# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Prof. Dr. Bart Jan Ravoo' _publ_contact_author_email b.j.ravoo@uni-muenster.de loop_ _publ_author_name J.Voskuhl B.Wibbeling B.J.Ravoo data_rav5577 _database_code_depnum_ccdc_archive 'CCDC 854337' #TrackingRef '- rav5577.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H28 N2 O6' _chemical_formula_weight 428.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7862(3) _cell_length_b 11.6935(4) _cell_length_c 18.1990(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.545(1) _cell_angle_gamma 90.00 _cell_volume 2064.57(14) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4046 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9822 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details 'denzo (Otwinowski, Borek, Majewski & Minor (2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12978 _diffrn_reflns_av_R_equivalents 0.053 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3543 _reflns_number_gt 2721 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0478P)^2^+1.9389P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3543 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1539 _refine_ls_wR_factor_gt 0.1372 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 1.1509(2) 1.05175(16) -0.07412(12) 0.0528(6) Uani 1 1 d . . . C2 C 1.1653(3) 0.9683(2) -0.11370(15) 0.0342(6) Uani 1 1 d . . . N3 N 1.0662(2) 0.8904(2) -0.12660(13) 0.0385(6) Uani 1 1 d . . . H3 H 1.080(3) 0.830(3) -0.1503(17) 0.046 Uiso 1 1 d . . . C4 C 0.9485(3) 0.8888(2) -0.08622(18) 0.0455(7) Uani 1 1 d . . . H4A H 0.8723 0.9317 -0.1137 0.055 Uiso 1 1 calc R . . H4B H 0.9725 0.9253 -0.0378 0.055 Uiso 1 1 calc R . . C5 C 0.9043(3) 0.7663(2) -0.07573(16) 0.0402(6) Uani 1 1 d . . . O6 O 0.9337(2) 0.69064(17) -0.11665(13) 0.0603(6) Uani 1 1 d . . . N7 N 0.8293(2) 0.75178(19) -0.01910(13) 0.0387(6) Uani 1 1 d . . . H7 H 0.817(3) 0.810(3) 0.0073(17) 0.046 Uiso 1 1 d . . . C8 C 0.7720(3) 0.6492(2) 0.00415(15) 0.0354(6) Uani 1 1 d . . . C9 C 0.8079(3) 0.5426(2) -0.02034(15) 0.0370(6) Uani 1 1 d . . . H9 H 0.8729 0.5365 -0.0538 0.044 Uiso 1 1 calc R . . C10 C 0.7481(3) 0.4449(2) 0.00450(15) 0.0365(6) Uani 1 1 d . . . C11 C 0.6541(3) 0.4531(2) 0.05562(14) 0.0378(6) Uani 1 1 d . . . H11 H 0.6146 0.3867 0.0730 0.045 Uiso 1 1 calc R . . C12 C 0.6195(3) 0.5593(2) 0.08052(14) 0.0358(6) Uani 1 1 d . . . C13 C 0.6777(3) 0.6571(2) 0.05449(15) 0.0370(6) Uani 1 1 d . . . H13 H 0.6529 0.7294 0.0712 0.044 Uiso 1 1 calc R . . C14 C 0.7774(3) 0.3291(2) -0.02330(16) 0.0400(6) Uani 1 1 d . . . O15 O 0.7337(3) 0.24233(18) -0.00082(14) 0.0713(7) Uani 1 1 d . . . O16 O 0.8549(2) 0.33277(16) -0.07826(12) 0.0476(5) Uani 1 1 d . . . C17 C 0.8761(4) 0.2258(3) -0.11399(19) 0.0567(9) Uani 1 1 d . . . H17A H 0.8684 0.1635 -0.0796 0.085 Uiso 1 1 calc R . . H17B H 0.9671 0.2250 -0.1296 0.085 Uiso 1 1 calc R . . H17C H 0.8069 0.2167 -0.1569 0.085 Uiso 1 1 calc R . . C18 C 0.5202(3) 0.5720(2) 0.13564(15) 0.0394(6) Uani 1 1 d . . . O19 O 0.4896(2) 0.66113(18) 0.16144(14) 0.0652(7) Uani 1 1 d . . . O20 O 0.4686(2) 0.47200(16) 0.15356(11) 0.0457(5) Uani 1 1 d . . . C21 C 0.3694(3) 0.4755(3) 0.20528(17) 0.0510(8) Uani 1 1 d . . . H21A H 0.4152 0.4967 0.2539 0.076 Uiso 1 1 calc R . . H21B H 0.3274 0.4007 0.2079 0.076 Uiso 1 1 calc R . . H21C H 0.2987 0.5315 0.1889 0.076 Uiso 1 1 calc R . . C22 C 1.2948(2) 0.9540(2) -0.15123(14) 0.0331(6) Uani 1 1 d . . . C23 C 1.3019(3) 0.8399(2) -0.19259(16) 0.0387(6) Uani 1 1 d . . . H23A H 1.2238 0.8342 -0.2321 0.046 Uiso 1 1 calc R . . H23B H 1.2963 0.7761 -0.1582 0.046 Uiso 1 1 calc R . . C24 C 1.4379(3) 0.8330(2) -0.22617(17) 0.0444(7) Uani 1 1 d . . . H24 H 1.4418 0.7595 -0.2528 0.053 Uiso 1 1 calc R . . C25 C 1.4444(3) 0.9317(3) -0.28055(16) 0.0494(8) Uani 1 1 d . . . H25A H 1.5303 0.9273 -0.3027 0.059 Uiso 1 1 calc R . . H25B H 1.3671 0.9262 -0.3205 0.059 Uiso 1 1 calc R . . C26 C 1.4377(3) 1.0453(2) -0.24001(16) 0.0452(7) Uani 1 1 d . . . H26 H 1.4425 1.1092 -0.2753 0.054 Uiso 1 1 calc R . . C27 C 1.5596(3) 1.0527(2) -0.17857(18) 0.0478(8) Uani 1 1 d . . . H27A H 1.6461 1.0495 -0.2002 0.057 Uiso 1 1 calc R . . H27B H 1.5567 1.1256 -0.1522 0.057 Uiso 1 1 calc R . . C28 C 1.5540(3) 0.9540(2) -0.12447(16) 0.0431(7) Uani 1 1 d . . . H28 H 1.6333 0.9592 -0.0848 0.052 Uiso 1 1 calc R . . C29 C 1.4200(3) 0.9616(2) -0.09038(15) 0.0394(6) Uani 1 1 d . . . H29A H 1.4172 1.0341 -0.0636 0.047 Uiso 1 1 calc R . . H29B H 1.4161 0.8991 -0.0548 0.047 Uiso 1 1 calc R . . C30 C 1.5590(3) 0.8401(2) -0.16468(18) 0.0465(7) Uani 1 1 d . . . H30A H 1.6458 0.8337 -0.1858 0.056 Uiso 1 1 calc R . . H30B H 1.5544 0.7770 -0.1297 0.056 Uiso 1 1 calc R . . C31 C 1.3026(3) 1.0528(2) -0.20630(16) 0.0398(6) Uani 1 1 d . . . H31A H 1.2242 1.0484 -0.2457 0.048 Uiso 1 1 calc R . . H31B H 1.2978 1.1261 -0.1807 0.048 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0488(12) 0.0428(12) 0.0733(15) -0.0190(10) 0.0328(11) -0.0083(9) C2 0.0323(14) 0.0339(14) 0.0381(14) 0.0014(11) 0.0117(11) -0.0005(11) N3 0.0351(12) 0.0386(13) 0.0463(14) -0.0061(11) 0.0217(11) -0.0043(10) C4 0.0415(16) 0.0408(16) 0.0604(19) -0.0035(14) 0.0290(14) -0.0044(13) C5 0.0375(15) 0.0406(15) 0.0459(16) -0.0034(13) 0.0186(13) -0.0034(12) O6 0.0779(16) 0.0443(12) 0.0687(15) -0.0133(11) 0.0474(13) -0.0135(11) N7 0.0400(13) 0.0339(12) 0.0462(14) -0.0044(10) 0.0203(11) -0.0036(10) C8 0.0320(14) 0.0378(14) 0.0376(15) -0.0006(11) 0.0089(12) -0.0044(11) C9 0.0332(14) 0.0407(15) 0.0391(15) 0.0015(12) 0.0117(12) -0.0026(11) C10 0.0348(14) 0.0388(15) 0.0367(15) 0.0030(12) 0.0075(12) 0.0003(11) C11 0.0382(15) 0.0401(15) 0.0362(15) 0.0044(12) 0.0091(12) -0.0029(12) C12 0.0303(13) 0.0432(15) 0.0351(14) 0.0022(12) 0.0089(11) -0.0010(11) C13 0.0346(14) 0.0355(14) 0.0427(16) -0.0029(11) 0.0122(12) -0.0018(11) C14 0.0425(16) 0.0391(15) 0.0407(16) 0.0032(12) 0.0136(13) -0.0021(12) O15 0.111(2) 0.0378(12) 0.0769(17) 0.0033(11) 0.0561(15) -0.0092(12) O16 0.0531(12) 0.0359(10) 0.0609(13) -0.0034(9) 0.0338(11) -0.0027(9) C17 0.070(2) 0.0418(17) 0.064(2) -0.0085(15) 0.0295(18) 0.0013(15) C18 0.0336(14) 0.0450(16) 0.0416(16) 0.0033(13) 0.0119(12) -0.0004(12) O19 0.0801(17) 0.0447(13) 0.0818(17) -0.0041(11) 0.0521(14) -0.0006(11) O20 0.0463(11) 0.0472(11) 0.0490(12) 0.0012(9) 0.0262(10) -0.0053(9) C21 0.0501(18) 0.0606(19) 0.0481(18) 0.0036(15) 0.0283(15) -0.0041(15) C22 0.0306(13) 0.0342(13) 0.0374(14) -0.0004(11) 0.0160(11) -0.0018(11) C23 0.0331(14) 0.0390(15) 0.0465(16) -0.0054(12) 0.0150(12) -0.0029(11) C24 0.0390(15) 0.0416(16) 0.0566(18) -0.0146(13) 0.0214(14) -0.0010(12) C25 0.0466(17) 0.065(2) 0.0406(16) -0.0084(14) 0.0214(14) -0.0011(14) C26 0.0458(17) 0.0470(17) 0.0472(17) 0.0101(13) 0.0229(14) 0.0006(13) C27 0.0379(16) 0.0457(17) 0.066(2) -0.0111(15) 0.0283(15) -0.0086(13) C28 0.0286(14) 0.0553(17) 0.0462(16) -0.0056(14) 0.0080(12) -0.0023(12) C29 0.0344(15) 0.0445(16) 0.0408(15) -0.0010(12) 0.0103(12) -0.0013(12) C30 0.0338(15) 0.0467(17) 0.062(2) -0.0014(14) 0.0163(14) 0.0047(12) C31 0.0367(15) 0.0417(15) 0.0430(16) 0.0036(12) 0.0132(12) 0.0022(12) _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 1.232(3) . ? C2 N3 1.328(3) . ? C2 C22 1.526(3) . ? N3 C4 1.446(3) . ? N3 H3 0.85(3) . ? C4 C5 1.515(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 O6 1.215(3) . ? C5 N7 1.353(3) . ? N7 C8 1.412(3) . ? N7 H7 0.85(3) . ? C8 C9 1.385(4) . ? C8 C13 1.386(4) . ? C9 C10 1.387(4) . ? C9 H9 0.9400 . ? C10 C11 1.395(4) . ? C10 C14 1.486(4) . ? C11 C12 1.380(4) . ? C11 H11 0.9400 . ? C12 C13 1.389(4) . ? C12 C18 1.493(4) . ? C13 H13 0.9400 . ? C14 O15 1.194(3) . ? C14 O16 1.333(3) . ? O16 C17 1.438(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 O19 1.197(3) . ? C18 O20 1.332(3) . ? O20 C21 1.438(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 C23 1.537(3) . ? C22 C31 1.538(3) . ? C22 C29 1.543(4) . ? C23 C24 1.538(3) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C24 C30 1.522(4) . ? C24 C25 1.527(4) . ? C24 H24 0.9900 . ? C25 C26 1.526(4) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C26 C27 1.527(4) . ? C26 C31 1.532(4) . ? C26 H26 0.9900 . ? C27 C28 1.523(4) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C28 C30 1.523(4) . ? C28 C29 1.525(4) . ? C28 H28 0.9900 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? 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 O1 C2 N3 120.7(2) . . ? O1 C2 C22 120.9(2) . . ? N3 C2 C22 118.4(2) . . ? C2 N3 C4 122.1(2) . . ? C2 N3 H3 120(2) . . ? C4 N3 H3 116(2) . . ? N3 C4 C5 109.6(2) . . ? N3 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? N3 C4 H4B 109.7 . . ? C5 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? O6 C5 N7 124.9(3) . . ? O6 C5 C4 121.1(2) . . ? N7 C5 C4 114.0(2) . . ? C5 N7 C8 127.7(2) . . ? C5 N7 H7 117(2) . . ? C8 N7 H7 115(2) . . ? C9 C8 C13 119.5(2) . . ? C9 C8 N7 122.7(2) . . ? C13 C8 N7 117.8(2) . . ? C8 C9 C10 120.1(2) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C9 C10 C11 120.3(2) . . ? C9 C10 C14 122.1(2) . . ? C11 C10 C14 117.6(2) . . ? C12 C11 C10 119.5(2) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 120.0(2) . . ? C11 C12 C18 121.3(2) . . ? C13 C12 C18 118.6(2) . . ? C8 C13 C12 120.6(2) . . ? C8 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? O15 C14 O16 123.3(3) . . ? O15 C14 C10 124.3(3) . . ? O16 C14 C10 112.4(2) . . ? C14 O16 C17 116.2(2) . . ? O16 C17 H17A 109.5 . . ? O16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O19 C18 O20 123.1(2) . . ? O19 C18 C12 124.7(2) . . ? O20 C18 C12 112.2(2) . . ? C18 O20 C21 116.5(2) . . ? O20 C21 H21A 109.5 . . ? O20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C2 C22 C23 114.1(2) . . ? C2 C22 C31 108.9(2) . . ? C23 C22 C31 108.9(2) . . ? C2 C22 C29 107.5(2) . . ? C23 C22 C29 108.6(2) . . ? C31 C22 C29 108.8(2) . . ? C22 C23 C24 109.7(2) . . ? C22 C23 H23A 109.7 . . ? C24 C23 H23A 109.7 . . ? C22 C23 H23B 109.7 . . ? C24 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? C30 C24 C25 109.9(2) . . ? C30 C24 C23 109.6(2) . . ? C25 C24 C23 109.3(2) . . ? C30 C24 H24 109.3 . . ? C25 C24 H24 109.3 . . ? C23 C24 H24 109.3 . . ? C26 C25 C24 109.7(2) . . ? C26 C25 H25A 109.7 . . ? C24 C25 H25A 109.7 . . ? C26 C25 H25B 109.7 . . ? C24 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? C25 C26 C27 108.9(2) . . ? C25 C26 C31 109.7(2) . . ? C27 C26 C31 109.7(2) . . ? C25 C26 H26 109.5 . . ? C27 C26 H26 109.5 . . ? C31 C26 H26 109.5 . . ? C28 C27 C26 109.8(2) . . ? C28 C27 H27A 109.7 . . ? C26 C27 H27A 109.7 . . ? C28 C27 H27B 109.7 . . ? C26 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C30 C28 C27 110.3(2) . . ? C30 C28 C29 109.3(2) . . ? C27 C28 C29 108.9(2) . . ? C30 C28 H28 109.5 . . ? C27 C28 H28 109.5 . . ? C29 C28 H28 109.5 . . ? C28 C29 C22 110.4(2) . . ? C28 C29 H29A 109.6 . . ? C22 C29 H29A 109.6 . . ? C28 C29 H29B 109.6 . . ? C22 C29 H29B 109.6 . . ? H29A C29 H29B 108.1 . . ? C24 C30 C28 109.3(2) . . ? C24 C30 H30A 109.8 . . ? C28 C30 H30A 109.8 . . ? C24 C30 H30B 109.8 . . ? C28 C30 H30B 109.8 . . ? H30A C30 H30B 108.3 . . ? C26 C31 C22 109.7(2) . . ? C26 C31 H31A 109.7 . . ? C22 C31 H31A 109.7 . . ? C26 C31 H31B 109.7 . . ? C22 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? 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 O1 C2 N3 C4 -10.3(4) . . . . ? C22 C2 N3 C4 171.8(2) . . . . ? C2 N3 C4 C5 -145.9(3) . . . . ? N3 C4 C5 O6 -22.7(4) . . . . ? N3 C4 C5 N7 158.6(2) . . . . ? O6 C5 N7 C8 0.6(5) . . . . ? C4 C5 N7 C8 179.2(3) . . . . ? C5 N7 C8 C9 12.7(4) . . . . ? C5 N7 C8 C13 -168.3(3) . . . . ? C13 C8 C9 C10 1.1(4) . . . . ? N7 C8 C9 C10 180.0(3) . . . . ? C8 C9 C10 C11 -1.6(4) . . . . ? C8 C9 C10 C14 176.6(3) . . . . ? C9 C10 C11 C12 0.9(4) . . . . ? C14 C10 C11 C12 -177.3(2) . . . . ? C10 C11 C12 C13 0.3(4) . . . . ? C10 C11 C12 C18 -179.5(2) . . . . ? C9 C8 C13 C12 0.1(4) . . . . ? N7 C8 C13 C12 -178.9(2) . . . . ? C11 C12 C13 C8 -0.8(4) . . . . ? C18 C12 C13 C8 179.0(2) . . . . ? C9 C10 C14 O15 176.1(3) . . . . ? C11 C10 C14 O15 -5.7(4) . . . . ? C9 C10 C14 O16 -6.0(4) . . . . ? C11 C10 C14 O16 172.2(2) . . . . ? O15 C14 O16 C17 4.5(4) . . . . ? C10 C14 O16 C17 -173.5(2) . . . . ? C11 C12 C18 O19 177.2(3) . . . . ? C13 C12 C18 O19 -2.6(4) . . . . ? C11 C12 C18 O20 -2.7(4) . . . . ? C13 C12 C18 O20 177.6(2) . . . . ? O19 C18 O20 C21 1.4(4) . . . . ? C12 C18 O20 C21 -178.7(2) . . . . ? O1 C2 C22 C23 174.6(2) . . . . ? N3 C2 C22 C23 -7.5(3) . . . . ? O1 C2 C22 C31 -63.5(3) . . . . ? N3 C2 C22 C31 114.3(3) . . . . ? O1 C2 C22 C29 54.2(3) . . . . ? N3 C2 C22 C29 -127.9(3) . . . . ? C2 C22 C23 C24 -178.3(2) . . . . ? C31 C22 C23 C24 59.8(3) . . . . ? C29 C22 C23 C24 -58.5(3) . . . . ? C22 C23 C24 C30 60.3(3) . . . . ? C22 C23 C24 C25 -60.3(3) . . . . ? C30 C24 C25 C26 -60.3(3) . . . . ? C23 C24 C25 C26 60.1(3) . . . . ? C24 C25 C26 C27 59.9(3) . . . . ? C24 C25 C26 C31 -60.1(3) . . . . ? C25 C26 C27 C28 -59.6(3) . . . . ? C31 C26 C27 C28 60.5(3) . . . . ? C26 C27 C28 C30 59.5(3) . . . . ? C26 C27 C28 C29 -60.4(3) . . . . ? C30 C28 C29 C22 -60.3(3) . . . . ? C27 C28 C29 C22 60.2(3) . . . . ? C2 C22 C29 C28 -177.2(2) . . . . ? C23 C22 C29 C28 59.0(3) . . . . ? C31 C22 C29 C28 -59.3(3) . . . . ? C25 C24 C30 C28 59.2(3) . . . . ? C23 C24 C30 C28 -61.0(3) . . . . ? C27 C28 C30 C24 -58.9(3) . . . . ? C29 C28 C30 C24 60.8(3) . . . . ? C25 C26 C31 C22 59.9(3) . . . . ? C27 C26 C31 C22 -59.7(3) . . . . ? C2 C22 C31 C26 175.5(2) . . . . ? C23 C22 C31 C26 -59.6(3) . . . . ? C29 C22 C31 C26 58.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.203 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.044 # Attachment '- rav5641.cif' data_rav5641 _database_code_depnum_ccdc_archive 'CCDC 854338' #TrackingRef '- rav5641.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H32 N2 O6' _chemical_formula_weight 480.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9831(1) _cell_length_b 11.8982(1) _cell_length_c 13.1146(1) _cell_angle_alpha 106.512(1) _cell_angle_beta 109.880(1) _cell_angle_gamma 101.331(1) _cell_volume 1195.173(19) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3425 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8303 _exptl_absorpt_correction_T_max 0.9624 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor (2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13076 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.88 _diffrn_reflns_theta_max 70.95 _reflns_number_total 3965 _reflns_number_gt 3347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (SHeldrick, 1997)' _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^)+(0.0849P)^2^+0.3850P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3965 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1456 _refine_ls_wR_factor_gt 0.1358 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 -0.08475(17) 1.12825(12) 0.64804(12) 0.0486(3) Uani 1 1 d . . . C2 C -0.1218(2) 1.05959(16) 0.69938(15) 0.0371(4) Uani 1 1 d . . . N3 N -0.0927(2) 0.94985(15) 0.67389(14) 0.0438(4) Uani 1 1 d . . . H3 H -0.111(3) 0.904(2) 0.7114(19) 0.053 Uiso 1 1 d . . . C4 C -0.0197(2) 0.90562(17) 0.58489(17) 0.0420(4) Uani 1 1 d . . . H4A H -0.1060 0.8779 0.5049 0.050 Uiso 1 1 calc R . . H4B H 0.0730 0.9743 0.5964 0.050 Uiso 1 1 calc R . . C5 C 0.0423(2) 0.79997(16) 0.60176(15) 0.0385(4) Uani 1 1 d . . . O6 O 0.03769(17) 0.76937(12) 0.68578(12) 0.0484(3) Uani 1 1 d . . . N7 N 0.10129(19) 0.74710(14) 0.51591(14) 0.0407(4) Uani 1 1 d . . . H7 H 0.100(3) 0.7794(19) 0.4614(19) 0.049 Uiso 1 1 d . . . C8 C 0.1646(2) 0.64526(16) 0.50177(16) 0.0393(4) Uani 1 1 d . . . C9 C 0.1918(2) 0.59004(16) 0.58572(16) 0.0410(4) Uani 1 1 d . . . H9 H 0.1703 0.6182 0.6522 0.049 Uiso 1 1 calc R . . C10 C 0.2535(2) 0.48952(17) 0.56294(17) 0.0429(4) Uani 1 1 d . . . C11 C 0.2904(2) 0.44508(17) 0.45907(18) 0.0454(5) Uani 1 1 d . . . H11 H 0.3337 0.3789 0.4492 0.054 Uiso 1 1 calc R . . C12 C 0.2621(2) 0.49972(17) 0.37536(17) 0.0439(4) Uani 1 1 d . . . C13 C 0.1994(2) 0.59935(17) 0.39694(17) 0.0435(4) Uani 1 1 d . . . H13 H 0.1787 0.6385 0.3430 0.052 Uiso 1 1 calc R . . C14 C 0.2771(2) 0.42278(18) 0.64657(18) 0.0486(5) Uani 1 1 d . . . O15 O 0.3275(2) 0.33415(15) 0.62952(15) 0.0676(5) Uani 1 1 d . . . O16 O 0.23332(19) 0.46954(13) 0.74112(13) 0.0570(4) Uani 1 1 d . . . C17 C 0.2483(4) 0.4058(2) 0.8237(2) 0.0707(7) Uani 1 1 d . . . H17A H 0.1775 0.3198 0.7813 0.106 Uiso 1 1 calc R . . H17B H 0.2136 0.4459 0.8829 0.106 Uiso 1 1 calc R . . H17C H 0.3638 0.4097 0.8611 0.106 Uiso 1 1 calc R . . C18 C 0.2914(2) 0.45320(18) 0.25959(19) 0.0485(5) Uani 1 1 d . . . O19 O 0.2571(2) 0.49109(15) 0.18029(15) 0.0690(5) Uani 1 1 d . . . O20 O 0.35966(18) 0.36117(13) 0.25220(13) 0.0566(4) Uani 1 1 d . . . C21 C 0.3943(3) 0.3103(2) 0.1441(2) 0.0608(6) Uani 1 1 d . . . H21A H 0.2924 0.2495 0.0797 0.091 Uiso 1 1 calc R . . H21B H 0.4801 0.2716 0.1626 0.091 Uiso 1 1 calc R . . H21C H 0.4323 0.3778 0.1217 0.091 Uiso 1 1 calc R . . C22 C -0.1929(2) 1.09808(16) 0.79939(15) 0.0358(4) Uani 1 1 d . . . C23 C -0.0485(2) 1.15056(18) 0.91931(16) 0.0444(4) Uani 1 1 d . . . H23A H 0.0351 1.2213 0.9246 0.053 Uiso 1 1 calc R . . H23B H 0.0044 1.0874 0.9288 0.053 Uiso 1 1 calc R . . C24 C -0.1055(2) 1.1957(2) 1.02623(17) 0.0504(5) Uani 1 1 d . . . H24 H -0.0053 1.2288 1.1018 0.060 Uiso 1 1 calc R . . C25 C -0.2314(2) 1.0877(2) 1.02389(17) 0.0486(5) Uani 1 1 d . . . H25A H -0.1808 1.0240 1.0359 0.058 Uiso 1 1 calc R . . H25B H -0.2684 1.1160 1.0860 0.058 Uiso 1 1 calc R . . C26 C -0.3752(2) 1.03690(17) 0.90689(16) 0.0418(4) Uani 1 1 d . . . H26 H -0.4592 0.9659 0.9026 0.050 Uiso 1 1 calc R . . C27 C -0.4539(2) 1.13846(18) 0.89549(17) 0.0444(4) Uani 1 1 d . . . H27 H -0.4894 1.1662 0.9595 0.053 Uiso 1 1 calc R . . C28 C -0.6001(2) 1.0873(2) 0.77937(19) 0.0536(5) Uani 1 1 d . . . H28A H -0.6525 1.1509 0.7707 0.064 Uiso 1 1 calc R . . H28B H -0.6830 1.0170 0.7754 0.064 Uiso 1 1 calc R . . C29 C -0.5446(2) 1.0414(2) 0.67137(18) 0.0507(5) Uani 1 1 d . . . H29 H -0.6454 1.0083 0.5961 0.061 Uiso 1 1 calc R . . C30 C -0.4191(2) 1.15021(19) 0.67328(17) 0.0475(5) Uani 1 1 d . . . H30A H -0.3842 1.1222 0.6099 0.057 Uiso 1 1 calc R . . H30B H -0.4697 1.2143 0.6628 0.057 Uiso 1 1 calc R . . C31 C -0.2729(2) 1.20021(16) 0.78905(16) 0.0408(4) Uani 1 1 d . . . H31 H -0.1898 1.2715 0.7929 0.049 Uiso 1 1 calc R . . C32 C -0.3256(2) 1.24712(17) 0.89923(17) 0.0467(5) Uani 1 1 d . . . H32 H -0.3773 1.3121 0.8907 0.056 Uiso 1 1 calc R . . C33 C -0.1810(3) 1.29848(19) 1.01612(18) 0.0540(5) Uani 1 1 d . . . H33A H -0.2182 1.3245 1.0785 0.065 Uiso 1 1 calc R . . H33B H -0.0977 1.3705 1.0230 0.065 Uiso 1 1 calc R . . C34 C -0.4682(2) 0.93881(18) 0.68080(17) 0.0477(5) Uani 1 1 d . . . H34A H -0.5508 0.8667 0.6743 0.057 Uiso 1 1 calc R . . H34B H -0.4323 0.9129 0.6177 0.057 Uiso 1 1 calc R . . C35 C -0.3220(2) 0.98946(16) 0.79694(16) 0.0387(4) Uani 1 1 d . . . H35 H -0.2712 0.9240 0.8052 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0569(8) 0.0518(8) 0.0580(8) 0.0318(7) 0.0335(7) 0.0274(6) C2 0.0350(9) 0.0399(9) 0.0386(9) 0.0167(8) 0.0143(7) 0.0159(7) N3 0.0538(9) 0.0440(9) 0.0511(9) 0.0249(7) 0.0307(8) 0.0260(7) C4 0.0454(10) 0.0458(10) 0.0450(10) 0.0209(8) 0.0228(8) 0.0235(8) C5 0.0354(9) 0.0370(9) 0.0394(10) 0.0133(8) 0.0128(7) 0.0117(7) O6 0.0586(8) 0.0491(8) 0.0462(8) 0.0228(6) 0.0238(6) 0.0255(6) N7 0.0448(8) 0.0407(8) 0.0461(9) 0.0213(7) 0.0215(7) 0.0221(7) C8 0.0339(9) 0.0343(9) 0.0477(10) 0.0149(8) 0.0145(8) 0.0127(7) C9 0.0369(9) 0.0388(9) 0.0449(10) 0.0154(8) 0.0139(8) 0.0144(7) C10 0.0336(9) 0.0393(9) 0.0497(11) 0.0163(8) 0.0101(8) 0.0136(7) C11 0.0363(9) 0.0385(10) 0.0577(12) 0.0153(9) 0.0158(8) 0.0163(8) C12 0.0363(9) 0.0404(10) 0.0522(11) 0.0144(8) 0.0171(8) 0.0139(8) C13 0.0397(9) 0.0412(10) 0.0511(11) 0.0192(8) 0.0187(8) 0.0147(8) C14 0.0410(10) 0.0430(10) 0.0559(12) 0.0194(9) 0.0111(9) 0.0170(8) O15 0.0768(10) 0.0628(9) 0.0807(11) 0.0379(8) 0.0312(9) 0.0463(8) O16 0.0723(10) 0.0493(8) 0.0565(9) 0.0272(7) 0.0241(8) 0.0292(7) C17 0.0959(18) 0.0594(14) 0.0679(15) 0.0377(12) 0.0311(14) 0.0339(13) C18 0.0452(11) 0.0400(10) 0.0568(12) 0.0135(9) 0.0211(9) 0.0147(8) O19 0.0934(12) 0.0653(10) 0.0661(10) 0.0295(8) 0.0418(9) 0.0411(9) O20 0.0586(9) 0.0545(8) 0.0599(9) 0.0151(7) 0.0275(7) 0.0302(7) C21 0.0610(13) 0.0546(12) 0.0645(14) 0.0092(11) 0.0331(11) 0.0222(10) C22 0.0372(9) 0.0385(9) 0.0372(9) 0.0172(7) 0.0169(7) 0.0174(7) C23 0.0378(9) 0.0523(11) 0.0404(10) 0.0178(8) 0.0129(8) 0.0153(8) C24 0.0439(10) 0.0606(12) 0.0375(10) 0.0149(9) 0.0120(8) 0.0131(9) C25 0.0512(11) 0.0631(12) 0.0423(10) 0.0262(9) 0.0232(9) 0.0252(9) C26 0.0418(10) 0.0462(10) 0.0445(10) 0.0218(8) 0.0209(8) 0.0169(8) C27 0.0454(10) 0.0534(11) 0.0458(11) 0.0204(9) 0.0254(9) 0.0260(9) C28 0.0413(10) 0.0686(13) 0.0611(13) 0.0303(11) 0.0235(10) 0.0270(10) C29 0.0375(10) 0.0677(13) 0.0455(11) 0.0232(10) 0.0130(8) 0.0202(9) C30 0.0465(10) 0.0609(12) 0.0482(11) 0.0294(10) 0.0204(9) 0.0311(9) C31 0.0450(10) 0.0406(10) 0.0461(10) 0.0213(8) 0.0220(8) 0.0210(8) C32 0.0554(11) 0.0431(10) 0.0516(11) 0.0182(9) 0.0286(10) 0.0253(9) C33 0.0613(13) 0.0480(11) 0.0473(11) 0.0096(9) 0.0259(10) 0.0139(9) C34 0.0432(10) 0.0470(11) 0.0453(11) 0.0120(9) 0.0168(9) 0.0105(8) C35 0.0390(9) 0.0386(9) 0.0428(10) 0.0179(8) 0.0177(8) 0.0171(7) _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 1.261(2) . ? C2 N3 1.353(2) . ? C2 C22 1.637(2) . ? N3 C4 1.541(2) . ? N3 H3 0.86(2) . ? C4 C5 1.513(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 O6 1.266(2) . ? C5 N7 1.441(2) . ? N7 C8 1.429(2) . ? N7 H7 0.90(2) . ? C8 C9 1.412(3) . ? C8 C13 1.490(3) . ? C9 C10 1.413(2) . ? C9 H9 0.9400 . ? C10 C11 1.487(3) . ? C10 C14 1.510(3) . ? C11 C12 1.405(3) . ? C11 H11 0.9400 . ? C12 C13 1.408(3) . ? C12 C18 1.591(3) . ? C13 H13 0.9400 . ? C14 O15 1.220(2) . ? C14 O16 1.424(2) . ? O16 C17 1.474(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 O19 1.218(3) . ? C18 O20 1.352(2) . ? O20 C21 1.536(2) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 C23 1.511(2) . ? C22 C35 1.542(2) . ? C22 C31 1.543(2) . ? C23 C24 1.639(3) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C24 C25 1.521(3) . ? C24 C33 1.526(3) . ? C24 H24 0.9900 . ? C25 C26 1.485(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C26 C27 1.533(2) . ? C26 C35 1.655(2) . ? C26 H26 0.9900 . ? C27 C28 1.488(3) . ? C27 C32 1.530(3) . ? C27 H27 0.9900 . ? C28 C29 1.643(3) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C29 C34 1.528(3) . ? C29 C30 1.529(3) . ? C29 H29 0.9900 . ? C30 C31 1.486(3) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C31 C32 1.654(2) . ? C31 H31 0.9900 . ? C32 C33 1.487(3) . ? C32 H32 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C34 C35 1.488(3) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C35 H35 0.9900 . ? 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 O1 C2 N3 117.43(15) . . ? O1 C2 C22 124.20(14) . . ? N3 C2 C22 118.28(15) . . ? C2 N3 C4 123.11(15) . . ? C2 N3 H3 118.7(14) . . ? C4 N3 H3 118.1(14) . . ? C5 C4 N3 109.44(14) . . ? C5 C4 H4A 109.8 . . ? N3 C4 H4A 109.8 . . ? C5 C4 H4B 109.8 . . ? N3 C4 H4B 109.8 . . ? H4A C4 H4B 108.2 . . ? O6 C5 N7 128.47(15) . . ? O6 C5 C4 118.66(15) . . ? N7 C5 C4 112.86(15) . . ? C8 N7 C5 129.11(15) . . ? C8 N7 H7 111.8(13) . . ? C5 N7 H7 119.1(13) . . ? C9 C8 N7 120.02(16) . . ? C9 C8 C13 121.54(15) . . ? N7 C8 C13 118.44(15) . . ? C8 C9 C10 115.43(17) . . ? C8 C9 H9 122.3 . . ? C10 C9 H9 122.3 . . ? C9 C10 C11 122.89(17) . . ? C9 C10 C14 117.82(17) . . ? C11 C10 C14 119.26(16) . . ? C12 C11 C10 121.47(16) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C13 116.00(18) . . ? C11 C12 C18 124.09(16) . . ? C13 C12 C18 119.89(17) . . ? C12 C13 C8 122.67(17) . . ? C12 C13 H13 118.7 . . ? C8 C13 H13 118.7 . . ? O15 C14 O16 124.61(19) . . ? O15 C14 C10 120.24(19) . . ? O16 C14 C10 115.14(15) . . ? C14 O16 C17 117.75(15) . . ? O16 C17 H17A 109.5 . . ? O16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O19 C18 O20 119.34(19) . . ? O19 C18 C12 126.64(17) . . ? O20 C18 C12 114.02(17) . . ? C18 O20 C21 118.11(17) . . ? O20 C21 H21A 109.5 . . ? O20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 C35 106.77(14) . . ? C23 C22 C31 107.03(14) . . ? C35 C22 C31 108.07(14) . . ? C23 C22 C2 109.06(13) . . ? C35 C22 C2 114.45(13) . . ? C31 C22 C2 111.12(13) . . ? C22 C23 C24 113.05(14) . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23B 109.0 . . ? C24 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C25 C24 C33 110.07(17) . . ? C25 C24 C23 110.83(16) . . ? C33 C24 C23 109.76(16) . . ? C25 C24 H24 108.7 . . ? C33 C24 H24 108.7 . . ? C23 C24 H24 108.7 . . ? C26 C25 C24 106.84(15) . . ? C26 C25 H25A 110.4 . . ? C24 C25 H25A 110.4 . . ? C26 C25 H25B 110.4 . . ? C24 C25 H25B 110.4 . . ? H25A C25 H25B 108.6 . . ? C25 C26 C27 107.97(15) . . ? C25 C26 C35 113.28(14) . . ? C27 C26 C35 109.52(14) . . ? C25 C26 H26 108.7 . . ? C27 C26 H26 108.7 . . ? C35 C26 H26 108.7 . . ? C28 C27 C32 108.36(16) . . ? C28 C27 C26 108.19(16) . . ? C32 C27 C26 108.77(14) . . ? C28 C27 H27 110.5 . . ? C32 C27 H27 110.5 . . ? C26 C27 H27 110.5 . . ? C27 C28 C29 111.56(15) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? C34 C29 C30 109.95(15) . . ? C34 C29 C28 110.13(16) . . ? C30 C29 C28 110.46(16) . . ? C34 C29 H29 108.8 . . ? C30 C29 H29 108.8 . . ? C28 C29 H29 108.8 . . ? C31 C30 C29 107.08(15) . . ? C31 C30 H30A 110.3 . . ? C29 C30 H30A 110.3 . . ? C31 C30 H30B 110.3 . . ? C29 C30 H30B 110.3 . . ? H30A C30 H30B 108.6 . . ? C30 C31 C22 108.47(15) . . ? C30 C31 C32 112.21(15) . . ? C22 C31 C32 109.89(14) . . ? C30 C31 H31 108.7 . . ? C22 C31 H31 108.7 . . ? C32 C31 H31 108.7 . . ? C33 C32 C27 107.91(16) . . ? C33 C32 C31 113.21(15) . . ? C27 C32 C31 109.78(14) . . ? C33 C32 H32 108.6 . . ? C27 C32 H32 108.6 . . ? C31 C32 H32 108.6 . . ? C32 C33 C24 107.04(16) . . ? C32 C33 H33A 110.3 . . ? C24 C33 H33A 110.3 . . ? C32 C33 H33B 110.3 . . ? C24 C33 H33B 110.3 . . ? H33A C33 H33B 108.6 . . ? C35 C34 C29 107.52(15) . . ? C35 C34 H34A 110.2 . . ? C29 C34 H34A 110.2 . . ? C35 C34 H34B 110.2 . . ? C29 C34 H34B 110.2 . . ? H34A C34 H34B 108.5 . . ? C34 C35 C22 107.77(15) . . ? C34 C35 C26 112.22(14) . . ? C22 C35 C26 110.27(13) . . ? C34 C35 H35 108.8 . . ? C22 C35 H35 108.8 . . ? C26 C35 H35 108.8 . . ? 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 O1 C2 N3 C4 -0.9(3) . . . . ? C22 C2 N3 C4 -177.65(14) . . . . ? C2 N3 C4 C5 164.07(16) . . . . ? N3 C4 C5 O6 -4.6(2) . . . . ? N3 C4 C5 N7 175.65(14) . . . . ? O6 C5 N7 C8 2.0(3) . . . . ? C4 C5 N7 C8 -178.32(16) . . . . ? C5 N7 C8 C9 -6.5(3) . . . . ? C5 N7 C8 C13 173.06(16) . . . . ? N7 C8 C9 C10 179.59(15) . . . . ? C13 C8 C9 C10 0.0(2) . . . . ? C8 C9 C10 C11 0.9(3) . . . . ? C8 C9 C10 C14 -177.10(16) . . . . ? C9 C10 C11 C12 -1.4(3) . . . . ? C14 C10 C11 C12 176.55(17) . . . . ? C10 C11 C12 C13 0.9(3) . . . . ? C10 C11 C12 C18 -177.29(16) . . . . ? C11 C12 C13 C8 0.0(3) . . . . ? C18 C12 C13 C8 178.26(15) . . . . ? C9 C8 C13 C12 -0.5(3) . . . . ? N7 C8 C13 C12 179.94(16) . . . . ? C9 C10 C14 O15 178.80(18) . . . . ? C11 C10 C14 O15 0.7(3) . . . . ? C9 C10 C14 O16 0.1(2) . . . . ? C11 C10 C14 O16 -177.99(15) . . . . ? O15 C14 O16 C17 -0.6(3) . . . . ? C10 C14 O16 C17 178.06(18) . . . . ? C11 C12 C18 O19 174.1(2) . . . . ? C13 C12 C18 O19 -4.0(3) . . . . ? C11 C12 C18 O20 -5.0(3) . . . . ? C13 C12 C18 O20 176.86(16) . . . . ? O19 C18 O20 C21 1.3(3) . . . . ? C12 C18 O20 C21 -179.54(15) . . . . ? O1 C2 C22 C23 -95.53(19) . . . . ? N3 C2 C22 C23 81.02(19) . . . . ? O1 C2 C22 C35 144.97(17) . . . . ? N3 C2 C22 C35 -38.5(2) . . . . ? O1 C2 C22 C31 22.2(2) . . . . ? N3 C2 C22 C31 -161.22(15) . . . . ? C35 C22 C23 C24 -57.39(19) . . . . ? C31 C22 C23 C24 58.16(19) . . . . ? C2 C22 C23 C24 178.46(14) . . . . ? C22 C23 C24 C25 60.5(2) . . . . ? C22 C23 C24 C33 -61.3(2) . . . . ? C33 C24 C25 C26 63.97(19) . . . . ? C23 C24 C25 C26 -57.63(19) . . . . ? C24 C25 C26 C27 -62.61(19) . . . . ? C24 C25 C26 C35 58.85(19) . . . . ? C25 C26 C27 C28 -178.91(15) . . . . ? C35 C26 C27 C28 57.33(19) . . . . ? C25 C26 C27 C32 63.59(19) . . . . ? C35 C26 C27 C32 -60.18(19) . . . . ? C32 C27 C28 C29 58.4(2) . . . . ? C26 C27 C28 C29 -59.3(2) . . . . ? C27 C28 C29 C34 61.0(2) . . . . ? C27 C28 C29 C30 -60.7(2) . . . . ? C34 C29 C30 C31 -63.1(2) . . . . ? C28 C29 C30 C31 58.62(19) . . . . ? C29 C30 C31 C22 62.38(19) . . . . ? C29 C30 C31 C32 -59.21(19) . . . . ? C23 C22 C31 C30 -178.20(15) . . . . ? C35 C22 C31 C30 -63.53(18) . . . . ? C2 C22 C31 C30 62.82(18) . . . . ? C23 C22 C31 C32 -55.20(18) . . . . ? C35 C22 C31 C32 59.47(18) . . . . ? C2 C22 C31 C32 -174.18(13) . . . . ? C28 C27 C32 C33 179.35(15) . . . . ? C26 C27 C32 C33 -63.25(19) . . . . ? C28 C27 C32 C31 -56.85(18) . . . . ? C26 C27 C32 C31 60.55(19) . . . . ? C30 C31 C32 C33 -179.56(16) . . . . ? C22 C31 C32 C33 59.7(2) . . . . ? C30 C31 C32 C27 59.79(19) . . . . ? C22 C31 C32 C27 -60.98(19) . . . . ? C27 C32 C33 C24 62.10(19) . . . . ? C31 C32 C33 C24 -59.6(2) . . . . ? C25 C24 C33 C32 -63.8(2) . . . . ? C23 C24 C33 C32 58.4(2) . . . . ? C30 C29 C34 C35 63.6(2) . . . . ? C28 C29 C34 C35 -58.3(2) . . . . ? C29 C34 C35 C22 -62.72(18) . . . . ? C29 C34 C35 C26 58.87(19) . . . . ? C23 C22 C35 C34 178.15(14) . . . . ? C31 C22 C35 C34 63.31(17) . . . . ? C2 C22 C35 C34 -61.07(17) . . . . ? C23 C22 C35 C26 55.35(17) . . . . ? C31 C22 C35 C26 -59.50(17) . . . . ? C2 C22 C35 C26 176.13(13) . . . . ? C25 C26 C35 C34 179.88(16) . . . . ? C27 C26 C35 C34 -59.54(19) . . . . ? C25 C26 C35 C22 -59.96(19) . . . . ? C27 C26 C35 C22 60.62(18) . . . . ? _diffrn_measured_fraction_theta_max 0.860 _diffrn_reflns_theta_full 70.95 _diffrn_measured_fraction_theta_full 0.860 _refine_diff_density_max 0.215 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.043 # Attachment '- rav5862.cif' data_rav5862 _database_code_depnum_ccdc_archive 'CCDC 854339' #TrackingRef '- rav5862.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H36 N2 O6' _chemical_formula_weight 532.62 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 8.8685(2) _cell_length_b 11.1349(2) _cell_length_c 14.0791(3) _cell_angle_alpha 94.026(1) _cell_angle_beta 96.563(1) _cell_angle_gamma 109.563(1) _cell_volume 1292.70(5) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3126 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9541 _exptl_absorpt_correction_T_max 0.9906 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source "rotating anode Nonius FR591'" _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11599 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.10 _diffrn_reflns_theta_max 27.90 _reflns_number_total 5972 _reflns_number_gt 4959 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0505P)^2^+0.9726P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5972 _refine_ls_number_parameters 360 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1574 _refine_ls_wR_factor_gt 0.1447 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5854(3) 1.1774(3) 0.56407(19) 0.0581(6) Uani 1 1 d . . . H1A H 0.5775 1.2234 0.6233 0.087 Uiso 1 1 calc R . . H1B H 0.4800 1.1152 0.5378 0.087 Uiso 1 1 calc R . . H1C H 0.6221 1.2377 0.5179 0.087 Uiso 1 1 calc R . . O2 O 0.69950(19) 1.11176(15) 0.58358(13) 0.0540(4) Uani 1 1 d . . . C3 C 0.8431(3) 1.1818(2) 0.63289(15) 0.0417(4) Uani 1 1 d . . . O3 O 0.8781(2) 1.29287(16) 0.66232(15) 0.0672(5) Uani 1 1 d . . . C4 C 0.9550(2) 1.10789(18) 0.64745(14) 0.0362(4) Uani 1 1 d . . . C5 C 0.9128(2) 0.98262(17) 0.60390(13) 0.0343(4) Uani 1 1 d . . . H5 H 0.8118 0.9424 0.5654 0.041 Uiso 1 1 calc R . . C6 C 1.0218(2) 0.91706(16) 0.61774(12) 0.0315(4) Uani 1 1 d . . . C1A C 1.6206(3) 1.1671(2) 0.84959(18) 0.0511(5) Uani 1 1 d . . . H1A1 H 1.6865 1.2314 0.8141 0.077 Uiso 1 1 calc R . . H1A2 H 1.6735 1.1056 0.8636 0.077 Uiso 1 1 calc R . . H1A3 H 1.6069 1.2084 0.9094 0.077 Uiso 1 1 calc R . . O2A O 1.46393(17) 1.10153(13) 0.79249(11) 0.0435(3) Uani 1 1 d . . . C3A C 1.3738(2) 1.17492(17) 0.77471(13) 0.0355(4) Uani 1 1 d . . . O3A O 1.41786(19) 1.28705(13) 0.80399(12) 0.0501(4) Uani 1 1 d . . . C4A C 1.1721(2) 0.97810(17) 0.67418(13) 0.0333(4) Uani 1 1 d . . . H4A H 1.2458 0.9344 0.6836 0.040 Uiso 1 1 calc R . . C5A C 1.2131(2) 1.10381(17) 0.71650(13) 0.0338(4) Uani 1 1 d . . . C6A C 1.1045(2) 1.16890(18) 0.70310(14) 0.0368(4) Uani 1 1 d . . . H6A H 1.1324 1.2538 0.7316 0.044 Uiso 1 1 calc R . . N7 N 0.98813(19) 0.78971(14) 0.57705(11) 0.0341(3) Uani 1 1 d . . . H7 H 1.059(3) 0.756(2) 0.5931(16) 0.041 Uiso 1 1 d . . . C8 C 0.8499(2) 0.71141(18) 0.52154(13) 0.0348(4) Uani 1 1 d . . . O9 O 0.73190(17) 0.74092(14) 0.49628(11) 0.0446(3) Uani 1 1 d . . . C10 C 0.8537(2) 0.57888(18) 0.49200(14) 0.0391(4) Uani 1 1 d . . . H10A H 0.9540 0.5861 0.4662 0.047 Uiso 1 1 calc R . . H10B H 0.8491 0.5307 0.5479 0.047 Uiso 1 1 calc R . . N11 N 0.7155(2) 0.51320(16) 0.41926(13) 0.0413(4) Uani 1 1 d . . . H11 H 0.652(3) 0.553(2) 0.4086(17) 0.050 Uiso 1 1 d . . . C12 C 0.6995(2) 0.40496(17) 0.36629(13) 0.0346(4) Uani 1 1 d . . . O13 O 0.79674(18) 0.34847(14) 0.38269(11) 0.0477(4) Uani 1 1 d . . . C13 C 0.5592(2) 0.35475(16) 0.28390(13) 0.0305(4) Uani 1 1 d . . . C14 C 0.4354(2) 0.42377(16) 0.28410(12) 0.0303(4) Uani 1 1 d . . . H14A H 0.3887 0.4139 0.3441 0.036 Uiso 1 1 calc R . . H14B H 0.4902 0.5156 0.2813 0.036 Uiso 1 1 calc R . . C15 C 0.4714(2) 0.21085(16) 0.28820(13) 0.0329(4) Uani 1 1 d . . . H15A H 0.5488 0.1654 0.2877 0.039 Uiso 1 1 calc R . . H15B H 0.4243 0.1986 0.3480 0.039 Uiso 1 1 calc R . . C16 C 0.6312(2) 0.37227(18) 0.18905(13) 0.0341(4) Uani 1 1 d . . . H16A H 0.6865 0.4638 0.1852 0.041 Uiso 1 1 calc R . . H16B H 0.7108 0.3290 0.1874 0.041 Uiso 1 1 calc R . . C17 C 0.4964(2) 0.31591(17) 0.10317(13) 0.0327(4) Uani 1 1 d . . . H17 H 0.5445 0.3275 0.0429 0.039 Uiso 1 1 calc R . . C18 C 0.3731(2) 0.38495(17) 0.10343(13) 0.0316(4) Uani 1 1 d . . . H18 H 0.4289 0.4773 0.0994 0.038 Uiso 1 1 calc R . . C19 C 0.3001(2) 0.36941(16) 0.19841(12) 0.0286(3) Uani 1 1 d . . . C20 C 0.4093(2) 0.17178(17) 0.10718(13) 0.0340(4) Uani 1 1 d . . . H20 H 0.4878 0.1263 0.1056 0.041 Uiso 1 1 calc R . . C21 C 0.3378(2) 0.15585(16) 0.20189(13) 0.0311(4) Uani 1 1 d . . . H21 H 0.2821 0.0634 0.2057 0.037 Uiso 1 1 calc R . . C22 C 0.1764(2) 0.43787(18) 0.20002(14) 0.0356(4) Uani 1 1 d . . . H22A H 0.1301 0.4271 0.2601 0.043 Uiso 1 1 calc R . . H22B H 0.2305 0.5299 0.1975 0.043 Uiso 1 1 calc R . . C23 C 0.2145(2) 0.22478(16) 0.20227(12) 0.0294(3) Uani 1 1 d . . . H23 H 0.1671 0.2131 0.2628 0.035 Uiso 1 1 calc R . . C24 C 0.0413(2) 0.38321(19) 0.11441(15) 0.0410(4) Uani 1 1 d . . . H24 H -0.0372 0.4287 0.1160 0.049 Uiso 1 1 calc R . . C25 C 0.1141(3) 0.3999(2) 0.02060(15) 0.0429(5) Uani 1 1 d . . . H25A H 0.0279 0.3652 -0.0345 0.051 Uiso 1 1 calc R . . H25B H 0.1685 0.4913 0.0162 0.051 Uiso 1 1 calc R . . C26 C 0.2356(2) 0.32994(18) 0.01774(13) 0.0372(4) Uani 1 1 d . . . H26 H 0.2819 0.3416 -0.0431 0.045 Uiso 1 1 calc R . . C27 C 0.2734(2) 0.11585(19) 0.02168(14) 0.0401(4) Uani 1 1 d . . . H27A H 0.3192 0.1250 -0.0387 0.048 Uiso 1 1 calc R . . H27B H 0.2183 0.0242 0.0252 0.048 Uiso 1 1 calc R . . C28 C 0.1520(2) 0.18606(19) 0.02321(14) 0.0386(4) Uani 1 1 d . . . H28 H 0.0652 0.1496 -0.0325 0.046 Uiso 1 1 calc R . . C29 C 0.0772(2) 0.16960(17) 0.11668(14) 0.0350(4) Uani 1 1 d . . . H29 H 0.0214 0.0772 0.1205 0.042 Uiso 1 1 calc R . . C30 C -0.0444(2) 0.24000(19) 0.11997(16) 0.0418(4) Uani 1 1 d . . . H30A H -0.1322 0.2043 0.0658 0.050 Uiso 1 1 calc R . . H30B H -0.0913 0.2283 0.1798 0.050 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 C1 0.0537(13) 0.0697(16) 0.0663(15) 0.0197(12) 0.0089(11) 0.0389(12) O2 0.0456(9) 0.0487(9) 0.0724(11) 0.0097(8) 0.0008(8) 0.0245(7) C3 0.0450(11) 0.0403(10) 0.0473(11) 0.0102(8) 0.0114(9) 0.0221(9) O3 0.0681(11) 0.0477(9) 0.0916(14) -0.0066(9) -0.0008(10) 0.0347(9) C4 0.0393(10) 0.0349(9) 0.0382(9) 0.0093(7) 0.0097(8) 0.0157(8) C5 0.0354(9) 0.0332(9) 0.0358(9) 0.0080(7) 0.0061(7) 0.0128(7) C6 0.0355(9) 0.0291(8) 0.0313(8) 0.0064(6) 0.0064(7) 0.0120(7) C1A 0.0427(11) 0.0421(11) 0.0618(14) -0.0049(10) -0.0089(10) 0.0133(9) O2A 0.0426(8) 0.0329(7) 0.0508(8) -0.0016(6) -0.0059(6) 0.0129(6) C3A 0.0387(10) 0.0295(8) 0.0366(9) 0.0049(7) 0.0053(7) 0.0096(7) O3A 0.0518(9) 0.0294(7) 0.0630(10) -0.0017(6) -0.0038(7) 0.0114(6) C4A 0.0366(9) 0.0314(8) 0.0337(9) 0.0073(7) 0.0043(7) 0.0135(7) C5A 0.0382(9) 0.0302(8) 0.0322(9) 0.0063(7) 0.0058(7) 0.0100(7) C6A 0.0431(10) 0.0294(8) 0.0393(10) 0.0051(7) 0.0087(8) 0.0134(8) N7 0.0335(8) 0.0312(8) 0.0381(8) 0.0022(6) -0.0008(6) 0.0141(6) C8 0.0371(9) 0.0349(9) 0.0324(9) 0.0034(7) 0.0031(7) 0.0132(8) O9 0.0381(7) 0.0434(8) 0.0518(8) -0.0037(6) -0.0049(6) 0.0190(6) C10 0.0370(10) 0.0353(9) 0.0416(10) -0.0033(8) -0.0059(8) 0.0133(8) N11 0.0363(9) 0.0374(9) 0.0474(10) -0.0065(7) -0.0074(7) 0.0159(7) C12 0.0303(9) 0.0325(9) 0.0385(9) 0.0030(7) -0.0013(7) 0.0099(7) O13 0.0421(8) 0.0419(8) 0.0582(9) -0.0045(6) -0.0131(7) 0.0221(6) C13 0.0294(8) 0.0290(8) 0.0333(8) 0.0012(6) -0.0004(7) 0.0125(7) C14 0.0322(9) 0.0271(8) 0.0322(8) 0.0024(6) 0.0013(7) 0.0122(7) C15 0.0335(9) 0.0298(8) 0.0369(9) 0.0064(7) 0.0006(7) 0.0138(7) C16 0.0275(8) 0.0340(9) 0.0411(10) 0.0042(7) 0.0064(7) 0.0105(7) C17 0.0311(9) 0.0360(9) 0.0327(9) 0.0046(7) 0.0084(7) 0.0124(7) C18 0.0329(9) 0.0298(8) 0.0335(9) 0.0083(7) 0.0054(7) 0.0114(7) C19 0.0278(8) 0.0272(8) 0.0329(8) 0.0057(6) 0.0035(6) 0.0119(6) C20 0.0339(9) 0.0322(9) 0.0371(9) -0.0009(7) 0.0027(7) 0.0149(7) C21 0.0309(8) 0.0239(8) 0.0385(9) 0.0053(6) 0.0013(7) 0.0104(7) C22 0.0356(9) 0.0342(9) 0.0423(10) 0.0064(7) 0.0050(8) 0.0186(8) C23 0.0277(8) 0.0286(8) 0.0325(8) 0.0070(6) 0.0038(6) 0.0102(6) C24 0.0371(10) 0.0416(10) 0.0499(11) 0.0097(8) 0.0011(8) 0.0217(8) C25 0.0424(11) 0.0422(10) 0.0448(11) 0.0134(8) -0.0045(8) 0.0176(9) C26 0.0406(10) 0.0403(10) 0.0315(9) 0.0095(7) 0.0021(7) 0.0150(8) C27 0.0428(11) 0.0387(10) 0.0368(10) -0.0025(8) 0.0004(8) 0.0148(8) C28 0.0375(10) 0.0390(10) 0.0363(9) 0.0011(8) -0.0053(8) 0.0135(8) C29 0.0290(9) 0.0307(9) 0.0427(10) 0.0061(7) 0.0000(7) 0.0082(7) C30 0.0308(9) 0.0441(11) 0.0508(11) 0.0094(9) 0.0001(8) 0.0145(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.447(2) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? O2 C3 1.330(3) . ? C3 O3 1.200(3) . ? C3 C4 1.493(3) . ? C4 C6A 1.385(3) . ? C4 C5 1.393(3) . ? C5 C6 1.398(2) . ? C5 H5 0.9400 . ? C6 C4A 1.395(3) . ? C6 N7 1.411(2) . ? C1A O2A 1.447(2) . ? C1A H1A1 0.9700 . ? C1A H1A2 0.9700 . ? C1A H1A3 0.9700 . ? O2A C3A 1.338(2) . ? C3A O3A 1.202(2) . ? C3A C5A 1.488(3) . ? C4A C5A 1.392(2) . ? C4A H4A 0.9400 . ? C5A C6A 1.391(3) . ? C6A H6A 0.9400 . ? N7 C8 1.358(2) . ? N7 H7 0.86(2) . ? C8 O9 1.221(2) . ? C8 C10 1.517(3) . ? C10 N11 1.447(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? N11 C12 1.328(2) . ? N11 H11 0.84(3) . ? C12 O13 1.237(2) . ? C12 C13 1.523(2) . ? C13 C14 1.536(2) . ? C13 C15 1.538(2) . ? C13 C16 1.542(3) . ? C14 C19 1.531(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C15 C21 1.528(2) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C16 C17 1.531(2) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C17 C18 1.533(2) . ? C17 C20 1.539(3) . ? C17 H17 0.9900 . ? C18 C26 1.542(2) . ? C18 C19 1.547(2) . ? C18 H18 0.9900 . ? C19 C22 1.532(2) . ? C19 C23 1.541(2) . ? C20 C27 1.533(2) . ? C20 C21 1.537(3) . ? C20 H20 0.9900 . ? C21 C23 1.532(2) . ? C21 H21 0.9900 . ? C22 C24 1.529(3) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C23 C29 1.540(2) . ? C23 H23 0.9900 . ? C24 C30 1.532(3) . ? C24 C25 1.532(3) . ? C24 H24 0.9900 . ? C25 C26 1.528(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C26 C28 1.535(3) . ? C26 H26 0.9900 . ? C27 C28 1.529(3) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C28 C29 1.535(3) . ? C28 H28 0.9900 . ? C29 C30 1.534(3) . ? C29 H29 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? 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 O2 C1 H1A 109.5 . . ? O2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 O2 C1 116.43(18) . . ? O3 C3 O2 123.12(19) . . ? O3 C3 C4 123.9(2) . . ? O2 C3 C4 113.02(17) . . ? C6A C4 C5 120.78(17) . . ? C6A C4 C3 118.07(17) . . ? C5 C4 C3 121.12(18) . . ? C4 C5 C6 119.59(17) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C4A C6 C5 119.72(16) . . ? C4A C6 N7 117.04(16) . . ? C5 C6 N7 123.24(16) . . ? O2A C1A H1A1 109.5 . . ? O2A C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? O2A C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? C3A O2A C1A 115.06(15) . . ? O3A C3A O2A 123.12(18) . . ? O3A C3A C5A 123.42(18) . . ? O2A C3A C5A 113.45(15) . . ? C5A C4A C6 120.01(17) . . ? C5A C4A H4A 120.0 . . ? C6 C4A H4A 120.0 . . ? C6A C5A C4A 120.29(18) . . ? C6A C5A C3A 117.44(16) . . ? C4A C5A C3A 122.24(17) . . ? C4 C6A C5A 119.60(17) . . ? C4 C6A H6A 120.2 . . ? C5A C6A H6A 120.2 . . ? C8 N7 C6 127.28(16) . . ? C8 N7 H7 116.1(15) . . ? C6 N7 H7 116.3(15) . . ? O9 C8 N7 125.24(17) . . ? O9 C8 C10 121.52(17) . . ? N7 C8 C10 113.23(16) . . ? N11 C10 C8 108.17(15) . . ? N11 C10 H10A 110.1 . . ? C8 C10 H10A 110.1 . . ? N11 C10 H10B 110.1 . . ? C8 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? C12 N11 C10 122.87(16) . . ? C12 N11 H11 122.3(17) . . ? C10 N11 H11 114.4(17) . . ? O13 C12 N11 120.99(17) . . ? O13 C12 C13 121.51(16) . . ? N11 C12 C13 117.49(16) . . ? C12 C13 C14 114.37(14) . . ? C12 C13 C15 108.89(14) . . ? C14 C13 C15 108.76(14) . . ? C12 C13 C16 107.45(14) . . ? C14 C13 C16 108.27(14) . . ? C15 C13 C16 108.98(14) . . ? C19 C14 C13 111.19(14) . . ? C19 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? C19 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C21 C15 C13 109.92(14) . . ? C21 C15 H15A 109.7 . . ? C13 C15 H15A 109.7 . . ? C21 C15 H15B 109.7 . . ? C13 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? C17 C16 C13 109.94(14) . . ? C17 C16 H16A 109.7 . . ? C13 C16 H16A 109.7 . . ? C17 C16 H16B 109.7 . . ? C13 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? C16 C17 C18 110.25(14) . . ? C16 C17 C20 110.50(15) . . ? C18 C17 C20 109.11(14) . . ? C16 C17 H17 109.0 . . ? C18 C17 H17 109.0 . . ? C20 C17 H17 109.0 . . ? C17 C18 C26 111.41(15) . . ? C17 C18 C19 109.18(14) . . ? C26 C18 C19 109.10(14) . . ? C17 C18 H18 109.0 . . ? C26 C18 H18 109.0 . . ? C19 C18 H18 109.0 . . ? C14 C19 C22 110.72(14) . . ? C14 C19 C23 109.51(13) . . ? C22 C19 C23 109.37(14) . . ? C14 C19 C18 109.62(14) . . ? C22 C19 C18 109.95(14) . . ? C23 C19 C18 107.62(14) . . ? C27 C20 C21 109.71(15) . . ? C27 C20 C17 110.40(15) . . ? C21 C20 C17 108.13(14) . . ? C27 C20 H20 109.5 . . ? C21 C20 H20 109.5 . . ? C17 C20 H20 109.5 . . ? C15 C21 C23 110.34(14) . . ? C15 C21 C20 110.59(15) . . ? C23 C21 C20 108.76(14) . . ? C15 C21 H21 109.0 . . ? C23 C21 H21 109.0 . . ? C20 C21 H21 109.0 . . ? C24 C22 C19 110.57(15) . . ? C24 C22 H22A 109.5 . . ? C19 C22 H22A 109.5 . . ? C24 C22 H22B 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C21 C23 C29 111.28(14) . . ? C21 C23 C19 109.68(14) . . ? C29 C23 C19 109.82(13) . . ? C21 C23 H23 108.7 . . ? C29 C23 H23 108.7 . . ? C19 C23 H23 108.7 . . ? C22 C24 C30 109.10(15) . . ? C22 C24 C25 109.41(16) . . ? C30 C24 C25 109.08(17) . . ? C22 C24 H24 109.7 . . ? C30 C24 H24 109.7 . . ? C25 C24 H24 109.7 . . ? C26 C25 C24 109.99(15) . . ? C26 C25 H25A 109.7 . . ? C24 C25 H25A 109.7 . . ? C26 C25 H25B 109.7 . . ? C24 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? C25 C26 C28 110.38(16) . . ? C25 C26 C18 110.11(16) . . ? C28 C26 C18 108.79(14) . . ? C25 C26 H26 109.2 . . ? C28 C26 H26 109.2 . . ? C18 C26 H26 109.2 . . ? C28 C27 C20 109.89(15) . . ? C28 C27 H27A 109.7 . . ? C20 C27 H27A 109.7 . . ? C28 C27 H27B 109.7 . . ? C20 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C27 C28 C29 109.88(15) . . ? C27 C28 C26 110.61(16) . . ? C29 C28 C26 108.60(15) . . ? C27 C28 H28 109.2 . . ? C29 C28 H28 109.2 . . ? C26 C28 H28 109.2 . . ? C30 C29 C28 110.74(15) . . ? C30 C29 C23 109.78(15) . . ? C28 C29 C23 108.35(15) . . ? C30 C29 H29 109.3 . . ? C28 C29 H29 109.3 . . ? C23 C29 H29 109.3 . . ? C24 C30 C29 109.64(16) . . ? C24 C30 H30A 109.7 . . ? C29 C30 H30A 109.7 . . ? C24 C30 H30B 109.7 . . ? C29 C30 H30B 109.7 . . ? H30A C30 H30B 108.2 . . ? 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 C1 O2 C3 O3 1.6(3) . . . . ? C1 O2 C3 C4 -178.34(18) . . . . ? O3 C3 C4 C6A 4.1(3) . . . . ? O2 C3 C4 C6A -176.01(18) . . . . ? O3 C3 C4 C5 -173.9(2) . . . . ? O2 C3 C4 C5 6.0(3) . . . . ? C6A C4 C5 C6 1.0(3) . . . . ? C3 C4 C5 C6 178.89(17) . . . . ? C4 C5 C6 C4A -0.6(3) . . . . ? C4 C5 C6 N7 179.40(17) . . . . ? C1A O2A C3A O3A -0.4(3) . . . . ? C1A O2A C3A C5A -179.54(17) . . . . ? C5 C6 C4A C5A 0.0(3) . . . . ? N7 C6 C4A C5A 180.00(16) . . . . ? C6 C4A C5A C6A 0.2(3) . . . . ? C6 C4A C5A C3A -177.96(16) . . . . ? O3A C3A C5A C6A -5.8(3) . . . . ? O2A C3A C5A C6A 173.36(17) . . . . ? O3A C3A C5A C4A 172.45(19) . . . . ? O2A C3A C5A C4A -8.4(3) . . . . ? C5 C4 C6A C5A -0.7(3) . . . . ? C3 C4 C6A C5A -178.67(17) . . . . ? C4A C5A C6A C4 0.1(3) . . . . ? C3A C5A C6A C4 178.37(17) . . . . ? C4A C6 N7 C8 178.76(17) . . . . ? C5 C6 N7 C8 -1.3(3) . . . . ? C6 N7 C8 O9 1.5(3) . . . . ? C6 N7 C8 C10 -178.56(17) . . . . ? O9 C8 C10 N11 10.7(3) . . . . ? N7 C8 C10 N11 -169.26(17) . . . . ? C8 C10 N11 C12 167.52(19) . . . . ? C10 N11 C12 O13 6.5(3) . . . . ? C10 N11 C12 C13 -172.50(18) . . . . ? O13 C12 C13 C14 170.52(18) . . . . ? N11 C12 C13 C14 -10.5(2) . . . . ? O13 C12 C13 C15 48.6(2) . . . . ? N11 C12 C13 C15 -132.40(18) . . . . ? O13 C12 C13 C16 -69.3(2) . . . . ? N11 C12 C13 C16 109.69(19) . . . . ? C12 C13 C14 C19 179.07(14) . . . . ? C15 C13 C14 C19 -58.98(18) . . . . ? C16 C13 C14 C19 59.31(18) . . . . ? C12 C13 C15 C21 -175.80(15) . . . . ? C14 C13 C15 C21 58.98(19) . . . . ? C16 C13 C15 C21 -58.87(18) . . . . ? C12 C13 C16 C17 176.58(14) . . . . ? C14 C13 C16 C17 -59.42(18) . . . . ? C15 C13 C16 C17 58.74(18) . . . . ? C13 C16 C17 C18 60.70(18) . . . . ? C13 C16 C17 C20 -59.99(18) . . . . ? C16 C17 C18 C26 -179.88(14) . . . . ? C20 C17 C18 C26 -58.36(19) . . . . ? C16 C17 C18 C19 -59.31(18) . . . . ? C20 C17 C18 C19 62.21(18) . . . . ? C13 C14 C19 C22 179.34(14) . . . . ? C13 C14 C19 C23 58.67(18) . . . . ? C13 C14 C19 C18 -59.19(18) . . . . ? C17 C18 C19 C14 58.06(17) . . . . ? C26 C18 C19 C14 -179.97(13) . . . . ? C17 C18 C19 C22 180.00(14) . . . . ? C26 C18 C19 C22 -58.04(18) . . . . ? C17 C18 C19 C23 -60.96(17) . . . . ? C26 C18 C19 C23 61.00(17) . . . . ? C16 C17 C20 C27 179.46(15) . . . . ? C18 C17 C20 C27 58.09(19) . . . . ? C16 C17 C20 C21 59.42(18) . . . . ? C18 C17 C20 C21 -61.95(18) . . . . ? C13 C15 C21 C23 -60.02(19) . . . . ? C13 C15 C21 C20 60.36(18) . . . . ? C27 C20 C21 C15 179.91(14) . . . . ? C17 C20 C21 C15 -59.63(17) . . . . ? C27 C20 C21 C23 -58.78(18) . . . . ? C17 C20 C21 C23 61.69(17) . . . . ? C14 C19 C22 C24 -179.92(15) . . . . ? C23 C19 C22 C24 -59.16(19) . . . . ? C18 C19 C22 C24 58.80(19) . . . . ? C15 C21 C23 C29 -179.18(14) . . . . ? C20 C21 C23 C29 59.36(18) . . . . ? C15 C21 C23 C19 59.11(18) . . . . ? C20 C21 C23 C19 -62.36(17) . . . . ? C14 C19 C23 C21 -57.84(18) . . . . ? C22 C19 C23 C21 -179.33(14) . . . . ? C18 C19 C23 C21 61.25(17) . . . . ? C14 C19 C23 C29 179.57(14) . . . . ? C22 C19 C23 C29 58.08(19) . . . . ? C18 C19 C23 C29 -61.33(17) . . . . ? C19 C22 C24 C30 60.2(2) . . . . ? C19 C22 C24 C25 -59.1(2) . . . . ? C22 C24 C25 C26 59.5(2) . . . . ? C30 C24 C25 C26 -59.8(2) . . . . ? C24 C25 C26 C28 60.1(2) . . . . ? C24 C25 C26 C18 -60.0(2) . . . . ? C17 C18 C26 C25 179.48(15) . . . . ? C19 C18 C26 C25 58.88(19) . . . . ? C17 C18 C26 C28 58.4(2) . . . . ? C19 C18 C26 C28 -62.21(19) . . . . ? C21 C20 C27 C28 60.1(2) . . . . ? C17 C20 C27 C28 -59.0(2) . . . . ? C20 C27 C28 C29 -60.5(2) . . . . ? C20 C27 C28 C26 59.4(2) . . . . ? C25 C26 C28 C27 -179.28(15) . . . . ? C18 C26 C28 C27 -58.4(2) . . . . ? C25 C26 C28 C29 -58.62(19) . . . . ? C18 C26 C28 C29 62.29(19) . . . . ? C27 C28 C29 C30 179.68(15) . . . . ? C26 C28 C29 C30 58.57(19) . . . . ? C27 C28 C29 C23 59.23(19) . . . . ? C26 C28 C29 C23 -61.88(18) . . . . ? C21 C23 C29 C30 179.49(15) . . . . ? C19 C23 C29 C30 -58.87(19) . . . . ? C21 C23 C29 C28 -59.45(18) . . . . ? C19 C23 C29 C28 62.18(18) . . . . ? C22 C24 C30 C29 -60.2(2) . . . . ? C25 C24 C30 C29 59.3(2) . . . . ? C28 C29 C30 C24 -59.7(2) . . . . ? C23 C29 C30 C24 59.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.301 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.043