Supplementary data (ESI) for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Yue Wang' _publ_contact_author_address ; Department of Chemistry Jilin University Changchun 130012 CHINA ; _publ_contact_author_email YUEWANG@JLU.EDU.CN _publ_section_title ; Porous Lanthanide-Copper Coordination Frameworks Exhibiting Reversible Single-Crystal-to-Single-Crystal Transformation Based on Variable Coordination Number and Geometry ; loop_ _publ_author_name 'Yue Wang' 'Yu Liu' 'Jun-Wei Ye' 'Ping Zhang' 'Yunfeng Zhao' data_1a _database_code_depnum_ccdc_archive 'CCDC 631463' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu Gd2 N4 O34' _chemical_formula_weight 1394.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 10.464(2) _cell_length_b 10.607(2) _cell_length_c 11.353(2) _cell_angle_alpha 83.08(3) _cell_angle_beta 74.54(3) _cell_angle_gamma 69.67(3) _cell_volume 1138.4(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11272 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 27.52 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.034 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 681 _exptl_absorpt_coefficient_mu 3.457 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2545 _exptl_absorpt_correction_T_max 0.4380 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11272 _diffrn_reflns_av_R_equivalents 0.0162 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5178 _reflns_number_gt 4994 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0785P)^2^+1.9918P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5178 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0992 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Gd1 Gd 0.587870(16) 0.598593(15) 0.629855(14) 0.01537(8) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01911(14) Uani 1 2 d S . . O1 O 0.3967(3) 0.6189(3) 0.4044(3) 0.0277(6) Uani 1 1 d . . . O2 O 0.4725(3) 0.7450(3) 0.4923(3) 0.0282(6) Uani 1 1 d . . . O3 O 0.2769(3) 1.2506(3) 0.4454(3) 0.0321(7) Uani 1 1 d . . . O4 O 0.0466(3) 1.3196(3) 0.4542(3) 0.0272(6) Uani 1 1 d . . . O5 O -0.1210(6) 1.0601(4) 0.2576(6) 0.0726(17) Uani 1 1 d . . . O6 O -0.0481(5) 0.8486(4) 0.2736(5) 0.0580(12) Uani 1 1 d . . . O7 O 1.0046(3) 0.4401(3) 0.6690(2) 0.0234(6) Uani 1 1 d . . . O8 O 0.7741(3) 0.4945(4) 0.7194(3) 0.0282(6) Uani 1 1 d . . . O9 O 0.5320(3) 0.4757(4) 1.1638(3) 0.0333(7) Uani 1 1 d . . . O10 O 0.6595(3) 0.3883(3) 1.2971(2) 0.0251(6) Uani 1 1 d . . . O11 O 1.1750(4) 0.2511(5) 1.1563(3) 0.0512(11) Uani 1 1 d . . . O12 O 1.2707(4) 0.2323(7) 0.9652(4) 0.0741(18) Uani 1 1 d . . . O13 O 0.5004(6) 0.7790(5) 0.7677(4) 0.0653(14) Uani 1 1 d . . . O14 O 0.7454(3) 0.5214(3) 0.4349(3) 0.0285(6) Uani 1 1 d . . . O15 O 0.4358(9) 0.7469(8) 0.0271(6) 0.099(2) Uani 1 1 d . . . O16 O 0.6234(9) 0.9229(11) 0.3059(8) 0.123(3) Uani 1 1 d . . . O17 O 0.4569(15) 0.9729(12) 0.1313(12) 0.201(6) Uani 1 1 d . . . N1 N -0.0382(4) 0.9562(4) 0.2831(4) 0.0337(9) Uani 1 1 d . . . N2 N 1.1681(4) 0.2624(4) 1.0504(4) 0.0356(9) Uani 1 1 d . . . C1 C 0.2820(4) 0.8535(4) 0.4041(3) 0.0185(7) Uani 1 1 d . . . C2 C 0.2801(4) 0.9800(4) 0.4311(3) 0.0190(7) Uani 1 1 d . . . H2 H 0.3509 0.9861 0.4628 0.023 Uiso 1 1 calc R . . C3 C 0.1740(4) 1.0954(3) 0.4107(3) 0.0179(7) Uani 1 1 d . . . C4 C 0.0671(4) 1.0872(4) 0.3634(4) 0.0212(7) Uani 1 1 d . . . H4 H -0.0068 1.1637 0.3522 0.025 Uiso 1 1 calc R . . C5 C 0.0742(4) 0.9622(4) 0.3338(4) 0.0218(7) Uani 1 1 d . . . C6 C 0.1783(4) 0.8453(4) 0.3531(4) 0.0220(7) Uani 1 1 d . . . H6 H 0.1793 0.7627 0.3325 0.026 Uiso 1 1 calc R . . C7 C 0.3924(4) 0.7295(4) 0.4349(3) 0.0189(7) Uani 1 1 d . . . C8 C 0.1685(4) 1.2319(4) 0.4389(3) 0.0202(7) Uani 1 1 d . . . C9 C 0.8962(4) 0.4159(4) 0.8756(3) 0.0190(7) Uani 1 1 d . . . C10 C 0.7734(4) 0.4416(4) 0.9682(3) 0.0212(7) Uani 1 1 d . . . H10 H 0.6867 0.4818 0.9493 0.025 Uiso 1 1 calc R . . C11 C 0.7803(4) 0.4071(4) 1.0888(3) 0.0225(7) Uani 1 1 d . . . C12 C 0.9100(4) 0.3485(4) 1.1167(3) 0.0241(8) Uani 1 1 d . . . H12 H 0.9158 0.3261 1.1973 0.029 Uiso 1 1 calc R . . C13 C 1.0308(4) 0.3237(4) 1.0227(4) 0.0235(8) Uani 1 1 d . . . C14 C 1.0249(4) 0.3564(4) 0.9023(3) 0.0206(7) Uani 1 1 d . . . H14 H 1.1068 0.3384 0.8402 0.025 Uiso 1 1 calc R . . C15 C 0.8893(4) 0.4538(4) 0.7455(3) 0.0173(6) Uani 1 1 d . . . C16 C 0.6471(4) 0.4273(4) 1.1887(3) 0.0232(7) Uani 1 1 d . . . H13A H 0.5124 0.7407 0.8430 0.028 Uiso 1 1 d . . . H13B H 0.4312 0.8594 0.7771 0.028 Uiso 1 1 d . . . H14A H 0.7834 0.5831 0.4130 0.028 Uiso 1 1 d . . . H14B H 0.7306 0.4802 0.3795 0.028 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.01517(11) 0.01440(11) 0.01763(12) -0.00069(7) -0.00710(7) -0.00382(7) Cu1 0.0246(3) 0.0107(3) 0.0155(3) -0.0010(2) 0.0016(2) -0.0025(2) O1 0.0298(15) 0.0129(12) 0.0384(16) -0.0011(11) -0.0068(12) -0.0053(11) O2 0.0279(15) 0.0240(14) 0.0357(16) 0.0038(12) -0.0186(12) -0.0056(12) O3 0.0364(17) 0.0214(14) 0.0476(19) 0.0022(12) -0.0185(14) -0.0153(13) O4 0.0299(15) 0.0127(12) 0.0349(16) -0.0051(11) -0.0065(12) -0.0018(11) O5 0.071(3) 0.034(2) 0.138(5) 0.005(2) -0.085(3) -0.006(2) O6 0.072(3) 0.0323(19) 0.097(3) 0.003(2) -0.059(3) -0.024(2) O7 0.0173(13) 0.0295(15) 0.0194(13) 0.0026(11) -0.0018(10) -0.0059(11) O8 0.0176(13) 0.0443(18) 0.0230(14) 0.0056(12) -0.0118(11) -0.0077(13) O9 0.0190(14) 0.052(2) 0.0243(15) 0.0032(13) -0.0056(11) -0.0069(14) O10 0.0230(13) 0.0344(16) 0.0176(12) -0.0007(11) -0.0041(10) -0.0097(12) O11 0.0351(19) 0.085(3) 0.0322(18) 0.0145(19) -0.0198(15) -0.015(2) O12 0.0188(18) 0.133(5) 0.044(2) -0.009(3) -0.0100(16) 0.011(2) O13 0.077(3) 0.060(3) 0.060(3) -0.039(2) 0.012(2) -0.033(2) O14 0.0272(15) 0.0360(16) 0.0251(14) -0.0068(12) -0.0003(11) -0.0164(13) O15 0.113(6) 0.112(6) 0.078(4) -0.020(4) -0.036(4) -0.031(5) O16 0.083(5) 0.193(10) 0.111(6) 0.008(6) -0.031(4) -0.067(6) O17 0.188(12) 0.143(10) 0.193(11) -0.013(8) 0.038(9) -0.019(9) N1 0.038(2) 0.0242(18) 0.049(2) 0.0019(16) -0.0272(18) -0.0109(16) N2 0.0266(19) 0.043(2) 0.032(2) 0.0043(16) -0.0095(15) -0.0058(17) C1 0.0213(17) 0.0137(16) 0.0206(17) 0.0004(12) -0.0075(13) -0.0045(13) C2 0.0210(17) 0.0143(16) 0.0235(17) -0.0005(13) -0.0081(13) -0.0060(13) C3 0.0208(17) 0.0120(15) 0.0207(16) 0.0016(12) -0.0059(13) -0.0054(13) C4 0.0218(17) 0.0147(16) 0.0277(18) 0.0026(13) -0.0104(14) -0.0046(13) C5 0.0225(18) 0.0184(17) 0.0294(19) 0.0021(14) -0.0159(15) -0.0064(14) C6 0.0240(18) 0.0144(16) 0.031(2) -0.0004(14) -0.0130(15) -0.0051(14) C7 0.0181(16) 0.0147(16) 0.0205(17) 0.0022(12) -0.0028(13) -0.0035(13) C8 0.0284(19) 0.0151(16) 0.0201(17) 0.0009(12) -0.0088(14) -0.0090(14) C9 0.0180(17) 0.0225(18) 0.0171(18) 0.0026(14) -0.0081(14) -0.0057(14) C10 0.0158(16) 0.0273(19) 0.0205(17) 0.0016(14) -0.0072(13) -0.0060(14) C11 0.0231(19) 0.0262(19) 0.0173(17) -0.0004(14) -0.0039(14) -0.0078(15) C12 0.0238(19) 0.030(2) 0.0176(17) 0.0014(14) -0.0069(14) -0.0073(16) C13 0.0189(18) 0.029(2) 0.0223(19) 0.0027(15) -0.0103(15) -0.0050(15) C14 0.0152(16) 0.0265(19) 0.0184(17) 0.0017(14) -0.0065(13) -0.0039(14) C15 0.0201(17) 0.0181(16) 0.0150(15) -0.0012(12) -0.0052(13) -0.0068(13) C16 0.0220(18) 0.029(2) 0.0178(17) -0.0021(14) -0.0021(14) -0.0096(15) _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 Gd1 O8 2.312(3) . ? Gd1 O2 2.329(3) . ? Gd1 O1 2.328(3) 2_666 ? Gd1 O13 2.386(4) . ? Gd1 O14 2.417(3) . ? Gd1 O3 2.427(3) 2_676 ? Gd1 O10 2.458(3) 2_667 ? Gd1 O9 2.522(3) 2_667 ? Gd1 C16 2.828(4) 2_667 ? Cu1 O4 1.904(3) 2_586 ? Cu1 O4 1.904(3) . ? Cu1 O7 1.955(3) 1_465 ? Cu1 O7 1.955(3) 2_676 ? O1 C7 1.245(5) . ? O1 Gd1 2.328(3) 2_666 ? O2 C7 1.253(5) . ? O3 C8 1.239(5) . ? O3 Gd1 2.427(3) 2_676 ? O4 C8 1.273(5) . ? O5 N1 1.201(6) . ? O6 N1 1.202(5) . ? O7 C15 1.257(5) . ? O7 Cu1 1.955(3) 1_645 ? O8 C15 1.234(5) . ? O9 C16 1.230(5) . ? O9 Gd1 2.522(3) 2_667 ? O10 C16 1.275(5) . ? O10 Gd1 2.458(3) 2_667 ? O11 N2 1.214(5) . ? O12 N2 1.214(6) . ? O13 H13A 0.9216 . ? O13 H13B 0.9024 . ? O14 H14A 0.8590 . ? O14 H14B 0.8807 . ? N1 C5 1.463(5) . ? N2 C13 1.459(5) . ? C1 C6 1.390(5) . ? C1 C2 1.404(5) . ? C1 C7 1.495(5) . ? C2 C3 1.382(5) . ? C2 H2 0.9300 . ? C3 C4 1.396(5) . ? C3 C8 1.499(5) . ? C4 C5 1.379(5) . ? C4 H4 0.9300 . ? C5 C6 1.377(5) . ? C6 H6 0.9300 . ? C9 C14 1.372(5) . ? C9 C10 1.392(5) . ? C9 C15 1.498(5) . ? C10 C11 1.388(5) . ? C10 H10 0.9300 . ? C11 C12 1.387(6) . ? C11 C16 1.511(5) . ? C12 C13 1.387(6) . ? C12 H12 0.9300 . ? C13 C14 1.382(5) . ? C14 H14 0.9300 . ? C16 Gd1 2.828(4) 2_667 ? 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 O8 Gd1 O2 155.05(12) . . ? O8 Gd1 O1 85.17(12) . 2_666 ? O2 Gd1 O1 108.23(11) . 2_666 ? O8 Gd1 O13 90.70(17) . . ? O2 Gd1 O13 88.48(16) . . ? O1 Gd1 O13 147.63(14) 2_666 . ? O8 Gd1 O14 88.25(11) . . ? O2 Gd1 O14 77.77(12) . . ? O1 Gd1 O14 68.78(11) 2_666 . ? O13 Gd1 O14 143.30(14) . . ? O8 Gd1 O3 80.66(12) . 2_676 ? O2 Gd1 O3 75.35(11) . 2_676 ? O1 Gd1 O3 137.93(11) 2_666 2_676 ? O13 Gd1 O3 72.27(14) . 2_676 ? O14 Gd1 O3 71.37(11) . 2_676 ? O8 Gd1 O10 129.74(11) . 2_667 ? O2 Gd1 O10 74.50(11) . 2_667 ? O1 Gd1 O10 79.03(11) 2_666 2_667 ? O13 Gd1 O10 79.15(14) . 2_667 ? O14 Gd1 O10 127.63(10) . 2_667 ? O3 Gd1 O10 138.55(11) 2_676 2_667 ? O8 Gd1 O9 77.87(11) . 2_667 ? O2 Gd1 O9 124.89(11) . 2_667 ? O1 Gd1 O9 77.38(12) 2_666 2_667 ? O13 Gd1 O9 70.38(15) . 2_667 ? O14 Gd1 O9 144.36(11) . 2_667 ? O3 Gd1 O9 136.25(11) 2_676 2_667 ? O10 Gd1 O9 52.24(10) 2_667 2_667 ? O8 Gd1 C16 103.64(12) . 2_667 ? O2 Gd1 C16 99.51(12) . 2_667 ? O1 Gd1 C16 79.71(12) 2_666 2_667 ? O13 Gd1 C16 70.10(15) . 2_667 ? O14 Gd1 C16 145.28(11) . 2_667 ? O3 Gd1 C16 142.14(12) 2_676 2_667 ? O10 Gd1 C16 26.76(11) 2_667 2_667 ? O9 Gd1 C16 25.78(11) 2_667 2_667 ? O4 Cu1 O4 180.000(1) 2_586 . ? O4 Cu1 O7 89.12(13) 2_586 1_465 ? O4 Cu1 O7 90.88(13) . 1_465 ? O4 Cu1 O7 90.88(13) 2_586 2_676 ? O4 Cu1 O7 89.12(13) . 2_676 ? O7 Cu1 O7 180.000(1) 1_465 2_676 ? C7 O1 Gd1 172.9(3) . 2_666 ? C7 O2 Gd1 129.6(3) . . ? C8 O3 Gd1 141.4(3) . 2_676 ? C8 O4 Cu1 124.9(3) . . ? C15 O7 Cu1 117.7(2) . 1_645 ? C15 O8 Gd1 165.3(3) . . ? C16 O9 Gd1 91.2(2) . 2_667 ? C16 O10 Gd1 93.0(2) . 2_667 ? Gd1 O13 H13A 106.5 . . ? Gd1 O13 H13B 136.7 . . ? H13A O13 H13B 110.1 . . ? Gd1 O14 H14A 102.2 . . ? Gd1 O14 H14B 127.1 . . ? H14A O14 H14B 120.1 . . ? O5 N1 O6 122.5(4) . . ? O5 N1 C5 118.4(4) . . ? O6 N1 C5 119.1(4) . . ? O12 N2 O11 123.2(4) . . ? O12 N2 C13 117.9(4) . . ? O11 N2 C13 118.7(4) . . ? C6 C1 C2 119.4(3) . . ? C6 C1 C7 121.0(3) . . ? C2 C1 C7 119.5(3) . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 120.1(3) . . ? C2 C3 C8 121.9(3) . . ? C4 C3 C8 117.9(3) . . ? C5 C4 C3 118.0(3) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C6 C5 C4 123.2(4) . . ? C6 C5 N1 119.7(3) . . ? C4 C5 N1 117.1(3) . . ? C5 C6 C1 118.5(3) . . ? C5 C6 H6 120.7 . . ? C1 C6 H6 120.7 . . ? O1 C7 O2 124.7(4) . . ? O1 C7 C1 118.4(3) . . ? O2 C7 C1 116.8(3) . . ? O3 C8 O4 126.2(4) . . ? O3 C8 C3 120.0(4) . . ? O4 C8 C3 113.8(3) . . ? C14 C9 C10 120.6(3) . . ? C14 C9 C15 119.2(3) . . ? C10 C9 C15 120.2(3) . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 119.7(4) . . ? C12 C11 C16 120.0(3) . . ? C10 C11 C16 120.2(4) . . ? C11 C12 C13 119.1(4) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 121.5(4) . . ? C14 C13 N2 118.6(4) . . ? C12 C13 N2 119.8(4) . . ? C9 C14 C13 119.0(4) . . ? C9 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? O8 C15 O7 124.3(3) . . ? O8 C15 C9 119.4(3) . . ? O7 C15 C9 116.3(3) . . ? O9 C16 O10 122.2(4) . . ? O9 C16 C11 120.1(4) . . ? O10 C16 C11 117.7(4) . . ? O9 C16 Gd1 63.1(2) . 2_667 ? O10 C16 Gd1 60.2(2) . 2_667 ? C11 C16 Gd1 166.8(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.792 _refine_diff_density_min -0.936 _refine_diff_density_rms 0.191 # = = = END data_1b _database_code_depnum_ccdc_archive 'CCDC 631464' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu Gd2 N4 O26' _chemical_formula_weight 1250.54 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 9.815(2) _cell_length_b 10.285(2) _cell_length_c 10.957(2) _cell_angle_alpha 70.75(3) _cell_angle_beta 85.05(3) _cell_angle_gamma 71.09(3) _cell_volume 987.6(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9145 _cell_measurement_theta_min 3.40 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.51 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.103 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 601 _exptl_absorpt_coefficient_mu 3.957 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2204 _exptl_absorpt_correction_T_max 0.3054 _exptl_absorpt_process_details 'Higashi (1995)' _exptl_special_details ; ISOR is applied to allow anisotropic refinement of oxygen atom. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 9408 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.1003 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4410 _reflns_number_gt 3767 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0890P)^2^+21.8756P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4410 _refine_ls_number_parameters 295 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_gt 0.0704 _refine_ls_wR_factor_ref 0.2011 _refine_ls_wR_factor_gt 0.1866 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.016 _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 Gd1 Gd 0.40286(5) 0.40622(5) 0.41933(5) 0.01680(19) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.0199(4) Uani 1 2 d S . . O1 O 0.3331(9) 0.1733(9) 0.4996(8) 0.0263(17) Uani 1 1 d . . . O2 O 0.1595(9) 0.3782(10) 0.4784(10) 0.035(2) Uani 1 1 d . . . O3 O -0.3571(8) 0.3835(8) 0.5150(7) 0.0208(15) Uani 1 1 d . . . O4 O -0.3808(9) 0.1855(9) 0.5013(8) 0.0259(17) Uani 1 1 d . . . O5 O -0.0215(13) -0.2576(13) 0.7853(16) 0.079(5) Uani 1 1 d . . . O6 O 0.1987(11) -0.2737(12) 0.7601(12) 0.056(3) Uani 1 1 d . . . O7 O 0.3837(10) 0.3399(10) 0.6480(8) 0.0306(19) Uani 1 1 d . . . O8 O 0.4864(9) 0.4478(9) 0.7416(8) 0.0278(18) Uani 1 1 d . . . O9 O 0.4374(10) 0.3018(9) 1.2494(7) 0.0298(19) Uani 1 1 d . . . O10 O 0.4913(11) 0.0603(9) 1.3178(8) 0.033(2) Uani 1 1 d . . . O11 O 0.2368(17) -0.1302(14) 1.1075(11) 0.066(4) Uani 1 1 d . . . O12 O 0.2013(18) -0.0486(17) 0.9061(14) 0.078(4) Uani 1 1 d U . . O13 O 0.2199(9) 0.5823(11) 0.2631(9) 0.035(2) Uani 1 1 d . . . N1 N 0.0744(12) -0.2047(11) 0.7486(12) 0.037(3) Uani 1 1 d . . . N2 N 0.2429(15) -0.0426(14) 1.0033(11) 0.043(3) Uani 1 1 d . . . C1 C 0.0936(12) 0.1665(13) 0.5644(11) 0.022(2) Uani 1 1 d . . . C2 C -0.0500(12) 0.2439(12) 0.5392(10) 0.021(2) Uani 1 1 d . . . H2 H -0.0785 0.3440 0.5002 0.025 Uiso 1 1 calc R . . C3 C -0.1544(12) 0.1706(12) 0.5731(11) 0.023(2) Uani 1 1 d . . . C4 C -0.1116(12) 0.0226(13) 0.6397(11) 0.023(2) Uani 1 1 d . . . H4 H -0.1789 -0.0271 0.6615 0.028 Uiso 1 1 calc R . . C5 C 0.0318(12) -0.0495(12) 0.6730(11) 0.023(2) Uani 1 1 d . . . C6 C 0.1373(13) 0.0165(13) 0.6347(11) 0.024(2) Uani 1 1 d . . . H6 H 0.2340 -0.0359 0.6545 0.029 Uiso 1 1 calc R . . C7 C 0.2026(11) 0.2432(12) 0.5127(10) 0.021(2) Uani 1 1 d . . . C8 C -0.3053(11) 0.2506(11) 0.5285(10) 0.0163(19) Uani 1 1 d . . . C9 C 0.3874(12) 0.2691(12) 0.8749(10) 0.021(2) Uani 1 1 d . . . C10 C 0.4198(12) 0.2847(13) 0.9863(10) 0.024(2) Uani 1 1 d . . . H10 H 0.4510 0.3618 0.9836 0.028 Uiso 1 1 calc R . . C11 C 0.4059(13) 0.1841(12) 1.1050(10) 0.023(2) Uani 1 1 d . . . C12 C 0.3523(13) 0.0745(13) 1.1093(11) 0.026(2) Uani 1 1 d . . . H12 H 0.3483 0.0038 1.1874 0.031 Uiso 1 1 calc R . . C13 C 0.3042(14) 0.0715(14) 0.9949(11) 0.029(3) Uani 1 1 d . . . C14 C 0.3242(14) 0.1644(14) 0.8755(11) 0.027(2) Uani 1 1 d . . . H14 H 0.2970 0.1577 0.7991 0.032 Uiso 1 1 calc R . . C15 C 0.4209(12) 0.3616(13) 0.7452(10) 0.023(2) Uani 1 1 d . . . C16 C 0.4498(12) 0.1850(13) 1.2352(11) 0.022(2) Uani 1 1 d . . . H13A H 0.1502 0.5574 0.2397 0.027 Uiso 1 1 d . . . H13B H 0.2664 0.6123 0.1900 0.027 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0208(3) 0.0177(3) 0.0137(3) -0.00429(19) -0.00085(18) -0.0088(2) Cu1 0.0253(10) 0.0175(9) 0.0129(8) -0.0033(7) -0.0023(7) -0.0025(7) O1 0.025(4) 0.027(4) 0.028(4) -0.012(3) 0.003(3) -0.007(3) O2 0.018(4) 0.029(5) 0.056(6) -0.010(4) 0.008(4) -0.010(3) O3 0.016(4) 0.019(4) 0.026(4) -0.005(3) -0.003(3) -0.005(3) O4 0.024(4) 0.027(4) 0.032(5) -0.013(4) 0.000(3) -0.012(3) O5 0.046(7) 0.040(7) 0.114(12) 0.026(7) 0.008(7) -0.016(6) O6 0.033(6) 0.035(6) 0.072(8) 0.009(5) -0.003(5) 0.000(4) O7 0.047(5) 0.039(5) 0.016(4) -0.010(4) 0.006(3) -0.027(4) O8 0.035(5) 0.035(5) 0.024(4) -0.008(4) 0.006(3) -0.026(4) O9 0.052(5) 0.030(5) 0.011(4) -0.006(3) -0.001(3) -0.017(4) O10 0.056(6) 0.019(4) 0.017(4) -0.004(3) -0.003(4) -0.004(4) O11 0.121(12) 0.059(8) 0.037(6) -0.004(5) 0.012(6) -0.069(8) O12 0.111(8) 0.084(7) 0.064(7) -0.018(6) -0.012(6) -0.065(7) O13 0.028(5) 0.046(6) 0.026(4) 0.002(4) -0.014(3) -0.016(4) N1 0.035(6) 0.019(5) 0.042(7) 0.001(5) -0.003(5) -0.002(5) N2 0.064(8) 0.054(8) 0.029(6) -0.013(5) 0.008(5) -0.045(7) C1 0.020(5) 0.028(6) 0.024(6) -0.017(5) 0.000(4) -0.006(4) C2 0.021(5) 0.024(6) 0.022(5) -0.008(4) 0.003(4) -0.013(4) C3 0.021(5) 0.021(5) 0.032(6) -0.013(5) 0.000(4) -0.008(4) C4 0.022(5) 0.029(6) 0.026(6) -0.012(5) 0.005(4) -0.015(5) C5 0.023(6) 0.020(5) 0.020(5) -0.001(4) -0.005(4) -0.003(4) C6 0.023(6) 0.024(6) 0.027(6) -0.008(5) 0.002(4) -0.011(4) C7 0.019(5) 0.025(6) 0.020(5) -0.011(4) -0.003(4) -0.002(4) C8 0.013(5) 0.021(5) 0.016(5) -0.005(4) 0.002(3) -0.009(4) C9 0.027(6) 0.025(6) 0.013(5) -0.006(4) -0.001(4) -0.012(4) C10 0.027(6) 0.033(6) 0.011(5) -0.006(4) -0.005(4) -0.009(5) C11 0.034(6) 0.021(5) 0.015(5) -0.007(4) -0.002(4) -0.008(5) C12 0.039(7) 0.023(6) 0.020(5) -0.005(4) 0.007(5) -0.018(5) C13 0.041(7) 0.035(7) 0.019(6) -0.010(5) 0.002(5) -0.024(6) C14 0.040(7) 0.035(7) 0.013(5) -0.008(5) -0.001(4) -0.020(5) C15 0.022(5) 0.034(6) 0.016(5) -0.010(5) -0.002(4) -0.011(5) C16 0.024(5) 0.029(6) 0.020(5) -0.013(5) 0.005(4) -0.012(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 Gd1 O8 2.351(7) 2_666 ? Gd1 O7 2.378(8) . ? Gd1 O9 2.389(8) 1_554 ? Gd1 O3 2.395(8) 2_566 ? Gd1 O13 2.411(8) . ? Gd1 O2 2.503(8) . ? Gd1 O4 2.516(8) 1_655 ? Gd1 O1 2.560(8) . ? Gd1 O3 2.572(7) 1_655 ? Gd1 C7 2.895(11) . ? Gd1 C8 2.925(10) 1_655 ? Gd1 Cu1 3.7781(12) 1_554 ? Cu1 O10 1.886(8) 2_658 ? Cu1 O10 1.886(8) . ? Cu1 O1 1.991(8) 1_556 ? Cu1 O1 1.991(8) 2_657 ? Cu1 O4 2.545(8) 1_656 ? Cu1 O4 2.545(8) 2_557 ? Cu1 Gd1 3.7781(12) 1_556 ? Cu1 Gd1 3.7781(12) 2_657 ? O1 C7 1.272(13) . ? O1 Cu1 1.991(8) 1_554 ? O2 C7 1.246(14) . ? O3 C8 1.256(13) . ? O3 Gd1 2.395(8) 2_566 ? O3 Gd1 2.572(7) 1_455 ? O4 C8 1.256(12) . ? O4 Gd1 2.516(8) 1_455 ? O4 Cu1 2.545(8) 1_454 ? O5 N1 1.210(16) . ? O6 N1 1.190(15) . ? O7 C15 1.262(13) . ? O8 C15 1.242(13) . ? O8 Gd1 2.351(7) 2_666 ? O9 C16 1.228(14) . ? O9 Gd1 2.389(8) 1_556 ? O10 C16 1.260(14) . ? O11 N2 1.209(15) . ? O12 N2 1.200(17) . ? O13 H13A 0.8866 . ? O13 H13B 0.8997 . ? N1 C5 1.471(15) . ? N2 C13 1.457(15) . ? C1 C2 1.376(15) . ? C1 C6 1.415(17) . ? C1 C7 1.495(16) . ? C2 C3 1.417(14) . ? C2 H2 0.9300 . ? C3 C4 1.390(16) . ? C3 C8 1.476(15) . ? C4 C5 1.378(16) . ? C4 H4 0.9300 . ? C5 C6 1.379(16) . ? C6 H6 0.9300 . ? C8 Gd1 2.925(10) 1_455 ? C9 C10 1.358(14) . ? C9 C14 1.405(15) . ? C9 C15 1.505(15) . ? C10 C11 1.398(15) . ? C10 H10 0.9300 . ? C11 C12 1.376(15) . ? C11 C16 1.529(14) . ? C12 C13 1.391(16) . ? C12 H12 0.9300 . ? C13 C14 1.384(16) . ? C14 H14 0.9300 . ? 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 O8 Gd1 O7 136.8(3) 2_666 . ? O8 Gd1 O9 76.6(3) 2_666 1_554 ? O7 Gd1 O9 140.3(3) . 1_554 ? O8 Gd1 O3 77.0(3) 2_666 2_566 ? O7 Gd1 O3 70.5(3) . 2_566 ? O9 Gd1 O3 149.1(3) 1_554 2_566 ? O8 Gd1 O13 71.9(3) 2_666 . ? O7 Gd1 O13 126.1(3) . . ? O9 Gd1 O13 78.1(3) 1_554 . ? O3 Gd1 O13 78.7(3) 2_566 . ? O8 Gd1 O2 140.2(3) 2_666 . ? O7 Gd1 O2 71.4(3) . . ? O9 Gd1 O2 95.3(3) 1_554 . ? O3 Gd1 O2 94.7(3) 2_566 . ? O13 Gd1 O2 68.3(3) . . ? O8 Gd1 O4 99.0(3) 2_666 1_655 ? O7 Gd1 O4 76.1(3) . 1_655 ? O9 Gd1 O4 77.9(3) 1_554 1_655 ? O3 Gd1 O4 122.1(2) 2_566 1_655 ? O13 Gd1 O4 155.7(3) . 1_655 ? O2 Gd1 O4 117.6(3) . 1_655 ? O8 Gd1 O1 147.1(3) 2_666 . ? O7 Gd1 O1 71.6(3) . . ? O9 Gd1 O1 71.2(3) 1_554 . ? O3 Gd1 O1 135.7(3) 2_566 . ? O13 Gd1 O1 106.8(3) . . ? O2 Gd1 O1 51.4(3) . . ? O4 Gd1 O1 68.4(3) 1_655 . ? O8 Gd1 O3 72.5(3) 2_666 1_655 ? O7 Gd1 O3 71.9(3) . 1_655 ? O9 Gd1 O3 112.2(3) 1_554 1_655 ? O3 Gd1 O3 74.2(3) 2_566 1_655 ? O13 Gd1 O3 139.0(3) . 1_655 ? O2 Gd1 O3 143.2(3) . 1_655 ? O4 Gd1 O3 50.7(2) 1_655 1_655 ? O1 Gd1 O3 114.1(3) . 1_655 ? O8 Gd1 C7 154.3(3) 2_666 . ? O7 Gd1 C7 68.2(3) . . ? O9 Gd1 C7 83.8(3) 1_554 . ? O3 Gd1 C7 115.4(3) 2_566 . ? O13 Gd1 C7 87.9(3) . . ? O2 Gd1 C7 25.4(3) . . ? O4 Gd1 C7 93.0(3) 1_655 . ? O1 Gd1 C7 26.0(3) . . ? O3 Gd1 C7 131.4(3) 1_655 . ? O8 Gd1 C8 84.7(3) 2_666 1_655 ? O7 Gd1 C8 73.1(3) . 1_655 ? O9 Gd1 C8 94.7(3) 1_554 1_655 ? O3 Gd1 C8 98.5(3) 2_566 1_655 ? O13 Gd1 C8 156.5(3) . 1_655 ? O2 Gd1 C8 135.0(3) . 1_655 ? O4 Gd1 C8 25.3(3) 1_655 1_655 ? O1 Gd1 C8 91.6(3) . 1_655 ? O3 Gd1 C8 25.4(3) 1_655 1_655 ? C7 Gd1 C8 113.7(3) . 1_655 ? O8 Gd1 Cu1 124.2(2) 2_666 1_554 ? O7 Gd1 Cu1 80.6(2) . 1_554 ? O9 Gd1 Cu1 60.1(2) 1_554 1_554 ? O3 Gd1 Cu1 150.63(18) 2_566 1_554 ? O13 Gd1 Cu1 124.8(2) . 1_554 ? O2 Gd1 Cu1 80.6(2) . 1_554 ? O4 Gd1 Cu1 42.00(17) 1_655 1_554 ? O1 Gd1 Cu1 29.32(18) . 1_554 ? O3 Gd1 Cu1 92.13(17) 1_655 1_554 ? C7 Gd1 Cu1 55.4(2) . 1_554 ? C8 Gd1 Cu1 67.1(2) 1_655 1_554 ? O10 Cu1 O10 180.000(2) 2_658 . ? O10 Cu1 O1 89.7(4) 2_658 1_556 ? O10 Cu1 O1 90.3(4) . 1_556 ? O10 Cu1 O1 90.3(4) 2_658 2_657 ? O10 Cu1 O1 89.7(4) . 2_657 ? O1 Cu1 O1 180.0(5) 1_556 2_657 ? O10 Cu1 O4 87.4(3) 2_658 1_656 ? O10 Cu1 O4 92.6(3) . 1_656 ? O1 Cu1 O4 76.9(3) 1_556 1_656 ? O1 Cu1 O4 103.1(3) 2_657 1_656 ? O10 Cu1 O4 92.6(3) 2_658 2_557 ? O10 Cu1 O4 87.4(3) . 2_557 ? O1 Cu1 O4 103.1(3) 1_556 2_557 ? O1 Cu1 O4 76.9(3) 2_657 2_557 ? O4 Cu1 O4 180.000(1) 1_656 2_557 ? O10 Cu1 Gd1 101.1(3) 2_658 1_556 ? O10 Cu1 Gd1 78.9(3) . 1_556 ? O1 Cu1 Gd1 39.0(2) 1_556 1_556 ? O1 Cu1 Gd1 141.0(2) 2_657 1_556 ? O4 Cu1 Gd1 41.42(19) 1_656 1_556 ? O4 Cu1 Gd1 138.58(19) 2_557 1_556 ? O10 Cu1 Gd1 78.9(3) 2_658 2_657 ? O10 Cu1 Gd1 101.1(3) . 2_657 ? O1 Cu1 Gd1 141.0(2) 1_556 2_657 ? O1 Cu1 Gd1 39.0(2) 2_657 2_657 ? O4 Cu1 Gd1 138.58(19) 1_656 2_657 ? O4 Cu1 Gd1 41.42(19) 2_557 2_657 ? Gd1 Cu1 Gd1 180.0 1_556 2_657 ? C7 O1 Cu1 156.4(8) . 1_554 ? C7 O1 Gd1 91.8(7) . . ? Cu1 O1 Gd1 111.7(3) 1_554 . ? C7 O2 Gd1 95.2(7) . . ? C8 O3 Gd1 154.5(7) . 2_566 ? C8 O3 Gd1 93.2(6) . 1_455 ? Gd1 O3 Gd1 105.8(3) 2_566 1_455 ? C8 O4 Gd1 95.9(7) . 1_455 ? C8 O4 Cu1 164.7(7) . 1_454 ? Gd1 O4 Cu1 96.6(3) 1_455 1_454 ? C15 O7 Gd1 141.8(7) . . ? C15 O8 Gd1 135.7(7) . 2_666 ? C16 O9 Gd1 139.0(7) . 1_556 ? C16 O10 Cu1 131.2(8) . . ? Gd1 O13 H13A 120.4 . . ? Gd1 O13 H13B 106.2 . . ? H13A O13 H13B 105.5 . . ? O6 N1 O5 123.5(12) . . ? O6 N1 C5 119.1(11) . . ? O5 N1 C5 117.0(11) . . ? O12 N2 O11 121.4(12) . . ? O12 N2 C13 119.1(12) . . ? O11 N2 C13 119.5(11) . . ? C2 C1 C6 120.6(10) . . ? C2 C1 C7 118.6(10) . . ? C6 C1 C7 120.7(10) . . ? C1 C2 C3 119.7(10) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 119.6(10) . . ? C4 C3 C8 121.0(10) . . ? C2 C3 C8 119.3(10) . . ? C5 C4 C3 119.1(10) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 122.8(11) . . ? C4 C5 N1 118.4(10) . . ? C6 C5 N1 118.8(10) . . ? C5 C6 C1 117.8(11) . . ? C5 C6 H6 121.1 . . ? C1 C6 H6 121.1 . . ? O2 C7 O1 121.4(10) . . ? O2 C7 C1 117.4(10) . . ? O1 C7 C1 121.2(10) . . ? O2 C7 Gd1 59.4(6) . . ? O1 C7 Gd1 62.1(6) . . ? C1 C7 Gd1 176.3(7) . . ? O4 C8 O3 120.1(9) . . ? O4 C8 C3 119.4(10) . . ? O3 C8 C3 120.4(9) . . ? O4 C8 Gd1 58.8(6) . 1_455 ? O3 C8 Gd1 61.4(5) . 1_455 ? C3 C8 Gd1 175.3(7) . 1_455 ? C10 C9 C14 121.7(10) . . ? C10 C9 C15 121.2(10) . . ? C14 C9 C15 117.1(9) . . ? C9 C10 C11 119.6(11) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 120.2(10) . . ? C12 C11 C16 115.9(10) . . ? C10 C11 C16 123.9(10) . . ? C11 C12 C13 118.8(10) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C14 C13 C12 122.0(10) . . ? C14 C13 N2 120.3(10) . . ? C12 C13 N2 117.5(10) . . ? C13 C14 C9 117.0(10) . . ? C13 C14 H14 121.5 . . ? C9 C14 H14 121.5 . . ? O8 C15 O7 125.4(11) . . ? O8 C15 C9 118.7(9) . . ? O7 C15 C9 115.9(10) . . ? O9 C16 O10 128.0(11) . . ? O9 C16 C11 118.8(10) . . ? O10 C16 C11 113.2(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13B O11 0.90 2.43 2.937(14) 116.2 1_564 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 4.849 _refine_diff_density_min -2.468 _refine_diff_density_rms 0.342 # = = = END data_7a _database_code_depnum_ccdc_archive 'CCDC 631465' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu Ho2 N4 O34' _chemical_formula_weight 1410.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 10.414(2) _cell_length_b 10.615(2) _cell_length_c 11.317(2) _cell_angle_alpha 83.45(3) _cell_angle_beta 75.04(3) _cell_angle_gamma 69.61(3) _cell_volume 1132.5(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10591 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.067 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 687 _exptl_absorpt_coefficient_mu 4.040 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4856 _exptl_absorpt_correction_T_max 0.6238 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11024 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5144 _reflns_number_gt 4922 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+11.6793P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5144 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0312 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0941 _refine_ls_wR_factor_gt 0.0861 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ho1 Ho 0.58673(2) 0.59671(2) 0.632254(19) 0.01334(8) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01905(19) Uani 1 2 d S . . O1 O 0.3960(4) 0.6161(4) 0.4055(4) 0.0232(8) Uani 1 1 d . . . O2 O 0.4714(4) 0.7408(4) 0.4980(4) 0.0261(8) Uani 1 1 d . . . O3 O 0.2840(5) 1.2492(4) 0.4389(4) 0.0309(9) Uani 1 1 d . . . O4 O 0.0521(4) 1.3184(4) 0.4552(4) 0.0258(8) Uani 1 1 d . . . O5 O -0.1277(6) 1.0625(5) 0.2618(7) 0.0589(18) Uani 1 1 d . . . O6 O -0.0500(6) 0.8483(5) 0.2736(6) 0.0483(14) Uani 1 1 d . . . O7 O 1.0016(4) 0.4421(4) 0.6706(3) 0.0222(8) Uani 1 1 d . . . O8 O 0.7699(4) 0.4965(5) 0.7200(4) 0.0268(9) Uani 1 1 d . . . O9 O 0.5292(4) 0.4829(5) 1.1642(4) 0.0285(9) Uani 1 1 d . . . O10 O 0.6585(4) 0.3924(4) 1.2979(3) 0.0218(8) Uani 1 1 d . . . O11 O 1.1739(5) 0.2466(6) 1.1599(4) 0.0480(14) Uani 1 1 d . . . O12 O 1.2713(5) 0.2326(8) 0.9680(5) 0.0622(19) Uani 1 1 d . . . O13 O 0.5008(7) 0.7684(6) 0.7748(5) 0.0550(15) Uani 1 1 d . . . O14 O 0.7448(4) 0.5251(4) 0.4400(4) 0.0255(8) Uani 1 1 d . . . O15 O 0.4204(8) 0.7464(8) 0.0326(7) 0.074(2) Uani 1 1 d . . . O16 O 0.6304(14) 0.896(2) 0.3025(11) 0.217(10) Uani 1 1 d . . . O17 O 0.4522(10) 0.9762(9) 0.1295(9) 0.107(3) Uani 1 1 d . . . N1 N -0.0421(5) 0.9567(5) 0.2857(5) 0.0289(11) Uani 1 1 d . . . N2 N 1.1679(5) 0.2621(6) 1.0529(5) 0.0300(11) Uani 1 1 d . . . C1 C 0.2817(5) 0.8527(5) 0.4065(4) 0.0155(9) Uani 1 1 d . . . C2 C 0.2823(5) 0.9773(5) 0.4317(5) 0.0173(9) Uani 1 1 d . . . H2 H 0.3546 0.9827 0.4627 0.021 Uiso 1 1 calc R . . C3 C 0.1758(5) 1.0942(5) 0.4109(4) 0.0151(9) Uani 1 1 d . . . C4 C 0.0691(5) 1.0859(5) 0.3641(5) 0.0176(9) Uani 1 1 d . . . H4 H -0.0045 1.1629 0.3522 0.021 Uiso 1 1 calc R . . C5 C 0.0733(5) 0.9622(5) 0.3353(5) 0.0193(10) Uani 1 1 d . . . C6 C 0.1767(6) 0.8436(5) 0.3559(5) 0.0200(10) Uani 1 1 d . . . H6 H 0.1762 0.7610 0.3366 0.024 Uiso 1 1 calc R . . C7 C 0.3905(5) 0.7265(5) 0.4386(5) 0.0164(9) Uani 1 1 d . . . C8 C 0.1737(6) 1.2312(5) 0.4367(5) 0.0189(10) Uani 1 1 d . . . C9 C 0.8935(5) 0.4188(5) 0.8768(4) 0.0166(9) Uani 1 1 d . . . C10 C 0.7713(5) 0.4445(5) 0.9698(5) 0.0199(10) Uani 1 1 d . . . H10 H 0.6840 0.4844 0.9507 0.024 Uiso 1 1 calc R . . C11 C 0.7780(5) 0.4114(5) 1.0905(5) 0.0190(10) Uani 1 1 d . . . C12 C 0.9096(6) 0.3503(5) 1.1189(5) 0.0211(10) Uani 1 1 d . . . H12 H 0.9165 0.3276 1.1994 0.025 Uiso 1 1 calc R . . C13 C 1.0287(5) 0.3248(6) 1.0245(5) 0.0212(10) Uani 1 1 d . . . C14 C 1.0247(5) 0.3573(5) 0.9045(5) 0.0193(10) Uani 1 1 d . . . H14 H 1.1072 0.3388 0.8432 0.023 Uiso 1 1 calc R . . C15 C 0.8872(5) 0.4559(5) 0.7467(4) 0.0158(9) Uani 1 1 d . . . C16 C 0.6464(6) 0.4320(6) 1.1901(5) 0.0206(10) Uani 1 1 d . . . H13A H 0.4871 0.7490 0.8566 0.025 Uiso 1 1 d . . . H13B H 0.4292 0.8404 0.7585 0.025 Uiso 1 1 d . . . H14A H 0.7155 0.4723 0.4038 0.025 Uiso 1 1 d . . . H14B H 0.7934 0.5702 0.3864 0.025 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ho1 0.01374(12) 0.01118(11) 0.01588(12) -0.00033(7) -0.00662(8) -0.00286(8) Cu1 0.0264(5) 0.0087(4) 0.0143(4) -0.0012(3) 0.0040(3) -0.0024(3) O1 0.0225(18) 0.0108(16) 0.035(2) 0.0005(14) -0.0031(16) -0.0065(14) O2 0.028(2) 0.0182(18) 0.036(2) 0.0039(16) -0.0226(18) -0.0031(16) O3 0.033(2) 0.0204(19) 0.049(3) 0.0028(18) -0.018(2) -0.0158(17) O4 0.029(2) 0.0111(17) 0.033(2) -0.0046(15) -0.0038(17) -0.0023(15) O5 0.050(3) 0.031(3) 0.114(5) 0.003(3) -0.063(4) -0.005(2) O6 0.055(3) 0.029(2) 0.081(4) 0.001(2) -0.043(3) -0.021(2) O7 0.0185(18) 0.0263(19) 0.0170(17) 0.0030(14) -0.0006(14) -0.0052(15) O8 0.0187(18) 0.042(2) 0.0207(18) 0.0073(17) -0.0104(15) -0.0097(17) O9 0.0150(18) 0.044(3) 0.0224(19) 0.0008(17) -0.0048(15) -0.0053(17) O10 0.0173(17) 0.033(2) 0.0148(16) 0.0017(15) -0.0006(13) -0.0112(16) O11 0.029(2) 0.082(4) 0.028(2) 0.013(2) -0.0138(19) -0.012(2) O12 0.018(2) 0.107(5) 0.037(3) -0.002(3) -0.003(2) 0.006(3) O13 0.067(4) 0.047(3) 0.049(3) -0.029(3) 0.008(3) -0.024(3) O14 0.0251(19) 0.033(2) 0.0214(18) -0.0020(16) -0.0007(15) -0.0162(17) O15 0.084(5) 0.079(5) 0.065(4) -0.009(4) -0.021(4) -0.029(4) O16 0.130(10) 0.50(3) 0.093(8) -0.052(13) -0.006(7) -0.189(16) O17 0.082(6) 0.075(6) 0.122(8) 0.002(5) 0.024(5) -0.009(5) N1 0.031(3) 0.021(2) 0.044(3) 0.002(2) -0.023(2) -0.010(2) N2 0.021(2) 0.039(3) 0.026(2) 0.004(2) -0.0110(19) -0.003(2) C1 0.017(2) 0.010(2) 0.020(2) 0.0008(17) -0.0051(18) -0.0041(17) C2 0.019(2) 0.013(2) 0.021(2) -0.0014(18) -0.0081(19) -0.0036(18) C3 0.019(2) 0.009(2) 0.018(2) 0.0015(17) -0.0034(18) -0.0068(18) C4 0.017(2) 0.013(2) 0.022(2) 0.0017(18) -0.0057(19) -0.0034(18) C5 0.021(2) 0.014(2) 0.027(3) 0.0010(19) -0.013(2) -0.0058(19) C6 0.028(3) 0.010(2) 0.027(3) -0.0005(18) -0.016(2) -0.0055(19) C7 0.016(2) 0.011(2) 0.020(2) 0.0025(17) -0.0014(18) -0.0040(18) C8 0.027(3) 0.012(2) 0.017(2) -0.0002(17) -0.009(2) -0.0037(19) C9 0.016(2) 0.018(2) 0.017(2) 0.0014(18) -0.0054(18) -0.0070(19) C10 0.016(2) 0.022(2) 0.020(2) -0.0005(19) -0.0076(19) -0.0024(19) C11 0.017(2) 0.023(2) 0.016(2) -0.0002(18) -0.0013(18) -0.007(2) C12 0.022(3) 0.026(3) 0.015(2) 0.0026(19) -0.0068(19) -0.006(2) C13 0.015(2) 0.025(3) 0.021(2) 0.000(2) -0.007(2) -0.002(2) C14 0.015(2) 0.021(2) 0.020(2) 0.0000(19) -0.0046(19) -0.0041(19) C15 0.018(2) 0.015(2) 0.016(2) -0.0013(17) -0.0069(18) -0.0048(18) C16 0.019(2) 0.026(3) 0.017(2) -0.0034(19) -0.0003(19) -0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ho1 O8 2.254(4) . ? Ho1 O1 2.284(4) 2_666 ? Ho1 O2 2.285(4) . ? Ho1 O13 2.348(5) . ? Ho1 O14 2.383(4) . ? Ho1 O3 2.410(4) 2_676 ? Ho1 O10 2.436(4) 2_667 ? Ho1 O9 2.512(4) 2_667 ? Ho1 C16 2.808(5) 2_667 ? Cu1 O4 1.902(4) . ? Cu1 O4 1.902(4) 2_586 ? Cu1 O7 1.960(4) 2_676 ? Cu1 O7 1.960(4) 1_465 ? O1 C7 1.249(6) . ? O1 Ho1 2.284(4) 2_666 ? O2 C7 1.262(6) . ? O3 C8 1.235(7) . ? O3 Ho1 2.410(4) 2_676 ? O4 C8 1.263(7) . ? O5 N1 1.219(7) . ? O6 N1 1.208(7) . ? O7 C15 1.249(6) . ? O7 Cu1 1.960(4) 1_645 ? O8 C15 1.251(6) . ? O9 C16 1.248(7) . ? O9 Ho1 2.512(4) 2_667 ? O10 C16 1.267(6) . ? O10 Ho1 2.436(4) 2_667 ? O11 N2 1.219(7) . ? O12 N2 1.217(7) . ? O13 H13A 0.9104 . ? O13 H13B 0.9025 . ? O14 H14A 0.9002 . ? O14 H14B 0.8935 . ? N1 C5 1.472(7) . ? N2 C13 1.472(7) . ? C1 C2 1.387(6) . ? C1 C6 1.394(7) . ? C1 C7 1.501(7) . ? C2 C3 1.391(7) . ? C2 H2 0.9300 . ? C3 C4 1.381(7) . ? C3 C8 1.507(6) . ? C4 C5 1.372(7) . ? C4 H4 0.9300 . ? C5 C6 1.384(7) . ? C6 H6 0.9300 . ? C9 C10 1.390(7) . ? C9 C14 1.394(7) . ? C9 C15 1.492(7) . ? C10 C11 1.385(7) . ? C10 H10 0.9300 . ? C11 C12 1.401(7) . ? C11 C16 1.499(7) . ? C12 C13 1.379(7) . ? C12 H12 0.9300 . ? C13 C14 1.370(7) . ? C14 H14 0.9300 . ? C16 Ho1 2.808(5) 2_667 ? 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 O8 Ho1 O1 85.71(16) . 2_666 ? O8 Ho1 O2 154.87(15) . . ? O1 Ho1 O2 107.90(15) 2_666 . ? O8 Ho1 O13 89.2(2) . . ? O1 Ho1 O13 146.67(18) 2_666 . ? O2 Ho1 O13 90.1(2) . . ? O8 Ho1 O14 87.84(15) . . ? O1 Ho1 O14 69.39(14) 2_666 . ? O2 Ho1 O14 77.91(15) . . ? O13 Ho1 O14 143.37(18) . . ? O8 Ho1 O3 81.02(15) . 2_676 ? O1 Ho1 O3 138.50(15) 2_666 2_676 ? O2 Ho1 O3 74.83(15) . 2_676 ? O13 Ho1 O3 72.50(18) . 2_676 ? O14 Ho1 O3 70.97(15) . 2_676 ? O8 Ho1 O10 130.07(14) . 2_667 ? O1 Ho1 O10 78.93(14) 2_666 2_667 ? O2 Ho1 O10 74.30(14) . 2_667 ? O13 Ho1 O10 79.39(18) . 2_667 ? O14 Ho1 O10 128.30(13) . 2_667 ? O3 Ho1 O10 137.73(14) 2_676 2_667 ? O8 Ho1 O9 77.56(14) . 2_667 ? O1 Ho1 O9 76.98(15) 2_666 2_667 ? O2 Ho1 O9 125.41(14) . 2_667 ? O13 Ho1 O9 69.76(18) . 2_667 ? O14 Ho1 O9 144.20(15) . 2_667 ? O3 Ho1 O9 136.45(15) 2_676 2_667 ? O10 Ho1 O9 52.80(13) 2_667 2_667 ? O8 Ho1 C16 103.94(15) . 2_667 ? O1 Ho1 C16 79.74(15) 2_666 2_667 ? O2 Ho1 C16 99.32(16) . 2_667 ? O13 Ho1 C16 69.59(18) . 2_667 ? O14 Ho1 C16 146.07(14) . 2_667 ? O3 Ho1 C16 141.63(16) 2_676 2_667 ? O10 Ho1 C16 26.77(14) 2_667 2_667 ? O9 Ho1 C16 26.39(14) 2_667 2_667 ? O4 Cu1 O4 180.000(1) . 2_586 ? O4 Cu1 O7 89.51(17) . 2_676 ? O4 Cu1 O7 90.49(17) 2_586 2_676 ? O4 Cu1 O7 90.49(17) . 1_465 ? O4 Cu1 O7 89.51(17) 2_586 1_465 ? O7 Cu1 O7 180.000(1) 2_676 1_465 ? C7 O1 Ho1 172.8(4) . 2_666 ? C7 O2 Ho1 130.3(3) . . ? C8 O3 Ho1 141.8(4) . 2_676 ? C8 O4 Cu1 127.3(4) . . ? C15 O7 Cu1 119.1(3) . 1_645 ? C15 O8 Ho1 165.3(4) . . ? C16 O9 Ho1 90.2(3) . 2_667 ? C16 O10 Ho1 93.2(3) . 2_667 ? Ho1 O13 H13A 120.9 . . ? Ho1 O13 H13B 114.7 . . ? H13A O13 H13B 110.9 . . ? Ho1 O14 H14A 110.4 . . ? Ho1 O14 H14B 128.4 . . ? H14A O14 H14B 112.8 . . ? O6 N1 O5 122.9(5) . . ? O6 N1 C5 118.8(5) . . ? O5 N1 C5 118.2(5) . . ? O12 N2 O11 123.4(5) . . ? O12 N2 C13 118.1(5) . . ? O11 N2 C13 118.4(5) . . ? C2 C1 C6 120.2(4) . . ? C2 C1 C7 120.2(4) . . ? C6 C1 C7 119.6(4) . . ? C1 C2 C3 120.6(5) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C4 C3 C2 119.5(4) . . ? C4 C3 C8 118.5(4) . . ? C2 C3 C8 121.9(4) . . ? C5 C4 C3 119.0(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 123.0(5) . . ? C4 C5 N1 117.6(4) . . ? C6 C5 N1 119.3(4) . . ? C5 C6 C1 117.5(4) . . ? C5 C6 H6 121.2 . . ? C1 C6 H6 121.2 . . ? O1 C7 O2 124.4(5) . . ? O1 C7 C1 119.2(5) . . ? O2 C7 C1 116.4(4) . . ? O3 C8 O4 126.4(5) . . ? O3 C8 C3 120.3(5) . . ? O4 C8 C3 113.4(5) . . ? C10 C9 C14 119.9(5) . . ? C10 C9 C15 121.1(4) . . ? C14 C9 C15 118.9(4) . . ? C11 C10 C9 120.8(5) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 119.4(5) . . ? C10 C11 C16 120.9(5) . . ? C12 C11 C16 119.5(5) . . ? C13 C12 C11 118.3(5) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C14 C13 C12 123.2(5) . . ? C14 C13 N2 117.7(5) . . ? C12 C13 N2 119.0(5) . . ? C13 C14 C9 118.2(5) . . ? C13 C14 H14 120.9 . . ? C9 C14 H14 120.9 . . ? O7 C15 O8 124.1(5) . . ? O7 C15 C9 117.1(4) . . ? O8 C15 C9 118.9(4) . . ? O9 C16 O10 122.1(5) . . ? O9 C16 C11 119.5(5) . . ? O10 C16 C11 118.4(5) . . ? O9 C16 Ho1 63.4(3) . 2_667 ? O10 C16 Ho1 60.0(3) . 2_667 ? C11 C16 Ho1 165.8(4) . 2_667 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.362 _refine_diff_density_min -1.249 _refine_diff_density_rms 0.227 # = = = END data_7b _database_code_depnum_ccdc_archive 'CCDC 631466' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu Ho2 N4 O26' _chemical_formula_weight 1265.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.795(2) _cell_length_b 10.221(2) _cell_length_c 10.940(2) _cell_angle_alpha 70.80(3) _cell_angle_beta 84.87(3) _cell_angle_gamma 71.50(3) _cell_volume 980.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8924 _cell_measurement_theta_min 3.41 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.143 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 607 _exptl_absorpt_coefficient_mu 4.637 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2697 _exptl_absorpt_correction_T_max 0.3774 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 9324 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4386 _reflns_number_gt 4022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.1076P)^2^+9.9464P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4386 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1717 _refine_ls_wR_factor_gt 0.1676 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Ho1 Ho 0.40422(3) 0.40493(4) 0.42082(3) 0.01569(16) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.0189(3) Uani 1 2 d S . . O1 O 0.3327(6) 0.1742(7) 0.4988(6) 0.0236(13) Uani 1 1 d . . . O2 O 0.1672(7) 0.3784(7) 0.4836(7) 0.0301(15) Uani 1 1 d . . . O3 O -0.3588(6) 0.3879(6) 0.5139(6) 0.0210(12) Uani 1 1 d . . . O4 O -0.3830(6) 0.1890(7) 0.4984(6) 0.0249(13) Uani 1 1 d . . . O5 O -0.0280(11) -0.2569(10) 0.7844(13) 0.080(4) Uani 1 1 d . . . O6 O 0.1917(9) -0.2739(9) 0.7582(10) 0.054(2) Uani 1 1 d . . . O7 O 0.3881(7) 0.3370(8) 0.6466(6) 0.0280(14) Uani 1 1 d . . . O8 O 0.4840(7) 0.4528(7) 0.7397(6) 0.0254(13) Uani 1 1 d . . . O9 O 0.4379(8) 0.3034(7) 1.2510(6) 0.0297(14) Uani 1 1 d . . . O10 O 0.4926(8) 0.0611(7) 1.3179(6) 0.0315(15) Uani 1 1 d . . . O11 O 0.2356(11) -0.1318(11) 1.1086(10) 0.056(2) Uiso 1 1 d . . . O12 O 0.2060(13) -0.0554(14) 0.9058(12) 0.072(3) Uiso 1 1 d . . . O13 O 0.2256(8) 0.5755(8) 0.2659(7) 0.0355(16) Uani 1 1 d . . . N1 N 0.0674(9) -0.2035(8) 0.7451(9) 0.0317(18) Uani 1 1 d . . . N2 N 0.2431(12) -0.0461(10) 1.0032(8) 0.039(2) Uani 1 1 d . . . C1 C 0.0944(9) 0.1666(9) 0.5675(8) 0.0186(16) Uani 1 1 d . . . C2 C -0.0512(9) 0.2457(10) 0.5404(8) 0.0213(16) Uani 1 1 d . . . H2 H -0.0786 0.3462 0.5024 0.026 Uiso 1 1 calc R . . C3 C -0.1557(9) 0.1732(9) 0.5706(8) 0.0206(16) Uani 1 1 d . . . C4 C -0.1159(9) 0.0274(10) 0.6368(8) 0.0213(17) Uani 1 1 d . . . H4 H -0.1845 -0.0215 0.6581 0.026 Uiso 1 1 calc R . . C5 C 0.0269(9) -0.0469(9) 0.6720(8) 0.0226(17) Uani 1 1 d . . . C6 C 0.1352(8) 0.0183(9) 0.6352(8) 0.0185(16) Uani 1 1 d . . . H6 H 0.2314 -0.0351 0.6550 0.022 Uiso 1 1 calc R . . C7 C 0.2021(9) 0.2461(9) 0.5153(8) 0.0184(16) Uani 1 1 d . . . C8 C -0.3085(9) 0.2542(9) 0.5268(8) 0.0188(15) Uani 1 1 d . . . C9 C 0.3883(9) 0.2683(9) 0.8731(8) 0.0193(16) Uani 1 1 d . . . C10 C 0.4246(10) 0.2838(10) 0.9884(8) 0.0235(17) Uani 1 1 d . . . H10 H 0.4585 0.3598 0.9862 0.028 Uiso 1 1 calc R . . C11 C 0.4085(9) 0.1818(9) 1.1062(8) 0.0205(16) Uani 1 1 d . . . C12 C 0.3531(10) 0.0733(10) 1.1097(8) 0.0234(17) Uani 1 1 d . . . H12 H 0.3460 0.0033 1.1877 0.028 Uiso 1 1 calc R . . C13 C 0.3086(11) 0.0700(10) 0.9967(9) 0.0271(19) Uani 1 1 d . . . C14 C 0.3269(11) 0.1631(10) 0.8778(8) 0.0250(18) Uani 1 1 d . . . H14 H 0.2985 0.1552 0.8023 0.030 Uiso 1 1 calc R . . C15 C 0.4219(10) 0.3613(10) 0.7424(8) 0.0213(16) Uani 1 1 d . . . C16 C 0.4493(10) 0.1867(10) 1.2343(8) 0.0218(17) Uani 1 1 d . . . H13A H 0.1373 0.6160 0.2741 0.026 Uiso 1 1 d . . . H13B H 0.2483 0.6305 0.1966 0.026 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ho1 0.0189(2) 0.0142(2) 0.0143(2) -0.00172(14) -0.00075(13) -0.00813(16) Cu1 0.0237(7) 0.0149(7) 0.0126(6) -0.0011(5) -0.0018(5) -0.0014(5) O1 0.017(3) 0.024(3) 0.030(3) -0.008(3) 0.002(2) -0.008(2) O2 0.022(3) 0.017(3) 0.049(4) -0.005(3) 0.004(3) -0.009(2) O3 0.016(3) 0.017(3) 0.029(3) -0.006(2) -0.004(2) -0.005(2) O4 0.018(3) 0.026(3) 0.036(3) -0.014(3) -0.001(2) -0.009(2) O5 0.051(6) 0.025(4) 0.126(10) 0.026(5) 0.012(6) -0.015(4) O6 0.038(5) 0.024(4) 0.075(6) 0.006(4) 0.002(4) -0.001(3) O7 0.039(4) 0.034(4) 0.016(3) -0.004(3) 0.003(2) -0.023(3) O8 0.037(4) 0.024(3) 0.019(3) -0.002(2) 0.002(2) -0.021(3) O9 0.052(4) 0.022(3) 0.020(3) -0.005(2) -0.002(3) -0.019(3) O10 0.053(4) 0.019(3) 0.017(3) -0.004(2) -0.002(3) -0.003(3) O13 0.028(4) 0.037(4) 0.030(4) 0.006(3) -0.007(3) -0.011(3) N1 0.033(5) 0.012(4) 0.041(5) 0.001(3) -0.001(3) -0.003(3) N2 0.074(7) 0.037(5) 0.021(4) -0.006(3) 0.010(4) -0.042(5) C1 0.017(4) 0.016(4) 0.024(4) -0.006(3) 0.000(3) -0.007(3) C2 0.022(4) 0.019(4) 0.023(4) -0.001(3) 0.003(3) -0.011(3) C3 0.025(4) 0.019(4) 0.020(4) -0.004(3) -0.002(3) -0.013(3) C4 0.019(4) 0.023(4) 0.023(4) -0.004(3) 0.000(3) -0.011(3) C5 0.024(4) 0.018(4) 0.023(4) -0.002(3) 0.003(3) -0.007(3) C6 0.013(4) 0.018(4) 0.020(4) -0.003(3) -0.003(3) 0.000(3) C7 0.018(4) 0.019(4) 0.020(4) -0.006(3) 0.003(3) -0.010(3) C8 0.025(4) 0.017(4) 0.016(4) -0.003(3) 0.001(3) -0.012(3) C9 0.023(4) 0.017(4) 0.017(4) -0.002(3) 0.001(3) -0.009(3) C10 0.038(5) 0.019(4) 0.015(4) -0.003(3) 0.002(3) -0.012(4) C11 0.027(4) 0.021(4) 0.014(4) -0.005(3) 0.000(3) -0.008(3) C12 0.030(5) 0.019(4) 0.019(4) -0.004(3) 0.005(3) -0.009(3) C13 0.036(5) 0.025(5) 0.022(4) -0.001(3) 0.001(3) -0.017(4) C14 0.042(5) 0.027(5) 0.014(4) -0.005(3) 0.002(3) -0.023(4) C15 0.029(4) 0.022(4) 0.014(4) -0.003(3) 0.000(3) -0.012(3) C16 0.029(4) 0.027(4) 0.013(4) -0.006(3) -0.001(3) -0.014(4) _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 Ho1 O8 2.321(6) 2_666 ? Ho1 O7 2.341(6) . ? Ho1 O3 2.352(6) 2_566 ? Ho1 O9 2.362(6) 1_554 ? Ho1 O13 2.372(7) . ? Ho1 O2 2.434(6) . ? Ho1 O4 2.470(6) 1_655 ? Ho1 O1 2.529(6) . ? Ho1 O3 2.551(6) 1_655 ? Ho1 C8 2.880(9) 1_655 ? Ho1 Cu1 3.7528(11) 1_554 ? Ho1 Ho1 3.9254(11) 2_666 ? Cu1 O10 1.883(6) 2_658 ? Cu1 O10 1.883(6) . ? Cu1 O1 1.998(6) 1_556 ? Cu1 O1 1.998(6) 2_657 ? Cu1 O4 2.535(6) 1_656 ? Cu1 O4 2.535(6) 2_557 ? Cu1 Ho1 3.7528(11) 1_556 ? Cu1 Ho1 3.7528(11) 2_657 ? O1 C7 1.288(11) . ? O1 Cu1 1.998(6) 1_554 ? O2 C7 1.219(11) . ? O3 C8 1.260(10) . ? O3 Ho1 2.352(6) 2_566 ? O3 Ho1 2.551(6) 1_455 ? O4 C8 1.248(10) . ? O4 Ho1 2.470(6) 1_455 ? O4 Cu1 2.535(6) 1_454 ? O5 N1 1.206(13) . ? O6 N1 1.195(12) . ? O7 C15 1.248(10) . ? O8 C15 1.258(11) . ? O8 Ho1 2.321(6) 2_666 ? O9 C16 1.234(11) . ? O9 Ho1 2.362(6) 1_556 ? O10 C16 1.271(11) . ? O11 N2 1.209(13) . ? O12 N2 1.198(14) . ? O13 H13A 0.8430 . ? O13 H13B 0.8415 . ? N1 C5 1.474(11) . ? N2 C13 1.498(12) . ? C1 C6 1.391(12) . ? C1 C2 1.401(12) . ? C1 C7 1.494(11) . ? C2 C3 1.401(11) . ? C2 H2 0.9300 . ? C3 C4 1.367(12) . ? C3 C8 1.496(12) . ? C4 C5 1.382(12) . ? C4 H4 0.9300 . ? C5 C6 1.388(12) . ? C6 H6 0.9300 . ? C8 Ho1 2.880(9) 1_455 ? C9 C14 1.375(12) . ? C9 C10 1.410(11) . ? C9 C15 1.509(11) . ? C10 C11 1.399(11) . ? C10 H10 0.9300 . ? C11 C12 1.369(13) . ? C11 C16 1.513(11) . ? C12 C13 1.361(13) . ? C12 H12 0.9300 . ? C13 C14 1.371(12) . ? C14 H14 0.9300 . ? 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 O8 Ho1 O7 137.2(2) 2_666 . ? O8 Ho1 O3 78.1(2) 2_666 2_566 ? O7 Ho1 O3 70.9(2) . 2_566 ? O8 Ho1 O9 75.4(2) 2_666 1_554 ? O7 Ho1 O9 140.4(2) . 1_554 ? O3 Ho1 O9 148.7(2) 2_566 1_554 ? O8 Ho1 O13 72.2(2) 2_666 . ? O7 Ho1 O13 127.5(3) . . ? O3 Ho1 O13 79.4(2) 2_566 . ? O9 Ho1 O13 76.8(3) 1_554 . ? O8 Ho1 O2 141.0(2) 2_666 . ? O7 Ho1 O2 70.8(2) . . ? O3 Ho1 O2 93.3(2) 2_566 . ? O9 Ho1 O2 96.9(3) 1_554 . ? O13 Ho1 O2 68.9(2) . . ? O8 Ho1 O4 97.9(2) 2_666 1_655 ? O7 Ho1 O4 75.9(2) . 1_655 ? O3 Ho1 O4 122.4(2) 2_566 1_655 ? O9 Ho1 O4 77.9(2) 1_554 1_655 ? O13 Ho1 O4 154.5(3) . 1_655 ? O2 Ho1 O4 118.1(2) . 1_655 ? O8 Ho1 O1 146.1(2) 2_666 . ? O7 Ho1 O1 71.8(2) . . ? O3 Ho1 O1 135.6(2) 2_566 . ? O9 Ho1 O1 71.4(2) 1_554 . ? O13 Ho1 O1 105.8(2) . . ? O2 Ho1 O1 51.7(2) . . ? O4 Ho1 O1 69.1(2) 1_655 . ? O8 Ho1 O3 72.0(2) 2_666 1_655 ? O7 Ho1 O3 71.5(2) . 1_655 ? O3 Ho1 O3 73.7(2) 2_566 1_655 ? O9 Ho1 O3 112.7(2) 1_554 1_655 ? O13 Ho1 O3 138.7(2) . 1_655 ? O2 Ho1 O3 142.3(2) . 1_655 ? O4 Ho1 O3 51.45(19) 1_655 1_655 ? O1 Ho1 O3 115.42(19) . 1_655 ? O8 Ho1 C8 84.1(2) 2_666 1_655 ? O7 Ho1 C8 72.4(2) . 1_655 ? O3 Ho1 C8 98.5(2) 2_566 1_655 ? O9 Ho1 C8 95.1(2) 1_554 1_655 ? O13 Ho1 C8 156.1(2) . 1_655 ? O2 Ho1 C8 134.9(2) . 1_655 ? O4 Ho1 C8 25.5(2) 1_655 1_655 ? O1 Ho1 C8 92.4(2) . 1_655 ? O3 Ho1 C8 25.9(2) 1_655 1_655 ? O8 Ho1 Cu1 123.26(17) 2_666 1_554 ? O7 Ho1 Cu1 80.16(18) . 1_554 ? O3 Ho1 Cu1 150.64(15) 2_566 1_554 ? O9 Ho1 Cu1 60.56(16) 1_554 1_554 ? O13 Ho1 Cu1 124.0(2) . 1_554 ? O2 Ho1 Cu1 81.36(16) . 1_554 ? O4 Ho1 Cu1 42.09(14) 1_655 1_554 ? O1 Ho1 Cu1 29.70(14) . 1_554 ? O3 Ho1 Cu1 92.93(14) 1_655 1_554 ? C8 Ho1 Cu1 67.34(17) 1_655 1_554 ? O8 Ho1 Ho1 71.03(15) 2_666 2_666 ? O7 Ho1 Ho1 66.29(16) . 2_666 ? O3 Ho1 Ho1 38.58(14) 2_566 2_666 ? O9 Ho1 Ho1 139.70(18) 1_554 2_666 ? O13 Ho1 Ho1 112.2(2) . 2_666 ? O2 Ho1 Ho1 123.29(18) . 2_666 ? O4 Ho1 Ho1 85.18(14) 1_655 2_666 ? O1 Ho1 Ho1 134.99(15) . 2_666 ? O3 Ho1 Ho1 35.11(13) 1_655 2_666 ? C8 Ho1 Ho1 60.27(17) 1_655 2_666 ? Cu1 Ho1 Ho1 123.74(3) 1_554 2_666 ? O10 Cu1 O10 180.000(2) 2_658 . ? O10 Cu1 O1 90.2(3) 2_658 1_556 ? O10 Cu1 O1 89.8(3) . 1_556 ? O10 Cu1 O1 89.8(3) 2_658 2_657 ? O10 Cu1 O1 90.2(3) . 2_657 ? O1 Cu1 O1 180.0(4) 1_556 2_657 ? O10 Cu1 O4 88.4(3) 2_658 1_656 ? O10 Cu1 O4 91.6(3) . 1_656 ? O1 Cu1 O4 76.4(2) 1_556 1_656 ? O1 Cu1 O4 103.6(2) 2_657 1_656 ? O10 Cu1 O4 91.6(3) 2_658 2_557 ? O10 Cu1 O4 88.4(3) . 2_557 ? O1 Cu1 O4 103.6(2) 1_556 2_557 ? O1 Cu1 O4 76.4(2) 2_657 2_557 ? O4 Cu1 O4 180.000(1) 1_656 2_557 ? O10 Cu1 Ho1 101.3(2) 2_658 1_556 ? O10 Cu1 Ho1 78.7(2) . 1_556 ? O1 Cu1 Ho1 38.85(18) 1_556 1_556 ? O1 Cu1 Ho1 141.15(18) 2_657 1_556 ? O4 Cu1 Ho1 40.77(14) 1_656 1_556 ? O4 Cu1 Ho1 139.23(14) 2_557 1_556 ? O10 Cu1 Ho1 78.7(2) 2_658 2_657 ? O10 Cu1 Ho1 101.3(2) . 2_657 ? O1 Cu1 Ho1 141.15(18) 1_556 2_657 ? O1 Cu1 Ho1 38.85(18) 2_657 2_657 ? O4 Cu1 Ho1 139.23(14) 1_656 2_657 ? O4 Cu1 Ho1 40.77(14) 2_557 2_657 ? Ho1 Cu1 Ho1 180.0 1_556 2_657 ? C7 O1 Cu1 157.3(6) . 1_554 ? C7 O1 Ho1 91.2(5) . . ? Cu1 O1 Ho1 111.4(3) 1_554 . ? C7 O2 Ho1 97.6(5) . . ? C8 O3 Ho1 155.0(5) . 2_566 ? C8 O3 Ho1 91.8(5) . 1_455 ? Ho1 O3 Ho1 106.3(2) 2_566 1_455 ? C8 O4 Ho1 95.9(5) . 1_455 ? C8 O4 Cu1 163.4(6) . 1_454 ? Ho1 O4 Cu1 97.1(2) 1_455 1_454 ? C15 O7 Ho1 142.0(6) . . ? C15 O8 Ho1 134.1(5) . 2_666 ? C16 O9 Ho1 139.6(6) . 1_556 ? C16 O10 Cu1 131.7(6) . . ? Ho1 O13 H13A 131.0 . . ? Ho1 O13 H13B 120.8 . . ? H13A O13 H13B 104.6 . . ? O6 N1 O5 122.4(9) . . ? O6 N1 C5 119.6(8) . . ? O5 N1 C5 117.9(8) . . ? O12 N2 O11 122.3(11) . . ? O12 N2 C13 120.0(9) . . ? O11 N2 C13 117.5(9) . . ? C6 C1 C2 120.4(7) . . ? C6 C1 C7 122.1(7) . . ? C2 C1 C7 117.4(7) . . ? C1 C2 C3 120.0(8) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 119.5(8) . . ? C4 C3 C8 120.5(7) . . ? C2 C3 C8 120.0(8) . . ? C3 C4 C5 119.6(8) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C4 C5 C6 122.6(8) . . ? C4 C5 N1 118.9(8) . . ? C6 C5 N1 118.4(8) . . ? C5 C6 C1 117.5(7) . . ? C5 C6 H6 121.3 . . ? C1 C6 H6 121.3 . . ? O2 C7 O1 119.4(8) . . ? O2 C7 C1 121.0(8) . . ? O1 C7 C1 119.5(8) . . ? O4 C8 O3 120.8(8) . . ? O4 C8 C3 119.1(8) . . ? O3 C8 C3 120.1(7) . . ? O4 C8 Ho1 58.6(4) . 1_455 ? O3 C8 Ho1 62.3(4) . 1_455 ? C3 C8 Ho1 174.9(6) . 1_455 ? C14 C9 C10 120.4(8) . . ? C14 C9 C15 118.4(7) . . ? C10 C9 C15 121.1(7) . . ? C11 C10 C9 118.3(8) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? C12 C11 C10 120.8(8) . . ? C12 C11 C16 117.2(8) . . ? C10 C11 C16 122.1(8) . . ? C13 C12 C11 118.7(8) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C12 C13 C14 123.2(9) . . ? C12 C13 N2 117.8(8) . . ? C14 C13 N2 118.9(8) . . ? C13 C14 C9 118.3(8) . . ? C13 C14 H14 120.9 . . ? C9 C14 H14 120.9 . . ? O7 C15 O8 126.1(8) . . ? O7 C15 C9 116.1(8) . . ? O8 C15 C9 117.8(7) . . ? O9 C16 O10 126.2(8) . . ? O9 C16 C11 121.2(8) . . ? O10 C16 C11 112.6(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13B O11 0.84 2.27 2.948(12) 138.2 1_564 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 5.907 _refine_diff_density_min -3.201 _refine_diff_density_rms 0.325 # = = = END data_4a _database_code_depnum_ccdc_archive 'CCDC 631467' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu Eu2 N4 O34' _chemical_formula_weight 1384.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 10.500(2) _cell_length_b 10.635(2) _cell_length_c 11.373(2) _cell_angle_alpha 82.98(3) _cell_angle_beta 74.42(3) _cell_angle_gamma 69.60(3) _cell_volume 1146.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11293 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.005 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 679 _exptl_absorpt_coefficient_mu 3.276 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4329 _exptl_absorpt_correction_T_max 0.5195 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11293 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5193 _reflns_number_gt 4907 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0518P)^2^+3.1383P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5193 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.588043(19) 0.598366(18) 0.629802(17) 0.01640(8) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01971(15) Uani 1 2 d S . . O1 O 0.3970(3) 0.6200(3) 0.4058(3) 0.0286(7) Uani 1 1 d . . . O2 O 0.4727(3) 0.7457(3) 0.4924(3) 0.0285(7) Uani 1 1 d . . . O3 O 0.2748(4) 1.2516(3) 0.4457(3) 0.0326(8) Uani 1 1 d . . . O4 O 0.0460(4) 1.3193(3) 0.4546(3) 0.0273(7) Uani 1 1 d . . . O5 O -0.1222(6) 1.0605(5) 0.2577(6) 0.0729(18) Uani 1 1 d . . . O6 O -0.0474(5) 0.8484(4) 0.2742(5) 0.0570(13) Uani 1 1 d . . . O7 O 1.0048(3) 0.4407(3) 0.6687(3) 0.0240(6) Uani 1 1 d . . . O8 O 0.7746(3) 0.4932(4) 0.7191(3) 0.0296(7) Uani 1 1 d . . . O9 O 0.5327(3) 0.4763(4) 1.1631(3) 0.0336(8) Uani 1 1 d . . . O10 O 0.6590(3) 0.3885(3) 1.2965(3) 0.0252(6) Uani 1 1 d . . . O11 O 1.1744(4) 0.2508(5) 1.1563(4) 0.0523(12) Uani 1 1 d . . . O12 O 1.2712(4) 0.2329(7) 0.9659(4) 0.0738(18) Uani 1 1 d . . . O13 O 0.5008(6) 0.7784(5) 0.7691(5) 0.0676(15) Uani 1 1 d . . . O14 O 0.7449(3) 0.5222(4) 0.4333(3) 0.0300(7) Uani 1 1 d . . . O15 O 0.4319(9) 0.7481(8) 0.0272(6) 0.094(2) Uani 1 1 d . . . O16 O 0.6239(9) 0.9227(12) 0.3041(9) 0.128(3) Uani 1 1 d . . . O17 O 0.4517(12) 0.9752(11) 0.1287(11) 0.159(4) Uani 1 1 d . . . N1 N -0.0383(5) 0.9564(4) 0.2831(4) 0.0338(9) Uani 1 1 d . . . N2 N 1.1690(4) 0.2620(5) 1.0507(4) 0.0354(10) Uani 1 1 d . . . C1 C 0.2819(4) 0.8544(4) 0.4042(4) 0.0186(8) Uani 1 1 d . . . C2 C 0.2791(4) 0.9807(4) 0.4314(4) 0.0197(8) Uani 1 1 d . . . H2 H 0.3492 0.9870 0.4635 0.024 Uiso 1 1 calc R . . C3 C 0.1732(4) 1.0956(4) 0.4111(4) 0.0182(7) Uani 1 1 d . . . C4 C 0.0665(4) 1.0878(4) 0.3638(4) 0.0216(8) Uani 1 1 d . . . H4 H -0.0073 1.1641 0.3526 0.026 Uiso 1 1 calc R . . C5 C 0.0748(5) 0.9618(4) 0.3341(4) 0.0231(8) Uani 1 1 d . . . C6 C 0.1778(5) 0.8460(4) 0.3544(4) 0.0244(9) Uani 1 1 d . . . H6 H 0.1781 0.7633 0.3352 0.029 Uiso 1 1 calc R . . C7 C 0.3918(4) 0.7309(4) 0.4359(4) 0.0206(8) Uani 1 1 d . . . C8 C 0.1668(5) 1.2328(4) 0.4390(4) 0.0210(8) Uani 1 1 d . . . C9 C 0.8963(4) 0.4159(4) 0.8753(4) 0.0194(8) Uani 1 1 d . . . C10 C 0.7750(4) 0.4402(5) 0.9675(4) 0.0229(8) Uani 1 1 d . . . H10 H 0.6885 0.4797 0.9486 0.027 Uiso 1 1 calc R . . C11 C 0.7812(4) 0.4059(5) 1.0888(4) 0.0223(8) Uani 1 1 d . . . C12 C 0.9101(5) 0.3479(5) 1.1169(4) 0.0251(9) Uani 1 1 d . . . H12 H 0.9160 0.3256 1.1973 0.030 Uiso 1 1 calc R . . C13 C 1.0301(5) 0.3238(5) 1.0225(4) 0.0249(9) Uani 1 1 d . . . C14 C 1.0260(4) 0.3557(5) 0.9029(4) 0.0226(8) Uani 1 1 d . . . H14 H 1.1082 0.3375 0.8414 0.027 Uiso 1 1 calc R . . C15 C 0.8902(4) 0.4538(4) 0.7451(4) 0.0178(7) Uani 1 1 d . . . C16 C 0.6493(5) 0.4266(5) 1.1880(4) 0.0244(9) Uani 1 1 d . . . H13A H 0.5018 0.7388 0.8444 0.029 Uiso 1 1 d . . . H13B H 0.4517 0.8648 0.7784 0.029 Uiso 1 1 d . . . H14A H 0.7828 0.5744 0.3773 0.029 Uiso 1 1 d . . . H14B H 0.7198 0.4713 0.3920 0.029 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.01522(11) 0.01491(12) 0.02003(12) -0.00156(7) -0.00723(8) -0.00361(8) Cu1 0.0241(3) 0.0110(3) 0.0172(3) -0.0020(2) 0.0020(3) -0.0021(3) O1 0.0263(16) 0.0120(14) 0.0426(19) -0.0009(13) -0.0080(14) -0.0007(12) O2 0.0276(16) 0.0218(16) 0.0384(18) 0.0049(13) -0.0203(14) -0.0038(13) O3 0.0379(19) 0.0232(16) 0.047(2) 0.0010(14) -0.0186(16) -0.0170(15) O4 0.0298(16) 0.0139(14) 0.0344(17) -0.0060(12) -0.0075(13) -0.0012(12) O5 0.070(3) 0.036(2) 0.140(5) 0.002(3) -0.083(4) -0.010(2) O6 0.066(3) 0.031(2) 0.099(4) 0.000(2) -0.056(3) -0.021(2) O7 0.0200(14) 0.0283(16) 0.0199(14) 0.0005(12) -0.0017(11) -0.0061(12) O8 0.0213(15) 0.045(2) 0.0237(15) 0.0063(14) -0.0116(12) -0.0109(14) O9 0.0171(14) 0.051(2) 0.0244(16) 0.0021(15) -0.0035(12) -0.0041(15) O10 0.0224(14) 0.0339(17) 0.0184(14) -0.0021(12) -0.0041(11) -0.0083(13) O11 0.034(2) 0.087(3) 0.034(2) 0.013(2) -0.0216(17) -0.012(2) O12 0.022(2) 0.129(5) 0.045(3) -0.003(3) -0.0115(18) 0.008(3) O13 0.081(4) 0.056(3) 0.065(3) -0.039(3) 0.011(3) -0.031(3) O14 0.0258(16) 0.0357(18) 0.0293(17) -0.0082(14) 0.0015(13) -0.0151(14) O15 0.111(6) 0.102(5) 0.078(4) -0.023(4) -0.030(4) -0.035(5) O16 0.088(5) 0.192(10) 0.120(7) -0.017(7) -0.012(5) -0.071(6) O17 0.148(9) 0.109(8) 0.173(10) 0.000(7) 0.000(8) -0.016(7) N1 0.035(2) 0.025(2) 0.050(3) 0.0036(18) -0.028(2) -0.0099(17) N2 0.024(2) 0.044(3) 0.034(2) 0.0047(19) -0.0132(17) -0.0032(18) C1 0.0173(18) 0.0122(18) 0.0246(19) -0.0008(15) -0.0082(15) -0.0006(14) C2 0.0172(18) 0.0143(18) 0.028(2) -0.0007(15) -0.0078(15) -0.0046(15) C3 0.0206(18) 0.0108(17) 0.0224(19) -0.0014(14) -0.0052(15) -0.0038(15) C4 0.0199(18) 0.0132(18) 0.031(2) 0.0029(16) -0.0098(16) -0.0038(15) C5 0.023(2) 0.020(2) 0.031(2) -0.0019(17) -0.0142(17) -0.0071(16) C6 0.028(2) 0.018(2) 0.032(2) -0.0014(17) -0.0128(18) -0.0078(17) C7 0.0211(19) 0.0158(19) 0.0234(19) 0.0037(15) -0.0044(15) -0.0065(15) C8 0.027(2) 0.0137(18) 0.024(2) 0.0007(15) -0.0081(16) -0.0079(16) C9 0.0181(18) 0.024(2) 0.0177(19) 0.0026(15) -0.0082(15) -0.0068(16) C10 0.0184(18) 0.030(2) 0.022(2) 0.0018(17) -0.0080(16) -0.0086(17) C11 0.0183(19) 0.026(2) 0.0205(19) -0.0019(16) -0.0021(15) -0.0059(16) C12 0.027(2) 0.030(2) 0.0187(19) 0.0019(17) -0.0079(17) -0.0082(18) C13 0.019(2) 0.030(2) 0.024(2) 0.0029(17) -0.0106(17) -0.0043(17) C14 0.0165(18) 0.026(2) 0.022(2) 0.0001(16) -0.0039(15) -0.0042(16) C15 0.0191(18) 0.0182(18) 0.0184(18) -0.0012(14) -0.0066(15) -0.0071(15) C16 0.021(2) 0.028(2) 0.022(2) -0.0037(17) -0.0023(16) -0.0065(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O8 2.321(3) . ? Eu1 O2 2.336(3) . ? Eu1 O1 2.350(3) 2_666 ? Eu1 O13 2.399(4) . ? Eu1 O14 2.429(3) . ? Eu1 O3 2.441(3) 2_676 ? Eu1 O10 2.462(3) 2_667 ? Eu1 O9 2.535(4) 2_667 ? Eu1 C16 2.851(4) 2_667 ? Eu1 H13A 2.7873 . ? Cu1 O4 1.912(3) 2_586 ? Cu1 O4 1.912(3) . ? Cu1 O7 1.954(3) 1_465 ? Cu1 O7 1.954(3) 2_676 ? O1 C7 1.247(5) . ? O1 Eu1 2.350(3) 2_666 ? O2 C7 1.253(5) . ? O3 C8 1.241(5) . ? O3 Eu1 2.441(3) 2_676 ? O4 C8 1.261(6) . ? O5 N1 1.210(6) . ? O6 N1 1.203(6) . ? O7 C15 1.254(5) . ? O7 Cu1 1.954(3) 1_645 ? O8 C15 1.242(5) . ? O9 C16 1.248(6) . ? O9 Eu1 2.535(4) 2_667 ? O10 C16 1.271(6) . ? O10 Eu1 2.462(3) 2_667 ? O11 N2 1.208(6) . ? O12 N2 1.209(6) . ? O13 H13A 0.9084 . ? O13 H13B 0.8863 . ? O14 H14A 0.8971 . ? O14 H14B 0.9013 . ? N1 C5 1.476(5) . ? N2 C13 1.481(6) . ? C1 C6 1.392(6) . ? C1 C2 1.403(5) . ? C1 C7 1.496(6) . ? C2 C3 1.380(6) . ? C2 H2 0.9300 . ? C3 C4 1.397(6) . ? C3 C8 1.506(5) . ? C4 C5 1.389(6) . ? C4 H4 0.9300 . ? C5 C6 1.370(6) . ? C6 H6 0.9300 . ? C9 C10 1.381(6) . ? C9 C14 1.391(5) . ? C9 C15 1.500(5) . ? C10 C11 1.395(6) . ? C10 H10 0.9300 . ? C11 C12 1.384(6) . ? C11 C16 1.500(6) . ? C12 C13 1.387(6) . ? C12 H12 0.9300 . ? C13 C14 1.369(6) . ? C14 H14 0.9300 . ? C16 Eu1 2.851(4) 2_667 ? 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 O8 Eu1 O2 155.04(12) . . ? O8 Eu1 O1 85.32(13) . 2_666 ? O2 Eu1 O1 108.02(12) . 2_666 ? O8 Eu1 O13 90.60(19) . . ? O2 Eu1 O13 88.65(18) . . ? O1 Eu1 O13 147.67(16) 2_666 . ? O8 Eu1 O14 88.52(13) . . ? O2 Eu1 O14 77.45(13) . . ? O1 Eu1 O14 68.76(12) 2_666 . ? O13 Eu1 O14 143.31(16) . . ? O8 Eu1 O3 80.36(12) . 2_676 ? O2 Eu1 O3 75.63(12) . 2_676 ? O1 Eu1 O3 137.63(12) 2_666 2_676 ? O13 Eu1 O3 72.51(16) . 2_676 ? O14 Eu1 O3 71.19(12) . 2_676 ? O8 Eu1 O10 129.63(11) . 2_667 ? O2 Eu1 O10 74.63(12) . 2_667 ? O1 Eu1 O10 78.96(12) 2_666 2_667 ? O13 Eu1 O10 79.17(16) . 2_667 ? O14 Eu1 O10 127.51(11) . 2_667 ? O3 Eu1 O10 138.97(12) 2_676 2_667 ? O8 Eu1 O9 78.00(11) . 2_667 ? O2 Eu1 O9 124.78(12) . 2_667 ? O1 Eu1 O9 77.56(13) 2_666 2_667 ? O13 Eu1 O9 70.22(17) . 2_667 ? O14 Eu1 O9 144.62(13) . 2_667 ? O3 Eu1 O9 136.28(13) 2_676 2_667 ? O10 Eu1 O9 52.01(11) 2_667 2_667 ? O8 Eu1 C16 103.94(13) . 2_667 ? O2 Eu1 C16 99.21(13) . 2_667 ? O1 Eu1 C16 79.92(13) 2_666 2_667 ? O13 Eu1 C16 69.97(16) . 2_667 ? O14 Eu1 C16 145.26(12) . 2_667 ? O3 Eu1 C16 142.24(13) 2_676 2_667 ? O10 Eu1 C16 26.39(12) 2_667 2_667 ? O9 Eu1 C16 25.94(12) 2_667 2_667 ? O8 Eu1 H13A 78.4 . . ? O2 Eu1 H13A 105.4 . . ? O1 Eu1 H13A 131.6 2_666 . ? O13 Eu1 H13A 18.3 . . ? O14 Eu1 H13A 153.7 . . ? O3 Eu1 H13A 84.1 2_676 . ? O10 Eu1 H13A 77.4 2_667 . ? O9 Eu1 H13A 54.6 2_667 . ? C16 Eu1 H13A 60.9 2_667 . ? O4 Cu1 O4 180.000(1) 2_586 . ? O4 Cu1 O7 89.03(14) 2_586 1_465 ? O4 Cu1 O7 90.97(14) . 1_465 ? O4 Cu1 O7 90.97(14) 2_586 2_676 ? O4 Cu1 O7 89.03(14) . 2_676 ? O7 Cu1 O7 180.000(1) 1_465 2_676 ? C7 O1 Eu1 173.6(3) . 2_666 ? C7 O2 Eu1 129.5(3) . . ? C8 O3 Eu1 141.8(3) . 2_676 ? C8 O4 Cu1 124.6(3) . . ? C15 O7 Cu1 117.8(3) . 1_645 ? C15 O8 Eu1 164.7(3) . . ? C16 O9 Eu1 91.3(3) . 2_667 ? C16 O10 Eu1 94.2(3) . 2_667 ? Eu1 O13 H13A 105.8 . . ? Eu1 O13 H13B 144.0 . . ? H13A O13 H13B 108.1 . . ? Eu1 O14 H14A 124.3 . . ? Eu1 O14 H14B 116.1 . . ? H14A O14 H14B 106.4 . . ? O6 N1 O5 122.6(4) . . ? O6 N1 C5 118.4(4) . . ? O5 N1 C5 118.8(4) . . ? O11 N2 O12 123.8(4) . . ? O11 N2 C13 118.3(4) . . ? O12 N2 C13 117.8(4) . . ? C6 C1 C2 119.3(4) . . ? C6 C1 C7 121.2(4) . . ? C2 C1 C7 119.4(4) . . ? C3 C2 C1 120.7(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 120.4(4) . . ? C2 C3 C8 122.2(4) . . ? C4 C3 C8 117.4(4) . . ? C5 C4 C3 117.5(4) . . ? C5 C4 H4 121.3 . . ? C3 C4 H4 121.3 . . ? C6 C5 C4 123.4(4) . . ? C6 C5 N1 120.1(4) . . ? C4 C5 N1 116.5(4) . . ? C5 C6 C1 118.7(4) . . ? C5 C6 H6 120.7 . . ? C1 C6 H6 120.7 . . ? O1 C7 O2 124.0(4) . . ? O1 C7 C1 118.5(4) . . ? O2 C7 C1 117.5(4) . . ? O3 C8 O4 126.2(4) . . ? O3 C8 C3 119.7(4) . . ? O4 C8 C3 114.0(4) . . ? C10 C9 C14 120.0(4) . . ? C10 C9 C15 120.7(4) . . ? C14 C9 C15 119.3(4) . . ? C9 C10 C11 120.6(4) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 119.7(4) . . ? C12 C11 C16 119.8(4) . . ? C10 C11 C16 120.4(4) . . ? C11 C12 C13 118.5(4) . . ? C11 C12 H12 120.7 . . ? C13 C12 H12 120.7 . . ? C14 C13 C12 122.6(4) . . ? C14 C13 N2 118.1(4) . . ? C12 C13 N2 119.4(4) . . ? C13 C14 C9 118.7(4) . . ? C13 C14 H14 120.7 . . ? C9 C14 H14 120.7 . . ? O8 C15 O7 124.4(4) . . ? O8 C15 C9 118.9(4) . . ? O7 C15 C9 116.7(3) . . ? O9 C16 O10 121.0(4) . . ? O9 C16 C11 120.3(4) . . ? O10 C16 C11 118.7(4) . . ? O9 C16 Eu1 62.7(2) . 2_667 ? O10 C16 Eu1 59.4(2) . 2_667 ? C11 C16 Eu1 166.7(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.752 _refine_diff_density_min -0.855 _refine_diff_density_rms 0.184 # = = = END data_4b _database_code_depnum_ccdc_archive 'CCDC 631468' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu Eu2 N4 O26' _chemical_formula_weight 1239.96 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 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.838(2) _cell_length_b 10.222(2) _cell_length_c 11.026(2) _cell_angle_alpha 71.83(3) _cell_angle_beta 84.19(3) _cell_angle_gamma 71.53(3) _cell_volume 999.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8013 _cell_measurement_theta_min 3.39 _cell_measurement_theta_max 27.12 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.061 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 599 _exptl_absorpt_coefficient_mu 3.731 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3269 _exptl_absorpt_correction_T_max 0.4705 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 7914 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.0960 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 27.53 _reflns_number_total 3779 _reflns_number_gt 3384 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.1234P)^2^+11.0045P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 3779 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0777 _refine_ls_wR_factor_ref 0.2130 _refine_ls_wR_factor_gt 0.2070 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 Eu1 Eu 0.40290(5) 0.40608(5) -0.08071(5) 0.0244(2) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.0000 0.0275(4) Uani 1 2 d S . . O1 O 0.3324(8) 0.1733(8) 0.0003(8) 0.0328(18) Uani 1 1 d . . . O2 O 0.1624(8) 0.3771(8) -0.0205(9) 0.040(2) Uani 1 1 d . . . O3 O -0.3567(8) 0.3838(7) 0.0148(7) 0.0308(17) Uani 1 1 d . . . O4 O -0.3817(8) 0.1836(8) 0.0036(8) 0.0337(18) Uani 1 1 d . . . O5 O -0.0204(14) -0.2563(11) 0.2854(16) 0.089(5) Uani 1 1 d . . . O6 O 0.1986(10) -0.2747(10) 0.2597(12) 0.062(3) Uani 1 1 d . . . O7 O 0.3825(9) 0.3412(9) 0.1483(7) 0.0355(19) Uani 1 1 d . . . O8 O 0.4851(9) 0.4470(8) 0.2435(7) 0.0344(18) Uani 1 1 d . . . O9 O 0.4405(10) 0.3003(9) 0.7493(8) 0.0375(19) Uani 1 1 d . . . O10 O 0.4904(10) 0.0608(9) 0.8179(8) 0.041(2) Uani 1 1 d . . . O11 O 0.2382(15) -0.1326(12) 0.6103(10) 0.066(3) Uani 1 1 d . . . O12 O 0.205(2) -0.0505(18) 0.4080(12) 0.106(6) Uani 1 1 d . . . O13 O 0.2188(10) 0.5822(9) -0.2392(9) 0.045(2) Uani 1 1 d . . . N1 N 0.2447(13) -0.0449(13) 0.5037(12) 0.047(3) Uani 1 1 d . . . N2 N 0.0759(12) -0.2051(11) 0.2463(11) 0.044(3) Uani 1 1 d . . . C1 C 0.0945(11) 0.1654(11) 0.0661(10) 0.025(2) Uani 1 1 d . . . C2 C -0.0491(11) 0.2406(10) 0.0407(9) 0.024(2) Uani 1 1 d . . . H2 H -0.0763 0.3398 0.0017 0.029 Uiso 1 1 calc R . . C3 C -0.1521(12) 0.1698(11) 0.0727(11) 0.032(2) Uani 1 1 d . . . C4 C -0.1121(10) 0.0236(11) 0.1379(11) 0.027(2) Uani 1 1 d . . . H4 H -0.1797 -0.0262 0.1577 0.033 Uiso 1 1 calc R . . C5 C 0.0309(12) -0.0481(11) 0.1736(11) 0.031(2) Uani 1 1 d . . . C6 C 0.1369(12) 0.0173(11) 0.1353(11) 0.030(2) Uani 1 1 d . . . H6 H 0.2327 -0.0339 0.1543 0.036 Uiso 1 1 calc R . . C7 C 0.2030(11) 0.2435(12) 0.0124(11) 0.028(2) Uani 1 1 d . . . C8 C -0.3078(11) 0.2486(11) 0.0306(12) 0.031(3) Uani 1 1 d . . . C9 C 0.3880(12) 0.2685(11) 0.3743(11) 0.030(2) Uani 1 1 d . . . C10 C 0.4225(12) 0.2807(11) 0.4888(10) 0.030(2) Uani 1 1 d . . . H10 H 0.4564 0.3564 0.4873 0.037 Uiso 1 1 calc R . . C11 C 0.4073(13) 0.1816(11) 0.6064(10) 0.029(2) Uani 1 1 d . . . C12 C 0.3526(13) 0.0717(12) 0.6107(10) 0.033(3) Uani 1 1 d . . . H12 H 0.3475 0.0013 0.6870 0.039 Uiso 1 1 calc R . . C13 C 0.3052(14) 0.0698(11) 0.4971(10) 0.034(3) Uani 1 1 d . . . C14 C 0.3262(13) 0.1618(12) 0.3793(12) 0.035(3) Uani 1 1 d . . . H14 H 0.2992 0.1525 0.3047 0.042 Uiso 1 1 calc R . . C15 C 0.4186(11) 0.3614(11) 0.2439(11) 0.030(2) Uani 1 1 d . . . C16 C 0.4505(12) 0.1847(12) 0.7347(11) 0.032(2) Uani 1 1 d . . . H13A H 0.1339 0.6035 -0.1864 0.038 Uiso 1 1 d . . . H13B H 0.2709 0.6511 -0.2891 0.038 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0286(3) 0.0203(3) 0.0280(4) -0.0094(2) 0.0018(2) -0.0106(2) Cu1 0.0321(9) 0.0209(8) 0.0267(9) -0.0083(7) -0.0003(7) -0.0030(7) O1 0.028(4) 0.024(4) 0.048(5) -0.014(3) 0.003(3) -0.008(3) O2 0.030(4) 0.023(4) 0.067(6) -0.012(4) -0.005(4) -0.009(3) O3 0.037(4) 0.019(3) 0.033(4) -0.003(3) -0.001(3) -0.008(3) O4 0.037(4) 0.025(4) 0.045(5) -0.015(3) -0.001(4) -0.012(3) O5 0.071(8) 0.033(5) 0.135(12) 0.015(6) 0.010(8) -0.020(5) O6 0.033(4) 0.032(5) 0.093(8) 0.005(5) 0.000(5) 0.002(4) O7 0.055(5) 0.038(4) 0.018(4) -0.006(3) 0.001(3) -0.023(4) O8 0.044(4) 0.037(4) 0.031(4) -0.009(3) 0.005(3) -0.027(4) O9 0.060(5) 0.032(4) 0.035(4) -0.021(3) 0.005(4) -0.023(4) O10 0.060(6) 0.024(4) 0.033(4) -0.010(3) 0.000(4) -0.003(4) O11 0.114(10) 0.055(6) 0.047(6) -0.008(5) 0.015(6) -0.061(7) O12 0.206(18) 0.121(12) 0.043(7) -0.006(7) -0.018(9) -0.133(13) O13 0.048(5) 0.037(5) 0.051(5) -0.009(4) -0.004(4) -0.016(4) N1 0.059(7) 0.052(7) 0.048(7) -0.021(5) 0.008(6) -0.037(6) N2 0.050(6) 0.025(5) 0.050(6) -0.003(4) 0.009(5) -0.014(4) C1 0.029(5) 0.025(5) 0.026(5) -0.011(4) 0.003(4) -0.012(4) C2 0.030(5) 0.021(5) 0.022(5) -0.008(4) 0.008(4) -0.012(4) C3 0.040(6) 0.020(5) 0.040(6) -0.015(4) -0.001(5) -0.008(4) C4 0.019(4) 0.028(5) 0.037(6) -0.012(4) 0.006(4) -0.008(4) C5 0.041(6) 0.018(5) 0.036(6) -0.009(4) 0.001(5) -0.010(4) C6 0.032(5) 0.026(5) 0.036(6) -0.015(4) 0.005(5) -0.010(4) C7 0.020(4) 0.031(5) 0.035(6) -0.014(4) -0.004(4) -0.005(4) C8 0.026(5) 0.022(5) 0.049(7) -0.018(5) 0.005(5) -0.005(4) C9 0.038(6) 0.026(5) 0.032(6) -0.011(4) 0.000(5) -0.014(4) C10 0.042(6) 0.021(5) 0.027(5) -0.006(4) 0.005(5) -0.012(4) C11 0.046(6) 0.025(5) 0.016(5) -0.004(4) 0.008(4) -0.014(4) C12 0.047(6) 0.028(5) 0.022(5) -0.006(4) 0.006(5) -0.014(5) C13 0.054(7) 0.026(5) 0.024(5) -0.002(4) 0.006(5) -0.021(5) C14 0.043(6) 0.032(6) 0.038(6) -0.015(5) 0.002(5) -0.020(5) C15 0.030(5) 0.025(5) 0.035(6) -0.009(4) 0.001(4) -0.010(4) C16 0.033(5) 0.035(6) 0.028(5) -0.007(4) 0.005(4) -0.014(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O3 2.374(8) 2_565 ? Eu1 O8 2.379(7) 2_665 ? Eu1 O9 2.386(8) 1_554 ? Eu1 O7 2.407(7) . ? Eu1 O2 2.476(8) . ? Eu1 O13 2.488(9) . ? Eu1 O1 2.556(7) . ? Eu1 O4 2.560(8) 1_655 ? Eu1 O3 2.601(8) 1_655 ? Eu1 C8 2.961(11) 1_655 ? Eu1 Cu1 3.7803(11) 1_554 ? Eu1 Eu1 3.9560(13) 2_665 ? Cu1 O10 1.910(9) 2_657 ? Cu1 O10 1.910(9) . ? Cu1 O1 2.002(7) 2_656 ? Cu1 O1 2.002(7) 1_556 ? Cu1 O4 2.514(8) 1_656 ? Cu1 O4 2.514(8) 2_556 ? Cu1 Eu1 3.7803(11) 1_556 ? Cu1 Eu1 3.7803(11) 2_656 ? O1 C7 1.265(12) . ? O1 Cu1 2.002(7) 1_554 ? O2 C7 1.237(13) . ? O3 C8 1.272(12) . ? O3 Eu1 2.374(8) 2_565 ? O3 Eu1 2.601(8) 1_455 ? O4 C8 1.237(14) . ? O4 Cu1 2.514(8) 1_454 ? O4 Eu1 2.560(8) 1_455 ? O5 N2 1.203(15) . ? O6 N2 1.188(14) . ? O7 C15 1.240(15) . ? O8 C15 1.246(14) . ? O8 Eu1 2.379(7) 2_665 ? O9 C16 1.214(14) . ? O9 Eu1 2.386(8) 1_556 ? O10 C16 1.278(13) . ? O11 N1 1.246(15) . ? O12 N1 1.187(17) . ? O13 H13A 0.9749 . ? O13 H13B 0.9956 . ? N1 C13 1.454(16) . ? N2 C5 1.495(13) . ? C1 C2 1.386(14) . ? C1 C6 1.411(15) . ? C1 C7 1.499(15) . ? C2 C3 1.381(15) . ? C2 H2 0.9300 . ? C3 C4 1.386(14) . ? C3 C8 1.530(15) . ? C4 C5 1.397(15) . ? C4 H4 0.9300 . ? C5 C6 1.374(15) . ? C6 H6 0.9300 . ? C8 Eu1 2.961(11) 1_455 ? C9 C10 1.391(17) . ? C9 C14 1.393(16) . ? C9 C15 1.517(15) . ? C10 C11 1.403(13) . ? C10 H10 0.9300 . ? C11 C12 1.379(16) . ? C11 C16 1.529(16) . ? C12 C13 1.388(17) . ? C12 H12 0.9300 . ? C13 C14 1.385(15) . ? C14 H14 0.9300 . ? 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 O3 Eu1 O8 77.1(3) 2_565 2_665 ? O3 Eu1 O9 148.6(3) 2_565 1_554 ? O8 Eu1 O9 75.8(3) 2_665 1_554 ? O3 Eu1 O7 70.9(3) 2_565 . ? O8 Eu1 O7 137.2(3) 2_665 . ? O9 Eu1 O7 140.5(3) 1_554 . ? O3 Eu1 O2 94.6(3) 2_565 . ? O8 Eu1 O2 139.7(3) 2_665 . ? O9 Eu1 O2 95.8(3) 1_554 . ? O7 Eu1 O2 71.7(3) . . ? O3 Eu1 O13 79.2(3) 2_565 . ? O8 Eu1 O13 71.1(3) 2_665 . ? O9 Eu1 O13 77.3(3) 1_554 . ? O7 Eu1 O13 127.3(3) . . ? O2 Eu1 O13 68.6(3) . . ? O3 Eu1 O1 135.2(3) 2_565 . ? O8 Eu1 O1 147.5(3) 2_665 . ? O9 Eu1 O1 72.3(3) 1_554 . ? O7 Eu1 O1 70.9(3) . . ? O2 Eu1 O1 51.4(2) . . ? O13 Eu1 O1 107.0(3) . . ? O3 Eu1 O4 121.6(3) 2_565 1_655 ? O8 Eu1 O4 100.5(3) 2_665 1_655 ? O9 Eu1 O4 79.1(3) 1_554 1_655 ? O7 Eu1 O4 74.3(3) . 1_655 ? O2 Eu1 O4 116.8(3) . 1_655 ? O13 Eu1 O4 156.2(3) . 1_655 ? O1 Eu1 O4 67.8(2) . 1_655 ? O3 Eu1 O3 74.8(3) 2_565 1_655 ? O8 Eu1 O3 73.8(3) 2_665 1_655 ? O9 Eu1 O3 112.0(3) 1_554 1_655 ? O7 Eu1 O3 71.0(3) . 1_655 ? O2 Eu1 O3 142.6(3) . 1_655 ? O13 Eu1 O3 139.9(3) . 1_655 ? O1 Eu1 O3 113.0(2) . 1_655 ? O4 Eu1 O3 49.9(2) 1_655 1_655 ? O3 Eu1 C8 98.8(3) 2_565 1_655 ? O8 Eu1 C8 86.7(3) 2_665 1_655 ? O9 Eu1 C8 95.2(3) 1_554 1_655 ? O7 Eu1 C8 71.3(3) . 1_655 ? O2 Eu1 C8 133.5(3) . 1_655 ? O13 Eu1 C8 157.7(3) . 1_655 ? O1 Eu1 C8 90.2(3) . 1_655 ? O4 Eu1 C8 24.5(3) 1_655 1_655 ? O3 Eu1 C8 25.4(3) 1_655 1_655 ? O3 Eu1 Cu1 149.97(18) 2_565 1_554 ? O8 Eu1 Cu1 124.6(2) 2_665 1_554 ? O9 Eu1 Cu1 61.2(2) 1_554 1_554 ? O7 Eu1 Cu1 79.6(2) . 1_554 ? O2 Eu1 Cu1 80.84(18) . 1_554 ? O13 Eu1 Cu1 125.1(2) . 1_554 ? O1 Eu1 Cu1 29.52(16) . 1_554 ? O4 Eu1 Cu1 41.37(17) 1_655 1_554 ? O3 Eu1 Cu1 90.87(16) 1_655 1_554 ? C8 Eu1 Cu1 65.7(2) 1_655 1_554 ? O3 Eu1 Eu1 39.38(19) 2_565 2_665 ? O8 Eu1 Eu1 71.5(2) 2_665 2_665 ? O9 Eu1 Eu1 139.3(2) 1_554 2_665 ? O7 Eu1 Eu1 65.7(2) . 2_665 ? O2 Eu1 Eu1 124.8(2) . 2_665 ? O13 Eu1 Eu1 113.0(2) . 2_665 ? O1 Eu1 Eu1 133.1(2) . 2_665 ? O4 Eu1 Eu1 83.73(18) 1_655 2_665 ? O3 Eu1 Eu1 35.39(16) 1_655 2_665 ? C8 Eu1 Eu1 59.9(2) 1_655 2_665 ? Cu1 Eu1 Eu1 121.98(3) 1_554 2_665 ? O10 Cu1 O10 180.000(1) 2_657 . ? O10 Cu1 O1 88.5(4) 2_657 2_656 ? O10 Cu1 O1 91.5(4) . 2_656 ? O10 Cu1 O1 91.5(4) 2_657 1_556 ? O10 Cu1 O1 88.5(4) . 1_556 ? O1 Cu1 O1 180.000(1) 2_656 1_556 ? O10 Cu1 O4 87.0(3) 2_657 1_656 ? O10 Cu1 O4 93.0(3) . 1_656 ? O1 Cu1 O4 102.6(3) 2_656 1_656 ? O1 Cu1 O4 77.4(3) 1_556 1_656 ? O10 Cu1 O4 93.0(3) 2_657 2_556 ? O10 Cu1 O4 87.0(3) . 2_556 ? O1 Cu1 O4 77.4(3) 2_656 2_556 ? O1 Cu1 O4 102.6(3) 1_556 2_556 ? O4 Cu1 O4 180.000(1) 1_656 2_556 ? O10 Cu1 Eu1 102.6(2) 2_657 1_556 ? O10 Cu1 Eu1 77.4(2) . 1_556 ? O1 Cu1 Eu1 141.0(2) 2_656 1_556 ? O1 Cu1 Eu1 39.0(2) 1_556 1_556 ? O4 Cu1 Eu1 42.31(18) 1_656 1_556 ? O4 Cu1 Eu1 137.69(18) 2_556 1_556 ? O10 Cu1 Eu1 77.4(2) 2_657 2_656 ? O10 Cu1 Eu1 102.6(2) . 2_656 ? O1 Cu1 Eu1 39.0(2) 2_656 2_656 ? O1 Cu1 Eu1 141.0(2) 1_556 2_656 ? O4 Cu1 Eu1 137.69(18) 1_656 2_656 ? O4 Cu1 Eu1 42.31(18) 2_556 2_656 ? Eu1 Cu1 Eu1 180.0 1_556 2_656 ? C7 O1 Cu1 157.1(8) . 1_554 ? C7 O1 Eu1 91.3(6) . . ? Cu1 O1 Eu1 111.5(3) 1_554 . ? C7 O2 Eu1 95.8(6) . . ? C8 O3 Eu1 153.5(8) . 2_565 ? C8 O3 Eu1 93.3(7) . 1_455 ? Eu1 O3 Eu1 105.2(3) 2_565 1_455 ? C8 O4 Cu1 164.8(8) . 1_454 ? C8 O4 Eu1 96.2(6) . 1_455 ? Cu1 O4 Eu1 96.3(3) 1_454 1_455 ? C15 O7 Eu1 142.9(7) . . ? C15 O8 Eu1 133.7(7) . 2_665 ? C16 O9 Eu1 138.3(8) . 1_556 ? C16 O10 Cu1 133.2(8) . . ? Eu1 O13 H13A 102.8 . . ? Eu1 O13 H13B 101.8 . . ? H13A O13 H13B 126.6 . . ? O12 N1 O11 123.5(12) . . ? O12 N1 C13 118.7(12) . . ? O11 N1 C13 117.8(11) . . ? O6 N2 O5 122.9(11) . . ? O6 N2 C5 121.7(10) . . ? O5 N2 C5 115.4(11) . . ? C2 C1 C6 120.5(9) . . ? C2 C1 C7 118.2(9) . . ? C6 C1 C7 121.2(9) . . ? C3 C2 C1 120.8(9) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 119.4(10) . . ? C2 C3 C8 120.9(9) . . ? C4 C3 C8 119.6(10) . . ? C3 C4 C5 119.2(10) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 122.3(10) . . ? C6 C5 N2 117.3(10) . . ? C4 C5 N2 120.1(10) . . ? C5 C6 C1 117.3(10) . . ? C5 C6 H6 121.3 . . ? C1 C6 H6 121.3 . . ? O2 C7 O1 121.4(10) . . ? O2 C7 C1 118.4(9) . . ? O1 C7 C1 120.2(10) . . ? O4 C8 O3 120.5(10) . . ? O4 C8 C3 120.3(9) . . ? O3 C8 C3 119.0(10) . . ? O4 C8 Eu1 59.3(6) . 1_455 ? O3 C8 Eu1 61.3(6) . 1_455 ? C3 C8 Eu1 173.6(8) . 1_455 ? C10 C9 C14 118.2(10) . . ? C10 C9 C15 123.8(10) . . ? C14 C9 C15 118.0(10) . . ? C9 C10 C11 121.6(11) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C12 C11 C10 119.9(11) . . ? C12 C11 C16 116.0(9) . . ? C10 C11 C16 124.1(10) . . ? C11 C12 C13 117.6(10) . . ? C11 C12 H12 121.2 . . ? C13 C12 H12 121.2 . . ? C14 C13 C12 123.0(11) . . ? C14 C13 N1 119.7(11) . . ? C12 C13 N1 116.9(10) . . ? C13 C14 C9 119.0(12) . . ? C13 C14 H14 120.5 . . ? C9 C14 H14 120.5 . . ? O7 C15 O8 125.9(10) . . ? O7 C15 C9 118.1(10) . . ? O8 C15 C9 115.9(10) . . ? O9 C16 O10 126.8(12) . . ? O9 C16 C11 118.8(10) . . ? O10 C16 C11 114.3(10) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13B O11 1.00 2.08 2.926(12) 141.9 1_564 _diffrn_measured_fraction_theta_max 0.818 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.922 _refine_diff_density_max 4.652 _refine_diff_density_min -3.556 _refine_diff_density_rms 0.297 # = = = END data_3a _database_code_depnum_ccdc_archive 'CCDC 631469' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N4 O34 Sm2' _chemical_formula_weight 1380.86 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' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 '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 10.528(2) _cell_length_b 10.671(2) _cell_length_c 11.378(2) _cell_angle_alpha 83.14(3) _cell_angle_beta 74.61(3) _cell_angle_gamma 69.34(3) _cell_volume 1152.7(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11049 _cell_measurement_theta_min 3.14 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.989 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 677 _exptl_absorpt_coefficient_mu 3.084 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3227 _exptl_absorpt_correction_T_max 0.5489 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 11295 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0221 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5187 _reflns_number_gt 4985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0877P)^2^+4.6996P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5187 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.1218 _refine_ls_wR_factor_gt 0.1209 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.010 _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 Sm1 Sm 0.58795(2) 0.596724(19) 0.630937(18) 0.01373(10) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01798(18) Uani 1 2 d S . . O1 O 0.3959(4) 0.6208(3) 0.4076(4) 0.0264(8) Uani 1 1 d . . . O2 O 0.4703(4) 0.7478(4) 0.4954(4) 0.0271(8) Uani 1 1 d . . . O3 O 0.2756(4) 1.2522(4) 0.4423(4) 0.0303(8) Uani 1 1 d . . . O4 O 0.0467(4) 1.3200(3) 0.4548(3) 0.0263(8) Uani 1 1 d . . . O5 O -0.1259(6) 1.0610(5) 0.2631(6) 0.0574(16) Uani 1 1 d . . . O6 O -0.0463(6) 0.8479(5) 0.2744(6) 0.0523(14) Uani 1 1 d . . . O7 O 1.0057(4) 0.4409(4) 0.6684(3) 0.0215(7) Uani 1 1 d . . . O8 O 0.7763(4) 0.4889(4) 0.7178(3) 0.0267(8) Uani 1 1 d . . . O9 O 0.5328(4) 0.4809(4) 1.1617(3) 0.0299(8) Uani 1 1 d . . . O10 O 0.6605(4) 0.3887(4) 1.2951(3) 0.0240(7) Uani 1 1 d . . . O11 O 1.1720(5) 0.2491(6) 1.1593(4) 0.0483(13) Uani 1 1 d . . . O12 O 1.2715(5) 0.2399(7) 0.9681(5) 0.0614(17) Uani 1 1 d . . . O13 O 0.5041(7) 0.7705(6) 0.7786(5) 0.0630(17) Uani 1 1 d . . . O14 O 0.7442(4) 0.5236(4) 0.4331(3) 0.0290(8) Uani 1 1 d . . . O15 O 0.4211(9) 0.7466(8) 0.0339(7) 0.0753(19) Uani 1 1 d . . . O16 O 0.6374(15) 0.894(2) 0.2995(11) 0.203(9) Uani 1 1 d . . . O17 O 0.4496(9) 0.9730(8) 0.1280(8) 0.103(3) Uani 1 1 d . . . N1 N -0.0392(5) 0.9568(5) 0.2863(5) 0.0284(10) Uani 1 1 d . . . N2 N 1.1679(5) 0.2645(5) 1.0523(4) 0.0313(10) Uani 1 1 d . . . C1 C 0.2809(5) 0.8557(4) 0.4061(4) 0.0166(8) Uani 1 1 d . . . C2 C 0.2793(5) 0.9815(4) 0.4315(4) 0.0170(8) Uani 1 1 d . . . H2 H 0.3501 0.9878 0.4626 0.020 Uiso 1 1 calc R . . C3 C 0.1726(5) 1.0971(4) 0.4106(4) 0.0160(8) Uani 1 1 d . . . C4 C 0.0668(5) 1.0881(5) 0.3649(4) 0.0194(9) Uani 1 1 d . . . H4 H -0.0073 1.1643 0.3539 0.023 Uiso 1 1 calc R . . C5 C 0.0738(5) 0.9632(5) 0.3362(4) 0.0188(9) Uani 1 1 d . . . C6 C 0.1771(5) 0.8459(5) 0.3568(4) 0.0192(9) Uani 1 1 d . . . H6 H 0.1773 0.7632 0.3384 0.023 Uiso 1 1 calc R . . C7 C 0.3909(5) 0.7318(4) 0.4381(4) 0.0182(9) Uani 1 1 d . . . C8 C 0.1674(5) 1.2334(4) 0.4377(4) 0.0183(9) Uani 1 1 d . . . C9 C 0.8973(5) 0.4160(5) 0.8749(4) 0.0173(9) Uani 1 1 d . . . C10 C 0.7755(5) 0.4413(5) 0.9672(4) 0.0185(9) Uani 1 1 d . . . H10 H 0.6892 0.4812 0.9478 0.022 Uiso 1 1 calc R . . C11 C 0.7807(5) 0.4079(5) 1.0881(4) 0.0194(9) Uani 1 1 d . . . C12 C 0.9102(5) 0.3486(5) 1.1173(4) 0.0215(9) Uani 1 1 d . . . H12 H 0.9156 0.3257 1.1977 0.026 Uiso 1 1 calc R . . C13 C 1.0311(5) 0.3247(5) 1.0233(5) 0.0215(10) Uani 1 1 d . . . C14 C 1.0266(5) 0.3564(5) 0.9030(4) 0.0192(9) Uani 1 1 d . . . H14 H 1.1087 0.3382 0.8417 0.023 Uiso 1 1 calc R . . C15 C 0.8926(5) 0.4518(4) 0.7448(4) 0.0141(8) Uani 1 1 d . . . C16 C 0.6492(5) 0.4290(5) 1.1870(4) 0.0204(9) Uani 1 1 d . . . H13A H 0.4877 0.7578 0.8603 0.024 Uiso 1 1 d . . . H13B H 0.4558 0.8535 0.7561 0.024 Uiso 1 1 d . . . H14B H 0.7528 0.5690 0.3623 0.024 Uiso 1 1 d . . . H14A H 0.7809 0.4335 0.4246 0.024 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.01331(14) 0.01255(14) 0.01592(15) -0.00049(8) -0.00612(9) -0.00313(9) Cu1 0.0236(4) 0.0092(3) 0.0136(4) -0.0014(3) 0.0039(3) -0.0022(3) O1 0.0268(19) 0.0123(16) 0.039(2) -0.0014(14) -0.0066(15) -0.0055(14) O2 0.0288(19) 0.0204(17) 0.035(2) 0.0053(14) -0.0201(16) -0.0046(15) O3 0.033(2) 0.0198(17) 0.047(2) 0.0015(15) -0.0157(17) -0.0152(16) O4 0.0295(19) 0.0110(16) 0.0324(19) -0.0052(13) -0.0036(15) -0.0010(14) O5 0.050(3) 0.032(2) 0.106(5) -0.001(3) -0.060(3) -0.002(2) O6 0.067(3) 0.028(2) 0.086(4) 0.001(2) -0.052(3) -0.021(2) O7 0.0182(16) 0.0257(17) 0.0181(16) 0.0034(13) -0.0020(12) -0.0073(14) O8 0.0159(17) 0.042(2) 0.0220(18) 0.0060(15) -0.0104(14) -0.0076(15) O9 0.0175(17) 0.045(2) 0.0202(17) 0.0018(15) -0.0036(13) -0.0041(16) O10 0.0209(17) 0.036(2) 0.0152(15) -0.0012(13) -0.0026(13) -0.0108(15) O11 0.032(2) 0.082(4) 0.028(2) 0.014(2) -0.0152(18) -0.014(2) O12 0.019(2) 0.103(5) 0.038(3) -0.001(3) -0.0049(19) 0.006(3) O13 0.081(4) 0.053(3) 0.056(3) -0.033(3) 0.011(3) -0.033(3) O14 0.0235(19) 0.036(2) 0.0261(18) -0.0058(15) 0.0040(14) -0.0140(16) O15 0.087(5) 0.081(5) 0.067(4) -0.008(3) -0.023(4) -0.034(4) O16 0.135(10) 0.46(3) 0.091(7) -0.045(11) 0.006(7) -0.199(15) O17 0.089(6) 0.069(5) 0.110(6) -0.006(4) 0.020(5) -0.008(4) N1 0.029(2) 0.022(2) 0.041(3) 0.0010(18) -0.021(2) -0.0082(18) N2 0.022(2) 0.040(3) 0.030(2) 0.007(2) -0.0135(18) -0.0053(19) C1 0.017(2) 0.013(2) 0.019(2) -0.0004(15) -0.0047(16) -0.0038(16) C2 0.017(2) 0.0122(19) 0.020(2) -0.0021(15) -0.0055(16) -0.0021(16) C3 0.020(2) 0.0101(19) 0.017(2) -0.0002(15) -0.0044(16) -0.0039(16) C4 0.022(2) 0.013(2) 0.021(2) 0.0019(16) -0.0080(17) -0.0015(17) C5 0.018(2) 0.018(2) 0.024(2) 0.0010(17) -0.0126(17) -0.0061(17) C6 0.022(2) 0.012(2) 0.025(2) -0.0005(16) -0.0118(18) -0.0049(17) C7 0.019(2) 0.0106(19) 0.021(2) 0.0026(15) -0.0024(17) -0.0034(16) C8 0.027(2) 0.013(2) 0.016(2) 0.0003(15) -0.0049(17) -0.0079(17) C9 0.017(2) 0.020(2) 0.013(2) 0.0007(16) -0.0059(17) -0.0041(17) C10 0.014(2) 0.025(2) 0.017(2) 0.0010(16) -0.0074(16) -0.0048(17) C11 0.015(2) 0.026(2) 0.016(2) -0.0014(17) -0.0012(16) -0.0068(18) C12 0.018(2) 0.030(3) 0.014(2) 0.0005(17) -0.0054(17) -0.0051(19) C13 0.017(2) 0.025(2) 0.020(2) 0.0013(18) -0.0071(18) -0.0033(18) C14 0.014(2) 0.023(2) 0.019(2) 0.0015(17) -0.0033(16) -0.0054(17) C15 0.0137(19) 0.0152(19) 0.0149(19) 0.0001(15) -0.0042(15) -0.0061(15) C16 0.016(2) 0.028(2) 0.017(2) -0.0026(17) -0.0008(16) -0.0083(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O8 2.323(4) . ? Sm1 O2 2.350(4) . ? Sm1 O1 2.353(4) 2_666 ? Sm1 O13 2.417(5) . ? Sm1 O14 2.435(4) . ? Sm1 O3 2.456(4) 2_676 ? Sm1 O10 2.479(4) 2_667 ? Sm1 O9 2.560(4) 2_667 ? Sm1 C16 2.863(5) 2_667 ? Cu1 O4 1.906(3) . ? Cu1 O4 1.906(3) 2_586 ? Cu1 O7 1.954(3) 1_465 ? Cu1 O7 1.954(3) 2_676 ? O1 C7 1.253(6) . ? O1 Sm1 2.353(4) 2_666 ? O2 C7 1.253(6) . ? O3 C8 1.239(6) . ? O3 Sm1 2.456(4) 2_676 ? O4 C8 1.261(6) . ? O5 N1 1.217(7) . ? O6 N1 1.216(6) . ? O7 C15 1.251(6) . ? O7 Cu1 1.954(3) 1_645 ? O8 C15 1.256(6) . ? O9 C16 1.249(6) . ? O9 Sm1 2.560(4) 2_667 ? O10 C16 1.276(6) . ? O10 Sm1 2.479(4) 2_667 ? O11 N2 1.219(7) . ? O12 N2 1.217(7) . ? O13 H13A 0.9014 . ? O13 H13B 0.8976 . ? O14 H14B 0.8897 . ? O14 H14A 0.9073 . ? N1 C5 1.471(6) . ? N2 C13 1.464(6) . ? C1 C6 1.393(7) . ? C1 C2 1.400(6) . ? C1 C7 1.500(6) . ? C2 C3 1.391(6) . ? C2 H2 0.9300 . ? C3 C4 1.384(7) . ? C3 C8 1.502(6) . ? C4 C5 1.382(6) . ? C4 H4 0.9300 . ? C5 C6 1.382(6) . ? C6 H6 0.9300 . ? C9 C10 1.389(6) . ? C9 C14 1.390(6) . ? C9 C15 1.493(6) . ? C10 C11 1.390(6) . ? C10 H10 0.9300 . ? C11 C12 1.396(7) . ? C11 C16 1.500(6) . ? C12 C13 1.394(7) . ? C12 H12 0.9300 . ? C13 C14 1.380(7) . ? C14 H14 0.9300 . ? C16 Sm1 2.863(5) 2_667 ? 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 O8 Sm1 O2 154.85(15) . . ? O8 Sm1 O1 84.94(15) . 2_666 ? O2 Sm1 O1 108.44(14) . 2_666 ? O8 Sm1 O13 89.2(2) . . ? O2 Sm1 O13 90.3(2) . . ? O1 Sm1 O13 146.48(18) 2_666 . ? O8 Sm1 O14 88.12(14) . . ? O2 Sm1 O14 77.61(14) . . ? O1 Sm1 O14 68.97(14) 2_666 . ? O13 Sm1 O14 143.90(17) . . ? O8 Sm1 O3 80.33(14) . 2_676 ? O2 Sm1 O3 75.51(14) . 2_676 ? O1 Sm1 O3 137.66(14) 2_666 2_676 ? O13 Sm1 O3 73.01(17) . 2_676 ? O14 Sm1 O3 71.06(14) . 2_676 ? O8 Sm1 O10 130.03(13) . 2_667 ? O2 Sm1 O10 74.42(13) . 2_667 ? O1 Sm1 O10 79.36(13) 2_666 2_667 ? O13 Sm1 O10 79.37(18) . 2_667 ? O14 Sm1 O10 127.77(13) . 2_667 ? O3 Sm1 O10 138.61(13) 2_676 2_667 ? O8 Sm1 O9 78.49(13) . 2_667 ? O2 Sm1 O9 124.50(13) . 2_667 ? O1 Sm1 O9 77.44(14) 2_666 2_667 ? O13 Sm1 O9 69.05(18) . 2_667 ? O14 Sm1 O9 144.79(14) . 2_667 ? O3 Sm1 O9 136.39(14) 2_676 2_667 ? O10 Sm1 O9 51.91(12) 2_667 2_667 ? O8 Sm1 C16 104.34(14) . 2_667 ? O2 Sm1 C16 99.01(15) . 2_667 ? O1 Sm1 C16 80.11(14) 2_666 2_667 ? O13 Sm1 C16 69.43(18) . 2_667 ? O14 Sm1 C16 145.55(14) . 2_667 ? O3 Sm1 C16 142.02(14) 2_676 2_667 ? O10 Sm1 C16 26.39(13) 2_667 2_667 ? O9 Sm1 C16 25.85(13) 2_667 2_667 ? O4 Cu1 O4 180.000(1) . 2_586 ? O4 Cu1 O7 90.81(16) . 1_465 ? O4 Cu1 O7 89.19(16) 2_586 1_465 ? O4 Cu1 O7 89.19(16) . 2_676 ? O4 Cu1 O7 90.81(16) 2_586 2_676 ? O7 Cu1 O7 180.00(6) 1_465 2_676 ? C7 O1 Sm1 174.1(4) . 2_666 ? C7 O2 Sm1 128.4(3) . . ? C8 O3 Sm1 142.8(3) . 2_676 ? C8 O4 Cu1 125.1(3) . . ? C15 O7 Cu1 118.2(3) . 1_645 ? C15 O8 Sm1 164.2(3) . . ? C16 O9 Sm1 90.8(3) . 2_667 ? C16 O10 Sm1 93.9(3) . 2_667 ? Sm1 O13 H13A 125.8 . . ? Sm1 O13 H13B 117.6 . . ? H13A O13 H13B 112.6 . . ? Sm1 O14 H14B 129.5 . . ? Sm1 O14 H14A 115.0 . . ? H14B O14 H14A 113.1 . . ? O6 N1 O5 122.1(5) . . ? O6 N1 C5 119.1(4) . . ? O5 N1 C5 118.8(4) . . ? O12 N2 O11 123.6(5) . . ? O12 N2 C13 118.0(5) . . ? O11 N2 C13 118.3(5) . . ? C6 C1 C2 120.0(4) . . ? C6 C1 C7 120.4(4) . . ? C2 C1 C7 119.5(4) . . ? C3 C2 C1 120.4(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 120.0(4) . . ? C4 C3 C8 118.3(4) . . ? C2 C3 C8 121.7(4) . . ? C5 C4 C3 118.4(4) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 123.3(4) . . ? C4 C5 N1 117.2(4) . . ? C6 C5 N1 119.4(4) . . ? C5 C6 C1 117.8(4) . . ? C5 C6 H6 121.1 . . ? C1 C6 H6 121.1 . . ? O1 C7 O2 124.8(4) . . ? O1 C7 C1 118.4(4) . . ? O2 C7 C1 116.7(4) . . ? O3 C8 O4 126.0(4) . . ? O3 C8 C3 120.2(4) . . ? O4 C8 C3 113.8(4) . . ? C10 C9 C14 119.9(4) . . ? C10 C9 C15 121.2(4) . . ? C14 C9 C15 118.8(4) . . ? C9 C10 C11 120.9(4) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C12 119.6(4) . . ? C10 C11 C16 120.9(4) . . ? C12 C11 C16 119.4(4) . . ? C13 C12 C11 118.6(4) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C14 C13 C12 122.2(4) . . ? C14 C13 N2 118.5(4) . . ? C12 C13 N2 119.4(4) . . ? C13 C14 C9 118.8(4) . . ? C13 C14 H14 120.6 . . ? C9 C14 H14 120.6 . . ? O7 C15 O8 123.7(4) . . ? O7 C15 C9 117.8(4) . . ? O8 C15 C9 118.5(4) . . ? O9 C16 O10 121.9(4) . . ? O9 C16 C11 120.0(4) . . ? O10 C16 C11 118.1(4) . . ? O9 C16 Sm1 63.4(3) . 2_667 ? O10 C16 Sm1 59.8(2) . 2_667 ? C11 C16 Sm1 166.4(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 4.005 _refine_diff_density_min -1.269 _refine_diff_density_rms 0.231 # = = = END data_3b _database_code_depnum_ccdc_archive 'CCDC 631470' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu N4 O26 Sm2' _chemical_formula_weight 1236.76 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' 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' Sm Sm -0.1638 3.4418 '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 9.849(2) _cell_length_b 10.341(2) _cell_length_c 10.999(2) _cell_angle_alpha 70.72(3) _cell_angle_beta 84.80(3) _cell_angle_gamma 70.78(3) _cell_volume 998.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8546 _cell_measurement_theta_min 3.38 _cell_measurement_theta_max 27.51 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 597 _exptl_absorpt_coefficient_mu 3.534 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3279 _exptl_absorpt_correction_T_max 0.4356 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 8183 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0826 _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 -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 27.44 _reflns_number_total 3725 _reflns_number_gt 3426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.1092P)^2^+8.7657P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 3725 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0661 _refine_ls_wR_factor_ref 0.1780 _refine_ls_wR_factor_gt 0.1739 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Sm1 Sm 0.40262(4) 0.40649(4) 0.41866(4) 0.0217(2) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.0250(4) Uani 1 2 d S . . O1 O 0.3322(6) 0.1733(6) 0.5006(7) 0.0298(14) Uani 1 1 d . . . O2 O 0.1623(7) 0.3770(7) 0.4770(8) 0.0395(17) Uani 1 1 d . . . O3 O -0.3569(6) 0.3822(6) 0.5163(6) 0.0260(13) Uani 1 1 d . . . O4 O -0.3816(7) 0.1826(7) 0.5037(7) 0.0311(14) Uani 1 1 d . . . O5 O -0.0201(10) -0.2553(9) 0.7868(13) 0.087(4) Uani 1 1 d . . . O6 O 0.1998(9) -0.2732(9) 0.7597(10) 0.064(3) Uani 1 1 d . . . O7 O 0.3814(7) 0.3420(8) 0.6484(6) 0.0339(15) Uani 1 1 d . . . O8 O 0.4858(7) 0.4450(7) 0.7439(6) 0.0347(15) Uani 1 1 d . . . O9 O 0.4396(8) 0.2992(7) 1.2477(6) 0.0343(15) Uani 1 1 d . . . O10 O 0.4901(8) 0.0591(7) 1.3184(6) 0.0357(16) Uani 1 1 d . . . O11 O 0.2383(12) -0.1304(10) 1.1091(8) 0.063(3) Uani 1 1 d . . . O12 O 0.2019(18) -0.0493(15) 0.9082(9) 0.107(6) Uani 1 1 d . . . O13 O 0.2171(8) 0.5848(8) 0.2610(7) 0.0411(17) Uani 1 1 d . . . N1 N 0.0760(9) -0.2043(9) 0.7481(9) 0.038(2) Uani 1 1 d . . . N2 N 0.2445(11) -0.0446(10) 1.0032(9) 0.044(2) Uani 1 1 d . . . C1 C 0.0956(9) 0.1653(9) 0.5672(9) 0.0252(18) Uani 1 1 d . . . C2 C -0.0511(9) 0.2417(9) 0.5395(9) 0.0271(19) Uani 1 1 d . . . H2 H -0.0805 0.3412 0.4992 0.033 Uiso 1 1 calc R . . C3 C -0.1531(9) 0.1694(9) 0.5720(9) 0.0257(18) Uani 1 1 d . . . C4 C -0.1123(9) 0.0234(9) 0.6386(9) 0.0254(18) Uani 1 1 d . . . H4 H -0.1793 -0.0259 0.6598 0.031 Uiso 1 1 calc R . . C5 C 0.0328(10) -0.0481(9) 0.6731(9) 0.028(2) Uani 1 1 d . . . C6 C 0.1394(9) 0.0178(9) 0.6351(9) 0.0275(19) Uani 1 1 d . . . H6 H 0.2359 -0.0347 0.6544 0.033 Uiso 1 1 calc R . . C7 C 0.2005(9) 0.2425(9) 0.5126(8) 0.0240(18) Uani 1 1 d . . . C8 C -0.3066(9) 0.2495(10) 0.5310(9) 0.031(2) Uani 1 1 d . . . C9 C 0.3852(10) 0.2673(10) 0.8751(8) 0.0274(19) Uani 1 1 d . . . C10 C 0.4222(9) 0.2807(9) 0.9880(8) 0.0270(19) Uani 1 1 d . . . H10 H 0.4567 0.3553 0.9850 0.032 Uiso 1 1 calc R . . C11 C 0.4072(10) 0.1806(9) 1.1073(8) 0.0266(19) Uani 1 1 d . . . C12 C 0.3526(10) 0.0729(10) 1.1098(9) 0.031(2) Uani 1 1 d . . . H12 H 0.3480 0.0024 1.1873 0.037 Uiso 1 1 calc R . . C13 C 0.3052(11) 0.0702(10) 0.9975(9) 0.032(2) Uani 1 1 d . . . C14 C 0.3247(10) 0.1629(10) 0.8793(9) 0.031(2) Uani 1 1 d . . . H14 H 0.2976 0.1553 0.8038 0.038 Uiso 1 1 calc R . . C15 C 0.4185(9) 0.3618(9) 0.7427(9) 0.028(2) Uani 1 1 d . . . C16 C 0.4495(10) 0.1846(9) 1.2329(9) 0.029(2) Uani 1 1 d . . . H13A H 0.2663 0.6345 0.2156 0.034 Uiso 1 1 d . . . H13B H 0.2004 0.5295 0.2283 0.034 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.0271(3) 0.0187(3) 0.0193(3) -0.00235(19) 0.00002(17) -0.01102(18) Cu1 0.0298(7) 0.0198(7) 0.0193(7) -0.0013(6) -0.0013(5) -0.0046(5) O1 0.024(3) 0.023(3) 0.039(4) -0.005(3) 0.003(2) -0.007(2) O2 0.031(3) 0.019(3) 0.059(5) 0.000(3) 0.005(3) -0.011(2) O3 0.030(3) 0.017(3) 0.030(3) -0.007(3) -0.002(2) -0.007(2) O4 0.031(3) 0.031(3) 0.038(4) -0.014(3) 0.000(3) -0.016(3) O5 0.058(6) 0.032(4) 0.138(11) 0.023(5) 0.006(6) -0.024(4) O6 0.047(5) 0.036(4) 0.077(6) 0.009(4) 0.000(4) 0.002(3) O7 0.051(4) 0.045(4) 0.014(3) -0.006(3) 0.000(3) -0.029(3) O8 0.046(4) 0.039(4) 0.026(3) -0.007(3) 0.004(3) -0.026(3) O9 0.060(4) 0.031(3) 0.020(3) -0.008(3) -0.004(3) -0.023(3) O10 0.053(4) 0.026(3) 0.022(3) -0.006(3) -0.002(3) -0.006(3) O11 0.115(8) 0.051(5) 0.040(5) -0.009(4) 0.018(5) -0.059(5) O12 0.217(15) 0.131(11) 0.029(5) 0.003(6) -0.016(7) -0.148(12) O13 0.043(4) 0.033(4) 0.044(4) 0.000(3) -0.011(3) -0.018(3) N1 0.040(4) 0.023(4) 0.043(5) -0.001(4) 0.002(4) -0.010(3) N2 0.075(6) 0.041(5) 0.033(5) -0.014(4) 0.010(4) -0.039(5) C1 0.030(4) 0.022(4) 0.026(4) -0.005(4) 0.001(3) -0.013(3) C2 0.023(4) 0.020(4) 0.035(5) -0.006(4) 0.005(3) -0.008(3) C3 0.030(4) 0.017(4) 0.035(5) -0.013(4) 0.002(3) -0.008(3) C4 0.027(4) 0.022(4) 0.029(5) -0.005(4) 0.003(3) -0.013(3) C5 0.035(4) 0.019(4) 0.026(4) 0.000(4) 0.002(3) -0.010(3) C6 0.026(4) 0.025(4) 0.026(5) -0.003(4) 0.004(3) -0.007(3) C7 0.026(4) 0.025(4) 0.021(4) -0.006(4) 0.001(3) -0.009(3) C8 0.025(4) 0.029(4) 0.032(5) 0.000(4) 0.004(3) -0.009(3) C9 0.037(4) 0.027(4) 0.020(4) -0.004(4) 0.003(3) -0.018(4) C10 0.039(5) 0.022(4) 0.018(4) 0.001(3) -0.002(3) -0.014(3) C11 0.044(5) 0.022(4) 0.017(4) -0.011(4) 0.003(3) -0.010(3) C12 0.043(5) 0.028(4) 0.021(4) -0.004(4) 0.008(4) -0.019(4) C13 0.051(5) 0.029(4) 0.022(4) -0.005(4) 0.007(4) -0.023(4) C14 0.047(5) 0.033(5) 0.024(5) -0.009(4) 0.003(4) -0.025(4) C15 0.036(4) 0.021(4) 0.025(5) 0.000(4) 0.004(3) -0.015(3) C16 0.039(5) 0.021(4) 0.022(4) -0.005(4) 0.004(3) -0.007(3) _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 Sm1 O8 2.388(6) 2_666 ? Sm1 O7 2.399(6) . ? Sm1 O3 2.411(6) 2_566 ? Sm1 O9 2.426(7) 1_554 ? Sm1 O13 2.447(7) . ? Sm1 O2 2.485(6) . ? Sm1 O4 2.538(6) 1_655 ? Sm1 O1 2.580(6) . ? Sm1 O3 2.592(6) 1_655 ? Sm1 C7 2.932(9) . ? Sm1 C8 2.936(9) 1_655 ? Sm1 Cu1 3.7957(11) 1_554 ? Cu1 O10 1.888(7) 2_658 ? Cu1 O10 1.888(7) . ? Cu1 O1 2.000(6) 1_556 ? Cu1 O1 2.000(6) 2_657 ? Cu1 O4 2.537(6) 2_557 ? Cu1 O4 2.537(6) 1_656 ? Cu1 Sm1 3.7957(11) 1_556 ? Cu1 Sm1 3.7957(11) 2_657 ? O1 C7 1.277(10) . ? O1 Cu1 2.000(6) 1_554 ? O2 C7 1.246(11) . ? O3 C8 1.255(11) . ? O3 Sm1 2.411(6) 2_566 ? O3 Sm1 2.592(6) 1_455 ? O4 C8 1.275(12) . ? O4 Cu1 2.537(6) 1_454 ? O4 Sm1 2.538(6) 1_455 ? O5 N1 1.210(12) . ? O6 N1 1.186(11) . ? O7 C15 1.229(12) . ? O8 C15 1.251(11) . ? O8 Sm1 2.388(6) 2_666 ? O9 C16 1.220(11) . ? O9 Sm1 2.426(7) 1_556 ? O10 C16 1.284(11) . ? O11 N2 1.220(12) . ? O12 N2 1.182(13) . ? O13 H13A 0.8359 . ? O13 H13B 0.8320 . ? N1 C5 1.483(11) . ? N2 C13 1.477(13) . ? C1 C6 1.394(12) . ? C1 C2 1.405(11) . ? C1 C7 1.477(12) . ? C2 C3 1.396(12) . ? C2 H2 0.9300 . ? C3 C4 1.379(11) . ? C3 C8 1.493(12) . ? C4 C5 1.396(12) . ? C4 H4 0.9300 . ? C5 C6 1.395(13) . ? C6 H6 0.9300 . ? C8 Sm1 2.936(9) 1_455 ? C9 C14 1.381(13) . ? C9 C10 1.387(13) . ? C9 C15 1.538(12) . ? C10 C11 1.408(12) . ? C10 H10 0.9300 . ? C11 C12 1.379(14) . ? C11 C16 1.496(13) . ? C12 C13 1.370(14) . ? C12 H12 0.9300 . ? C13 C14 1.378(13) . ? C14 H14 0.9300 . ? 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 O8 Sm1 O7 136.6(2) 2_666 . ? O8 Sm1 O3 76.3(2) 2_666 2_566 ? O7 Sm1 O3 70.4(2) . 2_566 ? O8 Sm1 O9 77.1(2) 2_666 1_554 ? O7 Sm1 O9 140.4(2) . 1_554 ? O3 Sm1 O9 149.2(2) 2_566 1_554 ? O8 Sm1 O13 71.8(2) 2_666 . ? O7 Sm1 O13 125.6(3) . . ? O3 Sm1 O13 78.6(2) 2_566 . ? O9 Sm1 O13 78.5(2) 1_554 . ? O8 Sm1 O2 140.3(2) 2_666 . ? O7 Sm1 O2 71.3(2) . . ? O3 Sm1 O2 95.6(2) 2_566 . ? O9 Sm1 O2 95.0(3) 1_554 . ? O13 Sm1 O2 68.5(2) . . ? O8 Sm1 O4 100.1(2) 2_666 1_655 ? O7 Sm1 O4 75.9(2) . 1_655 ? O3 Sm1 O4 122.1(2) 2_566 1_655 ? O9 Sm1 O4 77.9(2) 1_554 1_655 ? O13 Sm1 O4 156.2(3) . 1_655 ? O2 Sm1 O4 116.3(2) . 1_655 ? O8 Sm1 O1 147.8(2) 2_666 . ? O7 Sm1 O1 71.5(2) . . ? O3 Sm1 O1 135.7(2) 2_566 . ? O9 Sm1 O1 71.3(2) 1_554 . ? O13 Sm1 O1 106.8(2) . . ? O2 Sm1 O1 50.64(19) . . ? O4 Sm1 O1 67.80(19) 1_655 . ? O8 Sm1 O3 72.9(2) 2_666 1_655 ? O7 Sm1 O3 71.6(2) . 1_655 ? O3 Sm1 O3 74.0(2) 2_566 1_655 ? O9 Sm1 O3 112.2(2) 1_554 1_655 ? O13 Sm1 O3 139.4(2) . 1_655 ? O2 Sm1 O3 142.9(2) . 1_655 ? O4 Sm1 O3 50.92(19) 1_655 1_655 ? O1 Sm1 O3 113.77(19) . 1_655 ? O8 Sm1 C7 154.2(2) 2_666 . ? O7 Sm1 C7 68.4(2) . . ? O3 Sm1 C7 115.8(2) 2_566 . ? O9 Sm1 C7 83.7(2) 1_554 . ? O13 Sm1 C7 87.8(2) . . ? O2 Sm1 C7 24.9(2) . . ? O4 Sm1 C7 92.2(2) 1_655 . ? O1 Sm1 C7 25.8(2) . . ? O3 Sm1 C7 131.1(2) 1_655 . ? O8 Sm1 C8 85.5(2) 2_666 1_655 ? O7 Sm1 C8 72.7(2) . 1_655 ? O3 Sm1 C8 98.2(3) 2_566 1_655 ? O9 Sm1 C8 94.9(3) 1_554 1_655 ? O13 Sm1 C8 157.3(2) . 1_655 ? O2 Sm1 C8 134.1(2) . 1_655 ? O4 Sm1 C8 25.7(3) 1_655 1_655 ? O1 Sm1 C8 91.3(2) . 1_655 ? O3 Sm1 C8 25.3(2) 1_655 1_655 ? C7 Sm1 C8 113.3(2) . 1_655 ? O8 Sm1 Cu1 124.75(17) 2_666 1_554 ? O7 Sm1 Cu1 80.89(18) . 1_554 ? O3 Sm1 Cu1 150.75(14) 2_566 1_554 ? O9 Sm1 Cu1 59.85(15) 1_554 1_554 ? O13 Sm1 Cu1 124.73(18) . 1_554 ? O2 Sm1 Cu1 79.94(15) . 1_554 ? O4 Sm1 Cu1 41.57(14) 1_655 1_554 ? O1 Sm1 Cu1 29.40(13) . 1_554 ? O3 Sm1 Cu1 92.03(13) 1_655 1_554 ? C7 Sm1 Cu1 55.18(16) . 1_554 ? C8 Sm1 Cu1 67.0(2) 1_655 1_554 ? O10 Cu1 O10 180.000(2) 2_658 . ? O10 Cu1 O1 89.6(3) 2_658 1_556 ? O10 Cu1 O1 90.4(3) . 1_556 ? O10 Cu1 O1 90.4(3) 2_658 2_657 ? O10 Cu1 O1 89.6(3) . 2_657 ? O1 Cu1 O1 180.000(2) 1_556 2_657 ? O10 Cu1 O4 93.8(3) 2_658 2_557 ? O10 Cu1 O4 86.2(3) . 2_557 ? O1 Cu1 O4 103.0(2) 1_556 2_557 ? O1 Cu1 O4 77.0(2) 2_657 2_557 ? O10 Cu1 O4 86.2(3) 2_658 1_656 ? O10 Cu1 O4 93.8(3) . 1_656 ? O1 Cu1 O4 77.0(2) 1_556 1_656 ? O1 Cu1 O4 103.0(2) 2_657 1_656 ? O4 Cu1 O4 180.000(1) 2_557 1_656 ? O10 Cu1 Sm1 100.9(2) 2_658 1_556 ? O10 Cu1 Sm1 79.1(2) . 1_556 ? O1 Cu1 Sm1 39.30(18) 1_556 1_556 ? O1 Cu1 Sm1 140.70(18) 2_657 1_556 ? O4 Cu1 Sm1 138.40(14) 2_557 1_556 ? O4 Cu1 Sm1 41.60(14) 1_656 1_556 ? O10 Cu1 Sm1 79.1(2) 2_658 2_657 ? O10 Cu1 Sm1 100.9(2) . 2_657 ? O1 Cu1 Sm1 140.70(18) 1_556 2_657 ? O1 Cu1 Sm1 39.30(18) 2_657 2_657 ? O4 Cu1 Sm1 41.60(14) 2_557 2_657 ? O4 Cu1 Sm1 138.40(14) 1_656 2_657 ? Sm1 Cu1 Sm1 180.000(1) 1_556 2_657 ? C7 O1 Cu1 155.9(6) . 1_554 ? C7 O1 Sm1 92.7(5) . . ? Cu1 O1 Sm1 111.3(2) 1_554 . ? C7 O2 Sm1 98.1(5) . . ? C8 O3 Sm1 154.4(6) . 2_566 ? C8 O3 Sm1 92.8(5) . 1_455 ? Sm1 O3 Sm1 106.0(2) 2_566 1_455 ? C8 O4 Cu1 165.6(6) . 1_454 ? C8 O4 Sm1 94.9(5) . 1_455 ? Cu1 O4 Sm1 96.8(2) 1_454 1_455 ? C15 O7 Sm1 141.9(6) . . ? C15 O8 Sm1 133.7(6) . 2_666 ? C16 O9 Sm1 139.6(6) . 1_556 ? C16 O10 Cu1 132.1(6) . . ? Sm1 O13 H13A 99.1 . . ? Sm1 O13 H13B 98.7 . . ? H13A O13 H13B 114.5 . . ? O6 N1 O5 123.9(9) . . ? O6 N1 C5 119.3(8) . . ? O5 N1 C5 116.6(8) . . ? O12 N2 O11 122.6(10) . . ? O12 N2 C13 120.3(9) . . ? O11 N2 C13 117.2(9) . . ? C6 C1 C2 120.0(8) . . ? C6 C1 C7 121.7(8) . . ? C2 C1 C7 118.1(8) . . ? C3 C2 C1 120.5(8) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C4 C3 C2 120.4(8) . . ? C4 C3 C8 119.6(8) . . ? C2 C3 C8 119.9(8) . . ? C3 C4 C5 117.9(8) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C6 C5 C4 123.4(8) . . ? C6 C5 N1 118.6(8) . . ? C4 C5 N1 117.9(8) . . ? C1 C6 C5 117.5(8) . . ? C1 C6 H6 121.3 . . ? C5 C6 H6 121.3 . . ? O2 C7 O1 118.5(8) . . ? O2 C7 C1 120.6(7) . . ? O1 C7 C1 120.9(8) . . ? O2 C7 Sm1 57.1(4) . . ? O1 C7 Sm1 61.5(4) . . ? C1 C7 Sm1 175.8(6) . . ? O3 C8 O4 121.3(8) . . ? O3 C8 C3 119.8(9) . . ? O4 C8 C3 118.7(8) . . ? O3 C8 Sm1 61.9(5) . 1_455 ? O4 C8 Sm1 59.5(4) . 1_455 ? C3 C8 Sm1 173.1(7) . 1_455 ? C14 C9 C10 120.5(8) . . ? C14 C9 C15 118.5(8) . . ? C10 C9 C15 121.0(8) . . ? C9 C10 C11 119.6(8) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 119.3(9) . . ? C12 C11 C16 118.0(8) . . ? C10 C11 C16 122.8(9) . . ? C13 C12 C11 119.7(8) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 121.8(9) . . ? C12 C13 N2 118.6(8) . . ? C14 C13 N2 119.3(9) . . ? C13 C14 C9 118.8(9) . . ? C13 C14 H14 120.6 . . ? C9 C14 H14 120.6 . . ? O7 C15 O8 127.7(8) . . ? O7 C15 C9 116.1(8) . . ? O8 C15 C9 116.2(8) . . ? O9 C16 O10 126.4(9) . . ? O9 C16 C11 120.7(8) . . ? O10 C16 C11 112.9(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O11 0.84 2.26 2.932(10) 138.0 1_564 _diffrn_measured_fraction_theta_max 0.815 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 4.636 _refine_diff_density_min -2.619 _refine_diff_density_rms 0.263 # = = = END data_2a _database_code_depnum_ccdc_archive 'CCDC 631471' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N4 Nd2 O34' _chemical_formula_weight 1368.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 '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 10.546(2) _cell_length_b 10.653(2) _cell_length_c 11.422(2) _cell_angle_alpha 82.68(3) _cell_angle_beta 74.10(3) _cell_angle_gamma 69.42(3) _cell_volume 1154.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11372 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.56 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.968 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 673 _exptl_absorpt_coefficient_mu 2.784 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4216 _exptl_absorpt_correction_T_max 0.5202 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11372 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5237 _reflns_number_gt 4840 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+2.0052P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5237 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.007 _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 Nd1 Nd 0.58900(2) 0.598510(18) 0.628290(16) 0.01651(8) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01869(14) Uani 1 2 d S . . O1 O 0.3979(3) 0.6224(3) 0.4069(3) 0.0295(7) Uani 1 1 d . . . O2 O 0.4716(3) 0.7511(3) 0.4905(3) 0.0298(7) Uani 1 1 d . . . O3 O 0.2677(4) 1.2540(3) 0.4483(3) 0.0307(7) Uani 1 1 d . . . O4 O 0.0415(3) 1.3206(3) 0.4553(3) 0.0277(6) Uani 1 1 d . . . O5 O -0.1203(6) 1.0594(4) 0.2580(6) 0.0760(18) Uani 1 1 d . . . O6 O -0.0442(5) 0.8478(4) 0.2742(5) 0.0568(12) Uani 1 1 d . . . O7 O 1.0072(3) 0.4394(3) 0.6678(2) 0.0229(6) Uani 1 1 d . . . O8 O 0.7791(3) 0.4884(3) 0.7172(3) 0.0290(7) Uani 1 1 d . . . O9 O 0.5345(3) 0.4759(4) 1.1612(3) 0.0351(7) Uani 1 1 d . . . O10 O 0.6607(3) 0.3866(3) 1.2942(2) 0.0267(6) Uani 1 1 d . . . O11 O 1.1718(4) 0.2520(5) 1.1556(3) 0.0556(12) Uani 1 1 d . . . O12 O 1.2702(4) 0.2372(6) 0.9651(4) 0.0723(17) Uani 1 1 d . . . O13 O 0.5026(6) 0.7814(5) 0.7708(4) 0.0691(14) Uani 1 1 d . . . O14 O 0.7439(4) 0.5220(3) 0.4278(3) 0.0316(7) Uani 1 1 d . . . O15 O 0.4337(9) 0.7495(7) 0.0282(6) 0.099(2) Uani 1 1 d . . . O16 O 0.6246(9) 0.9260(9) 0.3045(8) 0.113(2) Uani 1 1 d . . . O17 O 0.4512(13) 0.9736(10) 0.1275(10) 0.180(5) Uani 1 1 d . . . N1 N -0.0356(5) 0.9557(4) 0.2833(4) 0.0336(9) Uani 1 1 d . . . N2 N 1.1670(4) 0.2641(5) 1.0500(4) 0.0371(9) Uani 1 1 d . . . C1 C 0.2806(4) 0.8574(4) 0.4046(3) 0.0193(7) Uani 1 1 d . . . C2 C 0.2766(4) 0.9834(4) 0.4309(3) 0.0197(7) Uani 1 1 d . . . H2 H 0.3465 0.9902 0.4621 0.024 Uiso 1 1 calc R . . C3 C 0.1703(4) 1.0977(4) 0.4112(3) 0.0192(7) Uani 1 1 d . . . C4 C 0.0659(4) 1.0879(4) 0.3639(4) 0.0212(7) Uani 1 1 d . . . H4 H -0.0081 1.1638 0.3526 0.025 Uiso 1 1 calc R . . C5 C 0.0744(4) 0.9636(4) 0.3342(4) 0.0229(8) Uani 1 1 d . . . C6 C 0.1789(5) 0.8466(4) 0.3541(4) 0.0227(8) Uani 1 1 d . . . H6 H 0.1811 0.7636 0.3345 0.027 Uiso 1 1 calc R . . C7 C 0.3918(4) 0.7334(4) 0.4349(3) 0.0201(7) Uani 1 1 d . . . C8 C 0.1615(5) 1.2346(4) 0.4405(3) 0.0212(8) Uani 1 1 d . . . C9 C 0.8990(4) 0.4137(4) 0.8738(3) 0.0201(7) Uani 1 1 d . . . C10 C 0.7760(4) 0.4379(4) 0.9658(3) 0.0226(8) Uani 1 1 d . . . H10 H 0.6900 0.4761 0.9465 0.027 Uiso 1 1 calc R . . C11 C 0.7818(4) 0.4049(4) 1.0869(3) 0.0231(8) Uani 1 1 d . . . C12 C 0.9111(5) 0.3466(4) 1.1155(3) 0.0248(8) Uani 1 1 d . . . H12 H 0.9166 0.3237 1.1957 0.030 Uiso 1 1 calc R . . C13 C 1.0301(4) 0.3237(4) 1.0220(4) 0.0237(8) Uani 1 1 d . . . C14 C 1.0270(4) 0.3550(4) 0.9011(3) 0.0225(8) Uani 1 1 d . . . H14 H 1.1093 0.3369 0.8398 0.027 Uiso 1 1 calc R . . C15 C 0.8939(4) 0.4506(4) 0.7435(3) 0.0180(7) Uani 1 1 d . . . C16 C 0.6506(4) 0.4253(4) 1.1861(3) 0.0235(8) Uani 1 1 d . . . H13A H 0.4904 0.7432 0.8427 0.028 Uiso 1 1 d . . . H13B H 0.4251 0.8365 0.7486 0.028 Uiso 1 1 d . . . H14B H 0.7223 0.4534 0.4141 0.028 Uiso 1 1 d . . . H14A H 0.7120 0.5946 0.3782 0.028 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.01404(12) 0.01621(12) 0.01987(12) 0.00039(7) -0.00678(8) -0.00414(8) Cu1 0.0205(3) 0.0125(3) 0.0175(3) -0.0001(2) 0.0003(2) -0.0026(2) O1 0.0276(16) 0.0157(13) 0.0419(17) 0.0005(12) -0.0066(13) -0.0052(12) O2 0.0289(17) 0.0237(14) 0.0389(16) 0.0062(13) -0.0210(14) -0.0042(12) O3 0.0295(17) 0.0222(14) 0.0460(18) 0.0005(13) -0.0131(14) -0.0130(13) O4 0.0292(17) 0.0150(13) 0.0361(15) -0.0057(12) -0.0085(13) -0.0022(12) O5 0.072(3) 0.035(2) 0.148(5) 0.003(3) -0.090(4) -0.005(2) O6 0.067(3) 0.0339(18) 0.096(3) 0.002(2) -0.056(3) -0.0223(19) O7 0.0184(14) 0.0287(14) 0.0190(12) 0.0050(11) -0.0032(11) -0.0079(11) O8 0.0188(15) 0.0436(18) 0.0248(13) 0.0067(13) -0.0107(12) -0.0092(13) O9 0.0204(16) 0.053(2) 0.0250(14) 0.0039(14) -0.0050(12) -0.0063(15) O10 0.0227(15) 0.0380(16) 0.0184(12) -0.0008(12) -0.0032(11) -0.0104(13) O11 0.036(2) 0.097(3) 0.0343(18) 0.021(2) -0.0231(17) -0.020(2) O12 0.0188(19) 0.127(5) 0.044(2) -0.005(3) -0.0082(17) 0.008(2) O13 0.077(4) 0.064(3) 0.067(3) -0.037(2) 0.011(3) -0.035(3) O14 0.0286(17) 0.0399(17) 0.0293(15) -0.0073(13) -0.0001(13) -0.0181(14) O15 0.113(6) 0.103(5) 0.083(4) -0.021(4) -0.038(4) -0.023(4) O16 0.080(5) 0.146(7) 0.116(5) -0.006(5) -0.014(4) -0.050(5) O17 0.173(12) 0.125(7) 0.167(9) -0.008(7) 0.027(8) -0.009(7) N1 0.037(2) 0.0247(18) 0.047(2) 0.0022(17) -0.0249(19) -0.0103(16) N2 0.024(2) 0.048(2) 0.035(2) 0.0072(18) -0.0139(17) -0.0049(18) C1 0.0164(18) 0.0149(16) 0.0250(17) 0.0023(14) -0.0062(14) -0.0035(14) C2 0.0170(18) 0.0167(16) 0.0255(17) -0.0015(14) -0.0065(14) -0.0045(14) C3 0.0217(19) 0.0139(16) 0.0227(17) 0.0021(14) -0.0055(15) -0.0076(14) C4 0.0183(19) 0.0166(17) 0.0283(18) 0.0039(15) -0.0092(15) -0.0043(14) C5 0.020(2) 0.0213(18) 0.0302(19) -0.0004(16) -0.0114(16) -0.0067(15) C6 0.026(2) 0.0159(17) 0.0297(19) 0.0013(15) -0.0129(16) -0.0072(15) C7 0.0171(18) 0.0151(16) 0.0237(17) 0.0049(14) -0.0050(14) -0.0020(14) C8 0.029(2) 0.0159(17) 0.0202(16) 0.0025(14) -0.0062(15) -0.0100(15) C9 0.0195(19) 0.0239(18) 0.0176(17) 0.0015(15) -0.0060(15) -0.0078(15) C10 0.0191(19) 0.0280(19) 0.0204(17) 0.0007(15) -0.0056(15) -0.0073(15) C11 0.022(2) 0.028(2) 0.0191(17) 0.0006(15) -0.0038(15) -0.0097(16) C12 0.024(2) 0.030(2) 0.0195(17) 0.0040(16) -0.0079(15) -0.0076(17) C13 0.019(2) 0.029(2) 0.0233(18) 0.0025(16) -0.0095(16) -0.0061(16) C14 0.0171(19) 0.0264(19) 0.0216(17) 0.0017(15) -0.0049(15) -0.0050(15) C15 0.0196(19) 0.0186(16) 0.0172(16) 0.0023(14) -0.0070(14) -0.0073(14) C16 0.019(2) 0.030(2) 0.0201(17) -0.0026(15) -0.0015(15) -0.0078(16) _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 Nd1 O8 2.363(3) . ? Nd1 O2 2.377(3) . ? Nd1 O1 2.388(3) 2_666 ? Nd1 O13 2.454(4) . ? Nd1 O14 2.463(3) . ? Nd1 O3 2.473(3) 2_676 ? Nd1 O10 2.492(3) 2_667 ? Nd1 O9 2.575(3) 2_667 ? Nd1 C16 2.885(4) 2_667 ? Cu1 O4 1.909(3) 2_586 ? Cu1 O4 1.909(3) . ? Cu1 O7 1.956(3) 2_676 ? Cu1 O7 1.956(3) 1_465 ? O1 C7 1.240(5) . ? O1 Nd1 2.388(3) 2_666 ? O2 C7 1.258(5) . ? O3 C8 1.235(5) . ? O3 Nd1 2.473(3) 2_676 ? O4 C8 1.256(5) . ? O5 N1 1.212(5) . ? O6 N1 1.203(5) . ? O7 C15 1.245(5) . ? O7 Cu1 1.956(3) 1_645 ? O8 C15 1.242(5) . ? O9 C16 1.248(5) . ? O9 Nd1 2.575(3) 2_667 ? O10 C16 1.272(5) . ? O10 Nd1 2.492(3) 2_667 ? O11 N2 1.210(5) . ? O12 N2 1.216(6) . ? O13 H13A 0.8673 . ? O13 H13B 0.9029 . ? O14 H14B 0.8814 . ? O14 H14A 0.9169 . ? N1 C5 1.464(5) . ? N2 C13 1.465(5) . ? C1 C6 1.392(5) . ? C1 C2 1.396(5) . ? C1 C7 1.503(5) . ? C2 C3 1.379(5) . ? C2 H2 0.9300 . ? C3 C4 1.392(5) . ? C3 C8 1.503(5) . ? C4 C5 1.374(5) . ? C4 H4 0.9300 . ? C5 C6 1.386(5) . ? C6 H6 0.9300 . ? C9 C14 1.377(5) . ? C9 C10 1.393(6) . ? C9 C15 1.501(5) . ? C10 C11 1.396(5) . ? C10 H10 0.9300 . ? C11 C12 1.395(6) . ? C11 C16 1.496(6) . ? C12 C13 1.376(6) . ? C12 H12 0.9300 . ? C13 C14 1.386(5) . ? C14 H14 0.9300 . ? C16 Nd1 2.885(4) 2_667 ? 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 O8 Nd1 O2 155.05(12) . . ? O8 Nd1 O1 85.06(12) . 2_666 ? O2 Nd1 O1 108.43(11) . 2_666 ? O8 Nd1 O13 90.61(17) . . ? O2 Nd1 O13 88.49(16) . . ? O1 Nd1 O13 147.53(14) 2_666 . ? O8 Nd1 O14 89.11(12) . . ? O2 Nd1 O14 77.10(12) . . ? O1 Nd1 O14 68.71(11) 2_666 . ? O13 Nd1 O14 143.52(14) . . ? O8 Nd1 O3 79.58(11) . 2_676 ? O2 Nd1 O3 76.34(11) . 2_676 ? O1 Nd1 O3 137.16(11) 2_666 2_676 ? O13 Nd1 O3 72.81(14) . 2_676 ? O14 Nd1 O3 71.28(11) . 2_676 ? O8 Nd1 O10 129.28(10) . 2_667 ? O2 Nd1 O10 74.94(11) . 2_667 ? O1 Nd1 O10 78.92(11) 2_666 2_667 ? O13 Nd1 O10 79.14(15) . 2_667 ? O14 Nd1 O10 127.10(10) . 2_667 ? O3 Nd1 O10 139.98(10) 2_676 2_667 ? O8 Nd1 O9 78.30(11) . 2_667 ? O2 Nd1 O9 124.37(11) . 2_667 ? O1 Nd1 O9 77.68(12) 2_666 2_667 ? O13 Nd1 O9 69.94(15) . 2_667 ? O14 Nd1 O9 145.00(11) . 2_667 ? O3 Nd1 O9 136.02(11) 2_676 2_667 ? O10 Nd1 O9 51.40(10) 2_667 2_667 ? O8 Nd1 C16 103.93(11) . 2_667 ? O2 Nd1 C16 99.16(12) . 2_667 ? O1 Nd1 C16 79.89(12) 2_666 2_667 ? O13 Nd1 C16 69.96(15) . 2_667 ? O14 Nd1 C16 144.85(11) . 2_667 ? O3 Nd1 C16 142.61(11) 2_676 2_667 ? O10 Nd1 C16 26.07(10) 2_667 2_667 ? O9 Nd1 C16 25.63(11) 2_667 2_667 ? O4 Cu1 O4 180.000(1) 2_586 . ? O4 Cu1 O7 91.05(13) 2_586 2_676 ? O4 Cu1 O7 88.95(13) . 2_676 ? O4 Cu1 O7 88.95(13) 2_586 1_465 ? O4 Cu1 O7 91.05(13) . 1_465 ? O7 Cu1 O7 180.000(1) 2_676 1_465 ? C7 O1 Nd1 174.7(3) . 2_666 ? C7 O2 Nd1 127.5(3) . . ? C8 O3 Nd1 142.7(3) . 2_676 ? C8 O4 Cu1 122.9(3) . . ? C15 O7 Cu1 117.2(2) . 1_645 ? C15 O8 Nd1 164.2(3) . . ? C16 O9 Nd1 91.2(2) . 2_667 ? C16 O10 Nd1 94.5(3) . 2_667 ? Nd1 O13 H13A 105.3 . . ? Nd1 O13 H13B 102.7 . . ? H13A O13 H13B 116.7 . . ? Nd1 O14 H14B 104.1 . . ? Nd1 O14 H14A 101.5 . . ? H14B O14 H14A 110.9 . . ? O6 N1 O5 122.0(4) . . ? O6 N1 C5 119.5(4) . . ? O5 N1 C5 118.3(4) . . ? O11 N2 O12 123.6(4) . . ? O11 N2 C13 118.4(4) . . ? O12 N2 C13 117.9(4) . . ? C6 C1 C2 120.0(3) . . ? C6 C1 C7 120.1(3) . . ? C2 C1 C7 119.8(3) . . ? C3 C2 C1 120.8(4) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 119.7(3) . . ? C2 C3 C8 122.2(4) . . ? C4 C3 C8 118.1(3) . . ? C5 C4 C3 118.6(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 123.1(4) . . ? C4 C5 N1 117.8(4) . . ? C6 C5 N1 119.1(4) . . ? C5 C6 C1 117.7(4) . . ? C5 C6 H6 121.2 . . ? C1 C6 H6 121.2 . . ? O1 C7 O2 124.5(4) . . ? O1 C7 C1 119.4(4) . . ? O2 C7 C1 116.1(3) . . ? O3 C8 O4 125.8(4) . . ? O3 C8 C3 119.7(4) . . ? O4 C8 C3 114.4(4) . . ? C14 C9 C10 120.5(3) . . ? C14 C9 C15 119.1(3) . . ? C10 C9 C15 120.4(3) . . ? C9 C10 C11 120.1(4) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 119.8(4) . . ? C12 C11 C16 119.5(3) . . ? C10 C11 C16 120.6(4) . . ? C13 C12 C11 118.4(4) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C12 C13 C14 122.8(4) . . ? C12 C13 N2 119.3(4) . . ? C14 C13 N2 117.8(4) . . ? C9 C14 C13 118.4(4) . . ? C9 C14 H14 120.8 . . ? C13 C14 H14 120.8 . . ? O7 C15 O8 124.1(3) . . ? O7 C15 C9 117.0(3) . . ? O8 C15 C9 118.9(3) . . ? O9 C16 O10 121.5(4) . . ? O9 C16 C11 119.9(4) . . ? O10 C16 C11 118.6(4) . . ? O9 C16 Nd1 63.2(2) . 2_667 ? O10 C16 Nd1 59.4(2) . 2_667 ? C11 C16 Nd1 167.2(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.767 _refine_diff_density_min -1.294 _refine_diff_density_rms 0.177 # = = = END data_2b _database_code_depnum_ccdc_archive 'CCDC 631472' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu N4 Nd2 O26' _chemical_formula_weight 1224.52 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 '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 9.849(2) _cell_length_b 10.440(2) _cell_length_c 11.057(2) _cell_angle_alpha 70.65(3) _cell_angle_beta 84.44(3) _cell_angle_gamma 70.73(3) _cell_volume 1012.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8396 _cell_measurement_theta_min 3.37 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.008 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 593 _exptl_absorpt_coefficient_mu 3.149 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3762 _exptl_absorpt_correction_T_max 0.5469 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 7697 _diffrn_reflns_av_R_equivalents 0.0664 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3648 _reflns_number_gt 3201 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0792P)^2^+28.1082P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 3648 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0861 _refine_ls_wR_factor_ref 0.2053 _refine_ls_wR_factor_gt 0.1988 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _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 Nd1 Nd 0.40259(6) 0.40649(6) 0.41782(6) 0.0285(3) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.0312(5) Uani 1 2 d S . . O1 O 0.3320(8) 0.1712(8) 0.5027(8) 0.0332(18) Uani 1 1 d . . . O2 O 0.1611(10) 0.3752(8) 0.4766(10) 0.045(2) Uani 1 1 d . . . O3 O -0.3562(9) 0.3807(8) 0.5155(8) 0.0346(19) Uani 1 1 d . . . O4 O -0.3803(9) 0.1813(9) 0.5070(9) 0.040(2) Uani 1 1 d . . . O5 O -0.0188(13) -0.2542(12) 0.7863(15) 0.090(5) Uani 1 1 d . . . O6 O 0.1989(12) -0.2704(11) 0.7589(13) 0.071(4) Uani 1 1 d . . . O7 O 0.3770(11) 0.3446(10) 0.6505(8) 0.045(2) Uani 1 1 d . . . O8 O 0.4835(10) 0.4452(9) 0.7442(8) 0.041(2) Uani 1 1 d . . . O9 O 0.4427(11) 0.2974(9) 1.2475(8) 0.039(2) Uani 1 1 d . . . O10 O 0.4901(11) 0.0572(9) 1.3195(8) 0.045(2) Uani 1 1 d . . . O11 O 0.2390(15) -0.1301(12) 1.1092(10) 0.070(3) Uani 1 1 d . . . O12 O 0.206(2) -0.0489(18) 0.9060(12) 0.110(7) Uani 1 1 d . . . O13 O 0.2165(11) 0.5866(10) 0.2595(9) 0.051(2) Uani 1 1 d . . . N1 N 0.0773(12) -0.2030(11) 0.7474(12) 0.046(3) Uani 1 1 d . . . N2 N 0.2439(15) -0.0425(13) 1.0026(11) 0.051(3) Uani 1 1 d . . . C1 C 0.0947(13) 0.1640(11) 0.5666(11) 0.029(2) Uani 1 1 d . . . C2 C -0.0497(13) 0.2396(12) 0.5400(12) 0.033(3) Uani 1 1 d . . . H2 H -0.0778 0.3381 0.5001 0.039 Uiso 1 1 calc R . . C3 C -0.1542(13) 0.1701(12) 0.5723(12) 0.033(3) Uani 1 1 d . . . C4 C -0.1111(13) 0.0218(12) 0.6402(11) 0.030(2) Uani 1 1 d . . . H4 H -0.1779 -0.0274 0.6620 0.036 Uiso 1 1 calc R . . C5 C 0.0326(13) -0.0484(11) 0.6733(11) 0.032(3) Uani 1 1 d . . . C6 C 0.1392(13) 0.0184(12) 0.6353(11) 0.034(3) Uani 1 1 d . . . H6 H 0.2357 -0.0325 0.6551 0.041 Uiso 1 1 calc R . . C7 C 0.1992(13) 0.2415(11) 0.5121(11) 0.032(3) Uani 1 1 d . . . C8 C -0.3048(13) 0.2464(12) 0.5311(10) 0.032(3) Uani 1 1 d . . . C9 C 0.3857(14) 0.2660(12) 0.8770(11) 0.034(3) Uani 1 1 d . . . C10 C 0.4211(14) 0.2775(12) 0.9904(12) 0.036(3) Uani 1 1 d . . . H10 H 0.4544 0.3519 0.9881 0.043 Uiso 1 1 calc R . . C11 C 0.4074(14) 0.1782(12) 1.1082(13) 0.039(3) Uani 1 1 d . . . C12 C 0.3543(14) 0.0692(12) 1.1120(11) 0.036(3) Uani 1 1 d . . . H12 H 0.3511 -0.0020 1.1887 0.043 Uiso 1 1 calc R . . C13 C 0.3060(15) 0.0697(13) 0.9976(11) 0.038(3) Uani 1 1 d . . . C14 C 0.3244(14) 0.1624(13) 0.8797(11) 0.035(3) Uani 1 1 d . . . H14 H 0.2968 0.1559 0.8044 0.042 Uiso 1 1 calc R . . C15 C 0.4156(14) 0.3616(12) 0.7474(10) 0.031(3) Uani 1 1 d . . . C16 C 0.4517(13) 0.1822(13) 1.2335(11) 0.034(3) Uani 1 1 d . . . H13A H 0.1268 0.5827 0.2705 0.041 Uiso 1 1 d . . . H13B H 0.2439 0.5845 0.1804 0.041 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.0395(4) 0.0190(3) 0.0316(4) -0.0080(2) 0.0007(2) -0.0152(2) Cu1 0.0425(11) 0.0200(9) 0.0291(10) -0.0079(8) -0.0005(8) -0.0071(8) O1 0.035(4) 0.023(4) 0.042(5) -0.008(3) 0.000(3) -0.011(3) O2 0.044(5) 0.019(4) 0.067(6) -0.008(4) 0.000(4) -0.010(3) O3 0.047(5) 0.019(4) 0.040(5) -0.010(3) 0.003(4) -0.012(3) O4 0.038(5) 0.030(4) 0.060(6) -0.021(4) 0.002(4) -0.014(4) O5 0.060(7) 0.041(6) 0.142(13) 0.019(7) 0.002(7) -0.029(5) O6 0.050(6) 0.034(5) 0.099(9) 0.005(5) 0.011(6) -0.004(5) O7 0.074(7) 0.040(5) 0.032(5) -0.012(4) 0.015(4) -0.037(5) O8 0.064(6) 0.038(5) 0.030(4) -0.011(4) -0.001(4) -0.029(4) O9 0.078(6) 0.027(4) 0.025(4) -0.015(3) -0.001(4) -0.026(4) O10 0.081(7) 0.025(4) 0.026(4) -0.008(3) 0.001(4) -0.014(4) O11 0.126(11) 0.058(7) 0.047(6) -0.013(5) 0.017(6) -0.066(7) O12 0.22(2) 0.127(13) 0.041(7) -0.022(8) -0.008(9) -0.135(14) O13 0.054(6) 0.044(5) 0.051(6) 0.001(4) -0.007(4) -0.023(4) N1 0.042(6) 0.026(5) 0.064(8) -0.005(5) 0.006(5) -0.014(5) N2 0.084(9) 0.044(7) 0.041(7) -0.013(5) 0.018(6) -0.046(6) C1 0.044(6) 0.015(5) 0.029(6) -0.005(4) 0.000(4) -0.015(4) C2 0.041(6) 0.022(5) 0.039(7) -0.013(5) 0.000(5) -0.010(5) C3 0.046(7) 0.020(5) 0.042(7) -0.015(5) 0.000(5) -0.017(5) C4 0.044(6) 0.025(5) 0.030(6) -0.010(5) -0.003(5) -0.020(5) C5 0.039(6) 0.019(5) 0.036(6) -0.006(4) 0.003(5) -0.011(4) C6 0.041(6) 0.024(5) 0.033(6) -0.007(5) 0.003(5) -0.008(5) C7 0.041(6) 0.018(5) 0.037(6) -0.008(4) -0.004(5) -0.009(4) C8 0.045(7) 0.025(5) 0.023(6) -0.002(4) 0.007(4) -0.013(5) C9 0.049(7) 0.026(6) 0.033(6) -0.008(5) 0.007(5) -0.021(5) C10 0.052(7) 0.024(6) 0.036(7) -0.012(5) 0.008(5) -0.016(5) C11 0.050(7) 0.023(5) 0.044(7) -0.011(5) 0.013(5) -0.015(5) C12 0.055(8) 0.028(6) 0.028(6) -0.008(5) 0.014(5) -0.021(5) C13 0.065(8) 0.030(6) 0.029(6) -0.008(5) 0.008(5) -0.030(6) C14 0.053(7) 0.035(6) 0.027(6) -0.013(5) 0.006(5) -0.024(5) C15 0.057(7) 0.029(6) 0.018(6) -0.010(4) 0.012(5) -0.026(5) C16 0.043(7) 0.031(6) 0.027(6) -0.009(5) -0.004(5) -0.010(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 Nd1 O8 2.405(8) 2_666 ? Nd1 O9 2.445(8) 1_554 ? Nd1 O7 2.446(9) . ? Nd1 O3 2.457(8) 2_566 ? Nd1 O13 2.475(10) . ? Nd1 O2 2.502(9) . ? Nd1 O4 2.574(9) 1_655 ? Nd1 O3 2.601(9) 1_655 ? Nd1 O1 2.622(8) . ? Nd1 C7 2.958(12) . ? Nd1 C8 2.967(12) 1_655 ? Nd1 Nd1 4.0370(15) 2_666 ? Cu1 O10 1.887(8) . ? Cu1 O10 1.887(8) 2_658 ? Cu1 O1 2.001(8) 1_556 ? Cu1 O1 2.001(8) 2_657 ? Cu1 O4 2.562(9) 1_656 ? Cu1 O4 2.562(9) 2_557 ? O1 C7 1.285(14) . ? O1 Cu1 2.001(8) 1_554 ? O2 C7 1.250(13) . ? O3 C8 1.281(13) . ? O3 Nd1 2.457(8) 2_566 ? O3 Nd1 2.601(9) 1_455 ? O4 C8 1.256(16) . ? O4 Cu1 2.562(9) 1_454 ? O4 Nd1 2.574(9) 1_455 ? O5 N1 1.212(15) . ? O6 N1 1.166(15) . ? O7 C15 1.253(15) . ? O8 C15 1.254(15) . ? O8 Nd1 2.405(8) 2_666 ? O9 C16 1.236(15) . ? O9 Nd1 2.445(8) 1_556 ? O10 C16 1.293(14) . ? O11 N2 1.237(14) . ? O12 N2 1.197(17) . ? O13 H13A 0.8924 . ? O13 H13B 0.8955 . ? N1 C5 1.482(14) . ? N2 C13 1.474(17) . ? C1 C2 1.385(16) . ? C1 C6 1.393(15) . ? C1 C7 1.477(16) . ? C2 C3 1.401(17) . ? C2 H2 0.9300 . ? C3 C4 1.413(15) . ? C3 C8 1.467(17) . ? C4 C5 1.382(16) . ? C4 H4 0.9300 . ? C5 C6 1.403(17) . ? C6 H6 0.9300 . ? C8 Nd1 2.967(12) 1_455 ? C9 C10 1.385(18) . ? C9 C14 1.393(17) . ? C9 C15 1.517(15) . ? C10 C11 1.397(16) . ? C10 H10 0.9300 . ? C11 C12 1.388(18) . ? C11 C16 1.510(19) . ? C12 C13 1.392(19) . ? C12 H12 0.9300 . ? C13 C14 1.379(16) . ? C14 H14 0.9300 . ? 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 O8 Nd1 O9 77.5(3) 2_666 1_554 ? O8 Nd1 O7 136.0(3) 2_666 . ? O9 Nd1 O7 140.6(3) 1_554 . ? O8 Nd1 O3 76.2(3) 2_666 2_566 ? O9 Nd1 O3 149.7(3) 1_554 2_566 ? O7 Nd1 O3 69.6(3) . 2_566 ? O8 Nd1 O13 71.7(3) 2_666 . ? O9 Nd1 O13 79.3(3) 1_554 . ? O7 Nd1 O13 124.8(3) . . ? O3 Nd1 O13 78.5(3) 2_566 . ? O8 Nd1 O2 140.8(3) 2_666 . ? O9 Nd1 O2 94.9(3) 1_554 . ? O7 Nd1 O2 71.0(3) . . ? O3 Nd1 O2 96.1(3) 2_566 . ? O13 Nd1 O2 69.1(3) . . ? O8 Nd1 O4 100.7(3) 2_666 1_655 ? O9 Nd1 O4 78.1(3) 1_554 1_655 ? O7 Nd1 O4 75.7(3) . 1_655 ? O3 Nd1 O4 121.4(3) 2_566 1_655 ? O13 Nd1 O4 157.3(3) . 1_655 ? O2 Nd1 O4 115.4(3) . 1_655 ? O8 Nd1 O3 72.8(3) 2_666 1_655 ? O9 Nd1 O3 111.7(3) 1_554 1_655 ? O7 Nd1 O3 71.9(3) . 1_655 ? O3 Nd1 O3 74.1(3) 2_566 1_655 ? O13 Nd1 O3 139.3(3) . 1_655 ? O2 Nd1 O3 142.7(3) . 1_655 ? O4 Nd1 O3 50.4(3) 1_655 1_655 ? O8 Nd1 O1 148.3(3) 2_666 . ? O9 Nd1 O1 71.5(3) 1_554 . ? O7 Nd1 O1 71.5(3) . . ? O3 Nd1 O1 135.4(3) 2_566 . ? O13 Nd1 O1 107.7(3) . . ? O2 Nd1 O1 50.4(3) . . ? O4 Nd1 O1 67.2(3) 1_655 . ? O3 Nd1 O1 113.0(2) 1_655 . ? O8 Nd1 C7 154.6(3) 2_666 . ? O9 Nd1 C7 83.5(3) 1_554 . ? O7 Nd1 C7 68.5(3) . . ? O3 Nd1 C7 116.1(3) 2_566 . ? O13 Nd1 C7 88.4(3) . . ? O2 Nd1 C7 24.7(3) . . ? O4 Nd1 C7 91.6(3) 1_655 . ? O3 Nd1 C7 130.7(3) 1_655 . ? O1 Nd1 C7 25.7(3) . . ? O8 Nd1 C8 85.8(3) 2_666 1_655 ? O9 Nd1 C8 94.1(3) 1_554 1_655 ? O7 Nd1 C8 73.2(3) . 1_655 ? O3 Nd1 C8 98.5(3) 2_566 1_655 ? O13 Nd1 C8 157.4(3) . 1_655 ? O2 Nd1 C8 133.4(3) . 1_655 ? O4 Nd1 C8 24.9(3) 1_655 1_655 ? O3 Nd1 C8 25.5(3) 1_655 1_655 ? O1 Nd1 C8 90.3(3) . 1_655 ? C7 Nd1 C8 112.6(3) . 1_655 ? O8 Nd1 Nd1 70.4(2) 2_666 2_666 ? O9 Nd1 Nd1 139.8(2) 1_554 2_666 ? O7 Nd1 Nd1 65.6(2) . 2_666 ? O3 Nd1 Nd1 38.3(2) 2_566 2_666 ? O13 Nd1 Nd1 111.5(2) . 2_666 ? O2 Nd1 Nd1 125.3(2) . 2_666 ? O4 Nd1 Nd1 84.6(2) 1_655 2_666 ? O3 Nd1 Nd1 35.83(17) 1_655 2_666 ? O1 Nd1 Nd1 133.24(19) . 2_666 ? C7 Nd1 Nd1 133.5(2) . 2_666 ? C8 Nd1 Nd1 60.6(2) 1_655 2_666 ? O10 Cu1 O10 180.000(2) . 2_658 ? O10 Cu1 O1 91.1(4) . 1_556 ? O10 Cu1 O1 88.9(4) 2_658 1_556 ? O10 Cu1 O1 88.9(4) . 2_657 ? O10 Cu1 O1 91.1(4) 2_658 2_657 ? O1 Cu1 O1 180.000(2) 1_556 2_657 ? O10 Cu1 O4 95.1(4) . 1_656 ? O10 Cu1 O4 84.9(4) 2_658 1_656 ? O1 Cu1 O4 77.0(3) 1_556 1_656 ? O1 Cu1 O4 103.0(3) 2_657 1_656 ? O10 Cu1 O4 84.9(4) . 2_557 ? O10 Cu1 O4 95.1(4) 2_658 2_557 ? O1 Cu1 O4 103.0(3) 1_556 2_557 ? O1 Cu1 O4 77.0(3) 2_657 2_557 ? O4 Cu1 O4 180.000(1) 1_656 2_557 ? C7 O1 Cu1 156.3(8) . 1_554 ? C7 O1 Nd1 91.9(6) . . ? Cu1 O1 Nd1 111.2(3) 1_554 . ? C7 O2 Nd1 98.5(7) . . ? C8 O3 Nd1 153.8(8) . 2_566 ? C8 O3 Nd1 93.4(7) . 1_455 ? Nd1 O3 Nd1 105.9(3) 2_566 1_455 ? C8 O4 Cu1 166.8(8) . 1_454 ? C8 O4 Nd1 95.3(7) . 1_455 ? Cu1 O4 Nd1 96.5(3) 1_454 1_455 ? C15 O7 Nd1 142.8(7) . . ? C15 O8 Nd1 136.1(7) . 2_666 ? C16 O9 Nd1 139.3(8) . 1_556 ? C16 O10 Cu1 131.8(8) . . ? Nd1 O13 H13A 117.9 . . ? Nd1 O13 H13B 109.9 . . ? H13A O13 H13B 108.4 . . ? O6 N1 O5 123.4(12) . . ? O6 N1 C5 120.2(11) . . ? O5 N1 C5 116.2(11) . . ? O12 N2 O11 123.0(12) . . ? O12 N2 C13 120.1(11) . . ? O11 N2 C13 116.9(12) . . ? C2 C1 C6 120.8(11) . . ? C2 C1 C7 117.4(10) . . ? C6 C1 C7 121.6(10) . . ? C1 C2 C3 121.1(10) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C2 C3 C4 118.8(11) . . ? C2 C3 C8 121.3(10) . . ? C4 C3 C8 119.8(10) . . ? C5 C4 C3 118.5(11) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 123.1(10) . . ? C4 C5 N1 118.5(10) . . ? C6 C5 N1 118.3(10) . . ? C1 C6 C5 117.4(11) . . ? C1 C6 H6 121.3 . . ? C5 C6 H6 121.3 . . ? O2 C7 O1 119.0(11) . . ? O2 C7 C1 121.0(10) . . ? O1 C7 C1 119.9(9) . . ? O2 C7 Nd1 56.8(6) . . ? O1 C7 Nd1 62.3(6) . . ? C1 C7 Nd1 175.8(8) . . ? O4 C8 O3 120.7(11) . . ? O4 C8 C3 120.1(10) . . ? O3 C8 C3 119.2(11) . . ? O4 C8 Nd1 59.8(6) . 1_455 ? O3 C8 Nd1 61.1(6) . 1_455 ? C3 C8 Nd1 173.6(8) . 1_455 ? C10 C9 C14 120.2(11) . . ? C10 C9 C15 121.7(11) . . ? C14 C9 C15 118.1(11) . . ? C9 C10 C11 120.6(12) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 119.7(12) . . ? C12 C11 C16 117.8(11) . . ? C10 C11 C16 122.4(12) . . ? C11 C12 C13 118.0(11) . . ? C11 C12 H12 121.0 . . ? C13 C12 H12 121.0 . . ? C14 C13 C12 123.0(12) . . ? C14 C13 N2 118.8(11) . . ? C12 C13 N2 117.9(10) . . ? C13 C14 C9 117.9(12) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O8 C15 O7 124.7(10) . . ? O8 C15 C9 118.4(10) . . ? O7 C15 C9 116.8(10) . . ? O9 C16 O10 126.9(11) . . ? O9 C16 C11 120.5(10) . . ? O10 C16 C11 112.6(11) . . ? _diffrn_measured_fraction_theta_max 0.786 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 4.152 _refine_diff_density_min -3.228 _refine_diff_density_rms 0.270 # = = = END data_8a _database_code_depnum_ccdc_archive 'CCDC 631473' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu Er2 N4 O34' _chemical_formula_weight 1414.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Er Er -0.2586 4.9576 '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 10.399(2) _cell_length_b 10.606(2) _cell_length_c 11.300(2) _cell_angle_alpha 83.50(3) _cell_angle_beta 75.15(3) _cell_angle_gamma 69.62(3) _cell_volume 1128.9(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11006 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.51 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.081 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 689 _exptl_absorpt_coefficient_mu 4.265 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2054 _exptl_absorpt_correction_T_max 0.3066 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 11158 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5131 _reflns_number_gt 5012 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0508P)^2^+11.9101P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5131 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0319 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.1005 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.004 _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 Er1 Er 0.58641(2) 0.59630(2) 0.632769(19) 0.01263(8) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01749(19) Uani 1 2 d S . . O1 O 0.3955(4) 0.6155(4) 0.4059(4) 0.0219(8) Uani 1 1 d . . . O2 O 0.4717(4) 0.7396(4) 0.4991(4) 0.0223(8) Uani 1 1 d . . . O3 O 0.2867(5) 1.2483(4) 0.4368(5) 0.0300(10) Uani 1 1 d . . . O4 O 0.0540(4) 1.3181(4) 0.4545(4) 0.0240(8) Uani 1 1 d . . . O5 O -0.1293(6) 1.0627(5) 0.2629(7) 0.0562(18) Uani 1 1 d . . . O6 O -0.0504(6) 0.8486(5) 0.2735(6) 0.0473(15) Uani 1 1 d . . . O7 O 1.0011(4) 0.4427(4) 0.6706(3) 0.0201(8) Uani 1 1 d . . . O8 O 0.7689(4) 0.4977(5) 0.7200(4) 0.0245(8) Uani 1 1 d . . . O9 O 0.5277(4) 0.4832(5) 1.1646(4) 0.0258(9) Uani 1 1 d . . . O10 O 0.6571(4) 0.3940(4) 1.2987(3) 0.0214(8) Uani 1 1 d . . . O11 O 1.1751(5) 0.2462(7) 1.1600(5) 0.0458(14) Uani 1 1 d . . . O12 O 1.2715(5) 0.2331(8) 0.9682(5) 0.0600(19) Uani 1 1 d . . . O13 O 0.5007(7) 0.7672(6) 0.7751(5) 0.0505(15) Uani 1 1 d . . . O14 O 0.7455(4) 0.5254(4) 0.4414(4) 0.0251(8) Uani 1 1 d . . . O15 O 0.4210(9) 0.7460(8) 0.0312(7) 0.0692(19) Uani 1 1 d . . . O16 O 0.6374(16) 0.890(3) 0.2985(11) 0.240(12) Uani 1 1 d . . . O17 O 0.4508(10) 0.9760(9) 0.1293(9) 0.098(3) Uani 1 1 d . . . N1 N -0.0423(5) 0.9569(5) 0.2857(5) 0.0248(10) Uani 1 1 d . . . N2 N 1.1688(5) 0.2617(6) 1.0528(5) 0.0273(11) Uani 1 1 d . . . C1 C 0.2818(5) 0.8510(5) 0.4071(5) 0.0132(9) Uani 1 1 d . . . C2 C 0.2838(5) 0.9765(5) 0.4316(5) 0.0142(9) Uani 1 1 d . . . H2 H 0.3567 0.9815 0.4622 0.017 Uiso 1 1 calc R . . C3 C 0.1770(5) 1.0944(5) 0.4107(5) 0.0141(9) Uani 1 1 d . . . C4 C 0.0692(5) 1.0861(5) 0.3645(5) 0.0166(9) Uani 1 1 d . . . H4 H -0.0044 1.1633 0.3528 0.020 Uiso 1 1 calc R . . C5 C 0.0728(6) 0.9618(5) 0.3361(5) 0.0178(10) Uani 1 1 d . . . C6 C 0.1765(6) 0.8439(5) 0.3570(5) 0.0170(10) Uani 1 1 d . . . H6A H 0.1755 0.7613 0.3378 0.020 Uiso 1 1 calc R . . C7 C 0.3913(5) 0.7256(5) 0.4387(5) 0.0158(9) Uani 1 1 d . . . C8 C 0.1749(6) 1.2306(5) 0.4358(4) 0.0164(10) Uani 1 1 d . . . C9 C 0.8927(5) 0.4195(5) 0.8773(4) 0.0145(9) Uani 1 1 d . . . C10 C 0.7699(5) 0.4458(5) 0.9699(5) 0.0165(9) Uani 1 1 d . . . H10 H 0.6825 0.4865 0.9508 0.020 Uiso 1 1 calc R . . C11 C 0.7777(6) 0.4115(5) 1.0910(5) 0.0178(10) Uani 1 1 d . . . C12 C 0.9093(6) 0.3504(6) 1.1195(5) 0.0193(10) Uani 1 1 d . . . H12A H 0.9162 0.3275 1.2000 0.023 Uiso 1 1 calc R . . C13 C 1.0290(5) 0.3249(5) 1.0247(5) 0.0184(10) Uani 1 1 d . . . C14 C 1.0244(5) 0.3575(5) 0.9051(5) 0.0169(10) Uani 1 1 d . . . H14 H 1.1068 0.3390 0.8436 0.020 Uiso 1 1 calc R . . C15 C 0.8861(5) 0.4563(5) 0.7463(4) 0.0132(9) Uani 1 1 d . . . C16 C 0.6462(6) 0.4331(6) 1.1906(5) 0.0184(10) Uani 1 1 d . . . H13A H 0.4779 0.7608 0.8577 0.022 Uiso 1 1 d . . . H13B H 0.4647 0.8517 0.7472 0.022 Uiso 1 1 d . . . H14A H 0.8020 0.5687 0.3929 0.022 Uiso 1 1 d . . . H14B H 0.7346 0.4649 0.3987 0.022 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Er1 0.01340(12) 0.01070(12) 0.01479(12) -0.00003(8) -0.00630(8) -0.00315(8) Cu1 0.0261(5) 0.0066(4) 0.0121(4) -0.0009(3) 0.0051(3) -0.0027(3) O1 0.0256(19) 0.0102(17) 0.029(2) -0.0004(14) -0.0069(16) -0.0052(15) O2 0.0217(19) 0.0166(18) 0.032(2) 0.0056(15) -0.0162(17) -0.0049(15) O3 0.032(2) 0.019(2) 0.052(3) 0.0050(18) -0.022(2) -0.0181(18) O4 0.029(2) 0.0116(18) 0.028(2) -0.0032(15) -0.0030(17) -0.0043(15) O5 0.052(3) 0.028(3) 0.107(5) 0.002(3) -0.062(4) -0.006(2) O6 0.053(3) 0.026(2) 0.084(4) 0.000(3) -0.046(3) -0.019(2) O7 0.0176(18) 0.025(2) 0.0136(17) 0.0032(14) 0.0000(14) -0.0055(15) O8 0.0156(18) 0.040(2) 0.0215(19) 0.0063(17) -0.0104(15) -0.0119(17) O9 0.0128(17) 0.039(2) 0.0190(19) 0.0006(17) -0.0016(15) -0.0029(16) O10 0.0186(18) 0.031(2) 0.0149(17) -0.0002(15) -0.0030(14) -0.0101(16) O11 0.026(2) 0.079(4) 0.027(2) 0.013(2) -0.014(2) -0.010(2) O12 0.016(2) 0.103(5) 0.037(3) -0.001(3) -0.005(2) 0.008(3) O13 0.061(4) 0.043(3) 0.050(3) -0.031(3) 0.007(3) -0.024(3) O14 0.024(2) 0.033(2) 0.0196(19) -0.0029(16) 0.0016(16) -0.0146(17) O15 0.079(5) 0.072(5) 0.065(4) -0.010(4) -0.022(4) -0.029(4) O16 0.138(11) 0.58(4) 0.081(8) -0.073(14) 0.013(7) -0.230(19) O17 0.083(6) 0.071(5) 0.094(6) 0.003(5) 0.018(5) 0.000(4) N1 0.026(2) 0.019(2) 0.036(3) 0.002(2) -0.020(2) -0.0085(19) N2 0.018(2) 0.038(3) 0.023(2) 0.006(2) -0.0090(19) -0.005(2) C1 0.014(2) 0.008(2) 0.017(2) -0.0007(17) -0.0050(18) -0.0036(17) C2 0.015(2) 0.009(2) 0.018(2) -0.0003(17) -0.0061(18) -0.0017(17) C3 0.017(2) 0.008(2) 0.017(2) 0.0006(17) -0.0035(18) -0.0030(17) C4 0.017(2) 0.010(2) 0.024(2) 0.0020(18) -0.008(2) -0.0045(18) C5 0.020(2) 0.016(2) 0.021(2) 0.0019(19) -0.011(2) -0.007(2) C6 0.020(2) 0.010(2) 0.024(3) 0.0006(18) -0.011(2) -0.0057(19) C7 0.017(2) 0.010(2) 0.017(2) 0.0032(17) -0.0015(18) -0.0032(18) C8 0.027(3) 0.008(2) 0.012(2) 0.0007(16) -0.0049(19) -0.0033(19) C9 0.017(2) 0.018(2) 0.010(2) 0.0014(17) -0.0061(18) -0.0057(19) C10 0.013(2) 0.022(2) 0.017(2) 0.0016(19) -0.0063(18) -0.0071(19) C11 0.019(2) 0.022(3) 0.012(2) -0.0014(18) -0.0015(19) -0.007(2) C12 0.022(3) 0.024(3) 0.010(2) 0.0018(19) -0.0058(19) -0.005(2) C13 0.014(2) 0.020(2) 0.019(2) 0.0010(19) -0.0075(19) -0.0002(19) C14 0.012(2) 0.018(2) 0.017(2) -0.0011(18) -0.0012(18) -0.0019(18) C15 0.017(2) 0.013(2) 0.012(2) 0.0010(17) -0.0058(18) -0.0071(18) C16 0.017(2) 0.023(3) 0.013(2) -0.0036(19) -0.0015(19) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Er1 O8 2.238(4) . ? Er1 O2 2.270(4) . ? Er1 O1 2.270(4) 2_666 ? Er1 O13 2.338(5) . ? Er1 O14 2.376(4) . ? Er1 O3 2.401(4) 2_676 ? Er1 O10 2.419(4) 2_667 ? Er1 O9 2.495(4) 2_667 ? Er1 C16 2.800(5) 2_667 ? Cu1 O4 1.903(4) 2_586 ? Cu1 O4 1.903(4) . ? Cu1 O7 1.957(4) 1_465 ? Cu1 O7 1.957(4) 2_676 ? O1 C7 1.249(6) . ? O1 Er1 2.270(4) 2_666 ? O2 C7 1.262(7) . ? O3 C8 1.244(7) . ? O3 Er1 2.401(4) 2_676 ? O4 C8 1.257(7) . ? O5 N1 1.221(7) . ? O6 N1 1.205(7) . ? O7 C15 1.251(6) . ? O7 Cu1 1.957(4) 1_645 ? O8 C15 1.246(6) . ? O9 C16 1.258(7) . ? O9 Er1 2.495(4) 2_667 ? O10 C16 1.265(7) . ? O10 Er1 2.419(4) 2_667 ? O11 N2 1.219(7) . ? O12 N2 1.210(7) . ? O13 H13A 0.9033 . ? O13 H13B 0.8976 . ? O14 H14A 0.9069 . ? O14 H14B 0.8981 . ? N1 C5 1.470(7) . ? N2 C13 1.474(7) . ? C1 C6 1.383(7) . ? C1 C2 1.397(6) . ? C1 C7 1.496(7) . ? C2 C3 1.398(7) . ? C2 H2 0.9300 . ? C3 C4 1.384(7) . ? C3 C8 1.496(6) . ? C4 C5 1.378(7) . ? C4 H4 0.9300 . ? C5 C6 1.381(7) . ? C6 H6A 0.9300 . ? C9 C10 1.391(7) . ? C9 C14 1.398(7) . ? C9 C15 1.499(6) . ? C10 C11 1.391(7) . ? C10 H10 0.9300 . ? C11 C12 1.399(7) . ? C11 C16 1.497(7) . ? C12 C13 1.385(7) . ? C12 H12A 0.9300 . ? C13 C14 1.365(7) . ? C14 H14 0.9300 . ? C16 Er1 2.800(5) 2_667 ? 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 O8 Er1 O2 154.59(15) . . ? O8 Er1 O1 85.93(16) . 2_666 ? O2 Er1 O1 107.83(15) . 2_666 ? O8 Er1 O13 89.0(2) . . ? O2 Er1 O13 90.2(2) . . ? O1 Er1 O13 146.88(19) 2_666 . ? O8 Er1 O14 87.49(15) . . ? O2 Er1 O14 78.06(16) . . ? O1 Er1 O14 69.40(15) 2_666 . ? O13 Er1 O14 143.09(18) . . ? O8 Er1 O3 81.00(15) . 2_676 ? O2 Er1 O3 74.61(15) . 2_676 ? O1 Er1 O3 138.79(16) 2_666 2_676 ? O13 Er1 O3 72.04(19) . 2_676 ? O14 Er1 O3 71.12(16) . 2_676 ? O8 Er1 O10 130.30(14) . 2_667 ? O2 Er1 O10 74.35(14) . 2_667 ? O1 Er1 O10 78.88(15) 2_666 2_667 ? O13 Er1 O10 79.67(18) . 2_667 ? O14 Er1 O10 128.48(14) . 2_667 ? O3 Er1 O10 137.44(15) 2_676 2_667 ? O8 Er1 O9 77.48(14) . 2_667 ? O2 Er1 O9 125.69(14) . 2_667 ? O1 Er1 O9 77.30(15) 2_666 2_667 ? O13 Er1 O9 69.65(19) . 2_667 ? O14 Er1 O9 144.30(15) . 2_667 ? O3 Er1 O9 135.96(16) 2_676 2_667 ? O10 Er1 O9 53.13(13) 2_667 2_667 ? O8 Er1 C16 104.17(15) . 2_667 ? O2 Er1 C16 99.34(16) . 2_667 ? O1 Er1 C16 79.85(16) 2_666 2_667 ? O13 Er1 C16 69.73(18) . 2_667 ? O14 Er1 C16 146.29(15) . 2_667 ? O3 Er1 C16 141.26(16) 2_676 2_667 ? O10 Er1 C16 26.79(14) 2_667 2_667 ? O9 Er1 C16 26.69(15) 2_667 2_667 ? O4 Cu1 O4 180.000(1) 2_586 . ? O4 Cu1 O7 89.28(18) 2_586 1_465 ? O4 Cu1 O7 90.72(18) . 1_465 ? O4 Cu1 O7 90.72(18) 2_586 2_676 ? O4 Cu1 O7 89.28(18) . 2_676 ? O7 Cu1 O7 180.000(1) 1_465 2_676 ? C7 O1 Er1 172.8(4) . 2_666 ? C7 O2 Er1 130.6(3) . . ? C8 O3 Er1 141.7(4) . 2_676 ? C8 O4 Cu1 128.3(4) . . ? C15 O7 Cu1 119.0(3) . 1_645 ? C15 O8 Er1 165.6(4) . . ? C16 O9 Er1 90.3(3) . 2_667 ? C16 O10 Er1 93.6(3) . 2_667 ? Er1 O13 H13A 129.0 . . ? Er1 O13 H13B 117.0 . . ? H13A O13 H13B 112.1 . . ? Er1 O14 H14A 127.1 . . ? Er1 O14 H14B 119.6 . . ? H14A O14 H14B 110.8 . . ? O6 N1 O5 122.7(5) . . ? O6 N1 C5 118.6(5) . . ? O5 N1 C5 118.6(5) . . ? O12 N2 O11 123.5(5) . . ? O12 N2 C13 118.2(5) . . ? O11 N2 C13 118.3(5) . . ? C6 C1 C2 119.7(4) . . ? C6 C1 C7 120.6(4) . . ? C2 C1 C7 119.7(4) . . ? C3 C2 C1 120.6(5) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C4 C3 C2 119.4(4) . . ? C4 C3 C8 118.2(4) . . ? C2 C3 C8 122.3(5) . . ? C5 C4 C3 118.9(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 122.6(5) . . ? C4 C5 N1 117.5(5) . . ? C6 C5 N1 119.8(5) . . ? C1 C6 C5 118.7(5) . . ? C1 C6 H6A 120.7 . . ? C5 C6 H6A 120.7 . . ? O1 C7 O2 124.7(5) . . ? O1 C7 C1 118.6(5) . . ? O2 C7 C1 116.7(4) . . ? O3 C8 O4 126.3(5) . . ? O3 C8 C3 119.8(5) . . ? O4 C8 C3 113.9(5) . . ? C10 C9 C14 120.3(4) . . ? C10 C9 C15 120.8(4) . . ? C14 C9 C15 118.9(4) . . ? C9 C10 C11 120.1(5) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C12 119.8(5) . . ? C10 C11 C16 120.6(5) . . ? C12 C11 C16 119.5(5) . . ? C13 C12 C11 118.3(5) . . ? C13 C12 H12A 120.8 . . ? C11 C12 H12A 120.8 . . ? C14 C13 C12 123.0(5) . . ? C14 C13 N2 117.8(5) . . ? C12 C13 N2 119.2(5) . . ? C13 C14 C9 118.4(5) . . ? C13 C14 H14 120.8 . . ? C9 C14 H14 120.8 . . ? O8 C15 O7 124.5(5) . . ? O8 C15 C9 118.8(4) . . ? O7 C15 C9 116.7(4) . . ? O9 C16 O10 121.3(5) . . ? O9 C16 C11 119.7(5) . . ? O10 C16 C11 118.9(5) . . ? O9 C16 Er1 63.0(3) . 2_667 ? O10 C16 Er1 59.6(3) . 2_667 ? C11 C16 Er1 165.2(4) . 2_667 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.974 _refine_diff_density_min -1.574 _refine_diff_density_rms 0.272 # = = = END data_8b _database_code_depnum_ccdc_archive 'CCDC 631474' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu Er2 N4 O26' _chemical_formula_weight 1270.56 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' Er Er -0.2586 4.9576 '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 9.779(2) _cell_length_b 10.195(2) _cell_length_c 10.951(2) _cell_angle_alpha 70.27(3) _cell_angle_beta 86.24(3) _cell_angle_gamma 71.41(3) _cell_volume 973.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8946 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.168 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 609 _exptl_absorpt_coefficient_mu 4.921 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2001 _exptl_absorpt_correction_T_max 0.3897 _exptl_absorpt_process_details 'Higashi (1995)' _exptl_special_details ; ISOR is applied to allow anisotropic refinement of oxygen atom. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 9304 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0454 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4373 _reflns_number_gt 4056 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.1113P)^2^+2.6293P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4373 _refine_ls_number_parameters 295 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1383 _refine_ls_wR_factor_gt 0.1294 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.190 _refine_ls_shift/su_mean 0.004 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 Er1 Er 0.403112(14) 0.406413(13) 0.419137(12) 0.01474(4) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.01671(14) Uani 1 2 d S . . O1 O 0.3356(3) 0.1752(2) 0.4986(3) 0.0212(6) Uani 1 1 d . . . O2 O 0.1656(3) 0.3833(3) 0.4674(3) 0.0290(7) Uani 1 1 d . . . O3 O -0.3593(3) 0.3869(2) 0.5193(2) 0.0189(6) Uani 1 1 d . . . O4 O -0.3829(3) 0.1901(3) 0.4971(3) 0.0227(6) Uani 1 1 d . . . O5 O -0.0148(4) -0.2607(4) 0.7910(5) 0.0791(17) Uani 1 1 d . . . O6 O 0.2028(4) -0.2758(4) 0.7650(4) 0.0579(13) Uani 1 1 d . . . O7 O 0.3842(3) 0.3391(3) 0.6426(2) 0.0258(6) Uani 1 1 d . . . O8 O 0.4832(3) 0.4547(3) 0.7369(2) 0.0238(6) Uani 1 1 d . . . O9 O 0.4276(3) 0.3110(3) 1.2491(2) 0.0269(7) Uani 1 1 d . . . O10 O 0.4897(3) 0.0657(3) 1.3168(3) 0.0303(8) Uani 1 1 d . . . O11 O 0.2395(4) -0.1320(4) 1.1067(4) 0.0518(5) Uani 1 1 d U . . O12 O 0.2041(6) -0.0535(6) 0.9063(6) 0.0837(6) Uani 1 1 d U . . O13 O 0.2228(3) 0.5844(3) 0.2584(3) 0.0338(8) Uani 1 1 d . . . N1 N 0.0766(4) -0.2051(3) 0.7506(4) 0.0321(10) Uani 1 1 d . . . N2 N 0.2421(5) -0.0444(4) 1.0033(4) 0.0446(10) Uani 1 1 d . . . C1 C 0.0965(3) 0.1684(3) 0.5610(3) 0.0167(8) Uani 1 1 d . . . C2 C -0.0506(3) 0.2472(3) 0.5354(3) 0.0175(8) Uani 1 1 d . . . H2 H -0.0799 0.3485 0.4950 0.021 Uiso 1 1 calc R . . C3 C -0.1532(3) 0.1744(3) 0.5700(3) 0.0156(7) Uani 1 1 d . . . C4 C -0.1088(4) 0.0244(4) 0.6384(4) 0.0196(8) Uani 1 1 d . . . H4 H -0.1759 -0.0262 0.6600 0.024 Uiso 1 1 calc R . . C5 C 0.0339(4) -0.0480(4) 0.6738(4) 0.0224(9) Uani 1 1 d . . . C6 C 0.1411(4) 0.0196(4) 0.6332(3) 0.0184(8) Uani 1 1 d . . . H6 H 0.2383 -0.0332 0.6537 0.022 Uiso 1 1 calc R . . C7 C 0.2039(4) 0.2479(4) 0.5070(3) 0.0185(8) Uani 1 1 d . . . C8 C -0.3076(3) 0.2541(3) 0.5285(3) 0.0146(7) Uani 1 1 d . . . C9 C 0.3829(4) 0.2749(4) 0.8696(3) 0.0208(8) Uani 1 1 d . . . C10 C 0.4176(4) 0.2898(4) 0.9846(3) 0.0196(8) Uani 1 1 d . . . H10 H 0.4503 0.3670 0.9816 0.023 Uiso 1 1 calc R . . C11 C 0.4034(4) 0.1895(3) 1.1038(3) 0.0201(8) Uani 1 1 d . . . C12 C 0.3503(4) 0.0779(4) 1.1066(3) 0.0244(9) Uani 1 1 d . . . H12 H 0.3459 0.0066 1.1853 0.029 Uiso 1 1 calc R . . C13 C 0.3044(4) 0.0726(4) 0.9940(4) 0.0272(9) Uani 1 1 d . . . C14 C 0.3213(4) 0.1660(4) 0.8739(4) 0.0270(9) Uani 1 1 d . . . H14 H 0.2931 0.1576 0.7982 0.032 Uiso 1 1 calc R . . C15 C 0.4177(4) 0.3651(3) 0.7380(3) 0.0189(8) Uani 1 1 d . . . C16 C 0.4433(4) 0.1930(4) 1.2327(3) 0.0188(8) Uani 1 1 d . . . H13A H 0.2391 0.6496 0.1972 0.023 Uiso 1 1 d . . . H13B H 0.1469 0.5705 0.2571 0.023 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Er1 0.01579(7) 0.01523(6) 0.01419(7) -0.00382(5) 0.00152(5) -0.00755(5) Cu1 0.0192(3) 0.0158(2) 0.0115(2) -0.00351(17) 0.00062(19) -0.00193(19) O1 0.0169(11) 0.0172(9) 0.0292(11) -0.0098(8) 0.0056(9) -0.0038(8) O2 0.0169(11) 0.0185(10) 0.0483(16) -0.0061(10) 0.0011(11) -0.0066(9) O3 0.0166(10) 0.0150(9) 0.0257(11) -0.0087(8) -0.0021(9) -0.0030(8) O4 0.0153(10) 0.0262(10) 0.0315(12) -0.0124(9) 0.0015(9) -0.0102(8) O5 0.048(2) 0.0314(16) 0.110(4) 0.032(2) 0.013(2) -0.0107(15) O6 0.0375(18) 0.0300(16) 0.072(3) 0.0101(17) 0.0059(18) 0.0044(14) O7 0.0390(13) 0.0318(10) 0.0146(10) -0.0078(8) 0.0076(10) -0.0230(9) O8 0.0327(12) 0.0287(10) 0.0177(10) -0.0069(8) 0.0043(9) -0.0217(8) O9 0.0429(14) 0.0234(10) 0.0165(11) -0.0065(8) 0.0012(10) -0.0135(10) O10 0.0462(16) 0.0224(11) 0.0157(11) -0.0046(9) -0.0020(11) -0.0034(11) O11 0.0536(7) 0.0510(7) 0.0521(7) -0.0159(5) 0.0027(6) -0.0197(5) O12 0.0851(7) 0.0838(7) 0.0837(7) -0.0276(5) 0.0025(6) -0.0290(5) O13 0.0375(14) 0.0280(12) 0.0307(14) 0.0022(10) -0.0098(12) -0.0142(10) N1 0.0325(17) 0.0179(13) 0.0359(18) 0.0010(12) 0.0059(14) -0.0061(12) N2 0.079(2) 0.0579(15) 0.0204(15) -0.0108(12) 0.0098(15) -0.0563(13) C1 0.0084(12) 0.0230(13) 0.0213(14) -0.0092(11) 0.0005(11) -0.0068(10) C2 0.0114(13) 0.0163(12) 0.0240(15) -0.0039(11) 0.0056(11) -0.0073(10) C3 0.0126(13) 0.0165(11) 0.0232(14) -0.0114(10) 0.0041(11) -0.0073(10) C4 0.0121(13) 0.0199(13) 0.0261(16) -0.0057(11) 0.0040(12) -0.0067(11) C5 0.0261(17) 0.0168(13) 0.0197(15) -0.0011(11) 0.0031(13) -0.0066(12) C6 0.0103(13) 0.0240(13) 0.0214(14) -0.0077(11) 0.0016(11) -0.0062(11) C7 0.0192(14) 0.0235(13) 0.0152(13) -0.0071(10) 0.0008(11) -0.0092(11) C8 0.0149(13) 0.0159(11) 0.0161(13) -0.0073(10) 0.0021(11) -0.0072(10) C9 0.0274(16) 0.0196(13) 0.0170(14) -0.0042(11) 0.0025(12) -0.0118(11) C10 0.0236(15) 0.0215(13) 0.0173(14) -0.0066(11) 0.0057(12) -0.0130(11) C11 0.0268(16) 0.0187(12) 0.0186(14) -0.0069(10) -0.0023(12) -0.0108(11) C12 0.0406(19) 0.0200(13) 0.0154(14) -0.0047(11) 0.0077(13) -0.0157(13) C13 0.0361(16) 0.0344(14) 0.0205(16) -0.0066(12) 0.0093(14) -0.0280(12) C14 0.0438(18) 0.0318(14) 0.0151(14) -0.0078(11) 0.0044(14) -0.0254(13) C15 0.0262(15) 0.0196(12) 0.0139(13) -0.0036(10) 0.0038(12) -0.0137(11) C16 0.0218(15) 0.0213(13) 0.0128(13) -0.0037(11) 0.0057(11) -0.0093(11) _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 Er1 O8 2.298(3) 2_666 ? Er1 O7 2.320(3) . ? Er1 O3 2.329(3) 2_566 ? Er1 O9 2.343(3) 1_554 ? Er1 O13 2.390(3) . ? Er1 O2 2.415(3) . ? Er1 O4 2.448(2) 1_655 ? Er1 O1 2.506(3) . ? Er1 O3 2.556(3) 1_655 ? Er1 C7 2.836(4) . ? Er1 C8 2.869(3) 1_655 ? Er1 Cu1 3.7389(11) 1_554 ? Cu1 O10 1.887(3) 2_658 ? Cu1 O10 1.887(3) . ? Cu1 O1 1.982(2) 2_657 ? Cu1 O1 1.982(2) 1_556 ? Cu1 O4 2.537(3) 2_557 ? Cu1 O4 2.537(3) 1_656 ? Cu1 Er1 3.7389(11) 1_556 ? Cu1 Er1 3.7389(11) 2_657 ? O1 C7 1.281(4) . ? O1 Cu1 1.982(2) 1_554 ? O2 C7 1.233(4) . ? O3 C8 1.256(4) . ? O3 Er1 2.329(3) 2_566 ? O3 Er1 2.556(3) 1_455 ? O4 C8 1.255(5) . ? O4 Er1 2.448(2) 1_455 ? O4 Cu1 2.537(3) 1_454 ? O5 N1 1.191(6) . ? O6 N1 1.204(5) . ? O7 C15 1.247(5) . ? O8 C15 1.268(5) . ? O8 Er1 2.298(3) 2_666 ? O9 C16 1.235(5) . ? O9 Er1 2.343(3) 1_556 ? O10 C16 1.269(4) . ? O11 N2 1.187(5) . ? O12 N2 1.189(8) . ? O13 H13A 0.8187 . ? O13 H13B 0.8000 . ? N1 C5 1.469(4) . ? N2 C13 1.477(6) . ? C1 C6 1.389(4) . ? C1 C2 1.399(4) . ? C1 C7 1.499(5) . ? C2 C3 1.392(5) . ? C2 H2 0.9300 . ? C3 C4 1.391(4) . ? C3 C8 1.485(4) . ? C4 C5 1.365(5) . ? C4 H4 0.9300 . ? C5 C6 1.401(5) . ? C6 H6 0.9300 . ? C8 Er1 2.869(3) 1_455 ? C9 C10 1.394(5) . ? C9 C14 1.409(6) . ? C9 C15 1.510(5) . ? C10 C11 1.391(5) . ? C10 H10 0.9300 . ? C11 C12 1.384(6) . ? C11 C16 1.504(5) . ? C12 C13 1.363(6) . ? C12 H12 0.9300 . ? C13 C14 1.374(5) . ? C14 H14 0.9300 . ? 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 O8 Er1 O7 137.33(11) 2_666 . ? O8 Er1 O3 77.99(10) 2_666 2_566 ? O7 Er1 O3 70.99(9) . 2_566 ? O8 Er1 O9 75.58(10) 2_666 1_554 ? O7 Er1 O9 141.28(9) . 1_554 ? O3 Er1 O9 147.43(8) 2_566 1_554 ? O8 Er1 O13 72.59(10) 2_666 . ? O7 Er1 O13 126.56(10) . . ? O3 Er1 O13 78.68(10) 2_566 . ? O9 Er1 O13 75.51(10) 1_554 . ? O8 Er1 O2 140.20(9) 2_666 . ? O7 Er1 O2 72.21(11) . . ? O3 Er1 O2 94.77(10) 2_566 . ? O9 Er1 O2 93.48(12) 1_554 . ? O13 Er1 O2 67.62(10) . . ? O8 Er1 O4 95.96(9) 2_666 1_655 ? O7 Er1 O4 77.86(10) . 1_655 ? O3 Er1 O4 122.77(9) 2_566 1_655 ? O9 Er1 O4 78.92(10) 1_554 1_655 ? O13 Er1 O4 153.87(11) . 1_655 ? O2 Er1 O4 119.74(9) . 1_655 ? O8 Er1 O1 146.08(10) 2_666 . ? O7 Er1 O1 71.05(10) . . ? O3 Er1 O1 135.88(9) 2_566 . ? O9 Er1 O1 71.84(9) 1_554 . ? O13 Er1 O1 107.42(10) . . ? O2 Er1 O1 52.34(8) . . ? O4 Er1 O1 68.92(9) 1_655 . ? O8 Er1 O3 71.48(9) 2_666 1_655 ? O7 Er1 O3 71.97(10) . 1_655 ? O3 Er1 O3 73.20(9) 2_566 1_655 ? O9 Er1 O3 115.00(10) 1_554 1_655 ? O13 Er1 O3 137.98(10) . 1_655 ? O2 Er1 O3 144.18(10) . 1_655 ? O4 Er1 O3 51.70(9) 1_655 1_655 ? O1 Er1 O3 114.54(8) . 1_655 ? O8 Er1 C7 154.25(10) 2_666 . ? O7 Er1 C7 68.01(11) . . ? O3 Er1 C7 115.14(10) 2_566 . ? O9 Er1 C7 83.54(11) 1_554 . ? O13 Er1 C7 87.85(10) . . ? O2 Er1 C7 25.59(9) . . ? O4 Er1 C7 94.62(9) 1_655 . ? O1 Er1 C7 26.83(8) . . ? O3 Er1 C7 132.30(8) 1_655 . ? O8 Er1 C8 82.45(9) 2_666 1_655 ? O7 Er1 C8 74.10(10) . 1_655 ? O3 Er1 C8 98.39(10) 2_566 1_655 ? O9 Er1 C8 96.66(10) 1_554 1_655 ? O13 Er1 C8 154.96(10) . 1_655 ? O2 Er1 C8 137.25(9) . 1_655 ? O4 Er1 C8 25.77(10) 1_655 1_655 ? O1 Er1 C8 92.08(9) . 1_655 ? O3 Er1 C8 25.96(9) 1_655 1_655 ? C7 Er1 C8 115.26(9) . 1_655 ? O8 Er1 Cu1 122.33(7) 2_666 1_554 ? O7 Er1 Cu1 80.81(7) . 1_554 ? O3 Er1 Cu1 151.24(6) 2_566 1_554 ? O9 Er1 Cu1 61.26(6) 1_554 1_554 ? O13 Er1 Cu1 124.63(9) . 1_554 ? O2 Er1 Cu1 81.54(7) . 1_554 ? O4 Er1 Cu1 42.32(7) 1_655 1_554 ? O1 Er1 Cu1 29.37(5) . 1_554 ? O3 Er1 Cu1 93.14(6) 1_655 1_554 ? C7 Er1 Cu1 56.17(7) . 1_554 ? C8 Er1 Cu1 67.70(8) 1_655 1_554 ? O10 Cu1 O10 180.000(1) 2_658 . ? O10 Cu1 O1 90.19(12) 2_658 2_657 ? O10 Cu1 O1 89.81(12) . 2_657 ? O10 Cu1 O1 89.81(12) 2_658 1_556 ? O10 Cu1 O1 90.19(12) . 1_556 ? O1 Cu1 O1 180.00(15) 2_657 1_556 ? O10 Cu1 O4 90.50(13) 2_658 2_557 ? O10 Cu1 O4 89.50(13) . 2_557 ? O1 Cu1 O4 75.57(10) 2_657 2_557 ? O1 Cu1 O4 104.43(10) 1_556 2_557 ? O10 Cu1 O4 89.50(13) 2_658 1_656 ? O10 Cu1 O4 90.50(13) . 1_656 ? O1 Cu1 O4 104.43(10) 2_657 1_656 ? O1 Cu1 O4 75.57(10) 1_556 1_656 ? O4 Cu1 O4 180.000(1) 2_557 1_656 ? O10 Cu1 Er1 101.76(9) 2_658 1_556 ? O10 Cu1 Er1 78.24(9) . 1_556 ? O1 Cu1 Er1 141.67(8) 2_657 1_556 ? O1 Cu1 Er1 38.33(8) 1_556 1_556 ? O4 Cu1 Er1 139.49(5) 2_557 1_556 ? O4 Cu1 Er1 40.51(5) 1_656 1_556 ? O10 Cu1 Er1 78.24(9) 2_658 2_657 ? O10 Cu1 Er1 101.76(9) . 2_657 ? O1 Cu1 Er1 38.33(8) 2_657 2_657 ? O1 Cu1 Er1 141.67(8) 1_556 2_657 ? O4 Cu1 Er1 40.51(5) 2_557 2_657 ? O4 Cu1 Er1 139.49(5) 1_656 2_657 ? Er1 Cu1 Er1 180.000(1) 1_556 2_657 ? C7 O1 Cu1 156.3(3) . 1_554 ? C7 O1 Er1 91.1(2) . . ? Cu1 O1 Er1 112.30(11) 1_554 . ? C7 O2 Er1 96.7(2) . . ? C8 O3 Er1 157.1(2) . 2_566 ? C8 O3 Er1 91.1(2) . 1_455 ? Er1 O3 Er1 106.80(9) 2_566 1_455 ? C8 O4 Er1 96.23(18) . 1_455 ? C8 O4 Cu1 162.1(2) . 1_454 ? Er1 O4 Cu1 97.17(9) 1_455 1_454 ? C15 O7 Er1 140.8(2) . . ? C15 O8 Er1 134.2(2) . 2_666 ? C16 O9 Er1 139.3(2) . 1_556 ? C16 O10 Cu1 132.1(3) . . ? Er1 O13 H13A 123.4 . . ? Er1 O13 H13B 117.7 . . ? H13A O13 H13B 117.9 . . ? O6 N1 O5 121.7(4) . . ? O6 N1 C5 119.1(4) . . ? O5 N1 C5 119.1(3) . . ? O12 N2 O11 121.9(5) . . ? O12 N2 C13 119.1(4) . . ? O11 N2 C13 118.9(4) . . ? C6 C1 C2 120.4(3) . . ? C6 C1 C7 121.2(3) . . ? C2 C1 C7 118.4(3) . . ? C3 C2 C1 120.3(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 119.3(3) . . ? C4 C3 C8 120.1(3) . . ? C2 C3 C8 120.5(3) . . ? C5 C4 C3 119.5(3) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 122.5(3) . . ? C4 C5 N1 118.3(4) . . ? C6 C5 N1 119.1(3) . . ? C5 C6 C1 117.5(3) . . ? C5 C6 H6 121.3 . . ? C1 C6 H6 121.3 . . ? O2 C7 O1 119.5(3) . . ? O2 C7 C1 120.5(3) . . ? O1 C7 C1 119.9(3) . . ? O2 C7 Er1 57.7(2) . . ? O1 C7 Er1 62.05(19) . . ? C1 C7 Er1 176.1(3) . . ? O4 C8 O3 120.8(3) . . ? O4 C8 C3 119.7(3) . . ? O3 C8 C3 119.4(3) . . ? O4 C8 Er1 58.00(15) . 1_455 ? O3 C8 Er1 62.93(18) . 1_455 ? C3 C8 Er1 173.4(2) . 1_455 ? C10 C9 C14 120.0(3) . . ? C10 C9 C15 122.5(4) . . ? C14 C9 C15 117.4(3) . . ? C11 C10 C9 120.1(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 119.2(4) . . ? C12 C11 C16 116.7(3) . . ? C10 C11 C16 124.1(3) . . ? C13 C12 C11 119.9(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 122.6(4) . . ? C12 C13 N2 117.7(3) . . ? C14 C13 N2 119.6(4) . . ? C13 C14 C9 117.7(4) . . ? C13 C14 H14 121.2 . . ? C9 C14 H14 121.2 . . ? O7 C15 O8 127.1(3) . . ? O7 C15 C9 116.4(3) . . ? O8 C15 C9 116.5(3) . . ? O9 C16 O10 126.6(4) . . ? O9 C16 C11 120.8(3) . . ? O10 C16 C11 112.6(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O11 0.82 2.11 2.858(5) 151.8 1_564 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 2.992 _refine_diff_density_min -2.702 _refine_diff_density_rms 0.283 # = = = END data_La-1 _database_code_depnum_ccdc_archive 'CCDC 636902' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Cu La N3 O22' _chemical_formula_weight 902.86 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' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 '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 10.845(2) _cell_length_b 12.041(2) _cell_length_c 13.634(3) _cell_angle_alpha 108.07(3) _cell_angle_beta 108.82(3) _cell_angle_gamma 103.88(3) _cell_volume 1483.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13670 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.021 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 890 _exptl_absorpt_coefficient_mu 2.243 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5384 _exptl_absorpt_correction_T_max 0.6675 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 14644 _diffrn_reflns_av_R_equivalents 0.0158 _diffrn_reflns_av_sigmaI/netI 0.0208 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6724 _reflns_number_gt 6330 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0471P)^2^+2.3521P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 6724 _refine_ls_number_parameters 463 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0220 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.338347(15) 0.775158(13) 0.148261(12) 0.01345(6) Uani 1 1 d . . . Cu1 Cu 0.5000 1.0000 0.5000 0.01647(10) Uani 1 2 d S . . Cu2 Cu -0.5000 0.5000 0.0000 0.02037(11) Uani 1 2 d S . . O1 O 0.5542(2) 1.1292(2) 0.44585(18) 0.0248(4) Uani 1 1 d . . . O2 O 0.5011(2) 0.99505(19) 0.26977(19) 0.0253(4) Uani 1 1 d . . . O3 O 0.6291(3) 1.1713(2) 0.0136(2) 0.0355(6) Uani 1 1 d . . . O4 O 0.6819(3) 1.3726(2) 0.05711(19) 0.0302(5) Uani 1 1 d . . . O5 O 0.6291(3) 1.6307(2) 0.3904(3) 0.0480(7) Uani 1 1 d . . . O6 O 0.6606(5) 1.5769(3) 0.5289(3) 0.0719(12) Uani 1 1 d . . . O7 O 0.3106(2) 0.9930(2) 0.43955(19) 0.0269(5) Uani 1 1 d . . . O8 O 0.2085(2) 0.8297(2) 0.2686(2) 0.0273(5) Uani 1 1 d . . . O9 O -0.3239(2) 0.6393(2) 0.1212(2) 0.0278(5) Uani 1 1 d . . . O10 O -0.4320(2) 0.7649(2) 0.1750(2) 0.0308(5) Uani 1 1 d . . . O11 O -0.1561(3) 1.1895(2) 0.4654(3) 0.0448(7) Uani 1 1 d . . . O12 O 0.0664(3) 1.2685(3) 0.5294(3) 0.0720(12) Uani 1 1 d . . . O13 O 0.2780(3) 0.5516(2) 0.1261(2) 0.0283(5) Uani 1 1 d . . . O14 O 0.4351(2) 0.4665(2) 0.1054(2) 0.0272(5) Uani 1 1 d . . . O15 O 0.3061(3) 0.0240(2) 0.0055(2) 0.0441(7) Uani 1 1 d . . . O16 O 0.2168(3) -0.0584(2) 0.1050(2) 0.0372(6) Uani 1 1 d . . . O17 O -0.0893(3) 0.1591(3) 0.2287(4) 0.0626(10) Uani 1 1 d . . . O18 O -0.0105(5) 0.3596(4) 0.2924(5) 0.0891(15) Uani 1 1 d . . . O19 O 0.0786(2) 0.6589(2) 0.0234(2) 0.0326(5) Uani 1 1 d . . . O20 O 0.4518(3) 0.7719(3) 0.3450(2) 0.0344(5) Uani 1 1 d . . . O21 O 0.0443(3) 0.4440(2) 0.8535(2) 0.0399(6) Uani 1 1 d . . . O22 O 0.8261(5) 0.3770(3) 0.6400(3) 0.0663(10) Uani 1 1 d . . . N1 N 0.6409(3) 1.5554(3) 0.4317(3) 0.0335(6) Uani 1 1 d . . . N2 N -0.0458(3) 1.1816(3) 0.4685(2) 0.0294(6) Uani 1 1 d . . . N3 N -0.0086(4) 0.2585(3) 0.2430(3) 0.0435(8) Uani 1 1 d . . . C1 C 0.5813(3) 1.2134(3) 0.3165(2) 0.0181(5) Uani 1 1 d . . . C2 C 0.6022(3) 1.1982(3) 0.2186(2) 0.0195(5) Uani 1 1 d . . . H2 H 0.5923 1.1191 0.1707 0.023 Uiso 1 1 calc R . . C3 C 0.6378(3) 1.3000(3) 0.1911(2) 0.0198(5) Uani 1 1 d . . . C4 C 0.6532(3) 1.4193(3) 0.2622(2) 0.0204(5) Uani 1 1 d . . . H4 H 0.6772 1.4882 0.2451 0.025 Uiso 1 1 calc R . . C5 C 0.6315(3) 1.4315(3) 0.3586(3) 0.0225(6) Uani 1 1 d . . . C6 C 0.5959(3) 1.3316(3) 0.3875(2) 0.0223(6) Uani 1 1 d . . . H6 H 0.5820 1.3435 0.4533 0.027 Uiso 1 1 calc R . . C7 C 0.5416(3) 1.1037(3) 0.3456(2) 0.0172(5) Uani 1 1 d . . . C8 C 0.6520(3) 1.2811(3) 0.0819(2) 0.0205(5) Uani 1 1 d . . . C9 C 0.0707(3) 0.9331(3) 0.3343(2) 0.0176(5) Uani 1 1 d . . . C10 C -0.0587(3) 0.8356(3) 0.2587(2) 0.0187(5) Uani 1 1 d . . . H10 H -0.0618 0.7604 0.2097 0.022 Uiso 1 1 calc R . . C11 C -0.1837(3) 0.8492(3) 0.2555(2) 0.0197(5) Uani 1 1 d . . . C12 C -0.1800(3) 0.9627(3) 0.3248(3) 0.0205(5) Uani 1 1 d . . . H12 H -0.2625 0.9737 0.3232 0.025 Uiso 1 1 calc R . . C13 C -0.0500(3) 1.0597(3) 0.3966(3) 0.0208(6) Uani 1 1 d . . . C14 C 0.0754(3) 1.0482(3) 0.4046(2) 0.0205(5) Uani 1 1 d . . . H14 H 0.1607 1.1149 0.4551 0.025 Uiso 1 1 calc R . . C15 C 0.2073(3) 0.9158(3) 0.3464(3) 0.0193(5) Uani 1 1 d . . . C16 C -0.3245(3) 0.7431(3) 0.1779(2) 0.0197(5) Uani 1 1 d . . . C17 C 0.2549(3) 0.3556(3) 0.1365(3) 0.0207(5) Uani 1 1 d . . . C18 C 0.2781(3) 0.2446(3) 0.0971(3) 0.0239(6) Uani 1 1 d . . . H18 H 0.3387 0.2407 0.0621 0.029 Uiso 1 1 calc R . . C19 C 0.2109(3) 0.1398(3) 0.1098(3) 0.0260(6) Uani 1 1 d . . . C20 C 0.1183(3) 0.1429(3) 0.1593(3) 0.0298(7) Uani 1 1 d . . . H20 H 0.0732 0.0729 0.1680 0.036 Uiso 1 1 calc R . . C21 C 0.0943(3) 0.2539(3) 0.1957(3) 0.0285(7) Uani 1 1 d . . . C22 C 0.1617(3) 0.3602(3) 0.1862(3) 0.0257(6) Uani 1 1 d . . . H22 H 0.1450 0.4336 0.2127 0.031 Uiso 1 1 calc R . . C23 C 0.3276(3) 0.4687(3) 0.1219(2) 0.0197(5) Uani 1 1 d . . . C24 C 0.2431(4) 0.0237(3) 0.0729(3) 0.0281(7) Uani 1 1 d . . . H15A H 0.3229 -0.0465 -0.0139 0.034 Uiso 1 1 d . . . H19A H 0.0626 0.5938 -0.0378 0.034 Uiso 1 1 d . . . H19B H 0.0266 0.6439 0.0588 0.034 Uiso 1 1 d . . . H20A H 0.5209 0.7537 0.3378 0.034 Uiso 1 1 d . . . H20B H 0.3789 0.7190 0.3399 0.034 Uiso 1 1 d . . . H21A H -0.0110 0.4158 0.7790 0.034 Uiso 1 1 d . . . H22A H 0.8751 0.4418 0.6341 0.034 Uiso 1 1 d . . . H21B H 0.1184 0.4638 0.8503 0.034 Uiso 1 1 d . . . H22B H 0.8464 0.3142 0.5789 0.034 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.01351(8) 0.01144(8) 0.01668(8) 0.00557(6) 0.00759(6) 0.00572(6) Cu1 0.0114(2) 0.0246(2) 0.0170(2) 0.01242(19) 0.00636(17) 0.00727(18) Cu2 0.0162(2) 0.0145(2) 0.0249(2) 0.00262(19) 0.01143(19) 0.00083(18) O1 0.0313(11) 0.0230(10) 0.0245(10) 0.0127(9) 0.0156(9) 0.0089(9) O2 0.0308(11) 0.0144(10) 0.0266(11) 0.0057(9) 0.0137(9) 0.0041(8) O3 0.0681(18) 0.0282(12) 0.0310(12) 0.0185(10) 0.0324(13) 0.0281(12) O4 0.0473(14) 0.0199(11) 0.0268(11) 0.0118(9) 0.0218(11) 0.0075(10) O5 0.0631(19) 0.0247(13) 0.0592(18) 0.0184(13) 0.0223(15) 0.0259(13) O6 0.142(4) 0.0363(16) 0.0441(18) 0.0078(14) 0.056(2) 0.035(2) O7 0.0137(10) 0.0334(12) 0.0289(11) 0.0091(10) 0.0059(8) 0.0111(9) O8 0.0205(10) 0.0331(12) 0.0346(12) 0.0118(10) 0.0181(9) 0.0151(9) O9 0.0174(10) 0.0163(10) 0.0364(12) -0.0026(9) 0.0119(9) 0.0027(8) O10 0.0138(10) 0.0222(11) 0.0450(13) 0.0043(10) 0.0091(9) 0.0063(8) O11 0.0272(13) 0.0318(13) 0.0606(18) -0.0022(12) 0.0202(13) 0.0141(11) O12 0.0266(14) 0.0326(15) 0.096(3) -0.0270(16) 0.0165(16) -0.0013(12) O13 0.0350(12) 0.0196(10) 0.0404(13) 0.0170(10) 0.0212(11) 0.0137(9) O14 0.0251(11) 0.0301(12) 0.0381(12) 0.0215(10) 0.0188(10) 0.0125(9) O15 0.080(2) 0.0269(13) 0.0504(16) 0.0239(12) 0.0407(16) 0.0329(14) O16 0.0441(15) 0.0253(12) 0.0581(16) 0.0277(12) 0.0263(13) 0.0194(11) O17 0.0476(18) 0.070(2) 0.102(3) 0.060(2) 0.0487(19) 0.0193(16) O18 0.115(3) 0.063(2) 0.162(4) 0.058(3) 0.120(4) 0.052(2) O19 0.0210(11) 0.0275(12) 0.0354(12) 0.0053(10) 0.0055(9) 0.0063(9) O20 0.0427(14) 0.0443(14) 0.0270(11) 0.0197(11) 0.0169(11) 0.0251(12) O21 0.0315(13) 0.0301(13) 0.0434(14) 0.0054(11) 0.0126(11) 0.0061(11) O22 0.110(3) 0.0468(18) 0.0433(17) 0.0131(15) 0.0332(19) 0.038(2) N1 0.0412(17) 0.0211(13) 0.0371(16) 0.0075(12) 0.0201(13) 0.0118(12) N2 0.0216(13) 0.0221(13) 0.0347(14) 0.0012(11) 0.0112(11) 0.0079(11) N3 0.0404(18) 0.050(2) 0.069(2) 0.0412(19) 0.0367(18) 0.0232(16) C1 0.0213(13) 0.0141(12) 0.0198(13) 0.0084(11) 0.0092(11) 0.0063(10) C2 0.0246(14) 0.0155(12) 0.0210(13) 0.0079(11) 0.0115(11) 0.0092(11) C3 0.0221(13) 0.0210(14) 0.0211(13) 0.0101(11) 0.0118(11) 0.0106(11) C4 0.0211(13) 0.0183(13) 0.0245(14) 0.0113(11) 0.0092(11) 0.0094(11) C5 0.0264(15) 0.0166(13) 0.0247(14) 0.0069(11) 0.0114(12) 0.0101(11) C6 0.0288(15) 0.0224(14) 0.0187(13) 0.0080(11) 0.0133(12) 0.0114(12) C7 0.0156(12) 0.0168(13) 0.0212(13) 0.0084(11) 0.0090(10) 0.0072(10) C8 0.0254(14) 0.0226(14) 0.0217(13) 0.0112(12) 0.0147(11) 0.0136(12) C9 0.0145(12) 0.0173(13) 0.0205(12) 0.0057(11) 0.0085(10) 0.0070(10) C10 0.0146(12) 0.0157(12) 0.0213(13) 0.0030(11) 0.0069(10) 0.0060(10) C11 0.0132(12) 0.0186(13) 0.0244(13) 0.0075(11) 0.0070(11) 0.0050(10) C12 0.0153(12) 0.0168(13) 0.0274(14) 0.0048(11) 0.0099(11) 0.0077(11) C13 0.0183(13) 0.0137(12) 0.0256(14) 0.0030(11) 0.0087(11) 0.0064(11) C14 0.0137(12) 0.0174(13) 0.0216(13) 0.0022(11) 0.0048(10) 0.0034(10) C15 0.0131(12) 0.0253(14) 0.0268(14) 0.0160(12) 0.0114(11) 0.0087(11) C16 0.0138(12) 0.0194(13) 0.0242(13) 0.0077(11) 0.0087(11) 0.0046(10) C17 0.0204(13) 0.0189(13) 0.0267(14) 0.0125(12) 0.0109(11) 0.0085(11) C18 0.0235(14) 0.0208(14) 0.0307(15) 0.0143(13) 0.0117(12) 0.0091(12) C19 0.0277(15) 0.0138(13) 0.0335(16) 0.0125(12) 0.0082(13) 0.0070(12) C20 0.0277(16) 0.0263(16) 0.0422(18) 0.0232(15) 0.0148(14) 0.0097(13) C21 0.0266(15) 0.0327(17) 0.0404(18) 0.0239(15) 0.0206(14) 0.0143(13) C22 0.0314(16) 0.0216(14) 0.0342(16) 0.0162(13) 0.0182(13) 0.0146(13) C23 0.0201(13) 0.0179(13) 0.0220(13) 0.0109(11) 0.0083(11) 0.0061(11) C24 0.0300(16) 0.0188(14) 0.0307(16) 0.0103(13) 0.0074(13) 0.0094(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 La1 O10 2.437(2) 1_655 ? La1 O2 2.454(3) . ? La1 O13 2.508(2) . ? La1 O19 2.516(3) . ? La1 O8 2.524(2) . ? La1 O20 2.583(2) . ? La1 O3 2.585(2) 2_675 ? La1 O4 2.717(2) 2_675 ? La1 O16 2.758(2) 1_565 ? La1 C8 3.040(3) 2_675 ? Cu1 O7 1.920(2) . ? Cu1 O7 1.920(2) 2_676 ? Cu1 O1 1.966(2) . ? Cu1 O1 1.966(2) 2_676 ? Cu2 O14 1.897(2) 1_455 ? Cu2 O14 1.897(2) 2_565 ? Cu2 O9 1.975(2) . ? Cu2 O9 1.975(2) 2_465 ? O1 C7 1.257(3) . ? O2 C7 1.251(4) . ? O3 C8 1.267(4) . ? O3 La1 2.585(2) 2_675 ? O4 C8 1.251(4) . ? O4 La1 2.717(2) 2_675 ? O5 N1 1.217(4) . ? O6 N1 1.204(4) . ? O7 C15 1.258(4) . ? O8 C15 1.238(4) . ? O9 C16 1.252(4) . ? O10 C16 1.247(3) . ? O10 La1 2.437(2) 1_455 ? O11 N2 1.211(4) . ? O12 N2 1.210(4) . ? O13 C23 1.237(4) . ? O14 C23 1.262(4) . ? O14 Cu2 1.897(2) 1_655 ? O15 C24 1.311(4) . ? O15 H15A 0.8883 . ? O16 C24 1.210(4) . ? O16 La1 2.758(2) 1_545 ? O17 N3 1.216(4) . ? O18 N3 1.203(5) . ? O19 H19A 0.8815 . ? O19 H19B 0.8738 . ? O20 H20A 0.8560 . ? O20 H20B 0.8554 . ? O21 H21A 0.8964 . ? O21 H21B 0.8010 . ? O22 H22A 0.8747 . ? O22 H22B 1.0588 . ? N1 C5 1.472(4) . ? N2 C13 1.470(4) . ? N3 C21 1.463(4) . ? C1 C6 1.388(4) . ? C1 C2 1.390(4) . ? C1 C7 1.500(4) . ? C2 C3 1.393(4) . ? C2 H2 0.9300 . ? C3 C4 1.396(4) . ? C3 C8 1.499(4) . ? C4 C5 1.379(4) . ? C4 H4 0.9300 . ? C5 C6 1.386(4) . ? C6 H6 0.9300 . ? C8 La1 3.040(3) 2_675 ? C9 C10 1.391(4) . ? C9 C14 1.398(4) . ? C9 C15 1.510(4) . ? C10 C11 1.392(4) . ? C10 H10 0.9300 . ? C11 C12 1.382(4) . ? C11 C16 1.506(4) . ? C12 C13 1.387(4) . ? C12 H12 0.9300 . ? C13 C14 1.372(4) . ? C14 H14 0.9300 . ? C17 C22 1.389(4) . ? C17 C18 1.393(4) . ? C17 C23 1.507(4) . ? C18 C19 1.389(4) . ? C18 H18 0.9300 . ? C19 C20 1.380(5) . ? C19 C24 1.497(4) . ? C20 C21 1.392(5) . ? C20 H20 0.9300 . ? C21 C22 1.379(4) . ? C22 H22 0.9300 . ? 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 O10 La1 O2 76.77(8) 1_655 . ? O10 La1 O13 82.55(8) 1_655 . ? O2 La1 O13 145.57(8) . . ? O10 La1 O19 143.34(8) 1_655 . ? O2 La1 O19 137.13(8) . . ? O13 La1 O19 72.47(9) . . ? O10 La1 O8 138.23(8) 1_655 . ? O2 La1 O8 83.31(8) . . ? O13 La1 O8 94.60(8) . . ? O19 La1 O8 71.62(8) . . ? O10 La1 O20 72.32(9) 1_655 . ? O2 La1 O20 77.42(9) . . ? O13 La1 O20 70.15(9) . . ? O19 La1 O20 120.88(9) . . ? O8 La1 O20 67.66(8) . . ? O10 La1 O3 79.06(9) 1_655 2_675 ? O2 La1 O3 83.43(9) . 2_675 ? O13 La1 O3 119.40(8) . 2_675 ? O19 La1 O3 90.12(9) . 2_675 ? O8 La1 O3 134.81(8) . 2_675 ? O20 La1 O3 148.44(9) . 2_675 ? O10 La1 O4 71.70(9) 1_655 2_675 ? O2 La1 O4 126.01(8) . 2_675 ? O13 La1 O4 70.79(8) . 2_675 ? O19 La1 O4 74.91(9) . 2_675 ? O8 La1 O4 146.22(8) . 2_675 ? O20 La1 O4 129.28(8) . 2_675 ? O3 La1 O4 48.61(7) 2_675 2_675 ? O10 La1 O16 133.21(8) 1_655 1_565 ? O2 La1 O16 68.43(8) . 1_565 ? O13 La1 O16 142.00(8) . 1_565 ? O19 La1 O16 70.04(8) . 1_565 ? O8 La1 O16 67.89(8) . 1_565 ? O20 La1 O16 126.00(9) . 1_565 ? O3 La1 O16 67.05(8) 2_675 1_565 ? O4 La1 O16 104.69(8) 2_675 1_565 ? O10 La1 C8 73.75(9) 1_655 2_675 ? O2 La1 C8 105.00(8) . 2_675 ? O13 La1 C8 95.05(8) . 2_675 ? O19 La1 C8 82.03(9) . 2_675 ? O8 La1 C8 147.63(8) . 2_675 ? O20 La1 C8 144.37(8) . 2_675 ? O3 La1 C8 24.35(8) 2_675 2_675 ? O4 La1 C8 24.26(7) 2_675 2_675 ? O16 La1 C8 85.87(8) 1_565 2_675 ? O7 Cu1 O7 180.000(1) . 2_676 ? O7 Cu1 O1 88.59(10) . . ? O7 Cu1 O1 91.41(10) 2_676 . ? O7 Cu1 O1 91.41(10) . 2_676 ? O7 Cu1 O1 88.59(10) 2_676 2_676 ? O1 Cu1 O1 180.000(1) . 2_676 ? O14 Cu2 O14 180.00(15) 1_455 2_565 ? O14 Cu2 O9 93.51(10) 1_455 . ? O14 Cu2 O9 86.49(10) 2_565 . ? O14 Cu2 O9 86.49(10) 1_455 2_465 ? O14 Cu2 O9 93.51(10) 2_565 2_465 ? O9 Cu2 O9 180.0 . 2_465 ? C7 O1 Cu1 123.41(19) . . ? C7 O2 La1 154.67(19) . . ? C8 O3 La1 98.39(18) . 2_675 ? C8 O4 La1 92.54(18) . 2_675 ? C15 O7 Cu1 129.5(2) . . ? C15 O8 La1 144.2(2) . . ? C16 O9 Cu2 121.06(19) . . ? C16 O10 La1 171.5(2) . 1_455 ? C23 O13 La1 141.9(2) . . ? C23 O14 Cu2 133.0(2) . 1_655 ? C24 O15 H15A 108.7 . . ? C24 O16 La1 135.0(2) . 1_545 ? La1 O19 H19A 110.8 . . ? La1 O19 H19B 115.6 . . ? H19A O19 H19B 115.4 . . ? La1 O20 H20A 98.1 . . ? La1 O20 H20B 97.5 . . ? H20A O20 H20B 123.6 . . ? H21A O21 H21B 97.4 . . ? H22A O22 H22B 91.2 . . ? O6 N1 O5 123.6(3) . . ? O6 N1 C5 118.3(3) . . ? O5 N1 C5 118.1(3) . . ? O12 N2 O11 122.7(3) . . ? O12 N2 C13 119.4(3) . . ? O11 N2 C13 117.9(3) . . ? O18 N3 O17 123.6(4) . . ? O18 N3 C21 118.6(3) . . ? O17 N3 C21 117.8(4) . . ? C6 C1 C2 119.4(3) . . ? C6 C1 C7 119.7(2) . . ? C2 C1 C7 120.9(2) . . ? C1 C2 C3 120.9(3) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 C8 120.4(3) . . ? C4 C3 C8 119.3(3) . . ? C5 C4 C3 117.6(3) . . ? C5 C4 H4 121.2 . . ? C3 C4 H4 121.2 . . ? C4 C5 C6 123.2(3) . . ? C4 C5 N1 118.3(3) . . ? C6 C5 N1 118.5(3) . . ? C5 C6 C1 118.8(3) . . ? C5 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? O2 C7 O1 125.2(3) . . ? O2 C7 C1 118.1(2) . . ? O1 C7 C1 116.7(2) . . ? O4 C8 O3 120.5(3) . . ? O4 C8 C3 120.0(3) . . ? O3 C8 C3 119.5(3) . . ? O4 C8 La1 63.20(16) . 2_675 ? O3 C8 La1 57.26(15) . 2_675 ? C3 C8 La1 175.8(2) . 2_675 ? C10 C9 C14 119.7(2) . . ? C10 C9 C15 121.5(2) . . ? C14 C9 C15 118.8(3) . . ? C9 C10 C11 120.9(3) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C12 C11 C10 119.7(3) . . ? C12 C11 C16 118.5(2) . . ? C10 C11 C16 121.8(3) . . ? C11 C12 C13 118.2(3) . . ? C11 C12 H12 120.9 . . ? C13 C12 H12 120.9 . . ? C14 C13 C12 123.5(3) . . ? C14 C13 N2 118.1(3) . . ? C12 C13 N2 118.4(3) . . ? C13 C14 C9 117.9(3) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O8 C15 O7 126.6(3) . . ? O8 C15 C9 119.5(3) . . ? O7 C15 C9 113.9(3) . . ? O10 C16 O9 125.2(3) . . ? O10 C16 C11 117.9(3) . . ? O9 C16 C11 116.9(2) . . ? C22 C17 C18 119.7(3) . . ? C22 C17 C23 120.3(3) . . ? C18 C17 C23 119.9(3) . . ? C19 C18 C17 120.2(3) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C20 C19 C18 120.8(3) . . ? C20 C19 C24 119.7(3) . . ? C18 C19 C24 119.5(3) . . ? C19 C20 C21 118.0(3) . . ? C19 C20 H20 121.0 . . ? C21 C20 H20 121.0 . . ? C22 C21 C20 122.5(3) . . ? C22 C21 N3 118.0(3) . . ? C20 C21 N3 119.5(3) . . ? C21 C22 C17 118.8(3) . . ? C21 C22 H22 120.6 . . ? C17 C22 H22 120.6 . . ? O13 C23 O14 127.0(3) . . ? O13 C23 C17 118.9(3) . . ? O14 C23 C17 114.1(2) . . ? O16 C24 O15 124.7(3) . . ? O16 C24 C19 123.1(3) . . ? O15 C24 C19 112.2(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O21 H21A O22 0.90 1.96 2.813(5) 159.4 1_455 O21 H21B O4 0.80 2.19 2.834(4) 137.1 2_676 O20 H20A O5 0.86 2.24 2.903(4) 133.8 1_545 O19 H19B O21 0.87 2.03 2.841(4) 153.5 2_566 O19 H19A O21 0.88 1.86 2.732(4) 168.7 1_554 O22 H22A O18 0.87 2.18 2.978(6) 151.0 2_666 O22 H22B O11 1.06 1.78 2.824(4) 168.4 1_645 O22 H22B N2 1.06 2.59 3.632(4) 166.6 1_645 C12 H12 O2 0.93 2.53 3.440(4) 166.2 1_455 C4 H4 O14 0.93 2.59 2.936(4) 102.3 1_565 C10 H10 O21 0.93 2.42 3.304(4) 159.1 2_566 O15 H15A O3 0.89 1.70 2.573(3) 164.9 2_665 O20 H20B O22 0.86 2.39 3.220(5) 164.1 2_666 O20 H20A O10 0.86 2.47 2.964(4) 117.6 1_655 O20 H20B O13 0.86 2.65 2.926(4) 100.6 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.560 _refine_diff_density_min -0.613 _refine_diff_density_rms 0.129 # = = = END data_la-2 _database_code_depnum_ccdc_archive 'CCDC 636903' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu La2 N4 O26' _chemical_formula_weight 1213.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 '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 9.835(2) _cell_length_b 10.322(2) _cell_length_c 10.979(2) _cell_angle_alpha 70.75(3) _cell_angle_beta 84.63(3) _cell_angle_gamma 70.97(3) _cell_volume 994.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8953 _cell_measurement_theta_min 3.39 _cell_measurement_theta_max 27.68 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.026 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 587 _exptl_absorpt_coefficient_mu 2.743 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6141 _exptl_absorpt_correction_T_max 0.6665 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7773 _diffrn_reflns_av_R_equivalents 0.0855 _diffrn_reflns_av_sigmaI/netI 0.1060 _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 -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3570 _reflns_number_gt 3105 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0955P)^2^+8.3149P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 3570 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0773 _refine_ls_wR_factor_ref 0.1957 _refine_ls_wR_factor_gt 0.1889 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.003 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 La1 La 0.40314(5) 0.90586(5) 0.41937(5) 0.0223(2) Uani 1 1 d . . . Cu1 Cu 0.5000 0.5000 1.5000 0.0336(5) Uani 1 2 d S . . O1 O 0.3324(8) 0.6730(8) 0.5007(8) 0.0400(18) Uani 1 1 d . . . O2 O 0.1627(9) 0.8764(8) 0.4801(9) 0.048(2) Uani 1 1 d . . . O3 O -0.3581(8) 0.8830(7) 0.5147(7) 0.0376(17) Uani 1 1 d . . . O4 O -0.3793(8) 0.6836(8) 0.5031(8) 0.0430(19) Uani 1 1 d . . . O5 O -0.0217(12) 0.2435(12) 0.7849(15) 0.098(5) Uani 1 1 d . . . O6 O 0.1965(11) 0.2278(10) 0.7597(11) 0.073(3) Uani 1 1 d . . . O7 O 0.3823(9) 0.8425(9) 0.6482(7) 0.0434(19) Uani 1 1 d . . . O8 O 0.4842(9) 0.9463(9) 0.7427(7) 0.0444(19) Uani 1 1 d . . . O9 O 0.4390(10) 0.8015(9) 1.2484(8) 0.048(2) Uani 1 1 d . . . O10 O 0.4927(9) 0.5593(9) 1.3184(8) 0.045(2) Uani 1 1 d . . . O11 O 0.2368(13) 0.3686(12) 1.1104(10) 0.074(3) Uani 1 1 d . . . O12 O 0.2043(18) 0.4505(16) 0.9074(10) 0.109(6) Uani 1 1 d . . . O13 O 0.2199(9) 1.0800(10) 0.2617(9) 0.056(2) Uani 1 1 d . . . N1 N 0.0743(11) 0.2975(11) 0.7446(11) 0.050(3) Uani 1 1 d . . . N2 N 0.2413(13) 0.4587(13) 1.0038(11) 0.054(3) Uani 1 1 d . . . C1 C 0.0949(11) 0.6644(11) 0.5661(11) 0.034(2) Uani 1 1 d . . . C2 C -0.0517(12) 0.7417(12) 0.5406(11) 0.038(2) Uani 1 1 d . . . H2 H -0.0806 0.8414 0.5019 0.045 Uiso 1 1 calc R . . C3 C -0.1530(11) 0.6704(11) 0.5726(11) 0.036(2) Uani 1 1 d . . . C4 C -0.1116(11) 0.5227(12) 0.6402(11) 0.037(2) Uani 1 1 d . . . H4 H -0.1792 0.4737 0.6623 0.045 Uiso 1 1 calc R . . C5 C 0.0326(13) 0.4503(12) 0.6737(11) 0.039(3) Uani 1 1 d . . . C6 C 0.1364(10) 0.5181(12) 0.6362(10) 0.034(2) Uani 1 1 d . . . H6 H 0.2327 0.4668 0.6575 0.041 Uiso 1 1 calc R . . C7 C 0.2012(12) 0.7440(13) 0.5127(10) 0.037(2) Uani 1 1 d . . . C8 C -0.3059(12) 0.7508(12) 0.5268(10) 0.035(2) Uani 1 1 d . . . C9 C 0.3862(10) 0.7683(11) 0.8745(10) 0.033(2) Uani 1 1 d . . . C10 C 0.4208(12) 0.7820(12) 0.9881(10) 0.040(3) Uani 1 1 d . . . H10 H 0.4538 0.8576 0.9857 0.048 Uiso 1 1 calc R . . C11 C 0.4059(11) 0.6808(12) 1.1074(11) 0.037(2) Uani 1 1 d . . . C12 C 0.3531(12) 0.5707(11) 1.1101(10) 0.036(2) Uani 1 1 d . . . H12 H 0.3494 0.4994 1.1876 0.043 Uiso 1 1 calc R . . C13 C 0.3065(13) 0.5681(12) 0.9975(10) 0.038(3) Uani 1 1 d . . . C14 C 0.3276(13) 0.6621(12) 0.8777(11) 0.040(3) Uani 1 1 d . . . H14 H 0.3028 0.6536 0.8017 0.048 Uiso 1 1 calc R . . C15 C 0.4190(11) 0.8620(11) 0.7451(10) 0.033(2) Uani 1 1 d . . . C16 C 0.4508(12) 0.6838(12) 1.2340(10) 0.037(2) Uani 1 1 d . . . H13A H 0.2416 1.1542 0.2288 0.044 Uiso 1 1 d . . . H13B H 0.1240 1.1036 0.2519 0.044 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.0244(3) 0.0220(3) 0.0243(3) -0.0071(2) -0.0016(2) -0.0122(2) Cu1 0.0364(10) 0.0300(9) 0.0305(10) -0.0073(7) -0.0024(7) -0.0070(8) O1 0.031(4) 0.034(4) 0.053(5) -0.014(3) 0.005(3) -0.009(3) O2 0.045(5) 0.028(4) 0.068(6) -0.007(4) 0.003(4) -0.017(4) O3 0.041(4) 0.026(4) 0.047(4) -0.011(3) -0.007(3) -0.011(3) O4 0.034(4) 0.034(4) 0.065(5) -0.018(4) -0.010(3) -0.010(3) O5 0.056(7) 0.053(6) 0.155(12) 0.015(7) 0.009(7) -0.026(5) O6 0.051(6) 0.039(5) 0.101(8) 0.005(5) -0.003(5) -0.004(5) O7 0.052(5) 0.047(5) 0.028(4) -0.003(3) -0.008(3) -0.018(4) O8 0.049(5) 0.050(5) 0.042(5) -0.013(4) 0.001(3) -0.028(4) O9 0.067(6) 0.052(5) 0.037(4) -0.021(4) 0.002(4) -0.026(5) O10 0.057(5) 0.035(4) 0.036(4) -0.008(3) -0.003(3) -0.009(4) O11 0.115(9) 0.074(7) 0.055(6) -0.014(5) 0.018(6) -0.069(7) O12 0.199(16) 0.137(12) 0.042(6) -0.007(7) -0.019(7) -0.134(12) O13 0.038(4) 0.055(5) 0.062(6) 0.005(4) -0.013(4) -0.018(4) N1 0.042(6) 0.030(5) 0.064(7) -0.002(5) -0.002(5) -0.006(5) N2 0.070(7) 0.059(7) 0.043(6) -0.016(5) 0.009(5) -0.036(6) C1 0.032(5) 0.026(5) 0.047(6) -0.014(4) 0.002(4) -0.011(4) C2 0.036(6) 0.037(6) 0.049(7) -0.024(5) 0.011(4) -0.014(5) C3 0.036(5) 0.029(5) 0.047(6) -0.018(5) 0.005(4) -0.010(5) C4 0.032(5) 0.038(6) 0.049(7) -0.019(5) 0.006(4) -0.017(5) C5 0.046(6) 0.034(6) 0.039(6) -0.011(5) 0.007(5) -0.017(5) C6 0.019(4) 0.044(6) 0.043(6) -0.019(5) 0.000(4) -0.010(4) C7 0.036(6) 0.042(6) 0.033(6) -0.013(5) 0.001(4) -0.013(5) C8 0.051(6) 0.034(5) 0.031(5) -0.011(4) 0.007(4) -0.030(5) C9 0.027(5) 0.036(5) 0.036(6) -0.010(4) -0.004(4) -0.012(4) C10 0.049(6) 0.040(6) 0.026(5) -0.004(4) 0.002(4) -0.015(5) C11 0.034(5) 0.032(5) 0.044(6) -0.009(5) 0.003(4) -0.012(5) C12 0.041(6) 0.031(5) 0.034(6) -0.006(4) 0.005(4) -0.014(5) C13 0.052(7) 0.039(6) 0.031(6) -0.012(5) 0.002(5) -0.023(5) C14 0.053(7) 0.040(6) 0.030(6) -0.007(5) -0.009(5) -0.020(6) C15 0.041(6) 0.034(5) 0.026(5) -0.011(4) -0.002(4) -0.013(5) C16 0.048(6) 0.037(6) 0.033(6) -0.017(5) 0.004(4) -0.019(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 La1 O8 2.380(8) 2_676 ? La1 O7 2.385(7) . ? La1 O9 2.402(8) 1_554 ? La1 O3 2.412(7) 2_576 ? La1 O13 2.428(8) . ? La1 O2 2.483(8) . ? La1 O4 2.542(8) 1_655 ? La1 O3 2.569(8) 1_655 ? La1 O1 2.572(8) . ? La1 C7 2.905(11) . ? La1 C8 2.923(12) 1_655 ? La1 La1 3.9819(13) 2_676 ? Cu1 O10 1.884(8) 2_668 ? Cu1 O10 1.884(8) . ? Cu1 O1 1.998(7) 2_667 ? Cu1 O1 1.998(7) 1_556 ? O1 C7 1.278(13) . ? O1 Cu1 1.998(7) 1_554 ? O2 C7 1.227(14) . ? O3 C8 1.257(13) . ? O3 La1 2.412(7) 2_576 ? O3 La1 2.569(7) 1_455 ? O4 C8 1.245(13) . ? O4 La1 2.542(7) 1_455 ? O5 N1 1.225(14) . ? O6 N1 1.177(13) . ? O7 C15 1.250(13) . ? O8 C15 1.231(13) . ? O8 La1 2.380(8) 2_676 ? O9 C16 1.243(13) . ? O9 La1 2.402(8) 1_556 ? O10 C16 1.273(13) . ? O11 N2 1.239(14) . ? O12 N2 1.188(15) . ? O13 H13A 0.8203 . ? O13 H13B 0.9022 . ? N1 C5 1.445(14) . ? N2 C13 1.450(16) . ? C1 C6 1.389(15) . ? C1 C2 1.405(15) . ? C1 C7 1.497(15) . ? C2 C3 1.378(15) . ? C2 H2 0.9300 . ? C3 C4 1.395(15) . ? C3 C8 1.502(16) . ? C4 C5 1.390(16) . ? C4 H4 0.9300 . ? C5 C6 1.378(15) . ? C6 H6 0.9300 . ? C8 La1 2.923(12) 1_455 ? C9 C14 1.385(16) . ? C9 C10 1.384(16) . ? C9 C15 1.507(14) . ? C10 C11 1.411(14) . ? C10 H10 0.9300 . ? C11 C12 1.386(16) . ? C11 C16 1.509(17) . ? C12 C13 1.370(17) . ? C12 H12 0.9300 . ? C13 C14 1.397(15) . ? C14 H14 0.9300 . ? 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 O8 La1 O7 136.1(3) 2_676 . ? O8 La1 O9 76.8(3) 2_676 1_554 ? O7 La1 O9 141.0(3) . 1_554 ? O8 La1 O3 76.4(3) 2_676 2_576 ? O7 La1 O3 70.0(3) . 2_576 ? O9 La1 O3 148.9(3) 1_554 2_576 ? O8 La1 O13 72.1(3) 2_676 . ? O7 La1 O13 126.2(3) . . ? O9 La1 O13 77.3(3) 1_554 . ? O3 La1 O13 79.6(3) 2_576 . ? O8 La1 O2 140.8(3) 2_676 . ? O7 La1 O2 71.1(3) . . ? O9 La1 O2 95.5(3) 1_554 . ? O3 La1 O2 95.3(3) 2_576 . ? O13 La1 O2 68.7(3) . . ? O8 La1 O4 99.3(3) 2_676 1_655 ? O7 La1 O4 76.1(3) . 1_655 ? O9 La1 O4 78.4(3) 1_554 1_655 ? O3 La1 O4 121.6(3) 2_576 1_655 ? O13 La1 O4 155.5(3) . 1_655 ? O2 La1 O4 116.9(3) . 1_655 ? O8 La1 O3 72.4(3) 2_676 1_655 ? O7 La1 O3 71.6(3) . 1_655 ? O9 La1 O3 112.3(3) 1_554 1_655 ? O3 La1 O3 73.9(3) 2_576 1_655 ? O13 La1 O3 139.7(3) . 1_655 ? O2 La1 O3 142.7(3) . 1_655 ? O4 La1 O3 50.5(2) 1_655 1_655 ? O8 La1 O1 147.7(3) 2_676 . ? O7 La1 O1 72.0(3) . . ? O9 La1 O1 71.5(3) 1_554 . ? O3 La1 O1 135.8(2) 2_576 . ? O13 La1 O1 106.2(3) . . ? O2 La1 O1 50.8(2) . . ? O4 La1 O1 68.4(2) 1_655 . ? O3 La1 O1 114.0(2) 1_655 . ? O8 La1 C7 154.3(3) 2_676 . ? O7 La1 C7 68.7(3) . . ? O9 La1 C7 84.0(3) 1_554 . ? O3 La1 C7 115.6(3) 2_576 . ? O13 La1 C7 87.3(3) . . ? O2 La1 C7 24.8(3) . . ? O4 La1 C7 93.1(3) 1_655 . ? O3 La1 C7 131.5(3) 1_655 . ? O1 La1 C7 26.1(3) . . ? O8 La1 C8 84.6(3) 2_676 1_655 ? O7 La1 C8 73.4(3) . 1_655 ? O9 La1 C8 94.6(3) 1_554 1_655 ? O3 La1 C8 98.4(3) 2_576 1_655 ? O13 La1 C8 156.5(3) . 1_655 ? O2 La1 C8 134.6(3) . 1_655 ? O4 La1 C8 25.1(3) 1_655 1_655 ? O3 La1 C8 25.4(3) 1_655 1_655 ? O1 La1 C8 91.6(3) . 1_655 ? C7 La1 C8 114.0(3) . 1_655 ? O8 La1 La1 70.3(2) 2_676 2_676 ? O7 La1 La1 65.8(2) . 2_676 ? O9 La1 La1 139.7(2) 1_554 2_676 ? O3 La1 La1 38.32(18) 2_576 2_676 ? O13 La1 La1 112.5(2) . 2_676 ? O2 La1 La1 124.7(2) . 2_676 ? O4 La1 La1 84.64(18) 1_655 2_676 ? O3 La1 La1 35.60(16) 1_655 2_676 ? O1 La1 La1 134.17(19) . 2_676 ? C7 La1 La1 133.6(2) . 2_676 ? C8 La1 La1 60.4(2) 1_655 2_676 ? O10 Cu1 O10 180.000(2) 2_668 . ? O10 Cu1 O1 90.6(3) 2_668 2_667 ? O10 Cu1 O1 89.4(3) . 2_667 ? O10 Cu1 O1 89.4(3) 2_668 1_556 ? O10 Cu1 O1 90.6(3) . 1_556 ? O1 Cu1 O1 180.000(2) 2_667 1_556 ? C7 O1 Cu1 156.9(8) . 1_554 ? C7 O1 La1 91.6(7) . . ? Cu1 O1 La1 111.3(3) 1_554 . ? C7 O2 La1 97.2(7) . . ? C8 O3 La1 154.8(7) . 2_576 ? C8 O3 La1 93.2(7) . 1_455 ? La1 O3 La1 106.1(3) 2_576 1_455 ? C8 O4 La1 94.8(7) . 1_455 ? C15 O7 La1 143.0(7) . . ? C15 O8 La1 135.4(7) . 2_676 ? C16 O9 La1 138.8(7) . 1_556 ? C16 O10 Cu1 132.0(7) . . ? La1 O13 H13A 109.6 . . ? La1 O13 H13B 136.9 . . ? H13A O13 H13B 107.3 . . ? O6 N1 O5 121.7(11) . . ? O6 N1 C5 120.6(10) . . ? O5 N1 C5 117.7(10) . . ? O12 N2 O11 121.8(12) . . ? O12 N2 C13 119.9(11) . . ? O11 N2 C13 118.0(11) . . ? C6 C1 C2 119.7(10) . . ? C6 C1 C7 122.5(9) . . ? C2 C1 C7 117.8(9) . . ? C3 C2 C1 120.3(10) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 120.0(10) . . ? C2 C3 C8 119.4(10) . . ? C4 C3 C8 120.4(10) . . ? C5 C4 C3 118.7(10) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C6 C5 C4 122.0(10) . . ? C6 C5 N1 119.6(10) . . ? C4 C5 N1 118.3(10) . . ? C5 C6 C1 119.0(9) . . ? C5 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? O2 C7 O1 120.2(10) . . ? O2 C7 C1 120.3(10) . . ? O1 C7 C1 119.5(10) . . ? O2 C7 La1 58.0(6) . . ? O1 C7 La1 62.3(6) . . ? C1 C7 La1 177.0(8) . . ? O4 C8 O3 121.3(11) . . ? O4 C8 C3 118.7(10) . . ? O3 C8 C3 120.0(10) . . ? O4 C8 La1 60.1(6) . 1_455 ? O3 C8 La1 61.4(6) . 1_455 ? C3 C8 La1 175.9(7) . 1_455 ? C14 C9 C10 120.4(10) . . ? C14 C9 C15 118.3(10) . . ? C10 C9 C15 121.2(10) . . ? C9 C10 C11 119.8(11) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 119.6(11) . . ? C12 C11 C16 117.9(9) . . ? C10 C11 C16 122.5(11) . . ? C13 C12 C11 119.3(10) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 121.7(11) . . ? C12 C13 N2 118.4(10) . . ? C14 C13 N2 119.8(10) . . ? C9 C14 C13 118.7(10) . . ? C9 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? O8 C15 O7 125.3(10) . . ? O8 C15 C9 118.2(9) . . ? O7 C15 C9 116.4(10) . . ? O9 C16 O10 126.9(11) . . ? O9 C16 C11 119.6(10) . . ? O10 C16 C11 113.4(10) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O11 0.82 2.15 2.945(13) 162.2 1_564 _diffrn_measured_fraction_theta_max 0.784 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.881 _refine_diff_density_max 3.573 _refine_diff_density_min -2.135 _refine_diff_density_rms 0.241 # = = = END data_5a _database_code_depnum_ccdc_archive 'CCDC 644224' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N4 O34 Tb2' _chemical_formula_weight 1398.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 10.445(2) _cell_length_b 10.636(2) _cell_length_c 11.326(2) _cell_angle_alpha 83.28(3) _cell_angle_beta 74.83(3) _cell_angle_gamma 69.60(3) _cell_volume 1137.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10906 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.52 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.040 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 683 _exptl_absorpt_coefficient_mu 3.652 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5790 _exptl_absorpt_correction_T_max 0.6104 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 11277 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5171 _reflns_number_gt 4951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0501P)^2^+4.3488P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5171 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0843 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.002 _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 Tb1 Tb 0.587360(17) 0.596819(16) 0.631622(15) 0.01324(7) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01846(14) Uani 1 2 d S . . O1 O 0.3964(3) 0.6184(3) 0.4062(3) 0.0244(6) Uani 1 1 d . . . O2 O 0.4710(3) 0.7438(3) 0.4965(3) 0.0258(6) Uani 1 1 d . . . O3 O 0.2811(4) 1.2504(3) 0.4407(3) 0.0316(7) Uani 1 1 d . . . O4 O 0.0506(3) 1.3188(3) 0.4544(3) 0.0250(6) Uani 1 1 d . . . O5 O -0.1272(5) 1.0616(4) 0.2621(5) 0.0576(13) Uani 1 1 d . . . O6 O -0.0491(5) 0.8479(4) 0.2743(5) 0.0486(11) Uani 1 1 d . . . O7 O 1.0035(3) 0.4416(3) 0.6695(3) 0.0217(6) Uani 1 1 d . . . O8 O 0.7728(3) 0.4942(3) 0.7190(3) 0.0263(7) Uani 1 1 d . . . O9 O 0.5302(3) 0.4820(4) 1.1636(3) 0.0289(7) Uani 1 1 d . . . O10 O 0.6582(3) 0.3911(3) 1.2970(3) 0.0230(6) Uani 1 1 d . . . O11 O 1.1740(4) 0.2474(5) 1.1595(3) 0.0472(11) Uani 1 1 d . . . O12 O 1.2715(4) 0.2353(6) 0.9689(4) 0.0605(14) Uani 1 1 d . . . O13 O 0.5024(6) 0.7690(5) 0.7760(4) 0.0603(13) Uani 1 1 d . . . O14 O 0.7441(3) 0.5240(3) 0.4378(3) 0.0269(6) Uani 1 1 d . . . O15 O 0.4219(7) 0.7473(6) 0.0318(5) 0.0746(15) Uani 1 1 d . . . O16 O 0.6344(11) 0.8969(18) 0.3005(9) 0.207(7) Uani 1 1 d . . . O17 O 0.4503(7) 0.9740(6) 0.1295(7) 0.099(2) Uani 1 1 d . . . N1 N -0.0413(4) 0.9568(4) 0.2854(4) 0.0269(8) Uani 1 1 d . . . N2 N 1.1686(4) 0.2625(4) 1.0526(4) 0.0295(8) Uani 1 1 d . . . C1 C 0.2815(4) 0.8535(4) 0.4062(3) 0.0159(7) Uani 1 1 d . . . C2 C 0.2813(4) 0.9793(4) 0.4314(3) 0.0161(7) Uani 1 1 d . . . H2 H 0.3531 0.9850 0.4623 0.019 Uiso 1 1 calc R . . C3 C 0.1750(4) 1.0957(3) 0.4107(3) 0.0149(7) Uani 1 1 d . . . C4 C 0.0674(4) 1.0864(4) 0.3645(4) 0.0179(7) Uani 1 1 d . . . H4 H -0.0068 1.1627 0.3533 0.022 Uiso 1 1 calc R . . C5 C 0.0733(4) 0.9623(4) 0.3357(4) 0.0188(7) Uani 1 1 d . . . C6 C 0.1769(4) 0.8446(4) 0.3557(4) 0.0187(7) Uani 1 1 d . . . H6 H 0.1768 0.7621 0.3362 0.022 Uiso 1 1 calc R . . C7 C 0.3911(4) 0.7290(4) 0.4378(3) 0.0162(7) Uani 1 1 d . . . C8 C 0.1706(4) 1.2317(4) 0.4372(3) 0.0180(7) Uani 1 1 d . . . C9 C 0.8950(4) 0.4173(4) 0.8764(3) 0.0161(7) Uani 1 1 d . . . C10 C 0.7727(4) 0.4434(4) 0.9685(3) 0.0178(7) Uani 1 1 d . . . H10 H 0.6858 0.4835 0.9492 0.021 Uiso 1 1 calc R . . C11 C 0.7797(4) 0.4097(4) 1.0903(4) 0.0189(7) Uani 1 1 d . . . C12 C 0.9099(4) 0.3492(4) 1.1187(4) 0.0217(8) Uani 1 1 d . . . H12 H 0.9161 0.3259 1.1992 0.026 Uiso 1 1 calc R . . C13 C 1.0299(4) 0.3246(4) 1.0245(4) 0.0205(8) Uani 1 1 d . . . C14 C 1.0255(4) 0.3563(4) 0.9043(4) 0.0186(7) Uani 1 1 d . . . H14 H 1.1079 0.3374 0.8428 0.022 Uiso 1 1 calc R . . C15 C 0.8896(4) 0.4537(4) 0.7458(3) 0.0143(7) Uani 1 1 d . . . C16 C 0.6478(4) 0.4309(4) 1.1891(4) 0.0208(8) Uani 1 1 d . . . H13A H 0.4788 0.7591 0.8585 0.025 Uiso 1 1 d . . . H13B H 0.4815 0.8325 0.7639 0.025 Uiso 1 1 d . . . H14A H 0.7424 0.4678 0.3872 0.025 Uiso 1 1 d . . . H14B H 0.7838 0.5454 0.4031 0.025 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.01360(10) 0.01140(10) 0.01577(10) -0.00040(6) -0.00663(7) -0.00313(7) Cu1 0.0255(3) 0.0086(3) 0.0140(3) -0.0011(2) 0.0039(2) -0.0027(2) O1 0.0265(15) 0.0097(12) 0.0357(17) -0.0009(11) -0.0074(13) -0.0043(11) O2 0.0272(15) 0.0189(14) 0.0339(16) 0.0055(12) -0.0186(13) -0.0046(12) O3 0.0347(17) 0.0194(15) 0.050(2) 0.0026(14) -0.0189(15) -0.0149(13) O4 0.0288(16) 0.0111(13) 0.0318(16) -0.0045(11) -0.0050(13) -0.0027(11) O5 0.050(2) 0.0294(19) 0.109(4) 0.000(2) -0.061(3) -0.0029(18) O6 0.059(3) 0.0263(18) 0.084(3) 0.0020(19) -0.050(2) -0.0201(18) O7 0.0173(13) 0.0270(15) 0.0172(13) 0.0035(11) -0.0020(11) -0.0057(11) O8 0.0184(14) 0.0407(18) 0.0217(14) 0.0064(13) -0.0121(12) -0.0092(13) O9 0.0172(14) 0.0441(19) 0.0198(14) 0.0007(13) -0.0031(11) -0.0051(13) O10 0.0218(14) 0.0313(16) 0.0146(13) -0.0001(11) -0.0033(11) -0.0083(12) O11 0.0307(18) 0.081(3) 0.0269(18) 0.0134(18) -0.0161(15) -0.0132(19) O12 0.0184(17) 0.104(4) 0.038(2) -0.002(2) -0.0063(16) 0.005(2) O13 0.074(3) 0.048(2) 0.059(3) -0.035(2) 0.012(2) -0.029(2) O14 0.0245(15) 0.0369(17) 0.0210(14) -0.0033(12) 0.0027(12) -0.0173(13) O15 0.082(4) 0.082(4) 0.068(3) -0.012(3) -0.025(3) -0.030(3) O16 0.123(8) 0.48(2) 0.087(6) -0.045(9) 0.001(5) -0.189(12) O17 0.087(5) 0.063(4) 0.105(5) 0.000(3) 0.016(4) -0.003(3) N1 0.0293(19) 0.0203(17) 0.038(2) 0.0023(15) -0.0199(17) -0.0093(15) N2 0.0197(17) 0.038(2) 0.0275(19) 0.0033(16) -0.0099(15) -0.0045(16) C1 0.0160(17) 0.0127(16) 0.0183(17) -0.0008(13) -0.0050(14) -0.0032(14) C2 0.0164(17) 0.0133(16) 0.0207(17) -0.0029(13) -0.0063(14) -0.0053(14) C3 0.0196(17) 0.0073(15) 0.0182(17) 0.0013(12) -0.0056(14) -0.0048(13) C4 0.0186(17) 0.0115(16) 0.0235(18) 0.0023(14) -0.0078(15) -0.0035(14) C5 0.0198(18) 0.0154(17) 0.0261(19) 0.0013(14) -0.0119(15) -0.0075(14) C6 0.0223(19) 0.0136(17) 0.0247(19) -0.0028(14) -0.0114(15) -0.0064(15) C7 0.0167(17) 0.0112(16) 0.0189(17) 0.0030(13) -0.0038(14) -0.0038(13) C8 0.0261(19) 0.0118(16) 0.0174(17) -0.0002(13) -0.0064(15) -0.0070(15) C9 0.0165(17) 0.0192(18) 0.0142(17) 0.0015(14) -0.0063(14) -0.0063(14) C10 0.0151(17) 0.0218(18) 0.0170(17) 0.0015(14) -0.0065(14) -0.0055(14) C11 0.0180(18) 0.0215(18) 0.0158(17) 0.0000(14) -0.0038(14) -0.0053(15) C12 0.0213(19) 0.028(2) 0.0153(17) 0.0020(15) -0.0067(15) -0.0062(16) C13 0.0170(18) 0.0249(19) 0.0207(19) -0.0001(15) -0.0094(15) -0.0048(15) C14 0.0138(17) 0.0230(19) 0.0181(18) -0.0011(14) -0.0031(14) -0.0052(15) C15 0.0168(16) 0.0135(16) 0.0139(16) 0.0012(13) -0.0051(13) -0.0061(13) C16 0.0191(18) 0.025(2) 0.0165(18) -0.0034(15) -0.0012(14) -0.0063(15) _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 Tb1 O8 2.280(3) . ? Tb1 O2 2.313(3) . ? Tb1 O1 2.318(3) 2_666 ? Tb1 O13 2.371(4) . ? Tb1 O14 2.394(3) . ? Tb1 O3 2.420(3) 2_676 ? Tb1 O10 2.441(3) 2_667 ? Tb1 O9 2.523(3) 2_667 ? Tb1 C16 2.828(4) 2_667 ? Cu1 O4 1.908(3) . ? Cu1 O4 1.908(3) 2_586 ? Cu1 O7 1.953(3) 2_676 ? Cu1 O7 1.953(3) 1_465 ? O1 C7 1.249(5) . ? O1 Tb1 2.318(3) 2_666 ? O2 C7 1.253(5) . ? O3 C8 1.249(5) . ? O3 Tb1 2.420(3) 2_676 ? O4 C8 1.254(5) . ? O5 N1 1.215(5) . ? O6 N1 1.212(5) . ? O7 C15 1.249(5) . ? O7 Cu1 1.953(3) 1_645 ? O8 C15 1.250(5) . ? O9 C16 1.254(5) . ? O9 Tb1 2.523(3) 2_667 ? O10 C16 1.266(5) . ? O10 Tb1 2.441(3) 2_667 ? O11 N2 1.216(5) . ? O12 N2 1.205(6) . ? O13 H13A 0.9057 . ? O13 H13B 0.6433 . ? O14 H14A 0.8830 . ? O14 H14B 0.5810 . ? N1 C5 1.475(5) . ? N2 C13 1.470(5) . ? C1 C6 1.393(5) . ? C1 C2 1.399(5) . ? C1 C7 1.497(5) . ? C2 C3 1.389(5) . ? C2 H2 0.9300 . ? C3 C4 1.394(5) . ? C3 C8 1.494(5) . ? C4 C5 1.374(5) . ? C4 H4 0.9300 . ? C5 C6 1.381(6) . ? C6 H6 0.9300 . ? C9 C10 1.386(5) . ? C9 C14 1.393(5) . ? C9 C15 1.495(5) . ? C10 C11 1.399(5) . ? C10 H10 0.9300 . ? C11 C12 1.392(6) . ? C11 C16 1.495(5) . ? C12 C13 1.384(6) . ? C12 H12 0.9300 . ? C13 C14 1.372(6) . ? C14 H14 0.9300 . ? C16 Tb1 2.828(4) 2_667 ? 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 O8 Tb1 O2 154.75(12) . . ? O8 Tb1 O1 85.54(12) . 2_666 ? O2 Tb1 O1 108.13(11) . 2_666 ? O8 Tb1 O13 89.20(17) . . ? O2 Tb1 O13 90.13(17) . . ? O1 Tb1 O13 146.51(15) 2_666 . ? O8 Tb1 O14 87.88(12) . . ? O2 Tb1 O14 77.94(12) . . ? O1 Tb1 O14 69.06(11) 2_666 . ? O13 Tb1 O14 143.84(14) . . ? O8 Tb1 O3 80.77(12) . 2_676 ? O2 Tb1 O3 74.95(11) . 2_676 ? O1 Tb1 O3 138.33(12) 2_666 2_676 ? O13 Tb1 O3 72.70(15) . 2_676 ? O14 Tb1 O3 71.26(12) . 2_676 ? O8 Tb1 O10 130.15(11) . 2_667 ? O2 Tb1 O10 74.34(11) . 2_667 ? O1 Tb1 O10 79.00(11) 2_666 2_667 ? O13 Tb1 O10 79.36(15) . 2_667 ? O14 Tb1 O10 127.96(11) . 2_667 ? O3 Tb1 O10 137.96(11) 2_676 2_667 ? O8 Tb1 O9 77.98(11) . 2_667 ? O2 Tb1 O9 125.07(11) . 2_667 ? O1 Tb1 O9 77.06(12) 2_666 2_667 ? O13 Tb1 O9 69.50(15) . 2_667 ? O14 Tb1 O9 144.16(11) . 2_667 ? O3 Tb1 O9 136.49(12) 2_676 2_667 ? O10 Tb1 O9 52.48(10) 2_667 2_667 ? O8 Tb1 C16 104.29(12) . 2_667 ? O2 Tb1 C16 99.09(12) . 2_667 ? O1 Tb1 C16 79.75(12) 2_666 2_667 ? O13 Tb1 C16 69.58(15) . 2_667 ? O14 Tb1 C16 145.56(11) . 2_667 ? O3 Tb1 C16 141.79(12) 2_676 2_667 ? O10 Tb1 C16 26.51(11) 2_667 2_667 ? O9 Tb1 C16 26.31(11) 2_667 2_667 ? O4 Cu1 O4 180.000(1) . 2_586 ? O4 Cu1 O7 89.26(14) . 2_676 ? O4 Cu1 O7 90.74(14) 2_586 2_676 ? O4 Cu1 O7 90.74(14) . 1_465 ? O4 Cu1 O7 89.26(14) 2_586 1_465 ? O7 Cu1 O7 180.000(1) 2_676 1_465 ? C7 O1 Tb1 173.5(3) . 2_666 ? C7 O2 Tb1 129.7(3) . . ? C8 O3 Tb1 142.0(3) . 2_676 ? C8 O4 Cu1 127.0(3) . . ? C15 O7 Cu1 118.7(3) . 1_645 ? C15 O8 Tb1 165.5(3) . . ? C16 O9 Tb1 90.6(2) . 2_667 ? C16 O10 Tb1 94.1(2) . 2_667 ? Tb1 O13 H13A 126.8 . . ? Tb1 O13 H13B 126.0 . . ? H13A O13 H13B 106.4 . . ? Tb1 O14 H14A 128.8 . . ? Tb1 O14 H14B 133.4 . . ? H14A O14 H14B 96.0 . . ? O6 N1 O5 122.9(4) . . ? O6 N1 C5 118.4(4) . . ? O5 N1 C5 118.6(4) . . ? O12 N2 O11 123.2(4) . . ? O12 N2 C13 118.5(4) . . ? O11 N2 C13 118.2(4) . . ? C6 C1 C2 119.9(3) . . ? C6 C1 C7 120.3(3) . . ? C2 C1 C7 119.8(3) . . ? C3 C2 C1 120.8(3) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 119.4(3) . . ? C2 C3 C8 122.4(3) . . ? C4 C3 C8 118.3(3) . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 123.4(4) . . ? C4 C5 N1 117.1(3) . . ? C6 C5 N1 119.5(3) . . ? C5 C6 C1 117.8(3) . . ? C5 C6 H6 121.1 . . ? C1 C6 H6 121.1 . . ? O1 C7 O2 124.4(4) . . ? O1 C7 C1 118.8(4) . . ? O2 C7 C1 116.7(3) . . ? O3 C8 O4 125.7(4) . . ? O3 C8 C3 119.9(4) . . ? O4 C8 C3 114.4(4) . . ? C10 C9 C14 120.3(3) . . ? C10 C9 C15 120.9(3) . . ? C14 C9 C15 118.9(3) . . ? C9 C10 C11 120.1(3) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 119.8(4) . . ? C12 C11 C16 119.9(4) . . ? C10 C11 C16 120.3(4) . . ? C13 C12 C11 118.6(4) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C14 C13 C12 122.6(4) . . ? C14 C13 N2 117.9(4) . . ? C12 C13 N2 119.5(4) . . ? C13 C14 C9 118.6(4) . . ? C13 C14 H14 120.7 . . ? C9 C14 H14 120.7 . . ? O7 C15 O8 123.8(3) . . ? O7 C15 C9 117.4(3) . . ? O8 C15 C9 118.8(3) . . ? O9 C16 O10 121.3(4) . . ? O9 C16 C11 120.2(4) . . ? O10 C16 C11 118.5(4) . . ? O9 C16 Tb1 63.1(2) . 2_667 ? O10 C16 Tb1 59.4(2) . 2_667 ? C11 C16 Tb1 165.9(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.626 _refine_diff_density_min -1.289 _refine_diff_density_rms 0.176 # = = = END data_5b _database_code_depnum_ccdc_archive 'CCDC 644225' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu N4 O26 Tb2' _chemical_formula_weight 1253.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' Tb Tb -0.1723 4.1537 '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 9.829(2) _cell_length_b 10.242(2) _cell_length_c 10.948(2) _cell_angle_alpha 70.76(3) _cell_angle_beta 84.94(3) _cell_angle_gamma 71.26(3) _cell_volume 985.2(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9275 _cell_measurement_theta_min 3.40 _cell_measurement_theta_max 27.51 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.113 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 603 _exptl_absorpt_coefficient_mu 4.190 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3643 _exptl_absorpt_correction_T_max 0.4088 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 9522 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4418 _reflns_number_gt 4007 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0995P)^2^+4.9173P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4418 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1561 _refine_ls_wR_factor_gt 0.1525 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Tb1 Tb 0.40345(3) 0.90555(3) 0.42016(3) 0.01651(14) Uani 1 1 d . . . Cu1 Cu 0.5000 0.5000 1.5000 0.0195(3) Uani 1 2 d S . . O1 O 0.3320(6) 0.6743(6) 0.4996(5) 0.0245(11) Uani 1 1 d . . . O2 O 0.1653(6) 0.8788(6) 0.4820(6) 0.0304(13) Uani 1 1 d . . . O3 O -0.3592(5) 0.8861(5) 0.5131(5) 0.0207(10) Uani 1 1 d . . . O4 O -0.3823(6) 0.6861(6) 0.5019(5) 0.0267(11) Uani 1 1 d . . . O5 O -0.0244(9) 0.2424(8) 0.7845(11) 0.075(3) Uani 1 1 d . . . O6 O 0.1969(7) 0.2235(7) 0.7581(8) 0.052(2) Uani 1 1 d . . . O7 O 0.3856(7) 0.8384(6) 0.6473(5) 0.0284(12) Uani 1 1 d . . . O8 O 0.4854(6) 0.9492(6) 0.7407(5) 0.0273(12) Uani 1 1 d . . . O9 O 0.4391(7) 0.8025(6) 1.2503(5) 0.0289(12) Uani 1 1 d . . . O10 O 0.4935(7) 0.5611(6) 1.3180(5) 0.0316(13) Uani 1 1 d . . . O11 O 0.2371(10) 0.3675(8) 1.1087(7) 0.057(2) Uani 1 1 d . . . O12 O 0.2033(15) 0.4486(12) 0.9067(8) 0.090(4) Uani 1 1 d . . . O13 O 0.2227(7) 1.0780(7) 0.2641(6) 0.0365(14) Uani 1 1 d . . . N1 N 0.0723(8) 0.2946(8) 0.7460(7) 0.0338(16) Uani 1 1 d . . . N2 N 0.2434(10) 0.4544(9) 1.0049(7) 0.0399(19) Uani 1 1 d . . . C1 C 0.0938(8) 0.6668(8) 0.5663(7) 0.0212(14) Uani 1 1 d . . . C2 C -0.0497(8) 0.7438(8) 0.5415(7) 0.0211(14) Uani 1 1 d . . . H2 H -0.0779 0.8445 0.5046 0.025 Uiso 1 1 calc R . . C3 C -0.1545(8) 0.6708(7) 0.5718(7) 0.0200(14) Uani 1 1 d . . . C4 C -0.1135(8) 0.5233(8) 0.6373(7) 0.0200(14) Uani 1 1 d . . . H4 H -0.1805 0.4730 0.6570 0.024 Uiso 1 1 calc R . . C5 C 0.0297(8) 0.4522(7) 0.6727(7) 0.0217(15) Uani 1 1 d . . . C6 C 0.1360(8) 0.5173(8) 0.6350(7) 0.0204(14) Uani 1 1 d . . . H6 H 0.2323 0.4641 0.6544 0.024 Uiso 1 1 calc R . . C7 C 0.2028(8) 0.7440(8) 0.5147(7) 0.0195(14) Uani 1 1 d . . . C8 C -0.3074(8) 0.7514(7) 0.5272(7) 0.0196(14) Uani 1 1 d . . . C9 C 0.3880(8) 0.7690(8) 0.8738(6) 0.0214(14) Uani 1 1 d . . . C10 C 0.4238(8) 0.7828(8) 0.9890(6) 0.0216(14) Uani 1 1 d . . . H10 H 0.4581 0.8583 0.9867 0.026 Uiso 1 1 calc R . . C11 C 0.4078(9) 0.6830(8) 1.1069(7) 0.0240(15) Uani 1 1 d . . . C12 C 0.3541(9) 0.5723(8) 1.1114(7) 0.0244(15) Uani 1 1 d . . . H12 H 0.3499 0.5015 1.1895 0.029 Uiso 1 1 calc R . . C13 C 0.3066(9) 0.5688(8) 0.9969(7) 0.0249(15) Uani 1 1 d . . . C14 C 0.3244(9) 0.6624(9) 0.8775(7) 0.0273(17) Uani 1 1 d . . . H14 H 0.2954 0.6556 0.8018 0.033 Uiso 1 1 calc R . . C15 C 0.4214(8) 0.8610(8) 0.7435(7) 0.0199(14) Uani 1 1 d . . . C16 C 0.4509(9) 0.6857(8) 1.2348(7) 0.0236(15) Uani 1 1 d . . . H13A H 0.2343 1.1437 0.2042 0.028 Uiso 1 1 d . . . H13B H 0.1570 1.0445 0.2883 0.028 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0209(2) 0.0173(2) 0.0123(2) -0.00240(13) 0.00107(12) -0.00975(14) Cu1 0.0249(6) 0.0182(6) 0.0108(5) -0.0017(4) -0.0009(4) -0.0034(5) O1 0.019(3) 0.022(3) 0.029(3) -0.005(2) 0.003(2) -0.005(2) O2 0.027(3) 0.019(3) 0.043(3) -0.005(2) 0.004(2) -0.012(2) O3 0.020(2) 0.021(2) 0.020(2) -0.0041(19) -0.0040(19) -0.0073(19) O4 0.025(3) 0.029(3) 0.030(3) -0.012(2) 0.001(2) -0.012(2) O5 0.047(5) 0.031(4) 0.119(8) 0.020(4) 0.007(5) -0.020(3) O6 0.032(4) 0.031(3) 0.066(5) 0.010(3) -0.001(3) 0.000(3) O7 0.043(3) 0.038(3) 0.012(2) -0.002(2) 0.003(2) -0.028(3) O8 0.040(3) 0.034(3) 0.015(2) -0.004(2) 0.005(2) -0.026(3) O9 0.048(4) 0.027(3) 0.016(2) -0.005(2) -0.003(2) -0.018(2) O10 0.052(4) 0.023(3) 0.012(3) -0.003(2) -0.001(2) -0.003(2) O11 0.102(7) 0.053(4) 0.032(4) -0.005(3) 0.013(4) -0.059(5) O12 0.174(12) 0.113(8) 0.028(4) -0.001(4) -0.017(5) -0.120(9) O13 0.033(3) 0.035(3) 0.032(3) 0.008(3) -0.009(2) -0.015(3) N1 0.034(4) 0.027(4) 0.031(4) 0.003(3) 0.002(3) -0.011(3) N2 0.067(6) 0.044(4) 0.025(4) -0.010(3) 0.011(4) -0.041(4) C1 0.024(4) 0.023(4) 0.022(3) -0.009(3) 0.003(3) -0.013(3) C2 0.020(3) 0.017(3) 0.025(4) -0.006(3) 0.004(3) -0.007(3) C3 0.024(4) 0.017(3) 0.022(3) -0.008(3) 0.002(3) -0.009(3) C4 0.019(3) 0.021(3) 0.023(3) -0.007(3) 0.003(3) -0.012(3) C5 0.031(4) 0.009(3) 0.021(3) -0.002(3) 0.002(3) -0.005(3) C6 0.018(3) 0.021(3) 0.021(3) -0.006(3) 0.001(3) -0.006(3) C7 0.020(3) 0.019(3) 0.019(3) -0.006(3) 0.001(3) -0.006(3) C8 0.029(4) 0.016(3) 0.017(3) -0.003(3) 0.004(3) -0.014(3) C9 0.032(4) 0.021(3) 0.012(3) -0.003(3) 0.002(3) -0.012(3) C10 0.035(4) 0.017(3) 0.013(3) -0.004(3) 0.003(3) -0.011(3) C11 0.036(4) 0.023(4) 0.016(3) -0.007(3) 0.002(3) -0.012(3) C12 0.036(4) 0.024(4) 0.013(3) -0.002(3) 0.007(3) -0.015(3) C13 0.039(4) 0.024(4) 0.020(4) -0.007(3) 0.002(3) -0.021(3) C14 0.045(5) 0.032(4) 0.012(3) -0.005(3) 0.005(3) -0.024(4) C15 0.028(4) 0.021(3) 0.014(3) -0.004(3) 0.000(3) -0.014(3) C16 0.030(4) 0.023(4) 0.016(3) -0.004(3) 0.002(3) -0.009(3) _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 Tb1 O8 2.342(5) 2_676 ? Tb1 O7 2.358(5) . ? Tb1 O9 2.373(5) 1_554 ? Tb1 O3 2.377(5) 2_576 ? Tb1 O13 2.393(6) . ? Tb1 O2 2.454(6) . ? Tb1 O4 2.500(6) 1_655 ? Tb1 O1 2.542(5) . ? Tb1 O3 2.550(5) 1_655 ? Tb1 C7 2.883(7) . ? Tb1 C8 2.903(8) 1_655 ? Tb1 Cu1 3.7601(11) 1_554 ? Cu1 O10 1.882(5) 2_668 ? Cu1 O10 1.882(5) . ? Cu1 O1 2.003(5) 2_667 ? Cu1 O1 2.003(5) 1_556 ? Cu1 O4 2.534(5) 2_567 ? Cu1 O4 2.534(5) 1_656 ? Cu1 Tb1 3.7601(11) 2_667 ? Cu1 Tb1 3.7601(11) 1_556 ? O1 C7 1.269(9) . ? O1 Cu1 2.003(5) 1_554 ? O2 C7 1.241(9) . ? O3 C8 1.268(9) . ? O3 Tb1 2.377(5) 2_576 ? O3 Tb1 2.550(5) 1_455 ? O4 C8 1.241(9) . ? O4 Tb1 2.500(6) 1_455 ? O4 Cu1 2.534(5) 1_454 ? O5 N1 1.214(10) . ? O6 N1 1.200(10) . ? O7 C15 1.251(9) . ? O8 C15 1.247(9) . ? O8 Tb1 2.342(5) 2_676 ? O9 C16 1.231(9) . ? O9 Tb1 2.373(5) 1_556 ? O10 C16 1.261(9) . ? O11 N2 1.201(10) . ? O12 N2 1.203(11) . ? O13 H13A 0.8010 . ? O13 H13B 0.8107 . ? N1 C5 1.481(9) . ? N2 C13 1.468(10) . ? C1 C2 1.377(10) . ? C1 C6 1.404(10) . ? C1 C7 1.495(10) . ? C2 C3 1.415(10) . ? C2 H2 0.9300 . ? C3 C4 1.380(10) . ? C3 C8 1.498(11) . ? C4 C5 1.383(10) . ? C4 H4 0.9300 . ? C5 C6 1.377(10) . ? C6 H6 0.9300 . ? C8 Tb1 2.903(8) 1_455 ? C9 C10 1.401(10) . ? C9 C14 1.410(10) . ? C9 C15 1.504(9) . ? C10 C11 1.390(10) . ? C10 H10 0.9300 . ? C11 C12 1.381(11) . ? C11 C16 1.510(10) . ? C12 C13 1.391(10) . ? C12 H12 0.9300 . ? C13 C14 1.378(10) . ? C14 H14 0.9300 . ? 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 O8 Tb1 O7 136.90(18) 2_676 . ? O8 Tb1 O9 75.94(19) 2_676 1_554 ? O7 Tb1 O9 140.43(19) . 1_554 ? O8 Tb1 O3 77.41(18) 2_676 2_576 ? O7 Tb1 O3 70.44(18) . 2_576 ? O9 Tb1 O3 149.10(18) 1_554 2_576 ? O8 Tb1 O13 72.2(2) 2_676 . ? O7 Tb1 O13 126.9(2) . . ? O9 Tb1 O13 77.4(2) 1_554 . ? O3 Tb1 O13 79.8(2) 2_576 . ? O8 Tb1 O2 140.8(2) 2_676 . ? O7 Tb1 O2 70.7(2) . . ? O9 Tb1 O2 96.8(2) 1_554 . ? O3 Tb1 O2 93.99(18) 2_576 . ? O13 Tb1 O2 68.6(2) . . ? O8 Tb1 O4 98.8(2) 2_676 1_655 ? O7 Tb1 O4 75.6(2) . 1_655 ? O9 Tb1 O4 78.1(2) 1_554 1_655 ? O3 Tb1 O4 121.55(17) 2_576 1_655 ? O13 Tb1 O4 155.3(2) . 1_655 ? O2 Tb1 O4 117.61(18) . 1_655 ? O8 Tb1 O1 147.03(18) 2_676 . ? O7 Tb1 O1 71.56(18) . . ? O9 Tb1 O1 71.65(18) 1_554 . ? O3 Tb1 O1 135.39(17) 2_576 . ? O13 Tb1 O1 105.8(2) . . ? O2 Tb1 O1 51.37(17) . . ? O4 Tb1 O1 68.87(17) 1_655 . ? O8 Tb1 O3 71.90(18) 2_676 1_655 ? O7 Tb1 O3 72.01(18) . 1_655 ? O9 Tb1 O3 111.93(19) 1_554 1_655 ? O3 Tb1 O3 73.62(19) 2_576 1_655 ? O13 Tb1 O3 138.99(18) . 1_655 ? O2 Tb1 O3 142.72(19) . 1_655 ? O4 Tb1 O3 51.00(17) 1_655 1_655 ? O1 Tb1 O3 115.06(17) . 1_655 ? O8 Tb1 C7 154.43(19) 2_676 . ? O7 Tb1 C7 67.98(19) . . ? O9 Tb1 C7 84.8(2) 1_554 . ? O3 Tb1 C7 114.81(19) 2_576 . ? O13 Tb1 C7 87.4(2) . . ? O2 Tb1 C7 25.31(19) . . ? O4 Tb1 C7 93.35(19) 1_655 . ? O1 Tb1 C7 26.10(19) . . ? O3 Tb1 C7 132.00(18) 1_655 . ? O8 Tb1 C8 84.4(2) 2_676 1_655 ? O7 Tb1 C8 72.9(2) . 1_655 ? O9 Tb1 C8 94.4(2) 1_554 1_655 ? O3 Tb1 C8 98.32(18) 2_576 1_655 ? O13 Tb1 C8 156.4(2) . 1_655 ? O2 Tb1 C8 134.80(19) . 1_655 ? O4 Tb1 C8 25.16(18) 1_655 1_655 ? O1 Tb1 C8 92.05(18) . 1_655 ? O3 Tb1 C8 25.87(17) 1_655 1_655 ? C7 Tb1 C8 114.06(19) . 1_655 ? O8 Tb1 Cu1 123.90(15) 2_676 1_554 ? O7 Tb1 Cu1 80.38(14) . 1_554 ? O9 Tb1 Cu1 60.37(13) 1_554 1_554 ? O3 Tb1 Cu1 150.30(12) 2_576 1_554 ? O13 Tb1 Cu1 124.06(16) . 1_554 ? O2 Tb1 Cu1 81.15(13) . 1_554 ? O4 Tb1 Cu1 42.01(12) 1_655 1_554 ? O1 Tb1 Cu1 29.81(12) . 1_554 ? O3 Tb1 Cu1 92.56(12) 1_655 1_554 ? C7 Tb1 Cu1 55.91(14) . 1_554 ? C8 Tb1 Cu1 67.01(13) 1_655 1_554 ? O10 Cu1 O10 180.000(2) 2_668 . ? O10 Cu1 O1 90.3(2) 2_668 2_667 ? O10 Cu1 O1 89.7(2) . 2_667 ? O10 Cu1 O1 89.7(2) 2_668 1_556 ? O10 Cu1 O1 90.3(2) . 1_556 ? O1 Cu1 O1 180.000(1) 2_667 1_556 ? O10 Cu1 O4 92.2(2) 2_668 2_567 ? O10 Cu1 O4 87.8(2) . 2_567 ? O1 Cu1 O4 76.9(2) 2_667 2_567 ? O1 Cu1 O4 103.1(2) 1_556 2_567 ? O10 Cu1 O4 87.8(2) 2_668 1_656 ? O10 Cu1 O4 92.2(2) . 1_656 ? O1 Cu1 O4 103.1(2) 2_667 1_656 ? O1 Cu1 O4 76.9(2) 1_556 1_656 ? O4 Cu1 O4 180.000(1) 2_567 1_656 ? O10 Cu1 Tb1 78.67(18) 2_668 2_667 ? O10 Cu1 Tb1 101.33(18) . 2_667 ? O1 Cu1 Tb1 39.12(15) 2_667 2_667 ? O1 Cu1 Tb1 140.88(15) 1_556 2_667 ? O4 Cu1 Tb1 41.34(13) 2_567 2_667 ? O4 Cu1 Tb1 138.66(13) 1_656 2_667 ? O10 Cu1 Tb1 101.33(18) 2_668 1_556 ? O10 Cu1 Tb1 78.67(18) . 1_556 ? O1 Cu1 Tb1 140.88(15) 2_667 1_556 ? O1 Cu1 Tb1 39.12(15) 1_556 1_556 ? O4 Cu1 Tb1 138.66(13) 2_567 1_556 ? O4 Cu1 Tb1 41.34(13) 1_656 1_556 ? Tb1 Cu1 Tb1 180.0 2_667 1_556 ? C7 O1 Cu1 156.8(5) . 1_554 ? C7 O1 Tb1 92.1(4) . . ? Cu1 O1 Tb1 111.1(2) 1_554 . ? C7 O2 Tb1 97.0(5) . . ? C8 O3 Tb1 153.9(5) . 2_576 ? C8 O3 Tb1 92.8(4) . 1_455 ? Tb1 O3 Tb1 106.38(19) 2_576 1_455 ? C8 O4 Tb1 95.9(5) . 1_455 ? C8 O4 Cu1 165.2(5) . 1_454 ? Tb1 O4 Cu1 96.65(19) 1_455 1_454 ? C15 O7 Tb1 141.8(5) . . ? C15 O8 Tb1 134.9(5) . 2_676 ? C16 O9 Tb1 139.2(5) . 1_556 ? C16 O10 Cu1 131.8(5) . . ? Tb1 O13 H13A 125.4 . . ? Tb1 O13 H13B 99.5 . . ? H13A O13 H13B 134.9 . . ? O6 N1 O5 123.1(8) . . ? O6 N1 C5 120.0(7) . . ? O5 N1 C5 116.7(7) . . ? O11 N2 O12 122.2(8) . . ? O11 N2 C13 119.0(7) . . ? O12 N2 C13 118.7(7) . . ? C2 C1 C6 120.1(7) . . ? C2 C1 C7 118.9(7) . . ? C6 C1 C7 121.0(7) . . ? C1 C2 C3 120.5(7) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 119.5(7) . . ? C4 C3 C8 120.2(6) . . ? C2 C3 C8 120.3(6) . . ? C3 C4 C5 118.3(6) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? C6 C5 C4 123.5(6) . . ? C6 C5 N1 118.3(7) . . ? C4 C5 N1 118.1(7) . . ? C5 C6 C1 117.6(7) . . ? C5 C6 H6 121.2 . . ? C1 C6 H6 121.2 . . ? O2 C7 O1 119.4(7) . . ? O2 C7 C1 119.5(7) . . ? O1 C7 C1 121.0(6) . . ? O2 C7 Tb1 57.7(4) . . ? O1 C7 Tb1 61.8(4) . . ? C1 C7 Tb1 176.9(5) . . ? O4 C8 O3 120.2(7) . . ? O4 C8 C3 119.6(6) . . ? O3 C8 C3 120.2(6) . . ? O4 C8 Tb1 58.9(4) . 1_455 ? O3 C8 Tb1 61.3(4) . 1_455 ? C3 C8 Tb1 175.4(5) . 1_455 ? C10 C9 C14 120.2(6) . . ? C10 C9 C15 121.9(6) . . ? C14 C9 C15 117.8(6) . . ? C11 C10 C9 119.6(7) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C12 C11 C10 120.5(7) . . ? C12 C11 C16 116.5(6) . . ? C10 C11 C16 122.9(7) . . ? C11 C12 C13 118.8(7) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C14 C13 C12 122.5(7) . . ? C14 C13 N2 119.6(7) . . ? C12 C13 N2 117.8(7) . . ? C13 C14 C9 117.8(7) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O8 C15 O7 125.9(6) . . ? O8 C15 C9 117.7(6) . . ? O7 C15 C9 116.3(6) . . ? O9 C16 O10 126.7(7) . . ? O9 C16 C11 120.0(7) . . ? O10 C16 C11 113.2(7) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O11 0.80 2.19 2.934(9) 154.4 1_564 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 5.660 _refine_diff_density_min -3.261 _refine_diff_density_rms 0.282 # = = = END data_6a _database_code_depnum_ccdc_archive 'CCDC 644226' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu Dy2 N4 O34' _chemical_formula_weight 1405.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 10.425(2) _cell_length_b 10.620(2) _cell_length_c 11.323(2) _cell_angle_alpha 83.41(3) _cell_angle_beta 74.96(3) _cell_angle_gamma 69.67(3) _cell_volume 1134.7(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11124 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.056 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 685 _exptl_absorpt_coefficient_mu 3.838 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3428 _exptl_absorpt_correction_T_max 0.4897 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 11290 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5163 _reflns_number_gt 4971 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0395P)^2^+5.4921P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5163 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.586989(17) 0.597284(16) 0.631748(15) 0.01353(7) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01917(15) Uani 1 2 d S . . O1 O 0.3966(3) 0.6168(3) 0.4051(3) 0.0245(6) Uani 1 1 d . . . O2 O 0.4716(3) 0.7417(3) 0.4964(3) 0.0248(6) Uani 1 1 d . . . O3 O 0.2829(4) 1.2491(3) 0.4396(3) 0.0316(7) Uani 1 1 d . . . O4 O 0.0514(4) 1.3187(3) 0.4545(3) 0.0264(7) Uani 1 1 d . . . O5 O -0.1287(5) 1.0627(4) 0.2623(6) 0.0625(15) Uani 1 1 d . . . O6 O -0.0506(5) 0.8484(4) 0.2747(5) 0.0488(11) Uani 1 1 d . . . O7 O 1.0029(3) 0.4411(3) 0.6695(3) 0.0221(6) Uani 1 1 d . . . O8 O 0.7708(3) 0.4962(4) 0.7198(3) 0.0270(7) Uani 1 1 d . . . O9 O 0.5290(3) 0.4814(4) 1.1649(3) 0.0285(7) Uani 1 1 d . . . O10 O 0.6583(3) 0.3912(3) 1.2978(3) 0.0240(6) Uani 1 1 d . . . O11 O 1.1760(4) 0.2477(5) 1.1588(3) 0.0486(11) Uani 1 1 d . . . O12 O 1.2711(4) 0.2341(6) 0.9679(4) 0.0647(16) Uani 1 1 d . . . O13 O 0.5010(5) 0.7710(5) 0.7735(4) 0.0584(13) Uani 1 1 d . . . O14 O 0.7454(3) 0.5241(3) 0.4389(3) 0.0266(7) Uani 1 1 d . . . O15 O 0.4248(7) 0.7477(7) 0.0307(6) 0.0786(17) Uani 1 1 d . . . O16 O 0.6285(10) 0.9072(16) 0.3020(8) 0.175(6) Uani 1 1 d . . . O17 O 0.4492(9) 0.9773(7) 0.1304(8) 0.114(3) Uani 1 1 d . . . N1 N -0.0398(4) 0.9560(4) 0.2831(4) 0.0291(8) Uani 1 1 d . . . N2 N 1.1692(4) 0.2613(5) 1.0520(4) 0.0313(9) Uani 1 1 d . . . C1 C 0.2814(4) 0.8528(4) 0.4060(3) 0.0154(7) Uani 1 1 d . . . C2 C 0.2821(4) 0.9780(4) 0.4314(4) 0.0168(7) Uani 1 1 d . . . H2 H 0.3543 0.9834 0.4624 0.020 Uiso 1 1 calc R . . C3 C 0.1755(4) 1.0950(4) 0.4108(3) 0.0157(7) Uani 1 1 d . . . C4 C 0.0678(4) 1.0867(4) 0.3638(4) 0.0187(8) Uani 1 1 d . . . H4 H -0.0059 1.1633 0.3520 0.022 Uiso 1 1 calc R . . C5 C 0.0732(4) 0.9620(4) 0.3354(4) 0.0190(8) Uani 1 1 d . . . C6 C 0.1775(4) 0.8439(4) 0.3553(4) 0.0196(8) Uani 1 1 d . . . H6 H 0.1778 0.7613 0.3353 0.024 Uiso 1 1 calc R . . C7 C 0.3919(4) 0.7272(4) 0.4373(3) 0.0156(7) Uani 1 1 d . . . C8 C 0.1712(4) 1.2318(4) 0.4371(4) 0.0184(7) Uani 1 1 d . . . C9 C 0.8943(4) 0.4182(4) 0.8766(3) 0.0169(7) Uani 1 1 d . . . C10 C 0.7718(4) 0.4439(4) 0.9695(4) 0.0182(7) Uani 1 1 d . . . H10 H 0.6846 0.4840 0.9506 0.022 Uiso 1 1 calc R . . C11 C 0.7793(4) 0.4099(4) 1.0905(4) 0.0197(8) Uani 1 1 d . . . C12 C 0.9099(5) 0.3494(4) 1.1189(4) 0.0227(8) Uani 1 1 d . . . H12 H 0.9168 0.3261 1.1993 0.027 Uiso 1 1 calc R . . C13 C 1.0282(4) 0.3251(4) 1.0246(4) 0.0205(8) Uani 1 1 d . . . C14 C 1.0247(4) 0.3571(4) 0.9046(4) 0.0196(8) Uani 1 1 d . . . H14 H 1.1073 0.3384 0.8434 0.024 Uiso 1 1 calc R . . C15 C 0.8879(4) 0.4554(4) 0.7464(3) 0.0152(7) Uani 1 1 d . . . C16 C 0.6480(4) 0.4304(4) 1.1899(4) 0.0209(8) Uani 1 1 d . . . H13A H 0.4688 0.7600 0.8547 0.025 Uiso 1 1 d . . . H13B H 0.4615 0.8592 0.7626 0.025 Uiso 1 1 d . . . H14A H 0.7351 0.4697 0.3905 0.025 Uiso 1 1 d . . . H14B H 0.7647 0.5870 0.3851 0.025 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy1 0.01374(10) 0.01244(10) 0.01542(10) -0.00024(6) -0.00644(7) -0.00343(7) Cu1 0.0267(4) 0.0093(3) 0.0135(3) -0.0011(2) 0.0049(3) -0.0029(3) O1 0.0245(15) 0.0127(13) 0.0343(17) -0.0008(12) -0.0054(13) -0.0047(11) O2 0.0235(15) 0.0196(14) 0.0326(17) 0.0039(12) -0.0160(13) -0.0032(12) O3 0.0374(19) 0.0208(15) 0.048(2) 0.0032(14) -0.0205(16) -0.0174(14) O4 0.0322(17) 0.0110(13) 0.0318(17) -0.0046(12) -0.0053(13) -0.0024(12) O5 0.056(3) 0.031(2) 0.118(4) 0.002(2) -0.067(3) -0.0034(19) O6 0.057(3) 0.0267(18) 0.084(3) 0.0001(19) -0.048(2) -0.0173(18) O7 0.0175(14) 0.0268(15) 0.0173(14) 0.0030(11) -0.0003(11) -0.0055(12) O8 0.0196(15) 0.0418(19) 0.0207(15) 0.0058(13) -0.0110(12) -0.0089(13) O9 0.0172(14) 0.0433(19) 0.0196(15) 0.0015(13) -0.0041(12) -0.0043(13) O10 0.0231(15) 0.0347(17) 0.0146(13) 0.0001(12) -0.0031(11) -0.0114(13) O11 0.0312(19) 0.085(3) 0.0273(19) 0.0143(19) -0.0178(16) -0.014(2) O12 0.0203(19) 0.114(4) 0.036(2) -0.005(2) -0.0071(17) 0.008(2) O13 0.070(3) 0.050(3) 0.055(3) -0.035(2) 0.012(2) -0.028(2) O14 0.0262(16) 0.0352(17) 0.0203(15) -0.0024(13) -0.0001(12) -0.0160(14) O15 0.086(4) 0.084(4) 0.069(4) -0.018(3) -0.025(3) -0.022(3) O16 0.097(6) 0.372(18) 0.097(6) -0.047(8) 0.001(5) -0.132(9) O17 0.105(6) 0.076(5) 0.111(6) -0.002(4) 0.017(5) -0.001(4) N1 0.031(2) 0.0216(18) 0.043(2) 0.0027(16) -0.0223(18) -0.0096(16) N2 0.0199(18) 0.042(2) 0.028(2) 0.0057(17) -0.0088(16) -0.0039(17) C1 0.0154(17) 0.0142(17) 0.0171(17) 0.0012(14) -0.0063(14) -0.0041(14) C2 0.0175(18) 0.0111(16) 0.0221(19) -0.0006(14) -0.0065(15) -0.0036(14) C3 0.0211(18) 0.0107(16) 0.0167(17) 0.0008(13) -0.0058(14) -0.0063(14) C4 0.0174(18) 0.0127(17) 0.025(2) 0.0018(14) -0.0069(15) -0.0026(14) C5 0.0187(18) 0.0176(18) 0.025(2) 0.0009(15) -0.0116(16) -0.0068(15) C6 0.0202(19) 0.0140(17) 0.028(2) -0.0006(15) -0.0095(16) -0.0069(15) C7 0.0153(17) 0.0123(16) 0.0170(17) 0.0026(13) -0.0025(14) -0.0036(14) C8 0.026(2) 0.0132(17) 0.0168(18) 0.0018(14) -0.0054(15) -0.0084(15) C9 0.0163(18) 0.0191(18) 0.0147(18) 0.0007(14) -0.0040(14) -0.0052(15) C10 0.0142(17) 0.0240(19) 0.0156(18) 0.0015(15) -0.0058(14) -0.0043(15) C11 0.0171(19) 0.0225(19) 0.0167(18) -0.0016(15) -0.0012(15) -0.0049(15) C12 0.025(2) 0.029(2) 0.0153(18) 0.0043(16) -0.0075(16) -0.0094(17) C13 0.0153(18) 0.023(2) 0.021(2) 0.0001(15) -0.0084(15) -0.0020(15) C14 0.0180(19) 0.0210(19) 0.0185(19) 0.0011(15) -0.0043(15) -0.0051(15) C15 0.0172(17) 0.0162(17) 0.0140(17) 0.0016(13) -0.0060(14) -0.0069(14) C16 0.0196(19) 0.027(2) 0.0154(18) -0.0022(15) -0.0031(15) -0.0078(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Dy1 O8 2.266(3) . ? Dy1 O1 2.298(3) 2_666 ? Dy1 O2 2.298(3) . ? Dy1 O13 2.359(4) . ? Dy1 O14 2.393(3) . ? Dy1 O3 2.413(3) 2_676 ? Dy1 O10 2.437(3) 2_667 ? Dy1 O9 2.506(3) 2_667 ? Dy1 C16 2.821(4) 2_667 ? Cu1 O4 1.905(3) . ? Cu1 O4 1.905(3) 2_586 ? Cu1 O7 1.954(3) 2_676 ? Cu1 O7 1.954(3) 1_465 ? O1 C7 1.249(5) . ? O1 Dy1 2.298(3) 2_666 ? O2 C7 1.250(5) . ? O3 C8 1.248(5) . ? O3 Dy1 2.413(3) 2_676 ? O4 C8 1.250(5) . ? O5 N1 1.233(5) . ? O6 N1 1.204(5) . ? O7 C15 1.257(5) . ? O7 Cu1 1.954(3) 1_645 ? O8 C15 1.249(5) . ? O9 C16 1.262(5) . ? O9 Dy1 2.506(3) 2_667 ? O10 C16 1.264(5) . ? O10 Dy1 2.437(3) 2_667 ? O11 N2 1.219(5) . ? O12 N2 1.201(6) . ? O13 H13A 0.9022 . ? O13 H13B 0.8911 . ? O14 H14A 0.8895 . ? O14 H14B 0.8903 . ? N1 C5 1.470(5) . ? N2 C13 1.487(5) . ? C1 C6 1.385(5) . ? C1 C2 1.395(5) . ? C1 C7 1.506(5) . ? C2 C3 1.394(5) . ? C2 H2 0.9300 . ? C3 C4 1.394(5) . ? C3 C8 1.499(5) . ? C4 C5 1.376(5) . ? C4 H4 0.9300 . ? C5 C6 1.387(6) . ? C6 H6 0.9300 . ? C9 C14 1.390(5) . ? C9 C10 1.392(5) . ? C9 C15 1.495(5) . ? C10 C11 1.392(6) . ? C10 H10 0.9300 . ? C11 C12 1.394(6) . ? C11 C16 1.496(6) . ? C12 C13 1.373(6) . ? C12 H12 0.9300 . ? C13 C14 1.370(6) . ? C14 H14 0.9300 . ? C16 Dy1 2.821(4) 2_667 ? 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 O8 Dy1 O1 85.57(12) . 2_666 ? O8 Dy1 O2 154.94(12) . . ? O1 Dy1 O2 107.90(11) 2_666 . ? O8 Dy1 O13 89.50(17) . . ? O1 Dy1 O13 146.81(15) 2_666 . ? O2 Dy1 O13 89.87(16) . . ? O8 Dy1 O14 87.80(12) . . ? O1 Dy1 O14 69.33(12) 2_666 . ? O2 Dy1 O14 77.92(12) . . ? O13 Dy1 O14 143.33(14) . . ? O8 Dy1 O3 80.97(12) . 2_676 ? O1 Dy1 O3 138.66(12) 2_666 2_676 ? O2 Dy1 O3 75.01(12) . 2_676 ? O13 Dy1 O3 72.21(15) . 2_676 ? O14 Dy1 O3 71.25(12) . 2_676 ? O8 Dy1 O10 130.01(11) . 2_667 ? O1 Dy1 O10 78.93(11) 2_666 2_667 ? O2 Dy1 O10 74.32(11) . 2_667 ? O13 Dy1 O10 79.34(15) . 2_667 ? O14 Dy1 O10 128.27(11) . 2_667 ? O3 Dy1 O10 137.73(12) 2_676 2_667 ? O8 Dy1 O9 77.56(11) . 2_667 ? O1 Dy1 O9 76.86(12) 2_666 2_667 ? O2 Dy1 O9 125.40(11) . 2_667 ? O13 Dy1 O9 70.04(15) . 2_667 ? O14 Dy1 O9 144.04(12) . 2_667 ? O3 Dy1 O9 136.31(12) 2_676 2_667 ? O10 Dy1 O9 52.74(10) 2_667 2_667 ? O8 Dy1 C16 104.11(12) . 2_667 ? O1 Dy1 C16 79.66(12) 2_666 2_667 ? O2 Dy1 C16 99.15(12) . 2_667 ? O13 Dy1 C16 69.78(15) . 2_667 ? O14 Dy1 C16 145.85(11) . 2_667 ? O3 Dy1 C16 141.54(13) 2_676 2_667 ? O10 Dy1 C16 26.54(11) 2_667 2_667 ? O9 Dy1 C16 26.56(11) 2_667 2_667 ? O4 Cu1 O4 180.000(1) . 2_586 ? O4 Cu1 O7 89.52(14) . 2_676 ? O4 Cu1 O7 90.48(14) 2_586 2_676 ? O4 Cu1 O7 90.48(14) . 1_465 ? O4 Cu1 O7 89.52(14) 2_586 1_465 ? O7 Cu1 O7 180.000(1) 2_676 1_465 ? C7 O1 Dy1 172.9(3) . 2_666 ? C7 O2 Dy1 130.3(3) . . ? C8 O3 Dy1 141.5(3) . 2_676 ? C8 O4 Cu1 127.3(3) . . ? C15 O7 Cu1 118.7(3) . 1_645 ? C15 O8 Dy1 165.3(3) . . ? C16 O9 Dy1 90.8(3) . 2_667 ? C16 O10 Dy1 94.0(3) . 2_667 ? Dy1 O13 H13A 124.4 . . ? Dy1 O13 H13B 129.8 . . ? H13A O13 H13B 101.8 . . ? Dy1 O14 H14A 123.8 . . ? Dy1 O14 H14B 117.5 . . ? H14A O14 H14B 101.1 . . ? O6 N1 O5 122.4(4) . . ? O6 N1 C5 119.0(4) . . ? O5 N1 C5 118.2(4) . . ? O12 N2 O11 123.2(4) . . ? O12 N2 C13 118.5(4) . . ? O11 N2 C13 118.1(4) . . ? C6 C1 C2 120.2(4) . . ? C6 C1 C7 120.2(3) . . ? C2 C1 C7 119.6(3) . . ? C3 C2 C1 120.6(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.6(3) . . ? C2 C3 C8 122.6(4) . . ? C4 C3 C8 117.8(3) . . ? C5 C4 C3 118.3(4) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 123.3(4) . . ? C4 C5 N1 117.4(4) . . ? C6 C5 N1 119.3(4) . . ? C1 C6 C5 117.9(4) . . ? C1 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? O1 C7 O2 124.6(4) . . ? O1 C7 C1 118.7(3) . . ? O2 C7 C1 116.7(3) . . ? O3 C8 O4 126.5(4) . . ? O3 C8 C3 119.1(4) . . ? O4 C8 C3 114.5(4) . . ? C14 C9 C10 119.9(4) . . ? C14 C9 C15 119.2(4) . . ? C10 C9 C15 120.9(3) . . ? C11 C10 C9 120.3(4) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.9(4) . . ? C10 C11 C16 120.5(4) . . ? C12 C11 C16 119.5(4) . . ? C13 C12 C11 118.0(4) . . ? C13 C12 H12 121.0 . . ? C11 C12 H12 121.0 . . ? C14 C13 C12 123.6(4) . . ? C14 C13 N2 117.1(4) . . ? C12 C13 N2 119.3(4) . . ? C13 C14 C9 118.3(4) . . ? C13 C14 H14 120.9 . . ? C9 C14 H14 120.9 . . ? O8 C15 O7 124.0(4) . . ? O8 C15 C9 118.9(3) . . ? O7 C15 C9 117.0(3) . . ? O9 C16 O10 120.8(4) . . ? O9 C16 C11 120.1(4) . . ? O10 C16 C11 119.0(4) . . ? O9 C16 Dy1 62.6(2) . 2_667 ? O10 C16 Dy1 59.5(2) . 2_667 ? C11 C16 Dy1 166.1(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 3.013 _refine_diff_density_min -1.255 _refine_diff_density_rms 0.173 # = = = END data_6b _database_code_depnum_ccdc_archive 'CCDC 644227' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu Dy2 N4 O26' _chemical_formula_weight 1261.04 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 9.805(2) _cell_length_b 10.235(2) _cell_length_c 10.981(2) _cell_angle_alpha 70.29(3) _cell_angle_beta 86.24(3) _cell_angle_gamma 71.16(3) _cell_volume 980.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9248 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour greenish _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.135 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 605 _exptl_absorpt_coefficient_mu 4.413 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4590 _exptl_absorpt_correction_T_max 0.6354 _exptl_absorpt_process_details 'Higashi (1995)' _exptl_special_details ; ISOR is applied to allow anisotropic refinement of oxygen atom. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 9534 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4438 _reflns_number_gt 4160 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0693P)^2^+3.3047P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4438 _refine_ls_number_parameters 295 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.1062 _refine_ls_wR_factor_gt 0.1049 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.190 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.402617(10) 0.406983(10) 0.418536(9) 0.01231(3) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 1.5000 0.01597(10) Uani 1 2 d S . . O1 O 0.33542(18) 0.17518(18) 0.49863(18) 0.0195(4) Uani 1 1 d . . . O2 O 0.1633(2) 0.3828(2) 0.4646(2) 0.0281(6) Uani 1 1 d . . . O3 O -0.35907(18) 0.38471(18) 0.51981(18) 0.0191(4) Uani 1 1 d . . . O4 O -0.38190(18) 0.18724(18) 0.49930(19) 0.0223(4) Uani 1 1 d . . . O5 O -0.0125(3) -0.2586(3) 0.7932(4) 0.0783(13) Uani 1 1 d . . . O6 O 0.2077(3) -0.2735(3) 0.7654(3) 0.0623(11) Uani 1 1 d . . . O7 O 0.3838(2) 0.3401(2) 0.64310(17) 0.0261(5) Uani 1 1 d . . . O8 O 0.4832(2) 0.45206(19) 0.73906(17) 0.0246(5) Uani 1 1 d . . . O9 O 0.4295(2) 0.30963(19) 1.24762(18) 0.0264(5) Uani 1 1 d . . . O10 O 0.4899(2) 0.0655(2) 1.31681(17) 0.0278(5) Uani 1 1 d . . . O11 O 0.2380(3) -0.1307(2) 1.1063(3) 0.0583(8) Uani 1 1 d . . . O12 O 0.2003(4) -0.0506(4) 0.9065(4) 0.0862(5) Uani 1 1 d U . . O13 O 0.2188(2) 0.5867(2) 0.2563(2) 0.0339(6) Uani 1 1 d . . . N1 N 0.0806(3) -0.2047(3) 0.7516(3) 0.0332(7) Uani 1 1 d . . . N2 N 0.2412(3) -0.0429(3) 1.0028(3) 0.0448(7) Uani 1 1 d . . . C1 C 0.0971(2) 0.1675(2) 0.5609(2) 0.0157(5) Uani 1 1 d . . . C2 C -0.0497(3) 0.2453(3) 0.5353(2) 0.0176(6) Uani 1 1 d . . . H2 H -0.0799 0.3463 0.4946 0.021 Uiso 1 1 calc R . . C3 C -0.1506(3) 0.1725(2) 0.5705(2) 0.0175(6) Uani 1 1 d . . . C4 C -0.1067(3) 0.0233(3) 0.6402(2) 0.0205(6) Uani 1 1 d . . . H4 H -0.1736 -0.0268 0.6638 0.025 Uiso 1 1 calc R . . C5 C 0.0378(3) -0.0489(3) 0.6738(3) 0.0208(6) Uani 1 1 d . . . C6 C 0.1425(3) 0.0196(3) 0.6336(2) 0.0186(6) Uani 1 1 d . . . H6 H 0.2398 -0.0322 0.6548 0.022 Uiso 1 1 calc R . . C7 C 0.2036(2) 0.2460(2) 0.5070(2) 0.0166(6) Uani 1 1 d . . . C8 C -0.3070(2) 0.2513(2) 0.5294(2) 0.0157(5) Uani 1 1 d . . . C9 C 0.3813(3) 0.2744(3) 0.8701(2) 0.0193(6) Uani 1 1 d . . . C10 C 0.4175(3) 0.2885(2) 0.9847(2) 0.0189(6) Uani 1 1 d . . . H10 H 0.4513 0.3645 0.9819 0.023 Uiso 1 1 calc R . . C11 C 0.4027(3) 0.1884(3) 1.1037(2) 0.0191(6) Uani 1 1 d . . . C12 C 0.3491(3) 0.0785(3) 1.1068(3) 0.0229(7) Uani 1 1 d . . . H12 H 0.3435 0.0083 1.1854 0.027 Uiso 1 1 calc R . . C13 C 0.3043(3) 0.0730(3) 0.9948(3) 0.0265(7) Uani 1 1 d . . . C14 C 0.3215(3) 0.1668(3) 0.8741(3) 0.0271(7) Uani 1 1 d . . . H14 H 0.2939 0.1582 0.7985 0.033 Uiso 1 1 calc R . . C15 C 0.4177(3) 0.3642(3) 0.7396(2) 0.0186(6) Uani 1 1 d . . . C16 C 0.4440(3) 0.1922(3) 1.2322(2) 0.0178(6) Uani 1 1 d . . . H13A H 0.1370 0.5704 0.2499 0.021 Uiso 1 1 d . . . H13B H 0.2640 0.6132 0.1850 0.021 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy1 0.01520(4) 0.01326(4) 0.01054(4) -0.00325(3) 0.00058(4) -0.00800(3) Cu1 0.02007(17) 0.01453(15) 0.01032(16) -0.00278(13) -0.00041(14) -0.00286(14) O1 0.0108(7) 0.0184(7) 0.0287(8) -0.0086(6) 0.0040(6) -0.0037(6) O2 0.0166(7) 0.0180(7) 0.0446(11) -0.0038(7) 0.0020(8) -0.0060(6) O3 0.0180(7) 0.0164(6) 0.0235(8) -0.0074(6) 0.0002(6) -0.0051(6) O4 0.0171(7) 0.0238(7) 0.0326(9) -0.0137(6) 0.0010(7) -0.0106(6) O5 0.0386(13) 0.0290(11) 0.118(3) 0.0345(15) 0.0093(16) -0.0100(10) O6 0.0351(13) 0.0335(13) 0.083(2) 0.0112(14) 0.0065(14) 0.0017(11) O7 0.0422(9) 0.0356(7) 0.0105(7) -0.0069(6) 0.0059(7) -0.0272(7) O8 0.0377(8) 0.0301(7) 0.0141(7) -0.0059(6) 0.0037(7) -0.0236(6) O9 0.0457(10) 0.0241(7) 0.0150(7) -0.0080(6) 0.0022(7) -0.0171(7) O10 0.0454(11) 0.0200(7) 0.0122(7) -0.0050(6) -0.0022(8) -0.0026(8) O11 0.1097(16) 0.0444(9) 0.0375(13) -0.0035(9) 0.0119(12) -0.0588(9) O12 0.0885(6) 0.0866(6) 0.0862(6) -0.0285(4) 0.0020(5) -0.0315(4) O13 0.0353(9) 0.0327(9) 0.0299(10) 0.0011(8) -0.0083(8) -0.0161(7) N1 0.0371(12) 0.0182(10) 0.0339(13) 0.0034(10) 0.0060(11) -0.0088(9) N2 0.0835(14) 0.0549(10) 0.0230(11) -0.0148(8) 0.0089(11) -0.0569(9) C1 0.0148(9) 0.0152(8) 0.0189(10) -0.0061(7) -0.0002(8) -0.0066(7) C2 0.0157(9) 0.0160(9) 0.0212(10) -0.0070(8) 0.0028(8) -0.0047(8) C3 0.0163(9) 0.0190(8) 0.0211(10) -0.0095(7) 0.0024(8) -0.0082(7) C4 0.0242(10) 0.0199(9) 0.0201(11) -0.0052(8) 0.0054(9) -0.0131(8) C5 0.0238(10) 0.0186(9) 0.0200(11) -0.0032(8) 0.0031(9) -0.0105(8) C6 0.0156(10) 0.0215(9) 0.0190(10) -0.0091(8) 0.0002(8) -0.0036(8) C7 0.0147(9) 0.0176(9) 0.0179(10) -0.0058(8) -0.0008(8) -0.0057(7) C8 0.0176(9) 0.0187(8) 0.0138(9) -0.0053(7) 0.0055(8) -0.0108(7) C9 0.0270(10) 0.0229(9) 0.0125(9) -0.0050(8) 0.0027(8) -0.0152(8) C10 0.0301(11) 0.0196(8) 0.0130(9) -0.0069(7) 0.0054(8) -0.0153(8) C11 0.0242(11) 0.0201(9) 0.0129(9) -0.0062(8) -0.0009(8) -0.0060(8) C12 0.0318(12) 0.0192(9) 0.0164(10) -0.0028(8) 0.0037(10) -0.0103(9) C13 0.0428(12) 0.0272(9) 0.0193(11) -0.0061(8) 0.0069(10) -0.0268(9) C14 0.0459(13) 0.0323(10) 0.0125(10) -0.0068(8) 0.0014(10) -0.0252(9) C15 0.0226(10) 0.0197(9) 0.0163(10) -0.0055(8) 0.0009(8) -0.0111(8) C16 0.0258(11) 0.0180(9) 0.0097(9) -0.0039(7) 0.0026(8) -0.0082(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Dy1 O8 2.331(2) 2_666 ? Dy1 O7 2.3381(19) . ? Dy1 O3 2.352(2) 2_566 ? Dy1 O9 2.369(2) 1_554 ? Dy1 O13 2.424(2) . ? Dy1 O2 2.441(2) . ? Dy1 O4 2.4779(19) 1_655 ? Dy1 O1 2.522(2) . ? Dy1 O3 2.564(2) 1_655 ? Dy1 C7 2.867(3) . ? Dy1 C8 2.889(2) 1_655 ? Dy1 Cu1 3.7541(11) 1_554 ? Cu1 O10 1.8920(19) 2_658 ? Cu1 O10 1.8920(19) . ? Cu1 O1 1.9838(18) 1_556 ? Cu1 O1 1.9838(18) 2_657 ? Cu1 O4 2.537(2) 1_656 ? Cu1 O4 2.537(2) 2_557 ? Cu1 Dy1 3.7541(11) 1_556 ? Cu1 Dy1 3.7541(11) 2_657 ? O1 C7 1.276(3) . ? O1 Cu1 1.9838(18) 1_554 ? O2 C7 1.249(3) . ? O3 C8 1.263(3) . ? O3 Dy1 2.352(2) 2_566 ? O3 Dy1 2.564(2) 1_455 ? O4 C8 1.252(4) . ? O4 Dy1 2.4779(19) 1_455 ? O4 Cu1 2.537(2) 1_454 ? O5 N1 1.203(4) . ? O6 N1 1.207(4) . ? O7 C15 1.253(4) . ? O8 C15 1.261(4) . ? O8 Dy1 2.331(2) 2_666 ? O9 C16 1.232(3) . ? O9 Dy1 2.369(2) 1_556 ? O10 C16 1.271(3) . ? O11 N2 1.193(3) . ? O12 N2 1.192(6) . ? O13 H13A 0.8824 . ? O13 H13B 0.8788 . ? N1 C5 1.465(3) . ? N2 C13 1.481(4) . ? C1 C6 1.387(3) . ? C1 C2 1.396(3) . ? C1 C7 1.492(4) . ? C2 C3 1.384(4) . ? C2 H2 0.9300 . ? C3 C4 1.390(3) . ? C3 C8 1.501(3) . ? C4 C5 1.377(3) . ? C4 H4 0.9300 . ? C5 C6 1.392(4) . ? C6 H6 0.9300 . ? C8 Dy1 2.889(2) 1_455 ? C9 C14 1.392(4) . ? C9 C10 1.396(4) . ? C9 C15 1.510(3) . ? C10 C11 1.395(3) . ? C10 H10 0.9300 . ? C11 C12 1.376(4) . ? C11 C16 1.509(4) . ? C12 C13 1.357(4) . ? C12 H12 0.9300 . ? C13 C14 1.387(4) . ? C14 H14 0.9300 . ? 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 O8 Dy1 O7 137.10(8) 2_666 . ? O8 Dy1 O3 77.56(7) 2_666 2_566 ? O7 Dy1 O3 70.94(7) . 2_566 ? O8 Dy1 O9 75.65(7) 2_666 1_554 ? O7 Dy1 O9 141.32(7) . 1_554 ? O3 Dy1 O9 147.53(6) 2_566 1_554 ? O8 Dy1 O13 72.72(7) 2_666 . ? O7 Dy1 O13 126.36(8) . . ? O3 Dy1 O13 78.87(8) 2_566 . ? O9 Dy1 O13 75.92(8) 1_554 . ? O8 Dy1 O2 139.83(7) 2_666 . ? O7 Dy1 O2 72.95(8) . . ? O3 Dy1 O2 95.76(7) 2_566 . ? O9 Dy1 O2 93.00(8) 1_554 . ? O13 Dy1 O2 67.13(7) . . ? O8 Dy1 O4 96.70(7) 2_666 1_655 ? O7 Dy1 O4 77.44(7) . 1_655 ? O3 Dy1 O4 122.58(7) 2_566 1_655 ? O9 Dy1 O4 78.77(7) 1_554 1_655 ? O13 Dy1 O4 154.28(8) . 1_655 ? O2 Dy1 O4 119.09(6) . 1_655 ? O8 Dy1 O1 146.35(7) 2_666 . ? O7 Dy1 O1 71.13(8) . . ? O3 Dy1 O1 136.04(6) 2_566 . ? O9 Dy1 O1 71.94(7) 1_554 . ? O13 Dy1 O1 107.23(8) . . ? O2 Dy1 O1 51.97(6) . . ? O4 Dy1 O1 68.50(6) 1_655 . ? O8 Dy1 O3 71.88(7) 2_666 1_655 ? O7 Dy1 O3 71.69(7) . 1_655 ? O3 Dy1 O3 73.34(6) 2_566 1_655 ? O9 Dy1 O3 114.44(7) 1_554 1_655 ? O13 Dy1 O3 138.69(7) . 1_655 ? O2 Dy1 O3 144.63(7) . 1_655 ? O4 Dy1 O3 51.43(7) 1_655 1_655 ? O1 Dy1 O3 114.02(6) . 1_655 ? O8 Dy1 C7 154.30(7) 2_666 . ? O7 Dy1 C7 68.19(8) . . ? O3 Dy1 C7 115.76(7) 2_566 . ? O9 Dy1 C7 83.53(8) 1_554 . ? O13 Dy1 C7 87.85(7) . . ? O2 Dy1 C7 25.66(6) . . ? O4 Dy1 C7 93.80(6) 1_655 . ? O1 Dy1 C7 26.42(6) . . ? O3 Dy1 C7 131.71(6) 1_655 . ? O8 Dy1 C8 83.00(7) 2_666 1_655 ? O7 Dy1 C8 73.89(7) . 1_655 ? O3 Dy1 C8 98.49(7) 2_566 1_655 ? O9 Dy1 C8 96.12(8) 1_554 1_655 ? O13 Dy1 C8 155.61(7) . 1_655 ? O2 Dy1 C8 137.01(6) . 1_655 ? O4 Dy1 C8 25.55(7) 1_655 1_655 ? O1 Dy1 C8 91.60(7) . 1_655 ? O3 Dy1 C8 25.92(7) 1_655 1_655 ? C7 Dy1 C8 114.49(7) . 1_655 ? O8 Dy1 Cu1 122.68(5) 2_666 1_554 ? O7 Dy1 Cu1 80.89(6) . 1_554 ? O3 Dy1 Cu1 151.24(4) 2_566 1_554 ? O9 Dy1 Cu1 61.12(5) 1_554 1_554 ? O13 Dy1 Cu1 124.44(7) . 1_554 ? O2 Dy1 Cu1 81.01(5) . 1_554 ? O4 Dy1 Cu1 42.13(5) 1_655 1_554 ? O1 Dy1 Cu1 29.27(4) . 1_554 ? O3 Dy1 Cu1 92.75(5) 1_655 1_554 ? C7 Dy1 Cu1 55.65(5) . 1_554 ? C8 Dy1 Cu1 67.36(6) 1_655 1_554 ? O10 Cu1 O10 180.000(1) 2_658 . ? O10 Cu1 O1 89.66(9) 2_658 1_556 ? O10 Cu1 O1 90.34(9) . 1_556 ? O10 Cu1 O1 90.34(9) 2_658 2_657 ? O10 Cu1 O1 89.66(9) . 2_657 ? O1 Cu1 O1 180.000(1) 1_556 2_657 ? O10 Cu1 O4 89.05(9) 2_658 1_656 ? O10 Cu1 O4 90.95(9) . 1_656 ? O1 Cu1 O4 75.92(7) 1_556 1_656 ? O1 Cu1 O4 104.08(7) 2_657 1_656 ? O10 Cu1 O4 90.95(9) 2_658 2_557 ? O10 Cu1 O4 89.05(9) . 2_557 ? O1 Cu1 O4 104.08(7) 1_556 2_557 ? O1 Cu1 O4 75.92(7) 2_657 2_557 ? O4 Cu1 O4 180.000(1) 1_656 2_557 ? O10 Cu1 Dy1 101.77(7) 2_658 1_556 ? O10 Cu1 Dy1 78.23(7) . 1_556 ? O1 Cu1 Dy1 38.44(6) 1_556 1_556 ? O1 Cu1 Dy1 141.56(6) 2_657 1_556 ? O4 Cu1 Dy1 40.94(4) 1_656 1_556 ? O4 Cu1 Dy1 139.06(4) 2_557 1_556 ? O10 Cu1 Dy1 78.23(7) 2_658 2_657 ? O10 Cu1 Dy1 101.77(7) . 2_657 ? O1 Cu1 Dy1 141.56(6) 1_556 2_657 ? O1 Cu1 Dy1 38.44(6) 2_657 2_657 ? O4 Cu1 Dy1 139.06(4) 1_656 2_657 ? O4 Cu1 Dy1 40.94(4) 2_557 2_657 ? Dy1 Cu1 Dy1 180.000(1) 1_556 2_657 ? C7 O1 Cu1 155.35(19) . 1_554 ? C7 O1 Dy1 92.01(15) . . ? Cu1 O1 Dy1 112.29(8) 1_554 . ? C7 O2 Dy1 96.56(15) . . ? C8 O3 Dy1 156.93(17) . 2_566 ? C8 O3 Dy1 91.54(16) . 1_455 ? Dy1 O3 Dy1 106.66(6) 2_566 1_455 ? C8 O4 Dy1 95.87(13) . 1_455 ? C8 O4 Cu1 163.21(15) . 1_454 ? Dy1 O4 Cu1 96.93(7) 1_455 1_454 ? C15 O7 Dy1 141.64(18) . . ? C15 O8 Dy1 134.20(17) . 2_666 ? C16 O9 Dy1 139.02(16) . 1_556 ? C16 O10 Cu1 132.37(19) . . ? Dy1 O13 H13A 119.2 . . ? Dy1 O13 H13B 106.2 . . ? H13A O13 H13B 117.9 . . ? O6 N1 O5 123.6(3) . . ? O6 N1 C5 117.9(3) . . ? O5 N1 C5 118.4(2) . . ? O12 N2 O11 121.3(4) . . ? O12 N2 C13 119.9(3) . . ? O11 N2 C13 118.7(3) . . ? C6 C1 C2 120.3(2) . . ? C6 C1 C7 120.9(2) . . ? C2 C1 C7 118.71(19) . . ? C3 C2 C1 120.2(2) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.0(2) . . ? C2 C3 C8 120.7(2) . . ? C4 C3 C8 119.2(2) . . ? C5 C4 C3 118.7(3) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 122.5(2) . . ? C4 C5 N1 117.7(3) . . ? C6 C5 N1 119.8(2) . . ? C1 C6 C5 117.9(2) . . ? C1 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? O2 C7 O1 119.0(2) . . ? O2 C7 C1 120.1(2) . . ? O1 C7 C1 120.8(2) . . ? O2 C7 Dy1 57.79(14) . . ? O1 C7 Dy1 61.57(13) . . ? C1 C7 Dy1 175.62(19) . . ? O4 C8 O3 121.0(2) . . ? O4 C8 C3 120.1(2) . . ? O3 C8 C3 118.8(2) . . ? O4 C8 Dy1 58.58(11) . 1_455 ? O3 C8 Dy1 62.55(13) . 1_455 ? C3 C8 Dy1 173.04(17) . 1_455 ? C14 C9 C10 120.2(2) . . ? C14 C9 C15 117.9(2) . . ? C10 C9 C15 121.6(3) . . ? C9 C10 C11 119.8(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 119.6(3) . . ? C12 C11 C16 117.0(2) . . ? C10 C11 C16 123.4(3) . . ? C13 C12 C11 119.8(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 122.6(3) . . ? C12 C13 N2 118.1(2) . . ? C14 C13 N2 119.2(3) . . ? C13 C14 C9 117.7(3) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O7 C15 O8 126.6(2) . . ? O7 C15 C9 116.5(2) . . ? O8 C15 C9 116.9(2) . . ? O9 C16 O10 126.5(2) . . ? O9 C16 C11 120.7(2) . . ? O10 C16 C11 112.7(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13B O11 0.88 2.40 2.866(3) 113.6 1_564 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 3.001 _refine_diff_density_min -1.604 _refine_diff_density_rms 0.228 # = = = END data_Ce-1 _database_code_depnum_ccdc_archive 'CCDC 644228' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H24 Ce2 Cu N4 O30' _chemical_formula_weight 1288.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 '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 10.236(2) _cell_length_b 10.476(2) _cell_length_c 11.089(2) _cell_angle_alpha 75.71(3) _cell_angle_beta 63.72(3) _cell_angle_gamma 67.03(3) _cell_volume 977.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9295 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 629 _exptl_absorpt_coefficient_mu 2.947 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4151 _exptl_absorpt_correction_T_max 0.5806 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 9730 _diffrn_reflns_av_R_equivalents 0.0128 _diffrn_reflns_av_sigmaI/netI 0.0159 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4453 _reflns_number_gt 4214 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0633P)^2^+1.0021P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4453 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0201 _refine_ls_R_factor_gt 0.0179 _refine_ls_wR_factor_ref 0.0800 _refine_ls_wR_factor_gt 0.0662 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 Ce1 Ce -0.227038(15) 0.671206(14) 0.689605(14) 0.01245(7) Uani 1 1 d . . . Cu1 Cu -0.5000 1.5000 0.0000 0.01479(11) Uani 1 2 d S . . O1 O -0.0586(3) 0.7447(2) 0.4328(2) 0.0262(5) Uani 1 1 d . . . O2 O -0.3006(3) 0.8765(3) 0.5242(2) 0.0316(6) Uani 1 1 d . . . O3 O -0.5009(2) 1.3097(3) 0.2574(2) 0.0216(5) Uani 1 1 d . . . O4 O -0.3385(2) 1.3640(2) 0.0531(2) 0.0211(5) Uani 1 1 d . . . O5 O 0.2106(3) 1.1236(3) -0.0798(3) 0.0357(6) Uani 1 1 d . . . O6 O 0.2950(3) 0.9459(3) 0.0438(3) 0.0426(7) Uani 1 1 d . . . O7 O 0.2200(3) 0.4581(2) 0.4665(2) 0.0222(5) Uani 1 1 d . . . O8 O 0.0357(2) 0.5391(3) 0.6593(2) 0.0246(5) Uani 1 1 d . . . O9 O 0.1686(3) 0.3658(3) 1.0805(2) 0.0357(6) Uani 1 1 d . . . O10 O 0.3971(3) 0.3632(2) 1.0452(2) 0.0183(4) Uani 1 1 d . . . O11 O 0.7833(3) 0.1428(3) 0.6137(3) 0.0429(7) Uani 1 1 d . . . O12 O 0.7526(3) 0.2677(3) 0.4364(3) 0.0322(6) Uani 1 1 d . . . O13 O -0.0907(3) 0.8366(3) 0.6778(3) 0.0322(6) Uani 1 1 d . . . O14 O -0.2045(3) 0.4089(2) 0.7730(2) 0.0261(5) Uani 1 1 d . . . O15 O -0.4117(3) 0.9059(3) 0.8037(3) 0.0404(7) Uani 1 1 d . . . N1 N 0.1896(3) 1.0412(3) 0.0206(3) 0.0213(5) Uani 1 1 d . . . N2 N 0.7040(3) 0.2323(3) 0.5578(3) 0.0219(5) Uani 1 1 d . . . C1 C -0.1430(3) 0.9599(3) 0.3111(3) 0.0165(5) Uani 1 1 d . . . C2 C -0.2650(3) 1.0720(3) 0.2942(3) 0.0167(6) Uani 1 1 d . . . H2 H -0.3653 1.0798 0.3552 0.020 Uiso 1 1 calc R . . C3 C -0.2376(3) 1.1730(3) 0.1861(3) 0.0149(6) Uani 1 1 d . . . C4 C -0.0873(3) 1.1656(3) 0.0971(3) 0.0167(5) Uani 1 1 d . . . H4 H -0.0678 1.2346 0.0269 0.020 Uiso 1 1 calc R . . C5 C 0.0314(3) 1.0528(3) 0.1164(3) 0.0161(5) Uani 1 1 d . . . C6 C 0.0073(3) 0.9498(3) 0.2209(3) 0.0168(6) Uani 1 1 d . . . H6A H 0.0899 0.8750 0.2309 0.020 Uiso 1 1 calc R . . C7 C -0.1697(4) 0.8522(3) 0.4296(3) 0.0202(6) Uani 1 1 d . . . C8 C -0.3707(3) 1.2901(3) 0.1660(3) 0.0145(5) Uani 1 1 d . . . C9 C 0.2851(3) 0.4162(3) 0.6554(3) 0.0157(5) Uani 1 1 d . . . C10 C 0.2381(3) 0.4221(3) 0.7933(3) 0.0189(6) Uani 1 1 d . . . H10 H 0.1346 0.4623 0.8458 0.023 Uiso 1 1 calc R . . C11 C 0.3463(3) 0.3676(3) 0.8524(3) 0.0165(5) Uani 1 1 d . . . C12 C 0.5007(3) 0.3060(3) 0.7756(3) 0.0190(6) Uani 1 1 d . . . H12A H 0.5738 0.2701 0.8139 0.023 Uiso 1 1 calc R . . C13 C 0.5417(3) 0.3000(3) 0.6397(3) 0.0196(6) Uani 1 1 d . . . C14 C 0.4396(3) 0.3548(3) 0.5767(3) 0.0171(5) Uani 1 1 d . . . H14 H 0.4727 0.3509 0.4845 0.021 Uiso 1 1 calc R . . C15 C 0.1709(3) 0.4755(3) 0.5889(3) 0.0160(5) Uani 1 1 d . . . C16 C 0.2969(4) 0.3684(3) 1.0016(3) 0.0193(6) Uani 1 1 d . . . H13A H -0.1130 0.9253 0.6474 0.023 Uiso 1 1 d . . . H13B H 0.0104 0.8076 0.6471 0.023 Uiso 1 1 d . . . H14A H -0.1214 0.3667 0.7062 0.023 Uiso 1 1 d . . . H14B H -0.1967 0.3596 0.8481 0.023 Uiso 1 1 d . . . H15A H -0.4931 0.9268 0.8804 0.023 Uiso 1 1 d . . . H15B H -0.4192 0.9790 0.7433 0.023 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.01011(10) 0.01433(10) 0.00983(10) 0.00043(6) -0.00365(7) -0.00203(6) Cu1 0.0146(2) 0.0145(2) 0.0140(2) 0.00439(18) -0.00819(19) -0.00373(18) O1 0.0238(12) 0.0191(11) 0.0226(11) 0.0070(9) -0.0076(10) -0.0010(9) O2 0.0219(12) 0.0305(13) 0.0204(11) 0.0108(10) -0.0014(10) -0.0023(10) O3 0.0124(10) 0.0331(12) 0.0161(10) 0.0006(9) -0.0064(9) -0.0050(9) O4 0.0162(10) 0.0211(11) 0.0189(10) 0.0087(8) -0.0084(9) -0.0035(8) O5 0.0260(13) 0.0343(14) 0.0309(14) 0.0073(11) -0.0010(11) -0.0117(11) O6 0.0145(12) 0.0500(17) 0.0406(16) 0.0066(13) -0.0083(11) 0.0028(11) O7 0.0215(11) 0.0293(12) 0.0139(10) -0.0044(9) -0.0082(9) -0.0034(9) O8 0.0134(10) 0.0353(13) 0.0213(11) -0.0085(10) -0.0085(9) 0.0016(9) O9 0.0234(12) 0.069(2) 0.0158(11) -0.0075(12) -0.0048(10) -0.0170(12) O10 0.0248(11) 0.0193(10) 0.0155(10) 0.0037(8) -0.0131(9) -0.0088(8) O11 0.0250(13) 0.0516(18) 0.0406(16) -0.0079(13) -0.0192(12) 0.0089(12) O12 0.0206(12) 0.0451(15) 0.0211(12) -0.0079(11) 0.0005(10) -0.0080(11) O13 0.0217(12) 0.0297(13) 0.0427(15) -0.0087(11) -0.0074(11) -0.0086(10) O14 0.0328(13) 0.0188(11) 0.0176(10) 0.0019(8) -0.0073(10) -0.0043(9) O15 0.0353(15) 0.0276(13) 0.0363(15) -0.0100(11) 0.0054(12) -0.0063(11) N1 0.0136(12) 0.0244(13) 0.0210(13) -0.0028(10) -0.0036(10) -0.0044(10) N2 0.0143(12) 0.0280(14) 0.0226(13) -0.0092(11) -0.0067(11) -0.0023(10) C1 0.0181(14) 0.0175(13) 0.0137(13) 0.0031(10) -0.0080(11) -0.0061(11) C2 0.0146(13) 0.0187(13) 0.0153(13) 0.0024(11) -0.0070(11) -0.0048(11) C3 0.0120(13) 0.0162(14) 0.0153(14) 0.0005(11) -0.0073(12) -0.0019(11) C4 0.0152(13) 0.0181(13) 0.0155(13) 0.0021(10) -0.0071(11) -0.0049(11) C5 0.0105(13) 0.0201(14) 0.0159(13) -0.0024(11) -0.0038(11) -0.0043(11) C6 0.0139(13) 0.0166(13) 0.0175(13) -0.0003(11) -0.0085(11) -0.0004(10) C7 0.0258(16) 0.0166(13) 0.0164(13) 0.0049(11) -0.0106(12) -0.0060(12) C8 0.0147(13) 0.0137(12) 0.0146(13) -0.0006(10) -0.0080(11) -0.0020(10) C9 0.0133(13) 0.0206(14) 0.0143(13) -0.0023(11) -0.0076(11) -0.0033(11) C10 0.0119(13) 0.0264(15) 0.0136(13) -0.0022(11) -0.0037(11) -0.0024(11) C11 0.0198(14) 0.0200(13) 0.0118(12) -0.0025(10) -0.0067(11) -0.0072(11) C12 0.0168(13) 0.0232(14) 0.0179(14) -0.0003(11) -0.0098(12) -0.0045(11) C13 0.0100(13) 0.0260(15) 0.0170(14) -0.0030(12) -0.0042(11) -0.0005(11) C14 0.0158(14) 0.0225(14) 0.0139(13) -0.0037(11) -0.0072(11) -0.0041(11) C15 0.0171(13) 0.0179(13) 0.0134(12) 0.0000(10) -0.0078(11) -0.0048(10) C16 0.0180(14) 0.0246(15) 0.0119(13) -0.0005(11) -0.0070(11) -0.0030(11) _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 Ce1 O8 2.406(2) . ? Ce1 O7 2.410(2) 2_566 ? Ce1 O3 2.512(2) 2_476 ? Ce1 O2 2.563(3) . ? Ce1 O13 2.565(3) . ? Ce1 O14 2.627(2) . ? Ce1 O15 2.648(3) . ? Ce1 O10 2.691(2) 2_567 ? Ce1 O1 2.698(3) . ? Ce1 O9 2.773(3) 2_567 ? Ce1 C7 2.988(3) . ? Cu1 O4 1.929(2) 2_485 ? Cu1 O4 1.929(2) . ? Cu1 O10 1.942(2) 2_576 ? Cu1 O10 1.942(2) 1_464 ? O1 C7 1.257(4) . ? O2 C7 1.258(4) . ? O3 C8 1.240(4) . ? O3 Ce1 2.512(2) 2_476 ? O4 C8 1.277(4) . ? O5 N1 1.220(4) . ? O6 N1 1.227(4) . ? O7 C15 1.255(4) . ? O7 Ce1 2.410(2) 2_566 ? O8 C15 1.244(4) . ? O9 C16 1.221(4) . ? O9 Ce1 2.773(3) 2_567 ? O10 C16 1.293(4) . ? O10 Cu1 1.942(2) 1_646 ? O10 Ce1 2.691(2) 2_567 ? O11 N2 1.219(4) . ? O12 N2 1.225(4) . ? O13 H13A 0.8818 . ? O13 H13B 0.8787 . ? O14 H14A 0.8816 . ? O14 H14B 0.8841 . ? O15 H15A 0.8871 . ? O15 H15B 0.8872 . ? N1 C5 1.468(4) . ? N2 C13 1.467(4) . ? C1 C2 1.389(4) . ? C1 C6 1.393(4) . ? C1 C7 1.504(4) . ? C2 C3 1.393(4) . ? C2 H2 0.9300 . ? C3 C4 1.396(4) . ? C3 C8 1.497(4) . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 C6 1.380(4) . ? C6 H6A 0.9300 . ? C9 C14 1.392(4) . ? C9 C10 1.395(4) . ? C9 C15 1.506(4) . ? C10 C11 1.396(4) . ? C10 H10 0.9300 . ? C11 C12 1.386(4) . ? C11 C16 1.502(4) . ? C12 C13 1.384(4) . ? C12 H12A 0.9300 . ? C13 C14 1.375(4) . ? C14 H14 0.9300 . ? 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 O8 Ce1 O7 91.77(8) . 2_566 ? O8 Ce1 O3 152.33(9) . 2_476 ? O7 Ce1 O3 72.12(8) 2_566 2_476 ? O8 Ce1 O2 122.87(9) . . ? O7 Ce1 O2 81.83(9) 2_566 . ? O3 Ce1 O2 78.00(9) 2_476 . ? O8 Ce1 O13 71.07(9) . . ? O7 Ce1 O13 136.44(9) 2_566 . ? O3 Ce1 O13 135.79(8) 2_476 . ? O2 Ce1 O13 75.59(10) . . ? O8 Ce1 O14 70.73(9) . . ? O7 Ce1 O14 65.17(8) 2_566 . ? O3 Ce1 O14 81.98(9) 2_476 . ? O2 Ce1 O14 145.38(9) . . ? O13 Ce1 O14 136.14(9) . . ? O8 Ce1 O15 130.78(10) . . ? O7 Ce1 O15 135.78(10) 2_566 . ? O3 Ce1 O15 72.06(9) 2_476 . ? O2 Ce1 O15 66.06(9) . . ? O13 Ce1 O15 65.01(9) . . ? O14 Ce1 O15 132.70(8) . . ? O8 Ce1 O10 106.36(8) . 2_567 ? O7 Ce1 O10 119.75(8) 2_566 2_567 ? O3 Ce1 O10 65.77(7) 2_476 2_567 ? O2 Ce1 O10 126.01(8) . 2_567 ? O13 Ce1 O10 103.62(8) . 2_567 ? O14 Ce1 O10 67.97(8) . 2_567 ? O15 Ce1 O10 65.47(8) . 2_567 ? O8 Ce1 O1 75.13(8) . . ? O7 Ce1 O1 68.98(8) 2_566 . ? O3 Ce1 O1 117.13(8) 2_476 . ? O2 Ce1 O1 49.51(8) . . ? O13 Ce1 O1 67.98(9) . . ? O14 Ce1 O1 120.59(8) . . ? O15 Ce1 O1 106.45(9) . . ? O10 Ce1 O1 170.76(7) 2_567 . ? O8 Ce1 O9 66.43(8) . 2_567 ? O7 Ce1 O9 141.59(9) 2_566 2_567 ? O3 Ce1 O9 112.76(8) 2_476 2_567 ? O2 Ce1 O9 136.43(10) . 2_567 ? O13 Ce1 O9 67.98(9) . 2_567 ? O14 Ce1 O9 77.55(9) . 2_567 ? O15 Ce1 O9 77.17(10) . 2_567 ? O10 Ce1 O9 47.10(7) 2_567 2_567 ? O1 Ce1 O9 128.51(8) . 2_567 ? O8 Ce1 C7 98.79(9) . . ? O7 Ce1 C7 75.37(9) 2_566 . ? O3 Ce1 C7 98.61(9) 2_476 . ? O2 Ce1 C7 24.70(8) . . ? O13 Ce1 C7 68.55(9) . . ? O14 Ce1 C7 138.37(8) . . ? O15 Ce1 C7 85.26(9) . . ? O10 Ce1 C7 149.61(8) 2_567 . ? O1 Ce1 C7 24.88(8) . . ? O9 Ce1 C7 136.53(9) 2_567 . ? O4 Cu1 O4 180.00(13) 2_485 . ? O4 Cu1 O10 90.53(10) 2_485 2_576 ? O4 Cu1 O10 89.47(10) . 2_576 ? O4 Cu1 O10 89.47(10) 2_485 1_464 ? O4 Cu1 O10 90.53(10) . 1_464 ? O10 Cu1 O10 180.000(1) 2_576 1_464 ? C7 O1 Ce1 90.57(19) . . ? C7 O2 Ce1 96.94(19) . . ? C8 O3 Ce1 143.5(2) . 2_476 ? C8 O4 Cu1 120.70(19) . . ? C15 O7 Ce1 144.6(2) . 2_566 ? C15 O8 Ce1 152.1(2) . . ? C16 O9 Ce1 95.0(2) . 2_567 ? C16 O10 Cu1 126.3(2) . 1_646 ? C16 O10 Ce1 97.07(18) . 2_567 ? Cu1 O10 Ce1 113.73(10) 1_646 2_567 ? Ce1 O13 H13A 125.7 . . ? Ce1 O13 H13B 118.9 . . ? H13A O13 H13B 103.0 . . ? Ce1 O14 H14A 101.2 . . ? Ce1 O14 H14B 130.6 . . ? H14A O14 H14B 106.0 . . ? Ce1 O15 H15A 134.1 . . ? Ce1 O15 H15B 112.3 . . ? H15A O15 H15B 108.6 . . ? O5 N1 O6 123.0(3) . . ? O5 N1 C5 119.0(3) . . ? O6 N1 C5 118.0(3) . . ? O11 N2 O12 123.4(3) . . ? O11 N2 C13 118.4(3) . . ? O12 N2 C13 118.3(3) . . ? C2 C1 C6 119.8(3) . . ? C2 C1 C7 121.0(3) . . ? C6 C1 C7 119.2(3) . . ? C1 C2 C3 120.2(3) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C2 C3 C4 120.5(3) . . ? C2 C3 C8 119.6(2) . . ? C4 C3 C8 120.0(2) . . ? C5 C4 C3 117.9(3) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C6 C5 C4 122.8(3) . . ? C6 C5 N1 118.8(3) . . ? C4 C5 N1 118.5(3) . . ? C5 C6 C1 118.8(3) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? O2 C7 O1 122.6(3) . . ? O2 C7 C1 118.6(3) . . ? O1 C7 C1 118.7(3) . . ? O2 C7 Ce1 58.36(16) . . ? O1 C7 Ce1 64.55(17) . . ? C1 C7 Ce1 171.0(2) . . ? O3 C8 O4 125.0(3) . . ? O3 C8 C3 119.4(3) . . ? O4 C8 C3 115.6(2) . . ? C14 C9 C10 120.2(3) . . ? C14 C9 C15 118.8(3) . . ? C10 C9 C15 121.0(3) . . ? C9 C10 C11 120.0(3) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 120.6(3) . . ? C12 C11 C16 118.7(3) . . ? C10 C11 C16 120.6(3) . . ? C13 C12 C11 117.4(3) . . ? C13 C12 H12A 121.3 . . ? C11 C12 H12A 121.3 . . ? C14 C13 C12 124.0(3) . . ? C14 C13 N2 118.0(3) . . ? C12 C13 N2 118.0(3) . . ? C13 C14 C9 117.8(3) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O8 C15 O7 125.3(3) . . ? O8 C15 C9 117.4(3) . . ? O7 C15 C9 117.3(3) . . ? O9 C16 O10 120.7(3) . . ? O9 C16 C11 121.0(3) . . ? O10 C16 C11 118.1(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O14 H14B O4 0.88 2.09 2.786(3) 135.4 1_546 O13 H13B O12 0.88 2.06 2.937(4) 175.4 2_666 O15 H15A O6 0.89 2.09 2.961(4) 165.1 1_456 O14 H14A O1 0.88 1.96 2.835(4) 174.1 2_566 O13 H13A O11 0.88 2.12 2.986(4) 166.5 1_465 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.713 _refine_diff_density_min -0.817 _refine_diff_density_rms 0.165 # = = = END data_pr-a _database_code_depnum_ccdc_archive 'CCDC 644229' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N4 O34 Pr2' _chemical_formula_weight 1361.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 '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 10.599(2) _cell_length_b 10.681(2) _cell_length_c 11.424(2) _cell_angle_alpha 82.67(3) _cell_angle_beta 74.14(3) _cell_angle_gamma 69.32(3) _cell_volume 1163.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11097 _cell_measurement_theta_min 3.37 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.944 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 671 _exptl_absorpt_coefficient_mu 2.626 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4984 _exptl_absorpt_correction_T_max 0.6033 _exptl_absorpt_process_details 'Higashi (1995)' _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% . _diffrn_reflns_number 11449 _diffrn_reflns_av_R_equivalents 0.0146 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5240 _reflns_number_gt 5013 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0668P)^2^+3.3666P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5240 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.1022 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.005 _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 Pr1 Pr 0.589050(18) 0.597897(18) 0.628647(17) 0.01479(9) Uani 1 1 d . . . Cu1 Cu 0.0000 1.5000 0.5000 0.01701(14) Uani 1 2 d S . . O1 O 0.3970(3) 0.6239(3) 0.4086(3) 0.0281(6) Uani 1 1 d . . . O2 O 0.4709(3) 0.7530(3) 0.4910(3) 0.0294(7) Uani 1 1 d . . . O3 O 0.2675(3) 1.2544(3) 0.4475(3) 0.0294(7) Uani 1 1 d . . . O4 O 0.0408(3) 1.3215(3) 0.4552(3) 0.0261(6) Uani 1 1 d . . . O5 O -0.1224(5) 1.0602(4) 0.2604(5) 0.0631(15) Uani 1 1 d . . . O6 O -0.0434(5) 0.8476(4) 0.2747(5) 0.0524(12) Uani 1 1 d . . . O7 O 1.0080(3) 0.4396(3) 0.6678(3) 0.0218(6) Uani 1 1 d . . . O8 O 0.7811(3) 0.4853(4) 0.7164(3) 0.0279(7) Uani 1 1 d . . . O9 O 0.5359(3) 0.4778(4) 1.1597(3) 0.0321(7) Uani 1 1 d . . . O10 O 0.6617(3) 0.3865(3) 1.2927(3) 0.0254(6) Uani 1 1 d . . . O11 O 1.1712(4) 0.2513(5) 1.1574(3) 0.0530(12) Uani 1 1 d . . . O12 O 1.2705(4) 0.2398(6) 0.9671(4) 0.0654(15) Uani 1 1 d . . . O13 O 0.5036(6) 0.7776(5) 0.7753(5) 0.0704(16) Uani 1 1 d . . . O14 O 0.7434(3) 0.5232(3) 0.4268(3) 0.0311(7) Uani 1 1 d . . . O15 O 0.4258(7) 0.7472(7) 0.0312(6) 0.0829(18) Uani 1 1 d . . . O16 O 0.6278(9) 0.9184(11) 0.2997(8) 0.121(3) Uani 1 1 d . . . O17 O 0.4505(9) 0.9726(8) 0.1285(8) 0.118(3) Uani 1 1 d . . . N1 N -0.0373(4) 0.9563(4) 0.2850(4) 0.0307(8) Uani 1 1 d . . . N2 N 1.1676(4) 0.2652(5) 1.0510(4) 0.0354(9) Uani 1 1 d . . . C1 C 0.2800(4) 0.8583(4) 0.4050(3) 0.0178(7) Uani 1 1 d . . . C2 C 0.2758(4) 0.9843(4) 0.4314(4) 0.0186(7) Uani 1 1 d . . . H2 H 0.3452 0.9913 0.4627 0.022 Uiso 1 1 calc R . . C3 C 0.1692(4) 1.0984(4) 0.4114(3) 0.0173(7) Uani 1 1 d . . . C4 C 0.0648(4) 1.0883(4) 0.3643(4) 0.0198(7) Uani 1 1 d . . . H4 H -0.0090 1.1639 0.3527 0.024 Uiso 1 1 calc R . . C5 C 0.0740(4) 0.9638(4) 0.3354(4) 0.0203(7) Uani 1 1 d . . . C6 C 0.1778(4) 0.8479(4) 0.3555(4) 0.0209(7) Uani 1 1 d . . . H6 H 0.1796 0.7650 0.3365 0.025 Uiso 1 1 calc R . . C7 C 0.3910(4) 0.7352(4) 0.4357(3) 0.0191(7) Uani 1 1 d . . . C8 C 0.1608(4) 1.2351(4) 0.4402(3) 0.0188(7) Uani 1 1 d . . . C9 C 0.8990(4) 0.4137(4) 0.8739(3) 0.0179(7) Uani 1 1 d . . . C10 C 0.7776(4) 0.4381(4) 0.9650(4) 0.0204(7) Uani 1 1 d . . . H10 H 0.6921 0.4765 0.9454 0.025 Uiso 1 1 calc R . . C11 C 0.7825(4) 0.4055(4) 1.0863(4) 0.0217(8) Uani 1 1 d . . . C12 C 0.9109(4) 0.3474(4) 1.1154(4) 0.0246(8) Uani 1 1 d . . . H12 H 0.9158 0.3247 1.1957 0.030 Uiso 1 1 calc R . . C13 C 1.0307(4) 0.3241(4) 1.0222(4) 0.0232(8) Uani 1 1 d . . . C14 C 1.0280(4) 0.3553(4) 0.9018(4) 0.0210(7) Uani 1 1 d . . . H14 H 1.1101 0.3379 0.8408 0.025 Uiso 1 1 calc R . . C15 C 0.8947(4) 0.4495(4) 0.7433(3) 0.0162(7) Uani 1 1 d . . . C16 C 0.6507(4) 0.4266(4) 1.1854(4) 0.0229(8) Uani 1 1 d . . . H13A H 0.4678 0.8645 0.7578 0.028 Uiso 1 1 d . . . H13B H 0.4879 0.7575 0.8556 0.028 Uiso 1 1 d . . . H14A H 0.7259 0.6059 0.3913 0.028 Uiso 1 1 d . . . H14B H 0.7426 0.4610 0.3831 0.028 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.01392(12) 0.01378(12) 0.01732(12) -0.00029(7) -0.00609(8) -0.00379(8) Cu1 0.0208(3) 0.0103(3) 0.0144(3) -0.0008(2) 0.0012(2) -0.0024(2) O1 0.0270(15) 0.0132(13) 0.0389(17) -0.0016(12) -0.0041(13) -0.0033(11) O2 0.0284(15) 0.0233(15) 0.0372(17) 0.0048(13) -0.0197(14) -0.0025(12) O3 0.0344(17) 0.0218(14) 0.0407(18) 0.0008(13) -0.0144(14) -0.0165(13) O4 0.0282(15) 0.0127(13) 0.0348(16) -0.0046(11) -0.0082(13) -0.0021(11) O5 0.058(3) 0.033(2) 0.118(4) 0.000(2) -0.067(3) -0.0046(19) O6 0.063(3) 0.0284(18) 0.089(3) 0.0006(19) -0.052(3) -0.0194(18) O7 0.0183(13) 0.0266(14) 0.0182(13) 0.0038(11) -0.0031(10) -0.0074(11) O8 0.0207(14) 0.0420(18) 0.0219(14) 0.0056(13) -0.0113(12) -0.0091(13) O9 0.0203(14) 0.048(2) 0.0229(15) 0.0057(14) -0.0051(12) -0.0079(14) O10 0.0220(14) 0.0364(17) 0.0175(13) -0.0006(12) -0.0033(11) -0.0108(12) O11 0.0330(19) 0.092(3) 0.0309(18) 0.018(2) -0.0188(16) -0.016(2) O12 0.0191(17) 0.113(4) 0.042(2) -0.001(2) -0.0074(16) 0.004(2) O13 0.087(4) 0.061(3) 0.064(3) -0.040(3) 0.020(3) -0.042(3) O14 0.0274(15) 0.0384(18) 0.0299(16) -0.0088(13) 0.0011(13) -0.0175(14) O15 0.090(4) 0.091(4) 0.076(4) -0.016(3) -0.030(3) -0.029(4) O16 0.080(5) 0.190(10) 0.101(6) -0.024(6) -0.005(4) -0.060(6) O17 0.107(6) 0.081(5) 0.126(7) -0.002(4) 0.006(5) -0.009(4) N1 0.032(2) 0.0232(18) 0.047(2) 0.0016(16) -0.0253(18) -0.0099(15) N2 0.0242(19) 0.045(2) 0.034(2) 0.0075(18) -0.0137(16) -0.0064(17) C1 0.0190(17) 0.0127(16) 0.0203(17) 0.0005(13) -0.0049(14) -0.0038(13) C2 0.0191(17) 0.0134(16) 0.0239(18) -0.0002(13) -0.0075(14) -0.0048(14) C3 0.0205(17) 0.0126(16) 0.0202(17) 0.0008(13) -0.0057(14) -0.0070(14) C4 0.0183(17) 0.0138(16) 0.0258(18) 0.0023(14) -0.0084(14) -0.0022(13) C5 0.0220(18) 0.0199(18) 0.0235(18) 0.0006(14) -0.0108(15) -0.0087(15) C6 0.0252(19) 0.0142(17) 0.0268(19) -0.0008(14) -0.0121(16) -0.0065(15) C7 0.0197(17) 0.0148(16) 0.0200(17) 0.0038(13) -0.0036(14) -0.0048(14) C8 0.0255(18) 0.0147(17) 0.0169(16) 0.0006(13) -0.0053(14) -0.0080(14) C9 0.0172(17) 0.0204(18) 0.0167(17) 0.0012(14) -0.0065(14) -0.0057(14) C10 0.0165(17) 0.0250(19) 0.0197(17) 0.0007(14) -0.0051(14) -0.0069(14) C11 0.0203(18) 0.0255(19) 0.0199(18) -0.0004(15) -0.0049(15) -0.0085(15) C12 0.025(2) 0.030(2) 0.0184(18) 0.0029(15) -0.0079(15) -0.0083(17) C13 0.0174(18) 0.028(2) 0.0232(19) 0.0016(16) -0.0096(15) -0.0043(15) C14 0.0160(17) 0.0232(19) 0.0212(18) 0.0008(14) -0.0035(14) -0.0047(14) C15 0.0194(17) 0.0160(16) 0.0141(16) 0.0009(12) -0.0052(13) -0.0065(13) C16 0.0222(19) 0.027(2) 0.0193(18) -0.0026(15) -0.0026(15) -0.0092(16) _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 Pr1 O8 2.382(3) . ? Pr1 O2 2.395(3) . ? Pr1 O1 2.406(3) 2_666 ? Pr1 O13 2.464(4) . ? Pr1 O14 2.473(3) . ? Pr1 O3 2.486(3) 2_676 ? Pr1 O10 2.513(3) 2_667 ? Pr1 O9 2.601(3) 2_667 ? Pr1 C16 2.901(4) 2_667 ? Cu1 O4 1.905(3) . ? Cu1 O4 1.905(3) 2_586 ? Cu1 O7 1.958(3) 2_676 ? Cu1 O7 1.958(3) 1_465 ? O1 C7 1.242(5) . ? O1 Pr1 2.406(3) 2_666 ? O2 C7 1.260(5) . ? O3 C8 1.245(5) . ? O3 Pr1 2.486(3) 2_676 ? O4 C8 1.262(5) . ? O5 N1 1.215(5) . ? O6 N1 1.208(5) . ? O7 C15 1.251(5) . ? O7 Cu1 1.958(3) 1_645 ? O8 C15 1.240(5) . ? O9 C16 1.245(5) . ? O9 Pr1 2.601(3) 2_667 ? O10 C16 1.268(5) . ? O10 Pr1 2.513(3) 2_667 ? O11 N2 1.215(6) . ? O12 N2 1.211(6) . ? O13 H13A 0.8887 . ? O13 H13B 0.8989 . ? O14 H14A 0.9020 . ? O14 H14B 0.8835 . ? N1 C5 1.476(5) . ? N2 C13 1.474(5) . ? C1 C6 1.394(5) . ? C1 C2 1.399(5) . ? C1 C7 1.500(5) . ? C2 C3 1.382(5) . ? C2 H2 0.9300 . ? C3 C4 1.396(5) . ? C3 C8 1.504(5) . ? C4 C5 1.375(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C6 H6 0.9300 . ? C9 C10 1.381(5) . ? C9 C14 1.395(5) . ? C9 C15 1.501(5) . ? C10 C11 1.395(5) . ? C10 H10 0.9300 . ? C11 C12 1.394(6) . ? C11 C16 1.505(6) . ? C12 C13 1.384(6) . ? C12 H12 0.9300 . ? C13 C14 1.379(6) . ? C14 H14 0.9300 . ? C16 Pr1 2.901(4) 2_667 ? 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 O8 Pr1 O2 154.80(12) . . ? O8 Pr1 O1 84.75(12) . 2_666 ? O2 Pr1 O1 108.62(11) . 2_666 ? O8 Pr1 O13 90.36(18) . . ? O2 Pr1 O13 89.16(18) . . ? O1 Pr1 O13 146.99(15) 2_666 . ? O8 Pr1 O14 88.76(12) . . ? O2 Pr1 O14 77.08(12) . . ? O1 Pr1 O14 68.73(11) 2_666 . ? O13 Pr1 O14 143.94(14) . . ? O8 Pr1 O3 79.49(11) . 2_676 ? O2 Pr1 O3 76.25(11) . 2_676 ? O1 Pr1 O3 136.90(11) 2_666 2_676 ? O13 Pr1 O3 73.35(14) . 2_676 ? O14 Pr1 O3 71.06(11) . 2_676 ? O8 Pr1 O10 129.46(10) . 2_667 ? O2 Pr1 O10 75.04(11) . 2_667 ? O1 Pr1 O10 79.26(11) 2_666 2_667 ? O13 Pr1 O10 78.89(15) . 2_667 ? O14 Pr1 O10 127.36(10) . 2_667 ? O3 Pr1 O10 139.95(11) 2_676 2_667 ? O8 Pr1 O9 78.93(11) . 2_667 ? O2 Pr1 O9 124.04(11) . 2_667 ? O1 Pr1 O9 77.80(12) 2_666 2_667 ? O13 Pr1 O9 69.23(15) . 2_667 ? O14 Pr1 O9 145.25(12) . 2_667 ? O3 Pr1 O9 136.26(11) 2_676 2_667 ? O10 Pr1 O9 50.96(10) 2_667 2_667 ? O8 Pr1 C16 104.33(11) . 2_667 ? O2 Pr1 C16 99.08(12) . 2_667 ? O1 Pr1 C16 80.04(12) 2_666 2_667 ? O13 Pr1 C16 69.59(14) . 2_667 ? O14 Pr1 C16 144.90(11) . 2_667 ? O3 Pr1 C16 142.72(12) 2_676 2_667 ? O10 Pr1 C16 25.84(11) 2_667 2_667 ? O9 Pr1 C16 25.40(11) 2_667 2_667 ? O4 Cu1 O4 180.000(1) . 2_586 ? O4 Cu1 O7 88.76(13) . 2_676 ? O4 Cu1 O7 91.24(13) 2_586 2_676 ? O4 Cu1 O7 91.24(13) . 1_465 ? O4 Cu1 O7 88.76(13) 2_586 1_465 ? O7 Cu1 O7 180.000(1) 2_676 1_465 ? C7 O1 Pr1 175.6(3) . 2_666 ? C7 O2 Pr1 126.9(3) . . ? C8 O3 Pr1 143.0(3) . 2_676 ? C8 O4 Cu1 122.8(3) . . ? C15 O7 Cu1 116.8(2) . 1_645 ? C15 O8 Pr1 163.9(3) . . ? C16 O9 Pr1 90.9(2) . 2_667 ? C16 O10 Pr1 94.4(2) . 2_667 ? Pr1 O13 H13A 125.2 . . ? Pr1 O13 H13B 120.0 . . ? H13A O13 H13B 113.3 . . ? Pr1 O14 H14A 95.3 . . ? Pr1 O14 H14B 127.0 . . ? H14A O14 H14B 115.1 . . ? O6 N1 O5 122.7(4) . . ? O6 N1 C5 118.7(4) . . ? O5 N1 C5 118.5(4) . . ? O12 N2 O11 123.6(4) . . ? O12 N2 C13 118.1(4) . . ? O11 N2 C13 118.2(4) . . ? C6 C1 C2 119.8(3) . . ? C6 C1 C7 120.6(3) . . ? C2 C1 C7 119.5(3) . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.9(3) . . ? C2 C3 C8 121.8(3) . . ? C4 C3 C8 118.2(3) . . ? C5 C4 C3 118.3(3) . . ? C5 C4 H4 120.9 . . ? C3 C4 H4 120.9 . . ? C4 C5 C6 123.3(4) . . ? C4 C5 N1 117.1(4) . . ? C6 C5 N1 119.6(3) . . ? C5 C6 C1 118.1(3) . . ? C5 C6 H6 120.9 . . ? C1 C6 H6 120.9 . . ? O1 C7 O2 124.4(4) . . ? O1 C7 C1 119.3(4) . . ? O2 C7 C1 116.4(3) . . ? O3 C8 O4 125.8(4) . . ? O3 C8 C3 119.7(4) . . ? O4 C8 C3 114.4(3) . . ? C10 C9 C14 120.4(3) . . ? C10 C9 C15 120.7(3) . . ? C14 C9 C15 118.9(3) . . ? C9 C10 C11 120.4(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.7(4) . . ? C12 C11 C16 119.6(4) . . ? C10 C11 C16 120.7(4) . . ? C13 C12 C11 118.6(4) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C14 C13 C12 122.5(4) . . ? C14 C13 N2 117.9(4) . . ? C12 C13 N2 119.6(4) . . ? C13 C14 C9 118.3(4) . . ? C13 C14 H14 120.8 . . ? C9 C14 H14 120.8 . . ? O8 C15 O7 124.1(3) . . ? O8 C15 C9 118.9(3) . . ? O7 C15 C9 117.0(3) . . ? O9 C16 O10 122.4(4) . . ? O9 C16 C11 119.8(4) . . ? O10 C16 C11 117.8(4) . . ? O9 C16 Pr1 63.7(2) . 2_667 ? O10 C16 Pr1 59.7(2) . 2_667 ? C11 C16 Pr1 166.8(3) . 2_667 ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.996 _refine_diff_density_min -0.660 _refine_diff_density_rms 0.178 # = = = END