# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Gon-Ann Lee' _publ_contact_author_email 016850@mail.fju.edu.tw loop_ _publ_author_name 'Gon-Ann Lee.' 'Wen-Chieh Wang.' 'Minghuey Shieh.' 'Ting-Shen Kuo.' data_9239 _database_code_depnum_ccdc_archive 'CCDC 768512' #TrackingRef '623_web_deposit_cif_file_0_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common octapropyl _chemical_melting_point 341.5-342.5 _chemical_formula_moiety 'C44 H64 S4' _chemical_formula_sum 'C44 H64 S4' _chemical_formula_weight 721.19 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2550(2) _cell_length_b 10.5082(2) _cell_length_c 12.4009(3) _cell_angle_alpha 104.2410(10) _cell_angle_beta 95.4480(10) _cell_angle_gamma 97.4850(10) _cell_volume 1024.71(4) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 9217 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7979 _exptl_absorpt_correction_T_max 1.017 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12008 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.05 _reflns_number_total 3596 _reflns_number_gt 3008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.3078P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3596 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.27436(7) 0.35263(5) -0.02537(4) 0.02580(16) Uani 1 1 d . . . S2 S 0.46960(6) 0.59496(5) 0.23406(4) 0.02622(16) Uani 1 1 d . . . C1 C 0.3035(2) 0.19286(19) -0.09043(16) 0.0222(4) Uani 1 1 d . . . C2 C 0.2749(3) 0.1122(2) -0.02198(17) 0.0310(5) Uani 1 1 d . . . H2 H 0.2854 0.0207 -0.0416 0.037 Uiso 1 1 calc R . . C3 C 0.2277(3) 0.1779(2) 0.08231(18) 0.0313(5) Uani 1 1 d . . . H3 H 0.2032 0.1342 0.1387 0.038 Uiso 1 1 calc R . . C4 C 0.2208(2) 0.3092(2) 0.09359(16) 0.0227(4) Uani 1 1 d . . . C5 C 0.1716(2) 0.41344(19) 0.18948(16) 0.0216(4) Uani 1 1 d . . . C6 C 0.2238(3) 0.3806(2) 0.30165(16) 0.0243(5) Uani 1 1 d . . . H6A H 0.1686 0.2899 0.2978 0.029 Uiso 1 1 calc R . . H6B H 0.3440 0.3796 0.3091 0.029 Uiso 1 1 calc R . . C7 C 0.1851(3) 0.4754(2) 0.40701(17) 0.0358(5) Uani 1 1 d . . . H7A H 0.0643 0.4725 0.4032 0.043 Uiso 1 1 calc R . . H7B H 0.2355 0.5673 0.4103 0.043 Uiso 1 1 calc R . . C8 C 0.2496(3) 0.4397(3) 0.51277(19) 0.0483(7) Uani 1 1 d . . . H8A H 0.2233 0.5030 0.5786 0.073 Uiso 1 1 calc R . . H8B H 0.3694 0.4435 0.5172 0.073 Uiso 1 1 calc R . . H8C H 0.1978 0.3496 0.5107 0.073 Uiso 1 1 calc R . . C9 C -0.0169(2) 0.4137(2) 0.16973(17) 0.0252(5) Uani 1 1 d . . . H9A H -0.0446 0.4857 0.2298 0.030 Uiso 1 1 calc R . . H9B H -0.0428 0.4361 0.0977 0.030 Uiso 1 1 calc R . . C10 C -0.1286(3) 0.2855(2) 0.1666(2) 0.0381(6) Uani 1 1 d . . . H10A H -0.1053 0.2127 0.1053 0.046 Uiso 1 1 calc R . . H10B H -0.1051 0.2616 0.2383 0.046 Uiso 1 1 calc R . . C11 C -0.3093(3) 0.2999(2) 0.1482(2) 0.0369(6) Uani 1 1 d . . . H11A H -0.3783 0.2161 0.1467 0.055 Uiso 1 1 calc R . . H11B H -0.3332 0.3219 0.0766 0.055 Uiso 1 1 calc R . . H11C H -0.3329 0.3711 0.2095 0.055 Uiso 1 1 calc R . . C12 C 0.2596(2) 0.5502(2) 0.18955(15) 0.0214(4) Uani 1 1 d . . . C13 C 0.2019(3) 0.6487(2) 0.15198(17) 0.0256(5) Uani 1 1 d . . . H13 H 0.0894 0.6446 0.1246 0.031 Uiso 1 1 calc R . . C14 C 0.3252(2) 0.7584(2) 0.15743(17) 0.0276(5) Uani 1 1 d . . . H14 H 0.3027 0.8345 0.1339 0.033 Uiso 1 1 calc R . . C15 C 0.4782(2) 0.74503(19) 0.19930(15) 0.0219(4) Uani 1 1 d . . . C16 C 0.6420(2) 0.8361(2) 0.20705(16) 0.0226(4) Uani 1 1 d . . . C17 C 0.6151(3) 0.9826(2) 0.24513(16) 0.0257(5) Uani 1 1 d . . . H17A H 0.7177 1.0409 0.2414 0.031 Uiso 1 1 calc R . . H17B H 0.5272 0.9974 0.1916 0.031 Uiso 1 1 calc R . . C18 C 0.5680(3) 1.0242(2) 0.36327(18) 0.0327(5) Uani 1 1 d . . . H18A H 0.4687 0.9633 0.3687 0.039 Uiso 1 1 calc R . . H18B H 0.6587 1.0151 0.4177 0.039 Uiso 1 1 calc R . . C19 C 0.5338(5) 1.1647(3) 0.3944(2) 0.0683(10) Uani 1 1 d . . . H19A H 0.5027 1.1857 0.4703 0.102 Uiso 1 1 calc R . . H19B H 0.4435 1.1742 0.3411 0.102 Uiso 1 1 calc R . . H19C H 0.6330 1.2258 0.3919 0.102 Uiso 1 1 calc R . . C20 C 0.7751(2) 0.8064(2) 0.29075(17) 0.0269(5) Uani 1 1 d . . . H20A H 0.7351 0.8193 0.3649 0.032 Uiso 1 1 calc R . . H20B H 0.7876 0.7117 0.2647 0.032 Uiso 1 1 calc R . . C21 C 0.9439(3) 0.8913(2) 0.30572(19) 0.0365(6) Uani 1 1 d . . . H21A H 0.9332 0.9863 0.3327 0.044 Uiso 1 1 calc R . . H21B H 0.9859 0.8783 0.2322 0.044 Uiso 1 1 calc R . . C22 C 1.0669(3) 0.8560(3) 0.3890(2) 0.0482(7) Uani 1 1 d . . . H22A H 1.1734 0.9133 0.3972 0.072 Uiso 1 1 calc R . . H22B H 1.0804 0.7628 0.3613 0.072 Uiso 1 1 calc R . . H22C H 1.0260 0.8693 0.4619 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0349(3) 0.0209(3) 0.0231(3) 0.0061(2) 0.0077(2) 0.0065(2) S2 0.0219(3) 0.0240(3) 0.0335(3) 0.0111(2) -0.0005(2) 0.0025(2) C1 0.0208(10) 0.0200(11) 0.0224(10) 0.0012(8) 0.0013(8) 0.0008(8) C2 0.0434(13) 0.0190(11) 0.0317(12) 0.0052(9) 0.0115(10) 0.0068(10) C3 0.0443(13) 0.0253(12) 0.0275(11) 0.0105(9) 0.0123(10) 0.0051(10) C4 0.0205(10) 0.0245(11) 0.0229(10) 0.0061(9) 0.0037(8) 0.0019(8) C5 0.0218(10) 0.0204(10) 0.0225(10) 0.0051(8) 0.0036(8) 0.0037(8) C6 0.0257(10) 0.0252(11) 0.0240(10) 0.0096(9) 0.0032(8) 0.0050(9) C7 0.0428(13) 0.0411(14) 0.0264(11) 0.0096(10) 0.0083(10) 0.0133(11) C8 0.0577(17) 0.0642(18) 0.0266(12) 0.0142(12) 0.0066(12) 0.0174(14) C9 0.0237(11) 0.0256(11) 0.0266(11) 0.0068(9) 0.0041(8) 0.0047(9) C10 0.0252(12) 0.0314(13) 0.0596(16) 0.0165(12) 0.0069(11) 0.0018(10) C11 0.0264(12) 0.0381(14) 0.0469(14) 0.0144(11) 0.0034(10) 0.0027(10) C12 0.0209(10) 0.0227(11) 0.0193(9) 0.0032(8) 0.0032(8) 0.0022(8) C13 0.0232(10) 0.0247(11) 0.0281(11) 0.0068(9) 0.0000(8) 0.0032(9) C14 0.0258(11) 0.0250(11) 0.0339(12) 0.0114(9) 0.0019(9) 0.0048(9) C15 0.0255(10) 0.0206(11) 0.0188(10) 0.0034(8) 0.0031(8) 0.0043(8) C16 0.0221(10) 0.0219(11) 0.0226(10) 0.0047(8) 0.0024(8) 0.0012(8) C17 0.0281(11) 0.0214(11) 0.0251(11) 0.0021(9) 0.0041(9) 0.0022(9) C18 0.0389(13) 0.0284(12) 0.0289(11) 0.0021(10) 0.0091(10) 0.0059(10) C19 0.123(3) 0.0469(18) 0.0442(16) 0.0074(14) 0.0294(17) 0.0415(19) C20 0.0259(11) 0.0276(12) 0.0245(10) 0.0023(9) 0.0002(8) 0.0047(9) C21 0.0275(12) 0.0396(14) 0.0359(13) 0.0026(11) -0.0002(10) -0.0005(10) C22 0.0313(13) 0.0656(18) 0.0392(14) 0.0021(13) -0.0067(11) 0.0075(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 S1 C4 1.727(2) . ? S1 C1 1.733(2) . ? S2 C15 1.729(2) . ? S2 C12 1.7344(19) . ? C1 C2 1.354(3) . ? C1 C16 1.526(3) 2_665 ? C2 C3 1.424(3) . ? C2 H2 0.9500 . ? C3 C4 1.361(3) . ? C3 H3 0.9500 . ? C4 C5 1.532(3) . ? C5 C12 1.523(3) . ? C5 C6 1.549(3) . ? C5 C9 1.552(3) . ? C6 C7 1.524(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.518(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.520(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.520(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.356(3) . ? C13 C14 1.419(3) . ? C13 H13 0.9500 . ? C14 C15 1.358(3) . ? C14 H14 0.9500 . ? C15 C16 1.532(3) . ? C16 C1 1.526(3) 2_665 ? C16 C17 1.547(3) . ? C16 C20 1.554(3) . ? C17 C18 1.525(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.502(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.523(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.524(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 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 C4 S1 C1 93.10(9) . . ? C15 S2 C12 93.25(9) . . ? C2 C1 C16 130.51(18) . 2_665 ? C2 C1 S1 109.95(15) . . ? C16 C1 S1 119.53(15) 2_665 . ? C1 C2 C3 113.50(19) . . ? C1 C2 H2 123.2 . . ? C3 C2 H2 123.2 . . ? C4 C3 C2 113.73(19) . . ? C4 C3 H3 123.1 . . ? C2 C3 H3 123.1 . . ? C3 C4 C5 130.46(18) . . ? C3 C4 S1 109.71(15) . . ? C5 C4 S1 119.81(14) . . ? C12 C5 C4 108.75(16) . . ? C12 C5 C6 110.24(16) . . ? C4 C5 C6 108.49(16) . . ? C12 C5 C9 108.07(16) . . ? C4 C5 C9 109.58(15) . . ? C6 C5 C9 111.67(16) . . ? C7 C6 C5 115.74(17) . . ? C7 C6 H6A 108.3 . . ? C5 C6 H6A 108.3 . . ? C7 C6 H6B 108.3 . . ? C5 C6 H6B 108.3 . . ? H6A C6 H6B 107.4 . . ? C6 C7 C8 111.78(19) . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C5 116.69(17) . . ? C10 C9 H9A 108.1 . . ? C5 C9 H9A 108.1 . . ? C10 C9 H9B 108.1 . . ? C5 C9 H9B 108.1 . . ? H9A C9 H9B 107.3 . . ? C11 C10 C9 111.22(19) . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C5 130.00(18) . . ? C13 C12 S2 109.52(15) . . ? C5 C12 S2 120.33(14) . . ? C12 C13 C14 113.73(18) . . ? C12 C13 H13 123.1 . . ? C14 C13 H13 123.1 . . ? C15 C14 C13 114.01(19) . . ? C15 C14 H14 123.0 . . ? C13 C14 H14 123.0 . . ? C14 C15 C16 128.47(19) . . ? C14 C15 S2 109.48(15) . . ? C16 C15 S2 121.81(14) . . ? C1 C16 C15 107.55(15) 2_665 . ? C1 C16 C17 110.26(16) 2_665 . ? C15 C16 C17 108.93(16) . . ? C1 C16 C20 109.14(16) 2_665 . ? C15 C16 C20 110.27(16) . . ? C17 C16 C20 110.65(16) . . ? C18 C17 C16 114.65(17) . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? C16 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? C19 C18 C17 112.9(2) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C16 115.10(18) . . ? C21 C20 H20A 108.5 . . ? C16 C20 H20A 108.5 . . ? C21 C20 H20B 108.5 . . ? C16 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? C20 C21 C22 111.8(2) . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 107.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.264 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.076 # Attachment '624_web_deposit_cif_file_1_Gon-AnnLee_1267790451.cif' data_a8255 _database_code_depnum_ccdc_archive 'CCDC 768513' #TrackingRef '624_web_deposit_cif_file_1_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common tetraspirocycloheptyl _chemical_melting_point 233-234 _chemical_formula_moiety 'C44 H56 O4' _chemical_formula_sum 'C44 H56 O4' _chemical_formula_weight 648.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3562(3) _cell_length_b 12.6876(3) _cell_length_c 12.8733(3) _cell_angle_alpha 113.2500(10) _cell_angle_beta 96.6300(10) _cell_angle_gamma 95.5330(10) _cell_volume 1819.43(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9697 _exptl_absorpt_correction_T_max 0.9854 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12149 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6198 _reflns_number_gt 4620 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0818P)^2^+0.1173P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6198 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1506 _refine_ls_wR_factor_gt 0.1288 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.74296(14) 1.12579(16) 0.29543(16) 0.0381(4) Uani 1 1 d . . . C2 C 0.79619(16) 1.13412(19) 0.39543(17) 0.0489(5) Uani 1 1 d . . . H2 H 0.8116 1.2002 0.4640 0.059 Uiso 1 1 calc R . . C3 C 0.82482(16) 1.02343(19) 0.37735(17) 0.0482(5) Uani 1 1 d . . . H3 H 0.8622 1.0032 0.4320 0.058 Uiso 1 1 calc R . . C4 C 0.78792(14) 0.95335(16) 0.26671(16) 0.0383(4) Uani 1 1 d . . . C5 C 0.78739(15) 0.82695(16) 0.19300(17) 0.0406(5) Uani 1 1 d . . . C6 C 0.84267(17) 0.81494(18) 0.08825(18) 0.0510(5) Uani 1 1 d . . . H6A H 0.7887 0.8217 0.0311 0.061 Uiso 1 1 calc R . . H6B H 0.9017 0.8801 0.1121 0.061 Uiso 1 1 calc R . . C7 C 0.89041(19) 0.7038(2) 0.0308(2) 0.0708(7) Uani 1 1 d . . . H7A H 0.8874 0.6871 -0.0499 0.085 Uiso 1 1 calc R . . H7B H 0.8449 0.6399 0.0360 0.085 Uiso 1 1 calc R . . C8 C 1.0094(2) 0.7105(3) 0.0839(3) 0.0940(10) Uani 1 1 d . . . H8A H 1.0383 0.6437 0.0338 0.113 Uiso 1 1 calc R . . H8B H 1.0525 0.7792 0.0852 0.113 Uiso 1 1 calc R . . C9 C 1.0280(2) 0.7145(3) 0.2037(4) 0.0984(11) Uani 1 1 d . . . H9A H 1.0021 0.6378 0.1989 0.118 Uiso 1 1 calc R . . H9B H 1.1068 0.7312 0.2315 0.118 Uiso 1 1 calc R . . C10 C 0.97318(18) 0.8019(2) 0.2924(3) 0.0737(8) Uani 1 1 d . . . H10A H 0.9947 0.8783 0.2943 0.088 Uiso 1 1 calc R . . H10B H 0.9998 0.8047 0.3674 0.088 Uiso 1 1 calc R . . C11 C 0.84701(16) 0.7732(2) 0.2681(2) 0.0560(6) Uani 1 1 d . . . H11A H 0.8205 0.7995 0.3409 0.067 Uiso 1 1 calc R . . H11B H 0.8264 0.6895 0.2306 0.067 Uiso 1 1 calc R . . C12 C 0.66984(15) 0.76622(16) 0.15262(16) 0.0385(4) Uani 1 1 d . . . C13 C 0.60799(17) 0.70048(18) 0.05050(17) 0.0501(5) Uani 1 1 d . . . H13 H 0.6293 0.6828 -0.0207 0.060 Uiso 1 1 calc R . . C14 C 0.50351(16) 0.66256(18) 0.07101(17) 0.0473(5) Uani 1 1 d . . . H14 H 0.4440 0.6152 0.0158 0.057 Uiso 1 1 calc R . . C15 C 0.50709(14) 0.70783(15) 0.18481(15) 0.0358(4) Uani 1 1 d . . . C16 C 0.42815(14) 0.70481(15) 0.26421(15) 0.0363(4) Uani 1 1 d . . . C17 C 0.48612(16) 0.67241(17) 0.35796(17) 0.0438(5) Uani 1 1 d . . . H17A H 0.5586 0.7193 0.3873 0.053 Uiso 1 1 calc R . . H17B H 0.4445 0.6933 0.4207 0.053 Uiso 1 1 calc R . . C18 C 0.49995(18) 0.54591(19) 0.3214(2) 0.0561(6) Uani 1 1 d . . . H18A H 0.5053 0.5128 0.2406 0.067 Uiso 1 1 calc R . . H18B H 0.5684 0.5415 0.3637 0.067 Uiso 1 1 calc R . . C19 C 0.4056(2) 0.4745(2) 0.3415(2) 0.0672(7) Uani 1 1 d . . . H19A H 0.4252 0.3984 0.3277 0.081 Uiso 1 1 calc R . . H19B H 0.3978 0.5112 0.4216 0.081 Uiso 1 1 calc R . . C20 C 0.2948(2) 0.4584(2) 0.2686(2) 0.0647(7) Uani 1 1 d . . . H20A H 0.2393 0.4243 0.2986 0.078 Uiso 1 1 calc R . . H20B H 0.2967 0.4023 0.1916 0.078 Uiso 1 1 calc R . . C21 C 0.25644(16) 0.56581(18) 0.25967(19) 0.0523(5) Uani 1 1 d . . . H21A H 0.1799 0.5459 0.2226 0.063 Uiso 1 1 calc R . . H21B H 0.2602 0.6252 0.3364 0.063 Uiso 1 1 calc R . . C22 C 0.32399(15) 0.61571(17) 0.19305(17) 0.0442(5) Uani 1 1 d . . . H22A H 0.2766 0.6528 0.1571 0.053 Uiso 1 1 calc R . . H22B H 0.3467 0.5519 0.1322 0.053 Uiso 1 1 calc R . . C23 C 0.39718(14) 0.82370(16) 0.32322(15) 0.0350(4) Uani 1 1 d . . . C24 C 0.38926(15) 0.89012(17) 0.43187(16) 0.0419(5) Uani 1 1 d . . . H24 H 0.4024 0.8710 0.4944 0.050 Uiso 1 1 calc R . . C25 C 0.35687(16) 0.99578(17) 0.43391(16) 0.0427(5) Uani 1 1 d . . . H25 H 0.3447 1.0583 0.4979 0.051 Uiso 1 1 calc R . . C26 C 0.34730(14) 0.98799(15) 0.32663(15) 0.0343(4) Uani 1 1 d . . . C27 C 0.31442(14) 1.06725(15) 0.27124(15) 0.0345(4) Uani 1 1 d . . . C28 C 0.20778(15) 1.00539(18) 0.18308(17) 0.0445(5) Uani 1 1 d . . . H28A H 0.2281 0.9497 0.1141 0.053 Uiso 1 1 calc R . . H28B H 0.1626 0.9619 0.2141 0.053 Uiso 1 1 calc R . . C29 C 0.13720(17) 1.0830(2) 0.1491(2) 0.0624(6) Uani 1 1 d . . . H29A H 0.1854 1.1486 0.1503 0.075 Uiso 1 1 calc R . . H29B H 0.0989 1.0393 0.0710 0.075 Uiso 1 1 calc R . . C30 C 0.05283(19) 1.1281(3) 0.2260(3) 0.0814(9) Uani 1 1 d . . . H30A H 0.0025 1.1621 0.1893 0.098 Uiso 1 1 calc R . . H30B H 0.0102 1.0624 0.2308 0.098 Uiso 1 1 calc R . . C31 C 0.09714(19) 1.2170(2) 0.3468(3) 0.0732(8) Uani 1 1 d . . . H31A H 0.0366 1.2305 0.3899 0.088 Uiso 1 1 calc R . . H31B H 0.1244 1.2897 0.3433 0.088 Uiso 1 1 calc R . . C32 C 0.18849(18) 1.1844(2) 0.4119(2) 0.0577(6) Uani 1 1 d . . . H32A H 0.1645 1.1080 0.4089 0.069 Uiso 1 1 calc R . . H32B H 0.2016 1.2391 0.4917 0.069 Uiso 1 1 calc R . . C33 C 0.29658(15) 1.18317(16) 0.36514(17) 0.0423(5) Uani 1 1 d . . . H33A H 0.3568 1.2064 0.4290 0.051 Uiso 1 1 calc R . . H33B H 0.3019 1.2418 0.3345 0.051 Uiso 1 1 calc R . . C34 C 0.40294(14) 1.09481(15) 0.21108(15) 0.0351(4) Uani 1 1 d . . . C35 C 0.40303(16) 1.09314(17) 0.10602(16) 0.0437(5) Uani 1 1 d . . . H35 H 0.3429 1.0681 0.0469 0.052 Uiso 1 1 calc R . . C36 C 0.51214(16) 1.13684(18) 0.10198(18) 0.0467(5) Uani 1 1 d . . . H36 H 0.5366 1.1458 0.0399 0.056 Uiso 1 1 calc R . . C37 C 0.57286(15) 1.16261(16) 0.20418(16) 0.0386(4) Uani 1 1 d . . . C38 C 0.69309(15) 1.20939(16) 0.25460(17) 0.0413(5) Uani 1 1 d . . . C39 C 0.75466(17) 1.21799(19) 0.1592(2) 0.0520(5) Uani 1 1 d . . . H39A H 0.8316 1.2133 0.1793 0.062 Uiso 1 1 calc R . . H39B H 0.7251 1.1506 0.0885 0.062 Uiso 1 1 calc R . . C40 C 0.7497(2) 1.3259(2) 0.1354(3) 0.0785(8) Uani 1 1 d . . . H40A H 0.7537 1.3057 0.0551 0.094 Uiso 1 1 calc R . . H40B H 0.6792 1.3516 0.1491 0.094 Uiso 1 1 calc R . . C41 C 0.8410(3) 1.4249(2) 0.2081(3) 0.1048(9) Uani 1 1 d . . . H41A H 0.9106 1.3954 0.2033 0.126 Uiso 1 1 calc R . . H41B H 0.8434 1.4821 0.1756 0.126 Uiso 1 1 calc R . . C42 C 0.8312(3) 1.4850(2) 0.3327(3) 0.1048(9) Uani 1 1 d . . . H42A H 0.7696 1.5277 0.3382 0.126 Uiso 1 1 calc R . . H42B H 0.8974 1.5412 0.3721 0.126 Uiso 1 1 calc R . . C43 C 0.8149(2) 1.4060(2) 0.3961(3) 0.0828(9) Uani 1 1 d . . . H43A H 0.8235 1.4542 0.4776 0.099 Uiso 1 1 calc R . . H43B H 0.8724 1.3576 0.3847 0.099 Uiso 1 1 calc R . . C44 C 0.70237(17) 1.32750(17) 0.3576(2) 0.0576(6) Uani 1 1 d . . . H44A H 0.6477 1.3699 0.3385 0.069 Uiso 1 1 calc R . . H44B H 0.6833 1.3130 0.4222 0.069 Uiso 1 1 calc R . . O1 O 0.73739(9) 1.01486(10) 0.21378(10) 0.0378(3) Uani 1 1 d . . . O2 O 0.60956(10) 0.77264(11) 0.23702(10) 0.0396(3) Uani 1 1 d . . . O3 O 0.37116(10) 0.88197(10) 0.25532(10) 0.0364(3) Uani 1 1 d . . . O4 O 0.50741(9) 1.13872(10) 0.27432(10) 0.0375(3) 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 C1 0.0309(9) 0.0322(10) 0.0494(11) 0.0131(9) 0.0141(8) 0.0032(8) C2 0.0454(12) 0.0499(13) 0.0450(11) 0.0127(10) 0.0105(9) 0.0040(10) C3 0.0443(11) 0.0589(14) 0.0478(12) 0.0284(11) 0.0075(9) 0.0085(10) C4 0.0317(10) 0.0452(11) 0.0504(11) 0.0306(10) 0.0117(8) 0.0092(8) C5 0.0358(10) 0.0394(11) 0.0592(12) 0.0299(10) 0.0161(9) 0.0115(8) C6 0.0489(12) 0.0439(12) 0.0679(14) 0.0259(11) 0.0270(10) 0.0094(10) C7 0.0558(14) 0.0516(14) 0.0993(19) 0.0177(13) 0.0388(14) 0.0095(11) C8 0.0521(16) 0.0648(18) 0.151(3) 0.0205(19) 0.0436(18) 0.0189(13) C9 0.0437(14) 0.075(2) 0.190(4) 0.065(2) 0.0208(19) 0.0241(13) C10 0.0453(13) 0.0801(18) 0.117(2) 0.0629(17) 0.0057(13) 0.0169(12) C11 0.0444(12) 0.0571(14) 0.0882(16) 0.0506(13) 0.0133(11) 0.0135(10) C12 0.0403(10) 0.0355(10) 0.0504(11) 0.0243(9) 0.0184(9) 0.0130(8) C13 0.0519(12) 0.0561(13) 0.0459(12) 0.0208(10) 0.0185(10) 0.0134(10) C14 0.0424(11) 0.0491(12) 0.0455(12) 0.0157(10) 0.0055(9) 0.0032(9) C15 0.0324(10) 0.0293(9) 0.0470(11) 0.0170(8) 0.0060(8) 0.0050(8) C16 0.0347(10) 0.0336(10) 0.0452(10) 0.0207(8) 0.0081(8) 0.0051(8) C17 0.0423(11) 0.0447(12) 0.0536(12) 0.0296(10) 0.0080(9) 0.0075(9) C18 0.0513(13) 0.0525(13) 0.0797(15) 0.0395(12) 0.0149(11) 0.0183(11) C19 0.0693(16) 0.0525(14) 0.1012(19) 0.0500(14) 0.0230(14) 0.0152(12) C20 0.0627(15) 0.0452(13) 0.0962(18) 0.0368(13) 0.0276(13) 0.0029(11) C21 0.0406(11) 0.0457(12) 0.0724(14) 0.0254(11) 0.0158(10) 0.0022(9) C22 0.0378(10) 0.0400(11) 0.0549(12) 0.0203(9) 0.0065(9) 0.0048(9) C23 0.0331(9) 0.0377(10) 0.0424(10) 0.0242(9) 0.0096(8) 0.0054(8) C24 0.0473(11) 0.0450(12) 0.0429(11) 0.0256(9) 0.0133(9) 0.0105(9) C25 0.0495(12) 0.0401(11) 0.0417(11) 0.0175(9) 0.0141(9) 0.0111(9) C26 0.0327(9) 0.0313(10) 0.0405(10) 0.0150(8) 0.0107(8) 0.0062(8) C27 0.0311(9) 0.0339(10) 0.0418(10) 0.0186(8) 0.0082(8) 0.0048(8) C28 0.0366(10) 0.0487(12) 0.0504(11) 0.0254(10) 0.0049(9) -0.0025(9) C29 0.0409(12) 0.0794(17) 0.0748(15) 0.0442(14) -0.0029(11) 0.0061(11) C30 0.0369(13) 0.105(2) 0.129(3) 0.072(2) 0.0193(15) 0.0209(14) C31 0.0510(14) 0.0700(17) 0.125(2) 0.0557(18) 0.0430(15) 0.0281(13) C32 0.0637(14) 0.0475(13) 0.0724(15) 0.0271(11) 0.0348(12) 0.0173(11) C33 0.0406(11) 0.0356(11) 0.0532(11) 0.0197(9) 0.0113(9) 0.0063(8) C34 0.0312(10) 0.0330(10) 0.0442(10) 0.0189(8) 0.0058(8) 0.0065(8) C35 0.0389(11) 0.0519(12) 0.0471(11) 0.0264(10) 0.0089(9) 0.0092(9) C36 0.0471(12) 0.0534(13) 0.0534(12) 0.0316(10) 0.0217(10) 0.0132(10) C37 0.0368(10) 0.0342(10) 0.0556(12) 0.0252(9) 0.0201(9) 0.0111(8) C38 0.0338(10) 0.0319(10) 0.0621(12) 0.0204(9) 0.0176(9) 0.0072(8) C39 0.0429(11) 0.0479(13) 0.0806(15) 0.0363(12) 0.0267(11) 0.0138(10) C40 0.0724(17) 0.0733(18) 0.126(2) 0.0690(18) 0.0413(16) 0.0252(14) C41 0.0873(14) 0.0486(13) 0.186(3) 0.0515(15) 0.0467(17) 0.0002(11) C42 0.0873(14) 0.0486(13) 0.186(3) 0.0515(15) 0.0467(17) 0.0002(11) C43 0.0589(15) 0.0479(15) 0.113(2) 0.0042(14) 0.0173(15) 0.0010(12) C44 0.0458(12) 0.0365(12) 0.0817(16) 0.0122(11) 0.0201(11) 0.0086(9) O1 0.0374(7) 0.0331(7) 0.0451(7) 0.0177(6) 0.0075(6) 0.0080(5) O2 0.0363(7) 0.0391(7) 0.0453(7) 0.0187(6) 0.0119(6) 0.0028(6) O3 0.0423(7) 0.0330(7) 0.0391(7) 0.0185(6) 0.0107(5) 0.0094(6) O4 0.0302(7) 0.0401(7) 0.0469(7) 0.0220(6) 0.0100(5) 0.0046(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.336(3) . ? C1 O1 1.374(2) . ? C1 C38 1.507(3) . ? C2 C3 1.417(3) . ? C2 H2 0.9300 . ? C3 C4 1.341(3) . ? C3 H3 0.9300 . ? C4 O1 1.371(2) . ? C4 C5 1.506(3) . ? C5 C12 1.506(3) . ? C5 C6 1.542(3) . ? C5 C11 1.548(3) . ? C6 C7 1.524(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.528(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.513(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.522(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.533(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.337(3) . ? C12 O2 1.368(2) . ? C13 C14 1.424(3) . ? C13 H13 0.9300 . ? C14 C15 1.339(3) . ? C14 H14 0.9300 . ? C15 O2 1.378(2) . ? C15 C16 1.501(3) . ? C16 C23 1.508(2) . ? C16 C17 1.545(2) . ? C16 C22 1.550(3) . ? C17 C18 1.517(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.516(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.515(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.527(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.525(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.339(3) . ? C23 O3 1.380(2) . ? C24 C25 1.427(3) . ? C24 H24 0.9300 . ? C25 C26 1.335(3) . ? C25 H25 0.9300 . ? C26 O3 1.380(2) . ? C26 C27 1.504(2) . ? C27 C34 1.501(2) . ? C27 C28 1.547(2) . ? C27 C33 1.547(2) . ? C28 C29 1.529(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.517(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.514(4) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.515(3) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.526(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.344(3) . ? C34 O4 1.378(2) . ? C35 C36 1.422(3) . ? C35 H35 0.9300 . ? C36 C37 1.336(3) . ? C36 H36 0.9300 . ? C37 O4 1.378(2) . ? C37 C38 1.511(3) . ? C38 C44 1.543(3) . ? C38 C39 1.551(3) . ? C39 C40 1.521(3) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C41 1.511(4) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.504(5) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.535(4) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.535(3) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 O1 109.35(16) . . ? C2 C1 C38 134.69(18) . . ? O1 C1 C38 115.93(15) . . ? C1 C2 C3 107.16(18) . . ? C1 C2 H2 126.4 . . ? C3 C2 H2 126.4 . . ? C4 C3 C2 107.21(17) . . ? C4 C3 H3 126.4 . . ? C2 C3 H3 126.4 . . ? C3 C4 O1 109.15(17) . . ? C3 C4 C5 134.82(17) . . ? O1 C4 C5 116.00(15) . . ? C12 C5 C4 108.95(14) . . ? C12 C5 C6 109.39(16) . . ? C4 C5 C6 109.84(15) . . ? C12 C5 C11 108.19(15) . . ? C4 C5 C11 108.06(16) . . ? C6 C5 C11 112.35(16) . . ? C7 C6 C5 117.14(18) . . ? C7 C6 H6A 108.0 . . ? C5 C6 H6A 108.0 . . ? C7 C6 H6B 108.0 . . ? C5 C6 H6B 108.0 . . ? H6A C6 H6B 107.3 . . ? C6 C7 C8 113.3(2) . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C7 116.8(2) . . ? C9 C8 H8A 108.1 . . ? C7 C8 H8A 108.1 . . ? C9 C8 H8B 108.1 . . ? C7 C8 H8B 108.1 . . ? H8A C8 H8B 107.3 . . ? C10 C9 C8 116.6(2) . . ? C10 C9 H9A 108.1 . . ? C8 C9 H9A 108.1 . . ? C10 C9 H9B 108.1 . . ? C8 C9 H9B 108.1 . . ? H9A C9 H9B 107.3 . . ? C9 C10 C11 113.3(2) . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C5 115.55(18) . . ? C10 C11 H11A 108.4 . . ? C5 C11 H11A 108.4 . . ? C10 C11 H11B 108.4 . . ? C5 C11 H11B 108.4 . . ? H11A C11 H11B 107.5 . . ? C13 C12 O2 109.10(16) . . ? C13 C12 C5 135.07(17) . . ? O2 C12 C5 115.76(16) . . ? C12 C13 C14 107.30(17) . . ? C12 C13 H13 126.3 . . ? C14 C13 H13 126.3 . . ? C15 C14 C13 107.15(18) . . ? C15 C14 H14 126.4 . . ? C13 C14 H14 126.4 . . ? C14 C15 O2 108.77(16) . . ? C14 C15 C16 135.63(17) . . ? O2 C15 C16 115.59(15) . . ? C15 C16 C23 109.79(14) . . ? C15 C16 C17 108.88(14) . . ? C23 C16 C17 107.53(15) . . ? C15 C16 C22 108.61(15) . . ? C23 C16 C22 110.18(14) . . ? C17 C16 C22 111.83(15) . . ? C18 C17 C16 116.22(17) . . ? C18 C17 H17A 108.2 . . ? C16 C17 H17A 108.2 . . ? C18 C17 H17B 108.2 . . ? C16 C17 H17B 108.2 . . ? H17A C17 H17B 107.4 . . ? C19 C18 C17 112.90(18) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C20 C19 C18 115.73(19) . . ? C20 C19 H19A 108.3 . . ? C18 C19 H19A 108.3 . . ? C20 C19 H19B 108.3 . . ? C18 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? C19 C20 C21 117.67(19) . . ? C19 C20 H20A 107.9 . . ? C21 C20 H20A 107.9 . . ? C19 C20 H20B 107.9 . . ? C21 C20 H20B 107.9 . . ? H20A C20 H20B 107.2 . . ? C22 C21 C20 113.83(17) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C21 C22 C16 115.77(16) . . ? C21 C22 H22A 108.3 . . ? C16 C22 H22A 108.3 . . ? C21 C22 H22B 108.3 . . ? C16 C22 H22B 108.3 . . ? H22A C22 H22B 107.4 . . ? C24 C23 O3 109.28(16) . . ? C24 C23 C16 133.97(16) . . ? O3 C23 C16 116.75(15) . . ? C23 C24 C25 107.26(16) . . ? C23 C24 H24 126.4 . . ? C25 C24 H24 126.4 . . ? C26 C25 C24 107.03(16) . . ? C26 C25 H25 126.5 . . ? C24 C25 H25 126.5 . . ? C25 C26 O3 109.63(15) . . ? C25 C26 C27 133.66(17) . . ? O3 C26 C27 116.69(14) . . ? C34 C27 C26 111.47(14) . . ? C34 C27 C28 109.30(15) . . ? C26 C27 C28 108.03(14) . . ? C34 C27 C33 107.55(14) . . ? C26 C27 C33 109.02(15) . . ? C28 C27 C33 111.50(15) . . ? C29 C28 C27 116.55(17) . . ? C29 C28 H28A 108.2 . . ? C27 C28 H28A 108.2 . . ? C29 C28 H28B 108.2 . . ? C27 C28 H28B 108.2 . . ? H28A C28 H28B 107.3 . . ? C30 C29 C28 114.14(19) . . ? C30 C29 H29A 108.7 . . ? C28 C29 H29A 108.7 . . ? C30 C29 H29B 108.7 . . ? C28 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? C31 C30 C29 116.7(2) . . ? C31 C30 H30A 108.1 . . ? C29 C30 H30A 108.1 . . ? C31 C30 H30B 108.1 . . ? C29 C30 H30B 108.1 . . ? H30A C30 H30B 107.3 . . ? C30 C31 C32 115.3(2) . . ? C30 C31 H31A 108.5 . . ? C32 C31 H31A 108.5 . . ? C30 C31 H31B 108.5 . . ? C32 C31 H31B 108.5 . . ? H31A C31 H31B 107.5 . . ? C31 C32 C33 113.47(18) . . ? C31 C32 H32A 108.9 . . ? C33 C32 H32A 108.9 . . ? C31 C32 H32B 108.9 . . ? C33 C32 H32B 108.9 . . ? H32A C32 H32B 107.7 . . ? C32 C33 C27 117.21(16) . . ? C32 C33 H33A 108.0 . . ? C27 C33 H33A 108.0 . . ? C32 C33 H33B 108.0 . . ? C27 C33 H33B 108.0 . . ? H33A C33 H33B 107.2 . . ? C35 C34 O4 109.00(16) . . ? C35 C34 C27 133.70(16) . . ? O4 C34 C27 117.16(15) . . ? C34 C35 C36 107.30(17) . . ? C34 C35 H35 126.3 . . ? C36 C35 H35 126.3 . . ? C37 C36 C35 107.14(17) . . ? C37 C36 H36 126.4 . . ? C35 C36 H36 126.4 . . ? C36 C37 O4 109.52(16) . . ? C36 C37 C38 133.84(17) . . ? O4 C37 C38 116.64(16) . . ? C1 C38 C37 109.38(15) . . ? C1 C38 C44 108.99(17) . . ? C37 C38 C44 109.25(15) . . ? C1 C38 C39 107.86(14) . . ? C37 C38 C39 108.71(16) . . ? C44 C38 C39 112.60(16) . . ? C40 C39 C38 117.08(18) . . ? C40 C39 H39A 108.0 . . ? C38 C39 H39A 108.0 . . ? C40 C39 H39B 108.0 . . ? C38 C39 H39B 108.0 . . ? H39A C39 H39B 107.3 . . ? C41 C40 C39 113.5(2) . . ? C41 C40 H40A 108.9 . . ? C39 C40 H40A 108.9 . . ? C41 C40 H40B 108.9 . . ? C39 C40 H40B 108.9 . . ? H40A C40 H40B 107.7 . . ? C42 C41 C40 115.6(3) . . ? C42 C41 H41A 108.4 . . ? C40 C41 H41A 108.4 . . ? C42 C41 H41B 108.4 . . ? C40 C41 H41B 108.4 . . ? H41A C41 H41B 107.4 . . ? C41 C42 C43 116.0(2) . . ? C41 C42 H42A 108.3 . . ? C43 C42 H42A 108.3 . . ? C41 C42 H42B 108.3 . . ? C43 C42 H42B 108.3 . . ? H42A C42 H42B 107.4 . . ? C42 C43 C44 114.1(3) . . ? C42 C43 H43A 108.7 . . ? C44 C43 H43A 108.7 . . ? C42 C43 H43B 108.7 . . ? C44 C43 H43B 108.7 . . ? H43A C43 H43B 107.6 . . ? C43 C44 C38 116.71(18) . . ? C43 C44 H44A 108.1 . . ? C38 C44 H44A 108.1 . . ? C43 C44 H44B 108.1 . . ? C38 C44 H44B 108.1 . . ? H44A C44 H44B 107.3 . . ? C4 O1 C1 107.13(14) . . ? C12 O2 C15 107.68(14) . . ? C23 O3 C26 106.79(13) . . ? C37 O4 C34 107.03(13) . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.305 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.099 # Attachment '625_web_deposit_cif_file_2_Gon-AnnLee_1267790451.cif' data_a8256 _database_code_depnum_ccdc_archive 'CCDC 768514' #TrackingRef '625_web_deposit_cif_file_2_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common tetraspirocycloheptyl _chemical_melting_point 338-339 _chemical_formula_moiety 'C44 H56 S4' _chemical_formula_sum 'C44 H56 S4' _chemical_formula_weight 713.13 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7221(6) _cell_length_b 12.9033(5) _cell_length_c 12.9605(5) _cell_angle_alpha 114.1680(10) _cell_angle_beta 95.011(2) _cell_angle_gamma 93.1000(10) _cell_volume 1924.19(14) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.277 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.9092 _exptl_absorpt_correction_T_max 0.9596 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13054 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.02 _reflns_number_total 6701 _reflns_number_gt 5169 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0916P)^2^+0.2329P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6701 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0626 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1503 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.09854(18) 0.61761(19) 0.2236(2) 0.0325(5) Uani 1 1 d . . . C2 C -0.0838(2) 0.6258(2) 0.1256(2) 0.0451(6) Uani 1 1 d . . . H2 H -0.1375 0.6062 0.0654 0.054 Uiso 1 1 calc R . . C3 C 0.0208(2) 0.6670(2) 0.1222(2) 0.0468(7) Uani 1 1 d . . . H3 H 0.0421 0.6770 0.0598 0.056 Uiso 1 1 calc R . . C4 C 0.08656(19) 0.69046(19) 0.2180(2) 0.0339(5) Uani 1 1 d . . . C5 C 0.20379(19) 0.73150(19) 0.2496(2) 0.0338(5) Uani 1 1 d . . . C6 C 0.2503(2) 0.7454(2) 0.1491(2) 0.0427(6) Uani 1 1 d . . . H6A H 0.3262 0.7410 0.1580 0.051 Uiso 1 1 calc R . . H6B H 0.2208 0.6812 0.0792 0.051 Uiso 1 1 calc R . . C7 C 0.2313(3) 0.8553(2) 0.1350(3) 0.0570(8) Uani 1 1 d . . . H7A H 0.1638 0.8796 0.1609 0.068 Uiso 1 1 calc R . . H7B H 0.2270 0.8397 0.0549 0.068 Uiso 1 1 calc R . . C8 C 0.3189(3) 0.9526(3) 0.2017(3) 0.0801(11) Uani 1 1 d . . . H8A H 0.3868 0.9244 0.1816 0.096 Uiso 1 1 calc R . . H8B H 0.3100 1.0132 0.1768 0.096 Uiso 1 1 calc R . . C9 C 0.3235(3) 1.0034(3) 0.3302(3) 0.0743(10) Uani 1 1 d . . . H9A H 0.2632 1.0473 0.3514 0.089 Uiso 1 1 calc R . . H9B H 0.3870 1.0563 0.3623 0.089 Uiso 1 1 calc R . . C10 C 0.3236(2) 0.9188(2) 0.3847(3) 0.0558(8) Uani 1 1 d . . . H10A H 0.3793 0.8694 0.3579 0.067 Uiso 1 1 calc R . . H10B H 0.3397 0.9606 0.4666 0.067 Uiso 1 1 calc R . . C11 C 0.2184(2) 0.8454(2) 0.3584(2) 0.0432(6) Uani 1 1 d . . . H11A H 0.1620 0.8909 0.3522 0.052 Uiso 1 1 calc R . . H11B H 0.2091 0.8277 0.4231 0.052 Uiso 1 1 calc R . . C12 C 0.25961(18) 0.64030(18) 0.2743(2) 0.0314(5) Uani 1 1 d . . . C13 C 0.3141(2) 0.6447(2) 0.3696(2) 0.0435(6) Uani 1 1 d . . . H13 H 0.3272 0.7109 0.4367 0.052 Uiso 1 1 calc R . . C14 C 0.3498(2) 0.5382(2) 0.3583(2) 0.0431(6) Uani 1 1 d . . . H14 H 0.3888 0.5284 0.4173 0.052 Uiso 1 1 calc R . . C15 C 0.32171(18) 0.45273(19) 0.2539(2) 0.0316(5) Uani 1 1 d . . . C16 C 0.33651(18) 0.32584(18) 0.20814(19) 0.0310(5) Uani 1 1 d . . . C17 C 0.3861(2) 0.2903(2) 0.0950(2) 0.0389(6) Uani 1 1 d . . . H17A H 0.3308 0.2839 0.0357 0.047 Uiso 1 1 calc R . . H17B H 0.4384 0.3517 0.1033 0.047 Uiso 1 1 calc R . . C18 C 0.4394(2) 0.1794(2) 0.0540(3) 0.0516(7) Uani 1 1 d . . . H18A H 0.4328 0.1456 -0.0286 0.062 Uiso 1 1 calc R . . H18B H 0.4027 0.1262 0.0773 0.062 Uiso 1 1 calc R . . C19 C 0.5566(3) 0.1969(3) 0.1004(3) 0.0686(10) Uani 1 1 d . . . H19A H 0.5881 0.1268 0.0597 0.082 Uiso 1 1 calc R . . H19B H 0.5911 0.2559 0.0833 0.082 Uiso 1 1 calc R . . C20 C 0.5806(2) 0.2293(3) 0.2262(3) 0.0694(10) Uani 1 1 d . . . H20A H 0.6566 0.2482 0.2469 0.083 Uiso 1 1 calc R . . H20B H 0.5615 0.1629 0.2403 0.083 Uiso 1 1 calc R . . C21 C 0.5257(2) 0.3286(2) 0.3051(3) 0.0531(7) Uani 1 1 d . . . H21A H 0.5384 0.3934 0.2865 0.064 Uiso 1 1 calc R . . H21B H 0.5568 0.3505 0.3830 0.064 Uiso 1 1 calc R . . C22 C 0.4064(2) 0.3007(2) 0.2969(2) 0.0403(6) Uani 1 1 d . . . H22A H 0.3841 0.3434 0.3712 0.048 Uiso 1 1 calc R . . H22B H 0.3928 0.2202 0.2797 0.048 Uiso 1 1 calc R . . C23 C 0.22686(19) 0.26228(19) 0.18676(19) 0.0315(5) Uani 1 1 d . . . C24 C 0.1683(2) 0.1901(3) 0.0904(2) 0.0597(8) Uani 1 1 d . . . H24 H 0.1928 0.1652 0.0194 0.072 Uiso 1 1 calc R . . C25 C 0.0657(2) 0.1551(3) 0.1059(2) 0.0567(8) Uani 1 1 d . . . H25 H 0.0166 0.1060 0.0458 0.068 Uiso 1 1 calc R . . C26 C 0.04518(18) 0.19874(19) 0.2150(2) 0.0313(5) Uani 1 1 d . . . C27 C -0.05545(18) 0.19022(19) 0.26638(19) 0.0308(5) Uani 1 1 d . . . C28 C -0.0300(2) 0.1698(2) 0.3743(2) 0.0358(5) Uani 1 1 d . . . H28A H 0.0281 0.2250 0.4222 0.043 Uiso 1 1 calc R . . H28B H -0.0913 0.1844 0.4160 0.043 Uiso 1 1 calc R . . C29 C -0.0004(2) 0.0508(2) 0.3545(2) 0.0487(7) Uani 1 1 d . . . H29A H 0.0310 0.0188 0.2839 0.058 Uiso 1 1 calc R . . H29B H 0.0525 0.0569 0.4159 0.058 Uiso 1 1 calc R . . C30 C -0.0946(3) -0.0296(2) 0.3485(3) 0.0593(8) Uani 1 1 d . . . H30A H -0.0686 -0.0995 0.3469 0.071 Uiso 1 1 calc R . . H30B H -0.1277 0.0051 0.4178 0.071 Uiso 1 1 calc R . . C31 C -0.1784(3) -0.0603(2) 0.2478(3) 0.0626(9) Uani 1 1 d . . . H31A H -0.2393 -0.1006 0.2599 0.075 Uiso 1 1 calc R . . H31B H -0.1507 -0.1131 0.1806 0.075 Uiso 1 1 calc R . . C32 C -0.2167(2) 0.0375(2) 0.2226(2) 0.0469(7) Uani 1 1 d . . . H32A H -0.2364 0.0957 0.2920 0.056 Uiso 1 1 calc R . . H32B H -0.2797 0.0094 0.1674 0.056 Uiso 1 1 calc R . . C33 C -0.1340(2) 0.0915(2) 0.1765(2) 0.0381(6) Uani 1 1 d . . . H33A H -0.1708 0.1205 0.1266 0.046 Uiso 1 1 calc R . . H33B H -0.0930 0.0320 0.1303 0.046 Uiso 1 1 calc R . . C34 C -0.10347(18) 0.30394(19) 0.29985(19) 0.0307(5) Uani 1 1 d . . . C35 C -0.1331(2) 0.3747(2) 0.4001(2) 0.0454(7) Uani 1 1 d . . . H35 H -0.1294 0.3587 0.4640 0.054 Uiso 1 1 calc R . . C36 C -0.1707(2) 0.4764(2) 0.3991(2) 0.0468(7) Uani 1 1 d . . . H36 H -0.1944 0.5326 0.4621 0.056 Uiso 1 1 calc R . . C37 C -0.16861(18) 0.48358(19) 0.2988(2) 0.0318(5) Uani 1 1 d . . . C38 C -0.19630(18) 0.57879(19) 0.2633(2) 0.0323(5) Uani 1 1 d . . . C39 C -0.2251(2) 0.6830(2) 0.3673(2) 0.0388(6) Uani 1 1 d . . . H39A H -0.1763 0.6926 0.4331 0.047 Uiso 1 1 calc R . . H39B H -0.2123 0.7504 0.3529 0.047 Uiso 1 1 calc R . . C40 C -0.3370(2) 0.6803(2) 0.3992(3) 0.0516(7) Uani 1 1 d . . . H40A H -0.3628 0.6021 0.3813 0.062 Uiso 1 1 calc R . . H40B H -0.3352 0.7238 0.4807 0.062 Uiso 1 1 calc R . . C41 C -0.4134(2) 0.7285(3) 0.3380(3) 0.0682(10) Uani 1 1 d . . . H41A H -0.4775 0.7413 0.3751 0.082 Uiso 1 1 calc R . . H41B H -0.3818 0.8021 0.3466 0.082 Uiso 1 1 calc R . . C42 C -0.4436(2) 0.6554(3) 0.2135(3) 0.0707(10) Uani 1 1 d . . . H42A H -0.4875 0.6970 0.1819 0.085 Uiso 1 1 calc R . . H42B H -0.4869 0.5877 0.2057 0.085 Uiso 1 1 calc R . . C43 C -0.3519(2) 0.6172(3) 0.1418(3) 0.0537(7) Uani 1 1 d . . . H43A H -0.3802 0.5839 0.0618 0.064 Uiso 1 1 calc R . . H43B H -0.3041 0.6839 0.1555 0.064 Uiso 1 1 calc R . . C44 C -0.2892(2) 0.5311(2) 0.1660(2) 0.0411(6) Uani 1 1 d . . . H44A H -0.2610 0.4837 0.0967 0.049 Uiso 1 1 calc R . . H44B H -0.3381 0.4819 0.1835 0.049 Uiso 1 1 calc R . . S1 S 0.01840(5) 0.66143(6) 0.31415(5) 0.03935(19) Uani 1 1 d . . . S2 S 0.25154(6) 0.50385(5) 0.16806(5) 0.0417(2) Uani 1 1 d . . . S3 S 0.15437(6) 0.28650(7) 0.29899(6) 0.0513(2) Uani 1 1 d . . . S4 S -0.12136(6) 0.36299(5) 0.20221(5) 0.0415(2) 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 C1 0.0326(13) 0.0282(12) 0.0353(13) 0.0122(10) 0.0017(10) 0.0053(10) C2 0.0409(15) 0.0618(18) 0.0358(14) 0.0251(13) -0.0008(11) 0.0007(12) C3 0.0499(17) 0.0588(18) 0.0386(15) 0.0265(14) 0.0093(13) 0.0042(13) C4 0.0381(14) 0.0284(12) 0.0387(14) 0.0159(11) 0.0096(11) 0.0078(10) C5 0.0371(14) 0.0249(12) 0.0404(14) 0.0130(11) 0.0113(11) 0.0060(10) C6 0.0436(15) 0.0382(15) 0.0545(16) 0.0243(13) 0.0195(13) 0.0087(11) C7 0.071(2) 0.0468(17) 0.068(2) 0.0354(16) 0.0192(16) 0.0098(15) C8 0.095(3) 0.054(2) 0.107(3) 0.050(2) 0.024(2) -0.0076(18) C9 0.078(2) 0.0363(18) 0.102(3) 0.0244(18) 0.009(2) -0.0118(15) C10 0.0561(19) 0.0346(16) 0.068(2) 0.0142(14) 0.0052(15) -0.0017(13) C11 0.0428(15) 0.0279(13) 0.0527(16) 0.0092(12) 0.0112(12) 0.0062(11) C12 0.0301(12) 0.0257(12) 0.0372(13) 0.0111(10) 0.0065(10) 0.0041(9) C13 0.0534(17) 0.0304(14) 0.0366(14) 0.0048(11) 0.0013(12) 0.0024(11) C14 0.0536(17) 0.0367(15) 0.0355(14) 0.0134(12) -0.0046(12) 0.0050(12) C15 0.0305(12) 0.0311(13) 0.0360(13) 0.0162(11) 0.0054(10) 0.0043(10) C16 0.0351(13) 0.0261(12) 0.0343(13) 0.0146(10) 0.0059(10) 0.0038(10) C17 0.0400(14) 0.0369(14) 0.0421(14) 0.0171(12) 0.0122(11) 0.0053(11) C18 0.0560(18) 0.0390(16) 0.0562(17) 0.0128(14) 0.0209(14) 0.0092(13) C19 0.0513(19) 0.057(2) 0.095(3) 0.0237(19) 0.0268(18) 0.0206(15) C20 0.0411(18) 0.065(2) 0.100(3) 0.033(2) 0.0031(18) 0.0163(15) C21 0.0441(17) 0.0526(18) 0.0599(18) 0.0231(15) -0.0056(14) 0.0030(13) C22 0.0428(15) 0.0376(14) 0.0446(15) 0.0218(12) 0.0022(12) 0.0050(11) C23 0.0357(13) 0.0274(12) 0.0316(12) 0.0122(10) 0.0058(10) 0.0039(10) C24 0.0560(19) 0.066(2) 0.0366(16) 0.0001(14) 0.0173(14) -0.0122(15) C25 0.0533(18) 0.0584(19) 0.0331(15) -0.0035(13) 0.0066(13) -0.0200(14) C26 0.0342(13) 0.0247(12) 0.0337(13) 0.0114(10) 0.0025(10) 0.0019(9) C27 0.0342(13) 0.0262(12) 0.0316(12) 0.0121(10) 0.0026(10) 0.0015(9) C28 0.0386(14) 0.0363(14) 0.0345(13) 0.0167(11) 0.0038(11) 0.0048(10) C29 0.0563(18) 0.0532(17) 0.0476(16) 0.0298(14) 0.0072(13) 0.0212(14) C30 0.084(2) 0.0424(17) 0.066(2) 0.0343(16) 0.0188(18) 0.0162(15) C31 0.083(2) 0.0345(16) 0.072(2) 0.0258(16) 0.0096(18) -0.0091(15) C32 0.0405(15) 0.0409(16) 0.0544(17) 0.0165(13) 0.0036(13) -0.0053(12) C33 0.0414(14) 0.0301(13) 0.0383(14) 0.0117(11) -0.0014(11) -0.0019(10) C34 0.0321(13) 0.0279(12) 0.0328(13) 0.0138(10) 0.0030(10) 0.0014(9) C35 0.0660(19) 0.0433(15) 0.0328(14) 0.0196(12) 0.0113(13) 0.0157(13) C36 0.0680(19) 0.0388(15) 0.0346(14) 0.0130(12) 0.0146(13) 0.0191(13) C37 0.0312(12) 0.0255(12) 0.0357(13) 0.0098(10) 0.0036(10) 0.0033(9) C38 0.0304(13) 0.0284(12) 0.0376(13) 0.0139(11) 0.0009(10) 0.0021(9) C39 0.0394(14) 0.0300(13) 0.0466(15) 0.0146(12) 0.0079(11) 0.0070(10) C40 0.0509(17) 0.0458(17) 0.0634(19) 0.0247(15) 0.0218(14) 0.0092(13) C41 0.0425(18) 0.071(2) 0.104(3) 0.044(2) 0.0269(18) 0.0222(16) C42 0.0357(17) 0.091(3) 0.110(3) 0.066(2) 0.0057(18) 0.0160(16) C43 0.0422(16) 0.0620(19) 0.068(2) 0.0403(17) -0.0044(14) 0.0020(13) C44 0.0370(14) 0.0408(15) 0.0460(15) 0.0200(12) -0.0014(11) 0.0022(11) S1 0.0335(4) 0.0518(4) 0.0377(4) 0.0250(3) 0.0012(3) -0.0020(3) S2 0.0555(4) 0.0283(3) 0.0363(4) 0.0097(3) -0.0052(3) 0.0101(3) S3 0.0415(4) 0.0642(5) 0.0313(4) 0.0048(3) 0.0070(3) -0.0143(3) S4 0.0614(5) 0.0351(4) 0.0345(4) 0.0178(3) 0.0153(3) 0.0169(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.345(3) . ? C1 C38 1.523(3) . ? C1 S1 1.724(2) . ? C2 C3 1.417(4) . ? C2 H2 0.9300 . ? C3 C4 1.348(4) . ? C3 H3 0.9300 . ? C4 C5 1.518(3) . ? C4 S1 1.726(2) . ? C5 C12 1.533(3) . ? C5 C6 1.548(3) . ? C5 C11 1.553(3) . ? C6 C7 1.530(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.535(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.514(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.524(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.524(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.341(3) . ? C12 S2 1.725(2) . ? C13 C14 1.425(3) . ? C13 H13 0.9300 . ? C14 C15 1.351(3) . ? C14 H14 0.9300 . ? C15 C16 1.525(3) . ? C15 S2 1.721(2) . ? C16 C23 1.522(3) . ? C16 C22 1.542(3) . ? C16 C17 1.550(3) . ? C17 C18 1.528(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.526(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.506(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.524(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.525(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.339(4) . ? C23 S3 1.720(2) . ? C24 C25 1.416(4) . ? C24 H24 0.9300 . ? C25 C26 1.347(3) . ? C25 H25 0.9300 . ? C26 C27 1.513(3) . ? C26 S3 1.719(2) . ? C27 C34 1.529(3) . ? C27 C28 1.537(3) . ? C27 C33 1.556(3) . ? C28 C29 1.524(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.517(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.512(5) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.521(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.523(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.347(3) . ? C34 S4 1.730(2) . ? C35 C36 1.425(3) . ? C35 H35 0.9300 . ? C36 C37 1.343(3) . ? C36 H36 0.9300 . ? C37 C38 1.525(3) . ? C37 S4 1.728(2) . ? C38 C44 1.546(3) . ? C38 C39 1.554(3) . ? C39 C40 1.519(4) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C41 1.515(4) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.499(5) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.531(4) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.519(3) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C38 131.5(2) . . ? C2 C1 S1 109.61(19) . . ? C38 C1 S1 118.92(17) . . ? C1 C2 C3 113.9(2) . . ? C1 C2 H2 123.0 . . ? C3 C2 H2 123.0 . . ? C4 C3 C2 113.8(2) . . ? C4 C3 H3 123.1 . . ? C2 C3 H3 123.1 . . ? C3 C4 C5 131.5(2) . . ? C3 C4 S1 109.54(19) . . ? C5 C4 S1 118.89(18) . . ? C4 C5 C12 107.56(18) . . ? C4 C5 C6 110.3(2) . . ? C12 C5 C6 108.77(19) . . ? C4 C5 C11 109.00(19) . . ? C12 C5 C11 109.5(2) . . ? C6 C5 C11 111.60(19) . . ? C7 C6 C5 116.5(2) . . ? C7 C6 H6A 108.2 . . ? C5 C6 H6A 108.2 . . ? C7 C6 H6B 108.2 . . ? C5 C6 H6B 108.2 . . ? H6A C6 H6B 107.3 . . ? C6 C7 C8 112.8(3) . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C7 116.3(3) . . ? C9 C8 H8A 108.2 . . ? C7 C8 H8A 108.2 . . ? C9 C8 H8B 108.2 . . ? C7 C8 H8B 108.2 . . ? H8A C8 H8B 107.4 . . ? C8 C9 C10 116.1(3) . . ? C8 C9 H9A 108.3 . . ? C10 C9 H9A 108.3 . . ? C8 C9 H9B 108.3 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C9 113.3(3) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C5 117.3(2) . . ? C10 C11 H11A 108.0 . . ? C5 C11 H11A 108.0 . . ? C10 C11 H11B 108.0 . . ? C5 C11 H11B 108.0 . . ? H11A C11 H11B 107.2 . . ? C13 C12 C5 131.2(2) . . ? C13 C12 S2 109.91(17) . . ? C5 C12 S2 118.83(17) . . ? C12 C13 C14 113.6(2) . . ? C12 C13 H13 123.2 . . ? C14 C13 H13 123.2 . . ? C15 C14 C13 113.6(2) . . ? C15 C14 H14 123.2 . . ? C13 C14 H14 123.2 . . ? C14 C15 C16 130.9(2) . . ? C14 C15 S2 109.62(17) . . ? C16 C15 S2 119.39(16) . . ? C23 C16 C15 106.94(18) . . ? C23 C16 C22 109.07(18) . . ? C15 C16 C22 110.36(19) . . ? C23 C16 C17 110.15(19) . . ? C15 C16 C17 108.81(18) . . ? C22 C16 C17 111.41(19) . . ? C18 C17 C16 117.3(2) . . ? C18 C17 H17A 108.0 . . ? C16 C17 H17A 108.0 . . ? C18 C17 H17B 108.0 . . ? C16 C17 H17B 108.0 . . ? H17A C17 H17B 107.2 . . ? C17 C18 C19 113.0(2) . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18B 109.0 . . ? C19 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C20 C19 C18 116.1(3) . . ? C20 C19 H19A 108.3 . . ? C18 C19 H19A 108.3 . . ? C20 C19 H19B 108.3 . . ? C18 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? C19 C20 C21 116.5(3) . . ? C19 C20 H20A 108.2 . . ? C21 C20 H20A 108.2 . . ? C19 C20 H20B 108.2 . . ? C21 C20 H20B 108.2 . . ? H20A C20 H20B 107.3 . . ? C20 C21 C22 113.3(2) . . ? C20 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? C20 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C21 C22 C16 116.4(2) . . ? C21 C22 H22A 108.2 . . ? C16 C22 H22A 108.2 . . ? C21 C22 H22B 108.2 . . ? C16 C22 H22B 108.2 . . ? H22A C22 H22B 107.3 . . ? C24 C23 C16 131.5(2) . . ? C24 C23 S3 108.90(19) . . ? C16 C23 S3 119.48(17) . . ? C23 C24 C25 114.1(2) . . ? C23 C24 H24 122.9 . . ? C25 C24 H24 122.9 . . ? C26 C25 C24 114.3(2) . . ? C26 C25 H25 122.9 . . ? C24 C25 H25 122.9 . . ? C25 C26 C27 130.9(2) . . ? C25 C26 S3 108.53(19) . . ? C27 C26 S3 120.25(17) . . ? C26 C27 C34 107.90(17) . . ? C26 C27 C28 110.19(19) . . ? C34 C27 C28 108.44(18) . . ? C26 C27 C33 109.14(19) . . ? C34 C27 C33 110.28(19) . . ? C28 C27 C33 110.84(18) . . ? C29 C28 C27 115.6(2) . . ? C29 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.4 . . ? C30 C29 C28 113.0(2) . . ? C30 C29 H29A 109.0 . . ? C28 C29 H29A 109.0 . . ? C30 C29 H29B 109.0 . . ? C28 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? C31 C30 C29 115.7(2) . . ? C31 C30 H30A 108.4 . . ? C29 C30 H30A 108.4 . . ? C31 C30 H30B 108.4 . . ? C29 C30 H30B 108.4 . . ? H30A C30 H30B 107.4 . . ? C30 C31 C32 117.0(2) . . ? C30 C31 H31A 108.0 . . ? C32 C31 H31A 108.0 . . ? C30 C31 H31B 108.0 . . ? C32 C31 H31B 108.0 . . ? H31A C31 H31B 107.3 . . ? C31 C32 C33 113.2(2) . . ? C31 C32 H32A 108.9 . . ? C33 C32 H32A 108.9 . . ? C31 C32 H32B 108.9 . . ? C33 C32 H32B 108.9 . . ? H32A C32 H32B 107.7 . . ? C32 C33 C27 116.5(2) . . ? C32 C33 H33A 108.2 . . ? C27 C33 H33A 108.2 . . ? C32 C33 H33B 108.2 . . ? C27 C33 H33B 108.2 . . ? H33A C33 H33B 107.3 . . ? C35 C34 C27 130.4(2) . . ? C35 C34 S4 109.63(17) . . ? C27 C34 S4 119.89(16) . . ? C34 C35 C36 113.8(2) . . ? C34 C35 H35 123.1 . . ? C36 C35 H35 123.1 . . ? C37 C36 C35 113.7(2) . . ? C37 C36 H36 123.1 . . ? C35 C36 H36 123.1 . . ? C36 C37 C38 130.7(2) . . ? C36 C37 S4 109.87(18) . . ? C38 C37 S4 119.42(17) . . ? C37 C38 C1 108.28(18) . . ? C37 C38 C44 108.28(18) . . ? C1 C38 C44 111.0(2) . . ? C37 C38 C39 110.06(19) . . ? C1 C38 C39 107.53(18) . . ? C44 C38 C39 111.67(19) . . ? C40 C39 C38 118.0(2) . . ? C40 C39 H39A 107.8 . . ? C38 C39 H39A 107.8 . . ? C40 C39 H39B 107.8 . . ? C38 C39 H39B 107.8 . . ? H39A C39 H39B 107.1 . . ? C41 C40 C39 113.0(2) . . ? C41 C40 H40A 109.0 . . ? C39 C40 H40A 109.0 . . ? C41 C40 H40B 109.0 . . ? C39 C40 H40B 109.0 . . ? H40A C40 H40B 107.8 . . ? C42 C41 C40 115.3(3) . . ? C42 C41 H41A 108.4 . . ? C40 C41 H41A 108.4 . . ? C42 C41 H41B 108.4 . . ? C40 C41 H41B 108.4 . . ? H41A C41 H41B 107.5 . . ? C41 C42 C43 116.2(3) . . ? C41 C42 H42A 108.2 . . ? C43 C42 H42A 108.2 . . ? C41 C42 H42B 108.2 . . ? C43 C42 H42B 108.2 . . ? H42A C42 H42B 107.4 . . ? C44 C43 C42 114.2(2) . . ? C44 C43 H43A 108.7 . . ? C42 C43 H43A 108.7 . . ? C44 C43 H43B 108.7 . . ? C42 C43 H43B 108.7 . . ? H43A C43 H43B 107.6 . . ? C43 C44 C38 117.2(2) . . ? C43 C44 H44A 108.0 . . ? C38 C44 H44A 108.0 . . ? C43 C44 H44B 108.0 . . ? C38 C44 H44B 108.0 . . ? H44A C44 H44B 107.2 . . ? C1 S1 C4 93.17(12) . . ? C15 S2 C12 93.23(11) . . ? C26 S3 C23 94.13(11) . . ? C34 S4 C37 93.00(11) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.596 _refine_diff_density_min -0.549 _refine_diff_density_rms 0.106 # Attachment '626_web_deposit_cif_file_3_Gon-AnnLee_1267790451.cif' data_a8603 _database_code_depnum_ccdc_archive 'CCDC 768515' #TrackingRef '626_web_deposit_cif_file_3_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common tetraspirocyclooctyl _chemical_melting_point 306-307 _chemical_formula_moiety 'C48 H64 O4' _chemical_formula_sum 'C48 H64 O4' _chemical_formula_weight 704.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3313(5) _cell_length_b 13.3044(4) _cell_length_c 13.9476(4) _cell_angle_alpha 114.622(2) _cell_angle_beta 95.568(2) _cell_angle_gamma 93.060(2) _cell_volume 2059.22(12) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9759 _exptl_absorpt_correction_T_max 0.9903 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14035 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7100 _reflns_number_gt 4275 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1078P)^2^+0.2437P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7100 _refine_ls_number_parameters 457 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1189 _refine_ls_R_factor_gt 0.0715 _refine_ls_wR_factor_ref 0.2281 _refine_ls_wR_factor_gt 0.1943 _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_restrained_S_all 1.158 _refine_ls_shift/su_max 0.008 _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 C1 C 0.3589(2) 0.2553(2) 0.5985(2) 0.0455(7) Uani 1 1 d . . . C2 C 0.3432(2) 0.1512(3) 0.5891(3) 0.0564(8) Uani 1 1 d . . . H2 H 0.2762 0.1081 0.5720 0.068 Uiso 1 1 calc R . . C3 C 0.4473(2) 0.1182(3) 0.6100(2) 0.0528(8) Uani 1 1 d . . . H3 H 0.4611 0.0498 0.6090 0.063 Uiso 1 1 calc R . . C4 C 0.5218(2) 0.2045(2) 0.6313(2) 0.0431(7) Uani 1 1 d . . . C5 C 0.6442(2) 0.2279(2) 0.6598(2) 0.0455(7) Uani 1 1 d . . . C6 C 0.6704(3) 0.3327(3) 0.7664(2) 0.0570(8) Uani 1 1 d . . . H6A H 0.7485 0.3550 0.7780 0.068 Uiso 1 1 calc R . . H6B H 0.6332 0.3922 0.7594 0.068 Uiso 1 1 calc R . . C7 C 0.6392(3) 0.3219(4) 0.8645(3) 0.0816(12) Uani 1 1 d . . . H7A H 0.6208 0.3938 0.9132 0.098 Uiso 1 1 calc R . . H7B H 0.5731 0.2708 0.8430 0.098 Uiso 1 1 calc R . . C8 C 0.7163(5) 0.2857(6) 0.9215(4) 0.1550(19) Uani 1 1 d . . . H8A H 0.7359 0.3498 0.9893 0.186 Uiso 1 1 calc R . . H8B H 0.6735 0.2322 0.9370 0.186 Uiso 1 1 calc R . . C9 C 0.8112(4) 0.2414(7) 0.8988(4) 0.154(3) Uani 1 1 d . . . H9A H 0.8165 0.1959 0.9380 0.185 Uiso 1 1 calc R . . H9B H 0.8658 0.3045 0.9374 0.185 Uiso 1 1 calc R . . C10 C 0.8576(5) 0.1789(6) 0.8056(5) 0.1550(19) Uani 1 1 d . . . H10A H 0.8820 0.1158 0.8163 0.186 Uiso 1 1 calc R . . H10B H 0.9240 0.2246 0.8108 0.186 Uiso 1 1 calc R . . C11 C 0.8128(3) 0.1321(4) 0.6924(3) 0.0872(13) Uani 1 1 d . . . H11A H 0.8356 0.0580 0.6585 0.105 Uiso 1 1 calc R . . H11B H 0.8471 0.1766 0.6613 0.105 Uiso 1 1 calc R . . C12 C 0.6896(2) 0.1234(3) 0.6628(3) 0.0565(8) Uani 1 1 d . . . H12A H 0.6538 0.1053 0.7133 0.068 Uiso 1 1 calc R . . H12B H 0.6695 0.0620 0.5933 0.068 Uiso 1 1 calc R . . C13 C 0.6931(2) 0.2527(2) 0.5768(2) 0.0431(7) Uani 1 1 d . . . C14 C 0.7597(2) 0.3367(3) 0.5791(2) 0.0520(8) Uani 1 1 d . . . H14 H 0.7892 0.4000 0.6392 0.062 Uiso 1 1 calc R . . C15 C 0.7771(2) 0.3111(3) 0.4724(2) 0.0513(8) Uani 1 1 d . . . H15 H 0.8199 0.3546 0.4498 0.062 Uiso 1 1 calc R . . C16 C 0.7205(2) 0.2128(2) 0.4107(2) 0.0437(7) Uani 1 1 d . . . C17 C 0.7047(2) 0.1393(2) 0.2936(2) 0.0484(7) Uani 1 1 d . . . C18 C 0.7501(3) 0.0283(3) 0.2739(3) 0.0607(9) Uani 1 1 d . . . H18A H 0.7064 -0.0091 0.3059 0.073 Uiso 1 1 calc R . . H18B H 0.7398 -0.0175 0.1978 0.073 Uiso 1 1 calc R . . C19 C 0.8694(3) 0.0332(3) 0.3151(3) 0.0792(11) Uani 1 1 d . . . H19A H 0.8835 -0.0407 0.3073 0.095 Uiso 1 1 calc R . . H19B H 0.8801 0.0815 0.3907 0.095 Uiso 1 1 calc R . . C20 C 0.9559(3) 0.0731(4) 0.2642(4) 0.0961(14) Uani 1 1 d . . . H20A H 0.9616 0.1536 0.2952 0.115 Uiso 1 1 calc R . . H20B H 1.0258 0.0520 0.2839 0.115 Uiso 1 1 calc R . . C21 C 0.9386(3) 0.0319(4) 0.1463(4) 0.1067(17) Uani 1 1 d . . . H21A H 0.8968 -0.0406 0.1172 0.128 Uiso 1 1 calc R . . H21B H 1.0099 0.0208 0.1218 0.128 Uiso 1 1 calc R . . C22 C 0.8823(4) 0.1006(5) 0.0976(3) 0.1062(16) Uani 1 1 d . . . H22A H 0.9299 0.1688 0.1187 0.127 Uiso 1 1 calc R . . H22B H 0.8790 0.0606 0.0210 0.127 Uiso 1 1 calc R . . C23 C 0.7702(3) 0.1327(4) 0.1201(3) 0.0813(12) Uani 1 1 d . . . H23A H 0.7203 0.0654 0.0948 0.098 Uiso 1 1 calc R . . H23B H 0.7471 0.1736 0.0795 0.098 Uiso 1 1 calc R . . C24 C 0.7596(3) 0.2026(3) 0.2362(3) 0.0602(9) Uani 1 1 d . . . H24A H 0.7174 0.2635 0.2407 0.072 Uiso 1 1 calc R . . H24B H 0.8322 0.2345 0.2741 0.072 Uiso 1 1 calc R . . C25 C 0.5845(2) 0.1169(2) 0.2519(2) 0.0465(7) Uani 1 1 d . . . C26 C 0.5138(3) 0.0267(3) 0.1946(3) 0.0621(9) Uani 1 1 d . . . H26 H 0.5286 -0.0469 0.1718 0.075 Uiso 1 1 calc R . . C27 C 0.4114(3) 0.0649(3) 0.1752(3) 0.0629(9) Uani 1 1 d . . . H27 H 0.3471 0.0206 0.1373 0.076 Uiso 1 1 calc R . . C28 C 0.4251(2) 0.1756(3) 0.2214(2) 0.0487(7) Uani 1 1 d . . . C29 C 0.3570(2) 0.2681(3) 0.2310(2) 0.0510(8) Uani 1 1 d . . . C30 C 0.4104(3) 0.3377(3) 0.1793(3) 0.0657(9) Uani 1 1 d . . . H30A H 0.3702 0.4019 0.1926 0.079 Uiso 1 1 calc R . . H30B H 0.4844 0.3650 0.2153 0.079 Uiso 1 1 calc R . . C31 C 0.4162(3) 0.2799(4) 0.0607(3) 0.0866(12) Uani 1 1 d . . . H31A H 0.4762 0.3188 0.0455 0.104 Uiso 1 1 calc R . . H31B H 0.4356 0.2054 0.0449 0.104 Uiso 1 1 calc R . . C32 C 0.3200(5) 0.2701(6) -0.0133(4) 0.159(2) Uani 1 1 d . . . H32A H 0.3475 0.2951 -0.0634 0.191 Uiso 1 1 calc R . . H32B H 0.3001 0.1907 -0.0529 0.191 Uiso 1 1 calc R . . C33 C 0.2220(5) 0.3143(6) 0.0051(5) 0.139(2) Uani 1 1 d . . . H33A H 0.1795 0.2841 -0.0649 0.166 Uiso 1 1 calc R . . H33B H 0.2401 0.3925 0.0234 0.166 Uiso 1 1 calc R . . C34 C 0.1433(6) 0.3144(6) 0.0739(4) 0.159(2) Uani 1 1 d . . . H34A H 0.0857 0.2565 0.0293 0.191 Uiso 1 1 calc R . . H34B H 0.1115 0.3841 0.0924 0.191 Uiso 1 1 calc R . . C35 C 0.1611(3) 0.3013(4) 0.1728(3) 0.0846(12) Uani 1 1 d . . . H35A H 0.0904 0.2807 0.1880 0.101 Uiso 1 1 calc R . . H35B H 0.1885 0.3735 0.2293 0.101 Uiso 1 1 calc R . . C36 C 0.2380(2) 0.2184(3) 0.1790(3) 0.0699(10) Uani 1 1 d . . . H36A H 0.2404 0.1623 0.1075 0.084 Uiso 1 1 calc R . . H36B H 0.2077 0.1815 0.2189 0.084 Uiso 1 1 calc R . . C37 C 0.3556(2) 0.3434(3) 0.3454(3) 0.0503(8) Uani 1 1 d . . . C38 C 0.3817(2) 0.4519(3) 0.4058(3) 0.0551(8) Uani 1 1 d . . . H38 H 0.4087 0.5040 0.3835 0.066 Uiso 1 1 calc R . . C39 C 0.3605(2) 0.4728(3) 0.5106(3) 0.0555(8) Uani 1 1 d . . . H39 H 0.3707 0.5414 0.5694 0.067 Uiso 1 1 calc R . . C40 C 0.3233(2) 0.3759(2) 0.5091(2) 0.0466(7) Uani 1 1 d . . . C41 C 0.2873(2) 0.3392(2) 0.5900(2) 0.0501(8) Uani 1 1 d . . . C42 C 0.1682(2) 0.2838(3) 0.5537(3) 0.0561(8) Uani 1 1 d . . . H42A H 0.1678 0.2159 0.4895 0.067 Uiso 1 1 calc R . . H42B H 0.1460 0.2625 0.6080 0.067 Uiso 1 1 calc R . . C43 C 0.0823(2) 0.3509(3) 0.5315(3) 0.0697(10) Uani 1 1 d . . . H43A H 0.0159 0.3012 0.4971 0.084 Uiso 1 1 calc R . . H43B H 0.1070 0.3762 0.4806 0.084 Uiso 1 1 calc R . . C44 C 0.0528(3) 0.4508(3) 0.6242(3) 0.0781(11) Uani 1 1 d . . . H44A H 0.1084 0.5121 0.6408 0.094 Uiso 1 1 calc R . . H44B H -0.0159 0.4717 0.6015 0.094 Uiso 1 1 calc R . . C45 C 0.0413(3) 0.4378(4) 0.7243(3) 0.0879(13) Uani 1 1 d . . . H45A H 0.0235 0.3594 0.7055 0.106 Uiso 1 1 calc R . . H45B H -0.0205 0.4759 0.7545 0.106 Uiso 1 1 calc R . . C46 C 0.1394(3) 0.4800(4) 0.8096(3) 0.0878(12) Uani 1 1 d . . . H46A H 0.1174 0.4732 0.8718 0.105 Uiso 1 1 calc R . . H46B H 0.1553 0.5588 0.8291 0.105 Uiso 1 1 calc R . . C47 C 0.2468(3) 0.4269(3) 0.7872(3) 0.0756(10) Uani 1 1 d . . . H47A H 0.2323 0.3480 0.7675 0.091 Uiso 1 1 calc R . . H47B H 0.2978 0.4583 0.8524 0.091 Uiso 1 1 calc R . . C48 C 0.3018(2) 0.4422(3) 0.6992(2) 0.0574(8) Uani 1 1 d . . . H48A H 0.3796 0.4627 0.7235 0.069 Uiso 1 1 calc R . . H48B H 0.2726 0.5038 0.6888 0.069 Uiso 1 1 calc R . . O1 O 0.46936(13) 0.29027(15) 0.62454(15) 0.0472(5) Uani 1 1 d . . . O2 O 0.66755(14) 0.17454(16) 0.47306(15) 0.0457(5) Uani 1 1 d . . . O3 O 0.53171(14) 0.20977(16) 0.26984(15) 0.0492(5) Uani 1 1 d . . . O4 O 0.31912(14) 0.29319(16) 0.40747(16) 0.0506(5) 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 C1 0.0409(14) 0.0459(18) 0.0474(18) 0.0180(15) 0.0051(12) 0.0017(13) C2 0.0494(16) 0.048(2) 0.069(2) 0.0230(17) 0.0092(14) 0.0007(14) C3 0.0595(17) 0.0430(18) 0.062(2) 0.0271(16) 0.0112(14) 0.0064(14) C4 0.0501(15) 0.0405(17) 0.0434(17) 0.0206(14) 0.0102(12) 0.0122(13) C5 0.0498(15) 0.0452(18) 0.0438(17) 0.0208(15) 0.0052(12) 0.0091(13) C6 0.0641(18) 0.054(2) 0.0480(19) 0.0176(16) 0.0020(14) 0.0095(15) C7 0.079(2) 0.101(3) 0.047(2) 0.017(2) 0.0050(17) -0.008(2) C8 0.138(4) 0.178(4) 0.112(3) 0.026(3) -0.017(3) 0.065(3) C9 0.099(3) 0.309(9) 0.107(4) 0.157(6) -0.041(3) -0.038(4) C10 0.138(4) 0.178(4) 0.112(3) 0.026(3) -0.017(3) 0.065(3) C11 0.073(2) 0.113(3) 0.119(4) 0.084(3) 0.027(2) 0.045(2) C12 0.0667(19) 0.051(2) 0.057(2) 0.0277(17) 0.0044(15) 0.0172(15) C13 0.0399(14) 0.0441(17) 0.0433(17) 0.0167(15) 0.0024(12) 0.0109(12) C14 0.0455(15) 0.0497(19) 0.055(2) 0.0184(16) 0.0010(13) 0.0029(14) C15 0.0415(14) 0.053(2) 0.065(2) 0.0292(17) 0.0096(13) 0.0045(13) C16 0.0360(13) 0.0484(18) 0.0526(18) 0.0256(15) 0.0114(12) 0.0088(12) C17 0.0513(16) 0.0497(19) 0.0505(19) 0.0247(16) 0.0161(13) 0.0110(14) C18 0.0667(19) 0.062(2) 0.063(2) 0.0309(18) 0.0250(16) 0.0195(16) C19 0.080(2) 0.074(3) 0.085(3) 0.030(2) 0.019(2) 0.038(2) C20 0.062(2) 0.109(4) 0.107(4) 0.033(3) 0.015(2) 0.028(2) C21 0.072(3) 0.123(4) 0.094(3) 0.008(3) 0.044(2) 0.018(3) C22 0.101(3) 0.136(4) 0.072(3) 0.029(3) 0.037(2) 0.008(3) C23 0.084(2) 0.108(3) 0.059(2) 0.042(2) 0.0202(19) -0.006(2) C24 0.0590(18) 0.067(2) 0.067(2) 0.0388(19) 0.0191(16) 0.0066(16) C25 0.0541(16) 0.0456(18) 0.0441(17) 0.0218(15) 0.0121(13) 0.0085(14) C26 0.068(2) 0.0442(19) 0.069(2) 0.0204(18) 0.0081(16) 0.0030(16) C27 0.0602(19) 0.053(2) 0.069(2) 0.0241(19) -0.0051(15) -0.0090(16) C28 0.0448(15) 0.053(2) 0.0488(18) 0.0243(16) 0.0001(12) -0.0015(13) C29 0.0452(15) 0.054(2) 0.056(2) 0.0280(17) -0.0023(13) -0.0026(13) C30 0.0645(19) 0.076(2) 0.069(2) 0.045(2) -0.0007(16) -0.0039(17) C31 0.095(3) 0.102(3) 0.093(3) 0.067(3) 0.031(2) 0.017(2) C32 0.177(4) 0.210(5) 0.083(3) 0.047(3) 0.011(3) 0.110(4) C33 0.131(5) 0.191(6) 0.140(5) 0.122(5) -0.016(4) 0.020(4) C34 0.177(4) 0.210(5) 0.083(3) 0.047(3) 0.011(3) 0.110(4) C35 0.0485(18) 0.103(3) 0.095(3) 0.041(3) -0.0155(17) 0.0015(19) C36 0.0495(17) 0.081(3) 0.083(3) 0.045(2) -0.0137(16) -0.0106(16) C37 0.0375(14) 0.052(2) 0.067(2) 0.0334(18) -0.0003(13) -0.0004(13) C38 0.0469(16) 0.049(2) 0.076(2) 0.0356(18) 0.0004(15) -0.0007(14) C39 0.0470(16) 0.0420(19) 0.073(2) 0.0205(17) 0.0024(14) 0.0057(13) C40 0.0387(14) 0.0449(18) 0.055(2) 0.0206(16) 0.0029(12) 0.0069(12) C41 0.0406(15) 0.0447(18) 0.061(2) 0.0182(16) 0.0062(13) 0.0053(13) C42 0.0429(15) 0.059(2) 0.059(2) 0.0194(17) 0.0062(13) 0.0003(14) C43 0.0435(16) 0.082(3) 0.080(3) 0.031(2) 0.0064(15) 0.0080(16) C44 0.0545(19) 0.083(3) 0.091(3) 0.030(2) 0.0064(18) 0.0152(18) C45 0.068(2) 0.097(3) 0.095(3) 0.030(3) 0.030(2) 0.022(2) C46 0.089(3) 0.094(3) 0.072(3) 0.022(2) 0.034(2) 0.012(2) C47 0.093(3) 0.071(3) 0.056(2) 0.021(2) 0.0047(19) 0.017(2) C48 0.0501(16) 0.051(2) 0.060(2) 0.0139(17) 0.0033(14) 0.0053(14) O1 0.0416(10) 0.0426(12) 0.0590(13) 0.0234(10) 0.0045(8) 0.0053(8) O2 0.0482(10) 0.0455(12) 0.0441(12) 0.0194(10) 0.0077(8) 0.0033(9) O3 0.0455(10) 0.0456(12) 0.0554(13) 0.0211(10) 0.0036(9) 0.0042(9) O4 0.0489(11) 0.0447(12) 0.0598(14) 0.0244(11) 0.0060(9) 0.0016(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.337(4) . ? C1 O1 1.378(3) . ? C1 C41 1.496(4) . ? C2 C3 1.421(4) . ? C2 H2 0.9300 . ? C3 C4 1.342(4) . ? C3 H3 0.9300 . ? C4 O1 1.373(3) . ? C4 C5 1.504(4) . ? C5 C13 1.498(4) . ? C5 C12 1.541(4) . ? C5 C6 1.546(4) . ? C6 C7 1.517(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.411(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.344(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.416(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.470(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.521(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.338(4) . ? C13 O2 1.377(3) . ? C14 C15 1.422(4) . ? C14 H14 0.9300 . ? C15 C16 1.336(4) . ? C15 H15 0.9300 . ? C16 O2 1.373(3) . ? C16 C17 1.499(4) . ? C17 C25 1.505(4) . ? C17 C18 1.533(4) . ? C17 C24 1.554(4) . ? C18 C19 1.515(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.523(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.490(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.507(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.492(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.518(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.338(4) . ? C25 O3 1.368(3) . ? C26 C27 1.429(5) . ? C26 H26 0.9300 . ? C27 C28 1.332(4) . ? C27 H27 0.9300 . ? C28 O3 1.379(3) . ? C28 C29 1.494(4) . ? C29 C37 1.492(4) . ? C29 C30 1.548(4) . ? C29 C36 1.551(4) . ? C30 C31 1.517(5) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.457(6) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.372(7) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.429(8) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.457(6) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.516(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.335(4) . ? C37 O4 1.386(3) . ? C38 C39 1.423(4) . ? C38 H38 0.9300 . ? C39 C40 1.337(4) . ? C39 H39 0.9300 . ? C40 O4 1.379(3) . ? C40 C41 1.496(4) . ? C41 C42 1.545(4) . ? C41 C48 1.553(4) . ? C42 C43 1.510(4) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.511(5) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 C45 1.496(5) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.512(5) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.532(5) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.538(5) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 O1 108.8(2) . . ? C2 C1 C41 135.9(3) . . ? O1 C1 C41 115.4(2) . . ? C1 C2 C3 107.7(3) . . ? C1 C2 H2 126.2 . . ? C3 C2 H2 126.2 . . ? C4 C3 C2 107.0(3) . . ? C4 C3 H3 126.5 . . ? C2 C3 H3 126.5 . . ? C3 C4 O1 109.0(2) . . ? C3 C4 C5 135.8(3) . . ? O1 C4 C5 115.1(2) . . ? C13 C5 C4 109.7(2) . . ? C13 C5 C12 109.0(2) . . ? C4 C5 C12 108.3(2) . . ? C13 C5 C6 107.6(2) . . ? C4 C5 C6 108.6(2) . . ? C12 C5 C6 113.7(2) . . ? C7 C6 C5 116.5(3) . . ? C7 C6 H6A 108.2 . . ? C5 C6 H6A 108.2 . . ? C7 C6 H6B 108.2 . . ? C5 C6 H6B 108.2 . . ? H6A C6 H6B 107.3 . . ? C8 C7 C6 118.3(4) . . ? C8 C7 H7A 107.7 . . ? C6 C7 H7A 107.7 . . ? C8 C7 H7B 107.7 . . ? C6 C7 H7B 107.7 . . ? H7A C7 H7B 107.1 . . ? C9 C8 C7 132.2(5) . . ? C9 C8 H8A 104.2 . . ? C7 C8 H8A 104.2 . . ? C9 C8 H8B 104.2 . . ? C7 C8 H8B 104.2 . . ? H8A C8 H8B 105.5 . . ? C8 C9 C10 136.4(4) . . ? C8 C9 H9A 103.1 . . ? C10 C9 H9A 103.1 . . ? C8 C9 H9B 103.0 . . ? C10 C9 H9B 103.0 . . ? H9A C9 H9B 105.1 . . ? C9 C10 C11 131.6(5) . . ? C9 C10 H10A 104.3 . . ? C11 C10 H10A 104.3 . . ? C9 C10 H10B 104.3 . . ? C11 C10 H10B 104.3 . . ? H10A C10 H10B 105.6 . . ? C10 C11 C12 118.7(4) . . ? C10 C11 H11A 107.7 . . ? C12 C11 H11A 107.7 . . ? C10 C11 H11B 107.6 . . ? C12 C11 H11B 107.7 . . ? H11A C11 H11B 107.1 . . ? C11 C12 C5 115.9(3) . . ? C11 C12 H12A 108.3 . . ? C5 C12 H12A 108.3 . . ? C11 C12 H12B 108.3 . . ? C5 C12 H12B 108.3 . . ? H12A C12 H12B 107.4 . . ? C14 C13 O2 109.0(3) . . ? C14 C13 C5 134.4(3) . . ? O2 C13 C5 116.7(2) . . ? C13 C14 C15 107.3(3) . . ? C13 C14 H14 126.4 . . ? C15 C14 H14 126.4 . . ? C16 C15 C14 107.3(3) . . ? C16 C15 H15 126.4 . . ? C14 C15 H15 126.4 . . ? C15 C16 O2 109.2(3) . . ? C15 C16 C17 134.4(3) . . ? O2 C16 C17 116.4(2) . . ? C16 C17 C25 109.8(2) . . ? C16 C17 C18 109.4(2) . . ? C25 C17 C18 108.6(3) . . ? C16 C17 C24 108.4(3) . . ? C25 C17 C24 107.0(2) . . ? C18 C17 C24 113.5(2) . . ? C19 C18 C17 117.0(3) . . ? C19 C18 H18A 108.1 . . ? C17 C18 H18A 108.1 . . ? C19 C18 H18B 108.1 . . ? C17 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C18 C19 C20 118.0(3) . . ? C18 C19 H19A 107.8 . . ? C20 C19 H19A 107.8 . . ? C18 C19 H19B 107.8 . . ? C20 C19 H19B 107.8 . . ? H19A C19 H19B 107.1 . . ? C21 C20 C19 117.4(4) . . ? C21 C20 H20A 107.9 . . ? C19 C20 H20A 107.9 . . ? C21 C20 H20B 107.9 . . ? C19 C20 H20B 107.9 . . ? H20A C20 H20B 107.2 . . ? C20 C21 C22 119.4(4) . . ? C20 C21 H21A 107.5 . . ? C22 C21 H21A 107.5 . . ? C20 C21 H21B 107.5 . . ? C22 C21 H21B 107.5 . . ? H21A C21 H21B 107.0 . . ? C23 C22 C21 120.8(4) . . ? C23 C22 H22A 107.1 . . ? C21 C22 H22A 107.1 . . ? C23 C22 H22B 107.1 . . ? C21 C22 H22B 107.1 . . ? H22A C22 H22B 106.8 . . ? C22 C23 C24 115.3(3) . . ? C22 C23 H23A 108.4 . . ? C24 C23 H23A 108.4 . . ? C22 C23 H23B 108.4 . . ? C24 C23 H23B 108.4 . . ? H23A C23 H23B 107.5 . . ? C23 C24 C17 115.2(3) . . ? C23 C24 H24A 108.5 . . ? C17 C24 H24A 108.5 . . ? C23 C24 H24B 108.5 . . ? C17 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? C26 C25 O3 108.9(3) . . ? C26 C25 C17 136.1(3) . . ? O3 C25 C17 114.9(2) . . ? C25 C26 C27 107.1(3) . . ? C25 C26 H26 126.4 . . ? C27 C26 H26 126.4 . . ? C28 C27 C26 107.4(3) . . ? C28 C27 H27 126.3 . . ? C26 C27 H27 126.3 . . ? C27 C28 O3 108.7(3) . . ? C27 C28 C29 136.8(3) . . ? O3 C28 C29 114.5(2) . . ? C28 C29 C37 110.0(2) . . ? C28 C29 C30 108.6(3) . . ? C37 C29 C30 107.3(3) . . ? C28 C29 C36 109.1(3) . . ? C37 C29 C36 108.9(2) . . ? C30 C29 C36 112.9(2) . . ? C31 C30 C29 117.1(3) . . ? C31 C30 H30A 108.0 . . ? C29 C30 H30A 108.0 . . ? C31 C30 H30B 108.0 . . ? C29 C30 H30B 108.0 . . ? H30A C30 H30B 107.3 . . ? C32 C31 C30 119.0(4) . . ? C32 C31 H31A 107.6 . . ? C30 C31 H31A 107.6 . . ? C32 C31 H31B 107.6 . . ? C30 C31 H31B 107.6 . . ? H31A C31 H31B 107.0 . . ? C33 C32 C31 130.4(5) . . ? C33 C32 H32A 104.7 . . ? C31 C32 H32A 104.7 . . ? C33 C32 H32B 104.7 . . ? C31 C32 H32B 104.7 . . ? H32A C32 H32B 105.7 . . ? C32 C33 C34 133.6(5) . . ? C32 C33 H33A 103.8 . . ? C34 C33 H33A 103.8 . . ? C32 C33 H33B 103.8 . . ? C34 C33 H33B 103.8 . . ? H33A C33 H33B 105.4 . . ? C33 C34 C35 127.9(5) . . ? C33 C34 H34A 105.3 . . ? C35 C34 H34A 105.3 . . ? C33 C34 H34B 105.3 . . ? C35 C34 H34B 105.3 . . ? H34A C34 H34B 106.0 . . ? C34 C35 C36 118.4(4) . . ? C34 C35 H35A 107.7 . . ? C36 C35 H35A 107.7 . . ? C34 C35 H35B 107.7 . . ? C36 C35 H35B 107.7 . . ? H35A C35 H35B 107.1 . . ? C35 C36 C29 115.4(3) . . ? C35 C36 H36A 108.4 . . ? C29 C36 H36A 108.4 . . ? C35 C36 H36B 108.4 . . ? C29 C36 H36B 108.4 . . ? H36A C36 H36B 107.5 . . ? C38 C37 O4 109.3(3) . . ? C38 C37 C29 135.0(3) . . ? O4 C37 C29 115.7(3) . . ? C37 C38 C39 107.2(3) . . ? C37 C38 H38 126.4 . . ? C39 C38 H38 126.4 . . ? C40 C39 C38 107.5(3) . . ? C40 C39 H39 126.3 . . ? C38 C39 H39 126.3 . . ? C39 C40 O4 109.2(3) . . ? C39 C40 C41 135.1(3) . . ? O4 C40 C41 115.7(2) . . ? C1 C41 C40 109.4(2) . . ? C1 C41 C42 108.3(2) . . ? C40 C41 C42 109.4(2) . . ? C1 C41 C48 108.5(2) . . ? C40 C41 C48 108.0(2) . . ? C42 C41 C48 113.2(2) . . ? C43 C42 C41 117.5(3) . . ? C43 C42 H42A 107.9 . . ? C41 C42 H42A 107.9 . . ? C43 C42 H42B 107.9 . . ? C41 C42 H42B 107.9 . . ? H42A C42 H42B 107.2 . . ? C42 C43 C44 118.2(3) . . ? C42 C43 H43A 107.8 . . ? C44 C43 H43A 107.8 . . ? C42 C43 H43B 107.8 . . ? C44 C43 H43B 107.8 . . ? H43A C43 H43B 107.1 . . ? C45 C44 C43 116.8(4) . . ? C45 C44 H44A 108.1 . . ? C43 C44 H44A 108.1 . . ? C45 C44 H44B 108.1 . . ? C43 C44 H44B 108.1 . . ? H44A C44 H44B 107.3 . . ? C44 C45 C46 116.8(3) . . ? C44 C45 H45A 108.1 . . ? C46 C45 H45A 108.1 . . ? C44 C45 H45B 108.1 . . ? C46 C45 H45B 108.1 . . ? H45A C45 H45B 107.3 . . ? C45 C46 C47 119.6(3) . . ? C45 C46 H46A 107.4 . . ? C47 C46 H46A 107.4 . . ? C45 C46 H46B 107.4 . . ? C47 C46 H46B 107.4 . . ? H46A C46 H46B 106.9 . . ? C46 C47 C48 114.9(3) . . ? C46 C47 H47A 108.5 . . ? C48 C47 H47A 108.5 . . ? C46 C47 H47B 108.5 . . ? C48 C47 H47B 108.5 . . ? H47A C47 H47B 107.5 . . ? C47 C48 C41 115.5(3) . . ? C47 C48 H48A 108.4 . . ? C41 C48 H48A 108.4 . . ? C47 C48 H48B 108.4 . . ? C41 C48 H48B 108.4 . . ? H48A C48 H48B 107.5 . . ? C4 O1 C1 107.5(2) . . ? C13 O2 C16 107.3(2) . . ? C25 O3 C28 107.9(2) . . ? C40 O4 C37 106.8(2) . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.429 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.044 # Attachment '627_web_deposit_cif_file_4_Gon-AnnLee_1267790451.cif' data_a9142 _database_code_depnum_ccdc_archive 'CCDC 768516' #TrackingRef '627_web_deposit_cif_file_4_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common tetraspirocyclooctyl _chemical_melting_point 361-362 _chemical_formula_moiety 'C48 H64 S4' _chemical_formula_sum 'C48 H64 S4' _chemical_formula_weight 769.23 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 43' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+3/4' 'y, -x, z+1/4' _cell_length_a 14.0646(4) _cell_length_b 14.0646(4) _cell_length_c 21.5443(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4261.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.255 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9320 _exptl_absorpt_correction_T_max 0.9725 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15601 _diffrn_reflns_av_R_equivalents 0.0933 _diffrn_reflns_av_sigmaI/netI 0.1149 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 24.92 _reflns_number_total 5597 _reflns_number_gt 3915 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0790P)^2^+9.6210P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(19) _refine_ls_number_reflns 5597 _refine_ls_number_parameters 451 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1234 _refine_ls_R_factor_gt 0.0801 _refine_ls_wR_factor_ref 0.2124 _refine_ls_wR_factor_gt 0.1854 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.033 _refine_ls_shift/su_mean 0.006 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1821(6) 0.7801(6) 0.1138(4) 0.0192(19) Uani 1 1 d . . . C2 C 0.2326(7) 0.7962(7) 0.0618(4) 0.035(2) Uani 1 1 d . . . H2 H 0.2060 0.8244 0.0257 0.042 Uiso 1 1 calc R . . C3 C 0.3299(6) 0.7672(7) 0.0657(4) 0.029(2) Uani 1 1 d . . . H3 H 0.3747 0.7750 0.0330 0.035 Uiso 1 1 calc R . . C4 C 0.3509(6) 0.7274(6) 0.1212(4) 0.021(2) Uani 1 1 d . . . C5 C 0.4457(6) 0.6847(6) 0.1430(4) 0.0166(18) Uani 1 1 d . . . C6 C 0.4788(6) 0.7392(6) 0.2019(4) 0.0185(19) Uani 1 1 d . . . H6A H 0.4273 0.7362 0.2331 0.022 Uiso 1 1 calc R . . H6B H 0.5346 0.7056 0.2194 0.022 Uiso 1 1 calc R . . C7 C 0.5054(6) 0.8428(6) 0.1923(4) 0.024(2) Uani 1 1 d . . . H7A H 0.4784 0.8646 0.1524 0.029 Uiso 1 1 calc R . . H7B H 0.4759 0.8811 0.2257 0.029 Uiso 1 1 calc R . . C8 C 0.6107(7) 0.8615(7) 0.1921(6) 0.052(3) Uani 1 1 d . . . H8A H 0.6188 0.9311 0.1880 0.062 Uiso 1 1 calc R . . H8B H 0.6346 0.8441 0.2338 0.062 Uiso 1 1 calc R . . C9 C 0.6760(7) 0.8169(8) 0.1464(6) 0.061(4) Uani 1 1 d . . . H9A H 0.7405 0.8422 0.1544 0.073 Uiso 1 1 calc R . . H9B H 0.6570 0.8394 0.1046 0.073 Uiso 1 1 calc R . . C10 C 0.6835(8) 0.7104(9) 0.1435(7) 0.066(4) Uani 1 1 d . . . H10A H 0.6747 0.6863 0.1863 0.079 Uiso 1 1 calc R . . H10B H 0.7497 0.6951 0.1314 0.079 Uiso 1 1 calc R . . C11 C 0.6193(6) 0.6534(7) 0.1023(5) 0.034(2) Uani 1 1 d . . . H11A H 0.6121 0.5895 0.1209 0.041 Uiso 1 1 calc R . . H11B H 0.6517 0.6451 0.0618 0.041 Uiso 1 1 calc R . . C12 C 0.5197(6) 0.6931(6) 0.0897(4) 0.0196(19) Uani 1 1 d . . . H12A H 0.4937 0.6602 0.0529 0.024 Uiso 1 1 calc R . . H12B H 0.5262 0.7612 0.0789 0.024 Uiso 1 1 calc R . . C13 C 0.4290(6) 0.5805(6) 0.1593(4) 0.0189(19) Uani 1 1 d . . . C14 C 0.4627(6) 0.5294(6) 0.2080(4) 0.024(2) Uani 1 1 d . . . H14 H 0.5021 0.5551 0.2397 0.029 Uiso 1 1 calc R . . C15 C 0.4323(6) 0.4331(6) 0.2061(4) 0.028(2) Uani 1 1 d . . . H15 H 0.4511 0.3879 0.2365 0.034 Uiso 1 1 calc R . . C16 C 0.3756(6) 0.4105(6) 0.1588(4) 0.0158(18) Uani 1 1 d . . . C17 C 0.3301(6) 0.3159(6) 0.1380(4) 0.0213(12) Uani 1 1 d . . . C18 C 0.3781(6) 0.2800(6) 0.0790(4) 0.0177(19) Uani 1 1 d . . . H18A H 0.3699 0.3286 0.0462 0.021 Uiso 1 1 calc R . . H18B H 0.3447 0.2219 0.0651 0.021 Uiso 1 1 calc R . . C19 C 0.4840(7) 0.2574(7) 0.0846(5) 0.034(2) Uani 1 1 d . . . H19A H 0.5158 0.2796 0.0462 0.041 Uiso 1 1 calc R . . H19B H 0.5101 0.2953 0.1194 0.041 Uiso 1 1 calc R . . C20 C 0.5115(9) 0.1556(9) 0.0947(8) 0.084(5) Uani 1 1 d . . . H20A H 0.5187 0.1279 0.0528 0.101 Uiso 1 1 calc R . . H20B H 0.5761 0.1575 0.1129 0.101 Uiso 1 1 calc R . . C21 C 0.4621(9) 0.0887(8) 0.1288(8) 0.091(6) Uani 1 1 d . . . H21A H 0.4982 0.0858 0.1682 0.109 Uiso 1 1 calc R . . H21B H 0.4769 0.0284 0.1072 0.109 Uiso 1 1 calc R . . C22 C 0.3696(9) 0.0757(8) 0.1477(8) 0.085(5) Uani 1 1 d . . . H22A H 0.3710 0.0193 0.1752 0.102 Uiso 1 1 calc R . . H22B H 0.3346 0.0560 0.1100 0.102 Uiso 1 1 calc R . . C23 C 0.3057(6) 0.1459(6) 0.1798(4) 0.025(2) Uani 1 1 d . . . H23A H 0.2875 0.1178 0.2202 0.030 Uiso 1 1 calc R . . H23B H 0.2469 0.1510 0.1548 0.030 Uiso 1 1 calc R . . C24 C 0.3403(6) 0.2463(6) 0.1924(4) 0.027(2) Uani 1 1 d . . . H24A H 0.4082 0.2433 0.2043 0.033 Uiso 1 1 calc R . . H24B H 0.3047 0.2720 0.2283 0.033 Uiso 1 1 calc R . . C25 C 0.2247(5) 0.3338(6) 0.1244(4) 0.0169(18) Uani 1 1 d . . . C26 C 0.1712(7) 0.3038(7) 0.0773(4) 0.030(2) Uani 1 1 d . . . H26 H 0.1956 0.2649 0.0450 0.035 Uiso 1 1 calc R . . C27 C 0.0747(6) 0.3342(7) 0.0788(4) 0.028(2) Uani 1 1 d . . . H27 H 0.0292 0.3203 0.0475 0.034 Uiso 1 1 calc R . . C28 C 0.0557(6) 0.3860(6) 0.1311(4) 0.0213(19) Uani 1 1 d . . . C29 C -0.0372(6) 0.4337(6) 0.1502(4) 0.0213(12) Uani 1 1 d . . . C30 C -0.0740(6) 0.3857(6) 0.2118(4) 0.026(2) Uani 1 1 d . . . H30A H -0.0242 0.3920 0.2440 0.031 Uiso 1 1 calc R . . H30B H -0.1307 0.4208 0.2265 0.031 Uiso 1 1 calc R . . C31 C -0.0999(7) 0.2809(7) 0.2055(5) 0.039(3) Uani 1 1 d . . . H31A H -0.0552 0.2518 0.1755 0.047 Uiso 1 1 calc R . . H31B H -0.0887 0.2501 0.2461 0.047 Uiso 1 1 calc R . . C32 C -0.1958(9) 0.2577(8) 0.1858(7) 0.070(4) Uani 1 1 d . . . H32A H -0.1875 0.2190 0.1478 0.084 Uiso 1 1 calc R . . H32B H -0.2198 0.2133 0.2179 0.084 Uiso 1 1 calc R . . C33 C -0.2734(9) 0.3177(9) 0.1727(10) 0.102(4) Uani 1 1 d . . . H33A H -0.2884 0.3475 0.2131 0.123 Uiso 1 1 calc R . . H33B H -0.3265 0.2732 0.1644 0.123 Uiso 1 1 calc R . . C34 C -0.2874(8) 0.3920(10) 0.1290(7) 0.077(5) Uani 1 1 d . . . H34A H -0.3430 0.4290 0.1437 0.093 Uiso 1 1 calc R . . H34B H -0.3070 0.3613 0.0897 0.093 Uiso 1 1 calc R . . C35 C -0.2115(6) 0.4633(7) 0.1125(5) 0.037(3) Uani 1 1 d . . . H35A H -0.2052 0.5085 0.1476 0.044 Uiso 1 1 calc R . . H35B H -0.2337 0.5001 0.0761 0.044 Uiso 1 1 calc R . . C36 C -0.1114(6) 0.4234(7) 0.0975(4) 0.025(2) Uani 1 1 d . . . H36A H -0.1178 0.3551 0.0871 0.030 Uiso 1 1 calc R . . H36B H -0.0869 0.4563 0.0602 0.030 Uiso 1 1 calc R . . C37 C -0.0190(6) 0.5389(6) 0.1639(4) 0.026(2) Uani 1 1 d . . . C38 C -0.0329(6) 0.5900(6) 0.2160(4) 0.024(2) Uani 1 1 d . . . H38 H -0.0602 0.5650 0.2529 0.028 Uiso 1 1 calc R . . C39 C -0.0018(6) 0.6860(6) 0.2094(4) 0.028(2) Uani 1 1 d . . . H39 H -0.0053 0.7309 0.2423 0.033 Uiso 1 1 calc R . . C40 C 0.0327(6) 0.7083(6) 0.1532(4) 0.0199(19) Uani 1 1 d . . . C41 C 0.0783(6) 0.7995(6) 0.1292(4) 0.024(2) Uani 1 1 d . . . C42 C 0.0731(6) 0.8751(6) 0.1814(4) 0.027(2) Uani 1 1 d . . . H42A H 0.0057 0.8824 0.1937 0.033 Uiso 1 1 calc R . . H42B H 0.1079 0.8503 0.2179 0.033 Uiso 1 1 calc R . . C43 C 0.1126(7) 0.9738(6) 0.1660(5) 0.037(3) Uani 1 1 d . . . H43A H 0.1425 0.9994 0.2040 0.044 Uiso 1 1 calc R . . H43B H 0.1638 0.9656 0.1349 0.044 Uiso 1 1 calc R . . C44 C 0.0454(8) 1.0474(8) 0.1418(8) 0.076(3) Uani 1 1 d . . . H44A H 0.0271 1.0848 0.1789 0.091 Uiso 1 1 calc R . . H44B H 0.0857 1.0903 0.1165 0.091 Uiso 1 1 calc R . . C45 C -0.0350(10) 1.0385(9) 0.1092(10) 0.102(4) Uani 1 1 d . . . H45A H -0.0165 1.0602 0.0672 0.123 Uiso 1 1 calc R . . H45B H -0.0757 1.0899 0.1260 0.123 Uiso 1 1 calc R . . C46 C -0.1005(9) 0.9647(8) 0.0970(8) 0.076(3) Uani 1 1 d . . . H46A H -0.1435 0.9897 0.0645 0.091 Uiso 1 1 calc R . . H46B H -0.1396 0.9589 0.1350 0.091 Uiso 1 1 calc R . . C47 C -0.0773(7) 0.8611(7) 0.0772(5) 0.047(3) Uani 1 1 d . . . H47A H -0.1058 0.8176 0.1082 0.057 Uiso 1 1 calc R . . H47B H -0.1094 0.8488 0.0371 0.057 Uiso 1 1 calc R . . C48 C 0.0287(7) 0.8339(7) 0.0698(4) 0.030(2) Uani 1 1 d . . . H48A H 0.0336 0.7832 0.0381 0.036 Uiso 1 1 calc R . . H48B H 0.0635 0.8900 0.0539 0.036 Uiso 1 1 calc R . . S1 S 0.25307(15) 0.72559(17) 0.16800(9) 0.0256(6) Uani 1 1 d . . . S2 S 0.35946(17) 0.51045(15) 0.11225(9) 0.0267(6) Uani 1 1 d . . . S3 S 0.15523(16) 0.39628(18) 0.17625(10) 0.0304(6) Uani 1 1 d . . . S4 S 0.03028(18) 0.60888(16) 0.10552(9) 0.0299(6) 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 C1 0.015(5) 0.013(4) 0.030(5) 0.007(4) -0.003(4) 0.000(4) C2 0.032(6) 0.036(6) 0.038(5) 0.014(5) -0.010(5) 0.011(5) C3 0.020(5) 0.043(6) 0.025(5) 0.014(4) -0.001(4) -0.006(4) C4 0.017(5) 0.020(5) 0.026(5) -0.004(4) 0.002(4) 0.007(4) C5 0.013(4) 0.018(4) 0.018(4) 0.003(3) 0.001(3) -0.003(4) C6 0.019(5) 0.017(5) 0.020(4) -0.004(4) -0.002(3) -0.005(4) C7 0.016(5) 0.014(5) 0.041(5) -0.002(4) -0.001(4) 0.005(4) C8 0.038(7) 0.023(6) 0.093(9) -0.007(6) 0.020(6) -0.017(5) C9 0.025(6) 0.051(8) 0.107(10) -0.015(7) 0.012(6) -0.012(5) C10 0.032(7) 0.069(9) 0.098(10) -0.030(8) -0.026(7) 0.022(6) C11 0.025(5) 0.029(5) 0.049(6) 0.007(5) 0.006(5) 0.009(4) C12 0.012(5) 0.022(5) 0.025(4) 0.007(4) 0.002(4) 0.004(4) C13 0.012(4) 0.023(5) 0.022(4) -0.003(4) 0.008(3) 0.000(4) C14 0.026(5) 0.016(5) 0.031(5) 0.011(4) -0.013(4) -0.004(4) C15 0.036(6) 0.018(5) 0.030(5) 0.002(4) -0.018(4) -0.006(4) C16 0.015(4) 0.013(4) 0.019(4) 0.001(3) -0.002(3) 0.005(3) C17 0.028(4) 0.012(3) 0.025(3) 0.000(2) -0.004(3) -0.008(3) C18 0.020(5) 0.009(4) 0.024(4) 0.000(3) 0.000(4) 0.000(4) C19 0.028(6) 0.030(6) 0.043(6) -0.006(4) 0.002(4) 0.010(5) C20 0.038(7) 0.050(8) 0.165(16) 0.045(10) 0.028(9) 0.013(7) C21 0.058(9) 0.022(6) 0.192(17) 0.033(8) 0.056(10) 0.023(6) C22 0.067(9) 0.023(7) 0.165(16) -0.032(8) 0.032(10) -0.018(6) C23 0.030(5) 0.014(5) 0.031(5) 0.013(4) -0.015(4) -0.007(4) C24 0.025(5) 0.028(5) 0.029(5) 0.007(4) -0.006(4) 0.001(4) C25 0.006(4) 0.023(5) 0.022(4) -0.006(4) 0.002(3) 0.000(4) C26 0.031(6) 0.030(5) 0.028(5) -0.016(4) 0.004(4) -0.003(4) C27 0.022(5) 0.038(6) 0.025(5) -0.010(4) -0.007(4) -0.002(4) C28 0.019(5) 0.024(5) 0.021(4) 0.000(4) -0.004(4) 0.000(4) C29 0.028(4) 0.012(3) 0.025(3) 0.000(2) -0.004(3) -0.008(3) C30 0.020(5) 0.028(5) 0.031(5) 0.000(4) 0.002(4) -0.007(4) C31 0.033(6) 0.031(6) 0.053(6) 0.019(5) 0.006(5) 0.004(5) C32 0.058(8) 0.029(6) 0.122(12) 0.004(7) -0.047(8) -0.015(6) C33 0.051(6) 0.041(6) 0.215(12) 0.028(7) -0.045(7) 0.004(5) C34 0.024(6) 0.081(10) 0.126(13) 0.054(9) 0.024(7) 0.006(6) C35 0.011(5) 0.041(6) 0.058(7) 0.012(5) -0.007(5) 0.008(4) C36 0.013(5) 0.032(5) 0.030(5) 0.003(4) -0.005(4) 0.001(4) C37 0.012(5) 0.032(6) 0.032(5) 0.002(4) 0.001(4) 0.000(4) C38 0.020(5) 0.026(5) 0.025(4) -0.001(4) 0.008(4) 0.000(4) C39 0.031(5) 0.018(5) 0.034(5) -0.010(4) 0.004(4) -0.001(4) C40 0.013(5) 0.019(5) 0.028(5) -0.005(4) 0.002(4) -0.002(4) C41 0.027(5) 0.017(5) 0.026(5) 0.001(3) -0.003(4) -0.004(4) C42 0.021(5) 0.021(5) 0.040(6) -0.006(4) -0.001(4) 0.005(4) C43 0.027(6) 0.022(5) 0.062(7) -0.013(5) -0.010(5) -0.001(5) C44 0.044(6) 0.035(5) 0.149(10) 0.012(6) -0.036(6) -0.008(4) C45 0.051(6) 0.041(6) 0.215(12) 0.028(7) -0.045(7) 0.004(5) C46 0.044(6) 0.035(5) 0.149(10) 0.012(6) -0.036(6) -0.008(4) C47 0.029(6) 0.038(7) 0.075(8) 0.013(6) -0.017(6) 0.020(5) C48 0.029(5) 0.028(5) 0.034(5) 0.000(4) -0.012(4) 0.007(5) S1 0.0174(12) 0.0386(14) 0.0210(11) 0.0076(10) 0.0013(9) 0.0078(11) S2 0.0385(14) 0.0171(12) 0.0246(11) 0.0047(9) -0.0150(10) -0.0043(10) S3 0.0199(13) 0.0402(15) 0.0310(12) -0.0172(11) -0.0086(10) 0.0051(11) S4 0.0428(15) 0.0184(12) 0.0285(13) -0.0015(10) 0.0063(11) -0.0063(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.345(12) . ? C1 C41 1.523(12) . ? C1 S1 1.717(8) . ? C2 C3 1.431(13) . ? C2 H2 0.9500 . ? C3 C4 1.354(12) . ? C3 H3 0.9500 . ? C4 C5 1.535(11) . ? C4 S1 1.706(9) . ? C5 C13 1.526(12) . ? C5 C12 1.553(11) . ? C5 C6 1.554(11) . ? C6 C7 1.517(11) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.503(12) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.485(14) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.504(15) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.499(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.532(12) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.357(11) . ? C13 S2 1.720(8) . ? C14 C15 1.421(11) . ? C14 H14 0.9500 . ? C15 C16 1.334(11) . ? C15 H15 0.9500 . ? C16 C17 1.543(11) . ? C16 S2 1.741(8) . ? C17 C18 1.525(11) . ? C17 C25 1.531(12) . ? C17 C24 1.534(12) . ? C18 C19 1.528(12) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.499(14) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.382(16) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.375(16) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.503(14) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.517(12) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.332(11) . ? C25 S3 1.726(8) . ? C26 C27 1.424(13) . ? C26 H26 0.9500 . ? C27 C28 1.367(11) . ? C27 H27 0.9500 . ? C28 C29 1.525(12) . ? C28 S3 1.711(8) . ? C29 C37 1.531(12) . ? C29 C36 1.549(12) . ? C29 C30 1.578(11) . ? C30 C31 1.524(13) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.452(14) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.408(16) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.420(18) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.508(14) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.550(12) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.348(12) . ? C37 S4 1.740(9) . ? C38 C39 1.427(12) . ? C38 H38 0.9500 . ? C39 C40 1.339(12) . ? C39 H39 0.9500 . ? C40 C41 1.524(12) . ? C40 S4 1.736(8) . ? C41 C48 1.535(12) . ? C41 C42 1.549(12) . ? C42 C43 1.532(12) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.495(14) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.338(16) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.413(17) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.553(15) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.547(13) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C41 131.1(8) . . ? C2 C1 S1 109.5(6) . . ? C41 C1 S1 119.3(6) . . ? C1 C2 C3 114.1(8) . . ? C1 C2 H2 122.9 . . ? C3 C2 H2 122.9 . . ? C4 C3 C2 112.2(8) . . ? C4 C3 H3 123.9 . . ? C2 C3 H3 123.9 . . ? C3 C4 C5 128.3(8) . . ? C3 C4 S1 110.7(7) . . ? C5 C4 S1 121.0(6) . . ? C13 C5 C4 108.2(7) . . ? C13 C5 C12 110.3(7) . . ? C4 C5 C12 109.1(6) . . ? C13 C5 C6 109.3(7) . . ? C4 C5 C6 108.4(7) . . ? C12 C5 C6 111.4(6) . . ? C7 C6 C5 115.9(7) . . ? C7 C6 H6A 108.3 . . ? C5 C6 H6A 108.3 . . ? C7 C6 H6B 108.3 . . ? C5 C6 H6B 108.3 . . ? H6A C6 H6B 107.4 . . ? C8 C7 C6 114.3(7) . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? C6 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 122.5(10) . . ? C9 C8 H8A 106.7 . . ? C7 C8 H8A 106.7 . . ? C9 C8 H8B 106.7 . . ? C7 C8 H8B 106.7 . . ? H8A C8 H8B 106.6 . . ? C8 C9 C10 119.4(11) . . ? C8 C9 H9A 107.5 . . ? C10 C9 H9A 107.5 . . ? C8 C9 H9B 107.5 . . ? C10 C9 H9B 107.5 . . ? H9A C9 H9B 107.0 . . ? C9 C10 C11 121.0(10) . . ? C9 C10 H10A 107.1 . . ? C11 C10 H10A 107.1 . . ? C9 C10 H10B 107.1 . . ? C11 C10 H10B 107.1 . . ? H10A C10 H10B 106.8 . . ? C10 C11 C12 117.4(8) . . ? C10 C11 H11A 107.9 . . ? C12 C11 H11A 107.9 . . ? C10 C11 H11B 108.0 . . ? C12 C11 H11B 107.9 . . ? H11A C11 H11B 107.2 . . ? C11 C12 C5 117.1(7) . . ? C11 C12 H12A 108.0 . . ? C5 C12 H12A 108.0 . . ? C11 C12 H12B 108.0 . . ? C5 C12 H12B 108.0 . . ? H12A C12 H12B 107.3 . . ? C14 C13 C5 129.3(8) . . ? C14 C13 S2 110.5(6) . . ? C5 C13 S2 120.1(6) . . ? C13 C14 C15 112.2(8) . . ? C13 C14 H14 123.9 . . ? C15 C14 H14 123.9 . . ? C16 C15 C14 115.4(8) . . ? C16 C15 H15 122.3 . . ? C14 C15 H15 122.3 . . ? C15 C16 C17 132.5(7) . . ? C15 C16 S2 109.0(6) . . ? C17 C16 S2 118.4(6) . . ? C18 C17 C25 108.9(7) . . ? C18 C17 C24 112.6(7) . . ? C25 C17 C24 110.0(7) . . ? C18 C17 C16 110.1(7) . . ? C25 C17 C16 108.4(7) . . ? C24 C17 C16 106.8(7) . . ? C17 C18 C19 115.8(7) . . ? C17 C18 H18A 108.3 . . ? C19 C18 H18A 108.3 . . ? C17 C18 H18B 108.3 . . ? C19 C18 H18B 108.3 . . ? H18A C18 H18B 107.4 . . ? C20 C19 C18 117.5(9) . . ? C20 C19 H19A 107.9 . . ? C18 C19 H19A 107.9 . . ? C20 C19 H19B 107.9 . . ? C18 C19 H19B 107.9 . . ? H19A C19 H19B 107.2 . . ? C21 C20 C19 126.8(11) . . ? C21 C20 H20A 105.6 . . ? C19 C20 H20A 105.6 . . ? C21 C20 H20B 105.6 . . ? C19 C20 H20B 105.6 . . ? H20A C20 H20B 106.1 . . ? C20 C21 C22 136.4(12) . . ? C20 C21 H21A 103.1 . . ? C22 C21 H21A 103.1 . . ? C20 C21 H21B 103.1 . . ? C22 C21 H21B 103.1 . . ? H21A C21 H21B 105.1 . . ? C21 C22 C23 127.9(10) . . ? C21 C22 H22A 105.3 . . ? C23 C22 H22A 105.3 . . ? C21 C22 H22B 105.3 . . ? C23 C22 H22B 105.3 . . ? H22A C22 H22B 106.0 . . ? C22 C23 C24 120.1(8) . . ? C22 C23 H23A 107.3 . . ? C24 C23 H23A 107.3 . . ? C22 C23 H23B 107.3 . . ? C24 C23 H23B 107.3 . . ? H23A C23 H23B 106.9 . . ? C23 C24 C17 115.3(7) . . ? C23 C24 H24A 108.5 . . ? C17 C24 H24A 108.4 . . ? C23 C24 H24B 108.5 . . ? C17 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? C26 C25 C17 129.9(8) . . ? C26 C25 S3 109.5(6) . . ? C17 C25 S3 120.5(6) . . ? C25 C26 C27 115.2(8) . . ? C25 C26 H26 122.4 . . ? C27 C26 H26 122.4 . . ? C28 C27 C26 111.4(8) . . ? C28 C27 H27 124.3 . . ? C26 C27 H27 124.3 . . ? C27 C28 C29 128.6(8) . . ? C27 C28 S3 110.7(7) . . ? C29 C28 S3 120.7(6) . . ? C28 C29 C37 109.5(7) . . ? C28 C29 C36 109.8(7) . . ? C37 C29 C36 110.1(7) . . ? C28 C29 C30 108.7(7) . . ? C37 C29 C30 107.8(7) . . ? C36 C29 C30 110.8(7) . . ? C31 C30 C29 114.6(7) . . ? C31 C30 H30A 108.6 . . ? C29 C30 H30A 108.6 . . ? C31 C30 H30B 108.6 . . ? C29 C30 H30B 108.6 . . ? H30A C30 H30B 107.6 . . ? C32 C31 C30 117.8(8) . . ? C32 C31 H31A 107.9 . . ? C30 C31 H31A 107.9 . . ? C32 C31 H31B 107.9 . . ? C30 C31 H31B 107.9 . . ? H31A C31 H31B 107.2 . . ? C33 C32 C31 130.1(10) . . ? C33 C32 H32A 104.7 . . ? C31 C32 H32A 104.7 . . ? C33 C32 H32B 104.8 . . ? C31 C32 H32B 104.8 . . ? H32A C32 H32B 105.8 . . ? C32 C33 C34 133.0(15) . . ? C32 C33 H33A 104.0 . . ? C34 C33 H33A 103.9 . . ? C32 C33 H33B 104.0 . . ? C34 C33 H33B 104.0 . . ? H33A C33 H33B 105.4 . . ? C33 C34 C35 123.2(11) . . ? C33 C34 H34A 106.5 . . ? C35 C34 H34A 106.5 . . ? C33 C34 H34B 106.5 . . ? C35 C34 H34B 106.5 . . ? H34A C34 H34B 106.5 . . ? C34 C35 C36 116.8(8) . . ? C34 C35 H35A 108.1 . . ? C36 C35 H35A 108.1 . . ? C34 C35 H35B 108.1 . . ? C36 C35 H35B 108.1 . . ? H35A C35 H35B 107.3 . . ? C29 C36 C35 115.2(8) . . ? C29 C36 H36A 108.5 . . ? C35 C36 H36A 108.5 . . ? C29 C36 H36B 108.5 . . ? C35 C36 H36B 108.5 . . ? H36A C36 H36B 107.5 . . ? C38 C37 C29 130.7(8) . . ? C38 C37 S4 111.0(7) . . ? C29 C37 S4 118.3(6) . . ? C37 C38 C39 112.1(8) . . ? C37 C38 H38 124.0 . . ? C39 C38 H38 123.9 . . ? C40 C39 C38 115.0(8) . . ? C40 C39 H39 122.5 . . ? C38 C39 H39 122.5 . . ? C39 C40 C41 131.0(8) . . ? C39 C40 S4 109.8(7) . . ? C41 C40 S4 119.0(6) . . ? C1 C41 C40 109.1(7) . . ? C1 C41 C48 108.1(8) . . ? C40 C41 C48 111.0(7) . . ? C1 C41 C42 109.0(7) . . ? C40 C41 C42 108.1(7) . . ? C48 C41 C42 111.5(7) . . ? C43 C42 C41 116.6(8) . . ? C43 C42 H42A 108.1 . . ? C41 C42 H42A 108.1 . . ? C43 C42 H42B 108.1 . . ? C41 C42 H42B 108.1 . . ? H42A C42 H42B 107.3 . . ? C44 C43 C42 118.3(8) . . ? C44 C43 H43A 107.7 . . ? C42 C43 H43A 107.7 . . ? C44 C43 H43B 107.8 . . ? C42 C43 H43B 107.7 . . ? H43A C43 H43B 107.1 . . ? C45 C44 C43 130.7(11) . . ? C45 C44 H44A 104.6 . . ? C43 C44 H44A 104.6 . . ? C45 C44 H44B 104.6 . . ? C43 C44 H44B 104.6 . . ? H44A C44 H44B 105.7 . . ? C44 C45 C46 135.9(13) . . ? C44 C45 H45A 103.2 . . ? C46 C45 H45A 103.2 . . ? C44 C45 H45B 103.2 . . ? C46 C45 H45B 103.2 . . ? H45A C45 H45B 105.2 . . ? C45 C46 C47 127.1(11) . . ? C45 C46 H46A 105.5 . . ? C47 C46 H46A 105.5 . . ? C45 C46 H46B 105.5 . . ? C47 C46 H46B 105.5 . . ? H46A C46 H46B 106.1 . . ? C48 C47 C46 117.6(9) . . ? C48 C47 H47A 107.9 . . ? C46 C47 H47A 107.9 . . ? C48 C47 H47B 107.9 . . ? C46 C47 H47B 107.9 . . ? H47A C47 H47B 107.2 . . ? C41 C48 C47 115.5(8) . . ? C41 C48 H48A 108.4 . . ? C47 C48 H48A 108.4 . . ? C41 C48 H48B 108.4 . . ? C47 C48 H48B 108.4 . . ? H48A C48 H48B 107.5 . . ? C4 S1 C1 93.5(4) . . ? C13 S2 C16 92.8(4) . . ? C28 S3 C25 93.0(4) . . ? C40 S4 C37 92.0(4) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 24.92 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.569 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.092 # Attachment '628_web_deposit_cif_file_5_Gon-AnnLee_1267790451.cif' data_a9263 _database_code_depnum_ccdc_archive 'CCDC 768517' #TrackingRef '628_web_deposit_cif_file_5_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common octaethyl _chemical_melting_point 317.5-318 _chemical_formula_moiety 'C36 H48 S4' _chemical_formula_sum 'C36 H48 S4' _chemical_formula_weight 608.98 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.0414(12) _cell_length_b 14.6402(7) _cell_length_c 11.7284(7) _cell_angle_alpha 90.00 _cell_angle_beta 112.795(3) _cell_angle_gamma 90.00 _cell_volume 3489.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour 'pale brown' _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.295 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8292 _exptl_absorpt_correction_T_max 0.9407 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12325 _diffrn_reflns_av_R_equivalents 0.0585 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3083 _reflns_number_gt 2380 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0772P)^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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3083 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1366 _refine_ls_wR_factor_gt 0.1093 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.44886(11) 0.11612(14) 0.26972(18) 0.0303(5) Uani 1 1 d . . . C2 C 0.5000 0.1757(2) 0.2500 0.0348(8) Uani 1 2 d S . . C3 C 0.46649(14) 0.23540(17) 0.1332(2) 0.0521(7) Uani 1 1 d . . . H3A H 0.5001 0.2765 0.1243 0.062 Uiso 1 1 calc R . . H3B H 0.4506 0.1949 0.0600 0.062 Uiso 1 1 calc R . . C4 C 0.40942(19) 0.2929(2) 0.1327(3) 0.0875(12) Uani 1 1 d . . . H4A H 0.3917 0.3284 0.0559 0.131 Uiso 1 1 calc R . . H4B H 0.4246 0.3347 0.2036 0.131 Uiso 1 1 calc R . . H4C H 0.3750 0.2531 0.1384 0.131 Uiso 1 1 calc R . . C5 C 0.42695(13) 0.11441(17) 0.3625(2) 0.0445(7) Uani 1 1 d . . . H5 H 0.4424 0.1550 0.4310 0.053 Uiso 1 1 calc R . . C6 C 0.37900(13) 0.04664(16) 0.3481(2) 0.0439(7) Uani 1 1 d . . . H6 H 0.3592 0.0375 0.4061 0.053 Uiso 1 1 calc R . . C7 C 0.36382(11) -0.00404(15) 0.24470(19) 0.0314(5) Uani 1 1 d . . . C8 C 0.31721(11) -0.08423(15) 0.1986(2) 0.0341(6) Uani 1 1 d . . . C9 C 0.25987(12) -0.05853(18) 0.0762(2) 0.0445(6) Uani 1 1 d . . . H9A H 0.2782 -0.0440 0.0135 0.053 Uiso 1 1 calc R . . H9B H 0.2308 -0.1123 0.0462 0.053 Uiso 1 1 calc R . . C10 C 0.21871(16) 0.0219(2) 0.0863(3) 0.0780(11) Uani 1 1 d . . . H10A H 0.1835 0.0336 0.0054 0.117 Uiso 1 1 calc R . . H10B H 0.2467 0.0762 0.1132 0.117 Uiso 1 1 calc R . . H10C H 0.1993 0.0078 0.1466 0.117 Uiso 1 1 calc R . . C11 C 0.29195(12) -0.11227(17) 0.2998(2) 0.0455(7) Uani 1 1 d . . . H11A H 0.3304 -0.1248 0.3773 0.055 Uiso 1 1 calc R . . H11B H 0.2678 -0.0600 0.3158 0.055 Uiso 1 1 calc R . . C12 C 0.24690(16) -0.1959(2) 0.2680(3) 0.0662(9) Uani 1 1 d . . . H12A H 0.2335 -0.2093 0.3367 0.099 Uiso 1 1 calc R . . H12B H 0.2706 -0.2485 0.2537 0.099 Uiso 1 1 calc R . . H12C H 0.2078 -0.1836 0.1930 0.099 Uiso 1 1 calc R . . C13 C 0.35491(11) -0.16338(15) 0.17381(19) 0.0320(5) Uani 1 1 d . . . C14 C 0.34382(12) -0.21139(16) 0.0692(2) 0.0379(6) Uani 1 1 d . . . H14 H 0.3074 -0.2004 -0.0062 0.045 Uiso 1 1 calc R . . C15 C 0.39166(12) -0.27952(16) 0.0825(2) 0.0380(6) Uani 1 1 d . . . H15 H 0.3901 -0.3189 0.0171 0.046 Uiso 1 1 calc R . . C16 C 0.43984(11) -0.28341(14) 0.1974(2) 0.0307(5) Uani 1 1 d . . . C17 C 0.5000 -0.3441(2) 0.2500 0.0354(8) Uani 1 2 d S . . C18 C 0.50528(13) -0.40378(16) 0.1455(2) 0.0484(7) Uani 1 1 d . . . H18A H 0.4659 -0.4435 0.1125 0.058 Uiso 1 1 calc R . . H18B H 0.5047 -0.3633 0.0775 0.058 Uiso 1 1 calc R . . C19 C 0.56613(17) -0.46334(19) 0.1842(3) 0.0752(10) Uani 1 1 d . . . H19A H 0.5658 -0.4984 0.1128 0.113 Uiso 1 1 calc R . . H19B H 0.5665 -0.5054 0.2494 0.113 Uiso 1 1 calc R . . H19C H 0.6055 -0.4247 0.2153 0.113 Uiso 1 1 calc R . . S1 S 0.40954(3) 0.03250(4) 0.16299(5) 0.0387(2) Uani 1 1 d . . . S2 S 0.42558(3) -0.20201(4) 0.29047(5) 0.0398(2) 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 C1 0.0333(13) 0.0288(12) 0.0287(11) -0.0017(9) 0.0120(10) 0.0029(10) C2 0.046(2) 0.0270(17) 0.0354(17) 0.000 0.0202(16) 0.000 C3 0.064(2) 0.0404(14) 0.0595(17) 0.0169(13) 0.0324(15) 0.0123(14) C4 0.109(3) 0.071(2) 0.095(3) 0.0358(19) 0.054(2) 0.052(2) C5 0.0595(18) 0.0437(14) 0.0376(13) -0.0112(11) 0.0268(12) -0.0051(13) C6 0.0516(17) 0.0511(15) 0.0407(13) -0.0064(11) 0.0306(12) -0.0068(13) C7 0.0275(13) 0.0400(13) 0.0311(11) 0.0008(10) 0.0161(10) 0.0048(10) C8 0.0259(13) 0.0437(14) 0.0347(12) -0.0010(10) 0.0141(10) -0.0002(11) C9 0.0277(14) 0.0569(16) 0.0444(14) -0.0006(12) 0.0090(11) 0.0053(12) C10 0.053(2) 0.099(3) 0.069(2) -0.0075(19) 0.0087(16) 0.0366(19) C11 0.0378(15) 0.0598(17) 0.0472(14) -0.0039(12) 0.0258(12) -0.0054(13) C12 0.061(2) 0.089(2) 0.0624(18) -0.0077(17) 0.0395(16) -0.0298(18) C13 0.0252(13) 0.0391(13) 0.0321(11) 0.0014(10) 0.0117(10) -0.0051(10) C14 0.0312(14) 0.0467(15) 0.0312(12) -0.0015(10) 0.0072(10) -0.0019(11) C15 0.0365(14) 0.0424(14) 0.0338(12) -0.0092(10) 0.0122(11) -0.0060(12) C16 0.0320(13) 0.0293(12) 0.0336(11) -0.0012(9) 0.0156(10) -0.0045(10) C17 0.040(2) 0.0274(17) 0.0387(17) 0.000 0.0150(15) 0.000 C18 0.0543(18) 0.0373(15) 0.0539(16) -0.0114(12) 0.0213(13) 0.0002(13) C19 0.082(3) 0.060(2) 0.079(2) -0.0175(16) 0.026(2) 0.0252(18) S1 0.0447(4) 0.0462(4) 0.0326(3) -0.0101(3) 0.0231(3) -0.0100(3) S2 0.0389(4) 0.0472(4) 0.0290(3) -0.0043(2) 0.0082(3) 0.0078(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.351(3) . ? C1 C2 1.512(3) . ? C1 S1 1.725(2) . ? C2 C1 1.512(3) 2_655 ? C2 C3 1.550(3) 2_655 ? C2 C3 1.550(3) . ? C3 C4 1.512(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.411(3) . ? C5 H5 0.9500 . ? C6 C7 1.348(3) . ? C6 H6 0.9500 . ? C7 C8 1.515(3) . ? C7 S1 1.723(2) . ? C8 C13 1.518(3) . ? C8 C9 1.548(3) . ? C8 C11 1.549(3) . ? C9 C10 1.519(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.529(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.351(3) . ? C13 S2 1.723(2) . ? C14 C15 1.415(3) . ? C14 H14 0.9500 . ? C15 C16 1.356(3) . ? C15 H15 0.9500 . ? C16 C17 1.515(3) . ? C16 S2 1.725(2) . ? C17 C16 1.515(3) 2_655 ? C17 C18 1.546(3) . ? C17 C18 1.546(3) 2_655 ? C18 C19 1.515(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 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 C5 C1 C2 130.86(19) . . ? C5 C1 S1 109.60(18) . . ? C2 C1 S1 119.53(14) . . ? C1 C2 C1 109.6(2) 2_655 . ? C1 C2 C3 109.40(13) 2_655 2_655 ? C1 C2 C3 108.57(12) . 2_655 ? C1 C2 C3 108.57(12) 2_655 . ? C1 C2 C3 109.40(13) . . ? C3 C2 C3 111.3(3) 2_655 . ? C4 C3 C2 115.4(2) . . ? C4 C3 H3A 108.4 . . ? C2 C3 H3A 108.4 . . ? C4 C3 H3B 108.4 . . ? C2 C3 H3B 108.4 . . ? H3A C3 H3B 107.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C1 C5 C6 113.7(2) . . ? C1 C5 H5 123.2 . . ? C6 C5 H5 123.2 . . ? C7 C6 C5 114.1(2) . . ? C7 C6 H6 123.0 . . ? C5 C6 H6 123.0 . . ? C6 C7 C8 130.2(2) . . ? C6 C7 S1 109.55(18) . . ? C8 C7 S1 120.26(16) . . ? C13 C8 C7 108.30(18) . . ? C13 C8 C9 108.57(18) . . ? C7 C8 C9 109.86(19) . . ? C13 C8 C11 109.29(19) . . ? C7 C8 C11 109.10(18) . . ? C9 C8 C11 111.64(19) . . ? C10 C9 C8 114.4(2) . . ? C10 C9 H9A 108.6 . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9B 108.6 . . ? C8 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C8 114.6(2) . . ? C12 C11 H11A 108.6 . . ? C8 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? C8 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C8 130.6(2) . . ? C14 C13 S2 109.88(18) . . ? C8 C13 S2 119.47(15) . . ? C13 C14 C15 113.7(2) . . ? C13 C14 H14 123.2 . . ? C15 C14 H14 123.2 . . ? C16 C15 C14 113.7(2) . . ? C16 C15 H15 123.1 . . ? C14 C15 H15 123.1 . . ? C15 C16 C17 130.86(19) . . ? C15 C16 S2 109.59(18) . . ? C17 C16 S2 119.54(14) . . ? C16 C17 C16 108.2(2) 2_655 . ? C16 C17 C18 109.35(13) 2_655 . ? C16 C17 C18 109.38(12) . . ? C16 C17 C18 109.38(12) 2_655 2_655 ? C16 C17 C18 109.35(13) . 2_655 ? C18 C17 C18 111.1(3) . 2_655 ? C19 C18 C17 114.7(2) . . ? C19 C18 H18A 108.6 . . ? C17 C18 H18A 108.6 . . ? C19 C18 H18B 108.6 . . ? C17 C18 H18B 108.6 . . ? H18A C18 H18B 107.6 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 S1 C7 93.11(11) . . ? C13 S2 C16 93.14(11) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.319 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.123 # Attachment '629_web_deposit_cif_file_6_Gon-AnnLee_1267790451.cif' data_a9983a _database_code_depnum_ccdc_archive 'CCDC 768518' #TrackingRef '629_web_deposit_cif_file_6_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common octabutyl _chemical_melting_point 286.5-287.5 _chemical_formula_moiety 'C52 H80 S4' _chemical_formula_sum 'C52 H80 S4' _chemical_formula_weight 833.40 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9122(2) _cell_length_b 14.8833(4) _cell_length_c 20.4299(5) _cell_angle_alpha 105.385(2) _cell_angle_beta 98.135(2) _cell_angle_gamma 92.298(2) _cell_volume 2577.91(11) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.074 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 0.215 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8963 _exptl_absorpt_correction_T_max 0.9501 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16395 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0648 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8642 _reflns_number_gt 5895 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1318P)^2^+2.0681P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8642 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1107 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.2419 _refine_ls_wR_factor_gt 0.2130 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1497(4) 0.0306(3) 0.15956(18) 0.0375(9) Uani 1 1 d . . . C2 C 0.1819(5) 0.0201(3) 0.0951(2) 0.0506(11) Uani 1 1 d . . . H2 H 0.2033 -0.0379 0.0665 0.061 Uiso 1 1 calc R . . C3 C 0.1805(5) 0.1037(3) 0.0746(2) 0.0491(11) Uani 1 1 d . . . H3 H 0.2012 0.1069 0.0309 0.059 Uiso 1 1 calc R . . C4 C 0.1470(4) 0.1791(3) 0.12303(18) 0.0397(9) Uani 1 1 d . . . C5 C 0.1345(5) 0.2798(3) 0.12192(18) 0.0416(10) Uani 1 1 d . . . C6 C -0.0326(5) 0.3027(3) 0.1225(2) 0.0497(11) Uani 1 1 d . . . H6A H -0.0658 0.2909 0.1639 0.060 Uiso 1 1 calc R . . H6B H -0.0385 0.3701 0.1263 0.060 Uiso 1 1 calc R . . C7 C -0.1419(6) 0.2469(4) 0.0595(2) 0.0649(14) Uani 1 1 d . A . H7A H -0.1333 0.2747 0.0211 0.078 Uiso 1 1 calc R . . H7B H -0.1114 0.1822 0.0459 0.078 Uiso 1 1 calc R . . C8 C -0.3068(6) 0.2438(5) 0.0706(3) 0.0851(19) Uani 1 1 d . . . H8A H -0.3237 0.3019 0.1048 0.102 Uiso 1 1 d R A . H8B H -0.3746 0.2392 0.0269 0.102 Uiso 1 1 d R . . C9 C -0.3334(14) 0.1649(9) 0.1022(6) 0.094(4) Uiso 0.55 1 d P A 1 H9A H -0.4394 0.1612 0.1097 0.141 Uiso 0.55 1 calc PR A 1 H9B H -0.2656 0.1764 0.1462 0.141 Uiso 0.55 1 calc PR A 1 H9C H -0.3126 0.1059 0.0711 0.141 Uiso 0.55 1 calc PR A 1 C9' C -0.4183(18) 0.1891(11) 0.0154(8) 0.101(5) Uiso 0.45 1 d P A 2 H9'1 H -0.5190 0.1932 0.0296 0.151 Uiso 0.45 1 calc PR A 2 H9'2 H -0.3937 0.1237 0.0039 0.151 Uiso 0.45 1 calc PR A 2 H9'3 H -0.4185 0.2130 -0.0249 0.151 Uiso 0.45 1 calc PR A 2 C10 C 0.1923(5) 0.2946(3) 0.0572(2) 0.0494(11) Uani 1 1 d . . . H10A H 0.2975 0.2757 0.0575 0.059 Uiso 1 1 calc R . . H10B H 0.1284 0.2527 0.0160 0.059 Uiso 1 1 calc R . . C11 C 0.1912(7) 0.3942(4) 0.0510(3) 0.0680(14) Uani 1 1 d . . . H11A H 0.0848 0.4110 0.0450 0.082 Uiso 1 1 calc R . . H11B H 0.2459 0.4374 0.0941 0.082 Uiso 1 1 calc R . . C12 C 0.2643(10) 0.4068(4) -0.0086(3) 0.107(3) Uani 1 1 d . . . H12A H 0.3706 0.3897 -0.0024 0.128 Uiso 1 1 calc R . . H12B H 0.2098 0.3630 -0.0515 0.128 Uiso 1 1 calc R . . C13 C 0.2649(12) 0.5041(5) -0.0164(4) 0.137(3) Uani 1 1 d . . . H13A H 0.3135 0.5068 -0.0561 0.205 Uiso 1 1 calc R . . H13B H 0.3214 0.5478 0.0252 0.205 Uiso 1 1 calc R . . H13C H 0.1600 0.5213 -0.0236 0.205 Uiso 1 1 calc R . . C14 C 0.2341(5) 0.3420(3) 0.18640(19) 0.0392(9) Uani 1 1 d . . . C15 C 0.1965(5) 0.4073(3) 0.2399(2) 0.0511(11) Uani 1 1 d . . . H15 H 0.0959 0.4253 0.2424 0.061 Uiso 1 1 calc R . . C16 C 0.3235(5) 0.4468(3) 0.2927(2) 0.0499(11) Uani 1 1 d . . . H16 H 0.3150 0.4933 0.3338 0.060 Uiso 1 1 calc R . . C17 C 0.4566(4) 0.4118(3) 0.27835(19) 0.0379(9) Uani 1 1 d . . . C18 C 0.6154(4) 0.4303(3) 0.32130(19) 0.0377(9) Uani 1 1 d . . . C19 C 0.7299(5) 0.4643(3) 0.2811(2) 0.0414(10) Uani 1 1 d . . . H19A H 0.8322 0.4736 0.3092 0.050 Uiso 1 1 calc R . . H19B H 0.7332 0.4142 0.2385 0.050 Uiso 1 1 calc R . . C20 C 0.6965(6) 0.5532(3) 0.2620(3) 0.0591(12) Uani 1 1 d . . . H20A H 0.5923 0.5451 0.2357 0.071 Uiso 1 1 calc R . . H20B H 0.6986 0.6042 0.3047 0.071 Uiso 1 1 calc R . . C21 C 0.8042(7) 0.5820(4) 0.2204(3) 0.0698(15) Uani 1 1 d . . . H21A H 0.7996 0.5320 0.1770 0.084 Uiso 1 1 calc R . . H21B H 0.9088 0.5882 0.2459 0.084 Uiso 1 1 calc R . . C22 C 0.7733(9) 0.6726(5) 0.2032(3) 0.101(2) Uani 1 1 d . . . H22A H 0.8481 0.6866 0.1757 0.152 Uiso 1 1 calc R . . H22B H 0.7810 0.7232 0.2458 0.152 Uiso 1 1 calc R . . H22C H 0.6708 0.6670 0.1770 0.152 Uiso 1 1 calc R . . C23 C 0.6073(4) 0.5048(3) 0.38977(19) 0.0386(9) Uani 1 1 d . . . H23A H 0.5716 0.5621 0.3788 0.046 Uiso 1 1 calc R . . H23B H 0.5298 0.4813 0.4128 0.046 Uiso 1 1 calc R . . C24 C 0.7549(5) 0.5316(3) 0.4404(2) 0.0458(10) Uani 1 1 d . . . H24A H 0.7975 0.4744 0.4484 0.055 Uiso 1 1 calc R . . H24B H 0.8296 0.5630 0.4204 0.055 Uiso 1 1 calc R . . C25 C 0.7301(5) 0.5962(3) 0.5081(2) 0.0558(12) Uani 1 1 d . . . H25A H 0.6844 0.6523 0.4993 0.067 Uiso 1 1 calc R . . H25B H 0.6561 0.5640 0.5279 0.067 Uiso 1 1 calc R . . C26 C 0.8729(7) 0.6274(5) 0.5606(3) 0.0881(19) Uani 1 1 d . . . H26A H 0.8476 0.6687 0.6029 0.132 Uiso 1 1 calc R . . H26B H 0.9459 0.6611 0.5422 0.132 Uiso 1 1 calc R . . H26C H 0.9178 0.5725 0.5706 0.132 Uiso 1 1 calc R . . C27 C 0.6615(4) 0.3392(3) 0.33565(18) 0.0346(9) Uani 1 1 d . . . C28 C 0.7806(5) 0.2898(3) 0.3202(2) 0.0434(10) Uani 1 1 d . . . H28 H 0.8571 0.3090 0.2976 0.052 Uiso 1 1 calc R . . C29 C 0.7811(5) 0.2054(3) 0.3409(2) 0.0427(10) Uani 1 1 d . . . H29 H 0.8579 0.1631 0.3334 0.051 Uiso 1 1 calc R . . C30 C 0.6624(4) 0.1916(3) 0.37211(18) 0.0364(9) Uani 1 1 d . . . C31 C 0.6169(4) 0.1113(3) 0.40015(19) 0.0377(9) Uani 1 1 d . . . C32 C 0.6072(5) 0.1508(3) 0.4782(2) 0.0467(10) Uani 1 1 d . . . H32A H 0.5292 0.1966 0.4830 0.056 Uiso 1 1 calc R . . H32B H 0.5727 0.0989 0.4957 0.056 Uiso 1 1 calc R . . C33 C 0.7551(6) 0.1977(5) 0.5225(2) 0.0778(17) Uani 1 1 d . . . H33A H 0.8036 0.2389 0.4992 0.093 Uiso 1 1 calc R . . H33B H 0.8253 0.1494 0.5281 0.093 Uiso 1 1 calc R . . C34 C 0.7289(7) 0.2565(5) 0.5945(3) 0.0888(13) Uani 1 1 d . . . H34A H 0.6483 0.2986 0.5879 0.107 Uiso 1 1 calc R . . H34B H 0.6900 0.2133 0.6188 0.107 Uiso 1 1 calc R . . C35 C 0.8607(10) 0.3129(7) 0.6387(4) 0.154(4) Uani 1 1 d . . . H35A H 0.8322 0.3454 0.6830 0.232 Uiso 1 1 calc R . . H35B H 0.8969 0.3589 0.6167 0.232 Uiso 1 1 calc R . . H35C H 0.9417 0.2724 0.6461 0.232 Uiso 1 1 calc R . . C36 C 0.7337(5) 0.0368(3) 0.3880(2) 0.0460(10) Uani 1 1 d . . . H36A H 0.7373 0.0153 0.3381 0.055 Uiso 1 1 calc R . . H36B H 0.8355 0.0667 0.4112 0.055 Uiso 1 1 calc R . . C37 C 0.7011(6) -0.0478(3) 0.4133(3) 0.0595(13) Uani 1 1 d . . . H37A H 0.7012 -0.0269 0.4636 0.071 Uiso 1 1 calc R . . H37B H 0.5983 -0.0770 0.3912 0.071 Uiso 1 1 calc R . . C38 C 0.8141(7) -0.1195(5) 0.3987(3) 0.0888(13) Uani 1 1 d . . . H38A H 0.9171 -0.0899 0.4202 0.107 Uiso 1 1 calc R . . H38B H 0.8131 -0.1408 0.3484 0.107 Uiso 1 1 calc R . . C39 C 0.7834(8) -0.2050(4) 0.4250(4) 0.0891(19) Uani 1 1 d . . . H39A H 0.8605 -0.2492 0.4133 0.134 Uiso 1 1 calc R . . H39B H 0.6823 -0.2354 0.4033 0.134 Uiso 1 1 calc R . . H39C H 0.7879 -0.1849 0.4750 0.134 Uiso 1 1 calc R . . C40 C 0.4596(5) 0.0684(3) 0.36290(18) 0.0377(9) Uani 1 1 d . . . C41 C 0.3296(5) 0.0563(3) 0.3869(2) 0.0534(12) Uani 1 1 d . . . H41 H 0.3228 0.0727 0.4346 0.064 Uiso 1 1 calc R . . C42 C 0.2023(5) 0.0166(3) 0.3346(2) 0.0527(12) Uani 1 1 d . . . H42 H 0.1034 0.0037 0.3438 0.063 Uiso 1 1 calc R . . C43 C 0.2380(4) -0.0006(3) 0.27077(19) 0.0383(9) Uani 1 1 d . . . C44 C 0.1386(5) -0.0393(3) 0.20046(19) 0.0414(10) Uani 1 1 d . . . C45 C 0.1973(5) -0.1326(3) 0.1627(2) 0.0519(11) Uani 1 1 d . . . H45A H 0.1319 -0.1571 0.1174 0.062 Uiso 1 1 calc R . . H45B H 0.3013 -0.1192 0.1541 0.062 Uiso 1 1 calc R . . C46 C 0.2017(7) -0.2082(3) 0.1994(3) 0.0700(15) Uani 1 1 d . . . H46A H 0.0971 -0.2264 0.2047 0.084 Uiso 1 1 calc R . . H46B H 0.2621 -0.1837 0.2458 0.084 Uiso 1 1 calc R . . C47 C 0.2721(8) -0.2948(5) 0.1597(3) 0.0911(14) Uani 1 1 d . . . H47A H 0.2064 -0.3214 0.1147 0.109 Uiso 1 1 calc R . . H47B H 0.3725 -0.2746 0.1506 0.109 Uiso 1 1 calc R . . C48 C 0.2919(12) -0.3671(7) 0.1941(5) 0.157(3) Uani 1 1 d . . . H48A H 0.3356 -0.4197 0.1651 0.236 Uiso 1 1 calc R . . H48B H 0.1931 -0.3884 0.2029 0.236 Uiso 1 1 calc R . . H48C H 0.3605 -0.3424 0.2378 0.236 Uiso 1 1 calc R . . C49 C -0.0292(5) -0.0535(3) 0.2108(2) 0.0470(10) Uani 1 1 d . . . H49A H -0.0346 -0.0961 0.2405 0.056 Uiso 1 1 calc R . . H49B H -0.0620 0.0074 0.2353 0.056 Uiso 1 1 calc R . . C50 C -0.1401(5) -0.0936(4) 0.1440(2) 0.0585(13) Uani 1 1 d . . . H50A H -0.1126 -0.0639 0.1089 0.070 Uiso 1 1 calc R . . H50B H -0.1293 -0.1615 0.1272 0.070 Uiso 1 1 calc R . . C51 C -0.3037(8) -0.0791(5) 0.1519(3) 0.0911(14) Uani 1 1 d . . . H51A H -0.3300 -0.1082 0.1875 0.109 Uiso 1 1 calc R . . H51B H -0.3137 -0.0112 0.1686 0.109 Uiso 1 1 calc R . . C52 C -0.4122(12) -0.1166(7) 0.0900(5) 0.157(3) Uani 1 1 d . . . H52A H -0.5151 -0.1048 0.1000 0.236 Uiso 1 1 calc R . . H52B H -0.4049 -0.1842 0.0733 0.236 Uiso 1 1 calc R . . H52C H -0.3903 -0.0865 0.0548 0.236 Uiso 1 1 calc R . . S1 S 0.11779(13) 0.14583(7) 0.19516(5) 0.0453(3) Uani 1 1 d . . . S2 S 0.42649(12) 0.32862(8) 0.19982(5) 0.0476(3) Uani 1 1 d . . . S3 S 0.54574(12) 0.28245(8) 0.37581(6) 0.0459(3) Uani 1 1 d . . . S4 S 0.42769(12) 0.03125(9) 0.27423(5) 0.0483(3) 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 C1 0.032(2) 0.043(2) 0.0327(19) 0.0033(16) 0.0050(15) 0.0022(17) C2 0.065(3) 0.047(3) 0.038(2) 0.0033(19) 0.016(2) 0.010(2) C3 0.064(3) 0.053(3) 0.030(2) 0.0068(19) 0.0147(19) 0.006(2) C4 0.035(2) 0.051(3) 0.0311(19) 0.0083(17) 0.0057(16) 0.0037(18) C5 0.045(2) 0.050(3) 0.0295(19) 0.0095(17) 0.0052(17) 0.011(2) C6 0.049(3) 0.055(3) 0.041(2) 0.0080(19) 0.0001(19) 0.014(2) C7 0.053(3) 0.079(4) 0.052(3) 0.004(2) -0.005(2) 0.017(3) C8 0.045(3) 0.115(5) 0.073(4) -0.004(3) -0.011(3) 0.016(3) C10 0.059(3) 0.054(3) 0.035(2) 0.0127(19) 0.0055(19) 0.006(2) C11 0.095(4) 0.063(3) 0.053(3) 0.023(2) 0.016(3) 0.014(3) C12 0.197(8) 0.070(4) 0.062(4) 0.028(3) 0.031(4) -0.003(5) C13 0.228(11) 0.100(6) 0.092(5) 0.044(5) 0.030(6) -0.001(6) C14 0.043(2) 0.042(2) 0.035(2) 0.0120(17) 0.0086(17) 0.0071(18) C15 0.042(3) 0.063(3) 0.044(2) 0.006(2) 0.0067(19) 0.020(2) C16 0.047(3) 0.052(3) 0.042(2) -0.0041(19) 0.0070(19) 0.012(2) C17 0.041(2) 0.037(2) 0.036(2) 0.0086(16) 0.0093(17) 0.0045(18) C18 0.038(2) 0.036(2) 0.038(2) 0.0063(17) 0.0086(17) 0.0016(17) C19 0.041(2) 0.044(2) 0.039(2) 0.0096(18) 0.0121(17) 0.0012(19) C20 0.073(3) 0.050(3) 0.061(3) 0.022(2) 0.023(2) 0.003(2) C21 0.082(4) 0.069(4) 0.067(3) 0.033(3) 0.020(3) -0.006(3) C22 0.144(6) 0.088(5) 0.087(4) 0.049(4) 0.024(4) -0.014(4) C23 0.042(2) 0.037(2) 0.036(2) 0.0073(17) 0.0096(17) 0.0030(18) C24 0.043(2) 0.046(2) 0.045(2) 0.0064(19) 0.0068(18) 0.000(2) C25 0.055(3) 0.063(3) 0.041(2) 0.002(2) 0.008(2) -0.005(2) C26 0.069(4) 0.112(5) 0.057(3) -0.013(3) -0.005(3) -0.002(3) C27 0.033(2) 0.036(2) 0.0326(19) 0.0060(16) 0.0057(15) 0.0016(17) C28 0.038(2) 0.050(3) 0.044(2) 0.0129(19) 0.0131(18) 0.0033(19) C29 0.038(2) 0.043(2) 0.050(2) 0.0133(19) 0.0100(18) 0.0130(19) C30 0.036(2) 0.040(2) 0.0322(19) 0.0089(16) 0.0027(16) 0.0054(17) C31 0.038(2) 0.043(2) 0.034(2) 0.0141(17) 0.0061(16) 0.0044(18) C32 0.051(3) 0.051(3) 0.037(2) 0.0134(19) 0.0034(18) 0.001(2) C33 0.068(3) 0.118(5) 0.035(2) 0.010(3) -0.002(2) -0.023(3) C34 0.084(3) 0.108(4) 0.068(3) 0.017(2) 0.008(2) -0.003(3) C35 0.113(7) 0.185(9) 0.109(6) -0.045(6) 0.003(5) -0.014(6) C36 0.045(2) 0.053(3) 0.045(2) 0.022(2) 0.0067(19) 0.009(2) C37 0.067(3) 0.062(3) 0.064(3) 0.033(2) 0.022(2) 0.023(3) C38 0.084(3) 0.108(4) 0.068(3) 0.017(2) 0.008(2) -0.003(3) C39 0.104(5) 0.067(4) 0.120(5) 0.051(4) 0.045(4) 0.030(4) C40 0.047(2) 0.038(2) 0.0306(19) 0.0120(16) 0.0055(17) 0.0050(18) C41 0.053(3) 0.078(3) 0.031(2) 0.017(2) 0.0094(19) -0.004(2) C42 0.045(3) 0.072(3) 0.042(2) 0.015(2) 0.0112(19) -0.008(2) C43 0.041(2) 0.037(2) 0.036(2) 0.0082(16) 0.0060(17) 0.0021(18) C44 0.044(2) 0.042(2) 0.036(2) 0.0061(17) 0.0091(17) 0.0012(19) C45 0.057(3) 0.047(3) 0.046(2) 0.004(2) 0.004(2) 0.004(2) C46 0.101(4) 0.043(3) 0.064(3) 0.012(2) 0.010(3) 0.012(3) C47 0.108(4) 0.087(3) 0.069(3) 0.010(2) 0.005(2) 0.001(3) C48 0.164(7) 0.172(7) 0.130(6) 0.036(5) 0.013(5) 0.012(5) C49 0.046(3) 0.050(3) 0.041(2) 0.0091(19) 0.0071(18) -0.006(2) C50 0.045(3) 0.075(3) 0.050(3) 0.011(2) 0.005(2) -0.009(2) C51 0.108(4) 0.087(3) 0.069(3) 0.010(2) 0.005(2) 0.001(3) C52 0.164(7) 0.172(7) 0.130(6) 0.036(5) 0.013(5) 0.012(5) S1 0.0600(7) 0.0452(6) 0.0325(5) 0.0076(4) 0.0170(5) 0.0106(5) S2 0.0397(6) 0.0567(7) 0.0389(6) -0.0018(5) 0.0078(4) 0.0101(5) S3 0.0426(6) 0.0474(6) 0.0568(7) 0.0215(5) 0.0223(5) 0.0107(5) S4 0.0403(6) 0.0690(8) 0.0324(5) 0.0068(5) 0.0099(4) -0.0006(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.357(5) . ? C1 C44 1.506(6) . ? C1 S1 1.728(4) . ? C2 C3 1.415(6) . ? C2 H2 0.9500 . ? C3 C4 1.360(6) . ? C3 H3 0.9500 . ? C4 C5 1.513(6) . ? C4 S1 1.724(4) . ? C5 C14 1.528(5) . ? C5 C6 1.542(6) . ? C5 C10 1.549(5) . ? C6 C7 1.519(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.519(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9' 1.432(16) . ? C8 C9 1.507(13) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C9' H8B 0.7881 . ? C9' H9'1 0.9800 . ? C9' H9'2 0.9800 . ? C9' H9'3 0.9800 . ? C10 C11 1.521(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.508(8) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.499(9) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.349(6) . ? C14 S2 1.725(4) . ? C15 C16 1.433(6) . ? C15 H15 0.9500 . ? C16 C17 1.354(6) . ? C16 H16 0.9500 . ? C17 C18 1.529(5) . ? C17 S2 1.725(4) . ? C18 C27 1.522(5) . ? C18 C19 1.545(5) . ? C18 C23 1.551(5) . ? C19 C20 1.506(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.490(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.506(8) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.521(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.512(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.512(7) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.343(5) . ? C27 S3 1.728(4) . ? C28 C29 1.427(6) . ? C28 H28 0.9500 . ? C29 C30 1.346(5) . ? C29 H29 0.9500 . ? C30 C31 1.521(5) . ? C30 S3 1.731(4) . ? C31 C40 1.523(5) . ? C31 C36 1.546(6) . ? C31 C32 1.562(5) . ? C32 C33 1.517(6) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.553(7) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.455(9) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.515(6) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.499(8) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.535(8) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.344(6) . ? C40 S4 1.726(4) . ? C41 C42 1.431(6) . ? C41 H41 0.9500 . ? C42 C43 1.346(5) . ? C42 H42 0.9500 . ? C43 C44 1.530(5) . ? C43 S4 1.723(4) . ? C44 C45 1.549(6) . ? C44 C49 1.554(6) . ? C45 C46 1.506(6) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.538(8) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.437(11) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C50 1.528(6) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.507(8) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.442(10) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C44 130.8(4) . . ? C2 C1 S1 109.5(3) . . ? C44 C1 S1 119.7(3) . . ? C1 C2 C3 113.7(4) . . ? C1 C2 H2 123.1 . . ? C3 C2 H2 123.1 . . ? C4 C3 C2 114.0(4) . . ? C4 C3 H3 123.0 . . ? C2 C3 H3 123.0 . . ? C3 C4 C5 130.8(4) . . ? C3 C4 S1 109.3(3) . . ? C5 C4 S1 119.9(3) . . ? C4 C5 C14 108.0(3) . . ? C4 C5 C6 109.0(4) . . ? C14 C5 C6 109.7(3) . . ? C4 C5 C10 109.5(3) . . ? C14 C5 C10 109.5(3) . . ? C6 C5 C10 111.2(3) . . ? C7 C6 C5 114.4(3) . . ? C7 C6 H6A 108.7 . . ? C5 C6 H6A 108.7 . . ? C7 C6 H6B 108.7 . . ? C5 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? C8 C7 C6 113.7(4) . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9' C8 C9 83.3(9) . . ? C9' C8 C7 118.1(8) . . ? C9 C8 C7 107.8(6) . . ? C9' C8 H8A 125.7 . . ? C9 C8 H8A 106.4 . . ? C7 C8 H8A 109.3 . . ? C9' C8 H8B 31.8 . . ? C9 C8 H8B 114.7 . . ? C7 C8 H8B 109.8 . . ? H8A C8 H8B 108.6 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C9' H8B 41.4 . . ? C8 C9' H9'1 109.5 . . ? H8B C9' H9'1 109.5 . . ? C8 C9' H9'2 109.5 . . ? H8B C9' H9'2 138.0 . . ? H9'1 C9' H9'2 109.5 . . ? C8 C9' H9'3 109.5 . . ? H8B C9' H9'3 70.9 . . ? H9'1 C9' H9'3 109.5 . . ? H9'2 C9' H9'3 109.5 . . ? C11 C10 C5 115.0(4) . . ? C11 C10 H10A 108.5 . . ? C5 C10 H10A 108.5 . . ? C11 C10 H10B 108.5 . . ? C5 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? C12 C11 C10 112.6(4) . . ? C12 C11 H11A 109.1 . . ? C10 C11 H11A 109.1 . . ? C12 C11 H11B 109.1 . . ? C10 C11 H11B 109.1 . . ? H11A C11 H11B 107.8 . . ? C13 C12 C11 114.1(6) . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C5 130.5(4) . . ? C15 C14 S2 110.2(3) . . ? C5 C14 S2 119.3(3) . . ? C14 C15 C16 113.2(4) . . ? C14 C15 H15 123.4 . . ? C16 C15 H15 123.4 . . ? C17 C16 C15 113.6(4) . . ? C17 C16 H16 123.2 . . ? C15 C16 H16 123.2 . . ? C16 C17 C18 130.7(3) . . ? C16 C17 S2 109.8(3) . . ? C18 C17 S2 119.4(3) . . ? C27 C18 C17 108.1(3) . . ? C27 C18 C19 109.6(3) . . ? C17 C18 C19 109.9(3) . . ? C27 C18 C23 110.0(3) . . ? C17 C18 C23 108.1(3) . . ? C19 C18 C23 111.1(3) . . ? C20 C19 C18 115.5(3) . . ? C20 C19 H19A 108.4 . . ? C18 C19 H19A 108.4 . . ? C20 C19 H19B 108.4 . . ? C18 C19 H19B 108.4 . . ? H19A C19 H19B 107.5 . . ? C21 C20 C19 114.5(4) . . ? C21 C20 H20A 108.6 . . ? C19 C20 H20A 108.6 . . ? C21 C20 H20B 108.6 . . ? C19 C20 H20B 108.6 . . ? H20A C20 H20B 107.6 . . ? C20 C21 C22 114.3(5) . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21B 108.7 . . ? C22 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C18 116.0(3) . . ? C24 C23 H23A 108.3 . . ? C18 C23 H23A 108.3 . . ? C24 C23 H23B 108.3 . . ? C18 C23 H23B 108.3 . . ? H23A C23 H23B 107.4 . . ? C25 C24 C23 111.4(3) . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C26 C25 C24 114.3(4) . . ? C26 C25 H25A 108.7 . . ? C24 C25 H25A 108.7 . . ? C26 C25 H25B 108.7 . . ? C24 C25 H25B 108.7 . . ? H25A C25 H25B 107.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C18 130.6(4) . . ? C28 C27 S3 110.4(3) . . ? C18 C27 S3 119.0(3) . . ? C27 C28 C29 113.4(4) . . ? C27 C28 H28 123.3 . . ? C29 C28 H28 123.3 . . ? C30 C29 C28 113.6(4) . . ? C30 C29 H29 123.2 . . ? C28 C29 H29 123.2 . . ? C29 C30 C31 131.0(4) . . ? C29 C30 S3 110.1(3) . . ? C31 C30 S3 118.9(3) . . ? C30 C31 C40 108.7(3) . . ? C30 C31 C36 109.4(3) . . ? C40 C31 C36 109.9(3) . . ? C30 C31 C32 108.8(3) . . ? C40 C31 C32 108.1(3) . . ? C36 C31 C32 111.8(3) . . ? C33 C32 C31 114.7(4) . . ? C33 C32 H32A 108.6 . . ? C31 C32 H32A 108.6 . . ? C33 C32 H32B 108.6 . . ? C31 C32 H32B 108.6 . . ? H32A C32 H32B 107.6 . . ? C32 C33 C34 111.6(4) . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33B 109.3 . . ? C34 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C35 C34 C33 116.3(6) . . ? C35 C34 H34A 108.2 . . ? C33 C34 H34A 108.2 . . ? C35 C34 H34B 108.2 . . ? C33 C34 H34B 108.2 . . ? H34A C34 H34B 107.4 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 C31 114.9(4) . . ? C37 C36 H36A 108.5 . . ? C31 C36 H36A 108.5 . . ? C37 C36 H36B 108.5 . . ? C31 C36 H36B 108.5 . . ? H36A C36 H36B 107.5 . . ? C38 C37 C36 113.2(4) . . ? C38 C37 H37A 108.9 . . ? C36 C37 H37A 108.9 . . ? C38 C37 H37B 108.9 . . ? C36 C37 H37B 108.9 . . ? H37A C37 H37B 107.7 . . ? C37 C38 C39 113.7(5) . . ? C37 C38 H38A 108.8 . . ? C39 C38 H38A 108.8 . . ? C37 C38 H38B 108.8 . . ? C39 C38 H38B 108.8 . . ? H38A C38 H38B 107.7 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C31 131.1(4) . . ? C41 C40 S4 109.6(3) . . ? C31 C40 S4 119.2(3) . . ? C40 C41 C42 114.2(4) . . ? C40 C41 H41 122.9 . . ? C42 C41 H41 122.9 . . ? C43 C42 C41 112.7(4) . . ? C43 C42 H42 123.7 . . ? C41 C42 H42 123.7 . . ? C42 C43 C44 130.6(4) . . ? C42 C43 S4 110.5(3) . . ? C44 C43 S4 118.9(3) . . ? C1 C44 C43 108.6(3) . . ? C1 C44 C45 109.8(3) . . ? C43 C44 C45 109.0(3) . . ? C1 C44 C49 109.1(3) . . ? C43 C44 C49 109.0(3) . . ? C45 C44 C49 111.3(3) . . ? C46 C45 C44 116.1(4) . . ? C46 C45 H45A 108.3 . . ? C44 C45 H45A 108.3 . . ? C46 C45 H45B 108.3 . . ? C44 C45 H45B 108.3 . . ? H45A C45 H45B 107.4 . . ? C45 C46 C47 111.5(5) . . ? C45 C46 H46A 109.3 . . ? C47 C46 H46A 109.3 . . ? C45 C46 H46B 109.3 . . ? C47 C46 H46B 109.3 . . ? H46A C46 H46B 108.0 . . ? C48 C47 C46 114.9(6) . . ? C48 C47 H47A 108.5 . . ? C46 C47 H47A 108.5 . . ? C48 C47 H47B 108.5 . . ? C46 C47 H47B 108.5 . . ? H47A C47 H47B 107.5 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C50 C49 C44 114.1(3) . . ? C50 C49 H49A 108.7 . . ? C44 C49 H49A 108.7 . . ? C50 C49 H49B 108.7 . . ? C44 C49 H49B 108.7 . . ? H49A C49 H49B 107.6 . . ? C51 C50 C49 113.3(4) . . ? C51 C50 H50A 108.9 . . ? C49 C50 H50A 108.9 . . ? C51 C50 H50B 108.9 . . ? C49 C50 H50B 108.9 . . ? H50A C50 H50B 107.7 . . ? C52 C51 C50 115.0(6) . . ? C52 C51 H51A 108.5 . . ? C50 C51 H51A 108.5 . . ? C52 C51 H51B 108.5 . . ? C50 C51 H51B 108.5 . . ? H51A C51 H51B 107.5 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C4 S1 C1 93.47(19) . . ? C17 S2 C14 93.19(19) . . ? C27 S3 C30 92.54(19) . . ? C43 S4 C40 92.95(19) . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 1.451 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.070 # Attachment '630_web_deposit_cif_file_7_Gon-AnnLee_1267790451.cif' data_a9984a _database_code_depnum_ccdc_archive 'CCDC 768519' #TrackingRef '630_web_deposit_cif_file_7_Gon-AnnLee_1267790451.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common octabutyl _chemical_melting_point 271.5-272.5 _chemical_formula_moiety 'C52 H80 O4' _chemical_formula_sum 'C52 H80 O4' _chemical_formula_weight 769.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.969(2) _cell_length_b 14.641(2) _cell_length_c 15.502(2) _cell_angle_alpha 65.333(9) _cell_angle_beta 68.547(9) _cell_angle_gamma 82.873(9) _cell_volume 2488.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.027 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9718 _exptl_absorpt_correction_T_max 0.9907 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17381 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0747 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8630 _reflns_number_gt 4740 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1303P)^2^+0.1943P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8630 _refine_ls_number_parameters 493 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1322 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2457 _refine_ls_wR_factor_gt 0.1964 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.009 _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 C1 C 0.2218(2) -0.0118(2) 1.11543(19) 0.0432(7) Uani 1 1 d . . . C2 C 0.3204(2) -0.0163(2) 1.1268(2) 0.0507(8) Uani 1 1 d . . . H2 H 0.3416 0.0170 1.1592 0.061 Uiso 1 1 calc R . . C3 C 0.3870(2) -0.0801(2) 1.0815(2) 0.0498(7) Uani 1 1 d . . . H3 H 0.4610 -0.0976 1.0780 0.060 Uiso 1 1 calc R . . C4 C 0.3263(2) -0.1110(2) 1.0448(2) 0.0434(7) Uani 1 1 d . . . C5 C 0.3439(2) -0.17769(19) 0.9894(2) 0.0437(7) Uani 1 1 d . . . C6 C 0.2535(2) -0.2619(2) 1.0489(2) 0.0510(8) Uani 1 1 d . . . H6A H 0.1807 -0.2308 1.0517 0.061 Uiso 1 1 calc R . . H6B H 0.2656 -0.3047 1.0110 0.061 Uiso 1 1 calc R . . C7 C 0.2480(3) -0.3289(2) 1.1565(2) 0.0623(9) Uani 1 1 d . . . H7A H 0.3175 -0.3661 1.1540 0.075 Uiso 1 1 calc R . . H7B H 0.2430 -0.2861 1.1931 0.075 Uiso 1 1 calc R . . C8 C 0.1507(3) -0.4036(2) 1.2149(2) 0.0728(10) Uani 1 1 d . . . H8A H 0.0814 -0.3661 1.2188 0.087 Uiso 1 1 calc R . . H8B H 0.1546 -0.4447 1.1768 0.087 Uiso 1 1 calc R . . C9 C 0.1453(3) -0.4726(3) 1.3200(3) 0.0983(14) Uani 1 1 d . . . H9A H 0.0805 -0.5185 1.3527 0.147 Uiso 1 1 calc R . . H9B H 0.1392 -0.4329 1.3591 0.147 Uiso 1 1 calc R . . H9C H 0.2127 -0.5116 1.3170 0.147 Uiso 1 1 calc R . . C10 C 0.4614(2) -0.2195(2) 0.9769(2) 0.0537(8) Uani 1 1 d . . . H10A H 0.5156 -0.1622 0.9420 0.064 Uiso 1 1 calc R . . H10B H 0.4661 -0.2588 1.0450 0.064 Uiso 1 1 calc R . . C11 C 0.4940(3) -0.2854(3) 0.9185(3) 0.0687(10) Uani 1 1 d . . . H11A H 0.4393 -0.3422 0.9525 0.082 Uiso 1 1 calc R . . H11B H 0.4913 -0.2458 0.8497 0.082 Uiso 1 1 calc R . . C12 C 0.6079(3) -0.3267(3) 0.9094(3) 0.0998(14) Uani 1 1 d . . . H12A H 0.6620 -0.2696 0.8771 0.120 Uiso 1 1 calc R . . H12B H 0.6097 -0.3671 0.9783 0.120 Uiso 1 1 calc R . . C13 C 0.6442(4) -0.3902(4) 0.8503(4) 0.1315(19) Uani 1 1 d . . . H13A H 0.7194 -0.4126 0.8471 0.197 Uiso 1 1 calc R . . H13B H 0.6435 -0.3509 0.7815 0.197 Uiso 1 1 calc R . . H13C H 0.5935 -0.4489 0.8833 0.197 Uiso 1 1 calc R . . C14 C 0.3354(2) -0.11721(19) 0.8871(2) 0.0436(7) Uani 1 1 d . . . C15 C 0.2722(2) -0.1215(2) 0.8372(2) 0.0499(7) Uani 1 1 d . . . H15 H 0.2146 -0.1698 0.8618 0.060 Uiso 1 1 calc R . . C16 C 0.3075(2) -0.0400(2) 0.7405(2) 0.0507(8) Uani 1 1 d . . . H16 H 0.2778 -0.0240 0.6884 0.061 Uiso 1 1 calc R . . C17 C 0.3901(2) 0.0101(2) 0.7360(2) 0.0444(7) Uani 1 1 d . . . C18 C 0.4622(2) 0.1019(2) 0.65993(19) 0.0480(7) Uani 1 1 d . . . C19 C 0.5851(2) 0.0729(2) 0.6310(2) 0.0576(8) Uani 1 1 d . . . H19A H 0.6319 0.1345 0.5833 0.069 Uiso 1 1 calc R . . H19B H 0.6053 0.0443 0.6927 0.069 Uiso 1 1 calc R . . C20 C 0.6112(3) -0.0032(3) 0.5823(3) 0.0706(10) Uani 1 1 d . . . H20A H 0.5523 -0.0568 0.6209 0.085 Uiso 1 1 calc R . . H20B H 0.6100 0.0311 0.5125 0.085 Uiso 1 1 calc R . . C21 C 0.7232(3) -0.0513(3) 0.5785(3) 0.0927(13) Uani 1 1 d . . . H21A H 0.7241 -0.0859 0.6483 0.111 Uiso 1 1 calc R . . H21B H 0.7319 -0.1027 0.5507 0.111 Uiso 1 1 calc R . . C22 C 0.8191(3) 0.0217(4) 0.5162(4) 0.1236(18) Uani 1 1 d . . . H22A H 0.8880 -0.0139 0.5175 0.185 Uiso 1 1 calc R . . H22B H 0.8120 0.0723 0.5438 0.185 Uiso 1 1 calc R . . H22C H 0.8205 0.0548 0.4462 0.185 Uiso 1 1 calc R . . C23 C 0.4241(3) 0.1499(2) 0.5676(2) 0.0552(8) Uani 1 1 d . . . H23A H 0.4337 0.1010 0.5366 0.066 Uiso 1 1 calc R . . H23B H 0.3440 0.1628 0.5915 0.066 Uiso 1 1 calc R . . C24 C 0.4850(3) 0.2472(3) 0.4869(2) 0.0835(12) Uani 1 1 d . . . H24A H 0.4888 0.2911 0.5199 0.100 Uiso 1 1 calc R . . H24B H 0.5619 0.2321 0.4529 0.100 Uiso 1 1 calc R . . C25 C 0.4328(4) 0.3037(3) 0.4081(3) 0.1080(12) Uani 1 1 d . . . H25A H 0.4368 0.2628 0.3697 0.130 Uiso 1 1 calc R . . H25B H 0.3535 0.3119 0.4426 0.130 Uiso 1 1 calc R . . C26 C 0.4853(5) 0.4046(4) 0.3352(4) 0.1585(19) Uani 1 1 d . . . H26A H 0.4459 0.4372 0.2873 0.238 Uiso 1 1 calc R . . H26B H 0.5630 0.3972 0.2980 0.238 Uiso 1 1 calc R . . H26C H 0.4815 0.4460 0.3722 0.238 Uiso 1 1 calc R . . C27 C 0.4490(2) 0.1756(2) 0.70634(19) 0.0454(7) Uani 1 1 d . . . C28 C 0.5164(3) 0.2200(2) 0.7268(2) 0.0548(8) Uani 1 1 d . . . H28 H 0.5934 0.2098 0.7142 0.066 Uiso 1 1 calc R . . C29 C 0.4501(3) 0.2852(2) 0.7712(2) 0.0536(8) Uani 1 1 d . . . H29 H 0.4750 0.3268 0.7936 0.064 Uiso 1 1 calc R . . C30 C 0.3468(3) 0.2771(2) 0.7754(2) 0.0472(7) Uani 1 1 d . . . C31 C 0.2377(3) 0.3219(2) 0.8144(2) 0.0507(8) Uani 1 1 d . . . C32 C 0.1926(3) 0.3792(2) 0.7263(2) 0.0567(8) Uani 1 1 d . . . H32A H 0.1851 0.3314 0.6986 0.068 Uiso 1 1 calc R . . H32B H 0.1174 0.4019 0.7544 0.068 Uiso 1 1 calc R . . C33 C 0.2621(3) 0.4688(2) 0.6406(2) 0.0762(11) Uani 1 1 d . . . H33A H 0.3383 0.4474 0.6135 0.091 Uiso 1 1 calc R . . H33B H 0.2665 0.5189 0.6667 0.091 Uiso 1 1 calc R . . C34 C 0.2153(4) 0.5182(3) 0.5548(3) 0.1080(12) Uani 1 1 d . . . H34A H 0.2169 0.4699 0.5248 0.130 Uiso 1 1 calc R . . H34B H 0.1370 0.5343 0.5830 0.130 Uiso 1 1 calc R . . C35 C 0.2782(5) 0.6118(4) 0.4739(4) 0.1585(19) Uani 1 1 d . . . H35A H 0.2444 0.6409 0.4214 0.238 Uiso 1 1 calc R . . H35B H 0.3552 0.5959 0.4439 0.238 Uiso 1 1 calc R . . H35C H 0.2765 0.6601 0.5030 0.238 Uiso 1 1 calc R . . C36 C 0.2566(3) 0.3912(2) 0.8592(2) 0.0630(9) Uani 1 1 d . B . H36A H 0.2874 0.3515 0.9132 0.076 Uiso 1 1 calc R . . H36B H 0.3127 0.4442 0.8056 0.076 Uiso 1 1 calc R . . C37 C 0.1540(4) 0.4411(3) 0.9027(3) 0.0987(14) Uani 1 1 d D . . H37A H 0.0990 0.3899 0.9608 0.118 Uiso 1 1 calc R A 1 H37B H 0.1198 0.4794 0.8508 0.118 Uiso 1 1 calc R A 1 C38 C 0.1917(9) 0.5146(7) 0.9383(10) 0.100(3) Uiso 0.597(12) 1 d PD B 1 H38A H 0.1224 0.5388 0.9757 0.119 Uiso 0.597(12) 1 calc PR B 1 H38B H 0.2254 0.4715 0.9891 0.119 Uiso 0.597(12) 1 calc PR B 1 C39 C 0.2538(10) 0.5889(7) 0.8838(8) 0.174(6) Uiso 0.597(12) 1 d PD B 1 H39A H 0.2636 0.6202 0.9253 0.262 Uiso 0.597(12) 1 calc PR B 1 H39B H 0.2216 0.6372 0.8348 0.262 Uiso 0.597(12) 1 calc PR B 1 H39C H 0.3259 0.5689 0.8475 0.262 Uiso 0.597(12) 1 calc PR B 1 C38' C 0.1504(12) 0.4785(9) 0.9857(9) 0.091(4) Uiso 0.403(12) 1 d PD B 2 H38C H 0.0895 0.4433 1.0501 0.109 Uiso 0.403(12) 1 calc PR B 2 H38D H 0.2213 0.4660 0.9984 0.109 Uiso 0.403(12) 1 calc PR B 2 C39' C 0.134(3) 0.5700(12) 0.950(2) 0.269(13) Uiso 0.403(12) 1 d PD B 2 H39D H 0.1309 0.5980 0.9986 0.403 Uiso 0.403(12) 1 calc PR B 2 H39E H 0.0643 0.5808 0.9374 0.403 Uiso 0.403(12) 1 calc PR B 2 H39F H 0.1954 0.6034 0.8866 0.403 Uiso 0.403(12) 1 calc PR B 2 C40 C 0.1564(2) 0.2392(2) 0.8940(2) 0.0480(7) Uani 1 1 d . . . C41 C 0.0606(2) 0.2030(2) 0.9049(2) 0.0539(8) Uani 1 1 d . . . H41 H 0.0240 0.2275 0.8568 0.065 Uiso 1 1 calc R . . C42 C 0.0234(2) 0.1212(2) 1.0012(2) 0.0530(8) Uani 1 1 d . . . H42 H -0.0425 0.0811 1.0298 0.064 Uiso 1 1 calc R . . C43 C 0.1000(2) 0.1117(2) 1.0440(2) 0.0467(7) Uani 1 1 d . . . C44 C 0.1165(2) 0.0428(2) 1.1412(2) 0.0465(7) Uani 1 1 d . . . C45 C 0.1295(3) 0.1049(2) 1.1961(2) 0.0575(8) Uani 1 1 d . . . H45A H 0.1406 0.0579 1.2597 0.069 Uiso 1 1 calc R . . H45B H 0.1976 0.1481 1.1532 0.069 Uiso 1 1 calc R . . C46 C 0.0346(3) 0.1709(3) 1.2218(3) 0.0741(10) Uani 1 1 d . . . H46A H 0.0222 0.2177 1.1587 0.089 Uiso 1 1 calc R . . H46B H -0.0335 0.1282 1.2665 0.089 Uiso 1 1 calc R . . C47 C 0.0533(4) 0.2302(3) 1.2725(3) 0.1055(15) Uani 1 1 d . . . H47A H 0.1231 0.2708 1.2287 0.127 Uiso 1 1 calc R . . H47B H 0.0636 0.1830 1.3365 0.127 Uiso 1 1 calc R . . C48 C -0.0379(5) 0.2994(4) 1.2963(4) 0.148(2) Uani 1 1 d . . . H48A H -0.0191 0.3345 1.3305 0.222 Uiso 1 1 calc R . . H48B H -0.1074 0.2601 1.3405 0.222 Uiso 1 1 calc R . . H48C H -0.0467 0.3486 1.2332 0.222 Uiso 1 1 calc R . . C49 C 0.0168(2) -0.0329(2) 1.2063(2) 0.0525(8) Uani 1 1 d . . . H49A H -0.0514 0.0050 1.2212 0.063 Uiso 1 1 calc R . . H49B H 0.0096 -0.0678 1.1660 0.063 Uiso 1 1 calc R . . C50 C 0.0237(3) -0.1112(2) 1.3052(2) 0.0651(9) Uani 1 1 d . . . H50A H 0.0935 -0.1472 1.2907 0.078 Uiso 1 1 calc R . . H50B H 0.0272 -0.0767 1.3471 0.078 Uiso 1 1 calc R . . C51 C -0.0709(3) -0.1866(3) 1.3650(3) 0.0853(12) Uani 1 1 d . . . H51A H -0.0745 -0.2206 1.3227 0.102 Uiso 1 1 calc R . . H51B H -0.1406 -0.1504 1.3793 0.102 Uiso 1 1 calc R . . C52 C -0.0656(4) -0.2654(3) 1.4633(3) 0.1120(16) Uani 1 1 d . . . H52A H -0.1306 -0.3112 1.4969 0.168 Uiso 1 1 calc R . . H52B H -0.0644 -0.2330 1.5070 0.168 Uiso 1 1 calc R . . H52C H 0.0019 -0.3034 1.4502 0.168 Uiso 1 1 calc R . . O1 O 0.22299(14) -0.06975(13) 1.06494(13) 0.0441(5) Uani 1 1 d . . . O2 O 0.40973(15) -0.03651(13) 0.82617(13) 0.0454(5) Uani 1 1 d . . . O3 O 0.34335(15) 0.21008(13) 0.73615(13) 0.0465(5) Uani 1 1 d . . . O4 O 0.18292(15) 0.18429(13) 0.97926(13) 0.0476(5) 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 C1 0.0501(18) 0.0437(15) 0.0354(14) -0.0135(13) -0.0153(13) -0.0044(13) C2 0.0539(19) 0.0538(17) 0.0497(17) -0.0178(15) -0.0253(15) -0.0048(15) C3 0.0442(17) 0.0531(17) 0.0562(18) -0.0192(16) -0.0253(15) 0.0016(14) C4 0.0398(16) 0.0440(15) 0.0427(15) -0.0115(14) -0.0164(13) -0.0010(13) C5 0.0447(17) 0.0397(15) 0.0464(16) -0.0149(14) -0.0183(13) 0.0007(13) C6 0.0499(18) 0.0455(16) 0.0568(18) -0.0167(15) -0.0221(15) 0.0010(14) C7 0.066(2) 0.0530(18) 0.0602(19) -0.0085(17) -0.0280(17) -0.0047(16) C8 0.070(2) 0.056(2) 0.069(2) 0.0024(18) -0.0301(19) -0.0044(17) C9 0.104(3) 0.077(3) 0.079(3) 0.005(2) -0.028(2) -0.021(2) C10 0.0480(18) 0.0542(18) 0.0615(18) -0.0231(16) -0.0244(15) 0.0091(14) C11 0.061(2) 0.069(2) 0.090(2) -0.043(2) -0.0333(19) 0.0203(17) C12 0.079(3) 0.125(3) 0.141(4) -0.096(3) -0.053(3) 0.048(3) C13 0.113(4) 0.163(5) 0.190(5) -0.133(4) -0.080(4) 0.077(4) C14 0.0422(16) 0.0397(15) 0.0473(16) -0.0171(14) -0.0136(14) -0.0009(13) C15 0.0506(18) 0.0485(17) 0.0512(17) -0.0157(15) -0.0211(15) -0.0058(14) C16 0.0502(18) 0.0585(18) 0.0498(17) -0.0225(16) -0.0221(14) -0.0030(15) C17 0.0445(17) 0.0513(17) 0.0379(15) -0.0199(14) -0.0129(13) 0.0028(14) C18 0.0467(17) 0.0576(18) 0.0386(15) -0.0195(15) -0.0111(13) -0.0061(14) C19 0.0497(19) 0.077(2) 0.0463(17) -0.0261(17) -0.0135(14) -0.0038(16) C20 0.056(2) 0.094(3) 0.072(2) -0.051(2) -0.0129(18) 0.0050(19) C21 0.065(3) 0.129(4) 0.097(3) -0.068(3) -0.020(2) 0.018(2) C22 0.063(3) 0.170(5) 0.132(4) -0.075(4) -0.009(3) -0.002(3) C23 0.060(2) 0.0638(19) 0.0425(16) -0.0194(16) -0.0172(15) -0.0084(16) C24 0.095(3) 0.095(3) 0.0495(19) -0.004(2) -0.0313(19) -0.034(2) C25 0.138(3) 0.096(2) 0.0728(18) 0.0168(17) -0.0588(19) -0.052(2) C26 0.208(4) 0.125(3) 0.119(3) 0.036(2) -0.104(3) -0.076(3) C27 0.0461(18) 0.0483(16) 0.0339(14) -0.0082(13) -0.0119(13) -0.0090(14) C28 0.0526(19) 0.0627(19) 0.0458(17) -0.0144(16) -0.0182(15) -0.0112(16) C29 0.063(2) 0.0521(17) 0.0481(17) -0.0158(15) -0.0225(15) -0.0128(16) C30 0.063(2) 0.0391(15) 0.0391(15) -0.0091(13) -0.0203(14) -0.0112(14) C31 0.068(2) 0.0393(15) 0.0480(17) -0.0161(14) -0.0254(15) 0.0004(15) C32 0.072(2) 0.0451(17) 0.0508(18) -0.0091(15) -0.0298(16) -0.0022(15) C33 0.096(3) 0.063(2) 0.065(2) -0.0036(19) -0.041(2) -0.020(2) C34 0.138(3) 0.096(2) 0.0728(18) 0.0168(17) -0.0588(19) -0.052(2) C35 0.208(4) 0.125(3) 0.119(3) 0.036(2) -0.104(3) -0.076(3) C36 0.086(2) 0.0516(18) 0.061(2) -0.0248(17) -0.0351(19) 0.0039(17) C37 0.131(4) 0.092(3) 0.121(3) -0.076(3) -0.068(3) 0.041(3) C40 0.059(2) 0.0436(16) 0.0394(16) -0.0143(14) -0.0201(14) 0.0081(14) C41 0.0512(19) 0.0616(19) 0.0521(18) -0.0205(16) -0.0262(15) 0.0083(16) C42 0.0436(17) 0.0615(19) 0.0474(17) -0.0173(16) -0.0145(14) 0.0019(15) C43 0.0471(17) 0.0460(16) 0.0401(15) -0.0140(14) -0.0115(14) 0.0012(14) C44 0.0493(18) 0.0503(16) 0.0383(15) -0.0165(14) -0.0148(13) 0.0013(14) C45 0.079(2) 0.0506(17) 0.0477(17) -0.0211(15) -0.0262(16) 0.0045(16) C46 0.095(3) 0.069(2) 0.063(2) -0.0361(19) -0.026(2) 0.020(2) C47 0.147(4) 0.091(3) 0.110(3) -0.070(3) -0.056(3) 0.039(3) C48 0.217(6) 0.124(4) 0.144(4) -0.094(4) -0.083(4) 0.078(4) C49 0.0487(18) 0.0574(18) 0.0447(16) -0.0172(15) -0.0116(14) -0.0020(15) C50 0.067(2) 0.066(2) 0.0483(18) -0.0102(17) -0.0166(16) -0.0074(18) C51 0.087(3) 0.091(3) 0.060(2) -0.011(2) -0.018(2) -0.028(2) C52 0.112(4) 0.095(3) 0.075(3) 0.019(2) -0.027(3) -0.026(3) O1 0.0404(11) 0.0492(11) 0.0461(11) -0.0189(10) -0.0188(9) 0.0014(9) O2 0.0465(11) 0.0491(11) 0.0414(11) -0.0161(9) -0.0174(9) -0.0023(9) O3 0.0498(12) 0.0469(11) 0.0459(11) -0.0197(10) -0.0162(9) -0.0061(9) O4 0.0551(12) 0.0460(11) 0.0410(10) -0.0128(9) -0.0205(9) -0.0011(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.344(4) . ? C1 O1 1.369(3) . ? C1 C44 1.503(4) . ? C2 C3 1.420(4) . ? C2 H2 0.9500 . ? C3 C4 1.334(4) . ? C3 H3 0.9500 . ? C4 O1 1.381(3) . ? C4 C5 1.498(4) . ? C5 C14 1.498(4) . ? C5 C6 1.538(4) . ? C5 C10 1.545(4) . ? C6 C7 1.521(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.513(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.497(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.510(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.504(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.488(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.338(4) . ? C14 O2 1.379(3) . ? C15 C16 1.422(4) . ? C15 H15 0.9500 . ? C16 C17 1.338(4) . ? C16 H16 0.9500 . ? C17 O2 1.380(3) . ? C17 C18 1.501(4) . ? C18 C27 1.491(4) . ? C18 C23 1.542(4) . ? C18 C19 1.547(4) . ? C19 C20 1.531(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.526(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.486(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.512(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.502(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.489(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.343(4) . ? C27 O3 1.381(3) . ? C28 C29 1.427(4) . ? C28 H28 0.9500 . ? C29 C30 1.335(4) . ? C29 H29 0.9500 . ? C30 O3 1.366(3) . ? C30 C31 1.507(4) . ? C31 C40 1.490(4) . ? C31 C36 1.532(4) . ? C31 C32 1.554(4) . ? C32 C33 1.505(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.530(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.486(5) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.507(5) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38' 1.581(7) . ? C37 C38 1.590(6) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.224(10) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C38' C39' 1.241(11) . ? C38' H38C 0.9900 . ? C38' H38D 0.9900 . ? C39' H39D 0.9800 . ? C39' H39E 0.9800 . ? C39' H39F 0.9800 . ? C40 C41 1.337(4) . ? C40 O4 1.374(3) . ? C41 C42 1.421(4) . ? C41 H41 0.9500 . ? C42 C43 1.348(4) . ? C42 H42 0.9500 . ? C43 O4 1.377(3) . ? C43 C44 1.500(4) . ? C44 C45 1.538(4) . ? C44 C49 1.546(4) . ? C45 C46 1.508(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.481(5) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.502(5) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C50 1.509(4) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.495(4) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.499(5) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 O1 109.1(2) . . ? C2 C1 C44 135.6(3) . . ? O1 C1 C44 115.2(2) . . ? C1 C2 C3 107.2(3) . . ? C1 C2 H2 126.4 . . ? C3 C2 H2 126.4 . . ? C4 C3 C2 107.2(3) . . ? C4 C3 H3 126.4 . . ? C2 C3 H3 126.4 . . ? C3 C4 O1 109.3(2) . . ? C3 C4 C5 135.6(3) . . ? O1 C4 C5 115.2(2) . . ? C4 C5 C14 109.3(2) . . ? C4 C5 C6 109.3(2) . . ? C14 C5 C6 108.7(2) . . ? C4 C5 C10 107.9(2) . . ? C14 C5 C10 109.4(2) . . ? C6 C5 C10 112.1(2) . . ? C7 C6 C5 115.6(2) . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6B 108.4 . . ? C5 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C8 C7 C6 113.3(3) . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C7 114.4(3) . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8B 108.7 . . ? C7 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C5 114.6(3) . . ? C11 C10 H10A 108.6 . . ? C5 C10 H10A 108.6 . . ? C11 C10 H10B 108.6 . . ? C5 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 113.4(3) . . ? C12 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 115.0(3) . . ? C13 C12 H12A 108.5 . . ? C11 C12 H12A 108.5 . . ? C13 C12 H12B 108.5 . . ? C11 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 O2 109.2(2) . . ? C15 C14 C5 135.7(3) . . ? O2 C14 C5 115.1(2) . . ? C14 C15 C16 107.1(3) . . ? C14 C15 H15 126.5 . . ? C16 C15 H15 126.5 . . ? C17 C16 C15 107.7(3) . . ? C17 C16 H16 126.2 . . ? C15 C16 H16 126.2 . . ? C16 C17 O2 108.8(2) . . ? C16 C17 C18 136.1(3) . . ? O2 C17 C18 115.1(2) . . ? C27 C18 C17 109.0(2) . . ? C27 C18 C23 108.9(2) . . ? C17 C18 C23 108.8(2) . . ? C27 C18 C19 108.0(2) . . ? C17 C18 C19 109.6(2) . . ? C23 C18 C19 112.4(2) . . ? C20 C19 C18 113.9(3) . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C21 C20 C19 113.5(3) . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20B 108.9 . . ? C19 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C22 C21 C20 113.7(4) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C18 114.8(3) . . ? C24 C23 H23A 108.6 . . ? C18 C23 H23A 108.6 . . ? C24 C23 H23B 108.6 . . ? C18 C23 H23B 108.6 . . ? H23A C23 H23B 107.5 . . ? C25 C24 C23 114.2(3) . . ? C25 C24 H24A 108.7 . . ? C23 C24 H24A 108.7 . . ? C25 C24 H24B 108.7 . . ? C23 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? C26 C25 C24 114.3(4) . . ? C26 C25 H25A 108.7 . . ? C24 C25 H25A 108.7 . . ? C26 C25 H25B 108.7 . . ? C24 C25 H25B 108.7 . . ? H25A C25 H25B 107.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 O3 108.8(3) . . ? C28 C27 C18 135.6(3) . . ? O3 C27 C18 115.5(2) . . ? C27 C28 C29 106.8(3) . . ? C27 C28 H28 126.6 . . ? C29 C28 H28 126.6 . . ? C30 C29 C28 107.5(3) . . ? C30 C29 H29 126.3 . . ? C28 C29 H29 126.3 . . ? C29 C30 O3 109.2(3) . . ? C29 C30 C31 135.2(3) . . ? O3 C30 C31 115.6(2) . . ? C40 C31 C30 109.0(2) . . ? C40 C31 C36 110.1(2) . . ? C30 C31 C36 108.2(3) . . ? C40 C31 C32 108.1(2) . . ? C30 C31 C32 109.3(2) . . ? C36 C31 C32 112.1(2) . . ? C33 C32 C31 115.5(3) . . ? C33 C32 H32A 108.4 . . ? C31 C32 H32A 108.4 . . ? C33 C32 H32B 108.4 . . ? C31 C32 H32B 108.4 . . ? H32A C32 H32B 107.5 . . ? C32 C33 C34 112.4(3) . . ? C32 C33 H33A 109.1 . . ? C34 C33 H33A 109.1 . . ? C32 C33 H33B 109.1 . . ? C34 C33 H33B 109.1 . . ? H33A C33 H33B 107.9 . . ? C35 C34 C33 112.6(3) . . ? C35 C34 H34A 109.1 . . ? C33 C34 H34A 109.1 . . ? C35 C34 H34B 109.1 . . ? C33 C34 H34B 109.1 . . ? H34A C34 H34B 107.8 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 C31 114.5(3) . . ? C37 C36 H36A 108.6 . . ? C31 C36 H36A 108.6 . . ? C37 C36 H36B 108.6 . . ? C31 C36 H36B 108.6 . . ? H36A C36 H36B 107.6 . . ? C38' C37 C36 118.7(6) . . ? C38' C37 C38 27.4(5) . . ? C36 C37 C38 106.9(5) . . ? C38' C37 H37A 82.9 . . ? C36 C37 H37A 110.3 . . ? C38 C37 H37A 110.3 . . ? C38' C37 H37B 121.5 . . ? C36 C37 H37B 110.3 . . ? C38 C37 H37B 110.3 . . ? H37A C37 H37B 108.6 . . ? C39 C38 C37 126.4(10) . . ? C39 C38 H38A 105.7 . . ? C37 C38 H38A 105.7 . . ? C39 C38 H38B 105.7 . . ? C37 C38 H38B 105.7 . . ? H38A C38 H38B 106.2 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C39' C38' C37 105.4(14) . . ? C39' C38' H38C 110.7 . . ? C37 C38' H38C 110.7 . . ? C39' C38' H38D 110.7 . . ? C37 C38' H38D 110.7 . . ? H38C C38' H38D 108.8 . . ? C38' C39' H39D 109.5 . . ? C38' C39' H39E 109.5 . . ? H39D C39' H39E 109.5 . . ? C38' C39' H39F 109.5 . . ? H39D C39' H39F 109.5 . . ? H39E C39' H39F 109.5 . . ? C41 C40 O4 109.2(2) . . ? C41 C40 C31 135.9(3) . . ? O4 C40 C31 114.8(2) . . ? C40 C41 C42 107.8(3) . . ? C40 C41 H41 126.1 . . ? C42 C41 H41 126.1 . . ? C43 C42 C41 106.5(3) . . ? C43 C42 H42 126.7 . . ? C41 C42 H42 126.7 . . ? C42 C43 O4 109.4(2) . . ? C42 C43 C44 136.2(3) . . ? O4 C43 C44 114.4(2) . . ? C43 C44 C1 107.8(2) . . ? C43 C44 C45 109.7(2) . . ? C1 C44 C45 108.6(2) . . ? C43 C44 C49 108.6(2) . . ? C1 C44 C49 110.2(2) . . ? C45 C44 C49 111.9(2) . . ? C46 C45 C44 116.3(3) . . ? C46 C45 H45A 108.2 . . ? C44 C45 H45A 108.2 . . ? C46 C45 H45B 108.2 . . ? C44 C45 H45B 108.2 . . ? H45A C45 H45B 107.4 . . ? C47 C46 C45 113.6(3) . . ? C47 C46 H46A 108.9 . . ? C45 C46 H46A 108.9 . . ? C47 C46 H46B 108.9 . . ? C45 C46 H46B 108.9 . . ? H46A C46 H46B 107.7 . . ? C46 C47 C48 115.1(4) . . ? C46 C47 H47A 108.5 . . ? C48 C47 H47A 108.5 . . ? C46 C47 H47B 108.5 . . ? C48 C47 H47B 108.5 . . ? H47A C47 H47B 107.5 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C50 C49 C44 115.1(3) . . ? C50 C49 H49A 108.5 . . ? C44 C49 H49A 108.5 . . ? C50 C49 H49B 108.5 . . ? C44 C49 H49B 108.5 . . ? H49A C49 H49B 107.5 . . ? C51 C50 C49 114.4(3) . . ? C51 C50 H50A 108.7 . . ? C49 C50 H50A 108.7 . . ? C51 C50 H50B 108.7 . . ? C49 C50 H50B 108.7 . . ? H50A C50 H50B 107.6 . . ? C50 C51 C52 115.3(3) . . ? C50 C51 H51A 108.4 . . ? C52 C51 H51A 108.4 . . ? C50 C51 H51B 108.4 . . ? C52 C51 H51B 108.4 . . ? H51A C51 H51B 107.5 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C1 O1 C4 107.2(2) . . ? C14 O2 C17 107.2(2) . . ? C30 O3 C27 107.6(2) . . ? C40 O4 C43 107.1(2) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.529 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.087