data_xwen10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H14 O6' _chemical_formula_sum 'C7 H14 O6' _chemical_formula_weight 194.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.2633(2) _cell_length_b 9.3690(2) _cell_length_c 9.9779(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 865.96(3) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 5723 _cell_measurement_theta_min 4.43 _cell_measurement_theta_max 69.15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 1.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7641 _exptl_absorpt_correction_T_max 0.8045 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6290 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 6.72 _diffrn_reflns_theta_max 69.14 _reflns_number_total 1543 _reflns_number_gt 1534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0520P)^2^+0.0980P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(14) _chemical_absolute_configuration 'ad' _refine_ls_number_reflns 1543 _refine_ls_number_parameters 131 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0233 _refine_ls_R_factor_gt 0.0232 _refine_ls_wR_factor_ref 0.0687 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.37379(8) 0.37090(8) 0.25770(8) 0.0140(2) Uani 1 1 d . . . O2 O 0.58710(9) 0.23721(9) 0.42440(9) 0.0207(2) Uani 1 1 d D . . H2O H 0.6168(18) 0.3227(11) 0.4254(17) 0.025 Uiso 1 1 d D . . O3 O 0.34066(9) -0.01760(8) 0.29198(8) 0.0146(2) Uani 1 1 d . . . H30 H 0.4084(18) -0.0701(17) 0.2891(15) 0.018 Uiso 1 1 d . . . O4 O 0.34747(8) 0.02114(9) 0.00635(8) 0.0151(2) Uani 1 1 d D . . H4O H 0.2871(14) 0.0205(17) -0.0586(12) 0.018 Uiso 1 1 d D . . O5 O 0.47239(8) 0.29584(9) 0.00014(9) 0.0162(2) Uani 1 1 d . . . H50 H 0.4985(18) 0.2275(17) -0.0469(18) 0.019 Uiso 1 1 d . . . O6 O 0.14273(8) 0.38815(8) 0.16272(8) 0.0161(2) Uani 1 1 d . . . C1 C 0.43623(14) 0.23525(13) 0.44992(11) 0.0183(3) Uani 1 1 d . . . H1A H 0.4103 0.3197 0.5045 0.022 Uiso 1 1 calc R . . H1B H 0.4122 0.1490 0.5027 0.022 Uiso 1 1 calc R . . C2 C 0.34718(11) 0.23578(12) 0.32251(11) 0.0131(2) Uani 1 1 d . . . H2A H 0.2427 0.2301 0.3470 0.016 Uiso 1 1 calc R . . C3 C 0.38307(11) 0.11270(12) 0.22767(11) 0.0122(2) Uani 1 1 d . . . H3A H 0.4891 0.1111 0.2090 0.015 Uiso 1 1 calc R . . C4 C 0.30001(11) 0.12890(12) 0.09737(11) 0.0122(2) Uani 1 1 d . . . H4A H 0.1946 0.1160 0.1153 0.015 Uiso 1 1 calc R . . C5 C 0.32518(12) 0.27650(12) 0.03656(11) 0.0130(2) Uani 1 1 d . . . H5A H 0.2623 0.2892 -0.0440 0.016 Uiso 1 1 calc R . . C6 C 0.29236(11) 0.39227(11) 0.13858(11) 0.0131(2) Uani 1 1 d . . . H6A H 0.3180 0.4872 0.0994 0.016 Uiso 1 1 calc R . . C7 C 0.09493(14) 0.49483(13) 0.25608(12) 0.0222(3) Uani 1 1 d . . . H7A H -0.0106 0.5020 0.2528 0.033 Uiso 1 1 calc R . . H7B H 0.1376 0.5872 0.2324 0.033 Uiso 1 1 calc R . . H7C H 0.1251 0.4681 0.3468 0.033 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 0.0152(4) 0.0134(4) 0.0135(4) 0.0009(3) -0.0034(3) -0.0013(3) O2 0.0190(4) 0.0147(4) 0.0283(5) -0.0012(4) -0.0085(4) -0.0015(3) O3 0.0162(4) 0.0119(4) 0.0158(4) 0.0026(3) 0.0011(3) 0.0025(3) O4 0.0174(4) 0.0152(4) 0.0128(4) -0.0026(3) -0.0030(3) 0.0019(3) O5 0.0134(4) 0.0155(4) 0.0196(4) 0.0001(3) 0.0058(3) -0.0012(3) O6 0.0119(4) 0.0197(4) 0.0168(4) -0.0057(3) -0.0012(3) 0.0035(3) C1 0.0223(6) 0.0192(6) 0.0134(5) 0.0001(4) -0.0045(5) -0.0017(5) C2 0.0136(5) 0.0136(5) 0.0121(5) 0.0008(4) 0.0010(4) -0.0010(4) C3 0.0118(5) 0.0130(5) 0.0117(5) 0.0016(4) 0.0009(4) -0.0006(4) C4 0.0111(5) 0.0137(5) 0.0118(5) -0.0006(4) -0.0002(4) 0.0015(4) C5 0.0103(5) 0.0159(5) 0.0128(5) 0.0009(4) 0.0002(4) -0.0006(4) C6 0.0127(5) 0.0133(5) 0.0132(5) 0.0008(4) -0.0013(4) 0.0007(4) C7 0.0237(6) 0.0251(6) 0.0178(6) -0.0065(5) 0.0003(4) 0.0094(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C6 1.4218(13) . ? O1 C2 1.4428(13) . ? O2 C1 1.4207(15) . ? O2 H2O 0.847(9) . ? O3 C3 1.4340(13) . ? O3 H30 0.798(17) . ? O4 C4 1.4273(13) . ? O4 H4O 0.856(9) . ? O5 C5 1.4229(13) . ? O5 H50 0.830(17) . ? O6 C6 1.4073(12) . ? O6 C7 1.4362(14) . ? C1 C2 1.5155(15) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.5283(14) . ? C2 H2A 1.0000 . ? C3 C4 1.5184(14) . ? C3 H3A 1.0000 . ? C4 C5 1.5279(15) . ? C4 H4A 1.0000 . ? C5 C6 1.5183(14) . ? C5 H5A 1.0000 . ? C6 H6A 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 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 C6 O1 C2 114.05(8) . . ? C1 O2 H2O 109.2(11) . . ? C3 O3 H30 107.0(11) . . ? C4 O4 H4O 106.6(11) . . ? C5 O5 H50 109.0(11) . . ? C6 O6 C7 113.30(8) . . ? O2 C1 C2 112.64(9) . . ? O2 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? O2 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? O1 C2 C1 106.61(9) . . ? O1 C2 C3 110.33(8) . . ? C1 C2 C3 113.49(9) . . ? O1 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? O3 C3 C4 109.23(9) . . ? O3 C3 C2 107.80(8) . . ? C4 C3 C2 110.15(9) . . ? O3 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? C2 C3 H3A 109.9 . . ? O4 C4 C3 108.54(8) . . ? O4 C4 C5 109.91(8) . . ? C3 C4 C5 110.68(9) . . ? O4 C4 H4A 109.2 . . ? C3 C4 H4A 109.2 . . ? C5 C4 H4A 109.2 . . ? O5 C5 C6 105.79(9) . . ? O5 C5 C4 111.28(9) . . ? C6 C5 C4 110.47(9) . . ? O5 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? O6 C6 O1 112.06(9) . . ? O6 C6 C5 107.00(8) . . ? O1 C6 C5 110.71(8) . . ? O6 C6 H6A 109.0 . . ? O1 C6 H6A 109.0 . . ? C5 C6 H6A 109.0 . . ? O6 C7 H7A 109.5 . . ? O6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? O6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 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 O1 C2 C1 -177.08(8) . . . . ? C6 O1 C2 C3 59.27(11) . . . . ? O2 C1 C2 O1 -65.29(11) . . . . ? O2 C1 C2 C3 56.38(12) . . . . ? O1 C2 C3 O3 -174.12(8) . . . . ? C1 C2 C3 O3 66.31(11) . . . . ? O1 C2 C3 C4 -55.02(11) . . . . ? C1 C2 C3 C4 -174.59(9) . . . . ? O3 C3 C4 O4 -67.83(10) . . . . ? C2 C3 C4 O4 173.95(8) . . . . ? O3 C3 C4 C5 171.47(8) . . . . ? C2 C3 C4 C5 53.25(11) . . . . ? O4 C4 C5 O5 -55.90(11) . . . . ? C3 C4 C5 O5 63.98(11) . . . . ? O4 C4 C5 C6 -173.10(9) . . . . ? C3 C4 C5 C6 -53.22(11) . . . . ? C7 O6 C6 O1 59.72(12) . . . . ? C7 O6 C6 C5 -178.75(9) . . . . ? C2 O1 C6 O6 60.09(11) . . . . ? C2 O1 C6 C5 -59.28(11) . . . . ? O5 C5 C6 O6 172.13(8) . . . . ? C4 C5 C6 O6 -67.33(11) . . . . ? O5 C5 C6 O1 -65.50(10) . . . . ? C4 C5 C6 O1 55.05(11) . . . . ? 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 O2 H2O O4 0.847(9) 2.008(11) 2.8145(12) 159.0(16) 3_655 O2 H2O O3 0.847(9) 2.664(15) 3.2227(12) 124.8(14) 3_655 O3 H30 O1 0.798(17) 2.143(17) 2.8868(11) 155.2(15) 3_645 O3 H30 O5 0.798(17) 2.687(16) 3.2182(12) 125.7(13) 3_645 O3 H30 O2 0.798(17) 2.793(15) 3.2227(12) 116.0(12) 3_645 O4 H4O O3 0.856(9) 1.903(9) 2.7592(11) 177.6(15) 4_554 O5 H50 O6 0.830(17) 2.072(18) 2.8464(12) 155.0(15) 2 _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 68.00 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.226 _refine_diff_density_min -0.146 _refine_diff_density_rms 0.033