# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Raymond Ziessel' _publ_contact_author_email ZIESSEL@CHIMIE.U-STRASBG.FR _publ_section_title ; Microwave-promoted Hydrogenation and Alkynylation Reactions with Palladium-loaded Multi-walled Carbon Nanotubes ; loop_ _publ_author_name 'Raymond Ziessel' 'Julien Amadou' 'Franck Camerel' 'Jean Olivier' 'Cuong Pham-Huu.' ; P.Retailleau ; # Attachment 'B802014K.cif' data_jho204_ccdc_661999 _database_code_depnum_ccdc_archive 'CCDC 661999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H24 O2' _chemical_formula_sum 'C27 H24 O2' _chemical_formula_weight 380.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.644(1) _cell_length_b 12.047(2) _cell_length_c 16.159(2) _cell_angle_alpha 82.02(5) _cell_angle_beta 82.48(5) _cell_angle_gamma 81.90(4) _cell_volume 1070.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11120 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 23.257 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.956 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'Gaussian integration (Coppens, 1970)' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.250000 -1 0 0 0.350000 0 1 0 0.140000 0 -1 0 0.140000 0 0 1 0.240000 0 0 -1 0.360000 4 -6 -5 0.267000 -1 2 10 0.291000 _exptl_special_details ; 22116 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) on a large prismatic crystal diffracting only up to theta = 23.3 deg. The conditions were as follow : crystal to detector distance = 31.0 mm. Scan angle = 2 deg. 361 scans of 10 sec per frame. Data collection was divided into 9 set(s) with the following starting angles and number of frames : Phi scan1 len= 183.0;theta=2.671 phi= -1.500 omega= 160.000 kappa= 0.000 Omega scan1 len=52.5;theta=-2.385 phi= -47.616 omega=104.709 kappa=154.398 Omega scan2 len=47.2;theta=-2.387 phi=168.550 omega=117.912 kappa= -163.710 Omega scan3 len=48.4; theta=-2.385 phi=90.902 omega=114.959 kappa=139.71 Omega scan4 len=57.6;theta=-2.385 phi= -75.364 omega=152.38 kappa=66.53 Omega scan5 len=104;theta= -2.385 phi=167.396 omega=-208.745 kappa=69.416 Omega scan6 len=50.;theta= -2.385 phi= 19.774 omega= 110.974 kappa= 145.585 Omega scan7 len=105.2;theta= -2.385 phi= -62.783 omega= 95.255 kappa= -72.544 Omega scan8 len=105.5;theta= -2.385 phi= 32.327 omega= 95.255 kappa= -70.148 Friedel opposites merged. Overall R-merge linear = 0.058 ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius kappa-CCD diffractometer' _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 22116 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 23.33 _reflns_number_total 3081 _reflns_number_gt 2158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) COLLECT (Nonius B.V., 1999)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) COLLECT (Nonius B.V., 1999)' _computing_data_reduction 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections except one truncated by the beamstop. 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^)+(0.0820P)^2^+0.0851P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.094(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3081 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1436 _refine_ls_wR_factor_gt 0.1244 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _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 0.3314(3) 0.27326(11) 0.02914(9) 0.0779(5) Uani 1 1 d . . . O2 O 0.4340(3) 0.37680(14) 0.11883(12) 0.1144(7) Uani 1 1 d . . . C1 C 1.3142(3) -0.10998(16) 0.23877(12) 0.0635(5) Uani 1 1 d . . . C2 C 1.1489(3) -0.08999(16) 0.18312(12) 0.0675(5) Uani 1 1 d . . . H2 H 1.1440 -0.1501 0.1533 0.081 Uiso 1 1 calc R . . C3 C 0.9774(3) 0.00888(16) 0.16158(12) 0.0632(5) Uani 1 1 d . . . C4 C 0.9582(4) 0.11224(18) 0.19392(14) 0.0779(6) Uani 1 1 d . . . H4 H 1.0621 0.1213 0.2320 0.093 Uiso 1 1 calc R . . C5 C 0.7886(4) 0.20037(17) 0.17030(13) 0.0764(6) Uani 1 1 d . . . H5 H 0.7784 0.2678 0.1931 0.092 Uiso 1 1 calc R . . C6 C 0.6329(3) 0.19071(16) 0.11335(11) 0.0639(5) Uani 1 1 d . . . C7 C 0.6496(4) 0.08930(17) 0.08038(13) 0.0707(6) Uani 1 1 d . . . H7 H 0.5461 0.0809 0.0420 0.085 Uiso 1 1 calc R . . C8 C 0.8193(4) 0.00091(17) 0.10444(13) 0.0716(6) Uani 1 1 d . . . H8 H 0.8282 -0.0665 0.0816 0.086 Uiso 1 1 calc R . . C9 C 0.4591(4) 0.28981(17) 0.08910(13) 0.0719(6) Uani 1 1 d . . . C10 C 0.1593(4) 0.36755(18) 0.00123(15) 0.0838(7) Uani 1 1 d . . . H10A H 0.2429 0.4300 -0.0265 0.101 Uiso 1 1 calc R . . H10B H 0.0531 0.3929 0.0490 0.101 Uiso 1 1 calc R . . C12 C 1.4684(3) -0.22104(16) 0.25178(11) 0.0620(5) Uani 1 1 d . . . C13 C 1.4185(3) -0.31829(17) 0.22266(13) 0.0724(6) Uani 1 1 d . . . H13 H 1.2839 -0.3144 0.1942 0.087 Uiso 1 1 calc R . . C14 C 1.5632(4) -0.41953(17) 0.23495(13) 0.0732(6) Uani 1 1 d . . . H14 H 1.5244 -0.4823 0.2145 0.088 Uiso 1 1 calc R . . C15 C 1.7638(3) -0.43035(17) 0.27667(12) 0.0661(5) Uani 1 1 d . . . C16 C 1.8127(4) -0.33463(19) 0.30685(13) 0.0755(6) Uani 1 1 d . . . H16 H 1.9463 -0.3394 0.3359 0.091 Uiso 1 1 calc R . . C17 C 1.6690(3) -0.23297(18) 0.29504(13) 0.0729(6) Uani 1 1 d . . . H17 H 1.7072 -0.1708 0.3165 0.087 Uiso 1 1 calc R . . C18 C 1.9294(4) -0.53931(19) 0.28697(15) 0.0892(7) Uani 1 1 d . . . H18A H 1.8359 -0.6008 0.3050 0.134 Uiso 1 1 calc R . . H18B H 2.0349 -0.5357 0.3283 0.134 Uiso 1 1 calc R . . H18C H 2.0232 -0.5510 0.2342 0.134 Uiso 1 1 calc R . . C19 C 1.3578(3) -0.02665(16) 0.28825(12) 0.0671(5) Uani 1 1 d . . . C20 C 1.4154(3) 0.03721(17) 0.33053(13) 0.0690(6) Uani 1 1 d . . . C21 C 1.4914(3) 0.11424(17) 0.37893(12) 0.0661(5) Uani 1 1 d . . . C22 C 1.3810(4) 0.2225(2) 0.38003(17) 0.0961(8) Uani 1 1 d . . . H22 H 1.2497 0.2467 0.3499 0.115 Uiso 1 1 calc R . . C23 C 1.4601(5) 0.2965(2) 0.42488(19) 0.1076(9) Uani 1 1 d . . . H23 H 1.3828 0.3701 0.4233 0.129 Uiso 1 1 calc R . . C11 C 0.0179(4) 0.32905(18) -0.05814(13) 0.0823(7) Uani 1 1 d . . . H11A H 0.1244 0.3046 -0.1053 0.124 Uiso 1 1 calc R . . H11B H -0.0978 0.3903 -0.0774 0.124 Uiso 1 1 calc R . . H11C H -0.0643 0.2674 -0.0301 0.124 Uiso 1 1 calc R . . C24 C 1.6473(5) 0.2652(2) 0.47120(14) 0.0889(7) Uani 1 1 d . . . C25 C 1.7583(5) 0.1572(3) 0.47001(16) 0.1128(10) Uani 1 1 d . . . H25 H 1.8889 0.1334 0.5005 0.135 Uiso 1 1 calc R . . C26 C 1.6819(5) 0.0818(2) 0.42464(17) 0.1033(9) Uani 1 1 d . . . H26 H 1.7611 0.0087 0.4254 0.124 Uiso 1 1 calc R . . C27 C 1.7360(6) 0.3463(3) 0.52026(17) 0.1370(13) Uani 1 1 d . . . H27A H 1.8786 0.3106 0.5443 0.205 Uiso 1 1 calc R . . H27B H 1.6133 0.3672 0.5643 0.205 Uiso 1 1 calc R . . H27C H 1.7725 0.4127 0.4832 0.205 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 0.0949(10) 0.0590(8) 0.0839(10) -0.0155(7) -0.0334(8) 0.0050(7) O2 0.1460(15) 0.0778(11) 0.1318(14) -0.0474(10) -0.0685(12) 0.0262(10) C1 0.0583(11) 0.0629(12) 0.0722(12) -0.0086(9) -0.0108(9) -0.0136(9) C2 0.0678(12) 0.0607(12) 0.0790(13) -0.0145(10) -0.0181(10) -0.0097(10) C3 0.0648(12) 0.0581(12) 0.0682(12) -0.0080(9) -0.0116(9) -0.0093(9) C4 0.0845(14) 0.0722(14) 0.0851(14) -0.0196(11) -0.0326(12) -0.0063(11) C5 0.0927(15) 0.0594(12) 0.0826(14) -0.0198(10) -0.0287(12) -0.0001(11) C6 0.0711(12) 0.0602(12) 0.0617(11) -0.0100(9) -0.0123(9) -0.0057(9) C7 0.0808(14) 0.0604(12) 0.0757(13) -0.0134(10) -0.0252(11) -0.0050(10) C8 0.0801(13) 0.0566(12) 0.0832(14) -0.0161(10) -0.0266(11) -0.0025(10) C9 0.0848(14) 0.0625(13) 0.0722(13) -0.0169(10) -0.0194(11) -0.0036(11) C10 0.1006(16) 0.0596(12) 0.0932(15) -0.0114(11) -0.0388(13) 0.0112(11) C12 0.0564(11) 0.0651(12) 0.0668(12) -0.0091(9) -0.0087(9) -0.0128(9) C13 0.0646(12) 0.0705(13) 0.0887(14) -0.0178(11) -0.0246(11) -0.0081(10) C14 0.0705(13) 0.0631(13) 0.0912(15) -0.0167(10) -0.0180(11) -0.0110(10) C15 0.0620(12) 0.0661(13) 0.0693(12) -0.0069(10) -0.0080(9) -0.0053(10) C16 0.0665(12) 0.0828(15) 0.0819(14) -0.0158(11) -0.0258(11) -0.0033(11) C17 0.0686(13) 0.0702(14) 0.0872(14) -0.0199(11) -0.0243(11) -0.0093(10) C18 0.0863(15) 0.0755(15) 0.1044(17) -0.0098(13) -0.0191(13) 0.0014(12) C19 0.0648(12) 0.0643(12) 0.0748(13) -0.0098(10) -0.0156(10) -0.0085(10) C20 0.0676(12) 0.0687(13) 0.0738(13) -0.0103(10) -0.0196(10) -0.0065(10) C21 0.0685(12) 0.0702(13) 0.0632(12) -0.0120(9) -0.0169(9) -0.0089(10) C22 0.0866(15) 0.0845(16) 0.129(2) -0.0428(14) -0.0470(14) 0.0084(13) C23 0.0952(18) 0.0982(18) 0.144(2) -0.0597(17) -0.0320(17) 0.0006(15) C11 0.0882(15) 0.0776(15) 0.0830(15) -0.0092(11) -0.0228(12) -0.0054(12) C24 0.0961(18) 0.114(2) 0.0674(14) -0.0269(13) -0.0070(12) -0.0368(16) C25 0.122(2) 0.125(2) 0.107(2) -0.0010(17) -0.0692(17) -0.0292(19) C26 0.1134(19) 0.0829(17) 0.123(2) -0.0079(14) -0.0628(17) -0.0037(14) C27 0.153(3) 0.188(3) 0.100(2) -0.067(2) -0.0061(18) -0.083(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C9 1.332(2) . ? O1 C10 1.449(3) . ? O2 C9 1.195(2) . ? C1 C2 1.354(3) . ? C1 C19 1.432(3) . ? C1 C12 1.494(3) . ? C2 C3 1.458(3) . ? C2 H2 0.9300 . ? C3 C8 1.386(3) . ? C3 C4 1.401(3) . ? C4 C5 1.374(3) . ? C4 H4 0.9300 . ? C5 C6 1.379(3) . ? C5 H5 0.9300 . ? C6 C7 1.386(3) . ? C6 C9 1.477(3) . ? C7 C8 1.378(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C10 C11 1.483(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C12 C17 1.388(3) . ? C12 C13 1.398(3) . ? C13 C14 1.374(3) . ? C13 H13 0.9300 . ? C14 C15 1.374(3) . ? C14 H14 0.9300 . ? C15 C16 1.387(3) . ? C15 C18 1.503(3) . ? C16 C17 1.374(3) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.199(3) . ? C20 C21 1.435(3) . ? C21 C26 1.365(3) . ? C21 C22 1.365(3) . ? C22 C23 1.377(3) . ? C22 H22 0.9300 . ? C23 C24 1.355(3) . ? C23 H23 0.9300 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C24 C25 1.363(4) . ? C24 C27 1.514(3) . ? C25 C26 1.388(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 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 C9 O1 C10 116.06(15) . . ? C2 C1 C19 122.98(18) . . ? C2 C1 C12 121.98(18) . . ? C19 C1 C12 115.02(16) . . ? C1 C2 C3 131.57(18) . . ? C1 C2 H2 114.2 . . ? C3 C2 H2 114.2 . . ? C8 C3 C4 116.78(18) . . ? C8 C3 C2 117.83(17) . . ? C4 C3 C2 125.39(17) . . ? C5 C4 C3 121.06(18) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 121.26(19) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C7 118.56(19) . . ? C5 C6 C9 118.39(18) . . ? C7 C6 C9 123.03(18) . . ? C8 C7 C6 120.04(18) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C3 122.30(18) . . ? C7 C8 H8 118.9 . . ? C3 C8 H8 118.9 . . ? O2 C9 O1 122.5(2) . . ? O2 C9 C6 124.54(19) . . ? O1 C9 C6 112.92(17) . . ? O1 C10 C11 107.99(17) . . ? O1 C10 H10A 110.1 . . ? C11 C10 H10A 110.1 . . ? O1 C10 H10B 110.1 . . ? C11 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? C17 C12 C13 116.34(19) . . ? C17 C12 C1 121.08(17) . . ? C13 C12 C1 122.58(16) . . ? C14 C13 C12 121.67(17) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C15 C14 C13 121.69(19) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C16 117.01(19) . . ? C14 C15 C18 122.08(19) . . ? C16 C15 C18 120.88(18) . . ? C17 C16 C15 121.81(18) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C12 121.46(19) . . ? C16 C17 H17 119.3 . . ? C12 C17 H17 119.3 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C1 173.7(2) . . ? C19 C20 C21 178.0(2) . . ? C26 C21 C22 117.5(2) . . ? C26 C21 C20 120.7(2) . . ? C22 C21 C20 121.89(18) . . ? C21 C22 C23 121.3(2) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.4 . . ? C24 C23 C22 121.9(3) . . ? C24 C23 H23 119.1 . . ? C22 C23 H23 119.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C23 C24 C25 116.9(2) . . ? C23 C24 C27 122.1(3) . . ? C25 C24 C27 120.9(3) . . ? C24 C25 C26 121.9(2) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C21 C26 C25 120.5(2) . . ? C21 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 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 C19 C1 C2 C3 -2.8(3) . . . . ? C12 C1 C2 C3 178.33(19) . . . . ? C1 C2 C3 C8 -176.2(2) . . . . ? C1 C2 C3 C4 3.8(4) . . . . ? C8 C3 C4 C5 0.7(3) . . . . ? C2 C3 C4 C5 -179.3(2) . . . . ? C3 C4 C5 C6 -0.7(4) . . . . ? C4 C5 C6 C7 0.4(3) . . . . ? C4 C5 C6 C9 -178.4(2) . . . . ? C5 C6 C7 C8 -0.1(3) . . . . ? C9 C6 C7 C8 178.64(19) . . . . ? C6 C7 C8 C3 0.2(3) . . . . ? C4 C3 C8 C7 -0.4(3) . . . . ? C2 C3 C8 C7 179.60(19) . . . . ? C10 O1 C9 O2 0.3(3) . . . . ? C10 O1 C9 C6 -179.16(18) . . . . ? C5 C6 C9 O2 -4.3(3) . . . . ? C7 C6 C9 O2 176.9(2) . . . . ? C5 C6 C9 O1 175.14(18) . . . . ? C7 C6 C9 O1 -3.7(3) . . . . ? C9 O1 C10 C11 -173.93(17) . . . . ? C2 C1 C12 C17 166.32(19) . . . . ? C19 C1 C12 C17 -12.6(3) . . . . ? C2 C1 C12 C13 -14.6(3) . . . . ? C19 C1 C12 C13 166.46(18) . . . . ? C17 C12 C13 C14 -1.2(3) . . . . ? C1 C12 C13 C14 179.70(18) . . . . ? C12 C13 C14 C15 0.2(3) . . . . ? C13 C14 C15 C16 0.7(3) . . . . ? C13 C14 C15 C18 -177.1(2) . . . . ? C14 C15 C16 C17 -0.6(3) . . . . ? C18 C15 C16 C17 177.3(2) . . . . ? C15 C16 C17 C12 -0.4(3) . . . . ? C13 C12 C17 C16 1.3(3) . . . . ? C1 C12 C17 C16 -179.59(19) . . . . ? C26 C21 C22 C23 0.6(4) . . . . ? C20 C21 C22 C23 -178.1(2) . . . . ? C21 C22 C23 C24 -1.3(4) . . . . ? C22 C23 C24 C25 1.4(4) . . . . ? C22 C23 C24 C27 179.7(2) . . . . ? C23 C24 C25 C26 -1.0(4) . . . . ? C27 C24 C25 C26 -179.2(2) . . . . ? C22 C21 C26 C25 -0.1(4) . . . . ? C20 C21 C26 C25 178.6(2) . . . . ? C24 C25 C26 C21 0.3(4) . . . . ? _diffrn_measured_fraction_theta_max .992 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full .992 _refine_diff_density_max .162 _refine_diff_density_min -.121 _refine_diff_density_rms .027