# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Bathori, Nikoletta' _publ_contact_author_email bathorin@cput.ac.za _publ_section_title ; Quininium mandelates - Systematic study of chiral discrimination in crystals of diastereomeric salts ; _publ_author_name N.L.C.Bathori # Attachment '- new merged_QUIN_MAND_CIF.txt' data_1 _database_code_depnum_ccdc_archive 'CCDC 795245' #TrackingRef '- new merged_QUIN_MAND_CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; quininium-(S)-mandelate ; _chemical_name_common quininium-(S)-mandelate _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N2 O5' _chemical_formula_weight 476.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 6.5538(19) _cell_length_b 12.554(3) _cell_length_c 31.974(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2630.7(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2853 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 25.70 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9637 _exptl_absorpt_correction_T_max 0.9677 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _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 9097 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.70 _reflns_number_total 2853 _reflns_number_gt 2263 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0709P)^2^+0.1396P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0083(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2853 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1261 _refine_ls_wR_factor_gt 0.1178 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _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 N1 N 0.3151(5) 0.3943(2) -0.00948(9) 0.0244(7) Uani 1 1 d . . . C2 C 0.1839(6) 0.3301(3) 0.00952(11) 0.0245(8) Uani 1 1 d . . . H2 H 0.0645 0.3101 -0.0054 0.029 Uiso 1 1 calc R . . C3 C 0.2094(6) 0.2897(3) 0.05004(11) 0.0235(8) Uani 1 1 d . . . H3 H 0.1095 0.2437 0.0618 0.028 Uiso 1 1 calc R . . C4 C 0.3804(5) 0.3172(3) 0.07278(10) 0.0195(7) Uani 1 1 d . . . C5 C 0.7011(6) 0.4276(3) 0.07543(10) 0.0210(8) Uani 1 1 d . . . H5 H 0.7298 0.4051 0.1032 0.025 Uiso 1 1 calc R . . C6 C 0.8313(5) 0.4963(3) 0.05539(10) 0.0218(8) Uani 1 1 d . . . C7 C 0.7947(6) 0.5284(3) 0.01361(11) 0.0276(8) Uani 1 1 d . . . H7 H 0.8887 0.5741 -0.0002 0.033 Uiso 1 1 calc R . . C8 C 0.6248(6) 0.4938(3) -0.00684(11) 0.0259(8) Uani 1 1 d . . . H8 H 0.6010 0.5164 -0.0348 0.031 Uiso 1 1 calc R . . C9 C 0.4178(5) 0.2666(3) 0.11551(10) 0.0183(7) Uani 1 1 d . . . H9 H 0.4817 0.3205 0.1345 0.022 Uiso 1 1 calc R . . C10 C 0.5676(5) 0.1726(3) 0.10921(9) 0.0180(7) Uani 1 1 d . . . H10 H 0.6669 0.1937 0.0870 0.022 Uiso 1 1 calc R . . N11 N 0.6878(4) 0.1484(2) 0.14835(8) 0.0184(6) Uani 1 1 d . . . C12 C 0.8403(5) 0.0629(3) 0.13851(11) 0.0227(8) Uani 1 1 d . . . H12D H 0.9382 0.0560 0.1619 0.027 Uiso 1 1 calc R . . H12E H 0.9177 0.0825 0.1131 0.027 Uiso 1 1 calc R . . C13 C 0.7308(6) -0.0448(3) 0.13143(11) 0.0246(8) Uani 1 1 d . . . H13 H 0.7512 -0.0894 0.1570 0.030 Uiso 1 1 calc R . . C14 C 0.5009(6) -0.0205(3) 0.12750(11) 0.0224(8) Uani 1 1 d . . . H14 H 0.4257 -0.0865 0.1192 0.027 Uiso 1 1 calc R . . C15 C 0.4644(6) 0.0675(3) 0.09505(10) 0.0217(8) Uani 1 1 d . . . H15D H 0.3160 0.0792 0.0916 0.026 Uiso 1 1 calc R . . H15E H 0.5210 0.0452 0.0677 0.026 Uiso 1 1 calc R . . C16 C 0.4259(6) 0.0177(3) 0.17052(10) 0.0232(8) Uani 1 1 d . . . H16E H 0.2805 0.0387 0.1688 0.028 Uiso 1 1 calc R . . H16D H 0.4384 -0.0407 0.1912 0.028 Uiso 1 1 calc R . . C17 C 0.5554(6) 0.1130(3) 0.18423(10) 0.0217(8) Uani 1 1 d . . . H17D H 0.4655 0.1723 0.1930 0.026 Uiso 1 1 calc R . . H17E H 0.6420 0.0927 0.2083 0.026 Uiso 1 1 calc R . . C18 C 0.8177(7) -0.1040(3) 0.09507(13) 0.0340(9) Uani 1 1 d . . . H18 H 0.8007 -0.0732 0.0681 0.041 Uiso 1 1 calc R . . C19 C 0.9166(10) -0.1957(4) 0.09726(18) 0.0680(17) Uani 1 1 d . . . H20D H 0.9370 -0.2292 0.1236 0.082 Uiso 1 1 calc R . . H21E H 0.9673 -0.2282 0.0725 0.082 Uiso 1 1 calc R . . C20 C 0.4826(5) 0.4246(3) 0.01271(10) 0.0218(8) Uani 1 1 d . . . C21 C 0.5227(5) 0.3899(3) 0.05456(10) 0.0191(7) Uani 1 1 d . . . O22 O 1.0060(4) 0.5386(2) 0.07179(7) 0.0276(6) Uani 1 1 d . . . C23 C 1.0506(6) 0.5142(3) 0.11463(10) 0.0289(9) Uani 1 1 d . . . H23F H 1.0504 0.4367 0.1185 0.043 Uiso 1 1 calc R . . H23D H 0.9468 0.5464 0.1327 0.043 Uiso 1 1 calc R . . H23E H 1.1852 0.5427 0.1219 0.043 Uiso 1 1 calc R . . O24 O 0.2330(4) 0.22980(19) 0.13373(7) 0.0221(6) Uani 1 1 d . . . H24 H 0.175(8) 0.290(4) 0.1532(15) 0.059(14) Uiso 1 1 d . . . O31 O 1.1484(4) 0.3638(2) 0.19643(7) 0.0271(6) Uani 1 1 d . . . C32 C 0.9608(5) 0.3685(3) 0.20307(10) 0.0211(8) Uani 1 1 d . . . O33 O 0.8209(4) 0.3268(2) 0.18196(8) 0.0309(6) Uani 1 1 d . . . C34 C 0.8943(6) 0.4355(3) 0.24149(11) 0.0234(8) Uani 1 1 d . . . H34 H 0.8118 0.3888 0.2604 0.028 Uiso 1 1 calc R . . O35 O 1.0683(4) 0.4702(2) 0.26376(8) 0.0309(6) Uani 1 1 d . . . H35 H 1.1740 0.4476 0.2519 0.037 Uiso 1 1 calc R . . C36 C 0.7607(6) 0.5285(3) 0.22771(10) 0.0229(8) Uani 1 1 d . . . C37 C 0.8324(6) 0.6334(3) 0.22878(11) 0.0273(8) Uani 1 1 d . . . H37 H 0.9655 0.6479 0.2391 0.033 Uiso 1 1 calc R . . C38 C 0.7103(7) 0.7163(3) 0.21484(12) 0.0361(10) Uani 1 1 d . . . H38 H 0.7603 0.7873 0.2155 0.043 Uiso 1 1 calc R . . H11 H 0.7616 0.2194 0.1552 0.042(12) Uiso 1 1 d R . . C39 C 0.5153(7) 0.6960(3) 0.19988(12) 0.0368(10) Uani 1 1 d . . . H39 H 0.4327 0.7529 0.1901 0.044 Uiso 1 1 calc R . . C40 C 0.4417(7) 0.5932(3) 0.19930(11) 0.0318(9) Uani 1 1 d . . . H40 H 0.3076 0.5796 0.1893 0.038 Uiso 1 1 calc R . . C41 C 0.5620(6) 0.5096(3) 0.21315(10) 0.0254(8) Uani 1 1 d . . . H41 H 0.5096 0.4390 0.2128 0.030 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 N1 0.0251(16) 0.0296(16) 0.0185(14) 0.0010(12) -0.0049(14) 0.0029(14) C2 0.0244(19) 0.0266(18) 0.0225(17) -0.0008(15) -0.0027(16) 0.0021(16) C3 0.025(2) 0.0230(18) 0.0227(17) -0.0005(14) 0.0025(16) 0.0028(16) C4 0.0197(18) 0.0198(17) 0.0191(16) -0.0026(14) -0.0005(14) 0.0080(15) C5 0.026(2) 0.0195(17) 0.0171(16) 0.0005(14) -0.0009(16) 0.0020(16) C6 0.0217(19) 0.0225(18) 0.0212(17) -0.0009(14) -0.0007(15) 0.0022(16) C7 0.030(2) 0.0290(19) 0.0239(19) 0.0074(16) 0.0049(17) 0.0010(17) C8 0.029(2) 0.0289(19) 0.0201(18) 0.0061(15) -0.0014(16) 0.0037(17) C9 0.0171(17) 0.0204(16) 0.0175(17) -0.0011(13) 0.0018(15) -0.0001(14) C10 0.0190(18) 0.0224(16) 0.0127(16) 0.0034(13) -0.0011(14) 0.0007(15) N11 0.0172(15) 0.0231(15) 0.0149(13) 0.0027(11) -0.0006(12) -0.0002(13) C12 0.0185(18) 0.0240(18) 0.0257(19) 0.0047(15) -0.0015(15) 0.0040(15) C13 0.029(2) 0.0223(17) 0.0228(18) 0.0055(14) 0.0055(16) 0.0039(16) C14 0.0267(19) 0.0202(17) 0.0202(17) 0.0007(14) 0.0007(15) -0.0014(16) C15 0.0228(18) 0.0231(17) 0.0193(17) -0.0019(14) 0.0004(15) 0.0000(16) C16 0.0216(18) 0.0257(18) 0.0224(18) 0.0032(14) 0.0040(16) -0.0006(16) C17 0.0242(19) 0.0288(19) 0.0120(16) 0.0028(13) 0.0011(15) 0.0002(17) C18 0.040(2) 0.027(2) 0.036(2) 0.0011(16) 0.010(2) 0.0030(19) C19 0.089(4) 0.042(3) 0.073(4) 0.009(2) 0.040(3) 0.027(3) C20 0.0216(19) 0.0257(17) 0.0180(17) -0.0016(14) 0.0018(15) 0.0038(16) C21 0.0220(18) 0.0215(17) 0.0138(16) 0.0004(13) -0.0007(14) 0.0061(15) O22 0.0264(14) 0.0347(14) 0.0217(12) 0.0040(11) -0.0033(11) -0.0055(12) C23 0.029(2) 0.038(2) 0.0201(18) 0.0001(16) -0.0050(17) -0.0035(18) O24 0.0193(12) 0.0263(12) 0.0205(12) -0.0019(10) 0.0037(11) 0.0025(11) O31 0.0201(13) 0.0375(15) 0.0236(13) -0.0055(11) 0.0011(11) 0.0029(12) C32 0.023(2) 0.0195(16) 0.0204(17) 0.0013(14) -0.0006(16) -0.0019(16) O33 0.0250(13) 0.0334(14) 0.0344(14) -0.0134(12) -0.0005(12) -0.0043(13) C34 0.0256(19) 0.0275(19) 0.0172(17) -0.0033(14) 0.0039(15) -0.0033(16) O35 0.0270(15) 0.0395(15) 0.0264(14) -0.0103(12) -0.0062(12) 0.0036(13) C36 0.030(2) 0.0240(18) 0.0148(16) -0.0065(14) 0.0079(15) -0.0008(17) C37 0.031(2) 0.0286(19) 0.0222(18) -0.0015(16) 0.0005(17) -0.0081(18) C38 0.054(3) 0.0253(19) 0.029(2) 0.0029(16) 0.001(2) -0.004(2) C39 0.053(3) 0.032(2) 0.025(2) 0.0035(16) -0.003(2) 0.010(2) C40 0.034(2) 0.037(2) 0.024(2) -0.0041(16) -0.0016(18) 0.0002(19) C41 0.029(2) 0.0274(19) 0.0194(17) -0.0042(14) 0.0029(16) -0.0002(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.326(5) . ? N1 C20 1.361(4) . ? C2 C3 1.401(5) . ? C2 H2 0.9500 . ? C3 C4 1.380(5) . ? C3 H3 0.9500 . ? C4 C21 1.429(5) . ? C4 C9 1.526(5) . ? C5 C6 1.372(5) . ? C5 C21 1.427(5) . ? C5 H5 0.9500 . ? C6 O22 1.367(4) . ? C6 C7 1.416(5) . ? C7 C8 1.363(5) . ? C7 H7 0.9500 . ? C8 C20 1.419(5) . ? C8 H8 0.9500 . ? C9 O24 1.421(4) . ? C9 C10 1.549(5) . ? C9 H9 1.0000 . ? C10 N11 1.510(4) . ? C10 C15 1.549(5) . ? C10 H10 1.0000 . ? N11 C12 1.500(4) . ? N11 C17 1.505(4) . ? N11 H11 1.0369 . ? C12 C13 1.547(5) . ? C12 H12D 0.9900 . ? C12 H12E 0.9900 . ? C13 C18 1.492(5) . ? C13 C14 1.543(5) . ? C13 H13 1.0000 . ? C14 C15 1.535(5) . ? C14 C16 1.537(5) . ? C14 H14 1.0000 . ? C15 H15D 0.9900 . ? C15 H15E 0.9900 . ? C16 C17 1.532(5) . ? C16 H16E 0.9900 . ? C16 H16D 0.9900 . ? C17 H17D 0.9900 . ? C17 H17E 0.9900 . ? C18 C19 1.324(6) . ? C18 H18 0.9500 . ? C19 H20D 0.9500 . ? C19 H21E 0.9500 . ? C20 C21 1.432(4) . ? O22 C23 1.434(4) . ? C23 H23F 0.9800 . ? C23 H23D 0.9800 . ? C23 H23E 0.9800 . ? O24 H24 1.05(5) . ? O31 C32 1.249(4) . ? C32 O33 1.254(4) . ? C32 C34 1.551(5) . ? C34 O35 1.413(4) . ? C34 C36 1.524(5) . ? C34 H34 1.0000 . ? O35 H35 0.8400 . ? C36 C37 1.399(5) . ? C36 C41 1.403(5) . ? C37 C38 1.387(5) . ? C37 H37 0.9500 . ? C38 C39 1.388(6) . ? C38 H38 0.9500 . ? C39 C40 1.378(6) . ? C39 H39 0.9500 . ? C40 C41 1.386(5) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? 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 N1 C20 117.0(3) . . ? N1 C2 C3 124.5(3) . . ? N1 C2 H2 117.8 . . ? C3 C2 H2 117.8 . . ? C4 C3 C2 119.6(4) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C21 118.4(3) . . ? C3 C4 C9 119.8(3) . . ? C21 C4 C9 121.7(3) . . ? C6 C5 C21 120.0(3) . . ? C6 C5 H5 120.0 . . ? C21 C5 H5 120.0 . . ? O22 C6 C5 125.9(3) . . ? O22 C6 C7 113.1(3) . . ? C5 C6 C7 121.0(3) . . ? C8 C7 C6 120.0(3) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C20 121.4(3) . . ? C7 C8 H8 119.3 . . ? C20 C8 H8 119.3 . . ? O24 C9 C4 111.5(3) . . ? O24 C9 C10 110.2(3) . . ? C4 C9 C10 107.6(3) . . ? O24 C9 H9 109.2 . . ? C4 C9 H9 109.2 . . ? C10 C9 H9 109.2 . . ? N11 C10 C15 107.4(3) . . ? N11 C10 C9 112.1(2) . . ? C15 C10 C9 114.2(3) . . ? N11 C10 H10 107.6 . . ? C15 C10 H10 107.6 . . ? C9 C10 H10 107.6 . . ? C12 N11 C17 109.4(3) . . ? C12 N11 C10 108.5(2) . . ? C17 N11 C10 113.0(3) . . ? C12 N11 H11 110.4 . . ? C17 N11 H11 111.2 . . ? C10 N11 H11 104.2 . . ? N11 C12 C13 110.3(3) . . ? N11 C12 H12D 109.6 . . ? C13 C12 H12D 109.6 . . ? N11 C12 H12E 109.6 . . ? C13 C12 H12E 109.6 . . ? H12D C12 H12E 108.1 . . ? C18 C13 C14 114.1(3) . . ? C18 C13 C12 111.8(3) . . ? C14 C13 C12 107.0(3) . . ? C18 C13 H13 107.9 . . ? C14 C13 H13 107.9 . . ? C12 C13 H13 107.9 . . ? C15 C14 C16 109.3(3) . . ? C15 C14 C13 110.5(3) . . ? C16 C14 C13 107.5(3) . . ? C15 C14 H14 109.8 . . ? C16 C14 H14 109.8 . . ? C13 C14 H14 109.8 . . ? C14 C15 C10 110.3(3) . . ? C14 C15 H15D 109.6 . . ? C10 C15 H15D 109.6 . . ? C14 C15 H15E 109.6 . . ? C10 C15 H15E 109.6 . . ? H15D C15 H15E 108.1 . . ? C17 C16 C14 108.8(3) . . ? C17 C16 H16E 109.9 . . ? C14 C16 H16E 109.9 . . ? C17 C16 H16D 109.9 . . ? C14 C16 H16D 109.9 . . ? H16E C16 H16D 108.3 . . ? N11 C17 C16 109.4(3) . . ? N11 C17 H17D 109.8 . . ? C16 C17 H17D 109.8 . . ? N11 C17 H17E 109.8 . . ? C16 C17 H17E 109.8 . . ? H17D C17 H17E 108.2 . . ? C19 C18 C13 125.4(4) . . ? C19 C18 H18 117.3 . . ? C13 C18 H18 117.3 . . ? C18 C19 H20D 120.0 . . ? C18 C19 H21E 120.0 . . ? H20D C19 H21E 120.0 . . ? N1 C20 C8 118.1(3) . . ? N1 C20 C21 123.4(3) . . ? C8 C20 C21 118.5(3) . . ? C5 C21 C4 123.8(3) . . ? C5 C21 C20 119.1(3) . . ? C4 C21 C20 117.1(3) . . ? C6 O22 C23 117.0(3) . . ? O22 C23 H23F 109.5 . . ? O22 C23 H23D 109.5 . . ? H23F C23 H23D 109.5 . . ? O22 C23 H23E 109.5 . . ? H23F C23 H23E 109.5 . . ? H23D C23 H23E 109.5 . . ? C9 O24 H24 108(3) . . ? O31 C32 O33 127.5(3) . . ? O31 C32 C34 115.9(3) . . ? O33 C32 C34 116.6(3) . . ? O35 C34 C36 111.9(3) . . ? O35 C34 C32 109.8(3) . . ? C36 C34 C32 110.3(3) . . ? O35 C34 H34 108.2 . . ? C36 C34 H34 108.2 . . ? C32 C34 H34 108.2 . . ? C34 O35 H35 109.5 . . ? C37 C36 C41 118.6(3) . . ? C37 C36 C34 121.4(3) . . ? C41 C36 C34 120.0(3) . . ? C38 C37 C36 120.3(4) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C37 C38 C39 120.3(4) . . ? C37 C38 H38 119.9 . . ? C39 C38 H38 119.9 . . ? C40 C39 C38 119.9(4) . . ? C40 C39 H39 120.0 . . ? C38 C39 H39 120.0 . . ? C39 C40 C41 120.4(4) . . ? C39 C40 H40 119.8 . . ? C41 C40 H40 119.8 . . ? C40 C41 C36 120.4(4) . . ? C40 C41 H41 119.8 . . ? C36 C41 H41 119.8 . . ? 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 C6 O22 C23 -4.1(5) . . . . ? C3 C4 C9 O24 -23.6(4) . . . . ? N11 C10 C9 O24 -84.0(3) . . . . ? C14 C13 C18 C19 -124.2(5) . . . . ? C37 C36 C34 C32 -108.5(4) . . . . ? O31 C32 C34 O35 -5.5(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11 H11 O33 1.04 1.64 2.632(4) 157.6 . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.70 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.871 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.058 data_2 _database_code_depnum_ccdc_archive 'CCDC 795246' #TrackingRef '- new merged_QUIN_MAND_CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N2 O5' _chemical_formula_weight 476.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.4121(14) _cell_length_b 18.574(3) _cell_length_c 19.070(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.635(3) _cell_angle_gamma 90.00 _cell_volume 3598.6(8) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7610 _cell_measurement_theta_min 2.00 _cell_measurement_theta_max 26.43 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1524 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9910 _exptl_absorpt_correction_T_max 0.9910 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _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 19770 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.43 _reflns_number_total 7610 _reflns_number_gt 7121 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0812P)^2^+2.0438P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7610 _refine_ls_number_parameters 988 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1270 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 1.466 _refine_ls_shift/su_mean 0.002 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 N1A N -0.3654(3) 0.05808(18) 0.43178(16) 0.0299(6) Uani 1 1 d . . . C2A C -0.3441(3) 0.0764(2) 0.36904(19) 0.0295(7) Uani 1 1 d . . . H2A H -0.4178 0.0904 0.3328 0.035 Uiso 1 1 calc R . . C3A C -0.2199(3) 0.07671(18) 0.35153(17) 0.0246(7) Uani 1 1 d . . . H3A H -0.2108 0.0929 0.3056 0.030 Uiso 1 1 calc R . . C4A C -0.1122(3) 0.05354(17) 0.40118(16) 0.0203(6) Uani 1 1 d . . . C5A C -0.0293(3) -0.00418(18) 0.52188(16) 0.0229(6) Uani 1 1 d . . . H5A H 0.0564 -0.0102 0.5131 0.027 Uiso 1 1 calc R . . C6A C -0.0564(3) -0.0274(2) 0.58564(17) 0.0288(7) Uani 1 1 d . . . C7A C -0.1809(4) -0.0136(2) 0.60167(18) 0.0327(8) Uani 1 1 d . . . H7A H -0.1956 -0.0252 0.6478 0.039 Uiso 1 1 calc R . . C8A C -0.2790(3) 0.0162(2) 0.5515(2) 0.0310(8) Uani 1 1 d . . . H8A H -0.3625 0.0242 0.5624 0.037 Uiso 1 1 calc R . . C9A C 0.0231(3) 0.05497(17) 0.38225(15) 0.0182(6) Uani 1 1 d . . . H9A H 0.0715 0.0096 0.3995 0.022 Uiso 1 1 calc R . . C10A C 0.1000(3) 0.11994(16) 0.42024(16) 0.0182(6) Uani 1 1 d . . . H10A H 0.0865 0.1214 0.4706 0.022 Uiso 1 1 calc R . . N11A N 0.2458(2) 0.11230(15) 0.42415(14) 0.0204(5) Uani 1 1 d . . . H11A H 0.270(4) 0.072(3) 0.451(2) 0.036(11) Uiso 1 1 d . . . C12A C 0.3164(3) 0.17227(19) 0.46881(19) 0.0282(7) Uani 1 1 d . . . H12F H 0.4124 0.1630 0.4802 0.034 Uiso 1 1 calc R . . H12G H 0.2865 0.1759 0.5145 0.034 Uiso 1 1 calc R . . C13A C 0.2864(4) 0.2432(2) 0.4259(3) 0.0484(11) Uani 1 1 d . . . H13A H 0.3658 0.2551 0.4066 0.058 Uiso 1 1 calc R . . C14A C 0.1730(4) 0.2288(2) 0.3611(2) 0.0447(11) Uani 1 1 d . . . H14A H 0.1441 0.2751 0.3358 0.054 Uiso 1 1 calc R . . C15A C 0.0552(3) 0.19303(18) 0.38457(18) 0.0247(6) Uani 1 1 d . . . H15G H -0.0179 0.1856 0.3422 0.030 Uiso 1 1 calc R . . H15F H 0.0233 0.2246 0.4190 0.030 Uiso 1 1 calc R . . C16A C 0.2254(4) 0.1783(3) 0.3106(2) 0.0489(12) Uani 1 1 d . . . H16G H 0.1532 0.1643 0.2699 0.059 Uiso 1 1 calc R . . H16F H 0.2944 0.2029 0.2911 0.059 Uiso 1 1 calc R . . C17A C 0.2818(3) 0.1121(3) 0.35215(19) 0.0377(9) Uani 1 1 d . . . H17G H 0.2465 0.0683 0.3252 0.045 Uiso 1 1 calc R . . H17F H 0.3788 0.1119 0.3586 0.045 Uiso 1 1 calc R . . C18A C 0.2584(5) 0.3056(3) 0.4662(3) 0.0583(13) Uani 1 1 d . . . H23C H 0.2581 0.3508 0.4429 0.070 Uiso 1 1 calc R . . C19A C 0.2338(7) 0.3072(5) 0.5301(3) 0.090(2) Uani 1 1 d . . . H24E H 0.2326 0.2638 0.5562 0.107 Uiso 1 1 calc R . . H24F H 0.2169 0.3519 0.5506 0.107 Uiso 1 1 calc R . . C20A C -0.2585(3) 0.03555(19) 0.48298(18) 0.0257(7) Uani 1 1 d . . . C21A C -0.1300(3) 0.02884(17) 0.46917(17) 0.0220(6) Uani 1 1 d . . . O22A O 0.0264(3) -0.06509(16) 0.63711(13) 0.0368(6) Uani 1 1 d . . . C23A C 0.1445(4) -0.0904(3) 0.6201(2) 0.0474(11) Uani 1 1 d . . . H23G H 0.1995 -0.0493 0.6132 0.071 Uiso 1 1 calc R . . H23H H 0.1233 -0.1189 0.5758 0.071 Uiso 1 1 calc R . . H23F H 0.1923 -0.1205 0.6595 0.071 Uiso 1 1 calc R . . O24A O 0.0101(2) 0.06120(12) 0.30724(11) 0.0221(4) Uani 1 1 d . . . H24A H 0.0175 0.0203 0.2897 0.027 Uiso 1 1 calc R . . O31A O 0.3092(3) 0.01794(16) 0.52916(14) 0.0387(6) Uani 1 1 d . . . C32A C 0.3917(3) -0.03225(19) 0.5466(2) 0.0291(7) Uani 1 1 d . . . O33A O 0.4436(3) -0.04838(19) 0.60833(14) 0.0457(7) Uani 1 1 d . . . C34A C 0.4224(3) -0.0774(2) 0.4844(2) 0.0373(9) Uani 1 1 d . . . H34A H 0.5154 -0.0947 0.4978 0.045 Uiso 1 1 calc R . . O35A O 0.4045(3) -0.03436(17) 0.41974(14) 0.0395(6) Uani 1 1 d . . . H35A H 0.4700 -0.0073 0.4221 0.047 Uiso 1 1 calc R . . C36A C 0.3288(3) -0.1424(2) 0.4730(2) 0.0337(8) Uani 1 1 d . . . C37A C 0.3491(4) -0.1990(3) 0.5193(2) 0.0434(10) Uani 1 1 d . . . H37A H 0.4250 -0.1996 0.5574 0.052 Uiso 1 1 calc R . . C38A C 0.2605(5) -0.2560(3) 0.5118(2) 0.0532(12) Uani 1 1 d . . . H38A H 0.2756 -0.2950 0.5448 0.064 Uiso 1 1 calc R . . C39A C 0.1507(5) -0.2558(3) 0.4563(2) 0.0534(12) Uani 1 1 d . . . H39A H 0.0896 -0.2944 0.4512 0.064 Uiso 1 1 calc R . . C40A C 0.1300(4) -0.1993(2) 0.4084(2) 0.0421(9) Uani 1 1 d . . . H40A H 0.0549 -0.1995 0.3697 0.051 Uiso 1 1 calc R . . C41A C 0.2183(3) -0.1419(2) 0.4160(2) 0.0325(8) Uani 1 1 d . . . H41A H 0.2035 -0.1029 0.3829 0.039 Uiso 1 1 calc R . . N1B N -0.0891(3) 0.09633(17) 0.76011(17) 0.0324(7) Uani 1 1 d . . . C2B C -0.0593(3) 0.1342(2) 0.7082(2) 0.0317(8) Uani 1 1 d . . . H2B H -0.1238 0.1664 0.6828 0.038 Uiso 1 1 calc R . . C3B C 0.0619(3) 0.13047(19) 0.68745(18) 0.0270(7) Uani 1 1 d . . . H3B H 0.0770 0.1593 0.6489 0.032 Uiso 1 1 calc R . . C4B C 0.1579(3) 0.08533(18) 0.72273(17) 0.0218(6) Uani 1 1 d . . . C5B C 0.2229(3) -0.00722(18) 0.82069(16) 0.0220(6) Uani 1 1 d . . . H5B H 0.3080 -0.0126 0.8109 0.026 Uiso 1 1 calc R . . C6B C 0.1878(3) -0.04758(19) 0.87375(17) 0.0259(7) Uani 1 1 d . . . C7B C 0.0606(3) -0.0394(2) 0.88928(19) 0.0323(8) Uani 1 1 d . . . H7B H 0.0374 -0.0671 0.9265 0.039 Uiso 1 1 calc R . . C8B C -0.0264(3) 0.0072(2) 0.85169(19) 0.0318(8) Uani 1 1 d . . . H8B H -0.1109 0.0116 0.8625 0.038 Uiso 1 1 calc R . . C9B C 0.2896(3) 0.08254(17) 0.70008(16) 0.0197(6) Uani 1 1 d . . . H9B H 0.3237 0.0320 0.7039 0.024 Uiso 1 1 calc R . . C10B C 0.3869(3) 0.13155(17) 0.75015(16) 0.0191(6) Uani 1 1 d . . . H10B H 0.3742 0.1240 0.8001 0.023 Uiso 1 1 calc R . . N11B N 0.5282(2) 0.11263(16) 0.74972(14) 0.0200(5) Uani 1 1 d . . . H11B H 0.531(3) 0.069(2) 0.7573(19) 0.015(9) Uiso 1 1 d . . . C12B C 0.6179(3) 0.14917(18) 0.81200(18) 0.0239(7) Uani 1 1 d . . . H12J H 0.7106 0.1374 0.8119 0.029 Uiso 1 1 calc R . . H12I H 0.5989 0.1316 0.8577 0.029 Uiso 1 1 calc R . . C13B C 0.5976(3) 0.23127(18) 0.80637(18) 0.0241(6) Uani 1 1 d . . . H13B H 0.6842 0.2542 0.8058 0.029 Uiso 1 1 calc R . . C14B C 0.5025(3) 0.24709(18) 0.73400(17) 0.0239(6) Uani 1 1 d . . . H14B H 0.4919 0.3003 0.7272 0.029 Uiso 1 1 calc R . . C15B C 0.3682(3) 0.21268(17) 0.73280(17) 0.0230(6) Uani 1 1 d . . . H15J H 0.3097 0.2191 0.6848 0.028 Uiso 1 1 calc R . . H15I H 0.3268 0.2364 0.7688 0.028 Uiso 1 1 calc R . . C16B C 0.5594(3) 0.2152(2) 0.67332(18) 0.0284(7) Uani 1 1 d . . . H16J H 0.6481 0.2354 0.6752 0.034 Uiso 1 1 calc R . . H16I H 0.5023 0.2278 0.6263 0.034 Uiso 1 1 calc R . . C17B C 0.5683(3) 0.13292(19) 0.68161(18) 0.0252(7) Uani 1 1 d . . . H17I H 0.5094 0.1095 0.6401 0.030 Uiso 1 1 calc R . . H17J H 0.6595 0.1167 0.6834 0.030 Uiso 1 1 calc R . . C18B C 0.5489(4) 0.2614(2) 0.86875(19) 0.0319(7) Uani 1 1 d . . . H18B H 0.4803 0.2359 0.8837 0.038 Uiso 1 1 calc R . . C19B C 0.5931(5) 0.3196(2) 0.9043(2) 0.0419(9) Uani 1 1 d . . . H19J H 0.6617 0.3466 0.8911 0.050 Uiso 1 1 calc R . . H19I H 0.5568 0.3351 0.9433 0.050 Uiso 1 1 calc R . . C20B C 0.0049(3) 0.05005(19) 0.79621(18) 0.0264(7) Uani 1 1 d . . . C21B C 0.1325(3) 0.04270(18) 0.78021(16) 0.0221(6) Uani 1 1 d . . . O22B O 0.2639(2) -0.09761(15) 0.91538(13) 0.0313(5) Uani 1 1 d . . . C23B C 0.3874(3) -0.1137(2) 0.89737(19) 0.0326(8) Uani 1 1 d . . . H23J H 0.4424 -0.0703 0.9032 0.049 Uiso 1 1 calc R . . H23K H 0.3720 -0.1301 0.8474 0.049 Uiso 1 1 calc R . . H23I H 0.4323 -0.1517 0.9292 0.049 Uiso 1 1 calc R . . O24B O 0.2734(2) 0.10698(15) 0.62824(12) 0.0289(5) Uani 1 1 d . . . H24B H 0.2903 0.0732 0.6023 0.035 Uiso 1 1 calc R . . O31B O 0.5422(2) -0.02297(13) 0.78967(14) 0.0303(5) Uani 1 1 d . . . C32B C 0.6341(3) -0.06349(16) 0.81918(17) 0.0207(6) Uani 1 1 d . . . O33B O 0.6911(2) -0.06363(13) 0.88399(12) 0.0273(5) Uani 1 1 d . . . C34B C 0.6784(3) -0.12160(19) 0.77141(17) 0.0258(7) Uani 1 1 d . . . H34B H 0.7728 -0.1330 0.7925 0.031 Uiso 1 1 calc R . . O35B O 0.6696(3) -0.0990(2) 0.70099(15) 0.0488(7) Uani 1 1 d . . . H35B H 0.5984 -0.0768 0.6865 0.059 Uiso 1 1 calc R . . C36B C 0.5988(3) -0.18885(18) 0.77642(17) 0.0236(6) Uani 1 1 d . . . C37B C 0.6426(4) -0.2395(2) 0.82992(17) 0.0291(7) Uani 1 1 d . . . H37B H 0.727(4) -0.227(2) 0.861(2) 0.026(9) Uiso 1 1 d . . . C38B C 0.5707(5) -0.3008(2) 0.8345(2) 0.0381(9) Uani 1 1 d . . . H38B H 0.609(4) -0.336(3) 0.876(2) 0.042(12) Uiso 1 1 d . . . C39B C 0.4537(4) -0.3134(2) 0.7854(2) 0.0373(9) Uani 1 1 d . . . H39B H 0.403(5) -0.362(3) 0.787(2) 0.045(12) Uiso 1 1 d . . . C40B C 0.4087(4) -0.2633(2) 0.7319(2) 0.0358(8) Uani 1 1 d . . . H40B H 0.332(5) -0.272(3) 0.697(3) 0.047(13) Uiso 1 1 d . . . C41B C 0.4800(3) -0.20092(19) 0.72748(18) 0.0274(7) Uani 1 1 d . . . H41B H 0.445(3) -0.165(2) 0.6916(19) 0.015(8) Uiso 1 1 d . . . N1C N 0.2662(3) 0.04327(16) 1.07447(15) 0.0263(6) Uani 1 1 d . . . C2C C 0.2943(3) 0.06383(19) 1.01382(18) 0.0259(7) Uani 1 1 d . . . H2C H 0.2238 0.0808 0.9771 0.031 Uiso 1 1 calc R . . C3C C 0.4207(3) 0.06277(17) 0.99889(16) 0.0226(6) Uani 1 1 d . . . H3C H 0.4339 0.0800 0.9541 0.027 Uiso 1 1 calc R . . C4C C 0.5254(3) 0.03654(16) 1.04957(16) 0.0191(6) Uani 1 1 d . . . C5C C 0.5965(3) -0.02305(16) 1.17007(16) 0.0195(6) Uani 1 1 d . . . H5C H 0.6842 -0.0280 1.1641 0.023 Uiso 1 1 calc R . . C6C C 0.5622(3) -0.04741(17) 1.23160(17) 0.0228(6) Uani 1 1 d . . . C7C C 0.4334(3) -0.03806(19) 1.24282(17) 0.0254(7) Uani 1 1 d . . . H7C H 0.4128 -0.0535 1.2866 0.031 Uiso 1 1 calc R . . C8C C 0.3396(3) -0.00725(18) 1.19144(18) 0.0253(7) Uani 1 1 d . . . H8C H 0.2534 -0.0011 1.1995 0.030 Uiso 1 1 calc R . . C9C C 0.6623(3) 0.03647(16) 1.03311(15) 0.0178(6) Uani 1 1 d . . . H9C H 0.7053 -0.0112 1.0468 0.021 Uiso 1 1 calc R . . C10C C 0.7458(3) 0.09672(16) 1.07719(16) 0.0180(6) Uani 1 1 d . . . H10C H 0.7327 0.0936 1.1275 0.022 Uiso 1 1 calc R . . N11C N 0.8908(2) 0.08641(16) 1.08020(14) 0.0215(5) Uani 1 1 d . . . H11C H 0.913(4) 0.046(3) 1.094(2) 0.027(10) Uiso 1 1 d . . . C12C C 0.9692(3) 0.13428(18) 1.13718(17) 0.0234(6) Uani 1 1 d . . . H12L H 1.0643 0.1278 1.1390 0.028 Uiso 1 1 calc R . . H12K H 0.9526 0.1207 1.1846 0.028 Uiso 1 1 calc R . . C13C C 0.9310(3) 0.21403(19) 1.12115(18) 0.0276(7) Uani 1 1 d . . . H13C H 1.0120 0.2407 1.1164 0.033 Uiso 1 1 calc R . . C14C C 0.8327(3) 0.21650(19) 1.04751(18) 0.0269(7) Uani 1 1 d . . . H17A H 0.8088 0.2676 1.0341 0.032 Uiso 1 1 calc R . . C15C C 0.7081(3) 0.17332(17) 1.04995(17) 0.0217(6) Uani 1 1 d . . . H15K H 0.6503 0.1711 1.0013 0.026 Uiso 1 1 calc R . . H15L H 0.6590 0.1974 1.0823 0.026 Uiso 1 1 calc R . . C16C C 0.8982(4) 0.1826(2) 0.99158(19) 0.0353(8) Uani 1 1 d . . . H16L H 0.9804 0.2088 0.9902 0.042 Uiso 1 1 calc R . . H16K H 0.8388 0.1861 0.9435 0.042 Uiso 1 1 calc R . . C17C C 0.9298(3) 0.1025(2) 1.01052(18) 0.0313(8) Uani 1 1 d . . . H17K H 0.8805 0.0711 0.9719 0.038 Uiso 1 1 calc R . . H17L H 1.0251 0.0934 1.0154 0.038 Uiso 1 1 calc R . . C18C C 0.8798(4) 0.2480(2) 1.18096(19) 0.0365(8) Uani 1 1 d . . . H18C H 0.8041 0.2273 1.1930 0.044 Uiso 1 1 calc R . . C19C C 0.9324(5) 0.3041(3) 1.2175(3) 0.0551(13) Uani 1 1 d . . . H19L H 1.0082 0.3261 1.2068 0.066 Uiso 1 1 calc R . . H19K H 0.8948 0.3229 1.2548 0.066 Uiso 1 1 calc R . . C20C C 0.3681(3) 0.01618(17) 1.12535(17) 0.0221(6) Uani 1 1 d . . . C21C C 0.4991(3) 0.00964(16) 1.11561(16) 0.0204(6) Uani 1 1 d . . . O22C O 0.6443(2) -0.08344(14) 1.28598(12) 0.0282(5) Uani 1 1 d . . . C23C C 0.7729(3) -0.0985(2) 1.27616(19) 0.0316(7) Uani 1 1 d . . . H23M H 0.8169 -0.0533 1.2689 0.047 Uiso 1 1 calc R . . H23N H 0.7672 -0.1295 1.2340 0.047 Uiso 1 1 calc R . . H23L H 0.8235 -0.1230 1.3188 0.047 Uiso 1 1 calc R . . O24C O 0.6555(2) 0.04923(13) 0.95978(11) 0.0230(4) Uani 1 1 d . . . H24C H 0.6598 0.0099 0.9387 0.028 Uiso 1 1 calc R . . O31C O 1.0666(2) -0.06676(14) 1.26003(13) 0.0295(5) Uani 1 1 d . . . C32C C 1.0153(3) -0.07263(19) 1.19435(18) 0.0260(7) Uani 1 1 d . . . O33C O 0.9345(2) -0.03039(13) 1.15786(13) 0.0313(5) Uani 1 1 d . . . C34C C 1.0594(3) -0.1395(2) 1.1575(2) 0.0347(8) Uani 1 1 d . . . H34C H 1.1141 -0.1227 1.1236 0.042 Uiso 1 1 calc R . . O35C O 1.1388(3) -0.18371(19) 1.20999(18) 0.0541(9) Uani 1 1 d . . . H35C H 1.1466 -0.1647 1.2507 0.065 Uiso 1 1 calc R . . C36C C 0.9430(3) -0.1803(2) 1.11459(18) 0.0277(7) Uani 1 1 d . . . C37C C 0.9048(4) -0.2451(2) 1.13886(18) 0.0298(7) Uani 1 1 d . . . H37C H 0.9538 -0.2652 1.1824 0.036 Uiso 1 1 calc R . . C38C C 0.7956(4) -0.2811(2) 1.1002(2) 0.0341(8) Uani 1 1 d . . . H38C H 0.7700 -0.3258 1.1173 0.041 Uiso 1 1 calc R . . C39C C 0.7237(4) -0.2524(2) 1.03693(19) 0.0332(8) Uani 1 1 d . . . H39C H 0.6486 -0.2771 1.0106 0.040 Uiso 1 1 calc R . . C40C C 0.7612(4) -0.1877(2) 1.01203(19) 0.0339(8) Uani 1 1 d . . . H40C H 0.7112 -0.1676 0.9688 0.041 Uiso 1 1 calc R . . C41C C 0.8712(4) -0.15205(19) 1.04977(19) 0.0314(7) Uani 1 1 d . . . H41C H 0.8982 -0.1083 1.0316 0.038 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 N1A 0.0208(12) 0.0358(16) 0.0356(15) -0.0023(13) 0.0115(11) -0.0059(12) C2A 0.0205(14) 0.0367(19) 0.0313(17) -0.0017(15) 0.0057(12) -0.0040(13) C3A 0.0232(14) 0.0281(17) 0.0229(15) -0.0003(13) 0.0058(12) -0.0064(12) C4A 0.0192(13) 0.0211(15) 0.0221(14) -0.0040(12) 0.0078(11) -0.0061(12) C5A 0.0233(14) 0.0260(16) 0.0209(14) -0.0018(12) 0.0084(11) -0.0121(12) C6A 0.0335(17) 0.0321(18) 0.0208(15) -0.0031(13) 0.0060(13) -0.0168(15) C7A 0.0395(19) 0.041(2) 0.0213(16) -0.0086(14) 0.0140(14) -0.0228(16) C8A 0.0294(16) 0.0337(18) 0.0355(18) -0.0099(15) 0.0194(14) -0.0163(14) C9A 0.0181(13) 0.0201(14) 0.0183(14) 0.0003(11) 0.0085(10) -0.0030(11) C10A 0.0134(12) 0.0227(15) 0.0198(13) -0.0002(12) 0.0068(10) -0.0028(11) N11A 0.0147(11) 0.0265(14) 0.0205(12) 0.0044(11) 0.0046(9) -0.0027(10) C12A 0.0225(15) 0.0276(17) 0.0290(17) 0.0027(14) -0.0061(12) -0.0080(13) C13A 0.037(2) 0.035(2) 0.062(3) 0.015(2) -0.0140(19) -0.0095(17) C14A 0.0341(19) 0.035(2) 0.053(2) 0.0276(19) -0.0175(17) -0.0160(16) C15A 0.0233(15) 0.0217(15) 0.0268(16) -0.0006(12) 0.0005(12) -0.0001(12) C16A 0.0310(18) 0.078(3) 0.039(2) 0.031(2) 0.0120(16) -0.005(2) C17A 0.0210(15) 0.070(3) 0.0253(16) 0.0028(18) 0.0114(13) -0.0037(17) C18A 0.059(3) 0.035(2) 0.068(3) 0.002(2) -0.014(2) -0.006(2) C19A 0.116(6) 0.095(5) 0.056(4) 0.013(3) 0.017(3) 0.049(5) C20A 0.0220(14) 0.0299(17) 0.0275(16) -0.0063(13) 0.0102(12) -0.0083(13) C21A 0.0229(14) 0.0221(15) 0.0236(15) -0.0051(12) 0.0107(11) -0.0087(12) O22A 0.0390(13) 0.0463(16) 0.0255(12) 0.0114(11) 0.0079(10) -0.0121(12) C23A 0.036(2) 0.064(3) 0.041(2) 0.028(2) 0.0079(16) -0.003(2) O24A 0.0269(10) 0.0235(11) 0.0174(10) -0.0033(9) 0.0080(8) -0.0018(9) O31A 0.0531(16) 0.0374(14) 0.0287(13) 0.0063(11) 0.0153(11) 0.0082(13) C32A 0.0218(14) 0.0268(17) 0.0401(19) 0.0115(15) 0.0100(13) -0.0023(13) O33A 0.0371(14) 0.069(2) 0.0286(13) 0.0054(14) 0.0029(11) -0.0102(14) C34A 0.0218(16) 0.052(2) 0.0382(19) -0.0087(18) 0.0076(14) -0.0021(16) O35A 0.0390(14) 0.0468(16) 0.0355(14) 0.0018(13) 0.0144(11) -0.0050(12) C36A 0.0222(16) 0.046(2) 0.0321(18) -0.0104(16) 0.0027(13) 0.0044(15) C37A 0.0359(19) 0.049(2) 0.039(2) -0.0106(19) -0.0039(16) 0.0112(18) C38A 0.074(3) 0.039(2) 0.040(2) 0.0083(19) 0.000(2) 0.009(2) C39A 0.064(3) 0.042(2) 0.047(2) 0.001(2) -0.003(2) -0.014(2) C40A 0.036(2) 0.045(2) 0.038(2) -0.0002(18) -0.0067(16) -0.0058(17) C41A 0.0268(16) 0.0351(19) 0.0334(18) -0.0038(15) 0.0015(14) 0.0003(15) N1B 0.0191(13) 0.0339(16) 0.0448(17) -0.0152(14) 0.0082(12) -0.0009(12) C2B 0.0177(14) 0.0285(17) 0.047(2) -0.0065(16) 0.0035(14) 0.0017(13) C3B 0.0196(14) 0.0291(17) 0.0310(17) -0.0039(14) 0.0030(12) -0.0019(13) C4B 0.0168(13) 0.0259(15) 0.0231(14) -0.0081(12) 0.0055(11) -0.0020(12) C5B 0.0209(13) 0.0274(16) 0.0203(14) -0.0065(12) 0.0098(11) -0.0058(12) C6B 0.0253(15) 0.0329(18) 0.0211(15) -0.0044(13) 0.0083(12) -0.0088(13) C7B 0.0326(18) 0.043(2) 0.0266(17) -0.0088(15) 0.0180(14) -0.0144(16) C8B 0.0225(15) 0.041(2) 0.0365(18) -0.0166(16) 0.0154(13) -0.0085(14) C9B 0.0192(13) 0.0226(14) 0.0192(14) 0.0002(11) 0.0084(11) 0.0012(11) C10B 0.0152(13) 0.0241(15) 0.0196(14) 0.0012(12) 0.0074(10) 0.0039(11) N11B 0.0155(11) 0.0222(14) 0.0242(13) 0.0049(11) 0.0085(10) 0.0052(10) C12B 0.0160(13) 0.0286(17) 0.0266(16) 0.0050(13) 0.0038(11) 0.0006(12) C13B 0.0197(14) 0.0268(16) 0.0270(16) 0.0014(13) 0.0083(12) -0.0046(12) C14B 0.0256(15) 0.0203(15) 0.0273(16) 0.0048(13) 0.0092(12) 0.0002(12) C15B 0.0197(14) 0.0227(15) 0.0273(16) 0.0030(13) 0.0068(12) 0.0065(12) C16B 0.0299(16) 0.0315(17) 0.0271(16) 0.0071(14) 0.0131(13) 0.0026(14) C17B 0.0221(14) 0.0311(17) 0.0264(16) 0.0043(14) 0.0141(12) 0.0046(13) C18B 0.0335(18) 0.0356(19) 0.0270(16) 0.0037(15) 0.0074(14) 0.0009(15) C19B 0.065(3) 0.0294(19) 0.0313(19) 0.0018(16) 0.0092(18) 0.0024(19) C20B 0.0168(13) 0.0314(17) 0.0324(17) -0.0161(14) 0.0084(12) -0.0054(13) C21B 0.0174(13) 0.0264(16) 0.0235(14) -0.0102(12) 0.0066(11) -0.0052(12) O22B 0.0323(12) 0.0387(14) 0.0255(12) 0.0034(11) 0.0121(10) -0.0068(11) C23B 0.0312(17) 0.040(2) 0.0274(17) 0.0075(15) 0.0087(14) 0.0013(15) O24B 0.0312(12) 0.0384(14) 0.0176(10) 0.0020(10) 0.0064(9) 0.0072(10) O31B 0.0258(11) 0.0256(12) 0.0370(13) 0.0067(10) 0.0019(10) 0.0029(10) C32B 0.0210(14) 0.0153(13) 0.0276(16) 0.0028(12) 0.0089(11) -0.0043(11) O33B 0.0314(12) 0.0256(12) 0.0238(11) -0.0034(9) 0.0035(9) 0.0029(10) C34B 0.0252(15) 0.0318(18) 0.0244(15) -0.0035(13) 0.0141(12) -0.0035(13) O35B 0.0532(18) 0.058(2) 0.0382(15) 0.0056(14) 0.0166(13) -0.0069(16) C36B 0.0299(15) 0.0237(15) 0.0204(15) -0.0037(12) 0.0124(12) 0.0037(13) C37B 0.0397(19) 0.0295(18) 0.0190(15) -0.0035(13) 0.0085(14) 0.0091(15) C38B 0.067(3) 0.0250(18) 0.0247(17) -0.0005(14) 0.0146(17) 0.0048(17) C39B 0.060(2) 0.0246(18) 0.0310(18) -0.0042(15) 0.0187(17) -0.0121(17) C40B 0.043(2) 0.0337(19) 0.0313(18) -0.0041(16) 0.0096(16) -0.0097(16) C41B 0.0316(16) 0.0272(17) 0.0233(16) 0.0031(14) 0.0062(13) -0.0010(14) N1C 0.0203(12) 0.0263(14) 0.0319(14) -0.0049(12) 0.0045(11) -0.0026(11) C2C 0.0217(14) 0.0277(16) 0.0259(16) -0.0029(13) 0.0001(12) -0.0008(13) C3C 0.0236(14) 0.0236(15) 0.0194(14) 0.0013(12) 0.0019(11) -0.0040(12) C4C 0.0205(13) 0.0168(14) 0.0207(14) -0.0033(11) 0.0059(11) -0.0024(11) C5C 0.0205(13) 0.0183(14) 0.0206(14) -0.0022(11) 0.0067(11) -0.0039(11) C6C 0.0268(15) 0.0192(15) 0.0227(15) -0.0016(12) 0.0060(12) -0.0057(12) C7C 0.0295(16) 0.0273(16) 0.0229(15) -0.0047(13) 0.0132(12) -0.0113(13) C8C 0.0230(14) 0.0273(16) 0.0288(16) -0.0077(13) 0.0125(12) -0.0080(12) C9C 0.0210(13) 0.0166(13) 0.0168(13) -0.0011(11) 0.0060(10) 0.0002(11) C10C 0.0164(13) 0.0196(14) 0.0190(13) -0.0016(11) 0.0060(10) -0.0001(11) N11C 0.0180(12) 0.0243(14) 0.0221(13) 0.0012(11) 0.0043(10) 0.0042(11) C12C 0.0174(14) 0.0277(16) 0.0231(15) 0.0013(13) 0.0000(11) -0.0002(12) C13C 0.0229(15) 0.0285(17) 0.0298(17) 0.0021(14) 0.0024(13) -0.0057(13) C14C 0.0258(15) 0.0269(16) 0.0277(16) 0.0069(13) 0.0053(13) -0.0041(13) C15C 0.0200(13) 0.0202(15) 0.0240(15) 0.0012(12) 0.0029(11) 0.0006(12) C16C 0.0321(17) 0.047(2) 0.0274(17) 0.0112(16) 0.0082(14) -0.0026(16) C17C 0.0218(15) 0.049(2) 0.0253(16) -0.0028(15) 0.0111(12) 0.0009(14) C18C 0.0376(19) 0.041(2) 0.0284(17) -0.0033(16) 0.0010(15) 0.0087(17) C19C 0.072(3) 0.039(2) 0.043(2) -0.0033(19) -0.014(2) 0.015(2) C20C 0.0221(14) 0.0197(14) 0.0246(15) -0.0048(12) 0.0052(11) -0.0052(12) C21C 0.0233(14) 0.0158(14) 0.0226(14) -0.0045(12) 0.0060(11) -0.0036(11) O22C 0.0305(12) 0.0306(12) 0.0245(11) 0.0069(10) 0.0085(9) -0.0023(10) C23C 0.0321(17) 0.0324(19) 0.0305(17) 0.0098(15) 0.0075(14) 0.0042(14) O24C 0.0314(11) 0.0223(11) 0.0164(10) -0.0005(8) 0.0076(8) 0.0000(9) O31C 0.0300(12) 0.0315(13) 0.0262(12) -0.0021(10) 0.0044(9) 0.0071(10) C32C 0.0250(15) 0.0259(16) 0.0291(16) -0.0026(13) 0.0107(12) -0.0029(13) O33C 0.0393(13) 0.0231(12) 0.0299(13) 0.0037(10) 0.0041(10) 0.0023(10) C34C 0.0271(17) 0.038(2) 0.041(2) -0.0140(17) 0.0120(15) 0.0026(15) O35C 0.0383(15) 0.0508(18) 0.063(2) -0.0249(16) -0.0103(14) 0.0271(14) C36C 0.0282(15) 0.0298(17) 0.0276(17) -0.0088(14) 0.0117(13) 0.0069(14) C37C 0.0384(18) 0.0309(18) 0.0207(15) 0.0000(14) 0.0075(13) 0.0114(15) C38C 0.049(2) 0.0273(17) 0.0323(18) 0.0009(15) 0.0212(16) -0.0007(16) C39C 0.0375(18) 0.0343(19) 0.0282(17) -0.0099(15) 0.0079(14) -0.0001(15) C40C 0.048(2) 0.0310(18) 0.0219(16) -0.0027(14) 0.0049(14) 0.0071(16) C41C 0.049(2) 0.0227(16) 0.0258(16) -0.0037(13) 0.0158(15) 0.0013(15) _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 N1A C2A 1.309(5) . ? N1A C20A 1.375(5) . ? C2A C3A 1.404(4) . ? C2A H2A 0.9500 . ? C3A C4A 1.369(4) . ? C3A H3A 0.9500 . ? C4A C21A 1.426(4) . ? C4A C9A 1.529(4) . ? C5A C6A 1.377(4) . ? C5A C21A 1.423(5) . ? C5A H5A 0.9500 . ? C6A O22A 1.352(4) . ? C6A C7A 1.418(5) . ? C7A C8A 1.356(6) . ? C7A H7A 0.9500 . ? C8A C20A 1.415(5) . ? C8A H8A 0.9500 . ? C9A O24A 1.412(3) . ? C9A C10A 1.539(4) . ? C9A H9A 1.0000 . ? C10A N11A 1.511(4) . ? C10A C15A 1.544(4) . ? C10A H10A 1.0000 . ? N11A C12A 1.495(4) . ? N11A C17A 1.500(4) . ? N11A H11A 0.91(5) . ? C12A C13A 1.547(5) . ? C12A H12F 0.9900 . ? C12A H12G 0.9900 . ? C13A C18A 1.456(7) . ? C13A C14A 1.534(5) . ? C13A H13A 1.0000 . ? C14A C16A 1.527(7) . ? C14A C15A 1.545(5) . ? C14A H14A 1.0000 . ? C15A H15G 0.9900 . ? C15A H15F 0.9900 . ? C16A C17A 1.510(6) . ? C16A H16G 0.9900 . ? C16A H16F 0.9900 . ? C17A H17G 0.9900 . ? C17A H17F 0.9900 . ? C18A C19A 1.298(8) . ? C18A H23C 0.9500 . ? C19A H24E 0.9500 . ? C19A H24F 0.9500 . ? C20A C21A 1.424(4) . ? O22A C23A 1.418(5) . ? C23A H23G 0.9800 . ? C23A H23H 0.9800 . ? C23A H23F 0.9800 . ? O24A H24A 0.8400 . ? O31A C32A 1.262(4) . ? C32A O33A 1.221(4) . ? C32A C34A 1.542(5) . ? C34A O35A 1.447(5) . ? C34A C36A 1.537(6) . ? C34A H34A 1.0000 . ? O35A H35A 0.8400 . ? C36A C37A 1.358(6) . ? C36A C41A 1.400(5) . ? C37A C38A 1.392(7) . ? C37A H37A 0.9500 . ? C38A C39A 1.377(7) . ? C38A H38A 0.9500 . ? C39A C40A 1.376(6) . ? C39A H39A 0.9500 . ? C40A C41A 1.395(6) . ? C40A H40A 0.9500 . ? C41A H41A 0.9500 . ? N1B C2B 1.307(5) . ? N1B C20B 1.369(5) . ? C2B C3B 1.405(5) . ? C2B H2B 0.9500 . ? C3B C4B 1.364(5) . ? C3B H3B 0.9500 . ? C4B C21B 1.424(5) . ? C4B C9B 1.526(4) . ? C5B C6B 1.372(4) . ? C5B C21B 1.423(5) . ? C5B H5B 0.9500 . ? C6B O22B 1.359(4) . ? C6B C7B 1.426(4) . ? C7B C8B 1.341(6) . ? C7B H7B 0.9500 . ? C8B C20B 1.418(5) . ? C8B H8B 0.9500 . ? C9B O24B 1.418(4) . ? C9B C10B 1.531(4) . ? C9B H9B 1.0000 . ? C10B N11B 1.514(3) . ? C10B C15B 1.546(4) . ? C10B H10B 1.0000 . ? N11B C17B 1.497(4) . ? N11B C12B 1.503(4) . ? N11B H11B 0.83(4) . ? C12B C13B 1.541(5) . ? C12B H12J 0.9900 . ? C12B H12I 0.9900 . ? C13B C18B 1.499(5) . ? C13B C14B 1.540(4) . ? C13B H13B 1.0000 . ? C14B C16B 1.530(5) . ? C14B C15B 1.533(4) . ? C14B H14B 1.0000 . ? C15B H15J 0.9900 . ? C15B H15I 0.9900 . ? C16B C17B 1.538(5) . ? C16B H16J 0.9900 . ? C16B H16I 0.9900 . ? C17B H17I 0.9900 . ? C17B H17J 0.9900 . ? C18B C19B 1.306(6) . ? C18B H18B 0.9500 . ? C19B H19J 0.9500 . ? C19B H19I 0.9500 . ? C20B C21B 1.433(4) . ? O22B C23B 1.433(4) . ? C23B H23J 0.9800 . ? C23B H23K 0.9800 . ? C23B H23I 0.9800 . ? O24B H24B 0.8400 . ? O31B C32B 1.251(4) . ? C32B O33B 1.249(4) . ? C32B C34B 1.547(4) . ? C34B O35B 1.392(4) . ? C34B C36B 1.515(5) . ? C34B H34B 1.0000 . ? O35B H35B 0.8400 . ? C36B C37B 1.389(5) . ? C36B C41B 1.395(5) . ? C37B C38B 1.376(6) . ? C37B H37B 0.96(4) . ? C38B C39B 1.384(6) . ? C38B H38B 1.03(5) . ? C39B C40B 1.384(6) . ? C39B H39B 1.05(5) . ? C40B C41B 1.388(5) . ? C40B H40B 0.94(5) . ? C41B H41B 0.97(4) . ? N1C C2C 1.310(4) . ? N1C C20C 1.367(4) . ? C2C C3C 1.407(4) . ? C2C H2C 0.9500 . ? C3C C4C 1.377(4) . ? C3C H3C 0.9500 . ? C4C C21C 1.436(4) . ? C4C C9C 1.525(4) . ? C5C C6C 1.375(4) . ? C5C C21C 1.420(4) . ? C5C H5C 0.9500 . ? C6C O22C 1.366(4) . ? C6C C7C 1.415(4) . ? C7C C8C 1.350(5) . ? C7C H7C 0.9500 . ? C8C C20C 1.425(4) . ? C8C H8C 0.9500 . ? C9C O24C 1.405(3) . ? C9C C10C 1.547(4) . ? C9C H9C 1.0000 . ? C10C N11C 1.510(4) . ? C10C C15C 1.536(4) . ? C10C H10C 1.0000 . ? N11C C12C 1.500(4) . ? N11C C17C 1.502(4) . ? N11C H11C 0.81(5) . ? C12C C13C 1.547(5) . ? C12C H12L 0.9900 . ? C12C H12K 0.9900 . ? C13C C18C 1.499(5) . ? C13C C14C 1.547(4) . ? C13C H13C 1.0000 . ? C14C C16C 1.523(5) . ? C14C C15C 1.535(4) . ? C14C H17A 1.0000 . ? C15C H15K 0.9900 . ? C15C H15L 0.9900 . ? C16C C17C 1.549(6) . ? C16C H16L 0.9900 . ? C16C H16K 0.9900 . ? C17C H17K 0.9900 . ? C17C H17L 0.9900 . ? C18C C19C 1.305(6) . ? C18C H18C 0.9500 . ? C19C H19L 0.9500 . ? C19C H19K 0.9500 . ? C20C C21C 1.421(4) . ? O22C C23C 1.421(4) . ? C23C H23M 0.9800 . ? C23C H23N 0.9800 . ? C23C H23L 0.9800 . ? O24C H24C 0.8400 . ? O31C C32C 1.254(4) . ? C32C O33C 1.246(4) . ? C32C C34C 1.545(5) . ? C34C O35C 1.414(5) . ? C34C C36C 1.508(5) . ? C34C H34C 1.0000 . ? O35C H35C 0.8400 . ? C36C C37C 1.380(5) . ? C36C C41C 1.399(5) . ? C37C C38C 1.385(5) . ? C37C H37C 0.9500 . ? C38C C39C 1.380(5) . ? C38C H38C 0.9500 . ? C39C C40C 1.378(6) . ? C39C H39C 0.9500 . ? C40C C41C 1.382(5) . ? C40C H40C 0.9500 . ? C41C H41C 0.9500 . ? 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 C2A N1A C20A 117.0(3) . . ? N1A C2A C3A 124.6(3) . . ? N1A C2A H2A 117.7 . . ? C3A C2A H2A 117.7 . . ? C4A C3A C2A 119.5(3) . . ? C4A C3A H3A 120.3 . . ? C2A C3A H3A 120.3 . . ? C3A C4A C21A 118.7(3) . . ? C3A C4A C9A 119.3(3) . . ? C21A C4A C9A 122.0(3) . . ? C6A C5A C21A 119.8(3) . . ? C6A C5A H5A 120.1 . . ? C21A C5A H5A 120.1 . . ? O22A C6A C5A 125.6(3) . . ? O22A C6A C7A 113.9(3) . . ? C5A C6A C7A 120.5(3) . . ? C8A C7A C6A 120.3(3) . . ? C8A C7A H7A 119.9 . . ? C6A C7A H7A 119.9 . . ? C7A C8A C20A 120.9(3) . . ? C7A C8A H8A 119.6 . . ? C20A C8A H8A 119.6 . . ? O24A C9A C4A 110.6(2) . . ? O24A C9A C10A 109.7(2) . . ? C4A C9A C10A 108.3(2) . . ? O24A C9A H9A 109.4 . . ? C4A C9A H9A 109.4 . . ? C10A C9A H9A 109.4 . . ? N11A C10A C9A 111.3(2) . . ? N11A C10A C15A 107.9(2) . . ? C9A C10A C15A 114.0(2) . . ? N11A C10A H10A 107.8 . . ? C9A C10A H10A 107.8 . . ? C15A C10A H10A 107.8 . . ? C12A N11A C17A 109.4(3) . . ? C12A N11A C10A 108.8(2) . . ? C17A N11A C10A 113.9(2) . . ? C12A N11A H11A 104(3) . . ? C17A N11A H11A 115(3) . . ? C10A N11A H11A 105(3) . . ? N11A C12A C13A 108.4(3) . . ? N11A C12A H12F 110.0 . . ? C13A C12A H12F 110.0 . . ? N11A C12A H12G 110.0 . . ? C13A C12A H12G 110.0 . . ? H12F C12A H12G 108.4 . . ? C18A C13A C14A 110.9(4) . . ? C18A C13A C12A 116.0(4) . . ? C14A C13A C12A 108.0(3) . . ? C18A C13A H13A 107.2 . . ? C14A C13A H13A 107.2 . . ? C12A C13A H13A 107.2 . . ? C16A C14A C13A 107.3(4) . . ? C16A C14A C15A 109.5(3) . . ? C13A C14A C15A 111.2(3) . . ? C16A C14A H14A 109.6 . . ? C13A C14A H14A 109.6 . . ? C15A C14A H14A 109.6 . . ? C10A C15A C14A 108.9(3) . . ? C10A C15A H15G 109.9 . . ? C14A C15A H15G 109.9 . . ? C10A C15A H15F 109.9 . . ? C14A C15A H15F 109.9 . . ? H15G C15A H15F 108.3 . . ? C17A C16A C14A 108.7(3) . . ? C17A C16A H16G 109.9 . . ? C14A C16A H16G 109.9 . . ? C17A C16A H16F 109.9 . . ? C14A C16A H16F 109.9 . . ? H16G C16A H16F 108.3 . . ? N11A C17A C16A 109.4(3) . . ? N11A C17A H17G 109.8 . . ? C16A C17A H17G 109.8 . . ? N11A C17A H17F 109.8 . . ? C16A C17A H17F 109.8 . . ? H17G C17A H17F 108.2 . . ? C19A C18A C13A 128.2(6) . . ? C19A C18A H23C 115.9 . . ? C13A C18A H23C 115.9 . . ? C18A C19A H24E 120.0 . . ? C18A C19A H24F 120.0 . . ? H24E C19A H24F 120.0 . . ? N1A C20A C8A 118.0(3) . . ? N1A C20A C21A 122.9(3) . . ? C8A C20A C21A 119.1(3) . . ? C5A C21A C20A 119.0(3) . . ? C5A C21A C4A 124.0(3) . . ? C20A C21A C4A 117.0(3) . . ? C6A O22A C23A 116.9(3) . . ? O22A C23A H23G 109.5 . . ? O22A C23A H23H 109.5 . . ? H23G C23A H23H 109.5 . . ? O22A C23A H23F 109.5 . . ? H23G C23A H23F 109.5 . . ? H23H C23A H23F 109.5 . . ? C9A O24A H24A 109.5 . . ? O33A C32A O31A 124.6(4) . . ? O33A C32A C34A 119.1(3) . . ? O31A C32A C34A 116.3(3) . . ? O35A C34A C36A 110.8(3) . . ? O35A C34A C32A 110.2(3) . . ? C36A C34A C32A 107.7(3) . . ? O35A C34A H34A 109.4 . . ? C36A C34A H34A 109.4 . . ? C32A C34A H34A 109.4 . . ? C34A O35A H35A 109.5 . . ? C37A C36A C41A 119.7(4) . . ? C37A C36A C34A 120.8(3) . . ? C41A C36A C34A 119.5(4) . . ? C36A C37A C38A 121.0(4) . . ? C36A C37A H37A 119.5 . . ? C38A C37A H37A 119.5 . . ? C39A C38A C37A 119.9(4) . . ? C39A C38A H38A 120.1 . . ? C37A C38A H38A 120.1 . . ? C40A C39A C38A 119.6(4) . . ? C40A C39A H39A 120.2 . . ? C38A C39A H39A 120.2 . . ? C39A C40A C41A 120.7(4) . . ? C39A C40A H40A 119.7 . . ? C41A C40A H40A 119.7 . . ? C40A C41A C36A 119.1(4) . . ? C40A C41A H41A 120.5 . . ? C36A C41A H41A 120.5 . . ? C2B N1B C20B 117.2(3) . . ? N1B C2B C3B 124.3(3) . . ? N1B C2B H2B 117.8 . . ? C3B C2B H2B 117.8 . . ? C4B C3B C2B 119.9(3) . . ? C4B C3B H3B 120.1 . . ? C2B C3B H3B 120.1 . . ? C3B C4B C21B 118.8(3) . . ? C3B C4B C9B 119.2(3) . . ? C21B C4B C9B 122.0(3) . . ? C6B C5B C21B 120.3(3) . . ? C6B C5B H5B 119.9 . . ? C21B C5B H5B 119.9 . . ? O22B C6B C5B 126.0(3) . . ? O22B C6B C7B 113.7(3) . . ? C5B C6B C7B 120.3(3) . . ? C8B C7B C6B 120.5(3) . . ? C8B C7B H7B 119.8 . . ? C6B C7B H7B 119.8 . . ? C7B C8B C20B 121.5(3) . . ? C7B C8B H8B 119.3 . . ? C20B C8B H8B 119.3 . . ? O24B C9B C4B 109.8(2) . . ? O24B C9B C10B 109.6(2) . . ? C4B C9B C10B 108.4(2) . . ? O24B C9B H9B 109.7 . . ? C4B C9B H9B 109.7 . . ? C10B C9B H9B 109.7 . . ? N11B C10B C9B 111.7(2) . . ? N11B C10B C15B 107.6(2) . . ? C9B C10B C15B 114.3(2) . . ? N11B C10B H10B 107.7 . . ? C9B C10B H10B 107.7 . . ? C15B C10B H10B 107.7 . . ? C17B N11B C12B 109.2(2) . . ? C17B N11B C10B 113.7(2) . . ? C12B N11B C10B 109.2(2) . . ? C17B N11B H11B 113(2) . . ? C12B N11B H11B 108(2) . . ? C10B N11B H11B 103(2) . . ? N11B C12B C13B 109.8(3) . . ? N11B C12B H12J 109.7 . . ? C13B C12B H12J 109.7 . . ? N11B C12B H12I 109.7 . . ? C13B C12B H12I 109.7 . . ? H12J C12B H12I 108.2 . . ? C18B C13B C14B 112.2(3) . . ? C18B C13B C12B 112.2(3) . . ? C14B C13B C12B 107.6(3) . . ? C18B C13B H13B 108.2 . . ? C14B C13B H13B 108.2 . . ? C12B C13B H13B 108.2 . . ? C16B C14B C15B 109.3(3) . . ? C16B C14B C13B 108.9(3) . . ? C15B C14B C13B 109.8(2) . . ? C16B C14B H14B 109.6 . . ? C15B C14B H14B 109.6 . . ? C13B C14B H14B 109.6 . . ? C14B C15B C10B 109.4(2) . . ? C14B C15B H15J 109.8 . . ? C10B C15B H15J 109.8 . . ? C14B C15B H15I 109.8 . . ? C10B C15B H15I 109.8 . . ? H15J C15B H15I 108.3 . . ? C14B C16B C17B 109.4(3) . . ? C14B C16B H16J 109.8 . . ? C17B C16B H16J 109.8 . . ? C14B C16B H16I 109.8 . . ? C17B C16B H16I 109.8 . . ? H16J C16B H16I 108.3 . . ? N11B C17B C16B 108.5(3) . . ? N11B C17B H17I 110.0 . . ? C16B C17B H17I 110.0 . . ? N11B C17B H17J 110.0 . . ? C16B C17B H17J 110.0 . . ? H17I C17B H17J 108.4 . . ? C19B C18B C13B 125.3(4) . . ? C19B C18B H18B 117.3 . . ? C13B C18B H18B 117.3 . . ? C18B C19B H19J 120.0 . . ? C18B C19B H19I 120.0 . . ? H19J C19B H19I 120.0 . . ? N1B C20B C8B 118.2(3) . . ? N1B C20B C21B 123.2(3) . . ? C8B C20B C21B 118.7(3) . . ? C5B C21B C4B 124.6(3) . . ? C5B C21B C20B 118.8(3) . . ? C4B C21B C20B 116.6(3) . . ? C6B O22B C23B 116.3(3) . . ? O22B C23B H23J 109.5 . . ? O22B C23B H23K 109.5 . . ? H23J C23B H23K 109.5 . . ? O22B C23B H23I 109.5 . . ? H23J C23B H23I 109.5 . . ? H23K C23B H23I 109.5 . . ? C9B O24B H24B 109.5 . . ? O33B C32B O31B 126.7(3) . . ? O33B C32B C34B 116.2(3) . . ? O31B C32B C34B 117.0(3) . . ? O35B C34B C36B 112.8(3) . . ? O35B C34B C32B 113.0(3) . . ? C36B C34B C32B 107.4(2) . . ? O35B C34B H34B 107.8 . . ? C36B C34B H34B 107.8 . . ? C32B C34B H34B 107.8 . . ? C34B O35B H35B 109.5 . . ? C37B C36B C41B 118.9(3) . . ? C37B C36B C34B 120.5(3) . . ? C41B C36B C34B 120.6(3) . . ? C38B C37B C36B 120.7(3) . . ? C38B C37B H37B 125(2) . . ? C36B C37B H37B 114(2) . . ? C37B C38B C39B 120.5(4) . . ? C37B C38B H38B 117(3) . . ? C39B C38B H38B 123(3) . . ? C40B C39B C38B 119.4(4) . . ? C40B C39B H39B 120(3) . . ? C38B C39B H39B 120(3) . . ? C39B C40B C41B 120.4(4) . . ? C39B C40B H40B 121(3) . . ? C41B C40B H40B 119(3) . . ? C40B C41B C36B 120.0(3) . . ? C40B C41B H41B 120(2) . . ? C36B C41B H41B 120(2) . . ? C2C N1C C20C 116.5(3) . . ? N1C C2C C3C 125.0(3) . . ? N1C C2C H2C 117.5 . . ? C3C C2C H2C 117.5 . . ? C4C C3C C2C 119.7(3) . . ? C4C C3C H3C 120.2 . . ? C2C C3C H3C 120.2 . . ? C3C C4C C21C 117.7(3) . . ? C3C C4C C9C 119.2(3) . . ? C21C C4C C9C 123.1(3) . . ? C6C C5C C21C 119.2(3) . . ? C6C C5C H5C 120.4 . . ? C21C C5C H5C 120.4 . . ? O22C C6C C5C 125.0(3) . . ? O22C C6C C7C 113.7(3) . . ? C5C C6C C7C 121.3(3) . . ? C8C C7C C6C 120.1(3) . . ? C8C C7C H7C 120.0 . . ? C6C C7C H7C 120.0 . . ? C7C C8C C20C 120.9(3) . . ? C7C C8C H8C 119.5 . . ? C20C C8C H8C 119.5 . . ? O24C C9C C4C 111.0(2) . . ? O24C C9C C10C 108.6(2) . . ? C4C C9C C10C 109.1(2) . . ? O24C C9C H9C 109.4 . . ? C4C C9C H9C 109.4 . . ? C10C C9C H9C 109.4 . . ? N11C C10C C15C 108.0(2) . . ? N11C C10C C9C 111.5(2) . . ? C15C C10C C9C 114.5(2) . . ? N11C C10C H10C 107.5 . . ? C15C C10C H10C 107.5 . . ? C9C C10C H10C 107.5 . . ? C12C N11C C17C 108.2(3) . . ? C12C N11C C10C 109.5(2) . . ? C17C N11C C10C 113.8(2) . . ? C12C N11C H11C 104(3) . . ? C17C N11C H11C 111(3) . . ? C10C N11C H11C 110(3) . . ? N11C C12C C13C 110.4(2) . . ? N11C C12C H12L 109.6 . . ? C13C C12C H12L 109.6 . . ? N11C C12C H12K 109.6 . . ? C13C C12C H12K 109.6 . . ? H12L C12C H12K 108.1 . . ? C18C C13C C14C 113.8(3) . . ? C18C C13C C12C 111.8(3) . . ? C14C C13C C12C 107.4(3) . . ? C18C C13C H13C 107.9 . . ? C14C C13C H13C 107.9 . . ? C12C C13C H13C 107.9 . . ? C16C C14C C15C 108.4(3) . . ? C16C C14C C13C 108.4(3) . . ? C15C C14C C13C 110.7(3) . . ? C16C C14C H17A 109.8 . . ? C15C C14C H17A 109.8 . . ? C13C C14C H17A 109.8 . . ? C14C C15C C10C 109.8(2) . . ? C14C C15C H15K 109.7 . . ? C10C C15C H15K 109.7 . . ? C14C C15C H15L 109.7 . . ? C10C C15C H15L 109.7 . . ? H15K C15C H15L 108.2 . . ? C14C C16C C17C 109.8(3) . . ? C14C C16C H16L 109.7 . . ? C17C C16C H16L 109.7 . . ? C14C C16C H16K 109.7 . . ? C17C C16C H16K 109.7 . . ? H16L C16C H16K 108.2 . . ? N11C C17C C16C 108.2(3) . . ? N11C C17C H17K 110.1 . . ? C16C C17C H17K 110.1 . . ? N11C C17C H17L 110.1 . . ? C16C C17C H17L 110.1 . . ? H17K C17C H17L 108.4 . . ? C19C C18C C13C 124.4(4) . . ? C19C C18C H18C 117.8 . . ? C13C C18C H18C 117.8 . . ? C18C C19C H19L 120.0 . . ? C18C C19C H19K 120.0 . . ? H19L C19C H19K 120.0 . . ? N1C C20C C21C 123.8(3) . . ? N1C C20C C8C 117.4(3) . . ? C21C C20C C8C 118.8(3) . . ? C5C C21C C20C 119.6(3) . . ? C5C C21C C4C 123.2(3) . . ? C20C C21C C4C 117.3(3) . . ? C6C O22C C23C 116.6(2) . . ? O22C C23C H23M 109.5 . . ? O22C C23C H23N 109.5 . . ? H23M C23C H23N 109.5 . . ? O22C C23C H23L 109.5 . . ? H23M C23C H23L 109.5 . . ? H23N C23C H23L 109.5 . . ? C9C O24C H24C 109.5 . . ? O33C C32C O31C 126.2(3) . . ? O33C C32C C34C 118.9(3) . . ? O31C C32C C34C 114.9(3) . . ? O35C C34C C36C 111.6(3) . . ? O35C C34C C32C 109.3(3) . . ? C36C C34C C32C 111.5(3) . . ? O35C C34C H34C 108.1 . . ? C36C C34C H34C 108.1 . . ? C32C C34C H34C 108.1 . . ? C34C O35C H35C 109.5 . . ? C37C C36C C41C 119.1(3) . . ? C37C C36C C34C 120.8(3) . . ? C41C C36C C34C 120.1(3) . . ? C36C C37C C38C 120.4(3) . . ? C36C C37C H37C 119.8 . . ? C38C C37C H37C 119.8 . . ? C39C C38C C37C 120.2(4) . . ? C39C C38C H38C 119.9 . . ? C37C C38C H38C 119.9 . . ? C40C C39C C38C 119.9(4) . . ? C40C C39C H39C 120.1 . . ? C38C C39C H39C 120.1 . . ? C39C C40C C41C 120.2(3) . . ? C39C C40C H40C 119.9 . . ? C41C C40C H40C 119.9 . . ? C40C C41C C36C 120.2(3) . . ? C40C C41C H41C 119.9 . . ? C36C C41C H41C 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5A C6A O22A C23A -8.4(5) . . . . ? C3A C4A C9A O24A -17.1(4) . . . . ? N11A C10A C9A O24A -77.3(3) . . . . ? C14A C13A C18A C19A 111.1(6) . . . . ? C41A C36A C34A C32A 101.8(4) . . . . ? O31A C32A C34A O35A 28.6(4) . . . . ? C5B C6B O22B C23B -5.9(5) . . . . ? C3B C4B C9B O24B -22.7(4) . . . . ? N11B C10B C9B O24B -80.5(3) . . . . ? C14B C13B C18B C19B -103.2(4) . . . . ? C41B C36B C34B C32B 91.2(4) . . . . ? O31B C32B C34B O35B 34.2(4) . . . . ? C5C C6C O22C C23C -2.2(5) . . . . ? C3C C4C C9C O24C -13.4(4) . . . . ? N11C C10C C9C O24C -75.2(3) . . . . ? C14C C13C C18C C19C -117.6(4) . . . . ? C37C C36C C34C C32C -106.4(4) . . . . ? O31C C32C C34C O35C 6.4(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11A H11A O31A 0.91(5) 1.76(5) 2.634(4) 158(4) . N11B H11B O31B 0.83(4) 1.81(4) 2.626(4) 170(4) . N11C H11C O33C 0.81(5) 1.86(5) 2.610(4) 155(4) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.43 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.909 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.052 data_3 _database_code_depnum_ccdc_archive 'CCDC 795247' #TrackingRef '- new merged_QUIN_MAND_CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N2 O5' _chemical_formula_weight 476.56 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' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.381(3) _cell_length_b 18.456(5) _cell_length_c 19.036(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.557(5) _cell_angle_gamma 90.00 _cell_volume 3559.7(18) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 14587 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 26.58 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.334 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1524 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9688 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _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 42152 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 26.58 _reflns_number_total 14587 _reflns_number_gt 12252 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0560P)^2^+1.4696P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0030(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 14587 _refine_ls_number_parameters 1049 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1240 _refine_ls_wR_factor_gt 0.1177 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 1.118 _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 N1A N -0.3640(3) 0.05831(18) 0.43158(16) 0.0284(7) Uani 1 1 d . . . C2A C -0.3418(4) 0.0763(2) 0.36849(19) 0.0304(8) Uani 1 1 d . . . H2A H -0.4153 0.0902 0.3318 0.036 Uiso 1 1 calc R . . C3A C -0.2170(3) 0.0764(2) 0.35179(18) 0.0257(7) Uani 1 1 d . . . H3A H -0.2072 0.0925 0.3058 0.031 Uiso 1 1 calc R . . C4A C -0.1095(3) 0.05347(19) 0.40156(17) 0.0209(7) Uani 1 1 d . . . C5A C -0.0284(3) -0.00348(19) 0.52241(17) 0.0237(7) Uani 1 1 d . . . H5A H 0.0578 -0.0096 0.5139 0.028 Uiso 1 1 calc R . . C6A C -0.0564(4) -0.0263(2) 0.58610(18) 0.0283(8) Uani 1 1 d . . . C7A C -0.1797(4) -0.0127(2) 0.60193(19) 0.0308(8) Uani 1 1 d . . . H7A H -0.1944 -0.0244 0.6482 0.037 Uiso 1 1 calc R . . C8A C -0.2791(4) 0.0173(2) 0.55130(19) 0.0288(8) Uani 1 1 d . . . H8A H -0.3630 0.0256 0.5620 0.035 Uiso 1 1 calc R . . C9A C 0.0254(3) 0.05453(19) 0.38281(16) 0.0198(7) Uani 1 1 d . . . H9A H 0.0738 0.0089 0.4004 0.024 Uiso 1 1 calc R . . C10A C 0.1028(3) 0.11984(18) 0.42021(16) 0.0196(7) Uani 1 1 d . . . H10A H 0.0890 0.1216 0.4705 0.023 Uiso 1 1 calc R . . N11A N 0.2490(3) 0.11209(17) 0.42475(15) 0.0215(6) Uani 1 1 d . . . H11A H 0.272(4) 0.071(2) 0.449(2) 0.028(11) Uiso 1 1 d . . . C12A C 0.3196(4) 0.1724(2) 0.46836(19) 0.0273(8) Uani 1 1 d . . . H12F H 0.4159 0.1633 0.4791 0.033 Uiso 1 1 calc R . . H12G H 0.2908 0.1761 0.5145 0.033 Uiso 1 1 calc R . . C13A C 0.2883(4) 0.2438(2) 0.4254(2) 0.0399(10) Uani 1 1 d . . . H13A H 0.3679 0.2565 0.4064 0.048 Uiso 1 1 calc R . . C14A C 0.1758(4) 0.2286(2) 0.3604(2) 0.0395(10) Uani 1 1 d . . . H14A H 0.1463 0.2750 0.3347 0.047 Uiso 1 1 calc R . . C15A C 0.0583(3) 0.19280(19) 0.38474(18) 0.0246(7) Uani 1 1 d . . . H15G H 0.0271 0.2247 0.4194 0.030 Uiso 1 1 calc R . . H15F H -0.0155 0.1853 0.3427 0.030 Uiso 1 1 calc R . . C16A C 0.2276(4) 0.1777(3) 0.3105(2) 0.0417(10) Uani 1 1 d . . . H16G H 0.1550 0.1631 0.2701 0.050 Uiso 1 1 calc R . . H16F H 0.2962 0.2024 0.2903 0.050 Uiso 1 1 calc R . . C17A C 0.2853(4) 0.1118(3) 0.35261(19) 0.0336(9) Uani 1 1 d . . . H17G H 0.2509 0.0673 0.3259 0.040 Uiso 1 1 calc R . . H17F H 0.3826 0.1120 0.3591 0.040 Uiso 1 1 calc R . . C18A C 0.2585(5) 0.3063(3) 0.4663(3) 0.0525(13) Uani 1 1 d . . . H23C H 0.2510 0.3512 0.4413 0.063 Uiso 1 1 calc R . . C19A C 0.2408(6) 0.3098(4) 0.5311(3) 0.0747(18) Uani 1 1 d . . . H24E H 0.2467 0.2671 0.5595 0.090 Uiso 1 1 calc R . . H24F H 0.2218 0.3550 0.5504 0.090 Uiso 1 1 calc R . . C20A C -0.2567(3) 0.03589(19) 0.48280(18) 0.0245(7) Uani 1 1 d . . . C21A C -0.1290(3) 0.02925(19) 0.46925(17) 0.0231(7) Uani 1 1 d . . . O22A O 0.0264(3) -0.06384(15) 0.63817(13) 0.0331(6) Uani 1 1 d . . . C23A C 0.1460(4) -0.0885(3) 0.6216(2) 0.0464(11) Uani 1 1 d . . . H23G H 0.1997 -0.0467 0.6141 0.070 Uiso 1 1 calc R . . H23H H 0.1260 -0.1180 0.5777 0.070 Uiso 1 1 calc R . . H23F H 0.1947 -0.1178 0.6616 0.070 Uiso 1 1 calc R . . O24A O 0.0136(2) 0.06058(14) 0.30800(12) 0.0240(5) Uani 1 1 d . . . H24A H 0.0118 0.0190 0.2898 0.029 Uiso 1 1 calc R . . O31A O 0.3119(3) 0.01854(15) 0.52993(13) 0.0354(6) Uani 1 1 d . . . C32A C 0.3936(3) -0.0329(2) 0.54704(19) 0.0265(8) Uani 1 1 d . . . O33A O 0.4447(3) -0.04897(19) 0.60916(13) 0.0415(7) Uani 1 1 d . . . C34A C 0.4233(3) -0.0776(2) 0.4852(2) 0.0320(8) Uani 1 1 d . . . H34A H 0.5161 -0.0960 0.4985 0.038 Uiso 1 1 calc R . . O35A O 0.4067(3) -0.03452(17) 0.42056(13) 0.0358(6) Uani 1 1 d . . . H35A H 0.4699 -0.0053 0.4244 0.043 Uiso 1 1 calc R . . C36A C 0.3284(3) -0.1411(2) 0.47335(19) 0.0280(8) Uani 1 1 d . . . C37A C 0.3475(4) -0.1986(2) 0.5198(2) 0.0374(9) Uani 1 1 d . . . H37A H 0.4234 -0.1997 0.5581 0.045 Uiso 1 1 calc R . . C38A C 0.2585(5) -0.2550(3) 0.5119(2) 0.0487(12) Uani 1 1 d . . . H38A H 0.2731 -0.2944 0.5447 0.058 Uiso 1 1 calc R . . C39A C 0.1488(5) -0.2541(3) 0.4568(2) 0.0477(11) Uani 1 1 d . . . H39A H 0.0866 -0.2925 0.4517 0.057 Uiso 1 1 calc R . . C40A C 0.1296(4) -0.1977(2) 0.4092(2) 0.0404(10) Uani 1 1 d . . . H40A H 0.0541 -0.1975 0.3706 0.048 Uiso 1 1 calc R . . C41A C 0.2181(4) -0.1412(2) 0.4164(2) 0.0307(8) Uani 1 1 d . . . H41A H 0.2042 -0.1024 0.3828 0.037 Uiso 1 1 calc R . . N1B N -0.0888(3) 0.09721(18) 0.75879(17) 0.0311(7) Uani 1 1 d . . . C2B C -0.0572(4) 0.1355(2) 0.7077(2) 0.0317(8) Uani 1 1 d . . . H2B H -0.1213 0.1684 0.6825 0.038 Uiso 1 1 calc R . . C3B C 0.0642(3) 0.1319(2) 0.68707(19) 0.0279(8) Uani 1 1 d . . . H3B H 0.0795 0.1609 0.6484 0.034 Uiso 1 1 calc R . . C4B C 0.1604(3) 0.08665(19) 0.72258(17) 0.0227(7) Uani 1 1 d . . . C5B C 0.2229(3) -0.00649(19) 0.81997(17) 0.0224(7) Uani 1 1 d . . . H5B H 0.3087 -0.0117 0.8106 0.027 Uiso 1 1 calc R . . C6B C 0.1866(3) -0.0473(2) 0.87270(17) 0.0262(8) Uani 1 1 d . . . C7B C 0.0599(4) -0.0397(2) 0.88757(19) 0.0320(9) Uani 1 1 d . . . H7B H 0.0360 -0.0681 0.9244 0.038 Uiso 1 1 calc R . . C8B C -0.0278(4) 0.0079(2) 0.84975(19) 0.0303(8) Uani 1 1 d . . . H8B H -0.1129 0.0125 0.8602 0.036 Uiso 1 1 calc R . . C9B C 0.2924(3) 0.08433(19) 0.70056(16) 0.0207(7) Uani 1 1 d . . . H9B H 0.3262 0.0334 0.7041 0.025 Uiso 1 1 calc R . . C10B C 0.3898(3) 0.13285(19) 0.75141(17) 0.0211(7) Uani 1 1 d . . . H10B H 0.3765 0.1249 0.8013 0.025 Uiso 1 1 calc R . . N11B N 0.5311(3) 0.11423(18) 0.75110(15) 0.0208(6) Uani 1 1 d . . . H11B H 0.539(3) 0.074(2) 0.7572(18) 0.010(9) Uiso 1 1 d . . . C12B C 0.6203(3) 0.1500(2) 0.81287(19) 0.0254(8) Uani 1 1 d . . . H12J H 0.7132 0.1381 0.8125 0.030 Uiso 1 1 calc R . . H12I H 0.6012 0.1320 0.8585 0.030 Uiso 1 1 calc R . . C13B C 0.6007(3) 0.2323(2) 0.80785(18) 0.0266(8) Uani 1 1 d . . . H13B H 0.6876 0.2554 0.8074 0.032 Uiso 1 1 calc R . . C14B C 0.5056(4) 0.24842(19) 0.73581(18) 0.0253(7) Uani 1 1 d . . . H14B H 0.4952 0.3020 0.7292 0.030 Uiso 1 1 calc R . . C15B C 0.3716(3) 0.2141(2) 0.73449(18) 0.0244(7) Uani 1 1 d . . . H15J H 0.3129 0.2208 0.6865 0.029 Uiso 1 1 calc R . . H15I H 0.3300 0.2379 0.7706 0.029 Uiso 1 1 calc R . . C16B C 0.5624(4) 0.2166(2) 0.67525(19) 0.0285(8) Uani 1 1 d . . . H16J H 0.6513 0.2369 0.6771 0.034 Uiso 1 1 calc R . . H16I H 0.5051 0.2294 0.6282 0.034 Uiso 1 1 calc R . . C17B C 0.5713(4) 0.1342(2) 0.68312(19) 0.0266(8) Uani 1 1 d . . . H17I H 0.5121 0.1107 0.6416 0.032 Uiso 1 1 calc R . . H17J H 0.6627 0.1178 0.6848 0.032 Uiso 1 1 calc R . . C18B C 0.5509(4) 0.2624(2) 0.87033(19) 0.0334(9) Uani 1 1 d . . . H18B H 0.4806 0.2373 0.8842 0.040 Uiso 1 1 calc R . . C19B C 0.5958(5) 0.3200(2) 0.9071(2) 0.0453(11) Uani 1 1 d . . . H19J H 0.6661 0.3468 0.8950 0.054 Uiso 1 1 calc R . . H19I H 0.5583 0.3352 0.9459 0.054 Uiso 1 1 calc R . . C20B C 0.0058(3) 0.0509(2) 0.79499(19) 0.0257(7) Uani 1 1 d . . . C21B C 0.1326(3) 0.04333(19) 0.77956(17) 0.0224(7) Uani 1 1 d . . . O22B O 0.2624(3) -0.09774(15) 0.91366(13) 0.0305(6) Uani 1 1 d . . . C23B C 0.3853(4) -0.1144(2) 0.89589(19) 0.0314(8) Uani 1 1 d . . . H23J H 0.4426 -0.0716 0.9041 0.047 Uiso 1 1 calc R . . H23K H 0.3703 -0.1286 0.8452 0.047 Uiso 1 1 calc R . . H23I H 0.4276 -0.1544 0.9262 0.047 Uiso 1 1 calc R . . O24B O 0.2771(3) 0.10897(15) 0.62922(12) 0.0290(6) Uani 1 1 d . . . H24B H 0.3099 0.0786 0.6053 0.035 Uiso 1 1 calc R . . O31B O 0.5449(2) -0.02254(14) 0.78994(14) 0.0301(6) Uani 1 1 d . . . C32B C 0.6356(3) -0.06399(18) 0.81980(17) 0.0205(7) Uani 1 1 d . . . O33B O 0.6898(2) -0.06484(13) 0.88501(12) 0.0265(5) Uani 1 1 d . . . C34B C 0.6789(3) -0.1221(2) 0.77260(18) 0.0248(7) Uani 1 1 d . . . H34B H 0.7734 -0.1339 0.7940 0.030 Uiso 1 1 calc R . . O35B O 0.6715(3) -0.09961(18) 0.70182(14) 0.0398(7) Uani 1 1 d . . . H35B H 0.6017 -0.0758 0.6874 0.048 Uiso 1 1 calc R . . C36B C 0.5994(3) -0.18933(19) 0.77708(17) 0.0226(7) Uani 1 1 d . . . C37B C 0.6412(4) -0.2401(2) 0.83070(18) 0.0265(8) Uani 1 1 d . . . H37B H 0.720(4) -0.230(2) 0.8614(19) 0.017(9) Uiso 1 1 d . . . C38B C 0.5691(5) -0.3015(2) 0.8352(2) 0.0352(9) Uani 1 1 d . . . H38B H 0.593(6) -0.343(4) 0.877(3) 0.082(19) Uiso 1 1 d . . . C39B C 0.4532(4) -0.3138(2) 0.7861(2) 0.0360(9) Uani 1 1 d . . . H39B H 0.397(4) -0.359(3) 0.789(2) 0.038(11) Uiso 1 1 d . . . C40B C 0.4081(4) -0.2634(2) 0.7329(2) 0.0339(9) Uani 1 1 d . . . H40B H 0.328(4) -0.277(2) 0.695(2) 0.027(10) Uiso 1 1 d . . . C41B C 0.4811(4) -0.2015(2) 0.72817(18) 0.0260(8) Uani 1 1 d . . . H41B H 0.445(4) -0.163(2) 0.6927(19) 0.020(9) Uiso 1 1 d . . . N1C N 0.2675(3) 0.04117(17) 1.07514(16) 0.0288(7) Uani 1 1 d . . . C2C C 0.2950(4) 0.0621(2) 1.01409(19) 0.0292(8) Uani 1 1 d . . . H2C H 0.2244 0.0789 0.9772 0.035 Uiso 1 1 calc R . . C3C C 0.4217(3) 0.0610(2) 0.99987(18) 0.0256(7) Uani 1 1 d . . . H3C H 0.4352 0.0782 0.9550 0.031 Uiso 1 1 calc R . . C4C C 0.5266(3) 0.03526(18) 1.05062(17) 0.0225(7) Uani 1 1 d . . . C5C C 0.5979(3) -0.02406(18) 1.17118(17) 0.0229(7) Uani 1 1 d . . . H5C H 0.6859 -0.0292 1.1651 0.028 Uiso 1 1 calc R . . C6C C 0.5639(4) -0.04807(19) 1.23299(18) 0.0262(8) Uani 1 1 d . . . C7C C 0.4345(4) -0.0386(2) 1.24394(19) 0.0282(8) Uani 1 1 d . . . H7C H 0.4137 -0.0536 1.2879 0.034 Uiso 1 1 calc R . . C8C C 0.3404(4) -0.0082(2) 1.19206(19) 0.0285(8) Uani 1 1 d . . . H8C H 0.2537 -0.0024 1.1999 0.034 Uiso 1 1 calc R . . C9C C 0.6646(3) 0.03543(19) 1.03412(16) 0.0214(7) Uani 1 1 d . . . H9C H 0.7078 -0.0125 1.0476 0.026 Uiso 1 1 calc R . . C10C C 0.7478(3) 0.09565(18) 1.07787(17) 0.0206(7) Uani 1 1 d . . . H10C H 0.7352 0.0923 1.1284 0.025 Uiso 1 1 calc R . . N11C N 0.8926(3) 0.08548(17) 1.08039(15) 0.0235(6) Uani 1 1 d . . . H11C H 0.921(4) 0.041(3) 1.095(2) 0.037(12) Uiso 1 1 d . . . C12C C 0.9709(3) 0.1336(2) 1.13728(18) 0.0254(7) Uani 1 1 d . . . H12L H 1.0663 0.1270 1.1392 0.030 Uiso 1 1 calc R . . H12K H 0.9540 0.1201 1.1848 0.030 Uiso 1 1 calc R . . C13C C 0.9330(4) 0.2134(2) 1.12108(19) 0.0293(8) Uani 1 1 d . . . H13C H 1.0144 0.2400 1.1160 0.035 Uiso 1 1 calc R . . C14C C 0.8344(4) 0.2161(2) 1.04773(19) 0.0286(8) Uani 1 1 d . . . H17A H 0.8107 0.2676 1.0344 0.034 Uiso 1 1 calc R . . C15C C 0.7095(3) 0.17298(19) 1.05091(17) 0.0223(7) Uani 1 1 d . . . H15K H 0.6507 0.1710 1.0025 0.027 Uiso 1 1 calc R . . H15L H 0.6613 0.1973 1.0838 0.027 Uiso 1 1 calc R . . C16C C 0.8979(4) 0.1820(2) 0.9917(2) 0.0352(9) Uani 1 1 d . . . H16L H 0.9798 0.2086 0.9894 0.042 Uiso 1 1 calc R . . H16K H 0.8371 0.1852 0.9439 0.042 Uiso 1 1 calc R . . C17C C 0.9310(4) 0.1017(2) 1.01067(19) 0.0325(9) Uani 1 1 d . . . H17K H 0.8817 0.0698 0.9722 0.039 Uiso 1 1 calc R . . H17L H 1.0265 0.0930 1.0153 0.039 Uiso 1 1 calc R . . C18C C 0.8832(4) 0.2476(2) 1.18088(19) 0.0344(9) Uani 1 1 d . . . H18C H 0.8069 0.2271 1.1930 0.041 Uiso 1 1 calc R . . C19C C 0.9362(5) 0.3034(3) 1.2178(2) 0.0476(12) Uani 1 1 d . . . H19L H 1.0126 0.3254 1.2073 0.057 Uiso 1 1 calc R . . H19K H 0.8985 0.3221 1.2552 0.057 Uiso 1 1 calc R . . C20C C 0.3691(3) 0.0153(2) 1.12587(18) 0.0259(7) Uani 1 1 d . . . C21C C 0.5005(3) 0.00849(19) 1.11650(17) 0.0230(7) Uani 1 1 d . . . O22C O 0.6458(3) -0.08350(15) 1.28692(13) 0.0310(6) Uani 1 1 d . . . C23C C 0.7751(4) -0.0989(2) 1.2777(2) 0.0358(9) Uani 1 1 d . . . H23M H 0.8191 -0.0536 1.2698 0.054 Uiso 1 1 calc R . . H23N H 0.7699 -0.1309 1.2361 0.054 Uiso 1 1 calc R . . H23L H 0.8255 -0.1229 1.3210 0.054 Uiso 1 1 calc R . . O24C O 0.6568(2) 0.04838(14) 0.96057(11) 0.0246(5) Uani 1 1 d . . . H24C H 0.6644 0.0090 0.9397 0.029 Uiso 1 1 calc R . . O31C O 1.0680(5) -0.0668(3) 1.2602(3) 0.0271(12) Uani 0.831(5) 1 d P A 1 C32C C 1.0156(8) -0.0732(4) 1.1948(3) 0.024(2) Uani 0.831(5) 1 d P A 1 O33C O 0.9336(5) -0.0318(4) 1.1583(3) 0.0300(11) Uani 0.831(5) 1 d P A 1 C34C C 1.0588(4) -0.1420(3) 1.1595(3) 0.0311(11) Uani 0.831(5) 1 d P A 1 H34C H 1.1157 -0.1262 1.1262 0.037 Uiso 0.831(5) 1 calc PR A 1 O35C O 1.1354(3) -0.1869(2) 1.2123(2) 0.0487(11) Uani 0.831(5) 1 d P A 1 H35C H 1.1499 -0.1657 1.2523 0.058 Uiso 0.831(5) 1 calc PR A 1 C36C C 0.9429(5) -0.1820(4) 1.1157(3) 0.0240(11) Uani 0.831(5) 1 d P A 1 C37C C 0.9017(7) -0.2474(4) 1.1392(3) 0.0255(10) Uani 0.831(5) 1 d P A 1 H37C H 0.9486 -0.2680 1.1831 0.031 Uiso 0.831(5) 1 calc PR A 1 C38C C 0.7937(7) -0.2826(3) 1.0996(3) 0.0302(11) Uani 0.831(5) 1 d P A 1 H38C H 0.7671 -0.3277 1.1158 0.036 Uiso 0.831(5) 1 calc PR A 1 C39C C 0.7230(6) -0.2528(4) 1.0357(4) 0.0305(15) Uani 0.831(5) 1 d P A 1 H39C H 0.6471 -0.2767 1.0087 0.037 Uiso 0.831(5) 1 calc PR A 1 C40C C 0.7652(8) -0.1873(4) 1.0119(3) 0.0324(19) Uani 0.831(5) 1 d P A 1 H40C H 0.7182 -0.1667 0.9680 0.039 Uiso 0.831(5) 1 calc PR A 1 C41C C 0.8738(9) -0.1525(4) 1.0512(4) 0.0305(19) Uani 0.831(5) 1 d P A 1 H41C H 0.9020 -0.1080 1.0344 0.037 Uiso 0.831(5) 1 calc PR A 1 O31D O 0.945(5) -0.017(2) 1.173(2) 0.073(13) Uani 0.169(5) 1 d PD A 2 C32D C 1.013(8) -0.072(4) 1.1920(16) 0.08(3) Uiso 0.169(5) 1 d PD A 2 O33D O 1.055(5) -0.083(2) 1.257(2) 0.073(13) Uani 0.17 1 d PD A 2 C34D C 1.049(2) -0.0998(13) 1.1222(10) 0.030(5) Uani 0.169(5) 1 d PD A 2 H34D H 1.1382 -0.1229 1.1350 0.035 Uiso 0.169(5) 1 calc PR A 2 O35D O 1.0462(18) -0.0528(10) 1.0651(8) 0.040(5) Uani 0.169(5) 1 d P A 2 H35D H 1.1146 -0.0271 1.0733 0.049 Uiso 0.169(5) 1 calc PR A 2 C36D C 0.944(4) -0.1604(19) 1.095(2) 0.031(9) Uiso 0.169(5) 1 d P A 2 C37D C 0.942(3) -0.220(2) 1.1368(17) 0.025(7) Uiso 0.169(5) 1 d P A 2 H37D H 1.0084 -0.2246 1.1798 0.031 Uiso 0.169(5) 1 calc PR A 2 C38D C 0.853(4) -0.273(2) 1.121(2) 0.032(8) Uiso 0.169(5) 1 d P A 2 H38D H 0.8585 -0.3158 1.1496 0.038 Uiso 0.169(5) 1 calc PR A 2 C39D C 0.752(3) -0.2631(16) 1.060(2) 0.021(7) Uiso 0.169(5) 1 d P A 2 H39D H 0.6867 -0.2997 1.0468 0.025 Uiso 0.169(5) 1 calc PR A 2 C40D C 0.745(3) -0.203(2) 1.0217(15) 0.009(7) Uiso 0.169(5) 1 d P A 2 H40D H 0.6688 -0.1930 0.9854 0.011 Uiso 0.169(5) 1 calc PR A 2 C41D C 0.847(5) -0.157(3) 1.034(2) 0.027(10) Uiso 0.169(5) 1 d P A 2 H41D H 0.8518 -0.1206 0.9994 0.032 Uiso 0.169(5) 1 calc PR A 2 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 N1A 0.0220(15) 0.0357(17) 0.0292(15) -0.0025(14) 0.0097(12) -0.0061(13) C2A 0.0239(18) 0.038(2) 0.0289(18) -0.0013(16) 0.0039(14) -0.0056(16) C3A 0.0243(17) 0.0293(19) 0.0232(16) 0.0012(14) 0.0049(13) -0.0074(14) C4A 0.0203(16) 0.0207(16) 0.0229(15) -0.0037(13) 0.0073(13) -0.0061(13) C5A 0.0257(17) 0.0251(18) 0.0219(16) 0.0003(14) 0.0090(13) -0.0087(14) C6A 0.034(2) 0.030(2) 0.0214(16) -0.0026(14) 0.0074(14) -0.0141(16) C7A 0.036(2) 0.039(2) 0.0199(16) -0.0052(15) 0.0116(15) -0.0159(17) C8A 0.0275(19) 0.033(2) 0.0304(18) -0.0092(16) 0.0170(15) -0.0129(16) C9A 0.0209(16) 0.0235(17) 0.0166(14) -0.0001(13) 0.0074(12) -0.0034(13) C10A 0.0190(16) 0.0248(18) 0.0168(14) 0.0018(13) 0.0084(12) -0.0021(13) N11A 0.0187(14) 0.0267(16) 0.0192(13) 0.0051(12) 0.0043(11) -0.0023(12) C12A 0.0230(18) 0.0273(19) 0.0277(17) 0.0029(15) -0.0029(14) -0.0060(15) C13A 0.029(2) 0.035(2) 0.050(2) 0.0130(19) -0.0041(18) -0.0082(17) C14A 0.033(2) 0.034(2) 0.043(2) 0.0230(18) -0.0102(17) -0.0112(18) C15A 0.0253(18) 0.0208(17) 0.0266(17) 0.0002(13) 0.0034(14) -0.0024(14) C16A 0.031(2) 0.062(3) 0.034(2) 0.022(2) 0.0096(16) -0.004(2) C17A 0.0195(18) 0.059(3) 0.0244(17) 0.0050(18) 0.0105(14) -0.0006(17) C18A 0.052(3) 0.037(3) 0.057(3) 0.004(2) -0.013(2) -0.009(2) C19A 0.101(5) 0.072(4) 0.049(3) 0.008(3) 0.011(3) 0.026(4) C20A 0.0253(17) 0.0258(18) 0.0244(16) -0.0060(14) 0.0101(14) -0.0077(14) C21A 0.0259(17) 0.0227(17) 0.0226(15) -0.0045(13) 0.0093(13) -0.0099(14) O22A 0.0357(15) 0.0427(16) 0.0218(12) 0.0096(11) 0.0080(10) -0.0076(12) C23A 0.037(2) 0.062(3) 0.041(2) 0.027(2) 0.0102(18) 0.001(2) O24A 0.0289(12) 0.0265(13) 0.0179(11) -0.0034(10) 0.0080(9) -0.0035(11) O31A 0.0495(17) 0.0322(15) 0.0263(13) 0.0059(11) 0.0126(12) 0.0091(13) C32A 0.0230(17) 0.0255(18) 0.0316(18) 0.0086(15) 0.0074(14) -0.0048(15) O33A 0.0337(15) 0.064(2) 0.0246(13) 0.0084(13) 0.0011(11) -0.0075(14) C34A 0.0179(17) 0.043(2) 0.0351(19) -0.0037(17) 0.0060(14) -0.0017(16) O35A 0.0342(15) 0.0450(17) 0.0298(13) 0.0024(12) 0.0103(11) -0.0050(13) C36A 0.0205(18) 0.035(2) 0.0279(18) -0.0044(16) 0.0040(14) 0.0030(15) C37A 0.033(2) 0.040(2) 0.035(2) -0.0048(18) -0.0021(16) 0.0072(18) C38A 0.068(3) 0.035(2) 0.037(2) 0.0084(19) 0.000(2) 0.002(2) C39A 0.056(3) 0.040(3) 0.043(2) -0.002(2) 0.001(2) -0.013(2) C40A 0.034(2) 0.044(3) 0.037(2) 0.0010(19) -0.0058(17) -0.0038(19) C41A 0.0270(19) 0.032(2) 0.0307(18) -0.0011(16) 0.0004(15) 0.0022(16) N1B 0.0206(15) 0.0323(18) 0.0409(18) -0.0127(15) 0.0078(13) 0.0009(13) C2B 0.0211(18) 0.0286(19) 0.044(2) -0.0037(17) 0.0043(16) 0.0024(15) C3B 0.0230(18) 0.0294(19) 0.0319(18) -0.0017(15) 0.0072(14) 0.0011(15) C4B 0.0204(17) 0.0255(17) 0.0217(15) -0.0069(14) 0.0035(13) -0.0006(14) C5B 0.0215(16) 0.0286(18) 0.0188(15) -0.0042(13) 0.0081(13) -0.0050(14) C6B 0.0259(18) 0.035(2) 0.0198(16) -0.0041(14) 0.0086(13) -0.0083(15) C7B 0.033(2) 0.042(2) 0.0251(18) -0.0072(16) 0.0146(15) -0.0106(17) C8B 0.0257(18) 0.038(2) 0.0313(18) -0.0142(17) 0.0151(15) -0.0062(16) C9B 0.0226(17) 0.0225(17) 0.0188(15) 0.0013(13) 0.0087(13) 0.0026(13) C10B 0.0204(17) 0.0243(17) 0.0211(15) 0.0013(13) 0.0100(13) 0.0043(14) N11B 0.0176(14) 0.0223(17) 0.0240(14) 0.0058(12) 0.0080(11) 0.0046(12) C12B 0.0185(17) 0.032(2) 0.0254(17) 0.0053(14) 0.0030(13) 0.0041(14) C13B 0.0216(17) 0.034(2) 0.0253(17) 0.0021(15) 0.0075(14) -0.0032(15) C14B 0.0290(19) 0.0208(17) 0.0271(17) 0.0042(14) 0.0080(14) 0.0027(15) C15B 0.0211(17) 0.0269(18) 0.0261(17) 0.0006(14) 0.0069(14) 0.0067(14) C16B 0.0302(19) 0.033(2) 0.0253(17) 0.0074(15) 0.0129(15) 0.0047(16) C17B 0.0255(18) 0.0302(19) 0.0281(17) 0.0026(15) 0.0146(14) 0.0034(15) C18B 0.036(2) 0.037(2) 0.0270(17) 0.0046(16) 0.0065(15) 0.0028(17) C19B 0.072(3) 0.032(2) 0.032(2) 0.0009(18) 0.011(2) 0.001(2) C20B 0.0202(17) 0.0266(18) 0.0308(17) -0.0119(15) 0.0068(14) -0.0038(14) C21B 0.0199(16) 0.0253(18) 0.0234(15) -0.0071(13) 0.0077(13) -0.0030(14) O22B 0.0316(14) 0.0371(15) 0.0251(12) 0.0059(11) 0.0111(11) -0.0052(12) C23B 0.030(2) 0.041(2) 0.0245(17) 0.0078(16) 0.0091(15) 0.0022(17) O24B 0.0349(14) 0.0347(14) 0.0184(11) 0.0026(10) 0.0084(10) 0.0071(11) O31B 0.0285(14) 0.0258(14) 0.0341(13) 0.0071(11) 0.0024(11) 0.0033(11) C32B 0.0206(16) 0.0161(16) 0.0256(16) 0.0039(13) 0.0065(13) -0.0043(13) O33B 0.0307(13) 0.0250(13) 0.0228(12) -0.0017(10) 0.0038(10) 0.0000(11) C34B 0.0247(18) 0.0305(19) 0.0219(16) 0.0001(14) 0.0110(14) 0.0006(15) O35B 0.0433(17) 0.0491(18) 0.0298(14) 0.0060(13) 0.0139(12) -0.0037(14) C36B 0.0263(18) 0.0256(18) 0.0184(15) -0.0015(13) 0.0103(13) 0.0050(14) C37B 0.036(2) 0.0268(19) 0.0173(15) -0.0050(14) 0.0068(15) 0.0063(16) C38B 0.061(3) 0.0239(19) 0.0232(18) -0.0002(15) 0.0144(18) 0.0045(18) C39B 0.052(3) 0.028(2) 0.0313(19) -0.0018(16) 0.0160(18) -0.0125(19) C40B 0.043(2) 0.030(2) 0.0306(19) 0.0002(16) 0.0110(17) -0.0069(18) C41B 0.0313(19) 0.0240(18) 0.0230(17) 0.0028(14) 0.0069(14) 0.0021(15) N1C 0.0274(16) 0.0314(17) 0.0276(15) -0.0074(13) 0.0059(12) -0.0079(13) C2C 0.0273(18) 0.032(2) 0.0268(17) -0.0044(15) 0.0021(14) -0.0043(16) C3C 0.0277(18) 0.0269(18) 0.0213(16) -0.0025(14) 0.0034(13) -0.0057(15) C4C 0.0262(17) 0.0206(17) 0.0220(15) -0.0037(13) 0.0079(13) -0.0044(14) C5C 0.0276(18) 0.0208(17) 0.0230(16) -0.0034(13) 0.0113(13) -0.0040(14) C6C 0.036(2) 0.0204(18) 0.0238(17) -0.0037(14) 0.0096(15) -0.0075(15) C7C 0.041(2) 0.0252(18) 0.0236(17) -0.0074(14) 0.0175(15) -0.0129(16) C8C 0.0325(19) 0.0276(19) 0.0290(18) -0.0075(15) 0.0146(15) -0.0102(15) C9C 0.0265(17) 0.0223(17) 0.0171(15) -0.0014(12) 0.0083(13) -0.0004(14) C10C 0.0217(17) 0.0232(17) 0.0188(15) -0.0007(13) 0.0083(12) 0.0006(14) N11C 0.0241(15) 0.0261(16) 0.0210(14) -0.0003(12) 0.0061(11) 0.0026(13) C12C 0.0195(17) 0.0315(19) 0.0240(17) 0.0014(15) 0.0023(13) 0.0003(14) C13C 0.0236(18) 0.031(2) 0.0319(19) 0.0012(16) 0.0025(15) -0.0075(16) C14C 0.033(2) 0.0252(18) 0.0270(17) 0.0054(14) 0.0053(15) -0.0023(16) C15C 0.0218(17) 0.0233(17) 0.0211(15) 0.0002(14) 0.0027(13) -0.0004(14) C16C 0.033(2) 0.045(2) 0.0276(18) 0.0129(17) 0.0072(15) -0.0031(18) C17C 0.0268(19) 0.051(2) 0.0228(17) -0.0003(17) 0.0114(14) 0.0021(17) C18C 0.033(2) 0.038(2) 0.0298(18) -0.0015(17) 0.0018(16) 0.0078(18) C19C 0.056(3) 0.040(3) 0.039(2) 0.0014(19) -0.006(2) 0.014(2) C20C 0.0266(18) 0.0248(18) 0.0265(17) -0.0074(14) 0.0063(14) -0.0072(15) C21C 0.0289(18) 0.0192(17) 0.0212(15) -0.0053(13) 0.0064(13) -0.0068(14) O22C 0.0389(15) 0.0308(14) 0.0258(12) 0.0058(11) 0.0124(11) -0.0023(12) C23C 0.044(2) 0.034(2) 0.0305(19) 0.0080(16) 0.0087(17) 0.0012(18) O24C 0.0342(13) 0.0269(13) 0.0140(10) 0.0003(9) 0.0084(9) -0.0009(11) O31C 0.0256(19) 0.025(3) 0.030(2) 0.0008(16) 0.0039(15) 0.005(2) C32C 0.023(3) 0.028(3) 0.022(3) -0.0040(17) 0.0108(18) -0.0060(18) O33C 0.036(2) 0.025(3) 0.025(2) 0.0011(18) -0.0008(16) -0.0024(19) C34C 0.023(2) 0.035(3) 0.036(3) -0.011(2) 0.0093(19) 0.0040(19) O35C 0.034(2) 0.047(2) 0.057(2) -0.0192(19) -0.0084(17) 0.0238(17) C36C 0.028(3) 0.024(3) 0.023(3) -0.005(3) 0.013(2) 0.006(2) C37C 0.033(3) 0.024(3) 0.021(2) 0.001(2) 0.010(2) 0.005(3) C38C 0.036(3) 0.033(3) 0.024(3) 0.001(2) 0.011(2) -0.004(3) C39C 0.033(3) 0.035(4) 0.021(3) -0.006(2) 0.001(2) 0.004(2) C40C 0.052(4) 0.025(4) 0.021(3) 0.003(2) 0.008(3) 0.002(3) C41C 0.053(5) 0.024(3) 0.016(3) -0.009(3) 0.013(4) -0.002(3) O31D 0.13(2) 0.048(18) 0.037(13) 0.007(11) 0.005(11) -0.040(13) O33D 0.13(2) 0.048(18) 0.037(13) 0.007(11) 0.005(11) -0.040(13) C34D 0.044(14) 0.029(12) 0.014(9) 0.005(9) 0.003(9) 0.003(10) O35D 0.052(11) 0.049(11) 0.020(7) 0.009(7) 0.007(7) -0.009(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 N1A C2A 1.314(4) . ? N1A C20A 1.372(4) . ? C2A C3A 1.398(4) . ? C2A H2A 0.9500 . ? C3A C4A 1.364(4) . ? C3A H3A 0.9500 . ? C4A C21A 1.422(4) . ? C4A C9A 1.519(4) . ? C5A C6A 1.372(4) . ? C5A C21A 1.419(4) . ? C5A H5A 0.9500 . ? C6A O22A 1.354(3) . ? C6A C7A 1.402(4) . ? C7A C8A 1.363(4) . ? C7A H7A 0.9500 . ? C8A C20A 1.417(4) . ? C8A H8A 0.9500 . ? C9A O24A 1.406(3) . ? C9A C10A 1.535(4) . ? C9A H9A 1.0000 . ? C10A N11A 1.508(3) . ? C10A C15A 1.530(4) . ? C10A H10A 1.0000 . ? N11A C12A 1.481(4) . ? N11A C17A 1.503(3) . ? N11A H11A 0.87(3) . ? C12A C13A 1.546(4) . ? C12A H12F 0.9900 . ? C12A H12G 0.9900 . ? C13A C18A 1.457(5) . ? C13A C14A 1.531(4) . ? C13A H13A 1.0000 . ? C14A C16A 1.513(5) . ? C14A C15A 1.543(4) . ? C14A H14A 1.0000 . ? C15A H15G 0.9900 . ? C15A H15F 0.9900 . ? C16A C17A 1.508(5) . ? C16A H16G 0.9900 . ? C16A H16F 0.9900 . ? C17A H17G 0.9900 . ? C17A H17F 0.9900 . ? C18A C19A 1.289(6) . ? C18A H23C 0.9500 . ? C19A H24E 0.9500 . ? C19A H24F 0.9500 . ? C20A C21A 1.412(4) . ? O22A C23A 1.421(4) . ? C23A H23G 0.9800 . ? C23A H23H 0.9800 . ? C23A H23F 0.9800 . ? O24A H24A 0.8400 . ? O31A C32A 1.267(3) . ? C32A O33A 1.223(3) . ? C32A C34A 1.523(4) . ? C34A O35A 1.445(4) . ? C34A C36A 1.518(4) . ? C34A H34A 1.0000 . ? O35A H35A 0.8400 . ? C36A C37A 1.368(4) . ? C36A C41A 1.389(4) . ? C37A C38A 1.374(5) . ? C37A H37A 0.9500 . ? C38A C39A 1.376(5) . ? C38A H38A 0.9500 . ? C39A C40A 1.363(5) . ? C39A H39A 0.9500 . ? C40A C41A 1.377(4) . ? C40A H40A 0.9500 . ? C41A H41A 0.9500 . ? N1B C2B 1.302(4) . ? N1B C20B 1.369(4) . ? C2B C3B 1.399(4) . ? C2B H2B 0.9500 . ? C3B C4B 1.363(4) . ? C3B H3B 0.9500 . ? C4B C21B 1.425(4) . ? C4B C9B 1.517(4) . ? C5B C6B 1.372(4) . ? C5B C21B 1.416(4) . ? C5B H5B 0.9500 . ? C6B O22B 1.351(3) . ? C6B C7B 1.410(4) . ? C7B C8B 1.351(4) . ? C7B H7B 0.9500 . ? C8B C20B 1.415(4) . ? C8B H8B 0.9500 . ? C9B O24B 1.409(3) . ? C9B C10B 1.529(4) . ? C9B H9B 1.0000 . ? C10B N11B 1.508(3) . ? C10B C15B 1.536(4) . ? C10B H10B 1.0000 . ? N11B C12B 1.483(4) . ? N11B C17B 1.489(3) . ? N11B H11B 0.75(3) . ? C12B C13B 1.532(4) . ? C12B H12J 0.9900 . ? C12B H12I 0.9900 . ? C13B C18B 1.500(4) . ? C13B C14B 1.537(4) . ? C13B H13B 1.0000 . ? C14B C16B 1.520(4) . ? C14B C15B 1.524(4) . ? C14B H14B 1.0000 . ? C15B H15J 0.9900 . ? C15B H15I 0.9900 . ? C16B C17B 1.527(4) . ? C16B H16J 0.9900 . ? C16B H16I 0.9900 . ? C17B H17I 0.9900 . ? C17B H17J 0.9900 . ? C18B C19B 1.299(5) . ? C18B H18B 0.9500 . ? C19B H19J 0.9500 . ? C19B H19I 0.9500 . ? C20B C21B 1.415(4) . ? O22B C23B 1.423(3) . ? C23B H23J 0.9800 . ? C23B H23K 0.9800 . ? C23B H23I 0.9800 . ? O24B H24B 0.8400 . ? O31B C32B 1.251(3) . ? C32B O33B 1.247(3) . ? C32B C34B 1.527(4) . ? C34B O35B 1.397(3) . ? C34B C36B 1.504(4) . ? C34B H34B 1.0000 . ? O35B H35B 0.8400 . ? C36B C37B 1.384(4) . ? C36B C41B 1.389(4) . ? C37B C38B 1.371(4) . ? C37B H37B 0.93(3) . ? C38B C39B 1.369(5) . ? C38B H38B 1.07(4) . ? C39B C40B 1.381(4) . ? C39B H39B 1.02(3) . ? C40B C41B 1.382(4) . ? C40B H40B 0.99(3) . ? C41B H41B 0.98(3) . ? N1C C2C 1.315(4) . ? N1C C20C 1.352(4) . ? C2C C3C 1.397(4) . ? C2C H2C 0.9500 . ? C3C C4C 1.372(4) . ? C3C H3C 0.9500 . ? C4C C21C 1.428(4) . ? C4C C9C 1.532(4) . ? C5C C6C 1.373(4) . ? C5C C21C 1.416(4) . ? C5C H5C 0.9500 . ? C6C O22C 1.352(3) . ? C6C C7C 1.414(4) . ? C7C C8C 1.350(4) . ? C7C H7C 0.9500 . ? C8C C20C 1.421(4) . ? C8C H8C 0.9500 . ? C9C O24C 1.406(3) . ? C9C C10C 1.535(4) . ? C9C H9C 1.0000 . ? C10C N11C 1.501(3) . ? C10C C15C 1.539(4) . ? C10C H10C 1.0000 . ? N11C C12C 1.496(4) . ? N11C C17C 1.498(3) . ? N11C H11C 0.86(4) . ? C12C C13C 1.538(4) . ? C12C H12L 0.9900 . ? C12C H12K 0.9900 . ? C13C C18C 1.488(4) . ? C13C C14C 1.539(4) . ? C13C H13C 1.0000 . ? C14C C16C 1.506(4) . ? C14C C15C 1.534(4) . ? C14C H17A 1.0000 . ? C15C H15K 0.9900 . ? C15C H15L 0.9900 . ? C16C C17C 1.548(5) . ? C16C H16L 0.9900 . ? C16C H16K 0.9900 . ? C17C H17K 0.9900 . ? C17C H17L 0.9900 . ? C18C C19C 1.297(5) . ? C18C H18C 0.9500 . ? C19C H19L 0.9500 . ? C19C H19K 0.9500 . ? C20C C21C 1.421(4) . ? O22C C23C 1.422(4) . ? C23C H23M 0.9800 . ? C23C H23N 0.9800 . ? C23C H23L 0.9800 . ? O24C H24C 0.8400 . ? O31C C32C 1.251(5) . ? C32C O33C 1.236(5) . ? C32C C34C 1.548(5) . ? C34C O35C 1.410(5) . ? C34C C36C 1.498(6) . ? C34C H34C 1.0000 . ? O35C H35C 0.8400 . ? C36C C37C 1.385(7) . ? C36C C41C 1.393(8) . ? C37C C38C 1.375(7) . ? C37C H37C 0.9500 . ? C38C C39C 1.390(6) . ? C38C H38C 0.9500 . ? C39C C40C 1.391(7) . ? C39C H39C 0.9500 . ? C40C C41C 1.372(9) . ? C40C H40C 0.9500 . ? C41C H41C 0.9500 . ? O31D C32D 1.245(10) . ? C32D O33D 1.245(10) . ? C32D C34D 1.547(10) . ? C34D O35D 1.39(2) . ? C34D C36D 1.58(3) . ? C34D H34D 1.0000 . ? O35D H35D 0.8400 . ? C36D C37D 1.35(3) . ? C36D C41D 1.36(4) . ? C37D C38D 1.34(3) . ? C37D H37D 0.9500 . ? C38D C39D 1.38(3) . ? C38D H38D 0.9500 . ? C39D C40D 1.34(3) . ? C39D H39D 0.9500 . ? C40D C41D 1.32(5) . ? C40D H40D 0.9500 . ? C41D H41D 0.9500 . ? 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 C2A N1A C20A 116.6(2) . . ? N1A C2A C3A 124.3(3) . . ? N1A C2A H2A 117.8 . . ? C3A C2A H2A 117.8 . . ? C4A C3A C2A 120.0(3) . . ? C4A C3A H3A 120.0 . . ? C2A C3A H3A 120.0 . . ? C3A C4A C21A 118.1(2) . . ? C3A C4A C9A 119.5(2) . . ? C21A C4A C9A 122.4(2) . . ? C6A C5A C21A 119.7(3) . . ? C6A C5A H5A 120.1 . . ? C21A C5A H5A 120.1 . . ? O22A C6A C5A 125.6(3) . . ? O22A C6A C7A 113.5(2) . . ? C5A C6A C7A 120.9(3) . . ? C8A C7A C6A 120.5(3) . . ? C8A C7A H7A 119.8 . . ? C6A C7A H7A 119.8 . . ? C7A C8A C20A 119.9(3) . . ? C7A C8A H8A 120.0 . . ? C20A C8A H8A 120.0 . . ? O24A C9A C4A 110.9(2) . . ? O24A C9A C10A 109.1(2) . . ? C4A C9A C10A 108.6(2) . . ? O24A C9A H9A 109.4 . . ? C4A C9A H9A 109.4 . . ? C10A C9A H9A 109.4 . . ? N11A C10A C15A 108.1(2) . . ? N11A C10A C9A 111.8(2) . . ? C15A C10A C9A 114.2(2) . . ? N11A C10A H10A 107.5 . . ? C15A C10A H10A 107.5 . . ? C9A C10A H10A 107.5 . . ? C12A N11A C17A 108.9(2) . . ? C12A N11A C10A 109.3(2) . . ? C17A N11A C10A 113.4(2) . . ? C12A N11A H11A 109(2) . . ? C17A N11A H11A 110(2) . . ? C10A N11A H11A 106(2) . . ? N11A C12A C13A 108.9(2) . . ? N11A C12A H12F 109.9 . . ? C13A C12A H12F 109.9 . . ? N11A C12A H12G 109.9 . . ? C13A C12A H12G 109.9 . . ? H12F C12A H12G 108.3 . . ? C18A C13A C14A 111.5(3) . . ? C18A C13A C12A 116.0(3) . . ? C14A C13A C12A 107.8(2) . . ? C18A C13A H13A 107.0 . . ? C14A C13A H13A 107.0 . . ? C12A C13A H13A 107.0 . . ? C16A C14A C13A 108.1(3) . . ? C16A C14A C15A 109.6(3) . . ? C13A C14A C15A 110.2(3) . . ? C16A C14A H14A 109.6 . . ? C13A C14A H14A 109.6 . . ? C15A C14A H14A 109.6 . . ? C10A C15A C14A 109.1(2) . . ? C10A C15A H15G 109.9 . . ? C14A C15A H15G 109.9 . . ? C10A C15A H15F 109.9 . . ? C14A C15A H15F 109.9 . . ? H15G C15A H15F 108.3 . . ? C17A C16A C14A 108.8(2) . . ? C17A C16A H16G 109.9 . . ? C14A C16A H16G 109.9 . . ? C17A C16A H16F 109.9 . . ? C14A C16A H16F 109.9 . . ? H16G C16A H16F 108.3 . . ? N11A C17A C16A 109.4(3) . . ? N11A C17A H17G 109.8 . . ? C16A C17A H17G 109.8 . . ? N11A C17A H17F 109.8 . . ? C16A C17A H17F 109.8 . . ? H17G C17A H17F 108.3 . . ? C19A C18A C13A 129.9(4) . . ? C19A C18A H23C 115.1 . . ? C13A C18A H23C 115.1 . . ? C18A C19A H24E 120.0 . . ? C18A C19A H24F 120.0 . . ? H24E C19A H24F 120.0 . . ? N1A C20A C21A 123.2(2) . . ? N1A C20A C8A 117.2(2) . . ? C21A C20A C8A 119.6(3) . . ? C20A C21A C5A 118.8(2) . . ? C20A C21A C4A 117.5(2) . . ? C5A C21A C4A 123.6(2) . . ? C6A O22A C23A 116.6(2) . . ? O22A C23A H23G 109.5 . . ? O22A C23A H23H 109.5 . . ? H23G C23A H23H 109.5 . . ? O22A C23A H23F 109.5 . . ? H23G C23A H23F 109.5 . . ? H23H C23A H23F 109.5 . . ? C9A O24A H24A 109.5 . . ? O33A C32A O31A 123.7(3) . . ? O33A C32A C34A 119.8(3) . . ? O31A C32A C34A 116.5(2) . . ? O35A C34A C36A 110.1(2) . . ? O35A C34A C32A 110.6(2) . . ? C36A C34A C32A 107.5(2) . . ? O35A C34A H34A 109.6 . . ? C36A C34A H34A 109.6 . . ? C32A C34A H34A 109.6 . . ? C34A O35A H35A 109.5 . . ? C37A C36A C41A 118.7(3) . . ? C37A C36A C34A 120.2(3) . . ? C41A C36A C34A 121.0(3) . . ? C36A C37A C38A 121.3(3) . . ? C36A C37A H37A 119.4 . . ? C38A C37A H37A 119.4 . . ? C37A C38A C39A 119.7(3) . . ? C37A C38A H38A 120.2 . . ? C39A C38A H38A 120.2 . . ? C40A C39A C38A 119.6(3) . . ? C40A C39A H39A 120.2 . . ? C38A C39A H39A 120.2 . . ? C39A C40A C41A 120.8(3) . . ? C39A C40A H40A 119.6 . . ? C41A C40A H40A 119.6 . . ? C40A C41A C36A 119.8(3) . . ? C40A C41A H41A 120.1 . . ? C36A C41A H41A 120.1 . . ? C2B N1B C20B 116.4(2) . . ? N1B C2B C3B 124.9(3) . . ? N1B C2B H2B 117.6 . . ? C3B C2B H2B 117.6 . . ? C4B C3B C2B 119.9(3) . . ? C4B C3B H3B 120.1 . . ? C2B C3B H3B 120.1 . . ? C3B C4B C21B 118.2(2) . . ? C3B C4B C9B 119.3(2) . . ? C21B C4B C9B 122.6(2) . . ? C6B C5B C21B 120.0(3) . . ? C6B C5B H5B 120.0 . . ? C21B C5B H5B 120.0 . . ? O22B C6B C5B 125.6(3) . . ? O22B C6B C7B 114.0(2) . . ? C5B C6B C7B 120.5(3) . . ? C8B C7B C6B 120.6(3) . . ? C8B C7B H7B 119.7 . . ? C6B C7B H7B 119.7 . . ? C7B C8B C20B 120.7(3) . . ? C7B C8B H8B 119.6 . . ? C20B C8B H8B 119.6 . . ? O24B C9B C4B 109.8(2) . . ? O24B C9B C10B 109.8(2) . . ? C4B C9B C10B 108.8(2) . . ? O24B C9B H9B 109.4 . . ? C4B C9B H9B 109.4 . . ? C10B C9B H9B 109.4 . . ? N11B C10B C9B 112.0(2) . . ? N11B C10B C15B 107.3(2) . . ? C9B C10B C15B 113.9(2) . . ? N11B C10B H10B 107.8 . . ? C9B C10B H10B 107.8 . . ? C15B C10B H10B 107.8 . . ? C12B N11B C17B 109.5(2) . . ? C12B N11B C10B 109.6(2) . . ? C17B N11B C10B 113.8(2) . . ? C12B N11B H11B 107(2) . . ? C17B N11B H11B 110(2) . . ? C10B N11B H11B 106(2) . . ? N11B C12B C13B 109.9(2) . . ? N11B C12B H12J 109.7 . . ? C13B C12B H12J 109.7 . . ? N11B C12B H12I 109.7 . . ? C13B C12B H12I 109.7 . . ? H12J C12B H12I 108.2 . . ? C18B C13B C12B 112.7(2) . . ? C18B C13B C14B 111.8(2) . . ? C12B C13B C14B 107.3(2) . . ? C18B C13B H13B 108.3 . . ? C12B C13B H13B 108.3 . . ? C14B C13B H13B 108.3 . . ? C16B C14B C15B 109.4(2) . . ? C16B C14B C13B 108.9(2) . . ? C15B C14B C13B 109.8(2) . . ? C16B C14B H14B 109.6 . . ? C15B C14B H14B 109.6 . . ? C13B C14B H14B 109.6 . . ? C14B C15B C10B 109.3(2) . . ? C14B C15B H15J 109.8 . . ? C10B C15B H15J 109.8 . . ? C14B C15B H15I 109.8 . . ? C10B C15B H15I 109.8 . . ? H15J C15B H15I 108.3 . . ? C14B C16B C17B 109.6(2) . . ? C14B C16B H16J 109.7 . . ? C17B C16B H16J 109.7 . . ? C14B C16B H16I 109.7 . . ? C17B C16B H16I 109.7 . . ? H16J C16B H16I 108.2 . . ? N11B C17B C16B 108.0(2) . . ? N11B C17B H17I 110.1 . . ? C16B C17B H17I 110.1 . . ? N11B C17B H17J 110.1 . . ? C16B C17B H17J 110.1 . . ? H17I C17B H17J 108.4 . . ? C19B C18B C13B 125.8(3) . . ? C19B C18B H18B 117.1 . . ? C13B C18B H18B 117.1 . . ? C18B C19B H19J 120.0 . . ? C18B C19B H19I 120.0 . . ? H19J C19B H19I 120.0 . . ? N1B C20B C8B 117.1(2) . . ? N1B C20B C21B 123.7(3) . . ? C8B C20B C21B 119.1(3) . . ? C20B C21B C5B 119.1(2) . . ? C20B C21B C4B 117.0(2) . . ? C5B C21B C4B 123.9(2) . . ? C6B O22B C23B 116.9(2) . . ? O22B C23B H23J 109.5 . . ? O22B C23B H23K 109.5 . . ? H23J C23B H23K 109.5 . . ? O22B C23B H23I 109.5 . . ? H23J C23B H23I 109.5 . . ? H23K C23B H23I 109.5 . . ? C9B O24B H24B 109.5 . . ? O33B C32B O31B 126.2(3) . . ? O33B C32B C34B 116.7(2) . . ? O31B C32B C34B 117.0(2) . . ? O35B C34B C36B 112.6(2) . . ? O35B C34B C32B 113.4(2) . . ? C36B C34B C32B 108.0(2) . . ? O35B C34B H34B 107.6 . . ? C36B C34B H34B 107.6 . . ? C32B C34B H34B 107.6 . . ? C34B O35B H35B 109.5 . . ? C37B C36B C41B 118.2(3) . . ? C37B C36B C34B 120.8(3) . . ? C41B C36B C34B 121.0(2) . . ? C38B C37B C36B 121.2(3) . . ? C38B C37B H37B 123.3(18) . . ? C36B C37B H37B 115.5(18) . . ? C39B C38B C37B 120.3(3) . . ? C39B C38B H38B 113(2) . . ? C37B C38B H38B 127(2) . . ? C38B C39B C40B 119.8(3) . . ? C38B C39B H39B 121.0(18) . . ? C40B C39B H39B 119.2(18) . . ? C39B C40B C41B 120.0(3) . . ? C39B C40B H40B 116.7(18) . . ? C41B C40B H40B 122.6(18) . . ? C40B C41B C36B 120.6(3) . . ? C40B C41B H41B 120.5(17) . . ? C36B C41B H41B 118.6(17) . . ? C2C N1C C20C 116.8(2) . . ? N1C C2C C3C 124.0(3) . . ? N1C C2C H2C 118.0 . . ? C3C C2C H2C 118.0 . . ? C4C C3C C2C 120.4(3) . . ? C4C C3C H3C 119.8 . . ? C2C C3C H3C 119.8 . . ? C3C C4C C21C 117.7(2) . . ? C3C C4C C9C 119.4(2) . . ? C21C C4C C9C 122.9(2) . . ? C6C C5C C21C 119.4(3) . . ? C6C C5C H5C 120.3 . . ? C21C C5C H5C 120.3 . . ? O22C C6C C5C 124.8(3) . . ? O22C C6C C7C 114.0(2) . . ? C5C C6C C7C 121.1(3) . . ? C8C C7C C6C 120.1(3) . . ? C8C C7C H7C 119.9 . . ? C6C C7C H7C 119.9 . . ? C7C C8C C20C 121.1(3) . . ? C7C C8C H8C 119.4 . . ? C20C C8C H8C 119.4 . . ? O24C C9C C4C 110.4(2) . . ? O24C C9C C10C 108.7(2) . . ? C4C C9C C10C 109.5(2) . . ? O24C C9C H9C 109.4 . . ? C4C C9C H9C 109.4 . . ? C10C C9C H9C 109.4 . . ? N11C C10C C9C 111.7(2) . . ? N11C C10C C15C 108.1(2) . . ? C9C C10C C15C 114.6(2) . . ? N11C C10C H10C 107.4 . . ? C9C C10C H10C 107.4 . . ? C15C C10C H10C 107.4 . . ? C12C N11C C17C 108.4(2) . . ? C12C N11C C10C 109.5(2) . . ? C17C N11C C10C 113.8(2) . . ? C12C N11C H11C 104(2) . . ? C17C N11C H11C 109(2) . . ? C10C N11C H11C 111(2) . . ? N11C C12C C13C 110.3(2) . . ? N11C C12C H12L 109.6 . . ? C13C C12C H12L 109.6 . . ? N11C C12C H12K 109.6 . . ? C13C C12C H12K 109.6 . . ? H12L C12C H12K 108.1 . . ? C18C C13C C12C 111.7(2) . . ? C18C C13C C14C 114.1(2) . . ? C12C C13C C14C 107.6(2) . . ? C18C C13C H13C 107.7 . . ? C12C C13C H13C 107.7 . . ? C14C C13C H13C 107.7 . . ? C16C C14C C15C 108.3(2) . . ? C16C C14C C13C 108.9(2) . . ? C15C C14C C13C 110.4(2) . . ? C16C C14C H17A 109.7 . . ? C15C C14C H17A 109.7 . . ? C13C C14C H17A 109.7 . . ? C14C C15C C10C 109.5(2) . . ? C14C C15C H15K 109.8 . . ? C10C C15C H15K 109.8 . . ? C14C C15C H15L 109.8 . . ? C10C C15C H15L 109.8 . . ? H15K C15C H15L 108.2 . . ? C14C C16C C17C 110.1(2) . . ? C14C C16C H16L 109.6 . . ? C17C C16C H16L 109.6 . . ? C14C C16C H16K 109.6 . . ? C17C C16C H16K 109.6 . . ? H16L C16C H16K 108.1 . . ? N11C C17C C16C 107.9(2) . . ? N11C C17C H17K 110.1 . . ? C16C C17C H17K 110.1 . . ? N11C C17C H17L 110.1 . . ? C16C C17C H17L 110.1 . . ? H17K C17C H17L 108.4 . . ? C19C C18C C13C 125.0(3) . . ? C19C C18C H18C 117.5 . . ? C13C C18C H18C 117.5 . . ? C18C C19C H19L 120.0 . . ? C18C C19C H19K 120.0 . . ? H19L C19C H19K 120.0 . . ? N1C C20C C21C 124.1(2) . . ? N1C C20C C8C 117.4(3) . . ? C21C C20C C8C 118.5(3) . . ? C5C C21C C20C 119.7(2) . . ? C5C C21C C4C 123.5(2) . . ? C20C C21C C4C 116.8(2) . . ? C6C O22C C23C 117.2(2) . . ? O22C C23C H23M 109.5 . . ? O22C C23C H23N 109.5 . . ? H23M C23C H23N 109.5 . . ? O22C C23C H23L 109.5 . . ? H23M C23C H23L 109.5 . . ? H23N C23C H23L 109.5 . . ? C9C O24C H24C 109.5 . . ? O33C C32C O31C 126.6(4) . . ? O33C C32C C34C 119.4(4) . . ? O31C C32C C34C 114.0(4) . . ? O35C C34C C36C 111.3(4) . . ? O35C C34C C32C 110.2(3) . . ? C36C C34C C32C 111.9(3) . . ? O35C C34C H34C 107.8 . . ? C36C C34C H34C 107.8 . . ? C32C C34C H34C 107.8 . . ? C37C C36C C41C 119.3(5) . . ? C37C C36C C34C 121.3(5) . . ? C41C C36C C34C 119.4(6) . . ? C38C C37C C36C 120.6(4) . . ? C38C C37C H37C 119.7 . . ? C36C C37C H37C 119.7 . . ? C37C C38C C39C 120.2(4) . . ? C37C C38C H38C 119.9 . . ? C39C C38C H38C 119.9 . . ? C38C C39C C40C 119.2(4) . . ? C38C C39C H39C 120.4 . . ? C40C C39C H39C 120.4 . . ? C41C C40C C39C 120.5(5) . . ? C41C C40C H40C 119.8 . . ? C39C C40C H40C 119.8 . . ? C40C C41C C36C 120.3(6) . . ? C40C C41C H41C 119.9 . . ? C36C C41C H41C 119.9 . . ? O31D C32D O33D 119(3) . . ? O31D C32D C34D 105(3) . . ? O33D C32D C34D 135(3) . . ? O35D C34D C32D 119(2) . . ? O35D C34D C36D 107.3(16) . . ? C32D C34D C36D 105(3) . . ? O35D C34D H34D 108.6 . . ? C32D C34D H34D 108.6 . . ? C36D C34D H34D 108.6 . . ? C34D O35D H35D 109.5 . . ? C37D C36D C41D 116(3) . . ? C37D C36D C34D 119(3) . . ? C41D C36D C34D 125(3) . . ? C38D C37D C36D 123(3) . . ? C38D C37D H37D 118.5 . . ? C36D C37D H37D 118.4 . . ? C37D C38D C39D 117(2) . . ? C37D C38D H38D 121.3 . . ? C39D C38D H38D 121.3 . . ? C40D C39D C38D 120(2) . . ? C40D C39D H39D 119.9 . . ? C38D C39D H39D 119.9 . . ? C41D C40D C39D 119(2) . . ? C41D C40D H40D 120.3 . . ? C39D C40D H40D 120.3 . . ? C40D C41D C36D 122(4) . . ? C40D C41D H41D 118.8 . . ? C36D C41D H41D 118.8 . . ? 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 C5A C6A O22A C23A -7.4(4) . . . . ? C3A C4A C9A O24A -16.8(3) . . . . ? N11A C10A C9A O24A -77.4(3) . . . . ? C14A C13A C18A C19A 115.7(5) . . . . ? C41A C36A C34A C32A 102.3(3) . . . . ? O31A C32A C34A O35A 28.2(3) . . . . ? C5B C6B O22B C23B -6.2(4) . . . . ? C3B C4B C9B O24B -22.7(3) . . . . ? N11B C10B C9B O24B -79.8(3) . . . . ? C14B C13B C18B C19B -104.6(4) . . . . ? C41B C36B C34B C32B 91.3(3) . . . . ? O31B C32B C34B O35B 34.0(3) . . . . ? C5C C6C O22C C23C -2.1(4) . . . . ? C3C C4C C9C O24C -13.0(3) . . . . ? N11C C10C C9C O24C -75.3(3) . . . . ? C14C C13C C18C C19C -117.8(3) . . . . ? C37C C36C C34C C32C -107.8(4) . . . . ? O31C C32C C34C O35C 7.9(7) . . . . ? C41D C36D C34D C32D 111(3) . . . . ? O31D C32D C34D O35D 23(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11A H11A O31A 0.87(3) 1.83(3) 2.617(3) 151(3) . N11B H11B O31B 0.75(3) 1.89(3) 2.626(3) 168(3) . N11C H11C O33C 0.86(4) 1.82(4) 2.609(6) 152(3) . N11C H11C O31D 0.86(4) 1.82(5) 2.56(3) 142(3) . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.58 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.512 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.051 data_4 _database_code_depnum_ccdc_archive 'CCDC 795248' #TrackingRef '- new merged_QUIN_MAND_CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N2 O5' _chemical_formula_weight 476.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.4377(14) _cell_length_b 18.501(2) _cell_length_c 19.116(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.318(2) _cell_angle_gamma 90.00 _cell_volume 3606.5(8) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6629 _cell_measurement_theta_min 2.00 _cell_measurement_theta_max 25.10 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1524 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9910 _exptl_absorpt_correction_T_max 0.9910 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _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 47197 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0220 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.10 _reflns_number_total 6629 _reflns_number_gt 6192 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0408P)^2^+0.8275P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0013(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6629 _refine_ls_number_parameters 1038 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0792 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _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 N1A N -0.3609(2) 0.05759(13) 0.43157(12) 0.0262(5) Uani 1 1 d . . . C2A C -0.3382(3) 0.07526(15) 0.36857(15) 0.0264(6) Uani 1 1 d . . . H2A H -0.4110 0.0887 0.3319 0.032 Uiso 1 1 calc R . . C3A C -0.2137(3) 0.07554(15) 0.35204(14) 0.0237(6) Uani 1 1 d . . . H3A H -0.2037 0.0914 0.3062 0.028 Uiso 1 1 calc R . . C4A C -0.1061(2) 0.05293(14) 0.40189(13) 0.0205(5) Uani 1 1 d . . . C5A C -0.0256(3) -0.00324(14) 0.52315(13) 0.0234(6) Uani 1 1 d . . . H5A H 0.0602 -0.0092 0.5148 0.028 Uiso 1 1 calc R . . C6A C -0.0542(3) -0.02573(15) 0.58673(14) 0.0260(6) Uani 1 1 d . . . C7A C -0.1782(3) -0.01185(16) 0.60241(15) 0.0289(6) Uani 1 1 d . . . H7A H -0.1932 -0.0230 0.6485 0.035 Uiso 1 1 calc R . . C8A C -0.2764(3) 0.01749(16) 0.55174(15) 0.0275(6) Uani 1 1 d . . . H8A H -0.3600 0.0258 0.5624 0.033 Uiso 1 1 calc R . . C9A C 0.0294(2) 0.05371(15) 0.38329(13) 0.0202(5) Uani 1 1 d . . . H9A H 0.0771 0.0082 0.4009 0.024 Uiso 1 1 calc R . . C10A C 0.1068(2) 0.11934(14) 0.42076(13) 0.0195(5) Uani 1 1 d . . . H10A H 0.0933 0.1211 0.4710 0.023 Uiso 1 1 calc R . . N11A N 0.2522(2) 0.11170(13) 0.42456(11) 0.0203(5) Uani 1 1 d . . . H11A H 0.275(2) 0.0732(16) 0.4486(14) 0.012(6) Uiso 1 1 d . . . C12A C 0.3221(3) 0.17301(15) 0.46797(14) 0.0256(6) Uani 1 1 d . . . H12F H 0.4179 0.1644 0.4784 0.031 Uiso 1 1 calc R . . H12G H 0.2936 0.1766 0.5140 0.031 Uiso 1 1 calc R . . C13A C 0.2898(3) 0.24435(16) 0.42511(16) 0.0326(7) Uani 1 1 d . . . H13A H 0.3688 0.2577 0.4061 0.039 Uiso 1 1 calc R . . C14A C 0.1775(3) 0.22850(16) 0.36011(15) 0.0308(7) Uani 1 1 d . . . H14A H 0.1478 0.2746 0.3344 0.037 Uiso 1 1 calc R . . C15A C 0.0617(2) 0.19269(14) 0.38497(14) 0.0232(6) Uani 1 1 d . . . H15G H -0.0118 0.1850 0.3434 0.028 Uiso 1 1 calc R . . H15F H 0.0307 0.2246 0.4195 0.028 Uiso 1 1 calc R . . C16A C 0.2295(3) 0.17714(19) 0.31013(15) 0.0349(7) Uani 1 1 d . . . H16G H 0.2972 0.2018 0.2896 0.042 Uiso 1 1 calc R . . H16F H 0.1572 0.1623 0.2703 0.042 Uiso 1 1 calc R . . C17A C 0.2885(2) 0.11070(18) 0.35274(14) 0.0285(6) Uani 1 1 d . . . H17G H 0.2546 0.0661 0.3266 0.034 Uiso 1 1 calc R . . H17F H 0.3851 0.1112 0.3589 0.034 Uiso 1 1 calc R . . C18A C 0.2583(3) 0.30690(18) 0.46696(19) 0.0443(8) Uani 1 1 d . . . H23C H 0.2476 0.3516 0.4420 0.053 Uiso 1 1 calc R . . C19A C 0.2433(4) 0.3098(2) 0.5324(2) 0.0620(11) Uani 1 1 d . . . H24E H 0.2525 0.2672 0.5608 0.074 Uiso 1 1 calc R . . H24F H 0.2230 0.3545 0.5520 0.074 Uiso 1 1 calc R . . C20A C -0.2541(2) 0.03571(14) 0.48307(14) 0.0225(6) Uani 1 1 d . . . C21A C -0.1260(2) 0.02906(14) 0.46992(13) 0.0217(5) Uani 1 1 d . . . O22A O 0.02842(19) -0.06260(11) 0.63924(10) 0.0324(5) Uani 1 1 d . . . C23A C 0.1492(3) -0.0864(2) 0.62342(17) 0.0438(9) Uani 1 1 d . . . H23G H 0.2002 -0.0444 0.6140 0.066 Uiso 1 1 calc R . . H23H H 0.1311 -0.1177 0.5811 0.066 Uiso 1 1 calc R . . H23F H 0.1993 -0.1135 0.6643 0.066 Uiso 1 1 calc R . . O24A O 0.01803(18) 0.05941(11) 0.30885(9) 0.0247(4) Uani 1 1 d . . . H24A H 0.0213 0.0180 0.2913 0.030 Uiso 1 1 calc R . . O31A O 0.3167(2) 0.01955(11) 0.53109(10) 0.0308(5) Uani 1 1 d . . . C32A C 0.3963(2) -0.03301(15) 0.54781(14) 0.0236(6) Uani 1 1 d . . . O33A O 0.44669(19) -0.05074(13) 0.60965(10) 0.0353(5) Uani 1 1 d . . . C34A C 0.4247(2) -0.07751(15) 0.48505(14) 0.0260(6) Uani 1 1 d . . . H34A H 0.5164 -0.0966 0.4979 0.031 Uiso 1 1 calc R . . O35A O 0.40946(18) -0.03486(11) 0.42141(10) 0.0294(4) Uani 1 1 d . . . H35A H 0.4722 -0.0057 0.4255 0.035 Uiso 1 1 calc R . . C36A C 0.3289(3) -0.14044(15) 0.47269(14) 0.0243(6) Uani 1 1 d . . . C37A C 0.3461(3) -0.19805(16) 0.51988(16) 0.0314(7) Uani 1 1 d . . . H37A H 0.4208 -0.1992 0.5583 0.038 Uiso 1 1 calc R . . C38A C 0.2563(3) -0.25415(18) 0.51210(16) 0.0398(8) Uani 1 1 d . . . H38A H 0.2695 -0.2933 0.5450 0.048 Uiso 1 1 calc R . . C39A C 0.1475(3) -0.25305(18) 0.45635(17) 0.0425(8) Uani 1 1 d . . . H39A H 0.0848 -0.2910 0.4513 0.051 Uiso 1 1 calc R . . C40A C 0.1305(3) -0.19684(17) 0.40840(17) 0.0361(7) Uani 1 1 d . . . H40A H 0.0564 -0.1964 0.3696 0.043 Uiso 1 1 calc R . . C41A C 0.2204(3) -0.14053(16) 0.41589(15) 0.0279(6) Uani 1 1 d . . . H41A H 0.2078 -0.1020 0.3822 0.033 Uiso 1 1 calc R . . N1B N -0.0853(2) 0.09775(13) 0.75866(13) 0.0283(5) Uani 1 1 d . . . C2B C -0.0532(3) 0.13659(16) 0.70739(16) 0.0302(6) Uani 1 1 d . . . H2B H -0.1167 0.1692 0.6820 0.036 Uiso 1 1 calc R . . C3B C 0.0683(2) 0.13312(15) 0.68763(14) 0.0252(6) Uani 1 1 d . . . H3B H 0.0843 0.1625 0.6496 0.030 Uiso 1 1 calc R . . C4B C 0.1642(2) 0.08765(14) 0.72283(14) 0.0219(5) Uani 1 1 d . . . C5B C 0.2255(2) -0.00660(14) 0.81968(13) 0.0214(5) Uani 1 1 d . . . H5B H 0.3109 -0.0118 0.8105 0.026 Uiso 1 1 calc R . . C6B C 0.1881(3) -0.04774(15) 0.87177(13) 0.0230(6) Uani 1 1 d . . . C7B C 0.0615(3) -0.04021(16) 0.88671(15) 0.0279(6) Uani 1 1 d . . . H7B H 0.0372 -0.0688 0.9231 0.034 Uiso 1 1 calc R . . C8B C -0.0251(3) 0.00773(16) 0.84913(15) 0.0272(6) Uani 1 1 d . . . H8B H -0.1097 0.0123 0.8595 0.033 Uiso 1 1 calc R . . C9B C 0.2969(2) 0.08542(14) 0.70128(13) 0.0201(5) Uani 1 1 d . . . H9B H 0.3306 0.0347 0.7046 0.024 Uiso 1 1 calc R . . C10B C 0.3940(2) 0.13423(14) 0.75238(14) 0.0207(5) Uani 1 1 d . . . H10B H 0.3799 0.1261 0.8019 0.025 Uiso 1 1 calc R . . N11B N 0.5350(2) 0.11475(13) 0.75250(12) 0.0211(5) Uani 1 1 d . . . H11B H 0.545(3) 0.0700(18) 0.7585(15) 0.020(7) Uiso 1 1 d . . . C12B C 0.6240(3) 0.15094(15) 0.81450(15) 0.0251(6) Uani 1 1 d . . . H12J H 0.7163 0.1390 0.8142 0.030 Uiso 1 1 calc R . . H12I H 0.6046 0.1330 0.8599 0.030 Uiso 1 1 calc R . . C13B C 0.6045(3) 0.23375(15) 0.80963(14) 0.0254(6) Uani 1 1 d . . . H13B H 0.6911 0.2567 0.8094 0.030 Uiso 1 1 calc R . . C14B C 0.5108(3) 0.25005(15) 0.73729(14) 0.0244(6) Uani 1 1 d . . . H14B H 0.5008 0.3035 0.7306 0.029 Uiso 1 1 calc R . . C15B C 0.3761(2) 0.21566(14) 0.73600(14) 0.0231(6) Uani 1 1 d . . . H15J H 0.3180 0.2227 0.6883 0.028 Uiso 1 1 calc R . . H15I H 0.3349 0.2392 0.7722 0.028 Uiso 1 1 calc R . . C16B C 0.5677(3) 0.21788(16) 0.67703(15) 0.0279(6) Uani 1 1 d . . . H16J H 0.6562 0.2380 0.6789 0.034 Uiso 1 1 calc R . . H16I H 0.5113 0.2308 0.6302 0.034 Uiso 1 1 calc R . . C17B C 0.5762(3) 0.13497(16) 0.68469(15) 0.0259(6) Uani 1 1 d . . . H17I H 0.5178 0.1117 0.6432 0.031 Uiso 1 1 calc R . . H17J H 0.6671 0.1186 0.6865 0.031 Uiso 1 1 calc R . . C18B C 0.5545(3) 0.26384(18) 0.87160(15) 0.0328(7) Uani 1 1 d . . . H18B H 0.4830 0.2395 0.8847 0.039 Uiso 1 1 calc R . . C19B C 0.6010(4) 0.32086(18) 0.90917(17) 0.0447(8) Uani 1 1 d . . . H19J H 0.6724 0.3469 0.8979 0.054 Uiso 1 1 calc R . . H19I H 0.5633 0.3362 0.9477 0.054 Uiso 1 1 calc R . . C20B C 0.0087(2) 0.05126(15) 0.79446(14) 0.0231(6) Uani 1 1 d . . . C21B C 0.1358(2) 0.04399(14) 0.77939(13) 0.0207(5) Uani 1 1 d . . . O22B O 0.26395(18) -0.09852(11) 0.91287(10) 0.0277(4) Uani 1 1 d . . . C23B C 0.3867(3) -0.11532(17) 0.89479(15) 0.0304(6) Uani 1 1 d . . . H23J H 0.4447 -0.0731 0.9040 0.046 Uiso 1 1 calc R . . H23K H 0.3720 -0.1282 0.8440 0.046 Uiso 1 1 calc R . . H23I H 0.4276 -0.1561 0.9240 0.046 Uiso 1 1 calc R . . O24B O 0.28298(18) 0.11082(10) 0.63006(9) 0.0261(4) Uani 1 1 d . . . H24B H 0.3061 0.0783 0.6047 0.031 Uiso 1 1 calc R . . O31B O 0.54857(18) -0.02239(10) 0.79001(10) 0.0275(4) Uani 1 1 d . . . C32B C 0.6376(2) -0.06446(14) 0.82015(14) 0.0198(5) Uani 1 1 d . . . O33B O 0.69137(17) -0.06550(10) 0.88553(9) 0.0245(4) Uani 1 1 d . . . C34B C 0.6815(2) -0.12297(14) 0.77341(13) 0.0219(6) Uani 1 1 d . . . H34B H 0.787(3) -0.1338(16) 0.7924(15) 0.026 Uiso 1 1 d . . . O35B O 0.67504(19) -0.10070(12) 0.70242(10) 0.0319(5) Uani 1 1 d . . . H35B H 0.6037 -0.0792 0.6870 0.038 Uiso 1 1 calc R . . C36B C 0.6003(2) -0.19022(14) 0.77743(13) 0.0212(5) Uani 1 1 d . . . C37B C 0.6418(3) -0.24097(15) 0.83157(14) 0.0242(6) Uani 1 1 d . . . H37B H 0.725(3) -0.2317(16) 0.8668(15) 0.025(7) Uiso 1 1 d . . . C38B C 0.5683(3) -0.30238(16) 0.83609(15) 0.0315(7) Uani 1 1 d . . . H38B H 0.598(3) -0.3410(19) 0.8749(18) 0.042(9) Uiso 1 1 d . . . C39B C 0.4526(3) -0.31455(16) 0.78652(15) 0.0317(7) Uani 1 1 d . . . H39B H 0.401(3) -0.360(2) 0.7908(17) 0.044(9) Uiso 1 1 d . . . C40B C 0.4096(3) -0.26421(17) 0.73293(16) 0.0313(7) Uani 1 1 d . . . H40B H 0.331(3) -0.2730(17) 0.6955(16) 0.030(8) Uiso 1 1 d . . . C41B C 0.4829(3) -0.20196(15) 0.72829(14) 0.0249(6) Uani 1 1 d . . . H41B H 0.454(3) -0.1656(18) 0.6897(16) 0.032(8) Uiso 1 1 d . . . N1C N 0.2704(2) 0.03882(13) 1.07572(12) 0.0296(5) Uani 1 1 d . . . C2C C 0.2983(3) 0.05974(17) 1.01472(15) 0.0301(6) Uani 1 1 d . . . H2C H 0.2281 0.0761 0.9779 0.036 Uiso 1 1 calc R . . C3C C 0.4249(3) 0.05947(15) 1.00061(14) 0.0254(6) Uani 1 1 d . . . H3C H 0.4382 0.0767 0.9559 0.030 Uiso 1 1 calc R . . C4C C 0.5301(3) 0.03444(13) 1.05118(14) 0.0221(5) Uani 1 1 d . . . C5C C 0.6014(3) -0.02459(14) 1.17184(14) 0.0236(6) Uani 1 1 d . . . H5C H 0.6891 -0.0290 1.1659 0.028 Uiso 1 1 calc R . . C6C C 0.5671(3) -0.04920(15) 1.23359(14) 0.0268(6) Uani 1 1 d . . . C7C C 0.4380(3) -0.03967(16) 1.24454(15) 0.0289(6) Uani 1 1 d . . . H7C H 0.4176 -0.0543 1.2885 0.035 Uiso 1 1 calc R . . C8C C 0.3436(3) -0.00986(15) 1.19292(15) 0.0293(6) Uani 1 1 d . . . H8C H 0.2574 -0.0042 1.2009 0.035 Uiso 1 1 calc R . . C9C C 0.6673(2) 0.03533(14) 1.03457(13) 0.0216(5) Uani 1 1 d . . . H9C H 0.7106 -0.0124 1.0480 0.026 Uiso 1 1 calc R . . C10C C 0.7502(2) 0.09563(14) 1.07816(13) 0.0194(5) Uani 1 1 d . . . H10C H 0.7381 0.0919 1.1286 0.023 Uiso 1 1 calc R . . N11C N 0.8953(2) 0.08617(13) 1.07998(12) 0.0230(5) Uani 1 1 d . . . H11C H 0.917(3) 0.0419(19) 1.0933(16) 0.031(8) Uiso 1 1 d . . . C12C C 0.9729(3) 0.13399(15) 1.13678(14) 0.0246(6) Uani 1 1 d . . . H12L H 1.0677 0.1278 1.1382 0.030 Uiso 1 1 calc R . . H12K H 0.9566 0.1200 1.1841 0.030 Uiso 1 1 calc R . . C13C C 0.9340(3) 0.21415(16) 1.12136(15) 0.0270(6) Uani 1 1 d . . . H13C H 1.0144 0.2412 1.1162 0.032 Uiso 1 1 calc R . . C14C C 0.8354(3) 0.21692(16) 1.04850(14) 0.0272(6) Uani 1 1 d . . . H17A H 0.8110 0.2682 1.0357 0.033 Uiso 1 1 calc R . . C15C C 0.7115(2) 0.17309(14) 1.05184(14) 0.0224(5) Uani 1 1 d . . . H15K H 0.6529 0.1712 1.0037 0.027 Uiso 1 1 calc R . . H15L H 0.6634 0.1969 1.0849 0.027 Uiso 1 1 calc R . . C16C C 0.8994(3) 0.18347(18) 0.99169(15) 0.0344(7) Uani 1 1 d . . . H16L H 0.9807 0.2102 0.9895 0.041 Uiso 1 1 calc R . . H16K H 0.8391 0.1869 0.9442 0.041 Uiso 1 1 calc R . . C17C C 0.9324(3) 0.10334(18) 1.01010(15) 0.0315(7) Uani 1 1 d . . . H17K H 0.8832 0.0718 0.9718 0.038 Uiso 1 1 calc R . . H17L H 1.0273 0.0948 1.0141 0.038 Uiso 1 1 calc R . . C18C C 0.8843(3) 0.24741(17) 1.18204(15) 0.0320(7) Uani 1 1 d . . . H18C H 0.8097 0.2258 1.1945 0.038 Uiso 1 1 calc R . . C19C C 0.9349(3) 0.30349(18) 1.21909(17) 0.0429(8) Uani 1 1 d . . . H19L H 1.0096 0.3268 1.2084 0.052 Uiso 1 1 calc R . . H19K H 0.8971 0.3211 1.2568 0.052 Uiso 1 1 calc R . . C20C C 0.3724(3) 0.01317(15) 1.12671(14) 0.0266(6) Uani 1 1 d . . . C21C C 0.5037(3) 0.00758(14) 1.11712(13) 0.0227(6) Uani 1 1 d . . . O22C O 0.6490(2) -0.08430(11) 1.28796(10) 0.0316(5) Uani 1 1 d . . . C23C C 0.7786(3) -0.09990(18) 1.27839(16) 0.0365(7) Uani 1 1 d . . . H23M H 0.8236 -0.0546 1.2722 0.055 Uiso 1 1 calc R . . H23N H 0.7733 -0.1303 1.2359 0.055 Uiso 1 1 calc R . . H23L H 0.8276 -0.1255 1.3206 0.055 Uiso 1 1 calc R . . O24C O 0.65996(18) 0.04816(10) 0.96127(9) 0.0246(4) Uani 1 1 d . . . H24C H 0.6634 0.0086 0.9401 0.030 Uiso 1 1 calc R . . O31C O 1.0664(6) -0.0665(4) 1.2585(3) 0.0279(14) Uani 0.688(4) 1 d P A 1 C32C C 1.0150(15) -0.0691(8) 1.1917(7) 0.056(5) Uani 0.688(4) 1 d P A 1 O33C O 0.9315(5) -0.0299(3) 1.1600(3) 0.0327(14) Uani 0.688(4) 1 d P A 1 C34C C 1.0578(4) -0.1444(2) 1.1611(2) 0.0298(10) Uani 0.688(4) 1 d P A 1 H34C H 1.1169 -0.1317 1.1281 0.036 Uiso 0.688(4) 1 calc PR A 1 O35C O 1.1314(3) -0.19016(19) 1.21439(18) 0.0460(10) Uani 0.688(4) 1 d P A 1 H35C H 1.1474 -0.1684 1.2539 0.055 Uiso 0.688(4) 1 calc PR A 1 C36C C 0.9424(4) -0.1831(4) 1.1164(3) 0.0235(11) Uani 0.688(4) 1 d P A 1 C37C C 0.9005(7) -0.2487(4) 1.1394(2) 0.0262(11) Uani 0.688(4) 1 d P A 1 H37C H 0.9464 -0.2697 1.1829 0.031 Uiso 0.688(4) 1 calc PR A 1 C38C C 0.7919(7) -0.2832(3) 1.0990(4) 0.0285(11) Uani 0.688(4) 1 d P A 1 H38C H 0.7649 -0.3282 1.1149 0.034 Uiso 0.688(4) 1 calc PR A 1 C39C C 0.7215(5) -0.2533(3) 1.0354(3) 0.0292(14) Uani 0.688(4) 1 d P A 1 H39C H 0.6462 -0.2770 1.0085 0.035 Uiso 0.688(4) 1 calc PR A 1 C40C C 0.7644(8) -0.1875(4) 1.0122(3) 0.0300(19) Uani 0.688(4) 1 d P A 1 H40C H 0.7174 -0.1657 0.9694 0.036 Uiso 0.688(4) 1 calc PR A 1 C41C C 0.8757(10) -0.1541(6) 1.0519(5) 0.032(2) Uani 0.688(4) 1 d P A 1 H41C H 0.9067 -0.1108 1.0346 0.039 Uiso 0.688(4) 1 calc PR A 1 O31D O 0.946(2) -0.0213(12) 1.1690(13) 0.099(10) Uiso 0.312(4) 1 d PD A 2 C32D C 1.0156(17) -0.0744(9) 1.1952(8) 0.003(4) Uiso 0.312(4) 1 d PD A 2 O33D O 1.0744(18) -0.0822(9) 1.2564(9) 0.044(6) Uiso 0.312(4) 1 d PD A 2 C34D C 1.0480(8) -0.1016(5) 1.1230(4) 0.022(2) Uiso 0.312(4) 1 d PD A 2 H34D H 1.1358 -0.1256 1.1347 0.026 Uiso 0.312(4) 1 calc PR A 2 O35D O 1.0475(6) -0.0532(3) 1.0656(3) 0.0273(16) Uiso 0.312(4) 1 d P A 2 H35D H 1.1098 -0.0238 1.0771 0.033 Uiso 0.312(4) 1 calc PR A 2 C36D C 0.9451(14) -0.1597(7) 1.0973(9) 0.023(3) Uiso 0.312(4) 1 d P A 2 C37D C 0.9452(12) -0.2199(10) 1.1394(7) 0.026(3) Uiso 0.312(4) 1 d P A 2 H37D H 1.0109 -0.2248 1.1820 0.031 Uiso 0.312(4) 1 calc PR A 2 C38D C 0.8529(18) -0.2726(9) 1.1212(9) 0.032(4) Uiso 0.312(4) 1 d P A 2 H38D H 0.8579 -0.3152 1.1495 0.039 Uiso 0.312(4) 1 calc PR A 2 C39D C 0.7506(14) -0.2642(8) 1.0609(10) 0.026(4) Uiso 0.312(4) 1 d P A 2 H39D H 0.6848 -0.3002 1.0485 0.031 Uiso 0.312(4) 1 calc PR A 2 C40D C 0.7476(17) -0.2045(12) 1.0212(9) 0.022(4) Uiso 0.312(4) 1 d P A 2 H40D H 0.6787 -0.1980 0.9803 0.027 Uiso 0.312(4) 1 calc PR A 2 C41D C 0.846(2) -0.1507(15) 1.0392(13) 0.020(4) Uiso 0.312(4) 1 d P A 2 H41D H 0.8420 -0.1084 1.0107 0.024 Uiso 0.312(4) 1 calc PR A 2 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 N1A 0.0230(11) 0.0293(13) 0.0281(12) -0.0028(10) 0.0097(9) -0.0054(10) C2A 0.0235(13) 0.0282(15) 0.0274(15) -0.0031(12) 0.0053(11) -0.0067(11) C3A 0.0249(13) 0.0252(14) 0.0211(13) -0.0001(11) 0.0057(11) -0.0065(11) C4A 0.0238(13) 0.0192(13) 0.0199(13) -0.0045(10) 0.0078(10) -0.0055(11) C5A 0.0243(13) 0.0248(14) 0.0229(13) -0.0033(11) 0.0090(11) -0.0077(11) C6A 0.0316(14) 0.0267(15) 0.0194(13) 0.0000(11) 0.0048(11) -0.0134(12) C7A 0.0351(15) 0.0329(16) 0.0216(14) -0.0046(12) 0.0128(12) -0.0143(13) C8A 0.0269(14) 0.0302(15) 0.0288(14) -0.0084(12) 0.0140(12) -0.0120(12) C9A 0.0231(12) 0.0238(13) 0.0154(12) -0.0005(11) 0.0078(10) -0.0023(11) C10A 0.0186(12) 0.0244(14) 0.0177(12) 0.0004(11) 0.0086(10) -0.0021(11) N11A 0.0189(11) 0.0237(12) 0.0187(11) 0.0069(10) 0.0050(9) -0.0003(9) C12A 0.0216(13) 0.0276(15) 0.0251(14) 0.0031(12) -0.0008(11) -0.0056(11) C13A 0.0259(14) 0.0292(16) 0.0397(17) 0.0100(13) 0.0000(12) -0.0083(12) C14A 0.0276(14) 0.0276(15) 0.0320(15) 0.0153(12) -0.0053(12) -0.0067(12) C15A 0.0214(13) 0.0239(15) 0.0235(14) -0.0001(11) 0.0027(10) -0.0015(11) C16A 0.0276(15) 0.0515(19) 0.0266(15) 0.0156(14) 0.0084(12) -0.0057(14) C17A 0.0184(13) 0.0491(19) 0.0205(13) 0.0046(13) 0.0095(10) -0.0019(12) C18A 0.0475(19) 0.0237(16) 0.052(2) 0.0042(15) -0.0104(16) -0.0073(14) C19A 0.085(3) 0.049(2) 0.050(2) -0.0019(19) 0.009(2) 0.017(2) C20A 0.0243(13) 0.0212(14) 0.0240(14) -0.0068(11) 0.0101(11) -0.0076(11) C21A 0.0268(13) 0.0182(13) 0.0216(13) -0.0050(10) 0.0088(11) -0.0086(10) O22A 0.0346(11) 0.0396(12) 0.0237(10) 0.0092(9) 0.0075(8) -0.0073(9) C23A 0.0339(16) 0.063(2) 0.0354(17) 0.0254(17) 0.0094(13) 0.0009(16) O24A 0.0305(10) 0.0281(10) 0.0174(9) -0.0035(8) 0.0092(7) -0.0071(8) O31A 0.0467(12) 0.0254(11) 0.0224(10) 0.0044(8) 0.0119(9) 0.0063(9) C32A 0.0216(13) 0.0233(14) 0.0255(15) 0.0048(11) 0.0042(11) -0.0070(11) O33A 0.0312(10) 0.0520(14) 0.0204(10) 0.0069(9) 0.0002(8) -0.0048(10) C34A 0.0187(13) 0.0325(16) 0.0269(14) -0.0002(12) 0.0053(10) 0.0007(11) O35A 0.0292(10) 0.0365(12) 0.0246(10) 0.0023(9) 0.0106(8) -0.0041(9) C36A 0.0232(13) 0.0248(14) 0.0245(14) -0.0033(11) 0.0044(11) 0.0045(11) C37A 0.0310(15) 0.0309(16) 0.0295(15) -0.0013(13) 0.0003(12) 0.0074(13) C38A 0.056(2) 0.0270(16) 0.0334(17) 0.0045(14) 0.0037(15) -0.0002(15) C39A 0.0492(19) 0.0307(17) 0.0455(19) -0.0035(15) 0.0054(15) -0.0118(15) C40A 0.0305(16) 0.0346(17) 0.0374(17) -0.0019(14) -0.0059(13) -0.0007(13) C41A 0.0284(14) 0.0239(14) 0.0294(15) -0.0010(12) 0.0019(12) 0.0030(12) N1B 0.0210(11) 0.0291(13) 0.0358(14) -0.0070(11) 0.0081(10) -0.0006(10) C2B 0.0225(14) 0.0256(15) 0.0413(17) -0.0014(13) 0.0041(12) 0.0040(11) C3B 0.0231(13) 0.0249(14) 0.0278(14) -0.0002(12) 0.0058(11) 0.0000(11) C4B 0.0236(13) 0.0219(14) 0.0205(13) -0.0069(11) 0.0052(10) -0.0011(11) C5B 0.0211(12) 0.0248(14) 0.0196(13) -0.0057(11) 0.0075(10) -0.0031(11) C6B 0.0247(13) 0.0279(15) 0.0176(13) -0.0043(11) 0.0071(10) -0.0064(11) C7B 0.0287(14) 0.0338(16) 0.0243(14) -0.0042(12) 0.0124(12) -0.0109(12) C8B 0.0243(13) 0.0310(16) 0.0296(15) -0.0126(13) 0.0130(11) -0.0061(12) C9B 0.0242(13) 0.0215(13) 0.0166(12) 0.0009(10) 0.0087(10) 0.0027(10) C10B 0.0197(12) 0.0236(14) 0.0208(13) 0.0026(11) 0.0091(10) 0.0051(11) N11B 0.0190(11) 0.0197(13) 0.0261(12) 0.0059(10) 0.0083(9) 0.0063(9) C12B 0.0192(13) 0.0298(15) 0.0260(14) 0.0062(11) 0.0038(11) 0.0028(11) C13B 0.0225(13) 0.0297(15) 0.0256(14) 0.0009(12) 0.0087(11) -0.0005(11) C14B 0.0280(14) 0.0190(14) 0.0273(14) 0.0055(11) 0.0082(11) 0.0035(11) C15B 0.0218(13) 0.0220(14) 0.0264(14) -0.0002(11) 0.0072(11) 0.0057(11) C16B 0.0317(14) 0.0298(15) 0.0248(14) 0.0062(12) 0.0114(12) 0.0023(12) C17B 0.0236(14) 0.0284(15) 0.0296(15) -0.0001(12) 0.0146(11) 0.0038(11) C18B 0.0318(16) 0.0392(18) 0.0270(15) 0.0052(13) 0.0053(12) 0.0063(13) C19B 0.076(2) 0.0292(17) 0.0311(17) 0.0027(14) 0.0161(16) 0.0046(17) C20B 0.0198(12) 0.0245(14) 0.0255(14) -0.0092(11) 0.0060(11) -0.0018(11) C21B 0.0214(12) 0.0210(13) 0.0200(13) -0.0071(10) 0.0050(10) -0.0044(10) O22B 0.0293(10) 0.0321(11) 0.0243(10) 0.0052(8) 0.0116(8) -0.0024(9) C23B 0.0307(15) 0.0364(17) 0.0256(15) 0.0074(12) 0.0094(12) 0.0028(13) O24B 0.0344(10) 0.0287(11) 0.0165(9) 0.0024(8) 0.0085(8) 0.0066(8) O31B 0.0269(10) 0.0221(10) 0.0325(11) 0.0061(8) 0.0042(8) 0.0035(8) C32B 0.0196(12) 0.0164(13) 0.0243(14) 0.0027(11) 0.0067(10) -0.0037(10) O33B 0.0276(9) 0.0243(10) 0.0208(10) -0.0016(8) 0.0030(7) 0.0011(8) C34B 0.0231(14) 0.0252(14) 0.0191(13) 0.0017(11) 0.0084(11) 0.0016(11) O35B 0.0347(11) 0.0400(12) 0.0240(10) 0.0071(9) 0.0133(9) -0.0002(9) C36B 0.0260(13) 0.0216(14) 0.0192(13) -0.0029(11) 0.0125(11) 0.0051(11) C37B 0.0335(15) 0.0243(15) 0.0166(13) -0.0017(11) 0.0095(12) 0.0073(12) C38B 0.0530(19) 0.0227(15) 0.0221(15) 0.0020(12) 0.0151(13) 0.0058(13) C39B 0.0467(18) 0.0218(15) 0.0298(15) -0.0022(12) 0.0153(14) -0.0064(13) C40B 0.0384(17) 0.0298(16) 0.0264(15) -0.0023(12) 0.0083(13) -0.0061(13) C41B 0.0300(14) 0.0238(15) 0.0220(14) 0.0005(12) 0.0077(11) 0.0025(11) N1C 0.0284(12) 0.0332(14) 0.0275(13) -0.0096(10) 0.0066(10) -0.0110(10) C2C 0.0296(14) 0.0338(16) 0.0255(15) -0.0065(12) 0.0026(11) -0.0070(13) C3C 0.0294(14) 0.0255(14) 0.0212(13) -0.0036(11) 0.0052(11) -0.0066(12) C4C 0.0298(14) 0.0168(13) 0.0215(13) -0.0064(10) 0.0094(11) -0.0062(11) C5C 0.0325(14) 0.0171(13) 0.0238(14) -0.0037(11) 0.0121(11) -0.0047(11) C6C 0.0390(16) 0.0208(14) 0.0224(14) -0.0040(11) 0.0107(12) -0.0099(12) C7C 0.0435(17) 0.0241(14) 0.0250(14) -0.0060(12) 0.0201(13) -0.0127(13) C8C 0.0352(15) 0.0255(15) 0.0319(16) -0.0108(12) 0.0177(13) -0.0140(12) C9C 0.0275(13) 0.0220(14) 0.0174(12) -0.0013(10) 0.0092(10) -0.0010(11) C10C 0.0205(12) 0.0230(14) 0.0173(12) 0.0009(10) 0.0097(10) 0.0000(10) N11C 0.0253(12) 0.0220(13) 0.0232(12) 0.0002(10) 0.0087(9) 0.0035(10) C12C 0.0224(13) 0.0282(15) 0.0234(14) 0.0011(12) 0.0050(11) -0.0003(11) C13C 0.0220(13) 0.0278(15) 0.0300(15) 0.0035(12) 0.0029(11) -0.0059(12) C14C 0.0300(15) 0.0241(14) 0.0274(15) 0.0069(12) 0.0057(12) -0.0032(12) C15C 0.0230(13) 0.0215(13) 0.0224(13) -0.0010(11) 0.0040(11) 0.0003(11) C16C 0.0308(15) 0.0469(19) 0.0264(15) 0.0119(14) 0.0084(12) -0.0030(14) C17C 0.0258(14) 0.0475(19) 0.0251(14) -0.0042(13) 0.0137(11) 0.0004(13) C18C 0.0296(15) 0.0351(17) 0.0301(15) -0.0013(13) 0.0036(12) 0.0051(13) C19C 0.0465(19) 0.0377(19) 0.0379(18) 0.0001(15) -0.0062(14) 0.0110(15) C20C 0.0325(14) 0.0220(14) 0.0274(14) -0.0091(12) 0.0112(12) -0.0121(12) C21C 0.0313(14) 0.0167(13) 0.0220(13) -0.0061(11) 0.0099(11) -0.0088(11) O22C 0.0434(12) 0.0302(11) 0.0248(10) 0.0043(8) 0.0153(9) -0.0049(9) C23C 0.0483(18) 0.0348(18) 0.0284(16) 0.0053(13) 0.0128(14) -0.0017(14) O24C 0.0370(10) 0.0228(10) 0.0157(9) -0.0008(7) 0.0094(8) -0.0018(8) O31C 0.031(2) 0.017(2) 0.034(3) 0.0038(18) 0.0053(13) 0.0129(19) C32C 0.053(5) 0.074(8) 0.047(5) -0.024(4) 0.021(3) -0.023(4) O33C 0.040(2) 0.032(2) 0.0192(18) 0.0166(15) -0.0099(14) -0.0154(19) C34C 0.026(2) 0.034(2) 0.030(2) -0.0100(19) 0.0088(17) 0.0060(18) O35C 0.0347(18) 0.044(2) 0.052(2) -0.0152(17) -0.0072(15) 0.0215(15) C36C 0.030(3) 0.024(3) 0.020(3) 0.001(3) 0.013(2) 0.008(2) C37C 0.034(3) 0.030(3) 0.015(2) -0.002(2) 0.007(2) 0.009(3) C38C 0.034(3) 0.029(2) 0.026(3) 0.004(2) 0.013(3) -0.001(2) C39C 0.032(3) 0.033(3) 0.021(3) -0.001(2) -0.001(2) 0.003(2) C40C 0.054(4) 0.018(4) 0.016(3) 0.004(2) 0.004(2) 0.005(3) C41C 0.047(6) 0.025(3) 0.028(5) -0.006(3) 0.016(5) 0.004(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 N1A C2A 1.317(3) . ? N1A C20A 1.381(4) . ? C2A C3A 1.401(4) . ? C2A H2A 0.9500 . ? C3A C4A 1.374(4) . ? C3A H3A 0.9500 . ? C4A C21A 1.430(3) . ? C4A C9A 1.530(3) . ? C5A C6A 1.376(4) . ? C5A C21A 1.426(4) . ? C5A H5A 0.9500 . ? C6A O22A 1.359(3) . ? C6A C7A 1.413(4) . ? C7A C8A 1.364(4) . ? C7A H7A 0.9500 . ? C8A C20A 1.422(4) . ? C8A H8A 0.9500 . ? C9A O24A 1.407(3) . ? C9A C10A 1.547(4) . ? C9A H9A 1.0000 . ? C10A N11A 1.510(3) . ? C10A C15A 1.547(4) . ? C10A H10A 1.0000 . ? N11A C12A 1.500(3) . ? N11A C17A 1.500(3) . ? N11A H11A 0.85(3) . ? C12A C13A 1.552(4) . ? C12A H12F 0.9900 . ? C12A H12G 0.9900 . ? C13A C18A 1.483(5) . ? C13A C14A 1.543(4) . ? C13A H13A 1.0000 . ? C14A C16A 1.527(5) . ? C14A C15A 1.540(4) . ? C14A H14A 1.0000 . ? C15A H15G 0.9900 . ? C15A H15F 0.9900 . ? C16A C17A 1.530(4) . ? C16A H16G 0.9900 . ? C16A H16F 0.9900 . ? C17A H17G 0.9900 . ? C17A H17F 0.9900 . ? C18A C19A 1.294(5) . ? C18A H23C 0.9500 . ? C19A H24E 0.9500 . ? C19A H24F 0.9500 . ? C20A C21A 1.418(4) . ? O22A C23A 1.427(4) . ? C23A H23G 0.9800 . ? C23A H23H 0.9800 . ? C23A H23F 0.9800 . ? O24A H24A 0.8400 . ? O31A C32A 1.274(3) . ? C32A O33A 1.232(3) . ? C32A C34A 1.535(4) . ? C34A O35A 1.430(3) . ? C34A C36A 1.520(4) . ? C34A H34A 1.0000 . ? O35A H35A 0.8400 . ? C36A C37A 1.383(4) . ? C36A C41A 1.392(4) . ? C37A C38A 1.385(4) . ? C37A H37A 0.9500 . ? C38A C39A 1.382(4) . ? C38A H38A 0.9500 . ? C39A C40A 1.372(5) . ? C39A H39A 0.9500 . ? C40A C41A 1.389(4) . ? C40A H40A 0.9500 . ? C41A H41A 0.9500 . ? N1B C2B 1.315(4) . ? N1B C20B 1.372(4) . ? C2B C3B 1.399(4) . ? C2B H2B 0.9500 . ? C3B C4B 1.369(4) . ? C3B H3B 0.9500 . ? C4B C21B 1.431(4) . ? C4B C9B 1.528(3) . ? C5B C6B 1.374(4) . ? C5B C21B 1.427(4) . ? C5B H5B 0.9500 . ? C6B O22B 1.364(3) . ? C6B C7B 1.418(4) . ? C7B C8B 1.357(4) . ? C7B H7B 0.9500 . ? C8B C20B 1.422(4) . ? C8B H8B 0.9500 . ? C9B O24B 1.418(3) . ? C9B C10B 1.541(4) . ? C9B H9B 1.0000 . ? C10B N11B 1.514(3) . ? C10B C15B 1.542(4) . ? C10B H10B 1.0000 . ? N11B C17B 1.498(3) . ? N11B C12B 1.499(4) . ? N11B H11B 0.84(3) . ? C12B C13B 1.546(4) . ? C12B H12J 0.9900 . ? C12B H12I 0.9900 . ? C13B C18B 1.500(4) . ? C13B C14B 1.543(4) . ? C13B H13B 1.0000 . ? C14B C16B 1.525(4) . ? C14B C15B 1.539(4) . ? C14B H14B 1.0000 . ? C15B H15J 0.9900 . ? C15B H15I 0.9900 . ? C16B C17B 1.542(4) . ? C16B H16J 0.9900 . ? C16B H16I 0.9900 . ? C17B H17I 0.9900 . ? C17B H17J 0.9900 . ? C18B C19B 1.310(5) . ? C18B H18B 0.9500 . ? C19B H19J 0.9500 . ? C19B H19I 0.9500 . ? C20B C21B 1.423(3) . ? O22B C23B 1.431(3) . ? C23B H23J 0.9800 . ? C23B H23K 0.9800 . ? C23B H23I 0.9800 . ? O24B H24B 0.8400 . ? O31B C32B 1.254(3) . ? C32B O33B 1.256(3) . ? C32B C34B 1.535(4) . ? C34B O35B 1.406(3) . ? C34B C36B 1.517(4) . ? C34B H34B 1.09(2) . ? O35B H35B 0.8400 . ? C36B C41B 1.393(4) . ? C36B C37B 1.396(4) . ? C37B C38B 1.384(4) . ? C37B H37B 1.00(3) . ? C38B C39B 1.385(4) . ? C38B H38B 1.03(4) . ? C39B C40B 1.386(4) . ? C39B H39B 1.01(4) . ? C40B C41B 1.395(4) . ? C40B H40B 0.98(3) . ? C41B H41B 1.00(3) . ? N1C C2C 1.319(4) . ? N1C C20C 1.366(4) . ? C2C C3C 1.404(4) . ? C2C H2C 0.9500 . ? C3C C4C 1.379(4) . ? C3C H3C 0.9500 . ? C4C C21C 1.435(4) . ? C4C C9C 1.532(4) . ? C5C C6C 1.382(4) . ? C5C C21C 1.426(4) . ? C5C H5C 0.9500 . ? C6C O22C 1.361(4) . ? C6C C7C 1.418(4) . ? C7C C8C 1.355(4) . ? C7C H7C 0.9500 . ? C8C C20C 1.427(4) . ? C8C H8C 0.9500 . ? C9C O24C 1.407(3) . ? C9C C10C 1.543(4) . ? C9C H9C 1.0000 . ? C10C N11C 1.518(3) . ? C10C C15C 1.544(4) . ? C10C H10C 1.0000 . ? N11C C12C 1.498(4) . ? N11C C17C 1.502(3) . ? N11C H11C 0.87(4) . ? C12C C13C 1.549(4) . ? C12C H12L 0.9900 . ? C12C H12K 0.9900 . ? C13C C18C 1.500(4) . ? C13C C14C 1.546(4) . ? C13C H13C 1.0000 . ? C14C C16C 1.523(4) . ? C14C C15C 1.539(4) . ? C14C H17A 1.0000 . ? C15C H15K 0.9900 . ? C15C H15L 0.9900 . ? C16C C17C 1.546(5) . ? C16C H16L 0.9900 . ? C16C H16K 0.9900 . ? C17C H17K 0.9900 . ? C17C H17L 0.9900 . ? C18C C19C 1.303(5) . ? C18C H18C 0.9500 . ? C19C H19L 0.9500 . ? C19C H19K 0.9500 . ? C20C C21C 1.425(4) . ? O22C C23C 1.433(4) . ? C23C H23M 0.9800 . ? C23C H23N 0.9800 . ? C23C H23L 0.9800 . ? O24C H24C 0.8400 . ? O31C C32C 1.276(13) . ? C32C O33C 1.196(14) . ? C32C C34C 1.610(15) . ? C34C O35C 1.418(5) . ? C34C C36C 1.501(7) . ? C34C H34C 1.0000 . ? O35C H35C 0.8400 . ? C36C C41C 1.387(11) . ? C36C C37C 1.394(9) . ? C37C C38C 1.384(9) . ? C37C H37C 0.9500 . ? C38C C39C 1.393(8) . ? C38C H38C 0.9500 . ? C39C C40C 1.402(9) . ? C39C H39C 0.9500 . ? C40C C41C 1.390(12) . ? C40C H40C 0.9500 . ? C41C H41C 0.9500 . ? O31D C32D 1.261(19) . ? C32D O33D 1.208(18) . ? C32D C34D 1.571(15) . ? C34D O35D 1.416(11) . ? C34D C36D 1.526(15) . ? C34D H34D 1.0000 . ? O35D H35D 0.8400 . ? C36D C41D 1.358(19) . ? C36D C37D 1.372(18) . ? C37D C38D 1.363(18) . ? C37D H37D 0.9500 . ? C38D C39D 1.405(19) . ? C38D H38D 0.9500 . ? C39D C40D 1.34(2) . ? C39D H39D 0.9500 . ? C40D C41D 1.41(3) . ? C40D H40D 0.9500 . ? C41D H41D 0.9500 . ? 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 C2A N1A C20A 116.7(2) . . ? N1A C2A C3A 124.3(3) . . ? N1A C2A H2A 117.8 . . ? C3A C2A H2A 117.8 . . ? C4A C3A C2A 120.2(2) . . ? C4A C3A H3A 119.9 . . ? C2A C3A H3A 119.9 . . ? C3A C4A C21A 118.0(2) . . ? C3A C4A C9A 119.7(2) . . ? C21A C4A C9A 122.3(2) . . ? C6A C5A C21A 119.5(2) . . ? C6A C5A H5A 120.3 . . ? C21A C5A H5A 120.3 . . ? O22A C6A C5A 125.5(3) . . ? O22A C6A C7A 113.6(2) . . ? C5A C6A C7A 120.9(3) . . ? C8A C7A C6A 120.4(2) . . ? C8A C7A H7A 119.8 . . ? C6A C7A H7A 119.8 . . ? C7A C8A C20A 120.3(2) . . ? C7A C8A H8A 119.9 . . ? C20A C8A H8A 119.9 . . ? O24A C9A C4A 110.68(19) . . ? O24A C9A C10A 109.4(2) . . ? C4A C9A C10A 108.5(2) . . ? O24A C9A H9A 109.4 . . ? C4A C9A H9A 109.4 . . ? C10A C9A H9A 109.4 . . ? N11A C10A C15A 108.1(2) . . ? N11A C10A C9A 111.7(2) . . ? C15A C10A C9A 113.8(2) . . ? N11A C10A H10A 107.7 . . ? C15A C10A H10A 107.7 . . ? C9A C10A H10A 107.7 . . ? C12A N11A C17A 109.1(2) . . ? C12A N11A C10A 108.7(2) . . ? C17A N11A C10A 113.86(19) . . ? C12A N11A H11A 106.5(17) . . ? C17A N11A H11A 112.5(17) . . ? C10A N11A H11A 105.8(17) . . ? N11A C12A C13A 109.0(2) . . ? N11A C12A H12F 109.9 . . ? C13A C12A H12F 109.9 . . ? N11A C12A H12G 109.9 . . ? C13A C12A H12G 109.9 . . ? H12F C12A H12G 108.3 . . ? C18A C13A C14A 111.4(3) . . ? C18A C13A C12A 115.3(3) . . ? C14A C13A C12A 107.8(2) . . ? C18A C13A H13A 107.3 . . ? C14A C13A H13A 107.3 . . ? C12A C13A H13A 107.3 . . ? C16A C14A C15A 109.4(2) . . ? C16A C14A C13A 108.2(2) . . ? C15A C14A C13A 110.1(2) . . ? C16A C14A H14A 109.7 . . ? C15A C14A H14A 109.7 . . ? C13A C14A H14A 109.7 . . ? C14A C15A C10A 109.2(2) . . ? C14A C15A H15G 109.8 . . ? C10A C15A H15G 109.8 . . ? C14A C15A H15F 109.8 . . ? C10A C15A H15F 109.8 . . ? H15G C15A H15F 108.3 . . ? C14A C16A C17A 108.9(2) . . ? C14A C16A H16G 109.9 . . ? C17A C16A H16G 109.9 . . ? C14A C16A H16F 109.9 . . ? C17A C16A H16F 109.9 . . ? H16G C16A H16F 108.3 . . ? N11A C17A C16A 109.0(2) . . ? N11A C17A H17G 109.9 . . ? C16A C17A H17G 109.9 . . ? N11A C17A H17F 109.9 . . ? C16A C17A H17F 109.9 . . ? H17G C17A H17F 108.3 . . ? C19A C18A C13A 129.8(3) . . ? C19A C18A H23C 115.1 . . ? C13A C18A H23C 115.1 . . ? C18A C19A H24E 120.0 . . ? C18A C19A H24F 120.0 . . ? H24E C19A H24F 120.0 . . ? N1A C20A C21A 123.2(2) . . ? N1A C20A C8A 117.5(2) . . ? C21A C20A C8A 119.3(2) . . ? C20A C21A C5A 119.1(2) . . ? C20A C21A C4A 117.4(2) . . ? C5A C21A C4A 123.5(2) . . ? C6A O22A C23A 116.6(2) . . ? O22A C23A H23G 109.5 . . ? O22A C23A H23H 109.5 . . ? H23G C23A H23H 109.5 . . ? O22A C23A H23F 109.5 . . ? H23G C23A H23F 109.5 . . ? H23H C23A H23F 109.5 . . ? C9A O24A H24A 109.5 . . ? O33A C32A O31A 124.5(3) . . ? O33A C32A C34A 119.5(2) . . ? O31A C32A C34A 116.0(2) . . ? O35A C34A C36A 109.9(2) . . ? O35A C34A C32A 111.3(2) . . ? C36A C34A C32A 107.5(2) . . ? O35A C34A H34A 109.3 . . ? C36A C34A H34A 109.3 . . ? C32A C34A H34A 109.3 . . ? C34A O35A H35A 109.5 . . ? C37A C36A C41A 118.6(3) . . ? C37A C36A C34A 120.0(2) . . ? C41A C36A C34A 121.4(3) . . ? C36A C37A C38A 121.1(3) . . ? C36A C37A H37A 119.4 . . ? C38A C37A H37A 119.4 . . ? C39A C38A C37A 119.8(3) . . ? C39A C38A H38A 120.1 . . ? C37A C38A H38A 120.1 . . ? C40A C39A C38A 119.6(3) . . ? C40A C39A H39A 120.2 . . ? C38A C39A H39A 120.2 . . ? C39A C40A C41A 120.8(3) . . ? C39A C40A H40A 119.6 . . ? C41A C40A H40A 119.6 . . ? C40A C41A C36A 120.0(3) . . ? C40A C41A H41A 120.0 . . ? C36A C41A H41A 120.0 . . ? C2B N1B C20B 116.4(2) . . ? N1B C2B C3B 124.5(3) . . ? N1B C2B H2B 117.8 . . ? C3B C2B H2B 117.8 . . ? C4B C3B C2B 120.3(3) . . ? C4B C3B H3B 119.8 . . ? C2B C3B H3B 119.8 . . ? C3B C4B C21B 118.1(2) . . ? C3B C4B C9B 119.6(2) . . ? C21B C4B C9B 122.3(2) . . ? C6B C5B C21B 120.0(2) . . ? C6B C5B H5B 120.0 . . ? C21B C5B H5B 120.0 . . ? O22B C6B C5B 125.4(2) . . ? O22B C6B C7B 113.8(2) . . ? C5B C6B C7B 120.8(3) . . ? C8B C7B C6B 120.1(3) . . ? C8B C7B H7B 119.9 . . ? C6B C7B H7B 119.9 . . ? C7B C8B C20B 121.2(2) . . ? C7B C8B H8B 119.4 . . ? C20B C8B H8B 119.4 . . ? O24B C9B C4B 109.7(2) . . ? O24B C9B C10B 109.5(2) . . ? C4B C9B C10B 109.0(2) . . ? O24B C9B H9B 109.6 . . ? C4B C9B H9B 109.6 . . ? C10B C9B H9B 109.6 . . ? N11B C10B C9B 111.7(2) . . ? N11B C10B C15B 108.0(2) . . ? C9B C10B C15B 114.1(2) . . ? N11B C10B H10B 107.6 . . ? C9B C10B H10B 107.6 . . ? C15B C10B H10B 107.6 . . ? C17B N11B C12B 109.2(2) . . ? C17B N11B C10B 113.4(2) . . ? C12B N11B C10B 109.5(2) . . ? C17B N11B H11B 108.4(19) . . ? C12B N11B H11B 107.3(19) . . ? C10B N11B H11B 108.9(19) . . ? N11B C12B C13B 110.1(2) . . ? N11B C12B H12J 109.6 . . ? C13B C12B H12J 109.6 . . ? N11B C12B H12I 109.6 . . ? C13B C12B H12I 109.6 . . ? H12J C12B H12I 108.2 . . ? C18B C13B C12B 112.6(2) . . ? C18B C13B C14B 112.0(2) . . ? C12B C13B C14B 107.3(2) . . ? C18B C13B H13B 108.3 . . ? C12B C13B H13B 108.3 . . ? C14B C13B H13B 108.3 . . ? C16B C14B C15B 109.2(2) . . ? C16B C14B C13B 109.1(2) . . ? C15B C14B C13B 109.6(2) . . ? C16B C14B H14B 109.7 . . ? C15B C14B H14B 109.7 . . ? C13B C14B H14B 109.7 . . ? C14B C15B C10B 109.3(2) . . ? C14B C15B H15J 109.8 . . ? C10B C15B H15J 109.8 . . ? C14B C15B H15I 109.8 . . ? C10B C15B H15I 109.8 . . ? H15J C15B H15I 108.3 . . ? C14B C16B C17B 109.9(2) . . ? C14B C16B H16J 109.7 . . ? C17B C16B H16J 109.7 . . ? C14B C16B H16I 109.7 . . ? C17B C16B H16I 109.7 . . ? H16J C16B H16I 108.2 . . ? N11B C17B C16B 108.0(2) . . ? N11B C17B H17I 110.1 . . ? C16B C17B H17I 110.1 . . ? N11B C17B H17J 110.1 . . ? C16B C17B H17J 110.1 . . ? H17I C17B H17J 108.4 . . ? C19B C18B C13B 125.6(3) . . ? C19B C18B H18B 117.2 . . ? C13B C18B H18B 117.2 . . ? C18B C19B H19J 120.0 . . ? C18B C19B H19I 120.0 . . ? H19J C19B H19I 120.0 . . ? N1B C20B C8B 117.3(2) . . ? N1B C20B C21B 123.8(2) . . ? C8B C20B C21B 118.9(2) . . ? C20B C21B C5B 119.0(2) . . ? C20B C21B C4B 116.9(2) . . ? C5B C21B C4B 124.1(2) . . ? C6B O22B C23B 116.7(2) . . ? O22B C23B H23J 109.5 . . ? O22B C23B H23K 109.5 . . ? H23J C23B H23K 109.5 . . ? O22B C23B H23I 109.5 . . ? H23J C23B H23I 109.5 . . ? H23K C23B H23I 109.5 . . ? C9B O24B H24B 109.5 . . ? O33B C32B O31B 126.6(2) . . ? O33B C32B C34B 116.3(2) . . ? O31B C32B C34B 117.0(2) . . ? O35B C34B C36B 112.2(2) . . ? O35B C34B C32B 113.3(2) . . ? C36B C34B C32B 108.0(2) . . ? O35B C34B H34B 102.3(13) . . ? C36B C34B H34B 111.3(13) . . ? C32B C34B H34B 109.7(13) . . ? C34B O35B H35B 109.5 . . ? C41B C36B C37B 119.0(3) . . ? C41B C36B C34B 121.0(2) . . ? C37B C36B C34B 120.1(2) . . ? C38B C37B C36B 120.7(3) . . ? C38B C37B H37B 120.9(17) . . ? C36B C37B H37B 118.5(17) . . ? C39B C38B C37B 120.3(3) . . ? C39B C38B H38B 117.6(19) . . ? C37B C38B H38B 122.1(19) . . ? C38B C39B C40B 119.6(3) . . ? C38B C39B H39B 118.8(19) . . ? C40B C39B H39B 121.6(19) . . ? C39B C40B C41B 120.4(3) . . ? C39B C40B H40B 121.1(19) . . ? C41B C40B H40B 118.4(19) . . ? C36B C41B C40B 120.1(3) . . ? C36B C41B H41B 118.8(18) . . ? C40B C41B H41B 121.1(18) . . ? C2C N1C C20C 116.6(2) . . ? N1C C2C C3C 124.3(3) . . ? N1C C2C H2C 117.9 . . ? C3C C2C H2C 117.9 . . ? C4C C3C C2C 120.5(2) . . ? C4C C3C H3C 119.7 . . ? C2C C3C H3C 119.7 . . ? C3C C4C C21C 117.3(2) . . ? C3C C4C C9C 119.4(2) . . ? C21C C4C C9C 123.3(2) . . ? C6C C5C C21C 119.3(2) . . ? C6C C5C H5C 120.3 . . ? C21C C5C H5C 120.3 . . ? O22C C6C C5C 125.1(3) . . ? O22C C6C C7C 114.1(2) . . ? C5C C6C C7C 120.8(3) . . ? C8C C7C C6C 120.6(3) . . ? C8C C7C H7C 119.7 . . ? C6C C7C H7C 119.7 . . ? C7C C8C C20C 120.6(3) . . ? C7C C8C H8C 119.7 . . ? C20C C8C H8C 119.7 . . ? O24C C9C C4C 110.7(2) . . ? O24C C9C C10C 108.7(2) . . ? C4C C9C C10C 109.7(2) . . ? O24C C9C H9C 109.2 . . ? C4C C9C H9C 109.2 . . ? C10C C9C H9C 109.2 . . ? N11C C10C C9C 111.8(2) . . ? N11C C10C C15C 107.8(2) . . ? C9C C10C C15C 114.7(2) . . ? N11C C10C H10C 107.4 . . ? C9C C10C H10C 107.4 . . ? C15C C10C H10C 107.4 . . ? C12C N11C C17C 108.5(2) . . ? C12C N11C C10C 109.4(2) . . ? C17C N11C C10C 113.7(2) . . ? C12C N11C H11C 106(2) . . ? C17C N11C H11C 111(2) . . ? C10C N11C H11C 108(2) . . ? N11C C12C C13C 110.4(2) . . ? N11C C12C H12L 109.6 . . ? C13C C12C H12L 109.6 . . ? N11C C12C H12K 109.6 . . ? C13C C12C H12K 109.6 . . ? H12L C12C H12K 108.1 . . ? C18C C13C C14C 114.2(2) . . ? C18C C13C C12C 111.4(2) . . ? C14C C13C C12C 107.5(2) . . ? C18C C13C H13C 107.8 . . ? C14C C13C H13C 107.8 . . ? C12C C13C H13C 107.8 . . ? C16C C14C C15C 108.4(2) . . ? C16C C14C C13C 108.6(2) . . ? C15C C14C C13C 110.4(2) . . ? C16C C14C H17A 109.8 . . ? C15C C14C H17A 109.8 . . ? C13C C14C H17A 109.8 . . ? C14C C15C C10C 109.8(2) . . ? C14C C15C H15K 109.7 . . ? C10C C15C H15K 109.7 . . ? C14C C15C H15L 109.7 . . ? C10C C15C H15L 109.7 . . ? H15K C15C H15L 108.2 . . ? C14C C16C C17C 109.7(2) . . ? C14C C16C H16L 109.7 . . ? C17C C16C H16L 109.7 . . ? C14C C16C H16K 109.7 . . ? C17C C16C H16K 109.7 . . ? H16L C16C H16K 108.2 . . ? N11C C17C C16C 108.5(2) . . ? N11C C17C H17K 110.0 . . ? C16C C17C H17K 110.0 . . ? N11C C17C H17L 110.0 . . ? C16C C17C H17L 110.0 . . ? H17K C17C H17L 108.4 . . ? C19C C18C C13C 125.5(3) . . ? C19C C18C H18C 117.3 . . ? C13C C18C H18C 117.3 . . ? C18C C19C H19L 120.0 . . ? C18C C19C H19K 120.0 . . ? H19L C19C H19K 120.0 . . ? N1C C20C C21C 123.9(2) . . ? N1C C20C C8C 117.2(2) . . ? C21C C20C C8C 118.9(3) . . ? C20C C21C C5C 119.5(2) . . ? C20C C21C C4C 117.2(2) . . ? C5C C21C C4C 123.2(2) . . ? C6C O22C C23C 117.0(2) . . ? O22C C23C H23M 109.5 . . ? O22C C23C H23N 109.5 . . ? H23M C23C H23N 109.5 . . ? O22C C23C H23L 109.5 . . ? H23M C23C H23L 109.5 . . ? H23N C23C H23L 109.5 . . ? C9C O24C H24C 109.5 . . ? O33C C32C O31C 126.2(11) . . ? O33C C32C C34C 124.7(11) . . ? O31C C32C C34C 107.9(11) . . ? O35C C34C C36C 111.8(5) . . ? O35C C34C C32C 113.9(6) . . ? C36C C34C C32C 111.6(6) . . ? O35C C34C H34C 106.3 . . ? C36C C34C H34C 106.3 . . ? C32C C34C H34C 106.3 . . ? C41C C36C C37C 119.1(7) . . ? C41C C36C C34C 120.7(8) . . ? C37C C36C C34C 120.1(6) . . ? C38C C37C C36C 120.0(4) . . ? C38C C37C H37C 120.0 . . ? C36C C37C H37C 120.0 . . ? C37C C38C C39C 121.4(5) . . ? C37C C38C H38C 119.3 . . ? C39C C38C H38C 119.3 . . ? C38C C39C C40C 118.4(5) . . ? C38C C39C H39C 120.8 . . ? C40C C39C H39C 120.8 . . ? C41C C40C C39C 120.0(7) . . ? C41C C40C H40C 120.0 . . ? C39C C40C H40C 120.0 . . ? C36C C41C C40C 121.0(10) . . ? C36C C41C H41C 119.5 . . ? C40C C41C H41C 119.5 . . ? O33D C32D O31D 127.4(18) . . ? O33D C32D C34D 130.6(14) . . ? O31D C32D C34D 96.8(15) . . ? O35D C34D C36D 108.1(9) . . ? O35D C34D C32D 120.8(9) . . ? C36D C34D C32D 103.9(10) . . ? O35D C34D H34D 107.8 . . ? C36D C34D H34D 107.8 . . ? C32D C34D H34D 107.8 . . ? C34D O35D H35D 109.5 . . ? C41D C36D C37D 118.6(17) . . ? C41D C36D C34D 122.9(19) . . ? C37D C36D C34D 118.1(15) . . ? C38D C37D C36D 121.3(15) . . ? C38D C37D H37D 119.3 . . ? C36D C37D H37D 119.3 . . ? C37D C38D C39D 120.1(14) . . ? C37D C38D H38D 119.9 . . ? C39D C38D H38D 119.9 . . ? C40D C39D C38D 118.6(13) . . ? C40D C39D H39D 120.7 . . ? C38D C39D H39D 120.7 . . ? C39D C40D C41D 120.8(16) . . ? C39D C40D H40D 119.6 . . ? C41D C40D H40D 119.6 . . ? C36D C41D C40D 120(2) . . ? C36D C41D H41D 119.8 . . ? C40D C41D H41D 119.8 . . ? 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 C5A C6A O22A C23A -7.1(4) . . . . ? C3A C4A C9A O24A -16.5(3) . . . . ? N11A C10A C9A O24A -76.8(3) . . . . ? C14A C13A C18A C19A 117.0(4) . . . . ? C41A C36A C34A C32A 103.7(3) . . . . ? O31A C32A C34A O35A 27.6(3) . . . . ? C5B C6B O22B C23B -7.0(4) . . . . ? C3B C4B C9B O24B -22.6(3) . . . . ? N11B C10B C9B O24B -80.7(2) . . . . ? C14B C13B C18B C19B -105.9(3) . . . . ? C41B C36B C34B C32B 91.0(3) . . . . ? O31B C32B C34B O35B 33.3(3) . . . . ? C5C C6C O22C C23C -3.3(4) . . . . ? C3C C4C C9C O24C -12.9(3) . . . . ? N11C C10C C9C O24C -74.5(3) . . . . ? C14C C13C C18C C19C -117.3(3) . . . . ? C37C C36C C34C C32C -113.8(7) . . . . ? O31C C32C C34C O35C 4.0(13) . . . . ? C41D C36D C34D C32D 109.9(17) . . . . ? O31D C32D C34D O35D 26.1(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11A H11A O31A 0.85(3) 1.84(3) 2.631(3) 154(2) . N11B H11B O31B 0.84(3) 1.81(3) 2.632(3) 166(3) . N11C H11C O33C 0.87(4) 1.83(3) 2.616(5) 150(3) . N11C H11C O31D 0.87(4) 1.84(4) 2.60(2) 145(3) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.282 _refine_diff_density_min -0.173 _refine_diff_density_rms 0.035 data_5 _database_code_depnum_ccdc_archive 'CCDC 795249' #TrackingRef '- new merged_QUIN_MAND_CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N2 O5' _exptl_crystal_recrystallization_method 'slow evaporation from methanol' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 476.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.415(2) _cell_length_b 18.416(4) _cell_length_c 18.845(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.431(7) _cell_angle_gamma 90.00 _cell_volume 3542.8(14) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9161 _cell_measurement_theta_min 1.56 _cell_measurement_theta_max 28.51 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.340 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1524 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9660 _exptl_absorpt_correction_T_max 0.9885 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_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 28583 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 28.51 _reflns_number_total 9161 _reflns_number_gt 7592 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0753P)^2^+1.1135P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9161 _refine_ls_number_parameters 970 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1394 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 N1A N 1.2013(3) 0.42324(19) 0.40533(17) 0.0342(7) Uani 1 1 d . . . C2A C 1.1713(3) 0.4502(2) 0.4639(2) 0.0367(8) Uani 1 1 d . . . H2A H 1.2375 0.4757 0.4964 0.044 Uiso 1 1 calc R . . C3A C 1.0467(3) 0.4439(2) 0.48227(19) 0.0301(7) Uani 1 1 d . . . H3A H 1.0312 0.4648 0.5259 0.036 Uiso 1 1 calc R . . C4A C 0.9482(3) 0.40778(18) 0.43724(16) 0.0230(6) Uani 1 1 d . . . C5A C 0.8842(3) 0.33497(18) 0.32323(17) 0.0261(6) Uani 1 1 d . . . H5A H 0.7976 0.3280 0.3309 0.031 Uiso 1 1 calc R . . C6A C 0.9215(3) 0.3052(2) 0.26359(19) 0.0300(7) Uani 1 1 d . . . C7A C 1.0489(4) 0.3175(2) 0.2499(2) 0.0348(8) Uani 1 1 d . . . H7A H 1.0717 0.2983 0.2073 0.042 Uiso 1 1 calc R . . C8A C 1.1374(3) 0.3561(2) 0.2965(2) 0.0323(8) Uani 1 1 d . . . H8A H 1.2226 0.3634 0.2867 0.039 Uiso 1 1 calc R . . C9A C 0.8133(3) 0.40343(17) 0.45667(15) 0.0202(6) Uani 1 1 d . . . H9A H 0.7740 0.3545 0.4435 0.024 Uiso 1 1 calc R . . C10A C 0.7263(3) 0.46250(16) 0.41459(16) 0.0204(6) Uani 1 1 d . . . H10A H 0.7426 0.4629 0.3640 0.024 Uiso 1 1 calc R . . N11A N 0.5823(3) 0.44686(16) 0.41033(15) 0.0221(5) Uani 1 1 d . . . H11A H 0.559(5) 0.409(3) 0.389(3) 0.048(13) Uiso 1 1 d . . . C12A C 0.5017(3) 0.49961(19) 0.35846(18) 0.0285(7) Uani 1 1 d . . . H12G H 0.4075 0.4882 0.3535 0.034 Uiso 1 1 calc R . . H12F H 0.5248 0.4952 0.3101 0.034 Uiso 1 1 calc R . . C13A C 0.5282(3) 0.57752(19) 0.3869(2) 0.0326(8) Uani 1 1 d . . . H13A H 0.4445 0.5966 0.3981 0.039 Uiso 1 1 calc R . . C14A C 0.6281(3) 0.57330(19) 0.4591(2) 0.0318(8) Uani 1 1 d . . . H14A H 0.6471 0.6233 0.4791 0.038 Uiso 1 1 calc R . . C15A C 0.7546(3) 0.53868(18) 0.44579(19) 0.0273(7) Uani 1 1 d . . . H15F H 0.7922 0.5689 0.4115 0.033 Uiso 1 1 calc R . . H15G H 0.8194 0.5359 0.4919 0.033 Uiso 1 1 calc R . . C16A C 0.5702(4) 0.5275(2) 0.5127(2) 0.0384(9) Uani 1 1 d . . . H16F H 0.6332 0.5246 0.5594 0.046 Uiso 1 1 calc R . . H16G H 0.4888 0.5504 0.5215 0.046 Uiso 1 1 calc R . . C17A C 0.5407(3) 0.4520(2) 0.48189(18) 0.0296(7) Uani 1 1 d . . . H17F H 0.5884 0.4155 0.5157 0.035 Uiso 1 1 calc R . . H17G H 0.4457 0.4420 0.4755 0.035 Uiso 1 1 calc R . . C18A C 0.5739(4) 0.6309(2) 0.3383(2) 0.0466(10) Uani 1 1 d . . . H18A H 0.5861 0.6791 0.3564 0.056 Uiso 1 1 calc R . . C19A C 0.5987(5) 0.6206(3) 0.2764(3) 0.0630(14) Uani 1 1 d . . . H19F H 0.5885 0.5737 0.2552 0.076 Uiso 1 1 calc R . . H19G H 0.6275 0.6599 0.2508 0.076 Uiso 1 1 calc R . . C20A C 1.1053(3) 0.38595(18) 0.35999(18) 0.0259(7) Uani 1 1 d . . . C21A C 0.9755(3) 0.37613(17) 0.37338(17) 0.0232(6) Uani 1 1 d . . . O22A O 0.8451(3) 0.26340(16) 0.21272(14) 0.0412(7) Uani 1 1 d . . . C23A C 0.7195(4) 0.2425(3) 0.2253(2) 0.0464(10) Uani 1 1 d . . . H23H H 0.7304 0.2135 0.2697 0.070 Uiso 1 1 calc R . . H23F H 0.6739 0.2135 0.1843 0.070 Uiso 1 1 calc R . . H23G H 0.6679 0.2860 0.2304 0.070 Uiso 1 1 calc R . . O24A O 0.8239(2) 0.41582(14) 0.53193(11) 0.0273(5) Uani 1 1 d . . . H24A H 0.7953 0.3795 0.5509 0.033 Uiso 1 1 calc R . . O31A O 0.5149(3) 0.33822(14) 0.31275(13) 0.0341(6) Uani 1 1 d . . . C32A C 0.4594(3) 0.27849(18) 0.31749(16) 0.0246(6) Uani 1 1 d . . . C34A C 0.4964(3) 0.23767(18) 0.39058(16) 0.0236(6) Uani 1 1 d . . . H34A H 0.4138 0.2229 0.4060 0.028 Uiso 1 1 calc R . . O35A O 0.5650(2) 0.28596(13) 0.44281(12) 0.0300(5) Uani 1 1 d . . . H35A H 0.5872 0.2642 0.4825 0.036 Uiso 1 1 calc R . . C36A C 0.5732(3) 0.16947(17) 0.38090(17) 0.0243(6) Uani 1 1 d . . . C37A C 0.5167(4) 0.1151(2) 0.33307(19) 0.0316(7) Uani 1 1 d . . . H37A H 0.4302 0.1210 0.3058 0.038 Uiso 1 1 calc R . . C38A C 0.5862(4) 0.0527(2) 0.3253(2) 0.0377(8) Uani 1 1 d . . . H38A H 0.5472 0.0160 0.2925 0.045 Uiso 1 1 calc R . . C39A C 0.7114(4) 0.0431(2) 0.3646(2) 0.0388(8) Uani 1 1 d . . . H39A H 0.7585 -0.0001 0.3592 0.047 Uiso 1 1 calc R . . C40A C 0.7675(4) 0.0962(2) 0.4114(2) 0.0416(9) Uani 1 1 d . . . H40A H 0.8539 0.0900 0.4385 0.050 Uiso 1 1 calc R . . C41A C 0.6987(3) 0.1588(2) 0.41943(19) 0.0313(7) Uani 1 1 d . . . H41A H 0.7387 0.1953 0.4522 0.038 Uiso 1 1 calc R . . N1B N 0.9003(3) 0.41029(19) 0.08211(17) 0.0358(7) Uani 1 1 d . . . C2B C 0.8675(4) 0.4442(2) 0.1369(2) 0.0393(9) Uani 1 1 d . . . H2B H 0.9326 0.4727 0.1669 0.047 Uiso 1 1 calc R . . C3B C 0.7425(3) 0.4413(2) 0.15418(19) 0.0319(7) Uani 1 1 d . . . H3B H 0.7248 0.4675 0.1946 0.038 Uiso 1 1 calc R . . C4B C 0.6458(3) 0.40032(18) 0.11232(16) 0.0226(6) Uani 1 1 d . . . C5B C 0.5891(3) 0.31364(17) 0.00892(17) 0.0236(6) Uani 1 1 d . . . H5B H 0.5027 0.3074 0.0172 0.028 Uiso 1 1 calc R . . C6B C 0.6284(3) 0.27700(18) -0.04695(16) 0.0252(6) Uani 1 1 d . . . C7B C 0.7559(4) 0.2872(2) -0.06079(19) 0.0318(7) Uani 1 1 d . . . H7B H 0.7808 0.2630 -0.1005 0.038 Uiso 1 1 calc R . . C8B C 0.8425(3) 0.33113(19) -0.01817(19) 0.0296(7) Uani 1 1 d . . . H8B H 0.9281 0.3369 -0.0278 0.036 Uiso 1 1 calc R . . C9B C 0.5100(3) 0.39926(17) 0.13161(15) 0.0206(6) Uani 1 1 d . . . H9B H 0.4753 0.3485 0.1275 0.025 Uiso 1 1 calc R . . C10B C 0.4166(3) 0.44861(17) 0.07956(16) 0.0211(6) Uani 1 1 d . . . H10B H 0.4324 0.4398 0.0296 0.025 Uiso 1 1 calc R . . N11B N 0.2753(3) 0.43032(15) 0.07946(15) 0.0224(5) Uani 1 1 d . . . H11B H 0.265(4) 0.389(2) 0.064(2) 0.023(10) Uiso 1 1 d . . . C12B C 0.1887(3) 0.47227(19) 0.02069(19) 0.0281(7) Uani 1 1 d . . . H12I H 0.0968 0.4561 0.0163 0.034 Uiso 1 1 calc R . . H12J H 0.2153 0.4631 -0.0261 0.034 Uiso 1 1 calc R . . C13B C 0.1990(3) 0.55374(18) 0.03814(19) 0.0288(7) Uani 1 1 d . . . H13B H 0.1137 0.5699 0.0496 0.035 Uiso 1 1 calc R . . C14B C 0.3062(3) 0.56321(18) 0.10685(18) 0.0268(7) Uani 1 1 d . . . H14B H 0.3194 0.6160 0.1182 0.032 Uiso 1 1 calc R . . C15B C 0.4342(3) 0.52994(18) 0.09516(18) 0.0260(7) Uani 1 1 d . . . H15I H 0.5031 0.5374 0.1389 0.031 Uiso 1 1 calc R . . H15J H 0.4623 0.5543 0.0540 0.031 Uiso 1 1 calc R . . C16B C 0.2616(4) 0.5247(2) 0.16963(19) 0.0311(7) Uani 1 1 d . . . H16J H 0.3307 0.5281 0.2139 0.037 Uiso 1 1 calc R . . H16I H 0.1813 0.5480 0.1795 0.037 Uiso 1 1 calc R . . C17B C 0.2343(3) 0.44567(19) 0.14952(18) 0.0277(7) Uani 1 1 d . . . H17J H 0.2834 0.4140 0.1880 0.033 Uiso 1 1 calc R . . H17I H 0.1397 0.4354 0.1448 0.033 Uiso 1 1 calc R . . C18B C 0.2228(4) 0.5968(2) -0.0253(2) 0.0412(9) Uani 1 1 d . . . H18B H 0.2937 0.5832 -0.0473 0.049 Uiso 1 1 calc R . . C19B C 0.1503(5) 0.6525(2) -0.0519(3) 0.0513(11) Uani 1 1 d . . . H19J H 0.0789 0.6671 -0.0308 0.062 Uiso 1 1 calc R . . H19I H 0.1693 0.6782 -0.0923 0.062 Uiso 1 1 calc R . . C20B C 0.8070(3) 0.36861(19) 0.04073(18) 0.0270(7) Uani 1 1 d . . . C21B C 0.6776(3) 0.36064(18) 0.05390(16) 0.0224(6) Uani 1 1 d . . . O22B O 0.5553(3) 0.22965(14) -0.09264(13) 0.0349(6) Uani 1 1 d . . . C23B C 0.4328(4) 0.2080(2) -0.0758(2) 0.0380(8) Uani 1 1 d . . . H23K H 0.4477 0.1878 -0.0268 0.057 Uiso 1 1 calc R . . H23I H 0.3919 0.1712 -0.1106 0.057 Uiso 1 1 calc R . . H23J H 0.3749 0.2503 -0.0786 0.057 Uiso 1 1 calc R . . O24B O 0.5170(2) 0.42449(13) 0.20335(11) 0.0260(5) Uani 1 1 d . . . H24B H 0.496(4) 0.384(3) 0.226(2) 0.038(11) Uiso 1 1 d . . . O31B O 0.2543(3) 0.31831(14) -0.00396(14) 0.0442(7) Uani 1 1 d . . . C32B C 0.1860(4) 0.2632(2) 0.00092(18) 0.0347(9) Uani 1 1 d . . . O33B O 0.1098(3) 0.2362(2) -0.05024(16) 0.0594(10) Uani 1 1 d . . . C34B C 0.2058(3) 0.22735(18) 0.07662(17) 0.0272(7) Uani 1 1 d . . . H34B H 0.1180 0.2144 0.0869 0.033 Uiso 1 1 calc R . . O35B O 0.2648(3) 0.27974(13) 0.12792(12) 0.0329(6) Uani 1 1 d . . . C36B C 0.2854(4) 0.15840(18) 0.07713(18) 0.0279(7) Uani 1 1 d . . . C37B C 0.2410(4) 0.1053(2) 0.02654(19) 0.0334(8) Uani 1 1 d . . . H37B H 0.1610 0.1114 -0.0073 0.040 Uiso 1 1 calc R . . C38B C 0.3159(5) 0.0422(2) 0.0258(2) 0.0464(11) Uani 1 1 d . . . H38B H 0.2866 0.0057 -0.0092 0.056 Uiso 1 1 calc R . . C39B C 0.4310(6) 0.0324(2) 0.0751(2) 0.0541(13) Uani 1 1 d . . . H39B H 0.4810 -0.0107 0.0744 0.065 Uiso 1 1 calc R . . H35B H 0.2928 0.2717 0.1760 0.041(12) Uiso 1 1 d R . . C40B C 0.4721(5) 0.0850(3) 0.1246(2) 0.0505(12) Uani 1 1 d . . . H40B H 0.5514 0.0783 0.1589 0.061 Uiso 1 1 calc R . . C41B C 0.4016(4) 0.1480(2) 0.1266(2) 0.0376(8) Uani 1 1 d . . . H41B H 0.4326 0.1842 0.1617 0.045 Uiso 1 1 calc R . . N1C N 0.4951(3) 0.36293(17) -0.25104(15) 0.0294(6) Uani 1 1 d . . . C2C C 0.4650(3) 0.3746(2) -0.18736(19) 0.0331(8) Uani 1 1 d . . . H2C H 0.5343 0.3848 -0.1477 0.040 Uiso 1 1 calc R . . C3C C 0.3368(3) 0.3728(2) -0.17458(18) 0.0313(7) Uani 1 1 d . . . H3C H 0.3210 0.3839 -0.1278 0.038 Uiso 1 1 calc R . . C4C C 0.2344(3) 0.35505(18) -0.22944(17) 0.0262(7) Uani 1 1 d . . . C5C C 0.1693(3) 0.31015(18) -0.35740(18) 0.0254(6) Uani 1 1 d . . . H5C H 0.0816 0.3019 -0.3521 0.030 Uiso 1 1 calc R . . C6C C 0.2049(3) 0.29571(18) -0.42187(17) 0.0262(7) Uani 1 1 d . . . C7C C 0.3341(3) 0.3111(2) -0.43249(18) 0.0290(7) Uani 1 1 d . . . H7C H 0.3554 0.3048 -0.4788 0.035 Uiso 1 1 calc R . . C8C C 0.4257(3) 0.33471(19) -0.37614(18) 0.0276(7) Uani 1 1 d . . . H8C H 0.5121 0.3442 -0.3830 0.033 Uiso 1 1 calc R . . C9C C 0.0940(3) 0.35628(19) -0.21667(17) 0.0277(7) Uani 1 1 d . . . H9C H 0.0471 0.3112 -0.2369 0.033 Uiso 1 1 calc R . . C10C C 0.0252(3) 0.42324(18) -0.25559(16) 0.0225(6) Uani 1 1 d . . . H10C H 0.0397 0.4224 -0.3065 0.027 Uiso 1 1 calc R . . N11C N -0.1217(3) 0.42095(16) -0.25907(14) 0.0230(5) Uani 1 1 d . . . H11C H -0.148(4) 0.377(3) -0.278(2) 0.048(13) Uiso 1 1 d . . . C12C C -0.1847(3) 0.4792(2) -0.30923(18) 0.0284(7) Uani 1 1 d . . . H12L H -0.2812 0.4754 -0.3159 0.034 Uiso 1 1 calc R . . H12K H -0.1605 0.4732 -0.3571 0.034 Uiso 1 1 calc R . . C13C C -0.1394(4) 0.5537(2) -0.2776(2) 0.0323(8) Uani 1 1 d . . . H13C H -0.2165 0.5788 -0.2644 0.039 Uiso 1 1 calc R . . C14C C -0.0364(3) 0.5419(2) -0.20759(19) 0.0310(7) Uani 1 1 d . . . H14C H -0.0026 0.5898 -0.1869 0.037 Uiso 1 1 calc R . . C15C C 0.0761(3) 0.4959(2) -0.2223(2) 0.0305(7) Uani 1 1 d . . . H15L H 0.1395 0.4873 -0.1765 0.037 Uiso 1 1 calc R . . H15K H 0.1221 0.5220 -0.2559 0.037 Uiso 1 1 calc R . . C16C C -0.1035(4) 0.5018(2) -0.1539(2) 0.0370(8) Uani 1 1 d . . . H16L H -0.0390 0.4915 -0.1089 0.044 Uiso 1 1 calc R . . H16K H -0.1738 0.5325 -0.1414 0.044 Uiso 1 1 calc R . . C17C C -0.1610(3) 0.4314(2) -0.18737(18) 0.0295(7) Uani 1 1 d . . . H17L H -0.1287 0.3903 -0.1549 0.035 Uiso 1 1 calc R . . H17K H -0.2577 0.4328 -0.1942 0.035 Uiso 1 1 calc R . . C18C C -0.0920(5) 0.5991(2) -0.3333(2) 0.0458(10) Uani 1 1 d . . . H18C H -0.0273 0.5788 -0.3565 0.055 Uiso 1 1 calc R . . C19C C -0.1329(5) 0.6643(3) -0.3520(3) 0.0543(12) Uani 1 1 d . . . H19L H -0.1975 0.6865 -0.3299 0.065 Uiso 1 1 calc R . . H19K H -0.0983 0.6899 -0.3878 0.065 Uiso 1 1 calc R . . C20C C 0.3949(3) 0.34554(18) -0.30676(17) 0.0236(6) Uani 1 1 d . . . C21C C 0.2623(3) 0.33726(18) -0.29855(17) 0.0244(6) Uani 1 1 d . . . O22C O 0.1274(2) 0.26546(15) -0.48090(14) 0.0355(6) Uani 1 1 d . . . C23C C 0.0032(4) 0.2396(3) -0.4720(2) 0.0442(10) Uani 1 1 d . . . H23N H 0.0153 0.2022 -0.4342 0.066 Uiso 1 1 calc R . . H23L H -0.0436 0.2188 -0.5177 0.066 Uiso 1 1 calc R . . H23M H -0.0477 0.2799 -0.4578 0.066 Uiso 1 1 calc R . . O24C O 0.0895(3) 0.36288(18) -0.14270(13) 0.0415(7) Uani 1 1 d . . . H24C H 0.1297 0.3279 -0.1197 0.050 Uiso 1 1 calc R . . O31C O -0.2138(3) 0.32341(14) -0.37112(13) 0.0382(6) Uani 1 1 d . . . C32C C -0.2731(3) 0.26411(18) -0.37151(17) 0.0261(7) Uani 1 1 d . . . O33C O -0.3331(3) 0.23133(16) -0.42503(13) 0.0390(6) Uani 1 1 d . . . C34C C -0.2678(3) 0.22885(18) -0.29679(16) 0.0246(6) Uani 1 1 d . . . H34C H -0.3492 0.1996 -0.2981 0.030 Uiso 1 1 calc R . . O35C O -0.2574(2) 0.28150(13) -0.24130(12) 0.0267(5) Uani 1 1 d . . . H35C H -0.3304 0.3016 -0.2432 0.032 Uiso 1 1 calc R . . C36C C -0.1501(3) 0.17905(18) -0.28080(17) 0.0248(6) Uani 1 1 d . . . C37C C -0.1340(4) 0.1256(2) -0.3310(2) 0.0325(7) Uani 1 1 d . . . H37C H -0.1992 0.1193 -0.3736 0.039 Uiso 1 1 calc R . . C38C C -0.0254(4) 0.0823(2) -0.3192(2) 0.0422(9) Uani 1 1 d . . . H38C H -0.0152 0.0461 -0.3537 0.051 Uiso 1 1 calc R . . C39C C 0.0705(4) 0.0910(2) -0.2567(2) 0.0442(10) Uani 1 1 d . . . H39C H 0.1475 0.0621 -0.2493 0.053 Uiso 1 1 calc R . . C40C C 0.0531(4) 0.1416(2) -0.2060(2) 0.0384(9) Uani 1 1 d . . . H40C H 0.1171 0.1465 -0.1627 0.046 Uiso 1 1 calc R . . C41C C -0.0568(3) 0.18535(19) -0.21746(18) 0.0283(7) Uani 1 1 d . . . H41C H -0.0684 0.2199 -0.1818 0.034 Uiso 1 1 calc R . . O33A O 0.3798(3) 0.24855(14) 0.26931(12) 0.0343(6) 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 N1A 0.0223(14) 0.0451(18) 0.0358(16) 0.0029(14) 0.0074(12) 0.0023(13) C2A 0.0236(17) 0.050(2) 0.0357(19) -0.0050(17) 0.0046(14) -0.0021(16) C3A 0.0272(17) 0.0353(18) 0.0281(17) -0.0012(14) 0.0063(13) 0.0053(14) C4A 0.0189(14) 0.0279(16) 0.0232(15) 0.0060(12) 0.0065(11) 0.0049(12) C5A 0.0259(16) 0.0294(16) 0.0247(15) 0.0001(13) 0.0091(12) 0.0030(13) C6A 0.0300(17) 0.0342(18) 0.0267(17) -0.0012(13) 0.0079(13) 0.0029(14) C7A 0.0362(19) 0.044(2) 0.0291(18) -0.0016(15) 0.0182(15) 0.0097(16) C8A 0.0251(16) 0.042(2) 0.0347(18) 0.0071(15) 0.0169(14) 0.0072(14) C9A 0.0226(14) 0.0223(14) 0.0180(14) 0.0014(11) 0.0095(11) 0.0029(11) C10A 0.0181(14) 0.0230(15) 0.0214(14) 0.0004(11) 0.0072(11) -0.0004(11) N11A 0.0188(12) 0.0238(13) 0.0245(13) -0.0060(11) 0.0057(10) -0.0015(10) C12A 0.0219(15) 0.0354(18) 0.0262(17) -0.0035(13) -0.0001(12) 0.0057(13) C13A 0.0284(17) 0.0274(17) 0.0392(19) -0.0018(14) -0.0002(14) 0.0073(14) C14A 0.0295(17) 0.0239(16) 0.0386(19) -0.0096(14) -0.0015(14) 0.0021(13) C15A 0.0195(15) 0.0257(16) 0.0340(18) 0.0003(13) -0.0009(13) -0.0004(12) C16A 0.037(2) 0.048(2) 0.0311(19) -0.0155(16) 0.0077(15) 0.0052(17) C17A 0.0257(16) 0.0374(18) 0.0285(17) -0.0006(14) 0.0126(13) 0.0006(14) C18A 0.051(2) 0.034(2) 0.049(3) 0.0058(18) -0.003(2) 0.0078(18) C19A 0.072(3) 0.066(3) 0.051(3) -0.008(2) 0.011(3) -0.015(3) C20A 0.0217(15) 0.0301(17) 0.0277(16) 0.0065(13) 0.0095(12) 0.0056(12) C21A 0.0216(15) 0.0249(15) 0.0255(15) 0.0058(12) 0.0103(12) 0.0050(12) O22A 0.0427(15) 0.0499(17) 0.0338(14) -0.0159(12) 0.0143(12) -0.0021(13) C23A 0.042(2) 0.054(3) 0.046(2) -0.019(2) 0.0160(18) -0.0096(19) O24A 0.0327(12) 0.0345(13) 0.0162(10) 0.0024(9) 0.0084(9) -0.0029(10) O31A 0.0526(16) 0.0284(12) 0.0222(12) 0.0013(9) 0.0098(11) -0.0007(11) C32A 0.0269(15) 0.0260(15) 0.0225(15) 0.0010(12) 0.0089(12) 0.0066(13) C34A 0.0239(15) 0.0289(16) 0.0171(14) -0.0020(12) 0.0021(11) -0.0030(12) O35A 0.0423(14) 0.0241(11) 0.0198(11) 0.0007(9) -0.0030(10) -0.0019(10) C36A 0.0268(16) 0.0260(16) 0.0208(15) 0.0039(12) 0.0067(12) -0.0017(12) C37A 0.0329(18) 0.0324(18) 0.0272(17) -0.0012(13) 0.0007(14) -0.0044(14) C38A 0.055(2) 0.0270(17) 0.0294(18) -0.0037(14) 0.0054(17) -0.0041(16) C39A 0.048(2) 0.0344(19) 0.037(2) 0.0000(15) 0.0157(17) 0.0121(17) C40A 0.034(2) 0.044(2) 0.047(2) 0.0009(18) 0.0081(17) 0.0112(17) C41A 0.0245(16) 0.0355(18) 0.0319(18) -0.0026(14) 0.0008(13) -0.0025(13) N1B 0.0233(14) 0.0436(18) 0.0406(17) -0.0041(14) 0.0070(12) 0.0051(13) C2B 0.0238(17) 0.052(2) 0.041(2) -0.0126(18) 0.0043(15) 0.0008(16) C3B 0.0247(16) 0.041(2) 0.0298(17) -0.0101(15) 0.0056(13) 0.0021(14) C4B 0.0215(15) 0.0270(15) 0.0195(14) 0.0021(12) 0.0042(11) 0.0049(12) C5B 0.0251(15) 0.0245(15) 0.0232(15) -0.0001(12) 0.0095(12) 0.0039(12) C6B 0.0325(17) 0.0243(15) 0.0200(14) 0.0002(12) 0.0085(12) 0.0034(13) C7B 0.0399(19) 0.0326(18) 0.0270(16) 0.0027(14) 0.0166(14) 0.0116(15) C8B 0.0285(17) 0.0314(17) 0.0321(18) 0.0048(14) 0.0137(14) 0.0059(13) C9B 0.0236(14) 0.0236(14) 0.0151(13) -0.0005(11) 0.0050(11) 0.0019(12) C10B 0.0175(14) 0.0266(15) 0.0207(14) -0.0011(11) 0.0070(11) 0.0008(12) N11B 0.0183(12) 0.0203(13) 0.0291(14) 0.0000(10) 0.0061(10) 0.0008(10) C12B 0.0228(16) 0.0274(16) 0.0322(17) -0.0009(13) 0.0007(13) 0.0054(12) C13B 0.0267(16) 0.0254(16) 0.0341(18) 0.0010(13) 0.0056(14) 0.0055(13) C14B 0.0286(16) 0.0243(16) 0.0274(16) -0.0022(12) 0.0053(13) 0.0033(12) C15B 0.0270(16) 0.0235(16) 0.0279(16) 0.0010(12) 0.0066(13) -0.0009(12) C16B 0.0311(18) 0.0351(19) 0.0288(17) -0.0024(14) 0.0098(14) 0.0069(14) C17B 0.0223(15) 0.0339(17) 0.0295(17) 0.0050(14) 0.0114(13) 0.0021(13) C18B 0.044(2) 0.036(2) 0.041(2) 0.0073(16) 0.0010(17) 0.0028(17) C19B 0.059(3) 0.040(2) 0.047(2) 0.0153(19) -0.010(2) -0.004(2) C20B 0.0250(16) 0.0285(16) 0.0283(16) 0.0031(13) 0.0072(13) 0.0072(13) C21B 0.0217(14) 0.0258(15) 0.0207(14) 0.0040(12) 0.0064(11) 0.0068(12) O22B 0.0435(14) 0.0341(13) 0.0305(13) -0.0109(10) 0.0156(11) 0.0000(11) C23B 0.044(2) 0.0353(19) 0.038(2) -0.0122(16) 0.0148(17) -0.0038(16) O24B 0.0333(12) 0.0292(12) 0.0166(10) -0.0018(9) 0.0076(9) 0.0003(10) O31B 0.083(2) 0.0249(13) 0.0298(14) 0.0060(10) 0.0232(14) 0.0151(14) C32B 0.039(2) 0.043(2) 0.0199(16) -0.0058(14) 0.0007(14) 0.0227(17) O33B 0.0550(19) 0.075(2) 0.0375(16) -0.0199(16) -0.0171(14) 0.0222(17) C34B 0.0308(16) 0.0263(16) 0.0247(16) -0.0054(12) 0.0060(13) -0.0008(13) O35B 0.0559(16) 0.0220(11) 0.0182(11) 0.0001(9) 0.0006(10) -0.0010(11) C36B 0.0408(19) 0.0239(15) 0.0229(16) 0.0014(12) 0.0156(14) -0.0049(13) C37B 0.045(2) 0.0310(18) 0.0272(17) -0.0038(13) 0.0146(15) -0.0114(15) C38B 0.082(3) 0.0242(18) 0.043(2) -0.0060(16) 0.036(2) -0.0127(19) C39B 0.092(4) 0.035(2) 0.047(3) 0.0120(19) 0.043(3) 0.022(2) C40B 0.066(3) 0.058(3) 0.029(2) 0.0084(19) 0.0142(19) 0.031(2) C41B 0.049(2) 0.038(2) 0.0263(18) -0.0061(15) 0.0084(16) 0.0046(17) N1C 0.0256(14) 0.0315(15) 0.0291(15) -0.0003(12) 0.0008(11) 0.0059(12) C2C 0.0293(17) 0.040(2) 0.0265(17) -0.0053(14) -0.0032(13) 0.0091(15) C3C 0.0341(18) 0.0370(19) 0.0218(16) 0.0004(13) 0.0033(13) 0.0138(15) C4C 0.0302(16) 0.0259(16) 0.0230(15) 0.0031(12) 0.0061(13) 0.0083(13) C5C 0.0200(14) 0.0292(16) 0.0283(16) -0.0002(13) 0.0080(12) 0.0009(12) C6C 0.0249(15) 0.0292(17) 0.0246(16) -0.0017(12) 0.0049(12) 0.0008(12) C7C 0.0291(17) 0.0365(18) 0.0234(16) 0.0030(13) 0.0101(13) 0.0048(14) C8C 0.0222(15) 0.0325(17) 0.0302(17) 0.0045(13) 0.0101(13) 0.0034(13) C9C 0.0307(17) 0.0337(18) 0.0211(15) 0.0068(13) 0.0110(13) 0.0120(14) C10C 0.0203(14) 0.0299(16) 0.0176(14) 0.0030(12) 0.0044(11) 0.0054(12) N11C 0.0223(13) 0.0257(14) 0.0208(13) -0.0011(10) 0.0033(10) 0.0023(10) C12C 0.0248(16) 0.0357(18) 0.0219(16) 0.0028(13) -0.0017(12) 0.0083(13) C13C 0.0290(17) 0.0293(17) 0.038(2) 0.0057(14) 0.0056(14) 0.0103(14) C14C 0.0281(17) 0.0290(17) 0.0349(18) -0.0061(14) 0.0040(14) 0.0034(14) C15C 0.0225(16) 0.0313(18) 0.0353(19) -0.0015(14) -0.0002(14) 0.0040(13) C16C 0.043(2) 0.043(2) 0.0257(17) -0.0055(15) 0.0073(15) 0.0087(17) C17C 0.0276(17) 0.0391(19) 0.0232(16) 0.0012(13) 0.0082(13) 0.0056(14) C18C 0.048(2) 0.046(2) 0.046(2) 0.0122(19) 0.0157(19) 0.0078(19) C19C 0.057(3) 0.044(3) 0.061(3) 0.019(2) 0.011(2) -0.001(2) C20C 0.0186(14) 0.0280(16) 0.0239(15) 0.0026(12) 0.0036(11) 0.0045(12) C21C 0.0245(15) 0.0246(15) 0.0247(15) 0.0030(12) 0.0067(12) 0.0045(12) O22C 0.0279(13) 0.0457(16) 0.0331(13) -0.0132(11) 0.0067(10) -0.0037(11) C23C 0.0276(18) 0.059(3) 0.045(2) -0.015(2) 0.0049(16) -0.0085(18) O24C 0.0437(15) 0.0636(19) 0.0201(12) 0.0166(12) 0.0135(11) 0.0288(14) O31C 0.0611(17) 0.0316(14) 0.0240(12) 0.0055(10) 0.0136(12) -0.0024(12) C32C 0.0281(16) 0.0295(17) 0.0214(15) 0.0026(12) 0.0066(12) 0.0079(13) O33C 0.0519(16) 0.0419(15) 0.0196(11) -0.0031(10) -0.0017(11) 0.0087(13) C34C 0.0228(15) 0.0305(16) 0.0201(14) -0.0014(12) 0.0032(11) -0.0026(13) O35C 0.0255(11) 0.0335(12) 0.0214(11) -0.0045(9) 0.0056(9) 0.0048(10) C36C 0.0282(16) 0.0244(15) 0.0226(15) 0.0025(12) 0.0067(12) -0.0057(12) C37C 0.0340(18) 0.0295(18) 0.0349(19) -0.0033(14) 0.0092(15) 0.0010(14) C38C 0.051(2) 0.0293(19) 0.050(2) -0.0024(17) 0.0189(19) 0.0090(17) C39C 0.035(2) 0.037(2) 0.062(3) 0.0127(19) 0.0140(19) 0.0131(17) C40C 0.0291(18) 0.037(2) 0.046(2) 0.0116(17) 0.0009(16) 0.0012(15) C41C 0.0280(17) 0.0268(16) 0.0299(17) 0.0027(13) 0.0048(13) -0.0019(13) O33A 0.0398(14) 0.0378(14) 0.0212(11) -0.0048(10) -0.0040(10) 0.0055(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 N1A C2A 1.304(5) . ? N1A C20A 1.365(5) . ? C2A C3A 1.412(5) . ? C2A H2A 0.9500 . ? C3A C4A 1.367(5) . ? C3A H3A 0.9500 . ? C4A C21A 1.416(4) . ? C4A C9A 1.523(4) . ? C5A C6A 1.373(5) . ? C5A C21A 1.420(5) . ? C5A H5A 0.9500 . ? C6A O22A 1.358(4) . ? C6A C7A 1.419(5) . ? C7A C8A 1.343(6) . ? C7A H7A 0.9500 . ? C8A C20A 1.416(5) . ? C8A H8A 0.9500 . ? C9A O24A 1.419(4) . ? C9A C10A 1.532(4) . ? C9A H9A 1.0000 . ? C10A N11A 1.514(4) . ? C10A C15A 1.527(4) . ? C10A H10A 1.0000 . ? N11A C17A 1.499(4) . ? N11A C12A 1.509(4) . ? N11A H11A 0.81(5) . ? C12A C13A 1.538(5) . ? C12A H12G 0.9900 . ? C12A H12F 0.9900 . ? C13A C18A 1.485(6) . ? C13A C14A 1.542(5) . ? C13A H13A 1.0000 . ? C14A C16A 1.528(6) . ? C14A C15A 1.529(5) . ? C14A H14A 1.0000 . ? C15A H15F 0.9900 . ? C15A H15G 0.9900 . ? C16A C17A 1.515(5) . ? C16A H16F 0.9900 . ? C16A H16G 0.9900 . ? C17A H17F 0.9900 . ? C17A H17G 0.9900 . ? C18A C19A 1.259(7) . ? C18A H18A 0.9500 . ? C19A H19F 0.9500 . ? C19A H19G 0.9500 . ? C20A C21A 1.435(4) . ? O22A C23A 1.428(5) . ? C23A H23H 0.9800 . ? C23A H23F 0.9800 . ? C23A H23G 0.9800 . ? O24A H24A 0.8400 . ? O31A C32A 1.254(4) . ? C32A O33A 1.232(4) . ? C32A C34A 1.549(4) . ? C34A O35A 1.411(4) . ? C34A C36A 1.519(5) . ? C34A H34A 1.0000 . ? O35A H35A 0.8400 . ? C36A C41A 1.377(5) . ? C36A C37A 1.397(5) . ? C37A C38A 1.381(5) . ? C37A H37A 0.9500 . ? C38A C39A 1.378(6) . ? C38A H38A 0.9500 . ? C39A C40A 1.369(6) . ? C39A H39A 0.9500 . ? C40A C41A 1.381(5) . ? C40A H40A 0.9500 . ? C41A H41A 0.9500 . ? N1B C2B 1.308(5) . ? N1B C20B 1.357(5) . ? C2B C3B 1.405(5) . ? C2B H2B 0.9500 . ? C3B C4B 1.375(5) . ? C3B H3B 0.9500 . ? C4B C21B 1.414(4) . ? C4B C9B 1.529(4) . ? C5B C6B 1.379(4) . ? C5B C21B 1.417(4) . ? C5B H5B 0.9500 . ? C6B O22B 1.350(4) . ? C6B C7B 1.416(5) . ? C7B C8B 1.351(5) . ? C7B H7B 0.9500 . ? C8B C20B 1.417(5) . ? C8B H8B 0.9500 . ? C9B O24B 1.418(4) . ? C9B C10B 1.535(4) . ? C9B H9B 1.0000 . ? C10B N11B 1.510(4) . ? C10B C15B 1.530(4) . ? C10B H10B 1.0000 . ? N11B C17B 1.493(4) . ? N11B C12B 1.497(4) . ? N11B H11B 0.81(4) . ? C12B C13B 1.535(5) . ? C12B H12I 0.9900 . ? C12B H12J 0.9900 . ? C13B C18B 1.495(5) . ? C13B C14B 1.543(5) . ? C13B H13B 1.0000 . ? C14B C15B 1.522(5) . ? C14B C16B 1.529(5) . ? C14B H14B 1.0000 . ? C15B H15I 0.9900 . ? C15B H15J 0.9900 . ? C16B C17B 1.516(5) . ? C16B H16J 0.9900 . ? C16B H16I 0.9900 . ? C17B H17J 0.9900 . ? C17B H17I 0.9900 . ? C18B C19B 1.313(6) . ? C18B H18B 0.9500 . ? C19B H19J 0.9500 . ? C19B H19I 0.9500 . ? C20B C21B 1.425(4) . ? O22B C23B 1.430(5) . ? C23B H23K 0.9800 . ? C23B H23I 0.9800 . ? C23B H23J 0.9800 . ? O24B H24B 0.91(5) . ? O31B C32B 1.253(5) . ? C32B O33B 1.226(5) . ? C32B C34B 1.548(5) . ? C34B O35B 1.417(4) . ? C34B C36B 1.515(5) . ? C34B H34B 1.0000 . ? O35B H35B 0.9068 . ? C36B C37B 1.380(5) . ? C36B C41B 1.387(5) . ? C37B C38B 1.400(6) . ? C37B H37B 0.9500 . ? C38B C39B 1.375(7) . ? C38B H38B 0.9500 . ? C39B C40B 1.355(7) . ? C39B H39B 0.9500 . ? C40B C41B 1.377(6) . ? C40B H40B 0.9500 . ? C41B H41B 0.9500 . ? N1C C2C 1.316(5) . ? N1C C20C 1.364(4) . ? C2C C3C 1.404(5) . ? C2C H2C 0.9500 . ? C3C C4C 1.369(5) . ? C3C H3C 0.9500 . ? C4C C21C 1.427(4) . ? C4C C9C 1.528(5) . ? C5C C6C 1.365(5) . ? C5C C21C 1.411(4) . ? C5C H5C 0.9500 . ? C6C O22C 1.358(4) . ? C6C C7C 1.427(5) . ? C7C C8C 1.352(5) . ? C7C H7C 0.9500 . ? C8C C20C 1.421(5) . ? C8C H8C 0.9500 . ? C9C O24C 1.409(4) . ? C9C C10C 1.538(4) . ? C9C H9C 1.0000 . ? C10C N11C 1.518(4) . ? C10C C15C 1.528(5) . ? C10C H10C 1.0000 . ? N11C C12C 1.493(4) . ? N11C C17C 1.500(4) . ? N11C H11C 0.91(5) . ? C12C C13C 1.533(5) . ? C12C H12L 0.9900 . ? C12C H12K 0.9900 . ? C13C C18C 1.499(6) . ? C13C C14C 1.542(5) . ? C13C H13C 1.0000 . ? C14C C15C 1.515(5) . ? C14C C16C 1.529(6) . ? C14C H14C 1.0000 . ? C15C H15L 0.9900 . ? C15C H15K 0.9900 . ? C16C C17C 1.514(5) . ? C16C H16L 0.9900 . ? C16C H16K 0.9900 . ? C17C H17L 0.9900 . ? C17C H17K 0.9900 . ? C18C C19C 1.299(6) . ? C18C H18C 0.9500 . ? C19C H19L 0.9500 . ? C19C H19K 0.9500 . ? C20C C21C 1.428(4) . ? O22C C23C 1.419(5) . ? C23C H23N 0.9800 . ? C23C H23L 0.9800 . ? C23C H23M 0.9800 . ? O24C H24C 0.8400 . ? O31C C32C 1.254(4) . ? C32C O33C 1.234(4) . ? C32C C34C 1.542(4) . ? C34C O35C 1.414(4) . ? C34C C36C 1.513(5) . ? C34C H34C 1.0000 . ? O35C H35C 0.8400 . ? C36C C41C 1.387(5) . ? C36C C37C 1.398(5) . ? C37C C38C 1.366(5) . ? C37C H37C 0.9500 . ? C38C C39C 1.394(6) . ? C38C H38C 0.9500 . ? C39C C40C 1.372(6) . ? C39C H39C 0.9500 . ? C40C C41C 1.381(5) . ? C40C H40C 0.9500 . ? C41C H41C 0.9500 . ? 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 C2A N1A C20A 116.9(3) . . ? N1A C2A C3A 124.2(3) . . ? N1A C2A H2A 117.9 . . ? C3A C2A H2A 117.9 . . ? C4A C3A C2A 120.0(3) . . ? C4A C3A H3A 120.0 . . ? C2A C3A H3A 120.0 . . ? C3A C4A C21A 118.4(3) . . ? C3A C4A C9A 119.4(3) . . ? C21A C4A C9A 122.2(3) . . ? C6A C5A C21A 119.8(3) . . ? C6A C5A H5A 120.1 . . ? C21A C5A H5A 120.1 . . ? O22A C6A C5A 125.6(3) . . ? O22A C6A C7A 113.6(3) . . ? C5A C6A C7A 120.8(3) . . ? C8A C7A C6A 120.7(3) . . ? C8A C7A H7A 119.6 . . ? C6A C7A H7A 119.6 . . ? C7A C8A C20A 120.7(3) . . ? C7A C8A H8A 119.6 . . ? C20A C8A H8A 119.6 . . ? O24A C9A C4A 109.8(2) . . ? O24A C9A C10A 108.9(2) . . ? C4A C9A C10A 108.5(2) . . ? O24A C9A H9A 109.9 . . ? C4A C9A H9A 109.9 . . ? C10A C9A H9A 109.9 . . ? N11A C10A C15A 108.0(2) . . ? N11A C10A C9A 111.7(2) . . ? C15A C10A C9A 113.8(2) . . ? N11A C10A H10A 107.7 . . ? C15A C10A H10A 107.7 . . ? C9A C10A H10A 107.7 . . ? C17A N11A C12A 108.6(3) . . ? C17A N11A C10A 113.6(2) . . ? C12A N11A C10A 109.3(2) . . ? C17A N11A H11A 113(3) . . ? C12A N11A H11A 99(3) . . ? C10A N11A H11A 113(3) . . ? N11A C12A C13A 109.6(3) . . ? N11A C12A H12G 109.7 . . ? C13A C12A H12G 109.7 . . ? N11A C12A H12F 109.7 . . ? C13A C12A H12F 109.7 . . ? H12G C12A H12F 108.2 . . ? C18A C13A C12A 117.4(3) . . ? C18A C13A C14A 109.5(3) . . ? C12A C13A C14A 107.7(3) . . ? C18A C13A H13A 107.3 . . ? C12A C13A H13A 107.3 . . ? C14A C13A H13A 107.3 . . ? C16A C14A C15A 110.1(3) . . ? C16A C14A C13A 109.0(3) . . ? C15A C14A C13A 109.2(3) . . ? C16A C14A H14A 109.5 . . ? C15A C14A H14A 109.5 . . ? C13A C14A H14A 109.5 . . ? C10A C15A C14A 109.9(3) . . ? C10A C15A H15F 109.7 . . ? C14A C15A H15F 109.7 . . ? C10A C15A H15G 109.7 . . ? C14A C15A H15G 109.7 . . ? H15F C15A H15G 108.2 . . ? C17A C16A C14A 109.3(3) . . ? C17A C16A H16F 109.8 . . ? C14A C16A H16F 109.8 . . ? C17A C16A H16G 109.8 . . ? C14A C16A H16G 109.8 . . ? H16F C16A H16G 108.3 . . ? N11A C17A C16A 109.3(3) . . ? N11A C17A H17F 109.8 . . ? C16A C17A H17F 109.8 . . ? N11A C17A H17G 109.8 . . ? C16A C17A H17G 109.8 . . ? H17F C17A H17G 108.3 . . ? C19A C18A C13A 128.5(5) . . ? C19A C18A H18A 115.8 . . ? C13A C18A H18A 115.8 . . ? C18A C19A H19F 120.0 . . ? C18A C19A H19G 120.0 . . ? H19F C19A H19G 120.0 . . ? N1A C20A C8A 117.3(3) . . ? N1A C20A C21A 123.5(3) . . ? C8A C20A C21A 119.2(3) . . ? C4A C21A C5A 124.4(3) . . ? C4A C21A C20A 116.9(3) . . ? C5A C21A C20A 118.7(3) . . ? C6A O22A C23A 117.7(3) . . ? O22A C23A H23H 109.5 . . ? O22A C23A H23F 109.5 . . ? H23H C23A H23F 109.5 . . ? O22A C23A H23G 109.5 . . ? H23H C23A H23G 109.5 . . ? H23F C23A H23G 109.5 . . ? C9A O24A H24A 109.5 . . ? O33A C32A O31A 126.4(3) . . ? O33A C32A C34A 116.8(3) . . ? O31A C32A C34A 116.9(3) . . ? O35A C34A C36A 113.5(3) . . ? O35A C34A C32A 108.5(3) . . ? C36A C34A C32A 109.8(3) . . ? O35A C34A H34A 108.3 . . ? C36A C34A H34A 108.3 . . ? C32A C34A H34A 108.3 . . ? C34A O35A H35A 109.5 . . ? C41A C36A C37A 118.2(3) . . ? C41A C36A C34A 121.4(3) . . ? C37A C36A C34A 120.4(3) . . ? C38A C37A C36A 120.1(3) . . ? C38A C37A H37A 119.9 . . ? C36A C37A H37A 119.9 . . ? C39A C38A C37A 120.7(4) . . ? C39A C38A H38A 119.7 . . ? C37A C38A H38A 119.7 . . ? C40A C39A C38A 119.5(4) . . ? C40A C39A H39A 120.3 . . ? C38A C39A H39A 120.3 . . ? C39A C40A C41A 120.2(4) . . ? C39A C40A H40A 119.9 . . ? C41A C40A H40A 119.9 . . ? C36A C41A C40A 121.3(3) . . ? C36A C41A H41A 119.3 . . ? C40A C41A H41A 119.3 . . ? C2B N1B C20B 117.0(3) . . ? N1B C2B C3B 124.3(4) . . ? N1B C2B H2B 117.8 . . ? C3B C2B H2B 117.8 . . ? C4B C3B C2B 119.7(3) . . ? C4B C3B H3B 120.2 . . ? C2B C3B H3B 120.2 . . ? C3B C4B C21B 118.2(3) . . ? C3B C4B C9B 118.5(3) . . ? C21B C4B C9B 123.3(3) . . ? C6B C5B C21B 120.0(3) . . ? C6B C5B H5B 120.0 . . ? C21B C5B H5B 120.0 . . ? O22B C6B C5B 126.0(3) . . ? O22B C6B C7B 113.6(3) . . ? C5B C6B C7B 120.4(3) . . ? C8B C7B C6B 120.7(3) . . ? C8B C7B H7B 119.7 . . ? C6B C7B H7B 119.7 . . ? C7B C8B C20B 120.7(3) . . ? C7B C8B H8B 119.7 . . ? C20B C8B H8B 119.7 . . ? O24B C9B C4B 110.3(2) . . ? O24B C9B C10B 108.8(2) . . ? C4B C9B C10B 109.8(2) . . ? O24B C9B H9B 109.3 . . ? C4B C9B H9B 109.3 . . ? C10B C9B H9B 109.3 . . ? N11B C10B C15B 107.3(2) . . ? N11B C10B C9B 111.3(2) . . ? C15B C10B C9B 114.9(3) . . ? N11B C10B H10B 107.7 . . ? C15B C10B H10B 107.7 . . ? C9B C10B H10B 107.7 . . ? C17B N11B C12B 108.7(3) . . ? C17B N11B C10B 114.0(2) . . ? C12B N11B C10B 109.3(2) . . ? C17B N11B H11B 117(3) . . ? C12B N11B H11B 102(3) . . ? C10B N11B H11B 105(3) . . ? N11B C12B C13B 109.9(3) . . ? N11B C12B H12I 109.7 . . ? C13B C12B H12I 109.7 . . ? N11B C12B H12J 109.7 . . ? C13B C12B H12J 109.7 . . ? H12I C12B H12J 108.2 . . ? C18B C13B C12B 111.2(3) . . ? C18B C13B C14B 113.8(3) . . ? C12B C13B C14B 107.4(3) . . ? C18B C13B H13B 108.1 . . ? C12B C13B H13B 108.1 . . ? C14B C13B H13B 108.1 . . ? C15B C14B C16B 109.5(3) . . ? C15B C14B C13B 110.0(3) . . ? C16B C14B C13B 108.4(3) . . ? C15B C14B H14B 109.6 . . ? C16B C14B H14B 109.6 . . ? C13B C14B H14B 109.6 . . ? C14B C15B C10B 110.3(3) . . ? C14B C15B H15I 109.6 . . ? C10B C15B H15I 109.6 . . ? C14B C15B H15J 109.6 . . ? C10B C15B H15J 109.6 . . ? H15I C15B H15J 108.1 . . ? C17B C16B C14B 108.8(3) . . ? C17B C16B H16J 109.9 . . ? C14B C16B H16J 109.9 . . ? C17B C16B H16I 109.9 . . ? C14B C16B H16I 109.9 . . ? H16J C16B H16I 108.3 . . ? N11B C17B C16B 109.3(3) . . ? N11B C17B H17J 109.8 . . ? C16B C17B H17J 109.8 . . ? N11B C17B H17I 109.8 . . ? C16B C17B H17I 109.8 . . ? H17J C17B H17I 108.3 . . ? C19B C18B C13B 123.0(4) . . ? C19B C18B H18B 118.5 . . ? C13B C18B H18B 118.5 . . ? C18B C19B H19J 120.0 . . ? C18B C19B H19I 120.0 . . ? H19J C19B H19I 120.0 . . ? N1B C20B C8B 117.2(3) . . ? N1B C20B C21B 123.6(3) . . ? C8B C20B C21B 119.3(3) . . ? C4B C21B C5B 123.8(3) . . ? C4B C21B C20B 117.2(3) . . ? C5B C21B C20B 119.0(3) . . ? C6B O22B C23B 117.0(3) . . ? O22B C23B H23K 109.5 . . ? O22B C23B H23I 109.5 . . ? H23K C23B H23I 109.5 . . ? O22B C23B H23J 109.5 . . ? H23K C23B H23J 109.5 . . ? H23I C23B H23J 109.5 . . ? C9B O24B H24B 102(3) . . ? O33B C32B O31B 124.0(4) . . ? O33B C32B C34B 120.0(4) . . ? O31B C32B C34B 116.0(3) . . ? O35B C34B C36B 113.8(3) . . ? O35B C34B C32B 107.4(3) . . ? C36B C34B C32B 109.6(3) . . ? O35B C34B H34B 108.6 . . ? C36B C34B H34B 108.6 . . ? C32B C34B H34B 108.6 . . ? C34B O35B H35B 125.5 . . ? C37B C36B C41B 119.6(3) . . ? C37B C36B C34B 118.8(3) . . ? C41B C36B C34B 121.6(3) . . ? C36B C37B C38B 118.9(4) . . ? C36B C37B H37B 120.5 . . ? C38B C37B H37B 120.5 . . ? C39B C38B C37B 121.0(4) . . ? C39B C38B H38B 119.5 . . ? C37B C38B H38B 119.5 . . ? C40B C39B C38B 119.0(4) . . ? C40B C39B H39B 120.5 . . ? C38B C39B H39B 120.5 . . ? C39B C40B C41B 121.5(4) . . ? C39B C40B H40B 119.2 . . ? C41B C40B H40B 119.2 . . ? C40B C41B C36B 119.9(4) . . ? C40B C41B H41B 120.1 . . ? C36B C41B H41B 120.1 . . ? C2C N1C C20C 117.1(3) . . ? N1C C2C C3C 124.0(3) . . ? N1C C2C H2C 118.0 . . ? C3C C2C H2C 118.0 . . ? C4C C3C C2C 120.1(3) . . ? C4C C3C H3C 120.0 . . ? C2C C3C H3C 120.0 . . ? C3C C4C C21C 118.4(3) . . ? C3C C4C C9C 120.2(3) . . ? C21C C4C C9C 121.4(3) . . ? C6C C5C C21C 120.2(3) . . ? C6C C5C H5C 119.9 . . ? C21C C5C H5C 119.9 . . ? O22C C6C C5C 125.9(3) . . ? O22C C6C C7C 113.0(3) . . ? C5C C6C C7C 121.1(3) . . ? C8C C7C C6C 119.5(3) . . ? C8C C7C H7C 120.2 . . ? C6C C7C H7C 120.2 . . ? C7C C8C C20C 121.0(3) . . ? C7C C8C H8C 119.5 . . ? C20C C8C H8C 119.5 . . ? O24C C9C C4C 112.2(3) . . ? O24C C9C C10C 107.4(3) . . ? C4C C9C C10C 107.9(3) . . ? O24C C9C H9C 109.8 . . ? C4C C9C H9C 109.8 . . ? C10C C9C H9C 109.8 . . ? N11C C10C C15C 107.9(3) . . ? N11C C10C C9C 111.7(3) . . ? C15C C10C C9C 114.6(3) . . ? N11C C10C H10C 107.5 . . ? C15C C10C H10C 107.5 . . ? C9C C10C H10C 107.5 . . ? C12C N11C C17C 108.3(3) . . ? C12C N11C C10C 108.7(3) . . ? C17C N11C C10C 114.2(2) . . ? C12C N11C H11C 110(3) . . ? C17C N11C H11C 110(3) . . ? C10C N11C H11C 105(3) . . ? N11C C12C C13C 109.5(3) . . ? N11C C12C H12L 109.8 . . ? C13C C12C H12L 109.8 . . ? N11C C12C H12K 109.8 . . ? C13C C12C H12K 109.8 . . ? H12L C12C H12K 108.2 . . ? C18C C13C C12C 110.3(3) . . ? C18C C13C C14C 114.1(3) . . ? C12C C13C C14C 108.3(3) . . ? C18C C13C H13C 108.0 . . ? C12C C13C H13C 108.0 . . ? C14C C13C H13C 108.0 . . ? C15C C14C C16C 108.8(3) . . ? C15C C14C C13C 110.7(3) . . ? C16C C14C C13C 107.7(3) . . ? C15C C14C H14C 109.9 . . ? C16C C14C H14C 109.9 . . ? C13C C14C H14C 109.9 . . ? C14C C15C C10C 110.3(3) . . ? C14C C15C H15L 109.6 . . ? C10C C15C H15L 109.6 . . ? C14C C15C H15K 109.6 . . ? C10C C15C H15K 109.6 . . ? H15L C15C H15K 108.1 . . ? C17C C16C C14C 109.4(3) . . ? C17C C16C H16L 109.8 . . ? C14C C16C H16L 109.8 . . ? C17C C16C H16K 109.8 . . ? C14C C16C H16K 109.8 . . ? H16L C16C H16K 108.2 . . ? N11C C17C C16C 109.2(3) . . ? N11C C17C H17L 109.8 . . ? C16C C17C H17L 109.8 . . ? N11C C17C H17K 109.8 . . ? C16C C17C H17K 109.8 . . ? H17L C17C H17K 108.3 . . ? C19C C18C C13C 124.7(4) . . ? C19C C18C H18C 117.6 . . ? C13C C18C H18C 117.6 . . ? C18C C19C H19L 120.0 . . ? C18C C19C H19K 120.0 . . ? H19L C19C H19K 120.0 . . ? N1C C20C C8C 117.6(3) . . ? N1C C20C C21C 123.4(3) . . ? C8C C20C C21C 119.0(3) . . ? C5C C21C C4C 124.5(3) . . ? C5C C21C C20C 118.7(3) . . ? C4C C21C C20C 116.7(3) . . ? C6C O22C C23C 116.6(3) . . ? O22C C23C H23N 109.5 . . ? O22C C23C H23L 109.5 . . ? H23N C23C H23L 109.5 . . ? O22C C23C H23M 109.5 . . ? H23N C23C H23M 109.5 . . ? H23L C23C H23M 109.5 . . ? C9C O24C H24C 109.5 . . ? O33C C32C O31C 126.9(3) . . ? O33C C32C C34C 117.5(3) . . ? O31C C32C C34C 115.7(3) . . ? O35C C34C C36C 109.1(2) . . ? O35C C34C C32C 111.7(3) . . ? C36C C34C C32C 108.5(3) . . ? O35C C34C H34C 109.1 . . ? C36C C34C H34C 109.1 . . ? C32C C34C H34C 109.1 . . ? C34C O35C H35C 109.5 . . ? C41C C36C C37C 118.9(3) . . ? C41C C36C C34C 121.5(3) . . ? C37C C36C C34C 119.6(3) . . ? C38C C37C C36C 120.6(4) . . ? C38C C37C H37C 119.7 . . ? C36C C37C H37C 119.7 . . ? C37C C38C C39C 120.1(4) . . ? C37C C38C H38C 120.0 . . ? C39C C38C H38C 120.0 . . ? C40C C39C C38C 119.7(4) . . ? C40C C39C H39C 120.2 . . ? C38C C39C H39C 120.2 . . ? C39C C40C C41C 120.5(4) . . ? C39C C40C H40C 119.8 . . ? C41C C40C H40C 119.8 . . ? C40C C41C C36C 120.2(3) . . ? C40C C41C H41C 119.9 . . ? C36C C41C H41C 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5A C6A O22A C23A -6.5(4) . . . . ? C3A C4A C9A O24A -21.1(3) . . . . ? N11A C10A C9A O24A -79.8(2) . . . . ? C14A C13A C18A C19A 120.8(4) . . . . ? C41A C36A C34A C32A 120.2(3) . . . . ? O31A C32A C34A O35A 13.5(3) . . . . ? C5B C6B O22B C23B -9.4(4) . . . . ? C3B C4B C9B O24B -17.3(3) . . . . ? N11B C10B C9B O24B -78.7(2) . . . . ? C14B C13B C18B C19B -111.4(4) . . . . ? C41B C36B C34B C32B 123.4(3) . . . . ? O31B C32B C34B O35B 19.4(3) . . . . ? C5C C6C O22C C23C -7.6(4) . . . . ? C3C C4C C9C O24C -11.4(4) . . . . ? N11C C10C C9C O24C -70.5(3) . . . . ? C14C C13C C18C C19C -111.1(4) . . . . ? C41C C36C C34C C32C 126.0(3) . . . . ? O31C C32C C34C O35C 29.6(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11A H11A O31A 0.83(4) 1.92(4) 2.712(3) 160(4) . N11B H11B O31B 0.81(3) 1.83(3) 2.576(3) 153(3) . N11C H11C O31C 0.92(4) 2.00(4) 2.791(3) 143(3) . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.51 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.364 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.053 #END