# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global data_1 #TrackingRef '913791-update.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H11 La N O9, 3(H2 O)' _chemical_formula_sum 'C14 H17 La N O12' _chemical_formula_weight 530.20 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7424(3) _cell_length_b 10.6628(6) _cell_length_c 12.8135(4) _cell_angle_alpha 112.188(4) _cell_angle_beta 93.106(3) _cell_angle_gamma 104.943(4) _cell_volume 932.69(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4248 _cell_measurement_theta_min 2.9463 _cell_measurement_theta_max 29.2127 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 522 _exptl_absorpt_coefficient_mu 2.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.96618 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6057 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3282 _reflns_number_gt 3027 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0165P)^2^+1.0820P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3282 _refine_ls_number_parameters 276 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.18288(3) 0.05786(2) 0.659058(17) 0.01839(9) Uani 1 1 d . . 2 O1 O 0.2678(4) 0.3030(3) 0.6399(2) 0.0335(8) Uani 1 1 d . . 2 O2 O 0.1004(4) 0.1228(3) 0.4859(2) 0.0248(7) Uani 1 1 d . . 2 O3 O 0.0311(4) 0.0646(3) 0.2486(2) 0.0288(7) Uani 1 1 d . . 2 O4 O 0.3287(5) 0.1049(4) 0.2689(3) 0.0506(10) Uani 1 1 d . . 2 O5 O 0.3369(4) 0.2161(3) -0.1452(2) 0.0343(8) Uani 1 1 d . . 2 O6 O 0.2755(4) -0.1026(3) 0.4771(2) 0.0265(7) Uani 1 1 d . A 2 O7 O 0.5162(4) 0.1278(3) 0.6364(2) 0.0311(7) Uani 1 1 d . . 2 O1W O -0.0460(4) 0.2011(4) 0.7264(3) 0.0423(9) Uani 1 1 d . B 2 H1WA H -0.0889 0.1946 0.7733 0.051 Uiso 1 1 d R B 2 H1WB H -0.1120 0.1857 0.6780 0.063 Uiso 1 1 d R B 2 O2W O 0.3211(4) -0.1028(3) 0.7190(2) 0.0388(8) Uani 1 1 d . C 2 H2WA H 0.2609 -0.1505 0.7380 0.047 Uiso 1 1 d R C 2 H2WB H 0.4090 -0.0619 0.7536 0.058 Uiso 1 1 d R C 2 O3W O 0.7068(6) 0.1727(5) 0.8812(3) 0.0837(15) Uani 1 1 d . D 2 H3WA H 0.6980 0.1009 0.8425 0.125 Uiso 1 1 d R D 2 H3WB H 0.6194 0.1835 0.8754 0.125 Uiso 1 1 d R D 2 C1 C 0.1923(5) 0.2538(4) 0.5382(3) 0.0211(9) Uani 1 1 d . . 2 C2 C 0.1928(6) 0.1434(4) 0.2871(3) 0.0214(9) Uani 1 1 d . . 2 C3 C 0.2778(7) 0.5397(5) 0.3716(4) 0.0393(12) Uani 1 1 d . . 2 H3 H 0.2986 0.6027 0.3363 0.047 Uiso 1 1 calc R . 2 C4 C 0.2705(8) 0.5874(5) 0.4869(4) 0.0435(14) Uani 1 1 d . . 2 H4 H 0.2835 0.6829 0.5293 0.052 Uiso 1 1 calc R . 2 C5 C 0.2440(7) 0.4945(5) 0.5392(3) 0.0352(12) Uani 1 1 d . . 2 H5 H 0.2449 0.5285 0.6177 0.042 Uiso 1 1 calc R . 2 C6 C 0.2160(5) 0.3502(4) 0.4766(3) 0.0219(9) Uani 1 1 d . . 2 C7 C 0.2180(5) 0.2986(4) 0.3582(3) 0.0197(9) Uani 1 1 d . . 2 C8 C 0.2540(6) 0.3969(5) 0.3092(3) 0.0251(10) Uani 1 1 d . . 2 C9 C 0.4514(6) 0.3677(5) 0.0487(3) 0.0321(11) Uani 1 1 d . . 2 H9 H 0.5596 0.4103 0.0307 0.039 Uiso 1 1 calc R . 2 C10 C 0.4274(6) 0.4099(5) 0.1595(3) 0.0311(11) Uani 1 1 d . . 2 H10 H 0.5203 0.4807 0.2163 0.037 Uiso 1 1 calc R . 2 C11 C 0.1344(6) 0.2486(5) 0.1057(3) 0.0314(11) Uani 1 1 d . . 2 H11 H 0.0267 0.2092 0.1260 0.038 Uiso 1 1 calc R . 2 C12 C 0.1516(6) 0.2033(5) -0.0053(3) 0.0334(11) Uani 1 1 d . . 2 H12 H 0.0553 0.1338 -0.0603 0.040 Uiso 1 1 calc R . 2 C13 C 0.3131(6) 0.2593(5) -0.0400(3) 0.0264(10) Uani 1 1 d . . 2 C14 C 0.4302(6) -0.0671(4) 0.4534(3) 0.0234(9) Uani 1 1 d . . 2 N1 N 0.2717(5) 0.3514(4) 0.1894(3) 0.0263(8) Uani 1 1 d . . 2 O5W' O 0.2862(16) 0.805(2) 0.8881(15) 0.139(9) Uani 0.66(2) 1 d PG E 2 H5WC H 0.2508 0.8106 0.9509 0.209 Uiso 0.66(2) 1 d PR E 2 H5WD H 0.3767 0.7739 0.8726 0.209 Uiso 0.66(2) 1 d PR E 2 O5W O 0.320(2) 0.927(2) 0.9543(15) 0.072(5) Uani 0.34(2) 1 d PU E 1 H5WA H 0.4305 0.9731 0.9839 0.108 Uiso 0.34(2) 1 d PR E 1 H5WB H 0.2956 0.9686 1.0165 0.108 Uiso 0.34(2) 1 d PR E 1 O4W O 0.9024(15) 0.4882(10) 0.1532(14) 0.147(8) Uani 0.65(3) 1 d PU F 1 H4WA H 0.9379 0.5657 0.1827 0.220 Uiso 0.35(3) 1 d PR F 1 H4WB H 0.9807 0.4676 0.1875 0.220 Uiso 0.35(3) 1 d PR F 1 O4W' O 1.012(8) 0.522(4) 0.062(3) 0.33(3) Uani 0.35(3) 1 d P . 2 H4WC H 1.1116 0.5740 0.0564 0.495 Uiso 0.65(3) 1 d PR F 2 H4WD H 0.9501 0.5790 0.0692 0.495 Uiso 0.65(3) 1 d PR F 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.02110(14) 0.01865(14) 0.01307(13) 0.00585(10) 0.00224(9) 0.00318(10) O1 0.050(2) 0.0206(16) 0.0200(15) 0.0077(13) -0.0068(14) -0.0015(15) O2 0.0289(16) 0.0214(16) 0.0177(14) 0.0078(12) -0.0014(12) -0.0014(13) O3 0.0351(18) 0.0232(16) 0.0193(14) 0.0075(13) 0.0013(13) -0.0036(14) O4 0.037(2) 0.042(2) 0.064(2) 0.0052(18) 0.0120(18) 0.0217(18) O5 0.0399(19) 0.040(2) 0.0160(14) 0.0065(14) 0.0024(13) 0.0078(16) O6 0.0228(16) 0.0258(17) 0.0249(15) 0.0052(13) 0.0074(13) 0.0046(13) O7 0.0286(17) 0.0305(18) 0.0221(15) 0.0011(14) 0.0069(13) 0.0032(14) O1W 0.0398(19) 0.058(2) 0.0346(17) 0.0186(17) 0.0070(15) 0.0241(18) O2W 0.0414(19) 0.040(2) 0.0431(18) 0.0237(16) 0.0052(15) 0.0151(17) O3W 0.069(3) 0.111(4) 0.066(3) 0.021(3) 0.004(2) 0.042(3) C1 0.024(2) 0.022(2) 0.017(2) 0.0068(18) 0.0030(17) 0.0079(19) C2 0.025(2) 0.022(2) 0.0171(19) 0.0088(18) 0.0068(17) 0.004(2) C3 0.066(4) 0.025(3) 0.028(2) 0.016(2) 0.008(2) 0.009(3) C4 0.077(4) 0.019(2) 0.028(2) 0.004(2) 0.010(2) 0.011(3) C5 0.056(3) 0.026(3) 0.018(2) 0.005(2) 0.008(2) 0.010(2) C6 0.025(2) 0.020(2) 0.020(2) 0.0074(18) 0.0019(17) 0.0076(19) C7 0.019(2) 0.020(2) 0.0178(19) 0.0074(17) 0.0006(16) 0.0044(18) C8 0.032(2) 0.021(2) 0.018(2) 0.0066(18) 0.0016(18) 0.004(2) C9 0.035(3) 0.033(3) 0.019(2) 0.010(2) 0.0026(19) -0.003(2) C10 0.030(2) 0.029(3) 0.020(2) 0.0056(19) -0.0033(19) -0.006(2) C11 0.029(2) 0.032(3) 0.024(2) 0.011(2) 0.0004(19) -0.004(2) C12 0.036(3) 0.034(3) 0.019(2) 0.007(2) -0.0027(19) 0.000(2) C13 0.031(2) 0.030(3) 0.017(2) 0.0097(19) 0.0004(18) 0.007(2) C14 0.030(2) 0.020(2) 0.022(2) 0.0101(18) 0.0023(18) 0.009(2) N1 0.035(2) 0.023(2) 0.0136(16) 0.0052(15) 0.0018(15) 0.0019(17) O5W' 0.115(8) 0.26(3) 0.182(15) 0.187(18) 0.094(9) 0.121(13) O5W 0.087(10) 0.050(11) 0.075(10) 0.023(8) -0.002(8) 0.020(8) O4W 0.112(9) 0.076(7) 0.185(14) -0.009(7) -0.027(7) 0.025(6) O4W' 0.68(8) 0.21(3) 0.22(4) 0.09(4) 0.15(7) 0.30(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O5 2.450(3) 1_556 ? La1 O3 2.473(3) 2_556 ? La1 O2W 2.554(3) . ? La1 O7 2.560(3) . ? La1 O2 2.579(3) 2_556 ? La1 O6 2.584(3) . ? La1 O1W 2.605(3) . ? La1 O1 2.634(3) . ? La1 O2 2.654(3) . ? La1 C1 3.025(4) . ? O1 C1 1.248(4) . ? O2 C1 1.279(5) . ? O2 La1 2.579(3) 2_556 ? O3 C2 1.263(5) . ? O3 La1 2.473(3) 2_556 ? O4 C2 1.227(5) . ? O5 C13 1.290(5) . ? O5 La1 2.450(3) 1_554 ? O6 C14 1.250(5) . ? O7 C14 1.242(5) 2_656 ? O1W H1WA 0.7196 . ? O1W H1WB 0.7200 . ? O2W H2WA 0.7200 . ? O2W H2WB 0.7198 . ? O3W H3WA 0.7201 . ? O3W H3WB 0.7200 . ? C1 C6 1.497(6) . ? C2 C7 1.511(6) . ? C3 C4 1.378(6) . ? C3 C8 1.383(6) . ? C3 H3 0.9300 . ? C4 C5 1.373(7) . ? C4 H4 0.9300 . ? C5 C6 1.391(6) . ? C5 H5 0.9300 . ? C6 C7 1.408(5) . ? C7 C8 1.390(6) . ? C8 N1 1.451(5) . ? C9 C10 1.358(5) . ? C9 C13 1.418(6) . ? C9 H9 0.9300 . ? C10 N1 1.353(5) . ? C10 H10 0.9300 . ? C11 C12 1.346(6) . ? C11 N1 1.367(5) . ? C11 H11 0.9300 . ? C12 C13 1.412(6) . ? C12 H12 0.9300 . ? C14 O7 1.242(5) 2_656 ? C14 C14 1.554(8) 2_656 ? O5W' H5WC 0.8493 . ? O5W' H5WD 0.8500 . ? O5W H5WC 1.2052 . ? O5W H5WA 0.8501 . ? O5W H5WB 0.8121 . ? O4W H4WA 0.7327 . ? O4W H4WB 0.8500 . ? O4W' O4W' 1.46(7) 2_765 ? O4W' H4WC 0.8500 . ? O4W' H4WD 0.8499 . ? 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 O5 La1 O3 84.85(9) 1_556 2_556 ? O5 La1 O2W 77.90(11) 1_556 . ? O3 La1 O2W 70.13(10) 2_556 . ? O5 La1 O7 77.08(9) 1_556 . ? O3 La1 O7 143.26(10) 2_556 . ? O2W La1 O7 74.91(10) . . ? O5 La1 O2 151.51(9) 1_556 2_556 ? O3 La1 O2 68.78(8) 2_556 2_556 ? O2W La1 O2 101.87(10) . 2_556 ? O7 La1 O2 130.84(8) . 2_556 ? O5 La1 O6 135.37(10) 1_556 . ? O3 La1 O6 116.42(9) 2_556 . ? O2W La1 O6 74.25(9) . . ? O7 La1 O6 62.46(8) . . ? O2 La1 O6 69.42(9) 2_556 . ? O5 La1 O1W 79.91(10) 1_556 . ? O3 La1 O1W 72.35(11) 2_556 . ? O2W La1 O1W 137.66(10) . . ? O7 La1 O1W 133.45(10) . . ? O2 La1 O1W 81.89(10) 2_556 . ? O6 La1 O1W 142.16(9) . . ? O5 La1 O1 80.23(10) 1_556 . ? O3 La1 O1 137.57(10) 2_556 . ? O2W La1 O1 142.32(10) . . ? O7 La1 O1 70.51(10) . . ? O2 La1 O1 111.81(9) 2_556 . ? O6 La1 O1 101.75(9) . . ? O1W La1 O1 66.04(11) . . ? O5 La1 O2 129.14(10) 1_556 . ? O3 La1 O2 127.03(9) 2_556 . ? O2W La1 O2 144.66(9) . . ? O7 La1 O2 88.54(9) . . ? O2 La1 O2 65.80(10) 2_556 . ? O6 La1 O2 70.41(9) . . ? O1W La1 O2 75.63(9) . . ? O1 La1 O2 49.15(8) . . ? O5 La1 C1 104.45(11) 1_556 . ? O3 La1 C1 138.56(11) 2_556 . ? O2W La1 C1 151.03(10) . . ? O7 La1 C1 77.52(11) . . ? O2 La1 C1 89.47(10) 2_556 . ? O6 La1 C1 85.29(10) . . ? O1W La1 C1 69.86(10) . . ? O1 La1 C1 24.24(9) . . ? O2 La1 C1 24.94(9) . . ? C1 O1 La1 95.7(2) . . ? C1 O2 La1 146.0(3) . 2_556 ? C1 O2 La1 94.0(2) . . ? La1 O2 La1 114.20(10) 2_556 . ? C2 O3 La1 129.2(2) . 2_556 ? C13 O5 La1 142.8(3) . 1_554 ? C14 O6 La1 121.3(2) . . ? C14 O7 La1 122.2(3) 2_656 . ? La1 O1W H1WA 116.9 . . ? La1 O1W H1WB 109.3 . . ? H1WA O1W H1WB 111.3 . . ? La1 O2W H2WA 115.9 . . ? La1 O2W H2WB 109.3 . . ? H2WA O2W H2WB 117.9 . . ? H3WA O3W H3WB 107.4 . . ? O1 C1 O2 121.0(4) . . ? O1 C1 C6 118.8(4) . . ? O2 C1 C6 120.2(3) . . ? O1 C1 La1 60.1(2) . . ? O2 C1 La1 61.1(2) . . ? C6 C1 La1 174.2(3) . . ? O4 C2 O3 125.5(4) . . ? O4 C2 C7 118.2(4) . . ? O3 C2 C7 116.2(4) . . ? C4 C3 C8 119.1(4) . . ? C4 C3 H3 120.4 . . ? C8 C3 H3 120.4 . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.0(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C7 119.7(4) . . ? C5 C6 C1 118.9(3) . . ? C7 C6 C1 121.4(4) . . ? C8 C7 C6 117.7(4) . . ? C8 C7 C2 120.6(3) . . ? C6 C7 C2 121.6(4) . . ? C3 C8 C7 122.2(4) . . ? C3 C8 N1 117.7(4) . . ? C7 C8 N1 120.1(4) . . ? C10 C9 C13 120.6(4) . . ? C10 C9 H9 119.7 . . ? C13 C9 H9 119.7 . . ? N1 C10 C9 121.6(4) . . ? N1 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C12 C11 N1 121.5(4) . . ? C12 C11 H11 119.3 . . ? N1 C11 H11 119.3 . . ? C11 C12 C13 121.2(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? O5 C13 C12 123.2(4) . . ? O5 C13 C9 120.9(4) . . ? C12 C13 C9 115.9(3) . . ? O7 C14 O6 127.0(4) 2_656 . ? O7 C14 C14 116.8(5) 2_656 2_656 ? O6 C14 C14 116.3(4) . 2_656 ? C10 N1 C11 119.1(3) . . ? C10 N1 C8 119.8(3) . . ? C11 N1 C8 121.1(3) . . ? H5WC O5W' H5WD 117.6 . . ? H5WC O5W H5WA 121.9 . . ? H5WC O5W H5WB 94.5 . . ? H5WA O5W H5WB 86.8 . . ? H4WA O4W H4WB 98.0 . . ? O4W' O4W' H4WC 80.0 2_765 . ? O4W' O4W' H4WD 91.4 2_765 . ? H4WC O4W' H4WD 97.8 . . ? 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 O5 La1 O1 C1 -177.2(3) 1_556 . . . ? O3 La1 O1 C1 -106.1(3) 2_556 . . . ? O2W La1 O1 C1 127.6(2) . . . . ? O7 La1 O1 C1 103.2(3) . . . . ? O2 La1 O1 C1 -24.1(3) 2_556 . . . ? O6 La1 O1 C1 48.2(3) . . . . ? O1W La1 O1 C1 -94.0(3) . . . . ? O2 La1 O1 C1 -2.5(2) . . . . ? O5 La1 O2 C1 9.2(3) 1_556 . . . ? O3 La1 O2 C1 127.2(2) 2_556 . . . ? O2W La1 O2 C1 -123.7(2) . . . . ? O7 La1 O2 C1 -62.8(2) . . . . ? O2 La1 O2 C1 160.5(3) 2_556 . . . ? O6 La1 O2 C1 -124.0(2) . . . . ? O1W La1 O2 C1 73.0(2) . . . . ? O1 La1 O2 C1 2.5(2) . . . . ? O5 La1 O2 La1 -151.24(11) 1_556 . . 2_556 ? O3 La1 O2 La1 -33.27(16) 2_556 . . 2_556 ? O2W La1 O2 La1 75.87(19) . . . 2_556 ? O7 La1 O2 La1 136.77(12) . . . 2_556 ? O2 La1 O2 La1 0.0 2_556 . . 2_556 ? O6 La1 O2 La1 75.58(11) . . . 2_556 ? O1W La1 O2 La1 -87.45(12) . . . 2_556 ? O1 La1 O2 La1 -158.01(17) . . . 2_556 ? C1 La1 O2 La1 -160.5(3) . . . 2_556 ? O5 La1 O6 C14 -35.8(4) 1_556 . . . ? O3 La1 O6 C14 -146.9(3) 2_556 . . . ? O2W La1 O6 C14 -89.2(3) . . . . ? O7 La1 O6 C14 -8.3(3) . . . . ? O2 La1 O6 C14 161.3(3) 2_556 . . . ? O1W La1 O6 C14 118.0(3) . . . . ? O1 La1 O6 C14 52.2(3) . . . . ? O2 La1 O6 C14 90.6(3) . . . . ? C1 La1 O6 C14 70.1(3) . . . . ? O5 La1 O7 C14 168.9(3) 1_556 . . 2_656 ? O3 La1 O7 C14 106.4(3) 2_556 . . 2_656 ? O2W La1 O7 C14 88.2(3) . . . 2_656 ? O2 La1 O7 C14 -4.6(4) 2_556 . . 2_656 ? O6 La1 O7 C14 8.4(3) . . . 2_656 ? O1W La1 O7 C14 -128.8(3) . . . 2_656 ? O1 La1 O7 C14 -107.0(3) . . . 2_656 ? O2 La1 O7 C14 -60.2(3) . . . 2_656 ? C1 La1 O7 C14 -82.8(3) . . . 2_656 ? La1 O1 C1 O2 4.6(4) . . . . ? La1 O1 C1 C6 -173.5(3) . . . . ? La1 O2 C1 O1 142.4(3) 2_556 . . . ? La1 O2 C1 O1 -4.6(4) . . . . ? La1 O2 C1 C6 -39.6(6) 2_556 . . . ? La1 O2 C1 C6 173.5(3) . . . . ? La1 O2 C1 La1 146.9(4) 2_556 . . . ? O5 La1 C1 O1 2.9(3) 1_556 . . . ? O3 La1 C1 O1 101.6(3) 2_556 . . . ? O2W La1 C1 O1 -88.2(3) . . . . ? O7 La1 C1 O1 -70.1(2) . . . . ? O2 La1 C1 O1 157.7(2) 2_556 . . . ? O6 La1 C1 O1 -132.9(3) . . . . ? O1W La1 C1 O1 76.2(3) . . . . ? O2 La1 C1 O1 175.5(4) . . . . ? O5 La1 C1 O2 -172.6(2) 1_556 . . . ? O3 La1 C1 O2 -73.9(3) 2_556 . . . ? O2W La1 C1 O2 96.3(3) . . . . ? O7 La1 C1 O2 114.5(2) . . . . ? O2 La1 C1 O2 -17.8(3) 2_556 . . . ? O6 La1 C1 O2 51.6(2) . . . . ? O1W La1 C1 O2 -99.3(2) . . . . ? O1 La1 C1 O2 -175.5(4) . . . . ? La1 O3 C2 O4 96.3(5) 2_556 . . . ? La1 O3 C2 C7 -85.9(4) 2_556 . . . ? C8 C3 C4 C5 1.5(8) . . . . ? C3 C4 C5 C6 -3.0(8) . . . . ? C4 C5 C6 C7 1.2(7) . . . . ? C4 C5 C6 C1 178.6(4) . . . . ? O1 C1 C6 C5 -29.1(6) . . . . ? O2 C1 C6 C5 152.8(4) . . . . ? O1 C1 C6 C7 148.2(4) . . . . ? O2 C1 C6 C7 -29.9(6) . . . . ? C5 C6 C7 C8 1.9(6) . . . . ? C1 C6 C7 C8 -175.4(4) . . . . ? C5 C6 C7 C2 178.5(4) . . . . ? C1 C6 C7 C2 1.2(6) . . . . ? O4 C2 C7 C8 81.1(5) . . . . ? O3 C2 C7 C8 -96.9(5) . . . . ? O4 C2 C7 C6 -95.4(5) . . . . ? O3 C2 C7 C6 86.7(5) . . . . ? C4 C3 C8 C7 1.7(8) . . . . ? C4 C3 C8 N1 -176.9(5) . . . . ? C6 C7 C8 C3 -3.4(7) . . . . ? C2 C7 C8 C3 -180.0(4) . . . . ? C6 C7 C8 N1 175.2(4) . . . . ? C2 C7 C8 N1 -1.4(6) . . . . ? C13 C9 C10 N1 -0.4(8) . . . . ? N1 C11 C12 C13 0.5(8) . . . . ? La1 O5 C13 C12 4.9(8) 1_554 . . . ? La1 O5 C13 C9 -175.3(3) 1_554 . . . ? C11 C12 C13 O5 178.1(5) . . . . ? C11 C12 C13 C9 -1.8(7) . . . . ? C10 C9 C13 O5 -178.2(5) . . . . ? C10 C9 C13 C12 1.7(7) . . . . ? La1 O6 C14 O7 -172.1(3) . . . 2_656 ? La1 O6 C14 C14 7.9(6) . . . 2_656 ? C9 C10 N1 C11 -0.9(7) . . . . ? C9 C10 N1 C8 178.2(4) . . . . ? C12 C11 N1 C10 0.9(7) . . . . ? C12 C11 N1 C8 -178.3(4) . . . . ? C3 C8 N1 C10 57.2(6) . . . . ? C7 C8 N1 C10 -121.4(5) . . . . ? C3 C8 N1 C11 -123.6(5) . . . . ? C7 C8 N1 C11 57.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.740 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.104 _database_code_depnum_ccdc_archive 'CCDC 913791' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '913792-update.cif' data_10 #TrackingRef '913792-update.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Er2 N2 O17' _chemical_formula_sum 'C28 H20 Er2 N2 O17' _chemical_formula_weight 990.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2113(5) _cell_length_b 12.0766(7) _cell_length_c 12.9701(7) _cell_angle_alpha 74.784(5) _cell_angle_beta 76.254(5) _cell_angle_gamma 71.416(5) _cell_volume 1442.02(13) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3562 _cell_measurement_theta_min 2.9047 _cell_measurement_theta_max 29.1334 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 5.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.66588 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8678 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0820 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5073 _reflns_number_gt 3965 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0324P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5073 _refine_ls_number_parameters 442 _refine_ls_number_restraints 582 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0970 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Er1 Er 0.80464(4) 0.27751(3) -0.04909(3) 0.01655(12) Uani 1 1 d . . . Er2 Er 0.20806(4) 0.22148(3) 0.10373(3) 0.01614(12) Uani 1 1 d . . . O1 O 0.8201(6) 0.1468(4) 0.1182(5) 0.0254(14) Uani 1 1 d . . . O2 O 1.0026(6) 0.1675(5) 0.1722(5) 0.0272(15) Uani 1 1 d . . . O3 O 1.0446(6) -0.0923(4) 0.1129(5) 0.0231(14) Uani 1 1 d . . . O4 O 1.1393(6) -0.2472(4) 0.2303(5) 0.0281(15) Uani 1 1 d . . . O5 O 0.4187(7) 0.5173(5) 0.3182(6) 0.0433(19) Uani 1 1 d . . . O6 O 0.6510(6) 0.1716(5) -0.0527(5) 0.0250(14) Uani 1 1 d . . . O7 O 0.4357(6) 0.1485(4) 0.0024(5) 0.0222(14) Uani 1 1 d . . . O8 O 0.5753(6) 0.3561(5) 0.0422(5) 0.0279(15) Uani 1 1 d . . . O9 O 0.3587(6) 0.3356(4) 0.0975(4) 0.0198(13) Uani 1 1 d U . . O10 O 0.2197(6) 0.3391(4) -0.0732(5) 0.0201(13) Uani 1 1 d . . . O11 O 0.0256(6) 0.3015(4) -0.0810(5) 0.0292(16) Uani 1 1 d . . . O12 O -0.0397(5) 0.5802(4) -0.1184(4) 0.0166(12) Uani 1 1 d . . . O13 O -0.1260(6) 0.6918(4) -0.2644(5) 0.0255(14) Uani 1 1 d . . . O14 O 0.6750(6) -0.0705(5) -0.2228(5) 0.0307(16) Uani 1 1 d . . . O1W O 0.7304(6) 0.4545(4) -0.1663(5) 0.0344(17) Uani 1 1 d . . . H1WA H 0.7184 0.4400 -0.2236 0.052 Uiso 1 1 d R . . H1WB H 0.6534 0.4957 -0.1365 0.052 Uiso 1 1 d R . . O2W O 0.7982(6) 0.4133(4) 0.0571(5) 0.0274(15) Uani 1 1 d . . . H2WA H 0.8805 0.4194 0.0509 0.041 Uiso 1 1 d R . . H2WB H 0.7444 0.4812 0.0347 0.041 Uiso 1 1 d R . . O3W O 0.2111(6) 0.0712(4) 0.0179(5) 0.0292(15) Uani 1 1 d . . . H3WA H 0.1303 0.0595 0.0331 0.044 Uiso 1 1 d R . . H3WB H 0.2710 0.0072 0.0405 0.044 Uiso 1 1 d R . . N1 N 0.6914(8) 0.1868(5) 0.3600(6) 0.0275(19) Uani 1 1 d . . . N2 N 0.3543(6) 0.2323(5) -0.2751(5) 0.0176(16) Uani 1 1 d U . . C1 C 0.9055(9) 0.1216(7) 0.1840(7) 0.0192(15) Uani 1 1 d U . . C2 C 1.0578(9) -0.1445(7) 0.2088(7) 0.0241(17) Uani 1 1 d U . . C3 C 0.8848(9) 0.0325(7) 0.2850(7) 0.0229(15) Uani 1 1 d U . . C4 C 0.9674(9) -0.0875(7) 0.3014(7) 0.0260(17) Uani 1 1 d U . . C5 C 0.9564(10) -0.1621(8) 0.4023(8) 0.041(2) Uani 1 1 d U . . H5 H 1.0112 -0.2408 0.4110 0.049 Uiso 1 1 calc R . . C6 C 0.8652(11) -0.1216(8) 0.4905(9) 0.047(2) Uani 1 1 d U . . H6 H 0.8621 -0.1711 0.5588 0.056 Uiso 1 1 calc R . . C7 C 0.7778(11) -0.0053(8) 0.4756(8) 0.0420(19) Uani 1 1 d U . . H7 H 0.7137 0.0224 0.5336 0.050 Uiso 1 1 calc R . . C8 C 0.7872(10) 0.0685(7) 0.3741(8) 0.0319(16) Uani 1 1 d U . . C9 C 0.4674(10) 0.3108(7) 0.3275(8) 0.0333(18) Uani 1 1 d U . . H9 H 0.3794 0.3177 0.3140 0.040 Uiso 1 1 calc R . . C10 C 0.5620(10) 0.2025(7) 0.3415(8) 0.0307(16) Uani 1 1 d U . . H10 H 0.5365 0.1363 0.3381 0.037 Uiso 1 1 calc R . . C11 C 0.7291(11) 0.2804(8) 0.3652(8) 0.0398(19) Uani 1 1 d U . . H11 H 0.8195 0.2700 0.3760 0.048 Uiso 1 1 calc R . . C12 C 0.6386(11) 0.3908(8) 0.3552(9) 0.046(2) Uani 1 1 d U . . H12 H 0.6672 0.4535 0.3630 0.055 Uiso 1 1 calc R . . C13 C 0.5015(10) 0.4145(8) 0.3333(8) 0.035(2) Uani 1 1 d U . . C14 C 0.5253(8) 0.2007(6) -0.0077(7) 0.0156(16) Uani 1 1 d U . . C15 C 0.4847(9) 0.3080(7) 0.0490(7) 0.0220(19) Uani 1 1 d U . . C16 C 0.1266(8) 0.3446(6) -0.1232(7) 0.0163(15) Uani 1 1 d U . . C17 C -0.0464(8) 0.5976(6) -0.2177(7) 0.0182(16) Uani 1 1 d U . . C18 C 0.1406(8) 0.3993(6) -0.2417(7) 0.0194(15) Uani 1 1 d U . . C19 C 0.0506(8) 0.5100(6) -0.2866(7) 0.0190(15) Uani 1 1 d U . . C20 C 0.0654(9) 0.5485(7) -0.3982(7) 0.0252(17) Uani 1 1 d U . . H20 H 0.0059 0.6205 -0.4269 0.030 Uiso 1 1 calc R . . C21 C 0.1662(9) 0.4832(7) -0.4686(8) 0.0277(17) Uani 1 1 d U . . H21 H 0.1720 0.5091 -0.5432 0.033 Uiso 1 1 calc R . . C22 C 0.2579(9) 0.3783(7) -0.4248(7) 0.0262(16) Uani 1 1 d U . . H22 H 0.3267 0.3337 -0.4706 0.031 Uiso 1 1 calc R . . C23 C 0.2481(9) 0.3400(7) -0.3151(7) 0.0235(15) Uani 1 1 d U . . C24 C 0.4331(9) 0.0250(7) -0.2132(7) 0.0267(18) Uani 1 1 d U . . H24 H 0.4111 -0.0471 -0.1837 0.032 Uiso 1 1 calc R . . C25 C 0.3261(9) 0.1251(7) -0.2315(7) 0.0236(16) Uani 1 1 d U . . H25 H 0.2340 0.1204 -0.2142 0.028 Uiso 1 1 calc R . . C26 C 0.4898(9) 0.2394(7) -0.2987(7) 0.0266(16) Uani 1 1 d U . . H26 H 0.5088 0.3127 -0.3288 0.032 Uiso 1 1 calc R . . C27 C 0.5971(9) 0.1388(7) -0.2780(7) 0.0248(17) Uani 1 1 d U . . H27 H 0.6881 0.1457 -0.2918 0.030 Uiso 1 1 calc R . . C28 C 0.5743(9) 0.0236(7) -0.2360(7) 0.0250(18) Uani 1 1 d U . . 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 0.0109(2) 0.0139(2) 0.0213(2) -0.00250(15) 0.00032(17) -0.00167(15) Er2 0.0101(2) 0.0131(2) 0.0209(2) -0.00251(15) 0.00083(16) -0.00069(15) O1 0.033(4) 0.020(3) 0.022(4) 0.003(2) -0.004(3) -0.011(3) O2 0.017(3) 0.024(3) 0.036(4) -0.005(3) 0.002(3) -0.006(3) O3 0.019(3) 0.022(3) 0.025(4) -0.007(3) 0.000(3) -0.002(3) O4 0.027(3) 0.018(3) 0.030(4) -0.007(3) -0.009(3) 0.011(3) O5 0.041(4) 0.020(3) 0.061(5) -0.001(3) -0.018(4) 0.003(3) O6 0.014(3) 0.027(3) 0.030(4) -0.013(3) 0.005(3) -0.001(3) O7 0.018(3) 0.018(3) 0.029(4) -0.004(3) -0.002(3) -0.005(3) O8 0.009(3) 0.030(3) 0.046(4) -0.019(3) 0.001(3) -0.002(3) O9 0.0188(15) 0.0198(15) 0.0201(15) -0.0050(9) -0.0020(9) -0.0045(9) O10 0.014(3) 0.020(3) 0.024(4) -0.005(2) -0.008(3) 0.002(2) O11 0.015(3) 0.023(3) 0.041(4) -0.005(3) 0.008(3) -0.005(3) O12 0.014(3) 0.015(3) 0.016(3) -0.001(2) -0.003(2) 0.000(2) O13 0.024(3) 0.019(3) 0.025(4) -0.005(3) -0.004(3) 0.007(3) O14 0.021(3) 0.021(3) 0.035(4) 0.000(3) -0.005(3) 0.011(3) O1W 0.042(4) 0.018(3) 0.036(4) -0.014(3) -0.006(3) 0.008(3) O2W 0.015(3) 0.022(3) 0.046(4) -0.011(3) -0.008(3) -0.001(3) O3W 0.017(3) 0.020(3) 0.045(4) -0.007(3) 0.003(3) -0.005(3) N1 0.032(5) 0.012(4) 0.033(5) -0.008(3) 0.001(4) -0.001(3) N2 0.010(3) 0.015(3) 0.021(4) -0.003(3) 0.000(3) 0.003(3) C1 0.0193(17) 0.0189(16) 0.0190(17) -0.0044(10) -0.0028(9) -0.0046(10) C2 0.026(3) 0.020(3) 0.024(3) -0.003(3) -0.001(3) -0.007(3) C3 0.024(3) 0.022(3) 0.023(3) -0.006(2) -0.002(3) -0.007(2) C4 0.028(3) 0.022(3) 0.023(3) -0.002(3) 0.001(3) -0.006(3) C5 0.043(4) 0.028(3) 0.029(4) 0.000(3) 0.005(3) 0.008(3) C6 0.051(4) 0.035(3) 0.031(4) 0.005(3) 0.005(3) 0.003(3) C7 0.043(3) 0.032(3) 0.030(3) -0.002(3) 0.007(3) 0.004(3) C8 0.032(3) 0.025(3) 0.031(3) -0.006(2) 0.000(3) -0.001(3) C9 0.031(3) 0.031(3) 0.036(4) -0.010(3) -0.007(3) -0.003(3) C10 0.034(3) 0.027(3) 0.035(3) -0.012(3) -0.007(3) -0.007(3) C11 0.034(3) 0.032(3) 0.045(3) -0.006(3) -0.003(3) -0.002(3) C12 0.040(4) 0.032(4) 0.058(4) -0.005(3) -0.008(4) -0.001(3) C13 0.033(4) 0.029(4) 0.040(4) -0.011(3) -0.003(4) -0.003(3) C14 0.015(4) 0.010(3) 0.020(4) -0.003(3) -0.007(3) 0.002(3) C15 0.012(4) 0.016(4) 0.030(4) -0.004(3) 0.000(3) 0.005(3) C16 0.011(3) 0.010(3) 0.025(3) -0.006(3) 0.005(3) -0.003(3) C17 0.014(3) 0.016(3) 0.023(4) -0.005(3) -0.002(3) -0.003(3) C18 0.013(3) 0.018(3) 0.024(3) -0.006(2) -0.002(3) -0.001(2) C19 0.012(3) 0.018(3) 0.025(3) -0.008(3) 0.001(3) -0.002(3) C20 0.019(3) 0.021(3) 0.028(3) -0.005(3) -0.002(3) 0.004(3) C21 0.025(3) 0.027(3) 0.025(3) -0.006(3) -0.002(3) 0.000(3) C22 0.019(3) 0.026(3) 0.026(3) -0.010(3) 0.002(3) 0.004(3) C23 0.017(3) 0.020(3) 0.030(3) -0.007(2) -0.003(3) 0.001(2) C24 0.021(3) 0.019(3) 0.034(4) -0.004(3) -0.006(3) 0.001(3) C25 0.016(3) 0.021(3) 0.029(3) -0.005(3) -0.002(3) 0.000(3) C26 0.019(3) 0.022(3) 0.034(3) -0.003(3) -0.002(3) -0.002(3) C27 0.012(3) 0.024(3) 0.033(4) -0.005(3) -0.003(3) 0.001(3) C28 0.020(3) 0.022(3) 0.029(4) -0.007(3) -0.004(3) -0.001(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 O11 2.292(6) 1_655 ? Er1 O1W 2.294(6) . ? Er1 O1 2.330(6) . ? Er1 O6 2.334(6) . ? Er1 O8 2.375(5) . ? Er1 O4 2.380(6) 2_755 ? Er1 O2W 2.380(5) . ? Er1 O3 2.495(5) 2_755 ? Er1 C2 2.788(8) 2_755 ? Er2 O14 2.268(6) 2_655 ? Er2 O2 2.302(6) 1_455 ? Er2 O9 2.346(5) . ? Er2 O3W 2.354(5) . ? Er2 O10 2.359(6) . ? Er2 O7 2.400(5) . ? Er2 O13 2.428(5) 2_565 ? Er2 O12 2.488(5) 2_565 ? Er2 C17 2.814(7) 2_565 ? O1 C1 1.277(10) . ? O2 C1 1.244(10) . ? O2 Er2 2.302(6) 1_655 ? O3 C2 1.255(10) . ? O3 Er1 2.495(5) 2_755 ? O4 C2 1.256(9) . ? O4 Er1 2.380(6) 2_755 ? O5 C13 1.256(10) . ? O6 C14 1.255(9) . ? O7 C14 1.233(9) . ? O8 C15 1.216(10) . ? O9 C15 1.271(9) . ? O10 C16 1.249(10) . ? O11 C16 1.249(9) . ? O11 Er1 2.292(6) 1_455 ? O12 C17 1.264(9) . ? O12 Er2 2.488(5) 2_565 ? O13 C17 1.267(9) . ? O13 Er2 2.428(5) 2_565 ? O14 C28 1.271(9) . ? O14 Er2 2.268(6) 2_655 ? O1W H1WA 0.8500 . ? O1W H1WB 0.8499 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? O3W H3WA 0.8500 . ? O3W H3WB 0.8500 . ? N1 C11 1.326(11) . ? N1 C10 1.345(11) . ? N1 C8 1.445(10) . ? N2 C25 1.363(9) . ? N2 C26 1.369(10) . ? N2 C23 1.466(10) . ? C1 C3 1.480(11) . ? C2 C4 1.507(11) . ? C2 Er1 2.788(8) 2_755 ? C3 C8 1.399(11) . ? C3 C4 1.414(11) . ? C4 C5 1.383(12) . ? C5 C6 1.382(12) . ? C5 H5 0.9300 . ? C6 C7 1.394(12) . ? C6 H6 0.9300 . ? C7 C8 1.385(13) . ? C7 H7 0.9300 . ? C9 C10 1.352(11) . ? C9 C13 1.426(12) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.352(12) . ? C11 H11 0.9300 . ? C12 C13 1.419(14) . ? C12 H12 0.9300 . ? C14 C15 1.551(11) . ? C16 C18 1.498(12) . ? C17 C19 1.519(10) . ? C17 Er2 2.814(7) 2_565 ? C18 C23 1.409(11) . ? C18 C19 1.426(11) . ? C19 C20 1.386(12) . ? C20 C21 1.389(10) . ? C20 H20 0.9300 . ? C21 C22 1.386(11) . ? C21 H21 0.9300 . ? C22 C23 1.366(12) . ? C22 H22 0.9300 . ? C24 C25 1.357(10) . ? C24 C28 1.397(12) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.367(11) . ? C26 H26 0.9300 . ? C27 C28 1.426(11) . ? C27 H27 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 O11 Er1 O1W 90.9(2) 1_655 . ? O11 Er1 O1 96.8(2) 1_655 . ? O1W Er1 O1 156.5(2) . . ? O11 Er1 O6 151.28(18) 1_655 . ? O1W Er1 O6 102.7(2) . . ? O1 Er1 O6 80.7(2) . . ? O11 Er1 O8 140.13(19) 1_655 . ? O1W Er1 O8 78.4(2) . . ? O1 Er1 O8 81.5(2) . . ? O6 Er1 O8 68.18(18) . . ? O11 Er1 O4 84.8(2) 1_655 2_755 ? O1W Er1 O4 69.88(18) . 2_755 ? O1 Er1 O4 132.75(18) . 2_755 ? O6 Er1 O4 76.5(2) . 2_755 ? O8 Er1 O4 125.2(2) . 2_755 ? O11 Er1 O2W 72.91(19) 1_655 . ? O1W Er1 O2W 80.4(2) . . ? O1 Er1 O2W 80.80(19) . . ? O6 Er1 O2W 133.86(18) . . ? O8 Er1 O2W 67.49(19) . . ? O4 Er1 O2W 142.41(19) 2_755 . ? O11 Er1 O3 77.02(18) 1_655 2_755 ? O1W Er1 O3 122.5(2) . 2_755 ? O1 Er1 O3 80.88(19) . 2_755 ? O6 Er1 O3 74.34(18) . 2_755 ? O8 Er1 O3 140.59(19) . 2_755 ? O4 Er1 O3 53.35(18) 2_755 2_755 ? O2W Er1 O3 142.38(19) . 2_755 ? O11 Er1 C2 78.2(2) 1_655 2_755 ? O1W Er1 C2 95.9(2) . 2_755 ? O1 Er1 C2 107.3(2) . 2_755 ? O6 Er1 C2 75.3(2) . 2_755 ? O8 Er1 C2 140.5(2) . 2_755 ? O4 Er1 C2 26.7(2) 2_755 2_755 ? O2W Er1 C2 150.8(2) . 2_755 ? O3 Er1 C2 26.8(2) 2_755 2_755 ? O14 Er2 O2 92.0(2) 2_655 1_455 ? O14 Er2 O9 90.3(2) 2_655 . ? O2 Er2 O9 151.31(19) 1_455 . ? O14 Er2 O3W 85.6(2) 2_655 . ? O2 Er2 O3W 72.10(19) 1_455 . ? O9 Er2 O3W 136.58(18) . . ? O14 Er2 O10 146.34(19) 2_655 . ? O2 Er2 O10 115.0(2) 1_455 . ? O9 Er2 O10 75.62(19) . . ? O3W Er2 O10 84.29(19) . . ? O14 Er2 O7 74.9(2) 2_655 . ? O2 Er2 O7 139.47(18) 1_455 . ? O9 Er2 O7 68.40(18) . . ? O3W Er2 O7 68.81(19) . . ? O10 Er2 O7 71.50(18) . . ? O14 Er2 O13 80.54(19) 2_655 2_565 ? O2 Er2 O13 78.9(2) 1_455 2_565 ? O9 Er2 O13 73.25(19) . 2_565 ? O3W Er2 O13 147.3(2) . 2_565 ? O10 Er2 O13 122.40(17) . 2_565 ? O7 Er2 O13 133.8(2) . 2_565 ? O14 Er2 O12 133.89(19) 2_655 2_565 ? O2 Er2 O12 79.53(17) 1_455 2_565 ? O9 Er2 O12 78.33(17) . 2_565 ? O3W Er2 O12 132.13(19) . 2_565 ? O10 Er2 O12 73.71(17) . 2_565 ? O7 Er2 O12 136.49(17) . 2_565 ? O13 Er2 O12 53.36(18) 2_565 2_565 ? O14 Er2 C17 107.2(2) 2_655 2_565 ? O2 Er2 C17 77.5(2) 1_455 2_565 ? O9 Er2 C17 74.5(2) . 2_565 ? O3W Er2 C17 147.4(2) . 2_565 ? O10 Er2 C17 98.4(2) . 2_565 ? O7 Er2 C17 142.9(2) . 2_565 ? O13 Er2 C17 26.7(2) 2_565 2_565 ? O12 Er2 C17 26.7(2) 2_565 2_565 ? C1 O1 Er1 131.5(6) . . ? C1 O2 Er2 161.4(5) . 1_655 ? C2 O3 Er1 89.7(5) . 2_755 ? C2 O4 Er1 95.1(5) . 2_755 ? C14 O6 Er1 120.3(5) . . ? C14 O7 Er2 118.4(5) . . ? C15 O8 Er1 119.1(5) . . ? C15 O9 Er2 120.1(5) . . ? C16 O10 Er2 115.3(5) . . ? C16 O11 Er1 159.5(6) . 1_455 ? C17 O12 Er2 91.2(4) . 2_565 ? C17 O13 Er2 93.9(5) . 2_565 ? C28 O14 Er2 147.0(6) . 2_655 ? Er1 O1W H1WA 109.1 . . ? Er1 O1W H1WB 109.5 . . ? H1WA O1W H1WB 109.5 . . ? Er1 O2W H2WA 109.1 . . ? Er1 O2W H2WB 109.4 . . ? H2WA O2W H2WB 109.5 . . ? Er2 O3W H3WA 109.1 . . ? Er2 O3W H3WB 109.4 . . ? H3WA O3W H3WB 109.5 . . ? C11 N1 C10 119.4(8) . . ? C11 N1 C8 121.0(8) . . ? C10 N1 C8 119.6(7) . . ? C25 N2 C26 120.2(7) . . ? C25 N2 C23 122.7(7) . . ? C26 N2 C23 116.5(6) . . ? O2 C1 O1 125.8(8) . . ? O2 C1 C3 117.0(8) . . ? O1 C1 C3 117.2(8) . . ? O3 C2 O4 121.5(8) . . ? O3 C2 C4 119.9(7) . . ? O4 C2 C4 118.5(8) . . ? O3 C2 Er1 63.5(4) . 2_755 ? O4 C2 Er1 58.3(4) . 2_755 ? C4 C2 Er1 169.9(6) . 2_755 ? C8 C3 C4 116.5(8) . . ? C8 C3 C1 119.6(7) . . ? C4 C3 C1 123.7(7) . . ? C5 C4 C3 121.0(8) . . ? C5 C4 C2 116.5(7) . . ? C3 C4 C2 122.1(8) . . ? C6 C5 C4 121.1(8) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 119.1(9) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C8 C7 C6 119.6(9) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C3 122.5(8) . . ? C7 C8 N1 118.4(8) . . ? C3 C8 N1 119.1(8) . . ? C10 C9 C13 120.6(9) . . ? C10 C9 H9 119.7 . . ? C13 C9 H9 119.7 . . ? N1 C10 C9 122.6(8) . . ? N1 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? N1 C11 C12 121.3(10) . . ? N1 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C13 122.5(10) . . ? C11 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? O5 C13 C12 123.3(9) . . ? O5 C13 C9 123.0(9) . . ? C12 C13 C9 113.7(8) . . ? O7 C14 O6 127.1(7) . . ? O7 C14 C15 117.6(7) . . ? O6 C14 C15 115.1(7) . . ? O8 C15 O9 127.4(7) . . ? O8 C15 C14 117.2(7) . . ? O9 C15 C14 115.4(7) . . ? O11 C16 O10 123.5(8) . . ? O11 C16 C18 117.8(8) . . ? O10 C16 C18 118.6(7) . . ? O12 C17 O13 121.5(7) . . ? O12 C17 C19 120.3(7) . . ? O13 C17 C19 118.0(8) . . ? O12 C17 Er2 62.1(4) . 2_565 ? O13 C17 Er2 59.4(4) . 2_565 ? C19 C17 Er2 173.4(6) . 2_565 ? C23 C18 C19 116.8(8) . . ? C23 C18 C16 119.4(7) . . ? C19 C18 C16 123.9(7) . . ? C20 C19 C18 119.4(7) . . ? C20 C19 C17 117.3(7) . . ? C18 C19 C17 122.6(8) . . ? C19 C20 C21 122.2(8) . . ? C19 C20 H20 118.9 . . ? C21 C20 H20 118.9 . . ? C22 C21 C20 118.4(9) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C23 C22 C21 120.6(7) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C18 122.3(8) . . ? C22 C23 N2 117.3(7) . . ? C18 C23 N2 120.4(8) . . ? C25 C24 C28 124.1(8) . . ? C25 C24 H24 118.0 . . ? C28 C24 H24 118.0 . . ? C24 C25 N2 119.7(8) . . ? C24 C25 H25 120.2 . . ? N2 C25 H25 120.2 . . ? C27 C26 N2 120.0(7) . . ? C27 C26 H26 120.0 . . ? N2 C26 H26 120.0 . . ? C26 C27 C28 122.3(8) . . ? C26 C27 H27 118.9 . . ? C28 C27 H27 118.9 . . ? O14 C28 C24 124.2(8) . . ? O14 C28 C27 122.1(8) . . ? C24 C28 C27 113.7(7) . . ? 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 O11 Er1 O1 C1 16.4(7) 1_655 . . . ? O1W Er1 O1 C1 -92.0(9) . . . . ? O6 Er1 O1 C1 167.5(7) . . . . ? O8 Er1 O1 C1 -123.4(7) . . . . ? O4 Er1 O1 C1 105.7(7) 2_755 . . . ? O2W Er1 O1 C1 -54.9(7) . . . . ? O3 Er1 O1 C1 92.1(7) 2_755 . . . ? C2 Er1 O1 C1 96.2(7) 2_755 . . . ? O11 Er1 O6 C14 171.5(6) 1_655 . . . ? O1W Er1 O6 C14 -72.2(6) . . . . ? O1 Er1 O6 C14 84.1(6) . . . . ? O8 Er1 O6 C14 -0.4(6) . . . . ? O4 Er1 O6 C14 -137.6(6) 2_755 . . . ? O2W Er1 O6 C14 16.6(7) . . . . ? O3 Er1 O6 C14 167.2(7) 2_755 . . . ? C2 Er1 O6 C14 -165.1(7) 2_755 . . . ? O14 Er2 O7 C14 -96.7(6) 2_655 . . . ? O2 Er2 O7 C14 -171.7(5) 1_455 . . . ? O9 Er2 O7 C14 -0.2(5) . . . . ? O3W Er2 O7 C14 172.2(6) . . . . ? O10 Er2 O7 C14 81.2(6) . . . . ? O13 Er2 O7 C14 -36.3(7) 2_565 . . . ? O12 Er2 O7 C14 42.6(7) 2_565 . . . ? C17 Er2 O7 C14 2.0(8) 2_565 . . . ? O11 Er1 O8 C15 -172.2(6) 1_655 . . . ? O1W Er1 O8 C15 110.5(7) . . . . ? O1 Er1 O8 C15 -81.7(6) . . . . ? O6 Er1 O8 C15 1.7(6) . . . . ? O4 Er1 O8 C15 55.6(7) 2_755 . . . ? O2W Er1 O8 C15 -165.2(7) . . . . ? O3 Er1 O8 C15 -17.4(8) 2_755 . . . ? C2 Er1 O8 C15 25.3(8) 2_755 . . . ? O14 Er2 O9 C15 72.1(6) 2_655 . . . ? O2 Er2 O9 C15 166.9(6) 1_455 . . . ? O3W Er2 O9 C15 -11.8(7) . . . . ? O10 Er2 O9 C15 -77.0(6) . . . . ? O7 Er2 O9 C15 -1.5(6) . . . . ? O13 Er2 O9 C15 152.1(7) 2_565 . . . ? O12 Er2 O9 C15 -152.9(6) 2_565 . . . ? C17 Er2 O9 C15 179.9(7) 2_565 . . . ? O14 Er2 O10 C16 127.7(5) 2_655 . . . ? O2 Er2 O10 C16 -12.7(5) 1_455 . . . ? O9 Er2 O10 C16 -164.3(5) . . . . ? O3W Er2 O10 C16 54.5(5) . . . . ? O7 Er2 O10 C16 124.0(5) . . . . ? O13 Er2 O10 C16 -105.3(5) 2_565 . . . ? O12 Er2 O10 C16 -82.5(5) 2_565 . . . ? C17 Er2 O10 C16 -92.7(5) 2_565 . . . ? Er2 O2 C1 O1 -65(2) 1_655 . . . ? Er2 O2 C1 C3 116.7(16) 1_655 . . . ? Er1 O1 C1 O2 2.0(12) . . . . ? Er1 O1 C1 C3 -179.9(5) . . . . ? Er1 O3 C2 O4 6.5(8) 2_755 . . . ? Er1 O3 C2 C4 -169.2(7) 2_755 . . . ? Er1 O4 C2 O3 -6.9(9) 2_755 . . . ? Er1 O4 C2 C4 168.9(7) 2_755 . . . ? O2 C1 C3 C8 94.8(10) . . . . ? O1 C1 C3 C8 -83.5(10) . . . . ? O2 C1 C3 C4 -79.2(11) . . . . ? O1 C1 C3 C4 102.5(10) . . . . ? C8 C3 C4 C5 -3.5(14) . . . . ? C1 C3 C4 C5 170.8(9) . . . . ? C8 C3 C4 C2 169.0(9) . . . . ? C1 C3 C4 C2 -16.8(14) . . . . ? O3 C2 C4 C5 161.3(9) . . . . ? O4 C2 C4 C5 -14.5(13) . . . . ? Er1 C2 C4 C5 54(4) 2_755 . . . ? O3 C2 C4 C3 -11.4(13) . . . . ? O4 C2 C4 C3 172.7(8) . . . . ? Er1 C2 C4 C3 -119(3) 2_755 . . . ? C3 C4 C5 C6 -0.5(16) . . . . ? C2 C4 C5 C6 -173.4(10) . . . . ? C4 C5 C6 C7 3.4(17) . . . . ? C5 C6 C7 C8 -2.2(17) . . . . ? C6 C7 C8 C3 -2.0(17) . . . . ? C6 C7 C8 N1 177.5(9) . . . . ? C4 C3 C8 C7 4.7(15) . . . . ? C1 C3 C8 C7 -169.7(9) . . . . ? C4 C3 C8 N1 -174.7(8) . . . . ? C1 C3 C8 N1 10.8(13) . . . . ? C11 N1 C8 C7 96.4(11) . . . . ? C10 N1 C8 C7 -83.5(12) . . . . ? C11 N1 C8 C3 -84.1(12) . . . . ? C10 N1 C8 C3 96.1(11) . . . . ? C11 N1 C10 C9 0.2(14) . . . . ? C8 N1 C10 C9 -179.9(9) . . . . ? C13 C9 C10 N1 -0.8(14) . . . . ? C10 N1 C11 C12 1.8(14) . . . . ? C8 N1 C11 C12 -178.1(9) . . . . ? N1 C11 C12 C13 -3.2(16) . . . . ? C11 C12 C13 O5 -176.2(10) . . . . ? C11 C12 C13 C9 2.4(15) . . . . ? C10 C9 C13 O5 178.1(9) . . . . ? C10 C9 C13 C12 -0.5(14) . . . . ? Er2 O7 C14 O6 176.0(7) . . . . ? Er2 O7 C14 C15 1.6(9) . . . . ? Er1 O6 C14 O7 -175.2(6) . . . . ? Er1 O6 C14 C15 -0.6(9) . . . . ? Er1 O8 C15 O9 177.6(7) . . . . ? Er1 O8 C15 C14 -2.6(10) . . . . ? Er2 O9 C15 O8 -177.4(7) . . . . ? Er2 O9 C15 C14 2.7(10) . . . . ? O7 C14 C15 O8 177.2(8) . . . . ? O6 C14 C15 O8 2.2(11) . . . . ? O7 C14 C15 O9 -2.9(11) . . . . ? O6 C14 C15 O9 -178.0(8) . . . . ? Er1 O11 C16 O10 150.7(12) 1_455 . . . ? Er1 O11 C16 C18 -32.9(19) 1_455 . . . ? Er2 O10 C16 O11 6.9(9) . . . . ? Er2 O10 C16 C18 -169.5(5) . . . . ? Er2 O12 C17 O13 -1.9(8) 2_565 . . . ? Er2 O12 C17 C19 172.9(7) 2_565 . . . ? Er2 O13 C17 O12 1.9(8) 2_565 . . . ? Er2 O13 C17 C19 -173.0(6) 2_565 . . . ? O11 C16 C18 C23 -108.1(9) . . . . ? O10 C16 C18 C23 68.4(10) . . . . ? O11 C16 C18 C19 71.9(10) . . . . ? O10 C16 C18 C19 -111.5(9) . . . . ? C23 C18 C19 C20 5.0(12) . . . . ? C16 C18 C19 C20 -175.0(8) . . . . ? C23 C18 C19 C17 -165.2(8) . . . . ? C16 C18 C19 C17 14.8(12) . . . . ? O12 C17 C19 C20 -163.0(8) . . . . ? O13 C17 C19 C20 12.0(11) . . . . ? O12 C17 C19 C18 7.3(12) . . . . ? O13 C17 C19 C18 -177.6(7) . . . . ? C18 C19 C20 C21 -0.4(13) . . . . ? C17 C19 C20 C21 170.3(8) . . . . ? C19 C20 C21 C22 -2.5(13) . . . . ? C20 C21 C22 C23 0.6(13) . . . . ? C21 C22 C23 C18 4.3(14) . . . . ? C21 C22 C23 N2 -176.3(7) . . . . ? C19 C18 C23 C22 -7.0(13) . . . . ? C16 C18 C23 C22 173.0(8) . . . . ? C19 C18 C23 N2 173.6(7) . . . . ? C16 C18 C23 N2 -6.4(12) . . . . ? C25 N2 C23 C22 -106.5(10) . . . . ? C26 N2 C23 C22 63.8(10) . . . . ? C25 N2 C23 C18 73.0(10) . . . . ? C26 N2 C23 C18 -116.8(9) . . . . ? C28 C24 C25 N2 0.4(14) . . . . ? C26 N2 C25 C24 -1.2(12) . . . . ? C23 N2 C25 C24 168.7(8) . . . . ? C25 N2 C26 C27 -0.3(13) . . . . ? C23 N2 C26 C27 -170.8(8) . . . . ? N2 C26 C27 C28 2.5(13) . . . . ? Er2 O14 C28 C24 -71.2(14) 2_655 . . . ? Er2 O14 C28 C27 109.9(11) 2_655 . . . ? C25 C24 C28 O14 -177.2(8) . . . . ? C25 C24 C28 C27 1.7(13) . . . . ? C26 C27 C28 O14 175.8(8) . . . . ? C26 C27 C28 C24 -3.1(13) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.870 _refine_diff_density_min -1.144 _refine_diff_density_rms 0.214 _database_code_depnum_ccdc_archive 'CCDC 913792' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '11.cif' data_11 #TrackingRef '11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 N2 O17 Yb2' _chemical_formula_sum 'C28 H20 N2 O17 Yb2' _chemical_formula_weight 1002.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1999(10) _cell_length_b 12.0085(12) _cell_length_c 12.9253(10) _cell_angle_alpha 74.968(8) _cell_angle_beta 76.328(8) _cell_angle_gamma 71.456(9) _cell_volume 1429.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6327 _cell_measurement_theta_min 2.9087 _cell_measurement_theta_max 29.1359 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.330 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 6.596 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.76997 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10741 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0433 _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 -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5034 _reflns_number_gt 4288 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0240P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5034 _refine_ls_number_parameters 442 _refine_ls_number_restraints 540 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0541 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 0.992 _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 Yb1 Yb 0.803616(19) 0.777298(16) 0.451284(17) 0.01411(7) Uani 1 1 d . . . Yb2 Yb 1.209390(19) 0.721844(16) 0.604146(17) 0.01358(7) Uani 1 1 d . . . O1 O 1.0219(3) 0.8013(3) 0.4179(3) 0.0226(8) Uani 1 1 d . . . O2 O 1.2171(3) 0.8373(3) 0.4288(3) 0.0193(7) Uani 1 1 d . . . O3 O 0.9586(3) 1.0805(3) 0.3821(3) 0.0183(7) Uani 1 1 d . . . O4 O 0.8721(3) 1.1916(3) 0.2367(3) 0.0204(8) Uani 1 1 d . . . O5 O 1.6759(4) 0.4277(3) 0.2777(3) 0.0294(9) Uani 1 1 d . . . O6 O 0.6511(3) 0.6714(3) 0.4472(3) 0.0225(8) Uani 1 1 d . . . O7 O 0.4346(3) 0.6483(3) 0.5028(3) 0.0193(8) Uani 1 1 d . . . O8 O 0.5763(3) 0.8566(3) 0.5428(3) 0.0259(9) Uani 1 1 d . . . O9 O 0.3587(3) 0.8374(3) 0.5952(3) 0.0200(8) Uani 1 1 d . . . O10 O 0.8222(3) 0.6486(3) 0.6162(3) 0.0222(8) Uani 1 1 d . . . O11 O 1.0039(3) 0.6693(3) 0.6715(3) 0.0250(8) Uani 1 1 d . . . O12 O 1.0465(3) 0.4083(3) 0.6107(3) 0.0205(8) Uani 1 1 d . . . O13 O 1.1410(3) 0.2535(3) 0.7286(3) 0.0260(8) Uani 1 1 d . . . O14 O 0.4171(4) 1.0188(3) 0.8188(4) 0.0400(11) Uani 1 1 d . . . O1W O 0.7312(4) 0.9525(3) 0.3359(3) 0.0284(9) Uani 1 1 d . . . H1WA H 0.7039 0.9416 0.2830 0.043 Uiso 1 1 d R . . H1WB H 0.6990 1.0213 0.3403 0.043 Uiso 1 1 d R . . O2W O 0.7988(3) 0.9121(3) 0.5550(3) 0.0240(8) Uani 1 1 d . . . H2WA H 0.8772 0.9217 0.5569 0.036 Uiso 1 1 d R . . H2WB H 0.7445 0.9797 0.5407 0.036 Uiso 1 1 d R . . O3W O 1.2126(3) 0.5725(3) 0.5191(3) 0.0262(9) Uani 1 1 d . . . H3WA H 1.1324 0.5685 0.5254 0.039 Uiso 1 1 d R . . H3WB H 1.2786 0.5106 0.5364 0.039 Uiso 1 1 d R . . N1 N 1.3536(4) 0.7321(3) 0.2249(3) 0.0172(9) Uani 1 1 d . . . N2 N 0.6923(4) 0.6870(3) 0.8603(4) 0.0272(11) Uani 1 1 d . . . C1 C 1.1232(5) 0.8448(4) 0.3775(4) 0.0154(10) Uani 1 1 d U . . C2 C 0.9531(5) 1.0975(4) 0.2831(4) 0.0164(10) Uani 1 1 d U . . C3 C 1.1405(5) 0.8999(4) 0.2583(4) 0.0148(9) Uani 1 1 d U . . C4 C 1.0509(4) 1.0106(4) 0.2144(4) 0.0152(9) Uani 1 1 d U . . C5 C 1.0642(5) 1.0479(4) 0.1026(4) 0.0236(11) Uani 1 1 d U . . H5 H 1.0030 1.1192 0.0739 0.028 Uiso 1 1 calc R . . C6 C 1.1651(5) 0.9830(4) 0.0319(5) 0.0280(11) Uani 1 1 d U . . H6 H 1.1710 1.0091 -0.0430 0.034 Uiso 1 1 calc R . . C7 C 1.2571(5) 0.8780(4) 0.0759(4) 0.0265(11) Uani 1 1 d U . . H7 H 1.3270 0.8336 0.0302 0.032 Uiso 1 1 calc R . . C8 C 1.2458(5) 0.8390(4) 0.1869(4) 0.0187(10) Uani 1 1 d U . . C9 C 1.4298(5) 0.5231(4) 0.2885(4) 0.0212(10) Uani 1 1 d U . . H9 H 1.4067 0.4510 0.3181 0.025 Uiso 1 1 calc R . . C10 C 1.3264(5) 0.6248(4) 0.2691(4) 0.0195(10) Uani 1 1 d U . . H10 H 1.2338 0.6212 0.2865 0.023 Uiso 1 1 calc R . . C11 C 1.4903(5) 0.7369(4) 0.2038(4) 0.0224(10) Uani 1 1 d U . . H11 H 1.5097 0.8107 0.1764 0.027 Uiso 1 1 calc R . . C12 C 1.5977(5) 0.6371(4) 0.2219(5) 0.0249(11) Uani 1 1 d U . . H12 H 1.6890 0.6437 0.2057 0.030 Uiso 1 1 calc R . . C13 C 1.5741(5) 0.5227(4) 0.2648(4) 0.0214(11) Uani 1 1 d U . . C14 C 0.5250(5) 0.6994(4) 0.4935(4) 0.0157(10) Uani 1 1 d U . . C15 C 0.4831(5) 0.8085(4) 0.5482(4) 0.0172(10) Uani 1 1 d U . . C16 C 0.9058(5) 0.6233(4) 0.6807(4) 0.0177(10) Uani 1 1 d U . . C17 C 1.0600(5) 0.3564(4) 0.7068(4) 0.0185(10) Uani 1 1 d U . . C18 C 0.8874(5) 0.5323(4) 0.7867(4) 0.0206(10) Uani 1 1 d U . . C19 C 0.9702(5) 0.4127(4) 0.8002(4) 0.0222(10) Uani 1 1 d U . . C20 C 0.9588(6) 0.3386(5) 0.9023(5) 0.0396(14) Uani 1 1 d U . . H20 H 1.0162 0.2604 0.9118 0.047 Uiso 1 1 calc R . . C21 C 0.8636(7) 0.3784(5) 0.9909(5) 0.0517(16) Uani 1 1 d U . . H21 H 0.8580 0.3284 1.0591 0.062 Uiso 1 1 calc R . . C22 C 0.7780(6) 0.4941(5) 0.9741(5) 0.0483(15) Uani 1 1 d U . . H22 H 0.7122 0.5222 1.0315 0.058 Uiso 1 1 calc R . . C23 C 0.7888(6) 0.5683(4) 0.8736(5) 0.0297(11) Uani 1 1 d U . . C24 C 0.4679(6) 0.8103(4) 0.8291(5) 0.0316(12) Uani 1 1 d U . . H24 H 0.3793 0.8170 0.8167 0.038 Uiso 1 1 calc R . . C25 C 0.5599(6) 0.7027(5) 0.8429(5) 0.0336(12) Uani 1 1 d U . . H25 H 0.5333 0.6362 0.8406 0.040 Uiso 1 1 calc R . . C26 C 0.7289(6) 0.7818(5) 0.8644(6) 0.0422(13) Uani 1 1 d U . . H26 H 0.8190 0.7721 0.8757 0.051 Uiso 1 1 calc R . . C27 C 0.6386(6) 0.8922(5) 0.8526(6) 0.0464(14) Uani 1 1 d U . . H27 H 0.6681 0.9561 0.8577 0.056 Uiso 1 1 calc R . . C28 C 0.5008(6) 0.9152(5) 0.8328(5) 0.0336(13) Uani 1 1 d U . . 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 Yb1 0.01122(12) 0.01164(11) 0.01803(13) -0.00216(9) -0.00195(8) -0.00218(9) Yb2 0.01029(11) 0.01042(11) 0.01777(13) -0.00191(9) -0.00139(8) -0.00119(9) O1 0.0156(18) 0.0182(17) 0.029(2) 0.0007(15) 0.0029(15) -0.0069(15) O2 0.0176(18) 0.0173(17) 0.022(2) -0.0031(15) -0.0066(15) -0.0009(15) O3 0.0201(18) 0.0152(17) 0.020(2) -0.0072(15) -0.0047(15) -0.0013(15) O4 0.0201(18) 0.0123(16) 0.020(2) 0.0003(14) -0.0039(15) 0.0057(15) O5 0.027(2) 0.0222(19) 0.024(2) 0.0005(16) -0.0066(16) 0.0124(17) O6 0.0132(18) 0.0204(18) 0.036(2) -0.0138(16) 0.0003(15) -0.0035(15) O7 0.0151(17) 0.0177(17) 0.027(2) -0.0074(15) -0.0022(15) -0.0058(15) O8 0.0166(18) 0.0227(19) 0.043(3) -0.0161(17) -0.0010(16) -0.0074(16) O9 0.0115(17) 0.0204(18) 0.031(2) -0.0138(16) -0.0021(15) -0.0016(15) O10 0.0257(19) 0.0203(18) 0.019(2) 0.0008(15) -0.0073(16) -0.0052(16) O11 0.0175(18) 0.0209(18) 0.035(2) -0.0063(16) 0.0038(16) -0.0087(16) O12 0.0231(18) 0.0173(17) 0.018(2) -0.0046(15) 0.0010(15) -0.0030(15) O13 0.029(2) 0.0163(18) 0.024(2) -0.0023(15) -0.0070(16) 0.0058(16) O14 0.038(2) 0.019(2) 0.060(3) -0.0104(19) -0.019(2) 0.0056(18) O1W 0.044(2) 0.0144(17) 0.025(2) -0.0072(15) -0.0137(18) 0.0019(17) O2W 0.0138(18) 0.0208(18) 0.040(2) -0.0115(17) -0.0080(16) -0.0010(15) O3W 0.0173(18) 0.0157(17) 0.045(3) -0.0091(16) -0.0015(16) -0.0040(15) N1 0.015(2) 0.013(2) 0.023(3) -0.0070(17) -0.0025(17) 0.0004(17) N2 0.024(2) 0.015(2) 0.032(3) -0.0062(19) 0.005(2) 0.0029(19) C1 0.016(2) 0.0077(19) 0.019(2) -0.0042(17) -0.0029(18) 0.0037(18) C2 0.013(2) 0.013(2) 0.025(3) -0.0035(19) -0.0033(19) -0.0056(18) C3 0.016(2) 0.0135(19) 0.018(2) -0.0050(17) -0.0065(17) -0.0044(17) C4 0.012(2) 0.012(2) 0.021(2) -0.0043(18) -0.0044(18) -0.0009(17) C5 0.022(2) 0.018(2) 0.025(3) -0.0040(19) -0.009(2) 0.005(2) C6 0.030(2) 0.028(2) 0.018(2) -0.002(2) -0.006(2) 0.004(2) C7 0.024(2) 0.023(2) 0.023(2) -0.0088(19) -0.0026(19) 0.0073(19) C8 0.018(2) 0.0137(19) 0.022(2) -0.0029(17) -0.0042(18) -0.0005(17) C9 0.026(2) 0.015(2) 0.023(3) -0.0035(19) -0.006(2) -0.005(2) C10 0.018(2) 0.017(2) 0.023(2) -0.0037(18) -0.0065(18) -0.0029(18) C11 0.019(2) 0.016(2) 0.030(3) -0.0020(19) -0.0036(19) -0.0038(19) C12 0.017(2) 0.022(2) 0.032(3) -0.004(2) -0.004(2) -0.001(2) C13 0.021(2) 0.022(2) 0.016(3) -0.006(2) -0.005(2) 0.004(2) C14 0.012(2) 0.016(2) 0.016(3) -0.001(2) -0.0043(19) 0.000(2) C15 0.016(2) 0.018(2) 0.017(3) -0.005(2) -0.006(2) -0.001(2) C16 0.020(2) 0.0098(19) 0.021(2) -0.0066(18) 0.0009(19) -0.0015(18) C17 0.018(2) 0.014(2) 0.024(3) -0.0015(19) -0.0010(19) -0.0080(19) C18 0.020(2) 0.017(2) 0.023(2) -0.0036(18) -0.0025(18) -0.0026(18) C19 0.024(2) 0.015(2) 0.022(2) -0.0004(18) -0.0020(19) -0.0017(19) C20 0.044(3) 0.022(2) 0.028(3) 0.002(2) 0.005(2) 0.010(2) C21 0.060(3) 0.031(3) 0.030(3) 0.007(2) 0.010(3) 0.011(3) C22 0.051(3) 0.029(2) 0.035(3) -0.001(2) 0.011(2) 0.013(2) C23 0.033(2) 0.016(2) 0.031(2) -0.0033(18) -0.001(2) 0.0021(19) C24 0.029(2) 0.026(2) 0.043(3) -0.012(2) -0.013(2) -0.003(2) C25 0.038(2) 0.022(2) 0.044(3) -0.011(2) -0.012(2) -0.006(2) C26 0.032(2) 0.029(2) 0.062(3) -0.004(2) -0.011(2) -0.006(2) C27 0.041(3) 0.022(2) 0.076(4) -0.010(3) -0.016(3) -0.006(2) C28 0.029(3) 0.023(3) 0.045(3) -0.007(2) -0.004(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 Yb1 O1W 2.258(3) . ? Yb1 O1 2.262(3) . ? Yb1 O10 2.294(3) . ? Yb1 O6 2.318(3) . ? Yb1 O2W 2.337(3) . ? Yb1 O13 2.357(4) 2_766 ? Yb1 O8 2.359(3) . ? Yb1 O12 2.475(3) 2_766 ? Yb1 C17 2.762(5) 2_766 ? Yb1 H1WA 2.6835 . ? Yb2 O5 2.238(3) 2_866 ? Yb2 O11 2.290(3) . ? Yb2 O3W 2.322(3) . ? Yb2 O2 2.328(3) . ? Yb2 O9 2.331(3) 1_655 ? Yb2 O7 2.379(3) 1_655 ? Yb2 O4 2.399(3) 2_776 ? Yb2 O3 2.468(3) 2_776 ? Yb2 C2 2.791(5) 2_776 ? Yb2 C15 3.147(5) 1_655 ? Yb2 C14 3.155(4) 1_655 ? Yb2 H3WA 2.7048 . ? Yb2 H3WB 2.7240 . ? O1 C1 1.249(5) . ? O2 C1 1.257(6) . ? O3 C2 1.255(6) . ? O3 Yb2 2.468(3) 2_776 ? O4 C2 1.268(6) . ? O4 Yb2 2.399(3) 2_776 ? O5 C13 1.280(6) . ? O5 Yb2 2.238(3) 2_866 ? O6 C14 1.261(5) . ? O7 C14 1.230(5) . ? O7 Yb2 2.379(3) 1_455 ? O8 C15 1.241(5) . ? O9 C15 1.250(5) . ? O9 Yb2 2.331(3) 1_455 ? O10 C16 1.246(6) . ? O11 C16 1.258(5) . ? O12 C17 1.256(6) . ? O12 Yb1 2.475(3) 2_766 ? O13 C17 1.252(5) . ? O13 Yb1 2.357(4) 2_766 ? O14 C28 1.261(6) . ? O1W H1WA 0.8500 . ? O1W H1WB 0.7984 . ? O2W H2WA 0.8499 . ? O2W H2WB 0.8266 . ? O3W H3WA 0.8180 . ? O3W H3WB 0.8499 . ? N1 C10 1.355(6) . ? N1 C11 1.373(6) . ? N1 C8 1.459(6) . ? N2 C26 1.324(6) . ? N2 C25 1.367(7) . ? N2 C23 1.445(6) . ? C1 C3 1.503(7) . ? C2 C4 1.507(6) . ? C2 Yb2 2.791(5) 2_776 ? C3 C8 1.387(6) . ? C3 C4 1.416(6) . ? C4 C5 1.385(7) . ? C5 C6 1.385(7) . ? C5 H5 0.9300 . ? C6 C7 1.386(7) . ? C6 H6 0.9300 . ? C7 C8 1.377(7) . ? C7 H7 0.9300 . ? C9 C10 1.347(6) . ? C9 C13 1.429(7) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.353(7) . ? C11 H11 0.9300 . ? C12 C13 1.415(7) . ? C12 H12 0.9300 . ? C14 C15 1.543(6) . ? C14 Yb2 3.155(4) 1_455 ? C15 Yb2 3.147(5) 1_455 ? C16 C18 1.529(7) . ? C17 C19 1.503(7) . ? C17 Yb1 2.762(5) 2_766 ? C18 C23 1.380(7) . ? C18 C19 1.405(6) . ? C19 C20 1.389(7) . ? C20 C21 1.395(8) . ? C20 H20 0.9300 . ? C21 C22 1.378(8) . ? C21 H21 0.9300 . ? C22 C23 1.374(8) . ? C22 H22 0.9300 . ? C24 C25 1.331(7) . ? C24 C28 1.417(7) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.346(7) . ? C26 H26 0.9300 . ? C27 C28 1.415(8) . ? C27 H27 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 O1W Yb1 O1 90.33(12) . . ? O1W Yb1 O10 156.69(12) . . ? O1 Yb1 O10 96.48(12) . . ? O1W Yb1 O6 102.91(12) . . ? O1 Yb1 O6 150.92(11) . . ? O10 Yb1 O6 81.57(12) . . ? O1W Yb1 O2W 79.96(12) . . ? O1 Yb1 O2W 72.94(11) . . ? O10 Yb1 O2W 80.79(12) . . ? O6 Yb1 O2W 134.40(11) . . ? O1W Yb1 O13 70.04(12) . 2_766 ? O1 Yb1 O13 84.29(12) . 2_766 ? O10 Yb1 O13 132.72(11) . 2_766 ? O6 Yb1 O13 76.36(12) . 2_766 ? O2W Yb1 O13 142.06(11) . 2_766 ? O1W Yb1 O8 78.46(13) . . ? O1 Yb1 O8 140.13(11) . . ? O10 Yb1 O8 82.10(12) . . ? O6 Yb1 O8 68.65(11) . . ? O2W Yb1 O8 67.48(11) . . ? O13 Yb1 O8 125.44(12) 2_766 . ? O1W Yb1 O12 123.09(12) . 2_766 ? O1 Yb1 O12 76.78(11) . 2_766 ? O10 Yb1 O12 80.21(12) . 2_766 ? O6 Yb1 O12 74.29(11) . 2_766 ? O2W Yb1 O12 141.91(11) . 2_766 ? O13 Yb1 O12 53.81(11) 2_766 2_766 ? O8 Yb1 O12 140.78(10) . 2_766 ? O1W Yb1 C17 96.24(14) . 2_766 ? O1 Yb1 C17 77.83(13) . 2_766 ? O10 Yb1 C17 106.98(13) . 2_766 ? O6 Yb1 C17 75.10(12) . 2_766 ? O2W Yb1 C17 150.47(12) . 2_766 ? O13 Yb1 C17 26.86(13) 2_766 2_766 ? O8 Yb1 C17 140.89(13) . 2_766 ? O12 Yb1 C17 27.04(12) 2_766 2_766 ? O1W Yb1 H1WA 17.2 . . ? O1 Yb1 H1WA 98.3 . . ? O10 Yb1 H1WA 163.6 . . ? O6 Yb1 H1WA 88.8 . . ? O2W Yb1 H1WA 96.9 . . ? O13 Yb1 H1WA 56.2 2_766 . ? O8 Yb1 H1WA 82.0 . . ? O12 Yb1 H1WA 110.0 2_766 . ? C17 Yb1 H1WA 83.1 2_766 . ? O5 Yb2 O11 92.23(13) 2_866 . ? O5 Yb2 O3W 85.56(13) 2_866 . ? O11 Yb2 O3W 72.23(12) . . ? O5 Yb2 O2 147.21(12) 2_866 . ? O11 Yb2 O2 113.55(12) . . ? O3W Yb2 O2 83.66(12) . . ? O5 Yb2 O9 91.29(13) 2_866 1_655 ? O11 Yb2 O9 151.62(12) . 1_655 ? O3W Yb2 O9 136.13(11) . 1_655 ? O2 Yb2 O9 75.73(12) . 1_655 ? O5 Yb2 O7 75.21(12) 2_866 1_655 ? O11 Yb2 O7 139.34(11) . 1_655 ? O3W Yb2 O7 68.40(11) . 1_655 ? O2 Yb2 O7 72.03(11) . 1_655 ? O9 Yb2 O7 68.52(10) 1_655 1_655 ? O5 Yb2 O4 80.49(12) 2_866 2_776 ? O11 Yb2 O4 78.90(12) . 2_776 ? O3W Yb2 O4 147.31(11) . 2_776 ? O2 Yb2 O4 122.67(10) . 2_776 ? O9 Yb2 O4 73.94(11) 1_655 2_776 ? O7 Yb2 O4 134.21(11) 1_655 2_776 ? O5 Yb2 O3 134.13(12) 2_866 2_776 ? O11 Yb2 O3 79.04(11) . 2_776 ? O3W Yb2 O3 131.78(11) . 2_776 ? O2 Yb2 O3 73.32(11) . 2_776 ? O9 Yb2 O3 78.37(10) 1_655 2_776 ? O7 Yb2 O3 136.66(10) 1_655 2_776 ? O4 Yb2 O3 53.66(11) 2_776 2_776 ? O5 Yb2 C2 107.41(14) 2_866 2_776 ? O11 Yb2 C2 76.90(12) . 2_776 ? O3W Yb2 C2 146.95(12) . 2_776 ? O2 Yb2 C2 98.30(13) . 2_776 ? O9 Yb2 C2 75.18(12) 1_655 2_776 ? O7 Yb2 C2 143.68(11) 1_655 2_776 ? O4 Yb2 C2 26.96(13) 2_776 2_776 ? O3 Yb2 C2 26.72(12) 2_776 2_776 ? O5 Yb2 C15 84.76(13) 2_866 1_655 ? O11 Yb2 C15 170.45(13) . 1_655 ? O3W Yb2 C15 116.44(12) . 1_655 ? O2 Yb2 C15 72.70(12) . 1_655 ? O9 Yb2 C15 20.15(11) 1_655 1_655 ? O7 Yb2 C15 48.40(11) 1_655 1_655 ? O4 Yb2 C15 91.66(11) 2_776 1_655 ? O3 Yb2 C15 96.56(11) 2_776 1_655 ? C2 Yb2 C15 95.32(12) 2_776 1_655 ? O5 Yb2 C14 78.12(12) 2_866 1_655 ? O11 Yb2 C14 159.01(11) . 1_655 ? O3W Yb2 C14 88.32(12) . 1_655 ? O2 Yb2 C14 70.71(12) . 1_655 ? O9 Yb2 C14 48.47(11) 1_655 1_655 ? O7 Yb2 C14 20.06(11) 1_655 1_655 ? O4 Yb2 C14 117.07(12) 2_776 1_655 ? O3 Yb2 C14 121.00(11) 2_776 1_655 ? C2 Yb2 C14 123.65(12) 2_776 1_655 ? C15 Yb2 C14 28.34(12) 1_655 1_655 ? O5 Yb2 H3WA 92.1 2_866 . ? O11 Yb2 H3WA 56.7 . . ? O3W Yb2 H3WA 16.6 . . ? O2 Yb2 H3WA 86.2 . . ? O9 Yb2 H3WA 151.2 1_655 . ? O7 Yb2 H3WA 84.8 1_655 . ? O4 Yb2 H3WA 134.8 2_776 . ? O3 Yb2 H3WA 118.0 2_776 . ? C2 Yb2 H3WA 130.4 2_776 . ? C15 Yb2 H3WA 132.4 1_655 . ? C14 Yb2 H3WA 104.6 1_655 . ? O5 Yb2 H3WB 69.7 2_866 . ? O11 Yb2 H3WB 80.2 . . ? O3W Yb2 H3WB 17.1 . . ? O2 Yb2 H3WB 94.1 . . ? O9 Yb2 H3WB 127.1 1_655 . ? O7 Yb2 H3WB 59.1 1_655 . ? O4 Yb2 H3WB 142.7 2_776 . ? O3 Yb2 H3WB 148.7 2_776 . ? C2 Yb2 H3WB 156.8 2_776 . ? C15 Yb2 H3WB 107.1 1_655 . ? C14 Yb2 H3WB 79.0 1_655 . ? H3WA Yb2 H3WB 31.1 . . ? C1 O1 Yb1 160.5(3) . . ? C1 O2 Yb2 117.3(3) . . ? C2 O3 Yb2 91.2(3) . 2_776 ? C2 O4 Yb2 94.0(3) . 2_776 ? C13 O5 Yb2 146.6(3) . 2_866 ? C14 O6 Yb1 120.6(3) . . ? C14 O7 Yb2 118.4(3) . 1_455 ? C15 O8 Yb1 118.8(3) . . ? C15 O9 Yb2 119.9(3) . 1_455 ? C16 O10 Yb1 132.6(3) . . ? C16 O11 Yb2 160.2(3) . . ? C17 O12 Yb1 89.3(3) . 2_766 ? C17 O13 Yb1 94.9(3) . 2_766 ? Yb1 O1W H1WA 111.1 . . ? Yb1 O1W H1WB 136.2 . . ? H1WA O1W H1WB 108.4 . . ? Yb1 O2W H2WA 116.7 . . ? Yb1 O2W H2WB 115.3 . . ? H2WA O2W H2WB 107.1 . . ? Yb2 O3W H3WA 109.3 . . ? Yb2 O3W H3WB 109.3 . . ? H3WA O3W H3WB 121.3 . . ? C10 N1 C11 118.5(4) . . ? C10 N1 C8 122.2(4) . . ? C11 N1 C8 118.8(4) . . ? C26 N2 C25 118.7(4) . . ? C26 N2 C23 121.5(5) . . ? C25 N2 C23 119.8(4) . . ? O1 C1 O2 123.7(5) . . ? O1 C1 C3 118.0(4) . . ? O2 C1 C3 118.0(4) . . ? O3 C2 O4 121.1(4) . . ? O3 C2 C4 120.5(4) . . ? O4 C2 C4 118.3(5) . . ? O3 C2 Yb2 62.1(2) . 2_776 ? O4 C2 Yb2 59.0(2) . 2_776 ? C4 C2 Yb2 173.0(3) . 2_776 ? C8 C3 C4 117.9(5) . . ? C8 C3 C1 119.2(4) . . ? C4 C3 C1 122.9(4) . . ? C5 C4 C3 118.9(4) . . ? C5 C4 C2 117.6(4) . . ? C3 C4 C2 123.1(4) . . ? C4 C5 C6 122.5(5) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C7 118.0(5) . . ? C5 C6 H6 121.0 . . ? C7 C6 H6 121.0 . . ? C8 C7 C6 120.6(5) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C3 121.9(4) . . ? C7 C8 N1 116.2(4) . . ? C3 C8 N1 121.9(5) . . ? C10 C9 C13 121.8(4) . . ? C10 C9 H9 119.1 . . ? C13 C9 H9 119.1 . . ? C9 C10 N1 121.8(4) . . ? C9 C10 H10 119.1 . . ? N1 C10 H10 119.1 . . ? C12 C11 N1 121.7(4) . . ? C12 C11 H11 119.1 . . ? N1 C11 H11 119.1 . . ? C11 C12 C13 121.5(4) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? O5 C13 C12 121.5(4) . . ? O5 C13 C9 123.9(4) . . ? C12 C13 C9 114.6(4) . . ? O7 C14 O6 127.9(4) . . ? O7 C14 C15 117.1(4) . . ? O6 C14 C15 115.0(4) . . ? O6 C14 Yb2 169.2(3) . 1_455 ? C15 C14 Yb2 75.5(3) . 1_455 ? O8 C15 O9 127.0(4) . . ? O8 C15 C14 116.9(4) . . ? O9 C15 C14 116.0(4) . . ? O8 C15 Yb2 166.6(3) . 1_455 ? C14 C15 Yb2 76.1(2) . 1_455 ? O10 C16 O11 126.9(5) . . ? O10 C16 C18 119.3(4) . . ? O11 C16 C18 113.7(4) . . ? O13 C17 O12 121.6(5) . . ? O13 C17 C19 117.8(5) . . ? O12 C17 C19 120.5(4) . . ? O13 C17 Yb1 58.2(3) . 2_766 ? O12 C17 Yb1 63.7(3) . 2_766 ? C19 C17 Yb1 169.5(3) . 2_766 ? C23 C18 C19 118.2(5) . . ? C23 C18 C16 119.5(4) . . ? C19 C18 C16 122.3(4) . . ? C20 C19 C18 119.2(5) . . ? C20 C19 C17 117.5(4) . . ? C18 C19 C17 123.0(5) . . ? C19 C20 C21 121.8(5) . . ? C19 C20 H20 119.1 . . ? C21 C20 H20 119.1 . . ? C22 C21 C20 117.9(6) . . ? C22 C21 H21 121.0 . . ? C20 C21 H21 121.0 . . ? C23 C22 C21 120.8(6) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C22 C23 C18 121.9(5) . . ? C22 C23 N2 118.1(5) . . ? C18 C23 N2 120.0(5) . . ? C25 C24 C28 122.0(5) . . ? C25 C24 H24 119.0 . . ? C28 C24 H24 119.0 . . ? C24 C25 N2 121.9(5) . . ? C24 C25 H25 119.1 . . ? N2 C25 H25 119.1 . . ? N2 C26 C27 121.4(5) . . ? N2 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C26 C27 C28 122.9(5) . . ? C26 C27 H27 118.6 . . ? C28 C27 H27 118.6 . . ? O14 C28 C27 123.1(5) . . ? O14 C28 C24 123.8(5) . . ? C27 C28 C24 113.0(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 O1W Yb1 O1 C1 -4.0(10) . . . . ? O10 Yb1 O1 C1 -161.7(10) . . . . ? O6 Yb1 O1 C1 114.0(9) . . . . ? O2W Yb1 O1 C1 -83.4(10) . . . . ? O13 Yb1 O1 C1 65.9(10) 2_766 . . . ? O8 Yb1 O1 C1 -76.2(10) . . . . ? O12 Yb1 O1 C1 120.0(10) 2_766 . . . ? C17 Yb1 O1 C1 92.3(10) 2_766 . . . ? O5 Yb2 O2 C1 127.0(3) 2_866 . . . ? O11 Yb2 O2 C1 -12.0(3) . . . . ? O3W Yb2 O2 C1 55.4(3) . . . . ? O9 Yb2 O2 C1 -163.6(3) 1_655 . . . ? O7 Yb2 O2 C1 124.7(3) 1_655 . . . ? O4 Yb2 O2 C1 -103.8(3) 2_776 . . . ? O3 Yb2 O2 C1 -81.7(3) 2_776 . . . ? C2 Yb2 O2 C1 -91.3(3) 2_776 . . . ? C15 Yb2 O2 C1 175.7(3) 1_655 . . . ? C14 Yb2 O2 C1 145.9(3) 1_655 . . . ? O1W Yb1 O6 C14 -73.1(4) . . . . ? O1 Yb1 O6 C14 171.8(3) . . . . ? O10 Yb1 O6 C14 83.6(4) . . . . ? O2W Yb1 O6 C14 15.5(4) . . . . ? O13 Yb1 O6 C14 -138.5(4) 2_766 . . . ? O8 Yb1 O6 C14 -1.1(3) . . . . ? O12 Yb1 O6 C14 165.8(4) 2_766 . . . ? C17 Yb1 O6 C14 -166.2(4) 2_766 . . . ? O1W Yb1 O8 C15 109.5(4) . . . . ? O1 Yb1 O8 C15 -174.1(3) . . . . ? O10 Yb1 O8 C15 -83.4(4) . . . . ? O6 Yb1 O8 C15 0.5(3) . . . . ? O2W Yb1 O8 C15 -166.7(4) . . . . ? O13 Yb1 O8 C15 54.5(4) 2_766 . . . ? O12 Yb1 O8 C15 -19.6(5) 2_766 . . . ? C17 Yb1 O8 C15 23.8(5) 2_766 . . . ? O1W Yb1 O10 C16 -89.6(5) . . . . ? O1 Yb1 O10 C16 16.5(4) . . . . ? O6 Yb1 O10 C16 167.3(4) . . . . ? O2W Yb1 O10 C16 -55.0(4) . . . . ? O13 Yb1 O10 C16 104.7(4) 2_766 . . . ? O8 Yb1 O10 C16 -123.3(4) . . . . ? O12 Yb1 O10 C16 91.9(4) 2_766 . . . ? C17 Yb1 O10 C16 95.8(4) 2_766 . . . ? O5 Yb2 O11 C16 -98.0(10) 2_866 . . . ? O3W Yb2 O11 C16 -13.4(9) . . . . ? O2 Yb2 O11 C16 61.2(10) . . . . ? O9 Yb2 O11 C16 165.1(9) 1_655 . . . ? O7 Yb2 O11 C16 -28.3(10) 1_655 . . . ? O4 Yb2 O11 C16 -177.9(10) 2_776 . . . ? O3 Yb2 O11 C16 127.4(10) 2_776 . . . ? C2 Yb2 O11 C16 154.6(10) 2_776 . . . ? C14 Yb2 O11 C16 -36.3(11) 1_655 . . . ? Yb1 O1 C1 O2 147.8(8) . . . . ? Yb1 O1 C1 C3 -37.6(12) . . . . ? Yb2 O2 C1 O1 5.3(6) . . . . ? Yb2 O2 C1 C3 -169.3(3) . . . . ? Yb2 O3 C2 O4 -2.8(4) 2_776 . . . ? Yb2 O3 C2 C4 172.6(4) 2_776 . . . ? Yb2 O4 C2 O3 2.9(4) 2_776 . . . ? Yb2 O4 C2 C4 -172.6(3) 2_776 . . . ? O1 C1 C3 C8 -106.0(5) . . . . ? O2 C1 C3 C8 68.9(6) . . . . ? O1 C1 C3 C4 72.1(6) . . . . ? O2 C1 C3 C4 -113.0(5) . . . . ? C8 C3 C4 C5 5.5(6) . . . . ? C1 C3 C4 C5 -172.6(4) . . . . ? C8 C3 C4 C2 -166.8(4) . . . . ? C1 C3 C4 C2 15.1(7) . . . . ? O3 C2 C4 C5 -164.6(4) . . . . ? O4 C2 C4 C5 11.0(6) . . . . ? O3 C2 C4 C3 7.8(6) . . . . ? O4 C2 C4 C3 -176.6(4) . . . . ? C3 C4 C5 C6 -2.3(7) . . . . ? C2 C4 C5 C6 170.5(4) . . . . ? C4 C5 C6 C7 -1.2(8) . . . . ? C5 C6 C7 C8 1.2(8) . . . . ? C6 C7 C8 C3 2.2(8) . . . . ? C6 C7 C8 N1 -175.9(4) . . . . ? C4 C3 C8 C7 -5.5(7) . . . . ? C1 C3 C8 C7 172.6(4) . . . . ? C4 C3 C8 N1 172.4(4) . . . . ? C1 C3 C8 N1 -9.5(7) . . . . ? C10 N1 C8 C7 -108.4(5) . . . . ? C11 N1 C8 C7 63.8(6) . . . . ? C10 N1 C8 C3 73.6(6) . . . . ? C11 N1 C8 C3 -114.3(5) . . . . ? C13 C9 C10 N1 0.8(8) . . . . ? C11 N1 C10 C9 -2.7(7) . . . . ? C8 N1 C10 C9 169.5(5) . . . . ? C10 N1 C11 C12 2.7(8) . . . . ? C8 N1 C11 C12 -169.7(5) . . . . ? N1 C11 C12 C13 -0.8(8) . . . . ? Yb2 O5 C13 C12 111.3(6) 2_866 . . . ? Yb2 O5 C13 C9 -70.8(8) 2_866 . . . ? C11 C12 C13 O5 177.1(5) . . . . ? C11 C12 C13 C9 -1.0(8) . . . . ? C10 C9 C13 O5 -177.0(5) . . . . ? C10 C9 C13 C12 1.1(7) . . . . ? Yb2 O7 C14 O6 176.9(4) 1_455 . . . ? Yb2 O7 C14 C15 -0.6(5) 1_455 . . . ? Yb1 O6 C14 O7 -176.0(4) . . . . ? Yb1 O6 C14 C15 1.5(5) . . . . ? Yb1 O6 C14 Yb2 -164.9(16) . . . 1_455 ? Yb1 O8 C15 O9 178.4(4) . . . . ? Yb1 O8 C15 C14 -0.1(6) . . . . ? Yb1 O8 C15 Yb2 165.1(13) . . . 1_455 ? Yb2 O9 C15 O8 -175.2(4) 1_455 . . . ? Yb2 O9 C15 C14 3.2(6) 1_455 . . . ? O7 C14 C15 O8 176.9(4) . . . . ? O6 C14 C15 O8 -0.9(7) . . . . ? Yb2 C14 C15 O8 176.5(4) 1_455 . . . ? O7 C14 C15 O9 -1.8(7) . . . . ? O6 C14 C15 O9 -179.5(4) . . . . ? Yb2 C14 C15 O9 -2.1(4) 1_455 . . . ? O7 C14 C15 Yb2 0.4(4) . . . 1_455 ? O6 C14 C15 Yb2 -177.4(4) . . . 1_455 ? Yb1 O10 C16 O11 3.1(7) . . . . ? Yb1 O10 C16 C18 179.4(3) . . . . ? Yb2 O11 C16 O10 -64.5(11) . . . . ? Yb2 O11 C16 C18 119.0(9) . . . . ? Yb1 O13 C17 O12 -6.6(5) 2_766 . . . ? Yb1 O13 C17 C19 168.8(4) 2_766 . . . ? Yb1 O12 C17 O13 6.3(4) 2_766 . . . ? Yb1 O12 C17 C19 -169.0(4) 2_766 . . . ? O10 C16 C18 C23 -80.4(6) . . . . ? O11 C16 C18 C23 96.4(6) . . . . ? O10 C16 C18 C19 101.2(6) . . . . ? O11 C16 C18 C19 -82.0(6) . . . . ? C23 C18 C19 C20 -5.7(8) . . . . ? C16 C18 C19 C20 172.8(5) . . . . ? C23 C18 C19 C17 167.5(5) . . . . ? C16 C18 C19 C17 -14.1(7) . . . . ? O13 C17 C19 C20 -14.2(7) . . . . ? O12 C17 C19 C20 161.2(5) . . . . ? Yb1 C17 C19 C20 51(2) 2_766 . . . ? O13 C17 C19 C18 172.5(4) . . . . ? O12 C17 C19 C18 -12.0(7) . . . . ? Yb1 C17 C19 C18 -122.3(19) 2_766 . . . ? C18 C19 C20 C21 2.4(9) . . . . ? C17 C19 C20 C21 -171.1(6) . . . . ? C19 C20 C21 C22 1.1(10) . . . . ? C20 C21 C22 C23 -1.4(11) . . . . ? C21 C22 C23 C18 -2.0(11) . . . . ? C21 C22 C23 N2 177.6(6) . . . . ? C19 C18 C23 C22 5.6(9) . . . . ? C16 C18 C23 C22 -172.9(6) . . . . ? C19 C18 C23 N2 -174.0(5) . . . . ? C16 C18 C23 N2 7.5(8) . . . . ? C26 N2 C23 C22 98.4(7) . . . . ? C25 N2 C23 C22 -81.6(8) . . . . ? C26 N2 C23 C18 -82.0(7) . . . . ? C25 N2 C23 C18 98.0(6) . . . . ? C28 C24 C25 N2 -0.7(10) . . . . ? C26 N2 C25 C24 0.6(9) . . . . ? C23 N2 C25 C24 -179.4(6) . . . . ? C25 N2 C26 C27 0.4(9) . . . . ? C23 N2 C26 C27 -179.6(6) . . . . ? N2 C26 C27 C28 -1.4(11) . . . . ? C26 C27 C28 O14 -178.0(7) . . . . ? C26 C27 C28 C24 1.2(10) . . . . ? C25 C24 C28 O14 179.1(6) . . . . ? C25 C24 C28 C27 -0.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.349 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.134 _database_code_depnum_ccdc_archive 'CCDC 913793' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '913794-update.cif' data_2 #TrackingRef '913794-update.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H11 Ce N O9, 3(H2 O)' _chemical_formula_sum 'C14 H17 Ce N O12' _chemical_formula_weight 531.41 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7062(6) _cell_length_b 10.6544(6) _cell_length_c 12.7524(12) _cell_angle_alpha 112.492(7) _cell_angle_beta 93.296(7) _cell_angle_gamma 104.776(6) _cell_volume 921.20(12) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3420 _cell_measurement_theta_min 2.9596 _cell_measurement_theta_max 29.0393 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.916 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 2.536 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.81664 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5652 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3228 _reflns_number_gt 3024 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0261P)^2^+0.6198P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3228 _refine_ls_number_parameters 262 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0645 _refine_ls_wR_factor_gt 0.0632 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Ce1 Ce 1.18510(3) 0.558050(19) 0.159200(17) 0.01822(9) Uani 1 1 d . . . O1 O 0.9777(4) 0.4347(3) 0.2512(2) 0.0309(7) Uani 1 1 d . . . O2 O 0.6802(5) 0.3986(3) 0.2350(3) 0.0558(10) Uani 1 1 d . . . O3 O 0.9004(4) 0.3787(2) 0.0142(2) 0.0241(6) Uani 1 1 d . . . O4 O 0.7329(4) 0.1984(3) -0.1415(2) 0.0358(7) Uani 1 1 d . . . O5 O 0.6641(4) 0.2819(3) 0.6456(2) 0.0334(7) Uani 1 1 d . . . O6 O 1.2760(4) 0.3959(3) -0.0223(2) 0.0265(6) Uani 1 1 d . . . O7 O 1.4838(4) 0.3697(3) -0.1370(2) 0.0305(7) Uani 1 1 d . . . O1W O 1.3291(4) 0.4035(3) 0.2224(3) 0.0414(8) Uani 1 1 d . . . H1WA H 1.2913 0.3943 0.2707 0.062 Uiso 1 1 d R . . H1WB H 1.4336 0.3881 0.2124 0.062 Uiso 1 1 d R . . O2W O 0.9547(4) 0.6973(3) 0.2268(3) 0.0450(8) Uani 1 1 d . . . H2WA H 0.8951 0.6952 0.2680 0.068 Uiso 1 1 d R . . H2WB H 0.8969 0.6739 0.1723 0.068 Uiso 1 1 d R . . O3W O 0.2882(7) 1.3155(6) 0.6162(4) 0.1111(19) Uani 1 1 d U . . H3WA H 0.3576 1.2809 0.6003 0.167 Uiso 1 1 d R . . H3WB H 0.3318 1.3797 0.6670 0.167 Uiso 1 1 d R . . O4W O 0.3222(14) 1.4184(15) 0.4555(11) 0.100(3) Uani 0.562(7) 1 d PGU A 1 H4WA H 0.4095 1.4210 0.4376 0.150 Uiso 0.562(7) 1 d PG A 1 H4WB H 0.3121 1.4022 0.5051 0.150 Uiso 0.562(7) 1 d PG A 1 N1 N 0.7314(5) 0.1470(3) 0.3093(3) 0.0258(7) Uani 1 1 d . . . C1 C 0.8148(5) 0.3572(4) 0.2142(3) 0.0246(9) Uani 1 1 d . . . C2 C 0.8086(5) 0.2469(4) -0.0390(3) 0.0209(8) Uani 1 1 d . . . C3 C 0.7859(5) 0.2007(4) 0.1406(3) 0.0191(8) Uani 1 1 d . . . C4 C 0.7865(5) 0.1509(4) 0.0220(3) 0.0213(8) Uani 1 1 d . . . C5 C 0.7584(6) 0.0060(4) -0.0423(4) 0.0328(10) Uani 1 1 d . . . H5 H 0.7583 -0.0273 -0.1212 0.039 Uiso 1 1 calc R . . C6 C 0.7308(7) -0.0884(4) 0.0081(4) 0.0422(12) Uani 1 1 d . . . H6 H 0.7168 -0.1841 -0.0358 0.051 Uiso 1 1 calc R . . C7 C 0.7239(7) -0.0412(4) 0.1242(4) 0.0364(11) Uani 1 1 d . . . H7 H 0.7023 -0.1053 0.1585 0.044 Uiso 1 1 calc R . . C8 C 0.7494(5) 0.1018(4) 0.1893(3) 0.0245(9) Uani 1 1 d . . . C9 C 0.8505(6) 0.2953(4) 0.5060(4) 0.0332(10) Uani 1 1 d . . . H9 H 0.9467 0.3658 0.5617 0.040 Uiso 1 1 calc R . . C10 C 0.8686(6) 0.2490(4) 0.3937(4) 0.0295(9) Uani 1 1 d . . . H10 H 0.9774 0.2877 0.3739 0.035 Uiso 1 1 calc R . . C11 C 0.5758(6) 0.0885(4) 0.3387(4) 0.0325(10) Uani 1 1 d . . . H11 H 0.4829 0.0171 0.2811 0.039 Uiso 1 1 calc R . . C12 C 0.5510(6) 0.1305(4) 0.4496(4) 0.0335(10) Uani 1 1 d . . . H12 H 0.4417 0.0875 0.4665 0.040 Uiso 1 1 calc R . . C13 C 0.6879(5) 0.2388(4) 0.5405(3) 0.0259(9) Uani 1 1 d . . . C14 C 1.4308(5) 0.4321(4) -0.0460(3) 0.0219(8) Uani 1 1 d . . . O5W O 0.0943(18) 1.0125(9) 0.3447(12) 0.177(5) Uani 0.603(12) 1 d PGU B 1 H5WA H 0.0500 0.9994 0.2774 0.265 Uiso 0.603(12) 1 d PG B 1 H5WB H 0.1048 0.9347 0.3440 0.265 Uiso 0.603(12) 1 d PG B 1 O4X O 0.2957(16) 1.3007(12) 0.3872(12) 0.100(3) Uani 0.438(7) 1 d PGU A 2 H4XA H 0.2432 1.2129 0.3457 0.150 Uiso 0.438(7) 1 d PG A 2 H4XB H 0.2272 1.3140 0.4225 0.150 Uiso 0.438(7) 1 d PG A 2 O5X O 0.028(3) 0.9849(10) 0.4256(15) 0.177(5) Uani 0.397(12) 1 d PGU B 2 H5XA H 0.1195 1.0160 0.3988 0.265 Uiso 0.397(12) 1 d PG B 2 H5XB H -0.0546 0.9062 0.4083 0.265 Uiso 0.397(12) 1 d PG B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.02150(13) 0.01803(13) 0.01262(13) 0.00570(9) 0.00317(9) 0.00273(8) O1 0.0371(17) 0.0256(14) 0.0187(15) 0.0085(12) 0.0010(12) -0.0076(12) O2 0.047(2) 0.0441(19) 0.068(3) 0.0057(18) 0.0159(19) 0.0266(16) O3 0.0291(15) 0.0200(13) 0.0189(14) 0.0091(11) 0.0013(11) -0.0008(11) O4 0.0527(19) 0.0243(14) 0.0205(16) 0.0092(12) -0.0069(14) -0.0020(13) O5 0.0410(17) 0.0366(16) 0.0159(15) 0.0074(12) 0.0056(13) 0.0059(13) O6 0.0250(15) 0.0268(14) 0.0245(15) 0.0078(12) 0.0096(12) 0.0053(11) O7 0.0265(15) 0.0309(15) 0.0234(16) 0.0014(12) 0.0078(12) 0.0055(12) O1W 0.048(2) 0.0492(18) 0.044(2) 0.0271(16) 0.0186(16) 0.0266(16) O2W 0.0366(18) 0.067(2) 0.0312(19) 0.0144(16) 0.0069(15) 0.0234(16) O3W 0.068(3) 0.197(6) 0.072(3) 0.051(4) 0.011(3) 0.052(3) O4W 0.090(5) 0.133(7) 0.105(7) 0.077(6) 0.022(5) 0.035(6) N1 0.036(2) 0.0202(16) 0.0155(17) 0.0074(13) 0.0015(15) -0.0010(14) C1 0.032(2) 0.0201(19) 0.019(2) 0.0070(16) 0.0055(17) 0.0053(17) C2 0.024(2) 0.0213(19) 0.017(2) 0.0075(16) 0.0055(16) 0.0055(15) C3 0.0201(19) 0.0178(18) 0.0164(19) 0.0063(15) 0.0016(15) 0.0024(14) C4 0.026(2) 0.0185(18) 0.017(2) 0.0067(16) 0.0027(16) 0.0040(15) C5 0.055(3) 0.021(2) 0.019(2) 0.0054(17) 0.009(2) 0.0097(19) C6 0.080(4) 0.018(2) 0.026(2) 0.0050(18) 0.007(2) 0.015(2) C7 0.063(3) 0.021(2) 0.026(2) 0.0113(18) 0.007(2) 0.0094(19) C8 0.032(2) 0.0204(19) 0.018(2) 0.0074(16) 0.0022(17) 0.0036(16) C9 0.034(2) 0.032(2) 0.022(2) 0.0057(18) -0.0011(18) 0.0002(18) C10 0.027(2) 0.029(2) 0.024(2) 0.0112(18) -0.0002(18) -0.0037(17) C11 0.035(2) 0.026(2) 0.022(2) 0.0075(18) -0.0019(18) -0.0083(17) C12 0.034(2) 0.034(2) 0.025(2) 0.0132(19) 0.0061(19) -0.0036(18) C13 0.034(2) 0.026(2) 0.016(2) 0.0080(16) 0.0020(17) 0.0074(17) C14 0.024(2) 0.0182(18) 0.023(2) 0.0078(16) 0.0043(18) 0.0070(15) O5W 0.171(10) 0.144(7) 0.187(11) 0.037(7) 0.018(9) 0.053(7) O4X 0.090(5) 0.133(7) 0.105(7) 0.077(6) 0.022(5) 0.035(6) O5X 0.171(10) 0.144(7) 0.187(11) 0.037(7) 0.018(9) 0.053(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O5 2.421(3) 2_766 ? Ce1 O1 2.445(3) . ? Ce1 O7 2.536(3) 2_865 ? Ce1 O1W 2.537(3) . ? Ce1 O3 2.564(3) . ? Ce1 O6 2.565(3) . ? Ce1 O2W 2.577(3) . ? Ce1 O4 2.610(3) 2_765 ? Ce1 O3 2.642(3) 2_765 ? Ce1 C2 3.010(4) 2_765 ? O1 C1 1.259(5) . ? O2 C1 1.231(5) . ? O3 C2 1.281(4) . ? O3 Ce1 2.642(3) 2_765 ? O4 C2 1.248(5) . ? O4 Ce1 2.610(3) 2_765 ? O5 C13 1.281(5) . ? O5 Ce1 2.421(3) 2_766 ? O6 C14 1.249(4) . ? O7 C14 1.248(4) . ? O7 Ce1 2.536(3) 2_865 ? O1W H1WA 0.7252 . ? O1W H1WB 0.8689 . ? O2W H2WA 0.7199 . ? O2W H2WB 0.7200 . ? O3W H3WA 0.7199 . ? O3W H3WB 0.7200 . ? O4W H4WA 0.7200 . ? O4W H4WB 0.7200 . ? O4W H4XB 1.0685 . ? N1 C11 1.349(5) . ? N1 C10 1.358(5) . ? N1 C8 1.444(5) . ? C1 C3 1.517(5) . ? C2 C4 1.489(5) . ? C2 Ce1 3.010(4) 2_765 ? C3 C8 1.395(5) . ? C3 C4 1.398(5) . ? C4 C5 1.394(5) . ? C5 C6 1.368(6) . ? C5 H5 0.9300 . ? C6 C7 1.378(6) . ? C6 H6 0.9300 . ? C7 C8 1.383(5) . ? C7 H7 0.9300 . ? C9 C10 1.353(6) . ? C9 C13 1.417(6) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.352(6) . ? C11 H11 0.9300 . ? C12 C13 1.415(5) . ? C12 H12 0.9300 . ? C14 C14 1.542(7) 2_865 ? O5W H5WA 0.8500 . ? O5W H5WB 0.8499 . ? O5W H5XA 0.6892 . ? O4X H4WA 1.2479 . ? O4X H4WB 1.4529 . ? O4X H4XA 0.8501 . ? O4X H4XB 0.7201 . ? O5X H5WB 1.2370 . ? O5X H5XA 0.8499 . ? O5X H5XB 0.8521 . ? 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 O5 Ce1 O1 84.74(9) 2_766 . ? O5 Ce1 O7 77.38(9) 2_766 2_865 ? O1 Ce1 O7 142.78(10) . 2_865 ? O5 Ce1 O1W 77.57(10) 2_766 . ? O1 Ce1 O1W 69.44(10) . . ? O7 Ce1 O1W 74.92(10) 2_865 . ? O5 Ce1 O3 150.91(9) 2_766 . ? O1 Ce1 O3 69.04(9) . . ? O7 Ce1 O3 131.40(8) 2_865 . ? O1W Ce1 O3 103.45(9) . . ? O5 Ce1 O6 136.12(9) 2_766 . ? O1 Ce1 O6 115.31(8) . . ? O7 Ce1 O6 63.08(8) 2_865 . ? O1W Ce1 O6 74.56(10) . . ? O3 Ce1 O6 69.66(8) . . ? O5 Ce1 O2W 79.21(10) 2_766 . ? O1 Ce1 O2W 72.68(10) . . ? O7 Ce1 O2W 133.49(9) 2_865 . ? O1W Ce1 O2W 136.88(11) . . ? O3 Ce1 O2W 81.03(9) . . ? O6 Ce1 O2W 142.45(9) . . ? O5 Ce1 O4 79.47(9) 2_766 2_765 ? O1 Ce1 O4 138.18(10) . 2_765 ? O7 Ce1 O4 70.10(10) 2_865 2_765 ? O1W Ce1 O4 141.45(10) . 2_765 ? O3 Ce1 O4 111.57(8) . 2_765 ? O6 Ce1 O4 102.62(9) . 2_765 ? O2W Ce1 O4 66.45(10) . 2_765 ? O5 Ce1 O3 128.61(8) 2_766 2_765 ? O1 Ce1 O3 127.65(9) . 2_765 ? O7 Ce1 O3 88.35(9) 2_865 2_765 ? O1W Ce1 O3 145.43(9) . 2_765 ? O3 Ce1 O3 65.48(9) . 2_765 ? O6 Ce1 O3 70.89(8) . 2_765 ? O2W Ce1 O3 75.92(9) . 2_765 ? O4 Ce1 O3 49.42(8) 2_765 2_765 ? O5 Ce1 C2 103.78(10) 2_766 2_765 ? O1 Ce1 C2 139.40(10) . 2_765 ? O7 Ce1 C2 77.15(10) 2_865 2_765 ? O1W Ce1 C2 151.00(10) . 2_765 ? O3 Ce1 C2 89.25(9) . 2_765 ? O6 Ce1 C2 86.02(9) . 2_765 ? O2W Ce1 C2 70.24(10) . 2_765 ? O4 Ce1 C2 24.34(9) 2_765 2_765 ? O3 Ce1 C2 25.12(9) 2_765 2_765 ? C1 O1 Ce1 129.4(3) . . ? C2 O3 Ce1 145.6(2) . . ? C2 O3 Ce1 93.7(2) . 2_765 ? Ce1 O3 Ce1 114.52(9) . 2_765 ? C2 O4 Ce1 96.1(2) . 2_765 ? C13 O5 Ce1 142.9(3) . 2_766 ? C14 O6 Ce1 120.8(2) . . ? C14 O7 Ce1 121.6(2) . 2_865 ? Ce1 O1W H1WA 110.1 . . ? Ce1 O1W H1WB 129.0 . . ? H1WA O1W H1WB 117.0 . . ? Ce1 O2W H2WA 129.7 . . ? Ce1 O2W H2WB 99.4 . . ? H2WA O2W H2WB 106.5 . . ? H3WA O3W H3WB 105.3 . . ? C11 N1 C10 119.0(3) . . ? C11 N1 C8 119.9(3) . . ? C10 N1 C8 121.1(3) . . ? O2 C1 O1 125.1(4) . . ? O2 C1 C3 118.6(4) . . ? O1 C1 C3 116.3(3) . . ? O4 C2 O3 120.5(3) . . ? O4 C2 C4 119.3(3) . . ? O3 C2 C4 120.2(3) . . ? O4 C2 Ce1 59.53(19) . 2_765 ? O3 C2 Ce1 61.14(18) . 2_765 ? C4 C2 Ce1 174.3(3) . 2_765 ? C8 C3 C4 118.3(3) . . ? C8 C3 C1 120.3(3) . . ? C4 C3 C1 121.3(3) . . ? C5 C4 C3 119.3(3) . . ? C5 C4 C2 118.6(3) . . ? C3 C4 C2 122.0(3) . . ? C6 C5 C4 121.4(4) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 119.8(4) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 119.7(4) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C7 C8 C3 121.4(4) . . ? C7 C8 N1 118.5(3) . . ? C3 C8 N1 120.1(3) . . ? C10 C9 C13 121.3(4) . . ? C10 C9 H9 119.3 . . ? C13 C9 H9 119.3 . . ? C9 C10 N1 121.5(4) . . ? C9 C10 H10 119.3 . . ? N1 C10 H10 119.3 . . ? N1 C11 C12 121.9(4) . . ? N1 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C11 C12 C13 121.3(4) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? O5 C13 C12 121.8(4) . . ? O5 C13 C9 123.2(4) . . ? C12 C13 C9 115.0(4) . . ? O7 C14 O6 126.4(3) . . ? O7 C14 C14 117.0(4) . 2_865 ? O6 C14 C14 116.6(4) . 2_865 ? H4XA O4X H4XB 97.9 . . ? H5XA O5X H5XB 137.2 . . ? 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 O5 Ce1 O1 C1 154.8(3) 2_766 . . . ? O7 Ce1 O1 C1 -144.1(3) 2_865 . . . ? O1W Ce1 O1 C1 -126.5(3) . . . . ? O3 Ce1 O1 C1 -12.3(3) . . . . ? O6 Ce1 O1 C1 -66.0(3) . . . . ? O2W Ce1 O1 C1 74.5(3) . . . . ? O4 Ce1 O1 C1 87.0(3) 2_765 . . . ? O3 Ce1 O1 C1 18.7(4) 2_765 . . . ? C2 Ce1 O1 C1 49.7(4) 2_765 . . . ? O5 Ce1 O3 C2 -91.3(4) 2_766 . . . ? O1 Ce1 O3 C2 -64.2(4) . . . . ? O7 Ce1 O3 C2 78.8(4) 2_865 . . . ? O1W Ce1 O3 C2 -2.8(4) . . . . ? O6 Ce1 O3 C2 64.8(4) . . . . ? O2W Ce1 O3 C2 -139.0(4) . . . . ? O4 Ce1 O3 C2 160.8(4) 2_765 . . . ? O3 Ce1 O3 C2 142.4(5) 2_765 . . . ? C2 Ce1 O3 C2 150.9(4) 2_765 . . . ? O5 Ce1 O3 Ce1 126.21(16) 2_766 . . 2_765 ? O1 Ce1 O3 Ce1 153.33(13) . . . 2_765 ? O7 Ce1 O3 Ce1 -63.62(15) 2_865 . . 2_765 ? O1W Ce1 O3 Ce1 -145.24(11) . . . 2_765 ? O6 Ce1 O3 Ce1 -77.60(11) . . . 2_765 ? O2W Ce1 O3 Ce1 78.54(12) . . . 2_765 ? O4 Ce1 O3 Ce1 18.36(13) 2_765 . . 2_765 ? O3 Ce1 O3 Ce1 0.0 2_765 . . 2_765 ? C2 Ce1 O3 Ce1 8.43(11) 2_765 . . 2_765 ? O5 Ce1 O6 C14 -36.3(3) 2_766 . . . ? O1 Ce1 O6 C14 -146.5(3) . . . . ? O7 Ce1 O6 C14 -8.1(3) 2_865 . . . ? O1W Ce1 O6 C14 -88.7(3) . . . . ? O3 Ce1 O6 C14 160.2(3) . . . . ? O2W Ce1 O6 C14 119.2(3) . . . . ? O4 Ce1 O6 C14 51.6(3) 2_765 . . . ? O3 Ce1 O6 C14 90.1(3) 2_765 . . . ? C2 Ce1 O6 C14 69.5(3) 2_765 . . . ? Ce1 O1 C1 O2 -94.7(5) . . . . ? Ce1 O1 C1 C3 86.7(4) . . . . ? Ce1 O4 C2 O3 -4.7(4) 2_765 . . . ? Ce1 O4 C2 C4 173.5(3) 2_765 . . . ? Ce1 O3 C2 O4 -141.6(3) . . . . ? Ce1 O3 C2 O4 4.6(4) 2_765 . . . ? Ce1 O3 C2 C4 40.2(6) . . . . ? Ce1 O3 C2 C4 -173.6(3) 2_765 . . . ? Ce1 O3 C2 Ce1 -146.2(4) . . . 2_765 ? O2 C1 C3 C8 -80.9(5) . . . . ? O1 C1 C3 C8 97.7(4) . . . . ? O2 C1 C3 C4 96.0(5) . . . . ? O1 C1 C3 C4 -85.3(5) . . . . ? C8 C3 C4 C5 -2.6(6) . . . . ? C1 C3 C4 C5 -179.6(4) . . . . ? C8 C3 C4 C2 174.8(4) . . . . ? C1 C3 C4 C2 -2.3(6) . . . . ? O4 C2 C4 C5 28.7(6) . . . . ? O3 C2 C4 C5 -153.0(4) . . . . ? O4 C2 C4 C3 -148.7(4) . . . . ? O3 C2 C4 C3 29.6(5) . . . . ? C3 C4 C5 C6 -0.2(7) . . . . ? C2 C4 C5 C6 -177.7(4) . . . . ? C4 C5 C6 C7 2.4(8) . . . . ? C5 C6 C7 C8 -1.6(8) . . . . ? C6 C7 C8 C3 -1.3(7) . . . . ? C6 C7 C8 N1 176.6(4) . . . . ? C4 C3 C8 C7 3.4(6) . . . . ? C1 C3 C8 C7 -179.5(4) . . . . ? C4 C3 C8 N1 -174.5(3) . . . . ? C1 C3 C8 N1 2.5(6) . . . . ? C11 N1 C8 C7 -56.4(5) . . . . ? C10 N1 C8 C7 124.2(4) . . . . ? C11 N1 C8 C3 121.6(4) . . . . ? C10 N1 C8 C3 -57.8(5) . . . . ? C13 C9 C10 N1 0.5(7) . . . . ? C11 N1 C10 C9 -1.8(6) . . . . ? C8 N1 C10 C9 177.7(4) . . . . ? C10 N1 C11 C12 1.5(6) . . . . ? C8 N1 C11 C12 -178.0(4) . . . . ? N1 C11 C12 C13 0.1(7) . . . . ? Ce1 O5 C13 C12 176.9(3) 2_766 . . . ? Ce1 O5 C13 C9 -3.6(7) 2_766 . . . ? C11 C12 C13 O5 178.2(4) . . . . ? C11 C12 C13 C9 -1.3(6) . . . . ? C10 C9 C13 O5 -178.5(4) . . . . ? C10 C9 C13 C12 1.0(6) . . . . ? Ce1 O7 C14 O6 -172.2(3) 2_865 . . . ? Ce1 O7 C14 C14 8.2(5) 2_865 . . 2_865 ? Ce1 O6 C14 O7 -172.1(3) . . . . ? Ce1 O6 C14 C14 7.5(5) . . . 2_865 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.759 _refine_diff_density_min -0.889 _refine_diff_density_rms 0.097 _database_code_depnum_ccdc_archive 'CCDC 913794' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '3.cif' data_3 #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 N2 O17 Pr2' _chemical_formula_sum 'C28 H20 N2 O17 Pr2' _chemical_formula_weight 938.28 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1992(6) _cell_length_b 12.4966(5) _cell_length_c 13.2905(7) _cell_angle_alpha 72.375(4) _cell_angle_beta 73.510(5) _cell_angle_gamma 69.764(5) _cell_volume 1484.08(13) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4427 _cell_measurement_theta_min 2.9678 _cell_measurement_theta_max 29.3142 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 3.332 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.51334 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11046 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_sigmaI/netI 0.0533 _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 -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5206 _reflns_number_gt 4510 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5206 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0758 _refine_ls_wR_factor_gt 0.0719 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Pr1 Pr 0.68316(2) 0.722777(19) 0.54041(2) 0.01598(9) Uani 1 1 d . . . Pr2 Pr 0.30819(2) 0.783400(18) 0.40274(2) 0.01402(9) Uani 1 1 d . . . O1 O 0.7304(3) 0.8746(3) 0.3680(3) 0.0288(8) Uani 1 1 d . . . O2 O 0.5397(3) 0.8312(2) 0.3647(3) 0.0252(8) Uani 1 1 d . . . O3 O 0.4750(3) 1.0918(3) 0.3888(3) 0.0254(8) Uani 1 1 d . . . O4 O 0.3927(4) 1.2528(3) 0.2706(3) 0.0338(9) Uani 1 1 d . . . O5 O 1.0864(4) 0.4889(3) 0.1865(3) 0.0413(10) Uani 1 1 d . . . O6 O 0.0566(3) 0.8558(3) 0.4923(3) 0.0246(8) Uani 1 1 d . . . O7 O -0.1523(3) 0.8163(3) 0.5599(3) 0.0255(8) Uani 1 1 d . . . O8 O 0.1487(3) 0.6770(2) 0.3926(3) 0.0216(8) Uani 1 1 d . . . O9 O -0.0645(3) 0.6436(3) 0.4562(3) 0.0300(9) Uani 1 1 d . . . O10 O 0.4444(3) 0.6940(2) 0.5723(3) 0.0195(7) Uani 1 1 d . . . O11 O 0.2496(3) 0.6474(2) 0.5864(3) 0.0209(7) Uani 1 1 d . . . O12 O 0.5871(4) 0.2977(2) 0.7656(3) 0.0286(9) Uani 1 1 d . . . O13 O 0.5254(3) 0.4250(2) 0.6190(3) 0.0206(7) Uani 1 1 d . . . O14 O -0.2095(3) 1.0497(3) 0.7260(3) 0.0307(9) Uani 1 1 d . . . O1W O 0.7187(4) 0.5807(3) 0.4347(3) 0.0367(10) Uani 1 1 d . . . H1WA H 0.7390 0.5118 0.4739 0.055 Uiso 1 1 d R . . H1WB H 0.6425 0.5940 0.4131 0.055 Uiso 1 1 d R . . O2W O 0.7602(4) 0.5359(3) 0.6670(3) 0.0323(9) Uani 1 1 d . . . H2WA H 0.7463 0.5483 0.7292 0.048 Uiso 1 1 d R . . H2WB H 0.7121 0.4912 0.6698 0.048 Uiso 1 1 d R . . O3W O 0.2787(3) 0.9405(3) 0.4929(3) 0.0328(9) Uani 1 1 d . . . H3WA H 0.2629 1.0064 0.4482 0.049 Uiso 1 1 d R . . H3WB H 0.3545 0.9279 0.5147 0.049 Uiso 1 1 d R . . C1 C 0.6295(5) 0.8884(4) 0.3242(4) 0.0188(10) Uani 1 1 d . . . C2 C 0.4629(5) 1.1470(4) 0.2934(4) 0.0188(10) Uani 1 1 d . . . C3 C 0.6232(4) 0.9699(3) 0.2152(4) 0.0178(10) Uani 1 1 d . . . C4 C 0.5390(5) 1.0889(4) 0.1995(4) 0.0210(11) Uani 1 1 d . . . C5 C 0.5310(6) 1.1557(4) 0.0965(4) 0.0378(15) Uani 1 1 d . . . H5 H 0.4732 1.2327 0.0872 0.045 Uiso 1 1 calc R . . C6 C 0.6067(7) 1.1112(4) 0.0065(5) 0.0532(19) Uani 1 1 d . . . H6 H 0.5983 1.1569 -0.0623 0.064 Uiso 1 1 calc R . . C7 C 0.6955(7) 0.9968(5) 0.0207(5) 0.0468(17) Uani 1 1 d . . . H7 H 0.7494 0.9658 -0.0386 0.056 Uiso 1 1 calc R . . C8 C 0.7025(5) 0.9304(4) 0.1232(4) 0.0293(12) Uani 1 1 d . . . C9 C 1.0274(6) 0.6918(4) 0.1772(5) 0.0344(14) Uani 1 1 d . . . H9 H 1.1132 0.6846 0.1937 0.041 Uiso 1 1 calc R . . C10 C 0.9301(5) 0.7979(4) 0.1618(5) 0.0335(13) Uani 1 1 d . . . H10 H 0.9503 0.8620 0.1689 0.040 Uiso 1 1 calc R . . C11 C 0.7752(5) 0.7212(4) 0.1220(5) 0.0354(14) Uani 1 1 d . . . H11 H 0.6897 0.7321 0.1028 0.042 Uiso 1 1 calc R . . C12 C 0.8705(6) 0.6133(4) 0.1353(5) 0.0435(16) Uani 1 1 d . . . H12 H 0.8502 0.5522 0.1223 0.052 Uiso 1 1 calc R . . C13 C 1.0003(5) 0.5903(4) 0.1686(4) 0.0315(13) Uani 1 1 d . . . C14 C -0.0279(5) 0.7978(4) 0.5061(4) 0.0176(10) Uani 1 1 d . . . C15 C 0.0231(5) 0.6960(4) 0.4473(4) 0.0190(11) Uani 1 1 d . . . C16 C 0.3474(4) 0.6450(3) 0.6266(4) 0.0155(10) Uani 1 1 d . . . C17 C 0.5221(4) 0.3987(4) 0.7183(4) 0.0168(10) Uani 1 1 d . . . C18 C 0.3439(4) 0.5941(3) 0.7439(4) 0.0140(9) Uani 1 1 d . . . C19 C 0.4347(4) 0.4854(3) 0.7867(4) 0.0160(10) Uani 1 1 d . . . C20 C 0.4319(5) 0.4513(4) 0.8964(4) 0.0234(11) Uani 1 1 d . . . H20 H 0.4954 0.3811 0.9233 0.028 Uiso 1 1 calc R . . C21 C 0.3379(5) 0.5181(4) 0.9675(4) 0.0303(12) Uani 1 1 d . . . H21 H 0.3391 0.4943 1.0408 0.036 Uiso 1 1 calc R . . C22 C 0.2412(5) 0.6220(4) 0.9264(4) 0.0284(12) Uani 1 1 d . . . H22 H 0.1746 0.6670 0.9727 0.034 Uiso 1 1 calc R . . C23 C 0.2442(4) 0.6577(3) 0.8179(4) 0.0184(10) Uani 1 1 d . . . C24 C 0.0390(5) 0.9657(4) 0.7262(4) 0.0245(11) Uani 1 1 d . . . H24 H 0.0555 1.0388 0.7018 0.029 Uiso 1 1 calc R . . C25 C 0.1491(5) 0.8698(4) 0.7456(4) 0.0272(12) Uani 1 1 d . . . H25 H 0.2397 0.8783 0.7341 0.033 Uiso 1 1 calc R . . C26 C -0.0012(5) 0.7495(4) 0.7962(4) 0.0262(12) Uani 1 1 d . . . H26 H -0.0138 0.6750 0.8196 0.031 Uiso 1 1 calc R . . C27 C -0.1157(5) 0.8441(4) 0.7776(4) 0.0262(12) Uani 1 1 d . . . H27 H -0.2048 0.8329 0.7889 0.031 Uiso 1 1 calc R . . C28 C -0.1016(5) 0.9587(4) 0.7416(4) 0.0215(11) Uani 1 1 d . . . N1 N 0.8040(4) 0.8138(3) 0.1364(3) 0.0256(10) Uani 1 1 d . . . N2 N 0.1308(4) 0.7611(3) 0.7817(3) 0.0187(9) 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 0.01354(13) 0.01529(14) 0.01968(17) -0.00477(11) -0.00422(11) -0.00338(10) Pr2 0.01155(13) 0.01234(14) 0.01671(16) -0.00269(11) -0.00390(11) -0.00132(10) O1 0.0251(18) 0.0330(19) 0.026(2) 0.0053(16) -0.0126(16) -0.0098(15) O2 0.0211(17) 0.0212(17) 0.031(2) 0.0017(15) -0.0044(16) -0.0108(14) O3 0.0306(19) 0.0216(17) 0.019(2) -0.0055(15) -0.0073(16) 0.0012(15) O4 0.041(2) 0.0227(18) 0.023(2) -0.0061(16) -0.0068(18) 0.0091(16) O5 0.038(2) 0.0229(18) 0.059(3) -0.0061(18) -0.019(2) 0.0018(16) O6 0.0173(16) 0.0228(17) 0.037(2) -0.0124(16) -0.0045(16) -0.0058(14) O7 0.0141(16) 0.0368(19) 0.030(2) -0.0177(17) 0.0005(15) -0.0079(14) O8 0.0116(15) 0.0249(17) 0.031(2) -0.0135(15) -0.0047(15) -0.0023(13) O9 0.0190(17) 0.0288(18) 0.048(3) -0.0204(18) -0.0008(17) -0.0088(15) O10 0.0180(16) 0.0223(16) 0.019(2) -0.0015(14) -0.0030(14) -0.0102(13) O11 0.0199(16) 0.0218(16) 0.023(2) 0.0004(14) -0.0113(15) -0.0069(14) O12 0.038(2) 0.0123(16) 0.023(2) -0.0045(15) -0.0091(17) 0.0115(15) O13 0.0249(17) 0.0172(16) 0.015(2) -0.0053(14) -0.0080(15) 0.0040(13) O14 0.0250(18) 0.0212(17) 0.028(2) 0.0026(15) -0.0079(16) 0.0096(15) O1W 0.032(2) 0.0258(18) 0.061(3) -0.0198(18) -0.025(2) 0.0011(16) O2W 0.040(2) 0.0264(18) 0.030(2) -0.0066(16) -0.0096(18) -0.0061(16) O3W 0.0297(18) 0.0213(17) 0.051(3) -0.0178(17) -0.0108(18) -0.0007(15) C1 0.021(2) 0.013(2) 0.018(3) -0.002(2) 0.001(2) -0.0050(19) C2 0.017(2) 0.020(2) 0.018(3) -0.006(2) 0.000(2) -0.0038(19) C3 0.018(2) 0.016(2) 0.020(3) -0.002(2) -0.005(2) -0.0051(19) C4 0.021(2) 0.019(2) 0.023(3) -0.003(2) -0.007(2) -0.0043(19) C5 0.048(3) 0.025(3) 0.023(3) -0.002(2) -0.009(3) 0.009(3) C6 0.085(5) 0.030(3) 0.018(3) -0.001(3) -0.008(3) 0.009(3) C7 0.064(4) 0.036(3) 0.018(3) -0.008(3) 0.004(3) 0.004(3) C8 0.032(3) 0.017(2) 0.028(3) -0.003(2) -0.001(2) 0.001(2) C9 0.036(3) 0.035(3) 0.035(4) -0.014(3) -0.018(3) 0.000(2) C10 0.039(3) 0.026(3) 0.043(4) -0.017(3) -0.014(3) -0.006(2) C11 0.026(3) 0.028(3) 0.052(4) -0.009(3) -0.010(3) -0.007(2) C12 0.033(3) 0.022(3) 0.077(5) -0.011(3) -0.012(3) -0.009(2) C13 0.031(3) 0.028(3) 0.031(3) -0.007(2) -0.003(3) -0.006(2) C14 0.016(2) 0.016(2) 0.019(3) -0.004(2) -0.010(2) 0.0014(19) C15 0.017(2) 0.018(2) 0.023(3) -0.005(2) -0.012(2) 0.0013(19) C16 0.012(2) 0.008(2) 0.028(3) -0.009(2) -0.007(2) 0.0025(17) C17 0.014(2) 0.019(2) 0.020(3) -0.006(2) -0.004(2) -0.0070(19) C18 0.013(2) 0.017(2) 0.014(3) -0.0036(19) -0.0037(19) -0.0072(18) C19 0.013(2) 0.016(2) 0.017(3) -0.0035(19) -0.0064(19) 0.0002(18) C20 0.019(2) 0.019(2) 0.024(3) -0.004(2) -0.006(2) 0.005(2) C21 0.035(3) 0.037(3) 0.013(3) -0.008(2) -0.008(2) 0.001(2) C22 0.028(3) 0.028(3) 0.023(3) -0.013(2) -0.008(2) 0.008(2) C23 0.018(2) 0.015(2) 0.023(3) -0.008(2) -0.008(2) 0.0017(18) C24 0.028(3) 0.017(2) 0.029(3) -0.002(2) -0.010(2) -0.005(2) C25 0.019(2) 0.028(3) 0.034(3) -0.006(2) -0.007(2) -0.007(2) C26 0.020(2) 0.022(2) 0.038(3) -0.004(2) -0.009(2) -0.006(2) C27 0.015(2) 0.028(3) 0.035(3) -0.005(2) -0.008(2) -0.005(2) C28 0.024(2) 0.021(2) 0.016(3) -0.005(2) -0.007(2) 0.001(2) N1 0.027(2) 0.018(2) 0.024(3) -0.0057(18) -0.0021(19) 0.0005(18) N2 0.0141(18) 0.0156(19) 0.023(2) -0.0064(17) -0.0046(17) 0.0017(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 Pr1 O7 2.457(3) 1_655 ? Pr1 O2W 2.450(3) . ? Pr1 O1W 2.456(3) . ? Pr1 O9 2.476(3) 1_655 ? Pr1 O10 2.483(3) . ? Pr1 O4 2.489(3) 2_676 ? Pr1 O1 2.541(3) . ? Pr1 O3 2.594(3) 2_676 ? Pr1 O2 2.843(3) . ? Pr1 C2 2.894(4) 2_676 ? Pr1 C1 3.057(5) . ? Pr2 O14 2.378(3) 2_576 ? Pr2 O6 2.477(3) . ? Pr2 O8 2.482(3) . ? Pr2 O3W 2.488(3) . ? Pr2 O2 2.510(3) . ? Pr2 O12 2.537(3) 2_666 ? Pr2 O11 2.562(3) . ? Pr2 O13 2.620(3) 2_666 ? Pr2 O10 2.727(3) . ? Pr2 C17 2.945(4) 2_666 ? Pr2 C16 3.015(5) . ? O1 C1 1.259(6) . ? O2 C1 1.257(5) . ? O3 C2 1.264(6) . ? O3 Pr1 2.594(3) 2_676 ? O4 C2 1.257(5) . ? O4 Pr1 2.489(3) 2_676 ? O5 C13 1.265(5) . ? O6 C14 1.251(5) . ? O7 C14 1.247(5) . ? O7 Pr1 2.457(3) 1_455 ? O8 C15 1.261(5) . ? O9 C15 1.240(5) . ? O9 Pr1 2.476(3) 1_455 ? O10 C16 1.274(5) . ? O11 C16 1.246(5) . ? O12 C17 1.267(5) . ? O12 Pr2 2.537(3) 2_666 ? O13 C17 1.253(5) . ? O13 Pr2 2.620(3) 2_666 ? O14 C28 1.292(5) . ? O14 Pr2 2.378(3) 2_576 ? O1W H1WA 0.8499 . ? O1W H1WB 0.8500 . ? O2W H2WA 0.8499 . ? O2W H2WB 0.8500 . ? O3W H3WA 0.8500 . ? O3W H3WB 0.8501 . ? C1 C3 1.501(6) . ? C2 C4 1.515(6) . ? C2 Pr1 2.894(4) 2_676 ? C3 C8 1.387(7) . ? C3 C4 1.422(5) . ? C4 C5 1.380(7) . ? C5 C6 1.385(7) . ? C5 H5 0.9300 . ? C6 C7 1.392(7) . ? C6 H6 0.9300 . ? C7 C8 1.370(8) . ? C7 H7 0.9300 . ? C8 N1 1.460(5) . ? C9 C10 1.351(6) . ? C9 C13 1.430(7) . ? C9 H9 0.9300 . ? C10 N1 1.355(6) . ? C10 H10 0.9300 . ? C11 C12 1.357(6) . ? C11 N1 1.366(6) . ? C11 H11 0.9300 . ? C12 C13 1.423(7) . ? C12 H12 0.9300 . ? C14 C15 1.554(6) . ? C16 C18 1.489(6) . ? C17 C19 1.505(6) . ? C17 Pr2 2.945(4) 2_666 ? C18 C23 1.408(6) . ? C18 C19 1.410(5) . ? C19 C20 1.384(7) . ? C20 C21 1.385(6) . ? C20 H20 0.9300 . ? C21 C22 1.396(6) . ? C21 H21 0.9300 . ? C22 C23 1.369(7) . ? C22 H22 0.9300 . ? C23 N2 1.463(5) . ? C24 C25 1.345(6) . ? C24 C28 1.419(7) . ? C24 H24 0.9300 . ? C25 N2 1.358(6) . ? C25 H25 0.9300 . ? C26 N2 1.357(6) . ? C26 C27 1.362(6) . ? C26 H26 0.9300 . ? C27 C28 1.411(6) . ? C27 H27 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 O7 Pr1 O2W 97.06(11) 1_655 . ? O7 Pr1 O1W 131.43(11) 1_655 . ? O2W Pr1 O1W 78.12(12) . . ? O7 Pr1 O9 65.51(10) 1_655 1_655 ? O2W Pr1 O9 76.97(12) . 1_655 ? O1W Pr1 O9 66.35(11) . 1_655 ? O7 Pr1 O10 153.21(10) 1_655 . ? O2W Pr1 O10 90.41(11) . . ? O1W Pr1 O10 75.26(11) . . ? O9 Pr1 O10 141.23(10) 1_655 . ? O7 Pr1 O4 74.60(12) 1_655 2_676 ? O2W Pr1 O4 69.01(10) . 2_676 ? O1W Pr1 O4 140.96(12) . 2_676 ? O9 Pr1 O4 122.86(12) 1_655 2_676 ? O10 Pr1 O4 84.29(11) . 2_676 ? O7 Pr1 O1 71.20(11) 1_655 . ? O2W Pr1 O1 151.58(11) . . ? O1W Pr1 O1 90.34(12) . . ? O9 Pr1 O1 74.62(11) 1_655 . ? O10 Pr1 O1 111.87(10) . . ? O4 Pr1 O1 128.39(11) 2_676 . ? O7 Pr1 O3 73.78(10) 1_655 2_676 ? O2W Pr1 O3 120.31(11) . 2_676 ? O1W Pr1 O3 149.50(10) . 2_676 ? O9 Pr1 O3 137.71(10) 1_655 2_676 ? O10 Pr1 O3 80.23(10) . 2_676 ? O4 Pr1 O3 51.51(10) 2_676 2_676 ? O1 Pr1 O3 82.13(11) . 2_676 ? O7 Pr1 O2 117.46(10) 1_655 . ? O2W Pr1 O2 143.13(10) . . ? O1W Pr1 O2 69.60(10) . . ? O9 Pr1 O2 104.71(11) 1_655 . ? O10 Pr1 O2 64.91(10) . . ? O4 Pr1 O2 130.01(9) 2_676 . ? O1 Pr1 O2 48.01(10) . . ? O3 Pr1 O2 83.75(10) 2_676 . ? O7 Pr1 C2 72.24(11) 1_655 2_676 ? O2W Pr1 C2 94.53(12) . 2_676 ? O1W Pr1 C2 155.56(13) . 2_676 ? O9 Pr1 C2 135.19(12) 1_655 2_676 ? O10 Pr1 C2 81.58(11) . 2_676 ? O4 Pr1 C2 25.61(11) 2_676 2_676 ? O1 Pr1 C2 105.65(12) . 2_676 ? O3 Pr1 C2 25.90(11) 2_676 2_676 ? O2 Pr1 C2 107.44(11) . 2_676 ? O7 Pr1 C1 94.02(12) 1_655 . ? O2W Pr1 C1 157.27(11) . . ? O1W Pr1 C1 79.66(12) . . ? O9 Pr1 C1 89.80(12) 1_655 . ? O10 Pr1 C1 88.54(11) . . ? O4 Pr1 C1 133.36(10) 2_676 . ? O1 Pr1 C1 23.77(11) . . ? O3 Pr1 C1 81.85(11) 2_676 . ? O2 Pr1 C1 24.25(10) . . ? C2 Pr1 C1 107.75(12) 2_676 . ? O14 Pr2 O6 75.68(11) 2_576 . ? O14 Pr2 O8 91.79(11) 2_576 . ? O6 Pr2 O8 65.85(9) . . ? O14 Pr2 O3W 80.35(12) 2_576 . ? O6 Pr2 O3W 69.08(10) . . ? O8 Pr2 O3W 134.80(10) . . ? O14 Pr2 O2 93.85(11) 2_576 . ? O6 Pr2 O2 138.64(10) . . ? O8 Pr2 O2 155.45(10) . . ? O3W Pr2 O2 69.75(11) . . ? O14 Pr2 O12 80.51(10) 2_576 2_666 ? O6 Pr2 O12 130.43(11) . 2_666 ? O8 Pr2 O12 72.23(11) . 2_666 ? O3W Pr2 O12 147.12(12) . 2_666 ? O2 Pr2 O12 85.17(11) . 2_666 ? O14 Pr2 O11 144.23(10) 2_576 . ? O6 Pr2 O11 68.76(10) . . ? O8 Pr2 O11 70.57(10) . . ? O3W Pr2 O11 90.34(11) . . ? O2 Pr2 O11 115.28(10) . . ? O12 Pr2 O11 120.24(10) 2_666 . ? O14 Pr2 O13 131.03(11) 2_576 2_666 ? O6 Pr2 O13 133.26(10) . 2_666 ? O8 Pr2 O13 74.71(9) . 2_666 ? O3W Pr2 O13 140.91(10) . 2_666 ? O2 Pr2 O13 83.64(10) . 2_666 ? O12 Pr2 O13 50.52(9) 2_666 2_666 ? O11 Pr2 O13 75.37(10) . 2_666 ? O14 Pr2 O10 148.18(10) 2_576 . ? O6 Pr2 O10 102.18(10) . . ? O8 Pr2 O10 116.72(10) . . ? O3W Pr2 O10 69.64(10) . . ? O2 Pr2 O10 66.42(10) . . ? O12 Pr2 O10 119.97(9) 2_666 . ? O11 Pr2 O10 49.05(9) . . ? O13 Pr2 O10 73.72(9) 2_666 . ? O14 Pr2 C17 105.87(12) 2_576 2_666 ? O6 Pr2 C17 137.30(11) . 2_666 ? O8 Pr2 C17 71.45(11) . 2_666 ? O3W Pr2 C17 153.51(11) . 2_666 ? O2 Pr2 C17 84.03(11) . 2_666 ? O12 Pr2 C17 25.36(11) 2_666 2_666 ? O11 Pr2 C17 97.79(11) . 2_666 ? O13 Pr2 C17 25.16(11) 2_666 2_666 ? O10 Pr2 C17 96.96(11) . 2_666 ? O14 Pr2 C16 154.68(11) 2_576 . ? O6 Pr2 C16 84.07(11) . . ? O8 Pr2 C16 93.65(11) . . ? O3W Pr2 C16 78.30(11) . . ? O2 Pr2 C16 91.39(11) . . ? O12 Pr2 C16 124.65(10) 2_666 . ? O11 Pr2 C16 24.11(10) . . ? O13 Pr2 C16 74.17(10) 2_666 . ? O10 Pr2 C16 25.00(10) . . ? C17 Pr2 C16 99.30(12) 2_666 . ? C1 O1 Pr1 101.8(3) . . ? C1 O2 Pr2 158.5(3) . . ? C1 O2 Pr1 87.5(3) . . ? Pr2 O2 Pr1 111.77(12) . . ? C2 O3 Pr1 90.5(2) . 2_676 ? C2 O4 Pr1 95.5(3) . 2_676 ? C14 O6 Pr2 119.2(3) . . ? C14 O7 Pr1 120.1(3) . 1_455 ? C15 O8 Pr2 119.5(3) . . ? C15 O9 Pr1 119.3(3) . 1_455 ? C16 O10 Pr1 152.3(3) . . ? C16 O10 Pr2 90.2(2) . . ? Pr1 O10 Pr2 116.66(12) . . ? C16 O11 Pr2 98.7(3) . . ? C17 O12 Pr2 95.6(3) . 2_666 ? C17 O13 Pr2 92.1(2) . 2_666 ? C28 O14 Pr2 145.0(3) . 2_576 ? Pr1 O1W H1WA 109.4 . . ? Pr1 O1W H1WB 109.3 . . ? H1WA O1W H1WB 109.5 . . ? Pr1 O2W H2WA 109.2 . . ? Pr1 O2W H2WB 109.3 . . ? H2WA O2W H2WB 109.5 . . ? Pr2 O3W H3WA 109.3 . . ? Pr2 O3W H3WB 109.3 . . ? H3WA O3W H3WB 109.5 . . ? O2 C1 O1 122.7(4) . . ? O2 C1 C3 118.8(4) . . ? O1 C1 C3 118.3(4) . . ? O2 C1 Pr1 68.3(3) . . ? O1 C1 Pr1 54.4(2) . . ? C3 C1 Pr1 172.4(3) . . ? O4 C2 O3 122.5(4) . . ? O4 C2 C4 116.5(4) . . ? O3 C2 C4 121.0(4) . . ? O4 C2 Pr1 58.9(2) . 2_676 ? O3 C2 Pr1 63.6(2) . 2_676 ? C4 C2 Pr1 175.0(3) . 2_676 ? C8 C3 C4 116.5(4) . . ? C8 C3 C1 120.0(4) . . ? C4 C3 C1 123.5(4) . . ? C5 C4 C3 119.9(4) . . ? C5 C4 C2 118.5(4) . . ? C3 C4 C2 121.6(4) . . ? C4 C5 C6 121.7(4) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C5 C6 C7 118.9(5) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 119.2(5) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C7 C8 C3 123.6(4) . . ? C7 C8 N1 118.3(5) . . ? C3 C8 N1 118.0(4) . . ? C10 C9 C13 120.9(5) . . ? C10 C9 H9 119.5 . . ? C13 C9 H9 119.5 . . ? C9 C10 N1 122.1(5) . . ? C9 C10 H10 118.9 . . ? N1 C10 H10 118.9 . . ? C12 C11 N1 120.4(5) . . ? C12 C11 H11 119.8 . . ? N1 C11 H11 119.8 . . ? C11 C12 C13 122.3(5) . . ? C11 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? O5 C13 C9 122.7(5) . . ? O5 C13 C12 122.8(5) . . ? C9 C13 C12 114.5(4) . . ? O6 C14 O7 126.2(4) . . ? O6 C14 C15 117.5(4) . . ? O7 C14 C15 116.2(4) . . ? O9 C15 O8 126.5(4) . . ? O9 C15 C14 117.0(4) . . ? O8 C15 C14 116.5(4) . . ? O11 C16 O10 121.7(4) . . ? O11 C16 C18 119.6(4) . . ? O10 C16 C18 118.4(4) . . ? O11 C16 Pr2 57.2(2) . . ? O10 C16 Pr2 64.8(2) . . ? C18 C16 Pr2 169.5(3) . . ? O13 C17 O12 121.8(4) . . ? O13 C17 C19 120.8(4) . . ? O12 C17 C19 117.4(4) . . ? O13 C17 Pr2 62.8(2) . 2_666 ? O12 C17 Pr2 59.0(2) . 2_666 ? C19 C17 Pr2 176.2(3) . 2_666 ? C23 C18 C19 117.0(4) . . ? C23 C18 C16 118.6(4) . . ? C19 C18 C16 124.3(4) . . ? C20 C19 C18 119.6(4) . . ? C20 C19 C17 118.6(4) . . ? C18 C19 C17 121.4(4) . . ? C19 C20 C21 122.3(4) . . ? C19 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C20 C21 C22 118.2(5) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? C23 C22 C21 120.1(4) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C18 122.4(4) . . ? C22 C23 N2 117.0(4) . . ? C18 C23 N2 120.4(4) . . ? C25 C24 C28 122.1(4) . . ? C25 C24 H24 119.0 . . ? C28 C24 H24 119.0 . . ? C24 C25 N2 121.4(4) . . ? C24 C25 H25 119.3 . . ? N2 C25 H25 119.3 . . ? N2 C26 C27 121.7(4) . . ? N2 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C26 C27 C28 121.1(4) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? O14 C28 C27 122.0(4) . . ? O14 C28 C24 123.2(4) . . ? C27 C28 C24 114.8(4) . . ? C10 N1 C11 119.5(4) . . ? C10 N1 C8 119.2(4) . . ? C11 N1 C8 121.2(4) . . ? C25 N2 C26 118.9(4) . . ? C25 N2 C23 122.1(4) . . ? C26 N2 C23 118.6(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 O7 Pr1 O1 C1 -163.1(3) 1_655 . . . ? O2W Pr1 O1 C1 127.8(3) . . . . ? O1W Pr1 O1 C1 62.7(3) . . . . ? O9 Pr1 O1 C1 128.0(3) 1_655 . . . ? O10 Pr1 O1 C1 -11.5(3) . . . . ? O4 Pr1 O1 C1 -112.0(3) 2_676 . . . ? O3 Pr1 O1 C1 -87.6(3) 2_676 . . . ? O2 Pr1 O1 C1 1.0(2) . . . . ? C2 Pr1 O1 C1 -98.6(3) 2_676 . . . ? O14 Pr2 O2 C1 5.4(8) 2_576 . . . ? O6 Pr2 O2 C1 -67.2(9) . . . . ? O8 Pr2 O2 C1 108.3(8) . . . . ? O3W Pr2 O2 C1 -72.8(8) . . . . ? O12 Pr2 O2 C1 85.5(8) 2_666 . . . ? O11 Pr2 O2 C1 -153.2(8) . . . . ? O13 Pr2 O2 C1 136.3(8) 2_666 . . . ? O10 Pr2 O2 C1 -148.7(9) . . . . ? C17 Pr2 O2 C1 111.0(8) 2_666 . . . ? C16 Pr2 O2 C1 -149.8(8) . . . . ? O14 Pr2 O2 Pr1 157.80(12) 2_576 . . . ? O6 Pr2 O2 Pr1 85.18(17) . . . . ? O8 Pr2 O2 Pr1 -99.3(3) . . . . ? O3W Pr2 O2 Pr1 79.57(13) . . . . ? O12 Pr2 O2 Pr1 -122.07(11) 2_666 . . . ? O11 Pr2 O2 Pr1 -0.81(14) . . . . ? O13 Pr2 O2 Pr1 -71.32(11) 2_666 . . . ? O10 Pr2 O2 Pr1 3.66(8) . . . . ? C17 Pr2 O2 Pr1 -96.62(13) 2_666 . . . ? C16 Pr2 O2 Pr1 2.58(12) . . . . ? O7 Pr1 O2 C1 16.0(3) 1_655 . . . ? O2W Pr1 O2 C1 -141.5(3) . . . . ? O1W Pr1 O2 C1 -111.1(3) . . . . ? O9 Pr1 O2 C1 -53.7(3) 1_655 . . . ? O10 Pr1 O2 C1 166.2(3) . . . . ? O4 Pr1 O2 C1 108.6(3) 2_676 . . . ? O1 Pr1 O2 C1 -1.0(2) . . . . ? O3 Pr1 O2 C1 84.0(2) 2_676 . . . ? C2 Pr1 O2 C1 94.6(3) 2_676 . . . ? O7 Pr1 O2 Pr2 -154.24(11) 1_655 . . . ? O2W Pr1 O2 Pr2 48.2(2) . . . . ? O1W Pr1 O2 Pr2 78.72(13) . . . . ? O9 Pr1 O2 Pr2 136.03(11) 1_655 . . . ? O10 Pr1 O2 Pr2 -4.07(9) . . . . ? O4 Pr1 O2 Pr2 -61.63(17) 2_676 . . . ? O1 Pr1 O2 Pr2 -171.21(18) . . . . ? O3 Pr1 O2 Pr2 -86.19(13) 2_676 . . . ? C2 Pr1 O2 Pr2 -75.61(14) 2_676 . . . ? C1 Pr1 O2 Pr2 -170.2(3) . . . . ? O14 Pr2 O6 C14 109.3(3) 2_576 . . . ? O8 Pr2 O6 C14 10.6(3) . . . . ? O3W Pr2 O6 C14 -165.8(4) . . . . ? O2 Pr2 O6 C14 -171.4(3) . . . . ? O12 Pr2 O6 C14 45.4(4) 2_666 . . . ? O11 Pr2 O6 C14 -66.8(3) . . . . ? O13 Pr2 O6 C14 -24.4(4) 2_666 . . . ? O10 Pr2 O6 C14 -103.4(3) . . . . ? C17 Pr2 O6 C14 11.2(4) 2_666 . . . ? C16 Pr2 O6 C14 -86.1(3) . . . . ? O14 Pr2 O8 C15 -82.7(3) 2_576 . . . ? O6 Pr2 O8 C15 -9.3(3) . . . . ? O3W Pr2 O8 C15 -4.6(4) . . . . ? O2 Pr2 O8 C15 174.0(3) . . . . ? O12 Pr2 O8 C15 -162.2(3) 2_666 . . . ? O11 Pr2 O8 C15 65.5(3) . . . . ? O13 Pr2 O8 C15 145.0(3) 2_666 . . . ? O10 Pr2 O8 C15 82.6(3) . . . . ? C17 Pr2 O8 C15 171.1(4) 2_666 . . . ? C16 Pr2 O8 C15 72.6(3) . . . . ? O7 Pr1 O10 C16 -89.4(6) 1_655 . . . ? O2W Pr1 O10 C16 17.2(6) . . . . ? O1W Pr1 O10 C16 94.8(6) . . . . ? O9 Pr1 O10 C16 86.7(6) 1_655 . . . ? O4 Pr1 O10 C16 -51.6(6) 2_676 . . . ? O1 Pr1 O10 C16 179.2(6) . . . . ? O3 Pr1 O10 C16 -103.5(6) 2_676 . . . ? O2 Pr1 O10 C16 168.9(6) . . . . ? C2 Pr1 O10 C16 -77.3(6) 2_676 . . . ? C1 Pr1 O10 C16 174.5(6) . . . . ? O7 Pr1 O10 Pr2 105.6(2) 1_655 . . . ? O2W Pr1 O10 Pr2 -147.76(13) . . . . ? O1W Pr1 O10 Pr2 -70.16(13) . . . . ? O9 Pr1 O10 Pr2 -78.3(2) 1_655 . . . ? O4 Pr1 O10 Pr2 143.39(12) 2_676 . . . ? O1 Pr1 O10 Pr2 14.16(15) . . . . ? O3 Pr1 O10 Pr2 91.52(12) 2_676 . . . ? O2 Pr1 O10 Pr2 3.90(9) . . . . ? C2 Pr1 O10 Pr2 117.72(14) 2_676 . . . ? C1 Pr1 O10 Pr2 9.54(12) . . . . ? O14 Pr2 O10 C16 126.9(3) 2_576 . . . ? O6 Pr2 O10 C16 44.5(2) . . . . ? O8 Pr2 O10 C16 -24.4(2) . . . . ? O3W Pr2 O10 C16 106.5(2) . . . . ? O2 Pr2 O10 C16 -177.4(3) . . . . ? O12 Pr2 O10 C16 -108.4(2) 2_666 . . . ? O11 Pr2 O10 C16 -2.8(2) . . . . ? O13 Pr2 O10 C16 -87.4(2) 2_666 . . . ? C17 Pr2 O10 C16 -97.1(2) 2_666 . . . ? O14 Pr2 O10 Pr1 -60.0(2) 2_576 . . . ? O6 Pr2 O10 Pr1 -142.40(12) . . . . ? O8 Pr2 O10 Pr1 148.69(11) . . . . ? O3W Pr2 O10 Pr1 -80.42(13) . . . . ? O2 Pr2 O10 Pr1 -4.36(10) . . . . ? O12 Pr2 O10 Pr1 64.67(15) 2_666 . . . ? O11 Pr2 O10 Pr1 170.29(17) . . . . ? O13 Pr2 O10 Pr1 85.73(13) 2_666 . . . ? C17 Pr2 O10 Pr1 75.99(14) 2_666 . . . ? C16 Pr2 O10 Pr1 173.1(3) . . . . ? O14 Pr2 O11 C16 -133.2(3) 2_576 . . . ? O6 Pr2 O11 C16 -126.7(3) . . . . ? O8 Pr2 O11 C16 162.5(3) . . . . ? O3W Pr2 O11 C16 -59.3(2) . . . . ? O2 Pr2 O11 C16 8.3(3) . . . . ? O12 Pr2 O11 C16 108.0(2) 2_666 . . . ? O13 Pr2 O11 C16 83.9(2) 2_666 . . . ? O10 Pr2 O11 C16 2.9(2) . . . . ? C17 Pr2 O11 C16 95.4(2) 2_666 . . . ? Pr2 O2 C1 O1 156.2(6) . . . . ? Pr1 O2 C1 O1 1.8(4) . . . . ? Pr2 O2 C1 C3 -28.4(11) . . . . ? Pr1 O2 C1 C3 177.1(3) . . . . ? Pr2 O2 C1 Pr1 154.5(8) . . . . ? Pr1 O1 C1 O2 -2.0(5) . . . . ? Pr1 O1 C1 C3 -177.4(3) . . . . ? O7 Pr1 C1 O2 -165.8(2) 1_655 . . . ? O2W Pr1 C1 O2 75.0(4) . . . . ? O1W Pr1 C1 O2 62.8(2) . . . . ? O9 Pr1 C1 O2 128.7(2) 1_655 . . . ? O10 Pr1 C1 O2 -12.5(2) . . . . ? O4 Pr1 C1 O2 -93.3(3) 2_676 . . . ? O1 Pr1 C1 O2 178.2(4) . . . . ? O3 Pr1 C1 O2 -92.9(2) 2_676 . . . ? C2 Pr1 C1 O2 -93.2(3) 2_676 . . . ? O7 Pr1 C1 O1 16.0(3) 1_655 . . . ? O2W Pr1 C1 O1 -103.1(4) . . . . ? O1W Pr1 C1 O1 -115.4(3) . . . . ? O9 Pr1 C1 O1 -49.4(3) 1_655 . . . ? O10 Pr1 C1 O1 169.3(3) . . . . ? O4 Pr1 C1 O1 88.6(3) 2_676 . . . ? O3 Pr1 C1 O1 89.0(3) 2_676 . . . ? O2 Pr1 C1 O1 -178.2(4) . . . . ? C2 Pr1 C1 O1 88.6(3) 2_676 . . . ? Pr1 O4 C2 O3 -0.7(5) 2_676 . . . ? Pr1 O4 C2 C4 -177.9(3) 2_676 . . . ? Pr1 O3 C2 O4 0.7(5) 2_676 . . . ? Pr1 O3 C2 C4 177.8(4) 2_676 . . . ? O2 C1 C3 C8 -92.0(5) . . . . ? O1 C1 C3 C8 83.6(6) . . . . ? O2 C1 C3 C4 88.2(5) . . . . ? O1 C1 C3 C4 -96.2(5) . . . . ? C8 C3 C4 C5 4.9(7) . . . . ? C1 C3 C4 C5 -175.3(5) . . . . ? C8 C3 C4 C2 -172.0(4) . . . . ? C1 C3 C4 C2 7.9(7) . . . . ? O4 C2 C4 C5 2.2(7) . . . . ? O3 C2 C4 C5 -175.1(5) . . . . ? O4 C2 C4 C3 179.1(4) . . . . ? O3 C2 C4 C3 1.8(7) . . . . ? C3 C4 C5 C6 -2.0(9) . . . . ? C2 C4 C5 C6 174.9(5) . . . . ? C4 C5 C6 C7 -1.5(10) . . . . ? C5 C6 C7 C8 1.9(10) . . . . ? C6 C7 C8 C3 1.3(10) . . . . ? C6 C7 C8 N1 -175.6(5) . . . . ? C4 C3 C8 C7 -4.6(8) . . . . ? C1 C3 C8 C7 175.5(6) . . . . ? C4 C3 C8 N1 172.3(4) . . . . ? C1 C3 C8 N1 -7.6(7) . . . . ? C13 C9 C10 N1 -0.8(9) . . . . ? N1 C11 C12 C13 2.5(9) . . . . ? C10 C9 C13 O5 -177.2(6) . . . . ? C10 C9 C13 C12 4.4(8) . . . . ? C11 C12 C13 O5 176.3(6) . . . . ? C11 C12 C13 C9 -5.3(9) . . . . ? Pr2 O6 C14 O7 171.6(4) . . . . ? Pr2 O6 C14 C15 -11.2(5) . . . . ? Pr1 O7 C14 O6 165.2(3) 1_455 . . . ? Pr1 O7 C14 C15 -12.1(5) 1_455 . . . ? Pr1 O9 C15 O8 -168.6(4) 1_455 . . . ? Pr1 O9 C15 C14 9.3(5) 1_455 . . . ? Pr2 O8 C15 O9 -174.5(4) . . . . ? Pr2 O8 C15 C14 7.6(5) . . . . ? O6 C14 C15 O9 -175.7(4) . . . . ? O7 C14 C15 O9 1.8(6) . . . . ? O6 C14 C15 O8 2.4(6) . . . . ? O7 C14 C15 O8 179.9(4) . . . . ? Pr2 O11 C16 O10 -5.5(4) . . . . ? Pr2 O11 C16 C18 168.3(3) . . . . ? Pr1 O10 C16 O11 -161.5(4) . . . . ? Pr2 O10 C16 O11 5.1(4) . . . . ? Pr1 O10 C16 C18 24.6(8) . . . . ? Pr2 O10 C16 C18 -168.7(3) . . . . ? Pr1 O10 C16 Pr2 -166.6(6) . . . . ? O14 Pr2 C16 O11 85.5(4) 2_576 . . . ? O6 Pr2 C16 O11 48.7(2) . . . . ? O8 Pr2 C16 O11 -16.5(2) . . . . ? O3W Pr2 C16 O11 118.5(2) . . . . ? O2 Pr2 C16 O11 -172.5(2) . . . . ? O12 Pr2 C16 O11 -87.4(3) 2_666 . . . ? O13 Pr2 C16 O11 -89.5(2) 2_666 . . . ? O10 Pr2 C16 O11 -174.8(4) . . . . ? C17 Pr2 C16 O11 -88.3(2) 2_666 . . . ? O14 Pr2 C16 O10 -99.7(3) 2_576 . . . ? O6 Pr2 C16 O10 -136.5(2) . . . . ? O8 Pr2 C16 O10 158.3(2) . . . . ? O3W Pr2 C16 O10 -66.6(2) . . . . ? O2 Pr2 C16 O10 2.3(2) . . . . ? O12 Pr2 C16 O10 87.4(2) 2_666 . . . ? O11 Pr2 C16 O10 174.8(4) . . . . ? O13 Pr2 C16 O10 85.3(2) 2_666 . . . ? C17 Pr2 C16 O10 86.5(2) 2_666 . . . ? O14 Pr2 C16 C18 10.1(18) 2_576 . . . ? O6 Pr2 C16 C18 -26.6(16) . . . . ? O8 Pr2 C16 C18 -91.9(16) . . . . ? O3W Pr2 C16 C18 43.2(16) . . . . ? O2 Pr2 C16 C18 112.2(16) . . . . ? O12 Pr2 C16 C18 -162.8(16) 2_666 . . . ? O11 Pr2 C16 C18 -75.4(16) . . . . ? O13 Pr2 C16 C18 -164.9(16) 2_666 . . . ? O10 Pr2 C16 C18 109.8(17) . . . . ? C17 Pr2 C16 C18 -163.7(16) 2_666 . . . ? Pr2 O13 C17 O12 -1.0(4) 2_666 . . . ? Pr2 O13 C17 C19 -178.3(4) 2_666 . . . ? Pr2 O12 C17 O13 1.0(5) 2_666 . . . ? Pr2 O12 C17 C19 178.4(3) 2_666 . . . ? O11 C16 C18 C23 -72.6(5) . . . . ? O10 C16 C18 C23 101.4(5) . . . . ? Pr2 C16 C18 C23 -3.3(18) . . . . ? O11 C16 C18 C19 107.4(5) . . . . ? O10 C16 C18 C19 -78.6(5) . . . . ? Pr2 C16 C18 C19 176.7(14) . . . . ? C23 C18 C19 C20 -6.1(6) . . . . ? C16 C18 C19 C20 173.9(4) . . . . ? C23 C18 C19 C17 166.4(4) . . . . ? C16 C18 C19 C17 -13.6(6) . . . . ? O13 C17 C19 C20 178.6(4) . . . . ? O12 C17 C19 C20 1.1(6) . . . . ? O13 C17 C19 C18 6.0(6) . . . . ? O12 C17 C19 C18 -171.5(4) . . . . ? C18 C19 C20 C21 3.0(7) . . . . ? C17 C19 C20 C21 -169.7(4) . . . . ? C19 C20 C21 C22 1.3(8) . . . . ? C20 C21 C22 C23 -2.3(8) . . . . ? C21 C22 C23 C18 -1.0(8) . . . . ? C21 C22 C23 N2 174.0(4) . . . . ? C19 C18 C23 C22 5.2(7) . . . . ? C16 C18 C23 C22 -174.7(4) . . . . ? C19 C18 C23 N2 -169.7(4) . . . . ? C16 C18 C23 N2 10.3(6) . . . . ? C28 C24 C25 N2 -0.3(8) . . . . ? N2 C26 C27 C28 0.4(8) . . . . ? Pr2 O14 C28 C27 -120.7(5) 2_576 . . . ? Pr2 O14 C28 C24 60.6(8) 2_576 . . . ? C26 C27 C28 O14 -178.3(5) . . . . ? C26 C27 C28 C24 0.5(7) . . . . ? C25 C24 C28 O14 178.2(5) . . . . ? C25 C24 C28 C27 -0.6(7) . . . . ? C9 C10 N1 C11 -2.4(8) . . . . ? C9 C10 N1 C8 178.7(5) . . . . ? C12 C11 N1 C10 1.5(8) . . . . ? C12 C11 N1 C8 -179.6(5) . . . . ? C7 C8 N1 C10 100.1(7) . . . . ? C3 C8 N1 C10 -77.0(6) . . . . ? C7 C8 N1 C11 -78.8(7) . . . . ? C3 C8 N1 C11 104.1(6) . . . . ? C24 C25 N2 C26 1.2(7) . . . . ? C24 C25 N2 C23 -171.1(5) . . . . ? C27 C26 N2 C25 -1.3(7) . . . . ? C27 C26 N2 C23 171.3(5) . . . . ? C22 C23 N2 C25 96.5(6) . . . . ? C18 C23 N2 C25 -88.3(5) . . . . ? C22 C23 N2 C26 -75.8(6) . . . . ? C18 C23 N2 C26 99.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.001 _refine_diff_density_min -1.394 _refine_diff_density_rms 0.132 _database_code_depnum_ccdc_archive 'CCDC 913795' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '4.cif' data_4 #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 N2 Nd2 O17' _chemical_formula_sum 'C28 H20 N2 Nd2 O17' _chemical_formula_weight 944.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1782(10) _cell_length_b 12.4570(12) _cell_length_c 13.2659(13) _cell_angle_alpha 72.476(9) _cell_angle_beta 73.363(9) _cell_angle_gamma 69.928(9) _cell_volume 1474.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5463 _cell_measurement_theta_min 2.9784 _cell_measurement_theta_max 29.0228 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.128 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 3.570 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85881 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9160 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5177 _reflns_number_gt 4495 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0305P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5177 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0672 _refine_ls_wR_factor_gt 0.0643 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.80763(2) 0.782870(17) 0.403349(18) 0.01452(8) Uani 1 1 d . . . Nd2 Nd 1.18349(2) 0.722931(17) 0.540345(19) 0.01661(8) Uani 1 1 d . . . O1 O 0.9455(3) 0.6940(2) 0.5718(2) 0.0208(7) Uani 1 1 d . . . O2 O 0.7502(3) 0.6477(2) 0.5858(2) 0.0210(7) Uani 1 1 d . . . O3 O 1.0265(3) 0.4240(2) 0.6183(2) 0.0201(7) Uani 1 1 d . . . O4 O 1.0881(3) 0.2967(2) 0.7645(3) 0.0290(8) Uani 1 1 d . . . O5 O 0.2908(3) 1.0509(2) 0.7252(3) 0.0316(8) Uani 1 1 d . . . O6 O 0.5560(3) 0.8556(2) 0.4935(3) 0.0238(7) Uani 1 1 d . . . O7 O 0.3465(3) 0.8168(2) 0.5598(3) 0.0256(7) Uani 1 1 d . . . O8 O 0.6495(3) 0.6763(2) 0.3929(3) 0.0225(7) Uani 1 1 d . . . O9 O 0.4355(3) 0.6430(2) 0.4560(3) 0.0303(8) Uani 1 1 d . . . O10 O 1.0385(3) 0.8308(2) 0.3638(3) 0.0270(8) Uani 1 1 d . . . O11 O 1.2287(3) 0.8736(2) 0.3691(3) 0.0281(7) Uani 1 1 d . . . O12 O 0.9738(3) 1.0923(2) 0.3893(3) 0.0251(7) Uani 1 1 d . . . O13 O 0.8928(3) 1.2535(2) 0.2719(3) 0.0330(8) Uani 1 1 d . . . O14 O 1.5878(3) 0.4883(3) 0.1861(3) 0.0412(9) Uani 1 1 d . . . O1W O 0.7787(3) 0.9396(2) 0.4930(3) 0.0327(8) Uani 1 1 d . . . H1WA H 0.8605 0.9543 0.4821 0.049 Uiso 1 1 d R . . H1WB H 0.7172 1.0046 0.4677 0.049 Uiso 1 1 d R . . O2W O 1.2574(3) 0.5380(2) 0.6665(3) 0.0321(8) Uani 1 1 d . . . H2WA H 1.2958 0.5316 0.7180 0.048 Uiso 1 1 d R . . H2WB H 1.2881 0.4811 0.6337 0.048 Uiso 1 1 d R . . O3W O 1.2169(3) 0.5821(2) 0.4349(3) 0.0339(8) Uani 1 1 d . . . H3WA H 1.2895 0.5224 0.4483 0.051 Uiso 1 1 d R . . H3WB H 1.1416 0.5578 0.4515 0.051 Uiso 1 1 d R . . N1 N 0.6305(3) 0.7611(3) 0.7814(3) 0.0185(8) Uani 1 1 d . . . N2 N 1.3050(4) 0.8136(3) 0.1366(3) 0.0271(9) Uani 1 1 d . . . C1 C 0.8483(4) 0.6453(3) 0.6260(4) 0.0155(9) Uani 1 1 d . . . C2 C 1.0239(4) 0.3984(3) 0.7167(4) 0.0164(9) Uani 1 1 d . . . C3 C 0.8440(4) 0.5944(3) 0.7442(3) 0.0139(9) Uani 1 1 d . . . C4 C 0.9356(4) 0.4853(3) 0.7866(3) 0.0162(9) Uani 1 1 d . . . C5 C 0.9323(4) 0.4510(4) 0.8960(4) 0.0244(10) Uani 1 1 d . . . H5 H 0.9951 0.3804 0.9229 0.029 Uiso 1 1 calc R . . C6 C 0.8388(5) 0.5183(4) 0.9671(4) 0.0317(12) Uani 1 1 d . . . H6 H 0.8405 0.4950 1.0404 0.038 Uiso 1 1 calc R . . C7 C 0.7421(5) 0.6217(4) 0.9261(4) 0.0296(11) Uani 1 1 d . . . H7 H 0.6754 0.6665 0.9729 0.036 Uiso 1 1 calc R . . C8 C 0.7441(4) 0.6578(3) 0.8182(4) 0.0186(9) Uani 1 1 d . . . C9 C 0.5391(4) 0.9672(3) 0.7249(4) 0.0258(11) Uani 1 1 d . . . H9 H 0.5562 1.0404 0.6997 0.031 Uiso 1 1 calc R . . C10 C 0.6497(5) 0.8705(3) 0.7443(4) 0.0248(10) Uani 1 1 d . . . H10 H 0.7407 0.8788 0.7320 0.030 Uiso 1 1 calc R . . C11 C 0.4975(4) 0.7499(4) 0.7968(4) 0.0274(11) Uani 1 1 d . . . H11 H 0.4842 0.6754 0.8207 0.033 Uiso 1 1 calc R . . C12 C 0.3831(4) 0.8449(4) 0.7780(4) 0.0261(11) Uani 1 1 d . . . H12 H 0.2937 0.8339 0.7892 0.031 Uiso 1 1 calc R . . C13 C 0.3982(4) 0.9602(3) 0.7418(4) 0.0218(10) Uani 1 1 d . . . C14 C 0.4718(4) 0.7981(3) 0.5065(4) 0.0202(10) Uani 1 1 d . . . C15 C 0.5229(4) 0.6955(3) 0.4476(4) 0.0193(10) Uani 1 1 d . . . C16 C 1.1289(4) 0.8882(3) 0.3240(4) 0.0184(10) Uani 1 1 d . . . C17 C 0.9627(4) 1.1474(3) 0.2934(4) 0.0175(9) Uani 1 1 d . . . C18 C 1.1224(4) 0.9705(3) 0.2159(4) 0.0184(9) Uani 1 1 d . . . C19 C 1.0376(4) 1.0891(3) 0.2008(4) 0.0206(10) Uani 1 1 d . . . C20 C 1.0316(5) 1.1561(4) 0.0969(4) 0.0362(13) Uani 1 1 d . . . H18 H 0.9750 1.2335 0.0874 0.043 Uiso 1 1 calc R . . C21 C 1.1073(6) 1.1114(4) 0.0070(5) 0.0539(17) Uani 1 1 d . . . H19 H 1.0990 1.1572 -0.0619 0.065 Uiso 1 1 calc R . . C22 C 1.1963(6) 0.9971(4) 0.0208(4) 0.0475(16) Uani 1 1 d . . . H20 H 1.2507 0.9663 -0.0388 0.057 Uiso 1 1 calc R . . C23 C 1.2027(5) 0.9300(4) 0.1238(4) 0.0280(11) Uani 1 1 d . . . C24 C 1.3720(5) 0.6126(4) 0.1348(5) 0.0460(16) Uani 1 1 d . . . H22 H 1.3520 0.5515 0.1212 0.055 Uiso 1 1 calc R . . C25 C 1.2762(5) 0.7205(4) 0.1221(5) 0.0375(13) Uani 1 1 d . . . H23 H 1.1905 0.7311 0.1035 0.045 Uiso 1 1 calc R . . C26 C 1.4310(5) 0.7973(4) 0.1621(4) 0.0343(12) Uani 1 1 d . . . H24 H 1.4509 0.8615 0.1699 0.041 Uiso 1 1 calc R . . C27 C 1.5294(5) 0.6913(4) 0.1769(4) 0.0313(12) Uani 1 1 d . . . H25 H 1.6156 0.6846 0.1928 0.038 Uiso 1 1 calc R . . C28 C 1.5019(5) 0.5897(4) 0.1682(4) 0.0297(11) 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 0.01262(13) 0.01192(12) 0.01698(14) -0.00268(9) -0.00273(9) -0.00168(9) Nd2 0.01454(13) 0.01484(13) 0.02043(15) -0.00490(10) -0.00297(10) -0.00381(9) O1 0.0196(15) 0.0198(15) 0.0203(18) -0.0016(13) -0.0005(13) -0.0078(12) O2 0.0190(16) 0.0232(16) 0.0212(18) -0.0015(13) -0.0073(13) -0.0068(12) O3 0.0236(16) 0.0167(15) 0.0168(18) -0.0037(13) -0.0081(13) 0.0015(12) O4 0.0365(18) 0.0165(16) 0.0194(19) -0.0038(14) -0.0036(14) 0.0083(13) O5 0.0266(18) 0.0217(16) 0.028(2) 0.0029(14) -0.0051(14) 0.0087(13) O6 0.0179(16) 0.0199(15) 0.035(2) -0.0120(14) -0.0025(14) -0.0048(12) O7 0.0142(16) 0.0347(17) 0.031(2) -0.0197(15) 0.0019(13) -0.0058(13) O8 0.0125(15) 0.0256(16) 0.032(2) -0.0160(14) -0.0009(13) -0.0032(12) O9 0.0217(17) 0.0249(16) 0.047(2) -0.0181(16) 0.0018(15) -0.0091(13) O10 0.0210(16) 0.0231(16) 0.033(2) -0.0027(14) 0.0028(14) -0.0112(13) O11 0.0255(17) 0.0321(17) 0.026(2) -0.0018(15) -0.0095(14) -0.0082(14) O12 0.0288(17) 0.0217(16) 0.0217(19) -0.0072(14) -0.0063(14) -0.0004(13) O13 0.045(2) 0.0207(17) 0.023(2) -0.0081(14) -0.0065(15) 0.0051(14) O14 0.040(2) 0.0222(18) 0.057(3) -0.0080(17) -0.0182(18) 0.0021(15) O1W 0.0274(18) 0.0201(16) 0.052(2) -0.0185(16) -0.0019(16) -0.0044(13) O2W 0.045(2) 0.0198(16) 0.028(2) -0.0096(14) -0.0122(16) 0.0027(14) O3W 0.0271(18) 0.0275(17) 0.054(3) -0.0189(17) -0.0140(17) -0.0033(14) N1 0.0138(18) 0.0158(17) 0.023(2) -0.0046(15) -0.0030(15) -0.0006(14) N2 0.030(2) 0.0178(19) 0.026(2) -0.0052(17) -0.0001(17) -0.0012(16) C1 0.014(2) 0.0078(19) 0.022(3) -0.0068(17) -0.0031(18) 0.0015(16) C2 0.011(2) 0.019(2) 0.019(3) -0.0036(18) -0.0025(17) -0.0036(17) C3 0.015(2) 0.013(2) 0.015(2) -0.0035(17) -0.0027(16) -0.0048(16) C4 0.015(2) 0.014(2) 0.019(2) -0.0039(17) -0.0058(17) -0.0021(16) C5 0.023(2) 0.019(2) 0.027(3) -0.005(2) -0.011(2) 0.0035(18) C6 0.034(3) 0.041(3) 0.016(3) -0.007(2) -0.008(2) -0.003(2) C7 0.028(3) 0.029(3) 0.023(3) -0.011(2) -0.001(2) 0.004(2) C8 0.016(2) 0.013(2) 0.022(3) -0.0053(18) -0.0049(18) 0.0028(16) C9 0.029(3) 0.013(2) 0.034(3) 0.002(2) -0.012(2) -0.0055(18) C10 0.019(2) 0.024(2) 0.032(3) -0.007(2) -0.006(2) -0.0055(18) C11 0.027(3) 0.022(2) 0.035(3) -0.004(2) -0.009(2) -0.0085(19) C12 0.014(2) 0.023(2) 0.035(3) -0.002(2) -0.006(2) -0.0006(18) C13 0.024(2) 0.023(2) 0.013(2) -0.0044(19) -0.0041(18) 0.0015(19) C14 0.019(2) 0.019(2) 0.021(3) -0.0024(19) -0.0075(19) -0.0032(18) C15 0.019(2) 0.017(2) 0.020(3) -0.0044(18) -0.0071(18) -0.0010(18) C16 0.014(2) 0.016(2) 0.022(3) -0.0072(18) 0.0001(18) -0.0015(17) C17 0.015(2) 0.018(2) 0.016(2) -0.0022(18) -0.0010(17) -0.0045(17) C18 0.021(2) 0.015(2) 0.020(3) -0.0029(18) -0.0048(18) -0.0058(17) C19 0.022(2) 0.016(2) 0.022(3) -0.0027(18) -0.0063(18) -0.0038(17) C20 0.045(3) 0.022(2) 0.025(3) -0.003(2) -0.006(2) 0.008(2) C21 0.082(4) 0.030(3) 0.023(3) 0.001(2) -0.008(3) 0.009(3) C22 0.065(4) 0.039(3) 0.018(3) -0.009(2) 0.001(3) 0.005(3) C23 0.035(3) 0.019(2) 0.023(3) -0.007(2) -0.005(2) 0.001(2) C24 0.033(3) 0.021(3) 0.085(5) -0.011(3) -0.017(3) -0.005(2) C25 0.028(3) 0.030(3) 0.056(4) -0.009(3) -0.012(2) -0.009(2) C26 0.045(3) 0.026(3) 0.036(3) -0.012(2) -0.011(2) -0.009(2) C27 0.030(3) 0.032(3) 0.033(3) -0.014(2) -0.011(2) -0.002(2) C28 0.031(3) 0.026(3) 0.028(3) -0.006(2) 0.000(2) -0.007(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 Nd1 O5 2.372(3) 2_676 ? Nd1 O8 2.465(3) . ? Nd1 O6 2.473(3) . ? Nd1 O1W 2.473(3) . ? Nd1 O10 2.494(3) . ? Nd1 O4 2.514(3) 2_766 ? Nd1 O2 2.539(3) . ? Nd1 O3 2.600(2) 2_766 ? Nd1 O1 2.725(3) . ? Nd1 C2 2.919(4) 2_766 ? Nd1 C1 2.999(4) . ? Nd2 O2W 2.426(3) . ? Nd2 O7 2.438(3) 1_655 ? Nd2 O3W 2.439(3) . ? Nd2 O13 2.463(3) 2_776 ? Nd2 O9 2.469(3) 1_655 ? Nd2 O1 2.470(3) . ? Nd2 O11 2.514(3) . ? Nd2 O12 2.577(3) 2_776 ? Nd2 O10 2.863(3) . ? Nd2 C17 2.882(4) 2_776 ? Nd2 C16 3.058(4) . ? O1 C1 1.267(5) . ? O2 C1 1.247(5) . ? O3 C2 1.242(5) . ? O3 Nd1 2.600(2) 2_766 ? O4 C2 1.273(5) . ? O4 Nd1 2.514(3) 2_766 ? O5 C13 1.289(5) . ? O5 Nd1 2.372(3) 2_676 ? O6 C14 1.240(5) . ? O7 C14 1.250(5) . ? O7 Nd2 2.438(3) 1_455 ? O8 C15 1.266(5) . ? O9 C15 1.236(5) . ? O9 Nd2 2.469(3) 1_455 ? O10 C16 1.259(5) . ? O11 C16 1.256(5) . ? O12 C17 1.267(5) . ? O12 Nd2 2.577(3) 2_776 ? O13 C17 1.256(4) . ? O13 Nd2 2.463(3) 2_776 ? O14 C28 1.264(5) . ? N1 C11 1.360(5) . ? N1 C10 1.364(5) . ? N1 C8 1.468(5) . ? N2 C26 1.352(6) . ? N2 C25 1.367(6) . ? N2 C23 1.460(5) . ? C1 C3 1.498(6) . ? C2 C4 1.515(5) . ? C2 Nd1 2.919(4) 2_766 ? C3 C8 1.403(5) . ? C3 C4 1.415(5) . ? C4 C5 1.378(6) . ? C5 C6 1.382(6) . ? C6 C7 1.392(6) . ? C7 C8 1.362(6) . ? C9 C10 1.354(6) . ? C9 C13 1.415(6) . ? C11 C12 1.365(6) . ? C12 C13 1.418(6) . ? C14 C15 1.557(6) . ? C16 C18 1.494(6) . ? C17 C19 1.497(6) . ? C17 Nd2 2.882(4) 2_776 ? C18 C23 1.390(6) . ? C18 C19 1.419(5) . ? C19 C20 1.386(6) . ? C20 C21 1.380(7) . ? C21 C22 1.391(6) . ? C22 C23 1.378(7) . ? C24 C25 1.358(6) . ? C24 C28 1.423(7) . ? C26 C27 1.354(6) . ? C27 C28 1.430(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 O5 Nd1 O8 91.64(11) 2_676 . ? O5 Nd1 O6 75.59(10) 2_676 . ? O8 Nd1 O6 66.26(9) . . ? O5 Nd1 O1W 80.47(11) 2_676 . ? O8 Nd1 O1W 135.13(9) . . ? O6 Nd1 O1W 69.00(10) . . ? O5 Nd1 O10 93.76(11) 2_676 . ? O8 Nd1 O10 154.90(9) . . ? O6 Nd1 O10 138.76(9) . . ? O1W Nd1 O10 69.97(10) . . ? O5 Nd1 O4 80.18(10) 2_676 2_766 ? O8 Nd1 O4 72.18(10) . 2_766 ? O6 Nd1 O4 130.57(11) . 2_766 ? O1W Nd1 O4 146.75(10) . 2_766 ? O10 Nd1 O4 84.62(11) . 2_766 ? O5 Nd1 O2 144.45(10) 2_676 . ? O8 Nd1 O2 70.92(10) . . ? O6 Nd1 O2 69.08(9) . . ? O1W Nd1 O2 90.36(10) . . ? O10 Nd1 O2 115.32(10) . . ? O4 Nd1 O2 120.53(9) 2_766 . ? O5 Nd1 O3 131.07(10) 2_676 2_766 ? O8 Nd1 O3 74.73(9) . 2_766 ? O6 Nd1 O3 133.56(9) . 2_766 ? O1W Nd1 O3 140.65(10) . 2_766 ? O10 Nd1 O3 83.31(9) . 2_766 ? O4 Nd1 O3 50.89(9) 2_766 2_766 ? O2 Nd1 O3 75.22(9) . 2_766 ? O5 Nd1 O1 148.21(10) 2_676 . ? O8 Nd1 O1 117.08(9) . . ? O6 Nd1 O1 102.55(10) . . ? O1W Nd1 O1 69.66(10) . . ? O10 Nd1 O1 66.35(10) . . ? O4 Nd1 O1 119.85(9) 2_766 . ? O2 Nd1 O1 49.18(9) . . ? O3 Nd1 O1 73.40(9) 2_766 . ? O5 Nd1 C2 105.90(11) 2_676 2_766 ? O8 Nd1 C2 71.16(10) . 2_766 ? O6 Nd1 C2 137.41(10) . 2_766 ? O1W Nd1 C2 153.46(10) . 2_766 ? O10 Nd1 C2 83.79(10) . 2_766 ? O4 Nd1 C2 25.74(10) 2_766 2_766 ? O2 Nd1 C2 97.57(10) . 2_766 ? O3 Nd1 C2 25.16(10) 2_766 2_766 ? O1 Nd1 C2 96.67(10) . 2_766 ? O5 Nd1 C1 154.91(10) 2_676 . ? O8 Nd1 C1 94.10(11) . . ? O6 Nd1 C1 84.45(10) . . ? O1W Nd1 C1 78.25(11) . . ? O10 Nd1 C1 91.32(11) . . ? O4 Nd1 C1 124.80(9) 2_766 . ? O2 Nd1 C1 24.24(9) . . ? O3 Nd1 C1 73.93(9) 2_766 . ? O1 Nd1 C1 24.99(9) . . ? C2 Nd1 C1 99.06(11) 2_766 . ? O2W Nd2 O7 97.42(11) . 1_655 ? O2W Nd2 O3W 78.48(11) . . ? O7 Nd2 O3W 132.03(10) 1_655 . ? O2W Nd2 O13 68.58(10) . 2_776 ? O7 Nd2 O13 74.76(11) 1_655 2_776 ? O3W Nd2 O13 140.68(11) . 2_776 ? O2W Nd2 O9 77.20(11) . 1_655 ? O7 Nd2 O9 65.96(9) 1_655 1_655 ? O3W Nd2 O9 66.56(10) . 1_655 ? O13 Nd2 O9 123.02(11) 2_776 1_655 ? O2W Nd2 O1 90.13(10) . . ? O7 Nd2 O1 153.11(9) 1_655 . ? O3W Nd2 O1 74.74(10) . . ? O13 Nd2 O1 84.22(11) 2_776 . ? O9 Nd2 O1 140.90(9) 1_655 . ? O2W Nd2 O11 152.44(10) . . ? O7 Nd2 O11 71.68(11) 1_655 . ? O3W Nd2 O11 90.12(11) . . ? O13 Nd2 O11 128.76(10) 2_776 . ? O9 Nd2 O11 75.24(10) 1_655 . ? O1 Nd2 O11 111.17(10) . . ? O2W Nd2 O12 120.13(10) . 2_776 ? O7 Nd2 O12 73.55(9) 1_655 2_776 ? O3W Nd2 O12 148.99(10) . 2_776 ? O13 Nd2 O12 51.76(9) 2_776 2_776 ? O9 Nd2 O12 137.94(9) 1_655 2_776 ? O1 Nd2 O12 80.32(9) . 2_776 ? O11 Nd2 O12 81.90(10) . 2_776 ? O2W Nd2 O10 142.69(10) . . ? O7 Nd2 O10 117.75(9) 1_655 . ? O3W Nd2 O10 69.03(10) . . ? O13 Nd2 O10 129.97(9) 2_776 . ? O9 Nd2 O10 104.88(10) 1_655 . ? O1 Nd2 O10 64.44(9) . . ? O11 Nd2 O10 47.80(9) . . ? O12 Nd2 O10 83.79(9) 2_776 . ? O2W Nd2 C17 94.17(11) . 2_776 ? O7 Nd2 C17 72.15(10) 1_655 2_776 ? O3W Nd2 C17 155.13(11) . 2_776 ? O13 Nd2 C17 25.68(10) 2_776 2_776 ? O9 Nd2 C17 135.43(11) 1_655 2_776 ? O1 Nd2 C17 81.61(10) . 2_776 ? O11 Nd2 C17 105.75(11) . 2_776 ? O12 Nd2 C17 26.08(10) 2_776 2_776 ? O10 Nd2 C17 107.54(10) . 2_776 ? O2W Nd2 C16 157.42(11) . . ? O7 Nd2 C16 94.29(11) 1_655 . ? O3W Nd2 C16 79.33(11) . . ? O13 Nd2 C16 133.47(10) 2_776 . ? O9 Nd2 C16 90.19(11) 1_655 . ? O1 Nd2 C16 88.05(10) . . ? O11 Nd2 C16 23.56(10) . . ? O12 Nd2 C16 81.71(10) 2_776 . ? O10 Nd2 C16 24.26(9) . . ? C17 Nd2 C16 107.79(11) 2_776 . ? C1 O1 Nd2 152.3(3) . . ? C1 O1 Nd1 89.7(3) . . ? Nd2 O1 Nd1 117.29(11) . . ? C1 O2 Nd1 99.0(2) . . ? C2 O3 Nd1 92.0(2) . 2_766 ? C2 O4 Nd1 95.2(3) . 2_766 ? C13 O5 Nd1 145.7(3) . 2_676 ? C14 O6 Nd1 118.9(3) . . ? C14 O7 Nd2 120.1(3) . 1_455 ? C15 O8 Nd1 119.3(3) . . ? C15 O9 Nd2 118.9(2) . 1_455 ? C16 O10 Nd1 159.1(3) . . ? C16 O10 Nd2 86.6(3) . . ? Nd1 O10 Nd2 111.71(11) . . ? C16 O11 Nd2 103.3(3) . . ? C17 O12 Nd2 90.5(2) . 2_776 ? C17 O13 Nd2 96.1(3) . 2_776 ? C11 N1 C10 118.7(3) . . ? C11 N1 C8 118.9(3) . . ? C10 N1 C8 121.9(3) . . ? C26 N2 C25 119.2(4) . . ? C26 N2 C23 119.8(4) . . ? C25 N2 C23 121.0(4) . . ? O2 C1 O1 121.8(4) . . ? O2 C1 C3 119.5(4) . . ? O1 C1 C3 118.4(4) . . ? O2 C1 Nd1 56.7(2) . . ? O1 C1 Nd1 65.3(2) . . ? C3 C1 Nd1 169.1(2) . . ? O3 C2 O4 121.9(4) . . ? O3 C2 C4 121.0(3) . . ? O4 C2 C4 117.0(4) . . ? O3 C2 Nd1 62.9(2) . 2_766 ? O4 C2 Nd1 59.0(2) . 2_766 ? C4 C2 Nd1 175.7(3) . 2_766 ? C8 C3 C4 117.3(4) . . ? C8 C3 C1 118.7(3) . . ? C4 C3 C1 123.9(3) . . ? C5 C4 C3 119.5(4) . . ? C5 C4 C2 118.8(3) . . ? C3 C4 C2 121.3(4) . . ? C4 C5 C6 122.1(4) . . ? C5 C6 C7 118.2(5) . . ? C8 C7 C6 120.7(4) . . ? C7 C8 C3 121.8(4) . . ? C7 C8 N1 117.9(4) . . ? C3 C8 N1 120.1(4) . . ? C10 C9 C13 121.9(4) . . ? C9 C10 N1 121.4(4) . . ? N1 C11 C12 121.8(4) . . ? C11 C12 C13 121.1(4) . . ? O5 C13 C9 123.2(4) . . ? O5 C13 C12 121.8(4) . . ? C9 C13 C12 115.0(4) . . ? O6 C14 O7 126.2(4) . . ? O6 C14 C15 117.9(4) . . ? O7 C14 C15 115.9(4) . . ? O9 C15 O8 126.3(4) . . ? O9 C15 C14 117.3(4) . . ? O8 C15 C14 116.4(4) . . ? O11 C16 O10 122.2(4) . . ? O11 C16 C18 119.2(4) . . ? O10 C16 C18 118.4(4) . . ? O11 C16 Nd2 53.1(2) . . ? O10 C16 Nd2 69.1(2) . . ? C18 C16 Nd2 172.1(3) . . ? O13 C17 O12 121.6(4) . . ? O13 C17 C19 117.5(4) . . ? O12 C17 C19 120.8(3) . . ? O13 C17 Nd2 58.2(2) . 2_776 ? O12 C17 Nd2 63.4(2) . 2_776 ? C19 C17 Nd2 175.5(3) . 2_776 ? C23 C18 C19 117.1(4) . . ? C23 C18 C16 119.0(3) . . ? C19 C18 C16 123.8(4) . . ? C20 C19 C18 119.4(4) . . ? C20 C19 C17 118.4(4) . . ? C18 C19 C17 122.0(4) . . ? C21 C20 C19 122.0(4) . . ? C20 C21 C22 119.1(5) . . ? C23 C22 C21 119.1(5) . . ? C22 C23 C18 123.1(4) . . ? C22 C23 N2 118.2(4) . . ? C18 C23 N2 118.6(4) . . ? C25 C24 C28 122.4(5) . . ? C24 C25 N2 120.4(5) . . ? N2 C26 C27 122.8(4) . . ? C26 C27 C28 120.5(5) . . ? O14 C28 C24 122.9(4) . . ? O14 C28 C27 122.6(5) . . ? C24 C28 C27 114.5(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 O2W Nd2 O1 C1 17.4(5) . . . . ? O7 Nd2 O1 C1 -89.5(6) 1_655 . . . ? O3W Nd2 O1 C1 95.4(5) . . . . ? O13 Nd2 O1 C1 -51.1(5) 2_776 . . . ? O9 Nd2 O1 C1 87.0(6) 1_655 . . . ? O11 Nd2 O1 C1 179.5(5) . . . . ? O12 Nd2 O1 C1 -103.2(5) 2_776 . . . ? O10 Nd2 O1 C1 169.1(6) . . . . ? C17 Nd2 O1 C1 -76.8(5) 2_776 . . . ? C16 Nd2 O1 C1 174.9(5) . . . . ? O2W Nd2 O1 Nd1 -148.12(12) . . . . ? O7 Nd2 O1 Nd1 105.0(2) 1_655 . . . ? O3W Nd2 O1 Nd1 -70.10(12) . . . . ? O13 Nd2 O1 Nd1 143.42(12) 2_776 . . . ? O9 Nd2 O1 Nd1 -78.52(18) 1_655 . . . ? O11 Nd2 O1 Nd1 13.96(14) . . . . ? O12 Nd2 O1 Nd1 91.29(12) 2_776 . . . ? O10 Nd2 O1 Nd1 3.59(8) . . . . ? C17 Nd2 O1 Nd1 117.68(13) 2_776 . . . ? C16 Nd2 O1 Nd1 9.37(12) . . . . ? O5 Nd1 O1 C1 127.4(2) 2_676 . . . ? O8 Nd1 O1 C1 -24.9(2) . . . . ? O6 Nd1 O1 C1 44.6(2) . . . . ? O1W Nd1 O1 C1 106.3(2) . . . . ? O10 Nd1 O1 C1 -177.4(2) . . . . ? O4 Nd1 O1 C1 -109.0(2) 2_766 . . . ? O2 Nd1 O1 C1 -2.89(19) . . . . ? O3 Nd1 O1 C1 -87.5(2) 2_766 . . . ? C2 Nd1 O1 C1 -97.2(2) 2_766 . . . ? O5 Nd1 O1 Nd2 -59.3(2) 2_676 . . . ? O8 Nd1 O1 Nd2 148.37(10) . . . . ? O6 Nd1 O1 Nd2 -142.08(11) . . . . ? O1W Nd1 O1 Nd2 -80.38(12) . . . . ? O10 Nd1 O1 Nd2 -4.05(9) . . . . ? O4 Nd1 O1 Nd2 64.27(14) 2_766 . . . ? O2 Nd1 O1 Nd2 170.42(16) . . . . ? O3 Nd1 O1 Nd2 85.83(12) 2_766 . . . ? C2 Nd1 O1 Nd2 76.16(12) 2_766 . . . ? C1 Nd1 O1 Nd2 173.3(3) . . . . ? O5 Nd1 O2 C1 -133.3(2) 2_676 . . . ? O8 Nd1 O2 C1 162.3(2) . . . . ? O6 Nd1 O2 C1 -126.6(2) . . . . ? O1W Nd1 O2 C1 -59.3(2) . . . . ? O10 Nd1 O2 C1 8.6(2) . . . . ? O4 Nd1 O2 C1 107.7(2) 2_766 . . . ? O3 Nd1 O2 C1 83.6(2) 2_766 . . . ? O1 Nd1 O2 C1 3.0(2) . . . . ? C2 Nd1 O2 C1 95.3(2) 2_766 . . . ? O5 Nd1 O6 C14 108.5(3) 2_676 . . . ? O8 Nd1 O6 C14 10.2(3) . . . . ? O1W Nd1 O6 C14 -166.3(3) . . . . ? O10 Nd1 O6 C14 -172.5(3) . . . . ? O4 Nd1 O6 C14 45.4(4) 2_766 . . . ? O2 Nd1 O6 C14 -67.5(3) . . . . ? O3 Nd1 O6 C14 -25.2(4) 2_766 . . . ? O1 Nd1 O6 C14 -104.2(3) . . . . ? C2 Nd1 O6 C14 10.6(4) 2_766 . . . ? C1 Nd1 O6 C14 -86.8(3) . . . . ? O5 Nd1 O8 C15 -82.4(3) 2_676 . . . ? O6 Nd1 O8 C15 -9.0(3) . . . . ? O1W Nd1 O8 C15 -4.3(4) . . . . ? O10 Nd1 O8 C15 175.1(3) . . . . ? O4 Nd1 O8 C15 -161.6(3) 2_766 . . . ? O2 Nd1 O8 C15 65.9(3) . . . . ? O3 Nd1 O8 C15 145.2(3) 2_766 . . . ? O1 Nd1 O8 C15 83.4(3) . . . . ? C2 Nd1 O8 C15 171.3(3) 2_766 . . . ? C1 Nd1 O8 C15 73.1(3) . . . . ? O5 Nd1 O10 C16 8.1(8) 2_676 . . . ? O8 Nd1 O10 C16 110.1(8) . . . . ? O6 Nd1 O10 C16 -64.3(9) . . . . ? O1W Nd1 O10 C16 -70.4(8) . . . . ? O4 Nd1 O10 C16 87.8(8) 2_766 . . . ? O2 Nd1 O10 C16 -150.9(8) . . . . ? O3 Nd1 O10 C16 139.0(8) 2_766 . . . ? O1 Nd1 O10 C16 -146.3(8) . . . . ? C2 Nd1 O10 C16 113.7(8) 2_766 . . . ? C1 Nd1 O10 C16 -147.4(8) . . . . ? O5 Nd1 O10 Nd2 157.65(12) 2_676 . . . ? O8 Nd1 O10 Nd2 -100.3(3) . . . . ? O6 Nd1 O10 Nd2 85.31(16) . . . . ? O1W Nd1 O10 Nd2 79.22(13) . . . . ? O4 Nd1 O10 Nd2 -122.60(11) 2_766 . . . ? O2 Nd1 O10 Nd2 -1.28(14) . . . . ? O3 Nd1 O10 Nd2 -71.42(11) 2_766 . . . ? O1 Nd1 O10 Nd2 3.35(8) . . . . ? C2 Nd1 O10 Nd2 -96.74(12) 2_766 . . . ? C1 Nd1 O10 Nd2 2.23(11) . . . . ? O2W Nd2 O10 C16 -142.8(2) . . . . ? O7 Nd2 O10 C16 15.9(2) 1_655 . . . ? O3W Nd2 O10 C16 -111.6(2) . . . . ? O13 Nd2 O10 C16 109.0(2) 2_776 . . . ? O9 Nd2 O10 C16 -54.5(2) 1_655 . . . ? O1 Nd2 O10 C16 165.8(2) . . . . ? O11 Nd2 O10 C16 -1.1(2) . . . . ? O12 Nd2 O10 C16 83.6(2) 2_776 . . . ? C17 Nd2 O10 C16 94.5(2) 2_776 . . . ? O2W Nd2 O10 Nd1 47.68(19) . . . . ? O7 Nd2 O10 Nd1 -153.68(10) 1_655 . . . ? O3W Nd2 O10 Nd1 78.84(12) . . . . ? O13 Nd2 O10 Nd1 -60.61(15) 2_776 . . . ? O9 Nd2 O10 Nd1 135.98(11) 1_655 . . . ? O1 Nd2 O10 Nd1 -3.75(9) . . . . ? O11 Nd2 O10 Nd1 -170.65(17) . . . . ? O12 Nd2 O10 Nd1 -85.96(11) 2_776 . . . ? C17 Nd2 O10 Nd1 -75.04(13) 2_776 . . . ? C16 Nd2 O10 Nd1 -169.6(3) . . . . ? O2W Nd2 O11 C16 126.8(3) . . . . ? O7 Nd2 O11 C16 -163.1(3) 1_655 . . . ? O3W Nd2 O11 C16 62.1(3) . . . . ? O13 Nd2 O11 C16 -111.5(3) 2_776 . . . ? O9 Nd2 O11 C16 127.8(3) 1_655 . . . ? O1 Nd2 O11 C16 -11.6(3) . . . . ? O12 Nd2 O11 C16 -87.8(3) 2_776 . . . ? O10 Nd2 O11 C16 1.1(2) . . . . ? C17 Nd2 O11 C16 -98.5(3) 2_776 . . . ? Nd1 O2 C1 O1 -5.7(4) . . . . ? Nd1 O2 C1 C3 168.0(3) . . . . ? Nd2 O1 C1 O2 -161.9(4) . . . . ? Nd1 O1 C1 O2 5.2(3) . . . . ? Nd2 O1 C1 C3 24.3(7) . . . . ? Nd1 O1 C1 C3 -168.5(3) . . . . ? Nd2 O1 C1 Nd1 -167.1(5) . . . . ? O5 Nd1 C1 O2 86.0(3) 2_676 . . . ? O8 Nd1 C1 O2 -16.8(2) . . . . ? O6 Nd1 C1 O2 48.9(2) . . . . ? O1W Nd1 C1 O2 118.5(2) . . . . ? O10 Nd1 C1 O2 -172.3(2) . . . . ? O4 Nd1 C1 O2 -87.9(2) 2_766 . . . ? O3 Nd1 C1 O2 -89.6(2) 2_766 . . . ? O1 Nd1 C1 O2 -174.7(4) . . . . ? C2 Nd1 C1 O2 -88.3(2) 2_766 . . . ? O5 Nd1 C1 O1 -99.4(3) 2_676 . . . ? O8 Nd1 C1 O1 157.9(2) . . . . ? O6 Nd1 C1 O1 -136.5(2) . . . . ? O1W Nd1 C1 O1 -66.8(2) . . . . ? O10 Nd1 C1 O1 2.4(2) . . . . ? O4 Nd1 C1 O1 86.8(2) 2_766 . . . ? O2 Nd1 C1 O1 174.7(4) . . . . ? O3 Nd1 C1 O1 85.1(2) 2_766 . . . ? C2 Nd1 C1 O1 86.3(2) 2_766 . . . ? O5 Nd1 C1 C3 13.0(16) 2_676 . . . ? O8 Nd1 C1 C3 -89.8(15) . . . . ? O6 Nd1 C1 C3 -24.1(15) . . . . ? O1W Nd1 C1 C3 45.5(14) . . . . ? O10 Nd1 C1 C3 114.7(15) . . . . ? O4 Nd1 C1 C3 -160.9(14) 2_766 . . . ? O2 Nd1 C1 C3 -73.0(14) . . . . ? O3 Nd1 C1 C3 -162.6(15) 2_766 . . . ? O1 Nd1 C1 C3 112.3(15) . . . . ? C2 Nd1 C1 C3 -161.3(14) 2_766 . . . ? Nd1 O3 C2 O4 -2.1(4) 2_766 . . . ? Nd1 O3 C2 C4 -177.9(3) 2_766 . . . ? Nd1 O4 C2 O3 2.1(4) 2_766 . . . ? Nd1 O4 C2 C4 178.2(3) 2_766 . . . ? O2 C1 C3 C8 -72.4(5) . . . . ? O1 C1 C3 C8 101.5(4) . . . . ? Nd1 C1 C3 C8 -5.6(17) . . . . ? O2 C1 C3 C4 107.8(4) . . . . ? O1 C1 C3 C4 -78.3(5) . . . . ? Nd1 C1 C3 C4 174.5(12) . . . . ? C8 C3 C4 C5 -5.8(6) . . . . ? C1 C3 C4 C5 174.0(4) . . . . ? C8 C3 C4 C2 166.5(4) . . . . ? C1 C3 C4 C2 -13.6(6) . . . . ? O3 C2 C4 C5 177.7(4) . . . . ? O4 C2 C4 C5 1.6(6) . . . . ? O3 C2 C4 C3 5.3(6) . . . . ? O4 C2 C4 C3 -170.8(4) . . . . ? C3 C4 C5 C6 2.1(7) . . . . ? C2 C4 C5 C6 -170.4(4) . . . . ? C4 C5 C6 C7 2.3(7) . . . . ? C5 C6 C7 C8 -2.8(7) . . . . ? C6 C7 C8 C3 -1.1(7) . . . . ? C6 C7 C8 N1 174.0(4) . . . . ? C4 C3 C8 C7 5.4(6) . . . . ? C1 C3 C8 C7 -174.5(4) . . . . ? C4 C3 C8 N1 -169.6(3) . . . . ? C1 C3 C8 N1 10.5(6) . . . . ? C11 N1 C8 C7 -75.1(5) . . . . ? C10 N1 C8 C7 96.9(5) . . . . ? C11 N1 C8 C3 100.1(5) . . . . ? C10 N1 C8 C3 -87.9(5) . . . . ? C13 C9 C10 N1 -0.1(7) . . . . ? C11 N1 C10 C9 1.4(7) . . . . ? C8 N1 C10 C9 -170.6(4) . . . . ? C10 N1 C11 C12 -1.3(7) . . . . ? C8 N1 C11 C12 171.0(4) . . . . ? N1 C11 C12 C13 -0.2(8) . . . . ? Nd1 O5 C13 C9 59.1(7) 2_676 . . . ? Nd1 O5 C13 C12 -120.4(5) 2_676 . . . ? C10 C9 C13 O5 179.2(5) . . . . ? C10 C9 C13 C12 -1.3(7) . . . . ? C11 C12 C13 O5 -179.0(4) . . . . ? C11 C12 C13 C9 1.4(7) . . . . ? Nd1 O6 C14 O7 172.2(4) . . . . ? Nd1 O6 C14 C15 -10.5(5) . . . . ? Nd2 O7 C14 O6 165.7(3) 1_455 . . . ? Nd2 O7 C14 C15 -11.7(5) 1_455 . . . ? Nd2 O9 C15 O8 -168.8(3) 1_455 . . . ? Nd2 O9 C15 C14 9.0(5) 1_455 . . . ? Nd1 O8 C15 O9 -174.7(3) . . . . ? Nd1 O8 C15 C14 7.5(5) . . . . ? O6 C14 C15 O9 -175.9(4) . . . . ? O7 C14 C15 O9 1.7(6) . . . . ? O6 C14 C15 O8 2.0(6) . . . . ? O7 C14 C15 O8 179.6(4) . . . . ? Nd2 O11 C16 O10 -2.2(4) . . . . ? Nd2 O11 C16 C18 -178.0(3) . . . . ? Nd1 O10 C16 O11 153.8(6) . . . . ? Nd2 O10 C16 O11 1.9(4) . . . . ? Nd1 O10 C16 C18 -30.4(10) . . . . ? Nd2 O10 C16 C18 177.7(3) . . . . ? Nd1 O10 C16 Nd2 151.9(8) . . . . ? O2W Nd2 C16 O11 -105.1(3) . . . . ? O7 Nd2 C16 O11 16.1(3) 1_655 . . . ? O3W Nd2 C16 O11 -115.9(3) . . . . ? O13 Nd2 C16 O11 89.1(3) 2_776 . . . ? O9 Nd2 C16 O11 -49.8(3) 1_655 . . . ? O1 Nd2 C16 O11 169.2(3) . . . . ? O12 Nd2 C16 O11 88.7(3) 2_776 . . . ? O10 Nd2 C16 O11 -178.0(4) . . . . ? C17 Nd2 C16 O11 88.7(3) 2_776 . . . ? O2W Nd2 C16 O10 72.8(4) . . . . ? O7 Nd2 C16 O10 -165.9(2) 1_655 . . . ? O3W Nd2 C16 O10 62.1(2) . . . . ? O13 Nd2 C16 O10 -92.9(2) 2_776 . . . ? O9 Nd2 C16 O10 128.1(2) 1_655 . . . ? O1 Nd2 C16 O10 -12.8(2) . . . . ? O11 Nd2 C16 O10 178.0(4) . . . . ? O12 Nd2 C16 O10 -93.3(2) 2_776 . . . ? C17 Nd2 C16 O10 -93.3(2) 2_776 . . . ? Nd2 O13 C17 O12 -0.8(4) 2_776 . . . ? Nd2 O13 C17 C19 -178.5(3) 2_776 . . . ? Nd2 O12 C17 O13 0.8(4) 2_776 . . . ? Nd2 O12 C17 C19 178.4(3) 2_776 . . . ? O11 C16 C18 C23 84.1(5) . . . . ? O10 C16 C18 C23 -91.9(5) . . . . ? O11 C16 C18 C19 -96.4(5) . . . . ? O10 C16 C18 C19 87.7(5) . . . . ? C23 C18 C19 C20 3.8(6) . . . . ? C16 C18 C19 C20 -175.8(4) . . . . ? C23 C18 C19 C17 -171.4(4) . . . . ? C16 C18 C19 C17 9.0(6) . . . . ? O13 C17 C19 C20 3.1(6) . . . . ? O12 C17 C19 C20 -174.7(4) . . . . ? O13 C17 C19 C18 178.3(4) . . . . ? O12 C17 C19 C18 0.5(6) . . . . ? C18 C19 C20 C21 -0.7(8) . . . . ? C17 C19 C20 C21 174.6(5) . . . . ? C19 C20 C21 C22 -2.3(9) . . . . ? C20 C21 C22 C23 2.3(9) . . . . ? C21 C22 C23 C18 0.9(9) . . . . ? C21 C22 C23 N2 -175.2(5) . . . . ? C19 C18 C23 C22 -3.9(7) . . . . ? C16 C18 C23 C22 175.7(5) . . . . ? C19 C18 C23 N2 172.2(4) . . . . ? C16 C18 C23 N2 -8.2(6) . . . . ? C26 N2 C23 C22 99.9(6) . . . . ? C25 N2 C23 C22 -79.4(6) . . . . ? C26 N2 C23 C18 -76.4(6) . . . . ? C25 N2 C23 C18 104.2(6) . . . . ? C28 C24 C25 N2 3.0(9) . . . . ? C26 N2 C25 C24 1.0(8) . . . . ? C23 N2 C25 C24 -179.7(5) . . . . ? C25 N2 C26 C27 -1.7(7) . . . . ? C23 N2 C26 C27 178.9(5) . . . . ? N2 C26 C27 C28 -1.5(8) . . . . ? C25 C24 C28 O14 175.9(5) . . . . ? C25 C24 C28 C27 -5.8(8) . . . . ? C26 C27 C28 O14 -176.7(5) . . . . ? C26 C27 C28 C24 5.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.103 _refine_diff_density_min -1.081 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 913796' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '5.cif' data_5 #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 N2 O17 Sm2' _chemical_formula_sum 'C28 H20 N2 O17 Sm2' _chemical_formula_weight 957.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1638(4) _cell_length_b 12.3381(5) _cell_length_c 13.1801(7) _cell_angle_alpha 73.301(4) _cell_angle_beta 74.382(4) _cell_angle_gamma 70.393(4) _cell_volume 1463.71(11) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4781 _cell_measurement_theta_min 2.9548 _cell_measurement_theta_max 29.1267 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.172 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 4.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73118 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9532 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5143 _reflns_number_gt 4265 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+2.5226P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5143 _refine_ls_number_parameters 390 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Sm1 Sm 0.80400(3) 0.28159(3) 0.40269(2) 0.01560(10) Uani 1 1 d . . . Sm2 Sm 1.18625(3) 0.22218(3) 0.54293(2) 0.01776(10) Uani 1 1 d . . . O1 O 0.7567(4) 0.1494(4) 0.5831(3) 0.0226(10) Uani 1 1 d . . . O2 O 0.9520(4) 0.1956(3) 0.5721(3) 0.0212(10) Uani 1 1 d . . . O3 O 1.0294(4) -0.0760(3) 0.6174(3) 0.0186(9) Uani 1 1 d . . . O4 O 1.0997(5) -0.2003(4) 0.7635(3) 0.0294(11) Uani 1 1 d . . . O5 O 0.3000(5) 0.5557(4) 0.7225(3) 0.0332(12) Uani 1 1 d . . . O6 O 0.5584(4) 0.3545(3) 0.4956(3) 0.0225(10) Uani 1 1 d . . . O7 O 0.3467(4) 0.3197(4) 0.5592(3) 0.0237(10) Uani 1 1 d . . . O8 O 0.6461(4) 0.1739(4) 0.3963(3) 0.0233(10) Uani 1 1 d . . . O9 O 0.4314(5) 0.1433(4) 0.4567(4) 0.0297(11) Uani 1 1 d . . . O10 O 1.2161(5) 0.3688(4) 0.3724(3) 0.0335(12) Uani 1 1 d . . . O11 O 1.0277(4) 0.3319(3) 0.3537(3) 0.01560(10) Uani 1 1 d U . . O12 O 0.9703(5) 0.5931(4) 0.3887(3) 0.0239(10) Uani 1 1 d . . . O13 O 0.8851(5) 0.7523(4) 0.2711(3) 0.0324(12) Uani 1 1 d . . . O14 O 1.5865(6) -0.0130(4) 0.1843(4) 0.0422(13) Uani 1 1 d . . . O1W O 1.2118(5) 0.0835(4) 0.4373(4) 0.0325(12) Uani 1 1 d . . . H1WA H 1.2849 0.0351 0.4059 0.049 Uiso 1 1 d RD . . H1WB H 1.1344 0.0613 0.4521 0.049 Uiso 1 1 d RD . . O2W O 1.2603(5) 0.0395(4) 0.6665(4) 0.0344(12) Uani 1 1 d . . . H2WA H 1.3078 0.0309 0.7137 0.052 Uiso 1 1 d R . . H2WB H 1.2810 -0.0182 0.6353 0.052 Uiso 1 1 d R . . O3W O 0.7820(4) 0.4375(3) 0.4907(3) 0.01560(10) Uani 1 1 d . . . H3WA H 0.8630 0.4544 0.4762 0.023 Uiso 1 1 d R . . H3WB H 0.7173 0.5014 0.4682 0.023 Uiso 1 1 d R . . C1 C 0.8541(7) 0.1467(5) 0.6256(5) 0.0170(14) Uani 1 1 d . . . C2 C 1.0308(6) -0.1004(5) 0.7175(5) 0.0163(13) Uani 1 1 d . . . C3 C 0.8487(6) 0.0958(5) 0.7434(4) 0.0147(13) Uani 1 1 d . . . C4 C 0.9389(6) -0.0135(5) 0.7860(4) 0.0150(13) Uani 1 1 d . . . C5 C 0.9336(7) -0.0488(6) 0.8973(5) 0.0287(9) Uani 1 1 d . . . H5 H 0.9965 -0.1192 0.9249 0.034 Uiso 1 1 calc R . . C6 C 0.8374(7) 0.0183(6) 0.9672(5) 0.0287(9) Uani 1 1 d . . . H6 H 0.8359 -0.0059 1.0410 0.034 Uiso 1 1 calc R . . C7 C 0.7428(7) 0.1224(6) 0.9257(5) 0.0287(9) Uani 1 1 d . . . H7 H 0.6763 0.1675 0.9724 0.034 Uiso 1 1 calc R . . C8 C 0.7460(6) 0.1597(5) 0.8165(5) 0.0190(14) Uani 1 1 d . . . C9 C 0.5467(7) 0.4690(5) 0.7202(5) 0.0257(16) Uani 1 1 d . . . H9 H 0.5656 0.5418 0.6933 0.031 Uiso 1 1 calc R . . C10 C 0.6558(7) 0.3715(5) 0.7400(5) 0.0229(15) Uani 1 1 d . . . H10 H 0.7475 0.3789 0.7261 0.027 Uiso 1 1 calc R . . C11 C 0.5002(7) 0.2536(5) 0.7972(5) 0.0233(15) Uani 1 1 d . . . H11 H 0.4854 0.1793 0.8224 0.028 Uiso 1 1 calc R . . C12 C 0.3877(7) 0.3489(6) 0.7787(5) 0.0275(16) Uani 1 1 d . . . H12 H 0.2976 0.3385 0.7924 0.033 Uiso 1 1 calc R . . C13 C 0.4042(7) 0.4645(5) 0.7389(5) 0.0240(15) Uani 1 1 d . . . C14 C 0.4720(7) 0.2981(5) 0.5068(5) 0.0185(14) Uani 1 1 d . . . C15 C 0.5213(7) 0.1952(5) 0.4496(5) 0.0201(14) Uani 1 1 d . . . C16 C 1.1204(7) 0.3862(5) 0.3216(5) 0.0204(13) Uani 1 1 d U . . C17 C 0.9579(6) 0.6473(5) 0.2928(5) 0.0190(14) Uani 1 1 d . . . C18 C 1.1203(8) 0.4711(6) 0.2144(5) 0.0364(8) Uani 1 1 d . . . C19 C 1.0360(8) 0.5885(6) 0.2002(5) 0.0364(8) Uani 1 1 d . . . C20 C 1.0345(8) 0.6578(6) 0.0959(5) 0.0364(8) Uani 1 1 d . . . H20 H 0.9778 0.7354 0.0865 0.044 Uiso 1 1 calc R . . C21 C 1.1152(8) 0.6139(6) 0.0067(5) 0.0364(8) Uani 1 1 d . . . H21 H 1.1110 0.6611 -0.0622 0.044 Uiso 1 1 calc R . . C22 C 1.2031(8) 0.4990(6) 0.0200(5) 0.0364(8) Uani 1 1 d . . . H22 H 1.2596 0.4687 -0.0395 0.044 Uiso 1 1 calc R . . C23 C 1.2049(8) 0.4306(6) 0.1229(5) 0.0364(8) Uani 1 1 d . . . C24 C 1.3701(8) 0.1128(6) 0.1368(7) 0.048(2) Uani 1 1 d . . . H24 H 1.3474 0.0509 0.1252 0.057 Uiso 1 1 calc R . . C25 C 1.2756(8) 0.2206(6) 0.1232(7) 0.046(2) Uani 1 1 d . . . H25 H 1.1894 0.2307 0.1049 0.055 Uiso 1 1 calc R . . C26 C 1.4323(8) 0.2981(6) 0.1608(5) 0.0358(18) Uani 1 1 d . . . H26 H 1.4529 0.3633 0.1677 0.043 Uiso 1 1 calc R . . C27 C 1.5308(8) 0.1918(6) 0.1759(5) 0.0323(17) Uani 1 1 d . . . H27 H 1.6174 0.1857 0.1914 0.039 Uiso 1 1 calc R . . C28 C 1.5017(8) 0.0887(6) 0.1678(5) 0.0315(17) Uani 1 1 d . . . N1 N 0.6345(5) 0.2633(4) 0.7799(4) 0.0201(12) Uani 1 1 d . . . N2 N 1.3054(6) 0.3139(4) 0.1361(4) 0.0283(14) 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 0.01334(17) 0.01218(17) 0.01752(18) -0.00256(12) 0.00049(13) -0.00206(13) Sm2 0.01526(18) 0.01526(18) 0.02131(19) -0.00554(13) 0.00090(14) -0.00458(14) O1 0.019(2) 0.026(2) 0.020(2) -0.0040(18) -0.005(2) -0.002(2) O2 0.018(2) 0.019(2) 0.022(2) 0.0003(18) 0.0000(19) -0.0077(19) O3 0.023(2) 0.015(2) 0.014(2) -0.0048(17) -0.0031(19) -0.0004(19) O4 0.031(3) 0.020(2) 0.019(2) 0.0000(19) -0.003(2) 0.010(2) O5 0.028(3) 0.026(3) 0.025(3) 0.000(2) 0.000(2) 0.011(2) O6 0.020(2) 0.019(2) 0.027(2) -0.0094(19) 0.001(2) -0.005(2) O7 0.011(2) 0.033(3) 0.028(3) -0.018(2) 0.002(2) -0.003(2) O8 0.016(2) 0.025(2) 0.029(3) -0.015(2) 0.002(2) -0.002(2) O9 0.019(2) 0.026(3) 0.048(3) -0.020(2) 0.003(2) -0.008(2) O10 0.035(3) 0.035(3) 0.026(3) -0.001(2) -0.012(2) -0.002(2) O11 0.01334(17) 0.01218(17) 0.01752(18) -0.00256(12) 0.00049(13) -0.00206(13) O12 0.029(3) 0.022(2) 0.018(2) -0.0051(18) -0.002(2) -0.004(2) O13 0.040(3) 0.019(2) 0.025(3) -0.0046(19) -0.003(2) 0.007(2) O14 0.042(3) 0.019(3) 0.058(3) -0.009(2) -0.016(3) 0.006(2) O1W 0.023(3) 0.030(3) 0.050(3) -0.021(2) -0.004(2) -0.007(2) O2W 0.043(3) 0.020(2) 0.036(3) -0.010(2) -0.013(2) 0.003(2) O3W 0.01334(17) 0.01218(17) 0.01752(18) -0.00256(12) 0.00049(13) -0.00206(13) C1 0.022(4) 0.008(3) 0.016(3) -0.006(2) 0.000(3) 0.001(3) C2 0.018(3) 0.012(3) 0.016(3) -0.001(2) 0.003(3) -0.007(3) C3 0.017(3) 0.014(3) 0.015(3) -0.003(2) -0.004(3) -0.006(3) C4 0.014(3) 0.014(3) 0.015(3) -0.005(2) -0.002(3) 0.000(3) C5 0.032(2) 0.030(2) 0.016(2) -0.0066(16) -0.0065(17) 0.0034(18) C6 0.032(2) 0.030(2) 0.016(2) -0.0066(16) -0.0065(17) 0.0034(18) C7 0.032(2) 0.030(2) 0.016(2) -0.0066(16) -0.0065(17) 0.0034(18) C8 0.015(3) 0.019(3) 0.022(3) -0.008(3) -0.005(3) 0.002(3) C9 0.038(4) 0.010(3) 0.028(4) 0.001(3) -0.012(3) -0.005(3) C10 0.016(3) 0.025(4) 0.028(4) -0.008(3) -0.003(3) -0.005(3) C11 0.020(4) 0.017(3) 0.030(4) 0.001(3) -0.009(3) -0.004(3) C12 0.012(3) 0.033(4) 0.033(4) -0.005(3) -0.002(3) -0.004(3) C13 0.026(4) 0.022(4) 0.013(3) -0.008(3) 0.002(3) 0.005(3) C14 0.018(3) 0.017(3) 0.019(3) -0.004(3) -0.008(3) 0.001(3) C15 0.017(3) 0.021(3) 0.020(3) -0.004(3) -0.006(3) -0.002(3) C16 0.018(3) 0.013(3) 0.023(3) -0.002(2) 0.004(3) -0.003(2) C17 0.015(3) 0.015(3) 0.025(4) -0.003(3) 0.001(3) -0.006(3) C18 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C19 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C20 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C21 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C22 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C23 0.050(2) 0.0211(15) 0.0212(15) -0.0027(12) -0.0006(14) 0.0042(14) C24 0.042(5) 0.017(4) 0.085(6) -0.009(4) -0.016(5) -0.010(4) C25 0.034(5) 0.026(4) 0.074(6) -0.006(4) -0.012(4) -0.009(4) C26 0.050(5) 0.025(4) 0.032(4) -0.010(3) -0.007(4) -0.007(4) C27 0.030(4) 0.034(4) 0.029(4) -0.006(3) -0.009(3) -0.002(3) C28 0.029(4) 0.029(4) 0.034(4) -0.008(3) 0.001(3) -0.009(3) N1 0.020(3) 0.014(3) 0.024(3) -0.008(2) -0.004(2) 0.001(2) N2 0.027(3) 0.018(3) 0.029(3) -0.004(2) 0.004(3) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O5 2.341(4) 2_666 ? Sm1 O11 2.428(4) . ? Sm1 O8 2.433(4) . ? Sm1 O3W 2.439(4) . ? Sm1 O6 2.454(4) . ? Sm1 O4 2.492(4) 2_756 ? Sm1 O1 2.495(4) . ? Sm1 O3 2.575(4) 2_756 ? Sm1 O2 2.784(4) . ? Sm1 C2 2.900(6) 2_756 ? Sm1 C1 3.014(6) . ? Sm2 O2W 2.390(4) . ? Sm2 O7 2.409(4) 1_655 ? Sm2 O1W 2.410(4) . ? Sm2 O2 2.426(4) . ? Sm2 O9 2.436(4) 1_655 ? Sm2 O13 2.443(4) 2_766 ? Sm2 O10 2.467(4) . ? Sm2 O12 2.552(4) 2_766 ? Sm2 C17 2.853(6) 2_766 ? O1 C1 1.250(7) . ? O2 C1 1.277(7) . ? O3 C2 1.269(7) . ? O3 Sm1 2.575(4) 2_756 ? O4 C2 1.264(7) . ? O4 Sm1 2.492(4) 2_756 ? O5 C13 1.273(7) . ? O5 Sm1 2.341(4) 2_666 ? O6 C14 1.248(7) . ? O7 C14 1.255(7) . ? O7 Sm2 2.409(4) 1_455 ? O8 C15 1.255(7) . ? O9 C15 1.250(7) . ? O9 Sm2 2.436(4) 1_455 ? O10 C16 1.252(8) . ? O11 C16 1.250(7) . ? O12 C17 1.267(7) . ? O12 Sm2 2.552(4) 2_766 ? O13 C17 1.252(7) . ? O13 Sm2 2.443(4) 2_766 ? O14 C28 1.258(8) . ? O1W H1WA 0.8712 . ? O1W H1WB 0.8742 . ? O2W H2WA 0.8495 . ? O2W H2WB 0.8605 . ? O3W H3WA 0.8747 . ? O3W H3WB 0.8748 . ? C1 C3 1.492(8) . ? C2 C4 1.506(8) . ? C2 Sm1 2.900(6) 2_756 ? C3 C8 1.408(8) . ? C3 C4 1.409(8) . ? C4 C5 1.396(8) . ? C5 C6 1.378(8) . ? C5 H5 0.9300 . ? C6 C7 1.387(9) . ? C6 H6 0.9300 . ? C7 C8 1.374(8) . ? C7 H7 0.9300 . ? C8 N1 1.455(7) . ? C9 C10 1.351(9) . ? C9 C13 1.419(9) . ? C9 H9 0.9300 . ? C10 N1 1.355(7) . ? C10 H10 0.9300 . ? C11 C12 1.353(9) . ? C11 N1 1.362(8) . ? C11 H11 0.9300 . ? C12 C13 1.422(8) . ? C12 H12 0.9300 . ? C14 C15 1.533(8) . ? C16 C18 1.498(8) . ? C17 C19 1.499(9) . ? C17 Sm2 2.853(6) 2_766 ? C18 C23 1.394(9) . ? C18 C19 1.402(9) . ? C19 C20 1.395(9) . ? C20 C21 1.377(9) . ? C20 H20 0.9300 . ? C21 C22 1.390(9) . ? C21 H21 0.9300 . ? C22 C23 1.377(9) . ? C22 H22 0.9300 . ? C23 N2 1.454(8) . ? C24 C25 1.350(10) . ? C24 C28 1.415(10) . ? C24 H24 0.9300 . ? C25 N2 1.348(8) . ? C25 H25 0.9300 . ? C26 N2 1.352(9) . ? C26 C27 1.356(9) . ? C26 H26 0.9300 . ? C27 C28 1.437(9) . ? C27 H27 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 O5 Sm1 O11 92.75(15) 2_666 . ? O5 Sm1 O8 91.25(16) 2_666 . ? O11 Sm1 O8 153.97(13) . . ? O5 Sm1 O3W 81.17(15) 2_666 . ? O11 Sm1 O3W 70.72(13) . . ? O8 Sm1 O3W 135.29(13) . . ? O5 Sm1 O6 75.25(14) 2_666 . ? O11 Sm1 O6 139.13(13) . . ? O8 Sm1 O6 66.57(13) . . ? O3W Sm1 O6 68.90(13) . . ? O5 Sm1 O4 80.31(14) 2_666 2_756 ? O11 Sm1 O4 82.97(14) . 2_756 ? O8 Sm1 O4 72.39(14) . 2_756 ? O3W Sm1 O4 146.85(13) . 2_756 ? O6 Sm1 O4 131.07(15) . 2_756 ? O5 Sm1 O1 144.44(15) 2_666 . ? O11 Sm1 O1 116.68(13) . . ? O8 Sm1 O1 71.27(14) . . ? O3W Sm1 O1 89.85(13) . . ? O6 Sm1 O1 69.43(13) . . ? O4 Sm1 O1 120.59(13) 2_756 . ? O5 Sm1 O3 131.95(14) 2_666 2_756 ? O11 Sm1 O3 82.36(12) . 2_756 ? O8 Sm1 O3 75.92(13) . 2_756 ? O3W Sm1 O3 138.83(14) . 2_756 ? O6 Sm1 O3 134.41(12) . 2_756 ? O4 Sm1 O3 51.64(12) 2_756 2_756 ? O1 Sm1 O3 74.80(13) . 2_756 ? O5 Sm1 O2 148.00(15) 2_666 . ? O11 Sm1 O2 68.09(12) . . ? O8 Sm1 O2 117.40(13) . . ? O3W Sm1 O2 68.59(12) . . ? O6 Sm1 O2 102.10(13) . . ? O4 Sm1 O2 120.14(13) 2_756 . ? O1 Sm1 O2 48.91(13) . . ? O3 Sm1 O2 72.74(12) 2_756 . ? O5 Sm1 C2 106.01(16) 2_666 2_756 ? O11 Sm1 C2 82.10(14) . 2_756 ? O8 Sm1 C2 72.09(15) . 2_756 ? O3W Sm1 C2 152.29(15) . 2_756 ? O6 Sm1 C2 138.65(15) . 2_756 ? O4 Sm1 C2 25.71(14) 2_756 2_756 ? O1 Sm1 C2 97.87(14) . 2_756 ? O3 Sm1 C2 25.94(14) 2_756 2_756 ? O2 Sm1 C2 96.75(15) . 2_756 ? O5 Sm1 C1 154.54(15) 2_666 . ? O11 Sm1 C1 93.09(15) . . ? O8 Sm1 C1 94.26(15) . . ? O3W Sm1 C1 77.45(14) . . ? O6 Sm1 C1 84.21(15) . . ? O4 Sm1 C1 125.02(14) 2_756 . ? O1 Sm1 C1 23.92(14) . . ? O3 Sm1 C1 73.43(14) 2_756 . ? O2 Sm1 C1 25.05(14) . . ? C2 Sm1 C1 99.33(16) 2_756 . ? O2W Sm2 O7 98.82(16) . 1_655 ? O2W Sm2 O1W 79.09(15) . . ? O7 Sm2 O1W 132.80(14) 1_655 . ? O2W Sm2 O2 90.75(15) . . ? O7 Sm2 O2 152.68(14) 1_655 . ? O1W Sm2 O2 74.04(14) . . ? O2W Sm2 O9 77.80(15) . 1_655 ? O7 Sm2 O9 66.75(14) 1_655 1_655 ? O1W Sm2 O9 66.79(15) . 1_655 ? O2 Sm2 O9 140.55(14) . 1_655 ? O2W Sm2 O13 68.88(14) . 2_766 ? O7 Sm2 O13 75.23(15) 1_655 2_766 ? O1W Sm2 O13 141.12(14) . 2_766 ? O2 Sm2 O13 84.66(15) . 2_766 ? O9 Sm2 O13 123.93(16) 1_655 2_766 ? O2W Sm2 O10 154.12(16) . . ? O7 Sm2 O10 73.70(15) 1_655 . ? O1W Sm2 O10 88.00(15) . . ? O2 Sm2 O10 107.26(15) . . ? O9 Sm2 O10 76.50(15) 1_655 . ? O13 Sm2 O10 129.84(15) 2_766 . ? O2W Sm2 O12 120.78(14) . 2_766 ? O7 Sm2 O12 73.96(14) 1_655 2_766 ? O1W Sm2 O12 146.87(15) . 2_766 ? O2 Sm2 O12 79.15(14) . 2_766 ? O9 Sm2 O12 138.93(13) 1_655 2_766 ? O13 Sm2 O12 52.24(13) 2_766 2_766 ? O10 Sm2 O12 81.65(14) . 2_766 ? O2W Sm2 C17 94.58(16) . 2_766 ? O7 Sm2 C17 72.96(15) 1_655 2_766 ? O1W Sm2 C17 153.94(15) . 2_766 ? O2 Sm2 C17 80.85(15) . 2_766 ? O9 Sm2 C17 137.02(16) 1_655 2_766 ? O13 Sm2 C17 25.88(15) 2_766 2_766 ? O10 Sm2 C17 106.30(16) . 2_766 ? O12 Sm2 C17 26.36(14) 2_766 2_766 ? C1 O1 Sm1 102.0(3) . . ? C1 O2 Sm2 152.2(4) . . ? C1 O2 Sm1 87.6(4) . . ? Sm2 O2 Sm1 119.22(14) . . ? C2 O3 Sm1 91.5(3) . 2_756 ? C2 O4 Sm1 95.5(3) . 2_756 ? C13 O5 Sm1 147.0(4) . 2_666 ? C14 O6 Sm1 118.6(4) . . ? C14 O7 Sm2 119.6(4) . 1_455 ? C15 O8 Sm1 119.5(4) . . ? C15 O9 Sm2 118.9(4) . 1_455 ? C16 O10 Sm2 110.4(4) . . ? C16 O11 Sm1 163.9(4) . . ? C17 O12 Sm2 90.2(3) . 2_766 ? C17 O13 Sm2 95.7(4) . 2_766 ? Sm2 O1W H1WA 133.6 . . ? Sm2 O1W H1WB 110.6 . . ? H1WA O1W H1WB 112.1 . . ? Sm2 O2W H2WA 123.1 . . ? Sm2 O2W H2WB 109.8 . . ? H2WA O2W H2WB 117.3 . . ? Sm1 O3W H3WA 110.4 . . ? Sm1 O3W H3WB 110.5 . . ? H3WA O3W H3WB 108.3 . . ? O1 C1 O2 121.2(5) . . ? O1 C1 C3 119.5(5) . . ? O2 C1 C3 119.1(6) . . ? O1 C1 Sm1 54.1(3) . . ? O2 C1 Sm1 67.3(3) . . ? C3 C1 Sm1 168.1(4) . . ? O4 C2 O3 121.4(5) . . ? O4 C2 C4 118.4(5) . . ? O3 C2 C4 120.0(5) . . ? O4 C2 Sm1 58.8(3) . 2_756 ? O3 C2 Sm1 62.6(3) . 2_756 ? C4 C2 Sm1 175.3(4) . 2_756 ? C8 C3 C4 117.9(5) . . ? C8 C3 C1 118.1(5) . . ? C4 C3 C1 123.9(5) . . ? C5 C4 C3 119.5(5) . . ? C5 C4 C2 117.8(5) . . ? C3 C4 C2 122.4(5) . . ? C6 C5 C4 121.5(6) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 119.0(6) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 120.8(6) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C3 121.0(6) . . ? C7 C8 N1 117.6(5) . . ? C3 C8 N1 121.3(5) . . ? C10 C9 C13 122.4(6) . . ? C10 C9 H9 118.8 . . ? C13 C9 H9 118.8 . . ? C9 C10 N1 121.4(6) . . ? C9 C10 H10 119.3 . . ? N1 C10 H10 119.3 . . ? C12 C11 N1 122.0(5) . . ? C12 C11 H11 119.0 . . ? N1 C11 H11 119.0 . . ? C11 C12 C13 121.5(6) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? O5 C13 C9 123.2(6) . . ? O5 C13 C12 122.8(6) . . ? C9 C13 C12 114.1(6) . . ? O6 C14 O7 125.7(6) . . ? O6 C14 C15 117.6(5) . . ? O7 C14 C15 116.7(5) . . ? O9 C15 O8 125.9(6) . . ? O9 C15 C14 117.0(5) . . ? O8 C15 C14 117.0(5) . . ? O11 C16 O10 123.1(6) . . ? O11 C16 C18 117.8(6) . . ? O10 C16 C18 119.0(5) . . ? O13 C17 O12 121.9(6) . . ? O13 C17 C19 117.5(5) . . ? O12 C17 C19 120.6(5) . . ? O13 C17 Sm2 58.4(3) . 2_766 ? O12 C17 Sm2 63.5(3) . 2_766 ? C19 C17 Sm2 175.0(4) . 2_766 ? C23 C18 C19 117.8(6) . . ? C23 C18 C16 118.5(6) . . ? C19 C18 C16 123.6(6) . . ? C20 C19 C18 119.3(6) . . ? C20 C19 C17 117.7(6) . . ? C18 C19 C17 122.7(6) . . ? C21 C20 C19 121.5(6) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C22 119.7(6) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C21 118.7(6) . . ? C23 C22 H22 120.6 . . ? C21 C22 H22 120.6 . . ? C22 C23 C18 122.8(6) . . ? C22 C23 N2 118.1(6) . . ? C18 C23 N2 119.0(6) . . ? C25 C24 C28 123.6(7) . . ? C25 C24 H24 118.2 . . ? C28 C24 H24 118.2 . . ? N2 C25 C24 120.4(7) . . ? N2 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? N2 C26 C27 123.1(7) . . ? N2 C26 H26 118.4 . . ? C27 C26 H26 118.4 . . ? C26 C27 C28 120.1(7) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? O14 C28 C24 123.1(6) . . ? O14 C28 C27 123.2(7) . . ? C24 C28 C27 113.6(6) . . ? C10 N1 C11 118.6(5) . . ? C10 N1 C8 122.3(5) . . ? C11 N1 C8 118.7(5) . . ? C25 N2 C26 119.0(6) . . ? C25 N2 C23 121.4(7) . . ? C26 N2 C23 119.6(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 O5 Sm1 O1 C1 -132.5(4) 2_666 . . . ? O11 Sm1 O1 C1 10.2(4) . . . . ? O8 Sm1 O1 C1 163.3(4) . . . . ? O3W Sm1 O1 C1 -58.0(4) . . . . ? O6 Sm1 O1 C1 -125.5(4) . . . . ? O4 Sm1 O1 C1 108.1(4) 2_756 . . . ? O3 Sm1 O1 C1 83.3(4) 2_756 . . . ? O2 Sm1 O1 C1 3.2(3) . . . . ? C2 Sm1 O1 C1 95.3(4) 2_756 . . . ? O2W Sm2 O2 C1 16.6(8) . . . . ? O7 Sm2 O2 C1 -94.4(8) 1_655 . . . ? O1W Sm2 O2 C1 95.1(8) . . . . ? O9 Sm2 O2 C1 88.2(8) 1_655 . . . ? O13 Sm2 O2 C1 -52.1(8) 2_766 . . . ? O10 Sm2 O2 C1 177.8(8) . . . . ? O12 Sm2 O2 C1 -104.6(8) 2_766 . . . ? C17 Sm2 O2 C1 -77.9(8) 2_766 . . . ? O2W Sm2 O2 Sm1 -147.21(18) . . . . ? O7 Sm2 O2 Sm1 101.7(3) 1_655 . . . ? O1W Sm2 O2 Sm1 -68.78(18) . . . . ? O9 Sm2 O2 Sm1 -75.7(3) 1_655 . . . ? O13 Sm2 O2 Sm1 144.09(18) 2_766 . . . ? O10 Sm2 O2 Sm1 13.9(2) . . . . ? O12 Sm2 O2 Sm1 91.56(18) 2_766 . . . ? C17 Sm2 O2 Sm1 118.3(2) 2_766 . . . ? O5 Sm1 O2 C1 126.9(3) 2_666 . . . ? O11 Sm1 O2 C1 -176.2(3) . . . . ? O8 Sm1 O2 C1 -24.3(3) . . . . ? O3W Sm1 O2 C1 106.7(3) . . . . ? O6 Sm1 O2 C1 45.4(3) . . . . ? O4 Sm1 O2 C1 -109.0(3) 2_756 . . . ? O1 Sm1 O2 C1 -3.0(3) . . . . ? O3 Sm1 O2 C1 -87.7(3) 2_756 . . . ? C2 Sm1 O2 C1 -97.6(3) 2_756 . . . ? O5 Sm1 O2 Sm2 -60.6(3) 2_666 . . . ? O11 Sm1 O2 Sm2 -3.70(15) . . . . ? O8 Sm1 O2 Sm2 148.24(16) . . . . ? O3W Sm1 O2 Sm2 -80.72(17) . . . . ? O6 Sm1 O2 Sm2 -142.06(17) . . . . ? O4 Sm1 O2 Sm2 63.6(2) 2_756 . . . ? O1 Sm1 O2 Sm2 169.5(3) . . . . ? O3 Sm1 O2 Sm2 84.87(18) 2_756 . . . ? C2 Sm1 O2 Sm2 74.95(19) 2_756 . . . ? C1 Sm1 O2 Sm2 172.5(4) . . . . ? O5 Sm1 O6 C14 105.2(4) 2_666 . . . ? O11 Sm1 O6 C14 -178.0(4) . . . . ? O8 Sm1 O6 C14 7.2(4) . . . . ? O3W Sm1 O6 C14 -168.8(5) . . . . ? O4 Sm1 O6 C14 42.6(5) 2_756 . . . ? O1 Sm1 O6 C14 -70.6(4) . . . . ? O3 Sm1 O6 C14 -30.1(5) 2_756 . . . ? O2 Sm1 O6 C14 -107.6(4) . . . . ? C2 Sm1 O6 C14 7.5(5) 2_756 . . . ? C1 Sm1 O6 C14 -90.0(4) . . . . ? O5 Sm1 O8 C15 -80.1(4) 2_666 . . . ? O11 Sm1 O8 C15 -179.0(4) . . . . ? O3W Sm1 O8 C15 -1.5(5) . . . . ? O6 Sm1 O8 C15 -6.8(4) . . . . ? O4 Sm1 O8 C15 -159.6(5) 2_756 . . . ? O1 Sm1 O8 C15 68.3(4) . . . . ? O3 Sm1 O8 C15 146.7(5) 2_756 . . . ? O2 Sm1 O8 C15 85.0(5) . . . . ? C2 Sm1 O8 C15 173.4(5) 2_756 . . . ? C1 Sm1 O8 C15 75.0(5) . . . . ? O2W Sm2 O10 C16 119.6(5) . . . . ? O7 Sm2 O10 C16 -164.1(4) 1_655 . . . ? O1W Sm2 O10 C16 60.0(4) . . . . ? O2 Sm2 O10 C16 -12.6(4) . . . . ? O9 Sm2 O10 C16 126.6(4) 1_655 . . . ? O13 Sm2 O10 C16 -110.2(4) 2_766 . . . ? O12 Sm2 O10 C16 -88.4(4) 2_766 . . . ? C17 Sm2 O10 C16 -97.9(4) 2_766 . . . ? O5 Sm1 O11 C16 27.4(15) 2_666 . . . ? O8 Sm1 O11 C16 125.9(14) . . . . ? O3W Sm1 O11 C16 -52.3(14) . . . . ? O6 Sm1 O11 C16 -43.1(15) . . . . ? O4 Sm1 O11 C16 107.3(15) 2_756 . . . ? O1 Sm1 O11 C16 -131.9(14) . . . . ? O3 Sm1 O11 C16 159.4(15) 2_756 . . . ? O2 Sm1 O11 C16 -126.2(15) . . . . ? C2 Sm1 O11 C16 133.2(15) 2_756 . . . ? C1 Sm1 O11 C16 -127.8(15) . . . . ? Sm1 O1 C1 O2 -6.1(6) . . . . ? Sm1 O1 C1 C3 168.0(4) . . . . ? Sm2 O2 C1 O1 -160.6(5) . . . . ? Sm1 O2 C1 O1 5.3(5) . . . . ? Sm2 O2 C1 C3 25.3(11) . . . . ? Sm1 O2 C1 C3 -168.8(5) . . . . ? Sm2 O2 C1 Sm1 -165.9(8) . . . . ? O5 Sm1 C1 O1 86.1(5) 2_666 . . . ? O11 Sm1 C1 O1 -170.9(3) . . . . ? O8 Sm1 C1 O1 -15.8(4) . . . . ? O3W Sm1 C1 O1 119.7(4) . . . . ? O6 Sm1 C1 O1 50.0(3) . . . . ? O4 Sm1 C1 O1 -87.3(4) 2_756 . . . ? O3 Sm1 C1 O1 -89.8(4) 2_756 . . . ? O2 Sm1 C1 O1 -174.4(6) . . . . ? C2 Sm1 C1 O1 -88.4(4) 2_756 . . . ? O5 Sm1 C1 O2 -99.5(5) 2_666 . . . ? O11 Sm1 C1 O2 3.5(3) . . . . ? O8 Sm1 C1 O2 158.5(3) . . . . ? O3W Sm1 C1 O2 -66.0(3) . . . . ? O6 Sm1 C1 O2 -135.6(3) . . . . ? O4 Sm1 C1 O2 87.1(3) 2_756 . . . ? O1 Sm1 C1 O2 174.4(6) . . . . ? O3 Sm1 C1 O2 84.6(3) 2_756 . . . ? C2 Sm1 C1 O2 86.0(3) 2_756 . . . ? O5 Sm1 C1 C3 25(2) 2_666 . . . ? O11 Sm1 C1 C3 128(2) . . . . ? O8 Sm1 C1 C3 -77(2) . . . . ? O3W Sm1 C1 C3 59(2) . . . . ? O6 Sm1 C1 C3 -11(2) . . . . ? O4 Sm1 C1 C3 -148.2(19) 2_756 . . . ? O1 Sm1 C1 C3 -60.9(19) . . . . ? O3 Sm1 C1 C3 -151(2) 2_756 . . . ? O2 Sm1 C1 C3 125(2) . . . . ? C2 Sm1 C1 C3 -149(2) 2_756 . . . ? Sm1 O4 C2 O3 1.1(6) 2_756 . . . ? Sm1 O4 C2 C4 175.7(4) 2_756 . . . ? Sm1 O3 C2 O4 -1.0(6) 2_756 . . . ? Sm1 O3 C2 C4 -175.5(5) 2_756 . . . ? O1 C1 C3 C8 -71.1(7) . . . . ? O2 C1 C3 C8 103.1(7) . . . . ? Sm1 C1 C3 C8 -17(2) . . . . ? O1 C1 C3 C4 107.9(7) . . . . ? O2 C1 C3 C4 -77.9(7) . . . . ? Sm1 C1 C3 C4 162.3(16) . . . . ? C8 C3 C4 C5 -6.4(9) . . . . ? C1 C3 C4 C5 174.6(6) . . . . ? C8 C3 C4 C2 167.0(5) . . . . ? C1 C3 C4 C2 -12.0(9) . . . . ? O4 C2 C4 C5 -0.7(8) . . . . ? O3 C2 C4 C5 174.0(6) . . . . ? O4 C2 C4 C3 -174.3(5) . . . . ? O3 C2 C4 C3 0.4(8) . . . . ? C3 C4 C5 C6 3.1(10) . . . . ? C2 C4 C5 C6 -170.7(6) . . . . ? C4 C5 C6 C7 0.8(10) . . . . ? C5 C6 C7 C8 -1.2(10) . . . . ? C6 C7 C8 C3 -2.4(10) . . . . ? C6 C7 C8 N1 173.9(6) . . . . ? C4 C3 C8 C7 6.1(9) . . . . ? C1 C3 C8 C7 -174.8(6) . . . . ? C4 C3 C8 N1 -170.0(5) . . . . ? C1 C3 C8 N1 9.0(8) . . . . ? C13 C9 C10 N1 -0.4(10) . . . . ? N1 C11 C12 C13 0.8(10) . . . . ? Sm1 O5 C13 C9 61.4(11) 2_666 . . . ? Sm1 O5 C13 C12 -119.2(8) 2_666 . . . ? C10 C9 C13 O5 178.7(6) . . . . ? C10 C9 C13 C12 -0.7(9) . . . . ? C11 C12 C13 O5 -178.9(6) . . . . ? C11 C12 C13 C9 0.6(9) . . . . ? Sm1 O6 C14 O7 174.4(5) . . . . ? Sm1 O6 C14 C15 -7.1(7) . . . . ? Sm2 O7 C14 O6 168.9(5) 1_455 . . . ? Sm2 O7 C14 C15 -9.7(7) 1_455 . . . ? Sm2 O9 C15 O8 -170.7(5) 1_455 . . . ? Sm2 O9 C15 C14 6.1(7) 1_455 . . . ? Sm1 O8 C15 O9 -177.1(5) . . . . ? Sm1 O8 C15 C14 6.1(7) . . . . ? O6 C14 C15 O9 -176.4(6) . . . . ? O7 C14 C15 O9 2.3(8) . . . . ? O6 C14 C15 O8 0.7(8) . . . . ? O7 C14 C15 O8 179.4(5) . . . . ? Sm1 O11 C16 O10 133.8(12) . . . . ? Sm1 O11 C16 C18 -49.6(17) . . . . ? Sm2 O10 C16 O11 -2.4(7) . . . . ? Sm2 O10 C16 C18 -179.0(4) . . . . ? Sm2 O13 C17 O12 0.7(6) 2_766 . . . ? Sm2 O13 C17 C19 -176.7(5) 2_766 . . . ? Sm2 O12 C17 O13 -0.7(6) 2_766 . . . ? Sm2 O12 C17 C19 176.7(6) 2_766 . . . ? O11 C16 C18 C23 -92.4(8) . . . . ? O10 C16 C18 C23 84.3(9) . . . . ? O11 C16 C18 C19 85.3(9) . . . . ? O10 C16 C18 C19 -98.0(9) . . . . ? C23 C18 C19 C20 3.0(12) . . . . ? C16 C18 C19 C20 -174.7(7) . . . . ? C23 C18 C19 C17 -170.6(7) . . . . ? C16 C18 C19 C17 11.7(12) . . . . ? O13 C17 C19 C20 6.6(10) . . . . ? O12 C17 C19 C20 -170.9(6) . . . . ? O13 C17 C19 C18 -179.7(7) . . . . ? O12 C17 C19 C18 2.8(11) . . . . ? C18 C19 C20 C21 -0.7(12) . . . . ? C17 C19 C20 C21 173.2(7) . . . . ? C19 C20 C21 C22 -1.6(12) . . . . ? C20 C21 C22 C23 1.3(12) . . . . ? C21 C22 C23 C18 1.2(13) . . . . ? C21 C22 C23 N2 -175.2(7) . . . . ? C19 C18 C23 C22 -3.4(13) . . . . ? C16 C18 C23 C22 174.5(7) . . . . ? C19 C18 C23 N2 173.0(7) . . . . ? C16 C18 C23 N2 -9.1(11) . . . . ? C28 C24 C25 N2 1.9(13) . . . . ? N2 C26 C27 C28 -1.2(11) . . . . ? C25 C24 C28 O14 177.2(7) . . . . ? C25 C24 C28 C27 -4.4(11) . . . . ? C26 C27 C28 O14 -177.6(6) . . . . ? C26 C27 C28 C24 3.9(10) . . . . ? C9 C10 N1 C11 1.8(9) . . . . ? C9 C10 N1 C8 -170.9(6) . . . . ? C12 C11 N1 C10 -2.0(9) . . . . ? C12 C11 N1 C8 170.9(6) . . . . ? C7 C8 N1 C10 100.5(7) . . . . ? C3 C8 N1 C10 -83.2(7) . . . . ? C7 C8 N1 C11 -72.1(8) . . . . ? C3 C8 N1 C11 104.2(7) . . . . ? C24 C25 N2 C26 1.2(11) . . . . ? C24 C25 N2 C23 -179.4(7) . . . . ? C27 C26 N2 C25 -1.6(10) . . . . ? C27 C26 N2 C23 179.1(6) . . . . ? C22 C23 N2 C25 -83.4(9) . . . . ? C18 C23 N2 C25 100.0(9) . . . . ? C22 C23 N2 C26 96.0(9) . . . . ? C18 C23 N2 C26 -80.6(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.286 _refine_diff_density_min -2.618 _refine_diff_density_rms 0.152 _database_code_depnum_ccdc_archive 'CCDC 913797' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '6.cif' data_6 #TrackingRef '6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Eu2 N2 O17' _chemical_formula_sum 'C28 H20 Eu2 N2 O17' _chemical_formula_weight 960.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1851(9) _cell_length_b 12.2709(12) _cell_length_c 13.1055(17) _cell_angle_alpha 73.633(10) _cell_angle_beta 75.226(9) _cell_angle_gamma 70.826(8) _cell_volume 1460.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5232 _cell_measurement_theta_min 2.9291 _cell_measurement_theta_max 29.1779 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 4.345 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.75343 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9674 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0477 _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 -15 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5135 _reflns_number_gt 4287 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0259P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5135 _refine_ls_number_parameters 427 _refine_ls_number_restraints 552 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0614 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.19929(2) 0.719498(18) 0.599151(19) 0.01490(8) Uani 1 1 d . . . Eu2 Eu -0.18853(2) 0.778344(19) 0.45427(2) 0.01659(8) Uani 1 1 d . . . O1 O 0.0431(3) 0.8035(3) 0.4269(3) 0.0218(8) Uani 1 1 d . . . O2 O 0.2382(3) 0.8480(3) 0.4191(3) 0.0217(8) Uani 1 1 d . . . O3 O -0.0332(3) 1.0768(3) 0.3820(3) 0.0213(5) Uani 1 1 d . . . O4 O -0.1085(3) 1.1969(3) 0.2360(3) 0.0213(5) Uani 1 1 d . . . O5 O 0.6926(3) 0.4393(3) 0.2774(3) 0.0321(9) Uani 1 1 d . . . O6 O 0.4395(3) 0.6468(3) 0.5033(3) 0.0224(8) Uani 1 1 d . . . O7 O 0.6520(3) 0.6775(3) 0.4421(3) 0.0231(8) Uani 1 1 d . . . O8 O 0.3563(3) 0.8298(3) 0.6017(3) 0.0203(8) Uani 1 1 d . . . O9 O 0.5708(3) 0.8565(3) 0.5423(3) 0.0278(9) Uani 1 1 d . . . O10 O -0.0173(3) 0.6671(3) 0.6570(3) 0.0369(10) Uani 1 1 d . . . O11 O -0.2043(4) 0.6370(3) 0.6237(3) 0.0325(9) Uani 1 1 d . . . O12 O 0.0336(3) 0.4059(3) 0.6129(3) 0.0235(8) Uani 1 1 d . . . O13 O 0.1211(3) 0.2487(3) 0.7304(3) 0.0312(9) Uani 1 1 d . . . O14 O -0.5844(4) 1.0137(3) 0.8170(3) 0.0398(10) Uani 1 1 d . . . O1W O 0.2144(3) 0.5639(3) 0.5124(3) 0.0298(9) Uani 1 1 d . . . H1WA H 0.1353 0.5460 0.5300 0.045 Uiso 1 1 d R . . H1WB H 0.2805 0.5017 0.5325 0.045 Uiso 1 1 d R . . O2W O -0.2608(3) 0.9606(2) 0.3320(3) 0.01659(8) Uani 1 1 d . . . H2WA H -0.3110 1.0183 0.3661 0.025 Uiso 1 1 d R . . H2WB H -0.3150 0.9543 0.2921 0.025 Uiso 1 1 d R . . O3W O -0.2069(3) 0.9156(3) 0.5608(3) 0.0282(9) Uani 1 1 d . . . H3WA H -0.2821 0.9747 0.5531 0.042 Uiso 1 1 d R . . H3WB H -0.1334 0.9429 0.5404 0.042 Uiso 1 1 d R . . C1 C 0.1399(5) 0.8512(4) 0.3761(4) 0.0168(10) Uani 1 1 d U . . C2 C -0.0344(5) 1.0985(4) 0.2821(4) 0.0213(5) Uani 1 1 d U . . C3 C 0.1490(4) 0.9034(4) 0.2569(4) 0.0147(9) Uani 1 1 d U . . C4 C 0.0574(4) 1.0121(4) 0.2136(4) 0.0165(9) Uani 1 1 d U . . C5 C 0.0660(5) 1.0467(4) 0.1027(4) 0.0222(10) Uani 1 1 d U . . H5 H 0.0038 1.1171 0.0744 0.027 Uiso 1 1 calc R . . C6 C 0.1628(5) 0.9814(4) 0.0322(4) 0.0272(11) Uani 1 1 d U . . H6 H 0.1647 1.0059 -0.0420 0.033 Uiso 1 1 calc R . . C7 C 0.2581(5) 0.8773(4) 0.0756(4) 0.0274(11) Uani 1 1 d U . . H7 H 0.3270 0.8333 0.0298 0.033 Uiso 1 1 calc R . . C8 C 0.2506(4) 0.8402(4) 0.1841(4) 0.0191(9) Uani 1 1 d U . . C9 C 0.4450(5) 0.5295(4) 0.2834(4) 0.0243(11) Uani 1 1 d U . . H9 H 0.4246 0.4573 0.3124 0.029 Uiso 1 1 calc R . . C10 C 0.3388(5) 0.6277(4) 0.2630(4) 0.0218(10) Uani 1 1 d U . . H10 H 0.2470 0.6213 0.2776 0.026 Uiso 1 1 calc R . . C11 C 0.4963(5) 0.7447(4) 0.2027(4) 0.0223(10) Uani 1 1 d U . . H11 H 0.5125 0.8188 0.1768 0.027 Uiso 1 1 calc R . . C12 C 0.6076(5) 0.6470(4) 0.2210(4) 0.0256(11) Uani 1 1 d U . . H12 H 0.6985 0.6554 0.2061 0.031 Uiso 1 1 calc R . . C13 C 0.5868(5) 0.5330(4) 0.2622(4) 0.0231(11) Uani 1 1 d U . . C14 C 0.5264(5) 0.7007(4) 0.4935(4) 0.0183(10) Uani 1 1 d U . . C15 C 0.4804(5) 0.8060(4) 0.5501(4) 0.0184(10) Uani 1 1 d U . . C16 C -0.1121(5) 0.6163(4) 0.6804(4) 0.0199(10) Uani 1 1 d U . . C17 C 0.0459(5) 0.3533(4) 0.7088(4) 0.0204(10) Uani 1 1 d U . . C18 C -0.1196(5) 0.5292(4) 0.7874(4) 0.0206(10) Uani 1 1 d U . . C19 C -0.0370(5) 0.4104(4) 0.8027(4) 0.0228(10) Uani 1 1 d U . . C20 C -0.0392(6) 0.3414(5) 0.9047(5) 0.0426(14) Uani 1 1 d U . . H19 H 0.0178 0.2639 0.9142 0.051 Uiso 1 1 calc R . . C21 C -0.1231(7) 0.3828(5) 0.9946(5) 0.0580(17) Uani 1 1 d U . . H20 H -0.1205 0.3347 1.0634 0.070 Uiso 1 1 calc R . . C22 C -0.2114(7) 0.4976(5) 0.9802(5) 0.0510(15) Uani 1 1 d U . . H21 H -0.2714 0.5268 1.0389 0.061 Uiso 1 1 calc R . . C23 C -0.2080(6) 0.5672(4) 0.8772(5) 0.0326(11) Uani 1 1 d U . . C24 C -0.3663(6) 0.8884(5) 0.8625(5) 0.0434(14) Uani 1 1 d U . . H23 H -0.3412 0.9503 0.8730 0.052 Uiso 1 1 calc R . . C25 C -0.2746(6) 0.7784(5) 0.8751(5) 0.0405(13) Uani 1 1 d U . . H24 H -0.1872 0.7672 0.8922 0.049 Uiso 1 1 calc R . . C26 C -0.4360(6) 0.7017(5) 0.8404(5) 0.0350(12) Uani 1 1 d U . . H25 H -0.4595 0.6368 0.8347 0.042 Uiso 1 1 calc R . . C27 C -0.5300(6) 0.8085(4) 0.8257(5) 0.0319(12) Uani 1 1 d U . . H26 H -0.6169 0.8158 0.8100 0.038 Uiso 1 1 calc R . . C28 C -0.5000(5) 0.9113(4) 0.8334(5) 0.0317(12) Uani 1 1 d U . . N1 N 0.3616(4) 0.7357(3) 0.2216(3) 0.0174(9) Uani 1 1 d . . . N2 N -0.3072(4) 0.6858(3) 0.8636(4) 0.0271(10) 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 Eu1 0.01361(12) 0.00986(13) 0.01846(15) -0.00243(10) -0.00118(10) -0.00143(9) Eu2 0.01542(13) 0.01215(13) 0.02141(16) -0.00485(11) -0.00123(10) -0.00330(10) O1 0.0195(16) 0.0146(17) 0.024(2) 0.0005(15) 0.0028(15) -0.0046(14) O2 0.0223(17) 0.0215(18) 0.022(2) -0.0010(15) -0.0108(15) -0.0051(14) O3 0.0234(11) 0.0147(10) 0.0187(11) -0.0016(9) -0.0044(10) 0.0028(8) O4 0.0234(11) 0.0147(10) 0.0187(11) -0.0016(9) -0.0044(10) 0.0028(8) O5 0.0256(18) 0.0224(19) 0.030(2) -0.0017(17) -0.0030(16) 0.0118(16) O6 0.0191(16) 0.0180(17) 0.030(2) -0.0110(16) -0.0009(15) -0.0035(14) O7 0.0162(17) 0.0276(19) 0.027(2) -0.0171(17) 0.0046(15) -0.0051(14) O8 0.0134(16) 0.0203(17) 0.027(2) -0.0128(16) -0.0007(15) -0.0007(13) O9 0.0189(17) 0.0230(18) 0.047(3) -0.0206(18) -0.0006(16) -0.0067(15) O10 0.0247(19) 0.0195(19) 0.057(3) -0.0076(19) 0.0141(18) -0.0108(16) O11 0.042(2) 0.028(2) 0.025(2) -0.0015(17) -0.0159(18) -0.0029(17) O12 0.0280(18) 0.0159(17) 0.020(2) -0.0040(15) -0.0036(15) 0.0025(14) O13 0.038(2) 0.0151(18) 0.029(2) -0.0055(16) -0.0034(17) 0.0056(16) O14 0.039(2) 0.019(2) 0.057(3) -0.0105(19) -0.018(2) 0.0058(17) O1W 0.0257(18) 0.0199(19) 0.045(3) -0.0129(18) -0.0014(18) -0.0063(15) O2W 0.01542(13) 0.01215(13) 0.02141(16) -0.00485(11) -0.00123(10) -0.00330(10) O3W 0.0233(18) 0.0206(18) 0.045(2) -0.0127(17) -0.0089(18) -0.0049(15) C1 0.019(2) 0.0092(19) 0.021(2) -0.0053(18) -0.0038(18) 0.0002(17) C2 0.0234(11) 0.0147(10) 0.0187(11) -0.0016(9) -0.0044(10) 0.0028(8) C3 0.0163(18) 0.0102(18) 0.019(2) -0.0033(17) -0.0077(17) -0.0017(16) C4 0.0170(19) 0.0125(19) 0.019(2) -0.0020(18) -0.0048(18) -0.0022(16) C5 0.024(2) 0.018(2) 0.018(2) -0.0008(19) -0.0102(19) 0.0050(18) C6 0.030(2) 0.027(2) 0.018(2) -0.001(2) -0.008(2) 0.000(2) C7 0.027(2) 0.023(2) 0.024(2) -0.007(2) -0.0036(19) 0.0046(19) C8 0.0175(19) 0.0150(19) 0.023(2) -0.0056(18) -0.0071(17) 0.0018(16) C9 0.030(2) 0.013(2) 0.025(3) -0.002(2) -0.007(2) -0.0013(19) C10 0.021(2) 0.019(2) 0.027(2) -0.0044(19) -0.0070(18) -0.0056(17) C11 0.023(2) 0.016(2) 0.026(2) -0.0039(18) -0.0048(18) -0.0031(17) C12 0.020(2) 0.026(2) 0.029(3) -0.004(2) -0.006(2) -0.0044(19) C13 0.026(2) 0.020(2) 0.015(2) -0.005(2) -0.003(2) 0.004(2) C14 0.019(2) 0.016(2) 0.021(3) -0.003(2) -0.010(2) -0.0007(19) C15 0.021(2) 0.013(2) 0.020(3) -0.003(2) -0.009(2) 0.001(2) C16 0.024(2) 0.012(2) 0.023(2) -0.0059(18) -0.0004(19) -0.0038(18) C17 0.024(2) 0.017(2) 0.021(2) -0.0057(19) -0.0033(19) -0.0070(18) C18 0.026(2) 0.016(2) 0.021(2) -0.0042(18) -0.0063(18) -0.0054(17) C19 0.030(2) 0.016(2) 0.019(2) -0.0039(19) -0.0062(19) -0.0006(18) C20 0.053(3) 0.026(2) 0.026(3) 0.000(2) 0.001(2) 0.008(2) C21 0.073(3) 0.033(3) 0.028(3) 0.005(2) 0.004(3) 0.017(3) C22 0.064(3) 0.030(2) 0.031(3) -0.005(2) 0.006(2) 0.011(2) C23 0.040(2) 0.017(2) 0.029(2) -0.0033(19) -0.003(2) 0.0034(19) C24 0.039(3) 0.021(2) 0.069(3) -0.007(2) -0.014(3) -0.007(2) C25 0.033(2) 0.027(2) 0.055(3) -0.004(2) -0.008(2) -0.004(2) C26 0.043(2) 0.024(2) 0.039(3) -0.013(2) -0.009(2) -0.004(2) C27 0.035(2) 0.026(2) 0.036(3) -0.009(2) -0.011(2) -0.005(2) C28 0.029(2) 0.022(2) 0.039(3) -0.006(2) -0.005(2) -0.003(2) N1 0.020(2) 0.012(2) 0.017(2) -0.0044(17) -0.0052(17) 0.0017(16) N2 0.032(2) 0.014(2) 0.025(3) -0.0043(19) 0.003(2) 0.0017(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O5 2.313(3) 2_666 ? Eu1 O10 2.379(3) . ? Eu1 O8 2.422(3) . ? Eu1 O1W 2.429(3) . ? Eu1 O6 2.448(3) . ? Eu1 O2 2.459(3) . ? Eu1 O4 2.487(3) 2_576 ? Eu1 O3 2.555(3) 2_576 ? Eu1 O1 2.852(3) . ? Eu1 C2 2.897(5) 2_576 ? Eu1 C1 3.020(5) . ? Eu2 O2W 2.369(3) . ? Eu2 O7 2.399(3) 1_455 ? Eu2 O1 2.403(3) . ? Eu2 O3W 2.410(3) . ? Eu2 O11 2.408(4) . ? Eu2 O13 2.428(4) 2_566 ? Eu2 O9 2.428(3) 1_455 ? Eu2 O12 2.539(3) 2_566 ? Eu2 C17 2.848(5) 2_566 ? Eu2 C16 3.190(5) . ? Eu2 C15 3.223(5) 1_455 ? Eu2 C14 3.222(5) 1_455 ? Eu2 H2WB 2.7965 . ? O1 C1 1.258(5) . ? O2 C1 1.254(5) . ? O3 C2 1.263(6) . ? O3 Eu1 2.555(3) 2_576 ? O4 C2 1.271(5) . ? O4 Eu1 2.487(3) 2_576 ? O5 C13 1.300(5) . ? O5 Eu1 2.313(3) 2_666 ? O6 C14 1.232(5) . ? O7 C14 1.265(5) . ? O7 Eu2 2.399(3) 1_655 ? O8 C15 1.254(5) . ? O9 C15 1.238(5) . ? O9 Eu2 2.428(3) 1_655 ? O10 C16 1.246(5) . ? O11 C16 1.261(6) . ? O12 C17 1.257(6) . ? O12 Eu2 2.539(3) 2_566 ? O13 C17 1.255(5) . ? O13 Eu2 2.428(4) 2_566 ? O14 C28 1.263(6) . ? O1W H1WA 0.8625 . ? O1W H1WB 0.8626 . ? O2W H2WA 0.8871 . ? O2W H2WB 0.8845 . ? O3W H3WA 0.8690 . ? O3W H3WB 0.8691 . ? C1 C3 1.503(6) . ? C2 C4 1.504(6) . ? C2 Eu1 2.897(5) 2_576 ? C3 C8 1.403(6) . ? C3 C4 1.414(6) . ? C4 C5 1.383(6) . ? C5 C6 1.378(7) . ? C5 H5 0.9300 . ? C6 C7 1.398(6) . ? C6 H6 0.9300 . ? C7 C8 1.355(7) . ? C7 H7 0.9300 . ? C8 N1 1.463(5) . ? C9 C10 1.342(6) . ? C9 C13 1.412(7) . ? C9 H9 0.9300 . ? C10 N1 1.356(6) . ? C10 H10 0.9300 . ? C11 N1 1.367(6) . ? C11 C12 1.366(6) . ? C11 H11 0.9300 . ? C12 C13 1.415(7) . ? C12 H12 0.9300 . ? C14 C15 1.550(6) . ? C14 Eu2 3.222(5) 1_655 ? C15 Eu2 3.223(5) 1_655 ? C16 C18 1.507(6) . ? C17 C19 1.511(7) . ? C17 Eu2 2.848(5) 2_566 ? C18 C23 1.381(7) . ? C18 C19 1.410(6) . ? C19 C20 1.366(7) . ? C20 C21 1.384(8) . ? C20 H19 0.9300 . ? C21 C22 1.390(7) . ? C21 H20 0.9300 . ? C22 C23 1.378(8) . ? C22 H21 0.9300 . ? C23 N2 1.466(6) . ? C24 C25 1.359(7) . ? C24 C28 1.425(7) . ? C24 H23 0.9300 . ? C25 N2 1.340(7) . ? C25 H24 0.9300 . ? C26 C27 1.341(7) . ? C26 N2 1.361(6) . ? C26 H25 0.9300 . ? C27 C28 1.427(7) . ? C27 H26 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 O5 Eu1 O10 91.83(13) 2_666 . ? O5 Eu1 O8 90.91(12) 2_666 . ? O10 Eu1 O8 152.66(12) . . ? O5 Eu1 O1W 82.21(12) 2_666 . ? O10 Eu1 O1W 71.40(12) . . ? O8 Eu1 O1W 135.88(11) . . ? O5 Eu1 O6 75.15(11) 2_666 . ? O10 Eu1 O6 139.52(11) . . ? O8 Eu1 O6 67.16(10) . . ? O1W Eu1 O6 68.96(11) . . ? O5 Eu1 O2 144.35(11) 2_666 . ? O10 Eu1 O2 117.88(12) . . ? O8 Eu1 O2 71.93(11) . . ? O1W Eu1 O2 88.83(11) . . ? O6 Eu1 O2 69.44(10) . . ? O5 Eu1 O4 80.52(11) 2_666 2_576 ? O10 Eu1 O4 81.21(12) . 2_576 ? O8 Eu1 O4 72.43(11) . 2_576 ? O1W Eu1 O4 146.97(11) . 2_576 ? O6 Eu1 O4 131.84(10) . 2_576 ? O2 Eu1 O4 120.89(10) . 2_576 ? O5 Eu1 O3 132.23(12) 2_666 2_576 ? O10 Eu1 O3 81.65(11) . 2_576 ? O8 Eu1 O3 76.45(10) . 2_576 ? O1W Eu1 O3 137.28(11) . 2_576 ? O6 Eu1 O3 135.08(10) . 2_576 ? O2 Eu1 O3 75.00(11) . 2_576 ? O4 Eu1 O3 51.71(10) 2_576 2_576 ? O5 Eu1 O1 148.13(11) 2_666 . ? O10 Eu1 O1 70.06(12) . . ? O8 Eu1 O1 117.38(10) . . ? O1W Eu1 O1 67.43(10) . . ? O6 Eu1 O1 101.36(10) . . ? O2 Eu1 O1 48.21(9) . . ? O4 Eu1 O1 120.21(9) 2_576 . ? O3 Eu1 O1 72.54(10) 2_576 . ? O5 Eu1 C2 106.42(13) 2_666 2_576 ? O10 Eu1 C2 80.14(13) . 2_576 ? O8 Eu1 C2 73.00(12) . 2_576 ? O1W Eu1 C2 150.60(12) . 2_576 ? O6 Eu1 C2 140.15(12) . 2_576 ? O2 Eu1 C2 98.24(12) . 2_576 ? O4 Eu1 C2 25.90(11) 2_576 2_576 ? O3 Eu1 C2 25.81(11) 2_576 2_576 ? O1 Eu1 C2 96.32(11) . 2_576 ? O5 Eu1 C1 154.43(12) 2_666 . ? O10 Eu1 C1 94.49(13) . . ? O8 Eu1 C1 94.68(12) . . ? O1W Eu1 C1 76.43(12) . . ? O6 Eu1 C1 84.09(11) . . ? O2 Eu1 C1 23.74(11) . . ? O4 Eu1 C1 124.92(11) 2_576 . ? O3 Eu1 C1 73.27(11) 2_576 . ? O1 Eu1 C1 24.51(10) . . ? C2 Eu1 C1 99.07(12) 2_576 . ? O2W Eu2 O7 100.73(11) . 1_455 ? O2W Eu2 O1 90.74(10) . . ? O7 Eu2 O1 152.53(11) 1_455 . ? O2W Eu2 O3W 79.34(11) . . ? O7 Eu2 O3W 133.21(11) 1_455 . ? O1 Eu2 O3W 73.23(11) . . ? O2W Eu2 O11 155.42(12) . . ? O7 Eu2 O11 75.63(12) 1_455 . ? O1 Eu2 O11 103.53(11) . . ? O3W Eu2 O11 85.69(12) . . ? O2W Eu2 O13 69.51(11) . 2_566 ? O7 Eu2 O13 75.97(12) 1_455 2_566 ? O1 Eu2 O13 85.04(12) . 2_566 ? O3W Eu2 O13 141.62(12) . 2_566 ? O11 Eu2 O13 130.81(11) . 2_566 ? O2W Eu2 O9 78.50(11) . 1_455 ? O7 Eu2 O9 67.03(10) 1_455 1_455 ? O1 Eu2 O9 140.25(11) . 1_455 ? O3W Eu2 O9 67.23(11) . 1_455 ? O11 Eu2 O9 77.77(12) . 1_455 ? O13 Eu2 O9 124.70(12) 2_566 1_455 ? O2W Eu2 O12 121.18(11) . 2_566 ? O7 Eu2 O12 74.30(10) 1_455 2_566 ? O1 Eu2 O12 78.39(11) . 2_566 ? O3W Eu2 O12 145.20(10) . 2_566 ? O11 Eu2 O12 81.75(12) . 2_566 ? O13 Eu2 O12 52.18(10) 2_566 2_566 ? O9 Eu2 O12 139.56(11) 1_455 2_566 ? O2W Eu2 C17 95.19(12) . 2_566 ? O7 Eu2 C17 73.90(12) 1_455 2_566 ? O1 Eu2 C17 80.31(12) . 2_566 ? O3W Eu2 C17 152.83(13) . 2_566 ? O11 Eu2 C17 106.75(13) . 2_566 ? O13 Eu2 C17 25.99(11) 2_566 2_566 ? O9 Eu2 C17 138.21(12) 1_455 2_566 ? O12 Eu2 C17 26.20(11) 2_566 2_566 ? O2W Eu2 C16 154.55(12) . . ? O7 Eu2 C16 95.52(12) 1_455 . ? O1 Eu2 C16 83.51(11) . . ? O3W Eu2 C16 75.26(12) . . ? O11 Eu2 C16 20.55(12) . . ? O13 Eu2 C16 134.13(11) 2_566 . ? O9 Eu2 C16 90.15(12) 1_455 . ? O12 Eu2 C16 82.00(11) 2_566 . ? C17 Eu2 C16 108.15(13) 2_566 . ? O2W Eu2 C15 86.62(10) . 1_455 ? O7 Eu2 C15 47.66(11) 1_455 1_455 ? O1 Eu2 C15 159.21(12) . 1_455 ? O3W Eu2 C15 86.03(12) . 1_455 ? O11 Eu2 C15 72.90(12) . 1_455 ? O13 Eu2 C15 113.10(12) 2_566 1_455 ? O9 Eu2 C15 19.51(11) 1_455 1_455 ? O12 Eu2 C15 120.36(11) 2_566 1_455 ? C17 Eu2 C15 120.46(13) 2_566 1_455 ? C16 Eu2 C15 90.05(12) . 1_455 ? O2W Eu2 C14 96.60(11) . 1_455 ? O7 Eu2 C14 19.91(11) 1_455 1_455 ? O1 Eu2 C14 170.90(10) . 1_455 ? O3W Eu2 C14 113.37(12) . 1_455 ? O11 Eu2 C14 71.57(12) . 1_455 ? O13 Eu2 C14 92.47(12) 2_566 1_455 ? O9 Eu2 C14 47.31(11) 1_455 1_455 ? O12 Eu2 C14 93.16(11) 2_566 1_455 ? C17 Eu2 C14 93.62(13) 2_566 1_455 ? C16 Eu2 C14 92.04(12) . 1_455 ? C15 Eu2 C14 27.84(11) 1_455 1_455 ? O2W Eu2 H2WB 17.3 . . ? O7 Eu2 H2WB 83.9 1_455 . ? O1 Eu2 H2WB 104.0 . . ? O3W Eu2 H2WB 93.8 . . ? O11 Eu2 H2WB 151.0 . . ? O13 Eu2 H2WB 60.7 2_566 . ? O9 Eu2 H2WB 75.4 1_455 . ? O12 Eu2 H2WB 112.5 2_566 . ? C17 Eu2 H2WB 86.6 2_566 . ? C16 Eu2 H2WB 164.6 . . ? C15 Eu2 H2WB 78.2 1_455 . ? C14 Eu2 H2WB 82.2 1_455 . ? C1 O1 Eu2 152.9(3) . . ? C1 O1 Eu1 85.3(3) . . ? Eu2 O1 Eu1 120.70(12) . . ? C1 O2 Eu1 104.1(3) . . ? C2 O3 Eu1 92.4(3) . 2_576 ? C2 O4 Eu1 95.4(3) . 2_576 ? C13 O5 Eu1 146.6(3) . 2_666 ? C14 O6 Eu1 118.6(3) . . ? C14 O7 Eu2 119.9(3) . 1_655 ? C15 O8 Eu1 119.3(3) . . ? C15 O9 Eu2 119.5(3) . 1_655 ? C16 O10 Eu1 165.7(3) . . ? C16 O11 Eu2 117.4(3) . . ? C17 O12 Eu2 90.7(3) . 2_566 ? C17 O13 Eu2 96.0(3) . 2_566 ? Eu1 O1W H1WA 110.0 . . ? Eu1 O1W H1WB 110.0 . . ? H1WA O1W H1WB 108.9 . . ? Eu2 O2W H2WA 111.9 . . ? Eu2 O2W H2WB 109.9 . . ? H2WA O2W H2WB 107.0 . . ? Eu2 O3W H3WA 110.2 . . ? Eu2 O3W H3WB 110.3 . . ? H3WA O3W H3WB 108.5 . . ? O2 C1 O1 122.2(5) . . ? O2 C1 C3 117.5(4) . . ? O1 C1 C3 120.0(4) . . ? O2 C1 Eu1 52.1(2) . . ? O1 C1 Eu1 70.2(3) . . ? C3 C1 Eu1 165.7(3) . . ? O3 C2 O4 120.5(4) . . ? O3 C2 C4 121.2(4) . . ? O4 C2 C4 118.3(4) . . ? O3 C2 Eu1 61.8(2) . 2_576 ? O4 C2 Eu1 58.7(2) . 2_576 ? C4 C2 Eu1 174.8(3) . 2_576 ? C8 C3 C4 117.8(4) . . ? C8 C3 C1 118.8(4) . . ? C4 C3 C1 123.4(4) . . ? C5 C4 C3 118.7(4) . . ? C5 C4 C2 118.7(4) . . ? C3 C4 C2 122.1(4) . . ? C6 C5 C4 122.9(4) . . ? C6 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? C5 C6 C7 118.0(5) . . ? C5 C6 H6 121.0 . . ? C7 C6 H6 121.0 . . ? C8 C7 C6 120.4(5) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C3 122.1(4) . . ? C7 C8 N1 116.5(4) . . ? C3 C8 N1 121.2(4) . . ? C10 C9 C13 121.8(5) . . ? C10 C9 H9 119.1 . . ? C13 C9 H9 119.1 . . ? C9 C10 N1 121.9(4) . . ? C9 C10 H10 119.1 . . ? N1 C10 H10 119.1 . . ? N1 C11 C12 121.2(4) . . ? N1 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C13 121.0(5) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? O5 C13 C9 123.4(5) . . ? O5 C13 C12 121.3(4) . . ? C9 C13 C12 115.2(4) . . ? O6 C14 O7 126.0(4) . . ? O6 C14 C15 117.9(4) . . ? O7 C14 C15 116.1(4) . . ? O6 C14 Eu2 165.0(3) . 1_655 ? C15 C14 Eu2 76.1(2) . 1_655 ? O9 C15 O8 126.3(4) . . ? O9 C15 C14 116.8(4) . . ? O8 C15 C14 116.8(4) . . ? O8 C15 Eu2 166.3(3) . 1_655 ? C14 C15 Eu2 76.0(2) . 1_655 ? O10 C16 O11 124.8(5) . . ? O10 C16 C18 116.4(4) . . ? O11 C16 C18 118.8(4) . . ? O10 C16 Eu2 82.7(3) . . ? C18 C16 Eu2 160.8(3) . . ? O13 C17 O12 121.0(5) . . ? O13 C17 C19 117.5(4) . . ? O12 C17 C19 121.4(4) . . ? O13 C17 Eu2 58.0(3) . 2_566 ? O12 C17 Eu2 63.1(3) . 2_566 ? C19 C17 Eu2 172.9(3) . 2_566 ? C23 C18 C19 117.3(5) . . ? C23 C18 C16 119.0(4) . . ? C19 C18 C16 123.6(4) . . ? C20 C19 C18 119.5(5) . . ? C20 C19 C17 118.2(4) . . ? C18 C19 C17 122.1(4) . . ? C19 C20 C21 122.3(5) . . ? C19 C20 H19 118.8 . . ? C21 C20 H19 118.8 . . ? C20 C21 C22 118.9(6) . . ? C20 C21 H20 120.6 . . ? C22 C21 H20 120.6 . . ? C23 C22 C21 118.6(6) . . ? C23 C22 H21 120.7 . . ? C21 C22 H21 120.7 . . ? C22 C23 C18 123.2(5) . . ? C22 C23 N2 117.5(5) . . ? C18 C23 N2 119.3(5) . . ? C25 C24 C28 121.6(5) . . ? C25 C24 H23 119.2 . . ? C28 C24 H23 119.2 . . ? N2 C25 C24 121.5(5) . . ? N2 C25 H24 119.2 . . ? C24 C25 H24 119.2 . . ? C27 C26 N2 121.7(5) . . ? C27 C26 H25 119.1 . . ? N2 C26 H25 119.1 . . ? C26 C27 C28 121.7(5) . . ? C26 C27 H26 119.2 . . ? C28 C27 H26 119.2 . . ? O14 C28 C27 123.4(5) . . ? O14 C28 C24 122.6(5) . . ? C27 C28 C24 114.0(5) . . ? C10 N1 C11 118.8(4) . . ? C10 N1 C8 122.2(4) . . ? C11 N1 C8 118.6(4) . . ? C25 N2 C26 119.3(4) . . ? C25 N2 C23 121.4(4) . . ? C26 N2 C23 119.3(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 O2W Eu2 O1 C1 -15.8(7) . . . . ? O7 Eu2 O1 C1 99.6(7) 1_455 . . . ? O3W Eu2 O1 C1 -94.4(7) . . . . ? O11 Eu2 O1 C1 -175.6(7) . . . . ? O13 Eu2 O1 C1 53.6(7) 2_566 . . . ? O9 Eu2 O1 C1 -88.5(7) 1_455 . . . ? O12 Eu2 O1 C1 106.0(7) 2_566 . . . ? C17 Eu2 O1 C1 79.4(7) 2_566 . . . ? C16 Eu2 O1 C1 -170.9(7) . . . . ? C15 Eu2 O1 C1 -98.2(7) 1_455 . . . ? O2W Eu2 O1 Eu1 146.03(14) . . . . ? O7 Eu2 O1 Eu1 -98.6(3) 1_455 . . . ? O3W Eu2 O1 Eu1 67.40(14) . . . . ? O11 Eu2 O1 Eu1 -13.78(16) . . . . ? O13 Eu2 O1 Eu1 -144.61(14) 2_566 . . . ? O9 Eu2 O1 Eu1 73.3(2) 1_455 . . . ? O12 Eu2 O1 Eu1 -92.24(14) 2_566 . . . ? C17 Eu2 O1 Eu1 -118.84(16) 2_566 . . . ? C16 Eu2 O1 Eu1 -9.11(14) . . . . ? C15 Eu2 O1 Eu1 63.6(3) 1_455 . . . ? O5 Eu1 O1 C1 -126.2(3) 2_666 . . . ? O10 Eu1 O1 C1 175.1(3) . . . . ? O8 Eu1 O1 C1 23.9(3) . . . . ? O1W Eu1 O1 C1 -107.4(3) . . . . ? O6 Eu1 O1 C1 -46.1(3) . . . . ? O2 Eu1 O1 C1 2.6(2) . . . . ? O4 Eu1 O1 C1 108.6(3) 2_576 . . . ? O3 Eu1 O1 C1 87.8(3) 2_576 . . . ? C2 Eu1 O1 C1 98.0(3) 2_576 . . . ? O5 Eu1 O1 Eu2 62.0(3) 2_666 . . . ? O10 Eu1 O1 Eu2 3.32(13) . . . . ? O8 Eu1 O1 Eu2 -147.88(13) . . . . ? O1W Eu1 O1 Eu2 80.81(15) . . . . ? O6 Eu1 O1 Eu2 142.12(14) . . . . ? O2 Eu1 O1 Eu2 -169.2(2) . . . . ? O4 Eu1 O1 Eu2 -63.15(17) 2_576 . . . ? O3 Eu1 O1 Eu2 -83.94(15) 2_576 . . . ? C2 Eu1 O1 Eu2 -73.77(16) 2_576 . . . ? C1 Eu1 O1 Eu2 -171.8(3) . . . . ? O5 Eu1 O2 C1 132.4(3) 2_666 . . . ? O10 Eu1 O2 C1 -10.6(3) . . . . ? O8 Eu1 O2 C1 -162.8(3) . . . . ? O1W Eu1 O2 C1 57.5(3) . . . . ? O6 Eu1 O2 C1 125.5(3) . . . . ? O4 Eu1 O2 C1 -107.3(3) 2_576 . . . ? O3 Eu1 O2 C1 -82.5(3) 2_576 . . . ? O1 Eu1 O2 C1 -2.7(2) . . . . ? C2 Eu1 O2 C1 -93.8(3) 2_576 . . . ? O5 Eu1 O6 C14 -101.9(3) 2_666 . . . ? O10 Eu1 O6 C14 -176.8(3) . . . . ? O8 Eu1 O6 C14 -4.4(3) . . . . ? O1W Eu1 O6 C14 170.9(4) . . . . ? O2 Eu1 O6 C14 74.0(3) . . . . ? O4 Eu1 O6 C14 -39.6(4) 2_576 . . . ? O3 Eu1 O6 C14 34.1(4) 2_576 . . . ? O1 Eu1 O6 C14 110.7(3) . . . . ? C2 Eu1 O6 C14 -3.9(4) 2_576 . . . ? C1 Eu1 O6 C14 93.2(3) . . . . ? O5 Eu1 O8 C15 77.6(3) 2_666 . . . ? O10 Eu1 O8 C15 173.4(3) . . . . ? O1W Eu1 O8 C15 -2.1(4) . . . . ? O6 Eu1 O8 C15 4.2(3) . . . . ? O2 Eu1 O8 C15 -70.6(3) . . . . ? O4 Eu1 O8 C15 157.4(3) 2_576 . . . ? O3 Eu1 O8 C15 -148.9(3) 2_576 . . . ? O1 Eu1 O8 C15 -87.1(3) . . . . ? C2 Eu1 O8 C15 -175.5(3) 2_576 . . . ? C1 Eu1 O8 C15 -77.4(3) . . . . ? O5 Eu1 O10 C16 -59.4(15) 2_666 . . . ? O8 Eu1 O10 C16 -154.9(14) . . . . ? O1W Eu1 O10 C16 21.8(15) . . . . ? O6 Eu1 O10 C16 9.7(16) . . . . ? O2 Eu1 O10 C16 100.1(15) . . . . ? O4 Eu1 O10 C16 -139.5(15) 2_576 . . . ? O3 Eu1 O10 C16 168.2(15) 2_576 . . . ? O1 Eu1 O10 C16 93.8(15) . . . . ? C2 Eu1 O10 C16 -165.7(15) 2_576 . . . ? C1 Eu1 O10 C16 95.8(15) . . . . ? O2W Eu2 O11 C16 -110.6(4) . . . . ? O7 Eu2 O11 C16 165.0(4) 1_455 . . . ? O1 Eu2 O11 C16 13.3(4) . . . . ? O3W Eu2 O11 C16 -58.3(3) . . . . ? O13 Eu2 O11 C16 108.5(3) 2_566 . . . ? O9 Eu2 O11 C16 -125.9(4) 1_455 . . . ? O12 Eu2 O11 C16 89.2(3) 2_566 . . . ? C17 Eu2 O11 C16 97.1(4) 2_566 . . . ? C15 Eu2 O11 C16 -145.4(4) 1_455 . . . ? C14 Eu2 O11 C16 -174.7(4) 1_455 . . . ? Eu1 O2 C1 O1 5.4(5) . . . . ? Eu1 O2 C1 C3 -168.3(3) . . . . ? Eu2 O1 C1 O2 159.9(4) . . . . ? Eu1 O1 C1 O2 -4.5(4) . . . . ? Eu2 O1 C1 C3 -26.6(9) . . . . ? Eu1 O1 C1 C3 169.0(4) . . . . ? Eu2 O1 C1 Eu1 164.4(7) . . . . ? O5 Eu1 C1 O2 -85.7(4) 2_666 . . . ? O10 Eu1 C1 O2 170.6(3) . . . . ? O8 Eu1 C1 O2 16.4(3) . . . . ? O1W Eu1 C1 O2 -119.8(3) . . . . ? O6 Eu1 C1 O2 -50.1(3) . . . . ? O4 Eu1 C1 O2 88.2(3) 2_576 . . . ? O3 Eu1 C1 O2 90.7(3) 2_576 . . . ? O1 Eu1 C1 O2 175.2(4) . . . . ? C2 Eu1 C1 O2 89.9(3) 2_576 . . . ? O5 Eu1 C1 O1 99.2(3) 2_666 . . . ? O10 Eu1 C1 O1 -4.6(3) . . . . ? O8 Eu1 C1 O1 -158.8(2) . . . . ? O1W Eu1 C1 O1 65.0(2) . . . . ? O6 Eu1 C1 O1 134.8(3) . . . . ? O2 Eu1 C1 O1 -175.2(4) . . . . ? O4 Eu1 C1 O1 -87.0(3) 2_576 . . . ? O3 Eu1 C1 O1 -84.5(2) 2_576 . . . ? C2 Eu1 C1 O1 -85.3(3) 2_576 . . . ? O5 Eu1 C1 C3 -38.9(14) 2_666 . . . ? O10 Eu1 C1 C3 -142.6(13) . . . . ? O8 Eu1 C1 C3 63.1(13) . . . . ? O1W Eu1 C1 C3 -73.0(13) . . . . ? O6 Eu1 C1 C3 -3.3(13) . . . . ? O2 Eu1 C1 C3 46.8(12) . . . . ? O4 Eu1 C1 C3 134.9(12) 2_576 . . . ? O3 Eu1 C1 C3 137.5(13) 2_576 . . . ? O1 Eu1 C1 C3 -138.0(14) . . . . ? C2 Eu1 C1 C3 136.6(13) 2_576 . . . ? Eu1 O3 C2 O4 -1.4(5) 2_576 . . . ? Eu1 O3 C2 C4 175.1(4) 2_576 . . . ? Eu1 O4 C2 O3 1.4(5) 2_576 . . . ? Eu1 O4 C2 C4 -175.2(4) 2_576 . . . ? O2 C1 C3 C8 71.1(6) . . . . ? O1 C1 C3 C8 -102.8(5) . . . . ? Eu1 C1 C3 C8 30.6(15) . . . . ? O2 C1 C3 C4 -110.9(5) . . . . ? O1 C1 C3 C4 75.3(6) . . . . ? Eu1 C1 C3 C4 -151.3(11) . . . . ? C8 C3 C4 C5 4.2(7) . . . . ? C1 C3 C4 C5 -173.9(4) . . . . ? C8 C3 C4 C2 -167.3(4) . . . . ? C1 C3 C4 C2 14.6(7) . . . . ? O3 C2 C4 C5 -171.5(4) . . . . ? O4 C2 C4 C5 5.0(7) . . . . ? O3 C2 C4 C3 0.0(7) . . . . ? O4 C2 C4 C3 176.5(4) . . . . ? C3 C4 C5 C6 -1.9(7) . . . . ? C2 C4 C5 C6 169.9(5) . . . . ? C4 C5 C6 C7 -1.6(8) . . . . ? C5 C6 C7 C8 2.6(8) . . . . ? C6 C7 C8 C3 -0.2(8) . . . . ? C6 C7 C8 N1 -175.2(4) . . . . ? C4 C3 C8 C7 -3.3(7) . . . . ? C1 C3 C8 C7 174.9(5) . . . . ? C4 C3 C8 N1 171.5(4) . . . . ? C1 C3 C8 N1 -10.3(7) . . . . ? C13 C9 C10 N1 -0.5(8) . . . . ? N1 C11 C12 C13 -1.2(8) . . . . ? Eu1 O5 C13 C9 -63.7(8) 2_666 . . . ? Eu1 O5 C13 C12 117.3(6) 2_666 . . . ? C10 C9 C13 O5 -177.4(5) . . . . ? C10 C9 C13 C12 1.6(7) . . . . ? C11 C12 C13 O5 178.3(5) . . . . ? C11 C12 C13 C9 -0.8(7) . . . . ? Eu1 O6 C14 O7 -176.5(4) . . . . ? Eu1 O6 C14 C15 4.3(5) . . . . ? Eu1 O6 C14 Eu2 162.5(11) . . . 1_655 ? Eu2 O7 C14 O6 -171.7(4) 1_655 . . . ? Eu2 O7 C14 C15 7.4(5) 1_655 . . . ? Eu2 O9 C15 O8 173.0(3) 1_655 . . . ? Eu2 O9 C15 C14 -5.0(5) 1_655 . . . ? Eu1 O8 C15 O9 178.3(4) . . . . ? Eu1 O8 C15 C14 -3.7(5) . . . . ? Eu1 O8 C15 Eu2 -161.9(12) . . . 1_655 ? O6 C14 C15 O9 177.7(4) . . . . ? O7 C14 C15 O9 -1.6(6) . . . . ? Eu2 C14 C15 O9 3.4(4) 1_655 . . . ? O6 C14 C15 O8 -0.5(6) . . . . ? O7 C14 C15 O8 -179.7(4) . . . . ? Eu2 C14 C15 O8 -174.8(4) 1_655 . . . ? O6 C14 C15 Eu2 174.3(4) . . . 1_655 ? O7 C14 C15 Eu2 -4.9(3) . . . 1_655 ? Eu1 O10 C16 O11 -102.1(15) . . . . ? Eu1 O10 C16 C18 81.4(16) . . . . ? Eu1 O10 C16 Eu2 -100.0(15) . . . . ? Eu2 O11 C16 O10 3.0(6) . . . . ? Eu2 O11 C16 C18 179.4(3) . . . . ? O2W Eu2 C16 O10 -62.4(4) . . . . ? O7 Eu2 C16 O10 167.9(3) 1_455 . . . ? O1 Eu2 C16 O10 15.5(3) . . . . ? O3W Eu2 C16 O10 -58.8(3) . . . . ? O11 Eu2 C16 O10 -177.5(5) . . . . ? O13 Eu2 C16 O10 92.1(3) 2_566 . . . ? O9 Eu2 C16 O10 -125.2(3) 1_455 . . . ? O12 Eu2 C16 O10 94.7(3) 2_566 . . . ? C17 Eu2 C16 O10 93.1(3) 2_566 . . . ? C15 Eu2 C16 O10 -144.7(3) 1_455 . . . ? C14 Eu2 C16 O10 -172.4(3) 1_455 . . . ? O2W Eu2 C16 O11 115.1(4) . . . . ? O7 Eu2 C16 O11 -14.6(4) 1_455 . . . ? O1 Eu2 C16 O11 -167.0(4) . . . . ? O3W Eu2 C16 O11 118.7(4) . . . . ? O13 Eu2 C16 O11 -90.4(4) 2_566 . . . ? O9 Eu2 C16 O11 52.4(3) 1_455 . . . ? O12 Eu2 C16 O11 -87.8(3) 2_566 . . . ? C17 Eu2 C16 O11 -89.4(4) 2_566 . . . ? C15 Eu2 C16 O11 32.8(3) 1_455 . . . ? C14 Eu2 C16 O11 5.1(4) 1_455 . . . ? O2W Eu2 C16 C18 113.5(9) . . . . ? O7 Eu2 C16 C18 -16.1(9) 1_455 . . . ? O1 Eu2 C16 C18 -168.5(9) . . . . ? O3W Eu2 C16 C18 117.2(9) . . . . ? O11 Eu2 C16 C18 -1.5(8) . . . . ? O13 Eu2 C16 C18 -91.9(9) 2_566 . . . ? O9 Eu2 C16 C18 50.8(9) 1_455 . . . ? O12 Eu2 C16 C18 -89.4(9) 2_566 . . . ? C17 Eu2 C16 C18 -90.9(9) 2_566 . . . ? C15 Eu2 C16 C18 31.3(9) 1_455 . . . ? C14 Eu2 C16 C18 3.5(9) 1_455 . . . ? Eu2 O13 C17 O12 -2.1(5) 2_566 . . . ? Eu2 O13 C17 C19 173.8(4) 2_566 . . . ? Eu2 O12 C17 O13 2.0(5) 2_566 . . . ? Eu2 O12 C17 C19 -173.7(4) 2_566 . . . ? O10 C16 C18 C23 93.3(6) . . . . ? O11 C16 C18 C23 -83.5(6) . . . . ? Eu2 C16 C18 C23 -82.3(10) . . . . ? O10 C16 C18 C19 -84.3(6) . . . . ? O11 C16 C18 C19 99.0(6) . . . . ? Eu2 C16 C18 C19 100.1(9) . . . . ? C23 C18 C19 C20 -4.9(8) . . . . ? C16 C18 C19 C20 172.7(5) . . . . ? C23 C18 C19 C17 170.2(5) . . . . ? C16 C18 C19 C17 -12.2(7) . . . . ? O13 C17 C19 C20 -7.8(7) . . . . ? O12 C17 C19 C20 168.1(5) . . . . ? O13 C17 C19 C18 177.0(4) . . . . ? O12 C17 C19 C18 -7.2(7) . . . . ? C18 C19 C20 C21 1.9(9) . . . . ? C17 C19 C20 C21 -173.5(6) . . . . ? C19 C20 C21 C22 1.8(11) . . . . ? C20 C21 C22 C23 -2.3(11) . . . . ? C21 C22 C23 C18 -0.9(10) . . . . ? C21 C22 C23 N2 176.9(6) . . . . ? C19 C18 C23 C22 4.6(9) . . . . ? C16 C18 C23 C22 -173.2(6) . . . . ? C19 C18 C23 N2 -173.3(5) . . . . ? C16 C18 C23 N2 9.0(7) . . . . ? C28 C24 C25 N2 -1.7(10) . . . . ? N2 C26 C27 C28 0.0(9) . . . . ? C26 C27 C28 O14 177.9(6) . . . . ? C26 C27 C28 C24 -2.6(9) . . . . ? C25 C24 C28 O14 -177.1(6) . . . . ? C25 C24 C28 C27 3.5(9) . . . . ? C9 C10 N1 C11 -1.5(7) . . . . ? C9 C10 N1 C8 170.7(5) . . . . ? C12 C11 N1 C10 2.4(7) . . . . ? C12 C11 N1 C8 -170.1(5) . . . . ? C7 C8 N1 C10 -103.7(6) . . . . ? C3 C8 N1 C10 81.3(6) . . . . ? C7 C8 N1 C11 68.6(6) . . . . ? C3 C8 N1 C11 -106.5(5) . . . . ? C24 C25 N2 C26 -1.1(9) . . . . ? C24 C25 N2 C23 179.9(5) . . . . ? C27 C26 N2 C25 2.0(9) . . . . ? C27 C26 N2 C23 -179.1(5) . . . . ? C22 C23 N2 C25 87.2(7) . . . . ? C18 C23 N2 C25 -94.8(7) . . . . ? C22 C23 N2 C26 -91.7(7) . . . . ? C18 C23 N2 C26 86.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.130 _refine_diff_density_min -1.835 _refine_diff_density_rms 0.126 _database_code_depnum_ccdc_archive 'CCDC 913798' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '7.cif' data_7 #TrackingRef '7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Gd2 N2 O17' _chemical_formula_sum 'C28 H20 Gd2 N2 O17' _chemical_formula_weight 970.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2255(7) _cell_length_b 12.2071(7) _cell_length_c 13.0585(10) _cell_angle_alpha 74.105(6) _cell_angle_beta 75.466(6) _cell_angle_gamma 71.010(6) _cell_volume 1458.71(17) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3866 _cell_measurement_theta_min 2.9192 _cell_measurement_theta_max 29.1227 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 932 _exptl_absorpt_coefficient_mu 4.597 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.83000 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9190 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0635 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5134 _reflns_number_gt 4181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0144P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5134 _refine_ls_number_parameters 442 _refine_ls_number_restraints 558 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0658 _refine_ls_wR_factor_gt 0.0615 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 0.999 _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 0.79810(3) 0.77970(2) 0.89937(2) 0.01552(9) Uani 1 1 d . . . Gd2 Gd 1.19065(3) 0.72160(2) 1.04740(2) 0.01715(9) Uani 1 1 d . . . O1 O 0.9613(4) 0.6972(3) 1.0754(3) 0.0243(10) Uani 1 1 d . . . O2 O 0.7670(4) 0.6544(3) 1.0793(3) 0.0221(9) Uani 1 1 d . . . O3 O 1.0351(4) 0.4228(3) 1.1178(3) 0.0177(9) Uani 1 1 d . . . O4 O 1.1149(4) 0.3061(3) 1.2638(3) 0.0250(10) Uani 1 1 d . . . O5 O 0.3148(5) 1.0628(3) 1.2229(3) 0.0335(11) Uani 1 1 d . . . O6 O 0.5624(4) 0.8532(3) 0.9971(3) 0.0227(10) Uani 1 1 d . . . O7 O 0.3498(4) 0.8236(3) 1.0564(3) 0.0255(10) Uani 1 1 d . . . O8 O 0.6419(4) 0.6681(3) 0.9013(3) 0.0235(10) Uani 1 1 d . . . O9 O 0.4268(4) 0.6425(3) 0.9583(4) 0.0303(11) Uani 1 1 d . . . O10 O 1.0116(5) 0.8330(3) 0.8363(4) 0.0355(12) Uani 1 1 d . . . O11 O 1.1952(5) 0.8599(3) 0.8776(3) 0.0311(11) Uani 1 1 d . . . O12 O 0.9631(4) 1.0930(3) 0.8870(3) 0.0218(9) Uani 1 1 d . . . O13 O 0.8744(5) 1.2504(3) 0.7681(3) 0.0321(11) Uani 1 1 d . . . O14 O 1.5824(5) 0.4851(3) 0.6815(4) 0.0424(13) Uani 1 1 d . . . O1W O 0.7868(4) 0.9344(3) 0.9853(3) 0.0320(11) Uani 1 1 d . . . H1WA H 0.7360 1.0054 0.9831 0.038 Uiso 1 1 d R . . H1WB H 0.8702 0.9404 0.9721 0.038 Uiso 1 1 d R . . O2W O 1.2654(5) 0.5416(3) 1.1677(3) 0.0340(12) Uani 1 1 d . . . H2WA H 1.3053 0.5313 1.2207 0.041 Uiso 1 1 d R . . H2WB H 1.2874 0.4809 1.1403 0.041 Uiso 1 1 d R . . O3W O 1.2044(4) 0.5861(3) 0.9402(3) 0.0300(11) Uani 1 1 d . . . H3WA H 1.2479 0.5185 0.9728 0.036 Uiso 1 1 d R . . H3WB H 1.1289 0.5727 0.9186 0.036 Uiso 1 1 d R . . C1 C 0.8636(6) 0.6506(4) 1.1244(5) 0.0175(12) Uani 1 1 d U . . C2 C 1.0388(6) 0.4025(5) 1.2179(5) 0.0170(11) Uani 1 1 d U . . C3 C 0.8547(6) 0.5975(4) 1.2433(5) 0.0158(11) Uani 1 1 d U . . C4 C 0.9443(6) 0.4890(4) 1.2865(5) 0.0165(11) Uani 1 1 d U . . C5 C 0.9343(6) 0.4531(5) 1.3973(5) 0.0233(12) Uani 1 1 d U . . H5 H 0.9959 0.3825 1.4256 0.028 Uiso 1 1 calc R . . C6 C 0.8358(7) 0.5185(5) 1.4677(5) 0.0270(13) Uani 1 1 d U . . H6 H 0.8324 0.4928 1.5420 0.032 Uiso 1 1 calc R . . C7 C 0.7426(7) 0.6226(5) 1.4264(5) 0.0277(13) Uani 1 1 d U . . H7 H 0.6751 0.6673 1.4727 0.033 Uiso 1 1 calc R . . C8 C 0.7506(6) 0.6595(5) 1.3163(5) 0.0213(11) Uani 1 1 d U . . C9 C 0.5601(7) 0.9720(5) 1.2161(5) 0.0276(13) Uani 1 1 d U . . H9 H 0.5808 1.0445 1.1885 0.033 Uiso 1 1 calc R . . C10 C 0.6666(7) 0.8726(5) 1.2340(5) 0.0227(12) Uani 1 1 d U . . H10 H 0.7587 0.8776 1.2161 0.027 Uiso 1 1 calc R . . C11 C 0.5063(6) 0.7575(5) 1.2976(5) 0.0253(12) Uani 1 1 d U . . H11 H 0.4889 0.6837 1.3241 0.030 Uiso 1 1 calc R . . C12 C 0.3973(6) 0.8553(5) 1.2793(5) 0.0248(12) Uani 1 1 d U . . H12 H 0.3067 0.8471 1.2944 0.030 Uiso 1 1 calc R . . C13 C 0.4176(7) 0.9695(5) 1.2379(5) 0.0232(13) Uani 1 1 d U . . C14 C 0.4736(6) 0.7993(5) 1.0076(5) 0.0198(13) Uani 1 1 d U . . C15 C 0.5195(6) 0.6921(5) 0.9501(5) 0.0209(13) Uani 1 1 d U . . C16 C 1.1066(7) 0.8829(5) 0.8185(5) 0.0219(12) Uani 1 1 d U . . C17 C 0.9512(6) 1.1464(5) 0.7900(5) 0.0222(12) Uani 1 1 d U . . C18 C 1.1185(6) 0.9708(5) 0.7122(5) 0.0219(11) Uani 1 1 d U . . C19 C 1.0358(7) 1.0890(5) 0.6976(5) 0.0240(12) Uani 1 1 d U . . C20 C 1.0418(8) 1.1600(5) 0.5947(5) 0.0430(16) Uani 1 1 d U . . H20 H 0.9856 1.2379 0.5855 0.052 Uiso 1 1 calc R . . C21 C 1.1280(9) 1.1194(6) 0.5058(6) 0.0583(19) Uani 1 1 d U . . H21 H 1.1276 1.1681 0.4372 0.070 Uiso 1 1 calc R . . C22 C 1.2157(8) 1.0042(6) 0.5202(6) 0.0517(17) Uani 1 1 d U . . H22 H 1.2774 0.9758 0.4615 0.062 Uiso 1 1 calc R . . C23 C 1.2101(7) 0.9328(5) 0.6221(5) 0.0319(13) Uani 1 1 d U . . C24 C 1.5306(7) 0.6912(5) 0.6735(5) 0.0344(14) Uani 1 1 d U . . H24 H 1.6173 0.6847 0.6887 0.041 Uiso 1 1 calc R . . C25 C 1.4355(8) 0.7981(5) 0.6578(5) 0.0349(13) Uani 1 1 d U . . H25 H 1.4594 0.8639 0.6618 0.042 Uiso 1 1 calc R . . C26 C 1.2748(8) 0.7210(5) 0.6260(6) 0.0415(14) Uani 1 1 d U . . H26 H 1.1881 0.7324 0.6081 0.050 Uiso 1 1 calc R . . C27 C 1.3646(8) 0.6109(6) 0.6404(6) 0.0450(16) Uani 1 1 d U . . H27 H 1.3374 0.5483 0.6327 0.054 Uiso 1 1 calc R . . C28 C 1.4989(7) 0.5877(5) 0.6667(6) 0.0333(15) Uani 1 1 d U . . N1 N 0.6409(5) 0.7649(4) 1.2781(4) 0.0171(11) Uani 1 1 d . . . N2 N 1.3083(6) 0.8138(4) 0.6369(4) 0.0289(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 Gd1 0.01309(17) 0.01179(14) 0.01881(18) -0.00258(12) -0.00064(13) -0.00181(12) Gd2 0.01509(17) 0.01423(15) 0.02097(19) -0.00423(13) -0.00114(14) -0.00362(13) O1 0.025(3) 0.019(2) 0.026(3) -0.0010(18) 0.000(2) -0.0103(19) O2 0.020(2) 0.024(2) 0.021(2) -0.0040(18) -0.009(2) 0.0001(19) O3 0.021(2) 0.0174(19) 0.014(2) -0.0066(17) -0.0039(19) -0.0008(18) O4 0.027(3) 0.017(2) 0.018(2) -0.0030(18) -0.002(2) 0.0090(19) O5 0.027(3) 0.023(2) 0.030(3) -0.002(2) 0.000(2) 0.013(2) O6 0.019(2) 0.022(2) 0.031(3) -0.0129(19) -0.001(2) -0.0070(19) O7 0.018(2) 0.031(2) 0.030(3) -0.013(2) 0.001(2) -0.007(2) O8 0.015(2) 0.028(2) 0.031(3) -0.016(2) 0.000(2) -0.0059(19) O9 0.020(2) 0.022(2) 0.055(3) -0.019(2) -0.003(2) -0.007(2) O10 0.025(3) 0.027(2) 0.051(3) -0.009(2) 0.009(2) -0.013(2) O11 0.039(3) 0.029(2) 0.021(3) 0.0029(19) -0.014(2) -0.004(2) O12 0.024(2) 0.018(2) 0.016(2) -0.0047(17) -0.002(2) 0.0036(18) O13 0.036(3) 0.020(2) 0.025(3) -0.0042(19) 0.000(2) 0.008(2) O14 0.043(3) 0.019(2) 0.059(4) -0.008(2) -0.019(3) 0.006(2) O1W 0.019(3) 0.020(2) 0.057(3) -0.016(2) 0.002(2) -0.0061(19) O2W 0.046(3) 0.020(2) 0.035(3) -0.009(2) -0.015(3) 0.000(2) O3W 0.024(3) 0.027(2) 0.045(3) -0.014(2) -0.016(2) -0.001(2) C1 0.020(3) 0.010(2) 0.019(3) -0.004(2) -0.003(2) 0.000(2) C2 0.015(3) 0.017(2) 0.020(3) -0.007(2) 0.000(2) -0.005(2) C3 0.017(2) 0.015(2) 0.019(2) -0.0064(19) -0.007(2) -0.004(2) C4 0.014(2) 0.015(2) 0.020(3) -0.002(2) -0.008(2) -0.001(2) C5 0.024(3) 0.018(2) 0.021(3) -0.004(2) -0.006(2) 0.004(2) C6 0.028(3) 0.025(3) 0.020(3) -0.003(2) -0.004(2) 0.002(2) C7 0.028(3) 0.025(2) 0.022(3) -0.009(2) -0.003(2) 0.006(2) C8 0.021(2) 0.018(2) 0.023(2) -0.005(2) -0.005(2) -0.001(2) C9 0.032(3) 0.020(2) 0.030(3) -0.004(2) -0.008(3) -0.004(2) C10 0.024(3) 0.022(2) 0.022(3) -0.004(2) -0.005(2) -0.005(2) C11 0.026(3) 0.021(2) 0.028(3) -0.003(2) -0.005(2) -0.006(2) C12 0.018(3) 0.025(2) 0.027(3) -0.002(2) -0.005(2) -0.002(2) C13 0.027(3) 0.023(3) 0.015(3) -0.007(2) -0.004(2) 0.002(3) C14 0.016(3) 0.019(3) 0.023(3) -0.003(2) -0.009(3) 0.000(2) C15 0.019(3) 0.019(3) 0.024(3) -0.006(3) -0.010(3) 0.003(3) C16 0.026(3) 0.011(2) 0.024(3) -0.007(2) 0.001(2) -0.001(2) C17 0.024(3) 0.018(2) 0.021(3) -0.002(2) 0.000(2) -0.004(2) C18 0.026(3) 0.018(2) 0.023(3) -0.007(2) -0.006(2) -0.004(2) C19 0.029(3) 0.018(2) 0.021(3) -0.002(2) -0.004(2) -0.003(2) C20 0.051(3) 0.024(3) 0.027(3) -0.002(2) 0.004(3) 0.015(3) C21 0.064(4) 0.038(3) 0.031(3) 0.004(3) 0.007(3) 0.021(3) C22 0.057(3) 0.033(3) 0.032(3) -0.002(2) 0.010(3) 0.015(3) C23 0.038(3) 0.019(2) 0.030(3) -0.003(2) -0.004(2) 0.003(2) C24 0.037(3) 0.027(3) 0.039(3) -0.013(3) -0.010(3) 0.000(3) C25 0.041(3) 0.023(2) 0.038(3) -0.011(2) -0.005(3) -0.004(2) C26 0.034(3) 0.029(3) 0.055(3) -0.007(2) -0.003(3) -0.005(2) C27 0.037(3) 0.025(3) 0.069(4) -0.007(3) -0.010(3) -0.005(3) C28 0.031(3) 0.024(3) 0.040(3) -0.008(3) -0.003(3) -0.003(3) N1 0.012(3) 0.019(2) 0.018(3) -0.007(2) 0.000(2) 0.000(2) N2 0.030(3) 0.016(3) 0.028(3) -0.006(2) 0.006(3) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O5 2.319(4) 2_677 ? Gd1 O10 2.365(4) . ? Gd1 O8 2.405(4) . ? Gd1 O1W 2.407(4) . ? Gd1 O6 2.433(4) . ? Gd1 O2 2.436(4) . ? Gd1 O4 2.468(4) 2_767 ? Gd1 O3 2.537(3) 2_767 ? Gd1 C2 2.871(5) 2_767 ? Gd1 O1 2.941(4) . ? Gd1 C1 3.054(6) . ? Gd2 O2W 2.345(4) . ? Gd2 O1 2.384(4) . ? Gd2 O7 2.389(4) 1_655 ? Gd2 O11 2.391(4) . ? Gd2 O3W 2.395(4) . ? Gd2 O9 2.410(4) 1_655 ? Gd2 O13 2.422(4) 2_777 ? Gd2 O12 2.530(4) 2_777 ? Gd2 C17 2.832(6) 2_777 ? O1 C1 1.258(6) . ? O2 C1 1.254(6) . ? O3 C2 1.270(6) . ? O3 Gd1 2.537(3) 2_767 ? O4 C2 1.266(6) . ? O4 Gd1 2.468(4) 2_767 ? O5 C13 1.282(7) . ? O5 Gd1 2.319(4) 2_677 ? O6 C14 1.247(6) . ? O7 C14 1.245(7) . ? O7 Gd2 2.389(4) 1_455 ? O8 C15 1.234(7) . ? O9 C15 1.251(6) . ? O9 Gd2 2.410(4) 1_455 ? O10 C16 1.251(7) . ? O11 C16 1.249(7) . ? O12 C17 1.272(6) . ? O12 Gd2 2.530(4) 2_777 ? O13 C17 1.256(6) . ? O13 Gd2 2.422(4) 2_777 ? O14 C28 1.260(7) . ? C1 C3 1.502(8) . ? C2 C4 1.508(8) . ? C2 Gd1 2.871(5) 2_767 ? C3 C4 1.404(7) . ? C3 C8 1.407(8) . ? C4 C5 1.379(8) . ? C5 C6 1.382(8) . ? C6 C7 1.381(8) . ? C7 C8 1.374(8) . ? C8 N1 1.467(7) . ? C9 C10 1.351(8) . ? C9 C13 1.422(8) . ? C10 N1 1.364(6) . ? C11 C12 1.355(8) . ? C11 N1 1.364(7) . ? C12 C13 1.414(7) . ? C14 C15 1.567(8) . ? C16 C18 1.509(8) . ? C17 C19 1.496(8) . ? C17 Gd2 2.832(6) 2_777 ? C18 C23 1.392(9) . ? C18 C19 1.404(7) . ? C19 C20 1.384(8) . ? C20 C21 1.374(9) . ? C21 C22 1.392(9) . ? C22 C23 1.377(9) . ? C23 N2 1.467(7) . ? C24 C25 1.348(8) . ? C24 C28 1.433(8) . ? C25 N2 1.339(8) . ? C26 N2 1.336(7) . ? C26 C27 1.353(8) . ? C27 C28 1.420(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 O5 Gd1 O10 91.95(15) 2_677 . ? O5 Gd1 O8 90.62(14) 2_677 . ? O10 Gd1 O8 152.42(14) . . ? O5 Gd1 O1W 83.04(14) 2_677 . ? O10 Gd1 O1W 71.78(14) . . ? O8 Gd1 O1W 135.76(14) . . ? O5 Gd1 O6 74.57(14) 2_677 . ? O10 Gd1 O6 139.56(13) . . ? O8 Gd1 O6 67.25(12) . . ? O1W Gd1 O6 68.87(13) . . ? O5 Gd1 O2 144.47(15) 2_677 . ? O10 Gd1 O2 117.53(14) . . ? O8 Gd1 O2 72.56(13) . . ? O1W Gd1 O2 87.72(13) . . ? O6 Gd1 O2 70.09(13) . . ? O5 Gd1 O4 80.84(13) 2_677 2_767 ? O10 Gd1 O4 80.47(14) . 2_767 ? O8 Gd1 O4 72.85(14) . 2_767 ? O1W Gd1 O4 147.26(14) . 2_767 ? O6 Gd1 O4 132.25(13) . 2_767 ? O2 Gd1 O4 121.13(12) . 2_767 ? O5 Gd1 O3 133.13(13) 2_677 2_767 ? O10 Gd1 O3 80.90(13) . 2_767 ? O8 Gd1 O3 77.38(12) . 2_767 ? O1W Gd1 O3 135.62(13) . 2_767 ? O6 Gd1 O3 135.69(12) . 2_767 ? O2 Gd1 O3 74.56(12) . 2_767 ? O4 Gd1 O3 52.29(12) 2_767 2_767 ? O5 Gd1 C2 106.89(15) 2_677 2_767 ? O10 Gd1 C2 79.20(14) . 2_767 ? O8 Gd1 C2 73.79(14) . 2_767 ? O1W Gd1 C2 149.69(15) . 2_767 ? O6 Gd1 C2 141.03(13) . 2_767 ? O2 Gd1 C2 98.29(14) . 2_767 ? O4 Gd1 C2 26.06(14) 2_767 2_767 ? O3 Gd1 C2 26.24(12) 2_767 2_767 ? O5 Gd1 O1 148.19(12) 2_677 . ? O10 Gd1 O1 70.84(14) . . ? O8 Gd1 O1 117.16(12) . . ? O1W Gd1 O1 66.42(12) . . ? O6 Gd1 O1 100.95(12) . . ? O2 Gd1 O1 47.14(11) . . ? O4 Gd1 O1 120.39(12) 2_767 . ? O3 Gd1 O1 71.93(11) 2_767 . ? C2 Gd1 O1 96.19(14) 2_767 . ? O5 Gd1 C1 154.02(14) 2_677 . ? O10 Gd1 C1 94.86(16) . . ? O8 Gd1 C1 94.74(14) . . ? O1W Gd1 C1 75.41(14) . . ? O6 Gd1 C1 84.12(14) . . ? O2 Gd1 C1 23.06(13) . . ? O4 Gd1 C1 125.00(13) 2_767 . ? O3 Gd1 C1 72.79(13) 2_767 . ? C2 Gd1 C1 99.01(15) 2_767 . ? O1 Gd1 C1 24.12(12) . . ? O2W Gd2 O1 91.67(14) . . ? O2W Gd2 O7 100.61(14) . 1_655 ? O1 Gd2 O7 152.57(13) . 1_655 ? O2W Gd2 O11 155.85(16) . . ? O1 Gd2 O11 100.68(14) . . ? O7 Gd2 O11 77.63(14) 1_655 . ? O2W Gd2 O3W 80.27(13) . . ? O1 Gd2 O3W 72.84(14) . . ? O7 Gd2 O3W 133.16(14) 1_655 . ? O11 Gd2 O3W 83.65(14) . . ? O2W Gd2 O9 77.87(15) . 1_655 ? O1 Gd2 O9 139.90(12) . 1_655 ? O7 Gd2 O9 67.24(13) 1_655 1_655 ? O11 Gd2 O9 79.36(15) . 1_655 ? O3W Gd2 O9 67.28(13) . 1_655 ? O2W Gd2 O13 69.56(13) . 2_777 ? O1 Gd2 O13 85.01(14) . 2_777 ? O7 Gd2 O13 76.65(14) 1_655 2_777 ? O11 Gd2 O13 131.71(13) . 2_777 ? O3W Gd2 O13 141.89(14) . 2_777 ? O9 Gd2 O13 125.07(14) 1_655 2_777 ? O2W Gd2 O12 121.96(14) . 2_777 ? O1 Gd2 O12 77.92(13) . 2_777 ? O7 Gd2 O12 74.76(13) 1_655 2_777 ? O11 Gd2 O12 81.20(13) . 2_777 ? O3W Gd2 O12 143.78(13) . 2_777 ? O9 Gd2 O12 140.11(12) 1_655 2_777 ? O13 Gd2 O12 52.86(12) 2_777 2_777 ? O2W Gd2 C17 95.40(16) . 2_777 ? O1 Gd2 C17 79.62(15) . 2_777 ? O7 Gd2 C17 74.92(15) 1_655 2_777 ? O11 Gd2 C17 107.12(15) . 2_777 ? O3W Gd2 C17 151.92(16) . 2_777 ? O9 Gd2 C17 139.30(15) 1_655 2_777 ? O13 Gd2 C17 26.19(14) 2_777 2_777 ? O12 Gd2 C17 26.70(13) 2_777 2_777 ? C1 O1 Gd2 154.3(4) . . ? C1 O1 Gd1 83.0(3) . . ? Gd2 O1 Gd1 121.40(15) . . ? C1 O2 Gd1 107.4(4) . . ? C2 O3 Gd1 91.7(3) . 2_767 ? C2 O4 Gd1 95.0(3) . 2_767 ? C13 O5 Gd1 147.5(4) . 2_677 ? C14 O6 Gd1 118.6(3) . . ? C14 O7 Gd2 120.8(3) . 1_455 ? C15 O8 Gd1 120.7(3) . . ? C15 O9 Gd2 119.8(4) . 1_455 ? C16 O10 Gd1 163.7(4) . . ? C16 O11 Gd2 122.8(4) . . ? C17 O12 Gd2 90.0(3) . 2_777 ? C17 O13 Gd2 95.4(4) . 2_777 ? O2 C1 O1 122.3(5) . . ? O2 C1 C3 118.4(5) . . ? O1 C1 C3 119.1(5) . . ? O2 C1 Gd1 49.6(3) . . ? O1 C1 Gd1 72.9(3) . . ? C3 C1 Gd1 165.0(4) . . ? O4 C2 O3 120.9(5) . . ? O4 C2 C4 118.4(5) . . ? O3 C2 C4 120.6(5) . . ? O4 C2 Gd1 58.9(3) . 2_767 ? O3 C2 Gd1 62.0(3) . 2_767 ? C4 C2 Gd1 173.8(4) . 2_767 ? C4 C3 C8 117.6(5) . . ? C4 C3 C1 124.0(5) . . ? C8 C3 C1 118.4(5) . . ? C5 C4 C3 119.2(5) . . ? C5 C4 C2 117.9(5) . . ? C3 C4 C2 122.5(5) . . ? C4 C5 C6 122.2(5) . . ? C7 C6 C5 119.3(6) . . ? C8 C7 C6 119.3(6) . . ? C7 C8 C3 122.2(5) . . ? C7 C8 N1 116.6(5) . . ? C3 C8 N1 121.1(5) . . ? C10 C9 C13 122.2(5) . . ? C9 C10 N1 121.0(6) . . ? C12 C11 N1 121.4(5) . . ? C11 C12 C13 121.8(6) . . ? O5 C13 C12 122.2(6) . . ? O5 C13 C9 123.3(5) . . ? C12 C13 C9 114.6(5) . . ? O7 C14 O6 126.9(5) . . ? O7 C14 C15 115.9(5) . . ? O6 C14 C15 117.1(5) . . ? O8 C15 O9 128.0(5) . . ? O8 C15 C14 116.1(5) . . ? O9 C15 C14 115.9(5) . . ? O11 C16 O10 125.3(6) . . ? O11 C16 C18 119.0(5) . . ? O10 C16 C18 115.5(5) . . ? O13 C17 O12 121.5(5) . . ? O13 C17 C19 117.8(5) . . ? O12 C17 C19 120.6(5) . . ? O13 C17 Gd2 58.4(3) . 2_777 ? O12 C17 Gd2 63.3(3) . 2_777 ? C19 C17 Gd2 172.5(4) . 2_777 ? C23 C18 C19 117.6(5) . . ? C23 C18 C16 119.3(5) . . ? C19 C18 C16 123.1(5) . . ? C20 C19 C18 119.4(6) . . ? C20 C19 C17 117.5(5) . . ? C18 C19 C17 122.8(5) . . ? C21 C20 C19 122.2(6) . . ? C20 C21 C22 118.9(7) . . ? C23 C22 C21 119.2(7) . . ? C22 C23 C18 122.6(6) . . ? C22 C23 N2 118.6(6) . . ? C18 C23 N2 118.8(5) . . ? C25 C24 C28 120.3(6) . . ? N2 C25 C24 123.0(6) . . ? N2 C26 C27 121.3(7) . . ? C26 C27 C28 122.2(6) . . ? O14 C28 C27 122.6(6) . . ? O14 C28 C24 123.5(6) . . ? C27 C28 C24 113.9(6) . . ? C10 N1 C11 119.0(5) . . ? C10 N1 C8 122.0(5) . . ? C11 N1 C8 118.6(4) . . ? C26 N2 C25 119.2(5) . . ? C26 N2 C23 121.1(6) . . ? C25 N2 C23 119.7(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 O2W Gd2 O1 C1 14.3(9) . . . . ? O7 Gd2 O1 C1 -102.8(8) 1_655 . . . ? O11 Gd2 O1 C1 173.5(8) . . . . ? O3W Gd2 O1 C1 93.6(9) . . . . ? O9 Gd2 O1 C1 87.4(9) 1_655 . . . ? O13 Gd2 O1 C1 -55.0(8) 2_777 . . . ? O12 Gd2 O1 C1 -108.0(9) 2_777 . . . ? C17 Gd2 O1 C1 -80.9(9) 2_777 . . . ? O2W Gd2 O1 Gd1 -145.22(16) . . . . ? O7 Gd2 O1 Gd1 97.6(3) 1_655 . . . ? O11 Gd2 O1 Gd1 13.93(18) . . . . ? O3W Gd2 O1 Gd1 -65.93(16) . . . . ? O9 Gd2 O1 Gd1 -72.2(2) 1_655 . . . ? O13 Gd2 O1 Gd1 145.47(17) 2_777 . . . ? O12 Gd2 O1 Gd1 92.42(16) 2_777 . . . ? C17 Gd2 O1 Gd1 119.60(18) 2_777 . . . ? O5 Gd1 O1 C1 124.9(3) 2_677 . . . ? O10 Gd1 O1 C1 -174.5(3) . . . . ? O8 Gd1 O1 C1 -23.3(3) . . . . ? O1W Gd1 O1 C1 107.6(3) . . . . ? O6 Gd1 O1 C1 46.6(3) . . . . ? O2 Gd1 O1 C1 -2.7(3) . . . . ? O4 Gd1 O1 C1 -108.5(3) 2_767 . . . ? O3 Gd1 O1 C1 -88.1(3) 2_767 . . . ? C2 Gd1 O1 C1 -98.2(3) 2_767 . . . ? O5 Gd1 O1 Gd2 -63.9(3) 2_677 . . . ? O10 Gd1 O1 Gd2 -3.31(16) . . . . ? O8 Gd1 O1 Gd2 147.90(16) . . . . ? O1W Gd1 O1 Gd2 -81.21(17) . . . . ? O6 Gd1 O1 Gd2 -142.19(16) . . . . ? O2 Gd1 O1 Gd2 168.5(2) . . . . ? O4 Gd1 O1 Gd2 62.68(19) 2_767 . . . ? O3 Gd1 O1 Gd2 83.10(17) 2_767 . . . ? C2 Gd1 O1 Gd2 72.97(18) 2_767 . . . ? C1 Gd1 O1 Gd2 171.2(4) . . . . ? O5 Gd1 O2 C1 -131.3(4) 2_677 . . . ? O10 Gd1 O2 C1 11.4(4) . . . . ? O8 Gd1 O2 C1 163.6(4) . . . . ? O1W Gd1 O2 C1 -56.6(3) . . . . ? O6 Gd1 O2 C1 -124.9(4) . . . . ? O4 Gd1 O2 C1 107.0(3) 2_767 . . . ? O3 Gd1 O2 C1 82.2(3) 2_767 . . . ? C2 Gd1 O2 C1 93.5(4) 2_767 . . . ? O1 Gd1 O2 C1 2.8(3) . . . . ? O5 Gd1 O6 C14 100.4(4) 2_677 . . . ? O10 Gd1 O6 C14 174.8(4) . . . . ? O8 Gd1 O6 C14 3.1(4) . . . . ? O1W Gd1 O6 C14 -171.2(4) . . . . ? O2 Gd1 O6 C14 -75.8(4) . . . . ? O4 Gd1 O6 C14 38.7(4) 2_767 . . . ? O3 Gd1 O6 C14 -36.7(5) 2_767 . . . ? C2 Gd1 O6 C14 2.5(5) 2_767 . . . ? O1 Gd1 O6 C14 -112.0(4) . . . . ? C1 Gd1 O6 C14 -94.6(4) . . . . ? O5 Gd1 O8 C15 -75.0(4) 2_677 . . . ? O10 Gd1 O8 C15 -170.4(4) . . . . ? O1W Gd1 O8 C15 5.7(5) . . . . ? O6 Gd1 O8 C15 -2.0(4) . . . . ? O2 Gd1 O8 C15 73.2(4) . . . . ? O4 Gd1 O8 C15 -155.2(5) 2_767 . . . ? O3 Gd1 O8 C15 150.8(4) 2_767 . . . ? C2 Gd1 O8 C15 177.6(5) 2_767 . . . ? O1 Gd1 O8 C15 88.9(4) . . . . ? C1 Gd1 O8 C15 79.6(4) . . . . ? O5 Gd1 O10 C16 77.0(15) 2_677 . . . ? O8 Gd1 O10 C16 172.0(13) . . . . ? O1W Gd1 O10 C16 -5.1(14) . . . . ? O6 Gd1 O10 C16 8.7(16) . . . . ? O2 Gd1 O10 C16 -82.4(15) . . . . ? O4 Gd1 O10 C16 157.3(15) 2_767 . . . ? O3 Gd1 O10 C16 -149.6(15) 2_767 . . . ? C2 Gd1 O10 C16 -176.2(15) 2_767 . . . ? O1 Gd1 O10 C16 -75.7(15) . . . . ? C1 Gd1 O10 C16 -77.9(15) . . . . ? O2W Gd2 O11 C16 106.0(5) . . . . ? O1 Gd2 O11 C16 -13.6(5) . . . . ? O7 Gd2 O11 C16 -165.6(5) 1_655 . . . ? O3W Gd2 O11 C16 57.6(4) . . . . ? O9 Gd2 O11 C16 125.6(5) 1_655 . . . ? O13 Gd2 O11 C16 -106.4(4) 2_777 . . . ? O12 Gd2 O11 C16 -89.4(4) 2_777 . . . ? C17 Gd2 O11 C16 -95.9(4) 2_777 . . . ? Gd1 O2 C1 O1 -5.6(6) . . . . ? Gd1 O2 C1 C3 169.1(4) . . . . ? Gd2 O1 C1 O2 -158.0(6) . . . . ? Gd1 O1 C1 O2 4.5(5) . . . . ? Gd2 O1 C1 C3 27.3(11) . . . . ? Gd1 O1 C1 C3 -170.2(5) . . . . ? Gd2 O1 C1 Gd1 -162.5(8) . . . . ? O5 Gd1 C1 O2 85.5(4) 2_677 . . . ? O10 Gd1 C1 O2 -169.8(3) . . . . ? O8 Gd1 C1 O2 -15.7(3) . . . . ? O1W Gd1 C1 O2 120.4(4) . . . . ? O6 Gd1 C1 O2 50.8(3) . . . . ? O4 Gd1 C1 O2 -88.1(4) 2_767 . . . ? O3 Gd1 C1 O2 -90.9(3) 2_767 . . . ? C2 Gd1 C1 O2 -90.0(3) 2_767 . . . ? O1 Gd1 C1 O2 -175.0(6) . . . . ? O5 Gd1 C1 O1 -99.4(4) 2_677 . . . ? O10 Gd1 C1 O1 5.2(3) . . . . ? O8 Gd1 C1 O1 159.3(3) . . . . ? O1W Gd1 C1 O1 -64.5(3) . . . . ? O6 Gd1 C1 O1 -134.2(3) . . . . ? O2 Gd1 C1 O1 175.0(6) . . . . ? O4 Gd1 C1 O1 87.0(3) 2_767 . . . ? O3 Gd1 C1 O1 84.1(3) 2_767 . . . ? C2 Gd1 C1 O1 85.0(3) 2_767 . . . ? O5 Gd1 C1 C3 45.5(14) 2_677 . . . ? O10 Gd1 C1 C3 150.1(13) . . . . ? O8 Gd1 C1 C3 -55.7(13) . . . . ? O1W Gd1 C1 C3 80.4(13) . . . . ? O6 Gd1 C1 C3 10.8(13) . . . . ? O2 Gd1 C1 C3 -40.0(12) . . . . ? O4 Gd1 C1 C3 -128.1(13) 2_767 . . . ? O3 Gd1 C1 C3 -130.9(13) 2_767 . . . ? C2 Gd1 C1 C3 -130.0(13) 2_767 . . . ? O1 Gd1 C1 C3 144.9(15) . . . . ? Gd1 O4 C2 O3 -1.7(5) 2_767 . . . ? Gd1 O4 C2 C4 173.6(4) 2_767 . . . ? Gd1 O3 C2 O4 1.7(5) 2_767 . . . ? Gd1 O3 C2 C4 -173.6(4) 2_767 . . . ? O2 C1 C3 C4 110.3(6) . . . . ? O1 C1 C3 C4 -74.8(7) . . . . ? Gd1 C1 C3 C4 144.1(11) . . . . ? O2 C1 C3 C8 -69.6(6) . . . . ? O1 C1 C3 C8 105.3(6) . . . . ? Gd1 C1 C3 C8 -35.8(15) . . . . ? C8 C3 C4 C5 -5.3(8) . . . . ? C1 C3 C4 C5 174.8(5) . . . . ? C8 C3 C4 C2 166.9(5) . . . . ? C1 C3 C4 C2 -13.0(8) . . . . ? O4 C2 C4 C5 -6.8(8) . . . . ? O3 C2 C4 C5 168.5(5) . . . . ? O4 C2 C4 C3 -179.1(5) . . . . ? O3 C2 C4 C3 -3.8(8) . . . . ? C3 C4 C5 C6 2.1(9) . . . . ? C2 C4 C5 C6 -170.4(5) . . . . ? C4 C5 C6 C7 1.0(9) . . . . ? C5 C6 C7 C8 -0.6(9) . . . . ? C6 C7 C8 C3 -2.8(9) . . . . ? C6 C7 C8 N1 174.7(5) . . . . ? C4 C3 C8 C7 5.8(8) . . . . ? C1 C3 C8 C7 -174.3(5) . . . . ? C4 C3 C8 N1 -171.6(5) . . . . ? C1 C3 C8 N1 8.2(8) . . . . ? C13 C9 C10 N1 -2.4(9) . . . . ? N1 C11 C12 C13 0.8(9) . . . . ? Gd1 O5 C13 C12 -114.5(7) 2_677 . . . ? Gd1 O5 C13 C9 66.5(10) 2_677 . . . ? C11 C12 C13 O5 -178.2(6) . . . . ? C11 C12 C13 C9 1.0(9) . . . . ? C10 C9 C13 O5 179.0(5) . . . . ? C10 C9 C13 C12 -0.1(9) . . . . ? Gd2 O7 C14 O6 172.4(4) 1_455 . . . ? Gd2 O7 C14 C15 -5.1(7) 1_455 . . . ? Gd1 O6 C14 O7 178.7(5) . . . . ? Gd1 O6 C14 C15 -3.7(6) . . . . ? Gd1 O8 C15 O9 -180.0(4) . . . . ? Gd1 O8 C15 C14 1.0(7) . . . . ? Gd2 O9 C15 O8 -174.8(5) 1_455 . . . ? Gd2 O9 C15 C14 4.3(6) 1_455 . . . ? O7 C14 C15 O8 179.7(5) . . . . ? O6 C14 C15 O8 1.9(8) . . . . ? O7 C14 C15 O9 0.5(8) . . . . ? O6 C14 C15 O9 -177.3(5) . . . . ? Gd2 O11 C16 O10 -4.6(8) . . . . ? Gd2 O11 C16 C18 -179.5(4) . . . . ? Gd1 O10 C16 O11 85.6(15) . . . . ? Gd1 O10 C16 C18 -99.4(15) . . . . ? Gd2 O13 C17 O12 3.8(6) 2_777 . . . ? Gd2 O13 C17 C19 -172.6(4) 2_777 . . . ? Gd2 O12 C17 O13 -3.7(6) 2_777 . . . ? Gd2 O12 C17 C19 172.7(5) 2_777 . . . ? O11 C16 C18 C23 82.6(7) . . . . ? O10 C16 C18 C23 -92.7(7) . . . . ? O11 C16 C18 C19 -100.8(7) . . . . ? O10 C16 C18 C19 83.9(7) . . . . ? C23 C18 C19 C20 4.0(9) . . . . ? C16 C18 C19 C20 -172.7(6) . . . . ? C23 C18 C19 C17 -169.7(6) . . . . ? C16 C18 C19 C17 13.7(9) . . . . ? O13 C17 C19 C20 10.3(9) . . . . ? O12 C17 C19 C20 -166.2(6) . . . . ? O13 C17 C19 C18 -175.9(5) . . . . ? O12 C17 C19 C18 7.6(9) . . . . ? C18 C19 C20 C21 -1.0(11) . . . . ? C17 C19 C20 C21 173.0(7) . . . . ? C19 C20 C21 C22 -2.2(13) . . . . ? C20 C21 C22 C23 2.4(12) . . . . ? C21 C22 C23 C18 0.7(12) . . . . ? C21 C22 C23 N2 -176.9(7) . . . . ? C19 C18 C23 C22 -3.9(10) . . . . ? C16 C18 C23 C22 172.9(6) . . . . ? C19 C18 C23 N2 173.7(5) . . . . ? C16 C18 C23 N2 -9.5(9) . . . . ? C28 C24 C25 N2 0.8(11) . . . . ? N2 C26 C27 C28 -0.6(12) . . . . ? C26 C27 C28 O14 179.1(7) . . . . ? C26 C27 C28 C24 -1.6(11) . . . . ? C25 C24 C28 O14 -179.3(7) . . . . ? C25 C24 C28 C27 1.5(10) . . . . ? C9 C10 N1 C11 4.2(8) . . . . ? C9 C10 N1 C8 -168.8(5) . . . . ? C12 C11 N1 C10 -3.4(9) . . . . ? C12 C11 N1 C8 169.8(5) . . . . ? C7 C8 N1 C10 105.3(6) . . . . ? C3 C8 N1 C10 -77.2(7) . . . . ? C7 C8 N1 C11 -67.7(7) . . . . ? C3 C8 N1 C11 109.9(6) . . . . ? C27 C26 N2 C25 3.0(10) . . . . ? C27 C26 N2 C23 -179.5(7) . . . . ? C24 C25 N2 C26 -3.1(10) . . . . ? C24 C25 N2 C23 179.3(6) . . . . ? C22 C23 N2 C26 -89.6(8) . . . . ? C18 C23 N2 C26 92.7(8) . . . . ? C22 C23 N2 C25 88.0(8) . . . . ? C18 C23 N2 C25 -89.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.774 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.145 _database_code_depnum_ccdc_archive 'CCDC 913799' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '913800-update.cif' data_8 #TrackingRef '913800-update.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 N2 O17 Tb2' _chemical_formula_sum 'C28 H20 N2 O17 Tb2' _chemical_formula_weight 974.30 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2253(5) _cell_length_b 12.1473(6) _cell_length_c 13.0025(6) _cell_angle_alpha 74.690(4) _cell_angle_beta 75.995(4) _cell_angle_gamma 71.226(4) _cell_volume 1452.88(12) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4908 _cell_measurement_theta_min 2.9082 _cell_measurement_theta_max 29.0734 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 4.918 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.63477 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11087 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0454 _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 -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5114 _reflns_number_gt 4420 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+0.0589P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5114 _refine_ls_number_parameters 442 _refine_ls_number_restraints 594 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0733 _refine_ls_goodness_of_fit_ref 1.092 _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 Tb1 Tb 0.69265(2) 0.22181(2) 0.54838(2) 0.01683(9) Uani 1 1 d . . . Tb2 Tb 1.29545(2) 0.27929(2) 0.39800(2) 0.01580(9) Uani 1 1 d . . . O1 O 0.6318(4) 0.2505(3) 0.7320(3) 0.0340(10) Uani 1 1 d . . . O2 O 0.5397(4) 0.4071(3) 0.6130(3) 0.0232(9) Uani 1 1 d . . . O3 O 0.4946(4) 0.6669(3) 0.6690(3) 0.0316(10) Uani 1 1 d . . . O4 O 0.3119(4) 0.6434(3) 0.6209(3) 0.0302(9) Uani 1 1 d . . . O5 O -0.0814(4) 1.0157(3) 0.8185(4) 0.0430(12) Uani 1 1 d . . . O6 O 0.8487(3) 0.3263(3) 0.5551(3) 0.0240(9) Uani 1 1 d . . . O7 O 1.0631(3) 0.3524(3) 0.4975(3) 0.0220(9) Uani 1 1 d . . . O8 O 0.9256(4) 0.1432(3) 0.4586(3) 0.0283(10) Uani 1 1 d . . . O9 O 1.1414(3) 0.1659(3) 0.4016(3) 0.0210(8) Uani 1 1 d . . . O10 O 1.2732(4) 0.1570(3) 0.5769(3) 0.0229(8) Uani 1 1 d . . . O11 O 1.4662(4) 0.1979(3) 0.5776(3) 0.0267(9) Uani 1 1 d . . . O12 O 1.5376(3) -0.0782(3) 0.6186(3) 0.0187(8) Uani 1 1 d . . . O13 O 1.6205(4) -0.1929(3) 0.7635(3) 0.0252(9) Uani 1 1 d . . . O14 O 0.8199(4) 0.5659(3) 0.7229(3) 0.0350(11) Uani 1 1 d . . . O1W O 0.7032(4) 0.0859(3) 0.4411(3) 0.0273(9) Uani 1 1 d . . . H1WA H 0.6320 0.0619 0.4622 0.041 Uiso 1 1 d R . . H1WB H 0.7558 0.0152 0.4459 0.041 Uiso 1 1 d R . . O2W O 0.7648(4) 0.0428(3) 0.6678(3) 0.0324(10) Uani 1 1 d . . . H2WA H 0.8090 -0.0171 0.6391 0.049 Uiso 1 1 d R . . H2WB H 0.8062 0.0388 0.7148 0.049 Uiso 1 1 d R . . O3W O 1.2871(4) 0.4326(3) 0.4845(3) 0.0321(10) Uani 1 1 d . . . H3WA H 1.2345 0.5029 0.4703 0.048 Uiso 1 1 d R . . H3WB H 1.3631 0.4456 0.4656 0.048 Uiso 1 1 d R . . C1 C 0.5531(5) 0.3543(5) 0.7093(5) 0.0243(11) Uani 1 1 d U . . C2 C 0.3977(5) 0.6185(5) 0.6823(5) 0.0211(11) Uani 1 1 d U . . C3 C 0.3820(5) 0.5302(5) 0.7878(5) 0.0237(11) Uani 1 1 d U . . C4 C 0.4656(6) 0.4119(5) 0.8019(5) 0.0268(12) Uani 1 1 d U . . C5 C 0.4576(6) 0.3393(6) 0.9040(5) 0.0402(13) Uani 1 1 d U . . H5 H 0.5153 0.2619 0.9131 0.048 Uiso 1 1 calc R . . C6 C 0.3650(7) 0.3791(6) 0.9942(6) 0.0505(15) Uani 1 1 d U . . H6 H 0.3609 0.3294 1.0622 0.061 Uiso 1 1 calc R . . C7 C 0.2797(7) 0.4953(6) 0.9784(6) 0.0465(14) Uani 1 1 d U . . H7 H 0.2160 0.5241 1.0361 0.056 Uiso 1 1 calc R . . C8 C 0.2899(6) 0.5678(5) 0.8764(5) 0.0325(11) Uani 1 1 d U . . C9 C 0.1370(7) 0.8901(6) 0.8584(6) 0.0469(15) Uani 1 1 d U . . H9 H 0.1644 0.9528 0.8665 0.056 Uiso 1 1 calc R . . C10 C 0.2278(7) 0.7788(5) 0.8703(6) 0.0427(13) Uani 1 1 d U . . H10 H 0.3166 0.7681 0.8842 0.051 Uiso 1 1 calc R . . C11 C 0.0626(6) 0.7020(6) 0.8420(5) 0.0377(12) Uani 1 1 d U . . H11 H 0.0375 0.6366 0.8372 0.045 Uiso 1 1 calc R . . C12 C -0.0305(6) 0.8092(5) 0.8284(5) 0.0371(13) Uani 1 1 d U . . H12 H -0.1185 0.8162 0.8150 0.045 Uiso 1 1 calc R . . C13 C 0.0023(6) 0.9123(5) 0.8338(5) 0.0355(14) Uani 1 1 d U . . C14 C 0.9749(5) 0.2995(5) 0.5074(4) 0.0189(11) Uani 1 1 d U . . C15 C 1.0164(5) 0.1932(4) 0.4516(4) 0.0201(12) Uani 1 1 d U . . C16 C 1.3673(5) 0.1522(4) 0.6235(4) 0.0178(11) Uani 1 1 d U . . C17 C 1.5415(5) -0.0969(4) 0.7180(4) 0.0163(10) Uani 1 1 d U . . C18 C 1.3570(5) 0.0985(4) 0.7432(4) 0.0175(10) Uani 1 1 d U . . C19 C 1.4465(5) -0.0104(4) 0.7867(4) 0.0171(10) Uani 1 1 d U . . C20 C 1.4350(6) -0.0478(5) 0.8983(4) 0.0267(12) Uani 1 1 d U . . H20 H 1.4960 -0.1187 0.9266 0.032 Uiso 1 1 calc R . . C21 C 1.3349(6) 0.0176(5) 0.9689(5) 0.0306(13) Uani 1 1 d U . . H21 H 1.3296 -0.0078 1.0434 0.037 Uiso 1 1 calc R . . C22 C 1.2430(6) 0.1218(5) 0.9250(5) 0.0290(12) Uani 1 1 d U . . H22 H 1.1742 0.1664 0.9709 0.035 Uiso 1 1 calc R . . C23 C 1.2521(5) 0.1600(4) 0.8155(4) 0.0215(10) Uani 1 1 d U . . C24 C 0.8995(5) 0.3574(5) 0.7788(5) 0.0269(12) Uani 1 1 d U . . H24 H 0.8089 0.3498 0.7935 0.032 Uiso 1 1 calc R . . C25 C 1.0093(5) 0.2588(5) 0.7970(5) 0.0255(11) Uani 1 1 d U . . H25 H 0.9916 0.1851 0.8238 0.031 Uiso 1 1 calc R . . C26 C 1.1691(5) 0.3728(5) 0.7339(5) 0.0254(11) Uani 1 1 d U . . H26 H 1.2611 0.3773 0.7181 0.031 Uiso 1 1 calc R . . C27 C 1.0640(6) 0.4736(5) 0.7133(5) 0.0258(12) Uani 1 1 d U . . H27 H 1.0859 0.5452 0.6825 0.031 Uiso 1 1 calc R . . C28 C 0.9224(6) 0.4721(5) 0.7375(5) 0.0262(12) Uani 1 1 d U . . N1 N 0.1930(5) 0.6854(4) 0.8628(4) 0.0282(12) Uani 1 1 d . . . N2 N 1.1434(4) 0.2653(3) 0.7770(4) 0.0193(10) 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 0.01446(14) 0.01442(14) 0.01931(16) -0.00343(11) -0.00005(11) -0.00298(10) Tb2 0.01257(13) 0.01230(14) 0.01874(16) -0.00221(11) 0.00054(11) -0.00144(10) O1 0.042(2) 0.019(2) 0.027(2) -0.0032(18) -0.004(2) 0.0069(19) O2 0.026(2) 0.0199(19) 0.018(2) -0.0029(17) -0.0006(17) -0.0018(17) O3 0.022(2) 0.028(2) 0.041(3) -0.009(2) 0.0075(19) -0.0092(18) O4 0.036(2) 0.025(2) 0.025(2) -0.0009(18) -0.0076(19) -0.0037(18) O5 0.040(2) 0.024(2) 0.061(3) -0.011(2) -0.018(2) 0.005(2) O6 0.0147(18) 0.027(2) 0.031(2) -0.0159(18) 0.0027(17) -0.0031(16) O7 0.0148(18) 0.0216(19) 0.030(2) -0.0100(18) 0.0010(16) -0.0058(16) O8 0.0180(19) 0.025(2) 0.046(3) -0.018(2) -0.0001(18) -0.0069(17) O9 0.0126(17) 0.0204(19) 0.032(2) -0.0144(18) -0.0001(16) -0.0023(15) O10 0.0212(19) 0.024(2) 0.021(2) -0.0029(17) -0.0091(17) 0.0001(16) O11 0.0223(19) 0.0187(19) 0.032(2) 0.0010(18) 0.0046(18) -0.0084(17) O12 0.0201(18) 0.0163(18) 0.017(2) -0.0043(16) -0.0050(16) 0.0009(15) O13 0.026(2) 0.0186(19) 0.020(2) -0.0028(17) -0.0053(17) 0.0086(16) O14 0.029(2) 0.026(2) 0.030(2) 0.0011(19) -0.0011(19) 0.0111(18) O1W 0.0240(19) 0.0205(19) 0.040(3) -0.0122(19) -0.0060(18) -0.0043(17) O2W 0.048(2) 0.018(2) 0.025(2) -0.0067(18) -0.012(2) 0.0040(19) O3W 0.027(2) 0.019(2) 0.049(3) -0.014(2) 0.000(2) -0.0056(17) C1 0.021(2) 0.023(2) 0.028(3) -0.006(2) 0.001(2) -0.009(2) C2 0.020(2) 0.020(2) 0.023(2) -0.008(2) 0.003(2) -0.0056(19) C3 0.025(2) 0.024(2) 0.024(2) -0.003(2) -0.003(2) -0.0105(19) C4 0.030(2) 0.023(2) 0.025(2) -0.003(2) 0.000(2) -0.007(2) C5 0.0404(15) 0.0390(15) 0.0378(16) -0.0073(9) -0.0055(9) -0.0078(10) C6 0.0513(17) 0.0488(17) 0.0471(17) -0.0090(10) -0.0065(10) -0.0100(10) C7 0.0469(16) 0.0449(16) 0.0438(16) -0.0084(9) -0.0055(9) -0.0095(9) C8 0.0329(14) 0.0313(14) 0.0321(14) -0.0059(9) -0.0037(9) -0.0088(9) C9 0.0465(17) 0.0451(17) 0.0491(17) -0.0087(10) -0.0086(10) -0.0130(10) C10 0.0416(15) 0.0416(15) 0.0443(15) -0.0079(9) -0.0072(9) -0.0113(9) C11 0.0384(15) 0.0369(15) 0.0376(15) -0.0081(9) -0.0060(9) -0.0102(9) C12 0.0374(15) 0.0370(15) 0.0366(16) -0.0078(9) -0.0064(9) -0.0093(10) C13 0.034(3) 0.031(3) 0.035(3) -0.004(3) -0.001(3) -0.006(2) C14 0.014(2) 0.020(2) 0.022(3) -0.006(2) -0.003(2) -0.002(2) C15 0.018(3) 0.016(3) 0.024(3) -0.003(2) -0.005(2) -0.001(2) C16 0.015(2) 0.012(2) 0.022(2) -0.006(2) 0.001(2) 0.0015(19) C17 0.014(2) 0.017(2) 0.018(2) -0.003(2) -0.003(2) -0.0040(19) C18 0.017(2) 0.017(2) 0.018(2) -0.0047(19) -0.0035(18) -0.0035(18) C19 0.015(2) 0.018(2) 0.017(2) -0.0055(19) -0.0022(19) -0.0014(18) C20 0.026(2) 0.025(2) 0.019(2) -0.005(2) -0.004(2) 0.008(2) C21 0.032(3) 0.033(3) 0.015(2) -0.002(2) -0.003(2) 0.004(2) C22 0.028(2) 0.027(2) 0.022(2) -0.007(2) -0.001(2) 0.006(2) C23 0.018(2) 0.019(2) 0.025(2) -0.0049(19) -0.0038(19) -0.0014(18) C24 0.020(2) 0.026(2) 0.030(3) -0.007(2) -0.002(2) 0.000(2) C25 0.023(2) 0.021(2) 0.028(2) -0.002(2) -0.004(2) -0.0024(19) C26 0.020(2) 0.026(2) 0.030(2) -0.008(2) -0.004(2) -0.0020(19) C27 0.030(2) 0.020(2) 0.024(3) -0.004(2) -0.008(2) -0.001(2) C28 0.025(3) 0.024(3) 0.021(3) -0.006(2) -0.005(2) 0.005(2) N1 0.031(3) 0.015(2) 0.029(3) -0.007(2) 0.007(2) 0.000(2) N2 0.017(2) 0.015(2) 0.023(3) -0.008(2) 0.0006(19) 0.0001(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O2W 2.329(4) . ? Tb1 O11 2.353(3) 1_455 ? Tb1 O6 2.366(3) . ? Tb1 O4 2.371(4) 2_666 ? Tb1 O1W 2.390(4) . ? Tb1 O8 2.393(3) . ? Tb1 O1 2.407(4) . ? Tb1 O2 2.513(3) . ? Tb1 C1 2.804(6) . ? Tb2 O14 2.304(4) 2_766 ? Tb2 O3 2.343(3) 2_766 ? Tb2 O3W 2.387(4) . ? Tb2 O9 2.389(3) . ? Tb2 O10 2.409(4) . ? Tb2 O7 2.423(3) . ? Tb2 O13 2.441(4) 2_856 ? Tb2 O12 2.519(3) 2_856 ? Tb2 C17 2.852(5) 2_856 ? O1 C1 1.261(6) . ? O2 C1 1.266(7) . ? O3 C2 1.264(6) . ? O3 Tb2 2.343(3) 2_766 ? O4 C2 1.241(7) . ? O4 Tb1 2.371(4) 2_666 ? O5 C13 1.268(7) . ? O6 C14 1.267(6) . ? O7 C14 1.232(6) . ? O8 C15 1.237(6) . ? O9 C15 1.267(6) . ? O10 C16 1.234(6) . ? O11 C16 1.258(6) . ? O11 Tb1 2.353(3) 1_655 ? O12 C17 1.261(6) . ? O12 Tb2 2.519(3) 2_856 ? O13 C17 1.275(6) . ? O13 Tb2 2.441(4) 2_856 ? O14 C28 1.283(6) . ? O14 Tb2 2.304(4) 2_766 ? C1 C4 1.503(8) . ? C2 C3 1.512(7) . ? C3 C8 1.378(8) . ? C3 C4 1.406(7) . ? C4 C5 1.387(8) . ? C5 C6 1.404(9) . ? C6 C7 1.391(9) . ? C7 C8 1.386(9) . ? C8 N1 1.447(7) . ? C9 C10 1.366(8) . ? C9 C13 1.414(9) . ? C10 N1 1.326(7) . ? C11 C12 1.340(8) . ? C11 N1 1.365(8) . ? C12 C13 1.420(8) . ? C14 C15 1.537(8) . ? C16 C18 1.513(7) . ? C17 C19 1.504(7) . ? C17 Tb2 2.852(5) 2_856 ? C18 C23 1.400(7) . ? C18 C19 1.409(7) . ? C19 C20 1.389(7) . ? C20 C21 1.388(7) . ? C21 C22 1.387(8) . ? C22 C23 1.366(8) . ? C23 N2 1.462(6) . ? C24 C25 1.365(7) . ? C24 C28 1.427(7) . ? C25 N2 1.357(6) . ? C26 C27 1.359(7) . ? C26 N2 1.360(6) . ? C27 C28 1.411(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 O2W Tb1 O11 90.79(13) . 1_455 ? O2W Tb1 O6 102.34(14) . . ? O11 Tb1 O6 151.81(12) 1_455 . ? O2W Tb1 O4 156.55(13) . 2_666 ? O11 Tb1 O4 98.86(13) 1_455 2_666 ? O6 Tb1 O4 78.84(14) . 2_666 ? O2W Tb1 O1W 80.15(13) . . ? O11 Tb1 O1W 72.93(12) 1_455 . ? O6 Tb1 O1W 133.49(12) . . ? O4 Tb1 O1W 82.34(13) 2_666 . ? O2W Tb1 O8 78.69(13) . . ? O11 Tb1 O8 140.20(13) 1_455 . ? O6 Tb1 O8 67.59(12) . . ? O4 Tb1 O8 80.27(14) 2_666 . ? O1W Tb1 O8 67.50(12) . . ? O2W Tb1 O1 69.37(13) . . ? O11 Tb1 O1 84.90(14) 1_455 . ? O6 Tb1 O1 76.81(13) . . ? O4 Tb1 O1 132.48(13) 2_666 . ? O1W Tb1 O1 141.91(13) . . ? O8 Tb1 O1 124.96(14) . . ? O2W Tb1 O2 122.13(13) . . ? O11 Tb1 O2 77.26(12) 1_455 . ? O6 Tb1 O2 74.63(11) . . ? O4 Tb1 O2 81.01(12) 2_666 . ? O1W Tb1 O2 142.95(13) . . ? O8 Tb1 O2 140.32(11) . . ? O1 Tb1 O2 53.43(12) . . ? O2W Tb1 C1 95.50(15) . . ? O11 Tb1 C1 78.95(14) 1_455 . ? O6 Tb1 C1 75.08(13) . . ? O4 Tb1 C1 107.27(15) 2_666 . ? O1W Tb1 C1 151.43(13) . . ? O8 Tb1 C1 139.73(15) . . ? O1 Tb1 C1 26.64(14) . . ? O2 Tb1 C1 26.84(14) . . ? O14 Tb2 O3 91.65(14) 2_766 2_766 ? O14 Tb2 O3W 84.03(15) 2_766 . ? O3 Tb2 O3W 72.41(13) 2_766 . ? O14 Tb2 O9 90.57(14) 2_766 . ? O3 Tb2 O9 151.60(13) 2_766 . ? O3W Tb2 O9 135.95(12) . . ? O14 Tb2 O10 145.26(12) 2_766 . ? O3 Tb2 O10 116.96(14) 2_766 . ? O3W Tb2 O10 86.34(13) . . ? O9 Tb2 O10 73.72(13) . . ? O14 Tb2 O7 74.72(13) 2_766 . ? O3 Tb2 O7 139.89(12) 2_766 . ? O3W Tb2 O7 68.81(12) . . ? O9 Tb2 O7 67.60(11) . . ? O10 Tb2 O7 70.67(12) . . ? O14 Tb2 O13 80.80(13) 2_766 2_856 ? O3 Tb2 O13 79.42(13) 2_766 2_856 ? O3W Tb2 O13 147.47(12) . 2_856 ? O9 Tb2 O13 73.00(12) . 2_856 ? O10 Tb2 O13 121.55(12) . 2_856 ? O7 Tb2 O13 132.77(12) . 2_856 ? O14 Tb2 O12 133.43(13) 2_766 2_856 ? O3 Tb2 O12 80.43(12) 2_766 2_856 ? O3W Tb2 O12 134.43(13) . 2_856 ? O9 Tb2 O12 77.57(11) . 2_856 ? O10 Tb2 O12 74.14(11) . 2_856 ? O7 Tb2 O12 135.81(11) . 2_856 ? O13 Tb2 O12 52.64(11) 2_856 2_856 ? O14 Tb2 C17 107.21(15) 2_766 2_856 ? O3 Tb2 C17 78.09(13) 2_766 2_856 ? O3W Tb2 C17 148.75(13) . 2_856 ? O9 Tb2 C17 74.22(12) . 2_856 ? O10 Tb2 C17 98.19(13) . 2_856 ? O7 Tb2 C17 141.81(12) . 2_856 ? O13 Tb2 C17 26.43(13) 2_856 2_856 ? O12 Tb2 C17 26.22(13) 2_856 2_856 ? C1 O1 Tb1 94.5(4) . . ? C1 O2 Tb1 89.5(3) . . ? C2 O3 Tb2 161.9(4) . 2_766 ? C2 O4 Tb1 127.2(3) . 2_666 ? C14 O6 Tb1 120.5(3) . . ? C14 O7 Tb2 118.5(3) . . ? C15 O8 Tb1 119.1(3) . . ? C15 O9 Tb2 119.5(3) . . ? C16 O10 Tb2 110.8(3) . . ? C16 O11 Tb1 156.3(4) . 1_655 ? C17 O12 Tb2 91.8(3) . 2_856 ? C17 O13 Tb2 95.1(3) . 2_856 ? C28 O14 Tb2 147.6(4) . 2_766 ? O1 C1 O2 122.3(5) . . ? O1 C1 C4 117.6(5) . . ? O2 C1 C4 119.9(5) . . ? O1 C1 Tb1 58.8(3) . . ? O2 C1 Tb1 63.7(3) . . ? C4 C1 Tb1 171.3(4) . . ? O4 C2 O3 125.7(5) . . ? O4 C2 C3 119.2(4) . . ? O3 C2 C3 114.9(5) . . ? C8 C3 C4 117.9(5) . . ? C8 C3 C2 119.5(5) . . ? C4 C3 C2 122.4(5) . . ? C5 C4 C3 119.5(5) . . ? C5 C4 C1 116.9(5) . . ? C3 C4 C1 123.2(5) . . ? C4 C5 C6 122.1(6) . . ? C7 C6 C5 117.8(7) . . ? C6 C7 C8 119.8(7) . . ? C3 C8 C7 122.9(6) . . ? C3 C8 N1 119.4(5) . . ? C7 C8 N1 117.6(6) . . ? C10 C9 C13 121.5(6) . . ? N1 C10 C9 121.9(6) . . ? C12 C11 N1 122.3(6) . . ? C11 C12 C13 121.3(6) . . ? O5 C13 C9 122.4(6) . . ? O5 C13 C12 123.3(6) . . ? C9 C13 C12 114.2(6) . . ? O7 C14 O6 126.8(5) . . ? O7 C14 C15 118.1(4) . . ? O6 C14 C15 115.0(4) . . ? O8 C15 O9 126.2(5) . . ? O8 C15 C14 117.7(4) . . ? O9 C15 C14 116.2(4) . . ? O10 C16 O11 122.7(5) . . ? O10 C16 C18 118.8(4) . . ? O11 C16 C18 118.2(5) . . ? O12 C17 O13 120.4(5) . . ? O12 C17 C19 120.8(4) . . ? O13 C17 C19 118.6(5) . . ? O12 C17 Tb2 62.0(3) . 2_856 ? O13 C17 Tb2 58.5(3) . 2_856 ? C19 C17 Tb2 173.5(3) . 2_856 ? C23 C18 C19 117.7(5) . . ? C23 C18 C16 118.4(4) . . ? C19 C18 C16 123.9(4) . . ? C20 C19 C18 119.4(5) . . ? C20 C19 C17 117.5(4) . . ? C18 C19 C17 122.5(5) . . ? C21 C20 C19 121.9(5) . . ? C20 C21 C22 118.1(5) . . ? C23 C22 C21 120.9(5) . . ? C22 C23 C18 121.7(5) . . ? C22 C23 N2 116.9(5) . . ? C18 C23 N2 121.3(5) . . ? C25 C24 C28 120.7(5) . . ? N2 C25 C24 121.9(5) . . ? C27 C26 N2 121.8(5) . . ? C26 C27 C28 121.4(5) . . ? O14 C28 C27 123.3(5) . . ? O14 C28 C24 121.4(5) . . ? C27 C28 C24 115.3(5) . . ? C10 N1 C11 118.6(5) . . ? C10 N1 C8 121.3(5) . . ? C11 N1 C8 120.1(5) . . ? C25 N2 C26 118.8(4) . . ? C25 N2 C23 118.7(4) . . ? C26 N2 C23 122.1(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 O2W Tb1 O1 C1 -168.2(3) . . . . ? O11 Tb1 O1 C1 -75.4(3) 1_455 . . . ? O6 Tb1 O1 C1 83.0(3) . . . . ? O4 Tb1 O1 C1 21.9(4) 2_666 . . . ? O1W Tb1 O1 C1 -129.2(3) . . . . ? O8 Tb1 O1 C1 133.0(3) . . . . ? O2 Tb1 O1 C1 2.5(3) . . . . ? O2W Tb1 O2 C1 7.9(4) . . . . ? O11 Tb1 O2 C1 90.7(3) 1_455 . . . ? O6 Tb1 O2 C1 -87.2(3) . . . . ? O4 Tb1 O2 C1 -168.0(3) 2_666 . . . ? O1W Tb1 O2 C1 127.6(3) . . . . ? O8 Tb1 O2 C1 -105.4(3) . . . . ? O1 Tb1 O2 C1 -2.4(3) . . . . ? O2W Tb1 O6 C14 75.2(4) . . . . ? O11 Tb1 O6 C14 -168.9(4) 1_455 . . . ? O4 Tb1 O6 C14 -80.9(4) 2_666 . . . ? O1W Tb1 O6 C14 -12.9(5) . . . . ? O8 Tb1 O6 C14 3.1(4) . . . . ? O1 Tb1 O6 C14 140.2(4) . . . . ? O2 Tb1 O6 C14 -164.5(4) . . . . ? C1 Tb1 O6 C14 167.6(4) . . . . ? O14 Tb2 O7 C14 98.8(4) 2_766 . . . ? O3 Tb2 O7 C14 172.7(4) 2_766 . . . ? O3W Tb2 O7 C14 -171.7(4) . . . . ? O9 Tb2 O7 C14 1.7(4) . . . . ? O10 Tb2 O7 C14 -78.1(4) . . . . ? O13 Tb2 O7 C14 37.4(4) 2_856 . . . ? O12 Tb2 O7 C14 -39.0(5) 2_856 . . . ? C17 Tb2 O7 C14 0.3(5) 2_856 . . . ? O2W Tb1 O8 C15 -111.9(4) . . . . ? O11 Tb1 O8 C15 170.7(4) 1_455 . . . ? O6 Tb1 O8 C15 -3.4(4) . . . . ? O4 Tb1 O8 C15 78.5(4) 2_666 . . . ? O1W Tb1 O8 C15 164.2(4) . . . . ? O1 Tb1 O8 C15 -57.2(4) . . . . ? O2 Tb1 O8 C15 15.6(5) . . . . ? C1 Tb1 O8 C15 -26.8(5) . . . . ? O14 Tb2 O9 C15 -73.8(4) 2_766 . . . ? O3 Tb2 O9 C15 -168.3(4) 2_766 . . . ? O3W Tb2 O9 C15 8.2(5) . . . . ? O10 Tb2 O9 C15 74.8(4) . . . . ? O7 Tb2 O9 C15 -0.6(4) . . . . ? O13 Tb2 O9 C15 -154.0(4) 2_856 . . . ? O12 Tb2 O9 C15 151.6(4) 2_856 . . . ? C17 Tb2 O9 C15 178.5(4) 2_856 . . . ? O14 Tb2 O10 C16 -130.2(3) 2_766 . . . ? O3 Tb2 O10 C16 12.0(4) 2_766 . . . ? O3W Tb2 O10 C16 -56.1(3) . . . . ? O9 Tb2 O10 C16 163.6(4) . . . . ? O7 Tb2 O10 C16 -125.0(4) . . . . ? O13 Tb2 O10 C16 106.1(3) 2_856 . . . ? O12 Tb2 O10 C16 82.2(3) 2_856 . . . ? C17 Tb2 O10 C16 92.8(3) 2_856 . . . ? Tb1 O1 C1 O2 -4.6(6) . . . . ? Tb1 O1 C1 C4 170.9(4) . . . . ? Tb1 O2 C1 O1 4.4(5) . . . . ? Tb1 O2 C1 C4 -171.0(4) . . . . ? O2W Tb1 C1 O1 11.1(3) . . . . ? O11 Tb1 C1 O1 100.8(3) 1_455 . . . ? O6 Tb1 C1 O1 -90.3(3) . . . . ? O4 Tb1 C1 O1 -163.3(3) 2_666 . . . ? O1W Tb1 C1 O1 90.5(4) . . . . ? O8 Tb1 C1 O1 -67.9(4) . . . . ? O2 Tb1 C1 O1 -175.6(5) . . . . ? O2W Tb1 C1 O2 -173.3(3) . . . . ? O11 Tb1 C1 O2 -83.6(3) 1_455 . . . ? O6 Tb1 C1 O2 85.4(3) . . . . ? O4 Tb1 C1 O2 12.4(3) 2_666 . . . ? O1W Tb1 C1 O2 -93.8(4) . . . . ? O8 Tb1 C1 O2 107.7(3) . . . . ? O1 Tb1 C1 O2 175.6(5) . . . . ? Tb1 O4 C2 O3 4.9(8) 2_666 . . . ? Tb1 O4 C2 C3 179.6(3) 2_666 . . . ? Tb2 O3 C2 O4 -73.4(14) 2_766 . . . ? Tb2 O3 C2 C3 111.7(12) 2_766 . . . ? O4 C2 C3 C8 -82.6(7) . . . . ? O3 C2 C3 C8 92.6(6) . . . . ? O4 C2 C3 C4 102.2(6) . . . . ? O3 C2 C3 C4 -82.6(7) . . . . ? C8 C3 C4 C5 -2.9(8) . . . . ? C2 C3 C4 C5 172.4(5) . . . . ? C8 C3 C4 C1 170.1(5) . . . . ? C2 C3 C4 C1 -14.7(8) . . . . ? O1 C1 C4 C5 -11.9(8) . . . . ? O2 C1 C4 C5 163.7(5) . . . . ? O1 C1 C4 C3 174.9(5) . . . . ? O2 C1 C4 C3 -9.4(8) . . . . ? C3 C4 C5 C6 1.9(10) . . . . ? C1 C4 C5 C6 -171.5(6) . . . . ? C4 C5 C6 C7 0.1(11) . . . . ? C5 C6 C7 C8 -1.1(11) . . . . ? C4 C3 C8 C7 1.9(9) . . . . ? C2 C3 C8 C7 -173.5(6) . . . . ? C4 C3 C8 N1 -174.2(5) . . . . ? C2 C3 C8 N1 10.4(8) . . . . ? C6 C7 C8 C3 0.1(11) . . . . ? C6 C7 C8 N1 176.3(6) . . . . ? C13 C9 C10 N1 -2.0(11) . . . . ? N1 C11 C12 C13 0.6(10) . . . . ? C10 C9 C13 O5 -177.3(6) . . . . ? C10 C9 C13 C12 2.9(10) . . . . ? C11 C12 C13 O5 178.0(6) . . . . ? C11 C12 C13 C9 -2.2(9) . . . . ? Tb2 O7 C14 O6 -178.9(4) . . . . ? Tb2 O7 C14 C15 -2.5(6) . . . . ? Tb1 O6 C14 O7 173.9(4) . . . . ? Tb1 O6 C14 C15 -2.6(6) . . . . ? Tb1 O8 C15 O9 -175.8(4) . . . . ? Tb1 O8 C15 C14 3.4(6) . . . . ? Tb2 O9 C15 O8 178.9(4) . . . . ? Tb2 O9 C15 C14 -0.3(6) . . . . ? O7 C14 C15 O8 -177.4(5) . . . . ? O6 C14 C15 O8 -0.6(8) . . . . ? O7 C14 C15 O9 1.9(8) . . . . ? O6 C14 C15 O9 178.7(5) . . . . ? Tb2 O10 C16 O11 -5.5(6) . . . . ? Tb2 O10 C16 C18 169.1(3) . . . . ? Tb1 O11 C16 O10 -155.0(6) 1_655 . . . ? Tb1 O11 C16 C18 30.4(11) 1_655 . . . ? Tb2 O12 C17 O13 2.6(5) 2_856 . . . ? Tb2 O12 C17 C19 -173.3(4) 2_856 . . . ? Tb2 O13 C17 O12 -2.7(5) 2_856 . . . ? Tb2 O13 C17 C19 173.3(4) 2_856 . . . ? O10 C16 C18 C23 -68.8(7) . . . . ? O11 C16 C18 C23 106.0(6) . . . . ? O10 C16 C18 C19 111.0(6) . . . . ? O11 C16 C18 C19 -74.2(7) . . . . ? C23 C18 C19 C20 -4.9(7) . . . . ? C16 C18 C19 C20 175.3(5) . . . . ? C23 C18 C19 C17 166.4(5) . . . . ? C16 C18 C19 C17 -13.4(8) . . . . ? O12 C17 C19 C20 166.7(5) . . . . ? O13 C17 C19 C20 -9.3(7) . . . . ? O12 C17 C19 C18 -4.8(7) . . . . ? O13 C17 C19 C18 179.2(4) . . . . ? C18 C19 C20 C21 1.7(9) . . . . ? C17 C19 C20 C21 -170.0(5) . . . . ? C19 C20 C21 C22 1.3(9) . . . . ? C20 C21 C22 C23 -1.0(9) . . . . ? C21 C22 C23 C18 -2.4(9) . . . . ? C21 C22 C23 N2 174.9(5) . . . . ? C19 C18 C23 C22 5.3(8) . . . . ? C16 C18 C23 C22 -174.9(5) . . . . ? C19 C18 C23 N2 -171.9(4) . . . . ? C16 C18 C23 N2 7.9(7) . . . . ? C28 C24 C25 N2 0.1(9) . . . . ? N2 C26 C27 C28 1.2(9) . . . . ? Tb2 O14 C28 C27 66.8(10) 2_766 . . . ? Tb2 O14 C28 C24 -112.4(7) 2_766 . . . ? C26 C27 C28 O14 177.4(6) . . . . ? C26 C27 C28 C24 -3.4(9) . . . . ? C25 C24 C28 O14 -178.0(6) . . . . ? C25 C24 C28 C27 2.7(9) . . . . ? C9 C10 N1 C11 0.2(10) . . . . ? C9 C10 N1 C8 -179.5(6) . . . . ? C12 C11 N1 C10 0.5(9) . . . . ? C12 C11 N1 C8 -179.7(6) . . . . ? C3 C8 N1 C10 -88.8(8) . . . . ? C7 C8 N1 C10 94.8(7) . . . . ? C3 C8 N1 C11 91.4(7) . . . . ? C7 C8 N1 C11 -85.0(8) . . . . ? C24 C25 N2 C26 -2.4(9) . . . . ? C24 C25 N2 C23 169.6(5) . . . . ? C27 C26 N2 C25 1.8(8) . . . . ? C27 C26 N2 C23 -169.9(5) . . . . ? C22 C23 N2 C25 -65.4(7) . . . . ? C18 C23 N2 C25 112.0(6) . . . . ? C22 C23 N2 C26 106.4(6) . . . . ? C18 C23 N2 C26 -76.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.797 _refine_diff_density_min -0.960 _refine_diff_density_rms 0.141 _database_code_depnum_ccdc_archive 'CCDC 913800' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '9.cif' data_9 #TrackingRef '9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Dy2 N2 O17' _chemical_formula_sum 'C28 H20 Dy2 N2 O17' _chemical_formula_weight 981.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2230(4) _cell_length_b 12.1165(5) _cell_length_c 12.9755(5) _cell_angle_alpha 74.697(3) _cell_angle_beta 76.106(3) _cell_angle_gamma 71.311(4) _cell_volume 1447.07(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4965 _cell_measurement_theta_min 2.9070 _cell_measurement_theta_max 29.1249 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 940 _exptl_absorpt_coefficient_mu 5.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.82590 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS(Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10879 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0574 _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 -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5091 _reflns_number_gt 4205 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0185P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5091 _refine_ls_number_parameters 442 _refine_ls_number_restraints 558 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0642 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.009 _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 0.19380(3) 0.72201(2) 0.54879(2) 0.01512(8) Uani 1 1 d . . . Dy2 Dy 0.79418(3) 0.77893(2) 0.39698(2) 0.01445(8) Uani 1 1 d . . . O1 O 0.1846(4) 0.8552(3) 0.3807(3) 0.0255(10) Uani 1 1 d . . . O2 O 0.0021(4) 0.8326(3) 0.3292(3) 0.0276(10) Uani 1 1 d . . . O3 O -0.0415(4) 1.0927(3) 0.3875(3) 0.0206(9) Uani 1 1 d . . . O4 O -0.1348(4) 1.2483(3) 0.2689(3) 0.0301(10) Uani 1 1 d . . . O5 O 0.5810(5) 0.4842(4) 0.1808(4) 0.0400(12) Uani 1 1 d . . . O6 O 0.3495(4) 0.8274(3) 0.5544(3) 0.0209(9) Uani 1 1 d . . . O7 O 0.5639(4) 0.8526(3) 0.4969(3) 0.0207(9) Uani 1 1 d . . . O8 O 0.4256(4) 0.6430(3) 0.4587(3) 0.0265(10) Uani 1 1 d . . . O9 O 0.6407(4) 0.6649(3) 0.4029(3) 0.0203(9) Uani 1 1 d . . . O10 O 0.9616(4) 0.5791(3) 0.3813(3) 0.0157(8) Uani 1 1 d . . . O11 O 0.8775(4) 0.6905(3) 0.2358(3) 0.0213(9) Uani 1 1 d . . . O12 O 1.0298(4) 0.3020(3) 0.4216(3) 0.0244(10) Uani 1 1 d . . . O13 O 1.2248(4) 0.3412(3) 0.4245(3) 0.0195(9) Uani 1 1 d . . . O14 O 1.6782(4) -0.0677(3) 0.2763(3) 0.0325(11) Uani 1 1 d . . . O1W O 0.2028(4) 0.5860(3) 0.4421(3) 0.0267(10) Uani 1 1 d . . . H1WA H 0.1209 0.5796 0.4478 0.040 Uiso 1 1 d R . . H1WB H 0.2566 0.5184 0.4649 0.040 Uiso 1 1 d R . . O2W O 0.2667(4) 0.5437(3) 0.6681(3) 0.0307(11) Uani 1 1 d . . . H2WA H 0.2868 0.4864 0.6357 0.046 Uiso 1 1 d R . . H2WB H 0.3389 0.5433 0.6900 0.046 Uiso 1 1 d R . . O3W O 0.7894(4) 0.9314(3) 0.4830(3) 0.0293(10) Uani 1 1 d . . . H3WA H 0.7051 0.9639 0.5085 0.044 Uiso 1 1 d R . . H3WB H 0.8241 0.9834 0.4368 0.044 Uiso 1 1 d R . . C1 C 0.0998(6) 0.8797(5) 0.3172(5) 0.0212(12) Uani 1 1 d U . . C2 C -0.0544(6) 1.1447(5) 0.2901(5) 0.0201(12) Uani 1 1 d U . . C3 C 0.1162(6) 0.9696(5) 0.2122(4) 0.0213(11) Uani 1 1 d U . . C4 C 0.0334(6) 1.0882(5) 0.1980(5) 0.0226(12) Uani 1 1 d U . . C5 C 0.0425(7) 1.1620(6) 0.0948(5) 0.0391(16) Uani 1 1 d U . . H5 H -0.0148 1.2397 0.0848 0.047 Uiso 1 1 calc R . . C6 C 0.1351(8) 1.1210(6) 0.0081(6) 0.0528(18) Uani 1 1 d U . . H6 H 0.1399 1.1707 -0.0601 0.063 Uiso 1 1 calc R . . C7 C 0.2216(8) 1.0052(6) 0.0228(5) 0.0463(16) Uani 1 1 d U . . H7 H 0.2859 0.9772 -0.0350 0.056 Uiso 1 1 calc R . . C8 C 0.2109(7) 0.9322(5) 0.1243(5) 0.0321(13) Uani 1 1 d U . . C9 C 0.5312(7) 0.6903(5) 0.1718(5) 0.0330(14) Uani 1 1 d U . . H9 H 0.6193 0.6839 0.1848 0.040 Uiso 1 1 calc R . . C10 C 0.4377(7) 0.7971(6) 0.1578(5) 0.0336(13) Uani 1 1 d U . . H10 H 0.4631 0.8626 0.1623 0.040 Uiso 1 1 calc R . . C11 C 0.2713(7) 0.7209(6) 0.1304(6) 0.0424(15) Uani 1 1 d U . . H11 H 0.1824 0.7315 0.1167 0.051 Uiso 1 1 calc R . . C12 C 0.3628(8) 0.6100(6) 0.1432(6) 0.0466(16) Uani 1 1 d U . . H12 H 0.3351 0.5469 0.1357 0.056 Uiso 1 1 calc R . . C13 C 0.4985(7) 0.5868(5) 0.1674(5) 0.0295(14) Uani 1 1 d U . . C14 C 0.4737(6) 0.8005(5) 0.5077(4) 0.0160(12) Uani 1 1 d U . . C15 C 0.5175(6) 0.6924(5) 0.4512(4) 0.0155(12) Uani 1 1 d U . . C16 C 0.9573(6) 0.5962(5) 0.2812(5) 0.0165(11) Uani 1 1 d U . . C17 C 1.1304(6) 0.3474(5) 0.3770(4) 0.0148(11) Uani 1 1 d U . . C18 C 1.1425(6) 0.4006(5) 0.2576(4) 0.0156(11) Uani 1 1 d U . . C19 C 1.0538(6) 0.5098(5) 0.2137(4) 0.0164(11) Uani 1 1 d U . . C20 C 1.0657(6) 0.5470(5) 0.1015(4) 0.0229(12) Uani 1 1 d U . . H20 H 1.0051 0.6182 0.0729 0.027 Uiso 1 1 calc R . . C21 C 1.1650(6) 0.4813(5) 0.0315(5) 0.0287(13) Uani 1 1 d U . . H21 H 1.1696 0.5064 -0.0432 0.034 Uiso 1 1 calc R . . C22 C 1.2571(6) 0.3778(5) 0.0749(5) 0.0254(12) Uani 1 1 d U . . H22 H 1.3266 0.3338 0.0289 0.031 Uiso 1 1 calc R . . C23 C 1.2474(6) 0.3386(5) 0.1860(4) 0.0199(11) Uani 1 1 d U . . C24 C 1.4329(6) 0.0259(5) 0.2873(5) 0.0233(12) Uani 1 1 d U . . H24 H 1.4103 -0.0457 0.3169 0.028 Uiso 1 1 calc R . . C25 C 1.3303(6) 0.1257(5) 0.2680(4) 0.0207(11) Uani 1 1 d U . . H25 H 1.2380 0.1215 0.2855 0.025 Uiso 1 1 calc R . . C26 C 1.4906(6) 0.2394(5) 0.2019(5) 0.0223(12) Uani 1 1 d U . . H26 H 1.5090 0.3128 0.1731 0.027 Uiso 1 1 calc R . . C27 C 1.5990(6) 0.1412(5) 0.2211(5) 0.0237(12) Uani 1 1 d U . . H27 H 1.6897 0.1488 0.2062 0.028 Uiso 1 1 calc R . . C28 C 1.5761(6) 0.0263(5) 0.2638(4) 0.0224(13) Uani 1 1 d U . . N1 N 0.3085(5) 0.8146(4) 0.1374(4) 0.0267(12) Uani 1 1 d . . . N2 N 1.3559(5) 0.2337(4) 0.2236(4) 0.0157(10) 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 Dy1 0.01230(15) 0.01229(15) 0.01864(16) -0.00312(12) -0.00019(12) -0.00229(12) Dy2 0.01108(14) 0.01104(15) 0.01805(16) -0.00257(12) 0.00049(11) -0.00121(11) O1 0.030(2) 0.023(2) 0.019(2) 0.0011(19) -0.009(2) -0.002(2) O2 0.019(2) 0.022(2) 0.039(3) -0.005(2) 0.003(2) -0.009(2) O3 0.023(2) 0.016(2) 0.020(2) -0.0076(18) -0.0010(19) 0.0003(18) O4 0.032(3) 0.019(2) 0.029(3) -0.008(2) -0.003(2) 0.008(2) O5 0.039(3) 0.017(2) 0.060(3) -0.010(2) -0.019(3) 0.006(2) O6 0.013(2) 0.026(2) 0.026(2) -0.0140(19) 0.0003(18) -0.0035(19) O7 0.014(2) 0.021(2) 0.028(2) -0.0116(18) 0.0016(18) -0.0061(19) O8 0.019(2) 0.026(2) 0.041(3) -0.021(2) 0.005(2) -0.009(2) O9 0.011(2) 0.020(2) 0.033(2) -0.0145(19) 0.0001(18) -0.0033(18) O10 0.018(2) 0.011(2) 0.015(2) -0.0040(17) -0.0030(17) 0.0014(17) O11 0.019(2) 0.015(2) 0.020(2) -0.0007(18) -0.0032(18) 0.0067(18) O12 0.018(2) 0.014(2) 0.033(3) -0.0037(19) 0.0066(19) -0.0036(18) O13 0.018(2) 0.021(2) 0.017(2) -0.0021(18) -0.0062(18) -0.0015(18) O14 0.031(3) 0.021(2) 0.029(3) 0.001(2) -0.006(2) 0.011(2) O1W 0.018(2) 0.022(2) 0.042(3) -0.008(2) -0.014(2) -0.0005(19) O2W 0.039(3) 0.017(2) 0.034(3) -0.010(2) -0.012(2) 0.003(2) O3W 0.022(2) 0.019(2) 0.046(3) -0.014(2) 0.005(2) -0.006(2) C1 0.022(3) 0.014(2) 0.023(3) -0.006(2) 0.005(2) -0.003(2) C2 0.019(3) 0.018(3) 0.021(3) -0.001(2) 0.001(2) -0.008(2) C3 0.024(2) 0.019(2) 0.019(2) -0.004(2) 0.000(2) -0.007(2) C4 0.027(3) 0.015(2) 0.021(3) -0.003(2) 0.000(2) -0.003(2) C5 0.046(3) 0.024(3) 0.023(3) 0.005(2) 0.005(3) 0.008(3) C6 0.059(3) 0.037(3) 0.027(3) 0.007(3) 0.010(3) 0.012(3) C7 0.050(3) 0.031(3) 0.031(3) -0.003(2) 0.011(3) 0.010(3) C8 0.035(3) 0.021(2) 0.029(2) -0.004(2) 0.002(2) 0.002(2) C9 0.031(3) 0.029(3) 0.039(3) -0.012(3) -0.008(3) -0.002(2) C10 0.038(3) 0.023(3) 0.039(3) -0.011(2) -0.006(2) -0.002(2) C11 0.031(3) 0.028(3) 0.059(3) -0.003(3) -0.006(3) -0.001(2) C12 0.038(3) 0.023(3) 0.077(4) -0.008(3) -0.014(3) -0.005(3) C13 0.030(3) 0.022(3) 0.037(3) -0.006(3) -0.005(3) -0.009(3) C14 0.013(3) 0.014(3) 0.019(3) -0.005(2) -0.007(2) 0.003(2) C15 0.010(3) 0.013(3) 0.023(3) -0.008(2) -0.002(2) 0.000(2) C16 0.014(2) 0.016(2) 0.019(3) -0.004(2) 0.002(2) -0.006(2) C17 0.0148(17) 0.0119(17) 0.0161(18) -0.0047(14) 0.0000(15) -0.0020(14) C18 0.017(2) 0.015(2) 0.016(2) -0.0039(19) -0.002(2) -0.004(2) C19 0.014(2) 0.017(2) 0.015(2) -0.003(2) -0.002(2) -0.001(2) C20 0.021(3) 0.024(3) 0.018(3) -0.004(2) -0.004(2) 0.001(2) C21 0.026(3) 0.029(3) 0.019(3) -0.004(2) -0.002(2) 0.006(2) C22 0.025(2) 0.027(3) 0.019(2) -0.011(2) -0.002(2) 0.003(2) C23 0.018(2) 0.019(2) 0.020(2) -0.008(2) -0.002(2) 0.002(2) C24 0.028(3) 0.016(3) 0.025(3) -0.005(2) -0.006(2) -0.003(2) C25 0.018(2) 0.020(2) 0.024(2) -0.006(2) -0.003(2) -0.004(2) C26 0.020(2) 0.018(2) 0.025(3) -0.005(2) -0.002(2) -0.002(2) C27 0.018(3) 0.024(3) 0.025(3) -0.006(2) -0.004(2) -0.001(2) C28 0.025(3) 0.022(3) 0.014(3) -0.005(2) -0.003(2) 0.003(2) N1 0.027(3) 0.016(3) 0.028(3) -0.006(2) 0.010(2) -0.003(2) N2 0.013(2) 0.012(2) 0.019(3) -0.004(2) -0.006(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 Dy1 O2W 2.319(4) . ? Dy1 O12 2.324(4) 2_666 ? Dy1 O1 2.348(4) . ? Dy1 O6 2.362(3) . ? Dy1 O1W 2.385(4) . ? Dy1 O8 2.388(4) . ? Dy1 O4 2.391(4) 2_576 ? Dy1 O3 2.503(4) 2_576 ? Dy1 C2 2.808(6) 2_576 ? Dy2 O14 2.292(4) 1_465 ? Dy2 O2 2.324(4) 1_655 ? Dy2 O3W 2.381(4) . ? Dy2 O9 2.378(3) . ? Dy2 O13 2.389(3) 2_766 ? Dy2 O7 2.412(4) . ? Dy2 O11 2.447(4) . ? Dy2 O10 2.504(4) . ? Dy2 C16 2.850(6) . ? O1 C1 1.252(7) . ? O2 C1 1.262(6) . ? O2 Dy2 2.324(4) 1_455 ? O3 C2 1.273(6) . ? O3 Dy1 2.503(4) 2_576 ? O4 C2 1.262(7) . ? O4 Dy1 2.391(4) 2_576 ? O5 C13 1.253(7) . ? O6 C14 1.247(6) . ? O7 C14 1.237(6) . ? O8 C15 1.239(6) . ? O9 C15 1.246(6) . ? O10 C16 1.268(6) . ? O11 C16 1.264(6) . ? O12 C17 1.266(6) . ? O12 Dy1 2.324(4) 2_666 ? O13 C17 1.237(6) . ? O13 Dy2 2.389(3) 2_766 ? O14 C28 1.279(7) . ? O14 Dy2 2.292(4) 1_645 ? O1W H1WA 0.8499 . ? O1W H1WB 0.8500 . ? O2W H2WA 0.8501 . ? O2W H2WB 0.8500 . ? O3W H3WA 0.8500 . ? O3W H3WB 0.8500 . ? C1 C3 1.515(7) . ? C2 C4 1.491(8) . ? C2 Dy1 2.808(6) 2_576 ? C3 C8 1.380(8) . ? C3 C4 1.404(8) . ? C4 C5 1.401(8) . ? C5 C6 1.374(9) . ? C5 H5 0.9300 . ? C6 C7 1.390(9) . ? C6 H6 0.9300 . ? C7 C8 1.381(8) . ? C7 H7 0.9300 . ? C8 N1 1.448(8) . ? C9 C10 1.337(9) . ? C9 C13 1.416(8) . ? C9 H9 0.9300 . ? C10 N1 1.349(8) . ? C10 H10 0.9300 . ? C11 N1 1.338(7) . ? C11 C12 1.364(9) . ? C11 H11 0.9300 . ? C12 C13 1.420(9) . ? C12 H12 0.9300 . ? C14 C15 1.559(7) . ? C16 C19 1.498(8) . ? C17 C18 1.505(7) . ? C18 C23 1.396(8) . ? C18 C19 1.407(7) . ? C19 C20 1.393(7) . ? C20 C21 1.383(8) . ? C20 H20 0.9300 . ? C21 C22 1.379(8) . ? C21 H21 0.9300 . ? C22 C23 1.384(8) . ? C22 H22 0.9300 . ? C23 N2 1.454(7) . ? C24 C25 1.334(8) . ? C24 C28 1.423(8) . ? C24 H24 0.9300 . ? C25 N2 1.364(6) . ? C25 H25 0.9300 . ? C26 C27 1.355(8) . ? C26 N2 1.358(7) . ? C26 H26 0.9300 . ? C27 C28 1.429(7) . ? C27 H27 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 O2W Dy1 O12 90.91(14) . 2_666 ? O2W Dy1 O1 156.82(15) . . ? O12 Dy1 O1 97.87(14) 2_666 . ? O2W Dy1 O6 102.36(14) . . ? O12 Dy1 O6 151.74(13) 2_666 . ? O1 Dy1 O6 79.62(13) . . ? O2W Dy1 O1W 80.32(13) . . ? O12 Dy1 O1W 72.76(13) 2_666 . ? O1 Dy1 O1W 81.89(13) . . ? O6 Dy1 O1W 133.65(13) . . ? O2W Dy1 O8 78.51(14) . . ? O12 Dy1 O8 140.02(13) 2_666 . ? O1 Dy1 O8 81.03(14) . . ? O6 Dy1 O8 67.84(12) . . ? O1W Dy1 O8 67.51(13) . . ? O2W Dy1 O4 69.55(14) . 2_576 ? O12 Dy1 O4 85.09(14) 2_666 2_576 ? O1 Dy1 O4 132.35(14) . 2_576 ? O6 Dy1 O4 76.61(13) . 2_576 ? O1W Dy1 O4 142.18(13) . 2_576 ? O8 Dy1 O4 124.97(14) . 2_576 ? O2W Dy1 O3 122.30(13) . 2_576 ? O12 Dy1 O3 77.19(12) 2_666 2_576 ? O1 Dy1 O3 80.69(13) . 2_576 ? O6 Dy1 O3 74.63(12) . 2_576 ? O1W Dy1 O3 142.59(13) . 2_576 ? O8 Dy1 O3 140.54(12) . 2_576 ? O4 Dy1 O3 53.45(13) 2_576 2_576 ? O2W Dy1 C2 95.55(15) . 2_576 ? O12 Dy1 C2 78.84(15) 2_666 2_576 ? O1 Dy1 C2 107.15(15) . 2_576 ? O6 Dy1 C2 75.16(14) . 2_576 ? O1W Dy1 C2 151.18(14) . 2_576 ? O8 Dy1 C2 140.01(15) . 2_576 ? O4 Dy1 C2 26.56(15) 2_576 2_576 ? O3 Dy1 C2 26.94(13) 2_576 2_576 ? O14 Dy2 O2 91.79(15) 1_465 1_655 ? O14 Dy2 O3W 84.78(14) 1_465 . ? O2 Dy2 O3W 72.01(14) 1_655 . ? O14 Dy2 O9 90.61(14) 1_465 . ? O2 Dy2 O9 151.70(14) 1_655 . ? O3W Dy2 O9 136.27(13) . . ? O14 Dy2 O13 145.50(14) 1_465 2_766 ? O2 Dy2 O13 116.40(13) 1_655 2_766 ? O3W Dy2 O13 85.62(13) . 2_766 ? O9 Dy2 O13 74.06(12) . 2_766 ? O14 Dy2 O7 74.68(14) 1_465 . ? O2 Dy2 O7 139.66(13) 1_655 . ? O3W Dy2 O7 69.07(13) . . ? O9 Dy2 O7 67.79(12) . . ? O13 Dy2 O7 70.94(13) 2_766 . ? O14 Dy2 O11 80.97(14) 1_465 . ? O2 Dy2 O11 79.43(13) 1_655 . ? O3W Dy2 O11 147.55(12) . . ? O9 Dy2 O11 73.13(12) . . ? O13 Dy2 O11 121.57(12) 2_766 . ? O7 Dy2 O11 133.10(12) . . ? O14 Dy2 O10 133.55(13) 1_465 . ? O2 Dy2 O10 79.98(13) 1_655 . ? O3W Dy2 O10 133.25(13) . . ? O9 Dy2 O10 78.01(12) . . ? O13 Dy2 O10 74.17(12) 2_766 . ? O7 Dy2 O10 136.30(11) . . ? O11 Dy2 O10 52.59(12) . . ? O14 Dy2 C16 107.15(16) 1_465 . ? O2 Dy2 C16 77.77(14) 1_655 . ? O3W Dy2 C16 147.86(14) . . ? O9 Dy2 C16 74.59(14) . . ? O13 Dy2 C16 98.44(14) 2_766 . ? O7 Dy2 C16 142.38(13) . . ? O11 Dy2 C16 26.21(14) . . ? O10 Dy2 C16 26.40(13) . . ? C1 O1 Dy1 129.0(3) . . ? C1 O2 Dy2 161.4(4) . 1_455 ? C2 O3 Dy1 90.0(3) . 2_576 ? C2 O4 Dy1 95.5(4) . 2_576 ? C14 O6 Dy1 120.5(3) . . ? C14 O7 Dy2 119.1(3) . . ? C15 O8 Dy1 119.5(3) . . ? C15 O9 Dy2 119.9(3) . . ? C16 O10 Dy2 92.2(3) . . ? C16 O11 Dy2 95.0(3) . . ? C17 O12 Dy1 157.5(4) . 2_666 ? C17 O13 Dy2 112.5(3) . 2_766 ? C28 O14 Dy2 146.5(4) . 1_645 ? Dy1 O1W H1WA 109.1 . . ? Dy1 O1W H1WB 109.3 . . ? H1WA O1W H1WB 109.5 . . ? Dy1 O2W H2WA 109.3 . . ? Dy1 O2W H2WB 109.2 . . ? H2WA O2W H2WB 109.5 . . ? Dy2 O3W H3WA 109.2 . . ? Dy2 O3W H3WB 109.4 . . ? H3WA O3W H3WB 109.5 . . ? O1 C1 O2 126.2(5) . . ? O1 C1 C3 119.1(5) . . ? O2 C1 C3 114.7(5) . . ? O4 C2 O3 120.8(5) . . ? O4 C2 C4 118.5(5) . . ? O3 C2 C4 120.6(5) . . ? O4 C2 Dy1 57.9(3) . 2_576 ? O3 C2 Dy1 63.0(3) . 2_576 ? C4 C2 Dy1 170.6(4) . 2_576 ? C8 C3 C4 118.2(5) . . ? C8 C3 C1 118.8(5) . . ? C4 C3 C1 122.9(5) . . ? C5 C4 C3 119.5(6) . . ? C5 C4 C2 117.1(5) . . ? C3 C4 C2 123.0(5) . . ? C6 C5 C4 120.8(6) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 119.8(6) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C8 C7 C6 119.2(6) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C7 C8 C3 122.4(6) . . ? C7 C8 N1 117.3(6) . . ? C3 C8 N1 120.2(5) . . ? C10 C9 C13 121.1(6) . . ? C10 C9 H9 119.4 . . ? C13 C9 H9 119.4 . . ? C9 C10 N1 123.4(6) . . ? C9 C10 H10 118.3 . . ? N1 C10 H10 118.3 . . ? N1 C11 C12 120.5(7) . . ? N1 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C13 122.8(6) . . ? C11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? O5 C13 C12 122.3(6) . . ? O5 C13 C9 124.2(6) . . ? C12 C13 C9 113.5(6) . . ? O7 C14 O6 127.8(5) . . ? O7 C14 C15 116.4(5) . . ? O6 C14 C15 115.7(5) . . ? O8 C15 O9 126.9(5) . . ? O8 C15 C14 116.4(5) . . ? O9 C15 C14 116.8(5) . . ? O11 C16 O10 120.1(5) . . ? O11 C16 C19 119.0(5) . . ? O10 C16 C19 120.7(5) . . ? O11 C16 Dy2 58.8(3) . . ? O10 C16 Dy2 61.4(3) . . ? C19 C16 Dy2 173.2(4) . . ? O13 C17 O12 123.2(5) . . ? O13 C17 C18 118.7(5) . . ? O12 C17 C18 117.8(5) . . ? C23 C18 C19 118.0(5) . . ? C23 C18 C17 118.5(5) . . ? C19 C18 C17 123.5(5) . . ? C20 C19 C18 119.3(5) . . ? C20 C19 C16 117.2(5) . . ? C18 C19 C16 123.1(5) . . ? C21 C20 C19 122.0(6) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C20 C21 C22 118.5(6) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? C23 C22 C21 120.7(6) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C22 C23 C18 121.3(5) . . ? C22 C23 N2 116.4(5) . . ? C18 C23 N2 122.2(5) . . ? C25 C24 C28 121.7(5) . . ? C25 C24 H24 119.1 . . ? C28 C24 H24 119.1 . . ? C24 C25 N2 122.3(5) . . ? C24 C25 H25 118.9 . . ? N2 C25 H25 118.9 . . ? C27 C26 N2 122.0(5) . . ? C27 C26 H26 119.0 . . ? N2 C26 H26 119.0 . . ? C26 C27 C28 121.0(5) . . ? C26 C27 H27 119.5 . . ? C28 C27 H27 119.5 . . ? O14 C28 C24 123.8(5) . . ? O14 C28 C27 121.5(5) . . ? C24 C28 C27 114.6(5) . . ? C11 N1 C10 118.7(6) . . ? C11 N1 C8 120.4(6) . . ? C10 N1 C8 120.9(5) . . ? C26 N2 C25 118.4(5) . . ? C26 N2 C23 119.0(4) . . ? C25 N2 C23 122.2(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 O2W Dy1 O1 C1 95.9(6) . . . . ? O12 Dy1 O1 C1 -15.5(5) 2_666 . . . ? O6 Dy1 O1 C1 -167.0(5) . . . . ? O1W Dy1 O1 C1 55.7(5) . . . . ? O8 Dy1 O1 C1 124.1(5) . . . . ? O4 Dy1 O1 C1 -106.0(5) 2_576 . . . ? O3 Dy1 O1 C1 -91.0(5) 2_576 . . . ? C2 Dy1 O1 C1 -96.2(5) 2_576 . . . ? O2W Dy1 O6 C14 74.6(4) . . . . ? O12 Dy1 O6 C14 -169.2(4) 2_666 . . . ? O1 Dy1 O6 C14 -81.8(4) . . . . ? O1W Dy1 O6 C14 -13.7(5) . . . . ? O8 Dy1 O6 C14 2.6(4) . . . . ? O4 Dy1 O6 C14 139.8(4) 2_576 . . . ? O3 Dy1 O6 C14 -164.9(4) 2_576 . . . ? C2 Dy1 O6 C14 167.1(4) 2_576 . . . ? O14 Dy2 O7 C14 98.1(4) 1_465 . . . ? O2 Dy2 O7 C14 172.3(4) 1_655 . . . ? O3W Dy2 O7 C14 -171.7(4) . . . . ? O9 Dy2 O7 C14 1.0(4) . . . . ? O13 Dy2 O7 C14 -79.1(4) 2_766 . . . ? O11 Dy2 O7 C14 36.7(4) . . . . ? O10 Dy2 O7 C14 -40.3(5) . . . . ? C16 Dy2 O7 C14 -0.3(5) . . . . ? O2W Dy1 O8 C15 -111.6(4) . . . . ? O12 Dy1 O8 C15 171.0(4) 2_666 . . . ? O1 Dy1 O8 C15 79.4(4) . . . . ? O6 Dy1 O8 C15 -3.0(4) . . . . ? O1W Dy1 O8 C15 164.3(4) . . . . ? O4 Dy1 O8 C15 -56.8(4) 2_576 . . . ? O3 Dy1 O8 C15 16.1(5) 2_576 . . . ? C2 Dy1 O8 C15 -26.7(5) 2_576 . . . ? O14 Dy2 O9 C15 -72.8(4) 1_465 . . . ? O2 Dy2 O9 C15 -167.7(4) 1_655 . . . ? O3W Dy2 O9 C15 10.3(5) . . . . ? O13 Dy2 O9 C15 75.9(4) 2_766 . . . ? O7 Dy2 O9 C15 0.4(4) . . . . ? O11 Dy2 O9 C15 -153.1(4) . . . . ? O10 Dy2 O9 C15 152.7(4) . . . . ? C16 Dy2 O9 C15 179.6(4) . . . . ? O14 Dy2 O10 C16 0.2(3) 1_465 . . . ? O2 Dy2 O10 C16 -82.6(3) 1_655 . . . ? O3W Dy2 O10 C16 -136.0(3) . . . . ? O9 Dy2 O10 C16 79.5(3) . . . . ? O13 Dy2 O10 C16 156.1(3) 2_766 . . . ? O7 Dy2 O10 C16 118.1(3) . . . . ? O11 Dy2 O10 C16 1.6(3) . . . . ? O14 Dy2 O11 C16 177.3(3) 1_465 . . . ? O2 Dy2 O11 C16 83.7(3) 1_655 . . . ? O3W Dy2 O11 C16 112.2(3) . . . . ? O9 Dy2 O11 C16 -89.3(3) . . . . ? O13 Dy2 O11 C16 -30.8(3) 2_766 . . . ? O7 Dy2 O11 C16 -123.7(3) . . . . ? O10 Dy2 O11 C16 -1.7(3) . . . . ? Dy1 O1 C1 O2 -3.1(9) . . . . ? Dy1 O1 C1 C3 -179.9(4) . . . . ? Dy2 O2 C1 O1 68.3(14) 1_455 . . . ? Dy2 O2 C1 C3 -114.8(11) 1_455 . . . ? Dy1 O4 C2 O3 5.3(5) 2_576 . . . ? Dy1 O4 C2 C4 -170.0(4) 2_576 . . . ? Dy1 O3 C2 O4 -5.1(5) 2_576 . . . ? Dy1 O3 C2 C4 170.1(4) 2_576 . . . ? O1 C1 C3 C8 82.8(7) . . . . ? O2 C1 C3 C8 -94.4(7) . . . . ? O1 C1 C3 C4 -101.0(7) . . . . ? O2 C1 C3 C4 81.8(7) . . . . ? C8 C3 C4 C5 4.2(9) . . . . ? C1 C3 C4 C5 -172.0(6) . . . . ? C8 C3 C4 C2 -169.3(5) . . . . ? C1 C3 C4 C2 14.5(9) . . . . ? O4 C2 C4 C5 12.6(8) . . . . ? O3 C2 C4 C5 -162.7(5) . . . . ? O4 C2 C4 C3 -173.8(5) . . . . ? O3 C2 C4 C3 10.9(8) . . . . ? C3 C4 C5 C6 -2.4(10) . . . . ? C2 C4 C5 C6 171.4(6) . . . . ? C4 C5 C6 C7 -0.4(12) . . . . ? C5 C6 C7 C8 1.3(12) . . . . ? C6 C7 C8 C3 0.6(11) . . . . ? C6 C7 C8 N1 -176.5(6) . . . . ? C4 C3 C8 C7 -3.4(10) . . . . ? C1 C3 C8 C7 173.0(6) . . . . ? C4 C3 C8 N1 173.7(5) . . . . ? C1 C3 C8 N1 -9.9(9) . . . . ? C13 C9 C10 N1 -0.8(11) . . . . ? N1 C11 C12 C13 1.9(12) . . . . ? C11 C12 C13 O5 178.8(7) . . . . ? C11 C12 C13 C9 -2.8(11) . . . . ? C10 C9 C13 O5 -179.4(7) . . . . ? C10 C9 C13 C12 2.2(10) . . . . ? Dy2 O7 C14 O6 -178.3(4) . . . . ? Dy2 O7 C14 C15 -1.9(6) . . . . ? Dy1 O6 C14 O7 174.3(4) . . . . ? Dy1 O6 C14 C15 -2.1(6) . . . . ? Dy1 O8 C15 O9 -176.7(4) . . . . ? Dy1 O8 C15 C14 3.1(6) . . . . ? Dy2 O9 C15 O8 178.3(4) . . . . ? Dy2 O9 C15 C14 -1.4(6) . . . . ? O7 C14 C15 O8 -177.5(5) . . . . ? O6 C14 C15 O8 -0.6(8) . . . . ? O7 C14 C15 O9 2.3(8) . . . . ? O6 C14 C15 O9 179.1(5) . . . . ? Dy2 O11 C16 O10 3.0(5) . . . . ? Dy2 O11 C16 C19 -172.6(4) . . . . ? Dy2 O10 C16 O11 -2.9(5) . . . . ? Dy2 O10 C16 C19 172.6(4) . . . . ? O14 Dy2 C16 O11 -2.8(3) 1_465 . . . ? O2 Dy2 C16 O11 -90.9(3) 1_655 . . . ? O3W Dy2 C16 O11 -111.0(4) . . . . ? O9 Dy2 C16 O11 83.0(3) . . . . ? O13 Dy2 C16 O11 153.8(3) 2_766 . . . ? O7 Dy2 C16 O11 84.2(4) . . . . ? O10 Dy2 C16 O11 177.0(5) . . . . ? O14 Dy2 C16 O10 -179.8(3) 1_465 . . . ? O2 Dy2 C16 O10 92.1(3) 1_655 . . . ? O3W Dy2 C16 O10 72.0(4) . . . . ? O9 Dy2 C16 O10 -94.0(3) . . . . ? O13 Dy2 C16 O10 -23.2(3) 2_766 . . . ? O7 Dy2 C16 O10 -92.9(3) . . . . ? O11 Dy2 C16 O10 -177.0(5) . . . . ? Dy2 O13 C17 O12 4.8(7) 2_766 . . . ? Dy2 O13 C17 C18 -168.9(4) 2_766 . . . ? Dy1 O12 C17 O13 154.3(7) 2_666 . . . ? Dy1 O12 C17 C18 -31.9(12) 2_666 . . . ? O13 C17 C18 C23 68.1(7) . . . . ? O12 C17 C18 C23 -105.9(6) . . . . ? O13 C17 C18 C19 -111.8(6) . . . . ? O12 C17 C18 C19 74.1(7) . . . . ? C23 C18 C19 C20 5.3(8) . . . . ? C17 C18 C19 C20 -174.8(5) . . . . ? C23 C18 C19 C16 -167.2(5) . . . . ? C17 C18 C19 C16 12.7(8) . . . . ? O11 C16 C19 C20 9.8(7) . . . . ? O10 C16 C19 C20 -165.8(5) . . . . ? O11 C16 C19 C18 -177.6(5) . . . . ? O10 C16 C19 C18 6.9(8) . . . . ? C18 C19 C20 C21 -1.8(8) . . . . ? C16 C19 C20 C21 171.2(5) . . . . ? C19 C20 C21 C22 -2.0(9) . . . . ? C20 C21 C22 C23 2.1(9) . . . . ? C21 C22 C23 C18 1.6(9) . . . . ? C21 C22 C23 N2 -175.4(5) . . . . ? C19 C18 C23 C22 -5.3(8) . . . . ? C17 C18 C23 C22 174.8(5) . . . . ? C19 C18 C23 N2 171.5(5) . . . . ? C17 C18 C23 N2 -8.4(8) . . . . ? C28 C24 C25 N2 0.8(9) . . . . ? N2 C26 C27 C28 1.0(9) . . . . ? Dy2 O14 C28 C24 -69.7(10) 1_645 . . . ? Dy2 O14 C28 C27 112.2(7) 1_645 . . . ? C25 C24 C28 O14 -176.7(6) . . . . ? C25 C24 C28 C27 1.5(9) . . . . ? C26 C27 C28 O14 175.9(6) . . . . ? C26 C27 C28 C24 -2.3(8) . . . . ? C12 C11 N1 C10 -0.3(10) . . . . ? C12 C11 N1 C8 -179.7(6) . . . . ? C9 C10 N1 C11 -0.3(10) . . . . ? C9 C10 N1 C8 179.2(6) . . . . ? C7 C8 N1 C11 -96.2(8) . . . . ? C3 C8 N1 C11 86.6(8) . . . . ? C7 C8 N1 C10 84.4(8) . . . . ? C3 C8 N1 C10 -92.8(7) . . . . ? C27 C26 N2 C25 1.3(8) . . . . ? C27 C26 N2 C23 -170.7(5) . . . . ? C24 C25 N2 C26 -2.2(8) . . . . ? C24 C25 N2 C23 169.5(5) . . . . ? C22 C23 N2 C26 63.9(7) . . . . ? C18 C23 N2 C26 -113.0(6) . . . . ? C22 C23 N2 C25 -107.8(6) . . . . ? C18 C23 N2 C25 75.2(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.976 _refine_diff_density_min -0.805 _refine_diff_density_rms 0.147 _database_code_depnum_ccdc_archive 'CCDC 913801'