# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Jie Wu' _publ_contact_author_email 'JIE WU@FUDAN.EDU.CN' _publ_section_title ; Synthesis of 1-methyleneindenes via palladium-catalyzed tandem reactions ; loop_ _publ_author_name 'Jie Wu' 'Ke Gao' 'Xiaodi Yang' 'Shengqing Ye' 'Haibo Zhou' # Attachment '4a.cif' data_wujie090420_0m _database_code_depnum_ccdc_archive 'CCDC 731568' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H22 O2' _chemical_formula_weight 366.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1464(3) _cell_length_b 10.1719(3) _cell_length_c 10.4892(3) _cell_angle_alpha 72.9430(10) _cell_angle_beta 79.8270(10) _cell_angle_gamma 81.8610(10) _cell_volume 1014.04(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5715 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description ? _exptl_crystal_colour orange _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 388 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.864354 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 12010 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3946 _reflns_number_gt 3197 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0777P)^2^+0.2477P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3946 _refine_ls_number_parameters 255 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1593 _refine_ls_wR_factor_gt 0.1464 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.058 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C7 C 0.48786(16) 0.79645(17) 0.48589(18) 0.0523(4) Uani 1 1 d . . . C9 C 0.39097(15) 0.61988(17) 0.65596(17) 0.0511(4) Uani 1 1 d . . . C8 C 0.37083(15) 0.71368(17) 0.53799(17) 0.0513(4) Uani 1 1 d . . . C5 C 0.52044(16) 0.63875(18) 0.69144(18) 0.0553(4) Uani 1 1 d . . . C16 C 0.30180(16) 0.51635(18) 0.74175(17) 0.0536(4) Uani 1 1 d . . . C6 C 0.58056(16) 0.74427(18) 0.58846(19) 0.0559(4) Uani 1 1 d . . . O2 O 0.57931(15) 1.04574(16) 0.17309(15) 0.0793(4) Uani 1 1 d . . . C10 C 0.25145(16) 0.73078(17) 0.46872(16) 0.0511(4) Uani 1 1 d . . . C23 C 0.49608(17) 0.89194(19) 0.36614(19) 0.0588(4) Uani 1 1 d . . . H23 H 0.4218 0.9053 0.3214 0.071 Uiso 1 1 calc R . . C24 C 0.60553(19) 0.9785(2) 0.2954(2) 0.0645(5) Uani 1 1 d . . . C21 C 0.16549(17) 0.5499(2) 0.77596(18) 0.0613(4) Uani 1 1 d . . . H21 H 0.1283 0.6400 0.7429 0.074 Uiso 1 1 calc R . . C20 C 0.08435(18) 0.4515(2) 0.85824(19) 0.0691(5) Uani 1 1 d . . . H20 H -0.0068 0.4767 0.8796 0.083 Uiso 1 1 calc R . . C15 C 0.21352(19) 0.62081(19) 0.43499(18) 0.0609(4) Uani 1 1 d . . . H15 H 0.2668 0.5370 0.4503 0.073 Uiso 1 1 calc R . . C11 C 0.17043(18) 0.8548(2) 0.4421(2) 0.0644(5) Uani 1 1 d . . . H11 H 0.1943 0.9302 0.4629 0.077 Uiso 1 1 calc R . . O1 O 0.70573(16) 0.99081(19) 0.33642(18) 0.0959(5) Uani 1 1 d . . . C19 C 0.1352(2) 0.3160(2) 0.90989(19) 0.0693(5) Uani 1 1 d . . . C13 C 0.0180(2) 0.7570(3) 0.3545(2) 0.0758(6) Uani 1 1 d . . . H13 H -0.0605 0.7653 0.3173 0.091 Uiso 1 1 calc R . . C4 C 0.57934(19) 0.5743(2) 0.8057(2) 0.0697(5) Uani 1 1 d . . . H4 H 0.5382 0.5050 0.8740 0.084 Uiso 1 1 calc R . . C17 C 0.35271(19) 0.3802(2) 0.7926(2) 0.0656(5) Uani 1 1 d . . . H17 H 0.4436 0.3544 0.7706 0.079 Uiso 1 1 calc R . . C1 C 0.70380(19) 0.7809(2) 0.6001(2) 0.0724(5) Uani 1 1 d . . . H1 H 0.7466 0.8489 0.5318 0.087 Uiso 1 1 calc R . . C14 C 0.0972(2) 0.6349(2) 0.3788(2) 0.0738(6) Uani 1 1 d . . . H14 H 0.0727 0.5602 0.3573 0.089 Uiso 1 1 calc R . . C12 C 0.0548(2) 0.8676(2) 0.3852(2) 0.0751(5) Uani 1 1 d . . . H12 H 0.0017 0.9515 0.3676 0.090 Uiso 1 1 calc R . . C18 C 0.2706(2) 0.2828(2) 0.8750(2) 0.0733(5) Uani 1 1 d . . . H18 H 0.3075 0.1925 0.9079 0.088 Uiso 1 1 calc R . . C2 C 0.7621(2) 0.7145(3) 0.7155(3) 0.0878(7) Uani 1 1 d . . . H2 H 0.8447 0.7386 0.7237 0.105 Uiso 1 1 calc R . . C22 C 0.0455(3) 0.2093(3) 1.0001(3) 0.1013(8) Uani 1 1 d . . . H22A H -0.0269 0.2534 1.0498 0.152 Uiso 1 1 calc R . . H22B H 0.0968 0.1413 1.0617 0.152 Uiso 1 1 calc R . . H22C H 0.0095 0.1653 0.9461 0.152 Uiso 1 1 calc R . . C25 C 0.6798(3) 1.1338(3) 0.0886(3) 0.0985(8) Uani 1 1 d . . . H25A H 0.6722 1.2191 0.1141 0.118 Uiso 1 1 calc R . . H25B H 0.7693 1.0876 0.0994 0.118 Uiso 1 1 calc R . . C3 C 0.7008(2) 0.6144(3) 0.8173(3) 0.0837(6) Uani 1 1 d . . . H3 H 0.7407 0.5730 0.8945 0.100 Uiso 1 1 calc R . . C26 C 0.6577(4) 1.1626(4) -0.0488(3) 0.1378(14) Uani 1 1 d . . . H26A H 0.6678 1.0777 -0.0738 0.207 Uiso 1 1 calc R . . H26B H 0.7220 1.2226 -0.1065 0.207 Uiso 1 1 calc R . . H26C H 0.5684 1.2066 -0.0581 0.207 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 C7 0.0446(8) 0.0560(9) 0.0627(10) -0.0271(8) -0.0023(7) -0.0092(7) C9 0.0444(8) 0.0573(9) 0.0565(9) -0.0242(8) -0.0049(7) -0.0052(7) C8 0.0443(8) 0.0559(9) 0.0594(9) -0.0250(8) -0.0040(7) -0.0087(7) C5 0.0457(8) 0.0627(10) 0.0633(10) -0.0275(8) -0.0078(7) -0.0023(7) C16 0.0499(9) 0.0629(10) 0.0521(9) -0.0219(8) -0.0052(7) -0.0086(7) C6 0.0439(8) 0.0608(9) 0.0710(11) -0.0311(8) -0.0073(7) -0.0049(7) O2 0.0748(9) 0.0871(10) 0.0719(9) -0.0105(7) 0.0016(7) -0.0342(7) C10 0.0464(8) 0.0609(9) 0.0493(8) -0.0179(7) -0.0032(6) -0.0146(7) C23 0.0501(9) 0.0653(10) 0.0654(10) -0.0243(9) -0.0030(7) -0.0133(8) C24 0.0604(11) 0.0686(11) 0.0677(11) -0.0260(9) 0.0045(8) -0.0181(9) C21 0.0509(9) 0.0769(11) 0.0579(10) -0.0221(9) -0.0063(7) -0.0061(8) C20 0.0479(9) 0.1020(15) 0.0616(11) -0.0276(11) -0.0023(8) -0.0169(9) C15 0.0650(10) 0.0665(10) 0.0585(10) -0.0245(8) -0.0073(8) -0.0163(8) C11 0.0555(10) 0.0664(11) 0.0787(12) -0.0266(9) -0.0140(9) -0.0103(8) O1 0.0750(10) 0.1182(13) 0.0985(12) -0.0182(10) -0.0112(8) -0.0485(9) C19 0.0701(12) 0.0869(14) 0.0592(10) -0.0259(10) -0.0027(9) -0.0304(10) C13 0.0551(10) 0.1147(18) 0.0676(12) -0.0319(12) -0.0142(9) -0.0191(11) C4 0.0588(10) 0.0828(13) 0.0707(12) -0.0249(10) -0.0156(9) -0.0018(9) C17 0.0571(10) 0.0644(11) 0.0741(12) -0.0227(9) -0.0002(8) -0.0056(8) C1 0.0520(10) 0.0779(12) 0.0961(15) -0.0317(11) -0.0143(10) -0.0137(9) C14 0.0726(12) 0.0969(15) 0.0680(12) -0.0367(11) -0.0093(9) -0.0322(12) C12 0.0574(11) 0.0871(14) 0.0819(13) -0.0233(11) -0.0170(9) -0.0012(10) C18 0.0805(13) 0.0628(11) 0.0768(13) -0.0201(10) -0.0036(10) -0.0146(10) C2 0.0567(11) 0.1047(17) 0.1169(19) -0.0400(15) -0.0347(12) -0.0091(11) C22 0.1044(19) 0.115(2) 0.0862(16) -0.0228(14) 0.0089(14) -0.0567(16) C25 0.0963(17) 0.1033(18) 0.0885(17) -0.0136(14) 0.0164(13) -0.0498(14) C3 0.0659(12) 0.1039(17) 0.0908(15) -0.0320(13) -0.0327(11) -0.0010(12) C26 0.128(3) 0.162(3) 0.092(2) 0.040(2) -0.0240(18) -0.061(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 C7 C23 1.341(3) . ? C7 C8 1.484(2) . ? C7 C6 1.485(2) . ? C9 C8 1.351(2) . ? C9 C16 1.471(2) . ? C9 C5 1.479(2) . ? C8 C10 1.484(2) . ? C5 C4 1.380(3) . ? C5 C6 1.401(3) . ? C16 C17 1.389(3) . ? C16 C21 1.386(2) . ? C6 C1 1.389(2) . ? O2 C24 1.318(3) . ? O2 C25 1.449(2) . ? C10 C11 1.387(3) . ? C10 C15 1.388(2) . ? C23 C24 1.470(2) . ? C23 H23 0.9300 . ? C24 O1 1.207(2) . ? C21 C20 1.378(3) . ? C21 H21 0.9300 . ? C20 C19 1.385(3) . ? C20 H20 0.9300 . ? C15 C14 1.382(3) . ? C15 H15 0.9300 . ? C11 C12 1.382(3) . ? C11 H11 0.9300 . ? C19 C18 1.378(3) . ? C19 C22 1.509(3) . ? C13 C14 1.363(3) . ? C13 C12 1.372(3) . ? C13 H13 0.9300 . ? C4 C3 1.387(3) . ? C4 H4 0.9300 . ? C17 C18 1.378(3) . ? C17 H17 0.9300 . ? C1 C2 1.390(3) . ? C1 H1 0.9300 . ? C14 H14 0.9300 . ? C12 H12 0.9300 . ? C18 H18 0.9300 . ? C2 C3 1.368(4) . ? C2 H2 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C25 C26 1.437(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C3 H3 0.9300 . ? 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 C23 C7 C8 121.48(16) . . ? C23 C7 C6 132.93(16) . . ? C8 C7 C6 105.55(14) . . ? C8 C9 C16 128.09(15) . . ? C8 C9 C5 108.69(14) . . ? C16 C9 C5 123.20(15) . . ? C9 C8 C10 125.65(14) . . ? C9 C8 C7 109.67(14) . . ? C10 C8 C7 124.67(15) . . ? C4 C5 C6 121.13(16) . . ? C4 C5 C9 130.03(17) . . ? C6 C5 C9 108.79(15) . . ? C17 C16 C21 117.51(17) . . ? C17 C16 C9 120.52(15) . . ? C21 C16 C9 121.96(16) . . ? C1 C6 C5 119.14(18) . . ? C1 C6 C7 133.57(18) . . ? C5 C6 C7 107.27(14) . . ? C24 O2 C25 116.02(17) . . ? C11 C10 C15 117.96(16) . . ? C11 C10 C8 121.10(15) . . ? C15 C10 C8 120.85(16) . . ? C7 C23 C24 129.34(17) . . ? C7 C23 H23 115.3 . . ? C24 C23 H23 115.3 . . ? O1 C24 O2 122.49(18) . . ? O1 C24 C23 128.35(19) . . ? O2 C24 C23 109.15(16) . . ? C16 C21 C20 120.89(18) . . ? C16 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C20 C19 121.63(18) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C14 C15 C10 120.50(19) . . ? C14 C15 H15 119.8 . . ? C10 C15 H15 119.8 . . ? C12 C11 C10 120.89(18) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C18 C19 C20 117.34(18) . . ? C18 C19 C22 121.5(2) . . ? C20 C19 C22 121.1(2) . . ? C14 C13 C12 119.58(18) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C3 C4 C5 119.0(2) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C18 C17 C16 121.06(18) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C6 C1 C2 119.0(2) . . ? C6 C1 H1 120.5 . . ? C2 C1 H1 120.5 . . ? C13 C14 C15 120.83(18) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C13 C12 C11 120.2(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C17 C18 C19 121.6(2) . . ? C17 C18 H18 119.2 . . ? C19 C18 H18 119.2 . . ? C3 C2 C1 121.44(19) . . ? C3 C2 H2 119.3 . . ? C1 C2 H2 119.3 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C26 C25 O2 108.0(2) . . ? C26 C25 H25A 110.1 . . ? O2 C25 H25A 110.1 . . ? C26 C25 H25B 110.1 . . ? O2 C25 H25B 110.1 . . ? H25A C25 H25B 108.4 . . ? C2 C3 C4 120.3(2) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 C16 C9 C8 C10 -0.5(3) . . . . ? C5 C9 C8 C10 -178.87(14) . . . . ? C16 C9 C8 C7 -179.51(14) . . . . ? C5 C9 C8 C7 2.14(18) . . . . ? C23 C7 C8 C9 176.34(15) . . . . ? C6 C7 C8 C9 -1.50(17) . . . . ? C23 C7 C8 C10 -2.7(2) . . . . ? C6 C7 C8 C10 179.50(14) . . . . ? C8 C9 C5 C4 175.18(18) . . . . ? C16 C9 C5 C4 -3.3(3) . . . . ? C8 C9 C5 C6 -2.02(18) . . . . ? C16 C9 C5 C6 179.54(14) . . . . ? C8 C9 C16 C17 133.08(19) . . . . ? C5 C9 C16 C17 -48.8(2) . . . . ? C8 C9 C16 C21 -47.5(2) . . . . ? C5 C9 C16 C21 130.65(18) . . . . ? C4 C5 C6 C1 2.2(3) . . . . ? C9 C5 C6 C1 179.71(15) . . . . ? C4 C5 C6 C7 -176.47(16) . . . . ? C9 C5 C6 C7 1.03(18) . . . . ? C23 C7 C6 C1 4.3(3) . . . . ? C8 C7 C6 C1 -178.19(19) . . . . ? C23 C7 C6 C5 -177.28(18) . . . . ? C8 C7 C6 C5 0.21(17) . . . . ? C9 C8 C10 C11 120.32(19) . . . . ? C7 C8 C10 C11 -60.8(2) . . . . ? C9 C8 C10 C15 -56.2(2) . . . . ? C7 C8 C10 C15 122.61(18) . . . . ? C8 C7 C23 C24 -176.79(16) . . . . ? C6 C7 C23 C24 0.4(3) . . . . ? C25 O2 C24 O1 1.3(3) . . . . ? C25 O2 C24 C23 -178.59(18) . . . . ? C7 C23 C24 O1 -7.7(3) . . . . ? C7 C23 C24 O2 172.19(18) . . . . ? C17 C16 C21 C20 0.5(3) . . . . ? C9 C16 C21 C20 -178.98(16) . . . . ? C16 C21 C20 C19 0.1(3) . . . . ? C11 C10 C15 C14 -1.1(3) . . . . ? C8 C10 C15 C14 175.60(16) . . . . ? C15 C10 C11 C12 0.7(3) . . . . ? C8 C10 C11 C12 -175.95(18) . . . . ? C21 C20 C19 C18 -0.4(3) . . . . ? C21 C20 C19 C22 179.88(19) . . . . ? C6 C5 C4 C3 -0.7(3) . . . . ? C9 C5 C4 C3 -177.58(18) . . . . ? C21 C16 C17 C18 -0.6(3) . . . . ? C9 C16 C17 C18 178.83(17) . . . . ? C5 C6 C1 C2 -1.8(3) . . . . ? C7 C6 C1 C2 176.45(19) . . . . ? C12 C13 C14 C15 0.5(3) . . . . ? C10 C15 C14 C13 0.5(3) . . . . ? C14 C13 C12 C11 -0.9(3) . . . . ? C10 C11 C12 C13 0.3(3) . . . . ? C16 C17 C18 C19 0.3(3) . . . . ? C20 C19 C18 C17 0.3(3) . . . . ? C22 C19 C18 C17 180.0(2) . . . . ? C6 C1 C2 C3 -0.1(3) . . . . ? C24 O2 C25 C26 162.0(3) . . . . ? C1 C2 C3 C4 1.6(4) . . . . ? C5 C4 C3 C2 -1.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.350 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.088