Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Yongmin Liang' _publ_contact_author_address ; State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 730000 CHINA ; _publ_contact_author_email LIANGYM@LZU.EDU.CN _publ_section_title ; Palladium-Catalyzed Synthesis of Indene Derivatives via Propargylic Carbonates with in situ Generated Organozinc Compounds ; loop_ _publ_author_name 'Yongmin Liang' 'Zhenghui Guan' 'Zhi-Hui Ren' 'Lian-Biao Zhao' data_pca2 _database_code_depnum_ccdc_archive 'CCDC 659624' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H28 O8' _chemical_formula_weight 468.48 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 Orthorhombic _symmetry_space_group_name_H-M 'Pca2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 8.5186(6) _cell_length_b 14.4133(11) _cell_length_c 19.6340(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2410.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2758 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 21.98 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9673 _exptl_absorpt_correction_T_max 0.9673 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11809 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4476 _reflns_number_gt 3186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+0.1514P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0157(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.7(12) _refine_ls_number_reflns 4476 _refine_ls_number_parameters 312 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1276 _refine_ls_wR_factor_gt 0.1131 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4377(3) 0.01030(18) 0.29255(13) 0.0503(7) Uani 1 1 d . . . C2 C 0.4837(3) -0.07619(18) 0.31520(15) 0.0546(7) Uani 1 1 d . . . H2 H 0.5011 -0.0852 0.3615 0.066 Uiso 1 1 calc R . . C3 C 0.5046(4) -0.1498(2) 0.27106(16) 0.0587(8) Uani 1 1 d . . . H3 H 0.5361 -0.2073 0.2877 0.070 Uiso 1 1 calc R . . C4 C 0.4786(4) -0.1379(2) 0.20291(17) 0.0673(9) Uani 1 1 d . . . C5 C 0.4300(6) -0.0529(2) 0.18002(18) 0.0910(13) Uani 1 1 d . . . H5 H 0.4096 -0.0447 0.1339 0.109 Uiso 1 1 calc R . . C6 C 0.4105(5) 0.0212(2) 0.22409(15) 0.0749(10) Uani 1 1 d . . . H6 H 0.3790 0.0786 0.2073 0.090 Uiso 1 1 calc R . . C7 C 0.3448(3) 0.16693(18) 0.43934(14) 0.0516(7) Uani 1 1 d . . . C8 C 0.2792(4) 0.1783(2) 0.50296(16) 0.0686(9) Uani 1 1 d . . . H8 H 0.2879 0.2343 0.5261 0.082 Uiso 1 1 calc R . . C9 C 0.1996(4) 0.1035(3) 0.53161(17) 0.0772(10) Uani 1 1 d . . . H9 H 0.1549 0.1098 0.5746 0.093 Uiso 1 1 calc R . . C10 C 0.1862(4) 0.0217(2) 0.49810(17) 0.0709(9) Uani 1 1 d . . . H10 H 0.1290 -0.0264 0.5176 0.085 Uiso 1 1 calc R . . C11 C 0.2560(4) 0.00874(19) 0.43544(15) 0.0581(7) Uani 1 1 d . . . H11 H 0.2484 -0.0481 0.4133 0.070 Uiso 1 1 calc R . . C12 C 0.3374(3) 0.08137(18) 0.40601(14) 0.0494(7) Uani 1 1 d . . . C13 C 0.4209(3) 0.08909(18) 0.34089(14) 0.0461(6) Uani 1 1 d . . . C14 C 0.4777(3) 0.17590(18) 0.33346(14) 0.0496(6) Uani 1 1 d . . . C15 C 0.4315(3) 0.23551(18) 0.39471(15) 0.0539(7) Uani 1 1 d . . . C16 C 0.5773(4) 0.2107(2) 0.27629(16) 0.0604(8) Uani 1 1 d . . . H16A H 0.6506 0.2568 0.2933 0.072 Uiso 1 1 calc R . . H16B H 0.6373 0.1598 0.2571 0.072 Uiso 1 1 calc R . . C17 C 0.5317(4) 0.3294(2) 0.19470(17) 0.0662(9) Uani 1 1 d . . . C18 C 0.4635(7) 0.4407(3) 0.1121(3) 0.1164(16) Uani 1 1 d . . . H18A H 0.4451 0.4945 0.1407 0.140 Uiso 1 1 calc R . . H18B H 0.5732 0.4404 0.0988 0.140 Uiso 1 1 calc R . . C19 C 0.3633(6) 0.4446(3) 0.0516(2) 0.1100(15) Uani 1 1 d . . . H19A H 0.3849 0.3922 0.0230 0.165 Uiso 1 1 calc R . . H19B H 0.3841 0.5008 0.0270 0.165 Uiso 1 1 calc R . . H19C H 0.2551 0.4435 0.0653 0.165 Uiso 1 1 calc R . . C20 C 0.3243(4) 0.3149(2) 0.37157(16) 0.0587(8) Uani 1 1 d . . . C21 C 0.3254(5) 0.4609(2) 0.3134(2) 0.0934(13) Uani 1 1 d . . . H21A H 0.3734 0.4807 0.2710 0.112 Uiso 1 1 calc R . . H21B H 0.2171 0.4445 0.3041 0.112 Uiso 1 1 calc R . . C22 C 0.3303(7) 0.5345(3) 0.3612(3) 0.131(2) Uani 1 1 d . . . H22A H 0.3036 0.5113 0.4056 0.196 Uiso 1 1 calc R . . H22B H 0.2566 0.5816 0.3481 0.196 Uiso 1 1 calc R . . H22C H 0.4341 0.5604 0.3623 0.196 Uiso 1 1 calc R . . C23 C 0.5660(4) 0.2768(2) 0.43655(18) 0.0619(8) Uani 1 1 d . . . C24 C 0.8339(4) 0.2614(2) 0.4691(2) 0.0767(10) Uani 1 1 d . . . H24A H 0.8328 0.3284 0.4734 0.092 Uiso 1 1 calc R . . H24B H 0.9313 0.2437 0.4471 0.092 Uiso 1 1 calc R . . C25 C 0.8270(5) 0.2190(3) 0.5378(2) 0.0939(12) Uani 1 1 d . . . H25A H 0.7373 0.2424 0.5619 0.141 Uiso 1 1 calc R . . H25B H 0.9208 0.2342 0.5625 0.141 Uiso 1 1 calc R . . H25C H 0.8186 0.1528 0.5336 0.141 Uiso 1 1 calc R . . C26 C 0.5409(6) -0.2947(2) 0.1754(2) 0.0971(13) Uani 1 1 d . . . H26A H 0.6467 -0.2926 0.1923 0.146 Uiso 1 1 calc R . . H26B H 0.5353 -0.3364 0.1374 0.146 Uiso 1 1 calc R . . H26C H 0.4722 -0.3160 0.2109 0.146 Uiso 1 1 calc R . . O1 O 0.6521(3) 0.36799(17) 0.20697(14) 0.0877(8) Uani 1 1 d . . . O2 O 0.1864(3) 0.31745(17) 0.37858(14) 0.0798(7) Uani 1 1 d . . . O3 O 0.4948(4) -0.20506(17) 0.15453(13) 0.0969(9) Uani 1 1 d . . . O4 O 0.5472(3) 0.33942(16) 0.47565(14) 0.0877(8) Uani 1 1 d . . . O5 O 0.4085(3) 0.37995(14) 0.33966(15) 0.0801(7) Uani 1 1 d . . . O6 O 0.4252(3) 0.35561(16) 0.14932(13) 0.0796(7) Uani 1 1 d . . . O7 O 0.7017(2) 0.23216(14) 0.42683(11) 0.0661(6) Uani 1 1 d . . . O8 O 0.4782(2) 0.25190(13) 0.22368(10) 0.0637(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 C1 0.0614(17) 0.0387(15) 0.0507(15) -0.0010(12) -0.0128(13) 0.0005(13) C2 0.0586(18) 0.0484(17) 0.0568(17) 0.0009(13) -0.0139(14) -0.0001(13) C3 0.0655(19) 0.0393(15) 0.071(2) -0.0035(14) -0.0116(15) 0.0033(13) C4 0.088(2) 0.0504(18) 0.064(2) -0.0136(15) -0.0043(17) 0.0031(16) C5 0.165(4) 0.059(2) 0.0488(17) -0.0028(15) -0.020(2) 0.019(2) C6 0.123(3) 0.0461(17) 0.0551(18) 0.0018(15) -0.0165(18) 0.0128(17) C7 0.0557(16) 0.0448(15) 0.0543(16) -0.0011(13) -0.0098(14) 0.0044(12) C8 0.086(2) 0.059(2) 0.0605(19) -0.0054(16) -0.0019(17) 0.0128(17) C9 0.104(3) 0.069(2) 0.0586(18) 0.0094(17) 0.0122(19) 0.009(2) C10 0.082(2) 0.064(2) 0.067(2) 0.0174(17) 0.0030(18) -0.0060(16) C11 0.0701(19) 0.0465(16) 0.0577(17) 0.0060(13) -0.0116(16) -0.0042(14) C12 0.0525(17) 0.0408(14) 0.0550(15) -0.0002(12) -0.0110(13) 0.0041(12) C13 0.0495(15) 0.0413(14) 0.0475(14) -0.0034(12) -0.0102(13) 0.0049(11) C14 0.0517(16) 0.0416(15) 0.0555(15) -0.0002(12) -0.0067(14) 0.0022(12) C15 0.0574(17) 0.0371(14) 0.0672(18) -0.0036(13) -0.0076(14) 0.0023(12) C16 0.0577(17) 0.0515(16) 0.0719(19) 0.0022(14) 0.0011(16) -0.0013(14) C17 0.076(2) 0.0510(18) 0.071(2) 0.0029(16) 0.0103(18) -0.0069(17) C18 0.169(5) 0.070(3) 0.111(3) 0.035(2) -0.008(3) -0.034(3) C19 0.136(4) 0.089(3) 0.105(3) 0.046(2) 0.012(3) 0.011(3) C20 0.064(2) 0.0428(15) 0.0692(18) -0.0055(14) -0.0115(16) -0.0009(15) C21 0.129(3) 0.0463(19) 0.105(3) 0.0106(19) -0.021(3) 0.0138(19) C22 0.159(5) 0.067(3) 0.166(5) -0.015(3) -0.043(4) 0.036(3) C23 0.0664(19) 0.0415(16) 0.078(2) -0.0049(16) -0.0081(17) -0.0023(14) C24 0.0581(19) 0.082(2) 0.090(2) -0.009(2) -0.0172(18) -0.0095(17) C25 0.097(3) 0.095(3) 0.090(3) 0.004(2) -0.030(2) -0.011(2) C26 0.112(3) 0.058(2) 0.122(3) -0.029(2) 0.011(2) 0.015(2) O1 0.0822(16) 0.0803(16) 0.1006(18) 0.0157(14) 0.0021(14) -0.0334(14) O2 0.0592(16) 0.0675(14) 0.1127(18) 0.0049(13) -0.0079(13) 0.0104(11) O3 0.153(3) 0.0630(15) 0.0747(15) -0.0223(13) -0.0032(16) 0.0163(15) O4 0.0918(17) 0.0600(13) 0.1113(19) -0.0359(14) -0.0274(15) 0.0095(12) O5 0.0859(16) 0.0435(11) 0.1109(17) 0.0142(13) -0.0026(15) 0.0063(11) O6 0.0901(18) 0.0632(14) 0.0856(16) 0.0265(12) -0.0004(14) -0.0109(12) O7 0.0586(12) 0.0637(13) 0.0759(14) -0.0127(11) -0.0141(11) 0.0031(10) O8 0.0666(12) 0.0549(12) 0.0695(13) 0.0140(10) -0.0039(11) -0.0119(10) _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 C6 1.373(4) . ? C1 C2 1.380(4) . ? C1 C13 1.487(4) . ? C2 C3 1.382(4) . ? C2 H2 0.9300 . ? C3 C4 1.367(5) . ? C3 H3 0.9300 . ? C4 O3 1.363(4) . ? C4 C5 1.370(5) . ? C5 C6 1.384(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.378(4) . ? C7 C12 1.397(4) . ? C7 C15 1.514(4) . ? C8 C9 1.392(5) . ? C8 H8 0.9300 . ? C9 C10 1.355(5) . ? C9 H9 0.9300 . ? C10 C11 1.379(5) . ? C10 H10 0.9300 . ? C11 C12 1.382(4) . ? C11 H11 0.9300 . ? C12 C13 1.468(4) . ? C13 C14 1.349(4) . ? C14 C16 1.494(4) . ? C14 C15 1.529(4) . ? C15 C23 1.530(4) . ? C15 C20 1.533(4) . ? C16 O8 1.460(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O1 1.191(4) . ? C17 O6 1.327(4) . ? C17 O8 1.334(4) . ? C18 C19 1.463(7) . ? C18 O6 1.465(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O2 1.183(3) . ? C20 O5 1.337(4) . ? C21 C22 1.417(6) . ? C21 O5 1.459(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 O4 1.195(4) . ? C23 O7 1.337(4) . ? C24 O7 1.460(4) . ? C24 C25 1.483(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 O3 1.411(5) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 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 C6 C1 C2 117.8(3) . . ? C6 C1 C13 121.4(2) . . ? C2 C1 C13 120.8(2) . . ? C1 C2 C3 121.9(3) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 119.8(3) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? O3 C4 C3 125.2(3) . . ? O3 C4 C5 115.9(3) . . ? C3 C4 C5 118.9(3) . . ? C4 C5 C6 121.4(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 120.2(3) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 C12 120.7(3) . . ? C8 C7 C15 130.2(3) . . ? C12 C7 C15 109.1(2) . . ? C7 C8 C9 118.2(3) . . ? C7 C8 H8 120.9 . . ? C9 C8 H8 120.9 . . ? C10 C9 C8 121.2(3) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 121.0(3) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 119.1(3) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C11 C12 C7 119.7(3) . . ? C11 C12 C13 131.7(2) . . ? C7 C12 C13 108.6(2) . . ? C14 C13 C12 109.8(2) . . ? C14 C13 C1 127.2(3) . . ? C12 C13 C1 123.0(2) . . ? C13 C14 C16 126.6(3) . . ? C13 C14 C15 110.1(2) . . ? C16 C14 C15 123.2(2) . . ? C7 C15 C14 102.4(2) . . ? C7 C15 C23 108.0(2) . . ? C14 C15 C23 116.6(2) . . ? C7 C15 C20 111.6(2) . . ? C14 C15 C20 109.8(2) . . ? C23 C15 C20 108.3(2) . . ? O8 C16 C14 109.8(2) . . ? O8 C16 H16A 109.7 . . ? C14 C16 H16A 109.7 . . ? O8 C16 H16B 109.7 . . ? C14 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? O1 C17 O6 126.3(3) . . ? O1 C17 O8 126.8(3) . . ? O6 C17 O8 106.9(3) . . ? C19 C18 O6 107.9(4) . . ? C19 C18 H18A 110.1 . . ? O6 C18 H18A 110.1 . . ? C19 C18 H18B 110.1 . . ? O6 C18 H18B 110.1 . . ? H18A C18 H18B 108.4 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 C20 O5 124.5(3) . . ? O2 C20 C15 125.5(3) . . ? O5 C20 C15 110.0(3) . . ? C22 C21 O5 110.5(3) . . ? C22 C21 H21A 109.6 . . ? O5 C21 H21A 109.6 . . ? C22 C21 H21B 109.6 . . ? O5 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O4 C23 O7 124.8(3) . . ? O4 C23 C15 122.5(3) . . ? O7 C23 C15 112.5(3) . . ? O7 C24 C25 111.6(3) . . ? O7 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? O7 C24 H24B 109.3 . . ? C25 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O3 C26 H26A 109.5 . . ? O3 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O3 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C4 O3 C26 118.4(3) . . ? C20 O5 C21 117.8(3) . . ? C17 O6 C18 114.9(3) . . ? C23 O7 C24 116.5(2) . . ? C17 O8 C16 116.4(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 C6 C1 C2 C3 1.0(5) . . . . ? C13 C1 C2 C3 -178.1(3) . . . . ? C1 C2 C3 C4 -0.4(5) . . . . ? C2 C3 C4 O3 -179.8(3) . . . . ? C2 C3 C4 C5 -0.9(5) . . . . ? O3 C4 C5 C6 -179.4(4) . . . . ? C3 C4 C5 C6 1.6(6) . . . . ? C2 C1 C6 C5 -0.3(5) . . . . ? C13 C1 C6 C5 178.7(4) . . . . ? C4 C5 C6 C1 -1.0(7) . . . . ? C12 C7 C8 C9 -2.8(4) . . . . ? C15 C7 C8 C9 177.4(3) . . . . ? C7 C8 C9 C10 -0.2(5) . . . . ? C8 C9 C10 C11 2.4(5) . . . . ? C9 C10 C11 C12 -1.6(5) . . . . ? C10 C11 C12 C7 -1.3(4) . . . . ? C10 C11 C12 C13 -179.2(3) . . . . ? C8 C7 C12 C11 3.6(4) . . . . ? C15 C7 C12 C11 -176.6(3) . . . . ? C8 C7 C12 C13 -178.1(3) . . . . ? C15 C7 C12 C13 1.7(3) . . . . ? C11 C12 C13 C14 177.8(3) . . . . ? C7 C12 C13 C14 -0.3(3) . . . . ? C11 C12 C13 C1 -2.6(4) . . . . ? C7 C12 C13 C1 179.3(2) . . . . ? C6 C1 C13 C14 -46.6(4) . . . . ? C2 C1 C13 C14 132.4(3) . . . . ? C6 C1 C13 C12 133.8(3) . . . . ? C2 C1 C13 C12 -47.1(4) . . . . ? C12 C13 C14 C16 176.3(3) . . . . ? C1 C13 C14 C16 -3.3(5) . . . . ? C12 C13 C14 C15 -1.2(3) . . . . ? C1 C13 C14 C15 179.2(2) . . . . ? C8 C7 C15 C14 177.5(3) . . . . ? C12 C7 C15 C14 -2.3(3) . . . . ? C8 C7 C15 C23 53.9(4) . . . . ? C12 C7 C15 C23 -125.9(2) . . . . ? C8 C7 C15 C20 -65.1(4) . . . . ? C12 C7 C15 C20 115.1(2) . . . . ? C13 C14 C15 C7 2.2(3) . . . . ? C16 C14 C15 C7 -175.4(3) . . . . ? C13 C14 C15 C23 119.8(3) . . . . ? C16 C14 C15 C23 -57.8(4) . . . . ? C13 C14 C15 C20 -116.5(3) . . . . ? C16 C14 C15 C20 65.9(3) . . . . ? C13 C14 C16 O8 93.3(3) . . . . ? C15 C14 C16 O8 -89.5(3) . . . . ? C7 C15 C20 O2 -10.2(4) . . . . ? C14 C15 C20 O2 102.6(4) . . . . ? C23 C15 C20 O2 -129.0(3) . . . . ? C7 C15 C20 O5 172.2(2) . . . . ? C14 C15 C20 O5 -75.0(3) . . . . ? C23 C15 C20 O5 53.4(3) . . . . ? C7 C15 C23 O4 -82.1(4) . . . . ? C14 C15 C23 O4 163.4(3) . . . . ? C20 C15 C23 O4 39.0(4) . . . . ? C7 C15 C23 O7 94.7(3) . . . . ? C14 C15 C23 O7 -19.8(4) . . . . ? C20 C15 C23 O7 -144.3(3) . . . . ? C3 C4 O3 C26 0.4(6) . . . . ? C5 C4 O3 C26 -178.5(4) . . . . ? O2 C20 O5 C21 1.8(5) . . . . ? C15 C20 O5 C21 179.5(3) . . . . ? C22 C21 O5 C20 94.7(5) . . . . ? O1 C17 O6 C18 -0.3(5) . . . . ? O8 C17 O6 C18 179.8(3) . . . . ? C19 C18 O6 C17 163.0(4) . . . . ? O4 C23 O7 C24 1.9(5) . . . . ? C15 C23 O7 C24 -174.8(3) . . . . ? C25 C24 O7 C23 81.1(4) . . . . ? O1 C17 O8 C16 0.5(5) . . . . ? O6 C17 O8 C16 -179.5(2) . . . . ? C14 C16 O8 C17 139.9(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.382 _refine_diff_density_min -0.174 _refine_diff_density_rms 0.030