Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Organic & Biomolecular Chemistry' _journal_coden_cambridge 177 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Soledade Pedras' 'Mohammad Hossain' _publ_contact_author_name 'Prof Soledade Pedras' _publ_contact_author_address ; Department of Chemistry University of Saskatchewan 110 Science Place Saskatoon SK S7N 5C9 CANADA ; _publ_contact_author_email ' S.PEDRAS@USASK.CA' _publ_section_title ; Metabolism of crucifer phytoalexins in Sclerotinia sclerotiorum: detoxification of strongly antifungal compounds involves glucosylation ; data_59 _database_code_depnum_ccdc_archive 'CCDC 603052' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H18 N2 O7 S' _chemical_formula_sum 'C16 H18 N2 O7 S' _chemical_formula_weight 382.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'p 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.8821(3) _cell_length_b 4.5502(2) _cell_length_c 14.6589(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.8086(17) _cell_angle_gamma 90.00 _cell_volume 871.16(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2768 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.458 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.228 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.925 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details 'Shelxtl 6.10 (Bruker-AXS, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10196 _diffrn_reflns_av_R_equivalents 0.0632 _diffrn_reflns_av_sigmaI/netI 0.0490 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3438 _reflns_number_gt 3057 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0399P)^2^+0.6333P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _chemical_absolute_configuration ad _refine_ls_abs_structure_Flack 0.10(12) _refine_ls_number_reflns 3438 _refine_ls_number_parameters 239 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 S1' S -0.09864(6) 0.8775(2) 0.84057(7) 0.0452(3) Uani 1 1 d . . . N1 N 0.08716(18) 0.7683(7) 0.80049(19) 0.0346(7) Uani 1 1 d . . . N2' N -0.1756(2) 1.1091(8) 0.7584(2) 0.0471(8) Uani 1 1 d . . . O1 O 0.13648(16) 0.5681(5) 0.87114(16) 0.0363(5) Uani 1 1 d . . . O1" O 0.31018(12) 0.8806(5) 0.60287(12) 0.0202(4) Uani 1 1 d . . . O2" O 0.40196(13) 0.4788(4) 0.50852(12) 0.0182(4) Uani 1 1 d . . . H2"O H 0.3838 0.5997 0.4625 0.027 Uiso 1 1 calc R . . O3" O 0.62429(12) 0.4531(4) 0.60589(12) 0.0168(4) Uani 1 1 d . . . H3"O H 0.6219 0.6119 0.5760 0.025 Uiso 1 1 calc R . . O4" O 0.67263(13) 0.3829(5) 0.81700(13) 0.0232(4) Uani 1 1 d . . . H4"O H 0.7170 0.3450 0.7915 0.035 Uiso 1 1 calc R . . O6" O 0.49034(16) 0.7940(4) 0.95157(14) 0.0269(5) Uani 1 1 d . . . H6"O H 0.4888 0.6340 0.9796 0.040 Uiso 1 1 calc R . . O5" O 0.44027(12) 0.8155(4) 0.74506(12) 0.0152(4) Uani 1 1 d . . . C1" C 0.38484(18) 0.6798(6) 0.65562(17) 0.0149(5) Uani 1 1 d . . . H1" H 0.3518 0.5015 0.6641 0.018 Uiso 1 1 d R . . C2" C 0.45494(18) 0.6298(6) 0.59653(17) 0.0149(5) Uani 1 1 d . . . H2" H 0.4781 0.8182 0.5829 0.018 Uiso 1 1 d R . . C3" C 0.55022(17) 0.4599(6) 0.65480(17) 0.0151(5) Uani 1 1 d . . . H3" H 0.5280 0.2637 0.6613 0.018 Uiso 1 1 d R . . C4" C 0.59976(18) 0.5795(6) 0.75720(17) 0.0149(5) Uani 1 1 d . . . H4" H 0.6331 0.7614 0.7531 0.018 Uiso 1 1 d R . . C5" C 0.51830(18) 0.6256(6) 0.80438(18) 0.0152(5) Uani 1 1 d . . . H5" H 0.4905 0.4379 0.8123 0.018 Uiso 1 1 d R . . C6" C 0.56279(19) 0.7741(6) 0.90212(17) 0.0183(5) Uani 1 1 d . . . H6"A H 0.5837 0.9697 0.8928 0.022 Uiso 1 1 d R . . H6"B H 0.6210 0.6654 0.9423 0.022 Uiso 1 1 d R . . C1 C 0.2008(3) 0.7204(13) 0.9550(3) 0.0671(14) Uani 1 1 d . . . H1A H 0.2368 0.5852 1.0052 0.081 Uiso 1 1 d R . . H1B H 0.2492 0.8331 0.9358 0.081 Uiso 1 1 d R . . H1C H 0.1602 0.8503 0.9787 0.081 Uiso 1 1 d R . . C2 C -0.0061(2) 0.8891(8) 0.7878(2) 0.0302(7) Uani 1 1 d . . . C3 C -0.0345(2) 1.0723(7) 0.7078(2) 0.0283(7) Uani 1 1 d . . . C3A C 0.04876(19) 1.0655(7) 0.6688(2) 0.0238(6) Uani 1 1 d . . . C3' C -0.1329(2) 1.1896(9) 0.6941(3) 0.0415(9) Uani 1 1 d . . . H3' H -0.1653 1.3187 0.6407 0.050 Uiso 1 1 d R . . C4 C 0.0674(2) 1.1988(7) 0.5911(2) 0.0271(6) Uani 1 1 d . . . H4 H 0.0184 1.3317 0.5492 0.032 Uiso 1 1 d R . . C5 C 0.1561(2) 1.1311(7) 0.5731(2) 0.0236(6) Uani 1 1 d . . . H5 H 0.1693 1.2212 0.5193 0.028 Uiso 1 1 d R . . C6 C 0.22727(18) 0.9339(6) 0.63262(18) 0.0186(5) Uani 1 1 d . . . C7 C 0.21365(19) 0.8013(6) 0.71310(19) 0.0224(6) Uani 1 1 d . . . H7 H 0.2653 0.6717 0.7532 0.027 Uiso 1 1 d R . . C7A C 0.12239(19) 0.8712(8) 0.72770(19) 0.0241(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1' 0.0311(4) 0.0598(6) 0.0577(5) 0.0046(5) 0.0322(4) 0.0109(4) N1 0.0233(11) 0.0526(19) 0.0338(13) 0.0121(13) 0.0175(11) 0.0131(12) N2' 0.0287(14) 0.058(2) 0.0613(19) 0.0039(17) 0.0235(14) 0.0184(14) O1 0.0298(11) 0.0462(15) 0.0376(12) 0.0082(11) 0.0178(10) 0.0076(10) O1" 0.0182(8) 0.0248(11) 0.0199(8) 0.0034(8) 0.0096(7) 0.0063(8) O2" 0.0223(9) 0.0195(10) 0.0132(8) -0.0009(7) 0.0063(7) 0.0011(8) O3" 0.0195(8) 0.0175(10) 0.0183(9) -0.0013(8) 0.0128(7) 0.0019(7) O4" 0.0186(8) 0.0321(11) 0.0215(9) 0.0053(9) 0.0103(7) 0.0133(8) O6" 0.0440(11) 0.0239(12) 0.0233(10) 0.0016(9) 0.0251(9) 0.0047(9) O5" 0.0169(8) 0.0148(10) 0.0151(8) -0.0002(7) 0.0069(7) 0.0045(7) C1" 0.0146(11) 0.0168(13) 0.0148(11) -0.0008(10) 0.0072(9) 0.0020(10) C2" 0.0184(11) 0.0153(14) 0.0144(11) -0.0008(10) 0.0098(10) -0.0027(10) C3" 0.0166(11) 0.0152(13) 0.0192(12) -0.0009(10) 0.0136(9) 0.0000(10) C4" 0.0154(11) 0.0171(13) 0.0150(11) 0.0021(10) 0.0089(9) 0.0022(10) C5" 0.0184(11) 0.0147(13) 0.0154(11) 0.0008(10) 0.0093(10) 0.0025(9) C6" 0.0223(12) 0.0191(15) 0.0158(12) 0.0014(10) 0.0096(10) 0.0036(10) C1 0.040(2) 0.114(4) 0.043(2) -0.013(3) 0.0082(17) 0.002(2) C2 0.0182(12) 0.0393(18) 0.0391(16) -0.0038(16) 0.0176(12) 0.0031(13) C3 0.0191(13) 0.0340(18) 0.0343(16) -0.0049(14) 0.0123(12) 0.0060(12) C3A 0.0151(12) 0.0263(16) 0.0293(14) -0.0056(13) 0.0067(11) 0.0043(11) C3' 0.0241(15) 0.053(2) 0.052(2) -0.0052(18) 0.0194(15) 0.0102(15) C4 0.0216(13) 0.0275(16) 0.0295(15) 0.0016(13) 0.0052(11) 0.0087(12) C5 0.0205(12) 0.0275(17) 0.0212(13) 0.0023(12) 0.0050(10) 0.0043(11) C6 0.0149(11) 0.0216(15) 0.0199(12) -0.0054(11) 0.0065(9) 0.0014(10) C7 0.0153(11) 0.0284(16) 0.0244(13) 0.0025(12) 0.0080(10) 0.0070(11) C7A 0.0180(12) 0.0296(15) 0.0254(13) -0.0039(13) 0.0082(10) 0.0034(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1' N2' 1.683(3) . ? S1' C2 1.709(2) . ? N1 C2 1.360(4) . ? N1 O1 1.375(3) . ? N1 C7A 1.397(4) . ? N2' C3' 1.323(5) . ? O1 C1 1.430(5) . ? O1" C6 1.383(3) . ? O1" C1" 1.401(3) . ? O2" C2" 1.426(3) . ? O2" H2"O 0.8400 . ? O3" C3" 1.439(3) . ? O3" H3"O 0.8400 . ? O4" C4" 1.411(3) . ? O4" H4"O 0.8400 . ? O6" C6" 1.428(3) . ? O6" H6"O 0.8400 . ? O5" C1" 1.417(3) . ? O5" C5" 1.428(3) . ? C1" C2" 1.523(3) . ? C1" H1" 0.9602 . ? C2" C3" 1.520(3) . ? C2" H2" 0.9602 . ? C3" C4" 1.524(3) . ? C3" H3" 0.9602 . ? C4" C5" 1.527(3) . ? C4" H4" 0.9601 . ? C5" C6" 1.514(3) . ? C5" H5" 0.9603 . ? C6" H6"A 0.9602 . ? C6" H6"B 0.9601 . ? C1 H1A 0.9602 . ? C1 H1B 0.9601 . ? C1 H1C 0.9603 . ? C2 C3 1.383(4) . ? C3 C3' 1.416(4) . ? C3 C3A 1.454(4) . ? C3A C4 1.389(4) . ? C3A C7A 1.405(4) . ? C3' H3' 0.9601 . ? C4 C5 1.379(4) . ? C4 H4 0.9602 . ? C5 C6 1.400(4) . ? C5 H5 0.9600 . ? C6 C7 1.394(4) . ? C7 C7A 1.391(3) . ? C7 H7 0.9602 . ? 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 N2' S1' C2 92.78(15) . . ? C2 N1 O1 125.3(2) . . ? C2 N1 C7A 108.9(3) . . ? O1 N1 C7A 125.7(2) . . ? C3' N2' S1' 110.8(2) . . ? N1 O1 C1 109.4(3) . . ? C6 O1" C1" 118.63(19) . . ? C2" O2" H2"O 109.5 . . ? C3" O3" H3"O 109.5 . . ? C4" O4" H4"O 109.5 . . ? C6" O6" H6"O 109.5 . . ? C1" O5" C5" 111.20(19) . . ? O1" C1" O5" 107.1(2) . . ? O1" C1" C2" 106.21(19) . . ? O5" C1" C2" 109.87(18) . . ? O1" C1" H1" 109.0 . . ? O5" C1" H1" 112.5 . . ? C2" C1" H1" 111.8 . . ? O2" C2" C3" 110.3(2) . . ? O2" C2" C1" 110.69(18) . . ? C3" C2" C1" 111.00(19) . . ? O2" C2" H2" 110.4 . . ? C3" C2" H2" 106.4 . . ? C1" C2" H2" 108.0 . . ? O3" C3" C2" 111.31(19) . . ? O3" C3" C4" 109.76(18) . . ? C2" C3" C4" 112.8(2) . . ? O3" C3" H3" 109.7 . . ? C2" C3" H3" 106.3 . . ? C4" C3" H3" 106.7 . . ? O4" C4" C3" 112.0(2) . . ? O4" C4" C5" 106.90(19) . . ? C3" C4" C5" 109.81(19) . . ? O4" C4" H4" 109.0 . . ? C3" C4" H4" 108.2 . . ? C5" C4" H4" 110.9 . . ? O5" C5" C6" 106.8(2) . . ? O5" C5" C4" 109.43(19) . . ? C6" C5" C4" 111.3(2) . . ? O5" C5" H5" 111.1 . . ? C6" C5" H5" 109.5 . . ? C4" C5" H5" 108.8 . . ? O6" C6" C5" 112.2(2) . . ? O6" C6" H6"A 108.2 . . ? C5" C6" H6"A 108.9 . . ? O6" C6" H6"B 108.2 . . ? C5" C6" H6"B 109.8 . . ? H6"A C6" H6"B 109.5 . . ? O1 C1 H1A 111.1 . . ? O1 C1 H1B 107.6 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.7 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.1(2) . . ? N1 C2 S1' 138.8(3) . . ? C3 C2 S1' 111.1(2) . . ? C2 C3 C3' 109.3(3) . . ? C2 C3 C3A 106.6(2) . . ? C3' C3 C3A 144.1(3) . . ? C4 C3A C7A 118.7(2) . . ? C4 C3A C3 135.0(3) . . ? C7A C3A C3 106.3(3) . . ? N2' C3' C3 116.0(3) . . ? N2' C3' H3' 123.5 . . ? C3 C3' H3' 120.6 . . ? C5 C4 C3A 119.0(3) . . ? C5 C4 H4 120.3 . . ? C3A C4 H4 120.7 . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? O1" C6 C7 123.8(2) . . ? O1" C6 C5 113.8(2) . . ? C7 C6 C5 122.4(2) . . ? C7A C7 C6 115.0(2) . . ? C7A C7 H7 125.2 . . ? C6 C7 H7 119.7 . . ? C7 C7A N1 127.9(3) . . ? C7 C7A C3A 124.0(3) . . ? N1 C7A C3A 108.1(2) . . ? 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 C2 S1' N2' C3' 0.2(3) . . . . ? C2 N1 O1 C1 -91.3(4) . . . . ? C7A N1 O1 C1 91.6(4) . . . . ? C6 O1" C1" O5" -71.9(3) . . . . ? C6 O1" C1" C2" 170.7(2) . . . . ? C5" O5" C1" O1" 179.71(17) . . . . ? C5" O5" C1" C2" -65.3(2) . . . . ? O1" C1" C2" O2" -67.6(3) . . . . ? O5" C1" C2" O2" 176.8(2) . . . . ? O1" C1" C2" C3" 169.5(2) . . . . ? O5" C1" C2" C3" 54.0(3) . . . . ? O2" C2" C3" O3" 66.3(2) . . . . ? C1" C2" C3" O3" -170.6(2) . . . . ? O2" C2" C3" C4" -169.73(19) . . . . ? C1" C2" C3" C4" -46.7(3) . . . . ? O3" C3" C4" O4" -68.9(3) . . . . ? C2" C3" C4" O4" 166.28(19) . . . . ? O3" C3" C4" C5" 172.5(2) . . . . ? C2" C3" C4" C5" 47.7(3) . . . . ? C1" O5" C5" C6" -172.64(18) . . . . ? C1" O5" C5" C4" 66.8(2) . . . . ? O4" C4" C5" O5" -178.0(2) . . . . ? C3" C4" C5" O5" -56.3(3) . . . . ? O4" C4" C5" C6" 64.3(3) . . . . ? C3" C4" C5" C6" -174.0(2) . . . . ? O5" C5" C6" O6" 66.2(3) . . . . ? C4" C5" C6" O6" -174.4(2) . . . . ? O1 N1 C2 C3 -177.6(3) . . . . ? C7A N1 C2 C3 -0.1(4) . . . . ? O1 N1 C2 S1' 1.4(6) . . . . ? C7A N1 C2 S1' 178.8(3) . . . . ? N2' S1' C2 N1 -178.5(4) . . . . ? N2' S1' C2 C3 0.4(3) . . . . ? N1 C2 C3 C3' 178.4(3) . . . . ? S1' C2 C3 C3' -0.9(4) . . . . ? N1 C2 C3 C3A -0.6(4) . . . . ? S1' C2 C3 C3A -179.9(2) . . . . ? C2 C3 C3A C4 -179.7(3) . . . . ? C3' C3 C3A C4 1.9(7) . . . . ? C2 C3 C3A C7A 1.1(3) . . . . ? C3' C3 C3A C7A -177.3(5) . . . . ? S1' N2' C3' C3 -0.8(4) . . . . ? C2 C3 C3' N2' 1.1(5) . . . . ? C3A C3 C3' N2' 179.4(4) . . . . ? C7A C3A C4 C5 1.5(4) . . . . ? C3 C3A C4 C5 -177.7(3) . . . . ? C3A C4 C5 C6 -0.7(4) . . . . ? C1" O1" C6 C7 0.6(4) . . . . ? C1" O1" C6 C5 -178.2(2) . . . . ? C4 C5 C6 O1" 177.6(3) . . . . ? C4 C5 C6 C7 -1.2(4) . . . . ? O1" C6 C7 C7A -176.5(3) . . . . ? C5 C6 C7 C7A 2.3(4) . . . . ? C6 C7 C7A N1 178.7(3) . . . . ? C6 C7 C7A C3A -1.5(4) . . . . ? C2 N1 C7A C7 -179.4(3) . . . . ? O1 N1 C7A C7 -1.9(5) . . . . ? C2 N1 C7A C3A 0.8(4) . . . . ? O1 N1 C7A C3A 178.3(3) . . . . ? C4 C3A C7A C7 -0.3(5) . . . . ? C3 C3A C7A C7 179.0(3) . . . . ? C4 C3A C7A N1 179.5(3) . . . . ? C3 C3A C7A N1 -1.1(3) . . . . ? 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" H2"O O3" 0.84 1.88 2.681(2) 159.5 2_656 O3" H3"O O2" 0.84 2.04 2.873(2) 172.5 2_656 O4" H4"O N2' 0.84 2.02 2.821(3) 157.9 1_645 O6" H6"O O6" 0.84 1.82 2.6469(18) 169.9 2_647 C2" H2" O2" 0.96 2.57 3.304(3) 133.2 2_656 C6" H6"B O4" 0.96 2.54 2.888(3) 101.7 . C7 H7 O5" 0.96 2.56 3.020(3) 109.8 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.324 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.056