# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Dy _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H60 Dy2 N4 O14' _chemical_formula_weight 1217.98 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' Dy Dy -0.1892 4.4098 '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' _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 10.453(5) _cell_length_b 11.248(5) _cell_length_c 11.848(5) _cell_angle_alpha 104.288(7) _cell_angle_beta 98.792(4) _cell_angle_gamma 114.280(4) _cell_volume 1178.4(9) _cell_formula_units_Z 1 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 4356 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 28.2 _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 3.216 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5656 _exptl_absorpt_correction_T_max 0.6989 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(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 'profile data from \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9287 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4135 _reflns_number_gt 3856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _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^)+(0.0171P)^2^+0.7798P] 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 4135 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 Dy1 Dy 0.65494(2) 0.15782(2) 0.13775(2) 0.01582(8) Uani 1 1 d . . . C1 C 0.8262(5) -0.0691(5) 0.3450(5) 0.0240(12) Uani 1 1 d . . . H1A H 0.7610 -0.0910 0.3964 0.036 Uiso 1 1 calc R . . H1B H 0.9247 -0.0482 0.3886 0.036 Uiso 1 1 calc R . . H1C H 0.7887 -0.1489 0.2699 0.036 Uiso 1 1 calc R . . C2 C 0.8329(5) 0.0551(5) 0.3142(4) 0.0165(11) Uani 1 1 d . . . C3 C 0.9576(5) 0.1823(5) 0.3710(5) 0.0219(12) Uani 1 1 d . . . H3 H 1.0349 0.1868 0.4286 0.026 Uiso 1 1 calc R . . C4 C 0.9774(5) 0.3045(5) 0.3493(5) 0.0192(11) Uani 1 1 d . . . C5 C 1.1205(5) 0.4347(5) 0.4171(5) 0.0347(15) Uani 1 1 d . . . H5A H 1.1831 0.4518 0.3631 0.052 Uiso 1 1 calc R . . H5B H 1.1701 0.4232 0.4877 0.052 Uiso 1 1 calc R . . H5C H 1.1012 0.5137 0.4447 0.052 Uiso 1 1 calc R . . C6 C 0.4678(6) 0.2791(6) 0.4560(5) 0.0308(13) Uani 1 1 d . . . H6A H 0.4412 0.1872 0.4625 0.046 Uiso 1 1 calc R . . H6B H 0.3813 0.2939 0.4468 0.046 Uiso 1 1 calc R . . H6C H 0.5443 0.3506 0.5298 0.046 Uiso 1 1 calc R . . C7 C 0.5246(5) 0.2876(5) 0.3459(5) 0.0240(12) Uani 1 1 d . . . C8 C 0.5395(6) 0.3992(5) 0.3078(5) 0.0288(13) Uani 1 1 d . . . H8 H 0.5121 0.4630 0.3521 0.035 Uiso 1 1 calc R . . C9 C 0.5913(5) 0.4251(5) 0.2102(5) 0.0251(13) Uani 1 1 d . . . C10 C 0.5897(6) 0.5463(5) 0.1772(6) 0.0356(16) Uani 1 1 d . . . H10A H 0.6753 0.5897 0.1492 0.053 Uiso 1 1 calc R . . H10B H 0.5927 0.6145 0.2487 0.053 Uiso 1 1 calc R . . H10C H 0.5001 0.5130 0.1121 0.053 Uiso 1 1 calc R . . C11 C 0.6946(5) -0.0832(4) -0.0491(4) 0.0126(10) Uani 1 1 d . . . C12 C 0.7020(5) -0.1845(5) -0.0030(4) 0.0168(11) Uani 1 1 d . . . H12 H 0.6422 -0.2158 0.0471 0.020 Uiso 1 1 calc R . . C13 C 0.7948(5) -0.2396(5) -0.0292(5) 0.0201(12) Uani 1 1 d . . . H13 H 0.7964 -0.3094 0.0017 0.024 Uiso 1 1 calc R . . C14 C 0.8859(5) -0.1938(5) -0.1004(5) 0.0229(12) Uani 1 1 d . . . H14 H 0.9489 -0.2325 -0.1188 0.027 Uiso 1 1 calc R . . C15 C 0.8835(5) -0.0917(5) -0.1437(5) 0.0207(12) Uani 1 1 d . . . H15 H 0.9457 -0.0598 -0.1920 0.025 Uiso 1 1 calc R . . C16 C 0.7907(5) -0.0336(5) -0.1178(4) 0.0154(11) Uani 1 1 d . . . C17 C 0.7938(5) 0.0771(5) -0.1613(5) 0.0180(11) Uani 1 1 d . . . C18 C 0.8179(5) 0.2148(5) -0.2884(5) 0.0199(12) Uani 1 1 d . . . C19 C 0.9810(5) 0.3114(5) -0.2635(5) 0.0279(13) Uani 1 1 d . . . H19A H 1.0341 0.3269 -0.1812 0.042 Uiso 1 1 calc R . . H19B H 0.9942 0.4005 -0.2705 0.042 Uiso 1 1 calc R . . H19C H 1.0193 0.2689 -0.3227 0.042 Uiso 1 1 calc R . . C20 C 0.7322(5) 0.1839(5) -0.4160(5) 0.0277(13) Uani 1 1 d . . . H20A H 0.7814 0.1567 -0.4738 0.042 Uiso 1 1 calc R . . H20B H 0.7265 0.2670 -0.4222 0.042 Uiso 1 1 calc R . . H20C H 0.6330 0.1080 -0.4350 0.042 Uiso 1 1 calc R . . C21 C 0.7530(5) 0.2602(5) -0.1878(5) 0.0202(12) Uani 1 1 d . . . C22 C 0.8196(6) 0.4167(5) -0.1221(5) 0.0307(14) Uani 1 1 d . . . H22A H 0.7830 0.4337 -0.0516 0.046 Uiso 1 1 calc R . . H22B H 0.7919 0.4593 -0.1778 0.046 Uiso 1 1 calc R . . H22C H 0.9266 0.4574 -0.0948 0.046 Uiso 1 1 calc R . . C23 C 0.5861(5) 0.1966(5) -0.2276(5) 0.0265(13) Uani 1 1 d . . . H23A H 0.5433 0.0971 -0.2730 0.040 Uiso 1 1 calc R . . H23B H 0.5569 0.2420 -0.2797 0.040 Uiso 1 1 calc R . . H23C H 0.5510 0.2100 -0.1558 0.040 Uiso 1 1 calc R . . N1 N 0.7869(4) 0.1907(4) -0.1027(4) 0.0190(9) Uani 1 1 d . . . N2 N 0.8063(4) 0.0821(4) -0.2739(4) 0.0194(10) Uani 1 1 d . . . O1 O 0.7231(3) 0.0334(3) 0.2336(3) 0.0166(7) Uani 1 1 d . . . O2 O 0.8847(3) 0.3139(3) 0.2736(3) 0.0228(8) Uani 1 1 d . . . O3 O 0.5586(3) 0.1951(3) 0.2976(3) 0.0227(8) Uani 1 1 d . . . O4 O 0.6351(3) 0.3532(3) 0.1428(3) 0.0220(8) Uani 1 1 d . . . O5 O 0.5946(3) -0.0390(3) -0.0305(3) 0.0148(7) Uani 1 1 d . . . O6 O 0.7952(4) 0.2343(3) 0.0118(3) 0.0209(8) Uani 1 1 d . . . O7 O 0.8199(4) -0.0053(4) -0.3551(3) 0.0275(9) 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 Dy1 0.01578(13) 0.01605(12) 0.01650(14) 0.00312(10) 0.00394(10) 0.00986(10) C1 0.022(3) 0.023(3) 0.022(3) 0.006(3) -0.001(2) 0.010(2) C2 0.025(3) 0.023(3) 0.009(3) 0.005(2) 0.007(2) 0.018(2) C3 0.019(3) 0.028(3) 0.018(3) 0.010(3) 0.003(2) 0.010(2) C4 0.014(2) 0.020(3) 0.015(3) -0.001(2) 0.002(2) 0.006(2) C5 0.024(3) 0.025(3) 0.033(4) 0.009(3) -0.008(3) -0.002(3) C6 0.032(3) 0.040(3) 0.019(3) 0.001(3) 0.008(3) 0.021(3) C7 0.018(3) 0.027(3) 0.018(3) -0.006(3) 0.002(2) 0.010(2) C8 0.030(3) 0.024(3) 0.030(3) -0.002(3) 0.008(3) 0.017(3) C9 0.017(3) 0.009(2) 0.039(4) -0.004(3) -0.001(3) 0.006(2) C10 0.031(3) 0.017(3) 0.054(4) 0.009(3) 0.006(3) 0.012(3) C11 0.011(2) 0.010(2) 0.010(3) -0.005(2) -0.001(2) 0.005(2) C12 0.018(3) 0.016(2) 0.014(3) 0.003(2) 0.002(2) 0.007(2) C13 0.020(3) 0.020(3) 0.022(3) 0.007(2) 0.002(2) 0.013(2) C14 0.019(3) 0.021(3) 0.031(3) 0.004(3) 0.006(2) 0.015(2) C15 0.020(3) 0.025(3) 0.023(3) 0.008(3) 0.009(2) 0.014(2) C16 0.015(2) 0.017(2) 0.013(3) 0.001(2) 0.002(2) 0.009(2) C17 0.014(2) 0.020(3) 0.021(3) 0.006(2) 0.006(2) 0.010(2) C18 0.018(3) 0.022(3) 0.025(3) 0.011(3) 0.009(2) 0.011(2) C19 0.023(3) 0.030(3) 0.037(4) 0.018(3) 0.012(3) 0.014(3) C20 0.028(3) 0.031(3) 0.026(3) 0.011(3) 0.011(3) 0.014(3) C21 0.022(3) 0.016(3) 0.027(3) 0.012(3) 0.010(2) 0.010(2) C22 0.043(3) 0.021(3) 0.037(4) 0.010(3) 0.019(3) 0.019(3) C23 0.024(3) 0.034(3) 0.041(4) 0.023(3) 0.018(3) 0.021(3) N1 0.021(2) 0.024(2) 0.016(2) 0.007(2) 0.0084(19) 0.0125(19) N2 0.017(2) 0.018(2) 0.024(3) 0.005(2) 0.009(2) 0.0091(19) O1 0.0165(17) 0.0158(17) 0.0149(19) 0.0020(15) 0.0019(15) 0.0081(15) O2 0.0230(19) 0.0176(18) 0.022(2) 0.0042(17) 0.0027(17) 0.0072(16) O3 0.0230(19) 0.026(2) 0.018(2) 0.0004(17) 0.0061(16) 0.0151(17) O4 0.0218(18) 0.0167(17) 0.029(2) 0.0062(17) 0.0066(17) 0.0116(16) O5 0.0114(16) 0.0155(17) 0.0164(19) 0.0026(15) 0.0029(15) 0.0072(14) O6 0.029(2) 0.0211(18) 0.017(2) 0.0067(17) 0.0123(17) 0.0133(16) O7 0.035(2) 0.027(2) 0.024(2) 0.0046(19) 0.0143(18) 0.0182(18) _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 Dy1 O1 2.260(3) . ? Dy1 O4 2.278(3) . ? Dy1 O3 2.306(3) . ? Dy1 O6 2.320(3) . ? Dy1 O2 2.323(3) . ? Dy1 O5 2.342(3) 2_655 ? Dy1 O5 2.358(3) . ? Dy1 Dy1 3.9169(12) 2_655 ? C1 C2 1.506(6) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 O1 1.269(5) . ? C2 C3 1.387(6) . ? C3 C4 1.397(6) . ? C3 H3 0.9500 . ? C4 O2 1.273(5) . ? C4 C5 1.509(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.521(7) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 O3 1.268(6) . ? C7 C8 1.396(7) . ? C8 C9 1.394(7) . ? C8 H8 0.9500 . ? C9 O4 1.264(6) . ? C9 C10 1.513(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 O5 1.353(5) . ? C11 C12 1.404(6) . ? C11 C16 1.413(6) . ? C12 C13 1.383(6) . ? C12 H12 0.9500 . ? C13 C14 1.393(7) . ? C13 H13 0.9500 . ? C14 C15 1.376(6) . ? C14 H14 0.9500 . ? C15 C16 1.405(6) . ? C15 H15 0.9500 . ? C16 C17 1.451(6) . ? C17 N1 1.331(6) . ? C17 N2 1.373(6) . ? C18 N2 1.503(6) . ? C18 C20 1.510(7) . ? C18 C19 1.530(6) . ? C18 C21 1.541(7) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N1 1.504(6) . ? C21 C23 1.528(6) . ? C21 C22 1.530(6) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? N1 O6 1.299(5) . ? N2 O7 1.266(5) . ? O5 Dy1 2.342(3) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Dy1 O4 150.51(12) . . ? O1 Dy1 O3 82.83(12) . . ? O4 Dy1 O3 76.51(12) . . ? O1 Dy1 O6 113.73(12) . . ? O4 Dy1 O6 79.31(12) . . ? O3 Dy1 O6 152.43(12) . . ? O1 Dy1 O2 74.31(11) . . ? O4 Dy1 O2 83.85(12) . . ? O3 Dy1 O2 87.38(12) . . ? O6 Dy1 O2 77.00(12) . . ? O1 Dy1 O5 112.35(11) . 2_655 ? O4 Dy1 O5 85.01(11) . 2_655 ? O3 Dy1 O5 80.71(12) . 2_655 ? O6 Dy1 O5 110.25(12) . 2_655 ? O2 Dy1 O5 165.30(11) . 2_655 ? O1 Dy1 O5 79.96(12) . . ? O4 Dy1 O5 129.49(12) . . ? O3 Dy1 O5 133.73(11) . . ? O6 Dy1 O5 72.84(11) . . ? O2 Dy1 O5 127.56(11) . . ? O5 Dy1 O5 67.12(12) 2_655 . ? O1 Dy1 Dy1 97.03(9) . 2_655 ? O4 Dy1 Dy1 109.32(9) . 2_655 ? O3 Dy1 Dy1 108.64(9) . 2_655 ? O6 Dy1 Dy1 91.68(9) . 2_655 ? O2 Dy1 Dy1 160.98(9) . 2_655 ? O5 Dy1 Dy1 33.69(8) 2_655 2_655 ? O5 Dy1 Dy1 33.43(7) . 2_655 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.4(4) . . ? O1 C2 C1 116.3(4) . . ? C3 C2 C1 119.2(4) . . ? C2 C3 C4 124.5(5) . . ? C2 C3 H3 117.7 . . ? C4 C3 H3 117.7 . . ? O2 C4 C3 124.8(4) . . ? O2 C4 C5 116.9(4) . . ? C3 C4 C5 118.3(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O3 C7 C8 124.8(5) . . ? O3 C7 C6 117.8(5) . . ? C8 C7 C6 117.4(5) . . ? C9 C8 C7 125.6(5) . . ? C9 C8 H8 117.2 . . ? C7 C8 H8 117.2 . . ? O4 C9 C8 125.9(5) . . ? O4 C9 C10 116.2(5) . . ? C8 C9 C10 117.9(5) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O5 C11 C12 120.1(4) . . ? O5 C11 C16 122.0(4) . . ? C12 C11 C16 117.9(4) . . ? C13 C12 C11 121.2(4) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 120.8(4) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 119.0(5) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 121.3(5) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C15 C16 C11 119.8(4) . . ? C15 C16 C17 120.1(4) . . ? C11 C16 C17 120.1(4) . . ? N1 C17 N2 107.4(4) . . ? N1 C17 C16 128.1(5) . . ? N2 C17 C16 124.5(5) . . ? N2 C18 C20 109.2(4) . . ? N2 C18 C19 106.5(4) . . ? C20 C18 C19 111.4(4) . . ? N2 C18 C21 100.2(4) . . ? C20 C18 C21 115.0(4) . . ? C19 C18 C21 113.5(4) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C21 C23 105.4(4) . . ? N1 C21 C22 110.8(4) . . ? C23 C21 C22 109.3(4) . . ? N1 C21 C18 100.2(4) . . ? C23 C21 C18 114.1(4) . . ? C22 C21 C18 116.1(4) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O6 N1 C17 126.3(4) . . ? O6 N1 C21 121.6(4) . . ? C17 N1 C21 111.9(4) . . ? O7 N2 C17 126.6(4) . . ? O7 N2 C18 121.3(4) . . ? C17 N2 C18 111.9(4) . . ? C2 O1 Dy1 137.3(3) . . ? C4 O2 Dy1 134.6(3) . . ? C7 O3 Dy1 133.6(3) . . ? C9 O4 Dy1 133.7(3) . . ? C11 O5 Dy1 125.8(3) . 2_655 ? C11 O5 Dy1 120.8(3) . . ? Dy1 O5 Dy1 112.88(12) 2_655 . ? N1 O6 Dy1 136.7(3) . . ? 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 O1 C2 C3 C4 1.7(9) . . . . ? C1 C2 C3 C4 179.4(5) . . . . ? C2 C3 C4 O2 -1.1(9) . . . . ? C2 C3 C4 C5 -179.1(5) . . . . ? O3 C7 C8 C9 1.2(9) . . . . ? C6 C7 C8 C9 179.2(5) . . . . ? C7 C8 C9 O4 -1.4(9) . . . . ? C7 C8 C9 C10 175.8(5) . . . . ? O5 C11 C12 C13 174.6(4) . . . . ? C16 C11 C12 C13 -3.4(7) . . . . ? C11 C12 C13 C14 1.3(7) . . . . ? C12 C13 C14 C15 0.6(8) . . . . ? C13 C14 C15 C16 -0.2(8) . . . . ? C14 C15 C16 C11 -1.9(8) . . . . ? C14 C15 C16 C17 178.0(5) . . . . ? O5 C11 C16 C15 -174.3(4) . . . . ? C12 C11 C16 C15 3.7(7) . . . . ? O5 C11 C16 C17 5.8(7) . . . . ? C12 C11 C16 C17 -176.3(4) . . . . ? C15 C16 C17 N1 -139.3(5) . . . . ? C11 C16 C17 N1 40.7(7) . . . . ? C15 C16 C17 N2 40.0(7) . . . . ? C11 C16 C17 N2 -140.1(5) . . . . ? N2 C18 C21 N1 26.3(4) . . . . ? C20 C18 C21 N1 143.2(4) . . . . ? C19 C18 C21 N1 -86.9(4) . . . . ? N2 C18 C21 C23 -85.8(4) . . . . ? C20 C18 C21 C23 31.1(6) . . . . ? C19 C18 C21 C23 161.0(4) . . . . ? N2 C18 C21 C22 145.6(4) . . . . ? C20 C18 C21 C22 -97.5(5) . . . . ? C19 C18 C21 C22 32.4(6) . . . . ? N2 C17 N1 O6 -169.7(4) . . . . ? C16 C17 N1 O6 9.7(8) . . . . ? N2 C17 N1 C21 15.9(5) . . . . ? C16 C17 N1 C21 -164.8(4) . . . . ? C23 C21 N1 O6 -83.8(5) . . . . ? C22 C21 N1 O6 34.3(6) . . . . ? C18 C21 N1 O6 157.5(4) . . . . ? C23 C21 N1 C17 90.9(5) . . . . ? C22 C21 N1 C17 -150.9(4) . . . . ? C18 C21 N1 C17 -27.7(5) . . . . ? N1 C17 N2 O7 177.9(4) . . . . ? C16 C17 N2 O7 -1.5(8) . . . . ? N1 C17 N2 C18 3.8(5) . . . . ? C16 C17 N2 C18 -175.6(4) . . . . ? C20 C18 N2 O7 44.1(6) . . . . ? C19 C18 N2 O7 -76.3(6) . . . . ? C21 C18 N2 O7 165.2(4) . . . . ? C20 C18 N2 C17 -141.4(4) . . . . ? C19 C18 N2 C17 98.2(5) . . . . ? C21 C18 N2 C17 -20.3(5) . . . . ? C3 C2 O1 Dy1 -0.3(8) . . . . ? C1 C2 O1 Dy1 -178.0(3) . . . . ? O4 Dy1 O1 C2 -44.7(6) . . . . ? O3 Dy1 O1 C2 -90.3(5) . . . . ? O6 Dy1 O1 C2 66.8(5) . . . . ? O2 Dy1 O1 C2 -1.0(4) . . . . ? O5 Dy1 O1 C2 -167.1(4) 2_655 . . . ? O5 Dy1 O1 C2 132.9(5) . . . . ? Dy1 Dy1 O1 C2 161.7(4) 2_655 . . . ? C3 C4 O2 Dy1 -0.9(8) . . . . ? C5 C4 O2 Dy1 177.1(3) . . . . ? O1 Dy1 O2 C4 1.6(5) . . . . ? O4 Dy1 O2 C4 161.5(5) . . . . ? O3 Dy1 O2 C4 84.8(5) . . . . ? O6 Dy1 O2 C4 -118.0(5) . . . . ? O5 Dy1 O2 C4 120.6(5) 2_655 . . . ? O5 Dy1 O2 C4 -62.1(5) . . . . ? Dy1 Dy1 O2 C4 -63.3(6) 2_655 . . . ? C8 C7 O3 Dy1 0.3(8) . . . . ? C6 C7 O3 Dy1 -177.7(3) . . . . ? O1 Dy1 O3 C7 157.8(4) . . . . ? O4 Dy1 O3 C7 -1.0(4) . . . . ? O6 Dy1 O3 C7 28.4(6) . . . . ? O2 Dy1 O3 C7 83.3(4) . . . . ? O5 Dy1 O3 C7 -88.0(4) 2_655 . . . ? O5 Dy1 O3 C7 -133.5(4) . . . . ? Dy1 Dy1 O3 C7 -107.1(4) 2_655 . . . ? C8 C9 O4 Dy1 0.2(8) . . . . ? C10 C9 O4 Dy1 -177.1(3) . . . . ? O1 Dy1 O4 C9 -46.0(5) . . . . ? O3 Dy1 O4 C9 0.7(4) . . . . ? O6 Dy1 O4 C9 -165.9(4) . . . . ? O2 Dy1 O4 C9 -88.0(4) . . . . ? O5 Dy1 O4 C9 82.4(4) 2_655 . . . ? O5 Dy1 O4 C9 137.1(4) . . . . ? Dy1 Dy1 O4 C9 106.1(4) 2_655 . . . ? C12 C11 O5 Dy1 -78.3(5) . . . 2_655 ? C16 C11 O5 Dy1 99.6(4) . . . 2_655 ? C12 C11 O5 Dy1 92.9(4) . . . . ? C16 C11 O5 Dy1 -89.2(5) . . . . ? O1 Dy1 O5 C11 -52.7(3) . . . . ? O4 Dy1 O5 C11 125.8(3) . . . . ? O3 Dy1 O5 C11 -122.5(3) . . . . ? O6 Dy1 O5 C11 66.2(3) . . . . ? O2 Dy1 O5 C11 8.5(4) . . . . ? O5 Dy1 O5 C11 -172.3(4) 2_655 . . . ? Dy1 Dy1 O5 C11 -172.3(4) 2_655 . . . ? O1 Dy1 O5 Dy1 119.59(14) . . . 2_655 ? O4 Dy1 O5 Dy1 -61.96(18) . . . 2_655 ? O3 Dy1 O5 Dy1 49.8(2) . . . 2_655 ? O6 Dy1 O5 Dy1 -121.57(15) . . . 2_655 ? O2 Dy1 O5 Dy1 -179.26(11) . . . 2_655 ? O5 Dy1 O5 Dy1 0.0 2_655 . . 2_655 ? C17 N1 O6 Dy1 -66.0(6) . . . . ? C21 N1 O6 Dy1 107.9(4) . . . . ? O1 Dy1 O6 N1 94.1(4) . . . . ? O4 Dy1 O6 N1 -113.7(4) . . . . ? O3 Dy1 O6 N1 -142.7(4) . . . . ? O2 Dy1 O6 N1 160.2(4) . . . . ? O5 Dy1 O6 N1 -33.1(4) 2_655 . . . ? O5 Dy1 O6 N1 23.7(4) . . . . ? Dy1 Dy1 O6 N1 -4.4(4) 2_655 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.742 _refine_diff_density_min -1.097 _refine_diff_density_rms 0.138 _database_code_depnum_ccdc_archive 'CCDC 935294' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Eu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H60 Eu2 N4 O14' _chemical_formula_weight 1196.90 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' Eu Eu -0.1578 3.6682 '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' _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 10.509(4) _cell_length_b 11.349(5) _cell_length_c 11.813(4) _cell_angle_alpha 103.788(4) _cell_angle_beta 98.622(4) _cell_angle_gamma 114.832(3) _cell_volume 1190.8(8) _cell_formula_units_Z 1 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 4184 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 27.9 _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 602 _exptl_absorpt_coefficient_mu 2.679 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6164 _exptl_absorpt_correction_T_max 0.8558 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(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 'profile data from \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9098 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0711 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4182 _reflns_number_gt 3715 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _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^)+(0.0303P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4182 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.0769 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Eu1 Eu 0.84325(3) 0.34171(3) 0.35963(2) 0.02098(10) Uani 1 1 d . . . C1 C 0.6736(6) 0.5714(6) 0.1534(5) 0.0316(13) Uani 1 1 d . . . H1A H 0.7032 0.6467 0.2269 0.047 Uiso 1 1 calc R . . H1B H 0.5795 0.5493 0.1049 0.047 Uiso 1 1 calc R . . H1C H 0.7438 0.5973 0.1085 0.047 Uiso 1 1 calc R . . C2 C 0.6647(5) 0.4482(5) 0.1844(4) 0.0194(11) Uani 1 1 d . . . C3 C 0.5400(6) 0.3211(5) 0.1274(5) 0.0239(12) Uani 1 1 d . . . H3 H 0.4648 0.3174 0.0715 0.029 Uiso 1 1 calc R . . C4 C 0.5189(6) 0.1991(6) 0.1473(5) 0.0237(12) Uani 1 1 d . . . C5 C 0.3763(6) 0.0703(6) 0.0799(5) 0.0418(16) Uani 1 1 d . . . H5A H 0.3953 -0.0045 0.0466 0.063 Uiso 1 1 calc R . . H5B H 0.3243 0.0849 0.0153 0.063 Uiso 1 1 calc R . . H5C H 0.3185 0.0481 0.1348 0.063 Uiso 1 1 calc R . . C6 C 1.0381(7) 0.2242(7) 0.0434(5) 0.0440(17) Uani 1 1 d . . . H6A H 0.9640 0.1570 -0.0299 0.066 Uiso 1 1 calc R . . H6B H 1.1211 0.2081 0.0527 0.066 Uiso 1 1 calc R . . H6C H 1.0673 0.3149 0.0389 0.066 Uiso 1 1 calc R . . C7 C 0.9779(6) 0.2126(6) 0.1513(5) 0.0321(14) Uani 1 1 d . . . C8 C 0.9650(6) 0.1040(6) 0.1918(5) 0.0317(14) Uani 1 1 d . . . H8 H 0.9959 0.0448 0.1508 0.038 Uiso 1 1 calc R . . C9 C 0.9111(6) 0.0752(6) 0.2868(5) 0.0327(14) Uani 1 1 d . . . C10 C 0.9099(7) -0.0451(6) 0.3228(7) 0.056(2) Uani 1 1 d . . . H10A H 0.9984 -0.0132 0.3851 0.083 Uiso 1 1 calc R . . H10B H 0.9033 -0.1138 0.2531 0.083 Uiso 1 1 calc R . . H10C H 0.8273 -0.0843 0.3529 0.083 Uiso 1 1 calc R . . C11 C 0.8043(5) 0.5804(5) 0.5500(4) 0.0190(11) Uani 1 1 d . . . C12 C 0.7962(5) 0.6804(5) 0.5045(4) 0.0225(12) Uani 1 1 d . . . H12 H 0.8544 0.7118 0.4551 0.027 Uiso 1 1 calc R . . C13 C 0.7037(6) 0.7340(5) 0.5312(4) 0.0240(12) Uani 1 1 d . . . H13 H 0.7010 0.8013 0.5003 0.029 Uiso 1 1 calc R . . C14 C 0.6151(6) 0.6884(6) 0.6035(5) 0.0263(13) Uani 1 1 d . . . H14 H 0.5553 0.7266 0.6236 0.032 Uiso 1 1 calc R . . C15 C 0.6164(6) 0.5862(6) 0.6454(5) 0.0272(13) Uani 1 1 d . . . H15 H 0.5553 0.5539 0.6927 0.033 Uiso 1 1 calc R . . C16 C 0.7083(5) 0.5292(5) 0.6183(4) 0.0209(12) Uani 1 1 d . . . C17 C 0.7060(5) 0.4198(5) 0.6629(4) 0.0216(12) Uani 1 1 d . . . C18 C 0.6818(6) 0.2809(6) 0.7893(5) 0.0271(13) Uani 1 1 d . . . C19 C 0.5196(6) 0.1842(6) 0.7669(5) 0.0348(14) Uani 1 1 d . . . H19A H 0.4819 0.2273 0.8229 0.052 Uiso 1 1 calc R . . H19B H 0.5079 0.0998 0.7786 0.052 Uiso 1 1 calc R . . H19C H 0.4672 0.1649 0.6852 0.052 Uiso 1 1 calc R . . C20 C 0.7686(6) 0.3116(6) 0.9170(5) 0.0360(15) Uani 1 1 d . . . H20A H 0.8663 0.3839 0.9336 0.054 Uiso 1 1 calc R . . H20B H 0.7716 0.2302 0.9238 0.054 Uiso 1 1 calc R . . H20C H 0.7227 0.3403 0.9743 0.054 Uiso 1 1 calc R . . C21 C 0.7450(6) 0.2361(6) 0.6867(5) 0.0275(13) Uani 1 1 d . . . C22 C 0.6763(7) 0.0813(6) 0.6216(5) 0.0400(16) Uani 1 1 d . . . H22A H 0.5720 0.0429 0.5942 0.060 Uiso 1 1 calc R . . H22B H 0.7008 0.0389 0.6766 0.060 Uiso 1 1 calc R . . H22C H 0.7130 0.0646 0.5531 0.060 Uiso 1 1 calc R . . C23 C 0.9103(6) 0.3006(6) 0.7253(5) 0.0340(14) Uani 1 1 d . . . H23A H 0.9443 0.2874 0.6546 0.051 Uiso 1 1 calc R . . H23B H 0.9397 0.2578 0.7774 0.051 Uiso 1 1 calc R . . H23C H 0.9517 0.3975 0.7682 0.051 Uiso 1 1 calc R . . N1 N 0.7102(5) 0.3059(4) 0.6025(4) 0.0242(10) Uani 1 1 d . . . N2 N 0.6931(5) 0.4116(4) 0.7741(4) 0.0259(11) Uani 1 1 d . . . O1 O 0.7758(4) 0.4676(3) 0.2612(3) 0.0241(8) Uani 1 1 d . . . O2 O 0.6108(4) 0.1874(4) 0.2204(3) 0.0270(8) Uani 1 1 d . . . O3 O 0.9434(4) 0.3041(4) 0.1983(3) 0.0311(9) Uani 1 1 d . . . O4 O 0.8634(4) 0.1448(4) 0.3526(3) 0.0295(9) Uani 1 1 d . . . O5 O 0.9042(4) 0.5378(3) 0.5315(3) 0.0196(8) Uani 1 1 d . . . O6 O 0.7016(4) 0.2643(4) 0.4884(3) 0.0278(9) Uani 1 1 d . . . O7 O 0.6808(4) 0.4992(4) 0.8564(3) 0.0332(10) 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 Eu1 0.01823(15) 0.02476(16) 0.02042(16) 0.00331(12) 0.00483(12) 0.01310(12) C1 0.033(3) 0.035(4) 0.026(3) 0.011(3) 0.003(3) 0.016(3) C2 0.021(3) 0.028(3) 0.014(3) 0.006(2) 0.006(2) 0.015(3) C3 0.027(3) 0.034(3) 0.019(3) 0.013(3) 0.011(3) 0.018(3) C4 0.024(3) 0.034(3) 0.018(3) 0.007(3) 0.011(3) 0.017(3) C5 0.028(3) 0.039(4) 0.041(4) 0.013(3) -0.003(3) 0.005(3) C6 0.041(4) 0.055(4) 0.035(4) 0.001(3) 0.017(3) 0.027(4) C7 0.021(3) 0.045(4) 0.020(3) -0.008(3) -0.003(3) 0.020(3) C8 0.024(3) 0.038(4) 0.025(3) -0.009(3) -0.003(3) 0.022(3) C9 0.016(3) 0.024(3) 0.039(4) -0.010(3) -0.007(3) 0.009(3) C10 0.044(4) 0.022(4) 0.096(6) 0.010(4) 0.008(4) 0.020(3) C11 0.013(3) 0.018(3) 0.017(3) -0.007(2) -0.001(2) 0.008(2) C12 0.016(3) 0.026(3) 0.020(3) 0.001(2) 0.001(2) 0.010(2) C13 0.027(3) 0.022(3) 0.023(3) 0.004(2) 0.002(3) 0.015(3) C14 0.017(3) 0.034(3) 0.028(3) 0.002(3) 0.001(3) 0.017(3) C15 0.024(3) 0.028(3) 0.028(3) 0.004(3) 0.009(3) 0.012(3) C16 0.017(3) 0.020(3) 0.023(3) 0.003(2) 0.004(2) 0.011(2) C17 0.015(3) 0.030(3) 0.018(3) 0.002(2) 0.005(2) 0.013(2) C18 0.025(3) 0.028(3) 0.035(3) 0.013(3) 0.015(3) 0.015(3) C19 0.021(3) 0.038(4) 0.042(4) 0.015(3) 0.010(3) 0.010(3) C20 0.038(4) 0.047(4) 0.029(3) 0.013(3) 0.010(3) 0.026(3) C21 0.026(3) 0.032(3) 0.033(3) 0.015(3) 0.013(3) 0.017(3) C22 0.056(4) 0.029(4) 0.038(4) 0.011(3) 0.016(3) 0.023(3) C23 0.030(3) 0.044(4) 0.044(4) 0.023(3) 0.015(3) 0.025(3) N1 0.024(3) 0.027(3) 0.027(3) 0.009(2) 0.012(2) 0.015(2) N2 0.027(3) 0.025(3) 0.029(3) 0.007(2) 0.014(2) 0.014(2) O1 0.025(2) 0.025(2) 0.0215(19) 0.0043(17) 0.0034(18) 0.0132(18) O2 0.021(2) 0.023(2) 0.027(2) 0.0058(18) -0.0019(18) 0.0058(17) O3 0.033(2) 0.042(3) 0.025(2) 0.0061(19) 0.0105(19) 0.024(2) O4 0.027(2) 0.026(2) 0.036(2) 0.0070(19) 0.0064(19) 0.0150(19) O5 0.0198(19) 0.023(2) 0.0186(18) 0.0019(16) 0.0056(16) 0.0150(17) O6 0.030(2) 0.031(2) 0.022(2) 0.0028(18) 0.0101(18) 0.0152(19) O7 0.045(3) 0.039(2) 0.029(2) 0.011(2) 0.020(2) 0.028(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O1 2.300(3) . ? Eu1 O4 2.315(4) . ? Eu1 O3 2.348(3) . ? Eu1 O6 2.349(3) . ? Eu1 O2 2.360(4) . ? Eu1 O5 2.379(3) 2_766 ? Eu1 O5 2.397(3) . ? Eu1 Eu1 3.9829(11) 2_766 ? C1 C2 1.498(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.268(6) . ? C2 C3 1.391(7) . ? C3 C4 1.390(7) . ? C3 H3 0.9300 . ? C4 O2 1.268(6) . ? C4 C5 1.505(7) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.514(7) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 O3 1.272(6) . ? C7 C8 1.389(8) . ? C8 C9 1.378(8) . ? C8 H8 0.9300 . ? C9 O4 1.279(6) . ? C9 C10 1.519(8) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 O5 1.352(5) . ? C11 C12 1.394(7) . ? C11 C16 1.407(7) . ? C12 C13 1.384(6) . ? C12 H12 0.9300 . ? C13 C14 1.382(7) . ? C13 H13 0.9300 . ? C14 C15 1.369(7) . ? C14 H14 0.9300 . ? C15 C16 1.404(6) . ? C15 H15 0.9300 . ? C16 C17 1.454(7) . ? C17 N1 1.342(6) . ? C17 N2 1.362(6) . ? C18 N2 1.494(6) . ? C18 C20 1.516(7) . ? C18 C19 1.528(7) . ? C18 C21 1.549(7) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N1 1.503(6) . ? C21 C23 1.516(7) . ? C21 C22 1.525(8) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? N1 O6 1.293(5) . ? N2 O7 1.279(5) . ? O5 Eu1 2.379(3) 2_766 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Eu1 O4 149.77(13) . . ? O1 Eu1 O3 83.50(12) . . ? O4 Eu1 O3 74.95(12) . . ? O1 Eu1 O6 113.99(12) . . ? O4 Eu1 O6 80.15(12) . . ? O3 Eu1 O6 152.17(13) . . ? O1 Eu1 O2 73.28(13) . . ? O4 Eu1 O2 84.67(13) . . ? O3 Eu1 O2 87.46(13) . . ? O6 Eu1 O2 77.96(13) . . ? O1 Eu1 O5 112.21(12) . 2_766 ? O4 Eu1 O5 85.09(12) . 2_766 ? O3 Eu1 O5 80.32(12) . 2_766 ? O6 Eu1 O5 109.95(12) . 2_766 ? O2 Eu1 O5 165.74(10) . 2_766 ? O1 Eu1 O5 80.65(12) . . ? O4 Eu1 O5 129.57(12) . . ? O3 Eu1 O5 134.37(12) . . ? O6 Eu1 O5 72.07(12) . . ? O2 Eu1 O5 127.27(11) . . ? O5 Eu1 O5 66.98(11) 2_766 . ? O1 Eu1 Eu1 97.35(9) . 2_766 ? O4 Eu1 Eu1 109.40(10) . 2_766 ? O3 Eu1 Eu1 108.69(10) . 2_766 ? O6 Eu1 Eu1 91.06(9) . 2_766 ? O2 Eu1 Eu1 160.62(8) . 2_766 ? O5 Eu1 Eu1 33.64(7) 2_766 2_766 ? O5 Eu1 Eu1 33.35(8) . 2_766 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.0(5) . . ? O1 C2 C1 116.3(5) . . ? C3 C2 C1 119.7(5) . . ? C4 C3 C2 125.2(5) . . ? C4 C3 H3 117.4 . . ? C2 C3 H3 117.4 . . ? O2 C4 C3 124.9(5) . . ? O2 C4 C5 116.3(5) . . ? C3 C4 C5 118.8(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O3 C7 C8 124.9(5) . . ? O3 C7 C6 117.2(5) . . ? C8 C7 C6 117.9(5) . . ? C9 C8 C7 126.4(5) . . ? C9 C8 H8 116.8 . . ? C7 C8 H8 116.8 . . ? O4 C9 C8 125.3(5) . . ? O4 C9 C10 115.0(5) . . ? C8 C9 C10 119.7(5) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O5 C11 C12 120.6(4) . . ? O5 C11 C16 121.7(5) . . ? C12 C11 C16 117.7(4) . . ? C13 C12 C11 121.5(5) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 120.5(5) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C15 C14 C13 119.3(5) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C16 121.2(5) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 119.8(5) . . ? C15 C16 C17 119.9(4) . . ? C11 C16 C17 120.3(4) . . ? N1 C17 N2 106.9(4) . . ? N1 C17 C16 127.4(4) . . ? N2 C17 C16 125.7(4) . . ? N2 C18 C20 109.4(5) . . ? N2 C18 C19 106.8(4) . . ? C20 C18 C19 110.9(5) . . ? N2 C18 C21 99.9(4) . . ? C20 C18 C21 115.3(4) . . ? C19 C18 C21 113.5(5) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C21 C23 105.3(4) . . ? N1 C21 C22 110.8(5) . . ? C23 C21 C22 110.5(4) . . ? N1 C21 C18 100.0(4) . . ? C23 C21 C18 113.4(5) . . ? C22 C21 C18 115.8(4) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O6 N1 C17 126.5(4) . . ? O6 N1 C21 121.4(4) . . ? C17 N1 C21 111.7(4) . . ? O7 N2 C17 125.4(4) . . ? O7 N2 C18 121.4(4) . . ? C17 N2 C18 113.0(4) . . ? C2 O1 Eu1 137.6(3) . . ? C4 O2 Eu1 134.8(3) . . ? C7 O3 Eu1 133.9(4) . . ? C9 O4 Eu1 134.6(4) . . ? C11 O5 Eu1 125.9(3) . 2_766 ? C11 O5 Eu1 120.5(3) . . ? Eu1 O5 Eu1 113.02(11) 2_766 . ? N1 O6 Eu1 137.0(3) . . ? 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 O1 C2 C3 C4 0.8(7) . . . . ? C1 C2 C3 C4 179.4(4) . . . . ? C2 C3 C4 O2 0.0(8) . . . . ? C2 C3 C4 C5 178.9(4) . . . . ? O3 C7 C8 C9 1.3(9) . . . . ? C6 C7 C8 C9 -179.0(5) . . . . ? C7 C8 C9 O4 0.4(9) . . . . ? C7 C8 C9 C10 -177.6(6) . . . . ? O5 C11 C12 C13 -174.3(5) . . . . ? C16 C11 C12 C13 3.8(7) . . . . ? C11 C12 C13 C14 -0.6(8) . . . . ? C12 C13 C14 C15 -2.1(8) . . . . ? C13 C14 C15 C16 1.4(8) . . . . ? C14 C15 C16 C11 1.9(8) . . . . ? C14 C15 C16 C17 -179.3(5) . . . . ? O5 C11 C16 C15 173.7(5) . . . . ? C12 C11 C16 C15 -4.5(7) . . . . ? O5 C11 C16 C17 -5.1(7) . . . . ? C12 C11 C16 C17 176.8(5) . . . . ? C15 C16 C17 N1 138.4(5) . . . . ? C11 C16 C17 N1 -42.9(8) . . . . ? C15 C16 C17 N2 -38.8(8) . . . . ? C11 C16 C17 N2 139.9(5) . . . . ? N2 C18 C21 N1 -26.0(5) . . . . ? C20 C18 C21 N1 -143.1(5) . . . . ? C19 C18 C21 N1 87.4(5) . . . . ? N2 C18 C21 C23 85.6(5) . . . . ? C20 C18 C21 C23 -31.4(7) . . . . ? C19 C18 C21 C23 -161.0(5) . . . . ? N2 C18 C21 C22 -145.0(5) . . . . ? C20 C18 C21 C22 97.9(6) . . . . ? C19 C18 C21 C22 -31.6(7) . . . . ? N2 C17 N1 O6 169.8(4) . . . . ? C16 C17 N1 O6 -7.8(8) . . . . ? N2 C17 N1 C21 -17.2(5) . . . . ? C16 C17 N1 C21 165.2(5) . . . . ? C23 C21 N1 O6 83.9(6) . . . . ? C22 C21 N1 O6 -35.6(6) . . . . ? C18 C21 N1 O6 -158.2(4) . . . . ? C23 C21 N1 C17 -89.5(5) . . . . ? C22 C21 N1 C17 150.9(4) . . . . ? C18 C21 N1 C17 28.3(5) . . . . ? N1 C17 N2 O7 -177.5(5) . . . . ? C16 C17 N2 O7 0.2(8) . . . . ? N1 C17 N2 C18 -2.4(6) . . . . ? C16 C17 N2 C18 175.2(5) . . . . ? C20 C18 N2 O7 -43.9(6) . . . . ? C19 C18 N2 O7 76.2(6) . . . . ? C21 C18 N2 O7 -165.3(5) . . . . ? C20 C18 N2 C17 140.8(4) . . . . ? C19 C18 N2 C17 -99.1(5) . . . . ? C21 C18 N2 C17 19.4(6) . . . . ? C3 C2 O1 Eu1 -4.8(7) . . . . ? C1 C2 O1 Eu1 176.6(3) . . . . ? O4 Eu1 O1 C2 49.9(5) . . . . ? O3 Eu1 O1 C2 94.3(4) . . . . ? O6 Eu1 O1 C2 -63.2(4) . . . . ? O2 Eu1 O1 C2 5.0(4) . . . . ? O5 Eu1 O1 C2 171.0(4) 2_766 . . . ? O5 Eu1 O1 C2 -128.7(4) . . . . ? Eu1 Eu1 O1 C2 -157.6(4) 2_766 . . . ? C3 C4 O2 Eu1 2.8(7) . . . . ? C5 C4 O2 Eu1 -176.2(3) . . . . ? O1 Eu1 O2 C4 -3.9(4) . . . . ? O4 Eu1 O2 C4 -163.0(4) . . . . ? O3 Eu1 O2 C4 -87.8(4) . . . . ? O6 Eu1 O2 C4 116.0(4) . . . . ? O5 Eu1 O2 C4 -118.7(5) 2_766 . . . ? O5 Eu1 O2 C4 59.9(5) . . . . ? Eu1 Eu1 O2 C4 59.3(6) 2_766 . . . ? C8 C7 O3 Eu1 -1.6(8) . . . . ? C6 C7 O3 Eu1 178.7(4) . . . . ? O1 Eu1 O3 C7 -158.1(5) . . . . ? O4 Eu1 O3 C7 0.5(5) . . . . ? O6 Eu1 O3 C7 -26.7(6) . . . . ? O2 Eu1 O3 C7 -84.6(5) . . . . ? O5 Eu1 O3 C7 88.0(5) 2_766 . . . ? O5 Eu1 O3 C7 131.8(5) . . . . ? Eu1 Eu1 O3 C7 106.3(5) 2_766 . . . ? C8 C9 O4 Eu1 -1.7(8) . . . . ? C10 C9 O4 Eu1 176.4(4) . . . . ? O1 Eu1 O4 C9 47.2(6) . . . . ? O3 Eu1 O4 C9 1.1(5) . . . . ? O6 Eu1 O4 C9 168.6(5) . . . . ? O2 Eu1 O4 C9 89.9(5) . . . . ? O5 Eu1 O4 C9 -80.1(5) 2_766 . . . ? O5 Eu1 O4 C9 -134.7(4) . . . . ? Eu1 Eu1 O4 C9 -103.7(5) 2_766 . . . ? C12 C11 O5 Eu1 78.4(5) . . . 2_766 ? C16 C11 O5 Eu1 -99.7(5) . . . 2_766 ? C12 C11 O5 Eu1 -92.4(5) . . . . ? C16 C11 O5 Eu1 89.6(5) . . . . ? O1 Eu1 O5 C11 52.8(3) . . . . ? O4 Eu1 O5 C11 -126.3(3) . . . . ? O3 Eu1 O5 C11 124.0(3) . . . . ? O6 Eu1 O5 C11 -66.3(3) . . . . ? O2 Eu1 O5 C11 -7.8(4) . . . . ? O5 Eu1 O5 C11 171.9(4) 2_766 . . . ? Eu1 Eu1 O5 C11 171.9(4) 2_766 . . . ? O1 Eu1 O5 Eu1 -119.09(15) . . . 2_766 ? O4 Eu1 O5 Eu1 61.85(19) . . . 2_766 ? O3 Eu1 O5 Eu1 -47.8(2) . . . 2_766 ? O6 Eu1 O5 Eu1 121.81(16) . . . 2_766 ? O2 Eu1 O5 Eu1 -179.63(12) . . . 2_766 ? O5 Eu1 O5 Eu1 0.0 2_766 . . 2_766 ? C17 N1 O6 Eu1 65.6(7) . . . . ? C21 N1 O6 Eu1 -106.8(5) . . . . ? O1 Eu1 O6 N1 -94.8(4) . . . . ? O4 Eu1 O6 N1 113.3(4) . . . . ? O3 Eu1 O6 N1 140.0(4) . . . . ? O2 Eu1 O6 N1 -160.1(4) . . . . ? O5 Eu1 O6 N1 32.2(4) 2_766 . . . ? O5 Eu1 O6 N1 -24.1(4) . . . . ? Eu1 Eu1 O6 N1 3.8(4) 2_766 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.883 _refine_diff_density_min -1.048 _refine_diff_density_rms 0.130 _database_code_depnum_ccdc_archive 'CCDC 935295' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Gd _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H60 Gd2 N4 O14' _chemical_formula_weight 1207.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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' _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 10.484(6) _cell_length_b 11.287(7) _cell_length_c 11.799(7) _cell_angle_alpha 103.690(4) _cell_angle_beta 98.754(3) _cell_angle_gamma 114.763(6) _cell_volume 1180.8(12) _cell_formula_units_Z 1 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3626 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 27.9 _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.698 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 2.854 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5994 _exptl_absorpt_correction_T_max 0.8040 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(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 'profile data from \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7970 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4105 _reflns_number_gt 3755 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _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^)+(0.0300P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4105 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0794 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 C1 C 0.3250(6) -0.0733(6) 0.8468(5) 0.0288(13) Uani 1 1 d . . . H1A H 0.2558 -0.0986 0.8927 0.043 Uiso 1 1 calc R . . H1B H 0.4196 -0.0521 0.8941 0.043 Uiso 1 1 calc R . . H1C H 0.2937 -0.1490 0.7730 0.043 Uiso 1 1 calc R . . C2 C 0.3345(6) 0.0522(6) 0.8162(5) 0.0200(12) Uani 1 1 d . . . C3 C 0.4598(6) 0.1778(6) 0.8730(5) 0.0213(12) Uani 1 1 d . . . H3 H 0.5354 0.1806 0.9282 0.026 Uiso 1 1 calc R . . C4 C 0.4807(6) 0.3011(5) 0.8531(5) 0.0227(12) Uani 1 1 d . . . C5 C 0.6241(6) 0.4300(6) 0.9201(6) 0.0358(15) Uani 1 1 d . . . H5A H 0.6834 0.4494 0.8656 0.054 Uiso 1 1 calc R . . H5B H 0.6745 0.4164 0.9869 0.054 Uiso 1 1 calc R . . H5C H 0.6060 0.5065 0.9505 0.054 Uiso 1 1 calc R . . C6 C -0.0369(6) 0.2774(7) 0.9554(5) 0.0352(15) Uani 1 1 d . . . H6A H -0.0631 0.1881 0.9633 0.053 Uiso 1 1 calc R . . H6B H -0.1221 0.2906 0.9438 0.053 Uiso 1 1 calc R . . H6C H 0.0364 0.3481 1.0279 0.053 Uiso 1 1 calc R . . C7 C 0.0221(6) 0.2861(6) 0.8485(5) 0.0281(13) Uani 1 1 d . . . C8 C 0.0363(6) 0.3975(6) 0.8074(5) 0.0330(14) Uani 1 1 d . . . H8 H 0.0070 0.4579 0.8492 0.040 Uiso 1 1 calc R . . C9 C 0.0891(6) 0.4260(5) 0.7117(5) 0.0273(14) Uani 1 1 d . . . C10 C 0.0880(7) 0.5451(6) 0.6762(7) 0.0449(18) Uani 1 1 d . . . H10A H 0.1741 0.5896 0.6515 0.067 Uiso 1 1 calc R . . H10B H 0.0868 0.6104 0.7444 0.067 Uiso 1 1 calc R . . H10C H 0.0023 0.5113 0.6099 0.067 Uiso 1 1 calc R . . C11 C 0.1966(5) -0.0809(5) 0.4502(5) 0.0168(11) Uani 1 1 d . . . C12 C 0.2022(6) -0.1836(5) 0.4957(5) 0.0197(11) Uani 1 1 d . . . H12 H 0.1424 -0.2162 0.5438 0.024 Uiso 1 1 calc R . . C13 C 0.2954(6) -0.2364(5) 0.4697(5) 0.0234(12) Uani 1 1 d . . . H13 H 0.2980 -0.3040 0.5009 0.028 Uiso 1 1 calc R . . C14 C 0.3858(6) -0.1904(5) 0.3974(5) 0.0244(12) Uani 1 1 d . . . H14 H 0.4454 -0.2292 0.3772 0.029 Uiso 1 1 calc R . . C15 C 0.3849(6) -0.0872(5) 0.3569(5) 0.0237(12) Uani 1 1 d . . . H15 H 0.4471 -0.0540 0.3105 0.028 Uiso 1 1 calc R . . C16 C 0.2928(5) -0.0296(5) 0.3830(5) 0.0201(12) Uani 1 1 d . . . C17 C 0.2957(5) 0.0803(6) 0.3379(5) 0.0213(12) Uani 1 1 d . . . C18 C 0.3196(6) 0.2201(5) 0.2099(5) 0.0226(12) Uani 1 1 d . . . C19 C 0.4815(6) 0.3159(6) 0.2330(6) 0.0312(14) Uani 1 1 d . . . H19A H 0.5339 0.3324 0.3141 0.047 Uiso 1 1 calc R . . H19B H 0.4944 0.4023 0.2240 0.047 Uiso 1 1 calc R . . H19C H 0.5186 0.2737 0.1755 0.047 Uiso 1 1 calc R . . C20 C 0.2314(6) 0.1874(6) 0.0823(5) 0.0283(13) Uani 1 1 d . . . H20A H 0.2730 0.1520 0.0246 0.042 Uiso 1 1 calc R . . H20B H 0.2331 0.2701 0.0728 0.042 Uiso 1 1 calc R . . H20C H 0.1320 0.1192 0.0686 0.042 Uiso 1 1 calc R . . C21 C 0.2558(6) 0.2651(5) 0.3134(5) 0.0237(12) Uani 1 1 d . . . C22 C 0.3244(7) 0.4206(6) 0.3772(6) 0.0345(15) Uani 1 1 d . . . H22A H 0.2908 0.4381 0.4476 0.052 Uiso 1 1 calc R . . H22B H 0.2965 0.4620 0.3225 0.052 Uiso 1 1 calc R . . H22C H 0.4292 0.4598 0.4019 0.052 Uiso 1 1 calc R . . C23 C 0.0891(6) 0.2003(6) 0.2744(5) 0.0312(14) Uani 1 1 d . . . H23A H 0.0475 0.1026 0.2332 0.047 Uiso 1 1 calc R . . H23B H 0.0597 0.2418 0.2205 0.047 Uiso 1 1 calc R . . H23C H 0.0553 0.2158 0.3449 0.047 Uiso 1 1 calc R . . Gd1 Gd 0.15687(3) 0.15872(3) 0.63984(2) 0.01683(10) Uani 1 1 d . . . N1 N 0.2902(5) 0.1945(4) 0.3968(4) 0.0216(10) Uani 1 1 d . . . N2 N 0.3079(5) 0.0873(5) 0.2263(4) 0.0234(10) Uani 1 1 d . . . O1 O 0.2230(4) 0.0320(4) 0.7382(3) 0.0212(8) Uani 1 1 d . . . O2 O 0.3883(4) 0.3123(3) 0.7784(3) 0.0218(8) Uani 1 1 d . . . O3 O 0.0578(4) 0.1958(4) 0.8010(3) 0.0247(9) Uani 1 1 d . . . O4 O 0.1374(4) 0.3565(4) 0.6461(4) 0.0267(9) Uani 1 1 d . . . O5 O 0.0959(3) -0.0373(3) 0.4686(3) 0.0168(8) Uani 1 1 d . . . O6 O 0.2989(4) 0.2373(4) 0.5118(3) 0.0249(8) Uani 1 1 d . . . O7 O 0.3212(4) 0.0008(4) 0.1446(4) 0.0319(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.034(3) 0.024(3) 0.027(3) 0.006(3) 0.006(3) 0.015(3) C2 0.020(3) 0.030(3) 0.016(3) 0.009(2) 0.009(2) 0.015(3) C3 0.018(3) 0.031(3) 0.016(3) 0.007(3) 0.003(2) 0.014(3) C4 0.017(3) 0.020(3) 0.020(3) -0.002(2) 0.006(2) 0.004(2) C5 0.025(3) 0.027(3) 0.038(4) 0.014(3) 0.000(3) -0.002(3) C6 0.036(4) 0.045(4) 0.029(3) 0.007(3) 0.016(3) 0.024(3) C7 0.018(3) 0.034(3) 0.023(3) -0.004(3) 0.002(2) 0.012(3) C8 0.035(4) 0.031(3) 0.032(4) -0.003(3) 0.009(3) 0.022(3) C9 0.016(3) 0.012(3) 0.037(4) -0.010(3) -0.006(3) 0.005(2) C10 0.040(4) 0.023(3) 0.069(5) 0.009(4) 0.011(4) 0.018(3) C11 0.012(3) 0.019(3) 0.015(3) 0.000(2) 0.002(2) 0.007(2) C12 0.022(3) 0.020(3) 0.017(3) 0.006(2) 0.004(2) 0.010(3) C13 0.026(3) 0.024(3) 0.022(3) 0.008(3) 0.003(3) 0.016(3) C14 0.020(3) 0.024(3) 0.030(3) 0.003(3) 0.006(3) 0.015(3) C15 0.019(3) 0.022(3) 0.026(3) 0.004(3) 0.010(2) 0.008(3) C16 0.017(3) 0.021(3) 0.020(3) 0.001(2) 0.002(2) 0.011(2) C17 0.016(3) 0.025(3) 0.023(3) 0.007(3) 0.008(2) 0.011(3) C18 0.027(3) 0.020(3) 0.025(3) 0.008(3) 0.013(3) 0.013(3) C19 0.021(3) 0.031(3) 0.040(4) 0.013(3) 0.009(3) 0.010(3) C20 0.029(3) 0.034(3) 0.025(3) 0.012(3) 0.012(3) 0.016(3) C21 0.025(3) 0.020(3) 0.028(3) 0.011(3) 0.009(3) 0.010(3) C22 0.048(4) 0.025(3) 0.037(4) 0.010(3) 0.016(3) 0.021(3) C23 0.031(3) 0.045(4) 0.034(4) 0.020(3) 0.018(3) 0.026(3) Gd1 0.01776(16) 0.01664(15) 0.01615(15) 0.00293(11) 0.00424(11) 0.00975(12) N1 0.024(3) 0.019(2) 0.022(3) 0.006(2) 0.008(2) 0.010(2) N2 0.024(3) 0.026(3) 0.025(3) 0.007(2) 0.012(2) 0.016(2) O1 0.020(2) 0.0199(19) 0.022(2) 0.0052(17) 0.0040(17) 0.0098(17) O2 0.023(2) 0.0180(19) 0.018(2) 0.0057(17) -0.0022(17) 0.0064(17) O3 0.025(2) 0.029(2) 0.021(2) 0.0039(18) 0.0073(17) 0.0154(19) O4 0.026(2) 0.0179(19) 0.036(2) 0.0065(18) 0.0050(19) 0.0126(18) O5 0.0127(18) 0.0188(18) 0.0205(19) 0.0049(16) 0.0044(15) 0.0100(16) O6 0.031(2) 0.021(2) 0.021(2) 0.0044(17) 0.0098(17) 0.0116(18) O7 0.044(3) 0.036(2) 0.028(2) 0.011(2) 0.022(2) 0.026(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.511(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.271(6) . ? C2 C3 1.381(7) . ? C3 C4 1.399(7) . ? C3 H3 0.9300 . ? C4 O2 1.275(6) . ? C4 C5 1.505(8) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.493(8) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 O3 1.267(6) . ? C7 C8 1.411(8) . ? C8 C9 1.377(8) . ? C8 H8 0.9300 . ? C9 O4 1.278(6) . ? C9 C10 1.504(8) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 O5 1.364(5) . ? C11 C16 1.398(7) . ? C11 C12 1.406(7) . ? C12 C13 1.377(7) . ? C12 H12 0.9300 . ? C13 C14 1.392(7) . ? C13 H13 0.9300 . ? C14 C15 1.363(7) . ? C14 H14 0.9300 . ? C15 C16 1.405(7) . ? C15 H15 0.9300 . ? C16 C17 1.453(7) . ? C17 N1 1.341(6) . ? C17 N2 1.360(7) . ? C18 C20 1.511(7) . ? C18 N2 1.513(6) . ? C18 C19 1.519(7) . ? C18 C21 1.561(7) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N1 1.495(6) . ? C21 C22 1.522(7) . ? C21 C23 1.525(7) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? Gd1 O1 2.290(3) . ? Gd1 O4 2.311(4) . ? Gd1 O3 2.336(4) . ? Gd1 O2 2.344(4) . ? Gd1 O6 2.345(4) . ? Gd1 O5 2.374(3) 2_556 ? Gd1 O5 2.385(4) . ? Gd1 Gd1 3.9715(15) 2_556 ? N1 O6 1.303(6) . ? N2 O7 1.269(5) . ? O5 Gd1 2.374(3) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.1(5) . . ? O1 C2 C1 115.8(5) . . ? C3 C2 C1 119.2(5) . . ? C2 C3 C4 124.4(5) . . ? C2 C3 H3 117.8 . . ? C4 C3 H3 117.8 . . ? O2 C4 C3 124.7(5) . . ? O2 C4 C5 116.6(5) . . ? C3 C4 C5 118.6(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O3 C7 C8 123.8(5) . . ? O3 C7 C6 119.2(5) . . ? C8 C7 C6 117.0(5) . . ? C9 C8 C7 126.7(5) . . ? C9 C8 H8 116.6 . . ? C7 C8 H8 116.6 . . ? O4 C9 C8 125.3(5) . . ? O4 C9 C10 115.4(5) . . ? C8 C9 C10 119.3(5) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O5 C11 C16 121.7(4) . . ? O5 C11 C12 120.1(4) . . ? C16 C11 C12 118.2(4) . . ? C13 C12 C11 120.6(5) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 121.1(5) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 118.5(5) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C14 C15 C16 121.9(5) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C11 C16 C15 119.5(5) . . ? C11 C16 C17 120.5(4) . . ? C15 C16 C17 119.9(5) . . ? N1 C17 N2 106.7(4) . . ? N1 C17 C16 127.7(5) . . ? N2 C17 C16 125.6(5) . . ? C20 C18 N2 108.9(4) . . ? C20 C18 C19 112.1(5) . . ? N2 C18 C19 106.5(4) . . ? C20 C18 C21 115.3(4) . . ? N2 C18 C21 99.4(4) . . ? C19 C18 C21 113.5(5) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C21 C22 111.6(5) . . ? N1 C21 C23 105.3(4) . . ? C22 C21 C23 110.4(5) . . ? N1 C21 C18 99.9(4) . . ? C22 C21 C18 115.3(5) . . ? C23 C21 C18 113.4(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O1 Gd1 O4 149.92(13) . . ? O1 Gd1 O3 82.98(12) . . ? O4 Gd1 O3 75.46(13) . . ? O1 Gd1 O2 73.49(13) . . ? O4 Gd1 O2 84.65(13) . . ? O3 Gd1 O2 87.31(13) . . ? O1 Gd1 O6 114.34(12) . . ? O4 Gd1 O6 79.74(13) . . ? O3 Gd1 O6 152.11(13) . . ? O2 Gd1 O6 77.80(13) . . ? O1 Gd1 O5 111.63(12) . 2_556 ? O4 Gd1 O5 85.43(12) . 2_556 ? O3 Gd1 O5 80.43(12) . 2_556 ? O2 Gd1 O5 165.84(11) . 2_556 ? O6 Gd1 O5 110.29(13) . 2_556 ? O1 Gd1 O5 80.66(13) . . ? O4 Gd1 O5 129.41(13) . . ? O3 Gd1 O5 134.30(12) . . ? O2 Gd1 O5 127.29(11) . . ? O6 Gd1 O5 72.32(12) . . ? O5 Gd1 O5 66.86(12) 2_556 . ? O1 Gd1 Gd1 97.05(10) . 2_556 ? O4 Gd1 Gd1 109.49(10) . 2_556 ? O3 Gd1 Gd1 108.67(10) . 2_556 ? O2 Gd1 Gd1 160.62(8) . 2_556 ? O6 Gd1 Gd1 91.42(10) . 2_556 ? O5 Gd1 Gd1 33.52(8) 2_556 2_556 ? O5 Gd1 Gd1 33.34(8) . 2_556 ? O6 N1 C17 126.2(4) . . ? O6 N1 C21 120.8(4) . . ? C17 N1 C21 112.7(4) . . ? O7 N2 C17 126.2(4) . . ? O7 N2 C18 120.6(4) . . ? C17 N2 C18 113.0(4) . . ? C2 O1 Gd1 137.1(3) . . ? C4 O2 Gd1 135.1(3) . . ? C7 O3 Gd1 134.5(4) . . ? C9 O4 Gd1 134.2(4) . . ? C11 O5 Gd1 125.6(3) . 2_556 ? C11 O5 Gd1 120.6(3) . . ? Gd1 O5 Gd1 113.14(12) 2_556 . ? N1 O6 Gd1 136.6(3) . . ? 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 O1 C2 C3 C4 0.6(8) . . . . ? C1 C2 C3 C4 -179.3(5) . . . . ? C2 C3 C4 O2 -1.6(8) . . . . ? C2 C3 C4 C5 -179.0(5) . . . . ? O3 C7 C8 C9 0.2(10) . . . . ? C6 C7 C8 C9 179.4(6) . . . . ? C7 C8 C9 O4 -1.8(10) . . . . ? C7 C8 C9 C10 176.4(6) . . . . ? O5 C11 C12 C13 174.9(5) . . . . ? C16 C11 C12 C13 -3.0(8) . . . . ? C11 C12 C13 C14 -0.3(8) . . . . ? C12 C13 C14 C15 2.8(8) . . . . ? C13 C14 C15 C16 -1.9(8) . . . . ? O5 C11 C16 C15 -174.0(5) . . . . ? C12 C11 C16 C15 3.8(8) . . . . ? O5 C11 C16 C17 4.6(8) . . . . ? C12 C11 C16 C17 -177.6(5) . . . . ? C14 C15 C16 C11 -1.4(8) . . . . ? C14 C15 C16 C17 180.0(5) . . . . ? C11 C16 C17 N1 42.5(8) . . . . ? C15 C16 C17 N1 -139.0(6) . . . . ? C11 C16 C17 N2 -139.1(5) . . . . ? C15 C16 C17 N2 39.5(8) . . . . ? C20 C18 C21 N1 141.9(4) . . . . ? N2 C18 C21 N1 25.7(5) . . . . ? C19 C18 C21 N1 -87.0(5) . . . . ? C20 C18 C21 C22 -98.4(6) . . . . ? N2 C18 C21 C22 145.4(5) . . . . ? C19 C18 C21 C22 32.8(6) . . . . ? C20 C18 C21 C23 30.3(6) . . . . ? N2 C18 C21 C23 -85.9(5) . . . . ? C19 C18 C21 C23 161.4(4) . . . . ? N2 C17 N1 O6 -169.8(4) . . . . ? C16 C17 N1 O6 8.9(8) . . . . ? N2 C17 N1 C21 16.5(6) . . . . ? C16 C17 N1 C21 -164.8(5) . . . . ? C22 C21 N1 O6 35.6(6) . . . . ? C23 C21 N1 O6 -84.2(6) . . . . ? C18 C21 N1 O6 158.0(4) . . . . ? C22 C21 N1 C17 -150.3(5) . . . . ? C23 C21 N1 C17 89.9(5) . . . . ? C18 C21 N1 C17 -27.9(5) . . . . ? N1 C17 N2 O7 177.5(5) . . . . ? C16 C17 N2 O7 -1.3(8) . . . . ? N1 C17 N2 C18 3.2(6) . . . . ? C16 C17 N2 C18 -175.5(5) . . . . ? C20 C18 N2 O7 44.9(6) . . . . ? C19 C18 N2 O7 -76.2(6) . . . . ? C21 C18 N2 O7 165.8(4) . . . . ? C20 C18 N2 C17 -140.5(5) . . . . ? C19 C18 N2 C17 98.4(5) . . . . ? C21 C18 N2 C17 -19.6(5) . . . . ? C3 C2 O1 Gd1 3.7(8) . . . . ? C1 C2 O1 Gd1 -176.4(3) . . . . ? O4 Gd1 O1 C2 -49.5(6) . . . . ? O3 Gd1 O1 C2 -93.7(5) . . . . ? O2 Gd1 O1 C2 -4.4(4) . . . . ? O6 Gd1 O1 C2 63.5(5) . . . . ? O5 Gd1 O1 C2 -170.4(4) 2_556 . . . ? O5 Gd1 O1 C2 129.2(5) . . . . ? Gd1 Gd1 O1 C2 158.3(4) 2_556 . . . ? C3 C4 O2 Gd1 -1.5(8) . . . . ? C5 C4 O2 Gd1 176.0(4) . . . . ? O1 Gd1 O2 C4 3.2(4) . . . . ? O4 Gd1 O2 C4 162.3(5) . . . . ? O3 Gd1 O2 C4 86.7(5) . . . . ? O6 Gd1 O2 C4 -117.0(5) . . . . ? O5 Gd1 O2 C4 116.6(5) 2_556 . . . ? O5 Gd1 O2 C4 -60.8(5) . . . . ? Gd1 Gd1 O2 C4 -59.6(6) 2_556 . . . ? C8 C7 O3 Gd1 0.5(8) . . . . ? C6 C7 O3 Gd1 -178.7(4) . . . . ? O1 Gd1 O3 C7 158.9(5) . . . . ? O4 Gd1 O3 C7 0.0(5) . . . . ? O2 Gd1 O3 C7 85.2(5) . . . . ? O6 Gd1 O3 C7 28.0(6) . . . . ? O5 Gd1 O3 C7 -87.7(5) 2_556 . . . ? O5 Gd1 O3 C7 -131.5(5) . . . . ? Gd1 Gd1 O3 C7 -106.0(5) 2_556 . . . ? C8 C9 O4 Gd1 2.7(8) . . . . ? C10 C9 O4 Gd1 -175.5(4) . . . . ? O1 Gd1 O4 C9 -47.2(6) . . . . ? O3 Gd1 O4 C9 -1.6(5) . . . . ? O2 Gd1 O4 C9 -90.2(5) . . . . ? O6 Gd1 O4 C9 -168.8(5) . . . . ? O5 Gd1 O4 C9 79.7(5) 2_556 . . . ? O5 Gd1 O4 C9 134.5(4) . . . . ? Gd1 Gd1 O4 C9 103.4(5) 2_556 . . . ? C16 C11 O5 Gd1 100.5(5) . . . 2_556 ? C12 C11 O5 Gd1 -77.2(5) . . . 2_556 ? C16 C11 O5 Gd1 -89.3(5) . . . . ? C12 C11 O5 Gd1 93.0(5) . . . . ? O1 Gd1 O5 C11 -52.9(3) . . . . ? O4 Gd1 O5 C11 126.2(3) . . . . ? O3 Gd1 O5 C11 -123.4(3) . . . . ? O2 Gd1 O5 C11 8.0(4) . . . . ? O6 Gd1 O5 C11 66.5(3) . . . . ? O5 Gd1 O5 C11 -171.3(4) 2_556 . . . ? Gd1 Gd1 O5 C11 -171.3(4) 2_556 . . . ? O1 Gd1 O5 Gd1 118.46(15) . . . 2_556 ? O4 Gd1 O5 Gd1 -62.40(19) . . . 2_556 ? O3 Gd1 O5 Gd1 48.0(2) . . . 2_556 ? O2 Gd1 O5 Gd1 179.30(11) . . . 2_556 ? O6 Gd1 O5 Gd1 -122.15(16) . . . 2_556 ? O5 Gd1 O5 Gd1 0.0 2_556 . . 2_556 ? C17 N1 O6 Gd1 -65.8(7) . . . . ? C21 N1 O6 Gd1 107.5(5) . . . . ? O1 Gd1 O6 N1 94.2(4) . . . . ? O4 Gd1 O6 N1 -113.8(4) . . . . ? O3 Gd1 O6 N1 -141.2(4) . . . . ? O2 Gd1 O6 N1 159.6(4) . . . . ? O5 Gd1 O6 N1 -32.6(4) 2_556 . . . ? O5 Gd1 O6 N1 23.5(4) . . . . ? Gd1 Gd1 O6 N1 -4.2(4) 2_556 . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.007 _refine_diff_density_min -0.934 _refine_diff_density_rms 0.149 _database_code_depnum_ccdc_archive 'CCDC 935296'