data_cd2855 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 O2' _chemical_formula_weight 316.38 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 7.7748(12) _cell_length_b 12.836(2) _cell_length_c 17.963(3) _cell_angle_alpha 97.147(3) _cell_angle_beta 93.320(3) _cell_angle_gamma 100.103(3) _cell_volume 1745.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1385 _cell_measurement_theta_min 4.586 _cell_measurement_theta_max 42.223 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.456 _exptl_crystal_size_mid 0.340 _exptl_crystal_size_min 0.180 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7783 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 9333 _diffrn_reflns_av_R_equivalents 0.1214 _diffrn_reflns_av_sigmaI/netI 0.1350 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6435 _reflns_number_gt 3149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0715P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0040(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6435 _refine_ls_number_parameters 438 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1216 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1807 _refine_ls_wR_factor_gt 0.1527 _refine_ls_goodness_of_fit_ref 0.827 _refine_ls_restrained_S_all 0.827 _refine_ls_shift/su_max 0.048 _refine_ls_shift/su_mean 0.006 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 0.9828(3) 0.10000(16) 0.43843(11) 0.0538(6) Uani 1 1 d . . . O2 O 0.4069(3) -0.05373(18) 0.37010(12) 0.0693(7) Uani 1 1 d . . . O3 O 0.0627(3) 0.53136(15) 0.10091(11) 0.0515(5) Uani 1 1 d . . . O4 O 0.5255(3) 0.35653(18) 0.06883(12) 0.0726(7) Uani 1 1 d . . . C1 C 0.9827(4) 0.0027(2) 0.38729(18) 0.0595(9) Uani 1 1 d . . . H1A H 1.0525 -0.0427 0.4098 0.071 Uiso 1 1 calc R . . H1B H 1.0295 0.0192 0.3404 0.071 Uiso 1 1 calc R . . C2 C 0.7929(4) -0.0515(2) 0.37402(17) 0.0563(8) Uani 1 1 d . . . H2A H 0.7592 -0.0958 0.4127 0.068 Uiso 1 1 calc R . . H2B H 0.7687 -0.0947 0.3250 0.068 Uiso 1 1 calc R . . C3 C 0.6998(4) 0.0452(2) 0.37848(15) 0.0418(7) Uani 1 1 d . . . C4 C 0.8175(4) 0.1200(2) 0.43825(15) 0.0431(7) Uani 1 1 d . . . C5 C 0.7669(4) 0.1937(2) 0.48672(15) 0.0417(7) Uani 1 1 d . . . C6 C 0.5790(4) 0.1946(2) 0.48464(16) 0.0481(8) Uani 1 1 d . . . C7 C 0.4606(4) 0.1172(3) 0.44235(17) 0.0545(8) Uani 1 1 d . . . H7 H 0.3424 0.1213 0.4427 0.065 Uiso 1 1 calc R . . C8 C 0.5100(4) 0.0281(3) 0.39646(16) 0.0512(8) Uani 1 1 d . . . C9 C 0.5194(4) 0.2824(3) 0.5345(2) 0.0706(10) Uani 1 1 d . . . H9A H 0.3941 0.2743 0.5276 0.106 Uiso 1 1 calc R . . H9B H 0.5725 0.3504 0.5217 0.106 Uiso 1 1 calc R . . H9C H 0.5535 0.2784 0.5862 0.106 Uiso 1 1 calc R . . C10 C 0.7045(4) 0.0928(2) 0.30304(15) 0.0423(7) Uani 1 1 d . . . C11 C 0.6008(4) 0.0378(3) 0.24068(17) 0.0599(9) Uani 1 1 d . . . H11 H 0.5279 -0.0268 0.2444 0.072 Uiso 1 1 calc R . . C12 C 0.6044(4) 0.0781(3) 0.17237(18) 0.0689(10) Uani 1 1 d . . . H12 H 0.5339 0.0406 0.1307 0.083 Uiso 1 1 calc R . . C13 C 0.7100(5) 0.1716(3) 0.16629(19) 0.0692(10) Uani 1 1 d . . . H13 H 0.7112 0.1988 0.1207 0.083 Uiso 1 1 calc R . . C14 C 0.8152(5) 0.2262(3) 0.22743(19) 0.0721(10) Uani 1 1 d . . . H14 H 0.8896 0.2899 0.2229 0.087 Uiso 1 1 calc R . . C15 C 0.8118(4) 0.1875(2) 0.29602(17) 0.0607(9) Uani 1 1 d . . . H15 H 0.8825 0.2258 0.3375 0.073 Uiso 1 1 calc R . . C16 C 0.8970(3) 0.2710(2) 0.54001(15) 0.0407(7) Uani 1 1 d . . . C17 C 0.9147(4) 0.2635(2) 0.61615(16) 0.0516(8) Uani 1 1 d . . . H17 H 0.8406 0.2104 0.6358 0.062 Uiso 1 1 calc R . . C18 C 1.0418(4) 0.3343(2) 0.66340(17) 0.0558(8) Uani 1 1 d . . . H18 H 1.0529 0.3264 0.7141 0.067 Uiso 1 1 calc R . . C19 C 1.1510(4) 0.4150(3) 0.63804(19) 0.0567(8) Uani 1 1 d . . . C20 C 1.1336(4) 0.4225(2) 0.56154(19) 0.0603(9) Uani 1 1 d . . . H20 H 1.2072 0.4761 0.5423 0.072 Uiso 1 1 calc R . . C21 C 1.0091(4) 0.3518(2) 0.51376(17) 0.0528(8) Uani 1 1 d . . . H21 H 1.0003 0.3587 0.4628 0.063 Uiso 1 1 calc R . . C22 C 1.2868(5) 0.4942(3) 0.6891(2) 0.0949(14) Uani 1 1 d . . . H22A H 1.2344 0.5204 0.7330 0.122 Uiso 1 1 calc R . . H22B H 1.3314 0.5527 0.6629 0.122 Uiso 1 1 calc R . . H22C H 1.3811 0.4599 0.7038 0.122 Uiso 1 1 calc R . . C23 C -0.0084(4) 0.4184(2) 0.08129(18) 0.0587(9) Uani 1 1 d . . . H23A H -0.0923 0.4064 0.0376 0.070 Uiso 1 1 calc R . . H23B H -0.0665 0.3903 0.1229 0.070 Uiso 1 1 calc R . . C24 C 0.1457(4) 0.3656(2) 0.06432(17) 0.0569(9) Uani 1 1 d . . . H24A H 0.1698 0.3647 0.0119 0.068 Uiso 1 1 calc R . . H24B H 0.1267 0.2930 0.0764 0.068 Uiso 1 1 calc R . . C25 C 0.2940(4) 0.4380(2) 0.11650(15) 0.0430(7) Uani 1 1 d . . . C26 C 0.2400(4) 0.5431(2) 0.11347(14) 0.0405(7) Uani 1 1 d . . . C27 C 0.3500(4) 0.6373(2) 0.11996(15) 0.0437(7) Uani 1 1 d . . . C28 C 0.5362(4) 0.6338(2) 0.12383(16) 0.0506(8) Uani 1 1 d . . . C29 C 0.5955(4) 0.5409(3) 0.11176(17) 0.0555(8) Uani 1 1 d . . . H29 H 0.7158 0.5428 0.1144 0.067 Uiso 1 1 calc R . . C30 C 0.4795(4) 0.4389(3) 0.09501(16) 0.0501(8) Uani 1 1 d . . . C31 C 0.6641(4) 0.7376(3) 0.1373(2) 0.0854(12) Uani 1 1 d . . . H31A H 0.7812 0.7237 0.1424 0.128 Uiso 1 1 calc R . . H31B H 0.6406 0.7791 0.1826 0.128 Uiso 1 1 calc R . . H31C H 0.6522 0.7765 0.0955 0.128 Uiso 1 1 calc R . . C32 C 0.2874(4) 0.4068(2) 0.19748(15) 0.0430(7) Uani 1 1 d . . . C33 C 0.3389(4) 0.3132(2) 0.21145(17) 0.0535(8) Uani 1 1 d . . . H33 H 0.3795 0.2712 0.1728 0.064 Uiso 1 1 calc R . . C34 C 0.3313(4) 0.2805(3) 0.28218(19) 0.0644(9) Uani 1 1 d . . . H34 H 0.3674 0.2174 0.2910 0.077 Uiso 1 1 calc R . . C35 C 0.2704(4) 0.3416(3) 0.33855(19) 0.0660(10) Uani 1 1 d . . . H35 H 0.2642 0.3196 0.3859 0.079 Uiso 1 1 calc R . . C36 C 0.2182(4) 0.4348(3) 0.32660(17) 0.0647(9) Uani 1 1 d . . . H36 H 0.1758 0.4755 0.3654 0.078 Uiso 1 1 calc R . . C37 C 0.2287(4) 0.4686(2) 0.25584(16) 0.0536(8) Uani 1 1 d . . . H37 H 0.1961 0.5329 0.2479 0.064 Uiso 1 1 calc R . . C38 C 0.2818(4) 0.7388(2) 0.12027(16) 0.0454(7) Uani 1 1 d . . . C39 C 0.2170(4) 0.7850(3) 0.18329(19) 0.0692(10) Uani 1 1 d . . . H39 H 0.2182 0.7527 0.2268 0.083 Uiso 1 1 calc R . . C40 C 0.1506(5) 0.8772(3) 0.1839(2) 0.0804(12) Uani 1 1 d . . . H40 H 0.1079 0.9058 0.2276 0.096 Uiso 1 1 calc R . . C41 C 0.1458(5) 0.9277(3) 0.1216(2) 0.0736(11) Uani 1 1 d . . . C42 C 0.2117(5) 0.8831(3) 0.0582(2) 0.0813(12) Uani 1 1 d . . . H42 H 0.2100 0.9160 0.0149 0.098 Uiso 1 1 calc R . . C43 C 0.2803(5) 0.7907(2) 0.05722(18) 0.0664(10) Uani 1 1 d . . . H43 H 0.3258 0.7631 0.0138 0.080 Uiso 1 1 calc R . . C44 C 0.0736(6) 1.0301(3) 0.1218(3) 0.119(2) Uani 1 1 d . . . H44A H -0.0397 1.0208 0.1413 0.134 Uiso 1 1 calc R . . H44B H 0.0631 1.0468 0.0713 0.134 Uiso 1 1 calc R . . H44C H 0.1516 1.0873 0.1528 0.134 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 0.0508(14) 0.0650(14) 0.0450(13) -0.0004(10) 0.0033(10) 0.0155(11) O2 0.0628(15) 0.0724(16) 0.0607(16) 0.0112(12) 0.0001(12) -0.0198(13) O3 0.0483(13) 0.0529(13) 0.0573(14) 0.0205(10) 0.0064(10) 0.0108(10) O4 0.0962(18) 0.0770(17) 0.0617(16) 0.0214(12) 0.0329(13) 0.0459(14) C1 0.065(2) 0.061(2) 0.052(2) -0.0027(16) 0.0055(16) 0.0204(18) C2 0.072(2) 0.054(2) 0.045(2) 0.0089(15) 0.0057(16) 0.0135(17) C3 0.0470(18) 0.0436(17) 0.0339(16) 0.0104(12) 0.0039(13) 0.0019(14) C4 0.0390(18) 0.0557(19) 0.0349(17) 0.0108(14) 0.0045(13) 0.0060(14) C5 0.0455(18) 0.0472(18) 0.0331(16) 0.0096(13) 0.0059(13) 0.0064(14) C6 0.050(2) 0.057(2) 0.0394(18) 0.0161(14) 0.0053(14) 0.0079(16) C7 0.0457(19) 0.076(2) 0.0463(19) 0.0205(17) 0.0083(15) 0.0119(17) C8 0.050(2) 0.066(2) 0.0380(18) 0.0218(15) 0.0011(15) 0.0024(17) C9 0.065(2) 0.080(3) 0.070(3) 0.0010(19) 0.0115(18) 0.0250(19) C10 0.0444(17) 0.0507(19) 0.0322(16) 0.0072(13) 0.0077(13) 0.0072(14) C11 0.066(2) 0.066(2) 0.041(2) 0.0082(16) 0.0018(16) -0.0069(17) C12 0.069(2) 0.094(3) 0.037(2) 0.0085(18) -0.0028(17) 0.001(2) C13 0.093(3) 0.083(3) 0.040(2) 0.0223(18) 0.0128(19) 0.027(2) C14 0.103(3) 0.063(2) 0.048(2) 0.0172(17) 0.021(2) -0.004(2) C15 0.081(2) 0.058(2) 0.0379(19) 0.0104(15) 0.0095(16) -0.0060(18) C16 0.0434(17) 0.0431(17) 0.0350(17) 0.0032(13) 0.0072(13) 0.0071(14) C17 0.062(2) 0.0510(19) 0.0389(18) 0.0095(14) 0.0083(15) -0.0001(16) C18 0.066(2) 0.060(2) 0.0370(18) 0.0063(15) 0.0002(16) 0.0026(18) C19 0.052(2) 0.057(2) 0.056(2) -0.0022(16) 0.0047(16) 0.0038(16) C20 0.058(2) 0.054(2) 0.063(2) 0.0098(17) 0.0119(17) -0.0079(17) C21 0.061(2) 0.057(2) 0.0398(18) 0.0136(15) 0.0127(15) 0.0016(17) C22 0.085(3) 0.094(3) 0.086(3) -0.010(2) -0.010(2) -0.016(2) C23 0.064(2) 0.054(2) 0.055(2) 0.0151(15) -0.0021(16) 0.0012(17) C24 0.078(2) 0.052(2) 0.0414(19) 0.0127(15) 0.0027(16) 0.0115(18) C25 0.0551(19) 0.0456(18) 0.0318(16) 0.0100(12) 0.0103(13) 0.0135(14) C26 0.0464(19) 0.0509(19) 0.0289(16) 0.0124(12) 0.0119(13) 0.0142(15) C27 0.055(2) 0.0524(19) 0.0285(16) 0.0136(13) 0.0094(13) 0.0143(16) C28 0.048(2) 0.061(2) 0.0454(19) 0.0163(15) 0.0086(14) 0.0089(17) C29 0.048(2) 0.075(2) 0.051(2) 0.0255(16) 0.0159(15) 0.0190(18) C30 0.062(2) 0.062(2) 0.0370(18) 0.0190(15) 0.0153(15) 0.0279(18) C31 0.070(3) 0.075(3) 0.108(3) 0.018(2) 0.006(2) 0.002(2) C32 0.0478(18) 0.0492(18) 0.0347(17) 0.0115(13) 0.0087(13) 0.0107(14) C33 0.068(2) 0.054(2) 0.0446(19) 0.0144(15) 0.0124(16) 0.0184(16) C34 0.079(2) 0.064(2) 0.061(2) 0.0315(18) 0.0140(19) 0.0233(19) C35 0.073(2) 0.084(3) 0.048(2) 0.0293(19) 0.0099(18) 0.016(2) C36 0.078(2) 0.085(3) 0.0382(19) 0.0159(17) 0.0225(17) 0.023(2) C37 0.066(2) 0.061(2) 0.0422(19) 0.0178(15) 0.0171(15) 0.0214(16) C38 0.0531(19) 0.0459(18) 0.0366(17) 0.0027(13) 0.0072(14) 0.0087(14) C39 0.091(3) 0.069(2) 0.054(2) 0.0115(17) 0.0273(19) 0.022(2) C40 0.094(3) 0.066(3) 0.082(3) -0.009(2) 0.029(2) 0.025(2) C41 0.075(3) 0.056(2) 0.088(3) -0.007(2) -0.007(2) 0.0223(19) C42 0.126(3) 0.064(2) 0.058(2) 0.0043(19) -0.013(2) 0.041(2) C43 0.109(3) 0.057(2) 0.0389(19) 0.0040(15) 0.0066(18) 0.034(2) C44 0.118(4) 0.077(3) 0.143(5) -0.027(3) -0.020(4) 0.060(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 C4 1.354(3) . ? O1 C1 1.456(3) . ? O2 C8 1.227(3) . ? O3 C26 1.363(3) . ? O3 C23 1.449(3) . ? O4 C30 1.223(3) . ? C1 C2 1.508(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.539(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.494(4) . ? C3 C8 1.513(4) . ? C3 C10 1.554(4) . ? C4 C5 1.332(4) . ? C5 C6 1.462(4) . ? C5 C16 1.491(4) . ? C6 C7 1.350(4) . ? C6 C9 1.506(4) . ? C7 C8 1.446(4) . ? C7 H7 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C15 1.373(4) . ? C10 C11 1.380(4) . ? C11 C12 1.390(4) . ? C11 H11 0.9300 . ? C12 C13 1.350(4) . ? C12 H12 0.9300 . ? C13 C14 1.367(4) . ? C13 H13 0.9300 . ? C14 C15 1.384(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C21 1.382(4) . ? C16 C17 1.384(4) . ? C17 C18 1.385(4) . ? C17 H17 0.9300 . ? C18 C19 1.363(4) . ? C18 H18 0.9300 . ? C19 C20 1.390(4) . ? C19 C22 1.506(4) . ? C20 C21 1.378(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.505(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.534(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.488(4) . ? C25 C30 1.513(4) . ? C25 C32 1.557(4) . ? C26 C27 1.342(4) . ? C27 C28 1.454(4) . ? C27 C38 1.490(4) . ? C28 C29 1.349(4) . ? C28 C31 1.501(4) . ? C29 C30 1.440(4) . ? C29 H29 0.9300 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.378(4) . ? C32 C37 1.383(4) . ? C33 C34 1.388(4) . ? C33 H33 0.9300 . ? C34 C35 1.362(4) . ? C34 H34 0.9300 . ? C35 C36 1.365(4) . ? C35 H35 0.9300 . ? C36 C37 1.395(4) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C39 1.375(4) . ? C38 C43 1.384(4) . ? C39 C40 1.371(4) . ? C39 H39 0.9300 . ? C40 C41 1.362(5) . ? C40 H40 0.9300 . ? C41 C42 1.377(5) . ? C41 C44 1.517(5) . ? C42 C43 1.381(4) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C44 H44A 0.9601 . ? C44 H44B 0.9601 . ? C44 H44C 0.9601 . ? 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 C4 O1 C1 108.8(2) . . ? C26 O3 C23 108.0(2) . . ? O1 C1 C2 105.1(2) . . ? O1 C1 H1A 110.7 . . ? C2 C1 H1A 110.7 . . ? O1 C1 H1B 110.7 . . ? C2 C1 H1B 110.7 . . ? H1A C1 H1B 108.8 . . ? C1 C2 C3 101.4(2) . . ? C1 C2 H2A 111.5 . . ? C3 C2 H2A 111.5 . . ? C1 C2 H2B 111.5 . . ? C3 C2 H2B 111.5 . . ? H2A C2 H2B 109.3 . . ? C4 C3 C8 112.5(2) . . ? C4 C3 C2 100.1(2) . . ? C8 C3 C2 117.8(2) . . ? C4 C3 C10 109.9(2) . . ? C8 C3 C10 105.9(2) . . ? C2 C3 C10 110.5(2) . . ? C5 C4 O1 124.2(3) . . ? C5 C4 C3 125.1(3) . . ? O1 C4 C3 110.6(2) . . ? C4 C5 C6 116.6(3) . . ? C4 C5 C16 121.1(3) . . ? C6 C5 C16 122.3(2) . . ? C7 C6 C5 121.8(3) . . ? C7 C6 C9 120.4(3) . . ? C5 C6 C9 117.8(3) . . ? C6 C7 C8 122.7(3) . . ? C6 C7 H7 118.6 . . ? C8 C7 H7 118.6 . . ? O2 C8 C7 123.9(3) . . ? O2 C8 C3 121.2(3) . . ? C7 C8 C3 114.8(3) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 118.7(3) . . ? C15 C10 C3 121.9(2) . . ? C11 C10 C3 119.4(3) . . ? C10 C11 C12 120.4(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 120.3(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 119.8(3) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 120.6(3) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C10 C15 C14 120.2(3) . . ? C10 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C21 C16 C17 117.5(3) . . ? C21 C16 C5 120.2(3) . . ? C17 C16 C5 122.2(3) . . ? C18 C17 C16 120.6(3) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C19 C18 C17 122.2(3) . . ? C19 C18 H18 118.9 . . ? C17 C18 H18 118.9 . . ? C18 C19 C20 117.3(3) . . ? C18 C19 C22 122.8(3) . . ? C20 C19 C22 119.9(3) . . ? C21 C20 C19 121.1(3) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.4 . . ? C16 C21 C20 121.4(3) . . ? C16 C21 H21 119.3 . . ? C20 C21 H21 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 . . ? O3 C23 C24 105.9(2) . . ? O3 C23 H23A 110.6 . . ? C24 C23 H23A 110.5 . . ? O3 C23 H23B 110.6 . . ? C24 C23 H23B 110.6 . . ? H23A C23 H23B 108.7 . . ? C23 C24 C25 101.9(2) . . ? C23 C24 H24A 111.4 . . ? C25 C24 H24A 111.4 . . ? C23 C24 H24B 111.4 . . ? C25 C24 H24B 111.4 . . ? H24A C24 H24B 109.3 . . ? C26 C25 C30 112.1(2) . . ? C26 C25 C24 99.8(2) . . ? C30 C25 C24 117.3(2) . . ? C26 C25 C32 110.9(2) . . ? C30 C25 C32 106.8(2) . . ? C24 C25 C32 109.7(2) . . ? C27 C26 O3 123.7(3) . . ? C27 C26 C25 125.1(3) . . ? O3 C26 C25 111.1(2) . . ? C26 C27 C28 116.4(3) . . ? C26 C27 C38 120.8(3) . . ? C28 C27 C38 122.8(3) . . ? C29 C28 C27 122.0(3) . . ? C29 C28 C31 119.8(3) . . ? C27 C28 C31 118.2(3) . . ? C28 C29 C30 122.5(3) . . ? C28 C29 H29 118.7 . . ? C30 C29 H29 118.7 . . ? O4 C30 C29 124.0(3) . . ? O4 C30 C25 120.8(3) . . ? C29 C30 C25 115.1(3) . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 C37 118.5(3) . . ? C33 C32 C25 119.0(2) . . ? C37 C32 C25 122.5(3) . . ? C32 C33 C34 121.2(3) . . ? C32 C33 H33 119.4 . . ? C34 C33 H33 119.4 . . ? C35 C34 C33 119.3(3) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.3 . . ? C34 C35 C36 121.0(3) . . ? C34 C35 H35 119.5 . . ? C36 C35 H35 119.5 . . ? C35 C36 C37 119.7(3) . . ? C35 C36 H36 120.2 . . ? C37 C36 H36 120.2 . . ? C32 C37 C36 120.2(3) . . ? C32 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? C39 C38 C43 117.0(3) . . ? C39 C38 C27 121.4(3) . . ? C43 C38 C27 121.6(3) . . ? C38 C39 C40 122.0(3) . . ? C38 C39 H39 119.0 . . ? C40 C39 H39 119.0 . . ? C41 C40 C39 121.3(3) . . ? C41 C40 H40 119.3 . . ? C39 C40 H40 119.3 . . ? C40 C41 C42 117.5(3) . . ? C40 C41 C44 121.8(4) . . ? C42 C41 C44 120.8(4) . . ? C41 C42 C43 121.7(4) . . ? C41 C42 H42 119.2 . . ? C43 C42 H42 119.2 . . ? C38 C43 C42 120.5(3) . . ? C38 C43 H43 119.7 . . ? C42 C43 H43 119.7 . . ? C41 C44 H44A 109.4 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 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 C4 O1 C1 C2 -16.5(3) . . . . ? O1 C1 C2 C3 32.8(3) . . . . ? C1 C2 C3 C4 -35.7(3) . . . . ? C1 C2 C3 C8 -158.0(2) . . . . ? C1 C2 C3 C10 80.1(3) . . . . ? C1 O1 C4 C5 169.8(3) . . . . ? C1 O1 C4 C3 -8.0(3) . . . . ? C8 C3 C4 C5 -23.6(4) . . . . ? C2 C3 C4 C5 -149.6(3) . . . . ? C10 C3 C4 C5 94.1(3) . . . . ? C8 C3 C4 O1 154.1(2) . . . . ? C2 C3 C4 O1 28.2(3) . . . . ? C10 C3 C4 O1 -88.2(3) . . . . ? O1 C4 C5 C6 -172.1(2) . . . . ? C3 C4 C5 C6 5.3(4) . . . . ? O1 C4 C5 C16 8.0(5) . . . . ? C3 C4 C5 C16 -174.6(2) . . . . ? C4 C5 C6 C7 7.7(4) . . . . ? C16 C5 C6 C7 -172.4(3) . . . . ? C4 C5 C6 C9 -175.3(3) . . . . ? C16 C5 C6 C9 4.6(4) . . . . ? C5 C6 C7 C8 0.2(5) . . . . ? C9 C6 C7 C8 -176.7(3) . . . . ? C6 C7 C8 O2 164.4(3) . . . . ? C6 C7 C8 C3 -19.3(4) . . . . ? C4 C3 C8 O2 -154.7(3) . . . . ? C2 C3 C8 O2 -39.1(4) . . . . ? C10 C3 C8 O2 85.2(3) . . . . ? C4 C3 C8 C7 28.8(3) . . . . ? C2 C3 C8 C7 144.5(3) . . . . ? C10 C3 C8 C7 -91.2(3) . . . . ? C4 C3 C10 C15 3.1(4) . . . . ? C8 C3 C10 C15 124.9(3) . . . . ? C2 C3 C10 C15 -106.4(3) . . . . ? C4 C3 C10 C11 -178.2(3) . . . . ? C8 C3 C10 C11 -56.4(3) . . . . ? C2 C3 C10 C11 72.3(3) . . . . ? C15 C10 C11 C12 -0.4(5) . . . . ? C3 C10 C11 C12 -179.2(3) . . . . ? C10 C11 C12 C13 0.1(5) . . . . ? C11 C12 C13 C14 0.7(6) . . . . ? C12 C13 C14 C15 -1.3(6) . . . . ? C11 C10 C15 C14 -0.1(5) . . . . ? C3 C10 C15 C14 178.6(3) . . . . ? C13 C14 C15 C10 1.0(5) . . . . ? C4 C5 C16 C21 71.4(4) . . . . ? C6 C5 C16 C21 -108.5(3) . . . . ? C4 C5 C16 C17 -106.6(3) . . . . ? C6 C5 C16 C17 73.5(4) . . . . ? C21 C16 C17 C18 -0.7(4) . . . . ? C5 C16 C17 C18 177.4(3) . . . . ? C16 C17 C18 C19 1.6(5) . . . . ? C17 C18 C19 C20 -1.6(5) . . . . ? C17 C18 C19 C22 178.4(3) . . . . ? C18 C19 C20 C21 0.8(5) . . . . ? C22 C19 C20 C21 -179.2(3) . . . . ? C17 C16 C21 C20 -0.1(4) . . . . ? C5 C16 C21 C20 -178.2(3) . . . . ? C19 C20 C21 C16 0.0(5) . . . . ? C26 O3 C23 C24 -13.8(3) . . . . ? O3 C23 C24 C25 31.0(3) . . . . ? C23 C24 C25 C26 -34.9(3) . . . . ? C23 C24 C25 C30 -156.2(3) . . . . ? C23 C24 C25 C32 81.7(3) . . . . ? C23 O3 C26 C27 168.0(3) . . . . ? C23 O3 C26 C25 -10.3(3) . . . . ? C30 C25 C26 C27 -24.2(4) . . . . ? C24 C25 C26 C27 -149.2(3) . . . . ? C32 C25 C26 C27 95.2(3) . . . . ? C30 C25 C26 O3 154.0(2) . . . . ? C24 C25 C26 O3 29.0(3) . . . . ? C32 C25 C26 O3 -86.6(3) . . . . ? O3 C26 C27 C28 -172.5(2) . . . . ? C25 C26 C27 C28 5.5(4) . . . . ? O3 C26 C27 C38 5.3(4) . . . . ? C25 C26 C27 C38 -176.7(2) . . . . ? C26 C27 C28 C29 8.4(4) . . . . ? C38 C27 C28 C29 -169.5(3) . . . . ? C26 C27 C28 C31 -175.2(3) . . . . ? C38 C27 C28 C31 7.0(4) . . . . ? C27 C28 C29 C30 -0.6(4) . . . . ? C31 C28 C29 C30 -177.0(3) . . . . ? C28 C29 C30 O4 164.3(3) . . . . ? C28 C29 C30 C25 -19.2(4) . . . . ? C26 C25 C30 O4 -154.0(3) . . . . ? C24 C25 C30 O4 -39.3(4) . . . . ? C32 C25 C30 O4 84.3(3) . . . . ? C26 C25 C30 C29 29.4(3) . . . . ? C24 C25 C30 C29 144.1(3) . . . . ? C32 C25 C30 C29 -92.3(3) . . . . ? C26 C25 C32 C33 -177.8(3) . . . . ? C30 C25 C32 C33 -55.4(3) . . . . ? C24 C25 C32 C33 72.8(3) . . . . ? C26 C25 C32 C37 3.3(4) . . . . ? C30 C25 C32 C37 125.8(3) . . . . ? C24 C25 C32 C37 -106.0(3) . . . . ? C37 C32 C33 C34 0.5(5) . . . . ? C25 C32 C33 C34 -178.4(3) . . . . ? C32 C33 C34 C35 0.6(5) . . . . ? C33 C34 C35 C36 -0.5(5) . . . . ? C34 C35 C36 C37 -0.6(5) . . . . ? C33 C32 C37 C36 -1.6(5) . . . . ? C25 C32 C37 C36 177.2(3) . . . . ? C35 C36 C37 C32 1.7(5) . . . . ? C26 C27 C38 C39 77.7(4) . . . . ? C28 C27 C38 C39 -104.6(4) . . . . ? C26 C27 C38 C43 -102.1(4) . . . . ? C28 C27 C38 C43 75.6(4) . . . . ? C43 C38 C39 C40 1.2(5) . . . . ? C27 C38 C39 C40 -178.7(3) . . . . ? C38 C39 C40 C41 0.0(6) . . . . ? C39 C40 C41 C42 -0.5(6) . . . . ? C39 C40 C41 C44 -179.6(3) . . . . ? C40 C41 C42 C43 0.0(6) . . . . ? C44 C41 C42 C43 179.1(3) . . . . ? C39 C38 C43 C42 -1.7(5) . . . . ? C27 C38 C43 C42 178.1(3) . . . . ? C41 C42 C43 C38 1.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.253 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.065