# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 1475 _publ_requested_journal 'Chemical Science' loop_ _publ_author_name 'Karim, Arif' 'Linden, Anthony' 'Baldridge, Kim' 'Siegel, Jay' _publ_contact_author_name 'Siegel, Jay' _publ_contact_author_address ; University of Zurich Winterthurerstrasse 190 Zurich CH-8057 ; _publ_contact_author_email jss@oci.uzh.ch _publ_section_title ; Conformation and Dynamics in Aryl-Alkyne Molecular Rotors ; # Attachment '1a-sg0414.cif' data_SG0414 _database_code_depnum_ccdc_archive 'CCDC 763789' #TrackingRef '1a-sg0414.cif' _audit_creation_method SHELXL-97 _audit_creation_date 04-06-17 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C32 H30' _chemical_formula_sum 'C32 H30' _chemical_formula_weight 414.59 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 64 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 60 0.0000 0.0000 ; International Tables for Crystallography (1992). 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 ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4200(4) _cell_length_b 10.4450(4) _cell_length_c 15.4972(7) _cell_angle_alpha 81.045(3) _cell_angle_beta 74.819(3) _cell_angle_gamma 68.224(3) _cell_volume 1218.90(10) _cell_formula_units_Z 2 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 4275 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.130 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.0634 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.506(3) Frames collected: 217 Seconds exposure per frame: 20 Degrees rotation per frame: 2.0 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 17941 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.03 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _reflns_number_total 4301 _reflns_number_gt 3093 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2003)' _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 'w=1/[\s^2^(Fo^2^)+(0.0552P)^2^+0.3424P] 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 0.033(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4298 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0821 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1430 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.226 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.042 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 0.8198(2) 0.31527(18) 0.76835(12) 0.0294(4) Uani 1 1 d . . . C2 C 0.7141(2) 0.37869(19) 0.84771(12) 0.0311(5) Uani 1 1 d . . . C3 C 0.6567(3) 0.5220(2) 0.84716(14) 0.0376(5) Uani 1 1 d . . . H3 H 0.5842 0.5668 0.8998 0.045 Uiso 1 1 calc R . . C4 C 0.7039(3) 0.5997(2) 0.77118(14) 0.0414(5) Uani 1 1 d . . . H4 H 0.6646 0.6974 0.7724 0.050 Uiso 1 1 calc R . . C5 C 0.8077(3) 0.5376(2) 0.69310(14) 0.0383(5) Uani 1 1 d . . . H5 H 0.8387 0.5927 0.6413 0.046 Uiso 1 1 calc R . . C6 C 0.8666(2) 0.39485(19) 0.69021(12) 0.0313(5) Uani 1 1 d . . . C7 C 0.8890(2) 0.1676(2) 0.76574(12) 0.0311(5) Uani 1 1 d . . . C8 C 0.9615(3) 0.0457(2) 0.75687(12) 0.0328(5) Uani 1 1 d . . . C9 C 1.0667(2) -0.09599(18) 0.74167(12) 0.0314(5) Uani 1 1 d . . . C10 C 1.2326(3) -0.1256(2) 0.68435(13) 0.0376(5) Uani 1 1 d . . . H10 H 1.2713 -0.0523 0.6546 0.045 Uiso 1 1 calc R . . C11 C 1.3403(3) -0.2603(2) 0.67073(14) 0.0431(5) Uani 1 1 d . . . H11 H 1.4532 -0.2796 0.6319 0.052 Uiso 1 1 calc R . . C12 C 1.2846(3) -0.3675(2) 0.71336(15) 0.0453(6) Uani 1 1 d . . . H12 H 1.3600 -0.4605 0.7046 0.054 Uiso 1 1 calc R . . C13 C 1.1199(3) -0.3400(2) 0.76850(14) 0.0430(5) Uani 1 1 d . . . H13 H 1.0807 -0.4140 0.7964 0.052 Uiso 1 1 calc R . . C14 C 1.0110(3) -0.2046(2) 0.78336(13) 0.0378(5) Uani 1 1 d . . . H14 H 0.8981 -0.1860 0.8221 0.045 Uiso 1 1 calc R . . C15 C 0.6668(2) 0.29145(19) 0.92876(12) 0.0304(5) Uani 1 1 d . . . C16 C 0.7870(3) 0.2249(2) 0.98372(13) 0.0375(5) Uani 1 1 d . . . C17 C 0.7448(3) 0.1373(2) 1.05562(13) 0.0416(5) Uani 1 1 d . . . H17 H 0.8260 0.0926 1.0928 0.050 Uiso 1 1 calc R . . C18 C 0.5877(3) 0.1130(2) 1.07497(12) 0.0363(5) Uani 1 1 d . . . C19 C 0.4696(3) 0.1812(2) 1.02101(13) 0.0364(5) Uani 1 1 d . . . H19 H 0.3609 0.1663 1.0338 0.044 Uiso 1 1 calc R . . C20 C 0.5060(2) 0.27099(19) 0.94862(13) 0.0332(5) Uani 1 1 d . . . C21 C 0.9594(3) 0.2478(3) 0.96508(15) 0.0529(6) Uani 1 1 d . . . H211 H 1.0275 0.1909 1.0085 0.079 Uiso 1 1 calc R . . H212 H 0.9378 0.3454 0.9702 0.079 Uiso 1 1 calc R . . H213 H 1.0251 0.2219 0.9044 0.079 Uiso 1 1 calc R . . C22 C 0.5481(3) 0.0146(2) 1.15271(14) 0.0475(6) Uani 1 1 d . . . H221 H 0.6435 -0.0751 1.1467 0.071 Uiso 1 1 calc R . . H222 H 0.4378 0.0029 1.1530 0.071 Uiso 1 1 calc R . . H223 H 0.5374 0.0521 1.2090 0.071 Uiso 1 1 calc R . . C23 C 0.3730(3) 0.3464(2) 0.89206(16) 0.0492(6) Uani 1 1 d . . . H231 H 0.2682 0.3206 0.9152 0.074 Uiso 1 1 calc R . . H232 H 0.4239 0.3211 0.8299 0.074 Uiso 1 1 calc R . . H233 H 0.3408 0.4463 0.8944 0.074 Uiso 1 1 calc R . . C24 C 0.9767(2) 0.32165(19) 0.60791(12) 0.0312(5) Uani 1 1 d . . . C25 C 0.8953(3) 0.2962(2) 0.54750(13) 0.0384(5) Uani 1 1 d . . . C26 C 0.9980(3) 0.2126(2) 0.47740(13) 0.0404(5) Uani 1 1 d . . . H26 H 0.9426 0.1947 0.4369 0.049 Uiso 1 1 calc R . . C27 C 1.1788(3) 0.1545(2) 0.46494(12) 0.0373(5) Uani 1 1 d . . . C28 C 1.2574(3) 0.1862(2) 0.52311(13) 0.0368(5) Uani 1 1 d . . . H28 H 1.3817 0.1510 0.5138 0.044 Uiso 1 1 calc R . . C29 C 1.1593(3) 0.2680(2) 0.59462(13) 0.0351(5) Uani 1 1 d . . . C30 C 0.6989(3) 0.3547(3) 0.55947(16) 0.0609(7) Uani 1 1 d . . . H301 H 0.6652 0.3225 0.5132 0.091 Uiso 1 1 calc R . . H302 H 0.6600 0.4558 0.5542 0.091 Uiso 1 1 calc R . . H303 H 0.6437 0.3238 0.6188 0.091 Uiso 1 1 calc R . . C31 C 1.2854(3) 0.0591(3) 0.39099(14) 0.0530(6) Uani 1 1 d . . . H311 H 1.2787 -0.0332 0.4096 0.080 Uiso 1 1 calc R . . H312 H 1.4079 0.0537 0.3783 0.080 Uiso 1 1 calc R . . H313 H 1.2389 0.0947 0.3369 0.080 Uiso 1 1 calc R . . C32 C 1.2487(3) 0.2936(3) 0.65904(16) 0.0556(7) Uani 1 1 d . . . H321 H 1.2241 0.3930 0.6586 0.083 Uiso 1 1 calc R . . H322 H 1.3755 0.2457 0.6409 0.083 Uiso 1 1 calc R . . H323 H 1.2046 0.2588 0.7195 0.083 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 C1 0.0274(10) 0.0280(10) 0.0336(11) -0.0032(8) -0.0071(8) -0.0098(8) C2 0.0278(10) 0.0327(11) 0.0342(11) -0.0074(8) -0.0049(8) -0.0113(8) C3 0.0352(11) 0.0342(11) 0.0423(12) -0.0123(9) -0.0010(9) -0.0120(9) C4 0.0421(12) 0.0287(11) 0.0508(13) -0.0088(10) -0.0049(10) -0.0104(9) C5 0.0388(12) 0.0318(11) 0.0431(12) 0.0021(9) -0.0075(10) -0.0139(9) C6 0.0263(10) 0.0320(11) 0.0353(11) -0.0038(8) -0.0044(8) -0.0109(8) C7 0.0308(10) 0.0335(12) 0.0276(10) -0.0030(8) -0.0033(8) -0.0115(9) C8 0.0345(11) 0.0344(12) 0.0300(11) -0.0029(8) -0.0079(8) -0.0118(9) C9 0.0341(11) 0.0285(10) 0.0317(11) -0.0025(8) -0.0107(9) -0.0085(9) C10 0.0381(12) 0.0332(11) 0.0405(12) -0.0030(9) -0.0079(9) -0.0116(9) C11 0.0358(12) 0.0421(13) 0.0459(13) -0.0078(10) -0.0064(10) -0.0073(10) C12 0.0435(13) 0.0311(11) 0.0558(14) -0.0082(10) -0.0154(11) -0.0017(10) C13 0.0475(14) 0.0289(11) 0.0537(14) 0.0017(10) -0.0142(11) -0.0142(10) C14 0.0351(11) 0.0363(12) 0.0400(12) -0.0017(9) -0.0084(9) -0.0105(9) C15 0.0294(10) 0.0317(10) 0.0291(10) -0.0087(8) -0.0015(8) -0.0101(8) C16 0.0326(11) 0.0461(12) 0.0344(11) -0.0078(9) -0.0058(9) -0.0135(9) C17 0.0438(13) 0.0477(13) 0.0336(11) -0.0029(10) -0.0121(10) -0.0136(10) C18 0.0417(12) 0.0363(11) 0.0277(11) -0.0086(9) 0.0005(9) -0.0127(9) C19 0.0322(11) 0.0366(11) 0.0389(12) -0.0074(9) 0.0001(9) -0.0136(9) C20 0.0311(11) 0.0329(11) 0.0348(11) -0.0075(9) -0.0049(9) -0.0099(9) C21 0.0420(13) 0.0732(16) 0.0504(14) 0.0016(12) -0.0168(11) -0.0257(12) C22 0.0576(14) 0.0438(13) 0.0363(12) -0.0028(10) -0.0028(10) -0.0174(11) C23 0.0376(12) 0.0511(14) 0.0623(15) 0.0086(11) -0.0176(11) -0.0195(11) C24 0.0310(11) 0.0305(10) 0.0293(10) -0.0001(8) -0.0026(8) -0.0109(9) C25 0.0314(11) 0.0458(12) 0.0329(11) -0.0022(9) -0.0043(9) -0.0099(10) C26 0.0377(12) 0.0533(13) 0.0295(11) -0.0054(9) -0.0079(9) -0.0134(10) C27 0.0373(12) 0.0410(12) 0.0271(10) 0.0006(9) -0.0015(9) -0.0110(10) C28 0.0293(11) 0.0410(12) 0.0346(11) 0.0008(9) -0.0028(9) -0.0102(9) C29 0.0334(11) 0.0362(11) 0.0348(11) -0.0013(9) -0.0041(9) -0.0139(9) C30 0.0371(13) 0.0883(19) 0.0542(15) -0.0246(14) -0.0107(11) -0.0098(13) C31 0.0447(13) 0.0659(16) 0.0375(13) -0.0137(11) -0.0016(10) -0.0078(12) C32 0.0379(13) 0.0710(16) 0.0606(15) -0.0234(13) -0.0091(11) -0.0157(12) _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 1.409(3) . ? C1 C6 1.411(3) . ? C1 C7 1.436(3) . ? C2 C3 1.391(3) . ? C2 C15 1.489(3) . ? C3 C4 1.378(3) . ? C3 H3 0.9500 . ? C4 C5 1.385(3) . ? C4 H4 0.9500 . ? C5 C6 1.389(3) . ? C5 H5 0.9500 . ? C6 C24 1.493(3) . ? C7 C8 1.202(3) . ? C8 C9 1.434(3) . ? C9 C14 1.390(3) . ? C9 C10 1.397(3) . ? C10 C11 1.375(3) . ? C10 H10 0.9500 . ? C11 C12 1.382(3) . ? C11 H11 0.9500 . ? C12 C13 1.377(3) . ? C12 H12 0.9500 . ? C13 C14 1.387(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.396(3) . ? C15 C16 1.406(3) . ? C16 C17 1.386(3) . ? C16 C21 1.504(3) . ? C17 C18 1.386(3) . ? C17 H17 0.9500 . ? C18 C19 1.386(3) . ? C18 C22 1.509(3) . ? C19 C20 1.392(3) . ? C19 H19 0.9500 . ? C20 C23 1.512(3) . ? C21 H211 0.9800 . ? C21 H212 0.9800 . ? C21 H213 0.9800 . ? C22 H221 0.9800 . ? C22 H222 0.9800 . ? C22 H223 0.9800 . ? C23 H231 0.9800 . ? C23 H232 0.9800 . ? C23 H233 0.9800 . ? C24 C29 1.396(3) . ? C24 C25 1.402(3) . ? C25 C26 1.391(3) . ? C25 C30 1.506(3) . ? C26 C27 1.385(3) . ? C26 H26 0.9500 . ? C27 C28 1.389(3) . ? C27 C31 1.505(3) . ? C28 C29 1.390(3) . ? C28 H28 0.9500 . ? C29 C32 1.504(3) . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? C31 H311 0.9800 . ? C31 H312 0.9800 . ? C31 H313 0.9800 . ? C32 H321 0.9800 . ? C32 H322 0.9800 . ? C32 H323 0.9800 . ? 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 120.97(16) . . ? C2 C1 C7 120.92(17) . . ? C6 C1 C7 118.06(16) . . ? C3 C2 C1 118.32(18) . . ? C3 C2 C15 122.20(17) . . ? C1 C2 C15 119.48(16) . . ? C4 C3 C2 120.77(18) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.98(18) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C6 120.29(19) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C1 118.67(17) . . ? C5 C6 C24 122.94(17) . . ? C1 C6 C24 118.39(16) . . ? C8 C7 C1 173.1(2) . . ? C7 C8 C9 173.2(2) . . ? C14 C9 C10 118.97(17) . . ? C14 C9 C8 122.39(18) . . ? C10 C9 C8 118.63(17) . . ? C11 C10 C9 120.44(19) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.1(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 120.13(19) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 120.13(19) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C13 C14 C9 120.16(19) . . ? C13 C14 H14 119.9 . . ? C9 C14 H14 119.9 . . ? C20 C15 C16 119.70(18) . . ? C20 C15 C2 120.23(17) . . ? C16 C15 C2 120.03(17) . . ? C17 C16 C15 119.08(18) . . ? C17 C16 C21 120.14(18) . . ? C15 C16 C21 120.78(19) . . ? C18 C17 C16 122.01(19) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C19 C18 C17 118.12(19) . . ? C19 C18 C22 121.43(19) . . ? C17 C18 C22 120.45(19) . . ? C18 C19 C20 121.74(18) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C15 119.31(18) . . ? C19 C20 C23 120.59(18) . . ? C15 C20 C23 120.10(18) . . ? C16 C21 H211 109.5 . . ? C16 C21 H212 109.5 . . ? H211 C21 H212 109.5 . . ? C16 C21 H213 109.5 . . ? H211 C21 H213 109.5 . . ? H212 C21 H213 109.5 . . ? C18 C22 H221 109.5 . . ? C18 C22 H222 109.5 . . ? H221 C22 H222 109.5 . . ? C18 C22 H223 109.5 . . ? H221 C22 H223 109.5 . . ? H222 C22 H223 109.5 . . ? C20 C23 H231 109.5 . . ? C20 C23 H232 109.5 . . ? H231 C23 H232 109.5 . . ? C20 C23 H233 109.5 . . ? H231 C23 H233 109.5 . . ? H232 C23 H233 109.5 . . ? C29 C24 C25 119.70(17) . . ? C29 C24 C6 120.56(16) . . ? C25 C24 C6 119.50(16) . . ? C26 C25 C24 119.12(18) . . ? C26 C25 C30 120.07(18) . . ? C24 C25 C30 120.79(18) . . ? C27 C26 C25 121.96(18) . . ? C27 C26 H26 119.0 . . ? C25 C26 H26 119.0 . . ? C26 C27 C28 117.96(18) . . ? C26 C27 C31 120.64(18) . . ? C28 C27 C31 121.39(18) . . ? C27 C28 C29 121.76(18) . . ? C27 C28 H28 119.1 . . ? C29 C28 H28 119.1 . . ? C28 C29 C24 119.39(17) . . ? C28 C29 C32 120.17(18) . . ? C24 C29 C32 120.40(18) . . ? C25 C30 H301 109.5 . . ? C25 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C25 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? C27 C31 H311 109.5 . . ? C27 C31 H312 109.5 . . ? H311 C31 H312 109.5 . . ? C27 C31 H313 109.5 . . ? H311 C31 H313 109.5 . . ? H312 C31 H313 109.5 . . ? C29 C32 H321 109.5 . . ? C29 C32 H322 109.5 . . ? H321 C32 H322 109.5 . . ? C29 C32 H323 109.5 . . ? H321 C32 H323 109.5 . . ? H322 C32 H323 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 C6 C1 C2 C3 0.0(3) . . . . ? C7 C1 C2 C3 177.45(17) . . . . ? C6 C1 C2 C15 179.75(16) . . . . ? C7 C1 C2 C15 -2.8(3) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C15 C2 C3 C4 179.54(18) . . . . ? C2 C3 C4 C5 0.8(3) . . . . ? C3 C4 C5 C6 -0.1(3) . . . . ? C4 C5 C6 C1 -0.6(3) . . . . ? C4 C5 C6 C24 179.16(18) . . . . ? C2 C1 C6 C5 0.6(3) . . . . ? C7 C1 C6 C5 -176.88(17) . . . . ? C2 C1 C6 C24 -179.11(16) . . . . ? C7 C1 C6 C24 3.4(2) . . . . ? C14 C9 C10 C11 -1.2(3) . . . . ? C8 C9 C10 C11 177.46(18) . . . . ? C9 C10 C11 C12 0.4(3) . . . . ? C10 C11 C12 C13 1.1(3) . . . . ? C11 C12 C13 C14 -1.7(3) . . . . ? C12 C13 C14 C9 0.9(3) . . . . ? C10 C9 C14 C13 0.5(3) . . . . ? C8 C9 C14 C13 -178.05(18) . . . . ? C3 C2 C15 C20 82.9(2) . . . . ? C1 C2 C15 C20 -96.8(2) . . . . ? C3 C2 C15 C16 -99.6(2) . . . . ? C1 C2 C15 C16 80.7(2) . . . . ? C20 C15 C16 C17 1.5(3) . . . . ? C2 C15 C16 C17 -175.98(17) . . . . ? C20 C15 C16 C21 -178.58(18) . . . . ? C2 C15 C16 C21 3.9(3) . . . . ? C15 C16 C17 C18 0.1(3) . . . . ? C21 C16 C17 C18 -179.75(19) . . . . ? C16 C17 C18 C19 -1.2(3) . . . . ? C16 C17 C18 C22 178.73(18) . . . . ? C17 C18 C19 C20 0.6(3) . . . . ? C22 C18 C19 C20 -179.32(17) . . . . ? C18 C19 C20 C15 1.0(3) . . . . ? C18 C19 C20 C23 -178.69(18) . . . . ? C16 C15 C20 C19 -2.1(3) . . . . ? C2 C15 C20 C19 175.41(16) . . . . ? C16 C15 C20 C23 177.62(18) . . . . ? C2 C15 C20 C23 -4.9(3) . . . . ? C5 C6 C24 C29 95.1(2) . . . . ? C1 C6 C24 C29 -85.2(2) . . . . ? C5 C6 C24 C25 -90.5(2) . . . . ? C1 C6 C24 C25 89.2(2) . . . . ? C29 C24 C25 C26 2.8(3) . . . . ? C6 C24 C25 C26 -171.66(18) . . . . ? C29 C24 C25 C30 -179.1(2) . . . . ? C6 C24 C25 C30 6.5(3) . . . . ? C24 C25 C26 C27 -0.6(3) . . . . ? C30 C25 C26 C27 -178.8(2) . . . . ? C25 C26 C27 C28 -2.3(3) . . . . ? C25 C26 C27 C31 177.1(2) . . . . ? C26 C27 C28 C29 3.1(3) . . . . ? C31 C27 C28 C29 -176.34(19) . . . . ? C27 C28 C29 C24 -0.9(3) . . . . ? C27 C28 C29 C32 176.69(19) . . . . ? C25 C24 C29 C28 -2.0(3) . . . . ? C6 C24 C29 C28 172.35(17) . . . . ? C25 C24 C29 C32 -179.67(19) . . . . ? C6 C24 C29 C32 -5.3(3) . . . . ? # End of CIF ============================================================ # Attachment '1b-sg0513.cif' data_SG0513 _database_code_depnum_ccdc_archive 'CCDC 763790' #TrackingRef '1b-sg0513.cif' _audit_creation_method SHELXL-97 _audit_creation_date 05-05-11 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C31 H29 N' _chemical_formula_sum 'C31 H29 N' _chemical_formula_weight 415.58 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 62 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 58 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 2 0.0061 0.0033 ; International Tables for Crystallography (1992). 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 ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3091(2) _cell_length_b 10.5240(2) _cell_length_c 15.4592(3) _cell_angle_alpha 80.8186(9) _cell_angle_beta 74.9937(11) _cell_angle_gamma 67.8783(10) _cell_volume 1206.70(4) _cell_formula_units_Z 2 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 6886 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 30.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.0653 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.425(1) Frames collected: 769 Seconds exposure per frame: 20 Degrees rotation per frame: 1.0 Crystal-Detector distance (mm): 33.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\f and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 30830 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 30.03 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.997 _reflns_number_total 7037 _reflns_number_gt 4918 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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 'w=1/[\s^2^(Fo^2^)+(0.0734P)^2^+0.1784P] 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 0.027(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7032 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0882 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1591 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.274 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.076 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 N1 N 0.99294(15) -0.19217(11) 0.28851(8) 0.0397(3) Uani 1 1 d . . . C1 C 0.81302(15) 0.31554(12) 0.27098(8) 0.0275(3) Uani 1 1 d . . . C2 C 0.70728(15) 0.37869(12) 0.35063(8) 0.0283(3) Uani 1 1 d . . . C3 C 0.65382(17) 0.52049(13) 0.35098(9) 0.0353(3) Uani 1 1 d . . . H3 H 0.5814 0.5647 0.4039 0.042 Uiso 1 1 calc R . . C4 C 0.70460(18) 0.59854(13) 0.27524(9) 0.0393(3) Uani 1 1 d . . . H4 H 0.6683 0.6953 0.2771 0.047 Uiso 1 1 calc R . . C5 C 0.80818(17) 0.53641(13) 0.19667(9) 0.0369(3) Uani 1 1 d . . . H5 H 0.8414 0.5910 0.1450 0.044 Uiso 1 1 calc R . . C6 C 0.86324(15) 0.39506(12) 0.19331(8) 0.0295(3) Uani 1 1 d . . . C7 C 0.87914(15) 0.16911(12) 0.26778(7) 0.0287(3) Uani 1 1 d . . . C8 C 0.94800(16) 0.04752(13) 0.25988(8) 0.0308(3) Uani 1 1 d . . . C9 C 1.05567(16) -0.09356(12) 0.24471(8) 0.0307(3) Uani 1 1 d . . . C10 C 1.1020(2) -0.32238(14) 0.27475(11) 0.0472(4) Uani 1 1 d . . . H10 H 1.0601 -0.3940 0.3042 0.057 Uiso 1 1 calc R . . C11 C 1.2701(2) -0.35917(14) 0.22095(11) 0.0472(4) Uani 1 1 d . . . H11 H 1.3426 -0.4533 0.2152 0.057 Uiso 1 1 calc R . . C12 C 1.33145(19) -0.25737(15) 0.17555(10) 0.0436(3) Uani 1 1 d . . . H12 H 1.4465 -0.2797 0.1372 0.052 Uiso 1 1 calc R . . C13 C 1.22281(18) -0.12229(14) 0.18681(9) 0.0369(3) Uani 1 1 d . . . H13 H 1.2611 -0.0497 0.1556 0.044 Uiso 1 1 calc R . . C14 C 0.65831(15) 0.29149(12) 0.43161(8) 0.0280(3) Uani 1 1 d . . . C15 C 0.49207(16) 0.27569(12) 0.45169(8) 0.0309(3) Uani 1 1 d . . . C16 C 0.45254(16) 0.18728(13) 0.52426(8) 0.0336(3) Uani 1 1 d . . . H16 H 0.3403 0.1760 0.5373 0.040 Uiso 1 1 calc R . . C17 C 0.57304(17) 0.11538(13) 0.57786(8) 0.0336(3) Uani 1 1 d . . . C18 C 0.73499(18) 0.13532(14) 0.55861(8) 0.0372(3) Uani 1 1 d . . . H18 H 0.8175 0.0883 0.5958 0.045 Uiso 1 1 calc R . . C19 C 0.77972(16) 0.22219(14) 0.48639(8) 0.0339(3) Uani 1 1 d . . . C20 C 0.35765(19) 0.35386(16) 0.39505(11) 0.0468(4) Uani 1 1 d . . . H201 H 0.2508 0.3293 0.4174 0.070 Uiso 1 1 calc R . . H202 H 0.4089 0.3302 0.3326 0.070 Uiso 1 1 calc R . . H203 H 0.3260 0.4528 0.3983 0.070 Uiso 1 1 calc R . . C21 C 0.5305(2) 0.01719(15) 0.65481(9) 0.0440(3) Uani 1 1 d . . . H211 H 0.4021 0.0357 0.6700 0.066 Uiso 1 1 calc R . . H212 H 0.5679 0.0295 0.7071 0.066 Uiso 1 1 calc R . . H213 H 0.5940 -0.0775 0.6374 0.066 Uiso 1 1 calc R . . C22 C 0.95734(19) 0.24063(18) 0.46818(10) 0.0484(4) Uani 1 1 d . . . H221 H 1.0189 0.1920 0.5165 0.073 Uiso 1 1 calc R . . H222 H 0.9387 0.3387 0.4654 0.073 Uiso 1 1 calc R . . H223 H 1.0298 0.2031 0.4108 0.073 Uiso 1 1 calc R . . C23 C 0.97420(16) 0.32251(12) 0.11061(8) 0.0291(3) Uani 1 1 d . . . C24 C 1.15940(16) 0.26810(13) 0.09792(8) 0.0332(3) Uani 1 1 d . . . C25 C 1.25905(16) 0.18871(14) 0.02541(8) 0.0350(3) Uani 1 1 d . . . H25 H 1.3851 0.1530 0.0164 0.042 Uiso 1 1 calc R . . C26 C 1.17959(17) 0.16020(13) -0.03402(8) 0.0354(3) Uani 1 1 d . . . C27 C 0.99576(18) 0.21817(15) -0.02159(9) 0.0401(3) Uani 1 1 d . . . H27 H 0.9394 0.2016 -0.0626 0.048 Uiso 1 1 calc R . . C28 C 0.89184(17) 0.29981(14) 0.04913(9) 0.0368(3) Uani 1 1 d . . . C29 C 1.2508(2) 0.29015(19) 0.16374(11) 0.0544(4) Uani 1 1 d . . . H291 H 1.3780 0.2352 0.1489 0.082 Uiso 1 1 calc R . . H292 H 1.1984 0.2619 0.2247 0.082 Uiso 1 1 calc R . . H293 H 1.2355 0.3877 0.1604 0.082 Uiso 1 1 calc R . . C30 C 1.2871(2) 0.06843(18) -0.10941(10) 0.0497(4) Uani 1 1 d . . . H301 H 1.4126 0.0581 -0.1192 0.075 Uiso 1 1 calc R . . H302 H 1.2437 0.1093 -0.1643 0.075 Uiso 1 1 calc R . . H303 H 1.2749 -0.0220 -0.0938 0.075 Uiso 1 1 calc R . . C31 C 0.6923(2) 0.3598(2) 0.06089(12) 0.0650(5) Uani 1 1 d . . . H311 H 0.6572 0.3276 0.0151 0.098 Uiso 1 1 calc R . . H312 H 0.6538 0.4604 0.0546 0.098 Uiso 1 1 calc R . . H313 H 0.6363 0.3305 0.1207 0.098 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 N1 0.0409(6) 0.0302(6) 0.0488(7) 0.0011(5) -0.0122(5) -0.0132(5) C1 0.0256(6) 0.0273(6) 0.0297(6) -0.0048(5) -0.0042(4) -0.0097(5) C2 0.0261(6) 0.0302(6) 0.0290(6) -0.0068(5) -0.0023(4) -0.0111(5) C3 0.0338(6) 0.0315(6) 0.0379(7) -0.0120(5) 0.0009(5) -0.0105(5) C4 0.0414(7) 0.0259(6) 0.0467(8) -0.0074(5) -0.0011(6) -0.0112(5) C5 0.0389(7) 0.0293(6) 0.0380(7) -0.0008(5) -0.0005(5) -0.0129(5) C6 0.0276(6) 0.0295(6) 0.0303(6) -0.0041(5) -0.0029(5) -0.0103(5) C7 0.0294(6) 0.0313(6) 0.0255(6) -0.0042(5) -0.0026(4) -0.0120(5) C8 0.0341(6) 0.0303(6) 0.0282(6) -0.0036(5) -0.0055(5) -0.0116(5) C9 0.0353(6) 0.0270(6) 0.0314(6) -0.0033(5) -0.0109(5) -0.0098(5) C10 0.0531(9) 0.0280(7) 0.0637(10) 0.0031(6) -0.0207(7) -0.0149(6) C11 0.0508(9) 0.0286(7) 0.0591(9) -0.0084(6) -0.0219(7) -0.0017(6) C12 0.0392(7) 0.0410(8) 0.0447(8) -0.0105(6) -0.0094(6) -0.0043(6) C13 0.0380(7) 0.0326(7) 0.0385(7) -0.0052(5) -0.0067(5) -0.0106(5) C14 0.0278(6) 0.0303(6) 0.0260(6) -0.0083(5) -0.0007(4) -0.0111(5) C15 0.0291(6) 0.0309(6) 0.0336(6) -0.0069(5) -0.0039(5) -0.0114(5) C16 0.0302(6) 0.0361(7) 0.0361(7) -0.0093(5) 0.0007(5) -0.0161(5) C17 0.0409(7) 0.0326(6) 0.0266(6) -0.0082(5) 0.0001(5) -0.0146(5) C18 0.0388(7) 0.0447(8) 0.0288(6) -0.0032(5) -0.0089(5) -0.0142(6) C19 0.0306(6) 0.0414(7) 0.0306(6) -0.0067(5) -0.0042(5) -0.0135(5) C20 0.0372(7) 0.0484(8) 0.0601(9) 0.0084(7) -0.0180(7) -0.0207(6) C21 0.0572(9) 0.0429(8) 0.0307(7) -0.0024(6) -0.0005(6) -0.0223(7) C22 0.0357(7) 0.0679(10) 0.0469(8) 0.0019(7) -0.0120(6) -0.0243(7) C23 0.0300(6) 0.0278(6) 0.0270(6) 0.0000(5) -0.0019(5) -0.0110(5) C24 0.0316(6) 0.0355(7) 0.0319(6) -0.0029(5) -0.0040(5) -0.0128(5) C25 0.0273(6) 0.0400(7) 0.0317(6) -0.0019(5) -0.0010(5) -0.0089(5) C26 0.0368(7) 0.0372(7) 0.0250(6) -0.0014(5) -0.0009(5) -0.0092(6) C27 0.0366(7) 0.0527(8) 0.0289(6) -0.0086(6) -0.0064(5) -0.0116(6) C28 0.0302(6) 0.0450(8) 0.0307(6) -0.0057(5) -0.0039(5) -0.0087(6) C29 0.0348(7) 0.0746(11) 0.0572(10) -0.0258(8) -0.0076(7) -0.0162(7) C30 0.0444(8) 0.0602(10) 0.0350(7) -0.0152(7) -0.0021(6) -0.0072(7) C31 0.0319(8) 0.1000(15) 0.0583(10) -0.0347(10) -0.0102(7) -0.0060(8) _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 N1 C10 1.3425(18) . ? N1 C9 1.3444(16) . ? C1 C2 1.4110(16) . ? C1 C6 1.4139(16) . ? C1 C7 1.4324(16) . ? C2 C3 1.3879(17) . ? C2 C14 1.4919(16) . ? C3 C4 1.3863(19) . ? C3 H3 0.9500 . ? C4 C5 1.3899(18) . ? C4 H4 0.9500 . ? C5 C6 1.3874(17) . ? C5 H5 0.9500 . ? C6 C23 1.4961(16) . ? C7 C8 1.2008(17) . ? C8 C9 1.4359(17) . ? C9 C13 1.3956(18) . ? C10 C11 1.374(2) . ? C10 H10 0.9500 . ? C11 C12 1.373(2) . ? C11 H11 0.9500 . ? C12 C13 1.3773(19) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C19 1.3993(17) . ? C14 C15 1.4023(16) . ? C15 C16 1.3923(18) . ? C15 C20 1.5085(19) . ? C16 C17 1.3858(19) . ? C16 H16 0.9500 . ? C17 C18 1.3888(18) . ? C17 C21 1.5076(18) . ? C18 C19 1.3914(18) . ? C18 H18 0.9500 . ? C19 C22 1.5094(18) . ? C20 H201 0.9800 . ? C20 H202 0.9800 . ? C20 H203 0.9800 . ? C21 H211 0.9800 . ? C21 H212 0.9800 . ? C21 H213 0.9800 . ? C22 H221 0.9800 . ? C22 H222 0.9800 . ? C22 H223 0.9800 . ? C23 C24 1.3965(17) . ? C23 C28 1.4005(18) . ? C24 C25 1.3919(18) . ? C24 C29 1.5082(19) . ? C25 C26 1.3861(18) . ? C25 H25 0.9500 . ? C26 C27 1.3878(18) . ? C26 C30 1.5031(18) . ? C27 C28 1.3895(18) . ? C27 H27 0.9500 . ? C28 C31 1.5074(19) . ? C29 H291 0.9800 . ? C29 H292 0.9800 . ? C29 H293 0.9800 . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? C31 H311 0.9800 . ? C31 H312 0.9800 . ? C31 H313 0.9800 . ? 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 C10 N1 C9 116.15(12) . . ? C2 C1 C6 120.69(10) . . ? C2 C1 C7 121.04(10) . . ? C6 C1 C7 118.22(10) . . ? C3 C2 C1 118.51(11) . . ? C3 C2 C14 122.24(10) . . ? C1 C2 C14 119.26(10) . . ? C4 C3 C2 120.93(11) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.56(12) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 120.31(12) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C1 119.00(11) . . ? C5 C6 C23 122.72(11) . . ? C1 C6 C23 118.28(10) . . ? C8 C7 C1 174.12(12) . . ? C7 C8 C9 171.03(13) . . ? N1 C9 C13 122.92(12) . . ? N1 C9 C8 118.61(11) . . ? C13 C9 C8 118.45(11) . . ? N1 C10 C11 124.46(13) . . ? N1 C10 H10 117.8 . . ? C11 C10 H10 117.8 . . ? C12 C11 C10 118.76(13) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C11 C12 C13 118.65(14) . . ? C11 C12 H12 120.7 . . ? C13 C12 H12 120.7 . . ? C12 C13 C9 119.03(13) . . ? C12 C13 H13 120.5 . . ? C9 C13 H13 120.5 . . ? C19 C14 C15 119.74(11) . . ? C19 C14 C2 120.20(10) . . ? C15 C14 C2 120.03(11) . . ? C16 C15 C14 119.38(11) . . ? C16 C15 C20 120.44(11) . . ? C14 C15 C20 120.18(11) . . ? C17 C16 C15 121.54(11) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 118.32(12) . . ? C16 C17 C21 121.04(12) . . ? C18 C17 C21 120.64(12) . . ? C17 C18 C19 121.80(12) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.1 . . ? C18 C19 C14 119.17(11) . . ? C18 C19 C22 119.87(12) . . ? C14 C19 C22 120.96(12) . . ? C15 C20 H201 109.5 . . ? C15 C20 H202 109.5 . . ? H201 C20 H202 109.5 . . ? C15 C20 H203 109.5 . . ? H201 C20 H203 109.5 . . ? H202 C20 H203 109.5 . . ? C17 C21 H211 109.5 . . ? C17 C21 H212 109.5 . . ? H211 C21 H212 109.5 . . ? C17 C21 H213 109.5 . . ? H211 C21 H213 109.5 . . ? H212 C21 H213 109.5 . . ? C19 C22 H221 109.5 . . ? C19 C22 H222 109.5 . . ? H221 C22 H222 109.5 . . ? C19 C22 H223 109.5 . . ? H221 C22 H223 109.5 . . ? H222 C22 H223 109.5 . . ? C24 C23 C28 119.74(11) . . ? C24 C23 C6 120.17(11) . . ? C28 C23 C6 119.90(11) . . ? C25 C24 C23 119.25(11) . . ? C25 C24 C29 120.06(11) . . ? C23 C24 C29 120.65(11) . . ? C26 C25 C24 121.88(12) . . ? C26 C25 H25 119.1 . . ? C24 C25 H25 119.1 . . ? C25 C26 C27 117.95(12) . . ? C25 C26 C30 121.69(12) . . ? C27 C26 C30 120.36(12) . . ? C26 C27 C28 121.87(12) . . ? C26 C27 H27 119.1 . . ? C28 C27 H27 119.1 . . ? C27 C28 C23 119.23(11) . . ? C27 C28 C31 120.29(12) . . ? C23 C28 C31 120.46(12) . . ? C24 C29 H291 109.5 . . ? C24 C29 H292 109.5 . . ? H291 C29 H292 109.5 . . ? C24 C29 H293 109.5 . . ? H291 C29 H293 109.5 . . ? H292 C29 H293 109.5 . . ? C26 C30 H301 109.5 . . ? C26 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C26 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? C28 C31 H311 109.5 . . ? C28 C31 H312 109.5 . . ? H311 C31 H312 109.5 . . ? C28 C31 H313 109.5 . . ? H311 C31 H313 109.5 . . ? H312 C31 H313 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 C6 C1 C2 C3 -0.02(17) . . . . ? C7 C1 C2 C3 177.05(11) . . . . ? C6 C1 C2 C14 -179.38(10) . . . . ? C7 C1 C2 C14 -2.31(17) . . . . ? C1 C2 C3 C4 -0.74(19) . . . . ? C14 C2 C3 C4 178.60(12) . . . . ? C2 C3 C4 C5 1.0(2) . . . . ? C3 C4 C5 C6 -0.5(2) . . . . ? C4 C5 C6 C1 -0.27(19) . . . . ? C4 C5 C6 C23 179.75(12) . . . . ? C2 C1 C6 C5 0.52(17) . . . . ? C7 C1 C6 C5 -176.63(11) . . . . ? C2 C1 C6 C23 -179.50(10) . . . . ? C7 C1 C6 C23 3.34(16) . . . . ? C10 N1 C9 C13 1.03(19) . . . . ? C10 N1 C9 C8 -177.32(12) . . . . ? C9 N1 C10 C11 0.9(2) . . . . ? N1 C10 C11 C12 -1.9(2) . . . . ? C10 C11 C12 C13 0.9(2) . . . . ? C11 C12 C13 C9 0.9(2) . . . . ? N1 C9 C13 C12 -1.9(2) . . . . ? C8 C9 C13 C12 176.42(11) . . . . ? C3 C2 C14 C19 -98.79(15) . . . . ? C1 C2 C14 C19 80.55(14) . . . . ? C3 C2 C14 C15 82.97(15) . . . . ? C1 C2 C14 C15 -97.69(13) . . . . ? C19 C14 C15 C16 -2.22(17) . . . . ? C2 C14 C15 C16 176.03(10) . . . . ? C19 C14 C15 C20 177.80(12) . . . . ? C2 C14 C15 C20 -3.94(17) . . . . ? C14 C15 C16 C17 0.68(18) . . . . ? C20 C15 C16 C17 -179.34(12) . . . . ? C15 C16 C17 C18 1.19(18) . . . . ? C15 C16 C17 C21 -178.42(11) . . . . ? C16 C17 C18 C19 -1.55(19) . . . . ? C21 C17 C18 C19 178.06(12) . . . . ? C17 C18 C19 C14 0.03(19) . . . . ? C17 C18 C19 C22 179.96(12) . . . . ? C15 C14 C19 C18 1.87(18) . . . . ? C2 C14 C19 C18 -176.38(11) . . . . ? C15 C14 C19 C22 -178.07(12) . . . . ? C2 C14 C19 C22 3.68(18) . . . . ? C5 C6 C23 C24 93.51(15) . . . . ? C1 C6 C23 C24 -86.46(14) . . . . ? C5 C6 C23 C28 -91.40(15) . . . . ? C1 C6 C23 C28 88.63(15) . . . . ? C28 C23 C24 C25 -1.76(19) . . . . ? C6 C23 C24 C25 173.34(11) . . . . ? C28 C23 C24 C29 -179.43(13) . . . . ? C6 C23 C24 C29 -4.34(19) . . . . ? C23 C24 C25 C26 -0.99(19) . . . . ? C29 C24 C25 C26 176.70(13) . . . . ? C24 C25 C26 C27 2.6(2) . . . . ? C24 C25 C26 C30 -176.78(13) . . . . ? C25 C26 C27 C28 -1.5(2) . . . . ? C30 C26 C27 C28 177.86(14) . . . . ? C26 C27 C28 C23 -1.1(2) . . . . ? C26 C27 C28 C31 -179.41(15) . . . . ? C24 C23 C28 C27 2.8(2) . . . . ? C6 C23 C28 C27 -172.32(12) . . . . ? C24 C23 C28 C31 -178.93(14) . . . . ? C6 C23 C28 C31 6.0(2) . . . . ? # End of CIF ============================================================ # Attachment '1c-sg0432.cif' data_SG0432 _database_code_depnum_ccdc_archive 'CCDC 763791' #TrackingRef '1c-sg0432.cif' _audit_creation_method SHELXL-97 _audit_creation_date 04-10-27 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C31 H29 N' _chemical_formula_sum 'C31 H29 N' _chemical_formula_weight 415.58 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 124 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 116 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 4 0.0061 0.0033 ; International Tables for Crystallography (1992). 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 ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1034(4) _cell_length_b 14.8715(6) _cell_length_c 17.8686(7) _cell_angle_alpha 74.014(3) _cell_angle_beta 75.146(3) _cell_angle_gamma 78.920(2) _cell_volume 2473.29(17) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 8433 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.116 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.0637 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / methanol Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 1.003(2) Frames collected: 221 Seconds exposure per frame: 126 Degrees rotation per frame: 1.8 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 32418 _diffrn_reflns_av_R_equivalents 0.0550 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 24.99 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.991 _reflns_number_total 8627 _reflns_number_gt 6228 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2003)' _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 'w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+0.7937P] 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 0.0172(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8625 _refine_ls_number_parameters 590 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1458 _refine_ls_wR_factor_gt 0.1239 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.186 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.035 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 N1 N 0.4872(2) 0.23418(14) 0.38995(11) 0.0570(5) Uani 1 1 d . . . C1 C 0.75360(18) 0.28259(13) 0.65470(11) 0.0360(4) Uani 1 1 d . . . C2 C 0.66212(19) 0.33519(14) 0.70597(11) 0.0381(5) Uani 1 1 d . . . C3 C 0.7065(2) 0.34840(15) 0.76918(12) 0.0461(5) Uani 1 1 d . . . H3 H 0.6457 0.3831 0.8046 0.055 Uiso 1 1 calc R . . C4 C 0.8377(2) 0.31169(16) 0.78129(13) 0.0520(6) Uani 1 1 d . . . H4 H 0.8663 0.3212 0.8249 0.062 Uiso 1 1 calc R . . C5 C 0.9279(2) 0.26111(16) 0.73007(12) 0.0479(5) Uani 1 1 d . . . H5 H 1.0181 0.2365 0.7388 0.057 Uiso 1 1 calc R . . C6 C 0.88826(19) 0.24587(14) 0.66622(11) 0.0388(5) Uani 1 1 d . . . C7 C 0.71320(18) 0.26750(13) 0.58831(11) 0.0364(4) Uani 1 1 d . . . C8 C 0.68582(19) 0.25326(13) 0.53132(12) 0.0378(5) Uani 1 1 d . . . C9 C 0.6574(2) 0.23863(13) 0.46142(11) 0.0394(5) Uani 1 1 d . . . C10 C 0.5228(2) 0.24304(15) 0.45412(12) 0.0454(5) Uani 1 1 d . . . H10 H 0.4506 0.2531 0.4982 0.055 Uiso 1 1 calc R . . C11 C 0.5902(3) 0.21862(17) 0.32998(14) 0.0592(6) Uani 1 1 d . . . H11 H 0.5676 0.2123 0.2834 0.071 Uiso 1 1 calc R . . C12 C 0.7268(3) 0.21101(18) 0.33090(14) 0.0632(7) Uani 1 1 d . . . H12 H 0.7963 0.1989 0.2864 0.076 Uiso 1 1 calc R . . C13 C 0.7625(2) 0.22127(16) 0.39778(13) 0.0528(6) Uani 1 1 d . . . H13 H 0.8566 0.2165 0.3999 0.063 Uiso 1 1 calc R . . C14 C 0.52229(19) 0.37840(13) 0.69087(11) 0.0377(4) Uani 1 1 d . . . C15 C 0.5100(2) 0.46145(14) 0.63084(11) 0.0415(5) Uani 1 1 d . . . C16 C 0.3792(2) 0.50185(15) 0.61773(12) 0.0460(5) Uani 1 1 d . . . H16 H 0.3707 0.5579 0.5769 0.055 Uiso 1 1 calc R . . C17 C 0.2612(2) 0.46296(15) 0.66229(13) 0.0456(5) Uani 1 1 d . . . C18 C 0.2757(2) 0.38055(15) 0.72058(12) 0.0449(5) Uani 1 1 d . . . H18 H 0.1956 0.3525 0.7508 0.054 Uiso 1 1 calc R . . C19 C 0.4040(2) 0.33750(14) 0.73626(11) 0.0408(5) Uani 1 1 d . . . C20 C 0.6346(2) 0.50819(16) 0.58205(13) 0.0536(6) Uani 1 1 d . . . H201 H 0.6076 0.5597 0.5388 0.080 Uiso 1 1 calc R . . H202 H 0.7047 0.4618 0.5594 0.080 Uiso 1 1 calc R . . H203 H 0.6725 0.5335 0.6161 0.080 Uiso 1 1 calc R . . C21 C 0.1204(2) 0.51179(18) 0.64911(16) 0.0638(7) Uani 1 1 d . . . H211 H 0.0894 0.5612 0.6788 0.096 Uiso 1 1 calc R . . H212 H 0.0546 0.4657 0.6678 0.096 Uiso 1 1 calc R . . H213 H 0.1261 0.5402 0.5921 0.096 Uiso 1 1 calc R . . C22 C 0.4152(2) 0.24918(16) 0.80148(13) 0.0531(6) Uani 1 1 d . . . H221 H 0.4340 0.2645 0.8474 0.080 Uiso 1 1 calc R . . H222 H 0.4907 0.2035 0.7820 0.080 Uiso 1 1 calc R . . H223 H 0.3283 0.2220 0.8176 0.080 Uiso 1 1 calc R . . C23 C 0.98505(18) 0.19189(14) 0.61045(11) 0.0392(5) Uani 1 1 d . . . C24 C 0.98458(19) 0.09465(15) 0.62413(12) 0.0432(5) Uani 1 1 d . . . C25 C 1.0742(2) 0.04603(16) 0.57101(13) 0.0513(5) Uani 1 1 d . . . H25 H 1.0740 -0.0200 0.5805 0.062 Uiso 1 1 calc R . . C26 C 1.1639(2) 0.09113(17) 0.50443(13) 0.0522(6) Uani 1 1 d . . . C27 C 1.1612(2) 0.18790(17) 0.49145(12) 0.0497(5) Uani 1 1 d . . . H27 H 1.2209 0.2200 0.4457 0.060 Uiso 1 1 calc R . . C28 C 1.0735(2) 0.23916(15) 0.54348(12) 0.0438(5) Uani 1 1 d . . . C29 C 0.8899(2) 0.04278(16) 0.69629(14) 0.0563(6) Uani 1 1 d . . . H291 H 0.9099 -0.0251 0.6992 0.084 Uiso 1 1 calc R . . H292 H 0.7937 0.0648 0.6920 0.084 Uiso 1 1 calc R . . H293 H 0.9047 0.0550 0.7445 0.084 Uiso 1 1 calc R . . C30 C 1.2633(3) 0.0360(2) 0.44904(17) 0.0753(8) Uani 1 1 d . . . H301 H 1.3497 0.0140 0.4677 0.113 Uiso 1 1 calc R . . H302 H 1.2822 0.0767 0.3951 0.113 Uiso 1 1 calc R . . H303 H 1.2224 -0.0183 0.4484 0.113 Uiso 1 1 calc R . . C31 C 1.0758(2) 0.34384(16) 0.52758(14) 0.0603(6) Uani 1 1 d . . . H311 H 1.1233 0.3562 0.5644 0.090 Uiso 1 1 calc R . . H312 H 0.9809 0.3760 0.5354 0.090 Uiso 1 1 calc R . . H313 H 1.1247 0.3673 0.4726 0.090 Uiso 1 1 calc R . . N2 N 0.4747(2) -0.01910(15) 0.26009(12) 0.0630(6) Uani 1 1 d . . . C41 C 0.8557(2) 0.27392(14) 0.04488(11) 0.0409(5) Uani 1 1 d . . . C42 C 0.7703(2) 0.36093(15) 0.03012(12) 0.0457(5) Uani 1 1 d . . . C43 C 0.8227(2) 0.43468(16) -0.02966(14) 0.0561(6) Uani 1 1 d . . . H43 H 0.7655 0.4932 -0.0411 0.067 Uiso 1 1 calc R . . C44 C 0.9577(2) 0.42435(17) -0.07319(14) 0.0587(6) Uani 1 1 d . . . H44 H 0.9919 0.4753 -0.1146 0.070 Uiso 1 1 calc R . . C45 C 1.0418(2) 0.34017(16) -0.05626(13) 0.0521(6) Uani 1 1 d . . . H45 H 1.1347 0.3343 -0.0855 0.063 Uiso 1 1 calc R . . C46 C 0.9936(2) 0.26332(15) 0.00284(12) 0.0425(5) Uani 1 1 d . . . C47 C 0.79987(19) 0.19524(15) 0.10376(12) 0.0402(5) Uani 1 1 d . . . C48 C 0.74889(19) 0.13025(14) 0.15183(11) 0.0391(5) Uani 1 1 d . . . C49 C 0.68134(19) 0.05561(14) 0.20872(11) 0.0378(5) Uani 1 1 d . . . C50 C 0.5477(2) 0.04619(16) 0.20842(13) 0.0509(6) Uani 1 1 d . . . H50 H 0.5053 0.0893 0.1686 0.061 Uiso 1 1 calc R . . C51 C 0.5370(3) -0.07879(18) 0.31540(14) 0.0600(6) Uani 1 1 d . . . H51 H 0.4869 -0.1258 0.3532 0.072 Uiso 1 1 calc R . . C52 C 0.6686(3) -0.07622(17) 0.32078(13) 0.0588(6) Uani 1 1 d . . . H52 H 0.7086 -0.1206 0.3611 0.071 Uiso 1 1 calc R . . C53 C 0.7424(2) -0.00787(16) 0.26661(13) 0.0513(6) Uani 1 1 d . . . H53 H 0.8341 -0.0045 0.2691 0.062 Uiso 1 1 calc R . . C54 C 0.6299(2) 0.37319(14) 0.08222(12) 0.0443(5) Uani 1 1 d . . . C55 C 0.5156(2) 0.34799(16) 0.06640(13) 0.0512(5) Uani 1 1 d . . . C56 C 0.3895(2) 0.35487(16) 0.11985(13) 0.0541(6) Uani 1 1 d . . . H56 H 0.3123 0.3362 0.1096 0.065 Uiso 1 1 calc R . . C57 C 0.3719(2) 0.38778(16) 0.18736(13) 0.0525(6) Uani 1 1 d . . . C58 C 0.4853(2) 0.41534(16) 0.20050(13) 0.0544(6) Uani 1 1 d . . . H58 H 0.4749 0.4397 0.2459 0.065 Uiso 1 1 calc R . . C59 C 0.6144(2) 0.40852(15) 0.14937(13) 0.0510(5) Uani 1 1 d . . . C60 C 0.5268(3) 0.3141(2) -0.00744(17) 0.0856(9) Uani 1 1 d . . . H601 H 0.4468 0.2823 -0.0009 0.128 Uiso 1 1 calc R . . H602 H 0.6116 0.2699 -0.0158 0.128 Uiso 1 1 calc R . . H603 H 0.5294 0.3682 -0.0537 0.128 Uiso 1 1 calc R . . C61 C 0.2346(2) 0.3927(2) 0.24559(16) 0.0717(7) Uani 1 1 d . . . H611 H 0.1640 0.3781 0.2237 0.108 Uiso 1 1 calc R . . H612 H 0.2089 0.4564 0.2548 0.108 Uiso 1 1 calc R . . H613 H 0.2418 0.3469 0.2961 0.108 Uiso 1 1 calc R . . C62 C 0.7351(3) 0.4373(2) 0.16816(17) 0.0747(8) Uani 1 1 d . . . H621 H 0.8101 0.3847 0.1705 0.112 Uiso 1 1 calc R . . H622 H 0.7062 0.4543 0.2197 0.112 Uiso 1 1 calc R . . H623 H 0.7673 0.4917 0.1265 0.112 Uiso 1 1 calc R . . C63 C 1.08814(19) 0.17383(14) 0.02250(11) 0.0411(5) Uani 1 1 d . . . C64 C 1.1441(2) 0.15401(16) 0.09031(12) 0.0460(5) Uani 1 1 d . . . C65 C 1.2366(2) 0.07331(17) 0.10600(13) 0.0508(6) Uani 1 1 d . . . H65 H 1.2765 0.0611 0.1511 0.061 Uiso 1 1 calc R . . C66 C 1.2729(2) 0.00996(17) 0.05801(13) 0.0537(6) Uani 1 1 d . . . C67 C 1.2132(2) 0.02876(16) -0.00723(13) 0.0527(6) Uani 1 1 d . . . H67 H 1.2357 -0.0150 -0.0400 0.063 Uiso 1 1 calc R . . C68 C 1.1212(2) 0.10997(15) -0.02622(12) 0.0456(5) Uani 1 1 d . . . C69 C 1.1014(2) 0.21841(19) 0.14720(14) 0.0633(7) Uani 1 1 d . . . H691 H 1.0087 0.2086 0.1795 0.095 Uiso 1 1 calc R . . H692 H 1.1007 0.2842 0.1168 0.095 Uiso 1 1 calc R . . H693 H 1.1671 0.2041 0.1822 0.095 Uiso 1 1 calc R . . C70 C 1.3720(3) -0.07889(19) 0.07713(17) 0.0765(8) Uani 1 1 d . . . H701 H 1.4338 -0.0688 0.1075 0.115 Uiso 1 1 calc R . . H702 H 1.4267 -0.0945 0.0274 0.115 Uiso 1 1 calc R . . H703 H 1.3199 -0.1309 0.1089 0.115 Uiso 1 1 calc R . . C71 C 1.0572(2) 0.12648(18) -0.09704(13) 0.0581(6) Uani 1 1 d . . . H711 H 0.9577 0.1463 -0.0819 0.087 Uiso 1 1 calc R . . H712 H 1.0725 0.0680 -0.1150 0.087 Uiso 1 1 calc R . . H713 H 1.0996 0.1759 -0.1403 0.087 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 N1 0.0570(12) 0.0685(13) 0.0513(11) -0.0211(10) -0.0149(9) -0.0073(10) C1 0.0332(10) 0.0406(11) 0.0340(10) -0.0083(8) -0.0055(8) -0.0072(8) C2 0.0354(10) 0.0406(11) 0.0353(10) -0.0091(9) -0.0034(8) -0.0035(8) C3 0.0446(12) 0.0534(13) 0.0402(11) -0.0192(10) -0.0056(9) 0.0005(10) C4 0.0505(13) 0.0679(15) 0.0428(12) -0.0208(11) -0.0152(10) -0.0023(11) C5 0.0373(11) 0.0648(15) 0.0442(12) -0.0164(11) -0.0132(9) -0.0020(10) C6 0.0341(10) 0.0437(12) 0.0367(11) -0.0086(9) -0.0050(8) -0.0055(9) C7 0.0303(10) 0.0368(11) 0.0392(11) -0.0095(9) -0.0032(8) -0.0030(8) C8 0.0344(10) 0.0365(11) 0.0403(11) -0.0098(9) -0.0049(9) -0.0028(8) C9 0.0446(11) 0.0343(11) 0.0383(11) -0.0103(8) -0.0067(9) -0.0032(8) C10 0.0462(12) 0.0526(13) 0.0394(11) -0.0136(9) -0.0093(9) -0.0069(10) C11 0.0669(16) 0.0649(16) 0.0539(14) -0.0262(12) -0.0177(12) -0.0038(12) C12 0.0645(16) 0.0760(18) 0.0513(14) -0.0351(13) -0.0003(12) -0.0020(13) C13 0.0459(13) 0.0597(15) 0.0530(13) -0.0239(11) -0.0040(10) -0.0009(10) C14 0.0368(11) 0.0392(11) 0.0366(10) -0.0140(9) -0.0044(8) -0.0017(8) C15 0.0432(11) 0.0415(12) 0.0397(11) -0.0155(9) -0.0045(9) -0.0029(9) C16 0.0505(13) 0.0400(12) 0.0467(12) -0.0132(9) -0.0126(10) 0.0030(10) C17 0.0416(12) 0.0473(13) 0.0513(13) -0.0221(10) -0.0121(10) 0.0043(9) C18 0.0358(11) 0.0527(13) 0.0467(12) -0.0204(10) -0.0017(9) -0.0040(9) C19 0.0391(11) 0.0430(12) 0.0399(11) -0.0163(9) -0.0033(9) -0.0022(9) C20 0.0536(13) 0.0503(14) 0.0511(13) -0.0076(11) -0.0034(10) -0.0105(11) C21 0.0462(13) 0.0661(16) 0.0807(17) -0.0262(13) -0.0193(12) 0.0095(11) C22 0.0491(13) 0.0529(14) 0.0509(13) -0.0065(11) -0.0052(10) -0.0075(10) C23 0.0294(10) 0.0502(13) 0.0374(11) -0.0110(9) -0.0068(8) -0.0033(9) C24 0.0314(10) 0.0489(13) 0.0467(12) -0.0113(10) -0.0054(9) -0.0035(9) C25 0.0429(12) 0.0499(13) 0.0604(14) -0.0185(11) -0.0072(10) -0.0019(10) C26 0.0393(12) 0.0678(16) 0.0505(13) -0.0245(11) -0.0025(10) -0.0036(11) C27 0.0376(11) 0.0679(16) 0.0400(12) -0.0135(11) -0.0010(9) -0.0077(10) C28 0.0364(11) 0.0527(13) 0.0410(11) -0.0103(10) -0.0071(9) -0.0059(9) C29 0.0466(13) 0.0539(14) 0.0611(14) -0.0082(11) -0.0024(11) -0.0093(10) C30 0.0586(16) 0.089(2) 0.0787(18) -0.0456(16) 0.0073(13) -0.0023(14) C31 0.0595(15) 0.0567(15) 0.0565(14) -0.0068(11) 0.0007(11) -0.0159(11) N2 0.0496(11) 0.0769(14) 0.0613(13) -0.0067(11) -0.0038(10) -0.0308(10) C41 0.0402(11) 0.0419(12) 0.0401(11) -0.0123(9) -0.0010(9) -0.0108(9) C42 0.0423(12) 0.0445(12) 0.0473(12) -0.0128(10) 0.0003(9) -0.0090(9) C43 0.0499(13) 0.0440(13) 0.0641(15) -0.0065(11) -0.0025(11) -0.0040(10) C44 0.0523(14) 0.0491(14) 0.0607(15) -0.0017(11) 0.0043(11) -0.0127(11) C45 0.0419(12) 0.0546(14) 0.0503(13) -0.0067(11) 0.0040(10) -0.0110(10) C46 0.0369(11) 0.0484(12) 0.0403(11) -0.0119(9) -0.0014(9) -0.0082(9) C47 0.0339(10) 0.0473(12) 0.0400(11) -0.0166(10) -0.0015(9) -0.0063(9) C48 0.0348(10) 0.0458(12) 0.0377(11) -0.0156(10) -0.0019(8) -0.0077(9) C49 0.0361(10) 0.0427(11) 0.0349(10) -0.0138(9) -0.0013(8) -0.0078(9) C50 0.0424(12) 0.0600(14) 0.0494(13) -0.0059(11) -0.0101(10) -0.0145(10) C51 0.0655(16) 0.0631(16) 0.0481(14) -0.0055(12) 0.0002(12) -0.0291(13) C52 0.0633(15) 0.0596(15) 0.0463(13) 0.0015(11) -0.0093(11) -0.0151(12) C53 0.0426(12) 0.0607(14) 0.0487(13) -0.0063(11) -0.0090(10) -0.0131(10) C54 0.0425(12) 0.0389(12) 0.0474(12) -0.0124(9) -0.0013(9) -0.0041(9) C55 0.0452(12) 0.0576(14) 0.0504(13) -0.0197(11) -0.0034(10) -0.0051(10) C56 0.0416(12) 0.0611(15) 0.0583(14) -0.0189(12) -0.0034(10) -0.0069(10) C57 0.0455(13) 0.0503(13) 0.0534(14) -0.0140(11) 0.0020(10) -0.0012(10) C58 0.0534(14) 0.0561(14) 0.0522(13) -0.0258(11) 0.0005(11) -0.0012(11) C59 0.0467(12) 0.0464(13) 0.0599(14) -0.0207(11) -0.0033(10) -0.0053(10) C60 0.0609(17) 0.138(3) 0.0737(18) -0.0601(19) -0.0031(14) -0.0158(17) C61 0.0530(15) 0.0819(19) 0.0705(17) -0.0268(14) 0.0105(12) -0.0054(13) C62 0.0611(16) 0.088(2) 0.089(2) -0.0501(16) -0.0046(14) -0.0164(14) C63 0.0335(10) 0.0476(12) 0.0389(11) -0.0096(9) 0.0008(8) -0.0100(9) C64 0.0381(11) 0.0592(14) 0.0407(12) -0.0115(10) -0.0009(9) -0.0172(10) C65 0.0399(12) 0.0679(16) 0.0418(12) -0.0036(11) -0.0077(9) -0.0160(11) C66 0.0419(12) 0.0587(15) 0.0513(13) -0.0014(11) -0.0089(10) -0.0038(10) C67 0.0512(13) 0.0543(14) 0.0495(13) -0.0181(11) -0.0043(10) -0.0001(11) C68 0.0413(11) 0.0535(13) 0.0380(11) -0.0105(10) -0.0026(9) -0.0051(10) C69 0.0565(14) 0.0884(19) 0.0574(14) -0.0333(13) -0.0067(11) -0.0232(13) C70 0.0665(17) 0.0669(18) 0.0821(19) 0.0012(14) -0.0232(14) 0.0065(13) C71 0.0586(14) 0.0712(16) 0.0460(13) -0.0214(12) -0.0135(11) 0.0017(12) _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 N1 C11 1.325(3) . ? N1 C10 1.332(3) . ? C1 C6 1.410(3) . ? C1 C2 1.410(3) . ? C1 C7 1.433(3) . ? C2 C3 1.390(3) . ? C2 C14 1.494(3) . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 C5 1.386(3) . ? C4 H4 0.9500 . ? C5 C6 1.387(3) . ? C5 H5 0.9500 . ? C6 C23 1.494(3) . ? C7 C8 1.202(3) . ? C8 C9 1.431(3) . ? C9 C13 1.387(3) . ? C9 C10 1.387(3) . ? C10 H10 0.9500 . ? C11 C12 1.367(3) . ? C11 H11 0.9500 . ? C12 C13 1.387(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C19 1.403(3) . ? C14 C15 1.404(3) . ? C15 C16 1.393(3) . ? C15 C20 1.506(3) . ? C16 C17 1.383(3) . ? C16 H16 0.9500 . ? C17 C18 1.384(3) . ? C17 C21 1.512(3) . ? C18 C19 1.391(3) . ? C18 H18 0.9500 . ? C19 C22 1.505(3) . ? C20 H201 0.9800 . ? C20 H202 0.9800 . ? C20 H203 0.9800 . ? C21 H211 0.9800 . ? C21 H212 0.9800 . ? C21 H213 0.9800 . ? C22 H221 0.9800 . ? C22 H222 0.9800 . ? C22 H223 0.9800 . ? C23 C28 1.398(3) . ? C23 C24 1.399(3) . ? C24 C25 1.389(3) . ? C24 C29 1.509(3) . ? C25 C26 1.389(3) . ? C25 H25 0.9500 . ? C26 C27 1.389(3) . ? C26 C30 1.510(3) . ? C27 C28 1.392(3) . ? C27 H27 0.9500 . ? C28 C31 1.507(3) . ? C29 H291 0.9800 . ? C29 H292 0.9800 . ? C29 H293 0.9800 . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? C31 H311 0.9800 . ? C31 H312 0.9800 . ? C31 H313 0.9800 . ? N2 C50 1.331(3) . ? N2 C51 1.335(3) . ? C41 C46 1.405(3) . ? C41 C42 1.410(3) . ? C41 C47 1.437(3) . ? C42 C43 1.383(3) . ? C42 C54 1.493(3) . ? C43 C44 1.390(3) . ? C43 H43 0.9500 . ? C44 C45 1.377(3) . ? C44 H44 0.9500 . ? C45 C46 1.394(3) . ? C45 H45 0.9500 . ? C46 C63 1.494(3) . ? C47 C48 1.202(3) . ? C48 C49 1.430(3) . ? C49 C53 1.381(3) . ? C49 C50 1.385(3) . ? C50 H50 0.9500 . ? C51 C52 1.366(3) . ? C51 H51 0.9500 . ? C52 C53 1.380(3) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 C55 1.395(3) . ? C54 C59 1.400(3) . ? C55 C56 1.388(3) . ? C55 C60 1.508(3) . ? C56 C57 1.381(3) . ? C56 H56 0.9500 . ? C57 C58 1.382(3) . ? C57 C61 1.508(3) . ? C58 C59 1.391(3) . ? C58 H58 0.9500 . ? C59 C62 1.508(3) . ? C60 H601 0.9800 . ? C60 H602 0.9800 . ? C60 H603 0.9800 . ? C61 H611 0.9800 . ? C61 H612 0.9800 . ? C61 H613 0.9800 . ? C62 H621 0.9800 . ? C62 H622 0.9800 . ? C62 H623 0.9800 . ? C63 C68 1.398(3) . ? C63 C64 1.402(3) . ? C64 C65 1.382(3) . ? C64 C69 1.513(3) . ? C65 C66 1.381(3) . ? C65 H65 0.9500 . ? C66 C67 1.384(3) . ? C66 C70 1.511(3) . ? C67 C68 1.394(3) . ? C67 H67 0.9500 . ? C68 C71 1.506(3) . ? C69 H691 0.9800 . ? C69 H692 0.9800 . ? C69 H693 0.9800 . ? C70 H701 0.9800 . ? C70 H702 0.9800 . ? C70 H703 0.9800 . ? C71 H711 0.9800 . ? C71 H712 0.9800 . ? C71 H713 0.9800 . ? 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 C11 N1 C10 116.25(19) . . ? C6 C1 C2 120.77(17) . . ? C6 C1 C7 118.45(17) . . ? C2 C1 C7 120.76(17) . . ? C3 C2 C1 118.58(17) . . ? C3 C2 C14 120.85(17) . . ? C1 C2 C14 120.54(17) . . ? C4 C3 C2 120.89(19) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.29(19) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 120.96(19) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 118.50(18) . . ? C5 C6 C23 121.31(17) . . ? C1 C6 C23 120.19(17) . . ? C8 C7 C1 176.9(2) . . ? C7 C8 C9 177.7(2) . . ? C13 C9 C10 117.28(19) . . ? C13 C9 C8 121.69(18) . . ? C10 C9 C8 121.01(18) . . ? N1 C10 C9 124.83(19) . . ? N1 C10 H10 117.6 . . ? C9 C10 H10 117.6 . . ? N1 C11 C12 124.2(2) . . ? N1 C11 H11 117.9 . . ? C12 C11 H11 117.9 . . ? C11 C12 C13 119.0(2) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C9 C13 C12 118.4(2) . . ? C9 C13 H13 120.8 . . ? C12 C13 H13 120.8 . . ? C19 C14 C15 119.97(18) . . ? C19 C14 C2 120.83(17) . . ? C15 C14 C2 119.20(17) . . ? C16 C15 C14 118.84(18) . . ? C16 C15 C20 119.81(19) . . ? C14 C15 C20 121.33(18) . . ? C17 C16 C15 122.0(2) . . ? C17 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? C16 C17 C18 118.20(19) . . ? C16 C17 C21 120.4(2) . . ? C18 C17 C21 121.4(2) . . ? C17 C18 C19 122.06(19) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C18 C19 C14 118.90(19) . . ? C18 C19 C22 120.50(18) . . ? C14 C19 C22 120.60(18) . . ? C15 C20 H201 109.5 . . ? C15 C20 H202 109.5 . . ? H201 C20 H202 109.5 . . ? C15 C20 H203 109.5 . . ? H201 C20 H203 109.5 . . ? H202 C20 H203 109.5 . . ? C17 C21 H211 109.5 . . ? C17 C21 H212 109.5 . . ? H211 C21 H212 109.5 . . ? C17 C21 H213 109.5 . . ? H211 C21 H213 109.5 . . ? H212 C21 H213 109.5 . . ? C19 C22 H221 109.5 . . ? C19 C22 H222 109.5 . . ? H221 C22 H222 109.5 . . ? C19 C22 H223 109.5 . . ? H221 C22 H223 109.5 . . ? H222 C22 H223 109.5 . . ? C28 C23 C24 120.09(18) . . ? C28 C23 C6 119.85(18) . . ? C24 C23 C6 120.04(17) . . ? C25 C24 C23 119.11(19) . . ? C25 C24 C29 120.3(2) . . ? C23 C24 C29 120.61(18) . . ? C26 C25 C24 121.9(2) . . ? C26 C25 H25 119.0 . . ? C24 C25 H25 119.0 . . ? C25 C26 C27 117.93(19) . . ? C25 C26 C30 120.8(2) . . ? C27 C26 C30 121.2(2) . . ? C26 C27 C28 121.9(2) . . ? C26 C27 H27 119.0 . . ? C28 C27 H27 119.0 . . ? C27 C28 C23 119.0(2) . . ? C27 C28 C31 120.01(19) . . ? C23 C28 C31 121.00(19) . . ? C24 C29 H291 109.5 . . ? C24 C29 H292 109.5 . . ? H291 C29 H292 109.5 . . ? C24 C29 H293 109.5 . . ? H291 C29 H293 109.5 . . ? H292 C29 H293 109.5 . . ? C26 C30 H301 109.5 . . ? C26 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C26 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? C28 C31 H311 109.5 . . ? C28 C31 H312 109.5 . . ? H311 C31 H312 109.5 . . ? C28 C31 H313 109.5 . . ? H311 C31 H313 109.5 . . ? H312 C31 H313 109.5 . . ? C50 N2 C51 116.39(19) . . ? C46 C41 C42 120.96(18) . . ? C46 C41 C47 119.91(18) . . ? C42 C41 C47 119.13(17) . . ? C43 C42 C41 118.66(19) . . ? C43 C42 C54 121.64(19) . . ? C41 C42 C54 119.59(18) . . ? C42 C43 C44 120.9(2) . . ? C42 C43 H43 119.5 . . ? C44 C43 H43 119.5 . . ? C45 C44 C43 120.0(2) . . ? C45 C44 H44 120.0 . . ? C43 C44 H44 120.0 . . ? C44 C45 C46 121.4(2) . . ? C44 C45 H45 119.3 . . ? C46 C45 H45 119.3 . . ? C45 C46 C41 118.08(19) . . ? C45 C46 C63 120.51(17) . . ? C41 C46 C63 121.38(18) . . ? C48 C47 C41 177.6(2) . . ? C47 C48 C49 177.0(2) . . ? C53 C49 C50 117.22(18) . . ? C53 C49 C48 122.80(18) . . ? C50 C49 C48 119.96(18) . . ? N2 C50 C49 124.6(2) . . ? N2 C50 H50 117.7 . . ? C49 C50 H50 117.7 . . ? N2 C51 C52 123.8(2) . . ? N2 C51 H51 118.1 . . ? C52 C51 H51 118.1 . . ? C51 C52 C53 118.8(2) . . ? C51 C52 H52 120.6 . . ? C53 C52 H52 120.6 . . ? C52 C53 C49 119.2(2) . . ? C52 C53 H53 120.4 . . ? C49 C53 H53 120.4 . . ? C55 C54 C59 119.73(19) . . ? C55 C54 C42 121.41(19) . . ? C59 C54 C42 118.84(19) . . ? C56 C55 C54 118.9(2) . . ? C56 C55 C60 119.8(2) . . ? C54 C55 C60 121.3(2) . . ? C57 C56 C55 122.5(2) . . ? C57 C56 H56 118.7 . . ? C55 C56 H56 118.7 . . ? C56 C57 C58 117.6(2) . . ? C56 C57 C61 121.7(2) . . ? C58 C57 C61 120.7(2) . . ? C57 C58 C59 122.0(2) . . ? C57 C58 H58 119.0 . . ? C59 C58 H58 119.0 . . ? C58 C59 C54 119.1(2) . . ? C58 C59 C62 119.5(2) . . ? C54 C59 C62 121.4(2) . . ? C55 C60 H601 109.5 . . ? C55 C60 H602 109.5 . . ? H601 C60 H602 109.5 . . ? C55 C60 H603 109.5 . . ? H601 C60 H603 109.5 . . ? H602 C60 H603 109.5 . . ? C57 C61 H611 109.5 . . ? C57 C61 H612 109.5 . . ? H611 C61 H612 109.5 . . ? C57 C61 H613 109.5 . . ? H611 C61 H613 109.5 . . ? H612 C61 H613 109.5 . . ? C59 C62 H621 109.5 . . ? C59 C62 H622 109.5 . . ? H621 C62 H622 109.5 . . ? C59 C62 H623 109.5 . . ? H621 C62 H623 109.5 . . ? H622 C62 H623 109.5 . . ? C68 C63 C64 119.88(19) . . ? C68 C63 C46 120.53(18) . . ? C64 C63 C46 119.59(18) . . ? C65 C64 C63 119.2(2) . . ? C65 C64 C69 120.0(2) . . ? C63 C64 C69 120.7(2) . . ? C66 C65 C64 121.9(2) . . ? C66 C65 H65 119.0 . . ? C64 C65 H65 119.0 . . ? C65 C66 C67 118.2(2) . . ? C65 C66 C70 121.1(2) . . ? C67 C66 C70 120.6(2) . . ? C66 C67 C68 121.9(2) . . ? C66 C67 H67 119.0 . . ? C68 C67 H67 119.0 . . ? C67 C68 C63 118.75(19) . . ? C67 C68 C71 119.9(2) . . ? C63 C68 C71 121.29(19) . . ? C64 C69 H691 109.5 . . ? C64 C69 H692 109.5 . . ? H691 C69 H692 109.5 . . ? C64 C69 H693 109.5 . . ? H691 C69 H693 109.5 . . ? H692 C69 H693 109.5 . . ? C66 C70 H701 109.5 . . ? C66 C70 H702 109.5 . . ? H701 C70 H702 109.5 . . ? C66 C70 H703 109.5 . . ? H701 C70 H703 109.5 . . ? H702 C70 H703 109.5 . . ? C68 C71 H711 109.5 . . ? C68 C71 H712 109.5 . . ? H711 C71 H712 109.5 . . ? C68 C71 H713 109.5 . . ? H711 C71 H713 109.5 . . ? H712 C71 H713 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 C6 C1 C2 C3 -1.3(3) . . . . ? C7 C1 C2 C3 -179.56(18) . . . . ? C6 C1 C2 C14 176.64(17) . . . . ? C7 C1 C2 C14 -1.6(3) . . . . ? C1 C2 C3 C4 0.6(3) . . . . ? C14 C2 C3 C4 -177.36(19) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? C3 C4 C5 C6 -0.4(3) . . . . ? C4 C5 C6 C1 -0.4(3) . . . . ? C4 C5 C6 C23 179.6(2) . . . . ? C2 C1 C6 C5 1.2(3) . . . . ? C7 C1 C6 C5 179.47(18) . . . . ? C2 C1 C6 C23 -178.78(17) . . . . ? C7 C1 C6 C23 -0.5(3) . . . . ? C11 N1 C10 C9 1.1(3) . . . . ? C13 C9 C10 N1 -1.8(3) . . . . ? C8 C9 C10 N1 177.1(2) . . . . ? C10 N1 C11 C12 0.3(4) . . . . ? N1 C11 C12 C13 -0.9(4) . . . . ? C10 C9 C13 C12 1.0(3) . . . . ? C8 C9 C13 C12 -177.8(2) . . . . ? C11 C12 C13 C9 0.2(4) . . . . ? C3 C2 C14 C19 -78.9(2) . . . . ? C1 C2 C14 C19 103.2(2) . . . . ? C3 C2 C14 C15 100.6(2) . . . . ? C1 C2 C14 C15 -77.4(2) . . . . ? C19 C14 C15 C16 0.2(3) . . . . ? C2 C14 C15 C16 -179.30(17) . . . . ? C19 C14 C15 C20 178.85(18) . . . . ? C2 C14 C15 C20 -0.6(3) . . . . ? C14 C15 C16 C17 0.4(3) . . . . ? C20 C15 C16 C17 -178.36(19) . . . . ? C15 C16 C17 C18 -1.0(3) . . . . ? C15 C16 C17 C21 176.76(19) . . . . ? C16 C17 C18 C19 1.2(3) . . . . ? C21 C17 C18 C19 -176.53(19) . . . . ? C17 C18 C19 C14 -0.8(3) . . . . ? C17 C18 C19 C22 178.52(19) . . . . ? C15 C14 C19 C18 0.0(3) . . . . ? C2 C14 C19 C18 179.48(17) . . . . ? C15 C14 C19 C22 -179.23(18) . . . . ? C2 C14 C19 C22 0.2(3) . . . . ? C5 C6 C23 C28 -88.7(2) . . . . ? C1 C6 C23 C28 91.3(2) . . . . ? C5 C6 C23 C24 92.9(2) . . . . ? C1 C6 C23 C24 -87.1(2) . . . . ? C28 C23 C24 C25 0.9(3) . . . . ? C6 C23 C24 C25 179.20(18) . . . . ? C28 C23 C24 C29 179.82(19) . . . . ? C6 C23 C24 C29 -1.8(3) . . . . ? C23 C24 C25 C26 -0.3(3) . . . . ? C29 C24 C25 C26 -179.3(2) . . . . ? C24 C25 C26 C27 -0.6(3) . . . . ? C24 C25 C26 C30 178.1(2) . . . . ? C25 C26 C27 C28 1.0(3) . . . . ? C30 C26 C27 C28 -177.7(2) . . . . ? C26 C27 C28 C23 -0.4(3) . . . . ? C26 C27 C28 C31 179.1(2) . . . . ? C24 C23 C28 C27 -0.5(3) . . . . ? C6 C23 C28 C27 -178.85(18) . . . . ? C24 C23 C28 C31 -179.98(19) . . . . ? C6 C23 C28 C31 1.7(3) . . . . ? C46 C41 C42 C43 3.4(3) . . . . ? C47 C41 C42 C43 -176.50(19) . . . . ? C46 C41 C42 C54 -172.83(19) . . . . ? C47 C41 C42 C54 7.3(3) . . . . ? C41 C42 C43 C44 -1.6(3) . . . . ? C54 C42 C43 C44 174.5(2) . . . . ? C42 C43 C44 C45 -0.9(4) . . . . ? C43 C44 C45 C46 1.6(4) . . . . ? C44 C45 C46 C41 0.2(3) . . . . ? C44 C45 C46 C63 -177.6(2) . . . . ? C42 C41 C46 C45 -2.7(3) . . . . ? C47 C41 C46 C45 177.18(19) . . . . ? C42 C41 C46 C63 175.05(18) . . . . ? C47 C41 C46 C63 -5.1(3) . . . . ? C51 N2 C50 C49 0.0(4) . . . . ? C53 C49 C50 N2 0.4(3) . . . . ? C48 C49 C50 N2 -178.1(2) . . . . ? C50 N2 C51 C52 -0.4(4) . . . . ? N2 C51 C52 C53 0.5(4) . . . . ? C51 C52 C53 C49 -0.1(3) . . . . ? C50 C49 C53 C52 -0.3(3) . . . . ? C48 C49 C53 C52 178.1(2) . . . . ? C43 C42 C54 C55 97.0(3) . . . . ? C41 C42 C54 C55 -86.9(3) . . . . ? C43 C42 C54 C59 -84.6(3) . . . . ? C41 C42 C54 C59 91.4(3) . . . . ? C59 C54 C55 C56 -2.7(3) . . . . ? C42 C54 C55 C56 175.6(2) . . . . ? C59 C54 C55 C60 177.0(2) . . . . ? C42 C54 C55 C60 -4.7(3) . . . . ? C54 C55 C56 C57 1.5(4) . . . . ? C60 C55 C56 C57 -178.2(2) . . . . ? C55 C56 C57 C58 0.6(4) . . . . ? C55 C56 C57 C61 -178.7(2) . . . . ? C56 C57 C58 C59 -1.6(3) . . . . ? C61 C57 C58 C59 177.7(2) . . . . ? C57 C58 C59 C54 0.4(4) . . . . ? C57 C58 C59 C62 -178.4(2) . . . . ? C55 C54 C59 C58 1.8(3) . . . . ? C42 C54 C59 C58 -176.6(2) . . . . ? C55 C54 C59 C62 -179.5(2) . . . . ? C42 C54 C59 C62 2.2(3) . . . . ? C45 C46 C63 C68 -78.5(3) . . . . ? C41 C46 C63 C68 103.8(2) . . . . ? C45 C46 C63 C64 101.4(2) . . . . ? C41 C46 C63 C64 -76.3(3) . . . . ? C68 C63 C64 C65 3.0(3) . . . . ? C46 C63 C64 C65 -176.93(17) . . . . ? C68 C63 C64 C69 -175.38(18) . . . . ? C46 C63 C64 C69 4.7(3) . . . . ? C63 C64 C65 C66 -1.9(3) . . . . ? C69 C64 C65 C66 176.51(19) . . . . ? C64 C65 C66 C67 -0.3(3) . . . . ? C64 C65 C66 C70 -178.7(2) . . . . ? C65 C66 C67 C68 1.4(3) . . . . ? C70 C66 C67 C68 179.8(2) . . . . ? C66 C67 C68 C63 -0.3(3) . . . . ? C66 C67 C68 C71 -179.0(2) . . . . ? C64 C63 C68 C67 -1.9(3) . . . . ? C46 C63 C68 C67 177.99(18) . . . . ? C64 C63 C68 C71 176.73(19) . . . . ? C46 C63 C68 C71 -3.4(3) . . . . ? # End of CIF ============================================================ # Attachment '1d-sg0522.cif' data_SG0522 _database_code_depnum_ccdc_archive 'CCDC 763792' #TrackingRef '1d-sg0522.cif' _audit_creation_method SHELXL-97 _audit_creation_date 05-09-07 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C30 H28 N2' _chemical_formula_sum 'C30 H28 N2' _chemical_formula_weight 416.56 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 120 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 112 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 8 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n n a ' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 52 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 18.9732(7) _cell_length_b 14.5707(5) _cell_length_c 8.6223(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2383.66(16) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 2427 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description plate _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.161 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.0674 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.417(2) Frames collected: 177 Seconds exposure per frame: 40 Degrees rotation per frame: 2.0 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 28593 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 2112 _reflns_number_gt 1506 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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 'w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.3266P] 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 0.0079(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2109 _refine_ls_number_parameters 178 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0745 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1312 _refine_ls_wR_factor_gt 0.1130 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.218 _refine_diff_density_min -0.188 _refine_diff_density_rms 0.042 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 0.65358(12) 0.2500 0.2500 0.0312(6) Uani 1 2 d S . . C2 C 0.69021(9) 0.33344(11) 0.2339(2) 0.0330(5) Uani 1 1 d . . . C3 C 0.76318(9) 0.33188(12) 0.2345(2) 0.0386(5) Uani 1 1 d . . . H3 H 0.7887 0.3877 0.2242 0.046 Uiso 1 1 calc R . . C4 C 0.79928(13) 0.2500 0.2500 0.0415(7) Uani 1 2 d S . . H4 H 0.8494 0.2500 0.2500 0.050 Uiso 1 2 calc SR . . C5 C 0.57801(13) 0.2500 0.2500 0.0332(6) Uani 1 2 d S . . C6 C 0.51479(14) 0.2500 0.2500 0.0369(6) Uani 1 2 d S . . C7 C 0.43880(19) 0.255(2) 0.252(4) 0.040(2) Uani 0.50 1 d PU . . N1 N 0.4130(8) 0.3211(10) 0.3511(18) 0.045(2) Uani 0.50 1 d PU . . C8 C 0.3427(5) 0.3232(6) 0.3592(11) 0.049(2) Uani 0.50 1 d PU . . H8 H 0.3212 0.3669 0.4257 0.059 Uiso 0.50 1 calc PR . . C9 C 0.2999(3) 0.2647(6) 0.2753(11) 0.052(3) Uani 0.50 1 d PU . . H9 H 0.2500 0.2681 0.2839 0.063 Uiso 0.50 1 calc PR . . C10 C 0.3304(5) 0.2031(6) 0.1819(11) 0.058(3) Uani 0.50 1 d PU . . H10 H 0.3018 0.1629 0.1221 0.070 Uiso 0.50 1 calc PR . . N2 N 0.4019(9) 0.1974(11) 0.171(2) 0.054(3) Uani 0.50 1 d PU . . C11 C 0.64917(8) 0.42018(12) 0.20937(19) 0.0318(4) Uani 1 1 d . . . C12 C 0.61540(9) 0.46366(12) 0.3332(2) 0.0363(5) Uani 1 1 d . . . C13 C 0.57219(9) 0.53935(12) 0.3036(2) 0.0371(5) Uani 1 1 d . . . H13 H 0.5492 0.5689 0.3877 0.044 Uiso 1 1 calc R . . C14 C 0.56208(9) 0.57231(11) 0.1543(2) 0.0352(5) Uani 1 1 d . . . C15 C 0.59800(9) 0.52982(11) 0.0340(2) 0.0368(5) Uani 1 1 d . . . H15 H 0.5926 0.5527 -0.0685 0.044 Uiso 1 1 calc R . . C16 C 0.64170(9) 0.45466(11) 0.05891(19) 0.0344(5) Uani 1 1 d . . . C17 C 0.62358(11) 0.42892(15) 0.4966(2) 0.0542(6) Uani 1 1 d . . . H171 H 0.6023 0.4728 0.5689 0.081 Uiso 1 1 calc R . . H172 H 0.6738 0.4220 0.5207 0.081 Uiso 1 1 calc R . . H173 H 0.6000 0.3694 0.5067 0.081 Uiso 1 1 calc R . . C18 C 0.51329(10) 0.65163(12) 0.1233(2) 0.0453(5) Uani 1 1 d . . . H181 H 0.5411 0.7074 0.1057 0.068 Uiso 1 1 calc R . . H182 H 0.4823 0.6607 0.2129 0.068 Uiso 1 1 calc R . . H183 H 0.4848 0.6385 0.0312 0.068 Uiso 1 1 calc R . . C19 C 0.67764(10) 0.40852(14) -0.0765(2) 0.0484(6) Uani 1 1 d . . . H191 H 0.7287 0.4086 -0.0598 0.073 Uiso 1 1 calc R . . H192 H 0.6666 0.4419 -0.1721 0.073 Uiso 1 1 calc R . . H193 H 0.6609 0.3451 -0.0853 0.073 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 C1 0.0267(13) 0.0366(14) 0.0303(14) 0.0019(11) 0.000 0.000 C2 0.0319(10) 0.0355(10) 0.0316(10) 0.0037(8) 0.0005(7) 0.0005(8) C3 0.0320(11) 0.0390(11) 0.0449(11) 0.0046(8) -0.0004(8) -0.0055(8) C4 0.0271(13) 0.0455(16) 0.0520(18) 0.0078(13) 0.000 0.000 C5 0.0340(15) 0.0326(14) 0.0330(14) 0.0040(11) 0.000 0.000 C6 0.0359(16) 0.0381(14) 0.0366(16) 0.0055(11) 0.000 0.000 C7 0.0310(16) 0.046(5) 0.044(2) 0.013(3) 0.006(6) -0.013(6) N1 0.028(4) 0.056(5) 0.052(4) 0.001(3) 0.006(3) 0.003(3) C8 0.027(3) 0.055(5) 0.067(5) 0.012(4) 0.004(3) 0.002(3) C9 0.036(2) 0.055(7) 0.066(7) 0.014(5) -0.001(3) -0.002(3) C10 0.038(5) 0.065(7) 0.071(6) -0.008(4) 0.000(4) -0.002(4) N2 0.037(5) 0.060(6) 0.066(5) -0.007(4) -0.002(4) 0.000(4) C11 0.0258(9) 0.0348(10) 0.0349(10) 0.0015(8) 0.0000(8) -0.0036(7) C12 0.0348(10) 0.0408(11) 0.0332(10) 0.0036(8) -0.0001(8) -0.0018(8) C13 0.0335(10) 0.0392(11) 0.0385(11) -0.0033(8) 0.0011(8) -0.0008(8) C14 0.0331(9) 0.0321(9) 0.0405(11) 0.0005(8) -0.0058(8) -0.0029(8) C15 0.0401(10) 0.0381(10) 0.0322(10) 0.0046(8) -0.0052(8) -0.0033(8) C16 0.0340(10) 0.0376(10) 0.0316(11) -0.0006(8) -0.0019(8) -0.0026(8) C17 0.0631(14) 0.0642(14) 0.0354(12) 0.0065(10) 0.0060(10) 0.0137(11) C18 0.0419(11) 0.0384(10) 0.0556(13) 0.0013(9) -0.0097(10) 0.0032(8) C19 0.0525(13) 0.0560(13) 0.0368(11) -0.0010(9) 0.0021(9) 0.0073(10) _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 1.407(2) . ? C1 C5 1.434(3) . ? C2 C3 1.385(2) . ? C2 C11 1.500(2) . ? C3 C4 1.382(2) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 C6 1.200(3) . ? C6 C7 1.443(5) . ? C7 N2 1.29(4) . ? C7 N1 1.38(4) . ? N1 C8 1.336(16) . ? C8 C9 1.382(9) . ? C8 H8 0.9500 . ? C9 C10 1.337(10) . ? C9 H9 0.9500 . ? C10 N2 1.363(17) . ? C10 H10 0.9500 . ? C11 C12 1.397(2) . ? C11 C16 1.398(2) . ? C12 C13 1.398(2) . ? C12 C17 1.505(3) . ? C13 C14 1.387(2) . ? C13 H13 0.9500 . ? C14 C15 1.387(2) . ? C14 C18 1.505(2) . ? C15 C16 1.390(2) . ? C15 H15 0.9500 . ? C16 C19 1.510(2) . ? C17 H171 0.9800 . ? C17 H172 0.9800 . ? C17 H173 0.9800 . ? C18 H181 0.9800 . ? C18 H182 0.9800 . ? C18 H183 0.9800 . ? C19 H191 0.9800 . ? C19 H192 0.9800 . ? C19 H193 0.9800 . ? 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 C2 120.8(2) 3 . ? C2 C1 C5 119.60(10) . . ? C3 C2 C1 118.64(16) . . ? C3 C2 C11 122.25(15) . . ? C1 C2 C11 119.05(15) . . ? C4 C3 C2 120.66(16) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C3 120.6(2) 3 . ? C3 C4 H4 119.7 . . ? C6 C5 C1 180 . . ? C5 C6 C7 177.2(15) . . ? N2 C7 N1 126.5(6) . . ? N2 C7 C6 120(3) . . ? N1 C7 C6 113(2) . . ? C8 N1 C7 113.7(9) . . ? N1 C8 C9 123.1(8) . . ? N1 C8 H8 118.5 . . ? C9 C8 H8 118.5 . . ? C10 C9 C8 118.3(5) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C9 C10 N2 120.8(9) . . ? C9 C10 H10 119.6 . . ? N2 C10 H10 119.6 . . ? C7 N2 C10 117.6(12) . . ? C12 C11 C16 119.98(16) . . ? C12 C11 C2 120.83(15) . . ? C16 C11 C2 119.09(15) . . ? C11 C12 C13 119.16(16) . . ? C11 C12 C17 121.05(16) . . ? C13 C12 C17 119.78(16) . . ? C14 C13 C12 121.58(16) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C15 C14 C13 118.13(16) . . ? C15 C14 C18 120.83(16) . . ? C13 C14 C18 121.04(16) . . ? C14 C15 C16 121.93(16) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 119.14(16) . . ? C15 C16 C19 120.02(15) . . ? C11 C16 C19 120.77(16) . . ? C12 C17 H171 109.5 . . ? C12 C17 H172 109.5 . . ? H171 C17 H172 109.5 . . ? C12 C17 H173 109.5 . . ? H171 C17 H173 109.5 . . ? H172 C17 H173 109.5 . . ? C14 C18 H181 109.5 . . ? C14 C18 H182 109.5 . . ? H181 C18 H182 109.5 . . ? C14 C18 H183 109.5 . . ? H181 C18 H183 109.5 . . ? H182 C18 H183 109.5 . . ? C16 C19 H191 109.5 . . ? C16 C19 H192 109.5 . . ? H191 C19 H192 109.5 . . ? C16 C19 H193 109.5 . . ? H191 C19 H193 109.5 . . ? H192 C19 H193 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 C2 C1 C2 C3 -0.13(11) 3 . . . ? C5 C1 C2 C3 179.87(11) . . . . ? C2 C1 C2 C11 177.08(17) 3 . . . ? C5 C1 C2 C11 -2.92(17) . . . . ? C1 C2 C3 C4 0.3(2) . . . . ? C11 C2 C3 C4 -176.85(14) . . . . ? C2 C3 C4 C3 -0.14(12) . . . 3 ? N2 C7 N1 C8 0(4) . . . . ? C6 C7 N1 C8 -177.1(16) . . . . ? C7 N1 C8 C9 -0.5(19) . . . . ? C7 N1 C8 C9 -2.0(17) . . . 3 ? N1 C8 C9 C10 0.0(16) . . . . ? C9 C8 C9 C10 7(3) 3 . . . ? C8 C9 C10 N2 0.9(17) . . . . ? N1 C7 N2 C10 1(4) . . . . ? C6 C7 N2 C10 177.9(18) . . . . ? C9 C10 N2 C7 -1(2) . . . . ? C3 C2 C11 C12 -105.1(2) . . . . ? C1 C2 C11 C12 77.8(2) . . . . ? C3 C2 C11 C16 78.4(2) . . . . ? C1 C2 C11 C16 -98.71(18) . . . . ? C16 C11 C12 C13 2.5(2) . . . . ? C2 C11 C12 C13 -173.97(14) . . . . ? C16 C11 C12 C17 -178.93(16) . . . . ? C2 C11 C12 C17 4.6(3) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? C17 C12 C13 C14 -178.64(16) . . . . ? C12 C13 C14 C15 -2.0(3) . . . . ? C12 C13 C14 C18 177.68(15) . . . . ? C13 C14 C15 C16 1.7(3) . . . . ? C18 C14 C15 C16 -178.01(15) . . . . ? C14 C15 C16 C11 0.7(3) . . . . ? C14 C15 C16 C19 177.77(16) . . . . ? C12 C11 C16 C15 -2.8(2) . . . . ? C2 C11 C16 C15 173.72(14) . . . . ? C12 C11 C16 C19 -179.87(16) . . . . ? C2 C11 C16 C19 -3.4(2) . . . . ? # End of CIF ============================================================ # Attachment '2a-sg0527.cif' data_SG0527 _database_code_depnum_ccdc_archive 'CCDC 763793' #TrackingRef '2a-sg0527.cif' _audit_creation_method SHELXL-97 _audit_creation_date 05-09-28 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C58 H54 O4, 2(C H2 Cl2), C6 H14' _chemical_formula_sum 'C66 H72 Cl4 O4' _chemical_formula_weight 1071.10 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 66 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 72 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Cl Cl 4 0.1484 0.1585 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 4 0.0106 0.0060 ; International Tables for Crystallography (1992). 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 ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5378(3) _cell_length_b 11.7657(4) _cell_length_c 13.6855(6) _cell_angle_alpha 85.769(2) _cell_angle_beta 88.725(2) _cell_angle_gamma 71.627(2) _cell_volume 1453.51(9) _cell_formula_units_Z 1 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 5006 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.251 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / hexane Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.579(2) Frames collected: 398 Seconds exposure per frame: 28 Degrees rotation per frame: 1.0 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 19536 _diffrn_reflns_av_R_equivalents 0.0690 _diffrn_reflns_av_sigmaI/netI 0.0907 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _reflns_number_total 5099 _reflns_number_gt 2948 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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 'w=1/[\s^2^(Fo^2^)+(0.1087P)^2^] 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 0.030(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5094 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0661 _refine_ls_wR_factor_ref 0.1903 _refine_ls_wR_factor_gt 0.1720 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.263 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.053 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 O15 O 1.6458(2) -0.23706(14) 0.92873(13) 0.0585(5) Uani 1 1 d . . . O24 O 0.52412(17) 0.55860(15) 0.70797(14) 0.0568(5) Uani 1 1 d . . . C1 C 1.1940(2) 0.20382(19) 0.67627(16) 0.0376(5) Uani 1 1 d . . . C2 C 1.3442(2) 0.1444(2) 0.65937(16) 0.0408(6) Uani 1 1 d . . . C3 C 1.4111(3) 0.1825(2) 0.57777(17) 0.0467(6) Uani 1 1 d . . . H3 H 1.5123 0.1424 0.5649 0.056 Uiso 1 1 calc R . . C4 C 1.3326(3) 0.2781(2) 0.51477(18) 0.0509(6) Uani 1 1 d . . . H4 H 1.3797 0.3026 0.4589 0.061 Uiso 1 1 calc R . . C5 C 1.1859(3) 0.3377(2) 0.53350(17) 0.0457(6) Uani 1 1 d . . . H5 H 1.1333 0.4037 0.4903 0.055 Uiso 1 1 calc R . . C6 C 1.1129(2) 0.3033(2) 0.61445(16) 0.0394(6) Uani 1 1 d . . . C7 C 1.1253(2) 0.16200(19) 0.75946(17) 0.0373(5) Uani 1 1 d . . . C8 C 1.0787(3) 0.1181(2) 0.82962(17) 0.0416(6) Uani 1 1 d . . . C9 C 1.0371(2) 0.05838(19) 0.91519(16) 0.0385(5) Uani 1 1 d . . . C10 C 1.1360(3) -0.0470(2) 0.95671(17) 0.0443(6) Uani 1 1 d . . . H10 H 1.2299 -0.0798 0.9273 0.053 Uiso 1 1 calc R . . C11 C 1.0990(3) -0.1045(2) 1.04023(17) 0.0437(6) Uani 1 1 d . . . H11 H 1.1678 -0.1765 1.0675 0.052 Uiso 1 1 calc R . . C12 C 1.4289(2) 0.04328(19) 0.72943(16) 0.0386(5) Uani 1 1 d . . . C13 C 1.4164(2) -0.0723(2) 0.72536(16) 0.0393(6) Uani 1 1 d . . . C14 C 1.4903(2) -0.1629(2) 0.79402(17) 0.0426(6) Uani 1 1 d . . . H14 H 1.4814 -0.2408 0.7920 0.051 Uiso 1 1 calc R . . C15 C 1.5772(3) -0.1405(2) 0.86570(17) 0.0431(6) Uani 1 1 d . . . C16 C 1.5903(3) -0.0269(2) 0.86944(18) 0.0480(6) Uani 1 1 d . . . H16 H 1.6498 -0.0117 0.9185 0.058 Uiso 1 1 calc R . . C17 C 1.5159(3) 0.0654(2) 0.80088(17) 0.0447(6) Uani 1 1 d . . . C18 C 1.3206(3) -0.0981(2) 0.64880(18) 0.0503(6) Uani 1 1 d . . . H181 H 1.3478 -0.1850 0.6436 0.075 Uiso 1 1 calc R . . H182 H 1.3354 -0.0592 0.5854 0.075 Uiso 1 1 calc R . . H183 H 1.2166 -0.0669 0.6679 0.075 Uiso 1 1 calc R . . C19 C 1.7418(3) -0.2188(2) 1.0005(2) 0.0623(8) Uani 1 1 d . . . H191 H 1.8235 -0.1978 0.9677 0.093 Uiso 1 1 calc R . . H192 H 1.7812 -0.2926 1.0428 0.093 Uiso 1 1 calc R . . H193 H 1.6864 -0.1534 1.0403 0.093 Uiso 1 1 calc R . . C20 C 1.5323(3) 0.1885(2) 0.8077(2) 0.0610(8) Uani 1 1 d . . . H201 H 1.6046 0.2001 0.7593 0.091 Uiso 1 1 calc R . . H202 H 1.5662 0.1948 0.8736 0.091 Uiso 1 1 calc R . . H203 H 1.4367 0.2502 0.7948 0.091 Uiso 1 1 calc R . . C21 C 0.9560(2) 0.36892(19) 0.63700(16) 0.0387(5) Uani 1 1 d . . . C22 C 0.9230(3) 0.4568(2) 0.70572(18) 0.0467(6) Uani 1 1 d . . . C23 C 0.7781(3) 0.5179(2) 0.72638(19) 0.0481(6) Uani 1 1 d . . . H23 H 0.7562 0.5783 0.7719 0.058 Uiso 1 1 calc R . . C24 C 0.6631(2) 0.4922(2) 0.68139(18) 0.0435(6) Uani 1 1 d . . . C25 C 0.6945(2) 0.4052(2) 0.61486(18) 0.0451(6) Uani 1 1 d . . . H25 H 0.6163 0.3871 0.5844 0.054 Uiso 1 1 calc R . . C26 C 0.8405(3) 0.3436(2) 0.59203(17) 0.0433(6) Uani 1 1 d . . . C27 C 1.0450(3) 0.4840(3) 0.7571(2) 0.0690(9) Uani 1 1 d . . . H271 H 1.1067 0.4109 0.7932 0.103 Uiso 1 1 calc R . . H272 H 1.0024 0.5460 0.8029 0.103 Uiso 1 1 calc R . . H273 H 1.1056 0.5127 0.7087 0.103 Uiso 1 1 calc R . . C28 C 0.4026(3) 0.5303(3) 0.6695(2) 0.0620(8) Uani 1 1 d . . . H281 H 0.4023 0.5423 0.5979 0.093 Uiso 1 1 calc R . . H282 H 0.3101 0.5828 0.6954 0.093 Uiso 1 1 calc R . . H283 H 0.4117 0.4464 0.6887 0.093 Uiso 1 1 calc R . . C29 C 0.8715(3) 0.2532(3) 0.5165(2) 0.0729(9) Uani 1 1 d . . . H291 H 0.9030 0.2870 0.4554 0.109 Uiso 1 1 calc R . . H292 H 0.7818 0.2327 0.5044 0.109 Uiso 1 1 calc R . . H293 H 0.9501 0.1807 0.5400 0.109 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 O15 0.0677(12) 0.0448(9) 0.0558(11) 0.0145(8) -0.0226(9) -0.0100(8) O24 0.0372(9) 0.0602(11) 0.0698(13) -0.0086(9) 0.0039(8) -0.0101(8) C1 0.0371(12) 0.0454(13) 0.0304(12) 0.0051(10) 0.0017(9) -0.0151(10) C2 0.0392(12) 0.0468(13) 0.0346(13) 0.0052(10) -0.0008(10) -0.0126(10) C3 0.0367(13) 0.0523(14) 0.0443(15) 0.0100(11) 0.0079(11) -0.0076(11) C4 0.0452(14) 0.0584(15) 0.0428(15) 0.0130(12) 0.0093(11) -0.0116(12) C5 0.0458(14) 0.0499(14) 0.0370(14) 0.0138(11) -0.0020(11) -0.0123(11) C6 0.0388(12) 0.0428(12) 0.0337(13) 0.0062(10) -0.0008(10) -0.0107(10) C7 0.0355(12) 0.0390(12) 0.0346(13) 0.0031(10) -0.0020(10) -0.0087(10) C8 0.0431(13) 0.0465(13) 0.0339(14) -0.0006(11) 0.0022(11) -0.0130(11) C9 0.0460(13) 0.0427(12) 0.0281(12) 0.0061(10) -0.0003(10) -0.0179(10) C10 0.0392(13) 0.0508(14) 0.0383(14) 0.0015(11) 0.0089(10) -0.0092(11) C11 0.0426(13) 0.0412(13) 0.0421(14) 0.0110(10) -0.0001(11) -0.0087(11) C12 0.0315(11) 0.0420(13) 0.0370(13) 0.0072(10) -0.0005(10) -0.0061(9) C13 0.0365(12) 0.0431(13) 0.0357(13) -0.0005(10) 0.0018(10) -0.0092(10) C14 0.0408(13) 0.0408(12) 0.0441(14) 0.0004(11) 0.0007(11) -0.0106(10) C15 0.0436(13) 0.0426(13) 0.0364(13) 0.0056(10) -0.0061(10) -0.0058(10) C16 0.0475(14) 0.0525(15) 0.0412(14) -0.0007(12) -0.0080(11) -0.0116(12) C17 0.0416(13) 0.0459(13) 0.0431(14) 0.0065(11) -0.0062(11) -0.0103(11) C18 0.0507(15) 0.0546(14) 0.0424(14) 0.0009(11) -0.0079(12) -0.0124(12) C19 0.0627(17) 0.0565(16) 0.0579(18) 0.0103(13) -0.0233(14) -0.0065(13) C20 0.0650(17) 0.0465(14) 0.0727(19) 0.0054(13) -0.0196(14) -0.0203(13) C21 0.0393(12) 0.0422(12) 0.0316(12) 0.0088(10) -0.0015(10) -0.0111(10) C22 0.0460(14) 0.0492(14) 0.0467(15) 0.0012(12) -0.0047(11) -0.0183(11) C23 0.0430(14) 0.0476(13) 0.0505(15) -0.0085(11) -0.0004(11) -0.0088(11) C24 0.0360(13) 0.0398(12) 0.0491(15) 0.0043(11) 0.0059(11) -0.0061(10) C25 0.0362(13) 0.0507(14) 0.0490(15) -0.0014(12) -0.0010(11) -0.0151(11) C26 0.0445(13) 0.0456(13) 0.0371(13) 0.0003(10) -0.0024(10) -0.0106(11) C27 0.0494(16) 0.0693(18) 0.088(2) -0.0243(17) -0.0077(15) -0.0135(14) C28 0.0397(14) 0.0605(16) 0.084(2) -0.0044(15) 0.0039(13) -0.0130(12) C29 0.0504(16) 0.084(2) 0.078(2) -0.0356(17) -0.0070(15) -0.0059(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 O15 C15 1.369(3) . ? O15 C19 1.430(3) . ? O24 C24 1.367(3) . ? O24 C28 1.424(3) . ? C1 C2 1.404(3) . ? C1 C6 1.413(3) . ? C1 C7 1.434(3) . ? C2 C3 1.389(3) . ? C2 C12 1.499(3) . ? C3 C4 1.387(3) . ? C3 H3 0.9500 . ? C4 C5 1.381(3) . ? C4 H4 0.9500 . ? C5 C6 1.397(3) . ? C5 H5 0.9500 . ? C6 C21 1.489(3) . ? C7 C8 1.200(3) . ? C8 C9 1.434(3) . ? C9 C11 1.386(3) 2_757 ? C9 C10 1.390(3) . ? C10 C11 1.381(3) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C17 1.386(3) . ? C12 C13 1.407(3) . ? C13 C14 1.387(3) . ? C13 C18 1.513(3) . ? C14 C15 1.389(3) . ? C14 H14 0.9500 . ? C15 C16 1.386(3) . ? C16 C17 1.399(3) . ? C16 H16 0.9500 . ? C17 C20 1.514(3) . ? C18 H181 0.9800 . ? C18 H182 0.9800 . ? C18 H183 0.9800 . ? C19 H191 0.9800 . ? C19 H192 0.9800 . ? C19 H193 0.9800 . ? C20 H201 0.9800 . ? C20 H202 0.9800 . ? C20 H203 0.9800 . ? C21 C26 1.394(3) . ? C21 C22 1.406(3) . ? C22 C23 1.376(3) . ? C22 C27 1.502(3) . ? C23 C24 1.392(3) . ? C23 H23 0.9500 . ? C24 C25 1.378(3) . ? C25 C26 1.393(3) . ? C25 H25 0.9500 . ? C26 C29 1.496(4) . ? C27 H271 0.9800 . ? C27 H272 0.9800 . ? C27 H273 0.9800 . ? C28 H281 0.9800 . ? C28 H282 0.9800 . ? C28 H283 0.9800 . ? C29 H291 0.9800 . ? C29 H292 0.9800 . ? C29 H293 0.9800 . ? 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 C15 O15 C19 116.79(19) . . ? C24 O24 C28 117.75(19) . . ? C2 C1 C6 121.3(2) . . ? C2 C1 C7 118.0(2) . . ? C6 C1 C7 120.65(19) . . ? C3 C2 C1 118.5(2) . . ? C3 C2 C12 121.6(2) . . ? C1 C2 C12 119.91(19) . . ? C4 C3 C2 121.1(2) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 119.8(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 121.5(2) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C5 C6 C1 117.7(2) . . ? C5 C6 C21 122.1(2) . . ? C1 C6 C21 120.27(19) . . ? C8 C7 C1 174.1(2) . . ? C7 C8 C9 174.6(2) . . ? C11 C9 C10 118.4(2) 2_757 . ? C11 C9 C8 121.7(2) 2_757 . ? C10 C9 C8 119.8(2) . . ? C11 C10 C9 120.7(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C9 120.9(2) . 2_757 ? C10 C11 H11 119.6 . . ? C9 C11 H11 119.6 2_757 . ? C17 C12 C13 120.0(2) . . ? C17 C12 C2 119.4(2) . . ? C13 C12 C2 120.5(2) . . ? C14 C13 C12 119.4(2) . . ? C14 C13 C18 119.7(2) . . ? C12 C13 C18 120.9(2) . . ? C13 C14 C15 120.5(2) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? O15 C15 C16 124.6(2) . . ? O15 C15 C14 115.3(2) . . ? C16 C15 C14 120.1(2) . . ? C15 C16 C17 119.9(2) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C12 C17 C16 120.0(2) . . ? C12 C17 C20 121.7(2) . . ? C16 C17 C20 118.3(2) . . ? C13 C18 H181 109.5 . . ? C13 C18 H182 109.5 . . ? H181 C18 H182 109.5 . . ? C13 C18 H183 109.5 . . ? H181 C18 H183 109.5 . . ? H182 C18 H183 109.5 . . ? O15 C19 H191 109.5 . . ? O15 C19 H192 109.5 . . ? H191 C19 H192 109.5 . . ? O15 C19 H193 109.5 . . ? H191 C19 H193 109.5 . . ? H192 C19 H193 109.5 . . ? C17 C20 H201 109.5 . . ? C17 C20 H202 109.5 . . ? H201 C20 H202 109.5 . . ? C17 C20 H203 109.5 . . ? H201 C20 H203 109.5 . . ? H202 C20 H203 109.5 . . ? C26 C21 C22 119.2(2) . . ? C26 C21 C6 121.07(19) . . ? C22 C21 C6 119.8(2) . . ? C23 C22 C21 119.9(2) . . ? C23 C22 C27 119.8(2) . . ? C21 C22 C27 120.4(2) . . ? C22 C23 C24 120.8(2) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? O24 C24 C25 124.9(2) . . ? O24 C24 C23 115.4(2) . . ? C25 C24 C23 119.7(2) . . ? C24 C25 C26 120.3(2) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 120.2(2) . . ? C25 C26 C29 119.2(2) . . ? C21 C26 C29 120.6(2) . . ? C22 C27 H271 109.5 . . ? C22 C27 H272 109.5 . . ? H271 C27 H272 109.5 . . ? C22 C27 H273 109.5 . . ? H271 C27 H273 109.5 . . ? H272 C27 H273 109.5 . . ? O24 C28 H281 109.5 . . ? O24 C28 H282 109.5 . . ? H281 C28 H282 109.5 . . ? O24 C28 H283 109.5 . . ? H281 C28 H283 109.5 . . ? H282 C28 H283 109.5 . . ? C26 C29 H291 109.5 . . ? C26 C29 H292 109.5 . . ? H291 C29 H292 109.5 . . ? C26 C29 H293 109.5 . . ? H291 C29 H293 109.5 . . ? H292 C29 H293 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 C6 C1 C2 C3 -2.5(3) . . . . ? C7 C1 C2 C3 178.6(2) . . . . ? C6 C1 C2 C12 176.8(2) . . . . ? C7 C1 C2 C12 -2.1(3) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? C12 C2 C3 C4 -178.3(2) . . . . ? C2 C3 C4 C5 0.6(4) . . . . ? C3 C4 C5 C6 -0.7(4) . . . . ? C4 C5 C6 C1 -0.9(4) . . . . ? C4 C5 C6 C21 178.2(2) . . . . ? C2 C1 C6 C5 2.5(3) . . . . ? C7 C1 C6 C5 -178.7(2) . . . . ? C2 C1 C6 C21 -176.7(2) . . . . ? C7 C1 C6 C21 2.2(3) . . . . ? C11 C9 C10 C11 0.2(4) 2_757 . . . ? C8 C9 C10 C11 178.7(2) . . . . ? C9 C10 C11 C9 -0.2(4) . . . 2_757 ? C3 C2 C12 C17 81.0(3) . . . . ? C1 C2 C12 C17 -98.2(3) . . . . ? C3 C2 C12 C13 -101.3(3) . . . . ? C1 C2 C12 C13 79.4(3) . . . . ? C17 C12 C13 C14 0.8(3) . . . . ? C2 C12 C13 C14 -176.9(2) . . . . ? C17 C12 C13 C18 179.2(2) . . . . ? C2 C12 C13 C18 1.6(3) . . . . ? C12 C13 C14 C15 -0.7(3) . . . . ? C18 C13 C14 C15 -179.1(2) . . . . ? C19 O15 C15 C16 -2.5(4) . . . . ? C19 O15 C15 C14 177.1(2) . . . . ? C13 C14 C15 O15 -179.37(19) . . . . ? C13 C14 C15 C16 0.3(3) . . . . ? O15 C15 C16 C17 179.6(2) . . . . ? C14 C15 C16 C17 0.0(4) . . . . ? C13 C12 C17 C16 -0.5(3) . . . . ? C2 C12 C17 C16 177.2(2) . . . . ? C13 C12 C17 C20 180.0(2) . . . . ? C2 C12 C17 C20 -2.4(3) . . . . ? C15 C16 C17 C12 0.1(4) . . . . ? C15 C16 C17 C20 179.7(2) . . . . ? C5 C6 C21 C26 84.1(3) . . . . ? C1 C6 C21 C26 -96.8(3) . . . . ? C5 C6 C21 C22 -96.8(3) . . . . ? C1 C6 C21 C22 82.3(3) . . . . ? C26 C21 C22 C23 -1.2(4) . . . . ? C6 C21 C22 C23 179.7(2) . . . . ? C26 C21 C22 C27 178.6(2) . . . . ? C6 C21 C22 C27 -0.6(4) . . . . ? C21 C22 C23 C24 1.2(4) . . . . ? C27 C22 C23 C24 -178.5(2) . . . . ? C28 O24 C24 C25 4.6(4) . . . . ? C28 O24 C24 C23 -175.7(2) . . . . ? C22 C23 C24 O24 179.9(2) . . . . ? C22 C23 C24 C25 -0.4(4) . . . . ? O24 C24 C25 C26 179.2(2) . . . . ? C23 C24 C25 C26 -0.5(4) . . . . ? C24 C25 C26 C21 0.5(4) . . . . ? C24 C25 C26 C29 -177.5(3) . . . . ? C22 C21 C26 C25 0.3(3) . . . . ? C6 C21 C26 C25 179.4(2) . . . . ? C22 C21 C26 C29 178.2(2) . . . . ? C6 C21 C26 C29 -2.7(4) . . . . ? # End of CIF ============================================================ # Attachment '2b-SG0620.cif' data_SG0620 _database_code_depnum_ccdc_archive 'CCDC 763794' #TrackingRef '2b-SG0620.cif' _audit_creation_method SHELXL-97 _audit_creation_date 06-06-02 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C57 H53 N O4, 4(C H2 Cl2)' _chemical_formula_sum 'C61 H61 Cl8 N O4' _chemical_formula_weight 1155.78 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 61 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 61 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Cl Cl 8 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 1 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 4 0.1484 0.1585 ; International Tables for Crystallography (1992). 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 ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5501(2) _cell_length_b 11.9607(3) _cell_length_c 13.4618(3) _cell_angle_alpha 85.7591(15) _cell_angle_beta 88.8370(13) _cell_angle_gamma 71.1797(13) _cell_volume 1451.48(6) _cell_formula_units_Z 1 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 52011 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 602 _exptl_absorpt_coefficient_mu 0.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing, 1995)' _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_T_max 0.967 _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.695(1) Frames collected: 785 Seconds exposure per frame: 100 Degrees rotation per frame: 0.5 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 19022 _diffrn_reflns_av_R_equivalents 0.0671 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 24.99 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.992 _reflns_number_total 5070 _reflns_number_gt 3558 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2006)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1749P)^2^] 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 0.062(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5069 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1006 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2454 _refine_ls_wR_factor_gt 0.2264 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.270 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.082 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 -0.4751(2) 0.56241(18) 0.71099(16) 0.0514(6) Uani 1 1 d . . . O2 O 0.6528(2) -0.24047(17) 0.92401(15) 0.0511(6) Uani 1 1 d . . . N10 N -0.1016(3) 0.1046(2) 0.95924(17) 0.0386(6) Uani 0.50 1 d P . 1 C10 C -0.1016(3) 0.1046(2) 0.95924(17) 0.0386(6) Uani 0.50 1 d P . 2 H10 H -0.1713 0.1757 0.9316 0.046 Uiso 0.50 1 calc PR . 2 C1 C 0.1921(3) 0.2038(2) 0.67644(17) 0.0312(6) Uani 1 1 d . . . C2 C 0.1120(3) 0.3028(2) 0.61377(17) 0.0325(6) Uani 1 1 d . . . C3 C 0.1842(3) 0.3366(2) 0.53249(19) 0.0399(6) Uani 1 1 d . . . H3 H 0.1312 0.4017 0.4886 0.048 Uiso 1 1 calc R . . C4 C 0.3309(3) 0.2781(3) 0.5138(2) 0.0453(7) Uani 1 1 d . . . H4 H 0.3781 0.3036 0.4580 0.054 Uiso 1 1 calc R . . C5 C 0.4095(3) 0.1824(3) 0.5763(2) 0.0435(7) Uani 1 1 d . . . H5 H 0.5106 0.1423 0.5628 0.052 Uiso 1 1 calc R . . C6 C 0.3423(3) 0.1439(2) 0.65868(18) 0.0345(6) Uani 1 1 d . . . C7 C 0.1225(3) 0.1622(2) 0.76055(17) 0.0318(6) Uani 1 1 d . . . C8 C 0.0758(3) 0.1185(2) 0.83100(18) 0.0329(6) Uani 1 1 d . . . C9 C 0.0343(3) 0.0592(2) 0.91734(17) 0.0333(6) Uani 1 1 d . . . C11 C 0.1346(3) -0.0450(2) 0.95793(18) 0.0391(6) Uani 1 1 d . . . H11 H 0.2285 -0.0756 0.9274 0.047 Uiso 1 1 calc R . . C12 C -0.0462(3) 0.3700(2) 0.63706(17) 0.0321(6) Uani 1 1 d . . . C13 C -0.0762(3) 0.4587(2) 0.70411(19) 0.0368(6) Uani 1 1 d . . . C14 C -0.2210(3) 0.5208(2) 0.72550(19) 0.0379(6) Uani 1 1 d . . . H14 H -0.2416 0.5827 0.7695 0.046 Uiso 1 1 calc R . . C15 C -0.3363(3) 0.4946(2) 0.68402(19) 0.0364(6) Uani 1 1 d . . . C16 C -0.3082(3) 0.4069(2) 0.6194(2) 0.0400(6) Uani 1 1 d . . . H16 H -0.3879 0.3885 0.5913 0.048 Uiso 1 1 calc R . . C17 C -0.1618(3) 0.3441(2) 0.59457(19) 0.0387(6) Uani 1 1 d . . . C18 C 0.0484(3) 0.4861(3) 0.7522(3) 0.0600(9) Uani 1 1 d . . . H181 H 0.0083 0.5455 0.8006 0.090 Uiso 1 1 calc R . . H182 H 0.1037 0.5168 0.7010 0.090 Uiso 1 1 calc R . . H183 H 0.1147 0.4137 0.7863 0.090 Uiso 1 1 calc R . . C19 C -0.5981(3) 0.5311(3) 0.6786(3) 0.0646(10) Uani 1 1 d . . . H191 H -0.6008 0.5360 0.6056 0.097 Uiso 1 1 calc R . . H192 H -0.6900 0.5857 0.7036 0.097 Uiso 1 1 calc R . . H193 H -0.5880 0.4500 0.7043 0.097 Uiso 1 1 calc R . . C20 C -0.1338(4) 0.2496(3) 0.5216(3) 0.0684(10) Uani 1 1 d . . . H201 H -0.1006 0.2779 0.4581 0.103 Uiso 1 1 calc R . . H202 H -0.2253 0.2318 0.5109 0.103 Uiso 1 1 calc R . . H203 H -0.0573 0.1778 0.5482 0.103 Uiso 1 1 calc R . . C21 C 0.4280(3) 0.0432(2) 0.72840(18) 0.0344(6) Uani 1 1 d . . . C22 C 0.5183(3) 0.0620(2) 0.80086(19) 0.0371(6) Uani 1 1 d . . . C23 C 0.5945(3) -0.0318(2) 0.86841(19) 0.0398(6) Uani 1 1 d . . . H23 H 0.6554 -0.0188 0.9183 0.048 Uiso 1 1 calc R . . C24 C 0.5819(3) -0.1429(2) 0.86302(19) 0.0377(6) Uani 1 1 d . . . C25 C 0.4925(3) -0.1622(2) 0.78922(18) 0.0357(6) Uani 1 1 d . . . H25 H 0.4853 -0.2390 0.7845 0.043 Uiso 1 1 calc R . . C26 C 0.4150(3) -0.0699(2) 0.72332(17) 0.0335(6) Uani 1 1 d . . . C27 C 0.5387(4) 0.1809(3) 0.8075(2) 0.0548(8) Uani 1 1 d . . . H271 H 0.6086 0.1916 0.7563 0.082 Uiso 1 1 calc R . . H272 H 0.5776 0.1849 0.8735 0.082 Uiso 1 1 calc R . . H273 H 0.4433 0.2435 0.7971 0.082 Uiso 1 1 calc R . . C28 C 0.7471(3) -0.2248(3) 0.9995(2) 0.0530(8) Uani 1 1 d . . . H281 H 0.8269 -0.2000 0.9680 0.080 Uiso 1 1 calc R . . H282 H 0.7896 -0.2996 1.0395 0.080 Uiso 1 1 calc R . . H283 H 0.6893 -0.1638 1.0425 0.080 Uiso 1 1 calc R . . C29 C 0.3166(3) -0.0928(3) 0.6461(2) 0.0447(7) Uani 1 1 d . . . H291 H 0.3431 -0.1783 0.6399 0.067 Uiso 1 1 calc R . . H292 H 0.3301 -0.0536 0.5818 0.067 Uiso 1 1 calc R . . H293 H 0.2131 -0.0614 0.6666 0.067 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 0.0310(10) 0.0477(12) 0.0740(14) -0.0086(10) 0.0105(9) -0.0102(8) O2 0.0530(12) 0.0386(11) 0.0548(12) 0.0140(9) -0.0212(9) -0.0077(9) N10 0.0380(13) 0.0403(13) 0.0333(12) 0.0121(9) 0.0031(9) -0.0100(10) C10 0.0380(13) 0.0403(13) 0.0333(12) 0.0121(9) 0.0031(9) -0.0100(10) C1 0.0312(12) 0.0347(13) 0.0261(12) 0.0053(9) 0.0010(9) -0.0103(10) C2 0.0319(13) 0.0366(13) 0.0272(12) 0.0058(10) 0.0003(9) -0.0104(10) C3 0.0404(14) 0.0413(14) 0.0345(14) 0.0119(11) 0.0002(11) -0.0113(11) C4 0.0396(14) 0.0513(16) 0.0394(15) 0.0147(12) 0.0109(11) -0.0115(12) C5 0.0310(13) 0.0530(16) 0.0394(15) 0.0091(12) 0.0059(11) -0.0068(12) C6 0.0331(13) 0.0384(13) 0.0303(13) 0.0066(10) 0.0013(10) -0.0114(10) C7 0.0281(12) 0.0332(12) 0.0308(13) 0.0038(10) -0.0012(9) -0.0065(10) C8 0.0324(12) 0.0373(13) 0.0294(12) 0.0036(10) 0.0000(10) -0.0128(10) C9 0.0363(13) 0.0426(14) 0.0241(12) 0.0031(10) 0.0004(9) -0.0182(11) C11 0.0392(14) 0.0465(15) 0.0308(13) 0.0072(11) 0.0047(10) -0.0150(12) C12 0.0318(12) 0.0350(13) 0.0266(12) 0.0090(10) -0.0002(9) -0.0092(10) C13 0.0381(14) 0.0352(13) 0.0380(14) 0.0025(10) 0.0007(10) -0.0141(11) C14 0.0410(14) 0.0355(13) 0.0367(14) -0.0023(10) 0.0041(10) -0.0119(11) C15 0.0323(13) 0.0350(13) 0.0396(14) 0.0041(10) 0.0076(10) -0.0094(10) C16 0.0312(13) 0.0412(14) 0.0473(15) 0.0002(12) -0.0016(11) -0.0119(11) C17 0.0341(13) 0.0417(14) 0.0386(14) 0.0002(11) -0.0018(10) -0.0101(11) C18 0.0435(17) 0.064(2) 0.074(2) -0.0237(17) -0.0075(15) -0.0148(15) C19 0.0304(15) 0.0529(19) 0.109(3) -0.0050(18) 0.0081(16) -0.0127(13) C20 0.0461(17) 0.076(2) 0.079(2) -0.0407(19) -0.0048(16) -0.0070(16) C21 0.0294(12) 0.0373(14) 0.0316(13) 0.0037(10) 0.0034(10) -0.0053(10) C22 0.0354(13) 0.0381(13) 0.0365(14) 0.0015(10) -0.0018(10) -0.0106(11) C23 0.0424(14) 0.0389(14) 0.0366(14) 0.0020(11) -0.0084(11) -0.0114(11) C24 0.0338(13) 0.0360(13) 0.0374(14) 0.0053(10) -0.0038(10) -0.0043(10) C25 0.0344(13) 0.0328(13) 0.0371(14) 0.0004(10) -0.0013(10) -0.0074(10) C26 0.0282(12) 0.0404(14) 0.0294(12) -0.0001(10) 0.0036(9) -0.0083(10) C27 0.0629(19) 0.0398(15) 0.064(2) 0.0089(14) -0.0168(15) -0.0212(14) C28 0.0541(18) 0.0499(17) 0.0475(17) 0.0123(13) -0.0196(13) -0.0084(14) C29 0.0416(15) 0.0506(16) 0.0384(15) -0.0024(12) -0.0061(11) -0.0096(12) _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 C15 1.370(3) . ? O1 C19 1.428(4) . ? O2 C24 1.366(3) . ? O2 C28 1.433(3) . ? N10 C9 1.363(3) . ? N10 C11 1.366(3) 2_557 ? C1 C6 1.405(3) . ? C1 C2 1.412(3) . ? C1 C7 1.439(3) . ? C2 C3 1.386(3) . ? C2 C12 1.504(3) . ? C3 C4 1.376(4) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.393(4) . ? C5 H5 0.9500 . ? C6 C21 1.493(3) . ? C7 C8 1.196(3) . ? C8 C9 1.432(3) . ? C9 C11 1.386(4) . ? C11 C10 1.366(3) 2_557 ? C11 H11 0.9500 . ? C12 C17 1.383(4) . ? C12 C13 1.399(4) . ? C13 C14 1.379(4) . ? C13 C18 1.502(4) . ? C14 C15 1.377(4) . ? C14 H14 0.9500 . ? C15 C16 1.368(4) . ? C16 C17 1.405(4) . ? C16 H16 0.9500 . ? C17 C20 1.508(4) . ? C18 H181 0.9800 . ? C18 H182 0.9800 . ? C18 H183 0.9800 . ? C19 H191 0.9800 . ? C19 H192 0.9800 . ? C19 H193 0.9800 . ? C20 H201 0.9800 . ? C20 H202 0.9800 . ? C20 H203 0.9800 . ? C21 C22 1.392(4) . ? C21 C26 1.405(4) . ? C22 C23 1.402(4) . ? C22 C27 1.506(4) . ? C23 C24 1.379(4) . ? C23 H23 0.9500 . ? C24 C25 1.402(4) . ? C25 C26 1.382(3) . ? C25 H25 0.9500 . ? C26 C29 1.512(3) . ? C27 H271 0.9800 . ? C27 H272 0.9800 . ? C27 H273 0.9800 . ? C28 H281 0.9800 . ? C28 H282 0.9800 . ? C28 H283 0.9800 . ? C29 H291 0.9800 . ? C29 H292 0.9800 . ? C29 H293 0.9800 . ? 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 C15 O1 C19 117.9(2) . . ? C24 O2 C28 116.7(2) . . ? C9 N10 C11 118.1(2) . 2_557 ? C6 C1 C2 120.8(2) . . ? C6 C1 C7 118.3(2) . . ? C2 C1 C7 120.9(2) . . ? C3 C2 C1 118.1(2) . . ? C3 C2 C12 121.7(2) . . ? C1 C2 C12 120.2(2) . . ? C4 C3 C2 121.6(2) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 120.0(2) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 120.8(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 118.6(2) . . ? C5 C6 C21 121.1(2) . . ? C1 C6 C21 120.3(2) . . ? C8 C7 C1 174.0(2) . . ? C7 C8 C9 174.5(3) . . ? N10 C9 C11 120.4(2) . . ? N10 C9 C8 120.6(2) . . ? C11 C9 C8 119.0(2) . . ? N10 C11 C9 121.5(2) 2_557 . ? C10 C11 H11 119.2 2_557 . ? N10 C11 H11 119.2 2_557 . ? C9 C11 H11 119.2 . . ? C17 C12 C13 119.7(2) . . ? C17 C12 C2 121.1(2) . . ? C13 C12 C2 119.2(2) . . ? C14 C13 C12 119.4(2) . . ? C14 C13 C18 120.4(2) . . ? C12 C13 C18 120.2(2) . . ? C15 C14 C13 121.0(2) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C16 C15 O1 124.4(2) . . ? C16 C15 C14 120.1(2) . . ? O1 C15 C14 115.5(2) . . ? C15 C16 C17 120.1(2) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C12 C17 C16 119.7(2) . . ? C12 C17 C20 121.2(2) . . ? C16 C17 C20 119.1(2) . . ? C13 C18 H181 109.5 . . ? C13 C18 H182 109.5 . . ? H181 C18 H182 109.5 . . ? C13 C18 H183 109.5 . . ? H181 C18 H183 109.5 . . ? H182 C18 H183 109.5 . . ? O1 C19 H191 109.5 . . ? O1 C19 H192 109.5 . . ? H191 C19 H192 109.5 . . ? O1 C19 H193 109.5 . . ? H191 C19 H193 109.5 . . ? H192 C19 H193 109.5 . . ? C17 C20 H201 109.5 . . ? C17 C20 H202 109.5 . . ? H201 C20 H202 109.5 . . ? C17 C20 H203 109.5 . . ? H201 C20 H203 109.5 . . ? H202 C20 H203 109.5 . . ? C22 C21 C26 119.6(2) . . ? C22 C21 C6 119.9(2) . . ? C26 C21 C6 120.5(2) . . ? C21 C22 C23 119.8(2) . . ? C21 C22 C27 121.5(2) . . ? C23 C22 C27 118.7(2) . . ? C24 C23 C22 120.5(2) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? O2 C24 C23 125.2(2) . . ? O2 C24 C25 115.0(2) . . ? C23 C24 C25 119.8(2) . . ? C26 C25 C24 120.2(2) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C21 120.2(2) . . ? C25 C26 C29 119.0(2) . . ? C21 C26 C29 120.8(2) . . ? C22 C27 H271 109.5 . . ? C22 C27 H272 109.5 . . ? H271 C27 H272 109.5 . . ? C22 C27 H273 109.5 . . ? H271 C27 H273 109.5 . . ? H272 C27 H273 109.5 . . ? O2 C28 H281 109.5 . . ? O2 C28 H282 109.5 . . ? H281 C28 H282 109.5 . . ? O2 C28 H283 109.5 . . ? H281 C28 H283 109.5 . . ? H282 C28 H283 109.5 . . ? C26 C29 H291 109.5 . . ? C26 C29 H292 109.5 . . ? H291 C29 H292 109.5 . . ? C26 C29 H293 109.5 . . ? H291 C29 H293 109.5 . . ? H292 C29 H293 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 C6 C1 C2 C3 2.1(4) . . . . ? C7 C1 C2 C3 -178.4(2) . . . . ? C6 C1 C2 C12 -176.6(2) . . . . ? C7 C1 C2 C12 2.9(4) . . . . ? C1 C2 C3 C4 -1.6(4) . . . . ? C12 C2 C3 C4 177.1(2) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C3 C4 C5 C6 -0.2(5) . . . . ? C4 C5 C6 C1 0.7(4) . . . . ? C4 C5 C6 C21 -177.8(3) . . . . ? C2 C1 C6 C5 -1.7(4) . . . . ? C7 C1 C6 C5 178.8(2) . . . . ? C2 C1 C6 C21 176.9(2) . . . . ? C7 C1 C6 C21 -2.7(4) . . . . ? C11 N10 C9 C11 0.5(4) 2_557 . . . ? C11 N10 C9 C8 -179.4(2) 2_557 . . . ? N10 C9 C11 C10 -0.5(4) . . . 2_557 ? C8 C9 C11 C10 179.3(2) . . . 2_557 ? C3 C2 C12 C17 87.1(3) . . . . ? C1 C2 C12 C17 -94.3(3) . . . . ? C3 C2 C12 C13 -94.0(3) . . . . ? C1 C2 C12 C13 84.7(3) . . . . ? C17 C12 C13 C14 -1.2(4) . . . . ? C2 C12 C13 C14 179.8(2) . . . . ? C17 C12 C13 C18 178.9(3) . . . . ? C2 C12 C13 C18 -0.1(4) . . . . ? C12 C13 C14 C15 1.8(4) . . . . ? C18 C13 C14 C15 -178.3(3) . . . . ? C19 O1 C15 C16 7.4(4) . . . . ? C19 O1 C15 C14 -173.6(3) . . . . ? C13 C14 C15 C16 -1.0(4) . . . . ? C13 C14 C15 O1 180.0(2) . . . . ? O1 C15 C16 C17 178.5(2) . . . . ? C14 C15 C16 C17 -0.5(4) . . . . ? C13 C12 C17 C16 -0.2(4) . . . . ? C2 C12 C17 C16 178.7(2) . . . . ? C13 C12 C17 C20 179.6(3) . . . . ? C2 C12 C17 C20 -1.4(4) . . . . ? C15 C16 C17 C12 1.1(4) . . . . ? C15 C16 C17 C20 -178.8(3) . . . . ? C5 C6 C21 C22 79.7(3) . . . . ? C1 C6 C21 C22 -98.8(3) . . . . ? C5 C6 C21 C26 -102.0(3) . . . . ? C1 C6 C21 C26 79.4(3) . . . . ? C26 C21 C22 C23 -0.5(4) . . . . ? C6 C21 C22 C23 177.8(2) . . . . ? C26 C21 C22 C27 178.4(2) . . . . ? C6 C21 C22 C27 -3.4(4) . . . . ? C21 C22 C23 C24 0.6(4) . . . . ? C27 C22 C23 C24 -178.3(3) . . . . ? C28 O2 C24 C23 0.2(4) . . . . ? C28 O2 C24 C25 179.0(2) . . . . ? C22 C23 C24 O2 179.0(2) . . . . ? C22 C23 C24 C25 0.2(4) . . . . ? O2 C24 C25 C26 179.8(2) . . . . ? C23 C24 C25 C26 -1.3(4) . . . . ? C24 C25 C26 C21 1.5(4) . . . . ? C24 C25 C26 C29 -178.5(2) . . . . ? C22 C21 C26 C25 -0.6(4) . . . . ? C6 C21 C26 C25 -178.8(2) . . . . ? C22 C21 C26 C29 179.4(2) . . . . ? C6 C21 C26 C29 1.2(3) . . . . ? # End of CIF ============================================================ # Attachment '2c-SG0528.cif' data_SG0528 _database_code_depnum_ccdc_archive 'CCDC 763795' #TrackingRef '2c-SG0528.cif' _audit_creation_method SHELXL-97 _audit_creation_date 05-10-05 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C64 H58 O4' _chemical_formula_sum 'C64 H58 O4' _chemical_formula_weight 891.16 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 512 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 464 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 32 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 21.7475(4) _cell_length_b 36.7190(11) _cell_length_c 12.9048(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.5386(10) _cell_angle_gamma 90.00 _cell_volume 10257.0(7) _cell_formula_units_Z 8 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 18356 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3792 _exptl_absorpt_coefficient_mu 0.0703 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.576(1) Frames collected: 1789 Seconds exposure per frame: 30 Degrees rotation per frame: 0.4 Crystal-Detector distance (mm): 60.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 101722 _diffrn_reflns_av_R_equivalents 0.1000 _diffrn_reflns_av_sigmaI/netI 0.1237 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.04 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.997 _reflns_number_total 18117 _reflns_number_gt 9010 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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 'w=1/[\s^2^(Fo^2^)+(0.0359P)^2^+7.7552P] 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 0.00076(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 18108 _refine_ls_number_parameters 1250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1904 _refine_ls_R_factor_gt 0.0876 _refine_ls_wR_factor_ref 0.2100 _refine_ls_wR_factor_gt 0.1709 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.414 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.041 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 O18 O 1.07397(14) 0.08531(8) 1.0219(2) 0.0732(9) Uani 1 1 d . . . O27 O 0.59586(14) 0.25032(8) 0.7784(2) 0.0735(9) Uani 1 1 d . . . O50 O 0.45656(13) 0.16870(8) -0.0169(2) 0.0786(9) Uani 1 1 d . . . O59 O 0.92352(12) -0.00829(8) 0.2152(2) 0.0691(8) Uani 1 1 d . . . C1 C 0.85412(19) 0.20287(11) 1.0347(3) 0.0528(11) Uani 1 1 d . . . C2 C 0.9067(2) 0.19739(12) 1.1034(3) 0.0636(12) Uani 1 1 d . . . C3 C 0.9157(2) 0.21945(14) 1.1914(4) 0.0821(15) Uani 1 1 d . . . H3 H 0.9510 0.2160 1.2396 0.099 Uiso 1 1 calc R . . C4 C 0.8733(3) 0.24648(15) 1.2088(4) 0.0908(17) Uani 1 1 d . . . H4 H 0.8806 0.2619 1.2678 0.109 Uiso 1 1 calc R . . C5 C 0.8209(2) 0.25119(12) 1.1417(4) 0.0737(14) Uani 1 1 d . . . H5 H 0.7918 0.2693 1.1562 0.088 Uiso 1 1 calc R . . C6 C 0.80990(19) 0.22976(11) 1.0528(3) 0.0539(11) Uani 1 1 d . . . C7 C 0.84423(17) 0.18185(10) 0.9403(3) 0.0491(10) Uani 1 1 d . . . C8 C 0.83090(17) 0.16682(10) 0.8590(3) 0.0477(10) Uani 1 1 d . . . C9 C 0.81134(19) 0.15174(10) 0.7589(3) 0.0468(10) Uani 1 1 d . . . C10 C 0.75279(19) 0.15915(12) 0.7128(3) 0.0631(12) Uani 1 1 d . . . H10 H 0.7252 0.1731 0.7496 0.076 Uiso 1 1 calc R . . C11 C 0.73361(18) 0.14662(12) 0.6139(3) 0.0639(12) Uani 1 1 d . . . H11 H 0.6930 0.1521 0.5843 0.077 Uiso 1 1 calc R . . C12 C 0.77220(18) 0.12621(10) 0.5568(3) 0.0460(10) Uani 1 1 d . . . C13 C 0.8298(2) 0.11799(10) 0.6061(3) 0.0589(12) Uani 1 1 d . . . H13 H 0.8569 0.1033 0.5705 0.071 Uiso 1 1 calc R . . C14 C 0.8491(2) 0.13013(10) 0.7040(3) 0.0605(12) Uani 1 1 d . . . H14 H 0.8891 0.1237 0.7348 0.073 Uiso 1 1 calc R . . C15 C 0.95102(19) 0.16784(13) 1.0841(3) 0.0594(12) Uani 1 1 d . . . C16 C 0.9964(2) 0.17261(12) 1.0143(3) 0.0631(12) Uani 1 1 d . . . C17 C 1.0358(2) 0.14465(12) 0.9961(3) 0.0665(12) Uani 1 1 d . . . H17 H 1.0666 0.1481 0.9496 0.080 Uiso 1 1 calc R . . C18 C 1.03073(19) 0.11142(12) 1.0455(3) 0.0602(12) Uani 1 1 d . . . C19 C 0.9868(2) 0.10589(13) 1.1145(3) 0.0631(12) Uani 1 1 d . . . H19 H 0.9838 0.0831 1.1484 0.076 Uiso 1 1 calc R . . C20 C 0.94709(19) 0.13411(14) 1.1334(3) 0.0617(12) Uani 1 1 d . . . C21 C 1.0024(2) 0.20848(12) 0.9583(4) 0.0961(17) Uani 1 1 d . . . H211 H 1.0426 0.2095 0.9299 0.144 Uiso 1 1 calc R . . H212 H 0.9992 0.2286 1.0074 0.144 Uiso 1 1 calc R . . H213 H 0.9693 0.2105 0.9014 0.144 Uiso 1 1 calc R . . C22 C 1.0704(2) 0.05007(11) 1.0670(4) 0.0844(15) Uani 1 1 d . . . H221 H 1.0741 0.0522 1.1431 0.127 Uiso 1 1 calc R . . H222 H 1.1041 0.0349 1.0460 0.127 Uiso 1 1 calc R . . H223 H 1.0307 0.0389 1.0431 0.127 Uiso 1 1 calc R . . C23 C 0.8984(2) 0.12671(13) 1.2075(3) 0.0880(16) Uani 1 1 d . . . H231 H 0.8980 0.1007 1.2240 0.132 Uiso 1 1 calc R . . H232 H 0.8578 0.1340 1.1747 0.132 Uiso 1 1 calc R . . H233 H 0.9081 0.1407 1.2717 0.132 Uiso 1 1 calc R . . C24 C 0.75426(19) 0.23545(11) 0.9794(3) 0.0528(11) Uani 1 1 d . . . C25 C 0.75093(19) 0.26548(11) 0.9127(3) 0.0535(11) Uani 1 1 d . . . C26 C 0.6982(2) 0.27090(11) 0.8434(3) 0.0590(11) Uani 1 1 d . . . H26 H 0.6957 0.2913 0.7980 0.071 Uiso 1 1 calc R . . C27 C 0.6502(2) 0.24664(12) 0.8414(3) 0.0564(11) Uani 1 1 d . . . C28 C 0.6540(2) 0.21656(11) 0.9062(4) 0.0602(12) Uani 1 1 d . . . H28 H 0.6204 0.1999 0.9035 0.072 Uiso 1 1 calc R . . C29 C 0.7056(2) 0.21027(11) 0.9750(3) 0.0543(11) Uani 1 1 d . . . C30 C 0.80455(18) 0.29231(10) 0.9145(3) 0.0678(13) Uani 1 1 d . . . H301 H 0.8056 0.3073 0.9774 0.102 Uiso 1 1 calc R . . H302 H 0.7990 0.3080 0.8528 0.102 Uiso 1 1 calc R . . H303 H 0.8435 0.2789 0.9143 0.102 Uiso 1 1 calc R . . C31 C 0.5897(2) 0.28169(14) 0.7115(4) 0.0907(16) Uani 1 1 d . . . H311 H 0.5928 0.3039 0.7540 0.136 Uiso 1 1 calc R . . H312 H 0.5494 0.2810 0.6703 0.136 Uiso 1 1 calc R . . H313 H 0.6226 0.2816 0.6648 0.136 Uiso 1 1 calc R . . C32 C 0.7077(2) 0.17654(11) 1.0418(3) 0.0747(14) Uani 1 1 d . . . H321 H 0.6665 0.1656 1.0383 0.112 Uiso 1 1 calc R . . H322 H 0.7213 0.1831 1.1140 0.112 Uiso 1 1 calc R . . H323 H 0.7368 0.1590 1.0164 0.112 Uiso 1 1 calc R . . C33 C 0.75264(17) 0.11451(10) 0.4493(3) 0.0454(10) Uani 1 1 d . . . C34 C 0.70159(18) 0.12949(10) 0.3927(3) 0.0496(10) Uani 1 1 d . . . H34 H 0.6792 0.1481 0.4237 0.060 Uiso 1 1 calc R . . C35 C 0.68200(18) 0.11834(10) 0.2926(3) 0.0501(10) Uani 1 1 d . . . H35 H 0.6463 0.1290 0.2567 0.060 Uiso 1 1 calc R . . C36 C 0.71446(18) 0.09158(10) 0.2444(3) 0.0452(10) Uani 1 1 d . . . C37 C 0.76658(18) 0.07670(11) 0.2998(3) 0.0533(11) Uani 1 1 d . . . H37 H 0.7896 0.0585 0.2681 0.064 Uiso 1 1 calc R . . C38 C 0.78529(18) 0.08791(11) 0.3995(3) 0.0549(11) Uani 1 1 d . . . H38 H 0.8211 0.0774 0.4354 0.066 Uiso 1 1 calc R . . C39 C 0.69438(17) 0.07872(10) 0.1424(3) 0.0464(10) Uani 1 1 d . . . C40 C 0.67959(17) 0.06561(10) 0.0583(3) 0.0460(10) Uani 1 1 d . . . C41 C 0.66733(17) 0.04566(10) -0.0366(3) 0.0447(10) Uani 1 1 d . . . C42 C 0.61361(18) 0.05194(10) -0.1044(3) 0.0504(10) Uani 1 1 d . . . C43 C 0.6032(2) 0.02982(12) -0.1910(3) 0.0666(13) Uani 1 1 d . . . H43 H 0.5671 0.0336 -0.2375 0.080 Uiso 1 1 calc R . . C44 C 0.6434(2) 0.00261(12) -0.2117(3) 0.0702(13) Uani 1 1 d . . . H44 H 0.6345 -0.0127 -0.2706 0.084 Uiso 1 1 calc R . . C45 C 0.6968(2) -0.00253(11) -0.1470(3) 0.0642(12) Uani 1 1 d . . . H45 H 0.7253 -0.0208 -0.1633 0.077 Uiso 1 1 calc R . . C46 C 0.70968(17) 0.01850(10) -0.0585(3) 0.0465(10) Uani 1 1 d . . . C47 C 0.57074(17) 0.08236(10) -0.0837(3) 0.0474(10) Uani 1 1 d . . . C48 C 0.53158(19) 0.08018(11) -0.0036(3) 0.0654(12) Uani 1 1 d . . . C49 C 0.4946(2) 0.10997(12) 0.0145(3) 0.0736(14) Uani 1 1 d . . . H49 H 0.4681 0.1087 0.0688 0.088 Uiso 1 1 calc R . . C50 C 0.49531(18) 0.14105(12) -0.0436(3) 0.0577(11) Uani 1 1 d . . . C51 C 0.53285(16) 0.14335(10) -0.1236(3) 0.0476(10) Uani 1 1 d . . . H51 H 0.5325 0.1647 -0.1654 0.057 Uiso 1 1 calc R . . C52 C 0.57132(16) 0.11422(10) -0.1431(3) 0.0435(10) Uani 1 1 d . . . C53 C 0.5280(2) 0.04658(12) 0.0634(4) 0.0997(18) Uani 1 1 d . . . H531 H 0.5595 0.0480 0.1229 0.150 Uiso 1 1 calc R . . H532 H 0.5352 0.0249 0.0222 0.150 Uiso 1 1 calc R . . H533 H 0.4870 0.0451 0.0886 0.150 Uiso 1 1 calc R . . C54 C 0.4587(2) 0.20240(11) -0.0703(3) 0.0726(13) Uani 1 1 d . . . H541 H 0.5011 0.2118 -0.0625 0.109 Uiso 1 1 calc R . . H542 H 0.4312 0.2199 -0.0408 0.109 Uiso 1 1 calc R . . H543 H 0.4454 0.1988 -0.1443 0.109 Uiso 1 1 calc R . . C55 C 0.61331(18) 0.11802(11) -0.2279(3) 0.0644(12) Uani 1 1 d . . . H551 H 0.5984 0.1025 -0.2869 0.097 Uiso 1 1 calc R . . H552 H 0.6552 0.1105 -0.2017 0.097 Uiso 1 1 calc R . . H553 H 0.6139 0.1435 -0.2506 0.097 Uiso 1 1 calc R . . C56 C 0.76619(17) 0.01173(10) 0.0147(3) 0.0447(10) Uani 1 1 d . . . C57 C 0.76665(17) -0.01812(10) 0.0824(3) 0.0462(10) Uani 1 1 d . . . C58 C 0.81869(18) -0.02500(10) 0.1504(3) 0.0520(11) Uani 1 1 d . . . H58 H 0.8192 -0.0452 0.1965 0.062 Uiso 1 1 calc R . . C59 C 0.86963(19) -0.00279(11) 0.1513(3) 0.0527(11) Uani 1 1 d . . . C60 C 0.86858(19) 0.02691(11) 0.0855(3) 0.0589(11) Uani 1 1 d . . . H60 H 0.9038 0.0423 0.0873 0.071 Uiso 1 1 calc R . . C61 C 0.81723(18) 0.03484(10) 0.0168(3) 0.0505(10) Uani 1 1 d . . . C62 C 0.71018(17) -0.04213(10) 0.0840(3) 0.0595(11) Uani 1 1 d . . . H621 H 0.7159 -0.0589 0.1432 0.089 Uiso 1 1 calc R . . H622 H 0.7043 -0.0561 0.0191 0.089 Uiso 1 1 calc R . . H623 H 0.6737 -0.0269 0.0906 0.089 Uiso 1 1 calc R . . C63 C 0.9257(2) -0.03896(13) 0.2835(4) 0.0863(15) Uani 1 1 d . . . H631 H 0.8932 -0.0367 0.3307 0.129 Uiso 1 1 calc R . . H632 H 0.9662 -0.0399 0.3242 0.129 Uiso 1 1 calc R . . H633 H 0.9193 -0.0613 0.2425 0.129 Uiso 1 1 calc R . . C64 C 0.8168(2) 0.06862(11) -0.0497(3) 0.0757(14) Uani 1 1 d . . . H641 H 0.7930 0.0878 -0.0189 0.114 Uiso 1 1 calc R . . H642 H 0.7978 0.0630 -0.1199 0.114 Uiso 1 1 calc R . . H643 H 0.8593 0.0770 -0.0537 0.114 Uiso 1 1 calc R . . O88 O 1.04810(14) 0.92914(8) 1.4964(2) 0.0735(9) Uani 1 1 d . . . O97 O 0.58162(14) 0.74667(8) 1.3224(3) 0.0768(9) Uani 1 1 d . . . O120 O 0.42189(13) 0.82569(7) 0.5079(2) 0.0671(8) Uani 1 1 d . . . O129 O 0.89887(12) 0.99539(7) 0.6760(2) 0.0659(8) Uani 1 1 d . . . C71 C 0.84703(19) 0.79883(10) 1.5308(3) 0.0479(10) Uani 1 1 d . . . C72 C 0.90134(19) 0.80859(12) 1.5913(3) 0.0562(11) Uani 1 1 d . . . C73 C 0.9178(2) 0.78879(14) 1.6819(3) 0.0706(13) Uani 1 1 d . . . H73 H 0.9542 0.7952 1.7247 0.085 Uiso 1 1 calc R . . C74 C 0.8820(3) 0.76006(14) 1.7106(4) 0.0795(15) Uani 1 1 d . . . H74 H 0.8952 0.7461 1.7707 0.095 Uiso 1 1 calc R . . C75 C 0.8273(2) 0.75156(12) 1.6524(3) 0.0688(13) Uani 1 1 d . . . H75 H 0.8020 0.7325 1.6741 0.083 Uiso 1 1 calc R . . C76 C 0.80924(19) 0.77086(10) 1.5625(3) 0.0509(10) Uani 1 1 d . . . C77 C 0.82904(18) 0.81710(10) 1.4345(3) 0.0487(10) Uani 1 1 d . . . C78 C 0.81141(17) 0.82949(10) 1.3512(3) 0.0479(10) Uani 1 1 d . . . C79 C 0.78900(19) 0.84234(10) 1.2497(3) 0.0479(10) Uani 1 1 d . . . C80 C 0.73237(19) 0.83070(11) 1.2020(3) 0.0591(12) Uani 1 1 d . . . H80 H 0.7075 0.8148 1.2385 0.071 Uiso 1 1 calc R . . C81 C 0.71162(18) 0.84177(11) 1.1027(3) 0.0597(12) Uani 1 1 d . . . H81 H 0.6726 0.8335 1.0721 0.072 Uiso 1 1 calc R . . C82 C 0.74689(17) 0.86481(10) 1.0469(3) 0.0446(10) Uani 1 1 d . . . C83 C 0.80317(19) 0.87646(10) 1.0949(3) 0.0507(10) Uani 1 1 d . . . H83 H 0.8279 0.8923 1.0582 0.061 Uiso 1 1 calc R . . C84 C 0.82449(19) 0.86568(10) 1.1947(3) 0.0527(11) Uani 1 1 d . . . H84 H 0.8633 0.8742 1.2256 0.063 Uiso 1 1 calc R . . C85 C 0.93932(18) 0.84080(12) 1.5649(3) 0.0555(11) Uani 1 1 d . . . C86 C 0.9788(2) 0.83927(12) 1.4859(3) 0.0720(13) Uani 1 1 d . . . C87 C 1.0128(2) 0.86961(13) 1.4651(3) 0.0791(14) Uani 1 1 d . . . H87 H 1.0382 0.8689 1.4093 0.095 Uiso 1 1 calc R . . C88 C 1.0109(2) 0.90100(12) 1.5230(3) 0.0599(12) Uani 1 1 d . . . C89 C 0.97145(18) 0.90285(12) 1.6005(3) 0.0585(11) Uani 1 1 d . . . H89 H 0.9689 0.9246 1.6398 0.070 Uiso 1 1 calc R . . C90 C 0.93552(18) 0.87296(12) 1.6209(3) 0.0536(11) Uani 1 1 d . . . C91 C 0.9844(3) 0.80489(13) 1.4212(4) 0.117(2) Uani 1 1 d . . . H911 H 0.9552 0.8061 1.3585 0.175 Uiso 1 1 calc R . . H912 H 0.9751 0.7835 1.4624 0.175 Uiso 1 1 calc R . . H913 H 1.0266 0.8029 1.4010 0.175 Uiso 1 1 calc R . . C92 C 1.0520(2) 0.96030(11) 1.5626(4) 0.0803(14) Uani 1 1 d . . . H921 H 1.0108 0.9709 1.5645 0.120 Uiso 1 1 calc R . . H922 H 1.0797 0.9783 1.5357 0.120 Uiso 1 1 calc R . . H923 H 1.0682 0.9530 1.6331 0.120 Uiso 1 1 calc R . . C93 C 0.88979(18) 0.87595(13) 1.7017(3) 0.0801(15) Uani 1 1 d . . . H931 H 0.9041 0.8612 1.7625 0.120 Uiso 1 1 calc R . . H932 H 0.8493 0.8671 1.6721 0.120 Uiso 1 1 calc R . . H933 H 0.8863 0.9015 1.7227 0.120 Uiso 1 1 calc R . . C94 C 0.74923(19) 0.76302(10) 1.5006(3) 0.0508(10) Uani 1 1 d . . . C95 C 0.7444(2) 0.73409(11) 1.4303(3) 0.0541(11) Uani 1 1 d . . . C96 C 0.6885(2) 0.72794(11) 1.3698(3) 0.0590(11) Uani 1 1 d . . . H96 H 0.6849 0.7083 1.3217 0.071 Uiso 1 1 calc R . . C97 C 0.6389(2) 0.75028(12) 1.3802(4) 0.0610(12) Uani 1 1 d . . . C98 C 0.6432(2) 0.77896(12) 1.4503(4) 0.0634(12) Uani 1 1 d . . . H98 H 0.6083 0.7939 1.4576 0.076 Uiso 1 1 calc R . . C99 C 0.6984(2) 0.78588(11) 1.5095(3) 0.0568(11) Uani 1 1 d . . . C100 C 0.79954(19) 0.70981(10) 1.4174(3) 0.0667(12) Uani 1 1 d . . . H135 H 0.8351 0.7249 1.4040 0.100 Uiso 1 1 calc R . . H136 H 0.7896 0.6932 1.3587 0.100 Uiso 1 1 calc R . . H137 H 0.8095 0.6957 1.4812 0.100 Uiso 1 1 calc R . . C101 C 0.5759(2) 0.71976(14) 1.2423(4) 0.0970(17) Uani 1 1 d . . . H138 H 0.6082 0.7235 1.1954 0.145 Uiso 1 1 calc R . . H139 H 0.5352 0.7219 1.2028 0.145 Uiso 1 1 calc R . . H140 H 0.5803 0.6955 1.2736 0.145 Uiso 1 1 calc R . . C102 C 0.7023(2) 0.81862(11) 1.5804(3) 0.0728(13) Uani 1 1 d . . . H141 H 0.7285 0.8372 1.5525 0.109 Uiso 1 1 calc R . . H142 H 0.7202 0.8114 1.6500 0.109 Uiso 1 1 calc R . . H143 H 0.6608 0.8285 1.5849 0.109 Uiso 1 1 calc R . . C103 C 0.72596(17) 0.87660(9) 0.9391(3) 0.0436(10) Uani 1 1 d . . . C104 C 0.66491(19) 0.87272(10) 0.8995(3) 0.0541(11) Uani 1 1 d . . . H104 H 0.6367 0.8613 0.9411 0.065 Uiso 1 1 calc R . . C105 C 0.64359(18) 0.88495(10) 0.8009(3) 0.0533(11) Uani 1 1 d . . . H105 H 0.6013 0.8820 0.7761 0.064 Uiso 1 1 calc R . . C106 C 0.68425(17) 0.90159(9) 0.7380(3) 0.0406(9) Uani 1 1 d . . . C107 C 0.74550(17) 0.90475(10) 0.7763(3) 0.0499(10) Uani 1 1 d . . . H107 H 0.7740 0.9156 0.7343 0.060 Uiso 1 1 calc R . . C108 C 0.76594(18) 0.89238(11) 0.8746(3) 0.0526(11) Uani 1 1 d . . . H108 H 0.8084 0.8947 0.8986 0.063 Uiso 1 1 calc R . . C109 C 0.66299(16) 0.91591(9) 0.6374(3) 0.0409(9) Uani 1 1 d . . . C110 C 0.64890(16) 0.92934(9) 0.5538(3) 0.0385(9) Uani 1 1 d . . . C111 C 0.63391(16) 0.94698(9) 0.4561(3) 0.0413(9) Uani 1 1 d . . . C112 C 0.58044(16) 0.93749(10) 0.3927(3) 0.0455(10) Uani 1 1 d . . . C113 C 0.56729(18) 0.95533(12) 0.2985(3) 0.0639(12) Uani 1 1 d . . . H113 H 0.5316 0.9488 0.2540 0.077 Uiso 1 1 calc R . . C114 C 0.6059(2) 0.98267(12) 0.2691(3) 0.0689(13) Uani 1 1 d . . . H114 H 0.5957 0.9954 0.2056 0.083 Uiso 1 1 calc R . . C115 C 0.65904(19) 0.99162(11) 0.3309(3) 0.0596(12) Uani 1 1 d . . . H115 H 0.6852 1.0103 0.3093 0.072 Uiso 1 1 calc R . . C116 C 0.67464(16) 0.97374(10) 0.4243(3) 0.0434(10) Uani 1 1 d . . . C117 C 0.53980(16) 0.90735(10) 0.4242(3) 0.0454(10) Uani 1 1 d . . . C118 C 0.49582(17) 0.91400(10) 0.4957(3) 0.0526(11) Uani 1 1 d . . . C119 C 0.45827(17) 0.88567(11) 0.5216(3) 0.0542(11) Uani 1 1 d . . . H119 H 0.4286 0.8898 0.5696 0.065 Uiso 1 1 calc R . . C120 C 0.46317(17) 0.85142(11) 0.4788(3) 0.0500(10) Uani 1 1 d . . . C121 C 0.50715(17) 0.84476(10) 0.4106(3) 0.0487(10) Uani 1 1 d . . . H121 H 0.5110 0.8211 0.3820 0.058 Uiso 1 1 calc R . . C122 C 0.54573(17) 0.87268(11) 0.3839(3) 0.0476(10) Uani 1 1 d . . . C123 C 0.48959(19) 0.95121(10) 0.5433(3) 0.0717(13) Uani 1 1 d . . . H144 H 0.4553 0.9510 0.5873 0.108 Uiso 1 1 calc R . . H145 H 0.4814 0.9693 0.4878 0.108 Uiso 1 1 calc R . . H146 H 0.5280 0.9574 0.5856 0.108 Uiso 1 1 calc R . . C124 C 0.4207(2) 0.79142(11) 0.4559(3) 0.0815(15) Uani 1 1 d . . . H147 H 0.4126 0.7952 0.3806 0.122 Uiso 1 1 calc R . . H148 H 0.3881 0.7762 0.4803 0.122 Uiso 1 1 calc R . . H149 H 0.4607 0.7793 0.4709 0.122 Uiso 1 1 calc R . . C125 C 0.59505(17) 0.86487(11) 0.3116(3) 0.0638(12) Uani 1 1 d . . . H150 H 0.5871 0.8795 0.2481 0.096 Uiso 1 1 calc R . . H151 H 0.5942 0.8390 0.2934 0.096 Uiso 1 1 calc R . . H152 H 0.6357 0.8712 0.3464 0.096 Uiso 1 1 calc R . . C126 C 0.73379(16) 0.98115(10) 0.4892(3) 0.0424(9) Uani 1 1 d . . . C127 C 0.73989(17) 1.01145(10) 0.5550(3) 0.0467(10) Uani 1 1 d . . . C128 C 0.79446(18) 1.01697(10) 0.6184(3) 0.0504(10) Uani 1 1 d . . . H128 H 0.7984 1.0375 0.6636 0.060 Uiso 1 1 calc R . . C129 C 0.84296(18) 0.99281(11) 0.6161(3) 0.0499(10) Uani 1 1 d . . . C130 C 0.83711(18) 0.96303(10) 0.5503(3) 0.0522(11) Uani 1 1 d . . . H130 H 0.8707 0.9466 0.5485 0.063 Uiso 1 1 calc R . . C131 C 0.78328(18) 0.95687(10) 0.4870(3) 0.0472(10) Uani 1 1 d . . . C132 C 0.68725(18) 1.03818(10) 0.5581(3) 0.0654(12) Uani 1 1 d . . . H153 H 0.6974 1.0559 0.6140 0.098 Uiso 1 1 calc R . . H154 H 0.6495 1.0250 0.5712 0.098 Uiso 1 1 calc R . . H155 H 0.6807 1.0509 0.4913 0.098 Uiso 1 1 calc R . . C133 C 0.9056(2) 1.02391(12) 0.7504(3) 0.0774(14) Uani 1 1 d . . . H156 H 0.9038 1.0474 0.7144 0.116 Uiso 1 1 calc R . . H157 H 0.9454 1.0215 0.7923 0.116 Uiso 1 1 calc R . . H158 H 0.8721 1.0225 0.7959 0.116 Uiso 1 1 calc R . . C134 C 0.77807(17) 0.92316(10) 0.4196(3) 0.0594(12) Uani 1 1 d . . . H159 H 0.8191 0.9123 0.4170 0.089 Uiso 1 1 calc R . . H160 H 0.7610 0.9298 0.3490 0.089 Uiso 1 1 calc R . . H161 H 0.7507 0.9055 0.4489 0.089 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 O18 0.082(2) 0.062(2) 0.077(2) 0.0111(17) 0.0147(17) 0.0009(17) O27 0.066(2) 0.078(2) 0.077(2) -0.0110(19) 0.0093(18) -0.0029(17) O50 0.084(2) 0.074(2) 0.085(2) 0.0183(18) 0.0436(18) 0.0327(18) O59 0.058(2) 0.068(2) 0.078(2) -0.0026(18) -0.0138(17) 0.0034(16) C1 0.064(3) 0.054(3) 0.040(3) -0.010(2) 0.004(2) -0.011(2) C2 0.064(3) 0.076(3) 0.051(3) -0.017(3) 0.007(2) -0.007(3) C3 0.065(3) 0.116(4) 0.063(3) -0.034(3) -0.010(3) -0.005(3) C4 0.090(4) 0.112(4) 0.071(4) -0.046(3) 0.009(3) -0.011(4) C5 0.073(3) 0.075(3) 0.073(4) -0.033(3) 0.011(3) -0.011(3) C6 0.064(3) 0.049(3) 0.050(3) -0.016(2) 0.012(2) -0.004(2) C7 0.055(3) 0.050(3) 0.043(3) -0.005(2) 0.010(2) -0.007(2) C8 0.056(3) 0.043(2) 0.044(3) -0.003(2) 0.008(2) -0.007(2) C9 0.061(3) 0.044(2) 0.036(2) -0.006(2) 0.011(2) -0.011(2) C10 0.052(3) 0.093(3) 0.048(3) -0.022(2) 0.022(2) -0.014(2) C11 0.046(3) 0.102(4) 0.045(3) -0.021(3) 0.010(2) -0.012(2) C12 0.054(3) 0.048(2) 0.038(2) -0.005(2) 0.013(2) -0.011(2) C13 0.079(3) 0.051(3) 0.046(3) -0.013(2) 0.000(2) 0.013(2) C14 0.077(3) 0.057(3) 0.046(3) -0.010(2) -0.005(2) 0.009(2) C15 0.060(3) 0.073(3) 0.045(3) -0.002(2) 0.000(2) -0.011(2) C16 0.067(3) 0.059(3) 0.064(3) 0.003(2) 0.009(2) -0.003(2) C17 0.071(3) 0.068(3) 0.063(3) 0.013(3) 0.017(2) -0.001(3) C18 0.051(3) 0.067(3) 0.062(3) -0.001(3) 0.003(2) 0.001(2) C19 0.061(3) 0.076(3) 0.051(3) 0.006(2) -0.001(2) -0.024(3) C20 0.051(3) 0.086(4) 0.048(3) -0.002(3) 0.003(2) -0.001(3) C21 0.109(4) 0.072(4) 0.113(4) 0.014(3) 0.042(3) 0.001(3) C22 0.117(4) 0.057(3) 0.081(4) -0.002(3) 0.020(3) -0.004(3) C23 0.070(3) 0.119(4) 0.078(4) 0.022(3) 0.021(3) 0.000(3) C24 0.059(3) 0.051(3) 0.051(3) -0.016(2) 0.013(2) -0.005(2) C25 0.058(3) 0.044(3) 0.061(3) -0.007(2) 0.020(2) 0.002(2) C26 0.064(3) 0.051(3) 0.063(3) -0.007(2) 0.015(2) -0.001(2) C27 0.051(3) 0.058(3) 0.062(3) -0.017(2) 0.012(2) -0.006(2) C28 0.058(3) 0.051(3) 0.075(3) -0.015(3) 0.027(3) -0.014(2) C29 0.056(3) 0.051(3) 0.060(3) -0.015(2) 0.023(2) -0.006(2) C30 0.064(3) 0.052(3) 0.088(3) -0.008(2) 0.012(3) -0.010(2) C31 0.091(4) 0.094(4) 0.085(4) 0.000(3) 0.001(3) 0.002(3) C32 0.091(4) 0.061(3) 0.078(3) 0.004(3) 0.035(3) -0.006(3) C33 0.050(3) 0.050(2) 0.037(2) -0.005(2) 0.008(2) -0.009(2) C34 0.063(3) 0.043(2) 0.043(3) -0.008(2) 0.010(2) 0.001(2) C35 0.061(3) 0.046(2) 0.043(3) -0.004(2) 0.004(2) 0.003(2) C36 0.058(3) 0.042(2) 0.037(2) -0.008(2) 0.012(2) -0.010(2) C37 0.056(3) 0.062(3) 0.043(3) -0.012(2) 0.013(2) 0.000(2) C38 0.053(3) 0.073(3) 0.038(3) -0.011(2) 0.007(2) 0.001(2) C39 0.054(3) 0.042(2) 0.044(3) 0.000(2) 0.011(2) -0.0001(19) C40 0.050(2) 0.043(2) 0.046(3) -0.005(2) 0.007(2) 0.0086(19) C41 0.049(2) 0.043(2) 0.042(2) -0.003(2) 0.002(2) 0.0082(19) C42 0.058(3) 0.052(3) 0.041(3) -0.009(2) 0.003(2) 0.006(2) C43 0.067(3) 0.072(3) 0.057(3) -0.012(3) -0.014(2) 0.016(3) C44 0.081(3) 0.070(3) 0.055(3) -0.023(2) -0.016(3) 0.020(3) C45 0.075(3) 0.063(3) 0.054(3) -0.017(2) 0.004(2) 0.020(2) C46 0.053(3) 0.045(2) 0.042(2) -0.006(2) 0.004(2) 0.009(2) C47 0.046(2) 0.052(3) 0.044(3) -0.002(2) 0.002(2) 0.008(2) C48 0.062(3) 0.064(3) 0.073(3) 0.024(3) 0.020(2) 0.018(2) C49 0.071(3) 0.075(3) 0.080(3) 0.028(3) 0.037(3) 0.029(3) C50 0.058(3) 0.061(3) 0.057(3) 0.005(2) 0.018(2) 0.019(2) C51 0.048(2) 0.051(3) 0.043(2) 0.002(2) 0.003(2) 0.005(2) C52 0.039(2) 0.052(3) 0.039(2) -0.007(2) 0.0042(18) 0.0033(19) C53 0.106(4) 0.078(4) 0.121(5) 0.049(3) 0.048(3) 0.027(3) C54 0.080(3) 0.052(3) 0.089(4) -0.005(3) 0.025(3) 0.018(2) C55 0.058(3) 0.081(3) 0.057(3) 0.008(2) 0.018(2) 0.020(2) C56 0.051(3) 0.041(2) 0.042(2) -0.007(2) 0.003(2) 0.012(2) C57 0.047(3) 0.041(2) 0.051(3) -0.008(2) 0.007(2) 0.0042(19) C58 0.056(3) 0.043(2) 0.056(3) -0.002(2) 0.001(2) 0.007(2) C59 0.050(3) 0.051(3) 0.055(3) -0.006(2) -0.003(2) 0.009(2) C60 0.053(3) 0.052(3) 0.072(3) -0.004(2) 0.006(2) -0.002(2) C61 0.051(3) 0.044(2) 0.058(3) -0.001(2) 0.012(2) 0.006(2) C62 0.058(3) 0.055(3) 0.065(3) -0.006(2) 0.008(2) -0.002(2) C63 0.075(3) 0.092(4) 0.086(4) 0.010(3) -0.023(3) 0.006(3) C64 0.085(3) 0.060(3) 0.086(4) 0.018(3) 0.027(3) 0.009(3) O88 0.093(2) 0.065(2) 0.064(2) -0.0058(17) 0.0135(17) -0.0082(18) O97 0.070(2) 0.087(2) 0.074(2) 0.0041(19) 0.0092(18) 0.0044(18) O120 0.079(2) 0.0529(18) 0.073(2) -0.0048(16) 0.0295(16) -0.0156(16) O129 0.0547(19) 0.066(2) 0.074(2) -0.0088(17) -0.0071(16) -0.0020(15) C71 0.064(3) 0.043(2) 0.037(2) 0.005(2) 0.008(2) 0.012(2) C72 0.060(3) 0.071(3) 0.037(3) 0.004(2) 0.004(2) 0.012(2) C73 0.058(3) 0.103(4) 0.050(3) 0.009(3) -0.002(2) 0.023(3) C74 0.088(4) 0.092(4) 0.060(3) 0.032(3) 0.014(3) 0.036(3) C75 0.084(4) 0.068(3) 0.056(3) 0.026(3) 0.020(3) 0.023(3) C76 0.063(3) 0.046(3) 0.046(3) 0.012(2) 0.013(2) 0.009(2) C77 0.061(3) 0.041(2) 0.045(3) 0.004(2) 0.012(2) 0.004(2) C78 0.060(3) 0.043(2) 0.043(3) 0.004(2) 0.013(2) 0.009(2) C79 0.071(3) 0.042(2) 0.032(2) 0.0013(19) 0.012(2) 0.011(2) C80 0.051(3) 0.080(3) 0.050(3) 0.018(2) 0.019(2) 0.009(2) C81 0.043(2) 0.092(3) 0.046(3) 0.020(2) 0.014(2) 0.011(2) C82 0.050(3) 0.048(2) 0.036(2) 0.006(2) 0.011(2) 0.011(2) C83 0.072(3) 0.041(2) 0.040(3) 0.001(2) 0.013(2) -0.005(2) C84 0.072(3) 0.047(3) 0.038(3) 0.003(2) 0.002(2) -0.007(2) C85 0.057(3) 0.068(3) 0.042(3) -0.002(2) 0.004(2) 0.003(2) C86 0.091(4) 0.066(3) 0.063(3) -0.017(3) 0.031(3) -0.008(3) C87 0.100(4) 0.080(4) 0.063(3) -0.016(3) 0.038(3) -0.012(3) C88 0.064(3) 0.066(3) 0.049(3) -0.006(3) 0.006(2) 0.002(2) C89 0.051(3) 0.065(3) 0.057(3) -0.015(2) -0.004(2) 0.010(2) C90 0.048(3) 0.074(3) 0.037(2) -0.012(2) -0.004(2) 0.009(2) C91 0.164(6) 0.088(4) 0.114(5) -0.045(3) 0.088(4) -0.037(4) C92 0.103(4) 0.052(3) 0.087(4) -0.010(3) 0.017(3) 0.004(3) C93 0.055(3) 0.111(4) 0.077(3) -0.037(3) 0.015(3) -0.003(3) C94 0.063(3) 0.041(2) 0.051(3) 0.014(2) 0.014(2) 0.006(2) C95 0.063(3) 0.044(3) 0.057(3) 0.012(2) 0.015(2) 0.001(2) C96 0.069(3) 0.050(3) 0.061(3) 0.008(2) 0.018(3) 0.004(2) C97 0.058(3) 0.063(3) 0.064(3) 0.019(3) 0.012(3) 0.002(3) C98 0.067(3) 0.056(3) 0.072(3) 0.012(3) 0.026(3) 0.014(2) C99 0.068(3) 0.047(3) 0.058(3) 0.014(2) 0.018(2) 0.008(2) C100 0.072(3) 0.052(3) 0.079(3) 0.004(2) 0.021(3) 0.008(2) C101 0.102(4) 0.100(4) 0.088(4) -0.005(4) 0.003(3) -0.003(3) C102 0.085(3) 0.060(3) 0.076(3) -0.001(3) 0.023(3) 0.014(3) C103 0.049(3) 0.047(2) 0.036(2) 0.0060(19) 0.013(2) 0.008(2) C104 0.063(3) 0.058(3) 0.044(3) 0.012(2) 0.015(2) -0.004(2) C105 0.052(3) 0.061(3) 0.047(3) 0.006(2) 0.001(2) -0.008(2) C106 0.050(3) 0.038(2) 0.035(2) 0.0005(18) 0.010(2) 0.0075(18) C107 0.049(3) 0.064(3) 0.039(3) 0.007(2) 0.014(2) 0.004(2) C108 0.045(2) 0.077(3) 0.037(2) 0.010(2) 0.0090(19) 0.005(2) C109 0.047(2) 0.037(2) 0.039(3) -0.003(2) 0.0098(19) -0.0015(18) C110 0.041(2) 0.038(2) 0.037(2) 0.003(2) 0.0063(18) -0.0019(17) C111 0.042(2) 0.040(2) 0.042(2) 0.0058(19) 0.0063(19) 0.0033(18) C112 0.037(2) 0.058(3) 0.041(2) 0.006(2) 0.0015(19) 0.0011(19) C113 0.047(3) 0.093(4) 0.050(3) 0.021(3) -0.001(2) 0.003(2) C114 0.058(3) 0.085(3) 0.063(3) 0.039(3) 0.005(3) 0.014(3) C115 0.053(3) 0.060(3) 0.068(3) 0.027(2) 0.015(2) 0.004(2) C116 0.044(2) 0.042(2) 0.045(3) 0.010(2) 0.0090(19) 0.0044(19) C117 0.040(2) 0.051(3) 0.045(2) 0.005(2) 0.0035(19) -0.0018(19) C118 0.048(3) 0.048(3) 0.063(3) -0.005(2) 0.014(2) -0.002(2) C119 0.053(3) 0.051(3) 0.062(3) -0.004(2) 0.021(2) -0.005(2) C120 0.046(3) 0.048(3) 0.057(3) 0.002(2) 0.010(2) -0.005(2) C121 0.046(2) 0.046(2) 0.054(3) -0.004(2) 0.004(2) 0.002(2) C122 0.042(2) 0.055(3) 0.045(3) 0.000(2) 0.0018(19) 0.002(2) C123 0.063(3) 0.054(3) 0.102(4) -0.014(3) 0.029(3) -0.001(2) C124 0.121(4) 0.044(3) 0.084(4) -0.007(3) 0.031(3) -0.019(3) C125 0.052(3) 0.080(3) 0.062(3) -0.012(2) 0.015(2) 0.000(2) C126 0.039(2) 0.036(2) 0.053(3) 0.009(2) 0.0123(19) -0.0034(18) C127 0.042(2) 0.037(2) 0.064(3) 0.006(2) 0.018(2) 0.0036(19) C128 0.056(3) 0.039(2) 0.057(3) -0.004(2) 0.009(2) -0.007(2) C129 0.046(3) 0.047(3) 0.057(3) 0.001(2) 0.004(2) -0.002(2) C130 0.045(3) 0.048(3) 0.066(3) -0.001(2) 0.012(2) 0.006(2) C131 0.052(3) 0.040(2) 0.050(3) 0.001(2) 0.010(2) 0.001(2) C132 0.058(3) 0.051(3) 0.090(3) -0.001(2) 0.019(2) 0.004(2) C133 0.079(3) 0.072(3) 0.077(3) -0.013(3) -0.013(3) -0.012(3) C134 0.052(3) 0.052(3) 0.076(3) -0.012(2) 0.009(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O18 C18 1.397(5) . ? O18 C22 1.424(4) . ? O27 C27 1.375(5) . ? O27 C31 1.437(5) . ? O50 C50 1.384(4) . ? O50 C54 1.419(4) . ? O59 C59 1.381(4) . ? O59 C63 1.428(5) . ? C1 C2 1.392(5) . ? C1 C6 1.413(5) . ? C1 C7 1.441(5) . ? C2 C3 1.393(5) . ? C2 C15 1.489(6) . ? C3 C4 1.387(6) . ? C3 H3 0.9500 . ? C4 C5 1.373(6) . ? C4 H4 0.9500 . ? C5 C6 1.393(5) . ? C5 H5 0.9500 . ? C6 C24 1.478(5) . ? C7 C8 1.196(5) . ? C8 C9 1.432(5) . ? C9 C10 1.380(5) . ? C9 C14 1.385(5) . ? C10 C11 1.382(5) . ? C10 H10 0.9500 . ? C11 C12 1.389(5) . ? C11 H11 0.9500 . ? C12 C13 1.382(5) . ? C12 C33 1.475(5) . ? C13 C14 1.368(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.399(5) . ? C15 C16 1.411(5) . ? C16 C17 1.371(5) . ? C16 C21 1.514(6) . ? C17 C18 1.386(5) . ? C17 H17 0.9500 . ? C18 C19 1.383(5) . ? C19 C20 1.385(5) . ? C19 H19 0.9500 . ? C20 C23 1.517(5) . ? C21 H211 0.9800 . ? C21 H212 0.9800 . ? C21 H213 0.9800 . ? C22 H221 0.9800 . ? C22 H222 0.9800 . ? C22 H223 0.9800 . ? C23 H231 0.9800 . ? C23 H232 0.9800 . ? C23 H233 0.9800 . ? C24 C25 1.397(5) . ? C24 C29 1.402(5) . ? C25 C26 1.398(5) . ? C25 C30 1.525(5) . ? C26 C27 1.371(5) . ? C26 H26 0.9500 . ? C27 C28 1.383(5) . ? C28 C29 1.382(5) . ? C28 H28 0.9500 . ? C29 C32 1.507(5) . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? C31 H311 0.9800 . ? C31 H312 0.9800 . ? C31 H313 0.9800 . ? C32 H321 0.9800 . ? C32 H322 0.9800 . ? C32 H323 0.9800 . ? C33 C34 1.382(5) . ? C33 C38 1.400(5) . ? C34 C35 1.382(5) . ? C34 H34 0.9500 . ? C35 C36 1.391(5) . ? C35 H35 0.9500 . ? C36 C37 1.392(5) . ? C36 C39 1.427(5) . ? C37 C38 1.375(5) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.202(5) . ? C40 C41 1.431(5) . ? C41 C46 1.405(5) . ? C41 C42 1.409(5) . ? C42 C43 1.383(5) . ? C42 C47 1.496(5) . ? C43 C44 1.372(5) . ? C43 H43 0.9500 . ? C44 C45 1.375(5) . ? C44 H44 0.9500 . ? C45 C46 1.384(5) . ? C45 H45 0.9500 . ? C46 C56 1.497(5) . ? C47 C52 1.399(5) . ? C47 C48 1.403(5) . ? C48 C49 1.391(5) . ? C48 C53 1.513(5) . ? C49 C50 1.367(5) . ? C49 H49 0.9500 . ? C50 C51 1.379(5) . ? C51 C52 1.396(5) . ? C51 H51 0.9500 . ? C52 C55 1.498(5) . ? C53 H531 0.9800 . ? C53 H532 0.9800 . ? C53 H533 0.9800 . ? C54 H541 0.9800 . ? C54 H542 0.9800 . ? C54 H543 0.9800 . ? C55 H551 0.9800 . ? C55 H552 0.9800 . ? C55 H553 0.9800 . ? C56 C61 1.395(5) . ? C56 C57 1.401(5) . ? C57 C58 1.386(5) . ? C57 C62 1.514(5) . ? C58 C59 1.375(5) . ? C58 H58 0.9500 . ? C59 C60 1.381(5) . ? C60 C61 1.388(5) . ? C60 H60 0.9500 . ? C61 C64 1.508(5) . ? C62 H621 0.9800 . ? C62 H622 0.9800 . ? C62 H623 0.9800 . ? C63 H631 0.9800 . ? C63 H632 0.9800 . ? C63 H633 0.9800 . ? C64 H641 0.9800 . ? C64 H642 0.9800 . ? C64 H643 0.9800 . ? O88 C88 1.376(5) . ? O88 C92 1.425(4) . ? O97 C97 1.394(5) . ? O97 C101 1.427(5) . ? O120 C120 1.380(4) . ? O120 C124 1.425(4) . ? O129 C129 1.379(4) . ? O129 C133 1.419(4) . ? C71 C72 1.399(5) . ? C71 C76 1.401(5) . ? C71 C77 1.433(5) . ? C72 C73 1.394(5) . ? C72 C85 1.501(5) . ? C73 C74 1.382(6) . ? C73 H73 0.9500 . ? C74 C75 1.381(6) . ? C74 H74 0.9500 . ? C75 C76 1.384(5) . ? C75 H75 0.9500 . ? C76 C94 1.491(5) . ? C77 C78 1.196(5) . ? C78 C79 1.432(5) . ? C79 C80 1.390(5) . ? C79 C84 1.393(5) . ? C80 C81 1.377(5) . ? C80 H80 0.9500 . ? C81 C82 1.389(5) . ? C81 H81 0.9500 . ? C82 C83 1.385(5) . ? C82 C103 1.486(5) . ? C83 C84 1.383(5) . ? C83 H83 0.9500 . ? C84 H84 0.9500 . ? C85 C90 1.392(5) . ? C85 C86 1.397(5) . ? C86 C87 1.377(6) . ? C86 C91 1.525(6) . ? C87 C88 1.377(5) . ? C87 H87 0.9500 . ? C88 C89 1.381(5) . ? C89 C90 1.387(5) . ? C89 H89 0.9500 . ? C90 C93 1.512(5) . ? C91 H911 0.9800 . ? C91 H912 0.9800 . ? C91 H913 0.9800 . ? C92 H921 0.9800 . ? C92 H922 0.9800 . ? C92 H923 0.9800 . ? C93 H931 0.9800 . ? C93 H932 0.9800 . ? C93 H933 0.9800 . ? C94 C95 1.395(5) . ? C94 C99 1.401(5) . ? C95 C96 1.397(5) . ? C95 C100 1.517(5) . ? C96 C97 1.373(5) . ? C96 H96 0.9500 . ? C97 C98 1.385(6) . ? C98 C99 1.383(5) . ? C98 H98 0.9500 . ? C99 C102 1.508(5) . ? C100 H135 0.9800 . ? C100 H136 0.9800 . ? C100 H137 0.9800 . ? C101 H138 0.9800 . ? C101 H139 0.9800 . ? C101 H140 0.9800 . ? C102 H141 0.9800 . ? C102 H142 0.9800 . ? C102 H143 0.9800 . ? C103 C104 1.383(5) . ? C103 C108 1.387(5) . ? C104 C105 1.386(5) . ? C104 H104 0.9500 . ? C105 C106 1.397(5) . ? C105 H105 0.9500 . ? C106 C107 1.380(5) . ? C106 C109 1.435(5) . ? C107 C108 1.380(5) . ? C107 H107 0.9500 . ? C108 H108 0.9500 . ? C109 C110 1.198(5) . ? C110 C111 1.427(5) . ? C111 C112 1.400(5) . ? C111 C116 1.410(5) . ? C112 C113 1.386(5) . ? C112 C117 1.497(5) . ? C113 C114 1.386(5) . ? C113 H113 0.9500 . ? C114 C115 1.379(5) . ? C114 H114 0.9500 . ? C115 C116 1.386(5) . ? C115 H115 0.9500 . ? C116 C126 1.490(5) . ? C117 C122 1.386(5) . ? C117 C118 1.412(5) . ? C118 C119 1.383(5) . ? C118 C123 1.510(5) . ? C119 C120 1.382(5) . ? C119 H119 0.9500 . ? C120 C121 1.383(5) . ? C121 C122 1.389(5) . ? C121 H121 0.9500 . ? C122 C125 1.516(5) . ? C123 H144 0.9800 . ? C123 H145 0.9800 . ? C123 H146 0.9800 . ? C124 H147 0.9800 . ? C124 H148 0.9800 . ? C124 H149 0.9800 . ? C125 H150 0.9800 . ? C125 H151 0.9800 . ? C125 H152 0.9800 . ? C126 C127 1.398(5) . ? C126 C131 1.400(5) . ? C127 C128 1.390(5) . ? C127 C132 1.512(5) . ? C128 C129 1.381(5) . ? C128 H128 0.9500 . ? C129 C130 1.383(5) . ? C130 C131 1.379(5) . ? C130 H130 0.9500 . ? C131 C134 1.511(5) . ? C132 H153 0.9800 . ? C132 H154 0.9800 . ? C132 H155 0.9800 . ? C133 H156 0.9800 . ? C133 H157 0.9800 . ? C133 H158 0.9800 . ? C134 H159 0.9800 . ? C134 H160 0.9800 . ? C134 H161 0.9800 . ? 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 C18 O18 C22 118.0(3) . . ? C27 O27 C31 117.3(4) . . ? C50 O50 C54 118.0(3) . . ? C59 O59 C63 117.4(3) . . ? C2 C1 C6 121.7(4) . . ? C2 C1 C7 120.5(4) . . ? C6 C1 C7 117.8(4) . . ? C1 C2 C3 118.5(4) . . ? C1 C2 C15 120.3(4) . . ? C3 C2 C15 121.2(4) . . ? C4 C3 C2 120.3(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 120.8(4) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 121.0(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 117.7(4) . . ? C5 C6 C24 120.9(4) . . ? C1 C6 C24 121.4(4) . . ? C8 C7 C1 173.1(4) . . ? C7 C8 C9 174.6(4) . . ? C10 C9 C14 117.4(4) . . ? C10 C9 C8 119.6(4) . . ? C14 C9 C8 122.9(4) . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 121.7(4) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C13 C12 C11 116.2(4) . . ? C13 C12 C33 122.4(4) . . ? C11 C12 C33 121.5(4) . . ? C14 C13 C12 122.6(4) . . ? C14 C13 H13 118.7 . . ? C12 C13 H13 118.7 . . ? C13 C14 C9 120.9(4) . . ? C13 C14 H14 119.5 . . ? C9 C14 H14 119.5 . . ? C20 C15 C16 118.5(4) . . ? C20 C15 C2 120.0(4) . . ? C16 C15 C2 121.4(4) . . ? C17 C16 C15 120.2(4) . . ? C17 C16 C21 119.1(4) . . ? C15 C16 C21 120.7(4) . . ? C16 C17 C18 120.1(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 121.1(4) . . ? C19 C18 O18 124.2(4) . . ? C17 C18 O18 114.7(4) . . ? C18 C19 C20 119.0(4) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? C19 C20 C15 121.0(4) . . ? C19 C20 C23 117.5(4) . . ? C15 C20 C23 121.5(4) . . ? C16 C21 H211 109.5 . . ? C16 C21 H212 109.5 . . ? H211 C21 H212 109.5 . . ? C16 C21 H213 109.5 . . ? H211 C21 H213 109.5 . . ? H212 C21 H213 109.5 . . ? O18 C22 H221 109.5 . . ? O18 C22 H222 109.5 . . ? H221 C22 H222 109.5 . . ? O18 C22 H223 109.5 . . ? H221 C22 H223 109.5 . . ? H222 C22 H223 109.5 . . ? C20 C23 H231 109.5 . . ? C20 C23 H232 109.5 . . ? H231 C23 H232 109.5 . . ? C20 C23 H233 109.5 . . ? H231 C23 H233 109.5 . . ? H232 C23 H233 109.5 . . ? C25 C24 C29 120.1(4) . . ? C25 C24 C6 119.8(4) . . ? C29 C24 C6 120.1(4) . . ? C24 C25 C26 119.8(4) . . ? C24 C25 C30 120.4(4) . . ? C26 C25 C30 119.8(4) . . ? C27 C26 C25 119.7(4) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 O27 123.8(4) . . ? C26 C27 C28 120.5(4) . . ? O27 C27 C28 115.7(4) . . ? C29 C28 C27 121.2(4) . . ? C29 C28 H28 119.4 . . ? C27 C28 H28 119.4 . . ? C28 C29 C24 118.7(4) . . ? C28 C29 C32 118.8(4) . . ? C24 C29 C32 122.5(4) . . ? C25 C30 H301 109.5 . . ? C25 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C25 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? O27 C31 H311 109.5 . . ? O27 C31 H312 109.5 . . ? H311 C31 H312 109.5 . . ? O27 C31 H313 109.5 . . ? H311 C31 H313 109.5 . . ? H312 C31 H313 109.5 . . ? C29 C32 H321 109.5 . . ? C29 C32 H322 109.5 . . ? H321 C32 H322 109.5 . . ? C29 C32 H323 109.5 . . ? H321 C32 H323 109.5 . . ? H322 C32 H323 109.5 . . ? C34 C33 C38 116.9(4) . . ? C34 C33 C12 121.7(4) . . ? C38 C33 C12 121.5(4) . . ? C35 C34 C33 122.3(4) . . ? C35 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? C34 C35 C36 120.2(4) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C37 118.1(4) . . ? C35 C36 C39 121.5(4) . . ? C37 C36 C39 120.3(3) . . ? C38 C37 C36 121.0(4) . . ? C38 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? C37 C38 C33 121.4(4) . . ? C37 C38 H38 119.3 . . ? C33 C38 H38 119.3 . . ? C40 C39 C36 175.3(4) . . ? C39 C40 C41 171.8(4) . . ? C46 C41 C42 120.8(3) . . ? C46 C41 C40 117.7(3) . . ? C42 C41 C40 121.5(3) . . ? C43 C42 C41 117.9(4) . . ? C43 C42 C47 121.8(4) . . ? C41 C42 C47 120.3(3) . . ? C44 C43 C42 121.8(4) . . ? C44 C43 H43 119.1 . . ? C42 C43 H43 119.1 . . ? C43 C44 C45 120.0(4) . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C44 C45 C46 121.0(4) . . ? C44 C45 H45 119.5 . . ? C46 C45 H45 119.5 . . ? C45 C46 C41 118.5(3) . . ? C45 C46 C56 121.1(3) . . ? C41 C46 C56 120.3(3) . . ? C52 C47 C48 119.3(3) . . ? C52 C47 C42 119.2(3) . . ? C48 C47 C42 121.5(4) . . ? C49 C48 C47 118.7(4) . . ? C49 C48 C53 118.8(4) . . ? C47 C48 C53 122.4(4) . . ? C50 C49 C48 121.8(4) . . ? C50 C49 H49 119.1 . . ? C48 C49 H49 119.1 . . ? C49 C50 C51 120.1(4) . . ? C49 C50 O50 115.9(4) . . ? C51 C50 O50 124.1(4) . . ? C50 C51 C52 119.8(4) . . ? C50 C51 H51 120.1 . . ? C52 C51 H51 120.1 . . ? C51 C52 C47 120.3(3) . . ? C51 C52 C55 118.6(3) . . ? C47 C52 C55 121.1(3) . . ? C48 C53 H531 109.5 . . ? C48 C53 H532 109.5 . . ? H531 C53 H532 109.5 . . ? C48 C53 H533 109.5 . . ? H531 C53 H533 109.5 . . ? H532 C53 H533 109.5 . . ? O50 C54 H541 109.5 . . ? O50 C54 H542 109.5 . . ? H541 C54 H542 109.5 . . ? O50 C54 H543 109.5 . . ? H541 C54 H543 109.5 . . ? H542 C54 H543 109.5 . . ? C52 C55 H551 109.5 . . ? C52 C55 H552 109.5 . . ? H551 C55 H552 109.5 . . ? C52 C55 H553 109.5 . . ? H551 C55 H553 109.5 . . ? H552 C55 H553 109.5 . . ? C61 C56 C57 120.4(3) . . ? C61 C56 C46 121.0(3) . . ? C57 C56 C46 118.7(3) . . ? C58 C57 C56 119.6(4) . . ? C58 C57 C62 120.0(4) . . ? C56 C57 C62 120.4(3) . . ? C59 C58 C57 120.4(4) . . ? C59 C58 H58 119.8 . . ? C57 C58 H58 119.8 . . ? C58 C59 C60 119.8(4) . . ? C58 C59 O59 123.7(4) . . ? C60 C59 O59 116.4(4) . . ? C59 C60 C61 121.5(4) . . ? C59 C60 H60 119.2 . . ? C61 C60 H60 119.2 . . ? C60 C61 C56 118.3(4) . . ? C60 C61 C64 119.8(4) . . ? C56 C61 C64 121.9(4) . . ? C57 C62 H621 109.5 . . ? C57 C62 H622 109.5 . . ? H621 C62 H622 109.5 . . ? C57 C62 H623 109.5 . . ? H621 C62 H623 109.5 . . ? H622 C62 H623 109.5 . . ? O59 C63 H631 109.5 . . ? O59 C63 H632 109.5 . . ? H631 C63 H632 109.5 . . ? O59 C63 H633 109.5 . . ? H631 C63 H633 109.5 . . ? H632 C63 H633 109.5 . . ? C61 C64 H641 109.5 . . ? C61 C64 H642 109.5 . . ? H641 C64 H642 109.5 . . ? C61 C64 H643 109.5 . . ? H641 C64 H643 109.5 . . ? H642 C64 H643 109.5 . . ? C88 O88 C92 117.1(3) . . ? C97 O97 C101 117.7(4) . . ? C120 O120 C124 117.3(3) . . ? C129 O129 C133 117.2(3) . . ? C72 C71 C76 120.8(4) . . ? C72 C71 C77 120.6(4) . . ? C76 C71 C77 118.5(4) . . ? C73 C72 C71 118.0(4) . . ? C73 C72 C85 119.9(4) . . ? C71 C72 C85 121.9(4) . . ? C74 C73 C72 121.1(4) . . ? C74 C73 H73 119.4 . . ? C72 C73 H73 119.4 . . ? C75 C74 C73 120.3(4) . . ? C75 C74 H74 119.8 . . ? C73 C74 H74 119.8 . . ? C74 C75 C76 120.0(4) . . ? C74 C75 H75 120.0 . . ? C76 C75 H75 120.0 . . ? C75 C76 C71 119.6(4) . . ? C75 C76 C94 120.9(4) . . ? C71 C76 C94 119.5(3) . . ? C78 C77 C71 174.1(4) . . ? C77 C78 C79 176.8(4) . . ? C80 C79 C84 118.3(4) . . ? C80 C79 C78 120.8(4) . . ? C84 C79 C78 120.8(4) . . ? C81 C80 C79 121.2(4) . . ? C81 C80 H80 119.4 . . ? C79 C80 H80 119.4 . . ? C80 C81 C82 121.0(4) . . ? C80 C81 H81 119.5 . . ? C82 C81 H81 119.5 . . ? C83 C82 C81 117.7(4) . . ? C83 C82 C103 120.4(3) . . ? C81 C82 C103 121.9(4) . . ? C84 C83 C82 122.0(4) . . ? C84 C83 H83 119.0 . . ? C82 C83 H83 119.0 . . ? C83 C84 C79 119.9(4) . . ? C83 C84 H84 120.1 . . ? C79 C84 H84 120.1 . . ? C90 C85 C86 119.0(4) . . ? C90 C85 C72 119.3(4) . . ? C86 C85 C72 121.7(4) . . ? C87 C86 C85 119.3(4) . . ? C87 C86 C91 119.4(4) . . ? C85 C86 C91 121.3(4) . . ? C88 C87 C86 121.8(4) . . ? C88 C87 H87 119.1 . . ? C86 C87 H87 119.1 . . ? O88 C88 C87 116.3(4) . . ? O88 C88 C89 124.4(4) . . ? C87 C88 C89 119.2(4) . . ? C88 C89 C90 120.0(4) . . ? C88 C89 H89 120.0 . . ? C90 C89 H89 120.0 . . ? C89 C90 C85 120.7(4) . . ? C89 C90 C93 119.6(4) . . ? C85 C90 C93 119.7(4) . . ? C86 C91 H911 109.5 . . ? C86 C91 H912 109.5 . . ? H911 C91 H912 109.5 . . ? C86 C91 H913 109.5 . . ? H911 C91 H913 109.5 . . ? H912 C91 H913 109.5 . . ? O88 C92 H921 109.5 . . ? O88 C92 H922 109.5 . . ? H921 C92 H922 109.5 . . ? O88 C92 H923 109.5 . . ? H921 C92 H923 109.5 . . ? H922 C92 H923 109.5 . . ? C90 C93 H931 109.5 . . ? C90 C93 H932 109.5 . . ? H931 C93 H932 109.5 . . ? C90 C93 H933 109.5 . . ? H931 C93 H933 109.5 . . ? H932 C93 H933 109.5 . . ? C95 C94 C99 119.9(4) . . ? C95 C94 C76 120.2(4) . . ? C99 C94 C76 119.8(4) . . ? C94 C95 C96 119.6(4) . . ? C94 C95 C100 120.5(4) . . ? C96 C95 C100 119.9(4) . . ? C97 C96 C95 119.9(4) . . ? C97 C96 H96 120.0 . . ? C95 C96 H96 120.0 . . ? C96 C97 C98 120.8(4) . . ? C96 C97 O97 124.2(4) . . ? C98 C97 O97 115.0(4) . . ? C99 C98 C97 120.1(4) . . ? C99 C98 H98 119.9 . . ? C97 C98 H98 119.9 . . ? C98 C99 C94 119.6(4) . . ? C98 C99 C102 118.5(4) . . ? C94 C99 C102 121.9(4) . . ? C95 C100 H135 109.5 . . ? C95 C100 H136 109.5 . . ? H135 C100 H136 109.5 . . ? C95 C100 H137 109.5 . . ? H135 C100 H137 109.5 . . ? H136 C100 H137 109.5 . . ? O97 C101 H138 109.5 . . ? O97 C101 H139 109.5 . . ? H138 C101 H139 109.5 . . ? O97 C101 H140 109.5 . . ? H138 C101 H140 109.5 . . ? H139 C101 H140 109.5 . . ? C99 C102 H141 109.5 . . ? C99 C102 H142 109.5 . . ? H141 C102 H142 109.5 . . ? C99 C102 H143 109.5 . . ? H141 C102 H143 109.5 . . ? H142 C102 H143 109.5 . . ? C104 C103 C108 117.1(3) . . ? C104 C103 C82 120.8(3) . . ? C108 C103 C82 122.0(4) . . ? C103 C104 C105 122.0(4) . . ? C103 C104 H104 119.0 . . ? C105 C104 H104 119.0 . . ? C104 C105 C106 120.0(4) . . ? C104 C105 H105 120.0 . . ? C106 C105 H105 120.0 . . ? C107 C106 C105 118.1(3) . . ? C107 C106 C109 120.6(3) . . ? C105 C106 C109 121.3(3) . . ? C108 C107 C106 121.0(4) . . ? C108 C107 H107 119.5 . . ? C106 C107 H107 119.5 . . ? C107 C108 C103 121.6(4) . . ? C107 C108 H108 119.2 . . ? C103 C108 H108 119.2 . . ? C110 C109 C106 175.4(4) . . ? C109 C110 C111 177.0(4) . . ? C112 C111 C116 120.9(3) . . ? C112 C111 C110 120.6(3) . . ? C116 C111 C110 118.5(3) . . ? C113 C112 C111 119.0(4) . . ? C113 C112 C117 120.7(3) . . ? C111 C112 C117 120.3(3) . . ? C114 C113 C112 120.2(4) . . ? C114 C113 H113 119.9 . . ? C112 C113 H113 119.9 . . ? C115 C114 C113 120.7(4) . . ? C115 C114 H114 119.7 . . ? C113 C114 H114 119.7 . . ? C114 C115 C116 120.8(4) . . ? C114 C115 H115 119.6 . . ? C116 C115 H115 119.6 . . ? C115 C116 C111 118.4(3) . . ? C115 C116 C126 121.8(3) . . ? C111 C116 C126 119.8(3) . . ? C122 C117 C118 119.8(3) . . ? C122 C117 C112 119.9(3) . . ? C118 C117 C112 120.3(3) . . ? C119 C118 C117 118.7(4) . . ? C119 C118 C123 120.3(4) . . ? C117 C118 C123 121.0(3) . . ? C120 C119 C118 121.2(4) . . ? C120 C119 H119 119.4 . . ? C118 C119 H119 119.4 . . ? O120 C120 C119 115.9(3) . . ? O120 C120 C121 124.1(4) . . ? C119 C120 C121 120.0(4) . . ? C120 C121 C122 119.9(4) . . ? C120 C121 H121 120.0 . . ? C122 C121 H121 120.0 . . ? C117 C122 C121 120.3(4) . . ? C117 C122 C125 120.1(4) . . ? C121 C122 C125 119.5(4) . . ? C118 C123 H144 109.5 . . ? C118 C123 H145 109.5 . . ? H144 C123 H145 109.5 . . ? C118 C123 H146 109.5 . . ? H144 C123 H146 109.5 . . ? H145 C123 H146 109.5 . . ? O120 C124 H147 109.5 . . ? O120 C124 H148 109.5 . . ? H147 C124 H148 109.5 . . ? O120 C124 H149 109.5 . . ? H147 C124 H149 109.5 . . ? H148 C124 H149 109.5 . . ? C122 C125 H150 109.5 . . ? C122 C125 H151 109.5 . . ? H150 C125 H151 109.5 . . ? C122 C125 H152 109.5 . . ? H150 C125 H152 109.5 . . ? H151 C125 H152 109.5 . . ? C127 C126 C131 119.4(3) . . ? C127 C126 C116 120.8(3) . . ? C131 C126 C116 119.8(3) . . ? C128 C127 C126 120.0(3) . . ? C128 C127 C132 119.7(4) . . ? C126 C127 C132 120.4(4) . . ? C129 C128 C127 120.3(4) . . ? C129 C128 H128 119.9 . . ? C127 C128 H128 119.9 . . ? O129 C129 C128 125.3(4) . . ? O129 C129 C130 115.0(4) . . ? C128 C129 C130 119.7(4) . . ? C131 C130 C129 121.0(4) . . ? C131 C130 H130 119.5 . . ? C129 C130 H130 119.5 . . ? C130 C131 C126 119.6(4) . . ? C130 C131 C134 119.2(3) . . ? C126 C131 C134 121.2(3) . . ? C127 C132 H153 109.5 . . ? C127 C132 H154 109.5 . . ? H153 C132 H154 109.5 . . ? C127 C132 H155 109.5 . . ? H153 C132 H155 109.5 . . ? H154 C132 H155 109.5 . . ? O129 C133 H156 109.5 . . ? O129 C133 H157 109.5 . . ? H156 C133 H157 109.5 . . ? O129 C133 H158 109.5 . . ? H156 C133 H158 109.5 . . ? H157 C133 H158 109.5 . . ? C131 C134 H159 109.5 . . ? C131 C134 H160 109.5 . . ? H159 C134 H160 109.5 . . ? C131 C134 H161 109.5 . . ? H159 C134 H161 109.5 . . ? H160 C134 H161 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 C6 C1 C2 C3 -0.8(6) . . . . ? C7 C1 C2 C3 177.2(4) . . . . ? C6 C1 C2 C15 177.6(4) . . . . ? C7 C1 C2 C15 -4.5(6) . . . . ? C1 C2 C3 C4 -0.7(7) . . . . ? C15 C2 C3 C4 -179.0(4) . . . . ? C2 C3 C4 C5 2.1(8) . . . . ? C3 C4 C5 C6 -2.0(8) . . . . ? C4 C5 C6 C1 0.6(7) . . . . ? C4 C5 C6 C24 -178.5(4) . . . . ? C2 C1 C6 C5 0.8(6) . . . . ? C7 C1 C6 C5 -177.1(4) . . . . ? C2 C1 C6 C24 179.9(4) . . . . ? C7 C1 C6 C24 1.9(6) . . . . ? C14 C9 C10 C11 -2.5(6) . . . . ? C8 C9 C10 C11 176.6(4) . . . . ? C9 C10 C11 C12 -0.2(6) . . . . ? C10 C11 C12 C13 2.5(6) . . . . ? C10 C11 C12 C33 -176.8(4) . . . . ? C11 C12 C13 C14 -2.3(6) . . . . ? C33 C12 C13 C14 177.0(4) . . . . ? C12 C13 C14 C9 -0.3(6) . . . . ? C10 C9 C14 C13 2.7(6) . . . . ? C8 C9 C14 C13 -176.3(4) . . . . ? C1 C2 C15 C20 -96.4(5) . . . . ? C3 C2 C15 C20 81.9(5) . . . . ? C1 C2 C15 C16 81.7(5) . . . . ? C3 C2 C15 C16 -100.0(5) . . . . ? C20 C15 C16 C17 -0.3(6) . . . . ? C2 C15 C16 C17 -178.5(4) . . . . ? C20 C15 C16 C21 179.6(4) . . . . ? C2 C15 C16 C21 1.5(6) . . . . ? C15 C16 C17 C18 0.7(7) . . . . ? C21 C16 C17 C18 -179.3(4) . . . . ? C16 C17 C18 C19 -0.7(7) . . . . ? C16 C17 C18 O18 -179.1(4) . . . . ? C22 O18 C18 C19 3.7(6) . . . . ? C22 O18 C18 C17 -178.0(4) . . . . ? C17 C18 C19 C20 0.4(6) . . . . ? O18 C18 C19 C20 178.6(4) . . . . ? C18 C19 C20 C15 -0.1(6) . . . . ? C18 C19 C20 C23 178.5(4) . . . . ? C16 C15 C20 C19 0.0(6) . . . . ? C2 C15 C20 C19 178.2(4) . . . . ? C16 C15 C20 C23 -178.5(4) . . . . ? C2 C15 C20 C23 -0.4(6) . . . . ? C5 C6 C24 C25 74.5(5) . . . . ? C1 C6 C24 C25 -104.5(5) . . . . ? C5 C6 C24 C29 -107.1(5) . . . . ? C1 C6 C24 C29 73.8(5) . . . . ? C29 C24 C25 C26 1.8(6) . . . . ? C6 C24 C25 C26 -179.8(3) . . . . ? C29 C24 C25 C30 -177.9(3) . . . . ? C6 C24 C25 C30 0.4(5) . . . . ? C24 C25 C26 C27 -0.2(6) . . . . ? C30 C25 C26 C27 179.6(3) . . . . ? C25 C26 C27 O27 177.9(3) . . . . ? C25 C26 C27 C28 -1.0(6) . . . . ? C31 O27 C27 C26 -0.3(6) . . . . ? C31 O27 C27 C28 178.6(4) . . . . ? C26 C27 C28 C29 0.5(6) . . . . ? O27 C27 C28 C29 -178.5(3) . . . . ? C27 C28 C29 C24 1.2(6) . . . . ? C27 C28 C29 C32 -178.5(4) . . . . ? C25 C24 C29 C28 -2.3(6) . . . . ? C6 C24 C29 C28 179.4(3) . . . . ? C25 C24 C29 C32 177.4(3) . . . . ? C6 C24 C29 C32 -1.0(6) . . . . ? C13 C12 C33 C34 -165.1(4) . . . . ? C11 C12 C33 C34 14.2(5) . . . . ? C13 C12 C33 C38 14.4(6) . . . . ? C11 C12 C33 C38 -166.4(4) . . . . ? C38 C33 C34 C35 1.8(5) . . . . ? C12 C33 C34 C35 -178.8(3) . . . . ? C33 C34 C35 C36 -1.1(6) . . . . ? C34 C35 C36 C37 0.0(5) . . . . ? C34 C35 C36 C39 178.1(3) . . . . ? C35 C36 C37 C38 0.5(6) . . . . ? C39 C36 C37 C38 -177.7(3) . . . . ? C36 C37 C38 C33 0.3(6) . . . . ? C34 C33 C38 C37 -1.3(6) . . . . ? C12 C33 C38 C37 179.2(3) . . . . ? C46 C41 C42 C43 1.9(6) . . . . ? C40 C41 C42 C43 -175.7(4) . . . . ? C46 C41 C42 C47 -176.4(3) . . . . ? C40 C41 C42 C47 6.0(6) . . . . ? C41 C42 C43 C44 -0.2(6) . . . . ? C47 C42 C43 C44 178.1(4) . . . . ? C42 C43 C44 C45 -2.0(7) . . . . ? C43 C44 C45 C46 2.5(7) . . . . ? C44 C45 C46 C41 -0.8(6) . . . . ? C44 C45 C46 C56 177.0(4) . . . . ? C42 C41 C46 C45 -1.4(6) . . . . ? C40 C41 C46 C45 176.3(4) . . . . ? C42 C41 C46 C56 -179.2(3) . . . . ? C40 C41 C46 C56 -1.5(5) . . . . ? C43 C42 C47 C52 -74.4(5) . . . . ? C41 C42 C47 C52 103.8(4) . . . . ? C43 C42 C47 C48 107.9(5) . . . . ? C41 C42 C47 C48 -73.9(5) . . . . ? C52 C47 C48 C49 -0.3(6) . . . . ? C42 C47 C48 C49 177.4(4) . . . . ? C52 C47 C48 C53 179.5(4) . . . . ? C42 C47 C48 C53 -2.8(6) . . . . ? C47 C48 C49 C50 0.2(7) . . . . ? C53 C48 C49 C50 -179.6(4) . . . . ? C48 C49 C50 C51 0.8(7) . . . . ? C48 C49 C50 O50 -179.6(4) . . . . ? C54 O50 C50 C49 175.8(4) . . . . ? C54 O50 C50 C51 -4.6(6) . . . . ? C49 C50 C51 C52 -1.8(6) . . . . ? O50 C50 C51 C52 178.6(4) . . . . ? C50 C51 C52 C47 1.7(6) . . . . ? C50 C51 C52 C55 -177.7(4) . . . . ? C48 C47 C52 C51 -0.7(6) . . . . ? C42 C47 C52 C51 -178.4(3) . . . . ? C48 C47 C52 C55 178.8(4) . . . . ? C42 C47 C52 C55 1.0(5) . . . . ? C45 C46 C56 C61 104.7(4) . . . . ? C41 C46 C56 C61 -77.6(5) . . . . ? C45 C46 C56 C57 -76.1(5) . . . . ? C41 C46 C56 C57 101.7(4) . . . . ? C61 C56 C57 C58 -1.2(5) . . . . ? C46 C56 C57 C58 179.6(3) . . . . ? C61 C56 C57 C62 177.0(3) . . . . ? C46 C56 C57 C62 -2.2(5) . . . . ? C56 C57 C58 C59 -0.1(5) . . . . ? C62 C57 C58 C59 -178.4(3) . . . . ? C57 C58 C59 C60 1.1(6) . . . . ? C57 C58 C59 O59 -178.7(3) . . . . ? C63 O59 C59 C58 0.1(6) . . . . ? C63 O59 C59 C60 -179.7(4) . . . . ? C58 C59 C60 C61 -0.7(6) . . . . ? O59 C59 C60 C61 179.1(3) . . . . ? C59 C60 C61 C56 -0.6(6) . . . . ? C59 C60 C61 C64 176.9(4) . . . . ? C57 C56 C61 C60 1.6(5) . . . . ? C46 C56 C61 C60 -179.2(3) . . . . ? C57 C56 C61 C64 -175.8(3) . . . . ? C46 C56 C61 C64 3.4(5) . . . . ? C76 C71 C72 C73 2.3(6) . . . . ? C77 C71 C72 C73 -177.3(4) . . . . ? C76 C71 C72 C85 -173.8(4) . . . . ? C77 C71 C72 C85 6.6(6) . . . . ? C71 C72 C73 C74 0.8(6) . . . . ? C85 C72 C73 C74 177.0(4) . . . . ? C72 C73 C74 C75 -3.3(7) . . . . ? C73 C74 C75 C76 2.7(7) . . . . ? C74 C75 C76 C71 0.4(6) . . . . ? C74 C75 C76 C94 -177.7(4) . . . . ? C72 C71 C76 C75 -2.9(6) . . . . ? C77 C71 C76 C75 176.7(3) . . . . ? C72 C71 C76 C94 175.3(4) . . . . ? C77 C71 C76 C94 -5.1(5) . . . . ? C84 C79 C80 C81 0.2(6) . . . . ? C78 C79 C80 C81 -177.3(4) . . . . ? C79 C80 C81 C82 0.4(6) . . . . ? C80 C81 C82 C83 -0.6(6) . . . . ? C80 C81 C82 C103 178.9(4) . . . . ? C81 C82 C83 C84 0.3(6) . . . . ? C103 C82 C83 C84 -179.2(3) . . . . ? C82 C83 C84 C79 0.2(6) . . . . ? C80 C79 C84 C83 -0.4(5) . . . . ? C78 C79 C84 C83 177.1(3) . . . . ? C73 C72 C85 C90 -73.5(5) . . . . ? C71 C72 C85 C90 102.5(5) . . . . ? C73 C72 C85 C86 106.0(5) . . . . ? C71 C72 C85 C86 -78.0(5) . . . . ? C90 C85 C86 C87 -0.3(7) . . . . ? C72 C85 C86 C87 -179.8(4) . . . . ? C90 C85 C86 C91 -179.4(4) . . . . ? C72 C85 C86 C91 1.1(7) . . . . ? C85 C86 C87 C88 2.8(7) . . . . ? C91 C86 C87 C88 -178.1(5) . . . . ? C92 O88 C88 C87 -173.2(4) . . . . ? C92 O88 C88 C89 8.8(6) . . . . ? C86 C87 C88 O88 178.4(4) . . . . ? C86 C87 C88 C89 -3.5(7) . . . . ? O88 C88 C89 C90 179.6(4) . . . . ? C87 C88 C89 C90 1.7(6) . . . . ? C88 C89 C90 C85 0.8(6) . . . . ? C88 C89 C90 C93 -176.5(4) . . . . ? C86 C85 C90 C89 -1.5(6) . . . . ? C72 C85 C90 C89 178.0(4) . . . . ? C86 C85 C90 C93 175.8(4) . . . . ? C72 C85 C90 C93 -4.7(6) . . . . ? C75 C76 C94 C95 -81.9(5) . . . . ? C71 C76 C94 C95 100.0(4) . . . . ? C75 C76 C94 C99 101.2(5) . . . . ? C71 C76 C94 C99 -76.9(5) . . . . ? C99 C94 C95 C96 -0.6(6) . . . . ? C76 C94 C95 C96 -177.5(3) . . . . ? C99 C94 C95 C100 178.1(3) . . . . ? C76 C94 C95 C100 1.2(5) . . . . ? C94 C95 C96 C97 -0.2(6) . . . . ? C100 C95 C96 C97 -178.9(4) . . . . ? C95 C96 C97 C98 -0.2(6) . . . . ? C95 C96 C97 O97 179.0(4) . . . . ? C101 O97 C97 C96 -4.9(6) . . . . ? C101 O97 C97 C98 174.4(4) . . . . ? C96 C97 C98 C99 1.3(6) . . . . ? O97 C97 C98 C99 -178.0(3) . . . . ? C97 C98 C99 C94 -2.0(6) . . . . ? C97 C98 C99 C102 176.6(4) . . . . ? C95 C94 C99 C98 1.7(6) . . . . ? C76 C94 C99 C98 178.6(4) . . . . ? C95 C94 C99 C102 -176.9(4) . . . . ? C76 C94 C99 C102 0.0(6) . . . . ? C83 C82 C103 C104 -164.3(4) . . . . ? C81 C82 C103 C104 16.2(5) . . . . ? C83 C82 C103 C108 14.6(5) . . . . ? C81 C82 C103 C108 -164.9(4) . . . . ? C108 C103 C104 C105 -1.9(6) . . . . ? C82 C103 C104 C105 177.1(3) . . . . ? C103 C104 C105 C106 0.4(6) . . . . ? C104 C105 C106 C107 1.1(5) . . . . ? C104 C105 C106 C109 -177.3(3) . . . . ? C105 C106 C107 C108 -1.0(5) . . . . ? C109 C106 C107 C108 177.4(3) . . . . ? C106 C107 C108 C103 -0.5(6) . . . . ? C104 C103 C108 C107 2.0(6) . . . . ? C82 C103 C108 C107 -177.0(3) . . . . ? C116 C111 C112 C113 -1.2(5) . . . . ? C110 C111 C112 C113 179.7(3) . . . . ? C116 C111 C112 C117 176.0(3) . . . . ? C110 C111 C112 C117 -3.0(5) . . . . ? C111 C112 C113 C114 -1.4(6) . . . . ? C117 C112 C113 C114 -178.6(4) . . . . ? C112 C113 C114 C115 2.3(7) . . . . ? C113 C114 C115 C116 -0.6(7) . . . . ? C114 C115 C116 C111 -2.0(6) . . . . ? C114 C115 C116 C126 175.9(4) . . . . ? C112 C111 C116 C115 2.9(5) . . . . ? C110 C111 C116 C115 -178.1(3) . . . . ? C112 C111 C116 C126 -175.0(3) . . . . ? C110 C111 C116 C126 4.1(5) . . . . ? C113 C112 C117 C122 79.9(5) . . . . ? C111 C112 C117 C122 -97.3(4) . . . . ? C113 C112 C117 C118 -100.7(5) . . . . ? C111 C112 C117 C118 82.1(5) . . . . ? C122 C117 C118 C119 -1.8(6) . . . . ? C112 C117 C118 C119 178.8(3) . . . . ? C122 C117 C118 C123 178.2(4) . . . . ? C112 C117 C118 C123 -1.2(6) . . . . ? C117 C118 C119 C120 -0.1(6) . . . . ? C123 C118 C119 C120 179.9(4) . . . . ? C124 O120 C120 C119 172.7(4) . . . . ? C124 O120 C120 C121 -6.7(6) . . . . ? C118 C119 C120 O120 -177.9(4) . . . . ? C118 C119 C120 C121 1.5(6) . . . . ? O120 C120 C121 C122 178.4(3) . . . . ? C119 C120 C121 C122 -1.0(6) . . . . ? C118 C117 C122 C121 2.3(6) . . . . ? C112 C117 C122 C121 -178.3(3) . . . . ? C118 C117 C122 C125 -176.8(3) . . . . ? C112 C117 C122 C125 2.6(5) . . . . ? C120 C121 C122 C117 -0.9(6) . . . . ? C120 C121 C122 C125 178.2(3) . . . . ? C115 C116 C126 C127 80.7(5) . . . . ? C111 C116 C126 C127 -101.5(4) . . . . ? C115 C116 C126 C131 -101.5(4) . . . . ? C111 C116 C126 C131 76.3(4) . . . . ? C131 C126 C127 C128 -0.8(5) . . . . ? C116 C126 C127 C128 177.0(3) . . . . ? C131 C126 C127 C132 179.6(3) . . . . ? C116 C126 C127 C132 -2.6(5) . . . . ? C126 C127 C128 C129 0.6(5) . . . . ? C132 C127 C128 C129 -179.8(3) . . . . ? C133 O129 C129 C128 4.1(5) . . . . ? C133 O129 C129 C130 -175.4(3) . . . . ? C127 C128 C129 O129 -179.5(3) . . . . ? C127 C128 C129 C130 0.1(6) . . . . ? O129 C129 C130 C131 179.1(3) . . . . ? C128 C129 C130 C131 -0.4(6) . . . . ? C129 C130 C131 C126 0.2(6) . . . . ? C129 C130 C131 C134 -177.5(3) . . . . ? C127 C126 C131 C130 0.4(5) . . . . ? C116 C126 C131 C130 -177.4(3) . . . . ? C127 C126 C131 C134 178.1(3) . . . . ? C116 C126 C131 C134 0.3(5) . . . . ? # End of CIF ============================================================ # Attachment '2d-sg0538.cif' data_SG0538 _database_code_depnum_ccdc_archive 'CCDC 763796' #TrackingRef '2d-sg0538.cif' _audit_creation_method SHELXL-97 _audit_creation_date 05-12-07 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C82 H70 O4' _chemical_formula_sum 'C82 H70 O4' _chemical_formula_weight 1119.45 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 328 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 280 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 16 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 29.4698(4) _cell_length_b 13.9924(2) _cell_length_c 16.0684(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.4965(8) _cell_angle_gamma 90.00 _cell_volume 6468.88(15) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 13211 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 26.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2376 _exptl_absorpt_coefficient_mu 0.0690 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.633(1) Frames collected: 1282 Seconds exposure per frame: 35 Degrees rotation per frame: 0.7 Crystal-Detector distance (mm): 45.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\f and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 99005 _diffrn_reflns_av_R_equivalents 0.088 _diffrn_reflns_av_sigmaI/netI 0.0652 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.43 _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 26.43 _diffrn_measured_fraction_theta_full 0.952 _reflns_number_total 95938 _reflns_number_gt 67864 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'EvalCCD (Duisenberg et al., 2003)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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. Twinned crystal. Twinning by 180 deg. rotation about b*. Twin matrix to convert hkl [-1 0 0 / 0 -1 0 / 0.79 0 1]. Twin matrix to convert cell parameters [-1 0 0 / 0 1 0 / 0 0 -1]. Major twin component has a volume fraction of 0.6786(5). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1085P)^2^+11.9P] 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 0.0110(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 95938 _refine_ls_number_parameters 789 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1338 _refine_ls_R_factor_gt 0.0868 _refine_ls_wR_factor_ref 0.2708 _refine_ls_wR_factor_gt 0.2297 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.674 _refine_diff_density_min -0.641 _refine_diff_density_rms 0.197 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 O34 O 0.79558(5) 0.64731(9) 0.97956(8) 0.0394(4) Uani 1 1 d . . . O49 O 0.81057(5) -0.67161(10) 0.48646(10) 0.0513(4) Uani 1 1 d . . . O64 O 0.69916(5) -0.63084(10) 1.02293(10) 0.0537(4) Uani 1 1 d . . . O79 O 0.71701(5) 0.66313(9) 0.53032(8) 0.0430(4) Uani 1 1 d . . . C1 C 0.93509(6) 0.01692(13) 0.75358(11) 0.0260(4) Uani 1 1 d . . . C2 C 0.96144(6) 0.09927(13) 0.78406(12) 0.0278(4) Uani 1 1 d . . . C3 C 1.00894(6) 0.09791(15) 0.78813(13) 0.0371(5) Uani 1 1 d . . . H3 H 1.0271 0.1523 0.8090 0.045 Uiso 1 1 calc R . . C4 C 1.03016(7) 0.01866(14) 0.76228(13) 0.0416(6) Uani 1 1 d . . . H4 H 1.0628 0.0188 0.7662 0.050 Uiso 1 1 calc R . . C5 C 1.00427(6) -0.06076(14) 0.73069(13) 0.0366(5) Uani 1 1 d . . . H5 H 1.0193 -0.1145 0.7125 0.044 Uiso 1 1 calc R . . C6 C 0.95661(6) -0.06307(13) 0.72524(12) 0.0270(4) Uani 1 1 d . . . C7 C 0.88642(6) 0.01679(13) 0.75373(12) 0.0275(4) Uani 1 1 d . . . C8 C 0.84653(7) 0.01857(14) 0.75821(12) 0.0320(5) Uani 1 1 d . . . C9 C 0.79868(6) 0.02384(14) 0.76472(12) 0.0308(5) Uani 1 1 d . . . C10 C 0.77039(7) -0.05619(14) 0.75110(12) 0.0350(5) Uani 1 1 d . . . H10 H 0.7830 -0.1161 0.7398 0.042 Uiso 1 1 calc R . . C11 C 0.72419(6) -0.04972(14) 0.75373(12) 0.0349(5) Uani 1 1 d . . . H11 H 0.7050 -0.1049 0.7433 0.042 Uiso 1 1 calc R . . C12 C 0.70525(6) 0.03674(14) 0.77154(12) 0.0319(5) Uani 1 1 d . . . C13 C 0.73392(6) 0.11682(15) 0.78812(13) 0.0404(5) Uani 1 1 d . . . H13 H 0.7216 0.1759 0.8022 0.048 Uiso 1 1 calc R . . C14 C 0.78004(6) 0.11063(15) 0.78411(13) 0.0401(6) Uani 1 1 d . . . H14 H 0.7993 0.1657 0.7946 0.048 Uiso 1 1 calc R . . C15 C 0.65623(7) 0.04343(14) 0.77052(12) 0.0330(5) Uani 1 1 d . . . C16 C 0.61529(6) 0.04751(13) 0.76671(12) 0.0289(5) Uani 1 1 d . . . C17 C 0.56586(6) 0.05008(13) 0.76028(12) 0.0276(4) Uani 1 1 d . . . C18 C 0.54312(6) -0.03121(13) 0.78319(12) 0.0304(5) Uani 1 1 d . . . C19 C 0.49502(6) -0.02683(14) 0.77454(13) 0.0372(5) Uani 1 1 d . . . H19 H 0.4790 -0.0809 0.7896 0.045 Uiso 1 1 calc R . . C20 C 0.47024(7) 0.05436(15) 0.74464(14) 0.0444(6) Uani 1 1 d . . . H20 H 0.4375 0.0557 0.7392 0.053 Uiso 1 1 calc R . . C21 C 0.49282(6) 0.13352(15) 0.72257(13) 0.0391(5) Uani 1 1 d . . . H21 H 0.4754 0.1891 0.7023 0.047 Uiso 1 1 calc R . . C22 C 0.54071(6) 0.13341(13) 0.72941(12) 0.0293(5) Uani 1 1 d . . . C23 C 0.93815(6) 0.18487(13) 0.81212(12) 0.0263(4) Uani 1 1 d . . . C24 C 0.91014(6) 0.24363(14) 0.75183(12) 0.0291(5) Uani 1 1 d . . . C25 C 0.88615(6) 0.31894(13) 0.77830(12) 0.0290(5) Uani 1 1 d . . . H25 H 0.8666 0.3577 0.7368 0.035 Uiso 1 1 calc R . . C26 C 0.89006(6) 0.33889(13) 0.86424(12) 0.0270(4) Uani 1 1 d . . . C27 C 0.92000(6) 0.28250(13) 0.92316(12) 0.0311(5) Uani 1 1 d . . . H27 H 0.9242 0.2972 0.9821 0.037 Uiso 1 1 calc R . . C28 C 0.94389(6) 0.20551(13) 0.89898(12) 0.0299(5) Uani 1 1 d . . . C29 C 0.90554(8) 0.22661(15) 0.65808(13) 0.0486(6) Uani 1 1 d . . . H291 H 0.8874 0.2784 0.6258 0.073 Uiso 1 1 calc R . . H292 H 0.8897 0.1655 0.6422 0.073 Uiso 1 1 calc R . . H293 H 0.9365 0.2248 0.6450 0.073 Uiso 1 1 calc R . . C30 C 0.97521(7) 0.14540(15) 0.96619(12) 0.0442(6) Uani 1 1 d . . . H301 H 0.9678 0.1574 1.0218 0.066 Uiso 1 1 calc R . . H302 H 1.0077 0.1623 0.9685 0.066 Uiso 1 1 calc R . . H303 H 0.9704 0.0776 0.9517 0.066 Uiso 1 1 calc R . . C31 C 0.86366(6) 0.41828(13) 0.89307(12) 0.0282(4) Uani 1 1 d . . . C32 C 0.84964(7) 0.41177(14) 0.97034(12) 0.0345(5) Uani 1 1 d . . . H32 H 0.8558 0.3546 1.0027 0.041 Uiso 1 1 calc R . . C33 C 0.82695(7) 0.48599(14) 1.00145(12) 0.0370(5) Uani 1 1 d . . . H33 H 0.8181 0.4798 1.0546 0.044 Uiso 1 1 calc R . . C34 C 0.81740(7) 0.56884(14) 0.95469(13) 0.0334(5) Uani 1 1 d . . . C35 C 0.82922(7) 0.57565(14) 0.87620(12) 0.0367(5) Uani 1 1 d . . . H35 H 0.8214 0.6315 0.8425 0.044 Uiso 1 1 calc R . . C36 C 0.85246(7) 0.50119(13) 0.84662(13) 0.0337(5) Uani 1 1 d . . . H36 H 0.8609 0.5074 0.7931 0.040 Uiso 1 1 calc R . . C37 C 0.78782(7) 0.64462(15) 1.06455(12) 0.0442(6) Uani 1 1 d . . . H371 H 0.7656 0.5937 1.0689 0.066 Uiso 1 1 calc R . . H372 H 0.7752 0.7062 1.0780 0.066 Uiso 1 1 calc R . . H373 H 0.8173 0.6322 1.1049 0.066 Uiso 1 1 calc R . . C38 C 0.92881(6) -0.14828(13) 0.68763(11) 0.0248(4) Uani 1 1 d . . . C39 C 0.90919(6) -0.21037(13) 0.73858(11) 0.0274(4) Uani 1 1 d . . . C40 C 0.88532(6) -0.29054(13) 0.70123(11) 0.0263(4) Uani 1 1 d . . . H40 H 0.8716 -0.3318 0.7358 0.032 Uiso 1 1 calc R . . C41 C 0.88060(6) -0.31294(13) 0.61587(12) 0.0262(4) Uani 1 1 d . . . C42 C 0.89957(6) -0.24917(14) 0.56598(12) 0.0279(4) Uani 1 1 d . . . H42 H 0.8959 -0.2619 0.5068 0.033 Uiso 1 1 calc R . . C43 C 0.92372(6) -0.16727(13) 0.59976(11) 0.0269(4) Uani 1 1 d . . . C44 C 0.91578(7) -0.19630(14) 0.83374(11) 0.0401(5) Uani 1 1 d . . . H441 H 0.8905 -0.1567 0.8456 0.060 Uiso 1 1 calc R . . H442 H 0.9456 -0.1645 0.8558 0.060 Uiso 1 1 calc R . . H443 H 0.9155 -0.2586 0.8616 0.060 Uiso 1 1 calc R . . C45 C 0.94383(7) -0.10185(13) 0.54245(12) 0.0375(5) Uani 1 1 d . . . H451 H 0.9775 -0.1118 0.5522 0.056 Uiso 1 1 calc R . . H452 H 0.9375 -0.0353 0.5551 0.056 Uiso 1 1 calc R . . H453 H 0.9296 -0.1159 0.4828 0.056 Uiso 1 1 calc R . . C46 C 0.85931(6) -0.40405(13) 0.57984(12) 0.0285(5) Uani 1 1 d . . . C47 C 0.87804(7) -0.45486(13) 0.52063(12) 0.0351(5) Uani 1 1 d . . . H47 H 0.9034 -0.4283 0.5007 0.042 Uiso 1 1 calc R . . C48 C 0.86082(7) -0.54239(14) 0.49041(13) 0.0399(5) Uani 1 1 d . . . H48 H 0.8741 -0.5755 0.4499 0.048 Uiso 1 1 calc R . . C49 C 0.82405(7) -0.58211(14) 0.51918(13) 0.0376(5) Uani 1 1 d . . . C50 C 0.80428(7) -0.53379(14) 0.57669(13) 0.0386(5) Uani 1 1 d . . . H50 H 0.7788 -0.5606 0.5960 0.046 Uiso 1 1 calc R . . C51 C 0.82212(7) -0.44466(14) 0.60653(12) 0.0336(5) Uani 1 1 d . . . H51 H 0.8083 -0.4111 0.6462 0.040 Uiso 1 1 calc R . . C52 C 0.77248(8) -0.71555(16) 0.51246(18) 0.0707(8) Uani 1 1 d . . . H521 H 0.7797 -0.7227 0.5746 0.106 Uiso 1 1 calc R . . H522 H 0.7667 -0.7786 0.4857 0.106 Uiso 1 1 calc R . . H523 H 0.7447 -0.6757 0.4950 0.106 Uiso 1 1 calc R . . C53 C 0.56935(6) -0.11807(13) 0.81913(12) 0.0273(4) Uani 1 1 d . . . C54 C 0.57264(6) -0.14096(13) 0.90524(12) 0.0288(5) Uani 1 1 d . . . C55 C 0.59658(6) -0.22260(13) 0.93799(12) 0.0299(5) Uani 1 1 d . . . H55 H 0.5990 -0.2377 0.9964 0.036 Uiso 1 1 calc R . . C56 C 0.61719(6) -0.28331(13) 0.88809(12) 0.0280(5) Uani 1 1 d . . . C57 C 0.61416(6) -0.25818(13) 0.80372(12) 0.0281(4) Uani 1 1 d . . . H57 H 0.6289 -0.2975 0.7692 0.034 Uiso 1 1 calc R . . C58 C 0.59029(6) -0.17738(13) 0.76805(12) 0.0286(5) Uani 1 1 d . . . C59 C 0.55078(7) -0.07992(14) 0.96334(12) 0.0382(5) Uani 1 1 d . . . H591 H 0.5553 -0.0123 0.9515 0.057 Uiso 1 1 calc R . . H592 H 0.5654 -0.0940 1.0228 0.057 Uiso 1 1 calc R . . H593 H 0.5175 -0.0939 0.9534 0.057 Uiso 1 1 calc R . . C60 C 0.58517(7) -0.15964(14) 0.67366(12) 0.0400(5) Uani 1 1 d . . . H601 H 0.6079 -0.1117 0.6649 0.060 Uiso 1 1 calc R . . H602 H 0.5537 -0.1363 0.6495 0.060 Uiso 1 1 calc R . . H603 H 0.5905 -0.2194 0.6454 0.060 Uiso 1 1 calc R . . C61 C 0.63886(6) -0.37493(13) 0.92378(12) 0.0297(5) Uani 1 1 d . . . C62 C 0.67875(7) -0.41131(14) 0.90220(13) 0.0363(5) Uani 1 1 d . . . H62 H 0.6932 -0.3769 0.8641 0.044 Uiso 1 1 calc R . . C63 C 0.69760(7) -0.49774(14) 0.93609(14) 0.0416(6) Uani 1 1 d . . . H63 H 0.7246 -0.5223 0.9203 0.050 Uiso 1 1 calc R . . C64 C 0.67732(7) -0.54796(14) 0.99243(13) 0.0373(5) Uani 1 1 d . . . C65 C 0.63771(7) -0.51300(14) 1.01425(13) 0.0389(5) Uani 1 1 d . . . H65 H 0.6234 -0.5475 1.0526 0.047 Uiso 1 1 calc R . . C66 C 0.61903(7) -0.42758(14) 0.98005(12) 0.0373(5) Uani 1 1 d . . . H66 H 0.5917 -0.4040 0.9955 0.045 Uiso 1 1 calc R . . C67 C 0.67742(8) -0.68693(14) 1.07668(14) 0.0531(6) Uani 1 1 d . . . H671 H 0.6744 -0.6492 1.1266 0.080 Uiso 1 1 calc R . . H672 H 0.6963 -0.7438 1.0953 0.080 Uiso 1 1 calc R . . H673 H 0.6465 -0.7065 1.0453 0.080 Uiso 1 1 calc R . . C68 C 0.56454(6) 0.21855(13) 0.70110(12) 0.0280(5) Uani 1 1 d . . . C69 C 0.55697(6) 0.24007(14) 0.61389(13) 0.0299(5) Uani 1 1 d . . . C70 C 0.58033(6) 0.31697(13) 0.58827(12) 0.0295(5) Uani 1 1 d . . . H70 H 0.5742 0.3331 0.5295 0.035 Uiso 1 1 calc R . . C71 C 0.61246(6) 0.37160(13) 0.64549(12) 0.0290(5) Uani 1 1 d . . . C72 C 0.61847(6) 0.35036(13) 0.73158(12) 0.0296(5) Uani 1 1 d . . . H72 H 0.6394 0.3879 0.7719 0.035 Uiso 1 1 calc R . . C73 C 0.59482(6) 0.27568(13) 0.76071(12) 0.0298(5) Uani 1 1 d . . . C74 C 0.52490(7) 0.18074(15) 0.54772(12) 0.0423(6) Uani 1 1 d . . . H741 H 0.5319 0.1128 0.5585 0.063 Uiso 1 1 calc R . . H742 H 0.5294 0.1976 0.4909 0.063 Uiso 1 1 calc R . . H743 H 0.4926 0.1933 0.5508 0.063 Uiso 1 1 calc R . . C75 C 0.60199(7) 0.25928(15) 0.85533(13) 0.0445(6) Uani 1 1 d . . . H751 H 0.6296 0.2195 0.8747 0.067 Uiso 1 1 calc R . . H752 H 0.5747 0.2269 0.8677 0.067 Uiso 1 1 calc R . . H753 H 0.6063 0.3208 0.8851 0.067 Uiso 1 1 calc R . . C76 C 0.63979(6) 0.44821(13) 0.61475(12) 0.0277(4) Uani 1 1 d . . . C77 C 0.65064(6) 0.44220(14) 0.53450(12) 0.0320(5) Uani 1 1 d . . . H77 H 0.6401 0.3884 0.4995 0.038 Uiso 1 1 calc R . . C78 C 0.67609(7) 0.51169(14) 0.50438(12) 0.0331(5) Uani 1 1 d . . . H78 H 0.6830 0.5055 0.4495 0.040 Uiso 1 1 calc R . . C79 C 0.69149(7) 0.59011(14) 0.55425(13) 0.0348(5) Uani 1 1 d . . . C80 C 0.68147(7) 0.59797(14) 0.63420(13) 0.0402(5) Uani 1 1 d . . . H80 H 0.6922 0.6517 0.6690 0.048 Uiso 1 1 calc R . . C81 C 0.65584(7) 0.52752(14) 0.66342(13) 0.0365(5) Uani 1 1 d . . . H81 H 0.6491 0.5339 0.7184 0.044 Uiso 1 1 calc R . . C82 C 0.72816(8) 0.65498(15) 0.44795(13) 0.0476(6) Uani 1 1 d . . . H821 H 0.7467 0.5972 0.4461 0.071 Uiso 1 1 calc R . . H822 H 0.7460 0.7111 0.4375 0.071 Uiso 1 1 calc R . . H823 H 0.6994 0.6511 0.4040 0.071 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 O34 0.0448(8) 0.0361(9) 0.0412(8) -0.0044(7) 0.0179(7) 0.0100(7) O49 0.0481(9) 0.0328(9) 0.0715(11) -0.0070(8) 0.0096(8) -0.0126(7) O64 0.0448(9) 0.0341(9) 0.0829(12) 0.0199(9) 0.0156(9) 0.0079(8) O79 0.0539(9) 0.0374(9) 0.0412(9) 0.0023(7) 0.0180(8) -0.0154(7) C1 0.0202(10) 0.0276(11) 0.0307(11) -0.0050(9) 0.0068(9) 0.0010(8) C2 0.0241(10) 0.0261(11) 0.0329(11) -0.0041(9) 0.0056(9) 0.0013(9) C3 0.0215(10) 0.0375(13) 0.0515(14) -0.0131(11) 0.0060(10) -0.0076(9) C4 0.0200(10) 0.0422(14) 0.0650(15) -0.0162(12) 0.0144(11) -0.0026(10) C5 0.0255(11) 0.0316(12) 0.0532(14) -0.0095(10) 0.0093(10) 0.0049(10) C6 0.0240(10) 0.0248(11) 0.0324(11) -0.0031(9) 0.0063(9) -0.0007(9) C7 0.0250(11) 0.0222(11) 0.0353(12) -0.0048(9) 0.0063(9) -0.0003(9) C8 0.0254(11) 0.0334(12) 0.0383(12) -0.0041(10) 0.0092(10) -0.0009(9) C9 0.0192(10) 0.0367(12) 0.0375(12) -0.0011(10) 0.0081(9) 0.0011(9) C10 0.0287(11) 0.0327(12) 0.0457(13) -0.0014(10) 0.0127(10) 0.0025(10) C11 0.0258(11) 0.0348(12) 0.0455(13) 0.0003(10) 0.0107(10) -0.0045(9) C12 0.0233(10) 0.0379(13) 0.0356(12) 0.0050(10) 0.0089(9) 0.0026(9) C13 0.0267(11) 0.0371(13) 0.0593(15) -0.0050(11) 0.0136(11) 0.0022(10) C14 0.0216(10) 0.0376(13) 0.0617(15) -0.0075(11) 0.0103(11) -0.0025(10) C15 0.0266(11) 0.0342(13) 0.0384(12) 0.0073(10) 0.0075(10) 0.0001(10) C16 0.0248(11) 0.0268(11) 0.0357(12) 0.0076(9) 0.0076(9) -0.0005(9) C17 0.0202(9) 0.0280(11) 0.0352(11) 0.0026(9) 0.0074(9) -0.0012(9) C18 0.0267(10) 0.0285(12) 0.0367(12) 0.0032(9) 0.0087(9) -0.0007(9) C19 0.0244(11) 0.0322(13) 0.0568(14) 0.0099(11) 0.0126(10) -0.0032(10) C20 0.0192(10) 0.0419(14) 0.0736(17) 0.0153(12) 0.0137(11) 0.0016(10) C21 0.0222(10) 0.0371(13) 0.0593(15) 0.0155(11) 0.0117(10) 0.0059(10) C22 0.0241(10) 0.0282(12) 0.0370(12) 0.0038(9) 0.0093(9) -0.0008(9) C23 0.0228(10) 0.0246(11) 0.0322(11) -0.0047(9) 0.0075(9) -0.0035(8) C24 0.0294(10) 0.0310(11) 0.0278(11) -0.0025(9) 0.0079(9) -0.0004(10) C25 0.0280(10) 0.0291(12) 0.0295(11) 0.0028(9) 0.0056(9) 0.0007(9) C26 0.0250(10) 0.0255(11) 0.0318(11) -0.0005(9) 0.0091(9) -0.0012(9) C27 0.0346(11) 0.0329(12) 0.0254(11) -0.0040(9) 0.0058(9) 0.0058(9) C28 0.0266(10) 0.0299(12) 0.0326(11) 0.0006(9) 0.0049(9) 0.0025(9) C29 0.0650(16) 0.0438(15) 0.0369(13) -0.0042(11) 0.0108(12) 0.0127(12) C30 0.0434(13) 0.0497(15) 0.0378(13) -0.0010(11) 0.0050(11) 0.0175(11) C31 0.0275(10) 0.0262(11) 0.0319(11) -0.0007(9) 0.0083(9) 0.0022(9) C32 0.0412(12) 0.0305(12) 0.0327(12) 0.0035(9) 0.0103(10) 0.0091(10) C33 0.0409(13) 0.0408(13) 0.0308(12) 0.0031(10) 0.0113(10) 0.0105(11) C34 0.0309(11) 0.0275(12) 0.0437(13) -0.0089(10) 0.0121(10) 0.0036(9) C35 0.0447(13) 0.0305(12) 0.0379(13) 0.0025(10) 0.0154(11) 0.0052(10) C36 0.0399(12) 0.0293(12) 0.0361(12) 0.0007(10) 0.0176(10) 0.0031(10) C37 0.0478(13) 0.0468(15) 0.0405(13) -0.0070(11) 0.0151(11) 0.0086(11) C38 0.0188(9) 0.0238(11) 0.0316(11) -0.0018(9) 0.0049(8) 0.0014(8) C39 0.0243(10) 0.0284(12) 0.0292(11) 0.0002(9) 0.0049(9) 0.0054(9) C40 0.0246(10) 0.0267(11) 0.0294(11) 0.0050(9) 0.0098(9) 0.0007(9) C41 0.0209(10) 0.0250(11) 0.0323(11) 0.0005(9) 0.0052(9) 0.0025(8) C42 0.0300(10) 0.0274(11) 0.0256(11) -0.0023(9) 0.0047(9) -0.0018(9) C43 0.0252(10) 0.0240(11) 0.0322(11) 0.0024(9) 0.0076(9) 0.0024(9) C44 0.0512(14) 0.0385(13) 0.0313(12) -0.0007(10) 0.0102(11) -0.0044(11) C45 0.0403(12) 0.0344(13) 0.0392(12) 0.0017(10) 0.0119(11) -0.0063(10) C46 0.0267(10) 0.0253(11) 0.0318(11) 0.0020(9) 0.0028(9) -0.0005(9) C47 0.0361(12) 0.0305(12) 0.0394(12) -0.0044(10) 0.0099(10) -0.0073(10) C48 0.0461(13) 0.0334(13) 0.0409(13) -0.0054(11) 0.0109(11) -0.0024(11) C49 0.0366(12) 0.0270(12) 0.0455(13) -0.0051(10) 0.0005(11) -0.0045(10) C50 0.0305(11) 0.0329(13) 0.0501(14) 0.0063(11) 0.0037(11) -0.0060(10) C51 0.0302(11) 0.0339(12) 0.0358(12) 0.0000(10) 0.0052(10) 0.0018(10) C52 0.0516(15) 0.0485(17) 0.110(2) -0.0004(16) 0.0139(16) -0.0189(13) C53 0.0178(9) 0.0265(11) 0.0372(12) 0.0035(9) 0.0051(9) -0.0020(8) C54 0.0219(10) 0.0256(11) 0.0388(12) -0.0035(9) 0.0063(9) -0.0024(9) C55 0.0302(11) 0.0303(12) 0.0292(11) 0.0005(9) 0.0064(9) -0.0026(9) C56 0.0199(10) 0.0275(11) 0.0354(12) -0.0003(10) 0.0033(9) -0.0017(8) C57 0.0220(10) 0.0297(11) 0.0340(12) 0.0003(9) 0.0095(9) -0.0007(9) C58 0.0240(10) 0.0296(12) 0.0329(11) 0.0042(9) 0.0075(9) -0.0014(9) C59 0.0375(12) 0.0339(13) 0.0446(13) -0.0055(10) 0.0123(11) 0.0021(10) C60 0.0443(13) 0.0382(13) 0.0380(13) 0.0037(10) 0.0101(11) 0.0029(11) C61 0.0247(10) 0.0292(11) 0.0334(11) 0.0003(9) 0.0027(9) 0.0005(9) C62 0.0309(11) 0.0297(12) 0.0472(13) 0.0024(10) 0.0062(10) -0.0006(10) C63 0.0271(11) 0.0340(13) 0.0641(16) -0.0010(12) 0.0107(11) 0.0028(10) C64 0.0359(12) 0.0246(12) 0.0488(14) 0.0039(10) 0.0037(11) 0.0005(10) C65 0.0390(12) 0.0362(13) 0.0427(13) 0.0039(11) 0.0116(11) 0.0017(11) C66 0.0347(12) 0.0377(13) 0.0413(13) 0.0069(10) 0.0125(10) 0.0070(10) C67 0.0728(17) 0.0350(14) 0.0535(15) 0.0103(12) 0.0181(13) 0.0078(13) C68 0.0187(9) 0.0277(12) 0.0381(12) 0.0059(9) 0.0074(9) 0.0051(8) C69 0.0227(10) 0.0277(11) 0.0392(12) -0.0001(9) 0.0065(9) -0.0004(9) C70 0.0282(10) 0.0310(12) 0.0300(11) 0.0008(9) 0.0083(9) 0.0003(9) C71 0.0252(10) 0.0278(11) 0.0357(12) 0.0011(9) 0.0107(9) 0.0008(9) C72 0.0272(10) 0.0290(12) 0.0327(11) -0.0007(9) 0.0068(9) -0.0028(9) C73 0.0274(10) 0.0284(12) 0.0345(12) 0.0036(9) 0.0082(9) 0.0032(9) C74 0.0380(12) 0.0460(14) 0.0414(13) -0.0022(11) 0.0057(11) -0.0107(11) C75 0.0539(14) 0.0426(14) 0.0381(13) 0.0037(10) 0.0123(12) -0.0106(12) C76 0.0263(10) 0.0250(11) 0.0317(11) 0.0019(9) 0.0057(9) -0.0005(9) C77 0.0335(11) 0.0291(12) 0.0334(12) 0.0002(9) 0.0074(10) -0.0020(9) C78 0.0349(11) 0.0334(12) 0.0329(12) 0.0020(10) 0.0112(10) -0.0046(10) C79 0.0337(12) 0.0294(12) 0.0414(13) 0.0065(10) 0.0084(10) -0.0048(10) C80 0.0513(14) 0.0312(13) 0.0411(13) -0.0088(10) 0.0165(11) -0.0116(11) C81 0.0442(13) 0.0318(13) 0.0359(12) -0.0024(10) 0.0137(10) -0.0069(10) C82 0.0586(15) 0.0448(14) 0.0426(14) 0.0097(11) 0.0181(12) -0.0114(12) _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 O34 C34 1.375(2) . ? O34 C37 1.433(2) . ? O49 C49 1.383(2) . ? O49 C52 1.420(2) . ? O64 C64 1.365(2) . ? O64 C67 1.418(2) . ? O79 C79 1.372(2) . ? O79 C82 1.436(2) . ? C1 C6 1.410(2) . ? C1 C2 1.416(2) . ? C1 C7 1.435(2) . ? C2 C3 1.387(2) . ? C2 C23 1.498(2) . ? C3 C4 1.381(2) . ? C3 H3 0.9500 . ? C4 C5 1.381(2) . ? C4 H4 0.9500 . ? C5 C6 1.389(2) . ? C5 H5 0.9500 . ? C6 C38 1.498(2) . ? C7 C8 1.193(2) . ? C8 C9 1.438(2) . ? C9 C10 1.385(3) . ? C9 C14 1.396(3) . ? C10 C11 1.374(2) . ? C10 H10 0.9500 . ? C11 C12 1.388(3) . ? C11 H11 0.9500 . ? C12 C13 1.394(3) . ? C12 C15 1.444(2) . ? C13 C14 1.377(2) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.196(2) . ? C16 C17 1.438(2) . ? C17 C18 1.409(2) . ? C17 C22 1.413(2) . ? C18 C19 1.395(2) . ? C18 C53 1.488(2) . ? C19 C20 1.379(3) . ? C19 H19 0.9500 . ? C20 C21 1.377(3) . ? C20 H20 0.9500 . ? C21 C22 1.391(2) . ? C21 H21 0.9500 . ? C22 C68 1.503(2) . ? C23 C24 1.396(2) . ? C23 C28 1.399(2) . ? C24 C25 1.386(2) . ? C24 C29 1.502(3) . ? C25 C26 1.389(2) . ? C25 H25 0.9500 . ? C26 C27 1.391(2) . ? C26 C31 1.487(2) . ? C27 C28 1.388(2) . ? C27 H27 0.9500 . ? C28 C30 1.515(2) . ? C29 H291 0.9800 . ? C29 H292 0.9800 . ? C29 H293 0.9800 . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? C31 C36 1.380(2) . ? C31 C32 1.394(2) . ? C32 C33 1.386(2) . ? C32 H32 0.9500 . ? C33 C34 1.377(3) . ? C33 H33 0.9500 . ? C34 C35 1.383(3) . ? C35 C36 1.386(2) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H371 0.9800 . ? C37 H372 0.9800 . ? C37 H373 0.9800 . ? C38 C39 1.402(2) . ? C38 C43 1.413(2) . ? C39 C40 1.390(2) . ? C39 C44 1.512(2) . ? C40 C41 1.384(2) . ? C40 H40 0.9500 . ? C41 C42 1.395(2) . ? C41 C46 1.482(2) . ? C42 C43 1.395(2) . ? C42 H42 0.9500 . ? C43 C45 1.508(2) . ? C44 H441 0.9800 . ? C44 H442 0.9800 . ? C44 H443 0.9800 . ? C45 H451 0.9800 . ? C45 H452 0.9800 . ? C45 H453 0.9800 . ? C46 C51 1.383(2) . ? C46 C47 1.394(2) . ? C47 C48 1.374(2) . ? C47 H47 0.9500 . ? C48 C49 1.383(3) . ? C48 H48 0.9500 . ? C49 C50 1.372(3) . ? C50 C51 1.397(2) . ? C50 H50 0.9500 . ? C51 H51 0.9500 . ? C52 H521 0.9800 . ? C52 H522 0.9800 . ? C52 H523 0.9800 . ? C53 C58 1.401(2) . ? C53 C54 1.403(2) . ? C54 C55 1.385(2) . ? C54 C59 1.509(2) . ? C55 C56 1.394(2) . ? C55 H55 0.9500 . ? C56 C57 1.385(3) . ? C56 C61 1.491(2) . ? C57 C58 1.388(2) . ? C57 H57 0.9500 . ? C58 C60 1.512(2) . ? C59 H591 0.9800 . ? C59 H592 0.9800 . ? C59 H593 0.9800 . ? C60 H601 0.9800 . ? C60 H602 0.9800 . ? C60 H603 0.9800 . ? C61 C66 1.390(2) . ? C61 C62 1.392(2) . ? C62 C63 1.392(3) . ? C62 H62 0.9500 . ? C63 C64 1.380(3) . ? C63 H63 0.9500 . ? C64 C65 1.379(3) . ? C65 C66 1.379(3) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C67 H671 0.9800 . ? C67 H672 0.9800 . ? C67 H673 0.9800 . ? C68 C69 1.403(3) . ? C68 C73 1.408(3) . ? C69 C70 1.387(2) . ? C69 C74 1.509(2) . ? C70 C71 1.396(2) . ? C70 H70 0.9500 . ? C71 C72 1.388(2) . ? C71 C76 1.488(2) . ? C72 C73 1.392(2) . ? C72 H72 0.9500 . ? C73 C75 1.507(3) . ? C74 H741 0.9800 . ? C74 H742 0.9800 . ? C74 H743 0.9800 . ? C75 H751 0.9800 . ? C75 H752 0.9800 . ? C75 H753 0.9800 . ? C76 C81 1.381(2) . ? C76 C77 1.397(3) . ? C77 C78 1.378(2) . ? C77 H77 0.9500 . ? C78 C79 1.376(3) . ? C78 H78 0.9500 . ? C79 C80 1.383(3) . ? C80 C81 1.384(2) . ? C80 H80 0.9500 . ? C81 H81 0.9500 . ? C82 H821 0.9800 . ? C82 H822 0.9800 . ? C82 H823 0.9800 . ? 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 O34 C37 115.92(15) . . ? C49 O49 C52 117.43(17) . . ? C64 O64 C67 116.66(17) . . ? C79 O79 C82 116.61(16) . . ? C6 C1 C2 120.43(16) . . ? C6 C1 C7 121.28(17) . . ? C2 C1 C7 118.29(16) . . ? C3 C2 C1 118.50(17) . . ? C3 C2 C23 121.34(17) . . ? C1 C2 C23 120.15(16) . . ? C4 C3 C2 121.00(18) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.45(18) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.85(18) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 118.72(17) . . ? C5 C6 C38 120.09(17) . . ? C1 C6 C38 121.16(16) . . ? C8 C7 C1 176.5(2) . . ? C7 C8 C9 178.1(2) . . ? C10 C9 C14 119.10(17) . . ? C10 C9 C8 120.87(18) . . ? C14 C9 C8 120.02(18) . . ? C11 C10 C9 120.55(18) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.61(18) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 119.07(17) . . ? C11 C12 C15 120.01(19) . . ? C13 C12 C15 120.90(18) . . ? C14 C13 C12 120.27(19) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C9 120.35(19) . . ? C13 C14 H14 119.8 . . ? C9 C14 H14 119.8 . . ? C16 C15 C12 177.6(2) . . ? C15 C16 C17 178.3(2) . . ? C18 C17 C22 121.00(16) . . ? C18 C17 C16 119.51(17) . . ? C22 C17 C16 119.48(16) . . ? C19 C18 C17 117.96(18) . . ? C19 C18 C53 120.37(17) . . ? C17 C18 C53 121.62(16) . . ? C20 C19 C18 121.37(18) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C21 C20 C19 120.21(18) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C20 C21 C22 121.13(18) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C21 C22 C17 118.33(17) . . ? C21 C22 C68 120.52(17) . . ? C17 C22 C68 121.10(15) . . ? C24 C23 C28 119.75(17) . . ? C24 C23 C2 120.17(17) . . ? C28 C23 C2 120.07(17) . . ? C25 C24 C23 119.93(17) . . ? C25 C24 C29 119.14(18) . . ? C23 C24 C29 120.93(17) . . ? C24 C25 C26 121.32(18) . . ? C24 C25 H25 119.3 . . ? C26 C25 H25 119.3 . . ? C25 C26 C27 117.81(17) . . ? C25 C26 C31 121.58(17) . . ? C27 C26 C31 120.61(17) . . ? C28 C27 C26 122.35(17) . . ? C28 C27 H27 118.8 . . ? C26 C27 H27 118.8 . . ? C27 C28 C23 118.71(17) . . ? C27 C28 C30 119.95(17) . . ? C23 C28 C30 121.34(17) . . ? C24 C29 H291 109.5 . . ? C24 C29 H292 109.5 . . ? H291 C29 H292 109.5 . . ? C24 C29 H293 109.5 . . ? H291 C29 H293 109.5 . . ? H292 C29 H293 109.5 . . ? C28 C30 H301 109.5 . . ? C28 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C28 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? C36 C31 C32 117.02(17) . . ? C36 C31 C26 122.66(17) . . ? C32 C31 C26 120.31(17) . . ? C33 C32 C31 122.11(19) . . ? C33 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C34 C33 C32 119.46(19) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? O34 C34 C33 124.54(18) . . ? O34 C34 C35 115.87(18) . . ? C33 C34 C35 119.58(18) . . ? C34 C35 C36 120.12(19) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C31 C36 C35 121.64(18) . . ? C31 C36 H36 119.2 . . ? C35 C36 H36 119.2 . . ? O34 C37 H371 109.5 . . ? O34 C37 H372 109.5 . . ? H371 C37 H372 109.5 . . ? O34 C37 H373 109.5 . . ? H371 C37 H373 109.5 . . ? H372 C37 H373 109.5 . . ? C39 C38 C43 119.95(17) . . ? C39 C38 C6 121.10(16) . . ? C43 C38 C6 118.93(16) . . ? C40 C39 C38 118.85(17) . . ? C40 C39 C44 118.96(17) . . ? C38 C39 C44 122.08(17) . . ? C41 C40 C39 122.93(17) . . ? C41 C40 H40 118.5 . . ? C39 C40 H40 118.5 . . ? C40 C41 C42 117.25(17) . . ? C40 C41 C46 121.67(17) . . ? C42 C41 C46 120.94(17) . . ? C41 C42 C43 122.41(17) . . ? C41 C42 H42 118.8 . . ? C43 C42 H42 118.8 . . ? C42 C43 C38 118.57(17) . . ? C42 C43 C45 119.72(17) . . ? C38 C43 C45 121.70(17) . . ? C39 C44 H441 109.5 . . ? C39 C44 H442 109.5 . . ? H441 C44 H442 109.5 . . ? C39 C44 H443 109.5 . . ? H441 C44 H443 109.5 . . ? H442 C44 H443 109.5 . . ? C43 C45 H451 109.5 . . ? C43 C45 H452 109.5 . . ? H451 C45 H452 109.5 . . ? C43 C45 H453 109.5 . . ? H451 C45 H453 109.5 . . ? H452 C45 H453 109.5 . . ? C51 C46 C47 117.37(18) . . ? C51 C46 C41 121.96(17) . . ? C47 C46 C41 120.58(17) . . ? C48 C47 C46 121.70(19) . . ? C48 C47 H47 119.1 . . ? C46 C47 H47 119.1 . . ? C47 C48 C49 119.8(2) . . ? C47 C48 H48 120.1 . . ? C49 C48 H48 120.1 . . ? C50 C49 O49 124.98(19) . . ? C50 C49 C48 120.29(19) . . ? O49 C49 C48 114.72(19) . . ? C49 C50 C51 119.20(19) . . ? C49 C50 H50 120.4 . . ? C51 C50 H50 120.4 . . ? C46 C51 C50 121.66(19) . . ? C46 C51 H51 119.2 . . ? C50 C51 H51 119.2 . . ? O49 C52 H521 109.5 . . ? O49 C52 H522 109.5 . . ? H521 C52 H522 109.5 . . ? O49 C52 H523 109.5 . . ? H521 C52 H523 109.5 . . ? H522 C52 H523 109.5 . . ? C58 C53 C54 119.83(17) . . ? C58 C53 C18 120.93(17) . . ? C54 C53 C18 119.23(17) . . ? C55 C54 C53 118.93(17) . . ? C55 C54 C59 118.84(17) . . ? C53 C54 C59 122.24(17) . . ? C54 C55 C56 122.24(18) . . ? C54 C55 H55 118.9 . . ? C56 C55 H55 118.9 . . ? C57 C56 C55 117.67(17) . . ? C57 C56 C61 121.78(17) . . ? C55 C56 C61 120.43(17) . . ? C56 C57 C58 122.05(18) . . ? C56 C57 H57 119.0 . . ? C58 C57 H57 119.0 . . ? C57 C58 C53 119.25(17) . . ? C57 C58 C60 118.66(17) . . ? C53 C58 C60 121.97(17) . . ? C54 C59 H591 109.5 . . ? C54 C59 H592 109.5 . . ? H591 C59 H592 109.5 . . ? C54 C59 H593 109.5 . . ? H591 C59 H593 109.5 . . ? H592 C59 H593 109.5 . . ? C58 C60 H601 109.5 . . ? C58 C60 H602 109.5 . . ? H601 C60 H602 109.5 . . ? C58 C60 H603 109.5 . . ? H601 C60 H603 109.5 . . ? H602 C60 H603 109.5 . . ? C66 C61 C62 117.72(18) . . ? C66 C61 C56 120.05(17) . . ? C62 C61 C56 122.23(17) . . ? C63 C62 C61 120.50(19) . . ? C63 C62 H62 119.8 . . ? C61 C62 H62 119.8 . . ? C64 C63 C62 120.42(19) . . ? C64 C63 H63 119.8 . . ? C62 C63 H63 119.8 . . ? O64 C64 C65 124.71(19) . . ? O64 C64 C63 115.51(19) . . ? C65 C64 C63 119.78(19) . . ? C64 C65 C66 119.5(2) . . ? C64 C65 H65 120.2 . . ? C66 C65 H65 120.2 . . ? C65 C66 C61 122.05(19) . . ? C65 C66 H66 119.0 . . ? C61 C66 H66 119.0 . . ? O64 C67 H671 109.5 . . ? O64 C67 H672 109.5 . . ? H671 C67 H672 109.5 . . ? O64 C67 H673 109.5 . . ? H671 C67 H673 109.5 . . ? H672 C67 H673 109.5 . . ? C69 C68 C73 119.86(17) . . ? C69 C68 C22 119.26(17) . . ? C73 C68 C22 120.87(17) . . ? C70 C69 C68 118.75(18) . . ? C70 C69 C74 119.54(18) . . ? C68 C69 C74 121.69(18) . . ? C69 C70 C71 122.60(18) . . ? C69 C70 H70 118.7 . . ? C71 C70 H70 118.7 . . ? C72 C71 C70 117.46(18) . . ? C72 C71 C76 121.56(17) . . ? C70 C71 C76 120.97(17) . . ? C71 C72 C73 122.04(18) . . ? C71 C72 H72 119.0 . . ? C73 C72 H72 119.0 . . ? C72 C73 C68 119.15(18) . . ? C72 C73 C75 118.85(18) . . ? C68 C73 C75 122.00(17) . . ? C69 C74 H741 109.5 . . ? C69 C74 H742 109.5 . . ? H741 C74 H742 109.5 . . ? C69 C74 H743 109.5 . . ? H741 C74 H743 109.5 . . ? H742 C74 H743 109.5 . . ? C73 C75 H751 109.5 . . ? C73 C75 H752 109.5 . . ? H751 C75 H752 109.5 . . ? C73 C75 H753 109.5 . . ? H751 C75 H753 109.5 . . ? H752 C75 H753 109.5 . . ? C81 C76 C77 116.90(18) . . ? C81 C76 C71 122.33(17) . . ? C77 C76 C71 120.77(17) . . ? C78 C77 C76 122.18(19) . . ? C78 C77 H77 118.9 . . ? C76 C77 H77 118.9 . . ? C79 C78 C77 119.59(19) . . ? C79 C78 H78 120.2 . . ? C77 C78 H78 120.2 . . ? O79 C79 C78 124.19(18) . . ? O79 C79 C80 116.17(18) . . ? C78 C79 C80 119.64(19) . . ? C79 C80 C81 120.00(19) . . ? C79 C80 H80 120.0 . . ? C81 C80 H80 120.0 . . ? C76 C81 C80 121.70(19) . . ? C76 C81 H81 119.2 . . ? C80 C81 H81 119.2 . . ? O79 C82 H821 109.5 . . ? O79 C82 H822 109.5 . . ? H821 C82 H822 109.5 . . ? O79 C82 H823 109.5 . . ? H821 C82 H823 109.5 . . ? H822 C82 H823 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 C6 C1 C2 C3 -2.3(3) . . . . ? C7 C1 C2 C3 176.75(18) . . . . ? C6 C1 C2 C23 178.54(17) . . . . ? C7 C1 C2 C23 -2.5(3) . . . . ? C1 C2 C3 C4 0.7(3) . . . . ? C23 C2 C3 C4 179.89(19) . . . . ? C2 C3 C4 C5 0.8(3) . . . . ? C3 C4 C5 C6 -0.8(3) . . . . ? C4 C5 C6 C1 -0.8(3) . . . . ? C4 C5 C6 C38 177.59(19) . . . . ? C2 C1 C6 C5 2.3(3) . . . . ? C7 C1 C6 C5 -176.69(18) . . . . ? C2 C1 C6 C38 -176.05(17) . . . . ? C7 C1 C6 C38 5.0(3) . . . . ? C14 C9 C10 C11 2.2(3) . . . . ? C8 C9 C10 C11 -177.12(19) . . . . ? C9 C10 C11 C12 -1.1(3) . . . . ? C10 C11 C12 C13 -1.0(3) . . . . ? C10 C11 C12 C15 177.36(18) . . . . ? C11 C12 C13 C14 2.1(3) . . . . ? C15 C12 C13 C14 -176.30(19) . . . . ? C12 C13 C14 C9 -1.0(3) . . . . ? C10 C9 C14 C13 -1.1(3) . . . . ? C8 C9 C14 C13 178.19(19) . . . . ? C22 C17 C18 C19 -0.1(3) . . . . ? C16 C17 C18 C19 -178.75(19) . . . . ? C22 C17 C18 C53 -177.45(18) . . . . ? C16 C17 C18 C53 3.9(3) . . . . ? C17 C18 C19 C20 -0.1(3) . . . . ? C53 C18 C19 C20 177.34(19) . . . . ? C18 C19 C20 C21 0.0(3) . . . . ? C19 C20 C21 C22 0.3(3) . . . . ? C20 C21 C22 C17 -0.5(3) . . . . ? C20 C21 C22 C68 177.01(19) . . . . ? C18 C17 C22 C21 0.3(3) . . . . ? C16 C17 C22 C21 179.02(18) . . . . ? C18 C17 C22 C68 -177.13(17) . . . . ? C16 C17 C22 C68 1.6(3) . . . . ? C3 C2 C23 C24 107.2(2) . . . . ? C1 C2 C23 C24 -73.6(2) . . . . ? C3 C2 C23 C28 -73.7(3) . . . . ? C1 C2 C23 C28 105.5(2) . . . . ? C28 C23 C24 C25 -3.5(3) . . . . ? C2 C23 C24 C25 175.61(17) . . . . ? C28 C23 C24 C29 176.42(19) . . . . ? C2 C23 C24 C29 -4.4(3) . . . . ? C23 C24 C25 C26 1.4(3) . . . . ? C29 C24 C25 C26 -178.58(19) . . . . ? C24 C25 C26 C27 1.9(3) . . . . ? C24 C25 C26 C31 -178.70(17) . . . . ? C25 C26 C27 C28 -3.1(3) . . . . ? C31 C26 C27 C28 177.49(17) . . . . ? C26 C27 C28 C23 1.0(3) . . . . ? C26 C27 C28 C30 -178.66(18) . . . . ? C24 C23 C28 C27 2.4(3) . . . . ? C2 C23 C28 C27 -176.77(16) . . . . ? C24 C23 C28 C30 -178.00(17) . . . . ? C2 C23 C28 C30 2.9(3) . . . . ? C25 C26 C31 C36 -31.8(3) . . . . ? C27 C26 C31 C36 147.64(19) . . . . ? C25 C26 C31 C32 149.14(19) . . . . ? C27 C26 C31 C32 -31.5(3) . . . . ? C36 C31 C32 C33 -2.3(3) . . . . ? C26 C31 C32 C33 176.83(18) . . . . ? C31 C32 C33 C34 0.6(3) . . . . ? C37 O34 C34 C33 7.8(3) . . . . ? C37 O34 C34 C35 -173.50(17) . . . . ? C32 C33 C34 O34 -179.27(18) . . . . ? C32 C33 C34 C35 2.1(3) . . . . ? O34 C34 C35 C36 178.27(17) . . . . ? C33 C34 C35 C36 -3.0(3) . . . . ? C32 C31 C36 C35 1.4(3) . . . . ? C26 C31 C36 C35 -177.72(18) . . . . ? C34 C35 C36 C31 1.2(3) . . . . ? C5 C6 C38 C39 110.4(2) . . . . ? C1 C6 C38 C39 -71.3(2) . . . . ? C5 C6 C38 C43 -67.7(2) . . . . ? C1 C6 C38 C43 110.7(2) . . . . ? C43 C38 C39 C40 0.6(3) . . . . ? C6 C38 C39 C40 -177.40(16) . . . . ? C43 C38 C39 C44 176.66(17) . . . . ? C6 C38 C39 C44 -1.4(3) . . . . ? C38 C39 C40 C41 1.1(3) . . . . ? C44 C39 C40 C41 -175.08(18) . . . . ? C39 C40 C41 C42 -2.3(3) . . . . ? C39 C40 C41 C46 173.42(16) . . . . ? C40 C41 C42 C43 2.0(3) . . . . ? C46 C41 C42 C43 -173.80(16) . . . . ? C41 C42 C43 C38 -0.4(3) . . . . ? C41 C42 C43 C45 179.30(17) . . . . ? C39 C38 C43 C42 -0.9(3) . . . . ? C6 C38 C43 C42 177.13(16) . . . . ? C39 C38 C43 C45 179.35(16) . . . . ? C6 C38 C43 C45 -2.6(3) . . . . ? C40 C41 C46 C51 37.1(3) . . . . ? C42 C41 C46 C51 -147.29(18) . . . . ? C40 C41 C46 C47 -139.25(19) . . . . ? C42 C41 C46 C47 36.4(3) . . . . ? C51 C46 C47 C48 -0.8(3) . . . . ? C41 C46 C47 C48 175.75(18) . . . . ? C46 C47 C48 C49 -0.2(3) . . . . ? C52 O49 C49 C50 2.0(3) . . . . ? C52 O49 C49 C48 -178.98(19) . . . . ? C47 C48 C49 C50 1.0(3) . . . . ? C47 C48 C49 O49 -178.08(18) . . . . ? O49 C49 C50 C51 178.22(18) . . . . ? C48 C49 C50 C51 -0.8(3) . . . . ? C47 C46 C51 C50 1.0(3) . . . . ? C41 C46 C51 C50 -175.46(17) . . . . ? C49 C50 C51 C46 -0.3(3) . . . . ? C19 C18 C53 C58 111.8(2) . . . . ? C17 C18 C53 C58 -70.9(2) . . . . ? C19 C18 C53 C54 -67.6(3) . . . . ? C17 C18 C53 C54 109.7(2) . . . . ? C58 C53 C54 C55 -0.2(3) . . . . ? C18 C53 C54 C55 179.15(16) . . . . ? C58 C53 C54 C59 -179.94(17) . . . . ? C18 C53 C54 C59 -0.5(3) . . . . ? C53 C54 C55 C56 -0.6(3) . . . . ? C59 C54 C55 C56 179.13(16) . . . . ? C54 C55 C56 C57 1.7(3) . . . . ? C54 C55 C56 C61 -174.38(16) . . . . ? C55 C56 C57 C58 -2.1(3) . . . . ? C61 C56 C57 C58 173.95(16) . . . . ? C56 C57 C58 C53 1.3(3) . . . . ? C56 C57 C58 C60 -174.85(18) . . . . ? C54 C53 C58 C57 -0.1(3) . . . . ? C18 C53 C58 C57 -179.50(16) . . . . ? C54 C53 C58 C60 175.93(17) . . . . ? C18 C53 C58 C60 -3.5(3) . . . . ? C57 C56 C61 C66 -139.7(2) . . . . ? C55 C56 C61 C66 36.3(3) . . . . ? C57 C56 C61 C62 39.8(3) . . . . ? C55 C56 C61 C62 -144.30(19) . . . . ? C66 C61 C62 C63 0.3(3) . . . . ? C56 C61 C62 C63 -179.19(18) . . . . ? C61 C62 C63 C64 -0.8(3) . . . . ? C67 O64 C64 C65 4.1(3) . . . . ? C67 O64 C64 C63 -176.10(18) . . . . ? C62 C63 C64 O64 -178.81(18) . . . . ? C62 C63 C64 C65 1.0(3) . . . . ? O64 C64 C65 C66 179.19(19) . . . . ? C63 C64 C65 C66 -0.6(3) . . . . ? C64 C65 C66 C61 0.0(3) . . . . ? C62 C61 C66 C65 0.1(3) . . . . ? C56 C61 C66 C65 179.60(18) . . . . ? C21 C22 C68 C69 -69.2(3) . . . . ? C17 C22 C68 C69 108.2(2) . . . . ? C21 C22 C68 C73 111.8(2) . . . . ? C17 C22 C68 C73 -70.8(2) . . . . ? C73 C68 C69 C70 1.0(3) . . . . ? C22 C68 C69 C70 -177.93(16) . . . . ? C73 C68 C69 C74 179.89(17) . . . . ? C22 C68 C69 C74 0.9(3) . . . . ? C68 C69 C70 C71 2.6(3) . . . . ? C74 C69 C70 C71 -176.33(17) . . . . ? C69 C70 C71 C72 -4.1(3) . . . . ? C69 C70 C71 C76 174.68(17) . . . . ? C70 C71 C72 C73 2.1(3) . . . . ? C76 C71 C72 C73 -176.67(17) . . . . ? C71 C72 C73 C68 1.3(3) . . . . ? C71 C72 C73 C75 -177.92(18) . . . . ? C69 C68 C73 C72 -2.9(3) . . . . ? C22 C68 C73 C72 176.04(16) . . . . ? C69 C68 C73 C75 176.31(18) . . . . ? C22 C68 C73 C75 -4.7(3) . . . . ? C72 C71 C76 C81 -29.6(3) . . . . ? C70 C71 C76 C81 151.73(19) . . . . ? C72 C71 C76 C77 149.99(18) . . . . ? C70 C71 C76 C77 -28.7(3) . . . . ? C81 C76 C77 C78 -0.1(3) . . . . ? C71 C76 C77 C78 -179.66(17) . . . . ? C76 C77 C78 C79 -0.1(3) . . . . ? C82 O79 C79 C78 -0.5(3) . . . . ? C82 O79 C79 C80 179.13(18) . . . . ? C77 C78 C79 O79 179.99(17) . . . . ? C77 C78 C79 C80 0.4(3) . . . . ? O79 C79 C80 C81 179.94(18) . . . . ? C78 C79 C80 C81 -0.4(3) . . . . ? C77 C76 C81 C80 0.1(3) . . . . ? C71 C76 C81 C80 179.62(18) . . . . ? C79 C80 C81 C76 0.2(3) . . . . ? # End of CIF ============================================================ # Attachment '3-sg0639.cif' data_SG0639 _database_code_depnum_ccdc_archive 'CCDC 763797' #TrackingRef '3-sg0639.cif' _audit_creation_method SHELXL-97 _audit_creation_date 06-11-15 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C66 H50 O4' _chemical_formula_sum 'C66 H50 O4' _chemical_formula_weight 907.12 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 264 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 200 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 16 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 c 1' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 9 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 35.6175(10) _cell_length_b 9.3960(3) _cell_length_c 14.9250(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.4734(18) _cell_angle_gamma 90.00 _cell_volume 4990.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 4677 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 0.0737 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.990(2) Frames collected: 427 Seconds exposure per frame: 180 Degrees rotation per frame: 1.0 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 36176 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.04 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 4402 _reflns_number_gt 3928 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2006)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1465P)^2^+0.7217P] 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_abs_structure_details 'Flack & Bernardinelli (2000), ? Friedel pairs' _refine_ls_abs_structure_Flack 1(2) _chemical_absolute_configuration ? _refine_ls_number_reflns 4402 _refine_ls_number_parameters 639 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.1890 _refine_ls_wR_factor_gt 0.1797 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.399 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.089 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 0.60147(10) 0.4862(4) 0.5021(3) 0.0407(8) Uani 1 1 d . . . O2 O 0.39254(10) 0.7216(4) 0.4020(3) 0.0496(10) Uani 1 1 d . . . O3 O 0.13390(10) 0.0990(5) 0.8014(3) 0.0584(12) Uani 1 1 d . . . O4 O 0.34103(9) -0.2224(4) 0.8386(3) 0.0416(9) Uani 1 1 d . . . C1 C 0.49899(13) -0.0215(5) 0.6848(3) 0.0267(9) Uani 1 1 d . . . C2 C 0.49013(12) -0.1422(5) 0.7358(3) 0.0286(10) Uani 1 1 d . . . C3 C 0.51832(14) -0.2384(5) 0.7624(3) 0.0345(11) Uani 1 1 d . . . H3 H 0.5126 -0.3197 0.7970 0.041 Uiso 1 1 calc R . . C4 C 0.55489(13) -0.2140(6) 0.7375(3) 0.0335(11) Uani 1 1 d . . . H4 H 0.5741 -0.2802 0.7540 0.040 Uiso 1 1 calc R . . C5 C 0.56339(13) -0.0943(5) 0.6890(3) 0.0306(10) Uani 1 1 d . . . H5 H 0.5887 -0.0790 0.6735 0.037 Uiso 1 1 calc R . . C6 C 0.53633(12) 0.0043(5) 0.6622(3) 0.0278(10) Uani 1 1 d . . . C7 C 0.54911(12) 0.1365(5) 0.6154(3) 0.0286(10) Uani 1 1 d . . . C8 C 0.56428(12) 0.1277(5) 0.5301(3) 0.0273(10) Uani 1 1 d . . . C9 C 0.58042(12) 0.2497(5) 0.4941(3) 0.0300(10) Uani 1 1 d . . . H9 H 0.5903 0.2456 0.4360 0.036 Uiso 1 1 calc R . . C10 C 0.58228(13) 0.3755(5) 0.5414(3) 0.0324(10) Uani 1 1 d . . . C11 C 0.56688(14) 0.3838(5) 0.6242(3) 0.0357(11) Uani 1 1 d . . . H11 H 0.5675 0.4717 0.6556 0.043 Uiso 1 1 calc R . . C12 C 0.55036(14) 0.2650(5) 0.6628(3) 0.0347(11) Uani 1 1 d . . . C13 C 0.56494(15) -0.0081(6) 0.4778(3) 0.0390(12) Uani 1 1 d . . . H131 H 0.5610 0.0128 0.4138 0.058 Uiso 1 1 calc R . . H132 H 0.5449 -0.0712 0.4972 0.058 Uiso 1 1 calc R . . H133 H 0.5893 -0.0548 0.4882 0.058 Uiso 1 1 calc R . . C14 C 0.5360(2) 0.2801(7) 0.7532(4) 0.0554(16) Uani 1 1 d . . . H141 H 0.5085 0.2842 0.7491 0.083 Uiso 1 1 calc R . . H142 H 0.5459 0.3678 0.7808 0.083 Uiso 1 1 calc R . . H143 H 0.5441 0.1983 0.7900 0.083 Uiso 1 1 calc R . . C15 C 0.58639(14) 0.6229(5) 0.5172(4) 0.0409(12) Uani 1 1 d . . . H151 H 0.6010 0.6951 0.4852 0.049 Uiso 1 1 calc R . . H152 H 0.5885 0.6450 0.5821 0.049 Uiso 1 1 calc R . . C16 C 0.54719(14) 0.6292(5) 0.4860(4) 0.0371(11) Uani 1 1 d . . . C17 C 0.51524(15) 0.6173(6) 0.4565(4) 0.0405(12) Uani 1 1 d . . . C18 C 0.47988(16) 0.6069(6) 0.4209(4) 0.0440(13) Uani 1 1 d . . . C19 C 0.44815(16) 0.6016(6) 0.3871(4) 0.0442(13) Uani 1 1 d . . . C20 C 0.40905(16) 0.6052(7) 0.3561(4) 0.0446(13) Uani 1 1 d . . . H201 H 0.4069 0.6200 0.2904 0.054 Uiso 1 1 calc R . . H202 H 0.3964 0.5148 0.3705 0.054 Uiso 1 1 calc R . . C21 C 0.35537(13) 0.7058(6) 0.4234(4) 0.0372(12) Uani 1 1 d . . . C22 C 0.34516(14) 0.7802(5) 0.4987(4) 0.0394(12) Uani 1 1 d . . . H22 H 0.3631 0.8384 0.5303 0.047 Uiso 1 1 calc R . . C23 C 0.30848(14) 0.7695(5) 0.5282(4) 0.0355(11) Uani 1 1 d . . . C24 C 0.28300(13) 0.6814(5) 0.4812(3) 0.0309(11) Uani 1 1 d . . . C25 C 0.29360(13) 0.6060(5) 0.4046(3) 0.0321(11) Uani 1 1 d . . . C26 C 0.33049(14) 0.6203(6) 0.3764(3) 0.0355(12) Uani 1 1 d . . . H26 H 0.3382 0.5708 0.3247 0.043 Uiso 1 1 calc R . . C27 C 0.29681(16) 0.8452(7) 0.6121(5) 0.0544(16) Uani 1 1 d . . . H271 H 0.2828 0.9316 0.5954 0.082 Uiso 1 1 calc R . . H272 H 0.3192 0.8708 0.6490 0.082 Uiso 1 1 calc R . . H273 H 0.2809 0.7821 0.6463 0.082 Uiso 1 1 calc R . . C28 C 0.26665(16) 0.5114(7) 0.3526(4) 0.0461(13) Uani 1 1 d . . . H281 H 0.2560 0.4416 0.3932 0.069 Uiso 1 1 calc R . . H282 H 0.2800 0.4616 0.3058 0.069 Uiso 1 1 calc R . . H283 H 0.2464 0.5692 0.3249 0.069 Uiso 1 1 calc R . . C29 C 0.23496(12) 0.5477(5) 0.5671(3) 0.0255(9) Uani 1 1 d . . . C30 C 0.24387(13) 0.6633(5) 0.5113(3) 0.0290(10) Uani 1 1 d . . . C31 C 0.21650(14) 0.7600(5) 0.4868(4) 0.0371(12) Uani 1 1 d . . . H31 H 0.2227 0.8393 0.4508 0.045 Uiso 1 1 calc R . . C32 C 0.17999(13) 0.7445(5) 0.5133(3) 0.0372(12) Uani 1 1 d . . . H32 H 0.1614 0.8130 0.4961 0.045 Uiso 1 1 calc R . . C33 C 0.17085(13) 0.6299(5) 0.5643(4) 0.0333(11) Uani 1 1 d . . . H33 H 0.1455 0.6182 0.5805 0.040 Uiso 1 1 calc R . . C34 C 0.19772(12) 0.5290(5) 0.5935(3) 0.0273(10) Uani 1 1 d . . . C35 C 0.18449(12) 0.4091(5) 0.6491(3) 0.0269(10) Uani 1 1 d . . . C36 C 0.17064(13) 0.4380(6) 0.7343(3) 0.0354(11) Uani 1 1 d . . . C37 C 0.15489(14) 0.3316(6) 0.7823(3) 0.0389(12) Uani 1 1 d . . . H37 H 0.1455 0.3517 0.8396 0.047 Uiso 1 1 calc R . . C38 C 0.15240(12) 0.1966(6) 0.7489(3) 0.0388(13) Uani 1 1 d . . . C39 C 0.16675(14) 0.1643(6) 0.6667(4) 0.0384(12) Uani 1 1 d . . . H39 H 0.1654 0.0695 0.6446 0.046 Uiso 1 1 calc R . . C40 C 0.18328(13) 0.2712(5) 0.6161(3) 0.0315(11) Uani 1 1 d . . . C41 C 0.17193(18) 0.5854(7) 0.7734(4) 0.0548(16) Uani 1 1 d . . . H411 H 0.1494 0.6379 0.7532 0.082 Uiso 1 1 calc R . . H412 H 0.1943 0.6351 0.7536 0.082 Uiso 1 1 calc R . . H413 H 0.1730 0.5793 0.8390 0.082 Uiso 1 1 calc R . . C42 C 0.19729(19) 0.2314(6) 0.5256(4) 0.0496(14) Uani 1 1 d . . . H421 H 0.1898 0.3047 0.4817 0.074 Uiso 1 1 calc R . . H422 H 0.1865 0.1397 0.5068 0.074 Uiso 1 1 calc R . . H423 H 0.2248 0.2239 0.5295 0.074 Uiso 1 1 calc R . . C43 C 0.14299(14) -0.0458(6) 0.7912(4) 0.0480(14) Uani 1 1 d . . . H431 H 0.1365 -0.0758 0.7288 0.058 Uiso 1 1 calc R . . H432 H 0.1280 -0.1037 0.8319 0.058 Uiso 1 1 calc R . . C44 C 0.18252(15) -0.0707(5) 0.8109(4) 0.0385(11) Uani 1 1 d . . . C45 C 0.21539(14) -0.0837(5) 0.8283(3) 0.0350(11) Uani 1 1 d . . . C46 C 0.25309(14) -0.0971(5) 0.8525(4) 0.0348(11) Uani 1 1 d . . . C47 C 0.28553(15) -0.1094(6) 0.8743(4) 0.0376(12) Uani 1 1 d . . . C48 C 0.32503(14) -0.1215(6) 0.8975(4) 0.0400(13) Uani 1 1 d . . . H481 H 0.3374 -0.0278 0.8914 0.048 Uiso 1 1 calc R . . H482 H 0.3287 -0.1534 0.9605 0.048 Uiso 1 1 calc R . . C49 C 0.37830(13) -0.2032(5) 0.8189(3) 0.0333(11) Uani 1 1 d . . . C50 C 0.38933(14) -0.2672(5) 0.7397(3) 0.0335(11) Uani 1 1 d . . . H50 H 0.3720 -0.3232 0.7049 0.040 Uiso 1 1 calc R . . C51 C 0.42575(14) -0.2487(5) 0.7122(3) 0.0326(11) Uani 1 1 d . . . C52 C 0.45090(13) -0.1659(5) 0.7655(3) 0.0293(10) Uani 1 1 d . . . C53 C 0.43986(14) -0.1056(5) 0.8454(3) 0.0337(11) Uani 1 1 d . . . C54 C 0.40305(14) -0.1257(6) 0.8714(3) 0.0339(11) Uani 1 1 d . . . H54 H 0.3952 -0.0854 0.9259 0.041 Uiso 1 1 calc R . . C55 C 0.43764(16) -0.3137(7) 0.6261(4) 0.0472(14) Uani 1 1 d . . . H551 H 0.4488 -0.2402 0.5890 0.071 Uiso 1 1 calc R . . H552 H 0.4157 -0.3548 0.5937 0.071 Uiso 1 1 calc R . . H553 H 0.4562 -0.3886 0.6392 0.071 Uiso 1 1 calc R . . C56 C 0.46646(15) -0.0202(7) 0.9044(4) 0.0468(14) Uani 1 1 d . . . H561 H 0.4526 0.0254 0.9519 0.070 Uiso 1 1 calc R . . H562 H 0.4784 0.0529 0.8685 0.070 Uiso 1 1 calc R . . H563 H 0.4858 -0.0831 0.9313 0.070 Uiso 1 1 calc R . . C57 C 0.46789(12) 0.0709(5) 0.6599(3) 0.0300(10) Uani 1 1 d . . . C58 C 0.43858(12) 0.1330(5) 0.6456(3) 0.0275(10) Uani 1 1 d . . . C59 C 0.40264(12) 0.1989(5) 0.6353(3) 0.0257(9) Uani 1 1 d . . . C60 C 0.39567(12) 0.3201(5) 0.5815(3) 0.0296(10) Uani 1 1 d . . . H60 H 0.4156 0.3603 0.5495 0.036 Uiso 1 1 calc R . . C61 C 0.36097(13) 0.3804(5) 0.5746(3) 0.0292(10) Uani 1 1 d . . . H61 H 0.3572 0.4631 0.5388 0.035 Uiso 1 1 calc R . . C62 C 0.33067(12) 0.3230(5) 0.6193(3) 0.0249(9) Uani 1 1 d . . . C63 C 0.33682(12) 0.2032(5) 0.6722(3) 0.0288(10) Uani 1 1 d . . . H63 H 0.3166 0.1624 0.7028 0.035 Uiso 1 1 calc R . . C64 C 0.37259(13) 0.1423(5) 0.6808(3) 0.0279(10) Uani 1 1 d . . . H64 H 0.3765 0.0613 0.7181 0.034 Uiso 1 1 calc R . . C65 C 0.29436(12) 0.3906(5) 0.6095(3) 0.0248(9) Uani 1 1 d . . . C66 C 0.26543(12) 0.4537(5) 0.5941(3) 0.0250(9) 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 O1 0.0275(18) 0.0321(18) 0.064(2) 0.0035(16) 0.0171(15) -0.0006(15) O2 0.025(2) 0.049(2) 0.076(3) 0.009(2) 0.0132(18) -0.0031(16) O3 0.028(2) 0.070(3) 0.079(3) 0.045(2) 0.0172(19) 0.0093(18) O4 0.0194(18) 0.042(2) 0.065(2) -0.0005(17) 0.0160(15) -0.0021(14) C1 0.023(2) 0.026(2) 0.030(2) 0.0005(18) -0.0018(17) 0.0089(18) C2 0.015(2) 0.039(3) 0.032(2) -0.002(2) -0.0016(18) 0.0072(19) C3 0.031(3) 0.033(3) 0.039(3) 0.006(2) 0.004(2) 0.008(2) C4 0.022(2) 0.040(3) 0.039(3) 0.001(2) -0.0028(19) 0.016(2) C5 0.018(2) 0.036(3) 0.038(2) 0.006(2) 0.0015(18) 0.0025(19) C6 0.019(2) 0.031(2) 0.034(2) -0.0038(19) -0.0007(17) 0.0076(18) C7 0.015(2) 0.034(3) 0.038(2) 0.0051(19) 0.0030(18) 0.0065(18) C8 0.013(2) 0.034(2) 0.035(2) 0.0015(19) -0.0019(17) 0.0069(18) C9 0.016(2) 0.040(3) 0.033(2) 0.0040(19) 0.0021(17) 0.0031(19) C10 0.022(2) 0.031(3) 0.045(3) 0.005(2) 0.0036(19) 0.0016(19) C11 0.031(3) 0.030(2) 0.047(3) -0.002(2) 0.008(2) 0.002(2) C12 0.027(2) 0.034(3) 0.043(3) -0.003(2) 0.006(2) 0.004(2) C13 0.034(3) 0.038(3) 0.045(3) -0.002(2) 0.002(2) -0.001(2) C14 0.068(4) 0.047(3) 0.053(3) -0.007(3) 0.020(3) -0.010(3) C15 0.032(3) 0.031(3) 0.060(3) 0.001(2) 0.008(2) -0.003(2) C16 0.029(3) 0.034(3) 0.049(3) 0.009(2) 0.007(2) 0.004(2) C17 0.033(3) 0.037(3) 0.052(3) 0.011(2) 0.011(2) 0.004(2) C18 0.033(3) 0.051(3) 0.048(3) 0.011(2) 0.009(2) 0.006(2) C19 0.038(3) 0.053(3) 0.042(3) 0.010(2) 0.009(2) 0.001(2) C20 0.033(3) 0.059(4) 0.042(3) 0.013(3) 0.006(2) 0.004(2) C21 0.025(3) 0.032(3) 0.055(3) 0.016(2) 0.007(2) 0.002(2) C22 0.025(3) 0.030(3) 0.063(3) 0.005(2) -0.002(2) 0.000(2) C23 0.027(3) 0.030(3) 0.050(3) 0.007(2) 0.003(2) 0.003(2) C24 0.018(2) 0.030(2) 0.045(3) 0.013(2) 0.0004(19) 0.0026(19) C25 0.026(3) 0.038(3) 0.032(2) 0.012(2) -0.0022(19) 0.000(2) C26 0.029(3) 0.043(3) 0.034(3) 0.009(2) 0.002(2) 0.002(2) C27 0.031(3) 0.045(3) 0.087(4) -0.023(3) 0.004(3) 0.000(2) C28 0.037(3) 0.059(4) 0.041(3) 0.001(3) -0.006(2) 0.000(3) C29 0.018(2) 0.029(2) 0.030(2) -0.0025(18) -0.0025(17) 0.0040(17) C30 0.024(2) 0.026(2) 0.036(2) 0.0043(19) -0.0021(18) 0.0011(19) C31 0.026(3) 0.034(3) 0.050(3) 0.011(2) -0.002(2) 0.006(2) C32 0.023(3) 0.036(3) 0.052(3) 0.012(2) 0.002(2) 0.009(2) C33 0.013(2) 0.034(3) 0.052(3) 0.003(2) -0.0026(19) 0.0078(19) C34 0.015(2) 0.030(2) 0.036(2) -0.002(2) -0.0063(17) 0.0038(18) C35 0.012(2) 0.036(2) 0.032(2) 0.0033(19) -0.0041(17) 0.0035(17) C36 0.018(2) 0.052(3) 0.035(2) 0.003(2) -0.0018(18) 0.010(2) C37 0.029(3) 0.052(3) 0.036(3) 0.010(2) 0.004(2) 0.015(2) C38 0.015(2) 0.057(4) 0.044(3) 0.028(3) 0.0046(19) 0.011(2) C39 0.031(3) 0.029(3) 0.055(3) 0.014(2) -0.007(2) 0.001(2) C40 0.023(2) 0.041(3) 0.030(2) 0.007(2) 0.0001(18) 0.001(2) C41 0.054(4) 0.065(4) 0.045(3) -0.019(3) 0.003(3) 0.009(3) C42 0.066(4) 0.035(3) 0.049(3) -0.001(2) 0.006(3) 0.001(3) C43 0.025(3) 0.051(3) 0.068(4) 0.031(3) -0.001(2) -0.002(2) C44 0.035(3) 0.032(3) 0.047(3) 0.012(2) -0.003(2) -0.001(2) C45 0.027(3) 0.031(3) 0.046(3) 0.007(2) 0.003(2) 0.0019(19) C46 0.024(3) 0.034(3) 0.047(3) 0.002(2) 0.006(2) 0.0065(19) C47 0.030(3) 0.040(3) 0.043(3) 0.003(2) 0.009(2) 0.003(2) C48 0.022(3) 0.051(3) 0.048(3) 0.000(2) 0.010(2) 0.008(2) C49 0.022(2) 0.033(3) 0.046(3) 0.009(2) 0.010(2) 0.006(2) C50 0.028(3) 0.027(2) 0.046(3) -0.002(2) 0.001(2) -0.001(2) C51 0.025(2) 0.029(2) 0.044(3) 0.004(2) 0.003(2) 0.0065(19) C52 0.026(3) 0.029(2) 0.033(2) 0.0037(19) 0.0009(19) 0.0086(19) C53 0.025(3) 0.042(3) 0.034(2) 0.008(2) 0.0022(19) 0.005(2) C54 0.027(3) 0.043(3) 0.032(2) 0.007(2) 0.006(2) 0.008(2) C55 0.034(3) 0.052(3) 0.056(3) -0.022(3) 0.006(2) 0.003(2) C56 0.032(3) 0.068(4) 0.041(3) -0.012(3) 0.003(2) -0.002(3) C57 0.019(2) 0.037(3) 0.034(2) 0.003(2) 0.0029(19) 0.003(2) C58 0.020(2) 0.036(3) 0.028(2) 0.0019(18) 0.0036(18) 0.0050(19) C59 0.017(2) 0.030(2) 0.031(2) 0.0001(18) 0.0010(17) 0.0075(18) C60 0.019(2) 0.035(3) 0.035(2) 0.010(2) 0.0052(18) 0.0018(19) C61 0.022(2) 0.029(2) 0.037(2) 0.0107(19) -0.0031(18) 0.0063(18) C62 0.020(2) 0.027(2) 0.028(2) -0.0004(17) -0.0018(17) 0.0072(18) C63 0.019(2) 0.030(2) 0.038(2) 0.0032(19) 0.0023(18) 0.0041(18) C64 0.027(2) 0.023(2) 0.034(2) 0.0063(18) 0.0006(19) 0.0069(18) C65 0.014(2) 0.029(2) 0.032(2) 0.0027(18) 0.0000(17) 0.0054(17) C66 0.020(2) 0.029(2) 0.026(2) 0.0024(18) 0.0020(16) 0.0011(19) _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 C10 1.388(6) . ? O1 C15 1.414(6) . ? O2 C21 1.383(6) . ? O2 C20 1.431(7) . ? O3 C38 1.391(6) . ? O3 C43 1.408(7) . ? O4 C49 1.384(6) . ? O4 C48 1.429(6) . ? C1 C6 1.407(6) . ? C1 C2 1.409(7) . ? C1 C57 1.443(6) . ? C2 C3 1.396(6) . ? C2 C52 1.500(6) . ? C3 C4 1.389(7) . ? C3 H3 0.9500 . ? C4 C5 1.378(7) . ? C4 H4 0.9500 . ? C5 C6 1.384(6) . ? C5 H5 0.9500 . ? C6 C7 1.505(7) . ? C7 C12 1.400(7) . ? C7 C8 1.406(7) . ? C8 C9 1.400(7) . ? C8 C13 1.496(7) . ? C9 C10 1.377(7) . ? C9 H9 0.9500 . ? C10 C11 1.376(7) . ? C11 C12 1.398(7) . ? C11 H11 0.9500 . ? C12 C14 1.470(8) . ? C13 H131 0.9800 . ? C13 H132 0.9800 . ? C13 H133 0.9800 . ? C14 H141 0.9800 . ? C14 H142 0.9800 . ? C14 H143 0.9800 . ? C15 C16 1.454(7) . ? C15 H151 0.9900 . ? C15 H152 0.9900 . ? C16 C17 1.208(7) . ? C17 C18 1.349(8) . ? C18 C19 1.218(8) . ? C19 C20 1.449(8) . ? C20 H201 0.9900 . ? C20 H202 0.9900 . ? C21 C26 1.368(8) . ? C21 C22 1.384(8) . ? C22 C23 1.400(7) . ? C22 H22 0.9500 . ? C23 C24 1.396(7) . ? C23 C27 1.514(8) . ? C24 C25 1.410(7) . ? C24 C30 1.492(6) . ? C25 C26 1.404(7) . ? C25 C28 1.499(8) . ? C26 H26 0.9500 . ? C27 H271 0.9800 . ? C27 H272 0.9800 . ? C27 H273 0.9800 . ? C28 H281 0.9800 . ? C28 H282 0.9800 . ? C28 H283 0.9800 . ? C29 C34 1.411(6) . ? C29 C30 1.413(7) . ? C29 C66 1.443(6) . ? C30 C31 1.371(7) . ? C31 C32 1.383(7) . ? C31 H31 0.9500 . ? C32 C33 1.366(7) . ? C32 H32 0.9500 . ? C33 C34 1.403(6) . ? C33 H33 0.9500 . ? C34 C35 1.488(6) . ? C35 C40 1.386(7) . ? C35 C36 1.411(7) . ? C36 C37 1.365(7) . ? C36 C41 1.503(8) . ? C37 C38 1.364(8) . ? C37 H37 0.9500 . ? C38 C39 1.383(8) . ? C39 C40 1.402(7) . ? C39 H39 0.9500 . ? C40 C42 1.506(8) . ? C41 H411 0.9800 . ? C41 H412 0.9800 . ? C41 H413 0.9800 . ? C42 H421 0.9800 . ? C42 H422 0.9800 . ? C42 H423 0.9800 . ? C43 C44 1.445(7) . ? C43 H431 0.9900 . ? C43 H432 0.9900 . ? C44 C45 1.194(7) . ? C45 C46 1.381(7) . ? C46 C47 1.192(7) . ? C47 C48 1.439(7) . ? C48 H481 0.9900 . ? C48 H482 0.9900 . ? C49 C54 1.365(7) . ? C49 C50 1.397(7) . ? C50 C51 1.389(7) . ? C50 H50 0.9500 . ? C51 C52 1.407(7) . ? C51 C55 1.500(7) . ? C52 C53 1.393(7) . ? C53 C54 1.396(7) . ? C53 C56 1.497(8) . ? C54 H54 0.9500 . ? C55 H551 0.9800 . ? C55 H552 0.9800 . ? C55 H553 0.9800 . ? C56 H561 0.9800 . ? C56 H562 0.9800 . ? C56 H563 0.9800 . ? C57 C58 1.207(6) . ? C58 C59 1.425(6) . ? C59 C64 1.397(6) . ? C59 C60 1.409(6) . ? C60 C61 1.360(6) . ? C60 H60 0.9500 . ? C61 C62 1.401(7) . ? C61 H61 0.9500 . ? C62 C63 1.386(7) . ? C62 C65 1.443(6) . ? C63 C64 1.397(6) . ? C63 H63 0.9500 . ? C64 H64 0.9500 . ? C65 C66 1.203(6) . ? 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 C10 O1 C15 114.6(4) . . ? C21 O2 C20 116.5(4) . . ? C38 O3 C43 117.3(4) . . ? C49 O4 C48 117.1(4) . . ? C6 C1 C2 120.3(4) . . ? C6 C1 C57 123.9(4) . . ? C2 C1 C57 115.8(4) . . ? C3 C2 C1 120.0(4) . . ? C3 C2 C52 119.2(4) . . ? C1 C2 C52 120.8(4) . . ? C4 C3 C2 119.2(4) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 122.2(4) . . ? C4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C5 C6 C1 117.9(4) . . ? C5 C6 C7 117.8(4) . . ? C1 C6 C7 124.2(4) . . ? C12 C7 C8 120.2(4) . . ? C12 C7 C6 118.7(4) . . ? C8 C7 C6 120.5(4) . . ? C9 C8 C7 118.6(4) . . ? C9 C8 C13 118.8(4) . . ? C7 C8 C13 122.5(4) . . ? C10 C9 C8 121.2(4) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C11 C10 C9 119.8(4) . . ? C11 C10 O1 124.0(4) . . ? C9 C10 O1 116.2(4) . . ? C10 C11 C12 121.1(5) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C7 119.0(4) . . ? C11 C12 C14 118.1(5) . . ? C7 C12 C14 122.9(5) . . ? C8 C13 H131 109.5 . . ? C8 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? C8 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? C12 C14 H141 109.5 . . ? C12 C14 H142 109.5 . . ? H141 C14 H142 109.5 . . ? C12 C14 H143 109.5 . . ? H141 C14 H143 109.5 . . ? H142 C14 H143 109.5 . . ? O1 C15 C16 110.6(4) . . ? O1 C15 H151 109.5 . . ? C16 C15 H151 109.5 . . ? O1 C15 H152 109.5 . . ? C16 C15 H152 109.5 . . ? H151 C15 H152 108.1 . . ? C17 C16 C15 171.9(5) . . ? C16 C17 C18 177.9(6) . . ? C19 C18 C17 177.8(6) . . ? C18 C19 C20 173.1(6) . . ? O2 C20 C19 105.9(5) . . ? O2 C20 H201 110.6 . . ? C19 C20 H201 110.6 . . ? O2 C20 H202 110.6 . . ? C19 C20 H202 110.6 . . ? H201 C20 H202 108.7 . . ? C26 C21 O2 123.3(5) . . ? C26 C21 C22 121.7(5) . . ? O2 C21 C22 114.9(5) . . ? C21 C22 C23 120.0(5) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 118.7(5) . . ? C24 C23 C27 119.9(4) . . ? C22 C23 C27 121.3(5) . . ? C23 C24 C25 121.0(4) . . ? C23 C24 C30 120.8(4) . . ? C25 C24 C30 118.3(4) . . ? C26 C25 C24 118.8(5) . . ? C26 C25 C28 119.2(5) . . ? C24 C25 C28 121.9(4) . . ? C21 C26 C25 119.8(5) . . ? C21 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C23 C27 H271 109.5 . . ? C23 C27 H272 109.5 . . ? H271 C27 H272 109.5 . . ? C23 C27 H273 109.5 . . ? H271 C27 H273 109.5 . . ? H272 C27 H273 109.5 . . ? C25 C28 H281 109.5 . . ? C25 C28 H282 109.5 . . ? H281 C28 H282 109.5 . . ? C25 C28 H283 109.5 . . ? H281 C28 H283 109.5 . . ? H282 C28 H283 109.5 . . ? C34 C29 C30 119.9(4) . . ? C34 C29 C66 123.4(4) . . ? C30 C29 C66 116.7(4) . . ? C31 C30 C29 119.4(4) . . ? C31 C30 C24 120.5(4) . . ? C29 C30 C24 120.1(4) . . ? C30 C31 C32 121.4(5) . . ? C30 C31 H31 119.3 . . ? C32 C31 H31 119.3 . . ? C33 C32 C31 119.5(4) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C32 C33 C34 122.0(4) . . ? C32 C33 H33 119.0 . . ? C34 C33 H33 119.0 . . ? C33 C34 C29 117.8(4) . . ? C33 C34 C35 117.2(4) . . ? C29 C34 C35 125.1(4) . . ? C40 C35 C36 119.6(4) . . ? C40 C35 C34 121.0(4) . . ? C36 C35 C34 119.2(4) . . ? C37 C36 C35 120.0(5) . . ? C37 C36 C41 118.5(5) . . ? C35 C36 C41 121.5(5) . . ? C38 C37 C36 120.8(5) . . ? C38 C37 H37 119.6 . . ? C36 C37 H37 119.6 . . ? C37 C38 C39 120.5(5) . . ? C37 C38 O3 115.6(5) . . ? C39 C38 O3 123.8(6) . . ? C38 C39 C40 120.0(5) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C35 C40 C39 119.1(5) . . ? C35 C40 C42 122.9(4) . . ? C39 C40 C42 117.9(5) . . ? C36 C41 H411 109.5 . . ? C36 C41 H412 109.5 . . ? H411 C41 H412 109.5 . . ? C36 C41 H413 109.5 . . ? H411 C41 H413 109.5 . . ? H412 C41 H413 109.5 . . ? C40 C42 H421 109.5 . . ? C40 C42 H422 109.5 . . ? H421 C42 H422 109.5 . . ? C40 C42 H423 109.5 . . ? H421 C42 H423 109.5 . . ? H422 C42 H423 109.5 . . ? O3 C43 C44 111.2(5) . . ? O3 C43 H431 109.4 . . ? C44 C43 H431 109.4 . . ? O3 C43 H432 109.4 . . ? C44 C43 H432 109.4 . . ? H431 C43 H432 108.0 . . ? C45 C44 C43 176.5(6) . . ? C44 C45 C46 177.3(6) . . ? C47 C46 C45 179.3(6) . . ? C46 C47 C48 177.9(6) . . ? O4 C48 C47 108.4(4) . . ? O4 C48 H481 110.0 . . ? C47 C48 H481 110.0 . . ? O4 C48 H482 110.0 . . ? C47 C48 H482 110.0 . . ? H481 C48 H482 108.4 . . ? C54 C49 O4 123.3(5) . . ? C54 C49 C50 121.2(4) . . ? O4 C49 C50 115.6(4) . . ? C51 C50 C49 119.8(5) . . ? C51 C50 H50 120.1 . . ? C49 C50 H50 120.1 . . ? C50 C51 C52 118.8(4) . . ? C50 C51 C55 120.3(4) . . ? C52 C51 C55 120.9(4) . . ? C53 C52 C51 120.9(4) . . ? C53 C52 C2 119.5(4) . . ? C51 C52 C2 119.6(4) . . ? C52 C53 C54 119.1(5) . . ? C52 C53 C56 121.7(5) . . ? C54 C53 C56 119.2(5) . . ? C49 C54 C53 120.2(5) . . ? C49 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C51 C55 H551 109.5 . . ? C51 C55 H552 109.5 . . ? H551 C55 H552 109.5 . . ? C51 C55 H553 109.5 . . ? H551 C55 H553 109.5 . . ? H552 C55 H553 109.5 . . ? C53 C56 H561 109.5 . . ? C53 C56 H562 109.5 . . ? H561 C56 H562 109.5 . . ? C53 C56 H563 109.5 . . ? H561 C56 H563 109.5 . . ? H562 C56 H563 109.5 . . ? C58 C57 C1 169.9(5) . . ? C57 C58 C59 174.7(5) . . ? C64 C59 C60 117.7(4) . . ? C64 C59 C58 119.1(4) . . ? C60 C59 C58 123.2(4) . . ? C61 C60 C59 121.1(4) . . ? C61 C60 H60 119.4 . . ? C59 C60 H60 119.4 . . ? C60 C61 C62 121.3(4) . . ? C60 C61 H61 119.3 . . ? C62 C61 H61 119.3 . . ? C63 C62 C61 118.5(4) . . ? C63 C62 C65 122.3(4) . . ? C61 C62 C65 119.2(4) . . ? C62 C63 C64 120.3(4) . . ? C62 C63 H63 119.8 . . ? C64 C63 H63 119.8 . . ? C59 C64 C63 121.0(4) . . ? C59 C64 H64 119.5 . . ? C63 C64 H64 119.5 . . ? C66 C65 C62 173.6(5) . . ? C65 C66 C29 169.4(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 C6 C1 C2 C3 -1.5(7) . . . . ? C57 C1 C2 C3 179.4(4) . . . . ? C6 C1 C2 C52 176.0(4) . . . . ? C57 C1 C2 C52 -3.1(6) . . . . ? C1 C2 C3 C4 -0.3(7) . . . . ? C52 C2 C3 C4 -177.9(4) . . . . ? C2 C3 C4 C5 1.5(7) . . . . ? C3 C4 C5 C6 -1.0(7) . . . . ? C4 C5 C6 C1 -0.8(7) . . . . ? C4 C5 C6 C7 175.6(4) . . . . ? C2 C1 C6 C5 2.0(6) . . . . ? C57 C1 C6 C5 -178.9(4) . . . . ? C2 C1 C6 C7 -174.2(4) . . . . ? C57 C1 C6 C7 4.9(7) . . . . ? C5 C6 C7 C12 -105.0(5) . . . . ? C1 C6 C7 C12 71.3(6) . . . . ? C5 C6 C7 C8 66.5(6) . . . . ? C1 C6 C7 C8 -117.3(5) . . . . ? C12 C7 C8 C9 -0.2(6) . . . . ? C6 C7 C8 C9 -171.6(4) . . . . ? C12 C7 C8 C13 177.8(4) . . . . ? C6 C7 C8 C13 6.4(6) . . . . ? C7 C8 C9 C10 1.4(6) . . . . ? C13 C8 C9 C10 -176.7(4) . . . . ? C8 C9 C10 C11 -2.3(7) . . . . ? C8 C9 C10 O1 175.1(4) . . . . ? C15 O1 C10 C11 -37.7(7) . . . . ? C15 O1 C10 C9 145.0(4) . . . . ? C9 C10 C11 C12 2.1(7) . . . . ? O1 C10 C11 C12 -175.1(5) . . . . ? C10 C11 C12 C7 -1.0(7) . . . . ? C10 C11 C12 C14 177.3(5) . . . . ? C8 C7 C12 C11 0.0(7) . . . . ? C6 C7 C12 C11 171.5(4) . . . . ? C8 C7 C12 C14 -178.2(5) . . . . ? C6 C7 C12 C14 -6.6(7) . . . . ? C10 O1 C15 C16 -56.9(6) . . . . ? C21 O2 C20 C19 -146.5(5) . . . . ? C20 O2 C21 C26 -26.4(7) . . . . ? C20 O2 C21 C22 151.6(5) . . . . ? C26 C21 C22 C23 -0.3(8) . . . . ? O2 C21 C22 C23 -178.4(4) . . . . ? C21 C22 C23 C24 1.0(7) . . . . ? C21 C22 C23 C27 177.7(5) . . . . ? C22 C23 C24 C25 -1.0(7) . . . . ? C27 C23 C24 C25 -177.8(5) . . . . ? C22 C23 C24 C30 178.4(4) . . . . ? C27 C23 C24 C30 1.6(7) . . . . ? C23 C24 C25 C26 0.3(7) . . . . ? C30 C24 C25 C26 -179.0(4) . . . . ? C23 C24 C25 C28 -179.6(5) . . . . ? C30 C24 C25 C28 1.1(7) . . . . ? O2 C21 C26 C25 177.6(4) . . . . ? C22 C21 C26 C25 -0.3(7) . . . . ? C24 C25 C26 C21 0.4(7) . . . . ? C28 C25 C26 C21 -179.8(5) . . . . ? C34 C29 C30 C31 3.0(7) . . . . ? C66 C29 C30 C31 -177.0(4) . . . . ? C34 C29 C30 C24 -178.3(4) . . . . ? C66 C29 C30 C24 1.7(6) . . . . ? C23 C24 C30 C31 83.9(6) . . . . ? C25 C24 C30 C31 -96.8(6) . . . . ? C23 C24 C30 C29 -94.7(6) . . . . ? C25 C24 C30 C29 84.6(6) . . . . ? C29 C30 C31 C32 -2.0(8) . . . . ? C24 C30 C31 C32 179.4(5) . . . . ? C30 C31 C32 C33 -0.6(8) . . . . ? C31 C32 C33 C34 2.1(8) . . . . ? C32 C33 C34 C29 -1.1(7) . . . . ? C32 C33 C34 C35 179.7(5) . . . . ? C30 C29 C34 C33 -1.5(6) . . . . ? C66 C29 C34 C33 178.5(4) . . . . ? C30 C29 C34 C35 177.6(4) . . . . ? C66 C29 C34 C35 -2.4(7) . . . . ? C33 C34 C35 C40 111.2(5) . . . . ? C29 C34 C35 C40 -67.9(6) . . . . ? C33 C34 C35 C36 -64.5(5) . . . . ? C29 C34 C35 C36 116.3(5) . . . . ? C40 C35 C36 C37 -2.4(6) . . . . ? C34 C35 C36 C37 173.4(4) . . . . ? C40 C35 C36 C41 179.0(4) . . . . ? C34 C35 C36 C41 -5.2(6) . . . . ? C35 C36 C37 C38 0.1(7) . . . . ? C41 C36 C37 C38 178.8(4) . . . . ? C36 C37 C38 C39 1.8(7) . . . . ? C36 C37 C38 O3 -176.5(4) . . . . ? C43 O3 C38 C37 -155.3(5) . . . . ? C43 O3 C38 C39 26.5(7) . . . . ? C37 C38 C39 C40 -1.4(7) . . . . ? O3 C38 C39 C40 176.7(4) . . . . ? C36 C35 C40 C39 2.8(6) . . . . ? C34 C35 C40 C39 -173.0(4) . . . . ? C36 C35 C40 C42 179.7(5) . . . . ? C34 C35 C40 C42 4.0(7) . . . . ? C38 C39 C40 C35 -0.9(7) . . . . ? C38 C39 C40 C42 -178.0(5) . . . . ? C38 O3 C43 C44 59.1(6) . . . . ? C49 O4 C48 C47 150.0(4) . . . . ? C48 O4 C49 C54 21.3(7) . . . . ? C48 O4 C49 C50 -157.9(4) . . . . ? C54 C49 C50 C51 -1.9(7) . . . . ? O4 C49 C50 C51 177.2(4) . . . . ? C49 C50 C51 C52 0.3(7) . . . . ? C49 C50 C51 C55 -178.4(5) . . . . ? C50 C51 C52 C53 1.3(7) . . . . ? C55 C51 C52 C53 -180.0(5) . . . . ? C50 C51 C52 C2 -178.7(4) . . . . ? C55 C51 C52 C2 0.0(7) . . . . ? C3 C2 C52 C53 90.5(6) . . . . ? C1 C2 C52 C53 -87.1(6) . . . . ? C3 C2 C52 C51 -89.5(5) . . . . ? C1 C2 C52 C51 93.0(6) . . . . ? C51 C52 C53 C54 -1.4(7) . . . . ? C2 C52 C53 C54 178.6(4) . . . . ? C51 C52 C53 C56 178.4(5) . . . . ? C2 C52 C53 C56 -1.6(7) . . . . ? O4 C49 C54 C53 -177.2(4) . . . . ? C50 C49 C54 C53 1.9(7) . . . . ? C52 C53 C54 C49 -0.2(7) . . . . ? C56 C53 C54 C49 -180.0(5) . . . . ? C64 C59 C60 C61 0.5(7) . . . . ? C58 C59 C60 C61 -179.2(4) . . . . ? C59 C60 C61 C62 -1.2(7) . . . . ? C60 C61 C62 C63 0.8(7) . . . . ? C60 C61 C62 C65 -179.7(4) . . . . ? C61 C62 C63 C64 0.4(7) . . . . ? C65 C62 C63 C64 -179.1(4) . . . . ? C60 C59 C64 C63 0.7(7) . . . . ? C58 C59 C64 C63 -179.7(4) . . . . ? C62 C63 C64 C59 -1.1(7) . . . . ? # End of CIF ============================================================ # Attachment '9-sg0601.cif' data_SG0601 _database_code_depnum_ccdc_archive 'CCDC 763798' #TrackingRef '9-sg0601.cif' _audit_creation_method SHELXL-97 _audit_creation_date 06-01-16 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C52 H50 O4' _chemical_formula_sum 'C52 H50 O4' _chemical_formula_weight 738.96 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 208 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 200 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 16 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 c 1' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 7 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' _cell_length_a 12.9195(3) _cell_length_b 26.1804(7) _cell_length_c 13.8321(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.5753(12) _cell_angle_gamma 90.00 _cell_volume 4254.73(18) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 7705 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 0.0713 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Solvent used: dichloromethane / EtOH Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.957(1) Frames collected: 1121 Seconds exposure per frame: 54 Degrees rotation per frame: 0.6 Crystal-Detector distance (mm): 39.3 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\f and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 65817 _diffrn_reflns_av_R_equivalents 0.0840 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.04 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 7536 _reflns_number_gt 5363 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2005)' _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 'w=1/[\s^2^(Fo^2^)+(0.0555P)^2^+0.0332P] 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 0.0215(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.4(12) _chemical_absolute_configuration ? _refine_ls_number_reflns 7532 _refine_ls_number_parameters 1034 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1166 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.050 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.186 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.050 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 O12 O 0.3775(2) 0.43375(10) 0.5803(2) 0.0498(7) Uani 1 1 d . . . O21 O 1.3047(2) 0.28650(11) 0.8458(2) 0.0642(8) Uani 1 1 d . . . O38 O 1.2991(2) 0.43754(11) 0.9201(2) 0.0627(8) Uani 1 1 d . . . O47 O 0.3258(2) 0.37195(11) 0.2406(2) 0.0604(8) Uani 1 1 d . . . C1 C 0.7970(3) 0.28415(13) 0.8133(3) 0.0359(9) Uani 1 1 d . . . C2 C 0.6888(3) 0.28080(14) 0.8152(3) 0.0379(9) Uani 1 1 d . . . C3 C 0.6718(3) 0.24293(14) 0.8776(3) 0.0470(11) Uani 1 1 d . . . H3 H 0.5994 0.2394 0.8793 0.056 Uiso 1 1 calc R . . C4 C 0.7582(4) 0.21083(15) 0.9364(3) 0.0514(11) Uani 1 1 d . . . H4 H 0.7443 0.1848 0.9773 0.062 Uiso 1 1 calc R . . C5 C 0.8650(4) 0.21526(15) 0.9379(3) 0.0491(11) Uani 1 1 d . . . H5 H 0.9243 0.1931 0.9817 0.059 Uiso 1 1 calc R . . C6 C 0.8871(3) 0.25191(13) 0.8759(3) 0.0386(9) Uani 1 1 d . . . C7 C 0.8133(3) 0.32074(14) 0.7444(3) 0.0358(9) Uani 1 1 d . . . C8 C 0.8239(3) 0.35148(14) 0.6844(3) 0.0342(9) Uani 1 1 d . . . C9 C 0.6018(3) 0.32024(14) 0.7558(3) 0.0388(9) Uani 1 1 d . . . C10 C 0.5223(3) 0.31176(15) 0.6510(3) 0.0429(10) Uani 1 1 d . . . C11 C 0.4492(3) 0.35061(15) 0.5970(3) 0.0458(10) Uani 1 1 d . . . H11 H 0.3947 0.3449 0.5262 0.055 Uiso 1 1 calc R . . C12 C 0.4534(3) 0.39780(15) 0.6436(3) 0.0417(10) Uani 1 1 d . . . C13 C 0.5297(3) 0.40597(15) 0.7461(3) 0.0411(10) Uani 1 1 d . . . H13 H 0.5320 0.4382 0.7784 0.049 Uiso 1 1 calc R . . C14 C 0.6042(3) 0.36739(15) 0.8040(3) 0.0411(10) Uani 1 1 d . . . C15 C 0.5191(4) 0.26095(15) 0.5972(4) 0.0593(12) Uani 1 1 d . . . H151 H 0.4587 0.2616 0.5249 0.089 Uiso 1 1 calc R . . H152 H 0.5040 0.2335 0.6379 0.089 Uiso 1 1 calc R . . H153 H 0.5926 0.2549 0.5942 0.089 Uiso 1 1 calc R . . C16 C 0.3789(3) 0.48281(14) 0.6270(3) 0.0516(11) Uani 1 1 d . . . H161 H 0.3618 0.4787 0.6893 0.077 Uiso 1 1 calc R . . H162 H 0.3215 0.5049 0.5748 0.077 Uiso 1 1 calc R . . H163 H 0.4543 0.4983 0.6488 0.077 Uiso 1 1 calc R . . C17 C 0.6878(4) 0.37740(16) 0.9170(3) 0.0568(12) Uani 1 1 d . . . H171 H 0.6711 0.4105 0.9402 0.085 Uiso 1 1 calc R . . H172 H 0.7653 0.3777 0.9209 0.085 Uiso 1 1 calc R . . H173 H 0.6813 0.3504 0.9633 0.085 Uiso 1 1 calc R . . C18 C 1.0013(3) 0.25832(14) 0.8736(3) 0.0399(10) Uani 1 1 d . . . C19 C 1.0714(3) 0.30002(15) 0.9246(3) 0.0436(10) Uani 1 1 d . . . C20 C 1.1728(3) 0.30705(15) 0.9153(3) 0.0488(10) Uani 1 1 d . . . H20 H 1.2213 0.3347 0.9513 0.059 Uiso 1 1 calc R . . C21 C 1.2041(3) 0.27451(16) 0.8546(3) 0.0484(11) Uani 1 1 d . . . C22 C 1.1372(4) 0.23319(15) 0.8056(4) 0.0503(11) Uani 1 1 d . . . H22 H 1.1607 0.2101 0.7657 0.060 Uiso 1 1 calc R . . C23 C 1.0353(4) 0.22527(14) 0.8144(3) 0.0471(10) Uani 1 1 d . . . C24 C 1.0370(4) 0.33896(15) 0.9858(3) 0.0588(12) Uani 1 1 d . . . H241 H 0.9829 0.3631 0.9362 0.088 Uiso 1 1 calc R . . H242 H 1.1045 0.3575 1.0343 0.088 Uiso 1 1 calc R . . H243 H 1.0012 0.3216 1.0269 0.088 Uiso 1 1 calc R . . C25 C 1.3270(4) 0.26143(18) 0.7656(5) 0.0777(15) Uani 1 1 d . . . H251 H 1.3408 0.2251 0.7830 0.116 Uiso 1 1 calc R . . H252 H 1.3943 0.2766 0.7613 0.116 Uiso 1 1 calc R . . H253 H 1.2613 0.2653 0.6970 0.116 Uiso 1 1 calc R . . C26 C 0.9597(4) 0.18129(17) 0.7555(4) 0.0721(14) Uani 1 1 d . . . H261 H 0.9541 0.1568 0.8068 0.108 Uiso 1 1 calc R . . H262 H 0.9923 0.1643 0.7115 0.108 Uiso 1 1 calc R . . H263 H 0.8837 0.1942 0.7101 0.108 Uiso 1 1 calc R . . C27 C 0.8325(3) 0.38711(14) 0.6147(3) 0.0352(9) Uani 1 1 d . . . C28 C 0.8379(3) 0.41775(14) 0.5526(3) 0.0337(9) Uani 1 1 d . . . C29 C 0.8496(3) 0.45574(13) 0.4826(3) 0.0352(9) Uani 1 1 d . . . C30 C 0.9548(3) 0.48002(13) 0.5139(3) 0.0380(9) Uani 1 1 d . . . C31 C 0.9675(4) 0.51668(14) 0.4474(3) 0.0460(10) Uani 1 1 d . . . H31 H 1.0382 0.5339 0.4680 0.055 Uiso 1 1 calc R . . C32 C 0.8787(3) 0.52843(15) 0.3519(3) 0.0509(11) Uani 1 1 d . . . H32 H 0.8891 0.5530 0.3061 0.061 Uiso 1 1 calc R . . C33 C 0.7743(3) 0.50467(14) 0.3223(3) 0.0473(10) Uani 1 1 d . . . H33 H 0.7132 0.5140 0.2572 0.057 Uiso 1 1 calc R . . C34 C 0.7570(3) 0.46739(13) 0.3859(3) 0.0368(9) Uani 1 1 d . . . C35 C 1.0488(3) 0.46788(14) 0.6202(3) 0.0395(10) Uani 1 1 d . . . C36 C 1.0611(3) 0.49796(14) 0.7078(3) 0.0453(10) Uani 1 1 d . . . C37 C 1.1463(4) 0.48609(16) 0.8068(3) 0.0505(11) Uani 1 1 d . . . H37 H 1.1546 0.5061 0.8669 0.061 Uiso 1 1 calc R . . C38 C 1.2196(3) 0.44523(15) 0.8191(3) 0.0473(10) Uani 1 1 d . . . C39 C 1.2067(3) 0.41571(15) 0.7322(3) 0.0432(10) Uani 1 1 d . . . H39 H 1.2563 0.3876 0.7409 0.052 Uiso 1 1 calc R . . C40 C 1.1220(3) 0.42656(14) 0.6320(3) 0.0398(9) Uani 1 1 d . . . C41 C 0.9813(4) 0.54206(16) 0.6951(4) 0.0611(12) Uani 1 1 d . . . H411 H 0.9891 0.5672 0.6460 0.092 Uiso 1 1 calc R . . H412 H 1.0004 0.5581 0.7644 0.092 Uiso 1 1 calc R . . H413 H 0.9028 0.5295 0.6666 0.092 Uiso 1 1 calc R . . C42 C 1.3947(3) 0.40686(17) 0.9334(3) 0.0592(12) Uani 1 1 d . . . H421 H 1.3705 0.3712 0.9167 0.089 Uiso 1 1 calc R . . H422 H 1.4514 0.4092 1.0072 0.089 Uiso 1 1 calc R . . H423 H 1.4281 0.4189 0.8856 0.089 Uiso 1 1 calc R . . C43 C 1.1103(3) 0.39363(16) 0.5390(3) 0.0526(11) Uani 1 1 d . . . H431 H 1.0308 0.3830 0.5009 0.079 Uiso 1 1 calc R . . H432 H 1.1588 0.3634 0.5645 0.079 Uiso 1 1 calc R . . H433 H 1.1337 0.4131 0.4909 0.079 Uiso 1 1 calc R . . C44 C 0.6436(3) 0.44190(13) 0.3520(3) 0.0355(9) Uani 1 1 d . . . C45 C 0.6065(3) 0.40834(14) 0.2646(3) 0.0399(9) Uani 1 1 d . . . C46 C 0.5011(3) 0.38577(14) 0.2311(3) 0.0448(10) Uani 1 1 d . . . H46 H 0.4762 0.3630 0.1724 0.054 Uiso 1 1 calc R . . C47 C 0.4301(3) 0.39595(14) 0.2824(3) 0.0440(10) Uani 1 1 d . . . C48 C 0.4663(3) 0.42828(14) 0.3681(3) 0.0416(10) Uani 1 1 d . . . H48 H 0.4180 0.4353 0.4029 0.050 Uiso 1 1 calc R . . C49 C 0.5736(3) 0.45091(14) 0.4046(3) 0.0384(9) Uani 1 1 d . . . C50 C 0.6798(3) 0.39589(16) 0.2070(3) 0.0531(11) Uani 1 1 d . . . H501 H 0.6516 0.3647 0.1649 0.080 Uiso 1 1 calc R . . H502 H 0.7585 0.3906 0.2588 0.080 Uiso 1 1 calc R . . H503 H 0.6771 0.4242 0.1597 0.080 Uiso 1 1 calc R . . C51 C 0.2458(3) 0.38636(19) 0.2809(4) 0.0668(13) Uani 1 1 d . . . H511 H 0.2770 0.3791 0.3573 0.100 Uiso 1 1 calc R . . H512 H 0.1753 0.3670 0.2444 0.100 Uiso 1 1 calc R . . H513 H 0.2297 0.4230 0.2690 0.100 Uiso 1 1 calc R . . C52 C 0.6096(3) 0.48426(15) 0.5016(3) 0.0459(10) Uani 1 1 d . . . H521 H 0.6442 0.4631 0.5656 0.069 Uiso 1 1 calc R . . H522 H 0.5429 0.5019 0.5020 0.069 Uiso 1 1 calc R . . H523 H 0.6651 0.5095 0.5004 0.069 Uiso 1 1 calc R . . O72 O 0.3720(2) 0.05764(9) 0.09370(19) 0.0479(7) Uani 1 1 d . . . O81 O 1.2688(3) 0.22922(15) 0.3271(3) 0.0880(11) Uani 1 1 d . . . O98 O 1.3075(3) 0.07292(12) 0.4425(2) 0.0724(9) Uani 1 1 d . . . O107 O 0.3376(2) 0.12465(11) -0.2415(3) 0.0694(9) Uani 1 1 d . . . C61 C 0.7665(3) 0.22134(14) 0.3034(3) 0.0371(9) Uani 1 1 d . . . C62 C 0.6591(3) 0.22204(13) 0.3059(3) 0.0363(9) Uani 1 1 d . . . C63 C 0.6359(3) 0.26133(14) 0.3618(3) 0.0440(10) Uani 1 1 d . . . H63 H 0.5637 0.2627 0.3646 0.053 Uiso 1 1 calc R . . C64 C 0.7154(4) 0.29790(15) 0.4127(3) 0.0489(11) Uani 1 1 d . . . H64 H 0.6976 0.3245 0.4500 0.059 Uiso 1 1 calc R . . C65 C 0.8215(4) 0.29674(14) 0.4107(3) 0.0487(11) Uani 1 1 d . . . H65 H 0.8760 0.3223 0.4471 0.058 Uiso 1 1 calc R . . C66 C 0.8490(3) 0.25843(14) 0.3558(3) 0.0401(10) Uani 1 1 d . . . C67 C 0.7908(3) 0.18133(15) 0.2452(3) 0.0383(9) Uani 1 1 d . . . C68 C 0.8092(3) 0.14793(14) 0.1936(3) 0.0372(9) Uani 1 1 d . . . C69 C 0.5774(3) 0.17985(13) 0.2529(3) 0.0340(9) Uani 1 1 d . . . C70 C 0.5018(3) 0.18318(14) 0.1460(3) 0.0397(10) Uani 1 1 d . . . C71 C 0.4343(3) 0.14188(14) 0.0972(3) 0.0429(10) Uani 1 1 d . . . H71 H 0.3820 0.1444 0.0248 0.051 Uiso 1 1 calc R . . C72 C 0.4413(3) 0.09658(14) 0.1520(3) 0.0416(10) Uani 1 1 d . . . C73 C 0.5139(3) 0.09337(15) 0.2568(3) 0.0441(10) Uani 1 1 d . . . H73 H 0.5175 0.0628 0.2950 0.053 Uiso 1 1 calc R . . C74 C 0.5839(3) 0.13526(15) 0.3092(3) 0.0416(10) Uani 1 1 d . . . C75 C 0.4957(4) 0.23122(15) 0.0836(4) 0.0621(12) Uani 1 1 d . . . H751 H 0.4427 0.2261 0.0092 0.093 Uiso 1 1 calc R . . H752 H 0.5715 0.2392 0.0875 0.093 Uiso 1 1 calc R . . H753 H 0.4691 0.2596 0.1135 0.093 Uiso 1 1 calc R . . C76 C 0.3785(3) 0.01054(14) 0.1480(3) 0.0510(11) Uani 1 1 d . . . H761 H 0.4571 -0.0020 0.1778 0.076 Uiso 1 1 calc R . . H762 H 0.3286 -0.0147 0.0980 0.076 Uiso 1 1 calc R . . H763 H 0.3542 0.0160 0.2055 0.076 Uiso 1 1 calc R . . C77 C 0.6659(4) 0.13045(17) 0.4246(3) 0.0620(13) Uani 1 1 d . . . H771 H 0.7439 0.1355 0.4315 0.093 Uiso 1 1 calc R . . H772 H 0.6591 0.0963 0.4506 0.093 Uiso 1 1 calc R . . H773 H 0.6481 0.1563 0.4665 0.093 Uiso 1 1 calc R . . C78 C 0.9620(3) 0.25507(15) 0.3496(3) 0.0455(10) Uani 1 1 d . . . C79 C 1.0508(4) 0.2290(2) 0.4280(4) 0.0702(14) Uani 1 1 d . . . C80 C 1.1521(4) 0.2218(2) 0.4169(4) 0.0868(17) Uani 1 1 d . . . H80 H 1.2128 0.2039 0.4706 0.104 Uiso 1 1 calc R . . C81 C 1.1659(4) 0.23983(19) 0.3309(4) 0.0644(13) Uani 1 1 d . . . C82 C 1.0781(4) 0.26566(15) 0.2528(4) 0.0555(12) Uani 1 1 d . . . H82 H 1.0874 0.2781 0.1923 0.067 Uiso 1 1 calc R . . C83 C 0.9751(3) 0.27383(15) 0.2614(3) 0.0487(11) Uani 1 1 d . . . C84 C 1.0337(5) 0.2048(3) 0.5198(4) 0.128(3) Uani 1 1 d . . . H841 H 1.0022 0.2302 0.5522 0.191 Uiso 1 1 calc R . . H842 H 1.1069 0.1926 0.5730 0.191 Uiso 1 1 calc R . . H843 H 0.9808 0.1760 0.4936 0.191 Uiso 1 1 calc R . . C85 C 1.2791(4) 0.23891(19) 0.2305(5) 0.0786(16) Uani 1 1 d . . . H851 H 1.2192 0.2205 0.1723 0.118 Uiso 1 1 calc R . . H852 H 1.3538 0.2273 0.2369 0.118 Uiso 1 1 calc R . . H853 H 1.2714 0.2756 0.2155 0.118 Uiso 1 1 calc R . . C86 C 0.8803(4) 0.30137(18) 0.1734(4) 0.0772(16) Uani 1 1 d . . . H861 H 0.8069 0.2901 0.1711 0.116 Uiso 1 1 calc R . . H862 H 0.8835 0.2937 0.1054 0.116 Uiso 1 1 calc R . . H863 H 0.8885 0.3383 0.1865 0.116 Uiso 1 1 calc R . . C87 C 0.8265(3) 0.11097(14) 0.1330(3) 0.0349(9) Uani 1 1 d . . . C88 C 0.8399(3) 0.07855(14) 0.0774(3) 0.0365(9) Uani 1 1 d . . . C89 C 0.8554(3) 0.03933(13) 0.0126(3) 0.0366(9) Uani 1 1 d . . . C90 C 0.9619(3) 0.01510(14) 0.0479(3) 0.0413(10) Uani 1 1 d . . . C91 C 0.9756(3) -0.02380(15) -0.0144(3) 0.0513(11) Uani 1 1 d . . . H91 H 1.0468 -0.0409 0.0081 0.062 Uiso 1 1 calc R . . C92 C 0.8860(4) -0.03791(17) -0.1093(4) 0.0600(12) Uani 1 1 d . . . H92 H 0.8967 -0.0644 -0.1512 0.072 Uiso 1 1 calc R . . C93 C 0.7819(3) -0.01393(16) -0.1432(3) 0.0536(11) Uani 1 1 d . . . H93 H 0.7213 -0.0241 -0.2079 0.064 Uiso 1 1 calc R . . C94 C 0.7648(3) 0.02523(14) -0.0830(3) 0.0400(9) Uani 1 1 d . . . C95 C 1.0568(3) 0.03109(14) 0.1502(3) 0.0399(10) Uani 1 1 d . . . C96 C 1.0711(3) 0.00490(15) 0.2435(4) 0.0498(11) Uani 1 1 d . . . C97 C 1.1571(4) 0.02020(17) 0.3388(4) 0.0593(12) Uani 1 1 d . . . H97 H 1.1688 0.0020 0.4019 0.071 Uiso 1 1 calc R . . C98 C 1.2262(4) 0.06115(16) 0.3445(3) 0.0514(11) Uani 1 1 d . . . C99 C 1.2107(3) 0.08751(15) 0.2519(3) 0.0462(10) Uani 1 1 d . . . H99 H 1.2580 0.1158 0.2549 0.055 Uiso 1 1 calc R . . C100 C 1.1253(3) 0.07224(14) 0.1544(3) 0.0407(10) Uani 1 1 d . . . C101 C 0.9928(4) -0.03849(18) 0.2402(4) 0.0774(15) Uani 1 1 d . . . H111 H 1.0170 -0.0531 0.3115 0.116 Uiso 1 1 calc R . . H112 H 0.9957 -0.0649 0.1912 0.116 Uiso 1 1 calc R . . H113 H 0.9147 -0.0257 0.2157 0.116 Uiso 1 1 calc R . . C102 C 1.3840(4) 0.1129(2) 0.4521(4) 0.0756(15) Uani 1 1 d . . . H114 H 1.4208 0.1066 0.4039 0.113 Uiso 1 1 calc R . . H115 H 1.4420 0.1144 0.5254 0.113 Uiso 1 1 calc R . . H116 H 1.3426 0.1453 0.4335 0.113 Uiso 1 1 calc R . . C103 C 1.1119(3) 0.10139(17) 0.0561(3) 0.0558(11) Uani 1 1 d . . . H117 H 1.1371 0.0801 0.0117 0.084 Uiso 1 1 calc R . . H118 H 1.1581 0.1325 0.0765 0.084 Uiso 1 1 calc R . . H119 H 1.0317 0.1106 0.0160 0.084 Uiso 1 1 calc R . . C104 C 0.6532(3) 0.05184(14) -0.1202(3) 0.0402(10) Uani 1 1 d . . . C105 C 0.6240(3) 0.08878(15) -0.2014(3) 0.0466(10) Uani 1 1 d . . . C106 C 0.5195(4) 0.11285(15) -0.2369(3) 0.0496(11) Uani 1 1 d . . . H106 H 0.5009 0.1386 -0.2897 0.060 Uiso 1 1 calc R . . C107 C 0.4413(3) 0.09985(15) -0.1963(3) 0.0489(11) Uani 1 1 d . . . C108 C 0.4695(3) 0.06509(15) -0.1164(3) 0.0474(11) Uani 1 1 d . . . H108 H 0.4162 0.0568 -0.0879 0.057 Uiso 1 1 calc R . . C109 C 0.5768(3) 0.04126(14) -0.0754(3) 0.0399(9) Uani 1 1 d . . . C110 C 0.7050(4) 0.10281(17) -0.2500(4) 0.0616(12) Uani 1 1 d . . . H120 H 0.7038 0.0762 -0.3002 0.092 Uiso 1 1 calc R . . H121 H 0.7822 0.1060 -0.1938 0.092 Uiso 1 1 calc R . . H122 H 0.6818 0.1354 -0.2876 0.092 Uiso 1 1 calc R . . C111 C 0.2458(4) 0.10135(18) -0.2287(4) 0.0765(15) Uani 1 1 d . . . H123 H 0.2406 0.0654 -0.2501 0.115 Uiso 1 1 calc R . . H124 H 0.1749 0.1190 -0.2731 0.115 Uiso 1 1 calc R . . H125 H 0.2580 0.1034 -0.1540 0.115 Uiso 1 1 calc R . . C112 C 0.6049(3) 0.00549(15) 0.0176(3) 0.0509(11) Uani 1 1 d . . . H126 H 0.6645 -0.0183 0.0202 0.076 Uiso 1 1 calc R . . H127 H 0.5366 -0.0138 0.0092 0.076 Uiso 1 1 calc R . . H128 H 0.6317 0.0253 0.0836 0.076 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 O12 0.0479(16) 0.0487(17) 0.0477(18) 0.0064(14) 0.0148(14) 0.0081(14) O21 0.0506(18) 0.065(2) 0.088(2) 0.0035(18) 0.0398(17) 0.0028(15) O38 0.0580(19) 0.080(2) 0.0379(19) -0.0055(16) 0.0083(16) 0.0090(17) O47 0.0524(18) 0.0605(19) 0.065(2) -0.0137(16) 0.0216(16) -0.0097(15) C1 0.046(2) 0.035(2) 0.033(2) 0.0049(18) 0.023(2) 0.0002(18) C2 0.043(2) 0.038(2) 0.036(2) 0.0046(18) 0.0198(19) 0.0001(18) C3 0.047(2) 0.046(2) 0.060(3) 0.012(2) 0.034(2) 0.005(2) C4 0.060(3) 0.043(3) 0.061(3) 0.020(2) 0.035(2) 0.005(2) C5 0.061(3) 0.041(2) 0.054(3) 0.017(2) 0.033(2) 0.011(2) C6 0.049(2) 0.035(2) 0.037(2) 0.0072(19) 0.022(2) 0.0070(19) C7 0.036(2) 0.036(2) 0.036(2) -0.001(2) 0.0157(19) 0.0026(17) C8 0.033(2) 0.035(2) 0.035(2) 0.005(2) 0.0146(18) -0.0004(16) C9 0.039(2) 0.044(2) 0.039(3) 0.009(2) 0.022(2) 0.0001(19) C10 0.045(2) 0.041(2) 0.047(3) 0.002(2) 0.024(2) -0.001(2) C11 0.044(2) 0.049(3) 0.041(2) 0.001(2) 0.014(2) -0.003(2) C12 0.040(2) 0.045(3) 0.042(3) 0.010(2) 0.019(2) 0.007(2) C13 0.042(2) 0.042(2) 0.045(3) 0.001(2) 0.024(2) 0.0070(19) C14 0.041(2) 0.045(2) 0.041(3) 0.002(2) 0.022(2) 0.000(2) C15 0.069(3) 0.045(3) 0.057(3) -0.003(2) 0.020(2) 0.001(2) C16 0.052(2) 0.040(2) 0.059(3) 0.010(2) 0.019(2) 0.007(2) C17 0.066(3) 0.056(3) 0.043(3) -0.003(2) 0.017(2) 0.009(2) C18 0.048(2) 0.033(2) 0.044(2) 0.0107(19) 0.025(2) 0.0087(19) C19 0.044(2) 0.048(3) 0.041(2) 0.003(2) 0.018(2) 0.001(2) C20 0.050(3) 0.047(3) 0.047(3) -0.004(2) 0.017(2) -0.007(2) C21 0.040(2) 0.052(3) 0.057(3) 0.012(2) 0.024(2) 0.006(2) C22 0.056(3) 0.041(2) 0.068(3) -0.002(2) 0.040(2) 0.003(2) C23 0.058(3) 0.038(2) 0.058(3) 0.004(2) 0.036(2) 0.003(2) C24 0.062(3) 0.063(3) 0.052(3) -0.009(2) 0.025(2) -0.005(2) C25 0.071(3) 0.076(3) 0.116(4) 0.007(3) 0.068(3) 0.001(3) C26 0.084(3) 0.056(3) 0.103(4) -0.022(3) 0.066(3) -0.017(3) C27 0.035(2) 0.036(2) 0.032(2) 0.000(2) 0.0119(18) -0.0004(17) C28 0.036(2) 0.035(2) 0.030(2) 0.0023(19) 0.0134(18) 0.0005(17) C29 0.041(2) 0.034(2) 0.034(2) 0.0054(18) 0.020(2) 0.0028(18) C30 0.044(2) 0.035(2) 0.040(2) 0.0000(19) 0.022(2) -0.0017(18) C31 0.051(3) 0.045(2) 0.046(3) 0.006(2) 0.024(2) -0.005(2) C32 0.058(3) 0.049(3) 0.057(3) 0.018(2) 0.035(3) 0.000(2) C33 0.054(3) 0.047(3) 0.038(2) 0.010(2) 0.016(2) 0.008(2) C34 0.049(2) 0.035(2) 0.033(2) 0.0085(18) 0.022(2) 0.0055(18) C35 0.040(2) 0.042(2) 0.042(3) -0.001(2) 0.023(2) -0.0112(19) C36 0.051(3) 0.041(2) 0.049(3) 0.000(2) 0.026(2) -0.005(2) C37 0.060(3) 0.055(3) 0.036(3) -0.009(2) 0.020(2) -0.008(2) C38 0.046(2) 0.053(3) 0.039(3) -0.002(2) 0.014(2) -0.002(2) C39 0.043(2) 0.044(2) 0.040(3) -0.001(2) 0.015(2) -0.0010(19) C40 0.042(2) 0.034(2) 0.046(3) -0.0048(19) 0.021(2) -0.0078(19) C41 0.067(3) 0.055(3) 0.065(3) -0.002(2) 0.031(3) 0.011(2) C42 0.049(3) 0.073(3) 0.050(3) 0.003(2) 0.016(2) -0.004(2) C43 0.048(2) 0.055(3) 0.053(3) -0.006(2) 0.019(2) 0.004(2) C44 0.042(2) 0.033(2) 0.031(2) 0.0106(18) 0.0143(19) 0.0073(17) C45 0.046(2) 0.041(2) 0.033(2) 0.0059(19) 0.016(2) 0.0107(19) C46 0.054(3) 0.039(2) 0.038(2) -0.0054(18) 0.016(2) 0.003(2) C47 0.042(2) 0.040(2) 0.042(3) 0.002(2) 0.010(2) 0.001(2) C48 0.049(2) 0.041(2) 0.040(2) -0.002(2) 0.024(2) 0.003(2) C49 0.044(2) 0.035(2) 0.034(2) 0.0054(18) 0.015(2) 0.0034(19) C50 0.056(3) 0.062(3) 0.045(3) -0.001(2) 0.025(2) 0.013(2) C51 0.042(3) 0.084(3) 0.070(3) -0.014(3) 0.019(3) -0.007(2) C52 0.049(2) 0.048(2) 0.043(3) -0.004(2) 0.022(2) -0.002(2) O72 0.0516(16) 0.0405(16) 0.0424(17) -0.0048(14) 0.0102(14) -0.0101(14) O81 0.050(2) 0.119(3) 0.101(3) 0.012(2) 0.037(2) 0.0029(19) O98 0.079(2) 0.079(2) 0.040(2) -0.0018(17) 0.0053(18) -0.0139(19) O107 0.0526(19) 0.0565(19) 0.093(3) 0.0038(17) 0.0244(18) 0.0100(16) C61 0.047(2) 0.037(2) 0.031(2) -0.0051(18) 0.0202(19) 0.0003(19) C62 0.045(2) 0.032(2) 0.035(2) -0.0028(17) 0.020(2) -0.0023(18) C63 0.050(3) 0.041(2) 0.050(3) -0.005(2) 0.029(2) -0.002(2) C64 0.063(3) 0.041(2) 0.049(3) -0.013(2) 0.030(2) -0.006(2) C65 0.063(3) 0.042(2) 0.047(3) -0.012(2) 0.028(2) -0.011(2) C66 0.049(2) 0.039(2) 0.035(2) -0.0059(19) 0.020(2) -0.0064(19) C67 0.040(2) 0.037(2) 0.034(2) 0.0003(19) 0.011(2) -0.0026(18) C68 0.039(2) 0.035(2) 0.036(2) 0.000(2) 0.0136(19) 0.0017(18) C69 0.034(2) 0.032(2) 0.039(2) -0.0023(18) 0.0183(19) -0.0025(17) C70 0.042(2) 0.039(2) 0.035(3) 0.0013(19) 0.013(2) -0.0007(19) C71 0.041(2) 0.048(3) 0.033(2) 0.003(2) 0.0080(19) 0.003(2) C72 0.043(2) 0.040(2) 0.037(3) -0.004(2) 0.013(2) -0.004(2) C73 0.048(2) 0.041(2) 0.044(3) 0.003(2) 0.019(2) -0.0048(19) C74 0.046(2) 0.041(2) 0.037(2) -0.002(2) 0.015(2) -0.0066(19) C75 0.076(3) 0.048(3) 0.051(3) 0.010(2) 0.016(3) -0.006(2) C76 0.055(3) 0.037(2) 0.054(3) -0.005(2) 0.015(2) -0.007(2) C77 0.070(3) 0.056(3) 0.043(3) 0.005(2) 0.007(2) -0.017(2) C78 0.044(2) 0.048(2) 0.045(3) -0.009(2) 0.019(2) -0.008(2) C79 0.046(3) 0.114(4) 0.047(3) 0.006(3) 0.015(2) -0.008(3) C80 0.046(3) 0.145(5) 0.061(3) 0.024(4) 0.014(3) 0.009(3) C81 0.037(3) 0.085(3) 0.071(4) -0.003(3) 0.021(3) -0.010(2) C82 0.052(3) 0.050(3) 0.077(3) 0.003(2) 0.039(3) -0.005(2) C83 0.053(3) 0.040(2) 0.059(3) 0.003(2) 0.030(2) 0.002(2) C84 0.074(4) 0.238(8) 0.065(4) 0.072(5) 0.023(3) 0.023(4) C85 0.067(3) 0.074(3) 0.118(5) -0.004(3) 0.062(3) 0.004(3) C86 0.089(4) 0.075(3) 0.098(4) 0.033(3) 0.068(3) 0.032(3) C87 0.041(2) 0.033(2) 0.029(2) 0.0013(19) 0.0122(19) 0.0018(18) C88 0.043(2) 0.033(2) 0.034(2) 0.0002(19) 0.0153(19) 0.0004(17) C89 0.041(2) 0.035(2) 0.035(2) -0.0051(18) 0.0164(19) 0.0003(18) C90 0.046(2) 0.039(2) 0.045(3) -0.008(2) 0.025(2) -0.0038(19) C91 0.046(3) 0.049(3) 0.059(3) -0.012(2) 0.021(2) 0.006(2) C92 0.059(3) 0.062(3) 0.063(3) -0.026(3) 0.029(3) -0.001(2) C93 0.051(3) 0.062(3) 0.048(3) -0.020(2) 0.020(2) -0.009(2) C94 0.043(2) 0.039(2) 0.040(2) -0.008(2) 0.020(2) -0.0052(19) C95 0.042(2) 0.039(2) 0.041(3) -0.004(2) 0.019(2) 0.0064(19) C96 0.055(3) 0.045(2) 0.051(3) 0.001(2) 0.023(2) -0.002(2) C97 0.070(3) 0.061(3) 0.043(3) 0.010(2) 0.019(3) -0.002(3) C98 0.055(3) 0.054(3) 0.038(3) -0.003(2) 0.012(2) -0.002(2) C99 0.045(2) 0.046(2) 0.044(3) -0.001(2) 0.014(2) -0.0010(19) C100 0.040(2) 0.041(2) 0.042(3) -0.001(2) 0.018(2) 0.0052(19) C101 0.097(4) 0.066(3) 0.070(4) 0.003(3) 0.035(3) -0.019(3) C102 0.068(3) 0.097(4) 0.046(3) -0.011(3) 0.008(3) -0.021(3) C103 0.049(2) 0.060(3) 0.051(3) 0.003(2) 0.013(2) -0.007(2) C104 0.042(2) 0.043(2) 0.035(2) -0.0134(19) 0.016(2) -0.0105(19) C105 0.054(3) 0.046(2) 0.038(3) -0.009(2) 0.017(2) -0.015(2) C106 0.059(3) 0.041(2) 0.041(3) 0.002(2) 0.012(2) 0.000(2) C107 0.043(3) 0.040(2) 0.054(3) -0.005(2) 0.011(2) -0.003(2) C108 0.050(3) 0.042(2) 0.055(3) -0.009(2) 0.027(2) -0.008(2) C109 0.043(2) 0.039(2) 0.035(2) -0.0050(19) 0.0126(19) -0.0017(19) C110 0.073(3) 0.062(3) 0.060(3) 0.000(2) 0.039(3) -0.011(2) C111 0.051(3) 0.070(3) 0.095(4) -0.006(3) 0.017(3) 0.003(3) C112 0.057(3) 0.049(3) 0.052(3) 0.002(2) 0.028(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O12 C12 1.378(4) . ? O12 C16 1.434(4) . ? O21 C21 1.391(4) . ? O21 C25 1.418(5) . ? O38 C38 1.362(5) . ? O38 C42 1.420(5) . ? O47 C47 1.377(4) . ? O47 C51 1.414(5) . ? C1 C6 1.407(5) . ? C1 C2 1.411(5) . ? C1 C7 1.427(5) . ? C2 C3 1.391(5) . ? C2 C9 1.495(5) . ? C3 C4 1.363(5) . ? C3 H3 0.9500 . ? C4 C5 1.377(5) . ? C4 H4 0.9500 . ? C5 C6 1.394(5) . ? C5 H5 0.9500 . ? C6 C18 1.498(5) . ? C7 C8 1.205(5) . ? C8 C27 1.378(5) . ? C9 C14 1.397(5) . ? C9 C10 1.403(5) . ? C10 C11 1.378(5) . ? C10 C15 1.516(5) . ? C11 C12 1.384(5) . ? C11 H11 0.9500 . ? C12 C13 1.366(5) . ? C13 C14 1.395(5) . ? C13 H13 0.9500 . ? C14 C17 1.508(5) . ? C15 H151 0.9800 . ? C15 H152 0.9800 . ? C15 H153 0.9800 . ? C16 H161 0.9800 . ? C16 H162 0.9800 . ? C16 H163 0.9800 . ? C17 H171 0.9800 . ? C17 H172 0.9800 . ? C17 H173 0.9800 . ? C18 C23 1.383(5) . ? C18 C19 1.406(5) . ? C19 C20 1.381(5) . ? C19 C24 1.506(5) . ? C20 C21 1.370(5) . ? C20 H20 0.9500 . ? C21 C22 1.375(5) . ? C22 C23 1.387(5) . ? C22 H22 0.9500 . ? C23 C26 1.510(6) . ? C24 H241 0.9800 . ? C24 H242 0.9800 . ? C24 H243 0.9800 . ? C25 H251 0.9800 . ? C25 H252 0.9800 . ? C25 H253 0.9800 . ? C26 H261 0.9800 . ? C26 H262 0.9800 . ? C26 H263 0.9800 . ? C27 C28 1.199(5) . ? C28 C29 1.438(5) . ? C29 C30 1.396(5) . ? C29 C34 1.408(5) . ? C30 C31 1.385(5) . ? C30 C35 1.501(5) . ? C31 C32 1.378(5) . ? C31 H31 0.9500 . ? C32 C33 1.383(5) . ? C32 H32 0.9500 . ? C33 C34 1.394(5) . ? C33 H33 0.9500 . ? C34 C44 1.496(5) . ? C35 C36 1.398(5) . ? C35 C40 1.401(5) . ? C36 C37 1.390(6) . ? C36 C41 1.509(5) . ? C37 C38 1.392(5) . ? C37 H37 0.9500 . ? C38 C39 1.379(5) . ? C39 C40 1.392(5) . ? C39 H39 0.9500 . ? C40 C43 1.504(5) . ? C41 H411 0.9800 . ? C41 H412 0.9800 . ? C41 H413 0.9800 . ? C42 H421 0.9800 . ? C42 H422 0.9800 . ? C42 H423 0.9800 . ? C43 H431 0.9800 . ? C43 H432 0.9800 . ? C43 H433 0.9800 . ? C44 C49 1.397(5) . ? C44 C45 1.407(5) . ? C45 C46 1.376(5) . ? C45 C50 1.505(5) . ? C46 C47 1.399(5) . ? C46 H46 0.9500 . ? C47 C48 1.371(5) . ? C48 C49 1.395(5) . ? C48 H48 0.9500 . ? C49 C52 1.504(5) . ? C50 H501 0.9800 . ? C50 H502 0.9800 . ? C50 H503 0.9800 . ? C51 H511 0.9800 . ? C51 H512 0.9800 . ? C51 H513 0.9800 . ? C52 H521 0.9800 . ? C52 H522 0.9800 . ? C52 H523 0.9800 . ? O72 C72 1.375(4) . ? O72 C76 1.428(4) . ? O81 C81 1.379(5) . ? O81 C85 1.420(6) . ? O98 C98 1.360(5) . ? O98 C102 1.408(5) . ? O107 C107 1.383(5) . ? O107 C111 1.408(5) . ? C61 C66 1.401(5) . ? C61 C62 1.403(5) . ? C61 C67 1.433(5) . ? C62 C63 1.393(5) . ? C62 C69 1.492(5) . ? C63 C64 1.366(5) . ? C63 H63 0.9500 . ? C64 C65 1.383(5) . ? C64 H64 0.9500 . ? C65 C66 1.391(5) . ? C65 H65 0.9500 . ? C66 C78 1.500(5) . ? C67 C68 1.214(5) . ? C68 C87 1.358(5) . ? C69 C74 1.387(5) . ? C69 C70 1.395(5) . ? C70 C71 1.377(5) . ? C70 C75 1.509(5) . ? C71 C72 1.390(5) . ? C71 H71 0.9500 . ? C72 C73 1.364(5) . ? C73 C74 1.414(5) . ? C73 H73 0.9500 . ? C74 C77 1.509(5) . ? C75 H751 0.9800 . ? C75 H752 0.9800 . ? C75 H753 0.9800 . ? C76 H761 0.9800 . ? C76 H762 0.9800 . ? C76 H763 0.9800 . ? C77 H771 0.9800 . ? C77 H772 0.9800 . ? C77 H773 0.9800 . ? C78 C79 1.387(6) . ? C78 C83 1.390(5) . ? C79 C80 1.393(6) . ? C79 C84 1.514(6) . ? C80 C81 1.360(6) . ? C80 H80 0.9500 . ? C81 C82 1.376(6) . ? C82 C83 1.401(5) . ? C82 H82 0.9500 . ? C83 C86 1.504(6) . ? C84 H841 0.9800 . ? C84 H842 0.9800 . ? C84 H843 0.9800 . ? C85 H851 0.9800 . ? C85 H852 0.9800 . ? C85 H853 0.9800 . ? C86 H861 0.9800 . ? C86 H862 0.9800 . ? C86 H863 0.9800 . ? C87 C88 1.206(5) . ? C88 C89 1.430(5) . ? C89 C94 1.403(5) . ? C89 C90 1.406(5) . ? C90 C91 1.392(5) . ? C90 C95 1.497(5) . ? C91 C92 1.392(5) . ? C91 H91 0.9500 . ? C92 C93 1.378(6) . ? C92 H92 0.9500 . ? C93 C94 1.394(5) . ? C93 H93 0.9500 . ? C94 C104 1.487(5) . ? C95 C100 1.380(5) . ? C95 C96 1.404(5) . ? C96 C97 1.384(6) . ? C96 C101 1.509(6) . ? C97 C98 1.376(6) . ? C97 H97 0.9500 . ? C98 C99 1.395(6) . ? C99 C100 1.398(5) . ? C99 H99 0.9500 . ? C100 C103 1.506(5) . ? C101 H111 0.9800 . ? C101 H112 0.9800 . ? C101 H113 0.9800 . ? C102 H114 0.9800 . ? C102 H115 0.9800 . ? C102 H116 0.9800 . ? C103 H117 0.9800 . ? C103 H118 0.9800 . ? C103 H119 0.9800 . ? C104 C109 1.395(5) . ? C104 C105 1.410(5) . ? C105 C106 1.383(5) . ? C105 C110 1.506(5) . ? C106 C107 1.386(6) . ? C106 H106 0.9500 . ? C107 C108 1.360(5) . ? C108 C109 1.406(5) . ? C108 H108 0.9500 . ? C109 C112 1.508(5) . ? C110 H120 0.9800 . ? C110 H121 0.9800 . ? C110 H122 0.9800 . ? C111 H123 0.9800 . ? C111 H124 0.9800 . ? C111 H125 0.9800 . ? C112 H126 0.9800 . ? C112 H127 0.9800 . ? C112 H128 0.9800 . ? 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 C12 O12 C16 117.0(3) . . ? C21 O21 C25 117.8(3) . . ? C38 O38 C42 117.4(3) . . ? C47 O47 C51 117.4(3) . . ? C6 C1 C2 121.6(3) . . ? C6 C1 C7 119.9(3) . . ? C2 C1 C7 118.5(3) . . ? C3 C2 C1 118.0(3) . . ? C3 C2 C9 123.8(3) . . ? C1 C2 C9 118.1(3) . . ? C4 C3 C2 120.6(3) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 121.6(4) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C4 C5 C6 120.6(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C1 117.6(3) . . ? C5 C6 C18 123.1(3) . . ? C1 C6 C18 119.4(3) . . ? C8 C7 C1 178.1(4) . . ? C7 C8 C27 178.2(4) . . ? C14 C9 C10 119.6(3) . . ? C14 C9 C2 119.1(3) . . ? C10 C9 C2 121.2(3) . . ? C11 C10 C9 119.1(4) . . ? C11 C10 C15 120.6(4) . . ? C9 C10 C15 120.3(4) . . ? C10 C11 C12 121.4(4) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C13 C12 O12 124.6(4) . . ? C13 C12 C11 119.7(4) . . ? O12 C12 C11 115.8(4) . . ? C12 C13 C14 120.6(4) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C9 119.6(4) . . ? C13 C14 C17 119.6(4) . . ? C9 C14 C17 120.8(3) . . ? C10 C15 H151 109.5 . . ? C10 C15 H152 109.5 . . ? H151 C15 H152 109.5 . . ? C10 C15 H153 109.5 . . ? H151 C15 H153 109.5 . . ? H152 C15 H153 109.5 . . ? O12 C16 H161 109.5 . . ? O12 C16 H162 109.5 . . ? H161 C16 H162 109.5 . . ? O12 C16 H163 109.5 . . ? H161 C16 H163 109.5 . . ? H162 C16 H163 109.5 . . ? C14 C17 H171 109.5 . . ? C14 C17 H172 109.5 . . ? H171 C17 H172 109.5 . . ? C14 C17 H173 109.5 . . ? H171 C17 H173 109.5 . . ? H172 C17 H173 109.5 . . ? C23 C18 C19 119.1(3) . . ? C23 C18 C6 120.0(4) . . ? C19 C18 C6 120.8(3) . . ? C20 C19 C18 119.7(4) . . ? C20 C19 C24 118.4(4) . . ? C18 C19 C24 121.9(3) . . ? C21 C20 C19 120.5(4) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 120.5(4) . . ? C20 C21 O21 116.0(4) . . ? C22 C21 O21 123.6(4) . . ? C21 C22 C23 119.9(4) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C18 C23 C22 120.4(4) . . ? C18 C23 C26 120.2(4) . . ? C22 C23 C26 119.4(4) . . ? C19 C24 H241 109.5 . . ? C19 C24 H242 109.5 . . ? H241 C24 H242 109.5 . . ? C19 C24 H243 109.5 . . ? H241 C24 H243 109.5 . . ? H242 C24 H243 109.5 . . ? O21 C25 H251 109.5 . . ? O21 C25 H252 109.5 . . ? H251 C25 H252 109.5 . . ? O21 C25 H253 109.5 . . ? H251 C25 H253 109.5 . . ? H252 C25 H253 109.5 . . ? C23 C26 H261 109.5 . . ? C23 C26 H262 109.5 . . ? H261 C26 H262 109.5 . . ? C23 C26 H263 109.5 . . ? H261 C26 H263 109.5 . . ? H262 C26 H263 109.5 . . ? C28 C27 C8 178.6(4) . . ? C27 C28 C29 176.9(4) . . ? C30 C29 C34 121.9(3) . . ? C30 C29 C28 117.9(3) . . ? C34 C29 C28 120.2(3) . . ? C31 C30 C29 118.6(3) . . ? C31 C30 C35 121.7(3) . . ? C29 C30 C35 119.6(3) . . ? C32 C31 C30 120.7(4) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 120.3(3) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C32 C33 C34 121.4(4) . . ? C32 C33 H33 119.3 . . ? C34 C33 H33 119.3 . . ? C33 C34 C29 117.1(3) . . ? C33 C34 C44 120.5(3) . . ? C29 C34 C44 122.4(3) . . ? C36 C35 C40 120.4(4) . . ? C36 C35 C30 118.9(3) . . ? C40 C35 C30 120.7(3) . . ? C37 C36 C35 119.1(4) . . ? C37 C36 C41 120.5(4) . . ? C35 C36 C41 120.3(4) . . ? C36 C37 C38 120.8(4) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? O38 C38 C39 125.3(4) . . ? O38 C38 C37 115.0(4) . . ? C39 C38 C37 119.7(4) . . ? C38 C39 C40 120.9(4) . . ? C38 C39 H39 119.6 . . ? C40 C39 H39 119.6 . . ? C39 C40 C35 119.2(4) . . ? C39 C40 C43 119.5(3) . . ? C35 C40 C43 121.3(4) . . ? C36 C41 H411 109.5 . . ? C36 C41 H412 109.5 . . ? H411 C41 H412 109.5 . . ? C36 C41 H413 109.5 . . ? H411 C41 H413 109.5 . . ? H412 C41 H413 109.5 . . ? O38 C42 H421 109.5 . . ? O38 C42 H422 109.5 . . ? H421 C42 H422 109.5 . . ? O38 C42 H423 109.5 . . ? H421 C42 H423 109.5 . . ? H422 C42 H423 109.5 . . ? C40 C43 H431 109.5 . . ? C40 C43 H432 109.5 . . ? H431 C43 H432 109.5 . . ? C40 C43 H433 109.5 . . ? H431 C43 H433 109.5 . . ? H432 C43 H433 109.5 . . ? C49 C44 C45 119.3(3) . . ? C49 C44 C34 121.5(3) . . ? C45 C44 C34 119.2(3) . . ? C46 C45 C44 119.5(3) . . ? C46 C45 C50 118.8(4) . . ? C44 C45 C50 121.7(3) . . ? C45 C46 C47 120.9(4) . . ? C45 C46 H46 119.5 . . ? C47 C46 H46 119.5 . . ? C48 C47 O47 124.5(3) . . ? C48 C47 C46 119.8(3) . . ? O47 C47 C46 115.7(3) . . ? C47 C48 C49 120.3(3) . . ? C47 C48 H48 119.8 . . ? C49 C48 H48 119.8 . . ? C48 C49 C44 120.1(3) . . ? C48 C49 C52 117.5(3) . . ? C44 C49 C52 122.4(3) . . ? C45 C50 H501 109.5 . . ? C45 C50 H502 109.5 . . ? H501 C50 H502 109.5 . . ? C45 C50 H503 109.5 . . ? H501 C50 H503 109.5 . . ? H502 C50 H503 109.5 . . ? O47 C51 H511 109.5 . . ? O47 C51 H512 109.5 . . ? H511 C51 H512 109.5 . . ? O47 C51 H513 109.5 . . ? H511 C51 H513 109.5 . . ? H512 C51 H513 109.5 . . ? C49 C52 H521 109.5 . . ? C49 C52 H522 109.5 . . ? H521 C52 H522 109.5 . . ? C49 C52 H523 109.5 . . ? H521 C52 H523 109.5 . . ? H522 C52 H523 109.5 . . ? C72 O72 C76 116.8(3) . . ? C81 O81 C85 117.9(4) . . ? C98 O98 C102 118.9(3) . . ? C107 O107 C111 116.6(3) . . ? C66 C61 C62 121.7(3) . . ? C66 C61 C67 120.0(3) . . ? C62 C61 C67 118.3(3) . . ? C63 C62 C61 117.9(3) . . ? C63 C62 C69 123.2(3) . . ? C61 C62 C69 118.8(3) . . ? C64 C63 C62 120.9(4) . . ? C64 C63 H63 119.5 . . ? C62 C63 H63 119.5 . . ? C63 C64 C65 120.9(4) . . ? C63 C64 H64 119.5 . . ? C65 C64 H64 119.5 . . ? C64 C65 C66 120.5(4) . . ? C64 C65 H65 119.8 . . ? C66 C65 H65 119.8 . . ? C65 C66 C61 118.1(3) . . ? C65 C66 C78 123.3(3) . . ? C61 C66 C78 118.6(3) . . ? C68 C67 C61 178.4(4) . . ? C67 C68 C87 178.0(4) . . ? C74 C69 C70 120.0(3) . . ? C74 C69 C62 118.8(3) . . ? C70 C69 C62 121.0(3) . . ? C71 C70 C69 119.5(3) . . ? C71 C70 C75 120.2(4) . . ? C69 C70 C75 120.4(3) . . ? C70 C71 C72 121.3(4) . . ? C70 C71 H71 119.4 . . ? C72 C71 H71 119.4 . . ? C73 C72 O72 124.8(3) . . ? C73 C72 C71 119.5(4) . . ? O72 C72 C71 115.8(3) . . ? C72 C73 C74 120.5(4) . . ? C72 C73 H73 119.7 . . ? C74 C73 H73 119.7 . . ? C69 C74 C73 119.3(3) . . ? C69 C74 C77 121.0(3) . . ? C73 C74 C77 119.7(4) . . ? C70 C75 H751 109.5 . . ? C70 C75 H752 109.5 . . ? H751 C75 H752 109.5 . . ? C70 C75 H753 109.5 . . ? H751 C75 H753 109.5 . . ? H752 C75 H753 109.5 . . ? O72 C76 H761 109.5 . . ? O72 C76 H762 109.5 . . ? H761 C76 H762 109.5 . . ? O72 C76 H763 109.5 . . ? H761 C76 H763 109.5 . . ? H762 C76 H763 109.5 . . ? C74 C77 H771 109.5 . . ? C74 C77 H772 109.5 . . ? H771 C77 H772 109.5 . . ? C74 C77 H773 109.5 . . ? H771 C77 H773 109.5 . . ? H772 C77 H773 109.5 . . ? C79 C78 C83 119.8(4) . . ? C79 C78 C66 119.5(4) . . ? C83 C78 C66 120.4(4) . . ? C78 C79 C80 119.3(4) . . ? C78 C79 C84 120.0(4) . . ? C80 C79 C84 120.5(5) . . ? C81 C80 C79 121.4(5) . . ? C81 C80 H80 119.3 . . ? C79 C80 H80 119.3 . . ? C80 C81 C82 119.5(4) . . ? C80 C81 O81 116.3(5) . . ? C82 C81 O81 124.2(4) . . ? C81 C82 C83 120.7(4) . . ? C81 C82 H82 119.7 . . ? C83 C82 H82 119.7 . . ? C78 C83 C82 119.2(4) . . ? C78 C83 C86 121.6(4) . . ? C82 C83 C86 119.2(4) . . ? C79 C84 H841 109.5 . . ? C79 C84 H842 109.5 . . ? H841 C84 H842 109.5 . . ? C79 C84 H843 109.5 . . ? H841 C84 H843 109.5 . . ? H842 C84 H843 109.5 . . ? O81 C85 H851 109.5 . . ? O81 C85 H852 109.5 . . ? H851 C85 H852 109.5 . . ? O81 C85 H853 109.5 . . ? H851 C85 H853 109.5 . . ? H852 C85 H853 109.5 . . ? C83 C86 H861 109.5 . . ? C83 C86 H862 109.5 . . ? H861 C86 H862 109.5 . . ? C83 C86 H863 109.5 . . ? H861 C86 H863 109.5 . . ? H862 C86 H863 109.5 . . ? C88 C87 C68 178.6(4) . . ? C87 C88 C89 178.8(4) . . ? C94 C89 C90 121.3(3) . . ? C94 C89 C88 120.1(3) . . ? C90 C89 C88 118.6(3) . . ? C91 C90 C89 118.3(3) . . ? C91 C90 C95 121.6(3) . . ? C89 C90 C95 120.0(3) . . ? C90 C91 C92 120.5(4) . . ? C90 C91 H91 119.8 . . ? C92 C91 H91 119.8 . . ? C93 C92 C91 120.8(4) . . ? C93 C92 H92 119.6 . . ? C91 C92 H92 119.6 . . ? C92 C93 C94 120.4(4) . . ? C92 C93 H93 119.8 . . ? C94 C93 H93 119.8 . . ? C93 C94 C89 118.7(3) . . ? C93 C94 C104 120.6(3) . . ? C89 C94 C104 120.7(3) . . ? C100 C95 C96 120.4(4) . . ? C100 C95 C90 121.2(3) . . ? C96 C95 C90 118.4(3) . . ? C97 C96 C95 118.7(4) . . ? C97 C96 C101 120.6(4) . . ? C95 C96 C101 120.6(4) . . ? C98 C97 C96 121.7(4) . . ? C98 C97 H97 119.2 . . ? C96 C97 H97 119.2 . . ? O98 C98 C97 116.6(4) . . ? O98 C98 C99 124.0(4) . . ? C97 C98 C99 119.4(4) . . ? C98 C99 C100 119.9(4) . . ? C98 C99 H99 120.1 . . ? C100 C99 H99 120.1 . . ? C95 C100 C99 119.9(4) . . ? C95 C100 C103 121.8(4) . . ? C99 C100 C103 118.3(3) . . ? C96 C101 H111 109.5 . . ? C96 C101 H112 109.5 . . ? H111 C101 H112 109.5 . . ? C96 C101 H113 109.5 . . ? H111 C101 H113 109.5 . . ? H112 C101 H113 109.5 . . ? O98 C102 H114 109.5 . . ? O98 C102 H115 109.5 . . ? H114 C102 H115 109.5 . . ? O98 C102 H116 109.5 . . ? H114 C102 H116 109.5 . . ? H115 C102 H116 109.5 . . ? C100 C103 H117 109.5 . . ? C100 C103 H118 109.5 . . ? H117 C103 H118 109.5 . . ? C100 C103 H119 109.5 . . ? H117 C103 H119 109.5 . . ? H118 C103 H119 109.5 . . ? C109 C104 C105 119.1(3) . . ? C109 C104 C94 121.1(3) . . ? C105 C104 C94 119.8(3) . . ? C106 C105 C104 119.6(4) . . ? C106 C105 C110 119.3(4) . . ? C104 C105 C110 121.2(4) . . ? C105 C106 C107 120.9(4) . . ? C105 C106 H106 119.6 . . ? C107 C106 H106 119.6 . . ? C108 C107 O107 124.3(4) . . ? C108 C107 C106 120.0(4) . . ? O107 C107 C106 115.8(4) . . ? C107 C108 C109 120.7(4) . . ? C107 C108 H108 119.6 . . ? C109 C108 H108 119.6 . . ? C104 C109 C108 119.6(4) . . ? C104 C109 C112 122.6(3) . . ? C108 C109 C112 117.8(3) . . ? C105 C110 H120 109.5 . . ? C105 C110 H121 109.5 . . ? H120 C110 H121 109.5 . . ? C105 C110 H122 109.5 . . ? H120 C110 H122 109.5 . . ? H121 C110 H122 109.5 . . ? O107 C111 H123 109.5 . . ? O107 C111 H124 109.5 . . ? H123 C111 H124 109.5 . . ? O107 C111 H125 109.5 . . ? H123 C111 H125 109.5 . . ? H124 C111 H125 109.5 . . ? C109 C112 H126 109.5 . . ? C109 C112 H127 109.5 . . ? H126 C112 H127 109.5 . . ? C109 C112 H128 109.5 . . ? H126 C112 H128 109.5 . . ? H127 C112 H128 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 C6 C1 C2 C3 -2.8(5) . . . . ? C7 C1 C2 C3 176.1(3) . . . . ? C6 C1 C2 C9 173.2(3) . . . . ? C7 C1 C2 C9 -7.8(5) . . . . ? C1 C2 C3 C4 1.2(6) . . . . ? C9 C2 C3 C4 -174.6(4) . . . . ? C2 C3 C4 C5 1.4(6) . . . . ? C3 C4 C5 C6 -2.3(6) . . . . ? C4 C5 C6 C1 0.7(6) . . . . ? C4 C5 C6 C18 -179.6(4) . . . . ? C2 C1 C6 C5 1.9(5) . . . . ? C7 C1 C6 C5 -177.1(3) . . . . ? C2 C1 C6 C18 -177.9(3) . . . . ? C7 C1 C6 C18 3.2(5) . . . . ? C3 C2 C9 C14 93.2(5) . . . . ? C1 C2 C9 C14 -82.5(4) . . . . ? C3 C2 C9 C10 -90.3(4) . . . . ? C1 C2 C9 C10 93.9(4) . . . . ? C14 C9 C10 C11 1.1(5) . . . . ? C2 C9 C10 C11 -175.4(3) . . . . ? C14 C9 C10 C15 179.6(3) . . . . ? C2 C9 C10 C15 3.1(5) . . . . ? C9 C10 C11 C12 0.7(5) . . . . ? C15 C10 C11 C12 -177.9(4) . . . . ? C16 O12 C12 C13 -0.7(5) . . . . ? C16 O12 C12 C11 179.2(3) . . . . ? C10 C11 C12 C13 -1.6(6) . . . . ? C10 C11 C12 O12 178.6(3) . . . . ? O12 C12 C13 C14 -179.4(3) . . . . ? C11 C12 C13 C14 0.7(5) . . . . ? C12 C13 C14 C9 1.0(5) . . . . ? C12 C13 C14 C17 179.9(3) . . . . ? C10 C9 C14 C13 -1.9(5) . . . . ? C2 C9 C14 C13 174.6(3) . . . . ? C10 C9 C14 C17 179.3(3) . . . . ? C2 C9 C14 C17 -4.2(5) . . . . ? C5 C6 C18 C23 78.7(5) . . . . ? C1 C6 C18 C23 -101.5(4) . . . . ? C5 C6 C18 C19 -106.2(4) . . . . ? C1 C6 C18 C19 73.5(5) . . . . ? C23 C18 C19 C20 -0.5(5) . . . . ? C6 C18 C19 C20 -175.6(3) . . . . ? C23 C18 C19 C24 176.9(4) . . . . ? C6 C18 C19 C24 1.8(6) . . . . ? C18 C19 C20 C21 1.8(6) . . . . ? C24 C19 C20 C21 -175.7(4) . . . . ? C19 C20 C21 C22 -2.7(6) . . . . ? C19 C20 C21 O21 176.6(3) . . . . ? C25 O21 C21 C20 -165.8(4) . . . . ? C25 O21 C21 C22 13.4(6) . . . . ? C20 C21 C22 C23 2.3(6) . . . . ? O21 C21 C22 C23 -177.0(4) . . . . ? C19 C18 C23 C22 0.1(6) . . . . ? C6 C18 C23 C22 175.2(4) . . . . ? C19 C18 C23 C26 -177.7(4) . . . . ? C6 C18 C23 C26 -2.6(5) . . . . ? C21 C22 C23 C18 -1.0(6) . . . . ? C21 C22 C23 C26 176.9(4) . . . . ? C34 C29 C30 C31 0.2(5) . . . . ? C28 C29 C30 C31 179.9(3) . . . . ? C34 C29 C30 C35 177.1(3) . . . . ? C28 C29 C30 C35 -3.1(5) . . . . ? C29 C30 C31 C32 -0.8(5) . . . . ? C35 C30 C31 C32 -177.7(4) . . . . ? C30 C31 C32 C33 1.7(6) . . . . ? C31 C32 C33 C34 -2.0(6) . . . . ? C32 C33 C34 C29 1.3(5) . . . . ? C32 C33 C34 C44 -179.5(3) . . . . ? C30 C29 C34 C33 -0.4(5) . . . . ? C28 C29 C34 C33 179.9(3) . . . . ? C30 C29 C34 C44 -179.5(3) . . . . ? C28 C29 C34 C44 0.7(5) . . . . ? C31 C30 C35 C36 84.5(4) . . . . ? C29 C30 C35 C36 -92.3(4) . . . . ? C31 C30 C35 C40 -96.6(4) . . . . ? C29 C30 C35 C40 86.6(4) . . . . ? C40 C35 C36 C37 -0.5(5) . . . . ? C30 C35 C36 C37 178.4(3) . . . . ? C40 C35 C36 C41 -179.3(3) . . . . ? C30 C35 C36 C41 -0.4(5) . . . . ? C35 C36 C37 C38 0.8(6) . . . . ? C41 C36 C37 C38 179.6(4) . . . . ? C42 O38 C38 C39 18.6(5) . . . . ? C42 O38 C38 C37 -162.6(3) . . . . ? C36 C37 C38 O38 -179.8(3) . . . . ? C36 C37 C38 C39 -0.9(6) . . . . ? O38 C38 C39 C40 179.5(3) . . . . ? C37 C38 C39 C40 0.7(6) . . . . ? C38 C39 C40 C35 -0.4(5) . . . . ? C38 C39 C40 C43 180.0(4) . . . . ? C36 C35 C40 C39 0.3(5) . . . . ? C30 C35 C40 C39 -178.6(3) . . . . ? C36 C35 C40 C43 179.9(3) . . . . ? C30 C35 C40 C43 1.0(5) . . . . ? C33 C34 C44 C49 -110.3(4) . . . . ? C29 C34 C44 C49 68.9(5) . . . . ? C33 C34 C44 C45 69.3(4) . . . . ? C29 C34 C44 C45 -111.6(4) . . . . ? C49 C44 C45 C46 1.3(5) . . . . ? C34 C44 C45 C46 -178.3(3) . . . . ? C49 C44 C45 C50 -178.1(3) . . . . ? C34 C44 C45 C50 2.3(5) . . . . ? C44 C45 C46 C47 0.4(5) . . . . ? C50 C45 C46 C47 179.7(3) . . . . ? C51 O47 C47 C48 7.8(6) . . . . ? C51 O47 C47 C46 -171.8(4) . . . . ? C45 C46 C47 C48 -0.9(6) . . . . ? C45 C46 C47 O47 178.8(3) . . . . ? O47 C47 C48 C49 -179.9(3) . . . . ? C46 C47 C48 C49 -0.2(6) . . . . ? C47 C48 C49 C44 1.8(5) . . . . ? C47 C48 C49 C52 -177.6(3) . . . . ? C45 C44 C49 C48 -2.4(5) . . . . ? C34 C44 C49 C48 177.2(3) . . . . ? C45 C44 C49 C52 177.0(3) . . . . ? C34 C44 C49 C52 -3.4(5) . . . . ? C66 C61 C62 C63 0.6(5) . . . . ? C67 C61 C62 C63 -179.4(3) . . . . ? C66 C61 C62 C69 -176.9(3) . . . . ? C67 C61 C62 C69 3.0(5) . . . . ? C61 C62 C63 C64 -0.2(5) . . . . ? C69 C62 C63 C64 177.2(4) . . . . ? C62 C63 C64 C65 -0.4(6) . . . . ? C63 C64 C65 C66 0.6(6) . . . . ? C64 C65 C66 C61 -0.2(6) . . . . ? C64 C65 C66 C78 179.5(4) . . . . ? C62 C61 C66 C65 -0.4(5) . . . . ? C67 C61 C66 C65 179.6(3) . . . . ? C62 C61 C66 C78 179.8(4) . . . . ? C67 C61 C66 C78 -0.1(5) . . . . ? C63 C62 C69 C74 -91.8(4) . . . . ? C61 C62 C69 C74 85.6(4) . . . . ? C63 C62 C69 C70 93.4(4) . . . . ? C61 C62 C69 C70 -89.2(4) . . . . ? C74 C69 C70 C71 -0.2(5) . . . . ? C62 C69 C70 C71 174.6(3) . . . . ? C74 C69 C70 C75 -178.9(4) . . . . ? C62 C69 C70 C75 -4.1(5) . . . . ? C69 C70 C71 C72 -1.0(5) . . . . ? C75 C70 C71 C72 177.7(4) . . . . ? C76 O72 C72 C73 -0.5(5) . . . . ? C76 O72 C72 C71 179.4(3) . . . . ? C70 C71 C72 C73 1.9(6) . . . . ? C70 C71 C72 O72 -178.1(3) . . . . ? O72 C72 C73 C74 178.4(3) . . . . ? C71 C72 C73 C74 -1.6(6) . . . . ? C70 C69 C74 C73 0.5(5) . . . . ? C62 C69 C74 C73 -174.4(3) . . . . ? C70 C69 C74 C77 179.2(3) . . . . ? C62 C69 C74 C77 4.4(5) . . . . ? C72 C73 C74 C69 0.4(5) . . . . ? C72 C73 C74 C77 -178.4(4) . . . . ? C65 C66 C78 C79 88.0(5) . . . . ? C61 C66 C78 C79 -92.3(5) . . . . ? C65 C66 C78 C83 -97.9(5) . . . . ? C61 C66 C78 C83 81.8(5) . . . . ? C83 C78 C79 C80 -0.2(7) . . . . ? C66 C78 C79 C80 174.0(4) . . . . ? C83 C78 C79 C84 -175.1(5) . . . . ? C66 C78 C79 C84 -1.0(7) . . . . ? C78 C79 C80 C81 0.0(8) . . . . ? C84 C79 C80 C81 175.0(6) . . . . ? C79 C80 C81 C82 -0.2(8) . . . . ? C79 C80 C81 O81 -178.3(5) . . . . ? C85 O81 C81 C80 168.6(5) . . . . ? C85 O81 C81 C82 -9.4(7) . . . . ? C80 C81 C82 C83 0.5(7) . . . . ? O81 C81 C82 C83 178.4(4) . . . . ? C79 C78 C83 C82 0.5(6) . . . . ? C66 C78 C83 C82 -173.7(3) . . . . ? C79 C78 C83 C86 178.7(4) . . . . ? C66 C78 C83 C86 4.5(6) . . . . ? C81 C82 C83 C78 -0.6(6) . . . . ? C81 C82 C83 C86 -178.9(4) . . . . ? C94 C89 C90 C91 -0.4(5) . . . . ? C88 C89 C90 C91 178.6(3) . . . . ? C94 C89 C90 C95 179.9(3) . . . . ? C88 C89 C90 C95 -1.1(5) . . . . ? C89 C90 C91 C92 0.4(6) . . . . ? C95 C90 C91 C92 -179.9(4) . . . . ? C90 C91 C92 C93 -0.4(7) . . . . ? C91 C92 C93 C94 0.4(7) . . . . ? C92 C93 C94 C89 -0.4(6) . . . . ? C92 C93 C94 C104 178.9(4) . . . . ? C90 C89 C94 C93 0.4(5) . . . . ? C88 C89 C94 C93 -178.6(3) . . . . ? C90 C89 C94 C104 -178.9(3) . . . . ? C88 C89 C94 C104 2.0(5) . . . . ? C91 C90 C95 C100 96.4(4) . . . . ? C89 C90 C95 C100 -83.9(4) . . . . ? C91 C90 C95 C96 -86.9(4) . . . . ? C89 C90 C95 C96 92.8(4) . . . . ? C100 C95 C96 C97 -1.9(6) . . . . ? C90 C95 C96 C97 -178.6(4) . . . . ? C100 C95 C96 C101 177.0(4) . . . . ? C90 C95 C96 C101 0.3(6) . . . . ? C95 C96 C97 C98 1.9(6) . . . . ? C101 C96 C97 C98 -176.9(4) . . . . ? C102 O98 C98 C97 176.9(4) . . . . ? C102 O98 C98 C99 -2.4(6) . . . . ? C96 C97 C98 O98 179.6(4) . . . . ? C96 C97 C98 C99 -1.1(6) . . . . ? O98 C98 C99 C100 179.4(4) . . . . ? C97 C98 C99 C100 0.1(6) . . . . ? C96 C95 C100 C99 1.0(5) . . . . ? C90 C95 C100 C99 177.6(3) . . . . ? C96 C95 C100 C103 -179.6(3) . . . . ? C90 C95 C100 C103 -3.0(5) . . . . ? C98 C99 C100 C95 -0.1(5) . . . . ? C98 C99 C100 C103 -179.5(4) . . . . ? C93 C94 C104 C109 103.6(4) . . . . ? C89 C94 C104 C109 -77.1(5) . . . . ? C93 C94 C104 C105 -77.0(5) . . . . ? C89 C94 C104 C105 102.3(4) . . . . ? C109 C104 C105 C106 -1.6(5) . . . . ? C94 C104 C105 C106 179.0(3) . . . . ? C109 C104 C105 C110 178.0(3) . . . . ? C94 C104 C105 C110 -1.4(5) . . . . ? C104 C105 C106 C107 -2.3(6) . . . . ? C110 C105 C106 C107 178.0(4) . . . . ? C111 O107 C107 C108 -21.0(6) . . . . ? C111 O107 C107 C106 159.7(4) . . . . ? C105 C106 C107 C108 3.8(6) . . . . ? C105 C106 C107 O107 -176.9(3) . . . . ? O107 C107 C108 C109 179.5(3) . . . . ? C106 C107 C108 C109 -1.2(6) . . . . ? C105 C104 C109 C108 4.1(5) . . . . ? C94 C104 C109 C108 -176.5(3) . . . . ? C105 C104 C109 C112 -175.0(3) . . . . ? C94 C104 C109 C112 4.4(5) . . . . ? C107 C108 C109 C104 -2.7(5) . . . . ? C107 C108 C109 C112 176.4(3) . . . . ? # End of CIF ============================================================