# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_11 _database_code_depnum_ccdc_archive 'CCDC 880434' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H36 O2' _chemical_formula_sum 'C40 H36 O2' _chemical_formula_weight 548.69 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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.395(5) _cell_length_b 12.771(6) _cell_length_c 13.799(7) _cell_angle_alpha 104.045(8) _cell_angle_beta 107.143(4) _cell_angle_gamma 106.279(6) _cell_volume 1419.9(12) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4969 _cell_measurement_theta_min 1.6517 _cell_measurement_theta_max 30.6839 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.283 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_max 0.9985 _exptl_absorpt_correction_T_min 0.9930 _exptl_absorpt_process_details 'T. Higashi, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite - Rigaku SHINE' _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 13837 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0763 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 26.50 _reflns_number_total 5859 _reflns_number_gt 4112 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_structure_solution 'SHELXS-97 (Acta Cryst.2008, A64, 112-122)' _computing_structure_refinement 'SHELXL-97 (Acta Cryst.2008, A64, 112-122)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _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^)+(0.0562P)^2^+0.6960P] 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 5859 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1271 _refine_ls_R_factor_gt 0.0884 _refine_ls_wR_factor_ref 0.1924 _refine_ls_wR_factor_gt 0.1702 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _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 0.7517(3) 1.00056(18) 0.59102(17) 0.0449(6) Uani 1 1 d . . . O2 O 0.6337(3) 0.56721(19) 0.17777(18) 0.0460(6) Uani 1 1 d . . . C1 C 0.5856(4) 0.4494(3) 0.1339(2) 0.0348(7) Uani 1 1 d . . . C2 C 0.6131(4) 0.3907(3) 0.0466(2) 0.0404(8) Uani 1 1 d . . . H2 H 0.6725 0.4331 0.0140 0.048 Uiso 1 1 calc R . . C3 C 0.5532(4) 0.2701(3) 0.0075(2) 0.0441(8) Uani 1 1 d . . . H3 H 0.5735 0.2299 -0.0514 0.053 Uiso 1 1 calc R . . C4 C 0.4644(4) 0.2071(3) 0.0527(2) 0.0423(8) Uani 1 1 d . . . H4 H 0.4234 0.1242 0.0250 0.051 Uiso 1 1 calc R . . C5 C 0.4355(4) 0.2660(3) 0.1394(2) 0.0378(7) Uani 1 1 d . . . H5 H 0.3737 0.2228 0.1702 0.045 Uiso 1 1 calc R . . C6 C 0.4955(3) 0.3865(3) 0.1813(2) 0.0318(7) Uani 1 1 d . . . C7 C 0.4651(3) 0.4546(2) 0.2723(2) 0.0289(6) Uani 1 1 d . . . C8 C 0.3132(3) 0.4573(2) 0.2545(2) 0.0303(7) Uani 1 1 d . . . C9 C 0.1605(4) 0.3851(3) 0.1553(2) 0.0384(8) Uani 1 1 d . . . H9A H 0.1149 0.3046 0.1540 0.046 Uiso 1 1 calc R . . H9B H 0.1799 0.3819 0.0881 0.046 Uiso 1 1 calc R . . C10 C 0.0477(4) 0.4501(3) 0.1674(3) 0.0460(8) Uani 1 1 d . . . H10A H -0.0646 0.3941 0.1407 0.055 Uiso 1 1 calc R . . H10B H 0.0512 0.5034 0.1259 0.055 Uiso 1 1 calc R . . C11 C 0.1109(4) 0.5197(3) 0.2903(2) 0.0357(7) Uani 1 1 d . . . H11A H 0.1008 0.5965 0.3031 0.043 Uiso 1 1 calc R . . H11B H 0.0516 0.4760 0.3257 0.043 Uiso 1 1 calc R . . C12 C 0.2850(3) 0.5338(2) 0.3315(2) 0.0289(6) Uani 1 1 d . . . C13 C 0.4103(3) 0.6119(2) 0.4291(2) 0.0276(6) Uani 1 1 d . . . C14 C 0.3897(3) 0.6969(2) 0.5079(2) 0.0297(6) Uani 1 1 d . . . H14 H 0.2848 0.6960 0.4975 0.036 Uiso 1 1 calc R . . C15 C 0.5169(3) 0.7780(2) 0.5965(2) 0.0304(6) Uani 1 1 d . . . H15 H 0.5002 0.8355 0.6451 0.036 Uiso 1 1 calc R . . C16 C 0.6759(3) 0.7792(2) 0.6188(2) 0.0274(6) Uani 1 1 d . . . C17 C 0.8110(3) 0.8700(2) 0.7072(2) 0.0277(6) Uani 1 1 d . . . C18 C 0.9604(3) 0.8613(2) 0.7295(2) 0.0301(7) Uani 1 1 d . . . C19 C 1.1199(4) 0.9472(3) 0.8186(2) 0.0358(7) Uani 1 1 d . . . H19A H 1.1133 0.9613 0.8906 0.043 Uiso 1 1 calc R . . H19B H 1.1522 1.0226 0.8072 0.043 Uiso 1 1 calc R . . C20 C 1.2388(4) 0.8885(3) 0.8098(2) 0.0442(8) Uani 1 1 d . . . H20A H 1.2667 0.8591 0.8700 0.053 Uiso 1 1 calc R . . H20B H 1.3390 0.9451 0.8136 0.053 Uiso 1 1 calc R . . C21 C 1.1581(4) 0.7870(3) 0.7004(2) 0.0381(7) Uani 1 1 d . . . H21A H 1.2036 0.8065 0.6480 0.046 Uiso 1 1 calc R . . H21B H 1.1716 0.7153 0.7094 0.046 Uiso 1 1 calc R . . C22 C 0.9833(3) 0.7716(2) 0.6636(2) 0.0297(6) Uani 1 1 d . . . C23 C 0.8553(3) 0.6878(2) 0.5688(2) 0.0275(6) Uani 1 1 d . . . C24 C 0.8760(4) 0.6017(2) 0.4914(2) 0.0317(7) Uani 1 1 d . . . H24 H 0.9789 0.5969 0.5062 0.038 Uiso 1 1 calc R . . C25 C 0.7514(3) 0.5273(2) 0.3977(2) 0.0313(7) Uani 1 1 d . . . H25 H 0.7698 0.4729 0.3471 0.038 Uiso 1 1 calc R . . C26 C 0.5933(3) 0.5284(2) 0.3728(2) 0.0279(6) Uani 1 1 d . . . C27 C 0.5658(3) 0.6079(2) 0.4505(2) 0.0271(6) Uani 1 1 d . . . C28 C 0.6995(3) 0.6903(2) 0.5480(2) 0.0250(6) Uani 1 1 d . . . C29 C 0.8002(3) 0.9825(2) 0.7604(2) 0.0308(7) Uani 1 1 d . . . C30 C 0.8288(4) 1.0282(3) 0.8692(2) 0.0378(7) Uani 1 1 d . . . H30 H 0.8499 0.9842 0.9144 0.045 Uiso 1 1 calc R . . C31 C 0.8272(4) 1.1378(3) 0.9133(3) 0.0455(8) Uani 1 1 d . . . H31 H 0.8448 1.1673 0.9878 0.055 Uiso 1 1 calc R . . C32 C 0.8003(4) 1.2037(3) 0.8498(3) 0.0430(8) Uani 1 1 d . . . H32 H 0.8012 1.2791 0.8809 0.052 Uiso 1 1 calc R . . C33 C 0.7716(4) 1.1607(3) 0.7401(3) 0.0375(7) Uani 1 1 d . . . H33 H 0.7520 1.2059 0.6959 0.045 Uiso 1 1 calc R . . C34 C 0.7721(3) 1.0510(2) 0.6961(2) 0.0318(7) Uani 1 1 d . . . C35 C 0.7189(4) 1.0568(3) 0.5143(2) 0.0399(8) Uani 1 1 d . . . H35A H 0.8172 1.1223 0.5275 0.048 Uiso 1 1 calc R . . H35B H 0.6342 1.0873 0.5189 0.048 Uiso 1 1 calc R . . C36 C 0.6622(4) 0.9631(3) 0.4040(2) 0.0397(8) Uani 1 1 d . . . H36A H 0.6295 0.9964 0.3473 0.048 Uiso 1 1 calc R . . H36B H 0.5654 0.8984 0.3943 0.048 Uiso 1 1 calc R . . C37 C 0.7854(4) 0.9129(3) 0.3859(2) 0.0381(8) Uani 1 1 d . . . H37A H 0.8304 0.8894 0.4478 0.046 Uiso 1 1 calc R . . H37B H 0.8750 0.9740 0.3834 0.046 Uiso 1 1 calc R . . C38 C 0.7117(4) 0.8075(3) 0.2808(2) 0.0373(7) Uani 1 1 d . . . H38A H 0.6233 0.7463 0.2842 0.045 Uiso 1 1 calc R . . H38B H 0.6645 0.8310 0.2194 0.045 Uiso 1 1 calc R . . C39 C 0.8311(4) 0.7568(3) 0.2590(3) 0.0428(8) Uani 1 1 d . . . H39A H 0.8865 0.7413 0.3238 0.051 Uiso 1 1 calc R . . H39B H 0.9136 0.8159 0.2486 0.051 Uiso 1 1 calc R . . C40 C 0.7588(4) 0.6449(3) 0.1609(3) 0.0406(8) Uani 1 1 d . . . H40A H 0.7145 0.6596 0.0932 0.049 Uiso 1 1 calc R . . H40B H 0.8411 0.6118 0.1559 0.049 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 0.0714(17) 0.0396(13) 0.0352(12) 0.0164(10) 0.0246(12) 0.0306(12) O2 0.0524(15) 0.0411(13) 0.0516(14) 0.0133(11) 0.0343(12) 0.0155(11) C1 0.0302(16) 0.0433(18) 0.0310(16) 0.0075(13) 0.0119(13) 0.0188(14) C2 0.0315(17) 0.059(2) 0.0334(17) 0.0144(15) 0.0142(14) 0.0210(15) C3 0.0353(18) 0.063(2) 0.0300(17) 0.0031(15) 0.0089(14) 0.0281(17) C4 0.0376(18) 0.0437(19) 0.0372(18) 0.0018(14) 0.0084(15) 0.0209(15) C5 0.0367(18) 0.0396(18) 0.0335(17) 0.0047(13) 0.0123(14) 0.0179(14) C6 0.0284(16) 0.0375(17) 0.0271(15) 0.0049(12) 0.0113(13) 0.0142(13) C7 0.0303(16) 0.0273(15) 0.0318(15) 0.0087(12) 0.0163(13) 0.0117(12) C8 0.0287(16) 0.0319(16) 0.0329(16) 0.0123(12) 0.0134(13) 0.0127(12) C9 0.0311(17) 0.0406(18) 0.0338(17) 0.0059(13) 0.0086(14) 0.0104(14) C10 0.0319(18) 0.053(2) 0.044(2) 0.0088(16) 0.0068(15) 0.0189(15) C11 0.0293(16) 0.0359(17) 0.0408(18) 0.0109(14) 0.0121(14) 0.0148(13) C12 0.0244(15) 0.0315(16) 0.0361(16) 0.0151(12) 0.0128(13) 0.0146(12) C13 0.0243(15) 0.0263(15) 0.0337(15) 0.0103(12) 0.0134(12) 0.0098(12) C14 0.0242(15) 0.0332(16) 0.0372(16) 0.0108(13) 0.0148(13) 0.0172(12) C15 0.0328(16) 0.0318(16) 0.0309(15) 0.0084(12) 0.0151(13) 0.0182(13) C16 0.0268(15) 0.0306(15) 0.0289(15) 0.0107(12) 0.0134(12) 0.0137(12) C17 0.0294(15) 0.0304(15) 0.0270(14) 0.0106(12) 0.0132(12) 0.0138(12) C18 0.0309(16) 0.0312(16) 0.0275(15) 0.0105(12) 0.0118(13) 0.0105(12) C19 0.0338(17) 0.0358(17) 0.0319(16) 0.0070(13) 0.0088(14) 0.0134(13) C20 0.0313(18) 0.058(2) 0.0342(17) 0.0077(15) 0.0074(14) 0.0178(16) C21 0.0316(17) 0.0372(17) 0.0410(18) 0.0091(14) 0.0103(14) 0.0150(14) C22 0.0287(16) 0.0327(16) 0.0303(15) 0.0121(12) 0.0115(13) 0.0144(12) C23 0.0279(15) 0.0298(15) 0.0281(15) 0.0115(12) 0.0107(12) 0.0149(12) C24 0.0278(16) 0.0345(16) 0.0363(16) 0.0096(13) 0.0138(13) 0.0181(13) C25 0.0336(17) 0.0324(16) 0.0303(15) 0.0050(12) 0.0150(13) 0.0184(13) C26 0.0278(15) 0.0282(15) 0.0307(15) 0.0094(12) 0.0140(12) 0.0131(12) C27 0.0281(15) 0.0283(15) 0.0310(15) 0.0111(12) 0.0146(12) 0.0157(12) C28 0.0282(15) 0.0252(14) 0.0262(14) 0.0091(11) 0.0128(12) 0.0142(12) C29 0.0286(16) 0.0313(16) 0.0320(16) 0.0077(12) 0.0129(13) 0.0123(12) C30 0.0439(19) 0.0360(17) 0.0345(17) 0.0090(13) 0.0168(15) 0.0179(14) C31 0.050(2) 0.0407(19) 0.0412(19) 0.0045(15) 0.0211(16) 0.0157(16) C32 0.0421(19) 0.0321(17) 0.055(2) 0.0067(15) 0.0258(17) 0.0140(14) C33 0.0339(17) 0.0336(17) 0.0488(19) 0.0153(14) 0.0196(15) 0.0140(14) C34 0.0302(16) 0.0309(16) 0.0362(16) 0.0083(12) 0.0159(13) 0.0142(13) C35 0.0445(19) 0.0441(19) 0.0440(19) 0.0253(15) 0.0200(16) 0.0238(15) C36 0.0321(17) 0.049(2) 0.0369(17) 0.0180(15) 0.0110(14) 0.0146(15) C37 0.0317(17) 0.0476(19) 0.0327(17) 0.0161(14) 0.0109(14) 0.0119(15) C38 0.0294(16) 0.0432(18) 0.0370(17) 0.0143(14) 0.0125(14) 0.0113(14) C39 0.0318(17) 0.0448(19) 0.049(2) 0.0129(15) 0.0157(15) 0.0135(14) C40 0.0345(18) 0.0463(19) 0.0431(19) 0.0146(15) 0.0199(15) 0.0146(15) _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 C34 1.367(3) . ? O1 C35 1.425(3) . ? O2 C1 1.361(4) . ? O2 C40 1.428(4) . ? C1 C2 1.390(4) . ? C1 C6 1.410(4) . ? C2 C3 1.383(5) . ? C2 H2 0.9500 . ? C3 C4 1.382(5) . ? C3 H3 0.9500 . ? C4 C5 1.393(4) . ? C4 H4 0.9500 . ? C5 C6 1.382(4) . ? C5 H5 0.9500 . ? C6 C7 1.496(4) . ? C7 C8 1.386(4) . ? C7 C26 1.416(4) . ? C8 C12 1.400(4) . ? C8 C9 1.507(4) . ? C9 C10 1.539(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.548(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.506(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.397(4) . ? C13 C27 1.421(4) . ? C13 C14 1.436(4) . ? C14 C15 1.351(4) . ? C14 H14 0.9500 . ? C15 C16 1.428(4) . ? C15 H15 0.9500 . ? C16 C17 1.420(4) . ? C16 C28 1.422(4) . ? C17 C18 1.388(4) . ? C17 C29 1.492(4) . ? C18 C22 1.390(4) . ? C18 C19 1.517(4) . ? C19 C20 1.527(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.535(4) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.507(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.405(4) . ? C23 C28 1.418(4) . ? C23 C24 1.435(4) . ? C24 C25 1.354(4) . ? C24 H24 0.9500 . ? C25 C26 1.428(4) . ? C25 H25 0.9500 . ? C26 C27 1.425(4) . ? C27 C28 1.439(4) . ? C29 C30 1.385(4) . ? C29 C34 1.411(4) . ? C30 C31 1.391(4) . ? C30 H30 0.9500 . ? C31 C32 1.374(5) . ? C31 H31 0.9500 . ? C32 C33 1.392(4) . ? C32 H32 0.9500 . ? C33 C34 1.387(4) . ? C33 H33 0.9500 . ? C35 C36 1.521(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.524(5) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.527(4) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.510(5) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.521(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9900 . ? C40 H40B 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 C34 O1 C35 121.3(2) . . ? C1 O2 C40 121.7(2) . . ? O2 C1 C2 125.2(3) . . ? O2 C1 C6 114.4(3) . . ? C2 C1 C6 120.4(3) . . ? C3 C2 C1 119.5(3) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C4 C3 C2 121.0(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 119.4(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 121.0(3) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 118.8(3) . . ? C5 C6 C7 123.4(3) . . ? C1 C6 C7 117.8(3) . . ? C8 C7 C26 118.8(3) . . ? C8 C7 C6 119.7(3) . . ? C26 C7 C6 121.0(3) . . ? C7 C8 C12 121.7(3) . . ? C7 C8 C9 127.6(3) . . ? C12 C8 C9 110.7(3) . . ? C8 C9 C10 103.5(2) . . ? C8 C9 H9A 111.1 . . ? C10 C9 H9A 111.1 . . ? C8 C9 H9B 111.1 . . ? C10 C9 H9B 111.1 . . ? H9A C9 H9B 109.0 . . ? C9 C10 C11 105.6(2) . . ? C9 C10 H10A 110.6 . . ? C11 C10 H10A 110.6 . . ? C9 C10 H10B 110.6 . . ? C11 C10 H10B 110.6 . . ? H10A C10 H10B 108.7 . . ? C12 C11 C10 103.5(2) . . ? C12 C11 H11A 111.1 . . ? C10 C11 H11A 111.1 . . ? C12 C11 H11B 111.1 . . ? C10 C11 H11B 111.1 . . ? H11A C11 H11B 109.0 . . ? C13 C12 C8 121.0(3) . . ? C13 C12 C11 128.5(3) . . ? C8 C12 C11 110.5(2) . . ? C12 C13 C27 118.1(3) . . ? C12 C13 C14 123.2(3) . . ? C27 C13 C14 118.7(2) . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 121.6(3) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C17 C16 C28 119.6(3) . . ? C17 C16 C15 121.4(3) . . ? C28 C16 C15 119.0(3) . . ? C18 C17 C16 118.4(3) . . ? C18 C17 C29 119.7(3) . . ? C16 C17 C29 120.7(3) . . ? C17 C18 C22 122.1(3) . . ? C17 C18 C19 127.5(3) . . ? C22 C18 C19 110.3(3) . . ? C18 C19 C20 104.4(2) . . ? C18 C19 H19A 110.9 . . ? C20 C19 H19A 110.9 . . ? C18 C19 H19B 110.9 . . ? C20 C19 H19B 110.9 . . ? H19A C19 H19B 108.9 . . ? C19 C20 C21 107.7(2) . . ? C19 C20 H20A 110.2 . . ? C21 C20 H20A 110.2 . . ? C19 C20 H20B 110.2 . . ? C21 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? C22 C21 C20 103.8(3) . . ? C22 C21 H21A 111.0 . . ? C20 C21 H21A 111.0 . . ? C22 C21 H21B 111.0 . . ? C20 C21 H21B 111.0 . . ? H21A C21 H21B 109.0 . . ? C18 C22 C23 120.6(3) . . ? C18 C22 C21 111.7(3) . . ? C23 C22 C21 127.3(3) . . ? C22 C23 C28 118.3(3) . . ? C22 C23 C24 122.9(3) . . ? C28 C23 C24 118.8(2) . . ? C25 C24 C23 121.1(3) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 121.8(3) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C7 C26 C27 119.6(3) . . ? C7 C26 C25 121.7(3) . . ? C27 C26 C25 118.7(3) . . ? C13 C27 C26 120.6(3) . . ? C13 C27 C28 119.8(3) . . ? C26 C27 C28 119.4(3) . . ? C23 C28 C16 120.5(2) . . ? C23 C28 C27 120.0(2) . . ? C16 C28 C27 119.4(3) . . ? C30 C29 C34 118.1(3) . . ? C30 C29 C17 124.9(3) . . ? C34 C29 C17 116.7(2) . . ? C29 C30 C31 120.9(3) . . ? C29 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C32 C31 C30 120.4(3) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C31 C32 C33 120.4(3) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C34 C33 C32 119.1(3) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? O1 C34 C33 125.0(3) . . ? O1 C34 C29 113.8(2) . . ? C33 C34 C29 121.2(3) . . ? O1 C35 C36 105.3(2) . . ? O1 C35 H35A 110.7 . . ? C36 C35 H35A 110.7 . . ? O1 C35 H35B 110.7 . . ? C36 C35 H35B 110.7 . . ? H35A C35 H35B 108.8 . . ? C35 C36 C37 115.4(3) . . ? C35 C36 H36A 108.4 . . ? C37 C36 H36A 108.4 . . ? C35 C36 H36B 108.4 . . ? C37 C36 H36B 108.4 . . ? H36A C36 H36B 107.5 . . ? C36 C37 C38 112.0(3) . . ? C36 C37 H37A 109.2 . . ? C38 C37 H37A 109.2 . . ? C36 C37 H37B 109.2 . . ? C38 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? C39 C38 C37 113.5(3) . . ? C39 C38 H38A 108.9 . . ? C37 C38 H38A 108.9 . . ? C39 C38 H38B 108.9 . . ? C37 C38 H38B 108.9 . . ? H38A C38 H38B 107.7 . . ? C38 C39 C40 114.9(3) . . ? C38 C39 H39A 108.5 . . ? C40 C39 H39A 108.5 . . ? C38 C39 H39B 108.5 . . ? C40 C39 H39B 108.5 . . ? H39A C39 H39B 107.5 . . ? O2 C40 C39 105.3(2) . . ? O2 C40 H40A 110.7 . . ? C39 C40 H40A 110.7 . . ? O2 C40 H40B 110.7 . . ? C39 C40 H40B 110.7 . . ? H40A C40 H40B 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 C40 O2 C1 C2 -19.5(5) . . . . ? C40 O2 C1 C6 163.3(3) . . . . ? O2 C1 C2 C3 -178.0(3) . . . . ? C6 C1 C2 C3 -0.9(4) . . . . ? C1 C2 C3 C4 1.0(5) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C3 C4 C5 C6 -0.5(5) . . . . ? C4 C5 C6 C1 0.7(5) . . . . ? C4 C5 C6 C7 178.4(3) . . . . ? O2 C1 C6 C5 177.4(3) . . . . ? C2 C1 C6 C5 0.1(4) . . . . ? O2 C1 C6 C7 -0.5(4) . . . . ? C2 C1 C6 C7 -177.8(3) . . . . ? C5 C6 C7 C8 -71.7(4) . . . . ? C1 C6 C7 C8 106.1(3) . . . . ? C5 C6 C7 C26 116.3(3) . . . . ? C1 C6 C7 C26 -65.9(4) . . . . ? C26 C7 C8 C12 2.4(4) . . . . ? C6 C7 C8 C12 -169.8(3) . . . . ? C26 C7 C8 C9 -178.7(3) . . . . ? C6 C7 C8 C9 9.1(4) . . . . ? C7 C8 C9 C10 -163.7(3) . . . . ? C12 C8 C9 C10 15.3(3) . . . . ? C8 C9 C10 C11 -23.9(3) . . . . ? C9 C10 C11 C12 23.8(3) . . . . ? C7 C8 C12 C13 0.9(4) . . . . ? C9 C8 C12 C13 -178.2(3) . . . . ? C7 C8 C12 C11 178.9(3) . . . . ? C9 C8 C12 C11 -0.1(3) . . . . ? C10 C11 C12 C13 162.9(3) . . . . ? C10 C11 C12 C8 -15.0(3) . . . . ? C8 C12 C13 C27 -2.9(4) . . . . ? C11 C12 C13 C27 179.5(3) . . . . ? C8 C12 C13 C14 176.2(2) . . . . ? C11 C12 C13 C14 -1.5(5) . . . . ? C12 C13 C14 C15 -173.7(3) . . . . ? C27 C13 C14 C15 5.4(4) . . . . ? C13 C14 C15 C16 -3.3(4) . . . . ? C14 C15 C16 C17 174.9(3) . . . . ? C14 C15 C16 C28 -2.3(4) . . . . ? C28 C16 C17 C18 -7.8(4) . . . . ? C15 C16 C17 C18 175.1(2) . . . . ? C28 C16 C17 C29 160.1(2) . . . . ? C15 C16 C17 C29 -17.1(4) . . . . ? C16 C17 C18 C22 4.9(4) . . . . ? C29 C17 C18 C22 -163.1(3) . . . . ? C16 C17 C18 C19 179.7(3) . . . . ? C29 C17 C18 C19 11.7(4) . . . . ? C17 C18 C19 C20 175.8(3) . . . . ? C22 C18 C19 C20 -8.9(3) . . . . ? C18 C19 C20 C21 14.1(3) . . . . ? C19 C20 C21 C22 -14.0(3) . . . . ? C17 C18 C22 C23 2.1(4) . . . . ? C19 C18 C22 C23 -173.5(2) . . . . ? C17 C18 C22 C21 175.7(3) . . . . ? C19 C18 C22 C21 0.1(3) . . . . ? C20 C21 C22 C18 8.7(3) . . . . ? C20 C21 C22 C23 -178.3(3) . . . . ? C18 C22 C23 C28 -6.1(4) . . . . ? C21 C22 C23 C28 -178.5(3) . . . . ? C18 C22 C23 C24 172.5(3) . . . . ? C21 C22 C23 C24 0.1(4) . . . . ? C22 C23 C24 C25 -175.7(3) . . . . ? C28 C23 C24 C25 3.0(4) . . . . ? C23 C24 C25 C26 -1.9(4) . . . . ? C8 C7 C26 C27 -3.5(4) . . . . ? C6 C7 C26 C27 168.5(2) . . . . ? C8 C7 C26 C25 178.0(3) . . . . ? C6 C7 C26 C25 -10.0(4) . . . . ? C24 C25 C26 C7 176.7(3) . . . . ? C24 C25 C26 C27 -1.8(4) . . . . ? C12 C13 C27 C26 1.7(4) . . . . ? C14 C13 C27 C26 -177.4(2) . . . . ? C12 C13 C27 C28 177.3(2) . . . . ? C14 C13 C27 C28 -1.8(4) . . . . ? C7 C26 C27 C13 1.5(4) . . . . ? C25 C26 C27 C13 -180.0(2) . . . . ? C7 C26 C27 C28 -174.1(2) . . . . ? C25 C26 C27 C28 4.4(4) . . . . ? C22 C23 C28 C16 3.1(4) . . . . ? C24 C23 C28 C16 -175.6(2) . . . . ? C22 C23 C28 C27 178.4(2) . . . . ? C24 C23 C28 C27 -0.3(4) . . . . ? C17 C16 C28 C23 3.8(4) . . . . ? C15 C16 C28 C23 -178.9(2) . . . . ? C17 C16 C28 C27 -171.5(2) . . . . ? C15 C16 C28 C27 5.7(4) . . . . ? C13 C27 C28 C23 -179.0(2) . . . . ? C26 C27 C28 C23 -3.4(4) . . . . ? C13 C27 C28 C16 -3.6(4) . . . . ? C26 C27 C28 C16 172.0(2) . . . . ? C18 C17 C29 C30 -70.8(4) . . . . ? C16 C17 C29 C30 121.5(3) . . . . ? C18 C17 C29 C34 103.5(3) . . . . ? C16 C17 C29 C34 -64.1(4) . . . . ? C34 C29 C30 C31 1.0(5) . . . . ? C17 C29 C30 C31 175.3(3) . . . . ? C29 C30 C31 C32 -1.3(5) . . . . ? C30 C31 C32 C33 1.1(5) . . . . ? C31 C32 C33 C34 -0.6(5) . . . . ? C35 O1 C34 C33 -3.4(5) . . . . ? C35 O1 C34 C29 178.7(3) . . . . ? C32 C33 C34 O1 -177.4(3) . . . . ? C32 C33 C34 C29 0.3(5) . . . . ? C30 C29 C34 O1 177.4(3) . . . . ? C17 C29 C34 O1 2.7(4) . . . . ? C30 C29 C34 C33 -0.5(4) . . . . ? C17 C29 C34 C33 -175.3(3) . . . . ? C34 O1 C35 C36 -165.8(3) . . . . ? O1 C35 C36 C37 -62.6(3) . . . . ? C35 C36 C37 C38 171.4(2) . . . . ? C36 C37 C38 C39 178.9(3) . . . . ? C37 C38 C39 C40 174.3(3) . . . . ? C1 O2 C40 C39 -153.4(3) . . . . ? C38 C39 C40 O2 -54.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.211 _refine_diff_density_min -0.246 _refine_diff_density_rms 0.054 _iucr_refine_instructions_details ; TITL _11 CELL 0.71075 9.39490 12.77060 13.79910 104.045 107.143 106.279 ZERR 2 0.00470 0.00640 0.00700 0.008 0.004 0.006 LATT 1 SFAC C H O UNIT 80 72 4 SHEL 8.147145 0.796448 L.S. 5 FMAP 2 PLAN -25 BOND $H CONF LIST 4 TEMP -120.0 ACTA SIZE 0.110 0.110 0.040 LIST 4 WGHT 0.056200 0.696000 FVAR 1.19186 O1 3 0.751710 1.000565 0.591017 11.00000 0.07145 0.03957 = 0.03520 0.01641 0.02462 0.03063 O2 3 0.633727 0.567210 0.177767 11.00000 0.05244 0.04108 = 0.05156 0.01332 0.03427 0.01550 C1 1 0.585600 0.449355 0.133867 11.00000 0.03019 0.04330 = 0.03099 0.00747 0.01187 0.01883 C2 1 0.613071 0.390679 0.046563 11.00000 0.03151 0.05893 = 0.03337 0.01441 0.01421 0.02097 AFIX 43 H2 2 0.672468 0.433100 0.014038 11.00000 -1.20000 AFIX 0 C3 1 0.553231 0.270083 0.007473 11.00000 0.03529 0.06268 = 0.03001 0.00314 0.00888 0.02808 AFIX 43 H3 2 0.573483 0.229947 -0.051395 11.00000 -1.20000 AFIX 0 C4 1 0.464416 0.207064 0.052745 11.00000 0.03758 0.04368 = 0.03724 0.00183 0.00840 0.02089 AFIX 43 H4 2 0.423395 0.124208 0.024987 11.00000 -1.20000 AFIX 0 C5 1 0.435525 0.266036 0.139429 11.00000 0.03667 0.03964 = 0.03352 0.00469 0.01225 0.01794 AFIX 43 H5 2 0.373703 0.222794 0.170226 11.00000 -1.20000 AFIX 0 C6 1 0.495493 0.386529 0.181271 11.00000 0.02839 0.03754 = 0.02712 0.00486 0.01128 0.01416 C7 1 0.465090 0.454638 0.272319 11.00000 0.03031 0.02733 = 0.03175 0.00871 0.01629 0.01165 C8 1 0.313236 0.457263 0.254516 11.00000 0.02870 0.03186 = 0.03291 0.01230 0.01343 0.01273 C9 1 0.160465 0.385092 0.155260 11.00000 0.03111 0.04058 = 0.03376 0.00586 0.00864 0.01038 AFIX 23 H9A 2 0.114909 0.304595 0.153957 11.00000 -1.20000 H9B 2 0.179939 0.381928 0.088093 11.00000 -1.20000 AFIX 0 C10 1 0.047682 0.450082 0.167407 11.00000 0.03189 0.05265 = 0.04448 0.00884 0.00685 0.01885 AFIX 23 H10A 2 -0.064634 0.394121 0.140687 11.00000 -1.20000 H10B 2 0.051169 0.503422 0.125946 11.00000 -1.20000 AFIX 0 C11 1 0.110888 0.519690 0.290274 11.00000 0.02929 0.03593 = 0.04077 0.01088 0.01205 0.01478 AFIX 23 H11A 2 0.100770 0.596486 0.303109 11.00000 -1.20000 H11B 2 0.051621 0.475952 0.325722 11.00000 -1.20000 AFIX 0 C12 1 0.285034 0.533766 0.331463 11.00000 0.02443 0.03150 = 0.03607 0.01506 0.01276 0.01464 C13 1 0.410308 0.611938 0.429146 11.00000 0.02432 0.02631 = 0.03375 0.01026 0.01344 0.00981 C14 1 0.389725 0.696856 0.507877 11.00000 0.02416 0.03319 = 0.03721 0.01077 0.01484 0.01720 AFIX 43 H14 2 0.284768 0.695968 0.497460 11.00000 -1.20000 AFIX 0 C15 1 0.516914 0.777984 0.596490 11.00000 0.03285 0.03183 = 0.03091 0.00842 0.01505 0.01819 AFIX 43 H15 2 0.500164 0.835547 0.645077 11.00000 -1.20000 AFIX 0 C16 1 0.675896 0.779233 0.618822 11.00000 0.02679 0.03056 = 0.02886 0.01066 0.01336 0.01374 C17 1 0.811029 0.869967 0.707160 11.00000 0.02941 0.03037 = 0.02703 0.01061 0.01316 0.01380 C18 1 0.960380 0.861252 0.729460 11.00000 0.03089 0.03121 = 0.02748 0.01047 0.01176 0.01047 C19 1 1.119922 0.947249 0.818578 11.00000 0.03379 0.03577 = 0.03191 0.00696 0.00877 0.01337 AFIX 23 H19A 2 1.113278 0.961323 0.890601 11.00000 -1.20000 H19B 2 1.152219 1.022583 0.807193 11.00000 -1.20000 AFIX 0 C20 1 1.238847 0.888530 0.809753 11.00000 0.03132 0.05825 = 0.03422 0.00769 0.00735 0.01781 AFIX 23 H20A 2 1.266712 0.859116 0.870038 11.00000 -1.20000 H20B 2 1.338951 0.945098 0.813611 11.00000 -1.20000 AFIX 0 C21 1 1.158062 0.786964 0.700438 11.00000 0.03158 0.03725 = 0.04098 0.00907 0.01029 0.01503 AFIX 23 H21A 2 1.203605 0.806477 0.647958 11.00000 -1.20000 H21B 2 1.171553 0.715267 0.709356 11.00000 -1.20000 AFIX 0 C22 1 0.983342 0.771635 0.663570 11.00000 0.02867 0.03266 = 0.03030 0.01208 0.01151 0.01442 C23 1 0.855304 0.687814 0.568834 11.00000 0.02793 0.02982 = 0.02807 0.01154 0.01073 0.01493 C24 1 0.876035 0.601734 0.491443 11.00000 0.02781 0.03447 = 0.03630 0.00964 0.01375 0.01806 AFIX 43 H24 2 0.978878 0.596882 0.506227 11.00000 -1.20000 AFIX 0 C25 1 0.751439 0.527312 0.397697 11.00000 0.03362 0.03235 = 0.03029 0.00503 0.01499 0.01839 AFIX 43 H25 2 0.769762 0.472889 0.347104 11.00000 -1.20000 AFIX 0 C26 1 0.593305 0.528388 0.372801 11.00000 0.02781 0.02818 = 0.03074 0.00940 0.01402 0.01310 C27 1 0.565825 0.607928 0.450516 11.00000 0.02806 0.02834 = 0.03102 0.01106 0.01456 0.01566 C28 1 0.699456 0.690335 0.548016 11.00000 0.02815 0.02523 = 0.02618 0.00906 0.01284 0.01422 C29 1 0.800208 0.982456 0.760398 11.00000 0.02860 0.03127 = 0.03199 0.00773 0.01291 0.01226 C30 1 0.828827 1.028245 0.869232 11.00000 0.04390 0.03601 = 0.03446 0.00895 0.01684 0.01794 AFIX 43 H30 2 0.849857 0.984219 0.914354 11.00000 -1.20000 AFIX 0 C31 1 0.827184 1.137835 0.913337 11.00000 0.04990 0.04072 = 0.04124 0.00447 0.02110 0.01575 AFIX 43 H31 2 0.844764 1.167309 0.987815 11.00000 -1.20000 AFIX 0 C32 1 0.800274 1.203714 0.849785 11.00000 0.04213 0.03206 = 0.05468 0.00665 0.02580 0.01401 AFIX 43 H32 2 0.801223 1.279060 0.880864 11.00000 -1.20000 AFIX 0 C33 1 0.771617 1.160698 0.740085 11.00000 0.03392 0.03358 = 0.04877 0.01526 0.01959 0.01400 AFIX 43 H33 2 0.752025 1.205910 0.695941 11.00000 -1.20000 AFIX 0 C34 1 0.772054 1.050962 0.696110 11.00000 0.03016 0.03092 = 0.03617 0.00831 0.01593 0.01423 C35 1 0.718925 1.056786 0.514300 11.00000 0.04446 0.04414 = 0.04403 0.02525 0.02001 0.02379 AFIX 23 H35A 2 0.817211 1.122343 0.527507 11.00000 -1.20000 H35B 2 0.634244 1.087290 0.518877 11.00000 -1.20000 AFIX 0 C36 1 0.662182 0.963092 0.404002 11.00000 0.03206 0.04942 = 0.03690 0.01800 0.01099 0.01464 AFIX 23 H36A 2 0.629482 0.996351 0.347284 11.00000 -1.20000 H36B 2 0.565413 0.898406 0.394270 11.00000 -1.20000 AFIX 0 C37 1 0.785442 0.912918 0.385916 11.00000 0.03172 0.04763 = 0.03266 0.01606 0.01092 0.01193 AFIX 23 H37A 2 0.830426 0.889404 0.447766 11.00000 -1.20000 H37B 2 0.874998 0.974012 0.383407 11.00000 -1.20000 AFIX 0 C38 1 0.711719 0.807536 0.280789 11.00000 0.02942 0.04322 = 0.03702 0.01426 0.01248 0.01126 AFIX 23 H38A 2 0.623317 0.746306 0.284190 11.00000 -1.20000 H38B 2 0.664453 0.831033 0.219450 11.00000 -1.20000 AFIX 0 C39 1 0.831129 0.756831 0.258979 11.00000 0.03178 0.04480 = 0.04887 0.01290 0.01569 0.01355 AFIX 23 H39A 2 0.886455 0.741295 0.323829 11.00000 -1.20000 H39B 2 0.913578 0.815925 0.248606 11.00000 -1.20000 AFIX 0 C40 1 0.758775 0.644863 0.160851 11.00000 0.03451 0.04632 = 0.04314 0.01460 0.01987 0.01457 AFIX 23 H40A 2 0.714479 0.659595 0.093202 11.00000 -1.20000 H40B 2 0.841079 0.611848 0.155930 11.00000 -1.20000 HKLF 4 REM _11 REM R1 = 0.0884 for 4112 Fo > 4sig(Fo) and 0.1271 for all 5859 data REM 379 parameters refined using 0 restraints END WGHT 0.0562 0.6959 REM Highest difference peak 0.211, deepest hole -0.246, 1-sigma level 0.054 Q1 1 1.3239 0.9838 0.7744 11.00000 0.05 0.21 Q2 1 0.3656 0.2119 0.2148 11.00000 0.05 0.20 Q3 1 0.7117 0.5543 0.5432 11.00000 0.05 0.20 Q4 1 0.4820 0.6662 0.2373 11.00000 0.05 0.19 Q5 1 1.1722 0.7101 0.6675 11.00000 0.05 0.19 Q6 1 0.9811 0.7459 0.3558 11.00000 0.05 0.19 Q7 1 0.7465 0.8372 0.4432 11.00000 0.05 0.19 Q8 1 0.6956 0.4843 -0.0055 11.00000 0.05 0.18 Q9 1 0.7300 0.7800 0.4825 11.00000 0.05 0.17 Q10 1 0.3890 0.6759 0.1529 11.00000 0.05 0.17 Q11 1 0.4993 0.6005 0.4574 11.00000 0.05 0.17 Q12 1 -0.0450 0.4031 0.3631 11.00000 0.05 0.17 Q13 1 0.7115 1.1544 0.5238 11.00000 0.05 0.17 Q14 1 0.8411 0.6573 0.4179 11.00000 0.05 0.17 Q15 1 1.3805 0.9128 0.8442 11.00000 0.05 0.17 Q16 1 0.3887 0.4386 0.2820 11.00000 0.05 0.17 Q17 1 0.2254 0.6954 0.4742 11.00000 0.05 0.17 Q18 1 0.7165 1.0507 0.3544 11.00000 0.05 0.16 Q19 1 0.8406 0.6224 0.5373 11.00000 0.05 0.16 Q20 1 0.3719 0.3600 0.3019 11.00000 0.05 0.16 Q21 1 0.8145 0.5181 0.2596 11.00000 0.05 0.16 Q22 1 0.8597 0.7060 0.3828 11.00000 0.05 0.16 Q23 1 -0.0620 0.3597 0.1871 11.00000 0.05 0.16 Q24 1 0.5406 0.6229 0.2872 11.00000 0.05 0.16 Q25 1 0.0916 0.5376 0.0853 11.00000 0.05 0.16 ;