# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 loop_ _publ_author_name 'Xin-Long Ni' S.Rahman 'Shi Wang' 'Cheng-Cheng Jin' 'Xi Zeng' D.L.Hughes C.Redshaw T.Yamato _publ_contact_author_name 'David L. Hughes' _publ_contact_author_email D.L.Hughes@uea.ac.uk data_carlr2 _database_code_depnum_ccdc_archive 'CCDC 841827' #TrackingRef '- cone-3.cif' _audit_creation_method 'SHELXL-97 and CrysAlisPro RED' _chemical_name_systematic ; ? ; _chemical_name_common cone-3 _chemical_melting_point ? _chemical_formula_structural (-OCH2C6H2OBz-2,tBu-5,CH2-3,-)3 _chemical_formula_moiety 'C57 H66 O6' _chemical_formula_sum 'C57 H66 O6' _chemical_formula_weight 847.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M A2/a # Note that this space group is equivalent to C2/c (no. 15), with the a # and c axes transposed. 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 27.9648(13) _cell_length_b 9.8510(6) _cell_length_c 34.6640(17) _cell_angle_alpha 90.00 _cell_angle_beta 101.179(4) _cell_angle_gamma 90.00 _cell_volume 9368.1(9) _cell_formula_units_Z 8 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.201 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3648 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/Sapphire3 CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_reflns_number 32699 _diffrn_reflns_av_R_equivalents 0.1032 _diffrn_reflns_av_sigmaI/netI 0.0577 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 4.39 _diffrn_reflns_theta_max 21.00 _reflns_number_total 4948 _reflns_number_gt 4551 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlisPro CCD, Oxford Diffraction Ltd., Version 1.171.33.55 ; _computing_cell_refinement ; CrysAlisPro RED, Oxford Diffraction Ltd., Version 1.171.33.55 ; _computing_data_reduction ; CrysAlisPro RED, Oxford Diffraction Ltd., Version 1.171.33.55 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP (Johnson, 1976 and Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008) and WINGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0383P)^2^+16.4327P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4948 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0872 _refine_ls_R_factor_gt 0.0772 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1336 _refine_ls_goodness_of_fit_ref 1.243 _refine_ls_restrained_S_all 1.243 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.59998(10) 0.2991(2) 0.10829(7) 0.0264(7) Uani 1 1 d . . . C1A C 0.61274(15) 0.3101(4) 0.07154(11) 0.0228(10) Uani 1 1 d . . . C2A C 0.66068(14) 0.2895(4) 0.06754(11) 0.0219(10) Uani 1 1 d . . . C3A C 0.67206(15) 0.2979(4) 0.03042(11) 0.0252(10) Uani 1 1 d . . . H3A H 0.7041 0.2830 0.0278 0.030 Uiso 1 1 calc R . . C4A C 0.63690(15) 0.3280(4) -0.00338(11) 0.0228(10) Uani 1 1 d . . . C5A C 0.59020(15) 0.3550(4) 0.00232(11) 0.0226(10) Uani 1 1 d . . . H5A H 0.5665 0.3792 -0.0193 0.027 Uiso 1 1 calc R . . C6A C 0.57706(14) 0.3474(4) 0.03910(11) 0.0212(10) Uani 1 1 d . . . C7A C 0.52534(14) 0.3828(4) 0.04267(11) 0.0242(10) Uani 1 1 d . . . H7A1 H 0.5032 0.3554 0.0188 0.029 Uiso 1 1 calc R . . H7A2 H 0.5168 0.3322 0.0644 0.029 Uiso 1 1 calc R . . O8A O 0.51912(9) 0.5254(2) 0.04905(7) 0.0247(7) Uani 1 1 d . . . C9A C 0.53130(15) 0.5707(4) 0.08899(11) 0.0249(10) Uani 1 1 d . . . H9A1 H 0.5366 0.4922 0.1062 0.030 Uiso 1 1 calc R . . H9A2 H 0.5040 0.6213 0.0952 0.030 Uiso 1 1 calc R . . C10A C 0.59350(16) 0.1607(4) 0.12038(11) 0.0299(11) Uani 1 1 d . . . H10A H 0.5928 0.1601 0.1482 0.036 Uiso 1 1 calc R . . H10B H 0.6214 0.1073 0.1166 0.036 Uiso 1 1 calc R . . C11A C 0.54780(15) 0.0946(4) 0.09841(12) 0.0251(10) Uani 1 1 d . . . C12A C 0.50342(19) 0.1201(5) 0.10801(15) 0.0481(14) Uani 1 1 d . . . H12A H 0.5011 0.1775 0.1289 0.058 Uiso 1 1 calc R . . C14A C 0.4652(2) -0.0279(6) 0.05568(18) 0.0626(16) Uani 1 1 d . . . H14A H 0.4374 -0.0684 0.0412 0.075 Uiso 1 1 calc R . . C13A C 0.46108(19) 0.0587(6) 0.08599(19) 0.0628(17) Uani 1 1 d . . . H13A H 0.4307 0.0768 0.0920 0.075 Uiso 1 1 calc R . . C15A C 0.5086(2) -0.0547(5) 0.04686(15) 0.0481(14) Uani 1 1 d . . . H15A H 0.5111 -0.1150 0.0267 0.058 Uiso 1 1 calc R . . C16A C 0.54977(17) 0.0069(4) 0.06763(12) 0.0322(11) Uani 1 1 d . . . H16A H 0.5797 -0.0109 0.0608 0.039 Uiso 1 1 calc R . . C41A C 0.65152(14) 0.3293(4) -0.04368(11) 0.0272(10) Uani 1 1 d . . . C42A C 0.68923(16) 0.4406(4) -0.04526(12) 0.0339(11) Uani 1 1 d . . . H42A H 0.6983 0.4398 -0.0706 0.051 Uiso 1 1 calc R . . H42B H 0.7175 0.4246 -0.0252 0.051 Uiso 1 1 calc R . . H42C H 0.6755 0.5274 -0.0410 0.051 Uiso 1 1 calc R . . C43A C 0.67392(17) 0.1910(4) -0.05063(13) 0.0412(12) Uani 1 1 d . . . H43A H 0.6834 0.1912 -0.0758 0.062 Uiso 1 1 calc R . . H43B H 0.6503 0.1207 -0.0500 0.062 Uiso 1 1 calc R . . H43C H 0.7020 0.1748 -0.0304 0.062 Uiso 1 1 calc R . . C44A C 0.60783(17) 0.3535(5) -0.07719(12) 0.0438(13) Uani 1 1 d . . . H44A H 0.6186 0.3534 -0.1019 0.066 Uiso 1 1 calc R . . H44B H 0.5933 0.4396 -0.0735 0.066 Uiso 1 1 calc R . . H44C H 0.5843 0.2826 -0.0772 0.066 Uiso 1 1 calc R . . O1B O 0.55933(10) 0.7031(2) 0.16023(7) 0.0250(7) Uani 1 1 d . . . C1B C 0.58897(14) 0.7269(4) 0.13297(11) 0.0214(10) Uani 1 1 d . . . C2B C 0.57637(14) 0.6593(4) 0.09686(11) 0.0200(10) Uani 1 1 d . . . C3B C 0.60468(15) 0.6811(4) 0.06869(11) 0.0235(10) Uani 1 1 d . . . H3B H 0.5960 0.6382 0.0444 0.028 Uiso 1 1 calc R . . C4B C 0.64514(15) 0.7639(4) 0.07527(11) 0.0228(10) Uani 1 1 d . . . C5B C 0.65805(15) 0.8224(4) 0.11255(11) 0.0247(10) Uani 1 1 d . . . H5B H 0.6862 0.8747 0.1182 0.030 Uiso 1 1 calc R . . C6B C 0.63067(14) 0.8056(4) 0.14142(11) 0.0219(10) Uani 1 1 d . . . C7B C 0.64504(16) 0.8771(4) 0.18058(11) 0.0277(10) Uani 1 1 d . . . H7B1 H 0.6742 0.9302 0.1804 0.033 Uiso 1 1 calc R . . H7B2 H 0.6192 0.9395 0.1837 0.033 Uiso 1 1 calc R . . O8B O 0.65404(10) 0.7865(3) 0.21372(7) 0.0285(7) Uani 1 1 d . . . C9B C 0.70430(15) 0.7694(4) 0.23193(11) 0.0304(11) Uani 1 1 d . . . H9B1 H 0.7062 0.7079 0.2540 0.036 Uiso 1 1 calc R . . H9B2 H 0.7171 0.8564 0.2422 0.036 Uiso 1 1 calc R . . C10B C 0.52594(18) 0.8108(4) 0.16292(16) 0.0510(14) Uani 1 1 d . . . H10C H 0.5122 0.8440 0.1368 0.061 Uiso 1 1 calc R . . H10D H 0.5431 0.8853 0.1779 0.061 Uiso 1 1 calc R . . C11B C 0.48576(15) 0.7620(4) 0.18257(12) 0.0280(11) Uani 1 1 d . . . C12B C 0.46771(17) 0.8459(4) 0.20822(13) 0.0374(12) Uani 1 1 d . . . H12B H 0.4817 0.9306 0.2144 0.045 Uiso 1 1 calc R . . C13B C 0.42894(18) 0.8050(5) 0.22479(13) 0.0431(13) Uani 1 1 d . . . H13B H 0.4174 0.8618 0.2424 0.052 Uiso 1 1 calc R . . C14B C 0.40743(17) 0.6813(5) 0.21549(13) 0.0427(12) Uani 1 1 d . . . H14B H 0.3807 0.6551 0.2260 0.051 Uiso 1 1 calc R . . C15B C 0.42572(17) 0.5960(4) 0.19050(13) 0.0373(12) Uani 1 1 d . . . H15B H 0.4118 0.5109 0.1846 0.045 Uiso 1 1 calc R . . C16B C 0.46455(16) 0.6360(4) 0.17411(11) 0.0300(11) Uani 1 1 d . . . H16B H 0.4766 0.5776 0.1572 0.036 Uiso 1 1 calc R . . C41B C 0.67552(15) 0.7857(4) 0.04368(11) 0.0255(10) Uani 1 1 d . . . C42B C 0.69915(18) 0.9261(4) 0.04681(13) 0.0447(13) Uani 1 1 d . . . H42D H 0.6742 0.9945 0.0434 0.067 Uiso 1 1 calc R . . H42E H 0.7182 0.9359 0.0268 0.067 Uiso 1 1 calc R . . H42F H 0.7198 0.9361 0.0722 0.067 Uiso 1 1 calc R . . C43B C 0.71493(16) 0.6753(4) 0.04879(12) 0.0353(11) Uani 1 1 d . . . H43D H 0.6998 0.5875 0.0467 0.053 Uiso 1 1 calc R . . H43E H 0.7357 0.6843 0.0742 0.053 Uiso 1 1 calc R . . H43F H 0.7340 0.6850 0.0287 0.053 Uiso 1 1 calc R . . C44B C 0.64408(17) 0.7739(5) 0.00216(12) 0.0435(13) Uani 1 1 d . . . H44D H 0.6288 0.6863 -0.0009 0.065 Uiso 1 1 calc R . . H44E H 0.6643 0.7848 -0.0170 0.065 Uiso 1 1 calc R . . H44F H 0.6195 0.8434 -0.0015 0.065 Uiso 1 1 calc R . . O1C O 0.70479(10) 0.4895(3) 0.20893(7) 0.0289(7) Uani 1 1 d . . . C1C C 0.73392(14) 0.5805(4) 0.19337(11) 0.0228(10) Uani 1 1 d . . . C2C C 0.73605(14) 0.7157(4) 0.20523(11) 0.0239(10) Uani 1 1 d . . . C3C C 0.76831(15) 0.8017(4) 0.19167(11) 0.0273(10) Uani 1 1 d . . . H3C H 0.7702 0.8916 0.2000 0.033 Uiso 1 1 calc R . . C4C C 0.79801(15) 0.7600(4) 0.16614(11) 0.0266(10) Uani 1 1 d . . . C5C C 0.79422(15) 0.6242(4) 0.15456(11) 0.0280(11) Uani 1 1 d . . . H5C H 0.8137 0.5928 0.1376 0.034 Uiso 1 1 calc R . . C6C C 0.76232(15) 0.5338(4) 0.16741(11) 0.0237(10) Uani 1 1 d . . . C7C C 0.75624(16) 0.3922(4) 0.15114(12) 0.0308(11) Uani 1 1 d . . . H7C1 H 0.7864 0.3608 0.1442 0.037 Uiso 1 1 calc R . . H7C2 H 0.7474 0.3305 0.1704 0.037 Uiso 1 1 calc R . . O8C O 0.71818(10) 0.3980(2) 0.11690(7) 0.0283(7) Uani 1 1 d . . . C9C C 0.70147(15) 0.2675(4) 0.10277(12) 0.0280(11) Uani 1 1 d . . . H9C1 H 0.6896 0.2173 0.1231 0.034 Uiso 1 1 calc R . . H9C2 H 0.7278 0.2165 0.0951 0.034 Uiso 1 1 calc R . . C10C C 0.65510(14) 0.4803(4) 0.18711(12) 0.0291(10) Uani 1 1 d . . . H10E H 0.6552 0.4594 0.1598 0.035 Uiso 1 1 calc R . . H10F H 0.6387 0.5667 0.1881 0.035 Uiso 1 1 calc R . . C11C C 0.62817(16) 0.3709(4) 0.20458(11) 0.0254(10) Uani 1 1 d . . . C12C C 0.65118(16) 0.2549(4) 0.22167(11) 0.0263(10) Uani 1 1 d . . . H12C H 0.6846 0.2448 0.2237 0.032 Uiso 1 1 calc R . . C13C C 0.62478(18) 0.1542(4) 0.23569(11) 0.0319(11) Uani 1 1 d . . . H13C H 0.6405 0.0772 0.2475 0.038 Uiso 1 1 calc R . . C14C C 0.57519(18) 0.1675(4) 0.23224(12) 0.0353(12) Uani 1 1 d . . . H14C H 0.5572 0.0988 0.2411 0.042 Uiso 1 1 calc R . . C15C C 0.55218(17) 0.2831(4) 0.21557(12) 0.0359(12) Uani 1 1 d . . . H15C H 0.5187 0.2927 0.2135 0.043 Uiso 1 1 calc R . . C16C C 0.57857(15) 0.3846(4) 0.20197(11) 0.0283(11) Uani 1 1 d . . . H16C H 0.5628 0.4626 0.1910 0.034 Uiso 1 1 calc R . . C41C C 0.83408(16) 0.8568(4) 0.15208(12) 0.0339(11) Uani 1 1 d . . . C42C C 0.8220(2) 1.0058(5) 0.15834(18) 0.0719(18) Uani 1 1 d . . . H42G H 0.8453 1.0630 0.1493 0.108 Uiso 1 1 calc R . . H42H H 0.8231 1.0219 0.1858 0.108 Uiso 1 1 calc R . . H42I H 0.7899 1.0259 0.1439 0.108 Uiso 1 1 calc R . . C43C C 0.88563(17) 0.8298(5) 0.17455(15) 0.0567(15) Uani 1 1 d . . . H43G H 0.9079 0.8909 0.1656 0.085 Uiso 1 1 calc R . . H43H H 0.8946 0.7379 0.1701 0.085 Uiso 1 1 calc R . . H43I H 0.8869 0.8436 0.2021 0.085 Uiso 1 1 calc R . . C44C C 0.8325(2) 0.8381(6) 0.10823(13) 0.0663(17) Uani 1 1 d . . . H44G H 0.8552 0.8992 0.0998 0.099 Uiso 1 1 calc R . . H44H H 0.8002 0.8571 0.0940 0.099 Uiso 1 1 calc R . . H44I H 0.8410 0.7463 0.1033 0.099 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 O1A 0.0322(18) 0.0234(16) 0.0220(16) 0.0000(12) 0.0009(13) 0.0004(13) C1A 0.031(3) 0.020(2) 0.018(2) -0.0001(17) 0.006(2) -0.0014(19) C2A 0.019(3) 0.020(2) 0.024(2) 0.0010(17) -0.002(2) 0.0007(18) C3A 0.019(2) 0.024(2) 0.032(3) -0.0028(19) 0.004(2) 0.0021(19) C4A 0.021(3) 0.023(2) 0.023(2) -0.0001(18) -0.001(2) 0.0030(19) C5A 0.022(3) 0.021(2) 0.022(2) 0.0010(17) -0.004(2) 0.0012(19) C6A 0.026(3) 0.014(2) 0.023(2) -0.0008(17) 0.002(2) -0.0001(18) C7A 0.025(3) 0.024(3) 0.021(2) -0.0006(18) 0.000(2) -0.0027(19) O8A 0.0267(17) 0.0245(17) 0.0211(16) 0.0001(12) 0.0001(13) 0.0020(13) C9A 0.029(3) 0.024(2) 0.022(2) -0.0006(18) 0.006(2) 0.002(2) C10A 0.042(3) 0.023(3) 0.024(2) 0.0079(19) 0.004(2) 0.001(2) C11A 0.027(3) 0.020(2) 0.029(3) 0.0083(19) 0.006(2) 0.002(2) C12A 0.050(4) 0.049(3) 0.052(3) 0.014(2) 0.025(3) 0.006(3) C14A 0.057(5) 0.055(4) 0.067(4) 0.018(3) -0.012(3) -0.017(3) C13A 0.020(3) 0.081(4) 0.091(5) 0.040(4) 0.021(3) 0.001(3) C15A 0.049(4) 0.039(3) 0.048(3) 0.006(2) -0.011(3) -0.004(3) C16A 0.032(3) 0.026(3) 0.036(3) 0.008(2) -0.002(2) 0.003(2) C41A 0.020(2) 0.035(3) 0.026(2) -0.0064(19) 0.004(2) 0.001(2) C42A 0.036(3) 0.040(3) 0.027(3) 0.001(2) 0.009(2) -0.002(2) C43A 0.044(3) 0.044(3) 0.038(3) -0.011(2) 0.012(2) -0.008(2) C44A 0.036(3) 0.071(3) 0.024(3) 0.000(2) 0.003(2) -0.005(3) O1B 0.0285(17) 0.0265(16) 0.0205(15) 0.0012(12) 0.0057(13) 0.0054(13) C1B 0.023(3) 0.022(2) 0.020(2) 0.0026(18) 0.009(2) 0.008(2) C2B 0.020(2) 0.016(2) 0.024(2) 0.0061(18) 0.005(2) 0.0052(18) C3B 0.027(3) 0.022(2) 0.020(2) -0.0008(18) 0.001(2) 0.004(2) C4B 0.021(3) 0.021(2) 0.027(3) 0.0039(18) 0.004(2) 0.005(2) C5B 0.025(3) 0.020(2) 0.030(3) 0.0017(19) 0.005(2) 0.0027(19) C6B 0.021(2) 0.019(2) 0.024(2) 0.0025(18) 0.001(2) 0.003(2) C7B 0.033(3) 0.025(2) 0.024(2) -0.0015(19) 0.002(2) 0.001(2) O8B 0.0286(18) 0.0364(17) 0.0196(15) 0.0004(12) 0.0027(14) -0.0017(13) C9B 0.032(3) 0.035(3) 0.021(2) -0.0015(19) -0.002(2) -0.005(2) C10B 0.049(3) 0.026(3) 0.088(4) -0.007(3) 0.040(3) 0.002(2) C11B 0.026(3) 0.025(3) 0.034(3) 0.003(2) 0.008(2) 0.006(2) C12B 0.038(3) 0.030(3) 0.047(3) -0.006(2) 0.016(3) 0.001(2) C13B 0.049(3) 0.048(3) 0.037(3) 0.000(2) 0.019(3) 0.014(3) C14B 0.040(3) 0.044(3) 0.049(3) 0.007(2) 0.021(3) -0.001(3) C15B 0.038(3) 0.030(3) 0.045(3) -0.001(2) 0.011(3) -0.006(2) C16B 0.038(3) 0.030(3) 0.023(2) -0.0022(19) 0.007(2) 0.003(2) C41B 0.030(3) 0.023(2) 0.022(2) 0.0047(17) 0.003(2) 0.004(2) C42B 0.064(4) 0.034(3) 0.044(3) 0.001(2) 0.030(3) -0.009(3) C43B 0.038(3) 0.036(3) 0.035(3) 0.005(2) 0.015(2) 0.005(2) C44B 0.034(3) 0.070(3) 0.026(3) 0.011(2) 0.007(2) 0.003(2) O1C 0.0256(18) 0.0304(17) 0.0278(16) 0.0060(13) -0.0024(14) -0.0057(14) C1C 0.018(2) 0.027(3) 0.019(2) 0.0084(19) -0.008(2) -0.004(2) C2C 0.023(3) 0.025(3) 0.020(2) 0.0018(18) -0.004(2) -0.004(2) C3C 0.031(3) 0.024(2) 0.024(2) -0.0001(19) -0.004(2) -0.004(2) C4C 0.025(3) 0.029(3) 0.022(2) 0.0035(19) -0.004(2) -0.005(2) C5C 0.025(3) 0.040(3) 0.016(2) 0.0000(19) -0.004(2) -0.001(2) C6C 0.021(2) 0.026(2) 0.020(2) 0.0034(19) -0.006(2) -0.003(2) C7C 0.028(3) 0.033(3) 0.027(3) 0.0016(19) -0.005(2) 0.001(2) O8C 0.0298(18) 0.0247(17) 0.0256(16) -0.0010(12) -0.0067(14) -0.0020(13) C9C 0.028(3) 0.020(2) 0.032(3) 0.0005(19) -0.005(2) -0.002(2) C10C 0.020(3) 0.034(3) 0.029(2) 0.003(2) -0.004(2) -0.006(2) C11C 0.031(3) 0.023(3) 0.022(2) -0.0023(18) 0.004(2) -0.002(2) C12C 0.029(3) 0.029(3) 0.019(2) -0.0054(19) -0.002(2) -0.001(2) C13C 0.048(3) 0.026(3) 0.020(2) 0.0014(19) 0.004(2) -0.001(2) C14C 0.048(4) 0.034(3) 0.026(3) -0.002(2) 0.011(2) -0.017(2) C15C 0.030(3) 0.042(3) 0.035(3) 0.000(2) 0.006(2) -0.004(2) C16C 0.029(3) 0.028(3) 0.027(3) 0.0029(19) 0.002(2) 0.001(2) C41C 0.030(3) 0.041(3) 0.029(3) 0.006(2) 0.002(2) -0.011(2) C42C 0.073(4) 0.043(4) 0.107(5) 0.018(3) 0.036(4) -0.008(3) C43C 0.034(3) 0.066(4) 0.063(4) 0.027(3) -0.008(3) -0.018(3) C44C 0.055(4) 0.103(5) 0.040(3) 0.010(3) 0.005(3) -0.045(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1A C1A 1.392(4) . ? O1A C10A 1.447(4) . ? C1A C2A 1.389(5) . ? C1A C6A 1.400(5) . ? C2A C3A 1.387(5) . ? C2A C9C 1.516(5) . ? C3A C4A 1.407(5) . ? C3A H3A 0.9300 . ? C4A C5A 1.384(5) . ? C4A C41A 1.530(5) . ? C5A C6A 1.396(5) . ? C5A H5A 0.9300 . ? C6A C7A 1.516(5) . ? C7A O8A 1.438(4) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? O8A C9A 1.431(4) . ? C9A C2B 1.514(5) . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C10A C11A 1.503(6) . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C11A C12A 1.369(6) . ? C11A C16A 1.382(6) . ? C12A C13A 1.414(7) . ? C12A H12A 0.9300 . ? C14A C15A 1.336(7) . ? C14A C13A 1.376(8) . ? C14A H14A 0.9300 . ? C13A H13A 0.9300 . ? C15A C16A 1.374(6) . ? C15A H15A 0.9300 . ? C16A H16A 0.9300 . ? C41A C42A 1.530(6) . ? C41A C44A 1.533(6) . ? C41A C43A 1.538(6) . ? C42A H42A 0.9600 . ? C42A H42B 0.9600 . ? C42A H42C 0.9600 . ? C43A H43A 0.9600 . ? C43A H43B 0.9600 . ? C43A H43C 0.9600 . ? C44A H44A 0.9600 . ? C44A H44B 0.9600 . ? C44A H44C 0.9600 . ? O1B C1B 1.393(4) . ? O1B C10B 1.428(5) . ? C1B C6B 1.383(5) . ? C1B C2B 1.401(5) . ? C2B C3B 1.388(5) . ? C3B C4B 1.378(5) . ? C3B H3B 0.9300 . ? C4B C5B 1.397(5) . ? C4B C41B 1.526(5) . ? C5B C6B 1.383(5) . ? C5B H5B 0.9300 . ? C6B C7B 1.513(5) . ? C7B O8B 1.438(4) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? O8B C9B 1.435(5) . ? C9B C2C 1.498(6) . ? C9B H9B1 0.9700 . ? C9B H9B2 0.9700 . ? C10B C11B 1.502(6) . ? C10B H10C 0.9700 . ? C10B H10D 0.9700 . ? C11B C12B 1.379(6) . ? C11B C16B 1.383(6) . ? C12B C13B 1.382(6) . ? C12B H12B 0.9300 . ? C13B C14B 1.370(6) . ? C13B H13B 0.9300 . ? C14B C15B 1.374(6) . ? C14B H14B 0.9300 . ? C15B C16B 1.377(6) . ? C15B H15B 0.9300 . ? C16B H16B 0.9300 . ? C41B C42B 1.528(6) . ? C41B C43B 1.534(6) . ? C41B C44B 1.539(6) . ? C42B H42D 0.9600 . ? C42B H42E 0.9600 . ? C42B H42F 0.9600 . ? C43B H43D 0.9600 . ? C43B H43E 0.9600 . ? C43B H43F 0.9600 . ? C44B H44D 0.9600 . ? C44B H44E 0.9600 . ? C44B H44F 0.9600 . ? O1C C1C 1.388(5) . ? O1C C10C 1.450(5) . ? C1C C6C 1.389(5) . ? C1C C2C 1.392(5) . ? C2C C3C 1.385(5) . ? C3C C4C 1.388(6) . ? C3C H3C 0.9300 . ? C4C C5C 1.394(5) . ? C4C C41C 1.535(6) . ? C5C C6C 1.393(5) . ? C5C H5C 0.9300 . ? C6C C7C 1.502(5) . ? C7C O8C 1.434(4) . ? C7C H7C1 0.9700 . ? C7C H7C2 0.9700 . ? O8C C9C 1.422(4) . ? C9C H9C1 0.9700 . ? C9C H9C2 0.9700 . ? C10C C11C 1.508(5) . ? C10C H10E 0.9700 . ? C10C H10F 0.9700 . ? C11C C16C 1.379(6) . ? C11C C12C 1.387(5) . ? C12C C13C 1.380(6) . ? C12C H12C 0.9300 . ? C13C C14C 1.375(6) . ? C13C H13C 0.9300 . ? C14C C15C 1.378(6) . ? C14C H14C 0.9300 . ? C15C C16C 1.379(6) . ? C15C H15C 0.9300 . ? C16C H16C 0.9300 . ? C41C C43C 1.523(6) . ? C41C C44C 1.523(6) . ? C41C C42C 1.531(6) . ? C42C H42G 0.9600 . ? C42C H42H 0.9600 . ? C42C H42I 0.9600 . ? C43C H43G 0.9600 . ? C43C H43H 0.9600 . ? C43C H43I 0.9600 . ? C44C H44G 0.9600 . ? C44C H44H 0.9600 . ? C44C H44I 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A O1A C10A 114.0(3) . . ? C2A C1A O1A 120.2(3) . . ? C2A C1A C6A 120.6(3) . . ? O1A C1A C6A 119.1(3) . . ? C3A C2A C1A 118.9(3) . . ? C3A C2A C9C 118.9(4) . . ? C1A C2A C9C 122.0(4) . . ? C2A C3A C4A 122.4(4) . . ? C2A C3A H3A 118.8 . . ? C4A C3A H3A 118.8 . . ? C5A C4A C3A 116.6(4) . . ? C5A C4A C41A 123.7(3) . . ? C3A C4A C41A 119.7(3) . . ? C4A C5A C6A 122.9(4) . . ? C4A C5A H5A 118.6 . . ? C6A C5A H5A 118.6 . . ? C5A C6A C1A 118.3(4) . . ? C5A C6A C7A 119.1(3) . . ? C1A C6A C7A 122.5(3) . . ? O8A C7A C6A 112.5(3) . . ? O8A C7A H7A1 109.1 . . ? C6A C7A H7A1 109.1 . . ? O8A C7A H7A2 109.1 . . ? C6A C7A H7A2 109.1 . . ? H7A1 C7A H7A2 107.8 . . ? C9A O8A C7A 116.1(3) . . ? O8A C9A C2B 112.8(3) . . ? O8A C9A H9A1 109.0 . . ? C2B C9A H9A1 109.0 . . ? O8A C9A H9A2 109.0 . . ? C2B C9A H9A2 109.0 . . ? H9A1 C9A H9A2 107.8 . . ? O1A C10A C11A 113.8(3) . . ? O1A C10A H10A 108.8 . . ? C11A C10A H10A 108.8 . . ? O1A C10A H10B 108.8 . . ? C11A C10A H10B 108.8 . . ? H10A C10A H10B 107.7 . . ? C12A C11A C16A 118.4(4) . . ? C12A C11A C10A 121.3(4) . . ? C16A C11A C10A 120.3(4) . . ? C11A C12A C13A 119.6(5) . . ? C11A C12A H12A 120.2 . . ? C13A C12A H12A 120.2 . . ? C15A C14A C13A 120.8(5) . . ? C15A C14A H14A 119.6 . . ? C13A C14A H14A 119.6 . . ? C14A C13A C12A 119.5(5) . . ? C14A C13A H13A 120.2 . . ? C12A C13A H13A 120.2 . . ? C14A C15A C16A 120.0(5) . . ? C14A C15A H15A 120.0 . . ? C16A C15A H15A 120.0 . . ? C15A C16A C11A 121.7(5) . . ? C15A C16A H16A 119.1 . . ? C11A C16A H16A 119.1 . . ? C42A C41A C4A 110.3(3) . . ? C42A C41A C44A 108.4(3) . . ? C4A C41A C44A 112.2(3) . . ? C42A C41A C43A 109.0(3) . . ? C4A C41A C43A 108.9(3) . . ? C44A C41A C43A 107.9(3) . . ? C41A C42A H42A 109.5 . . ? C41A C42A H42B 109.5 . . ? H42A C42A H42B 109.5 . . ? C41A C42A H42C 109.5 . . ? H42A C42A H42C 109.5 . . ? H42B C42A H42C 109.5 . . ? C41A C43A H43A 109.5 . . ? C41A C43A H43B 109.5 . . ? H43A C43A H43B 109.5 . . ? C41A C43A H43C 109.5 . . ? H43A C43A H43C 109.5 . . ? H43B C43A H43C 109.5 . . ? C41A C44A H44A 109.5 . . ? C41A C44A H44B 109.5 . . ? H44A C44A H44B 109.5 . . ? C41A C44A H44C 109.5 . . ? H44A C44A H44C 109.5 . . ? H44B C44A H44C 109.5 . . ? C1B O1B C10B 113.7(3) . . ? C6B C1B O1B 122.6(3) . . ? C6B C1B C2B 120.7(3) . . ? O1B C1B C2B 116.5(3) . . ? C3B C2B C1B 118.4(4) . . ? C3B C2B C9A 122.1(3) . . ? C1B C2B C9A 119.4(3) . . ? C4B C3B C2B 122.5(4) . . ? C4B C3B H3B 118.7 . . ? C2B C3B H3B 118.7 . . ? C3B C4B C5B 117.0(4) . . ? C3B C4B C41B 121.2(4) . . ? C5B C4B C41B 121.7(4) . . ? C6B C5B C4B 122.7(4) . . ? C6B C5B H5B 118.7 . . ? C4B C5B H5B 118.7 . . ? C5B C6B C1B 118.4(4) . . ? C5B C6B C7B 120.4(4) . . ? C1B C6B C7B 121.2(4) . . ? O8B C7B C6B 113.7(3) . . ? O8B C7B H7B1 108.8 . . ? C6B C7B H7B1 108.8 . . ? O8B C7B H7B2 108.8 . . ? C6B C7B H7B2 108.8 . . ? H7B1 C7B H7B2 107.7 . . ? C9B O8B C7B 115.4(3) . . ? O8B C9B C2C 114.6(3) . . ? O8B C9B H9B1 108.6 . . ? C2C C9B H9B1 108.6 . . ? O8B C9B H9B2 108.6 . . ? C2C C9B H9B2 108.6 . . ? H9B1 C9B H9B2 107.6 . . ? O1B C10B C11B 110.3(3) . . ? O1B C10B H10C 109.6 . . ? C11B C10B H10C 109.6 . . ? O1B C10B H10D 109.6 . . ? C11B C10B H10D 109.6 . . ? H10C C10B H10D 108.1 . . ? C12B C11B C16B 118.6(4) . . ? C12B C11B C10B 120.0(4) . . ? C16B C11B C10B 121.3(4) . . ? C11B C12B C13B 120.6(4) . . ? C11B C12B H12B 119.7 . . ? C13B C12B H12B 119.7 . . ? C14B C13B C12B 120.4(4) . . ? C14B C13B H13B 119.8 . . ? C12B C13B H13B 119.8 . . ? C13B C14B C15B 119.5(4) . . ? C13B C14B H14B 120.3 . . ? C15B C14B H14B 120.3 . . ? C14B C15B C16B 120.3(4) . . ? C14B C15B H15B 119.8 . . ? C16B C15B H15B 119.8 . . ? C15B C16B C11B 120.6(4) . . ? C15B C16B H16B 119.7 . . ? C11B C16B H16B 119.7 . . ? C4B C41B C42B 111.7(3) . . ? C4B C41B C43B 107.7(3) . . ? C42B C41B C43B 110.0(4) . . ? C4B C41B C44B 111.3(3) . . ? C42B C41B C44B 107.2(3) . . ? C43B C41B C44B 108.8(3) . . ? C41B C42B H42D 109.5 . . ? C41B C42B H42E 109.5 . . ? H42D C42B H42E 109.5 . . ? C41B C42B H42F 109.5 . . ? H42D C42B H42F 109.5 . . ? H42E C42B H42F 109.5 . . ? C41B C43B H43D 109.5 . . ? C41B C43B H43E 109.5 . . ? H43D C43B H43E 109.5 . . ? C41B C43B H43F 109.5 . . ? H43D C43B H43F 109.5 . . ? H43E C43B H43F 109.5 . . ? C41B C44B H44D 109.5 . . ? C41B C44B H44E 109.5 . . ? H44D C44B H44E 109.5 . . ? C41B C44B H44F 109.5 . . ? H44D C44B H44F 109.5 . . ? H44E C44B H44F 109.5 . . ? C1C O1C C10C 114.4(3) . . ? O1C C1C C6C 119.4(3) . . ? O1C C1C C2C 119.8(4) . . ? C6C C1C C2C 120.7(4) . . ? C3C C2C C1C 118.6(4) . . ? C3C C2C C9B 119.8(4) . . ? C1C C2C C9B 121.6(4) . . ? C2C C3C C4C 123.0(4) . . ? C2C C3C H3C 118.5 . . ? C4C C3C H3C 118.5 . . ? C3C C4C C5C 116.5(4) . . ? C3C C4C C41C 122.0(4) . . ? C5C C4C C41C 121.5(4) . . ? C6C C5C C4C 122.6(4) . . ? C6C C5C H5C 118.7 . . ? C4C C5C H5C 118.7 . . ? C1C C6C C5C 118.5(4) . . ? C1C C6C C7C 120.9(4) . . ? C5C C6C C7C 120.4(4) . . ? O8C C7C C6C 106.6(3) . . ? O8C C7C H7C1 110.4 . . ? C6C C7C H7C1 110.4 . . ? O8C C7C H7C2 110.4 . . ? C6C C7C H7C2 110.4 . . ? H7C1 C7C H7C2 108.6 . . ? C9C O8C C7C 113.0(3) . . ? O8C C9C C2A 107.1(3) . . ? O8C C9C H9C1 110.3 . . ? C2A C9C H9C1 110.3 . . ? O8C C9C H9C2 110.3 . . ? C2A C9C H9C2 110.3 . . ? H9C1 C9C H9C2 108.5 . . ? O1C C10C C11C 109.8(3) . . ? O1C C10C H10E 109.7 . . ? C11C C10C H10E 109.7 . . ? O1C C10C H10F 109.7 . . ? C11C C10C H10F 109.7 . . ? H10E C10C H10F 108.2 . . ? C16C C11C C12C 119.1(4) . . ? C16C C11C C10C 118.6(4) . . ? C12C C11C C10C 122.3(4) . . ? C13C C12C C11C 120.5(4) . . ? C13C C12C H12C 119.8 . . ? C11C C12C H12C 119.8 . . ? C14C C13C C12C 120.0(4) . . ? C14C C13C H13C 120.0 . . ? C12C C13C H13C 120.0 . . ? C13C C14C C15C 119.8(4) . . ? C13C C14C H14C 120.1 . . ? C15C C14C H14C 120.1 . . ? C14C C15C C16C 120.3(4) . . ? C14C C15C H15C 119.8 . . ? C16C C15C H15C 119.8 . . ? C15C C16C C11C 120.3(4) . . ? C15C C16C H16C 119.8 . . ? C11C C16C H16C 119.8 . . ? C43C C41C C44C 109.3(4) . . ? C43C C41C C42C 108.0(4) . . ? C44C C41C C42C 107.0(4) . . ? C43C C41C C4C 110.1(3) . . ? C44C C41C C4C 110.4(3) . . ? C42C C41C C4C 111.9(4) . . ? C41C C42C H42G 109.5 . . ? C41C C42C H42H 109.5 . . ? H42G C42C H42H 109.5 . . ? C41C C42C H42I 109.5 . . ? H42G C42C H42I 109.5 . . ? H42H C42C H42I 109.5 . . ? C41C C43C H43G 109.5 . . ? C41C C43C H43H 109.5 . . ? H43G C43C H43H 109.5 . . ? C41C C43C H43I 109.5 . . ? H43G C43C H43I 109.5 . . ? H43H C43C H43I 109.5 . . ? C41C C44C H44G 109.5 . . ? C41C C44C H44H 109.5 . . ? H44G C44C H44H 109.5 . . ? C41C C44C H44I 109.5 . . ? H44G C44C H44I 109.5 . . ? H44H C44C H44I 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 C10A O1A C1A C2A -80.1(4) . . . . ? C10A O1A C1A C6A 102.5(4) . . . . ? O1A C1A C2A C3A 178.4(3) . . . . ? C6A C1A C2A C3A -4.2(6) . . . . ? O1A C1A C2A C9C -5.7(5) . . . . ? C6A C1A C2A C9C 171.7(3) . . . . ? C1A C2A C3A C4A 0.8(6) . . . . ? C9C C2A C3A C4A -175.2(3) . . . . ? C2A C3A C4A C5A 2.7(6) . . . . ? C2A C3A C4A C41A -177.3(3) . . . . ? C3A C4A C5A C6A -2.9(6) . . . . ? C41A C4A C5A C6A 177.1(3) . . . . ? C4A C5A C6A C1A -0.4(6) . . . . ? C4A C5A C6A C7A 178.2(3) . . . . ? C2A C1A C6A C5A 4.0(5) . . . . ? O1A C1A C6A C5A -178.6(3) . . . . ? C2A C1A C6A C7A -174.6(3) . . . . ? O1A C1A C6A C7A 2.8(5) . . . . ? C5A C6A C7A O8A -87.4(4) . . . . ? C1A C6A C7A O8A 91.2(4) . . . . ? C6A C7A O8A C9A -85.2(4) . . . . ? C7A O8A C9A C2B 111.2(3) . . . . ? C1A O1A C10A C11A -72.6(4) . . . . ? O1A C10A C11A C12A -79.6(5) . . . . ? O1A C10A C11A C16A 99.9(4) . . . . ? C16A C11A C12A C13A -1.2(6) . . . . ? C10A C11A C12A C13A 178.4(4) . . . . ? C15A C14A C13A C12A 0.0(8) . . . . ? C11A C12A C13A C14A 1.3(7) . . . . ? C13A C14A C15A C16A -1.4(8) . . . . ? C14A C15A C16A C11A 1.5(7) . . . . ? C12A C11A C16A C15A -0.2(6) . . . . ? C10A C11A C16A C15A -179.7(4) . . . . ? C5A C4A C41A C42A 116.7(4) . . . . ? C3A C4A C41A C42A -63.3(5) . . . . ? C5A C4A C41A C44A -4.3(5) . . . . ? C3A C4A C41A C44A 175.7(4) . . . . ? C5A C4A C41A C43A -123.7(4) . . . . ? C3A C4A C41A C43A 56.2(5) . . . . ? C10B O1B C1B C6B 81.7(5) . . . . ? C10B O1B C1B C2B -102.5(4) . . . . ? C6B C1B C2B C3B -4.7(5) . . . . ? O1B C1B C2B C3B 179.4(3) . . . . ? C6B C1B C2B C9A 178.2(3) . . . . ? O1B C1B C2B C9A 2.3(5) . . . . ? O8A C9A C2B C3B -5.9(5) . . . . ? O8A C9A C2B C1B 171.1(3) . . . . ? C1B C2B C3B C4B 1.6(6) . . . . ? C9A C2B C3B C4B 178.5(4) . . . . ? C2B C3B C4B C5B 2.4(6) . . . . ? C2B C3B C4B C41B 179.9(3) . . . . ? C3B C4B C5B C6B -3.4(6) . . . . ? C41B C4B C5B C6B 179.0(3) . . . . ? C4B C5B C6B C1B 0.4(6) . . . . ? C4B C5B C6B C7B -176.9(3) . . . . ? O1B C1B C6B C5B 179.4(3) . . . . ? C2B C1B C6B C5B 3.7(5) . . . . ? O1B C1B C6B C7B -3.3(6) . . . . ? C2B C1B C6B C7B -179.0(3) . . . . ? C5B C6B C7B O8B -121.5(4) . . . . ? C1B C6B C7B O8B 61.2(5) . . . . ? C6B C7B O8B C9B 106.5(4) . . . . ? C7B O8B C9B C2C -59.2(4) . . . . ? C1B O1B C10B C11B 162.4(4) . . . . ? O1B C10B C11B C12B 141.9(4) . . . . ? O1B C10B C11B C16B -41.2(6) . . . . ? C16B C11B C12B C13B -0.6(6) . . . . ? C10B C11B C12B C13B 176.4(4) . . . . ? C11B C12B C13B C14B -1.0(7) . . . . ? C12B C13B C14B C15B 2.1(7) . . . . ? C13B C14B C15B C16B -1.7(7) . . . . ? C14B C15B C16B C11B 0.1(7) . . . . ? C12B C11B C16B C15B 1.0(6) . . . . ? C10B C11B C16B C15B -175.9(4) . . . . ? C3B C4B C41B C42B 149.7(4) . . . . ? C5B C4B C41B C42B -32.8(5) . . . . ? C3B C4B C41B C43B -89.3(4) . . . . ? C5B C4B C41B C43B 88.2(4) . . . . ? C3B C4B C41B C44B 29.9(5) . . . . ? C5B C4B C41B C44B -152.6(4) . . . . ? C10C O1C C1C C6C -93.6(4) . . . . ? C10C O1C C1C C2C 89.3(4) . . . . ? O1C C1C C2C C3C 174.9(3) . . . . ? C6C C1C C2C C3C -2.2(5) . . . . ? O1C C1C C2C C9B -5.4(5) . . . . ? C6C C1C C2C C9B 177.5(4) . . . . ? O8B C9B C2C C3C 106.1(4) . . . . ? O8B C9B C2C C1C -73.6(5) . . . . ? C1C C2C C3C C4C 1.3(6) . . . . ? C9B C2C C3C C4C -178.4(4) . . . . ? C2C C3C C4C C5C -0.4(6) . . . . ? C2C C3C C4C C41C -179.0(4) . . . . ? C3C C4C C5C C6C 0.4(6) . . . . ? C41C C4C C5C C6C 179.0(4) . . . . ? O1C C1C C6C C5C -174.9(3) . . . . ? C2C C1C C6C C5C 2.2(5) . . . . ? O1C C1C C6C C7C 9.6(5) . . . . ? C2C C1C C6C C7C -173.3(3) . . . . ? C4C C5C C6C C1C -1.3(6) . . . . ? C4C C5C C6C C7C 174.3(4) . . . . ? C1C C6C C7C O8C 86.6(4) . . . . ? C5C C6C C7C O8C -88.9(4) . . . . ? C6C C7C O8C C9C -168.1(3) . . . . ? C7C O8C C9C C2A 178.4(3) . . . . ? C3A C2A C9C O8C 90.3(4) . . . . ? C1A C2A C9C O8C -85.5(4) . . . . ? C1C O1C C10C C11C 175.3(3) . . . . ? O1C C10C C11C C16C 150.1(3) . . . . ? O1C C10C C11C C12C -32.6(5) . . . . ? C16C C11C C12C C13C 0.3(6) . . . . ? C10C C11C C12C C13C -177.0(4) . . . . ? C11C C12C C13C C14C 1.0(6) . . . . ? C12C C13C C14C C15C -1.5(6) . . . . ? C13C C14C C15C C16C 0.7(6) . . . . ? C14C C15C C16C C11C 0.6(6) . . . . ? C12C C11C C16C C15C -1.1(6) . . . . ? C10C C11C C16C C15C 176.3(4) . . . . ? C3C C4C C41C C43C 102.1(5) . . . . ? C5C C4C C41C C43C -76.4(5) . . . . ? C3C C4C C41C C44C -137.1(4) . . . . ? C5C C4C C41C C44C 44.4(5) . . . . ? C3C C4C C41C C42C -18.0(6) . . . . ? C5C C4C C41C C42C 163.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 21.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.189 _refine_diff_density_min -0.199 _refine_diff_density_rms 0.041 # Attachment 'cr8.cif' data_carlr8 _database_code_depnum_ccdc_archive 'CCDC 841828' #TrackingRef 'cr8.cif' _audit_creation_method 'SHELXL-97 and CrysAlis RED' _chemical_name_systematic ; ? ; _chemical_name_common cone-5 _chemical_melting_point ? _chemical_formula_structural (C6H2tBu-5,-OCH2CH2NEt2-2,-CH2OCH2-3-)3 _chemical_formula_moiety 'C54 H87 N3 O6' _chemical_formula_sum 'C54 H87 N3 O6' _chemical_formula_weight 874.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.6724(11) _cell_length_b 14.7955(9) _cell_length_c 16.7566(18) _cell_angle_alpha 97.920(7) _cell_angle_beta 98.124(8) _cell_angle_gamma 105.744(7) _cell_volume 2709.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.071 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.983 _exptl_absorpt_correction_T_max 1.016 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_reflns_number 25513 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.62 _diffrn_reflns_theta_max 22.50 _reflns_number_total 7012 _reflns_number_gt 5286 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0820P)^2^+0.9331P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7012 _refine_ls_number_parameters 572 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1567 _refine_ls_wR_factor_gt 0.1463 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.33000(17) 0.83105(13) 0.17392(11) 0.0629(5) Uani 1 1 d . . . C1A C 0.2791(2) 0.78987(18) 0.23558(15) 0.0481(6) Uani 1 1 d . . . C2A C 0.3478(2) 0.81173(17) 0.31511(15) 0.0450(6) Uani 1 1 d . . . C3A C 0.2952(2) 0.76968(17) 0.37488(15) 0.0467(6) Uani 1 1 d . . . H3A H 0.3399 0.7839 0.4280 0.056 Uiso 1 1 calc R . . C4A C 0.1779(2) 0.70674(17) 0.35915(15) 0.0472(6) Uani 1 1 d . . . C5A C 0.1151(2) 0.68540(18) 0.27928(16) 0.0533(7) Uani 1 1 d . . . H5A H 0.0373 0.6427 0.2670 0.064 Uiso 1 1 calc R . . C6A C 0.1639(2) 0.72555(18) 0.21653(15) 0.0507(6) Uani 1 1 d . . . C7A C 0.0917(3) 0.6973(2) 0.12965(17) 0.0670(8) Uani 1 1 d . . . H7A1 H 0.0213 0.7204 0.1279 0.080 Uiso 1 1 calc R . . H7A2 H 0.1412 0.7288 0.0938 0.080 Uiso 1 1 calc R . . O8A O 0.05227(15) 0.59733(13) 0.09902(11) 0.0595(5) Uani 1 1 d . . . C9A C 0.1474(3) 0.5574(2) 0.08425(17) 0.0644(8) Uani 1 1 d . . . H9A1 H 0.2137 0.6064 0.0724 0.077 Uiso 1 1 calc R . . H9A2 H 0.1179 0.5068 0.0363 0.077 Uiso 1 1 calc R . . C11A C 0.3024(3) 0.9164(2) 0.16434(19) 0.0783(9) Uani 1 1 d . . . H11A H 0.3353 0.9634 0.2145 0.094 Uiso 1 1 calc R . . H11B H 0.2153 0.9044 0.1528 0.094 Uiso 1 1 calc R . . C12A C 0.3567(4) 0.9533(3) 0.0946(2) 0.1025(13) Uani 1 1 d . . . H12A H 0.3555 1.0188 0.0961 0.123 Uiso 1 1 calc R . . H12B H 0.4406 0.9531 0.1017 0.123 Uiso 1 1 calc R . . N13A N 0.2926(4) 0.8969(3) 0.0160(2) 0.1181(12) Uani 1 1 d . . . C14A C 0.3665(7) 0.8319(6) -0.0119(5) 0.196(3) Uani 1 1 d . . . H14A H 0.4322 0.8705 -0.0333 0.235 Uiso 1 1 calc R . . H14B H 0.4031 0.8142 0.0369 0.235 Uiso 1 1 calc R . . C15A C 0.3165(9) 0.7525(7) -0.0664(4) 0.224(4) Uani 1 1 d . . . H15A H 0.3760 0.7200 -0.0742 0.336 Uiso 1 1 calc R . . H15B H 0.2860 0.7677 -0.1175 0.336 Uiso 1 1 calc R . . H15C H 0.2510 0.7120 -0.0471 0.336 Uiso 1 1 calc R . . C16A C 0.2526(10) 0.9432(8) -0.0411(5) 0.264(6) Uani 1 1 d . . . H16A H 0.2261 0.9001 -0.0937 0.317 Uiso 1 1 calc R . . H16B H 0.3194 0.9966 -0.0461 0.317 Uiso 1 1 calc R . . C17A C 0.1520(10) 0.9791(9) -0.0213(7) 0.286(6) Uani 1 1 d . . . H17A H 0.1276 1.0113 -0.0636 0.429 Uiso 1 1 calc R . . H17B H 0.1781 1.0228 0.0302 0.429 Uiso 1 1 calc R . . H17C H 0.0848 0.9264 -0.0175 0.429 Uiso 1 1 calc R . . C41A C 0.1266(2) 0.6638(2) 0.42970(16) 0.0567(7) Uani 1 1 d . . . C42A C 0.1337(3) 0.7444(2) 0.50005(18) 0.0780(9) Uani 1 1 d . . . H42A H 0.1018 0.7175 0.5441 0.117 Uiso 1 1 calc R . . H42B H 0.0871 0.7841 0.4808 0.117 Uiso 1 1 calc R . . H42C H 0.2167 0.7821 0.5193 0.117 Uiso 1 1 calc R . . C43A C 0.2020(3) 0.6006(3) 0.4603(2) 0.0863(10) Uani 1 1 d . . . H43A H 0.1707 0.5736 0.5046 0.129 Uiso 1 1 calc R . . H43B H 0.2849 0.6385 0.4792 0.129 Uiso 1 1 calc R . . H43C H 0.1975 0.5501 0.4162 0.129 Uiso 1 1 calc R . . C44A C -0.0058(3) 0.6021(2) 0.4024(2) 0.0823(10) Uani 1 1 d . . . H44A H -0.0347 0.5767 0.4479 0.124 Uiso 1 1 calc R . . H44B H -0.0114 0.5506 0.3590 0.124 Uiso 1 1 calc R . . H44C H -0.0543 0.6406 0.3831 0.124 Uiso 1 1 calc R . . O1B O 0.39388(15) 0.63087(12) 0.17828(10) 0.0523(4) Uani 1 1 d . . . C1B C 0.3120(2) 0.55587(16) 0.20070(14) 0.0442(6) Uani 1 1 d . . . C2B C 0.1945(2) 0.51753(19) 0.15618(15) 0.0505(6) Uani 1 1 d . . . C3B C 0.1190(2) 0.4403(2) 0.18019(17) 0.0591(7) Uani 1 1 d . . . H3B H 0.0409 0.4131 0.1500 0.071 Uiso 1 1 calc R . . C4B C 0.1544(2) 0.40160(18) 0.24715(17) 0.0539(7) Uani 1 1 d . . . C5B C 0.2709(2) 0.44575(17) 0.29264(15) 0.0480(6) Uani 1 1 d . . . H5B H 0.2963 0.4228 0.3388 0.058 Uiso 1 1 calc R . . C6B C 0.3498(2) 0.52298(16) 0.27092(14) 0.0426(6) Uani 1 1 d . . . C7B C 0.4729(2) 0.57568(18) 0.32161(15) 0.0482(6) Uani 1 1 d . . . H7B1 H 0.5344 0.5719 0.2890 0.058 Uiso 1 1 calc R . . H7B2 H 0.4783 0.6425 0.3374 0.058 Uiso 1 1 calc R . . O8B O 0.49534(14) 0.53728(10) 0.39282(9) 0.0446(4) Uani 1 1 d . . . C9B C 0.6073(2) 0.59182(16) 0.44624(14) 0.0434(6) Uani 1 1 d . . . H9B1 H 0.6708 0.6061 0.4142 0.052 Uiso 1 1 calc R . . H9B2 H 0.6296 0.5541 0.4854 0.052 Uiso 1 1 calc R . . C11B C 0.4623(3) 0.5986(2) 0.12191(18) 0.0718(9) Uani 1 1 d . . . H11C H 0.4195 0.5897 0.0661 0.086 Uiso 1 1 calc R . . H11D H 0.4724 0.5378 0.1316 0.086 Uiso 1 1 calc R . . C12B C 0.5825(3) 0.6705(3) 0.1335(3) 0.0970(12) Uani 1 1 d . . . H12C H 0.5713 0.7310 0.1238 0.116 Uiso 1 1 calc R . . H12D H 0.6237 0.6799 0.1898 0.116 Uiso 1 1 calc R . . N13B N 0.6575(4) 0.6422(4) 0.0789(3) 0.1423(16) Uani 1 1 d . . . C14B C 0.7256(8) 0.5916(8) 0.0999(5) 0.235(4) Uani 1 1 d . . . H14C H 0.8058 0.6323 0.0989 0.281 Uiso 1 1 calc R . . H14D H 0.7069 0.5413 0.0521 0.281 Uiso 1 1 calc R . . C15B C 0.7464(6) 0.5465(7) 0.1618(6) 0.216(4) Uani 1 1 d . . . H15D H 0.8078 0.5162 0.1529 0.324 Uiso 1 1 calc R . . H15E H 0.6731 0.4991 0.1646 0.324 Uiso 1 1 calc R . . H15F H 0.7734 0.5918 0.2125 0.324 Uiso 1 1 calc R . . C16B C 0.6760(10) 0.6945(7) 0.0183(6) 0.295(6) Uani 1 1 d . . . H16C H 0.5946 0.6752 -0.0139 0.354 Uiso 1 1 calc R . . H16D H 0.6858 0.7578 0.0484 0.354 Uiso 1 1 calc R . . C17B C 0.7303(11) 0.7131(8) -0.0301(6) 0.304(6) Uani 1 1 d . . . H17D H 0.7015 0.7572 -0.0583 0.457 Uiso 1 1 calc R . . H17E H 0.7220 0.6562 -0.0684 0.457 Uiso 1 1 calc R . . H17F H 0.8140 0.7419 -0.0051 0.457 Uiso 1 1 calc R . . C41B C 0.0690(2) 0.3120(2) 0.26723(19) 0.0661(8) Uani 1 1 d . . . C42B C -0.0548(3) 0.3264(3) 0.2737(3) 0.1026(13) Uani 1 1 d . . . H42D H -0.0449 0.3790 0.3173 0.154 Uiso 1 1 calc R . . H42E H -0.1076 0.2694 0.2849 0.154 Uiso 1 1 calc R . . H42F H -0.0894 0.3400 0.2229 0.154 Uiso 1 1 calc R . . C43B C 0.1183(3) 0.2871(3) 0.3483(2) 0.0919(11) Uani 1 1 d . . . H43D H 0.1278 0.3390 0.3925 0.138 Uiso 1 1 calc R . . H43E H 0.1954 0.2765 0.3458 0.138 Uiso 1 1 calc R . . H43F H 0.0626 0.2303 0.3576 0.138 Uiso 1 1 calc R . . C44B C 0.0537(4) 0.2276(2) 0.1979(3) 0.1023(12) Uani 1 1 d . . . H44D H 0.0008 0.1707 0.2092 0.153 Uiso 1 1 calc R . . H44E H 0.1313 0.2186 0.1942 0.153 Uiso 1 1 calc R . . H44F H 0.0194 0.2409 0.1468 0.153 Uiso 1 1 calc R . . O1C O 0.69064(14) 0.77563(11) 0.39676(9) 0.0461(4) Uani 1 1 d . . . C1C C 0.6313(2) 0.77035(16) 0.46380(14) 0.0395(6) Uani 1 1 d . . . C3C C 0.5457(2) 0.68274(16) 0.56144(14) 0.0424(6) Uani 1 1 d . . . H3C H 0.5247 0.6258 0.5811 0.051 Uiso 1 1 calc R . . C2C C 0.5976(2) 0.68427(15) 0.49193(14) 0.0390(6) Uani 1 1 d . . . C4C C 0.5235(2) 0.76268(16) 0.60309(14) 0.0445(6) Uani 1 1 d . . . C5C C 0.5504(2) 0.84457(17) 0.56910(15) 0.0468(6) Uani 1 1 d . . . H5C H 0.5325 0.8980 0.5938 0.056 Uiso 1 1 calc R . . C6C C 0.6029(2) 0.85033(15) 0.49955(14) 0.0419(6) Uani 1 1 d . . . C7C C 0.6173(2) 0.93822(16) 0.46152(16) 0.0485(6) Uani 1 1 d . . . H7C1 H 0.6424 0.9945 0.5045 0.058 Uiso 1 1 calc R . . H7C2 H 0.6801 0.9429 0.4287 0.058 Uiso 1 1 calc R . . O8C O 0.50622(15) 0.93519(11) 0.41092(11) 0.0522(4) Uani 1 1 d . . . C9C C 0.4773(2) 0.87333(19) 0.33295(15) 0.0537(7) Uani 1 1 d . . . H9C1 H 0.5304 0.8330 0.3321 0.064 Uiso 1 1 calc R . . H9C2 H 0.4910 0.9113 0.2905 0.064 Uiso 1 1 calc R . . C11C C 0.8204(2) 0.8054(2) 0.42225(18) 0.0634(8) Uani 1 1 d . . . H11E H 0.8450 0.7564 0.4470 0.076 Uiso 1 1 calc R . . H11F H 0.8453 0.8636 0.4631 0.076 Uiso 1 1 calc R . . C12C C 0.8817(3) 0.8226(2) 0.3502(2) 0.0699(8) Uani 1 1 d . A . H12E H 0.9622 0.8156 0.3626 0.084 Uiso 1 1 calc R . . H12F H 0.8366 0.7737 0.3031 0.084 Uiso 1 1 calc R . . N13C N 0.8921(2) 0.91473(18) 0.32845(18) 0.0791(8) Uani 1 1 d . . . C14C C 1.0065(5) 0.9441(4) 0.2889(4) 0.0917(15) Uani 0.70 1 d P A 1 H14E H 1.0116 0.8885 0.2530 0.110 Uiso 0.70 1 calc PR A 1 H14F H 0.9978 0.9913 0.2555 0.110 Uiso 0.70 1 calc PR A 1 C15C C 1.1149(4) 0.9821(4) 0.3476(4) 0.164(2) Uani 1 1 d . . . H15G H 1.1121 1.0391 0.3815 0.245 Uiso 0.70 1 calc PR A 1 H15H H 1.1825 0.9973 0.3200 0.245 Uiso 0.70 1 calc PR A 1 H15I H 1.1238 0.9359 0.3811 0.245 Uiso 0.70 1 calc PR A 1 H15J H 1.1087 0.9798 0.2895 0.245 Uiso 0.30 1 d PR A 2 H15K H 1.1321 0.9257 0.3614 0.245 Uiso 0.30 1 d PR A 2 H15L H 1.1791 1.0376 0.3763 0.245 Uiso 0.30 1 d PR A 2 C18C C 0.9945(13) 0.9873(11) 0.3726(9) 0.109(4) Uiso 0.30 1 d P A 2 H18E H 0.9999 0.9844 0.4305 0.131 Uiso 0.30 1 calc PR A 2 H18F H 0.9836 1.0486 0.3654 0.131 Uiso 0.30 1 calc PR A 2 C16C C 0.7933(4) 0.9117(3) 0.2655(3) 0.1032(12) Uani 1 1 d . A . H16E H 0.7202 0.8671 0.2742 0.124 Uiso 1 1 calc R . . H16F H 0.8095 0.8872 0.2128 0.124 Uiso 1 1 calc R . . C17C C 0.7706(5) 1.0052(4) 0.2617(4) 0.148(2) Uani 1 1 d . . . H17G H 0.7025 0.9968 0.2189 0.222 Uiso 1 1 calc R A . H17H H 0.8410 1.0492 0.2505 0.222 Uiso 1 1 calc R . . H17I H 0.7536 1.0300 0.3133 0.222 Uiso 1 1 calc R . . C41C C 0.4785(3) 0.76061(18) 0.68510(15) 0.0542(7) Uani 1 1 d . . . C42C C 0.4117(3) 0.8339(2) 0.7018(2) 0.0830(10) Uani 1 1 d . . . H42G H 0.3419 0.8205 0.6592 0.124 Uiso 1 1 calc R . . H42H H 0.4645 0.8966 0.7031 0.124 Uiso 1 1 calc R . . H42I H 0.3863 0.8310 0.7537 0.124 Uiso 1 1 calc R . . C43C C 0.5881(4) 0.7832(4) 0.7531(2) 0.1091(14) Uani 1 1 d . . . H43G H 0.5621 0.7818 0.8049 0.164 Uiso 1 1 calc R . . H43H H 0.6411 0.8455 0.7535 0.164 Uiso 1 1 calc R . . H43I H 0.6303 0.7364 0.7440 0.164 Uiso 1 1 calc R . . C44C C 0.3931(4) 0.6640(2) 0.6874(2) 0.1149(16) Uani 1 1 d . . . H44G H 0.3233 0.6493 0.6445 0.172 Uiso 1 1 calc R . . H44H H 0.3679 0.6655 0.7396 0.172 Uiso 1 1 calc R . . H44I H 0.4338 0.6161 0.6796 0.172 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 O1A 0.0746(13) 0.0657(12) 0.0517(11) 0.0258(9) 0.0142(10) 0.0179(10) C1A 0.0589(17) 0.0483(15) 0.0450(15) 0.0184(12) 0.0155(13) 0.0215(13) C2A 0.0474(15) 0.0459(14) 0.0473(15) 0.0153(12) 0.0125(12) 0.0179(12) C3A 0.0501(15) 0.0508(15) 0.0426(14) 0.0139(12) 0.0096(12) 0.0175(13) C4A 0.0470(15) 0.0492(15) 0.0498(16) 0.0138(12) 0.0120(12) 0.0180(12) C5A 0.0456(15) 0.0528(16) 0.0606(18) 0.0138(13) 0.0086(13) 0.0124(12) C6A 0.0551(17) 0.0514(15) 0.0473(15) 0.0125(12) 0.0047(13) 0.0195(13) C7A 0.073(2) 0.067(2) 0.0585(18) 0.0177(15) -0.0003(15) 0.0194(16) O8A 0.0475(11) 0.0665(13) 0.0585(11) 0.0096(9) -0.0032(9) 0.0143(9) C9A 0.0563(17) 0.084(2) 0.0505(16) 0.0113(15) 0.0018(13) 0.0216(16) C11A 0.108(3) 0.0575(19) 0.0644(19) 0.0220(15) 0.0078(18) 0.0159(18) C12A 0.130(3) 0.088(3) 0.074(2) 0.043(2) 0.008(2) 0.000(2) N13A 0.172(4) 0.122(3) 0.0557(19) 0.0300(19) 0.020(2) 0.031(3) C14A 0.227(8) 0.187(7) 0.145(6) -0.002(5) 0.068(6) 0.014(6) C15A 0.311(11) 0.249(9) 0.137(6) 0.013(6) 0.055(7) 0.128(8) C16A 0.268(11) 0.300(12) 0.121(5) 0.091(7) -0.066(6) -0.060(9) C17A 0.257(12) 0.295(12) 0.312(14) 0.040(10) -0.021(10) 0.136(11) C41A 0.0542(16) 0.0657(18) 0.0570(17) 0.0221(14) 0.0219(13) 0.0180(14) C42A 0.082(2) 0.095(2) 0.0614(19) 0.0189(17) 0.0309(17) 0.0223(18) C43A 0.090(2) 0.101(3) 0.093(2) 0.058(2) 0.038(2) 0.039(2) C44A 0.069(2) 0.087(2) 0.089(2) 0.0293(19) 0.0290(18) 0.0057(18) O1B 0.0503(10) 0.0537(11) 0.0538(11) 0.0166(8) 0.0139(8) 0.0116(8) C1B 0.0453(15) 0.0425(14) 0.0441(14) 0.0083(11) 0.0111(12) 0.0104(12) C2B 0.0440(15) 0.0601(17) 0.0458(15) 0.0083(12) 0.0047(12) 0.0152(13) C3B 0.0389(15) 0.0678(18) 0.0591(18) 0.0041(14) -0.0009(13) 0.0058(14) C4B 0.0440(15) 0.0526(16) 0.0604(17) 0.0095(13) 0.0101(13) 0.0070(13) C5B 0.0458(15) 0.0462(15) 0.0520(15) 0.0120(12) 0.0077(12) 0.0130(12) C6B 0.0388(13) 0.0393(13) 0.0483(14) 0.0078(11) 0.0084(11) 0.0095(11) C7B 0.0476(15) 0.0469(14) 0.0476(15) 0.0166(12) 0.0030(12) 0.0093(12) O8B 0.0499(10) 0.0355(9) 0.0454(10) 0.0105(7) 0.0023(8) 0.0094(8) C9B 0.0463(14) 0.0395(13) 0.0450(14) 0.0090(11) 0.0020(12) 0.0164(11) C11B 0.0605(19) 0.090(2) 0.0563(18) 0.0097(16) 0.0173(15) 0.0071(17) C12B 0.068(2) 0.100(3) 0.129(3) 0.036(2) 0.041(2) 0.015(2) N13B 0.099(3) 0.212(5) 0.158(4) 0.073(3) 0.086(3) 0.066(3) C14B 0.236(9) 0.364(13) 0.175(7) 0.017(8) 0.089(7) 0.197(9) C15B 0.131(5) 0.303(10) 0.253(9) 0.124(8) 0.053(6) 0.087(6) C16B 0.382(14) 0.327(12) 0.272(11) 0.154(10) 0.258(11) 0.115(10) C17B 0.398(16) 0.353(14) 0.222(9) 0.162(10) 0.152(11) 0.110(12) C41B 0.0475(17) 0.0608(18) 0.080(2) 0.0140(15) 0.0138(15) -0.0024(14) C42B 0.057(2) 0.107(3) 0.149(4) 0.049(3) 0.036(2) 0.0117(19) C43B 0.079(2) 0.083(2) 0.104(3) 0.042(2) 0.017(2) -0.0046(19) C44B 0.104(3) 0.063(2) 0.118(3) 0.006(2) 0.030(2) -0.0094(19) O1C 0.0440(10) 0.0481(10) 0.0467(10) 0.0107(8) 0.0107(8) 0.0123(8) C1C 0.0380(13) 0.0388(14) 0.0398(13) 0.0063(11) 0.0042(11) 0.0104(11) C3C 0.0471(14) 0.0350(13) 0.0456(14) 0.0124(11) 0.0056(11) 0.0122(11) C2C 0.0386(13) 0.0363(13) 0.0414(13) 0.0078(10) 0.0016(11) 0.0127(10) C4C 0.0482(14) 0.0397(14) 0.0463(14) 0.0085(11) 0.0068(12) 0.0150(11) C5C 0.0557(16) 0.0367(14) 0.0487(15) 0.0056(11) 0.0080(12) 0.0170(12) C6C 0.0427(14) 0.0336(13) 0.0471(14) 0.0086(11) 0.0043(11) 0.0090(11) C7C 0.0522(15) 0.0339(13) 0.0563(16) 0.0098(11) 0.0079(13) 0.0082(11) O8C 0.0580(11) 0.0416(10) 0.0588(11) 0.0129(8) 0.0080(9) 0.0174(8) C9C 0.0573(17) 0.0604(16) 0.0476(15) 0.0224(13) 0.0130(13) 0.0168(13) C11C 0.0451(16) 0.079(2) 0.0707(19) 0.0235(16) 0.0146(14) 0.0187(14) C12C 0.0667(19) 0.0661(19) 0.086(2) 0.0252(16) 0.0316(17) 0.0197(15) N13C 0.0709(18) 0.0642(17) 0.096(2) 0.0289(14) 0.0061(16) 0.0083(13) C14C 0.072(3) 0.091(4) 0.108(4) 0.033(3) 0.025(3) 0.006(3) C15C 0.090(4) 0.146(5) 0.225(7) 0.032(4) 0.021(4) -0.008(3) C16C 0.099(3) 0.113(3) 0.110(3) 0.042(3) 0.027(2) 0.038(2) C17C 0.153(4) 0.156(4) 0.203(5) 0.126(4) 0.082(4) 0.089(4) C41C 0.0725(18) 0.0527(16) 0.0454(15) 0.0121(12) 0.0181(14) 0.0265(14) C42C 0.107(3) 0.096(2) 0.072(2) 0.0260(18) 0.042(2) 0.055(2) C43C 0.109(3) 0.186(4) 0.050(2) 0.022(2) 0.0141(19) 0.072(3) C44C 0.185(4) 0.071(2) 0.103(3) 0.027(2) 0.094(3) 0.021(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1A C1A 1.393(3) . ? O1A C11A 1.409(3) . ? C1A C6A 1.385(4) . ? C1A C2A 1.401(3) . ? C2A C3A 1.380(3) . ? C2A C9C 1.501(3) . ? C3A C4A 1.397(3) . ? C3A H3A 0.9300 . ? C4A C5A 1.382(4) . ? C4A C41A 1.536(3) . ? C5A C6A 1.393(4) . ? C5A H5A 0.9300 . ? C6A C7A 1.516(4) . ? C7A O8A 1.421(3) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? O8A C9A 1.427(3) . ? C9A C2B 1.513(4) . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C11A C12A 1.504(4) . ? C11A H11A 0.9700 . ? C11A H11B 0.9700 . ? C12A N13A 1.439(5) . ? C12A H12A 0.9700 . ? C12A H12B 0.9700 . ? N13A C16A 1.352(9) . ? N13A C14A 1.526(9) . ? C14A C15A 1.317(9) . ? C14A H14A 0.9700 . ? C14A H14B 0.9700 . ? C15A H15A 0.9600 . ? C15A H15B 0.9600 . ? C15A H15C 0.9600 . ? C16A C17A 1.474(13) . ? C16A H16A 0.9700 . ? C16A H16B 0.9700 . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C41A C42A 1.533(4) . ? C41A C44A 1.534(4) . ? C41A C43A 1.537(4) . ? C42A H42A 0.9600 . ? C42A H42B 0.9600 . ? C42A H42C 0.9600 . ? C43A H43A 0.9600 . ? C43A H43B 0.9600 . ? C43A H43C 0.9600 . ? C44A H44A 0.9600 . ? C44A H44B 0.9600 . ? C44A H44C 0.9600 . ? O1B C1B 1.388(3) . ? O1B C11B 1.433(3) . ? C1B C2B 1.389(3) . ? C1B C6B 1.394(3) . ? C2B C3B 1.387(4) . ? C3B C4B 1.390(4) . ? C3B H3B 0.9300 . ? C4B C5B 1.395(3) . ? C4B C41B 1.537(4) . ? C5B C6B 1.388(3) . ? C5B H5B 0.9300 . ? C6B C7B 1.503(3) . ? C7B O8B 1.412(3) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? O8B C9B 1.435(3) . ? C9B C2C 1.514(3) . ? C9B H9B1 0.9700 . ? C9B H9B2 0.9700 . ? C11B C12B 1.481(4) . ? C11B H11C 0.9700 . ? C11B H11D 0.9700 . ? C12B N13B 1.449(5) . ? C12B H12C 0.9700 . ? C12B H12D 0.9700 . ? N13B C14B 1.277(9) . ? N13B C16B 1.364(9) . ? C14B C15B 1.338(10) . ? C14B H14C 0.9700 . ? C14B H14D 0.9700 . ? C15B H15D 0.9600 . ? C15B H15E 0.9600 . ? C15B H15F 0.9600 . ? C16B C17B 1.117(8) . ? C16B H16C 0.9700 . ? C16B H16D 0.9700 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C41B C43B 1.531(4) . ? C41B C42B 1.533(4) . ? C41B C44B 1.537(5) . ? C42B H42D 0.9600 . ? C42B H42E 0.9600 . ? C42B H42F 0.9600 . ? C43B H43D 0.9600 . ? C43B H43E 0.9600 . ? C43B H43F 0.9600 . ? C44B H44D 0.9600 . ? C44B H44E 0.9600 . ? C44B H44F 0.9600 . ? O1C C1C 1.401(3) . ? O1C C11C 1.440(3) . ? C1C C6C 1.393(3) . ? C1C C2C 1.395(3) . ? C3C C2C 1.387(3) . ? C3C C4C 1.393(3) . ? C3C H3C 0.9300 . ? C4C C5C 1.388(3) . ? C4C C41C 1.540(3) . ? C5C C6C 1.394(3) . ? C5C H5C 0.9300 . ? C6C C7C 1.505(3) . ? C7C O8C 1.432(3) . ? C7C H7C1 0.9700 . ? C7C H7C2 0.9700 . ? O8C C9C 1.427(3) . ? C9C H9C1 0.9700 . ? C9C H9C2 0.9700 . ? C11C C12C 1.504(4) . ? C11C H11E 0.9700 . ? C11C H11F 0.9700 . ? C12C N13C 1.437(4) . ? C12C H12E 0.9700 . ? C12C H12F 0.9700 . ? N13C C18C 1.401(14) . ? N13C C16C 1.435(5) . ? N13C C14C 1.557(5) . ? C14C C15C 1.413(7) . ? C14C H14E 0.9700 . ? C14C H14F 0.9700 . ? C14C H15J 1.1648 . ? C15C C18C 1.542(14) . ? C15C H15G 0.9600 . ? C15C H15H 0.9600 . ? C15C H15I 0.9600 . ? C15C H15J 0.9600 . ? C15C H15K 0.9600 . ? C15C H15L 0.9600 . ? C18C H18E 0.9700 . ? C18C H18F 0.9700 . ? C16C C17C 1.486(6) . ? C16C H16E 0.9700 . ? C16C H16F 0.9700 . ? C17C H17G 0.9600 . ? C17C H17H 0.9600 . ? C17C H17I 0.9600 . ? C41C C44C 1.513(4) . ? C41C C43C 1.515(4) . ? C41C C42C 1.517(4) . ? C42C H42G 0.9600 . ? C42C H42H 0.9600 . ? C42C H42I 0.9600 . ? C43C H43G 0.9600 . ? C43C H43H 0.9600 . ? C43C H43I 0.9600 . ? C44C H44G 0.9600 . ? C44C H44H 0.9600 . ? C44C H44I 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A O1A C11A 112.6(2) . . ? C6A C1A O1A 119.5(2) . . ? C6A C1A C2A 121.3(2) . . ? O1A C1A C2A 119.1(2) . . ? C3A C2A C1A 117.8(2) . . ? C3A C2A C9C 121.3(2) . . ? C1A C2A C9C 120.7(2) . . ? C2A C3A C4A 122.9(2) . . ? C2A C3A H3A 118.6 . . ? C4A C3A H3A 118.6 . . ? C5A C4A C3A 117.1(2) . . ? C5A C4A C41A 123.7(2) . . ? C3A C4A C41A 119.2(2) . . ? C4A C5A C6A 122.4(2) . . ? C4A C5A H5A 118.8 . . ? C6A C5A H5A 118.8 . . ? C1A C6A C5A 118.4(2) . . ? C1A C6A C7A 121.6(2) . . ? C5A C6A C7A 119.9(2) . . ? O8A C7A C6A 114.1(2) . . ? O8A C7A H7A1 108.7 . . ? C6A C7A H7A1 108.7 . . ? O8A C7A H7A2 108.7 . . ? C6A C7A H7A2 108.7 . . ? H7A1 C7A H7A2 107.6 . . ? C7A O8A C9A 114.3(2) . . ? O8A C9A C2B 112.7(2) . . ? O8A C9A H9A1 109.0 . . ? C2B C9A H9A1 109.0 . . ? O8A C9A H9A2 109.0 . . ? C2B C9A H9A2 109.0 . . ? H9A1 C9A H9A2 107.8 . . ? O1A C11A C12A 108.7(3) . . ? O1A C11A H11A 109.9 . . ? C12A C11A H11A 109.9 . . ? O1A C11A H11B 109.9 . . ? C12A C11A H11B 109.9 . . ? H11A C11A H11B 108.3 . . ? N13A C12A C11A 112.4(3) . . ? N13A C12A H12A 109.1 . . ? C11A C12A H12A 109.1 . . ? N13A C12A H12B 109.1 . . ? C11A C12A H12B 109.1 . . ? H12A C12A H12B 107.9 . . ? C16A N13A C12A 117.5(5) . . ? C16A N13A C14A 115.6(7) . . ? C12A N13A C14A 107.4(5) . . ? C15A C14A N13A 121.6(8) . . ? C15A C14A H14A 106.9 . . ? N13A C14A H14A 106.9 . . ? C15A C14A H14B 106.9 . . ? N13A C14A H14B 106.9 . . ? H14A C14A H14B 106.7 . . ? C14A C15A H15A 109.5 . . ? C14A C15A H15B 109.5 . . ? H15A C15A H15B 109.5 . . ? C14A C15A H15C 109.5 . . ? H15A C15A H15C 109.5 . . ? H15B C15A H15C 109.5 . . ? N13A C16A C17A 113.1(9) . . ? N13A C16A H16A 109.0 . . ? C17A C16A H16A 109.0 . . ? N13A C16A H16B 109.0 . . ? C17A C16A H16B 109.0 . . ? H16A C16A H16B 107.8 . . ? C16A C17A H17A 109.5 . . ? C16A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C16A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C42A C41A C44A 108.5(2) . . ? C42A C41A C4A 109.6(2) . . ? C44A C41A C4A 111.8(2) . . ? C42A C41A C43A 109.5(3) . . ? C44A C41A C43A 108.3(3) . . ? C4A C41A C43A 109.0(2) . . ? C41A C42A H42A 109.5 . . ? C41A C42A H42B 109.5 . . ? H42A C42A H42B 109.5 . . ? C41A C42A H42C 109.5 . . ? H42A C42A H42C 109.5 . . ? H42B C42A H42C 109.5 . . ? C41A C43A H43A 109.5 . . ? C41A C43A H43B 109.5 . . ? H43A C43A H43B 109.5 . . ? C41A C43A H43C 109.5 . . ? H43A C43A H43C 109.5 . . ? H43B C43A H43C 109.5 . . ? C41A C44A H44A 109.5 . . ? C41A C44A H44B 109.5 . . ? H44A C44A H44B 109.5 . . ? C41A C44A H44C 109.5 . . ? H44A C44A H44C 109.5 . . ? H44B C44A H44C 109.5 . . ? C1B O1B C11B 112.50(19) . . ? O1B C1B C2B 120.8(2) . . ? O1B C1B C6B 117.9(2) . . ? C2B C1B C6B 121.2(2) . . ? C3B C2B C1B 117.7(2) . . ? C3B C2B C9A 119.9(2) . . ? C1B C2B C9A 122.5(2) . . ? C2B C3B C4B 123.3(2) . . ? C2B C3B H3B 118.4 . . ? C4B C3B H3B 118.4 . . ? C3B C4B C5B 117.0(2) . . ? C3B C4B C41B 120.6(2) . . ? C5B C4B C41B 122.3(2) . . ? C6B C5B C4B 121.8(2) . . ? C6B C5B H5B 119.1 . . ? C4B C5B H5B 119.1 . . ? C5B C6B C1B 118.8(2) . . ? C5B C6B C7B 123.0(2) . . ? C1B C6B C7B 118.2(2) . . ? O8B C7B C6B 111.49(19) . . ? O8B C7B H7B1 109.3 . . ? C6B C7B H7B1 109.3 . . ? O8B C7B H7B2 109.3 . . ? C6B C7B H7B2 109.3 . . ? H7B1 C7B H7B2 108.0 . . ? C7B O8B C9B 112.63(17) . . ? O8B C9B C2C 111.57(18) . . ? O8B C9B H9B1 109.3 . . ? C2C C9B H9B1 109.3 . . ? O8B C9B H9B2 109.3 . . ? C2C C9B H9B2 109.3 . . ? H9B1 C9B H9B2 108.0 . . ? O1B C11B C12B 109.2(3) . . ? O1B C11B H11C 109.8 . . ? C12B C11B H11C 109.8 . . ? O1B C11B H11D 109.8 . . ? C12B C11B H11D 109.8 . . ? H11C C11B H11D 108.3 . . ? N13B C12B C11B 112.3(3) . . ? N13B C12B H12C 109.1 . . ? C11B C12B H12C 109.1 . . ? N13B C12B H12D 109.1 . . ? C11B C12B H12D 109.1 . . ? H12C C12B H12D 107.9 . . ? C14B N13B C16B 122.2(6) . . ? C14B N13B C12B 120.5(5) . . ? C16B N13B C12B 114.7(6) . . ? N13B C14B C15B 137.7(7) . . ? N13B C14B H14C 102.7 . . ? C15B C14B H14C 102.7 . . ? N13B C14B H14D 102.7 . . ? C15B C14B H14D 102.7 . . ? H14C C14B H14D 105.0 . . ? C14B C15B H15D 109.5 . . ? C14B C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C14B C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C17B C16B N13B 146.0(12) . . ? C17B C16B H16C 100.3 . . ? N13B C16B H16C 100.3 . . ? C17B C16B H16D 100.3 . . ? N13B C16B H16D 100.3 . . ? H16C C16B H16D 104.3 . . ? C16B C17B H17D 109.5 . . ? C16B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C16B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C43B C41B C42B 107.5(3) . . ? C43B C41B C44B 108.4(3) . . ? C42B C41B C44B 109.7(3) . . ? C43B C41B C4B 112.7(2) . . ? C42B C41B C4B 110.5(3) . . ? C44B C41B C4B 108.0(2) . . ? C41B C42B H42D 109.5 . . ? C41B C42B H42E 109.5 . . ? H42D C42B H42E 109.5 . . ? C41B C42B H42F 109.5 . . ? H42D C42B H42F 109.5 . . ? H42E C42B H42F 109.5 . . ? C41B C43B H43D 109.5 . . ? C41B C43B H43E 109.5 . . ? H43D C43B H43E 109.5 . . ? C41B C43B H43F 109.5 . . ? H43D C43B H43F 109.5 . . ? H43E C43B H43F 109.5 . . ? C41B C44B H44D 109.5 . . ? C41B C44B H44E 109.5 . . ? H44D C44B H44E 109.5 . . ? C41B C44B H44F 109.5 . . ? H44D C44B H44F 109.5 . . ? H44E C44B H44F 109.5 . . ? C1C O1C C11C 111.87(18) . . ? C6C C1C C2C 120.9(2) . . ? C6C C1C O1C 119.44(19) . . ? C2C C1C O1C 119.59(19) . . ? C2C C3C C4C 122.9(2) . . ? C2C C3C H3C 118.5 . . ? C4C C3C H3C 118.5 . . ? C3C C2C C1C 118.3(2) . . ? C3C C2C C9B 119.1(2) . . ? C1C C2C C9B 122.5(2) . . ? C5C C4C C3C 116.5(2) . . ? C5C C4C C41C 122.4(2) . . ? C3C C4C C41C 121.0(2) . . ? C4C C5C C6C 123.0(2) . . ? C4C C5C H5C 118.5 . . ? C6C C5C H5C 118.5 . . ? C1C C6C C5C 118.0(2) . . ? C1C C6C C7C 122.2(2) . . ? C5C C6C C7C 119.6(2) . . ? O8C C7C C6C 111.07(19) . . ? O8C C7C H7C1 109.4 . . ? C6C C7C H7C1 109.4 . . ? O8C C7C H7C2 109.4 . . ? C6C C7C H7C2 109.4 . . ? H7C1 C7C H7C2 108.0 . . ? C9C O8C C7C 115.06(19) . . ? O8C C9C C2A 111.4(2) . . ? O8C C9C H9C1 109.4 . . ? C2A C9C H9C1 109.4 . . ? O8C C9C H9C2 109.4 . . ? C2A C9C H9C2 109.4 . . ? H9C1 C9C H9C2 108.0 . . ? O1C C11C C12C 110.6(2) . . ? O1C C11C H11E 109.5 . . ? C12C C11C H11E 109.5 . . ? O1C C11C H11F 109.5 . . ? C12C C11C H11F 109.5 . . ? H11E C11C H11F 108.1 . . ? N13C C12C C11C 114.6(3) . . ? N13C C12C H12E 108.6 . . ? C11C C12C H12E 108.6 . . ? N13C C12C H12F 108.6 . . ? C11C C12C H12F 108.6 . . ? H12E C12C H12F 107.6 . . ? C18C N13C C16C 134.0(7) . . ? C18C N13C C12C 114.2(7) . . ? C16C N13C C12C 111.8(3) . . ? C18C N13C C14C 60.7(6) . . ? C16C N13C C14C 104.4(3) . . ? C12C N13C C14C 108.6(3) . . ? C15C C14C N13C 112.9(4) . . ? C15C C14C H14E 109.0 . . ? N13C C14C H14E 109.0 . . ? C15C C14C H14F 109.0 . . ? N13C C14C H14F 109.0 . . ? H14E C14C H14F 107.8 . . ? C15C C14C H15J 42.4 . . ? N13C C14C H15J 154.8 . . ? H14E C14C H15J 88.2 . . ? H14F C14C H15J 81.6 . . ? C14C C15C C18C 60.9(6) . . ? C14C C15C H15G 109.5 . . ? C18C C15C H15G 60.4 . . ? C14C C15C H15H 109.5 . . ? C18C C15C H15H 157.2 . . ? H15G C15C H15H 109.5 . . ? C14C C15C H15I 109.5 . . ? C18C C15C H15I 93.3 . . ? H15G C15C H15I 109.5 . . ? H15H C15C H15I 109.5 . . ? C14C C15C H15J 54.9 . . ? C18C C15C H15J 109.7 . . ? H15G C15C H15J 119.0 . . ? H15H C15C H15J 55.1 . . ? H15I C15C H15J 131.6 . . ? C14C C15C H15K 102.5 . . ? C18C C15C H15K 109.3 . . ? H15G C15C H15K 131.2 . . ? H15H C15C H15K 92.7 . . ? H15I C15C H15K 22.8 . . ? H15J C15C H15K 109.5 . . ? C14C C15C H15L 147.9 . . ? C18C C15C H15L 109.4 . . ? H15G C15C H15L 49.5 . . ? H15H C15C H15L 66.7 . . ? H15I C15C H15L 101.4 . . ? H15J C15C H15L 109.5 . . ? H15K C15C H15L 109.5 . . ? N13C C18C C15C 114.5(10) . . ? N13C C18C H18E 108.6 . . ? C15C C18C H18E 108.6 . . ? N13C C18C H18F 108.6 . . ? C15C C18C H18F 108.6 . . ? H18E C18C H18F 107.6 . . ? N13C C16C C17C 114.7(4) . . ? N13C C16C H16E 108.6 . . ? C17C C16C H16E 108.6 . . ? N13C C16C H16F 108.6 . . ? C17C C16C H16F 108.6 . . ? H16E C16C H16F 107.6 . . ? C16C C17C H17G 109.5 . . ? C16C C17C H17H 109.5 . . ? H17G C17C H17H 109.5 . . ? C16C C17C H17I 109.5 . . ? H17G C17C H17I 109.5 . . ? H17H C17C H17I 109.5 . . ? C44C C41C C43C 109.0(3) . . ? C44C C41C C42C 107.2(3) . . ? C43C C41C C42C 108.5(3) . . ? C44C C41C C4C 112.1(2) . . ? C43C C41C C4C 108.0(2) . . ? C42C C41C C4C 112.1(2) . . ? C41C C42C H42G 109.5 . . ? C41C C42C H42H 109.5 . . ? H42G C42C H42H 109.5 . . ? C41C C42C H42I 109.5 . . ? H42G C42C H42I 109.5 . . ? H42H C42C H42I 109.5 . . ? C41C C43C H43G 109.5 . . ? C41C C43C H43H 109.5 . . ? H43G C43C H43H 109.5 . . ? C41C C43C H43I 109.5 . . ? H43G C43C H43I 109.5 . . ? H43H C43C H43I 109.5 . . ? C41C C44C H44G 109.5 . . ? C41C C44C H44H 109.5 . . ? H44G C44C H44H 109.5 . . ? C41C C44C H44I 109.5 . . ? H44G C44C H44I 109.5 . . ? H44H C44C H44I 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 C11A O1A C1A C6A 89.3(3) . . . . ? C11A O1A C1A C2A -93.2(3) . . . . ? C6A C1A C2A C3A -2.3(4) . . . . ? O1A C1A C2A C3A -179.8(2) . . . . ? C6A C1A C2A C9C 173.4(2) . . . . ? O1A C1A C2A C9C -4.1(3) . . . . ? C1A C2A C3A C4A 0.3(4) . . . . ? C9C C2A C3A C4A -175.4(2) . . . . ? C2A C3A C4A C5A 1.5(4) . . . . ? C2A C3A C4A C41A -179.7(2) . . . . ? C3A C4A C5A C6A -1.3(4) . . . . ? C41A C4A C5A C6A 180.0(2) . . . . ? O1A C1A C6A C5A -180.0(2) . . . . ? C2A C1A C6A C5A 2.5(4) . . . . ? O1A C1A C6A C7A 0.9(4) . . . . ? C2A C1A C6A C7A -176.5(2) . . . . ? C4A C5A C6A C1A -0.7(4) . . . . ? C4A C5A C6A C7A 178.4(2) . . . . ? C1A C6A C7A O8A 124.2(3) . . . . ? C5A C6A C7A O8A -54.9(4) . . . . ? C6A C7A O8A C9A -69.3(3) . . . . ? C7A O8A C9A C2B 94.1(3) . . . . ? C1A O1A C11A C12A -177.8(3) . . . . ? O1A C11A C12A N13A 72.6(4) . . . . ? C11A C12A N13A C16A 126.0(7) . . . . ? C11A C12A N13A C14A -101.6(5) . . . . ? C16A N13A C14A C15A -68.7(9) . . . . ? C12A N13A C14A C15A 158.0(7) . . . . ? C12A N13A C16A C17A -70.0(10) . . . . ? C14A N13A C16A C17A 161.5(8) . . . . ? C5A C4A C41A C42A -125.6(3) . . . . ? C3A C4A C41A C42A 55.6(3) . . . . ? C5A C4A C41A C44A -5.2(4) . . . . ? C3A C4A C41A C44A 176.0(2) . . . . ? C5A C4A C41A C43A 114.6(3) . . . . ? C3A C4A C41A C43A -64.2(3) . . . . ? C11B O1B C1B C2B -90.2(3) . . . . ? C11B O1B C1B C6B 92.3(3) . . . . ? O1B C1B C2B C3B 177.6(2) . . . . ? C6B C1B C2B C3B -5.0(4) . . . . ? O1B C1B C2B C9A -3.0(4) . . . . ? C6B C1B C2B C9A 174.5(2) . . . . ? O8A C9A C2B C3B 64.5(3) . . . . ? O8A C9A C2B C1B -115.0(3) . . . . ? C1B C2B C3B C4B 1.6(4) . . . . ? C9A C2B C3B C4B -177.9(3) . . . . ? C2B C3B C4B C5B 1.8(4) . . . . ? C2B C3B C4B C41B -176.1(2) . . . . ? C3B C4B C5B C6B -2.0(4) . . . . ? C41B C4B C5B C6B 175.9(2) . . . . ? C4B C5B C6B C1B -1.3(4) . . . . ? C4B C5B C6B C7B 176.1(2) . . . . ? O1B C1B C6B C5B -177.6(2) . . . . ? C2B C1B C6B C5B 4.9(4) . . . . ? O1B C1B C6B C7B 4.9(3) . . . . ? C2B C1B C6B C7B -172.6(2) . . . . ? C5B C6B C7B O8B -0.7(3) . . . . ? C1B C6B C7B O8B 176.7(2) . . . . ? C6B C7B O8B C9B -174.47(18) . . . . ? C7B O8B C9B C2C 74.7(2) . . . . ? C1B O1B C11B C12B -150.8(3) . . . . ? O1B C11B C12B N13B 179.4(3) . . . . ? C11B C12B N13B C14B -88.2(8) . . . . ? C11B C12B N13B C16B 109.8(7) . . . . ? C16B N13B C14B C15B 166.4(13) . . . . ? C12B N13B C14B C15B 5.7(18) . . . . ? C14B N13B C16B C17B 5(3) . . . . ? C12B N13B C16B C17B 166(2) . . . . ? C3B C4B C41B C43B -173.6(3) . . . . ? C5B C4B C41B C43B 8.6(4) . . . . ? C3B C4B C41B C42B -53.3(4) . . . . ? C5B C4B C41B C42B 128.9(3) . . . . ? C3B C4B C41B C44B 66.8(4) . . . . ? C5B C4B C41B C44B -111.1(3) . . . . ? C11C O1C C1C C6C 90.6(3) . . . . ? C11C O1C C1C C2C -91.7(2) . . . . ? C4C C3C C2C C1C 1.4(3) . . . . ? C4C C3C C2C C9B -174.3(2) . . . . ? C6C C1C C2C C3C -6.2(3) . . . . ? O1C C1C C2C C3C 176.1(2) . . . . ? C6C C1C C2C C9B 169.4(2) . . . . ? O1C C1C C2C C9B -8.3(3) . . . . ? O8B C9B C2C C3C 81.2(3) . . . . ? O8B C9B C2C C1C -94.4(2) . . . . ? C2C C3C C4C C5C 3.3(3) . . . . ? C2C C3C C4C C41C -173.4(2) . . . . ? C3C C4C C5C C6C -3.4(4) . . . . ? C41C C4C C5C C6C 173.2(2) . . . . ? C2C C1C C6C C5C 6.0(3) . . . . ? O1C C1C C6C C5C -176.3(2) . . . . ? C2C C1C C6C C7C -168.6(2) . . . . ? O1C C1C C6C C7C 9.0(3) . . . . ? C4C C5C C6C C1C -1.1(4) . . . . ? C4C C5C C6C C7C 173.7(2) . . . . ? C1C C6C C7C O8C 94.0(3) . . . . ? C5C C6C C7C O8C -80.6(3) . . . . ? C6C C7C O8C C9C -76.4(2) . . . . ? C7C O8C C9C C2A 133.1(2) . . . . ? C3A C2A C9C O8C -41.9(3) . . . . ? C1A C2A C9C O8C 142.5(2) . . . . ? C1C O1C C11C C12C -172.7(2) . . . . ? O1C C11C C12C N13C 82.3(3) . . . . ? C11C C12C N13C C18C 85.6(7) . . . . ? C11C C12C N13C C16C -94.2(4) . . . . ? C11C C12C N13C C14C 151.1(3) . . . . ? C18C N13C C14C C15C 27.1(8) . . . . ? C16C N13C C14C C15C 159.8(4) . . . . ? C12C N13C C14C C15C -80.8(5) . . . . ? N13C C14C C15C C18C -24.4(7) . . . . ? C16C N13C C18C C15C -106.7(10) . . . . ? C12C N13C C18C C15C 73.6(11) . . . . ? C14C N13C C18C C15C -25.0(7) . . . . ? C14C C15C C18C N13C 27.7(8) . . . . ? C18C N13C C16C C17C -22.0(10) . . . . ? C12C N13C C16C C17C 157.7(3) . . . . ? C14C N13C C16C C17C -85.0(4) . . . . ? C5C C4C C41C C44C 148.0(3) . . . . ? C3C C4C C41C C44C -35.5(4) . . . . ? C5C C4C C41C C43C -91.9(3) . . . . ? C3C C4C C41C C43C 84.5(3) . . . . ? C5C C4C C41C C42C 27.5(4) . . . . ? C3C C4C C41C C42C -156.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.362 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.034