Uani 1 1 d . . . H28A H -0.0252 0.2174 0.0928 0.195 Uiso 1 1 calc R . . H28B H 0.0620 0.2070 0.1745 0.195 Uiso 1 1 calc R . . C29 C 0.0719(6) 0.3337(5) 0.1138(4) 0.0785(18) Uani 1 1 d . . . H29 H 0.0506 0.3552 0.0529 0.094 Uiso 1 1 calc R . . C30 C -0.0683(6) 0.4480(5) 0.1452(5) 0.0536(15) Uani 1 1 d . . . C31 C -0.0409(6) 0.5615(4) 0.2736(5) 0.0558(16) Uani 1 1 d . . . C32 C 0.0715(5) 0.5806(3) 0.2530(5) 0.0498(14) Uani 1 1 d . . . C33 C 0.0950(6) 0.6110(4) 0.1695(4) 0.0510(14) Uani 1 1 d . . . H33 H 0.0406 0.6125 0.1226 0.061 Uiso 1 1 calc R . . C34 C 0.1979(6) 0.6388(4) 0.1553(5) 0.0518(15) Uani 1 1 d . . . C35 C 0.2814(5) 0.7465(5) 0.0557(5) 0.0644(16) Uani 1 1 d . . . C36 C 0.3246(5) 0.8525(5) -0.0642(4) 0.0717(17) Uani 1 1 d . . . C37 C 0.2923(6) 0.9430(5) -0.0169(5) 0.118(3) Uani 1 1 d . . . H37A H 0.2152 0.9454 -0.0195 0.177 Uiso 1 1 calc R . . H37B H 0.3190 0.9983 -0.0456 0.177 Uiso 1 1 calc R . . H37C H 0.3219 0.9431 0.0447 0.177 Uiso 1 1 calc R . . C38 C 0.4448(6) 0.8370(5) -0.0529(5) 0.115(2) Uani 1 1 d . . . H38A H 0.4696 0.8391 0.0098 0.173 Uiso 1 1 calc R . . H38B H 0.4804 0.8869 -0.0828 0.173 Uiso 1 1 calc R . . H38C H 0.4606 0.7751 -0.0786 0.173 Uiso 1 1 calc R . . C39 C 0.2822(5) 0.8524(5) -0.1631(4) 0.102(2) Uani 1 1 d . . . H39A H 0.3075 0.7962 -0.1932 0.154 Uiso 1 1 calc R . . H39B H 0.3074 0.9095 -0.1900 0.154 Uiso 1 1 calc R . . H39C H 0.2049 0.8514 -0.1684 0.154 Uiso 1 1 calc R . . C40 C 0.1523(7) 0.5784(4) 0.3227(4) 0.0629(16) Uani 1 1 d . . . H40 H 0.1370 0.5594 0.3792 0.076 Uiso 1 1 calc R . . C41 C 0.2552(6) 0.6046(4) 0.3078(5) 0.0739(18) Uani 1 1 d . . . H41 H 0.3099 0.6015 0.3543 0.089 Uiso 1 1 calc R . . C42 C 0.2786(5) 0.6353(4) 0.2251(5) 0.0648(16) Uani 1 1 d . . . H42 H 0.3486 0.6537 0.2161 0.078 Uiso 1 1 calc R . . C43 C -0.2259(6) 0.5104(5) 0.2186(4) 0.0804(19) Uani 1 1 d . . . H43 H -0.2367 0.5335 0.2795 0.096 Uiso 1 1 calc R . . C44 C -0.2786(6) 0.5812(6) 0.1565(6) 0.124(3) Uani 1 1 d . . . H44A H -0.2664 0.5632 0.0952 0.149 Uiso 1 1 calc R . . H44B H -0.2470 0.6448 0.1700 0.149 Uiso 1 1 calc R . . C45 C -0.4009(7) 0.5847(8) 0.1650(8) 0.182(4) Uani 1 1 d . . . H45A H -0.4134 0.6116 0.2235 0.218 Uiso 1 1 calc R . . H45B H -0.4346 0.6266 0.1198 0.218 Uiso 1 1 calc R . . C46 C -0.4513(8) 0.4847(11) 0.1531(9) 0.187(5) Uani 1 1 d . . . H46A H -0.5267 0.4879 0.1635 0.225 Uiso 1 1 calc R . . H46B H -0.4470 0.4613 0.0920 0.225 Uiso 1 1 calc R . . C47 C -0.3965(7) 0.4174(8) 0.2155(7) 0.152(4) Uani 1 1 d . . . H47A H -0.4281 0.3533 0.2043 0.183 Uiso 1 1 calc R . . H47B H -0.4079 0.4372 0.2765 0.183 Uiso 1 1 calc R . . C48 C -0.2784(5) 0.4128(5) 0.2070(4) 0.092(2) Uani 1 1 d . . . H48A H -0.2454 0.3704 0.2519 0.111 Uiso 1 1 calc R . . H48B H -0.2668 0.3858 0.1483 0.111 Uiso 1 1 calc R . . C49 C 0.2580(7) 0.3011(7) 0.0752(7) 0.156(4) Uani 1 1 d . . . H49A H 0.2436 0.3206 0.0135 0.187 Uiso 1 1 calc R . . H49B H 0.3330 0.3156 0.0943 0.187 Uiso 1 1 calc R . . C50 C 0.1881(7) 0.3575(5) 0.1334(6) 0.122(3) Uani 1 1 d . . . H50A H 0.2098 0.3446 0.1958 0.147 Uiso 1 1 calc R . . H50B H 0.1992 0.4260 0.1247 0.147 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.080(4) 0.069(4) 0.105(3) -0.012(3) -0.011(2) -0.032(3) O2 0.062(3) 0.099(4) 0.177(5) -0.014(3) -0.042(3) -0.002(3) O3 0.079(3) 0.078(3) 0.084(3) 0.030(3) 0.014(2) -0.016(2) O4 0.066(3) 0.053(3) 0.102(3) 0.000(2) 0.019(2) 0.010(2) O5 0.085(3) 0.073(3) 0.051(3) 0.007(2) 0.012(2) -0.032(2) O6 0.129(4) 0.103(4) 0.065(3) 0.003(3) -0.012(3) -0.075(3) O7 0.095(3) 0.067(3) 0.063(3) -0.021(2) 0.027(2) -0.020(2) O8 0.072(3) 0.084(3) 0.047(3) -0.008(2) 0.003(2) -0.016(2) N1 0.065(3) 0.045(3) 0.058(3) 0.004(3) 0.006(3) -0.004(3) N2 0.043(4) 0.052(4) 0.075(3) 0.010(3) 0.014(3) -0.004(3) N3 0.040(4) 0.054(5) 0.081(3) -0.002(3) -0.010(3) -0.008(3) N4 0.077(4) 0.059(3) 0.053(3) -0.004(3) 0.012(3) -0.002(3) N5 0.057(4) 0.056(3) 0.055(4) -0.014(3) 0.016(3) -0.015(3) N6 0.075(3) 0.068(4) 0.043(4) 0.001(3) 0.010(3) -0.036(3) C1 0.200(10) 0.176(9) 0.102(8) 0.067(6) 0.060(7) 0.069(8) C2 0.214(11) 0.221(11) 0.110(7) 0.098(8) 0.049(7) 0.103(9) C3 0.111(6) 0.169(8) 0.084(6) 0.032(6) 0.002(5) 0.042(5) C4 0.098(5) 0.047(4) 0.058(4) 0.007(4) 0.012(4) 0.008(4) C5 0.034(4) 0.050(6) 0.074(5) 0.004(5) 0.002(3) -0.003(4) C6 0.057(6) 0.047(4) 0.063(4) 0.005(4) 0.016(4) -0.010(5) C7 0.047(5) 0.045(5) 0.045(3) 0.006(3) 0.003(3) 0.005(5) C8 0.039(5) 0.046(5) 0.055(4) -0.001(3) -0.001(3) 0.000(4) C9 0.046(5) 0.047(5) 0.049(4) 0.002(3) -0.001(3) -0.004(5) C10 0.057(7) 0.071(7) 0.073(4) -0.004(4) 0.003(4) -0.012(6) C11 0.096(6) 0.098(7) 0.098(6) 0.003(5) -0.018(5) -0.063(5) C12 0.255(11) 0.233(11) 0.086(6) 0.043(7) -0.070(7) -0.183(9) C13 0.203(11) 0.093(8) 0.298(14) -0.036(8) -0.072(9) -0.069(7) C14 0.057(5) 0.057(5) 0.070(4) 0.005(3) 0.008(3) -0.005(5) C15 0.070(6) 0.049(6) 0.085(5) -0.004(3) 0.008(3) 0.012(4) C16 0.042(4) 0.069(5) 0.073(4) -0.002(3) 0.005(3) 0.005(5) C17 0.140(7) 0.138(7) 0.137(8) 0.045(6) 0.052(7) -0.033(6) C18 0.073(5) 0.113(6) 0.099(5) 0.033(4) 0.007(4) -0.013(4) C19 0.044(5) 0.111(7) 0.128(7) 0.018(5) 0.018(4) -0.018(4) C20 0.095(7) 0.172(8) 0.163(8) 0.024(6) 0.070(6) 0.055(6) C21 0.084(8) 0.202(11) 0.253(13) 0.066(11) 0.076(8) 0.062(8) C22 0.095(9) 0.278(19) 0.36(2) 0.051(18) 0.141(12) 0.039(11) C23 0.066(7) 0.129(7) 0.282(14) 0.047(8) -0.007(7) -0.043(5) C24 0.064(6) 0.094(6) 0.183(8) 0.017(5) -0.005(5) -0.031(4) C25 0.111(7) 0.257(12) 0.171(9) -0.004(8) 0.036(7) -0.106(7) C26 0.147(9) 0.122(9) 0.239(11) -0.025(7) 0.075(8) 0.038(7) C27 0.189(11) 0.119(8) 0.371(18) -0.145(10) 0.098(12) -0.005(8) C28 0.137(7) 0.061(6) 0.298(13) -0.065(7) 0.086(8) -0.024(5) C29 0.091(6) 0.083(6) 0.063(4) -0.010(4) 0.014(4) 0.022(5) C30 0.058(5) 0.055(4) 0.050(6) -0.008(5) 0.016(4) -0.019(4) C31 0.083(6) 0.039(4) 0.045(5) -0.004(4) 0.010(5) -0.011(4) C32 0.053(5) 0.044(4) 0.052(5) -0.003(3) 0.004(5) -0.017(3) C33 0.070(6) 0.044(3) 0.038(5) 0.000(3) 0.003(3) -0.017(3) C34 0.057(5) 0.045(4) 0.052(5) 0.001(3) 0.005(5) -0.019(3) C35 0.075(5) 0.062(5) 0.058(7) 0.004(4) 0.016(4) -0.030(4) C36 0.082(5) 0.070(5) 0.065(5) 0.014(4) 0.016(4) -0.030(4) C37 0.176(7) 0.071(5) 0.108(6) 0.000(5) 0.025(5) -0.015(5) C38 0.084(6) 0.137(7) 0.129(6) 0.028(5) 0.025(4) -0.031(5) C39 0.126(6) 0.109(6) 0.074(5) 0.027(4) 0.012(4) -0.032(4) C40 0.077(5) 0.058(4) 0.053(5) 0.005(3) 0.000(5) -0.021(4) C41 0.079(6) 0.075(4) 0.063(6) 0.013(4) -0.019(4) -0.015(4) C42 0.061(5) 0.071(4) 0.061(5) 0.010(4) -0.001(5) -0.018(3) C43 0.068(6) 0.085(6) 0.089(5) -0.025(4) 0.022(4) -0.010(5) C44 0.093(7) 0.103(6) 0.175(8) -0.002(6) 0.004(5) 0.019(5) C45 0.078(7) 0.176(11) 0.284(13) -0.052(9) -0.003(7) 0.037(7) C46 0.066(7) 0.226(14) 0.264(15) -0.086(11) 0.007(8) 0.001(8) C47 0.080(7) 0.187(10) 0.193(11) -0.084(8) 0.064(7) -0.056(7) C48 0.075(6) 0.111(6) 0.093(5) -0.019(4) 0.031(4) -0.037(4) C49 0.147(8) 0.102(7) 0.234(11) -0.007(7) 0.099(8) 0.012(6) C50 0.106(7) 0.085(5) 0.184(8) -0.026(5) 0.064(6) -0.009(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C10 1.317(7) . ? O1 C11 1.482(7) . ? O2 C10 1.185(7) . ? O3 C6 1.232(6) . ? O4 C5 1.218(6) . ? O5 C35 1.348(7) . ? O5 C36 1.469(6) . ? O6 C35 1.196(7) . ? O7 C31 1.231(6) . ? O8 C30 1.223(6) . ? N1 C5 1.320(7) . ? N1 C4 1.459(7) . ? N1 H1 0.8600 . ? N2 C6 1.355(7) . ? N2 C5 1.427(7) . ? N2 C19 1.485(7) . ? N3 C10 1.357(7) . ? N3 C9 1.403(6) . ? N3 H3 0.8600 . ? N4 C30 1.315(7) . ? N4 C29 1.463(7) . ? N4 H4 0.8600 . ? N5 C31 1.369(7) . ? N5 C30 1.426(7) . ? N5 C43 1.483(7) . ? N6 C35 1.343(7) . ? N6 C34 1.406(7) . ? N6 H6 0.8600 . ? C1 C2 1.494(10) . ? C1 C17 1.496(11) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.526(10) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.497(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C18 1.506(8) . ? C4 H4A 0.9800 . ? C6 C7 1.488(7) . ? C7 C14 1.375(7) . ? C7 C8 1.381(7) . ? C8 C9 1.376(7) . ? C8 H8 0.9300 . ? C9 C16 1.391(7) . ? C11 C12 1.472(9) . ? C11 C25 1.476(10) . ? C11 C13 1.512(11) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.366(7) . ? C14 H14 0.9300 . ? C15 C16 1.370(7) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.523(9) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.439(9) . ? C19 C24 1.491(9) . ? C19 H19 0.9800 . ? C20 C21 1.571(12) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.406(16) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.470(16) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.503(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 C49 1.474(11) . ? C26 C27 1.500(12) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.535(11) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.461(9) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C50 1.483(8) . ? C29 H29 0.9800 . ? C31 C32 1.489(8) . ? C32 C40 1.381(7) . ? C32 C33 1.386(7) . ? C33 C34 1.375(7) . ? C33 H33 0.9300 . ? C34 C42 1.382(7) . ? C36 C37 1.500(8) . ? C36 C38 1.512(8) . ? C36 C39 1.525(8) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 C41 1.370(7) . ? C40 H40 0.9300 . ? C41 C42 1.377(7) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.485(9) . ? C43 C48 1.493(8) . ? C43 H43 0.9800 . ? C44 C45 1.545(10) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.513(13) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.466(14) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.494(10) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C50 1.501(9) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? 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 C10 O1 C11 119.5(6) . . ? C35 O5 C36 120.4(5) . . ? C5 N1 C4 122.7(5) . . ? C5 N1 H1 118.7 . . ? C4 N1 H1 118.7 . . ? C6 N2 C5 123.2(5) . . ? C6 N2 C19 120.8(5) . . ? C5 N2 C19 116.0(5) . . ? C10 N3 C9 124.5(5) . . ? C10 N3 H3 117.8 . . ? C9 N3 H3 117.8 . . ? C30 N4 C29 123.0(5) . . ? C30 N4 H4 118.5 . . ? C29 N4 H4 118.5 . . ? C31 N5 C30 122.2(5) . . ? C31 N5 C43 119.7(5) . . ? C30 N5 C43 118.1(5) . . ? C35 N6 C34 124.3(5) . . ? C35 N6 H6 117.9 . . ? C34 N6 H6 117.9 . . ? C2 C1 C17 110.3(7) . . ? C2 C1 H1A 109.6 . . ? C17 C1 H1A 109.6 . . ? C2 C1 H1B 109.6 . . ? C17 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? C1 C2 C3 110.5(7) . . ? C1 C2 H2A 109.6 . . ? C3 C2 H2A 109.6 . . ? C1 C2 H2B 109.6 . . ? C3 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? C4 C3 C2 111.0(7) . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? N1 C4 C3 110.7(5) . . ? N1 C4 C18 111.2(5) . . ? C3 C4 C18 110.7(5) . . ? N1 C4 H4A 108.1 . . ? C3 C4 H4A 108.1 . . ? C18 C4 H4A 108.1 . . ? O4 C5 N1 125.5(6) . . ? O4 C5 N2 120.2(7) . . ? N1 C5 N2 114.3(6) . . ? O3 C6 N2 121.9(6) . . ? O3 C6 C7 118.5(7) . . ? N2 C6 C7 119.6(6) . . ? C14 C7 C8 119.7(5) . . ? C14 C7 C6 116.4(7) . . ? C8 C7 C6 123.8(6) . . ? C9 C8 C7 120.8(5) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C16 118.9(5) . . ? C8 C9 N3 118.5(6) . . ? C16 C9 N3 122.6(6) . . ? O2 C10 O1 125.3(7) . . ? O2 C10 N3 124.6(7) . . ? O1 C10 N3 110.1(7) . . ? C12 C11 C25 113.7(8) . . ? C12 C11 O1 111.4(5) . . ? C25 C11 O1 109.2(6) . . ? C12 C11 C13 110.7(8) . . ? C25 C11 C13 109.9(8) . . ? O1 C11 C13 101.1(6) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C7 119.5(5) . . ? C15 C14 H14 120.2 . . ? C7 C14 H14 120.2 . . ? C14 C15 C16 121.4(5) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C15 C16 C9 119.6(5) . . ? C15 C16 H16 120.2 . . ? C9 C16 H16 120.2 . . ? C1 C17 C18 110.4(7) . . ? C1 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? C1 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C4 C18 C17 111.8(6) . . ? C4 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? C4 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 107.9 . . ? C20 C19 N2 114.4(6) . . ? C20 C19 C24 119.0(6) . . ? N2 C19 C24 111.5(6) . . ? C20 C19 H19 103.2 . . ? N2 C19 H19 103.2 . . ? C24 C19 H19 103.2 . . ? C19 C20 C21 112.1(8) . . ? C19 C20 H20A 109.2 . . ? C21 C20 H20A 109.2 . . ? C19 C20 H20B 109.2 . . ? C21 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C22 C21 C20 112.4(9) . . ? C22 C21 H21A 109.1 . . ? C20 C21 H21A 109.1 . . ? C22 C21 H21B 109.1 . . ? C20 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? C21 C22 C23 121.2(14) . . ? C21 C22 H22A 107.0 . . ? C23 C22 H22A 107.0 . . ? C21 C22 H22B 107.0 . . ? C23 C22 H22B 107.0 . . ? H22A C22 H22B 106.8 . . ? C22 C23 C24 110.8(9) . . ? C22 C23 H23A 109.5 . . ? C24 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? C19 C24 C23 114.3(7) . . ? C19 C24 H24A 108.7 . . ? C23 C24 H24A 108.7 . . ? C19 C24 H24B 108.7 . . ? C23 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? C11 C25 H25A 109.5 . . ? C11 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C11 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C49 C26 C27 109.1(8) . . ? C49 C26 H26A 109.9 . . ? C27 C26 H26A 109.9 . . ? C49 C26 H26B 109.9 . . ? C27 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? C26 C27 C28 111.2(8) . . ? C26 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? C26 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C27 111.2(7) . . ? C29 C28 H28A 109.4 . . ? C27 C28 H28A 109.4 . . ? C29 C28 H28B 109.4 . . ? C27 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C28 C29 N4 112.5(6) . . ? C28 C29 C50 112.6(6) . . ? N4 C29 C50 110.9(5) . . ? C28 C29 H29 106.8 . . ? N4 C29 H29 106.8 . . ? C50 C29 H29 106.8 . . ? O8 C30 N4 125.1(6) . . ? O8 C30 N5 120.5(7) . . ? N4 C30 N5 114.4(6) . . ? O7 C31 N5 120.9(6) . . ? O7 C31 C32 120.0(6) . . ? N5 C31 C32 119.0(6) . . ? C40 C32 C33 119.7(5) . . ? C40 C32 C31 118.0(6) . . ? C33 C32 C31 121.8(6) . . ? C34 C33 C32 120.6(5) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C42 119.4(6) . . ? C33 C34 N6 118.1(6) . . ? C42 C34 N6 122.5(6) . . ? O6 C35 N6 125.2(6) . . ? O6 C35 O5 125.5(6) . . ? N6 C35 O5 109.3(6) . . ? O5 C36 C37 110.2(5) . . ? O5 C36 C38 109.5(5) . . ? C37 C36 C38 112.6(6) . . ? O5 C36 C39 102.2(5) . . ? C37 C36 C39 110.6(6) . . ? C38 C36 C39 111.2(5) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C36 C38 H38A 109.5 . . ? C36 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C36 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C32 119.5(5) . . ? C41 C40 H40 120.2 . . ? C32 C40 H40 120.2 . . ? C40 C41 C42 120.9(5) . . ? C40 C41 H41 119.5 . . ? C42 C41 H41 119.5 . . ? C41 C42 C34 119.9(6) . . ? C41 C42 H42 120.0 . . ? C34 C42 H42 120.0 . . ? N5 C43 C44 112.4(5) . . ? N5 C43 C48 112.7(5) . . ? C44 C43 C48 112.0(6) . . ? N5 C43 H43 106.4 . . ? C44 C43 H43 106.4 . . ? C48 C43 H43 106.4 . . ? C43 C44 C45 111.0(7) . . ? C43 C44 H44A 109.4 . . ? C45 C44 H44A 109.4 . . ? C43 C44 H44B 109.4 . . ? C45 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? C46 C45 C44 110.9(7) . . ? C46 C45 H45A 109.5 . . ? C44 C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 108.1 . . ? C47 C46 C45 111.0(10) . . ? C47 C46 H46A 109.4 . . ? C45 C46 H46A 109.4 . . ? C47 C46 H46B 109.4 . . ? C45 C46 H46B 109.4 . . ? H46A C46 H46B 108.0 . . ? C46 C47 C48 112.5(9) . . ? C46 C47 H47A 109.1 . . ? C48 C47 H47A 109.1 . . ? C46 C47 H47B 109.1 . . ? C48 C47 H47B 109.1 . . ? H47A C47 H47B 107.8 . . ? C43 C48 C47 111.8(6) . . ? C43 C48 H48A 109.3 . . ? C47 C48 H48A 109.3 . . ? C43 C48 H48B 109.3 . . ? C47 C48 H48B 109.3 . . ? H48A C48 H48B 107.9 . . ? C26 C49 C50 111.6(7) . . ? C26 C49 H49A 109.3 . . ? C50 C49 H49A 109.3 . . ? C26 C49 H49B 109.3 . . ? C50 C49 H49B 109.3 . . ? H49A C49 H49B 108.0 . . ? C29 C50 C49 113.1(7) . . ? C29 C50 H50A 109.0 . . ? C49 C50 H50A 109.0 . . ? C29 C50 H50B 109.0 . . ? C49 C50 H50B 109.0 . . ? H50A C50 H50B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 17.60 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.273 _refine_diff_density_min -0.177 _refine_diff_density_rms 0.036