# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'M Carmen Carreno' _publ_contact_author_email CARMEN.CARRENNO@UAM.ES _publ_section_title ; Dynamic Kinetic Resolution in the Asymmetric Synthesis of Atropisomeric Biaryl [4] and [5]Helicenequinones ; loop_ _publ_author_name 'M Carmen Carreno' 'Alfonso Latorre' 'Antonio Urbano' data_datos_0m _database_code_depnum_ccdc_archive 'CCDC 713295' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H28 O3' _chemical_formula_weight 508.58 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 P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6471(4) _cell_length_b 15.5793(9) _cell_length_c 21.7870(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2595.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9826 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 28.62 _exptl_crystal_description prismatic _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9681 _exptl_absorpt_correction_T_max 0.9879 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 106248 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.73 _reflns_number_total 5503 _reflns_number_gt 4950 _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^)+(0.0447P)^2^+0.5926P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(9) _refine_ls_number_reflns 5503 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _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 C1 C 0.4232(2) 0.95177(10) 0.13199(7) 0.0191(3) Uani 1 1 d . . . C2 C 0.4382(2) 0.99562(11) 0.07673(8) 0.0239(3) Uani 1 1 d . . . C3 C 0.5388(2) 1.06963(10) 0.07274(8) 0.0258(4) Uani 1 1 d . . . C4 C 0.6237(2) 1.09922(10) 0.12454(8) 0.0246(4) Uani 1 1 d . . . C5 C 0.6075(2) 1.05595(10) 0.18010(8) 0.0204(3) Uani 1 1 d . . . C6 C 0.50728(19) 0.98091(9) 0.18500(7) 0.0166(3) Uani 1 1 d . . . C7 C 0.48861(18) 0.93736(9) 0.24567(7) 0.0159(3) Uani 1 1 d . . . C8 C 0.4820(2) 0.98908(10) 0.29817(7) 0.0190(3) Uani 1 1 d . . . C9 C 0.4631(2) 0.95496(11) 0.35654(7) 0.0228(3) Uani 1 1 d . . . C10 C 0.4502(2) 0.86675(11) 0.36393(7) 0.0225(3) Uani 1 1 d . . . C11 C 0.4535(2) 0.81488(10) 0.31274(7) 0.0187(3) Uani 1 1 d . . . C12 C 0.47208(17) 0.84774(9) 0.25319(7) 0.0156(3) Uani 1 1 d . . . C13 C 0.45446(19) 0.78292(9) 0.20295(7) 0.0149(3) Uani 1 1 d . . . C14 C 0.29118(19) 0.74237(10) 0.19997(7) 0.0177(3) Uani 1 1 d . . . C15 C 0.24923(19) 0.68242(10) 0.15539(7) 0.0186(3) Uani 1 1 d . . . C16 C 0.3753(2) 0.66060(9) 0.11253(7) 0.0164(3) Uani 1 1 d . . . C17 C 0.54269(19) 0.69680(9) 0.11520(6) 0.0154(3) Uani 1 1 d . . . C18 C 0.58389(18) 0.75830(9) 0.16017(7) 0.0144(3) Uani 1 1 d . . . C19 C 0.1897(2) 0.55570(12) 0.06658(9) 0.0291(4) Uani 1 1 d . . . C20 C 0.6837(2) 0.67222(10) 0.07047(7) 0.0194(3) Uani 1 1 d . . . C21 C 0.7706(2) 0.75357(11) 0.04689(7) 0.0212(3) Uani 1 1 d . . . C22 C 0.83572(19) 0.80584(10) 0.10036(7) 0.0172(3) Uani 1 1 d . . . C23 C 0.75947(18) 0.79906(9) 0.15606(7) 0.0146(3) Uani 1 1 d . . . C24 C 0.85330(18) 0.83875(9) 0.20870(7) 0.0146(3) Uani 1 1 d . . . C25 C 0.94836(19) 0.91485(9) 0.19692(7) 0.0164(3) Uani 1 1 d . . . C26 C 0.9635(2) 0.94389(10) 0.13140(7) 0.0187(3) Uani 1 1 d . . . C27 C 0.9851(2) 0.86641(10) 0.08945(7) 0.0194(3) Uani 1 1 d . . . C28 C 1.03101(19) 0.95837(9) 0.24447(8) 0.0199(3) Uani 1 1 d . . . C29 C 1.0237(2) 0.92758(10) 0.30394(7) 0.0199(3) Uani 1 1 d . . . C30 C 0.94302(19) 0.84956(10) 0.31592(7) 0.0177(3) Uani 1 1 d . . . C31 C 0.86332(18) 0.80317(9) 0.26803(7) 0.0141(3) Uani 1 1 d . . . C32 C 0.81196(19) 0.71253(9) 0.28086(7) 0.0162(3) Uani 1 1 d . . . C33 C 0.8118(2) 0.68277(10) 0.34516(7) 0.0211(3) Uani 1 1 d . . . C34 C 0.8751(2) 0.72894(11) 0.39187(7) 0.0226(3) Uani 1 1 d . . . C35 C 0.9463(2) 0.81621(11) 0.37993(7) 0.0206(3) Uani 1 1 d . . . C36 C 0.8807(3) 0.69716(15) 0.45685(9) 0.0357(4) Uani 1 1 d . . . O1 O 0.34843(15) 0.60322(7) 0.06546(5) 0.0203(2) Uani 1 1 d . . . O2 O 0.78219(15) 0.66064(7) 0.23992(5) 0.0210(2) Uani 1 1 d . . . O3 O 1.00506(17) 0.85919(8) 0.42215(5) 0.0313(3) Uani 1 1 d . . . H1 H 0.356(2) 0.8995(12) 0.1327(8) 0.018(4) Uiso 1 1 d . . . H2 H 0.374(3) 0.9761(13) 0.0404(9) 0.030(5) Uiso 1 1 d . . . H3 H 0.546(3) 1.1006(12) 0.0353(9) 0.023(5) Uiso 1 1 d . . . H4 H 0.697(3) 1.1500(13) 0.1212(8) 0.027(5) Uiso 1 1 d . . . H5 H 0.670(3) 1.0748(12) 0.2170(8) 0.022(5) Uiso 1 1 d . . . H8 H 0.486(2) 1.0511(13) 0.2939(8) 0.023(5) Uiso 1 1 d . . . H9 H 0.458(2) 0.9921(11) 0.3933(8) 0.016(4) Uiso 1 1 d . . . H10 H 0.436(3) 0.8436(12) 0.4048(8) 0.022(5) Uiso 1 1 d . . . H11 H 0.441(2) 0.7541(12) 0.3173(7) 0.015(4) Uiso 1 1 d . . . H14 H 0.200(2) 0.7604(11) 0.2276(7) 0.017(4) Uiso 1 1 d . . . H15 H 0.131(3) 0.6553(12) 0.1554(8) 0.026(5) Uiso 1 1 d . . . H19A H 0.197(3) 0.5158(13) 0.0320(9) 0.032(5) Uiso 1 1 d . . . H19B H 0.175(3) 0.5240(14) 0.1058(10) 0.035(5) Uiso 1 1 d . . . H19C H 0.087(3) 0.5931(14) 0.0597(10) 0.041(6) Uiso 1 1 d . . . H20A H 0.778(3) 0.6357(12) 0.0927(8) 0.021(5) Uiso 1 1 d . . . H20B H 0.638(2) 0.6364(11) 0.0364(8) 0.020(4) Uiso 1 1 d . . . H21A H 0.865(3) 0.7441(12) 0.0185(8) 0.024(5) Uiso 1 1 d . . . H21B H 0.684(3) 0.7901(14) 0.0233(9) 0.039(6) Uiso 1 1 d . . . H26A H 0.854(3) 0.9746(12) 0.1187(8) 0.022(4) Uiso 1 1 d . . . H26B H 1.065(2) 0.9857(12) 0.1276(8) 0.020(4) Uiso 1 1 d . . . H27A H 0.980(2) 0.8872(11) 0.0459(8) 0.019(4) Uiso 1 1 d . . . H27B H 1.101(3) 0.8377(12) 0.0983(8) 0.022(5) Uiso 1 1 d . . . H28 H 1.096(2) 1.0096(11) 0.2359(8) 0.017(4) Uiso 1 1 d . . . H29 H 1.076(2) 0.9587(11) 0.3370(8) 0.018(4) Uiso 1 1 d . . . H33 H 0.766(2) 0.6253(12) 0.3516(7) 0.014(4) Uiso 1 1 d . . . H36A H 1.005(4) 0.6972(16) 0.4717(11) 0.056(7) Uiso 1 1 d . . . H36B H 0.816(4) 0.7353(18) 0.4831(12) 0.062(8) Uiso 1 1 d . . . H36C H 0.843(3) 0.6351(16) 0.4607(10) 0.051(7) Uiso 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 0.0198(8) 0.0168(7) 0.0205(8) -0.0003(6) 0.0017(6) 0.0048(6) C2 0.0285(8) 0.0252(8) 0.0181(8) -0.0019(7) 0.0012(7) 0.0102(7) C3 0.0340(9) 0.0225(8) 0.0208(8) 0.0066(7) 0.0109(7) 0.0106(7) C4 0.0271(9) 0.0146(7) 0.0319(9) 0.0009(7) 0.0118(7) 0.0031(6) C5 0.0203(8) 0.0171(7) 0.0237(8) -0.0026(6) 0.0044(6) 0.0011(6) C6 0.0166(7) 0.0145(6) 0.0187(7) -0.0003(6) 0.0029(6) 0.0043(5) C7 0.0119(6) 0.0182(7) 0.0176(7) -0.0004(6) -0.0011(5) 0.0006(5) C8 0.0168(7) 0.0174(7) 0.0226(8) -0.0030(6) -0.0020(6) -0.0019(6) C9 0.0212(8) 0.0285(8) 0.0188(8) -0.0068(7) 0.0008(6) -0.0023(7) C10 0.0198(8) 0.0323(9) 0.0154(8) 0.0029(6) 0.0001(6) -0.0015(7) C11 0.0156(7) 0.0192(7) 0.0214(8) 0.0035(6) 0.0021(6) -0.0004(6) C12 0.0102(6) 0.0182(7) 0.0182(7) -0.0011(6) 0.0006(5) 0.0006(5) C13 0.0148(7) 0.0140(6) 0.0159(7) 0.0032(5) -0.0012(6) -0.0005(5) C14 0.0145(7) 0.0168(7) 0.0217(8) 0.0014(6) 0.0021(6) 0.0013(6) C15 0.0157(7) 0.0165(7) 0.0237(8) 0.0037(6) -0.0021(6) -0.0014(6) C16 0.0213(7) 0.0123(7) 0.0157(7) 0.0028(6) -0.0058(6) -0.0007(5) C17 0.0163(7) 0.0155(7) 0.0143(7) 0.0028(5) -0.0017(6) 0.0016(5) C18 0.0147(7) 0.0146(7) 0.0139(7) 0.0029(5) -0.0023(5) 0.0018(5) C19 0.0269(9) 0.0288(9) 0.0316(10) -0.0064(8) -0.0057(8) -0.0107(7) C20 0.0194(7) 0.0214(8) 0.0173(8) -0.0028(6) 0.0005(6) 0.0002(6) C21 0.0203(8) 0.0291(8) 0.0142(7) -0.0020(7) 0.0012(6) -0.0045(6) C22 0.0146(7) 0.0191(7) 0.0180(7) 0.0006(6) -0.0011(6) 0.0007(6) C23 0.0134(6) 0.0145(7) 0.0158(7) 0.0011(6) -0.0013(5) 0.0010(5) C24 0.0117(6) 0.0137(7) 0.0184(7) -0.0016(6) 0.0022(5) 0.0025(5) C25 0.0128(7) 0.0157(7) 0.0207(7) -0.0005(6) 0.0016(6) 0.0019(5) C26 0.0166(7) 0.0174(7) 0.0221(8) 0.0048(6) 0.0029(6) -0.0018(6) C27 0.0171(8) 0.0232(8) 0.0177(8) 0.0022(6) 0.0019(6) -0.0015(6) C28 0.0147(7) 0.0150(7) 0.0300(8) -0.0028(6) 0.0029(6) -0.0029(6) C29 0.0167(7) 0.0203(7) 0.0227(8) -0.0069(6) -0.0013(6) -0.0022(6) C30 0.0142(7) 0.0201(7) 0.0189(7) -0.0032(6) 0.0011(6) 0.0022(6) C31 0.0101(6) 0.0161(7) 0.0161(7) -0.0012(6) 0.0015(5) 0.0015(5) C32 0.0114(6) 0.0177(7) 0.0195(8) 0.0001(6) -0.0005(6) 0.0026(5) C33 0.0208(7) 0.0198(8) 0.0226(8) 0.0048(7) 0.0008(6) 0.0003(6) C34 0.0204(7) 0.0287(8) 0.0187(8) 0.0032(7) 0.0000(6) 0.0013(6) C35 0.0169(7) 0.0282(8) 0.0167(7) -0.0040(6) -0.0008(6) 0.0019(6) C36 0.0422(11) 0.0437(12) 0.0211(9) 0.0081(8) -0.0041(8) -0.0078(9) O1 0.0225(6) 0.0200(5) 0.0184(5) -0.0012(4) -0.0038(4) -0.0040(4) O2 0.0266(6) 0.0157(5) 0.0207(6) -0.0008(4) -0.0046(5) 0.0001(4) O3 0.0374(7) 0.0369(7) 0.0196(6) -0.0053(5) -0.0042(5) -0.0068(6) _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 C2 1.389(2) . ? C1 C6 1.398(2) . ? C1 H1 0.962(19) . ? C2 C3 1.389(3) . ? C2 H2 0.98(2) . ? C3 C4 1.381(3) . ? C3 H3 0.949(19) . ? C4 C5 1.391(2) . ? C4 H4 0.97(2) . ? C5 C6 1.402(2) . ? C5 H5 0.980(19) . ? C6 C7 1.493(2) . ? C7 C8 1.400(2) . ? C7 C12 1.411(2) . ? C8 C9 1.386(2) . ? C8 H8 0.971(19) . ? C9 C10 1.387(2) . ? C9 H9 0.989(17) . ? C10 C11 1.377(2) . ? C10 H10 0.966(18) . ? C11 C12 1.402(2) . ? C11 H11 0.958(18) . ? C12 C13 1.495(2) . ? C13 C14 1.401(2) . ? C13 C18 1.413(2) . ? C14 C15 1.385(2) . ? C14 H14 0.963(18) . ? C15 C16 1.385(2) . ? C15 H15 1.00(2) . ? C16 O1 1.3758(18) . ? C16 C17 1.400(2) . ? C17 C18 1.406(2) . ? C17 C20 1.503(2) . ? C18 C23 1.4880(19) . ? C19 O1 1.422(2) . ? C19 H19A 0.98(2) . ? C19 H19B 0.99(2) . ? C19 H19C 0.99(2) . ? C20 C21 1.520(2) . ? C20 H20A 1.038(19) . ? C20 H20B 0.993(18) . ? C21 C22 1.506(2) . ? C21 H21A 0.96(2) . ? C21 H21B 1.01(2) . ? C22 C23 1.350(2) . ? C22 C27 1.501(2) . ? C23 C24 1.488(2) . ? C24 C31 1.408(2) . ? C24 C25 1.414(2) . ? C25 C28 1.390(2) . ? C25 C26 1.502(2) . ? C26 C27 1.523(2) . ? C26 H26A 1.001(19) . ? C26 H26B 1.018(19) . ? C27 H27A 1.004(18) . ? C27 H27B 1.01(2) . ? C28 C29 1.383(2) . ? C28 H28 0.957(18) . ? C29 C30 1.388(2) . ? C29 H29 0.956(17) . ? C30 C31 1.408(2) . ? C30 C35 1.488(2) . ? C31 C32 1.492(2) . ? C32 O2 1.2252(18) . ? C32 C33 1.476(2) . ? C33 C34 1.337(2) . ? C33 H33 0.973(18) . ? C34 C35 1.487(2) . ? C34 C36 1.500(2) . ? C35 O3 1.223(2) . ? C36 H36A 1.00(3) . ? C36 H36B 0.96(3) . ? C36 H36C 1.01(2) . ? 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 C2 C1 C6 121.22(15) . . ? C2 C1 H1 118.3(10) . . ? C6 C1 H1 120.4(10) . . ? C3 C2 C1 120.57(16) . . ? C3 C2 H2 119.0(12) . . ? C1 C2 H2 120.4(12) . . ? C4 C3 C2 119.08(15) . . ? C4 C3 H3 120.4(11) . . ? C2 C3 H3 120.4(12) . . ? C3 C4 C5 120.51(15) . . ? C3 C4 H4 118.9(11) . . ? C5 C4 H4 120.6(11) . . ? C4 C5 C6 121.26(15) . . ? C4 C5 H5 121.6(11) . . ? C6 C5 H5 117.1(11) . . ? C1 C6 C5 117.35(14) . . ? C1 C6 C7 122.69(13) . . ? C5 C6 C7 119.92(13) . . ? C8 C7 C12 118.12(14) . . ? C8 C7 C6 117.73(13) . . ? C12 C7 C6 124.13(13) . . ? C9 C8 C7 122.19(14) . . ? C9 C8 H8 118.2(10) . . ? C7 C8 H8 119.6(10) . . ? C8 C9 C10 119.59(15) . . ? C8 C9 H9 121.5(10) . . ? C10 C9 H9 118.9(10) . . ? C11 C10 C9 119.08(15) . . ? C11 C10 H10 121.9(11) . . ? C9 C10 H10 119.0(11) . . ? C10 C11 C12 122.48(14) . . ? C10 C11 H11 119.7(10) . . ? C12 C11 H11 117.8(10) . . ? C11 C12 C7 118.53(14) . . ? C11 C12 C13 114.94(13) . . ? C7 C12 C13 126.24(13) . . ? C14 C13 C18 118.14(13) . . ? C14 C13 C12 114.76(13) . . ? C18 C13 C12 127.09(13) . . ? C15 C14 C13 122.89(14) . . ? C15 C14 H14 117.8(10) . . ? C13 C14 H14 119.0(10) . . ? C16 C15 C14 118.50(14) . . ? C16 C15 H15 121.8(11) . . ? C14 C15 H15 119.7(11) . . ? O1 C16 C15 123.92(13) . . ? O1 C16 C17 115.43(13) . . ? C15 C16 C17 120.65(13) . . ? C16 C17 C18 120.55(13) . . ? C16 C17 C20 121.75(13) . . ? C18 C17 C20 117.70(13) . . ? C17 C18 C13 119.19(13) . . ? C17 C18 C23 116.81(13) . . ? C13 C18 C23 123.79(13) . . ? O1 C19 H19A 105.5(12) . . ? O1 C19 H19B 111.7(13) . . ? H19A C19 H19B 110.7(16) . . ? O1 C19 H19C 111.7(12) . . ? H19A C19 H19C 107.7(17) . . ? H19B C19 H19C 109.5(18) . . ? C17 C20 C21 108.69(13) . . ? C17 C20 H20A 109.5(10) . . ? C21 C20 H20A 108.2(10) . . ? C17 C20 H20B 111.9(11) . . ? C21 C20 H20B 111.8(10) . . ? H20A C20 H20B 106.6(14) . . ? C22 C21 C20 109.51(13) . . ? C22 C21 H21A 109.4(11) . . ? C20 C21 H21A 114.7(12) . . ? C22 C21 H21B 107.7(12) . . ? C20 C21 H21B 110.8(13) . . ? H21A C21 H21B 104.4(16) . . ? C23 C22 C27 121.34(14) . . ? C23 C22 C21 120.66(14) . . ? C27 C22 C21 117.99(13) . . ? C22 C23 C24 116.88(13) . . ? C22 C23 C18 118.50(13) . . ? C24 C23 C18 124.48(12) . . ? C31 C24 C25 117.94(13) . . ? C31 C24 C23 124.77(13) . . ? C25 C24 C23 117.16(13) . . ? C28 C25 C24 120.49(14) . . ? C28 C25 C26 121.75(13) . . ? C24 C25 C26 117.69(13) . . ? C25 C26 C27 109.87(12) . . ? C25 C26 H26A 110.0(10) . . ? C27 C26 H26A 107.7(10) . . ? C25 C26 H26B 109.2(10) . . ? C27 C26 H26B 112.0(10) . . ? H26A C26 H26B 108.1(14) . . ? C22 C27 C26 108.72(13) . . ? C22 C27 H27A 109.0(10) . . ? C26 C27 H27A 107.9(10) . . ? C22 C27 H27B 111.0(11) . . ? C26 C27 H27B 109.3(10) . . ? H27A C27 H27B 110.9(15) . . ? C29 C28 C25 120.71(14) . . ? C29 C28 H28 119.5(10) . . ? C25 C28 H28 119.8(10) . . ? C28 C29 C30 119.87(14) . . ? C28 C29 H29 120.8(10) . . ? C30 C29 H29 119.3(10) . . ? C29 C30 C31 120.17(14) . . ? C29 C30 C35 118.33(14) . . ? C31 C30 C35 121.49(13) . . ? C30 C31 C24 120.11(13) . . ? C30 C31 C32 117.44(13) . . ? C24 C31 C32 122.02(13) . . ? O2 C32 C33 118.93(14) . . ? O2 C32 C31 122.47(13) . . ? C33 C32 C31 118.39(13) . . ? C34 C33 C32 123.60(15) . . ? C34 C33 H33 121.1(10) . . ? C32 C33 H33 115.3(10) . . ? C33 C34 C35 119.41(14) . . ? C33 C34 C36 123.44(16) . . ? C35 C34 C36 117.15(15) . . ? O3 C35 C34 120.22(14) . . ? O3 C35 C30 121.30(15) . . ? C34 C35 C30 118.48(13) . . ? C34 C36 H36A 109.3(14) . . ? C34 C36 H36B 110.0(16) . . ? H36A C36 H36B 107(2) . . ? C34 C36 H36C 112.7(13) . . ? H36A C36 H36C 104(2) . . ? H36B C36 H36C 113(2) . . ? C16 O1 C19 116.94(13) . . ? 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 0.4(2) . . . . ? C1 C2 C3 C4 -0.1(2) . . . . ? C2 C3 C4 C5 -0.6(2) . . . . ? C3 C4 C5 C6 0.9(2) . . . . ? C2 C1 C6 C5 -0.1(2) . . . . ? C2 C1 C6 C7 177.62(14) . . . . ? C4 C5 C6 C1 -0.5(2) . . . . ? C4 C5 C6 C7 -178.31(13) . . . . ? C1 C6 C7 C8 -142.91(14) . . . . ? C5 C6 C7 C8 34.8(2) . . . . ? C1 C6 C7 C12 35.2(2) . . . . ? C5 C6 C7 C12 -147.15(14) . . . . ? C12 C7 C8 C9 1.2(2) . . . . ? C6 C7 C8 C9 179.35(14) . . . . ? C7 C8 C9 C10 0.0(2) . . . . ? C8 C9 C10 C11 -1.1(2) . . . . ? C9 C10 C11 C12 0.9(2) . . . . ? C10 C11 C12 C7 0.3(2) . . . . ? C10 C11 C12 C13 -173.98(14) . . . . ? C8 C7 C12 C11 -1.3(2) . . . . ? C6 C7 C12 C11 -179.33(13) . . . . ? C8 C7 C12 C13 172.24(13) . . . . ? C6 C7 C12 C13 -5.8(2) . . . . ? C11 C12 C13 C14 61.84(17) . . . . ? C7 C12 C13 C14 -111.88(16) . . . . ? C11 C12 C13 C18 -116.98(16) . . . . ? C7 C12 C13 C18 69.3(2) . . . . ? C18 C13 C14 C15 -3.0(2) . . . . ? C12 C13 C14 C15 178.07(14) . . . . ? C13 C14 C15 C16 1.1(2) . . . . ? C14 C15 C16 O1 -178.75(14) . . . . ? C14 C15 C16 C17 1.6(2) . . . . ? O1 C16 C17 C18 178.01(12) . . . . ? C15 C16 C17 C18 -2.3(2) . . . . ? O1 C16 C17 C20 -1.6(2) . . . . ? C15 C16 C17 C20 178.08(14) . . . . ? C16 C17 C18 C13 0.3(2) . . . . ? C20 C17 C18 C13 179.98(13) . . . . ? C16 C17 C18 C23 -174.60(13) . . . . ? C20 C17 C18 C23 5.05(19) . . . . ? C14 C13 C18 C17 2.2(2) . . . . ? C12 C13 C18 C17 -179.00(13) . . . . ? C14 C13 C18 C23 176.76(13) . . . . ? C12 C13 C18 C23 -4.5(2) . . . . ? C16 C17 C20 C21 133.34(14) . . . . ? C18 C17 C20 C21 -46.31(18) . . . . ? C17 C20 C21 C22 55.23(17) . . . . ? C20 C21 C22 C23 -26.1(2) . . . . ? C20 C21 C22 C27 154.89(13) . . . . ? C27 C22 C23 C24 -13.2(2) . . . . ? C21 C22 C23 C24 167.87(14) . . . . ? C27 C22 C23 C18 162.71(13) . . . . ? C21 C22 C23 C18 -16.2(2) . . . . ? C17 C18 C23 C22 28.20(19) . . . . ? C13 C18 C23 C22 -146.47(15) . . . . ? C17 C18 C23 C24 -156.22(13) . . . . ? C13 C18 C23 C24 29.1(2) . . . . ? C22 C23 C24 C31 -141.58(15) . . . . ? C18 C23 C24 C31 42.8(2) . . . . ? C22 C23 C24 C25 34.12(19) . . . . ? C18 C23 C24 C25 -141.52(14) . . . . ? C31 C24 C25 C28 -7.7(2) . . . . ? C23 C24 C25 C28 176.27(13) . . . . ? C31 C24 C25 C26 169.35(13) . . . . ? C23 C24 C25 C26 -6.65(19) . . . . ? C28 C25 C26 C27 139.23(14) . . . . ? C24 C25 C26 C27 -37.82(18) . . . . ? C23 C22 C27 C26 -31.34(19) . . . . ? C21 C22 C27 C26 147.62(14) . . . . ? C25 C26 C27 C22 55.24(16) . . . . ? C24 C25 C28 C29 0.8(2) . . . . ? C26 C25 C28 C29 -176.17(14) . . . . ? C25 C28 C29 C30 4.3(2) . . . . ? C28 C29 C30 C31 -2.2(2) . . . . ? C28 C29 C30 C35 176.68(13) . . . . ? C29 C30 C31 C24 -4.9(2) . . . . ? C35 C30 C31 C24 176.23(13) . . . . ? C29 C30 C31 C32 167.65(13) . . . . ? C35 C30 C31 C32 -11.2(2) . . . . ? C25 C24 C31 C30 9.7(2) . . . . ? C23 C24 C31 C30 -174.62(13) . . . . ? C25 C24 C31 C32 -162.47(13) . . . . ? C23 C24 C31 C32 13.2(2) . . . . ? C30 C31 C32 O2 -161.79(14) . . . . ? C24 C31 C32 O2 10.6(2) . . . . ? C30 C31 C32 C33 12.92(19) . . . . ? C24 C31 C32 C33 -174.70(13) . . . . ? O2 C32 C33 C34 166.48(16) . . . . ? C31 C32 C33 C34 -8.4(2) . . . . ? C32 C33 C34 C35 1.6(2) . . . . ? C32 C33 C34 C36 -177.68(17) . . . . ? C33 C34 C35 O3 -179.82(16) . . . . ? C36 C34 C35 O3 -0.5(2) . . . . ? C33 C34 C35 C30 0.5(2) . . . . ? C36 C34 C35 C30 179.86(16) . . . . ? C29 C30 C35 O3 6.1(2) . . . . ? C31 C30 C35 O3 -175.00(15) . . . . ? C29 C30 C35 C34 -174.25(14) . . . . ? C31 C30 C35 C34 4.7(2) . . . . ? C15 C16 O1 C19 -8.8(2) . . . . ? C17 C16 O1 C19 170.89(14) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.279 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.117 data_p-ar-5t _database_code_depnum_ccdc_archive 'CCDC 713296' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H26 O3' _chemical_formula_weight 482.55 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 P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 10.1039(6) _cell_length_b 11.6511(7) _cell_length_c 11.8095(7) _cell_angle_alpha 116.0420(10) _cell_angle_beta 90.402(3) _cell_angle_gamma 95.849(4) _cell_volume 1240.50(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 19845 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 39.53 _exptl_crystal_description Plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9883 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; TWINABS; Sheldrick, G. TWINABS (Version 1.05), Bruker Nonius scaling and corrections for twinned crystals University of Goettingen, Germany, 2003. ; _exptl_special_details ; It should be noted that the esd's of the cell dimensions are probably too low; they should be multiplied by a factor of 2 to 10 ; _diffrn_ambient_temperature 100(2) #_diffrn_measurement_specimen_suppport # 'magnetic support whith 10 micron nylon fiber cryoloop' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type 'Bruker-Nonius FR 591' _diffrn_source_power 50 _diffrn_source_current 70 _diffrn_source_size '3 mm x 0.3 mm fine focus' _diffrn_radiation_monochromator 'Multilayer Montel 200 mirrors' _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measurement_device_type 'Kappa 4-axis goniometer bruker-nonius' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_detector_area_resol_mean 512 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22716 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 39.53 _reflns_number_total 22716 _reflns_number_gt 19845 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Nonius Apex v1.0-22 2002' _computing_cell_refinement 'Bruker-Nonius Apex v1.0-22 2002' _computing_data_reduction 'SAINT+ Version 7.06A Bruker-Nonius, 2004' _computing_structure_solution 'Shelxtl Version 6.12 (Sheldrick, 2001)' _computing_structure_refinement 'Shelxtl Version 6.12 (Sheldrick, 2001)' _computing_molecular_graphics 'Shelxtl Version 6.12 (Sheldrick, 2001)' _computing_publication_material 'Shelxtl Version 6.12 (Sheldrick, 2001)' _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.A two crystals sample was measured using two orientations matrixes and scaling with twinabs. The structure refined properly with a crystal ratio of 57:43. ; _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^)+(0.1162P)^2^+0.0176P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.5(6) _refine_ls_number_reflns 22716 _refine_ls_number_parameters 672 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1639 _refine_ls_wR_factor_gt 0.1599 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 C1A C 0.07817(14) 0.69591(12) 0.79506(10) 0.00984(19) Uani 1 1 d . . . O1A O 0.01831(13) 0.65896(10) 0.96905(9) 0.0159(2) Uani 1 1 d . . . C2A C 0.09495(15) 0.62716(13) 0.86639(11) 0.0121(2) Uani 1 1 d . . . O2A O 0.0555(2) 1.28507(14) 0.91410(15) 0.0335(3) Uani 1 1 d . . . C3A C 0.18315(17) 0.53535(14) 0.83408(12) 0.0162(2) Uani 1 1 d . . . H3A H 0.1938 0.4907 0.8836 0.019 Uiso 1 1 calc R . . O3A O 0.33120(11) 0.88503(11) 0.76871(9) 0.01467(18) Uani 1 1 d . . . C4A C 0.25580(17) 0.51006(14) 0.72729(12) 0.0160(2) Uani 1 1 d . . . H4A H 0.3186 0.4494 0.7058 0.019 Uiso 1 1 calc R . . C5A C 0.23829(15) 0.57148(13) 0.65188(11) 0.0128(2) Uani 1 1 d . . . C6A C 0.30956(16) 0.53924(14) 0.53229(12) 0.0155(2) Uani 1 1 d . . . H6A1 H 0.3513 0.4592 0.5092 0.019 Uiso 1 1 calc R . . H6A2 H 0.3807 0.6095 0.5449 0.019 Uiso 1 1 calc R . . C7A C 0.20962(16) 0.52144(14) 0.42694(11) 0.0150(2) Uani 1 1 d . . . H7A1 H 0.2567 0.5075 0.3495 0.018 Uiso 1 1 calc R . . H7A2 H 0.1444 0.4450 0.4078 0.018 Uiso 1 1 calc R . . C8A C 0.13816(15) 0.63917(13) 0.46753(11) 0.0128(2) Uani 1 1 d . . . C9A C 0.07971(17) 0.67012(15) 0.36796(11) 0.0166(2) Uani 1 1 d . . . H9A1 H 0.0564 0.5898 0.2895 0.020 Uiso 1 1 calc R . . H9A2 H 0.1463 0.7266 0.3487 0.020 Uiso 1 1 calc R . . C10A C -0.04503(16) 0.73759(16) 0.41437(12) 0.0171(3) Uani 1 1 d . . . H10A H -0.0791 0.7642 0.3518 0.020 Uiso 1 1 calc R . . H10B H -0.1155 0.6779 0.4247 0.020 Uiso 1 1 calc R . . C11A C -0.01010(15) 0.85397(14) 0.53900(11) 0.0133(2) Uani 1 1 d . . . C12A C -0.06374(17) 0.96886(16) 0.56906(13) 0.0175(3) Uani 1 1 d . . . H12A H -0.1267 0.9736 0.5116 0.021 Uiso 1 1 calc R . . C13A C -0.02595(18) 1.07636(15) 0.68216(13) 0.0180(3) Uani 1 1 d . . . H13A H -0.0676 1.1524 0.7048 0.022 Uiso 1 1 calc R . . C14A C 0.07361(16) 1.07227(13) 0.76247(12) 0.0135(2) Uani 1 1 d . . . C15A C 0.11298(19) 1.18896(15) 0.88304(14) 0.0192(3) Uani 1 1 d . . . C16A C 0.22200(18) 1.18672(15) 0.96647(13) 0.0181(3) Uani 1 1 d . . . C17A C 0.28665(16) 1.08167(14) 0.92902(12) 0.0160(2) Uani 1 1 d . . . H17A H 0.3565 1.0815 0.9832 0.019 Uiso 1 1 calc R . . C18A C 0.25359(14) 0.96650(12) 0.80714(11) 0.0115(2) Uani 1 1 d . . . C19A C 0.13226(14) 0.95879(13) 0.73127(11) 0.01058(19) Uani 1 1 d . . . C20A C 0.08280(14) 0.84551(12) 0.62379(10) 0.01053(19) Uani 1 1 d . . . C21A C 0.12650(14) 0.71763(12) 0.59220(10) 0.01039(19) Uani 1 1 d . . . C22A C 0.14920(13) 0.66584(12) 0.68483(10) 0.00941(18) Uani 1 1 d . . . C23A C 0.0262(2) 0.58863(18) 1.04089(15) 0.0246(3) Uani 1 1 d . . . H23A H 0.0025 0.4967 0.9860 0.037 Uiso 1 1 calc R . . H23B H -0.0357 0.6176 1.1088 0.037 Uiso 1 1 calc R . . H23C H 0.1173 0.6031 1.0774 0.037 Uiso 1 1 calc R . . C24A C 0.2539(2) 1.30347(18) 1.09045(16) 0.0284(4) Uani 1 1 d . . . H24A H 0.3180 1.2855 1.1415 0.043 Uiso 1 1 calc R . . H24B H 0.1721 1.3253 1.1354 0.043 Uiso 1 1 calc R . . H24C H 0.2924 1.3758 1.0753 0.043 Uiso 1 1 calc R . . C25A C -0.01025(14) 0.80053(12) 0.84629(10) 0.01004(19) Uani 1 1 d . . . C26A C 0.02958(15) 0.90628(13) 0.95917(11) 0.0119(2) Uani 1 1 d . . . H26A H 0.1101 0.9086 1.0026 0.014 Uiso 1 1 calc R . . C27A C -0.04613(16) 1.01111(14) 1.01178(12) 0.0146(2) Uani 1 1 d . . . H27A H -0.0166 1.0826 1.0897 0.017 Uiso 1 1 calc R . . C28A C -0.16191(16) 1.00958(14) 0.95041(13) 0.0150(2) Uani 1 1 d . . . H28A H -0.2101 1.0822 0.9836 0.018 Uiso 1 1 calc R . . C29A C -0.21088(15) 0.90020(14) 0.83741(12) 0.0133(2) Uani 1 1 d . . . C30A C -0.33505(17) 0.89338(17) 0.77753(15) 0.0191(3) Uani 1 1 d . . . H30A H -0.3861 0.9639 0.8123 0.023 Uiso 1 1 calc R . . C31A C -0.38297(18) 0.78595(18) 0.66945(17) 0.0226(3) Uani 1 1 d . . . H31A H -0.4663 0.7830 0.6299 0.027 Uiso 1 1 calc R . . C32A C -0.30844(17) 0.68004(17) 0.61718(15) 0.0204(3) Uani 1 1 d . . . H32A H -0.3421 0.6060 0.5427 0.024 Uiso 1 1 calc R . . C33A C -0.18716(15) 0.68365(14) 0.67368(12) 0.0143(2) Uani 1 1 d . . . H33A H -0.1379 0.6119 0.6379 0.017 Uiso 1 1 calc R . . C34A C -0.13521(14) 0.79363(13) 0.78497(11) 0.01091(19) Uani 1 1 d . . . C1B C 0.63531(14) 0.17663(12) 0.27218(10) 0.01044(19) Uani 1 1 d . . . O1B O 0.59353(13) 0.22329(11) 0.10124(10) 0.0176(2) Uani 1 1 d . . . C2B C 0.67096(15) 0.25253(14) 0.20862(12) 0.0138(2) Uani 1 1 d . . . O2B O 0.47166(16) -0.42345(12) 0.10876(13) 0.0267(3) Uani 1 1 d . . . C3B C 0.77588(18) 0.35047(15) 0.25398(14) 0.0186(3) Uani 1 1 d . . . H3B H 0.7991 0.4004 0.2100 0.022 Uiso 1 1 calc R . . O3B O 0.83969(11) -0.01707(11) 0.28806(9) 0.01492(18) Uani 1 1 d . . . C4B C 0.84667(17) 0.37436(15) 0.36541(13) 0.0176(3) Uani 1 1 d . . . H4B H 0.9184 0.4416 0.3973 0.021 Uiso 1 1 calc R . . C5B C 0.81491(14) 0.30240(13) 0.43063(12) 0.0127(2) Uani 1 1 d . . . C6B C 0.88763(16) 0.33183(14) 0.55316(12) 0.0155(2) Uani 1 1 d . . . H6B1 H 0.9438 0.4157 0.5842 0.019 Uiso 1 1 calc R . . H6B2 H 0.9462 0.2646 0.5408 0.019 Uiso 1 1 calc R . . C7B C 0.78603(17) 0.33627(14) 0.64870(12) 0.0165(2) Uani 1 1 d . . . H7B1 H 0.8322 0.3491 0.7283 0.020 Uiso 1 1 calc R . . H7B2 H 0.7335 0.4091 0.6674 0.020 Uiso 1 1 calc R . . C8B C 0.69499(15) 0.21199(14) 0.59560(11) 0.0139(2) Uani 1 1 d . . . C9B C 0.62896(18) 0.16924(16) 0.68624(12) 0.0189(3) Uani 1 1 d . . . H9B1 H 0.6219 0.2449 0.7680 0.023 Uiso 1 1 calc R . . H9B2 H 0.6834 0.1108 0.7013 0.023 Uiso 1 1 calc R . . C10B C 0.49017(17) 0.09986(16) 0.63237(12) 0.0186(3) Uani 1 1 d . . . H10C H 0.4492 0.0660 0.6892 0.022 Uiso 1 1 calc R . . H10D H 0.4326 0.1606 0.6253 0.022 Uiso 1 1 calc R . . C11B C 0.50189(15) -0.00909(14) 0.50413(11) 0.0132(2) Uani 1 1 d . . . C12B C 0.42228(16) -0.12622(15) 0.46464(12) 0.0164(2) Uani 1 1 d . . . H12B H 0.3572 -0.1366 0.5181 0.020 Uiso 1 1 calc R . . C13B C 0.43690(16) -0.22819(15) 0.34801(13) 0.0159(2) Uani 1 1 d . . . H13B H 0.3786 -0.3060 0.3196 0.019 Uiso 1 1 calc R . . C14B C 0.53793(15) -0.21533(13) 0.27311(12) 0.0127(2) Uani 1 1 d . . . C15B C 0.55074(17) -0.32539(14) 0.14805(13) 0.0164(2) Uani 1 1 d . . . C16B C 0.66058(17) -0.31329(14) 0.06965(12) 0.0160(2) Uani 1 1 d . . . C17B C 0.74987(16) -0.20759(14) 0.11648(12) 0.0148(2) Uani 1 1 d . . . H17B H 0.8206 -0.2019 0.0659 0.018 Uiso 1 1 calc R . . C18B C 0.74327(14) -0.09980(13) 0.24288(11) 0.0113(2) Uani 1 1 d . . . C19B C 0.62305(13) -0.09954(12) 0.31445(10) 0.01005(19) Uani 1 1 d . . . C20B C 0.59855(14) 0.00875(12) 0.42601(10) 0.01036(19) Uani 1 1 d . . . C21B C 0.67074(14) 0.13991(12) 0.46868(10) 0.01052(19) Uani 1 1 d . . . C22B C 0.70815(13) 0.20206(12) 0.38496(11) 0.01014(18) Uani 1 1 d . . . C23B C 0.6163(2) 0.30592(19) 0.04192(16) 0.0255(3) Uani 1 1 d . . . H23D H 0.6059 0.3943 0.1026 0.038 Uiso 1 1 calc R . . H23E H 0.5517 0.2782 -0.0300 0.038 Uiso 1 1 calc R . . H23F H 0.7068 0.3022 0.0123 0.038 Uiso 1 1 calc R . . C24B C 0.6662(2) -0.42142(17) -0.05991(15) 0.0260(4) Uani 1 1 d . . . H24D H 0.5793 -0.4407 -0.1057 0.039 Uiso 1 1 calc R . . H24E H 0.6885 -0.4980 -0.0527 0.039 Uiso 1 1 calc R . . H24F H 0.7345 -0.3962 -0.1058 0.039 Uiso 1 1 calc R . . C25B C 0.52255(14) 0.07223(12) 0.21261(10) 0.01024(19) Uani 1 1 d . . . C26B C 0.53786(15) -0.02881(13) 0.09671(11) 0.0124(2) Uani 1 1 d . . . H26B H 0.6177 -0.0276 0.0551 0.015 Uiso 1 1 calc R . . C27B C 0.43774(15) -0.13384(14) 0.03869(11) 0.0145(2) Uani 1 1 d . . . H27B H 0.4502 -0.2017 -0.0415 0.017 Uiso 1 1 calc R . . C28B C 0.32278(15) -0.13782(14) 0.09795(12) 0.0145(2) Uani 1 1 d . . . H28B H 0.2586 -0.2117 0.0617 0.017 Uiso 1 1 calc R . . C29B C 0.29841(14) -0.03226(13) 0.21342(11) 0.0123(2) Uani 1 1 d . . . C30B C 0.17500(16) -0.02970(15) 0.26985(13) 0.0168(2) Uani 1 1 d . . . H30B H 0.1086 -0.1016 0.2325 0.020 Uiso 1 1 calc R . . C31B C 0.14990(16) 0.07528(16) 0.37790(14) 0.0198(3) Uani 1 1 d . . . H31B H 0.0662 0.0761 0.4143 0.024 Uiso 1 1 calc R . . C32B C 0.24831(17) 0.18196(16) 0.43485(14) 0.0191(3) Uani 1 1 d . . . H32B H 0.2303 0.2545 0.5094 0.023 Uiso 1 1 calc R . . C33B C 0.37013(15) 0.18186(14) 0.38337(12) 0.0142(2) Uani 1 1 d . . . H33B H 0.4358 0.2539 0.4233 0.017 Uiso 1 1 calc R . . C34B C 0.39863(13) 0.07511(12) 0.27112(11) 0.01037(19) 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 C1A 0.0129(5) 0.0082(5) 0.0077(3) 0.0027(3) 0.0012(3) 0.0023(4) O1A 0.0260(6) 0.0137(4) 0.0120(3) 0.0082(3) 0.0065(3) 0.0071(4) C2A 0.0171(6) 0.0102(5) 0.0088(4) 0.0037(3) 0.0006(4) 0.0035(4) O2A 0.0462(10) 0.0136(6) 0.0348(7) 0.0033(5) -0.0018(6) 0.0131(6) C3A 0.0230(7) 0.0132(6) 0.0135(4) 0.0056(4) 0.0024(4) 0.0087(5) O3A 0.0123(4) 0.0132(4) 0.0158(4) 0.0037(3) 0.0008(3) 0.0026(3) C4A 0.0201(7) 0.0120(6) 0.0149(5) 0.0036(4) 0.0017(4) 0.0086(5) C5A 0.0132(5) 0.0104(5) 0.0120(4) 0.0021(4) 0.0019(4) 0.0035(4) C6A 0.0152(6) 0.0128(6) 0.0150(5) 0.0024(4) 0.0049(4) 0.0042(4) C7A 0.0172(6) 0.0114(5) 0.0108(4) -0.0002(4) 0.0039(4) 0.0010(4) C8A 0.0140(6) 0.0119(5) 0.0087(4) 0.0016(4) 0.0012(3) -0.0006(4) C9A 0.0194(6) 0.0201(6) 0.0087(4) 0.0052(4) 0.0008(4) 0.0002(5) C10A 0.0172(6) 0.0214(7) 0.0101(4) 0.0053(4) -0.0022(4) -0.0004(5) C11A 0.0132(6) 0.0170(6) 0.0107(4) 0.0073(4) -0.0002(4) 0.0010(4) C12A 0.0189(7) 0.0215(7) 0.0162(5) 0.0113(5) 0.0009(4) 0.0055(5) C13A 0.0220(7) 0.0166(6) 0.0192(5) 0.0103(5) 0.0026(5) 0.0075(5) C14A 0.0167(6) 0.0110(5) 0.0140(4) 0.0061(4) 0.0026(4) 0.0037(4) C15A 0.0264(8) 0.0097(6) 0.0195(5) 0.0046(4) 0.0022(5) 0.0026(5) C16A 0.0219(7) 0.0120(6) 0.0146(5) 0.0013(4) 0.0008(4) -0.0008(5) C17A 0.0171(6) 0.0128(6) 0.0125(4) 0.0014(4) -0.0012(4) -0.0016(5) C18A 0.0130(5) 0.0097(5) 0.0100(4) 0.0031(3) 0.0010(3) 0.0000(4) C19A 0.0126(5) 0.0098(5) 0.0093(4) 0.0042(3) 0.0015(3) 0.0013(4) C20A 0.0118(5) 0.0112(5) 0.0089(4) 0.0046(3) 0.0013(3) 0.0015(4) C21A 0.0111(5) 0.0101(5) 0.0081(4) 0.0026(3) 0.0009(3) -0.0004(4) C22A 0.0100(5) 0.0081(5) 0.0082(3) 0.0017(3) 0.0010(3) 0.0018(4) C23A 0.0414(11) 0.0221(7) 0.0194(6) 0.0155(5) 0.0110(6) 0.0119(7) C24A 0.0326(10) 0.0157(7) 0.0214(6) -0.0051(5) -0.0029(6) -0.0010(6) C25A 0.0118(5) 0.0094(5) 0.0086(4) 0.0034(3) 0.0024(3) 0.0021(4) C26A 0.0155(6) 0.0103(5) 0.0093(4) 0.0036(3) 0.0014(4) 0.0021(4) C27A 0.0186(6) 0.0114(5) 0.0118(4) 0.0030(4) 0.0053(4) 0.0038(4) C28A 0.0164(6) 0.0117(6) 0.0173(5) 0.0058(4) 0.0067(4) 0.0057(5) C29A 0.0116(5) 0.0146(6) 0.0165(5) 0.0089(4) 0.0041(4) 0.0040(4) C30A 0.0131(6) 0.0198(7) 0.0266(6) 0.0116(5) 0.0026(5) 0.0044(5) C31A 0.0138(7) 0.0250(8) 0.0298(7) 0.0132(6) -0.0042(5) 0.0013(6) C32A 0.0149(6) 0.0209(7) 0.0224(6) 0.0076(5) -0.0049(5) -0.0018(5) C33A 0.0127(6) 0.0138(6) 0.0142(4) 0.0045(4) -0.0005(4) 0.0002(4) C34A 0.0109(5) 0.0108(5) 0.0119(4) 0.0056(4) 0.0023(3) 0.0016(4) C1B 0.0116(5) 0.0097(5) 0.0097(4) 0.0042(3) 0.0020(3) 0.0000(4) O1B 0.0235(6) 0.0182(5) 0.0150(4) 0.0114(4) -0.0009(4) 0.0001(4) C2B 0.0157(6) 0.0136(6) 0.0138(4) 0.0079(4) 0.0017(4) 0.0000(4) O2B 0.0296(7) 0.0120(5) 0.0289(6) 0.0020(4) 0.0053(5) -0.0064(5) C3B 0.0219(7) 0.0162(6) 0.0193(5) 0.0105(5) 0.0021(5) -0.0041(5) O3B 0.0108(4) 0.0155(5) 0.0159(4) 0.0050(3) 0.0020(3) -0.0007(3) C4B 0.0175(7) 0.0143(6) 0.0193(5) 0.0071(4) 0.0004(4) -0.0046(5) C5B 0.0111(5) 0.0105(5) 0.0138(4) 0.0033(4) 0.0007(4) -0.0008(4) C6B 0.0136(6) 0.0127(6) 0.0148(4) 0.0020(4) -0.0018(4) -0.0023(4) C7B 0.0199(7) 0.0125(6) 0.0113(4) 0.0005(4) 0.0002(4) -0.0005(5) C8B 0.0170(6) 0.0139(5) 0.0085(4) 0.0027(4) 0.0014(4) 0.0019(4) C9B 0.0243(7) 0.0219(7) 0.0087(4) 0.0056(4) 0.0027(4) -0.0002(5) C10B 0.0206(7) 0.0221(7) 0.0112(4) 0.0057(4) 0.0067(4) 0.0014(5) C11B 0.0135(6) 0.0154(6) 0.0107(4) 0.0060(4) 0.0034(4) 0.0005(4) C12B 0.0164(6) 0.0184(6) 0.0159(5) 0.0097(4) 0.0051(4) -0.0011(5) C13B 0.0156(6) 0.0142(6) 0.0184(5) 0.0085(4) 0.0039(4) -0.0022(5) C14B 0.0142(6) 0.0094(5) 0.0141(4) 0.0051(4) 0.0024(4) -0.0006(4) C15B 0.0193(7) 0.0095(5) 0.0176(5) 0.0039(4) 0.0023(4) -0.0004(5) C16B 0.0207(7) 0.0099(5) 0.0140(4) 0.0022(4) 0.0037(4) 0.0016(5) C17B 0.0171(6) 0.0119(6) 0.0133(4) 0.0034(4) 0.0049(4) 0.0021(4) C18B 0.0111(5) 0.0110(5) 0.0116(4) 0.0047(4) 0.0027(3) 0.0023(4) C19B 0.0106(5) 0.0095(5) 0.0098(4) 0.0043(3) 0.0018(3) -0.0002(4) C20B 0.0114(5) 0.0110(5) 0.0088(4) 0.0046(3) 0.0016(3) 0.0009(4) C21B 0.0115(5) 0.0101(5) 0.0087(4) 0.0031(3) 0.0015(3) 0.0006(4) C22B 0.0097(5) 0.0094(5) 0.0101(4) 0.0032(3) 0.0016(3) 0.0004(4) C23B 0.0334(10) 0.0282(8) 0.0249(6) 0.0211(6) 0.0026(6) 0.0028(7) C24B 0.0358(10) 0.0137(7) 0.0183(6) -0.0016(5) 0.0061(6) -0.0003(6) C25B 0.0115(5) 0.0099(5) 0.0092(4) 0.0042(3) 0.0005(3) 0.0009(4) C26B 0.0144(6) 0.0131(5) 0.0089(4) 0.0042(4) 0.0015(3) 0.0016(4) C27B 0.0165(6) 0.0129(5) 0.0105(4) 0.0019(4) -0.0016(4) 0.0016(4) C28B 0.0157(6) 0.0118(5) 0.0126(4) 0.0028(4) -0.0031(4) -0.0009(4) C29B 0.0113(5) 0.0120(5) 0.0122(4) 0.0046(4) -0.0011(4) -0.0004(4) C30B 0.0119(6) 0.0160(6) 0.0194(5) 0.0058(5) 0.0012(4) -0.0026(5) C31B 0.0122(6) 0.0213(7) 0.0211(6) 0.0053(5) 0.0050(5) 0.0000(5) C32B 0.0141(6) 0.0180(7) 0.0185(5) 0.0017(5) 0.0050(4) 0.0022(5) C33B 0.0121(6) 0.0121(5) 0.0138(4) 0.0015(4) 0.0021(4) 0.0018(4) C34B 0.0093(5) 0.0094(5) 0.0109(4) 0.0032(3) 0.0006(3) 0.0006(4) _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 C1A C22A 1.4129(16) . ? C1A C2A 1.4135(17) . ? C1A C25A 1.4939(18) . ? O1A C2A 1.3726(16) . ? O1A C23A 1.4215(18) . ? C2A C3A 1.387(2) . ? O2A C15A 1.225(2) . ? C3A C4A 1.395(2) . ? O3A C18A 1.2249(18) . ? C4A C5A 1.386(2) . ? C5A C22A 1.4147(19) . ? C5A C6A 1.5026(18) . ? C6A C7A 1.524(2) . ? C7A C8A 1.504(2) . ? C8A C21A 1.3637(16) . ? C8A C9A 1.5058(19) . ? C9A C10A 1.530(2) . ? C10A C11A 1.5073(19) . ? C11A C12A 1.395(2) . ? C11A C20A 1.4092(18) . ? C12A C13A 1.387(2) . ? C13A C14A 1.396(2) . ? C14A C19A 1.4036(19) . ? C14A C15A 1.489(2) . ? C15A C16A 1.483(2) . ? C16A C17A 1.346(2) . ? C16A C24A 1.501(2) . ? C17A C18A 1.4798(17) . ? C18A C19A 1.4850(19) . ? C19A C20A 1.4102(17) . ? C20A C21A 1.4841(19) . ? C21A C22A 1.4892(17) . ? C25A C26A 1.3808(17) . ? C25A C34A 1.4284(19) . ? C26A C27A 1.412(2) . ? C27A C28A 1.366(2) . ? C28A C29A 1.421(2) . ? C29A C30A 1.414(2) . ? C29A C34A 1.4264(19) . ? C30A C31A 1.377(2) . ? C31A C32A 1.413(3) . ? C32A C33A 1.379(2) . ? C33A C34A 1.4210(19) . ? C1B C2B 1.4132(17) . ? C1B C22B 1.4138(17) . ? C1B C25B 1.4924(18) . ? O1B C2B 1.3743(17) . ? O1B C23B 1.4210(19) . ? C2B C3B 1.386(2) . ? O2B C15B 1.226(2) . ? C3B C4B 1.395(2) . ? O3B C18B 1.2299(17) . ? C4B C5B 1.384(2) . ? C5B C22B 1.4150(19) . ? C5B C6B 1.4998(19) . ? C6B C7B 1.518(2) . ? C7B C8B 1.503(2) . ? C8B C21B 1.3636(16) . ? C8B C9B 1.4998(19) . ? C9B C10B 1.526(2) . ? C10B C11B 1.5046(19) . ? C11B C12B 1.393(2) . ? C11B C20B 1.4099(17) . ? C12B C13B 1.390(2) . ? C13B C14B 1.3944(19) . ? C14B C19B 1.4062(18) . ? C14B C15B 1.4887(19) . ? C15B C16B 1.485(2) . ? C16B C17B 1.343(2) . ? C16B C24B 1.502(2) . ? C17B C18B 1.4773(18) . ? C18B C19B 1.4841(18) . ? C19B C20B 1.4134(17) . ? C20B C21B 1.4875(18) . ? C21B C22B 1.4908(17) . ? C25B C26B 1.3815(17) . ? C25B C34B 1.4306(19) . ? C26B C27B 1.411(2) . ? C27B C28B 1.367(2) . ? C28B C29B 1.4236(18) . ? C29B C30B 1.415(2) . ? C29B C34B 1.4277(18) . ? C30B C31B 1.373(2) . ? C31B C32B 1.411(2) . ? C32B C33B 1.377(2) . ? C33B C34B 1.4205(18) . ? 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 C22A C1A C2A 118.75(12) . . ? C22A C1A C25A 124.59(10) . . ? C2A C1A C25A 116.60(10) . . ? C2A O1A C23A 117.38(12) . . ? O1A C2A C3A 123.29(11) . . ? O1A C2A C1A 114.88(12) . . ? C3A C2A C1A 121.83(11) . . ? C2A C3A C4A 118.56(12) . . ? C5A C4A C3A 121.41(13) . . ? C4A C5A C22A 120.25(12) . . ? C4A C5A C6A 121.95(13) . . ? C22A C5A C6A 117.78(12) . . ? C5A C6A C7A 109.03(12) . . ? C8A C7A C6A 109.47(10) . . ? C21A C8A C7A 121.03(12) . . ? C21A C8A C9A 120.06(13) . . ? C7A C8A C9A 118.91(11) . . ? C8A C9A C10A 110.00(11) . . ? C11A C10A C9A 109.01(12) . . ? C12A C11A C20A 120.26(12) . . ? C12A C11A C10A 121.60(12) . . ? C20A C11A C10A 118.11(13) . . ? C13A C12A C11A 120.60(13) . . ? C12A C13A C14A 119.67(14) . . ? C13A C14A C19A 120.33(12) . . ? C13A C14A C15A 118.73(13) . . ? C19A C14A C15A 120.91(13) . . ? O2A C15A C16A 120.21(15) . . ? O2A C15A C14A 120.82(16) . . ? C16A C15A C14A 118.96(13) . . ? C17A C16A C15A 119.35(12) . . ? C17A C16A C24A 123.23(16) . . ? C15A C16A C24A 117.42(15) . . ? C16A C17A C18A 122.83(14) . . ? O3A C18A C17A 119.03(13) . . ? O3A C18A C19A 122.27(11) . . ? C17A C18A C19A 118.54(12) . . ? C14A C19A C20A 119.77(12) . . ? C14A C19A C18A 117.78(11) . . ? C20A C19A C18A 122.19(12) . . ? C11A C20A C19A 118.61(12) . . ? C11A C20A C21A 117.72(11) . . ? C19A C20A C21A 123.63(11) . . ? C8A C21A C20A 116.86(11) . . ? C8A C21A C22A 117.98(12) . . ? C20A C21A C22A 125.02(10) . . ? C1A C22A C5A 119.10(11) . . ? C1A C22A C21A 123.97(11) . . ? C5A C22A C21A 116.62(10) . . ? C26A C25A C34A 119.06(12) . . ? C26A C25A C1A 118.27(12) . . ? C34A C25A C1A 122.65(11) . . ? C25A C26A C27A 121.74(13) . . ? C28A C27A C26A 119.90(12) . . ? C27A C28A C29A 120.55(13) . . ? C30A C29A C28A 121.26(14) . . ? C30A C29A C34A 119.20(13) . . ? C28A C29A C34A 119.51(13) . . ? C31A C30A C29A 120.88(15) . . ? C30A C31A C32A 120.13(15) . . ? C33A C32A C31A 120.34(14) . . ? C32A C33A C34A 120.63(14) . . ? C33A C34A C29A 118.82(12) . . ? C33A C34A C25A 122.15(12) . . ? C29A C34A C25A 119.03(11) . . ? C2B C1B C22B 119.00(12) . . ? C2B C1B C25B 116.55(11) . . ? C22B C1B C25B 124.44(11) . . ? C2B O1B C23B 117.27(13) . . ? O1B C2B C3B 123.15(12) . . ? O1B C2B C1B 115.34(12) . . ? C3B C2B C1B 121.51(12) . . ? C2B C3B C4B 118.76(12) . . ? C5B C4B C3B 121.56(13) . . ? C4B C5B C22B 120.10(12) . . ? C4B C5B C6B 121.39(12) . . ? C22B C5B C6B 118.45(12) . . ? C5B C6B C7B 108.70(12) . . ? C8B C7B C6B 109.17(11) . . ? C21B C8B C9B 120.26(13) . . ? C21B C8B C7B 121.53(12) . . ? C9B C8B C7B 118.21(11) . . ? C8B C9B C10B 109.90(11) . . ? C11B C10B C9B 108.94(13) . . ? C12B C11B C20B 120.56(12) . . ? C12B C11B C10B 121.04(12) . . ? C20B C11B C10B 118.37(12) . . ? C13B C12B C11B 120.84(12) . . ? C12B C13B C14B 119.43(13) . . ? C13B C14B C19B 120.27(12) . . ? C13B C14B C15B 118.43(13) . . ? C19B C14B C15B 121.28(12) . . ? O2B C15B C16B 120.17(13) . . ? O2B C15B C14B 121.29(14) . . ? C16B C15B C14B 118.53(12) . . ? C17B C16B C15B 119.37(12) . . ? C17B C16B C24B 122.88(14) . . ? C15B C16B C24B 117.75(14) . . ? C16B C17B C18B 123.09(13) . . ? O3B C18B C17B 119.26(12) . . ? O3B C18B C19B 122.11(11) . . ? C17B C18B C19B 118.53(12) . . ? C14B C19B C20B 120.14(11) . . ? C14B C19B C18B 117.50(11) . . ? C20B C19B C18B 122.18(12) . . ? C11B C20B C19B 117.99(12) . . ? C11B C20B C21B 117.60(11) . . ? C19B C20B C21B 124.38(11) . . ? C8B C21B C20B 116.87(11) . . ? C8B C21B C22B 117.72(12) . . ? C20B C21B C22B 125.20(10) . . ? C1B C22B C5B 119.06(11) . . ? C1B C22B C21B 124.14(11) . . ? C5B C22B C21B 116.41(11) . . ? C26B C25B C34B 119.23(12) . . ? C26B C25B C1B 118.90(12) . . ? C34B C25B C1B 121.86(10) . . ? C25B C26B C27B 121.59(13) . . ? C28B C27B C26B 119.96(12) . . ? C27B C28B C29B 120.57(13) . . ? C30B C29B C28B 121.25(13) . . ? C30B C29B C34B 119.32(12) . . ? C28B C29B C34B 119.39(12) . . ? C31B C30B C29B 120.88(14) . . ? C30B C31B C32B 120.02(14) . . ? C33B C32B C31B 120.59(13) . . ? C32B C33B C34B 120.69(13) . . ? C33B C34B C29B 118.50(12) . . ? C33B C34B C25B 122.58(12) . . ? C29B C34B C25B 118.91(11) . . ? 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 C23A O1A C2A C3A -3.3(2) . . . . ? C23A O1A C2A C1A 177.08(14) . . . . ? C22A C1A C2A O1A -177.53(12) . . . . ? C25A C1A C2A O1A 5.15(18) . . . . ? C22A C1A C2A C3A 2.8(2) . . . . ? C25A C1A C2A C3A -174.53(13) . . . . ? O1A C2A C3A C4A 179.70(14) . . . . ? C1A C2A C3A C4A -0.7(2) . . . . ? C2A C3A C4A C5A -2.0(2) . . . . ? C3A C4A C5A C22A 2.5(2) . . . . ? C3A C4A C5A C6A -176.14(14) . . . . ? C4A C5A C6A C7A 132.55(15) . . . . ? C22A C5A C6A C7A -46.15(17) . . . . ? C5A C6A C7A C8A 54.63(15) . . . . ? C6A C7A C8A C21A -24.76(18) . . . . ? C6A C7A C8A C9A 154.91(13) . . . . ? C21A C8A C9A C10A -31.69(19) . . . . ? C7A C8A C9A C10A 148.64(13) . . . . ? C8A C9A C10A C11A 54.94(16) . . . . ? C9A C10A C11A C12A 141.36(14) . . . . ? C9A C10A C11A C20A -36.40(17) . . . . ? C20A C11A C12A C13A 0.4(2) . . . . ? C10A C11A C12A C13A -177.32(14) . . . . ? C11A C12A C13A C14A 4.6(2) . . . . ? C12A C13A C14A C19A -2.1(2) . . . . ? C12A C13A C14A C15A 179.71(14) . . . . ? C13A C14A C15A O2A 3.1(2) . . . . ? C19A C14A C15A O2A -175.06(17) . . . . ? C13A C14A C15A C16A -177.80(15) . . . . ? C19A C14A C15A C16A 4.0(2) . . . . ? O2A C15A C16A C17A -178.04(18) . . . . ? C14A C15A C16A C17A 2.9(2) . . . . ? O2A C15A C16A C24A 2.4(3) . . . . ? C14A C15A C16A C24A -176.73(15) . . . . ? C15A C16A C17A C18A -0.2(2) . . . . ? C24A C16A C17A C18A 179.37(16) . . . . ? C16A C17A C18A O3A 166.57(15) . . . . ? C16A C17A C18A C19A -8.9(2) . . . . ? C13A C14A C19A C20A -5.3(2) . . . . ? C15A C14A C19A C20A 172.82(13) . . . . ? C13A C14A C19A C18A 168.97(13) . . . . ? C15A C14A C19A C18A -12.91(19) . . . . ? O3A C18A C19A C14A -160.07(13) . . . . ? C17A C18A C19A C14A 15.25(17) . . . . ? O3A C18A C19A C20A 14.1(2) . . . . ? C17A C18A C19A C20A -170.63(12) . . . . ? C12A C11A C20A C19A -7.7(2) . . . . ? C10A C11A C20A C19A 170.07(12) . . . . ? C12A C11A C20A C21A 174.28(13) . . . . ? C10A C11A C20A C21A -7.93(18) . . . . ? C14A C19A C20A C11A 10.11(18) . . . . ? C18A C19A C20A C11A -163.89(12) . . . . ? C14A C19A C20A C21A -172.01(12) . . . . ? C18A C19A C20A C21A 13.98(19) . . . . ? C7A C8A C21A C20A 166.35(12) . . . . ? C9A C8A C21A C20A -13.3(2) . . . . ? C7A C8A C21A C22A -17.8(2) . . . . ? C9A C8A C21A C22A 162.58(13) . . . . ? C11A C20A C21A C8A 35.08(18) . . . . ? C19A C20A C21A C8A -142.81(13) . . . . ? C11A C20A C21A C22A -140.49(13) . . . . ? C19A C20A C21A C22A 41.6(2) . . . . ? C2A C1A C22A C5A -2.28(19) . . . . ? C25A C1A C22A C5A 174.81(12) . . . . ? C2A C1A C22A C21A 171.15(12) . . . . ? C25A C1A C22A C21A -11.8(2) . . . . ? C4A C5A C22A C1A -0.3(2) . . . . ? C6A C5A C22A C1A 178.42(12) . . . . ? C4A C5A C22A C21A -174.21(13) . . . . ? C6A C5A C22A C21A 4.51(19) . . . . ? C8A C21A C22A C1A -144.36(13) . . . . ? C20A C21A C22A C1A 31.2(2) . . . . ? C8A C21A C22A C5A 29.22(19) . . . . ? C20A C21A C22A C5A -155.25(13) . . . . ? C22A C1A C25A C26A -111.71(14) . . . . ? C2A C1A C25A C26A 65.44(16) . . . . ? C22A C1A C25A C34A 70.00(18) . . . . ? C2A C1A C25A C34A -112.85(13) . . . . ? C34A C25A C26A C27A -3.78(19) . . . . ? C1A C25A C26A C27A 177.88(12) . . . . ? C25A C26A C27A C28A -0.2(2) . . . . ? C26A C27A C28A C29A 3.5(2) . . . . ? C27A C28A C29A C30A 175.53(14) . . . . ? C27A C28A C29A C34A -2.8(2) . . . . ? C28A C29A C30A C31A -178.69(15) . . . . ? C34A C29A C30A C31A -0.4(2) . . . . ? C29A C30A C31A C32A 0.4(3) . . . . ? C30A C31A C32A C33A -0.2(3) . . . . ? C31A C32A C33A C34A -0.1(2) . . . . ? C32A C33A C34A C29A 0.1(2) . . . . ? C32A C33A C34A C25A 179.75(13) . . . . ? C30A C29A C34A C33A 0.08(19) . . . . ? C28A C29A C34A C33A 178.42(12) . . . . ? C30A C29A C34A C25A -179.54(12) . . . . ? C28A C29A C34A C25A -1.19(18) . . . . ? C26A C25A C34A C33A -175.22(12) . . . . ? C1A C25A C34A C33A 3.05(18) . . . . ? C26A C25A C34A C29A 4.39(17) . . . . ? C1A C25A C34A C29A -177.35(11) . . . . ? C23B O1B C2B C3B -5.8(2) . . . . ? C23B O1B C2B C1B 173.29(14) . . . . ? C22B C1B C2B O1B -178.74(12) . . . . ? C25B C1B C2B O1B 2.20(18) . . . . ? C22B C1B C2B C3B 0.4(2) . . . . ? C25B C1B C2B C3B -178.68(14) . . . . ? O1B C2B C3B C4B 178.62(15) . . . . ? C1B C2B C3B C4B -0.4(2) . . . . ? C2B C3B C4B C5B 0.3(3) . . . . ? C3B C4B C5B C22B -0.2(2) . . . . ? C3B C4B C5B C6B -177.47(15) . . . . ? C4B C5B C6B C7B 131.44(15) . . . . ? C22B C5B C6B C7B -45.87(17) . . . . ? C5B C6B C7B C8B 55.24(16) . . . . ? C6B C7B C8B C21B -27.1(2) . . . . ? C6B C7B C8B C9B 153.76(14) . . . . ? C21B C8B C9B C10B -33.4(2) . . . . ? C7B C8B C9B C10B 145.70(14) . . . . ? C8B C9B C10B C11B 55.38(17) . . . . ? C9B C10B C11B C12B 141.93(15) . . . . ? C9B C10B C11B C20B -36.13(18) . . . . ? C20B C11B C12B C13B 0.4(2) . . . . ? C10B C11B C12B C13B -177.57(15) . . . . ? C11B C12B C13B C14B 3.9(2) . . . . ? C12B C13B C14B C19B -0.9(2) . . . . ? C12B C13B C14B C15B -179.41(14) . . . . ? C13B C14B C15B O2B 2.9(2) . . . . ? C19B C14B C15B O2B -175.60(16) . . . . ? C13B C14B C15B C16B -178.32(14) . . . . ? C19B C14B C15B C16B 3.2(2) . . . . ? O2B C15B C16B C17B -177.04(17) . . . . ? C14B C15B C16B C17B 4.2(2) . . . . ? O2B C15B C16B C24B 3.0(2) . . . . ? C14B C15B C16B C24B -175.79(15) . . . . ? C15B C16B C17B C18B -1.2(2) . . . . ? C24B C16B C17B C18B 178.75(16) . . . . ? C16B C17B C18B O3B 167.61(15) . . . . ? C16B C17B C18B C19B -8.7(2) . . . . ? C13B C14B C19B C20B -6.4(2) . . . . ? C15B C14B C19B C20B 172.09(13) . . . . ? C13B C14B C19B C18B 168.76(13) . . . . ? C15B C14B C19B C18B -12.78(19) . . . . ? O3B C18B C19B C14B -160.75(13) . . . . ? C17B C18B C19B C14B 15.43(18) . . . . ? O3B C18B C19B C20B 14.3(2) . . . . ? C17B C18B C19B C20B -169.54(12) . . . . ? C12B C11B C20B C19B -7.6(2) . . . . ? C10B C11B C20B C19B 170.51(13) . . . . ? C12B C11B C20B C21B 174.17(13) . . . . ? C10B C11B C20B C21B -7.77(19) . . . . ? C14B C19B C20B C11B 10.46(19) . . . . ? C18B C19B C20B C11B -164.44(12) . . . . ? C14B C19B C20B C21B -171.39(12) . . . . ? C18B C19B C20B C21B 13.7(2) . . . . ? C9B C8B C21B C20B -11.1(2) . . . . ? C7B C8B C21B C20B 169.74(13) . . . . ? C9B C8B C21B C22B 163.89(14) . . . . ? C7B C8B C21B C22B -15.2(2) . . . . ? C11B C20B C21B C8B 33.61(19) . . . . ? C19B C20B C21B C8B -144.55(14) . . . . ? C11B C20B C21B C22B -141.01(13) . . . . ? C19B C20B C21B C22B 40.8(2) . . . . ? C2B C1B C22B C5B -0.24(19) . . . . ? C25B C1B C22B C5B 178.74(12) . . . . ? C2B C1B C22B C21B 172.39(13) . . . . ? C25B C1B C22B C21B -8.6(2) . . . . ? C4B C5B C22B C1B 0.2(2) . . . . ? C6B C5B C22B C1B 177.50(12) . . . . ? C4B C5B C22B C21B -173.03(13) . . . . ? C6B C5B C22B C21B 4.31(19) . . . . ? C8B C21B C22B C1B -144.90(14) . . . . ? C20B C21B C22B C1B 29.7(2) . . . . ? C8B C21B C22B C5B 27.90(19) . . . . ? C20B C21B C22B C5B -157.52(13) . . . . ? C2B C1B C25B C26B 65.23(17) . . . . ? C22B C1B C25B C26B -113.77(14) . . . . ? C2B C1B C25B C34B -113.68(14) . . . . ? C22B C1B C25B C34B 67.31(18) . . . . ? C34B C25B C26B C27B -4.53(19) . . . . ? C1B C25B C26B C27B 176.53(12) . . . . ? C25B C26B C27B C28B -0.7(2) . . . . ? C26B C27B C28B C29B 4.8(2) . . . . ? C27B C28B C29B C30B 174.08(14) . . . . ? C27B C28B C29B C34B -3.7(2) . . . . ? C28B C29B C30B C31B -176.75(15) . . . . ? C34B C29B C30B C31B 1.0(2) . . . . ? C29B C30B C31B C32B -0.6(3) . . . . ? C30B C31B C32B C33B -0.3(3) . . . . ? C31B C32B C33B C34B 0.8(2) . . . . ? C32B C33B C34B C29B -0.4(2) . . . . ? C32B C33B C34B C25B 178.39(14) . . . . ? C30B C29B C34B C33B -0.53(19) . . . . ? C28B C29B C34B C33B 177.30(12) . . . . ? C30B C29B C34B C25B -179.32(13) . . . . ? C28B C29B C34B C25B -1.50(18) . . . . ? C26B C25B C34B C33B -173.24(13) . . . . ? C1B C25B C34B C33B 5.67(19) . . . . ? C26B C25B C34B C29B 5.51(18) . . . . ? C1B C25B C34B C29B -175.58(11) . . . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 39.53 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 0.692 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.089