# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 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 _database_code_depnum_ccdc_archive 'CCDC 888436' #TrackingRef 'web_deposit_cif_file_0_Yueshantang_1365068263.combined cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cu Dy N5 O9, 3(H2 O)' _chemical_formula_sum 'C16 H16 Cu Dy N5 O12' _chemical_formula_weight 696.39 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' Cu Cu 0.3201 1.2651 '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 10.6761(16) _cell_length_b 10.7356(16) _cell_length_c 11.9637(18) _cell_angle_alpha 69.991(2) _cell_angle_beta 77.562(2) _cell_angle_gamma 60.8412(10) _cell_volume 1123.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 24.9 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.059 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 4.320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6720 _exptl_absorpt_correction_T_max 0.6720 _exptl_absorpt_process_details SADABS,Bruker(2002) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 4970 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0820 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3682 _reflns_number_gt 3105 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0001P)^2^+102.7149P] 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 SHELXL _refine_ls_extinction_coef 0.0054(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3682 _refine_ls_number_parameters 344 _refine_ls_number_restraints 228 _refine_ls_R_factor_all 0.1620 _refine_ls_R_factor_gt 0.1300 _refine_ls_wR_factor_ref 0.2977 _refine_ls_wR_factor_gt 0.2726 _refine_ls_goodness_of_fit_ref 1.261 _refine_ls_restrained_S_all 1.232 _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 0.8222(16) 0.0213(16) 0.7168(14) 0.0335(8) Uani 1 1 d U . . C2 C 0.8284(14) 0.0119(14) 0.8361(12) 0.0262(8) Uani 1 1 d U . . C3 C 0.7174(18) 0.0347(18) 0.6432(16) 0.0421(8) Uani 1 1 d U . . C4 C 0.7344(13) -0.0044(14) 0.9438(12) 0.0238(8) Uani 1 1 d U . . C5 C 0.0558(19) 0.6858(19) 0.5428(17) 0.0462(8) Uani 1 1 d U . . H5 H -0.0106 0.7278 0.4853 0.055 Uiso 1 1 calc R . . C6 C 0.1144(19) 0.536(2) 0.5945(17) 0.0503(8) Uani 1 1 d U . . H6 H 0.0887 0.4787 0.5699 0.060 Uiso 1 1 calc R . . C7 C 0.2118(15) 0.4670(16) 0.6833(14) 0.0323(8) Uani 1 1 d U . . C8 C 0.244(2) 0.559(2) 0.714(2) 0.0674(8) Uani 1 1 d U . . H8 H 0.3074 0.5203 0.7730 0.081 Uiso 1 1 calc R . . C9 C 0.183(2) 0.708(2) 0.6567(19) 0.0571(8) Uani 1 1 d U . . H9 H 0.2081 0.7672 0.6791 0.069 Uiso 1 1 calc R . . C10 C 0.2767(14) 0.3043(14) 0.7459(12) 0.0266(8) Uani 1 1 d U . . C11 C 0.9223(19) -0.6795(19) 0.8666(17) 0.0462(8) Uani 1 1 d U . . H11 H 1.0005 -0.7183 0.8152 0.055 Uiso 1 1 calc R . . C12 C 0.8420(18) -0.5286(18) 0.8451(16) 0.0436(8) Uani 1 1 d U . . H12 H 0.8672 -0.4652 0.7803 0.052 Uiso 1 1 calc R . . C13 C 0.7240(16) -0.4712(16) 0.9198(14) 0.0336(8) Uani 1 1 d U . . C14 C 0.6859(15) -0.5674(15) 1.0147(13) 0.0298(8) Uani 1 1 d U . . H14 H 0.6052 -0.5314 1.0650 0.036 Uiso 1 1 calc R . . C15 C 0.7701(16) -0.7164(17) 1.0319(15) 0.0374(8) Uani 1 1 d U . . H15 H 0.7443 -0.7816 1.0944 0.045 Uiso 1 1 calc R . . C16 C 0.6286(14) -0.3035(14) 0.8918(12) 0.0255(8) Uani 1 1 d U . . Cu1 Cu 1.0000 0.0000 1.0000 0.0269(5) Uani 1 2 d SU . . Cu2 Cu 1.0000 0.0000 0.5000 0.0265(5) Uani 1 2 d SU . . Dy1 Dy 0.45137(7) 0.00163(7) 0.83855(6) 0.03118(19) Uani 1 1 d U . . N1 N 0.9406(13) 0.0217(14) 0.6628(12) 0.0351(8) Uani 1 1 d U . . N2 N 1.0209(12) 0.0214(12) 0.7402(11) 0.0275(8) Uani 1 1 d U . . N3 N 0.9529(11) 0.0082(11) 0.8447(10) 0.0224(8) Uani 1 1 d U . . N4 N 0.0907(13) 0.7733(14) 0.5719(12) 0.0351(8) Uani 1 1 d U . . N5 N 0.8877(12) -0.7726(13) 0.9630(11) 0.0298(8) Uani 1 1 d U . . O1 O 0.7644(12) 0.0071(12) 0.5442(11) 0.0429(8) Uani 1 1 d U . . O2 O 0.5859(11) 0.0744(11) 0.6851(10) 0.0369(8) Uani 1 1 d U . . O3 O 0.6174(9) -0.0065(9) 0.9450(8) 0.0222(7) Uani 1 1 d U . . O4 O 0.7786(10) -0.0145(10) 1.0419(9) 0.0304(7) Uani 1 1 d U . . O5 O 0.2628(12) 0.2179(12) 0.7063(11) 0.0431(8) Uani 1 1 d U . . O6 O 0.3546(13) 0.2582(13) 0.8290(11) 0.0493(8) Uani 1 1 d U . . O7 O 0.5125(12) -0.2517(12) 0.9554(11) 0.0434(8) Uani 1 1 d U . . O8 O 0.6665(12) -0.2183(13) 0.8079(11) 0.0457(8) Uani 1 1 d U . . O1W O 0.3696(13) -0.0796(13) 0.7222(11) 0.0498(8) Uani 1 1 d DU . . H2W H 0.286(7) -0.039(14) 0.702(15) 0.075 Uiso 1 1 d D . . H1W H 0.410(13) -0.153(8) 0.701(12) 0.075 Uiso 1 1 d D . . O2W O 0.4095(8) 0.6499(14) 0.1990(8) 0.0967(8) Uani 1 1 d DU . . H4W H 0.4288(10) 0.6498(19) 0.2618(12) 0.145 Uiso 1 1 d D . . H3W H 0.3308(10) 0.650(2) 0.2147(19) 0.145 Uiso 1 1 d D . . O3W O 0.479(2) 0.3445(9) 0.3287(9) 0.1346(8) Uani 1 1 d DU . . H5W H 0.504(11) 0.2780(10) 0.3911(17) 0.202 Uiso 1 1 d D . . H6W H 0.442(16) 0.4207(9) 0.350(2) 0.202 Uiso 1 1 d D . . O4W O 0.2770(7) 0.2555(9) 0.457(2) 0.1194(8) Uani 1 1 d DU . . H7W H 0.3611(7) 0.1928(19) 0.465(6) 0.179 Uiso 1 1 d D . . H8W H 0.2334(12) 0.2060(18) 0.471(9) 0.179 Uiso 1 1 d 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 0.0337(9) 0.0334(9) 0.0333(10) -0.0095(7) -0.0020(7) -0.0149(6) C2 0.0262(9) 0.0262(9) 0.0263(9) -0.0072(6) -0.0015(7) -0.0118(6) C3 0.0422(9) 0.0420(9) 0.0421(10) -0.0118(7) -0.0024(7) -0.0190(6) C4 0.0237(9) 0.0238(9) 0.0239(9) -0.0066(6) -0.0015(7) -0.0107(6) C5 0.0462(9) 0.0461(9) 0.0461(10) -0.0128(7) -0.0029(7) -0.0207(6) C6 0.0503(9) 0.0502(9) 0.0503(10) -0.0140(7) -0.0031(7) -0.0227(6) C7 0.0322(9) 0.0323(9) 0.0322(10) -0.0090(7) -0.0019(7) -0.0144(6) C8 0.0675(9) 0.0673(9) 0.0674(10) -0.0187(7) -0.0041(7) -0.0303(6) C9 0.0572(9) 0.0570(9) 0.0572(10) -0.0159(7) -0.0035(7) -0.0257(6) C10 0.0264(9) 0.0264(9) 0.0266(9) -0.0072(6) -0.0014(7) -0.0119(6) C11 0.0461(9) 0.0462(9) 0.0463(10) -0.0128(7) -0.0026(7) -0.0208(6) C12 0.0436(9) 0.0435(9) 0.0437(10) -0.0121(7) -0.0024(7) -0.0196(6) C13 0.0336(9) 0.0336(9) 0.0336(10) -0.0094(7) -0.0021(7) -0.0150(6) C14 0.0298(9) 0.0298(9) 0.0298(10) -0.0082(6) -0.0016(7) -0.0135(6) C15 0.0374(9) 0.0373(9) 0.0373(10) -0.0103(7) -0.0021(7) -0.0167(6) C16 0.0256(9) 0.0252(9) 0.0256(9) -0.0070(6) -0.0015(7) -0.0114(6) Cu1 0.0277(6) 0.0259(6) 0.0256(7) -0.0086(5) -0.0018(6) -0.0100(5) Cu2 0.0265(6) 0.0259(6) 0.0247(7) -0.0074(5) -0.0004(5) -0.0103(5) Dy1 0.0283(3) 0.0287(3) 0.0304(3) -0.0095(2) 0.0011(3) -0.0086(2) N1 0.0351(9) 0.0351(9) 0.0345(9) -0.0100(6) -0.0021(7) -0.0152(6) N2 0.0273(9) 0.0276(9) 0.0273(9) -0.0075(6) -0.0017(7) -0.0122(6) N3 0.0224(9) 0.0224(9) 0.0222(9) -0.0063(6) -0.0011(7) -0.0099(6) N4 0.0351(9) 0.0350(9) 0.0352(9) -0.0098(6) -0.0020(7) -0.0158(6) N5 0.0297(9) 0.0297(9) 0.0297(9) -0.0084(6) -0.0017(7) -0.0133(6) O1 0.0429(9) 0.0430(9) 0.0428(9) -0.0121(6) -0.0024(7) -0.0193(6) O2 0.0369(9) 0.0370(9) 0.0371(9) -0.0104(6) -0.0022(7) -0.0167(6) O3 0.0222(9) 0.0224(9) 0.0222(9) -0.0065(6) -0.0014(7) -0.0099(6) O4 0.0303(9) 0.0303(9) 0.0303(9) -0.0084(6) -0.0017(7) -0.0135(6) O5 0.0431(9) 0.0430(9) 0.0432(9) -0.0118(6) -0.0025(7) -0.0195(6) O6 0.0494(9) 0.0492(9) 0.0494(9) -0.0137(6) -0.0031(7) -0.0221(6) O7 0.0433(9) 0.0432(9) 0.0433(9) -0.0119(6) -0.0022(7) -0.0194(6) O8 0.0457(9) 0.0455(9) 0.0457(9) -0.0126(6) -0.0024(7) -0.0207(6) O1W 0.0497(9) 0.0498(9) 0.0499(9) -0.0138(6) -0.0031(7) -0.0224(6) O2W 0.0967(9) 0.0967(9) 0.0967(10) -0.0269(7) -0.0057(7) -0.0436(6) O3W 0.1346(9) 0.1346(9) 0.1346(10) -0.0375(7) -0.0080(7) -0.0607(6) O4W 0.1195(9) 0.1194(9) 0.1194(10) -0.0332(7) -0.0071(7) -0.0538(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.29(2) . ? C1 C2 1.41(2) . ? C1 C3 1.49(3) . ? C2 N3 1.336(19) . ? C2 C4 1.469(19) . ? C3 O1 1.26(2) . ? C3 O2 1.29(2) . ? C4 O3 1.257(17) . ? C4 O4 1.309(18) . ? C4 Dy1 2.913(13) 2_657 ? C5 N4 1.33(3) . ? C5 C6 1.37(2) . ? C5 H5 0.9300 . ? C6 C7 1.39(2) . ? C6 H6 0.9300 . ? C7 C8 1.36(3) . ? C7 C10 1.496(19) . ? C8 C9 1.37(3) . ? C8 H8 0.9300 . ? C9 N4 1.33(2) . ? C9 H9 0.9300 . ? C10 O6 1.242(19) . ? C10 O5 1.26(2) . ? C11 N5 1.36(2) . ? C11 C12 1.37(2) . ? C11 H11 0.9300 . ? C12 C13 1.38(2) . ? C12 H12 0.9300 . ? C13 C14 1.39(2) . ? C13 C16 1.529(19) . ? C14 C15 1.36(2) . ? C14 H14 0.9300 . ? C15 N5 1.333(19) . ? C15 H15 0.9300 . ? C16 O8 1.251(18) . ? C16 O7 1.280(17) . ? Cu1 N3 1.990(12) 2_757 ? Cu1 N3 1.990(12) . ? Cu1 N5 2.056(11) 2_747 ? Cu1 N5 2.056(11) 1_565 ? Cu1 O4 2.378(10) 2_757 ? Cu1 O4 2.378(10) . ? Cu2 N1 1.971(14) . ? Cu2 N1 1.971(14) 2_756 ? Cu2 N4 2.056(12) 1_645 ? Cu2 N4 2.056(12) 2_666 ? Cu2 O1 2.424(12) 2_756 ? Cu2 O1 2.424(12) . ? Dy1 O2 2.241(11) . ? Dy1 O3 2.349(10) . ? Dy1 O1W 2.358(15) . ? Dy1 O6 2.394(13) . ? Dy1 O7 2.416(11) . ? Dy1 O8 2.435(11) . ? Dy1 O5 2.500(10) . ? Dy1 O4 2.527(10) 2_657 ? Dy1 O3 2.546(9) 2_657 ? Dy1 C4 2.913(13) 2_657 ? N1 N2 1.389(19) . ? N2 N3 1.303(16) . ? N4 Cu2 2.056(12) 1_465 ? N5 Cu1 2.056(11) 1_545 ? O3 Dy1 2.547(9) 2_657 ? O4 Dy1 2.527(10) 2_657 ? O1W H2W 0.83(7) . ? O1W H1W 0.79(8) . ? O2W H4W 0.820(9) . ? O2W H4W 0.820(9) . ? O2W H3W 0.820(9) . ? O3W H5W 0.820(10) . ? O3W H6W 0.820(10) . ? O4W H7W 0.821(8) . ? O4W H8W 0.820(9) . ? 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 N1 C1 C2 105.8(15) . . ? N1 C1 C3 117.0(14) . . ? C2 C1 C3 137.1(14) . . ? N3 C2 C1 107.3(12) . . ? N3 C2 C4 119.5(13) . . ? C1 C2 C4 133.1(14) . . ? O1 C3 O2 124.9(17) . . ? O1 C3 C1 117.2(15) . . ? O2 C3 C1 118.0(15) . . ? O3 C4 O4 120.4(12) . . ? O3 C4 C2 124.0(13) . . ? O4 C4 C2 115.6(13) . . ? O3 C4 Dy1 60.7(7) . 2_657 ? O4 C4 Dy1 60.0(7) . 2_657 ? C2 C4 Dy1 172.1(11) . 2_657 ? N4 C5 C6 122.1(18) . . ? N4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C5 C6 C7 122(2) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 115.4(16) . . ? C8 C7 C10 120.2(15) . . ? C6 C7 C10 124.4(17) . . ? C7 C8 C9 120(2) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? N4 C9 C8 125(2) . . ? N4 C9 H9 117.6 . . ? C8 C9 H9 117.6 . . ? O6 C10 O5 122.1(13) . . ? O6 C10 C7 118.0(15) . . ? O5 C10 C7 119.5(13) . . ? N5 C11 C12 120.2(16) . . ? N5 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 119.9(16) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 119.4(14) . . ? C12 C13 C16 120.1(14) . . ? C14 C13 C16 120.3(13) . . ? C15 C14 C13 118.1(14) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? N5 C15 C14 122.8(15) . . ? N5 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? O8 C16 O7 120.7(12) . . ? O8 C16 C13 119.4(12) . . ? O7 C16 C13 119.9(12) . . ? N3 Cu1 N3 179.999(2) 2_757 . ? N3 Cu1 N5 90.7(5) 2_757 2_747 ? N3 Cu1 N5 89.3(5) . 2_747 ? N3 Cu1 N5 89.3(5) 2_757 1_565 ? N3 Cu1 N5 90.7(5) . 1_565 ? N5 Cu1 N5 180.0(7) 2_747 1_565 ? N3 Cu1 O4 75.5(4) 2_757 2_757 ? N3 Cu1 O4 104.5(4) . 2_757 ? N5 Cu1 O4 89.4(4) 2_747 2_757 ? N5 Cu1 O4 90.6(4) 1_565 2_757 ? N3 Cu1 O4 104.5(4) 2_757 . ? N3 Cu1 O4 75.5(4) . . ? N5 Cu1 O4 90.6(4) 2_747 . ? N5 Cu1 O4 89.4(4) 1_565 . ? O4 Cu1 O4 179.999(1) 2_757 . ? N1 Cu2 N1 179.999(1) . 2_756 ? N1 Cu2 N4 88.7(5) . 1_645 ? N1 Cu2 N4 91.3(5) 2_756 1_645 ? N1 Cu2 N4 91.3(5) . 2_666 ? N1 Cu2 N4 88.7(5) 2_756 2_666 ? N4 Cu2 N4 179.999(1) 1_645 2_666 ? N1 Cu2 O1 105.8(5) . 2_756 ? N1 Cu2 O1 74.2(5) 2_756 2_756 ? N4 Cu2 O1 90.9(5) 1_645 2_756 ? N4 Cu2 O1 89.1(5) 2_666 2_756 ? N1 Cu2 O1 74.2(5) . . ? N1 Cu2 O1 105.8(5) 2_756 . ? N4 Cu2 O1 89.1(5) 1_645 . ? N4 Cu2 O1 90.9(5) 2_666 . ? O1 Cu2 O1 179.999(1) 2_756 . ? O2 Dy1 O3 80.8(4) . . ? O2 Dy1 O1W 92.5(5) . . ? O3 Dy1 O1W 156.3(3) . . ? O2 Dy1 O6 79.0(4) . . ? O3 Dy1 O6 78.9(4) . . ? O1W Dy1 O6 122.4(4) . . ? O2 Dy1 O7 125.6(4) . . ? O3 Dy1 O7 87.1(4) . . ? O1W Dy1 O7 78.3(4) . . ? O6 Dy1 O7 149.5(4) . . ? O2 Dy1 O8 71.7(4) . . ? O3 Dy1 O8 78.4(4) . . ? O1W Dy1 O8 77.9(4) . . ? O6 Dy1 O8 145.3(4) . . ? O7 Dy1 O8 53.9(4) . . ? O2 Dy1 O5 78.6(4) . . ? O3 Dy1 O5 130.3(4) . . ? O1W Dy1 O5 69.4(4) . . ? O6 Dy1 O5 53.0(4) . . ? O7 Dy1 O5 140.8(4) . . ? O8 Dy1 O5 134.2(4) . . ? O2 Dy1 O4 156.0(3) . 2_657 ? O3 Dy1 O4 114.2(3) . 2_657 ? O1W Dy1 O4 80.4(4) . 2_657 ? O6 Dy1 O4 85.5(4) . 2_657 ? O7 Dy1 O4 75.6(3) . 2_657 ? O8 Dy1 O4 127.9(4) . 2_657 ? O5 Dy1 O4 77.5(3) . 2_657 ? O2 Dy1 O3 138.3(4) . 2_657 ? O3 Dy1 O3 62.1(4) . 2_657 ? O1W Dy1 O3 129.1(4) . 2_657 ? O6 Dy1 O3 76.0(4) . 2_657 ? O7 Dy1 O3 73.5(4) . 2_657 ? O8 Dy1 O3 115.0(3) . 2_657 ? O5 Dy1 O3 110.4(3) . 2_657 ? O4 Dy1 O3 52.1(3) 2_657 2_657 ? O2 Dy1 C4 158.5(4) . 2_657 ? O3 Dy1 C4 87.5(4) . 2_657 ? O1W Dy1 C4 105.0(4) . 2_657 ? O6 Dy1 C4 81.1(4) . 2_657 ? O7 Dy1 C4 71.2(4) . 2_657 ? O8 Dy1 C4 123.6(4) . 2_657 ? O5 Dy1 C4 95.8(4) . 2_657 ? O4 Dy1 C4 26.7(4) 2_657 2_657 ? O3 Dy1 C4 25.5(4) 2_657 2_657 ? C1 N1 N2 110.3(13) . . ? C1 N1 Cu2 121.9(12) . . ? N2 N1 Cu2 127.4(9) . . ? N3 N2 N1 106.6(11) . . ? N2 N3 C2 109.8(12) . . ? N2 N3 Cu1 130.5(10) . . ? C2 N3 Cu1 119.6(9) . . ? C9 N4 C5 116.2(15) . . ? C9 N4 Cu2 120.4(14) . 1_465 ? C5 N4 Cu2 123.2(11) . 1_465 ? C15 N5 C11 119.5(13) . . ? C15 N5 Cu1 117.6(10) . 1_545 ? C11 N5 Cu1 122.7(10) . 1_545 ? C3 O1 Cu2 107.4(12) . . ? C3 O2 Dy1 141.5(10) . . ? C4 O3 Dy1 148.1(9) . . ? C4 O3 Dy1 93.8(8) . 2_657 ? Dy1 O3 Dy1 117.9(4) . 2_657 ? C4 O4 Cu1 109.7(8) . . ? C4 O4 Dy1 93.3(8) . 2_657 ? Cu1 O4 Dy1 155.8(5) . 2_657 ? C10 O5 Dy1 89.6(8) . . ? C10 O6 Dy1 94.9(10) . . ? C16 O7 Dy1 92.7(8) . . ? C16 O8 Dy1 92.6(8) . . ? Dy1 O1W H2W 124(10) . . ? Dy1 O1W H1W 129(10) . . ? H2W O1W H1W 106(10) . . ? H4W O2W H4W 0(2) . . ? H4W O2W H3W 103.7(14) . . ? H4W O2W H3W 103.7(14) . . ? H5W O3W H6W 103.6(15) . . ? H7W O4W H8W 103.6(14) . . ? 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 N1 C1 C2 N3 0.4(16) . . . . ? C3 C1 C2 N3 -177.3(17) . . . . ? N1 C1 C2 C4 -174.6(14) . . . . ? C3 C1 C2 C4 8(3) . . . . ? N1 C1 C3 O1 18(2) . . . . ? C2 C1 C3 O1 -164.6(17) . . . . ? N1 C1 C3 O2 -161.7(14) . . . . ? C2 C1 C3 O2 16(3) . . . . ? N3 C2 C4 O3 -177.9(12) . . . . ? C1 C2 C4 O3 -3(2) . . . . ? N3 C2 C4 O4 3.2(18) . . . . ? C1 C2 C4 O4 177.7(14) . . . . ? N3 C2 C4 Dy1 57(7) . . . 2_657 ? C1 C2 C4 Dy1 -128(6) . . . 2_657 ? N4 C5 C6 C7 2(3) . . . . ? C5 C6 C7 C8 0(3) . . . . ? C5 C6 C7 C10 178.2(16) . . . . ? C6 C7 C8 C9 -1(3) . . . . ? C10 C7 C8 C9 -179.3(17) . . . . ? C7 C8 C9 N4 1(3) . . . . ? C8 C7 C10 O6 3(2) . . . . ? C6 C7 C10 O6 -175.2(15) . . . . ? C8 C7 C10 O5 -169.9(16) . . . . ? C6 C7 C10 O5 12(2) . . . . ? N5 C11 C12 C13 -2(3) . . . . ? C11 C12 C13 C14 -1(3) . . . . ? C11 C12 C13 C16 -176.1(17) . . . . ? C12 C13 C14 C15 2(3) . . . . ? C16 C13 C14 C15 176.3(16) . . . . ? C13 C14 C15 N5 1(3) . . . . ? C12 C13 C16 O8 -7(3) . . . . ? C14 C13 C16 O8 178.2(16) . . . . ? C12 C13 C16 O7 173.9(17) . . . . ? C14 C13 C16 O7 -1(2) . . . . ? C2 C1 N1 N2 -3.4(16) . . . . ? C3 C1 N1 N2 174.9(12) . . . . ? C2 C1 N1 Cu2 169.7(9) . . . . ? C3 C1 N1 Cu2 -12.1(18) . . . . ? N1 Cu2 N1 C1 -9(8) 2_756 . . . ? N4 Cu2 N1 C1 -85.8(12) 1_645 . . . ? N4 Cu2 N1 C1 94.2(12) 2_666 . . . ? O1 Cu2 N1 C1 -176.3(11) 2_756 . . . ? O1 Cu2 N1 C1 3.7(11) . . . . ? N1 Cu2 N1 N2 163(7) 2_756 . . . ? N4 Cu2 N1 N2 86.1(11) 1_645 . . . ? N4 Cu2 N1 N2 -93.9(11) 2_666 . . . ? O1 Cu2 N1 N2 -4.5(12) 2_756 . . . ? O1 Cu2 N1 N2 175.5(12) . . . . ? C1 N1 N2 N3 5.3(15) . . . . ? Cu2 N1 N2 N3 -167.3(9) . . . . ? N1 N2 N3 C2 -4.9(13) . . . . ? N1 N2 N3 Cu1 -179.8(8) . . . . ? C1 C2 N3 N2 2.9(15) . . . . ? C4 C2 N3 N2 178.7(11) . . . . ? C1 C2 N3 Cu1 178.4(9) . . . . ? C4 C2 N3 Cu1 -5.8(16) . . . . ? N3 Cu1 N3 N2 -66(55) 2_757 . . . ? N5 Cu1 N3 N2 -90.5(11) 2_747 . . . ? N5 Cu1 N3 N2 89.5(11) 1_565 . . . ? O4 Cu1 N3 N2 -1.3(11) 2_757 . . . ? O4 Cu1 N3 N2 178.7(11) . . . . ? N3 Cu1 N3 C2 120(54) 2_757 . . . ? N5 Cu1 N3 C2 95.0(10) 2_747 . . . ? N5 Cu1 N3 C2 -85.0(10) 1_565 . . . ? O4 Cu1 N3 C2 -175.7(9) 2_757 . . . ? O4 Cu1 N3 C2 4.3(9) . . . . ? C8 C9 N4 C5 1(3) . . . . ? C8 C9 N4 Cu2 177.0(17) . . . 1_465 ? C6 C5 N4 C9 -2(3) . . . . ? C6 C5 N4 Cu2 -177.9(13) . . . 1_465 ? C14 C15 N5 C11 -4(3) . . . . ? C14 C15 N5 Cu1 -178.9(14) . . . 1_545 ? C12 C11 N5 C15 4(3) . . . . ? C12 C11 N5 Cu1 178.8(14) . . . 1_545 ? O2 C3 O1 Cu2 166.2(14) . . . . ? C1 C3 O1 Cu2 -13.3(16) . . . . ? N1 Cu2 O1 C3 6.0(10) . . . . ? N1 Cu2 O1 C3 -174.0(10) 2_756 . . . ? N4 Cu2 O1 C3 94.9(10) 1_645 . . . ? N4 Cu2 O1 C3 -85.1(10) 2_666 . . . ? O1 Cu2 O1 C3 20(6) 2_756 . . . ? O1 C3 O2 Dy1 118.7(18) . . . . ? C1 C3 O2 Dy1 -62(3) . . . . ? O3 Dy1 O2 C3 54(2) . . . . ? O1W Dy1 O2 C3 -104(2) . . . . ? O6 Dy1 O2 C3 134(2) . . . . ? O7 Dy1 O2 C3 -26(2) . . . . ? O8 Dy1 O2 C3 -27.3(19) . . . . ? O5 Dy1 O2 C3 -172(2) . . . . ? O4 Dy1 O2 C3 -175.4(17) 2_657 . . . ? O3 Dy1 O2 C3 80(2) 2_657 . . . ? C4 Dy1 O2 C3 112(2) 2_657 . . . ? O4 C4 O3 Dy1 -179.7(9) . . . . ? C2 C4 O3 Dy1 2(2) . . . . ? Dy1 C4 O3 Dy1 174.2(15) 2_657 . . . ? O4 C4 O3 Dy1 6.2(12) . . . 2_657 ? C2 C4 O3 Dy1 -172.6(11) . . . 2_657 ? O2 Dy1 O3 C4 -13.0(15) . . . . ? O1W Dy1 O3 C4 62.0(19) . . . . ? O6 Dy1 O3 C4 -93.5(15) . . . . ? O7 Dy1 O3 C4 113.8(15) . . . . ? O8 Dy1 O3 C4 60.0(15) . . . . ? O5 Dy1 O3 C4 -79.4(16) . . . . ? O4 Dy1 O3 C4 -173.4(15) 2_657 . . . ? O3 Dy1 O3 C4 -173.4(17) 2_657 . . . ? C4 Dy1 O3 C4 -174.9(13) 2_657 . . . ? O2 Dy1 O3 Dy1 160.4(4) . . . 2_657 ? O1W Dy1 O3 Dy1 -124.6(9) . . . 2_657 ? O6 Dy1 O3 Dy1 79.9(4) . . . 2_657 ? O7 Dy1 O3 Dy1 -72.8(4) . . . 2_657 ? O8 Dy1 O3 Dy1 -126.6(5) . . . 2_657 ? O5 Dy1 O3 Dy1 94.0(5) . . . 2_657 ? O4 Dy1 O3 Dy1 0.0(5) 2_657 . . 2_657 ? O3 Dy1 O3 Dy1 0.0 2_657 . . 2_657 ? C4 Dy1 O3 Dy1 -1.5(4) 2_657 . . 2_657 ? O3 C4 O4 Cu1 -178.6(9) . . . . ? C2 C4 O4 Cu1 0.3(13) . . . . ? Dy1 C4 O4 Cu1 -172.4(7) 2_657 . . . ? O3 C4 O4 Dy1 -6.2(12) . . . 2_657 ? C2 C4 O4 Dy1 172.7(10) . . . 2_657 ? N3 Cu1 O4 C4 177.6(8) 2_757 . . . ? N3 Cu1 O4 C4 -2.4(8) . . . . ? N5 Cu1 O4 C4 -91.5(8) 2_747 . . . ? N5 Cu1 O4 C4 88.5(8) 1_565 . . . ? O4 Cu1 O4 C4 -116(10) 2_757 . . . ? N3 Cu1 O4 Dy1 16.5(11) 2_757 . . 2_657 ? N3 Cu1 O4 Dy1 -163.5(11) . . . 2_657 ? N5 Cu1 O4 Dy1 107.4(10) 2_747 . . 2_657 ? N5 Cu1 O4 Dy1 -72.6(10) 1_565 . . 2_657 ? O4 Cu1 O4 Dy1 82(10) 2_757 . . 2_657 ? O6 C10 O5 Dy1 -6.0(15) . . . . ? C7 C10 O5 Dy1 166.9(12) . . . . ? O2 Dy1 O5 C10 -81.5(9) . . . . ? O3 Dy1 O5 C10 -14.1(10) . . . . ? O1W Dy1 O5 C10 -178.6(9) . . . . ? O6 Dy1 O5 C10 3.3(8) . . . . ? O7 Dy1 O5 C10 144.8(9) . . . . ? O8 Dy1 O5 C10 -131.4(9) . . . . ? O4 Dy1 O5 C10 97.1(9) 2_657 . . . ? O3 Dy1 O5 C10 56.1(9) 2_657 . . . ? C4 Dy1 O5 C10 77.6(9) 2_657 . . . ? O5 C10 O6 Dy1 6.3(15) . . . . ? C7 C10 O6 Dy1 -166.7(11) . . . . ? O2 Dy1 O6 C10 80.5(9) . . . . ? O3 Dy1 O6 C10 163.2(10) . . . . ? O1W Dy1 O6 C10 -5.4(11) . . . . ? O7 Dy1 O6 C10 -132.5(10) . . . . ? O8 Dy1 O6 C10 113.1(10) . . . . ? O5 Dy1 O6 C10 -3.4(8) . . . . ? O4 Dy1 O6 C10 -81.1(9) 2_657 . . . ? O3 Dy1 O6 C10 -133.1(10) 2_657 . . . ? C4 Dy1 O6 C10 -107.6(9) 2_657 . . . ? O8 C16 O7 Dy1 2.4(16) . . . . ? C13 C16 O7 Dy1 -178.8(13) . . . . ? O2 Dy1 O7 C16 -2.6(12) . . . . ? O3 Dy1 O7 C16 -79.1(10) . . . . ? O1W Dy1 O7 C16 82.1(10) . . . . ? O6 Dy1 O7 C16 -141.4(10) . . . . ? O8 Dy1 O7 C16 -1.3(9) . . . . ? O5 Dy1 O7 C16 116.9(10) . . . . ? O4 Dy1 O7 C16 165.1(10) 2_657 . . . ? O3 Dy1 O7 C16 -140.8(10) 2_657 . . . ? C4 Dy1 O7 C16 -167.5(11) 2_657 . . . ? O7 C16 O8 Dy1 -2.4(16) . . . . ? C13 C16 O8 Dy1 178.8(13) . . . . ? O2 Dy1 O8 C16 -179.7(11) . . . . ? O3 Dy1 O8 C16 96.3(10) . . . . ? O1W Dy1 O8 C16 -82.9(10) . . . . ? O6 Dy1 O8 C16 146.5(10) . . . . ? O7 Dy1 O8 C16 1.4(9) . . . . ? O5 Dy1 O8 C16 -127.5(10) . . . . ? O4 Dy1 O8 C16 -15.4(12) 2_657 . . . ? O3 Dy1 O8 C16 44.8(11) 2_657 . . . ? C4 Dy1 O8 C16 17.2(12) 2_657 . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 6.082 _refine_diff_density_min -6.843 _refine_diff_density_rms 0.526 data_Eu _database_code_depnum_ccdc_archive 'CCDC 888437' #TrackingRef 'web_deposit_cif_file_0_Yueshantang_1365068263.combined cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cu Eu N5 O9, 3(H2 O)' _chemical_formula_sum 'C16 H Cu Eu N5 O12' _chemical_formula_weight 685.86 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7491(16) _cell_length_b 10.7585(16) _cell_length_c 11.8901(18) _cell_angle_alpha 70.146(2) _cell_angle_beta 78.016(2) _cell_angle_gamma 61.0300(10) _cell_volume 1129.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3700 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 28.1 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.016 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 3.764 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.693 _exptl_absorpt_correction_T_max 0.693 _exptl_absorpt_process_details SADABS,Bruker(2002) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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_reflns_number 5697 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3962 _reflns_number_gt 3594 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+3.5691P] 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 3882 _refine_ls_number_parameters 343 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.089 _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 0.8221(5) 0.0225(5) 0.7168(4) 0.0176(10) Uani 1 1 d . . . C2 C 0.8270(5) 0.0116(5) 0.8345(4) 0.0168(10) Uani 1 1 d . . . C3 C 0.7177(5) 0.0345(5) 0.6407(5) 0.0212(11) Uani 1 1 d . . . C4 C 0.7350(5) -0.0019(5) 0.9453(4) 0.0167(10) Uani 1 1 d . . . C5 C 0.0589(7) 0.6868(6) 0.5390(6) 0.0395(15) Uani 1 1 d . . . H5 H -0.0045 0.7293 0.4787 0.047 Uiso 1 1 calc R . . C6 C 0.1158(7) 0.5365(6) 0.5901(6) 0.0412(16) Uani 1 1 d . . . H6 H 0.0915 0.4794 0.5638 0.049 Uiso 1 1 calc R . . C7 C 0.2088(6) 0.4706(6) 0.6801(5) 0.0246(11) Uani 1 1 d . . . C8 C 0.2415(8) 0.5613(7) 0.7139(7) 0.0505(19) Uani 1 1 d . . . H8 H 0.3035 0.5218 0.7748 0.061 Uiso 1 1 calc R . . C9 C 0.1823(8) 0.7100(6) 0.6575(6) 0.0481(19) Uani 1 1 d . . . H9 H 0.2076 0.7691 0.6801 0.058 Uiso 1 1 calc R . . C10 C 0.2758(5) 0.3071(5) 0.7408(5) 0.0243(12) Uani 1 1 d . . . C11 C 0.9226(6) -0.6827(6) 0.8713(5) 0.0310(13) Uani 1 1 d . . . H11 H 1.0023 -0.7217 0.8219 0.037 Uiso 1 1 calc R . . C12 C 0.8438(6) -0.5314(6) 0.8454(5) 0.0333(14) Uani 1 1 d . . . H12 H 0.8710 -0.4699 0.7806 0.040 Uiso 1 1 calc R . . C13 C 0.7230(5) -0.4716(5) 0.9173(5) 0.0244(12) Uani 1 1 d . . . C14 C 0.6891(6) -0.5688(6) 1.0127(5) 0.0254(12) Uani 1 1 d . . . H14 H 0.6088 -0.5332 1.0626 0.030 Uiso 1 1 calc R . . C15 C 0.7741(6) -0.7180(6) 1.0336(5) 0.0244(11) Uani 1 1 d . . . H15 H 0.7506 -0.7820 1.0989 0.029 Uiso 1 1 calc R . . C16 C 0.6305(6) -0.3070(6) 0.8913(5) 0.0255(12) Uani 1 1 d . . . Cu1 Cu 1.0000 0.0000 1.0000 0.01585(18) Uani 1 2 d S . . Cu2 Cu 1.0000 0.0000 0.5000 0.01651(19) Uani 1 2 d S . . Eu1 Eu 0.45094(2) 0.00069(2) 0.83559(2) 0.01618(9) Uani 1 1 d . . . N1 N 0.9445(4) 0.0240(4) 0.6625(4) 0.0186(9) Uani 1 1 d . . . N2 N 1.0225(4) 0.0180(4) 0.7389(3) 0.0187(9) Uani 1 1 d . . . N3 N 0.9508(4) 0.0108(4) 0.8444(3) 0.0168(8) Uani 1 1 d . . . N4 N 0.0906(5) 0.7739(4) 0.5721(4) 0.0235(10) Uani 1 1 d . . . N5 N 0.8896(4) -0.7753(4) 0.9638(4) 0.0204(9) Uani 1 1 d . . . O1 O 0.7671(4) 0.0085(4) 0.5419(3) 0.0293(9) Uani 1 1 d . . . O2 O 0.5894(4) 0.0757(4) 0.6795(3) 0.0253(8) Uani 1 1 d . . . O3 O 0.6189(3) -0.0021(4) 0.9429(3) 0.0227(8) Uani 1 1 d . . . O4 O 0.7767(4) -0.0129(4) 1.0411(3) 0.0204(7) Uani 1 1 d . . . O5 O 0.2615(4) 0.2203(4) 0.7015(4) 0.0304(9) Uani 1 1 d . . . O6 O 0.3480(5) 0.2606(4) 0.8300(4) 0.0364(10) Uani 1 1 d . . . O7 O 0.5152(4) -0.2591(4) 0.9517(3) 0.0290(9) Uani 1 1 d . . . O8 O 0.6687(4) -0.2219(4) 0.8077(4) 0.0352(10) Uani 1 1 d . . . O1W O 0.3680(5) -0.0848(5) 0.7159(5) 0.0421(11) Uani 1 1 d D . . H2W H 0.288(7) -0.039(8) 0.687(7) 0.063 Uiso 1 1 d D . . H1W H 0.408(8) -0.150(7) 0.699(8) 0.063 Uiso 1 1 d D . . O2W O 0.4112(7) 0.6502(8) 0.1988(7) 0.0809(18) Uani 1 1 d D . . H4W H 0.432(11) 0.635(13) 0.267(3) 0.121 Uiso 1 1 d D . . H3W H 0.471(9) 0.675(13) 0.156(7) 0.121 Uiso 1 1 d D . . O3W O 0.4765(11) 0.3507(9) 0.3326(7) 0.109(2) Uani 1 1 d D . . H5W H 0.479(17) 0.285(9) 0.395(6) 0.164 Uiso 1 1 d D . . H6W H 0.448(15) 0.424(8) 0.357(10) 0.164 Uiso 1 1 d D . . O4W O 0.2697(10) 0.2653(8) 0.4505(8) 0.102(2) Uani 1 1 d D . . H7W H 0.352(4) 0.199(9) 0.462(13) 0.153 Uiso 1 1 d D . . H8W H 0.223(10) 0.219(11) 0.474(12) 0.153 Uiso 1 1 d 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 0.015(2) 0.013(2) 0.022(3) -0.007(2) 0.002(2) -0.0022(19) C2 0.015(2) 0.017(2) 0.018(3) -0.005(2) 0.0018(19) -0.008(2) C3 0.024(3) 0.015(2) 0.023(3) 0.000(2) -0.005(2) -0.009(2) C4 0.015(2) 0.010(2) 0.021(3) -0.0035(19) -0.0009(19) -0.0022(19) C5 0.053(4) 0.024(3) 0.037(3) 0.002(3) -0.026(3) -0.012(3) C6 0.047(4) 0.020(3) 0.057(4) -0.004(3) -0.024(3) -0.011(3) C7 0.023(3) 0.020(3) 0.026(3) -0.005(2) -0.003(2) -0.006(2) C8 0.066(5) 0.023(3) 0.057(4) 0.000(3) -0.041(4) -0.008(3) C9 0.063(5) 0.018(3) 0.065(5) -0.009(3) -0.040(4) -0.007(3) C10 0.021(3) 0.017(3) 0.025(3) -0.002(2) 0.000(2) -0.004(2) C11 0.025(3) 0.021(3) 0.035(3) -0.006(2) 0.009(2) -0.006(2) C12 0.032(3) 0.016(3) 0.036(3) 0.001(2) 0.005(3) -0.008(2) C13 0.023(3) 0.016(2) 0.029(3) -0.005(2) -0.005(2) -0.004(2) C14 0.020(3) 0.020(3) 0.031(3) -0.011(2) 0.002(2) -0.004(2) C15 0.024(3) 0.018(3) 0.026(3) -0.005(2) 0.002(2) -0.008(2) C16 0.022(3) 0.019(3) 0.031(3) -0.006(2) -0.008(2) -0.005(2) Cu1 0.0163(4) 0.0124(4) 0.0167(4) -0.0050(3) -0.0023(3) -0.0037(3) Cu2 0.0197(4) 0.0131(4) 0.0130(4) -0.0031(3) 0.0006(3) -0.0055(3) Eu1 0.01415(14) 0.01228(14) 0.01903(15) -0.00304(10) -0.00048(9) -0.00463(10) N1 0.019(2) 0.018(2) 0.018(2) -0.0058(17) 0.0003(17) -0.0071(18) N2 0.021(2) 0.022(2) 0.013(2) -0.0055(17) 0.0003(17) -0.0091(18) N3 0.016(2) 0.015(2) 0.017(2) -0.0038(16) -0.0010(16) -0.0056(17) N4 0.026(2) 0.014(2) 0.025(2) -0.0050(18) -0.0040(19) -0.0049(19) N5 0.020(2) 0.017(2) 0.022(2) -0.0062(18) -0.0014(18) -0.0057(18) O1 0.027(2) 0.042(2) 0.022(2) -0.0153(17) 0.0002(16) -0.0147(18) O2 0.0182(19) 0.031(2) 0.0201(19) -0.0032(16) -0.0009(15) -0.0091(16) O3 0.0156(18) 0.031(2) 0.0214(19) -0.0078(15) 0.0013(14) -0.0108(16) O4 0.0199(18) 0.0247(18) 0.0172(18) -0.0074(14) -0.0007(14) -0.0096(15) O5 0.032(2) 0.0152(18) 0.041(2) -0.0004(17) -0.0103(18) -0.0093(16) O6 0.048(3) 0.0197(19) 0.034(2) -0.0053(17) -0.018(2) -0.0053(18) O7 0.022(2) 0.0160(18) 0.039(2) -0.0066(16) 0.0025(17) -0.0031(16) O8 0.031(2) 0.0153(18) 0.044(2) -0.0069(17) 0.0096(18) -0.0043(17) O1W 0.047(3) 0.029(2) 0.052(3) -0.008(2) -0.023(2) -0.013(2) O2W 0.072(4) 0.069(4) 0.093(5) -0.019(4) -0.005(4) -0.027(3) O3W 0.115(6) 0.092(5) 0.127(7) -0.048(5) 0.006(6) -0.045(6) O4W 0.135(7) 0.118(6) 0.086(5) -0.041(5) 0.002(5) -0.077(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.345(6) . ? C1 C2 1.374(7) . ? C1 C3 1.515(7) . ? C2 N3 1.355(6) . ? C2 C4 1.485(7) . ? C3 O1 1.250(6) . ? C3 O2 1.263(6) . ? C4 O3 1.255(6) . ? C4 O4 1.258(6) . ? C4 Eu1 2.936(5) 2_657 ? C5 N4 1.329(7) . ? C5 C6 1.373(8) . ? C5 H5 0.9300 . ? C6 C7 1.375(8) . ? C6 H6 0.9300 . ? C7 C8 1.377(8) . ? C7 C10 1.503(7) . ? C8 C9 1.370(8) . ? C8 H8 0.9300 . ? C9 N4 1.326(7) . ? C9 H9 0.9300 . ? C10 O5 1.256(6) . ? C10 O6 1.258(6) . ? C11 N5 1.329(7) . ? C11 C12 1.376(7) . ? C11 H11 0.9300 . ? C12 C13 1.391(8) . ? C12 H12 0.9300 . ? C13 C14 1.381(7) . ? C13 C16 1.506(7) . ? C14 C15 1.369(7) . ? C14 H14 0.9300 . ? C15 N5 1.337(7) . ? C15 H15 0.9300 . ? C16 O8 1.254(7) . ? C16 O7 1.258(7) . ? Cu1 N3 1.980(4) 2_757 ? Cu1 N3 1.980(4) . ? Cu1 N5 2.041(4) 2_747 ? Cu1 N5 2.041(4) 1_565 ? Cu1 O4 2.411(3) 2_757 ? Cu1 O4 2.411(3) . ? Cu2 N1 1.967(4) 2_756 ? Cu2 N1 1.967(4) . ? Cu2 N4 2.058(4) 2_666 ? Cu2 N4 2.058(4) 1_645 ? Cu2 O1 2.412(4) 2_756 ? Cu2 O1 2.412(4) . ? Eu1 O2 2.304(4) . ? Eu1 O3 2.402(3) . ? Eu1 O1W 2.424(4) . ? Eu1 O6 2.441(4) . ? Eu1 O7 2.470(3) . ? Eu1 O8 2.472(4) . ? Eu1 O5 2.530(4) . ? Eu1 O4 2.546(3) 2_657 ? Eu1 O3 2.587(3) 2_657 ? Eu1 C4 2.936(5) 2_657 ? Eu1 Eu1 4.2493(7) 2_657 ? N1 N2 1.325(6) . ? N2 N3 1.328(5) . ? N4 Cu2 2.058(4) 1_465 ? N5 Cu1 2.041(4) 1_545 ? O3 Eu1 2.588(3) 2_657 ? O4 Eu1 2.546(3) 2_657 ? O1W H2W 0.84(6) . ? O1W H1W 0.70(6) . ? O2W H4W 0.828(10) . ? O2W H4W 0.828(10) . ? O2W H3W 0.825(10) . ? O3W H5W 0.828(10) . ? O3W H6W 0.826(10) . ? O4W H7W 0.829(10) . ? O4W H8W 0.824(10) . ? 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 N1 C1 C2 105.7(4) . . ? N1 C1 C3 117.7(4) . . ? C2 C1 C3 136.5(5) . . ? N3 C2 C1 106.8(4) . . ? N3 C2 C4 117.2(4) . . ? C1 C2 C4 136.0(4) . . ? O1 C3 O2 126.1(5) . . ? O1 C3 C1 115.8(4) . . ? O2 C3 C1 117.9(4) . . ? O3 C4 O4 121.2(5) . . ? O3 C4 C2 120.7(4) . . ? O4 C4 C2 118.1(4) . . ? O3 C4 Eu1 61.7(3) . 2_657 ? O4 C4 Eu1 59.8(2) . 2_657 ? C2 C4 Eu1 174.5(3) . 2_657 ? N4 C5 C6 122.7(5) . . ? N4 C5 H5 118.6 . . ? C6 C5 H5 118.6 . . ? C5 C6 C7 120.0(5) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C8 117.0(5) . . ? C6 C7 C10 123.4(5) . . ? C8 C7 C10 119.5(5) . . ? C9 C8 C7 119.6(6) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? N4 C9 C8 123.2(6) . . ? N4 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? O5 C10 O6 121.6(5) . . ? O5 C10 C7 120.4(5) . . ? O6 C10 C7 117.9(5) . . ? N5 C11 C12 122.7(5) . . ? N5 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C11 C12 C13 119.3(5) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 117.5(5) . . ? C14 C13 C16 120.9(5) . . ? C12 C13 C16 121.6(5) . . ? C15 C14 C13 119.7(5) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? N5 C15 C14 122.6(5) . . ? N5 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? O8 C16 O7 121.8(5) . . ? O8 C16 C13 119.0(5) . . ? O7 C16 C13 119.1(5) . . ? N3 Cu1 N3 179.999(2) 2_757 . ? N3 Cu1 N5 90.19(16) 2_757 2_747 ? N3 Cu1 N5 89.81(16) . 2_747 ? N3 Cu1 N5 89.81(16) 2_757 1_565 ? N3 Cu1 N5 90.19(16) . 1_565 ? N5 Cu1 N5 180.0(2) 2_747 1_565 ? N3 Cu1 O4 75.13(14) 2_757 2_757 ? N3 Cu1 O4 104.87(14) . 2_757 ? N5 Cu1 O4 88.97(14) 2_747 2_757 ? N5 Cu1 O4 91.03(14) 1_565 2_757 ? N3 Cu1 O4 104.87(14) 2_757 . ? N3 Cu1 O4 75.13(14) . . ? N5 Cu1 O4 91.03(14) 2_747 . ? N5 Cu1 O4 88.97(14) 1_565 . ? O4 Cu1 O4 180.0 2_757 . ? N1 Cu2 N1 180.0 2_756 . ? N1 Cu2 N4 89.51(17) 2_756 2_666 ? N1 Cu2 N4 90.49(17) . 2_666 ? N1 Cu2 N4 90.49(17) 2_756 1_645 ? N1 Cu2 N4 89.51(17) . 1_645 ? N4 Cu2 N4 180.000(1) 2_666 1_645 ? N1 Cu2 O1 75.64(14) 2_756 2_756 ? N1 Cu2 O1 104.36(15) . 2_756 ? N4 Cu2 O1 89.65(15) 2_666 2_756 ? N4 Cu2 O1 90.35(15) 1_645 2_756 ? N1 Cu2 O1 104.36(14) 2_756 . ? N1 Cu2 O1 75.64(15) . . ? N4 Cu2 O1 90.35(15) 2_666 . ? N4 Cu2 O1 89.65(15) 1_645 . ? O1 Cu2 O1 180.0 2_756 . ? O2 Eu1 O3 79.11(12) . . ? O2 Eu1 O1W 93.54(16) . . ? O3 Eu1 O1W 156.61(14) . . ? O2 Eu1 O6 80.36(14) . . ? O3 Eu1 O6 78.29(12) . . ? O1W Eu1 O6 122.72(14) . . ? O2 Eu1 O7 124.63(12) . . ? O3 Eu1 O7 88.90(12) . . ? O1W Eu1 O7 76.97(14) . . ? O6 Eu1 O7 149.46(14) . . ? O2 Eu1 O8 71.90(13) . . ? O3 Eu1 O8 78.27(13) . . ? O1W Eu1 O8 78.34(15) . . ? O6 Eu1 O8 146.45(14) . . ? O7 Eu1 O8 52.73(12) . . ? O2 Eu1 O5 79.04(12) . . ? O3 Eu1 O5 128.52(12) . . ? O1W Eu1 O5 70.46(13) . . ? O6 Eu1 O5 52.38(12) . . ? O7 Eu1 O5 140.99(12) . . ? O8 Eu1 O5 135.47(14) . . ? O2 Eu1 O4 157.05(11) . 2_657 ? O3 Eu1 O4 113.70(11) . 2_657 ? O1W Eu1 O4 81.26(15) . 2_657 ? O6 Eu1 O4 83.73(13) . 2_657 ? O7 Eu1 O4 76.18(11) . 2_657 ? O8 Eu1 O4 127.91(12) . 2_657 ? O5 Eu1 O4 78.16(12) . 2_657 ? O2 Eu1 O3 138.43(12) . 2_657 ? O3 Eu1 O3 63.25(13) . 2_657 ? O1W Eu1 O3 127.99(15) . 2_657 ? O6 Eu1 O3 75.52(12) . 2_657 ? O7 Eu1 O3 73.96(12) . 2_657 ? O8 Eu1 O3 113.91(12) . 2_657 ? O5 Eu1 O3 110.28(12) . 2_657 ? O4 Eu1 O3 50.48(10) 2_657 2_657 ? O2 Eu1 C4 158.42(13) . 2_657 ? O3 Eu1 C4 88.52(13) . 2_657 ? O1W Eu1 C4 104.36(16) . 2_657 ? O6 Eu1 C4 79.85(13) . 2_657 ? O7 Eu1 C4 72.13(12) . 2_657 ? O8 Eu1 C4 123.05(13) . 2_657 ? O5 Eu1 C4 95.49(13) . 2_657 ? O4 Eu1 C4 25.27(12) 2_657 2_657 ? O3 Eu1 C4 25.28(12) 2_657 2_657 ? O2 Eu1 Eu1 110.41(9) . 2_657 ? O3 Eu1 Eu1 32.94(8) . 2_657 ? O1W Eu1 Eu1 153.32(12) . 2_657 ? O6 Eu1 Eu1 74.51(9) . 2_657 ? O7 Eu1 Eu1 79.68(9) . 2_657 ? O8 Eu1 Eu1 97.58(10) . 2_657 ? O5 Eu1 Eu1 124.26(9) . 2_657 ? O4 Eu1 Eu1 80.77(8) 2_657 2_657 ? O3 Eu1 Eu1 30.31(7) 2_657 2_657 ? C4 Eu1 Eu1 55.58(9) 2_657 2_657 ? N2 N1 C1 111.0(4) . . ? N2 N1 Cu2 128.5(3) . . ? C1 N1 Cu2 119.6(3) . . ? N1 N2 N3 106.9(4) . . ? N2 N3 C2 109.6(4) . . ? N2 N3 Cu1 129.9(3) . . ? C2 N3 Cu1 120.5(3) . . ? C9 N4 C5 117.4(5) . . ? C9 N4 Cu2 119.8(4) . 1_465 ? C5 N4 Cu2 122.8(4) . 1_465 ? C11 N5 C15 118.1(4) . . ? C11 N5 Cu1 123.4(4) . 1_545 ? C15 N5 Cu1 118.4(3) . 1_545 ? C3 O1 Cu2 109.3(3) . . ? C3 O2 Eu1 140.6(3) . . ? C4 O3 Eu1 150.2(3) . . ? C4 O3 Eu1 93.1(3) . 2_657 ? Eu1 O3 Eu1 116.75(13) . 2_657 ? C4 O4 Cu1 109.1(3) . . ? C4 O4 Eu1 95.0(3) . 2_657 ? Cu1 O4 Eu1 154.89(15) . 2_657 ? C10 O5 Eu1 90.4(3) . . ? C10 O6 Eu1 94.5(3) . . ? C16 O7 Eu1 92.7(3) . . ? C16 O8 Eu1 92.7(3) . . ? Eu1 O1W H2W 125(5) . . ? Eu1 O1W H1W 125(7) . . ? H2W O1W H1W 110(8) . . ? H4W O2W H4W 0(10) . . ? H4W O2W H3W 102.6(17) . . ? H4W O2W H3W 102.6(17) . . ? H5W O3W H6W 102.6(17) . . ? H7W O4W H8W 102.6(17) . . ? 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 N1 C1 C2 N3 1.5(5) . . . . ? C3 C1 C2 N3 -177.5(5) . . . . ? N1 C1 C2 C4 -177.0(5) . . . . ? C3 C1 C2 C4 4.1(10) . . . . ? N1 C1 C3 O1 16.9(6) . . . . ? C2 C1 C3 O1 -164.2(5) . . . . ? N1 C1 C3 O2 -159.9(4) . . . . ? C2 C1 C3 O2 19.0(8) . . . . ? N3 C2 C4 O3 -179.9(4) . . . . ? C1 C2 C4 O3 -1.6(8) . . . . ? N3 C2 C4 O4 0.1(6) . . . . ? C1 C2 C4 O4 178.4(5) . . . . ? N3 C2 C4 Eu1 66(4) . . . 2_657 ? C1 C2 C4 Eu1 -115(3) . . . 2_657 ? N4 C5 C6 C7 0.6(11) . . . . ? C5 C6 C7 C8 -0.7(10) . . . . ? C5 C6 C7 C10 180.0(6) . . . . ? C6 C7 C8 C9 -0.4(11) . . . . ? C10 C7 C8 C9 179.0(7) . . . . ? C7 C8 C9 N4 1.7(13) . . . . ? C6 C7 C10 O5 8.2(9) . . . . ? C8 C7 C10 O5 -171.1(6) . . . . ? C6 C7 C10 O6 -173.1(6) . . . . ? C8 C7 C10 O6 7.7(8) . . . . ? N5 C11 C12 C13 -1.0(9) . . . . ? C11 C12 C13 C14 0.5(8) . . . . ? C11 C12 C13 C16 -178.3(5) . . . . ? C12 C13 C14 C15 0.4(8) . . . . ? C16 C13 C14 C15 179.2(5) . . . . ? C13 C14 C15 N5 -0.9(8) . . . . ? C14 C13 C16 O8 176.3(5) . . . . ? C12 C13 C16 O8 -4.9(8) . . . . ? C14 C13 C16 O7 -5.7(8) . . . . ? C12 C13 C16 O7 173.1(5) . . . . ? C2 C1 N1 N2 -1.4(5) . . . . ? C3 C1 N1 N2 177.8(4) . . . . ? C2 C1 N1 Cu2 168.2(3) . . . . ? C3 C1 N1 Cu2 -12.6(5) . . . . ? N1 Cu2 N1 N2 -56(18) 2_756 . . . ? N4 Cu2 N1 N2 -97.6(4) 2_666 . . . ? N4 Cu2 N1 N2 82.4(4) 1_645 . . . ? O1 Cu2 N1 N2 -7.9(4) 2_756 . . . ? O1 Cu2 N1 N2 172.1(4) . . . . ? N1 Cu2 N1 C1 136(19) 2_756 . . . ? N4 Cu2 N1 C1 94.8(4) 2_666 . . . ? N4 Cu2 N1 C1 -85.2(4) 1_645 . . . ? O1 Cu2 N1 C1 -175.4(3) 2_756 . . . ? O1 Cu2 N1 C1 4.6(3) . . . . ? C1 N1 N2 N3 0.7(5) . . . . ? Cu2 N1 N2 N3 -167.8(3) . . . . ? N1 N2 N3 C2 0.3(5) . . . . ? N1 N2 N3 Cu1 -179.7(3) . . . . ? C1 C2 N3 N2 -1.2(5) . . . . ? C4 C2 N3 N2 177.6(4) . . . . ? C1 C2 N3 Cu1 178.9(3) . . . . ? C4 C2 N3 Cu1 -2.3(6) . . . . ? N3 Cu1 N3 N2 29(34) 2_757 . . . ? N5 Cu1 N3 N2 -86.5(4) 2_747 . . . ? N5 Cu1 N3 N2 93.5(4) 1_565 . . . ? O4 Cu1 N3 N2 2.4(4) 2_757 . . . ? O4 Cu1 N3 N2 -177.6(4) . . . . ? N3 Cu1 N3 C2 -151(34) 2_757 . . . ? N5 Cu1 N3 C2 93.4(4) 2_747 . . . ? N5 Cu1 N3 C2 -86.6(4) 1_565 . . . ? O4 Cu1 N3 C2 -177.7(3) 2_757 . . . ? O4 Cu1 N3 C2 2.3(3) . . . . ? C8 C9 N4 C5 -1.8(11) . . . . ? C8 C9 N4 Cu2 176.7(6) . . . 1_465 ? C6 C5 N4 C9 0.6(10) . . . . ? C6 C5 N4 Cu2 -177.7(5) . . . 1_465 ? C12 C11 N5 C15 0.5(8) . . . . ? C12 C11 N5 Cu1 177.4(5) . . . 1_545 ? C14 C15 N5 C11 0.5(8) . . . . ? C14 C15 N5 Cu1 -176.6(4) . . . 1_545 ? O2 C3 O1 Cu2 164.7(4) . . . . ? C1 C3 O1 Cu2 -11.8(5) . . . . ? N1 Cu2 O1 C3 -175.2(3) 2_756 . . . ? N1 Cu2 O1 C3 4.8(3) . . . . ? N4 Cu2 O1 C3 -85.7(3) 2_666 . . . ? N4 Cu2 O1 C3 94.3(3) 1_645 . . . ? O1 Cu2 O1 C3 173(2) 2_756 . . . ? O1 C3 O2 Eu1 119.4(5) . . . . ? C1 C3 O2 Eu1 -64.1(7) . . . . ? O3 Eu1 O2 C3 55.5(5) . . . . ? O1W Eu1 O2 C3 -102.1(5) . . . . ? O6 Eu1 O2 C3 135.3(5) . . . . ? O7 Eu1 O2 C3 -25.5(6) . . . . ? O8 Eu1 O2 C3 -25.6(5) . . . . ? O5 Eu1 O2 C3 -171.4(5) . . . . ? O4 Eu1 O2 C3 -178.0(4) 2_657 . . . ? O3 Eu1 O2 C3 80.3(6) 2_657 . . . ? C4 Eu1 O2 C3 111.6(6) 2_657 . . . ? Eu1 Eu1 O2 C3 65.9(5) 2_657 . . . ? O4 C4 O3 Eu1 -176.0(4) . . . . ? C2 C4 O3 Eu1 4.0(9) . . . . ? Eu1 C4 O3 Eu1 178.3(6) 2_657 . . . ? O4 C4 O3 Eu1 5.7(5) . . . 2_657 ? C2 C4 O3 Eu1 -174.3(4) . . . 2_657 ? O2 Eu1 O3 C4 -16.3(6) . . . . ? O1W Eu1 O3 C4 57.1(8) . . . . ? O6 Eu1 O3 C4 -98.6(6) . . . . ? O7 Eu1 O3 C4 109.3(6) . . . . ? O8 Eu1 O3 C4 57.3(6) . . . . ? O5 Eu1 O3 C4 -82.7(6) . . . . ? O4 Eu1 O3 C4 -176.3(6) 2_657 . . . ? O3 Eu1 O3 C4 -178.1(7) 2_657 . . . ? C4 Eu1 O3 C4 -178.5(6) 2_657 . . . ? Eu1 Eu1 O3 C4 -178.1(7) 2_657 . . . ? O2 Eu1 O3 Eu1 161.82(17) . . . 2_657 ? O1W Eu1 O3 Eu1 -124.8(3) . . . 2_657 ? O6 Eu1 O3 Eu1 79.54(16) . . . 2_657 ? O7 Eu1 O3 Eu1 -72.55(16) . . . 2_657 ? O8 Eu1 O3 Eu1 -124.63(17) . . . 2_657 ? O5 Eu1 O3 Eu1 95.44(18) . . . 2_657 ? O4 Eu1 O3 Eu1 1.83(18) 2_657 . . 2_657 ? O3 Eu1 O3 Eu1 0.0 2_657 . . 2_657 ? C4 Eu1 O3 Eu1 -0.40(15) 2_657 . . 2_657 ? O3 C4 O4 Cu1 -178.4(3) . . . . ? C2 C4 O4 Cu1 1.6(5) . . . . ? Eu1 C4 O4 Cu1 -172.6(2) 2_657 . . . ? O3 C4 O4 Eu1 -5.8(5) . . . 2_657 ? C2 C4 O4 Eu1 174.2(3) . . . 2_657 ? N3 Cu1 O4 C4 177.9(3) 2_757 . . . ? N3 Cu1 O4 C4 -2.1(3) . . . . ? N5 Cu1 O4 C4 -91.6(3) 2_747 . . . ? N5 Cu1 O4 C4 88.4(3) 1_565 . . . ? O4 Cu1 O4 C4 -27(10) 2_757 . . . ? N3 Cu1 O4 Eu1 15.5(4) 2_757 . . 2_657 ? N3 Cu1 O4 Eu1 -164.5(4) . . . 2_657 ? N5 Cu1 O4 Eu1 106.0(4) 2_747 . . 2_657 ? N5 Cu1 O4 Eu1 -74.0(4) 1_565 . . 2_657 ? O4 Cu1 O4 Eu1 171(10) 2_757 . . 2_657 ? O6 C10 O5 Eu1 -10.3(5) . . . . ? C7 C10 O5 Eu1 168.4(4) . . . . ? O2 Eu1 O5 C10 -80.5(3) . . . . ? O3 Eu1 O5 C10 -14.1(4) . . . . ? O1W Eu1 O5 C10 -178.3(4) . . . . ? O6 Eu1 O5 C10 5.7(3) . . . . ? O7 Eu1 O5 C10 146.6(3) . . . . ? O8 Eu1 O5 C10 -130.1(3) . . . . ? O4 Eu1 O5 C10 96.9(3) 2_657 . . . ? O3 Eu1 O5 C10 57.3(3) 2_657 . . . ? C4 Eu1 O5 C10 78.4(3) 2_657 . . . ? Eu1 Eu1 O5 C10 26.8(3) 2_657 . . . ? O5 C10 O6 Eu1 10.7(6) . . . . ? C7 C10 O6 Eu1 -168.0(4) . . . . ? O2 Eu1 O6 C10 77.8(3) . . . . ? O3 Eu1 O6 C10 158.6(3) . . . . ? O1W Eu1 O6 C10 -10.2(4) . . . . ? O7 Eu1 O6 C10 -134.3(3) . . . . ? O8 Eu1 O6 C10 112.1(4) . . . . ? O5 Eu1 O6 C10 -5.7(3) . . . . ? O4 Eu1 O6 C10 -85.6(3) 2_657 . . . ? O3 Eu1 O6 C10 -136.3(3) 2_657 . . . ? C4 Eu1 O6 C10 -110.8(3) 2_657 . . . ? Eu1 Eu1 O6 C10 -167.7(3) 2_657 . . . ? O8 C16 O7 Eu1 0.7(6) . . . . ? C13 C16 O7 Eu1 -177.2(4) . . . . ? O2 Eu1 O7 C16 -0.5(4) . . . . ? O3 Eu1 O7 C16 -76.4(3) . . . . ? O1W Eu1 O7 C16 84.8(3) . . . . ? O6 Eu1 O7 C16 -140.8(3) . . . . ? O8 Eu1 O7 C16 -0.4(3) . . . . ? O5 Eu1 O7 C16 118.6(3) . . . . ? O4 Eu1 O7 C16 168.8(3) 2_657 . . . ? O3 Eu1 O7 C16 -138.9(3) 2_657 . . . ? C4 Eu1 O7 C16 -165.2(3) 2_657 . . . ? Eu1 Eu1 O7 C16 -108.3(3) 2_657 . . . ? O7 C16 O8 Eu1 -0.7(6) . . . . ? C13 C16 O8 Eu1 177.2(4) . . . . ? O2 Eu1 O8 C16 -179.7(4) . . . . ? O3 Eu1 O8 C16 98.1(3) . . . . ? O1W Eu1 O8 C16 -82.0(3) . . . . ? O6 Eu1 O8 C16 144.6(3) . . . . ? O7 Eu1 O8 C16 0.4(3) . . . . ? O5 Eu1 O8 C16 -127.9(3) . . . . ? O4 Eu1 O8 C16 -13.0(4) 2_657 . . . ? O3 Eu1 O8 C16 44.6(4) 2_657 . . . ? C4 Eu1 O8 C16 17.6(4) 2_657 . . . ? Eu1 Eu1 O8 C16 71.2(3) 2_657 . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.862 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.126 data_Gd _database_code_depnum_ccdc_archive 'CCDC 888438' #TrackingRef 'web_deposit_cif_file_0_Yueshantang_1365068263.combined cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cu Gd N5 O9, 3(H2 O)' _chemical_formula_sum 'C16 H16 Cu Gd N5 O12' _chemical_formula_weight 691.14 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' Cu Cu 0.3201 1.2651 '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 10.725(4) _cell_length_b 10.747(4) _cell_length_c 11.917(4) _cell_angle_alpha 70.146(4) _cell_angle_beta 77.912(5) _cell_angle_gamma 60.967(4) _cell_volume 1127.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 24.9 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.035 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 3.930 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.682 _exptl_absorpt_correction_T_max 0.682 _exptl_absorpt_process_details SADABS,Bruker(2002) _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 6712 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0844 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.08 _reflns_number_total 4885 _reflns_number_gt 3915 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0804P)^2^+1.4057P] 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 4885 _refine_ls_number_parameters 343 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1488 _refine_ls_wR_factor_gt 0.1368 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 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 0.8225(9) 0.0226(9) 0.7163(7) 0.0211(17) Uani 1 1 d . . . C2 C 0.8263(9) 0.0132(9) 0.8347(7) 0.0214(18) Uani 1 1 d . . . C3 C 0.7173(9) 0.0348(9) 0.6414(7) 0.0196(17) Uani 1 1 d . . . C4 C 0.7356(8) -0.0022(8) 0.9454(7) 0.0192(17) Uani 1 1 d . . . C5 C 0.0573(12) 0.6874(11) 0.5422(10) 0.043(3) Uani 1 1 d . . . H5 H -0.0094 0.7307 0.4847 0.051 Uiso 1 1 calc R . . C6 C 0.1154(12) 0.5345(10) 0.5927(10) 0.042(3) Uani 1 1 d . . . H6 H 0.0906 0.4773 0.5669 0.051 Uiso 1 1 calc R . . C7 C 0.2085(11) 0.4704(9) 0.6801(8) 0.030(2) Uani 1 1 d . . . C8 C 0.2457(14) 0.5593(11) 0.7114(12) 0.057(4) Uani 1 1 d . . . H8 H 0.3109 0.5185 0.7698 0.069 Uiso 1 1 calc R . . C9 C 0.1855(14) 0.7102(10) 0.6556(11) 0.052(3) Uani 1 1 d . . . H9 H 0.2116 0.7691 0.6777 0.062 Uiso 1 1 calc R . . C10 C 0.2774(9) 0.3062(10) 0.7409(9) 0.028(2) Uani 1 1 d . . . C11 C 0.9237(11) -0.6828(10) 0.8705(9) 0.038(2) Uani 1 1 d . . . H11 H 1.0033 -0.7224 0.8209 0.045 Uiso 1 1 calc R . . C12 C 0.8436(11) -0.5306(10) 0.8455(9) 0.038(2) Uani 1 1 d . . . H12 H 0.8702 -0.4684 0.7809 0.045 Uiso 1 1 calc R . . C13 C 0.7227(10) -0.4715(9) 0.9182(8) 0.027(2) Uani 1 1 d . . . C14 C 0.6882(10) -0.5676(9) 1.0128(8) 0.028(2) Uani 1 1 d . . . H14 H 0.6076 -0.5312 1.0624 0.033 Uiso 1 1 calc R . . C15 C 0.7721(10) -0.7161(10) 1.0341(8) 0.028(2) Uani 1 1 d . . . H15 H 0.7474 -0.7795 1.0990 0.034 Uiso 1 1 calc R . . C16 C 0.6302(10) -0.3055(10) 0.8914(9) 0.029(2) Uani 1 1 d . . . Cu1 Cu 1.0000 -1.0000 1.0000 0.0194(3) Uani 1 2 d S . . Cu2 Cu 0.0000 1.0000 0.5000 0.0206(3) Uani 1 2 d S . . Gd1 Gd 0.45088(4) 0.00119(4) 0.83653(4) 0.01992(15) Uani 1 1 d . . . N1 N 0.9442(8) 0.0243(7) 0.6619(6) 0.0218(15) Uani 1 1 d . . . N2 N 1.0238(8) 0.0188(8) 0.7379(6) 0.0230(15) Uani 1 1 d . . . N3 N 0.9505(7) 0.0091(7) 0.8444(6) 0.0208(15) Uani 1 1 d . . . N4 N 0.0919(8) 0.7740(8) 0.5718(7) 0.0286(17) Uani 1 1 d . . . N5 N 0.8886(8) -0.7749(7) 0.9654(7) 0.0254(16) Uani 1 1 d . . . O1 O 0.6673(8) -0.2204(7) 0.8074(7) 0.0413(18) Uani 1 1 d . . . O2 O 0.5151(7) -0.2577(7) 0.9522(6) 0.0335(16) Uani 1 1 d . . . O3 O 0.3499(8) 0.2595(7) 0.8312(6) 0.0366(17) Uani 1 1 d . . . O4 O 0.2620(7) 0.2192(7) 0.7036(6) 0.0352(16) Uani 1 1 d . . . O7 O 0.5885(7) 0.0761(7) 0.6805(6) 0.0310(15) Uani 1 1 d . . . O12 O 0.7679(7) 0.0076(7) 0.5427(6) 0.0332(15) Uani 1 1 d . . . O15 O 0.6185(6) -0.0045(7) 0.9429(5) 0.0246(13) Uani 1 1 d . . . O30 O 0.7767(6) -0.0128(6) 1.0417(5) 0.0204(12) Uani 1 1 d . . . O1W O 0.3664(8) -0.0849(9) 0.7189(7) 0.0434(18) Uani 1 1 d D . . H1W H 0.426(8) -0.086(14) 0.753(9) 0.065 Uiso 1 1 d D . . H2W H 0.409(10) -0.107(15) 0.658(6) 0.065 Uiso 1 1 d D . . O2W O 0.522(2) 0.6496(19) 0.6671(14) 0.128(5) Uani 1 1 d D . . H3W H 0.52(3) 0.722(18) 0.610(15) 0.192 Uiso 1 1 d D . . H4W H 0.50(3) 0.61(3) 0.64(2) 0.192 Uiso 1 1 d D . . O3W O 0.4104(15) 0.6504(14) 0.1989(12) 0.097(4) Uani 1 1 d D . . H5W H 0.37(2) 0.739(5) 0.195(17) 0.145 Uiso 1 1 d D . . H6W H 0.45(2) 0.614(17) 0.262(11) 0.145 Uiso 1 1 d D . . O4W O 0.268(2) 0.2647(18) 0.4525(12) 0.128(5) Uani 1 1 d D . . H7W H 0.362(12) 0.197(18) 0.460(19) 0.193 Uiso 1 1 d D . . H8W H 0.224(17) 0.23(3) 0.523(14) 0.193 Uiso 1 1 d 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 0.027(5) 0.019(4) 0.017(4) -0.006(3) 0.001(3) -0.011(3) C2 0.025(5) 0.025(4) 0.014(4) -0.001(3) -0.002(3) -0.014(4) C3 0.021(4) 0.018(4) 0.016(4) 0.002(3) -0.007(3) -0.008(3) C4 0.016(4) 0.012(3) 0.021(4) -0.001(3) -0.001(3) -0.003(3) C5 0.055(7) 0.029(5) 0.043(6) -0.005(5) -0.027(5) -0.012(5) C6 0.057(7) 0.018(4) 0.052(7) 0.002(4) -0.032(6) -0.012(5) C7 0.043(6) 0.018(4) 0.022(5) 0.002(4) -0.006(4) -0.011(4) C8 0.076(9) 0.018(5) 0.067(9) -0.006(5) -0.048(7) 0.000(5) C9 0.078(9) 0.015(4) 0.063(8) -0.004(5) -0.040(7) -0.013(5) C10 0.017(4) 0.023(4) 0.034(5) -0.006(4) 0.003(4) -0.003(4) C11 0.028(5) 0.030(5) 0.038(6) 0.002(4) 0.004(4) -0.010(4) C12 0.034(6) 0.027(5) 0.033(6) 0.002(4) 0.008(4) -0.010(4) C13 0.028(5) 0.018(4) 0.032(5) -0.002(4) -0.009(4) -0.009(4) C14 0.024(5) 0.025(4) 0.025(5) -0.007(4) 0.001(4) -0.004(4) C15 0.028(5) 0.025(4) 0.022(5) -0.004(4) -0.001(4) -0.008(4) C16 0.023(5) 0.024(4) 0.036(5) -0.013(4) -0.001(4) -0.006(4) Cu1 0.0222(8) 0.0163(6) 0.0164(7) -0.0025(6) -0.0040(6) -0.0064(6) Cu2 0.0251(8) 0.0180(7) 0.0125(7) -0.0016(6) -0.0007(6) -0.0069(6) Gd1 0.0201(2) 0.0175(2) 0.0176(2) -0.00098(16) -0.00182(15) -0.00722(17) N1 0.025(4) 0.016(3) 0.016(4) -0.005(3) 0.001(3) -0.004(3) N2 0.023(4) 0.022(3) 0.017(4) -0.003(3) -0.005(3) -0.004(3) N3 0.019(4) 0.024(3) 0.010(3) -0.001(3) 0.001(3) -0.007(3) N4 0.029(4) 0.022(4) 0.022(4) -0.001(3) -0.006(3) -0.004(3) N5 0.028(4) 0.018(3) 0.027(4) -0.005(3) -0.003(3) -0.008(3) O1 0.050(5) 0.019(3) 0.043(4) -0.004(3) 0.010(3) -0.014(3) O2 0.032(4) 0.019(3) 0.038(4) 0.001(3) -0.003(3) -0.008(3) O3 0.047(4) 0.020(3) 0.034(4) -0.005(3) -0.015(3) -0.005(3) O4 0.037(4) 0.022(3) 0.042(4) 0.000(3) -0.015(3) -0.010(3) O7 0.026(3) 0.036(4) 0.024(3) 0.001(3) -0.002(3) -0.015(3) O12 0.030(4) 0.045(4) 0.025(3) -0.012(3) -0.002(3) -0.015(3) O15 0.024(3) 0.033(3) 0.016(3) -0.007(3) -0.001(2) -0.012(3) O30 0.021(3) 0.026(3) 0.012(3) -0.003(2) -0.002(2) -0.009(2) O1W 0.050(5) 0.041(4) 0.045(5) -0.009(4) -0.018(4) -0.021(4) O2W 0.129(13) 0.117(12) 0.139(13) -0.036(10) -0.008(11) -0.055(11) O3W 0.094(10) 0.084(8) 0.097(10) -0.019(7) -0.014(7) -0.029(7) O4W 0.193(16) 0.140(13) 0.086(10) -0.041(9) 0.000(10) -0.097(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 C1 N1 1.336(11) . ? C1 C2 1.388(11) . ? C1 C3 1.512(12) . ? C2 N3 1.339(10) . ? C2 C4 1.478(11) . ? C3 O12 1.255(11) . ? C3 O7 1.264(10) . ? C4 O30 1.264(10) . ? C4 O15 1.275(10) . ? C4 Gd1 2.928(8) 2_657 ? C5 N4 1.319(12) . ? C5 C6 1.394(13) . ? C5 H5 0.9300 . ? C6 C7 1.355(13) . ? C6 H6 0.9300 . ? C7 C8 1.373(14) . ? C7 C10 1.509(12) . ? C8 C9 1.386(13) . ? C8 H8 0.9300 . ? C9 N4 1.327(13) . ? C9 H9 0.9300 . ? C10 O4 1.251(11) . ? C10 O3 1.271(11) . ? C11 N5 1.350(12) . ? C11 C12 1.384(13) . ? C11 H11 0.9300 . ? C12 C13 1.393(13) . ? C12 H12 0.9300 . ? C13 C14 1.370(12) . ? C13 C16 1.516(12) . ? C14 C15 1.360(12) . ? C14 H14 0.9300 . ? C15 N5 1.336(12) . ? C15 H15 0.9300 . ? C16 O1 1.249(11) . ? C16 O2 1.255(11) . ? Cu1 N3 1.993(7) 1_545 ? Cu1 N3 1.993(7) 2_747 ? Cu1 N5 2.043(7) 2_737 ? Cu1 N5 2.043(7) . ? Cu1 O30 2.404(6) 1_545 ? Cu1 O30 2.404(6) 2_747 ? Cu2 N1 1.963(7) 2_666 ? Cu2 N1 1.964(7) 1_465 ? Cu2 N4 2.054(7) 2_576 ? Cu2 N4 2.054(7) . ? Cu2 O12 2.400(7) 2_666 ? Cu2 O12 2.400(7) 1_465 ? Gd1 O7 2.296(6) . ? Gd1 O15 2.374(6) . ? Gd1 O3 2.423(6) . ? Gd1 O1W 2.423(7) . ? Gd1 O2 2.459(6) . ? Gd1 O1 2.457(7) . ? Gd1 O4 2.514(6) . ? Gd1 O30 2.534(6) 2_657 ? Gd1 O15 2.586(6) 2_657 ? Gd1 C4 2.928(8) 2_657 ? Gd1 H1W 1.71(6) . ? N1 N2 1.338(10) . ? N1 Cu2 1.964(7) 1_645 ? N2 N3 1.345(9) . ? N3 Cu1 1.993(7) 1_565 ? O12 Cu2 2.400(7) 1_645 ? O15 Gd1 2.585(6) 2_657 ? O30 Cu1 2.404(6) 1_565 ? O30 Gd1 2.534(6) 2_657 ? O1W H1W 0.822(11) . ? O1W H2W 0.818(11) . ? O2W H3W 0.83(2) . ? O2W H4W 0.83(2) . ? O3W H5W 0.824(12) . ? O3W H6W 0.826(12) . ? O4W H7W 0.91(6) . ? O4W H8W 0.92(7) . ? 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 N1 C1 C2 106.1(7) . . ? N1 C1 C3 117.9(7) . . ? C2 C1 C3 136.0(8) . . ? N3 C2 C1 106.4(7) . . ? N3 C2 C4 117.2(7) . . ? C1 C2 C4 136.3(8) . . ? O12 C3 O7 126.6(8) . . ? O12 C3 C1 115.1(7) . . ? O7 C3 C1 118.2(7) . . ? O30 C4 O15 121.2(8) . . ? O30 C4 C2 118.6(7) . . ? O15 C4 C2 120.2(8) . . ? O30 C4 Gd1 59.6(4) . 2_657 ? O15 C4 Gd1 61.9(4) . 2_657 ? C2 C4 Gd1 174.0(6) . 2_657 ? N4 C5 C6 123.5(9) . . ? N4 C5 H5 118.3 . . ? C6 C5 H5 118.2 . . ? C7 C6 C5 119.0(9) . . ? C7 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C6 C7 C8 118.1(9) . . ? C6 C7 C10 123.4(9) . . ? C8 C7 C10 118.5(9) . . ? C7 C8 C9 119.6(10) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? N4 C9 C8 122.6(10) . . ? N4 C9 H9 118.7 . . ? C8 C9 H9 118.7 . . ? O4 C10 O3 121.2(8) . . ? O4 C10 C7 120.4(9) . . ? O3 C10 C7 118.3(8) . . ? N5 C11 C12 121.3(9) . . ? N5 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C13 119.3(9) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 118.2(8) . . ? C14 C13 C16 121.1(9) . . ? C12 C13 C16 120.6(8) . . ? C15 C14 C13 119.9(9) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? N5 C15 C14 122.7(9) . . ? N5 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? O1 C16 O2 121.8(8) . . ? O1 C16 C13 119.7(8) . . ? O2 C16 C13 118.5(8) . . ? N3 Cu1 N3 180.000(1) 1_545 2_747 ? N3 Cu1 N5 89.0(3) 1_545 2_737 ? N3 Cu1 N5 91.0(3) 2_747 2_737 ? N3 Cu1 N5 91.0(3) 1_545 . ? N3 Cu1 N5 89.0(3) 2_747 . ? N5 Cu1 N5 179.999(1) 2_737 . ? N3 Cu1 O30 75.0(2) 1_545 1_545 ? N3 Cu1 O30 105.0(2) 2_747 1_545 ? N5 Cu1 O30 91.2(2) 2_737 1_545 ? N5 Cu1 O30 88.8(2) . 1_545 ? N3 Cu1 O30 105.0(2) 1_545 2_747 ? N3 Cu1 O30 75.0(2) 2_747 2_747 ? N5 Cu1 O30 88.8(2) 2_737 2_747 ? N5 Cu1 O30 91.2(2) . 2_747 ? O30 Cu1 O30 180.0 1_545 2_747 ? N1 Cu2 N1 180.000(2) 2_666 1_465 ? N1 Cu2 N4 89.5(3) 2_666 2_576 ? N1 Cu2 N4 90.5(3) 1_465 2_576 ? N1 Cu2 N4 90.5(3) 2_666 . ? N1 Cu2 N4 89.5(3) 1_465 . ? N4 Cu2 N4 179.999(2) 2_576 . ? N1 Cu2 O12 75.5(3) 2_666 2_666 ? N1 Cu2 O12 104.5(3) 1_465 2_666 ? N4 Cu2 O12 89.8(3) 2_576 2_666 ? N4 Cu2 O12 90.2(3) . 2_666 ? N1 Cu2 O12 104.5(3) 2_666 1_465 ? N1 Cu2 O12 75.5(3) 1_465 1_465 ? N4 Cu2 O12 90.2(3) 2_576 1_465 ? N4 Cu2 O12 89.8(3) . 1_465 ? O12 Cu2 O12 180.0 2_666 1_465 ? O7 Gd1 O15 79.6(2) . . ? O7 Gd1 O3 80.2(2) . . ? O15 Gd1 O3 78.6(2) . . ? O7 Gd1 O1W 93.8(3) . . ? O15 Gd1 O1W 156.3(2) . . ? O3 Gd1 O1W 123.1(2) . . ? O7 Gd1 O2 124.7(2) . . ? O15 Gd1 O2 88.2(2) . . ? O3 Gd1 O2 149.4(2) . . ? O1W Gd1 O2 76.8(3) . . ? O7 Gd1 O1 71.9(2) . . ? O15 Gd1 O1 78.1(2) . . ? O3 Gd1 O1 146.3(2) . . ? O1W Gd1 O1 78.2(3) . . ? O2 Gd1 O1 52.8(2) . . ? O7 Gd1 O4 78.9(2) . . ? O15 Gd1 O4 129.3(2) . . ? O3 Gd1 O4 52.8(2) . . ? O1W Gd1 O4 70.4(2) . . ? O2 Gd1 O4 140.9(2) . . ? O1 Gd1 O4 135.0(2) . . ? O7 Gd1 O30 156.8(2) . 2_657 ? O15 Gd1 O30 114.05(19) . 2_657 ? O3 Gd1 O30 84.3(2) . 2_657 ? O1W Gd1 O30 80.4(2) . 2_657 ? O2 Gd1 O30 76.1(2) . 2_657 ? O1 Gd1 O30 127.7(2) . 2_657 ? O4 Gd1 O30 78.0(2) . 2_657 ? O7 Gd1 O15 138.2(2) . 2_657 ? O15 Gd1 O15 62.9(2) . 2_657 ? O3 Gd1 O15 75.1(2) . 2_657 ? O1W Gd1 O15 127.9(2) . 2_657 ? O2 Gd1 O15 74.3(2) . 2_657 ? O1 Gd1 O15 114.4(2) . 2_657 ? O4 Gd1 O15 110.2(2) . 2_657 ? O30 Gd1 O15 51.17(18) 2_657 2_657 ? O7 Gd1 C4 158.7(2) . 2_657 ? O15 Gd1 C4 88.6(2) . 2_657 ? O3 Gd1 C4 80.1(2) . 2_657 ? O1W Gd1 C4 103.7(3) . 2_657 ? O2 Gd1 C4 72.0(2) . 2_657 ? O1 Gd1 C4 123.2(2) . 2_657 ? O4 Gd1 C4 95.5(2) . 2_657 ? O30 Gd1 C4 25.5(2) 2_657 2_657 ? O15 Gd1 C4 25.8(2) 2_657 2_657 ? O7 Gd1 H1W 89(4) . . ? O15 Gd1 H1W 145(3) . . ? O3 Gd1 H1W 133(4) . . ? O1W Gd1 H1W 12(3) . . ? O2 Gd1 H1W 71(4) . . ? O1 Gd1 H1W 67(3) . . ? O4 Gd1 H1W 80(4) . . ? O30 Gd1 H1W 89(3) 2_657 . ? O15 Gd1 H1W 132(4) 2_657 . ? C4 Gd1 H1W 110(3) 2_657 . ? N2 N1 C1 111.2(7) . . ? N2 N1 Cu2 128.1(6) . 1_645 ? C1 N1 Cu2 119.8(6) . 1_645 ? N1 N2 N3 105.6(7) . . ? C2 N3 N2 110.7(7) . . ? C2 N3 Cu1 120.4(5) . 1_565 ? N2 N3 Cu1 128.9(6) . 1_565 ? C5 N4 C9 117.2(8) . . ? C5 N4 Cu2 122.8(6) . . ? C9 N4 Cu2 119.9(6) . . ? C15 N5 C11 118.6(8) . . ? C15 N5 Cu1 119.3(6) . . ? C11 N5 Cu1 122.0(6) . . ? C16 O1 Gd1 92.8(6) . . ? C16 O2 Gd1 92.6(5) . . ? C10 O3 Gd1 94.2(5) . . ? C10 O4 Gd1 90.5(5) . . ? C3 O7 Gd1 140.5(5) . . ? C3 O12 Cu2 109.6(5) . 1_645 ? C4 O15 Gd1 150.5(6) . . ? C4 O15 Gd1 92.3(5) . 2_657 ? Gd1 O15 Gd1 117.1(2) . 2_657 ? C4 O30 Cu1 108.6(5) . 1_565 ? C4 O30 Gd1 95.0(5) . 2_657 ? Cu1 O30 Gd1 155.4(3) 1_565 2_657 ? Gd1 O1W H1W 25(8) . . ? Gd1 O1W H2W 123(7) . . ? H1W O1W H2W 103.9(18) . . ? H3W O2W H4W 102.8(19) . . ? H5W O3W H6W 102.9(19) . . ? H7W O4W H8W 103.7(17) . . ? 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 N1 C1 C2 N3 -0.3(9) . . . . ? C3 C1 C2 N3 -178.3(9) . . . . ? N1 C1 C2 C4 -175.5(9) . . . . ? C3 C1 C2 C4 6.5(18) . . . . ? N1 C1 C3 O12 17.4(11) . . . . ? C2 C1 C3 O12 -164.7(9) . . . . ? N1 C1 C3 O7 -159.8(7) . . . . ? C2 C1 C3 O7 18.0(14) . . . . ? N3 C2 C4 O30 2.6(11) . . . . ? C1 C2 C4 O30 177.4(9) . . . . ? N3 C2 C4 O15 -177.5(7) . . . . ? C1 C2 C4 O15 -2.7(15) . . . . ? N3 C2 C4 Gd1 73(6) . . . 2_657 ? C1 C2 C4 Gd1 -112(5) . . . 2_657 ? N4 C5 C6 C7 2.5(19) . . . . ? C5 C6 C7 C8 -2.5(18) . . . . ? C5 C6 C7 C10 179.9(10) . . . . ? C6 C7 C8 C9 1(2) . . . . ? C10 C7 C8 C9 179.1(12) . . . . ? C7 C8 C9 N4 0(2) . . . . ? C6 C7 C10 O4 7.5(16) . . . . ? C8 C7 C10 O4 -170.0(11) . . . . ? C6 C7 C10 O3 -171.8(10) . . . . ? C8 C7 C10 O3 10.7(15) . . . . ? N5 C11 C12 C13 -1.5(16) . . . . ? C11 C12 C13 C14 0.4(15) . . . . ? C11 C12 C13 C16 -178.3(9) . . . . ? C12 C13 C14 C15 0.6(14) . . . . ? C16 C13 C14 C15 179.2(9) . . . . ? C13 C14 C15 N5 -0.5(15) . . . . ? C14 C13 C16 O1 177.2(9) . . . . ? C12 C13 C16 O1 -4.2(14) . . . . ? C14 C13 C16 O2 -5.3(14) . . . . ? C12 C13 C16 O2 173.3(9) . . . . ? C2 C1 N1 N2 -1.0(9) . . . . ? C3 C1 N1 N2 177.5(7) . . . . ? C2 C1 N1 Cu2 168.8(5) . . . 1_645 ? C3 C1 N1 Cu2 -12.8(9) . . . 1_645 ? C1 N1 N2 N3 1.8(9) . . . . ? Cu2 N1 N2 N3 -166.9(5) 1_645 . . . ? C1 C2 N3 N2 1.4(9) . . . . ? C4 C2 N3 N2 177.7(7) . . . . ? C1 C2 N3 Cu1 178.6(5) . . . 1_565 ? C4 C2 N3 Cu1 -5.1(10) . . . 1_565 ? N1 N2 N3 C2 -2.0(9) . . . . ? N1 N2 N3 Cu1 -178.9(5) . . . 1_565 ? C6 C5 N4 C9 -1.1(18) . . . . ? C6 C5 N4 Cu2 -178.0(9) . . . . ? C8 C9 N4 C5 -0.1(19) . . . . ? C8 C9 N4 Cu2 176.8(11) . . . . ? N1 Cu2 N4 C5 -55.5(9) 2_666 . . . ? N1 Cu2 N4 C5 124.5(9) 1_465 . . . ? N4 Cu2 N4 C5 -61(12) 2_576 . . . ? O12 Cu2 N4 C5 -131.0(9) 2_666 . . . ? O12 Cu2 N4 C5 49.0(9) 1_465 . . . ? N1 Cu2 N4 C9 127.8(9) 2_666 . . . ? N1 Cu2 N4 C9 -52.2(9) 1_465 . . . ? N4 Cu2 N4 C9 122(13) 2_576 . . . ? O12 Cu2 N4 C9 52.3(9) 2_666 . . . ? O12 Cu2 N4 C9 -127.7(9) 1_465 . . . ? C14 C15 N5 C11 -0.6(14) . . . . ? C14 C15 N5 Cu1 -176.4(7) . . . . ? C12 C11 N5 C15 1.6(15) . . . . ? C12 C11 N5 Cu1 177.3(8) . . . . ? N3 Cu1 N5 C15 114.6(7) 1_545 . . . ? N3 Cu1 N5 C15 -65.4(7) 2_747 . . . ? N5 Cu1 N5 C15 110(28) 2_737 . . . ? O30 Cu1 N5 C15 39.6(7) 1_545 . . . ? O30 Cu1 N5 C15 -140.4(7) 2_747 . . . ? N3 Cu1 N5 C11 -61.1(8) 1_545 . . . ? N3 Cu1 N5 C11 118.9(8) 2_747 . . . ? N5 Cu1 N5 C11 -65(28) 2_737 . . . ? O30 Cu1 N5 C11 -136.1(8) 1_545 . . . ? O30 Cu1 N5 C11 43.9(8) 2_747 . . . ? O2 C16 O1 Gd1 -0.2(10) . . . . ? C13 C16 O1 Gd1 177.2(7) . . . . ? O7 Gd1 O1 C16 179.8(6) . . . . ? O15 Gd1 O1 C16 97.0(6) . . . . ? O3 Gd1 O1 C16 144.2(6) . . . . ? O1W Gd1 O1 C16 -82.2(6) . . . . ? O2 Gd1 O1 C16 0.1(6) . . . . ? O4 Gd1 O1 C16 -128.1(6) . . . . ? O30 Gd1 O1 C16 -14.4(7) 2_657 . . . ? O15 Gd1 O1 C16 44.3(6) 2_657 . . . ? C4 Gd1 O1 C16 16.5(7) 2_657 . . . ? O1 C16 O2 Gd1 0.2(10) . . . . ? C13 C16 O2 Gd1 -177.3(7) . . . . ? O7 Gd1 O2 C16 -0.5(7) . . . . ? O15 Gd1 O2 C16 -76.6(6) . . . . ? O3 Gd1 O2 C16 -140.3(6) . . . . ? O1W Gd1 O2 C16 84.9(6) . . . . ? O1 Gd1 O2 C16 -0.1(6) . . . . ? O4 Gd1 O2 C16 118.2(6) . . . . ? O30 Gd1 O2 C16 168.1(6) 2_657 . . . ? O15 Gd1 O2 C16 -138.9(6) 2_657 . . . ? C4 Gd1 O2 C16 -165.7(6) 2_657 . . . ? O4 C10 O3 Gd1 11.8(10) . . . . ? C7 C10 O3 Gd1 -168.9(7) . . . . ? O7 Gd1 O3 C10 77.2(6) . . . . ? O15 Gd1 O3 C10 158.5(6) . . . . ? O1W Gd1 O3 C10 -11.0(7) . . . . ? O2 Gd1 O3 C10 -135.4(6) . . . . ? O1 Gd1 O3 C10 111.3(6) . . . . ? O4 Gd1 O3 C10 -6.3(5) . . . . ? O30 Gd1 O3 C10 -85.6(6) 2_657 . . . ? O15 Gd1 O3 C10 -136.9(6) 2_657 . . . ? C4 Gd1 O3 C10 -110.9(6) 2_657 . . . ? O3 C10 O4 Gd1 -11.3(9) . . . . ? C7 C10 O4 Gd1 169.4(8) . . . . ? O7 Gd1 O4 C10 -79.7(6) . . . . ? O15 Gd1 O4 C10 -13.2(7) . . . . ? O3 Gd1 O4 C10 6.4(5) . . . . ? O1W Gd1 O4 C10 -177.8(6) . . . . ? O2 Gd1 O4 C10 147.6(5) . . . . ? O1 Gd1 O4 C10 -129.5(6) . . . . ? O30 Gd1 O4 C10 98.2(6) 2_657 . . . ? O15 Gd1 O4 C10 57.8(6) 2_657 . . . ? C4 Gd1 O4 C10 79.6(6) 2_657 . . . ? O12 C3 O7 Gd1 119.3(9) . . . . ? C1 C3 O7 Gd1 -63.8(12) . . . . ? O15 Gd1 O7 C3 54.7(9) . . . . ? O3 Gd1 O7 C3 134.8(9) . . . . ? O1W Gd1 O7 C3 -102.3(9) . . . . ? O2 Gd1 O7 C3 -25.7(10) . . . . ? O1 Gd1 O7 C3 -26.1(9) . . . . ? O4 Gd1 O7 C3 -171.5(9) . . . . ? O30 Gd1 O7 C3 -176.7(8) 2_657 . . . ? O15 Gd1 O7 C3 80.5(10) 2_657 . . . ? C4 Gd1 O7 C3 112.3(10) 2_657 . . . ? O7 C3 O12 Cu2 164.6(7) . . . 1_645 ? C1 C3 O12 Cu2 -12.4(8) . . . 1_645 ? O30 C4 O15 Gd1 -178.5(7) . . . . ? C2 C4 O15 Gd1 1.6(15) . . . . ? Gd1 C4 O15 Gd1 175.1(11) 2_657 . . . ? O30 C4 O15 Gd1 6.3(8) . . . 2_657 ? C2 C4 O15 Gd1 -173.6(6) . . . 2_657 ? O7 Gd1 O15 C4 -13.6(10) . . . . ? O3 Gd1 O15 C4 -95.5(11) . . . . ? O1W Gd1 O15 C4 62.0(13) . . . . ? O2 Gd1 O15 C4 112.2(11) . . . . ? O1 Gd1 O15 C4 59.9(11) . . . . ? O4 Gd1 O15 C4 -79.8(11) . . . . ? O30 Gd1 O15 C4 -173.9(10) 2_657 . . . ? O15 Gd1 O15 C4 -174.5(12) 2_657 . . . ? C4 Gd1 O15 C4 -175.7(10) 2_657 . . . ? O7 Gd1 O15 Gd1 161.0(3) . . . 2_657 ? O3 Gd1 O15 Gd1 79.0(3) . . . 2_657 ? O1W Gd1 O15 Gd1 -123.5(5) . . . 2_657 ? O2 Gd1 O15 Gd1 -73.2(3) . . . 2_657 ? O1 Gd1 O15 Gd1 -125.6(3) . . . 2_657 ? O4 Gd1 O15 Gd1 94.8(3) . . . 2_657 ? O30 Gd1 O15 Gd1 0.7(3) 2_657 . . 2_657 ? O15 Gd1 O15 Gd1 0.0 2_657 . . 2_657 ? C4 Gd1 O15 Gd1 -1.2(3) 2_657 . . 2_657 ? O15 C4 O30 Cu1 -179.3(6) . . . 1_565 ? C2 C4 O30 Cu1 0.6(8) . . . 1_565 ? Gd1 C4 O30 Cu1 -172.9(4) 2_657 . . 1_565 ? O15 C4 O30 Gd1 -6.5(8) . . . 2_657 ? C2 C4 O30 Gd1 173.4(6) . . . 2_657 ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 28.08 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.021 _refine_diff_density_min -1.002 _refine_diff_density_rms 0.235 data_Ho _database_code_depnum_ccdc_archive 'CCDC 888439' #TrackingRef 'web_deposit_cif_file_0_Yueshantang_1365068263.combined cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cu Ho N5 O9, 3(H2 O)' _chemical_formula_sum 'C16 H Cu Ho N5 O12' _chemical_formula_weight 698.82 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ho Ho -0.2175 4.6783 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6390(16) _cell_length_b 10.6982(16) _cell_length_c 11.9375(18) _cell_angle_alpha 70.078(2) _cell_angle_beta 77.610(2) _cell_angle_gamma 60.7997(10) _cell_volume 1113.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 24.9 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.085 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 678 _exptl_absorpt_coefficient_mu 4.557 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6587 _exptl_absorpt_correction_T_max 0.6587 _exptl_absorpt_process_details SADABS,Bruker(2002) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 5547 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3842 _reflns_number_gt 3480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+8.0552P] 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 3842 _refine_ls_number_parameters 343 _refine_ls_number_restraints 228 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.033 _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 0.8225(5) 0.0220(5) 0.7181(4) 0.0189(6) Uani 1 1 d U . . C2 C 0.8283(5) 0.0113(5) 0.8357(4) 0.0182(6) Uani 1 1 d U . . C3 C 0.7156(5) 0.0352(5) 0.6429(4) 0.0196(6) Uani 1 1 d U . . C4 C 0.7351(5) -0.0028(5) 0.9461(4) 0.0176(6) Uani 1 1 d U . . C5 C 0.0571(6) 0.6846(6) 0.5436(6) 0.0373(7) Uani 1 1 d U . . H5 H -0.0096 0.7270 0.4860 0.045 Uiso 1 1 calc R . . C6 C 0.1139(7) 0.5334(7) 0.5953(6) 0.0418(7) Uani 1 1 d U . . H6 H 0.0878 0.4753 0.5717 0.050 Uiso 1 1 calc R . . C7 C 0.2101(5) 0.4694(6) 0.6827(5) 0.0267(7) Uani 1 1 d U . . C8 C 0.2477(7) 0.5598(7) 0.7110(7) 0.0510(7) Uani 1 1 d U . . H8 H 0.3132 0.5201 0.7690 0.061 Uiso 1 1 calc R . . C9 C 0.1882(7) 0.7098(8) 0.6530(6) 0.0495(7) Uani 1 1 d U . . H9 H 0.2166 0.7693 0.6722 0.059 Uiso 1 1 calc R . . C10 C 0.2792(5) 0.3031(5) 0.7442(5) 0.0258(7) Uani 1 1 d U . . C11 C 0.9221(6) -0.6815(6) 0.8707(5) 0.0328(7) Uani 1 1 d U . . H11 H 1.0029 -0.7213 0.8213 0.039 Uiso 1 1 calc R . . C12 C 0.8417(6) -0.5281(6) 0.8448(6) 0.0364(7) Uani 1 1 d U . . H12 H 0.8682 -0.4661 0.7793 0.044 Uiso 1 1 calc R . . C13 C 0.7206(5) -0.4682(6) 0.9186(5) 0.0270(7) Uani 1 1 d U . . C14 C 0.6867(5) -0.5659(6) 1.0139(5) 0.0274(7) Uani 1 1 d U . . H14 H 0.6058 -0.5297 1.0644 0.033 Uiso 1 1 calc R . . C15 C 0.7710(5) -0.7144(5) 1.0342(5) 0.0252(7) Uani 1 1 d U . . H15 H 0.7466 -0.7779 1.0998 0.030 Uiso 1 1 calc R . . C16 C 0.6292(5) -0.3032(5) 0.8929(5) 0.0255(7) Uani 1 1 d U . . Cu1 Cu 1.0000 0.0000 1.0000 0.01749(18) Uani 1 2 d SU . . Cu2 Cu 1.0000 0.0000 0.5000 0.01848(19) Uani 1 2 d SU . . Ho1 Ho 0.45124(2) 0.00192(2) 0.839173(19) 0.01770(6) Uani 1 1 d U . . N1 N 0.9461(4) 0.0235(4) 0.6630(4) 0.0200(6) Uani 1 1 d U . . N2 N 1.0245(4) 0.0189(4) 0.7381(4) 0.0213(6) Uani 1 1 d U . . N3 N 0.9527(4) 0.0103(4) 0.8440(3) 0.0192(6) Uani 1 1 d U . . N4 N 0.0921(4) 0.7735(5) 0.5711(4) 0.0265(6) Uani 1 1 d U . . N5 N 0.8879(4) -0.7747(4) 0.9644(4) 0.0240(6) Uani 1 1 d U . . O1 O 0.7649(4) 0.0079(4) 0.5455(3) 0.0302(6) Uani 1 1 d U . . O2 O 0.5863(4) 0.0770(4) 0.6827(3) 0.0266(6) Uani 1 1 d U . . O3 O 0.6179(3) -0.0048(4) 0.9434(3) 0.0226(6) Uani 1 1 d U . . O4 O 0.7766(3) -0.0146(3) 1.0418(3) 0.0204(6) Uani 1 1 d U . . O5 O 0.2618(4) 0.2168(4) 0.7074(3) 0.0310(6) Uani 1 1 d U . . O6 O 0.3506(4) 0.2588(4) 0.8319(4) 0.0354(6) Uani 1 1 d U . . O7 O 0.5130(4) -0.2534(4) 0.9539(3) 0.0277(6) Uani 1 1 d U . . O8 O 0.6669(4) -0.2176(4) 0.8084(4) 0.0349(6) Uani 1 1 d U . . O1W O 0.3688(4) -0.0826(4) 0.7240(4) 0.0372(6) Uani 1 1 d DU . . H2W H 0.291(5) -0.039(7) 0.698(6) 0.056 Uiso 1 1 d D . . H1W H 0.425(6) -0.114(7) 0.677(5) 0.056 Uiso 1 1 d D . . O2W O 0.4077(6) 0.6499(7) 0.2006(5) 0.0979(8) Uani 1 1 d DU . . H4W H 0.432(2) 0.647(3) 0.2631(7) 0.147 Uiso 1 1 d D . . H3W H 0.4623(14) 0.676(3) 0.1495(9) 0.147 Uiso 1 1 d D . . O3W O 0.4806(10) 0.3438(7) 0.3294(6) 0.1443(8) Uani 1 1 d DU . . H5W H 0.496(3) 0.2679(10) 0.3853(14) 0.217 Uiso 1 1 d D . . H6W H 0.461(4) 0.4073(12) 0.3628(17) 0.217 Uiso 1 1 d D . . O4W O 0.2767(6) 0.2548(7) 0.4576(8) 0.1274(8) Uani 1 1 d DU . . H7W H 0.3599(7) 0.187(2) 0.464(8) 0.191 Uiso 1 1 d D . . H8W H 0.2272(10) 0.2113(17) 0.491(7) 0.191 Uiso 1 1 d 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 0.0187(8) 0.0184(8) 0.0182(9) -0.0048(6) 0.0005(7) -0.0081(6) C2 0.0181(8) 0.0181(8) 0.0174(9) -0.0050(6) -0.0007(7) -0.0075(6) C3 0.0197(8) 0.0196(8) 0.0189(9) -0.0050(6) -0.0006(7) -0.0088(6) C4 0.0177(8) 0.0175(8) 0.0174(8) -0.0048(6) -0.0011(7) -0.0078(6) C5 0.0379(9) 0.0370(8) 0.0372(9) -0.0100(6) -0.0032(7) -0.0168(6) C6 0.0423(9) 0.0414(9) 0.0420(9) -0.0113(6) -0.0034(7) -0.0190(6) C7 0.0268(8) 0.0265(8) 0.0262(9) -0.0071(6) -0.0012(7) -0.0118(6) C8 0.0515(9) 0.0506(9) 0.0512(9) -0.0141(7) -0.0044(7) -0.0226(6) C9 0.0503(9) 0.0488(9) 0.0499(9) -0.0139(6) -0.0040(7) -0.0222(6) C10 0.0257(8) 0.0257(8) 0.0250(9) -0.0072(6) -0.0011(7) -0.0108(6) C11 0.0327(8) 0.0321(8) 0.0327(9) -0.0085(6) -0.0004(7) -0.0148(6) C12 0.0361(9) 0.0356(8) 0.0362(9) -0.0091(6) -0.0007(7) -0.0164(6) C13 0.0270(8) 0.0268(8) 0.0270(9) -0.0073(6) -0.0013(7) -0.0122(6) C14 0.0274(8) 0.0272(8) 0.0269(9) -0.0078(6) -0.0012(7) -0.0118(6) C15 0.0251(8) 0.0250(8) 0.0248(9) -0.0067(6) -0.0008(7) -0.0111(6) C16 0.0256(8) 0.0253(8) 0.0254(9) -0.0070(6) -0.0013(7) -0.0113(6) Cu1 0.0193(3) 0.0163(3) 0.0136(3) -0.0044(2) -0.0002(3) -0.0057(2) Cu2 0.0226(3) 0.0167(3) 0.0104(3) -0.0030(3) 0.0028(3) -0.0065(3) Ho1 0.01924(10) 0.01597(9) 0.01298(10) -0.00202(7) 0.00199(8) -0.00673(7) N1 0.0203(8) 0.0201(8) 0.0191(8) -0.0060(6) -0.0005(6) -0.0085(5) N2 0.0213(8) 0.0215(8) 0.0200(8) -0.0056(6) -0.0002(6) -0.0092(5) N3 0.0194(8) 0.0189(8) 0.0183(8) -0.0053(6) -0.0002(6) -0.0082(5) N4 0.0273(8) 0.0258(8) 0.0256(8) -0.0075(6) -0.0013(7) -0.0112(6) N5 0.0243(8) 0.0236(8) 0.0233(8) -0.0065(6) -0.0013(7) -0.0104(6) O1 0.0303(8) 0.0314(8) 0.0286(8) -0.0094(6) -0.0009(6) -0.0133(5) O2 0.0256(8) 0.0272(7) 0.0255(8) -0.0062(6) -0.0008(6) -0.0119(5) O3 0.0224(8) 0.0234(7) 0.0212(8) -0.0062(6) -0.0009(6) -0.0099(5) O4 0.0204(7) 0.0206(7) 0.0186(8) -0.0054(6) -0.0006(6) -0.0084(5) O5 0.0307(8) 0.0301(8) 0.0309(8) -0.0077(6) -0.0017(6) -0.0133(5) O6 0.0363(8) 0.0344(8) 0.0342(8) -0.0100(6) -0.0024(7) -0.0146(6) O7 0.0272(8) 0.0267(7) 0.0270(8) -0.0070(6) -0.0004(6) -0.0113(5) O8 0.0353(8) 0.0330(8) 0.0347(8) -0.0088(6) 0.0002(7) -0.0153(6) O1W 0.0376(8) 0.0372(8) 0.0372(8) -0.0105(6) -0.0029(7) -0.0167(6) O2W 0.0978(9) 0.0977(9) 0.0979(10) -0.0270(7) -0.0054(7) -0.0442(6) O3W 0.1444(9) 0.1442(9) 0.1444(10) -0.0402(7) -0.0083(7) -0.0652(6) O4W 0.1277(9) 0.1275(9) 0.1272(10) -0.0354(7) -0.0075(7) -0.0578(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.343(6) . ? C1 C2 1.382(7) . ? C1 C3 1.521(7) . ? C2 N3 1.343(7) . ? C2 C4 1.480(7) . ? C3 O1 1.237(6) . ? C3 O2 1.258(6) . ? C4 O4 1.257(6) . ? C4 O3 1.265(6) . ? C4 Ho1 2.884(5) 2_657 ? C5 N4 1.328(9) . ? C5 C6 1.375(8) . ? C5 H5 0.9300 . ? C6 C7 1.375(9) . ? C6 H6 0.9300 . ? C7 C8 1.366(10) . ? C7 C10 1.520(7) . ? C8 C9 1.377(9) . ? C8 H8 0.9300 . ? C9 N4 1.327(8) . ? C9 H9 0.9300 . ? C10 O6 1.245(7) . ? C10 O5 1.248(7) . ? C11 N5 1.340(7) . ? C11 C12 1.385(8) . ? C11 H11 0.9300 . ? C12 C13 1.393(8) . ? C12 H12 0.9300 . ? C13 C14 1.377(7) . ? C13 C16 1.497(7) . ? C14 C15 1.352(7) . ? C14 H14 0.9300 . ? C15 N5 1.340(6) . ? C15 H15 0.9300 . ? C16 O8 1.253(7) . ? C16 O7 1.256(6) . ? Cu1 N3 1.985(4) 2_757 ? Cu1 N3 1.985(4) . ? Cu1 N5 2.032(4) 1_565 ? Cu1 N5 2.032(4) 2_747 ? Cu1 O4 2.393(4) . ? Cu1 O4 2.393(4) 2_757 ? Cu2 N1 1.973(4) . ? Cu2 N1 1.973(4) 2_756 ? Cu2 N4 2.048(4) 2_666 ? Cu2 N4 2.048(4) 1_645 ? Cu2 O1 2.408(4) 2_756 ? Cu2 O1 2.408(4) . ? Ho1 O2 2.270(4) . ? Ho1 O3 2.337(4) . ? Ho1 O1W 2.370(5) . ? Ho1 O6 2.390(4) . ? Ho1 O7 2.420(3) . ? Ho1 O8 2.426(4) . ? Ho1 O5 2.489(3) . ? Ho1 O4 2.498(3) 2_657 ? Ho1 O3 2.548(4) 2_657 ? Ho1 C4 2.884(5) 2_657 ? N1 N2 1.323(6) . ? N2 N3 1.329(6) . ? N4 Cu2 2.048(4) 1_465 ? N5 Cu1 2.032(4) 1_545 ? O3 Ho1 2.548(4) 2_657 ? O4 Ho1 2.499(3) 2_657 ? O1W H2W 0.80(5) . ? O1W H1W 0.75(5) . ? O2W H4W 0.824(10) . ? O2W H4W 0.824(10) . ? O2W H3W 0.822(9) . ? O3W H5W 0.824(9) . ? O3W H6W 0.823(10) . ? O4W H7W 0.827(8) . ? O4W H8W 0.822(9) . ? 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 N1 C1 C2 105.5(4) . . ? N1 C1 C3 117.7(4) . . ? C2 C1 C3 136.8(4) . . ? N3 C2 C1 106.9(4) . . ? N3 C2 C4 117.8(4) . . ? C1 C2 C4 135.3(5) . . ? O1 C3 O2 126.3(5) . . ? O1 C3 C1 115.8(4) . . ? O2 C3 C1 117.8(4) . . ? O4 C4 O3 121.3(4) . . ? O4 C4 C2 118.3(4) . . ? O3 C4 C2 120.3(5) . . ? O4 C4 Ho1 59.7(2) . 2_657 ? O3 C4 Ho1 62.0(2) . 2_657 ? C2 C4 Ho1 174.4(3) . 2_657 ? N4 C5 C6 123.7(6) . . ? N4 C5 H5 118.2 . . ? C6 C5 H5 118.2 . . ? C5 C6 C7 118.9(7) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C8 C7 C6 117.8(5) . . ? C8 C7 C10 119.6(5) . . ? C6 C7 C10 122.6(6) . . ? C7 C8 C9 119.7(7) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? N4 C9 C8 123.0(8) . . ? N4 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? O6 C10 O5 122.4(5) . . ? O6 C10 C7 117.5(5) . . ? O5 C10 C7 120.1(5) . . ? N5 C11 C12 122.5(5) . . ? N5 C11 H11 118.8 . . ? C12 C11 H11 118.8 . . ? C11 C12 C13 118.8(5) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C14 C13 C12 117.8(5) . . ? C14 C13 C16 121.6(5) . . ? C12 C13 C16 120.6(5) . . ? C15 C14 C13 120.1(5) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? N5 C15 C14 123.2(5) . . ? N5 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? O8 C16 O7 121.2(4) . . ? O8 C16 C13 119.7(4) . . ? O7 C16 C13 119.0(5) . . ? N3 Cu1 N3 180.0(2) 2_757 . ? N3 Cu1 N5 89.71(17) 2_757 1_565 ? N3 Cu1 N5 90.29(17) . 1_565 ? N3 Cu1 N5 90.29(17) 2_757 2_747 ? N3 Cu1 N5 89.71(17) . 2_747 ? N5 Cu1 N5 180.000(1) 1_565 2_747 ? N3 Cu1 O4 104.30(14) 2_757 . ? N3 Cu1 O4 75.70(14) . . ? N5 Cu1 O4 89.25(15) 1_565 . ? N5 Cu1 O4 90.75(15) 2_747 . ? N3 Cu1 O4 75.69(14) 2_757 2_757 ? N3 Cu1 O4 104.31(14) . 2_757 ? N5 Cu1 O4 90.75(15) 1_565 2_757 ? N5 Cu1 O4 89.25(15) 2_747 2_757 ? O4 Cu1 O4 180.0 . 2_757 ? N1 Cu2 N1 180.0(2) . 2_756 ? N1 Cu2 N4 90.70(17) . 2_666 ? N1 Cu2 N4 89.30(17) 2_756 2_666 ? N1 Cu2 N4 89.30(17) . 1_645 ? N1 Cu2 N4 90.70(17) 2_756 1_645 ? N4 Cu2 N4 180.0 2_666 1_645 ? N1 Cu2 O1 104.31(16) . 2_756 ? N1 Cu2 O1 75.69(16) 2_756 2_756 ? N4 Cu2 O1 89.56(15) 2_666 2_756 ? N4 Cu2 O1 90.44(15) 1_645 2_756 ? N1 Cu2 O1 75.68(16) . . ? N1 Cu2 O1 104.32(16) 2_756 . ? N4 Cu2 O1 90.44(15) 2_666 . ? N4 Cu2 O1 89.56(15) 1_645 . ? O1 Cu2 O1 180.0 2_756 . ? O2 Ho1 O3 80.57(13) . . ? O2 Ho1 O1W 92.85(15) . . ? O3 Ho1 O1W 156.03(12) . . ? O2 Ho1 O6 79.73(13) . . ? O3 Ho1 O6 79.04(13) . . ? O1W Ho1 O6 122.71(14) . . ? O2 Ho1 O7 125.56(12) . . ? O3 Ho1 O7 88.12(13) . . ? O1W Ho1 O7 76.96(14) . . ? O6 Ho1 O7 149.52(13) . . ? O2 Ho1 O8 71.91(12) . . ? O3 Ho1 O8 78.26(13) . . ? O1W Ho1 O8 77.79(14) . . ? O6 Ho1 O8 146.04(15) . . ? O7 Ho1 O8 53.65(13) . . ? O2 Ho1 O5 78.35(12) . . ? O3 Ho1 O5 130.26(13) . . ? O1W Ho1 O5 69.62(13) . . ? O6 Ho1 O5 53.17(14) . . ? O7 Ho1 O5 140.00(14) . . ? O8 Ho1 O5 134.19(13) . . ? O2 Ho1 O4 155.73(11) . 2_657 ? O3 Ho1 O4 114.50(12) . 2_657 ? O1W Ho1 O4 80.22(13) . 2_657 ? O6 Ho1 O4 84.53(12) . 2_657 ? O7 Ho1 O4 75.79(11) . 2_657 ? O8 Ho1 O4 128.05(12) . 2_657 ? O5 Ho1 O4 77.43(11) . 2_657 ? O2 Ho1 O3 138.97(14) . 2_657 ? O3 Ho1 O3 62.85(14) . 2_657 ? O1W Ho1 O3 128.10(14) . 2_657 ? O6 Ho1 O3 75.82(12) . 2_657 ? O7 Ho1 O3 73.72(12) . 2_657 ? O8 Ho1 O3 114.67(12) . 2_657 ? O5 Ho1 O3 110.71(11) . 2_657 ? O4 Ho1 O3 51.65(12) 2_657 2_657 ? O2 Ho1 C4 159.19(14) . 2_657 ? O3 Ho1 C4 88.82(13) . 2_657 ? O1W Ho1 C4 103.68(15) . 2_657 ? O6 Ho1 C4 80.71(13) . 2_657 ? O7 Ho1 C4 71.42(12) . 2_657 ? O8 Ho1 C4 123.53(12) . 2_657 ? O5 Ho1 C4 95.46(12) . 2_657 ? O4 Ho1 C4 25.75(13) 2_657 2_657 ? O3 Ho1 C4 25.99(13) 2_657 2_657 ? N2 N1 C1 110.8(4) . . ? N2 N1 Cu2 129.2(3) . . ? C1 N1 Cu2 119.1(4) . . ? N1 N2 N3 107.0(4) . . ? N2 N3 C2 109.8(4) . . ? N2 N3 Cu1 130.9(3) . . ? C2 N3 Cu1 119.4(3) . . ? C9 N4 C5 116.9(5) . . ? C9 N4 Cu2 119.4(5) . 1_465 ? C5 N4 Cu2 123.6(4) . 1_465 ? C15 N5 C11 117.6(4) . . ? C15 N5 Cu1 119.4(3) . 1_545 ? C11 N5 Cu1 123.0(3) . 1_545 ? C3 O1 Cu2 109.5(4) . . ? C3 O2 Ho1 140.0(3) . . ? C4 O3 Ho1 150.7(3) . . ? C4 O3 Ho1 92.0(3) . 2_657 ? Ho1 O3 Ho1 117.15(14) . 2_657 ? C4 O4 Cu1 108.7(3) . . ? C4 O4 Ho1 94.5(3) . 2_657 ? Cu1 O4 Ho1 155.51(17) . 2_657 ? C10 O5 Ho1 89.2(3) . . ? C10 O6 Ho1 93.8(3) . . ? C16 O7 Ho1 92.7(3) . . ? C16 O8 Ho1 92.5(3) . . ? Ho1 O1W H2W 125(5) . . ? Ho1 O1W H1W 112(6) . . ? H2W O1W H1W 110(7) . . ? H4W O2W H4W 0(4) . . ? H4W O2W H3W 103.2(15) . . ? H4W O2W H3W 103.2(15) . . ? H5W O3W H6W 103.0(14) . . ? H7W O4W H8W 103.1(14) . . ? 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 N1 C1 C2 N3 1.4(5) . . . . ? C3 C1 C2 N3 -176.9(5) . . . . ? N1 C1 C2 C4 -176.6(5) . . . . ? C3 C1 C2 C4 5.2(9) . . . . ? N1 C1 C3 O1 18.0(6) . . . . ? C2 C1 C3 O1 -163.9(5) . . . . ? N1 C1 C3 O2 -159.7(4) . . . . ? C2 C1 C3 O2 18.4(8) . . . . ? N3 C2 C4 O4 0.2(6) . . . . ? C1 C2 C4 O4 177.9(5) . . . . ? N3 C2 C4 O3 -179.0(4) . . . . ? C1 C2 C4 O3 -1.2(8) . . . . ? N3 C2 C4 Ho1 68(3) . . . 2_657 ? C1 C2 C4 Ho1 -114(3) . . . 2_657 ? N4 C5 C6 C7 1.6(9) . . . . ? C5 C6 C7 C8 -2.0(9) . . . . ? C5 C6 C7 C10 -179.5(5) . . . . ? C6 C7 C8 C9 0.7(10) . . . . ? C10 C7 C8 C9 178.2(6) . . . . ? C7 C8 C9 N4 1.4(11) . . . . ? C8 C7 C10 O6 11.2(8) . . . . ? C6 C7 C10 O6 -171.3(5) . . . . ? C8 C7 C10 O5 -169.7(6) . . . . ? C6 C7 C10 O5 7.7(8) . . . . ? N5 C11 C12 C13 -0.1(10) . . . . ? C11 C12 C13 C14 -0.3(9) . . . . ? C11 C12 C13 C16 -179.0(6) . . . . ? C12 C13 C14 C15 0.8(9) . . . . ? C16 C13 C14 C15 179.5(6) . . . . ? C13 C14 C15 N5 -1.0(9) . . . . ? C14 C13 C16 O8 176.9(6) . . . . ? C12 C13 C16 O8 -4.4(9) . . . . ? C14 C13 C16 O7 -5.7(9) . . . . ? C12 C13 C16 O7 173.0(6) . . . . ? C2 C1 N1 N2 -1.8(5) . . . . ? C3 C1 N1 N2 176.8(4) . . . . ? C2 C1 N1 Cu2 168.6(3) . . . . ? C3 C1 N1 Cu2 -12.7(5) . . . . ? N1 Cu2 N1 N2 -172(7) 2_756 . . . ? N4 Cu2 N1 N2 -97.0(4) 2_666 . . . ? N4 Cu2 N1 N2 83.0(4) 1_645 . . . ? O1 Cu2 N1 N2 -7.3(4) 2_756 . . . ? O1 Cu2 N1 N2 172.7(4) . . . . ? N1 Cu2 N1 C1 19(7) 2_756 . . . ? N4 Cu2 N1 C1 94.6(3) 2_666 . . . ? N4 Cu2 N1 C1 -85.4(3) 1_645 . . . ? O1 Cu2 N1 C1 -175.7(3) 2_756 . . . ? O1 Cu2 N1 C1 4.3(3) . . . . ? C1 N1 N2 N3 1.6(5) . . . . ? Cu2 N1 N2 N3 -167.7(3) . . . . ? N1 N2 N3 C2 -0.7(5) . . . . ? N1 N2 N3 Cu1 -179.8(3) . . . . ? C1 C2 N3 N2 -0.4(5) . . . . ? C4 C2 N3 N2 177.9(4) . . . . ? C1 C2 N3 Cu1 178.8(3) . . . . ? C4 C2 N3 Cu1 -2.9(5) . . . . ? N3 Cu1 N3 N2 174(10) 2_757 . . . ? N5 Cu1 N3 N2 92.7(4) 1_565 . . . ? N5 Cu1 N3 N2 -87.3(4) 2_747 . . . ? O4 Cu1 N3 N2 -178.1(4) . . . . ? O4 Cu1 N3 N2 1.9(4) 2_757 . . . ? N3 Cu1 N3 C2 -5(10) 2_757 . . . ? N5 Cu1 N3 C2 -86.3(3) 1_565 . . . ? N5 Cu1 N3 C2 93.7(3) 2_747 . . . ? O4 Cu1 N3 C2 2.8(3) . . . . ? O4 Cu1 N3 C2 -177.2(3) 2_757 . . . ? C8 C9 N4 C5 -1.9(9) . . . . ? C8 C9 N4 Cu2 175.5(5) . . . 1_465 ? C6 C5 N4 C9 0.4(9) . . . . ? C6 C5 N4 Cu2 -176.8(5) . . . 1_465 ? C14 C15 N5 C11 0.5(9) . . . . ? C14 C15 N5 Cu1 -177.1(5) . . . 1_545 ? C12 C11 N5 C15 0.0(9) . . . . ? C12 C11 N5 Cu1 177.5(5) . . . 1_545 ? O2 C3 O1 Cu2 164.5(4) . . . . ? C1 C3 O1 Cu2 -13.0(5) . . . . ? N1 Cu2 O1 C3 5.6(3) . . . . ? N1 Cu2 O1 C3 -174.4(3) 2_756 . . . ? N4 Cu2 O1 C3 -85.0(3) 2_666 . . . ? N4 Cu2 O1 C3 95.0(3) 1_645 . . . ? O1 Cu2 O1 C3 -11(9) 2_756 . . . ? O1 C3 O2 Ho1 119.5(5) . . . . ? C1 C3 O2 Ho1 -63.1(7) . . . . ? O3 Ho1 O2 C3 54.4(6) . . . . ? O1W Ho1 O2 C3 -102.4(6) . . . . ? O6 Ho1 O2 C3 134.9(6) . . . . ? O7 Ho1 O2 C3 -26.4(6) . . . . ? O8 Ho1 O2 C3 -26.2(6) . . . . ? O5 Ho1 O2 C3 -170.9(6) . . . . ? O4 Ho1 O2 C3 -174.7(5) 2_657 . . . ? O3 Ho1 O2 C3 80.9(6) 2_657 . . . ? C4 Ho1 O2 C3 114.7(6) 2_657 . . . ? O4 C4 O3 Ho1 -178.3(4) . . . . ? C2 C4 O3 Ho1 0.9(8) . . . . ? Ho1 C4 O3 Ho1 175.0(6) 2_657 . . . ? O4 C4 O3 Ho1 6.7(4) . . . 2_657 ? C2 C4 O3 Ho1 -174.2(4) . . . 2_657 ? O2 Ho1 O3 C4 -13.6(6) . . . . ? O1W Ho1 O3 C4 62.0(7) . . . . ? O6 Ho1 O3 C4 -94.8(6) . . . . ? O7 Ho1 O3 C4 113.0(6) . . . . ? O8 Ho1 O3 C4 59.7(6) . . . . ? O5 Ho1 O3 C4 -79.4(6) . . . . ? O4 Ho1 O3 C4 -173.6(6) 2_657 . . . ? O3 Ho1 O3 C4 -174.4(7) 2_657 . . . ? C4 Ho1 O3 C4 -175.6(5) 2_657 . . . ? O2 Ho1 O3 Ho1 160.83(16) . . . 2_657 ? O1W Ho1 O3 Ho1 -123.6(3) . . . 2_657 ? O6 Ho1 O3 Ho1 79.57(15) . . . 2_657 ? O7 Ho1 O3 Ho1 -72.64(15) . . . 2_657 ? O8 Ho1 O3 Ho1 -125.85(16) . . . 2_657 ? O5 Ho1 O3 Ho1 94.96(18) . . . 2_657 ? O4 Ho1 O3 Ho1 0.81(17) 2_657 . . 2_657 ? O3 Ho1 O3 Ho1 0.0 2_657 . . 2_657 ? C4 Ho1 O3 Ho1 -1.20(15) 2_657 . . 2_657 ? O3 C4 O4 Cu1 -178.9(3) . . . . ? C2 C4 O4 Cu1 2.0(5) . . . . ? Ho1 C4 O4 Cu1 -172.0(2) 2_657 . . . ? O3 C4 O4 Ho1 -6.9(4) . . . 2_657 ? C2 C4 O4 Ho1 174.0(3) . . . 2_657 ? N3 Cu1 O4 C4 177.4(3) 2_757 . . . ? N3 Cu1 O4 C4 -2.6(3) . . . . ? N5 Cu1 O4 C4 87.9(3) 1_565 . . . ? N5 Cu1 O4 C4 -92.1(3) 2_747 . . . ? O4 Cu1 O4 C4 165(13) 2_757 . . . ? N3 Cu1 O4 Ho1 16.9(4) 2_757 . . 2_657 ? N3 Cu1 O4 Ho1 -163.1(4) . . . 2_657 ? N5 Cu1 O4 Ho1 -72.6(3) 1_565 . . 2_657 ? N5 Cu1 O4 Ho1 107.4(3) 2_747 . . 2_657 ? O4 Cu1 O4 Ho1 4(13) 2_757 . . 2_657 ? O6 C10 O5 Ho1 -11.7(5) . . . . ? C7 C10 O5 Ho1 169.3(4) . . . . ? O2 Ho1 O5 C10 -79.4(3) . . . . ? O3 Ho1 O5 C10 -12.6(4) . . . . ? O1W Ho1 O5 C10 -176.9(3) . . . . ? O6 Ho1 O5 C10 6.4(3) . . . . ? O7 Ho1 O5 C10 147.9(3) . . . . ? O8 Ho1 O5 C10 -129.4(3) . . . . ? O4 Ho1 O5 C10 99.0(3) 2_657 . . . ? O3 Ho1 O5 C10 58.8(3) 2_657 . . . ? C4 Ho1 O5 C10 80.5(3) 2_657 . . . ? O5 C10 O6 Ho1 12.2(5) . . . . ? C7 C10 O6 Ho1 -168.8(4) . . . . ? O2 Ho1 O6 C10 76.7(3) . . . . ? O3 Ho1 O6 C10 158.9(3) . . . . ? O1W Ho1 O6 C10 -10.1(4) . . . . ? O7 Ho1 O6 C10 -134.3(3) . . . . ? O8 Ho1 O6 C10 110.1(4) . . . . ? O5 Ho1 O6 C10 -6.4(3) . . . . ? O4 Ho1 O6 C10 -84.8(3) 2_657 . . . ? O3 Ho1 O6 C10 -136.6(3) 2_657 . . . ? C4 Ho1 O6 C10 -110.5(3) 2_657 . . . ? O8 C16 O7 Ho1 0.4(6) . . . . ? C13 C16 O7 Ho1 -176.9(5) . . . . ? O2 Ho1 O7 C16 0.0(4) . . . . ? O3 Ho1 O7 C16 -77.0(3) . . . . ? O1W Ho1 O7 C16 84.1(3) . . . . ? O6 Ho1 O7 C16 -141.5(4) . . . . ? O8 Ho1 O7 C16 -0.2(3) . . . . ? O5 Ho1 O7 C16 117.8(3) . . . . ? O4 Ho1 O7 C16 167.1(4) 2_657 . . . ? O3 Ho1 O7 C16 -139.2(4) 2_657 . . . ? C4 Ho1 O7 C16 -166.4(4) 2_657 . . . ? O7 C16 O8 Ho1 -0.4(6) . . . . ? C13 C16 O8 Ho1 176.9(5) . . . . ? O2 Ho1 O8 C16 -179.6(4) . . . . ? O3 Ho1 O8 C16 96.6(4) . . . . ? O1W Ho1 O8 C16 -82.4(4) . . . . ? O6 Ho1 O8 C16 145.6(3) . . . . ? O7 Ho1 O8 C16 0.2(3) . . . . ? O5 Ho1 O8 C16 -127.4(3) . . . . ? O4 Ho1 O8 C16 -15.4(4) 2_657 . . . ? O3 Ho1 O8 C16 44.1(4) 2_657 . . . ? C4 Ho1 O8 C16 16.0(4) 2_657 . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 2.022 _refine_diff_density_min -1.968 _refine_diff_density_rms 0.190 # start Validation Reply Form _vrf_PLAT973_Gd ; PROBLEM: Large Calcd. Positive Residual Density on Gd1 2.20 eA-3 RESPONSE: It is due to the not so good crystal quality. ; _vrf_PLAT973_Dy ; PROBLEM: Large Calcd. Positive Residual Density on Dy1 5.34 eA-3 RESPONSE: It is due to the not so good crystal quality. ; _vrf_PLAT417_Ho ; PROBLEM: Short Inter D-H..H-D H1W .. H5W .. 1.79 Ang. RESPONSE: It is due to the slight disordered water molecule. ; # end Validation Reply Form data_Tb _database_code_depnum_ccdc_archive 'CCDC 888440' #TrackingRef 'web_deposit_cif_file_0_Yueshantang_1365068263.combined cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Cu N5 O9 Tb, 3(H2 O)' _chemical_formula_sum 'C16 H16 Cu N5 O12 Tb' _chemical_formula_weight 692.82 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 '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 10.6720(16) _cell_length_b 10.7194(16) _cell_length_c 11.9351(18) _cell_angle_alpha 70.341(2) _cell_angle_beta 77.928(2) _cell_angle_gamma 60.8544(10) _cell_volume 1121.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 24.9 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.052 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 674 _exptl_absorpt_coefficient_mu 4.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6818 _exptl_absorpt_correction_T_max 0.6818 _exptl_absorpt_process_details SADABS,Bruker(2002) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 5673 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0454 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3858 _reflns_number_gt 3479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0383P)^2^+10.3663P] 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 3858 _refine_ls_number_parameters 343 _refine_ls_number_restraints 228 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1013 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.049 _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 0.8218(5) 0.0228(5) 0.7169(4) 0.0173(6) Uani 1 1 d U . . C2 C 0.8271(5) 0.0118(5) 0.8349(4) 0.0167(6) Uani 1 1 d U . . C3 C 0.7163(5) 0.0348(5) 0.6419(4) 0.0169(6) Uani 1 1 d U . . C4 C 0.7353(4) -0.0019(5) 0.9447(4) 0.0159(6) Uani 1 1 d U . . C5 C 0.0563(6) 0.6866(6) 0.5427(5) 0.0382(7) Uani 1 1 d U . . H5 H -0.0106 0.7292 0.4852 0.046 Uiso 1 1 calc R . . C6 C 0.1137(6) 0.5362(7) 0.5947(5) 0.0392(7) Uani 1 1 d U . . H6 H 0.0860 0.4790 0.5715 0.047 Uiso 1 1 calc R . . C7 C 0.2114(5) 0.4698(5) 0.6804(5) 0.0250(7) Uani 1 1 d U . . C8 C 0.2488(7) 0.5604(7) 0.7090(6) 0.0461(7) Uani 1 1 d U . . H8 H 0.3145 0.5206 0.7669 0.055 Uiso 1 1 calc R . . C9 C 0.1896(7) 0.7100(7) 0.6522(6) 0.0450(7) Uani 1 1 d U . . H9 H 0.2189 0.7688 0.6712 0.054 Uiso 1 1 calc R . . C10 C 0.2761(5) 0.3064(5) 0.7430(4) 0.0220(7) Uani 1 1 d U . . C11 C 0.9234(6) -0.6819(6) 0.8713(5) 0.0305(7) Uani 1 1 d U . . H11 H 1.0052 -0.7215 0.8231 0.037 Uiso 1 1 calc R . . C12 C 0.8427(6) -0.5305(6) 0.8453(5) 0.0321(7) Uani 1 1 d U . . H12 H 0.8686 -0.4692 0.7794 0.038 Uiso 1 1 calc R . . C13 C 0.7217(5) -0.4691(5) 0.9183(5) 0.0258(7) Uani 1 1 d U . . C14 C 0.6874(5) -0.5669(5) 1.0136(5) 0.0258(7) Uani 1 1 d U . . H14 H 0.6066 -0.5305 1.0635 0.031 Uiso 1 1 calc R . . C15 C 0.7719(5) -0.7157(5) 1.0341(5) 0.0251(7) Uani 1 1 d U . . H15 H 0.7482 -0.7793 1.0994 0.030 Uiso 1 1 calc R . . C16 C 0.6294(5) -0.3054(5) 0.8917(5) 0.0260(7) Uani 1 1 d U . . Cu1 Cu 1.0000 0.0000 1.0000 0.01447(18) Uani 1 2 d SU . . Cu2 Cu 1.0000 0.0000 0.5000 0.01599(18) Uani 1 2 d SU . . Tb1 Tb 0.45062(2) 0.00173(2) 0.83754(2) 0.01518(6) Uani 1 1 d U . . N1 N 0.9452(4) 0.0239(4) 0.6623(3) 0.0180(6) Uani 1 1 d U . . N2 N 1.0239(4) 0.0185(4) 0.7387(3) 0.0181(6) Uani 1 1 d U . . N3 N 0.9524(4) 0.0103(4) 0.8447(3) 0.0166(6) Uani 1 1 d U . . N4 N 0.0928(4) 0.7734(4) 0.5717(4) 0.0236(6) Uani 1 1 d U . . N5 N 0.8885(4) -0.7747(4) 0.9636(4) 0.0212(6) Uani 1 1 d U . . O1 O 0.7654(3) 0.0082(4) 0.5441(3) 0.0255(6) Uani 1 1 d U . . O2 O 0.5864(3) 0.0769(4) 0.6808(3) 0.0230(6) Uani 1 1 d U . . O3 O 0.6182(3) -0.0041(3) 0.9437(3) 0.0205(6) Uani 1 1 d U . . O4 O 0.7768(3) -0.0129(3) 1.0412(3) 0.0199(6) Uani 1 1 d U . . O5 O 0.2604(4) 0.2189(4) 0.7051(3) 0.0285(6) Uani 1 1 d U . . O6 O 0.3501(4) 0.2597(4) 0.8308(3) 0.0340(6) Uani 1 1 d U . . O7 O 0.5137(4) -0.2552(4) 0.9525(3) 0.0273(6) Uani 1 1 d U . . O8 O 0.6675(4) -0.2195(4) 0.8075(3) 0.0339(6) Uani 1 1 d U . . O1W O 0.3671(4) -0.0831(4) 0.7201(4) 0.0376(6) Uani 1 1 d DU . . H2W H 0.283(4) -0.047(7) 0.706(6) 0.056 Uiso 1 1 d D . . H1W H 0.425(5) -0.102(7) 0.671(5) 0.056 Uiso 1 1 d D . . O2W O 0.4091(6) 0.6521(8) 0.1975(5) 0.1073(8) Uani 1 1 d DU . . H4W H 0.4223(19) 0.649(3) 0.2642(7) 0.161 Uiso 1 1 d D . . H3W H 0.4815(11) 0.654(3) 0.1579(11) 0.161 Uiso 1 1 d D . . O3W O 0.4779(9) 0.3479(7) 0.3310(6) 0.1571(8) Uani 1 1 d DU . . H5W H 0.485(2) 0.2748(10) 0.3875(14) 0.236 Uiso 1 1 d D . . H6W H 0.477(2) 0.4050(12) 0.3635(17) 0.236 Uiso 1 1 d D . . O4W O 0.2761(6) 0.2591(8) 0.4540(7) 0.1323(8) Uani 1 1 d DU . . H7W H 0.3600(7) 0.194(2) 0.463(4) 0.198 Uiso 1 1 d D . . H8W H 0.2293(11) 0.219(2) 0.501(3) 0.198 Uiso 1 1 d 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 0.0175(8) 0.0166(8) 0.0167(8) -0.0048(6) -0.0001(6) -0.0072(5) C2 0.0163(8) 0.0166(8) 0.0163(8) -0.0043(6) -0.0006(6) -0.0070(5) C3 0.0171(8) 0.0168(8) 0.0168(8) -0.0043(6) -0.0006(6) -0.0081(5) C4 0.0157(8) 0.0153(8) 0.0163(8) -0.0041(6) -0.0006(6) -0.0070(5) C5 0.0387(8) 0.0378(8) 0.0383(9) -0.0103(6) -0.0035(7) -0.0171(6) C6 0.0400(9) 0.0388(8) 0.0399(9) -0.0108(6) -0.0032(7) -0.0182(6) C7 0.0254(8) 0.0247(8) 0.0244(9) -0.0069(6) -0.0016(7) -0.0108(6) C8 0.0467(9) 0.0458(9) 0.0466(9) -0.0126(6) -0.0048(7) -0.0207(6) C9 0.0459(9) 0.0444(8) 0.0454(9) -0.0128(6) -0.0042(7) -0.0200(6) C10 0.0219(8) 0.0216(8) 0.0217(9) -0.0057(6) -0.0007(7) -0.0096(6) C11 0.0302(8) 0.0298(8) 0.0302(9) -0.0079(6) 0.0000(7) -0.0134(6) C12 0.0319(8) 0.0313(8) 0.0322(9) -0.0080(6) -0.0005(7) -0.0147(6) C13 0.0262(8) 0.0256(8) 0.0257(9) -0.0077(6) -0.0017(7) -0.0112(6) C14 0.0260(8) 0.0255(8) 0.0254(9) -0.0074(6) -0.0008(7) -0.0111(6) C15 0.0253(8) 0.0245(8) 0.0247(9) -0.0066(6) -0.0009(7) -0.0110(6) C16 0.0263(8) 0.0257(8) 0.0260(9) -0.0071(6) -0.0014(7) -0.0117(6) Cu1 0.0157(3) 0.0125(3) 0.0145(3) -0.0034(2) -0.0026(3) -0.0053(2) Cu2 0.0190(3) 0.0138(3) 0.0120(3) -0.0028(2) 0.0004(3) -0.0060(2) Tb1 0.01462(9) 0.01264(9) 0.01601(10) -0.00229(7) -0.00037(8) -0.00570(7) N1 0.0178(8) 0.0179(7) 0.0172(8) -0.0044(6) -0.0004(6) -0.0078(5) N2 0.0179(8) 0.0185(8) 0.0172(8) -0.0048(6) -0.0008(6) -0.0078(5) N3 0.0167(8) 0.0168(7) 0.0162(8) -0.0046(6) -0.0002(6) -0.0076(5) N4 0.0237(8) 0.0235(8) 0.0232(8) -0.0062(6) -0.0016(6) -0.0105(5) N5 0.0210(8) 0.0208(8) 0.0215(8) -0.0056(6) -0.0012(6) -0.0093(5) O1 0.0255(8) 0.0266(7) 0.0247(8) -0.0075(6) -0.0015(6) -0.0116(5) O2 0.0220(7) 0.0239(7) 0.0228(8) -0.0049(6) -0.0007(6) -0.0111(5) O3 0.0197(7) 0.0216(7) 0.0200(8) -0.0051(6) -0.0011(6) -0.0096(5) O4 0.0195(7) 0.0202(7) 0.0187(8) -0.0055(6) -0.0009(6) -0.0079(5) O5 0.0288(8) 0.0274(7) 0.0296(8) -0.0071(6) -0.0022(6) -0.0133(5) O6 0.0350(8) 0.0330(8) 0.0331(8) -0.0092(6) -0.0034(6) -0.0141(5) O7 0.0266(8) 0.0267(7) 0.0278(8) -0.0067(6) -0.0009(6) -0.0122(5) O8 0.0336(8) 0.0321(8) 0.0343(8) -0.0084(6) 0.0000(6) -0.0147(5) O1W 0.0382(8) 0.0375(8) 0.0384(8) -0.0107(6) -0.0038(6) -0.0173(5) O2W 0.1072(9) 0.1072(9) 0.1074(9) -0.0295(7) -0.0057(7) -0.0485(6) O3W 0.1572(9) 0.1569(9) 0.1573(10) -0.0434(7) -0.0086(7) -0.0711(6) O4W 0.1328(9) 0.1323(9) 0.1321(10) -0.0366(7) -0.0071(7) -0.0601(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.345(6) . ? C1 C2 1.384(7) . ? C1 C3 1.513(7) . ? C2 N3 1.359(6) . ? C2 C4 1.474(6) . ? C3 O1 1.241(6) . ? C3 O2 1.266(5) . ? C4 O3 1.264(6) . ? C4 O4 1.268(6) . ? C4 Tb1 2.922(4) 2_657 ? C5 N4 1.328(9) . ? C5 C6 1.372(8) . ? C5 H5 0.9300 . ? C6 C7 1.369(8) . ? C6 H6 0.9300 . ? C7 C8 1.370(10) . ? C7 C10 1.503(7) . ? C8 C9 1.375(9) . ? C8 H8 0.9300 . ? C9 N4 1.321(8) . ? C9 H9 0.9300 . ? C10 O6 1.257(6) . ? C10 O5 1.258(7) . ? C11 N5 1.340(7) . ? C11 C12 1.373(7) . ? C11 H11 0.9300 . ? C12 C13 1.396(7) . ? C12 H12 0.9300 . ? C13 C14 1.386(7) . ? C13 C16 1.491(7) . ? C14 C15 1.359(7) . ? C14 H14 0.9300 . ? C15 N5 1.345(6) . ? C15 H15 0.9300 . ? C16 O7 1.258(6) . ? C16 O8 1.263(6) . ? Cu1 N3 1.976(4) . ? Cu1 N3 1.976(4) 2_757 ? Cu1 N5 2.036(4) 2_747 ? Cu1 N5 2.036(4) 1_565 ? Cu1 O4 2.391(3) . ? Cu1 O4 2.391(3) 2_757 ? Cu2 N1 1.969(4) . ? Cu2 N1 1.969(4) 2_756 ? Cu2 N4 2.056(4) 1_645 ? Cu2 N4 2.056(4) 2_666 ? Cu2 O1 2.413(4) . ? Cu2 O1 2.413(4) 2_756 ? Tb1 O2 2.288(3) . ? Tb1 O3 2.365(4) . ? Tb1 O1W 2.399(5) . ? Tb1 O6 2.409(4) . ? Tb1 O7 2.441(3) . ? Tb1 O8 2.447(3) . ? Tb1 O5 2.510(3) . ? Tb1 O4 2.523(3) 2_657 ? Tb1 O3 2.565(3) 2_657 ? Tb1 C4 2.921(4) 2_657 ? N1 N2 1.332(6) . ? N2 N3 1.333(5) . ? N4 Cu2 2.056(4) 1_465 ? N5 Cu1 2.036(4) 1_545 ? O3 Tb1 2.565(3) 2_657 ? O4 Tb1 2.523(3) 2_657 ? O1W H2W 0.82(4) . ? O1W H1W 0.75(5) . ? O2W H4W 0.825(9) . ? O2W H4W 0.825(9) . ? O2W H3W 0.824(9) . ? O3W H5W 0.826(9) . ? O3W H6W 0.824(10) . ? O4W H7W 0.827(8) . ? O4W H8W 0.821(9) . ? 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 N1 C1 C2 105.8(4) . . ? N1 C1 C3 117.7(4) . . ? C2 C1 C3 136.4(4) . . ? N3 C2 C1 107.0(4) . . ? N3 C2 C4 117.1(4) . . ? C1 C2 C4 135.9(5) . . ? O1 C3 O2 125.9(5) . . ? O1 C3 C1 115.9(4) . . ? O2 C3 C1 118.1(4) . . ? O3 C4 O4 120.3(4) . . ? O3 C4 C2 121.1(4) . . ? O4 C4 C2 118.6(4) . . ? O3 C4 Tb1 61.3(2) . 2_657 ? O4 C4 Tb1 59.3(2) . 2_657 ? C2 C4 Tb1 174.6(3) . 2_657 ? N4 C5 C6 122.3(6) . . ? N4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C7 C6 C5 120.5(7) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 116.6(5) . . ? C6 C7 C10 123.4(6) . . ? C8 C7 C10 120.0(5) . . ? C7 C8 C9 120.2(6) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? N4 C9 C8 122.5(7) . . ? N4 C9 H9 118.7 . . ? C8 C9 H9 118.7 . . ? O6 C10 O5 121.4(4) . . ? O6 C10 C7 118.2(5) . . ? O5 C10 C7 120.3(4) . . ? N5 C11 C12 122.3(5) . . ? N5 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? C11 C12 C13 119.6(5) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 117.3(5) . . ? C14 C13 C16 121.4(4) . . ? C12 C13 C16 121.3(5) . . ? C15 C14 C13 120.0(5) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? N5 C15 C14 122.6(5) . . ? N5 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? O7 C16 O8 121.0(4) . . ? O7 C16 C13 119.4(5) . . ? O8 C16 C13 119.6(4) . . ? N3 Cu1 N3 180.0(2) . 2_757 ? N3 Cu1 N5 90.00(16) . 2_747 ? N3 Cu1 N5 90.00(16) 2_757 2_747 ? N3 Cu1 N5 90.00(16) . 1_565 ? N3 Cu1 N5 90.00(16) 2_757 1_565 ? N5 Cu1 N5 179.998(1) 2_747 1_565 ? N3 Cu1 O4 75.75(14) . . ? N3 Cu1 O4 104.25(14) 2_757 . ? N5 Cu1 O4 90.92(14) 2_747 . ? N5 Cu1 O4 89.08(14) 1_565 . ? N3 Cu1 O4 104.25(14) . 2_757 ? N3 Cu1 O4 75.75(14) 2_757 2_757 ? N5 Cu1 O4 89.08(14) 2_747 2_757 ? N5 Cu1 O4 90.92(14) 1_565 2_757 ? O4 Cu1 O4 180.0 . 2_757 ? N1 Cu2 N1 180.0 . 2_756 ? N1 Cu2 N4 89.18(16) . 1_645 ? N1 Cu2 N4 90.82(16) 2_756 1_645 ? N1 Cu2 N4 90.82(16) . 2_666 ? N1 Cu2 N4 89.18(16) 2_756 2_666 ? N4 Cu2 N4 180.0 1_645 2_666 ? N1 Cu2 O1 75.44(15) . . ? N1 Cu2 O1 104.56(15) 2_756 . ? N4 Cu2 O1 89.80(14) 1_645 . ? N4 Cu2 O1 90.20(14) 2_666 . ? N1 Cu2 O1 104.56(15) . 2_756 ? N1 Cu2 O1 75.44(15) 2_756 2_756 ? N4 Cu2 O1 90.20(14) 1_645 2_756 ? N4 Cu2 O1 89.80(14) 2_666 2_756 ? O1 Cu2 O1 180.000(1) . 2_756 ? O2 Tb1 O3 80.47(12) . . ? O2 Tb1 O1W 92.90(14) . . ? O3 Tb1 O1W 156.32(11) . . ? O2 Tb1 O6 79.67(12) . . ? O3 Tb1 O6 78.71(12) . . ? O1W Tb1 O6 122.71(13) . . ? O2 Tb1 O7 125.35(11) . . ? O3 Tb1 O7 88.18(12) . . ? O1W Tb1 O7 77.12(13) . . ? O6 Tb1 O7 149.60(13) . . ? O2 Tb1 O8 72.00(12) . . ? O3 Tb1 O8 78.31(13) . . ? O1W Tb1 O8 78.02(14) . . ? O6 Tb1 O8 145.94(14) . . ? O7 Tb1 O8 53.35(12) . . ? O2 Tb1 O5 78.38(11) . . ? O3 Tb1 O5 129.71(12) . . ? O1W Tb1 O5 69.88(13) . . ? O6 Tb1 O5 52.91(13) . . ? O7 Tb1 O5 140.45(13) . . ? O8 Tb1 O5 134.63(12) . . ? O2 Tb1 O4 156.40(10) . 2_657 ? O3 Tb1 O4 113.91(11) . 2_657 ? O1W Tb1 O4 80.57(13) . 2_657 ? O6 Tb1 O4 84.85(12) . 2_657 ? O7 Tb1 O4 75.53(10) . 2_657 ? O8 Tb1 O4 127.63(12) . 2_657 ? O5 Tb1 O4 78.08(11) . 2_657 ? O2 Tb1 O3 138.94(13) . 2_657 ? O3 Tb1 O3 62.78(13) . 2_657 ? O1W Tb1 O3 128.09(13) . 2_657 ? O6 Tb1 O3 75.93(12) . 2_657 ? O7 Tb1 O3 73.68(11) . 2_657 ? O8 Tb1 O3 114.35(11) . 2_657 ? O5 Tb1 O3 110.62(10) . 2_657 ? O4 Tb1 O3 51.14(11) 2_657 2_657 ? O2 Tb1 C4 159.09(14) . 2_657 ? O3 Tb1 C4 88.36(13) . 2_657 ? O1W Tb1 C4 104.01(14) . 2_657 ? O6 Tb1 C4 80.85(13) . 2_657 ? O7 Tb1 C4 71.38(12) . 2_657 ? O8 Tb1 C4 123.09(12) . 2_657 ? O5 Tb1 C4 95.78(11) . 2_657 ? O4 Tb1 C4 25.62(13) 2_657 2_657 ? O3 Tb1 C4 25.60(13) 2_657 2_657 ? N2 N1 C1 110.7(4) . . ? N2 N1 Cu2 129.0(3) . . ? C1 N1 Cu2 119.5(4) . . ? N1 N2 N3 107.3(4) . . ? N2 N3 C2 109.2(4) . . ? N2 N3 Cu1 130.9(3) . . ? C2 N3 Cu1 119.9(3) . . ? C9 N4 C5 117.8(5) . . ? C9 N4 Cu2 119.8(4) . 1_465 ? C5 N4 Cu2 122.4(3) . 1_465 ? C11 N5 C15 118.2(4) . . ? C11 N5 Cu1 123.3(3) . 1_545 ? C15 N5 Cu1 118.5(3) . 1_545 ? C3 O1 Cu2 109.5(3) . . ? C3 O2 Tb1 139.9(3) . . ? C4 O3 Tb1 149.5(3) . . ? C4 O3 Tb1 93.1(3) . 2_657 ? Tb1 O3 Tb1 117.22(13) . 2_657 ? C4 O4 Cu1 108.6(3) . . ? C4 O4 Tb1 95.0(3) . 2_657 ? Cu1 O4 Tb1 155.36(16) . 2_657 ? C10 O5 Tb1 90.0(3) . . ? C10 O6 Tb1 94.7(3) . . ? C16 O7 Tb1 93.0(3) . . ? C16 O8 Tb1 92.6(3) . . ? Tb1 O1W H2W 123(5) . . ? Tb1 O1W H1W 105(6) . . ? H2W O1W H1W 120(6) . . ? H4W O2W H4W 0(4) . . ? H4W O2W H3W 103.0(15) . . ? H4W O2W H3W 103.0(15) . . ? H5W O3W H6W 102.7(14) . . ? H7W O4W H8W 103.2(15) . . ? 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 N1 C1 C2 N3 1.4(5) . . . . ? C3 C1 C2 N3 -177.7(5) . . . . ? N1 C1 C2 C4 -176.6(5) . . . . ? C3 C1 C2 C4 4.4(9) . . . . ? N1 C1 C3 O1 17.2(6) . . . . ? C2 C1 C3 O1 -163.9(5) . . . . ? N1 C1 C3 O2 -159.8(4) . . . . ? C2 C1 C3 O2 19.2(8) . . . . ? N3 C2 C4 O3 -178.7(4) . . . . ? C1 C2 C4 O3 -0.9(8) . . . . ? N3 C2 C4 O4 0.6(6) . . . . ? C1 C2 C4 O4 178.4(5) . . . . ? N3 C2 C4 Tb1 67(3) . . . 2_657 ? C1 C2 C4 Tb1 -116(3) . . . 2_657 ? N4 C5 C6 C7 0.6(9) . . . . ? C5 C6 C7 C8 -0.9(8) . . . . ? C5 C6 C7 C10 178.6(5) . . . . ? C6 C7 C8 C9 -0.3(9) . . . . ? C10 C7 C8 C9 -179.8(5) . . . . ? C7 C8 C9 N4 2.0(10) . . . . ? C6 C7 C10 O6 -170.9(5) . . . . ? C8 C7 C10 O6 8.7(7) . . . . ? C6 C7 C10 O5 11.6(8) . . . . ? C8 C7 C10 O5 -168.8(5) . . . . ? N5 C11 C12 C13 1.5(10) . . . . ? C11 C12 C13 C14 -1.3(9) . . . . ? C11 C12 C13 C16 -178.7(6) . . . . ? C12 C13 C14 C15 1.2(9) . . . . ? C16 C13 C14 C15 178.6(5) . . . . ? C13 C14 C15 N5 -1.3(9) . . . . ? C14 C13 C16 O7 -4.3(9) . . . . ? C12 C13 C16 O7 173.0(6) . . . . ? C14 C13 C16 O8 176.8(5) . . . . ? C12 C13 C16 O8 -5.9(9) . . . . ? C2 C1 N1 N2 -1.7(5) . . . . ? C3 C1 N1 N2 177.5(4) . . . . ? C2 C1 N1 Cu2 168.4(3) . . . . ? C3 C1 N1 Cu2 -12.4(5) . . . . ? N1 Cu2 N1 N2 -8(12) 2_756 . . . ? N4 Cu2 N1 N2 82.3(4) 1_645 . . . ? N4 Cu2 N1 N2 -97.7(4) 2_666 . . . ? O1 Cu2 N1 N2 172.3(4) . . . . ? O1 Cu2 N1 N2 -7.7(4) 2_756 . . . ? N1 Cu2 N1 C1 -176(12) 2_756 . . . ? N4 Cu2 N1 C1 -85.7(3) 1_645 . . . ? N4 Cu2 N1 C1 94.3(3) 2_666 . . . ? O1 Cu2 N1 C1 4.3(3) . . . . ? O1 Cu2 N1 C1 -175.7(3) 2_756 . . . ? C1 N1 N2 N3 1.4(5) . . . . ? Cu2 N1 N2 N3 -167.5(3) . . . . ? N1 N2 N3 C2 -0.5(5) . . . . ? N1 N2 N3 Cu1 -179.6(3) . . . . ? C1 C2 N3 N2 -0.6(5) . . . . ? C4 C2 N3 N2 177.8(4) . . . . ? C1 C2 N3 Cu1 178.7(3) . . . . ? C4 C2 N3 Cu1 -2.9(5) . . . . ? N3 Cu1 N3 N2 123(50) 2_757 . . . ? N5 Cu1 N3 N2 -87.3(4) 2_747 . . . ? N5 Cu1 N3 N2 92.7(4) 1_565 . . . ? O4 Cu1 N3 N2 -178.3(4) . . . . ? O4 Cu1 N3 N2 1.7(4) 2_757 . . . ? N3 Cu1 N3 C2 -56(50) 2_757 . . . ? N5 Cu1 N3 C2 93.6(3) 2_747 . . . ? N5 Cu1 N3 C2 -86.4(3) 1_565 . . . ? O4 Cu1 N3 C2 2.7(3) . . . . ? O4 Cu1 N3 C2 -177.3(3) 2_757 . . . ? C8 C9 N4 C5 -2.3(9) . . . . ? C8 C9 N4 Cu2 175.7(5) . . . 1_465 ? C6 C5 N4 C9 1.0(8) . . . . ? C6 C5 N4 Cu2 -177.0(4) . . . 1_465 ? C12 C11 N5 C15 -1.5(9) . . . . ? C12 C11 N5 Cu1 176.9(5) . . . 1_545 ? C14 C15 N5 C11 1.4(8) . . . . ? C14 C15 N5 Cu1 -177.1(4) . . . 1_545 ? O2 C3 O1 Cu2 164.4(4) . . . . ? C1 C3 O1 Cu2 -12.3(5) . . . . ? N1 Cu2 O1 C3 5.2(3) . . . . ? N1 Cu2 O1 C3 -174.8(3) 2_756 . . . ? N4 Cu2 O1 C3 94.4(3) 1_645 . . . ? N4 Cu2 O1 C3 -85.6(3) 2_666 . . . ? O1 Cu2 O1 C3 150(20) 2_756 . . . ? O1 C3 O2 Tb1 120.2(5) . . . . ? C1 C3 O2 Tb1 -63.2(7) . . . . ? O3 Tb1 O2 C3 54.2(5) . . . . ? O1W Tb1 O2 C3 -103.0(5) . . . . ? O6 Tb1 O2 C3 134.3(6) . . . . ? O7 Tb1 O2 C3 -26.7(6) . . . . ? O8 Tb1 O2 C3 -26.5(5) . . . . ? O5 Tb1 O2 C3 -171.7(6) . . . . ? O4 Tb1 O2 C3 -175.9(5) 2_657 . . . ? O3 Tb1 O2 C3 80.1(6) 2_657 . . . ? C4 Tb1 O2 C3 112.8(6) 2_657 . . . ? O4 C4 O3 Tb1 -178.3(3) . . . . ? C2 C4 O3 Tb1 1.0(8) . . . . ? Tb1 C4 O3 Tb1 175.4(6) 2_657 . . . ? O4 C4 O3 Tb1 6.3(4) . . . 2_657 ? C2 C4 O3 Tb1 -174.4(4) . . . 2_657 ? O2 Tb1 O3 C4 -13.7(6) . . . . ? O1W Tb1 O3 C4 61.5(7) . . . . ? O6 Tb1 O3 C4 -95.0(6) . . . . ? O7 Tb1 O3 C4 112.6(6) . . . . ? O8 Tb1 O3 C4 59.7(6) . . . . ? O5 Tb1 O3 C4 -79.8(6) . . . . ? O4 Tb1 O3 C4 -174.1(5) 2_657 . . . ? O3 Tb1 O3 C4 -174.8(6) 2_657 . . . ? C4 Tb1 O3 C4 -176.0(5) 2_657 . . . ? O2 Tb1 O3 Tb1 161.12(15) . . . 2_657 ? O1W Tb1 O3 Tb1 -123.7(3) . . . 2_657 ? O6 Tb1 O3 Tb1 79.86(15) . . . 2_657 ? O7 Tb1 O3 Tb1 -72.55(14) . . . 2_657 ? O8 Tb1 O3 Tb1 -125.45(16) . . . 2_657 ? O5 Tb1 O3 Tb1 95.02(17) . . . 2_657 ? O4 Tb1 O3 Tb1 0.74(17) 2_657 . . 2_657 ? O3 Tb1 O3 Tb1 0.0 2_657 . . 2_657 ? C4 Tb1 O3 Tb1 -1.14(14) 2_657 . . 2_657 ? O3 C4 O4 Cu1 -179.2(3) . . . . ? C2 C4 O4 Cu1 1.4(5) . . . . ? Tb1 C4 O4 Cu1 -172.8(2) 2_657 . . . ? O3 C4 O4 Tb1 -6.4(4) . . . 2_657 ? C2 C4 O4 Tb1 174.3(3) . . . 2_657 ? N3 Cu1 O4 C4 -2.2(3) . . . . ? N3 Cu1 O4 C4 177.8(3) 2_757 . . . ? N5 Cu1 O4 C4 -91.9(3) 2_747 . . . ? N5 Cu1 O4 C4 88.1(3) 1_565 . . . ? O4 Cu1 O4 C4 -176(14) 2_757 . . . ? N3 Cu1 O4 Tb1 -164.9(3) . . . 2_657 ? N3 Cu1 O4 Tb1 15.1(3) 2_757 . . 2_657 ? N5 Cu1 O4 Tb1 105.4(3) 2_747 . . 2_657 ? N5 Cu1 O4 Tb1 -74.6(3) 1_565 . . 2_657 ? O4 Cu1 O4 Tb1 21(14) 2_757 . . 2_657 ? O6 C10 O5 Tb1 -10.2(5) . . . . ? C7 C10 O5 Tb1 167.2(4) . . . . ? O2 Tb1 O5 C10 -80.1(3) . . . . ? O3 Tb1 O5 C10 -13.1(3) . . . . ? O1W Tb1 O5 C10 -177.6(3) . . . . ? O6 Tb1 O5 C10 5.7(3) . . . . ? O7 Tb1 O5 C10 147.2(3) . . . . ? O8 Tb1 O5 C10 -129.8(3) . . . . ? O4 Tb1 O5 C10 98.2(3) 2_657 . . . ? O3 Tb1 O5 C10 58.1(3) 2_657 . . . ? C4 Tb1 O5 C10 79.6(3) 2_657 . . . ? O5 C10 O6 Tb1 10.7(5) . . . . ? C7 C10 O6 Tb1 -166.8(4) . . . . ? O2 Tb1 O6 C10 77.5(3) . . . . ? O3 Tb1 O6 C10 159.7(3) . . . . ? O1W Tb1 O6 C10 -9.3(4) . . . . ? O7 Tb1 O6 C10 -134.2(3) . . . . ? O8 Tb1 O6 C10 111.3(3) . . . . ? O5 Tb1 O6 C10 -5.7(3) . . . . ? O4 Tb1 O6 C10 -84.7(3) 2_657 . . . ? O3 Tb1 O6 C10 -135.8(3) 2_657 . . . ? C4 Tb1 O6 C10 -110.2(3) 2_657 . . . ? O8 C16 O7 Tb1 0.9(6) . . . . ? C13 C16 O7 Tb1 -178.0(5) . . . . ? O2 Tb1 O7 C16 -0.3(4) . . . . ? O3 Tb1 O7 C16 -77.3(3) . . . . ? O1W Tb1 O7 C16 84.0(3) . . . . ? O6 Tb1 O7 C16 -141.1(3) . . . . ? O8 Tb1 O7 C16 -0.5(3) . . . . ? O5 Tb1 O7 C16 117.8(3) . . . . ? O4 Tb1 O7 C16 167.5(4) 2_657 . . . ? O3 Tb1 O7 C16 -139.4(4) 2_657 . . . ? C4 Tb1 O7 C16 -166.1(4) 2_657 . . . ? O7 C16 O8 Tb1 -0.9(6) . . . . ? C13 C16 O8 Tb1 178.0(5) . . . . ? O2 Tb1 O8 C16 -179.3(4) . . . . ? O3 Tb1 O8 C16 97.0(3) . . . . ? O1W Tb1 O8 C16 -82.2(4) . . . . ? O6 Tb1 O8 C16 145.5(3) . . . . ? O7 Tb1 O8 C16 0.5(3) . . . . ? O5 Tb1 O8 C16 -127.5(3) . . . . ? O4 Tb1 O8 C16 -14.3(4) 2_657 . . . ? O3 Tb1 O8 C16 44.3(4) 2_657 . . . ? C4 Tb1 O8 C16 16.8(4) 2_657 . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.784 _refine_diff_density_min -0.990 _refine_diff_density_rms 0.177