# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1833 data_ah9802 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C25 H26 O6' _chemical_formula_weight 422.46 _chemical_melting_point ? _chemical_compound_source ? 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' '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.072(6) _cell_length_b 24.506(6) _cell_length_c 14.217(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.35(4) _cell_angle_gamma 90.00 _cell_volume 2087.4(22) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20 _cell_measurement_theta_max 30 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_method ? _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Rigaku AFC7r' _diffrn_measurement_method \w _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.7 _diffrn_reflns_number 7948 _diffrn_reflns_av_R_equivalents 0.0898 _diffrn_reflns_av_sigmaI/netI 0.1009 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3663 _reflns_number_observed 2064 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0355P)^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 3656 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1155 _refine_ls_R_factor_obs 0.0559 _refine_ls_wR_factor_all 0.1257 _refine_ls_wR_factor_obs 0.1037 _refine_ls_goodness_of_fit_all 1.014 _refine_ls_goodness_of_fit_obs 1.142 _refine_ls_restrained_S_all 1.015 _refine_ls_restrained_S_obs 1.142 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O -0.3580(3) 0.44243(8) -0.01601(14) 0.0360(5) Uani 1 d . . O2 O -0.3718(3) 0.42187(9) 0.14235(13) 0.0348(5) Uani 1 d . . O3 O -0.0565(3) 0.46203(8) 0.10057(13) 0.0346(5) Uani 1 d . . O4 O 0.0677(4) 0.42373(10) -0.07749(14) 0.0403(6) Uani 1 d . . H100 H 0.0067(58) 0.4591(15) -0.0781(24) 0.068(12) Uiso 1 d . . O5 O -0.3015(3) 0.29445(8) 0.02135(13) 0.0337(5) Uani 1 d . . O6 O 0.0827(3) 0.32063(8) 0.15409(13) 0.0319(5) Uani 1 d . . C1 C -0.2899(5) 0.45821(13) 0.0794(2) 0.0367(8) Uani 1 d . . H1 H -0.3535(5) 0.49515(13) 0.0882(2) 0.044 Uiso 1 calc R . C2 C -0.2900(5) 0.36720(13) 0.1334(2) 0.0318(7) Uani 1 d . . H2 H -0.3511(5) 0.34242(13) 0.1787(2) 0.038 Uiso 1 calc R . C3 C -0.3723(5) 0.34892(12) 0.0309(2) 0.0319(7) Uani 1 d . . H3 H -0.5390(5) 0.35069(12) 0.0173(2) 0.038 Uiso 1 calc R . C4 C -0.2746(5) 0.38852(12) -0.0340(2) 0.0322(7) Uani 1 d . . H4A H -0.3245(5) 0.37824(12) -0.1022(2) 0.039 Uiso 1 calc R . C5 C -0.0212(5) 0.38999(13) -0.0122(2) 0.0331(7) Uani 1 d . . H5 H 0.0368(5) 0.35209(13) -0.0173(2) 0.040 Uiso 1 calc R . C6 C 0.0459(5) 0.40969(12) 0.0901(2) 0.0324(7) Uani 1 d . . H6 H 0.2120(5) 0.41321(12) 0.1052(2) 0.039 Uiso 1 calc R . C7 C -0.0356(5) 0.37039(12) 0.1598(2) 0.0320(7) Uani 1 d . . H7 H 0.0035(5) 0.38546(12) 0.2258(2) 0.038 Uiso 1 calc R . C8 C 0.0339(5) 0.27944(12) 0.2184(2) 0.0339(7) Uani 1 d . . H8A H -0.1242(5) 0.26817(12) 0.2016(2) 0.041 Uiso 1 calc R . H8B H 0.0569(5) 0.29410(12) 0.2842(2) 0.041 Uiso 1 calc R . C9 C 0.1828(5) 0.23110(13) 0.2136(2) 0.0322(7) Uani 1 d . . C10 C 0.3678(5) 0.23268(13) 0.1684(2) 0.0317(7) Uani 1 d . . H10 H 0.4058(5) 0.26572(13) 0.1399(2) 0.038 Uiso 1 calc R . C11 C 0.4989(5) 0.18655(13) 0.1640(2) 0.0352(8) Uani 1 d . . H11 H 0.6251(5) 0.18869(13) 0.1325(2) 0.042 Uiso 1 calc R . C12 C 0.4499(5) 0.13742(13) 0.2046(2) 0.0344(8) Uani 1 d . . C13 C 0.2642(5) 0.13608(13) 0.2510(2) 0.0415(8) Uani 1 d . . H13 H 0.2266(5) 0.10319(13) 0.2801(2) 0.050 Uiso 1 calc R . C14 C 0.1348(5) 0.18195(13) 0.2552(2) 0.0355(8) Uani 1 d . . H14 H 0.0094(5) 0.18001(13) 0.2872(2) 0.043 Uiso 1 calc R . C15 C 0.5938(6) 0.08932(14) 0.1978(2) 0.0494(9) Uani 1 d . . H15 H 0.7150(6) 0.09407(14) 0.1639(2) 0.059 Uiso 1 calc R . C16 C 0.5709(8) 0.0413(2) 0.2334(3) 0.0829(15) Uani 1 d . . H16A H 0.4522(8) 0.0344(2) 0.2679(3) 0.099 Uiso 1 calc R . H16B H 0.6728(8) 0.0130(2) 0.2250(3) 0.099 Uiso 1 calc R . C17 C -0.4134(5) 0.26617(13) -0.0604(2) 0.0390(8) Uani 1 d . . H17A H -0.4070(5) 0.28783(13) -0.1186(2) 0.047 Uiso 1 calc R . H17B H -0.5722(5) 0.26052(13) -0.0546(2) 0.047 Uiso 1 calc R . C18 C -0.3008(5) 0.21240(13) -0.0666(2) 0.0325(7) Uani 1 d . . C19 C -0.0809(5) 0.20448(14) -0.0235(2) 0.0385(8) Uani 1 d . . H19 H -0.0009(5) 0.23374(14) 0.0100(2) 0.046 Uiso 1 calc R . C20 C 0.0224(6) 0.15509(14) -0.0287(2) 0.0425(8) Uani 1 d . . H20 H 0.1722(6) 0.15070(14) 0.0022(2) 0.051 Uiso 1 calc R . C21 C -0.0865(6) 0.11130(14) -0.0780(2) 0.0434(9) Uani 1 d . . C22 C -0.3065(6) 0.11933(14) -0.1218(2) 0.0463(9) Uani 1 d . . H22 H -0.3853(6) 0.09029(14) -0.1565(2) 0.056 Uiso 1 calc R . C23 C -0.4118(5) 0.16889(13) -0.1155(2) 0.0398(8) Uani 1 d . . H23 H -0.5626(5) 0.17322(13) -0.1452(2) 0.048 Uiso 1 calc R . C24 C 0.0246(7) 0.0585(2) -0.0842(3) 0.0601(11) Uani 0.75 d P 1 H24 H -0.0601(7) 0.0312(2) -0.1214(3) 0.072 Uiso 0.75 calc PR 1 C25 C 0.2285(9) 0.0444(2) -0.0441(3) 0.0617(15) Uani 0.75 d P 1 H25A H 0.3212(9) 0.0700(2) -0.0061(3) 0.074 Uiso 0.75 calc PR 1 H25B H 0.2824(9) 0.0087(2) -0.0534(3) 0.074 Uiso 0.75 calc PR 1 C24' C 0.0246(7) 0.0585(2) -0.0842(3) 0.0601(11) Uani 0.25 d P 2 H24' H 0.1685(45) 0.0544(11) -0.0470(17) 0.072 Uiso 0.25 calc PR 2 C25' C -0.0549(45) 0.0166(11) -0.1357(17) 0.146(10) Uiso 0.25 d P 2 H25C H -0.1982(45) 0.0187(11) -0.1741(17) 0.176 Uiso 0.25 calc PR 2 H25D H 0.0305(45) -0.0159(11) -0.1348(17) 0.176 Uiso 0.25 calc PR 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0331(12) 0.0370(13) 0.0361(12) 0.0028(10) 0.0000(10) 0.0068(10) O2 0.0302(12) 0.0363(13) 0.0398(12) -0.0003(10) 0.0113(10) 0.0031(10) O3 0.0295(12) 0.0334(13) 0.0411(12) -0.0012(10) 0.0062(9) 0.0024(10) O4 0.0446(14) 0.0383(15) 0.0424(13) 0.0065(11) 0.0202(11) 0.0049(12) O5 0.0344(12) 0.0335(13) 0.0306(11) -0.0045(9) -0.0019(9) -0.0017(10) O6 0.0311(11) 0.0335(13) 0.0309(11) 0.0061(9) 0.0045(9) 0.0043(9) C1 0.030(2) 0.042(2) 0.039(2) -0.002(2) 0.0089(14) 0.007(2) C2 0.029(2) 0.034(2) 0.033(2) -0.0013(14) 0.0075(13) 0.0035(14) C3 0.026(2) 0.035(2) 0.034(2) -0.0010(14) 0.0034(13) 0.0039(14) C4 0.034(2) 0.032(2) 0.029(2) -0.0020(13) 0.0017(14) 0.0040(14) C5 0.034(2) 0.034(2) 0.031(2) 0.0020(14) 0.0082(14) 0.0031(14) C6 0.024(2) 0.033(2) 0.040(2) 0.0021(15) 0.0047(14) 0.0049(14) C7 0.033(2) 0.034(2) 0.028(2) 0.0000(13) 0.0034(14) 0.0026(14) C8 0.031(2) 0.039(2) 0.032(2) 0.0065(14) 0.0052(13) -0.0007(15) C9 0.027(2) 0.043(2) 0.024(2) 0.0039(14) -0.0031(13) -0.0014(15) C10 0.027(2) 0.032(2) 0.034(2) 0.0053(14) -0.0016(13) -0.0044(14) C11 0.032(2) 0.044(2) 0.030(2) 0.0029(15) 0.0037(14) 0.000(2) C12 0.036(2) 0.036(2) 0.028(2) 0.0043(14) -0.0030(14) -0.0001(15) C13 0.048(2) 0.036(2) 0.037(2) 0.014(2) -0.002(2) -0.003(2) C14 0.035(2) 0.042(2) 0.030(2) 0.0086(15) 0.0046(14) -0.004(2) C15 0.064(2) 0.036(2) 0.044(2) 0.003(2) -0.002(2) 0.003(2) C16 0.136(4) 0.057(3) 0.061(3) 0.007(2) 0.032(3) 0.031(3) C17 0.038(2) 0.042(2) 0.034(2) -0.004(2) -0.0028(14) -0.005(2) C18 0.039(2) 0.036(2) 0.0221(15) -0.0026(13) 0.0051(13) -0.0051(15) C19 0.036(2) 0.047(2) 0.031(2) -0.0030(15) 0.0009(15) -0.003(2) C20 0.045(2) 0.048(2) 0.033(2) 0.002(2) 0.002(2) 0.009(2) C21 0.058(2) 0.040(2) 0.032(2) 0.003(2) 0.009(2) 0.007(2) C22 0.055(2) 0.041(2) 0.043(2) -0.007(2) 0.008(2) -0.009(2) C23 0.037(2) 0.046(2) 0.036(2) -0.003(2) 0.0043(15) -0.006(2) C24 0.082(3) 0.048(3) 0.050(2) 0.000(2) 0.012(2) 0.003(2) C25 0.073(4) 0.048(3) 0.064(3) 0.002(3) 0.013(3) 0.027(3) C24' 0.082(3) 0.048(3) 0.050(2) 0.000(2) 0.012(2) 0.003(2) _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 C1 1.407(3) . ? O1 C4 1.452(3) . ? O2 C1 1.409(3) . ? O2 C2 1.442(3) . ? O3 C1 1.403(4) . ? O3 C6 1.444(3) . ? O4 C5 1.414(3) . ? O4 H100 0.94(4) . ? O5 C3 1.416(3) . ? O5 C17 1.427(3) . ? O6 C7 1.424(3) . ? O6 C8 1.425(3) . ? C1 H1 1.00 . ? C2 C3 1.528(4) . ? C2 C7 1.531(4) . ? C2 H2 1.00 . ? C3 C4 1.524(4) . ? C3 H3 1.00 . ? C4 C5 1.520(4) . ? C4 H4A 1.00 . ? C5 C6 1.523(4) . ? C5 H5 1.00 . ? C6 C7 1.522(4) . ? C6 H6 1.00 . ? C7 H7 1.00 . ? C8 C9 1.499(4) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.382(4) . ? C9 C14 1.393(4) . ? C10 C11 1.390(4) . ? C10 H10 0.95 . ? C11 C12 1.388(4) . ? C11 H11 0.95 . ? C12 C13 1.396(4) . ? C12 C15 1.480(5) . ? C13 C14 1.378(4) . ? C13 H13 0.95 . ? C14 H14 0.95 . ? C15 C16 1.298(5) . ? C15 H15 0.95 . ? C16 H16A 0.95 . ? C16 H16B 0.95 . ? C17 C18 1.494(4) . ? C17 H17A 0.99 . ? C17 H17B 0.99 . ? C18 C23 1.387(4) . ? C18 C19 1.389(4) . ? C19 C20 1.371(4) . ? C19 H19 0.95 . ? C20 C21 1.389(4) . ? C20 H20 0.95 . ? C21 C22 1.393(5) . ? C21 C24' 1.469(5) . ? C21 C24 1.469(5) . ? C22 C23 1.382(4) . ? C22 H22 0.95 . ? C23 H23 0.95 . ? C24 C25 1.322(6) . ? C24 H24 0.95 . ? C25 H25A 0.95 . ? C25 H25B 0.95 . ? C24' C25' 1.31(2) . ? C24' H24' 0.95(3) . ? C25' H25C 0.95 . ? C25' H25D 0.95 . ? 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 C1 O1 C4 111.3(2) . . ? C1 O2 C2 111.6(2) . . ? C1 O3 C6 110.8(2) . . ? C5 O4 H100 110.7(21) . . ? C3 O5 C17 115.1(2) . . ? C7 O6 C8 114.2(2) . . ? O3 C1 O1 110.7(2) . . ? O3 C1 O2 110.8(2) . . ? O1 C1 O2 111.1(2) . . ? O3 C1 H1 108.1(2) . . ? O1 C1 H1 108.1(2) . . ? O2 C1 H1 108.1(2) . . ? O2 C2 C3 107.0(2) . . ? O2 C2 C7 106.2(2) . . ? C3 C2 C7 114.2(2) . . ? O2 C2 H2 109.76(15) . . ? C3 C2 H2 109.8(2) . . ? C7 C2 H2 109.8(2) . . ? O5 C3 C4 112.8(2) . . ? O5 C3 C2 108.1(2) . . ? C4 C3 C2 106.9(2) . . ? O5 C3 H3 109.63(15) . . ? C4 C3 H3 109.6(2) . . ? C2 C3 H3 109.6(2) . . ? O1 C4 C5 108.2(2) . . ? O1 C4 C3 107.0(2) . . ? C5 C4 C3 111.9(2) . . ? O1 C4 H4A 109.90(14) . . ? C5 C4 H4A 109.9(2) . . ? C3 C4 H4A 109.9(2) . . ? O4 C5 C4 111.2(2) . . ? O4 C5 C6 111.7(3) . . ? C4 C5 C6 107.8(2) . . ? O4 C5 H5 108.7(2) . . ? C4 C5 H5 108.7(2) . . ? C6 C5 H5 108.7(2) . . ? O3 C6 C7 107.7(2) . . ? O3 C6 C5 109.1(2) . . ? C7 C6 C5 110.9(2) . . ? O3 C6 H6 109.70(15) . . ? C7 C6 H6 109.7(2) . . ? C5 C6 H6 109.7(2) . . ? O6 C7 C6 106.5(2) . . ? O6 C7 C2 116.1(2) . . ? C6 C7 C2 107.1(2) . . ? O6 C7 H7 108.96(14) . . ? C6 C7 H7 109.0(2) . . ? C2 C7 H7 109.0(2) . . ? O6 C8 C9 109.9(2) . . ? O6 C8 H8A 109.69(14) . . ? C9 C8 H8A 109.7(2) . . ? O6 C8 H8B 109.69(15) . . ? C9 C8 H8B 109.7(2) . . ? H8A C8 H8B 108.2 . . ? C10 C9 C14 117.6(3) . . ? C10 C9 C8 122.8(3) . . ? C14 C9 C8 119.6(3) . . ? C9 C10 C11 120.8(3) . . ? C9 C10 H10 119.6(2) . . ? C11 C10 H10 119.6(2) . . ? C12 C11 C10 121.6(3) . . ? C12 C11 H11 119.2(2) . . ? C10 C11 H11 119.2(2) . . ? C11 C12 C13 117.5(3) . . ? C11 C12 C15 119.6(3) . . ? C13 C12 C15 122.9(3) . . ? C14 C13 C12 120.7(3) . . ? C14 C13 H13 119.6(2) . . ? C12 C13 H13 119.6(2) . . ? C13 C14 C9 121.8(3) . . ? C13 C14 H14 119.1(2) . . ? C9 C14 H14 119.1(2) . . ? C16 C15 C12 126.5(4) . . ? C16 C15 H15 116.7(3) . . ? C12 C15 H15 116.7(2) . . ? C15 C16 H16A 120.0(3) . . ? C15 C16 H16B 120.0(3) . . ? H16A C16 H16B 120.0 . . ? O5 C17 C18 108.3(2) . . ? O5 C17 H17A 110.0(2) . . ? C18 C17 H17A 110.0(2) . . ? O5 C17 H17B 110.0(2) . . ? C18 C17 H17B 110.0(2) . . ? H17A C17 H17B 108.4 . . ? C23 C18 C19 117.9(3) . . ? C23 C18 C17 121.2(3) . . ? C19 C18 C17 120.9(3) . . ? C20 C19 C18 121.0(3) . . ? C20 C19 H19 119.5(2) . . ? C18 C19 H19 119.5(2) . . ? C19 C20 C21 121.7(3) . . ? C19 C20 H20 119.2(2) . . ? C21 C20 H20 119.2(2) . . ? C20 C21 C22 117.4(3) . . ? C20 C21 C24' 121.7(3) . . ? C22 C21 C24' 120.9(3) . . ? C20 C21 C24 121.7(3) . . ? C22 C21 C24 120.9(3) . . ? C23 C22 C21 121.0(3) . . ? C23 C22 H22 119.5(2) . . ? C21 C22 H22 119.5(2) . . ? C22 C23 C18 121.0(3) . . ? C22 C23 H23 119.5(2) . . ? C18 C23 H23 119.5(2) . . ? C25 C24 C21 127.7(4) . . ? C25 C24 H24 116.1(3) . . ? C21 C24 H24 116.1(2) . . ? C24 C25 H25A 120.0(3) . . ? C24 C25 H25B 120.0(3) . . ? H25A C25 H25B 120.0 . . ? C25' C24' C21 126.4(13) . . ? C25' C24' H24' 116.8(25) . . ? C21 C24' H24' 116.8(16) . . ? C24' C25' H25C 120.0(13) . . ? C24' C25' H25D 120.0(13) . . ? H25C C25' H25D 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 O3 C1 O1 -62.4(3) . . . . ? C6 O3 C1 O2 61.3(3) . . . . ? C4 O1 C1 O3 62.8(3) . . . . ? C4 O1 C1 O2 -60.7(3) . . . . ? C2 O2 C1 O3 -62.6(3) . . . . ? C2 O2 C1 O1 60.9(3) . . . . ? C1 O2 C2 C3 -60.8(3) . . . . ? C1 O2 C2 C7 61.5(3) . . . . ? C17 O5 C3 C4 -78.4(3) . . . . ? C17 O5 C3 C2 163.5(2) . . . . ? O2 C2 C3 O5 -177.7(2) . . . . ? C7 C2 C3 O5 65.1(3) . . . . ? O2 C2 C3 C4 60.5(3) . . . . ? C7 C2 C3 C4 -56.7(3) . . . . ? C1 O1 C4 C5 -59.8(3) . . . . ? C1 O1 C4 C3 60.9(3) . . . . ? O5 C3 C4 O1 -179.3(2) . . . . ? C2 C3 C4 O1 -60.5(3) . . . . ? O5 C3 C4 C5 -60.9(3) . . . . ? C2 C3 C4 C5 57.8(3) . . . . ? O1 C4 C5 O4 -66.8(3) . . . . ? C3 C4 C5 O4 175.6(2) . . . . ? O1 C4 C5 C6 56.0(3) . . . . ? C3 C4 C5 C6 -61.6(3) . . . . ? C1 O3 C6 C7 -60.8(3) . . . . ? C1 O3 C6 C5 59.7(3) . . . . ? O4 C5 C6 O3 66.1(3) . . . . ? C4 C5 C6 O3 -56.4(3) . . . . ? O4 C5 C6 C7 -175.5(2) . . . . ? C4 C5 C6 C7 62.0(3) . . . . ? C8 O6 C7 C6 177.4(2) . . . . ? C8 O6 C7 C2 -63.5(3) . . . . ? O3 C6 C7 O6 -175.0(2) . . . . ? C5 C6 C7 O6 65.7(3) . . . . ? O3 C6 C7 C2 60.2(3) . . . . ? C5 C6 C7 C2 -59.1(3) . . . . ? O2 C2 C7 O6 -178.8(2) . . . . ? C3 C2 C7 O6 -61.1(3) . . . . ? O2 C2 C7 C6 -60.0(3) . . . . ? C3 C2 C7 C6 57.7(3) . . . . ? C7 O6 C8 C9 -174.4(2) . . . . ? O6 C8 C9 C10 12.6(4) . . . . ? O6 C8 C9 C14 -166.9(2) . . . . ? C14 C9 C10 C11 0.7(4) . . . . ? C8 C9 C10 C11 -178.8(3) . . . . ? C9 C10 C11 C12 -0.1(4) . . . . ? C10 C11 C12 C13 -0.5(4) . . . . ? C10 C11 C12 C15 179.7(3) . . . . ? C11 C12 C13 C14 0.5(4) . . . . ? C15 C12 C13 C14 -179.7(3) . . . . ? C12 C13 C14 C9 0.1(5) . . . . ? C10 C9 C14 C13 -0.7(4) . . . . ? C8 C9 C14 C13 178.8(3) . . . . ? C11 C12 C15 C16 178.8(4) . . . . ? C13 C12 C15 C16 -0.9(6) . . . . ? C3 O5 C17 C18 173.0(2) . . . . ? O5 C17 C18 C23 157.0(3) . . . . ? O5 C17 C18 C19 -23.1(4) . . . . ? C23 C18 C19 C20 -0.5(4) . . . . ? C17 C18 C19 C20 179.6(3) . . . . ? C18 C19 C20 C21 0.9(5) . . . . ? C19 C20 C21 C22 -0.4(5) . . . . ? C19 C20 C21 C24' 179.5(3) . . . . ? C19 C20 C21 C24 179.5(3) . . . . ? C20 C21 C22 C23 -0.5(5) . . . . ? C24' C21 C22 C23 179.6(3) . . . . ? C24 C21 C22 C23 179.6(3) . . . . ? C21 C22 C23 C18 0.9(5) . . . . ? C19 C18 C23 C22 -0.4(4) . . . . ? C17 C18 C23 C22 179.5(3) . . . . ? C20 C21 C24 C25 2.3(6) . . . . ? C22 C21 C24 C25 -177.7(4) . . . . ? C24' C21 C24 C25 0.0(1000) . . . . ? C20 C21 C24' C25' -173.2(14) . . . . ? C22 C21 C24' C25' 6.8(15) . . . . ? C24 C21 C24' C25' 0.0(1000) . . . . ? _refine_diff_density_max 0.173 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.046