# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Dr Dario Pasini' _publ_contact_author_address ; Department of Organic Chemistry University of Pavia Viale Taramelli, 10 Pavia 27100 ITALY ; _publ_contact_author_email DARIO.PASINI@UNIPV.IT _publ_section_title ; C2 Symmetrical Double Chromophores: Cooperativity Effects in Lanthanide Ion Complexation ; loop_ _publ_author_name 'Dario Pasini' 'Pier Paolo Righetti' 'Michele Zema' data_rig2 _database_code_depnum_ccdc_archive 'CCDC 233251' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38.6 N2 O10.30' _chemical_formula_weight 615.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.431(10) _cell_length_b 14.985(15) _cell_length_c 10.19(3) _cell_angle_alpha 92.1(2) _cell_angle_beta 104.70(17) _cell_angle_gamma 70.09(9) _cell_volume 1585(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 24 _cell_measurement_theta_min 5.04 _cell_measurement_theta_max 12.47 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652.8 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Philips PW1100' _diffrn_measurement_method \w/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 3175 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.1286 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 20.00 _reflns_number_total 2952 _reflns_number_gt 1332 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'local software' _computing_cell_refinement 'local software' _computing_data_reduction 'local software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0846P)^2^+0.2761P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.003(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2952 _refine_ls_number_parameters 411 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1944 _refine_ls_R_factor_gt 0.0854 _refine_ls_wR_factor_ref 0.2221 _refine_ls_wR_factor_gt 0.1767 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.5422(8) 0.2148(6) 0.5813(7) 0.091(3) Uani 1 1 d . . . O2 O 0.6702(6) 0.2680(5) 0.4998(7) 0.0542(19) Uani 1 1 d . . . O3 O 0.7001(7) 0.4479(5) 0.4925(6) 0.070(2) Uani 1 1 d . . . O4 O 0.8129(7) 0.5594(5) 0.6681(7) 0.061(2) Uani 1 1 d . . . O5 O 1.0015(8) 0.5827(6) 0.7480(7) 0.086(3) Uani 1 1 d . . . O6 O 0.6291(8) 0.6505(6) 0.8573(7) 0.079(3) Uani 1 1 d . . . O7 O 0.7628(6) 0.5111(6) 0.9495(7) 0.066(2) Uani 1 1 d . . . O8 O 0.7677(8) 0.3204(7) 0.9747(7) 0.077(2) Uani 1 1 d . . . O9 O 0.7890(7) 0.1649(5) 0.8124(7) 0.066(2) Uani 1 1 d . . . O10 O 0.9171(8) 0.0185(6) 0.7828(8) 0.089(3) Uani 1 1 d . . . N1 N 0.6289(10) 0.0209(8) -0.0674(10) 0.079(3) Uani 1 1 d . . . N2 N 0.8849(9) 0.7755(6) 1.5097(9) 0.070(3) Uani 1 1 d . . . C1 C 0.7571(12) 0.1136(9) 0.5948(12) 0.063(3) Uani 1 1 d . . . C2 C 0.6453(13) 0.2014(10) 0.5625(11) 0.061(3) Uani 1 1 d . . . C3 C 0.5663(10) 0.3554(8) 0.4603(10) 0.061(3) Uani 1 1 d . . . H3A H 0.5397 0.3845 0.5394 0.074 Uiso 1 1 calc R . . H3B H 0.4934 0.3443 0.3983 0.074 Uiso 1 1 calc R . . C4 C 0.6111(11) 0.4187(8) 0.3927(10) 0.075(4) Uani 1 1 d . . . H4A H 0.6520 0.3852 0.3240 0.090 Uiso 1 1 calc R . . H4B H 0.5386 0.4737 0.3488 0.090 Uiso 1 1 calc R . . C5 C 0.7422(11) 0.5152(8) 0.4422(10) 0.068(3) Uani 1 1 d . . . H5A H 0.6727 0.5759 0.4218 0.082 Uiso 1 1 calc R . . H5B H 0.7673 0.4941 0.3591 0.082 Uiso 1 1 calc R . . C6 C 0.8561(10) 0.5262(7) 0.5481(10) 0.059(3) Uani 1 1 d . . . H6A H 0.9260 0.4657 0.5689 0.071 Uiso 1 1 calc R . . H6B H 0.8866 0.5716 0.5145 0.071 Uiso 1 1 calc R . . C7 C 0.9020(13) 0.5842(7) 0.7673(12) 0.062(3) Uani 1 1 d . . . C8 C 0.8556(10) 0.6118(7) 0.8898(10) 0.053(3) Uani 1 1 d . . . C9 C 0.7352(12) 0.5978(9) 0.8932(10) 0.053(3) Uani 1 1 d . . . C10 C 0.6564(11) 0.4857(9) 0.9658(12) 0.079(4) Uani 1 1 d . . . H10A H 0.6028 0.4802 0.8775 0.095 Uiso 1 1 calc R . . H10B H 0.6041 0.5346 1.0125 0.095 Uiso 1 1 calc R . . C11 C 0.7069(12) 0.3941(11) 1.0453(12) 0.093(4) Uani 1 1 d . . . H11A H 0.7672 0.3982 1.1295 0.111 Uiso 1 1 calc R . . H11B H 0.6365 0.3813 1.0679 0.111 Uiso 1 1 calc R . . C12 C 0.7813(12) 0.2290(9) 1.0270(11) 0.079(4) Uani 1 1 d . . . H12A H 0.6972 0.2230 1.0131 0.094 Uiso 1 1 calc R . . H12B H 0.8218 0.2219 1.1238 0.094 Uiso 1 1 calc R . . C13 C 0.8616(12) 0.1539(9) 0.9553(11) 0.088(4) Uani 1 1 d . . . H13A H 0.9439 0.1618 0.9638 0.105 Uiso 1 1 calc R . . H13B H 0.8770 0.0913 0.9933 0.105 Uiso 1 1 calc R . . C14 C 0.8325(13) 0.0908(10) 0.7377(12) 0.067(4) Uani 1 1 d . . . C15 C 0.7955(10) 0.0526(8) 0.5048(12) 0.068(3) Uani 1 1 d . . . H15 H 0.8679 0.0005 0.5428 0.081 Uiso 1 1 calc R . . C16 C 0.7478(11) 0.0494(8) 0.3562(11) 0.054(3) Uani 1 1 d . . . C17 C 0.6351(11) 0.1143(8) 0.2774(12) 0.064(3) Uani 1 1 d . . . H17 H 0.5847 0.1640 0.3182 0.077 Uiso 1 1 calc R . . C18 C 0.5971(10) 0.1055(8) 0.1379(12) 0.060(3) Uani 1 1 d . . . H18 H 0.5223 0.1508 0.0874 0.073 Uiso 1 1 calc R . . C19 C 0.6655(11) 0.0326(9) 0.0716(12) 0.057(3) Uani 1 1 d . . . C20 C 0.7796(12) -0.0336(8) 0.1492(13) 0.070(3) Uani 1 1 d . . . H20 H 0.8292 -0.0834 0.1079 0.084 Uiso 1 1 calc R . . C21 C 0.8185(10) -0.0242(8) 0.2900(13) 0.066(3) Uani 1 1 d . . . H21 H 0.8941 -0.0687 0.3407 0.080 Uiso 1 1 calc R . . C22 C 0.5192(11) 0.0914(8) -0.1501(11) 0.082(4) Uani 1 1 d . . . H22A H 0.4436 0.0933 -0.1238 0.123 Uiso 1 1 calc R . . H22B H 0.5104 0.0761 -0.2436 0.123 Uiso 1 1 calc R . . H22C H 0.5299 0.1523 -0.1387 0.123 Uiso 1 1 calc R . . C23 C 0.6989(11) -0.0630(9) -0.1290(12) 0.097(4) Uani 1 1 d . . . H23A H 0.7845 -0.0634 -0.1215 0.145 Uiso 1 1 calc R . . H23B H 0.6552 -0.0615 -0.2232 0.145 Uiso 1 1 calc R . . H23C H 0.7031 -0.1192 -0.0830 0.145 Uiso 1 1 calc R . . C24 C 0.9282(9) 0.6449(7) 0.9921(11) 0.054(3) Uani 1 1 d . . . H24 H 1.0026 0.6483 0.9747 0.065 Uiso 1 1 calc R . . C25 C 0.9107(11) 0.6754(7) 1.1212(11) 0.057(3) Uani 1 1 d . . . C26 C 0.7997(11) 0.6963(7) 1.1644(11) 0.062(3) Uani 1 1 d . . . H26 H 0.7276 0.6885 1.1051 0.074 Uiso 1 1 calc R . . C27 C 0.7907(10) 0.7281(7) 1.2910(11) 0.057(3) Uani 1 1 d . . . H27 H 0.7140 0.7401 1.3155 0.069 Uiso 1 1 calc R . . C28 C 0.8962(12) 0.7429(7) 1.3842(11) 0.058(3) Uani 1 1 d . . . C29 C 1.0056(11) 0.7224(8) 1.3411(12) 0.065(3) Uani 1 1 d . . . H29 H 1.0774 0.7307 1.4001 0.079 Uiso 1 1 calc R . . C30 C 1.0153(10) 0.6902(7) 1.2159(12) 0.065(3) Uani 1 1 d . . . H30 H 1.0927 0.6778 1.1925 0.079 Uiso 1 1 calc R . . C32 C 0.9995(11) 0.7825(8) 1.6095(11) 0.096(4) Uani 1 1 d . . . H32A H 1.0621 0.7200 1.6345 0.145 Uiso 1 1 calc R . . H32B H 0.9754 0.8112 1.6888 0.145 Uiso 1 1 calc R . . H32C H 1.0358 0.8207 1.5704 0.145 Uiso 1 1 calc R . . C31 C 0.7662(12) 0.8044(9) 1.5466(11) 0.088(4) Uani 1 1 d . . . H31A H 0.7065 0.8593 1.4910 0.132 Uiso 1 1 calc R . . H31B H 0.7802 0.8196 1.6404 0.132 Uiso 1 1 calc R . . H31C H 0.7317 0.7536 1.5336 0.132 Uiso 1 1 calc R . . O11 O 0.512(4) 0.348(3) 0.810(3) 0.178(16) Uani 0.30 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.062(6) 0.136(8) 0.078(6) 0.015(5) 0.013(5) -0.042(6) O2 0.056(5) 0.041(5) 0.061(5) -0.006(4) 0.008(4) -0.017(4) O3 0.087(6) 0.087(6) 0.044(4) -0.005(4) 0.005(4) -0.050(5) O4 0.067(5) 0.074(5) 0.054(5) -0.006(4) 0.026(4) -0.032(4) O5 0.075(6) 0.138(8) 0.067(6) -0.005(5) 0.025(5) -0.058(6) O6 0.051(5) 0.082(6) 0.081(6) -0.005(5) -0.002(5) -0.007(5) O7 0.052(5) 0.099(7) 0.056(5) 0.004(5) 0.015(4) -0.036(5) O8 0.099(6) 0.087(7) 0.072(6) -0.023(5) 0.034(5) -0.060(5) O9 0.075(5) 0.071(6) 0.045(5) 0.006(4) -0.007(4) -0.031(5) O10 0.090(7) 0.077(6) 0.072(6) 0.007(5) -0.012(5) -0.017(5) N1 0.067(7) 0.105(9) 0.052(7) 0.004(7) -0.005(6) -0.029(7) N2 0.066(7) 0.080(7) 0.051(7) -0.017(5) 0.002(6) -0.022(6) C1 0.073(9) 0.056(9) 0.050(9) 0.007(7) -0.002(7) -0.022(8) C2 0.052(9) 0.088(11) 0.047(7) 0.004(7) 0.000(7) -0.040(9) C3 0.070(8) 0.060(9) 0.052(7) -0.018(6) -0.002(6) -0.033(8) C4 0.083(9) 0.068(9) 0.051(7) -0.016(7) -0.010(7) -0.017(7) C5 0.082(9) 0.070(9) 0.060(8) 0.001(7) 0.038(7) -0.020(7) C6 0.058(8) 0.077(8) 0.052(7) -0.007(6) 0.027(6) -0.027(6) C7 0.062(9) 0.056(8) 0.069(9) 0.002(6) 0.009(8) -0.026(7) C8 0.045(8) 0.066(8) 0.046(8) -0.004(6) 0.011(6) -0.020(6) C9 0.051(9) 0.064(10) 0.034(7) -0.003(6) 0.002(6) -0.012(8) C10 0.060(8) 0.101(11) 0.077(9) 0.025(8) 0.012(7) -0.029(8) C11 0.081(10) 0.151(15) 0.069(9) -0.020(11) 0.028(8) -0.063(10) C12 0.100(10) 0.088(11) 0.058(8) 0.008(8) -0.002(8) -0.059(9) C13 0.092(10) 0.107(12) 0.049(8) 0.018(8) -0.024(7) -0.045(9) C14 0.072(10) 0.066(10) 0.067(11) 0.013(9) 0.010(8) -0.031(8) C15 0.061(8) 0.056(9) 0.079(10) 0.021(8) -0.005(7) -0.026(7) C16 0.047(8) 0.038(7) 0.070(9) 0.006(7) -0.001(7) -0.014(6) C17 0.071(9) 0.051(8) 0.064(8) -0.015(7) 0.009(7) -0.020(7) C18 0.061(8) 0.052(8) 0.070(9) -0.007(7) 0.014(7) -0.024(7) C19 0.048(8) 0.066(9) 0.071(9) -0.005(8) 0.019(8) -0.036(7) C20 0.062(9) 0.071(9) 0.080(10) -0.008(8) 0.019(8) -0.027(8) C21 0.048(8) 0.054(9) 0.088(10) 0.008(7) 0.007(8) -0.013(7) C22 0.089(10) 0.108(11) 0.061(8) -0.015(8) 0.011(8) -0.054(9) C23 0.101(10) 0.104(11) 0.090(10) -0.041(9) 0.049(8) -0.026(9) C24 0.046(7) 0.051(7) 0.061(8) 0.007(6) 0.000(6) -0.020(6) C25 0.051(8) 0.070(9) 0.053(8) -0.012(6) 0.004(7) -0.034(7) C26 0.055(8) 0.078(9) 0.057(8) -0.003(7) -0.003(6) -0.039(7) C27 0.052(8) 0.060(8) 0.056(8) 0.003(6) 0.009(7) -0.016(6) C28 0.062(9) 0.055(8) 0.051(8) -0.003(6) -0.004(7) -0.027(7) C29 0.036(8) 0.081(9) 0.071(9) -0.004(7) -0.005(7) -0.023(6) C30 0.062(9) 0.061(8) 0.072(9) -0.001(7) 0.015(8) -0.021(7) C32 0.118(11) 0.102(11) 0.061(8) 0.002(7) -0.019(8) -0.057(9) C31 0.085(10) 0.100(11) 0.068(9) -0.022(7) 0.014(8) -0.023(8) O11 0.19(4) 0.16(3) 0.12(3) 0.00(2) 0.03(3) 0.00(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.190(11) . ? O2 C2 1.348(12) . ? O2 C3 1.423(11) . ? O3 C5 1.416(11) . ? O3 C4 1.417(11) . ? O4 C7 1.380(12) . ? O4 C6 1.442(11) . ? O5 C7 1.196(12) . ? O6 C9 1.172(11) . ? O7 C9 1.341(12) . ? O7 C10 1.441(11) . ? O8 C11 1.374(13) . ? O8 C12 1.433(12) . ? O9 C14 1.346(13) . ? O9 C13 1.465(12) . ? O10 C14 1.191(12) . ? N1 C19 1.394(13) . ? N1 C22 1.423(13) . ? N1 C23 1.458(13) . ? N2 C28 1.373(13) . ? N2 C31 1.421(12) . ? N2 C32 1.474(12) . ? C1 C15 1.319(14) . ? C1 C2 1.466(15) . ? C1 C14 1.476(15) . ? C3 C4 1.481(13) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.519(13) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.469(14) . ? C8 C24 1.350(13) . ? C8 C9 1.471(14) . ? C10 C11 1.476(15) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.490(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C15 C16 1.479(15) . ? C15 H15 0.9300 . ? C16 C17 1.389(13) . ? C16 C21 1.391(13) . ? C17 C18 1.393(14) . ? C17 H17 0.9300 . ? C18 C19 1.375(14) . ? C18 H18 0.9300 . ? C19 C20 1.402(14) . ? C20 C21 1.408(14) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.417(14) . ? C24 H24 0.9300 . ? C25 C26 1.380(13) . ? C25 C30 1.410(13) . ? C26 C27 1.375(13) . ? C26 H26 0.9300 . ? C27 C28 1.411(13) . ? C27 H27 0.9300 . ? C28 C29 1.364(13) . ? C29 C30 1.365(14) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? 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 O2 C3 115.7(9) . . ? C5 O3 C4 113.8(9) . . ? C7 O4 C6 113.8(8) . . ? C9 O7 C10 117.2(9) . . ? C11 O8 C12 113.1(10) . . ? C14 O9 C13 114.6(9) . . ? C19 N1 C22 119.2(11) . . ? C19 N1 C23 121.4(10) . . ? C22 N1 C23 119.4(10) . . ? C28 N2 C31 122.5(9) . . ? C28 N2 C32 119.0(10) . . ? C31 N2 C32 118.4(9) . . ? C15 C1 C2 124.5(11) . . ? C15 C1 C14 117.2(12) . . ? C2 C1 C14 118.3(12) . . ? O1 C2 O2 121.8(12) . . ? O1 C2 C1 126.9(12) . . ? O2 C2 C1 111.1(11) . . ? O2 C3 C4 108.0(9) . . ? O2 C3 H3A 110.1 . . ? C4 C3 H3A 110.1 . . ? O2 C3 H3B 110.1 . . ? C4 C3 H3B 110.1 . . ? H3A C3 H3B 108.4 . . ? O3 C4 C3 108.4(9) . . ? O3 C4 H4A 110.0 . . ? C3 C4 H4A 110.0 . . ? O3 C4 H4B 110.0 . . ? C3 C4 H4B 110.0 . . ? H4A C4 H4B 108.4 . . ? O3 C5 C6 109.3(9) . . ? O3 C5 H5A 109.8 . . ? C6 C5 H5A 109.8 . . ? O3 C5 H5B 109.8 . . ? C6 C5 H5B 109.8 . . ? H5A C5 H5B 108.3 . . ? O4 C6 C5 107.4(8) . . ? O4 C6 H6A 110.2 . . ? C5 C6 H6A 110.2 . . ? O4 C6 H6B 110.2 . . ? C5 C6 H6B 110.2 . . ? H6A C6 H6B 108.5 . . ? O5 C7 O4 121.0(11) . . ? O5 C7 C8 127.8(11) . . ? O4 C7 C8 111.2(11) . . ? C24 C8 C7 118.1(10) . . ? C24 C8 C9 124.9(10) . . ? C7 C8 C9 116.9(10) . . ? O6 C9 O7 121.7(11) . . ? O6 C9 C8 129.0(12) . . ? O7 C9 C8 109.2(10) . . ? O7 C10 C11 109.1(9) . . ? O7 C10 H10A 109.9 . . ? C11 C10 H10A 109.9 . . ? O7 C10 H10B 109.9 . . ? C11 C10 H10B 109.9 . . ? H10A C10 H10B 108.3 . . ? O8 C11 C10 111.7(11) . . ? O8 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? O8 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? O8 C12 C13 109.0(11) . . ? O8 C12 H12A 109.9 . . ? C13 C12 H12A 109.9 . . ? O8 C12 H12B 109.9 . . ? C13 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? O9 C13 C12 106.4(10) . . ? O9 C13 H13A 110.5 . . ? C12 C13 H13A 110.5 . . ? O9 C13 H13B 110.5 . . ? C12 C13 H13B 110.5 . . ? H13A C13 H13B 108.6 . . ? O10 C14 O9 124.2(12) . . ? O10 C14 C1 126.6(13) . . ? O9 C14 C1 109.2(12) . . ? C1 C15 C16 133.7(11) . . ? C1 C15 H15 113.2 . . ? C16 C15 H15 113.2 . . ? C17 C16 C21 117.3(10) . . ? C17 C16 C15 124.3(11) . . ? C21 C16 C15 118.4(11) . . ? C16 C17 C18 120.4(10) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C19 C18 C17 122.8(11) . . ? C19 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? C18 C19 N1 124.2(12) . . ? C18 C19 C20 117.6(11) . . ? N1 C19 C20 118.1(12) . . ? C19 C20 C21 119.5(11) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C16 C21 C20 122.3(11) . . ? C16 C21 H21 118.8 . . ? C20 C21 H21 118.8 . . ? N1 C22 H22A 109.5 . . ? N1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N1 C23 H23A 109.5 . . ? N1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C8 C24 C25 131.3(10) . . ? C8 C24 H24 114.3 . . ? C25 C24 H24 114.3 . . ? C26 C25 C30 115.2(10) . . ? C26 C25 C24 127.1(10) . . ? C30 C25 C24 117.6(11) . . ? C27 C26 C25 123.0(10) . . ? C27 C26 H26 118.5 . . ? C25 C26 H26 118.5 . . ? C26 C27 C28 121.0(11) . . ? C26 C27 H27 119.5 . . ? C28 C27 H27 119.5 . . ? C29 C28 N2 124.1(10) . . ? C29 C28 C27 115.8(10) . . ? N2 C28 C27 120.1(12) . . ? C28 C29 C30 123.4(10) . . ? C28 C29 H29 118.3 . . ? C30 C29 H29 118.3 . . ? C29 C30 C25 121.5(11) . . ? C29 C30 H30 119.2 . . ? C25 C30 H30 119.2 . . ? N2 C32 H32A 109.5 . . ? N2 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? N2 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N2 C31 H31A 109.5 . . ? N2 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N2 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 20.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.236 _refine_diff_density_min -0.217 _refine_diff_density_rms 0.053 #===END data_rig1 _database_code_depnum_ccdc_archive 'CCDC 233252' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H46 N2 O12' _chemical_formula_weight 698.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.186(5) _cell_length_b 18.852(16) _cell_length_c 6.057(15) _cell_angle_alpha 96.7(2) _cell_angle_beta 106.03(11) _cell_angle_gamma 80.81(8) _cell_volume 884(2) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 24 _cell_measurement_theta_min 4.93 _cell_measurement_theta_max 11.01 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Philips PW1100' _diffrn_measurement_method \w/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 2418 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.2359 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 22.00 _reflns_number_total 2163 _reflns_number_gt 729 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'local software' _computing_cell_refinement 'local software' _computing_data_reduction 'local software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.1860P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2163 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3122 _refine_ls_R_factor_gt 0.1514 _refine_ls_wR_factor_ref 0.4208 _refine_ls_wR_factor_gt 0.3324 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.9778(15) 0.2436(6) 1.388(2) 0.072(4) Uani 1 1 d . . . O2 O 0.9306(11) 0.3432(6) 1.2027(19) 0.057(3) Uani 1 1 d . . . O3 O 0.8281(13) 0.4586(5) 1.672(2) 0.072(4) Uani 1 1 d . . . O4 O 0.6222(12) 0.5913(6) 1.813(2) 0.071(4) Uani 1 1 d . . . O5 O 0.3981(11) 0.7077(5) 2.0031(19) 0.056(3) Uani 1 1 d . . . O6 O 0.3772(13) 0.7689(6) 2.338(2) 0.067(4) Uani 1 1 d . . . N1 N 1.6796(15) 0.0763(7) 1.026(2) 0.055(4) Uani 1 1 d . . . C1 C 1.798(2) 0.0845(8) 1.239(3) 0.056(5) Uani 1 1 d . . . H1A H 1.8066 0.1347 1.2794 0.083 Uiso 1 1 calc R . . H1B H 1.9077 0.0594 1.2295 0.083 Uiso 1 1 calc R . . H1C H 1.7609 0.0650 1.3535 0.083 Uiso 1 1 calc R . . C2 C 1.7402(19) 0.0395(9) 0.838(3) 0.075(6) Uani 1 1 d . . . H2A H 1.8633 0.0339 0.8797 0.112 Uiso 1 1 calc R . . H2B H 1.6961 0.0670 0.7058 0.112 Uiso 1 1 calc R . . H2C H 1.7020 -0.0071 0.8031 0.112 Uiso 1 1 calc R . . C3 C 1.5046(18) 0.1033(7) 0.988(3) 0.046(4) Uani 1 1 d . . . C4 C 1.4420(18) 0.1384(8) 1.169(3) 0.056(5) Uani 1 1 d . . . H4 H 1.5168 0.1426 1.3154 0.067 Uiso 1 1 calc R . . C5 C 1.2699(17) 0.1676(7) 1.137(3) 0.048(4) Uani 1 1 d . . . H5 H 1.2329 0.1935 1.2589 0.057 Uiso 1 1 calc R . . C6 C 1.1535(18) 0.1578(7) 0.923(3) 0.044(4) Uani 1 1 d . . . C7 C 1.2181(18) 0.1230(7) 0.748(2) 0.042(4) Uani 1 1 d . . . H7 H 1.1434 0.1182 0.6021 0.051 Uiso 1 1 calc R . . C8 C 1.3875(18) 0.0945(7) 0.777(3) 0.046(4) Uani 1 1 d . . . H8 H 1.4233 0.0693 0.6531 0.055 Uiso 1 1 calc R . . C9 C 0.9694(17) 0.1906(7) 0.869(3) 0.044(4) Uani 1 1 d . . . H9 H 0.9074 0.1752 0.7227 0.053 Uiso 1 1 calc R . . C10 C 0.8734(16) 0.2368(7) 0.982(3) 0.034(4) Uani 1 1 d . . . C11 C 0.9379(18) 0.2700(8) 1.201(3) 0.041(4) Uani 1 1 d . . . C12 C 0.969(2) 0.3860(9) 1.418(3) 0.063(5) Uani 1 1 d . . . H12A H 1.0024 0.4314 1.3970 0.075 Uiso 1 1 calc R . . H12B H 1.0635 0.3607 1.5288 0.075 Uiso 1 1 calc R . . C13 C 0.812(2) 0.3992(9) 1.503(3) 0.067(5) Uani 1 1 d . . . H13A H 0.7113 0.4099 1.3769 0.081 Uiso 1 1 calc R . . H13B H 0.7996 0.3567 1.5705 0.081 Uiso 1 1 calc R . . C14 C 0.706(2) 0.4669(10) 1.801(3) 0.075(6) Uani 1 1 d . . . H14A H 0.7319 0.4276 1.9010 0.090 Uiso 1 1 calc R . . H14B H 0.5933 0.4641 1.6973 0.090 Uiso 1 1 calc R . . C15 C 0.704(2) 0.5375(9) 1.946(4) 0.083(6) Uani 1 1 d . . . H15A H 0.6471 0.5353 2.0651 0.100 Uiso 1 1 calc R . . H15B H 0.8212 0.5465 2.0207 0.100 Uiso 1 1 calc R . . C16 C 0.663(2) 0.6594(10) 1.915(3) 0.078(6) Uani 1 1 d . . . H16A H 0.6315 0.6928 1.7947 0.093 Uiso 1 1 calc R . . H16B H 0.7867 0.6558 1.9773 0.093 Uiso 1 1 calc R . . C17 C 0.5823(16) 0.6898(8) 2.097(3) 0.064(5) Uani 1 1 d . . . H17A H 0.6311 0.7330 2.1707 0.076 Uiso 1 1 calc R . . H17B H 0.6045 0.6554 2.2118 0.076 Uiso 1 1 calc R . . C18 C 0.309(2) 0.7485(8) 2.134(3) 0.054(5) 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 O1 0.086(9) 0.072(9) 0.054(8) -0.005(7) 0.028(7) 0.015(7) O2 0.042(6) 0.048(7) 0.081(9) 0.005(6) 0.017(6) -0.003(5) O3 0.060(7) 0.051(7) 0.112(10) -0.028(7) 0.045(7) -0.016(6) O4 0.039(6) 0.041(7) 0.124(11) 0.008(7) 0.016(7) 0.010(5) O5 0.034(6) 0.049(7) 0.082(9) -0.010(6) 0.019(6) 0.001(5) O6 0.046(7) 0.082(9) 0.071(9) 0.002(7) 0.024(7) 0.006(6) N1 0.035(8) 0.069(10) 0.057(10) -0.007(8) 0.018(7) 0.007(7) C1 0.058(11) 0.057(11) 0.060(13) 0.013(9) 0.027(10) -0.004(9) C2 0.039(10) 0.056(11) 0.117(17) -0.004(11) 0.013(11) 0.008(8) C3 0.027(9) 0.038(9) 0.069(12) -0.001(9) 0.013(9) 0.003(7) C4 0.036(9) 0.043(10) 0.078(13) -0.007(9) 0.003(9) -0.001(8) C5 0.039(9) 0.030(9) 0.060(12) -0.002(8) -0.003(9) 0.006(7) C6 0.049(10) 0.038(9) 0.049(11) 0.003(8) 0.018(9) -0.008(8) C7 0.055(10) 0.043(9) 0.026(9) -0.005(8) 0.013(8) -0.001(8) C8 0.037(9) 0.036(9) 0.064(12) 0.002(8) 0.022(9) 0.011(7) C9 0.044(9) 0.024(8) 0.057(11) -0.012(8) 0.017(9) 0.010(7) C10 0.019(8) 0.037(9) 0.042(10) 0.016(8) -0.005(7) -0.006(6) C11 0.040(9) 0.027(9) 0.054(12) 0.012(9) 0.014(9) 0.009(7) C12 0.065(11) 0.058(11) 0.051(12) -0.010(10) -0.011(10) -0.021(9) C13 0.068(12) 0.054(11) 0.095(15) -0.025(10) 0.055(11) -0.016(9) C14 0.082(13) 0.085(14) 0.059(13) -0.013(11) 0.032(12) -0.003(11) C15 0.074(13) 0.039(11) 0.122(18) -0.008(12) 0.016(13) 0.007(10) C16 0.041(10) 0.070(13) 0.129(19) -0.018(12) 0.043(12) -0.008(9) C17 0.025(9) 0.051(10) 0.112(16) 0.022(10) 0.009(10) 0.000(7) C18 0.069(13) 0.040(10) 0.059(13) -0.008(9) 0.033(11) -0.002(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 O1 C11 1.231(17) . ? O2 C11 1.370(16) . ? O2 C12 1.437(17) . ? O3 C14 1.408(18) . ? O3 C13 1.422(17) . ? O4 C15 1.34(2) . ? O4 C16 1.408(18) . ? O5 C18 1.322(16) . ? O5 C17 1.456(15) . ? O6 C18 1.252(18) . ? N1 C1 1.388(18) . ? N1 C3 1.406(17) . ? N1 C2 1.429(19) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C8 1.381(19) . ? C3 C4 1.39(2) . ? C4 C5 1.397(19) . ? C4 H4 0.9300 . ? C5 C6 1.395(19) . ? C5 H5 0.9300 . ? C6 C7 1.365(18) . ? C6 C9 1.496(19) . ? C7 C8 1.375(18) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.334(18) . ? C9 H9 0.9300 . ? C10 C11 1.40(2) . ? C10 C18 1.46(2) 2_668 ? C12 C13 1.49(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.51(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.46(2) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C10 1.46(2) 2_668 ? 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 C11 O2 C12 119.8(13) . . ? C14 O3 C13 113.5(12) . . ? C15 O4 C16 112.8(15) . . ? C18 O5 C17 118.5(13) . . ? C1 N1 C3 123.1(14) . . ? C1 N1 C2 118.0(12) . . ? C3 N1 C2 118.8(14) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C8 C3 C4 117.3(13) . . ? C8 C3 N1 122.8(15) . . ? C4 C3 N1 119.9(15) . . ? C3 C4 C5 121.7(15) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 120.0(15) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 117.0(14) . . ? C7 C6 C9 118.9(14) . . ? C5 C6 C9 123.6(14) . . ? C6 C7 C8 123.6(15) . . ? C6 C7 H7 118.2 . . ? C8 C7 H7 118.2 . . ? C7 C8 C3 120.2(14) . . ? C7 C8 H8 119.9 . . ? C3 C8 H8 119.9 . . ? C10 C9 C6 134.9(14) . . ? C10 C9 H9 112.5 . . ? C6 C9 H9 112.5 . . ? C9 C10 C11 123.7(13) . . ? C9 C10 C18 116.7(14) . 2_668 ? C11 C10 C18 119.7(13) . 2_668 ? O1 C11 O2 117.7(15) . . ? O1 C11 C10 128.3(14) . . ? O2 C11 C10 113.3(14) . . ? O2 C12 C13 107.5(12) . . ? O2 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O2 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? O3 C13 C12 108.1(13) . . ? O3 C13 H13A 110.1 . . ? C12 C13 H13A 110.1 . . ? O3 C13 H13B 110.1 . . ? C12 C13 H13B 110.1 . . ? H13A C13 H13B 108.4 . . ? O3 C14 C15 112.2(15) . . ? O3 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? O3 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O4 C15 C14 109.8(17) . . ? O4 C15 H15A 109.7 . . ? C14 C15 H15A 109.7 . . ? O4 C15 H15B 109.7 . . ? C14 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? O4 C16 C17 115.8(15) . . ? O4 C16 H16A 108.3 . . ? C17 C16 H16A 108.3 . . ? O4 C16 H16B 108.3 . . ? C17 C16 H16B 108.3 . . ? H16A C16 H16B 107.4 . . ? C16 C17 O5 110.6(14) . . ? C16 C17 H17A 109.5 . . ? O5 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? O5 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? O6 C18 O5 121.9(15) . . ? O6 C18 C10 125.0(14) . 2_668 ? O5 C18 C10 113.0(15) . 2_668 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 22.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.406 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.121