# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global #TrackingRef '08007_PL1431.cif' _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Murale Murugesu' 'Tara J. Burchell' 'Rodolphe Clerac' 'Mathieu Leclere' 'Po-Heng Lin.' 'Jerome Long' _publ_contact_author_name 'Murale Murugesu' _publ_contact_author_email M.MURUGESU@UOTTAWA.CA _publ_section_title ; Fluorescent Dialdehyde Ligand for the Encapsulation of Dinuclear Luminescent Lanthanides Complexes ; # Attachment '08007_PL1431.cif' data_sada _database_code_depnum_ccdc_archive 'CCDC 760997' #TrackingRef '08007_PL1431.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H37 N O19 Tb2' _chemical_formula_weight 1285.66 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' O O 0.0106 0.0060 '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' 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 8.578(3) _cell_length_b 12.076(6) _cell_length_c 12.679(4) _cell_angle_alpha 101.563(8) _cell_angle_beta 105.130(5) _cell_angle_gamma 103.030(5) _cell_volume 1187.3(8) _cell_formula_units_Z 1 _cell_measurement_temperature 202(2) _cell_measurement_reflns_used 2655 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 3.036 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8630 _exptl_absorpt_correction_T_max 0.9418 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 202(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9778 _diffrn_reflns_av_R_equivalents 0.1071 _diffrn_reflns_av_sigmaI/netI 0.1654 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4166 _reflns_number_gt 2608 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0637P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4166 _refine_ls_number_parameters 355 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.1277 _refine_ls_R_factor_gt 0.0655 _refine_ls_wR_factor_ref 0.1542 _refine_ls_wR_factor_gt 0.1317 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.978 _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 0.66343(7) 0.15769(6) 0.06076(5) 0.0331(2) Uani 1 1 d . . . O1 O 0.9167(9) 0.3167(8) 0.1162(7) 0.042(2) Uani 1 1 d . . . O2 O 0.7542(9) 0.2213(7) 0.2520(7) 0.037(2) Uani 1 1 d . . . O3 O 0.7848(14) 0.1864(10) 0.5690(9) 0.078(3) Uani 1 1 d . . . O4 O 0.8922(10) 0.0676(8) 0.1101(7) 0.046(2) Uani 1 1 d . . . O5 O 0.5641(9) -0.0240(7) 0.0956(6) 0.0312(19) Uani 1 1 d . . . O6 O 0.2493(10) -0.1328(7) 0.1106(7) 0.040(2) Uani 1 1 d . . . O7 O 0.4105(10) 0.1758(7) 0.1059(7) 0.042(2) Uani 1 1 d . . . O8 O 0.5757(10) 0.2927(8) -0.0192(7) 0.041(2) Uani 1 1 d . . . O9 O 0.5613(12) 0.4889(10) -0.2390(9) 0.069(3) Uani 1 1 d . . . C1 C 1.0218(15) 0.3754(11) 0.2069(11) 0.040(3) Uani 1 1 d . . . H1A H 1.1146 0.4334 0.2037 0.048 Uiso 1 1 calc R . . C2 C 1.0216(15) 0.3670(12) 0.3178(11) 0.041(3) Uani 1 1 d . . . C3 C 1.1643(16) 0.4376(12) 0.4105(11) 0.049(4) Uani 1 1 d . . . H3A H 1.2519 0.4914 0.3974 0.058 Uiso 1 1 calc R . . C4 C 1.1798(18) 0.4305(15) 0.5192(12) 0.063(5) Uani 1 1 d . . . H4A H 1.2747 0.4808 0.5814 0.076 Uiso 1 1 calc R . . C5 C 1.0546(19) 0.3488(14) 0.5362(11) 0.056(4) Uani 1 1 d . . . H5A H 1.0676 0.3421 0.6112 0.067 Uiso 1 1 calc R . . C6 C 0.9114(15) 0.2762(12) 0.4497(10) 0.039(3) Uani 1 1 d . . . C7 C 0.8880(14) 0.2830(11) 0.3353(10) 0.033(3) Uani 1 1 d . . . C8 C 0.7828(18) 0.1931(13) 0.4749(12) 0.053(4) Uani 1 1 d . . . H8A H 0.6906 0.1404 0.4124 0.063 Uiso 1 1 calc R . . C9 C 0.9203(15) 0.0126(13) 0.1812(12) 0.049(4) Uani 1 1 d . . . H9A H 1.0286 0.0005 0.2022 0.058 Uiso 1 1 calc R . . C10 C 0.8008(14) -0.0360(11) 0.2365(10) 0.036(3) Uani 1 1 d . . . C11 C 0.8624(16) -0.0717(11) 0.3318(10) 0.045(4) Uani 1 1 d . . . H11A H 0.9791 -0.0657 0.3584 0.054 Uiso 1 1 calc R . . C12 C 0.7571(19) -0.1162(13) 0.3896(11) 0.054(4) Uani 1 1 d . . . H12A H 0.8016 -0.1384 0.4564 0.064 Uiso 1 1 calc R . . C13 C 0.5869(17) -0.1278(11) 0.3488(10) 0.045(3) Uani 1 1 d . . . H13A H 0.5149 -0.1549 0.3898 0.054 Uiso 1 1 calc R . . C14 C 0.5191(14) -0.1005(10) 0.2484(9) 0.031(3) Uani 1 1 d . . . C15 C 0.6250(14) -0.0543(11) 0.1904(9) 0.033(3) Uani 1 1 d . . . C16 C 0.3346(15) -0.1269(11) 0.2064(11) 0.042(3) Uani 1 1 d . . . H16A H 0.2758 -0.1407 0.2587 0.050 Uiso 1 1 calc R . . C17 C 0.2972(17) 0.2168(12) 0.0681(10) 0.046(4) Uani 1 1 d . . . H17A H 0.2027 0.2037 0.0947 0.055 Uiso 1 1 calc R . . C18 C 0.2966(14) 0.2850(11) -0.0156(10) 0.034(3) Uani 1 1 d . . . C19 C 0.1499(17) 0.3168(13) -0.0552(11) 0.051(4) Uani 1 1 d . . . H19A H 0.0546 0.2885 -0.0327 0.061 Uiso 1 1 calc R . . C20 C 0.1422(18) 0.3898(13) -0.1277(12) 0.057(4) Uani 1 1 d . . . H20A H 0.0434 0.4133 -0.1525 0.069 Uiso 1 1 calc R . . C21 C 0.2796(16) 0.4279(12) -0.1636(11) 0.043(3) Uani 1 1 d . . . H21A H 0.2740 0.4779 -0.2127 0.052 Uiso 1 1 calc R . . C22 C 0.4253(15) 0.3944(11) -0.1290(10) 0.037(3) Uani 1 1 d . . . C23 C 0.4384(16) 0.3220(11) -0.0516(10) 0.037(3) Uani 1 1 d . . . C24 C 0.5628(17) 0.4326(12) -0.1699(11) 0.049(4) Uani 1 1 d . . . H24A H 0.6631 0.4124 -0.1406 0.059 Uiso 1 1 calc R . . N30 N 0.491(4) 0.316(3) 0.387(4) 0.124(13) Uani 0.50 1 d PDU A 1 C31 C 0.398(5) 0.226(3) 0.362(5) 0.103(14) Uani 0.50 1 d PDU A 1 C32 C 0.286(5) 0.108(3) 0.346(4) 0.109(14) Uani 0.50 1 d PDU A 1 H32A H 0.2416 0.0653 0.2652 0.163 Uiso 0.50 1 calc PR A 1 H32B H 0.1921 0.1160 0.3746 0.163 Uiso 0.50 1 calc PR A 1 H32C H 0.3497 0.0637 0.3883 0.163 Uiso 0.50 1 calc PR A 1 O40 O 0.361(3) 0.1227(19) 0.3046(18) 0.052(5) Uani 0.50 1 d PDU B 2 H40 H 0.3959 0.1359 0.2509 0.078 Uiso 0.50 1 calc PR B 2 C40 C 0.347(5) 0.226(3) 0.366(4) 0.068(10) Uani 0.50 1 d PDU B 2 H40A H 0.4094 0.2413 0.4470 0.102 Uiso 0.50 1 calc PR B 2 H40B H 0.2274 0.2186 0.3572 0.102 Uiso 0.50 1 calc PR B 2 H40C H 0.3934 0.2924 0.3388 0.102 Uiso 0.50 1 calc PR B 2 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 0.0277(3) 0.0473(4) 0.0290(3) 0.0177(3) 0.0109(2) 0.0113(3) O1 0.028(4) 0.056(6) 0.033(5) 0.013(5) 0.003(4) 0.002(4) O2 0.035(5) 0.035(5) 0.038(5) 0.012(4) 0.010(4) 0.008(4) O3 0.098(8) 0.102(10) 0.050(6) 0.042(6) 0.038(6) 0.026(7) O4 0.035(5) 0.063(7) 0.040(5) 0.019(5) 0.009(4) 0.014(5) O5 0.033(4) 0.050(6) 0.024(4) 0.024(4) 0.011(3) 0.023(4) O6 0.040(5) 0.051(6) 0.033(5) 0.017(4) 0.012(4) 0.016(4) O7 0.038(5) 0.048(6) 0.055(6) 0.025(5) 0.021(4) 0.021(5) O8 0.035(5) 0.048(6) 0.050(5) 0.018(5) 0.017(4) 0.021(4) O9 0.053(6) 0.088(9) 0.071(7) 0.048(7) 0.015(5) 0.010(6) C1 0.033(7) 0.033(8) 0.060(9) 0.014(7) 0.020(7) 0.013(6) C2 0.039(7) 0.051(9) 0.046(8) 0.025(7) 0.021(6) 0.017(7) C3 0.041(8) 0.050(9) 0.046(9) 0.002(7) 0.008(7) 0.013(7) C4 0.038(8) 0.086(13) 0.045(9) 0.013(9) -0.007(7) 0.010(8) C5 0.072(10) 0.075(12) 0.026(7) 0.012(8) 0.009(7) 0.042(9) C6 0.036(7) 0.055(9) 0.031(7) 0.007(7) 0.014(6) 0.022(7) C7 0.034(7) 0.037(8) 0.030(7) 0.004(6) 0.008(6) 0.020(6) C8 0.058(9) 0.051(10) 0.050(9) 0.014(8) 0.018(8) 0.018(8) C9 0.024(7) 0.058(10) 0.056(9) 0.009(8) -0.001(6) 0.019(7) C10 0.031(7) 0.035(8) 0.038(7) 0.003(6) 0.005(6) 0.011(6) C11 0.036(7) 0.048(9) 0.040(8) 0.017(7) -0.013(6) 0.016(7) C12 0.070(10) 0.062(10) 0.027(7) 0.027(7) 0.001(7) 0.021(8) C13 0.055(9) 0.040(9) 0.035(7) 0.013(7) 0.011(7) 0.008(7) C14 0.034(6) 0.027(7) 0.026(6) 0.010(6) 0.000(5) 0.005(6) C15 0.029(6) 0.038(8) 0.027(7) 0.003(6) 0.006(5) 0.008(6) C16 0.042(7) 0.046(9) 0.042(8) 0.014(7) 0.029(7) 0.005(7) C17 0.043(8) 0.062(10) 0.042(8) 0.020(7) 0.025(7) 0.017(7) C18 0.028(6) 0.041(8) 0.034(7) 0.005(6) 0.013(6) 0.012(6) C19 0.052(8) 0.055(10) 0.038(8) 0.006(7) 0.010(7) 0.014(7) C20 0.055(9) 0.069(11) 0.065(10) 0.034(9) 0.013(8) 0.044(8) C21 0.045(8) 0.044(9) 0.041(8) 0.012(7) 0.009(7) 0.019(7) C22 0.039(7) 0.029(8) 0.042(8) 0.010(6) 0.015(6) 0.002(6) C23 0.052(8) 0.030(8) 0.033(7) 0.008(6) 0.022(6) 0.009(7) C24 0.055(9) 0.042(9) 0.051(9) 0.027(8) 0.008(7) 0.013(7) N30 0.08(2) 0.16(4) 0.16(2) 0.08(3) 0.04(2) 0.06(2) C31 0.06(2) 0.17(4) 0.13(2) 0.07(3) 0.05(2) 0.08(2) C32 0.07(2) 0.17(4) 0.13(3) 0.07(3) 0.04(2) 0.07(2) O40 0.038(10) 0.064(14) 0.091(15) 0.064(12) 0.038(11) 0.026(10) C40 0.039(16) 0.10(2) 0.087(19) 0.049(17) 0.025(16) 0.031(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 Tb1 O8 2.252(8) . ? Tb1 O2 2.253(8) . ? Tb1 O5 2.341(8) . ? Tb1 O5 2.371(7) 2_655 ? Tb1 O1 2.384(8) . ? Tb1 O7 2.428(8) . ? Tb1 O4 2.453(9) . ? Tb1 O6 2.462(8) 2_655 ? Tb1 Tb1 3.914(2) 2_655 ? O1 C1 1.218(14) . ? O2 C7 1.286(12) . ? O3 C8 1.208(15) . ? O4 C9 1.229(15) . ? O5 C15 1.336(12) . ? O5 Tb1 2.371(7) 2_655 ? O6 C16 1.223(13) . ? O6 Tb1 2.462(8) 2_655 ? O7 C17 1.220(14) . ? O8 C23 1.294(14) . ? O9 C24 1.211(14) . ? C1 C2 1.429(17) . ? C1 H1A 0.9500 . ? C2 C3 1.408(17) . ? C2 C7 1.446(17) . ? C3 C4 1.372(19) . ? C3 H3A 0.9500 . ? C4 C5 1.38(2) . ? C4 H4A 0.9500 . ? C5 C6 1.380(18) . ? C5 H5A 0.9500 . ? C6 C7 1.433(16) . ? C6 C8 1.462(19) . ? C8 H8A 0.9500 . ? C9 C10 1.468(18) . ? C9 H9A 0.9500 . ? C10 C11 1.380(16) . ? C10 C15 1.415(15) . ? C11 C12 1.389(19) . ? C11 H11A 0.9500 . ? C12 C13 1.380(18) . ? C12 H12A 0.9500 . ? C13 C14 1.391(15) . ? C13 H13A 0.9500 . ? C14 C15 1.401(16) . ? C14 C16 1.468(16) . ? C16 H16A 0.9500 . ? C17 C18 1.467(17) . ? C17 H17A 0.9500 . ? C18 C19 1.396(17) . ? C18 C23 1.419(16) . ? C19 C20 1.395(18) . ? C19 H19A 0.9500 . ? C20 C21 1.388(18) . ? C20 H20A 0.9500 . ? C21 C22 1.390(17) . ? C21 H21A 0.9500 . ? C22 C24 1.430(18) . ? C22 C23 1.438(16) . ? C24 H24A 0.9500 . ? N30 C31 1.116(9) . ? C31 C32 1.472(9) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? O40 C40 1.387(19) . ? O40 H40 0.8400 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? 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 112.0(3) . . ? O8 Tb1 O5 142.4(3) . . ? O2 Tb1 O5 82.3(3) . . ? O8 Tb1 O5 82.4(3) . 2_655 ? O2 Tb1 O5 142.1(3) . 2_655 ? O5 Tb1 O5 67.7(3) . 2_655 ? O8 Tb1 O1 77.3(3) . . ? O2 Tb1 O1 72.7(3) . . ? O5 Tb1 O1 139.9(2) . . ? O5 Tb1 O1 144.9(3) 2_655 . ? O8 Tb1 O7 72.5(3) . . ? O2 Tb1 O7 76.6(3) . . ? O5 Tb1 O7 77.8(3) . . ? O5 Tb1 O7 74.9(3) 2_655 . ? O1 Tb1 O7 124.0(3) . . ? O8 Tb1 O4 145.9(3) . . ? O2 Tb1 O4 78.3(3) . . ? O5 Tb1 O4 69.2(3) . . ? O5 Tb1 O4 109.9(3) 2_655 . ? O1 Tb1 O4 75.2(3) . . ? O7 Tb1 O4 140.7(3) . . ? O8 Tb1 O6 77.0(3) . 2_655 ? O2 Tb1 O6 145.1(3) . 2_655 ? O5 Tb1 O6 111.6(3) . 2_655 ? O5 Tb1 O6 70.7(3) 2_655 2_655 ? O1 Tb1 O6 77.0(3) . 2_655 ? O7 Tb1 O6 136.4(3) . 2_655 ? O4 Tb1 O6 77.5(3) . 2_655 ? O8 Tb1 Tb1 113.2(2) . 2_655 ? O2 Tb1 Tb1 113.5(2) . 2_655 ? O5 Tb1 Tb1 34.08(17) . 2_655 ? O5 Tb1 Tb1 33.59(17) 2_655 2_655 ? O1 Tb1 Tb1 162.3(2) . 2_655 ? O7 Tb1 Tb1 73.5(2) . 2_655 ? O4 Tb1 Tb1 89.6(2) . 2_655 ? O6 Tb1 Tb1 91.1(2) 2_655 2_655 ? C1 O1 Tb1 134.4(8) . . ? C7 O2 Tb1 140.4(8) . . ? C9 O4 Tb1 128.9(8) . . ? C15 O5 Tb1 126.1(7) . . ? C15 O5 Tb1 121.5(7) . 2_655 ? Tb1 O5 Tb1 112.3(3) . 2_655 ? C16 O6 Tb1 126.6(7) . 2_655 ? C17 O7 Tb1 134.4(8) . . ? C23 O8 Tb1 138.6(8) . . ? O1 C1 C2 127.4(12) . . ? O1 C1 H1A 116.3 . . ? C2 C1 H1A 116.3 . . ? C3 C2 C1 117.4(12) . . ? C3 C2 C7 120.2(11) . . ? C1 C2 C7 122.2(11) . . ? C4 C3 C2 121.6(14) . . ? C4 C3 H3A 119.2 . . ? C2 C3 H3A 119.2 . . ? C3 C4 C5 118.5(13) . . ? C3 C4 H4A 120.8 . . ? C5 C4 H4A 120.8 . . ? C4 C5 C6 123.3(13) . . ? C4 C5 H5A 118.3 . . ? C6 C5 H5A 118.3 . . ? C5 C6 C7 120.0(13) . . ? C5 C6 C8 120.1(12) . . ? C7 C6 C8 119.9(11) . . ? O2 C7 C6 122.9(12) . . ? O2 C7 C2 120.7(11) . . ? C6 C7 C2 116.4(11) . . ? O3 C8 C6 125.0(14) . . ? O3 C8 H8A 117.5 . . ? C6 C8 H8A 117.5 . . ? O4 C9 C10 125.5(11) . . ? O4 C9 H9A 117.2 . . ? C10 C9 H9A 117.2 . . ? C11 C10 C15 119.7(12) . . ? C11 C10 C9 118.2(11) . . ? C15 C10 C9 121.9(11) . . ? C10 C11 C12 121.3(11) . . ? C10 C11 H11A 119.4 . . ? C12 C11 H11A 119.4 . . ? C13 C12 C11 119.1(11) . . ? C13 C12 H12A 120.4 . . ? C11 C12 H12A 120.4 . . ? C12 C13 C14 120.9(13) . . ? C12 C13 H13A 119.5 . . ? C14 C13 H13A 119.5 . . ? C13 C14 C15 120.2(11) . . ? C13 C14 C16 116.7(11) . . ? C15 C14 C16 123.1(10) . . ? O5 C15 C14 121.5(10) . . ? O5 C15 C10 119.9(11) . . ? C14 C15 C10 118.5(11) . . ? O6 C16 C14 126.3(11) . . ? O6 C16 H16A 116.9 . . ? C14 C16 H16A 116.9 . . ? O7 C17 C18 124.6(12) . . ? O7 C17 H17A 117.7 . . ? C18 C17 H17A 117.7 . . ? C19 C18 C23 120.9(12) . . ? C19 C18 C17 116.3(12) . . ? C23 C18 C17 122.8(10) . . ? C20 C19 C18 120.5(14) . . ? C20 C19 H19A 119.7 . . ? C18 C19 H19A 119.7 . . ? C21 C20 C19 119.7(12) . . ? C21 C20 H20A 120.2 . . ? C19 C20 H20A 120.2 . . ? C20 C21 C22 121.2(12) . . ? C20 C21 H21A 119.4 . . ? C22 C21 H21A 119.4 . . ? C21 C22 C24 119.8(12) . . ? C21 C22 C23 120.2(12) . . ? C24 C22 C23 120.0(11) . . ? O8 C23 C18 123.2(11) . . ? O8 C23 C22 119.4(11) . . ? C18 C23 C22 117.4(11) . . ? O9 C24 C22 125.0(13) . . ? O9 C24 H24A 117.5 . . ? C22 C24 H24A 117.5 . . ? N30 C31 C32 172(7) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C40 O40 H40 109.5 . . ? O40 C40 H40A 109.5 . . ? O40 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O40 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.052 _refine_diff_density_min -1.159 _refine_diff_density_rms 0.200 # Attachment '08016_PL1544.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 760998' #TrackingRef '08016_PL1544.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H36 Dy2 N2 O18' _chemical_formula_weight 1301.83 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' 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 8.6231(10) _cell_length_b 12.0349(13) _cell_length_c 12.5501(14) _cell_angle_alpha 102.5400(10) _cell_angle_beta 103.8380(10) _cell_angle_gamma 101.5840(10) _cell_volume 1189.8(2) _cell_formula_units_Z 1 _cell_measurement_temperature 202(2) _cell_measurement_reflns_used 8263 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 638 _exptl_absorpt_coefficient_mu 3.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3358 _exptl_absorpt_correction_T_max 0.5274 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 202(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11365 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4803 _reflns_number_gt 4194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.8520P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4803 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0756 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.16078(2) 0.154713(19) 0.059154(17) 0.02960(8) Uani 1 1 d . . . O1 O -0.0813(4) 0.1806(3) 0.1131(3) 0.0416(8) Uani 1 1 d . . . O2 O 0.0774(4) 0.2930(3) -0.0168(3) 0.0370(7) Uani 1 1 d . . . O3 O 0.0620(5) 0.4793(4) -0.2471(4) 0.0662(12) Uani 1 1 d . . . O4 O 0.4082(4) 0.3104(3) 0.1100(3) 0.0395(8) Uani 1 1 d . . . O5 O 0.2514(4) 0.2194(3) 0.2523(3) 0.0355(7) Uani 1 1 d . . . O6 O 0.2852(6) 0.1865(4) 0.5712(3) 0.0698(13) Uani 1 1 d . . . O7 O 0.2444(4) 0.1250(3) -0.1146(3) 0.0382(7) Uani 1 1 d . . . O8 O -0.0616(4) 0.0241(3) -0.0940(2) 0.0311(6) Uani 1 1 d . . . O9 O -0.3858(4) -0.0606(3) -0.1002(3) 0.0406(8) Uani 1 1 d . . . C1 C -0.1942(6) 0.2201(5) 0.0717(4) 0.0428(12) Uani 1 1 d . . . H1A H -0.2900 0.2050 0.0967 0.051 Uiso 1 1 calc R . . C2 C -0.1982(6) 0.2872(4) -0.0112(4) 0.0378(10) Uani 1 1 d . . . C3 C -0.3452(7) 0.3197(5) -0.0518(5) 0.0482(13) Uani 1 1 d . . . H3A H -0.4387 0.2942 -0.0270 0.058 Uiso 1 1 calc R . . C4 C -0.3545(7) 0.3882(6) -0.1273(5) 0.0550(14) Uani 1 1 d . . . H4A H -0.4532 0.4107 -0.1532 0.066 Uiso 1 1 calc R . . C5 C -0.2201(7) 0.4234(5) -0.1644(5) 0.0488(13) Uani 1 1 d . . . H5A H -0.2271 0.4711 -0.2157 0.059 Uiso 1 1 calc R . . C6 C -0.0738(6) 0.3911(4) -0.1292(4) 0.0385(11) Uani 1 1 d . . . C7 C -0.0579(6) 0.3228(4) -0.0497(4) 0.0340(10) Uani 1 1 d . . . C8 C 0.0636(7) 0.4271(5) -0.1737(5) 0.0499(13) Uani 1 1 d . . . H8A H 0.1636 0.4083 -0.1429 0.060 Uiso 1 1 calc R . . C9 C 0.5141(6) 0.3691(4) 0.2019(4) 0.0399(11) Uani 1 1 d . . . H9A H 0.6039 0.4262 0.1972 0.048 Uiso 1 1 calc R . . C10 C 0.5159(6) 0.3603(4) 0.3134(4) 0.0363(10) Uani 1 1 d . . . C11 C 0.6520(6) 0.4300(5) 0.4049(5) 0.0472(12) Uani 1 1 d . . . H11A H 0.7353 0.4849 0.3910 0.057 Uiso 1 1 calc R . . C12 C 0.6700(7) 0.4222(5) 0.5151(5) 0.0531(14) Uani 1 1 d . . . H12A H 0.7642 0.4701 0.5762 0.064 Uiso 1 1 calc R . . C13 C 0.5464(7) 0.3422(5) 0.5339(4) 0.0483(13) Uani 1 1 d . . . H13A H 0.5586 0.3352 0.6092 0.058 Uiso 1 1 calc R . . C14 C 0.4077(6) 0.2729(4) 0.4484(4) 0.0373(10) Uani 1 1 d . . . C15 C 0.3845(6) 0.2800(4) 0.3331(4) 0.0321(9) Uani 1 1 d . . . C16 C 0.2826(7) 0.1914(5) 0.4752(4) 0.0441(12) Uani 1 1 d . . . H16A H 0.1933 0.1387 0.4133 0.053 Uiso 1 1 calc R . . C17 C 0.1603(6) 0.1185(4) -0.2112(4) 0.0392(11) Uani 1 1 d . . . H17A H 0.2180 0.1288 -0.2656 0.047 Uiso 1 1 calc R . . C18 C -0.0189(6) 0.0965(4) -0.2500(4) 0.0338(10) Uani 1 1 d . . . C19 C -0.0912(7) 0.1227(4) -0.3516(4) 0.0441(12) Uani 1 1 d . . . H19A H -0.0223 0.1486 -0.3951 0.053 Uiso 1 1 calc R . . C20 C -0.2582(7) 0.1121(5) -0.3896(4) 0.0479(13) Uani 1 1 d . . . H20A H -0.3034 0.1320 -0.4575 0.058 Uiso 1 1 calc R . . C21 C -0.3595(6) 0.0721(5) -0.3284(4) 0.0428(12) Uani 1 1 d . . . H21A H -0.4744 0.0669 -0.3533 0.051 Uiso 1 1 calc R . . C22 C -0.2955(6) 0.0390(4) -0.2298(4) 0.0344(10) Uani 1 1 d . . . C23 C -0.1241(5) 0.0523(4) -0.1889(4) 0.0303(9) Uani 1 1 d . . . C24 C -0.4115(6) -0.0059(5) -0.1704(4) 0.0408(11) Uani 1 1 d . . . H24A H -0.5171 0.0094 -0.1888 0.049 Uiso 1 1 calc R . . N40 N 0.7693(9) 0.1219(7) 0.3492(6) 0.097(2) Uani 1 1 d . . . C40 C 0.8616(8) 0.2072(6) 0.3635(5) 0.0599(15) Uani 1 1 d . . . C41 C 0.9821(8) 0.3170(6) 0.3836(6) 0.0676(17) Uani 1 1 d . . . H41A H 1.0215 0.3578 0.4655 0.101 Uiso 1 1 calc R . . H41B H 0.9312 0.3668 0.3417 0.101 Uiso 1 1 calc R . . H41C H 1.0758 0.3013 0.3572 0.101 Uiso 1 1 calc 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 Dy1 0.02549(12) 0.03817(13) 0.02553(12) 0.01362(9) 0.00743(8) 0.00436(8) O1 0.0414(19) 0.052(2) 0.0415(19) 0.0210(17) 0.0203(16) 0.0172(16) O2 0.0306(17) 0.0401(18) 0.0435(19) 0.0182(15) 0.0121(14) 0.0081(14) O3 0.067(3) 0.077(3) 0.062(3) 0.044(2) 0.019(2) 0.009(2) O4 0.0320(17) 0.048(2) 0.0362(18) 0.0167(16) 0.0095(15) 0.0007(15) O5 0.0310(16) 0.0425(18) 0.0306(16) 0.0113(14) 0.0091(13) 0.0034(14) O6 0.071(3) 0.099(3) 0.036(2) 0.028(2) 0.017(2) 0.003(2) O7 0.0316(17) 0.053(2) 0.0337(18) 0.0165(16) 0.0133(14) 0.0093(15) O8 0.0278(15) 0.0400(17) 0.0255(15) 0.0140(13) 0.0056(12) 0.0063(13) O9 0.0304(17) 0.054(2) 0.0414(19) 0.0194(17) 0.0122(15) 0.0122(15) C1 0.039(3) 0.056(3) 0.037(3) 0.012(2) 0.019(2) 0.012(2) C2 0.036(3) 0.043(3) 0.032(2) 0.006(2) 0.008(2) 0.013(2) C3 0.044(3) 0.062(3) 0.041(3) 0.013(3) 0.015(2) 0.017(3) C4 0.052(3) 0.070(4) 0.054(3) 0.025(3) 0.015(3) 0.034(3) C5 0.057(3) 0.049(3) 0.040(3) 0.016(2) 0.009(3) 0.015(3) C6 0.042(3) 0.036(3) 0.031(2) 0.007(2) 0.004(2) 0.006(2) C7 0.041(3) 0.029(2) 0.024(2) 0.0030(18) 0.0059(19) 0.0020(19) C8 0.051(3) 0.047(3) 0.047(3) 0.022(3) 0.010(3) 0.000(2) C9 0.031(2) 0.043(3) 0.047(3) 0.015(2) 0.016(2) 0.004(2) C10 0.032(2) 0.038(3) 0.034(2) 0.008(2) 0.0066(19) 0.0048(19) C11 0.036(3) 0.053(3) 0.046(3) 0.011(3) 0.010(2) 0.002(2) C12 0.045(3) 0.057(3) 0.037(3) 0.004(3) -0.001(2) -0.003(3) C13 0.051(3) 0.056(3) 0.034(3) 0.013(2) 0.009(2) 0.009(3) C14 0.036(2) 0.042(3) 0.033(2) 0.010(2) 0.007(2) 0.012(2) C15 0.033(2) 0.035(2) 0.030(2) 0.0087(19) 0.0109(19) 0.0105(19) C16 0.047(3) 0.054(3) 0.032(3) 0.013(2) 0.013(2) 0.010(2) C17 0.046(3) 0.044(3) 0.031(2) 0.013(2) 0.020(2) 0.009(2) C18 0.039(2) 0.040(3) 0.024(2) 0.013(2) 0.0090(19) 0.010(2) C19 0.064(3) 0.041(3) 0.030(2) 0.016(2) 0.016(2) 0.012(2) C20 0.058(3) 0.055(3) 0.030(2) 0.019(2) 0.002(2) 0.018(3) C21 0.040(3) 0.046(3) 0.038(3) 0.014(2) 0.001(2) 0.014(2) C22 0.037(2) 0.036(2) 0.029(2) 0.011(2) 0.0054(19) 0.011(2) C23 0.034(2) 0.033(2) 0.024(2) 0.0084(18) 0.0068(18) 0.0099(18) C24 0.025(2) 0.053(3) 0.041(3) 0.012(2) 0.004(2) 0.014(2) N40 0.103(5) 0.097(5) 0.071(4) 0.023(4) 0.025(4) -0.015(4) C40 0.057(4) 0.073(4) 0.049(3) 0.024(3) 0.015(3) 0.009(3) C41 0.058(4) 0.072(4) 0.079(5) 0.031(4) 0.025(3) 0.015(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 Dy1 O2 2.244(3) . ? Dy1 O5 2.263(3) . ? Dy1 O8 2.324(3) 2 ? Dy1 O8 2.357(3) . ? Dy1 O4 2.386(3) . ? Dy1 O1 2.400(3) . ? Dy1 O7 2.433(3) . ? Dy1 O9 2.444(3) 2 ? Dy1 Dy1 3.9043(5) 2 ? O1 C1 1.223(6) . ? O2 C7 1.289(6) . ? O3 C8 1.220(6) . ? O4 C9 1.244(6) . ? O5 C15 1.289(5) . ? O6 C16 1.215(6) . ? O7 C17 1.232(6) . ? O8 C23 1.330(5) . ? O8 Dy1 2.324(3) 2 ? O9 C24 1.214(6) . ? O9 Dy1 2.444(3) 2 ? C1 C2 1.447(7) . ? C1 H1A 0.9500 . ? C2 C3 1.412(7) . ? C2 C7 1.429(7) . ? C3 C4 1.383(8) . ? C3 H3A 0.9500 . ? C4 C5 1.374(8) . ? C4 H4A 0.9500 . ? C5 C6 1.394(7) . ? C5 H5A 0.9500 . ? C6 C7 1.424(7) . ? C6 C8 1.455(7) . ? C8 H8A 0.9500 . ? C9 C10 1.422(7) . ? C9 H9A 0.9500 . ? C10 C11 1.394(7) . ? C10 C15 1.441(6) . ? C11 C12 1.380(8) . ? C11 H11A 0.9500 . ? C12 C13 1.388(8) . ? C12 H12A 0.9500 . ? C13 C14 1.369(7) . ? C13 H13A 0.9500 . ? C14 C15 1.437(6) . ? C14 C16 1.459(7) . ? C16 H16A 0.9500 . ? C17 C18 1.454(7) . ? C17 H17A 0.9500 . ? C18 C19 1.409(6) . ? C18 C23 1.418(6) . ? C19 C20 1.375(8) . ? C19 H19A 0.9500 . ? C20 C21 1.377(8) . ? C20 H20A 0.9500 . ? C21 C22 1.404(6) . ? C21 H21A 0.9500 . ? C22 C23 1.407(6) . ? C22 C24 1.470(7) . ? C24 H24A 0.9500 . ? N40 C40 1.114(9) . ? C40 C41 1.439(9) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? 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 Dy1 O5 111.30(12) . . ? O2 Dy1 O8 142.36(11) . 2 ? O5 Dy1 O8 82.79(11) . 2 ? O2 Dy1 O8 83.40(11) . . ? O5 Dy1 O8 142.11(10) . . ? O8 Dy1 O8 66.95(11) 2 . ? O2 Dy1 O4 76.10(11) . . ? O5 Dy1 O4 72.83(11) . . ? O8 Dy1 O4 140.95(11) 2 . ? O8 Dy1 O4 144.79(10) . . ? O2 Dy1 O1 72.97(11) . . ? O5 Dy1 O1 75.76(11) . . ? O8 Dy1 O1 77.50(11) 2 . ? O8 Dy1 O1 75.83(11) . . ? O4 Dy1 O1 123.15(12) . . ? O2 Dy1 O7 77.56(11) . . ? O5 Dy1 O7 145.00(11) . . ? O8 Dy1 O7 111.34(11) 2 . ? O8 Dy1 O7 70.69(10) . . ? O4 Dy1 O7 77.07(11) . . ? O1 Dy1 O7 137.34(11) . . ? O2 Dy1 O9 144.65(11) . 2 ? O5 Dy1 O9 79.10(11) . 2 ? O8 Dy1 O9 70.49(11) 2 2 ? O8 Dy1 O9 109.49(11) . 2 ? O4 Dy1 O9 75.20(12) . 2 ? O1 Dy1 O9 141.29(11) . 2 ? O7 Dy1 O9 76.28(11) . 2 ? O2 Dy1 Dy1 113.70(8) . 2 ? O5 Dy1 Dy1 113.68(8) . 2 ? O8 Dy1 Dy1 33.75(7) 2 2 ? O8 Dy1 Dy1 33.21(7) . 2 ? O4 Dy1 Dy1 162.83(8) . 2 ? O1 Dy1 Dy1 73.94(9) . 2 ? O7 Dy1 Dy1 90.97(8) . 2 ? O9 Dy1 Dy1 90.15(8) 2 2 ? C1 O1 Dy1 131.7(3) . . ? C7 O2 Dy1 138.2(3) . . ? C9 O4 Dy1 134.1(3) . . ? C15 O5 Dy1 139.4(3) . . ? C17 O7 Dy1 127.1(3) . . ? C23 O8 Dy1 124.3(3) . 2 ? C23 O8 Dy1 122.6(3) . . ? Dy1 O8 Dy1 113.05(11) 2 . ? C24 O9 Dy1 127.1(3) . 2 ? O1 C1 C2 127.3(4) . . ? O1 C1 H1A 116.4 . . ? C2 C1 H1A 116.4 . . ? C3 C2 C7 120.2(5) . . ? C3 C2 C1 117.9(4) . . ? C7 C2 C1 121.9(4) . . ? C4 C3 C2 120.7(5) . . ? C4 C3 H3A 119.6 . . ? C2 C3 H3A 119.6 . . ? C5 C4 C3 119.5(5) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C4 C5 C6 122.0(5) . . ? C4 C5 H5A 119.0 . . ? C6 C5 H5A 119.0 . . ? C5 C6 C7 120.2(5) . . ? C5 C6 C8 120.1(5) . . ? C7 C6 C8 119.7(5) . . ? O2 C7 C6 120.4(4) . . ? O2 C7 C2 122.3(4) . . ? C6 C7 C2 117.3(4) . . ? O3 C8 C6 126.0(5) . . ? O3 C8 H8A 117.0 . . ? C6 C8 H8A 117.0 . . ? O4 C9 C10 127.3(4) . . ? O4 C9 H9A 116.3 . . ? C10 C9 H9A 116.3 . . ? C11 C10 C9 118.1(4) . . ? C11 C10 C15 119.9(4) . . ? C9 C10 C15 122.0(4) . . ? C12 C11 C10 122.3(5) . . ? C12 C11 H11A 118.8 . . ? C10 C11 H11A 118.8 . . ? C11 C12 C13 118.0(5) . . ? C11 C12 H12A 121.0 . . ? C13 C12 H12A 121.0 . . ? C14 C13 C12 122.8(5) . . ? C14 C13 H13A 118.6 . . ? C12 C13 H13A 118.6 . . ? C13 C14 C15 120.5(5) . . ? C13 C14 C16 119.5(4) . . ? C15 C14 C16 119.9(4) . . ? O5 C15 C14 121.5(4) . . ? O5 C15 C10 122.1(4) . . ? C14 C15 C10 116.4(4) . . ? O6 C16 C14 124.3(5) . . ? O6 C16 H16A 117.8 . . ? C14 C16 H16A 117.8 . . ? O7 C17 C18 126.2(4) . . ? O7 C17 H17A 116.9 . . ? C18 C17 H17A 116.9 . . ? C19 C18 C23 118.4(4) . . ? C19 C18 C17 118.6(4) . . ? C23 C18 C17 122.9(4) . . ? C20 C19 C18 122.1(5) . . ? C20 C19 H19A 119.0 . . ? C18 C19 H19A 119.0 . . ? C19 C20 C21 119.3(5) . . ? C19 C20 H20A 120.3 . . ? C21 C20 H20A 120.3 . . ? C20 C21 C22 121.1(5) . . ? C20 C21 H21A 119.5 . . ? C22 C21 H21A 119.5 . . ? C21 C22 C23 119.8(4) . . ? C21 C22 C24 118.2(4) . . ? C23 C22 C24 122.0(4) . . ? O8 C23 C22 120.4(4) . . ? O8 C23 C18 120.5(4) . . ? C22 C23 C18 119.2(4) . . ? O9 C24 C22 126.6(4) . . ? O9 C24 H24A 116.7 . . ? C22 C24 H24A 116.7 . . ? N40 C40 C41 179.2(8) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.011 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.119 # Attachment '08024_PL1545.cif' data_08024_pl1545 _database_code_depnum_ccdc_archive 'CCDC 760999' #TrackingRef '08024_PL1545.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H36 Eu2 N2 O18' _chemical_formula_weight 1280.75 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' 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 8.625(2) _cell_length_b 12.069(3) _cell_length_c 12.600(3) _cell_angle_alpha 102.731(3) _cell_angle_beta 103.459(3) _cell_angle_gamma 101.456(3) _cell_volume 1200.3(5) _cell_formula_units_Z 1 _cell_measurement_temperature 202(2) _cell_measurement_reflns_used 4985 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 26.16 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.772 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 2.670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6451 _exptl_absorpt_correction_T_max 0.8781 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 202(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10216 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.38 _reflns_number_total 4810 _reflns_number_gt 3725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4810 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0943 _refine_ls_wR_factor_gt 0.0860 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 0.33752(4) 0.34359(3) 0.94066(2) 0.02818(11) Uani 1 1 d . . . O1 O 0.1125(5) 0.4412(4) 0.8996(4) 0.0395(10) Uani 1 1 d . . . O2 O 0.4395(4) 0.5250(3) 0.9056(3) 0.0299(9) Uani 1 1 d . . . O3 O 0.7429(5) 0.6247(4) 0.8817(3) 0.0372(10) Uani 1 1 d . . . O4 O 0.0868(5) 0.1860(4) 0.8858(3) 0.0378(10) Uani 1 1 d . . . O5 O 0.2450(5) 0.2788(4) 0.7456(3) 0.0344(10) Uani 1 1 d . . . O6 O 0.2152(6) 0.3133(5) 0.4292(4) 0.0666(15) Uani 1 1 d . . . O7 O 0.5836(5) 0.3156(4) 0.8870(4) 0.0407(10) Uani 1 1 d . . . O8 O 0.4240(5) 0.2055(4) 1.0181(3) 0.0351(10) Uani 1 1 d . . . O9 O 0.4384(6) 0.0201(5) 1.2470(4) 0.0638(15) Uani 1 1 d . . . C1 C 0.0886(7) 0.4968(6) 0.8300(5) 0.0374(15) Uani 1 1 d . . . H1A H -0.0158 0.5140 0.8127 0.045 Uiso 1 1 calc R . . C2 C 0.2036(7) 0.5396(5) 0.7708(5) 0.0323(13) Uani 1 1 d . . . C3 C 0.1398(8) 0.5724(6) 0.6732(5) 0.0431(16) Uani 1 1 d . . . H3A H 0.0252 0.5678 0.6497 0.052 Uiso 1 1 calc R . . C4 C 0.2389(8) 0.6114(6) 0.6102(5) 0.0448(16) Uani 1 1 d . . . H4A H 0.1933 0.6310 0.5427 0.054 Uiso 1 1 calc R . . C5 C 0.4071(9) 0.6213(6) 0.6477(5) 0.0415(16) Uani 1 1 d . . . H5A H 0.4755 0.6458 0.6035 0.050 Uiso 1 1 calc R . . C6 C 0.4799(7) 0.5966(5) 0.7486(5) 0.0308(13) Uani 1 1 d . . . C7 C 0.3755(7) 0.5517(5) 0.8115(5) 0.0287(13) Uani 1 1 d . . . C8 C 0.6575(8) 0.6178(5) 0.7868(5) 0.0388(15) Uani 1 1 d . . . H8A H 0.7146 0.6274 0.7320 0.047 Uiso 1 1 calc R . . C9 C -0.0167(8) 0.1289(5) 0.7953(5) 0.0369(15) Uani 1 1 d . . . H9A H -0.1070 0.0724 0.7999 0.044 Uiso 1 1 calc R . . C10 C -0.0173(7) 0.1374(5) 0.6837(5) 0.0327(14) Uani 1 1 d . . . C11 C -0.1532(8) 0.0690(6) 0.5927(6) 0.0427(16) Uani 1 1 d . . . H11A H -0.2366 0.0146 0.6066 0.051 Uiso 1 1 calc R . . C12 C -0.1715(9) 0.0772(6) 0.4828(6) 0.0497(18) Uani 1 1 d . . . H12A H -0.2651 0.0296 0.4221 0.060 Uiso 1 1 calc R . . C13 C -0.0490(8) 0.1569(6) 0.4648(5) 0.0420(16) Uani 1 1 d . . . H13A H -0.0618 0.1651 0.3902 0.050 Uiso 1 1 calc R . . C14 C 0.0918(7) 0.2255(5) 0.5500(5) 0.0343(14) Uani 1 1 d . . . C15 C 0.1138(7) 0.2186(5) 0.6650(5) 0.0290(13) Uani 1 1 d . . . C16 C 0.2162(8) 0.3084(6) 0.5233(6) 0.0450(17) Uani 1 1 d . . . H16A H 0.3036 0.3620 0.5849 0.054 Uiso 1 1 calc R . . C17 C 0.6963(8) 0.2762(6) 0.9289(5) 0.0423(16) Uani 1 1 d . . . H17A H 0.7920 0.2905 0.9036 0.051 Uiso 1 1 calc R . . C18 C 0.7008(7) 0.2105(5) 1.0123(5) 0.0336(14) Uani 1 1 d . . . C19 C 0.8457(9) 0.1779(6) 1.0529(5) 0.0455(17) Uani 1 1 d . . . H19A H 0.9393 0.2033 1.0282 0.055 Uiso 1 1 calc R . . C20 C 0.8555(9) 0.1104(7) 1.1270(6) 0.0549(19) Uani 1 1 d . . . H20A H 0.9543 0.0881 1.1522 0.066 Uiso 1 1 calc R . . C21 C 0.7215(8) 0.0746(6) 1.1652(5) 0.0441(16) Uani 1 1 d . . . H21A H 0.7287 0.0275 1.2165 0.053 Uiso 1 1 calc R . . C22 C 0.5756(7) 0.1069(5) 1.1295(5) 0.0339(14) Uani 1 1 d . . . C23 C 0.5603(7) 0.1754(5) 1.0509(5) 0.0329(14) Uani 1 1 d . . . C24 C 0.4377(8) 0.0721(6) 1.1753(6) 0.0473(17) Uani 1 1 d . . . H24A H 0.3387 0.0924 1.1459 0.057 Uiso 1 1 calc R . . N1 N 0.7313(10) 0.3790(7) 0.6495(6) 0.088(3) Uani 1 1 d . . . C100 C 0.6404(10) 0.2948(7) 0.6364(6) 0.057(2) Uani 1 1 d . . . C101 C 0.5174(9) 0.1847(7) 0.6168(7) 0.062(2) Uani 1 1 d . . . H10A H 0.4239 0.2016 0.6431 0.093 Uiso 1 1 calc R . . H10B H 0.5671 0.1350 0.6588 0.093 Uiso 1 1 calc R . . H10C H 0.4785 0.1436 0.5354 0.093 Uiso 1 1 calc 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 Eu1 0.02428(16) 0.03614(18) 0.02340(16) 0.01208(12) 0.00614(11) 0.00311(12) O1 0.028(2) 0.052(3) 0.040(3) 0.020(2) 0.010(2) 0.009(2) O2 0.028(2) 0.039(2) 0.024(2) 0.0151(18) 0.0057(17) 0.0072(18) O3 0.034(2) 0.050(3) 0.030(2) 0.014(2) 0.013(2) 0.008(2) O4 0.034(2) 0.047(3) 0.029(2) 0.015(2) 0.010(2) -0.001(2) O5 0.027(2) 0.045(3) 0.026(2) 0.0105(19) 0.0039(18) 0.0015(19) O6 0.076(4) 0.089(4) 0.033(3) 0.025(3) 0.020(3) 0.003(3) O7 0.039(3) 0.053(3) 0.041(3) 0.024(2) 0.017(2) 0.017(2) O8 0.029(2) 0.038(2) 0.040(2) 0.015(2) 0.0114(19) 0.0062(19) O9 0.062(3) 0.080(4) 0.058(3) 0.045(3) 0.019(3) 0.009(3) C1 0.026(3) 0.045(4) 0.037(4) 0.011(3) 0.003(3) 0.010(3) C2 0.037(3) 0.033(3) 0.029(3) 0.011(3) 0.008(3) 0.011(3) C3 0.037(4) 0.051(4) 0.039(4) 0.017(3) -0.002(3) 0.014(3) C4 0.051(4) 0.052(4) 0.028(3) 0.014(3) 0.002(3) 0.015(3) C5 0.062(5) 0.040(4) 0.025(3) 0.014(3) 0.016(3) 0.011(3) C6 0.037(3) 0.034(3) 0.022(3) 0.011(3) 0.008(3) 0.010(3) C7 0.031(3) 0.033(3) 0.022(3) 0.008(2) 0.007(2) 0.009(3) C8 0.048(4) 0.043(4) 0.031(3) 0.016(3) 0.021(3) 0.008(3) C9 0.035(4) 0.032(4) 0.041(4) 0.011(3) 0.013(3) 0.001(3) C10 0.029(3) 0.031(3) 0.034(3) 0.007(3) 0.007(3) 0.003(3) C11 0.032(4) 0.042(4) 0.047(4) 0.010(3) 0.009(3) -0.002(3) C12 0.046(4) 0.054(5) 0.033(4) 0.005(3) 0.003(3) -0.005(3) C13 0.042(4) 0.048(4) 0.029(3) 0.010(3) 0.002(3) 0.006(3) C14 0.036(3) 0.032(3) 0.034(3) 0.009(3) 0.011(3) 0.008(3) C15 0.029(3) 0.028(3) 0.029(3) 0.007(3) 0.008(3) 0.008(3) C16 0.051(4) 0.046(4) 0.039(4) 0.015(3) 0.016(3) 0.008(3) C17 0.040(4) 0.056(4) 0.034(4) 0.010(3) 0.019(3) 0.011(3) C18 0.033(3) 0.034(3) 0.036(3) 0.007(3) 0.014(3) 0.013(3) C19 0.048(4) 0.057(5) 0.037(4) 0.015(3) 0.015(3) 0.022(4) C20 0.049(4) 0.073(5) 0.053(5) 0.024(4) 0.013(4) 0.036(4) C21 0.055(4) 0.046(4) 0.035(4) 0.016(3) 0.011(3) 0.018(3) C22 0.036(4) 0.027(3) 0.032(3) 0.005(3) 0.005(3) 0.004(3) C23 0.037(4) 0.029(3) 0.024(3) 0.003(3) 0.004(3) -0.001(3) C24 0.047(4) 0.052(4) 0.041(4) 0.021(3) 0.012(3) 0.002(3) N1 0.098(6) 0.085(6) 0.062(5) 0.016(4) 0.026(4) -0.019(5) C100 0.060(5) 0.064(5) 0.049(5) 0.021(4) 0.023(4) 0.010(4) C101 0.059(5) 0.062(5) 0.077(6) 0.030(4) 0.031(4) 0.020(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 O8 2.272(4) . ? Eu1 O5 2.298(4) . ? Eu1 O2 2.368(4) . ? Eu1 O2 2.380(4) 2_667 ? Eu1 O4 2.421(4) . ? Eu1 O7 2.435(4) . ? Eu1 O3 2.467(4) 2_667 ? Eu1 O1 2.476(4) . ? Eu1 Eu1 3.9627(10) 2_667 ? O1 C1 1.222(7) . ? O2 C7 1.323(6) . ? O2 Eu1 2.380(4) 2_667 ? O3 C8 1.226(7) . ? O3 Eu1 2.467(4) 2_667 ? O4 C9 1.228(7) . ? O5 C15 1.285(7) . ? O6 C16 1.198(7) . ? O7 C17 1.227(7) . ? O8 C23 1.302(7) . ? O9 C24 1.207(7) . ? C1 C2 1.455(8) . ? C2 C3 1.400(8) . ? C2 C7 1.417(8) . ? C3 C4 1.380(9) . ? C4 C5 1.389(9) . ? C5 C6 1.402(8) . ? C6 C7 1.435(7) . ? C6 C8 1.446(8) . ? C9 C10 1.431(8) . ? C10 C11 1.394(8) . ? C10 C15 1.443(8) . ? C11 C12 1.384(9) . ? C12 C13 1.377(9) . ? C13 C14 1.384(8) . ? C14 C15 1.440(8) . ? C14 C16 1.468(8) . ? C17 C18 1.448(8) . ? C18 C19 1.401(9) . ? C18 C23 1.429(8) . ? C19 C20 1.368(9) . ? C20 C21 1.380(9) . ? C21 C22 1.395(9) . ? C22 C23 1.423(8) . ? C22 C24 1.466(8) . ? N1 C100 1.106(9) . ? C100 C101 1.458(11) . ? 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 O5 112.13(15) . . ? O8 Eu1 O2 141.59(14) . . ? O5 Eu1 O2 82.75(13) . . ? O8 Eu1 O2 82.76(14) . 2_667 ? O5 Eu1 O2 142.38(13) . 2_667 ? O2 Eu1 O2 66.85(14) . 2_667 ? O8 Eu1 O4 77.23(14) . . ? O5 Eu1 O4 71.57(13) . . ? O2 Eu1 O4 140.48(14) . . ? O2 Eu1 O4 145.82(12) 2_667 . ? O8 Eu1 O7 72.11(14) . . ? O5 Eu1 O7 76.59(14) . . ? O2 Eu1 O7 77.86(13) . . ? O2 Eu1 O7 75.79(14) 2_667 . ? O4 Eu1 O7 122.37(15) . . ? O8 Eu1 O3 77.10(14) . 2_667 ? O5 Eu1 O3 145.66(14) . 2_667 ? O2 Eu1 O3 111.05(13) . 2_667 ? O2 Eu1 O3 69.61(13) 2_667 2_667 ? O4 Eu1 O3 79.01(13) . 2_667 ? O7 Eu1 O3 135.91(14) . 2_667 ? O8 Eu1 O1 145.69(14) . . ? O5 Eu1 O1 78.58(14) . . ? O2 Eu1 O1 69.96(13) . . ? O2 Eu1 O1 109.01(14) 2_667 . ? O4 Eu1 O1 75.75(14) . . ? O7 Eu1 O1 141.33(14) . . ? O3 Eu1 O1 77.32(14) 2_667 . ? O8 Eu1 Eu1 113.11(10) . 2_667 ? O5 Eu1 Eu1 113.61(10) . 2_667 ? O2 Eu1 Eu1 33.53(9) . 2_667 ? O2 Eu1 Eu1 33.32(9) 2_667 2_667 ? O4 Eu1 Eu1 163.30(10) . 2_667 ? O7 Eu1 Eu1 74.15(11) . 2_667 ? O3 Eu1 Eu1 90.30(10) 2_667 2_667 ? O1 Eu1 Eu1 89.48(10) . 2_667 ? C1 O1 Eu1 127.3(4) . . ? C7 O2 Eu1 123.3(3) . . ? C7 O2 Eu1 123.6(3) . 2_667 ? Eu1 O2 Eu1 113.15(14) . 2_667 ? C8 O3 Eu1 127.0(4) . 2_667 ? C9 O4 Eu1 134.8(4) . . ? C15 O5 Eu1 140.3(3) . . ? C17 O7 Eu1 131.8(4) . . ? C23 O8 Eu1 138.6(3) . . ? O1 C1 C2 126.7(6) . . ? C3 C2 C7 120.4(5) . . ? C3 C2 C1 117.7(6) . . ? C7 C2 C1 121.8(5) . . ? C4 C3 C2 121.7(6) . . ? C3 C4 C5 118.4(6) . . ? C4 C5 C6 122.5(6) . . ? C5 C6 C7 118.9(5) . . ? C5 C6 C8 119.3(5) . . ? C7 C6 C8 121.8(5) . . ? O2 C7 C2 121.6(5) . . ? O2 C7 C6 120.5(5) . . ? C2 C7 C6 117.9(5) . . ? O3 C8 C6 127.4(5) . . ? O4 C9 C10 127.7(5) . . ? C11 C10 C9 118.2(5) . . ? C11 C10 C15 120.0(5) . . ? C9 C10 C15 121.6(5) . . ? C12 C11 C10 122.7(6) . . ? C13 C12 C11 117.6(6) . . ? C12 C13 C14 123.2(6) . . ? C13 C14 C15 120.3(5) . . ? C13 C14 C16 119.6(6) . . ? C15 C14 C16 120.1(6) . . ? O5 C15 C14 121.9(5) . . ? O5 C15 C10 122.0(5) . . ? C14 C15 C10 116.1(5) . . ? O6 C16 C14 124.6(7) . . ? O7 C17 C18 127.7(6) . . ? C19 C18 C23 119.8(6) . . ? C19 C18 C17 118.5(5) . . ? C23 C18 C17 121.7(5) . . ? C20 C19 C18 121.6(6) . . ? C19 C20 C21 119.9(7) . . ? C20 C21 C22 120.9(6) . . ? C21 C22 C23 120.7(6) . . ? C21 C22 C24 119.7(6) . . ? C23 C22 C24 119.6(6) . . ? O8 C23 C22 120.4(5) . . ? O8 C23 C18 122.4(5) . . ? C22 C23 C18 117.2(6) . . ? O9 C24 C22 126.1(7) . . ? N1 C100 C101 178.5(10) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.820 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.136 # Attachment '08269_PL1546.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 761000' #TrackingRef '08269_PL1546.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H36 Ho2 N2 O18' _chemical_formula_weight 1306.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 8.6191(18) _cell_length_b 12.036(3) _cell_length_c 12.555(3) _cell_angle_alpha 102.452(3) _cell_angle_beta 103.968(3) _cell_angle_gamma 101.487(3) _cell_volume 1190.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 4951 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 25.13 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 3.382 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6310 _exptl_absorpt_correction_T_max 0.7285 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11020 _diffrn_reflns_av_R_equivalents 0.0827 _diffrn_reflns_av_sigmaI/netI 0.1164 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 25.46 _reflns_number_total 4285 _reflns_number_gt 3100 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0271P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4285 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0795 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _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 C1 C 0.2822(11) 0.1918(7) 0.9767(7) 0.041(2) Uani 1 1 d . . . H1A H 0.1952 0.1380 0.9156 0.050 Uiso 1 1 calc R . . C2 C 0.4051(9) 0.2732(7) 0.9470(6) 0.0321(18) Uani 1 1 d . . . C3 C 0.5469(11) 0.3431(7) 1.0335(6) 0.042(2) Uani 1 1 d . . . H3A H 0.5603 0.3361 1.1081 0.050 Uiso 1 1 calc R . . C4 C 0.6685(11) 0.4223(7) 1.0135(7) 0.049(2) Uani 1 1 d . . . H4A H 0.7612 0.4706 1.0738 0.059 Uiso 1 1 calc R . . C5 C 0.6514(10) 0.4294(7) 0.9022(6) 0.038(2) Uani 1 1 d . . . H5A H 0.7337 0.4828 0.8875 0.046 Uiso 1 1 calc R . . C6 C 0.5144(9) 0.3587(6) 0.8125(6) 0.0309(18) Uani 1 1 d . . . C7 C 0.3830(10) 0.2790(6) 0.8318(6) 0.0281(17) Uani 1 1 d . . . C8 C 0.5112(10) 0.3676(7) 0.7010(7) 0.039(2) Uani 1 1 d . . . H8A H 0.5991 0.4247 0.6960 0.047 Uiso 1 1 calc R . . C9 C 0.4096(11) 0.0055(7) 0.6701(7) 0.040(2) Uani 1 1 d . . . H9A H 0.5135 -0.0110 0.6871 0.049 Uiso 1 1 calc R . . C10 C 0.2976(10) -0.0384(6) 0.7309(6) 0.0314(19) Uani 1 1 d . . . C11 C 0.3604(10) -0.0730(7) 0.8284(6) 0.0362(19) Uani 1 1 d . . . H11A H 0.4740 -0.0688 0.8525 0.043 Uiso 1 1 calc R . . C12 C 0.2598(11) -0.1130(7) 0.8898(6) 0.040(2) Uani 1 1 d . . . H12A H 0.3045 -0.1334 0.9566 0.048 Uiso 1 1 calc R . . C13 C 0.0908(11) -0.1228(7) 0.8513(6) 0.040(2) Uani 1 1 d . . . H13A H 0.0229 -0.1476 0.8948 0.049 Uiso 1 1 calc R . . C14 C 0.0177(10) -0.0968(6) 0.7498(6) 0.0302(18) Uani 1 1 d . . . C15 C 0.1246(10) -0.0511(6) 0.6887(6) 0.0318(19) Uani 1 1 d . . . C16 C 0.1596(10) 0.1178(7) 0.2895(7) 0.036(2) Uani 1 1 d . . . H16 H 0.2167 0.1267 0.2355 0.043 Uiso 1 1 calc R . . C17 C -0.1925(11) 0.2192(7) 0.5718(7) 0.039(2) Uani 1 1 d . . . H17A H -0.2862 0.2046 0.5977 0.047 Uiso 1 1 calc R . . C18 C -0.1997(10) 0.2864(7) 0.4879(6) 0.0320(19) Uani 1 1 d . . . C19 C -0.3414(11) 0.3204(7) 0.4487(7) 0.043(2) Uani 1 1 d . . . H19A H -0.4328 0.2962 0.4746 0.052 Uiso 1 1 calc R . . C20 C -0.3554(11) 0.3882(8) 0.3732(7) 0.050(2) Uani 1 1 d . . . H20A H -0.4541 0.4095 0.3475 0.060 Uiso 1 1 calc R . . C21 C -0.2194(11) 0.4242(7) 0.3359(7) 0.043(2) Uani 1 1 d . . . H21A H -0.2264 0.4717 0.2855 0.051 Uiso 1 1 calc R . . C22 C -0.0734(10) 0.3921(6) 0.3711(6) 0.0332(19) Uani 1 1 d . . . C23 C -0.0593(11) 0.3229(6) 0.4496(6) 0.0301(19) Uani 1 1 d . . . C24 C 0.0641(11) 0.4271(7) 0.3252(7) 0.045(2) Uani 1 1 d . . . H24A H 0.1621 0.4061 0.3539 0.055 Uiso 1 1 calc R . . C40 C 0.8583(13) 0.2054(9) 0.8617(7) 0.057(3) Uani 1 1 d . . . C41 C 0.9834(12) 0.3158(8) 0.8820(8) 0.065(3) Uani 1 1 d . . . H41A H 1.0322 0.3516 0.9636 0.098 Uiso 1 1 calc R . . H41B H 0.9316 0.3694 0.8478 0.098 Uiso 1 1 calc R . . H41C H 1.0691 0.2995 0.8480 0.098 Uiso 1 1 calc R . . Ho1 Ho 0.16048(5) 0.15382(3) 0.55888(3) 0.02728(13) Uani 1 1 d . . . O1 O 0.2816(8) 0.1870(6) 1.0703(5) 0.0652(19) Uani 1 1 d . . . O2 O 0.2496(6) 0.2176(4) 0.7516(4) 0.0314(12) Uani 1 1 d . . . O3 O 0.4043(6) 0.3078(4) 0.6083(4) 0.0342(13) Uani 1 1 d . . . O4 O 0.3852(6) 0.0613(5) 0.5997(4) 0.0379(13) Uani 1 1 d . . . O5 O 0.0615(6) -0.0246(4) 0.5938(4) 0.0260(11) Uani 1 1 d . . . O6 O 0.2447(6) 0.1253(4) 0.3864(4) 0.0362(13) Uani 1 1 d . . . O7 O -0.0809(7) 0.1800(5) 0.6119(4) 0.0375(13) Uani 1 1 d . . . O8 O 0.0778(6) 0.2916(4) 0.4835(4) 0.0325(13) Uani 1 1 d . . . O9 O 0.0630(8) 0.4803(5) 0.2540(5) 0.0621(18) Uani 1 1 d . . . N40 N 0.7704(14) 0.1199(9) 0.8493(8) 0.098(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.047(6) 0.044(5) 0.032(5) 0.008(4) 0.012(4) 0.012(4) C2 0.028(5) 0.040(5) 0.027(4) 0.008(4) 0.003(4) 0.011(4) C3 0.046(6) 0.051(5) 0.020(4) 0.008(4) 0.001(4) 0.009(5) C4 0.040(6) 0.055(6) 0.033(5) 0.007(4) -0.005(4) -0.005(5) C5 0.023(5) 0.045(5) 0.035(5) 0.001(4) 0.005(4) -0.002(4) C6 0.022(5) 0.035(4) 0.032(4) 0.008(4) 0.005(4) 0.005(4) C7 0.027(5) 0.027(4) 0.031(4) 0.008(3) 0.007(4) 0.011(4) C8 0.028(5) 0.038(5) 0.053(6) 0.018(4) 0.015(5) 0.004(4) C9 0.028(5) 0.047(5) 0.043(5) 0.006(4) 0.010(4) 0.009(4) C10 0.032(5) 0.033(4) 0.026(4) 0.008(4) 0.007(4) 0.005(4) C11 0.025(5) 0.045(5) 0.036(5) 0.016(4) -0.001(4) 0.012(4) C12 0.048(6) 0.048(5) 0.021(4) 0.015(4) -0.004(4) 0.015(4) C13 0.056(7) 0.040(5) 0.031(5) 0.016(4) 0.016(4) 0.014(4) C14 0.032(5) 0.037(4) 0.022(4) 0.011(3) 0.008(4) 0.008(4) C15 0.040(6) 0.033(4) 0.022(4) 0.010(3) 0.006(4) 0.009(4) C16 0.035(5) 0.046(5) 0.033(5) 0.017(4) 0.015(4) 0.010(4) C17 0.034(6) 0.051(5) 0.037(5) 0.012(4) 0.022(4) 0.009(4) C18 0.023(5) 0.045(5) 0.028(4) 0.008(4) 0.007(4) 0.011(4) C19 0.044(6) 0.050(5) 0.036(5) 0.012(4) 0.018(4) 0.007(5) C20 0.040(6) 0.072(7) 0.050(6) 0.023(5) 0.013(5) 0.034(5) C21 0.051(6) 0.046(5) 0.030(5) 0.013(4) 0.003(4) 0.021(5) C22 0.040(5) 0.027(4) 0.030(4) 0.012(4) 0.004(4) 0.006(4) C23 0.040(5) 0.023(4) 0.019(4) -0.001(3) 0.004(4) 0.003(4) C24 0.045(6) 0.042(5) 0.045(5) 0.020(4) 0.007(5) 0.001(4) C40 0.056(7) 0.074(7) 0.036(5) 0.017(5) 0.011(5) 0.005(6) C41 0.060(7) 0.074(7) 0.068(7) 0.033(6) 0.021(6) 0.014(6) Ho1 0.0230(2) 0.0351(2) 0.02303(19) 0.01232(14) 0.00582(14) 0.00273(15) O1 0.077(5) 0.091(5) 0.033(4) 0.032(3) 0.020(3) 0.013(4) O2 0.029(3) 0.042(3) 0.019(3) 0.010(2) 0.004(2) 0.002(3) O3 0.025(3) 0.044(3) 0.033(3) 0.015(3) 0.008(3) 0.004(3) O4 0.028(3) 0.051(3) 0.038(3) 0.020(3) 0.011(3) 0.007(3) O5 0.027(3) 0.034(3) 0.018(3) 0.013(2) 0.005(2) 0.009(2) O6 0.027(3) 0.051(3) 0.029(3) 0.012(3) 0.007(3) 0.008(3) O7 0.028(3) 0.054(4) 0.040(3) 0.023(3) 0.014(3) 0.017(3) O8 0.027(3) 0.034(3) 0.040(3) 0.016(3) 0.013(3) 0.007(3) O9 0.067(5) 0.073(4) 0.052(4) 0.037(4) 0.018(3) 0.009(4) N40 0.105(9) 0.090(7) 0.069(6) 0.020(6) 0.017(6) -0.025(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.190(8) . ? C1 C2 1.468(10) . ? C2 C3 1.392(10) . ? C2 C7 1.432(10) . ? C3 C4 1.380(11) . ? C4 C5 1.392(10) . ? C5 C6 1.389(10) . ? C6 C8 1.421(10) . ? C6 C7 1.436(9) . ? C7 O2 1.291(8) . ? C8 O3 1.256(9) . ? C9 O4 1.225(9) . ? C9 C10 1.456(10) . ? C10 C11 1.397(10) . ? C10 C15 1.421(11) . ? C11 C12 1.377(10) . ? C12 C13 1.392(12) . ? C13 C14 1.408(11) . ? C14 C15 1.436(9) . ? C14 C16 1.439(11) 2_556 ? C15 O5 1.318(8) . ? C16 O6 1.233(9) . ? C16 C14 1.439(11) 2_556 ? C17 O7 1.204(9) . ? C17 C18 1.457(11) . ? C18 C19 1.377(11) . ? C18 C23 1.432(10) . ? C19 C20 1.378(11) . ? C20 C21 1.389(11) . ? C21 C22 1.388(11) . ? C22 C23 1.419(10) . ? C22 C24 1.466(10) . ? C23 O8 1.312(9) . ? C24 O9 1.206(9) . ? C40 N40 1.105(11) . ? C40 C41 1.464(13) . ? Ho1 O8 2.231(5) . ? Ho1 O2 2.258(5) . ? Ho1 O5 2.321(4) . ? Ho1 O5 2.348(5) 2_556 ? Ho1 O3 2.358(5) . ? Ho1 O7 2.389(5) . ? Ho1 O6 2.423(5) . ? Ho1 O4 2.425(5) . ? Ho1 Ho1 3.8903(10) 2_556 ? O5 Ho1 2.348(5) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 126.5(8) . . ? C3 C2 C7 120.3(7) . . ? C3 C2 C1 118.3(7) . . ? C7 C2 C1 121.3(7) . . ? C4 C3 C2 122.3(7) . . ? C3 C4 C5 118.8(8) . . ? C6 C5 C4 121.0(7) . . ? C5 C6 C8 117.2(7) . . ? C5 C6 C7 121.3(7) . . ? C8 C6 C7 121.6(7) . . ? O2 C7 C2 120.9(6) . . ? O2 C7 C6 122.8(6) . . ? C2 C7 C6 116.3(7) . . ? O3 C8 C6 127.4(7) . . ? O4 C9 C10 128.1(8) . . ? C11 C10 C15 120.1(7) . . ? C11 C10 C9 119.5(8) . . ? C15 C10 C9 120.3(7) . . ? C12 C11 C10 121.6(8) . . ? C11 C12 C13 118.9(7) . . ? C12 C13 C14 122.4(7) . . ? C13 C14 C15 118.1(7) . . ? C13 C14 C16 119.4(7) . 2_556 ? C15 C14 C16 122.5(7) . 2_556 ? O5 C15 C10 121.2(6) . . ? O5 C15 C14 120.0(7) . . ? C10 C15 C14 118.7(6) . . ? O6 C16 C14 126.9(7) . 2_556 ? O7 C17 C18 127.8(7) . . ? C19 C18 C23 119.2(7) . . ? C19 C18 C17 119.5(7) . . ? C23 C18 C17 121.2(7) . . ? C18 C19 C20 123.0(8) . . ? C19 C20 C21 118.1(8) . . ? C22 C21 C20 121.9(8) . . ? C21 C22 C23 119.8(7) . . ? C21 C22 C24 120.0(7) . . ? C23 C22 C24 120.2(8) . . ? O8 C23 C22 120.5(7) . . ? O8 C23 C18 121.5(6) . . ? C22 C23 C18 118.0(8) . . ? O9 C24 C22 126.0(9) . . ? N40 C40 C41 176.3(13) . . ? O8 Ho1 O2 111.26(17) . . ? O8 Ho1 O5 142.46(18) . . ? O2 Ho1 O5 82.52(16) . . ? O8 Ho1 O5 83.30(17) . 2_556 ? O2 Ho1 O5 141.85(15) . 2_556 ? O5 Ho1 O5 67.17(17) . 2_556 ? O8 Ho1 O3 75.67(18) . . ? O2 Ho1 O3 73.42(16) . . ? O5 Ho1 O3 141.27(17) . . ? O5 Ho1 O3 144.40(15) 2_556 . ? O8 Ho1 O7 72.83(17) . . ? O2 Ho1 O7 75.61(18) . . ? O5 Ho1 O7 77.62(17) . . ? O5 Ho1 O7 75.68(17) 2_556 . ? O3 Ho1 O7 123.05(18) . . ? O8 Ho1 O6 77.46(17) . . ? O2 Ho1 O6 145.12(18) . . ? O5 Ho1 O6 111.64(16) . . ? O5 Ho1 O6 70.93(16) 2_556 . ? O3 Ho1 O6 76.61(17) . . ? O7 Ho1 O6 137.28(18) . . ? O8 Ho1 O4 144.24(17) . . ? O2 Ho1 O4 79.31(17) . . ? O5 Ho1 O4 70.86(16) . . ? O5 Ho1 O4 109.87(17) 2_556 . ? O3 Ho1 O4 75.12(17) . . ? O7 Ho1 O4 141.78(17) . . ? O6 Ho1 O4 76.09(17) . . ? O8 Ho1 Ho1 113.75(13) . 2_556 ? O2 Ho1 Ho1 113.39(12) . 2_556 ? O5 Ho1 Ho1 33.80(11) . 2_556 ? O5 Ho1 Ho1 33.36(10) 2_556 2_556 ? O3 Ho1 Ho1 163.01(12) . 2_556 ? O7 Ho1 Ho1 73.91(13) . 2_556 ? O6 Ho1 Ho1 91.31(12) . 2_556 ? O4 Ho1 Ho1 90.54(12) . 2_556 ? C7 O2 Ho1 138.7(4) . . ? C8 O3 Ho1 134.1(4) . . ? C9 O4 Ho1 126.3(5) . . ? C15 O5 Ho1 123.6(4) . . ? C15 O5 Ho1 123.6(4) . 2_556 ? Ho1 O5 Ho1 112.84(17) . 2_556 ? C16 O6 Ho1 126.9(5) . . ? C17 O7 Ho1 132.4(5) . . ? C23 O8 Ho1 138.7(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 8.4(13) . . . . ? O1 C1 C2 C7 -173.2(8) . . . . ? C7 C2 C3 C4 1.8(12) . . . . ? C1 C2 C3 C4 -179.8(8) . . . . ? C2 C3 C4 C5 -2.3(13) . . . . ? C3 C4 C5 C6 0.3(13) . . . . ? C4 C5 C6 C8 -177.0(8) . . . . ? C4 C5 C6 C7 2.3(12) . . . . ? C3 C2 C7 O2 -177.7(7) . . . . ? C1 C2 C7 O2 4.0(11) . . . . ? C3 C2 C7 C6 0.7(11) . . . . ? C1 C2 C7 C6 -177.7(7) . . . . ? C5 C6 C7 O2 175.6(7) . . . . ? C8 C6 C7 O2 -5.2(11) . . . . ? C5 C6 C7 C2 -2.7(11) . . . . ? C8 C6 C7 C2 176.5(7) . . . . ? C5 C6 C8 O3 176.1(8) . . . . ? C7 C6 C8 O3 -3.2(13) . . . . ? O4 C9 C10 C11 -163.5(8) . . . . ? O4 C9 C10 C15 19.3(12) . . . . ? C15 C10 C11 C12 -4.1(12) . . . . ? C9 C10 C11 C12 178.8(7) . . . . ? C10 C11 C12 C13 2.2(12) . . . . ? C11 C12 C13 C14 2.1(12) . . . . ? C12 C13 C14 C15 -4.3(11) . . . . ? C12 C13 C14 C16 175.1(7) . . . 2_556 ? C11 C10 C15 O5 -176.6(7) . . . . ? C9 C10 C15 O5 0.5(11) . . . . ? C11 C10 C15 C14 1.7(11) . . . . ? C9 C10 C15 C14 178.8(7) . . . . ? C13 C14 C15 O5 -179.3(7) . . . . ? C16 C14 C15 O5 1.3(11) 2_556 . . . ? C13 C14 C15 C10 2.3(10) . . . . ? C16 C14 C15 C10 -177.1(7) 2_556 . . . ? O7 C17 C18 C19 177.6(8) . . . . ? O7 C17 C18 C23 -5.5(13) . . . . ? C23 C18 C19 C20 0.2(12) . . . . ? C17 C18 C19 C20 177.2(8) . . . . ? C18 C19 C20 C21 -0.4(13) . . . . ? C19 C20 C21 C22 1.1(13) . . . . ? C20 C21 C22 C23 -1.6(12) . . . . ? C20 C21 C22 C24 176.9(7) . . . . ? C21 C22 C23 O8 179.8(7) . . . . ? C24 C22 C23 O8 1.3(11) . . . . ? C21 C22 C23 C18 1.4(11) . . . . ? C24 C22 C23 C18 -177.2(7) . . . . ? C19 C18 C23 O8 -179.1(7) . . . . ? C17 C18 C23 O8 3.9(11) . . . . ? C19 C18 C23 C22 -0.7(11) . . . . ? C17 C18 C23 C22 -177.6(7) . . . . ? C21 C22 C24 O9 -2.6(13) . . . . ? C23 C22 C24 O9 176.0(8) . . . . ? C2 C7 O2 Ho1 -162.2(5) . . . . ? C6 C7 O2 Ho1 19.5(11) . . . . ? O8 Ho1 O2 C7 -83.9(7) . . . . ? O5 Ho1 O2 C7 132.3(7) . . . . ? O5 Ho1 O2 C7 169.1(6) 2_556 . . . ? O3 Ho1 O2 C7 -17.0(7) . . . . ? O7 Ho1 O2 C7 -148.6(7) . . . . ? O6 Ho1 O2 C7 14.8(8) . . . . ? O4 Ho1 O2 C7 60.5(7) . . . . ? Ho1 Ho1 O2 C7 146.4(7) 2_556 . . . ? C6 C8 O3 Ho1 -0.6(12) . . . . ? O8 Ho1 O3 C8 124.6(7) . . . . ? O2 Ho1 O3 C8 6.8(7) . . . . ? O5 Ho1 O3 C8 -47.1(8) . . . . ? O5 Ho1 O3 C8 -179.7(6) 2_556 . . . ? O7 Ho1 O3 C8 66.6(7) . . . . ? O6 Ho1 O3 C8 -155.1(7) . . . . ? O4 Ho1 O3 C8 -76.2(7) . . . . ? Ho1 Ho1 O3 C8 -109.5(7) 2_556 . . . ? C10 C9 O4 Ho1 12.6(11) . . . . ? O8 Ho1 O4 C9 159.5(6) . . . . ? O2 Ho1 O4 C9 47.8(6) . . . . ? O5 Ho1 O4 C9 -37.9(6) . . . . ? O5 Ho1 O4 C9 -93.7(6) 2_556 . . . ? O3 Ho1 O4 C9 123.3(6) . . . . ? O7 Ho1 O4 C9 -1.8(8) . . . . ? O6 Ho1 O4 C9 -157.1(6) . . . . ? Ho1 Ho1 O4 C9 -65.9(6) 2_556 . . . ? C10 C15 O5 Ho1 -51.3(9) . . . . ? C14 C15 O5 Ho1 130.3(6) . . . . ? C10 C15 O5 Ho1 127.7(6) . . . 2_556 ? C14 C15 O5 Ho1 -50.6(8) . . . 2_556 ? O8 Ho1 O5 C15 -140.0(5) . . . . ? O2 Ho1 O5 C15 -24.5(5) . . . . ? O5 Ho1 O5 C15 179.1(6) 2_556 . . . ? O3 Ho1 O5 C15 26.9(6) . . . . ? O7 Ho1 O5 C15 -101.4(5) . . . . ? O6 Ho1 O5 C15 122.4(5) . . . . ? O4 Ho1 O5 C15 56.7(5) . . . . ? Ho1 Ho1 O5 C15 179.1(6) 2_556 . . . ? O8 Ho1 O5 Ho1 40.9(3) . . . 2_556 ? O2 Ho1 O5 Ho1 156.3(2) . . . 2_556 ? O5 Ho1 O5 Ho1 0.0 2_556 . . 2_556 ? O3 Ho1 O5 Ho1 -152.3(2) . . . 2_556 ? O7 Ho1 O5 Ho1 79.5(2) . . . 2_556 ? O6 Ho1 O5 Ho1 -56.7(2) . . . 2_556 ? O4 Ho1 O5 Ho1 -122.4(2) . . . 2_556 ? C14 C16 O6 Ho1 -15.5(11) 2_556 . . . ? O8 Ho1 O6 C16 -48.1(6) . . . . ? O2 Ho1 O6 C16 -157.4(5) . . . . ? O5 Ho1 O6 C16 93.7(6) . . . . ? O5 Ho1 O6 C16 39.0(6) 2_556 . . . ? O3 Ho1 O6 C16 -126.1(6) . . . . ? O7 Ho1 O6 C16 -1.5(7) . . . . ? O4 Ho1 O6 C16 156.2(6) . . . . ? Ho1 Ho1 O6 C16 65.9(6) 2_556 . . . ? C18 C17 O7 Ho1 -13.5(13) . . . . ? O8 Ho1 O7 C17 21.6(7) . . . . ? O2 Ho1 O7 C17 139.7(7) . . . . ? O5 Ho1 O7 C17 -135.0(7) . . . . ? O5 Ho1 O7 C17 -65.7(7) 2_556 . . . ? O3 Ho1 O7 C17 80.9(7) . . . . ? O6 Ho1 O7 C17 -26.4(8) . . . . ? O4 Ho1 O7 C17 -169.8(6) . . . . ? Ho1 Ho1 O7 C17 -100.3(7) 2_556 . . . ? C22 C23 O8 Ho1 -158.6(5) . . . . ? C18 C23 O8 Ho1 19.8(10) . . . . ? O2 Ho1 O8 C23 -92.3(7) . . . . ? O5 Ho1 O8 C23 13.8(8) . . . . ? O5 Ho1 O8 C23 51.2(6) 2_556 . . . ? O3 Ho1 O8 C23 -157.8(7) . . . . ? O7 Ho1 O8 C23 -25.8(6) . . . . ? O6 Ho1 O8 C23 123.1(7) . . . . ? O4 Ho1 O8 C23 166.2(6) . . . . ? Ho1 Ho1 O8 C23 37.2(7) 2_556 . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.46 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.119 _refine_diff_density_min -1.311 _refine_diff_density_rms 0.159 # Attachment 'mm011-Gd2.cif' data_mm011 _database_code_depnum_ccdc_archive 'CCDC 769520' #TrackingRef 'mm011-Gd2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H36 Gd2 N2 O18' _chemical_formula_weight 1291.33 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' 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 8.5998(2) _cell_length_b 12.0493(3) _cell_length_c 12.5679(3) _cell_angle_alpha 102.7070(10) _cell_angle_beta 103.6610(10) _cell_angle_gamma 101.4350(10) _cell_volume 1190.69(5) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 7313 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 28.19 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.801 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 634 _exptl_absorpt_coefficient_mu 2.842 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5736 _exptl_absorpt_correction_T_max 0.6751 _exptl_absorpt_process_details 'SADABS, Bruker (2003)' _exptl_special_details ; Data collection is performed with four batch runs at phi = 0.00 deg (600 frames), at phi = 90.00 deg (600 frames), at phi = 180.00 deg (600 frames), and at phi = 270.00 deg (600 frames). A fifth batch run is collected at phi = 0.00 deg (50 frames) to monitor crystal and diffractometer stability. Frame width = 0.30 deg in omega. Data is merged, corrected for decay (if any), and treated with multi-scan absorption corrections (if required). All symmetry-equivalent reflections are merged for centrosymmetric data. Friedel pairs are not merged for noncentrosymmetric data. ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13331 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.27 _reflns_number_total 5734 _reflns_number_gt 5056 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II, Bruker (2009)' _computing_cell_refinement 'APEX II, Bruker (2009)' _computing_data_reduction 'XPREP, Bruker (2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL, Bruker (2004)' _computing_publication_material 'SHELXTL, Bruker (2004)' _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^)+(0.0275P)^2^+1.0975P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5734 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 0.16226(2) 0.155910(15) 0.059285(13) 0.02344(6) Uani 1 1 d . . . O1 O 0.2538(3) 0.2207(2) 0.25476(19) 0.0305(5) Uani 1 1 d . . . O2 O 0.4120(3) 0.3121(2) 0.1130(2) 0.0336(6) Uani 1 1 d . . . O3 O 0.2857(4) 0.1873(3) 0.5715(2) 0.0601(9) Uani 1 1 d . . . O4 O 0.0771(3) 0.2946(2) -0.0177(2) 0.0310(5) Uani 1 1 d . . . O5 O -0.0826(3) 0.1833(2) 0.1125(2) 0.0351(6) Uani 1 1 d . . . O6 O 0.0611(4) 0.4806(3) -0.2471(3) 0.0559(8) Uani 1 1 d . . . O7 O 0.0617(3) -0.0239(2) 0.09516(18) 0.0249(5) Uani 1 1 d . . . O8 O 0.3885(3) 0.0597(2) 0.1006(2) 0.0354(6) Uani 1 1 d . . . O9 O -0.2438(3) -0.1249(2) 0.11726(19) 0.0325(5) Uani 1 1 d . . . C1 C 0.3867(4) 0.2807(3) 0.3347(3) 0.0261(7) Uani 1 1 d . . . C2 C 0.5172(4) 0.3611(3) 0.3158(3) 0.0292(7) Uani 1 1 d . . . C3 C 0.6549(5) 0.4313(4) 0.4073(3) 0.0382(8) Uani 1 1 d . . . H3A H 0.7382 0.4864 0.3936 0.046 Uiso 1 1 calc R . . C4 C 0.6717(5) 0.4218(4) 0.5166(3) 0.0441(10) Uani 1 1 d . . . H4A H 0.7664 0.4687 0.5776 0.053 Uiso 1 1 calc R . . C5 C 0.5490(5) 0.3434(4) 0.5358(3) 0.0380(9) Uani 1 1 d . . . H5A H 0.5608 0.3369 0.6112 0.046 Uiso 1 1 calc R . . C6 C 0.4089(5) 0.2737(3) 0.4496(3) 0.0297(7) Uani 1 1 d . . . C7 C 0.5171(5) 0.3707(3) 0.2044(3) 0.0329(8) Uani 1 1 d . . . H7A H 0.6070 0.4279 0.2000 0.039 Uiso 1 1 calc R . . C8 C 0.2835(5) 0.1920(3) 0.4757(3) 0.0362(8) Uani 1 1 d . . . H8A H 0.1945 0.1392 0.4139 0.043 Uiso 1 1 calc R . . C9 C -0.0585(4) 0.3243(3) -0.0507(3) 0.0280(7) Uani 1 1 d . . . C10 C -0.1985(4) 0.2896(3) -0.0123(3) 0.0290(7) Uani 1 1 d . . . C11 C -0.3445(5) 0.3226(4) -0.0518(3) 0.0407(9) Uani 1 1 d . . . H11A H -0.4376 0.2977 -0.0263 0.049 Uiso 1 1 calc R . . C12 C -0.3553(6) 0.3907(4) -0.1272(4) 0.0484(11) Uani 1 1 d . . . H12A H -0.4545 0.4128 -0.1532 0.058 Uiso 1 1 calc R . . C13 C -0.2193(5) 0.4259(4) -0.1642(3) 0.0400(9) Uani 1 1 d . . . H13A H -0.2258 0.4741 -0.2148 0.048 Uiso 1 1 calc R . . C14 C -0.0739(5) 0.3934(3) -0.1300(3) 0.0305(7) Uani 1 1 d . . . C15 C -0.1968(5) 0.2226(3) 0.0701(3) 0.0343(8) Uani 1 1 d . . . H15A H -0.2937 0.2072 0.0941 0.041 Uiso 1 1 calc R . . C16 C 0.0639(5) 0.4287(3) -0.1746(3) 0.0401(9) Uani 1 1 d . . . H16A H 0.1641 0.4096 -0.1444 0.048 Uiso 1 1 calc R . . C17 C 0.1247(4) -0.0511(3) 0.1888(3) 0.0238(6) Uani 1 1 d . . . C18 C 0.2971(4) -0.0392(3) 0.2292(3) 0.0285(7) Uani 1 1 d . . . C19 C 0.3600(5) -0.0734(3) 0.3273(3) 0.0363(8) Uani 1 1 d . . . H19A H 0.4748 -0.0697 0.3513 0.044 Uiso 1 1 calc R . . C20 C 0.2596(5) -0.1120(4) 0.3892(3) 0.0398(9) Uani 1 1 d . . . H20A H 0.3050 -0.1320 0.4568 0.048 Uiso 1 1 calc R . . C21 C 0.0916(5) -0.1215(3) 0.3520(3) 0.0348(8) Uani 1 1 d . . . H21A H 0.0226 -0.1459 0.3960 0.042 Uiso 1 1 calc R . . C22 C 0.0208(4) -0.0959(3) 0.2507(3) 0.0273(7) Uani 1 1 d . . . C23 C 0.4120(5) 0.0029(3) 0.1698(3) 0.0352(8) Uani 1 1 d . . . H23A H 0.5160 -0.0154 0.1863 0.042 Uiso 1 1 calc R . . C24 C -0.1577(5) -0.1168(3) 0.2130(3) 0.0318(8) Uani 1 1 d . . . H24A H -0.2142 -0.1250 0.2684 0.038 Uiso 1 1 calc R . . N1 N 0.2321(7) 0.8796(5) 0.6512(4) 0.0841(16) Uani 1 1 d . . . C25 C 0.1384(6) 0.7938(5) 0.6372(4) 0.0509(11) Uani 1 1 d . . . C26 C 0.0182(6) 0.6850(4) 0.6171(5) 0.0586(12) Uani 1 1 d . . . H26A H -0.0293 0.6483 0.5348 0.088 Uiso 1 1 calc R . . H26B H -0.0701 0.7002 0.6506 0.088 Uiso 1 1 calc R . . H26C H 0.0717 0.6319 0.6522 0.088 Uiso 1 1 calc 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 Gd1 0.02019(8) 0.03124(9) 0.01790(8) 0.01101(6) 0.00335(6) 0.00264(6) O1 0.0289(13) 0.0384(13) 0.0198(11) 0.0083(10) 0.0042(10) 0.0025(11) O2 0.0275(13) 0.0422(14) 0.0258(12) 0.0114(10) 0.0050(10) -0.0015(11) O3 0.063(2) 0.085(2) 0.0302(15) 0.0251(15) 0.0165(15) 0.0006(18) O4 0.0276(13) 0.0342(13) 0.0336(13) 0.0164(10) 0.0082(10) 0.0071(11) O5 0.0355(14) 0.0459(15) 0.0325(13) 0.0202(11) 0.0151(11) 0.0136(12) O6 0.056(2) 0.062(2) 0.0549(19) 0.0394(16) 0.0160(16) 0.0042(16) O7 0.0207(11) 0.0344(12) 0.0188(10) 0.0133(9) 0.0020(9) 0.0037(10) O8 0.0285(13) 0.0496(16) 0.0313(13) 0.0174(11) 0.0088(11) 0.0108(12) O9 0.0292(13) 0.0467(15) 0.0240(12) 0.0142(10) 0.0101(10) 0.0082(12) C1 0.0294(18) 0.0283(17) 0.0217(15) 0.0074(12) 0.0078(13) 0.0094(14) C2 0.0272(17) 0.0327(18) 0.0263(16) 0.0082(13) 0.0070(14) 0.0057(15) C3 0.032(2) 0.040(2) 0.0339(19) 0.0072(15) 0.0052(16) -0.0022(17) C4 0.036(2) 0.052(2) 0.0289(19) 0.0040(17) -0.0019(16) -0.0005(19) C5 0.037(2) 0.048(2) 0.0236(17) 0.0098(15) 0.0034(15) 0.0074(18) C6 0.0305(18) 0.0332(18) 0.0252(16) 0.0086(13) 0.0067(14) 0.0094(15) C7 0.0293(19) 0.0339(19) 0.0347(19) 0.0111(15) 0.0113(15) 0.0028(15) C8 0.041(2) 0.043(2) 0.0263(18) 0.0142(15) 0.0098(16) 0.0085(18) C9 0.0310(18) 0.0251(16) 0.0228(16) 0.0041(12) 0.0042(14) 0.0035(14) C10 0.0263(17) 0.0335(18) 0.0261(17) 0.0072(13) 0.0074(14) 0.0071(15) C11 0.034(2) 0.058(3) 0.037(2) 0.0166(18) 0.0136(17) 0.0180(19) C12 0.041(2) 0.069(3) 0.044(2) 0.024(2) 0.0087(19) 0.028(2) C13 0.046(2) 0.042(2) 0.0319(19) 0.0144(16) 0.0046(17) 0.0159(19) C14 0.0321(19) 0.0289(17) 0.0253(16) 0.0084(13) 0.0017(14) 0.0036(15) C15 0.0320(19) 0.044(2) 0.0326(19) 0.0132(15) 0.0178(16) 0.0093(17) C16 0.038(2) 0.039(2) 0.040(2) 0.0209(17) 0.0045(17) 0.0014(18) C17 0.0271(17) 0.0234(15) 0.0167(14) 0.0046(11) 0.0016(12) 0.0042(13) C18 0.0278(18) 0.0327(18) 0.0222(16) 0.0094(13) -0.0002(13) 0.0092(15) C19 0.033(2) 0.042(2) 0.0301(18) 0.0127(15) -0.0030(15) 0.0122(17) C20 0.049(2) 0.043(2) 0.0243(17) 0.0157(15) -0.0011(16) 0.0145(19) C21 0.046(2) 0.0358(19) 0.0226(16) 0.0148(14) 0.0089(16) 0.0060(17) C22 0.0330(18) 0.0300(17) 0.0197(15) 0.0111(12) 0.0065(13) 0.0069(15) C23 0.0264(18) 0.043(2) 0.0337(19) 0.0101(16) 0.0030(15) 0.0120(16) C24 0.0330(19) 0.0385(19) 0.0252(17) 0.0129(14) 0.0110(15) 0.0048(16) N1 0.096(4) 0.075(3) 0.055(3) 0.011(2) 0.018(3) -0.020(3) C25 0.055(3) 0.061(3) 0.040(2) 0.022(2) 0.015(2) 0.011(2) C26 0.053(3) 0.060(3) 0.070(3) 0.026(3) 0.023(3) 0.015(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 Gd1 O4 2.264(2) . ? Gd1 O1 2.294(2) . ? Gd1 O7 2.349(2) . ? Gd1 O7 2.381(2) 2 ? Gd1 O2 2.401(2) . ? Gd1 O5 2.415(3) . ? Gd1 O9 2.455(2) 2 ? Gd1 O8 2.466(3) . ? Gd1 Gd1 3.9422(3) 2 ? O1 C1 1.284(4) . ? O2 C7 1.239(4) . ? O3 C8 1.214(4) . ? O4 C9 1.290(4) . ? O5 C15 1.233(4) . ? O6 C16 1.212(4) . ? O7 C17 1.314(4) . ? O7 Gd1 2.381(2) 2 ? O8 C23 1.224(4) . ? O9 C24 1.227(4) . ? O9 Gd1 2.455(2) 2 ? C1 C2 1.431(5) . ? C1 C6 1.436(4) . ? C2 C3 1.404(5) . ? C2 C7 1.430(5) . ? C3 C4 1.380(5) . ? C4 C5 1.374(6) . ? C5 C6 1.383(5) . ? C6 C8 1.459(5) . ? C9 C10 1.422(5) . ? C9 C14 1.432(5) . ? C10 C11 1.404(5) . ? C10 C15 1.445(5) . ? C11 C12 1.382(6) . ? C12 C13 1.382(6) . ? C13 C14 1.385(5) . ? C14 C16 1.456(6) . ? C17 C18 1.416(5) . ? C17 C22 1.420(5) . ? C18 C19 1.407(4) . ? C18 C23 1.452(5) . ? C19 C20 1.373(6) . ? C20 C21 1.382(6) . ? C21 C22 1.402(4) . ? C22 C24 1.447(5) . ? N1 C25 1.129(6) . ? C25 C26 1.430(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Gd1 O1 111.78(9) . . ? O4 Gd1 O7 142.13(8) . . ? O1 Gd1 O7 82.33(8) . . ? O4 Gd1 O7 83.23(8) . 2 ? O1 Gd1 O7 142.07(8) . 2 ? O7 Gd1 O7 67.07(8) . 2 ? O4 Gd1 O2 76.80(9) . . ? O1 Gd1 O2 72.16(8) . . ? O7 Gd1 O2 140.35(8) . . ? O7 Gd1 O2 145.55(8) 2 . ? O4 Gd1 O5 72.42(8) . . ? O1 Gd1 O5 76.20(9) . . ? O7 Gd1 O5 77.72(8) . . ? O7 Gd1 O5 75.82(8) 2 . ? O2 Gd1 O5 122.71(9) . . ? O4 Gd1 O9 77.17(8) . 2 ? O1 Gd1 O9 145.68(9) . 2 ? O7 Gd1 O9 111.46(8) . 2 ? O7 Gd1 O9 69.94(8) 2 2 ? O2 Gd1 O9 78.35(8) . 2 ? O5 Gd1 O9 136.24(8) . 2 ? O4 Gd1 O8 145.12(9) . . ? O1 Gd1 O8 78.86(8) . . ? O7 Gd1 O8 70.21(8) . . ? O7 Gd1 O8 109.14(8) 2 . ? O2 Gd1 O8 75.34(9) . . ? O5 Gd1 O8 141.48(8) . . ? O9 Gd1 O8 77.01(8) 2 . ? O4 Gd1 Gd1 113.52(6) . 2 ? O1 Gd1 Gd1 113.38(6) . 2 ? O7 Gd1 Gd1 33.80(5) . 2 ? O7 Gd1 Gd1 33.28(5) 2 2 ? O2 Gd1 Gd1 163.08(6) . 2 ? O5 Gd1 Gd1 74.06(6) . 2 ? O9 Gd1 Gd1 90.62(6) 2 2 ? O8 Gd1 Gd1 89.78(6) . 2 ? C1 O1 Gd1 139.1(2) . . ? C7 O2 Gd1 134.9(2) . . ? C9 O4 Gd1 138.4(2) . . ? C15 O5 Gd1 131.9(2) . . ? C17 O7 Gd1 124.0(2) . . ? C17 O7 Gd1 123.1(2) . 2 ? Gd1 O7 Gd1 112.93(8) . 2 ? C23 O8 Gd1 127.2(2) . . ? C24 O9 Gd1 127.0(2) . 2 ? O1 C1 C2 122.5(3) . . ? O1 C1 C6 121.1(3) . . ? C2 C1 C6 116.4(3) . . ? C3 C2 C7 117.2(3) . . ? C3 C2 C1 120.6(3) . . ? C7 C2 C1 122.2(3) . . ? C4 C3 C2 121.2(4) . . ? C3 C4 C5 118.9(4) . . ? C4 C5 C6 122.4(3) . . ? C5 C6 C1 120.4(3) . . ? C5 C6 C8 119.7(3) . . ? C1 C6 C8 119.9(3) . . ? O2 C7 C2 126.8(3) . . ? O3 C8 C6 124.1(4) . . ? O4 C9 C10 122.3(3) . . ? O4 C9 C14 120.4(3) . . ? C10 C9 C14 117.2(3) . . ? C11 C10 C9 120.4(3) . . ? C11 C10 C15 117.2(3) . . ? C9 C10 C15 122.4(3) . . ? C12 C11 C10 121.2(4) . . ? C11 C12 C13 118.9(4) . . ? C14 C13 C12 122.2(4) . . ? C13 C14 C9 120.1(3) . . ? C13 C14 C16 120.3(3) . . ? C9 C14 C16 119.6(3) . . ? O5 C15 C10 126.8(3) . . ? O6 C16 C14 125.3(4) . . ? O7 C17 C18 121.0(3) . . ? O7 C17 C22 120.7(3) . . ? C18 C17 C22 118.3(3) . . ? C19 C18 C17 119.7(3) . . ? C19 C18 C23 118.2(3) . . ? C17 C18 C23 122.0(3) . . ? C20 C19 C18 121.6(4) . . ? C19 C20 C21 119.2(3) . . ? C20 C21 C22 121.5(3) . . ? C21 C22 C17 119.6(3) . . ? C21 C22 C24 118.1(3) . . ? C17 C22 C24 122.4(3) . . ? O8 C23 C18 126.6(3) . . ? O9 C24 C22 127.0(3) . . ? N1 C25 C26 178.8(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Gd1 O1 C1 -84.7(3) . . . . ? O7 Gd1 O1 C1 131.8(3) . . . . ? O7 Gd1 O1 C1 167.4(3) 2 . . . ? O2 Gd1 O1 C1 -17.5(3) . . . . ? O5 Gd1 O1 C1 -149.1(3) . . . . ? O9 Gd1 O1 C1 14.5(4) 2 . . . ? O8 Gd1 O1 C1 60.5(3) . . . . ? Gd1 Gd1 O1 C1 145.4(3) 2 . . . ? O4 Gd1 O2 C7 125.0(4) . . . . ? O1 Gd1 O2 C7 6.6(3) . . . . ? O7 Gd1 O2 C7 -45.9(4) . . . . ? O7 Gd1 O2 C7 -178.8(3) 2 . . . ? O5 Gd1 O2 C7 66.3(4) . . . . ? O9 Gd1 O2 C7 -155.6(4) 2 . . . ? O8 Gd1 O2 C7 -76.2(3) . . . . ? Gd1 Gd1 O2 C7 -105.4(4) 2 . . . ? O1 Gd1 O4 C9 -92.6(3) . . . . ? O7 Gd1 O4 C9 13.7(4) . . . . ? O7 Gd1 O4 C9 51.3(3) 2 . . . ? O2 Gd1 O4 C9 -156.9(3) . . . . ? O5 Gd1 O4 C9 -25.9(3) . . . . ? O9 Gd1 O4 C9 122.2(3) 2 . . . ? O8 Gd1 O4 C9 165.4(3) . . . . ? Gd1 Gd1 O4 C9 37.2(3) 2 . . . ? O4 Gd1 O5 C15 22.0(3) . . . . ? O1 Gd1 O5 C15 140.6(3) . . . . ? O7 Gd1 O5 C15 -134.4(3) . . . . ? O7 Gd1 O5 C15 -65.3(3) 2 . . . ? O2 Gd1 O5 C15 82.8(3) . . . . ? O9 Gd1 O5 C15 -26.1(4) 2 . . . ? O8 Gd1 O5 C15 -168.3(3) . . . . ? Gd1 Gd1 O5 C15 -99.7(3) 2 . . . ? O4 Gd1 O7 C17 -140.8(2) . . . . ? O1 Gd1 O7 C17 -24.9(2) . . . . ? O7 Gd1 O7 C17 178.0(3) 2 . . . ? O2 Gd1 O7 C17 24.8(3) . . . . ? O5 Gd1 O7 C17 -102.3(2) . . . . ? O9 Gd1 O7 C17 122.5(2) 2 . . . ? O8 Gd1 O7 C17 56.0(2) . . . . ? Gd1 Gd1 O7 C17 178.0(3) 2 . . . ? O4 Gd1 O7 Gd1 41.19(18) . . . 2 ? O1 Gd1 O7 Gd1 157.09(11) . . . 2 ? O7 Gd1 O7 Gd1 0.0 2 . . 2 ? O2 Gd1 O7 Gd1 -153.22(10) . . . 2 ? O5 Gd1 O7 Gd1 79.62(10) . . . 2 ? O9 Gd1 O7 Gd1 -55.50(11) 2 . . 2 ? O8 Gd1 O7 Gd1 -122.04(11) . . . 2 ? O4 Gd1 O8 C23 160.9(3) . . . . ? O1 Gd1 O8 C23 48.7(3) . . . . ? O7 Gd1 O8 C23 -37.1(3) . . . . ? O7 Gd1 O8 C23 -92.8(3) 2 . . . ? O2 Gd1 O8 C23 122.9(3) . . . . ? O5 Gd1 O8 C23 -1.7(4) . . . . ? O9 Gd1 O8 C23 -155.9(3) 2 . . . ? Gd1 Gd1 O8 C23 -65.3(3) 2 . . . ? Gd1 O1 C1 C2 21.1(5) . . . . ? Gd1 O1 C1 C6 -161.3(2) . . . . ? O1 C1 C2 C3 175.4(3) . . . . ? C6 C1 C2 C3 -2.3(5) . . . . ? O1 C1 C2 C7 -7.1(5) . . . . ? C6 C1 C2 C7 175.3(3) . . . . ? C7 C2 C3 C4 -175.3(4) . . . . ? C1 C2 C3 C4 2.4(6) . . . . ? C2 C3 C4 C5 -1.2(6) . . . . ? C3 C4 C5 C6 -0.1(6) . . . . ? C4 C5 C6 C1 0.1(6) . . . . ? C4 C5 C6 C8 179.8(4) . . . . ? O1 C1 C6 C5 -176.6(3) . . . . ? C2 C1 C6 C5 1.0(5) . . . . ? O1 C1 C6 C8 3.7(5) . . . . ? C2 C1 C6 C8 -178.7(3) . . . . ? Gd1 O2 C7 C2 -1.0(6) . . . . ? C3 C2 C7 O2 175.9(4) . . . . ? C1 C2 C7 O2 -1.7(6) . . . . ? C5 C6 C8 O3 6.6(6) . . . . ? C1 C6 C8 O3 -173.7(4) . . . . ? Gd1 O4 C9 C10 20.4(5) . . . . ? Gd1 O4 C9 C14 -158.7(2) . . . . ? O4 C9 C10 C11 -179.1(3) . . . . ? C14 C9 C10 C11 0.1(5) . . . . ? O4 C9 C10 C15 2.5(5) . . . . ? C14 C9 C10 C15 -178.3(3) . . . . ? C9 C10 C11 C12 -1.0(6) . . . . ? C15 C10 C11 C12 177.5(4) . . . . ? C10 C11 C12 C13 0.3(7) . . . . ? C11 C12 C13 C14 1.3(7) . . . . ? C12 C13 C14 C9 -2.2(6) . . . . ? C12 C13 C14 C16 177.6(4) . . . . ? O4 C9 C14 C13 -179.4(3) . . . . ? C10 C9 C14 C13 1.4(5) . . . . ? O4 C9 C14 C16 0.8(5) . . . . ? C10 C9 C14 C16 -178.4(3) . . . . ? Gd1 O5 C15 C10 -15.1(6) . . . . ? C11 C10 C15 O5 178.1(4) . . . . ? C9 C10 C15 O5 -3.5(6) . . . . ? C13 C14 C16 O6 -4.7(6) . . . . ? C9 C14 C16 O6 175.1(4) . . . . ? Gd1 O7 C17 C18 -51.1(4) . . . . ? Gd1 O7 C17 C18 126.7(3) 2 . . . ? Gd1 O7 C17 C22 130.5(3) . . . . ? Gd1 O7 C17 C22 -51.7(4) 2 . . . ? O7 C17 C18 C19 -177.5(3) . . . . ? C22 C17 C18 C19 1.0(5) . . . . ? O7 C17 C18 C23 -0.1(5) . . . . ? C22 C17 C18 C23 178.4(3) . . . . ? C17 C18 C19 C20 -3.8(6) . . . . ? C23 C18 C19 C20 178.7(4) . . . . ? C18 C19 C20 C21 2.3(6) . . . . ? C19 C20 C21 C22 1.9(6) . . . . ? C20 C21 C22 C17 -4.6(5) . . . . ? C20 C21 C22 C24 175.3(3) . . . . ? O7 C17 C22 C21 -178.4(3) . . . . ? C18 C17 C22 C21 3.1(5) . . . . ? O7 C17 C22 C24 1.7(5) . . . . ? C18 C17 C22 C24 -176.8(3) . . . . ? Gd1 O8 C23 C18 11.9(5) . . . . ? C19 C18 C23 O8 -162.5(4) . . . . ? C17 C18 C23 O8 20.0(6) . . . . ? Gd1 O9 C24 C22 15.6(5) 2 . . . ? C21 C22 C24 O9 -162.6(4) . . . . ? C17 C22 C24 O9 17.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.937 _refine_diff_density_min -1.250 _refine_diff_density_rms 0.113