# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_201112183 #TrackingRef '11082_web_deposit_cif_file_0_MengmengHuang_1336090219.201112183.cif' _audit_creation_date 2011-12-30 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H20 O' _chemical_formula_sum 'C28 H20 O' _chemical_formula_weight 372.44 _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' 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' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.7493(14) _cell_length_b 8.1753(3) _cell_length_c 21.7304(12) _cell_angle_alpha 90.00 _cell_angle_beta 117.408(7) _cell_angle_gamma 90.00 _cell_volume 4061.0(4) _cell_formula_units_Z 8 _cell_measurement_reflns_used 1789 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 26.3153 _cell_measurement_theta_min 2.9913 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.94670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 1568 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.26 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_unetI/netI 0.0399 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 8377 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.00 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -16.00 25.00 1.0000 19.0000 omega____ theta____ kappa____ phi______ frames - -17.2104 -99.0000 0.0000 41 #__ type_ start__ end____ width___ exp.time_ 2 omega -39.00 13.00 1.0000 19.0000 omega____ theta____ kappa____ phi______ frames - -17.2104 57.0000 -30.0000 52 #__ type_ start__ end____ width___ exp.time_ 3 omega -53.00 90.00 1.0000 19.0000 omega____ theta____ kappa____ phi______ frames - 19.9448 0.0000 -60.0000 143 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0143077000 _diffrn_orient_matrix_UB_12 0.0758844000 _diffrn_orient_matrix_UB_13 -0.0029181000 _diffrn_orient_matrix_UB_21 -0.0243685000 _diffrn_orient_matrix_UB_22 -0.0280050000 _diffrn_orient_matrix_UB_23 -0.0305283000 _diffrn_orient_matrix_UB_31 -0.0128216000 _diffrn_orient_matrix_UB_32 -0.0313582000 _diffrn_orient_matrix_UB_33 0.0202928000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2821 _reflns_number_total 4148 _reflns_odcompleteness_completeness 99.78 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.169 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.033 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 4148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0786 _refine_ls_R_factor_gt 0.0480 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0477P)^2^+0.6729P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1043 _refine_ls_wR_factor_ref 0.1209 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.22638(4) 0.00839(14) 0.47010(5) 0.0476(3) Uani 1 1 d . . . C1 C 0.31007(7) 0.0581(2) 0.42405(8) 0.0524(4) Uani 1 1 d . . . H1 H 0.2717 0.0904 0.3958 0.063 Uiso 1 1 calc R . . C2 C 0.34950(8) 0.0550(2) 0.39757(9) 0.0595(5) Uani 1 1 d . . . H2 H 0.3376 0.0854 0.3518 0.071 Uiso 1 1 calc R . . C3 C 0.40613(8) 0.0071(3) 0.43841(9) 0.0636(6) Uani 1 1 d . . . H3 H 0.4327 0.0051 0.4205 0.076 Uiso 1 1 calc R . . C4 C 0.42371(8) -0.0383(3) 0.50647(10) 0.0656(6) Uani 1 1 d . . . H4 H 0.4621 -0.0715 0.5342 0.079 Uiso 1 1 calc R . . C5 C 0.38451(7) -0.0345(2) 0.53340(9) 0.0563(5) Uani 1 1 d . . . H5 H 0.3968 -0.0646 0.5793 0.068 Uiso 1 1 calc R . . C6 C 0.32689(7) 0.0138(2) 0.49264(8) 0.0440(4) Uani 1 1 d . . . C7 C 0.28424(7) 0.0140(2) 0.51974(8) 0.0440(4) Uani 1 1 d . . . C8 C 0.28733(6) 0.0141(2) 0.58401(7) 0.0408(4) Uani 1 1 d . . . C9 C 0.34082(6) 0.0239(2) 0.65158(7) 0.0413(4) Uani 1 1 d . . . C10 C 0.37636(7) 0.1613(2) 0.66829(8) 0.0529(5) Uani 1 1 d . . . H10 H 0.3666 0.2470 0.6368 0.063 Uiso 1 1 calc R . . C11 C 0.42610(7) 0.1719(3) 0.73127(10) 0.0683(6) Uani 1 1 d . . . H11 H 0.4494 0.2650 0.7419 0.082 Uiso 1 1 calc R . . C12 C 0.44132(8) 0.0468(4) 0.77802(10) 0.0780(7) Uani 1 1 d . . . H12 H 0.4753 0.0535 0.8199 0.094 Uiso 1 1 calc R . . C13 C 0.40607(9) -0.0895(3) 0.76273(9) 0.0715(6) Uani 1 1 d . . . H13 H 0.4160 -0.1742 0.7948 0.086 Uiso 1 1 calc R . . C14 C 0.35591(7) -0.1010(2) 0.69991(8) 0.0527(5) Uani 1 1 d . . . H14 H 0.3322 -0.1931 0.6901 0.063 Uiso 1 1 calc R . . C15 C 0.23510(6) 0.0925(2) 0.68822(7) 0.0457(4) Uani 1 1 d . . . H15 H 0.2641 0.1666 0.6930 0.055 Uiso 1 1 calc R . . C16 C 0.21786(7) 0.0818(2) 0.73961(8) 0.0543(5) Uani 1 1 d . . . H16 H 0.2352 0.1488 0.7785 0.065 Uiso 1 1 calc R . . C17 C 0.17512(7) -0.0274(2) 0.73353(8) 0.0562(5) Uani 1 1 d . . . H17 H 0.1631 -0.0336 0.7678 0.067 Uiso 1 1 calc R . . C18 C 0.15018(7) -0.1277(2) 0.67614(9) 0.0560(5) Uani 1 1 d . . . H18 H 0.1216 -0.2027 0.6720 0.067 Uiso 1 1 calc R . . C19 C 0.16737(6) -0.1177(2) 0.62477(8) 0.0477(4) Uani 1 1 d . . . H19 H 0.1504 -0.1865 0.5865 0.057 Uiso 1 1 calc R . . C20 C 0.20972(6) -0.0058(2) 0.62952(7) 0.0395(4) Uani 1 1 d . . . C21 C 0.22794(6) 0.00536(19) 0.57420(7) 0.0405(4) Uani 1 1 d . . . C22 C 0.19269(7) 0.0040(2) 0.50417(8) 0.0430(4) Uani 1 1 d . . . C23 C 0.12942(7) 0.0000(2) 0.45893(8) 0.0446(4) Uani 1 1 d . . . C24 C 0.09036(7) 0.0759(2) 0.47724(9) 0.0587(5) Uani 1 1 d . . . H24 H 0.1043 0.1326 0.5189 0.070 Uiso 1 1 calc R . . C25 C 0.03073(8) 0.0676(3) 0.43386(11) 0.0748(6) Uani 1 1 d . . . H25 H 0.0048 0.1183 0.4467 0.090 Uiso 1 1 calc R . . C26 C 0.00962(9) -0.0151(3) 0.37202(11) 0.0819(7) Uani 1 1 d . . . H26 H -0.0305 -0.0213 0.3432 0.098 Uiso 1 1 calc R . . C27 C 0.04783(9) -0.0884(3) 0.35296(10) 0.0796(6) Uani 1 1 d . . . H27 H 0.0336 -0.1436 0.3109 0.096 Uiso 1 1 calc R . . C28 C 0.10734(8) -0.0809(3) 0.39570(8) 0.0604(5) Uani 1 1 d . . . H28 H 0.1329 -0.1305 0.3821 0.073 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0458(6) 0.0596(8) 0.0379(6) -0.0004(5) 0.0198(5) -0.0027(6) C1 0.0540(10) 0.0598(12) 0.0464(9) 0.0000(8) 0.0257(8) -0.0002(9) C2 0.0683(12) 0.0695(14) 0.0503(10) -0.0029(9) 0.0355(9) -0.0100(10) C3 0.0623(11) 0.0791(15) 0.0658(12) -0.0151(11) 0.0437(10) -0.0174(11) C4 0.0474(10) 0.0887(16) 0.0620(11) -0.0095(11) 0.0263(9) -0.0034(10) C5 0.0521(10) 0.0698(14) 0.0480(10) 0.0021(9) 0.0239(9) 0.0005(9) C6 0.0486(9) 0.0466(10) 0.0408(8) -0.0020(7) 0.0241(7) -0.0051(8) C7 0.0417(8) 0.0492(11) 0.0403(8) 0.0019(7) 0.0183(7) -0.0019(8) C8 0.0420(8) 0.0419(10) 0.0402(8) 0.0002(7) 0.0204(7) -0.0034(7) C9 0.0387(8) 0.0505(11) 0.0391(8) 0.0005(7) 0.0218(7) -0.0005(8) C10 0.0473(9) 0.0613(13) 0.0515(10) -0.0025(9) 0.0239(8) -0.0068(9) C11 0.0452(10) 0.0981(18) 0.0605(12) -0.0220(12) 0.0234(9) -0.0168(11) C12 0.0413(10) 0.143(2) 0.0439(11) -0.0079(13) 0.0144(9) 0.0095(13) C13 0.0662(12) 0.1031(19) 0.0501(11) 0.0243(11) 0.0309(10) 0.0312(13) C14 0.0547(10) 0.0615(13) 0.0500(10) 0.0100(9) 0.0310(9) 0.0089(9) C15 0.0424(8) 0.0494(11) 0.0433(9) -0.0030(8) 0.0181(7) -0.0011(8) C16 0.0562(10) 0.0646(13) 0.0445(9) -0.0054(9) 0.0251(8) 0.0073(10) C17 0.0563(10) 0.0727(14) 0.0502(10) 0.0086(9) 0.0338(9) 0.0112(10) C18 0.0531(10) 0.0603(13) 0.0636(11) 0.0075(9) 0.0346(9) -0.0033(9) C19 0.0472(9) 0.0495(11) 0.0465(9) -0.0024(8) 0.0216(8) -0.0050(8) C20 0.0371(8) 0.0428(10) 0.0381(8) 0.0034(7) 0.0170(7) 0.0029(7) C21 0.0420(8) 0.0400(9) 0.0391(8) -0.0024(7) 0.0182(7) -0.0044(7) C22 0.0454(9) 0.0458(10) 0.0409(8) -0.0016(7) 0.0224(7) -0.0028(8) C23 0.0439(9) 0.0449(10) 0.0403(8) 0.0038(7) 0.0152(7) -0.0032(8) C24 0.0497(10) 0.0656(13) 0.0547(10) -0.0039(9) 0.0189(9) 0.0010(9) C25 0.0486(11) 0.0820(16) 0.0836(14) 0.0037(12) 0.0215(11) 0.0100(11) C26 0.0478(11) 0.0881(18) 0.0744(14) 0.0067(13) -0.0020(11) -0.0024(12) C27 0.0703(14) 0.0859(17) 0.0520(11) -0.0098(11) 0.0019(10) -0.0077(13) C28 0.0583(11) 0.0692(14) 0.0426(9) -0.0062(9) 0.0138(8) -0.0005(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.3805(17) . ? O1 C22 1.3760(17) . ? C1 H1 0.9300 . ? C1 C2 1.378(2) . ? C1 C6 1.395(2) . ? C2 H2 0.9300 . ? C2 C3 1.369(2) . ? C3 H3 0.9300 . ? C3 C4 1.383(2) . ? C4 H4 0.9300 . ? C4 C5 1.381(2) . ? C5 H5 0.9300 . ? C5 C6 1.390(2) . ? C6 C7 1.466(2) . ? C7 C8 1.3620(19) . ? C8 C9 1.482(2) . ? C8 C21 1.445(2) . ? C9 C10 1.387(2) . ? C9 C14 1.386(2) . ? C10 H10 0.9300 . ? C10 C11 1.381(2) . ? C11 H11 0.9300 . ? C11 C12 1.366(3) . ? C12 H12 0.9300 . ? C12 C13 1.378(3) . ? C13 H13 0.9300 . ? C13 C14 1.385(2) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C15 C16 1.381(2) . ? C15 C20 1.390(2) . ? C16 H16 0.9300 . ? C16 C17 1.376(2) . ? C17 H17 0.9300 . ? C17 C18 1.380(2) . ? C18 H18 0.9300 . ? C18 C19 1.380(2) . ? C19 H19 0.9300 . ? C19 C20 1.390(2) . ? C20 C21 1.4808(19) . ? C21 C22 1.3667(19) . ? C22 C23 1.465(2) . ? C23 C24 1.386(2) . ? C23 C28 1.389(2) . ? C24 H24 0.9300 . ? C24 C25 1.385(2) . ? C25 H25 0.9300 . ? C25 C26 1.373(3) . ? C26 H26 0.9300 . ? C26 C27 1.369(3) . ? C27 H27 0.9300 . ? C27 C28 1.380(2) . ? C28 H28 0.9300 . ? 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 C22 O1 C7 107.54(11) . . ? C2 C1 H1 119.5 . . ? C2 C1 C6 120.99(16) . . ? C6 C1 H1 119.5 . . ? C1 C2 H2 119.9 . . ? C3 C2 C1 120.26(16) . . ? C3 C2 H2 119.9 . . ? C2 C3 H3 120.1 . . ? C2 C3 C4 119.77(15) . . ? C4 C3 H3 120.1 . . ? C3 C4 H4 119.9 . . ? C5 C4 C3 120.25(17) . . ? C5 C4 H4 119.9 . . ? C4 C5 H5 119.6 . . ? C4 C5 C6 120.70(16) . . ? C6 C5 H5 119.6 . . ? C1 C6 C7 120.49(14) . . ? C5 C6 C1 118.03(14) . . ? C5 C6 C7 121.46(14) . . ? O1 C7 C6 115.14(12) . . ? C8 C7 O1 109.50(12) . . ? C8 C7 C6 135.33(14) . . ? C7 C8 C9 127.22(13) . . ? C7 C8 C21 106.88(13) . . ? C21 C8 C9 125.90(12) . . ? C10 C9 C8 120.18(15) . . ? C14 C9 C8 121.31(15) . . ? C14 C9 C10 118.49(15) . . ? C9 C10 H10 119.7 . . ? C11 C10 C9 120.61(18) . . ? C11 C10 H10 119.7 . . ? C10 C11 H11 119.7 . . ? C12 C11 C10 120.5(2) . . ? C12 C11 H11 119.7 . . ? C11 C12 H12 120.2 . . ? C11 C12 C13 119.65(18) . . ? C13 C12 H12 120.2 . . ? C12 C13 H13 119.9 . . ? C12 C13 C14 120.29(19) . . ? C14 C13 H13 119.9 . . ? C9 C14 H14 119.8 . . ? C13 C14 C9 120.41(19) . . ? C13 C14 H14 119.8 . . ? C16 C15 H15 119.5 . . ? C16 C15 C20 121.00(15) . . ? C20 C15 H15 119.5 . . ? C15 C16 H16 119.9 . . ? C17 C16 C15 120.26(16) . . ? C17 C16 H16 119.9 . . ? C16 C17 H17 120.3 . . ? C16 C17 C18 119.46(15) . . ? C18 C17 H17 120.3 . . ? C17 C18 H18 119.8 . . ? C17 C18 C19 120.44(16) . . ? C19 C18 H18 119.8 . . ? C18 C19 H19 119.6 . . ? C18 C19 C20 120.80(16) . . ? C20 C19 H19 119.6 . . ? C15 C20 C21 121.23(14) . . ? C19 C20 C15 118.03(14) . . ? C19 C20 C21 120.74(14) . . ? C8 C21 C20 126.33(13) . . ? C22 C21 C8 106.25(13) . . ? C22 C21 C20 127.39(14) . . ? O1 C22 C23 114.91(13) . . ? C21 C22 O1 109.81(13) . . ? C21 C22 C23 135.28(14) . . ? C24 C23 C22 121.80(15) . . ? C24 C23 C28 118.43(16) . . ? C28 C23 C22 119.77(15) . . ? C23 C24 H24 119.8 . . ? C25 C24 C23 120.41(18) . . ? C25 C24 H24 119.8 . . ? C24 C25 H25 119.8 . . ? C26 C25 C24 120.36(19) . . ? C26 C25 H25 119.8 . . ? C25 C26 H26 120.1 . . ? C27 C26 C25 119.71(18) . . ? C27 C26 H26 120.1 . . ? C26 C27 H27 119.8 . . ? C26 C27 C28 120.47(19) . . ? C28 C27 H27 119.8 . . ? C23 C28 H28 119.7 . . ? C27 C28 C23 120.60(18) . . ? C27 C28 H28 119.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C7 C8 C9 -178.17(16) . . . . ? O1 C7 C8 C21 1.00(18) . . . . ? O1 C22 C23 C24 -146.26(16) . . . . ? O1 C22 C23 C28 33.5(2) . . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C1 C6 C7 O1 19.8(2) . . . . ? C1 C6 C7 C8 -162.39(19) . . . . ? C2 C1 C6 C5 -0.3(3) . . . . ? C2 C1 C6 C7 -178.58(16) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C3 C4 C5 C6 0.4(3) . . . . ? C4 C5 C6 C1 -0.1(3) . . . . ? C4 C5 C6 C7 178.21(17) . . . . ? C5 C6 C7 O1 -158.47(16) . . . . ? C5 C6 C7 C8 19.4(3) . . . . ? C6 C1 C2 C3 0.3(3) . . . . ? C6 C7 C8 C9 3.9(3) . . . . ? C6 C7 C8 C21 -176.95(18) . . . . ? C7 O1 C22 C21 -0.48(18) . . . . ? C7 O1 C22 C23 179.17(14) . . . . ? C7 C8 C9 C10 62.8(2) . . . . ? C7 C8 C9 C14 -118.62(18) . . . . ? C7 C8 C21 C20 176.79(16) . . . . ? C7 C8 C21 C22 -1.26(18) . . . . ? C8 C9 C10 C11 179.63(14) . . . . ? C8 C9 C14 C13 179.99(14) . . . . ? C8 C21 C22 O1 1.06(18) . . . . ? C8 C21 C22 C23 -178.48(19) . . . . ? C9 C8 C21 C20 -4.0(3) . . . . ? C9 C8 C21 C22 177.92(16) . . . . ? C9 C10 C11 C12 0.4(3) . . . . ? C10 C9 C14 C13 -1.4(2) . . . . ? C10 C11 C12 C13 -1.4(3) . . . . ? C11 C12 C13 C14 1.0(3) . . . . ? C12 C13 C14 C9 0.4(3) . . . . ? C14 C9 C10 C11 1.0(2) . . . . ? C15 C16 C17 C18 0.9(3) . . . . ? C15 C20 C21 C8 44.7(2) . . . . ? C15 C20 C21 C22 -137.67(17) . . . . ? C16 C15 C20 C19 -1.4(2) . . . . ? C16 C15 C20 C21 179.87(15) . . . . ? C16 C17 C18 C19 -0.7(3) . . . . ? C17 C18 C19 C20 -0.5(3) . . . . ? C18 C19 C20 C15 1.5(2) . . . . ? C18 C19 C20 C21 -179.73(15) . . . . ? C19 C20 C21 C8 -134.05(17) . . . . ? C19 C20 C21 C22 43.6(3) . . . . ? C20 C15 C16 C17 0.2(3) . . . . ? C20 C21 C22 O1 -176.95(15) . . . . ? C20 C21 C22 C23 3.5(3) . . . . ? C21 C8 C9 C10 -116.25(18) . . . . ? C21 C8 C9 C14 62.4(2) . . . . ? C21 C22 C23 C24 33.3(3) . . . . ? C21 C22 C23 C28 -147.0(2) . . . . ? C22 O1 C7 C6 178.05(14) . . . . ? C22 O1 C7 C8 -0.36(18) . . . . ? C22 C23 C24 C25 -178.90(18) . . . . ? C22 C23 C28 C27 178.85(18) . . . . ? C23 C24 C25 C26 -0.4(3) . . . . ? C24 C23 C28 C27 -1.4(3) . . . . ? C24 C25 C26 C27 -0.6(3) . . . . ? C25 C26 C27 C28 0.5(4) . . . . ? C26 C27 C28 C23 0.4(3) . . . . ? C28 C23 C24 C25 1.3(3) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 880444' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20120553 #TrackingRef '11233_web_deposit_cif_file_0_MengmengHuang_1336725142.20120553.cif' _audit_creation_date 2012-05-08 _audit_creation_method ; Olex2 1.2-ac2 (compiled 2012.03.06 svn.r2239, GUI svn.r4109) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C41 H35 O' _chemical_formula_sum 'C41 H38 O' _chemical_formula_weight 546.71 _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 19.9360(9) _cell_length_b 7.9365(3) _cell_length_c 25.6157(14) _cell_angle_alpha 90.00 _cell_angle_beta 127.958(3) _cell_angle_gamma 90.00 _cell_volume 3195.6(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3781 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 66.9666 _cell_measurement_theta_min 3.4498 _exptl_absorpt_coefficient_mu 0.503 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.78072 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 1168 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_unetI/netI 0.0423 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 11885 _diffrn_reflns_theta_full 67.11 _diffrn_reflns_theta_max 67.11 _diffrn_reflns_theta_min 3.45 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -59.00 -33.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 178.0000 0.0000 26 #__ type_ start__ end____ width___ exp.time_ 2 omega 28.00 57.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 57.0000 -150.0000 29 #__ type_ start__ end____ width___ exp.time_ 3 omega -92.00 -41.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -57.0000 -120.0000 51 #__ type_ start__ end____ width___ exp.time_ 4 omega -26.00 28.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 30.0000 90.0000 54 #__ type_ start__ end____ width___ exp.time_ 5 omega -31.00 -6.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 30.0000 -180.0000 25 #__ type_ start__ end____ width___ exp.time_ 6 omega -100.00 -33.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 178.0000 -150.0000 67 #__ type_ start__ end____ width___ exp.time_ 7 omega -62.00 26.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 57.0000 -150.0000 88 #__ type_ start__ end____ width___ exp.time_ 8 omega -7.00 30.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 37.0000 120.0000 37 #__ type_ start__ end____ width___ exp.time_ 9 omega 123.00 175.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 101.0000 72.0000 52 #__ type_ start__ end____ width___ exp.time_ 10 omega 122.00 178.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 111.0000 30.0000 56 #__ type_ start__ end____ width___ exp.time_ 11 omega 39.00 69.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -30.0000 30.0000 30 #__ type_ start__ end____ width___ exp.time_ 12 omega 40.00 91.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -30.0000 60.0000 51 #__ type_ start__ end____ width___ exp.time_ 13 omega 87.00 114.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 30.0000 90.0000 27 #__ type_ start__ end____ width___ exp.time_ 14 omega 123.00 171.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 30.0000 90.0000 48 #__ type_ start__ end____ width___ exp.time_ 15 omega 60.00 171.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 15.0000 -120.0000 111 #__ type_ start__ end____ width___ exp.time_ 16 omega 42.00 78.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -30.0000 -60.0000 36 #__ type_ start__ end____ width___ exp.time_ 17 omega 48.00 74.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -37.0000 -151.0000 26 #__ type_ start__ end____ width___ exp.time_ 18 omega 51.00 132.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -61.0000 120.0000 81 #__ type_ start__ end____ width___ exp.time_ 19 omega -4.00 42.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -99.0000 -90.0000 46 #__ type_ start__ end____ width___ exp.time_ 20 omega -111.00 -45.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -57.0000 60.0000 66 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0183087000 _diffrn_orient_matrix_UB_12 -0.0264491000 _diffrn_orient_matrix_UB_13 0.0682778000 _diffrn_orient_matrix_UB_21 -0.0694232000 _diffrn_orient_matrix_UB_22 0.0872391000 _diffrn_orient_matrix_UB_23 -0.0245896000 _diffrn_orient_matrix_UB_31 -0.0328204000 _diffrn_orient_matrix_UB_32 -0.1714621000 _diffrn_orient_matrix_UB_33 -0.0232193000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'Enhance (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4134 _reflns_number_total 5710 _reflns_odcompleteness_completeness 99.94 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.592 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.040 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 408 _refine_ls_number_reflns 5710 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0764 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1212P)^2^+0.7618P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2249 _refine_ls_wR_factor_ref 0.2499 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.16257(12) 0.4714(3) 0.15299(10) 0.0747(5) Uani 1 1 d . . . C1 C 0.18144(15) 0.6378(4) 0.17901(13) 0.0623(6) Uani 1 1 d . . . C2 C 0.21042(16) 0.6431(3) 0.24970(13) 0.0624(6) Uani 1 1 d . . . C3 C 0.28406(17) 0.7303(3) 0.28771(14) 0.0626(6) Uani 1 1 d . . . C4 C 0.31147(16) 0.7807(3) 0.24750(13) 0.0605(6) Uani 1 1 d . . . C5 C 0.25529(15) 0.7238(4) 0.18524(13) 0.0618(6) Uani 1 1 d . . . C6 C 0.2313(2) 0.3568(5) 0.19206(19) 0.0931(10) Uani 1 1 d . . . H6A H 0.2153 0.2484 0.1709 0.140 Uiso 1 1 calc R . . H6B H 0.2452 0.3468 0.2351 0.140 Uiso 1 1 calc R . . H6C H 0.2800 0.3977 0.1966 0.140 Uiso 1 1 calc R . . C7 C 0.10010(18) 0.7411(4) 0.13007(16) 0.0723(8) Uani 1 1 d . . . C8 C 0.0927(2) 0.9007(5) 0.1457(2) 0.0869(9) Uani 1 1 d . A . H8 H 0.1363 0.9469 0.1865 0.104 Uiso 1 1 calc R . . C9 C 0.0169(3) 0.9981(5) 0.0989(2) 0.0963(10) Uani 1 1 d DU . . C10 C -0.0433(2) 0.9213(7) 0.0403(2) 0.1142(14) Uani 1 1 d DU A . H10 H -0.0922 0.9828 0.0095 0.137 Uiso 1 1 calc R . . C11 C -0.0385(3) 0.7643(7) 0.0229(3) 0.1211(15) Uani 1 1 d DU . . C12 C 0.03430(19) 0.6751(6) 0.06867(17) 0.0947(11) Uani 1 1 d . A . H12 H 0.0397 0.5664 0.0581 0.114 Uiso 1 1 calc R . . C13 C 0.0090(3) 1.1653(7) 0.1176(3) 0.1119(17) Uani 0.787(5) 1 d P A 1 H13A H 0.0070 1.2475 0.0891 0.168 Uiso 0.787(5) 1 calc PR A 1 H13B H 0.0571 1.1875 0.1626 0.168 Uiso 0.787(5) 1 calc PR A 1 H13C H -0.0422 1.1716 0.1133 0.168 Uiso 0.787(5) 1 calc PR A 1 C14 C 0.1639(2) 0.5558(4) 0.26985(15) 0.0707(7) Uani 1 1 d . . . C15 C 0.0768(2) 0.5330(4) 0.22592(18) 0.0768(8) Uani 1 1 d . . . H15 H 0.0472 0.5713 0.1826 0.092 Uiso 1 1 calc R . . C16 C 0.0321(3) 0.4543(5) 0.2446(2) 0.0933(11) Uani 1 1 d . . . C17 C 0.0770(4) 0.3958(6) 0.3086(3) 0.1216(17) Uani 1 1 d . . . H17 H 0.0483 0.3455 0.3225 0.146 Uiso 1 1 calc R . . C18 C 0.1636(4) 0.4116(7) 0.3518(2) 0.146(2) Uani 1 1 d . . . H18 H 0.1935 0.3677 0.3943 0.176 Uiso 1 1 calc R . . C19 C 0.2068(3) 0.4917(6) 0.33293(19) 0.1148(15) Uani 1 1 d . . . H19 H 0.2656 0.5026 0.3631 0.138 Uiso 1 1 calc R . . C20 C -0.0614(3) 0.4346(7) 0.1974(3) 0.147(2) Uani 1 1 d . . . H20A H -0.0818 0.4753 0.1546 0.221 Uiso 1 1 calc R . . H20B H -0.0872 0.4980 0.2127 0.221 Uiso 1 1 calc R . . H20C H -0.0759 0.3177 0.1941 0.221 Uiso 1 1 calc R . . C21 C 0.33377(19) 0.7747(4) 0.35847(14) 0.0684(7) Uani 1 1 d . . . C22 C 0.4176(2) 0.7227(4) 0.40376(16) 0.0854(9) Uani 1 1 d . . . H22 H 0.4426 0.6605 0.3891 0.102 Uiso 1 1 calc R . . C23 C 0.4649(3) 0.7615(5) 0.47047(18) 0.1026(13) Uani 1 1 d . . . C24 C 0.4258(4) 0.8564(6) 0.4905(2) 0.1122(15) Uani 1 1 d . . . H24 H 0.4560 0.8814 0.5352 0.135 Uiso 1 1 calc R . . C25 C 0.3442(4) 0.9143(7) 0.4463(3) 0.1200(16) Uani 1 1 d . . . C26 C 0.2990(3) 0.8722(6) 0.3811(2) 0.0960(11) Uani 1 1 d . . . H26 H 0.2433 0.9101 0.3511 0.115 Uiso 1 1 calc R . . C27 C 0.5589(4) 0.7056(9) 0.5162(3) 0.134(3) Uani 0.71 1 d P . . H27A H 0.5820 0.7129 0.4926 0.200 Uiso 0.71 1 calc PR . . H27B H 0.5627 0.5915 0.5302 0.200 Uiso 0.71 1 calc PR . . H27C H 0.5906 0.7779 0.5543 0.200 Uiso 0.71 1 calc PR . . C28 C 0.38993(16) 0.8813(4) 0.27613(13) 0.0619(6) Uani 1 1 d . . . C29 C 0.39631(18) 1.0448(4) 0.29741(13) 0.0684(7) Uani 1 1 d . . . H29 H 0.3508 1.0911 0.2939 0.082 Uiso 1 1 calc R . . C30 C 0.4689(2) 1.1427(4) 0.32397(15) 0.0798(8) Uani 1 1 d . . . C31 C 0.5363(2) 1.0697(6) 0.33094(18) 0.0941(11) Uani 1 1 d . . . H31 H 0.5858 1.1318 0.3494 0.113 Uiso 1 1 calc R . . C32 C 0.5323(2) 0.9065(6) 0.31117(19) 0.0938(11) Uani 1 1 d . . . H32 H 0.5788 0.8599 0.3163 0.113 Uiso 1 1 calc R . . C33 C 0.45971(19) 0.8114(5) 0.28374(16) 0.0768(8) Uani 1 1 d . . . H33 H 0.4573 0.7012 0.2704 0.092 Uiso 1 1 calc R . . C34 C 0.4721(3) 1.3242(6) 0.3428(2) 0.1213(15) Uani 1 1 d . . . H34A H 0.5181 1.3393 0.3890 0.182 Uiso 1 1 calc R . . H34B H 0.4194 1.3535 0.3342 0.182 Uiso 1 1 calc R . . H34C H 0.4807 1.3953 0.3171 0.182 Uiso 1 1 calc R . . C35 C 0.25342(16) 0.7527(4) 0.12753(14) 0.0670(7) Uani 1 1 d . . . C36 C 0.2827(2) 0.9028(5) 0.12002(16) 0.0800(8) Uani 1 1 d . . . H36 H 0.3039 0.9861 0.1521 0.096 Uiso 1 1 calc R . . C37 C 0.2811(2) 0.9312(6) 0.06555(18) 0.0943(11) Uani 1 1 d . . . C38 C 0.2494(2) 0.8061(7) 0.01833(18) 0.1069(14) Uani 1 1 d . . . H38 H 0.2492 0.8222 -0.0177 0.128 Uiso 1 1 calc R . . C39 C 0.2182(3) 0.6592(7) 0.02364(19) 0.1036(13) Uani 1 1 d . . . C40 C 0.2202(2) 0.6328(5) 0.07788(16) 0.0864(9) Uani 1 1 d . . . H40 H 0.1988 0.5326 0.0812 0.104 Uiso 1 1 calc R . . C41 C 0.3094(5) 1.0910(10) 0.0569(3) 0.132(2) Uani 0.77 1 d P . . H41A H 0.3563 1.1338 0.0994 0.198 Uiso 0.77 1 calc PR . . H41B H 0.2634 1.1705 0.0357 0.198 Uiso 0.77 1 calc PR . . H41C H 0.3271 1.0737 0.0299 0.198 Uiso 0.77 1 calc PR . . C27A C 0.3183(13) 1.087(3) 0.4631(9) 0.159(9) Uani 0.29 1 d P . . H27D H 0.3514 1.1773 0.4647 0.191 Uiso 0.29 1 d PR . . H27E H 0.2589 1.1099 0.4297 0.191 Uiso 0.29 1 d PR . . H27F H 0.3300 1.0764 0.5053 0.191 Uiso 0.29 1 d PR . . C41A C 0.1846(15) 0.563(3) -0.0262(11) 0.127(7) Uani 0.23 1 d P . . H41D H 0.2094 0.5790 -0.0482 0.153 Uiso 0.23 1 d PR . . H41E H 0.1931 0.4483 -0.0112 0.153 Uiso 0.23 1 d PR . . H41F H 0.1247 0.5862 -0.0565 0.153 Uiso 0.23 1 d PR . . C13A C -0.1110(10) 0.813(3) -0.0311(9) 0.1119(17) Uani 0.213(5) 1 d PDU A 2 H13D H -0.1051 0.9249 -0.0423 0.168 Uiso 0.213(5) 1 calc PR A 2 H13E H -0.1532 0.8143 -0.0242 0.168 Uiso 0.213(5) 1 calc PR A 2 H13F H -0.1283 0.7374 -0.0665 0.168 Uiso 0.213(5) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0597(10) 0.0716(12) 0.0719(11) -0.0061(9) 0.0299(9) 0.0007(9) C1 0.0479(12) 0.0674(15) 0.0638(14) 0.0001(12) 0.0305(11) 0.0010(11) C2 0.0556(13) 0.0603(14) 0.0685(15) 0.0021(12) 0.0367(12) 0.0023(11) C3 0.0605(14) 0.0607(14) 0.0661(15) 0.0007(11) 0.0386(12) -0.0004(11) C4 0.0548(13) 0.0617(14) 0.0661(14) 0.0003(11) 0.0378(12) 0.0029(11) C5 0.0510(12) 0.0685(15) 0.0630(14) 0.0007(12) 0.0336(11) 0.0063(11) C6 0.084(2) 0.0739(19) 0.094(2) -0.0037(17) 0.0415(19) 0.0133(17) C7 0.0592(15) 0.0817(19) 0.0836(18) 0.0179(15) 0.0477(15) 0.0139(13) C8 0.079(2) 0.086(2) 0.109(3) 0.0202(19) 0.065(2) 0.0175(17) C9 0.099(2) 0.083(2) 0.133(3) 0.014(2) 0.084(2) 0.0153(18) C10 0.067(2) 0.151(4) 0.106(3) 0.032(2) 0.0439(19) 0.013(2) C11 0.088(2) 0.135(4) 0.117(3) 0.024(3) 0.051(2) 0.026(3) C12 0.0543(16) 0.127(3) 0.0752(19) 0.015(2) 0.0259(15) 0.0085(17) C13 0.089(3) 0.089(3) 0.130(4) 0.005(3) 0.053(2) 0.022(2) C14 0.0767(17) 0.0617(15) 0.0794(17) -0.0035(13) 0.0508(15) -0.0076(13) C15 0.0733(17) 0.0733(18) 0.095(2) 0.0007(15) 0.0573(17) -0.0035(14) C16 0.096(2) 0.075(2) 0.137(3) -0.009(2) 0.086(3) -0.0150(17) C17 0.160(4) 0.113(3) 0.136(4) -0.019(3) 0.114(4) -0.055(3) C18 0.170(5) 0.164(5) 0.091(3) -0.006(3) 0.073(3) -0.089(4) C19 0.113(3) 0.125(3) 0.078(2) 0.006(2) 0.045(2) -0.050(3) C20 0.107(3) 0.136(4) 0.223(7) 0.027(4) 0.113(4) -0.008(3) C21 0.0720(16) 0.0681(16) 0.0670(15) -0.0050(12) 0.0437(14) -0.0160(13) C22 0.093(2) 0.0734(18) 0.0713(18) -0.0025(15) 0.0408(17) -0.0081(16) C23 0.115(3) 0.085(2) 0.0696(19) 0.0014(17) 0.037(2) -0.022(2) C24 0.157(4) 0.105(3) 0.076(2) -0.018(2) 0.072(3) -0.040(3) C25 0.132(4) 0.151(4) 0.104(3) -0.036(3) 0.086(3) -0.028(3) C26 0.089(2) 0.121(3) 0.097(2) -0.027(2) 0.067(2) -0.018(2) C27 0.128(5) 0.107(4) 0.085(4) 0.015(3) 0.024(3) -0.020(4) C28 0.0563(13) 0.0696(15) 0.0590(13) 0.0047(11) 0.0350(11) -0.0009(11) C29 0.0650(15) 0.0725(17) 0.0635(14) 0.0040(13) 0.0374(13) -0.0002(13) C30 0.0820(19) 0.0777(19) 0.0641(16) 0.0042(14) 0.0371(15) -0.0148(16) C31 0.0688(19) 0.118(3) 0.084(2) 0.006(2) 0.0416(17) -0.0268(19) C32 0.0604(17) 0.126(3) 0.099(2) 0.010(2) 0.0511(17) 0.0008(19) C33 0.0658(16) 0.088(2) 0.0812(18) 0.0023(16) 0.0474(15) 0.0016(14) C34 0.131(4) 0.094(3) 0.109(3) -0.009(2) 0.059(3) -0.032(3) C35 0.0491(12) 0.0875(19) 0.0626(14) 0.0064(13) 0.0335(11) 0.0137(12) C36 0.0709(17) 0.099(2) 0.0684(17) 0.0093(16) 0.0417(15) 0.0112(16) C37 0.079(2) 0.127(3) 0.077(2) 0.026(2) 0.0482(17) 0.016(2) C38 0.085(2) 0.174(5) 0.069(2) 0.015(2) 0.0508(19) 0.028(3) C39 0.094(2) 0.144(4) 0.075(2) -0.008(2) 0.053(2) 0.007(3) C40 0.0749(18) 0.111(3) 0.0739(18) -0.0120(18) 0.0462(16) -0.0030(18) C41 0.145(5) 0.156(6) 0.098(4) 0.023(4) 0.075(4) -0.017(5) C27A 0.137(14) 0.25(3) 0.119(12) -0.047(15) 0.092(12) 0.016(16) C41A 0.145(17) 0.16(2) 0.120(15) -0.022(14) 0.102(15) -0.009(15) C13A 0.089(3) 0.089(3) 0.130(4) 0.005(3) 0.053(2) 0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.422(3) . ? O1 C6 1.422(4) . ? C1 C2 1.525(4) . ? C1 C5 1.539(4) . ? C1 C7 1.540(4) . ? C2 C3 1.351(4) . ? C2 C14 1.482(4) . ? C3 C4 1.487(4) . ? C3 C21 1.477(4) . ? C4 C5 1.343(4) . ? C4 C28 1.487(4) . ? C5 C35 1.474(4) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.364(5) . ? C7 C12 1.390(5) . ? C8 H8 0.9300 . ? C8 C9 1.445(5) . ? C9 C10 1.360(6) . ? C9 C13 1.451(6) . ? C10 H10 0.9300 . ? C10 C11 1.346(7) . ? C11 C12 1.375(5) . ? C11 C13A 1.302(14) . ? C12 H12 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.382(4) . ? C14 C19 1.379(5) . ? C15 H15 0.9300 . ? C15 C16 1.392(5) . ? C16 C17 1.380(6) . ? C16 C20 1.479(6) . ? C17 H17 0.9300 . ? C17 C18 1.367(7) . ? C18 H18 0.9300 . ? C18 C19 1.376(6) . ? C19 H19 0.9300 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.386(5) . ? C21 C26 1.383(5) . ? C22 H22 0.9300 . ? C22 C23 1.386(5) . ? C23 C24 1.388(7) . ? C23 C27 1.543(8) . ? C24 H24 0.9300 . ? C24 C25 1.370(7) . ? C25 C26 1.365(6) . ? C25 C27A 1.61(2) . ? C26 H26 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.383(4) . ? C28 C33 1.395(4) . ? C29 H29 0.9300 . ? C29 C30 1.396(4) . ? C30 C31 1.372(5) . ? C30 C34 1.507(6) . ? C31 H31 0.9300 . ? C31 C32 1.374(6) . ? C32 H32 0.9300 . ? C32 C33 1.381(5) . ? C33 H33 0.9300 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 C36 1.391(5) . ? C35 C40 1.388(5) . ? C36 H36 0.9300 . ? C36 C37 1.394(5) . ? C37 C38 1.381(6) . ? C37 C41 1.459(8) . ? C38 H38 0.9300 . ? C38 C39 1.367(7) . ? C39 C40 1.382(5) . ? C39 C41A 1.27(2) . ? C40 H40 0.9300 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C27A H27D 0.9600 . ? C27A H27E 0.9600 . ? C27A H27F 0.9599 . ? C41A H41D 0.9600 . ? C41A H41E 0.9599 . ? C41A H41F 0.9600 . ? C13A H13D 0.9600 . ? C13A H13E 0.9600 . ? C13A H13F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 O1 C1 113.7(2) . . ? O1 C1 C2 112.3(2) . . ? O1 C1 C5 114.9(2) . . ? O1 C1 C7 105.7(2) . . ? C2 C1 C5 103.0(2) . . ? C2 C1 C7 113.1(2) . . ? C5 C1 C7 108.0(2) . . ? C3 C2 C1 108.7(2) . . ? C3 C2 C14 128.6(3) . . ? C14 C2 C1 122.6(2) . . ? C2 C3 C4 109.8(2) . . ? C2 C3 C21 128.2(3) . . ? C21 C3 C4 122.1(2) . . ? C5 C4 C3 109.8(2) . . ? C5 C4 C28 128.5(2) . . ? C28 C4 C3 121.7(2) . . ? C4 C5 C1 108.5(2) . . ? C4 C5 C35 128.8(3) . . ? C35 C5 C1 122.2(2) . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C1 120.4(3) . . ? C8 C7 C12 119.0(3) . . ? C12 C7 C1 120.6(3) . . ? C7 C8 H8 120.0 . . ? C7 C8 C9 120.0(4) . . ? C9 C8 H8 120.0 . . ? C8 C9 C13 119.0(4) . . ? C10 C9 C8 116.0(4) . . ? C10 C9 C13 124.9(5) . . ? C9 C10 H10 117.1 . . ? C11 C10 C9 125.9(4) . . ? C11 C10 H10 117.1 . . ? C10 C11 C12 116.6(5) . . ? C13A C11 C10 79.4(10) . . ? C13A C11 C12 163.8(11) . . ? C7 C12 H12 118.8 . . ? C11 C12 C7 122.5(5) . . ? C11 C12 H12 118.8 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? C15 C14 C2 121.3(3) . . ? C19 C14 C2 120.7(3) . . ? C19 C14 C15 118.0(3) . . ? C14 C15 H15 119.0 . . ? C14 C15 C16 121.9(3) . . ? C16 C15 H15 119.0 . . ? C15 C16 C20 121.2(4) . . ? C17 C16 C15 118.4(4) . . ? C17 C16 C20 120.4(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.9 . . ? C17 C18 H18 119.7 . . ? C17 C18 C19 120.7(4) . . ? C19 C18 H18 119.7 . . ? C14 C19 H19 119.6 . . ? C18 C19 C14 120.7(4) . . ? C18 C19 H19 119.6 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C3 120.6(3) . . ? C26 C21 C3 121.2(3) . . ? C26 C21 C22 118.2(3) . . ? C21 C22 H22 119.3 . . ? C23 C22 C21 121.5(4) . . ? C23 C22 H22 119.3 . . ? C22 C23 C24 117.7(4) . . ? C22 C23 C27 117.4(5) . . ? C24 C23 C27 124.8(5) . . ? C23 C24 H24 119.0 . . ? C25 C24 C23 122.0(4) . . ? C25 C24 H24 119.0 . . ? C24 C25 C27A 118.6(8) . . ? C26 C25 C24 118.8(4) . . ? C26 C25 C27A 117.1(9) . . ? C21 C26 H26 119.1 . . ? C25 C26 C21 121.8(4) . . ? C25 C26 H26 119.1 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C4 120.8(2) . . ? C29 C28 C33 118.4(3) . . ? C33 C28 C4 120.8(3) . . ? C28 C29 H29 119.0 . . ? C28 C29 C30 122.1(3) . . ? C30 C29 H29 119.0 . . ? C29 C30 C34 121.0(4) . . ? C31 C30 C29 117.9(3) . . ? C31 C30 C34 121.1(4) . . ? C30 C31 H31 119.4 . . ? C30 C31 C32 121.3(3) . . ? C32 C31 H31 119.4 . . ? C31 C32 H32 119.7 . . ? C31 C32 C33 120.5(3) . . ? C33 C32 H32 119.7 . . ? C28 C33 H33 120.1 . . ? C32 C33 C28 119.8(3) . . ? C32 C33 H33 120.1 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 C5 121.2(3) . . ? C40 C35 C5 121.0(3) . . ? C40 C35 C36 117.7(3) . . ? C35 C36 H36 119.2 . . ? C35 C36 C37 121.6(4) . . ? C37 C36 H36 119.2 . . ? C36 C37 C41 121.3(5) . . ? C38 C37 C36 118.4(4) . . ? C38 C37 C41 120.2(4) . . ? C37 C38 H38 119.4 . . ? C39 C38 C37 121.2(3) . . ? C39 C38 H38 119.4 . . ? C38 C39 C40 119.7(4) . . ? C41A C39 C38 113.9(11) . . ? C41A C39 C40 126.2(11) . . ? C35 C40 H40 119.4 . . ? C39 C40 C35 121.3(4) . . ? C39 C40 H40 119.4 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41B 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C25 C27A H27D 108.8 . . ? C25 C27A H27E 110.3 . . ? C25 C27A H27F 109.4 . . ? H27D C27A H27E 109.5 . . ? H27D C27A H27F 109.5 . . ? H27E C27A H27F 109.5 . . ? C39 C41A H41D 111.4 . . ? C39 C41A H41E 108.3 . . ? C39 C41A H41F 108.7 . . ? H41D C41A H41E 109.5 . . ? H41D C41A H41F 109.5 . . ? H41E C41A H41F 109.5 . . ? C11 C13A H13D 109.5 . . ? C11 C13A H13E 109.5 . . ? C11 C13A H13F 109.5 . . ? H13D C13A H13E 109.5 . . ? H13D C13A H13F 109.5 . . ? H13E C13A H13F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 128.8(2) . . . . ? O1 C1 C2 C14 -48.3(3) . . . . ? O1 C1 C5 C4 -127.4(2) . . . . ? O1 C1 C5 C35 59.8(3) . . . . ? O1 C1 C7 C8 170.2(3) . . . . ? O1 C1 C7 C12 -11.6(4) . . . . ? C1 C2 C3 C4 -2.8(3) . . . . ? C1 C2 C3 C21 177.0(3) . . . . ? C1 C2 C14 C15 -30.6(4) . . . . ? C1 C2 C14 C19 148.0(4) . . . . ? C1 C5 C35 C36 138.9(3) . . . . ? C1 C5 C35 C40 -39.3(4) . . . . ? C1 C7 C8 C9 178.6(3) . . . . ? C1 C7 C12 C11 -178.5(4) . . . . ? C2 C1 C5 C4 -4.9(3) . . . . ? C2 C1 C5 C35 -177.7(2) . . . . ? C2 C1 C7 C8 46.9(4) . . . . ? C2 C1 C7 C12 -134.9(3) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C2 C3 C4 C28 178.9(2) . . . . ? C2 C3 C21 C22 121.3(3) . . . . ? C2 C3 C21 C26 -60.3(5) . . . . ? C2 C14 C15 C16 -178.6(3) . . . . ? C2 C14 C19 C18 179.6(5) . . . . ? C3 C2 C14 C15 152.9(3) . . . . ? C3 C2 C14 C19 -28.5(5) . . . . ? C3 C4 C5 C1 3.5(3) . . . . ? C3 C4 C5 C35 175.6(3) . . . . ? C3 C4 C28 C29 -65.2(4) . . . . ? C3 C4 C28 C33 113.1(3) . . . . ? C3 C21 C22 C23 -179.3(3) . . . . ? C3 C21 C26 C25 -179.9(4) . . . . ? C4 C3 C21 C22 -58.8(4) . . . . ? C4 C3 C21 C26 119.6(3) . . . . ? C4 C5 C35 C36 -32.3(4) . . . . ? C4 C5 C35 C40 149.4(3) . . . . ? C4 C28 C29 C30 -179.5(3) . . . . ? C4 C28 C33 C32 -179.2(3) . . . . ? C5 C1 C2 C3 4.6(3) . . . . ? C5 C1 C2 C14 -172.5(2) . . . . ? C5 C1 C7 C8 -66.4(3) . . . . ? C5 C1 C7 C12 111.8(3) . . . . ? C5 C4 C28 C29 113.9(3) . . . . ? C5 C4 C28 C33 -67.8(4) . . . . ? C5 C35 C36 C37 -180.0(3) . . . . ? C5 C35 C40 C39 180.0(3) . . . . ? C6 O1 C1 C2 -56.5(3) . . . . ? C6 O1 C1 C5 60.8(3) . . . . ? C6 O1 C1 C7 179.8(3) . . . . ? C7 C1 C2 C3 -111.7(3) . . . . ? C7 C1 C2 C14 71.2(3) . . . . ? C7 C1 C5 C4 115.0(3) . . . . ? C7 C1 C5 C35 -57.8(3) . . . . ? C7 C8 C9 C10 -0.6(5) . . . . ? C7 C8 C9 C13 177.7(4) . . . . ? C8 C7 C12 C11 -0.3(6) . . . . ? C8 C9 C10 C11 0.6(7) . . . . ? C9 C10 C11 C12 -0.5(8) . . . . ? C9 C10 C11 C13A -177.6(12) . . . . ? C10 C11 C12 C7 0.3(7) . . . . ? C12 C7 C8 C9 0.4(5) . . . . ? C13 C9 C10 C11 -177.6(5) . . . . ? C14 C2 C3 C4 174.1(3) . . . . ? C14 C2 C3 C21 -6.1(5) . . . . ? C14 C15 C16 C17 -1.0(6) . . . . ? C14 C15 C16 C20 178.5(4) . . . . ? C15 C14 C19 C18 -1.8(7) . . . . ? C15 C16 C17 C18 -1.7(7) . . . . ? C16 C17 C18 C19 2.6(9) . . . . ? C17 C18 C19 C14 -0.8(9) . . . . ? C19 C14 C15 C16 2.7(5) . . . . ? C20 C16 C17 C18 178.8(5) . . . . ? C21 C3 C4 C5 179.7(3) . . . . ? C21 C3 C4 C28 -1.0(4) . . . . ? C21 C22 C23 C24 -0.8(6) . . . . ? C21 C22 C23 C27 -176.9(4) . . . . ? C22 C21 C26 C25 -1.5(6) . . . . ? C22 C23 C24 C25 -1.6(6) . . . . ? C23 C24 C25 C26 2.4(8) . . . . ? C23 C24 C25 C27A -150.8(10) . . . . ? C24 C25 C26 C21 -0.8(7) . . . . ? C26 C21 C22 C23 2.3(5) . . . . ? C27 C23 C24 C25 174.2(5) . . . . ? C28 C4 C5 C1 -175.8(3) . . . . ? C28 C4 C5 C35 -3.6(5) . . . . ? C28 C29 C30 C31 -2.4(4) . . . . ? C28 C29 C30 C34 176.1(3) . . . . ? C29 C28 C33 C32 -0.9(4) . . . . ? C29 C30 C31 C32 1.4(5) . . . . ? C30 C31 C32 C33 -0.2(6) . . . . ? C31 C32 C33 C28 -0.1(5) . . . . ? C33 C28 C29 C30 2.2(4) . . . . ? C34 C30 C31 C32 -177.1(4) . . . . ? C35 C36 C37 C38 0.1(5) . . . . ? C35 C36 C37 C41 178.0(4) . . . . ? C36 C35 C40 C39 1.7(5) . . . . ? C36 C37 C38 C39 1.5(6) . . . . ? C37 C38 C39 C40 -1.5(6) . . . . ? C37 C38 C39 C41A 174.2(12) . . . . ? C38 C39 C40 C35 -0.2(6) . . . . ? C40 C35 C36 C37 -1.7(5) . . . . ? C41 C37 C38 C39 -176.4(5) . . . . ? C27A C25 C26 C21 152.8(10) . . . . ? C41A C39 C40 C35 -175.3(14) . . . . ? C13A C11 C12 C7 170(4) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 881630' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_201111153 #TrackingRef '11083_web_deposit_cif_file_1_MengmengHuang_1336090219.201111153.cif' _audit_creation_date 2011-11-08 _audit_creation_method ; Olex2 1.1 (compiled 2011.09.07 svn.r1971, GUI svn.r3853) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H28 O' _chemical_formula_sum 'C36 H28 O' _chemical_formula_weight 476.58 _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 10.131(3) _cell_length_b 10.150(2) _cell_length_c 14.682(4) _cell_angle_alpha 99.93(2) _cell_angle_beta 93.55(2) _cell_angle_gamma 114.56(3) _cell_volume 1337.4(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2872 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 66.9185 _cell_measurement_theta_min 3.0897 _exptl_absorpt_coefficient_mu 0.532 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.46412 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour ? _exptl_crystal_density_diffrn 1.183 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 504 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.06 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_unetI/netI 0.0369 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 10451 _diffrn_reflns_theta_full 67.14 _diffrn_reflns_theta_max 67.14 _diffrn_reflns_theta_min 3.09 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -1.00 24.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 100.0000 -178.0000 25 #__ type_ start__ end____ width___ exp.time_ 2 omega -52.00 -15.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 100.0000 -178.0000 37 #__ type_ start__ end____ width___ exp.time_ 3 omega -65.00 -17.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 -63.0000 0.0000 48 #__ type_ start__ end____ width___ exp.time_ 4 omega -85.00 -22.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 -63.0000 90.0000 63 #__ type_ start__ end____ width___ exp.time_ 5 omega -15.00 74.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -57.0000 -60.0000 89 #__ type_ start__ end____ width___ exp.time_ 6 omega 60.00 106.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -125.0000 -90.0000 46 #__ type_ start__ end____ width___ exp.time_ 7 omega 51.00 120.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 -180.0000 69 #__ type_ start__ end____ width___ exp.time_ 8 omega 33.00 123.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 90.0000 90 #__ type_ start__ end____ width___ exp.time_ 9 omega -4.00 50.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -57.0000 -150.0000 54 #__ type_ start__ end____ width___ exp.time_ 10 omega 33.00 75.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -57.0000 60.0000 42 #__ type_ start__ end____ width___ exp.time_ 11 omega 42.00 87.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 -90.0000 45 #__ type_ start__ end____ width___ exp.time_ 12 omega 47.00 113.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -111.0000 30.0000 66 #__ type_ start__ end____ width___ exp.time_ 13 omega 37.00 105.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -111.0000 -60.0000 68 #__ type_ start__ end____ width___ exp.time_ 14 omega 101.00 172.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 111.0000 0.0000 71 #__ type_ start__ end____ width___ exp.time_ 15 omega 37.00 106.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -111.0000 -150.0000 69 #__ type_ start__ end____ width___ exp.time_ 16 omega 100.00 145.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 111.0000 90.0000 45 #__ type_ start__ end____ width___ exp.time_ 17 omega 35.00 93.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 30.0000 58 #__ type_ start__ end____ width___ exp.time_ 18 omega 121.00 147.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 178.0000 -120.0000 26 #__ type_ start__ end____ width___ exp.time_ 19 omega 59.00 94.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 178.0000 -120.0000 35 #__ type_ start__ end____ width___ exp.time_ 20 omega 145.00 177.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 150.0000 32 #__ type_ start__ end____ width___ exp.time_ 21 omega 103.00 171.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 50.0000 60.0000 68 #__ type_ start__ end____ width___ exp.time_ 22 omega 52.00 78.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 23 omega 38.00 74.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 120.0000 36 #__ type_ start__ end____ width___ exp.time_ 24 omega 38.00 79.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -77.0000 -60.0000 41 #__ type_ start__ end____ width___ exp.time_ 25 omega 96.00 133.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -77.0000 -60.0000 37 #__ type_ start__ end____ width___ exp.time_ 26 omega 43.00 91.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 -30.0000 48 #__ type_ start__ end____ width___ exp.time_ 27 omega 85.00 116.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 150.0000 31 #__ type_ start__ end____ width___ exp.time_ 28 omega 61.00 87.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -50.0000 150.0000 26 #__ type_ start__ end____ width___ exp.time_ 29 omega 137.00 178.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 12.0000 0.0000 41 #__ type_ start__ end____ width___ exp.time_ 30 omega 61.00 90.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 12.0000 0.0000 29 #__ type_ start__ end____ width___ exp.time_ 31 omega 35.00 73.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 -120.0000 38 #__ type_ start__ end____ width___ exp.time_ 32 omega 53.00 130.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -63.0000 30.0000 77 #__ type_ start__ end____ width___ exp.time_ 33 omega 24.00 122.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -30.0000 98 #__ type_ start__ end____ width___ exp.time_ 34 omega 33.00 123.00 1.0000 4.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 -90.0000 90 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0995225000 _diffrn_orient_matrix_UB_12 -0.1528895000 _diffrn_orient_matrix_UB_13 -0.0628113000 _diffrn_orient_matrix_UB_21 -0.0945716000 _diffrn_orient_matrix_UB_22 -0.0388902000 _diffrn_orient_matrix_UB_23 0.0782802000 _diffrn_orient_matrix_UB_31 -0.0983174000 _diffrn_orient_matrix_UB_32 0.0657522000 _diffrn_orient_matrix_UB_33 -0.0393351000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'Enhance (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3375 _reflns_number_total 4743 _reflns_odcompleteness_completeness 99.64 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.224 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.034 _refine_ls_extinction_coef 0.0060(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 336 _refine_ls_number_reflns 4743 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0451 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0715P)^2^+0.0139P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1212 _refine_ls_wR_factor_ref 0.1409 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.60826(15) 0.61913(15) 0.41623(8) 0.0610(4) Uani 1 1 d . . . C1 C 0.2555(2) 0.5606(2) 0.32978(14) 0.0639(5) Uani 1 1 d . . . H1 H 0.3090 0.6592 0.3267 0.077 Uiso 1 1 calc R . . C2 C 0.1237(2) 0.5186(3) 0.36546(16) 0.0764(6) Uani 1 1 d . . . H2 H 0.0895 0.5889 0.3859 0.092 Uiso 1 1 calc R . . C3 C 0.0440(3) 0.3739(3) 0.37064(16) 0.0807(7) Uani 1 1 d . . . H3 H -0.0436 0.3464 0.3953 0.097 Uiso 1 1 calc R . . C4 C 0.0934(3) 0.2693(3) 0.33928(17) 0.0825(7) Uani 1 1 d . . . H4 H 0.0387 0.1707 0.3419 0.099 Uiso 1 1 calc R . . C5 C 0.2248(2) 0.3109(2) 0.30374(15) 0.0702(6) Uani 1 1 d . . . H5 H 0.2575 0.2394 0.2829 0.084 Uiso 1 1 calc R . . C6 C 0.3086(2) 0.4566(2) 0.29855(12) 0.0534(4) Uani 1 1 d . . . C7 C 0.4525(2) 0.4994(2) 0.26500(12) 0.0510(4) Uani 1 1 d . . . C8 C 0.48905(19) 0.42511(19) 0.19343(12) 0.0487(4) Uani 1 1 d . . . C9 C 0.38974(18) 0.29138(18) 0.12250(12) 0.0480(4) Uani 1 1 d . . . C10 C 0.2658(2) 0.2861(2) 0.07302(13) 0.0557(4) Uani 1 1 d . . . H10 H 0.2422 0.3660 0.0866 0.067 Uiso 1 1 calc R . . C11 C 0.1775(2) 0.1644(2) 0.00420(15) 0.0701(6) Uani 1 1 d . . . H11 H 0.0946 0.1624 -0.0281 0.084 Uiso 1 1 calc R . . C12 C 0.2107(3) 0.0453(3) -0.01731(16) 0.0770(6) Uani 1 1 d . . . H12 H 0.1515 -0.0361 -0.0648 0.092 Uiso 1 1 calc R . . C13 C 0.3314(2) 0.0473(2) 0.03167(17) 0.0731(6) Uani 1 1 d . . . H13 H 0.3530 -0.0339 0.0183 0.088 Uiso 1 1 calc R . . C14 C 0.4210(2) 0.1693(2) 0.10064(14) 0.0609(5) Uani 1 1 d . . . H14 H 0.5033 0.1700 0.1330 0.073 Uiso 1 1 calc R . . C15 C 0.6889(2) 0.4155(2) 0.03217(13) 0.0569(5) Uani 1 1 d . . . H15 H 0.6127 0.4348 0.0091 0.068 Uiso 1 1 calc R . . C16 C 0.7633(3) 0.3631(2) -0.02903(15) 0.0708(6) Uani 1 1 d . . . H16 H 0.7378 0.3487 -0.0931 0.085 Uiso 1 1 calc R . . C17 C 0.8744(3) 0.3322(2) 0.00419(18) 0.0774(7) Uani 1 1 d . . . H17 H 0.9243 0.2975 -0.0374 0.093 Uiso 1 1 calc R . . C18 C 0.9122(2) 0.3524(2) 0.09884(18) 0.0742(6) Uani 1 1 d . . . H18 H 0.9866 0.3301 0.1212 0.089 Uiso 1 1 calc R . . C19 C 0.8395(2) 0.4059(2) 0.16048(15) 0.0606(5) Uani 1 1 d . . . H19 H 0.8655 0.4198 0.2245 0.073 Uiso 1 1 calc R . . C20 C 0.72756(19) 0.43944(18) 0.12781(12) 0.0503(4) Uani 1 1 d . . . C21 C 0.65156(19) 0.49735(19) 0.19576(11) 0.0480(4) Uani 1 1 d . . . C22 C 0.71322(19) 0.61476(19) 0.26855(11) 0.0491(4) Uani 1 1 d . . . C23 C 0.8686(2) 0.7244(2) 0.29603(12) 0.0520(4) Uani 1 1 d . . . C24 C 0.9611(2) 0.7651(2) 0.22955(14) 0.0673(5) Uani 1 1 d . . . H24 H 0.9241 0.7243 0.1665 0.081 Uiso 1 1 calc R . . C25 C 1.1066(3) 0.8648(3) 0.25522(17) 0.0832(7) Uani 1 1 d . . . H25 H 1.1669 0.8897 0.2096 0.100 Uiso 1 1 calc R . . C26 C 1.1632(3) 0.9278(3) 0.34819(18) 0.0809(7) Uani 1 1 d . . . H26 H 1.2618 0.9940 0.3657 0.097 Uiso 1 1 calc R . . C27 C 1.0730(2) 0.8921(3) 0.41459(16) 0.0751(6) Uani 1 1 d . . . H27 H 1.1101 0.9357 0.4774 0.090 Uiso 1 1 calc R . . C28 C 0.9275(2) 0.7919(2) 0.38917(13) 0.0643(5) Uani 1 1 d . . . H28 H 0.8677 0.7691 0.4352 0.077 Uiso 1 1 calc R . . C29 C 0.5921(2) 0.6300(2) 0.32045(11) 0.0506(4) Uani 1 1 d . . . C30 C 0.5934(2) 0.7810(2) 0.31973(12) 0.0525(4) Uani 1 1 d . . . C31 C 0.5877(3) 0.8234(3) 0.23538(15) 0.0765(6) Uani 1 1 d . . . H31 H 0.5823 0.7592 0.1803 0.092 Uiso 1 1 calc R . . C32 C 0.5899(4) 0.9588(3) 0.23161(19) 0.0963(9) Uani 1 1 d . . . H32 H 0.5843 0.9845 0.1742 0.116 Uiso 1 1 calc R . . C33 C 0.6005(3) 1.0566(3) 0.3129(2) 0.0914(8) Uani 1 1 d . . . H33 H 0.6025 1.1485 0.3107 0.110 Uiso 1 1 calc R . . C34 C 0.6079(3) 1.0167(3) 0.39655(18) 0.0830(7) Uani 1 1 d . . . H34 H 0.6153 1.0821 0.4516 0.100 Uiso 1 1 calc R . . C35 C 0.6045(2) 0.8794(2) 0.40057(14) 0.0648(5) Uani 1 1 d . . . H35 H 0.6096 0.8538 0.4581 0.078 Uiso 1 1 calc R . . C36 C 0.6237(3) 0.4888(3) 0.42883(15) 0.0743(6) Uani 1 1 d . . . H36A H 0.5394 0.4020 0.3952 0.111 Uiso 1 1 calc R . . H36B H 0.6315 0.4876 0.4942 0.111 Uiso 1 1 calc R . . H36C H 0.7104 0.4897 0.4055 0.111 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0678(8) 0.0754(9) 0.0473(7) 0.0147(6) 0.0127(6) 0.0371(7) C1 0.0567(11) 0.0709(13) 0.0681(12) 0.0098(10) 0.0096(9) 0.0335(10) C2 0.0625(13) 0.0994(18) 0.0793(14) 0.0122(12) 0.0149(11) 0.0487(13) C3 0.0555(12) 0.114(2) 0.0807(15) 0.0313(14) 0.0242(11) 0.0388(13) C4 0.0710(15) 0.0881(16) 0.0940(17) 0.0377(13) 0.0314(13) 0.0304(13) C5 0.0687(13) 0.0730(13) 0.0801(14) 0.0265(11) 0.0281(11) 0.0355(11) C6 0.0516(10) 0.0636(11) 0.0484(9) 0.0121(8) 0.0091(8) 0.0280(9) C7 0.0524(10) 0.0541(10) 0.0521(9) 0.0132(8) 0.0099(8) 0.0274(8) C8 0.0475(9) 0.0502(9) 0.0536(9) 0.0140(7) 0.0092(8) 0.0252(8) C9 0.0453(9) 0.0461(9) 0.0537(9) 0.0131(7) 0.0117(7) 0.0193(7) C10 0.0533(11) 0.0530(10) 0.0646(11) 0.0155(8) 0.0093(9) 0.0256(8) C11 0.0566(12) 0.0686(13) 0.0739(13) 0.0117(10) -0.0046(10) 0.0199(10) C12 0.0650(14) 0.0616(13) 0.0792(14) -0.0054(11) 0.0042(11) 0.0122(10) C13 0.0639(13) 0.0463(10) 0.1027(16) 0.0030(10) 0.0173(12) 0.0221(9) C14 0.0526(11) 0.0488(10) 0.0818(13) 0.0130(9) 0.0080(9) 0.0233(8) C15 0.0597(11) 0.0519(10) 0.0570(10) 0.0094(8) 0.0136(9) 0.0224(9) C16 0.0842(16) 0.0565(11) 0.0630(12) 0.0046(9) 0.0247(11) 0.0235(11) C17 0.0744(14) 0.0573(12) 0.0991(17) 0.0029(11) 0.0399(13) 0.0289(11) C18 0.0568(12) 0.0609(12) 0.1063(18) 0.0053(12) 0.0186(12) 0.0309(10) C19 0.0508(11) 0.0584(11) 0.0706(12) 0.0056(9) 0.0079(9) 0.0252(9) C20 0.0467(9) 0.0456(9) 0.0553(10) 0.0057(7) 0.0125(8) 0.0181(7) C21 0.0474(9) 0.0506(9) 0.0491(9) 0.0114(7) 0.0085(7) 0.0239(8) C22 0.0511(10) 0.0526(9) 0.0457(8) 0.0086(7) 0.0082(7) 0.0252(8) C23 0.0517(10) 0.0512(9) 0.0533(9) 0.0047(8) 0.0071(8) 0.0253(8) C24 0.0636(12) 0.0634(12) 0.0573(11) 0.0039(9) 0.0113(9) 0.0140(10) C25 0.0691(14) 0.0725(14) 0.0824(15) 0.0061(12) 0.0248(12) 0.0084(11) C26 0.0555(12) 0.0665(13) 0.0974(17) -0.0055(12) 0.0041(12) 0.0141(10) C27 0.0631(13) 0.0778(14) 0.0678(12) -0.0097(11) -0.0044(10) 0.0263(11) C28 0.0581(12) 0.0706(12) 0.0572(11) 0.0008(9) 0.0056(9) 0.0266(10) C29 0.0537(10) 0.0588(10) 0.0420(8) 0.0090(7) 0.0094(7) 0.0275(8) C30 0.0474(10) 0.0579(10) 0.0522(9) 0.0048(8) 0.0080(8) 0.0255(8) C31 0.1096(19) 0.0784(14) 0.0613(12) 0.0155(10) 0.0204(12) 0.0587(14) C32 0.144(3) 0.0976(19) 0.0862(16) 0.0363(14) 0.0353(17) 0.0807(19) C33 0.112(2) 0.0695(14) 0.110(2) 0.0217(14) 0.0233(16) 0.0543(15) C34 0.0897(17) 0.0693(14) 0.0849(16) -0.0109(12) 0.0060(13) 0.0412(13) C35 0.0676(13) 0.0666(12) 0.0584(11) -0.0005(9) 0.0057(9) 0.0332(10) C36 0.0844(15) 0.0889(15) 0.0673(12) 0.0314(11) 0.0163(11) 0.0484(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C29 1.434(2) . ? O1 C36 1.435(3) . ? C1 H1 0.9300 . ? C1 C2 1.389(3) . ? C1 C6 1.396(3) . ? C2 H2 0.9300 . ? C2 C3 1.369(4) . ? C3 H3 0.9300 . ? C3 C4 1.376(3) . ? C4 H4 0.9300 . ? C4 C5 1.385(3) . ? C5 H5 0.9300 . ? C5 C6 1.385(3) . ? C6 C7 1.481(2) . ? C7 C8 1.348(2) . ? C7 C29 1.532(3) . ? C8 C9 1.479(2) . ? C8 C21 1.493(2) . ? C9 C10 1.388(3) . ? C9 C14 1.393(2) . ? C10 H10 0.9300 . ? C10 C11 1.374(3) . ? C11 H11 0.9300 . ? C11 C12 1.376(3) . ? C12 H12 0.9300 . ? C12 C13 1.370(3) . ? C13 H13 0.9300 . ? C13 C14 1.379(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C15 C16 1.382(3) . ? C15 C20 1.385(3) . ? C16 H16 0.9300 . ? C16 C17 1.372(3) . ? C17 H17 0.9300 . ? C17 C18 1.375(3) . ? C18 H18 0.9300 . ? C18 C19 1.379(3) . ? C19 H19 0.9300 . ? C19 C20 1.394(3) . ? C20 C21 1.484(2) . ? C21 C22 1.346(2) . ? C22 C23 1.479(3) . ? C22 C29 1.530(2) . ? C23 C24 1.390(3) . ? C23 C28 1.390(3) . ? C24 H24 0.9300 . ? C24 C25 1.378(3) . ? C25 H25 0.9300 . ? C25 C26 1.378(3) . ? C26 H26 0.9300 . ? C26 C27 1.369(3) . ? C27 H27 0.9300 . ? C27 C28 1.379(3) . ? C28 H28 0.9300 . ? C29 C30 1.529(3) . ? C30 C31 1.385(3) . ? C30 C35 1.379(2) . ? C31 H31 0.9300 . ? C31 C32 1.376(3) . ? C32 H32 0.9300 . ? C32 C33 1.382(3) . ? C33 H33 0.9300 . ? C33 C34 1.365(4) . ? C34 H34 0.9300 . ? C34 C35 1.391(3) . ? C35 H35 0.9300 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C29 O1 C36 114.00(14) . . ? C2 C1 H1 119.6 . . ? C2 C1 C6 120.8(2) . . ? C6 C1 H1 119.6 . . ? C1 C2 H2 119.9 . . ? C3 C2 C1 120.3(2) . . ? C3 C2 H2 119.9 . . ? C2 C3 H3 120.0 . . ? C2 C3 C4 119.9(2) . . ? C4 C3 H3 120.0 . . ? C3 C4 H4 120.0 . . ? C3 C4 C5 119.9(2) . . ? C5 C4 H4 120.0 . . ? C4 C5 H5 119.3 . . ? C4 C5 C6 121.4(2) . . ? C6 C5 H5 119.3 . . ? C1 C6 C7 122.04(18) . . ? C5 C6 C1 117.69(18) . . ? C5 C6 C7 120.20(17) . . ? C6 C7 C29 121.91(15) . . ? C8 C7 C6 128.43(17) . . ? C8 C7 C29 109.03(16) . . ? C7 C8 C9 127.61(16) . . ? C7 C8 C21 109.35(16) . . ? C9 C8 C21 123.03(15) . . ? C10 C9 C8 120.97(16) . . ? C10 C9 C14 117.98(17) . . ? C14 C9 C8 121.00(16) . . ? C9 C10 H10 119.6 . . ? C11 C10 C9 120.81(18) . . ? C11 C10 H10 119.6 . . ? C10 C11 H11 119.7 . . ? C10 C11 C12 120.5(2) . . ? C12 C11 H11 119.7 . . ? C11 C12 H12 120.2 . . ? C13 C12 C11 119.6(2) . . ? C13 C12 H12 120.2 . . ? C12 C13 H13 119.9 . . ? C12 C13 C14 120.3(2) . . ? C14 C13 H13 119.9 . . ? C9 C14 H14 119.6 . . ? C13 C14 C9 120.81(19) . . ? C13 C14 H14 119.6 . . ? C16 C15 H15 119.9 . . ? C16 C15 C20 120.2(2) . . ? C20 C15 H15 119.9 . . ? C15 C16 H16 119.8 . . ? C17 C16 C15 120.4(2) . . ? C17 C16 H16 119.8 . . ? C16 C17 H17 119.9 . . ? C16 C17 C18 120.15(19) . . ? C18 C17 H17 119.9 . . ? C17 C18 H18 120.1 . . ? C17 C18 C19 119.9(2) . . ? C19 C18 H18 120.1 . . ? C18 C19 H19 119.7 . . ? C18 C19 C20 120.6(2) . . ? C20 C19 H19 119.7 . . ? C15 C20 C19 118.74(17) . . ? C15 C20 C21 121.77(17) . . ? C19 C20 C21 119.49(16) . . ? C20 C21 C8 122.77(15) . . ? C22 C21 C8 109.79(15) . . ? C22 C21 C20 127.40(16) . . ? C21 C22 C23 129.41(16) . . ? C21 C22 C29 108.87(16) . . ? C23 C22 C29 121.58(15) . . ? C24 C23 C22 121.29(17) . . ? C28 C23 C22 121.38(17) . . ? C28 C23 C24 117.33(18) . . ? C23 C24 H24 119.3 . . ? C25 C24 C23 121.3(2) . . ? C25 C24 H24 119.3 . . ? C24 C25 H25 119.9 . . ? C26 C25 C24 120.2(2) . . ? C26 C25 H25 119.9 . . ? C25 C26 H26 120.3 . . ? C27 C26 C25 119.4(2) . . ? C27 C26 H26 120.3 . . ? C26 C27 H27 119.7 . . ? C26 C27 C28 120.6(2) . . ? C28 C27 H27 119.7 . . ? C23 C28 H28 119.4 . . ? C27 C28 C23 121.2(2) . . ? C27 C28 H28 119.4 . . ? O1 C29 C7 110.44(14) . . ? O1 C29 C22 113.17(14) . . ? O1 C29 C30 107.47(14) . . ? C22 C29 C7 102.95(13) . . ? C30 C29 C7 113.15(15) . . ? C30 C29 C22 109.74(14) . . ? C31 C30 C29 119.28(16) . . ? C35 C30 C29 122.42(17) . . ? C35 C30 C31 118.28(19) . . ? C30 C31 H31 119.4 . . ? C32 C31 C30 121.2(2) . . ? C32 C31 H31 119.4 . . ? C31 C32 H32 119.9 . . ? C31 C32 C33 120.2(2) . . ? C33 C32 H32 119.9 . . ? C32 C33 H33 120.4 . . ? C34 C33 C32 119.1(2) . . ? C34 C33 H33 120.4 . . ? C33 C34 H34 119.6 . . ? C33 C34 C35 120.9(2) . . ? C35 C34 H34 119.6 . . ? C30 C35 C34 120.4(2) . . ? C30 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? O1 C36 H36A 109.5 . . ? O1 C36 H36B 109.5 . . ? O1 C36 H36C 109.5 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C29 C30 C31 176.42(18) . . . . ? O1 C29 C30 C35 -1.6(2) . . . . ? C1 C2 C3 C4 -0.9(4) . . . . ? C1 C6 C7 C8 -141.8(2) . . . . ? C1 C6 C7 C29 48.4(2) . . . . ? C2 C1 C6 C5 0.5(3) . . . . ? C2 C1 C6 C7 -176.58(18) . . . . ? C2 C3 C4 C5 0.9(4) . . . . ? C3 C4 C5 C6 -0.2(4) . . . . ? C4 C5 C6 C1 -0.5(3) . . . . ? C4 C5 C6 C7 176.69(19) . . . . ? C5 C6 C7 C8 41.2(3) . . . . ? C5 C6 C7 C29 -128.6(2) . . . . ? C6 C1 C2 C3 0.1(3) . . . . ? C6 C7 C8 C9 8.7(3) . . . . ? C6 C7 C8 C21 -170.38(16) . . . . ? C6 C7 C29 O1 49.7(2) . . . . ? C6 C7 C29 C22 170.76(15) . . . . ? C6 C7 C29 C30 -70.9(2) . . . . ? C7 C8 C9 C10 50.8(3) . . . . ? C7 C8 C9 C14 -131.8(2) . . . . ? C7 C8 C21 C20 178.11(16) . . . . ? C7 C8 C21 C22 0.1(2) . . . . ? C7 C29 C30 C31 -61.4(2) . . . . ? C7 C29 C30 C35 120.55(19) . . . . ? C8 C7 C29 O1 -121.90(15) . . . . ? C8 C7 C29 C22 -0.79(18) . . . . ? C8 C7 C29 C30 117.59(16) . . . . ? C8 C9 C10 C11 176.99(17) . . . . ? C8 C9 C14 C13 -177.24(18) . . . . ? C8 C21 C22 C23 -176.27(17) . . . . ? C8 C21 C22 C29 -0.63(19) . . . . ? C9 C8 C21 C20 -1.0(2) . . . . ? C9 C8 C21 C22 -179.01(15) . . . . ? C9 C10 C11 C12 -0.3(3) . . . . ? C10 C9 C14 C13 0.2(3) . . . . ? C10 C11 C12 C13 1.2(3) . . . . ? C11 C12 C13 C14 -1.5(4) . . . . ? C12 C13 C14 C9 0.8(3) . . . . ? C14 C9 C10 C11 -0.4(3) . . . . ? C15 C16 C17 C18 0.4(3) . . . . ? C15 C20 C21 C8 54.8(2) . . . . ? C15 C20 C21 C22 -127.6(2) . . . . ? C16 C15 C20 C19 -1.7(3) . . . . ? C16 C15 C20 C21 179.25(17) . . . . ? C16 C17 C18 C19 -0.9(3) . . . . ? C17 C18 C19 C20 0.2(3) . . . . ? C18 C19 C20 C15 1.1(3) . . . . ? C18 C19 C20 C21 -179.79(17) . . . . ? C19 C20 C21 C8 -124.24(19) . . . . ? C19 C20 C21 C22 53.4(3) . . . . ? C20 C15 C16 C17 1.0(3) . . . . ? C20 C21 C22 C23 5.8(3) . . . . ? C20 C21 C22 C29 -178.51(16) . . . . ? C21 C8 C9 C10 -130.23(18) . . . . ? C21 C8 C9 C14 47.1(2) . . . . ? C21 C22 C23 C24 31.5(3) . . . . ? C21 C22 C23 C28 -149.1(2) . . . . ? C21 C22 C29 O1 120.08(17) . . . . ? C21 C22 C29 C7 0.86(18) . . . . ? C21 C22 C29 C30 -119.88(16) . . . . ? C22 C23 C24 C25 -178.6(2) . . . . ? C22 C23 C28 C27 178.84(19) . . . . ? C22 C29 C30 C31 53.0(2) . . . . ? C22 C29 C30 C35 -125.10(19) . . . . ? C23 C22 C29 O1 -63.9(2) . . . . ? C23 C22 C29 C7 176.91(15) . . . . ? C23 C22 C29 C30 56.2(2) . . . . ? C23 C24 C25 C26 -0.7(4) . . . . ? C24 C23 C28 C27 -1.8(3) . . . . ? C24 C25 C26 C27 -1.0(4) . . . . ? C25 C26 C27 C28 1.2(4) . . . . ? C26 C27 C28 C23 0.2(4) . . . . ? C28 C23 C24 C25 2.1(3) . . . . ? C29 C7 C8 C9 179.53(16) . . . . ? C29 C7 C8 C21 0.46(19) . . . . ? C29 C22 C23 C24 -143.64(19) . . . . ? C29 C22 C23 C28 35.7(3) . . . . ? C29 C30 C31 C32 -179.4(2) . . . . ? C29 C30 C35 C34 178.8(2) . . . . ? C30 C31 C32 C33 1.1(4) . . . . ? C31 C30 C35 C34 0.8(3) . . . . ? C31 C32 C33 C34 -0.4(5) . . . . ? C32 C33 C34 C35 -0.2(4) . . . . ? C33 C34 C35 C30 0.0(4) . . . . ? C35 C30 C31 C32 -1.3(4) . . . . ? C36 O1 C29 C7 62.0(2) . . . . ? C36 O1 C29 C22 -52.8(2) . . . . ? C36 O1 C29 C30 -174.13(16) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 880445'