# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Gao, Shan' _publ_contact_author_email shangao67@yahoo.com _publ_section_title ; Rare-earth Organic Frameworks Involving Three Types Architectures Tuned by Lanthanide Contraction Effect: Hydrothermal Syntheses, Structures and Luminescence ; loop_ _publ_author_name 'Zhao-Peng Deng' 'Wei Kang' 'Li-Hua Huo' 'Hui Zhao' 'Shan Gao' # Attachment '- cif.cif' data_complex1 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762550' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H12 La N9 O6' _chemical_formula_sum 'C15 H12 La N9 O6 ' _chemical_formula_weight 553.25 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7870(16) _cell_length_b 14.363(3) _cell_length_c 16.531(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1848.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 17612 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 27.42 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.988 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 2.369 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_T_max 0.867 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18003 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0223 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.43 _reflns_number_total 4200 _reflns_number_gt 4156 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0210P)^2^+0.3539P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.005(11) _refine_ls_number_reflns 4200 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0178 _refine_ls_R_factor_gt 0.0174 _refine_ls_wR_factor_ref 0.0400 _refine_ls_wR_factor_gt 0.0399 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.354759(15) 0.269467(8) 1.518922(7) 0.01600(4) Uani 1 1 d . . . O1 O -0.0824(2) 0.48351(13) 1.47022(13) 0.0326(4) Uani 1 1 d . . . O2 O 0.08192(19) 0.35858(10) 1.48658(11) 0.0249(3) Uani 1 1 d . . . O3 O 0.0861(2) 0.21172(12) 1.58666(9) 0.0245(4) Uani 1 1 d . . . O4 O -0.0848(2) 0.16758(18) 1.68666(12) 0.0406(5) Uani 1 1 d . . . O5 O 0.6441(2) 0.31849(11) 1.57342(9) 0.0225(3) Uani 1 1 d . . . O6 O 0.8163(2) 0.38570(17) 1.66359(13) 0.0419(5) Uani 1 1 d . . . N1 N 0.3674(2) 0.45637(13) 1.48004(13) 0.0235(4) Uani 1 1 d . . . N2 N 0.3704(3) 0.64963(15) 1.47263(15) 0.0392(5) Uani 1 1 d . . . N3 N 0.0754(3) 0.65310(15) 1.47213(17) 0.0402(6) Uani 1 1 d . . . H3A H 0.0802 0.7129 1.4704 0.048 Uiso 1 1 calc R . . H3B H -0.0225 0.6255 1.4728 0.048 Uiso 1 1 calc R . . N4 N 0.3653(3) 0.18688(15) 1.67418(12) 0.0245(4) Uani 1 1 d . . . N5 N 0.3506(4) 0.1679(2) 1.84191(14) 0.0521(7) Uani 1 1 d . . . N6 N 0.0562(4) 0.1624(3) 1.83647(17) 0.0773(12) Uani 1 1 d . . . H6A H 0.0540 0.1577 1.8883 0.093 Uiso 1 1 calc R . . H6B H -0.0383 0.1630 1.8095 0.093 Uiso 1 1 calc R . . N7 N 0.3637(3) 0.38614(13) 1.64657(11) 0.0224(4) Uani 1 1 d . . . N8 N 0.3788(3) 0.46812(17) 1.79820(13) 0.0342(5) Uani 1 1 d . . . N9 N 0.6717(3) 0.45211(19) 1.80051(15) 0.0437(7) Uani 1 1 d . . . H9A H 0.6716 0.4765 1.8480 0.052 Uiso 1 1 calc R . . H9B H 0.7669 0.4353 1.7786 0.052 Uiso 1 1 calc R . . C1 C 0.5158(3) 0.50387(18) 1.4778(2) 0.0306(5) Uani 1 1 d . . . H1 H 0.6200 0.4722 1.4783 0.037 Uiso 1 1 calc R . . C2 C 0.5131(4) 0.5998(2) 1.4746(2) 0.0387(7) Uani 1 1 d . . . H2 H 0.6175 0.6312 1.4737 0.046 Uiso 1 1 calc R . . C3 C 0.2213(3) 0.60274(17) 1.47375(17) 0.0284(5) Uani 1 1 d . . . C4 C 0.2205(3) 0.50371(15) 1.47793(16) 0.0210(4) Uani 1 1 d . . . C5 C 0.0593(3) 0.44648(15) 1.47776(15) 0.0210(4) Uani 1 1 d . . . C6 C 0.5097(3) 0.1795(2) 1.71844(18) 0.0323(6) Uani 1 1 d . . . H6 H 0.6166 0.1806 1.6934 0.039 Uiso 1 1 calc R . . C7 C 0.4974(4) 0.1704(3) 1.8020(2) 0.0441(8) Uani 1 1 d . . . H7 H 0.5987 0.1659 1.8316 0.053 Uiso 1 1 calc R . . C8 C 0.2056(4) 0.1689(2) 1.79793(17) 0.0399(7) Uani 1 1 d . . . C9 C 0.2152(3) 0.18011(18) 1.71227(15) 0.0236(5) Uani 1 1 d . . . C10 C 0.0577(3) 0.18618(17) 1.66048(14) 0.0230(5) Uani 1 1 d . . . C11 C 0.2201(3) 0.4151(2) 1.68410(17) 0.0289(6) Uani 1 1 d . . . H11 H 0.1137 0.4072 1.6595 0.035 Uiso 1 1 calc R . . C12 C 0.2313(4) 0.4564(2) 1.75933(17) 0.0336(6) Uani 1 1 d . . . H12 H 0.1308 0.4771 1.7839 0.040 Uiso 1 1 calc R . . C13 C 0.5232(3) 0.44035(18) 1.76055(16) 0.0260(5) Uani 1 1 d . . . C14 C 0.5157(3) 0.39957(17) 1.68213(15) 0.0210(5) Uani 1 1 d . . . C15 C 0.6732(3) 0.36674(17) 1.63856(14) 0.0224(5) 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 La1 0.01220(6) 0.01887(6) 0.01693(6) -0.00117(5) -0.00039(5) 0.00007(5) O1 0.0194(8) 0.0355(9) 0.0429(11) 0.0097(9) 0.0012(9) 0.0054(7) O2 0.0184(7) 0.0201(7) 0.0361(8) 0.0033(7) -0.0046(8) -0.0020(6) O3 0.0196(7) 0.0361(10) 0.0179(7) 0.0050(7) -0.0029(6) -0.0036(7) O4 0.0218(9) 0.0664(15) 0.0337(10) 0.0111(10) 0.0037(9) -0.0074(9) O5 0.0184(7) 0.0287(8) 0.0205(7) -0.0078(6) 0.0015(8) 0.0008(8) O6 0.0192(9) 0.0660(15) 0.0407(11) -0.0247(11) -0.0003(8) -0.0025(9) N1 0.0203(8) 0.0237(9) 0.0265(9) 0.0013(8) -0.0014(12) -0.0011(7) N2 0.0452(13) 0.0222(10) 0.0501(13) 0.0002(10) -0.0029(14) -0.0089(10) N3 0.0432(12) 0.0221(10) 0.0552(15) 0.0012(11) -0.0014(13) 0.0082(9) N4 0.0223(9) 0.0264(10) 0.0248(9) 0.0041(8) -0.0024(10) -0.0021(10) N5 0.0425(13) 0.087(2) 0.0264(11) 0.0075(12) -0.0083(13) 0.0045(17) N6 0.0416(15) 0.166(4) 0.0241(13) 0.0191(18) 0.0066(13) -0.005(2) N7 0.0184(9) 0.0260(10) 0.0227(9) -0.0055(8) 0.0012(10) 0.0009(9) N8 0.0317(13) 0.0417(13) 0.0292(10) -0.0112(10) 0.0057(11) 0.0027(10) N9 0.0307(13) 0.0671(18) 0.0332(12) -0.0274(12) -0.0070(11) 0.0045(12) C1 0.0210(11) 0.0294(13) 0.0415(14) 0.0012(13) -0.0001(13) -0.0063(9) C2 0.0323(13) 0.0320(14) 0.0520(18) 0.0015(15) -0.0022(15) -0.0124(11) C3 0.0369(13) 0.0238(12) 0.0247(12) 0.0003(11) -0.0005(12) 0.0009(10) C4 0.0230(10) 0.0211(10) 0.0187(10) 0.0018(10) -0.0002(11) 0.0000(9) C5 0.0206(10) 0.0229(10) 0.0194(10) 0.0018(10) 0.0012(11) 0.0008(9) C6 0.0214(12) 0.0368(15) 0.0387(15) 0.0065(12) -0.0051(12) 0.0022(11) C7 0.0365(15) 0.061(2) 0.0348(16) 0.0063(14) -0.0176(14) 0.0037(14) C8 0.0372(15) 0.063(2) 0.0194(12) 0.0064(13) -0.0019(12) 0.0034(14) C9 0.0232(11) 0.0278(13) 0.0198(11) 0.0029(10) -0.0022(10) -0.0007(10) C10 0.0219(11) 0.0266(12) 0.0205(10) 0.0027(9) 0.0013(10) 0.0002(10) C11 0.0199(11) 0.0371(15) 0.0298(13) -0.0043(11) 0.0013(11) 0.0035(11) C12 0.0254(13) 0.0413(16) 0.0341(14) -0.0086(12) 0.0120(12) 0.0044(12) C13 0.0253(13) 0.0276(13) 0.0250(12) -0.0083(10) 0.0006(11) -0.0009(10) C14 0.0197(11) 0.0211(11) 0.0221(11) -0.0059(9) 0.0003(10) 0.0000(9) C15 0.0189(12) 0.0266(12) 0.0219(10) -0.0057(9) 0.0013(9) -0.0001(9) _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 O3 2.5135(16) . ? La1 O3 2.5230(15) 4_558 ? La1 O5 2.5269(18) . ? La1 O2 2.5373(16) . ? La1 O2 2.5534(15) 4_558 ? La1 O5 2.5723(16) 4_458 ? La1 N7 2.6955(19) . ? La1 N1 2.762(2) . ? La1 N4 2.829(2) . ? O1 C5 1.231(3) . ? O2 C5 1.283(3) . ? O2 La1 2.5534(15) 4_458 ? O3 C10 1.293(3) . ? O3 La1 2.5230(15) 4_458 ? O4 C10 1.221(3) . ? O5 C15 1.300(3) . ? O5 La1 2.5723(16) 4_558 ? O6 C15 1.220(3) . ? N1 C4 1.332(3) . ? N1 C1 1.342(3) . ? N2 C2 1.322(4) . ? N2 C3 1.342(3) . ? N3 C3 1.347(3) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.331(3) . ? N4 C6 1.346(3) . ? N5 C7 1.320(4) . ? N5 C8 1.343(4) . ? N6 C8 1.330(4) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C14 1.336(3) . ? N7 C11 1.344(3) . ? N8 C12 1.326(4) . ? N8 C13 1.346(3) . ? N9 C13 1.342(3) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? C1 C2 1.379(4) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.424(3) . ? C4 C5 1.500(3) . ? C6 C7 1.391(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.427(3) . ? C9 C10 1.499(3) . ? C11 C12 1.381(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.424(3) . ? C14 C15 1.498(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 La1 O3 159.70(3) . 4_558 ? O3 La1 O5 132.48(5) . . ? O3 La1 O5 65.16(5) 4_558 . ? O3 La1 O2 64.12(5) . . ? O3 La1 O2 113.46(6) 4_558 . ? O5 La1 O2 132.94(5) . . ? O3 La1 O2 110.77(5) . 4_558 ? O3 La1 O2 63.76(5) 4_558 4_558 ? O5 La1 O2 66.15(5) . 4_558 ? O2 La1 O2 159.38(3) . 4_558 ? O3 La1 O5 64.64(5) . 4_458 ? O3 La1 O5 95.59(6) 4_558 4_458 ? O5 La1 O5 156.50(5) . 4_458 ? O2 La1 O5 65.72(5) . 4_458 ? O2 La1 O5 93.83(6) 4_558 4_458 ? O3 La1 N7 82.98(6) . . ? O3 La1 N7 117.16(6) 4_558 . ? O5 La1 N7 61.62(6) . . ? O2 La1 N7 82.70(6) . . ? O2 La1 N7 117.25(6) 4_558 . ? O5 La1 N7 141.85(6) 4_458 . ? O3 La1 N1 117.01(6) . . ? O3 La1 N1 73.10(6) 4_558 . ? O5 La1 N1 77.30(6) . . ? O2 La1 N1 59.38(5) . . ? O2 La1 N1 131.83(6) 4_558 . ? O5 La1 N1 111.23(6) 4_458 . ? N7 La1 N1 64.98(6) . . ? O3 La1 N4 58.76(6) . . ? O3 La1 N4 130.69(6) 4_558 . ? O5 La1 N4 76.56(6) . . ? O2 La1 N4 115.27(6) . . ? O2 La1 N4 73.16(6) 4_558 . ? O5 La1 N4 110.54(6) 4_458 . ? N7 La1 N4 63.23(6) . . ? N1 La1 N4 128.15(6) . . ? O3 La1 La1 37.82(3) . 4_458 ? O3 La1 La1 127.19(4) 4_558 4_458 ? O5 La1 La1 165.21(3) . 4_458 ? O2 La1 La1 38.67(4) . 4_458 ? O2 La1 La1 124.78(4) 4_558 4_458 ? O5 La1 La1 38.23(4) 4_458 4_458 ? N7 La1 La1 103.62(5) . 4_458 ? N1 La1 La1 97.75(4) . 4_458 ? N4 La1 La1 96.42(5) . 4_458 ? O3 La1 La1 146.84(4) . 4_558 ? O3 La1 La1 37.66(4) 4_558 4_558 ? O5 La1 La1 39.05(3) . 4_558 ? O2 La1 La1 148.90(4) . 4_558 ? O2 La1 La1 38.38(4) 4_558 4_558 ? O5 La1 La1 117.46(4) 4_458 4_558 ? N7 La1 La1 100.66(5) . 4_558 ? N1 La1 La1 93.72(4) . 4_558 ? N4 La1 La1 93.18(5) . 4_558 ? La1 La1 La1 155.676(9) 4_458 4_558 ? C5 O2 La1 129.45(14) . . ? C5 O2 La1 127.55(14) . 4_458 ? La1 O2 La1 102.96(5) . 4_458 ? C10 O3 La1 131.04(15) . . ? C10 O3 La1 124.11(15) . 4_458 ? La1 O3 La1 104.52(6) . 4_458 ? C15 O5 La1 126.78(15) . . ? C15 O5 La1 129.97(15) . 4_558 ? La1 O5 La1 102.72(5) . 4_558 ? C4 N1 C1 118.6(2) . . ? C4 N1 La1 118.14(14) . . ? C1 N1 La1 122.10(16) . . ? C2 N2 C3 117.1(2) . . ? C3 N3 H3A 120.0 . . ? C3 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 118.1(2) . . ? C9 N4 La1 115.77(16) . . ? C6 N4 La1 123.39(17) . . ? C7 N5 C8 117.2(2) . . ? C8 N6 H6A 120.0 . . ? C8 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C14 N7 C11 119.3(2) . . ? C14 N7 La1 117.21(15) . . ? C11 N7 La1 122.14(17) . . ? C12 N8 C13 117.5(2) . . ? C13 N9 H9A 120.0 . . ? C13 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? N1 C1 C2 119.7(2) . . ? N1 C1 H1 120.1 . . ? C2 C1 H1 120.1 . . ? N2 C2 C1 123.7(2) . . ? N2 C2 H2 118.2 . . ? C1 C2 H2 118.2 . . ? N2 C3 N3 117.4(2) . . ? N2 C3 C4 120.4(2) . . ? N3 C3 C4 122.2(2) . . ? N1 C4 C3 120.5(2) . . ? N1 C4 C5 116.06(19) . . ? C3 C4 C5 123.4(2) . . ? O1 C5 O2 124.0(2) . . ? O1 C5 C4 120.9(2) . . ? O2 C5 C4 115.08(19) . . ? N4 C6 C7 119.4(3) . . ? N4 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? N5 C7 C6 123.9(3) . . ? N5 C7 H7 118.0 . . ? C6 C7 H7 118.0 . . ? N6 C8 N5 118.4(3) . . ? N6 C8 C9 122.0(3) . . ? N5 C8 C9 119.6(3) . . ? N4 C9 C8 121.6(2) . . ? N4 C9 C10 116.4(2) . . ? C8 C9 C10 122.0(2) . . ? O4 C10 O3 123.5(2) . . ? O4 C10 C9 121.9(2) . . ? O3 C10 C9 114.5(2) . . ? N7 C11 C12 119.7(2) . . ? N7 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? N8 C12 C11 123.0(2) . . ? N8 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? N9 C13 N8 117.1(2) . . ? N9 C13 C14 122.4(2) . . ? N8 C13 C14 120.6(2) . . ? N7 C14 C13 119.8(2) . . ? N7 C14 C15 117.9(2) . . ? C13 C14 C15 122.2(2) . . ? O6 C15 O5 124.0(2) . . ? O6 C15 C14 121.0(2) . . ? O5 C15 C14 115.1(2) . . ? 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 O3 La1 O2 C5 140.8(2) . . . . ? O3 La1 O2 C5 -61.4(2) 4_558 . . . ? O5 La1 O2 C5 15.8(2) . . . . ? O2 La1 O2 C5 -139.0(2) 4_558 . . . ? O5 La1 O2 C5 -146.9(2) 4_458 . . . ? N7 La1 O2 C5 55.1(2) . . . . ? N1 La1 O2 C5 -10.1(2) . . . . ? N4 La1 O2 C5 110.8(2) . . . . ? La1 La1 O2 C5 177.8(3) 4_458 . . . ? La1 La1 O2 C5 -43.5(3) 4_558 . . . ? O3 La1 O2 La1 -36.97(6) . . . 4_458 ? O3 La1 O2 La1 120.82(6) 4_558 . . 4_458 ? O5 La1 O2 La1 -161.99(5) . . . 4_458 ? O2 La1 O2 La1 43.25(11) 4_558 . . 4_458 ? O5 La1 O2 La1 35.36(6) 4_458 . . 4_458 ? N7 La1 O2 La1 -122.69(7) . . . 4_458 ? N1 La1 O2 La1 172.13(9) . . . 4_458 ? N4 La1 O2 La1 -66.92(8) . . . 4_458 ? La1 La1 O2 La1 138.76(4) 4_558 . . 4_458 ? O3 La1 O3 C10 136.5(2) 4_558 . . . ? O5 La1 O3 C10 -10.0(2) . . . . ? O2 La1 O3 C10 -135.6(2) . . . . ? O2 La1 O3 C10 66.2(2) 4_558 . . . ? O5 La1 O3 C10 150.4(2) 4_458 . . . ? N7 La1 O3 C10 -50.3(2) . . . . ? N1 La1 O3 C10 -107.6(2) . . . . ? N4 La1 O3 C10 12.5(2) . . . . ? La1 La1 O3 C10 -173.4(2) 4_458 . . . ? La1 La1 O3 C10 48.4(2) 4_558 . . . ? O3 La1 O3 La1 -50.15(12) 4_558 . . 4_458 ? O5 La1 O3 La1 163.41(5) . . . 4_458 ? O2 La1 O3 La1 37.79(6) . . . 4_458 ? O2 La1 O3 La1 -120.42(7) 4_558 . . 4_458 ? O5 La1 O3 La1 -36.20(6) 4_458 . . 4_458 ? N7 La1 O3 La1 123.05(7) . . . 4_458 ? N1 La1 O3 La1 65.81(8) . . . 4_458 ? N4 La1 O3 La1 -174.08(9) . . . 4_458 ? La1 La1 O3 La1 -138.18(4) 4_558 . . 4_458 ? O3 La1 O5 C15 -40.0(2) . . . . ? O3 La1 O5 C15 152.2(2) 4_558 . . . ? O2 La1 O5 C15 52.5(2) . . . . ? O2 La1 O5 C15 -136.92(19) 4_558 . . . ? O5 La1 O5 C15 -170.45(19) 4_458 . . . ? N7 La1 O5 C15 6.96(18) . . . . ? N1 La1 O5 C15 75.18(19) . . . . ? N4 La1 O5 C15 -59.64(19) . . . . ? La1 La1 O5 C15 3.3(3) 4_458 . . . ? La1 La1 O5 C15 -172.3(2) 4_558 . . . ? O3 La1 O5 La1 132.31(6) . . . 4_558 ? O3 La1 O5 La1 -35.49(5) 4_558 . . 4_558 ? O2 La1 O5 La1 -135.19(7) . . . 4_558 ? O2 La1 O5 La1 35.36(6) 4_558 . . 4_558 ? O5 La1 O5 La1 1.83(4) 4_458 . . 4_558 ? N7 La1 O5 La1 179.24(8) . . . 4_558 ? N1 La1 O5 La1 -112.54(7) . . . 4_558 ? N4 La1 O5 La1 112.64(7) . . . 4_558 ? La1 La1 O5 La1 175.62(10) 4_458 . . 4_558 ? O3 La1 N1 C4 -17.5(2) . . . . ? O3 La1 N1 C4 143.5(2) 4_558 . . . ? O5 La1 N1 C4 -148.97(19) . . . . ? O2 La1 N1 C4 11.91(18) . . . . ? O2 La1 N1 C4 170.32(17) 4_558 . . . ? O5 La1 N1 C4 54.0(2) 4_458 . . . ? N7 La1 N1 C4 -84.60(19) . . . . ? N4 La1 N1 C4 -87.6(2) . . . . ? La1 La1 N1 C4 16.86(19) 4_458 . . . ? La1 La1 N1 C4 175.37(18) 4_558 . . . ? O3 La1 N1 C1 150.2(2) . . . . ? O3 La1 N1 C1 -48.8(2) 4_558 . . . ? O5 La1 N1 C1 18.8(2) . . . . ? O2 La1 N1 C1 179.7(2) . . . . ? O2 La1 N1 C1 -21.9(2) 4_558 . . . ? O5 La1 N1 C1 -138.3(2) 4_458 . . . ? N7 La1 N1 C1 83.2(2) . . . . ? N4 La1 N1 C1 80.1(2) . . . . ? La1 La1 N1 C1 -175.4(2) 4_458 . . . ? La1 La1 N1 C1 -16.9(2) 4_558 . . . ? O3 La1 N4 C9 -16.01(17) . . . . ? O3 La1 N4 C9 -173.69(16) 4_558 . . . ? O5 La1 N4 C9 147.11(19) . . . . ? O2 La1 N4 C9 15.68(19) . . . . ? O2 La1 N4 C9 -144.11(19) 4_558 . . . ? O5 La1 N4 C9 -56.34(19) 4_458 . . . ? N7 La1 N4 C9 82.38(18) . . . . ? N1 La1 N4 C9 85.47(19) . . . . ? La1 La1 N4 C9 -19.66(18) 4_458 . . . ? La1 La1 N4 C9 -177.27(17) 4_558 . . . ? O3 La1 N4 C6 -176.7(2) . . . . ? O3 La1 N4 C6 25.6(2) 4_558 . . . ? O5 La1 N4 C6 -13.6(2) . . . . ? O2 La1 N4 C6 -145.0(2) . . . . ? O2 La1 N4 C6 55.2(2) 4_558 . . . ? O5 La1 N4 C6 142.9(2) 4_458 . . . ? N7 La1 N4 C6 -78.3(2) . . . . ? N1 La1 N4 C6 -75.2(2) . . . . ? La1 La1 N4 C6 179.6(2) 4_458 . . . ? La1 La1 N4 C6 22.0(2) 4_558 . . . ? O3 La1 N7 C14 136.95(18) . . . . ? O3 La1 N7 C14 -45.70(19) 4_558 . . . ? O5 La1 N7 C14 -10.17(16) . . . . ? O2 La1 N7 C14 -158.37(18) . . . . ? O2 La1 N7 C14 27.16(19) 4_558 . . . ? O5 La1 N7 C14 168.15(15) 4_458 . . . ? N1 La1 N7 C14 -98.83(18) . . . . ? N4 La1 N7 C14 78.49(18) . . . . ? La1 La1 N7 C14 168.88(16) 4_458 . . . ? La1 La1 N7 C14 -9.68(18) 4_558 . . . ? O3 La1 N7 C11 -29.6(2) . . . . ? O3 La1 N7 C11 147.75(19) 4_558 . . . ? O5 La1 N7 C11 -176.7(2) . . . . ? O2 La1 N7 C11 35.1(2) . . . . ? O2 La1 N7 C11 -139.40(19) 4_558 . . . ? O5 La1 N7 C11 1.6(2) 4_458 . . . ? N1 La1 N7 C11 94.6(2) . . . . ? N4 La1 N7 C11 -88.1(2) . . . . ? La1 La1 N7 C11 2.3(2) 4_458 . . . ? La1 La1 N7 C11 -176.24(19) 4_558 . . . ? C4 N1 C1 C2 1.0(4) . . . . ? La1 N1 C1 C2 -166.7(3) . . . . ? C3 N2 C2 C1 -0.1(5) . . . . ? N1 C1 C2 N2 -0.8(6) . . . . ? C2 N2 C3 N3 179.7(3) . . . . ? C2 N2 C3 C4 0.8(4) . . . . ? C1 N1 C4 C3 -0.3(4) . . . . ? La1 N1 C4 C3 167.9(2) . . . . ? C1 N1 C4 C5 178.0(3) . . . . ? La1 N1 C4 C5 -13.9(3) . . . . ? N2 C3 C4 N1 -0.6(4) . . . . ? N3 C3 C4 N1 -179.5(3) . . . . ? N2 C3 C4 C5 -178.7(2) . . . . ? N3 C3 C4 C5 2.4(5) . . . . ? La1 O2 C5 O1 -172.22(18) . . . . ? La1 O2 C5 O1 5.0(4) 4_458 . . . ? La1 O2 C5 C4 7.2(3) . . . . ? La1 O2 C5 C4 -175.53(15) 4_458 . . . ? N1 C4 C5 O1 -174.9(2) . . . . ? C3 C4 C5 O1 3.3(4) . . . . ? N1 C4 C5 O2 5.6(3) . . . . ? C3 C4 C5 O2 -176.1(3) . . . . ? C9 N4 C6 C7 -3.5(4) . . . . ? La1 N4 C6 C7 156.8(3) . . . . ? C8 N5 C7 C6 3.9(5) . . . . ? N4 C6 C7 N5 0.4(6) . . . . ? C7 N5 C8 N6 177.2(4) . . . . ? C7 N5 C8 C9 -4.9(5) . . . . ? C6 N4 C9 C8 2.4(4) . . . . ? La1 N4 C9 C8 -159.4(2) . . . . ? C6 N4 C9 C10 -178.5(2) . . . . ? La1 N4 C9 C10 19.7(3) . . . . ? N6 C8 C9 N4 179.8(3) . . . . ? N5 C8 C9 N4 2.0(5) . . . . ? N6 C8 C9 C10 0.7(5) . . . . ? N5 C8 C9 C10 -177.2(3) . . . . ? La1 O3 C10 O4 173.0(2) . . . . ? La1 O3 C10 O4 0.7(4) 4_458 . . . ? La1 O3 C10 C9 -7.6(3) . . . . ? La1 O3 C10 C9 -179.83(15) 4_458 . . . ? N4 C9 C10 O4 169.2(3) . . . . ? C8 C9 C10 O4 -11.6(4) . . . . ? N4 C9 C10 O3 -10.2(3) . . . . ? C8 C9 C10 O3 168.9(3) . . . . ? C14 N7 C11 C12 -1.3(4) . . . . ? La1 N7 C11 C12 165.0(2) . . . . ? C13 N8 C12 C11 2.0(4) . . . . ? N7 C11 C12 N8 -1.2(5) . . . . ? C12 N8 C13 N9 -179.7(3) . . . . ? C12 N8 C13 C14 -0.4(4) . . . . ? C11 N7 C14 C13 2.8(4) . . . . ? La1 N7 C14 C13 -164.14(19) . . . . ? C11 N7 C14 C15 -179.8(2) . . . . ? La1 N7 C14 C15 13.2(3) . . . . ? N9 C13 C14 N7 177.3(3) . . . . ? N8 C13 C14 N7 -2.0(4) . . . . ? N9 C13 C14 C15 0.1(4) . . . . ? N8 C13 C14 C15 -179.3(2) . . . . ? La1 O5 C15 O6 177.3(2) . . . . ? La1 O5 C15 O6 7.2(4) 4_558 . . . ? La1 O5 C15 C14 -3.2(3) . . . . ? La1 O5 C15 C14 -173.40(15) 4_558 . . . ? N7 C14 C15 O6 172.1(3) . . . . ? C13 C14 C15 O6 -10.6(4) . . . . ? N7 C14 C15 O5 -7.3(3) . . . . ? C13 C14 C15 O5 170.0(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3B O1 0.86 2.09 2.728(3) 130.3 . N6 H6B O4 0.86 2.06 2.710(4) 131.3 . N9 H9A O1 0.86 2.21 3.035(3) 160.1 2_565 N9 H9B O6 0.86 2.07 2.702(3) 130.2 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.998 _refine_diff_density_min -0.720 _refine_diff_density_rms 0.087 #===END data_complex2 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762551' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H8 N3 O8 Pr, H2 O' _chemical_formula_sum 'C7 H10 N3 O9 Pr ' _chemical_formula_weight 421.09 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 18.0955(6) _cell_length_b 10.6213(3) _cell_length_c 12.9660(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.377(1) _cell_angle_gamma 90.00 _cell_volume 2402.83(13) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 10288 _cell_measurement_theta_min 3.26 _cell_measurement_theta_max 27.41 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 4.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.335 _exptl_absorpt_correction_T_max 0.540 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11458 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 27.42 _reflns_number_total 2741 _reflns_number_gt 2582 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0374P)^2^+1.9868P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2747 _refine_ls_number_parameters 213 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0237 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0570 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _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 Pr1 Pr 0.254103(6) 0.493040(10) 0.707683(9) 0.01670(7) Uani 1 1 d . . . O1 O 0.21063(8) 0.27867(14) 0.73612(12) 0.0250(3) Uani 1 1 d . . . O2 O 0.12885(9) 0.11880(14) 0.70270(12) 0.0276(3) Uani 1 1 d . . . O3 O 0.20480(9) 0.39664(15) 0.52464(11) 0.0236(3) Uani 1 1 d . . . O1w O 0.36190(9) 0.33423(15) 0.70154(13) 0.0279(3) Uani 1 1 d D . . H11 H 0.3400(15) 0.2645(17) 0.681(2) 0.051(9) Uiso 1 1 d D . . H12 H 0.3919(15) 0.352(3) 0.663(2) 0.061(10) Uiso 1 1 d D . . O2w O 0.17654(10) 0.65972(14) 0.59190(13) 0.0305(4) Uani 1 1 d D . . H21 H 0.1882(18) 0.7374(12) 0.598(2) 0.066(11) Uiso 1 1 d D . . H22 H 0.1428(14) 0.648(2) 0.5335(14) 0.051(9) Uiso 1 1 d D . . O3w O 0.49455(15) 0.3679(3) 0.61963(18) 0.0539(6) Uani 1 1 d D . . H31 H 0.4925(19) 0.376(4) 0.5539(10) 0.083(13) Uiso 1 1 d D . . H32 H 0.5410(9) 0.353(4) 0.654(2) 0.088(15) Uiso 1 1 d D . . O4 O 0.20263(8) 0.40617(14) 0.35115(11) 0.0217(3) Uani 1 1 d . . . O5 O 0.32251(9) 0.56149(16) 0.57032(11) 0.0266(3) Uani 1 1 d . . . O6 O 0.31226(9) 0.58230(14) 0.39587(11) 0.0246(3) Uani 1 1 d . . . N1 N 0.10010(10) 0.44726(17) 0.67121(13) 0.0197(3) Uani 1 1 d . . . N2 N -0.05312(10) 0.37963(18) 0.59489(14) 0.0250(4) Uani 1 1 d . . . N3 N -0.02118(12) 0.16873(19) 0.6063(2) 0.0324(5) Uani 1 1 d D . . H41 H 0.0098(11) 0.1094(19) 0.629(2) 0.035(8) Uiso 1 1 d D . . H42 H -0.0672(6) 0.147(2) 0.597(2) 0.046(8) Uiso 1 1 d D . . C1 C 0.14405(12) 0.23463(19) 0.70211(15) 0.0200(4) Uani 1 1 d . . . C2 C 0.07948(11) 0.32582(18) 0.66219(15) 0.0183(4) Uani 1 1 d . . . C3 C 0.00159(12) 0.2903(2) 0.62254(15) 0.0212(4) Uani 1 1 d . . . C4 C -0.03107(17) 0.49933(18) 0.6094(2) 0.0256(6) Uani 1 1 d . . . H4 H -0.0683 0.5619 0.5935 0.031 Uiso 1 1 calc R . . C5 C 0.04459(13) 0.5344(2) 0.64707(18) 0.0241(4) Uani 1 1 d . . . H5 H 0.0573 0.6193 0.6558 0.029 Uiso 1 1 calc R . . C6 C 0.22803(12) 0.43618(19) 0.44833(15) 0.0184(4) Uani 1 1 d . . . C7 C 0.29398(12) 0.5352(2) 0.47401(16) 0.0185(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 Pr1 0.01618(10) 0.02159(9) 0.01171(9) -0.00041(3) 0.00259(7) -0.00148(3) O1 0.0172(7) 0.0296(8) 0.0255(7) 0.0025(6) 0.0008(6) 0.0022(6) O2 0.0268(8) 0.0209(7) 0.0320(8) 0.0056(6) 0.0021(7) 0.0028(6) O3 0.0272(8) 0.0283(8) 0.0164(7) -0.0017(6) 0.0075(6) -0.0072(6) O1w 0.0280(9) 0.0251(8) 0.0327(9) -0.0020(7) 0.0120(7) -0.0025(6) O2w 0.0341(9) 0.0189(8) 0.0306(8) 0.0014(7) -0.0052(7) -0.0038(6) O3w 0.0499(14) 0.0698(16) 0.0431(12) 0.0007(12) 0.0142(11) 0.0032(12) O4 0.0260(8) 0.0245(7) 0.0143(6) -0.0035(6) 0.0049(6) -0.0043(6) O5 0.0267(8) 0.0368(9) 0.0156(7) -0.0035(7) 0.0041(6) -0.0121(7) O6 0.0332(9) 0.0248(8) 0.0159(7) -0.0009(6) 0.0065(6) -0.0071(6) N1 0.0202(9) 0.0202(9) 0.0180(8) -0.0002(7) 0.0038(7) 0.0004(7) N2 0.0186(9) 0.0306(10) 0.0247(9) 0.0028(8) 0.0041(7) 0.0015(7) N3 0.0211(11) 0.0246(10) 0.0462(13) 0.0039(9) -0.0003(9) -0.0042(8) C1 0.0207(10) 0.0238(10) 0.0154(9) 0.0027(8) 0.0045(8) 0.0023(8) C2 0.0185(10) 0.0212(9) 0.0150(9) 0.0001(7) 0.0041(8) -0.0003(7) C3 0.0201(10) 0.0251(10) 0.0183(9) 0.0022(8) 0.0048(8) -0.0012(8) C4 0.0222(13) 0.0284(13) 0.0255(13) 0.0015(7) 0.0053(11) 0.0078(7) C5 0.0250(12) 0.0216(10) 0.0257(11) -0.0012(9) 0.0067(9) 0.0014(9) C6 0.0207(10) 0.0177(9) 0.0161(9) -0.0008(7) 0.0039(8) -0.0002(8) C7 0.0203(10) 0.0206(9) 0.0146(9) -0.0014(8) 0.0045(8) -0.0012(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O1 2.468(2) . ? Pr1 O2 2.513(2) 8_557 ? Pr1 O3 2.521(1) . ? Pr1 O4 2.528(1) 2_565 ? Pr1 O5 2.530(1) . ? Pr1 O6 2.518(1) 2_565 ? Pr1 N1 2.744(2) . ? Pr1 O1w 2.596(2) . ? Pr1 O2w 2.498(2) . ? O1 C1 1.258(3) . ? O2 C1 1.261(3) . ? O2 Pr1 2.5131(15) 8_547 ? O3 C6 1.246(2) . ? O1w H11 0.849(10) . ? O1w H12 0.85(3) . ? O2w H21 0.850(10) . ? O2w H22 0.848(10) . ? O3w H31 0.847(10) . ? O3w H32 0.855(10) . ? O4 C6 1.262(2) . ? O4 Pr1 2.5284(14) 2_564 ? O5 C7 1.250(2) . ? O6 C7 1.251(2) . ? O6 Pr1 2.5179(14) 2_564 ? N1 C2 1.339(3) . ? N1 C5 1.341(3) . ? N2 C4 1.331(3) . ? N2 C3 1.349(3) . ? N3 C3 1.355(3) . ? N3 H41 0.84(2) . ? N3 H42 0.843(10) . ? C1 C2 1.500(3) . ? C2 C3 1.417(3) . ? C4 C5 1.377(4) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.559(3) . ? 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 Pr1 O2w 126.37(5) . . ? O1 Pr1 O2 133.17(5) . 8_557 ? O2w Pr1 O2 99.88(5) . 8_557 ? O1 Pr1 O6 68.28(5) . 2_565 ? O2w Pr1 O6 146.25(5) . 2_565 ? O2 Pr1 O6 68.68(5) 8_557 2_565 ? O1 Pr1 O3 73.67(5) . . ? O2w Pr1 O3 73.73(5) . . ? O2 Pr1 O3 134.08(5) 8_557 . ? O6 Pr1 O3 137.39(5) 2_565 . ? O1 Pr1 O4 94.96(5) . 2_565 ? O2w Pr1 O4 83.35(5) . 2_565 ? O2 Pr1 O4 82.21(5) 8_557 2_565 ? O6 Pr1 O4 64.05(5) 2_565 2_565 ? O3 Pr1 O4 139.22(5) . 2_565 ? O1 Pr1 O5 127.23(5) . . ? O2w Pr1 O5 71.04(6) . . ? O2 Pr1 O5 70.31(5) 8_557 . ? O6 Pr1 O5 128.07(5) 2_565 . ? O3 Pr1 O5 64.60(5) . . ? O4 Pr1 O5 137.78(5) 2_565 . ? O1 Pr1 O1w 71.16(5) . . ? O2w Pr1 O1w 138.51(5) . . ? O2 Pr1 O1w 79.13(5) 8_557 . ? O6 Pr1 O1w 72.47(5) 2_565 . ? O3 Pr1 O1w 77.78(5) . . ? O4 Pr1 O1w 136.39(5) 2_565 . ? O5 Pr1 O1w 69.71(5) . . ? O1 Pr1 N1 60.85(5) . . ? O2w Pr1 N1 68.83(5) . . ? O2 Pr1 N1 150.10(5) 8_557 . ? O6 Pr1 N1 104.78(5) 2_565 . ? O3 Pr1 N1 71.10(5) . . ? O4 Pr1 N1 69.29(5) 2_565 . ? O5 Pr1 N1 126.42(5) . . ? O1w Pr1 N1 128.08(5) . . ? C1 O1 Pr1 127.16(13) . . ? C1 O2 Pr1 111.27(13) . 8_547 ? C6 O3 Pr1 120.07(13) . . ? Pr1 O1w H11 106(2) . . ? Pr1 O1w H12 118(2) . . ? H11 O1w H12 109.1(16) . . ? Pr1 O2w H21 123.1(19) . . ? Pr1 O2w H22 125.9(18) . . ? H21 O2w H22 109.5(16) . . ? H31 O3w H32 108.5(17) . . ? C6 O4 Pr1 121.32(13) . 2_564 ? C7 O5 Pr1 119.32(13) . . ? C7 O6 Pr1 121.71(13) . 2_564 ? C2 N1 C5 118.07(19) . . ? C2 N1 Pr1 115.63(13) . . ? C5 N1 Pr1 125.57(15) . . ? C4 N2 C3 117.6(2) . . ? C3 N3 H41 120.8(18) . . ? C3 N3 H42 122.5(18) . . ? H41 N3 H42 112.5(16) . . ? O2 C1 O1 123.42(19) . . ? O2 C1 C2 118.73(18) . . ? O1 C1 C2 117.82(18) . . ? N1 C2 C3 121.01(18) . . ? N1 C2 C1 114.72(17) . . ? C3 C2 C1 124.20(18) . . ? N2 C3 N3 117.22(19) . . ? N2 C3 C2 119.90(19) . . ? N3 C3 C2 122.8(2) . . ? N2 C4 C5 122.8(2) . . ? N2 C4 H4 118.6 . . ? C5 C4 H4 118.6 . . ? N1 C5 C4 120.6(2) . . ? N1 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? O3 C6 O4 126.68(19) . . ? O3 C6 C7 117.26(17) . . ? O4 C6 C7 116.04(17) . . ? O6 C7 O5 126.3(2) . . ? O6 C7 C6 116.66(18) . . ? O5 C7 C6 117.00(18) . . ? 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 O2w Pr1 O1 C1 -5.70(19) . . . . ? O2 Pr1 O1 C1 163.65(15) 8_557 . . . ? O6 Pr1 O1 C1 139.20(17) 2_565 . . . ? O3 Pr1 O1 C1 -60.37(16) . . . . ? O4 Pr1 O1 C1 79.69(17) 2_565 . . . ? O5 Pr1 O1 C1 -98.73(17) . . . . ? O1w Pr1 O1 C1 -142.72(17) . . . . ? N1 Pr1 O1 C1 16.74(15) . . . . ? O1 Pr1 O3 C6 -155.95(16) . . . . ? O2w Pr1 O3 C6 67.23(16) . . . . ? O2 Pr1 O3 C6 -20.83(18) 8_557 . . . ? O6 Pr1 O3 C6 -128.60(15) 2_565 . . . ? O4 Pr1 O3 C6 125.69(15) 2_565 . . . ? O5 Pr1 O3 C6 -9.12(15) . . . . ? O1w Pr1 O3 C6 -82.26(16) . . . . ? N1 Pr1 O3 C6 139.91(16) . . . . ? O1 Pr1 O5 C7 53.13(18) . . . . ? O2w Pr1 O5 C7 -68.63(17) . . . . ? O2 Pr1 O5 C7 -177.03(18) 8_557 . . . ? O6 Pr1 O5 C7 143.41(15) 2_565 . . . ? O3 Pr1 O5 C7 11.88(16) . . . . ? O4 Pr1 O5 C7 -124.52(16) 2_565 . . . ? O1w Pr1 O5 C7 97.63(17) . . . . ? N1 Pr1 O5 C7 -25.35(19) . . . . ? O1 Pr1 N1 C2 -15.94(12) . . . . ? O2w Pr1 N1 C2 144.81(14) . . . . ? O2 Pr1 N1 C2 -142.92(13) 8_557 . . . ? O6 Pr1 N1 C2 -70.11(14) 2_565 . . . ? O3 Pr1 N1 C2 65.47(13) . . . . ? O4 Pr1 N1 C2 -124.41(14) 2_565 . . . ? O5 Pr1 N1 C2 100.76(14) . . . . ? O1w Pr1 N1 C2 9.00(16) . . . . ? O1 Pr1 N1 C5 174.07(18) . . . . ? O2w Pr1 N1 C5 -25.18(16) . . . . ? O2 Pr1 N1 C5 47.1(2) 8_557 . . . ? O6 Pr1 N1 C5 119.90(16) 2_565 . . . ? O3 Pr1 N1 C5 -104.52(17) . . . . ? O4 Pr1 N1 C5 65.61(16) 2_565 . . . ? O5 Pr1 N1 C5 -69.23(17) . . . . ? O1w Pr1 N1 C5 -160.98(15) . . . . ? Pr1 O2 C1 O1 4.3(2) 8_547 . . . ? Pr1 O2 C1 C2 -173.66(13) 8_547 . . . ? Pr1 O1 C1 O2 166.48(14) . . . . ? Pr1 O1 C1 C2 -15.5(3) . . . . ? C5 N1 C2 C3 3.5(3) . . . . ? Pr1 N1 C2 C3 -167.28(14) . . . . ? C5 N1 C2 C1 -173.54(17) . . . . ? Pr1 N1 C2 C1 15.7(2) . . . . ? O2 C1 C2 N1 175.62(18) . . . . ? O1 C1 C2 N1 -2.5(3) . . . . ? O2 C1 C2 C3 -1.3(3) . . . . ? O1 C1 C2 C3 -179.39(19) . . . . ? C4 N2 C3 N3 -179.3(2) . . . . ? C4 N2 C3 C2 -2.0(3) . . . . ? N1 C2 C3 N2 -1.1(3) . . . . ? C1 C2 C3 N2 175.67(18) . . . . ? N1 C2 C3 N3 176.1(2) . . . . ? C1 C2 C3 N3 -7.2(3) . . . . ? C3 N2 C4 C5 2.6(4) . . . . ? C2 N1 C5 C4 -2.9(3) . . . . ? Pr1 N1 C5 C4 166.84(19) . . . . ? N2 C4 C5 N1 -0.1(4) . . . . ? Pr1 O3 C6 O4 -172.05(16) . . . . ? Pr1 O3 C6 C7 6.5(2) . . . . ? Pr1 O4 C6 O3 176.80(16) 2_564 . . . ? Pr1 O4 C6 C7 -1.7(2) 2_564 . . . ? Pr1 O6 C7 O5 175.93(17) 2_564 . . . ? Pr1 O6 C7 C6 -5.4(3) 2_564 . . . ? Pr1 O5 C7 O6 165.16(18) . . . . ? Pr1 O5 C7 C6 -13.5(3) . . . . ? O3 C6 C7 O6 -173.97(19) . . . . ? O4 C6 C7 O6 4.7(3) . . . . ? O3 C6 C7 O5 4.8(3) . . . . ? O4 C6 C7 O5 -176.5(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1w H11 O4 0.85(1) 1.97(1) 2.815(2) 173(3) 7_556 O1w H12 O3w 0.85(3) 2.09(2) 2.893(3) 158(3) . O2w H21 O6 0.85(1) 1.92(1) 2.749(2) 166(3) 7_566 O2w H22 N2 0.85(1) 2.01(1) 2.856(2) 173(3) 5_566 O3w H31 N3 0.85(1) 2.32(2) 3.117(4) 157(3) 7_556 O3w H32 O1w 0.86(1) 2.21(2) 3.010(3) 155(3) 6_657 N3 H41 O2 0.84(1) 2.12(2) 2.723(3) 129(2) . N3 H42 O5 0.84(1) 2.13(1) 2.969(3) 171(2) 3_445 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.021 _refine_diff_density_min -1.342 _refine_diff_density_rms 0.137 #===END data_complex3 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762552' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H8 N3 Nd O8, H2 O' _chemical_formula_sum 'C7 H10 N3 Nd O9' _chemical_formula_weight 424.42 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' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.015(4) _cell_length_b 10.644(2) _cell_length_c 12.892(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.31(3) _cell_angle_gamma 90.00 _cell_volume 2384.3(10) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 10121 _cell_measurement_theta_min 3.28 _cell_measurement_theta_max 27.43 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 4.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4054 _exptl_absorpt_correction_T_max 0.5577 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11520 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 27.44 _reflns_number_total 2730 _reflns_number_gt 2542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0231P)^2^+6.9752P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2730 _refine_ls_number_parameters 199 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0241 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0572 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.129 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.754358(8) 0.492483(13) 0.706831(11) 0.01527(7) Uani 1 1 d . . . O1W O 0.86144(12) 0.3348(2) 0.70092(17) 0.0254(4) Uani 1 1 d D . . H1O1 H 0.8442(19) 0.2607(16) 0.687(3) 0.038 Uiso 1 1 d D . . H1O2 H 0.8927(17) 0.352(3) 0.665(3) 0.038 Uiso 1 1 d D . . O2W O 0.67743(13) 0.6592(2) 0.59256(17) 0.0280(5) Uani 1 1 d D . . H2O1 H 0.686(2) 0.7378(12) 0.602(3) 0.042 Uiso 1 1 d D . . H2O2 H 0.6429(17) 0.648(3) 0.5341(18) 0.042 Uiso 1 1 d D . . O3W O 0.99471(17) 0.3681(3) 0.6197(2) 0.0514(7) Uani 1 1 d D . . H3O1 H 1.0404(11) 0.357(5) 0.659(3) 0.077 Uiso 1 1 d D . . H3O2 H 0.996(2) 0.374(5) 0.5544(12) 0.077 Uiso 1 1 d D . . O1 O 0.71175(11) 0.2807(2) 0.73591(16) 0.0236(4) Uani 1 1 d . . . O2 O 0.63046(12) 0.12042(19) 0.70386(17) 0.0246(4) Uani 1 1 d . . . O3 O 0.82309(12) 0.5611(2) 0.57041(15) 0.0246(4) Uani 1 1 d . . . O4 O 0.81353(12) 0.58182(19) 0.39521(14) 0.0216(4) Uani 1 1 d . . . O5 O 0.70488(11) 0.3972(2) 0.52407(15) 0.0213(4) Uani 1 1 d . . . O6 O 0.70291(11) 0.40657(19) 0.34971(15) 0.0199(4) Uani 1 1 d . . . N1 N 0.60044(13) 0.4471(2) 0.67075(18) 0.0186(5) Uani 1 1 d . . . N2 N 0.44655(13) 0.3793(2) 0.59521(19) 0.0227(5) Uani 1 1 d . . . N3 N 0.47949(15) 0.1693(3) 0.6071(2) 0.0288(6) Uani 1 1 d . . . H3A H 0.4317 0.1513 0.5810 0.035 Uiso 1 1 calc R . . H3B H 0.5131 0.1102 0.6235 0.035 Uiso 1 1 calc R . . C1 C 0.58018(15) 0.3264(3) 0.6622(2) 0.0162(5) Uani 1 1 d . . . C2 C 0.50181(15) 0.2903(3) 0.6224(2) 0.0191(5) Uani 1 1 d . . . C3 C 0.46847(19) 0.4985(3) 0.6099(3) 0.0240(7) Uani 1 1 d . . . H3 H 0.4309 0.5608 0.5951 0.029 Uiso 1 1 calc R . . C4 C 0.54501(17) 0.5342(3) 0.6464(2) 0.0216(6) Uani 1 1 d . . . H4 H 0.5578 0.6190 0.6539 0.026 Uiso 1 1 calc R . . C5 C 0.64477(15) 0.2359(3) 0.7022(2) 0.0175(5) Uani 1 1 d . . . C6 C 0.79488(15) 0.5352(3) 0.4732(2) 0.0166(5) Uani 1 1 d . . . C7 C 0.72870(15) 0.4366(3) 0.4473(2) 0.0166(5) 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 Nd1 0.01239(9) 0.02149(10) 0.01174(10) -0.00035(5) 0.00286(6) -0.00127(5) O1W 0.0214(11) 0.0254(11) 0.0323(12) -0.0018(9) 0.0122(9) -0.0019(8) O2W 0.0297(11) 0.0181(10) 0.0285(12) 0.0018(8) -0.0058(9) -0.0032(9) O3W 0.0412(16) 0.073(2) 0.0418(16) -0.0002(15) 0.0146(13) 0.0037(15) O1 0.0135(9) 0.0302(11) 0.0252(11) 0.0033(8) 0.0015(8) 0.0014(8) O2 0.0204(10) 0.0219(10) 0.0298(11) 0.0060(8) 0.0034(8) 0.0029(8) O3 0.0229(10) 0.0367(12) 0.0145(10) -0.0029(8) 0.0052(8) -0.0126(9) O4 0.0284(11) 0.0253(11) 0.0124(9) -0.0005(7) 0.0078(8) -0.0065(8) O5 0.0206(10) 0.0295(11) 0.0152(9) -0.0021(8) 0.0071(8) -0.0072(8) O6 0.0206(10) 0.0251(10) 0.0138(9) -0.0030(7) 0.0042(8) -0.0040(8) N1 0.0167(11) 0.0198(12) 0.0186(11) 0.0004(9) 0.0033(9) 0.0006(9) N2 0.0127(11) 0.0332(14) 0.0228(12) 0.0016(10) 0.0053(10) 0.0015(9) N3 0.0160(12) 0.0265(14) 0.0403(16) 0.0031(11) 0.0007(11) -0.0052(10) C1 0.0128(12) 0.0212(13) 0.0142(12) 0.0008(9) 0.0027(10) 0.0008(10) C2 0.0148(12) 0.0246(14) 0.0172(13) 0.0002(10) 0.0033(11) -0.0018(10) C3 0.0200(15) 0.0292(17) 0.0229(16) 0.0025(10) 0.0062(13) 0.0081(11) C4 0.0198(14) 0.0217(14) 0.0248(15) -0.0007(11) 0.0083(12) 0.0014(11) C5 0.0157(13) 0.0241(14) 0.0128(12) 0.0018(10) 0.0043(10) 0.0028(10) C6 0.0134(12) 0.0197(13) 0.0174(13) -0.0007(10) 0.0054(10) 0.0001(10) C7 0.0163(13) 0.0164(13) 0.0174(13) -0.0015(10) 0.0051(10) 0.0008(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O1 2.442(2) . ? Nd1 O2W 2.483(2) . ? Nd1 O2 2.495(2) 4_656 ? Nd1 O5 2.503(2) . ? Nd1 O4 2.5086(19) 6_566 ? Nd1 O6 2.511(2) 6_566 ? Nd1 O3 2.512(2) . ? Nd1 O1W 2.573(2) . ? Nd1 N1 2.731(2) . ? O1W H1O1 0.85(3) . ? O1W H1O2 0.84(3) . ? O2W H2O1 0.85(3) . ? O2W H2O2 0.84(3) . ? O3W H3O1 0.85(3) . ? O3W H3O2 0.85(3) . ? O1 C5 1.263(3) . ? O2 C5 1.257(3) . ? O2 Nd1 2.495(2) 4_646 ? O3 C6 1.253(3) . ? O4 C6 1.244(3) . ? O4 Nd1 2.509(2) 6_565 ? O5 C7 1.250(3) . ? O6 C7 1.262(3) . ? O6 Nd1 2.5115(19) 6_565 ? N1 C1 1.331(4) . ? N1 C4 1.338(4) . ? N2 C3 1.328(4) . ? N2 C2 1.352(4) . ? N3 C2 1.348(4) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? C1 C2 1.422(4) . ? C1 C5 1.494(4) . ? C3 C4 1.387(4) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.557(4) . ? 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 Nd1 O2W 127.02(7) . . ? O1 Nd1 O2 133.62(7) . 4_656 ? O2W Nd1 O2 98.61(7) . 4_656 ? O1 Nd1 O5 73.87(7) . . ? O2W Nd1 O5 74.15(7) . . ? O2 Nd1 O5 134.56(7) 4_656 . ? O1 Nd1 O4 68.34(7) . 6_566 ? O2W Nd1 O4 145.88(7) . 6_566 ? O2 Nd1 O4 68.67(7) 4_656 6_566 ? O5 Nd1 O4 137.58(7) . 6_566 ? O1 Nd1 O6 95.19(7) . 6_566 ? O2W Nd1 O6 82.71(7) . 6_566 ? O2 Nd1 O6 81.43(7) 4_656 6_566 ? O5 Nd1 O6 139.03(7) . 6_566 ? O4 Nd1 O6 64.51(6) 6_566 6_566 ? O1 Nd1 O3 127.52(7) . . ? O2W Nd1 O3 71.20(8) . . ? O2 Nd1 O3 70.17(7) 4_656 . ? O5 Nd1 O3 65.02(6) . . ? O4 Nd1 O3 127.41(7) 6_566 . ? O6 Nd1 O3 137.27(7) 6_566 . ? O1 Nd1 O1W 70.80(7) . . ? O2W Nd1 O1W 138.95(8) . . ? O2 Nd1 O1W 80.26(7) 4_656 . ? O5 Nd1 O1W 77.96(7) . . ? O4 Nd1 O1W 72.11(7) 6_566 . ? O6 Nd1 O1W 136.50(7) 6_566 . ? O3 Nd1 O1W 69.94(7) . . ? O1 Nd1 N1 61.08(7) . . ? O2W Nd1 N1 69.07(7) . . ? O2 Nd1 N1 149.16(7) 4_656 . ? O5 Nd1 N1 71.02(7) . . ? O4 Nd1 N1 105.19(7) 6_566 . ? O6 Nd1 N1 69.27(7) 6_566 . ? O3 Nd1 N1 126.74(7) . . ? O1W Nd1 N1 127.95(7) . . ? Nd1 O1W H1O1 112(2) . . ? Nd1 O1W H1O2 119(2) . . ? H1O1 O1W H1O2 110.2(17) . . ? Nd1 O2W H2O1 125(2) . . ? Nd1 O2W H2O2 126(2) . . ? H2O1 O2W H2O2 108.7(16) . . ? H3O1 O3W H3O2 108.8(17) . . ? C5 O1 Nd1 127.36(18) . . ? C5 O2 Nd1 113.08(17) . 4_646 ? C6 O3 Nd1 119.45(17) . . ? C6 O4 Nd1 121.32(18) . 6_565 ? C7 O5 Nd1 119.85(17) . . ? C7 O6 Nd1 120.87(17) . 6_565 ? C1 N1 C4 118.6(3) . . ? C1 N1 Nd1 115.38(17) . . ? C4 N1 Nd1 125.3(2) . . ? C3 N2 C2 117.5(3) . . ? C2 N3 H3A 120.0 . . ? C2 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? N1 C1 C2 121.0(2) . . ? N1 C1 C5 115.0(2) . . ? C2 C1 C5 123.9(2) . . ? N3 C2 N2 117.4(3) . . ? N3 C2 C1 122.7(3) . . ? N2 C2 C1 119.8(3) . . ? N2 C3 C4 122.8(3) . . ? N2 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? N1 C4 C3 120.2(3) . . ? N1 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? O2 C5 O1 123.1(3) . . ? O2 C5 C1 119.5(2) . . ? O1 C5 C1 117.4(2) . . ? O4 C6 O3 126.6(3) . . ? O4 C6 C7 116.8(2) . . ? O3 C6 C7 116.6(2) . . ? O5 C7 O6 126.3(3) . . ? O5 C7 C6 117.4(2) . . ? O6 C7 C6 116.3(2) . . ? 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 O2W Nd1 O1 C5 -5.3(3) . . . . ? O2 Nd1 O1 C5 162.5(2) 4_656 . . . ? O5 Nd1 O1 C5 -60.3(2) . . . . ? O4 Nd1 O1 C5 139.4(2) 6_566 . . . ? O6 Nd1 O1 C5 79.4(2) 6_566 . . . ? O3 Nd1 O1 C5 -99.4(2) . . . . ? O1W Nd1 O1 C5 -142.9(2) . . . . ? N1 Nd1 O1 C5 16.6(2) . . . . ? O1 Nd1 O3 C6 53.5(2) . . . . ? O2W Nd1 O3 C6 -69.2(2) . . . . ? O2 Nd1 O3 C6 -176.1(2) 4_656 . . . ? O5 Nd1 O3 C6 11.6(2) . . . . ? O4 Nd1 O3 C6 143.6(2) 6_566 . . . ? O6 Nd1 O3 C6 -124.7(2) 6_566 . . . ? O1W Nd1 O3 C6 97.3(2) . . . . ? N1 Nd1 O3 C6 -25.7(3) . . . . ? O1 Nd1 O5 C7 -155.3(2) . . . . ? O2W Nd1 O5 C7 67.5(2) . . . . ? O2 Nd1 O5 C7 -19.0(2) 4_656 . . . ? O4 Nd1 O5 C7 -127.7(2) 6_566 . . . ? O6 Nd1 O5 C7 125.6(2) 6_566 . . . ? O3 Nd1 O5 C7 -8.7(2) . . . . ? O1W Nd1 O5 C7 -82.0(2) . . . . ? N1 Nd1 O5 C7 140.4(2) . . . . ? O1 Nd1 N1 C1 -15.87(17) . . . . ? O2W Nd1 N1 C1 145.5(2) . . . . ? O2 Nd1 N1 C1 -143.62(18) 4_656 . . . ? O5 Nd1 N1 C1 65.76(18) . . . . ? O4 Nd1 N1 C1 -69.93(19) 6_566 . . . ? O6 Nd1 N1 C1 -124.51(19) 6_566 . . . ? O3 Nd1 N1 C1 101.26(19) . . . . ? O1W Nd1 N1 C1 9.0(2) . . . . ? O1 Nd1 N1 C4 174.1(2) . . . . ? O2W Nd1 N1 C4 -24.5(2) . . . . ? O2 Nd1 N1 C4 46.4(3) 4_656 . . . ? O5 Nd1 N1 C4 -104.3(2) . . . . ? O4 Nd1 N1 C4 120.1(2) 6_566 . . . ? O6 Nd1 N1 C4 65.5(2) 6_566 . . . ? O3 Nd1 N1 C4 -68.8(2) . . . . ? O1W Nd1 N1 C4 -161.0(2) . . . . ? C4 N1 C1 C2 3.5(4) . . . . ? Nd1 N1 C1 C2 -167.25(19) . . . . ? C4 N1 C1 C5 -173.6(2) . . . . ? Nd1 N1 C1 C5 15.6(3) . . . . ? C3 N2 C2 N3 -179.8(3) . . . . ? C3 N2 C2 C1 -1.7(4) . . . . ? N1 C1 C2 N3 176.3(3) . . . . ? C5 C1 C2 N3 -6.8(4) . . . . ? N1 C1 C2 N2 -1.7(4) . . . . ? C5 C1 C2 N2 175.2(2) . . . . ? C2 N2 C3 C4 3.3(5) . . . . ? C1 N1 C4 C3 -2.0(4) . . . . ? Nd1 N1 C4 C3 167.7(2) . . . . ? N2 C3 C4 N1 -1.5(5) . . . . ? Nd1 O2 C5 O1 4.6(3) 4_646 . . . ? Nd1 O2 C5 C1 -173.44(18) 4_646 . . . ? Nd1 O1 C5 O2 166.66(19) . . . . ? Nd1 O1 C5 C1 -15.3(3) . . . . ? N1 C1 C5 O2 175.4(2) . . . . ? C2 C1 C5 O2 -1.6(4) . . . . ? N1 C1 C5 O1 -2.7(4) . . . . ? C2 C1 C5 O1 -179.7(2) . . . . ? Nd1 O4 C6 O3 176.6(2) 6_565 . . . ? Nd1 O4 C6 C7 -4.7(3) 6_565 . . . ? Nd1 O3 C6 O4 165.4(2) . . . . ? Nd1 O3 C6 C7 -13.2(3) . . . . ? Nd1 O5 C7 O6 -172.0(2) . . . . ? Nd1 O5 C7 C6 6.0(3) . . . . ? Nd1 O6 C7 O5 176.2(2) 6_565 . . . ? Nd1 O6 C7 C6 -1.8(3) 6_565 . . . ? O4 C6 C7 O5 -173.9(2) . . . . ? O3 C6 C7 O5 4.9(4) . . . . ? O4 C6 C7 O6 4.3(4) . . . . ? O3 C6 C7 O6 -176.9(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1O1 O6 0.85(3) 1.98(3) 2.824(3) 176(4) 7_656 O1W H1O2 O3W 0.84(3) 2.08(3) 2.883(4) 161(4) . O2W H2O1 O4 0.85(3) 1.921(13) 2.763(3) 169(3) 7_666 O2W H2O1 O1 0.85(3) 2.44(3) 2.867(3) 112(2) 4_656 O2W H2O2 N2 0.84(3) 2.01(3) 2.857(3) 174(4) 5_666 O3W H3O1 O1W 0.85(3) 2.18(3) 3.004(4) 162(4) 2_756 O3W H3O2 N3 0.85(3) 2.29(2) 3.105(4) 162(5) 7_656 N3 H3A O3 0.86 2.15 2.964(3) 157.7 3_445 N3 H3B O2 0.86 2.10 2.726(3) 129.4 . N3 H3B O3W 0.86 2.60 3.218(5) 130.1 3_445 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.637 _refine_diff_density_min -1.166 _refine_diff_density_rms 0.133 #===END data_complex4 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762553' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 N12 O12 Sm2' _chemical_formula_sum 'C20 H22 N12 O12 Sm2' _chemical_formula_weight 923.20 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.863(2) _cell_length_b 11.461(2) _cell_length_c 24.783(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.32(3) _cell_angle_gamma 90.00 _cell_volume 2793.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 10121 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.44 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1784 _exptl_absorpt_coefficient_mu 4.248 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.512 _exptl_absorpt_correction_T_max 0.809 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 26393 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.44 _reflns_number_total 6374 _reflns_number_gt 5680 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.1309P)^2^+15.6440P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6374 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.1908 _refine_ls_wR_factor_gt 0.1857 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.123 _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 Sm1 Sm 0.64210(3) 0.51591(3) 0.238995(12) 0.01380(15) Uani 1 1 d . . . Sm2 Sm 0.35979(3) 0.73274(3) 0.254906(13) 0.01372(15) Uani 1 1 d . . . O1 O 0.3904(6) 0.9209(4) 0.2131(2) 0.0223(10) Uani 1 1 d . . . O1W O 0.8504(5) 0.6226(5) 0.2646(2) 0.0272(12) Uani 1 1 d D . . H1W1 H 0.911(7) 0.606(7) 0.290(3) 0.041 Uiso 1 1 d D . . H1W2 H 0.861(9) 0.692(3) 0.254(4) 0.041 Uiso 1 1 d D . . O2 O 0.5005(6) 1.0120(5) 0.1504(2) 0.0274(12) Uani 1 1 d . . . O2W O 0.1560(5) 0.6197(5) 0.2257(2) 0.0285(12) Uani 1 1 d D . . H2W1 H 0.093(6) 0.652(8) 0.206(3) 0.043 Uiso 1 1 d D . . H2W2 H 0.123(8) 0.572(8) 0.247(3) 0.043 Uiso 1 1 d D . . O3 O 0.1792(6) 0.8584(5) 0.2810(2) 0.0274(12) Uani 1 1 d . . . O4 O 0.0040(5) 0.9094(5) 0.3279(2) 0.0249(11) Uani 1 1 d . . . O5 O 0.6135(6) 0.3308(4) 0.2850(2) 0.0228(10) Uani 1 1 d . . . O6 O 0.5115(6) 0.2440(5) 0.3516(2) 0.0290(12) Uani 1 1 d . . . O7 O 0.8185(6) 0.3834(5) 0.2149(2) 0.0267(11) Uani 1 1 d . . . O8 O 1.0035(6) 0.3354(5) 0.1731(2) 0.0259(11) Uani 1 1 d . . . O9 O 0.4319(5) 0.5488(4) 0.2739(2) 0.0189(9) Uani 1 1 d D . . H9 H 0.377(8) 0.491(6) 0.271(4) 0.028 Uiso 1 1 d D . . O10 O 0.5716(5) 0.7019(4) 0.2199(2) 0.0182(9) Uani 1 1 d D . . H10 H 0.630(7) 0.755(6) 0.228(4) 0.027 Uiso 1 1 d D . . N1 N 0.3229(7) 0.7438(6) 0.1477(3) 0.0218(13) Uani 1 1 d . . . N2 N 0.3896(8) 0.7362(6) 0.0407(3) 0.0325(16) Uani 1 1 d . . . N3 N 0.5112(9) 0.9070(7) 0.0525(3) 0.0379(18) Uani 1 1 d . . . H3A H 0.5343 0.9004 0.0198 0.045 Uiso 1 1 calc R . . H3B H 0.5394 0.9655 0.0720 0.045 Uiso 1 1 calc R . . N4 N 0.2569(6) 0.6928(5) 0.3496(2) 0.0187(11) Uani 1 1 d . . . N5 N 0.1498(7) 0.6686(6) 0.4494(2) 0.0270(14) Uani 1 1 d . . . N6 N -0.0034(8) 0.8170(7) 0.4291(3) 0.0390(19) Uani 1 1 d . . . H6A H -0.0341 0.8066 0.4604 0.047 Uiso 1 1 calc R . . H6B H -0.0383 0.8698 0.4077 0.047 Uiso 1 1 calc R . . N7 N 0.6800(6) 0.5153(5) 0.3453(2) 0.0191(12) Uani 1 1 d . . . N8 N 0.6169(8) 0.5367(6) 0.4523(3) 0.0290(14) Uani 1 1 d . . . N9 N 0.5109(9) 0.3574(6) 0.4483(3) 0.0370(17) Uani 1 1 d . . . H9A H 0.4907 0.3674 0.4811 0.044 Uiso 1 1 calc R . . H9B H 0.4863 0.2946 0.4312 0.044 Uiso 1 1 calc R . . N10 N 0.7456(6) 0.5434(5) 0.1422(2) 0.0203(12) Uani 1 1 d . . . N11 N 0.8593(8) 0.5573(7) 0.0430(3) 0.0322(15) Uani 1 1 d . . . N12 N 1.0139(9) 0.4150(8) 0.0691(3) 0.047(2) Uani 1 1 d . . . H12A H 1.0456 0.4212 0.0379 0.056 Uiso 1 1 calc R . . H12B H 1.0493 0.3657 0.0923 0.056 Uiso 1 1 calc R . . C1 C 0.2840(9) 0.6549(7) 0.1155(3) 0.0300(16) Uani 1 1 d . . . H1 H 0.2342 0.5939 0.1289 0.036 Uiso 1 1 calc R . . C2 C 0.3170(10) 0.6529(8) 0.0622(3) 0.0354(19) Uani 1 1 d . . . H2 H 0.2872 0.5904 0.0405 0.042 Uiso 1 1 calc R . . C3 C 0.4315(8) 0.8266(7) 0.0728(3) 0.0233(14) Uani 1 1 d . . . C4 C 0.3930(7) 0.8314(6) 0.1274(3) 0.0187(13) Uani 1 1 d . . . C5 C 0.4326(7) 0.9295(6) 0.1660(3) 0.0184(13) Uani 1 1 d . . . C6 C 0.3032(8) 0.6126(7) 0.3844(3) 0.0257(15) Uani 1 1 d . . . H6 H 0.3722 0.5627 0.3752 0.031 Uiso 1 1 calc R . . C7 C 0.2504(9) 0.6019(7) 0.4344(3) 0.0295(17) Uani 1 1 d . . . H7 H 0.2869 0.5457 0.4584 0.035 Uiso 1 1 calc R . . C8 C 0.0988(8) 0.7508(7) 0.4139(3) 0.0226(15) Uani 1 1 d . . . C9 C 0.1558(7) 0.7628(6) 0.3631(3) 0.0185(13) Uani 1 1 d . . . C10 C 0.1089(7) 0.8511(6) 0.3210(3) 0.0199(13) Uani 1 1 d . . . C11 C 0.7156(8) 0.6109(7) 0.3745(3) 0.0271(15) Uani 1 1 d . . . H11 H 0.7617 0.6712 0.3587 0.032 Uiso 1 1 calc R . . C12 C 0.6845(9) 0.6202(7) 0.4276(3) 0.0297(16) Uani 1 1 d . . . H12 H 0.7113 0.6869 0.4469 0.036 Uiso 1 1 calc R . . C13 C 0.5813(8) 0.4404(7) 0.4235(3) 0.0240(14) Uani 1 1 d . . . C14 C 0.6160(7) 0.4289(6) 0.3688(3) 0.0188(13) Uani 1 1 d . . . C15 C 0.5763(7) 0.3256(6) 0.3328(3) 0.0189(13) Uani 1 1 d . . . C16 C 0.7002(8) 0.6201(7) 0.1048(3) 0.0274(16) Uani 1 1 d . . . H16 H 0.6300 0.6706 0.1119 0.033 Uiso 1 1 calc R . . C17 C 0.7565(9) 0.6254(8) 0.0553(3) 0.0333(18) Uani 1 1 d . . . H17 H 0.7211 0.6786 0.0297 0.040 Uiso 1 1 calc R . . C18 C 0.9094(8) 0.4820(7) 0.0818(3) 0.0261(16) Uani 1 1 d . . . C19 C 0.8492(7) 0.4746(6) 0.1316(3) 0.0201(14) Uani 1 1 d . . . C20 C 0.8939(7) 0.3921(6) 0.1763(3) 0.0183(13) 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 Sm1 0.0130(2) 0.0150(2) 0.0139(2) -0.00013(11) 0.00471(14) 0.00093(10) Sm2 0.0132(2) 0.0149(2) 0.0137(2) 0.00027(11) 0.00508(14) 0.00119(10) O1 0.033(3) 0.018(2) 0.017(2) 0.0008(19) 0.008(2) 0.001(2) O1W 0.022(3) 0.024(3) 0.034(3) 0.012(2) -0.003(2) -0.0056(19) O2 0.032(3) 0.028(3) 0.023(3) 0.001(2) 0.005(2) -0.010(2) O2W 0.019(3) 0.033(3) 0.033(3) 0.013(2) -0.001(2) -0.006(2) O3 0.031(3) 0.029(3) 0.024(3) 0.011(2) 0.015(2) 0.014(2) O4 0.023(3) 0.032(3) 0.021(2) 0.007(2) 0.0080(19) 0.014(2) O5 0.033(3) 0.017(2) 0.020(2) 0.0007(19) 0.010(2) 0.004(2) O6 0.034(3) 0.030(3) 0.023(3) 0.000(2) 0.007(2) -0.012(2) O7 0.030(3) 0.025(3) 0.027(3) 0.008(2) 0.015(2) 0.009(2) O8 0.023(3) 0.034(3) 0.022(2) 0.007(2) 0.009(2) 0.012(2) O9 0.017(2) 0.017(2) 0.023(2) -0.0002(19) 0.0058(18) -0.0007(18) O10 0.013(2) 0.017(2) 0.026(2) -0.0002(19) 0.0063(18) 0.0004(17) N1 0.020(3) 0.026(3) 0.020(3) -0.001(2) 0.003(2) -0.004(2) N2 0.042(4) 0.038(4) 0.018(3) -0.006(3) 0.008(3) -0.002(3) N3 0.055(5) 0.037(4) 0.024(3) -0.004(3) 0.022(3) -0.011(3) N4 0.017(3) 0.022(3) 0.017(3) 0.001(2) 0.004(2) 0.001(2) N5 0.032(4) 0.034(3) 0.016(3) 0.005(3) 0.007(2) 0.008(3) N6 0.044(4) 0.050(4) 0.026(3) 0.012(3) 0.021(3) 0.022(4) N7 0.018(3) 0.023(3) 0.016(3) -0.001(2) 0.004(2) -0.002(2) N8 0.037(4) 0.033(3) 0.018(3) -0.003(3) 0.006(3) 0.000(3) N9 0.058(5) 0.033(4) 0.022(3) -0.001(3) 0.020(3) -0.006(3) N10 0.020(3) 0.021(3) 0.020(3) 0.004(2) 0.007(2) 0.004(2) N11 0.036(4) 0.040(4) 0.022(3) 0.011(3) 0.010(3) 0.007(3) N12 0.052(5) 0.063(5) 0.028(4) 0.016(4) 0.025(3) 0.032(4) C1 0.034(4) 0.030(4) 0.026(4) -0.004(3) 0.007(3) -0.007(3) C2 0.046(5) 0.039(5) 0.022(4) -0.010(3) 0.006(3) -0.012(4) C3 0.026(4) 0.029(4) 0.016(3) 0.002(3) 0.005(3) 0.002(3) C4 0.020(3) 0.021(3) 0.015(3) 0.001(3) 0.005(2) 0.002(2) C5 0.014(3) 0.024(3) 0.017(3) 0.004(3) 0.002(2) 0.002(2) C6 0.024(4) 0.031(4) 0.023(3) 0.005(3) 0.004(3) 0.007(3) C7 0.035(4) 0.031(4) 0.022(4) 0.010(3) 0.002(3) 0.008(3) C8 0.027(4) 0.027(4) 0.015(3) -0.001(3) 0.004(3) 0.000(3) C9 0.015(3) 0.022(3) 0.019(3) 0.001(3) 0.004(2) 0.001(2) C10 0.020(3) 0.026(3) 0.014(3) 0.001(3) 0.006(2) 0.003(3) C11 0.032(4) 0.026(4) 0.024(4) -0.004(3) 0.006(3) -0.007(3) C12 0.035(4) 0.029(4) 0.024(4) -0.009(3) 0.002(3) -0.003(3) C13 0.027(4) 0.029(4) 0.016(3) 0.001(3) 0.004(3) 0.003(3) C14 0.021(3) 0.020(3) 0.016(3) 0.001(3) 0.004(2) 0.002(2) C15 0.017(3) 0.022(3) 0.018(3) 0.002(3) 0.004(2) 0.002(2) C16 0.026(4) 0.032(4) 0.024(4) 0.009(3) 0.006(3) 0.011(3) C17 0.042(5) 0.037(4) 0.021(4) 0.012(3) 0.004(3) 0.015(4) C18 0.029(4) 0.031(4) 0.019(4) 0.003(3) 0.009(3) 0.004(3) C19 0.017(3) 0.025(3) 0.019(3) 0.002(3) 0.006(3) 0.004(3) C20 0.018(3) 0.020(3) 0.018(3) -0.001(3) 0.005(2) 0.004(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 Sm1 O10 2.280(5) . ? Sm1 O9 2.336(5) . ? Sm1 O7 2.417(5) . ? Sm1 O1W 2.433(5) . ? Sm1 O5 2.435(5) . ? Sm1 O4 2.441(5) 2_545 ? Sm1 N7 2.632(6) . ? Sm1 N10 2.695(6) . ? Sm2 O9 2.263(5) . ? Sm2 O10 2.349(5) . ? Sm2 O3 2.416(5) . ? Sm2 O1 2.421(5) . ? Sm2 O2W 2.454(5) . ? Sm2 O8 2.455(5) 2_655 ? Sm2 N1 2.658(7) . ? Sm2 N4 2.666(6) . ? O1 C5 1.271(8) . ? O1W H1W1 0.86(7) . ? O1W H1W2 0.85(4) . ? O2 C5 1.237(9) . ? O2W H2W1 0.85(7) . ? O2W H2W2 0.84(8) . ? O3 C10 1.255(8) . ? O4 C10 1.254(9) . ? O4 Sm1 2.441(5) 2 ? O5 C15 1.267(8) . ? O6 C15 1.243(9) . ? O7 C20 1.259(8) . ? O8 C20 1.269(8) . ? O8 Sm2 2.455(5) 2_645 ? O9 H9 0.86(7) . ? O10 H10 0.85(7) . ? N1 C1 1.333(10) . ? N1 C4 1.337(9) . ? N2 C2 1.330(11) . ? N2 C3 1.353(10) . ? N3 C3 1.335(10) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C6 1.318(9) . ? N4 C9 1.342(9) . ? N5 C7 1.329(10) . ? N5 C8 1.359(10) . ? N6 C8 1.338(10) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C14 1.332(9) . ? N7 C11 1.345(10) . ? N8 C12 1.340(11) . ? N8 C13 1.347(11) . ? N9 C13 1.352(10) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C16 1.332(9) . ? N10 C19 1.332(9) . ? N11 C17 1.333(11) . ? N11 C18 1.356(10) . ? N12 C18 1.341(11) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.383(11) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.434(9) . ? C4 C5 1.509(10) . ? C6 C7 1.386(11) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.423(10) . ? C9 C10 1.501(10) . ? C11 C12 1.378(11) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.429(9) . ? C14 C15 1.516(9) . ? C16 C17 1.383(11) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.413(10) . ? C19 C20 1.498(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O10 Sm1 O9 70.16(17) . . ? O10 Sm1 O7 138.56(17) . . ? O9 Sm1 O7 150.22(18) . . ? O10 Sm1 O1W 79.80(18) . . ? O9 Sm1 O1W 125.29(19) . . ? O7 Sm1 O1W 76.7(2) . . ? O10 Sm1 O5 150.13(17) . . ? O9 Sm1 O5 80.22(17) . . ? O7 Sm1 O5 71.29(17) . . ? O1W Sm1 O5 116.14(19) . . ? O10 Sm1 O4 99.85(19) . 2_545 ? O9 Sm1 O4 80.62(18) . 2_545 ? O7 Sm1 O4 85.3(2) . 2_545 ? O1W Sm1 O4 150.72(18) . 2_545 ? O5 Sm1 O4 78.43(18) . 2_545 ? O10 Sm1 N7 103.18(18) . . ? O9 Sm1 N7 72.15(18) . . ? O7 Sm1 N7 101.23(19) . . ? O1W Sm1 N7 71.73(19) . . ? O5 Sm1 N7 62.73(18) . . ? O4 Sm1 N7 135.30(18) 2_545 . ? O10 Sm1 N10 80.57(18) . . ? O9 Sm1 N10 135.78(18) . . ? O7 Sm1 N10 61.69(17) . . ? O1W Sm1 N10 78.73(19) . . ? O5 Sm1 N10 125.71(17) . . ? O4 Sm1 N10 72.40(18) 2_545 . ? N7 Sm1 N10 148.87(19) . . ? O10 Sm1 Sm2 35.97(12) . . ? O9 Sm1 Sm2 34.19(12) . . ? O7 Sm1 Sm2 171.67(13) . . ? O1W Sm1 Sm2 104.89(15) . . ? O5 Sm1 Sm2 114.34(12) . . ? O4 Sm1 Sm2 89.87(14) 2_545 . ? N7 Sm1 Sm2 86.98(14) . . ? N10 Sm1 Sm2 110.37(13) . . ? O9 Sm2 O10 70.22(18) . . ? O9 Sm2 O3 136.58(18) . . ? O10 Sm2 O3 151.99(18) . . ? O9 Sm2 O1 150.57(17) . . ? O10 Sm2 O1 80.38(17) . . ? O3 Sm2 O1 72.67(18) . . ? O9 Sm2 O2W 78.88(18) . . ? O10 Sm2 O2W 122.92(19) . . ? O3 Sm2 O2W 77.8(2) . . ? O1 Sm2 O2W 118.03(19) . . ? O9 Sm2 O8 98.56(19) . 2_655 ? O10 Sm2 O8 83.44(18) . 2_655 ? O3 Sm2 O8 84.0(2) . 2_655 ? O1 Sm2 O8 78.75(18) . 2_655 ? O2W Sm2 O8 149.32(19) . 2_655 ? O9 Sm2 N1 105.61(18) . . ? O10 Sm2 N1 72.32(19) . . ? O3 Sm2 N1 101.02(19) . . ? O1 Sm2 N1 62.71(18) . . ? O2W Sm2 N1 71.55(19) . . ? O8 Sm2 N1 136.92(18) 2_655 . ? O9 Sm2 N4 77.99(18) . . ? O10 Sm2 N4 135.04(18) . . ? O3 Sm2 N4 61.93(17) . . ? O1 Sm2 N4 126.73(17) . . ? O2W Sm2 N4 79.09(19) . . ? O8 Sm2 N4 70.55(17) 2_655 . ? N1 Sm2 N4 148.86(19) . . ? O9 Sm2 Sm1 35.46(12) . . ? O10 Sm2 Sm1 34.76(12) . . ? O3 Sm2 Sm1 169.98(12) . . ? O1 Sm2 Sm1 115.13(12) . . ? O2W Sm2 Sm1 102.48(15) . . ? O8 Sm2 Sm1 91.29(14) 2_655 . ? N1 Sm2 Sm1 88.47(14) . . ? N4 Sm2 Sm1 108.16(13) . . ? C5 O1 Sm2 121.5(4) . . ? Sm1 O1W H1W1 128(5) . . ? Sm1 O1W H1W2 121(5) . . ? H1W1 O1W H1W2 110(8) . . ? Sm2 O2W H2W1 119(6) . . ? Sm2 O2W H2W2 120(6) . . ? H2W1 O2W H2W2 110(7) . . ? C10 O3 Sm2 129.4(5) . . ? C10 O4 Sm1 128.7(4) . 2 ? C15 O5 Sm1 122.0(4) . . ? C20 O7 Sm1 128.0(4) . . ? C20 O8 Sm2 128.5(4) . 2_645 ? Sm2 O9 Sm1 110.3(2) . . ? Sm2 O9 H9 121(7) . . ? Sm1 O9 H9 115(7) . . ? Sm1 O10 Sm2 109.27(19) . . ? Sm1 O10 H10 115(7) . . ? Sm2 O10 H10 115(7) . . ? C1 N1 C4 118.9(7) . . ? C1 N1 Sm2 125.0(5) . . ? C4 N1 Sm2 112.0(5) . . ? C2 N2 C3 117.6(7) . . ? C3 N3 H3A 120.0 . . ? C3 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C6 N4 C9 118.8(6) . . ? C6 N4 Sm2 124.0(5) . . ? C9 N4 Sm2 117.2(4) . . ? C7 N5 C8 117.7(6) . . ? C8 N6 H6A 120.0 . . ? C8 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C14 N7 C11 118.9(6) . . ? C14 N7 Sm1 113.8(4) . . ? C11 N7 Sm1 123.3(5) . . ? C12 N8 C13 117.5(7) . . ? C13 N9 H9A 120.0 . . ? C13 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C16 N10 C19 118.4(6) . . ? C16 N10 Sm1 124.6(5) . . ? C19 N10 Sm1 117.0(5) . . ? C17 N11 C18 117.0(7) . . ? C18 N12 H12A 120.0 . . ? C18 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 120.4(7) . . ? N1 C1 H1 119.8 . . ? C2 C1 H1 119.8 . . ? N2 C2 C1 123.0(8) . . ? N2 C2 H2 118.5 . . ? C1 C2 H2 118.5 . . ? N3 C3 N2 117.9(7) . . ? N3 C3 C4 122.4(7) . . ? N2 C3 C4 119.6(7) . . ? N1 C4 C3 120.4(7) . . ? N1 C4 C5 116.0(6) . . ? C3 C4 C5 123.5(6) . . ? O2 C5 O1 124.7(7) . . ? O2 C5 C4 119.5(6) . . ? O1 C5 C4 115.9(6) . . ? N4 C6 C7 120.8(7) . . ? N4 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? N5 C7 C6 122.6(7) . . ? N5 C7 H7 118.7 . . ? C6 C7 H7 118.7 . . ? N6 C8 N5 117.3(7) . . ? N6 C8 C9 123.4(7) . . ? N5 C8 C9 119.2(7) . . ? N4 C9 C8 120.9(7) . . ? N4 C9 C10 115.2(6) . . ? C8 C9 C10 123.9(6) . . ? O4 C10 O3 125.7(7) . . ? O4 C10 C9 118.6(6) . . ? O3 C10 C9 115.7(6) . . ? N7 C11 C12 120.6(7) . . ? N7 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? N8 C12 C11 122.4(7) . . ? N8 C12 H12 118.8 . . ? C11 C12 H12 118.8 . . ? N8 C13 N9 117.3(7) . . ? N8 C13 C14 120.4(7) . . ? N9 C13 C14 122.3(7) . . ? N7 C14 C13 120.1(6) . . ? N7 C14 C15 115.7(6) . . ? C13 C14 C15 124.1(6) . . ? O6 C15 O5 125.4(7) . . ? O6 C15 C14 118.9(6) . . ? O5 C15 C14 115.7(6) . . ? N10 C16 C17 120.7(7) . . ? N10 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? N11 C17 C16 122.6(7) . . ? N11 C17 H17 118.7 . . ? C16 C17 H17 118.7 . . ? N12 C18 N11 116.4(7) . . ? N12 C18 C19 123.4(7) . . ? N11 C18 C19 120.1(7) . . ? N10 C19 C18 121.1(7) . . ? N10 C19 C20 114.5(6) . . ? C18 C19 C20 124.4(6) . . ? O7 C20 O8 124.3(6) . . ? O7 C20 C19 117.0(6) . . ? O8 C20 C19 118.7(6) . . ? 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 O10 Sm1 Sm2 O9 -179.5(3) . . . . ? O1W Sm1 Sm2 O9 -132.2(3) . . . . ? O5 Sm1 Sm2 O9 -3.9(3) . . . . ? O4 Sm1 Sm2 O9 73.3(2) 2_545 . . . ? N7 Sm1 Sm2 O9 -62.0(3) . . . . ? N10 Sm1 Sm2 O9 144.5(3) . . . . ? O9 Sm1 Sm2 O10 179.5(3) . . . . ? O1W Sm1 Sm2 O10 47.3(3) . . . . ? O5 Sm1 Sm2 O10 175.7(3) . . . . ? O4 Sm1 Sm2 O10 -107.1(2) 2_545 . . . ? N7 Sm1 Sm2 O10 117.5(3) . . . . ? N10 Sm1 Sm2 O10 -36.0(3) . . . . ? O10 Sm1 Sm2 O3 -138.1(9) . . . . ? O9 Sm1 Sm2 O3 41.4(9) . . . . ? O1W Sm1 Sm2 O3 -90.9(9) . . . . ? O5 Sm1 Sm2 O3 37.5(9) . . . . ? O4 Sm1 Sm2 O3 114.7(9) 2_545 . . . ? N7 Sm1 Sm2 O3 -20.7(9) . . . . ? N10 Sm1 Sm2 O3 -174.1(9) . . . . ? O10 Sm1 Sm2 O1 1.6(3) . . . . ? O9 Sm1 Sm2 O1 -178.8(3) . . . . ? O1W Sm1 Sm2 O1 48.93(19) . . . . ? O5 Sm1 Sm2 O1 177.30(17) . . . . ? O4 Sm1 Sm2 O1 -105.49(18) 2_545 . . . ? N7 Sm1 Sm2 O1 119.13(19) . . . . ? N10 Sm1 Sm2 O1 -34.4(2) . . . . ? O10 Sm1 Sm2 O2W 131.1(3) . . . . ? O9 Sm1 Sm2 O2W -49.4(3) . . . . ? O1W Sm1 Sm2 O2W 178.38(17) . . . . ? O5 Sm1 Sm2 O2W -53.25(19) . . . . ? O4 Sm1 Sm2 O2W 23.97(18) 2_545 . . . ? N7 Sm1 Sm2 O2W -111.42(19) . . . . ? N10 Sm1 Sm2 O2W 95.1(2) . . . . ? O10 Sm1 Sm2 O8 -76.5(2) . . . 2_655 ? O9 Sm1 Sm2 O8 103.0(2) . . . 2_655 ? O1W Sm1 Sm2 O8 -29.24(18) . . . 2_655 ? O5 Sm1 Sm2 O8 99.13(18) . . . 2_655 ? O4 Sm1 Sm2 O8 176.34(15) 2_545 . . 2_655 ? N7 Sm1 Sm2 O8 40.95(18) . . . 2_655 ? N10 Sm1 Sm2 O8 -112.52(19) . . . 2_655 ? O10 Sm1 Sm2 N1 60.4(3) . . . . ? O9 Sm1 Sm2 N1 -120.1(3) . . . . ? O1W Sm1 Sm2 N1 107.66(19) . . . . ? O5 Sm1 Sm2 N1 -124.0(2) . . . . ? O4 Sm1 Sm2 N1 -46.76(18) 2_545 . . . ? N7 Sm1 Sm2 N1 177.86(18) . . . . ? N10 Sm1 Sm2 N1 24.4(2) . . . . ? O10 Sm1 Sm2 N4 -146.5(3) . . . . ? O9 Sm1 Sm2 N4 33.1(3) . . . . ? O1W Sm1 Sm2 N4 -99.17(19) . . . . ? O5 Sm1 Sm2 N4 29.19(19) . . . . ? O4 Sm1 Sm2 N4 106.41(18) 2_545 . . . ? N7 Sm1 Sm2 N4 -28.98(19) . . . . ? N10 Sm1 Sm2 N4 177.54(18) . . . . ? O9 Sm2 O1 C5 42.0(7) . . . . ? O10 Sm2 O1 C5 44.3(5) . . . . ? O3 Sm2 O1 C5 -143.4(6) . . . . ? O2W Sm2 O1 C5 -77.9(6) . . . . ? O8 Sm2 O1 C5 129.5(6) 2_655 . . . ? N1 Sm2 O1 C5 -30.6(5) . . . . ? N4 Sm2 O1 C5 -175.4(5) . . . . ? Sm1 Sm2 O1 C5 43.4(6) . . . . ? O9 Sm2 O3 C10 18.9(8) . . . . ? O10 Sm2 O3 C10 -140.9(6) . . . . ? O1 Sm2 O3 C10 -157.3(7) . . . . ? O2W Sm2 O3 C10 77.9(7) . . . . ? O8 Sm2 O3 C10 -77.2(7) 2_655 . . . ? N1 Sm2 O3 C10 146.1(7) . . . . ? N4 Sm2 O3 C10 -6.1(6) . . . . ? Sm1 Sm2 O3 C10 -15.0(14) . . . . ? O10 Sm1 O5 C15 -39.1(7) . . . . ? O9 Sm1 O5 C15 -46.4(5) . . . . ? O7 Sm1 O5 C15 142.4(6) . . . . ? O1W Sm1 O5 C15 78.2(6) . . . . ? O4 Sm1 O5 C15 -128.8(6) 2_545 . . . ? N7 Sm1 O5 C15 28.4(5) . . . . ? N10 Sm1 O5 C15 173.1(5) . . . . ? Sm2 Sm1 O5 C15 -44.2(6) . . . . ? O10 Sm1 O7 C20 -14.9(8) . . . . ? O9 Sm1 O7 C20 146.3(6) . . . . ? O1W Sm1 O7 C20 -72.1(6) . . . . ? O5 Sm1 O7 C20 164.0(7) . . . . ? O4 Sm1 O7 C20 84.6(6) 2_545 . . . ? N7 Sm1 O7 C20 -140.1(6) . . . . ? N10 Sm1 O7 C20 12.1(6) . . . . ? O10 Sm2 O9 Sm1 -0.29(17) . . . . ? O3 Sm2 O9 Sm1 -170.4(2) . . . . ? O1 Sm2 O9 Sm1 2.2(5) . . . . ? O2W Sm2 O9 Sm1 131.0(2) . . . . ? O8 Sm2 O9 Sm1 -80.1(2) 2_655 . . . ? N1 Sm2 O9 Sm1 63.9(2) . . . . ? N4 Sm2 O9 Sm1 -148.0(2) . . . . ? O10 Sm1 O9 Sm2 0.29(17) . . . . ? O7 Sm1 O9 Sm2 -166.6(3) . . . . ? O1W Sm1 O9 Sm2 61.2(3) . . . . ? O5 Sm1 O9 Sm2 176.4(2) . . . . ? O4 Sm1 O9 Sm2 -103.8(2) 2_545 . . . ? N7 Sm1 O9 Sm2 112.1(2) . . . . ? N10 Sm1 O9 Sm2 -51.4(3) . . . . ? O9 Sm1 O10 Sm2 -0.28(16) . . . . ? O7 Sm1 O10 Sm2 169.9(2) . . . . ? O1W Sm1 O10 Sm2 -133.8(2) . . . . ? O5 Sm1 O10 Sm2 -8.0(5) . . . . ? O4 Sm1 O10 Sm2 75.9(2) 2_545 . . . ? N7 Sm1 O10 Sm2 -65.5(2) . . . . ? N10 Sm1 O10 Sm2 146.0(2) . . . . ? O9 Sm2 O10 Sm1 0.29(17) . . . . ? O3 Sm2 O10 Sm1 165.7(3) . . . . ? O1 Sm2 O10 Sm1 -178.5(2) . . . . ? O2W Sm2 O10 Sm1 -61.2(3) . . . . ? O8 Sm2 O10 Sm1 101.9(2) 2_655 . . . ? N1 Sm2 O10 Sm1 -114.2(2) . . . . ? N4 Sm2 O10 Sm1 48.0(3) . . . . ? O9 Sm2 N1 C1 31.8(7) . . . . ? O10 Sm2 N1 C1 94.6(7) . . . . ? O3 Sm2 N1 C1 -113.5(7) . . . . ? O1 Sm2 N1 C1 -177.3(7) . . . . ? O2W Sm2 N1 C1 -40.5(6) . . . . ? O8 Sm2 N1 C1 153.5(6) 2_655 . . . ? N4 Sm2 N1 C1 -60.7(8) . . . . ? Sm1 Sm2 N1 C1 63.2(6) . . . . ? O9 Sm2 N1 C4 -125.0(5) . . . . ? O10 Sm2 N1 C4 -62.3(5) . . . . ? O3 Sm2 N1 C4 89.6(5) . . . . ? O1 Sm2 N1 C4 25.8(5) . . . . ? O2W Sm2 N1 C4 162.7(5) . . . . ? O8 Sm2 N1 C4 -3.4(6) 2_655 . . . ? N4 Sm2 N1 C4 142.4(5) . . . . ? Sm1 Sm2 N1 C4 -93.6(5) . . . . ? O9 Sm2 N4 C6 21.0(6) . . . . ? O10 Sm2 N4 C6 -24.4(7) . . . . ? O3 Sm2 N4 C6 -176.2(7) . . . . ? O1 Sm2 N4 C6 -141.2(6) . . . . ? O2W Sm2 N4 C6 101.8(6) . . . . ? O8 Sm2 N4 C6 -82.7(6) 2_655 . . . ? N1 Sm2 N4 C6 121.4(6) . . . . ? Sm1 Sm2 N4 C6 2.1(6) . . . . ? O9 Sm2 N4 C9 -162.2(5) . . . . ? O10 Sm2 N4 C9 152.5(5) . . . . ? O3 Sm2 N4 C9 0.6(5) . . . . ? O1 Sm2 N4 C9 35.6(6) . . . . ? O2W Sm2 N4 C9 -81.3(5) . . . . ? O8 Sm2 N4 C9 94.2(5) 2_655 . . . ? N1 Sm2 N4 C9 -61.8(7) . . . . ? Sm1 Sm2 N4 C9 179.0(5) . . . . ? O10 Sm1 N7 C14 127.9(5) . . . . ? O9 Sm1 N7 C14 64.1(5) . . . . ? O7 Sm1 N7 C14 -85.9(5) . . . . ? O1W Sm1 N7 C14 -157.7(5) . . . . ? O5 Sm1 N7 C14 -23.9(5) . . . . ? O4 Sm1 N7 C14 8.8(6) 2_545 . . . ? N10 Sm1 N7 C14 -138.6(5) . . . . ? Sm2 Sm1 N7 C14 95.5(5) . . . . ? O10 Sm1 N7 C11 -29.1(6) . . . . ? O9 Sm1 N7 C11 -92.9(6) . . . . ? O7 Sm1 N7 C11 117.1(6) . . . . ? O1W Sm1 N7 C11 45.3(6) . . . . ? O5 Sm1 N7 C11 179.1(7) . . . . ? O4 Sm1 N7 C11 -148.2(6) 2_545 . . . ? N10 Sm1 N7 C11 64.4(7) . . . . ? Sm2 Sm1 N7 C11 -61.5(6) . . . . ? O10 Sm1 N10 C16 -22.5(6) . . . . ? O9 Sm1 N10 C16 25.9(7) . . . . ? O7 Sm1 N10 C16 175.2(7) . . . . ? O1W Sm1 N10 C16 -103.9(6) . . . . ? O5 Sm1 N10 C16 141.9(6) . . . . ? O4 Sm1 N10 C16 81.0(6) 2_545 . . . ? N7 Sm1 N10 C16 -122.5(6) . . . . ? Sm2 Sm1 N10 C16 -2.1(7) . . . . ? O10 Sm1 N10 C19 157.7(6) . . . . ? O9 Sm1 N10 C19 -153.9(5) . . . . ? O7 Sm1 N10 C19 -4.6(5) . . . . ? O1W Sm1 N10 C19 76.3(5) . . . . ? O5 Sm1 N10 C19 -37.9(6) . . . . ? O4 Sm1 N10 C19 -98.8(6) 2_545 . . . ? N7 Sm1 N10 C19 57.7(7) . . . . ? Sm2 Sm1 N10 C19 178.1(5) . . . . ? C4 N1 C1 C2 0.8(12) . . . . ? Sm2 N1 C1 C2 -154.6(7) . . . . ? C3 N2 C2 C1 -0.3(14) . . . . ? N1 C1 C2 N2 1.1(15) . . . . ? C2 N2 C3 N3 176.1(9) . . . . ? C2 N2 C3 C4 -2.1(12) . . . . ? C1 N1 C4 C3 -3.2(11) . . . . ? Sm2 N1 C4 C3 155.2(5) . . . . ? C1 N1 C4 C5 179.4(7) . . . . ? Sm2 N1 C4 C5 -22.1(7) . . . . ? N3 C3 C4 N1 -174.2(8) . . . . ? N2 C3 C4 N1 4.0(11) . . . . ? N3 C3 C4 C5 3.0(12) . . . . ? N2 C3 C4 C5 -178.9(7) . . . . ? Sm2 O1 C5 O2 -149.6(6) . . . . ? Sm2 O1 C5 C4 31.3(8) . . . . ? N1 C4 C5 O2 178.2(7) . . . . ? C3 C4 C5 O2 0.9(11) . . . . ? N1 C4 C5 O1 -2.7(9) . . . . ? C3 C4 C5 O1 -180.0(7) . . . . ? C9 N4 C6 C7 -1.1(11) . . . . ? Sm2 N4 C6 C7 175.7(6) . . . . ? C8 N5 C7 C6 -0.5(13) . . . . ? N4 C6 C7 N5 1.6(13) . . . . ? C7 N5 C8 N6 179.4(8) . . . . ? C7 N5 C8 C9 -0.9(11) . . . . ? C6 N4 C9 C8 -0.4(11) . . . . ? Sm2 N4 C9 C8 -177.4(5) . . . . ? C6 N4 C9 C10 -179.7(7) . . . . ? Sm2 N4 C9 C10 3.3(8) . . . . ? N6 C8 C9 N4 -179.0(8) . . . . ? N5 C8 C9 N4 1.4(11) . . . . ? N6 C8 C9 C10 0.3(12) . . . . ? N5 C8 C9 C10 -179.3(7) . . . . ? Sm1 O4 C10 O3 18.6(12) 2 . . . ? Sm1 O4 C10 C9 -160.3(5) 2 . . . ? Sm2 O3 C10 O4 -169.0(6) . . . . ? Sm2 O3 C10 C9 9.9(10) . . . . ? N4 C9 C10 O4 171.1(7) . . . . ? C8 C9 C10 O4 -8.2(11) . . . . ? N4 C9 C10 O3 -7.9(10) . . . . ? C8 C9 C10 O3 172.8(7) . . . . ? C14 N7 C11 C12 -1.1(12) . . . . ? Sm1 N7 C11 C12 154.8(6) . . . . ? C13 N8 C12 C11 1.0(13) . . . . ? N7 C11 C12 N8 -0.8(13) . . . . ? C12 N8 C13 N9 -178.8(8) . . . . ? C12 N8 C13 C14 0.4(12) . . . . ? C11 N7 C14 C13 2.6(11) . . . . ? Sm1 N7 C14 C13 -155.5(5) . . . . ? C11 N7 C14 C15 178.6(7) . . . . ? Sm1 N7 C14 C15 20.5(7) . . . . ? N8 C13 C14 N7 -2.3(11) . . . . ? N9 C13 C14 N7 176.9(7) . . . . ? N8 C13 C14 C15 -177.9(7) . . . . ? N9 C13 C14 C15 1.3(12) . . . . ? Sm1 O5 C15 O6 151.1(6) . . . . ? Sm1 O5 C15 C14 -29.0(8) . . . . ? N7 C14 C15 O6 -177.2(7) . . . . ? C13 C14 C15 O6 -1.4(11) . . . . ? N7 C14 C15 O5 2.9(9) . . . . ? C13 C14 C15 O5 178.7(7) . . . . ? C19 N10 C16 C17 2.1(12) . . . . ? Sm1 N10 C16 C17 -177.7(6) . . . . ? C18 N11 C17 C16 -0.9(14) . . . . ? N10 C16 C17 N11 -1.6(14) . . . . ? C17 N11 C18 N12 -179.2(9) . . . . ? C17 N11 C18 C19 2.6(13) . . . . ? C16 N10 C19 C18 -0.3(11) . . . . ? Sm1 N10 C19 C18 179.5(6) . . . . ? C16 N10 C19 C20 179.4(7) . . . . ? Sm1 N10 C19 C20 -0.7(8) . . . . ? N12 C18 C19 N10 179.9(9) . . . . ? N11 C18 C19 N10 -2.1(12) . . . . ? N12 C18 C19 C20 0.1(14) . . . . ? N11 C18 C19 C20 178.1(7) . . . . ? Sm1 O7 C20 O8 163.0(5) . . . . ? Sm1 O7 C20 C19 -17.3(9) . . . . ? Sm2 O8 C20 O7 -17.2(11) 2_645 . . . ? Sm2 O8 C20 C19 163.1(5) 2_645 . . . ? N10 C19 C20 O7 10.3(10) . . . . ? C18 C19 C20 O7 -169.9(7) . . . . ? N10 C19 C20 O8 -169.9(7) . . . . ? C18 C19 C20 O8 9.8(11) . . . . ? 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 O1W H1W1 O2 0.86(7) 1.98(8) 2.781(8) 156(7) 2_645 O1W H1W2 O5 0.85(4) 1.89(3) 2.721(7) 167(9) 2_655 O2W H2W1 O6 0.85(7) 2.00(8) 2.821(8) 164(8) 2 O2W H2W2 O1 0.84(8) 2.00(9) 2.794(7) 156(10) 2_545 O9 H9 O3 0.86(7) 2.05(6) 2.755(7) 139(9) 2_545 O10 H10 O7 0.85(7) 2.08(6) 2.802(7) 142(9) 2_655 N3 H3A N5 0.86 2.30 3.109(9) 158.0 4_675 N3 H3B O2 0.86 2.08 2.719(9) 130.6 . N6 H6A N2 0.86 2.23 3.092(10) 175.2 4_576 N6 H6B O4 0.86 2.10 2.729(9) 129.4 . N9 H9A N8 0.86 2.31 3.098(9) 153.2 3_666 N9 H9B O6 0.86 2.09 2.725(9) 130.4 . N12 H12A N11 0.86 2.29 3.149(9) 176.7 3_765 N12 H12B O8 0.86 2.11 2.741(9) 129.4 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.491 _refine_diff_density_min -1.729 _refine_diff_density_rms 0.174 #===END data_complex5 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762554' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Eu2 N12 O12' _chemical_formula_sum 'C20 H22 Eu2 N12 O12' _chemical_formula_weight 926.42 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 monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.832(2) _cell_length_b 11.437(2) _cell_length_c 24.755(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.16(3) _cell_angle_gamma 90.00 _cell_volume 2776.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 18974 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 24.97 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 4.563 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4622 _exptl_absorpt_correction_T_max 0.6337 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20983 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4827 _reflns_number_gt 4158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0461P)^2^+1.8602P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4827 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0355 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.641820(18) 0.515934(18) 0.239315(7) 0.01393(9) Uani 1 1 d . . . Eu2 Eu 0.360030(19) 0.732557(18) 0.255069(7) 0.01387(9) Uani 1 1 d . . . O1 O 0.1799(3) 0.8589(3) 0.28051(12) 0.0277(7) Uani 1 1 d . . . O1W O 0.1560(3) 0.6214(3) 0.22684(14) 0.0287(7) Uani 1 1 d D . . H1O1 H 0.127(4) 0.561(3) 0.2426(18) 0.043 Uiso 1 1 d D . . H1O2 H 0.091(3) 0.652(4) 0.2073(18) 0.043 Uiso 1 1 d D . . O2W O 0.8502(3) 0.6227(3) 0.26441(13) 0.0275(7) Uani 1 1 d D . . H2O1 H 0.868(5) 0.691(2) 0.2539(18) 0.041 Uiso 1 1 d D . . H2O2 H 0.907(4) 0.602(4) 0.2903(15) 0.041 Uiso 1 1 d D . . O2 O 0.0028(3) 0.9109(3) 0.32745(12) 0.0257(7) Uani 1 1 d . . . O3 O 0.3912(3) 0.9200(2) 0.21350(11) 0.0214(6) Uani 1 1 d . . . O4 O 0.5006(3) 1.0114(3) 0.15020(12) 0.0271(7) Uani 1 1 d . . . O5 O 0.8182(3) 0.3845(3) 0.21528(12) 0.0273(7) Uani 1 1 d . . . O6 O 1.0031(3) 0.3351(3) 0.17356(12) 0.0261(7) Uani 1 1 d . . . O7 O 0.6118(3) 0.3309(2) 0.28473(11) 0.0217(6) Uani 1 1 d . . . O8 O 0.5107(4) 0.2430(3) 0.35144(13) 0.0293(8) Uani 1 1 d . . . O9 O 0.4315(3) 0.5495(2) 0.27428(12) 0.0200(6) Uani 1 1 d D . . O10 O 0.5716(3) 0.7009(2) 0.22022(12) 0.0200(6) Uani 1 1 d D . . N1 N 0.2567(4) 0.6938(3) 0.34966(14) 0.0200(8) Uani 1 1 d . . . N2 N 0.1490(4) 0.6709(4) 0.44967(15) 0.0291(9) Uani 1 1 d . . . N3 N -0.0043(5) 0.8182(4) 0.42886(16) 0.0403(11) Uani 1 1 d . . . H3A H -0.0349 0.8092 0.4603 0.048 Uiso 1 1 calc R . . H3B H -0.0395 0.8704 0.4070 0.048 Uiso 1 1 calc R . . N4 N 0.3233(4) 0.7425(3) 0.14803(14) 0.0222(8) Uani 1 1 d . . . N5 N 0.3891(5) 0.7345(4) 0.04102(15) 0.0321(10) Uani 1 1 d . . . N6 N 0.5100(5) 0.9055(4) 0.05199(16) 0.0389(11) Uani 1 1 d . . . H6A H 0.5331 0.8984 0.0193 0.047 Uiso 1 1 calc R . . H6B H 0.5381 0.9645 0.0713 0.047 Uiso 1 1 calc R . . N7 N 0.7452(4) 0.5437(3) 0.14294(14) 0.0204(8) Uani 1 1 d . . . N8 N 0.8590(4) 0.5571(4) 0.04332(15) 0.0334(10) Uani 1 1 d . . . N9 N 1.0141(5) 0.4143(4) 0.06941(17) 0.0463(13) Uani 1 1 d . . . H9A H 1.0467 0.4199 0.0382 0.056 Uiso 1 1 calc R . . H9B H 1.0488 0.3653 0.0929 0.056 Uiso 1 1 calc R . . N10 N 0.6796(4) 0.5163(3) 0.34528(14) 0.0191(8) Uani 1 1 d . . . N11 N 0.6178(4) 0.5363(4) 0.45201(15) 0.0304(9) Uani 1 1 d . . . N12 N 0.5112(5) 0.3574(4) 0.44831(16) 0.0402(11) Uani 1 1 d . . . H12A H 0.4914 0.3675 0.4812 0.048 Uiso 1 1 calc R . . H12B H 0.4862 0.2945 0.4313 0.048 Uiso 1 1 calc R . . C1 C 0.3035(5) 0.6126(4) 0.38457(18) 0.0272(10) Uani 1 1 d . . . H1 H 0.3727 0.5624 0.3756 0.033 Uiso 1 1 calc R . . C2 C 0.2491(5) 0.6031(4) 0.43419(18) 0.0289(11) Uani 1 1 d . . . H2 H 0.2842 0.5462 0.4581 0.035 Uiso 1 1 calc R . . C3 C 0.0983(5) 0.7508(4) 0.41385(18) 0.0251(10) Uani 1 1 d . . . C4 C 0.1562(4) 0.7638(4) 0.36304(16) 0.0176(9) Uani 1 1 d . . . C5 C 0.1094(4) 0.8505(4) 0.32047(16) 0.0194(9) Uani 1 1 d . . . C6 C 0.2847(5) 0.6523(4) 0.11582(18) 0.0301(11) Uani 1 1 d . . . H6 H 0.2358 0.5906 0.1294 0.036 Uiso 1 1 calc R . . C7 C 0.3172(6) 0.6510(5) 0.0629(2) 0.0367(12) Uani 1 1 d . . . H7 H 0.2875 0.5883 0.0413 0.044 Uiso 1 1 calc R . . C8 C 0.4300(5) 0.8247(4) 0.07288(17) 0.0246(10) Uani 1 1 d . . . C9 C 0.3917(4) 0.8304(4) 0.12739(16) 0.0200(9) Uani 1 1 d . . . C10 C 0.4321(4) 0.9285(4) 0.16609(16) 0.0191(9) Uani 1 1 d . . . C11 C 0.6995(5) 0.6197(4) 0.10530(18) 0.0279(10) Uani 1 1 d . . . H11 H 0.6284 0.6698 0.1124 0.033 Uiso 1 1 calc R . . C12 C 0.7553(5) 0.6256(4) 0.0562(2) 0.0353(12) Uani 1 1 d . . . H12 H 0.7198 0.6793 0.0308 0.042 Uiso 1 1 calc R . . C13 C 0.9085(5) 0.4825(4) 0.08158(18) 0.0279(11) Uani 1 1 d . . . C14 C 0.8493(4) 0.4740(4) 0.13212(16) 0.0181(9) Uani 1 1 d . . . C15 C 0.8937(4) 0.3923(4) 0.17707(16) 0.0194(9) Uani 1 1 d . . . C16 C 0.7151(5) 0.6105(4) 0.37436(19) 0.0287(10) Uani 1 1 d . . . H16 H 0.7614 0.6710 0.3586 0.034 Uiso 1 1 calc R . . C17 C 0.6845(5) 0.6197(4) 0.42725(19) 0.0317(11) Uani 1 1 d . . . H17 H 0.7112 0.6865 0.4466 0.038 Uiso 1 1 calc R . . C18 C 0.5809(5) 0.4392(4) 0.42357(17) 0.0241(10) Uani 1 1 d . . . C19 C 0.6153(4) 0.4291(4) 0.36866(17) 0.0208(9) Uani 1 1 d . . . C20 C 0.5754(4) 0.3258(4) 0.33304(16) 0.0185(9) Uani 1 1 d . . . H9O H 0.385(4) 0.488(3) 0.2685(19) 0.028 Uiso 1 1 d D . . H10O H 0.614(4) 0.764(2) 0.226(2) 0.028 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 Eu1 0.01295(14) 0.01529(13) 0.01402(13) -0.00008(7) 0.00415(9) 0.00098(7) Eu2 0.01289(13) 0.01547(13) 0.01372(13) 0.00022(7) 0.00433(9) 0.00126(7) O1 0.0279(18) 0.0325(17) 0.0250(16) 0.0127(14) 0.0171(14) 0.0133(14) O1W 0.0176(17) 0.0292(17) 0.0388(19) 0.0098(15) -0.0022(14) -0.0018(13) O2W 0.0230(19) 0.0256(17) 0.0330(19) 0.0099(14) -0.0034(14) -0.0054(13) O2 0.0208(17) 0.0376(18) 0.0196(15) 0.0035(13) 0.0068(12) 0.0139(14) O3 0.0313(18) 0.0195(15) 0.0143(14) -0.0010(12) 0.0084(12) 0.0029(13) O4 0.0289(19) 0.0298(18) 0.0235(17) 0.0023(13) 0.0090(14) -0.0082(14) O5 0.0277(18) 0.0327(17) 0.0234(16) 0.0112(14) 0.0164(14) 0.0118(14) O6 0.0246(18) 0.0309(17) 0.0238(16) 0.0034(13) 0.0080(13) 0.0124(14) O7 0.0311(18) 0.0187(14) 0.0162(14) 0.0005(12) 0.0071(13) 0.0041(13) O8 0.034(2) 0.0296(18) 0.0251(17) 0.0038(14) 0.0086(15) -0.0115(14) O9 0.0177(16) 0.0173(14) 0.0258(15) -0.0042(13) 0.0059(12) 0.0006(12) O10 0.0164(16) 0.0172(14) 0.0267(15) -0.0012(13) 0.0044(13) -0.0009(12) N1 0.020(2) 0.0210(18) 0.0190(18) -0.0004(15) 0.0022(15) -0.0002(15) N2 0.033(2) 0.039(2) 0.0164(18) 0.0055(17) 0.0068(17) 0.0058(18) N3 0.047(3) 0.053(3) 0.025(2) 0.010(2) 0.024(2) 0.021(2) N4 0.021(2) 0.027(2) 0.0186(18) -0.0008(15) 0.0050(15) -0.0028(16) N5 0.041(3) 0.038(2) 0.0175(19) -0.0047(17) 0.0056(18) -0.0034(19) N6 0.057(3) 0.041(2) 0.022(2) -0.0020(18) 0.020(2) -0.011(2) N7 0.0156(19) 0.0242(18) 0.0214(18) 0.0011(16) 0.0025(15) 0.0037(15) N8 0.037(2) 0.045(2) 0.0192(19) 0.0075(18) 0.0064(17) 0.007(2) N9 0.054(3) 0.061(3) 0.027(2) 0.016(2) 0.025(2) 0.029(2) N10 0.0173(19) 0.0231(19) 0.0174(18) -0.0021(15) 0.0039(15) 0.0008(15) N11 0.035(2) 0.037(2) 0.0182(19) -0.0040(17) 0.0015(17) -0.0016(19) N12 0.060(3) 0.042(2) 0.022(2) -0.0014(18) 0.020(2) -0.009(2) C1 0.021(2) 0.035(3) 0.025(2) 0.006(2) 0.0023(19) 0.007(2) C2 0.034(3) 0.034(2) 0.019(2) 0.008(2) 0.003(2) 0.006(2) C3 0.028(3) 0.030(2) 0.018(2) 0.0016(19) 0.0040(19) 0.003(2) C4 0.014(2) 0.023(2) 0.016(2) 0.0022(17) 0.0026(16) 0.0017(17) C5 0.017(2) 0.023(2) 0.019(2) 0.0019(17) 0.0043(17) 0.0036(17) C6 0.031(3) 0.035(3) 0.024(2) -0.007(2) 0.003(2) -0.014(2) C7 0.039(3) 0.043(3) 0.028(3) -0.013(2) 0.003(2) -0.006(2) C8 0.027(3) 0.029(2) 0.018(2) 0.0034(19) 0.0041(18) 0.006(2) C9 0.019(2) 0.025(2) 0.017(2) 0.0016(18) 0.0038(17) 0.0048(18) C10 0.018(2) 0.024(2) 0.016(2) 0.0024(17) 0.0001(16) 0.0071(18) C11 0.027(3) 0.032(2) 0.025(2) 0.007(2) 0.0024(19) 0.011(2) C12 0.035(3) 0.044(3) 0.027(2) 0.010(2) 0.004(2) 0.015(2) C13 0.025(3) 0.037(3) 0.023(2) 0.001(2) 0.0065(19) 0.007(2) C14 0.013(2) 0.022(2) 0.019(2) 0.0039(17) 0.0009(17) -0.0002(17) C15 0.017(2) 0.022(2) 0.019(2) -0.0010(17) 0.0014(17) 0.0024(17) C16 0.026(3) 0.030(2) 0.031(2) -0.006(2) 0.005(2) -0.007(2) C17 0.036(3) 0.033(3) 0.026(2) -0.013(2) 0.001(2) -0.001(2) C18 0.025(3) 0.029(2) 0.018(2) 0.0040(19) 0.0040(18) 0.0051(19) C19 0.016(2) 0.027(2) 0.020(2) 0.0001(18) 0.0040(17) 0.0068(18) C20 0.019(2) 0.022(2) 0.015(2) -0.0014(17) 0.0012(17) 0.0020(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O10 2.265(3) . ? Eu1 O9 2.331(3) . ? Eu1 O5 2.403(3) . ? Eu1 O2 2.420(3) 2_545 ? Eu1 O7 2.424(3) . ? Eu1 O2W 2.427(3) . ? Eu1 N10 2.623(3) . ? Eu1 N7 2.679(3) . ? Eu1 H9O 2.70(4) . ? Eu2 O9 2.249(3) . ? Eu2 O10 2.337(3) . ? Eu2 O1 2.405(3) . ? Eu2 O3 2.408(3) . ? Eu2 O1W 2.434(3) . ? Eu2 O6 2.442(3) 2_655 ? Eu2 N4 2.651(4) . ? Eu2 N1 2.657(3) . ? Eu2 C10 3.256(4) . ? Eu2 H10O 2.67(4) . ? O1 C5 1.252(5) . ? O1W H1O1 0.85(4) . ? O1W H1O2 0.85(4) . ? O2W H2O1 0.85(4) . ? O2W H2O2 0.85(4) . ? O2 C5 1.278(5) . ? O2 Eu1 2.420(3) 2 ? O3 C10 1.271(5) . ? O4 C10 1.244(5) . ? O5 C15 1.247(5) . ? O6 C15 1.267(5) . ? O6 Eu2 2.442(3) 2_645 ? O7 C20 1.274(5) . ? O8 C20 1.245(5) . ? O9 H9O 0.85(4) . ? O10 H10O 0.84(3) . ? N1 C1 1.327(6) . ? N1 C4 1.332(5) . ? N2 C2 1.331(6) . ? N2 C3 1.344(6) . ? N3 C3 1.343(6) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.332(6) . ? N4 C6 1.342(6) . ? N5 C7 1.327(7) . ? N5 C8 1.343(6) . ? N6 C8 1.341(6) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C11 1.329(6) . ? N7 C14 1.340(5) . ? N8 C13 1.340(6) . ? N8 C12 1.343(6) . ? N9 C13 1.350(6) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C16 1.328(6) . ? N10 C19 1.335(6) . ? N11 C17 1.331(6) . ? N11 C18 1.350(6) . ? N12 C18 1.335(6) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.379(6) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.425(6) . ? C4 C5 1.495(6) . ? C6 C7 1.370(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.429(6) . ? C9 C10 1.509(6) . ? C11 C12 1.370(6) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.421(6) . ? C14 C15 1.494(6) . ? C16 C17 1.369(6) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.429(6) . ? C19 C20 1.509(6) . ? 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 Eu1 O9 70.03(10) . . ? O10 Eu1 O5 138.37(10) . . ? O9 Eu1 O5 150.56(10) . . ? O10 Eu1 O2 99.56(11) . 2_545 ? O9 Eu1 O2 80.92(10) . 2_545 ? O5 Eu1 O2 85.36(11) . 2_545 ? O10 Eu1 O7 150.08(10) . . ? O9 Eu1 O7 80.23(10) . . ? O5 Eu1 O7 71.52(10) . . ? O2 Eu1 O7 78.36(10) 2_545 . ? O10 Eu1 O2W 79.78(11) . . ? O9 Eu1 O2W 125.28(11) . . ? O5 Eu1 O2W 76.51(12) . . ? O2 Eu1 O2W 150.21(10) 2_545 . ? O7 Eu1 O2W 116.69(11) . . ? O10 Eu1 N10 103.08(10) . . ? O9 Eu1 N10 72.14(11) . . ? O5 Eu1 N10 101.31(11) . . ? O2 Eu1 N10 135.85(10) 2_545 . ? O7 Eu1 N10 63.29(10) . . ? O2W Eu1 N10 71.79(11) . . ? O10 Eu1 N7 80.39(10) . . ? O9 Eu1 N7 135.68(11) . . ? O5 Eu1 N7 61.72(10) . . ? O2 Eu1 N7 72.11(10) 2_545 . ? O7 Eu1 N7 125.68(10) . . ? O2W Eu1 N7 78.49(11) . . ? N10 Eu1 N7 148.78(11) . . ? O10 Eu1 Eu2 35.89(7) . . ? O9 Eu1 Eu2 34.15(7) . . ? O5 Eu1 Eu2 171.54(7) . . ? O2 Eu1 Eu2 89.84(8) 2_545 . ? O7 Eu1 Eu2 114.33(7) . . ? O2W Eu1 Eu2 104.89(8) . . ? N10 Eu1 Eu2 86.98(8) . . ? N7 Eu1 Eu2 110.15(8) . . ? O10 Eu1 H9O 83.7(8) . . ? O9 Eu1 H9O 17.6(6) . . ? O5 Eu1 H9O 134.3(7) . . ? O2 Eu1 H9O 66.9(8) 2_545 . ? O7 Eu1 H9O 67.9(9) . . ? O2W Eu1 H9O 141.4(7) . . ? N10 Eu1 H9O 78.4(10) . . ? N7 Eu1 H9O 132.5(10) . . ? Eu2 Eu1 H9O 48.6(8) . . ? O9 Eu2 O10 70.19(10) . . ? O9 Eu2 O1 136.78(10) . . ? O10 Eu2 O1 151.87(10) . . ? O9 Eu2 O3 150.73(10) . . ? O10 Eu2 O3 80.55(10) . . ? O1 Eu2 O3 72.30(10) . . ? O9 Eu2 O1W 79.19(11) . . ? O10 Eu2 O1W 123.37(11) . . ? O1 Eu2 O1W 77.40(12) . . ? O3 Eu2 O1W 118.06(11) . . ? O9 Eu2 O6 98.46(11) . 2_655 ? O10 Eu2 O6 83.27(10) . 2_655 ? O1 Eu2 O6 84.24(11) . 2_655 ? O3 Eu2 O6 78.51(10) . 2_655 ? O1W Eu2 O6 149.09(11) . 2_655 ? O9 Eu2 N4 105.62(11) . . ? O10 Eu2 N4 72.43(11) . . ? O1 Eu2 N4 100.75(11) . . ? O3 Eu2 N4 63.06(10) . . ? O1W Eu2 N4 71.68(12) . . ? O6 Eu2 N4 136.94(10) 2_655 . ? O9 Eu2 N1 77.98(10) . . ? O10 Eu2 N1 135.00(11) . . ? O1 Eu2 N1 62.18(10) . . ? O3 Eu2 N1 126.45(10) . . ? O1W Eu2 N1 78.81(11) . . ? O6 Eu2 N1 70.64(10) 2_655 . ? N4 Eu2 N1 148.78(11) . . ? O9 Eu2 C10 134.76(10) . . ? O10 Eu2 C10 67.28(10) . . ? O1 Eu2 C10 87.95(10) . . ? O3 Eu2 C10 19.47(9) . . ? O1W Eu2 C10 112.36(11) . . ? O6 Eu2 C10 91.34(10) 2_655 . ? N4 Eu2 C10 46.75(11) . . ? N1 Eu2 C10 145.80(10) . . ? O9 Eu2 Eu1 35.58(7) . . ? O10 Eu2 Eu1 34.61(7) . . ? O1 Eu2 Eu1 170.33(7) . . ? O3 Eu2 Eu1 115.15(7) . . ? O1W Eu2 Eu1 102.95(8) . . ? O6 Eu2 Eu1 91.15(8) 2_655 . ? N4 Eu2 Eu1 88.43(8) . . ? N1 Eu2 Eu1 108.27(8) . . ? C10 Eu2 Eu1 100.68(7) . . ? O9 Eu2 H10O 84.3(8) . . ? O10 Eu2 H10O 17.8(6) . . ? O1 Eu2 H10O 135.1(7) . . ? O3 Eu2 H10O 67.2(9) . . ? O1W Eu2 H10O 139.4(7) . . ? O6 Eu2 H10O 69.7(8) 2_655 . ? N4 Eu2 H10O 77.7(10) . . ? N1 Eu2 H10O 133.2(11) . . ? C10 Eu2 H10O 58.0(10) . . ? Eu1 Eu2 H10O 49.6(8) . . ? C5 O1 Eu2 128.4(3) . . ? Eu2 O1W H1O1 126(3) . . ? Eu2 O1W H1O2 121(3) . . ? H1O1 O1W H1O2 109(4) . . ? Eu1 O2W H2O1 125(3) . . ? Eu1 O2W H2O2 123(3) . . ? H2O1 O2W H2O2 110(4) . . ? C5 O2 Eu1 128.5(3) . 2 ? C10 O3 Eu2 121.4(2) . . ? C15 O5 Eu1 128.6(3) . . ? C15 O6 Eu2 128.6(3) . 2_645 ? C20 O7 Eu1 121.8(2) . . ? Eu2 O9 Eu1 110.27(12) . . ? Eu2 O9 H9O 126(4) . . ? Eu1 O9 H9O 106(3) . . ? Eu1 O10 Eu2 109.50(11) . . ? Eu1 O10 H10O 129(4) . . ? Eu2 O10 H10O 104(3) . . ? C1 N1 C4 119.1(4) . . ? C1 N1 Eu2 123.6(3) . . ? C4 N1 Eu2 117.2(3) . . ? C2 N2 C3 116.9(4) . . ? C3 N3 H3A 120.0 . . ? C3 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 118.8(4) . . ? C9 N4 Eu2 112.3(3) . . ? C6 N4 Eu2 125.0(3) . . ? C7 N5 C8 117.3(4) . . ? C8 N6 H6A 120.0 . . ? C8 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C11 N7 C14 118.3(4) . . ? C11 N7 Eu1 124.8(3) . . ? C14 N7 Eu1 116.9(3) . . ? C13 N8 C12 116.5(4) . . ? C13 N9 H9A 120.0 . . ? C13 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C16 N10 C19 119.0(4) . . ? C16 N10 Eu1 123.8(3) . . ? C19 N10 Eu1 113.3(3) . . ? C17 N11 C18 118.1(4) . . ? C18 N12 H12A 120.0 . . ? C18 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 119.8(4) . . ? N1 C1 H1 120.1 . . ? C2 C1 H1 120.1 . . ? N2 C2 C1 123.6(4) . . ? N2 C2 H2 118.2 . . ? C1 C2 H2 118.2 . . ? N3 C3 N2 117.2(4) . . ? N3 C3 C4 122.7(4) . . ? N2 C3 C4 120.0(4) . . ? N1 C4 C3 120.5(4) . . ? N1 C4 C5 114.8(3) . . ? C3 C4 C5 124.7(4) . . ? O1 C5 O2 124.9(4) . . ? O1 C5 C4 116.6(4) . . ? O2 C5 C4 118.5(3) . . ? N4 C6 C7 120.0(4) . . ? N4 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? N5 C7 C6 123.4(4) . . ? N5 C7 H7 118.3 . . ? C6 C7 H7 118.3 . . ? N6 C8 N5 117.5(4) . . ? N6 C8 C9 122.4(4) . . ? N5 C8 C9 120.1(4) . . ? N4 C9 C8 120.2(4) . . ? N4 C9 C10 115.7(3) . . ? C8 C9 C10 123.9(4) . . ? O4 C10 O3 124.4(4) . . ? O4 C10 C9 119.3(4) . . ? O3 C10 C9 116.3(4) . . ? O4 C10 Eu2 152.7(3) . . ? C9 C10 Eu2 81.8(2) . . ? N7 C11 C12 121.1(4) . . ? N7 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? N8 C12 C11 122.8(4) . . ? N8 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? N8 C13 N9 117.1(4) . . ? N8 C13 C14 121.0(4) . . ? N9 C13 C14 121.9(4) . . ? N7 C14 C13 120.2(4) . . ? N7 C14 C15 114.2(3) . . ? C13 C14 C15 125.6(4) . . ? O5 C15 O6 124.8(4) . . ? O5 C15 C14 116.8(4) . . ? O6 C15 C14 118.4(4) . . ? N10 C16 C17 120.9(4) . . ? N10 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? N11 C17 C16 122.4(4) . . ? N11 C17 H17 118.8 . . ? C16 C17 H17 118.8 . . ? N12 C18 N11 117.7(4) . . ? N12 C18 C19 123.0(4) . . ? N11 C18 C19 119.3(4) . . ? N10 C19 C18 120.3(4) . . ? N10 C19 C20 116.3(3) . . ? C18 C19 C20 123.3(4) . . ? O8 C20 O7 124.4(4) . . ? O8 C20 C19 120.0(4) . . ? O7 C20 C19 115.7(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 O10 Eu1 Eu2 O9 -179.39(17) . . . . ? O2 Eu1 Eu2 O9 73.92(15) 2_545 . . . ? O7 Eu1 Eu2 O9 -3.21(15) . . . . ? O2W Eu1 Eu2 O9 -132.28(15) . . . . ? N10 Eu1 Eu2 O9 -62.02(15) . . . . ? N7 Eu1 Eu2 O9 144.75(15) . . . . ? O9 Eu1 Eu2 O10 179.39(17) . . . . ? O2 Eu1 Eu2 O10 -106.70(15) 2_545 . . . ? O7 Eu1 Eu2 O10 176.18(15) . . . . ? O2W Eu1 Eu2 O10 47.11(15) . . . . ? N10 Eu1 Eu2 O10 117.36(15) . . . . ? N7 Eu1 Eu2 O10 -35.86(15) . . . . ? O10 Eu1 Eu2 O3 1.44(15) . . . . ? O9 Eu1 Eu2 O3 -179.17(15) . . . . ? O2 Eu1 Eu2 O3 -105.25(10) 2_545 . . . ? O7 Eu1 Eu2 O3 177.62(10) . . . . ? O2W Eu1 Eu2 O3 48.55(11) . . . . ? N10 Eu1 Eu2 O3 118.81(11) . . . . ? N7 Eu1 Eu2 O3 -34.42(12) . . . . ? O10 Eu1 Eu2 O1W 131.33(15) . . . . ? O9 Eu1 Eu2 O1W -49.29(15) . . . . ? O2 Eu1 Eu2 O1W 24.63(11) 2_545 . . . ? O7 Eu1 Eu2 O1W -52.50(12) . . . . ? O2W Eu1 Eu2 O1W 178.44(11) . . . . ? N10 Eu1 Eu2 O1W -111.31(11) . . . . ? N7 Eu1 Eu2 O1W 95.47(12) . . . . ? O10 Eu1 Eu2 O6 -76.40(14) . . . 2_655 ? O9 Eu1 Eu2 O6 102.99(15) . . . 2_655 ? O2 Eu1 Eu2 O6 176.91(9) 2_545 . . 2_655 ? O7 Eu1 Eu2 O6 99.78(10) . . . 2_655 ? O2W Eu1 Eu2 O6 -29.29(10) . . . 2_655 ? N10 Eu1 Eu2 O6 40.97(10) . . . 2_655 ? N7 Eu1 Eu2 O6 -112.26(11) . . . 2_655 ? O10 Eu1 Eu2 N4 60.54(15) . . . . ? O9 Eu1 Eu2 N4 -120.08(15) . . . . ? O2 Eu1 Eu2 N4 -46.16(11) 2_545 . . . ? O7 Eu1 Eu2 N4 -123.29(11) . . . . ? O2W Eu1 Eu2 N4 107.64(11) . . . . ? N10 Eu1 Eu2 N4 177.90(11) . . . . ? N7 Eu1 Eu2 N4 24.67(12) . . . . ? O10 Eu1 Eu2 N1 -146.36(15) . . . . ? O9 Eu1 Eu2 N1 33.02(15) . . . . ? O2 Eu1 Eu2 N1 106.94(11) 2_545 . . . ? O7 Eu1 Eu2 N1 29.81(11) . . . . ? O2W Eu1 Eu2 N1 -99.25(11) . . . . ? N10 Eu1 Eu2 N1 -29.00(11) . . . . ? N7 Eu1 Eu2 N1 177.78(11) . . . . ? O10 Eu1 Eu2 C10 15.18(15) . . . . ? O9 Eu1 Eu2 C10 -165.43(15) . . . . ? O2 Eu1 Eu2 C10 -91.51(10) 2_545 . . . ? O7 Eu1 Eu2 C10 -168.64(11) . . . . ? O2W Eu1 Eu2 C10 62.29(11) . . . . ? N10 Eu1 Eu2 C10 132.55(11) . . . . ? N7 Eu1 Eu2 C10 -20.68(11) . . . . ? O9 Eu2 O1 C5 18.4(5) . . . . ? O10 Eu2 O1 C5 -141.8(3) . . . . ? O3 Eu2 O1 C5 -157.5(4) . . . . ? O1W Eu2 O1 C5 77.2(4) . . . . ? O6 Eu2 O1 C5 -77.8(4) 2_655 . . . ? N4 Eu2 O1 C5 145.5(4) . . . . ? N1 Eu2 O1 C5 -6.7(4) . . . . ? C10 Eu2 O1 C5 -169.3(4) . . . . ? O9 Eu2 O3 C10 43.5(4) . . . . ? O10 Eu2 O3 C10 45.3(3) . . . . ? O1 Eu2 O3 C10 -142.2(3) . . . . ? O1W Eu2 O3 C10 -77.6(3) . . . . ? O6 Eu2 O3 C10 130.3(3) 2_655 . . . ? N4 Eu2 O3 C10 -29.7(3) . . . . ? N1 Eu2 O3 C10 -174.5(3) . . . . ? Eu1 Eu2 O3 C10 44.4(3) . . . . ? O10 Eu1 O5 C15 -15.1(5) . . . . ? O9 Eu1 O5 C15 146.3(3) . . . . ? O2 Eu1 O5 C15 84.1(4) 2_545 . . . ? O7 Eu1 O5 C15 163.4(4) . . . . ? O2W Eu1 O5 C15 -72.1(4) . . . . ? N10 Eu1 O5 C15 -140.0(4) . . . . ? N7 Eu1 O5 C15 11.9(4) . . . . ? O10 Eu1 O7 C20 -40.9(4) . . . . ? O9 Eu1 O7 C20 -47.2(3) . . . . ? O5 Eu1 O7 C20 141.2(3) . . . . ? O2 Eu1 O7 C20 -129.9(3) 2_545 . . . ? O2W Eu1 O7 C20 77.5(3) . . . . ? N10 Eu1 O7 C20 27.6(3) . . . . ? N7 Eu1 O7 C20 172.4(3) . . . . ? Eu2 Eu1 O7 C20 -45.4(3) . . . . ? O10 Eu2 O9 Eu1 -0.37(10) . . . . ? O1 Eu2 O9 Eu1 -170.61(13) . . . . ? O3 Eu2 O9 Eu1 1.5(3) . . . . ? O1W Eu2 O9 Eu1 131.23(14) . . . . ? O6 Eu2 O9 Eu1 -80.04(13) 2_655 . . . ? N4 Eu2 O9 Eu1 63.92(15) . . . . ? N1 Eu2 O9 Eu1 -148.05(14) . . . . ? C10 Eu2 O9 Eu1 20.4(2) . . . . ? O10 Eu1 O9 Eu2 0.38(11) . . . . ? O5 Eu1 O9 Eu2 -166.61(16) . . . . ? O2 Eu1 O9 Eu2 -103.33(13) 2_545 . . . ? O7 Eu1 O9 Eu2 177.03(14) . . . . ? O2W Eu1 O9 Eu2 61.15(17) . . . . ? N10 Eu1 O9 Eu2 112.10(14) . . . . ? N7 Eu1 O9 Eu2 -50.8(2) . . . . ? O9 Eu1 O10 Eu2 -0.37(10) . . . . ? O5 Eu1 O10 Eu2 170.05(13) . . . . ? O2 Eu1 O10 Eu2 76.25(13) 2_545 . . . ? O7 Eu1 O10 Eu2 -7.0(3) . . . . ? O2W Eu1 O10 Eu2 -133.99(14) . . . . ? N10 Eu1 O10 Eu2 -65.57(14) . . . . ? N7 Eu1 O10 Eu2 146.10(14) . . . . ? O9 Eu2 O10 Eu1 0.38(10) . . . . ? O1 Eu2 O10 Eu1 166.13(17) . . . . ? O3 Eu2 O10 Eu1 -178.68(14) . . . . ? O1W Eu2 O10 Eu1 -61.20(17) . . . . ? O6 Eu2 O10 Eu1 101.91(13) 2_655 . . . ? N4 Eu2 O10 Eu1 -114.09(14) . . . . ? N1 Eu2 O10 Eu1 48.06(19) . . . . ? C10 Eu2 O10 Eu1 -163.80(16) . . . . ? O9 Eu2 N1 C1 20.7(3) . . . . ? O10 Eu2 N1 C1 -24.6(4) . . . . ? O1 Eu2 N1 C1 -176.5(4) . . . . ? O3 Eu2 N1 C1 -141.3(3) . . . . ? O1W Eu2 N1 C1 101.9(4) . . . . ? O6 Eu2 N1 C1 -82.8(4) 2_655 . . . ? N4 Eu2 N1 C1 121.1(4) . . . . ? C10 Eu2 N1 C1 -144.6(3) . . . . ? Eu1 Eu2 N1 C1 1.8(4) . . . . ? O9 Eu2 N1 C4 -162.2(3) . . . . ? O10 Eu2 N1 C4 152.5(3) . . . . ? O1 Eu2 N1 C4 0.5(3) . . . . ? O3 Eu2 N1 C4 35.8(3) . . . . ? O1W Eu2 N1 C4 -81.0(3) . . . . ? O6 Eu2 N1 C4 94.3(3) 2_655 . . . ? N4 Eu2 N1 C4 -61.8(4) . . . . ? C10 Eu2 N1 C4 32.5(4) . . . . ? Eu1 Eu2 N1 C4 178.9(3) . . . . ? O9 Eu2 N4 C9 -126.0(3) . . . . ? O10 Eu2 N4 C9 -63.2(3) . . . . ? O1 Eu2 N4 C9 88.6(3) . . . . ? O3 Eu2 N4 C9 25.0(3) . . . . ? O1W Eu2 N4 C9 161.4(3) . . . . ? O6 Eu2 N4 C9 -4.4(4) 2_655 . . . ? N1 Eu2 N4 C9 141.5(3) . . . . ? C10 Eu2 N4 C9 11.8(3) . . . . ? Eu1 Eu2 N4 C9 -94.4(3) . . . . ? O9 Eu2 N4 C6 31.3(4) . . . . ? O10 Eu2 N4 C6 94.1(4) . . . . ? O1 Eu2 N4 C6 -114.1(4) . . . . ? O3 Eu2 N4 C6 -177.8(4) . . . . ? O1W Eu2 N4 C6 -41.4(4) . . . . ? O6 Eu2 N4 C6 152.8(3) 2_655 . . . ? N1 Eu2 N4 C6 -61.2(5) . . . . ? C10 Eu2 N4 C6 169.1(4) . . . . ? Eu1 Eu2 N4 C6 62.8(4) . . . . ? O10 Eu1 N7 C11 -23.0(4) . . . . ? O9 Eu1 N7 C11 25.0(4) . . . . ? O5 Eu1 N7 C11 174.8(4) . . . . ? O2 Eu1 N7 C11 80.4(4) 2_545 . . . ? O7 Eu1 N7 C11 140.8(3) . . . . ? O2W Eu1 N7 C11 -104.5(4) . . . . ? N10 Eu1 N7 C11 -122.4(4) . . . . ? Eu2 Eu1 N7 C11 -2.7(4) . . . . ? O10 Eu1 N7 C14 158.1(3) . . . . ? O9 Eu1 N7 C14 -153.9(3) . . . . ? O5 Eu1 N7 C14 -4.1(3) . . . . ? O2 Eu1 N7 C14 -98.5(3) 2_545 . . . ? O7 Eu1 N7 C14 -38.1(3) . . . . ? O2W Eu1 N7 C14 76.6(3) . . . . ? N10 Eu1 N7 C14 58.6(4) . . . . ? Eu2 Eu1 N7 C14 178.4(3) . . . . ? O10 Eu1 N10 C16 -29.3(4) . . . . ? O9 Eu1 N10 C16 -93.0(4) . . . . ? O5 Eu1 N10 C16 116.7(3) . . . . ? O2 Eu1 N10 C16 -148.2(3) 2_545 . . . ? O7 Eu1 N10 C16 179.2(4) . . . . ? O2W Eu1 N10 C16 45.2(3) . . . . ? N7 Eu1 N10 C16 63.7(4) . . . . ? Eu2 Eu1 N10 C16 -61.6(3) . . . . ? O10 Eu1 N10 C19 128.1(3) . . . . ? O9 Eu1 N10 C19 64.4(3) . . . . ? O5 Eu1 N10 C19 -85.9(3) . . . . ? O2 Eu1 N10 C19 9.1(4) 2_545 . . . ? O7 Eu1 N10 C19 -23.5(3) . . . . ? O2W Eu1 N10 C19 -157.5(3) . . . . ? N7 Eu1 N10 C19 -138.9(3) . . . . ? Eu2 Eu1 N10 C19 95.8(3) . . . . ? C4 N1 C1 C2 -0.9(7) . . . . ? Eu2 N1 C1 C2 176.1(3) . . . . ? C3 N2 C2 C1 1.3(7) . . . . ? N1 C1 C2 N2 0.8(8) . . . . ? C2 N2 C3 N3 178.9(5) . . . . ? C2 N2 C3 C4 -3.0(7) . . . . ? C1 N1 C4 C3 -0.8(6) . . . . ? Eu2 N1 C4 C3 -178.1(3) . . . . ? C1 N1 C4 C5 -178.9(4) . . . . ? Eu2 N1 C4 C5 3.9(5) . . . . ? N3 C3 C4 N1 -179.1(4) . . . . ? N2 C3 C4 N1 2.9(7) . . . . ? N3 C3 C4 C5 -1.3(7) . . . . ? N2 C3 C4 C5 -179.2(4) . . . . ? Eu2 O1 C5 O2 -169.5(3) . . . . ? Eu2 O1 C5 C4 11.2(6) . . . . ? Eu1 O2 C5 O1 20.0(6) 2 . . . ? Eu1 O2 C5 C4 -160.8(3) 2 . . . ? N1 C4 C5 O1 -9.1(6) . . . . ? C3 C4 C5 O1 172.9(4) . . . . ? N1 C4 C5 O2 171.6(4) . . . . ? C3 C4 C5 O2 -6.4(6) . . . . ? C9 N4 C6 C7 0.8(7) . . . . ? Eu2 N4 C6 C7 -155.1(4) . . . . ? C8 N5 C7 C6 -0.6(8) . . . . ? N4 C6 C7 N5 1.4(8) . . . . ? C7 N5 C8 N6 175.8(5) . . . . ? C7 N5 C8 C9 -2.3(7) . . . . ? C6 N4 C9 C8 -3.7(6) . . . . ? Eu2 N4 C9 C8 155.1(3) . . . . ? C6 N4 C9 C10 -179.8(4) . . . . ? Eu2 N4 C9 C10 -21.0(4) . . . . ? N6 C8 C9 N4 -173.4(4) . . . . ? N5 C8 C9 N4 4.6(7) . . . . ? N6 C8 C9 C10 2.3(7) . . . . ? N5 C8 C9 C10 -179.6(4) . . . . ? Eu2 O3 C10 O4 -149.8(3) . . . . ? Eu2 O3 C10 C9 30.8(5) . . . . ? N4 C9 C10 O4 177.4(4) . . . . ? C8 C9 C10 O4 1.4(6) . . . . ? N4 C9 C10 O3 -3.2(6) . . . . ? C8 C9 C10 O3 -179.2(4) . . . . ? N4 C9 C10 Eu2 15.8(3) . . . . ? C8 C9 C10 Eu2 -160.1(4) . . . . ? O9 Eu2 C10 O4 -87.1(6) . . . . ? O10 Eu2 C10 O4 -66.0(6) . . . . ? O1 Eu2 C10 O4 100.4(6) . . . . ? O3 Eu2 C10 O4 64.6(6) . . . . ? O1W Eu2 C10 O4 175.8(6) . . . . ? O6 Eu2 C10 O4 16.2(6) 2_655 . . . ? N4 Eu2 C10 O4 -152.8(7) . . . . ? N1 Eu2 C10 O4 72.4(7) . . . . ? Eu1 Eu2 C10 O4 -75.3(6) . . . . ? O9 Eu2 C10 O3 -151.7(3) . . . . ? O10 Eu2 C10 O3 -130.6(3) . . . . ? O1 Eu2 C10 O3 35.8(3) . . . . ? O1W Eu2 C10 O3 111.2(3) . . . . ? O6 Eu2 C10 O3 -48.4(3) 2_655 . . . ? N4 Eu2 C10 O3 142.6(4) . . . . ? N1 Eu2 C10 O3 7.8(4) . . . . ? Eu1 Eu2 C10 O3 -139.8(3) . . . . ? O9 Eu2 C10 C9 55.9(3) . . . . ? O10 Eu2 C10 C9 77.1(2) . . . . ? O1 Eu2 C10 C9 -116.6(2) . . . . ? O3 Eu2 C10 C9 -152.4(4) . . . . ? O1W Eu2 C10 C9 -41.1(2) . . . . ? O6 Eu2 C10 C9 159.2(2) 2_655 . . . ? N4 Eu2 C10 C9 -9.7(2) . . . . ? N1 Eu2 C10 C9 -144.5(2) . . . . ? Eu1 Eu2 C10 C9 67.8(2) . . . . ? C14 N7 C11 C12 1.2(7) . . . . ? Eu1 N7 C11 C12 -177.7(4) . . . . ? C13 N8 C12 C11 -1.2(8) . . . . ? N7 C11 C12 N8 -0.7(8) . . . . ? C12 N8 C13 N9 -179.0(5) . . . . ? C12 N8 C13 C14 2.6(7) . . . . ? C11 N7 C14 C13 0.2(6) . . . . ? Eu1 N7 C14 C13 179.2(3) . . . . ? C11 N7 C14 C15 179.6(4) . . . . ? Eu1 N7 C14 C15 -1.4(4) . . . . ? N8 C13 C14 N7 -2.2(7) . . . . ? N9 C13 C14 N7 179.5(5) . . . . ? N8 C13 C14 C15 178.5(4) . . . . ? N9 C13 C14 C15 0.2(8) . . . . ? Eu1 O5 C15 O6 163.6(3) . . . . ? Eu1 O5 C15 C14 -17.4(6) . . . . ? Eu2 O6 C15 O5 -17.6(6) 2_645 . . . ? Eu2 O6 C15 C14 163.4(3) 2_645 . . . ? N7 C14 C15 O5 10.8(6) . . . . ? C13 C14 C15 O5 -169.9(4) . . . . ? N7 C14 C15 O6 -170.1(4) . . . . ? C13 C14 C15 O6 9.3(7) . . . . ? C19 N10 C16 C17 -1.2(7) . . . . ? Eu1 N10 C16 C17 155.0(4) . . . . ? C18 N11 C17 C16 0.6(8) . . . . ? N10 C16 C17 N11 -0.4(8) . . . . ? C17 N11 C18 N12 -178.4(5) . . . . ? C17 N11 C18 C19 0.5(7) . . . . ? C16 N10 C19 C18 2.3(6) . . . . ? Eu1 N10 C19 C18 -156.3(3) . . . . ? C16 N10 C19 C20 178.8(4) . . . . ? Eu1 N10 C19 C20 20.3(4) . . . . ? N12 C18 C19 N10 176.9(4) . . . . ? N11 C18 C19 N10 -2.0(7) . . . . ? N12 C18 C19 C20 0.6(7) . . . . ? N11 C18 C19 C20 -178.3(4) . . . . ? Eu1 O7 C20 O8 151.8(3) . . . . ? Eu1 O7 C20 C19 -28.0(5) . . . . ? N10 C19 C20 O8 -177.4(4) . . . . ? C18 C19 C20 O8 -0.9(7) . . . . ? N10 C19 C20 O7 2.4(6) . . . . ? C18 C19 C20 O7 178.8(4) . . . . ? 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 O1W H1O1 O3 0.85(4) 1.96(4) 2.793(4) 165(4) 2_545 O1W H1O2 O8 0.85(4) 2.00(4) 2.813(5) 162(4) 2 O2W H2O1 O7 0.85(4) 1.88(3) 2.712(4) 167(4) 2_655 O2W H2O2 O4 0.85(4) 1.97(4) 2.791(5) 162(4) 2_645 N3 H3A N5 0.86 2.24 3.098(5) 173.9 4_576 N3 H3B O2 0.86 2.09 2.730(5) 130.2 . N6 H6A N2 0.86 2.28 3.090(5) 157.9 4_675 N6 H6B O4 0.86 2.09 2.724(5) 130.6 . N9 H9A N8 0.86 2.30 3.155(5) 176.9 3_765 N9 H9B O6 0.86 2.11 2.742(5) 130.2 . N12 H12A N11 0.86 2.31 3.103(6) 152.9 3_666 N12 H12B O8 0.86 2.09 2.731(5) 130.5 . O9 H9O O1 0.85(4) 1.98(2) 2.752(4) 150(4) 2_545 O10 H10O O5 0.84(3) 2.08(3) 2.807(4) 145(4) 2_655 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.274 _refine_diff_density_min -1.784 _refine_diff_density_rms 0.159 #===END data_complex6 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762555' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Gd2 N12 O12' _chemical_formula_sum 'C20 H22 Gd2 N12 O12' _chemical_formula_weight 937.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.795(2) _cell_length_b 11.415(2) _cell_length_c 24.738(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.13(3) _cell_angle_gamma 90.00 _cell_volume 2758.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 18098 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 4.853 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4289 _exptl_absorpt_correction_T_max 0.5936 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25380 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6306 _reflns_number_gt 5510 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0085P)^2^+1.3573P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6306 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 0.641656(16) 0.483865(15) 0.239440(6) 0.01257(7) Uani 1 1 d . . . Gd2 Gd 0.360178(16) 0.267511(15) 0.255146(6) 0.01256(7) Uani 1 1 d . . . O1W O 0.8491(3) 0.3774(3) 0.26446(11) 0.0256(7) Uani 1 1 d D . . O2W O 0.1573(3) 0.3791(2) 0.22673(12) 0.0258(6) Uani 1 1 d D . . O1 O 0.8181(3) 0.6153(2) 0.21604(11) 0.0237(6) Uani 1 1 d . . . O2 O 1.0036(3) 0.6648(2) 0.17393(11) 0.0237(6) Uani 1 1 d . . . O3 O 0.6122(3) 0.6689(2) 0.28476(10) 0.0201(6) Uani 1 1 d . . . O4 O 0.5105(3) 0.7568(2) 0.35141(11) 0.0280(7) Uani 1 1 d . . . O5 O 0.1800(3) 0.1411(2) 0.28000(11) 0.0239(6) Uani 1 1 d . . . O6 O 0.0022(3) 0.0890(2) 0.32691(10) 0.0224(6) Uani 1 1 d . . . O7 O 0.3911(3) 0.0799(2) 0.21372(10) 0.0203(6) Uani 1 1 d . . . O8 O 0.5005(3) -0.0113(2) 0.15005(11) 0.0264(7) Uani 1 1 d . . . O9 O 0.5721(3) 0.2991(2) 0.22034(11) 0.0186(5) Uani 1 1 d D . . O10 O 0.4321(3) 0.4507(2) 0.27464(10) 0.0182(5) Uani 1 1 d D . . N1 N 0.7454(3) 0.4564(3) 0.14367(12) 0.0180(7) Uani 1 1 d . . . N2 N 0.8585(4) 0.4426(3) 0.04355(14) 0.0310(8) Uani 1 1 d . . . N3 N 1.0150(4) 0.5857(4) 0.06951(15) 0.0444(11) Uani 1 1 d . . . H3A H 1.0472 0.5792 0.0382 0.053 Uiso 1 1 calc R . . H3B H 1.0504 0.6351 0.0927 0.053 Uiso 1 1 calc R . . N4 N 0.6808(3) 0.4840(3) 0.34501(13) 0.0189(7) Uani 1 1 d . . . N5 N 0.6173(4) 0.4642(3) 0.45213(13) 0.0276(8) Uani 1 1 d . . . N6 N 0.5113(4) 0.6430(3) 0.44839(14) 0.0367(9) Uani 1 1 d . . . H6A H 0.4909 0.6325 0.4813 0.044 Uiso 1 1 calc R . . H6B H 0.4865 0.7062 0.4315 0.044 Uiso 1 1 calc R . . N7 N 0.2563(3) 0.3055(3) 0.34924(12) 0.0172(6) Uani 1 1 d . . . N8 N 0.1481(4) 0.3289(3) 0.44934(13) 0.0269(8) Uani 1 1 d . . . N9 N -0.0046(4) 0.1804(3) 0.42886(15) 0.0387(10) Uani 1 1 d . . . H9A H -0.0351 0.1896 0.4603 0.046 Uiso 1 1 calc R . . H9B H -0.0397 0.1277 0.4072 0.046 Uiso 1 1 calc R . . N10 N 0.3226(3) 0.2591(3) 0.14851(13) 0.0203(7) Uani 1 1 d . . . N11 N 0.3884(4) 0.2668(3) 0.04095(14) 0.0296(8) Uani 1 1 d . . . N12 N 0.5082(4) 0.0949(3) 0.05179(14) 0.0357(9) Uani 1 1 d . . . H12A H 0.5307 0.1023 0.0190 0.043 Uiso 1 1 calc R . . H12B H 0.5364 0.0356 0.0709 0.043 Uiso 1 1 calc R . . C1 C 0.8490(4) 0.5255(3) 0.13252(14) 0.0165(8) Uani 1 1 d . . . C2 C 0.9083(4) 0.5180(3) 0.08225(16) 0.0243(9) Uani 1 1 d . . . C3 C 0.7556(5) 0.3744(4) 0.05632(17) 0.0331(10) Uani 1 1 d . . . H3 H 0.7208 0.3203 0.0308 0.040 Uiso 1 1 calc R . . C4 C 0.6979(4) 0.3798(4) 0.10567(17) 0.0275(9) Uani 1 1 d . . . H4 H 0.6259 0.3302 0.1126 0.033 Uiso 1 1 calc R . . C5 C 0.8943(4) 0.6084(3) 0.17778(14) 0.0162(7) Uani 1 1 d . . . C6 C 0.6160(4) 0.5714(3) 0.36890(14) 0.0168(7) Uani 1 1 d . . . C7 C 0.5820(4) 0.5605(3) 0.42334(15) 0.0216(8) Uani 1 1 d . . . C8 C 0.6846(4) 0.3806(4) 0.42749(17) 0.0297(10) Uani 1 1 d . . . H8 H 0.7119 0.3141 0.4471 0.036 Uiso 1 1 calc R . . C9 C 0.7153(4) 0.3887(3) 0.37426(16) 0.0253(9) Uani 1 1 d . . . H9 H 0.7605 0.3273 0.3585 0.030 Uiso 1 1 calc R . . C10 C 0.5749(4) 0.6747(3) 0.33284(15) 0.0181(8) Uani 1 1 d . . . C11 C 0.0980(4) 0.2484(3) 0.41351(15) 0.0204(8) Uani 1 1 d . . . C12 C 0.1546(4) 0.2358(3) 0.36292(15) 0.0176(8) Uani 1 1 d . . . C13 C 0.3035(4) 0.3872(3) 0.38462(15) 0.0225(8) Uani 1 1 d . . . H13 H 0.3732 0.4374 0.3757 0.027 Uiso 1 1 calc R . . C14 C 0.2490(4) 0.3970(3) 0.43440(16) 0.0269(9) Uani 1 1 d . . . H14 H 0.2843 0.4537 0.4585 0.032 Uiso 1 1 calc R . . C15 C 0.1086(4) 0.1483(3) 0.31985(15) 0.0170(7) Uani 1 1 d . . . C16 C 0.3921(4) 0.1705(3) 0.12740(14) 0.0175(8) Uani 1 1 d . . . C17 C 0.4294(4) 0.1756(3) 0.07308(15) 0.0221(8) Uani 1 1 d . . . C18 C 0.3169(5) 0.3507(4) 0.06337(18) 0.0342(11) Uani 1 1 d . . . H18 H 0.2872 0.4140 0.0420 0.041 Uiso 1 1 calc R . . C19 C 0.2848(5) 0.3486(3) 0.11611(17) 0.0295(10) Uani 1 1 d . . . H19 H 0.2358 0.4105 0.1297 0.035 Uiso 1 1 calc R . . C20 C 0.4327(4) 0.0714(3) 0.16619(14) 0.0164(7) Uani 1 1 d . . . H1W1 H 0.912(3) 0.397(3) 0.2882(13) 0.025 Uiso 1 1 d D . . H1W2 H 0.868(3) 0.312(2) 0.2506(14) 0.025 Uiso 1 1 d D . . H2W1 H 0.129(3) 0.436(3) 0.2448(14) 0.025 Uiso 1 1 d D . . H2W2 H 0.095(3) 0.351(3) 0.2055(13) 0.025 Uiso 1 1 d D . . H9O H 0.628(3) 0.243(2) 0.2260(17) 0.025 Uiso 1 1 d D . . H10O H 0.380(3) 0.508(2) 0.2667(16) 0.025 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 Gd1 0.01116(11) 0.01296(11) 0.01397(10) 0.00009(6) 0.00349(8) -0.00084(6) Gd2 0.01144(11) 0.01306(11) 0.01359(10) -0.00028(6) 0.00379(8) -0.00111(6) O1W 0.0167(15) 0.0260(15) 0.0334(17) -0.0098(12) -0.0032(13) 0.0035(11) O2W 0.0162(14) 0.0282(15) 0.0321(16) -0.0112(13) -0.0038(12) 0.0031(12) O1 0.0233(15) 0.0254(13) 0.0240(14) -0.0101(11) 0.0121(12) -0.0103(12) O2 0.0193(14) 0.0304(14) 0.0222(14) -0.0037(11) 0.0070(11) -0.0112(12) O3 0.0286(15) 0.0172(12) 0.0153(12) -0.0014(10) 0.0086(11) -0.0022(11) O4 0.0340(18) 0.0282(15) 0.0227(15) 0.0004(12) 0.0085(13) 0.0133(13) O5 0.0224(15) 0.0247(13) 0.0264(15) -0.0096(11) 0.0136(12) -0.0108(12) O6 0.0192(14) 0.0291(14) 0.0199(13) -0.0036(11) 0.0073(11) -0.0114(12) O7 0.0276(15) 0.0173(12) 0.0166(13) -0.0003(10) 0.0064(11) -0.0034(11) O8 0.0330(18) 0.0256(14) 0.0208(15) -0.0034(11) 0.0028(13) 0.0107(13) O9 0.0168(14) 0.0126(11) 0.0276(14) -0.0004(11) 0.0087(11) 0.0000(10) O10 0.0176(14) 0.0127(11) 0.0250(14) 0.0017(10) 0.0059(11) 0.0012(11) N1 0.0148(16) 0.0218(15) 0.0178(16) -0.0028(13) 0.0042(13) -0.0010(13) N2 0.032(2) 0.040(2) 0.0213(17) -0.0085(15) 0.0078(16) -0.0080(17) N3 0.051(3) 0.058(3) 0.028(2) -0.0173(18) 0.0264(19) -0.030(2) N4 0.0169(17) 0.0227(16) 0.0172(16) 0.0005(12) 0.0024(13) 0.0009(13) N5 0.033(2) 0.0322(18) 0.0183(17) 0.0062(14) 0.0028(15) 0.0012(16) N6 0.058(3) 0.0321(19) 0.0225(18) 0.0000(15) 0.0203(18) 0.0109(19) N7 0.0154(16) 0.0196(15) 0.0167(15) -0.0023(12) 0.0022(13) -0.0003(13) N8 0.030(2) 0.0343(19) 0.0168(16) -0.0040(14) 0.0046(15) -0.0037(16) N9 0.042(2) 0.051(2) 0.0254(19) -0.0132(17) 0.0216(18) -0.022(2) N10 0.0218(18) 0.0221(16) 0.0171(16) 0.0013(13) 0.0022(14) 0.0037(14) N11 0.038(2) 0.0347(19) 0.0162(17) 0.0065(14) 0.0054(16) 0.0025(17) N12 0.057(3) 0.0309(18) 0.0222(18) 0.0008(15) 0.0223(18) 0.0096(18) C1 0.0147(19) 0.0181(17) 0.0168(18) -0.0015(14) 0.0020(15) -0.0018(15) C2 0.026(2) 0.029(2) 0.0187(19) -0.0008(16) 0.0035(17) -0.0022(18) C3 0.034(3) 0.042(2) 0.024(2) -0.0135(19) 0.0044(19) -0.011(2) C4 0.024(2) 0.031(2) 0.028(2) -0.0103(17) 0.0030(18) -0.0096(18) C5 0.0166(19) 0.0155(16) 0.0171(17) 0.0009(14) 0.0051(15) -0.0004(14) C6 0.0137(18) 0.0210(18) 0.0163(17) -0.0014(14) 0.0051(14) -0.0013(15) C7 0.023(2) 0.0248(19) 0.0166(18) 0.0000(15) 0.0013(16) -0.0047(17) C8 0.030(2) 0.030(2) 0.029(2) 0.0093(17) -0.0001(19) 0.0051(19) C9 0.024(2) 0.0268(19) 0.026(2) 0.0032(16) 0.0039(17) 0.0062(17) C10 0.0160(19) 0.0197(17) 0.0184(18) -0.0025(15) 0.0007(15) -0.0035(15) C11 0.021(2) 0.0214(18) 0.0193(19) 0.0011(15) 0.0036(16) -0.0009(16) C12 0.0132(18) 0.0223(18) 0.0172(18) -0.0013(15) 0.0013(15) -0.0014(15) C13 0.019(2) 0.0257(19) 0.0226(19) -0.0060(16) 0.0000(16) -0.0062(16) C14 0.030(2) 0.030(2) 0.021(2) -0.0076(17) 0.0004(18) -0.0048(18) C15 0.0172(19) 0.0167(17) 0.0174(17) -0.0034(14) 0.0037(15) -0.0023(15) C16 0.0168(19) 0.0191(17) 0.0169(17) 0.0000(14) 0.0028(15) -0.0026(15) C17 0.022(2) 0.027(2) 0.0182(18) -0.0043(15) 0.0040(16) -0.0052(17) C18 0.042(3) 0.036(2) 0.024(2) 0.0083(18) 0.004(2) 0.007(2) C19 0.035(3) 0.027(2) 0.027(2) 0.0057(17) 0.0054(19) 0.0105(19) C20 0.0153(19) 0.0201(17) 0.0141(17) -0.0032(14) 0.0030(14) -0.0039(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O9 2.256(2) . ? Gd1 O10 2.318(3) . ? Gd1 O1 2.391(3) . ? Gd1 O6 2.405(2) 2 ? Gd1 O1W 2.410(3) . ? Gd1 O3 2.418(2) . ? Gd1 N4 2.612(3) . ? Gd1 N1 2.663(3) . ? Gd2 O10 2.248(2) . ? Gd2 O9 2.331(3) . ? Gd2 O5 2.394(3) . ? Gd2 O7 2.402(2) . ? Gd2 O2W 2.421(3) . ? Gd2 O2 2.428(3) 2_645 ? Gd2 N10 2.639(3) . ? Gd2 N7 2.642(3) . ? O1W H1W1 0.85(3) . ? O1W H1W2 0.85(3) . ? O2W H2W1 0.85(3) . ? O2W H2W2 0.84(3) . ? O1 C5 1.249(5) . ? O2 C5 1.259(4) . ? O2 Gd2 2.428(3) 2_655 ? O3 C10 1.271(4) . ? O4 C10 1.236(5) . ? O5 C15 1.252(5) . ? O6 C15 1.265(4) . ? O6 Gd1 2.405(2) 2_545 ? O7 C20 1.276(4) . ? O8 C20 1.238(4) . ? O9 H9O 0.85(3) . ? O10 H10O 0.84(3) . ? N1 C1 1.329(5) . ? N1 C4 1.342(5) . ? N2 C3 1.330(6) . ? N2 C2 1.352(5) . ? N3 C2 1.355(5) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.337(5) . ? N4 C6 1.342(5) . ? N5 C8 1.332(6) . ? N5 C7 1.342(5) . ? N6 C7 1.347(5) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C12 1.338(5) . ? N7 C13 1.338(5) . ? N8 C14 1.331(5) . ? N8 C11 1.345(5) . ? N9 C11 1.346(5) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C19 1.335(5) . ? N10 C16 1.345(5) . ? N11 C18 1.332(6) . ? N11 C17 1.353(5) . ? N12 C17 1.334(5) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.412(5) . ? C1 C5 1.509(5) . ? C3 C4 1.383(6) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.416(5) . ? C6 C10 1.516(5) . ? C8 C9 1.375(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C11 C12 1.412(5) . ? C12 C15 1.506(5) . ? C13 C14 1.382(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C16 C17 1.419(5) . ? C16 C20 1.518(5) . ? C18 C19 1.364(6) . ? C18 H18 0.9300 . ? C19 H19 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 O9 Gd1 O10 70.34(9) . . ? O9 Gd1 O1 138.48(10) . . ? O10 Gd1 O1 150.29(9) . . ? O9 Gd1 O6 99.79(9) . 2 ? O10 Gd1 O6 81.19(9) . 2 ? O1 Gd1 O6 85.41(9) . 2 ? O9 Gd1 O1W 79.56(9) . . ? O10 Gd1 O1W 125.04(10) . . ? O1 Gd1 O1W 76.59(10) . . ? O6 Gd1 O1W 150.28(10) 2 . ? O9 Gd1 O3 150.37(9) . . ? O10 Gd1 O3 80.22(9) . . ? O1 Gd1 O3 71.13(9) . . ? O6 Gd1 O3 78.29(9) 2 . ? O1W Gd1 O3 116.62(9) . . ? O9 Gd1 N4 103.31(9) . . ? O10 Gd1 N4 72.21(10) . . ? O1 Gd1 N4 100.68(10) . . ? O6 Gd1 N4 135.92(9) 2 . ? O1W Gd1 N4 71.54(10) . . ? O3 Gd1 N4 63.25(9) . . ? O9 Gd1 N1 80.37(10) . . ? O10 Gd1 N1 136.07(9) . . ? O1 Gd1 N1 61.94(9) . . ? O6 Gd1 N1 72.18(9) 2 . ? O1W Gd1 N1 78.49(10) . . ? O3 Gd1 N1 125.53(9) . . ? N4 Gd1 N1 148.40(10) . . ? O9 Gd1 Gd2 36.01(7) . . ? O10 Gd1 Gd2 34.33(6) . . ? O1 Gd1 Gd2 171.87(6) . . ? O6 Gd1 Gd2 90.01(7) 2 . ? O1W Gd1 Gd2 104.73(7) . . ? O3 Gd1 Gd2 114.51(7) . . ? N4 Gd1 Gd2 87.28(7) . . ? N1 Gd1 Gd2 110.24(7) . . ? O10 Gd2 O9 70.23(9) . . ? O10 Gd2 O5 136.99(9) . . ? O9 Gd2 O5 151.67(9) . . ? O10 Gd2 O7 150.86(10) . . ? O9 Gd2 O7 80.63(9) . . ? O5 Gd2 O7 71.95(9) . . ? O10 Gd2 O2W 79.10(9) . . ? O9 Gd2 O2W 123.03(10) . . ? O5 Gd2 O2W 77.71(10) . . ? O7 Gd2 O2W 118.11(9) . . ? O10 Gd2 O2 98.43(9) . 2_645 ? O9 Gd2 O2 83.34(9) . 2_645 ? O5 Gd2 O2 84.27(9) . 2_645 ? O7 Gd2 O2 78.36(9) . 2_645 ? O2W Gd2 O2 149.37(10) . 2_645 ? O10 Gd2 N10 105.51(9) . . ? O9 Gd2 N10 72.56(10) . . ? O5 Gd2 N10 100.51(10) . . ? O7 Gd2 N10 63.50(9) . . ? O2W Gd2 N10 71.13(10) . . ? O2 Gd2 N10 137.27(9) 2_645 . ? O10 Gd2 N7 78.05(9) . . ? O9 Gd2 N7 135.18(9) . . ? O5 Gd2 N7 62.29(9) . . ? O7 Gd2 N7 126.19(9) . . ? O2W Gd2 N7 79.01(10) . . ? O2 Gd2 N7 70.68(9) 2_645 . ? N10 Gd2 N7 148.40(10) . . ? O10 Gd2 Gd1 35.56(7) . . ? O9 Gd2 Gd1 34.68(6) . . ? O5 Gd2 Gd1 170.63(6) . . ? O7 Gd2 Gd1 115.30(7) . . ? O2W Gd2 Gd1 102.58(8) . . ? O2 Gd2 Gd1 91.32(7) 2_645 . ? N10 Gd2 Gd1 88.34(8) . . ? N7 Gd2 Gd1 108.44(7) . . ? Gd1 O1W H1W1 127(2) . . ? Gd1 O1W H1W2 123(2) . . ? H1W1 O1W H1W2 110.1(16) . . ? Gd2 O2W H2W1 123(2) . . ? Gd2 O2W H2W2 122(2) . . ? H2W1 O2W H2W2 111.9(17) . . ? C5 O1 Gd1 128.7(2) . . ? C5 O2 Gd2 128.2(2) . 2_655 ? C10 O3 Gd1 122.1(2) . . ? C15 O5 Gd2 128.8(2) . . ? C15 O6 Gd1 128.4(2) . 2_545 ? C20 O7 Gd2 121.3(2) . . ? Gd1 O9 Gd2 109.31(11) . . ? Gd1 O9 H9O 119(3) . . ? Gd2 O9 H9O 114(3) . . ? Gd2 O10 Gd1 110.11(11) . . ? Gd2 O10 H10O 120(3) . . ? Gd1 O10 H10O 109(3) . . ? C1 N1 C4 118.2(3) . . ? C1 N1 Gd1 117.4(2) . . ? C4 N1 Gd1 124.4(3) . . ? C3 N2 C2 116.4(4) . . ? C2 N3 H3A 120.0 . . ? C2 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 118.4(3) . . ? C9 N4 Gd1 123.6(2) . . ? C6 N4 Gd1 113.6(2) . . ? C8 N5 C7 117.5(4) . . ? C7 N6 H6A 120.0 . . ? C7 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C12 N7 C13 118.5(3) . . ? C12 N7 Gd2 117.8(2) . . ? C13 N7 Gd2 123.6(3) . . ? C14 N8 C11 117.3(4) . . ? C11 N9 H9A 120.0 . . ? C11 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C19 N10 C16 118.0(4) . . ? C19 N10 Gd2 125.8(3) . . ? C16 N10 Gd2 112.2(2) . . ? C18 N11 C17 116.9(4) . . ? C17 N12 H12A 120.0 . . ? C17 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 121.0(3) . . ? N1 C1 C5 114.0(3) . . ? C2 C1 C5 125.0(3) . . ? N2 C2 N3 116.3(4) . . ? N2 C2 C1 120.8(4) . . ? N3 C2 C1 122.9(4) . . ? N2 C3 C4 123.3(4) . . ? N2 C3 H3 118.4 . . ? C4 C3 H3 118.4 . . ? N1 C4 C3 120.3(4) . . ? N1 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? O1 C5 O2 125.7(3) . . ? O1 C5 C1 116.2(3) . . ? O2 C5 C1 118.1(3) . . ? N4 C6 C7 120.3(3) . . ? N4 C6 C10 115.7(3) . . ? C7 C6 C10 123.9(3) . . ? N5 C7 N6 116.8(4) . . ? N5 C7 C6 120.5(4) . . ? N6 C7 C6 122.7(4) . . ? N5 C8 C9 122.7(4) . . ? N5 C8 H8 118.7 . . ? C9 C8 H8 118.7 . . ? N4 C9 C8 120.6(4) . . ? N4 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? O4 C10 O3 125.2(3) . . ? O4 C10 C6 119.5(3) . . ? O3 C10 C6 115.3(3) . . ? N8 C11 N9 116.9(4) . . ? N8 C11 C12 120.4(4) . . ? N9 C11 C12 122.7(4) . . ? N7 C12 C11 120.7(3) . . ? N7 C12 C15 113.9(3) . . ? C11 C12 C15 125.3(3) . . ? N7 C13 C14 120.1(4) . . ? N7 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? N8 C14 C13 122.9(4) . . ? N8 C14 H14 118.6 . . ? C13 C14 H14 118.6 . . ? O5 C15 O6 125.9(3) . . ? O5 C15 C12 116.4(3) . . ? O6 C15 C12 117.7(3) . . ? N10 C16 C17 120.6(3) . . ? N10 C16 C20 115.6(3) . . ? C17 C16 C20 123.8(3) . . ? N12 C17 N11 117.1(4) . . ? N12 C17 C16 122.8(4) . . ? N11 C17 C16 120.1(4) . . ? N11 C18 C19 123.4(4) . . ? N11 C18 H18 118.3 . . ? C19 C18 H18 118.3 . . ? N10 C19 C18 121.0(4) . . ? N10 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? O8 C20 O7 124.8(3) . . ? O8 C20 C16 119.2(3) . . ? O7 C20 C16 116.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Gd1 Gd2 O10 178.98(14) . . . . ? O6 Gd1 Gd2 O10 -74.22(12) 2 . . . ? O1W Gd1 Gd2 O10 131.87(13) . . . . ? O3 Gd1 Gd2 O10 2.90(12) . . . . ? N4 Gd1 Gd2 O10 61.77(13) . . . . ? N1 Gd1 Gd2 O10 -145.19(13) . . . . ? O10 Gd1 Gd2 O9 -178.98(14) . . . . ? O6 Gd1 Gd2 O9 106.80(13) 2 . . . ? O1W Gd1 Gd2 O9 -47.10(13) . . . . ? O3 Gd1 Gd2 O9 -176.08(13) . . . . ? N4 Gd1 Gd2 O9 -117.21(13) . . . . ? N1 Gd1 Gd2 O9 35.83(13) . . . . ? O9 Gd1 Gd2 O7 -1.47(13) . . . . ? O10 Gd1 Gd2 O7 179.55(12) . . . . ? O6 Gd1 Gd2 O7 105.33(9) 2 . . . ? O1W Gd1 Gd2 O7 -48.57(10) . . . . ? O3 Gd1 Gd2 O7 -177.55(9) . . . . ? N4 Gd1 Gd2 O7 -118.68(10) . . . . ? N1 Gd1 Gd2 O7 34.36(10) . . . . ? O9 Gd1 Gd2 O2W -131.22(13) . . . . ? O10 Gd1 Gd2 O2W 49.80(13) . . . . ? O6 Gd1 Gd2 O2W -24.42(10) 2 . . . ? O1W Gd1 Gd2 O2W -178.33(10) . . . . ? O3 Gd1 Gd2 O2W 52.70(10) . . . . ? N4 Gd1 Gd2 O2W 111.57(10) . . . . ? N1 Gd1 Gd2 O2W -95.39(10) . . . . ? O9 Gd1 Gd2 O2 76.28(13) . . . 2_645 ? O10 Gd1 Gd2 O2 -102.70(12) . . . 2_645 ? O6 Gd1 Gd2 O2 -176.92(8) 2 . . 2_645 ? O1W Gd1 Gd2 O2 29.17(9) . . . 2_645 ? O3 Gd1 Gd2 O2 -99.81(9) . . . 2_645 ? N4 Gd1 Gd2 O2 -40.93(9) . . . 2_645 ? N1 Gd1 Gd2 O2 112.11(9) . . . 2_645 ? O9 Gd1 Gd2 N10 -60.98(13) . . . . ? O10 Gd1 Gd2 N10 120.05(13) . . . . ? O6 Gd1 Gd2 N10 45.83(9) 2 . . . ? O1W Gd1 Gd2 N10 -108.08(10) . . . . ? O3 Gd1 Gd2 N10 122.94(9) . . . . ? N4 Gd1 Gd2 N10 -178.18(9) . . . . ? N1 Gd1 Gd2 N10 -25.14(10) . . . . ? O9 Gd1 Gd2 N7 146.33(13) . . . . ? O10 Gd1 Gd2 N7 -32.65(13) . . . . ? O6 Gd1 Gd2 N7 -106.87(9) 2 . . . ? O1W Gd1 Gd2 N7 99.23(10) . . . . ? O3 Gd1 Gd2 N7 -29.75(9) . . . . ? N4 Gd1 Gd2 N7 29.12(10) . . . . ? N1 Gd1 Gd2 N7 -177.84(9) . . . . ? O9 Gd1 O1 C5 15.7(4) . . . . ? O10 Gd1 O1 C5 -147.1(3) . . . . ? O6 Gd1 O1 C5 -83.9(3) 2 . . . ? O1W Gd1 O1 C5 72.3(3) . . . . ? O3 Gd1 O1 C5 -163.1(3) . . . . ? N4 Gd1 O1 C5 140.2(3) . . . . ? N1 Gd1 O1 C5 -11.6(3) . . . . ? O9 Gd1 O3 C10 40.2(4) . . . . ? O10 Gd1 O3 C10 46.5(3) . . . . ? O1 Gd1 O3 C10 -141.5(3) . . . . ? O6 Gd1 O3 C10 129.4(3) 2 . . . ? O1W Gd1 O3 C10 -77.9(3) . . . . ? N4 Gd1 O3 C10 -28.4(3) . . . . ? N1 Gd1 O3 C10 -172.7(2) . . . . ? Gd2 Gd1 O3 C10 44.8(3) . . . . ? O10 Gd2 O5 C15 -18.6(4) . . . . ? O9 Gd2 O5 C15 142.1(3) . . . . ? O7 Gd2 O5 C15 157.3(3) . . . . ? O2W Gd2 O5 C15 -77.4(3) . . . . ? O2 Gd2 O5 C15 77.7(3) 2_645 . . . ? N10 Gd2 O5 C15 -145.3(3) . . . . ? N7 Gd2 O5 C15 6.5(3) . . . . ? O10 Gd2 O7 C20 -43.6(3) . . . . ? O9 Gd2 O7 C20 -45.0(3) . . . . ? O5 Gd2 O7 C20 142.2(3) . . . . ? O2W Gd2 O7 C20 77.5(3) . . . . ? O2 Gd2 O7 C20 -130.1(3) 2_645 . . . ? N10 Gd2 O7 C20 30.1(3) . . . . ? N7 Gd2 O7 C20 174.6(2) . . . . ? Gd1 Gd2 O7 C20 -44.2(3) . . . . ? O10 Gd1 O9 Gd2 0.61(8) . . . . ? O1 Gd1 O9 Gd2 -170.43(10) . . . . ? O6 Gd1 O9 Gd2 -76.28(11) 2 . . . ? O1W Gd1 O9 Gd2 133.91(12) . . . . ? O3 Gd1 O9 Gd2 7.2(2) . . . . ? N4 Gd1 O9 Gd2 65.91(12) . . . . ? N1 Gd1 O9 Gd2 -146.14(12) . . . . ? O10 Gd2 O9 Gd1 -0.63(9) . . . . ? O5 Gd2 O9 Gd1 -166.73(14) . . . . ? O7 Gd2 O9 Gd1 178.65(12) . . . . ? O2W Gd2 O9 Gd1 61.12(14) . . . . ? O2 Gd2 O9 Gd1 -102.10(11) 2_645 . . . ? N10 Gd2 O9 Gd1 113.63(12) . . . . ? N7 Gd2 O9 Gd1 -48.26(17) . . . . ? O9 Gd2 O10 Gd1 0.62(8) . . . . ? O5 Gd2 O10 Gd1 171.00(10) . . . . ? O7 Gd2 O10 Gd1 -0.8(2) . . . . ? O2W Gd2 O10 Gd1 -130.61(12) . . . . ? O2 Gd2 O10 Gd1 80.37(11) 2_645 . . . ? N10 Gd2 O10 Gd1 -63.89(12) . . . . ? N7 Gd2 O10 Gd1 148.46(12) . . . . ? O9 Gd1 O10 Gd2 -0.64(9) . . . . ? O1 Gd1 O10 Gd2 167.34(13) . . . . ? O6 Gd1 O10 Gd2 103.14(11) 2 . . . ? O1W Gd1 O10 Gd2 -61.58(14) . . . . ? O3 Gd1 O10 Gd2 -177.33(11) . . . . ? N4 Gd1 O10 Gd2 -112.44(12) . . . . ? N1 Gd1 O10 Gd2 50.53(16) . . . . ? O9 Gd1 N1 C1 -158.1(3) . . . . ? O10 Gd1 N1 C1 153.9(2) . . . . ? O1 Gd1 N1 C1 4.0(2) . . . . ? O6 Gd1 N1 C1 98.3(3) 2 . . . ? O1W Gd1 N1 C1 -76.9(2) . . . . ? O3 Gd1 N1 C1 37.8(3) . . . . ? N4 Gd1 N1 C1 -58.3(3) . . . . ? Gd2 Gd1 N1 C1 -178.5(2) . . . . ? O9 Gd1 N1 C4 23.7(3) . . . . ? O10 Gd1 N1 C4 -24.4(4) . . . . ? O1 Gd1 N1 C4 -174.3(3) . . . . ? O6 Gd1 N1 C4 -80.0(3) 2 . . . ? O1W Gd1 N1 C4 104.9(3) . . . . ? O3 Gd1 N1 C4 -140.5(3) . . . . ? N4 Gd1 N1 C4 123.4(3) . . . . ? Gd2 Gd1 N1 C4 3.2(3) . . . . ? O9 Gd1 N4 C9 28.2(3) . . . . ? O10 Gd1 N4 C9 92.1(3) . . . . ? O1 Gd1 N4 C9 -117.7(3) . . . . ? O6 Gd1 N4 C9 147.9(3) 2 . . . ? O1W Gd1 N4 C9 -45.9(3) . . . . ? O3 Gd1 N4 C9 179.9(3) . . . . ? N1 Gd1 N4 C9 -65.1(4) . . . . ? Gd2 Gd1 N4 C9 60.7(3) . . . . ? O9 Gd1 N4 C6 -128.1(3) . . . . ? O10 Gd1 N4 C6 -64.1(3) . . . . ? O1 Gd1 N4 C6 86.1(3) . . . . ? O6 Gd1 N4 C6 -8.4(3) 2 . . . ? O1W Gd1 N4 C6 157.9(3) . . . . ? O3 Gd1 N4 C6 23.7(2) . . . . ? N1 Gd1 N4 C6 138.7(3) . . . . ? Gd2 Gd1 N4 C6 -95.6(3) . . . . ? O10 Gd2 N7 C12 162.1(3) . . . . ? O9 Gd2 N7 C12 -152.6(2) . . . . ? O5 Gd2 N7 C12 -0.7(2) . . . . ? O7 Gd2 N7 C12 -35.9(3) . . . . ? O2W Gd2 N7 C12 81.1(3) . . . . ? O2 Gd2 N7 C12 -94.4(3) 2_645 . . . ? N10 Gd2 N7 C12 61.9(3) . . . . ? Gd1 Gd2 N7 C12 -179.2(2) . . . . ? O10 Gd2 N7 C13 -20.7(3) . . . . ? O9 Gd2 N7 C13 24.5(3) . . . . ? O5 Gd2 N7 C13 176.4(3) . . . . ? O7 Gd2 N7 C13 141.3(3) . . . . ? O2W Gd2 N7 C13 -101.8(3) . . . . ? O2 Gd2 N7 C13 82.7(3) 2_645 . . . ? N10 Gd2 N7 C13 -121.0(3) . . . . ? Gd1 Gd2 N7 C13 -2.0(3) . . . . ? O10 Gd2 N10 C19 -30.9(4) . . . . ? O9 Gd2 N10 C19 -93.8(4) . . . . ? O5 Gd2 N10 C19 114.5(4) . . . . ? O7 Gd2 N10 C19 178.1(4) . . . . ? O2W Gd2 N10 C19 41.5(3) . . . . ? O2 Gd2 N10 C19 -152.5(3) 2_645 . . . ? N7 Gd2 N10 C19 61.5(4) . . . . ? Gd1 Gd2 N10 C19 -62.4(3) . . . . ? O10 Gd2 N10 C16 125.8(3) . . . . ? O9 Gd2 N10 C16 62.8(3) . . . . ? O5 Gd2 N10 C16 -88.8(3) . . . . ? O7 Gd2 N10 C16 -25.2(2) . . . . ? O2W Gd2 N10 C16 -161.8(3) . . . . ? O2 Gd2 N10 C16 4.1(3) 2_645 . . . ? N7 Gd2 N10 C16 -141.9(2) . . . . ? Gd1 Gd2 N10 C16 94.3(3) . . . . ? C4 N1 C1 C2 -0.5(5) . . . . ? Gd1 N1 C1 C2 -178.9(3) . . . . ? C4 N1 C1 C5 179.8(3) . . . . ? Gd1 N1 C1 C5 1.4(4) . . . . ? C3 N2 C2 N3 178.7(4) . . . . ? C3 N2 C2 C1 -2.3(6) . . . . ? N1 C1 C2 N2 1.9(6) . . . . ? C5 C1 C2 N2 -178.4(4) . . . . ? N1 C1 C2 N3 -179.2(4) . . . . ? C5 C1 C2 N3 0.5(6) . . . . ? C2 N2 C3 C4 1.5(6) . . . . ? C1 N1 C4 C3 -0.4(6) . . . . ? Gd1 N1 C4 C3 177.9(3) . . . . ? N2 C3 C4 N1 -0.2(7) . . . . ? Gd1 O1 C5 O2 -163.6(3) . . . . ? Gd1 O1 C5 C1 16.8(5) . . . . ? Gd2 O2 C5 O1 16.8(5) 2_655 . . . ? Gd2 O2 C5 C1 -163.6(2) 2_655 . . . ? N1 C1 C5 O1 -10.4(5) . . . . ? C2 C1 C5 O1 169.8(4) . . . . ? N1 C1 C5 O2 169.9(3) . . . . ? C2 C1 C5 O2 -9.8(5) . . . . ? C9 N4 C6 C7 -1.9(6) . . . . ? Gd1 N4 C6 C7 155.7(3) . . . . ? C9 N4 C6 C10 -177.7(3) . . . . ? Gd1 N4 C6 C10 -20.1(4) . . . . ? C8 N5 C7 N6 178.5(4) . . . . ? C8 N5 C7 C6 -0.1(6) . . . . ? N4 C6 C7 N5 1.9(6) . . . . ? C10 C6 C7 N5 177.3(3) . . . . ? N4 C6 C7 N6 -176.7(4) . . . . ? C10 C6 C7 N6 -1.3(6) . . . . ? C7 N5 C8 C9 -1.6(6) . . . . ? C6 N4 C9 C8 0.2(6) . . . . ? Gd1 N4 C9 C8 -155.0(3) . . . . ? N5 C8 C9 N4 1.6(7) . . . . ? Gd1 O3 C10 O4 -151.6(3) . . . . ? Gd1 O3 C10 C6 29.0(4) . . . . ? N4 C6 C10 O4 177.4(3) . . . . ? C7 C6 C10 O4 1.8(6) . . . . ? N4 C6 C10 O3 -3.1(5) . . . . ? C7 C6 C10 O3 -178.8(3) . . . . ? C14 N8 C11 N9 -179.6(4) . . . . ? C14 N8 C11 C12 1.8(5) . . . . ? C13 N7 C12 C11 0.2(5) . . . . ? Gd2 N7 C12 C11 177.5(3) . . . . ? C13 N7 C12 C15 179.4(3) . . . . ? Gd2 N7 C12 C15 -3.3(4) . . . . ? N8 C11 C12 N7 -1.7(6) . . . . ? N9 C11 C12 N7 179.8(4) . . . . ? N8 C11 C12 C15 179.3(3) . . . . ? N9 C11 C12 C15 0.8(6) . . . . ? C12 N7 C13 C14 1.0(5) . . . . ? Gd2 N7 C13 C14 -176.1(3) . . . . ? C11 N8 C14 C13 -0.6(6) . . . . ? N7 C13 C14 N8 -0.9(6) . . . . ? Gd2 O5 C15 O6 169.3(2) . . . . ? Gd2 O5 C15 C12 -10.7(5) . . . . ? Gd1 O6 C15 O5 -19.0(5) 2_545 . . . ? Gd1 O6 C15 C12 160.9(2) 2_545 . . . ? N7 C12 C15 O5 8.4(5) . . . . ? C11 C12 C15 O5 -172.5(3) . . . . ? N7 C12 C15 O6 -171.6(3) . . . . ? C11 C12 C15 O6 7.5(5) . . . . ? C19 N10 C16 C17 3.0(6) . . . . ? Gd2 N10 C16 C17 -155.7(3) . . . . ? C19 N10 C16 C20 179.9(3) . . . . ? Gd2 N10 C16 C20 21.2(4) . . . . ? C18 N11 C17 N12 -176.0(4) . . . . ? C18 N11 C17 C16 2.0(6) . . . . ? N10 C16 C17 N12 174.1(4) . . . . ? C20 C16 C17 N12 -2.5(6) . . . . ? N10 C16 C17 N11 -3.8(6) . . . . ? C20 C16 C17 N11 179.6(3) . . . . ? C17 N11 C18 C19 0.4(7) . . . . ? C16 N10 C19 C18 -0.6(6) . . . . ? Gd2 N10 C19 C18 154.8(3) . . . . ? N11 C18 C19 N10 -1.1(7) . . . . ? Gd2 O7 C20 O8 150.1(3) . . . . ? Gd2 O7 C20 C16 -30.9(4) . . . . ? N10 C16 C20 O8 -177.8(3) . . . . ? C17 C16 C20 O8 -1.0(6) . . . . ? N10 C16 C20 O7 3.2(5) . . . . ? C17 C16 C20 O7 179.9(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 N3 H3A N2 0.86 2.30 3.156(5) 177.5 3_765 N3 H3B O2 0.86 2.12 2.746(5) 129.3 . N6 H6A N5 0.86 2.30 3.096(5) 153.3 3_666 N6 H6B O4 0.86 2.09 2.728(5) 130.1 . N9 H9A N11 0.86 2.24 3.093(5) 174.1 4_566 N9 H9B O6 0.86 2.10 2.735(4) 129.7 . N12 H12A N8 0.86 2.28 3.092(5) 157.6 4_665 N12 H12B O8 0.86 2.08 2.722(5) 130.4 . O1W H1W1 O8 0.85(3) 1.99(3) 2.794(4) 157(3) 2_655 O1W H1W2 O3 0.85(3) 1.87(3) 2.713(4) 173(3) 2_645 O2W H2W1 O7 0.85(3) 1.95(3) 2.784(4) 167(4) 2 O2W H2W2 O4 0.84(3) 2.00(3) 2.816(4) 164(3) 2_545 O9 H9O O1 0.85(3) 2.09(3) 2.791(3) 140(4) 2_645 O10 H10O O5 0.84(3) 1.97(2) 2.747(3) 152(4) 2 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.977 _refine_diff_density_min -3.245 _refine_diff_density_rms 0.255 #===END data_complex7 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762556' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 N12 O12 Tb2' _chemical_formula_sum 'C20 H22 N12 O12 Tb2' _chemical_formula_weight 940.34 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' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.766(2) _cell_length_b 11.389(2) _cell_length_c 24.751(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.69(3) _cell_angle_gamma 90.00 _cell_volume 2747.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 14866 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.59 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 5.194 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3945 _exptl_absorpt_correction_T_max 0.5516 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25380 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.60 _reflns_number_total 6306 _reflns_number_gt 5510 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0215P)^2^+1.9187P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6306 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0832 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.068 _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 Tb1 Tb 0.639827(17) 0.267509(16) 0.244855(7) 0.01239(7) Uani 1 1 d . . . Tb2 Tb 0.358339(17) 0.483865(16) 0.260559(7) 0.01240(7) Uani 1 1 d . . . O1 O 0.8199(3) 0.1411(2) 0.21996(12) 0.0222(6) Uani 1 1 d . . . O1W O 0.8425(3) 0.3792(3) 0.27332(13) 0.0240(7) Uani 1 1 d D . . H1O1 H 0.903(3) 0.354(3) 0.2962(15) 0.036 Uiso 1 1 d D . . H1O2 H 0.872(4) 0.436(3) 0.2552(16) 0.036 Uiso 1 1 d D . . O2W O 0.1510(3) 0.3772(3) 0.23552(12) 0.0240(7) Uani 1 1 d D . . H2O1 H 0.130(4) 0.313(3) 0.2507(17) 0.036 Uiso 1 1 d D . . H2O2 H 0.090(4) 0.394(3) 0.2106(15) 0.036 Uiso 1 1 d D . . O2 O 0.9977(3) 0.0890(2) 0.17314(11) 0.0206(6) Uani 1 1 d . . . O3 O 0.6087(3) 0.0798(2) 0.28626(11) 0.0184(6) Uani 1 1 d . . . O4 O 0.4995(3) -0.0112(2) 0.34994(12) 0.0244(7) Uani 1 1 d . . . O5 O 0.1819(3) 0.6153(2) 0.28398(11) 0.0220(6) Uani 1 1 d . . . O6 O -0.0036(3) 0.6648(2) 0.32604(11) 0.0220(6) Uani 1 1 d . . . O7 O 0.3879(3) 0.6690(2) 0.21528(10) 0.0182(6) Uani 1 1 d . . . O8 O 0.4895(3) 0.7566(3) 0.14860(12) 0.0260(7) Uani 1 1 d . . . O9 O 0.5678(3) 0.4506(2) 0.22536(11) 0.0164(6) Uani 1 1 d D . . H9O H 0.617(4) 0.510(3) 0.2333(17) 0.025 Uiso 1 1 d D . . O10 O 0.4280(3) 0.2990(2) 0.27967(11) 0.0169(6) Uani 1 1 d D . . H10O H 0.375(4) 0.241(3) 0.2746(19) 0.025 Uiso 1 1 d D . . N1 N 0.7438(3) 0.3056(3) 0.15076(13) 0.0157(7) Uani 1 1 d . . . N2 N 0.8518(4) 0.3289(3) 0.05065(14) 0.0253(8) Uani 1 1 d . . . N3 N 1.0045(4) 0.1805(4) 0.07115(16) 0.0367(10) Uani 1 1 d . . . H3A H 1.0353 0.1896 0.0397 0.044 Uiso 1 1 calc R . . H3B H 1.0395 0.1279 0.0928 0.044 Uiso 1 1 calc R . . N4 N 0.6774(4) 0.2592(3) 0.35151(14) 0.0184(7) Uani 1 1 d . . . N5 N 0.6115(4) 0.2667(3) 0.45903(15) 0.0277(9) Uani 1 1 d . . . N6 N 0.4918(4) 0.0947(3) 0.44824(15) 0.0338(10) Uani 1 1 d . . . H6A H 0.4689 0.1019 0.4811 0.041 Uiso 1 1 calc R . . H6B H 0.4636 0.0353 0.4292 0.041 Uiso 1 1 calc R . . N7 N 0.2544(3) 0.4563(3) 0.35639(13) 0.0164(7) Uani 1 1 d . . . N8 N 0.1416(4) 0.4427(3) 0.45644(15) 0.0292(9) Uani 1 1 d . . . N9 N -0.0151(5) 0.5855(4) 0.43043(16) 0.0425(11) Uani 1 1 d . . . H9A H -0.0479 0.5793 0.4617 0.051 Uiso 1 1 calc R . . H9B H -0.0504 0.6349 0.4072 0.051 Uiso 1 1 calc R . . N10 N 0.3192(4) 0.4840(3) 0.15498(13) 0.0171(7) Uani 1 1 d . . . N11 N 0.3828(4) 0.4642(3) 0.04792(14) 0.0256(8) Uani 1 1 d . . . N12 N 0.4886(4) 0.6431(3) 0.05152(15) 0.0345(10) Uani 1 1 d . . . H12A H 0.5090 0.6328 0.0186 0.041 Uiso 1 1 calc R . . H12B H 0.5133 0.7064 0.0684 0.041 Uiso 1 1 calc R . . C1 C 0.8453(4) 0.2358(3) 0.13705(16) 0.0159(8) Uani 1 1 d . . . C2 C 0.9019(4) 0.2483(3) 0.08650(16) 0.0187(8) Uani 1 1 d . . . C3 C 0.7510(5) 0.3970(4) 0.06558(17) 0.0252(9) Uani 1 1 d . . . H3 H 0.7156 0.4537 0.0415 0.030 Uiso 1 1 calc R . . C4 C 0.6964(4) 0.3873(3) 0.11539(17) 0.0210(9) Uani 1 1 d . . . H4 H 0.6265 0.4376 0.1245 0.025 Uiso 1 1 calc R . . C5 C 0.8914(4) 0.1482(3) 0.18016(15) 0.0153(8) Uani 1 1 d . . . C6 C 0.6080(4) 0.1706(3) 0.37261(15) 0.0160(8) Uani 1 1 d . . . C7 C 0.5708(4) 0.1756(4) 0.42697(16) 0.0207(9) Uani 1 1 d . . . C8 C 0.6829(5) 0.3507(4) 0.43660(19) 0.0319(11) Uani 1 1 d . . . H8 H 0.7124 0.4142 0.4579 0.038 Uiso 1 1 calc R . . C9 C 0.7150(5) 0.3485(4) 0.38388(18) 0.0277(10) Uani 1 1 d . . . H9 H 0.7641 0.4106 0.3702 0.033 Uiso 1 1 calc R . . C10 C 0.5671(4) 0.0712(3) 0.33382(15) 0.0149(8) Uani 1 1 d . . . C11 C 0.1510(4) 0.5254(3) 0.36750(15) 0.0150(8) Uani 1 1 d . . . C12 C 0.0918(5) 0.5180(4) 0.41777(17) 0.0225(9) Uani 1 1 d . . . C13 C 0.2443(5) 0.3743(4) 0.44371(18) 0.0311(11) Uani 1 1 d . . . H13 H 0.2792 0.3203 0.4692 0.037 Uiso 1 1 calc R . . C14 C 0.3020(5) 0.3798(4) 0.39433(18) 0.0260(10) Uani 1 1 d . . . H14 H 0.3744 0.3301 0.3873 0.031 Uiso 1 1 calc R . . C15 C 0.1057(4) 0.6085(3) 0.32222(15) 0.0145(8) Uani 1 1 d . . . C16 C 0.3839(4) 0.5713(3) 0.13109(15) 0.0152(8) Uani 1 1 d . . . C17 C 0.4180(4) 0.5604(4) 0.07662(16) 0.0200(9) Uani 1 1 d . . . C18 C 0.3155(5) 0.3806(4) 0.07250(18) 0.0280(10) Uani 1 1 d . . . H18 H 0.2880 0.3140 0.0529 0.034 Uiso 1 1 calc R . . C19 C 0.2848(4) 0.3887(4) 0.12578(17) 0.0236(9) Uani 1 1 d . . . H19 H 0.2396 0.3271 0.1417 0.028 Uiso 1 1 calc R . . C20 C 0.4253(4) 0.6749(3) 0.16714(16) 0.0166(8) 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 Tb1 0.01123(12) 0.01279(11) 0.01354(11) 0.00027(6) 0.00390(8) 0.00110(6) Tb2 0.01096(12) 0.01269(11) 0.01391(11) -0.00009(6) 0.00360(8) 0.00084(6) O1 0.0203(16) 0.0225(14) 0.0252(15) 0.0092(12) 0.0134(12) 0.0103(12) O1W 0.0148(15) 0.0262(16) 0.0303(17) 0.0099(13) -0.0035(13) -0.0028(12) O2W 0.0154(16) 0.0245(16) 0.0315(18) 0.0091(13) -0.0031(13) -0.0031(12) O2 0.0172(15) 0.0273(15) 0.0182(14) 0.0035(12) 0.0073(12) 0.0112(12) O3 0.0252(16) 0.0155(13) 0.0150(13) 0.0001(11) 0.0062(12) 0.0035(12) O4 0.0307(18) 0.0235(15) 0.0191(15) 0.0032(12) 0.0026(14) -0.0108(13) O5 0.0213(16) 0.0234(14) 0.0226(15) 0.0099(12) 0.0120(12) 0.0102(12) O6 0.0175(15) 0.0285(15) 0.0207(14) 0.0038(12) 0.0071(12) 0.0111(13) O7 0.0263(16) 0.0154(13) 0.0140(13) 0.0014(10) 0.0086(12) 0.0023(12) O8 0.0318(18) 0.0258(15) 0.0214(16) -0.0004(12) 0.0084(14) -0.0130(14) O9 0.0158(14) 0.0108(12) 0.0233(14) -0.0017(11) 0.0057(12) -0.0010(11) O10 0.0150(14) 0.0105(12) 0.0260(15) 0.0001(11) 0.0084(12) 0.0004(11) N1 0.0140(17) 0.0180(15) 0.0153(16) 0.0024(13) 0.0024(13) -0.0001(14) N2 0.028(2) 0.033(2) 0.0153(17) 0.0036(15) 0.0050(15) 0.0033(17) N3 0.040(3) 0.049(2) 0.023(2) 0.0123(18) 0.0215(18) 0.022(2) N4 0.0194(18) 0.0202(16) 0.0157(17) -0.0010(13) 0.0018(14) -0.0035(14) N5 0.036(2) 0.033(2) 0.0150(18) -0.0068(15) 0.0051(16) -0.0020(18) N6 0.054(3) 0.0287(19) 0.0211(19) -0.0006(16) 0.0222(19) -0.0089(19) N7 0.0135(17) 0.0201(16) 0.0161(16) 0.0029(13) 0.0047(13) 0.0011(14) N8 0.030(2) 0.039(2) 0.0200(18) 0.0086(16) 0.0079(16) 0.0075(18) N9 0.049(3) 0.055(3) 0.026(2) 0.0165(19) 0.026(2) 0.029(2) N10 0.0147(18) 0.0210(17) 0.0159(17) -0.0006(13) 0.0024(14) -0.0010(14) N11 0.030(2) 0.0303(19) 0.0169(17) -0.0062(15) 0.0025(16) -0.0010(17) N12 0.055(3) 0.030(2) 0.0213(19) 0.0002(16) 0.0201(19) -0.010(2) C1 0.0117(19) 0.0206(19) 0.0156(19) 0.0014(15) 0.0013(15) 0.0017(16) C2 0.019(2) 0.0196(19) 0.018(2) -0.0010(16) 0.0036(17) 0.0009(17) C3 0.028(2) 0.028(2) 0.019(2) 0.0082(17) 0.0005(18) 0.0048(19) C4 0.017(2) 0.024(2) 0.021(2) 0.0059(17) 0.0001(17) 0.0057(17) C5 0.016(2) 0.0146(17) 0.0156(18) 0.0036(15) 0.0033(15) 0.0020(15) C6 0.0153(19) 0.0178(18) 0.0152(18) -0.0003(15) 0.0027(15) 0.0029(16) C7 0.020(2) 0.026(2) 0.0165(19) 0.0044(16) 0.0038(17) 0.0053(18) C8 0.039(3) 0.034(2) 0.023(2) -0.0080(19) 0.004(2) -0.007(2) C9 0.033(3) 0.025(2) 0.026(2) -0.0056(18) 0.005(2) -0.010(2) C10 0.0139(19) 0.0181(18) 0.0129(18) 0.0028(15) 0.0028(15) 0.0042(15) C11 0.013(2) 0.0167(18) 0.0156(18) 0.0018(15) 0.0022(15) 0.0021(15) C12 0.024(2) 0.027(2) 0.017(2) 0.0009(17) 0.0033(18) 0.0023(18) C13 0.032(3) 0.039(3) 0.023(2) 0.013(2) 0.004(2) 0.010(2) C14 0.023(2) 0.029(2) 0.026(2) 0.0104(18) 0.0034(18) 0.0093(19) C15 0.0149(19) 0.0136(17) 0.0155(18) -0.0007(14) 0.0046(15) 0.0002(15) C16 0.0121(19) 0.0190(18) 0.0150(18) 0.0014(15) 0.0050(15) 0.0016(15) C17 0.021(2) 0.023(2) 0.0153(19) -0.0003(16) 0.0012(16) 0.0048(18) C18 0.028(3) 0.029(2) 0.027(2) -0.0091(18) 0.000(2) -0.0044(19) C19 0.021(2) 0.025(2) 0.024(2) -0.0034(17) 0.0039(18) -0.0058(18) C20 0.015(2) 0.0181(18) 0.0171(19) 0.0022(15) 0.0008(16) 0.0039(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O9 2.243(3) . ? Tb1 O10 2.320(3) . ? Tb1 O1 2.384(3) . ? Tb1 O3 2.398(3) . ? Tb1 O1W 2.419(3) . ? Tb1 O6 2.433(3) 2_545 ? Tb1 N1 2.636(3) . ? Tb1 N4 2.643(3) . ? Tb2 O10 2.253(3) . ? Tb2 O9 2.306(3) . ? Tb2 O5 2.382(3) . ? Tb2 O2W 2.408(3) . ? Tb2 O2 2.409(3) 2_655 ? Tb2 O7 2.414(3) . ? Tb2 N10 2.617(3) . ? Tb2 N7 2.658(3) . ? O1 C5 1.246(5) . ? O1W H1O1 0.84(3) . ? O1W H1O2 0.85(4) . ? O2W H2O1 0.85(4) . ? O2W H2O2 0.85(4) . ? O2 C5 1.260(5) . ? O2 Tb2 2.409(3) 2_645 ? O3 C10 1.274(5) . ? O4 C10 1.229(5) . ? O5 C15 1.243(5) . ? O6 C15 1.254(5) . ? O6 Tb1 2.433(3) 2 ? O7 C20 1.270(5) . ? O8 C20 1.228(5) . ? O9 H9O 0.84(4) . ? O10 H10O 0.84(4) . ? N1 C1 1.332(5) . ? N1 C4 1.339(5) . ? N2 C3 1.325(6) . ? N2 C2 1.347(5) . ? N3 C2 1.339(5) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.332(5) . ? N4 C6 1.340(5) . ? N5 C8 1.326(6) . ? N5 C7 1.351(5) . ? N6 C7 1.332(6) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C11 1.323(5) . ? N7 C14 1.342(5) . ? N8 C13 1.324(6) . ? N8 C12 1.352(5) . ? N9 C12 1.350(6) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C19 1.334(5) . ? N10 C16 1.337(5) . ? N11 C18 1.327(6) . ? N11 C17 1.339(5) . ? N12 C17 1.343(6) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.407(6) . ? C1 C5 1.508(5) . ? C3 C4 1.378(6) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.417(6) . ? C6 C10 1.521(5) . ? C8 C9 1.362(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C11 C12 1.408(6) . ? C11 C15 1.511(5) . ? C13 C14 1.380(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C16 C17 1.415(5) . ? C16 C20 1.518(5) . ? C18 C19 1.374(6) . ? C18 H18 0.9300 . ? C19 H19 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 O9 Tb1 O10 70.20(10) . . ? O9 Tb1 O1 137.05(10) . . ? O10 Tb1 O1 151.61(9) . . ? O9 Tb1 O3 150.92(10) . . ? O10 Tb1 O3 80.73(9) . . ? O1 Tb1 O3 71.82(10) . . ? O9 Tb1 O1W 79.22(10) . . ? O10 Tb1 O1W 122.88(11) . . ? O1 Tb1 O1W 77.86(11) . . ? O3 Tb1 O1W 117.90(10) . . ? O9 Tb1 O6 98.19(10) . 2_545 ? O10 Tb1 O6 83.27(10) . 2_545 ? O1 Tb1 O6 84.35(10) . 2_545 ? O3 Tb1 O6 78.54(9) . 2_545 ? O1W Tb1 O6 149.57(11) . 2_545 ? O9 Tb1 N1 77.88(10) . . ? O10 Tb1 N1 134.92(10) . . ? O1 Tb1 N1 62.53(10) . . ? O3 Tb1 N1 126.22(10) . . ? O1W Tb1 N1 79.41(11) . . ? O6 Tb1 N1 70.48(10) 2_545 . ? O9 Tb1 N4 105.65(10) . . ? O10 Tb1 N4 72.81(11) . . ? O1 Tb1 N4 100.31(10) . . ? O3 Tb1 N4 63.54(9) . . ? O1W Tb1 N4 70.71(11) . . ? O6 Tb1 N4 137.51(10) 2_545 . ? N1 Tb1 N4 148.39(10) . . ? O9 Tb1 Tb2 35.46(7) . . ? O10 Tb1 Tb2 34.74(6) . . ? O1 Tb1 Tb2 170.57(7) . . ? O3 Tb1 Tb2 115.46(7) . . ? O1W Tb1 Tb2 102.52(8) . . ? O6 Tb1 Tb2 91.16(7) 2_545 . ? N1 Tb1 Tb2 108.15(7) . . ? N4 Tb1 Tb2 88.60(8) . . ? O10 Tb2 O9 70.30(10) . . ? O10 Tb2 O5 138.53(10) . . ? O9 Tb2 O5 150.27(9) . . ? O10 Tb2 O2W 79.64(10) . . ? O9 Tb2 O2W 124.87(10) . . ? O5 Tb2 O2W 76.71(11) . . ? O10 Tb2 O2 99.56(10) . 2_655 ? O9 Tb2 O2 81.14(10) . 2_655 ? O5 Tb2 O2 85.50(10) . 2_655 ? O2W Tb2 O2 150.47(10) . 2_655 ? O10 Tb2 O7 150.48(10) . . ? O9 Tb2 O7 80.35(9) . . ? O5 Tb2 O7 70.98(10) . . ? O2W Tb2 O7 116.42(10) . . ? O2 Tb2 O7 78.47(9) 2_655 . ? O10 Tb2 N10 103.47(10) . . ? O9 Tb2 N10 72.48(11) . . ? O5 Tb2 N10 100.44(10) . . ? O2W Tb2 N10 71.14(11) . . ? O2 Tb2 N10 136.17(10) 2_655 . ? O7 Tb2 N10 63.27(9) . . ? O10 Tb2 N7 80.19(10) . . ? O9 Tb2 N7 135.79(10) . . ? O5 Tb2 N7 62.18(10) . . ? O2W Tb2 N7 78.88(11) . . ? O2 Tb2 N7 71.96(10) 2_655 . ? O7 Tb2 N7 125.55(10) . . ? N10 Tb2 N7 148.40(10) . . ? O10 Tb2 Tb1 35.93(7) . . ? O9 Tb2 Tb1 34.37(6) . . ? O5 Tb2 Tb1 171.82(7) . . ? O2W Tb2 Tb1 104.66(8) . . ? O2 Tb2 Tb1 89.86(7) 2_655 . ? O7 Tb2 Tb1 114.68(7) . . ? N10 Tb2 Tb1 87.57(8) . . ? N7 Tb2 Tb1 109.95(7) . . ? C5 O1 Tb1 128.7(2) . . ? Tb1 O1W H1O1 123(3) . . ? Tb1 O1W H1O2 123(3) . . ? H1O1 O1W H1O2 111.4(18) . . ? Tb2 O2W H2O1 123(2) . . ? Tb2 O2W H2O2 128(3) . . ? H2O1 O2W H2O2 110(4) . . ? C5 O2 Tb2 128.5(2) . 2_645 ? C10 O3 Tb1 121.3(2) . . ? C15 O5 Tb2 128.6(2) . . ? C15 O6 Tb1 128.3(2) . 2 ? C20 O7 Tb2 122.1(2) . . ? Tb1 O9 Tb2 110.17(11) . . ? Tb1 O9 H9O 122(3) . . ? Tb2 O9 H9O 106(3) . . ? Tb2 O10 Tb1 109.33(11) . . ? Tb2 O10 H10O 122(3) . . ? Tb1 O10 H10O 112(3) . . ? C1 N1 C4 118.7(4) . . ? C1 N1 Tb1 117.5(2) . . ? C4 N1 Tb1 123.7(3) . . ? C3 N2 C2 117.4(4) . . ? C2 N3 H3A 120.0 . . ? C2 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 117.9(4) . . ? C9 N4 Tb1 126.0(3) . . ? C6 N4 Tb1 112.0(2) . . ? C8 N5 C7 116.8(4) . . ? C7 N6 H6A 120.0 . . ? C7 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C11 N7 C14 118.4(4) . . ? C11 N7 Tb2 117.1(2) . . ? C14 N7 Tb2 124.5(3) . . ? C13 N8 C12 116.6(4) . . ? C12 N9 H9A 120.0 . . ? C12 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C19 N10 C16 118.4(4) . . ? C19 N10 Tb2 123.8(3) . . ? C16 N10 Tb2 113.5(2) . . ? C18 N11 C17 117.5(4) . . ? C17 N12 H12A 120.0 . . ? C17 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 120.5(3) . . ? N1 C1 C5 114.1(3) . . ? C2 C1 C5 125.4(4) . . ? N3 C2 N2 116.9(4) . . ? N3 C2 C1 122.5(4) . . ? N2 C2 C1 120.5(4) . . ? N2 C3 C4 122.6(4) . . ? N2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? N1 C4 C3 120.2(4) . . ? N1 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? O1 C5 O2 125.7(3) . . ? O1 C5 C1 116.5(3) . . ? O2 C5 C1 117.9(3) . . ? N4 C6 C7 120.5(4) . . ? N4 C6 C10 115.7(3) . . ? C7 C6 C10 123.8(4) . . ? N6 C7 N5 117.1(4) . . ? N6 C7 C6 122.6(4) . . ? N5 C7 C6 120.3(4) . . ? N5 C8 C9 123.2(4) . . ? N5 C8 H8 118.4 . . ? C9 C8 H8 118.4 . . ? N4 C9 C8 121.2(4) . . ? N4 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? O4 C10 O3 124.7(4) . . ? O4 C10 C6 119.2(3) . . ? O3 C10 C6 116.1(3) . . ? N7 C11 C12 120.7(3) . . ? N7 C11 C15 114.2(3) . . ? C12 C11 C15 125.2(4) . . ? N9 C12 N8 116.5(4) . . ? N9 C12 C11 122.6(4) . . ? N8 C12 C11 121.0(4) . . ? N8 C13 C14 122.9(4) . . ? N8 C13 H13 118.5 . . ? C14 C13 H13 118.5 . . ? N7 C14 C13 120.4(4) . . ? N7 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? O5 C15 O6 125.4(3) . . ? O5 C15 C11 116.3(3) . . ? O6 C15 C11 118.3(3) . . ? N10 C16 C17 120.2(4) . . ? N10 C16 C20 115.7(3) . . ? C17 C16 C20 124.0(3) . . ? N11 C17 N12 116.8(4) . . ? N11 C17 C16 120.6(4) . . ? N12 C17 C16 122.6(4) . . ? N11 C18 C19 122.4(4) . . ? N11 C18 H18 118.8 . . ? C19 C18 H18 118.8 . . ? N10 C19 C18 120.8(4) . . ? N10 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? O8 C20 O7 125.1(4) . . ? O8 C20 C16 119.5(4) . . ? O7 C20 C16 115.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Tb1 Tb2 O10 178.98(15) . . . . ? O3 Tb1 Tb2 O10 -1.42(14) . . . . ? O1W Tb1 Tb2 O10 -130.96(14) . . . . ? O6 Tb1 Tb2 O10 76.42(14) 2_545 . . . ? N1 Tb1 Tb2 O10 146.23(14) . . . . ? N4 Tb1 Tb2 O10 -61.08(14) . . . . ? O10 Tb1 Tb2 O9 -178.98(15) . . . . ? O3 Tb1 Tb2 O9 179.60(13) . . . . ? O1W Tb1 Tb2 O9 50.06(14) . . . . ? O6 Tb1 Tb2 O9 -102.55(13) 2_545 . . . ? N1 Tb1 Tb2 O9 -32.74(14) . . . . ? N4 Tb1 Tb2 O9 119.94(14) . . . . ? O9 Tb1 Tb2 O2W 131.64(14) . . . . ? O10 Tb1 Tb2 O2W -47.34(14) . . . . ? O3 Tb1 Tb2 O2W -48.76(10) . . . . ? O1W Tb1 Tb2 O2W -178.30(10) . . . . ? O6 Tb1 Tb2 O2W 29.09(10) 2_545 . . . ? N1 Tb1 Tb2 O2W 98.89(11) . . . . ? N4 Tb1 Tb2 O2W -108.42(11) . . . . ? O9 Tb1 Tb2 O2 -74.38(13) . . . 2_655 ? O10 Tb1 Tb2 O2 106.65(13) . . . 2_655 ? O3 Tb1 Tb2 O2 105.23(10) . . . 2_655 ? O1W Tb1 Tb2 O2 -24.31(10) . . . 2_655 ? O6 Tb1 Tb2 O2 -176.93(9) 2_545 . . 2_655 ? N1 Tb1 Tb2 O2 -107.12(10) . . . 2_655 ? N4 Tb1 Tb2 O2 45.57(10) . . . 2_655 ? O9 Tb1 Tb2 O7 2.85(13) . . . . ? O10 Tb1 Tb2 O7 -176.12(14) . . . . ? O3 Tb1 Tb2 O7 -177.54(9) . . . . ? O1W Tb1 Tb2 O7 52.92(11) . . . . ? O6 Tb1 Tb2 O7 -99.70(10) 2_545 . . . ? N1 Tb1 Tb2 O7 -29.89(10) . . . . ? N4 Tb1 Tb2 O7 122.80(10) . . . . ? O9 Tb1 Tb2 N10 61.85(14) . . . . ? O10 Tb1 Tb2 N10 -117.12(14) . . . . ? O3 Tb1 Tb2 N10 -118.54(10) . . . . ? O1W Tb1 Tb2 N10 111.92(11) . . . . ? O6 Tb1 Tb2 N10 -40.70(10) 2_545 . . . ? N1 Tb1 Tb2 N10 29.11(10) . . . . ? N4 Tb1 Tb2 N10 -178.20(10) . . . . ? O9 Tb1 Tb2 N7 -145.09(14) . . . . ? O10 Tb1 Tb2 N7 35.94(14) . . . . ? O3 Tb1 Tb2 N7 34.52(10) . . . . ? O1W Tb1 Tb2 N7 -95.02(11) . . . . ? O6 Tb1 Tb2 N7 112.36(10) 2_545 . . . ? N1 Tb1 Tb2 N7 -177.83(9) . . . . ? N4 Tb1 Tb2 N7 -25.14(10) . . . . ? O9 Tb1 O1 C5 -18.6(4) . . . . ? O10 Tb1 O1 C5 141.9(3) . . . . ? O3 Tb1 O1 C5 157.2(4) . . . . ? O1W Tb1 O1 C5 -77.8(3) . . . . ? O6 Tb1 O1 C5 77.4(3) 2_545 . . . ? N1 Tb1 O1 C5 6.5(3) . . . . ? N4 Tb1 O1 C5 -145.3(3) . . . . ? O9 Tb1 O3 C10 -44.0(4) . . . . ? O10 Tb1 O3 C10 -45.3(3) . . . . ? O1 Tb1 O3 C10 142.0(3) . . . . ? O1W Tb1 O3 C10 77.1(3) . . . . ? O6 Tb1 O3 C10 -130.2(3) 2_545 . . . ? N1 Tb1 O3 C10 174.6(3) . . . . ? N4 Tb1 O3 C10 30.0(3) . . . . ? Tb2 Tb1 O3 C10 -44.5(3) . . . . ? O10 Tb2 O5 C15 15.8(4) . . . . ? O9 Tb2 O5 C15 -146.9(3) . . . . ? O2W Tb2 O5 C15 72.7(3) . . . . ? O2 Tb2 O5 C15 -83.6(3) 2_655 . . . ? O7 Tb2 O5 C15 -162.9(3) . . . . ? N10 Tb2 O5 C15 140.3(3) . . . . ? N7 Tb2 O5 C15 -11.6(3) . . . . ? O10 Tb2 O7 C20 40.5(4) . . . . ? O9 Tb2 O7 C20 46.8(3) . . . . ? O5 Tb2 O7 C20 -141.2(3) . . . . ? O2W Tb2 O7 C20 -77.5(3) . . . . ? O2 Tb2 O7 C20 129.6(3) 2_655 . . . ? N10 Tb2 O7 C20 -28.4(3) . . . . ? N7 Tb2 O7 C20 -172.7(3) . . . . ? Tb1 Tb2 O7 C20 45.1(3) . . . . ? O10 Tb1 O9 Tb2 0.62(9) . . . . ? O1 Tb1 O9 Tb2 170.88(11) . . . . ? O3 Tb1 O9 Tb2 -0.7(2) . . . . ? O1W Tb1 O9 Tb2 -130.36(13) . . . . ? O6 Tb1 O9 Tb2 80.39(12) 2_545 . . . ? N1 Tb1 O9 Tb2 148.29(13) . . . . ? N4 Tb1 O9 Tb2 -64.10(13) . . . . ? O10 Tb2 O9 Tb1 -0.64(9) . . . . ? O5 Tb2 O9 Tb1 167.26(14) . . . . ? O2W Tb2 O9 Tb1 -61.80(15) . . . . ? O2 Tb2 O9 Tb1 102.92(12) 2_655 . . . ? O7 Tb2 O9 Tb1 -177.37(12) . . . . ? N10 Tb2 O9 Tb1 -112.51(13) . . . . ? N7 Tb2 O9 Tb1 50.49(18) . . . . ? O9 Tb2 O10 Tb1 0.61(9) . . . . ? O5 Tb2 O10 Tb1 -170.35(11) . . . . ? O2W Tb2 O10 Tb1 133.68(13) . . . . ? O2 Tb2 O10 Tb1 -76.31(12) 2_655 . . . ? O7 Tb2 O10 Tb1 7.2(3) . . . . ? N10 Tb2 O10 Tb1 66.12(13) . . . . ? N7 Tb2 O10 Tb1 -145.95(13) . . . . ? O9 Tb1 O10 Tb2 -0.63(9) . . . . ? O1 Tb1 O10 Tb2 -166.61(15) . . . . ? O3 Tb1 O10 Tb2 178.70(12) . . . . ? O1W Tb1 O10 Tb2 61.38(15) . . . . ? O6 Tb1 O10 Tb2 -101.88(12) 2_545 . . . ? N1 Tb1 O10 Tb2 -48.24(18) . . . . ? N4 Tb1 O10 Tb2 113.66(13) . . . . ? O9 Tb1 N1 C1 162.2(3) . . . . ? O10 Tb1 N1 C1 -152.5(2) . . . . ? O1 Tb1 N1 C1 -0.6(2) . . . . ? O3 Tb1 N1 C1 -35.9(3) . . . . ? O1W Tb1 N1 C1 81.1(3) . . . . ? O6 Tb1 N1 C1 -94.5(3) 2_545 . . . ? N4 Tb1 N1 C1 62.0(3) . . . . ? Tb2 Tb1 N1 C1 -179.1(2) . . . . ? O9 Tb1 N1 C4 -20.8(3) . . . . ? O10 Tb1 N1 C4 24.5(4) . . . . ? O1 Tb1 N1 C4 176.4(3) . . . . ? O3 Tb1 N1 C4 141.1(3) . . . . ? O1W Tb1 N1 C4 -101.9(3) . . . . ? O6 Tb1 N1 C4 82.5(3) 2_545 . . . ? N4 Tb1 N1 C4 -121.0(3) . . . . ? Tb2 Tb1 N1 C4 -2.1(3) . . . . ? O9 Tb1 N4 C9 -30.8(4) . . . . ? O10 Tb1 N4 C9 -93.7(4) . . . . ? O1 Tb1 N4 C9 114.7(4) . . . . ? O3 Tb1 N4 C9 178.3(4) . . . . ? O1W Tb1 N4 C9 41.5(4) . . . . ? O6 Tb1 N4 C9 -152.4(3) 2_545 . . . ? N1 Tb1 N4 C9 61.5(4) . . . . ? Tb2 Tb1 N4 C9 -62.2(4) . . . . ? O9 Tb1 N4 C6 125.9(3) . . . . ? O10 Tb1 N4 C6 62.9(3) . . . . ? O1 Tb1 N4 C6 -88.7(3) . . . . ? O3 Tb1 N4 C6 -25.1(3) . . . . ? O1W Tb1 N4 C6 -161.8(3) . . . . ? O6 Tb1 N4 C6 4.2(4) 2_545 . . . ? N1 Tb1 N4 C6 -141.9(3) . . . . ? Tb2 Tb1 N4 C6 94.4(3) . . . . ? O10 Tb2 N7 C11 -158.1(3) . . . . ? O9 Tb2 N7 C11 153.8(2) . . . . ? O5 Tb2 N7 C11 3.9(2) . . . . ? O2W Tb2 N7 C11 -76.8(3) . . . . ? O2 Tb2 N7 C11 98.4(3) 2_655 . . . ? O7 Tb2 N7 C11 37.8(3) . . . . ? N10 Tb2 N7 C11 -58.3(4) . . . . ? Tb1 Tb2 N7 C11 -178.5(2) . . . . ? O10 Tb2 N7 C14 23.8(3) . . . . ? O9 Tb2 N7 C14 -24.3(4) . . . . ? O5 Tb2 N7 C14 -174.3(4) . . . . ? O2W Tb2 N7 C14 105.0(3) . . . . ? O2 Tb2 N7 C14 -79.8(3) 2_655 . . . ? O7 Tb2 N7 C14 -140.3(3) . . . . ? N10 Tb2 N7 C14 123.5(3) . . . . ? Tb1 Tb2 N7 C14 3.3(3) . . . . ? O10 Tb2 N10 C19 28.0(3) . . . . ? O9 Tb2 N10 C19 92.0(3) . . . . ? O5 Tb2 N10 C19 -117.8(3) . . . . ? O2W Tb2 N10 C19 -45.9(3) . . . . ? O2 Tb2 N10 C19 147.8(3) 2_655 . . . ? O7 Tb2 N10 C19 179.8(4) . . . . ? N7 Tb2 N10 C19 -65.1(4) . . . . ? Tb1 Tb2 N10 C19 60.5(3) . . . . ? O10 Tb2 N10 C16 -128.1(3) . . . . ? O9 Tb2 N10 C16 -64.2(3) . . . . ? O5 Tb2 N10 C16 86.0(3) . . . . ? O2W Tb2 N10 C16 158.0(3) . . . . ? O2 Tb2 N10 C16 -8.4(3) 2_655 . . . ? O7 Tb2 N10 C16 23.7(3) . . . . ? N7 Tb2 N10 C16 138.7(3) . . . . ? Tb1 Tb2 N10 C16 -95.6(3) . . . . ? C4 N1 C1 C2 0.4(5) . . . . ? Tb1 N1 C1 C2 177.5(3) . . . . ? C4 N1 C1 C5 179.4(3) . . . . ? Tb1 N1 C1 C5 -3.5(4) . . . . ? C3 N2 C2 N3 -179.5(4) . . . . ? C3 N2 C2 C1 1.8(6) . . . . ? N1 C1 C2 N3 179.6(4) . . . . ? C5 C1 C2 N3 0.7(6) . . . . ? N1 C1 C2 N2 -1.8(6) . . . . ? C5 C1 C2 N2 179.3(4) . . . . ? C2 N2 C3 C4 -0.5(6) . . . . ? C1 N1 C4 C3 0.9(6) . . . . ? Tb1 N1 C4 C3 -176.0(3) . . . . ? N2 C3 C4 N1 -0.9(7) . . . . ? Tb1 O1 C5 O2 169.1(3) . . . . ? Tb1 O1 C5 C1 -10.7(5) . . . . ? Tb2 O2 C5 O1 -19.0(6) 2_645 . . . ? Tb2 O2 C5 C1 160.9(2) 2_645 . . . ? N1 C1 C5 O1 8.5(5) . . . . ? C2 C1 C5 O1 -172.5(4) . . . . ? N1 C1 C5 O2 -171.4(3) . . . . ? C2 C1 C5 O2 7.6(6) . . . . ? C9 N4 C6 C7 2.9(6) . . . . ? Tb1 N4 C6 C7 -155.8(3) . . . . ? C9 N4 C6 C10 179.7(4) . . . . ? Tb1 N4 C6 C10 21.0(4) . . . . ? C8 N5 C7 N6 -175.9(4) . . . . ? C8 N5 C7 C6 2.0(6) . . . . ? N4 C6 C7 N6 174.0(4) . . . . ? C10 C6 C7 N6 -2.5(6) . . . . ? N4 C6 C7 N5 -3.7(6) . . . . ? C10 C6 C7 N5 179.8(4) . . . . ? C7 N5 C8 C9 0.3(7) . . . . ? C6 N4 C9 C8 -0.7(7) . . . . ? Tb1 N4 C9 C8 154.8(4) . . . . ? N5 C8 C9 N4 -1.0(8) . . . . ? Tb1 O3 C10 O4 150.1(3) . . . . ? Tb1 O3 C10 C6 -31.0(4) . . . . ? N4 C6 C10 O4 -177.8(4) . . . . ? C7 C6 C10 O4 -1.1(6) . . . . ? N4 C6 C10 O3 3.3(5) . . . . ? C7 C6 C10 O3 180.0(4) . . . . ? C14 N7 C11 C12 -0.5(6) . . . . ? Tb2 N7 C11 C12 -178.8(3) . . . . ? C14 N7 C11 C15 179.8(4) . . . . ? Tb2 N7 C11 C15 1.5(4) . . . . ? C13 N8 C12 N9 178.5(4) . . . . ? C13 N8 C12 C11 -2.4(6) . . . . ? N7 C11 C12 N9 -179.0(4) . . . . ? C15 C11 C12 N9 0.7(7) . . . . ? N7 C11 C12 N8 1.9(6) . . . . ? C15 C11 C12 N8 -178.4(4) . . . . ? C12 N8 C13 C14 1.6(7) . . . . ? C11 N7 C14 C13 -0.3(6) . . . . ? Tb2 N7 C14 C13 177.8(3) . . . . ? N8 C13 C14 N7 -0.2(7) . . . . ? Tb2 O5 C15 O6 -163.5(3) . . . . ? Tb2 O5 C15 C11 16.8(5) . . . . ? Tb1 O6 C15 O5 16.8(6) 2 . . . ? Tb1 O6 C15 C11 -163.6(2) 2 . . . ? N7 C11 C15 O5 -10.5(5) . . . . ? C12 C11 C15 O5 169.8(4) . . . . ? N7 C11 C15 O6 169.8(3) . . . . ? C12 C11 C15 O6 -9.9(6) . . . . ? C19 N10 C16 C17 -1.8(6) . . . . ? Tb2 N10 C16 C17 155.8(3) . . . . ? C19 N10 C16 C20 -177.6(3) . . . . ? Tb2 N10 C16 C20 -20.0(4) . . . . ? C18 N11 C17 N12 178.7(4) . . . . ? C18 N11 C17 C16 0.0(6) . . . . ? N10 C16 C17 N11 1.8(6) . . . . ? C20 C16 C17 N11 177.2(4) . . . . ? N10 C16 C17 N12 -176.8(4) . . . . ? C20 C16 C17 N12 -1.4(6) . . . . ? C17 N11 C18 C19 -1.7(7) . . . . ? C16 N10 C19 C18 0.1(6) . . . . ? Tb2 N10 C19 C18 -155.0(3) . . . . ? N11 C18 C19 N10 1.7(7) . . . . ? Tb2 O7 C20 O8 -151.6(3) . . . . ? Tb2 O7 C20 C16 29.0(4) . . . . ? N10 C16 C20 O8 177.4(4) . . . . ? C17 C16 C20 O8 1.8(6) . . . . ? N10 C16 C20 O7 -3.1(5) . . . . ? C17 C16 C20 O7 -178.8(4) . . . . ? 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 O1W H1O1 O8 0.84(3) 2.00(3) 2.823(4) 164(4) 2_645 O1W H1O2 O3 0.85(4) 1.95(4) 2.777(4) 165(4) 2_655 O2W H2O1 O7 0.85(4) 1.86(4) 2.703(4) 172(4) 2_545 O2W H2O2 O4 0.85(4) 2.00(3) 2.801(4) 156(4) 2 O9 H9O O1 0.85(4) 1.96(2) 2.747(4) 154(4) 2_655 O10 H10O O5 0.84(4) 2.09(3) 2.792(4) 141(4) 2_545 N3 H3A N5 0.86 2.23 3.087(5) 174.0 4_665 N3 H3B O2 0.86 2.10 2.736(5) 130.0 . N6 H6A N2 0.86 2.27 3.081(5) 157.6 4_566 N6 H6B O4 0.86 2.08 2.721(5) 130.5 . N9 H9A N8 0.86 2.29 3.149(5) 177.7 3_566 N9 H9B O6 0.86 2.12 2.746(5) 129.6 . N12 H12A N11 0.86 2.30 3.087(5) 153.0 3_665 N12 H12B O8 0.86 2.09 2.728(5) 130.1 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.992 _refine_diff_density_min -3.340 _refine_diff_density_rms 0.264 #===END data_complex8 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762557' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Dy2 N12 O12' _chemical_formula_sum 'C20 H22 Dy2 N12 O12' _chemical_formula_weight 947.50 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 monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7265(19) _cell_length_b 11.364(2) _cell_length_c 24.690(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.79(3) _cell_angle_gamma 90.00 _cell_volume 2723.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 17259 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.45 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1816 _exptl_absorpt_coefficient_mu 5.533 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4358 _exptl_absorpt_correction_T_max 0.5812 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25312 _diffrn_reflns_av_R_equivalents 0.1095 _diffrn_reflns_av_sigmaI/netI 0.1245 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.47 _reflns_number_total 6211 _reflns_number_gt 5163 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0000P)^2^+10.7279P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6211 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.64092(2) 0.48342(2) 0.239885(10) 0.01292(9) Uani 1 1 d . . . Dy2 Dy 0.36086(2) 0.26821(2) 0.255188(10) 0.01293(9) Uani 1 1 d . . . O1W O 0.8478(5) 0.3792(4) 0.26426(18) 0.0251(10) Uani 1 1 d D . . O2W O 0.1579(4) 0.3775(4) 0.2281(2) 0.0261(10) Uani 1 1 d D . . O1 O 0.8172(5) 0.6142(4) 0.21730(18) 0.0249(10) Uani 1 1 d . . . O2 O 1.0041(4) 0.6650(4) 0.17499(17) 0.0225(9) Uani 1 1 d . . . O3 O 0.6096(4) 0.6680(3) 0.28395(16) 0.0198(9) Uani 1 1 d . . . O4 O 0.5088(5) 0.7569(4) 0.35107(18) 0.0276(11) Uani 1 1 d . . . O5 O 0.1811(5) 0.1422(4) 0.27861(17) 0.0258(10) Uani 1 1 d . . . O6 O 0.0025(4) 0.0883(4) 0.32576(16) 0.0226(9) Uani 1 1 d . . . O7 O 0.3927(4) 0.0820(3) 0.21427(16) 0.0195(9) Uani 1 1 d . . . O8 O 0.5015(5) -0.0106(4) 0.15011(18) 0.0269(11) Uani 1 1 d . . . O9 O 0.4311(4) 0.4499(4) 0.27437(17) 0.0181(9) Uani 1 1 d D . . O10 O 0.5724(4) 0.3004(4) 0.22096(18) 0.0194(9) Uani 1 1 d D . . N1 N 0.7438(5) 0.4556(5) 0.1446(2) 0.0187(10) Uani 1 1 d . . . N2 N 0.8581(6) 0.4430(5) 0.0443(2) 0.0312(13) Uani 1 1 d . . . N3 N 1.0145(7) 0.5868(6) 0.0702(2) 0.0425(18) Uani 1 1 d . . . H3A H 1.0472 0.5813 0.0388 0.051 Uiso 1 1 calc R . . H3B H 1.0496 0.6361 0.0936 0.051 Uiso 1 1 calc R . . N4 N 0.6785(5) 0.4829(4) 0.3445(2) 0.0186(11) Uani 1 1 d . . . N5 N 0.6193(6) 0.4644(5) 0.4522(2) 0.0278(13) Uani 1 1 d . . . N6 N 0.5123(7) 0.6436(5) 0.4485(2) 0.0372(16) Uani 1 1 d . . . H6A H 0.4927 0.6341 0.4817 0.045 Uiso 1 1 calc R . . H6B H 0.4869 0.7066 0.4314 0.045 Uiso 1 1 calc R . . N7 N 0.2573(5) 0.3053(4) 0.34843(19) 0.0170(10) Uani 1 1 d . . . N8 N 0.1468(6) 0.3265(5) 0.4490(2) 0.0281(13) Uani 1 1 d . . . N9 N -0.0052(6) 0.1775(6) 0.4280(2) 0.0385(16) Uani 1 1 d . . . H9A H -0.0367 0.1858 0.4595 0.046 Uiso 1 1 calc R . . H9B H -0.0397 0.1249 0.4061 0.046 Uiso 1 1 calc R . . N10 N 0.3246(5) 0.2616(4) 0.1494(2) 0.0192(11) Uani 1 1 d . . . N11 N 0.3862(6) 0.2694(5) 0.0414(2) 0.0298(13) Uani 1 1 d . . . N12 N 0.5065(7) 0.0951(5) 0.0514(2) 0.0345(15) Uani 1 1 d . . . H12A H 0.5280 0.1012 0.0183 0.041 Uiso 1 1 calc R . . H12B H 0.5350 0.0359 0.0707 0.041 Uiso 1 1 calc R . . C1 C 0.8482(6) 0.5252(5) 0.1337(2) 0.0167(12) Uani 1 1 d . . . C2 C 0.9079(7) 0.5180(6) 0.0827(3) 0.0241(14) Uani 1 1 d . . . C3 C 0.7543(7) 0.3740(6) 0.0571(3) 0.0308(16) Uani 1 1 d . . . H3 H 0.7188 0.3201 0.0315 0.037 Uiso 1 1 calc R . . C4 C 0.6969(7) 0.3792(6) 0.1071(3) 0.0268(14) Uani 1 1 d . . . H4 H 0.6250 0.3289 0.1143 0.032 Uiso 1 1 calc R . . C5 C 0.8939(6) 0.6082(5) 0.1785(2) 0.0161(12) Uani 1 1 d . . . C6 C 0.6156(6) 0.5703(5) 0.3685(2) 0.0157(11) Uani 1 1 d . . . C7 C 0.5820(7) 0.5610(6) 0.4238(2) 0.0232(13) Uani 1 1 d . . . C8 C 0.6854(7) 0.3806(6) 0.4273(3) 0.0303(15) Uani 1 1 d . . . H8 H 0.7131 0.3139 0.4470 0.036 Uiso 1 1 calc R . . C9 C 0.7149(7) 0.3876(6) 0.3738(3) 0.0242(13) Uani 1 1 d . . . H9 H 0.7604 0.3259 0.3579 0.029 Uiso 1 1 calc R . . C10 C 0.5726(6) 0.6740(5) 0.3323(2) 0.0191(12) Uani 1 1 d . . . C11 C 0.1556(6) 0.2354(5) 0.3619(2) 0.0167(12) Uani 1 1 d . . . C12 C 0.0978(7) 0.2467(6) 0.4131(2) 0.0213(13) Uani 1 1 d . . . C13 C 0.2498(7) 0.3959(6) 0.4341(3) 0.0289(15) Uani 1 1 d . . . H13 H 0.2851 0.4527 0.4583 0.035 Uiso 1 1 calc R . . C14 C 0.3046(7) 0.3860(6) 0.3845(3) 0.0243(13) Uani 1 1 d . . . H14 H 0.3755 0.4361 0.3758 0.029 Uiso 1 1 calc R . . C15 C 0.1088(6) 0.1479(5) 0.3191(2) 0.0160(11) Uani 1 1 d . . . C16 C 0.3923(6) 0.1732(5) 0.1283(2) 0.0177(12) Uani 1 1 d . . . C17 C 0.4286(7) 0.1781(6) 0.0730(2) 0.0226(13) Uani 1 1 d . . . C18 C 0.3167(7) 0.3541(6) 0.0635(3) 0.0324(16) Uani 1 1 d . . . H18 H 0.2876 0.4180 0.0421 0.039 Uiso 1 1 calc R . . C19 C 0.2853(7) 0.3519(6) 0.1174(3) 0.0287(15) Uani 1 1 d . . . H19 H 0.2363 0.4139 0.1314 0.034 Uiso 1 1 calc R . . C20 C 0.4328(6) 0.0733(5) 0.1665(2) 0.0181(12) Uani 1 1 d . . . H1W1 H 0.897(6) 0.399(5) 0.2925(16) 0.027 Uiso 1 1 d D . . H1W2 H 0.865(6) 0.309(2) 0.256(2) 0.027 Uiso 1 1 d D . . H2W1 H 0.125(5) 0.430(4) 0.248(2) 0.027 Uiso 1 1 d D . . H2W2 H 0.094(4) 0.345(5) 0.208(2) 0.027 Uiso 1 1 d D . . H9O H 0.386(6) 0.514(3) 0.270(3) 0.027 Uiso 1 1 d D . . H10O H 0.607(7) 0.235(3) 0.231(3) 0.027 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 Dy1 0.01129(15) 0.01327(15) 0.01459(16) 0.00008(9) 0.00378(11) -0.00090(9) Dy2 0.01121(15) 0.01351(15) 0.01449(16) -0.00036(9) 0.00395(11) -0.00097(9) O1W 0.023(2) 0.018(2) 0.033(3) -0.0089(19) -0.005(2) 0.0043(18) O2W 0.016(2) 0.029(2) 0.033(3) -0.012(2) -0.0046(18) 0.0048(19) O1 0.024(2) 0.025(2) 0.027(2) -0.0087(19) 0.0129(19) -0.0126(19) O2 0.023(2) 0.027(2) 0.019(2) -0.0018(18) 0.0061(18) -0.0075(19) O3 0.026(2) 0.018(2) 0.016(2) -0.0013(16) 0.0072(17) -0.0036(18) O4 0.034(3) 0.027(2) 0.022(2) -0.0013(19) 0.010(2) 0.009(2) O5 0.028(2) 0.028(2) 0.024(2) -0.0098(19) 0.0162(19) -0.012(2) O6 0.020(2) 0.030(2) 0.018(2) -0.0021(18) 0.0057(17) -0.011(2) O7 0.028(2) 0.017(2) 0.015(2) -0.0007(16) 0.0084(17) -0.0019(18) O8 0.031(3) 0.026(2) 0.024(2) -0.0030(19) 0.007(2) 0.011(2) O9 0.014(2) 0.0141(19) 0.026(2) 0.0005(17) 0.0046(17) 0.0012(17) O10 0.015(2) 0.0154(19) 0.028(2) -0.0002(18) 0.0028(17) -0.0007(17) N1 0.012(2) 0.025(3) 0.020(3) -0.001(2) 0.0023(19) 0.000(2) N2 0.036(3) 0.039(3) 0.020(3) -0.009(2) 0.006(2) -0.008(3) N3 0.044(4) 0.055(4) 0.031(3) -0.015(3) 0.023(3) -0.026(3) N4 0.014(2) 0.024(3) 0.018(3) 0.003(2) 0.003(2) 0.002(2) N5 0.031(3) 0.034(3) 0.018(3) 0.006(2) 0.002(2) -0.001(3) N6 0.058(4) 0.038(3) 0.018(3) 0.001(3) 0.019(3) 0.008(3) N7 0.012(2) 0.020(2) 0.019(2) -0.003(2) 0.0037(19) -0.001(2) N8 0.034(3) 0.035(3) 0.016(3) -0.005(2) 0.006(2) -0.006(3) N9 0.045(4) 0.047(4) 0.026(3) -0.014(3) 0.020(3) -0.024(3) N10 0.019(3) 0.023(3) 0.016(2) 0.001(2) 0.003(2) -0.001(2) N11 0.038(3) 0.035(3) 0.017(3) 0.008(2) 0.007(2) 0.002(3) N12 0.052(4) 0.033(3) 0.021(3) 0.003(2) 0.020(3) 0.006(3) C1 0.016(3) 0.018(3) 0.016(3) 0.000(2) 0.003(2) -0.003(2) C2 0.024(3) 0.028(3) 0.022(3) -0.003(3) 0.007(3) -0.009(3) C3 0.031(4) 0.037(4) 0.024(3) -0.012(3) 0.002(3) -0.006(3) C4 0.025(3) 0.031(3) 0.024(3) -0.008(3) 0.004(3) -0.011(3) C5 0.016(3) 0.018(3) 0.015(3) 0.002(2) 0.006(2) 0.001(2) C6 0.013(3) 0.017(3) 0.017(3) -0.002(2) 0.004(2) 0.001(2) C7 0.027(3) 0.025(3) 0.018(3) -0.001(3) 0.003(3) -0.007(3) C8 0.030(4) 0.034(4) 0.027(4) 0.011(3) 0.001(3) 0.000(3) C9 0.022(3) 0.025(3) 0.025(3) 0.006(3) 0.003(3) 0.005(3) C10 0.016(3) 0.021(3) 0.020(3) -0.002(2) 0.001(2) -0.002(2) C11 0.011(3) 0.021(3) 0.018(3) -0.004(2) 0.002(2) -0.002(2) C12 0.022(3) 0.025(3) 0.018(3) 0.002(2) 0.005(2) 0.000(3) C13 0.032(4) 0.035(4) 0.019(3) -0.009(3) 0.001(3) -0.009(3) C14 0.022(3) 0.027(3) 0.024(3) -0.006(3) 0.000(3) -0.005(3) C15 0.017(3) 0.014(3) 0.016(3) -0.003(2) 0.000(2) -0.004(2) C16 0.016(3) 0.023(3) 0.014(3) -0.001(2) 0.002(2) -0.003(3) C17 0.021(3) 0.028(3) 0.019(3) -0.001(3) 0.004(2) -0.003(3) C18 0.035(4) 0.036(4) 0.026(4) 0.012(3) 0.004(3) 0.009(3) C19 0.031(4) 0.028(3) 0.027(3) 0.006(3) 0.005(3) 0.011(3) C20 0.015(3) 0.018(3) 0.021(3) -0.002(2) 0.003(2) -0.001(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 Dy1 O10 2.224(4) . ? Dy1 O9 2.294(4) . ? Dy1 O1 2.363(4) . ? Dy1 O1W 2.378(4) . ? Dy1 O6 2.387(4) 2 ? Dy1 O3 2.391(4) . ? Dy1 N4 2.585(5) . ? Dy1 N1 2.635(5) . ? Dy2 O9 2.217(4) . ? Dy2 O10 2.305(4) . ? Dy2 O5 2.361(4) . ? Dy2 O7 2.374(4) . ? Dy2 O2W 2.391(4) . ? Dy2 O2 2.403(4) 2_645 ? Dy2 N7 2.607(5) . ? Dy2 N10 2.614(5) . ? Dy2 H10O 2.53(6) . ? O1W H1W1 0.85(5) . ? O1W H1W2 0.85(5) . ? O2W H2W1 0.85(5) . ? O2W H2W2 0.85(5) . ? O1 C5 1.254(6) . ? O2 C5 1.259(7) . ? O2 Dy2 2.403(4) 2_655 ? O3 C10 1.271(7) . ? O4 C10 1.235(7) . ? O5 C15 1.262(7) . ? O6 C15 1.255(7) . ? O6 Dy1 2.387(4) 2_545 ? O7 C20 1.269(7) . ? O8 C20 1.248(7) . ? O9 H9O 0.85(4) . ? O10 H10O 0.85(5) . ? N1 C4 1.328(8) . ? N1 C1 1.328(7) . ? N2 C3 1.333(9) . ? N2 C2 1.342(8) . ? N3 C2 1.351(8) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C6 1.327(7) . ? N4 C9 1.338(8) . ? N5 C8 1.323(9) . ? N5 C7 1.341(9) . ? N6 C7 1.331(8) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C11 1.329(7) . ? N7 C14 1.338(8) . ? N8 C12 1.333(8) . ? N8 C13 1.345(8) . ? N9 C12 1.345(8) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C16 1.326(8) . ? N10 C19 1.335(8) . ? N11 C18 1.316(9) . ? N11 C17 1.346(8) . ? N12 C17 1.342(8) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.422(8) . ? C1 C5 1.499(8) . ? C3 C4 1.389(9) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.428(8) . ? C6 C10 1.521(8) . ? C8 C9 1.372(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C11 C12 1.422(8) . ? C11 C15 1.500(8) . ? C13 C14 1.372(8) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C16 C17 1.435(8) . ? C16 C20 1.511(8) . ? C18 C19 1.384(9) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O10 Dy1 O9 70.21(15) . . ? O10 Dy1 O1 138.62(14) . . ? O9 Dy1 O1 150.33(15) . . ? O10 Dy1 O1W 79.87(15) . . ? O9 Dy1 O1W 125.59(16) . . ? O1 Dy1 O1W 75.99(17) . . ? O10 Dy1 O6 99.83(16) . 2 ? O9 Dy1 O6 80.82(14) . 2 ? O1 Dy1 O6 85.79(16) . 2 ? O1W Dy1 O6 150.19(15) . 2 ? O10 Dy1 O3 150.49(14) . . ? O9 Dy1 O3 80.41(14) . . ? O1 Dy1 O3 70.87(14) . . ? O1W Dy1 O3 116.93(15) . . ? O6 Dy1 O3 77.56(15) 2 . ? O10 Dy1 N4 103.20(16) . . ? O9 Dy1 N4 72.48(15) . . ? O1 Dy1 N4 100.40(16) . . ? O1W Dy1 N4 71.62(16) . . ? O6 Dy1 N4 135.84(14) 2 . ? O3 Dy1 N4 63.97(15) . . ? O10 Dy1 N1 80.02(16) . . ? O9 Dy1 N1 135.31(15) . . ? O1 Dy1 N1 62.64(15) . . ? O1W Dy1 N1 78.54(16) . . ? O6 Dy1 N1 72.14(14) 2 . ? O3 Dy1 N1 125.35(15) . . ? N4 Dy1 N1 148.74(15) . . ? O10 Dy1 Dy2 35.97(10) . . ? O9 Dy1 Dy2 34.24(10) . . ? O1 Dy1 Dy2 172.12(10) . . ? O1W Dy1 Dy2 105.15(12) . . ? O6 Dy1 Dy2 89.90(11) 2 . ? O3 Dy1 Dy2 114.62(10) . . ? N4 Dy1 Dy2 87.29(11) . . ? N1 Dy1 Dy2 109.73(11) . . ? O9 Dy2 O10 70.15(15) . . ? O9 Dy2 O5 137.35(14) . . ? O10 Dy2 O5 151.58(15) . . ? O9 Dy2 O7 150.96(14) . . ? O10 Dy2 O7 80.83(14) . . ? O5 Dy2 O7 71.54(14) . . ? O9 Dy2 O2W 79.21(15) . . ? O10 Dy2 O2W 123.74(16) . . ? O5 Dy2 O2W 76.87(17) . . ? O7 Dy2 O2W 118.21(16) . . ? O9 Dy2 O2 98.93(16) . 2_645 ? O10 Dy2 O2 83.20(15) . 2_645 ? O5 Dy2 O2 84.66(16) . 2_645 ? O7 Dy2 O2 77.86(14) . 2_645 ? O2W Dy2 O2 148.98(15) . 2_645 ? O9 Dy2 N7 78.00(15) . . ? O10 Dy2 N7 134.78(15) . . ? O5 Dy2 N7 63.03(15) . . ? O7 Dy2 N7 126.08(14) . . ? O2W Dy2 N7 78.66(16) . . ? O2 Dy2 N7 70.75(14) 2_645 . ? O9 Dy2 N10 105.05(16) . . ? O10 Dy2 N10 72.71(16) . . ? O5 Dy2 N10 100.03(16) . . ? O7 Dy2 N10 64.02(15) . . ? O2W Dy2 N10 71.37(16) . . ? O2 Dy2 N10 137.24(15) 2_645 . ? N7 Dy2 N10 148.50(16) . . ? O9 Dy2 Dy1 35.61(10) . . ? O10 Dy2 Dy1 34.53(10) . . ? O5 Dy2 Dy1 171.21(10) . . ? O7 Dy2 Dy1 115.35(10) . . ? O2W Dy2 Dy1 103.17(12) . . ? O2 Dy2 Dy1 91.41(11) 2_645 . ? N7 Dy2 Dy1 108.25(11) . . ? N10 Dy2 Dy1 88.19(11) . . ? O9 Dy2 H10O 84.5(13) . . ? O10 Dy2 H10O 19.4(7) . . ? O5 Dy2 H10O 134.0(9) . . ? O7 Dy2 H10O 67.5(14) . . ? O2W Dy2 H10O 142.0(9) . . ? O2 Dy2 H10O 67.3(11) 2_645 . ? N7 Dy2 H10O 131.0(15) . . ? N10 Dy2 H10O 80.2(15) . . ? Dy1 Dy2 H10O 50.2(11) . . ? Dy1 O1W H1W1 120(4) . . ? Dy1 O1W H1W2 126(4) . . ? H1W1 O1W H1W2 110(5) . . ? Dy2 O2W H2W1 123(4) . . ? Dy2 O2W H2W2 120(4) . . ? H2W1 O2W H2W2 111(5) . . ? C5 O1 Dy1 128.6(4) . . ? C5 O2 Dy2 128.9(3) . 2_655 ? C10 O3 Dy1 121.8(4) . . ? C15 O5 Dy2 128.6(4) . . ? C15 O6 Dy1 129.1(3) . 2_545 ? C20 O7 Dy2 121.4(4) . . ? Dy2 O9 Dy1 110.15(16) . . ? Dy2 O9 H9O 128(5) . . ? Dy1 O9 H9O 106(5) . . ? Dy1 O10 Dy2 109.50(17) . . ? Dy1 O10 H10O 130(5) . . ? Dy2 O10 H10O 96(5) . . ? C4 N1 C1 118.6(5) . . ? C4 N1 Dy1 124.6(4) . . ? C1 N1 Dy1 116.8(4) . . ? C3 N2 C2 116.7(5) . . ? C2 N3 H3A 120.0 . . ? C2 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C6 N4 C9 118.6(5) . . ? C6 N4 Dy1 113.9(4) . . ? C9 N4 Dy1 123.9(4) . . ? C8 N5 C7 117.9(5) . . ? C7 N6 H6A 120.0 . . ? C7 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C11 N7 C14 118.1(5) . . ? C11 N7 Dy2 117.5(4) . . ? C14 N7 Dy2 124.3(4) . . ? C12 N8 C13 117.2(5) . . ? C12 N9 H9A 120.0 . . ? C12 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C16 N10 C19 118.7(5) . . ? C16 N10 Dy2 112.0(4) . . ? C19 N10 Dy2 125.7(4) . . ? C18 N11 C17 118.1(5) . . ? C17 N12 H12A 120.0 . . ? C17 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 120.5(5) . . ? N1 C1 C5 114.7(5) . . ? C2 C1 C5 124.8(5) . . ? N2 C2 N3 116.9(6) . . ? N2 C2 C1 120.8(6) . . ? N3 C2 C1 122.3(6) . . ? N2 C3 C4 122.7(6) . . ? N2 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? N1 C4 C3 120.5(6) . . ? N1 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? O1 C5 O2 125.2(5) . . ? O1 C5 C1 115.9(5) . . ? O2 C5 C1 118.9(5) . . ? N4 C6 C7 120.8(5) . . ? N4 C6 C10 115.8(5) . . ? C7 C6 C10 123.2(5) . . ? N6 C7 N5 117.7(6) . . ? N6 C7 C6 122.8(6) . . ? N5 C7 C6 119.4(6) . . ? N5 C8 C9 123.0(6) . . ? N5 C8 H8 118.5 . . ? C9 C8 H8 118.5 . . ? N4 C9 C8 120.2(6) . . ? N4 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? O4 C10 O3 125.0(6) . . ? O4 C10 C6 119.7(5) . . ? O3 C10 C6 115.2(5) . . ? N7 C11 C12 120.8(5) . . ? N7 C11 C15 114.6(5) . . ? C12 C11 C15 124.5(5) . . ? N8 C12 N9 117.1(5) . . ? N8 C12 C11 120.5(6) . . ? N9 C12 C11 122.4(6) . . ? N8 C13 C14 122.4(6) . . ? N8 C13 H13 118.8 . . ? C14 C13 H13 118.8 . . ? N7 C14 C13 120.9(6) . . ? N7 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? O6 C15 O5 125.6(5) . . ? O6 C15 C11 118.6(5) . . ? O5 C15 C11 115.7(5) . . ? N10 C16 C17 120.2(5) . . ? N10 C16 C20 116.1(5) . . ? C17 C16 C20 123.6(5) . . ? N12 C17 N11 118.1(6) . . ? N12 C17 C16 122.2(6) . . ? N11 C17 C16 119.7(6) . . ? N11 C18 C19 122.5(6) . . ? N11 C18 H18 118.8 . . ? C19 C18 H18 118.8 . . ? N10 C19 C18 120.6(6) . . ? N10 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? O8 C20 O7 124.4(6) . . ? O8 C20 C16 119.6(5) . . ? O7 C20 C16 116.0(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 O10 Dy1 Dy2 O9 179.3(3) . . . . ? O1W Dy1 Dy2 O9 132.4(2) . . . . ? O6 Dy1 Dy2 O9 -73.7(2) 2 . . . ? O3 Dy1 Dy2 O9 2.6(2) . . . . ? N4 Dy1 Dy2 O9 62.2(2) . . . . ? N1 Dy1 Dy2 O9 -144.6(2) . . . . ? O9 Dy1 Dy2 O10 -179.3(3) . . . . ? O1W Dy1 Dy2 O10 -46.9(2) . . . . ? O6 Dy1 Dy2 O10 107.1(2) 2 . . . ? O3 Dy1 Dy2 O10 -176.7(2) . . . . ? N4 Dy1 Dy2 O10 -117.0(2) . . . . ? N1 Dy1 Dy2 O10 36.1(2) . . . . ? O10 Dy1 Dy2 O7 -1.4(2) . . . . ? O9 Dy1 Dy2 O7 179.3(2) . . . . ? O1W Dy1 Dy2 O7 -48.29(16) . . . . ? O6 Dy1 Dy2 O7 105.66(15) 2 . . . ? O3 Dy1 Dy2 O7 -178.09(16) . . . . ? N4 Dy1 Dy2 O7 -118.42(16) . . . . ? N1 Dy1 Dy2 O7 34.72(17) . . . . ? O10 Dy1 Dy2 O2W -131.8(2) . . . . ? O9 Dy1 Dy2 O2W 49.0(2) . . . . ? O1W Dy1 Dy2 O2W -178.68(16) . . . . ? O6 Dy1 Dy2 O2W -24.73(15) 2 . . . ? O3 Dy1 Dy2 O2W 51.52(16) . . . . ? N4 Dy1 Dy2 O2W 111.19(16) . . . . ? N1 Dy1 Dy2 O2W -95.67(17) . . . . ? O10 Dy1 Dy2 O2 75.8(2) . . . 2_645 ? O9 Dy1 Dy2 O2 -103.4(2) . . . 2_645 ? O1W Dy1 Dy2 O2 28.93(15) . . . 2_645 ? O6 Dy1 Dy2 O2 -177.11(13) 2 . . 2_645 ? O3 Dy1 Dy2 O2 -100.87(15) . . . 2_645 ? N4 Dy1 Dy2 O2 -41.20(15) . . . 2_645 ? N1 Dy1 Dy2 O2 111.95(15) . . . 2_645 ? O10 Dy1 Dy2 N7 146.0(2) . . . . ? O9 Dy1 Dy2 N7 -33.3(2) . . . . ? O1W Dy1 Dy2 N7 99.11(16) . . . . ? O6 Dy1 Dy2 N7 -106.94(15) 2 . . . ? O3 Dy1 Dy2 N7 -30.69(16) . . . . ? N4 Dy1 Dy2 N7 28.97(16) . . . . ? N1 Dy1 Dy2 N7 -177.88(16) . . . . ? O10 Dy1 Dy2 N10 -61.4(2) . . . . ? O9 Dy1 Dy2 N10 119.3(2) . . . . ? O1W Dy1 Dy2 N10 -108.29(16) . . . . ? O6 Dy1 Dy2 N10 45.66(15) 2 . . . ? O3 Dy1 Dy2 N10 121.91(16) . . . . ? N4 Dy1 Dy2 N10 -178.43(16) . . . . ? N1 Dy1 Dy2 N10 -25.28(16) . . . . ? O10 Dy1 O1 C5 17.1(7) . . . . ? O9 Dy1 O1 C5 -146.1(5) . . . . ? O1W Dy1 O1 C5 73.2(5) . . . . ? O6 Dy1 O1 C5 -83.0(5) 2 . . . ? O3 Dy1 O1 C5 -161.3(6) . . . . ? N4 Dy1 O1 C5 141.1(5) . . . . ? N1 Dy1 O1 C5 -10.9(5) . . . . ? O10 Dy1 O3 C10 42.2(6) . . . . ? O9 Dy1 O3 C10 47.5(4) . . . . ? O1 Dy1 O3 C10 -140.0(5) . . . . ? O1W Dy1 O3 C10 -77.6(5) . . . . ? O6 Dy1 O3 C10 130.2(5) 2 . . . ? N4 Dy1 O3 C10 -27.6(4) . . . . ? N1 Dy1 O3 C10 -172.6(4) . . . . ? Dy2 Dy1 O3 C10 46.1(5) . . . . ? O9 Dy2 O5 C15 -20.7(7) . . . . ? O10 Dy2 O5 C15 141.7(5) . . . . ? O7 Dy2 O5 C15 155.7(6) . . . . ? O2W Dy2 O5 C15 -78.2(5) . . . . ? O2 Dy2 O5 C15 76.7(5) 2_645 . . . ? N7 Dy2 O5 C15 5.6(5) . . . . ? N10 Dy2 O5 C15 -146.2(5) . . . . ? O9 Dy2 O7 C20 -44.8(6) . . . . ? O10 Dy2 O7 C20 -46.4(4) . . . . ? O5 Dy2 O7 C20 140.3(5) . . . . ? O2W Dy2 O7 C20 77.1(5) . . . . ? O2 Dy2 O7 C20 -131.3(5) 2_645 . . . ? N7 Dy2 O7 C20 173.7(4) . . . . ? N10 Dy2 O7 C20 28.8(4) . . . . ? Dy1 Dy2 O7 C20 -45.6(5) . . . . ? O10 Dy2 O9 Dy1 0.44(16) . . . . ? O5 Dy2 O9 Dy1 171.63(18) . . . . ? O7 Dy2 O9 Dy1 -1.2(4) . . . . ? O2W Dy2 O9 Dy1 -131.6(2) . . . . ? O2 Dy2 O9 Dy1 79.83(19) 2_645 . . . ? N7 Dy2 O9 Dy1 147.8(2) . . . . ? N10 Dy2 O9 Dy1 -64.4(2) . . . . ? O10 Dy1 O9 Dy2 -0.46(16) . . . . ? O1 Dy1 O9 Dy2 167.8(2) . . . . ? O1W Dy1 O9 Dy2 -61.3(2) . . . . ? O6 Dy1 O9 Dy2 103.5(2) 2 . . . ? O3 Dy1 O9 Dy2 -177.6(2) . . . . ? N4 Dy1 O9 Dy2 -112.1(2) . . . . ? N1 Dy1 O9 Dy2 50.8(3) . . . . ? O9 Dy1 O10 Dy2 0.44(16) . . . . ? O1 Dy1 O10 Dy2 -170.81(18) . . . . ? O1W Dy1 O10 Dy2 134.3(2) . . . . ? O6 Dy1 O10 Dy2 -76.00(19) 2 . . . ? O3 Dy1 O10 Dy2 6.1(4) . . . . ? N4 Dy1 O10 Dy2 66.0(2) . . . . ? N1 Dy1 O10 Dy2 -145.7(2) . . . . ? O9 Dy2 O10 Dy1 -0.46(16) . . . . ? O5 Dy2 O10 Dy1 -167.9(3) . . . . ? O7 Dy2 O10 Dy1 178.7(2) . . . . ? O2W Dy2 O10 Dy1 60.8(2) . . . . ? O2 Dy2 O10 Dy1 -102.53(19) 2_645 . . . ? N7 Dy2 O10 Dy1 -48.4(3) . . . . ? N10 Dy2 O10 Dy1 113.2(2) . . . . ? O10 Dy1 N1 C4 23.5(5) . . . . ? O9 Dy1 N1 C4 -24.7(6) . . . . ? O1 Dy1 N1 C4 -174.9(6) . . . . ? O1W Dy1 N1 C4 105.1(5) . . . . ? O6 Dy1 N1 C4 -80.3(5) 2 . . . ? O3 Dy1 N1 C4 -139.9(5) . . . . ? N4 Dy1 N1 C4 122.5(5) . . . . ? Dy2 Dy1 N1 C4 2.9(5) . . . . ? O10 Dy1 N1 C1 -157.8(4) . . . . ? O9 Dy1 N1 C1 154.0(4) . . . . ? O1 Dy1 N1 C1 3.8(4) . . . . ? O1W Dy1 N1 C1 -76.2(4) . . . . ? O6 Dy1 N1 C1 98.4(4) 2 . . . ? O3 Dy1 N1 C1 38.8(5) . . . . ? N4 Dy1 N1 C1 -58.8(6) . . . . ? Dy2 Dy1 N1 C1 -178.4(4) . . . . ? O10 Dy1 N4 C6 -129.1(4) . . . . ? O9 Dy1 N4 C6 -65.1(4) . . . . ? O1 Dy1 N4 C6 85.2(4) . . . . ? O1W Dy1 N4 C6 156.5(4) . . . . ? O6 Dy1 N4 C6 -9.5(5) 2 . . . ? O3 Dy1 N4 C6 22.6(4) . . . . ? N1 Dy1 N4 C6 138.5(4) . . . . ? Dy2 Dy1 N4 C6 -96.6(4) . . . . ? O10 Dy1 N4 C9 29.2(5) . . . . ? O9 Dy1 N4 C9 93.1(5) . . . . ? O1 Dy1 N4 C9 -116.6(5) . . . . ? O1W Dy1 N4 C9 -45.3(5) . . . . ? O6 Dy1 N4 C9 148.7(4) 2 . . . ? O3 Dy1 N4 C9 -179.2(5) . . . . ? N1 Dy1 N4 C9 -63.3(6) . . . . ? Dy2 Dy1 N4 C9 61.7(5) . . . . ? O9 Dy2 N7 C11 161.8(5) . . . . ? O10 Dy2 N7 C11 -152.7(4) . . . . ? O5 Dy2 N7 C11 -0.4(4) . . . . ? O7 Dy2 N7 C11 -36.2(5) . . . . ? O2W Dy2 N7 C11 80.5(4) . . . . ? O2 Dy2 N7 C11 -94.2(4) 2_645 . . . ? N10 Dy2 N7 C11 62.5(6) . . . . ? Dy1 Dy2 N7 C11 -179.2(4) . . . . ? O9 Dy2 N7 C14 -21.7(5) . . . . ? O10 Dy2 N7 C14 23.8(6) . . . . ? O5 Dy2 N7 C14 176.1(5) . . . . ? O7 Dy2 N7 C14 140.3(5) . . . . ? O2W Dy2 N7 C14 -103.0(5) . . . . ? O2 Dy2 N7 C14 82.3(5) 2_645 . . . ? N10 Dy2 N7 C14 -121.0(5) . . . . ? Dy1 Dy2 N7 C14 -2.7(5) . . . . ? O9 Dy2 N10 C16 126.9(4) . . . . ? O10 Dy2 N10 C16 63.8(4) . . . . ? O5 Dy2 N10 C16 -87.9(4) . . . . ? O7 Dy2 N10 C16 -24.2(4) . . . . ? O2W Dy2 N10 C16 -160.2(4) . . . . ? O2 Dy2 N10 C16 5.1(5) 2_645 . . . ? N7 Dy2 N10 C16 -141.5(4) . . . . ? Dy1 Dy2 N10 C16 95.2(4) . . . . ? O9 Dy2 N10 C19 -31.5(5) . . . . ? O10 Dy2 N10 C19 -94.6(5) . . . . ? O5 Dy2 N10 C19 113.7(5) . . . . ? O7 Dy2 N10 C19 177.3(6) . . . . ? O2W Dy2 N10 C19 41.4(5) . . . . ? O2 Dy2 N10 C19 -153.3(5) 2_645 . . . ? N7 Dy2 N10 C19 60.1(6) . . . . ? Dy1 Dy2 N10 C19 -63.2(5) . . . . ? C4 N1 C1 C2 0.2(9) . . . . ? Dy1 N1 C1 C2 -178.6(5) . . . . ? C4 N1 C1 C5 -180.0(6) . . . . ? Dy1 N1 C1 C5 1.3(6) . . . . ? C3 N2 C2 N3 179.0(7) . . . . ? C3 N2 C2 C1 -2.2(10) . . . . ? N1 C1 C2 N2 1.6(10) . . . . ? C5 C1 C2 N2 -178.3(6) . . . . ? N1 C1 C2 N3 -179.7(7) . . . . ? C5 C1 C2 N3 0.4(11) . . . . ? C2 N2 C3 C4 1.2(11) . . . . ? C1 N1 C4 C3 -1.2(10) . . . . ? Dy1 N1 C4 C3 177.5(5) . . . . ? N2 C3 C4 N1 0.5(11) . . . . ? Dy1 O1 C5 O2 -163.8(4) . . . . ? Dy1 O1 C5 C1 15.7(8) . . . . ? Dy2 O2 C5 O1 15.6(9) 2_655 . . . ? Dy2 O2 C5 C1 -163.9(4) 2_655 . . . ? N1 C1 C5 O1 -9.7(8) . . . . ? C2 C1 C5 O1 170.1(6) . . . . ? N1 C1 C5 O2 169.8(5) . . . . ? C2 C1 C5 O2 -10.4(9) . . . . ? C9 N4 C6 C7 -2.7(9) . . . . ? Dy1 N4 C6 C7 156.8(5) . . . . ? C9 N4 C6 C10 -178.0(5) . . . . ? Dy1 N4 C6 C10 -18.5(6) . . . . ? C8 N5 C7 N6 178.2(7) . . . . ? C8 N5 C7 C6 -0.6(10) . . . . ? N4 C6 C7 N6 -176.2(6) . . . . ? C10 C6 C7 N6 -1.3(10) . . . . ? N4 C6 C7 N5 2.5(9) . . . . ? C10 C6 C7 N5 177.5(6) . . . . ? C7 N5 C8 C9 -1.1(11) . . . . ? C6 N4 C9 C8 1.0(9) . . . . ? Dy1 N4 C9 C8 -156.3(5) . . . . ? N5 C8 C9 N4 1.0(11) . . . . ? Dy1 O3 C10 O4 -152.8(5) . . . . ? Dy1 O3 C10 C6 28.5(7) . . . . ? N4 C6 C10 O4 177.2(6) . . . . ? C7 C6 C10 O4 2.0(9) . . . . ? N4 C6 C10 O3 -4.1(8) . . . . ? C7 C6 C10 O3 -179.2(6) . . . . ? C14 N7 C11 C12 0.5(9) . . . . ? Dy2 N7 C11 C12 177.2(4) . . . . ? C14 N7 C11 C15 179.9(5) . . . . ? Dy2 N7 C11 C15 -3.4(7) . . . . ? C13 N8 C12 N9 -179.9(7) . . . . ? C13 N8 C12 C11 1.3(10) . . . . ? N7 C11 C12 N8 -1.3(9) . . . . ? C15 C11 C12 N8 179.4(6) . . . . ? N7 C11 C12 N9 179.9(6) . . . . ? C15 C11 C12 N9 0.6(10) . . . . ? C12 N8 C13 C14 -0.5(10) . . . . ? C11 N7 C14 C13 0.2(9) . . . . ? Dy2 N7 C14 C13 -176.2(5) . . . . ? N8 C13 C14 N7 -0.2(11) . . . . ? Dy1 O6 C15 O5 -18.1(9) 2_545 . . . ? Dy1 O6 C15 C11 160.9(4) 2_545 . . . ? Dy2 O5 C15 O6 169.6(4) . . . . ? Dy2 O5 C15 C11 -9.4(8) . . . . ? N7 C11 C15 O6 -171.4(5) . . . . ? C12 C11 C15 O6 7.9(9) . . . . ? N7 C11 C15 O5 7.7(8) . . . . ? C12 C11 C15 O5 -173.0(6) . . . . ? C19 N10 C16 C17 3.3(9) . . . . ? Dy2 N10 C16 C17 -156.8(5) . . . . ? C19 N10 C16 C20 -179.5(6) . . . . ? Dy2 N10 C16 C20 20.4(6) . . . . ? C18 N11 C17 N12 -176.1(7) . . . . ? C18 N11 C17 C16 2.7(10) . . . . ? N10 C16 C17 N12 174.6(6) . . . . ? C20 C16 C17 N12 -2.5(10) . . . . ? N10 C16 C17 N11 -4.2(9) . . . . ? C20 C16 C17 N11 178.8(6) . . . . ? C17 N11 C18 C19 -0.5(11) . . . . ? C16 N10 C19 C18 -1.1(10) . . . . ? Dy2 N10 C19 C18 156.0(5) . . . . ? N11 C18 C19 N10 -0.3(12) . . . . ? Dy2 O7 C20 O8 150.5(5) . . . . ? Dy2 O7 C20 C16 -29.5(7) . . . . ? N10 C16 C20 O8 -177.1(6) . . . . ? C17 C16 C20 O8 0.0(9) . . . . ? N10 C16 C20 O7 2.8(8) . . . . ? C17 C16 C20 O7 180.0(6) . . . . ? 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 N3 H3A N2 0.86 2.32 3.179(7) 176.8 3_765 N3 H3B O2 0.86 2.11 2.744(7) 130.0 . N6 H6A N5 0.86 2.31 3.093(7) 151.5 3_666 N6 H6B O4 0.86 2.09 2.727(7) 130.7 . N9 H9A N11 0.86 2.26 3.115(7) 173.2 4_566 N9 H9B O6 0.86 2.09 2.727(7) 130.0 . N12 H12A N8 0.86 2.28 3.083(7) 155.4 4_665 N12 H12B O8 0.86 2.08 2.721(7) 131.1 . O1W H1W1 O8 0.85(5) 1.96(5) 2.789(7) 164(5) 2_655 O1W H1W2 O3 0.85(5) 1.899(18) 2.723(6) 163(5) 2_645 O2W H2W1 O7 0.85(5) 1.98(5) 2.786(6) 159(6) 2 O2W H2W2 O4 0.85(5) 1.98(5) 2.812(7) 163(5) 2_545 O9 H9O O5 0.85(4) 1.98(4) 2.736(6) 148(6) 2 O10 H10O O1 0.85(5) 1.98(3) 2.782(6) 158(7) 2_645 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.497 _refine_diff_density_min -1.716 _refine_diff_density_rms 0.282 #===END data_complex9 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762558' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Er2 N12 O12' _chemical_formula_sum 'C20 H22 Er2 N12 O12' _chemical_formula_weight 957.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6707(19) _cell_length_b 11.308(2) _cell_length_c 24.631(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.62(3) _cell_angle_gamma 90.00 _cell_volume 2688.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 15939 _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 6.290 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.390 _exptl_absorpt_correction_T_max 0.644 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24834 _diffrn_reflns_av_R_equivalents 0.0892 _diffrn_reflns_av_sigmaI/netI 0.0839 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6169 _reflns_number_gt 5076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0620P)^2^+29.7253P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6149 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0784 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1692 _refine_ls_wR_factor_gt 0.1621 _refine_ls_goodness_of_fit_ref 1.190 _refine_ls_restrained_S_all 1.189 _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 Er1 Er 0.64033(4) 0.48326(4) 0.240429(14) 0.01172(14) Uani 1 1 d . . . Er2 Er 0.36138(4) 0.26852(4) 0.255406(13) 0.01169(14) Uani 1 1 d . . . O1W O 0.1587(7) 0.3776(6) 0.2297(3) 0.0235(14) Uani 1 1 d D . . O1 O 0.1821(7) 0.1418(6) 0.2783(3) 0.0217(14) Uani 1 1 d . . . O2W O 0.8462(7) 0.3772(6) 0.2642(3) 0.0220(14) Uani 1 1 d D . . O2 O 0.0012(7) 0.0879(6) 0.3245(2) 0.0206(14) Uani 1 1 d . . . O3 O 0.3945(7) 0.0818(5) 0.2149(2) 0.0177(13) Uani 1 1 d . . . O4 O 0.4999(8) -0.0097(6) 0.1499(3) 0.0254(16) Uani 1 1 d . . . O5 O 0.8170(7) 0.6122(6) 0.2188(3) 0.0219(14) Uani 1 1 d . . . O6 O 1.0049(7) 0.6655(6) 0.1760(3) 0.0217(14) Uani 1 1 d . . . O7 O 0.6074(7) 0.6679(5) 0.2836(2) 0.0169(13) Uani 1 1 d . . . O8 O 0.5082(8) 0.7580(6) 0.3508(3) 0.0275(16) Uani 1 1 d . . . O9 O 0.5718(6) 0.3005(6) 0.2209(3) 0.0171(12) Uani 1 1 d D . . O10 O 0.4322(6) 0.4495(5) 0.2754(2) 0.0154(12) Uani 1 1 d D . . N1 N 0.2585(8) 0.3042(7) 0.3485(3) 0.0173(15) Uani 1 1 d . . . N2 N 0.1470(10) 0.3249(8) 0.4491(3) 0.0272(19) Uani 1 1 d . . . N3 N -0.0067(11) 0.1753(9) 0.4277(4) 0.037(2) Uani 1 1 d . . . H3A H -0.0377 0.1836 0.4595 0.045 Uiso 1 1 calc R . . H3B H -0.0421 0.1228 0.4057 0.045 Uiso 1 1 calc R . . N4 N 0.3248(9) 0.2635(7) 0.1503(3) 0.0182(16) Uani 1 1 d . . . N5 N 0.3842(10) 0.2710(8) 0.0415(3) 0.0273(19) Uani 1 1 d . . . N6 N 0.5041(11) 0.0956(9) 0.0511(3) 0.038(2) Uani 1 1 d . . . H6A H 0.5248 0.1009 0.0177 0.045 Uiso 1 1 calc R . . H6B H 0.5328 0.0363 0.0706 0.045 Uiso 1 1 calc R . . N7 N 0.7426(8) 0.4550(7) 0.1456(3) 0.0177(15) Uani 1 1 d . . . N8 N 0.8567(10) 0.4431(8) 0.0444(3) 0.030(2) Uani 1 1 d . . . N9 N 1.0152(11) 0.5870(9) 0.0708(4) 0.042(3) Uani 1 1 d . . . H9A H 1.0470 0.5823 0.0390 0.050 Uiso 1 1 calc R . . H9B H 1.0515 0.6359 0.0943 0.050 Uiso 1 1 calc R . . N10 N 0.6784(8) 0.4818(7) 0.3441(3) 0.0175(15) Uani 1 1 d . . . N11 N 0.6202(10) 0.4633(8) 0.4522(3) 0.0279(19) Uani 1 1 d . . . N12 N 0.5115(11) 0.6460(9) 0.4486(3) 0.036(2) Uani 1 1 d . . . H12A H 0.4913 0.6374 0.4818 0.043 Uiso 1 1 calc R . . H12B H 0.4866 0.7090 0.4310 0.043 Uiso 1 1 calc R . . C1 C 0.3053(11) 0.3852(9) 0.3844(4) 0.025(2) Uani 1 1 d . . . H1 H 0.3765 0.4359 0.3759 0.030 Uiso 1 1 calc R . . C2 C 0.2491(11) 0.3941(9) 0.4338(4) 0.028(2) Uani 1 1 d . . . H2 H 0.2839 0.4515 0.4580 0.033 Uiso 1 1 calc R . . C3 C 0.0969(10) 0.2446(9) 0.4124(4) 0.0216(19) Uani 1 1 d . . . C4 C 0.1554(10) 0.2339(8) 0.3621(4) 0.0175(18) Uani 1 1 d . . . C5 C 0.1092(9) 0.1475(8) 0.3182(3) 0.0158(17) Uani 1 1 d . . . C6 C 0.2862(12) 0.3548(9) 0.1191(4) 0.029(2) Uani 1 1 d . . . H6 H 0.2402 0.4183 0.1339 0.035 Uiso 1 1 calc R . . C7 C 0.3141(11) 0.3559(10) 0.0647(4) 0.029(2) Uani 1 1 d . . . H7 H 0.2822 0.4193 0.0434 0.035 Uiso 1 1 calc R . . C8 C 0.4272(11) 0.1799(9) 0.0727(4) 0.023(2) Uani 1 1 d . . . C9 C 0.3916(10) 0.1758(8) 0.1286(4) 0.0179(18) Uani 1 1 d . . . C10 C 0.4334(9) 0.0737(7) 0.1668(3) 0.0135(16) Uani 1 1 d . . . C11 C 0.6955(11) 0.3783(9) 0.1080(4) 0.026(2) Uani 1 1 d . . . H11 H 0.6229 0.3277 0.1151 0.031 Uiso 1 1 calc R . . C12 C 0.7543(12) 0.3735(9) 0.0583(4) 0.029(2) Uani 1 1 d . . . H12 H 0.7200 0.3181 0.0331 0.035 Uiso 1 1 calc R . . C13 C 0.9097(11) 0.5187(9) 0.0835(4) 0.025(2) Uani 1 1 d . . . C14 C 0.8484(10) 0.5247(8) 0.1343(4) 0.0186(18) Uani 1 1 d . . . C15 C 0.8944(9) 0.6080(7) 0.1798(3) 0.0146(16) Uani 1 1 d . . . C16 C 0.7136(10) 0.3862(9) 0.3733(4) 0.0227(19) Uani 1 1 d . . . H16 H 0.7568 0.3233 0.3568 0.027 Uiso 1 1 calc R . . C17 C 0.6870(12) 0.3790(10) 0.4275(4) 0.031(2) Uani 1 1 d . . . H17 H 0.7169 0.3127 0.4473 0.037 Uiso 1 1 calc R . . C18 C 0.5830(11) 0.5601(9) 0.4237(4) 0.023(2) Uani 1 1 d . . . C19 C 0.6159(9) 0.5705(7) 0.3683(3) 0.0150(17) Uani 1 1 d . . . C20 C 0.5737(9) 0.6736(8) 0.3324(3) 0.0157(17) Uani 1 1 d . . . H2WA H 0.901(7) 0.404(9) 0.289(3) 0.024 Uiso 1 1 d D . . H1WA H 0.127(10) 0.346(8) 0.2000(18) 0.024 Uiso 1 1 d D . . H1O9 H 0.633(8) 0.248(7) 0.227(5) 0.024 Uiso 1 1 d D . . H2WB H 0.891(7) 0.355(10) 0.238(2) 0.024 Uiso 1 1 d D . . H1O1 H 0.392(11) 0.516(5) 0.275(5) 0.024 Uiso 1 1 d D . . H1WB H 0.111(9) 0.354(9) 0.256(2) 0.024 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 Er1 0.0146(2) 0.0075(2) 0.0132(2) 0.00007(11) 0.00207(16) -0.00059(12) Er2 0.0145(2) 0.0080(2) 0.0128(2) -0.00039(11) 0.00235(16) -0.00085(12) O1W 0.021(3) 0.024(4) 0.025(3) -0.007(3) -0.004(3) -0.002(3) O1 0.027(4) 0.015(3) 0.024(3) -0.006(2) 0.009(3) -0.007(3) O2W 0.021(3) 0.018(4) 0.027(3) -0.004(3) 0.002(3) 0.002(3) O2 0.022(3) 0.023(3) 0.017(3) -0.001(2) 0.004(3) -0.011(3) O3 0.027(4) 0.009(3) 0.017(3) -0.005(2) 0.006(3) -0.004(2) O4 0.034(4) 0.024(4) 0.019(3) -0.006(3) 0.002(3) 0.009(3) O5 0.027(4) 0.018(3) 0.022(3) -0.005(2) 0.012(3) -0.011(3) O6 0.023(3) 0.022(3) 0.021(3) -0.001(3) 0.007(3) -0.010(3) O7 0.029(4) 0.011(3) 0.012(3) -0.002(2) 0.010(3) -0.003(3) O8 0.038(4) 0.023(4) 0.022(3) -0.002(3) 0.004(3) 0.010(3) O9 0.014(3) 0.012(3) 0.026(3) 0.001(2) 0.002(3) 0.000(2) O10 0.015(3) 0.010(3) 0.021(3) 0.001(2) 0.002(2) -0.001(2) N1 0.021(4) 0.017(4) 0.014(3) -0.005(3) 0.002(3) -0.002(3) N2 0.041(5) 0.025(4) 0.016(4) -0.006(3) 0.003(4) 0.000(4) N3 0.050(6) 0.040(6) 0.024(4) -0.007(4) 0.019(4) -0.021(5) N4 0.024(4) 0.017(4) 0.014(3) 0.001(3) -0.001(3) -0.002(3) N5 0.035(5) 0.029(5) 0.018(4) 0.004(3) 0.008(4) 0.003(4) N6 0.068(7) 0.032(5) 0.015(4) 0.005(3) 0.017(4) 0.012(5) N7 0.021(4) 0.017(4) 0.016(3) -0.002(3) 0.003(3) -0.001(3) N8 0.036(5) 0.034(5) 0.020(4) -0.007(3) 0.006(4) -0.009(4) N9 0.053(7) 0.047(6) 0.029(5) -0.013(4) 0.020(5) -0.029(5) N10 0.020(4) 0.012(4) 0.020(4) 0.004(3) -0.001(3) 0.003(3) N11 0.036(5) 0.027(5) 0.021(4) 0.003(3) 0.001(4) 0.000(4) N12 0.058(7) 0.033(5) 0.018(4) 0.003(3) 0.015(4) 0.011(5) C1 0.023(5) 0.027(5) 0.025(5) -0.007(4) -0.001(4) -0.009(4) C2 0.031(6) 0.027(5) 0.024(5) -0.010(4) -0.001(4) -0.005(4) C3 0.022(5) 0.021(5) 0.022(4) -0.001(4) 0.003(4) -0.003(4) C4 0.019(4) 0.013(4) 0.021(4) 0.000(3) 0.005(4) -0.004(3) C5 0.017(4) 0.012(4) 0.019(4) -0.003(3) 0.002(3) -0.003(3) C6 0.036(6) 0.024(5) 0.028(5) 0.005(4) 0.003(5) 0.010(4) C7 0.031(6) 0.030(6) 0.026(5) 0.010(4) 0.005(4) 0.003(4) C8 0.031(5) 0.020(5) 0.018(4) -0.001(3) 0.006(4) -0.005(4) C9 0.018(4) 0.018(4) 0.018(4) 0.004(3) 0.000(4) -0.003(3) C10 0.016(4) 0.010(4) 0.014(4) 0.001(3) -0.001(3) -0.003(3) C11 0.027(5) 0.021(5) 0.030(5) -0.007(4) 0.005(4) -0.008(4) C12 0.036(6) 0.025(5) 0.028(5) -0.013(4) 0.004(5) -0.009(4) C13 0.025(5) 0.027(5) 0.022(5) -0.003(4) 0.003(4) -0.004(4) C14 0.019(4) 0.013(4) 0.024(4) -0.002(3) 0.000(4) -0.002(3) C15 0.015(4) 0.012(4) 0.016(4) -0.002(3) -0.002(3) -0.001(3) C16 0.022(5) 0.024(5) 0.023(4) 0.006(4) 0.003(4) 0.005(4) C17 0.041(6) 0.027(5) 0.025(5) 0.011(4) -0.006(5) 0.001(5) C18 0.030(5) 0.020(5) 0.020(4) 0.001(3) 0.000(4) -0.006(4) C19 0.018(4) 0.012(4) 0.015(4) 0.001(3) 0.000(3) -0.004(3) C20 0.015(4) 0.017(4) 0.014(4) -0.004(3) -0.003(3) -0.004(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 Er1 O9 2.214(6) . ? Er1 O10 2.271(6) . ? Er1 O5 2.333(6) . ? Er1 O2 2.357(6) 2 ? Er1 O2W 2.366(7) . ? Er1 O7 2.373(6) . ? Er1 N10 2.556(8) . ? Er1 N7 2.614(7) . ? Er2 O10 2.204(6) . ? Er2 O9 2.283(6) . ? Er2 O1 2.345(6) . ? Er2 O3 2.366(6) . ? Er2 O6 2.367(6) 2_645 ? Er2 O1W 2.368(7) . ? Er2 N1 2.588(7) . ? Er2 N4 2.592(7) . ? O1W H1WA 0.85(6) . ? O1W H1WB 0.86(7) . ? O1 C5 1.248(11) . ? O2W H2WA 0.84(8) . ? O2W H2WB 0.84(6) . ? O2 C5 1.261(11) . ? O2 Er1 2.357(6) 2_545 ? O3 C10 1.269(10) . ? O4 C10 1.229(11) . ? O5 C15 1.255(11) . ? O6 C15 1.259(11) . ? O6 Er2 2.367(6) 2_655 ? O7 C20 1.267(10) . ? O8 C20 1.247(11) . ? O9 H1O9 0.85(8) . ? O10 H1O1 0.85(7) . ? N1 C1 1.333(11) . ? N1 C4 1.334(12) . ? N2 C2 1.333(14) . ? N2 C3 1.349(12) . ? N3 C3 1.344(13) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.315(12) . ? N4 C6 1.325(12) . ? N5 C7 1.325(14) . ? N5 C8 1.337(13) . ? N6 C8 1.339(14) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C11 1.328(12) . ? N7 C14 1.334(12) . ? N8 C12 1.326(14) . ? N8 C13 1.362(13) . ? N9 C13 1.333(14) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C16 1.331(11) . ? N10 C19 1.331(12) . ? N11 C17 1.322(15) . ? N11 C18 1.337(13) . ? N12 C18 1.360(14) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.368(14) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.401(13) . ? C4 C5 1.504(12) . ? C6 C7 1.384(14) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.441(12) . ? C9 C10 1.527(11) . ? C11 C12 1.383(14) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.421(13) . ? C14 C15 1.508(11) . ? C16 C17 1.378(14) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.426(12) . ? C19 C20 1.505(12) . ? 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 O9 Er1 O10 70.4(2) . . ? O9 Er1 O5 138.3(2) . . ? O10 Er1 O5 150.6(2) . . ? O9 Er1 O2 99.7(2) . 2 ? O10 Er1 O2 81.5(2) . 2 ? O5 Er1 O2 86.2(2) . 2 ? O9 Er1 O2W 79.4(2) . . ? O10 Er1 O2W 125.0(2) . . ? O5 Er1 O2W 75.9(2) . . ? O2 Er1 O2W 149.9(2) 2 . ? O9 Er1 O7 150.6(2) . . ? O10 Er1 O7 80.2(2) . . ? O5 Er1 O7 71.0(2) . . ? O2 Er1 O7 76.9(2) 2 . ? O2W Er1 O7 118.0(2) . . ? O9 Er1 N10 103.5(2) . . ? O10 Er1 N10 72.3(2) . . ? O5 Er1 N10 99.8(2) . . ? O2 Er1 N10 136.2(2) 2 . ? O2W Er1 N10 71.6(2) . . ? O7 Er1 N10 64.8(2) . . ? O9 Er1 N7 79.4(2) . . ? O10 Er1 N7 135.5(2) . . ? O5 Er1 N7 63.1(2) . . ? O2 Er1 N7 72.0(2) 2 . ? O2W Er1 N7 78.4(2) . . ? O7 Er1 N7 125.2(2) . . ? N10 Er1 N7 148.6(2) . . ? O9 Er1 Er2 36.03(17) . . ? O10 Er1 Er2 34.42(15) . . ? O5 Er1 Er2 172.36(15) . . ? O2 Er1 Er2 90.09(17) 2 . ? O2W Er1 Er2 104.62(17) . . ? O7 Er1 Er2 114.66(15) . . ? N10 Er1 Er2 87.47(18) . . ? N7 Er1 Er2 109.36(17) . . ? O10 Er2 O9 70.4(2) . . ? O10 Er2 O1 137.5(2) . . ? O9 Er2 O1 151.2(2) . . ? O10 Er2 O3 151.0(2) . . ? O9 Er2 O3 80.6(2) . . ? O1 Er2 O3 71.2(2) . . ? O10 Er2 O6 98.6(2) . 2_645 ? O9 Er2 O6 83.3(2) . 2_645 ? O1 Er2 O6 84.7(2) . 2_645 ? O3 Er2 O6 77.3(2) . 2_645 ? O10 Er2 O1W 79.4(2) . . ? O9 Er2 O1W 124.1(2) . . ? O1 Er2 O1W 76.7(2) . . ? O3 Er2 O1W 118.9(2) . . ? O6 Er2 O1W 148.5(2) 2_645 . ? O10 Er2 N1 77.8(2) . . ? O9 Er2 N1 135.0(2) . . ? O1 Er2 N1 63.3(2) . . ? O3 Er2 N1 125.6(2) . . ? O6 Er2 N1 70.6(2) 2_645 . ? O1W Er2 N1 78.3(2) . . ? O10 Er2 N4 105.3(2) . . ? O9 Er2 N4 72.6(2) . . ? O1 Er2 N4 99.8(2) . . ? O3 Er2 N4 64.7(2) . . ? O6 Er2 N4 137.4(2) 2_645 . ? O1W Er2 N4 71.7(3) . . ? N1 Er2 N4 148.5(2) . . ? O10 Er2 Er1 35.61(16) . . ? O9 Er2 Er1 34.77(16) . . ? O1 Er2 Er1 171.47(15) . . ? O3 Er2 Er1 115.38(16) . . ? O6 Er2 Er1 91.46(17) 2_645 . ? O1W Er2 Er1 103.30(18) . . ? N1 Er2 Er1 108.21(17) . . ? N4 Er2 Er1 88.20(18) . . ? Er2 O1W H1WA 105(8) . . ? Er2 O1W H1WB 97(8) . . ? H1WA O1W H1WB 110(8) . . ? C5 O1 Er2 128.4(5) . . ? Er1 O2W H2WA 118(7) . . ? Er1 O2W H2WB 115(7) . . ? H2WA O2W H2WB 110(7) . . ? C5 O2 Er1 129.4(6) . 2_545 ? C10 O3 Er2 121.0(5) . . ? C15 O5 Er1 129.2(5) . . ? C15 O6 Er2 129.0(6) . 2_655 ? C20 O7 Er1 121.3(5) . . ? Er1 O9 Er2 109.2(3) . . ? Er1 O9 H1O9 115(8) . . ? Er2 O9 H1O9 117(8) . . ? Er2 O10 Er1 110.0(3) . . ? Er2 O10 H1O1 133(8) . . ? Er1 O10 H1O1 105(8) . . ? C1 N1 C4 118.1(8) . . ? C1 N1 Er2 124.2(6) . . ? C4 N1 Er2 117.7(6) . . ? C2 N2 C3 116.5(8) . . ? C3 N3 H3A 120.0 . . ? C3 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 118.8(8) . . ? C9 N4 Er2 112.4(6) . . ? C6 N4 Er2 125.2(7) . . ? C7 N5 C8 117.3(9) . . ? C8 N6 H6A 120.0 . . ? C8 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C11 N7 C14 118.4(8) . . ? C11 N7 Er1 124.8(6) . . ? C14 N7 Er1 116.9(6) . . ? C12 N8 C13 116.3(9) . . ? C13 N9 H9A 120.0 . . ? C13 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C16 N10 C19 118.5(8) . . ? C16 N10 Er1 124.1(6) . . ? C19 N10 Er1 113.7(5) . . ? C17 N11 C18 118.1(9) . . ? C18 N12 H12A 120.0 . . ? C18 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 120.2(9) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? N2 C2 C1 123.5(9) . . ? N2 C2 H2 118.3 . . ? C1 C2 H2 118.3 . . ? N3 C3 N2 116.5(9) . . ? N3 C3 C4 123.2(9) . . ? N2 C3 C4 120.2(9) . . ? N1 C4 C3 121.4(8) . . ? N1 C4 C5 113.6(8) . . ? C3 C4 C5 125.0(8) . . ? O1 C5 O2 125.7(8) . . ? O1 C5 C4 116.3(8) . . ? O2 C5 C4 118.0(8) . . ? N4 C6 C7 120.1(10) . . ? N4 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? N5 C7 C6 123.3(9) . . ? N5 C7 H7 118.4 . . ? C6 C7 H7 118.4 . . ? N5 C8 N6 118.6(9) . . ? N5 C8 C9 119.4(9) . . ? N6 C8 C9 122.0(9) . . ? N4 C9 C8 121.1(8) . . ? N4 C9 C10 116.0(8) . . ? C8 C9 C10 122.9(8) . . ? O4 C10 O3 124.3(8) . . ? O4 C10 C9 119.7(8) . . ? O3 C10 C9 116.0(7) . . ? N7 C11 C12 120.0(9) . . ? N7 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? N8 C12 C11 124.1(9) . . ? N8 C12 H12 117.9 . . ? C11 C12 H12 117.9 . . ? N9 C13 N8 117.2(9) . . ? N9 C13 C14 123.2(9) . . ? N8 C13 C14 119.5(9) . . ? N7 C14 C13 121.5(8) . . ? N7 C14 C15 114.1(8) . . ? C13 C14 C15 124.3(8) . . ? O5 C15 O6 125.9(8) . . ? O5 C15 C14 115.4(8) . . ? O6 C15 C14 118.7(8) . . ? N10 C16 C17 120.9(9) . . ? N10 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? N11 C17 C16 122.1(9) . . ? N11 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? N11 C18 N12 118.5(9) . . ? N11 C18 C19 120.1(9) . . ? N12 C18 C19 121.5(9) . . ? N10 C19 C18 120.1(8) . . ? N10 C19 C20 115.7(7) . . ? C18 C19 C20 123.9(8) . . ? O8 C20 O7 123.5(8) . . ? O8 C20 C19 120.3(8) . . ? O7 C20 C19 116.2(8) . . ? 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 O9 Er1 Er2 O10 178.9(4) . . . . ? O2 Er1 Er2 O10 -74.6(3) 2 . . . ? O2W Er1 Er2 O10 131.9(3) . . . . ? O7 Er1 Er2 O10 1.0(3) . . . . ? N10 Er1 Er2 O10 61.6(3) . . . . ? N7 Er1 Er2 O10 -145.5(3) . . . . ? O10 Er1 Er2 O9 -178.9(4) . . . . ? O2 Er1 Er2 O9 106.5(3) 2 . . . ? O2W Er1 Er2 O9 -47.0(3) . . . . ? O7 Er1 Er2 O9 -177.9(3) . . . . ? N10 Er1 Er2 O9 -117.2(3) . . . . ? N7 Er1 Er2 O9 35.6(3) . . . . ? O9 Er1 Er2 O3 -0.5(3) . . . . ? O10 Er1 Er2 O3 -179.4(3) . . . . ? O2 Er1 Er2 O3 106.0(2) 2 . . . ? O2W Er1 Er2 O3 -47.5(2) . . . . ? O7 Er1 Er2 O3 -178.4(2) . . . . ? N10 Er1 Er2 O3 -117.7(2) . . . . ? N7 Er1 Er2 O3 35.1(2) . . . . ? O9 Er1 Er2 O6 76.1(3) . . . 2_645 ? O10 Er1 Er2 O6 -102.8(3) . . . 2_645 ? O2 Er1 Er2 O6 -177.4(2) 2 . . 2_645 ? O2W Er1 Er2 O6 29.1(2) . . . 2_645 ? O7 Er1 Er2 O6 -101.8(2) . . . 2_645 ? N10 Er1 Er2 O6 -41.1(2) . . . 2_645 ? N7 Er1 Er2 O6 111.7(2) . . . 2_645 ? O9 Er1 Er2 O1W -131.9(3) . . . . ? O10 Er1 Er2 O1W 49.2(3) . . . . ? O2 Er1 Er2 O1W -25.5(2) 2 . . . ? O2W Er1 Er2 O1W -179.0(2) . . . . ? O7 Er1 Er2 O1W 50.2(2) . . . . ? N10 Er1 Er2 O1W 110.8(2) . . . . ? N7 Er1 Er2 O1W -96.3(3) . . . . ? O9 Er1 Er2 N1 146.1(3) . . . . ? O10 Er1 Er2 N1 -32.7(3) . . . . ? O2 Er1 Er2 N1 -107.4(2) 2 . . . ? O2W Er1 Er2 N1 99.1(2) . . . . ? O7 Er1 Er2 N1 -31.7(2) . . . . ? N10 Er1 Er2 N1 28.9(3) . . . . ? N7 Er1 Er2 N1 -178.2(2) . . . . ? O9 Er1 Er2 N4 -61.3(3) . . . . ? O10 Er1 Er2 N4 119.9(3) . . . . ? O2 Er1 Er2 N4 45.2(2) 2 . . . ? O2W Er1 Er2 N4 -108.3(2) . . . . ? O7 Er1 Er2 N4 120.8(2) . . . . ? N10 Er1 Er2 N4 -178.5(2) . . . . ? N7 Er1 Er2 N4 -25.7(3) . . . . ? O10 Er2 O1 C5 -19.4(9) . . . . ? O9 Er2 O1 C5 143.2(7) . . . . ? O3 Er2 O1 C5 155.8(8) . . . . ? O6 Er2 O1 C5 77.5(8) 2_645 . . . ? O1W Er2 O1 C5 -77.0(8) . . . . ? N1 Er2 O1 C5 6.5(7) . . . . ? N4 Er2 O1 C5 -145.3(8) . . . . ? O10 Er2 O3 C10 -47.6(9) . . . . ? O9 Er2 O3 C10 -47.1(6) . . . . ? O1 Er2 O3 C10 139.0(7) . . . . ? O6 Er2 O3 C10 -132.3(7) 2_645 . . . ? O1W Er2 O3 C10 76.7(7) . . . . ? N1 Er2 O3 C10 173.2(6) . . . . ? N4 Er2 O3 C10 27.9(6) . . . . ? Er1 Er2 O3 C10 -46.8(7) . . . . ? O9 Er1 O5 C15 18.5(9) . . . . ? O10 Er1 O5 C15 -146.9(7) . . . . ? O2 Er1 O5 C15 -81.8(8) 2 . . . ? O2W Er1 O5 C15 73.9(8) . . . . ? O7 Er1 O5 C15 -159.3(8) . . . . ? N10 Er1 O5 C15 141.9(8) . . . . ? N7 Er1 O5 C15 -10.1(7) . . . . ? O9 Er1 O7 C20 46.1(9) . . . . ? O10 Er1 O7 C20 49.2(7) . . . . ? O5 Er1 O7 C20 -137.0(7) . . . . ? O2 Er1 O7 C20 132.6(7) 2 . . . ? O2W Er1 O7 C20 -75.4(7) . . . . ? N10 Er1 O7 C20 -25.7(6) . . . . ? N7 Er1 O7 C20 -171.0(6) . . . . ? Er2 Er1 O7 C20 48.6(7) . . . . ? O10 Er1 O9 Er2 0.7(2) . . . . ? O5 Er1 O9 Er2 -171.8(3) . . . . ? O2 Er1 O9 Er2 -76.6(3) 2 . . . ? O2W Er1 O9 Er2 133.9(3) . . . . ? O7 Er1 O9 Er2 3.9(6) . . . . ? N10 Er1 O9 Er2 66.0(3) . . . . ? N7 Er1 O9 Er2 -146.0(3) . . . . ? O10 Er2 O9 Er1 -0.7(2) . . . . ? O1 Er2 O9 Er1 -168.3(3) . . . . ? O3 Er2 O9 Er1 179.6(3) . . . . ? O6 Er2 O9 Er1 -102.3(3) 2_645 . . . ? O1W Er2 O9 Er1 60.9(3) . . . . ? N1 Er2 O9 Er1 -48.4(4) . . . . ? N4 Er2 O9 Er1 113.3(3) . . . . ? O9 Er2 O10 Er1 0.7(2) . . . . ? O1 Er2 O10 Er1 171.9(3) . . . . ? O3 Er2 O10 Er1 1.2(6) . . . . ? O6 Er2 O10 Er1 80.4(3) 2_645 . . . ? O1W Er2 O10 Er1 -131.5(3) . . . . ? N1 Er2 O10 Er1 148.3(3) . . . . ? N4 Er2 O10 Er1 -64.0(3) . . . . ? O9 Er1 O10 Er2 -0.7(2) . . . . ? O5 Er1 O10 Er2 169.0(3) . . . . ? O2 Er1 O10 Er2 102.8(3) 2 . . . ? O2W Er1 O10 Er2 -61.6(3) . . . . ? O7 Er1 O10 Er2 -179.1(3) . . . . ? N10 Er1 O10 Er2 -112.6(3) . . . . ? N7 Er1 O10 Er2 49.6(4) . . . . ? O10 Er2 N1 C1 -20.9(7) . . . . ? O9 Er2 N1 C1 24.6(9) . . . . ? O1 Er2 N1 C1 176.7(8) . . . . ? O3 Er2 N1 C1 140.2(7) . . . . ? O6 Er2 N1 C1 82.9(8) 2_645 . . . ? O1W Er2 N1 C1 -102.4(8) . . . . ? N4 Er2 N1 C1 -120.3(8) . . . . ? Er1 Er2 N1 C1 -2.1(8) . . . . ? O10 Er2 N1 C4 161.7(7) . . . . ? O9 Er2 N1 C4 -152.8(6) . . . . ? O1 Er2 N1 C4 -0.7(6) . . . . ? O3 Er2 N1 C4 -37.2(8) . . . . ? O6 Er2 N1 C4 -94.5(7) 2_645 . . . ? O1W Er2 N1 C4 80.2(7) . . . . ? N4 Er2 N1 C4 62.2(9) . . . . ? Er1 Er2 N1 C4 -179.5(6) . . . . ? O10 Er2 N4 C9 127.0(6) . . . . ? O9 Er2 N4 C9 63.8(6) . . . . ? O1 Er2 N4 C9 -87.6(7) . . . . ? O3 Er2 N4 C9 -23.9(6) . . . . ? O6 Er2 N4 C9 5.2(8) 2_645 . . . ? O1W Er2 N4 C9 -159.9(7) . . . . ? N1 Er2 N4 C9 -141.4(6) . . . . ? Er1 Er2 N4 C9 95.4(6) . . . . ? O10 Er2 N4 C6 -31.2(9) . . . . ? O9 Er2 N4 C6 -94.4(9) . . . . ? O1 Er2 N4 C6 114.3(8) . . . . ? O3 Er2 N4 C6 178.0(9) . . . . ? O6 Er2 N4 C6 -153.0(8) 2_645 . . . ? O1W Er2 N4 C6 41.9(8) . . . . ? N1 Er2 N4 C6 60.4(10) . . . . ? Er1 Er2 N4 C6 -62.8(8) . . . . ? O9 Er1 N7 C11 23.3(8) . . . . ? O10 Er1 N7 C11 -24.2(9) . . . . ? O5 Er1 N7 C11 -175.6(9) . . . . ? O2 Er1 N7 C11 -80.6(8) 2 . . . ? O2W Er1 N7 C11 104.5(8) . . . . ? O7 Er1 N7 C11 -139.2(7) . . . . ? N10 Er1 N7 C11 121.9(8) . . . . ? Er2 Er1 N7 C11 2.9(8) . . . . ? O9 Er1 N7 C14 -157.8(7) . . . . ? O10 Er1 N7 C14 154.7(6) . . . . ? O5 Er1 N7 C14 3.3(6) . . . . ? O2 Er1 N7 C14 98.3(7) 2 . . . ? O2W Er1 N7 C14 -76.6(7) . . . . ? O7 Er1 N7 C14 39.7(7) . . . . ? N10 Er1 N7 C14 -59.1(9) . . . . ? Er2 Er1 N7 C14 -178.2(6) . . . . ? O9 Er1 N10 C16 28.3(8) . . . . ? O10 Er1 N10 C16 92.3(8) . . . . ? O5 Er1 N10 C16 -116.9(8) . . . . ? O2 Er1 N10 C16 148.3(7) 2 . . . ? O2W Er1 N10 C16 -45.5(7) . . . . ? O7 Er1 N10 C16 179.7(8) . . . . ? N7 Er1 N10 C16 -63.5(9) . . . . ? Er2 Er1 N10 C16 60.8(7) . . . . ? O9 Er1 N10 C19 -129.7(6) . . . . ? O10 Er1 N10 C19 -65.7(6) . . . . ? O5 Er1 N10 C19 85.1(6) . . . . ? O2 Er1 N10 C19 -9.7(8) 2 . . . ? O2W Er1 N10 C19 156.5(7) . . . . ? O7 Er1 N10 C19 21.7(6) . . . . ? N7 Er1 N10 C19 138.5(6) . . . . ? Er2 Er1 N10 C19 -97.1(6) . . . . ? C4 N1 C1 C2 0.6(15) . . . . ? Er2 N1 C1 C2 -176.8(8) . . . . ? C3 N2 C2 C1 -1.5(16) . . . . ? N1 C1 C2 N2 0.0(17) . . . . ? C2 N2 C3 N3 -179.5(10) . . . . ? C2 N2 C3 C4 2.4(14) . . . . ? C1 N1 C4 C3 0.3(14) . . . . ? Er2 N1 C4 C3 177.9(7) . . . . ? C1 N1 C4 C5 179.0(8) . . . . ? Er2 N1 C4 C5 -3.5(10) . . . . ? N3 C3 C4 N1 -179.8(10) . . . . ? N2 C3 C4 N1 -1.9(15) . . . . ? N3 C3 C4 C5 1.7(16) . . . . ? N2 C3 C4 C5 179.6(9) . . . . ? Er2 O1 C5 O2 168.9(7) . . . . ? Er2 O1 C5 C4 -10.7(12) . . . . ? Er1 O2 C5 O1 -17.5(14) 2_545 . . . ? Er1 O2 C5 C4 162.1(6) 2_545 . . . ? N1 C4 C5 O1 8.5(12) . . . . ? C3 C4 C5 O1 -172.9(9) . . . . ? N1 C4 C5 O2 -171.1(8) . . . . ? C3 C4 C5 O2 7.5(14) . . . . ? C9 N4 C6 C7 1.1(15) . . . . ? Er2 N4 C6 C7 158.0(8) . . . . ? C8 N5 C7 C6 1.0(17) . . . . ? N4 C6 C7 N5 -2.9(18) . . . . ? C7 N5 C8 N6 -176.8(10) . . . . ? C7 N5 C8 C9 2.4(15) . . . . ? C6 N4 C9 C8 2.3(14) . . . . ? Er2 N4 C9 C8 -157.5(7) . . . . ? C6 N4 C9 C10 179.8(8) . . . . ? Er2 N4 C9 C10 20.1(9) . . . . ? N5 C8 C9 N4 -4.2(14) . . . . ? N6 C8 C9 N4 174.9(10) . . . . ? N5 C8 C9 C10 178.5(9) . . . . ? N6 C8 C9 C10 -2.5(15) . . . . ? Er2 O3 C10 O4 152.0(7) . . . . ? Er2 O3 C10 C9 -28.4(10) . . . . ? N4 C9 C10 O4 -177.7(8) . . . . ? C8 C9 C10 O4 -0.2(13) . . . . ? N4 C9 C10 O3 2.7(12) . . . . ? C8 C9 C10 O3 -179.8(8) . . . . ? C14 N7 C11 C12 -1.2(15) . . . . ? Er1 N7 C11 C12 177.7(8) . . . . ? C13 N8 C12 C11 3.6(17) . . . . ? N7 C11 C12 N8 -0.9(18) . . . . ? C12 N8 C13 N9 178.2(11) . . . . ? C12 N8 C13 C14 -4.2(15) . . . . ? C11 N7 C14 C13 0.4(14) . . . . ? Er1 N7 C14 C13 -178.6(7) . . . . ? C11 N7 C14 C15 -179.7(8) . . . . ? Er1 N7 C14 C15 1.3(10) . . . . ? N9 C13 C14 N7 179.8(10) . . . . ? N8 C13 C14 N7 2.3(15) . . . . ? N9 C13 C14 C15 -0.1(16) . . . . ? N8 C13 C14 C15 -177.5(9) . . . . ? Er1 O5 C15 O6 -164.8(7) . . . . ? Er1 O5 C15 C14 14.4(11) . . . . ? Er2 O6 C15 O5 14.8(13) 2_655 . . . ? Er2 O6 C15 C14 -164.4(6) 2_655 . . . ? N7 C14 C15 O5 -8.9(12) . . . . ? C13 C14 C15 O5 171.0(9) . . . . ? N7 C14 C15 O6 170.3(8) . . . . ? C13 C14 C15 O6 -9.8(14) . . . . ? C19 N10 C16 C17 -0.4(14) . . . . ? Er1 N10 C16 C17 -157.4(8) . . . . ? C18 N11 C17 C16 -2.7(17) . . . . ? N10 C16 C17 N11 3.2(17) . . . . ? C17 N11 C18 N12 178.6(10) . . . . ? C17 N11 C18 C19 -0.2(15) . . . . ? C16 N10 C19 C18 -2.5(13) . . . . ? Er1 N10 C19 C18 156.8(7) . . . . ? C16 N10 C19 C20 -177.5(8) . . . . ? Er1 N10 C19 C20 -18.2(9) . . . . ? N11 C18 C19 N10 2.9(14) . . . . ? N12 C18 C19 N10 -175.8(10) . . . . ? N11 C18 C19 C20 177.5(9) . . . . ? N12 C18 C19 C20 -1.3(15) . . . . ? Er1 O7 C20 O8 -153.1(7) . . . . ? Er1 O7 C20 C19 26.3(10) . . . . ? N10 C19 C20 O8 176.3(8) . . . . ? C18 C19 C20 O8 1.5(13) . . . . ? N10 C19 C20 O7 -3.1(12) . . . . ? C18 C19 C20 O7 -177.9(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A N5 0.86 2.26 3.115(12) 173.1 4_566 N3 H3B O2 0.86 2.11 2.732(11) 129.2 . N6 H6A N2 0.86 2.28 3.076(12) 153.6 4_665 N6 H6B O4 0.86 2.07 2.713(11) 131.3 . N9 H9A N8 0.86 2.33 3.185(12) 175.5 3_765 N9 H9B O6 0.86 2.12 2.749(11) 129.9 . N12 H12A N11 0.86 2.31 3.084(13) 150.7 3_666 N12 H12B O8 0.86 2.07 2.719(11) 131.2 . O2W H2WA O4 0.84(8) 1.99(8) 2.816(10) 169(9) 2_655 O1W H1WA O8 0.85(6) 2.02(4) 2.821(10) 157(8) 2_545 O9 H1O9 O5 0.85(8) 2.07(7) 2.774(9) 139(10) 2_645 O2W H2WB O7 0.84(6) 2.18(10) 2.693(9) 119(9) 2_645 O2W H2WB O1W 0.84(6) 2.62(7) 3.191(10) 126(7) 1_655 O10 H1O1 O1 0.85(7) 2.03(7) 2.741(9) 141(10) 2 O1W H1WB O2W 0.86(7) 2.60(9) 3.191(10) 128(9) 1_455 O1W H1WB N1 0.86(7) 2.68(9) 3.135(10) 115(8) . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.788 _refine_diff_density_min -2.1 _refine_diff_density_rms 0.350 #===END data_complex10 #TrackingRef '- cif.cif' _database_code_depnum_ccdc_archive 'CCDC 762559' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 N12 O12 Y2' _chemical_formula_sum 'C20 H22 N12 O12 Y2' _chemical_formula_weight 800.32 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' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6707(19) _cell_length_b 11.308(2) _cell_length_c 24.631(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.62(3) _cell_angle_gamma 90.00 _cell_volume 2688.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 15150 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 24.98 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.978 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 4.385 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4595 _exptl_absorpt_correction_T_max 0.6441 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20646 _diffrn_reflns_av_R_equivalents 0.0599 _diffrn_reflns_av_sigmaI/netI 0.0480 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4732 _reflns_number_gt 3421 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.1077P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4732 _refine_ls_number_parameters 433 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1635 _refine_ls_wR_factor_gt 0.1362 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.64029(5) 0.48328(5) 0.240058(18) 0.0146(2) Uani 1 1 d . . . Y2 Y 0.36152(5) 0.26831(5) 0.255253(18) 0.0148(2) Uani 1 1 d . . . O1W O 0.1594(4) 0.3779(4) 0.22844(17) 0.0267(9) Uani 1 1 d D . . O1 O 0.1816(4) 0.1425(4) 0.27831(15) 0.0251(9) Uani 1 1 d . . . O2W O 0.8462(4) 0.3784(4) 0.26384(16) 0.0264(10) Uani 1 1 d D . . O2 O 0.0014(4) 0.0879(4) 0.32491(14) 0.0254(9) Uani 1 1 d . . . O3 O 0.3926(4) 0.0826(3) 0.21426(14) 0.0221(9) Uani 1 1 d . . . O4 O 0.5008(4) -0.0109(4) 0.15021(15) 0.0256(9) Uani 1 1 d . . . O5 O 0.8168(4) 0.6136(4) 0.21782(15) 0.0253(9) Uani 1 1 d . . . O6 O 1.0051(4) 0.6651(3) 0.17591(15) 0.0235(9) Uani 1 1 d . . . O7 O 0.6099(4) 0.6668(3) 0.28398(13) 0.0198(8) Uani 1 1 d . . . O8 O 0.5086(4) 0.7580(4) 0.35066(15) 0.0264(10) Uani 1 1 d . . . O9 O 0.5717(4) 0.3005(3) 0.22062(15) 0.0193(8) Uani 1 1 d D . . O10 O 0.4321(4) 0.4496(3) 0.27465(15) 0.0198(8) Uani 1 1 d D . . N1 N 0.2589(4) 0.3053(4) 0.34813(18) 0.0203(10) Uani 1 1 d . . . N2 N 0.1477(5) 0.3258(5) 0.44917(19) 0.0286(12) Uani 1 1 d . . . N3 N -0.0064(6) 0.1768(5) 0.4279(2) 0.0426(15) Uani 1 1 d . . . H3A H -0.0378 0.1863 0.4595 0.051 Uiso 1 1 calc R . . H3B H -0.0419 0.1238 0.4062 0.051 Uiso 1 1 calc R . . N4 N 0.3243(5) 0.2627(4) 0.14962(18) 0.0214(11) Uani 1 1 d . . . N5 N 0.3850(5) 0.2705(5) 0.04118(19) 0.0291(12) Uani 1 1 d . . . N6 N 0.5053(6) 0.0949(5) 0.05084(19) 0.0359(13) Uani 1 1 d . . . H6A H 0.5267 0.1014 0.0176 0.043 Uiso 1 1 calc R . . H6B H 0.5339 0.0350 0.0699 0.043 Uiso 1 1 calc R . . N7 N 0.7432(4) 0.4554(4) 0.14491(17) 0.0194(10) Uani 1 1 d . . . N8 N 0.8574(5) 0.4423(5) 0.04431(19) 0.0310(12) Uani 1 1 d . . . N9 N 1.0155(6) 0.5874(5) 0.0704(2) 0.0416(15) Uani 1 1 d . . . H9A H 1.0493 0.5811 0.0391 0.050 Uiso 1 1 calc R . . H9B H 1.0505 0.6372 0.0938 0.050 Uiso 1 1 calc R . . N10 N 0.6780(5) 0.4819(4) 0.34438(17) 0.0204(10) Uani 1 1 d . . . N11 N 0.6194(5) 0.4642(5) 0.45238(18) 0.0297(12) Uani 1 1 d . . . N12 N 0.5128(6) 0.6453(5) 0.44859(19) 0.0365(13) Uani 1 1 d . . . H12A H 0.4936 0.6354 0.4819 0.044 Uiso 1 1 calc R . . H12B H 0.4873 0.7089 0.4316 0.044 Uiso 1 1 calc R . . C1 C 0.3062(6) 0.3861(5) 0.3845(2) 0.0273(14) Uani 1 1 d . . . H1 H 0.3781 0.4363 0.3763 0.033 Uiso 1 1 calc R . . C2 C 0.2488(6) 0.3950(5) 0.4339(2) 0.0292(14) Uani 1 1 d . . . H2 H 0.2827 0.4529 0.4580 0.035 Uiso 1 1 calc R . . C3 C 0.0980(6) 0.2446(5) 0.4125(2) 0.0241(13) Uani 1 1 d . . . C4 C 0.1557(6) 0.2349(5) 0.3618(2) 0.0213(13) Uani 1 1 d . . . C5 C 0.1082(5) 0.1487(5) 0.3180(2) 0.0179(12) Uani 1 1 d . . . C6 C 0.2856(6) 0.3537(6) 0.1177(2) 0.0319(15) Uani 1 1 d . . . H6 H 0.2385 0.4170 0.1322 0.038 Uiso 1 1 calc R . . C7 C 0.3146(7) 0.3550(6) 0.0637(2) 0.0339(15) Uani 1 1 d . . . H7 H 0.2831 0.4183 0.0422 0.041 Uiso 1 1 calc R . . C8 C 0.4269(6) 0.1785(6) 0.0730(2) 0.0255(14) Uani 1 1 d . . . C9 C 0.3915(5) 0.1734(5) 0.1281(2) 0.0186(12) Uani 1 1 d . . . C10 C 0.4319(5) 0.0733(5) 0.1667(2) 0.0198(12) Uani 1 1 d . . . C11 C 0.6971(6) 0.3788(5) 0.1071(2) 0.0264(13) Uani 1 1 d . . . H11 H 0.6254 0.3274 0.1143 0.032 Uiso 1 1 calc R . . C12 C 0.7531(7) 0.3743(6) 0.0579(2) 0.0342(15) Uani 1 1 d . . . H12 H 0.7164 0.3205 0.0324 0.041 Uiso 1 1 calc R . . C13 C 0.9077(6) 0.5190(5) 0.0829(2) 0.0240(13) Uani 1 1 d . . . C14 C 0.8484(5) 0.5252(5) 0.1338(2) 0.0187(12) Uani 1 1 d . . . C15 C 0.8950(5) 0.6082(5) 0.17927(19) 0.0175(12) Uani 1 1 d . . . C16 C 0.7146(6) 0.3866(5) 0.3738(2) 0.0269(13) Uani 1 1 d . . . H16 H 0.7592 0.3241 0.3577 0.032 Uiso 1 1 calc R . . C17 C 0.6867(7) 0.3802(6) 0.4274(2) 0.0318(15) Uani 1 1 d . . . H17 H 0.7163 0.3139 0.4473 0.038 Uiso 1 1 calc R . . C18 C 0.5830(6) 0.5613(5) 0.4230(2) 0.0219(13) Uani 1 1 d . . . C19 C 0.6148(6) 0.5701(5) 0.3686(2) 0.0218(13) Uani 1 1 d . . . C20 C 0.5752(5) 0.6740(5) 0.3325(2) 0.0184(12) Uani 1 1 d . . . H2W1 H 0.906(4) 0.401(4) 0.2885(17) 0.028 Uiso 1 1 d D . . H1W1 H 0.094(4) 0.351(4) 0.2076(19) 0.028 Uiso 1 1 d D . . H1O9 H 0.619(5) 0.239(3) 0.229(2) 0.028 Uiso 1 1 d D . . H2W2 H 0.867(5) 0.309(2) 0.253(2) 0.028 Uiso 1 1 d D . . H1O1 H 0.376(5) 0.506(4) 0.268(2) 0.028 Uiso 1 1 d D . . H1W2 H 0.134(5) 0.440(3) 0.244(2) 0.028 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 Y1 0.0159(3) 0.0132(3) 0.0152(3) -0.00003(18) 0.0037(2) -0.00047(19) Y2 0.0164(3) 0.0132(3) 0.0152(3) -0.00020(18) 0.0037(2) -0.00121(19) O1W 0.021(2) 0.024(2) 0.034(2) -0.0075(18) -0.0008(18) 0.0054(18) O1 0.026(2) 0.026(2) 0.025(2) -0.0087(17) 0.0151(17) -0.0107(18) O2W 0.022(2) 0.023(3) 0.033(2) -0.0081(18) -0.0051(18) 0.0054(17) O2 0.028(2) 0.032(3) 0.0173(19) -0.0031(17) 0.0094(16) -0.0099(19) O3 0.037(2) 0.015(2) 0.0151(18) 0.0012(15) 0.0088(17) -0.0021(18) O4 0.029(2) 0.023(2) 0.024(2) -0.0026(17) 0.0023(18) 0.0080(18) O5 0.032(2) 0.025(2) 0.0199(19) -0.0063(17) 0.0118(17) -0.0083(18) O6 0.022(2) 0.027(2) 0.023(2) -0.0065(16) 0.0087(16) -0.0128(18) O7 0.032(2) 0.016(2) 0.0130(18) 0.0011(14) 0.0091(16) -0.0005(17) O8 0.029(2) 0.027(2) 0.024(2) -0.0001(17) 0.0058(18) 0.0088(19) O9 0.0151(19) 0.016(2) 0.028(2) -0.0027(16) 0.0068(16) -0.0014(16) O10 0.024(2) 0.013(2) 0.0225(19) 0.0008(15) 0.0029(16) -0.0044(16) N1 0.018(2) 0.020(3) 0.023(2) -0.0043(19) 0.002(2) -0.001(2) N2 0.033(3) 0.035(3) 0.019(2) -0.003(2) 0.009(2) -0.003(2) N3 0.047(3) 0.054(4) 0.029(3) -0.016(3) 0.022(3) -0.025(3) N4 0.024(2) 0.020(3) 0.021(2) 0.0047(19) 0.002(2) 0.001(2) N5 0.033(3) 0.035(3) 0.019(2) 0.006(2) 0.004(2) 0.001(2) N6 0.057(3) 0.032(3) 0.021(2) 0.000(2) 0.019(2) 0.009(3) N7 0.016(2) 0.022(3) 0.021(2) -0.0029(19) 0.0030(19) -0.007(2) N8 0.036(3) 0.034(3) 0.024(2) -0.007(2) 0.007(2) 0.000(3) N9 0.047(3) 0.053(4) 0.027(3) -0.016(3) 0.020(3) -0.025(3) N10 0.017(2) 0.024(3) 0.019(2) 0.0050(19) 0.0019(19) -0.001(2) N11 0.035(3) 0.036(3) 0.017(2) 0.007(2) 0.001(2) -0.003(3) N12 0.062(4) 0.031(3) 0.019(2) 0.002(2) 0.020(2) 0.009(3) C1 0.027(3) 0.028(4) 0.027(3) -0.007(3) -0.006(3) -0.012(3) C2 0.036(3) 0.028(4) 0.023(3) -0.009(3) -0.005(3) -0.008(3) C3 0.028(3) 0.028(4) 0.017(3) -0.005(2) 0.003(2) -0.003(3) C4 0.021(3) 0.021(3) 0.021(3) -0.002(2) -0.001(2) -0.001(2) C5 0.018(3) 0.021(3) 0.015(3) 0.001(2) 0.003(2) -0.002(2) C6 0.034(3) 0.035(4) 0.027(3) 0.003(3) 0.009(3) 0.008(3) C7 0.040(4) 0.032(4) 0.029(3) 0.006(3) 0.001(3) 0.004(3) C8 0.027(3) 0.032(4) 0.017(3) 0.000(2) 0.003(2) -0.008(3) C9 0.018(3) 0.024(3) 0.013(3) -0.003(2) 0.004(2) 0.001(2) C10 0.020(3) 0.024(3) 0.015(3) -0.003(2) -0.002(2) -0.004(2) C11 0.022(3) 0.031(4) 0.026(3) -0.009(3) 0.000(2) -0.005(3) C12 0.042(4) 0.031(4) 0.029(3) -0.010(3) 0.002(3) -0.011(3) C13 0.025(3) 0.026(4) 0.021(3) -0.003(2) 0.006(2) -0.005(3) C14 0.017(3) 0.021(3) 0.018(3) -0.002(2) 0.001(2) 0.003(2) C15 0.021(3) 0.019(3) 0.012(2) 0.000(2) 0.000(2) 0.004(2) C16 0.027(3) 0.021(3) 0.033(3) 0.003(3) 0.006(3) 0.007(3) C17 0.042(4) 0.029(4) 0.024(3) 0.006(3) -0.005(3) -0.003(3) C18 0.019(3) 0.027(3) 0.020(3) 0.000(2) 0.002(2) -0.005(2) C19 0.028(3) 0.022(3) 0.016(3) -0.001(2) 0.000(2) -0.002(3) C20 0.019(3) 0.019(3) 0.018(3) -0.002(2) 0.003(2) 0.000(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 Y1 O9 2.214(4) . ? Y1 O10 2.268(4) . ? Y1 O5 2.346(4) . ? Y1 O2 2.358(4) 2 ? Y1 O2W 2.360(4) . ? Y1 O7 2.367(4) . ? Y1 N10 2.572(4) . ? Y1 N7 2.622(4) . ? Y2 O10 2.204(4) . ? Y2 O9 2.283(4) . ? Y2 O1 2.345(4) . ? Y2 O3 2.357(4) . ? Y2 O6 2.372(4) 2_645 ? Y2 O1W 2.373(4) . ? Y2 N1 2.585(5) . ? Y2 N4 2.605(4) . ? O1W H1W1 0.85(4) . ? O1W H1W2 0.84(4) . ? O1 C5 1.246(6) . ? O2W H2W1 0.85(4) . ? O2W H2W2 0.86(3) . ? O2 C5 1.262(6) . ? O2 Y1 2.358(4) 2_545 ? O3 C10 1.259(6) . ? O4 C10 1.244(7) . ? O5 C15 1.252(6) . ? O6 C15 1.251(6) . ? O6 Y2 2.372(4) 2_655 ? O7 C20 1.265(6) . ? O8 C20 1.246(7) . ? O9 H1O9 0.85(4) . ? O10 H1O1 0.85(5) . ? N1 C4 1.336(7) . ? N1 C1 1.340(7) . ? N2 C2 1.325(8) . ? N2 C3 1.354(7) . ? N3 C3 1.342(8) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C9 1.329(7) . ? N4 C6 1.334(7) . ? N5 C7 1.316(8) . ? N5 C8 1.349(8) . ? N6 C8 1.349(8) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C11 1.329(7) . ? N7 C14 1.330(7) . ? N8 C12 1.328(8) . ? N8 C13 1.354(7) . ? N9 C13 1.349(8) . ? N9 H9A 0.8600 . ? N9 H9B 0.8600 . ? N10 C19 1.329(7) . ? N10 C16 1.334(7) . ? N11 C17 1.324(8) . ? N11 C18 1.349(8) . ? N12 C18 1.347(8) . ? N12 H12A 0.8600 . ? N12 H12B 0.8600 . ? C1 C2 1.372(8) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.404(8) . ? C4 C5 1.505(7) . ? C6 C7 1.378(8) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.421(7) . ? C9 C10 1.513(7) . ? C11 C12 1.358(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.412(8) . ? C14 C15 1.508(7) . ? C16 C17 1.367(8) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.399(8) . ? C19 C20 1.507(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 O9 Y1 O10 70.34(14) . . ? O9 Y1 O5 138.46(14) . . ? O10 Y1 O5 150.41(14) . . ? O9 Y1 O2 99.69(14) . 2 ? O10 Y1 O2 81.23(13) . 2 ? O5 Y1 O2 85.79(14) . 2 ? O9 Y1 O2W 79.69(14) . . ? O10 Y1 O2W 125.30(15) . . ? O5 Y1 O2W 76.03(15) . . ? O2 Y1 O2W 149.96(14) 2 . ? O9 Y1 O7 150.83(13) . . ? O10 Y1 O7 80.59(13) . . ? O5 Y1 O7 70.68(13) . . ? O2 Y1 O7 77.69(13) 2 . ? O2W Y1 O7 117.02(14) . . ? O9 Y1 N10 103.42(14) . . ? O10 Y1 N10 72.36(13) . . ? O5 Y1 N10 100.23(14) . . ? O2 Y1 N10 136.10(14) 2 . ? O2W Y1 N10 71.63(14) . . ? O7 Y1 N10 64.06(13) . . ? O9 Y1 N7 79.63(14) . . ? O10 Y1 N7 135.38(13) . . ? O5 Y1 N7 62.88(13) . . ? O2 Y1 N7 71.98(13) 2 . ? O2W Y1 N7 78.44(14) . . ? O7 Y1 N7 125.37(14) . . ? N10 Y1 N7 148.66(14) . . ? O9 Y1 Y2 36.00(10) . . ? O10 Y1 Y2 34.34(10) . . ? O5 Y1 Y2 172.22(9) . . ? O2 Y1 Y2 90.13(10) 2 . ? O2W Y1 Y2 104.83(11) . . ? O7 Y1 Y2 114.90(9) . . ? N10 Y1 Y2 87.30(11) . . ? N7 Y1 Y2 109.54(10) . . ? O10 Y2 O9 70.24(14) . . ? O10 Y2 O1 137.42(14) . . ? O9 Y2 O1 151.52(14) . . ? O10 Y2 O3 151.10(14) . . ? O9 Y2 O3 80.87(13) . . ? O1 Y2 O3 71.33(13) . . ? O10 Y2 O6 98.96(14) . 2_645 ? O9 Y2 O6 83.60(13) . 2_645 ? O1 Y2 O6 84.64(14) . 2_645 ? O3 Y2 O6 77.85(13) . 2_645 ? O10 Y2 O1W 79.22(14) . . ? O9 Y2 O1W 123.38(15) . . ? O1 Y2 O1W 76.91(15) . . ? O3 Y2 O1W 118.10(13) . . ? O6 Y2 O1W 149.02(14) 2_645 . ? O10 Y2 N1 77.78(14) . . ? O9 Y2 N1 134.88(13) . . ? O1 Y2 N1 63.36(13) . . ? O3 Y2 N1 126.14(14) . . ? O6 Y2 N1 70.66(13) 2_645 . ? O1W Y2 N1 78.83(15) . . ? O10 Y2 N4 105.10(14) . . ? O9 Y2 N4 72.58(14) . . ? O1 Y2 N4 99.76(14) . . ? O3 Y2 N4 64.14(13) . . ? O6 Y2 N4 137.44(14) 2_645 . ? O1W Y2 N4 71.06(15) . . ? N1 Y2 N4 148.39(14) . . ? O10 Y2 Y1 35.49(10) . . ? O9 Y2 Y1 34.75(9) . . ? O1 Y2 Y1 171.31(9) . . ? O3 Y2 Y1 115.61(10) . . ? O6 Y2 Y1 91.66(10) 2_645 . ? O1W Y2 Y1 102.92(11) . . ? N1 Y2 Y1 107.99(10) . . ? N4 Y2 Y1 88.29(11) . . ? Y2 O1W H1W1 124(3) . . ? Y2 O1W H1W2 124(3) . . ? H1W1 O1W H1W2 110(4) . . ? C5 O1 Y2 128.6(3) . . ? Y1 O2W H2W1 123(3) . . ? Y1 O2W H2W2 127(3) . . ? H2W1 O2W H2W2 110(4) . . ? C5 O2 Y1 128.9(3) . 2_545 ? C10 O3 Y2 121.8(3) . . ? C15 O5 Y1 129.0(3) . . ? C15 O6 Y2 129.2(3) . 2_655 ? C20 O7 Y1 122.5(3) . . ? Y1 O9 Y2 109.25(16) . . ? Y1 O9 H1O9 124(4) . . ? Y2 O9 H1O9 105(4) . . ? Y2 O10 Y1 110.17(17) . . ? Y2 O10 H1O1 118(4) . . ? Y1 O10 H1O1 112(4) . . ? C4 N1 C1 117.8(5) . . ? C4 N1 Y2 117.5(3) . . ? C1 N1 Y2 124.6(4) . . ? C2 N2 C3 116.6(5) . . ? C3 N3 H3A 120.0 . . ? C3 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C9 N4 C6 118.5(5) . . ? C9 N4 Y2 112.2(3) . . ? C6 N4 Y2 125.8(4) . . ? C7 N5 C8 117.3(5) . . ? C8 N6 H6A 120.0 . . ? C8 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C11 N7 C14 118.0(5) . . ? C11 N7 Y1 125.2(4) . . ? C14 N7 Y1 116.8(3) . . ? C12 N8 C13 116.0(5) . . ? C13 N9 H9A 120.0 . . ? C13 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C19 N10 C16 118.4(5) . . ? C19 N10 Y1 113.8(3) . . ? C16 N10 Y1 124.3(4) . . ? C17 N11 C18 117.0(5) . . ? C18 N12 H12A 120.0 . . ? C18 N12 H12B 120.0 . . ? H12A N12 H12B 120.0 . . ? N1 C1 C2 120.1(5) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? N2 C2 C1 123.8(5) . . ? N2 C2 H2 118.1 . . ? C1 C2 H2 118.1 . . ? N3 C3 N2 116.1(5) . . ? N3 C3 C4 123.8(5) . . ? N2 C3 C4 120.1(5) . . ? N1 C4 C3 121.6(5) . . ? N1 C4 C5 113.8(5) . . ? C3 C4 C5 124.6(5) . . ? O1 C5 O2 126.0(5) . . ? O1 C5 C4 115.9(5) . . ? O2 C5 C4 118.1(5) . . ? N4 C6 C7 120.7(6) . . ? N4 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? N5 C7 C6 122.8(6) . . ? N5 C7 H7 118.6 . . ? C6 C7 H7 118.6 . . ? N6 C8 N5 117.5(5) . . ? N6 C8 C9 122.2(5) . . ? N5 C8 C9 120.3(6) . . ? N4 C9 C8 120.2(5) . . ? N4 C9 C10 115.5(5) . . ? C8 C9 C10 124.2(5) . . ? O4 C10 O3 124.5(5) . . ? O4 C10 C9 119.3(5) . . ? O3 C10 C9 116.2(5) . . ? N7 C11 C12 120.9(6) . . ? N7 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? N8 C12 C11 123.8(6) . . ? N8 C12 H12 118.1 . . ? C11 C12 H12 118.1 . . ? N9 C13 N8 117.1(5) . . ? N9 C13 C14 122.4(5) . . ? N8 C13 C14 120.5(5) . . ? N7 C14 C13 120.8(5) . . ? N7 C14 C15 114.3(5) . . ? C13 C14 C15 124.9(5) . . ? O6 C15 O5 125.6(5) . . ? O6 C15 C14 119.1(5) . . ? O5 C15 C14 115.3(5) . . ? N10 C16 C17 120.4(6) . . ? N10 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? N11 C17 C16 122.9(6) . . ? N11 C17 H17 118.6 . . ? C16 C17 H17 118.6 . . ? N12 C18 N11 116.5(5) . . ? N12 C18 C19 123.1(5) . . ? N11 C18 C19 120.4(5) . . ? N10 C19 C18 120.8(5) . . ? N10 C19 C20 115.3(5) . . ? C18 C19 C20 123.8(5) . . ? O8 C20 O7 124.2(5) . . ? O8 C20 C19 120.1(5) . . ? O7 C20 C19 115.7(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 O9 Y1 Y2 O10 179.4(2) . . . . ? O2 Y1 Y2 O10 -74.12(18) 2 . . . ? O2W Y1 Y2 O10 132.23(19) . . . . ? O7 Y1 Y2 O10 2.36(18) . . . . ? N10 Y1 Y2 O10 62.04(19) . . . . ? N7 Y1 Y2 O10 -145.00(19) . . . . ? O10 Y1 Y2 O9 -179.4(2) . . . . ? O2 Y1 Y2 O9 106.44(19) 2 . . . ? O2W Y1 Y2 O9 -47.21(19) . . . . ? O7 Y1 Y2 O9 -177.08(19) . . . . ? N10 Y1 Y2 O9 -117.40(19) . . . . ? N7 Y1 Y2 O9 35.56(19) . . . . ? O9 Y1 Y2 O3 -1.05(18) . . . . ? O10 Y1 Y2 O3 179.51(19) . . . . ? O2 Y1 Y2 O3 105.40(13) 2 . . . ? O2W Y1 Y2 O3 -48.26(14) . . . . ? O7 Y1 Y2 O3 -178.13(12) . . . . ? N10 Y1 Y2 O3 -118.45(14) . . . . ? N7 Y1 Y2 O3 34.51(14) . . . . ? O9 Y1 Y2 O6 76.27(18) . . . 2_645 ? O10 Y1 Y2 O6 -103.17(18) . . . 2_645 ? O2 Y1 Y2 O6 -177.29(12) 2 . . 2_645 ? O2W Y1 Y2 O6 29.06(14) . . . 2_645 ? O7 Y1 Y2 O6 -100.82(13) . . . 2_645 ? N10 Y1 Y2 O6 -41.13(14) . . . 2_645 ? N7 Y1 Y2 O6 111.82(14) . . . 2_645 ? O9 Y1 Y2 O1W -131.28(19) . . . . ? O10 Y1 Y2 O1W 49.28(19) . . . . ? O2 Y1 Y2 O1W -24.84(14) 2 . . . ? O2W Y1 Y2 O1W -178.49(14) . . . . ? O7 Y1 Y2 O1W 51.64(14) . . . . ? N10 Y1 Y2 O1W 111.32(15) . . . . ? N7 Y1 Y2 O1W -95.72(15) . . . . ? O9 Y1 Y2 N1 146.45(19) . . . . ? O10 Y1 Y2 N1 -32.99(19) . . . . ? O2 Y1 Y2 N1 -107.10(14) 2 . . . ? O2W Y1 Y2 N1 99.24(15) . . . . ? O7 Y1 Y2 N1 -30.63(14) . . . . ? N10 Y1 Y2 N1 29.06(15) . . . . ? N7 Y1 Y2 N1 -177.99(14) . . . . ? O9 Y1 Y2 N4 -61.16(19) . . . . ? O10 Y1 Y2 N4 119.40(19) . . . . ? O2 Y1 Y2 N4 45.28(14) 2 . . . ? O2W Y1 Y2 N4 -108.37(15) . . . . ? O7 Y1 Y2 N4 121.76(14) . . . . ? N10 Y1 Y2 N4 -178.56(14) . . . . ? N7 Y1 Y2 N4 -25.60(15) . . . . ? O10 Y2 O1 C5 -19.5(5) . . . . ? O9 Y2 O1 C5 143.8(4) . . . . ? O3 Y2 O1 C5 156.9(5) . . . . ? O6 Y2 O1 C5 77.9(4) 2_645 . . . ? O1W Y2 O1 C5 -77.1(5) . . . . ? N1 Y2 O1 C5 6.9(4) . . . . ? N4 Y2 O1 C5 -144.8(4) . . . . ? O10 Y2 O3 C10 -45.2(5) . . . . ? O9 Y2 O3 C10 -46.4(4) . . . . ? O1 Y2 O3 C10 139.9(4) . . . . ? O6 Y2 O3 C10 -131.7(4) 2_645 . . . ? O1W Y2 O3 C10 76.7(4) . . . . ? N1 Y2 O3 C10 173.5(4) . . . . ? N4 Y2 O3 C10 28.6(4) . . . . ? Y1 Y2 O3 C10 -45.8(4) . . . . ? O9 Y1 O5 C15 16.6(5) . . . . ? O10 Y1 O5 C15 -147.2(4) . . . . ? O2 Y1 O5 C15 -83.3(4) 2 . . . ? O2W Y1 O5 C15 72.6(4) . . . . ? O7 Y1 O5 C15 -161.7(5) . . . . ? N10 Y1 O5 C15 140.6(4) . . . . ? N7 Y1 O5 C15 -11.4(4) . . . . ? O9 Y1 O7 C20 43.7(5) . . . . ? O10 Y1 O7 C20 48.5(4) . . . . ? O5 Y1 O7 C20 -138.7(4) . . . . ? O2 Y1 O7 C20 131.5(4) 2 . . . ? O2W Y1 O7 C20 -76.4(4) . . . . ? N10 Y1 O7 C20 -26.4(4) . . . . ? N7 Y1 O7 C20 -171.4(4) . . . . ? Y2 Y1 O7 C20 47.2(4) . . . . ? O10 Y1 O9 Y2 0.34(12) . . . . ? O5 Y1 O9 Y2 -171.26(15) . . . . ? O2 Y1 O9 Y2 -76.65(17) 2 . . . ? O2W Y1 O9 Y2 133.86(18) . . . . ? O7 Y1 O9 Y2 5.4(3) . . . . ? N10 Y1 O9 Y2 65.75(17) . . . . ? N7 Y1 O9 Y2 -146.15(17) . . . . ? O10 Y2 O9 Y1 -0.35(13) . . . . ? O1 Y2 O9 Y1 -168.5(2) . . . . ? O3 Y2 O9 Y1 179.04(17) . . . . ? O6 Y2 O9 Y1 -102.29(16) 2_645 . . . ? O1W Y2 O9 Y1 61.3(2) . . . . ? N1 Y2 O9 Y1 -47.9(3) . . . . ? N4 Y2 O9 Y1 113.41(18) . . . . ? O9 Y2 O10 Y1 0.34(12) . . . . ? O1 Y2 O10 Y1 172.00(15) . . . . ? O3 Y2 O10 Y1 -0.9(3) . . . . ? O6 Y2 O10 Y1 80.17(16) 2_645 . . . ? O1W Y2 O10 Y1 -131.23(18) . . . . ? N1 Y2 O10 Y1 148.01(17) . . . . ? N4 Y2 O10 Y1 -64.42(18) . . . . ? O9 Y1 O10 Y2 -0.35(13) . . . . ? O5 Y1 O10 Y2 168.32(19) . . . . ? O2 Y1 O10 Y2 103.29(17) 2 . . . ? O2W Y1 O10 Y2 -61.3(2) . . . . ? O7 Y1 O10 Y2 -177.83(17) . . . . ? N10 Y1 O10 Y2 -112.20(18) . . . . ? N7 Y1 O10 Y2 50.3(3) . . . . ? O10 Y2 N1 C4 161.7(4) . . . . ? O9 Y2 N1 C4 -153.1(3) . . . . ? O1 Y2 N1 C4 -0.4(4) . . . . ? O3 Y2 N1 C4 -36.3(4) . . . . ? O6 Y2 N1 C4 -94.1(4) 2_645 . . . ? O1W Y2 N1 C4 80.4(4) . . . . ? N4 Y2 N1 C4 62.7(5) . . . . ? Y1 Y2 N1 C4 -179.4(4) . . . . ? O10 Y2 N1 C1 -21.7(4) . . . . ? O9 Y2 N1 C1 23.6(5) . . . . ? O1 Y2 N1 C1 176.2(5) . . . . ? O3 Y2 N1 C1 140.3(4) . . . . ? O6 Y2 N1 C1 82.5(4) 2_645 . . . ? O1W Y2 N1 C1 -102.9(5) . . . . ? N4 Y2 N1 C1 -120.7(4) . . . . ? Y1 Y2 N1 C1 -2.8(5) . . . . ? O10 Y2 N4 C9 127.4(4) . . . . ? O9 Y2 N4 C9 64.2(4) . . . . ? O1 Y2 N4 C9 -87.5(4) . . . . ? O3 Y2 N4 C9 -23.9(3) . . . . ? O6 Y2 N4 C9 5.2(5) 2_645 . . . ? O1W Y2 N4 C9 -159.9(4) . . . . ? N1 Y2 N4 C9 -141.5(4) . . . . ? Y1 Y2 N4 C9 95.8(4) . . . . ? O10 Y2 N4 C6 -31.0(5) . . . . ? O9 Y2 N4 C6 -94.1(5) . . . . ? O1 Y2 N4 C6 114.1(5) . . . . ? O3 Y2 N4 C6 177.7(5) . . . . ? O6 Y2 N4 C6 -153.2(4) 2_645 . . . ? O1W Y2 N4 C6 41.7(5) . . . . ? N1 Y2 N4 C6 60.2(6) . . . . ? Y1 Y2 N4 C6 -62.6(5) . . . . ? O9 Y1 N7 C11 23.1(4) . . . . ? O10 Y1 N7 C11 -24.6(5) . . . . ? O5 Y1 N7 C11 -175.3(5) . . . . ? O2 Y1 N7 C11 -80.7(5) 2 . . . ? O2W Y1 N7 C11 104.6(5) . . . . ? O7 Y1 N7 C11 -140.3(4) . . . . ? N10 Y1 N7 C11 121.9(4) . . . . ? Y2 Y1 N7 C11 2.8(5) . . . . ? O9 Y1 N7 C14 -157.9(4) . . . . ? O10 Y1 N7 C14 154.3(3) . . . . ? O5 Y1 N7 C14 3.7(4) . . . . ? O2 Y1 N7 C14 98.2(4) 2 . . . ? O2W Y1 N7 C14 -76.4(4) . . . . ? O7 Y1 N7 C14 38.6(4) . . . . ? N10 Y1 N7 C14 -59.1(5) . . . . ? Y2 Y1 N7 C14 -178.2(3) . . . . ? O9 Y1 N10 C19 -129.3(4) . . . . ? O10 Y1 N10 C19 -65.3(4) . . . . ? O5 Y1 N10 C19 85.2(4) . . . . ? O2 Y1 N10 C19 -9.4(5) 2 . . . ? O2W Y1 N10 C19 156.6(4) . . . . ? O7 Y1 N10 C19 22.6(4) . . . . ? N7 Y1 N10 C19 138.7(4) . . . . ? Y2 Y1 N10 C19 -96.8(4) . . . . ? O9 Y1 N10 C16 29.1(5) . . . . ? O10 Y1 N10 C16 93.0(4) . . . . ? O5 Y1 N10 C16 -116.5(4) . . . . ? O2 Y1 N10 C16 148.9(4) 2 . . . ? O2W Y1 N10 C16 -45.1(4) . . . . ? O7 Y1 N10 C16 -179.0(5) . . . . ? N7 Y1 N10 C16 -63.0(6) . . . . ? Y2 Y1 N10 C16 61.5(4) . . . . ? C4 N1 C1 C2 -0.2(8) . . . . ? Y2 N1 C1 C2 -176.8(4) . . . . ? C3 N2 C2 C1 -1.8(9) . . . . ? N1 C1 C2 N2 1.2(10) . . . . ? C2 N2 C3 N3 -178.5(6) . . . . ? C2 N2 C3 C4 1.6(8) . . . . ? C1 N1 C4 C3 0.1(8) . . . . ? Y2 N1 C4 C3 176.9(4) . . . . ? C1 N1 C4 C5 179.0(5) . . . . ? Y2 N1 C4 C5 -4.2(6) . . . . ? N3 C3 C4 N1 179.4(6) . . . . ? N2 C3 C4 N1 -0.8(9) . . . . ? N3 C3 C4 C5 0.6(9) . . . . ? N2 C3 C4 C5 -179.6(5) . . . . ? Y2 O1 C5 O2 170.3(4) . . . . ? Y2 O1 C5 C4 -11.5(7) . . . . ? Y1 O2 C5 O1 -19.6(8) 2_545 . . . ? Y1 O2 C5 C4 162.3(3) 2_545 . . . ? N1 C4 C5 O1 9.4(7) . . . . ? C3 C4 C5 O1 -171.7(5) . . . . ? N1 C4 C5 O2 -172.3(5) . . . . ? C3 C4 C5 O2 6.6(8) . . . . ? C9 N4 C6 C7 0.0(9) . . . . ? Y2 N4 C6 C7 157.1(5) . . . . ? C8 N5 C7 C6 1.4(9) . . . . ? N4 C6 C7 N5 -2.4(10) . . . . ? C7 N5 C8 N6 -176.6(5) . . . . ? C7 N5 C8 C9 1.9(9) . . . . ? C6 N4 C9 C8 3.2(8) . . . . ? Y2 N4 C9 C8 -156.9(4) . . . . ? C6 N4 C9 C10 -179.9(5) . . . . ? Y2 N4 C9 C10 20.0(6) . . . . ? N6 C8 C9 N4 174.1(5) . . . . ? N5 C8 C9 N4 -4.3(8) . . . . ? N6 C8 C9 C10 -2.5(9) . . . . ? N5 C8 C9 C10 179.1(5) . . . . ? Y2 O3 C10 O4 150.2(4) . . . . ? Y2 O3 C10 C9 -29.4(6) . . . . ? N4 C9 C10 O4 -176.6(5) . . . . ? C8 C9 C10 O4 0.1(8) . . . . ? N4 C9 C10 O3 3.0(7) . . . . ? C8 C9 C10 O3 179.8(5) . . . . ? C14 N7 C11 C12 -1.9(8) . . . . ? Y1 N7 C11 C12 177.1(4) . . . . ? C13 N8 C12 C11 0.2(10) . . . . ? N7 C11 C12 N8 1.4(10) . . . . ? C12 N8 C13 N9 178.7(6) . . . . ? C12 N8 C13 C14 -1.1(9) . . . . ? C11 N7 C14 C13 1.0(8) . . . . ? Y1 N7 C14 C13 -178.1(4) . . . . ? C11 N7 C14 C15 -179.2(5) . . . . ? Y1 N7 C14 C15 1.7(6) . . . . ? N9 C13 C14 N7 -179.2(6) . . . . ? N8 C13 C14 N7 0.6(9) . . . . ? N9 C13 C14 C15 1.0(9) . . . . ? N8 C13 C14 C15 -179.2(5) . . . . ? Y2 O6 C15 O5 15.5(8) 2_655 . . . ? Y2 O6 C15 C14 -164.8(3) 2_655 . . . ? Y1 O5 C15 O6 -163.8(4) . . . . ? Y1 O5 C15 C14 16.4(7) . . . . ? N7 C14 C15 O6 169.9(5) . . . . ? C13 C14 C15 O6 -10.3(8) . . . . ? N7 C14 C15 O5 -10.3(7) . . . . ? C13 C14 C15 O5 169.4(5) . . . . ? C19 N10 C16 C17 0.3(8) . . . . ? Y1 N10 C16 C17 -157.1(4) . . . . ? C18 N11 C17 C16 -2.7(9) . . . . ? N10 C16 C17 N11 2.3(9) . . . . ? C17 N11 C18 N12 179.0(5) . . . . ? C17 N11 C18 C19 0.7(8) . . . . ? C16 N10 C19 C18 -2.2(8) . . . . ? Y1 N10 C19 C18 157.5(4) . . . . ? C16 N10 C19 C20 -179.3(5) . . . . ? Y1 N10 C19 C20 -19.6(6) . . . . ? N12 C18 C19 N10 -176.5(5) . . . . ? N11 C18 C19 N10 1.8(8) . . . . ? N12 C18 C19 C20 0.3(9) . . . . ? N11 C18 C19 C20 178.6(5) . . . . ? Y1 O7 C20 O8 -151.3(4) . . . . ? Y1 O7 C20 C19 26.3(6) . . . . ? N10 C19 C20 O8 176.0(5) . . . . ? C18 C19 C20 O8 -1.0(8) . . . . ? N10 C19 C20 O7 -1.8(7) . . . . ? C18 C19 C20 O7 -178.8(5) . . . . ? 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 N3 H3A N5 0.86 2.24 3.099(7) 174.5 4_566 N3 H3B O2 0.86 2.11 2.735(6) 128.9 . N6 H6A N2 0.86 2.27 3.067(7) 154.9 4_665 N6 H6B O4 0.86 2.09 2.727(6) 130.6 . N9 H9A N8 0.86 2.31 3.171(7) 178.0 3_765 N9 H9B O6 0.86 2.12 2.750(6) 129.8 . N12 H12A N11 0.86 2.30 3.085(7) 151.1 3_666 N12 H12B O8 0.86 2.09 2.726(6) 130.0 . O2W H2W1 O4 0.85(4) 1.98(4) 2.800(5) 162(4) 2_655 O1W H1W1 O8 0.85(4) 1.99(5) 2.806(5) 161(4) 2_545 O9 H1O9 O5 0.85(4) 2.00(3) 2.778(5) 151(6) 2_645 O2W H2W2 O7 0.86(3) 1.87(3) 2.712(5) 167(4) 2_645 O10 H1O1 O1 0.85(5) 1.98(3) 2.736(5) 148(6) 2 O1W H1W2 O3 0.84(4) 1.94(4) 2.774(5) 170(4) 2 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.768 _refine_diff_density_min -1.661 _refine_diff_density_rms 0.181