# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Edwin Weber' _publ_contact_author_email EDWIN.WEBER@CHEMIE.TU-FREIBERG.DE _publ_section_title ; Conformational behaviour and first crystal structures of a calix[4]arene featuring a laterally positioned carboxylic acid function in unsolvated and solvent complexed forms ; loop_ _publ_author_name 'Edwin Weber' 'Petra Bombicz' 'Conrad Fischer' 'Tobias Gruber' 'Margit Gruner' 'Wilhelm Seichter' # Attachment '13-COOH.cif' data_togr_38b_0m _database_code_depnum_ccdc_archive 'CCDC 722388' #TrackingRef '13-COOH.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C49 H64 O6' _chemical_formula_sum 'C49 H64 O6' _chemical_formula_weight 749.00 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 P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0674(8) _cell_length_b 13.3559(9) _cell_length_c 33.067(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.054(2) _cell_angle_gamma 90.00 _cell_volume 4402.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2240 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 18.33 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.130 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9428 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 23568 _diffrn_reflns_av_R_equivalents 0.0643 _diffrn_reflns_av_sigmaI/netI 0.0781 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 21.62 _reflns_number_total 5085 _reflns_number_gt 3062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX 2 (Bruker-AXS)' _computing_cell_refinement 'SAINT-NT (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 12 C-C distances regarding the disordered tert-butyl groups of the calixarene (C34-C35, C34-C36, C34-C37, C34-C35A, C34-C36A, C34-C37A, C44-C45, C44-C46, C44-C47, C44-C45A, C44-C46A, C44-C47A) were restrained to a target value of 1.54 (0.01) angstroms. ; _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^)+(0.0850P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5085 _refine_ls_number_parameters 538 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1057 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1613 _refine_ls_wR_factor_gt 0.1485 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.001 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 0.3140(3) 0.5303(2) 0.12758(8) 0.0613(9) Uani 1 1 d . . . O2 O 0.4432(2) 0.62204(17) 0.05775(7) 0.0384(7) Uani 1 1 d . . . O3 O 0.4941(3) 0.73011(18) 0.14566(7) 0.0422(7) Uani 1 1 d . . . O4 O 0.1955(3) 0.7072(3) 0.19962(9) 0.0817(11) Uani 1 1 d . . . O5 O 0.5769(3) 0.9524(2) 0.04922(9) 0.0583(9) Uani 1 1 d . . . H5A H 0.5808 0.9986 0.0331 0.087 Uiso 1 1 calc R . . O6 O 0.3847(3) 0.9238(2) 0.00952(9) 0.0599(9) Uani 1 1 d . . . C1 C 0.1951(4) 0.4775(3) 0.12143(12) 0.0476(11) Uani 1 1 d . . . C2 C 0.1255(5) 0.4562(3) 0.15390(12) 0.0605(14) Uani 1 1 d . . . C3 C 0.0082(5) 0.4014(3) 0.14540(13) 0.0525(12) Uani 1 1 d . . . H3 H -0.0375 0.3848 0.1670 0.063 Uiso 1 1 calc R . . C4 C -0.0454(4) 0.3698(3) 0.10636(12) 0.0412(11) Uani 1 1 d . . . C5 C 0.0241(4) 0.4004(3) 0.07462(12) 0.0387(10) Uani 1 1 d . . . H5 H -0.0113 0.3841 0.0479 0.046 Uiso 1 1 calc R . . C6 C 0.1428(4) 0.4537(3) 0.08111(11) 0.0363(10) Uani 1 1 d . . . C7 C 0.2072(4) 0.4956(3) 0.04604(11) 0.0368(10) Uani 1 1 d . . . H7A H 0.1605 0.4705 0.0204 0.044 Uiso 1 1 calc R . . H7B H 0.2998 0.4738 0.0485 0.044 Uiso 1 1 calc R . . C8 C 0.3181(4) 0.6677(3) 0.05347(10) 0.0325(10) Uani 1 1 d . . . C9 C 0.2017(4) 0.6094(3) 0.04621(10) 0.0314(10) Uani 1 1 d . . . C10 C 0.0785(4) 0.6580(3) 0.04314(10) 0.0327(10) Uani 1 1 d . . . H10 H 0.0010 0.6195 0.0384 0.039 Uiso 1 1 calc R . . C11 C 0.0654(4) 0.7606(3) 0.04681(11) 0.0332(10) Uani 1 1 d . A . C12 C 0.1831(4) 0.8158(3) 0.05512(10) 0.0315(9) Uani 1 1 d . . . H12 H 0.1774 0.8848 0.0582 0.038 Uiso 1 1 calc R . . C13 C 0.3088(4) 0.7716(3) 0.05897(10) 0.0305(10) Uani 1 1 d . . . C14 C 0.4344(4) 0.8336(3) 0.07257(10) 0.0291(9) Uani 1 1 d . . . H14 H 0.5108 0.7875 0.0768 0.035 Uiso 1 1 calc R . . C15 C 0.4476(4) 0.8272(3) 0.14891(12) 0.0354(10) Uani 1 1 d . . . C16 C 0.4227(3) 0.8830(3) 0.11349(11) 0.0305(9) Uani 1 1 d . . . C17 C 0.3729(3) 0.9799(3) 0.11573(11) 0.0334(10) Uani 1 1 d . . . H17 H 0.3585 1.0185 0.0921 0.040 Uiso 1 1 calc R . . C18 C 0.3439(4) 1.0207(3) 0.15244(11) 0.0360(10) Uani 1 1 d . . . C19 C 0.3649(4) 0.9597(3) 0.18620(11) 0.0391(10) Uani 1 1 d . . . H19 H 0.3434 0.9843 0.2108 0.047 Uiso 1 1 calc R . . C20 C 0.4166(4) 0.8632(3) 0.18562(11) 0.0408(11) Uani 1 1 d . . . C21 C 0.4385(5) 0.8042(3) 0.22579(12) 0.0632(14) Uani 1 1 d . . . H21A H 0.5280 0.8199 0.2392 0.076 Uiso 1 1 calc R . . H21B H 0.3760 0.8302 0.2430 0.076 Uiso 1 1 calc R . . C22 C 0.3065(5) 0.6450(4) 0.21114(12) 0.0479(12) Uani 1 1 d . . . C23 C 0.4249(5) 0.6926(3) 0.22517(11) 0.0401(10) Uani 1 1 d . . . C24 C 0.5327(4) 0.6330(3) 0.24182(12) 0.0475(11) Uani 1 1 d . . . H24 H 0.6129 0.6642 0.2521 0.057 Uiso 1 1 calc R . . C25 C 0.5258(6) 0.5308(4) 0.24366(14) 0.0610(13) Uani 1 1 d . A . C26 C 0.4018(8) 0.4889(4) 0.22849(15) 0.0793(18) Uani 1 1 d . . . H26 H 0.3926 0.4198 0.2299 0.095 Uiso 1 1 calc R . . C27 C 0.2911(6) 0.5445(4) 0.21143(13) 0.0605(14) Uani 1 1 d . . . C28 C 0.1606(6) 0.4936(5) 0.19755(14) 0.115(3) Uani 1 1 d . . . H28A H 0.0902 0.5396 0.2026 0.138 Uiso 1 1 calc R . . H28B H 0.1552 0.4366 0.2154 0.138 Uiso 1 1 calc R . . C29 C -0.1765(4) 0.3116(3) 0.09766(12) 0.0478(11) Uani 1 1 d . . . C30 C -0.2277(5) 0.2764(4) 0.13654(14) 0.0755(16) Uani 1 1 d . . . H30A H -0.1593 0.2378 0.1527 0.113 Uiso 1 1 calc R . . H30B H -0.3062 0.2358 0.1295 0.113 Uiso 1 1 calc R . . H30C H -0.2498 0.3335 0.1519 0.113 Uiso 1 1 calc R . . C31 C -0.1582(5) 0.2205(4) 0.07126(17) 0.0873(18) Uani 1 1 d . . . H31A H -0.1329 0.2420 0.0457 0.131 Uiso 1 1 calc R . . H31B H -0.2409 0.1839 0.0663 0.131 Uiso 1 1 calc R . . H31C H -0.0893 0.1782 0.0851 0.131 Uiso 1 1 calc R . . C32 C -0.2825(5) 0.3805(5) 0.07454(18) 0.103(2) Uani 1 1 d . . . H32A H -0.2951 0.4379 0.0911 0.155 Uiso 1 1 calc R . . H32B H -0.3657 0.3449 0.0685 0.155 Uiso 1 1 calc R . . H32C H -0.2531 0.4021 0.0495 0.155 Uiso 1 1 calc R . . C33 C 0.4294(5) 0.4694(4) 0.12999(14) 0.0706(15) Uani 1 1 d . . . H33A H 0.4311 0.4238 0.1525 0.106 Uiso 1 1 calc R . . H33B H 0.5081 0.5108 0.1340 0.106 Uiso 1 1 calc R . . H33C H 0.4276 0.4322 0.1051 0.106 Uiso 1 1 calc R . . C34 C -0.0715(4) 0.8119(3) 0.04323(11) 0.0408(11) Uani 1 1 d D . . C35 C -0.1577(6) 0.7563(6) 0.0712(2) 0.078(2) Uani 0.704(4) 1 d PD A 1 H35A H -0.1768 0.6899 0.0609 0.118 Uiso 0.704(4) 1 calc PR A 1 H35B H -0.2403 0.7919 0.0717 0.118 Uiso 0.704(4) 1 calc PR A 1 H35C H -0.1096 0.7526 0.0984 0.118 Uiso 0.704(4) 1 calc PR A 1 C36 C -0.1417(6) 0.8052(6) -0.00006(17) 0.0598(19) Uani 0.704(4) 1 d PD A 1 H36A H -0.0861 0.8345 -0.0182 0.090 Uiso 0.704(4) 1 calc PR A 1 H36B H -0.2253 0.8406 -0.0023 0.090 Uiso 0.704(4) 1 calc PR A 1 H36C H -0.1583 0.7362 -0.0072 0.090 Uiso 0.704(4) 1 calc PR A 1 C37 C -0.068(3) 0.9030(7) 0.0701(5) 0.136(8) Uani 0.704(4) 1 d PD A 1 H37A H 0.0114 0.9017 0.0898 0.204 Uiso 0.704(4) 1 calc PR A 1 H37B H -0.1458 0.9032 0.0840 0.204 Uiso 0.704(4) 1 calc PR A 1 H37C H -0.0683 0.9622 0.0537 0.204 Uiso 0.704(4) 1 calc PR A 1 C45 C 0.6476(13) 0.3606(5) 0.2538(3) 0.127(4) Uani 0.704(4) 1 d PD A 1 H45D H 0.7335 0.3338 0.2648 0.190 Uiso 0.704(4) 1 calc PR A 1 H45E H 0.6318 0.3489 0.2249 0.190 Uiso 0.704(4) 1 calc PR A 1 H45F H 0.5788 0.3284 0.2665 0.190 Uiso 0.704(4) 1 calc PR A 1 C46 C 0.7043(16) 0.4966(9) 0.3036(3) 0.108(5) Uani 0.704(4) 1 d PD A 1 H46A H 0.7883 0.4625 0.3105 0.162 Uiso 0.704(4) 1 calc PR A 1 H46B H 0.6441 0.4773 0.3223 0.162 Uiso 0.704(4) 1 calc PR A 1 H46C H 0.7188 0.5677 0.3052 0.162 Uiso 0.704(4) 1 calc PR A 1 C47 C 0.7727(8) 0.5065(7) 0.2380(3) 0.126(3) Uani 0.704(4) 1 d PD A 1 H47A H 0.8507 0.4670 0.2474 0.189 Uiso 0.704(4) 1 calc PR A 1 H47B H 0.7918 0.5758 0.2438 0.189 Uiso 0.704(4) 1 calc PR A 1 H47C H 0.7490 0.4977 0.2091 0.189 Uiso 0.704(4) 1 calc PR A 1 C35A C -0.1929(12) 0.7423(12) 0.0366(6) 0.078(2) Uani 0.296(4) 1 d PD A 2 H35D H -0.1996 0.7129 0.0099 0.118 Uiso 0.296(4) 1 calc PR A 2 H35E H -0.2728 0.7799 0.0388 0.118 Uiso 0.296(4) 1 calc PR A 2 H35F H -0.1826 0.6904 0.0568 0.118 Uiso 0.296(4) 1 calc PR A 2 C36A C -0.0839(16) 0.8843(12) 0.0056(4) 0.0598(19) Uani 0.296(4) 1 d PD A 2 H36D H -0.0182 0.9365 0.0107 0.090 Uiso 0.296(4) 1 calc PR A 2 H36E H -0.1721 0.9132 0.0014 0.090 Uiso 0.296(4) 1 calc PR A 2 H36F H -0.0691 0.8475 -0.0183 0.090 Uiso 0.296(4) 1 calc PR A 2 C37A C -0.065(8) 0.9241(12) 0.0516(17) 0.136(8) Uani 0.296(4) 1 d PD A 2 H37D H -0.0183 0.9359 0.0786 0.204 Uiso 0.296(4) 1 calc PR A 2 H37E H -0.1539 0.9507 0.0495 0.204 Uiso 0.296(4) 1 calc PR A 2 H37F H -0.0173 0.9564 0.0319 0.204 Uiso 0.296(4) 1 calc PR A 2 C45A C 0.570(2) 0.3977(12) 0.2911(6) 0.127(4) Uani 0.296(4) 1 d PD A 2 H45A H 0.4888 0.3720 0.2759 0.190 Uiso 0.296(4) 1 calc PR A 2 H45B H 0.5483 0.4357 0.3140 0.190 Uiso 0.296(4) 1 calc PR A 2 H45C H 0.6277 0.3431 0.3007 0.190 Uiso 0.296(4) 1 calc PR A 2 C46A C 0.739(5) 0.527(3) 0.2929(9) 0.108(5) Uani 0.296(4) 1 d PD A 2 H46D H 0.7963 0.4814 0.3096 0.162 Uiso 0.296(4) 1 calc PR A 2 H46E H 0.6882 0.5659 0.3097 0.162 Uiso 0.296(4) 1 calc PR A 2 H46F H 0.7936 0.5715 0.2791 0.162 Uiso 0.296(4) 1 calc PR A 2 C47A C 0.651(3) 0.3834(15) 0.2313(6) 0.126(3) Uani 0.296(4) 1 d PD A 2 H47D H 0.6650 0.4100 0.2053 0.189 Uiso 0.296(4) 1 calc PR A 2 H47E H 0.5678 0.3471 0.2284 0.189 Uiso 0.296(4) 1 calc PR A 2 H47F H 0.7233 0.3391 0.2412 0.189 Uiso 0.296(4) 1 calc PR A 2 C38 C 0.5058(4) 0.6266(3) 0.02176(12) 0.0506(12) Uani 1 1 d . . . H38A H 0.4520 0.5913 0.0001 0.076 Uiso 1 1 calc R . . H38B H 0.5930 0.5963 0.0270 0.076 Uiso 1 1 calc R . . H38C H 0.5146 0.6953 0.0140 0.076 Uiso 1 1 calc R . . C39 C 0.2873(4) 1.1264(3) 0.15547(12) 0.0450(11) Uani 1 1 d . . . C40 C 0.1473(5) 1.1193(3) 0.16842(14) 0.0679(14) Uani 1 1 d . . . H40A H 0.0886 1.0838 0.1479 0.102 Uiso 1 1 calc R . . H40B H 0.1128 1.1854 0.1715 0.102 Uiso 1 1 calc R . . H40C H 0.1529 1.0841 0.1939 0.102 Uiso 1 1 calc R . . C41 C 0.2785(5) 1.1838(3) 0.11591(13) 0.0657(14) Uani 1 1 d . . . H41A H 0.3662 1.1890 0.1078 0.099 Uiso 1 1 calc R . . H41B H 0.2439 1.2496 0.1196 0.099 Uiso 1 1 calc R . . H41C H 0.2198 1.1493 0.0951 0.099 Uiso 1 1 calc R . . C42 C 0.3759(5) 1.1857(3) 0.18866(14) 0.0726(15) Uani 1 1 d . . . H42A H 0.3771 1.1526 0.2145 0.109 Uiso 1 1 calc R . . H42B H 0.3404 1.2521 0.1903 0.109 Uiso 1 1 calc R . . H42C H 0.4655 1.1894 0.1820 0.109 Uiso 1 1 calc R . . C43 C 0.6366(5) 0.7215(3) 0.15235(13) 0.0594(13) Uani 1 1 d . . . H43A H 0.6751 0.7725 0.1371 0.089 Uiso 1 1 calc R . . H43B H 0.6623 0.6568 0.1435 0.089 Uiso 1 1 calc R . . H43C H 0.6684 0.7296 0.1809 0.089 Uiso 1 1 calc R . . C44 C 0.6455(8) 0.4697(4) 0.26180(18) 0.119(3) Uani 1 1 d D . . C48 C 0.1502(4) 0.7162(4) 0.15653(12) 0.0666(14) Uani 1 1 d . . . H48A H 0.2213 0.7427 0.1431 0.100 Uiso 1 1 calc R . . H48B H 0.1249 0.6513 0.1454 0.100 Uiso 1 1 calc R . . H48C H 0.0743 0.7603 0.1521 0.100 Uiso 1 1 calc R . . C49 C 0.4600(4) 0.9064(3) 0.04068(13) 0.0378(10) 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 0.084(3) 0.063(2) 0.0362(18) -0.0009(16) 0.0061(16) -0.039(2) O2 0.0450(18) 0.0340(16) 0.0386(17) -0.0015(13) 0.0141(13) 0.0005(13) O3 0.059(2) 0.0313(17) 0.0345(17) -0.0037(13) -0.0007(13) 0.0038(14) O4 0.069(2) 0.145(3) 0.030(2) 0.006(2) 0.0057(16) 0.031(2) O5 0.051(2) 0.069(2) 0.053(2) 0.0187(16) -0.0006(15) -0.0190(17) O6 0.057(2) 0.074(2) 0.045(2) 0.0156(17) -0.0061(16) -0.0293(16) C1 0.065(3) 0.038(3) 0.038(3) -0.004(2) 0.005(2) -0.030(2) C2 0.100(4) 0.056(3) 0.027(3) -0.006(2) 0.014(3) -0.041(3) C3 0.079(4) 0.044(3) 0.038(3) 0.000(2) 0.021(2) -0.017(3) C4 0.059(3) 0.030(2) 0.036(3) 0.002(2) 0.011(2) -0.004(2) C5 0.057(3) 0.030(2) 0.030(2) -0.003(2) 0.007(2) -0.002(2) C6 0.054(3) 0.022(2) 0.033(3) -0.001(2) 0.008(2) -0.007(2) C7 0.052(3) 0.030(3) 0.030(2) -0.0060(19) 0.0109(19) -0.0101(19) C8 0.043(3) 0.031(3) 0.025(2) -0.0022(19) 0.0106(18) -0.001(2) C9 0.046(3) 0.028(2) 0.022(2) -0.0065(18) 0.0103(18) -0.010(2) C10 0.040(3) 0.037(3) 0.023(2) -0.0072(19) 0.0093(18) -0.013(2) C11 0.039(3) 0.037(3) 0.025(2) -0.0038(19) 0.0104(18) -0.004(2) C12 0.038(3) 0.027(2) 0.031(2) -0.0047(19) 0.0109(18) -0.005(2) C13 0.045(3) 0.028(3) 0.019(2) 0.0007(18) 0.0076(18) -0.005(2) C14 0.035(2) 0.025(2) 0.028(2) 0.0030(19) 0.0084(18) -0.0030(18) C15 0.051(3) 0.015(2) 0.038(3) -0.001(2) 0.000(2) -0.0044(19) C16 0.039(2) 0.023(2) 0.030(2) -0.002(2) 0.0062(18) -0.0080(18) C17 0.043(3) 0.025(2) 0.032(2) 0.005(2) 0.0065(18) -0.0054(19) C18 0.051(3) 0.026(2) 0.031(3) -0.001(2) 0.0072(19) -0.0070(19) C19 0.066(3) 0.028(3) 0.024(2) -0.005(2) 0.0064(19) -0.007(2) C20 0.071(3) 0.025(3) 0.024(2) -0.004(2) 0.000(2) -0.009(2) C21 0.123(4) 0.029(3) 0.035(3) 0.002(2) 0.000(3) 0.003(2) C22 0.056(3) 0.065(4) 0.023(2) 0.005(2) 0.007(2) 0.001(3) C23 0.066(3) 0.031(3) 0.024(2) -0.002(2) 0.007(2) 0.001(2) C24 0.058(3) 0.048(3) 0.036(3) -0.003(2) 0.005(2) -0.002(2) C25 0.104(4) 0.032(3) 0.046(3) -0.005(3) 0.005(3) 0.018(3) C26 0.178(7) 0.026(3) 0.035(3) -0.001(3) 0.016(4) -0.016(4) C27 0.105(4) 0.053(4) 0.024(3) 0.005(3) 0.012(3) -0.035(3) C28 0.151(5) 0.165(6) 0.030(3) -0.011(3) 0.015(3) -0.113(5) C29 0.046(3) 0.054(3) 0.045(3) 0.000(3) 0.013(2) -0.006(2) C30 0.081(4) 0.094(4) 0.056(3) -0.001(3) 0.025(3) -0.039(3) C31 0.085(4) 0.088(4) 0.097(4) -0.047(3) 0.040(3) -0.053(3) C32 0.061(4) 0.137(5) 0.112(5) 0.043(4) 0.010(3) 0.001(4) C33 0.072(4) 0.087(4) 0.051(3) 0.007(3) 0.001(3) -0.033(3) C34 0.039(3) 0.040(3) 0.045(3) -0.009(2) 0.010(2) -0.005(2) C35 0.038(4) 0.132(6) 0.068(5) 0.039(5) 0.016(4) 0.019(4) C36 0.058(5) 0.071(5) 0.050(4) -0.002(4) 0.003(3) 0.027(4) C37 0.058(5) 0.134(7) 0.20(2) -0.125(10) -0.026(14) 0.040(7) C45 0.195(10) 0.057(6) 0.120(8) -0.001(5) -0.007(8) 0.064(6) C46 0.124(12) 0.057(10) 0.126(9) 0.031(6) -0.043(8) 0.022(6) C47 0.134(8) 0.117(7) 0.126(8) 0.042(6) 0.017(6) 0.069(6) C35A 0.038(4) 0.132(6) 0.068(5) 0.039(5) 0.016(4) 0.019(4) C36A 0.058(5) 0.071(5) 0.050(4) -0.002(4) 0.003(3) 0.027(4) C37A 0.058(5) 0.134(7) 0.20(2) -0.125(10) -0.026(14) 0.040(7) C45A 0.195(10) 0.057(6) 0.120(8) -0.001(5) -0.007(8) 0.064(6) C46A 0.124(12) 0.057(10) 0.126(9) 0.031(6) -0.043(8) 0.022(6) C47A 0.134(8) 0.117(7) 0.126(8) 0.042(6) 0.017(6) 0.069(6) C38 0.056(3) 0.045(3) 0.055(3) -0.009(2) 0.024(2) 0.001(2) C39 0.071(3) 0.026(3) 0.039(3) -0.001(2) 0.010(2) 0.002(2) C40 0.091(4) 0.056(3) 0.060(3) -0.002(3) 0.023(3) 0.016(3) C41 0.119(4) 0.031(3) 0.050(3) 0.006(2) 0.019(3) 0.019(3) C42 0.124(5) 0.030(3) 0.061(3) -0.010(3) 0.006(3) -0.005(3) C43 0.071(4) 0.053(3) 0.054(3) -0.007(2) 0.009(2) 0.010(3) C44 0.214(8) 0.089(5) 0.057(4) 0.009(4) 0.025(5) 0.096(5) C48 0.068(3) 0.103(4) 0.027(3) 0.004(3) 0.001(2) -0.004(3) C49 0.032(3) 0.039(3) 0.042(3) -0.009(2) 0.006(2) -0.007(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 O1 C1 1.380(4) . ? O1 C33 1.412(5) . ? O2 C8 1.389(4) . ? O2 C38 1.424(4) . ? O3 C15 1.388(4) . ? O3 C43 1.424(5) . ? O4 C22 1.402(5) . ? O4 C48 1.439(5) . ? O5 C49 1.323(4) . ? O5 H5A 0.8200 . ? O6 C49 1.213(4) . ? C1 C2 1.391(5) . ? C1 C6 1.399(5) . ? C2 C3 1.384(5) . ? C2 C28 1.522(6) . ? C3 C4 1.393(5) . ? C3 H3 0.9300 . ? C4 C5 1.402(5) . ? C4 C29 1.524(5) . ? C5 C6 1.382(5) . ? C5 H5 0.9300 . ? C6 C7 1.513(5) . ? C7 C9 1.521(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.399(5) . ? C8 C13 1.405(5) . ? C9 C10 1.391(5) . ? C10 C11 1.384(5) . ? C10 H10 0.9300 . ? C11 C12 1.391(5) . ? C11 C34 1.528(5) . ? C12 C13 1.386(5) . ? C12 H12 0.9300 . ? C13 C14 1.526(5) . ? C14 C49 1.483(5) . ? C14 C16 1.525(5) . ? C14 H14 0.9800 . ? C15 C16 1.381(5) . ? C15 C20 1.381(5) . ? C16 C17 1.393(5) . ? C17 C18 1.398(5) . ? C17 H17 0.9300 . ? C18 C19 1.374(5) . ? C18 C39 1.531(5) . ? C19 C20 1.391(5) . ? C19 H19 0.9300 . ? C20 C21 1.533(5) . ? C21 C23 1.497(5) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.351(6) . ? C22 C23 1.373(6) . ? C23 C24 1.396(5) . ? C24 C25 1.369(6) . ? C24 H24 0.9300 . ? C25 C26 1.395(7) . ? C25 C44 1.508(7) . ? C26 C27 1.391(7) . ? C26 H26 0.9300 . ? C27 C28 1.493(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C32 1.531(6) . ? C29 C31 1.523(6) . ? C29 C30 1.525(5) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 C37 1.505(8) . ? C34 C36 1.507(6) . ? C34 C37A 1.524(11) . ? C34 C35A 1.527(9) . ? C34 C35 1.544(6) . ? C34 C36A 1.567(9) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C45 C44 1.482(7) . ? C45 H45D 0.9600 . ? C45 H45E 0.9600 . ? C45 H45F 0.9600 . ? C46 C44 1.469(8) . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? C47 C44 1.669(8) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C35A H35D 0.9600 . ? C35A H35E 0.9600 . ? C35A H35F 0.9600 . ? C36A H36D 0.9600 . ? C36A H36E 0.9600 . ? C36A H36F 0.9600 . ? C37A H37D 0.9600 . ? C37A H37E 0.9600 . ? C37A H37F 0.9600 . ? C45A C44 1.627(10) . ? C45A H45A 0.9625 . ? C45A H45B 0.9625 . ? C45A H45C 0.9626 . ? C46A C44 1.507(11) . ? C46A H46D 0.9600 . ? C46A H46E 0.9600 . ? C46A H46F 0.9600 . ? C47A C44 1.538(10) . ? C47A H47D 0.9600 . ? C47A H47E 0.9600 . ? C47A H47F 0.9600 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.532(5) . ? C39 C41 1.508(5) . ? C39 C42 1.534(6) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 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 C1 O1 C33 113.8(4) . . ? C8 O2 C38 113.4(3) . . ? C15 O3 C43 114.0(3) . . ? C22 O4 C48 116.6(3) . . ? C49 O5 H5A 109.5 . . ? O1 C1 C2 120.7(4) . . ? O1 C1 C6 117.3(3) . . ? C2 C1 C6 121.8(4) . . ? C1 C2 C3 117.3(4) . . ? C1 C2 C28 126.1(4) . . ? C3 C2 C28 116.4(4) . . ? C4 C3 C2 123.9(4) . . ? C4 C3 H3 118.1 . . ? C2 C3 H3 118.1 . . ? C3 C4 C5 115.8(4) . . ? C3 C4 C29 122.9(4) . . ? C5 C4 C29 121.2(4) . . ? C6 C5 C4 123.1(4) . . ? C6 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C1 C6 C5 117.8(3) . . ? C1 C6 C7 120.1(3) . . ? C5 C6 C7 121.7(3) . . ? C6 C7 C9 110.3(3) . . ? C6 C7 H7A 109.6 . . ? C9 C7 H7A 109.6 . . ? C6 C7 H7B 109.6 . . ? C9 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C9 C8 O2 119.9(3) . . ? C9 C8 C13 120.2(4) . . ? O2 C8 C13 119.8(3) . . ? C8 C9 C10 118.0(3) . . ? C8 C9 C7 121.8(4) . . ? C10 C9 C7 119.9(3) . . ? C9 C10 C11 123.4(3) . . ? C9 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C10 C11 C12 116.9(4) . . ? C10 C11 C34 122.2(3) . . ? C12 C11 C34 120.8(3) . . ? C13 C12 C11 122.3(4) . . ? C13 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? C12 C13 C8 119.1(3) . . ? C12 C13 C14 120.2(3) . . ? C8 C13 C14 120.5(3) . . ? C49 C14 C13 111.4(3) . . ? C49 C14 C16 113.0(3) . . ? C13 C14 C16 109.4(3) . . ? C49 C14 H14 107.6 . . ? C13 C14 H14 107.6 . . ? C16 C14 H14 107.6 . . ? C16 C15 C20 121.4(4) . . ? C16 C15 O3 117.5(3) . . ? C20 C15 O3 120.9(3) . . ? C15 C16 C17 118.7(3) . . ? C15 C16 C14 119.4(3) . . ? C17 C16 C14 121.5(3) . . ? C16 C17 C18 121.9(3) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C19 C18 C17 116.6(3) . . ? C19 C18 C39 120.6(3) . . ? C17 C18 C39 122.7(3) . . ? C18 C19 C20 123.6(3) . . ? C18 C19 H19 118.2 . . ? C20 C19 H19 118.2 . . ? C15 C20 C19 117.8(3) . . ? C15 C20 C21 124.0(4) . . ? C19 C20 C21 118.2(3) . . ? C23 C21 C20 119.9(3) . . ? C23 C21 H21A 107.4 . . ? C20 C21 H21A 107.4 . . ? C23 C21 H21B 107.4 . . ? C20 C21 H21B 107.4 . . ? H21A C21 H21B 106.9 . . ? C27 C22 C23 123.5(4) . . ? C27 C22 O4 120.2(5) . . ? C23 C22 O4 116.0(4) . . ? C22 C23 C24 117.4(4) . . ? C22 C23 C21 122.7(4) . . ? C24 C23 C21 119.8(4) . . ? C25 C24 C23 123.0(4) . . ? C25 C24 H24 118.5 . . ? C23 C24 H24 118.5 . . ? C24 C25 C26 115.6(4) . . ? C24 C25 C44 120.9(5) . . ? C26 C25 C44 123.4(5) . . ? C27 C26 C25 123.9(4) . . ? C27 C26 H26 118.1 . . ? C25 C26 H26 118.0 . . ? C22 C27 C26 116.6(5) . . ? C22 C27 C28 123.1(6) . . ? C26 C27 C28 120.2(5) . . ? C27 C28 C2 121.2(4) . . ? C27 C28 H28A 107.0 . . ? C2 C28 H28A 107.0 . . ? C27 C28 H28B 107.0 . . ? C2 C28 H28B 107.0 . . ? H28A C28 H28B 106.8 . . ? C32 C29 C31 109.0(4) . . ? C32 C29 C4 108.2(4) . . ? C31 C29 C4 110.1(3) . . ? C32 C29 C30 108.2(4) . . ? C31 C29 C30 108.6(4) . . ? C4 C29 C30 112.6(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O1 C33 H33A 109.5 . . ? O1 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? O1 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C37 C34 C36 125.3(9) . . ? C37 C34 C11 111.8(11) . . ? C36 C34 C11 110.2(4) . . ? C37A C34 C11 114(3) . . ? C11 C34 C35A 115.7(7) . . ? C37 C34 C35 90.1(10) . . ? C36 C34 C35 108.2(5) . . ? C37A C34 C35 112(3) . . ? C11 C34 C35 108.3(4) . . ? C11 C34 C36A 108.0(6) . . ? C35A C34 C36A 106.7(9) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? C34 C37 H37A 109.4 . . ? C34 C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? C44 C45 H45D 109.5 . . ? C44 C45 H45E 109.5 . . ? C44 C45 H45F 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.4 . . ? C44 C46 H46C 109.5 . . ? C44 C47 H47A 109.5 . . ? C44 C47 H47B 109.5 . . ? C44 C47 H47C 109.5 . . ? C34 C35A H35D 109.5 . . ? C34 C35A H35E 109.5 . . ? H35D C35A H35E 109.5 . . ? C34 C35A H35F 109.5 . . ? H35D C35A H35F 109.5 . . ? H35E C35A H35F 109.5 . . ? C34 C36A H36D 109.5 . . ? C34 C36A H36E 109.5 . . ? H36D C36A H36E 109.5 . . ? C34 C36A H36F 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? C34 C37A H37D 109.5 . . ? C34 C37A H37E 109.3 . . ? H37D C37A H37E 109.5 . . ? C34 C37A H37F 109.6 . . ? H37D C37A H37F 109.5 . . ? H37E C37A H37F 109.5 . . ? C44 C45A H45A 109.6 . . ? C44 C45A H45B 109.6 . . ? H45A C45A H45B 109.2 . . ? C44 C45A H45C 109.9 . . ? H45A C45A H45C 109.2 . . ? H45B C45A H45C 109.3 . . ? C44 C46A H46D 109.4 . . ? C44 C46A H46E 109.4 . . ? H46D C46A H46E 109.5 . . ? C44 C46A H46F 109.6 . . ? H46D C46A H46F 109.5 . . ? H46E C46A H46F 109.5 . . ? C44 C47A H47D 109.4 . . ? C44 C47A H47E 109.6 . . ? H47D C47A H47E 109.5 . . ? C44 C47A H47F 109.4 . . ? H47D C47A H47F 109.5 . . ? H47E C47A H47F 109.5 . . ? O2 C38 H38A 109.5 . . ? O2 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O2 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 C41 109.2(4) . . ? C40 C39 C18 109.0(3) . . ? C41 C39 C18 112.9(3) . . ? C40 C39 C42 107.3(4) . . ? C41 C39 C42 108.4(3) . . ? C18 C39 C42 109.8(3) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C39 C41 H41A 109.5 . . ? C39 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C39 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O3 C43 H43A 109.5 . . ? O3 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? O3 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C46 C44 C45 113.3(8) . . ? C46 C44 C25 115.8(8) . . ? C45 C44 C25 119.4(7) . . ? C25 C44 C46A 112.6(19) . . ? C25 C44 C47A 104.1(11) . . ? C46A C44 C47A 139(2) . . ? C25 C44 C45A 98.1(8) . . ? C46A C44 C45A 101.4(17) . . ? C46 C44 C47 97.9(9) . . ? C45 C44 C47 100.0(7) . . ? C25 C44 C47 106.1(5) . . ? O4 C48 H48A 109.5 . . ? O4 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? O4 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? O6 C49 O5 121.6(4) . . ? O6 C49 C14 125.4(4) . . ? O5 C49 C14 113.0(4) . . ? 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 C33 O1 C1 C2 99.6(5) . . . . ? C33 O1 C1 C6 -85.3(5) . . . . ? O1 C1 C2 C3 -179.0(4) . . . . ? C6 C1 C2 C3 6.2(7) . . . . ? O1 C1 C2 C28 5.8(8) . . . . ? C6 C1 C2 C28 -169.0(5) . . . . ? C1 C2 C3 C4 -2.1(7) . . . . ? C28 C2 C3 C4 173.6(5) . . . . ? C2 C3 C4 C5 -2.7(6) . . . . ? C2 C3 C4 C29 -178.6(4) . . . . ? C3 C4 C5 C6 3.6(6) . . . . ? C29 C4 C5 C6 179.7(4) . . . . ? O1 C1 C6 C5 179.7(4) . . . . ? C2 C1 C6 C5 -5.3(6) . . . . ? O1 C1 C6 C7 -7.0(6) . . . . ? C2 C1 C6 C7 168.0(4) . . . . ? C4 C5 C6 C1 0.2(6) . . . . ? C4 C5 C6 C7 -173.0(3) . . . . ? C1 C6 C7 C9 -60.8(5) . . . . ? C5 C6 C7 C9 112.2(4) . . . . ? C38 O2 C8 C9 100.1(4) . . . . ? C38 O2 C8 C13 -83.8(4) . . . . ? O2 C8 C9 C10 178.4(3) . . . . ? C13 C8 C9 C10 2.4(5) . . . . ? O2 C8 C9 C7 4.8(5) . . . . ? C13 C8 C9 C7 -171.3(3) . . . . ? C6 C7 C9 C8 114.4(4) . . . . ? C6 C7 C9 C10 -59.1(4) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? C7 C9 C10 C11 173.9(3) . . . . ? C9 C10 C11 C12 -1.8(5) . . . . ? C9 C10 C11 C34 179.9(3) . . . . ? C10 C11 C12 C13 1.1(5) . . . . ? C34 C11 C12 C13 179.3(3) . . . . ? C11 C12 C13 C8 1.4(5) . . . . ? C11 C12 C13 C14 -173.4(3) . . . . ? C9 C8 C13 C12 -3.1(5) . . . . ? O2 C8 C13 C12 -179.2(3) . . . . ? C9 C8 C13 C14 171.7(3) . . . . ? O2 C8 C13 C14 -4.4(5) . . . . ? C12 C13 C14 C49 -69.5(4) . . . . ? C8 C13 C14 C49 115.7(4) . . . . ? C12 C13 C14 C16 56.2(4) . . . . ? C8 C13 C14 C16 -118.6(4) . . . . ? C43 O3 C15 C16 93.3(4) . . . . ? C43 O3 C15 C20 -92.1(4) . . . . ? C20 C15 C16 C17 4.0(5) . . . . ? O3 C15 C16 C17 178.5(3) . . . . ? C20 C15 C16 C14 -168.9(3) . . . . ? O3 C15 C16 C14 5.6(5) . . . . ? C49 C14 C16 C15 -156.6(3) . . . . ? C13 C14 C16 C15 78.6(4) . . . . ? C49 C14 C16 C17 30.8(5) . . . . ? C13 C14 C16 C17 -94.0(4) . . . . ? C15 C16 C17 C18 -1.9(5) . . . . ? C14 C16 C17 C18 170.8(3) . . . . ? C16 C17 C18 C19 -1.1(5) . . . . ? C16 C17 C18 C39 -179.1(3) . . . . ? C17 C18 C19 C20 2.2(6) . . . . ? C39 C18 C19 C20 -179.7(4) . . . . ? C16 C15 C20 C19 -2.9(5) . . . . ? O3 C15 C20 C19 -177.2(3) . . . . ? C16 C15 C20 C21 178.5(4) . . . . ? O3 C15 C20 C21 4.2(6) . . . . ? C18 C19 C20 C15 -0.3(6) . . . . ? C18 C19 C20 C21 178.4(4) . . . . ? C15 C20 C21 C23 -32.6(6) . . . . ? C19 C20 C21 C23 148.8(4) . . . . ? C48 O4 C22 C27 -78.3(5) . . . . ? C48 O4 C22 C23 107.3(4) . . . . ? C27 C22 C23 C24 -2.3(6) . . . . ? O4 C22 C23 C24 171.9(3) . . . . ? C27 C22 C23 C21 -178.0(4) . . . . ? O4 C22 C23 C21 -3.8(5) . . . . ? C20 C21 C23 C22 -62.6(6) . . . . ? C20 C21 C23 C24 121.8(4) . . . . ? C22 C23 C24 C25 1.7(6) . . . . ? C21 C23 C24 C25 177.5(4) . . . . ? C23 C24 C25 C26 -1.4(6) . . . . ? C23 C24 C25 C44 179.7(4) . . . . ? C24 C25 C26 C27 1.6(7) . . . . ? C44 C25 C26 C27 -179.5(4) . . . . ? C23 C22 C27 C26 2.5(6) . . . . ? O4 C22 C27 C26 -171.4(4) . . . . ? C23 C22 C27 C28 177.6(4) . . . . ? O4 C22 C27 C28 3.7(6) . . . . ? C25 C26 C27 C22 -2.2(7) . . . . ? C25 C26 C27 C28 -177.4(4) . . . . ? C22 C27 C28 C2 93.9(7) . . . . ? C26 C27 C28 C2 -91.2(6) . . . . ? C1 C2 C28 C27 -10.9(9) . . . . ? C3 C2 C28 C27 173.8(5) . . . . ? C3 C4 C29 C32 109.3(5) . . . . ? C5 C4 C29 C32 -66.4(5) . . . . ? C3 C4 C29 C31 -131.6(4) . . . . ? C5 C4 C29 C31 52.6(5) . . . . ? C3 C4 C29 C30 -10.2(6) . . . . ? C5 C4 C29 C30 174.0(4) . . . . ? C10 C11 C34 C37 147.2(9) . . . . ? C12 C11 C34 C37 -31.0(9) . . . . ? C10 C11 C34 C36 -68.8(5) . . . . ? C12 C11 C34 C36 113.1(5) . . . . ? C10 C11 C34 C37A 175(2) . . . . ? C12 C11 C34 C37A -3(2) . . . . ? C10 C11 C34 C35A 1.7(9) . . . . ? C12 C11 C34 C35A -176.5(8) . . . . ? C10 C11 C34 C35 49.4(5) . . . . ? C12 C11 C34 C35 -128.8(5) . . . . ? C10 C11 C34 C36A -117.8(8) . . . . ? C12 C11 C34 C36A 64.0(8) . . . . ? C19 C18 C39 C40 -61.5(5) . . . . ? C17 C18 C39 C40 116.4(4) . . . . ? C19 C18 C39 C41 176.8(4) . . . . ? C17 C18 C39 C41 -5.2(5) . . . . ? C19 C18 C39 C42 55.7(5) . . . . ? C17 C18 C39 C42 -126.3(4) . . . . ? C24 C25 C44 C46 55.0(9) . . . . ? C26 C25 C44 C46 -123.8(8) . . . . ? C24 C25 C44 C45 -164.1(7) . . . . ? C26 C25 C44 C45 17.1(9) . . . . ? C24 C25 C44 C46A 26.5(19) . . . . ? C26 C25 C44 C46A -152.3(19) . . . . ? C24 C25 C44 C47A -134.8(14) . . . . ? C26 C25 C44 C47A 46.3(15) . . . . ? C24 C25 C44 C45A 132.5(9) . . . . ? C26 C25 C44 C45A -46.3(9) . . . . ? C24 C25 C44 C47 -52.3(6) . . . . ? C26 C25 C44 C47 128.9(6) . . . . ? C13 C14 C49 O6 7.8(5) . . . . ? C16 C14 C49 O6 -115.9(4) . . . . ? C13 C14 C49 O5 -171.9(3) . . . . ? C16 C14 C49 O5 64.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 21.62 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.436 _refine_diff_density_min -0.354 _refine_diff_density_rms 0.048 # Attachment 'mape4fin.cif' data_mape4last _database_code_depnum_ccdc_archive 'CCDC 722389' #TrackingRef 'mape4fin.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C49 H64 O6, C2 H6 O, H2 O' _chemical_formula_sum 'C51 H72 O8' _chemical_formula_weight 813.09 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 23.887(5) _cell_length_b 17.151(3) _cell_length_c 12.429(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5092.1(18) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 6721 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.21 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.061 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9305 _exptl_absorpt_correction_T_max 0.9944 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 38796 _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4759 _reflns_number_gt 3725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX 2 (Bruker-AXS)' _computing_cell_refinement 'SAINT-NT (Sheldrick, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Distances were restrained to a target value of 1.54 (0.01) for C-C bonds, 1.48 (0.01) for C-O bonds and 0.84 (0.01) angstroms for O-H bonds regarding the bonds between C34-C35, C34-C36, C34-C37, C34-C35A, C34-C36A, C34-C37A, O1GA-C1GA, C1GA-C2GA, O1GB-C1GB, C1GB-C2GB, O1GA-H1G1 and O1GB-H1G2 of the disordered tert-butyl group and the alcoholic guest, respectively. ; _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^)+(0.1633P)^2^+3.0043P] 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 H D (1983), Acta Cryst. A39, 876-881' _refine_ls_number_reflns 4759 _refine_ls_number_parameters 562 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1028 _refine_ls_R_factor_gt 0.0791 _refine_ls_wR_factor_ref 0.2411 _refine_ls_wR_factor_gt 0.2169 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.002 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 0.05711(15) 0.0154(2) 0.5463(3) 0.0300(9) Uani 1 1 d . A 1 O2 O 0.05374(14) 0.1232(2) 0.3619(3) 0.0250(8) Uani 1 1 d . A 1 O3 O 0.16256(18) 0.2170(3) 0.3217(3) 0.0426(11) Uani 1 1 d . A 1 O4 O 0.10367(19) 0.2453(3) 0.6494(4) 0.0412(11) Uani 1 1 d . A 1 O5 O 0.0590(3) 0.2316(4) 0.0275(5) 0.084(2) Uani 1 1 d D B 1 H5 H 0.0661 0.2542 -0.0309 0.101 Uiso 1 1 calc RD B 1 O6 O 0.0499(6) 0.3471(4) 0.0832(6) 0.153(5) Uani 1 1 d D B 1 C1 C 0.0194(2) 0.0619(3) 0.6014(5) 0.0244(11) Uani 1 1 d . A 1 C2 C 0.0351(2) 0.0948(3) 0.6991(4) 0.0254(11) Uani 1 1 d . A 1 C3 C -0.0039(2) 0.1390(3) 0.7546(5) 0.0252(11) Uani 1 1 d . A 1 H3 H 0.0061 0.1594 0.8230 0.030 Uiso 1 1 calc R A 1 C4 C -0.0569(2) 0.1546(3) 0.7148(5) 0.0249(11) Uani 1 1 d . A 1 C5 C -0.0698(2) 0.1246(3) 0.6136(5) 0.0258(11) Uani 1 1 d . A 1 H5A H -0.1052 0.1361 0.5829 0.031 Uiso 1 1 calc R A 1 C6 C -0.0324(2) 0.0782(3) 0.5559(5) 0.0259(11) Uani 1 1 d . A 1 C7 C -0.0467(2) 0.0530(3) 0.4415(4) 0.0243(11) Uani 1 1 d . A 1 H7A H -0.0192 0.0136 0.4170 0.029 Uiso 1 1 calc R A 1 H7B H -0.0842 0.0284 0.4409 0.029 Uiso 1 1 calc R A 1 C8 C 0.0033(2) 0.1518(3) 0.3235(4) 0.0230(11) Uani 1 1 d . A 1 C9 C -0.0463(2) 0.1215(3) 0.3647(5) 0.0248(11) Uani 1 1 d . A 1 C10 C -0.0966(2) 0.1577(3) 0.3346(5) 0.0301(12) Uani 1 1 d . A 1 H10 H -0.1309 0.1374 0.3611 0.036 Uiso 1 1 calc R A 1 C11 C -0.0976(3) 0.2226(3) 0.2668(5) 0.0357(14) Uani 1 1 d . A 1 C12 C -0.0470(2) 0.2484(3) 0.2238(5) 0.0310(13) Uani 1 1 d . A 1 H12 H -0.0471 0.2909 0.1748 0.037 Uiso 1 1 calc R A 1 C13 C 0.0036(2) 0.2136(3) 0.2509(5) 0.0284(12) Uani 1 1 d . A 1 C14 C 0.0599(3) 0.2453(3) 0.2127(5) 0.0307(13) Uani 1 1 d . A 1 H14 H 0.0862 0.2000 0.2089 0.037 Uiso 1 1 calc R A 1 C15 C 0.1331(3) 0.2829(4) 0.3510(5) 0.0436(17) Uani 1 1 d . A 1 C16 C 0.0835(3) 0.3020(3) 0.2968(5) 0.0397(16) Uani 1 1 d . A 1 C17 C 0.0540(4) 0.3691(4) 0.3255(6) 0.0505(18) Uani 1 1 d . A 1 H17 H 0.0202 0.3820 0.2892 0.061 Uiso 1 1 calc R A 1 C18 C 0.0741(4) 0.4176(4) 0.4077(7) 0.060(2) Uani 1 1 d . A 1 C19 C 0.1200(4) 0.3949(5) 0.4635(6) 0.065(3) Uani 1 1 d . A 1 H19 H 0.1326 0.4269 0.5210 0.078 Uiso 1 1 calc R A 1 C20 C 0.1499(3) 0.3263(4) 0.4404(6) 0.053(2) Uani 1 1 d . A 1 C21 C 0.1954(3) 0.2961(5) 0.5153(6) 0.057(2) Uani 1 1 d . A 1 H21A H 0.2319 0.3006 0.4782 0.068 Uiso 1 1 calc R A 1 H21B H 0.1968 0.3301 0.5797 0.068 Uiso 1 1 calc R A 1 C22 C 0.1428(2) 0.1897(4) 0.6182(5) 0.0370(14) Uani 1 1 d . A 1 C23 C 0.1880(3) 0.2139(5) 0.5514(5) 0.0453(17) Uani 1 1 d . A 1 C24 C 0.2268(2) 0.1558(5) 0.5234(5) 0.053(2) Uani 1 1 d . A 1 H24 H 0.2573 0.1702 0.4784 0.064 Uiso 1 1 calc R A 1 C25 C 0.2234(2) 0.0779(5) 0.5574(5) 0.0433(17) Uani 1 1 d . A 1 C26 C 0.1796(2) 0.0602(5) 0.6260(5) 0.0398(15) Uani 1 1 d . A 1 H26 H 0.1769 0.0085 0.6530 0.048 Uiso 1 1 calc R A 1 C27 C 0.1395(2) 0.1139(4) 0.6573(4) 0.0333(13) Uani 1 1 d . A 1 C28 C 0.0950(2) 0.0879(4) 0.7373(5) 0.0318(13) Uani 1 1 d . A 1 H28A H 0.1022 0.0327 0.7564 0.038 Uiso 1 1 calc R A 1 H28B H 0.0992 0.1191 0.8037 0.038 Uiso 1 1 calc R A 1 C29 C -0.0998(3) 0.2045(3) 0.7738(5) 0.0348(13) Uani 1 1 d . A 1 C30 C -0.0739(3) 0.2463(4) 0.8712(6) 0.0427(16) Uani 1 1 d . A 1 H30A H -0.0597 0.2076 0.9223 0.064 Uiso 1 1 calc R A 1 H30B H -0.1025 0.2785 0.9064 0.064 Uiso 1 1 calc R A 1 H30C H -0.0430 0.2796 0.8471 0.064 Uiso 1 1 calc R A 1 C31 C -0.1241(3) 0.2681(4) 0.6987(7) 0.0542(19) Uani 1 1 d . A 1 H31A H -0.0936 0.3007 0.6712 0.081 Uiso 1 1 calc R A 1 H31B H -0.1505 0.3006 0.7391 0.081 Uiso 1 1 calc R A 1 H31C H -0.1436 0.2433 0.6384 0.081 Uiso 1 1 calc R A 1 C32 C -0.1481(2) 0.1528(4) 0.8139(5) 0.0391(14) Uani 1 1 d . A 1 H32A H -0.1649 0.1253 0.7528 0.059 Uiso 1 1 calc R A 1 H32B H -0.1765 0.1854 0.8488 0.059 Uiso 1 1 calc R A 1 H32C H -0.1336 0.1147 0.8657 0.059 Uiso 1 1 calc R A 1 C33 C 0.0518(3) -0.0661(3) 0.5740(6) 0.0391(15) Uani 1 1 d . A 1 H33A H 0.0559 -0.0724 0.6519 0.059 Uiso 1 1 calc R A 1 H33B H 0.0809 -0.0961 0.5371 0.059 Uiso 1 1 calc R A 1 H33C H 0.0148 -0.0850 0.5517 0.059 Uiso 1 1 calc R A 1 C34 C -0.1522(3) 0.2655(4) 0.2409(5) 0.0499(18) Uani 1 1 d D A 1 C35 C -0.1420(4) 0.3525(5) 0.2742(9) 0.037(3) Uiso 0.566(15) 1 d PD A 1 H35A H -0.1327 0.3549 0.3509 0.055 Uiso 0.566(15) 1 calc PR A 1 H35B H -0.1759 0.3830 0.2605 0.055 Uiso 0.566(15) 1 calc PR A 1 H35C H -0.1109 0.3739 0.2320 0.055 Uiso 0.566(15) 1 calc PR A 1 C36 C -0.1595(5) 0.2680(7) 0.1171(7) 0.042(3) Uiso 0.566(15) 1 d PD A 1 H36A H -0.1903 0.3033 0.0987 0.063 Uiso 0.566(15) 1 calc PR A 1 H36B H -0.1681 0.2155 0.0905 0.063 Uiso 0.566(15) 1 calc PR A 1 H36C H -0.1249 0.2866 0.0838 0.063 Uiso 0.566(15) 1 calc PR A 1 C37 C -0.2031(4) 0.2296(7) 0.2926(11) 0.024(3) Uiso 0.434(15) 1 d PD A 2 H37A H -0.2061 0.1749 0.2709 0.035 Uiso 0.566(15) 1 calc PR A 1 H37B H -0.2367 0.2579 0.2694 0.035 Uiso 0.566(15) 1 calc PR A 1 H37C H -0.1996 0.2328 0.3710 0.035 Uiso 0.566(15) 1 calc PR A 1 C35A C -0.1930(11) 0.2065(16) 0.185(3) 0.119(11) Uiso 0.434(15) 1 d PD A 2 H35D H -0.2304 0.2295 0.1807 0.179 Uiso 0.434(15) 1 calc PR A 2 H35E H -0.1946 0.1584 0.2275 0.179 Uiso 0.434(15) 1 calc PR A 2 H35F H -0.1793 0.1947 0.1127 0.179 Uiso 0.434(15) 1 calc PR A 2 C36A C -0.1547(11) 0.3341(12) 0.165(2) 0.091(8) Uiso 0.434(15) 1 d PD A 2 H36D H -0.1939 0.3478 0.1507 0.137 Uiso 0.434(15) 1 calc PR A 2 H36E H -0.1364 0.3202 0.0966 0.137 Uiso 0.434(15) 1 calc PR A 2 H36F H -0.1355 0.3788 0.1967 0.137 Uiso 0.434(15) 1 calc PR A 2 C37A C -0.1949(9) 0.2602(16) 0.3333(17) 0.103(7) Uiso 0.566(15) 1 d PD A 2 H37D H -0.2009 0.2053 0.3522 0.155 Uiso 0.434(15) 1 calc PR A 2 H37E H -0.2304 0.2834 0.3106 0.155 Uiso 0.434(15) 1 calc PR A 2 H37F H -0.1805 0.2883 0.3961 0.155 Uiso 0.434(15) 1 calc PR A 2 C38 C 0.0766(2) 0.0593(3) 0.3016(5) 0.0312(13) Uani 1 1 d . . . H38A H 0.0519 0.0139 0.3083 0.047 Uiso 1 1 calc R A 1 H38B H 0.1137 0.0462 0.3296 0.047 Uiso 1 1 calc R A 1 H38C H 0.0797 0.0741 0.2257 0.047 Uiso 1 1 calc R A 1 C39 C 0.0381(5) 0.4905(4) 0.4368(8) 0.079(3) Uani 1 1 d . A 1 C40 C 0.0670(7) 0.5411(6) 0.5191(11) 0.120(5) Uani 1 1 d . A 1 H40A H 0.1005 0.5645 0.4870 0.180 Uiso 1 1 calc R A 1 H40B H 0.0778 0.5093 0.5812 0.180 Uiso 1 1 calc R A 1 H40C H 0.0415 0.5825 0.5425 0.180 Uiso 1 1 calc R A 1 C41 C 0.0288(6) 0.5399(5) 0.3370(10) 0.096(4) Uani 1 1 d . A 1 H41A H 0.0650 0.5574 0.3089 0.144 Uiso 1 1 calc R A 1 H41B H 0.0058 0.5853 0.3555 0.144 Uiso 1 1 calc R A 1 H41C H 0.0095 0.5088 0.2821 0.144 Uiso 1 1 calc R A 1 C42 C -0.0183(6) 0.4628(5) 0.4824(11) 0.098(4) Uani 1 1 d . A 1 H42A H -0.0404 0.5081 0.5047 0.147 Uiso 1 1 calc R A 1 H42B H -0.0117 0.4289 0.5446 0.147 Uiso 1 1 calc R A 1 H42C H -0.0387 0.4338 0.4269 0.147 Uiso 1 1 calc R A 1 C43 C 0.2081(4) 0.2325(6) 0.2494(7) 0.074(3) Uani 1 1 d . A 1 H43A H 0.1934 0.2521 0.1810 0.112 Uiso 1 1 calc R A 1 H43B H 0.2291 0.1843 0.2366 0.112 Uiso 1 1 calc R A 1 H43C H 0.2330 0.2717 0.2812 0.112 Uiso 1 1 calc R A 1 C44 C 0.2684(3) 0.0183(6) 0.5245(6) 0.061(2) Uani 1 1 d . A 1 C45 C 0.2540(4) -0.0648(5) 0.5573(7) 0.067(2) Uani 1 1 d . A . H45A H 0.2830 -0.1004 0.5307 0.101 Uiso 1 1 calc R A 1 H45B H 0.2178 -0.0794 0.5263 0.101 Uiso 1 1 calc R A 1 H45C H 0.2520 -0.0682 0.6359 0.101 Uiso 1 1 calc R A 1 C46 C 0.2752(3) 0.0207(6) 0.3998(6) 0.067(2) Uani 1 1 d . A 1 H46A H 0.2864 0.0732 0.3776 0.101 Uiso 1 1 calc R A 1 H46B H 0.2395 0.0072 0.3657 0.101 Uiso 1 1 calc R A 1 H46C H 0.3040 -0.0168 0.3778 0.101 Uiso 1 1 calc R A 1 C47 C 0.3226(3) 0.0418(7) 0.5781(7) 0.079(3) Uani 1 1 d . A 1 H47A H 0.3343 0.0930 0.5512 0.118 Uiso 1 1 calc R A 1 H47B H 0.3516 0.0032 0.5617 0.118 Uiso 1 1 calc R A 1 H47C H 0.3170 0.0445 0.6561 0.118 Uiso 1 1 calc R A 1 C48 C 0.0544(3) 0.2532(4) 0.5800(6) 0.0416(15) Uani 1 1 d . A 1 H48A H 0.0663 0.2582 0.5047 0.062 Uiso 1 1 calc R A 1 H48B H 0.0331 0.2997 0.6008 0.062 Uiso 1 1 calc R A 1 H48C H 0.0305 0.2069 0.5874 0.062 Uiso 1 1 calc R A 1 C49 C 0.0573(3) 0.2806(4) 0.1015(5) 0.0436(17) Uani 1 1 d D . . O1GA O 0.0798(4) 0.3009(4) -0.1554(5) 0.098(3) Uani 0.607(14) 1 d PD C 1 H1G1 H 0.0764 0.2850 -0.2190 0.117 Uiso 0.607(14) 1 calc PR C 1 C1GA C 0.1096(7) 0.3755(8) -0.1551(13) 0.090(6) Uani 0.607(14) 1 d PD C 1 H1GA H 0.0929 0.4102 -0.1002 0.108 Uiso 0.607(14) 1 calc PR C 1 H1GB H 0.1053 0.4009 -0.2262 0.108 Uiso 0.607(14) 1 calc PR C 1 C2GA C 0.1721(7) 0.364(2) -0.131(3) 0.165(12) Uani 0.607(14) 1 d PD C 1 H2G1 H 0.1917 0.3488 -0.1967 0.248 Uiso 0.607(14) 1 calc PR C 1 H2G2 H 0.1767 0.3240 -0.0759 0.248 Uiso 0.607(14) 1 calc PR C 1 H2G3 H 0.1878 0.4137 -0.1044 0.248 Uiso 0.607(14) 1 calc PR C 1 O1GB O 0.0798(4) 0.3009(4) -0.1554(5) 0.098(3) Uani 0.393(14) 1 d PD C 2 H1G2 H 0.0744 0.2796 -0.2153 0.117 Uiso 0.393(14) 1 calc PR C 2 C1GB C 0.1404(6) 0.3201(16) -0.144(2) 0.090(6) Uani 0.393(14) 1 d PD C 2 H1GC H 0.1644 0.2832 -0.1839 0.108 Uiso 0.393(14) 1 calc PR C 2 H1GD H 0.1521 0.3211 -0.0671 0.108 Uiso 0.393(14) 1 calc PR C 2 C2GB C 0.1411(18) 0.402(2) -0.194(4) 0.165(12) Uani 0.393(14) 1 d PD C 2 H2G4 H 0.1476 0.3980 -0.2717 0.248 Uiso 0.393(14) 1 calc PR C 2 H2G5 H 0.1711 0.4332 -0.1614 0.248 Uiso 0.393(14) 1 calc PR C 2 H2G6 H 0.1050 0.4278 -0.1812 0.248 Uiso 0.393(14) 1 calc PR C 2 O1H O 0.2193(9) 0.5258(13) 0.039(2) 0.112(6) Uiso 0.40 1 d P . . O1HA O 0.178(2) 0.457(4) 0.138(6) 0.21(2) Uiso 0.30 1 d P . . O1HB O 0.2392(15) 0.458(2) 0.164(4) 0.137(11) Uiso 0.30 1 d P . . 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 0.032(2) 0.031(2) 0.026(2) 0.0039(18) 0.0080(16) 0.0057(16) O2 0.0284(18) 0.0257(19) 0.021(2) 0.0015(16) 0.0003(15) 0.0024(14) O3 0.042(2) 0.062(3) 0.024(2) -0.006(2) 0.0061(18) -0.017(2) O4 0.051(2) 0.043(2) 0.030(2) -0.004(2) 0.0102(19) -0.0064(19) O5 0.175(7) 0.053(3) 0.025(3) 0.003(3) 0.011(4) -0.010(4) O6 0.367(17) 0.055(4) 0.036(4) 0.018(3) 0.028(6) 0.042(6) C1 0.027(3) 0.022(2) 0.025(3) 0.008(2) 0.006(2) 0.003(2) C2 0.029(3) 0.029(3) 0.019(3) 0.007(2) 0.003(2) 0.002(2) C3 0.034(3) 0.024(3) 0.018(3) 0.003(2) 0.004(2) -0.001(2) C4 0.031(3) 0.019(2) 0.025(3) 0.004(2) 0.000(2) 0.001(2) C5 0.024(2) 0.032(3) 0.022(3) 0.004(2) 0.001(2) 0.001(2) C6 0.033(3) 0.024(3) 0.021(3) 0.001(2) 0.004(2) -0.002(2) C7 0.030(3) 0.023(3) 0.020(3) 0.000(2) 0.000(2) -0.003(2) C8 0.030(3) 0.020(2) 0.019(3) -0.003(2) -0.001(2) -0.0006(19) C9 0.033(3) 0.024(3) 0.016(3) -0.007(2) -0.002(2) 0.002(2) C10 0.037(3) 0.032(3) 0.021(3) 0.002(2) 0.000(2) 0.005(2) C11 0.052(4) 0.029(3) 0.026(3) -0.005(2) -0.003(3) 0.012(3) C12 0.051(3) 0.024(3) 0.019(3) -0.001(2) -0.001(2) 0.006(2) C13 0.045(3) 0.021(3) 0.019(3) -0.005(2) 0.003(2) -0.004(2) C14 0.047(3) 0.024(3) 0.022(3) 0.000(2) 0.001(2) -0.010(2) C15 0.059(4) 0.046(4) 0.026(3) 0.004(3) 0.005(3) -0.034(3) C16 0.068(4) 0.030(3) 0.021(3) 0.002(3) 0.007(3) -0.023(3) C17 0.092(5) 0.025(3) 0.034(4) 0.000(3) 0.007(4) -0.014(3) C18 0.115(7) 0.027(3) 0.040(4) -0.001(3) 0.006(5) -0.024(4) C19 0.119(7) 0.048(4) 0.028(4) -0.001(3) 0.000(4) -0.052(5) C20 0.082(5) 0.049(4) 0.027(4) -0.001(3) 0.009(3) -0.042(4) C21 0.056(4) 0.087(6) 0.028(4) -0.005(4) 0.000(3) -0.038(4) C22 0.030(3) 0.061(4) 0.020(3) -0.006(3) 0.004(2) -0.009(3) C23 0.037(3) 0.078(5) 0.021(3) -0.002(3) -0.002(3) -0.026(3) C24 0.022(3) 0.116(7) 0.021(3) -0.009(4) 0.002(2) -0.017(3) C25 0.022(3) 0.085(5) 0.023(3) 0.002(3) -0.004(2) 0.001(3) C26 0.025(3) 0.075(5) 0.019(3) -0.003(3) -0.002(2) 0.005(3) C27 0.034(3) 0.052(4) 0.014(3) 0.001(3) 0.000(2) -0.007(3) C28 0.033(3) 0.042(3) 0.021(3) 0.002(3) 0.000(2) 0.000(2) C29 0.042(3) 0.032(3) 0.030(3) 0.000(3) 0.001(3) 0.011(2) C30 0.045(3) 0.037(3) 0.047(4) -0.015(3) 0.005(3) 0.010(3) C31 0.071(5) 0.045(4) 0.046(4) 0.002(3) 0.006(4) 0.031(3) C32 0.031(3) 0.057(4) 0.030(3) -0.007(3) 0.005(3) 0.006(3) C33 0.059(4) 0.029(3) 0.030(3) 0.006(3) 0.008(3) 0.021(3) C34 0.057(4) 0.058(4) 0.035(4) -0.002(3) -0.006(3) 0.034(3) C38 0.032(3) 0.030(3) 0.032(3) -0.002(3) 0.006(2) 0.001(2) C39 0.151(9) 0.027(4) 0.060(6) -0.004(4) 0.001(6) -0.012(5) C40 0.235(16) 0.048(5) 0.078(8) -0.029(5) -0.010(9) -0.025(7) C41 0.164(10) 0.032(4) 0.092(8) 0.000(5) 0.010(8) -0.004(5) C42 0.162(11) 0.044(5) 0.087(8) -0.015(5) 0.029(8) 0.011(6) C43 0.070(5) 0.114(7) 0.040(4) -0.018(5) 0.026(4) -0.046(5) C44 0.033(3) 0.123(8) 0.027(4) -0.014(4) 0.004(3) 0.015(4) C45 0.059(4) 0.092(6) 0.051(5) 0.007(5) 0.012(4) 0.038(5) C46 0.043(4) 0.123(8) 0.035(4) -0.009(5) 0.009(3) 0.005(4) C47 0.045(4) 0.141(9) 0.051(5) -0.029(6) -0.012(4) 0.027(5) C48 0.050(4) 0.040(4) 0.035(4) 0.007(3) 0.010(3) -0.001(3) C49 0.072(5) 0.034(4) 0.025(4) 0.004(3) 0.002(3) -0.019(3) O1GA 0.170(7) 0.083(4) 0.040(3) -0.016(3) 0.032(4) -0.047(5) C1GA 0.140(15) 0.082(11) 0.048(7) -0.019(9) 0.045(9) -0.044(10) C2GA 0.095(16) 0.26(4) 0.14(2) 0.00(2) 0.049(15) 0.022(18) O1GB 0.170(7) 0.083(4) 0.040(3) -0.016(3) 0.032(4) -0.047(5) C1GB 0.140(15) 0.082(11) 0.048(7) -0.019(9) 0.045(9) -0.044(10) C2GB 0.095(16) 0.26(4) 0.14(2) 0.00(2) 0.049(15) 0.022(18) _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 C1 1.385(6) . ? O1 C33 1.444(7) . ? O2 C8 1.386(6) . ? O2 C38 1.435(7) . ? O3 C15 1.380(9) . ? O3 C43 1.436(8) . ? O4 C22 1.392(8) . ? O4 C48 1.466(9) . ? O5 C49 1.247(9) . ? O5 H5 0.8400 . ? O6 C49 1.177(9) . ? C1 C6 1.387(8) . ? C1 C2 1.392(8) . ? C2 C3 1.385(7) . ? C2 C28 1.512(8) . ? C3 C4 1.385(8) . ? C3 H3 0.9500 . ? C4 C5 1.394(8) . ? C4 C29 1.523(8) . ? C5 C6 1.395(8) . ? C5 H5A 0.9500 . ? C6 C7 1.526(8) . ? C7 C9 1.514(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.392(7) . ? C8 C13 1.392(8) . ? C9 C10 1.403(8) . ? C10 C11 1.397(9) . ? C10 H10 0.9500 . ? C11 C12 1.395(9) . ? C11 C34 1.532(8) . ? C12 C13 1.389(8) . ? C12 H12 0.9500 . ? C13 C14 1.527(8) . ? C14 C49 1.510(9) . ? C14 C16 1.535(8) . ? C14 H14 1.0000 . ? C15 C20 1.397(9) . ? C15 C16 1.402(10) . ? C16 C17 1.395(10) . ? C17 C18 1.402(11) . ? C17 H17 0.9500 . ? C18 C19 1.354(13) . ? C18 C39 1.561(13) . ? C19 C20 1.407(13) . ? C19 H19 0.9500 . ? C20 C21 1.521(11) . ? C21 C23 1.491(12) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.391(9) . ? C22 C23 1.423(8) . ? C27 C26 1.385(9) . ? C27 C28 1.521(8) . ? C26 C25 1.384(9) . ? C26 H26 0.9500 . ? C25 C24 1.404(11) . ? C25 C44 1.539(10) . ? C24 C23 1.404(11) . ? C24 H24 0.9500 . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.537(9) . ? C29 C32 1.539(9) . ? C29 C31 1.549(9) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C36A 1.512(10) . ? C34 C37 1.507(13) . ? C34 C36 1.549(9) . ? C34 C35A 1.565(10) . ? C34 C35 1.567(8) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C35A H35D 0.9801 . ? C35A H35E 0.9801 . ? C35A H35F 0.9801 . ? C36A H36D 0.9800 . ? C36A H36E 0.9800 . ? C36A H36F 0.9800 . ? C37A H37D 0.9800 . ? C37A H37E 0.9800 . ? C37A H37F 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.509(14) . ? C39 C41 1.519(15) . ? C39 C42 1.536(16) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C47 1.510(11) . ? C44 C45 1.522(13) . ? C44 C46 1.558(11) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? O1GA C1GA 1.464(9) . ? O1GA H1G1 0.8400 . ? C1GA C2GA 1.534(10) . ? C1GA H1GA 0.9900 . ? C1GA H1GB 0.9900 . ? C2GA H2G1 0.9801 . ? C2GA H2G2 0.9801 . ? C2GA H2G3 0.9801 . ? C1GB C2GB 1.543(11) . ? C1GB H1GC 0.9900 . ? C1GB H1GD 0.9900 . ? C2GB H2G4 0.9800 . ? C2GB H2G5 0.9800 . ? C2GB H2G6 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 C1 O1 C33 112.4(4) . . ? C8 O2 C38 114.9(4) . . ? C15 O3 C43 113.6(6) . . ? C22 O4 C48 116.1(5) . . ? C49 O5 H5 109.5 . . ? O1 C1 C6 119.7(5) . . ? O1 C1 C2 119.3(4) . . ? C6 C1 C2 120.9(5) . . ? C3 C2 C1 118.3(5) . . ? C3 C2 C28 121.6(5) . . ? C1 C2 C28 119.9(5) . . ? C2 C3 C4 122.9(5) . . ? C2 C3 H3 118.5 . . ? C4 C3 H3 118.5 . . ? C3 C4 C5 116.9(5) . . ? C3 C4 C29 123.5(5) . . ? C5 C4 C29 119.6(5) . . ? C4 C5 C6 122.3(5) . . ? C4 C5 H5A 118.9 . . ? C6 C5 H5A 118.9 . . ? C1 C6 C5 118.5(5) . . ? C1 C6 C7 121.5(5) . . ? C5 C6 C7 119.8(5) . . ? C9 C7 C6 111.5(4) . . ? C9 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? C9 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? O2 C8 C9 118.8(5) . . ? O2 C8 C13 119.3(4) . . ? C9 C8 C13 121.8(5) . . ? C8 C9 C10 117.8(5) . . ? C8 C9 C7 121.8(5) . . ? C10 C9 C7 120.4(5) . . ? C11 C10 C9 121.9(5) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C12 C11 C10 118.0(5) . . ? C12 C11 C34 120.3(5) . . ? C10 C11 C34 121.7(6) . . ? C13 C12 C11 121.7(5) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C8 118.7(5) . . ? C12 C13 C14 122.6(5) . . ? C8 C13 C14 118.5(5) . . ? C49 C14 C13 113.1(5) . . ? C49 C14 C16 112.6(5) . . ? C13 C14 C16 109.7(5) . . ? C49 C14 H14 107.0 . . ? C13 C14 H14 107.0 . . ? C16 C14 H14 107.0 . . ? O3 C15 C20 120.0(7) . . ? O3 C15 C16 119.7(6) . . ? C20 C15 C16 120.0(7) . . ? C17 C16 C15 119.8(6) . . ? C17 C16 C14 120.7(6) . . ? C15 C16 C14 119.3(6) . . ? C16 C17 C18 120.1(8) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 118.7(8) . . ? C19 C18 C39 123.9(8) . . ? C17 C18 C39 117.0(9) . . ? C18 C19 C20 123.1(7) . . ? C18 C19 H19 118.4 . . ? C20 C19 H19 118.4 . . ? C15 C20 C19 117.5(8) . . ? C15 C20 C21 120.7(7) . . ? C19 C20 C21 121.5(7) . . ? C23 C21 C20 114.9(5) . . ? C23 C21 H21A 108.5 . . ? C20 C21 H21A 108.5 . . ? C23 C21 H21B 108.5 . . ? C20 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C27 C22 O4 120.3(5) . . ? C27 C22 C23 121.4(6) . . ? O4 C22 C23 118.2(6) . . ? C26 C27 C22 118.9(5) . . ? C26 C27 C28 118.2(6) . . ? C22 C27 C28 122.9(5) . . ? C25 C26 C27 123.4(7) . . ? C25 C26 H26 118.3 . . ? C27 C26 H26 118.3 . . ? C24 C25 C26 116.0(6) . . ? C26 C25 C44 123.1(7) . . ? C24 C25 C44 120.8(6) . . ? C23 C24 C25 124.2(6) . . ? C23 C24 H24 117.9 . . ? C25 C24 H24 117.9 . . ? C24 C23 C22 116.0(7) . . ? C24 C23 C21 121.2(6) . . ? C22 C23 C21 122.8(7) . . ? C2 C28 C27 115.6(5) . . ? C2 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? C2 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.4 . . ? C4 C29 C30 111.8(5) . . ? C4 C29 C32 109.6(5) . . ? C30 C29 C32 108.4(5) . . ? C4 C29 C31 111.0(5) . . ? C30 C29 C31 107.3(5) . . ? C32 C29 C31 108.7(5) . . ? C37A C34 C36A 119.1(14) . . ? C37A C34 C11 112.3(10) . . ? C36A C34 C11 122.7(11) . . ? C11 C34 C37 113.7(6) . . ? C11 C34 C36 108.5(6) . . ? C37 C34 C36 110.1(8) . . ? C36A C34 C35A 101.6(18) . . ? C11 C34 C35A 108.1(13) . . ? C11 C34 C35 105.6(6) . . ? C37 C34 C35 113.7(7) . . ? C36 C34 C35 104.7(7) . . ? H35D C35A H35E 109.5 . . ? H35D C35A H35F 109.5 . . ? H35E C35A H35F 109.5 . . ? H36D C36A H36E 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? H37D C37A H37E 109.5 . . ? H37D C37A H37F 109.5 . . ? H37E C37A H37F 109.5 . . ? C40 C39 C41 107.4(8) . . ? C40 C39 C42 109.2(10) . . ? C41 C39 C42 110.2(11) . . ? C40 C39 C18 111.5(10) . . ? C41 C39 C18 109.8(8) . . ? C42 C39 C18 108.8(7) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C39 C41 H41A 109.5 . . ? C39 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C39 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C47 C44 C45 109.0(8) . . ? C47 C44 C25 107.7(7) . . ? C45 C44 C25 113.1(6) . . ? C47 C44 C46 110.0(7) . . ? C45 C44 C46 108.3(8) . . ? C25 C44 C46 108.7(7) . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C44 C47 H47A 109.5 . . ? C44 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C44 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? O6 C49 O5 121.0(7) . . ? O6 C49 C14 124.9(7) . . ? O5 C49 C14 113.9(6) . . ? C1GA O1GA H1G1 109.5 . . ? O1GA C1GA C2GA 111.5(19) . . ? O1GA C1GA H1GA 109.3 . . ? C2GA C1GA H1GA 109.4 . . ? O1GA C1GA H1GB 109.3 . . ? C2GA C1GA H1GB 109.3 . . ? H1GA C1GA H1GB 108.0 . . ? C2GB C1GB H1GC 112.1 . . ? C2GB C1GB H1GD 111.5 . . ? H1GC C1GB H1GD 109.5 . . ? C1GB C2GB H2G4 110.0 . . ? C1GB C2GB H2G5 110.0 . . ? H2G4 C2GB H2G5 109.0 . . ? C1GB C2GB H2G6 110.0 . . ? H2G4 C2GB H2G6 109.0 . . ? H2G5 C2GB H2G6 109.0 . . ? 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 C33 O1 C1 C6 -91.8(6) . . . . ? C33 O1 C1 C2 91.6(6) . . . . ? O1 C1 C2 C3 -177.8(5) . . . . ? C6 C1 C2 C3 5.5(7) . . . . ? O1 C1 C2 C28 7.5(7) . . . . ? C6 C1 C2 C28 -169.1(5) . . . . ? C1 C2 C3 C4 -3.1(8) . . . . ? C28 C2 C3 C4 171.5(5) . . . . ? C2 C3 C4 C5 -0.9(7) . . . . ? C2 C3 C4 C29 -178.6(5) . . . . ? C3 C4 C5 C6 2.5(8) . . . . ? C29 C4 C5 C6 -179.7(5) . . . . ? O1 C1 C6 C5 179.4(4) . . . . ? C2 C1 C6 C5 -4.0(7) . . . . ? O1 C1 C6 C7 -6.2(7) . . . . ? C2 C1 C6 C7 170.4(5) . . . . ? C4 C5 C6 C1 -0.1(8) . . . . ? C4 C5 C6 C7 -174.6(5) . . . . ? C1 C6 C7 C9 -105.9(6) . . . . ? C5 C6 C7 C9 68.5(6) . . . . ? C38 O2 C8 C9 92.0(6) . . . . ? C38 O2 C8 C13 -92.6(5) . . . . ? O2 C8 C9 C10 172.4(5) . . . . ? C13 C8 C9 C10 -2.9(8) . . . . ? O2 C8 C9 C7 -6.2(7) . . . . ? C13 C8 C9 C7 178.5(5) . . . . ? C6 C7 C9 C8 79.3(6) . . . . ? C6 C7 C9 C10 -99.3(6) . . . . ? C8 C9 C10 C11 -0.8(8) . . . . ? C7 C9 C10 C11 177.8(5) . . . . ? C9 C10 C11 C12 3.7(9) . . . . ? C9 C10 C11 C34 -175.4(5) . . . . ? C10 C11 C12 C13 -3.1(9) . . . . ? C34 C11 C12 C13 176.1(5) . . . . ? C11 C12 C13 C8 -0.4(8) . . . . ? C11 C12 C13 C14 -174.5(5) . . . . ? O2 C8 C13 C12 -171.7(5) . . . . ? C9 C8 C13 C12 3.5(8) . . . . ? O2 C8 C13 C14 2.6(7) . . . . ? C9 C8 C13 C14 177.9(5) . . . . ? C12 C13 C14 C49 -34.3(7) . . . . ? C8 C13 C14 C49 151.6(5) . . . . ? C12 C13 C14 C16 92.3(7) . . . . ? C8 C13 C14 C16 -81.8(6) . . . . ? C43 O3 C15 C20 -88.7(7) . . . . ? C43 O3 C15 C16 97.1(7) . . . . ? O3 C15 C16 C17 -179.2(5) . . . . ? C20 C15 C16 C17 6.5(9) . . . . ? O3 C15 C16 C14 5.6(8) . . . . ? C20 C15 C16 C14 -168.7(5) . . . . ? C49 C14 C16 C17 66.7(8) . . . . ? C13 C14 C16 C17 -60.1(7) . . . . ? C49 C14 C16 C15 -118.1(6) . . . . ? C13 C14 C16 C15 115.0(6) . . . . ? C15 C16 C17 C18 0.5(10) . . . . ? C14 C16 C17 C18 175.6(6) . . . . ? C16 C17 C18 C19 -4.9(11) . . . . ? C16 C17 C18 C39 -178.6(7) . . . . ? C17 C18 C19 C20 2.4(11) . . . . ? C39 C18 C19 C20 175.7(8) . . . . ? O3 C15 C20 C19 177.0(6) . . . . ? C16 C15 C20 C19 -8.8(9) . . . . ? O3 C15 C20 C21 -8.4(9) . . . . ? C16 C15 C20 C21 165.8(6) . . . . ? C18 C19 C20 C15 4.4(10) . . . . ? C18 C19 C20 C21 -170.2(7) . . . . ? C15 C20 C21 C23 -48.8(9) . . . . ? C19 C20 C21 C23 125.6(7) . . . . ? C48 O4 C22 C27 -91.8(6) . . . . ? C48 O4 C22 C23 92.3(6) . . . . ? O4 C22 C27 C26 -179.0(5) . . . . ? C23 C22 C27 C26 -3.2(8) . . . . ? O4 C22 C27 C28 -1.8(8) . . . . ? C23 C22 C27 C28 174.0(5) . . . . ? C22 C27 C26 C25 0.2(9) . . . . ? C28 C27 C26 C25 -177.2(5) . . . . ? C27 C26 C25 C24 2.5(9) . . . . ? C27 C26 C25 C44 179.0(6) . . . . ? C26 C25 C24 C23 -2.4(9) . . . . ? C44 C25 C24 C23 -178.9(6) . . . . ? C25 C24 C23 C22 -0.4(9) . . . . ? C25 C24 C23 C21 177.8(6) . . . . ? C27 C22 C23 C24 3.3(8) . . . . ? O4 C22 C23 C24 179.1(5) . . . . ? C27 C22 C23 C21 -174.9(6) . . . . ? O4 C22 C23 C21 0.9(8) . . . . ? C20 C21 C23 C24 116.2(7) . . . . ? C20 C21 C23 C22 -65.7(8) . . . . ? C3 C2 C28 C27 -122.1(6) . . . . ? C1 C2 C28 C27 52.4(7) . . . . ? C26 C27 C28 C2 -121.5(6) . . . . ? C22 C27 C28 C2 61.3(8) . . . . ? C3 C4 C29 C30 9.9(8) . . . . ? C5 C4 C29 C30 -167.7(5) . . . . ? C3 C4 C29 C32 -110.3(6) . . . . ? C5 C4 C29 C32 72.1(6) . . . . ? C3 C4 C29 C31 129.7(6) . . . . ? C5 C4 C29 C31 -48.0(7) . . . . ? C12 C11 C34 C37A -149.5(12) . . . . ? C10 C11 C34 C37A 29.6(13) . . . . ? C12 C11 C34 C36A 3.2(16) . . . . ? C10 C11 C34 C36A -177.7(14) . . . . ? C12 C11 C34 C37 179.3(7) . . . . ? C10 C11 C34 C37 -1.6(10) . . . . ? C12 C11 C34 C36 56.5(9) . . . . ? C10 C11 C34 C36 -124.4(7) . . . . ? C12 C11 C34 C35A 120.7(16) . . . . ? C10 C11 C34 C35A -60.2(16) . . . . ? C12 C11 C34 C35 -55.4(8) . . . . ? C10 C11 C34 C35 123.7(7) . . . . ? C19 C18 C39 C40 11.7(12) . . . . ? C17 C18 C39 C40 -174.9(8) . . . . ? C19 C18 C39 C41 130.6(9) . . . . ? C17 C18 C39 C41 -56.0(11) . . . . ? C19 C18 C39 C42 -108.8(10) . . . . ? C17 C18 C39 C42 64.6(11) . . . . ? C26 C25 C44 C47 -109.7(8) . . . . ? C24 C25 C44 C47 66.6(9) . . . . ? C26 C25 C44 C45 10.8(9) . . . . ? C24 C25 C44 C45 -172.9(7) . . . . ? C26 C25 C44 C46 131.1(8) . . . . ? C24 C25 C44 C46 -52.6(9) . . . . ? C13 C14 C49 O6 93.7(11) . . . . ? C16 C14 C49 O6 -31.4(12) . . . . ? C13 C14 C49 O5 -80.4(8) . . . . ? C16 C14 C49 O5 154.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.551 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.104 # Attachment '13-COOH_EtOH_THF2306.cif' data_mape4b2 _database_code_depnum_ccdc_archive 'CCDC 722390' #TrackingRef '13-COOH_EtOH_THF2306.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C49 H64 O6, C4 H8 O, C2 H6 O' _chemical_formula_sum 'C55 H78 O8' _chemical_formula_weight 867.17 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 23.9696(6) _cell_length_b 17.1752(5) _cell_length_c 12.4147(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5110.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 5703 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 26.37 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9370 _exptl_absorpt_correction_T_max 0.9898 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 58087 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 27.09 _reflns_number_total 5898 _reflns_number_gt 5183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX 2 (Bruker-AXS)' _computing_cell_refinement 'SAINT-NT (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Distances of the disordered ethanol molecule were restrained to a target value of 1.54 (0.01) for C-C bonds, 1.45 (0.01) for C-O bonds and 0.84 (0.01) angstroms for O-H bonds (O1GA-H1G1, O1GA-C1GA, C1GA-C2GA, O1HA-H1H1, O1HA-C1HA, C1HA-C2HA). Distances of the disordered tetrahydrofurane molecule were restrained to a target value of 1.42 (0.01) for C-O bonds and 1.48 (0.01) angstroms for C-C bonds (O1GB-C1GB, O1GB-C4GB, C1GB-C2GB, C2GB-C3GB, C3GB-C4GB, C2HB-C3HB). ; _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^)+(0.0833P)^2^+1.1865P] 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 H D (1983), Acta Cryst. A39, 876-881' _refine_ls_number_reflns 5898 _refine_ls_number_parameters 578 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1619 _refine_ls_wR_factor_gt 0.1470 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 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 0.05745(9) 0.01484(12) 0.22734(18) 0.0205(4) Uani 1 1 d . A 1 O2 O 0.05373(8) 0.12238(12) 0.04056(17) 0.0178(4) Uani 1 1 d . A 1 O3 O 0.16283(9) 0.21069(12) -0.00118(18) 0.0211(4) Uani 1 1 d . A 1 O4 O 0.10734(9) 0.24339(13) 0.32619(18) 0.0239(5) Uani 1 1 d . A 1 O5 O 0.0738(2) 0.23317(18) -0.2941(2) 0.0616(11) Uani 1 1 d . A 1 H5 H 0.0822 0.2585 -0.3496 0.092 Uiso 1 1 calc R A 1 O6 O 0.03998(15) 0.34434(17) -0.2392(2) 0.0502(8) Uani 1 1 d . A 1 C1 C 0.02017(12) 0.06142(16) 0.2827(2) 0.0178(6) Uani 1 1 d . A 1 C2 C 0.03666(12) 0.09493(17) 0.3806(2) 0.0185(6) Uani 1 1 d . A 1 C3 C -0.00170(12) 0.14055(16) 0.4375(2) 0.0182(6) Uani 1 1 d . A 1 H3 H 0.0088 0.1614 0.5055 0.022 Uiso 1 1 calc R A 1 C4 C -0.05487(12) 0.15636(16) 0.3973(3) 0.0189(6) Uani 1 1 d . A 1 C5 C -0.06820(12) 0.12645(16) 0.2960(3) 0.0188(6) Uani 1 1 d . A 1 H5A H -0.1035 0.1385 0.2656 0.023 Uiso 1 1 calc R A 1 C6 C -0.03143(12) 0.07934(16) 0.2375(2) 0.0170(6) Uani 1 1 d . A 1 C7 C -0.04603(12) 0.05412(17) 0.1236(2) 0.0175(6) Uani 1 1 d . A 1 H7A H -0.0833 0.0293 0.1237 0.021 Uiso 1 1 calc R A 1 H7B H -0.0186 0.0150 0.0988 0.021 Uiso 1 1 calc R A 1 C8 C 0.00372(11) 0.15168(16) 0.0039(2) 0.0153(5) Uani 1 1 d . A 1 C9 C -0.04624(12) 0.12270(16) 0.0462(2) 0.0169(6) Uani 1 1 d . A 1 C10 C -0.09631(12) 0.15995(17) 0.0199(3) 0.0201(6) Uani 1 1 d . A 1 H10 H -0.1303 0.1408 0.049 0.024 Uiso 1 1 calc R A 1 C11 C -0.09729(13) 0.22504(17) -0.0485(2) 0.0199(6) Uani 1 1 d . A 1 C12 C -0.04682(12) 0.24999(17) -0.0934(2) 0.0191(6) Uani 1 1 d . A 1 H12 H -0.0470 0.2924 -0.1425 0.023 Uiso 1 1 calc R A 1 C13 C 0.00356(12) 0.21444(16) -0.0682(2) 0.0174(6) Uani 1 1 d . A 1 C14 C 0.06028(12) 0.24390(17) -0.1084(2) 0.0180(6) Uani 1 1 d . A 1 H14 H 0.0846 0.1977 -0.1136 0.022 Uiso 1 1 calc R A 1 C15 C 0.13445(12) 0.27851(17) 0.0275(2) 0.0193(6) Uani 1 1 d . A 1 C16 C 0.08551(13) 0.29917(16) -0.0252(2) 0.0191(6) Uani 1 1 d . A 1 C17 C 0.05864(13) 0.36728(17) 0.0048(3) 0.0215(6) Uani 1 1 d . A 1 H17 H 0.0252 0.3815 -0.0312 0.026 Uiso 1 1 calc R A 1 C18 C 0.07916(14) 0.41578(17) 0.0863(3) 0.0245(7) Uani 1 1 d . A 1 C19 C 0.12692(14) 0.39101(18) 0.1407(3) 0.0248(7) Uani 1 1 d . A 1 H19 H 0.1416 0.4227 0.1967 0.030 Uiso 1 1 calc R A 1 C20 C 0.15379(13) 0.32113(18) 0.1155(3) 0.0221(6) Uani 1 1 d . A 1 C21 C 0.19968(13) 0.28941(18) 0.1884(3) 0.0239(6) Uani 1 1 d . A 1 H21A H 0.2355 0.2910 0.1487 0.029 Uiso 1 1 calc R A 1 H21B H 0.2033 0.3241 0.2517 0.029 Uiso 1 1 calc R A 1 C22 C 0.14560(12) 0.18611(18) 0.2961(2) 0.0197(6) Uani 1 1 d . A 1 C23 C 0.19003(13) 0.20689(18) 0.2280(2) 0.0213(6) Uani 1 1 d . A 1 C24 C 0.22778(13) 0.14874(19) 0.1992(2) 0.0221(6) Uani 1 1 d . A 1 H24 H 0.2576 0.1617 0.1521 0.027 Uiso 1 1 calc R A 1 C25 C 0.22361(12) 0.07232(18) 0.2367(2) 0.0214(6) Uani 1 1 d . A 1 C26 C 0.18030(12) 0.05535(18) 0.3064(2) 0.0204(6) Uani 1 1 d . A 1 H26 H 0.1771 0.0040 0.3341 0.024 Uiso 1 1 calc R A 1 C27 C 0.14100(12) 0.11111(18) 0.3376(2) 0.0196(6) Uani 1 1 d . A 1 C28 C 0.09655(12) 0.08712(18) 0.4193(2) 0.0206(6) Uani 1 1 d . A 1 H28A H 0.1032 0.0322 0.4400 0.025 Uiso 1 1 calc R A 1 H28B H 0.1012 0.1193 0.4849 0.025 Uiso 1 1 calc R A 1 C29 C -0.09721(13) 0.20729(17) 0.4578(3) 0.0227(6) Uani 1 1 d . A 1 C30 C -0.07102(15) 0.24669(19) 0.5558(3) 0.0296(7) Uani 1 1 d . A 1 H30A H -0.0981 0.2825 0.5884 0.044 Uiso 1 1 calc R A 1 H30B H -0.0378 0.2757 0.5334 0.044 Uiso 1 1 calc R A 1 H30C H -0.0604 0.2070 0.6088 0.044 Uiso 1 1 calc R A 1 C31 C -0.14569(13) 0.1555(2) 0.4960(3) 0.0285(7) Uani 1 1 d . A 1 H31A H -0.1312 0.1141 0.5425 0.043 Uiso 1 1 calc R A 1 H31B H -0.1642 0.1323 0.4334 0.043 Uiso 1 1 calc R A 1 H31C H -0.1725 0.1871 0.5364 0.043 Uiso 1 1 calc R A 1 C32 C -0.11968(18) 0.2710(2) 0.3923(3) 0.0396(9) Uani 1 1 d . A 1 H32A H -0.1454 0.3010 0.4347 0.059 Uiso 1 1 calc R A 1 H32B H -0.1387 0.2499 0.3309 0.059 Uiso 1 1 calc R A 1 H32C H -0.0897 0.3038 0.3686 0.059 Uiso 1 1 calc R A 1 C33 C 0.05289(16) -0.06575(18) 0.2556(3) 0.0288(7) Uani 1 1 d . A 1 H33A H 0.0553 -0.0713 0.3340 0.043 Uiso 1 1 calc R A 1 H33B H 0.0833 -0.0950 0.2216 0.043 Uiso 1 1 calc R A 1 H33C H 0.0170 -0.0861 0.2305 0.043 Uiso 1 1 calc R A 1 C34 C -0.15127(13) 0.2698(2) -0.0719(3) 0.0268(7) Uani 1 1 d . A 1 C35 C -0.16324(17) 0.2696(3) -0.1937(3) 0.0404(9) Uani 1 1 d . A 1 H35A H -0.1305 0.2890 -0.2325 0.061 Uiso 1 1 calc R A 1 H35B H -0.1953 0.3033 -0.2088 0.061 Uiso 1 1 calc R A 1 H35C H -0.1716 0.2164 -0.2172 0.061 Uiso 1 1 calc R A 1 C36 C -0.20200(15) 0.2364(3) -0.0138(4) 0.0457(10) Uani 1 1 d . A 1 H36A H -0.2083 0.1827 -0.0376 0.069 Uiso 1 1 calc R A 1 H36B H -0.2349 0.2680 -0.0304 0.069 Uiso 1 1 calc R A 1 H36C H -0.1954 0.2370 0.0641 0.069 Uiso 1 1 calc R A 1 C37 C -0.14378(17) 0.3550(2) -0.0349(4) 0.0420(10) Uani 1 1 d . A 1 H37A H -0.1337 0.3559 0.0417 0.063 Uiso 1 1 calc R A 1 H37B H -0.1788 0.3835 -0.0456 0.063 Uiso 1 1 calc R A 1 H37C H -0.1141 0.3796 -0.0771 0.063 Uiso 1 1 calc R A 1 C38 C 0.07638(13) 0.05815(17) -0.0194(3) 0.0231(6) Uani 1 1 d . A 1 H38A H 0.0511 0.0135 -0.0142 0.035 Uiso 1 1 calc R A 1 H38B H 0.1129 0.0440 0.0102 0.035 Uiso 1 1 calc R A 1 H38C H 0.0806 0.0732 -0.0951 0.035 Uiso 1 1 calc R A 1 C39 C 0.04634(16) 0.48919(19) 0.1187(3) 0.0330(8) Uani 1 1 d . A 1 C40 C 0.0334(2) 0.5383(2) 0.0189(4) 0.0463(10) Uani 1 1 d . A 1 H40A H 0.0683 0.5538 -0.0160 0.069 Uiso 1 1 calc R A 1 H40B H 0.0126 0.5849 0.0403 0.069 Uiso 1 1 calc R A 1 H40C H 0.0109 0.5076 -0.0316 0.069 Uiso 1 1 calc R A 1 C41 C 0.0782(2) 0.5400(2) 0.1983(5) 0.0546(13) Uani 1 1 d . A 1 H41A H 0.0861 0.5101 0.2638 0.082 Uiso 1 1 calc R A 1 H41B H 0.0557 0.5857 0.2167 0.082 Uiso 1 1 calc R A 1 H41C H 0.1134 0.5569 0.1657 0.082 Uiso 1 1 calc R A 1 C42 C -0.00915(19) 0.4631(2) 0.1710(4) 0.0502(12) Uani 1 1 d . A 1 H42A H -0.0301 0.4308 0.1202 0.075 Uiso 1 1 calc R A 1 H42B H -0.0313 0.5091 0.1898 0.075 Uiso 1 1 calc R A 1 H42C H -0.0012 0.4331 0.2361 0.075 Uiso 1 1 calc R A 1 C43 C 0.20702(15) 0.2250(2) -0.0758(3) 0.0340(8) Uani 1 1 d . A 1 H43A H 0.1913 0.2399 -0.1457 0.051 Uiso 1 1 calc R A 1 H43B H 0.2294 0.1776 -0.0843 0.051 Uiso 1 1 calc R A 1 H43C H 0.2307 0.2672 -0.0487 0.051 Uiso 1 1 calc R A 1 C44 C 0.26789(13) 0.0121(2) 0.2042(3) 0.0245(7) Uani 1 1 d . A 1 C45 C 0.25263(16) -0.07017(18) 0.2388(3) 0.0320(8) Uani 1 1 d . A 1 H45A H 0.2813 -0.1066 0.2135 0.048 Uiso 1 1 calc R A 1 H45B H 0.2165 -0.0844 0.2077 0.048 Uiso 1 1 calc R A 1 H45C H 0.2503 -0.0725 0.3176 0.048 Uiso 1 1 calc R A 1 C46 C 0.27617(16) 0.0122(2) 0.0815(3) 0.0333(8) Uani 1 1 d . A 1 H46A H 0.2873 0.0644 0.0578 0.050 Uiso 1 1 calc R A 1 H46B H 0.2412 -0.0025 0.0461 0.050 Uiso 1 1 calc R A 1 H46C H 0.3054 -0.0253 0.0622 0.050 Uiso 1 1 calc R A 1 C47 C 0.32283(14) 0.0349(2) 0.2607(3) 0.0329(8) Uani 1 1 d . A 1 H47A H 0.3168 0.0371 0.3387 0.049 Uiso 1 1 calc R A 1 H47B H 0.3350 0.0860 0.2347 0.049 Uiso 1 1 calc R A 1 H47C H 0.3516 -0.0040 0.2442 0.049 Uiso 1 1 calc R A 1 C48 C 0.05795(13) 0.25085(19) 0.2579(3) 0.0245(7) Uani 1 1 d . A 1 H48A H 0.0696 0.2638 0.1857 0.037 Uiso 1 1 calc R A 1 H48B H 0.0345 0.2915 0.2851 0.037 Uiso 1 1 calc R A 1 H48C H 0.0379 0.2027 0.2569 0.037 Uiso 1 1 calc R A 1 C49 C 0.05716(13) 0.28029(18) -0.2203(3) 0.0212(6) Uani 1 1 d . A 1 O1GA O 0.0955(5) 0.2998(5) -0.4743(9) 0.033(3) Uiso 0.50 1 d PD B 1 H1G1 H 0.1095 0.2754 -0.5263 0.050 Uiso 0.50 1 calc PR B 1 C1GA C 0.1059(3) 0.3825(4) -0.4873(8) 0.077(2) Uiso 0.50 1 d PD B 1 H1GA H 0.0916 0.4127 -0.4252 0.092 Uiso 0.50 1 calc PR B 1 H1GB H 0.0891 0.4027 -0.5545 0.092 Uiso 0.50 1 calc PR B 1 C2GA C 0.1671(3) 0.3841(3) -0.4921(14) 0.097(4) Uiso 0.50 1 d PD B 1 H2GA H 0.1819 0.4039 -0.4237 0.145 Uiso 0.50 1 calc PR B 1 H2GB H 0.1791 0.4183 -0.5510 0.145 Uiso 0.50 1 calc PR B 1 H2GC H 0.1813 0.3314 -0.5047 0.145 Uiso 0.50 1 calc PR B 1 O1HA O 0.0777(3) 0.3071(3) -0.4824(5) 0.027(2) Uiso 0.50 1 d PRD B 2 H1H1 H 0.0814 0.2762 -0.5344 0.040 Uiso 0.50 1 calc PR B 2 C1HA C 0.1323(7) 0.3474(13) -0.461(2) 0.088(6) Uiso 0.50 1 d PD B 2 H1HA H 0.1352 0.3627 -0.3844 0.106 Uiso 0.50 1 calc PR B 2 H1HB H 0.1640 0.3129 -0.4790 0.106 Uiso 0.50 1 calc PR B 2 C2HA C 0.1322(13) 0.4199(15) -0.534(2) 0.111(10) Uiso 0.50 1 d PD B 2 H2HA H 0.1640 0.4532 -0.5160 0.167 Uiso 0.50 1 calc PR B 2 H2HB H 0.0974 0.4490 -0.5236 0.167 Uiso 0.50 1 calc PR B 2 H2HC H 0.1350 0.4037 -0.6097 0.167 Uiso 0.50 1 calc PR B 2 O1GB O 0.1584(6) 0.5039(8) -0.1557(13) 0.254(5) Uiso 0.688(13) 1 d PD C 1 C1GB C 0.2062(5) 0.4684(7) -0.1077(10) 0.108(4) Uiso 0.688(13) 1 d PD C 1 H1GC H 0.2199 0.4235 -0.1453 0.129 Uiso 0.688(13) 1 calc PR C 1 H1GD H 0.2026 0.4586 -0.0317 0.129 Uiso 0.688(13) 1 calc PR C 1 C2GB C 0.2335(4) 0.5369(8) -0.1327(10) 0.098(4) Uiso 0.688(13) 1 d PD C 1 H2GD H 0.2240 0.5757 -0.0801 0.118 Uiso 0.688(13) 1 calc PR C 1 H2GE H 0.2730 0.5283 -0.1287 0.118 Uiso 0.688(13) 1 calc PR C 1 C3GB C 0.2199(4) 0.5657(7) -0.2374(10) 0.142(4) Uiso 0.688(13) 1 d PD C 1 H3GA H 0.2498 0.5569 -0.2873 0.170 Uiso 0.688(13) 1 calc PR C 1 H3GB H 0.2115 0.6203 -0.2354 0.170 Uiso 0.688(13) 1 calc PR C 1 C4GB C 0.1752(6) 0.5241(11) -0.2630(14) 0.237(8) Uiso 0.688(13) 1 d PD C 1 H4GA H 0.1475 0.5546 -0.2997 0.281 Uiso 0.688(13) 1 calc PR C 1 H4GB H 0.1844 0.4791 -0.3053 0.281 Uiso 0.688(13) 1 calc PR C 1 O1HB O 0.1670(6) 0.4519(8) -0.1893(13) 0.254(5) Uiso 0.312(13) 1 d PD C 1 C1HB C 0.2062(9) 0.4684(11) -0.1077(16) 0.089(7) Uiso 0.312(13) 1 d PD C 1 H1HC H 0.2103 0.4259 -0.0580 0.107 Uiso 0.312(13) 1 calc PR C 2 H1HD H 0.1971 0.5151 -0.0690 0.107 Uiso 0.312(13) 1 calc PR C 2 C2HB C 0.2553(8) 0.4782(12) -0.1749(16) 0.079(7) Uiso 0.312(13) 1 d PD C 2 H2HD H 0.2717 0.4284 -0.1894 0.095 Uiso 0.312(13) 1 calc PR C 2 H2HE H 0.2824 0.5094 -0.1376 0.095 Uiso 0.312(13) 1 calc PR C 2 C3HB C 0.2415(4) 0.5126(7) -0.2671(10) 0.142(4) Uiso 0.312(13) 1 d PD C 2 H3HA H 0.2519 0.4806 -0.3273 0.170 Uiso 0.312(13) 1 calc PR C 2 H3HB H 0.2600 0.5620 -0.2737 0.170 Uiso 0.312(13) 1 calc PR C 2 C4HB C 0.1752(6) 0.5241(11) -0.2630(14) 0.237(8) Uiso 0.312(13) 1 d PD C 2 H4HA H 0.1641 0.5720 -0.2295 0.284 Uiso 0.312(13) 1 calc PR C 2 H4HB H 0.1577 0.5186 -0.3322 0.284 Uiso 0.312(13) 1 calc PR C 2 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 0.0248(10) 0.0188(10) 0.0178(11) -0.0020(8) 0.0054(8) -0.0037(8) O2 0.0191(10) 0.0173(9) 0.0170(10) -0.0003(8) -0.0001(8) -0.0019(8) O3 0.0208(10) 0.0229(10) 0.0196(11) 0.0008(9) 0.0026(9) -0.0025(8) O4 0.0262(11) 0.0246(11) 0.0211(11) 0.0029(9) 0.0011(9) -0.0030(9) O5 0.128(3) 0.0393(16) 0.0174(13) -0.0019(12) 0.0080(17) -0.0222(19) O6 0.085(2) 0.0400(15) 0.0258(14) -0.0127(12) 0.0127(15) -0.0253(15) C1 0.0206(13) 0.0159(13) 0.0169(14) -0.0019(11) 0.0065(11) 0.0013(10) C2 0.0212(14) 0.0195(13) 0.0150(14) -0.0051(11) 0.0018(11) -0.0001(11) C3 0.0241(14) 0.0166(13) 0.0139(13) -0.0003(11) 0.0005(11) 0.0021(11) C4 0.0224(14) 0.0161(13) 0.0183(14) -0.0006(11) 0.0058(11) -0.0001(11) C5 0.0203(13) 0.0168(13) 0.0193(14) -0.0048(11) 0.0020(11) 0.0009(11) C6 0.0227(14) 0.0130(12) 0.0152(14) -0.0029(11) 0.0014(11) 0.0020(10) C7 0.0210(14) 0.0168(13) 0.0146(14) -0.0001(11) 0.0006(11) 0.0024(11) C8 0.0185(13) 0.0140(12) 0.0133(13) 0.0020(10) -0.0004(11) -0.0002(10) C9 0.0201(14) 0.0167(13) 0.0139(13) 0.0024(11) -0.0005(11) 0.0014(11) C10 0.0191(14) 0.0223(14) 0.0188(15) 0.0021(12) 0.0015(11) 0.0005(11) C11 0.0213(14) 0.0212(14) 0.0172(14) 0.0023(11) -0.0002(11) -0.0016(11) C12 0.0244(15) 0.0167(13) 0.0163(14) -0.0012(11) 0.0013(12) -0.0019(11) C13 0.0212(14) 0.0169(13) 0.0141(13) 0.0027(11) 0.0028(11) 0.0025(10) C14 0.0172(13) 0.0183(13) 0.0185(15) 0.0001(12) 0.0007(11) 0.0022(11) C15 0.0218(14) 0.0171(13) 0.0191(14) -0.0034(11) 0.0059(11) 0.0029(11) C16 0.0240(14) 0.0171(13) 0.0162(14) -0.0015(11) 0.0025(12) 0.0037(11) C17 0.0239(14) 0.0176(14) 0.0230(15) -0.0034(12) 0.0022(12) 0.0018(11) C18 0.0324(17) 0.0152(13) 0.0261(16) 0.0011(12) 0.0047(13) 0.0029(12) C19 0.0322(17) 0.0182(14) 0.0242(16) 0.0009(12) 0.0004(14) 0.0065(12) C20 0.0241(15) 0.0211(14) 0.0210(15) -0.0035(12) 0.0000(12) 0.0057(12) C21 0.0241(15) 0.0244(15) 0.0231(16) 0.0002(12) -0.0014(13) 0.0040(12) C22 0.0183(13) 0.0249(14) 0.0159(14) 0.0010(12) -0.0015(11) -0.0003(11) C23 0.0221(14) 0.0261(15) 0.0158(14) 0.0005(12) -0.0059(12) 0.0022(12) C24 0.0195(14) 0.0315(16) 0.0153(14) 0.0027(12) -0.0032(11) 0.0015(12) C25 0.0173(13) 0.0304(15) 0.0165(15) 0.0018(12) -0.0017(11) -0.0023(12) C26 0.0198(14) 0.0256(15) 0.0158(14) -0.0015(12) -0.0040(11) -0.0010(11) C27 0.0191(14) 0.0262(15) 0.0135(14) -0.0006(11) -0.0041(11) -0.0001(12) C28 0.0221(14) 0.0253(14) 0.0146(14) -0.0020(12) -0.0001(11) -0.0017(12) C29 0.0248(15) 0.0206(14) 0.0225(15) -0.0007(12) 0.0051(12) -0.0045(12) C30 0.0334(18) 0.0235(16) 0.0319(19) 0.0080(14) 0.0075(15) -0.0003(13) C31 0.0224(15) 0.0347(17) 0.0283(18) 0.0055(14) 0.0060(13) -0.0005(13) C32 0.052(2) 0.0299(18) 0.036(2) -0.0055(16) 0.0076(18) -0.0248(17) C33 0.0409(19) 0.0202(15) 0.0253(17) -0.0041(13) 0.0072(15) -0.0070(13) C34 0.0230(16) 0.0294(16) 0.0281(18) -0.0039(14) 0.0002(13) -0.0059(13) C35 0.0338(19) 0.051(2) 0.036(2) -0.0041(19) -0.0067(17) -0.0081(17) C36 0.0274(18) 0.053(2) 0.057(3) -0.019(2) 0.0071(19) -0.0107(17) C37 0.039(2) 0.0329(19) 0.055(3) 0.0044(19) 0.0042(19) -0.0115(16) C38 0.0238(15) 0.0213(14) 0.0242(16) -0.0001(13) 0.0038(13) -0.0029(12) C39 0.042(2) 0.0174(15) 0.040(2) 0.0047(15) 0.0003(17) -0.0020(14) C40 0.060(3) 0.0222(17) 0.057(3) -0.0012(18) -0.002(2) -0.0109(17) C41 0.070(3) 0.0252(19) 0.069(3) 0.021(2) -0.022(3) -0.0085(19) C42 0.055(3) 0.032(2) 0.063(3) 0.009(2) 0.022(2) -0.0067(18) C43 0.0310(18) 0.0392(19) 0.0319(19) 0.0062(15) 0.0121(15) 0.0039(15) C44 0.0198(14) 0.0336(17) 0.0202(15) 0.0010(13) 0.0014(12) -0.0040(12) C45 0.0299(16) 0.0321(16) 0.034(2) -0.0008(15) 0.0041(15) -0.0122(15) C46 0.0373(19) 0.0394(19) 0.0231(17) 0.0036(15) 0.0046(14) -0.0111(16) C47 0.0195(15) 0.0428(19) 0.0364(19) 0.0065(17) -0.0036(14) -0.0079(14) C48 0.0216(15) 0.0263(15) 0.0257(16) -0.0056(13) 0.0016(13) -0.0012(12) C49 0.0248(15) 0.0213(14) 0.0176(15) -0.0010(12) 0.0005(12) 0.0038(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 C1 1.382(3) . ? O1 C33 1.432(4) . ? O2 C8 1.377(3) . ? O2 C38 1.438(4) . ? O3 C15 1.395(4) . ? O3 C43 1.429(4) . ? O4 C22 1.396(4) . ? O4 C48 1.462(4) . ? O5 C49 1.286(4) . ? O5 H5 0.8400 . ? O6 C49 1.198(4) . ? C1 C6 1.393(4) . ? C1 C2 1.402(4) . ? C2 C28 1.520(4) . ? C3 C2 1.399(4) . ? C3 H3 0.9500 . ? C4 C3 1.395(4) . ? C4 C29 1.536(4) . ? C5 C4 1.396(4) . ? C5 H5A 0.9500 . ? C6 C5 1.399(4) . ? C7 C6 1.519(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.399(4) . ? C8 C13 1.401(4) . ? C9 C7 1.520(4) . ? C10 C9 1.399(4) . ? C10 H10 0.9500 . ? C11 C10 1.404(4) . ? C11 C34 1.533(4) . ? C12 C11 1.399(4) . ? C12 H12 0.9500 . ? C13 C12 1.389(4) . ? C14 C49 1.525(4) . ? C14 C13 1.534(4) . ? C14 H14 1.0000 . ? C15 C16 1.389(4) . ? C15 C20 1.395(4) . ? C16 C14 1.528(4) . ? C17 C16 1.386(4) . ? C17 H17 0.9500 . ? C18 C17 1.400(5) . ? C18 C39 1.539(5) . ? C19 C18 1.396(5) . ? C19 H19 0.9500 . ? C20 C19 1.398(5) . ? C20 C21 1.525(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.406(4) . ? C25 C44 1.536(4) . ? C23 C24 1.394(4) . ? C23 C21 1.518(4) . ? C25 C26 1.383(4) . ? C24 C25 1.396(4) . ? C26 C27 1.398(4) . ? C27 C28 1.528(4) . ? C27 C22 1.392(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.527(5) . ? C29 C32 1.466(5) . ? C29 C31 1.538(4) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C36 1.527(5) . ? C34 C35 1.538(6) . ? C34 C37 1.543(5) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C41 1.525(6) . ? C39 C40 1.531(6) . ? C39 C42 1.547(6) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C45 1.521(5) . ? C44 C46 1.537(5) . ? C44 C47 1.542(5) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? O1GA C1GA 1.451(9) . ? O1GA H1G1 0.8400 . ? C1GA C2GA 1.469(8) . ? O1HA C1HA 1.505(11) . ? O1HA H1H1 0.8400 . ? C1HA C2HA 1.541(12) . ? C1GA H1GA 0.9900 . ? C1GA H1GB 0.9900 . ? C2GA H2GA 0.9800 . ? C2GA H2GB 0.9800 . ? C2GA H2GC 0.9800 . ? C1HA H1HA 0.9900 . ? C1HA H1HB 0.9900 . ? C2HA H2HA 0.9800 . ? C2HA H2HB 0.9800 . ? C2HA H2HC 0.9800 . ? O1GB C1GB 1.428(9) . ? C1GB H1GC 0.9600 . ? C1GB H1GD 0.9600 . ? C2GB H2GD 0.9600 . ? C2GB H2GE 0.9600 . ? C2GB C3GB 1.428(9) . ? C3GB H3GA 0.9600 . ? C3GB H3GB 0.9600 . ? C3GB C4GB 1.327(9) . ? C4GB H4GA 0.9600 . ? C4GB H4GB 0.9600 . ? O1HB C1HB 1.412(10) . ? O1HB C4HB 1.553(9) . ? C1HB C2HB 1.453(10) . ? C1HB H1HC 0.9600 . ? C1HB H1HD 0.9600 . ? C2HB H2HD 0.9600 . ? C2HB H2HE 0.9600 . ? C3HB H3HA 0.9600 . ? C3HB H3HB 0.9600 . ? C3HB C4HB 1.603(10) . ? C4HB H4HA 0.9600 . ? C4HB H4HB 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 C1 O1 C33 112.8(2) . . ? O1 C1 C6 120.1(3) . . ? O1 C1 C2 119.1(3) . . ? O2 C8 C9 119.4(2) . . ? O2 C8 C13 119.6(2) . . ? C1 C6 C5 118.6(3) . . ? C1 C2 C28 120.3(3) . . ? C1 C6 C7 121.1(3) . . ? C2 C3 H3 119.0 . . ? C3 C2 C1 118.8(3) . . ? C3 C2 C28 120.7(3) . . ? C4 C29 C31 108.7(2) . . ? C4 C5 C6 122.4(3) . . ? C4 C5 H5A 118.8 . . ? C6 C5 H5A 118.8 . . ? C3 C4 C5 117.4(3) . . ? C3 C4 C29 122.7(3) . . ? C5 C6 C7 120.2(3) . . ? C5 C4 C29 119.9(3) . . ? C4 C3 C2 121.9(3) . . ? C4 C3 H3 119.0 . . ? C4 C29 C32 113.4(3) . . ? C6 C1 C2 120.6(3) . . ? C6 C7 C9 111.6(2) . . ? C6 C7 H7A 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C8 O2 C38 116.0(2) . . ? C8 C9 C7 120.7(3) . . ? C8 C13 C14 117.3(3) . . ? C9 C8 C13 120.7(3) . . ? C9 C10 C11 121.3(3) . . ? C9 C10 H10 119.3 . . ? C9 C7 H7A 109.3 . . ? C9 C7 H7B 109.3 . . ? C10 C9 C8 118.9(3) . . ? C10 C9 C7 120.3(3) . . ? C10 C11 C34 121.9(3) . . ? C11 C34 C37 108.7(3) . . ? C11 C10 H10 119.3 . . ? C11 C12 H12 119.1 . . ? C11 C34 C35 110.0(3) . . ? C12 C13 C8 119.0(3) . . ? C12 C11 C10 118.0(3) . . ? C12 C11 C34 120.0(3) . . ? C12 C13 C14 123.5(3) . . ? C15 O3 C43 112.6(2) . . ? C15 C16 C14 119.6(3) . . ? C15 C16 C17 118.8(3) . . ? C15 C20 C19 118.2(3) . . ? C15 C20 C21 121.1(3) . . ? C16 C14 C13 109.6(2) . . ? C16 C15 C20 121.0(3) . . ? C16 C17 C18 122.2(3) . . ? C16 C17 H17 118.9 . . ? C16 C15 O3 120.3(3) . . ? C16 C14 H14 107.2 . . ? C13 C14 H14 106.0 . . ? C13 C12 H12 119.1 . . ? C13 C12 C11 121.8(3) . . ? C17 C16 C14 121.5(3) . . ? C17 C18 C39 119.8(3) . . ? C18 C39 C42 108.2(3) . . ? C18 C17 H17 118.9 . . ? C18 C19 H19 119.0 . . ? C19 C18 C17 117.2(3) . . ? C19 C18 C39 122.8(3) . . ? C19 C20 C21 120.4(3) . . ? C20 C15 O3 118.4(3) . . ? C20 C19 C18 122.1(3) . . ? C20 C19 H19 119.0 . . ? H21A C21 H21B 107.6 . . ? C22 C27 C26 118.6(3) . . ? C22 C23 C21 123.2(3) . . ? C22 C27 C28 123.4(3) . . ? C22 O4 C48 116.0(2) . . ? C27 C22 O4 120.1(3) . . ? C27 C22 C23 121.2(3) . . ? O4 C22 C23 118.7(3) . . ? C26 C27 C28 118.0(3) . . ? C25 C26 C27 122.3(3) . . ? C25 C26 H26 118.8 . . ? C27 C26 H26 118.8 . . ? C26 C25 C24 117.4(3) . . ? C26 C25 C44 122.7(3) . . ? C24 C25 C44 119.8(3) . . ? C23 C24 C25 122.8(3) . . ? C23 C24 H24 118.6 . . ? C25 C24 H24 118.6 . . ? C24 C23 C22 117.6(3) . . ? C24 C23 C21 119.1(3) . . ? C23 C21 C20 114.6(3) . . ? C23 C21 H21A 108.6 . . ? C20 C21 H21A 108.6 . . ? C23 C21 H21B 108.6 . . ? C20 C21 H21B 108.6 . . ? C2 C28 C27 115.1(2) . . ? C2 C28 H28A 108.5 . . ? C27 C28 H28A 108.5 . . ? C2 C28 H28B 108.5 . . ? C27 C28 H28B 108.5 . . ? H28A C28 H28B 107.5 . . ? C30 C29 C4 111.7(3) . . ? C30 C29 C32 105.2(3) . . ? C36 C34 C11 113.2(3) . . ? C36 C34 C35 108.4(3) . . ? C36 C34 C37 107.9(3) . . ? C41 C39 C40 108.1(3) . . ? C41 C39 C18 112.5(3) . . ? C40 C39 C18 110.1(3) . . ? C41 C39 C42 108.9(4) . . ? C40 C39 C42 109.0(4) . . ? C49 C14 C16 112.4(2) . . ? C49 C14 C13 112.9(2) . . ? C49 C14 H14 107.2 . . ? C35 C34 C37 108.5(3) . . ? C30 C29 C31 108.7(3) . . ? C32 C29 C31 109.0(3) . . ? C45 C44 C46 108.2(3) . . ? C45 C44 C25 112.7(3) . . ? C46 C44 C25 110.4(3) . . ? C45 C44 C47 108.2(3) . . ? C46 C44 C47 109.9(3) . . ? C25 C44 C47 107.4(3) . . ? O6 C49 O5 123.0(3) . . ? O6 C49 C14 124.9(3) . . ? O5 C49 C14 112.1(3) . . ? O1GA C1GA C2GA 101.3(7) . . ? O1HA C1HA C2HA 105.5(17) . . ? C1GA O1GA H1G1 109.5 . . ? C1HA O1HA H1H1 109.5 . . ? O1GA C1GA H1GA 111.5 . . ? O1GA C1GA H1GB 111.5 . . ? C1GA C2GA H2GA 109.5 . . ? C1GA C2GA H2GB 109.5 . . ? C1GA C2GA H2GC 109.5 . . ? O1HA C1HA H1HA 110.7 . . ? O1HA C1HA H1HB 110.6 . . ? C1HA C2HA H2HA 109.5 . . ? C1HA C2HA H2HB 109.5 . . ? C1HA C2HA H2HC 109.5 . . ? O1GB C1GB C2GB 85.6 . . ? O1GB C1GB H1GC 114.4 . . ? O1GB C1GB H1GD 114.4 . . ? C1GB C2GB C3GB 113.0 . . ? C1GB C2GB H2GD 109.0 . . ? C1GB C2GB H2GE 109.0 . . ? C2GB C3GB C4GB 102.5 . . ? C2GB C3GB H3GA 111.3 . . ? C2GB C3GB H3GB 111.3 . . ? C3GB C4GB O1GB 97.7 . . ? C3GB C4GB H4GA 112.2 . . ? C3GB C4GB H4GA 112.2 . . ? C4GB O1GB C1GB 105.5 . . ? O1GB C4GB H4GA 112.2 . . ? O1GB C4GB H4GB 112.2 . . ? O1HB C1HB C2HB 98.7 . . ? O1HB C1HB H1HC 112.0 . . ? O1HB C1HB H1HC 112.0 . . ? C1HB C2HB C3HB 110.2 . . ? C1HB C2HB H2HD 109.6 . . ? C1HB C2HB H2HE 109.6 . . ? C2HB C3HB C4HB 105.9 . . ? C2HB C3HB H3HA 111.0 . . ? C2HB C3HB H3HB 111.0 . . ? C3HB C4HB O1HB 92.7 . . ? C3HB C4HB H4HA 113.2 . . ? C3HB C4HB H4HB 113.2 . . ? C4HB O1HB C1HB 100.2 . . ? O1HB C4HB H4HA 113.2 . . ? O1HB C4HB H4HB 113.2 . . ? 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 O1 C1 C6 C5 179.8(2) . . . . ? C2 C1 C6 C5 -5.0(4) . . . . ? O1 C1 C6 C7 -5.1(4) . . . . ? C2 C1 C6 C7 170.0(2) . . . . ? C9 C7 C6 C1 -107.4(3) . . . . ? C9 C7 C6 C5 67.6(3) . . . . ? C1 C6 C5 C4 0.4(4) . . . . ? C7 C6 C5 C4 -174.7(3) . . . . ? C6 C5 C4 C3 2.9(4) . . . . ? C6 C5 C4 C29 -179.6(3) . . . . ? C5 C4 C3 C2 -1.6(4) . . . . ? C29 C4 C3 C2 -179.1(3) . . . . ? C4 C3 C2 C1 -2.8(4) . . . . ? C4 C3 C2 C28 172.2(3) . . . . ? C1 C2 C28 C27 51.8(4) . . . . ? O1 C1 C2 C3 -178.5(3) . . . . ? C6 C1 C2 C3 6.3(4) . . . . ? O1 C1 C2 C28 6.4(4) . . . . ? C6 C1 C2 C28 -168.8(3) . . . . ? C3 C4 C29 C30 8.3(4) . . . . ? C3 C4 C29 C32 127.0(3) . . . . ? C3 C4 C29 C31 -111.7(3) . . . . ? C3 C2 C28 C27 -123.1(3) . . . . ? C5 C4 C29 C30 -169.1(3) . . . . ? C5 C4 C29 C31 71.0(4) . . . . ? C5 C4 C29 C32 -50.4(4) . . . . ? O2 C8 C13 C12 -171.6(3) . . . . ? C8 C13 C12 C11 0.3(4) . . . . ? O2 C8 C9 C7 -6.0(4) . . . . ? C13 C8 C9 C7 179.5(3) . . . . ? C8 C9 C7 C6 80.1(3) . . . . ? C9 C8 C13 C12 2.9(4) . . . . ? O2 C8 C13 C14 4.0(4) . . . . ? C9 C8 C13 C14 178.5(3) . . . . ? O2 C8 C9 C10 171.2(3) . . . . ? C10 C9 C7 C6 -97.1(3) . . . . ? C10 C11 C34 C36 0.1(5) . . . . ? C10 C11 C34 C35 -121.3(3) . . . . ? C10 C11 C34 C37 120.0(4) . . . . ? C11 C10 C9 C8 0.5(4) . . . . ? C11 C10 C9 C7 177.8(3) . . . . ? C12 C11 C34 C35 60.5(4) . . . . ? C12 C11 C34 C36 -178.1(3) . . . . ? C12 C11 C34 C37 -58.2(4) . . . . ? C13 C8 C9 C10 -3.3(4) . . . . ? C13 C14 C49 O6 77.8(4) . . . . ? C13 C14 C49 O5 -100.3(4) . . . . ? C14 C13 C12 C11 -175.0(3) . . . . ? C13 C12 C11 C10 -2.9(5) . . . . ? C13 C12 C11 C34 175.4(3) . . . . ? C12 C11 C10 C9 2.5(4) . . . . ? C15 C20 C21 C23 -49.8(4) . . . . ? C15 C20 C19 C18 5.2(5) . . . . ? O3 C15 C20 C19 176.9(3) . . . . ? O3 C15 C20 C21 -8.3(4) . . . . ? C16 C14 C49 O6 -46.8(4) . . . . ? C16 C14 C49 O5 135.2(3) . . . . ? C16 C15 C20 C19 -8.3(4) . . . . ? C16 C15 C20 C21 166.5(3) . . . . ? C17 C18 C39 C41 -172.9(4) . . . . ? C17 C18 C39 C40 -52.2(4) . . . . ? C17 C18 C39 C42 66.8(4) . . . . ? C19 C18 C17 C16 -3.0(5) . . . . ? C21 C20 C19 C18 -169.7(3) . . . . ? C20 C19 C18 C17 0.3(5) . . . . ? C20 C19 C18 C39 175.1(3) . . . . ? C20 C15 C16 C17 5.9(4) . . . . ? O3 C15 C16 C17 -179.5(3) . . . . ? C20 C15 C16 C14 -169.7(3) . . . . ? O3 C15 C16 C14 5.0(4) . . . . ? C16 C14 C13 C12 92.8(3) . . . . ? C18 C17 C16 C15 0.0(4) . . . . ? C18 C17 C16 C14 175.4(3) . . . . ? C15 C16 C14 C49 -118.8(3) . . . . ? C17 C16 C14 C49 65.8(4) . . . . ? C15 C16 C14 C13 114.9(3) . . . . ? C16 C14 C13 C8 -82.5(3) . . . . ? C17 C16 C14 C13 -60.5(4) . . . . ? C19 C20 C21 C23 124.9(3) . . . . ? C19 C18 C39 C41 12.5(5) . . . . ? C19 C18 C39 C40 133.2(4) . . . . ? C19 C18 C39 C42 -107.8(4) . . . . ? C25 C24 C23 C21 176.6(3) . . . . ? C24 C25 C44 C46 -50.8(4) . . . . ? C24 C25 C44 C45 -171.9(3) . . . . ? C24 C25 C44 C47 68.9(4) . . . . ? C24 C23 C21 C20 117.7(3) . . . . ? O4 C22 C27 C26 -179.5(3) . . . . ? C23 C22 C27 C26 -2.7(4) . . . . ? O4 C22 C27 C28 -2.2(4) . . . . ? C23 C22 C27 C28 174.6(3) . . . . ? C22 C27 C26 C25 0.5(4) . . . . ? C28 C27 C26 C25 -177.0(3) . . . . ? C27 C26 C25 C24 1.3(4) . . . . ? C27 C26 C25 C44 178.4(3) . . . . ? C26 C25 C24 C23 -0.9(4) . . . . ? C22 C27 C28 C2 61.8(4) . . . . ? C22 C23 C21 C20 -64.6(4) . . . . ? C27 C22 C23 C21 -174.6(3) . . . . ? C27 C22 C23 C24 3.1(4) . . . . ? O4 C22 C23 C24 179.9(3) . . . . ? O4 C22 C23 C21 2.2(4) . . . . ? C26 C27 C28 C2 -120.9(3) . . . . ? C26 C25 C44 C45 11.1(4) . . . . ? C26 C25 C44 C46 132.2(3) . . . . ? C26 C25 C44 C47 -108.0(3) . . . . ? C33 O1 C1 C6 -93.6(3) . . . . ? C33 O1 C1 C2 91.2(3) . . . . ? C34 C11 C10 C9 -175.8(3) . . . . ? C38 O2 C8 C9 92.2(3) . . . . ? C38 O2 C8 C13 -93.2(3) . . . . ? C39 C18 C17 C16 -177.9(3) . . . . ? C43 O3 C15 C16 96.0(3) . . . . ? C43 O3 C15 C20 -89.2(3) . . . . ? C44 C25 C24 C23 -178.1(3) . . . . ? C48 O4 C22 C27 -90.8(3) . . . . ? C48 O4 C22 C23 92.3(3) . . . . ? C49 C14 C13 C12 -33.3(4) . . . . ? C49 C14 C13 C8 151.4(3) . . . . ? O1GB C1GB C2GB C3GB -42.1(12) . . . . ? C1GB C2GB C3GB C4GB 14.0(15) . . . . ? C2GB C3GB C4GB O1GB 22.5(12) . . . . ? C3GB C4GB O1GB C1GB -54.5(14) . . . . ? C4GB O1HB C1GB C2GB -1.8(14) . . . . ? O1HB C1HB C2HB C3HB 36.4(13) . . . . ? C1HB C2HB C3HB C4HB -2.4(15) . . . . ? C2HB C3HB C4HB O1HB -28.7(12) . . . . ? C3HB C4HB O1HB C1HB 50.8(13) . . . . ? C4HB O1HB C1HB C2HB -54.8(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.09 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.535 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.056