# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 182 _journal_name_full 'Chemical Communications' _publ_contact_author_name 'Dr. Shao-Liang Zheng' _publ_contact_author_address ; Chemistry State University of New York at Buffalo 732 NSC SUNY at Buffalo Buffalo NY 14260 UNITED STATES OF AMERICA ; _publ_contact_author_email chem9994@BUFFALO.EDU _publ_section_title ; Competitive isomerization and dimerization in co-crystals of 1,1,6,6-tetrahexaphenyl-2,4-diyne-1,6-diol and sorbic acid: a new look at stereochemical requirements for [2+2] dimerization ; loop_ _publ_author_name 'Shao-Liang Zheng.' 'Oanh Pham' 'Christophe M. L. Vande Velde' 'Milan Gembicky' 'Philip Coppens' #============================================================ data_Diol-2HSA@280k-before-325nm-exposure _database_code_depnum_ccdc_archive 'CCDC 676953' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@280k-before-325nm-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6391(2) _cell_length_b 9.7902(3) _cell_length_c 11.4484(3) _cell_angle_alpha 89.882(2) _cell_angle_beta 110.116(1) _cell_angle_gamma 105.694(3) _cell_volume 870.88(4) _cell_formula_units_Z 1 _cell_measurement_temperature 280(2) _cell_measurement_reflns_used 682 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9904 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 280(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9026 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3418 _reflns_number_gt 2560 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0519P)^2^+0.1114P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3418 _refine_ls_number_parameters 225 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1055 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.020 _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 0.46605(12) 0.13356(10) 0.31786(9) 0.0354(2) Uani 1 1 d D . . H1O H 0.551(2) 0.125(2) 0.3822(15) 0.068(6) Uiso 1 1 d D . . C1 C 0.38730(18) 0.41705(15) 0.11264(13) 0.0384(3) Uani 1 1 d . . . H1A H 0.4707 0.4984 0.1593 0.046 Uiso 1 1 calc R . . C2 C 0.2691(2) 0.42820(18) -0.00192(14) 0.0478(4) Uani 1 1 d . . . H2A H 0.2732 0.5169 -0.0320 0.057 Uiso 1 1 calc R . . C3 C 0.14551(19) 0.30852(19) -0.07150(14) 0.0504(4) Uani 1 1 d . . . H3A H 0.0657 0.3160 -0.1483 0.060 Uiso 1 1 calc R . . C4 C 0.14075(19) 0.17818(18) -0.02692(14) 0.0514(4) Uani 1 1 d . . . H4A H 0.0572 0.0972 -0.0740 0.062 Uiso 1 1 calc R . . C5 C 0.25848(18) 0.16538(16) 0.08710(13) 0.0405(3) Uani 1 1 d . . . H5A H 0.2546 0.0761 0.1160 0.049 Uiso 1 1 calc R . . C6 C 0.38202(15) 0.28541(14) 0.15825(11) 0.0288(3) Uani 1 1 d . . . C7 C 0.51621(15) 0.27598(13) 0.28495(11) 0.0284(3) Uani 1 1 d . . . C8 C 0.69383(16) 0.30816(14) 0.27309(12) 0.0320(3) Uani 1 1 d . . . C9 C 0.7200(2) 0.21516(17) 0.19605(17) 0.0522(4) Uani 1 1 d . . . H9A H 0.6308 0.1350 0.1532 0.063 Uiso 1 1 calc R . . C10 C 0.8777(3) 0.2403(2) 0.1822(2) 0.0686(5) Uani 1 1 d . . . H10A H 0.8939 0.1770 0.1302 0.082 Uiso 1 1 calc R . . C11 C 1.0107(2) 0.3582(2) 0.24492(19) 0.0657(5) Uani 1 1 d . . . H11A H 1.1171 0.3745 0.2362 0.079 Uiso 1 1 calc R . . C12 C 0.98548(19) 0.4510(2) 0.31987(17) 0.0594(5) Uani 1 1 d . . . H12A H 1.0750 0.5314 0.3619 0.071 Uiso 1 1 calc R . . C13 C 0.82738(17) 0.42700(17) 0.33436(14) 0.0444(4) Uani 1 1 d . . . H13A H 0.8116 0.4915 0.3857 0.053 Uiso 1 1 calc R . . C14 C 0.51335(16) 0.37620(15) 0.38003(12) 0.0327(3) Uani 1 1 d . . . C15 C 0.50458(16) 0.45435(15) 0.45625(12) 0.0342(3) Uani 1 1 d . . . O2 O 0.72656(15) 0.10184(15) 0.51641(11) 0.0695(4) Uani 1 1 d . . . O3 O 0.85171(14) -0.01300(12) 0.66934(10) 0.0531(3) Uani 1 1 d D . . H3O H 0.745(2) -0.053(2) 0.6618(18) 0.073(6) Uiso 1 1 d D . . C21 C 0.85602(19) 0.07921(16) 0.58497(13) 0.0410(3) Uani 1 1 d . . . C22 C 1.0282(2) 0.14982(16) 0.58534(14) 0.0460(4) Uani 1 1 d . . . H22A H 1.0377 0.2078 0.5222 0.055 Uiso 1 1 calc R . . C23 C 1.17138(19) 0.13664(15) 0.66965(14) 0.0426(4) Uani 1 1 d . . . H23A H 1.1592 0.0784 0.7321 0.051 Uiso 1 1 calc R . . C24 C 1.3445(2) 0.20313(16) 0.67488(17) 0.0516(4) Uani 1 1 d . . . H24A H 1.3591 0.2564 0.6101 0.062 Uiso 1 1 calc R . . C25 C 1.4828(2) 0.19331(18) 0.76526(19) 0.0597(5) Uani 1 1 d . . . H25A H 1.4661 0.1420 0.8305 0.072 Uiso 1 1 calc R . . C26 C 1.6642(2) 0.2563(2) 0.7736(2) 0.0785(6) Uani 1 1 d . . . H26A H 1.6656 0.3050 0.7010 0.118 Uiso 1 1 calc R . . H26B H 1.7184 0.1818 0.7781 0.118 Uiso 1 1 calc R . . H26C H 1.7254 0.3227 0.8472 0.118 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 0.0299(5) 0.0351(5) 0.0374(5) 0.0103(4) 0.0095(4) 0.0066(4) C1 0.0396(8) 0.0364(8) 0.0379(8) 0.0039(6) 0.0122(6) 0.0109(6) C2 0.0534(9) 0.0533(10) 0.0427(9) 0.0180(7) 0.0177(7) 0.0243(8) C3 0.0403(8) 0.0734(12) 0.0327(8) 0.0113(8) 0.0054(6) 0.0187(8) C4 0.0414(8) 0.0587(10) 0.0357(8) -0.0002(7) 0.0035(6) -0.0018(7) C5 0.0395(8) 0.0402(8) 0.0339(7) 0.0039(6) 0.0090(6) 0.0041(6) C6 0.0262(6) 0.0353(7) 0.0272(6) 0.0027(5) 0.0118(5) 0.0097(5) C7 0.0262(6) 0.0283(7) 0.0304(7) 0.0036(5) 0.0112(5) 0.0060(5) C8 0.0282(7) 0.0375(7) 0.0331(7) 0.0098(6) 0.0122(5) 0.0121(6) C9 0.0499(9) 0.0443(9) 0.0741(11) 0.0021(8) 0.0362(9) 0.0140(7) C10 0.0717(13) 0.0676(12) 0.1004(15) 0.0176(11) 0.0602(12) 0.0357(10) C11 0.0414(9) 0.0881(14) 0.0883(14) 0.0383(12) 0.0395(10) 0.0304(10) C12 0.0296(8) 0.0781(13) 0.0607(11) 0.0149(9) 0.0153(7) 0.0009(8) C13 0.0318(7) 0.0541(9) 0.0409(8) 0.0024(7) 0.0123(6) 0.0032(6) C14 0.0271(7) 0.0411(8) 0.0281(7) 0.0037(6) 0.0095(5) 0.0075(6) C15 0.0310(7) 0.0420(8) 0.0292(7) 0.0032(6) 0.0118(5) 0.0085(6) O2 0.0521(7) 0.0922(10) 0.0577(7) 0.0252(7) 0.0043(6) 0.0303(7) O3 0.0349(6) 0.0635(7) 0.0595(7) 0.0263(6) 0.0176(5) 0.0108(5) C21 0.0436(8) 0.0431(8) 0.0337(7) 0.0035(6) 0.0100(6) 0.0131(6) C22 0.0537(9) 0.0406(8) 0.0423(8) 0.0089(7) 0.0205(7) 0.0071(7) C23 0.0452(8) 0.0371(8) 0.0467(8) 0.0032(7) 0.0223(7) 0.0060(6) C24 0.0510(10) 0.0396(9) 0.0658(11) 0.0024(8) 0.0309(9) 0.0024(7) C25 0.0476(10) 0.0462(10) 0.0851(13) -0.0002(9) 0.0275(9) 0.0079(8) C26 0.0462(10) 0.0626(12) 0.1250(18) -0.0147(12) 0.0347(11) 0.0073(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 C7 1.4342(15) . ? O1 H1O 0.866(14) . ? C1 C2 1.383(2) . ? C1 C6 1.3847(19) . ? C1 H1A 0.9300 . ? C2 C3 1.374(2) . ? C2 H2A 0.9300 . ? C3 C4 1.369(2) . ? C3 H3A 0.9300 . ? C4 C5 1.382(2) . ? C4 H4A 0.9300 . ? C5 C6 1.3823(19) . ? C5 H5A 0.9300 . ? C6 C7 1.5352(17) . ? C7 C14 1.4779(18) . ? C7 C8 1.5342(17) . ? C8 C13 1.3774(19) . ? C8 C9 1.382(2) . ? C9 C10 1.381(2) . ? C9 H9A 0.9300 . ? C10 C11 1.374(3) . ? C10 H10A 0.9300 . ? C11 C12 1.359(3) . ? C11 H11A 0.9300 . ? C12 C13 1.389(2) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.1967(18) . ? C15 C15 1.380(3) 2_666 ? O2 C21 1.2023(18) . ? O3 C21 1.3237(18) . ? O3 H3O 0.873(15) . ? C21 C22 1.459(2) . ? C22 C23 1.320(2) . ? C22 H22A 0.9300 . ? C23 C24 1.441(2) . ? C23 H23A 0.9300 . ? C24 C25 1.311(2) . ? C24 H24A 0.9300 . ? C25 C26 1.489(2) . ? C25 H25A 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 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 C7 O1 H1O 106.8(12) . . ? C2 C1 C6 120.33(13) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 120.21(14) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C4 C3 C2 119.55(14) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 120.86(14) . . ? C3 C4 H4A 119.6 . . ? C5 C4 H4A 119.6 . . ? C4 C5 C6 119.94(14) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? C5 C6 C1 119.11(12) . . ? C5 C6 C7 121.68(12) . . ? C1 C6 C7 119.20(11) . . ? O1 C7 C14 108.67(10) . . ? O1 C7 C8 110.16(10) . . ? C14 C7 C8 112.20(10) . . ? O1 C7 C6 107.47(10) . . ? C14 C7 C6 108.83(10) . . ? C8 C7 C6 109.39(10) . . ? C13 C8 C9 118.63(13) . . ? C13 C8 C7 122.78(12) . . ? C9 C8 C7 118.58(12) . . ? C10 C9 C8 120.51(16) . . ? C10 C9 H9A 119.7 . . ? C8 C9 H9A 119.7 . . ? C11 C10 C9 120.42(17) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C12 C11 C10 119.44(15) . . ? C12 C11 H11A 120.3 . . ? C10 C11 H11A 120.3 . . ? C11 C12 C13 120.68(16) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C8 C13 C12 120.32(15) . . ? C8 C13 H13A 119.8 . . ? C12 C13 H13A 119.8 . . ? C15 C14 C7 177.45(13) . . ? C14 C15 C15 179.42(19) . 2_666 ? C21 O3 H3O 109.4(13) . . ? O2 C21 O3 121.18(15) . . ? O2 C21 C22 124.42(15) . . ? O3 C21 C22 114.39(13) . . ? C23 C22 C21 124.14(14) . . ? C23 C22 H22A 117.9 . . ? C21 C22 H22A 117.9 . . ? C22 C23 C24 126.73(15) . . ? C22 C23 H23A 116.6 . . ? C24 C23 H23A 116.6 . . ? C25 C24 C23 124.12(17) . . ? C25 C24 H24A 117.9 . . ? C23 C24 H24A 117.9 . . ? C24 C25 C26 126.37(19) . . ? C24 C25 H25A 116.8 . . ? C26 C25 H25A 116.8 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 C6 C1 C2 C3 -0.1(2) . . . . ? C1 C2 C3 C4 -0.3(2) . . . . ? C2 C3 C4 C5 0.0(2) . . . . ? C3 C4 C5 C6 0.7(2) . . . . ? C4 C5 C6 C1 -1.0(2) . . . . ? C4 C5 C6 C7 -179.50(12) . . . . ? C2 C1 C6 C5 0.8(2) . . . . ? C2 C1 C6 C7 179.26(12) . . . . ? C5 C6 C7 O1 -10.06(16) . . . . ? C1 C6 C7 O1 171.49(11) . . . . ? C5 C6 C7 C14 -127.56(13) . . . . ? C1 C6 C7 C14 53.98(15) . . . . ? C5 C6 C7 C8 109.53(13) . . . . ? C1 C6 C7 C8 -68.92(14) . . . . ? O1 C7 C8 C13 -128.18(13) . . . . ? C14 C7 C8 C13 -6.98(17) . . . . ? C6 C7 C8 C13 113.90(14) . . . . ? O1 C7 C8 C9 52.90(16) . . . . ? C14 C7 C8 C9 174.11(12) . . . . ? C6 C7 C8 C9 -65.01(15) . . . . ? C13 C8 C9 C10 0.8(2) . . . . ? C7 C8 C9 C10 179.74(15) . . . . ? C8 C9 C10 C11 0.0(3) . . . . ? C9 C10 C11 C12 -0.7(3) . . . . ? C10 C11 C12 C13 0.6(3) . . . . ? C9 C8 C13 C12 -0.9(2) . . . . ? C7 C8 C13 C12 -179.80(13) . . . . ? C11 C12 C13 C8 0.2(2) . . . . ? O2 C21 C22 C23 172.09(16) . . . . ? O3 C21 C22 C23 -6.9(2) . . . . ? C21 C22 C23 C24 179.87(15) . . . . ? C22 C23 C24 C25 175.61(16) . . . . ? C23 C24 C25 C26 178.18(16) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O O2 0.866(14) 1.815(15) 2.6803(15) 178.7(19) . O3 H3O O1 0.873(15) 1.873(15) 2.7337(15) 168.0(18) 2_656 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.140 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.040 #=======================================END data_Diol-2HSA@280k-325nm-1min-exposure _database_code_depnum_ccdc_archive 'CCDC 676954' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@280k-325-1min-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6677(3) _cell_length_b 9.9558(4) _cell_length_c 11.1736(4) _cell_angle_alpha 92.263(1) _cell_angle_beta 110.567(1) _cell_angle_gamma 107.697(2) _cell_volume 848.39(6) _cell_formula_units_Z 1 _cell_measurement_temperature 280(2) _cell_measurement_reflns_used 682 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9901 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 280(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6842 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3329 _reflns_number_gt 2305 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0519P)^2^+0.1114P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3329 _refine_ls_number_parameters 225 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0729 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1106 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.010 _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 0.49232(15) 0.14120(12) 0.31083(11) 0.0352(3) Uani 1 1 d D . . H1O H 0.572(2) 0.147(2) 0.3840(16) 0.059(6) Uiso 1 1 d D . . C1 C 0.3799(2) 0.39845(19) 0.09826(17) 0.0418(4) Uani 1 1 d . . . H1A H 0.4603 0.4858 0.1468 0.050 Uiso 1 1 calc R . . C2 C 0.2535(3) 0.3948(2) -0.02032(17) 0.0496(5) Uani 1 1 d . . . H2A H 0.2488 0.4795 -0.0512 0.060 Uiso 1 1 calc R . . C3 C 0.1347(2) 0.2660(2) -0.09266(17) 0.0492(5) Uani 1 1 d . . . H3A H 0.0485 0.2635 -0.1720 0.059 Uiso 1 1 calc R . . C4 C 0.1434(2) 0.1419(2) -0.04780(17) 0.0483(5) Uani 1 1 d . . . H4A H 0.0643 0.0547 -0.0975 0.058 Uiso 1 1 calc R . . C5 C 0.2696(2) 0.1451(2) 0.07124(16) 0.0408(4) Uani 1 1 d . . . H5A H 0.2743 0.0601 0.1012 0.049 Uiso 1 1 calc R . . C6 C 0.38795(19) 0.27366(17) 0.14537(14) 0.0288(4) Uani 1 1 d . . . C7 C 0.53063(19) 0.28220(17) 0.27729(14) 0.0283(4) Uani 1 1 d . . . C8 C 0.71088(19) 0.32923(18) 0.26764(14) 0.0305(4) Uani 1 1 d . . . C9 C 0.7408(2) 0.2408(2) 0.18543(19) 0.0474(5) Uani 1 1 d . . . H9A H 0.6522 0.1563 0.1378 0.057 Uiso 1 1 calc R . . C10 C 0.9013(3) 0.2777(2) 0.1740(2) 0.0616(6) Uani 1 1 d . . . H10A H 0.9205 0.2175 0.1192 0.074 Uiso 1 1 calc R . . C11 C 1.0328(3) 0.4027(3) 0.2430(2) 0.0589(6) Uani 1 1 d . . . H11A H 1.1412 0.4268 0.2358 0.071 Uiso 1 1 calc R . . C12 C 1.0033(2) 0.4915(2) 0.32239(19) 0.0534(5) Uani 1 1 d . . . H12A H 1.0913 0.5770 0.3683 0.064 Uiso 1 1 calc R . . C13 C 0.8429(2) 0.4548(2) 0.33474(16) 0.0413(4) Uani 1 1 d . . . H13A H 0.8242 0.5159 0.3891 0.050 Uiso 1 1 calc R . . C14 C 0.5215(2) 0.38048(19) 0.37590(15) 0.0332(4) Uani 1 1 d . . . C15 C 0.5078(2) 0.45603(19) 0.45478(15) 0.0347(4) Uani 1 1 d . . . O2 O 0.70548(16) 0.12349(14) 0.54918(12) 0.0464(3) Uani 1 1 d . . . O3 O 0.81015(16) -0.03273(14) 0.65739(12) 0.0449(3) Uani 1 1 d D . . H3O H 0.713(2) -0.058(2) 0.671(2) 0.077(8) Uiso 1 1 d D . . C21 C 0.8125(2) 0.06296(19) 0.57896(15) 0.0344(4) Uani 1 1 d . . . C22 C 0.9507(2) 0.08238(19) 0.52479(16) 0.0363(4) Uani 1 1 d . . . H22A H 0.9887 0.1791 0.5050 0.044 Uiso 1 1 calc R . . C23 C 1.1094(2) 0.0351(2) 0.59731(16) 0.0388(4) Uani 1 1 d . . . H23A H 1.0933 -0.0103 0.6703 0.047 Uiso 1 1 calc R . . C24 C 1.2884(2) 0.1432(2) 0.63976(17) 0.0449(5) Uani 1 1 d . . . H24A H 1.3094 0.2079 0.5847 0.054 Uiso 1 1 calc R . . C25 C 1.4179(2) 0.1541(2) 0.74801(19) 0.0502(5) Uani 1 1 d . . . H25A H 1.3918 0.0955 0.8061 0.060 Uiso 1 1 calc R . . C26 C 1.6029(2) 0.2498(2) 0.7889(2) 0.0709(7) Uani 1 1 d . . . H26A H 1.6777 0.1932 0.8013 0.106 Uiso 1 1 calc R . . H26B H 1.6359 0.3112 0.8687 0.106 Uiso 1 1 calc R . . H26C H 1.6145 0.3067 0.7232 0.106 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 0.0346(6) 0.0390(7) 0.0357(7) 0.0145(6) 0.0152(5) 0.0141(5) C1 0.0459(10) 0.0360(11) 0.0378(9) 0.0043(8) 0.0095(8) 0.0139(8) C2 0.0595(12) 0.0480(12) 0.0402(10) 0.0155(9) 0.0106(9) 0.0255(10) C3 0.0455(11) 0.0615(14) 0.0325(9) 0.0082(10) 0.0061(8) 0.0175(10) C4 0.0451(11) 0.0484(12) 0.0353(10) 0.0020(9) 0.0079(8) 0.0034(9) C5 0.0449(10) 0.0377(10) 0.0353(9) 0.0070(8) 0.0133(8) 0.0100(8) C6 0.0292(8) 0.0354(10) 0.0270(8) 0.0067(7) 0.0146(6) 0.0130(7) C7 0.0313(8) 0.0290(9) 0.0288(8) 0.0075(7) 0.0141(6) 0.0124(7) C8 0.0296(8) 0.0373(10) 0.0300(8) 0.0102(7) 0.0137(7) 0.0155(7) C9 0.0483(11) 0.0390(11) 0.0647(12) 0.0042(9) 0.0342(10) 0.0138(9) C10 0.0667(14) 0.0632(15) 0.0874(16) 0.0194(13) 0.0548(13) 0.0355(13) C11 0.0362(11) 0.0808(17) 0.0743(14) 0.0295(13) 0.0317(10) 0.0253(11) C12 0.0320(10) 0.0676(14) 0.0496(11) 0.0112(10) 0.0127(8) 0.0049(9) C13 0.0335(9) 0.0509(11) 0.0347(9) 0.0035(8) 0.0118(7) 0.0096(8) C14 0.0289(8) 0.0433(10) 0.0300(8) 0.0080(8) 0.0115(7) 0.0154(7) C15 0.0315(8) 0.0450(11) 0.0305(8) 0.0065(8) 0.0123(7) 0.0164(8) O2 0.0453(7) 0.0585(9) 0.0445(7) 0.0128(6) 0.0172(6) 0.0292(7) O3 0.0361(7) 0.0583(9) 0.0478(7) 0.0234(7) 0.0219(6) 0.0176(6) C21 0.0310(9) 0.0380(10) 0.0291(8) 0.0020(8) 0.0089(7) 0.0082(8) C22 0.0321(9) 0.0373(10) 0.0384(9) 0.0092(8) 0.0149(7) 0.0080(7) C23 0.0318(9) 0.0503(11) 0.0346(9) 0.0089(8) 0.0150(7) 0.0113(8) C24 0.0368(10) 0.0494(12) 0.0438(10) 0.0011(9) 0.0152(8) 0.0095(8) C25 0.0388(10) 0.0527(13) 0.0530(11) -0.0072(10) 0.0121(9) 0.0155(9) C26 0.0412(12) 0.0626(15) 0.0851(16) -0.0215(13) 0.0035(11) 0.0134(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4377(19) . ? O1 H1O 0.850(15) . ? C1 C6 1.380(2) . ? C1 C2 1.382(2) . ? C1 H1A 0.9300 . ? C2 C3 1.374(3) . ? C2 H2A 0.9300 . ? C3 C4 1.365(3) . ? C3 H3A 0.9300 . ? C4 C5 1.385(2) . ? C4 H4A 0.9300 . ? C5 C6 1.378(2) . ? C5 H5A 0.9300 . ? C6 C7 1.534(2) . ? C7 C14 1.484(2) . ? C7 C8 1.533(2) . ? C8 C13 1.374(2) . ? C8 C9 1.389(2) . ? C9 C10 1.380(3) . ? C9 H9A 0.9300 . ? C10 C11 1.374(3) . ? C10 H10A 0.9300 . ? C11 C12 1.368(3) . ? C11 H11A 0.9300 . ? C12 C13 1.384(2) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.197(2) . ? C15 C15 1.380(3) 2_666 ? O2 C21 1.214(2) . ? O3 C21 1.320(2) . ? O3 H3O 0.868(16) . ? C21 C22 1.489(2) . ? C22 C23 1.552(2) . ? C22 C23 1.583(2) 2_756 ? C22 H22A 0.9800 . ? C23 C24 1.489(2) . ? C23 C22 1.583(2) 2_756 ? C23 H23A 0.9800 . ? C24 C25 1.303(3) . ? C24 H24A 0.9300 . ? C25 C26 1.486(3) . ? C25 H25A 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 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 C7 O1 H1O 106.6(14) . . ? C6 C1 C2 120.60(17) . . ? C6 C1 H1A 119.7 . . ? C2 C1 H1A 119.7 . . ? C3 C2 C1 119.99(18) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 119.80(17) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C3 C4 C5 120.40(17) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C6 C5 C4 120.31(18) . . ? C6 C5 H5A 119.8 . . ? C4 C5 H5A 119.8 . . ? C5 C6 C1 118.88(15) . . ? C5 C6 C7 122.08(15) . . ? C1 C6 C7 119.02(14) . . ? O1 C7 C14 108.70(13) . . ? O1 C7 C8 109.44(12) . . ? C14 C7 C8 112.27(13) . . ? O1 C7 C6 107.09(13) . . ? C14 C7 C6 109.11(13) . . ? C8 C7 C6 110.08(12) . . ? C13 C8 C9 118.57(16) . . ? C13 C8 C7 123.38(14) . . ? C9 C8 C7 118.04(14) . . ? C10 C9 C8 120.34(18) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C11 C10 C9 120.42(19) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C12 C11 C10 119.56(18) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C11 C12 C13 120.28(19) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C8 C13 C12 120.81(18) . . ? C8 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C15 C14 C7 177.42(17) . . ? C14 C15 C15 179.6(3) . 2_666 ? C21 O3 H3O 111.6(16) . . ? O2 C21 O3 122.55(15) . . ? O2 C21 C22 123.54(17) . . ? O3 C21 C22 113.81(15) . . ? C21 C22 C23 118.16(14) . . ? C21 C22 C23 111.90(13) . 2_756 ? C23 C22 C23 90.85(12) . 2_756 ? C21 C22 H22A 111.4 . . ? C23 C22 H22A 111.4 . . ? C23 C22 H22A 111.4 2_756 . ? C24 C23 C22 118.09(16) . . ? C24 C23 C22 117.28(14) . 2_756 ? C22 C23 C22 89.15(12) . 2_756 ? C24 C23 H23A 110.2 . . ? C22 C23 H23A 110.2 . . ? C22 C23 H23A 110.2 2_756 . ? C25 C24 C23 125.1(2) . . ? C25 C24 H24A 117.5 . . ? C23 C24 H24A 117.5 . . ? C24 C25 C26 127.1(2) . . ? C24 C25 H25A 116.4 . . ? C26 C25 H25A 116.4 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 C6 C1 C2 C3 -0.2(3) . . . . ? C1 C2 C3 C4 -0.9(3) . . . . ? C2 C3 C4 C5 1.1(3) . . . . ? C3 C4 C5 C6 -0.3(3) . . . . ? C4 C5 C6 C1 -0.8(3) . . . . ? C4 C5 C6 C7 -179.54(15) . . . . ? C2 C1 C6 C5 1.1(3) . . . . ? C2 C1 C6 C7 179.83(16) . . . . ? C5 C6 C7 O1 -9.84(19) . . . . ? C1 C6 C7 O1 171.43(14) . . . . ? C5 C6 C7 C14 -127.32(16) . . . . ? C1 C6 C7 C14 53.94(19) . . . . ? C5 C6 C7 C8 109.06(17) . . . . ? C1 C6 C7 C8 -69.68(18) . . . . ? O1 C7 C8 C13 -126.16(16) . . . . ? C14 C7 C8 C13 -5.4(2) . . . . ? C6 C7 C8 C13 116.39(18) . . . . ? O1 C7 C8 C9 54.70(19) . . . . ? C14 C7 C8 C9 175.49(15) . . . . ? C6 C7 C8 C9 -62.7(2) . . . . ? C13 C8 C9 C10 1.3(3) . . . . ? C7 C8 C9 C10 -179.50(18) . . . . ? C8 C9 C10 C11 -0.5(3) . . . . ? C9 C10 C11 C12 -0.7(3) . . . . ? C10 C11 C12 C13 1.0(3) . . . . ? C9 C8 C13 C12 -1.0(3) . . . . ? C7 C8 C13 C12 179.85(16) . . . . ? C11 C12 C13 C8 -0.1(3) . . . . ? O2 C21 C22 C23 162.83(15) . . . . ? O3 C21 C22 C23 -20.8(2) . . . . ? O2 C21 C22 C23 -93.7(2) . . . 2_756 ? O3 C21 C22 C23 82.69(17) . . . 2_756 ? C21 C22 C23 C24 -123.70(17) . . . . ? C23 C22 C23 C24 120.77(17) 2_756 . . . ? C21 C22 C23 C22 115.53(17) . . . 2_756 ? C23 C22 C23 C22 0.0 2_756 . . 2_756 ? C22 C23 C24 C25 142.38(19) . . . . ? C22 C23 C24 C25 -112.8(2) 2_756 . . . ? C23 C24 C25 C26 173.37(18) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.186 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.035 #=======================================END data_Diol-2HSA@90k-before-325nm-exposure _database_code_depnum_ccdc_archive 'CCDC 676955' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@90k-before-325nm-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5870(3) _cell_length_b 9.6052(2) _cell_length_c 11.3407(1) _cell_angle_alpha 90.0309(6) _cell_angle_beta 109.7910(9) _cell_angle_gamma 105.4502(8) _cell_volume 844.07(4) _cell_formula_units_Z 1 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 942 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9917 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11072 _diffrn_reflns_av_R_equivalents 0.0152 _diffrn_reflns_av_sigmaI/netI 0.0134 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3317 _reflns_number_gt 3062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0335P)^2^+0.3327P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3317 _refine_ls_number_parameters 225 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.054 _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 O1 O 0.46438(9) 0.12607(7) 0.31308(7) 0.01395(16) Uani 1 1 d D . . H1O H 0.5490(18) 0.1152(16) 0.3779(13) 0.036(4) Uiso 1 1 d D . . C1 C 0.38668(13) 0.41800(11) 0.10860(9) 0.0150(2) Uani 1 1 d . . . H1A H 0.4725 0.5019 0.1569 0.018 Uiso 1 1 calc R . . C2 C 0.26781(13) 0.43088(11) -0.00643(10) 0.0173(2) Uani 1 1 d . . . H2A H 0.2724 0.5236 -0.0367 0.021 Uiso 1 1 calc R . . C3 C 0.14220(13) 0.30867(12) -0.07736(10) 0.0180(2) Uani 1 1 d . . . H3A H 0.0600 0.3176 -0.1557 0.022 Uiso 1 1 calc R . . C4 C 0.13719(13) 0.17346(12) -0.03334(10) 0.0181(2) Uani 1 1 d . . . H4A H 0.0518 0.0896 -0.0822 0.022 Uiso 1 1 calc R . . C5 C 0.25615(13) 0.15968(11) 0.08172(9) 0.0153(2) Uani 1 1 d . . . H5A H 0.2524 0.0667 0.1111 0.018 Uiso 1 1 calc R . . C6 C 0.38071(12) 0.28237(11) 0.15366(9) 0.0125(2) Uani 1 1 d . . . C7 C 0.51478(12) 0.27155(10) 0.28077(9) 0.0124(2) Uani 1 1 d . . . C8 C 0.69348(13) 0.30441(11) 0.26871(9) 0.0136(2) Uani 1 1 d . . . C9 C 0.71824(14) 0.21039(11) 0.18741(11) 0.0197(2) Uani 1 1 d . . . H9A H 0.6259 0.1287 0.1418 0.024 Uiso 1 1 calc R . . C10 C 0.87691(16) 0.23561(13) 0.17285(12) 0.0258(3) Uani 1 1 d . . . H10A H 0.8931 0.1708 0.1176 0.031 Uiso 1 1 calc R . . C11 C 1.01246(14) 0.35514(13) 0.23858(12) 0.0255(3) Uani 1 1 d . . . H11A H 1.1213 0.3722 0.2286 0.031 Uiso 1 1 calc R . . C12 C 0.98818(14) 0.44921(13) 0.31856(10) 0.0229(2) Uani 1 1 d . . . H12A H 1.0805 0.5313 0.3634 0.027 Uiso 1 1 calc R . . C13 C 0.82865(13) 0.42418(12) 0.33370(10) 0.0179(2) Uani 1 1 d . . . H13A H 0.8126 0.4893 0.3887 0.021 Uiso 1 1 calc R . . C14 C 0.51197(12) 0.37346(11) 0.37756(9) 0.0137(2) Uani 1 1 d . . . C15 C 0.50424(12) 0.45370(11) 0.45539(9) 0.0141(2) Uani 1 1 d . . . O2 O 0.72728(10) 0.10586(9) 0.51664(7) 0.02596(19) Uani 1 1 d . . . O3 O 0.85312(10) -0.01475(8) 0.67098(7) 0.01926(17) Uani 1 1 d D . . H3O H 0.7449(17) -0.0508(17) 0.6662(14) 0.040(4) Uiso 1 1 d D . . C21 C 0.85745(13) 0.07986(11) 0.58550(9) 0.0161(2) Uani 1 1 d . . . C22 C 1.03016(14) 0.15036(11) 0.58320(10) 0.0180(2) Uani 1 1 d . . . H22A H 1.0400 0.2091 0.5172 0.022 Uiso 1 1 calc R . . C23 C 1.17450(13) 0.13576(11) 0.66976(10) 0.0167(2) Uani 1 1 d . . . H23A H 1.1621 0.0762 0.7347 0.020 Uiso 1 1 calc R . . C24 C 1.34794(14) 0.20315(11) 0.67258(11) 0.0197(2) Uani 1 1 d . . . H24A H 1.3627 0.2558 0.6044 0.024 Uiso 1 1 calc R . . C25 C 1.48770(14) 0.19456(11) 0.76665(11) 0.0212(2) Uani 1 1 d . . . H25A H 1.4702 0.1439 0.8351 0.025 Uiso 1 1 calc R . . C26 C 1.66966(14) 0.25796(13) 0.77362(12) 0.0265(3) Uani 1 1 d . . . H26A H 1.6706 0.3081 0.6985 0.040 Uiso 1 1 calc R . . H26B H 1.7251 0.1802 0.7779 0.040 Uiso 1 1 calc R . . H26C H 1.7328 0.3272 0.8490 0.040 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 0.0124(3) 0.0130(3) 0.0154(4) 0.0039(3) 0.0038(3) 0.0033(3) C1 0.0152(5) 0.0144(5) 0.0163(5) 0.0002(4) 0.0065(4) 0.0041(4) C2 0.0197(5) 0.0179(5) 0.0185(5) 0.0059(4) 0.0091(4) 0.0088(4) C3 0.0152(5) 0.0262(6) 0.0133(5) 0.0039(4) 0.0040(4) 0.0082(4) C4 0.0149(5) 0.0203(5) 0.0156(5) -0.0007(4) 0.0040(4) 0.0011(4) C5 0.0160(5) 0.0147(5) 0.0157(5) 0.0023(4) 0.0066(4) 0.0039(4) C6 0.0113(5) 0.0160(5) 0.0124(5) 0.0011(4) 0.0060(4) 0.0053(4) C7 0.0124(5) 0.0109(5) 0.0141(5) 0.0014(4) 0.0053(4) 0.0029(4) C8 0.0128(5) 0.0158(5) 0.0143(5) 0.0061(4) 0.0053(4) 0.0065(4) C9 0.0205(5) 0.0158(5) 0.0265(6) 0.0030(4) 0.0120(4) 0.0063(4) C10 0.0297(6) 0.0239(6) 0.0372(7) 0.0092(5) 0.0227(5) 0.0154(5) C11 0.0169(5) 0.0337(6) 0.0348(6) 0.0173(5) 0.0157(5) 0.0132(5) C12 0.0132(5) 0.0292(6) 0.0223(6) 0.0090(5) 0.0044(4) 0.0019(4) C13 0.0154(5) 0.0214(5) 0.0154(5) 0.0033(4) 0.0047(4) 0.0038(4) C14 0.0105(4) 0.0155(5) 0.0141(5) 0.0030(4) 0.0038(4) 0.0030(4) C15 0.0126(5) 0.0158(5) 0.0139(5) 0.0027(4) 0.0048(4) 0.0037(4) O2 0.0201(4) 0.0344(5) 0.0214(4) 0.0074(3) 0.0020(3) 0.0113(3) O3 0.0136(4) 0.0219(4) 0.0224(4) 0.0079(3) 0.0069(3) 0.0044(3) C21 0.0189(5) 0.0156(5) 0.0133(5) -0.0006(4) 0.0043(4) 0.0057(4) C22 0.0222(5) 0.0152(5) 0.0171(5) 0.0029(4) 0.0087(4) 0.0040(4) C23 0.0199(5) 0.0132(5) 0.0183(5) 0.0002(4) 0.0095(4) 0.0032(4) C24 0.0215(5) 0.0145(5) 0.0245(6) 0.0009(4) 0.0120(5) 0.0021(4) C25 0.0204(6) 0.0154(5) 0.0290(6) -0.0010(4) 0.0116(5) 0.0034(4) C26 0.0180(6) 0.0204(6) 0.0406(7) -0.0038(5) 0.0114(5) 0.0033(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4352(11) . ? O1 H1O 0.871(13) . ? C1 C2 1.3874(14) . ? C1 C6 1.3943(14) . ? C1 H1A 0.9500 . ? C2 C3 1.3875(15) . ? C2 H2A 0.9500 . ? C3 C4 1.3868(15) . ? C3 H3A 0.9500 . ? C4 C5 1.3905(14) . ? C4 H4A 0.9500 . ? C5 C6 1.3910(14) . ? C5 H5A 0.9500 . ? C6 C7 1.5344(13) . ? C7 C14 1.4809(13) . ? C7 C8 1.5353(13) . ? C8 C13 1.3865(15) . ? C8 C9 1.3947(15) . ? C9 C10 1.3852(15) . ? C9 H9A 0.9500 . ? C10 C11 1.3886(18) . ? C10 H10A 0.9500 . ? C11 C12 1.3821(17) . ? C11 H11A 0.9500 . ? C12 C13 1.3956(15) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.2014(15) . ? C15 C15 1.380(2) 2_666 ? O2 C21 1.2163(13) . ? O3 C21 1.3320(13) . ? O3 H3O 0.884(13) . ? C21 C22 1.4663(15) . ? C22 C23 1.3372(15) . ? C22 H22A 0.9500 . ? C23 C24 1.4464(15) . ? C23 H23A 0.9500 . ? C24 C25 1.3308(16) . ? C24 H24A 0.9500 . ? C25 C26 1.4926(15) . ? C25 H25A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1O 107.6(10) . . ? C2 C1 C6 120.27(9) . . ? C2 C1 H1A 119.9 . . ? C6 C1 H1A 119.9 . . ? C1 C2 C3 120.13(10) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C4 C3 C2 119.69(9) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 120.50(10) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C4 C5 C6 119.85(9) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C5 C6 C1 119.55(9) . . ? C5 C6 C7 121.41(9) . . ? C1 C6 C7 119.03(9) . . ? O1 C7 C14 108.86(8) . . ? O1 C7 C6 107.47(8) . . ? C14 C7 C6 108.87(8) . . ? O1 C7 C8 110.13(7) . . ? C14 C7 C8 111.89(8) . . ? C6 C7 C8 109.50(8) . . ? C13 C8 C9 119.34(9) . . ? C13 C8 C7 122.59(9) . . ? C9 C8 C7 118.07(9) . . ? C10 C9 C8 120.30(10) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C11 120.29(11) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.63(10) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C11 C12 C13 120.31(10) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C8 C13 C12 120.14(10) . . ? C8 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C15 C14 C7 177.89(10) . . ? C14 C15 C15 179.78(15) . 2_666 ? C21 O3 H3O 108.5(10) . . ? O2 C21 O3 121.81(10) . . ? O2 C21 C22 123.44(10) . . ? O3 C21 C22 114.74(9) . . ? C23 C22 C21 122.97(9) . . ? C23 C22 H22A 118.5 . . ? C21 C22 H22A 118.5 . . ? C22 C23 C24 125.37(10) . . ? C22 C23 H23A 117.3 . . ? C24 C23 H23A 117.3 . . ? C25 C24 C23 122.79(10) . . ? C25 C24 H24A 118.6 . . ? C23 C24 H24A 118.6 . . ? C24 C25 C26 125.45(11) . . ? C24 C25 H25A 117.3 . . ? C26 C25 H25A 117.3 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 C6 C1 C2 C3 -0.01(15) . . . . ? C1 C2 C3 C4 -0.68(15) . . . . ? C2 C3 C4 C5 0.53(16) . . . . ? C3 C4 C5 C6 0.31(15) . . . . ? C4 C5 C6 C1 -1.00(15) . . . . ? C4 C5 C6 C7 -179.68(9) . . . . ? C2 C1 C6 C5 0.85(15) . . . . ? C2 C1 C6 C7 179.56(9) . . . . ? C5 C6 C7 O1 -9.74(12) . . . . ? C1 C6 C7 O1 171.57(8) . . . . ? C5 C6 C7 C14 -127.50(10) . . . . ? C1 C6 C7 C14 53.81(11) . . . . ? C5 C6 C7 C8 109.88(10) . . . . ? C1 C6 C7 C8 -68.81(11) . . . . ? O1 C7 C8 C13 -126.76(10) . . . . ? C14 C7 C8 C13 -5.54(13) . . . . ? C6 C7 C8 C13 115.27(10) . . . . ? O1 C7 C8 C9 54.23(11) . . . . ? C14 C7 C8 C9 175.45(9) . . . . ? C6 C7 C8 C9 -63.74(11) . . . . ? C13 C8 C9 C10 0.71(16) . . . . ? C7 C8 C9 C10 179.76(10) . . . . ? C8 C9 C10 C11 -0.33(17) . . . . ? C9 C10 C11 C12 -0.14(17) . . . . ? C10 C11 C12 C13 0.23(17) . . . . ? C9 C8 C13 C12 -0.61(15) . . . . ? C7 C8 C13 C12 -179.62(9) . . . . ? C11 C12 C13 C8 0.15(16) . . . . ? O2 C21 C22 C23 170.90(10) . . . . ? O3 C21 C22 C23 -8.15(15) . . . . ? C21 C22 C23 C24 -179.67(10) . . . . ? C22 C23 C24 C25 174.32(11) . . . . ? C23 C24 C25 C26 178.21(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O O2 0.871(13) 1.808(13) 2.6774(10) 175.9(15) . O3 H3O O1 0.884(13) 1.844(13) 2.7185(10) 169.8(15) 2_656 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.290 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.036 #=======================================END data_Diol-2HSA@90k-325nm-1h-exposure _database_code_depnum_ccdc_archive 'CCDC 676956' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@90k-325nm-1h-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5938(3) _cell_length_b 9.6260(3) _cell_length_c 11.3346(4) _cell_angle_alpha 90.1378(5) _cell_angle_beta 109.8917(6) _cell_angle_gamma 105.6692(5) _cell_volume 844.32(5) _cell_formula_units_Z 1 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 942 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9917 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8782 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3318 _reflns_number_gt 2901 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0335P)^2^+0.3327P] 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 3318 _refine_ls_number_parameters 242 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0895 _refine_ls_wR_factor_gt 0.0860 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0.002 _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 0.46560(11) 0.12705(9) 0.31274(8) 0.0171(2) Uani 1 1 d D . . H1O H 0.5476 0.1157 0.3778 0.021 Uiso 1 1 d RD . . C1 C 0.38640(16) 0.41705(14) 0.10805(12) 0.0180(3) Uani 1 1 d . . . H1A H 0.4721 0.5014 0.1565 0.022 Uiso 1 1 calc R . . C2 C 0.26732(17) 0.42913(15) -0.00711(12) 0.0208(3) Uani 1 1 d . . . H2A H 0.2718 0.5215 -0.0375 0.025 Uiso 1 1 calc R . . C3 C 0.14176(17) 0.30649(15) -0.07795(12) 0.0220(3) Uani 1 1 d . . . H3A H 0.0590 0.3147 -0.1564 0.026 Uiso 1 1 calc R . . C4 C 0.13732(17) 0.17198(15) -0.03406(12) 0.0223(3) Uani 1 1 d . . . H4A H 0.0519 0.0878 -0.0830 0.027 Uiso 1 1 calc R . . C5 C 0.25690(16) 0.15908(14) 0.08108(12) 0.0186(3) Uani 1 1 d . . . H5A H 0.2537 0.0663 0.1104 0.022 Uiso 1 1 calc R . . C6 C 0.38115(15) 0.28216(13) 0.15318(11) 0.0148(3) Uani 1 1 d . . . C7 C 0.51564(15) 0.27232(13) 0.28040(11) 0.0150(3) Uani 1 1 d . . . C8 C 0.69461(15) 0.30620(13) 0.26881(11) 0.0156(3) Uani 1 1 d . . . C9 C 0.71965(18) 0.21238(15) 0.18745(13) 0.0230(3) Uani 1 1 d . . . H9A H 0.6273 0.1303 0.1416 0.028 Uiso 1 1 calc R . . C10 C 0.87813(19) 0.23820(16) 0.17324(15) 0.0288(3) Uani 1 1 d . . . H10A H 0.8944 0.1736 0.1181 0.035 Uiso 1 1 calc R . . C11 C 1.01380(18) 0.35829(17) 0.23930(14) 0.0278(3) Uani 1 1 d . . . H11A H 1.1227 0.3758 0.2295 0.033 Uiso 1 1 calc R . . C12 C 0.98957(17) 0.45207(16) 0.31924(13) 0.0254(3) Uani 1 1 d . . . H12A H 1.0820 0.5344 0.3644 0.031 Uiso 1 1 calc R . . C13 C 0.82959(16) 0.42633(15) 0.33392(12) 0.0201(3) Uani 1 1 d . . . H13A H 0.8134 0.4914 0.3887 0.024 Uiso 1 1 calc R . . C14 C 0.51272(15) 0.37418(14) 0.37757(12) 0.0163(3) Uani 1 1 d . . . C15 C 0.50435(15) 0.45378(13) 0.45546(11) 0.0165(3) Uani 1 1 d . . . O2 O 0.72683(16) 0.10597(14) 0.51741(11) 0.0289(3) Uani 0.9436(16) 1 d PD A 1 O3 O 0.8510(4) -0.0156(3) 0.67146(18) 0.0211(4) Uani 0.9436(16) 1 d PD A 1 H3O H 0.7449 -0.0482 0.6662 0.025 Uiso 0.9436(16) 1 d PRD A 1 C21 C 0.8562(3) 0.0785(2) 0.5855(2) 0.0181(4) Uani 0.9436(16) 1 d PD A 1 C22 C 1.03002(18) 0.15007(15) 0.58358(13) 0.0206(3) Uani 0.9436(16) 1 d PD A 1 H22A H 1.0398 0.2091 0.5179 0.025 Uiso 0.9436(16) 1 calc PR A 1 C23 C 1.17439(18) 0.13568(14) 0.66992(13) 0.0196(3) Uani 0.9436(16) 1 d PD A 1 H23A H 1.1618 0.0760 0.7346 0.023 Uiso 0.9436(16) 1 calc PR A 1 C24 C 1.3481(2) 0.20298(15) 0.67345(15) 0.0226(3) Uani 0.9436(16) 1 d PD A 1 H24A H 1.3632 0.2559 0.6056 0.027 Uiso 0.9436(16) 1 calc PR A 1 C25 C 1.4872(2) 0.19424(16) 0.76693(17) 0.0243(3) Uani 0.9436(16) 1 d PD A 1 H25A H 1.4693 0.1427 0.8348 0.029 Uiso 0.9436(16) 1 calc PR A 1 C26 C 1.6682(2) 0.25773(16) 0.77497(17) 0.0305(4) Uani 0.9436(16) 1 d PD A 1 H26A H 1.7232 0.1802 0.7783 0.046 Uiso 0.9436(16) 1 calc PR A 1 H26B H 1.7314 0.3260 0.8513 0.046 Uiso 0.9436(16) 1 calc PR A 1 H26C H 1.6698 0.3090 0.7006 0.046 Uiso 0.9436(16) 1 calc PR A 1 O2B O 0.695(3) 0.134(3) 0.545(2) 0.0289(3) Uani 0.0564(16) 1 d PD A 2 O3B O 0.852(8) -0.011(6) 0.647(4) 0.0211(4) Uani 0.0564(16) 1 d PD A 2 H3OB H 0.7270 -0.0764 0.6395 0.025 Uiso 0.0564(16) 1 d PRD A 2 C21B C 0.826(5) 0.098(5) 0.579(4) 0.0181(4) Uani 0.0564(16) 1 d PD A 2 C22B C 0.950(3) 0.079(3) 0.523(2) 0.0206(3) Uani 0.0564(16) 1 d PD . 2 H22B H 0.9881 0.1730 0.4888 0.025 Uiso 0.0564(16) 1 calc PR A 2 C23B C 1.101(2) 0.043(2) 0.588(2) 0.0196(3) Uani 0.0564(16) 1 d PD . 2 H23B H 1.0897 -0.0036 0.6648 0.023 Uiso 0.0564(16) 1 calc PR A 2 C24B C 1.274(2) 0.138(3) 0.618(2) 0.0226(3) Uani 0.0564(16) 1 d PD A 2 H24B H 1.2860 0.2076 0.5602 0.027 Uiso 0.0564(16) 1 calc PR A 2 C25B C 1.415(3) 0.145(3) 0.711(2) 0.0243(3) Uani 0.0564(16) 1 d PD A 2 H25B H 1.4834 0.1030 0.6803 0.029 Uiso 0.0564(16) 1 calc PR A 2 C26B C 1.508(3) 0.191(3) 0.843(2) 0.0305(4) Uani 0.0564(16) 1 d PD A 2 H26D H 1.5407 0.1091 0.8855 0.046 Uiso 0.0564(16) 1 calc PR A 2 H26E H 1.4350 0.2242 0.8793 0.046 Uiso 0.0564(16) 1 calc PR A 2 H26F H 1.6124 0.2700 0.8527 0.046 Uiso 0.0564(16) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0149(4) 0.0174(4) 0.0181(4) 0.0050(3) 0.0048(3) 0.0045(3) C1 0.0183(6) 0.0188(6) 0.0193(6) 0.0007(5) 0.0092(5) 0.0058(5) C2 0.0229(7) 0.0234(7) 0.0217(7) 0.0082(5) 0.0115(5) 0.0110(5) C3 0.0170(6) 0.0332(8) 0.0169(6) 0.0069(5) 0.0054(5) 0.0097(6) C4 0.0170(6) 0.0262(7) 0.0190(7) 0.0011(5) 0.0050(5) 0.0007(5) C5 0.0183(6) 0.0196(6) 0.0189(6) 0.0039(5) 0.0085(5) 0.0047(5) C6 0.0131(6) 0.0194(6) 0.0154(6) 0.0021(5) 0.0080(5) 0.0063(5) C7 0.0147(6) 0.0153(6) 0.0165(6) 0.0024(5) 0.0073(5) 0.0043(5) C8 0.0147(6) 0.0190(6) 0.0162(6) 0.0064(5) 0.0069(5) 0.0078(5) C9 0.0241(7) 0.0198(7) 0.0296(7) 0.0025(6) 0.0143(6) 0.0074(5) C10 0.0327(8) 0.0288(8) 0.0397(9) 0.0085(6) 0.0246(7) 0.0170(6) C11 0.0186(7) 0.0391(8) 0.0357(8) 0.0174(7) 0.0170(6) 0.0151(6) C12 0.0161(7) 0.0337(8) 0.0241(7) 0.0093(6) 0.0068(6) 0.0035(6) C13 0.0181(6) 0.0251(7) 0.0175(6) 0.0037(5) 0.0070(5) 0.0059(5) C14 0.0123(6) 0.0199(6) 0.0167(6) 0.0042(5) 0.0056(5) 0.0041(5) C15 0.0142(6) 0.0202(6) 0.0165(6) 0.0036(5) 0.0070(5) 0.0053(5) O2 0.0221(6) 0.0386(7) 0.0243(6) 0.0085(5) 0.0034(5) 0.0122(5) O3 0.0180(5) 0.0252(6) 0.0219(11) 0.0087(7) 0.0096(8) 0.0058(4) C21 0.0250(10) 0.0159(10) 0.0146(7) 0.0001(6) 0.0060(7) 0.0091(6) C22 0.0254(8) 0.0185(7) 0.0195(7) 0.0033(6) 0.0108(6) 0.0053(6) C23 0.0232(7) 0.0160(6) 0.0221(7) 0.0004(5) 0.0122(6) 0.0043(5) C24 0.0242(8) 0.0173(7) 0.0298(8) 0.0024(6) 0.0157(7) 0.0039(6) C25 0.0286(9) 0.0192(8) 0.0292(9) 0.0003(6) 0.0150(7) 0.0071(6) C26 0.0269(8) 0.0220(8) 0.0451(10) -0.0028(7) 0.0163(7) 0.0065(6) O2B 0.0221(6) 0.0386(7) 0.0243(6) 0.0085(5) 0.0034(5) 0.0122(5) O3B 0.0180(5) 0.0252(6) 0.0219(11) 0.0087(7) 0.0096(8) 0.0058(4) C21B 0.0250(10) 0.0159(10) 0.0146(7) 0.0001(6) 0.0060(7) 0.0091(6) C22B 0.0254(8) 0.0185(7) 0.0195(7) 0.0033(6) 0.0108(6) 0.0053(6) C23B 0.0232(7) 0.0160(6) 0.0221(7) 0.0004(5) 0.0122(6) 0.0043(5) C24B 0.0242(8) 0.0173(7) 0.0298(8) 0.0024(6) 0.0157(7) 0.0039(6) C25B 0.0286(9) 0.0192(8) 0.0292(9) 0.0003(6) 0.0150(7) 0.0071(6) C26B 0.0269(8) 0.0220(8) 0.0451(10) -0.0028(7) 0.0163(7) 0.0065(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4351(14) . ? O1 H1O 0.8608 . ? C1 C2 1.3858(18) . ? C1 C6 1.3918(18) . ? C1 H1A 0.9500 . ? C2 C3 1.3858(19) . ? C2 H2A 0.9500 . ? C3 C4 1.3838(19) . ? C3 H3A 0.9500 . ? C4 C5 1.3899(18) . ? C4 H4A 0.9500 . ? C5 C6 1.3892(18) . ? C5 H5A 0.9500 . ? C6 C7 1.5328(17) . ? C7 C14 1.4839(17) . ? C7 C8 1.5349(16) . ? C8 C13 1.3843(18) . ? C8 C9 1.3959(18) . ? C9 C10 1.3817(19) . ? C9 H9A 0.9500 . ? C10 C11 1.389(2) . ? C10 H10A 0.9500 . ? C11 C12 1.380(2) . ? C11 H11A 0.9500 . ? C12 C13 1.3968(18) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.2006(18) . ? C15 C15 1.378(2) 2_666 ? O2 C21 1.216(2) . ? O3 C21 1.3357(18) . ? O3 H3O 0.8617 . ? C21 C22 1.474(2) . ? C22 C23 1.335(2) . ? C22 H22A 0.9500 . ? C23 C24 1.445(2) . ? C23 H23A 0.9500 . ? C24 C25 1.323(2) . ? C24 H24A 0.9500 . ? C25 C26 1.481(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? O2B C21B 1.202(19) . ? O3B C21B 1.33(2) . ? O3B H3OB 1.0611 . ? C21B C22B 1.467(19) . ? C22B C23B 1.396(18) . ? C22B C23B 1.57(3) 2_756 ? C22B H22B 1.0000 . ? C23B C24B 1.445(18) . ? C23B C22B 1.57(3) 2_756 ? C23B H23B 1.0000 . ? C24B C25B 1.293(19) . ? C24B H24B 0.9500 . ? C25B C26B 1.429(19) . ? C25B H25B 0.9500 . ? C26B H26D 0.9800 . ? C26B H26E 0.9800 . ? C26B H26F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1O 108.7 . . ? C2 C1 C6 120.41(12) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 120.00(12) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 119.76(12) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C3 C4 C5 120.50(12) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C6 C5 C4 119.83(12) . . ? C6 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C5 C6 C1 119.49(11) . . ? C5 C6 C7 121.37(11) . . ? C1 C6 C7 119.12(11) . . ? O1 C7 C14 108.77(9) . . ? O1 C7 C6 107.50(10) . . ? C14 C7 C6 108.87(10) . . ? O1 C7 C8 110.14(9) . . ? C14 C7 C8 111.82(10) . . ? C6 C7 C8 109.64(10) . . ? C13 C8 C9 119.29(12) . . ? C13 C8 C7 122.68(11) . . ? C9 C8 C7 118.02(11) . . ? C10 C9 C8 120.34(13) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C9 C10 C11 120.29(13) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.67(12) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C11 C12 C13 120.22(13) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C8 C13 C12 120.18(13) . . ? C8 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C15 C14 C7 177.65(13) . . ? C14 C15 C15 179.47(18) . 2_666 ? C21 O3 H3O 107.2 . . ? C21 O3 H3OB 103.1 . . ? O2 C21 O3 121.8(2) . . ? O2 C21 C22 123.00(16) . . ? O3 C21 C22 115.12(18) . . ? C23 C22 C21 122.98(13) . . ? C23 C22 H22A 118.5 . . ? C21 C22 H22A 118.5 . . ? C22 C23 C24 125.67(13) . . ? C22 C23 H23A 117.2 . . ? C24 C23 H23A 117.2 . . ? C25 C24 C23 122.99(14) . . ? C25 C24 H24A 118.5 . . ? C23 C24 H24A 118.5 . . ? C24 C25 C26 125.69(15) . . ? C24 C25 H25A 117.2 . . ? C26 C25 H25A 117.2 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C21B O3B H3O 104.5 . . ? C21B O3B H3OB 105.7 . . ? O2B C21B O3B 126(4) . . ? O2B C21B C22B 137(4) . . ? O3B C21B C22B 89(3) . . ? C23B C22B C21B 124(2) . . ? C23B C22B C23B 91.2(18) . 2_756 ? C21B C22B C23B 122(3) . 2_756 ? C23B C22B H22B 105.6 . . ? C21B C22B H22B 105.6 . . ? C23B C22B H22B 105.6 2_756 . ? C22B C23B C24B 125(2) . . ? C22B C23B C22B 88.8(18) . 2_756 ? C24B C23B C22B 112.9(19) . 2_756 ? C22B C23B H23B 109.4 . . ? C24B C23B H23B 109.4 . . ? C22B C23B H23B 109.4 2_756 . ? C25B C24B C23B 131(2) . . ? C25B C24B H24B 114.6 . . ? C23B C24B H24B 114.6 . . ? C24B C25B C26B 145(3) . . ? C24B C25B H25B 107.7 . . ? C26B C25B H25B 107.7 . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B 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 C6 C1 C2 C3 0.16(19) . . . . ? C1 C2 C3 C4 -0.88(19) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? C3 C4 C5 C6 0.45(19) . . . . ? C4 C5 C6 C1 -1.16(18) . . . . ? C4 C5 C6 C7 -179.76(11) . . . . ? C2 C1 C6 C5 0.87(18) . . . . ? C2 C1 C6 C7 179.50(11) . . . . ? C5 C6 C7 O1 -9.89(15) . . . . ? C1 C6 C7 O1 171.51(10) . . . . ? C5 C6 C7 C14 -127.54(12) . . . . ? C1 C6 C7 C14 53.85(14) . . . . ? C5 C6 C7 C8 109.84(12) . . . . ? C1 C6 C7 C8 -68.76(14) . . . . ? O1 C7 C8 C13 -126.73(12) . . . . ? C14 C7 C8 C13 -5.67(16) . . . . ? C6 C7 C8 C13 115.18(13) . . . . ? O1 C7 C8 C9 54.31(14) . . . . ? C14 C7 C8 C9 175.37(11) . . . . ? C6 C7 C8 C9 -63.78(14) . . . . ? C13 C8 C9 C10 0.78(19) . . . . ? C7 C8 C9 C10 179.78(12) . . . . ? C8 C9 C10 C11 -0.4(2) . . . . ? C9 C10 C11 C12 -0.1(2) . . . . ? C10 C11 C12 C13 0.1(2) . . . . ? C9 C8 C13 C12 -0.76(19) . . . . ? C7 C8 C13 C12 -179.71(11) . . . . ? C11 C12 C13 C8 0.3(2) . . . . ? O2 C21 C22 C23 170.11(17) . . . . ? O3 C21 C22 C23 -7.4(3) . . . . ? C21 C22 C23 C24 -179.88(15) . . . . ? C22 C23 C24 C25 174.42(14) . . . . ? C23 C24 C25 C26 178.56(14) . . . . ? O2B C21B C22B C23B 176(5) . . . . ? O3B C21B C22B C23B -37(5) . . . . ? O2B C21B C22B C23B -66(7) . . . 2_756 ? O3B C21B C22B C23B 80(4) . . . 2_756 ? C21B C22B C23B C24B -111(4) . . . . ? C23B C22B C23B C24B 117(3) 2_756 . . . ? C21B C22B C23B C22B 131(4) . . . 2_756 ? C23B C22B C23B C22B 0.000(3) 2_756 . . 2_756 ? C22B C23B C24B C25B 151(3) . . . . ? C22B C23B C24B C25B -104(3) 2_756 . . . ? C23B C24B C25B C26B -76(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.188 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.038 #=======================================END data_Diol-2HSA@90k-325nm-3h-exposure _database_code_depnum_ccdc_archive 'CCDC 676957' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@90k-325nm-3h-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5943(3) _cell_length_b 9.6258(4) _cell_length_c 11.3318(4) _cell_angle_alpha 90.1441(6) _cell_angle_beta 109.9089(5) _cell_angle_gamma 105.7044(7) _cell_volume 843.86(5) _cell_formula_units_Z 1 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 942 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9917 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6651 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3308 _reflns_number_gt 2834 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0335P)^2^+0.3327P] 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 3308 _refine_ls_number_parameters 242 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0956 _refine_ls_wR_factor_gt 0.0914 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.161 _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 0.46577(12) 0.12709(10) 0.31270(9) 0.0177(2) Uani 1 1 d D . . H1O H 0.5478 0.1158 0.3778 0.021 Uiso 1 1 d RD . . C1 C 0.38642(18) 0.41700(15) 0.10796(13) 0.0186(3) Uani 1 1 d . . . H1A H 0.4722 0.5014 0.1564 0.022 Uiso 1 1 calc R . . C2 C 0.26724(18) 0.42895(16) -0.00720(14) 0.0216(3) Uani 1 1 d . . . H2A H 0.2715 0.5213 -0.0376 0.026 Uiso 1 1 calc R . . C3 C 0.14182(18) 0.30615(17) -0.07798(14) 0.0226(3) Uani 1 1 d . . . H3A H 0.0591 0.3143 -0.1564 0.027 Uiso 1 1 calc R . . C4 C 0.13732(18) 0.17186(16) -0.03425(14) 0.0232(3) Uani 1 1 d . . . H4A H 0.0519 0.0877 -0.0833 0.028 Uiso 1 1 calc R . . C5 C 0.25678(18) 0.15886(15) 0.08103(13) 0.0192(3) Uani 1 1 d . . . H5A H 0.2534 0.0661 0.1104 0.023 Uiso 1 1 calc R . . C6 C 0.38108(16) 0.28203(15) 0.15298(13) 0.0153(3) Uani 1 1 d . . . C7 C 0.51569(17) 0.27236(14) 0.28033(13) 0.0153(3) Uani 1 1 d . . . C8 C 0.69463(17) 0.30629(15) 0.26867(13) 0.0161(3) Uani 1 1 d . . . C9 C 0.71961(19) 0.21266(16) 0.18739(15) 0.0238(3) Uani 1 1 d . . . H9A H 0.6272 0.1306 0.1415 0.029 Uiso 1 1 calc R . . C10 C 0.8784(2) 0.23861(17) 0.17319(17) 0.0296(4) Uani 1 1 d . . . H10A H 0.8946 0.1741 0.1179 0.036 Uiso 1 1 calc R . . C11 C 1.01395(19) 0.35862(18) 0.23950(16) 0.0284(4) Uani 1 1 d . . . H11A H 1.1230 0.3761 0.2300 0.034 Uiso 1 1 calc R . . C12 C 0.98952(19) 0.45236(18) 0.31925(14) 0.0258(3) Uani 1 1 d . . . H12A H 1.0819 0.5348 0.3644 0.031 Uiso 1 1 calc R . . C13 C 0.82975(18) 0.42668(16) 0.33397(13) 0.0204(3) Uani 1 1 d . . . H13A H 0.8136 0.4918 0.3888 0.024 Uiso 1 1 calc R . . C14 C 0.51267(17) 0.37416(15) 0.37759(13) 0.0169(3) Uani 1 1 d . . . C15 C 0.50442(17) 0.45393(15) 0.45538(13) 0.0172(3) Uani 1 1 d . . . O2 O 0.72689(18) 0.10605(16) 0.51749(12) 0.0295(3) Uani 0.9368(17) 1 d PD A 1 O3 O 0.8501(3) -0.0164(3) 0.6710(2) 0.0214(4) Uani 0.9368(17) 1 d PD A 1 H3O H 0.7439 -0.0489 0.6658 0.026 Uiso 0.9368(17) 1 d PRD A 1 C21 C 0.8564(3) 0.0785(3) 0.5857(2) 0.0184(4) Uani 0.9368(17) 1 d PD A 1 C22 C 1.0301(2) 0.15010(16) 0.58365(15) 0.0207(3) Uani 0.9368(17) 1 d PD A 1 H22A H 1.0398 0.2092 0.5180 0.025 Uiso 0.9368(17) 1 calc PR A 1 C23 C 1.1746(2) 0.13562(16) 0.67007(15) 0.0202(3) Uani 0.9368(17) 1 d PD A 1 H23A H 1.1621 0.0758 0.7347 0.024 Uiso 0.9368(17) 1 calc PR A 1 C24 C 1.3479(2) 0.20319(17) 0.67339(17) 0.0231(4) Uani 0.9368(17) 1 d PD A 1 H24A H 1.3629 0.2565 0.6056 0.028 Uiso 0.9368(17) 1 calc PR A 1 C25 C 1.4868(2) 0.19416(18) 0.76666(19) 0.0249(4) Uani 0.9368(17) 1 d PD A 1 H25A H 1.4687 0.1422 0.8343 0.030 Uiso 0.9368(17) 1 calc PR A 1 C26 C 1.6681(2) 0.25787(18) 0.77523(19) 0.0311(4) Uani 0.9368(17) 1 d PD A 1 H26A H 1.7231 0.1804 0.7786 0.047 Uiso 0.9368(17) 1 calc PR A 1 H26B H 1.7311 0.3260 0.8517 0.047 Uiso 0.9368(17) 1 calc PR A 1 H26C H 1.6701 0.3094 0.7010 0.047 Uiso 0.9368(17) 1 calc PR A 1 O2B O 0.692(3) 0.135(3) 0.542(2) 0.0295(3) Uani 0.0632(17) 1 d PD A 2 O3B O 0.865(6) 0.002(5) 0.654(5) 0.0214(4) Uani 0.0632(17) 1 d PD A 2 H3OB H 0.7405 -0.0638 0.6461 0.026 Uiso 0.0632(17) 1 d PRD A 2 C21B C 0.817(5) 0.093(5) 0.570(4) 0.0184(4) Uani 0.0632(17) 1 d PD A 2 C22B C 0.950(3) 0.079(3) 0.521(2) 0.0207(3) Uani 0.0632(17) 1 d PD . 2 H22B H 0.9885 0.1732 0.4881 0.025 Uiso 0.0632(17) 1 calc PR A 2 C23B C 1.101(2) 0.041(2) 0.587(2) 0.0202(3) Uani 0.0632(17) 1 d PD . 2 H23B H 1.0914 -0.0039 0.6652 0.024 Uiso 0.0632(17) 1 calc PR A 2 C24B C 1.272(2) 0.138(2) 0.614(2) 0.0231(4) Uani 0.0632(17) 1 d PD A 2 H24B H 1.2837 0.2041 0.5535 0.028 Uiso 0.0632(17) 1 calc PR A 2 C25B C 1.410(3) 0.147(3) 0.709(2) 0.0249(4) Uani 0.0632(17) 1 d PD A 2 H25B H 1.4731 0.0981 0.6784 0.030 Uiso 0.0632(17) 1 calc PR A 2 C26B C 1.514(3) 0.195(3) 0.836(2) 0.0311(4) Uani 0.0632(17) 1 d PD A 2 H26D H 1.5462 0.1136 0.8790 0.047 Uiso 0.0632(17) 1 calc PR A 2 H26E H 1.4489 0.2341 0.8774 0.047 Uiso 0.0632(17) 1 calc PR A 2 H26F H 1.6183 0.2713 0.8403 0.047 Uiso 0.0632(17) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0149(5) 0.0178(5) 0.0192(5) 0.0053(4) 0.0047(4) 0.0043(4) C1 0.0185(7) 0.0198(7) 0.0200(7) 0.0012(6) 0.0095(6) 0.0063(5) C2 0.0232(7) 0.0242(7) 0.0230(8) 0.0084(6) 0.0118(6) 0.0112(6) C3 0.0170(7) 0.0337(8) 0.0182(7) 0.0074(6) 0.0057(6) 0.0096(6) C4 0.0175(7) 0.0269(8) 0.0200(7) 0.0016(6) 0.0046(6) 0.0010(6) C5 0.0186(7) 0.0199(7) 0.0199(7) 0.0044(6) 0.0085(6) 0.0049(5) C6 0.0130(6) 0.0206(7) 0.0160(7) 0.0026(5) 0.0082(5) 0.0067(5) C7 0.0146(6) 0.0158(6) 0.0168(7) 0.0024(5) 0.0073(5) 0.0045(5) C8 0.0147(6) 0.0196(7) 0.0168(7) 0.0070(5) 0.0071(5) 0.0077(5) C9 0.0239(8) 0.0206(7) 0.0313(8) 0.0030(6) 0.0144(7) 0.0075(6) C10 0.0330(9) 0.0297(8) 0.0404(10) 0.0083(7) 0.0245(8) 0.0168(7) C11 0.0188(7) 0.0400(9) 0.0372(9) 0.0186(7) 0.0176(7) 0.0159(7) C12 0.0156(7) 0.0346(8) 0.0249(8) 0.0101(7) 0.0066(6) 0.0041(6) C13 0.0180(7) 0.0259(7) 0.0175(7) 0.0043(6) 0.0068(6) 0.0061(6) C14 0.0127(6) 0.0206(7) 0.0178(7) 0.0049(6) 0.0060(5) 0.0048(5) C15 0.0139(6) 0.0209(7) 0.0181(7) 0.0043(6) 0.0073(5) 0.0052(5) O2 0.0210(7) 0.0399(8) 0.0256(7) 0.0094(6) 0.0024(5) 0.0129(6) O3 0.0175(7) 0.0245(10) 0.0244(11) 0.0103(6) 0.0109(5) 0.0051(7) C21 0.0242(12) 0.0172(9) 0.0143(10) 0.0012(7) 0.0048(9) 0.0093(8) C22 0.0245(8) 0.0187(8) 0.0203(8) 0.0038(6) 0.0110(7) 0.0049(6) C23 0.0241(8) 0.0164(7) 0.0226(8) 0.0005(6) 0.0125(6) 0.0042(6) C24 0.0239(9) 0.0180(8) 0.0314(9) 0.0035(7) 0.0156(7) 0.0048(7) C25 0.0288(10) 0.0213(8) 0.0285(10) 0.0003(8) 0.0143(8) 0.0078(7) C26 0.0281(9) 0.0222(8) 0.0454(11) -0.0020(8) 0.0161(8) 0.0073(7) O2B 0.0210(7) 0.0399(8) 0.0256(7) 0.0094(6) 0.0024(5) 0.0129(6) O3B 0.0175(7) 0.0245(10) 0.0244(11) 0.0103(6) 0.0109(5) 0.0051(7) C21B 0.0242(12) 0.0172(9) 0.0143(10) 0.0012(7) 0.0048(9) 0.0093(8) C22B 0.0245(8) 0.0187(8) 0.0203(8) 0.0038(6) 0.0110(7) 0.0049(6) C23B 0.0241(8) 0.0164(7) 0.0226(8) 0.0005(6) 0.0125(6) 0.0042(6) C24B 0.0239(9) 0.0180(8) 0.0314(9) 0.0035(7) 0.0156(7) 0.0048(7) C25B 0.0288(10) 0.0213(8) 0.0285(10) 0.0003(8) 0.0143(8) 0.0078(7) C26B 0.0281(9) 0.0222(8) 0.0454(11) -0.0020(8) 0.0161(8) 0.0073(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4349(16) . ? O1 H1O 0.8606 . ? C1 C2 1.385(2) . ? C1 C6 1.3919(19) . ? C1 H1A 0.9500 . ? C2 C3 1.385(2) . ? C2 H2A 0.9500 . ? C3 C4 1.381(2) . ? C3 H3A 0.9500 . ? C4 C5 1.390(2) . ? C4 H4A 0.9500 . ? C5 C6 1.3885(19) . ? C5 H5A 0.9500 . ? C6 C7 1.5334(18) . ? C7 C14 1.4845(19) . ? C7 C8 1.5348(18) . ? C8 C13 1.386(2) . ? C8 C9 1.394(2) . ? C9 C10 1.384(2) . ? C9 H9A 0.9500 . ? C10 C11 1.388(2) . ? C10 H10A 0.9500 . ? C11 C12 1.379(2) . ? C11 H11A 0.9500 . ? C12 C13 1.395(2) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.200(2) . ? C15 C15 1.378(3) 2_666 ? O2 C21 1.218(2) . ? O3 C21 1.336(2) . ? O3 H3O 0.8615 . ? C21 C22 1.474(3) . ? C22 C23 1.337(2) . ? C22 H22A 0.9500 . ? C23 C24 1.442(2) . ? C23 H23A 0.9500 . ? C24 C25 1.321(3) . ? C24 H24A 0.9500 . ? C25 C26 1.481(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? O2B C21B 1.199(19) . ? O3B C21B 1.33(2) . ? O3B H3OB 1.0608 . ? C21B C22B 1.461(19) . ? C22B C23B 1.406(18) . ? C22B C23B 1.55(3) 2_756 ? C22B H22B 1.0000 . ? C23B C24B 1.441(18) . ? C23B C22B 1.55(3) 2_756 ? C23B H23B 1.0000 . ? C24B C25B 1.282(19) . ? C24B H24B 0.9500 . ? C25B C26B 1.409(19) . ? C25B H25B 0.9500 . ? C26B H26D 0.9800 . ? C26B H26E 0.9800 . ? C26B H26F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1O 108.7 . . ? C2 C1 C6 120.33(13) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 119.95(13) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 119.87(13) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C3 C4 C5 120.54(14) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C6 C5 C4 119.69(13) . . ? C6 C5 H5A 120.2 . . ? C4 C5 H5A 120.2 . . ? C5 C6 C1 119.60(13) . . ? C5 C6 C7 121.34(12) . . ? C1 C6 C7 119.04(12) . . ? O1 C7 C14 108.72(11) . . ? O1 C7 C6 107.50(10) . . ? C14 C7 C6 108.89(11) . . ? O1 C7 C8 110.11(10) . . ? C14 C7 C8 111.91(11) . . ? C6 C7 C8 109.60(11) . . ? C13 C8 C9 119.33(13) . . ? C13 C8 C7 122.60(12) . . ? C9 C8 C7 118.06(12) . . ? C10 C9 C8 120.35(14) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C9 C10 C11 120.21(15) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.69(14) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C11 C12 C13 120.33(14) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C8 C13 C12 120.08(14) . . ? C8 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C14 C7 177.76(14) . . ? C14 C15 C15 179.7(2) . 2_666 ? C21 O3 H3O 107.6 . . ? C21 O3 H3OB 102.9 . . ? O2 C21 O3 121.6(2) . . ? O2 C21 C22 122.88(17) . . ? O3 C21 C22 115.52(17) . . ? C23 C22 C21 122.88(14) . . ? C23 C22 H22A 118.6 . . ? C21 C22 H22A 118.6 . . ? C22 C23 C24 125.49(15) . . ? C22 C23 H23A 117.3 . . ? C24 C23 H23A 117.3 . . ? C25 C24 C23 122.80(16) . . ? C25 C24 H24A 118.6 . . ? C23 C24 H24A 118.6 . . ? C24 C25 C26 125.83(17) . . ? C24 C25 H25A 117.1 . . ? C26 C25 H25A 117.1 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C21B O3B H3O 100.2 . . ? C21B O3B H3OB 98.4 . . ? O2B C21B O3B 129(4) . . ? O2B C21B C22B 141(4) . . ? O3B C21B C22B 88(2) . . ? C23B C22B C21B 127(2) . . ? C23B C22B C23B 91.3(17) . 2_756 ? C21B C22B C23B 118(3) . 2_756 ? C23B C22B H22B 106.1 . . ? C21B C22B H22B 106.1 . . ? C23B C22B H22B 106.1 2_756 . ? C22B C23B C24B 122.8(19) . . ? C22B C23B C22B 88.7(17) . 2_756 ? C24B C23B C22B 112.7(19) . 2_756 ? C22B C23B H23B 110.2 . . ? C24B C23B H23B 110.2 . . ? C22B C23B H23B 110.2 2_756 . ? C25B C24B C23B 129(2) . . ? C25B C24B H24B 115.6 . . ? C23B C24B H24B 115.6 . . ? C24B C25B C26B 150(3) . . ? C24B C25B H25B 104.9 . . ? C26B C25B H25B 104.9 . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B 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 C6 C1 C2 C3 0.1(2) . . . . ? C1 C2 C3 C4 -0.8(2) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? C3 C4 C5 C6 0.3(2) . . . . ? C4 C5 C6 C1 -1.0(2) . . . . ? C4 C5 C6 C7 -179.72(12) . . . . ? C2 C1 C6 C5 0.8(2) . . . . ? C2 C1 C6 C7 179.54(12) . . . . ? C5 C6 C7 O1 -9.77(16) . . . . ? C1 C6 C7 O1 171.50(11) . . . . ? C5 C6 C7 C14 -127.39(13) . . . . ? C1 C6 C7 C14 53.88(15) . . . . ? C5 C6 C7 C8 109.89(14) . . . . ? C1 C6 C7 C8 -68.83(15) . . . . ? O1 C7 C8 C13 -126.70(13) . . . . ? C14 C7 C8 C13 -5.67(18) . . . . ? C6 C7 C8 C13 115.24(14) . . . . ? O1 C7 C8 C9 54.32(16) . . . . ? C14 C7 C8 C9 175.36(12) . . . . ? C6 C7 C8 C9 -63.73(15) . . . . ? C13 C8 C9 C10 0.8(2) . . . . ? C7 C8 C9 C10 179.81(13) . . . . ? C8 C9 C10 C11 -0.3(2) . . . . ? C9 C10 C11 C12 -0.3(2) . . . . ? C10 C11 C12 C13 0.3(2) . . . . ? C9 C8 C13 C12 -0.8(2) . . . . ? C7 C8 C13 C12 -179.73(13) . . . . ? C11 C12 C13 C8 0.2(2) . . . . ? O2 C21 C22 C23 170.18(19) . . . . ? O3 C21 C22 C23 -7.7(3) . . . . ? C21 C22 C23 C24 -179.75(17) . . . . ? C22 C23 C24 C25 174.54(16) . . . . ? C23 C24 C25 C26 178.64(15) . . . . ? O2B C21B C22B C23B 170(6) . . . . ? O3B C21B C22B C23B -25(5) . . . . ? O2B C21B C22B C23B -74(8) . . . 2_756 ? O3B C21B C22B C23B 91(4) . . . 2_756 ? C21B C22B C23B C24B -116(4) . . . . ? C23B C22B C23B C24B 116(3) 2_756 . . . ? C21B C22B C23B C22B 128(4) . . . 2_756 ? C23B C22B C23B C22B 0.000(2) 2_756 . . 2_756 ? C22B C23B C24B C25B 149(3) . . . . ? C22B C23B C24B C25B -107(3) 2_756 . . . ? C23B C24B C25B C26B -79(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.234 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.040 #=======================================END data_Diol-2HSA@90k-325nm-8h-exposure _database_code_depnum_ccdc_archive 'CCDC 676958' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@90k-325nm-8h-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5959(4) _cell_length_b 9.6271(4) _cell_length_c 11.3333(5) _cell_angle_alpha 90.1271(9) _cell_angle_beta 109.9222(6) _cell_angle_gamma 105.7201(5) _cell_volume 844.12(6) _cell_formula_units_Z 1 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 942 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9917 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6724 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3310 _reflns_number_gt 2832 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0335P)^2^+0.3327P] 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 3310 _refine_ls_number_parameters 242 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0948 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.151 _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 0.46582(12) 0.12720(10) 0.31264(9) 0.0179(2) Uani 1 1 d D . . H1O H 0.5476 0.1159 0.3777 0.022 Uiso 1 1 d RD . . C1 C 0.38638(18) 0.41701(15) 0.10799(13) 0.0187(3) Uani 1 1 d . . . H1A H 0.4720 0.5014 0.1565 0.022 Uiso 1 1 calc R . . C2 C 0.26725(18) 0.42892(16) -0.00726(14) 0.0216(3) Uani 1 1 d . . . H2A H 0.2716 0.5212 -0.0377 0.026 Uiso 1 1 calc R . . C3 C 0.14191(18) 0.30621(17) -0.07802(14) 0.0229(3) Uani 1 1 d . . . H3A H 0.0591 0.3144 -0.1565 0.027 Uiso 1 1 calc R . . C4 C 0.13746(18) 0.17179(16) -0.03423(14) 0.0230(3) Uani 1 1 d . . . H4A H 0.0520 0.0876 -0.0832 0.028 Uiso 1 1 calc R . . C5 C 0.25704(17) 0.15893(15) 0.08085(13) 0.0191(3) Uani 1 1 d . . . H5A H 0.2539 0.0662 0.1101 0.023 Uiso 1 1 calc R . . C6 C 0.38117(16) 0.28204(14) 0.15301(13) 0.0154(3) Uani 1 1 d . . . C7 C 0.51574(17) 0.27236(14) 0.28041(13) 0.0154(3) Uani 1 1 d . . . C8 C 0.69475(17) 0.30630(14) 0.26881(13) 0.0163(3) Uani 1 1 d . . . C9 C 0.71984(19) 0.21275(16) 0.18753(15) 0.0237(3) Uani 1 1 d . . . H9A H 0.6274 0.1307 0.1417 0.028 Uiso 1 1 calc R . . C10 C 0.8785(2) 0.23867(18) 0.17323(17) 0.0299(4) Uani 1 1 d . . . H10A H 0.8948 0.1742 0.1179 0.036 Uiso 1 1 calc R . . C11 C 1.01402(19) 0.35876(18) 0.23950(16) 0.0284(4) Uani 1 1 d . . . H11A H 1.1231 0.3763 0.2300 0.034 Uiso 1 1 calc R . . C12 C 0.98956(19) 0.45236(17) 0.31918(14) 0.0262(3) Uani 1 1 d . . . H12A H 1.0820 0.5348 0.3643 0.031 Uiso 1 1 calc R . . C13 C 0.82975(18) 0.42674(16) 0.33401(13) 0.0207(3) Uani 1 1 d . . . H13A H 0.8136 0.4919 0.3888 0.025 Uiso 1 1 calc R . . C14 C 0.51282(16) 0.37421(15) 0.37758(13) 0.0170(3) Uani 1 1 d . . . C15 C 0.50440(17) 0.45390(15) 0.45545(13) 0.0175(3) Uani 1 1 d . . . O2 O 0.72667(18) 0.10605(15) 0.51746(12) 0.0295(3) Uani 0.9356(17) 1 d PD A 1 O3 O 0.8502(3) -0.0164(3) 0.6712(2) 0.0216(4) Uani 0.9356(17) 1 d PD A 1 H3O H 0.7441 -0.0489 0.6659 0.026 Uiso 0.9356(17) 1 d PRD A 1 C21 C 0.8565(2) 0.0786(2) 0.58602(17) 0.0183(4) Uani 0.9356(17) 1 d PD A 1 C22 C 1.0302(2) 0.15012(16) 0.58376(15) 0.0212(3) Uani 0.9356(17) 1 d PD A 1 H22A H 1.0398 0.2091 0.5181 0.025 Uiso 0.9356(17) 1 calc PR A 1 C23 C 1.17442(19) 0.13558(16) 0.66998(15) 0.0200(3) Uani 0.9356(17) 1 d PD A 1 H23A H 1.1618 0.0757 0.7346 0.024 Uiso 0.9356(17) 1 calc PR A 1 C24 C 1.3479(2) 0.20308(17) 0.67348(17) 0.0234(4) Uani 0.9356(17) 1 d PD A 1 H24A H 1.3630 0.2563 0.6057 0.028 Uiso 0.9356(17) 1 calc PR A 1 C25 C 1.4869(2) 0.19407(18) 0.76699(19) 0.0253(4) Uani 0.9356(17) 1 d PD A 1 H25A H 1.4689 0.1422 0.8347 0.030 Uiso 0.9356(17) 1 calc PR A 1 C26 C 1.6681(2) 0.25793(18) 0.77528(19) 0.0314(4) Uani 0.9356(17) 1 d PD A 1 H26A H 1.7233 0.1805 0.7786 0.047 Uiso 0.9356(17) 1 calc PR A 1 H26B H 1.7312 0.3262 0.8517 0.047 Uiso 0.9356(17) 1 calc PR A 1 H26C H 1.6698 0.3093 0.7010 0.047 Uiso 0.9356(17) 1 calc PR A 1 O2B O 0.693(3) 0.136(3) 0.545(2) 0.0295(3) Uani 0.0644(17) 1 d PD A 2 O3B O 0.860(6) 0.000(6) 0.650(4) 0.0216(4) Uani 0.0644(17) 1 d PD A 2 H3OB H 0.7353 -0.0655 0.6425 0.026 Uiso 0.0644(17) 1 d PRD A 2 C21B C 0.814(5) 0.090(5) 0.564(4) 0.0183(4) Uani 0.0644(17) 1 d PD A 2 C22B C 0.952(3) 0.079(3) 0.521(2) 0.0212(3) Uani 0.0644(17) 1 d PD . 2 H22B H 0.9892 0.1731 0.4870 0.025 Uiso 0.0644(17) 1 calc PR A 2 C23B C 1.102(2) 0.043(2) 0.588(2) 0.0200(3) Uani 0.0644(17) 1 d PD . 2 H23B H 1.0916 -0.0014 0.6656 0.024 Uiso 0.0644(17) 1 calc PR A 2 C24B C 1.275(2) 0.137(2) 0.615(2) 0.0234(4) Uani 0.0644(17) 1 d PD A 2 H24B H 1.2885 0.2016 0.5542 0.028 Uiso 0.0644(17) 1 calc PR A 2 C25B C 1.414(3) 0.146(3) 0.711(2) 0.0253(4) Uani 0.0644(17) 1 d PD A 2 H25B H 1.4786 0.0959 0.6828 0.030 Uiso 0.0644(17) 1 calc PR A 2 C26B C 1.513(3) 0.199(3) 0.839(2) 0.0314(4) Uani 0.0644(17) 1 d PD A 2 H26D H 1.5477 0.1200 0.8848 0.047 Uiso 0.0644(17) 1 calc PR A 2 H26E H 1.4424 0.2360 0.8760 0.047 Uiso 0.0644(17) 1 calc PR A 2 H26F H 1.6156 0.2773 0.8436 0.047 Uiso 0.0644(17) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0151(5) 0.0183(5) 0.0191(5) 0.0057(4) 0.0047(4) 0.0045(4) C1 0.0185(7) 0.0197(7) 0.0205(7) 0.0018(6) 0.0096(6) 0.0065(5) C2 0.0236(7) 0.0242(7) 0.0227(8) 0.0086(6) 0.0115(6) 0.0115(6) C3 0.0172(7) 0.0340(8) 0.0183(7) 0.0078(6) 0.0053(6) 0.0099(6) C4 0.0172(7) 0.0273(8) 0.0198(7) 0.0015(6) 0.0049(6) 0.0009(6) C5 0.0181(7) 0.0200(7) 0.0202(7) 0.0048(6) 0.0085(6) 0.0050(5) C6 0.0133(6) 0.0205(7) 0.0160(7) 0.0025(5) 0.0084(5) 0.0065(5) C7 0.0146(6) 0.0159(6) 0.0172(7) 0.0026(5) 0.0074(5) 0.0045(5) C8 0.0146(6) 0.0194(7) 0.0181(7) 0.0074(5) 0.0075(5) 0.0079(5) C9 0.0235(7) 0.0205(7) 0.0315(8) 0.0029(6) 0.0142(6) 0.0075(6) C10 0.0330(9) 0.0303(8) 0.0408(10) 0.0083(7) 0.0245(8) 0.0175(7) C11 0.0191(7) 0.0403(9) 0.0364(9) 0.0185(7) 0.0172(7) 0.0157(7) C12 0.0161(7) 0.0342(8) 0.0255(8) 0.0103(7) 0.0065(6) 0.0042(6) C13 0.0177(7) 0.0262(7) 0.0184(7) 0.0039(6) 0.0070(6) 0.0059(6) C14 0.0128(6) 0.0205(7) 0.0176(7) 0.0043(6) 0.0056(5) 0.0045(5) C15 0.0146(6) 0.0208(7) 0.0181(7) 0.0042(6) 0.0070(5) 0.0052(5) O2 0.0219(7) 0.0394(8) 0.0255(7) 0.0093(6) 0.0028(5) 0.0132(6) O3 0.0181(6) 0.0250(10) 0.0239(11) 0.0100(6) 0.0107(6) 0.0053(6) C21 0.0234(11) 0.0176(8) 0.0138(11) 0.0020(8) 0.0039(9) 0.0093(8) C22 0.0250(8) 0.0193(8) 0.0210(8) 0.0035(6) 0.0112(7) 0.0052(6) C23 0.0244(8) 0.0159(7) 0.0222(8) 0.0008(6) 0.0126(6) 0.0043(6) C24 0.0245(9) 0.0176(8) 0.0318(9) 0.0032(7) 0.0160(7) 0.0042(7) C25 0.0290(10) 0.0209(8) 0.0291(10) -0.0008(8) 0.0139(8) 0.0074(7) C26 0.0277(9) 0.0221(8) 0.0472(11) -0.0020(8) 0.0170(8) 0.0069(7) O2B 0.0219(7) 0.0394(8) 0.0255(7) 0.0093(6) 0.0028(5) 0.0132(6) O3B 0.0181(6) 0.0250(10) 0.0239(11) 0.0100(6) 0.0107(6) 0.0053(6) C21B 0.0234(11) 0.0176(8) 0.0138(11) 0.0020(8) 0.0039(9) 0.0093(8) C22B 0.0250(8) 0.0193(8) 0.0210(8) 0.0035(6) 0.0112(7) 0.0052(6) C23B 0.0244(8) 0.0159(7) 0.0222(8) 0.0008(6) 0.0126(6) 0.0043(6) C24B 0.0245(9) 0.0176(8) 0.0318(9) 0.0032(7) 0.0160(7) 0.0042(7) C25B 0.0290(10) 0.0209(8) 0.0291(10) -0.0008(8) 0.0139(8) 0.0074(7) C26B 0.0277(9) 0.0221(8) 0.0472(11) -0.0020(8) 0.0170(8) 0.0069(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4334(16) . ? O1 H1O 0.8606 . ? C1 C2 1.386(2) . ? C1 C6 1.3919(19) . ? C1 H1A 0.9500 . ? C2 C3 1.384(2) . ? C2 H2A 0.9500 . ? C3 C4 1.382(2) . ? C3 H3A 0.9500 . ? C4 C5 1.389(2) . ? C4 H4A 0.9500 . ? C5 C6 1.3885(19) . ? C5 H5A 0.9500 . ? C6 C7 1.5337(18) . ? C7 C14 1.4839(19) . ? C7 C8 1.5354(18) . ? C8 C13 1.386(2) . ? C8 C9 1.394(2) . ? C9 C10 1.384(2) . ? C9 H9A 0.9500 . ? C10 C11 1.388(2) . ? C10 H10A 0.9500 . ? C11 C12 1.378(2) . ? C11 H11A 0.9500 . ? C12 C13 1.396(2) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.2014(19) . ? C15 C15 1.378(3) 2_666 ? O2 C21 1.2205(19) . ? O3 C21 1.336(2) . ? O3 H3O 0.8616 . ? C21 C22 1.474(2) . ? C22 C23 1.334(2) . ? C22 H22A 0.9500 . ? C23 C24 1.443(2) . ? C23 H23A 0.9500 . ? C24 C25 1.324(3) . ? C24 H24A 0.9500 . ? C25 C26 1.481(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? O2B C21B 1.194(18) . ? O3B C21B 1.332(19) . ? O3B H3OB 1.0608 . ? C21B C22B 1.455(18) . ? C22B C23B 1.396(18) . ? C22B C23B 1.56(3) 2_756 ? C22B H22B 1.0000 . ? C23B C24B 1.442(18) . ? C23B C22B 1.56(3) 2_756 ? C23B H23B 1.0000 . ? C24B C25B 1.290(19) . ? C24B H24B 0.9500 . ? C25B C26B 1.416(19) . ? C25B H25B 0.9500 . ? C26B H26D 0.9800 . ? C26B H26E 0.9800 . ? C26B H26F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1O 108.7 . . ? C2 C1 C6 120.34(13) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 119.97(13) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 119.85(13) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C3 C4 C5 120.49(13) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C6 C5 C4 119.80(13) . . ? C6 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C5 C6 C1 119.53(13) . . ? C5 C6 C7 121.39(12) . . ? C1 C6 C7 119.07(12) . . ? O1 C7 C14 108.81(10) . . ? O1 C7 C6 107.47(10) . . ? C14 C7 C6 108.89(11) . . ? O1 C7 C8 110.08(10) . . ? C14 C7 C8 111.87(11) . . ? C6 C7 C8 109.60(11) . . ? C13 C8 C9 119.31(13) . . ? C13 C8 C7 122.58(12) . . ? C9 C8 C7 118.10(12) . . ? C10 C9 C8 120.44(14) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C9 C10 C11 120.13(15) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.71(14) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C11 C12 C13 120.42(14) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C8 C13 C12 120.00(14) . . ? C8 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C14 C7 177.65(14) . . ? C14 C15 C15 179.6(2) . 2_666 ? C21 O3 H3O 107.5 . . ? C21 O3 H3OB 101.3 . . ? O2 C21 O3 121.6(2) . . ? O2 C21 C22 122.87(16) . . ? O3 C21 C22 115.53(17) . . ? C23 C22 C21 122.85(14) . . ? C23 C22 H22A 118.6 . . ? C21 C22 H22A 118.6 . . ? C22 C23 C24 125.58(15) . . ? C22 C23 H23A 117.2 . . ? C24 C23 H23A 117.2 . . ? C25 C24 C23 122.85(16) . . ? C25 C24 H24A 118.6 . . ? C23 C24 H24A 118.6 . . ? C24 C25 C26 125.65(17) . . ? C24 C25 H25A 117.2 . . ? C26 C25 H25A 117.2 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C21B O3B H3O 102.7 . . ? C21B O3B H3OB 98.9 . . ? O2B C21B O3B 125(3) . . ? O2B C21B C22B 146(4) . . ? O3B C21B C22B 89(2) . . ? C23B C22B C21B 128(2) . . ? C23B C22B C23B 92.4(17) . 2_756 ? C21B C22B C23B 115(3) . 2_756 ? C23B C22B H22B 106.4 . . ? C21B C22B H22B 106.4 . . ? C23B C22B H22B 106.4 2_756 . ? C22B C23B C24B 124.6(19) . . ? C22B C23B C22B 87.6(17) . 2_756 ? C24B C23B C22B 112.8(18) . 2_756 ? C22B C23B H23B 109.8 . . ? C24B C23B H23B 109.8 . . ? C22B C23B H23B 109.8 2_756 . ? C25B C24B C23B 130(2) . . ? C25B C24B H24B 115.1 . . ? C23B C24B H24B 115.1 . . ? C24B C25B C26B 147(3) . . ? C24B C25B H25B 106.5 . . ? C26B C25B H25B 106.5 . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B 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 C6 C1 C2 C3 0.2(2) . . . . ? C1 C2 C3 C4 -0.9(2) . . . . ? C2 C3 C4 C5 0.5(2) . . . . ? C3 C4 C5 C6 0.5(2) . . . . ? C4 C5 C6 C1 -1.2(2) . . . . ? C4 C5 C6 C7 -179.83(12) . . . . ? C2 C1 C6 C5 0.8(2) . . . . ? C2 C1 C6 C7 179.51(12) . . . . ? C5 C6 C7 O1 -9.87(16) . . . . ? C1 C6 C7 O1 171.48(11) . . . . ? C5 C6 C7 C14 -127.58(13) . . . . ? C1 C6 C7 C14 53.76(15) . . . . ? C5 C6 C7 C8 109.75(14) . . . . ? C1 C6 C7 C8 -68.90(15) . . . . ? O1 C7 C8 C13 -126.82(13) . . . . ? C14 C7 C8 C13 -5.71(18) . . . . ? C6 C7 C8 C13 115.17(14) . . . . ? O1 C7 C8 C9 54.29(16) . . . . ? C14 C7 C8 C9 175.41(12) . . . . ? C6 C7 C8 C9 -63.71(15) . . . . ? C13 C8 C9 C10 0.8(2) . . . . ? C7 C8 C9 C10 179.76(13) . . . . ? C8 C9 C10 C11 -0.3(2) . . . . ? C9 C10 C11 C12 -0.3(2) . . . . ? C10 C11 C12 C13 0.3(2) . . . . ? C9 C8 C13 C12 -0.8(2) . . . . ? C7 C8 C13 C12 -179.69(13) . . . . ? C11 C12 C13 C8 0.3(2) . . . . ? O2 C21 C22 C23 170.35(18) . . . . ? O3 C21 C22 C23 -7.8(3) . . . . ? C21 C22 C23 C24 -179.68(16) . . . . ? C22 C23 C24 C25 174.43(16) . . . . ? C23 C24 C25 C26 178.66(15) . . . . ? O2B C21B C22B C23B 162(6) . . . . ? O3B C21B C22B C23B -23(5) . . . . ? O2B C21B C22B C23B -83(8) . . . 2_756 ? O3B C21B C22B C23B 92(4) . . . 2_756 ? C21B C22B C23B C24B -119(3) . . . . ? C23B C22B C23B C24B 116(3) 2_756 . . . ? C21B C22B C23B C22B 125(4) . . . 2_756 ? C23B C22B C23B C22B 0.000(2) 2_756 . . 2_756 ? C22B C23B C24B C25B 149(3) . . . . ? C22B C23B C24B C25B -107(3) 2_756 . . . ? C23B C24B C25B C26B -79(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.230 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.041 #=======================================END data_Diol-2HSA@280k-before-337nm-exposure _database_code_depnum_ccdc_archive 'CCDC 676959' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@280k-before-337nm-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6394(2) _cell_length_b 9.7970(2) _cell_length_c 11.4362(3) _cell_angle_alpha 89.852(1) _cell_angle_beta 110.013(2) _cell_angle_gamma 105.768(1) _cell_volume 870.90(4) _cell_formula_units_Z 1 _cell_measurement_temperature 280(2) _cell_measurement_reflns_used 689 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9888 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 280(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11527 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0148 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3418 _reflns_number_gt 2995 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0436P)^2^+0.2023P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3418 _refine_ls_number_parameters 225 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0921 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.041 _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 0.46615(10) 0.13363(8) 0.31779(8) 0.0348(2) Uani 1 1 d D . . H1O H 0.5488(19) 0.1213(17) 0.3805(14) 0.061(5) Uiso 1 1 d D . . C1 C 0.38729(16) 0.41705(13) 0.11267(11) 0.0383(3) Uani 1 1 d . . . H1A H 0.4707 0.4983 0.1592 0.046 Uiso 1 1 calc R . . C2 C 0.26915(18) 0.42842(15) -0.00177(12) 0.0475(3) Uani 1 1 d . . . H2A H 0.2734 0.5172 -0.0317 0.057 Uiso 1 1 calc R . . C3 C 0.14525(17) 0.30852(17) -0.07152(12) 0.0504(3) Uani 1 1 d . . . H3A H 0.0653 0.3161 -0.1482 0.061 Uiso 1 1 calc R . . C4 C 0.14056(18) 0.17813(16) -0.02716(12) 0.0514(3) Uani 1 1 d . . . H4A H 0.0572 0.0972 -0.0744 0.062 Uiso 1 1 calc R . . C5 C 0.25841(16) 0.16519(13) 0.08724(11) 0.0403(3) Uani 1 1 d . . . H5A H 0.2544 0.0760 0.1162 0.048 Uiso 1 1 calc R . . C6 C 0.38219(13) 0.28558(12) 0.15839(9) 0.0287(2) Uani 1 1 d . . . C7 C 0.51614(13) 0.27587(11) 0.28489(10) 0.0284(2) Uani 1 1 d . . . C8 C 0.69398(14) 0.30821(12) 0.27312(10) 0.0318(2) Uani 1 1 d . . . C9 C 0.71977(19) 0.21501(15) 0.19590(15) 0.0516(3) Uani 1 1 d . . . H9A H 0.6304 0.1351 0.1529 0.062 Uiso 1 1 calc R . . C10 C 0.8778(2) 0.24011(19) 0.18231(19) 0.0684(5) Uani 1 1 d . . . H10A H 0.8944 0.1767 0.1305 0.082 Uiso 1 1 calc R . . C11 C 1.01094(19) 0.3585(2) 0.24506(17) 0.0655(5) Uani 1 1 d . . . H11A H 1.1175 0.3747 0.2365 0.079 Uiso 1 1 calc R . . C12 C 0.98531(17) 0.45166(19) 0.31979(15) 0.0592(4) Uani 1 1 d . . . H12A H 1.0745 0.5324 0.3613 0.071 Uiso 1 1 calc R . . C13 C 0.82736(15) 0.42729(15) 0.33456(12) 0.0440(3) Uani 1 1 d . . . H13A H 0.8115 0.4915 0.3860 0.053 Uiso 1 1 calc R . . C14 C 0.51341(13) 0.37611(12) 0.38014(10) 0.0324(2) Uani 1 1 d . . . C15 C 0.50467(14) 0.45444(12) 0.45626(10) 0.0340(3) Uani 1 1 d . . . O2 O 0.72660(14) 0.10187(14) 0.51652(10) 0.0698(3) Uani 1 1 d . . . O3 O 0.85181(12) -0.01303(11) 0.66943(9) 0.0528(3) Uani 1 1 d D . . H3O H 0.7458(19) -0.0515(18) 0.6634(16) 0.069(5) Uiso 1 1 d D . . C21 C 0.85615(17) 0.07907(14) 0.58518(11) 0.0411(3) Uani 1 1 d . . . C22 C 1.02821(18) 0.15000(14) 0.58514(12) 0.0458(3) Uani 1 1 d . . . H22A H 1.0378 0.2080 0.5220 0.055 Uiso 1 1 calc R . . C23 C 1.17137(17) 0.13653(13) 0.66971(12) 0.0425(3) Uani 1 1 d . . . H23A H 1.1591 0.0781 0.7321 0.051 Uiso 1 1 calc R . . C24 C 1.34435(18) 0.20335(14) 0.67471(15) 0.0516(3) Uani 1 1 d . . . H24A H 1.3590 0.2568 0.6100 0.062 Uiso 1 1 calc R . . C25 C 1.48286(19) 0.19328(16) 0.76545(17) 0.0590(4) Uani 1 1 d . . . H25A H 1.4659 0.1420 0.8307 0.071 Uiso 1 1 calc R . . C26 C 1.6640(2) 0.25606(19) 0.7736(2) 0.0783(6) Uani 1 1 d . . . H26A H 1.6656 0.3048 0.7009 0.117 Uiso 1 1 calc R . . H26B H 1.7179 0.1816 0.7780 0.117 Uiso 1 1 calc R . . H26C H 1.7253 0.3223 0.8473 0.117 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 0.0297(4) 0.0346(4) 0.0375(4) 0.0110(3) 0.0102(3) 0.0075(3) C1 0.0400(6) 0.0363(6) 0.0373(6) 0.0046(5) 0.0123(5) 0.0112(5) C2 0.0540(8) 0.0523(8) 0.0424(7) 0.0181(6) 0.0170(6) 0.0252(6) C3 0.0411(7) 0.0736(9) 0.0322(6) 0.0117(6) 0.0059(5) 0.0189(7) C4 0.0418(7) 0.0597(8) 0.0348(6) 0.0002(6) 0.0033(5) -0.0007(6) C5 0.0397(6) 0.0387(6) 0.0348(6) 0.0040(5) 0.0094(5) 0.0042(5) C6 0.0260(5) 0.0360(6) 0.0270(5) 0.0029(4) 0.0121(4) 0.0100(4) C7 0.0264(5) 0.0302(5) 0.0292(5) 0.0036(4) 0.0114(4) 0.0071(4) C8 0.0273(5) 0.0375(6) 0.0340(6) 0.0103(5) 0.0130(4) 0.0120(5) C9 0.0496(8) 0.0447(7) 0.0727(9) 0.0025(7) 0.0357(7) 0.0147(6) C10 0.0699(11) 0.0681(10) 0.1017(13) 0.0185(9) 0.0602(10) 0.0361(9) C11 0.0392(8) 0.0893(12) 0.0882(12) 0.0383(10) 0.0392(8) 0.0296(8) C12 0.0299(7) 0.0789(11) 0.0598(9) 0.0165(8) 0.0154(6) 0.0021(7) C13 0.0315(6) 0.0545(8) 0.0409(7) 0.0031(6) 0.0131(5) 0.0037(5) C14 0.0266(5) 0.0401(6) 0.0296(5) 0.0040(5) 0.0100(4) 0.0082(5) C15 0.0311(6) 0.0413(6) 0.0299(5) 0.0030(5) 0.0127(4) 0.0087(5) O2 0.0524(6) 0.0933(9) 0.0581(6) 0.0261(6) 0.0053(5) 0.0306(6) O3 0.0342(5) 0.0638(6) 0.0596(6) 0.0266(5) 0.0177(4) 0.0116(4) C21 0.0436(7) 0.0433(7) 0.0347(6) 0.0041(5) 0.0108(5) 0.0139(5) C22 0.0534(8) 0.0414(7) 0.0429(7) 0.0105(5) 0.0213(6) 0.0089(6) C23 0.0452(7) 0.0369(6) 0.0476(7) 0.0042(5) 0.0231(6) 0.0067(5) C24 0.0509(8) 0.0406(7) 0.0651(9) 0.0023(6) 0.0310(7) 0.0028(6) C25 0.0467(8) 0.0466(8) 0.0845(11) -0.0003(7) 0.0281(8) 0.0086(6) C26 0.0457(9) 0.0617(10) 0.1261(16) -0.0153(10) 0.0348(10) 0.0073(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4324(13) . ? O1 H1O 0.857(13) . ? C1 C2 1.3834(17) . ? C1 C6 1.3841(16) . ? C1 H1A 0.9300 . ? C2 C3 1.378(2) . ? C2 H2A 0.9300 . ? C3 C4 1.369(2) . ? C3 H3A 0.9300 . ? C4 C5 1.3863(18) . ? C4 H4A 0.9300 . ? C5 C6 1.3859(16) . ? C5 H5A 0.9300 . ? C6 C7 1.5344(14) . ? C7 C14 1.4789(15) . ? C7 C8 1.5349(14) . ? C8 C13 1.3791(17) . ? C8 C9 1.3829(17) . ? C9 C10 1.3828(19) . ? C9 H9A 0.9300 . ? C10 C11 1.377(3) . ? C10 H10A 0.9300 . ? C11 C12 1.363(2) . ? C11 H11A 0.9300 . ? C12 C13 1.3885(18) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.1969(16) . ? C15 C15 1.380(2) 2_666 ? O2 C21 1.2052(16) . ? O3 C21 1.3212(15) . ? O3 H3O 0.869(14) . ? C21 C22 1.4600(18) . ? C22 C23 1.3236(19) . ? C22 H22A 0.9300 . ? C23 C24 1.4405(18) . ? C23 H23A 0.9300 . ? C24 C25 1.316(2) . ? C24 H24A 0.9300 . ? C25 C26 1.487(2) . ? C25 H25A 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 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 C7 O1 H1O 108.9(11) . . ? C2 C1 C6 120.49(11) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 120.16(12) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C4 C3 C2 119.57(12) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 120.86(12) . . ? C3 C4 H4A 119.6 . . ? C5 C4 H4A 119.6 . . ? C6 C5 C4 119.83(12) . . ? C6 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C1 C6 C5 119.09(10) . . ? C1 C6 C7 119.37(10) . . ? C5 C6 C7 121.52(10) . . ? O1 C7 C14 108.76(8) . . ? O1 C7 C6 107.58(8) . . ? C14 C7 C6 108.75(8) . . ? O1 C7 C8 110.05(8) . . ? C14 C7 C8 112.07(9) . . ? C6 C7 C8 109.52(8) . . ? C13 C8 C9 118.95(11) . . ? C13 C8 C7 122.68(10) . . ? C9 C8 C7 118.36(10) . . ? C10 C9 C8 120.32(14) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C11 C10 C9 120.37(15) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C12 C11 C10 119.50(13) . . ? C12 C11 H11A 120.3 . . ? C10 C11 H11A 120.3 . . ? C11 C12 C13 120.65(14) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C8 C13 C12 120.20(13) . . ? C8 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C15 C14 C7 177.47(11) . . ? C14 C15 C15 179.58(17) . 2_666 ? C21 O3 H3O 109.3(12) . . ? O2 C21 O3 121.28(13) . . ? O2 C21 C22 124.20(12) . . ? O3 C21 C22 114.51(11) . . ? C23 C22 C21 123.84(12) . . ? C23 C22 H22A 118.1 . . ? C21 C22 H22A 118.1 . . ? C22 C23 C24 126.48(13) . . ? C22 C23 H23A 116.8 . . ? C24 C23 H23A 116.8 . . ? C25 C24 C23 123.92(14) . . ? C25 C24 H24A 118.0 . . ? C23 C24 H24A 118.0 . . ? C24 C25 C26 126.28(17) . . ? C24 C25 H25A 116.9 . . ? C26 C25 H25A 116.9 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 C6 C1 C2 C3 -0.13(19) . . . . ? C1 C2 C3 C4 -0.4(2) . . . . ? C2 C3 C4 C5 0.2(2) . . . . ? C3 C4 C5 C6 0.4(2) . . . . ? C2 C1 C6 C5 0.79(17) . . . . ? C2 C1 C6 C7 179.28(10) . . . . ? C4 C5 C6 C1 -0.93(18) . . . . ? C4 C5 C6 C7 -179.39(11) . . . . ? C1 C6 C7 O1 171.53(9) . . . . ? C5 C6 C7 O1 -10.02(13) . . . . ? C1 C6 C7 C14 53.90(13) . . . . ? C5 C6 C7 C14 -127.65(11) . . . . ? C1 C6 C7 C8 -68.87(12) . . . . ? C5 C6 C7 C8 109.58(11) . . . . ? O1 C7 C8 C13 -128.21(11) . . . . ? C14 C7 C8 C13 -7.05(15) . . . . ? C6 C7 C8 C13 113.72(12) . . . . ? O1 C7 C8 C9 52.95(13) . . . . ? C14 C7 C8 C9 174.10(11) . . . . ? C6 C7 C8 C9 -65.12(13) . . . . ? C13 C8 C9 C10 1.0(2) . . . . ? C7 C8 C9 C10 179.88(13) . . . . ? C8 C9 C10 C11 -0.3(3) . . . . ? C9 C10 C11 C12 -0.7(3) . . . . ? C10 C11 C12 C13 0.9(2) . . . . ? C9 C8 C13 C12 -0.73(19) . . . . ? C7 C8 C13 C12 -179.57(11) . . . . ? C11 C12 C13 C8 -0.2(2) . . . . ? O2 C21 C22 C23 172.10(14) . . . . ? O3 C21 C22 C23 -6.83(19) . . . . ? C21 C22 C23 C24 179.94(12) . . . . ? C22 C23 C24 C25 175.60(14) . . . . ? C23 C24 C25 C26 178.00(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O O2 0.857(13) 1.827(14) 2.6836(13) 177.9(16) . O3 H3O O1 0.869(14) 1.875(14) 2.7336(12) 169.5(17) 2_656 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.215 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.037 #=======================================END data_Diol-2HSA@280k-337nm-1Kpulses-exposure _database_code_depnum_ccdc_archive 'CCDC 676960' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Diol-2HSA@280k-337nm-1Kpulses-exposure _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 O6' _chemical_formula_weight 638.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6465(2) _cell_length_b 9.8126(2) _cell_length_c 11.4267(3) _cell_angle_alpha 90.012(3) _cell_angle_beta 110.117(2) _cell_angle_gamma 105.952(4) _cell_volume 870.46(4) _cell_formula_units_Z 1 _cell_measurement_temperature 280(2) _cell_measurement_reflns_used 689 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 338 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9888 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details 'Blessing, R. (1995) Acta Crystallogr., A51, 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 280(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11635 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3424 _reflns_number_gt 2835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0436P)^2^+0.2023P] 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 3424 _refine_ls_number_parameters 242 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0947 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.986 _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 0.46733(10) 0.13430(8) 0.31718(8) 0.0380(2) Uani 1 1 d D . . H1O H 0.5493 0.1230 0.3823 0.046 Uiso 1 1 d RD . . C1 C 0.38680(16) 0.41612(13) 0.11205(12) 0.0413(3) Uani 1 1 d . . . H1A H 0.4717 0.4996 0.1600 0.050 Uiso 1 1 calc R . . C2 C 0.26838(18) 0.42646(16) -0.00281(13) 0.0509(3) Uani 1 1 d . . . H2A H 0.2727 0.5168 -0.0336 0.061 Uiso 1 1 calc R . . C3 C 0.14471(18) 0.30659(18) -0.07244(13) 0.0549(4) Uani 1 1 d . . . H3A H 0.0626 0.3139 -0.1508 0.066 Uiso 1 1 calc R . . C4 C 0.14033(18) 0.17611(17) -0.02827(13) 0.0561(4) Uani 1 1 d . . . H4A H 0.0552 0.0930 -0.0767 0.067 Uiso 1 1 calc R . . C5 C 0.25868(16) 0.16427(14) 0.08629(11) 0.0436(3) Uani 1 1 d . . . H5A H 0.2549 0.0734 0.1159 0.052 Uiso 1 1 calc R . . C6 C 0.38242(13) 0.28497(12) 0.15765(10) 0.0311(2) Uani 1 1 d . . . C7 C 0.51681(13) 0.27643(11) 0.28439(10) 0.0308(2) Uani 1 1 d . . . C8 C 0.69488(14) 0.30959(12) 0.27291(10) 0.0339(3) Uani 1 1 d . . . C9 C 0.72045(19) 0.21673(15) 0.19528(15) 0.0551(4) Uani 1 1 d . . . H9A H 0.6290 0.1349 0.1508 0.066 Uiso 1 1 calc R . . C10 C 0.8790(2) 0.24264(19) 0.18224(19) 0.0718(5) Uani 1 1 d . . . H10A H 0.8961 0.1781 0.1292 0.086 Uiso 1 1 calc R . . C11 C 1.01207(19) 0.3612(2) 0.24542(17) 0.0678(5) Uani 1 1 d . . . H11A H 1.1211 0.3780 0.2369 0.081 Uiso 1 1 calc R . . C12 C 0.98658(18) 0.45424(19) 0.32031(15) 0.0615(4) Uani 1 1 d . . . H12A H 1.0778 0.5370 0.3630 0.074 Uiso 1 1 calc R . . C13 C 0.82817(15) 0.42913(15) 0.33474(12) 0.0459(3) Uani 1 1 d . . . H13A H 0.8118 0.4946 0.3874 0.055 Uiso 1 1 calc R . . C14 C 0.51393(14) 0.37652(13) 0.37985(10) 0.0348(3) Uani 1 1 d . . . C15 C 0.50475(14) 0.45455(13) 0.45605(10) 0.0366(3) Uani 1 1 d . . . O2 O 0.7268(3) 0.1024(3) 0.5179(2) 0.0736(5) Uani 0.9204(18) 1 d PD A 1 O3 O 0.85168(19) -0.0125(2) 0.67010(17) 0.0529(4) Uani 0.9204(18) 1 d PD A 1 H3O H 0.7435 -0.0487 0.6653 0.063 Uiso 0.9204(18) 1 d PRD A 1 C21 C 0.8560(2) 0.0790(3) 0.5859(2) 0.0429(5) Uani 0.9204(18) 1 d PD A 1 C22 C 1.0282(2) 0.15002(16) 0.58555(14) 0.0476(4) Uani 0.9204(18) 1 d PD A 1 H22A H 1.0378 0.2092 0.5211 0.057 Uiso 0.9204(18) 1 calc PR A 1 C23 C 1.17161(18) 0.13652(15) 0.67009(14) 0.0447(3) Uani 0.9204(18) 1 d PD A 1 H23A H 1.1590 0.0764 0.7334 0.054 Uiso 0.9204(18) 1 calc PR A 1 C24 C 1.3447(2) 0.20387(17) 0.67553(17) 0.0536(4) Uani 0.9204(18) 1 d PD A 1 H24A H 1.3599 0.2587 0.6097 0.064 Uiso 0.9204(18) 1 calc PR A 1 C25 C 1.4829(3) 0.19374(19) 0.7664(2) 0.0615(5) Uani 0.9204(18) 1 d PD A 1 H25A H 1.4653 0.1412 0.8329 0.074 Uiso 0.9204(18) 1 calc PR A 1 C26 C 1.6645(3) 0.2569(2) 0.7751(3) 0.0810(7) Uani 0.9204(18) 1 d PD A 1 H26A H 1.6663 0.3067 0.7010 0.097 Uiso 0.9204(18) 1 calc PR A 1 H26B H 1.7194 0.1810 0.7794 0.097 Uiso 0.9204(18) 1 calc PR A 1 H26C H 1.7273 0.3246 0.8507 0.097 Uiso 0.9204(18) 1 calc PR A 1 O2B O 0.694(4) 0.121(5) 0.529(4) 0.0736(5) Uani 0.0796(18) 1 d PD A 2 O3B O 0.814(3) -0.034(3) 0.647(3) 0.0529(4) Uani 0.0796(18) 1 d PD A 2 H3OB H 0.7256 -0.0537 0.6807 0.063 Uiso 0.0796(18) 1 d PRD A 2 C21B C 0.814(4) 0.070(4) 0.569(4) 0.0429(5) Uani 0.0796(18) 1 d PD A 2 C22B C 0.955(2) 0.082(2) 0.5242(17) 0.0476(4) Uani 0.0796(18) 1 d PD . 2 H22B H 0.9896 0.1788 0.4960 0.057 Uiso 0.0796(18) 1 calc PR A 2 C23B C 1.1016(17) 0.0389(16) 0.5882(15) 0.0447(3) Uani 0.0796(18) 1 d PD . 2 H23B H 1.0860 -0.0074 0.6629 0.054 Uiso 0.0796(18) 1 calc PR A 2 C24B C 1.276(2) 0.135(2) 0.6255(19) 0.0536(4) Uani 0.0796(18) 1 d PD A 2 H24B H 1.2949 0.2010 0.5676 0.064 Uiso 0.0796(18) 1 calc PR A 2 C25B C 1.410(3) 0.144(3) 0.725(2) 0.0615(5) Uani 0.0796(18) 1 d PD A 2 H25B H 1.3865 0.0803 0.7831 0.074 Uiso 0.0796(18) 1 calc PR A 2 C26B C 1.591(3) 0.232(3) 0.767(3) 0.0810(7) Uani 0.0796(18) 1 d PD A 2 H26D H 1.6557 0.2024 0.8466 0.121 Uiso 0.0796(18) 1 calc PR A 2 H26E H 1.5969 0.3323 0.7794 0.121 Uiso 0.0796(18) 1 calc PR A 2 H26F H 1.6401 0.2192 0.7041 0.121 Uiso 0.0796(18) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0318(4) 0.0384(4) 0.0408(5) 0.0131(4) 0.0106(3) 0.0086(3) C1 0.0437(7) 0.0404(7) 0.0401(6) 0.0062(5) 0.0142(5) 0.0138(5) C2 0.0572(8) 0.0571(8) 0.0455(7) 0.0202(6) 0.0187(6) 0.0276(7) C3 0.0445(7) 0.0800(10) 0.0358(7) 0.0155(7) 0.0073(6) 0.0206(7) C4 0.0441(7) 0.0657(9) 0.0386(7) 0.0031(6) 0.0037(6) -0.0007(7) C5 0.0418(7) 0.0429(7) 0.0372(6) 0.0060(5) 0.0096(5) 0.0046(5) C6 0.0277(5) 0.0390(6) 0.0299(5) 0.0048(4) 0.0134(4) 0.0109(5) C7 0.0283(5) 0.0330(6) 0.0318(6) 0.0053(4) 0.0123(4) 0.0081(4) C8 0.0293(6) 0.0410(6) 0.0356(6) 0.0111(5) 0.0139(5) 0.0138(5) C9 0.0530(8) 0.0488(8) 0.0770(10) 0.0028(7) 0.0384(8) 0.0166(6) C10 0.0736(11) 0.0734(11) 0.1042(14) 0.0193(10) 0.0614(11) 0.0393(9) C11 0.0416(8) 0.0946(13) 0.0886(12) 0.0389(10) 0.0398(8) 0.0321(9) C12 0.0315(7) 0.0839(11) 0.0604(9) 0.0162(8) 0.0160(6) 0.0037(7) C13 0.0333(6) 0.0568(8) 0.0428(7) 0.0037(6) 0.0138(5) 0.0053(6) C14 0.0283(5) 0.0450(7) 0.0314(6) 0.0055(5) 0.0116(5) 0.0100(5) C15 0.0328(6) 0.0464(7) 0.0321(6) 0.0051(5) 0.0138(5) 0.0110(5) O2 0.0533(12) 0.0966(13) 0.0644(10) 0.0304(9) 0.0048(8) 0.0326(8) O3 0.0343(10) 0.0643(10) 0.0573(10) 0.0251(8) 0.0156(7) 0.0111(7) C21 0.0461(12) 0.0453(8) 0.0343(11) 0.0046(8) 0.0096(10) 0.0150(10) C22 0.0567(9) 0.0419(8) 0.0444(8) 0.0102(6) 0.0228(7) 0.0087(7) C23 0.0461(8) 0.0397(7) 0.0499(8) 0.0047(6) 0.0234(7) 0.0071(6) C24 0.0526(10) 0.0404(9) 0.0704(11) 0.0040(8) 0.0328(9) 0.0035(7) C25 0.0484(11) 0.0467(10) 0.0917(14) 0.0004(9) 0.0322(10) 0.0083(8) C26 0.0484(11) 0.0631(12) 0.1321(18) -0.0128(11) 0.0405(13) 0.0066(10) O2B 0.0533(12) 0.0966(13) 0.0644(10) 0.0304(9) 0.0048(8) 0.0326(8) O3B 0.0343(10) 0.0643(10) 0.0573(10) 0.0251(8) 0.0156(7) 0.0111(7) C21B 0.0461(12) 0.0453(8) 0.0343(11) 0.0046(8) 0.0096(10) 0.0150(10) C22B 0.0567(9) 0.0419(8) 0.0444(8) 0.0102(6) 0.0228(7) 0.0087(7) C23B 0.0461(8) 0.0397(7) 0.0499(8) 0.0047(6) 0.0234(7) 0.0071(6) C24B 0.0526(10) 0.0404(9) 0.0704(11) 0.0040(8) 0.0328(9) 0.0035(7) C25B 0.0484(11) 0.0467(10) 0.0917(14) 0.0004(9) 0.0322(10) 0.0083(8) C26B 0.0484(11) 0.0631(12) 0.1321(18) -0.0128(11) 0.0405(13) 0.0066(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.4321(13) . ? O1 H1O 0.8653 . ? C1 C2 1.3835(18) . ? C1 C6 1.3842(16) . ? C1 H1A 0.9500 . ? C2 C3 1.372(2) . ? C2 H2A 0.9500 . ? C3 C4 1.372(2) . ? C3 H3A 0.9500 . ? C4 C5 1.3850(18) . ? C4 H4A 0.9500 . ? C5 C6 1.3840(17) . ? C5 H5A 0.9500 . ? C6 C7 1.5332(15) . ? C7 C14 1.4787(16) . ? C7 C8 1.5354(14) . ? C8 C13 1.3784(17) . ? C8 C9 1.3824(18) . ? C9 C10 1.384(2) . ? C9 H9A 0.9500 . ? C10 C11 1.375(3) . ? C10 H10A 0.9500 . ? C11 C12 1.362(2) . ? C11 H11A 0.9500 . ? C12 C13 1.3906(18) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.1964(16) . ? C15 C15 1.381(2) 2_666 ? O2 C21 1.203(2) . ? O3 C21 1.3195(19) . ? O3 H3O 0.8868 . ? C21 C22 1.462(2) . ? C22 C23 1.325(2) . ? C22 H22A 0.9500 . ? C23 C24 1.440(2) . ? C23 H23A 0.9500 . ? C24 C25 1.315(3) . ? C24 H24A 0.9500 . ? C25 C26 1.489(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? O2B C21B 1.216(18) . ? O3B C21B 1.359(19) . ? O3B H3OB 0.9451 . ? C21B C22B 1.453(18) . ? C22B C23B 1.409(16) . ? C22B C23B 1.60(3) 2_756 ? C22B H22B 1.0000 . ? C23B C24B 1.458(16) . ? C23B C22B 1.60(3) 2_756 ? C23B H23B 1.0000 . ? C24B C25B 1.294(18) . ? C24B H24B 0.9500 . ? C25B C26B 1.466(18) . ? C25B H25B 0.9500 . ? C26B H26D 0.9800 . ? C26B H26E 0.9800 . ? C26B H26F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1O 109.2 . . ? C2 C1 C6 120.46(12) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C3 C2 C1 120.22(13) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C4 C3 C2 119.66(12) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 120.68(13) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C6 C5 C4 119.94(12) . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 120.0 . . ? C5 C6 C1 119.05(11) . . ? C5 C6 C7 121.61(10) . . ? C1 C6 C7 119.33(10) . . ? O1 C7 C14 108.75(9) . . ? O1 C7 C6 107.54(9) . . ? C14 C7 C6 108.79(9) . . ? O1 C7 C8 109.97(8) . . ? C14 C7 C8 112.10(9) . . ? C6 C7 C8 109.58(8) . . ? C13 C8 C9 119.05(11) . . ? C13 C8 C7 122.65(11) . . ? C9 C8 C7 118.29(11) . . ? C8 C9 C10 120.16(14) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C11 C10 C9 120.48(15) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C12 C11 C10 119.57(13) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C11 C12 C13 120.54(15) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C8 C13 C12 120.19(13) . . ? C8 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C15 C14 C7 177.35(12) . . ? C14 C15 C15 179.55(17) . 2_666 ? C21 O3 H3O 108.7 . . ? C21 O3 H3OB 114.7 . . ? O2 C21 O3 121.4(2) . . ? O2 C21 C22 124.0(2) . . ? O3 C21 C22 114.61(14) . . ? C23 C22 C21 123.69(14) . . ? C23 C22 H22A 118.2 . . ? C21 C22 H22A 118.2 . . ? C22 C23 C24 126.48(14) . . ? C22 C23 H23A 116.8 . . ? C24 C23 H23A 116.8 . . ? C25 C24 C23 123.72(16) . . ? C25 C24 H24A 118.1 . . ? C23 C24 H24A 118.1 . . ? C24 C25 C26 126.15(19) . . ? C24 C25 H25A 116.9 . . ? C26 C25 H25A 116.9 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C21B O3B H3O 111.6 . . ? C21B O3B H3OB 115.7 . . ? O2B C21B O3B 123(3) . . ? O2B C21B C22B 128(3) . . ? O3B C21B C22B 108(2) . . ? C23B C22B C21B 123.9(17) . . ? C23B C22B C23B 90.3(14) . 2_756 ? C21B C22B C23B 110(2) . 2_756 ? C23B C22B H22B 110.4 . . ? C21B C22B H22B 110.4 . . ? C23B C22B H22B 110.4 2_756 . ? C22B C23B C24B 122.7(15) . . ? C22B C23B C22B 89.7(14) . 2_756 ? C24B C23B C22B 116.7(14) . 2_756 ? C22B C23B H23B 108.7 . . ? C24B C23B H23B 108.7 . . ? C22B C23B H23B 108.7 2_756 . ? C25B C24B C23B 130.4(18) . . ? C25B C24B H24B 114.8 . . ? C23B C24B H24B 114.8 . . ? C24B C25B C26B 134(3) . . ? C24B C25B H25B 112.9 . . ? C26B C25B H25B 112.9 . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B 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 C6 C1 C2 C3 0.3(2) . . . . ? C1 C2 C3 C4 -0.8(2) . . . . ? C2 C3 C4 C5 0.5(2) . . . . ? C3 C4 C5 C6 0.3(2) . . . . ? C4 C5 C6 C1 -0.78(18) . . . . ? C4 C5 C6 C7 -179.44(11) . . . . ? C2 C1 C6 C5 0.47(18) . . . . ? C2 C1 C6 C7 179.16(11) . . . . ? C5 C6 C7 O1 -9.91(14) . . . . ? C1 C6 C7 O1 171.44(9) . . . . ? C5 C6 C7 C14 -127.52(11) . . . . ? C1 C6 C7 C14 53.82(13) . . . . ? C5 C6 C7 C8 109.60(12) . . . . ? C1 C6 C7 C8 -69.06(13) . . . . ? O1 C7 C8 C13 -128.17(11) . . . . ? C14 C7 C8 C13 -7.07(15) . . . . ? C6 C7 C8 C13 113.82(12) . . . . ? O1 C7 C8 C9 53.15(14) . . . . ? C14 C7 C8 C9 174.25(11) . . . . ? C6 C7 C8 C9 -64.85(14) . . . . ? C13 C8 C9 C10 1.3(2) . . . . ? C7 C8 C9 C10 180.00(13) . . . . ? C8 C9 C10 C11 -0.5(3) . . . . ? C9 C10 C11 C12 -0.7(3) . . . . ? C10 C11 C12 C13 1.0(2) . . . . ? C9 C8 C13 C12 -0.96(19) . . . . ? C7 C8 C13 C12 -179.63(12) . . . . ? C11 C12 C13 C8 -0.2(2) . . . . ? O2 C21 C22 C23 171.8(3) . . . . ? O3 C21 C22 C23 -6.7(3) . . . . ? C21 C22 C23 C24 -179.63(18) . . . . ? C22 C23 C24 C25 175.43(17) . . . . ? C23 C24 C25 C26 177.91(17) . . . . ? O2B C21B C22B C23B 169(4) . . . . ? O3B C21B C22B C23B -23(4) . . . . ? O2B C21B C22B C23B -86(5) . . . 2_756 ? O3B C21B C22B C23B 81(3) . . . 2_756 ? C21B C22B C23B C24B -124(3) . . . . ? C23B C22B C23B C24B 122(2) 2_756 . . . ? C21B C22B C23B C22B 114(3) . . . 2_756 ? C23B C22B C23B C22B 0.000(2) 2_756 . . 2_756 ? C22B C23B C24B C25B 143(2) . . . . ? C22B C23B C24B C25B -108(3) 2_756 . . . ? C23B C24B C25B C26B 177(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O O2 0.87 1.83 2.691(2) 178.4 . O3 H3O O1 0.89 1.86 2.7425(19) 170.0 2_656 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.205 _refine_diff_density_min -0.170 _refine_diff_density_rms 0.028 #_eof #End of Crystallographic Information File