Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_Gd(tpaa) _database_code_CSD 157262 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Bretonnniere, Yann' 'Dunand, Frank A.' 'Mazzanti, Marinella' 'Pecaut, Jacques' _publ_contact_author_name 'Dr Marinella Mazzanti' _publ_contact_author_address ; Dr Marinella Mazzanti Departement de Recherche Fondamentale sur la Matiere Condensee Laboratoire de Reconnaissance Ionique et Materiaux Moleculaires Service de Chimie Inorganique et Bi CEA-Grenoble 38054 Grenoble Cedex FRANCE ; _publ_contact_author_email 'mazzanti@drfmc.ceng.cea.f' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H24 Gd N4 O10.50' _chemical_formula_weight 657.69 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' 'Gd' 'Gd' -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.0347(15) _cell_length_b 15.6221(17) _cell_length_c 23.506(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4786.5(12) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2608 _exptl_absorpt_coefficient_mu 2.837 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 29207 _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 28.93 _reflns_number_total 5943 _reflns_number_gt 4249 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0273P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5943 _refine_ls_number_parameters 426 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0526 _refine_ls_wR_factor_gt 0.0496 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.947 _refine_ls_shift/su_max 0.039 _refine_ls_shift/su_mean 0.002 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 Gd Gd 0.570814(8) -0.030417(7) 0.075814(5) 0.02275(4) Uani 1 1 d . . . O1 O 0.41853(13) -0.04706(12) 0.13527(8) 0.0360(5) Uani 1 1 d . . . O2 O 0.30856(15) -0.13234(14) 0.18210(9) 0.0550(6) Uani 1 1 d . . . O3 O 0.62395(17) -0.13515(13) 0.00722(9) 0.0349(5) Uani 1 1 d . . . H3O1 H 0.588(3) -0.141(3) -0.0151(16) 0.072(15) Uiso 1 1 d . . . H3O2 H 0.689(3) -0.1413(19) -0.0065(12) 0.053(9) Uiso 1 1 d . . . O11 O 0.57305(12) 0.05258(11) -0.01374(7) 0.0281(4) Uani 1 1 d . . . O12 O 0.61421(14) 0.18472(12) -0.04236(8) 0.0411(5) Uani 1 1 d . . . O21 O 0.50732(14) 0.11117(11) 0.08778(7) 0.0352(4) Uani 1 1 d . . . O22 O 0.48720(17) 0.23155(14) 0.13724(9) 0.0619(6) Uani 1 1 d . . . N1 N 0.56277(15) -0.16551(14) 0.13624(8) 0.0296(5) Uani 1 1 d . . . N2 N 0.74522(14) 0.03592(13) 0.04443(8) 0.0260(4) Uani 1 1 d . . . N3 N 0.63630(16) 0.04645(13) 0.16334(8) 0.0281(5) Uani 1 1 d . . . N4 N 0.74906(15) -0.09551(14) 0.12513(8) 0.0301(5) Uani 1 1 d . . . C1 C 0.7430(2) -0.19031(19) 0.11768(13) 0.0351(6) Uani 1 1 d . . . H1A H 0.7903(19) -0.2172(16) 0.1404(11) 0.036(8) Uiso 1 1 d . . . H1B H 0.7514(18) -0.2061(16) 0.0761(11) 0.039(8) Uiso 1 1 d . . . C2 C 0.6400(2) -0.22305(17) 0.13775(10) 0.0304(6) Uani 1 1 d . . . C3 C 0.6256(3) -0.30519(19) 0.15723(12) 0.0405(7) Uani 1 1 d . . . H3 H 0.681(2) -0.3381(17) 0.1583(10) 0.032(7) Uiso 1 1 d . . . C4 C 0.5311(3) -0.3297(2) 0.17732(13) 0.0511(8) Uani 1 1 d . . . H4 H 0.519(3) -0.386(2) 0.1899(13) 0.070(10) Uiso 1 1 d . . . C5 C 0.4524(2) -0.2694(2) 0.17819(13) 0.0460(8) Uani 1 1 d . . . H5 H 0.388(2) -0.282(2) 0.1917(13) 0.063(10) Uiso 1 1 d . . . C6 C 0.4706(2) -0.18818(18) 0.15775(10) 0.0331(6) Uani 1 1 d . . . C7 C 0.3913(2) -0.11703(19) 0.15844(11) 0.0348(6) Uani 1 1 d . . . C11 C 0.8468(2) -0.0644(2) 0.09963(16) 0.0431(7) Uani 1 1 d . . . H11A H 0.897(3) -0.055(2) 0.1306(15) 0.071(11) Uiso 1 1 d . . . H11B H 0.875(3) -0.104(2) 0.0737(14) 0.081(13) Uiso 1 1 d . . . C12 C 0.83810(18) 0.01441(17) 0.06443(10) 0.0291(6) Uani 1 1 d . . . C13 C 0.9254(2) 0.0606(2) 0.04947(13) 0.0385(7) Uani 1 1 d . . . H13 H 0.984(2) 0.0442(17) 0.0630(11) 0.036(8) Uiso 1 1 d . . . C14 C 0.9182(2) 0.1295(2) 0.01379(13) 0.0426(7) Uani 1 1 d . . . H14 H 0.976(2) 0.1586(18) 0.0031(11) 0.057(9) Uiso 1 1 d . . . C15 C 0.8230(2) 0.15104(19) -0.00789(12) 0.0364(7) Uani 1 1 d . . . H15 H 0.8140(18) 0.1958(16) -0.0303(10) 0.027(7) Uiso 1 1 d . . . C16 C 0.73885(17) 0.10282(16) 0.00776(10) 0.0257(5) Uani 1 1 d . . . C17 C 0.63448(18) 0.11740(16) -0.01819(10) 0.0271(6) Uani 1 1 d . . . C21 C 0.7456(2) -0.07501(19) 0.18683(12) 0.0361(7) Uani 1 1 d . . . H21A H 0.699(2) -0.1143(19) 0.2054(11) 0.048(9) Uiso 1 1 d . . . H21B H 0.811(2) -0.0818(16) 0.2020(10) 0.031(7) Uiso 1 1 d . . . C22 C 0.70509(19) 0.01252(17) 0.19981(11) 0.0308(6) Uani 1 1 d . . . C23 C 0.7317(2) 0.0546(2) 0.24990(12) 0.0388(7) Uani 1 1 d . . . H23 H 0.782(2) 0.0273(16) 0.2757(11) 0.039(8) Uiso 1 1 d . . . C24 C 0.6871(2) 0.1324(2) 0.26186(13) 0.0453(8) Uani 1 1 d . . . H24 H 0.699(2) 0.1578(19) 0.2923(12) 0.051(9) Uiso 1 1 d . . . C25 C 0.6190(2) 0.1681(2) 0.22412(12) 0.0391(7) Uani 1 1 d . . . H25 H 0.589(2) 0.221(2) 0.2264(12) 0.056(10) Uiso 1 1 d . . . C26 C 0.59515(18) 0.12389(17) 0.17487(11) 0.0301(6) Uani 1 1 d . . . C27 C 0.5228(2) 0.16017(17) 0.13040(11) 0.0335(6) Uani 1 1 d . . . O6 O 0.81811(17) -0.14865(18) -0.02976(11) 0.0489(6) Uani 1 1 d . . . H6O1 H 0.834(3) -0.201(2) -0.0412(16) 0.087(14) Uiso 1 1 d . . . H6O2 H 0.815(3) -0.121(2) -0.0550(15) 0.065(14) Uiso 1 1 d . . . O7 O 0.7840(3) -0.03083(19) -0.11239(12) 0.0692(8) Uani 1 1 d . . . H7O1 H 0.723(3) -0.013(3) -0.1222(18) 0.095(16) Uiso 1 1 d . . . H7O2 H 0.826(3) 0.010(3) -0.1245(18) 0.089(16) Uiso 1 1 d . . . O5 O 0.8955(2) 0.11437(19) -0.16489(14) 0.0748(9) Uani 1 1 d . . . H5O1 H 0.832(3) 0.128(2) -0.1716(15) 0.084(14) Uiso 1 1 d . . . H5O2 H 0.920(3) 0.156(3) -0.1549(17) 0.078(15) Uiso 1 1 d . . . O4 O 1.0000 0.0222(2) -0.2500 0.0688(11) Uani 1 2 d S . . H4O H 0.963(4) 0.050(3) -0.2227(19) 0.126(19) Uiso 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 Gd 0.01780(6) 0.02228(7) 0.02818(7) 0.00179(5) -0.00373(5) 0.00080(5) O1 0.0305(10) 0.0377(12) 0.0399(11) 0.0034(8) 0.0046(8) 0.0054(8) O2 0.0347(11) 0.0676(15) 0.0627(14) 0.0092(12) 0.0175(10) -0.0021(11) O3 0.0287(11) 0.0366(12) 0.0395(12) -0.0040(9) -0.0039(10) 0.0078(9) O11 0.0226(9) 0.0285(10) 0.0332(9) 0.0040(7) -0.0067(7) -0.0053(7) O12 0.0398(11) 0.0314(11) 0.0522(12) 0.0126(10) -0.0133(9) -0.0082(9) O21 0.0391(11) 0.0277(11) 0.0388(10) -0.0003(8) -0.0085(8) 0.0064(8) O22 0.0689(16) 0.0437(14) 0.0731(16) -0.0184(12) -0.0124(12) 0.0238(12) N1 0.0279(11) 0.0302(12) 0.0307(11) 0.0040(9) -0.0038(9) -0.0002(10) N2 0.0200(10) 0.0273(12) 0.0306(11) -0.0015(9) -0.0038(8) -0.0005(9) N3 0.0241(11) 0.0280(13) 0.0323(11) 0.0006(9) -0.0015(9) -0.0022(9) N4 0.0240(10) 0.0316(12) 0.0347(11) 0.0050(10) -0.0058(9) 0.0042(10) C1 0.0325(15) 0.0328(16) 0.0400(16) 0.0024(13) -0.0055(12) 0.0100(12) C2 0.0348(14) 0.0287(15) 0.0278(13) 0.0012(11) -0.0073(11) 0.0036(12) C3 0.0481(19) 0.0291(17) 0.0444(17) 0.0036(13) -0.0123(14) 0.0060(15) C4 0.068(2) 0.0351(19) 0.0500(19) 0.0125(16) -0.0073(16) -0.0080(17) C5 0.0435(18) 0.047(2) 0.0477(19) 0.0126(15) 0.0002(14) -0.0118(15) C6 0.0330(14) 0.0380(17) 0.0284(14) 0.0045(12) -0.0014(11) -0.0042(13) C7 0.0316(14) 0.0422(18) 0.0305(14) 0.0034(12) 0.0002(12) -0.0017(13) C11 0.0207(14) 0.051(2) 0.0574(19) 0.0123(17) -0.0026(14) 0.0024(14) C12 0.0203(12) 0.0352(17) 0.0318(14) -0.0038(11) -0.0032(10) 0.0014(11) C13 0.0175(13) 0.0493(18) 0.0487(17) -0.0037(14) -0.0019(13) -0.0013(13) C14 0.0254(15) 0.0473(19) 0.0550(19) 0.0006(15) 0.0044(13) -0.0105(14) C15 0.0308(15) 0.0361(17) 0.0425(16) 0.0032(14) 0.0009(12) -0.0081(13) C16 0.0204(12) 0.0262(14) 0.0304(13) -0.0037(11) 0.0003(10) -0.0044(10) C17 0.0257(13) 0.0294(15) 0.0263(13) 0.0025(11) -0.0008(10) -0.0037(11) C21 0.0362(16) 0.0372(18) 0.0349(15) 0.0028(13) -0.0167(13) 0.0030(14) C22 0.0279(13) 0.0331(16) 0.0315(13) 0.0026(11) -0.0029(11) -0.0055(12) C23 0.0385(16) 0.0472(19) 0.0308(14) -0.0012(13) -0.0050(12) -0.0066(14) C24 0.0430(18) 0.061(2) 0.0314(16) -0.0141(15) 0.0030(13) -0.0118(16) C25 0.0331(16) 0.0416(18) 0.0425(17) -0.0100(14) 0.0084(13) -0.0045(14) C26 0.0243(13) 0.0341(15) 0.0320(14) -0.0040(12) 0.0058(10) -0.0058(11) C27 0.0270(14) 0.0268(15) 0.0466(16) -0.0028(13) 0.0063(12) 0.0032(12) O6 0.0401(13) 0.0438(16) 0.0628(16) 0.0048(14) 0.0038(11) 0.0082(11) O7 0.0688(19) 0.0686(19) 0.0702(18) 0.0217(15) -0.0046(15) 0.0106(17) O5 0.0468(16) 0.0536(18) 0.124(3) -0.0268(17) -0.0028(16) -0.0053(14) O4 0.068(3) 0.052(2) 0.087(3) 0.000 0.004(2) 0.000 _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 Gd O21 2.3783(17) . ? Gd O3 2.399(2) . ? Gd O11 2.4010(15) 5_655 ? Gd O1 2.4414(17) . ? Gd O11 2.4726(17) . ? Gd N3 2.531(2) . ? Gd N1 2.546(2) . ? Gd N2 2.6051(19) . ? Gd N4 2.7886(19) . ? O1 C7 1.272(3) . ? O2 C7 1.237(3) . ? O11 C17 1.295(3) . ? O11 Gd 2.4010(15) 5_655 ? O12 C17 1.224(3) . ? O21 C27 1.277(3) . ? O22 C27 1.219(3) . ? N1 C2 1.350(3) . ? N1 C6 1.351(3) . ? N2 C12 1.341(3) . ? N2 C16 1.357(3) . ? N3 C22 1.349(3) . ? N3 C26 1.351(3) . ? N4 C21 1.486(3) . ? N4 C11 1.490(3) . ? N4 C1 1.493(4) . ? C1 C2 1.512(4) . ? C2 C3 1.375(4) . ? C3 C4 1.374(5) . ? C4 C5 1.392(4) . ? C5 C6 1.377(4) . ? C6 C7 1.518(4) . ? C11 C12 1.488(4) . ? C12 C13 1.393(4) . ? C13 C14 1.367(4) . ? C14 C15 1.382(4) . ? C15 C16 1.381(3) . ? C16 C17 1.508(3) . ? C21 C22 1.497(4) . ? C22 C23 1.392(4) . ? C23 C24 1.377(4) . ? C24 C25 1.374(4) . ? C25 C26 1.384(4) . ? C26 C27 1.517(4) . ? 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 O21 Gd O3 144.50(6) . . ? O21 Gd O11 86.23(6) . 5_655 ? O3 Gd O11 73.67(7) . 5_655 ? O21 Gd O1 75.43(6) . . ? O3 Gd O1 123.14(7) . . ? O11 Gd O1 72.39(6) 5_655 . ? O21 Gd O11 67.49(6) . . ? O3 Gd O11 77.41(6) . . ? O11 Gd O11 64.37(6) 5_655 . ? O1 Gd O11 123.56(5) . . ? O21 Gd N3 65.16(6) . . ? O3 Gd N3 140.59(7) . . ? O11 Gd N3 145.68(6) 5_655 . ? O1 Gd N3 81.92(6) . . ? O11 Gd N3 116.07(6) . . ? O21 Gd N1 133.68(6) . . ? O3 Gd N1 79.72(7) . . ? O11 Gd N1 100.79(6) 5_655 . ? O1 Gd N1 63.83(6) . . ? O11 Gd N1 155.52(6) . . ? N3 Gd N1 87.34(7) . . ? O21 Gd N2 88.12(6) . . ? O3 Gd N2 80.16(7) . . ? O11 Gd N2 124.53(6) 5_655 . ? O1 Gd N2 156.06(6) . . ? O11 Gd N2 62.61(5) . . ? N3 Gd N2 75.35(6) . . ? N1 Gd N2 121.58(6) . . ? O21 Gd N4 125.45(6) . . ? O3 Gd N4 77.88(7) . . ? O11 Gd N4 148.29(6) 5_655 . ? O1 Gd N4 113.62(6) . . ? O11 Gd N4 122.36(6) . . ? N3 Gd N4 63.51(6) . . ? N1 Gd N4 60.01(6) . . ? N2 Gd N4 62.33(6) . . ? C7 O1 Gd 124.31(16) . . ? C17 O11 Gd 123.13(14) . 5_655 ? C17 O11 Gd 119.07(14) . . ? Gd O11 Gd 115.63(6) 5_655 . ? C27 O21 Gd 126.53(16) . . ? C2 N1 C6 118.6(2) . . ? C2 N1 Gd 122.41(16) . . ? C6 N1 Gd 117.56(17) . . ? C12 N2 C16 118.1(2) . . ? C12 N2 Gd 126.06(16) . . ? C16 N2 Gd 115.64(14) . . ? C22 N3 C26 119.2(2) . . ? C22 N3 Gd 123.67(17) . . ? C26 N3 Gd 117.00(16) . . ? C21 N4 C11 110.4(2) . . ? C21 N4 C1 109.1(2) . . ? C11 N4 C1 108.8(2) . . ? C21 N4 Gd 107.58(15) . . ? C11 N4 Gd 115.25(16) . . ? C1 N4 Gd 105.58(14) . . ? N4 C1 C2 110.2(2) . . ? N1 C2 C3 121.9(3) . . ? N1 C2 C1 115.4(2) . . ? C3 C2 C1 122.7(3) . . ? C4 C3 C2 119.8(3) . . ? C3 C4 C5 118.5(3) . . ? C6 C5 C4 119.5(3) . . ? N1 C6 C5 121.7(3) . . ? N1 C6 C7 114.7(2) . . ? C5 C6 C7 123.6(3) . . ? O2 C7 O1 127.0(3) . . ? O2 C7 C6 117.2(3) . . ? O1 C7 C6 115.8(2) . . ? C12 C11 N4 115.4(2) . . ? N2 C12 C13 121.3(3) . . ? N2 C12 C11 118.1(2) . . ? C13 C12 C11 120.5(2) . . ? C14 C13 C12 120.4(3) . . ? C13 C14 C15 118.7(3) . . ? C16 C15 C14 118.8(3) . . ? N2 C16 C15 122.7(2) . . ? N2 C16 C17 115.4(2) . . ? C15 C16 C17 121.8(2) . . ? O12 C17 O11 125.1(2) . . ? O12 C17 C16 120.8(2) . . ? O11 C17 C16 114.0(2) . . ? N4 C21 C22 114.0(2) . . ? N3 C22 C23 121.2(3) . . ? N3 C22 C21 117.6(2) . . ? C23 C22 C21 121.0(2) . . ? C24 C23 C22 118.9(3) . . ? C25 C24 C23 120.0(3) . . ? C24 C25 C26 118.9(3) . . ? N3 C26 C25 121.7(3) . . ? N3 C26 C27 116.3(2) . . ? C25 C26 C27 122.0(3) . . ? O22 C27 O21 126.3(3) . . ? O22 C27 C26 119.2(3) . . ? O21 C27 C26 114.5(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 O3 H3O1 O21 0.71(4) 2.16(4) 2.838(3) 159(4) 5_655 O3 H3O2 O6 0.91(3) 1.78(3) 2.684(3) 176(3) . O4 H4O O5 0.91(4) 1.91(4) 2.816(4) 175(5) . O6 H6O1 O12 0.88(4) 1.91(4) 2.765(3) 162(3) 8_755 O6 H6O2 O7 0.73(3) 2.00(4) 2.713(4) 166(4) . O7 H7O1 O1 0.87(4) 2.09(4) 2.956(3) 170(4) 5_655 O7 H7O2 O5 0.89(4) 2.09(4) 2.963(5) 167(4) . O5 H5O1 O2 0.87(4) 1.85(4) 2.705(4) 168(4) 5_655 O5 H5O2 O22 0.77(4) 2.00(4) 2.765(4) 174(4) 4 _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 28.93 _diffrn_measured_fraction_theta_full 0.939 _refine_diff_density_max 0.731 _refine_diff_density_min -0.832 _refine_diff_density_rms 0.088