# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Dr. Kana M. Sureshan' _publ_contact_author_email kms@iisertvm.ac.in loop_ _publ_author_name K.Sureshan A.Vibhute R.Swathi R.Gonnade # Attachment '1399_web_deposit_cif_file_1_Dr.KanaM.Sureshan_1276075466.cif' data_epr6 _database_code_depnum_ccdc_archive 'CCDC 780335' #TrackingRef '1399_web_deposit_cif_file_1_Dr.KanaM.Sureshan_1276075466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 O8' _chemical_formula_weight 344.35 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_space_group_name_H-M 'P 1 21/c 1' _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.6432(17) _cell_length_b 10.0493(8) _cell_length_c 9.1485(8) _cell_angle_alpha 90.00 _cell_angle_beta 98.896(8) _cell_angle_gamma 90.00 _cell_volume 1784.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1487 _cell_measurement_theta_min 2.8266 _cell_measurement_theta_max 29.0961 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9678 _exptl_absorpt_correction_T_max 0.9878 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _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 7424 _diffrn_reflns_av_R_equivalents 0.0688 _diffrn_reflns_av_sigmaI/netI 0.1401 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 26.36 _reflns_number_total 3647 _reflns_number_gt 1369 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0453P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3647 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1665 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1198 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 0.783 _refine_ls_restrained_S_all 0.783 _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 0.22906(14) 0.3419(3) 0.5728(3) 0.0496(8) Uani 1 1 d . . . H1 H 0.2318 0.2478 0.5461 0.059 Uiso 1 1 calc R . . C2 C 0.17671(14) 0.4167(3) 0.4586(3) 0.0491(8) Uani 1 1 d . . . H2 H 0.1361 0.3601 0.4310 0.059 Uiso 1 1 calc R . . C3 C 0.20152(14) 0.4652(3) 0.3178(3) 0.0493(8) Uani 1 1 d . . . H3 H 0.1970 0.3911 0.2474 0.059 Uiso 1 1 calc R . . C4 C 0.27552(14) 0.5152(3) 0.3346(3) 0.0448(7) Uani 1 1 d . . . H4 H 0.2800 0.6038 0.3798 0.054 Uiso 1 1 calc R . . C5 C 0.31918(14) 0.4147(3) 0.4283(3) 0.0440(7) Uani 1 1 d . . . H5 H 0.3141 0.3268 0.3814 0.053 Uiso 1 1 calc R . . C6 C 0.29795(14) 0.4094(3) 0.5780(3) 0.0459(7) Uani 1 1 d . . . H6 H 0.2951 0.5002 0.6158 0.055 Uiso 1 1 calc R . . C7 C 0.15535(15) 0.4707(3) 0.6909(4) 0.0571(8) Uani 1 1 d . . . C8 C 0.18140(17) 0.5740(3) 0.8051(3) 0.0739(10) Uani 1 1 d . . . H8A H 0.2252 0.6068 0.7868 0.111 Uiso 1 1 calc R . . H8B H 0.1865 0.5349 0.9019 0.111 Uiso 1 1 calc R . . H8C H 0.1491 0.6463 0.7995 0.111 Uiso 1 1 calc R . . C9 C 0.08310(16) 0.4211(3) 0.7027(4) 0.0852(11) Uani 1 1 d . . . H9A H 0.0513 0.4943 0.6885 0.128 Uiso 1 1 calc R . . H9B H 0.0828 0.3829 0.7987 0.128 Uiso 1 1 calc R . . H9C H 0.0697 0.3549 0.6281 0.128 Uiso 1 1 calc R . . C10 C 0.10301(17) 0.5403(4) 0.1556(4) 0.0652(9) Uani 1 1 d . . . C11 C 0.06473(15) 0.6623(3) 0.0946(4) 0.0754(10) Uani 1 1 d . . . H11A H 0.0302 0.6378 0.0130 0.113 Uiso 1 1 calc R . . H11B H 0.0964 0.7239 0.0613 0.113 Uiso 1 1 calc R . . H11C H 0.0431 0.7032 0.1704 0.113 Uiso 1 1 calc R . . C12 C 0.32860(17) 0.6211(4) 0.1461(4) 0.0638(9) Uani 1 1 d . . . C13 C 0.36073(17) 0.5943(3) 0.0128(4) 0.0854(11) Uani 1 1 d . . . H13A H 0.3608 0.6744 -0.0444 0.128 Uiso 1 1 calc R . . H13B H 0.3349 0.5267 -0.0459 0.128 Uiso 1 1 calc R . . H13C H 0.4073 0.5645 0.0423 0.128 Uiso 1 1 calc R . . C14 C 0.41477(15) 0.3846(3) 0.6022(3) 0.0516(8) Uani 1 1 d . . . C15 C 0.45429(16) 0.4875(3) 0.7014(3) 0.0711(10) Uani 1 1 d . . . H15A H 0.4252 0.5630 0.7100 0.107 Uiso 1 1 calc R . . H15B H 0.4939 0.5153 0.6596 0.107 Uiso 1 1 calc R . . H15C H 0.4689 0.4499 0.7975 0.107 Uiso 1 1 calc R . . C16 C 0.45583(17) 0.2623(3) 0.5783(4) 0.0902(12) Uani 1 1 d . . . H16A H 0.4671 0.2151 0.6701 0.135 Uiso 1 1 calc R . . H16B H 0.4975 0.2879 0.5430 0.135 Uiso 1 1 calc R . . H16C H 0.4291 0.2058 0.5066 0.135 Uiso 1 1 calc R . . O1 O 0.20107(10) 0.35679(17) 0.7060(2) 0.0577(6) Uani 1 1 d . . . O2 O 0.15862(9) 0.52408(17) 0.5471(2) 0.0545(5) Uani 1 1 d . . . O3 O 0.15820(10) 0.57247(17) 0.2517(2) 0.0565(6) Uani 1 1 d . . . O4 O 0.29583(10) 0.51597(19) 0.1887(2) 0.0562(6) Uani 1 1 d . . . O5 O 0.39019(10) 0.44877(17) 0.4628(2) 0.0554(5) Uani 1 1 d . . . O6 O 0.35459(9) 0.34248(17) 0.6625(2) 0.0558(5) Uani 1 1 d . . . O7 O 0.08715(13) 0.4294(2) 0.1253(3) 0.1229(12) Uani 1 1 d . . . O8 O 0.33162(16) 0.7242(3) 0.2111(3) 0.1223(12) 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 0.0465(19) 0.0444(17) 0.056(2) 0.0046(15) 0.0040(16) -0.0019(14) C2 0.0393(18) 0.0491(18) 0.058(2) 0.0013(16) 0.0048(16) -0.0077(14) C3 0.0437(19) 0.0477(18) 0.054(2) -0.0040(15) -0.0013(15) 0.0007(15) C4 0.0470(19) 0.0471(17) 0.0392(18) 0.0008(14) 0.0037(15) -0.0017(14) C5 0.0360(18) 0.0512(18) 0.0450(18) 0.0023(14) 0.0068(14) -0.0064(14) C6 0.0386(18) 0.0489(17) 0.0487(19) 0.0104(14) 0.0022(15) 0.0004(14) C7 0.049(2) 0.063(2) 0.063(2) 0.0129(18) 0.0189(17) 0.0050(17) C8 0.079(3) 0.079(2) 0.064(2) -0.0001(19) 0.011(2) 0.0054(19) C9 0.048(2) 0.101(3) 0.112(3) 0.016(2) 0.028(2) 0.0005(19) C10 0.051(2) 0.071(2) 0.068(2) 0.0025(19) -0.0104(18) -0.0131(19) C11 0.054(2) 0.079(2) 0.084(3) 0.0122(19) -0.0186(18) 0.0024(18) C12 0.064(2) 0.073(3) 0.054(2) 0.010(2) 0.0074(19) -0.002(2) C13 0.075(3) 0.126(3) 0.059(2) 0.015(2) 0.024(2) 0.007(2) C14 0.0412(19) 0.0594(19) 0.055(2) 0.0136(16) 0.0087(16) 0.0017(16) C15 0.060(2) 0.094(2) 0.059(2) 0.0016(19) 0.0053(18) -0.0144(19) C16 0.088(3) 0.079(2) 0.106(3) 0.021(2) 0.023(2) 0.037(2) O1 0.0519(14) 0.0609(13) 0.0643(15) 0.0169(11) 0.0219(11) 0.0041(10) O2 0.0479(13) 0.0564(12) 0.0591(14) 0.0037(11) 0.0081(10) 0.0072(10) O3 0.0474(13) 0.0538(12) 0.0610(13) -0.0036(10) -0.0143(11) -0.0001(10) O4 0.0643(15) 0.0611(14) 0.0429(13) 0.0017(10) 0.0074(11) -0.0006(11) O5 0.0414(13) 0.0722(14) 0.0519(13) 0.0129(10) 0.0046(10) -0.0022(10) O6 0.0414(12) 0.0675(13) 0.0568(13) 0.0240(10) 0.0024(10) 0.0039(10) O7 0.104(2) 0.0726(17) 0.161(3) 0.0024(17) -0.076(2) -0.0187(16) O8 0.192(3) 0.0846(19) 0.106(2) -0.0170(17) 0.072(2) -0.053(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 C1 O1 1.420(3) . ? C1 C6 1.508(3) . ? C1 C2 1.543(3) . ? C1 H1 0.9800 . ? C2 O2 1.427(3) . ? C2 C3 1.526(3) . ? C2 H2 0.9800 . ? C3 O3 1.447(3) . ? C3 C4 1.523(4) . ? C3 H3 0.9800 . ? C4 O4 1.451(3) . ? C4 C5 1.504(3) . ? C4 H4 0.9800 . ? C5 O5 1.423(3) . ? C5 C6 1.493(3) . ? C5 H5 0.9800 . ? C6 O6 1.422(3) . ? C6 H6 0.9800 . ? C7 O2 1.432(3) . ? C7 O1 1.449(3) . ? C7 C8 1.505(4) . ? C7 C9 1.524(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 O7 1.179(3) . ? C10 O3 1.325(3) . ? C10 C11 1.500(4) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 O8 1.191(3) . ? C12 O4 1.326(4) . ? C12 C13 1.482(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 O6 1.443(3) . ? C14 O5 1.444(3) . ? C14 C16 1.504(4) . ? C14 C15 1.510(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 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 O1 C1 C6 113.0(2) . . ? O1 C1 C2 102.9(2) . . ? C6 C1 C2 107.6(2) . . ? O1 C1 H1 111.0 . . ? C6 C1 H1 111.0 . . ? C2 C1 H1 111.0 . . ? O2 C2 C3 112.2(2) . . ? O2 C2 C1 100.5(2) . . ? C3 C2 C1 117.4(2) . . ? O2 C2 H2 108.7 . . ? C3 C2 H2 108.7 . . ? C1 C2 H2 108.7 . . ? O3 C3 C4 106.7(2) . . ? O3 C3 C2 110.3(2) . . ? C4 C3 C2 116.4(2) . . ? O3 C3 H3 107.7 . . ? C4 C3 H3 107.7 . . ? C2 C3 H3 107.7 . . ? O4 C4 C5 108.3(2) . . ? O4 C4 C3 107.6(2) . . ? C5 C4 C3 106.7(2) . . ? O4 C4 H4 111.3 . . ? C5 C4 H4 111.3 . . ? C3 C4 H4 111.3 . . ? O5 C5 C6 102.0(2) . . ? O5 C5 C4 114.7(2) . . ? C6 C5 C4 109.3(2) . . ? O5 C5 H5 110.2 . . ? C6 C5 H5 110.2 . . ? C4 C5 H5 110.2 . . ? O6 C6 C5 102.1(2) . . ? O6 C6 C1 115.3(2) . . ? C5 C6 C1 111.3(2) . . ? O6 C6 H6 109.3 . . ? C5 C6 H6 109.3 . . ? C1 C6 H6 109.3 . . ? O2 C7 O1 105.5(2) . . ? O2 C7 C8 108.7(2) . . ? O1 C7 C8 109.9(3) . . ? O2 C7 C9 111.2(3) . . ? O1 C7 C9 107.8(2) . . ? C8 C7 C9 113.4(3) . . ? 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 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O7 C10 O3 123.1(3) . . ? O7 C10 C11 125.9(3) . . ? O3 C10 C11 111.0(3) . . ? 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 . . ? O8 C12 O4 122.4(3) . . ? O8 C12 C13 125.0(3) . . ? O4 C12 C13 112.6(3) . . ? 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 . . ? O6 C14 O5 106.7(2) . . ? O6 C14 C16 107.8(2) . . ? O5 C14 C16 110.5(2) . . ? O6 C14 C15 110.3(2) . . ? O5 C14 C15 107.2(2) . . ? C16 C14 C15 114.2(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 O1 C7 108.6(2) . . ? C2 O2 C7 106.8(2) . . ? C10 O3 C3 117.6(2) . . ? C12 O4 C4 119.3(2) . . ? C5 O5 C14 105.74(19) . . ? C6 O6 C14 105.75(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.169 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.041 # Attachment '1400_web_deposit_cif_file_2_Dr.KanaM.Sureshan_1276075466.cif' data_kms8i1 _database_code_depnum_ccdc_archive 'CCDC 780336' #TrackingRef '1400_web_deposit_cif_file_2_Dr.KanaM.Sureshan_1276075466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H28 O8' _chemical_formula_weight 468.48 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5979(10) _cell_length_b 12.7445(11) _cell_length_c 18.9854(16) _cell_angle_alpha 88.4850(10) _cell_angle_beta 75.2590(10) _cell_angle_gamma 68.6780(10) _cell_volume 2521.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.234 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9652 _exptl_absorpt_correction_T_max 0.9909 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 24553 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8860 _reflns_number_gt 7236 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0515P)^2^+0.5771P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8860 _refine_ls_number_parameters 621 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1222 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 O1 O 0.50779(14) 0.72067(11) 0.08286(7) 0.0604(4) Uani 1 1 d . . . O2 O 0.50302(13) 0.89810(10) 0.10282(7) 0.0560(3) Uani 1 1 d . . . O3 O 0.42468(11) 1.04391(9) 0.22059(7) 0.0517(3) Uani 1 1 d . . . O4 O 0.48223(11) 0.93005(10) 0.34268(6) 0.0478(3) Uani 1 1 d . . . O5 O 0.64329(13) 0.68123(11) 0.29930(7) 0.0647(4) Uani 1 1 d . . . O6 O 0.62256(14) 0.58630(10) 0.20414(8) 0.0676(4) Uani 1 1 d . . . O7 O 0.21337(15) 1.12478(14) 0.24044(12) 0.0995(6) Uani 1 1 d . . . O8 O 0.62915(12) 1.01069(12) 0.31640(7) 0.0637(4) Uani 1 1 d . . . C1 C 0.46896(18) 0.74730(15) 0.15943(10) 0.0493(4) Uani 1 1 d . . . H1 H 0.4007 0.7199 0.1828 0.059 Uiso 1 1 calc R . . C2 C 0.41783(17) 0.87668(15) 0.16479(9) 0.0469(4) Uani 1 1 d . . . H2 H 0.3309 0.9054 0.1581 0.056 Uiso 1 1 calc R . . C3 C 0.41756(16) 0.93473(14) 0.23434(10) 0.0455(4) Uani 1 1 d . . . H3 H 0.3361 0.9458 0.2705 0.055 Uiso 1 1 calc R . . C4 C 0.52602(16) 0.87465(14) 0.26995(9) 0.0448(4) Uani 1 1 d . . . H4 H 0.6062 0.8823 0.2427 0.054 Uiso 1 1 calc R . . C5 C 0.54041(18) 0.75292(14) 0.27227(10) 0.0482(4) Uani 1 1 d . . . H5 H 0.4595 0.7463 0.2993 0.058 Uiso 1 1 calc R . . C6 C 0.57824(18) 0.70414(14) 0.19475(10) 0.0508(4) Uani 1 1 d . . . H6 H 0.6501 0.7235 0.1663 0.061 Uiso 1 1 calc R . . C7 C 0.5254(2) 0.81646(17) 0.04582(11) 0.0627(5) Uani 1 1 d . . . C8 C 0.4283(3) 0.8595(2) 0.00137(13) 0.0882(8) Uani 1 1 d . . . H8A H 0.3432 0.8846 0.0334 0.132 Uiso 1 1 calc R . . H8B H 0.4391 0.7998 -0.0324 0.132 Uiso 1 1 calc R . . H8C H 0.4410 0.9214 -0.0251 0.132 Uiso 1 1 calc R . . C9 C 0.6619(3) 0.7848(2) 0.00084(14) 0.0973(9) Uani 1 1 d . . . H9A H 0.6717 0.8484 -0.0245 0.146 Uiso 1 1 calc R . . H9B H 0.6828 0.7230 -0.0339 0.146 Uiso 1 1 calc R . . H9C H 0.7184 0.7627 0.0323 0.146 Uiso 1 1 calc R . . C10 C 0.31585(19) 1.13313(16) 0.22642(11) 0.0554(5) Uani 1 1 d . . . C11 C 0.3414(2) 1.23884(15) 0.21244(10) 0.0573(5) Uani 1 1 d . . . C12 C 0.2413(3) 1.33581(19) 0.20620(14) 0.0826(7) Uani 1 1 d . . . H12 H 0.1597 1.3347 0.2119 0.099 Uiso 1 1 calc R . . C13 C 0.2639(4) 1.4350(2) 0.19135(16) 0.1035(10) Uani 1 1 d . . . H13 H 0.1973 1.5003 0.1863 0.124 Uiso 1 1 calc R . . C14 C 0.3832(4) 1.4372(2) 0.18405(17) 0.1054(10) Uani 1 1 d . . . H14 H 0.3969 1.5043 0.1746 0.126 Uiso 1 1 calc R . . C15 C 0.4828(3) 1.3418(2) 0.19055(15) 0.0911(8) Uani 1 1 d . . . H15 H 0.5638 1.3439 0.1856 0.109 Uiso 1 1 calc R . . C16 C 0.4620(2) 1.24250(18) 0.20451(12) 0.0698(6) Uani 1 1 d . . . H16 H 0.5296 1.1773 0.2086 0.084 Uiso 1 1 calc R . . C17 C 0.53250(16) 1.00522(14) 0.35541(9) 0.0439(4) Uani 1 1 d . . . C18 C 0.45533(16) 1.07962(14) 0.42277(9) 0.0436(4) Uani 1 1 d . . . C19 C 0.50351(19) 1.15330(16) 0.44631(11) 0.0578(5) Uani 1 1 d . . . H19 H 0.5811 1.1563 0.4193 0.069 Uiso 1 1 calc R . . C20 C 0.4368(2) 1.22201(18) 0.50961(12) 0.0695(6) Uani 1 1 d . . . H20 H 0.4702 1.2702 0.5258 0.083 Uiso 1 1 calc R . . C21 C 0.3213(2) 1.21931(18) 0.54866(11) 0.0700(6) Uani 1 1 d . . . H21 H 0.2769 1.2651 0.5917 0.084 Uiso 1 1 calc R . . C22 C 0.2704(2) 1.14959(18) 0.52479(11) 0.0648(6) Uani 1 1 d . . . H22 H 0.1908 1.1497 0.5508 0.078 Uiso 1 1 calc R . . C23 C 0.33787(18) 1.07898(16) 0.46181(10) 0.0536(5) Uani 1 1 d . . . H23 H 0.3038 1.0311 0.4459 0.064 Uiso 1 1 calc R . . C24 C 0.6878(2) 0.57091(16) 0.26104(12) 0.0658(6) Uani 1 1 d . . . C25 C 0.8307(2) 0.5338(2) 0.22953(16) 0.0967(8) Uani 1 1 d . . . H25A H 0.8626 0.4612 0.2033 0.145 Uiso 1 1 calc R . . H25B H 0.8714 0.5287 0.2683 0.145 Uiso 1 1 calc R . . H25C H 0.8493 0.5878 0.1968 0.145 Uiso 1 1 calc R . . C26 C 0.6494(3) 0.4893(2) 0.31168(16) 0.0952(8) Uani 1 1 d . . . H26A H 0.5582 0.5192 0.3321 0.143 Uiso 1 1 calc R . . H26B H 0.6915 0.4784 0.3503 0.143 Uiso 1 1 calc R . . H26C H 0.6741 0.4182 0.2849 0.143 Uiso 1 1 calc R . . O1' O -0.16204(14) 1.20850(11) 0.20115(8) 0.0705(4) Uani 1 1 d . . . O2' O -0.02383(12) 1.03401(12) 0.15040(7) 0.0630(4) Uani 1 1 d . . . O3' O 0.02482(11) 0.82148(10) 0.18527(7) 0.0533(3) Uani 1 1 d . . . O4' O 0.01954(11) 0.80996(10) 0.33348(7) 0.0529(3) Uani 1 1 d . . . O5' O -0.04488(14) 1.03369(12) 0.40752(8) 0.0686(4) Uani 1 1 d . . . O6' O -0.16162(14) 1.20284(11) 0.36868(8) 0.0680(4) Uani 1 1 d . . . O7' O -0.12947(14) 0.78835(14) 0.14967(9) 0.0830(5) Uani 1 1 d . . . O8' O 0.23174(14) 0.76711(14) 0.30376(10) 0.0845(5) Uani 1 1 d . . . C1' C -0.17844(18) 1.12925(15) 0.25308(10) 0.0520(4) Uani 1 1 d . . . H1' H -0.2695 1.1481 0.2774 0.062 Uiso 1 1 calc R . . C2' C -0.12367(17) 1.01748(15) 0.20515(10) 0.0493(4) Uani 1 1 d . . . H2' H -0.1891 1.0129 0.1826 0.059 Uiso 1 1 calc R . . C3' C -0.06912(16) 0.90727(14) 0.24001(9) 0.0467(4) Uani 1 1 d . . . H3' H -0.1393 0.8817 0.2626 0.056 Uiso 1 1 calc R . . C4' C -0.00040(17) 0.91374(14) 0.29708(9) 0.0469(4) Uani 1 1 d . . . H4' H 0.0814 0.9222 0.2744 0.056 Uiso 1 1 calc R . . C5' C -0.08962(17) 1.01379(15) 0.34851(10) 0.0484(4) Uani 1 1 d . . . H5' H -0.1738 1.0077 0.3668 0.058 Uiso 1 1 calc R . . C6' C -0.10266(18) 1.11918(15) 0.30852(10) 0.0517(4) Uani 1 1 d . . . H6' H -0.0173 1.1190 0.2840 0.062 Uiso 1 1 calc R . . C7' C -0.0751(2) 1.14850(19) 0.13361(12) 0.0699(6) Uani 1 1 d . . . C8' C -0.1492(3) 1.1598(2) 0.07678(14) 0.0931(8) Uani 1 1 d . . . H8'1 H -0.0917 1.1199 0.0317 0.140 Uiso 1 1 calc R . . H8'2 H -0.1886 1.2382 0.0691 0.140 Uiso 1 1 calc R . . H8'3 H -0.2144 1.1285 0.0935 0.140 Uiso 1 1 calc R . . C9' C 0.0337(3) 1.1906(3) 0.11040(17) 0.1040(9) Uani 1 1 d . . . H9'1 H 0.0766 1.1818 0.1485 0.156 Uiso 1 1 calc R . . H9'2 H 0.0004 1.2690 0.1013 0.156 Uiso 1 1 calc R . . H9'3 H 0.0933 1.1479 0.0667 0.156 Uiso 1 1 calc R . . C10' C -0.01765(19) 0.76948(16) 0.14293(10) 0.0528(5) Uani 1 1 d . . . C11' C 0.09083(18) 0.68732(15) 0.08791(10) 0.0507(4) Uani 1 1 d . . . C12' C 0.0647(2) 0.61926(19) 0.04316(13) 0.0736(6) Uani 1 1 d . . . H12' H -0.0193 0.6245 0.0486 0.088 Uiso 1 1 calc R . . C13' C 0.1632(3) 0.5441(2) -0.00923(15) 0.0905(8) Uani 1 1 d . . . H13' H 0.1456 0.4979 -0.0387 0.109 Uiso 1 1 calc R . . C14' C 0.2872(3) 0.53668(18) -0.01842(14) 0.0826(7) Uani 1 1 d . . . H14' H 0.3531 0.4856 -0.0541 0.099 Uiso 1 1 calc R . . C15' C 0.3144(2) 0.60417(16) 0.02473(12) 0.0661(6) Uani 1 1 d . . . H15' H 0.3984 0.5994 0.0183 0.079 Uiso 1 1 calc R . . C16' C 0.21639(18) 0.67913(15) 0.07776(10) 0.0547(5) Uani 1 1 d . . . H16' H 0.2348 0.7249 0.1071 0.066 Uiso 1 1 calc R . . C17' C 0.14061(18) 0.74150(16) 0.32925(10) 0.0529(5) Uani 1 1 d . . . C18' C 0.1480(2) 0.63132(16) 0.35903(11) 0.0604(5) Uani 1 1 d . . . C19' C 0.2641(3) 0.5591(2) 0.36779(16) 0.0961(8) Uani 1 1 d . . . H19' H 0.3344 0.5812 0.3569 0.115 Uiso 1 1 calc R . . C20' C 0.2761(4) 0.4539(3) 0.3928(2) 0.1282(12) Uani 1 1 d . . . H20' H 0.3543 0.4058 0.3995 0.154 Uiso 1 1 calc R . . C21' C 0.1754(5) 0.4206(3) 0.4077(2) 0.1289(13) Uani 1 1 d . . . H21' H 0.1849 0.3491 0.4236 0.155 Uiso 1 1 calc R . . C22' C 0.0594(4) 0.4914(3) 0.3995(2) 0.1232(12) Uani 1 1 d . . . H22' H -0.0101 0.4683 0.4104 0.148 Uiso 1 1 calc R . . C23' C 0.0453(3) 0.5970(2) 0.37508(15) 0.0880(8) Uani 1 1 d . . . H23' H -0.0337 0.6451 0.3695 0.106 Uiso 1 1 calc R . . C24' C -0.1029(2) 1.15450(19) 0.42631(12) 0.0687(6) Uani 1 1 d . . . C25' C 0.0028(3) 1.1951(3) 0.42906(18) 0.1075(10) Uani 1 1 d . . . H25D H 0.0603 1.1848 0.3812 0.161 Uiso 1 1 calc R . . H25E H 0.0490 1.1527 0.4623 0.161 Uiso 1 1 calc R . . H25F H -0.0336 1.2738 0.4454 0.161 Uiso 1 1 calc R . . C26' C -0.2061(2) 1.1790(2) 0.49711(13) 0.0883(7) Uani 1 1 d . . . H26D H -0.2476 1.2593 0.5079 0.132 Uiso 1 1 calc R . . H26E H -0.1684 1.1457 0.5358 0.132 Uiso 1 1 calc R . . H26F H -0.2680 1.1478 0.4928 0.132 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 0.0879(10) 0.0507(8) 0.0480(7) -0.0022(6) -0.0230(7) -0.0280(7) O2 0.0710(9) 0.0514(7) 0.0499(7) -0.0002(6) -0.0119(6) -0.0301(7) O3 0.0482(7) 0.0375(7) 0.0658(8) -0.0033(6) -0.0126(6) -0.0126(6) O4 0.0530(7) 0.0494(7) 0.0427(6) -0.0069(5) -0.0073(5) -0.0235(6) O5 0.0768(9) 0.0478(8) 0.0684(9) -0.0033(6) -0.0383(8) -0.0084(7) O6 0.0896(10) 0.0381(7) 0.0756(9) -0.0040(6) -0.0400(8) -0.0111(7) O7 0.0508(9) 0.0743(11) 0.1670(19) 0.0324(11) -0.0305(10) -0.0159(8) O8 0.0510(8) 0.0782(10) 0.0628(8) -0.0204(7) 0.0006(7) -0.0336(7) C1 0.0599(11) 0.0467(10) 0.0477(10) -0.0010(8) -0.0170(9) -0.0249(9) C2 0.0476(10) 0.0480(10) 0.0495(10) 0.0032(8) -0.0160(8) -0.0202(8) C3 0.0441(9) 0.0393(9) 0.0515(10) -0.0037(8) -0.0083(8) -0.0159(8) C4 0.0444(9) 0.0459(10) 0.0429(9) -0.0067(8) -0.0087(8) -0.0165(8) C5 0.0534(11) 0.0440(10) 0.0491(10) -0.0005(8) -0.0178(8) -0.0171(8) C6 0.0570(11) 0.0416(10) 0.0540(11) -0.0043(8) -0.0164(9) -0.0168(8) C7 0.0859(15) 0.0553(12) 0.0495(11) -0.0005(9) -0.0151(11) -0.0307(11) C8 0.140(2) 0.0798(16) 0.0671(15) 0.0168(12) -0.0516(16) -0.0502(16) C9 0.108(2) 0.0963(19) 0.0718(16) -0.0149(14) 0.0143(15) -0.0435(16) C10 0.0530(12) 0.0498(11) 0.0564(11) 0.0039(9) -0.0182(9) -0.0086(9) C11 0.0745(14) 0.0434(11) 0.0477(11) 0.0010(8) -0.0201(10) -0.0117(10) C12 0.0973(18) 0.0560(14) 0.0868(17) 0.0115(12) -0.0386(14) -0.0103(12) C13 0.143(3) 0.0473(15) 0.105(2) 0.0179(13) -0.047(2) -0.0088(16) C14 0.166(3) 0.0605(17) 0.099(2) 0.0157(14) -0.041(2) -0.051(2) C15 0.121(2) 0.0667(16) 0.0972(19) 0.0075(14) -0.0275(17) -0.0485(16) C16 0.0852(16) 0.0505(12) 0.0746(14) 0.0027(10) -0.0218(12) -0.0254(11) C17 0.0427(10) 0.0452(10) 0.0444(10) -0.0014(8) -0.0129(8) -0.0154(8) C18 0.0460(10) 0.0398(9) 0.0422(9) 0.0021(7) -0.0167(8) -0.0091(7) C19 0.0552(11) 0.0569(12) 0.0603(12) -0.0093(9) -0.0192(9) -0.0159(9) C20 0.0692(14) 0.0608(13) 0.0730(14) -0.0217(11) -0.0286(12) -0.0095(11) C21 0.0699(14) 0.0685(14) 0.0502(12) -0.0161(10) -0.0211(11) 0.0039(11) C22 0.0584(12) 0.0712(14) 0.0478(11) 0.0020(10) -0.0054(9) -0.0101(11) C23 0.0558(11) 0.0526(11) 0.0479(10) 0.0012(8) -0.0115(9) -0.0162(9) C24 0.0785(15) 0.0435(11) 0.0726(14) -0.0022(10) -0.0346(12) -0.0088(10) C25 0.0782(17) 0.0822(18) 0.112(2) -0.0159(15) -0.0330(16) -0.0026(14) C26 0.125(2) 0.0671(16) 0.103(2) 0.0199(14) -0.0518(18) -0.0335(15) O1' 0.0808(10) 0.0537(8) 0.0688(9) 0.0197(7) -0.0178(8) -0.0175(7) O2' 0.0558(8) 0.0680(9) 0.0541(8) 0.0152(7) -0.0064(6) -0.0162(7) O3' 0.0481(7) 0.0531(7) 0.0545(7) -0.0070(6) -0.0116(6) -0.0146(6) O4' 0.0445(7) 0.0480(7) 0.0574(8) 0.0104(6) -0.0105(6) -0.0094(6) O5' 0.0784(10) 0.0649(9) 0.0630(9) -0.0049(7) -0.0356(8) -0.0149(7) O6' 0.0783(10) 0.0490(8) 0.0747(10) -0.0069(7) -0.0271(8) -0.0156(7) O7' 0.0569(9) 0.0936(12) 0.1002(12) -0.0244(9) -0.0139(8) -0.0321(8) O8' 0.0476(9) 0.0815(11) 0.1176(14) 0.0290(10) -0.0207(9) -0.0180(8) C1' 0.0489(10) 0.0461(10) 0.0584(11) 0.0103(9) -0.0146(9) -0.0146(8) C2' 0.0439(10) 0.0554(11) 0.0465(10) 0.0059(8) -0.0128(8) -0.0154(8) C3' 0.0416(9) 0.0463(10) 0.0476(10) -0.0003(8) -0.0078(8) -0.0136(8) C4' 0.0429(9) 0.0449(10) 0.0494(10) 0.0086(8) -0.0107(8) -0.0136(8) C5' 0.0471(10) 0.0489(10) 0.0485(10) 0.0030(8) -0.0159(8) -0.0147(8) C6' 0.0498(10) 0.0450(10) 0.0593(11) -0.0004(9) -0.0134(9) -0.0169(8) C7' 0.0688(14) 0.0718(14) 0.0669(14) 0.0265(11) -0.0180(11) -0.0246(11) C8' 0.105(2) 0.1006(19) 0.0734(16) 0.0341(14) -0.0385(15) -0.0288(16) C9' 0.0938(19) 0.110(2) 0.118(2) 0.0494(18) -0.0242(17) -0.0536(17) C10' 0.0565(12) 0.0484(11) 0.0579(11) 0.0040(9) -0.0168(9) -0.0231(9) C11' 0.0617(12) 0.0402(10) 0.0525(11) 0.0052(8) -0.0179(9) -0.0195(9) C12' 0.0832(16) 0.0650(14) 0.0810(15) -0.0087(12) -0.0199(13) -0.0372(12) C13' 0.117(2) 0.0636(15) 0.0951(19) -0.0250(13) -0.0253(17) -0.0381(15) C14' 0.0923(19) 0.0515(13) 0.0830(17) -0.0170(12) -0.0105(14) -0.0095(12) C15' 0.0622(13) 0.0492(11) 0.0717(14) -0.0045(10) -0.0156(11) -0.0036(10) C16' 0.0620(12) 0.0429(10) 0.0565(11) 0.0004(8) -0.0219(10) -0.0120(9) C17' 0.0472(11) 0.0545(11) 0.0470(10) -0.0003(8) -0.0103(9) -0.0083(9) C18' 0.0652(13) 0.0504(11) 0.0517(11) 0.0017(9) -0.0148(10) -0.0056(10) C19' 0.0880(18) 0.0730(17) 0.118(2) 0.0242(15) -0.0458(17) -0.0071(14) C20' 0.136(3) 0.077(2) 0.157(3) 0.041(2) -0.071(3) -0.003(2) C21' 0.176(4) 0.067(2) 0.127(3) 0.0385(18) -0.045(3) -0.025(2) C22' 0.132(3) 0.0746(19) 0.155(3) 0.043(2) -0.026(2) -0.0393(19) C23' 0.0816(17) 0.0620(15) 0.107(2) 0.0221(14) -0.0146(15) -0.0188(13) C24' 0.0712(14) 0.0664(14) 0.0737(14) -0.0094(11) -0.0301(12) -0.0229(11) C25' 0.097(2) 0.112(2) 0.136(3) -0.0134(19) -0.0444(19) -0.0539(18) C26' 0.0897(18) 0.0954(19) 0.0731(16) -0.0175(14) -0.0207(14) -0.0253(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.419(2) . ? O1 C7 1.445(2) . ? O2 C2 1.422(2) . ? O2 C7 1.429(2) . ? O3 C10 1.338(2) . ? O3 C3 1.437(2) . ? O4 C17 1.344(2) . ? O4 C4 1.4480(19) . ? O5 C5 1.420(2) . ? O5 C24 1.451(2) . ? O6 C6 1.422(2) . ? O6 C24 1.440(2) . ? O7 C10 1.193(2) . ? O8 C17 1.201(2) . ? C1 C6 1.505(2) . ? C1 C2 1.532(2) . ? C1 H1 0.9800 . ? C2 C3 1.529(2) . ? C2 H2 0.9800 . ? C3 C4 1.527(2) . ? C3 H3 0.9800 . ? C4 C5 1.499(2) . ? C4 H4 0.9800 . ? C5 C6 1.505(2) . ? C5 H5 0.9800 . ? C6 H6 0.9800 . ? C7 C9 1.505(3) . ? C7 C8 1.514(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.485(3) . ? C11 C12 1.381(3) . ? C11 C16 1.386(3) . ? C12 C13 1.389(4) . ? C12 H12 0.9300 . ? C13 C14 1.367(4) . ? C13 H13 0.9300 . ? C14 C15 1.367(4) . ? C14 H14 0.9300 . ? C15 C16 1.379(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.483(2) . ? C18 C23 1.378(2) . ? C18 C19 1.387(2) . ? C19 C20 1.378(3) . ? C19 H19 0.9300 . ? C20 C21 1.368(3) . ? C20 H20 0.9300 . ? C21 C22 1.371(3) . ? C21 H21 0.9300 . ? C22 C23 1.386(3) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.507(3) . ? C24 C26 1.507(3) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? O1' C1' 1.421(2) . ? O1' C7' 1.442(3) . ? O2' C2' 1.421(2) . ? O2' C7' 1.423(2) . ? O3' C10' 1.340(2) . ? O3' C3' 1.442(2) . ? O4' C17' 1.340(2) . ? O4' C4' 1.446(2) . ? O5' C5' 1.413(2) . ? O5' C24' 1.451(3) . ? O6' C6' 1.430(2) . ? O6' C24' 1.442(3) . ? O7' C10' 1.203(2) . ? O8' C17' 1.200(2) . ? C1' C6' 1.509(3) . ? C1' C2' 1.542(3) . ? C1' H1' 0.9800 . ? C2' C3' 1.526(2) . ? C2' H2' 0.9800 . ? C3' C4' 1.519(2) . ? C3' H3' 0.9800 . ? C4' C5' 1.497(2) . ? C4' H4' 0.9800 . ? C5' C6' 1.503(2) . ? C5' H5' 0.9800 . ? C6' H6' 0.9800 . ? C7' C9' 1.507(3) . ? C7' C8' 1.516(3) . ? C8' H8'1 0.9600 . ? C8' H8'2 0.9600 . ? C8' H8'3 0.9600 . ? C9' H9'1 0.9600 . ? C9' H9'2 0.9600 . ? C9' H9'3 0.9600 . ? C10' C11' 1.484(3) . ? C11' C16' 1.384(3) . ? C11' C12' 1.388(3) . ? C12' C13' 1.374(3) . ? C12' H12' 0.9300 . ? C13' C14' 1.372(4) . ? C13' H13' 0.9300 . ? C14' C15' 1.370(3) . ? C14' H14' 0.9300 . ? C15' C16' 1.377(3) . ? C15' H15' 0.9300 . ? C16' H16' 0.9300 . ? C17' C18' 1.481(3) . ? C18' C23' 1.374(3) . ? C18' C19' 1.375(3) . ? C19' C20' 1.381(4) . ? C19' H19' 0.9300 . ? C20' C21' 1.345(5) . ? C20' H20' 0.9300 . ? C21' C22' 1.365(5) . ? C21' H21' 0.9300 . ? C22' C23' 1.378(4) . ? C22' H22' 0.9300 . ? C23' H23' 0.9300 . ? C24' C26' 1.506(3) . ? C24' C25' 1.507(3) . ? C25' H25D 0.9600 . ? C25' H25E 0.9600 . ? C25' H25F 0.9600 . ? C26' H26D 0.9600 . ? C26' H26E 0.9600 . ? C26' H26F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 C7 109.30(13) . . ? C2 O2 C7 106.35(13) . . ? C10 O3 C3 118.83(14) . . ? C17 O4 C4 117.55(13) . . ? C5 O5 C24 106.69(13) . . ? C6 O6 C24 105.81(13) . . ? O1 C1 C6 113.19(15) . . ? O1 C1 C2 102.35(14) . . ? C6 C1 C2 109.05(14) . . ? O1 C1 H1 110.7 . . ? C6 C1 H1 110.7 . . ? C2 C1 H1 110.7 . . ? O2 C2 C3 110.73(13) . . ? O2 C2 C1 101.39(14) . . ? C3 C2 C1 116.76(14) . . ? O2 C2 H2 109.2 . . ? C3 C2 H2 109.2 . . ? C1 C2 H2 109.2 . . ? O3 C3 C4 104.90(13) . . ? O3 C3 C2 110.70(14) . . ? C4 C3 C2 117.28(14) . . ? O3 C3 H3 107.9 . . ? C4 C3 H3 107.9 . . ? C2 C3 H3 107.9 . . ? O4 C4 C5 111.42(14) . . ? O4 C4 C3 104.61(13) . . ? C5 C4 C3 107.43(13) . . ? O4 C4 H4 111.0 . . ? C5 C4 H4 111.0 . . ? C3 C4 H4 111.0 . . ? O5 C5 C4 115.72(14) . . ? O5 C5 C6 101.92(14) . . ? C4 C5 C6 107.80(14) . . ? O5 C5 H5 110.3 . . ? C4 C5 H5 110.3 . . ? C6 C5 H5 110.3 . . ? O6 C6 C5 101.42(14) . . ? O6 C6 C1 115.41(14) . . ? C5 C6 C1 112.11(15) . . ? O6 C6 H6 109.2 . . ? C5 C6 H6 109.2 . . ? C1 C6 H6 109.2 . . ? O2 C7 O1 105.05(14) . . ? O2 C7 C9 107.88(18) . . ? O1 C7 C9 110.33(18) . . ? O2 C7 C8 111.43(18) . . ? O1 C7 C8 108.51(17) . . ? C9 C7 C8 113.3(2) . . ? 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 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O7 C10 O3 122.36(19) . . ? O7 C10 C11 126.31(18) . . ? O3 C10 C11 111.33(17) . . ? C12 C11 C16 119.4(2) . . ? C12 C11 C10 118.4(2) . . ? C16 C11 C10 122.17(18) . . ? C11 C12 C13 119.3(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 120.5(3) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 120.7(3) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C16 119.4(3) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C15 C16 C11 120.7(2) . . ? C15 C16 H16 119.7 . . ? C11 C16 H16 119.7 . . ? O8 C17 O4 123.35(15) . . ? O8 C17 C18 124.30(16) . . ? O4 C17 C18 112.35(14) . . ? C23 C18 C19 119.30(17) . . ? C23 C18 C17 122.51(16) . . ? C19 C18 C17 118.18(16) . . ? C20 C19 C18 120.3(2) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C21 C20 C19 119.9(2) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.45(19) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C23 119.9(2) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C18 C23 C22 120.06(19) . . ? C18 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? O6 C24 O5 106.00(14) . . ? O6 C24 C25 111.14(19) . . ? O5 C24 C25 107.72(18) . . ? O6 C24 C26 108.24(19) . . ? O5 C24 C26 110.32(19) . . ? C25 C24 C26 113.2(2) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C1' O1' C7' 109.14(14) . . ? C2' O2' C7' 105.50(14) . . ? C10' O3' C3' 117.95(14) . . ? C17' O4' C4' 117.80(14) . . ? C5' O5' C24' 106.22(14) . . ? C6' O6' C24' 105.88(14) . . ? O1' C1' C6' 112.60(15) . . ? O1' C1' C2' 102.56(15) . . ? C6' C1' C2' 109.36(14) . . ? O1' C1' H1' 110.7 . . ? C6' C1' H1' 110.7 . . ? C2' C1' H1' 110.7 . . ? O2' C2' C3' 109.51(14) . . ? O2' C2' C1' 101.27(14) . . ? C3' C2' C1' 118.36(15) . . ? O2' C2' H2' 109.1 . . ? C3' C2' H2' 109.1 . . ? C1' C2' H2' 109.1 . . ? O3' C3' C4' 105.24(13) . . ? O3' C3' C2' 110.33(14) . . ? C4' C3' C2' 115.21(15) . . ? O3' C3' H3' 108.6 . . ? C4' C3' H3' 108.6 . . ? C2' C3' H3' 108.6 . . ? O4' C4' C5' 111.15(14) . . ? O4' C4' C3' 106.27(14) . . ? C5' C4' C3' 106.03(14) . . ? O4' C4' H4' 111.1 . . ? C5' C4' H4' 111.1 . . ? C3' C4' H4' 111.1 . . ? O5' C5' C4' 115.30(15) . . ? O5' C5' C6' 102.44(14) . . ? C4' C5' C6' 108.75(15) . . ? O5' C5' H5' 110.0 . . ? C4' C5' H5' 110.0 . . ? C6' C5' H5' 110.0 . . ? O6' C6' C5' 100.26(14) . . ? O6' C6' C1' 115.66(15) . . ? C5' C6' C1' 111.68(15) . . ? O6' C6' H6' 109.6 . . ? C5' C6' H6' 109.6 . . ? C1' C6' H6' 109.6 . . ? O2' C7' O1' 105.17(15) . . ? O2' C7' C9' 108.19(19) . . ? O1' C7' C9' 109.9(2) . . ? O2' C7' C8' 110.9(2) . . ? O1' C7' C8' 109.21(19) . . ? C9' C7' C8' 113.2(2) . . ? C7' C8' H8'1 109.5 . . ? C7' C8' H8'2 109.5 . . ? H8'1 C8' H8'2 109.5 . . ? C7' C8' H8'3 109.5 . . ? H8'1 C8' H8'3 109.5 . . ? H8'2 C8' H8'3 109.5 . . ? C7' C9' H9'1 109.5 . . ? C7' C9' H9'2 109.5 . . ? H9'1 C9' H9'2 109.5 . . ? C7' C9' H9'3 109.5 . . ? H9'1 C9' H9'3 109.5 . . ? H9'2 C9' H9'3 109.5 . . ? O7' C10' O3' 123.43(18) . . ? O7' C10' C11' 125.57(18) . . ? O3' C10' C11' 111.00(16) . . ? C16' C11' C12' 118.88(19) . . ? C16' C11' C10' 122.38(16) . . ? C12' C11' C10' 118.69(18) . . ? C13' C12' C11' 119.8(2) . . ? C13' C12' H12' 120.1 . . ? C11' C12' H12' 120.1 . . ? C14' C13' C12' 120.6(2) . . ? C14' C13' H13' 119.7 . . ? C12' C13' H13' 119.7 . . ? C15' C14' C13' 120.3(2) . . ? C15' C14' H14' 119.9 . . ? C13' C14' H14' 119.9 . . ? C14' C15' C16' 119.5(2) . . ? C14' C15' H15' 120.2 . . ? C16' C15' H15' 120.2 . . ? C15' C16' C11' 120.88(18) . . ? C15' C16' H16' 119.6 . . ? C11' C16' H16' 119.6 . . ? O8' C17' O4' 123.42(18) . . ? O8' C17' C18' 124.49(18) . . ? O4' C17' C18' 112.08(17) . . ? C23' C18' C19' 119.2(2) . . ? C23' C18' C17' 122.58(19) . . ? C19' C18' C17' 118.2(2) . . ? C18' C19' C20' 119.9(3) . . ? C18' C19' H19' 120.0 . . ? C20' C19' H19' 120.0 . . ? C21' C20' C19' 120.4(3) . . ? C21' C20' H20' 119.8 . . ? C19' C20' H20' 119.8 . . ? C20' C21' C22' 120.4(3) . . ? C20' C21' H21' 119.8 . . ? C22' C21' H21' 119.8 . . ? C21' C22' C23' 120.0(3) . . ? C21' C22' H22' 120.0 . . ? C23' C22' H22' 120.0 . . ? C18' C23' C22' 120.1(3) . . ? C18' C23' H23' 120.0 . . ? C22' C23' H23' 120.0 . . ? O6' C24' O5' 105.85(15) . . ? O6' C24' C26' 108.70(18) . . ? O5' C24' C26' 109.77(19) . . ? O6' C24' C25' 111.3(2) . . ? O5' C24' C25' 107.57(19) . . ? C26' C24' C25' 113.3(2) . . ? C24' C25' H25D 109.5 . . ? C24' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? C24' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? C24' C26' H26D 109.5 . . ? C24' C26' H26E 109.5 . . ? H26D C26' H26E 109.5 . . ? C24' C26' H26F 109.5 . . ? H26D C26' H26F 109.5 . . ? H26E C26' H26F 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 C7 O1 C1 C6 -97.30(18) . . . . ? C7 O1 C1 C2 19.90(19) . . . . ? C7 O2 C2 C3 163.52(15) . . . . ? C7 O2 C2 C1 38.95(17) . . . . ? O1 C1 C2 O2 -35.64(16) . . . . ? C6 C1 C2 O2 84.50(16) . . . . ? O1 C1 C2 C3 -156.03(15) . . . . ? C6 C1 C2 C3 -35.9(2) . . . . ? C10 O3 C3 C4 -145.34(15) . . . . ? C10 O3 C3 C2 87.24(18) . . . . ? O2 C2 C3 O3 38.63(19) . . . . ? C1 C2 C3 O3 153.92(14) . . . . ? O2 C2 C3 C4 -81.64(19) . . . . ? C1 C2 C3 C4 33.7(2) . . . . ? C17 O4 C4 C5 141.44(15) . . . . ? C17 O4 C4 C3 -102.79(16) . . . . ? O3 C3 C4 O4 72.41(15) . . . . ? C2 C3 C4 O4 -164.32(14) . . . . ? O3 C3 C4 C5 -169.07(13) . . . . ? C2 C3 C4 C5 -45.8(2) . . . . ? C24 O5 C5 C4 -147.89(16) . . . . ? C24 O5 C5 C6 -31.25(19) . . . . ? O4 C4 C5 O5 -70.08(19) . . . . ? C3 C4 C5 O5 175.89(14) . . . . ? O4 C4 C5 C6 176.62(14) . . . . ? C3 C4 C5 C6 62.60(18) . . . . ? C24 O6 C6 C5 -37.24(19) . . . . ? C24 O6 C6 C1 -158.64(17) . . . . ? O5 C5 C6 O6 42.23(17) . . . . ? C4 C5 C6 O6 164.48(14) . . . . ? O5 C5 C6 C1 165.91(15) . . . . ? C4 C5 C6 C1 -71.84(19) . . . . ? O1 C1 C6 O6 -76.2(2) . . . . ? C2 C1 C6 O6 170.61(15) . . . . ? O1 C1 C6 C5 168.37(14) . . . . ? C2 C1 C6 C5 55.2(2) . . . . ? C2 O2 C7 O1 -27.44(19) . . . . ? C2 O2 C7 C9 -145.13(18) . . . . ? C2 O2 C7 C8 89.86(19) . . . . ? C1 O1 C7 O2 3.3(2) . . . . ? C1 O1 C7 C9 119.28(19) . . . . ? C1 O1 C7 C8 -116.01(18) . . . . ? C3 O3 C10 O7 -2.3(3) . . . . ? C3 O3 C10 C11 178.36(14) . . . . ? O7 C10 C11 C12 -8.2(3) . . . . ? O3 C10 C11 C12 171.01(18) . . . . ? O7 C10 C11 C16 172.7(2) . . . . ? O3 C10 C11 C16 -8.0(3) . . . . ? C16 C11 C12 C13 0.6(3) . . . . ? C10 C11 C12 C13 -178.4(2) . . . . ? C11 C12 C13 C14 -1.0(4) . . . . ? C12 C13 C14 C15 0.6(5) . . . . ? C13 C14 C15 C16 0.1(4) . . . . ? C14 C15 C16 C11 -0.4(4) . . . . ? C12 C11 C16 C15 0.0(3) . . . . ? C10 C11 C16 C15 179.1(2) . . . . ? C4 O4 C17 O8 -16.9(2) . . . . ? C4 O4 C17 C18 163.19(13) . . . . ? O8 C17 C18 C23 172.82(18) . . . . ? O4 C17 C18 C23 -7.3(2) . . . . ? O8 C17 C18 C19 -6.3(3) . . . . ? O4 C17 C18 C19 173.52(16) . . . . ? C23 C18 C19 C20 2.5(3) . . . . ? C17 C18 C19 C20 -178.35(17) . . . . ? C18 C19 C20 C21 -1.3(3) . . . . ? C19 C20 C21 C22 -0.8(3) . . . . ? C20 C21 C22 C23 1.8(3) . . . . ? C19 C18 C23 C22 -1.5(3) . . . . ? C17 C18 C23 C22 179.39(17) . . . . ? C21 C22 C23 C18 -0.7(3) . . . . ? C6 O6 C24 O5 18.7(2) . . . . ? C6 O6 C24 C25 -98.07(19) . . . . ? C6 O6 C24 C26 137.05(18) . . . . ? C5 O5 C24 O6 9.0(2) . . . . ? C5 O5 C24 C25 128.05(19) . . . . ? C5 O5 C24 C26 -108.0(2) . . . . ? C7' O1' C1' C6' 102.67(18) . . . . ? C7' O1' C1' C2' -14.76(19) . . . . ? C7' O2' C2' C3' -166.44(16) . . . . ? C7' O2' C2' C1' -40.68(18) . . . . ? O1' C1' C2' O2' 33.64(17) . . . . ? C6' C1' C2' O2' -86.07(17) . . . . ? O1' C1' C2' C3' 153.28(15) . . . . ? C6' C1' C2' C3' 33.6(2) . . . . ? C10' O3' C3' C4' 156.74(15) . . . . ? C10' O3' C3' C2' -78.39(19) . . . . ? O2' C2' C3' O3' -39.27(19) . . . . ? C1' C2' C3' O3' -154.54(15) . . . . ? O2' C2' C3' C4' 79.70(18) . . . . ? C1' C2' C3' C4' -35.6(2) . . . . ? C17' O4' C4' C5' -126.40(16) . . . . ? C17' O4' C4' C3' 118.67(16) . . . . ? O3' C3' C4' O4' -69.89(16) . . . . ? C2' C3' C4' O4' 168.35(13) . . . . ? O3' C3' C4' C5' 171.75(13) . . . . ? C2' C3' C4' C5' 50.00(19) . . . . ? C24' O5' C5' C4' 150.93(17) . . . . ? C24' O5' C5' C6' 32.99(19) . . . . ? O4' C4' C5' O5' 63.5(2) . . . . ? C3' C4' C5' O5' 178.57(15) . . . . ? O4' C4' C5' C6' 177.85(14) . . . . ? C3' C4' C5' C6' -67.08(18) . . . . ? C24' O6' C6' C5' 37.72(18) . . . . ? C24' O6' C6' C1' 157.95(16) . . . . ? O5' C5' C6' O6' -43.59(17) . . . . ? C4' C5' C6' O6' -166.08(14) . . . . ? O5' C5' C6' C1' -166.66(15) . . . . ? C4' C5' C6' C1' 70.85(19) . . . . ? O1' C1' C6' O6' 82.8(2) . . . . ? C2' C1' C6' O6' -163.85(15) . . . . ? O1' C1' C6' C5' -163.36(15) . . . . ? C2' C1' C6' C5' -50.0(2) . . . . ? C2' O2' C7' O1' 32.5(2) . . . . ? C2' O2' C7' C9' 149.86(19) . . . . ? C2' O2' C7' C8' -85.4(2) . . . . ? C1' O1' C7' O2' -9.6(2) . . . . ? C1' O1' C7' C9' -125.86(19) . . . . ? C1' O1' C7' C8' 109.40(19) . . . . ? C3' O3' C10' O7' -2.2(3) . . . . ? C3' O3' C10' C11' 177.76(14) . . . . ? O7' C10' C11' C16' 172.4(2) . . . . ? O3' C10' C11' C16' -7.6(3) . . . . ? O7' C10' C11' C12' -5.1(3) . . . . ? O3' C10' C11' C12' 174.93(17) . . . . ? C16' C11' C12' C13' 1.1(3) . . . . ? C10' C11' C12' C13' 178.7(2) . . . . ? C11' C12' C13' C14' -0.8(4) . . . . ? C12' C13' C14' C15' 0.1(4) . . . . ? C13' C14' C15' C16' 0.4(4) . . . . ? C14' C15' C16' C11' -0.1(3) . . . . ? C12' C11' C16' C15' -0.6(3) . . . . ? C10' C11' C16' C15' -178.09(18) . . . . ? C4' O4' C17' O8' 8.2(3) . . . . ? C4' O4' C17' C18' -171.38(15) . . . . ? O8' C17' C18' C23' -167.5(2) . . . . ? O4' C17' C18' C23' 12.0(3) . . . . ? O8' C17' C18' C19' 9.6(3) . . . . ? O4' C17' C18' C19' -170.8(2) . . . . ? C23' C18' C19' C20' -0.4(4) . . . . ? C17' C18' C19' C20' -177.6(3) . . . . ? C18' C19' C20' C21' 1.1(5) . . . . ? C19' C20' C21' C22' -1.3(6) . . . . ? C20' C21' C22' C23' 0.8(6) . . . . ? C19' C18' C23' C22' -0.1(4) . . . . ? C17' C18' C23' C22' 177.0(3) . . . . ? C21' C22' C23' C18' -0.1(5) . . . . ? C6' O6' C24' O5' -18.6(2) . . . . ? C6' O6' C24' C26' -136.45(18) . . . . ? C6' O6' C24' C25' 98.0(2) . . . . ? C5' O5' C24' O6' -10.0(2) . . . . ? C5' O5' C24' C26' 107.16(19) . . . . ? C5' O5' C24' C25' -129.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.196 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.031 data_epr16 _database_code_depnum_ccdc_archive 'CCDC 782139' #TrackingRef 'web_deposit_cif_file_0_Dr.KanaM.Sureshan_1277289738.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H36 O8' _chemical_formula_weight 428.51 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' _symmetry_space_group_name_H-M 'P -1' _symmetry_cell_setting triclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.2347(3) _cell_length_b 9.7994(5) _cell_length_c 21.2685(12) _cell_angle_alpha 90.067(4) _cell_angle_beta 96.665(4) _cell_angle_gamma 96.717(4) _cell_volume 1281.64(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4477 _cell_measurement_theta_min 4.1826 _cell_measurement_theta_max 61.6500 _exptl_crystal_description 'thin plate' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.110 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 0.692 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8299 _exptl_absorpt_correction_T_max 0.9467 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14188 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.19 _diffrn_reflns_theta_max 61.74 _reflns_number_total 3898 _reflns_number_gt 2473 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1449P)^2^+0.2589P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0007(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3898 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1044 _refine_ls_R_factor_gt 0.0706 _refine_ls_wR_factor_ref 0.2389 _refine_ls_wR_factor_gt 0.2133 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.5604(4) -0.2507(2) 0.21806(11) 0.0849(8) Uani 1 1 d . . . O2 O 0.8157(4) -0.1132(2) 0.17235(11) 0.0827(8) Uani 1 1 d . . . O3 O 0.9997(3) 0.1452(2) 0.18562(11) 0.0735(7) Uani 1 1 d . . . O4 O 1.1060(3) 0.2075(2) 0.31798(11) 0.0694(7) Uani 1 1 d . . . O5 O 0.9739(4) -0.0339(2) 0.39684(11) 0.0787(7) Uani 1 1 d . . . O6 O 0.7031(4) -0.2070(2) 0.36283(11) 0.0855(8) Uani 1 1 d . . . O8 O 0.7550(6) 0.2704(4) 0.1426(2) 0.1551(17) Uani 1 1 d . . . O9 O 1.4304(4) 0.1644(3) 0.29848(19) 0.1276(13) Uani 1 1 d . . . C1 C 0.6092(5) -0.1263(3) 0.25454(16) 0.0688(9) Uani 1 1 d . . . H1 H 0.4773 -0.0962 0.2682 0.083 Uiso 1 1 calc R . . C2 C 0.7066(5) -0.0256(3) 0.20715(17) 0.0729(9) Uani 1 1 d . . . H2 H 0.5877 0.0065 0.1789 0.087 Uiso 1 1 calc R . . C3 C 0.8616(5) 0.0984(3) 0.23320(16) 0.0659(9) Uani 1 1 d . . . H3 H 0.7754 0.1721 0.2420 0.079 Uiso 1 1 calc R . . C4 C 1.0103(5) 0.0742(3) 0.29262(15) 0.0617(8) Uani 1 1 d . . . H4 H 1.1233 0.0183 0.2832 0.074 Uiso 1 1 calc R . . C5 C 0.8691(5) 0.0020(3) 0.33753(16) 0.0665(9) Uani 1 1 d . . . H5 H 0.7497 0.0555 0.3438 0.080 Uiso 1 1 calc R . . C6 C 0.7793(5) -0.1378(3) 0.30994(15) 0.0658(9) Uani 1 1 d . . . H6 H 0.8979 -0.1833 0.2961 0.079 Uiso 1 1 calc R . . C7 C 0.6795(7) -0.2403(4) 0.16452(19) 0.0912(12) Uani 1 1 d . . . C8 C 0.8240(10) -0.3539(5) 0.1670(3) 0.1326(19) Uani 1 1 d . . . H8A H 0.9118 -0.3443 0.1327 0.199 Uiso 1 1 calc R . . H8C H 0.7357 -0.4413 0.1634 0.199 Uiso 1 1 calc R . . H8B H 0.9164 -0.3485 0.2065 0.199 Uiso 1 1 calc R . . C9 C 0.5226(9) -0.2430(5) 0.1049(2) 0.133(2) Uani 1 1 d . . . H9B H 0.4199 -0.1787 0.1091 0.200 Uiso 1 1 calc R . . H9C H 0.4466 -0.3337 0.0980 0.200 Uiso 1 1 calc R . . H9A H 0.6013 -0.2182 0.0696 0.200 Uiso 1 1 calc R . . C10 C 0.9233(7) 0.2255(4) 0.1408(2) 0.0831(11) Uani 1 1 d . . . C11 C 1.0684(7) 0.2511(4) 0.08899(19) 0.0894(11) Uani 1 1 d . . . C12 C 0.9439(13) 0.2901(15) 0.0310(4) 0.274(7) Uani 1 1 d . . . H12B H 1.0352 0.2980 -0.0025 0.411 Uiso 1 1 calc R . . H12C H 0.8916 0.3767 0.0375 0.411 Uiso 1 1 calc R . . H12A H 0.8227 0.2212 0.0198 0.411 Uiso 1 1 calc R . . C13 C 1.1866(13) 0.1274(7) 0.0778(3) 0.173(3) Uani 1 1 d . . . H13A H 1.0825 0.0508 0.0630 0.260 Uiso 1 1 calc R . . H13C H 1.2674 0.1040 0.1167 0.260 Uiso 1 1 calc R . . H13B H 1.2845 0.1494 0.0466 0.260 Uiso 1 1 calc R . . C14 C 1.2420(12) 0.3656(7) 0.1116(4) 0.195(3) Uani 1 1 d . . . H14C H 1.1895 0.4212 0.1424 0.292 Uiso 1 1 calc R . . H14B H 1.2786 0.4212 0.0764 0.292 Uiso 1 1 calc R . . H14A H 1.3689 0.3277 0.1306 0.292 Uiso 1 1 calc R . . C15 C 1.3193(5) 0.2422(3) 0.31742(18) 0.0727(9) Uani 1 1 d . . . C16 C 1.3962(6) 0.3863(4) 0.34051(19) 0.0792(10) Uani 1 1 d . . . C17 C 1.2622(11) 0.4873(5) 0.3006(3) 0.158(2) Uani 1 1 d . . . H17A H 1.2560 0.4648 0.2565 0.238 Uiso 1 1 calc R . . H17C H 1.3306 0.5797 0.3084 0.238 Uiso 1 1 calc R . . H17B H 1.1174 0.4797 0.3125 0.238 Uiso 1 1 calc R . . C18 C 1.6242(9) 0.4232(6) 0.3278(4) 0.199(4) Uani 1 1 d . . . H18C H 1.7203 0.3866 0.3604 0.298 Uiso 1 1 calc R . . H18B H 1.6562 0.5214 0.3274 0.298 Uiso 1 1 calc R . . H18A H 1.6438 0.3856 0.2875 0.298 Uiso 1 1 calc R . . C19 C 1.3456(17) 0.4065(7) 0.4050(3) 0.223(5) Uani 1 1 d . . . H19A H 1.1999 0.3658 0.4087 0.335 Uiso 1 1 calc R . . H19C H 1.3581 0.5031 0.4146 0.335 Uiso 1 1 calc R . . H19B H 1.4457 0.3639 0.4343 0.335 Uiso 1 1 calc R . . C20 C 0.8379(6) -0.1491(4) 0.41784(17) 0.0831(11) Uani 1 1 d . . . C21 C 0.9842(9) -0.2512(5) 0.4461(2) 0.1225(16) Uani 1 1 d . . . H21B H 0.8970 -0.3327 0.4575 0.184 Uiso 1 1 calc R . . H21C H 1.0718 -0.2114 0.4832 0.184 Uiso 1 1 calc R . . H21A H 1.0767 -0.2743 0.4156 0.184 Uiso 1 1 calc R . . C22 C 0.6915(8) -0.1041(5) 0.4630(2) 0.1103(15) Uani 1 1 d . . . H22A H 0.6123 -0.0334 0.4441 0.165 Uiso 1 1 calc R . . H22C H 0.7773 -0.0691 0.5013 0.165 Uiso 1 1 calc R . . H22B H 0.5911 -0.1810 0.4727 0.165 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 0.0997(18) 0.0667(15) 0.0790(16) -0.0060(12) 0.0049(14) -0.0238(12) O2 0.1005(18) 0.0673(14) 0.0773(16) -0.0046(12) 0.0179(14) -0.0104(13) O3 0.0659(13) 0.0650(13) 0.0899(16) 0.0181(12) 0.0120(12) 0.0062(11) O4 0.0512(12) 0.0544(12) 0.1011(17) -0.0111(11) 0.0138(11) -0.0056(9) O5 0.0836(15) 0.0746(15) 0.0703(16) -0.0024(12) 0.0030(12) -0.0163(12) O6 0.1057(18) 0.0726(15) 0.0694(15) -0.0003(12) 0.0119(14) -0.0284(13) O8 0.127(3) 0.170(4) 0.188(4) 0.095(3) 0.044(3) 0.071(3) O9 0.0565(15) 0.0830(19) 0.243(4) -0.044(2) 0.0246(19) -0.0010(14) C1 0.0645(19) 0.0548(18) 0.083(2) -0.0043(16) 0.0061(17) -0.0092(15) C2 0.0646(19) 0.0613(19) 0.088(2) 0.0057(18) -0.0003(18) -0.0029(16) C3 0.0548(17) 0.0538(17) 0.089(2) 0.0074(16) 0.0131(17) 0.0014(14) C4 0.0537(17) 0.0476(16) 0.082(2) -0.0064(15) 0.0086(16) -0.0003(13) C5 0.0563(18) 0.0580(18) 0.083(2) -0.0088(16) 0.0122(17) -0.0063(14) C6 0.073(2) 0.0529(17) 0.069(2) -0.0031(15) 0.0126(17) -0.0072(15) C7 0.119(3) 0.072(2) 0.075(3) -0.0056(18) 0.011(2) -0.019(2) C8 0.173(5) 0.081(3) 0.152(5) -0.015(3) 0.052(4) 0.014(3) C9 0.172(5) 0.115(4) 0.090(3) -0.005(3) -0.019(3) -0.045(3) C10 0.075(2) 0.068(2) 0.103(3) 0.018(2) 0.000(2) 0.0059(18) C11 0.105(3) 0.079(2) 0.082(3) 0.017(2) 0.008(2) 0.006(2) C12 0.174(7) 0.52(2) 0.138(6) 0.160(9) 0.026(5) 0.091(10) C13 0.255(8) 0.138(5) 0.148(5) 0.007(4) 0.095(6) 0.040(5) C14 0.164(6) 0.164(6) 0.257(8) -0.046(5) 0.114(6) -0.067(5) C15 0.056(2) 0.0605(19) 0.099(3) -0.0007(17) 0.0050(18) 0.0006(16) C16 0.069(2) 0.061(2) 0.104(3) -0.0104(18) 0.0140(19) -0.0115(16) C17 0.160(5) 0.078(3) 0.223(7) 0.017(4) -0.014(5) -0.006(3) C18 0.094(4) 0.104(4) 0.394(12) -0.085(6) 0.060(5) -0.036(3) C19 0.377(13) 0.136(5) 0.137(5) -0.062(4) 0.086(6) -0.104(7) C20 0.097(3) 0.072(2) 0.073(2) -0.0065(18) 0.008(2) -0.017(2) C21 0.139(4) 0.094(3) 0.127(4) 0.015(3) -0.012(3) 0.006(3) C22 0.124(3) 0.117(3) 0.086(3) -0.014(2) 0.034(3) -0.027(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 O1 C1 1.427(4) . ? O1 C7 1.428(5) . ? O2 C2 1.414(4) . ? O2 C7 1.421(4) . ? O3 C10 1.318(4) . ? O3 C3 1.445(4) . ? O4 C15 1.335(4) . ? O4 C4 1.447(3) . ? O5 C5 1.416(4) . ? O5 C20 1.435(4) . ? O6 C6 1.415(4) . ? O6 C20 1.434(4) . ? O8 C10 1.189(5) . ? O9 C15 1.188(4) . ? C1 C6 1.504(5) . ? C1 C2 1.537(5) . ? C1 H1 0.9800 . ? C2 C3 1.522(4) . ? C2 H2 0.9800 . ? C3 C4 1.514(4) . ? C3 H3 0.9800 . ? C4 C5 1.496(4) . ? C4 H4 0.9800 . ? C5 C6 1.509(4) . ? C5 H5 0.9800 . ? C6 H6 0.9800 . ? C7 C9 1.508(6) . ? C7 C8 1.509(7) . ? C8 H8A 0.9600 . ? C8 H8C 0.9600 . ? C8 H8B 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C9 H9A 0.9600 . ? C10 C11 1.508(6) . ? C11 C12 1.455(7) . ? C11 C14 1.503(7) . ? C11 C13 1.523(7) . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C12 H12A 0.9600 . ? C13 H13A 0.9600 . ? C13 H13C 0.9600 . ? C13 H13B 0.9600 . ? C14 H14C 0.9600 . ? C14 H14B 0.9600 . ? C14 H14A 0.9600 . ? C15 C16 1.500(5) . ? C16 C19 1.462(7) . ? C16 C18 1.481(6) . ? C16 C17 1.558(7) . ? C17 H17A 0.9600 . ? C17 H17C 0.9600 . ? C17 H17B 0.9600 . ? C18 H18C 0.9600 . ? C18 H18B 0.9600 . ? C18 H18A 0.9600 . ? C19 H19A 0.9600 . ? C19 H19C 0.9600 . ? C19 H19B 0.9600 . ? C20 C22 1.500(6) . ? C20 C21 1.510(6) . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C21 H21A 0.9600 . ? C22 H22A 0.9600 . ? C22 H22C 0.9600 . ? C22 H22B 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 C7 109.1(2) . . ? C2 O2 C7 106.4(3) . . ? C10 O3 C3 118.3(3) . . ? C15 O4 C4 118.5(2) . . ? C5 O5 C20 105.7(2) . . ? C6 O6 C20 106.8(2) . . ? O1 C1 C6 112.3(3) . . ? O1 C1 C2 102.3(3) . . ? C6 C1 C2 108.4(3) . . ? O1 C1 H1 111.2 . . ? C6 C1 H1 111.2 . . ? C2 C1 H1 111.2 . . ? O2 C2 C3 110.5(3) . . ? O2 C2 C1 101.3(3) . . ? C3 C2 C1 118.2(3) . . ? O2 C2 H2 108.8 . . ? C3 C2 H2 108.8 . . ? C1 C2 H2 108.8 . . ? O3 C3 C4 106.8(2) . . ? O3 C3 C2 109.0(3) . . ? C4 C3 C2 115.7(3) . . ? O3 C3 H3 108.4 . . ? C4 C3 H3 108.4 . . ? C2 C3 H3 108.4 . . ? O4 C4 C5 110.6(2) . . ? O4 C4 C3 107.4(2) . . ? C5 C4 C3 106.4(2) . . ? O4 C4 H4 110.8 . . ? C5 C4 H4 110.8 . . ? C3 C4 H4 110.8 . . ? O5 C5 C4 116.8(3) . . ? O5 C5 C6 101.2(2) . . ? C4 C5 C6 108.5(3) . . ? O5 C5 H5 110.0 . . ? C4 C5 H5 110.0 . . ? C6 C5 H5 110.0 . . ? O6 C6 C1 115.1(3) . . ? O6 C6 C5 102.4(2) . . ? C1 C6 C5 111.1(3) . . ? O6 C6 H6 109.3 . . ? C1 C6 H6 109.3 . . ? C5 C6 H6 109.3 . . ? O2 C7 O1 105.7(3) . . ? O2 C7 C9 111.5(3) . . ? O1 C7 C9 109.2(4) . . ? O2 C7 C8 107.8(4) . . ? O1 C7 C8 108.8(3) . . ? C9 C7 C8 113.5(4) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? H8C C8 H8B 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C9 H9A 109.5 . . ? H9B C9 H9A 109.5 . . ? H9C C9 H9A 109.5 . . ? O8 C10 O3 121.4(4) . . ? O8 C10 C11 125.2(4) . . ? O3 C10 C11 113.4(3) . . ? C12 C11 C14 110.1(7) . . ? C12 C11 C10 110.4(4) . . ? C14 C11 C10 107.2(4) . . ? C12 C11 C13 111.2(6) . . ? C14 C11 C13 106.0(5) . . ? C10 C11 C13 111.7(4) . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C12 H12A 109.5 . . ? H12B C12 H12A 109.5 . . ? H12C C12 H12A 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? H13C C13 H13B 109.5 . . ? C11 C14 H14C 109.5 . . ? C11 C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C11 C14 H14A 109.5 . . ? H14C C14 H14A 109.5 . . ? H14B C14 H14A 109.5 . . ? O9 C15 O4 121.1(3) . . ? O9 C15 C16 125.3(3) . . ? O4 C15 C16 113.5(3) . . ? C19 C16 C18 117.6(6) . . ? C19 C16 C15 110.9(4) . . ? C18 C16 C15 109.5(3) . . ? C19 C16 C17 103.9(6) . . ? C18 C16 C17 105.5(5) . . ? C15 C16 C17 108.9(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C16 C18 H18C 109.5 . . ? C16 C18 H18B 109.5 . . ? H18C C18 H18B 109.5 . . ? C16 C18 H18A 109.5 . . ? H18C C18 H18A 109.5 . . ? H18B C18 H18A 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? H19C C19 H19B 109.5 . . ? O6 C20 O5 106.7(3) . . ? O6 C20 C22 107.7(3) . . ? O5 C20 C22 111.0(3) . . ? O6 C20 C21 110.5(3) . . ? O5 C20 C21 107.7(3) . . ? C22 C20 C21 113.1(4) . . ? C20 C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C21 H21A 109.5 . . ? H21B C21 H21A 109.5 . . ? H21C C21 H21A 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? H22C C22 H22B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 61.74 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.582 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.044 data_kmsb104 _database_code_depnum_ccdc_archive 'CCDC 831379' #TrackingRef 'web_deposit_cif_file_0_Dr.KanaMSureshan_1308839470.8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H24 O7' _chemical_formula_sum 'C19 H24 O7' _chemical_formula_weight 364.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.438(2) _cell_length_b 8.4112(9) _cell_length_c 10.6083(11) _cell_angle_alpha 90.00 _cell_angle_beta 104.937(2) _cell_angle_gamma 90.00 _cell_volume 1762.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 3907 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.13 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9763 _exptl_absorpt_correction_T_max 0.9917 _exptl_absorpt_process_details 'bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'BRUKER SMART APEX CCD DIFFRACTOMETER' _diffrn_measurement_method 'OMEGA-PHI SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8369 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3102 _reflns_number_gt 2726 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material ? _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^)+(0.0498P)^2^+0.9898P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3102 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.1251 _refine_ls_wR_factor_gt 0.1190 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _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 O1 O 0.15572(7) 0.69501(17) -0.10375(14) 0.0161(4) Uani 1 1 d . . . O2 O 0.26052(7) 0.67166(17) 0.04240(14) 0.0158(4) Uani 1 1 d . . . O3 O 0.35553(7) 0.41487(18) 0.07718(14) 0.0171(4) Uani 1 1 d . . . O4 O 0.28802(8) 0.17980(18) 0.18546(15) 0.0198(4) Uani 1 1 d . . . H4 H 0.3199 0.1964 0.2490 0.030 Uiso 1 1 calc R . . O5 O 0.14233(7) 0.25983(18) 0.16638(14) 0.0188(4) Uani 1 1 d . . . O6 O 0.07929(7) 0.42378(18) 0.00478(14) 0.0173(4) Uani 1 1 d . . . O7 O 0.37886(8) 0.2496(2) -0.07276(15) 0.0246(4) Uani 1 1 d . . . C1 C 0.17207(10) 0.5301(3) -0.0835(2) 0.0147(5) Uani 1 1 d . . . H1 H 0.1551 0.4679 -0.1634 0.018 Uiso 1 1 calc R . . C2 C 0.24972(11) 0.5358(3) -0.0428(2) 0.0160(5) Uani 1 1 d . . . H2 H 0.2669 0.5579 -0.1191 0.019 Uiso 1 1 calc R . . C3 C 0.28385(10) 0.3875(3) 0.0270(2) 0.0153(5) Uani 1 1 d . . . H3 H 0.2782 0.3024 -0.0380 0.018 Uiso 1 1 calc R . . C4 C 0.25642(11) 0.3265(3) 0.1386(2) 0.0160(5) Uani 1 1 d . . . H4A H 0.2642 0.4049 0.2092 0.019 Uiso 1 1 calc R . . C5 C 0.18158(10) 0.3050(3) 0.0790(2) 0.0155(5) Uani 1 1 d . . . H5 H 0.1744 0.2287 0.0070 0.019 Uiso 1 1 calc R . . C6 C 0.14907(10) 0.4620(3) 0.0294(2) 0.0150(5) Uani 1 1 d . . . H6 H 0.1601 0.5387 0.1013 0.018 Uiso 1 1 calc R . . C7 C 0.39780(11) 0.3323(3) 0.0237(2) 0.0175(5) Uani 1 1 d . . . C8 C 0.46982(11) 0.3502(3) 0.0961(2) 0.0170(5) Uani 1 1 d . . . C9 C 0.49053(11) 0.4386(3) 0.2103(2) 0.0222(5) Uani 1 1 d . . . H9 H 0.4587 0.4924 0.2431 0.027 Uiso 1 1 calc R . . C10 C 0.55842(11) 0.4464(3) 0.2750(2) 0.0248(6) Uani 1 1 d . . . H10 H 0.5723 0.5061 0.3511 0.030 Uiso 1 1 calc R . . C11 C 0.60587(12) 0.3655(3) 0.2267(2) 0.0266(6) Uani 1 1 d . . . H11 H 0.6514 0.3693 0.2715 0.032 Uiso 1 1 calc R . . C12 C 0.58571(12) 0.2793(3) 0.1123(3) 0.0288(6) Uani 1 1 d . . . H12 H 0.6177 0.2264 0.0793 0.035 Uiso 1 1 calc R . . C13 C 0.51788(11) 0.2719(3) 0.0473(2) 0.0247(6) Uani 1 1 d . . . H13 H 0.5043 0.2140 -0.0298 0.030 Uiso 1 1 calc R . . C14 C 0.07457(11) 0.3255(3) 0.1134(2) 0.0186(5) Uani 1 1 d . . . C15 C 0.02451(12) 0.1949(3) 0.0629(2) 0.0246(6) Uani 1 1 d . . . H15A H -0.0187 0.2405 0.0209 0.037 Uiso 1 1 calc R . . H15B H 0.0201 0.1293 0.1343 0.037 Uiso 1 1 calc R . . H15C H 0.0401 0.1315 0.0013 0.037 Uiso 1 1 calc R . . C16 C 0.05646(12) 0.4236(3) 0.2185(2) 0.0250(6) Uani 1 1 d . . . H16A H 0.0865 0.5130 0.2392 0.037 Uiso 1 1 calc R . . H16B H 0.0607 0.3596 0.2951 0.037 Uiso 1 1 calc R . . H16C H 0.0107 0.4607 0.1881 0.037 Uiso 1 1 calc R . . C17 C 0.20959(10) 0.7859(3) -0.0186(2) 0.0167(5) Uani 1 1 d . . . C18 C 0.23809(11) 0.9006(3) -0.1006(2) 0.0192(5) Uani 1 1 d . . . H18A H 0.2749 0.9588 -0.0455 0.029 Uiso 1 1 calc R . . H18B H 0.2033 0.9733 -0.1438 0.029 Uiso 1 1 calc R . . H18C H 0.2541 0.8424 -0.1645 0.029 Uiso 1 1 calc R . . C19 C 0.18354(11) 0.8701(3) 0.0845(2) 0.0191(5) Uani 1 1 d . . . H19A H 0.1684 0.7929 0.1373 0.029 Uiso 1 1 calc R . . H19B H 0.1465 0.9381 0.0432 0.029 Uiso 1 1 calc R . . H19C H 0.2192 0.9327 0.1384 0.029 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 0.0159(8) 0.0107(8) 0.0191(8) 0.0012(6) -0.0002(6) -0.0001(6) O2 0.0162(8) 0.0112(8) 0.0188(8) 0.0002(6) 0.0021(6) -0.0001(6) O3 0.0122(8) 0.0158(8) 0.0232(8) -0.0034(7) 0.0042(6) 0.0009(6) O4 0.0182(8) 0.0139(8) 0.0237(9) 0.0017(7) -0.0013(7) 0.0029(6) O5 0.0167(8) 0.0179(9) 0.0228(8) 0.0064(7) 0.0066(7) 0.0012(7) O6 0.0125(8) 0.0174(9) 0.0216(8) 0.0035(7) 0.0038(6) -0.0001(6) O7 0.0199(8) 0.0299(10) 0.0234(9) -0.0078(8) 0.0043(7) 0.0045(7) C1 0.0151(11) 0.0103(11) 0.0175(11) -0.0015(9) 0.0022(9) 0.0020(9) C2 0.0197(12) 0.0144(12) 0.0147(10) -0.0018(9) 0.0057(9) -0.0020(9) C3 0.0132(11) 0.0142(12) 0.0178(11) -0.0034(9) 0.0028(9) 0.0003(9) C4 0.0184(11) 0.0096(11) 0.0192(11) -0.0014(9) 0.0036(9) 0.0032(9) C5 0.0188(11) 0.0122(12) 0.0158(11) 0.0013(9) 0.0050(9) -0.0007(9) C6 0.0134(11) 0.0112(11) 0.0199(11) -0.0022(9) 0.0035(9) 0.0003(9) C7 0.0218(12) 0.0140(12) 0.0182(11) 0.0024(10) 0.0080(10) 0.0030(9) C8 0.0166(11) 0.0152(12) 0.0205(11) 0.0057(10) 0.0073(9) 0.0010(9) C9 0.0215(12) 0.0203(13) 0.0252(12) 0.0004(10) 0.0068(10) 0.0004(10) C10 0.0216(13) 0.0244(14) 0.0259(12) -0.0009(11) 0.0017(10) -0.0046(10) C11 0.0152(12) 0.0301(15) 0.0320(13) 0.0053(12) 0.0017(10) -0.0016(11) C12 0.0191(12) 0.0320(15) 0.0373(14) -0.0002(12) 0.0106(11) 0.0053(11) C13 0.0208(12) 0.0268(14) 0.0269(13) -0.0010(11) 0.0066(10) 0.0027(11) C14 0.0152(11) 0.0195(13) 0.0218(11) 0.0045(10) 0.0059(9) 0.0012(9) C15 0.0236(12) 0.0236(14) 0.0273(13) 0.0010(11) 0.0081(10) -0.0070(11) C16 0.0204(12) 0.0313(15) 0.0238(12) 0.0004(11) 0.0065(10) 0.0044(11) C17 0.0143(11) 0.0136(11) 0.0202(11) 0.0033(9) 0.0009(9) 0.0005(9) C18 0.0192(12) 0.0146(12) 0.0224(11) 0.0013(10) 0.0029(9) -0.0001(10) C19 0.0196(12) 0.0132(12) 0.0236(12) 0.0015(10) 0.0039(10) 0.0007(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 O1 C1 1.430(3) . ? O1 C17 1.449(3) . ? O2 C2 1.438(3) . ? O2 C17 1.442(3) . ? O3 C7 1.343(3) . ? O3 C3 1.442(2) . ? O4 C4 1.422(3) . ? O4 H4 0.8200 . ? O5 C5 1.425(3) . ? O5 C14 1.462(3) . ? O6 C6 1.419(2) . ? O6 C14 1.441(3) . ? O7 C7 1.215(3) . ? C1 C6 1.508(3) . ? C1 C2 1.534(3) . ? C1 H1 0.9800 . ? C2 C3 1.524(3) . ? C2 H2 0.9800 . ? C3 C4 1.524(3) . ? C3 H3 0.9800 . ? C4 C5 1.508(3) . ? C4 H4A 0.9800 . ? C5 C6 1.511(3) . ? C5 H5 0.9800 . ? C6 H6 0.9800 . ? C7 C8 1.482(3) . ? C8 C13 1.389(3) . ? C8 C9 1.391(3) . ? C9 C10 1.382(3) . ? C9 H9 0.9300 . ? C10 C11 1.386(3) . ? C10 H10 0.9300 . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? C12 C13 1.382(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.503(3) . ? C14 C16 1.507(3) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.510(3) . ? C17 C18 1.512(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 C17 107.92(15) . . ? C2 O2 C17 105.73(15) . . ? C7 O3 C3 117.66(16) . . ? C4 O4 H4 109.5 . . ? C5 O5 C14 106.59(15) . . ? C6 O6 C14 104.71(15) . . ? O1 C1 C6 112.27(17) . . ? O1 C1 C2 101.32(16) . . ? C6 C1 C2 107.45(17) . . ? O1 C1 H1 111.8 . . ? C6 C1 H1 111.8 . . ? C2 C1 H1 111.8 . . ? O2 C2 C3 111.61(16) . . ? O2 C2 C1 100.50(16) . . ? C3 C2 C1 114.94(18) . . ? O2 C2 H2 109.8 . . ? C3 C2 H2 109.8 . . ? C1 C2 H2 109.8 . . ? O3 C3 C4 107.99(16) . . ? O3 C3 C2 110.06(17) . . ? C4 C3 C2 116.03(17) . . ? O3 C3 H3 107.5 . . ? C4 C3 H3 107.5 . . ? C2 C3 H3 107.5 . . ? O4 C4 C5 111.30(17) . . ? O4 C4 C3 109.84(17) . . ? C5 C4 C3 104.58(17) . . ? O4 C4 H4A 110.3 . . ? C5 C4 H4A 110.3 . . ? C3 C4 H4A 110.3 . . ? O5 C5 C4 116.11(17) . . ? O5 C5 C6 100.90(16) . . ? C4 C5 C6 110.42(18) . . ? O5 C5 H5 109.7 . . ? C4 C5 H5 109.7 . . ? C6 C5 H5 109.7 . . ? O6 C6 C1 116.36(17) . . ? O6 C6 C5 101.35(16) . . ? C1 C6 C5 114.18(17) . . ? O6 C6 H6 108.2 . . ? C1 C6 H6 108.2 . . ? C5 C6 H6 108.2 . . ? O7 C7 O3 123.5(2) . . ? O7 C7 C8 123.6(2) . . ? O3 C7 C8 112.92(18) . . ? C13 C8 C9 119.5(2) . . ? C13 C8 C7 117.5(2) . . ? C9 C8 C7 123.0(2) . . ? C10 C9 C8 119.9(2) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.1(2) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 120.2(2) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C13 C12 C11 119.7(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C8 120.5(2) . . ? C12 C13 H13 119.8 . . ? C8 C13 H13 119.8 . . ? O6 C14 O5 105.78(16) . . ? O6 C14 C15 108.29(18) . . ? O5 C14 C15 110.57(19) . . ? O6 C14 C16 110.91(19) . . ? O5 C14 C16 108.15(18) . . ? C15 C14 C16 112.91(19) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 C17 O1 105.84(16) . . ? O2 C17 C19 109.61(17) . . ? O1 C17 C19 110.21(17) . . ? O2 C17 C18 110.05(17) . . ? O1 C17 C18 108.78(17) . . ? C19 C17 C18 112.16(19) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.272 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.053 # Attachment '5944_web_deposit_cif_file_1_Dr.KanaMSureshan_1308839470.9.cif' data_kmsb89ff _database_code_depnum_ccdc_archive 'CCDC 831380' #TrackingRef '5944_web_deposit_cif_file_1_Dr.KanaMSureshan_1308839470.9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H26 O7' _chemical_formula_weight 414.44 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.8719(17) _cell_length_b 9.8278(13) _cell_length_c 32.197(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4073.0(9) _cell_formula_units_Z 8 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 3243 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 28.26 _exptl_crystal_description PLATES _exptl_crystal_colour colourless' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_absorpt_correction_T_min 0.9764 _exptl_absorpt_correction_T_max 0.9950 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'BRUKER SMART APEX CCD DIFFRACTOMETER' _diffrn_measurement_method 'OMEGA-PHI SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17278 _diffrn_reflns_av_R_equivalents 0.0920 _diffrn_reflns_av_sigmaI/netI 0.0663 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 24.00 _reflns_number_total 3191 _reflns_number_gt 2887 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR =nd 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 =s not relevant to the choice of reflections for refinement. R-factors =ased on F^2^ are statistically about twice as large as those based on F, and =- 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^)+(0.0331P)^2^+24.9319P] where ==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3191 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1337 _refine_ls_R_factor_gt 0.1224 _refine_ls_wR_factor_ref 0.2291 _refine_ls_wR_factor_gt 0.2242 _refine_ls_goodness_of_fit_ref 1.377 _refine_ls_restrained_S_all 1.377 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.5305(3) 1.1155(4) 0.37384(12) 0.0126(9) Uani 1 d . . . O2 O 0.6758(3) 1.2426(4) 0.38636(12) 0.0139(9) Uani 1 d . . . O3 O 0.7603(3) 1.1239(4) 0.46959(11) 0.0129(9) Uani 1 d . . . O4 O 0.6755(3) 0.9393(4) 0.49814(12) 0.0120(9) Uani 1 d . . . O5 O 0.5478(3) 0.7394(4) 0.44692(13) 0.0175(10) Uani 1 d . . . H5 H 0.6011 0.7010 0.4545 0.026 Uiso 1 calc R . . O6 O 0.4977(3) 0.8359(4) 0.36751(12) 0.0129(9) Uani 1 d . . . O7 O 0.5864(3) 0.6632(4) 0.33867(12) 0.0137(10) Uani 1 d . . . C1 C 0.6977(4) 1.1047(5) 0.39759(17) 0.0089(13) Uani 1 d . . . H1 H 0.7687 1.0789 0.3899 0.011 Uiso 1 calc R . . C2 C 0.6170(4) 1.0246(6) 0.37233(18) 0.0098(13) Uani 1 d . . . H2 H 0.6410 1.0165 0.3436 0.012 Uiso 1 calc R . . C3 C 0.5897(5) 0.8850(6) 0.38868(18) 0.0133(13) Uani 1 d . . . H3 H 0.6471 0.8236 0.3817 0.016 Uiso 1 calc R . . C4 C 0.5710(4) 0.8745(6) 0.43538(18) 0.0107(13) Uani 1 d . . . H4 H 0.5122 0.9330 0.4429 0.013 Uiso 1 calc R . . C5 C 0.6690(4) 0.9326(6) 0.45414(16) 0.0071(12) Uani 1 d . . . H5A H 0.7293 0.8833 0.4433 0.009 Uiso 1 calc R . . C6 C 0.6780(4) 1.0808(6) 0.44289(16) 0.0081(12) Uani 1 d . . . H6 H 0.6139 1.1276 0.4509 0.010 Uiso 1 calc R . . C7 C 0.5718(4) 1.2486(6) 0.36882(19) 0.0139(13) Uani 1 d . . . C8 C 0.5079(5) 1.3457(6) 0.3942(2) 0.0206(15) Uani 1 d . . . H8A H 0.4395 1.3525 0.3826 0.031 Uiso 1 calc R . . H8B H 0.5403 1.4337 0.3941 0.031 Uiso 1 calc R . . H8C H 0.5032 1.3129 0.4223 0.031 Uiso 1 calc R . . C9 C 0.5803(5) 1.2882(6) 0.3238(2) 0.0231(16) Uani 1 d . . . H9A H 0.6256 1.2258 0.3098 0.035 Uiso 1 calc R . . H9B H 0.6080 1.3786 0.3218 0.035 Uiso 1 calc R . . H9C H 0.5127 1.2854 0.3113 0.035 Uiso 1 calc R . . C10 C 0.7542(5) 1.0383(6) 0.50668(17) 0.0103(13) Uiso 1 d . . . C11 C 0.7199(5) 1.1231(6) 0.54265(18) 0.0163(14) Uani 1 d . . . H11A H 0.6538 1.1636 0.5365 0.024 Uiso 1 calc R . . H11B H 0.7702 1.1933 0.5477 0.024 Uiso 1 calc R . . H11C H 0.7137 1.0667 0.5669 0.024 Uiso 1 calc R . . C12 C 0.8593(5) 0.9746(7) 0.51244(18) 0.0172(14) Uani 1 d . . . H12A H 0.8600 0.9230 0.5378 0.026 Uiso 1 calc R . . H12B H 0.9112 1.0446 0.5138 0.026 Uiso 1 calc R . . H12C H 0.8739 0.9154 0.4895 0.026 Uiso 1 calc R . . C13 C 0.5054(4) 0.7165(6) 0.34697(16) 0.0082(12) Uani 1 d . . . C14 C 0.4007(4) 0.6600(6) 0.33721(17) 0.0103(13) Uani 1 d . . . C15 C 0.3224(5) 0.6846(6) 0.36509(18) 0.0123(13) Uani 1 d . . . H15 H 0.3348 0.7430 0.3873 0.015 Uiso 1 calc R . . C16 C 0.2246(4) 0.6243(6) 0.36112(18) 0.0139(13) Uani 1 d . . . H16 H 0.1721 0.6447 0.3799 0.017 Uiso 1 calc R . . C17 C 0.2068(5) 0.5356(6) 0.32955(19) 0.0181(14) Uani 1 d . . . H17 H 0.1426 0.4926 0.3277 0.022 Uiso 1 calc R . . C18 C 0.2843(4) 0.5073(6) 0.29936(18) 0.0123(13) Uani 1 d . . . C19 C 0.2665(5) 0.4159(6) 0.26656(19) 0.0194(15) Uani 1 d . . . H19 H 0.2029 0.3712 0.2650 0.023 Uiso 1 calc R . . C20 C 0.3396(5) 0.3910(7) 0.23699(18) 0.0187(15) Uani 1 d . . . H20 H 0.3261 0.3304 0.2155 0.022 Uiso 1 calc R . . C21 C 0.4357(5) 0.4583(6) 0.23948(18) 0.0177(14) Uani 1 d . . . H21 H 0.4858 0.4426 0.2192 0.021 Uiso 1 calc R . . C22 C 0.4566(5) 0.5464(6) 0.27121(17) 0.0120(13) Uani 1 d . . . H22 H 0.5206 0.5902 0.2720 0.014 Uiso 1 calc R . . C23 C 0.3831(5) 0.5725(6) 0.30285(17) 0.0118(13) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.007(2) 0.007(2) 0.024(2) 0.0003(18) -0.0056(18) 0.0012(17) O2 0.015(2) 0.007(2) 0.021(2) 0.0052(17) -0.0053(18) -0.0045(18) O3 0.017(2) 0.009(2) 0.012(2) 0.0029(17) -0.0018(18) -0.0066(18) O4 0.013(2) 0.010(2) 0.013(2) -0.0005(17) -0.0005(17) -0.0038(18) O5 0.018(2) 0.009(2) 0.025(2) 0.0064(19) -0.007(2) -0.0052(19) O6 0.008(2) 0.010(2) 0.020(2) -0.0037(18) -0.0042(18) 0.0010(17) O7 0.012(2) 0.014(2) 0.016(2) -0.0078(18) 0.0004(18) 0.0013(19) C1 0.009(3) 0.004(3) 0.014(3) -0.001(2) 0.004(2) -0.005(2) C2 0.003(3) 0.016(3) 0.010(3) 0.002(3) -0.002(2) -0.001(2) C3 0.013(3) 0.011(3) 0.016(3) 0.000(3) -0.006(3) 0.004(3) C4 0.007(3) 0.005(3) 0.020(3) 0.002(3) 0.004(2) 0.004(2) C5 0.008(3) 0.006(3) 0.007(3) 0.004(2) 0.000(2) -0.001(2) C6 0.006(3) 0.007(3) 0.011(3) 0.003(2) -0.002(2) 0.003(2) C7 0.012(3) 0.008(3) 0.022(3) 0.000(3) -0.007(3) -0.002(3) C8 0.019(4) 0.004(3) 0.039(4) 0.007(3) -0.007(3) 0.001(3) C9 0.030(4) 0.013(3) 0.026(4) 0.002(3) -0.013(3) -0.002(3) C11 0.013(3) 0.016(3) 0.019(3) -0.002(3) 0.001(3) -0.003(3) C12 0.015(3) 0.023(4) 0.013(3) -0.002(3) -0.002(3) -0.007(3) C13 0.010(3) 0.010(3) 0.005(3) 0.000(2) 0.003(2) 0.001(3) C14 0.014(3) 0.005(3) 0.012(3) 0.002(2) 0.001(3) 0.001(2) C15 0.019(3) 0.008(3) 0.010(3) -0.002(2) -0.004(3) 0.002(3) C16 0.006(3) 0.018(3) 0.017(3) -0.005(3) 0.004(2) 0.001(3) C17 0.014(3) 0.015(3) 0.025(4) 0.000(3) 0.000(3) -0.002(3) C18 0.013(3) 0.009(3) 0.015(3) 0.005(3) -0.002(3) -0.001(3) C19 0.015(3) 0.018(4) 0.026(3) 0.000(3) -0.004(3) -0.009(3) C20 0.028(4) 0.020(4) 0.008(3) -0.006(3) -0.002(3) -0.002(3) C21 0.017(3) 0.022(4) 0.015(3) -0.002(3) -0.003(3) 0.005(3) C22 0.015(3) 0.010(3) 0.011(3) 0.009(3) -0.001(3) -0.001(3) C23 0.020(3) 0.005(3) 0.011(3) 0.007(2) -0.002(3) 0.002(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 =aken into account individually in the estimation of esds in distances, =ngles and torsion angles; correlations between esds in cell parameters are =nly used when they are defined by crystal symmetry. An approximate =isotropic) treatment of cell esds is used for estimating esds involving l.s. =lanes. ; 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 1.420(7) . ? O1 C2 1.428(7) . ? O2 C1 1.431(7) . ? O2 C7 1.455(7) . ? O3 C6 1.428(7) . ? O3 C10 1.462(7) . ? O4 C5 1.421(6) . ? O4 C10 1.431(7) . ? O5 C4 1.411(7) . ? O5 H5 0.8200 . ? O6 C13 1.351(7) . ? O6 C3 1.449(7) . ? O7 C13 1.197(7) . ? C1 C6 1.499(7) . ? C1 C2 1.537(8) . ? C1 H1 0.9800 . ? C2 C3 1.511(8) . ? C2 H2 0.9800 . ? C3 C4 1.526(8) . ? C3 H3 0.9800 . ? C4 C5 1.511(8) . ? C4 H4 0.9800 . ? C5 C6 1.505(8) . ? C5 H5A 0.9800 . ? C6 H6 0.9800 . ? C7 C8 1.502(8) . ? C7 C9 1.503(9) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.494(8) . ? C10 C12 1.502(8) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.490(8) . ? C14 C15 1.371(8) . ? C14 C23 1.420(8) . ? C15 C16 1.397(8) . ? C15 H15 0.9300 . ? C16 C17 1.358(8) . ? C16 H16 0.9300 . ? C17 C18 1.420(8) . ? C17 H17 0.9300 . ? C18 C19 1.405(8) . ? C18 C23 1.428(8) . ? C19 C20 1.361(8) . ? C19 H19 0.9300 . ? C20 C21 1.405(9) . ? C20 H20 0.9300 . ? C21 C22 1.366(8) . ? C21 H21 0.9300 . ? C22 C23 1.414(8) . ? C22 H22 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 C7 O1 C2 106.3(4) . . ? C1 O2 C7 108.5(4) . . ? C6 O3 C10 106.4(4) . . ? C5 O4 C10 105.3(4) . . ? C4 O5 H5 109.5 . . ? C13 O6 C3 117.4(4) . . ? O2 C1 C6 111.2(4) . . ? O2 C1 C2 102.6(4) . . ? C6 C1 C2 108.7(4) . . ? O2 C1 H1 111.4 . . ? C6 C1 H1 111.4 . . ? C2 C1 H1 111.4 . . ? O1 C2 C3 112.1(4) . . ? O1 C2 C1 100.9(4) . . ? C3 C2 C1 116.0(5) . . ? O1 C2 H2 109.2 . . ? C3 C2 H2 109.2 . . ? C1 C2 H2 109.2 . . ? O6 C3 C2 109.2(4) . . ? O6 C3 C4 108.2(5) . . ? C2 C3 C4 116.2(5) . . ? O6 C3 H3 107.7 . . ? C2 C3 H3 107.7 . . ? C4 C3 H3 107.7 . . ? O5 C4 C5 115.3(5) . . ? O5 C4 C3 110.9(5) . . ? C5 C4 C3 103.7(4) . . ? O5 C4 H4 108.9 . . ? C5 C4 H4 108.9 . . ? C3 C4 H4 108.9 . . ? O4 C5 C6 101.0(4) . . ? O4 C5 C4 117.8(5) . . ? C6 C5 C4 109.5(5) . . ? O4 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? O3 C6 C1 114.4(4) . . ? O3 C6 C5 101.5(4) . . ? C1 C6 C5 113.5(5) . . ? O3 C6 H6 109.0 . . ? C1 C6 H6 109.0 . . ? C5 C6 H6 109.0 . . ? O1 C7 O2 105.2(4) . . ? O1 C7 C8 108.6(5) . . ? O2 C7 C8 108.5(5) . . ? O1 C7 C9 112.0(5) . . ? O2 C7 C9 108.5(5) . . ? C8 C7 C9 113.6(5) . . ? 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 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O4 C10 O3 105.8(4) . . ? O4 C10 C11 108.6(5) . . ? O3 C10 C11 109.1(5) . . ? O4 C10 C12 112.2(5) . . ? O3 C10 C12 107.0(5) . . ? C11 C10 C12 113.8(5) . . ? 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 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O7 C13 O6 123.6(5) . . ? O7 C13 C14 125.3(5) . . ? O6 C13 C14 111.1(5) . . ? C15 C14 C23 119.9(5) . . ? C15 C14 C13 117.4(5) . . ? C23 C14 C13 122.3(5) . . ? C14 C15 C16 121.9(5) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C17 C16 C15 119.5(5) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 C18 121.3(6) . . ? C16 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C19 C18 C17 121.7(5) . . ? C19 C18 C23 119.4(5) . . ? C17 C18 C23 118.9(5) . . ? C20 C19 C18 121.9(6) . . ? C20 C19 H19 119.1 . . ? C18 C19 H19 119.1 . . ? C19 C20 C21 119.0(6) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C22 C21 C20 121.0(6) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 121.4(6) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C22 C23 C14 124.3(5) . . ? C22 C23 C18 117.3(5) . . ? C14 C23 C18 118.4(5) . . ? _diffrn_measured_fraction_theta_max 0.880 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.880 _refine_diff_density_max 0.432 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.094 # Attachment 'web_deposit_cif_file_2_Dr.KanaMSureshan_1308839470.10.cif' data_178bm _database_code_depnum_ccdc_archive 'CCDC 831381' #TrackingRef 'web_deposit_cif_file_2_Dr.KanaMSureshan_1308839470.10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H28 O7' _chemical_formula_sum 'C29 H28 O7' _chemical_formula_weight 488.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.7371(18) _cell_length_b 7.1054(7) _cell_length_c 18.9941(18) _cell_angle_alpha 90.00 _cell_angle_beta 108.8720(10) _cell_angle_gamma 90.00 _cell_volume 2392.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5035 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 28.00 _exptl_crystal_description BLOCK _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9496 _exptl_absorpt_correction_T_max 0.9633 _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'BRUKER SMART APEX CCD DIFFRACTOMETER' _diffrn_measurement_method 'OMEGA-PHI SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11390 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4210 _reflns_number_gt 3598 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material ? _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^)+(0.0532P)^2^+0.5414P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4210 _refine_ls_number_parameters 330 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.1032 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 O1 O 0.13886(6) 0.26527(15) 0.45028(6) 0.0470(3) Uani 1 1 d . . . O2 O 0.16600(6) 0.52487(14) 0.39425(5) 0.0408(3) Uani 1 1 d . . . O3 O 0.23932(5) 0.12497(14) 0.38122(5) 0.0398(3) Uani 1 1 d . . . O4 O 0.26278(6) -0.04198(15) 0.48684(6) 0.0448(3) Uani 1 1 d . . . O5 O 0.08190(6) -0.10581(15) 0.24710(7) 0.0542(3) Uani 1 1 d . . . H5 H 0.1001 -0.2086 0.2430 0.081 Uiso 1 1 calc R . . O6 O 0.13048(7) 0.23367(15) 0.16305(5) 0.0484(3) Uani 1 1 d . . . O7 O 0.13273(6) 0.52513(14) 0.21766(5) 0.0421(3) Uani 1 1 d . . . C1 C 0.11859(8) 0.4140(2) 0.33560(8) 0.0360(3) Uani 1 1 d . . . H1 H 0.0685 0.4715 0.3162 0.043 Uiso 1 1 calc R . . C2 C 0.11359(8) 0.2230(2) 0.37323(8) 0.0372(3) Uani 1 1 d . . . H2 H 0.0608 0.1826 0.3583 0.045 Uiso 1 1 calc R . . C3 C 0.16120(8) 0.0662(2) 0.35591(8) 0.0378(3) Uani 1 1 d . . . H3 H 0.1554 -0.0499 0.3813 0.045 Uiso 1 1 calc R . . C4 C 0.14070(8) 0.0301(2) 0.27149(8) 0.0395(3) Uani 1 1 d . . . H4 H 0.1854 -0.0147 0.2604 0.047 Uiso 1 1 calc R . . C5 C 0.11358(8) 0.2123(2) 0.23030(8) 0.0370(3) Uani 1 1 d . . . H5A H 0.0589 0.2221 0.2194 0.044 Uiso 1 1 calc R . . C6 C 0.15077(8) 0.38344(19) 0.27392(7) 0.0343(3) Uani 1 1 d . . . H6 H 0.2055 0.3655 0.2941 0.041 Uiso 1 1 calc R . . C7 C 0.28449(8) 0.0633(2) 0.44869(8) 0.0356(3) Uani 1 1 d . . . C8 C 0.36213(8) 0.1410(2) 0.46517(8) 0.0356(3) Uani 1 1 d . . . C9 C 0.38586(9) 0.1995(2) 0.40624(9) 0.0411(4) Uani 1 1 d . . . H9 H 0.3520 0.1964 0.3581 0.049 Uiso 1 1 calc R . . C10 C 0.45832(9) 0.2617(2) 0.41787(9) 0.0446(4) Uani 1 1 d . . . H10 H 0.4727 0.2988 0.3774 0.054 Uiso 1 1 calc R . . C11 C 0.51041(8) 0.2700(2) 0.48907(9) 0.0425(4) Uani 1 1 d . . . C12 C 0.58665(9) 0.3333(2) 0.50256(11) 0.0507(4) Uani 1 1 d . . . H12 H 0.6015 0.3731 0.4628 0.061 Uiso 1 1 calc R . . C13 C 0.63676(9) 0.3360(2) 0.57160(12) 0.0559(5) Uani 1 1 d . . . H13 H 0.6854 0.3795 0.5786 0.067 Uiso 1 1 calc R . . C14 C 0.61728(9) 0.2737(2) 0.63445(11) 0.0510(4) Uani 1 1 d . . . C15 C 0.54187(9) 0.2139(2) 0.62337(9) 0.0447(4) Uani 1 1 d . . . C16 C 0.48788(8) 0.2130(2) 0.55031(9) 0.0390(3) Uani 1 1 d . . . C17 C 0.41303(8) 0.1478(2) 0.53887(8) 0.0376(3) Uani 1 1 d . . . C18 C 0.39408(9) 0.0920(3) 0.60334(9) 0.0480(4) Uani 1 1 d . . . H18 H 0.3449 0.0547 0.5976 0.058 Uiso 1 1 calc R . . C19 C 0.44557(10) 0.0924(3) 0.67178(9) 0.0549(4) Uani 1 1 d . . . H19 H 0.4309 0.0554 0.7120 0.066 Uiso 1 1 calc R . . C20 C 0.52175(9) 0.1478(2) 0.68455(10) 0.0511(4) Uani 1 1 d . . . C21 C 0.57729(11) 0.1350(3) 0.75460(11) 0.0672(5) Uani 1 1 d . . . H21 H 0.5648 0.0882 0.7948 0.081 Uiso 1 1 calc R . . C22 C 0.65007(12) 0.1909(3) 0.76436(13) 0.0752(6) Uani 1 1 d . . . H22 H 0.6864 0.1811 0.8111 0.090 Uiso 1 1 calc R . . C23 C 0.66970(10) 0.2613(3) 0.70570(12) 0.0663(6) Uani 1 1 d . . . H23 H 0.7189 0.3014 0.7137 0.080 Uiso 1 1 calc R . . C24 C 0.15282(9) 0.4640(2) 0.46055(8) 0.0427(4) Uani 1 1 d . . . C25 C 0.22339(11) 0.4952(3) 0.52531(9) 0.0563(5) Uani 1 1 d . . . H25A H 0.2639 0.4232 0.5182 0.084 Uiso 1 1 calc R . . H25B H 0.2151 0.4558 0.5704 0.084 Uiso 1 1 calc R . . H25C H 0.2363 0.6264 0.5287 0.084 Uiso 1 1 calc R . . C26 C 0.08490(12) 0.5615(3) 0.46971(11) 0.0724(6) Uani 1 1 d . . . H26A H 0.0940 0.6946 0.4744 0.109 Uiso 1 1 calc R . . H26B H 0.0759 0.5150 0.5135 0.109 Uiso 1 1 calc R . . H26C H 0.0416 0.5370 0.4270 0.109 Uiso 1 1 calc R . . C27 C 0.13071(9) 0.4322(2) 0.14894(8) 0.0412(4) Uani 1 1 d . . . C28 C 0.20009(11) 0.4778(3) 0.12995(11) 0.0684(6) Uani 1 1 d . . . H28A H 0.2438 0.4390 0.1699 0.103 Uiso 1 1 calc R . . H28B H 0.2023 0.6110 0.1225 0.103 Uiso 1 1 calc R . . H28C H 0.1987 0.4128 0.0852 0.103 Uiso 1 1 calc R . . C29 C 0.05913(11) 0.4880(3) 0.08977(10) 0.0648(5) Uani 1 1 d . . . H29A H 0.0578 0.4328 0.0432 0.097 Uiso 1 1 calc R . . H29B H 0.0570 0.6226 0.0851 0.097 Uiso 1 1 calc R . . H29C H 0.0167 0.4445 0.1031 0.097 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 0.0627(7) 0.0431(6) 0.0391(6) 0.0027(5) 0.0220(5) -0.0054(5) O2 0.0550(7) 0.0357(6) 0.0344(5) -0.0033(4) 0.0185(5) -0.0042(5) O3 0.0326(5) 0.0405(6) 0.0435(6) 0.0054(5) 0.0084(4) -0.0024(4) O4 0.0393(6) 0.0442(6) 0.0489(6) 0.0101(5) 0.0117(5) -0.0035(5) O5 0.0491(7) 0.0328(6) 0.0701(8) -0.0081(6) 0.0048(6) -0.0048(5) O6 0.0695(8) 0.0391(6) 0.0375(6) -0.0062(5) 0.0187(5) 0.0016(5) O7 0.0627(7) 0.0320(6) 0.0330(5) 0.0011(4) 0.0172(5) 0.0021(5) C1 0.0358(8) 0.0346(8) 0.0375(7) -0.0003(6) 0.0117(6) 0.0032(6) C2 0.0322(7) 0.0405(8) 0.0399(8) 0.0023(7) 0.0133(6) -0.0039(6) C3 0.0325(8) 0.0337(8) 0.0447(8) 0.0043(6) 0.0090(6) -0.0032(6) C4 0.0361(8) 0.0315(8) 0.0487(9) -0.0047(7) 0.0105(7) 0.0000(6) C5 0.0386(8) 0.0346(8) 0.0363(7) -0.0036(6) 0.0103(6) 0.0012(6) C6 0.0386(8) 0.0293(7) 0.0350(7) 0.0009(6) 0.0118(6) 0.0017(6) C7 0.0359(8) 0.0295(8) 0.0413(8) 0.0003(6) 0.0122(6) 0.0052(6) C8 0.0324(7) 0.0288(7) 0.0459(8) -0.0004(6) 0.0130(6) 0.0035(6) C9 0.0424(8) 0.0353(8) 0.0465(8) 0.0000(7) 0.0156(7) 0.0026(7) C10 0.0471(9) 0.0362(8) 0.0586(10) 0.0009(7) 0.0283(8) -0.0003(7) C11 0.0390(8) 0.0271(8) 0.0649(10) -0.0037(7) 0.0217(8) 0.0015(6) C12 0.0426(9) 0.0341(9) 0.0824(13) -0.0059(8) 0.0296(9) -0.0030(7) C13 0.0343(9) 0.0376(9) 0.0955(14) -0.0135(9) 0.0206(9) -0.0035(7) C14 0.0362(8) 0.0324(8) 0.0782(12) -0.0121(8) 0.0099(8) 0.0013(7) C15 0.0375(8) 0.0311(8) 0.0611(10) -0.0080(7) 0.0100(7) 0.0031(6) C16 0.0342(8) 0.0264(7) 0.0557(9) -0.0039(7) 0.0137(7) 0.0028(6) C17 0.0338(8) 0.0302(8) 0.0493(8) -0.0024(6) 0.0142(7) 0.0034(6) C18 0.0382(9) 0.0570(10) 0.0485(9) -0.0010(8) 0.0134(7) -0.0040(7) C19 0.0534(11) 0.0630(12) 0.0469(9) -0.0018(8) 0.0142(8) -0.0053(9) C20 0.0475(10) 0.0457(10) 0.0536(10) -0.0075(8) 0.0072(8) 0.0010(8) C21 0.0614(12) 0.0702(13) 0.0571(11) -0.0067(10) 0.0014(9) -0.0011(10) C22 0.0557(12) 0.0736(14) 0.0743(14) -0.0088(11) -0.0097(10) -0.0013(10) C23 0.0386(10) 0.0539(11) 0.0913(15) -0.0159(11) -0.0001(10) -0.0015(8) C24 0.0561(10) 0.0395(9) 0.0385(8) 0.0011(7) 0.0235(7) 0.0017(7) C25 0.0741(12) 0.0531(11) 0.0404(9) -0.0024(8) 0.0168(8) -0.0068(9) C26 0.0828(14) 0.0810(15) 0.0678(12) 0.0020(11) 0.0444(11) 0.0247(12) C27 0.0509(9) 0.0403(9) 0.0319(7) -0.0032(6) 0.0130(7) -0.0024(7) C28 0.0724(13) 0.0803(14) 0.0629(12) -0.0198(11) 0.0364(10) -0.0205(11) C29 0.0719(13) 0.0620(12) 0.0471(10) -0.0006(9) 0.0007(9) 0.0085(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 C2 1.4170(18) . ? O1 C24 1.4377(19) . ? O2 C1 1.4180(17) . ? O2 C24 1.4266(17) . ? O3 C7 1.3599(17) . ? O3 C3 1.4466(17) . ? O4 C7 1.2003(17) . ? O5 C4 1.4249(18) . ? O5 H5 0.8200 . ? O6 C5 1.4201(17) . ? O6 C27 1.4363(19) . ? O7 C6 1.4269(17) . ? O7 C27 1.4524(17) . ? C1 C6 1.4967(19) . ? C1 C2 1.551(2) . ? C1 H1 0.9800 . ? C2 C3 1.528(2) . ? C2 H2 0.9800 . ? C3 C4 1.545(2) . ? C3 H3 0.9800 . ? C4 C5 1.513(2) . ? C4 H4 0.9800 . ? C5 C6 1.509(2) . ? C5 H5A 0.9800 . ? C6 H6 0.9800 . ? C7 C8 1.492(2) . ? C8 C9 1.395(2) . ? C8 C17 1.417(2) . ? C9 C10 1.376(2) . ? C9 H9 0.9300 . ? C10 C11 1.390(2) . ? C10 H10 0.9300 . ? C11 C16 1.419(2) . ? C11 C12 1.439(2) . ? C12 C13 1.343(3) . ? C12 H12 0.9300 . ? C13 C14 1.427(3) . ? C13 H13 0.9300 . ? C14 C23 1.394(3) . ? C14 C15 1.424(2) . ? C15 C20 1.413(2) . ? C15 C16 1.429(2) . ? C16 C17 1.425(2) . ? C17 C18 1.436(2) . ? C18 C19 1.345(2) . ? C18 H18 0.9300 . ? C19 C20 1.424(2) . ? C19 H19 0.9300 . ? C20 C21 1.402(2) . ? C21 C22 1.374(3) . ? C21 H21 0.9300 . ? C22 C23 1.375(3) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.503(2) . ? C24 C26 1.508(2) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.493(2) . ? C27 C29 1.498(2) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 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 C2 O1 C24 109.49(11) . . ? C1 O2 C24 106.36(11) . . ? C7 O3 C3 118.33(11) . . ? C4 O5 H5 109.5 . . ? C5 O6 C27 106.74(11) . . ? C6 O7 C27 106.46(10) . . ? O2 C1 C6 112.76(12) . . ? O2 C1 C2 103.89(11) . . ? C6 C1 C2 109.48(12) . . ? O2 C1 H1 110.2 . . ? C6 C1 H1 110.2 . . ? C2 C1 H1 110.2 . . ? O1 C2 C3 110.71(12) . . ? O1 C2 C1 103.93(11) . . ? C3 C2 C1 114.34(11) . . ? O1 C2 H2 109.2 . . ? C3 C2 H2 109.2 . . ? C1 C2 H2 109.2 . . ? O3 C3 C2 108.45(12) . . ? O3 C3 C4 106.15(11) . . ? C2 C3 C4 112.22(12) . . ? O3 C3 H3 110.0 . . ? C2 C3 H3 110.0 . . ? C4 C3 H3 110.0 . . ? O5 C4 C5 108.46(12) . . ? O5 C4 C3 110.89(13) . . ? C5 C4 C3 108.89(12) . . ? O5 C4 H4 109.5 . . ? C5 C4 H4 109.5 . . ? C3 C4 H4 109.5 . . ? O6 C5 C6 102.11(11) . . ? O6 C5 C4 114.92(12) . . ? C6 C5 C4 112.80(12) . . ? O6 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? C4 C5 H5A 108.9 . . ? O7 C6 C1 115.21(12) . . ? O7 C6 C5 101.65(11) . . ? C1 C6 C5 108.37(12) . . ? O7 C6 H6 110.4 . . ? C1 C6 H6 110.4 . . ? C5 C6 H6 110.4 . . ? O4 C7 O3 122.72(13) . . ? O4 C7 C8 127.03(13) . . ? O3 C7 C8 110.23(12) . . ? C9 C8 C17 119.69(13) . . ? C9 C8 C7 118.98(13) . . ? C17 C8 C7 121.25(13) . . ? C10 C9 C8 121.40(15) . . ? C10 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C9 C10 C11 121.06(15) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C16 118.95(14) . . ? C10 C11 C12 122.06(15) . . ? C16 C11 C12 118.99(15) . . ? C13 C12 C11 121.21(17) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 121.68(16) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C23 C14 C15 118.58(18) . . ? C23 C14 C13 122.76(17) . . ? C15 C14 C13 118.60(16) . . ? C20 C15 C14 119.57(15) . . ? C20 C15 C16 120.26(14) . . ? C14 C15 C16 120.12(16) . . ? C11 C16 C17 120.46(14) . . ? C11 C16 C15 119.35(14) . . ? C17 C16 C15 120.14(14) . . ? C8 C17 C16 118.43(14) . . ? C8 C17 C18 124.05(13) . . ? C16 C17 C18 117.52(14) . . ? C19 C18 C17 121.70(15) . . ? C19 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? C18 C19 C20 122.10(17) . . ? C18 C19 H19 118.9 . . ? C20 C19 H19 118.9 . . ? C21 C20 C15 119.24(17) . . ? C21 C20 C19 122.63(18) . . ? C15 C20 C19 118.11(15) . . ? C22 C21 C20 120.6(2) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 120.64(19) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C14 121.35(18) . . ? C22 C23 H23 119.3 . . ? C14 C23 H23 119.3 . . ? O2 C24 O1 104.71(11) . . ? O2 C24 C25 108.66(13) . . ? O1 C24 C25 109.21(13) . . ? O2 C24 C26 110.87(14) . . ? O1 C24 C26 110.10(15) . . ? C25 C24 C26 112.95(15) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O6 C27 O7 106.23(11) . . ? O6 C27 C28 108.29(14) . . ? O7 C27 C28 110.29(13) . . ? O6 C27 C29 110.14(14) . . ? O7 C27 C29 108.10(13) . . ? C28 C27 C29 113.55(15) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.162 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.043