# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Gui-Ling Ning' _publ_contact_author_email NINGGL@DLUT.EDU.CN _publ_section_title ; Diversification of Hydrothermal Reaction Products Induced by Temperature, Syntheses, Structures, and Properties of Four La(III)-Cu(II) Metal Frameworks Constructed from Rod-Shaped Molecular Building Blocks ; loop_ _publ_author_name 'Gui-Ling Ning.' 'Yue Wang.' 'Dong Xie.' 'Tao Xu.' 'Junwei Ye.' 'Ling Ye.' ; Jingying Zhang ; # = = = END data_4 _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 6724 _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 multi-scan _exptl_absorpt_correction_T_min 0.5384 _exptl_absorpt_correction_T_max 0.6675 _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 '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^)+(0.0426P)^2^+2.4057P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 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 1 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0765 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.109 _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) 0.775156(13) 0.148262(12) 0.01347(6) Uani 1 1 d . . . Cu1 Cu 0.5000 1.0000 0.5000 0.01650(10) Uani 1 2 d SD . . Cu2 Cu -0.5000 0.5000 0.0000 0.02040(11) Uani 1 2 d S . . O1 O 0.5542(2) 1.1293(2) 0.44584(19) 0.0247(4) Uani 1 1 d . . . O2 O 0.5011(2) 0.99505(19) 0.26974(19) 0.0252(5) 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) 0.0571(2) 0.0302(5) Uani 1 1 d . . . O5 O 0.6291(3) 1.6308(3) 0.3905(3) 0.0481(7) Uani 1 1 d . . . O6 O 0.6606(5) 1.5769(3) 0.5289(3) 0.0720(12) Uani 1 1 d . . . O7 O 0.3106(2) 0.9929(2) 0.4395(2) 0.0270(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) 0.6394(2) 0.1212(2) 0.0278(5) Uani 1 1 d . . . O10 O -0.4320(2) 0.7650(2) 0.1749(2) 0.0308(5) Uani 1 1 d . . . O11 O -0.1561(3) 1.1895(3) 0.4653(3) 0.0448(7) Uani 1 1 d . . . O12 O 0.0664(3) 1.2685(3) 0.5294(3) 0.0717(12) Uani 1 1 d . . . O13 O 0.2780(3) 0.5515(2) 0.1260(2) 0.0285(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(4) 0.0239(2) 0.0054(3) 0.0441(7) Uani 1 1 d . . . O16 O 0.2168(3) -0.0584(2) 0.1050(3) 0.0372(6) Uani 1 1 d . . . O17 O -0.0892(4) 0.1592(4) 0.2289(4) 0.0626(10) Uani 1 1 d . . . O18 O -0.0106(5) 0.3596(4) 0.2923(5) 0.0889(16) Uani 1 1 d . . . O19 O 0.0786(2) 0.6590(2) 0.0234(2) 0.0327(5) Uani 1 1 d . . . O20 O 0.4518(3) 0.7722(3) 0.3450(2) 0.0346(6) Uani 1 1 d D . . O21 O 0.0443(3) 0.4439(3) 0.8535(2) 0.0400(6) Uani 1 1 d . . . O22 O 0.8259(5) 0.3770(3) 0.6400(3) 0.0664(10) Uani 1 1 d . . . N1 N 0.6409(3) 1.5553(3) 0.4316(3) 0.0335(6) Uani 1 1 d . . . N2 N -0.0457(3) 1.1816(3) 0.4685(3) 0.0294(6) Uani 1 1 d . . . N3 N -0.0087(4) 0.2585(4) 0.2430(3) 0.0437(8) Uani 1 1 d . . . C1 C 0.5814(3) 1.2134(3) 0.3165(2) 0.0180(5) Uani 1 1 d . . . C2 C 0.6022(3) 1.1981(3) 0.2185(2) 0.0196(5) Uani 1 1 d . . . C3 C 0.6378(3) 1.3000(3) 0.1911(2) 0.0197(6) Uani 1 1 d . . . C4 C 0.6532(3) 1.4193(3) 0.2621(3) 0.0204(6) Uani 1 1 d . . . C5 C 0.6315(3) 1.4315(3) 0.3586(3) 0.0224(6) Uani 1 1 d . . . C6 C 0.5958(3) 1.3314(3) 0.3876(2) 0.0222(6) Uani 1 1 d . . . C7 C 0.5417(3) 1.1037(3) 0.3456(2) 0.0172(5) Uani 1 1 d . . . C8 C 0.6520(3) 1.2810(3) 0.0819(3) 0.0204(6) Uani 1 1 d . . . C9 C 0.0707(3) 0.9331(3) 0.3342(2) 0.0176(5) Uani 1 1 d . . . C10 C -0.0587(3) 0.8357(3) 0.2587(2) 0.0188(5) Uani 1 1 d . . . C11 C -0.1837(3) 0.8491(3) 0.2555(3) 0.0198(6) Uani 1 1 d . . . C12 C -0.1796(3) 0.9628(3) 0.3249(3) 0.0206(6) Uani 1 1 d . . . C13 C -0.0499(3) 1.0597(3) 0.3966(3) 0.0208(6) Uani 1 1 d . . . C14 C 0.0752(3) 1.0481(3) 0.4045(2) 0.0206(6) Uani 1 1 d . . . C15 C 0.2073(3) 0.9158(3) 0.3464(3) 0.0193(5) Uani 1 1 d . . . C16 C -0.3245(3) 0.7430(3) 0.1778(3) 0.0197(6) Uani 1 1 d . . . C17 C 0.2549(3) 0.3556(3) 0.1365(3) 0.0207(6) Uani 1 1 d . . . C18 C 0.2782(3) 0.2447(3) 0.0971(3) 0.0241(6) Uani 1 1 d . . . C19 C 0.2109(3) 0.1398(3) 0.1097(3) 0.0259(6) Uani 1 1 d . . . C20 C 0.1184(4) 0.1429(3) 0.1593(3) 0.0299(7) Uani 1 1 d . . . C21 C 0.0943(4) 0.2539(3) 0.1957(3) 0.0285(7) Uani 1 1 d . . . C22 C 0.1617(4) 0.3602(3) 0.1863(3) 0.0256(6) Uani 1 1 d . . . C23 C 0.3275(3) 0.4688(3) 0.1219(2) 0.0197(5) Uani 1 1 d . . . C24 C 0.2431(3) 0.0238(3) 0.0729(3) 0.0280(7) Uani 1 1 d . . . H2 H 0.5893 1.1052 0.1638 0.034 Uiso 1 1 d R . . H4 H 0.6807 1.4961 0.2482 0.034 Uiso 1 1 d R . . H6 H 0.5851 1.3611 0.4659 0.034 Uiso 1 1 d R . . H10 H -0.0635 0.7589 0.2103 0.034 Uiso 1 1 d R . . H12 H -0.2544 0.9598 0.3119 0.034 Uiso 1 1 d R . . H14 H 0.1499 1.1064 0.4498 0.034 Uiso 1 1 d R . . H18 H 0.1475 0.4395 0.2156 0.034 Uiso 1 1 d R . . H22 H 0.3376 0.2381 0.0548 0.034 Uiso 1 1 d R . . H58 H 0.0659 0.0651 0.1559 0.034 Uiso 1 1 d R . . H19A H 0.0625 0.5937 -0.0380 0.034 Uiso 1 1 d R . . H20A H 0.5237 0.7485 0.3499 0.034 Uiso 1 1 d R . . H21A H -0.0111 0.4157 0.7789 0.034 Uiso 1 1 d R . . H22A H 0.8743 0.4425 0.6332 0.034 Uiso 1 1 d R . . H19B H 0.0280 0.6449 0.0600 0.034 Uiso 1 1 d R . . H21B H 0.1182 0.4637 0.8498 0.034 Uiso 1 1 d R . . H22B H 0.8459 0.3142 0.5784 0.034 Uiso 1 1 d R . . H20B H 0.3876 0.7299 0.3602 0.034 Uiso 1 1 d R . . H15A H 0.3223 -0.0464 -0.0145 0.034 Uiso 1 1 d R . . 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 0.01353(8) 0.01145(8) 0.01670(8) 0.00558(6) 0.00760(6) 0.00573(6) Cu1 0.0114(2) 0.0246(2) 0.0170(2) 0.0124(2) 0.00633(18) 0.00724(18) Cu2 0.0162(2) 0.0146(2) 0.0249(2) 0.0027(2) 0.0114(2) 0.00083(18) O1 0.0312(12) 0.0233(11) 0.0243(10) 0.0127(9) 0.0155(9) 0.0090(9) O2 0.0310(12) 0.0142(10) 0.0265(11) 0.0056(9) 0.0138(9) 0.0041(9) O3 0.0680(18) 0.0281(12) 0.0313(12) 0.0187(11) 0.0325(13) 0.0282(13) O4 0.0472(15) 0.0199(11) 0.0269(11) 0.0118(10) 0.0218(11) 0.0075(10) O5 0.063(2) 0.0247(13) 0.0595(18) 0.0186(13) 0.0223(16) 0.0258(13) O6 0.142(4) 0.0363(17) 0.0443(18) 0.0077(14) 0.057(2) 0.035(2) O7 0.0138(10) 0.0334(12) 0.0290(11) 0.0090(10) 0.0060(9) 0.0111(9) O8 0.0207(11) 0.0331(12) 0.0347(12) 0.0119(10) 0.0182(10) 0.0151(10) O9 0.0175(10) 0.0165(10) 0.0364(12) -0.0024(9) 0.0121(9) 0.0028(8) O10 0.0138(10) 0.0222(11) 0.0449(14) 0.0043(10) 0.0090(10) 0.0063(9) O11 0.0273(13) 0.0316(14) 0.0608(18) -0.0022(13) 0.0203(13) 0.0141(11) O12 0.0266(15) 0.0327(16) 0.095(3) -0.0272(17) 0.0164(16) -0.0014(12) O13 0.0351(13) 0.0196(11) 0.0408(13) 0.0172(10) 0.0214(11) 0.0137(10) O14 0.0250(11) 0.0302(12) 0.0380(13) 0.0215(11) 0.0187(10) 0.0125(10) O15 0.080(2) 0.0269(13) 0.0502(16) 0.0237(13) 0.0405(16) 0.0329(14) O16 0.0442(15) 0.0253(12) 0.0582(17) 0.0276(12) 0.0265(13) 0.0194(11) O17 0.0474(18) 0.070(2) 0.102(3) 0.060(2) 0.049(2) 0.0193(17) O18 0.115(4) 0.063(2) 0.161(4) 0.058(3) 0.119(4) 0.053(3) O19 0.0211(11) 0.0275(12) 0.0356(13) 0.0055(10) 0.0055(10) 0.0063(9) O20 0.0441(15) 0.0451(15) 0.0268(12) 0.0206(11) 0.0173(11) 0.0265(12) O21 0.0314(13) 0.0303(13) 0.0437(15) 0.0056(12) 0.0128(12) 0.0061(11) O22 0.110(3) 0.0470(19) 0.0432(18) 0.0130(15) 0.033(2) 0.038(2) N1 0.0413(17) 0.0211(14) 0.0368(16) 0.0074(12) 0.0199(14) 0.0119(12) N2 0.0217(13) 0.0220(13) 0.0347(15) 0.0012(12) 0.0113(12) 0.0080(11) N3 0.0401(18) 0.050(2) 0.069(2) 0.042(2) 0.0365(18) 0.0231(16) C1 0.0213(13) 0.0140(13) 0.0197(13) 0.0082(11) 0.0091(11) 0.0063(11) C2 0.0242(14) 0.0163(13) 0.0213(13) 0.0086(11) 0.0116(11) 0.0092(11) C3 0.0221(14) 0.0207(14) 0.0213(13) 0.0101(12) 0.0120(11) 0.0107(11) C4 0.0209(14) 0.0185(13) 0.0242(14) 0.0109(12) 0.0090(11) 0.0094(11) C5 0.0265(15) 0.0165(13) 0.0246(14) 0.0069(12) 0.0115(12) 0.0102(12) C6 0.0284(15) 0.0218(14) 0.0191(13) 0.0075(12) 0.0130(12) 0.0113(12) C7 0.0155(12) 0.0169(13) 0.0212(13) 0.0085(11) 0.0090(11) 0.0071(10) C8 0.0254(14) 0.0224(14) 0.0218(14) 0.0112(12) 0.0147(12) 0.0135(12) C9 0.0148(13) 0.0173(13) 0.0203(13) 0.0057(11) 0.0086(11) 0.0071(11) C10 0.0148(13) 0.0155(13) 0.0215(13) 0.0030(11) 0.0070(11) 0.0060(10) C11 0.0132(13) 0.0188(14) 0.0244(14) 0.0075(12) 0.0070(11) 0.0050(11) C12 0.0140(13) 0.0176(13) 0.0281(15) 0.0052(12) 0.0096(11) 0.0075(11) C13 0.0183(13) 0.0137(13) 0.0254(14) 0.0030(11) 0.0086(11) 0.0064(11) C14 0.0133(13) 0.0172(13) 0.0215(13) 0.0019(11) 0.0043(11) 0.0029(10) C15 0.0132(12) 0.0254(14) 0.0267(14) 0.0161(12) 0.0112(11) 0.0086(11) C16 0.0138(13) 0.0194(13) 0.0241(14) 0.0075(12) 0.0086(11) 0.0045(11) C17 0.0205(14) 0.0189(14) 0.0266(14) 0.0126(12) 0.0109(12) 0.0086(11) C18 0.0237(15) 0.0209(14) 0.0306(15) 0.0146(13) 0.0113(13) 0.0090(12) C19 0.0277(16) 0.0137(13) 0.0334(16) 0.0124(13) 0.0080(13) 0.0069(12) C20 0.0274(16) 0.0259(16) 0.0426(19) 0.0228(15) 0.0146(15) 0.0096(13) C21 0.0268(16) 0.0323(17) 0.0404(18) 0.0236(15) 0.0206(14) 0.0142(14) C22 0.0311(16) 0.0215(15) 0.0339(16) 0.0161(13) 0.0179(14) 0.0142(13) C23 0.0202(13) 0.0179(13) 0.0219(13) 0.0109(11) 0.0084(11) 0.0061(11) C24 0.0298(16) 0.0190(15) 0.0306(16) 0.0104(13) 0.0073(13) 0.0094(13) _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 2.515(3) . ? La1 O8 2.525(2) . ? La1 O20 2.581(2) . ? La1 O3 2.586(2) 2_675 ? La1 O4 2.716(2) 2_675 ? La1 O16 2.757(2) 1_565 ? La1 C8 3.040(3) 2_675 ? Cu1 O7 1.920(2) . ? Cu1 O7 1.920(2) 2_676 ? Cu1 O1 1.967(2) 2_676 ? Cu1 O1 1.967(2) . ? Cu2 O14 1.897(2) 2_565 ? Cu2 O14 1.897(2) 1_455 ? Cu2 O9 1.975(3) . ? Cu2 O9 1.975(3) 2_465 ? O1 C7 1.258(4) . ? O2 C7 1.252(4) . ? O3 C8 1.266(4) . ? O3 La1 2.586(2) 2_675 ? O4 C8 1.251(4) . ? O4 La1 2.716(2) 2_675 ? O5 N1 1.217(4) . ? O6 N1 1.203(4) . ? O7 C15 1.258(4) . ? O8 C15 1.237(4) . ? O9 C16 1.251(4) . ? O10 C16 1.247(4) . ? O10 La1 2.437(2) 1_455 ? O11 N2 1.211(4) . ? O12 N2 1.209(4) . ? O13 C23 1.235(4) . ? O14 C23 1.263(4) . ? O14 Cu2 1.897(2) 1_655 ? O15 C24 1.311(4) . ? O15 H15A 0.8830 . ? O16 C24 1.211(4) . ? O16 La1 2.757(2) 1_545 ? O17 N3 1.215(5) . ? O18 N3 1.203(5) . ? O19 H19A 0.8834 . ? O19 H19B 0.8743 . ? O20 H20A 0.8832 . ? O20 H20B 0.8807 . ? O21 H21A 0.8962 . ? O21 H21B 0.8017 . ? O22 H22A 0.8857 . ? O22 H22B 1.0610 . ? N1 C5 1.472(4) . ? N2 C13 1.471(4) . ? N3 C21 1.462(4) . ? C1 C6 1.387(4) . ? C1 C2 1.390(4) . ? C1 C7 1.499(4) . ? C2 C3 1.394(4) . ? C2 H2 1.0807 . ? C3 C4 1.396(4) . ? C3 C8 1.500(4) . ? C4 C5 1.380(4) . ? C4 H4 0.9952 . ? C5 C6 1.388(4) . ? C6 H6 1.0696 . ? C8 La1 3.040(3) 2_675 ? C9 C10 1.391(4) . ? C9 C14 1.398(4) . ? C9 C15 1.509(4) . ? C10 C11 1.392(4) . ? C10 H10 0.9327 . ? C11 C12 1.382(4) . ? C11 C16 1.506(4) . ? C12 C13 1.383(4) . ? C12 H12 0.7613 . ? C13 C14 1.371(4) . ? C14 H14 0.8161 . ? C17 C22 1.390(4) . ? C17 C18 1.393(4) . ? C17 C23 1.508(4) . ? C18 C19 1.390(4) . ? C18 H22 0.9948 . ? C19 C20 1.381(5) . ? C19 C24 1.496(4) . ? C20 C21 1.393(5) . ? C20 H58 0.9505 . ? C21 C22 1.379(4) . ? C22 H18 0.9840 . ? 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 76.76(8) 1_655 . ? O10 La1 O13 82.55(8) 1_655 . ? O2 La1 O13 145.59(8) . . ? O10 La1 O19 143.35(8) 1_655 . ? O2 La1 O19 137.13(8) . . ? O13 La1 O19 72.46(9) . . ? O10 La1 O8 138.24(8) 1_655 . ? O2 La1 O8 83.31(8) . . ? O13 La1 O8 94.64(8) . . ? O19 La1 O8 71.62(9) . . ? O10 La1 O20 72.34(9) 1_655 . ? O2 La1 O20 77.37(9) . . ? O13 La1 O20 70.24(9) . . ? O19 La1 O20 120.90(9) . . ? O8 La1 O20 67.64(8) . . ? O10 La1 O3 79.05(9) 1_655 2_675 ? O2 La1 O3 83.43(9) . 2_675 ? O13 La1 O3 119.37(8) . 2_675 ? O19 La1 O3 90.13(10) . 2_675 ? O8 La1 O3 134.81(8) . 2_675 ? O20 La1 O3 148.43(9) . 2_675 ? O10 La1 O4 71.70(9) 1_655 2_675 ? O2 La1 O4 126.01(8) . 2_675 ? O13 La1 O4 70.76(8) . 2_675 ? O19 La1 O4 74.91(9) . 2_675 ? O8 La1 O4 146.22(8) . 2_675 ? O20 La1 O4 129.34(8) . 2_675 ? O3 La1 O4 48.61(7) 2_675 2_675 ? O10 La1 O16 133.19(8) 1_655 1_565 ? O2 La1 O16 68.43(8) . 1_565 ? O13 La1 O16 142.00(8) . 1_565 ? O19 La1 O16 70.05(9) . 1_565 ? O8 La1 O16 67.90(8) . 1_565 ? O20 La1 O16 125.95(9) . 1_565 ? O3 La1 O16 67.03(8) 2_675 1_565 ? O4 La1 O16 104.68(8) 2_675 1_565 ? O10 La1 C8 73.74(9) 1_655 2_675 ? O2 La1 C8 104.98(9) . 2_675 ? O13 La1 C8 95.04(9) . 2_675 ? O19 La1 C8 82.05(9) . 2_675 ? O8 La1 C8 147.63(8) . 2_675 ? O20 La1 C8 144.41(8) . 2_675 ? O3 La1 C8 24.33(8) 2_675 2_675 ? O4 La1 C8 24.28(8) 2_675 2_675 ? O16 La1 C8 85.85(8) 1_565 2_675 ? O7 Cu1 O7 180.000(1) . 2_676 ? O7 Cu1 O1 91.41(10) . 2_676 ? O7 Cu1 O1 88.59(10) 2_676 2_676 ? O7 Cu1 O1 88.59(10) . . ? O7 Cu1 O1 91.41(10) 2_676 . ? O1 Cu1 O1 180.000(1) 2_676 . ? O14 Cu2 O14 180.0 2_565 1_455 ? O14 Cu2 O9 86.49(11) 2_565 . ? O14 Cu2 O9 93.51(11) 1_455 . ? O14 Cu2 O9 93.51(11) 2_565 2_465 ? O14 Cu2 O9 86.49(11) 1_455 2_465 ? O9 Cu2 O9 180.000(1) . 2_465 ? C7 O1 Cu1 123.4(2) . . ? C7 O2 La1 154.7(2) . . ? C8 O3 La1 98.38(18) . 2_675 ? C8 O4 La1 92.50(18) . 2_675 ? C15 O7 Cu1 129.5(2) . . ? C15 O8 La1 144.3(2) . . ? C16 O9 Cu2 121.1(2) . . ? C16 O10 La1 171.4(2) . 1_455 ? C23 O13 La1 141.9(2) . . ? C23 O14 Cu2 133.0(2) . 1_655 ? C24 O15 H15A 109.0 . . ? C24 O16 La1 135.1(2) . 1_545 ? La1 O19 H19A 110.9 . . ? La1 O19 H19B 114.6 . . ? H19A O19 H19B 116.2 . . ? La1 O20 H20A 109.9 . . ? La1 O20 H20B 110.8 . . ? H20A O20 H20B 116.3 . . ? H21A O21 H21B 97.1 . . ? H22A O22 H22B 91.1 . . ? O6 N1 O5 123.5(3) . . ? O6 N1 C5 118.4(3) . . ? O5 N1 C5 118.2(3) . . ? O12 N2 O11 122.7(3) . . ? O12 N2 C13 119.4(3) . . ? O11 N2 C13 117.9(3) . . ? O18 N3 O17 123.5(4) . . ? O18 N3 C21 118.6(3) . . ? O17 N3 C21 117.9(4) . . ? C6 C1 C2 119.5(3) . . ? C6 C1 C7 119.6(3) . . ? C2 C1 C7 120.9(3) . . ? C1 C2 C3 120.8(3) . . ? C1 C2 H2 118.4 . . ? C3 C2 H2 120.8 . . ? C2 C3 C4 120.3(3) . . ? C2 C3 C8 120.3(3) . . ? C4 C3 C8 119.3(3) . . ? C5 C4 C3 117.6(3) . . ? C5 C4 H4 118.3 . . ? C3 C4 H4 124.1 . . ? C4 C5 C6 123.2(3) . . ? C4 C5 N1 118.3(3) . . ? C6 C5 N1 118.4(3) . . ? C1 C6 C5 118.7(3) . . ? C1 C6 H6 130.0 . . ? C5 C6 H6 111.3 . . ? O2 C7 O1 125.2(3) . . ? O2 C7 C1 118.1(3) . . ? O1 C7 C1 116.7(3) . . ? O4 C8 O3 120.5(3) . . ? O4 C8 C3 119.9(3) . . ? O3 C8 C3 119.5(3) . . ? O4 C8 La1 63.22(16) . 2_675 ? O3 C8 La1 57.29(15) . 2_675 ? C3 C8 La1 175.8(2) . 2_675 ? C10 C9 C14 119.6(3) . . ? C10 C9 C15 121.5(3) . . ? C14 C9 C15 118.8(3) . . ? C9 C10 C11 121.0(3) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 118.4 . . ? C12 C11 C10 119.5(3) . . ? C12 C11 C16 118.7(3) . . ? C10 C11 C16 121.8(3) . . ? C11 C12 C13 118.4(3) . . ? C11 C12 H12 109.4 . . ? C13 C12 H12 132.1 . . ? C14 C13 C12 123.5(3) . . ? C14 C13 N2 118.1(3) . . ? C12 C13 N2 118.4(3) . . ? C13 C14 C9 118.0(3) . . ? C13 C14 H14 120.7 . . ? C9 C14 H14 121.3 . . ? 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(3) . . ? C22 C17 C18 119.8(3) . . ? C22 C17 C23 120.3(3) . . ? C18 C17 C23 119.9(3) . . ? C19 C18 C17 120.2(3) . . ? C19 C18 H22 119.5 . . ? C17 C18 H22 120.2 . . ? 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 H58 116.7 . . ? C21 C20 H58 124.6 . . ? 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 H18 121.9 . . ? C17 C22 H18 119.3 . . ? O13 C23 O14 127.0(3) . . ? O13 C23 C17 118.9(3) . . ? O14 C23 C17 114.0(3) . . ? O16 C24 O15 124.5(3) . . ? O16 C24 C19 123.1(3) . . ? O15 C24 C19 112.3(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 O20 H20A O10 0.88 2.64 2.964(4) 103.2 1_655 O20 H20B O22 0.88 2.36 3.220(5) 164.6 2_666 O15 H15A O3 0.88 1.71 2.573(3) 164.3 2_665 C10 H10 O21 0.93 2.41 3.303(4) 160.4 2_566 C4 H4 O14 1.00 2.60 2.936(4) 99.4 1_565 C12 H12 O2 0.76 2.69 3.443(4) 168.8 1_455 O22 H22B N2 1.06 2.59 3.633(5) 166.1 1_645 O22 H22B O11 1.06 1.78 2.825(4) 168.6 1_645 O22 H22A O18 0.89 2.18 2.978(6) 150.3 2_666 O19 H19A O21 0.88 1.86 2.734(4) 168.5 1_554 O19 H19B O21 0.87 2.03 2.841(4) 153.6 2_566 O20 H20A O5 0.88 2.12 2.905(4) 148.3 1_545 O21 H21B O4 0.80 2.20 2.834(4) 136.9 2_676 O21 H21A O22 0.90 1.96 2.813(5) 159.4 1_455 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.547 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.128 # = = = END # = = = END data_3 _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 3570 _cell_measurement_theta_min 3.39 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour blue _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 (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 '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^)+(0.0020P)^2^+20.4869P] 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 0.0855 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_ref 0.1734 _refine_ls_wR_factor_gt 0.1680 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 La1 La 0.40312(6) 0.90587(6) 0.41938(5) 0.0214(2) Uani 1 1 d . . . Cu1 Cu 0.5000 0.5000 1.5000 0.0329(5) Uani 1 2 d S . . O1 O 0.3325(8) 0.6727(8) 0.5009(8) 0.0389(19) Uani 1 1 d . . . O2 O 0.1626(9) 0.8768(9) 0.4797(9) 0.048(2) Uani 1 1 d . . . O3 O -0.3587(8) 0.8836(8) 0.5149(8) 0.0362(18) Uani 1 1 d . . . O4 O -0.3798(9) 0.6836(9) 0.5030(9) 0.044(2) Uani 1 1 d . . . O5 O -0.0220(12) 0.2434(12) 0.7846(15) 0.097(5) Uani 1 1 d . . . O6 O 0.1969(11) 0.2281(10) 0.7602(12) 0.074(3) Uani 1 1 d . . . O7 O 0.3824(9) 0.8427(9) 0.6483(7) 0.042(2) Uani 1 1 d . . . O8 O 0.4840(9) 0.9465(9) 0.7422(8) 0.043(2) Uani 1 1 d . . . O9 O 0.4393(10) 0.8020(10) 1.2484(8) 0.048(2) Uani 1 1 d . . . O10 O 0.4917(9) 0.5588(9) 1.3185(8) 0.043(2) Uani 1 1 d . . . O11 O 0.2370(13) 0.3685(12) 1.1101(10) 0.073(3) Uani 1 1 d . . . O12 O 0.2030(18) 0.4516(16) 0.9069(11) 0.109(6) Uani 1 1 d . . . O13 O 0.2196(9) 1.0792(10) 0.2618(9) 0.056(2) Uani 1 1 d . . . N1 N 0.0733(12) 0.2979(11) 0.7441(11) 0.049(3) Uani 1 1 d . . . N2 N 0.2415(13) 0.4582(13) 1.0044(11) 0.053(3) Uani 1 1 d . . . C1 C 0.0948(12) 0.6644(11) 0.5662(11) 0.033(2) Uani 1 1 d . . . C2 C -0.0517(12) 0.7414(13) 0.5403(11) 0.037(3) Uani 1 1 d . . . H2A H -0.0803 0.8410 0.5005 0.045 Uiso 1 1 calc R . . C3 C -0.1522(12) 0.6715(12) 0.5729(11) 0.034(2) Uani 1 1 d . . . C4 C -0.1116(12) 0.5224(13) 0.6408(11) 0.037(3) Uani 1 1 d . . . H4A H -0.1796 0.4738 0.6632 0.044 Uiso 1 1 calc R . . C5 C 0.0328(12) 0.4497(12) 0.6736(11) 0.037(3) Uani 1 1 d . . . C6 C 0.1361(11) 0.5185(13) 0.6356(11) 0.035(2) Uani 1 1 d . . . H6A H 0.2325 0.4673 0.6565 0.041 Uiso 1 1 calc R . . C7 C 0.2013(12) 0.7437(13) 0.5128(11) 0.035(2) Uani 1 1 d . . . C8 C -0.3058(13) 0.7502(12) 0.5275(10) 0.033(2) Uani 1 1 d . . . C9 C 0.3864(11) 0.7684(12) 0.8746(10) 0.031(2) Uani 1 1 d . . . C10 C 0.4208(13) 0.7818(13) 0.9878(10) 0.040(3) Uani 1 1 d . . . H10A H 0.4535 0.8576 0.9852 0.048 Uiso 1 1 calc R . . C11 C 0.4066(12) 0.6809(12) 1.1075(11) 0.036(3) Uani 1 1 d . . . C12 C 0.3532(12) 0.5709(12) 1.1101(11) 0.036(3) Uani 1 1 d . . . H12A H 0.3491 0.4999 1.1876 0.044 Uiso 1 1 calc R . . C13 C 0.3065(13) 0.5681(13) 0.9971(11) 0.038(3) Uani 1 1 d . . . C14 C 0.3272(13) 0.6626(13) 0.8783(11) 0.039(3) Uani 1 1 d . . . H14A H 0.3014 0.6548 0.8023 0.047 Uiso 1 1 calc R . . C15 C 0.4183(12) 0.8623(12) 0.7450(10) 0.032(2) Uani 1 1 d . . . C16 C 0.4508(12) 0.6839(12) 1.2340(11) 0.035(3) Uani 1 1 d . . . H13B H 0.1237 1.1037 0.2519 0.042 Uiso 1 1 d R . . H13A H 0.2414 1.1543 0.2289 0.042 Uiso 1 1 d R . . 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 0.0235(3) 0.0212(3) 0.0235(3) -0.0071(2) -0.0018(2) -0.0117(2) Cu1 0.0359(10) 0.0292(10) 0.0299(10) -0.0074(8) -0.0026(7) -0.0067(8) O1 0.029(4) 0.034(4) 0.052(5) -0.014(4) 0.005(3) -0.009(3) O2 0.044(5) 0.027(4) 0.069(6) -0.006(4) 0.000(4) -0.015(4) O3 0.040(4) 0.025(4) 0.046(5) -0.011(3) -0.009(3) -0.011(3) O4 0.035(4) 0.034(4) 0.066(6) -0.018(4) -0.011(4) -0.010(4) O5 0.056(7) 0.053(7) 0.152(12) 0.012(7) 0.010(7) -0.027(6) O6 0.054(6) 0.038(5) 0.100(9) 0.005(5) -0.003(6) -0.003(5) O7 0.050(5) 0.047(5) 0.026(4) -0.005(4) -0.008(3) -0.017(4) O8 0.048(5) 0.048(5) 0.042(5) -0.012(4) 0.000(4) -0.028(4) O9 0.067(6) 0.050(5) 0.037(5) -0.023(4) 0.004(4) -0.025(5) O10 0.056(5) 0.033(4) 0.036(4) -0.007(3) -0.005(4) -0.008(4) O11 0.113(9) 0.070(7) 0.054(6) -0.011(5) 0.016(6) -0.065(7) O12 0.200(16) 0.135(12) 0.043(6) -0.009(7) -0.019(8) -0.133(12) O13 0.040(5) 0.054(6) 0.062(6) 0.005(4) -0.013(4) -0.019(4) N1 0.042(6) 0.030(5) 0.061(7) -0.001(5) -0.004(5) -0.006(5) N2 0.070(8) 0.059(7) 0.043(7) -0.018(6) 0.009(5) -0.038(6) C1 0.033(6) 0.025(5) 0.044(6) -0.013(5) 0.002(5) -0.011(5) C2 0.038(6) 0.038(6) 0.044(7) -0.022(5) 0.008(5) -0.016(5) C3 0.031(6) 0.029(6) 0.045(7) -0.017(5) 0.003(4) -0.009(5) C4 0.032(6) 0.039(6) 0.048(7) -0.019(5) 0.005(5) -0.017(5) C5 0.040(6) 0.033(6) 0.040(6) -0.010(5) 0.004(5) -0.015(5) C6 0.021(5) 0.044(6) 0.042(6) -0.017(5) 0.001(4) -0.011(5) C7 0.034(6) 0.041(6) 0.032(6) -0.013(5) 0.001(4) -0.012(5) C8 0.049(7) 0.035(6) 0.029(6) -0.012(5) 0.006(5) -0.029(6) C9 0.027(5) 0.035(6) 0.032(6) -0.009(5) -0.004(4) -0.012(5) C10 0.047(7) 0.040(6) 0.029(6) -0.005(5) 0.003(5) -0.014(6) C11 0.035(6) 0.032(6) 0.042(6) -0.009(5) 0.004(5) -0.014(5) C12 0.045(6) 0.031(6) 0.031(6) -0.005(5) 0.004(5) -0.016(5) C13 0.051(7) 0.039(6) 0.031(6) -0.012(5) 0.001(5) -0.023(6) C14 0.054(7) 0.040(6) 0.028(6) -0.006(5) -0.007(5) -0.021(6) C15 0.037(6) 0.034(6) 0.027(6) -0.009(5) -0.002(4) -0.012(5) C16 0.043(6) 0.037(6) 0.032(6) -0.017(5) 0.002(5) -0.016(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 2.377(8) 2_676 ? La1 O7 2.386(8) . ? La1 O9 2.399(8) 1_554 ? La1 O3 2.406(7) 2_576 ? La1 O13 2.427(9) . ? La1 O2 2.482(8) . ? La1 O4 2.539(8) 1_655 ? La1 O3 2.567(8) 1_655 ? La1 O1 2.575(8) . ? La1 C7 2.906(11) . ? La1 C8 2.926(12) 1_655 ? La1 La1 3.9818(14) 2_676 ? Cu1 O10 1.883(8) 2_668 ? Cu1 O10 1.883(8) . ? Cu1 O1 1.997(7) 2_667 ? Cu1 O1 1.997(7) 1_556 ? O1 C7 1.278(13) . ? O1 Cu1 1.997(7) 1_554 ? O2 C7 1.233(14) . ? O3 C8 1.268(13) . ? O3 La1 2.406(7) 2_576 ? O3 La1 2.567(8) 1_455 ? O4 C8 1.248(14) . ? O4 La1 2.539(8) 1_455 ? O5 N1 1.222(14) . ? O6 N1 1.188(14) . ? O7 C15 1.246(14) . ? O8 C15 1.233(14) . ? O8 La1 2.377(8) 2_676 ? O9 C16 1.249(14) . ? O9 La1 2.399(8) 1_556 ? O10 C16 1.277(13) . ? O11 N2 1.230(14) . ? O12 N2 1.198(15) . ? O13 H13B 0.9005 . ? O13 H13A 0.8277 . ? N1 C5 1.437(14) . ? N2 C13 1.451(16) . ? C1 C6 1.384(15) . ? C1 C2 1.403(15) . ? C1 C7 1.497(15) . ? C2 C3 1.362(15) . ? C2 H2A 0.9300 . ? C3 C4 1.408(15) . ? C3 C8 1.505(16) . ? C4 C5 1.390(16) . ? C4 H4A 0.9300 . ? C5 C6 1.380(15) . ? C6 H6A 0.9300 . ? C8 La1 2.926(12) 1_455 ? C9 C14 1.383(16) . ? C9 C10 1.379(16) . ? C9 C15 1.506(14) . ? C10 C11 1.410(15) . ? C10 H10A 0.9300 . ? C11 C12 1.389(16) . ? C11 C16 1.506(17) . ? C12 C13 1.376(17) . ? C12 H12A 0.9300 . ? C13 C14 1.391(15) . ? C14 H14A 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 135.9(3) 2_676 . ? O8 La1 O9 76.7(3) 2_676 1_554 ? O7 La1 O9 141.2(3) . 1_554 ? O8 La1 O3 76.3(3) 2_676 2_576 ? O7 La1 O3 70.0(3) . 2_576 ? O9 La1 O3 148.7(3) 1_554 2_576 ? O8 La1 O13 72.4(3) 2_676 . ? O7 La1 O13 126.2(3) . . ? O9 La1 O13 77.2(3) 1_554 . ? O3 La1 O13 79.8(3) 2_576 . ? O8 La1 O2 140.8(3) 2_676 . ? O7 La1 O2 71.2(3) . . ? O9 La1 O2 95.6(3) 1_554 . ? O3 La1 O2 95.4(3) 2_576 . ? O13 La1 O2 68.4(3) . . ? O8 La1 O4 99.3(3) 2_676 1_655 ? O7 La1 O4 76.1(3) . 1_655 ? O9 La1 O4 78.3(3) 1_554 1_655 ? O3 La1 O4 121.6(3) 2_576 1_655 ? O13 La1 O4 155.4(3) . 1_655 ? O2 La1 O4 116.9(3) . 1_655 ? O8 La1 O3 72.3(3) 2_676 1_655 ? O7 La1 O3 71.5(3) . 1_655 ? O9 La1 O3 112.3(3) 1_554 1_655 ? O3 La1 O3 73.7(3) 2_576 1_655 ? O13 La1 O3 139.8(3) . 1_655 ? O2 La1 O3 142.7(3) . 1_655 ? O4 La1 O3 50.7(2) 1_655 1_655 ? O8 La1 O1 147.7(3) 2_676 . ? O7 La1 O1 72.0(3) . . ? O9 La1 O1 71.7(3) 1_554 . ? O3 La1 O1 135.8(3) 2_576 . ? O13 La1 O1 106.1(3) . . ? O2 La1 O1 50.9(2) . . ? O4 La1 O1 68.3(3) 1_655 . ? O3 La1 O1 114.1(2) 1_655 . ? O8 La1 C7 154.5(3) 2_676 . ? O7 La1 C7 68.7(3) . . ? O9 La1 C7 84.1(3) 1_554 . ? O3 La1 C7 115.7(3) 2_576 . ? O13 La1 C7 87.2(3) . . ? O2 La1 C7 24.9(3) . . ? O4 La1 C7 93.0(3) 1_655 . ? O3 La1 C7 131.5(3) 1_655 . ? O1 La1 C7 26.1(3) . . ? O8 La1 C8 84.7(3) 2_676 1_655 ? O7 La1 C8 73.3(3) . 1_655 ? O9 La1 C8 94.6(3) 1_554 1_655 ? O3 La1 C8 98.3(3) 2_576 1_655 ? O13 La1 C8 156.8(3) . 1_655 ? O2 La1 C8 134.6(3) . 1_655 ? O4 La1 C8 25.1(3) 1_655 1_655 ? O3 La1 C8 25.6(3) 1_655 1_655 ? O1 La1 C8 91.5(3) . 1_655 ? C7 La1 C8 113.9(3) . 1_655 ? O8 La1 La1 70.2(2) 2_676 2_676 ? O7 La1 La1 65.7(2) . 2_676 ? O9 La1 La1 139.6(2) 1_554 2_676 ? O3 La1 La1 38.22(18) 2_576 2_676 ? O13 La1 La1 112.7(2) . 2_676 ? O2 La1 La1 124.7(2) . 2_676 ? O4 La1 La1 84.72(19) 1_655 2_676 ? O3 La1 La1 35.44(17) 1_655 2_676 ? O1 La1 La1 134.13(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 154.6(7) . 2_576 ? C8 O3 La1 93.2(7) . 1_455 ? La1 O3 La1 106.3(3) 2_576 1_455 ? C8 O4 La1 95.0(7) . 1_455 ? C15 O7 La1 143.2(8) . . ? C15 O8 La1 135.7(7) . 2_676 ? C16 O9 La1 138.7(7) . 1_556 ? C16 O10 Cu1 131.8(8) . . ? La1 O13 H13B 137.3 . . ? La1 O13 H13A 109.4 . . ? H13B O13 H13A 106.8 . . ? O6 N1 O5 121.6(11) . . ? O6 N1 C5 120.0(11) . . ? O5 N1 C5 118.3(11) . . ? O12 N2 O11 122.0(12) . . ? O12 N2 C13 119.2(11) . . ? O11 N2 C13 118.6(11) . . ? C6 C1 C2 119.6(10) . . ? C6 C1 C7 122.4(10) . . ? C2 C1 C7 117.9(10) . . ? C3 C2 C1 120.5(11) . . ? C3 C2 H2A 119.7 . . ? C1 C2 H2A 119.7 . . ? C2 C3 C4 120.4(10) . . ? C2 C3 C8 120.3(10) . . ? C4 C3 C8 119.2(10) . . ? C5 C4 C3 118.2(10) . . ? C5 C4 H4A 120.9 . . ? C3 C4 H4A 120.9 . . ? C6 C5 C4 121.7(11) . . ? C6 C5 N1 120.4(11) . . ? C4 C5 N1 117.9(10) . . ? C5 C6 C1 119.3(10) . . ? C5 C6 H6A 120.3 . . ? C1 C6 H6A 120.3 . . ? O2 C7 O1 120.2(11) . . ? O2 C7 C1 120.2(10) . . ? O1 C7 C1 119.6(10) . . ? O2 C7 La1 57.9(6) . . ? O1 C7 La1 62.3(6) . . ? C1 C7 La1 176.9(8) . . ? O4 C8 O3 120.8(11) . . ? O4 C8 C3 119.8(10) . . ? O3 C8 C3 119.4(10) . . ? O4 C8 La1 59.8(6) . 1_455 ? O3 C8 La1 61.1(6) . 1_455 ? C3 C8 La1 175.7(7) . 1_455 ? C14 C9 C10 120.1(10) . . ? C14 C9 C15 118.4(10) . . ? C10 C9 C15 121.4(10) . . ? C9 C10 C11 120.3(12) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.2(11) . . ? C12 C11 C16 117.8(10) . . ? C10 C11 C16 123.0(11) . . ? C13 C12 C11 119.4(10) . . ? C13 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? C12 C13 C14 121.3(11) . . ? C12 C13 N2 118.0(10) . . ? C14 C13 N2 120.6(11) . . ? C9 C14 C13 119.3(11) . . ? C9 C14 H14A 120.4 . . ? C13 C14 H14A 120.4 . . ? O8 C15 O7 124.9(10) . . ? O8 C15 C9 118.3(10) . . ? O7 C15 C9 116.7(10) . . ? O9 C16 O10 127.2(11) . . ? O9 C16 C11 119.7(10) . . ? O10 C16 C11 113.1(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 0.83 2.15 2.953(13) 162.1 1_564 _diffrn_measured_fraction_theta_max 0.784 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 3.623 _refine_diff_density_min -2.114 _refine_diff_density_rms 0.241 # = = = END data_2 _database_code_depnum_ccdc_archive 'CCDC 636904' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H24 Cu La2 N4 O30' _chemical_formula_weight 1285.91 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 10.259(2) _cell_length_b 10.491(2) _cell_length_c 11.112(2) _cell_angle_alpha 75.76(3) _cell_angle_beta 63.72(3) _cell_angle_gamma 67.13(3) _cell_volume 983.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9266 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 627 _exptl_absorpt_coefficient_mu 2.786 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5167 _exptl_absorpt_correction_T_max 0.7256 _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 '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 9738 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0187 _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 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4453 _reflns_number_gt 4224 _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^)+(0.0192P)^2^+0.9286P] 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 refu _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4453 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0188 _refine_ls_R_factor_gt 0.0172 _refine_ls_wR_factor_ref 0.0444 _refine_ls_wR_factor_gt 0.0439 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.003 _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 0.772987(5) 0.671525(5) 0.689151(5) 0.01261(1) Uani 1 1 d . . . Cu1 Cu 1.5000 0.5000 1.0000 0.01496(4) Uani 1 2 d S . . O1 O 1.22150(7) 0.45882(8) 0.46732(7) 0.02173(19) Uani 1 1 d . . . O2 O 1.03785(8) 0.54004(9) 0.65930(7) 0.0264(2) Uani 1 1 d . . . O3 O 1.16956(8) 0.36581(11) 1.07965(8) 0.0363(3) Uani 1 1 d . . . O4 O 1.39764(7) 0.36349(7) 1.04526(7) 0.01861(18) Uani 1 1 d . . . O5 O 1.78340(9) 0.14339(11) 0.61515(9) 0.0437(3) Uani 1 1 d . . . O6 O 1.75270(8) 0.26634(9) 0.43759(8) 0.0314(2) Uani 1 1 d . . . O7 O 0.33825(7) 0.63548(8) 0.94815(7) 0.0207(2) Uani 1 1 d . . . O8 O 0.49912(7) 0.68848(8) 0.74376(7) 0.0220(2) Uani 1 1 d . . . O9 O 0.29986(9) 1.12113(9) 0.47756(8) 0.0323(3) Uani 1 1 d . . . O10 O 0.05995(8) 1.25481(8) 0.56916(8) 0.0264(2) Uani 1 1 d . . . O11 O -0.29436(9) 1.05263(11) 0.95640(10) 0.0423(3) Uani 1 1 d . . . O12 O -0.21005(9) 0.87590(9) 1.07962(9) 0.0354(3) Uani 1 1 d . . . O13 O 0.58693(11) 0.90682(9) 0.80351(10) 0.0430(3) Uani 1 1 d . . . O14 O 0.79714(9) 0.40795(8) 0.77248(7) 0.0271(2) Uani 1 1 d . . . O15 O 0.91021(9) 0.83819(8) 0.67644(9) 0.0328(2) Uani 1 1 d . . . N1 N 1.70435(9) 0.23227(10) 0.55847(9) 0.0226(2) Uani 1 1 d . . . N2 N -0.18963(9) 0.95810(9) 0.97984(9) 0.0216(2) Uani 1 1 d . . . C1 C 1.28624(10) 0.41668(10) 0.65621(9) 0.0163(2) Uani 1 1 d . . . C2 C 1.23983(10) 0.42204(10) 0.79323(9) 0.0176(2) Uani 1 1 d . . . C3 C 1.34714(10) 0.36773(10) 0.85277(9) 0.0170(2) Uani 1 1 d . . . C4 C 1.50144(10) 0.30599(11) 0.77573(10) 0.0187(2) Uani 1 1 d . . . C5 C 1.54295(10) 0.30041(11) 0.64015(10) 0.0181(3) Uani 1 1 d . . . C6 C 1.44033(10) 0.35472(11) 0.57724(9) 0.0181(3) Uani 1 1 d . . . C7 C 1.17250(10) 0.47609(10) 0.58883(9) 0.0156(2) Uani 1 1 d . . . C8 C 1.29758(10) 0.36857(10) 1.00120(9) 0.0185(3) Uani 1 1 d . . . C9 C 0.23716(10) 0.82550(10) 0.81493(9) 0.0155(2) Uani 1 1 d . . . C10 C 0.26360(10) 0.92691(10) 0.70730(10) 0.0178(3) Uani 1 1 d . . . C11 C 0.14230(10) 1.03852(10) 0.69008(9) 0.0170(2) Uani 1 1 d . . . C12 C -0.00738(10) 1.04911(10) 0.78038(10) 0.0176(2) Uani 1 1 d . . . C13 C -0.03131(10) 0.94621(10) 0.88485(10) 0.0169(2) Uani 1 1 d . . . C14 C 0.08702(10) 0.83392(10) 0.90422(9) 0.0164(2) Uani 1 1 d . . . C15 C 0.36956(10) 0.70837(10) 0.83482(9) 0.0149(2) Uani 1 1 d . . . C16 C 0.16949(11) 1.14620(10) 0.57192(10) 0.0199(3) Uani 1 1 d . . . H10 H 0.3677(12) 0.9172(12) 0.6472(12) 0.024 Uiso 1 1 d . . . H14 H 0.0665(13) 0.7664(13) 0.9748(12) 0.024 Uiso 1 1 d . . . H6 H 1.4718(13) 0.3485(13) 0.4842(12) 0.024 Uiso 1 1 d . . . H12 H -0.0898(13) 1.1225(13) 0.7692(12) 0.024 Uiso 1 1 d . . . H2 H 1.1351(13) 0.4632(13) 0.8453(12) 0.024 Uiso 1 1 d . . . H4 H 1.5790(13) 0.2668(13) 0.8166(12) 0.024 Uiso 1 1 d . . . H14A H 0.8103(13) 0.3732(13) 0.8379(13) 0.024 Uiso 1 1 d . . . H14B H 0.8721(13) 0.3666(13) 0.7060(13) 0.024 Uiso 1 1 d . . . H15A H 0.8834(13) 0.9043(13) 0.6591(12) 0.024 Uiso 1 1 d . . . H13A H 0.5124(13) 0.9237(13) 0.8626(12) 0.024 Uiso 1 1 d . . . H15B H 0.9973(13) 0.8031(13) 0.6495(12) 0.024 Uiso 1 1 d . . . H13B H 0.5786(13) 0.9562(13) 0.7564(13) 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 La1 0.01044(2) 0.01474(2) 0.00980(2) 0.00015(2) -0.00361(1) -0.00234(2) Cu1 0.01449(5) 0.01500(6) 0.01412(6) 0.00429(5) -0.00816(5) -0.00379(5) O1 0.0206(2) 0.0302(3) 0.0148(3) -0.0048(2) -0.0092(2) -0.0042(3) O2 0.0142(3) 0.0365(4) 0.0220(3) -0.0079(3) -0.0086(2) 0.0034(3) O3 0.0215(3) 0.0725(5) 0.0146(3) -0.0069(3) -0.0034(2) -0.0175(3) O4 0.0248(2) 0.0200(3) 0.0153(3) 0.0029(2) -0.0123(2) -0.0089(2) O5 0.0239(3) 0.0520(5) 0.0407(4) -0.0069(4) -0.0184(3) 0.0106(4) O6 0.0201(3) 0.0450(4) 0.0209(3) -0.0090(3) 0.0003(3) -0.0083(3) O7 0.0154(2) 0.0218(3) 0.0189(3) 0.0083(3) -0.0078(2) -0.0046(2) O8 0.0137(2) 0.0319(4) 0.0153(3) 0.0010(3) -0.0056(2) -0.0042(3) O9 0.0235(3) 0.0304(4) 0.0223(4) 0.0105(3) -0.0038(3) -0.0016(3) O10 0.0257(3) 0.0194(3) 0.0214(3) 0.0052(3) -0.0071(3) -0.0011(3) O11 0.0143(3) 0.0500(5) 0.0400(5) 0.0064(4) -0.0077(3) 0.0026(4) O12 0.0262(3) 0.0322(4) 0.0315(4) 0.0068(3) -0.0008(3) -0.0110(3) O13 0.0346(4) 0.0307(4) 0.0381(5) -0.0092(4) 0.0073(4) -0.0061(4) O14 0.0331(3) 0.0217(3) 0.0156(3) 0.0010(3) -0.0064(3) -0.0032(3) O15 0.0234(3) 0.0281(3) 0.0459(4) -0.0096(3) -0.0098(3) -0.0078(3) N1 0.0138(3) 0.0293(4) 0.0241(4) -0.0099(3) -0.0071(3) -0.0020(3) N2 0.0154(3) 0.0235(4) 0.0225(4) -0.0033(3) -0.0046(3) -0.0053(3) C1 0.0147(3) 0.0193(4) 0.0146(3) -0.0019(3) -0.0078(3) -0.0025(3) C2 0.0147(3) 0.0226(4) 0.0138(4) -0.0026(3) -0.0054(3) -0.0040(3) C3 0.0183(3) 0.0210(4) 0.0116(3) -0.0004(3) -0.0067(3) -0.0058(3) C4 0.0154(3) 0.0228(4) 0.0180(4) -0.0006(3) -0.0097(3) -0.0033(3) C5 0.0105(3) 0.0228(4) 0.0171(4) -0.0040(3) -0.0041(3) -0.0015(3) C6 0.0154(3) 0.0237(4) 0.0126(4) -0.0029(3) -0.0055(3) -0.0030(3) C7 0.0147(3) 0.0183(4) 0.0143(3) -0.0010(3) -0.0076(3) -0.0039(3) C8 0.0191(3) 0.0212(4) 0.0145(4) -0.0017(3) -0.0088(3) -0.0030(3) C9 0.0144(3) 0.0163(4) 0.0148(3) 0.0006(3) -0.0074(3) -0.0032(3) C10 0.0166(3) 0.0189(4) 0.0148(4) 0.0016(3) -0.0057(3) -0.0050(3) C11 0.0190(3) 0.0158(4) 0.0151(4) 0.0028(3) -0.0087(3) -0.0045(3) C12 0.0172(3) 0.0159(4) 0.0177(4) -0.0005(3) -0.0092(3) -0.0013(3) C13 0.0132(3) 0.0196(4) 0.0154(4) -0.0024(3) -0.0041(3) -0.0039(3) C14 0.0165(3) 0.0163(4) 0.0149(4) 0.0026(3) -0.0072(3) -0.0049(3) C15 0.0138(3) 0.0151(4) 0.0146(3) 0.0008(3) -0.0075(3) -0.0026(3) C16 0.0227(4) 0.0173(4) 0.0158(4) 0.0042(3) -0.0088(3) -0.0046(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 La1 O2 2.4308(11) . ? La1 O1 2.4328(11) 2_766 ? La1 O8 2.5393(10) . ? La1 O15 2.5835(12) . ? La1 O9 2.5886(12) 2_676 ? La1 O14 2.6410(11) . ? La1 O13 2.6615(15) . ? La1 O4 2.7018(12) 2_767 ? La1 O10 2.7119(13) 2_676 ? La1 O3 2.7870(11) 2_767 ? La1 C16 3.0085(15) 2_676 ? Cu1 O7 1.9276(10) 2_767 ? Cu1 O7 1.9276(10) 1_655 ? Cu1 O4 1.9374(10) . ? Cu1 O4 1.9374(10) 2_867 ? O1 C7 1.2478(13) . ? O1 La1 2.4328(11) 2_766 ? O2 C7 1.2456(12) . ? O3 C8 1.2202(13) . ? O3 La1 2.7870(11) 2_767 ? O4 C8 1.2983(15) . ? O4 La1 2.7018(12) 2_767 ? O5 N1 1.2244(14) . ? O6 N1 1.2204(12) . ? O7 C15 1.2777(12) . ? O7 Cu1 1.9276(10) 1_455 ? O8 C15 1.2374(11) . ? O9 C16 1.2560(13) . ? O9 La1 2.5886(13) 2_676 ? O10 C16 1.2569(13) . ? O10 La1 2.7119(13) 2_676 ? O11 N2 1.2240(13) . ? O12 N2 1.2169(13) . ? O13 H13A 0.744(10) . ? O13 H13B 0.650(13) . ? O14 H14A 0.773(14) . ? O14 H14B 0.849(11) . ? O15 H15A 0.653(12) . ? O15 H15B 0.765(11) . ? N1 C5 1.4645(13) . ? N2 C13 1.4685(13) . ? C1 C2 1.3882(14) . ? C1 C6 1.3945(13) . ? C1 C7 1.5131(15) . ? C2 C3 1.3951(16) . ? C2 H2 0.941(10) . ? C3 C4 1.3906(13) . ? C3 C8 1.4966(14) . ? C4 C5 1.3821(15) . ? C4 H4 0.991(14) . ? C5 C6 1.3823(16) . ? C6 H6 0.948(13) . ? C9 C14 1.3959(13) . ? C9 C10 1.3952(14) . ? C9 C15 1.4961(14) . ? C10 C11 1.3870(14) . ? C10 H10 0.956(11) . ? C11 C12 1.3909(14) . ? C11 C16 1.5062(14) . ? C12 C13 1.3821(14) . ? C12 H12 0.929(12) . ? C13 C14 1.3793(14) . ? C14 H14 0.926(12) . ? C16 La1 3.0085(15) 2_676 ? 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 O2 La1 O1 92.48(4) . 2_766 ? O2 La1 O8 152.28(3) . . ? O1 La1 O8 71.72(4) 2_766 . ? O2 La1 O15 70.65(4) . . ? O1 La1 O15 136.55(3) 2_766 . ? O8 La1 O15 136.17(3) . . ? O2 La1 O9 122.56(4) . 2_676 ? O1 La1 O9 82.05(3) 2_766 2_676 ? O8 La1 O9 78.75(4) . 2_676 ? O15 La1 O9 75.14(4) . 2_676 ? O2 La1 O14 70.75(4) . . ? O1 La1 O14 65.19(3) 2_766 . ? O8 La1 O14 81.83(4) . . ? O15 La1 O14 135.96(3) . . ? O9 La1 O14 145.82(4) 2_676 . ? O2 La1 O13 130.55(4) . . ? O1 La1 O13 135.35(4) 2_766 . ? O8 La1 O13 72.12(4) . . ? O15 La1 O13 65.28(4) . . ? O9 La1 O13 65.92(4) 2_676 . ? O14 La1 O13 132.82(3) . . ? O2 La1 O4 106.28(4) . 2_767 ? O1 La1 O4 119.33(3) 2_766 2_767 ? O8 La1 O4 65.40(4) . 2_767 ? O15 La1 O4 103.95(4) . 2_767 ? O9 La1 O4 126.14(4) 2_676 2_767 ? O14 La1 O4 67.98(4) . 2_767 ? O13 La1 O4 65.56(4) . 2_767 ? O2 La1 O10 75.54(4) . 2_676 ? O1 La1 O10 68.85(4) 2_766 2_676 ? O8 La1 O10 116.98(4) . 2_676 ? O15 La1 O10 68.23(4) . 2_676 ? O9 La1 O10 49.09(4) 2_676 2_676 ? O14 La1 O10 120.37(4) . 2_676 ? O13 La1 O10 106.51(4) . 2_676 ? O4 La1 O10 171.16(3) 2_767 2_676 ? O2 La1 O3 66.29(4) . 2_767 ? O1 La1 O3 141.50(3) 2_766 2_767 ? O8 La1 O3 112.27(4) . 2_767 ? O15 La1 O3 68.39(4) . 2_767 ? O9 La1 O3 136.34(4) 2_676 2_767 ? O14 La1 O3 77.26(4) . 2_767 ? O13 La1 O3 77.33(4) . 2_767 ? O4 La1 O3 46.97(3) 2_767 2_767 ? O10 La1 O3 129.27(3) 2_676 2_767 ? O2 La1 C16 98.79(4) . 2_676 ? O1 La1 C16 75.59(3) 2_766 2_676 ? O8 La1 C16 99.03(4) . 2_676 ? O15 La1 C16 68.32(4) . 2_676 ? O9 La1 C16 24.49(3) 2_676 2_676 ? O14 La1 C16 138.43(4) . 2_676 ? O13 La1 C16 85.17(4) . 2_676 ? O4 La1 C16 149.61(3) 2_767 2_676 ? O10 La1 C16 24.69(3) 2_676 2_676 ? O3 La1 C16 136.71(4) 2_767 2_676 ? O7 Cu1 O7 180.0 2_767 1_655 ? O7 Cu1 O4 90.58(4) 2_767 . ? O7 Cu1 O4 89.42(4) 1_655 . ? O7 Cu1 O4 89.42(4) 2_767 2_867 ? O7 Cu1 O4 90.58(4) 1_655 2_867 ? O4 Cu1 O4 180.000(1) . 2_867 ? C7 O1 La1 144.24(8) . 2_766 ? C7 O2 La1 151.65(8) . . ? C8 O3 La1 95.08(8) . 2_767 ? C8 O4 Cu1 126.13(7) . . ? C8 O4 La1 97.14(5) . 2_767 ? Cu1 O4 La1 113.95(4) . 2_767 ? C15 O7 Cu1 120.72(6) . 1_455 ? C15 O8 La1 143.47(8) . . ? C16 O9 La1 96.83(7) . 2_676 ? C16 O10 La1 90.99(7) . 2_676 ? La1 O13 H13A 132.3(11) . . ? La1 O13 H13B 108.5(11) . . ? H13A O13 H13B 106.0(13) . . ? La1 O14 H14A 122.3(11) . . ? La1 O14 H14B 102.3(9) . . ? H14A O14 H14B 109.1(12) . . ? La1 O15 H15A 119.7(14) . . ? La1 O15 H15B 110.9(11) . . ? H15A O15 H15B 118.2(14) . . ? O6 N1 O5 123.49(8) . . ? O6 N1 C5 118.37(9) . . ? O5 N1 C5 118.13(9) . . ? O12 N2 O11 123.27(9) . . ? O12 N2 C13 118.47(9) . . ? O11 N2 C13 118.23(9) . . ? C2 C1 C6 120.25(10) . . ? C2 C1 C7 121.45(8) . . ? C6 C1 C7 118.30(9) . . ? C1 C2 C3 120.36(8) . . ? C1 C2 H2 119.2(9) . . ? C3 C2 H2 120.5(9) . . ? C4 C3 C2 120.29(9) . . ? C4 C3 C8 118.87(10) . . ? C2 C3 C8 120.77(8) . . ? C5 C4 C3 117.70(10) . . ? C5 C4 H4 121.1(6) . . ? C3 C4 H4 121.2(6) . . ? C4 C5 C6 123.66(8) . . ? C4 C5 N1 118.33(10) . . ? C6 C5 N1 118.00(9) . . ? C5 C6 C1 117.71(9) . . ? C5 C6 H6 121.9(7) . . ? C1 C6 H6 120.4(7) . . ? O2 C7 O1 125.49(10) . . ? O2 C7 C1 116.96(9) . . ? O1 C7 C1 117.53(8) . . ? O3 C8 O4 120.65(10) . . ? O3 C8 C3 121.01(11) . . ? O4 C8 C3 118.19(8) . . ? C14 C9 C10 119.85(9) . . ? C14 C9 C15 120.12(8) . . ? C10 C9 C15 120.02(8) . . ? C11 C10 C9 120.67(9) . . ? C11 C10 H10 121.6(7) . . ? C9 C10 H10 117.7(7) . . ? C10 C11 C12 119.75(9) . . ? C10 C11 C16 121.00(8) . . ? C12 C11 C16 119.22(9) . . ? C13 C12 C11 118.67(9) . . ? C13 C12 H12 120.6(7) . . ? C11 C12 H12 120.7(7) . . ? C14 C13 C12 122.83(9) . . ? C14 C13 N2 118.79(9) . . ? C12 C13 N2 118.38(9) . . ? C13 C14 C9 118.19(9) . . ? C13 C14 H14 120.4(7) . . ? C9 C14 H14 121.4(7) . . ? O8 C15 O7 124.68(9) . . ? O8 C15 C9 119.41(9) . . ? O7 C15 C9 115.90(8) . . ? O9 C16 O10 122.64(10) . . ? O9 C16 C11 118.33(9) . . ? O10 C16 C11 118.97(8) . . ? O9 C16 La1 58.68(6) . 2_676 ? O10 C16 La1 64.32(6) . 2_676 ? C11 C16 La1 170.91(8) . 2_676 ? 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 H14A O7 0.773(14) 2.186(12) 2.7840(14) 134.7(10) 2_667 O14 H14B O10 0.849(11) 1.982(11) 2.8247(17) 172.0(13) 1_645 O15 H15A O5 0.653(12) 2.329(12) 2.9801(16) 175.2(16) 1_465 O13 H13A O11 0.744(10) 2.223(11) 2.9633(18) 173.3(14) 2_577 O15 H15B O6 0.765(11) 2.178(12) 2.9363(16) 171.7(14) 2_866 O13 H13B O9 0.650(13) 2.520(13) 2.8570(16) 115.1(13) 2_676 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.432 _refine_diff_density_min -0.470 _refine_diff_density_rms 0.082 # Attachment 'Revisedcif.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 636905' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H15 Cu La N2 O18' _chemical_formula_weight 725.75 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 8.2278(16) _cell_length_b 11.123(2) _cell_length_c 12.977(3) _cell_angle_alpha 91.94(3) _cell_angle_beta 105.96(3) _cell_angle_gamma 93.67(3) _cell_volume 1137.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5178 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.48 _exptl_crystal_description BLOCK _exptl_crystal_colour green _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.118 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 710 _exptl_absorpt_coefficient_mu 2.882 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4897 _exptl_absorpt_correction_T_max 0.8740 _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 '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 11292 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5178 _reflns_number_gt 4171 _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 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^)+(0.0698P)^2^+1.1050P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5178 _refine_ls_number_parameters 361 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1267 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.032 _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 La1 La 0.56478(3) 0.852097(18) 0.655769(18) 0.02393(6) Uani 1 1 d . . . Cu1 Cu 0.08588(6) 0.62221(4) 0.53208(4) 0.02555(11) Uani 1 1 d . . . O1 O 0.4964(4) 0.6847(3) 0.7771(2) 0.0397(8) Uani 1 1 d . . . O2 O 0.3082(3) 0.6739(2) 0.6221(2) 0.0310(7) Uani 1 1 d . . . O3 O -0.0464(4) 0.2290(2) 0.5324(2) 0.0311(7) Uani 1 1 d . . . O4 O 0.0721(4) 0.0956(3) 0.6427(3) 0.0400(9) Uani 1 1 d . . . O5 O 0.5366(7) 0.1770(4) 0.9459(4) 0.0853(17) Uani 1 1 d . . . O6 O 0.6497(5) 0.3544(4) 0.9943(3) 0.0642(12) Uani 1 1 d . . . O7 O 0.6255(4) 1.0716(3) 0.6700(3) 0.0396(8) Uani 1 1 d . . . O8 O 0.5134(4) 1.1880(3) 0.5369(2) 0.0378(8) Uani 1 1 d . . . O9 O 0.6826(4) 1.6524(3) 0.6244(3) 0.0383(8) Uani 1 1 d . . . O10 O 0.9643(4) 1.6655(3) 0.6681(2) 0.0322(7) Uani 1 1 d . . . O11 O 1.1584(6) 1.4139(4) 0.9922(4) 0.0766(15) Uani 1 1 d . . . O12 O 1.0861(8) 1.2279(5) 0.9640(4) 0.117(2) Uani 1 1 d . . . O13 O 0.1162(3) 0.4566(2) 0.5684(2) 0.0271(7) Uani 1 1 d . . . O14 O 0.2859(4) 0.9358(3) 0.5827(3) 0.0544(11) Uani 1 1 d D . . H14A H 0.2173 0.8824 0.5481 0.082 Uiso 1 1 calc RD . . O15 O 0.4576(6) 0.9407(3) 0.8121(3) 0.0675(11) Uani 1 1 d D . . H15A H 0.3715 0.9011 0.8148 0.101 Uiso 1 1 calc RD . . O16 O 0.8060(5) 0.8621(4) 0.8284(3) 0.0651(13) Uani 1 1 d D . . H16A H 0.8942 0.8475 0.8144 0.098 Uiso 1 1 calc RD . . O17 O 0.8454(4) 0.8952(3) 0.6153(3) 0.0404(8) Uani 1 1 d D . . H17A H 0.8803 0.9656 0.6336 0.061 Uiso 1 1 calc RD . . O18 O 0.1586(5) 0.8193(5) 0.8391(4) 0.0727(14) Uani 1 1 d D . . N1 N 0.5458(5) 0.2862(4) 0.9331(3) 0.0434(11) Uani 1 1 d . . . N2 N 1.0700(6) 1.3319(4) 0.9409(3) 0.0491(12) Uani 1 1 d . . . C1 C 0.3447(5) 0.4947(3) 0.7258(3) 0.0250(8) Uani 1 1 d . . . C2 C 0.2194(5) 0.4168(3) 0.6552(3) 0.0250(9) Uani 1 1 d . . . C3 C 0.2040(5) 0.2935(3) 0.6801(3) 0.0241(8) Uani 1 1 d . . . C4 C 0.3095(5) 0.2522(4) 0.7704(3) 0.0320(10) Uani 1 1 d . . . H4 H 0.2992 0.1714 0.7856 0.038 Uiso 1 1 calc R . . C5 C 0.4309(6) 0.3302(4) 0.8388(3) 0.0322(10) Uani 1 1 d . . . C6 C 0.4503(5) 0.4518(3) 0.8177(3) 0.0289(9) Uani 1 1 d . . . H6 H 0.5331 0.5035 0.8648 0.035 Uiso 1 1 calc R . . C7 C 0.3833(5) 0.6246(3) 0.7083(3) 0.0272(9) Uani 1 1 d . . . C8 C 0.0681(5) 0.2007(3) 0.6144(3) 0.0236(8) Uani 1 1 d . . . C9 C 0.7178(5) 1.2768(3) 0.6904(3) 0.0245(8) Uani 1 1 d . . . C10 C 0.7103(5) 1.3921(3) 0.6519(3) 0.0253(9) Uani 1 1 d . . . H10 H 0.6286 1.4058 0.5888 0.030 Uiso 1 1 calc R . . C11 C 0.8231(5) 1.4877(3) 0.7063(3) 0.0248(8) Uani 1 1 d . . . C12 C 0.9440(5) 1.4672(3) 0.8018(3) 0.0288(9) Uani 1 1 d . . . H12 H 1.0224 1.5290 0.8382 0.035 Uiso 1 1 calc R . . C13 C 0.9451(6) 1.3542(4) 0.8410(3) 0.0318(10) Uani 1 1 d . . . C14 C 0.8353(5) 1.2582(4) 0.7857(3) 0.0283(9) Uani 1 1 d . . . H14 H 0.8414 1.1819 0.8131 0.034 Uiso 1 1 calc R . . C15 C 0.6114(5) 1.1706(3) 0.6277(3) 0.0280(9) Uani 1 1 d . . . C16 C 0.8215(5) 1.6111(3) 0.6619(3) 0.0279(9) Uani 1 1 d . . . H18A H 0.245(2) 0.773(2) 0.844(4) 0.033 Uiso 1 1 d D . . H18B H 0.166(5) 0.782(3) 0.9008(16) 0.033 Uiso 1 1 d D . . H17B H 0.900(3) 0.8306(19) 0.607(3) 0.033 Uiso 1 1 d D . . H14B H 0.272(4) 0.995(2) 0.627(2) 0.033 Uiso 1 1 d D . . H15B H 0.547(3) 0.980(3) 0.859(3) 0.033 Uiso 1 1 d D . . H16B H 0.791(4) 0.831(3) 0.8874(17) 0.033 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.02560(10) 0.01155(9) 0.03070(11) 0.00452(8) 0.00171(9) -0.00249(7) Cu1 0.0236(2) 0.01293(19) 0.0368(2) 0.00586(18) 0.00287(19) -0.00124(17) O1 0.0496(18) 0.0245(14) 0.0346(15) 0.0056(12) -0.0027(14) -0.0136(13) O2 0.0240(12) 0.0187(12) 0.0452(16) 0.0068(12) 0.0024(12) -0.0074(11) O3 0.0309(14) 0.0162(12) 0.0370(15) 0.0070(11) -0.0061(12) -0.0010(11) O4 0.0379(16) 0.0146(12) 0.0564(19) 0.0121(13) -0.0058(15) -0.0014(12) O5 0.119(4) 0.0308(19) 0.066(3) 0.0190(18) -0.042(3) 0.001(2) O6 0.073(3) 0.048(2) 0.047(2) 0.0160(17) -0.0228(19) -0.016(2) O7 0.0493(17) 0.0157(13) 0.0451(17) 0.0058(12) -0.0005(15) -0.0038(13) O8 0.0466(17) 0.0281(15) 0.0327(15) 0.0022(12) 0.0024(14) -0.0042(13) O9 0.0353(14) 0.0192(13) 0.0593(19) 0.0080(13) 0.0096(14) 0.0055(12) O10 0.0348(14) 0.0224(13) 0.0410(15) 0.0031(12) 0.0147(12) -0.0055(11) O11 0.077(3) 0.057(3) 0.067(3) 0.003(2) -0.023(2) -0.015(2) O12 0.143(5) 0.068(3) 0.079(3) 0.041(2) -0.067(3) -0.022(3) O13 0.0295(13) 0.0144(11) 0.0313(13) 0.0062(10) -0.0019(11) -0.0016(10) O14 0.0346(16) 0.0281(16) 0.086(3) -0.0151(17) -0.0073(18) 0.0082(13) O15 0.102(3) 0.040(2) 0.075(2) -0.0144(17) 0.055(2) -0.015(2) O16 0.052(2) 0.094(3) 0.0413(19) 0.024(2) -0.0023(17) 0.001(2) O17 0.0321(14) 0.0231(14) 0.068(2) 0.0016(14) 0.0174(14) 0.0002(12) O18 0.055(2) 0.097(3) 0.064(2) 0.018(2) 0.012(2) 0.003(2) N1 0.051(2) 0.0293(19) 0.040(2) 0.0065(16) -0.0027(19) -0.0039(17) N2 0.056(2) 0.043(2) 0.034(2) 0.0154(18) -0.0093(19) -0.012(2) C1 0.0279(17) 0.0176(16) 0.0322(18) 0.0045(14) 0.0130(15) -0.0014(14) C2 0.0276(17) 0.0139(15) 0.0353(19) 0.0042(14) 0.0113(15) 0.0018(14) C3 0.0241(16) 0.0162(16) 0.0330(18) 0.0030(14) 0.0102(15) -0.0015(13) C4 0.038(2) 0.0169(17) 0.042(2) 0.0118(16) 0.0122(18) 0.0008(16) C5 0.039(2) 0.0251(19) 0.032(2) 0.0086(16) 0.0084(18) 0.0005(17) C6 0.036(2) 0.0176(17) 0.0316(19) 0.0065(15) 0.0072(17) -0.0016(15) C7 0.0313(17) 0.0147(16) 0.038(2) 0.0074(15) 0.0141(16) 0.0001(14) C8 0.0253(16) 0.0129(15) 0.0314(18) 0.0018(14) 0.0067(15) -0.0019(13) C9 0.0298(17) 0.0141(16) 0.0308(18) 0.0015(14) 0.0118(15) -0.0032(14) C10 0.0237(17) 0.0170(16) 0.0332(19) 0.0046(15) 0.0041(16) 0.0009(14) C11 0.0246(16) 0.0159(15) 0.0373(19) 0.0039(14) 0.0140(15) 0.0026(13) C12 0.0310(18) 0.0166(17) 0.037(2) -0.0006(15) 0.0086(17) -0.0053(15) C13 0.036(2) 0.029(2) 0.0253(18) 0.0006(16) 0.0020(17) -0.0061(17) C14 0.0361(19) 0.0182(17) 0.0310(18) 0.0082(15) 0.0092(16) 0.0017(15) C15 0.0360(18) 0.0159(16) 0.0357(19) -0.0001(15) 0.0164(16) 0.0004(15) C16 0.0376(19) 0.0120(15) 0.0379(19) 0.0010(14) 0.0180(17) -0.0031(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 La1 O8 2.422(3) 2_676 ? La1 O7 2.451(3) . ? La1 O14 2.484(3) . ? La1 O17 2.526(3) . ? La1 O9 2.544(3) 1_545 ? La1 O16 2.546(4) . ? La1 O1 2.610(3) . ? La1 O15 2.613(4) . ? La1 O2 2.734(3) . ? La1 C7 3.048(4) . ? Cu1 O3 1.886(3) 2_566 ? Cu1 O2 1.920(3) . ? Cu1 O13 1.931(3) . ? Cu1 O13 1.944(3) 2_566 ? Cu1 O10 2.308(3) 1_445 ? Cu1 Cu1 2.9648(13) 2_566 ? O1 C7 1.238(5) . ? O2 C7 1.281(5) . ? O3 C8 1.276(5) . ? O3 Cu1 1.886(3) 2_566 ? O4 C8 1.237(5) . ? O5 N1 1.232(6) . ? O6 N1 1.200(5) . ? O7 C15 1.245(5) . ? O8 C15 1.261(5) . ? O8 La1 2.422(3) 2_676 ? O9 C16 1.237(5) . ? O9 La1 2.544(3) 1_565 ? O10 C16 1.268(5) . ? O10 Cu1 2.308(3) 1_665 ? O11 N2 1.188(6) . ? O12 N2 1.212(7) . ? O13 C2 1.320(5) . ? O13 Cu1 1.944(3) 2_566 ? O14 H14A 0.8200 . ? O14 H14B 0.901(18) . ? O15 H15A 0.8200 . ? O15 H15B 0.896(17) . ? O16 H16A 0.8200 . ? O16 H16B 0.885(18) . ? O17 H17A 0.8200 . ? O17 H17B 0.889(17) . ? O18 H18A 0.892(17) . ? O18 H18B 0.901(17) . ? N1 C5 1.447(6) . ? N2 C13 1.456(6) . ? C1 C6 1.388(5) . ? C1 C2 1.403(5) . ? C1 C7 1.498(5) . ? C2 C3 1.425(5) . ? C3 C4 1.366(6) . ? C3 C8 1.520(5) . ? C4 C5 1.374(6) . ? C4 H4 0.9300 . ? C5 C6 1.397(6) . ? C6 H6 0.9300 . ? C9 C14 1.376(5) . ? C9 C10 1.390(5) . ? C9 C15 1.496(5) . ? C10 C11 1.398(5) . ? C10 H10 0.9300 . ? C11 C12 1.396(5) . ? C11 C16 1.505(5) . ? C12 C13 1.372(6) . ? C12 H12 0.9300 . ? C13 C14 1.392(6) . ? 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 101.40(11) 2_676 . ? O8 La1 O14 73.36(13) 2_676 . ? O7 La1 O14 74.76(11) . . ? O8 La1 O17 78.42(12) 2_676 . ? O7 La1 O17 72.65(11) . . ? O14 La1 O17 131.02(13) . . ? O8 La1 O9 73.77(11) 2_676 1_545 ? O7 La1 O9 143.96(11) . 1_545 ? O14 La1 O9 133.55(11) . 1_545 ? O17 La1 O9 71.40(10) . 1_545 ? O8 La1 O16 145.19(13) 2_676 . ? O7 La1 O16 82.91(14) . . ? O14 La1 O16 139.57(14) . . ? O17 La1 O16 69.90(13) . . ? O9 La1 O16 82.60(14) 1_545 . ? O8 La1 O1 119.14(10) 2_676 . ? O7 La1 O1 137.19(11) . . ? O14 La1 O1 102.82(13) . . ? O17 La1 O1 125.91(11) . . ? O9 La1 O1 66.99(11) 1_545 . ? O16 La1 O1 71.87(13) . . ? O8 La1 O15 143.16(13) 2_676 . ? O7 La1 O15 71.41(13) . . ? O14 La1 O15 69.89(14) . . ? O17 La1 O15 129.28(12) . . ? O9 La1 O15 132.96(12) 1_545 . ? O16 La1 O15 71.21(14) . . ? O1 La1 O15 67.97(12) . . ? O8 La1 O2 77.00(11) 2_676 . ? O7 La1 O2 143.19(10) . . ? O14 La1 O2 69.56(10) . . ? O17 La1 O2 140.05(10) . . ? O9 La1 O2 71.76(9) 1_545 . ? O16 La1 O2 119.54(12) . . ? O1 La1 O2 47.83(9) . . ? O15 La1 O2 87.88(11) . . ? O8 La1 C7 96.79(11) 2_676 . ? O7 La1 C7 151.11(12) . . ? O14 La1 C7 89.40(12) . . ? O17 La1 C7 133.56(10) . . ? O9 La1 C7 63.10(11) 1_545 . ? O16 La1 C7 94.78(13) . . ? O1 La1 C7 23.69(10) . . ? O15 La1 C7 80.55(12) . . ? O2 La1 C7 24.83(9) . . ? O3 Cu1 O2 95.16(12) 2_566 . ? O3 Cu1 O13 168.33(12) 2_566 . ? O2 Cu1 O13 91.54(12) . . ? O3 Cu1 O13 91.77(12) 2_566 2_566 ? O2 Cu1 O13 168.37(12) . 2_566 ? O13 Cu1 O13 80.15(12) . 2_566 ? O3 Cu1 O10 95.26(12) 2_566 1_445 ? O2 Cu1 O10 91.69(12) . 1_445 ? O13 Cu1 O10 94.08(12) . 1_445 ? O13 Cu1 O10 96.98(12) 2_566 1_445 ? O3 Cu1 Cu1 131.16(9) 2_566 2_566 ? O2 Cu1 Cu1 131.27(9) . 2_566 ? O13 Cu1 Cu1 40.23(8) . 2_566 ? O13 Cu1 Cu1 39.92(8) 2_566 2_566 ? O10 Cu1 Cu1 97.24(8) 1_445 2_566 ? C7 O1 La1 98.4(3) . . ? C7 O2 Cu1 124.8(3) . . ? C7 O2 La1 91.4(2) . . ? Cu1 O2 La1 143.47(14) . . ? C8 O3 Cu1 131.0(2) . 2_566 ? C15 O7 La1 149.6(3) . . ? C15 O8 La1 148.3(3) . 2_676 ? C16 O9 La1 133.1(3) . 1_565 ? C16 O10 Cu1 116.9(3) . 1_665 ? C2 O13 Cu1 127.6(2) . . ? C2 O13 Cu1 130.3(2) . 2_566 ? Cu1 O13 Cu1 99.85(12) . 2_566 ? La1 O14 H14A 109.5 . . ? La1 O14 H14B 110(2) . . ? H14A O14 H14B 129.8 . . ? La1 O15 H15A 109.5 . . ? La1 O15 H15B 107(2) . . ? H15A O15 H15B 136.8 . . ? La1 O16 H16A 109.5 . . ? La1 O16 H16B 121(2) . . ? H16A O16 H16B 115.8 . . ? La1 O17 H17A 109.5 . . ? La1 O17 H17B 115(2) . . ? H17A O17 H17B 131.2 . . ? H18A O18 H18B 77(4) . . ? O6 N1 O5 121.7(4) . . ? O6 N1 C5 120.4(4) . . ? O5 N1 C5 117.8(4) . . ? O11 N2 O12 122.9(5) . . ? O11 N2 C13 119.6(4) . . ? O12 N2 C13 117.4(4) . . ? C6 C1 C2 120.3(3) . . ? C6 C1 C7 114.7(3) . . ? C2 C1 C7 125.0(3) . . ? O13 C2 C1 121.0(3) . . ? O13 C2 C3 120.5(3) . . ? C1 C2 C3 118.5(3) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 C8 115.0(3) . . ? C2 C3 C8 124.2(3) . . ? C3 C4 C5 119.9(4) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 121.4(4) . . ? C4 C5 N1 120.1(4) . . ? C6 C5 N1 118.5(4) . . ? C1 C6 C5 119.3(4) . . ? C1 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? O1 C7 O2 118.9(3) . . ? O1 C7 C1 119.1(4) . . ? O2 C7 C1 121.9(3) . . ? O1 C7 La1 57.9(2) . . ? O2 C7 La1 63.7(2) . . ? C1 C7 La1 160.4(3) . . ? O4 C8 O3 120.5(3) . . ? O4 C8 C3 117.8(3) . . ? O3 C8 C3 121.7(3) . . ? C14 C9 C10 119.0(3) . . ? C14 C9 C15 118.7(3) . . ? C10 C9 C15 122.1(3) . . ? C9 C10 C11 121.3(3) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C12 C11 C10 119.2(3) . . ? C12 C11 C16 119.3(3) . . ? C10 C11 C16 121.5(3) . . ? C13 C12 C11 118.7(4) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C12 C13 C14 122.1(4) . . ? C12 C13 N2 119.2(4) . . ? C14 C13 N2 118.6(4) . . ? C9 C14 C13 119.6(4) . . ? C9 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? O7 C15 O8 125.0(4) . . ? O7 C15 C9 117.2(4) . . ? O8 C15 C9 117.8(3) . . ? O9 C16 O10 125.2(4) . . ? O9 C16 C11 118.0(4) . . ? O10 C16 C11 116.7(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 O15 H15A O18 0.82 2.03 2.843(6) 171.9 . O18 H18A O15 0.892(17) 2.59(3) 2.843(6) 97(2) . O14 H14B O15 0.901(18) 2.58(3) 2.921(6) 103(2) . O14 H14A O3 0.82 1.87 2.685(4) 174.9 2_566 O16 H16A O18 0.82 2.15 2.937(6) 159.4 1_655 O17 H17A O4 0.82 2.05 2.761(4) 145.3 1_665 O18 H18B O6 0.901(17) 2.40(3) 3.113(6) 136(3) 2_667 O17 H17B O10 0.889(17) 2.07(3) 2.834(4) 144(4) 1_545 O17 H17B O3 0.889(17) 2.53(4) 3.190(5) 132(3) 2_666 O14 H14B O4 0.901(18) 2.09(3) 2.815(5) 136(3) 1_565 O15 H15B O5 0.896(17) 2.44(3) 3.033(6) 124(3) 1_565 O16 H16B O12 0.885(18) 2.07(2) 2.832(6) 144(3) 2_777 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.228 _refine_diff_density_min -0.923 _refine_diff_density_rms 0.188